authors.library.caltech.eduauthors.library.caltech.edu/37893/7/mmc1.docx · Web viewExperimental and Quantum Mechanics Investigations of Early Reactions of Monomethylhydrazine with

Experimental and Quantum Mechanics Investigations of Early Reactions of Monomethylhydrazine with mixtures of NO2 and

N2O4

Wei-Guang Liu,† Shiqing Wang,‡ Siddharth Dasgupta,† Stefan T. Thynell,‡* William A. Goddard III,†* Sergey Zybin,† and Richard A. Yetter‡

†Materials and Process Simulation Center (MSC), Beckman Institute (139-74), California Institute of Technology, Pasadena, California 91125

‡Department of Mechanical and Nuclear Engineering, The Pennsylvania State University, University Park, Pennsylvania 16802

Supporting Information:This material has two sections: The first section contains the infomation of gas

phase species, including atomic coordinates, entropies and energies of all intermediates and TS at M06/6-311++G** and CCSD(T)/6-31G** levels. The logarithm of partition function is also provided. The second section contains the infomation of solution phase species, including atomic coordinates, single point energies at both levels, and enthalpies. The entropy and free energy from the gas phase calculation, especially the contributions from translational and rotational degree of freedom, are less meaningful in the solution calculation and not reported. Energy has unit in Hartree and entropies has unit in cal/K.mol.

Gas phase calculationM06-2x

single point energy

CCSD(T) single point

energy

U H G S ln Q

MMH -151.14838 -150.75604 -150.66942 -150.66847 -150.69878 63.78 26.67NO2 -205.05084 -204.56350 -204.55132 -204.55038 -204.57756 57.21 24.69cis-HONO -205.68488 -205.19224 -205.16813 -205.16719 -205.19517 58.88 25.34CH3NO2 -244.98056 -244.37872 -244.32371 -244.32276 -244.35557 69.05 29.20CH3ONO -244.97621 -244.37629 -244.32250 -244.32156 -244.35463 69.61 28.99CH3ONO2 -320.15513 -319.37241 -319.31189 -319.31095 -319.34469 71.03 29.61CH3N3 -204.05814 -203.54959 -203.49420 -203.49326 -203.52519 67.22 28.13HN3 -164.76328 -164.35984 -164.33489 -164.33394 -164.36107 57.10 24.33HNO3 -280.86264 -280.18478 -280.15393 -280.15299 -280.18311 63.38 27.22N2O -184.64194 -184.20123 -184.18713 -184.18619 -184.21111 52.45 22.55NO -129.88039 -129.57280 -129.56569 -129.56474 -129.58802 48.99 21.15CH3 -39.82089 -39.71503 -39.68220 -39.68126 -39.70518 50.36 21.01CH2N2 -148.71588 -148.33932 -148.30350 -148.30256 -148.33056 58.94 24.92Trans- ONONO2 -410.11636 -409.13736 -409.10915 -409.10821 -409.14472 76.84 31.68GInt1 -150.51394 -150.12611 -150.05363 -150.05268 -150.08366 65.19 27.34GInt2 -150.51076 -150.12227 -150.04930 -150.04836 -150.07929 65.10 27.31GInt3 -150.51118 -150.12246 -150.04959 -150.04864 -150.07965 65.26 27.36GInt4 -150.49258 -150.09964 -150.02693 -150.02599 -150.05684 64.94 27.17GInt5 -149.93279 -149.55388 -149.49257 -149.49163 -149.52100 61.83 26.14GInt6 -149.92409 -149.54809 -149.48742 -149.48648 -149.51582 61.76 26.13GInt7 -355.62198 -354.73732 -354.64579 -354.64484 -354.68219 78.60 31.95

GInt8 -355.58998 -354.71074 -354.62077 -354.61983 -354.65831 80.99 32.63GInt9 -355.61919 -354.73235 -354.64202 -354.64108 -354.67729 76.23 31.23GInt10 -355.59650 -354.71673 -354.62749 -354.62654 -354.66465 80.20 32.26GInt11 -149.32105 -148.94649 -148.89853 -148.89758 -148.92780 63.60 26.89GInt12 -356.85360 -355.96794 -355.85425 -355.85331 -355.89728 92.54 36.66GInt13 -356.85175 -355.96618 -355.85325 -355.85230 -355.89380 87.34 34.93GInt14 -562.55332 -561.17541 -561.03384 -561.03290 -561.08804 116.07 44.07GInt15 -561.91220 -560.53846 -560.41139 -560.41045 -560.46745 119.98 45.59GInt16 -561.91997 -560.54233 -560.41454 -560.41360 -560.46752 113.48 42.96GInt17 -561.91000 -560.53415 -560.40652 -560.40558 -560.46185 118.43 44.80GInt18 -561.89532 -560.51764 -560.39031 -560.38937 -560.44363 114.20 43.20GInt19 -280.44749 -279.74432 -279.65912 -279.65818 -279.69419 75.80 30.82GInt20 -280.44123 -279.73813 -279.65307 -279.65213 -279.68770 74.86 30.57GInt21 -241.14508 -240.54726 -240.49177 -240.49083 -240.52297 67.65 28.16GInt22 -111.21159 -110.92947 -110.88643 -110.88549 -110.91252 56.91 24.21GInt23 -279.19399 -278.50912 -278.45051 -278.44957 -278.48669 78.12 32.08GInt24 -279.20753 -278.51890 -278.45974 -278.45879 -278.49456 75.28 30.83GInt25 -614.18714 -612.69593 -612.60916 -612.60821 -612.65995 108.90 41.66GInt26 -614.15204 -612.65496 -612.56763 -612.56668 -612.61053 92.27 36.52GInt27 -504.71765 -503.49265 -503.41624 -503.41530 -503.45762 89.08 35.46GTS1-pre -356.20445 -355.32497 -355.22409 -355.22315 -355.26564 89.44 35.84GTS1 -356.18810 -355.30432 -355.20703 -355.20609 -355.24669 85.46 34.28GTS1-post -356.22317 -355.34075 -355.24129 -355.24034 -355.28303 89.84 35.56GTS2-pre -356.20300 -355.32349 -355.22180 -355.22085 -355.26733 97.82 38.74GTS2 -356.19179 -355.30222 -355.20415 -355.20321 -355.24455 87.02 34.72GTS2-post -356.22147 -355.33790 -355.23808 -355.23714 -355.27992 90.04 35.66GTS3-pre -356.20403 -355.32242 -355.22041 -355.21947 -355.26379 93.29 36.88GTS3 -356.19084 -355.30196 -355.20335 -355.20241 -355.24462 88.85 35.28GTS3-post -356.21584 -355.33285 -355.23294 -355.23200 -355.27792 96.66 38.39GTS4-pre -356.20596 -355.32494 -355.22305 -355.22211 -355.26730 95.12 37.70GTS4 -356.17510 -355.28646 -355.19130 -355.19035 -355.23294 89.64 35.86GTS4-post -356.19074 -355.30328 -355.20351 -355.20257 -355.24625 91.93 36.25GTS5 -150.46888 -150.07368 -150.00316 -150.00222 -150.03303 64.85 27.32GTS6-pre -354.99080 -354.12240 -354.04584 -354.04489 -354.08881 92.44 36.90GTS6 -354.96985 -354.09559 -354.02516 -354.02421 -354.06585 87.63 35.25GTS6-post -355.01436 -354.14681 -354.07152 -354.07058 -354.11757 98.89 39.48GTS7-pre -354.97734 -354.11468 -354.04086 -354.03992 -354.08221 89.01 36.35GTS7 -354.96807 -354.09780 -354.02801 -354.02707 -354.06587 81.66 33.32GTS7-post -355.01611 -354.14854 -354.07316 -354.07222 -354.11709 94.43 37.53GTS8 -354.36902 -353.50316 -353.44394 -353.44299 -353.48515 88.72 35.60GTS9 -149.31216 -148.93925 -148.89463 -148.89369 -148.92501 65.92 27.79GTS10 -354.36973 -353.50475 -353.44493 -353.44398 -353.48919 95.14 37.83GTS11 -354.37248 -353.50393 -353.44363 -353.44269 -353.48217 83.09 33.35GTS12-pre -767.61027 -765.74303 -765.58647 -765.58553 -765.65363 143.33 52.95GTS12 -767.58281 -765.70976 -765.55972 -765.55878 -765.62456 138.44 51.12GTS12-post -767.60773 -765.73981 -765.58536 -765.58442 -765.65546 149.53 55.38GTS13-pre -767.60805 -765.74271 -765.58700 -765.58605 -765.65422 143.46 53.60GTS13 -767.58416 -765.71136 -765.56052 -765.55958 -765.62550 138.76 51.40GTS13-post -767.60722 -765.73736 -765.58248 -765.58154 -765.65150 147.25 54.44GTS14-pre -767.61149 -765.74385 -765.58731 -765.58637 -765.65263 139.46 51.20

GTS14 -767.57839 -765.70453 -765.55460 -765.55365 -765.61895 137.43 50.71GTS14-post -767.60585 -765.73620 -765.58127 -765.58032 -765.64977 146.17 53.72GTS15-pre -767.61783 -765.74924 -765.59274 -765.59179 -765.65685 136.93 50.25GTS15 -767.57276 -765.69970 -765.55006 -765.54912 -765.61430 137.19 50.93GTS15-post -767.59039 -765.71733 -765.56280 -765.56185 -765.62836 139.97 51.32GTS16-pre -561.28218 -559.90471 -559.78641 -559.78546 -559.83467 103.55 39.55GTS16 -561.28126 -559.90216 -559.78460 -559.78366 -559.83163 100.97 39.18GTS16-post -561.31760 -559.93869 -559.82008 -559.81914 -559.86960 106.21 40.93GTS17-pre -561.28176 -559.90659 -559.78803 -559.78709 -559.83555 102.00 38.96GTS17 -561.28079 -559.90416 -559.78645 -559.78551 -559.83345 100.90 39.11GTS17-post -561.31611 -559.93733 -559.81808 -559.81713 -559.86626 103.40 40.02GTS18-pre -561.28223 -559.90376 -559.78466 -559.78372 -559.83238 102.42 39.46GTS18 -561.23049 -559.84744 -559.73016 -559.72922 -559.77719 100.97 39.26GTS18-post -561.31331 -559.90656 -559.78731 -559.78636 -559.83531 103.02 39.85GTS19-pre -560.06065 -558.70043 -558.60778 -558.60684 -558.65689 105.34 40.50GTS19 -560.04397 -558.67820 -558.58796 -558.58702 -558.63476 100.49 39.26GTS19-post -560.07435 -558.71072 -558.61801 -558.61706 -558.66807 107.36 41.64GTS20-pre -560.05239 -558.69200 -558.59975 -558.59881 -558.65048 108.75 42.09GTS20 -560.04802 -558.67870 -558.58742 -558.58648 -558.63393 99.88 38.95GTS20-post -560.08150 -558.71636 -558.62350 -558.62256 -558.67309 106.36 41.24GTS21 -614.10908 -612.65046 -612.56600 -612.56506 -612.61744 110.25 42.74GTS22 -614.13895 -612.65046 -612.56525 -612.56431 -612.61063 97.49 37.99GTS23 -614.11840 -612.62258 -612.53709 -612.53615 -612.58219 96.90 38.64GTS24 -614.14059 -612.64761 -612.56270 -612.56175 -612.60976 101.05 39.01

MMH H1 -0.6255556619 -0.3446076245 -0.3106208708 N4 -0.9274347624 -1.2517348498 -0.6427347008 C5 -2.0147202509 -1.1150298486 -1.5980211499 H6 -2.8075757634 -0.5091078481 -1.1558166781 H7 -1.7031859702 -0.6496716547 -2.5465750381 H8 -2.4254821558 -2.1025295893 -1.8206276308 H12 0.3353566890 -1.7230534992 -2.1543496188 N13 0.2164025584 -1.9092785154 -1.1583769724 H14 0.0916804285 -2.9077841081 -1.0385671944

NO2 N26 0.0000000000 0.0000000000 0.3156718368 O27 0.0000000000 1.0906833268 -0.1381806717 O28 0.0000000000 -1.0906833268 -0.1381806717

cis-HONO H19 0.8940817248 1.1019157070 0.0000000000 N26 -0.4659473618 -0.2159416657 0.0000000000 O27 -0.0823625103 1.0887845868 0.0000000000 O28 0.4339503480 -0.9691647615 0.0000000000

CH3NO2

C6 -4.6803701113 -0.1138297975 -0.3102896524 H7 -5.1913048367 -0.4312744175 -1.2181192073 H8 -4.9133199974 -0.7865808017 0.5095434385 H9 -3.6148187746 -0.0001733015 -0.4798339311 N8 -5.2368751218 1.2286021245 0.0364976845 O9 -6.2986730071 1.2477938847 0.6161800931 O10 -4.6049751139 2.1994610183 -0.3117707320

CH3ONO C1 -4.7270673678 3.8945315032 1.2036244532 H2 -4.1073733614 4.7899790857 1.1913478970 H3 -5.6677349598 4.0964871813 1.7139638492 H4 -4.9186228763 3.5573573322 0.1841540910 N5 -3.8139250906 1.7637531970 1.1333308050 O6 -3.2445051217 0.9341934650 1.7203042737 O7 -4.0325418270 2.8764778110 1.9226321894

CH3ONO2

C6 -5.6318727868 -0.2143870258 -0.2270370775 H7 -5.5050752057 -0.0038019165 -1.2877896794 H8 -5.8595372181 -1.2683804575 -0.0757792693 H9 -4.7458767318 0.0739062920 0.3328751298 O11 -7.9963293578 -0.3954502598 -1.1070993563 N13 -7.9056280574 0.4196585435 -0.2308271979 O14 -6.6578765104 0.6112711875 0.3343064223 O15 -8.7491122561 1.1120938320 0.2440071407

CH3N3

N2 0.2820955393 1.1947494745 -3.3427632929 C3 0.2628458567 -0.1491926329 -3.9395877185 H4 1.1251898250 -0.6767097560 -3.5423978205 H5 -0.6444501484 -0.6948162003 -3.6662858227 H6 0.3446656100 -0.1038768600 -5.0290024093 N8 -1.4454533876 2.6618709731 -3.9617187060 N12 -0.6416719085 1.9199598926 -3.6994398475

HN3

N2 0.2279876951 1.1308433579 -3.3314148476 H3 0.1378590697 0.2529570132 -3.8410600657 N8 -1.3833357955 2.7231824579 -3.9657069739 N12 -0.6484655139 1.9152224758 -3.7166300949

HNO3

O13 0.9534368015 0.5018796464 0.6109326504 N14 -0.1186107119 -0.0733329463 -0.0430923112

O15 -0.7784658634 -0.7861890766 0.6375551241 O16 -0.2448910093 0.2174008310 -1.2023888480 H17 1.3831449975 1.0442242197 -0.0684879740

N2O N1 0.0000000000 0.0000000000 1.1892120440 N2 0.0000000000 0.0000000000 0.0742249815 O3 0.0000000000 0.0000000000 -1.1061016946

NO N1 0.0000000000 0.0000000000 0.6070061488 O2 0.0000000000 0.0000000000 -0.5314159046

CH3

C3 0.2729256193 -0.2396244520 -3.9647609789 H4 1.1922769967 -0.4142146313 -3.4284307714 H5 -0.6711900186 -0.5110845480 -3.5193793269 H6 0.2980344013 0.2015685855 -4.9487127525

CH2N2

N1 -4.1143394010 -1.8947411497 -1.0620000080 N3 -3.9828523422 -2.6298229610 -1.9087676905 C6 -4.2650240159 -1.0524599883 -0.0917683189 H8 -5.2402299754 -0.9775038241 0.3564721168 H9 -3.4059107386 -0.4782976720 0.2079668607

ONONO2

N1 -3.9627415991 -0.4702945824 -2.1618588605 O2 -2.7142010153 0.2829479827 -1.6362575889 O3 -4.7685427419 0.2964793270 -2.3569290243 N4 -1.7344278083 -0.6275445536 -1.2272476919 O5 -2.1205495376 -1.6815932191 -0.8165195213 O6 -0.6277074093 -0.2045990698 -1.3260084839

GInt1 N1 -3.7049372679 -1.8542754594 -0.8667279146 N2 -4.5549197584 -2.6695271756 -1.5097258553 H3 -5.5476845916 -2.6189369140 -1.2900046616 C4 -4.3895060834 -0.6441465016 -0.4773635407 H5 -4.7069722147 -0.0713372202 -1.3588969974 H6 -5.2849155267 -0.8574195694 0.1275595334 H7 -3.7109955908 -0.0297962101 0.1114076416 H8 -4.1983571964 -3.6046213039 -1.6415389030

GInt2 N1 -3.5915136188 -1.8151224441 -0.8666827525

H2 -2.9634656806 -2.2705660479 -0.2193254519 N3 -3.9799567061 -2.6160101896 -1.8624012832 H4 -4.7179648402 -2.1063579479 -2.3573662439 C6 -4.4405298883 -0.7715588883 -0.3243536694 H7 -4.7526914415 -0.1123709591 -1.1373525597 H8 -5.3333471511 -1.1806089348 0.1622417082 H9 -3.8761279404 -0.1821306864 0.3982478765

GInt3 N1 -3.7739283225 -1.6453716125 -1.0341519606 H2 -3.0238505134 -2.1745690903 -0.6040282017 N3 -4.4728191683 -2.1779835830 -2.0409392311 H4 -3.8876617959 -2.9181894765 -2.4339613658 C6 -4.4800584857 -0.7133830307 -0.1818491414 H7 -4.9911988477 0.0065047134 -0.8202531981 H8 -5.2234661872 -1.2176659158 0.4442588646 H9 -3.7649006088 -0.1882823120 0.4514694899

GInt4 N1 -3.7005680137 -2.8477926670 -1.2596072344 H3 -2.7796245698 -3.2484660127 -1.3656556220 N4 -3.9289523332 -1.8597263525 -2.2394493614 H5 -3.8627505109 -0.9363610674 -1.8148009827 H6 -4.8671562944 -1.9791985478 -2.6053945475 C6 -4.1078920709 -2.6118846340 0.0396094086 H7 -5.0841428136 -2.1606994752 0.1631887057 H8 -3.7428572677 -3.3008404109 0.7885004506

GInt5 N1 -3.8671017978 -1.9922431881 -0.7014113216 N3 -4.3159183617 -2.5200632999 -1.7176732601 H4 -3.8220086181 -3.4177626065 -1.8308704560 C6 -4.4806846736 -0.6984128624 -0.4127642000 H7 -5.2363019861 -0.4356067551 -1.1560306028 H8 -4.9150624268 -0.7539657703 0.5870403742 H9 -3.6831553202 0.0462990397 -0.3831316619

GInt6 N1 -3.8927253063 -1.9706812834 -0.7215283309 N3 -4.2882491350 -2.5636104989 -1.7187355558 H4 -5.0330395906 -2.0215047781 -2.2144542661 C6 -4.4846626186 -0.6746014883 -0.3945472122 H7 -5.2523612282 -0.3725454791 -1.1193752244 H8 -4.9130888119 -0.7435993751 0.6065015581 H9 -3.6815060469 0.0631497683 -0.3617340719

GInt7 H1 -0.7568226758 -0.5741649769 -0.0684099911 N4 -0.9356428524 -1.3653550722 -0.6682847321 C5 -1.9309586059 -1.1644211892 -1.7082606979 H6 -2.7932191233 -0.6636248438 -1.2690792964 H7 -1.5609418666 -0.5639512204 -2.5500196874 H8 -2.2586560715 -2.1376559109 -2.0788619101 H12 0.5862984509 -1.6858582235 -2.0061008862 N13 0.2476069026 -1.9210289155 -1.0726669013 N9 0.2770694776 -3.3466862686 -1.0143014549 O10 -0.4538615180 -3.8987674644 -0.2443995439 O11 1.1052211839 -3.8487269892 -1.7404675150

GInt8 H1 -0.6063231029 -0.6228238766 -0.1625608332 N4 -0.7450403448 -1.5235905907 -0.5990951370 C5 -1.8351290808 -1.5345932633 -1.5660359342 H6 -2.6915040168 -1.0279012938 -1.1206620059 H7 -1.5798411121 -1.0280395309 -2.5070697331 H8 -2.1226109570 -2.5624938824 -1.7874495901 H12 0.5181250302 -2.0034131679 -2.0716904664 N13 0.4910818499 -1.9728640456 -1.0500268539 N9 -0.0576191814 -4.1896249245 -1.4197982837 O10 0.0792691439 -5.2867053114 -1.0582527947 O11 0.7032495798 -3.3107998169 -0.6414657870

GInt9 N4 -0.8815457968 -1.2140681593 -0.6384594825 C5 -1.9741636263 -1.0017058023 -1.5807417696 H6 -2.8292573340 -0.5361997792 -1.0893313291 H7 -1.6589817334 -0.3675894034 -2.4102550110 H8 -2.2521827167 -1.9855302555 -1.9524101724 H12 0.1307618548 -2.8577678152 -1.1048763175 N13 -0.3295635667 -2.4202125888 -0.3172671874 H14 -0.9841647860 -3.0339305588 0.1500889390 N9 -0.3555587271 -0.0997097032 -0.0177432964 O10 0.5454825076 -0.2429933060 0.7679737366 O11 -0.8763735241 0.9537949879 -0.3399823361

GInt10 N4 -0.4329272280 -1.5513360166 -0.6629422288 C5 -1.6683365376 -1.0987247583 -1.2954016485 H6 -2.5291259093 -1.2065638341 -0.6222520809 H7 -1.5578123723 -0.0542667328 -1.5792295258 H8 -1.8198445863 -1.7032893246 -2.1888993941 H12 -0.0097438221 -3.4737846990 -0.8049758392

N13 -0.5049087557 -2.8564218860 -0.1764285901 H14 -1.4594710134 -3.1701822696 -0.0163695169 N9 1.0833484098 -0.3725223318 0.5741830543 O10 1.2546819678 0.2984549963 1.5079233147 O11 -0.2761427637 -0.6937128945 0.4597292657

GInt11 N1 -3.9547009994 -2.0070593702 -0.7468792979 N3 -4.1819202657 -2.4934803295 -1.7798638579 C6 -4.5104381606 -0.6728726309 -0.3350125279 H7 -5.1286767404 -0.2588787217 -1.1315364156 H8 -5.0863958315 -0.8348113558 0.5738221569 H9 -3.6616544864 -0.0292115929 -0.1132408226

GInt12 N1 -4.6857874709 -2.2823406654 -1.1875041549 N4 -4.8501286155 -1.1995591814 -2.0927883584 H5 -5.0757087782 -1.5795082258 -3.0059846869 H6 -3.9862102222 -0.6669312263 -2.1773969686 N14 -6.1994134494 -5.3171801344 -0.9161356881 O15 -6.2766997624 -4.3539171513 -1.8332326216 O16 -5.5205071131 -5.0447047354 0.0195253003 H16 -5.7207962662 -3.5478840131 -1.5306786026 C20 -3.3495200381 -2.8796642437 -1.1802415672 H21 -3.3181312529 -3.6555094332 -0.4143543243 H22 -3.1657806717 -3.3410296369 -2.1528196680 H23 -2.5646644709 -2.1396515896 -0.9836841018 H24 -4.9222422391 -1.9395284607 -0.2621068865

GInt13 N1 -4.1949878560 -2.7619597296 -1.5312553700 N4 -4.7636162695 -1.6291607209 -2.1717970010 H5 -4.6094803531 -1.7204221556 -3.1727316985 H6 -4.3297882054 -0.7576185022 -1.8612528720 N18 -7.8608180264 -2.6870442940 -3.1702490110 O19 -7.4434474711 -2.1759401752 -2.0053943075 O20 -7.0532284961 -2.6443546591 -4.0357936700 H20 -6.4808416506 -1.8828460498 -2.0977356752 C20 -2.7621514495 -2.6470281188 -1.3082726706 H21 -2.4240266672 -3.5125897122 -0.7374915111 H22 -2.2479399932 -2.6535999045 -2.2714838772 H23 -2.4793907117 -1.7318200730 -0.7665215414 H24 -4.6899952490 -2.8944416596 -0.6573402591

GInt14 N1 -4.2525551138 -2.6937369921 -1.3318013835

N4 -4.8523383626 -1.5791464276 -1.9869678286 H5 -4.7519812458 -1.7155295841 -2.9905851335 H6 -4.3824034995 -0.7079202797 -1.7378115646 N14 -6.7255671296 -4.9746317106 -0.7664914929 O15 -5.9857473346 -4.8456208849 -1.8795651228 O16 -6.4073242585 -4.2481083348 0.1121695655 H16 -5.2989367132 -4.1315104001 -1.7340482896 N18 -7.7672529655 -2.7113808253 -3.3677867368 O19 -7.6048984801 -2.2299211256 -2.1237664261 O20 -6.7998023062 -2.6392741958 -4.0451137889 H20 -6.6703267555 -1.8956731255 -2.0224022364 C20 -2.7915259863 -2.6938199838 -1.3775803180 H21 -2.4218258630 -3.5367020900 -0.7928390006 H22 -2.4676155275 -2.8219941459 -2.4114614585 H23 -2.3606262884 -1.7656778715 -0.9815765066 H24 -4.5840691869 -2.6812984534 -0.3707852361

GInt15 N1 -4.1961223906 -2.8354637805 -1.2388689416 N4 -4.0145914905 -1.7386267254 -2.0043012610 H5 -3.8114595186 -1.9676787512 -2.9701576338 H6 -3.4059841394 -1.0121421806 -1.6278133035 C6 -4.1311987988 -2.5100694497 0.1670657845 H7 -4.9456541867 -1.8254240831 0.4370045631 H8 -4.2510163872 -3.4268426583 0.7385396310 H9 -3.1742143000 -2.0336987250 0.4191185834 N14 -6.5434415074 -5.4216047532 -1.0128345049 O15 -5.9330992918 -4.8726983357 -2.0729555779 O16 -6.1478522818 -5.0238054966 0.0286455072 H16 -5.2810600775 -4.1884234334 -1.7495462382 N18 -7.6750149060 -1.3125751451 -1.2845018621 O19 -6.7650638152 -0.5006306589 -1.8780504566 O20 -7.2451083760 -2.3674256335 -0.9896164430 H20 -5.9130885091 -0.9891618830 -1.9497755180

GInt16 N1 -3.8941924366 -3.2871098364 -1.9618098229 N4 -4.6363753961 -4.1135434639 -2.6823209872 H5 -4.0828712185 -4.4460183128 -3.4723379264 N14 -6.9600094998 -4.3048798852 -0.2255807716 O15 -6.5857221281 -5.2609595570 -1.0682382893 O16 -6.3453931893 -3.2911297904 -0.3299119939 H16 -5.8573172323 -4.9142136553 -1.6660523958 N18 -6.9881535159 -1.4375176623 -2.8585635855 O19 -7.1392891733 -2.7282079581 -3.1939460806 O20 -5.8846059030 -1.1497110579 -2.5451821039

H20 -6.2697805721 -3.1927591139 -3.0832155059 C20 -2.7753732470 -2.5584886820 -2.5267913518 H21 -2.2112451933 -2.0921790415 -1.7211495316 H22 -2.1257123193 -3.2559513071 -3.0582624524 H23 -3.1322786481 -1.7868169064 -3.2160708882 H24 -4.4288845741 -2.8302928534 -1.2275684348

GInt17 N1 -3.5084603863 -3.0545419044 -1.0759771665 H3 -2.5389650141 -3.3499874569 -1.1365463331 N4 -4.0599644343 -2.4831977740 -2.1490588099 H5 -3.5078161732 -2.7441840675 -2.9671785728 C6 -3.9593110469 -2.5831271241 0.2276303506 H7 -5.0472966444 -2.6161036425 0.2501175289 H8 -3.5486009827 -3.2375723339 0.9952741801 H9 -3.6371230566 -1.5533770932 0.4008899615 N14 -6.8102342717 -4.8330712924 -1.6753267904 O15 -5.5502046455 -5.2865177867 -1.8954687730 O16 -6.8473325203 -3.8212099257 -1.0770961434 H16 -4.9298371500 -4.6234829780 -1.5262388201 N18 -7.2157094906 -0.7737271098 -1.5473133157 O19 -6.5653983199 -1.2814662769 -2.6005692191 O20 -6.6224040818 -0.8628043941 -0.5268536196 H20 -5.6952240581 -1.6657984218 -2.3007971288

GInt18 N1 -3.4129103114 -3.0878505078 -1.0847113323 H3 -2.4494430919 -3.4095638910 -1.1464118806 N4 -3.6783377805 -2.2505585112 -2.2045216576 H5 -3.5906305655 -1.2723806732 -1.9277841402 H6 -4.6388166975 -2.4055268350 -2.5043036759 C6 -3.8003747137 -2.6127415335 0.1665285538 H7 -4.7927098088 -2.1881084871 0.2417913262 H8 -3.3539605793 -3.0996174873 1.0210905444 N14 -4.4072723362 -5.4398900297 -3.4525781035 O15 -5.0700866797 -4.9990344258 -2.3562868672 O16 -3.2449262275 -5.2539571394 -3.4079087185 H16 -4.4093638589 -4.5744334586 -1.7493927194 N18 -0.7136686911 -3.4485556801 -3.6432907141 O19 -1.7465109853 -2.8083800161 -4.1840094989 O20 -0.8271253609 -3.6628998572 -2.4802798379 H20 -2.4453151287 -2.6487586773 -3.4831477799

GInt19 N1 -5.0243944092 -1.6415181051 -1.4898121940 N3 -4.7215927916 -2.9795266980 -1.7338556623

H4 -5.4164381755 -3.3719413887 -2.3612061251 H5 -3.8112400524 -3.0419341039 -2.1784908077 C6 -5.2710780656 -1.1838809339 -0.1301888597 H7 -6.2757536132 -0.7634254243 -0.0559731273 H8 -5.1618971687 -2.0469070415 0.5185107204 H9 -4.5569213903 -0.4024738005 0.1358450909 N10 -5.0991642267 -0.8212696670 -2.5203242905 O12 -5.3738604193 0.3227925947 -2.2302690218

GInt20 H1 -1.6601528449 0.3611394173 -1.1995702274 N2 -1.2768143174 -0.5725355855 -1.0989682429 C3 -2.1058362957 -1.5710000208 -1.7772225755 H4 -3.1186872673 -1.4903342095 -1.3820873525 H5 -2.1239045345 -1.4412697798 -2.8635303953 H6 -1.7201356153 -2.5626865050 -1.5405168495 N8 0.3305515625 -0.1340630644 -2.7620287512 O9 1.5104004433 -0.1393257003 -3.0131248197 N12 0.0311198467 -0.5661035481 -1.5495678617 H10 0.7866088854 -0.8306007605 -0.9208074005

GInt21 H1 -0.7416289233 -1.7669797947 -1.3240079172 N2 -0.1230207186 -2.1481959670 -0.6167464368 H3 -0.1002171881 -3.1594956183 -0.6911441179 N8 1.8475205570 -1.8163541372 -1.8753597155 O9 2.9403262550 -1.3090582479 -1.8598259214 N12 1.1496236267 -1.6298832901 -0.7667477173 H10 1.5660430460 -1.0964745076 -0.0072617361

GInt22 N1 -4.6353008615 -1.6333544965 -1.3497807452 H2 -4.4058228818 -1.1612737816 -2.2270536453 N3 -5.8665542634 -2.1393368750 -1.5165260862 H4 -6.1641335900 -2.7697787475 -0.7879217400 H5 -6.2480528184 -2.3216851534 -2.4362060144

GInt23 N1 -4.6338653037 -1.7217722481 -1.4576248125 N3 -5.7665140067 -2.1540875584 -1.5529309770 C5 -6.5316272718 -2.0492769348 -2.8095957782 H6 -5.9102739793 -2.0182964486 -3.7040093777 H7 -7.2164437100 -2.8932999319 -2.8342044704 H8 -7.1229778337 -1.1333563931 -2.7417592994 N7 -4.0192198372 -1.1754823373 -2.7372468763 O8 -3.5572064279 -0.1189572437 -2.5361188706

GInt24 N1 -4.7193323874 -1.5968396561 -1.3775755385 N3 -5.6759922356 -2.3148628842 -1.6037156912 C5 -6.2082265457 -2.9683413695 -0.4122772537 H6 -5.6530190546 -2.7021381897 0.4879754767 H7 -7.2574747085 -2.6807283742 -0.3293615437 H8 -6.1757131554 -4.0437204897 -0.5939039082 N7 -4.3005062064 -1.0029544012 -2.7226576924 O8 -3.3942507864 -0.2886495738 -2.5617665469

GInt25 N1 -4.9209478223 -1.6935798983 -1.3213161043 N3 -5.6002246624 -2.6570364612 -1.6868210306 N4 -6.1987477594 -3.5017561688 -2.1184492931 C6 -4.8000971297 -1.5629211921 0.1444830003 H7 -5.7837088351 -1.4615263161 0.6120019869 H8 -4.2696021142 -2.4166942625 0.5729027367 H9 -4.2296583526 -0.6560727837 0.3248620215 N10 -5.0678005005 0.6402158821 -2.7561644315 O11 -6.6598875376 0.3139013195 -2.6293665232 O12 -4.8018876080 0.5646980835 -3.8383224128 N13 -6.9799294040 0.2349747740 -1.3037598999 O14 -6.4402260240 1.0111628482 -0.5624670031 O15 -7.7765127958 -0.6169568859 -1.0297500841

GInt26 N1 -4.8943966174 -1.7030877300 -1.1898633116 N3 -4.9321902079 -2.6806765718 -2.1339630701 N4 -4.7384807310 -2.1441623020 -3.2268100244 C6 -5.1652573085 -1.9724831382 0.2227602402 H7 -6.2407973893 -2.0785642031 0.3472612680 H8 -4.6193954491 -2.8791089095 0.4738646705 H9 -4.8245587790 -1.1094603998 0.7851059587 N10 -4.8067391652 -0.5420750168 -1.7249666365 O11 -6.8270872248 -0.1390342023 -2.0836455331 O12 -4.5766195190 -0.7850079000 -2.9893558111 N13 -7.3026811285 0.4970302393 -1.0667995425 O14 -6.8107762359 0.2473630764 0.0417484344 O15 -8.1948207301 1.2931451835 -1.2391319495

GInt27 N1 0.3061662227 0.1797278194 -0.3970808452 C6 -0.9605491081 -0.1516075408 -1.0373215432 H7 -1.5717082060 -0.7565244414 -0.3644108225 H8 -1.4594884947 0.7931895021 -1.2309290268

H9 -0.7961509162 -0.6878445521 -1.9716753888 N10 1.0723115000 -0.7020907735 -0.0656486709 O11 0.6360617499 -2.1697471770 -0.5487313200 O12 2.1164462055 -0.7383092609 0.4874570318 N13 0.1106525675 -2.8763845655 0.5226365110 O14 -0.2717609717 -2.2347165360 1.4616631759 O15 0.0864719727 -4.0511400796 0.3444591191

GTS1 pre-reaction complex N1 -3.6006214409 -2.3306604448 -1.8493938447 H2 -2.7540011657 -2.8436082706 -1.6298006313 N3 -4.6045186957 -3.2816096095 -2.1673564347 H4 -5.1556595778 -3.5268224456 -1.3438485618 H5 -5.2280958643 -2.8667419786 -2.8501481224 C6 -3.9553377637 -1.4508279603 -0.7471894815 H7 -4.7752434746 -0.7985077133 -1.0560405064 H8 -4.2663264883 -1.9964432035 0.1572716964 H9 -3.0966193764 -0.8245631491 -0.4994773550 N10 -2.9004056704 -5.5444202710 -2.0111495669 O11 -2.1769476518 -5.1059951930 -2.8319990458 O12 -3.0198345096 -5.3876141103 -0.8438758937

GTS1 TS N1 -3.7531256274 -2.4897094568 -1.9275253122 H2 -2.9226701329 -3.0932274585 -1.9698749519 N3 -4.8871676459 -3.2203523906 -2.2782413994 H4 -5.6455974258 -2.5784236911 -2.4920993608 H5 -4.6671180645 -3.8121247376 -3.0763825844 C6 -3.9018991729 -1.8317302222 -0.6404277103 H7 -4.6865491819 -1.0753382031 -0.7172007956 H8 -4.1678479532 -2.5451942948 0.1454673705 H9 -2.9620735840 -1.3406979796 -0.3947920960 N10 -2.4945581479 -5.4388986023 -1.7759899513 O11 -2.9034682253 -5.1983131255 -2.8903151184 O12 -2.3108947100 -4.5779435659 -0.9387495378

GTS1 post-reaction complex N1 -3.8733665247 -2.8350872705 -1.3675204970 H2 -2.6342446860 -3.9175286558 -1.4205376639 N3 -4.9299349312 -3.1792864104 -2.0967061762 H4 -5.5951541254 -2.4649202225 -2.3744997849 H5 -4.7480257151 -3.9346282499 -2.7478666499 C6 -4.0953070903 -1.6257153617 -0.6108409785 H7 -4.3772645831 -0.7913425430 -1.2678538069 H8 -4.8936204826 -1.7698280098 0.1271101973 H9 -3.1771907515 -1.3642503903 -0.0891460164

N10 -2.0969589055 -5.4705474393 -2.4409196922 O11 -3.1296744258 -5.3118020270 -3.0180694946 O12 -1.8646230494 -4.5953165935 -1.4813021899

GTS2 pre-reaction complex N1 -4.3325778426 -2.1511071714 -1.0802680075 H2 -4.0566803958 -2.9722295636 -0.5562225331 N3 -5.5409983233 -2.4703990728 -1.7467637599 H4 -6.0739909848 -1.6166822001 -1.8690425437 H5 -5.3672821767 -2.8768737202 -2.6670353233 C6 -3.2589717305 -1.7237437677 -1.9639652524 H7 -3.0673265626 -2.4288081893 -2.7879694811 H8 -3.5132030160 -0.7491907627 -2.3892034402 H9 -2.3420958678 -1.6064830282 -1.3831624768 N10 -5.1298685989 -0.8429341307 -4.9072600281 O11 -4.9020720738 -2.0020958566 -4.9599944271 O12 -5.5578655967 -0.1226445771 -4.0740279017

GTS2 TS N1 -4.3338856584 -2.3116648047 -1.3278179860 H2 -4.0598225212 -3.2797469958 -1.4350779358 N3 -5.6037177391 -2.1364639507 -1.8161543366 H4 -5.8621529991 -1.1559310401 -1.7731424618 H5 -5.7265240590 -2.4918528461 -2.7974193147 C6 -3.3099971088 -1.3692578388 -1.7588434705 H7 -3.1578675300 -1.4114179705 -2.8462423631 H8 -3.6195598279 -0.3584218043 -1.4921799839 H9 -2.3788756227 -1.6011836455 -1.2427543863 N10 -5.0990053908 -1.2571412469 -4.7794442294 O11 -5.2029248264 -2.4331923407 -4.4655941231 O12 -5.3096520380 -0.3554801892 -4.0089328455

GTS2 post-reaction complex N1 -4.0426907159 -1.5625222947 -1.9317653137 H2 -3.6805112477 -1.8560715796 -2.8329668294 N3 -5.3418783402 -1.3107273575 -1.9594410199 H4 -5.6288368983 -0.9332569467 -1.0573010527 H5 -6.1228939887 -1.7836525670 -3.3166206825 C6 -3.1501109458 -0.9860240487 -0.9494467014 H7 -3.0697918146 0.0993259227 -1.0700908599 H8 -3.5234611407 -1.2082378911 0.0525331750 H9 -2.1634758060 -1.4331722316 -1.0599002407 N10 -5.6688399714 -2.4497059814 -5.0759924664 O11 -6.5727845563 -2.0789872526 -4.1937170436 O12 -4.5391771169 -2.3843635575 -4.6906213447

GTS3 pre-reaction complex N1 -4.8813851617 -2.3909561997 -1.5008513904 H2 -4.8062743092 -2.2965286187 -0.4925606611 N3 -5.0308266521 -3.8193225903 -1.7249164116 H4 -6.0191547118 -4.0212059384 -1.5811557269 H5 -4.8814539921 -3.9588727989 -2.7231405586 C6 -3.6202922071 -1.9567766202 -2.0860213418 H7 -2.7791244551 -2.5984638850 -1.7964559202 H8 -3.7149274507 -1.9659327219 -3.1755134489 H9 -3.4234810474 -0.9309959203 -1.7742414021 N10 -6.8280174460 -1.6495841695 -3.0576568983 O11 -6.1918010269 -1.8259603217 -4.0416798297 O12 -7.6951072500 -2.2549851446 -2.5272783280

GTS3 TS N1 -4.2838510753 -2.0063112841 -1.3654733987 H2 -3.5494807862 -1.4850401860 -1.8278438857 N3 -5.1535882265 -2.6064825697 -2.1710226471 H4 -6.1372938996 -2.4472336869 -1.8690854790 H5 -5.1062181740 -2.2543943740 -3.1470901662 C6 -4.7250400368 -1.5881418036 -0.0491274654 H7 -5.5064314129 -0.8264509397 -0.1474968400 H8 -5.1258048983 -2.4533241854 0.4801862670 H9 -3.8705169654 -1.1979439487 0.4983370721 N10 -6.7707058273 -0.2529292267 -3.1043644473 O11 -5.8616262500 -0.7188875370 -3.8070603970 O12 -7.1126677639 -0.9100511630 -2.1041676862

GTS3 post-reaction complex N1 -4.1812183469 -2.4439548970 -0.9236107256 H2 -3.9420776555 -2.8101236195 -0.0097983439 N3 -5.2517679410 -2.9092476997 -1.5540769470 H4 -5.8666148086 -3.3629324152 -0.8793610311 H5 -5.8776431668 -2.4700528565 -3.0855103214 C6 -3.1106930102 -1.9072919330 -1.7385928687 H7 -2.5743084559 -2.7009622800 -2.2668896786 H8 -3.5464409803 -1.2266528125 -2.4700556450 H9 -2.4186266235 -1.3564104325 -1.1031622073 N10 -7.5417989361 -2.4037190918 -4.0509285832 O11 -6.2301807072 -2.1574558989 -3.9795285022 O12 -7.9869046023 -2.9438099131 -3.0944103650

GTS4 pre-reaction complex N1 -3.6160804239 -2.7631718603 -0.8122430440 H3 -2.7268907041 -2.7811184428 -0.3259625912 N4 -3.6409330291 -1.5974693968 -1.6215720359

H5 -4.1298455036 -0.8348197445 -1.1515665446 H6 -4.1456743815 -1.8144372461 -2.4732321355 C6 -4.7178481927 -2.8444323931 0.1325736286 H7 -5.6527434271 -2.9873274788 -0.4141617456 H8 -4.5680668802 -3.7079769865 0.7828275136 H9 -4.8141630679 -1.9440955830 0.7592112380 N11 -1.3200282810 -0.4763012813 -0.3555112207 O12 -2.1376220116 -0.1658780492 0.4416597663 O13 -0.6896402045 -1.4533996755 -0.5523055048

GTS4 TS N1 -3.6953588130 -2.8432750308 -1.2516629455 H3 -2.7699791284 -3.2391933245 -1.3561166046 N4 -3.9554763685 -1.8985304765 -2.2571265768 H5 -3.7809115215 -0.9568863938 -1.9047316542 H6 -4.9293862741 -1.9696143834 -2.5318456188 C6 -4.0780511022 -2.5595493154 0.0566564429 H7 -5.1268209448 -2.2653933686 0.1351894165 H8 -3.7885891126 -3.3412372459 0.7555990381 H9 -3.4766006815 -1.5279591275 0.4283716387 N11 -1.5256075960 -0.6143700794 0.5196111192 O12 -2.7653785200 -0.3408958483 0.5632046258 O13 -1.1967044755 -1.7623111708 0.4419906620

GTS4 post-reaction complex N1 -3.6623074142 -2.8436503853 -1.1458652807 H3 -2.7126406973 -3.1903265804 -1.1380097002 N4 -3.8332555991 -1.8135595524 -2.0863375715 H5 -3.9298015543 -0.9164963197 -1.6133613999 H6 -4.6734135501 -1.9954726445 -2.6246274417 C6 -4.3229960726 -2.8133859248 0.0600961976 H7 -5.3427128480 -2.4467895175 0.0367742535 H8 -4.0632955538 -3.5998125640 0.7573926670 H9 -3.1920527195 -1.1714039460 0.6976122230 N11 -1.4247133773 -0.5807880311 0.2350917983 O12 -2.7196829361 -0.3151237363 0.5175983364 O13 -1.1468746045 -1.7245589429 0.2963552167

GTS5 N1 -3.7553278033 -1.8047597594 -0.8850109976 H2 -2.9664967685 -2.1898136385 -0.3634210239 N3 -4.3200852468 -2.5408144617 -1.7878644400 H4 -4.1621606793 -2.4216278723 -2.7823942364 C6 -4.4754217313 -0.7259062955 -0.2192647150 H7 -4.9070303906 -0.0766187089 -0.9806412631 H8 -5.2815221951 -1.1299863747 0.3994447595

H9 -3.7818970445 -0.1623626732 0.4074603247

GTS6 pre-reaction complex N1 -4.6779851864 -2.6678133710 -1.1540674117 N3 -4.6798850178 -3.8863382358 -1.3078728177 H4 -5.5068421008 -4.1130391160 -1.8837800602 C6 -3.5584844338 -2.1785628838 -0.3531986675 H7 -2.9118178238 -2.9956434270 -0.0290333311 H8 -3.0086620475 -1.4575600421 -0.9602654412 H9 -3.9721867262 -1.6415228853 0.5023363181 N9 -6.8112439331 -1.5689679107 -2.4372770363 O10 -6.4271049269 -0.5227978949 -2.8222025516 O11 -6.9889199288 -2.6245936066 -2.9468484495

GTS6 TS N1 -4.6206919881 -2.2745830104 -0.7652824987 N3 -4.8220948502 -3.1616311452 -1.5442573760 H4 -5.8482734074 -3.0576921892 -1.9906129957 C6 -3.3199807735 -2.2896541082 -0.0725278839 H7 -2.7168059376 -3.1438941851 -0.3815128924 H8 -2.8257824735 -1.3470159822 -0.3063143049 H9 -3.5282945293 -2.3121006901 0.9967559325 N9 -7.2450157509 -1.8169178581 -3.1872101020 O10 -6.2591412407 -1.3063799137 -3.6143768028 O11 -7.2259749403 -2.7467996488 -2.3732154962

GTS6 post-reaction complex N1 -4.4194318528 -2.2579997588 -0.5271198665 N3 -4.8110357709 -3.0579307398 -1.2742459849 H4 -6.5369477510 -2.9785075343 -2.3325344032 C6 -3.0536941548 -2.2883208290 0.0877062905 H7 -2.5034894830 -3.1596653572 -0.2653738107 H8 -2.5612593768 -1.3601714091 -0.1944417589 H9 -3.1928687777 -2.3098327743 1.1664329869 N9 -7.4571724090 -1.8623974733 -3.5695004735 O10 -6.4625312719 -1.2312346847 -3.5654135668 O11 -7.4175967982 -2.9499755699 -2.7704072785

GTS7 pre-reaction complex N1 -4.0036361602 -2.2790326547 -0.5855532329 N3 -4.4421880980 -3.3589463367 -0.9645397827 H4 -5.2300925419 -3.2373620029 -1.6409958453 C6 -4.6099645295 -1.0532596099 -1.1039708759 H7 -5.4292797659 -1.2586289173 -1.8052694361 H8 -4.9744995044 -0.4720667431 -0.2555588771 H9 -3.8280775220 -0.4714324238 -1.5944441383

N9 -7.6013586352 -1.8271474945 -3.6500019932 O10 -7.4257221419 -0.6793343047 -3.4356563936 O11 -7.1039497061 -2.8259739102 -3.2563395736

GTS7 TS N1 -4.2494347469 -2.2495193417 -0.7926770221 N3 -4.8209778792 -3.1774699491 -1.2822740970 H4 -5.6425507792 -2.9397375878 -1.9798508193 C6 -4.5850489921 -0.8475450877 -1.0705485857 H7 -5.4237132971 -0.7771530480 -1.7743616395 H8 -4.8243883830 -0.3777758380 -0.1166007335 H9 -3.6878840898 -0.3740676814 -1.4692813621 N9 -7.3790893272 -1.9780001996 -3.4543065162 O10 -7.0749609791 -0.8645923908 -3.1470364345 O11 -6.8460507363 -2.9912505616 -3.0277113728

GTS7 post-reaction complex N1 -4.1693801768 -2.1267646602 -0.7160298485 N3 -4.7992724279 -2.9385182142 -1.2583385173 H4 -6.3204089772 -3.1818040052 -2.5640862874 C6 -4.3697352104 -0.6485235550 -0.8854063227 H7 -5.1914676602 -0.4603444196 -1.5744617143 H8 -4.5685103252 -0.2445707096 0.1050671132 H9 -3.4283944665 -0.2464706557 -1.2545006012 N9 -7.5320833881 -2.1297071269 -3.5830207850 O10 -6.9890708171 -1.2131799347 -3.0728760150 O11 -7.0516047488 -3.3266368823 -3.2075638421

GTS8 N1 -3.7091245361 -2.4621055028 -0.8813496818 N3 -4.0051495260 -3.0267945126 -1.8147746318 C6 -4.3684025645 -0.9019745385 -0.5105232337 H7 -5.0616384643 -0.6948553069 -1.3182148615 H8 -4.8236683894 -1.0717516773 0.4575291136 H9 -3.4812403883 -0.2807536026 -0.4902456303 N8 -5.3577772131 1.4753563701 0.0650599026 O9 -6.3500634231 1.4308604448 0.7132519903 O10 -4.7088442368 2.3751157258 -0.3546740252

GTS9 N1 -3.8285355669 -2.2957327800 -0.8301691077 N3 -4.0858232432 -2.7203863682 -1.8414655399 C6 -4.5138289383 -0.6728587608 -0.3419793768 H7 -5.1052993813 -0.3519178572 -1.1922889294 H8 -5.0788693826 -0.9240380936 0.5478136131 H9 -3.6167326727 -0.0943908930 -0.1558165996

GTS10 N1 -3.9748869260 -2.4014476708 -0.9028215035 N3 -3.9777055080 -2.6076821059 -2.0108292477 C6 -4.3520090824 -0.8291720083 -0.2320056179 H7 -4.5878854813 -0.2199749836 -1.0989790042 H8 -5.1811896856 -1.0579606114 0.4257550598 H9 -3.4337403566 -0.5805286586 0.2854352623 N8 -5.1382682892 2.2318135335 0.1237505979 O9 -5.1762438861 2.0761927960 -1.0544331946 O10 -4.8760480148 1.4562299844 0.9918219797

GTS11 N1 -4.0613948688 -2.0627115250 -1.0020103146 N3 -3.9187689007 -2.8249431940 -1.7748908233 C6 -4.3889285383 -0.6588502535 -0.3280834558 H7 -4.6446026864 0.0169125911 -1.2014715895 H8 -5.2173769568 -0.8963098363 0.3290065364 H9 -3.4652366044 -0.4177526811 0.1848651771 N8 -5.1893111816 2.1683643161 -0.6515760058 O9 -5.0930180355 1.5375977205 -1.7215991394 O10 -4.9311048695 1.5270026693 0.3783020534

GTS12 pre-reaction complex N1 -4.1634311138 -3.0990186623 -1.5712971625 H3 -3.3119294382 -3.5871111218 -1.8410747418 N4 -4.3036877382 -1.8963319041 -2.3305226708 H5 -4.6461631759 -2.1431651056 -3.2546582915 H6 -3.4067829481 -1.4230167608 -2.4357788157 C6 -4.1238747888 -2.7961874779 -0.1397902981 H7 -5.1060989955 -2.4464167813 0.1754825464 H8 -3.9072388569 -3.7175439913 0.4000634658 H9 -3.3732708144 -2.0338729933 0.1033967880 N11 -0.7617165551 -2.8284405096 -0.8255626201 O12 -1.2055763446 -1.9918230506 -1.5361047952 O13 -1.1397698800 -3.8842373888 -0.4621205703 N14 -6.9041541720 -5.3010413949 -1.0357468836 O15 -6.2452069300 -4.9030676095 -2.1327721944 O16 -6.5145674873 -4.8025154306 -0.0358346603 H16 -5.5622146991 -4.2185836138 -1.8685311846 N18 -7.4333352398 -1.1497726707 -1.0146824468 O19 -6.3551835445 -0.3656865324 -1.1777112298 O20 -7.2685749400 -2.2678465742 -1.3654537913 H20 -5.6209692224 -0.9095164628 -1.5911466286

GTS12 TS

N1 -4.0356626255 -2.8346574389 -1.2696157599 H3 -3.1999172959 -3.5328690161 -1.5111407104 N4 -4.0587115444 -1.6931445980 -2.0441177866 H5 -3.9043536305 -1.9260856785 -3.0202832390 H6 -3.3758869191 -0.9979552899 -1.7366511233 C6 -4.1667942800 -2.5453481471 0.1501744402 H7 -5.2068846556 -2.2751644994 0.3496266499 H8 -3.9352220187 -3.4525298764 0.7047936631 H9 -3.5015588627 -1.7363826731 0.4638607411 N11 -1.0114252085 -3.4218171483 -1.3539761128 O12 -1.2604708490 -2.3472040141 -0.8851299343 O13 -1.9369362042 -4.1741496211 -1.7120551967 N14 -6.5758817930 -5.4662565866 -0.8777119037 O15 -6.0479849853 -4.9675457060 -2.0138867268 O16 -6.2387424322 -4.8885706626 0.0934580990 H16 -5.5127464393 -4.1782416274 -1.7671691985 N18 -7.6098898814 -1.3302515838 -1.3410298737 O19 -6.6748638102 -0.4245148413 -1.6840521385 O20 -7.2016898415 -2.4376658474 -1.2909040659 H20 -5.8196524852 -0.9001057499 -1.8366144799

GTS12 post-reaction complex N1 -4.1814372612 -2.6707016658 -1.2636504479 H3 -2.7819442405 -3.9569600674 -1.5509345941 N4 -4.0858377579 -1.5598245080 -2.0154355224 H5 -3.8324376532 -1.7515419394 -2.9779001801 H6 -3.5651544584 -0.7816053517 -1.6105639089 C6 -4.2181088251 -2.3494403487 0.1489220468 H7 -5.1198737486 -1.7704559329 0.3816765126 H8 -4.2521138313 -3.2778986302 0.7140701569 H9 -3.3344997732 -1.7666022529 0.4366891793 N11 -0.9063995672 -3.7045702911 -1.3249804766 O12 -1.1996290763 -2.5843423898 -1.0871065986 O13 -1.9536800948 -4.4952485895 -1.6132917057 N14 -6.4377531757 -5.4407290325 -1.0426714988 O15 -5.8967706582 -4.8527365938 -2.1260580299 O16 -6.0915068262 -4.9617486192 -0.0205759099 H16 -5.3399966039 -4.0960282018 -1.8146376783 N18 -7.7634620361 -1.3805845239 -1.2179965579 O19 -6.9041591501 -0.4499527906 -1.7030187441 O20 -7.3023376082 -2.4615985151 -1.1595420077 H20 -6.0564668891 -0.8996025786 -1.9183084528

GTS13 pre-reaction complex N1 -4.2839966152 -2.6460787344 -1.1775057592 N4 -4.8913316179 -1.4782079389 -1.7254261944

H5 -4.7321253751 -1.4888934710 -2.7310859496 H6 -4.4685622683 -0.6300708724 -1.3444264208 N11 -2.1236578736 0.6283077454 -2.6759704078 O12 -2.3820616290 -0.1795314420 -3.4967844771 O13 -2.5718655614 0.8998346164 -1.6154134916 N14 -6.6759715721 -5.0488799685 -0.8854068254 O15 -5.9108718362 -4.8020372922 -1.9599095350 O16 -6.4316715914 -4.3665861405 0.0511419813 H16 -5.2679451112 -4.0643728021 -1.7425959748 N18 -7.6752846777 -2.6079614170 -3.3404738310 O19 -7.5961364593 -2.2224780584 -2.0559247852 O20 -6.6785036288 -2.4459994799 -3.9570007285 H20 -6.6816881235 -1.8631682586 -1.8787554278 C20 -2.8223079997 -2.6151002683 -1.1846446583 H21 -2.4494446724 -3.5080709572 -0.6820390104 H22 -2.4727582749 -2.6288318164 -2.2177529627 H23 -2.4221510920 -1.7270399091 -0.6784353279 H24 -4.6384008647 -2.7409865429 -0.2292896356

GTS13 TS N1 -4.0578776973 -2.6591825013 -1.5812880635 N4 -4.6684616720 -1.5445495869 -2.0845138812 H5 -4.4396259974 -1.4669221464 -3.0757126767 H6 -4.3714499228 -0.6109139740 -1.5706901291 N11 -2.6247076494 0.7496915327 -1.7890353893 O12 -2.3955635920 0.0297061494 -2.7261015173 O13 -3.6097797784 0.5419909630 -1.0643576215 N14 -6.8487819892 -4.3728888280 -0.3169375471 O15 -6.1706012923 -4.7931900914 -1.4072090603 O16 -6.4657857254 -3.3433408474 0.1132059686 H16 -5.4754489852 -4.1240264481 -1.6124925497 N18 -7.2103398370 -3.1107548808 -3.7528635912 O19 -7.4386029107 -2.3413245166 -2.6735304088 O20 -6.0652398449 -3.2442945544 -4.0156824967 H20 -6.5747084799 -1.9987809328 -2.3352699077 C20 -2.8040892220 -3.0876867423 -2.1922763087 H21 -2.4699859245 -3.9998480091 -1.6998561031 H22 -2.9863002070 -3.3000132927 -3.2469604626 H23 -2.0437050114 -2.3025634672 -2.1131226235 H24 -4.0624023903 -2.6330300743 -0.5664694626

GTS13 post-reaction complex N1 -3.6258262174 -2.8533740074 -2.0261966020 N4 -4.4269159856 -2.0690049163 -2.7381779721 H5 -4.1654041479 -2.1645094956 -3.7223169837 H6 -4.4054994888 -0.3208746935 -2.0022997005

N11 -3.0870015753 0.7290225390 -1.1035080616 O12 -2.4281063188 -0.2541825210 -1.1519993910 O13 -4.3067536352 0.5974459424 -1.6374882879 N14 -6.5432406568 -3.9100146532 -0.1752193116 O15 -6.3376097506 -4.6000646786 -1.3185177505 O16 -5.8458635936 -2.9672965793 -0.0550952834 H16 -5.6379953797 -4.1464637870 -1.8336442485 N18 -7.6614005194 -2.9470944394 -3.6029544147 O19 -7.2885860202 -2.0500790224 -2.6731375612 O20 -6.7586214018 -3.5277563755 -4.0989642242 H20 -6.2954875440 -2.0281343859 -2.6277413476 C20 -2.3107429589 -3.2415199510 -2.5103424399 H21 -1.8949801334 -3.9953302454 -1.8440249394 H22 -2.4142077103 -3.6686854884 -3.5089715676 H23 -1.6486711272 -2.3716238429 -2.5429108534 H24 -3.7207011399 -2.7025860166 -1.0270066707

GTS14 pre-reaction complex N1 -3.6365355960 -3.2774553157 -1.1754516259 H3 -2.6826664104 -3.6331468374 -1.1882892816 N4 -3.8291695020 -2.3451712776 -2.2453850353 H5 -3.7354097956 -2.8494563618 -3.1236471052 H6 -3.1193141811 -1.6118545679 -2.2266466686 C6 -3.8894770421 -2.6254617031 0.1132474016 H7 -4.9181137943 -2.2697109083 0.1272072347 H8 -3.7575942115 -3.3694029127 0.8994719162 H9 -3.2127076671 -1.7834561765 0.2906616102 N11 -4.3233373140 0.9416211642 -1.6558596733 O12 -4.5939360904 0.6648179878 -2.7712139795 O13 -3.5643444198 0.5085088199 -0.8595088689 N14 -6.7988547121 -4.7025374026 -1.4090536243 O15 -5.5931597173 -5.0794131626 -1.8566360179 O16 -6.7767515368 -3.7348294757 -0.7274803432 H16 -4.8889167321 -4.4439863661 -1.5079062717 N18 -7.1993668950 -0.9372527543 -1.8184906440 O19 -6.5430723045 -1.6511131530 -2.7366958160 O20 -6.5249873602 -0.6025873795 -0.9023196723 H20 -5.6023627147 -1.7897288388 -2.4325472292

GTS14 TS N1 -3.5988057089 -3.1252199012 -1.0694472319 H3 -2.6175321710 -3.3890783148 -1.1285024035 N4 -4.0281679215 -2.2961435393 -2.0731528643 H5 -3.5382138233 -2.5265806491 -2.9370130237 H6 -3.8143219804 -1.2062271259 -1.8057894097 C6 -4.0073319277 -2.6874409058 0.2618397256

H7 -5.0921437776 -2.6018424832 0.2807961011 H8 -3.6776821914 -3.4321855587 0.9845675161 H9 -3.5703379163 -1.7110904402 0.4991122372 N11 -3.8988889306 0.9216967035 -2.0399104724 O12 -4.6568723732 0.6276523687 -2.9106357337 O13 -3.3149856235 0.0204803282 -1.3845273549 N14 -6.7741409168 -4.8612295267 -1.5827406221 O15 -5.5241408674 -5.2485548485 -1.9287834147 O16 -6.7997783124 -3.8835895215 -0.9264181805 H16 -4.8872138475 -4.6020570330 -1.5458634759 N18 -7.2009038723 -0.7427140684 -1.5822905791 O19 -6.8397433547 -1.5042278966 -2.6262353843 O20 -6.3539919662 -0.6237130621 -0.7654712409 H20 -5.9178845702 -1.8139173975 -2.4589982002

GTS14 post-reaction complex N1 -3.5270189076 -3.1768486630 -1.0578421153 H3 -2.6004263399 -3.5901688325 -1.1073938111 N4 -3.9897216735 -2.5371530230 -2.1334329879 H5 -3.4584638012 -2.8533484604 -2.9462801011 H6 -3.8401197359 -0.6620021503 -1.6677137368 C6 -3.9567978421 -2.6904215687 0.2492308336 H7 -5.0379319329 -2.5660219892 0.2286348726 H8 -3.6825204005 -3.4288292901 1.0011972531 H9 -3.4889954528 -1.7295126858 0.4806135310 N11 -3.9581446159 1.1861002474 -2.0781849556 O12 -4.7435538934 0.8220437913 -2.8763507251 O13 -3.4229415207 0.1764155606 -1.3531537133 N14 -6.8832571517 -4.8663981861 -1.5603714975 O15 -5.6582927399 -5.3034250682 -1.9496093667 O16 -6.8432071574 -3.9059464060 -0.8829517866 H16 -4.9977409726 -4.6825346365 -1.5788474780 N18 -7.1565899969 -0.8184932199 -1.6205516484 O19 -6.7320438019 -1.5716628065 -2.6446965862 O20 -6.3362401630 -0.6486330836 -0.7841786222 H20 -5.7990739531 -1.8391424016 -2.4575813704

GTS15 pre-reaction complex N1 -4.1634311138 -3.0990186623 -1.5712971625 H3 -3.3119294382 -3.5871111218 -1.8410747418 N4 -4.3036877382 -1.8963319041 -2.3305226708 H5 -4.6461631759 -2.1431651056 -3.2546582915 H6 -3.4067829481 -1.4230167608 -2.4357788157 C6 -4.1238747888 -2.7961874779 -0.1397902981 H7 -5.1060989955 -2.4464167813 0.1754825464 H8 -3.9072388569 -3.7175439913 0.4000634658

H9 -3.3732708144 -2.0338729933 0.1033967880 N11 -0.7617165551 -2.8284405096 -0.8255626201 O12 -1.2055763446 -1.9918230506 -1.5361047952 O13 -1.1397698800 -3.8842373888 -0.4621205703 N14 -6.9041541720 -5.3010413949 -1.0357468836 O15 -6.2452069300 -4.9030676095 -2.1327721944 O16 -6.5145674873 -4.8025154306 -0.0358346603 H16 -5.5622146991 -4.2185836138 -1.8685311846 N18 -7.4333352398 -1.1497726707 -1.0146824468 O19 -6.3551835445 -0.3656865324 -1.1777112298 O20 -7.2685749400 -2.2678465742 -1.3654537913 H20 -5.6209692224 -0.9095164628 -1.5911466286

GTS15 TS N1 -3.3776288499 -3.0472180768 -1.0699964352 H3 -2.4006743080 -3.3334000244 -1.1224768841 N4 -3.6796345185 -2.2473556980 -2.2014000733 H5 -3.5711817776 -1.2577979010 -1.9693466589 H6 -4.6496446975 -2.4056401445 -2.4668840823 C6 -3.7851985964 -2.5566309856 0.1803168543 H7 -4.8509295728 -2.3254288465 0.2264690883 H8 -3.4219037400 -3.1643250393 1.0052746588 H9 -3.2479545255 -1.3883156761 0.3360404391 N11 -1.4022133400 -0.3926743608 0.2725867438 O12 -2.6763141306 -0.2287706933 0.2154201318 O13 -0.9869368657 -1.4942974788 0.4334228062 N14 -4.4341736639 -5.4276416774 -3.4486882010 O15 -5.0606839977 -5.0013090322 -2.3202848157 O16 -3.2725450234 -5.2447110119 -3.4372625903 H16 -4.3758582018 -4.6058602296 -1.7280605239 N18 -0.7103461134 -3.4872974020 -3.6463516433 O19 -1.7323867173 -2.8448952287 -4.2126360617 O20 -0.8420924828 -3.6800168306 -2.4830455987 H20 -2.4328514521 -2.6744514722 -3.5239457008

GTS15 post-reaction complex N1 -4.1814372612 -2.6707016658 -1.2636504479 H3 -2.7819442405 -3.9569600674 -1.5509345941 N4 -4.0858377579 -1.5598245080 -2.0154355224 H5 -3.8324376532 -1.7515419394 -2.9779001801 H6 -3.5651544584 -0.7816053517 -1.6105639089 C6 -4.2181088251 -2.3494403487 0.1489220468 H7 -5.1198737486 -1.7704559329 0.3816765126 H8 -4.2521138313 -3.2778986302 0.7140701569 H9 -3.3344997732 -1.7666022529 0.4366891793 N11 -0.9063995672 -3.7045702911 -1.3249804766

O12 -1.1996290763 -2.5843423898 -1.0871065986 O13 -1.9536800948 -4.4952485895 -1.6132917057 N14 -6.4377531757 -5.4407290325 -1.0426714988 O15 -5.8967706582 -4.8527365938 -2.1260580299 O16 -6.0915068262 -4.9617486192 -0.0205759099 H16 -5.3399966039 -4.0960282018 -1.8146376783 N18 -7.7634620361 -1.3805845239 -1.2179965579 O19 -6.9041591501 -0.4499527906 -1.7030187441 O20 -7.3023376082 -2.4615985151 -1.1595420077 H20 -6.0564668891 -0.8996025786 -1.9183084528

GTS16 pre-reaction complex N1 -3.6504082783 -1.3160976793 -1.4365418017 H2 -2.7906930779 -1.7422752102 -1.0937542374 N3 -4.4759919387 -2.2112043774 -2.1602107527 H4 -3.9788080141 -2.4917803558 -2.9991831595 H5 -4.6776173286 -3.0485882785 -1.6153132593 C6 -4.3757039853 -0.6630767328 -0.3638621113 H7 -5.1669287499 -0.0453604964 -0.7990325876 H8 -4.8458793738 -1.3789374998 0.3209851075 H9 -3.6764389852 -0.0310975669 0.1840827849 N10 -3.5031481328 0.3465612022 -3.0351426094 O11 -2.3786369564 1.1990183164 -1.9366116877 O12 -4.4666727651 0.8908181121 -2.9876894377 N13 -1.4101847153 0.3273713075 -1.6878992661 O14 -0.8899060956 -0.2199455021 -2.6329943747 O15 -1.1514237953 0.1245989863 -0.5207174071

GTS16 TS N1 -3.7396474583 -1.2316571405 -1.4484091764 H2 -2.8059425471 -1.4858353273 -1.1210132996 N3 -4.4503759666 -2.2499490397 -2.1232970849 H4 -3.8880643315 -2.5598611561 -2.9101228761 H5 -4.5982027649 -3.0490467253 -1.5081713750 C6 -4.5204523147 -0.6017396720 -0.4066751429 H7 -5.3689820426 -0.0858044765 -0.8670747545 H8 -4.9139093626 -1.3345768715 0.3051758866 H9 -3.8769692417 0.1129509712 0.1050882085 N10 -3.5538863881 0.2457025740 -2.9126204945 O11 -2.2842035528 1.1062792599 -1.7226757402 O12 -4.4832993352 0.8456606746 -2.8876437207 N13 -1.2715961102 0.2866244158 -1.7661962708 O14 -0.6535551071 0.1872229434 -2.8043717705 O15 -1.0387919051 -0.3792768232 -0.7596812019

GTS16 post-reaction complex

N1 -4.1476040174 -1.0772422412 -1.7940431734 H2 -2.2980735597 -0.9532386654 -1.6624165959 N3 -4.2913817298 -2.4768458110 -1.7959133115 H4 -5.1873130667 -2.7366307693 -2.2013981903 H5 -3.5545305479 -2.8841763114 -2.3625054568 C6 -4.6167501175 -0.4039096810 -0.5782370846 H7 -5.7100958044 -0.3713124098 -0.5549224782 H8 -4.2405339524 -0.9777662781 0.2643697030 H9 -4.2208609941 0.6083899178 -0.5614891520 N10 -4.4331898574 -0.4919865844 -3.0157092496 O11 -1.8302772792 1.1258839247 -1.3942189091 O12 -4.7226724248 0.6593557272 -2.9512420244 N13 -0.9360329538 0.3176057029 -1.4440643899 O14 0.2372225783 0.4955552067 -1.3778723093 O15 -1.3136337968 -0.9886979728 -1.5945341526

GTS17 pre-reaction complex N1 -5.1836993597 -2.7665077297 -0.2917439909 H2 -5.5060702754 -3.0876068125 0.6149136253 N3 -5.4769065711 -3.7840818935 -1.2385273892 H4 -6.3353730092 -3.5789566978 -1.7522144061 H5 -4.7101594510 -3.8382133279 -1.9010544516 C6 -5.7824275520 -1.4789199050 -0.6211127386 H7 -5.2869341376 -1.0646670201 -1.5018078205 H8 -6.8629210621 -1.5445252628 -0.8175610671 H9 -5.6244929053 -0.7977119689 0.2154159598 N10 -6.5781746788 -5.7926337454 -0.2379288734 O11 -7.1483634438 -4.7052751605 1.0179934593 O12 -5.8434818069 -6.4490138650 0.2627716779 N13 -7.9332882293 -3.7240498197 0.5562475899 O14 -8.3692246153 -3.8265138182 -0.5697257308 O15 -8.1205696260 -2.8122636841 1.3164931214

GTS17 TS N1 -5.1175615094 -2.8156210289 -0.3923490875 H2 -5.5815045194 -3.0263758172 0.4877851106 N3 -5.6333930183 -3.7357685415 -1.3349949372 H4 -6.5637078698 -3.4857055179 -1.6741927066 H5 -4.9771965731 -3.8390675100 -2.1022724366 C6 -5.3792486292 -1.4269869834 -0.7659399114 H7 -4.7959360685 -1.1751027244 -1.6536951701 H8 -6.4413384037 -1.2368798281 -0.9708985921 H9 -5.0528758057 -0.7823443907 0.0508606316 N10 -6.2502273792 -5.5756643767 -0.2223744420 O11 -7.1090618516 -4.4909977475 1.0519099545 O12 -5.3836688083 -5.9801192247 0.3237447225

N13 -8.2465440189 -3.9494635731 0.6569742377 O14 -8.3822217594 -3.7205302778 -0.5368350837 O15 -9.0619247373 -3.7107986001 1.5077887766

GTS17 post-reaction complex N1 -4.7936539296 -2.9867494032 -0.4310610252 H2 -4.9112691072 -3.3135807443 0.5263932435 N3 -5.4593116420 -3.9541772013 -1.2249005089 H4 -7.4113004509 -3.8628721567 -1.0055613367 H5 -5.2385410608 -3.8744295264 -2.2147548323 C6 -5.4204472727 -1.6775707915 -0.6047279720 H7 -5.2533154630 -1.3257030247 -1.6243193955 H8 -6.4945545046 -1.6790354284 -0.3917407223 H9 -4.9234941093 -0.9853247814 0.0733678364 N10 -5.3587582510 -5.2680487311 -0.8592984554 O11 -7.3570528849 -3.5698439352 1.1322978299 O12 -5.0409232036 -5.4352469813 0.2797845822 N13 -8.4200720056 -3.6468310048 0.5640223456 O14 -8.3705108503 -3.8095150971 -0.7927147254 O15 -9.5146714762 -3.5937908953 1.0216044062

GTS18 pre-reaction complex N1 -4.4333861677 -1.5975494034 -1.3644595659 H2 -3.4367572923 -1.7129637092 -1.5444927652 N3 -5.0680634944 -2.8348528738 -1.5868487549 H4 -6.0696085456 -2.6442519230 -1.5039399112 H5 -4.8957822192 -3.1107527362 -2.5533778495 C6 -4.6473026963 -1.0892798145 -0.0075483242 H7 -5.7137955025 -1.1106330974 0.2014640576 H8 -4.1134818951 -1.7108811892 0.7137152744 H9 -4.3103224576 -0.0548883286 0.0257942181 N10 -5.0378711426 -0.3436111760 -2.7364977162 O11 -6.8469137555 -0.5787313586 -1.8972491718 O12 -5.1337451256 -0.9499622281 -3.6735397561 N13 -7.2535568440 0.4680256864 -1.2289851538 O14 -6.4051976996 1.2638837784 -0.8456316355 O15 -8.4410785515 0.5749693720 -1.0234712393

GTS18 TS N1 -4.0734310346 -1.7824928262 -1.5238696751 H2 -3.4116668764 -2.2032025372 -0.8696295237 N3 -4.9345831640 -2.7255636513 -2.0739899578 H4 -5.8355648417 -2.2871183953 -2.2653418625 H5 -4.5500927654 -3.1180252932 -2.9297251247 C6 -5.1267128775 -0.6120228186 -0.6593230502 H7 -5.5721353600 -0.2199526560 -1.5607765019

H8 -5.6679689703 -1.3724179671 -0.1185782716 H9 -4.3940637169 -0.0154304936 -0.1334228243 N10 -3.2374526336 -0.9460021882 -2.4548775930 O11 -7.8005932071 -0.5664576402 -1.1132141972 O12 -3.6480521521 -0.9697821769 -3.5404761457 N13 -7.7112512590 0.3313047467 -0.2559433789 O14 -6.5433293322 0.6172451395 0.2050506856 O15 -8.6701016727 0.9422664460 0.1574094280

GTS18 post-reaction complex N1 -4.0560426185 -2.4727068252 -1.9224172650 H2 -3.7206009801 -3.3168987025 -1.4826816142 N3 -5.2012064120 -2.5538306601 -2.7063819838 H4 -5.9186901532 -1.9524851752 -2.3056180583 H5 -4.9744563821 -2.1925736739 -3.6310346517 C6 -5.4644043898 0.6669874795 -0.7042540635 H7 -5.5514616971 0.6827605277 -1.7887422487 H8 -5.0514273207 -0.2834478822 -0.3675787501 H9 -4.8510591213 1.4939937745 -0.3571028791 N10 -3.1844681149 -1.4793282720 -1.9527001009 O11 -7.3895547153 -0.9287480864 -1.1194773178 O12 -3.5133315621 -0.5342521703 -2.6334887164 N13 -7.6975397817 -0.0230724086 -0.3840718420 O14 -6.7349899315 0.9083075778 -0.0799407976 O15 -8.7473030911 0.1860105576 0.1328091192

GTS19 pre-reaction complex N1 -5.3313063368 -3.4912349931 -0.2874417504 N3 -5.1890927922 -4.6428807306 -0.6960949466 C6 -6.4647167315 -3.3329618158 0.6186170860 H7 -7.1054577014 -2.5516436299 0.2058352371 H8 -7.0119215453 -4.2671363442 0.7609516607 H9 -6.0705963461 -2.9755967116 1.5714898515 N10 -6.1221999338 -7.2454199612 -0.2857059032 O11 -6.1413839805 -6.7576926320 1.2500356200 O12 -7.1816832042 -7.4795115055 -0.5663026023 N13 -4.8975852989 -6.2943907887 1.5997097127 O14 -3.9508238595 -6.8248085553 1.0910534499 O15 -4.9158158064 -5.4000959868 2.3940811309 H13 -4.3649419044 -4.6535861187 -1.3141997501

GTS19 TS N1 -5.7053892887 -3.3893612846 0.0116294872 N3 -5.5890915401 -4.5918091064 -0.0105210382 C6 -7.0311108909 -2.8364046981 -0.2925242993 H7 -6.8768429750 -2.0199622422 -0.9963886011

H8 -7.7214575616 -3.5730489844 -0.7048243919 H9 -7.4214729474 -2.4105993956 0.6334875686 N10 -6.8298172497 -6.1397948818 -0.1295593095 O11 -5.5074065323 -6.8494929173 1.4561806655 O12 -7.7585051145 -5.9781157017 0.4467076212 N13 -4.2456617932 -6.9922381389 1.3619340572 O14 -3.6093111627 -6.1442395442 0.6794580890 O15 -3.6892559195 -7.9043592522 1.9152553868 H13 -4.6404386928 -5.0479441003 0.2381233559

GTS19 post-reaction complex N1 -5.8587088073 -3.4289170371 -0.0847667132 N3 -5.9192945615 -4.3810563108 0.6593635746 C6 -7.0370962624 -2.9777077131 -0.8621217201 H7 -6.7094533055 -2.1299762251 -1.4552717435 H8 -7.3949130177 -3.7780769359 -1.5094816613 H9 -7.8419826629 -2.6758409570 -0.1914781498 N10 -7.3296442164 -5.0918193668 0.7377276575 O11 -5.0505711379 -7.0899594729 0.0385164339 O12 -7.2812598263 -5.8754525783 1.5905369254 N13 -4.1561108359 -7.1875542334 0.8472014091 O14 -3.9159263430 -6.1023229204 1.6290892349 O15 -3.4477731353 -8.1220194099 1.0508172218 H13 -4.5898427392 -5.4282480360 1.3585382535

GTS20 pre-reaction complex N1 -5.7334591042 -3.7292780843 0.3481734873 N3 -5.3800234863 -4.5314359782 -0.5039413913 C6 -4.7727699607 -2.7390578913 0.8290454346 H7 -4.6514206619 -2.8966845767 1.9020648274 H8 -3.8058987509 -2.8179881466 0.3180888088 H9 -5.2069639684 -1.7492287759 0.6831851826 N10 -6.6430243467 -6.5881869165 0.1896442899 O11 -5.6563577198 -6.6643609018 1.6154162441 O12 -7.5909412762 -6.1210354008 0.5122088714 N13 -4.3878808344 -7.0227426029 1.3602993349 O14 -3.9679315718 -6.8415519175 0.2381607650 O15 -3.7829112338 -7.4766106052 2.2914146705 H13 -4.3860548799 -4.4240233556 -0.7952644405

GTS20 TS N1 -5.8624172684 -3.5638919767 0.3630666419 N3 -5.4802062298 -4.6188709788 -0.0741706632 C6 -4.8635670447 -2.5462949474 0.7041487943 H7 -4.9824093999 -2.3358180321 1.7677196739 H8 -3.8458149765 -2.8772843104 0.4833523972

H9 -5.1152467854 -1.6425610476 0.1492659862 N10 -6.7641874393 -6.1239091909 0.0697826828 O11 -5.4122195332 -6.6428885207 1.5720820249 O12 -7.6302371608 -5.7307018757 0.6244940693 N13 -4.2498441556 -7.0939111424 1.2465882346 O14 -3.6655128429 -6.5623185604 0.2844092895 O15 -3.7695667638 -7.9971034144 1.8859248228 H13 -4.4756076758 -4.8936410079 -0.1520040467

GTS20 post-reaction complex N1 -6.0610956482 -3.4384583547 0.3536130118 N3 -5.7152189142 -4.5784788244 0.1455428785 C6 -4.9711938353 -2.5035344426 0.6314674799 H7 -5.1806884204 -2.0541988695 1.6030563554 H8 -3.9939049588 -2.9890374403 0.6246029463 H9 -5.0226672153 -1.7141433367 -0.1193205246 N10 -6.9873479022 -5.4679054939 -0.1617091527 O11 -5.2545309466 -7.1358797754 1.4956583410 O12 -7.8209060698 -5.2809412848 0.6133485735 N13 -4.0715048596 -7.2453552477 1.2747434891 O14 -3.4999491886 -6.2648218735 0.5195671862 O15 -3.3281119014 -8.1021089122 1.6320942993 H13 -4.2365876170 -5.6354002234 0.3140891625

GTS21 N1 -4.2740802381 -1.8531225818 -1.6209554406 N3 -4.6847076572 -2.8904966844 -2.1968716166 N4 -4.9608252542 -3.7811110516 -2.8052307335 C6 -5.3893746435 -0.8997598290 -0.6555215449 H7 -6.2180625367 -0.8041252610 -1.3475872661 H8 -5.4893870077 -1.5625609403 0.1903733073 H9 -4.7336891678 -0.0503364254 -0.5229417753 N10 -3.3750664987 -0.9968099818 -2.6218322923 O11 -7.9986358974 0.1135760785 -1.2132064867 O12 -3.1397526335 -1.5290778441 -3.5998429263 N13 -7.8103613328 0.5766899350 -0.0731719364 O14 -6.7023932815 0.3103498936 0.5150226352 O15 -8.6313381369 1.2641659453 0.4951782709

GTS22 N1 -4.6633122795 -1.7652149549 -1.1890352212 N3 -4.8141589548 -2.6651286189 -2.1664760957 N4 -4.7760919589 -2.4901514026 -3.2959501277 C6 -5.2941207429 -1.9813744117 0.1150079466 H7 -6.3592958052 -2.1724637840 -0.0024304843 H8 -4.7752075867 -2.8005457238 0.6068861851

H9 -5.1490908044 -1.0503927254 0.6580138949 N10 -4.8172450863 -0.4357361364 -1.8177520684 O11 -6.7179040154 -0.3799766556 -1.7579029471 O12 -4.6005106925 -0.4926362073 -2.9775709822 N13 -7.1898507516 0.5017498790 -0.8986174633 O14 -6.4927908743 0.7909108745 0.0617251237 O15 -8.2870929564 0.9444886069 -1.1241555016

GTS23 N1 -4.5584403960 -1.8526011801 -1.8495836833 N3 -4.5859789459 -3.1990466436 -2.1049360349 N4 -3.7144126166 -3.4259449950 -2.9559627127 C6 -5.6505533286 -1.0823566876 -0.8042156633 H7 -6.5649061131 -1.2652286635 -1.3517426887 H8 -5.4681321119 -1.6496608567 0.0982436238 H9 -5.2644188074 -0.0755818863 -0.8659107471 N10 -3.6859123581 -1.2867718410 -2.5405093306 O11 -7.5976294545 0.8031323430 -1.3445299864 O12 -3.1192812422 -2.2339382753 -3.2592280838 N13 -7.7786992213 0.7120464872 -0.1154785592 O14 -7.0456684769 -0.1118169347 0.5368445137 O15 -8.6125569522 1.3671917988 0.4733545335

GTS24 N1 0.0994652242 0.2473031320 0.1460135404 N3 -0.0443551386 -0.1845783992 1.6336766109 N4 0.8098370034 -0.2520882217 2.3492915732 C6 -0.9961984931 -0.1172784245 -0.7682489783 H7 -1.8861762080 -0.1948458522 -0.1518411230 H8 -1.0808139864 0.6975306074 -1.4847243539 H9 -0.7600485670 -1.0775471659 -1.2191040626 N10 1.3298155963 0.2089935334 -0.1847759209 O11 0.8781255929 -2.3423418499 -0.0175924994 O12 2.2131256292 0.0764770398 0.5731503766 N13 -0.0611300835 -2.9624199853 0.5475598955 O14 -1.0127498261 -2.2753079984 1.0242372451 O15 -0.0630636130 -4.1689655920 0.6365911463

Solution phase calculation

The following structures were optimized in the implicit solvation model.

M06-2X/6-311++G** CCSD(T)/6-31G** HSInt1 -356.83451 -355.94300 -355.87871

SInt2 -356.82425 -355.93401 -355.87687SInt3 -562.51271 -561.12780 -561.06726SInt4 -562.53388 -561.14964 -561.06352SInt5 -559.90317 -561.28483 -559.83393SInt6 -559.89825 -561.27902 -559.82991SInt7 -559.91885 -561.29887 -559.82459SInt8 -559.91417 -561.30207 -559.85284SInt9 -559.93025 -561.31160 -559.83800SInt10 -559.89373 -561.28098 -559.84157SInt11 -559.91172 -561.29780 -559.85213SInt12 -559.90553 -561.28855 -559.84293SInt13 -559.94965 -561.33199 -559.85556SInt14 -612.69395 -614.17995 -615.59722SInt15 -612.62731 -614.13162 -615.61474SInt16 -503.42454 -504.66904 -505.92668SInt17 -559.88834 -561.27423 -559.82535SInt18 -559.91627 -561.29807 -559.82178SInt19 -559.88979 -561.27995 -559.84635SInt20 -559.93290 -561.31548 -559.84678STS1 -559.84963 -561.23133 -559.77717STS2 -559.87323 -561.25438 -559.81370STS3 -559.86728 -561.25192 -559.79507STS4 -559.87241 -561.25397 -559.79913STS5 -559.90168 -561.27764 -559.82111STS6 -559.89395 -561.28167 -559.83020STS7 -483.63875 -484.83023 -483.61602STS8 -612.61171 -614.11173 -615.56798STS9 -612.59786 -614.09732 -615.59663STS10 -612.63552 -614.12621 -615.56958STS11 -612.62323 -614.11623 -615.59114STS12 -503.45757 -504.68877 -505.89944STS13 -559.79798 -561.17991 -559.75599STS14 -559.85354 -561.23547 -559.78992STS15 -559.84472 -561.23047 -559.77376STS16 -559.84696 -561.22812 -559.77421STS17 -559.85020 -561.23353 -559.77814

MMH H1 -0.6755297347 -0.6346183410 -0.0765086289 N4 -0.9865817614 -1.4332601622 -0.6256441370 C5 -2.0008114149 -0.9676622825 -1.5691754751 H6 -2.8257136210 -0.5379986614 -0.9997167956 H7 -1.6257592448 -0.2198564953 -2.2777572573 H8 -2.3891414361 -1.8188452897 -2.1342977439 H12 -0.0851366521 -2.7309688330 -1.8604226555 N13 0.1890453850 -1.8826770442 -1.3644254657 H14 0.8618011377 -2.2139622752 -0.6729831265

ONONO2

N10 -5.6154016593 -4.5514752679 1.4594013712 O11 -6.8485162773 -5.1901579036 0.1882738604 O12 -6.1773545656 -3.8495023277 2.0639931702 N13 -6.3494806290 -6.1033002347 -0.6121781418 O14 -5.3296912197 -6.6694305039 -0.2738682956 O15 -6.9583347131 -6.3183120720 -1.6380335620

CH3N3

N1 -3.9051215203 -2.7654646804 0.0359506930 N3 -3.4013063765 -2.9256136616 -1.0653761516 C6 -5.1372135878 -1.9483601838 0.0687235927 H7 -4.9502333896 -0.9511701974 -0.3317554338 H8 -5.9365162058 -2.4361658924 -0.4912128685 H9 -5.4208782304 -1.8725120837 1.1148663358 N7 -2.8627926151 -3.1287850139 -2.0304203385

HNO3

H2 -3.4107544101 -2.8377490773 1.9253808817 O11 -4.8651020133 -4.4730614466 2.1093493754 N13 -4.0609316228 -4.2645024241 2.9771864469 O14 -3.1898192817 -3.2371861868 2.7889269600 O15 -3.9153882698 -4.8493766493 4.0093010322

HN3

N1 -3.9516361520 -2.7398437939 0.0130480609 N3 -3.4067598646 -2.9188975728 -1.0752627717 H6 -4.7857209807 -2.1577413047 -0.0946295282 N7 -2.8212108851 -3.1538455527 -1.9985828483

CH3ONO2

C6 -5.7323663488 -0.3063863779 -0.4815001400 H7 -5.8063053419 -0.1628617843 -1.5579923554 H8 -6.0111552763 -1.3186536798 -0.1942220063 H9 -4.7328865450 -0.0646333427 -0.1266078768 O11 -8.2613440686 -0.2835498751 -0.8364186004 N13 -7.8980794732 0.5604179242 -0.0645699989 O14 -6.5616993989 0.6538129387 0.2084749090 O15 -8.5629154276 1.3643752206 0.5243297543

H2O O1 0.0000000000 0.0000000000 -0.0657624474 H2 0.0000000000 0.7643076979 0.5218488818 H3 0.0000000000 -0.7643076979 0.5218488818

CH3NH2

N1 -2.0412687528 -0.8225163715 -1.1291570487 C2 -2.2576962278 -2.1319626511 -1.7548624408 H3 -2.5645716106 -2.8526695910 -0.9958510444 H4 -3.0124398669 -2.1228158870 -2.5444628115 H5 -1.3205324238 -2.4928173067 -2.1805610068 H6 -1.7515662739 -0.1349803451 -1.8187491478 H7 -2.9016752509 -0.4694492243 -0.7203009496

N2O N1 0.0000000000 0.0000000000 1.1867372118 N2 0.0000000000 0.0000000000 0.0743111714 O3 0.0000000000 0.0000000000 -1.1040105090

SInt1 H1 -1.9198574150 -0.7919478515 -1.2531720167 N2 -2.7306924401 -0.7708896493 -1.8771464235 C3 -3.9601924864 -0.5049377378 -1.0952691520 H4 -4.0546786710 -1.2851692070 -0.3431499198 H5 -3.8710897210 0.4753896852 -0.6306550972 H6 -4.8078180859 -0.5308260064 -1.7789634483 O7 -2.9155689061 -2.6724805761 -3.8740552159 N8 -1.8792722651 -2.6542160822 -4.5717209109 O9 -0.9737602347 -1.9150611722 -4.1622917969 H11 -2.7837078767 -1.6937334868 -2.3565109454 N13 -2.5123892134 0.2549644152 -2.8596097288 H14 -3.3458135730 0.2691264164 -3.4493814566 H19 -1.7488607438 -0.0858150963 -3.4478561253

SInt2 N2 -2.5556259038 -0.6695648365 -1.6415883434 C3 -3.9825761439 -0.5155514896 -1.3422416879 H4 -4.2359028020 -1.2899021664 -0.6174095828 H5 -4.1604341473 0.4556768268 -0.8784934325 H6 -4.6272510619 -0.6297443027 -2.2186730307 O7 -2.4831234804 -2.9919201277 -3.4305555742 N8 -2.0423254779 -2.7722430659 -4.5664843962 O9 -1.7132337084 -1.5906615989 -4.8014427204 H11 -2.4117292805 -1.5931055839 -2.0592303100 H12 -1.2814829609 0.7323314805 -2.3870246310 N13 -2.1347914028 0.2502947066 -2.6711199908 H14 -2.8394346752 0.9661994308 -2.8623305961 H19 -1.9476654325 -0.2614037229 -3.5582499068

SInt3 H1 -1.9209854213 -0.5897339996 -0.9492681801 N2 -2.5949354547 -0.7006257310 -1.7475547446

C3 -4.0063185652 -0.5514088795 -1.3158212516 H4 -4.1701398582 -1.3199372614 -0.5626573779 H5 -4.1529222124 0.4360397885 -0.8890233116 H6 -4.6567937943 -0.7168847873 -2.1694511389 O7 -2.5053083855 -2.9154244535 -3.3518143409 N8 -2.0284071089 -2.7710422553 -4.4934374075 O9 -1.6754739288 -1.6166421546 -4.7884414640 H11 -2.4529134901 -1.6475211061 -2.1814972303 H12 -1.3087200573 0.7292613425 -2.3934427579 N13 -2.1702255634 0.2429102453 -2.7482719422 H14 -2.8998342682 0.9357043756 -2.9395239699 N15 0.1499606867 0.8521513110 -0.2296852619 O16 0.0686317733 1.2504700486 -1.4046868224 O18 -0.7374517201 0.0602086124 0.1368040803 H19 -1.9518142883 -0.2882224415 -3.6263785686

SInt4 H1 -2.0884902787 -0.8141223199 -0.8861000508 N2 -2.6948860240 -0.7627694933 -1.7122198524 C3 -4.1061973217 -0.5659575352 -1.3033296931 H4 -4.3518346088 -1.3740315795 -0.6158411848 H5 -4.1965047693 0.3984338467 -0.8061419114 H6 -4.7326479652 -0.6126769939 -2.1915611610 O7 -2.6071287532 -2.9583314438 -3.3846266745 N8 -1.9703133425 -2.8330926345 -4.4526849957 O9 -1.5390356623 -1.6974357764 -4.6863650922 H11 -2.5947480936 -1.6760182448 -2.2203087280 H12 -0.9028086186 0.8742537460 -1.9867810070 N13 -2.1711913913 0.2655073665 -2.5703576490 H14 -2.8910619832 0.9731132351 -2.7137864217 N15 0.2239577440 0.9357902982 -0.3555911825 O16 -0.0048407486 1.3069370498 -1.5883190297 O18 -0.5779534906 0.1719063350 0.1014829477 H19 -1.9726084963 -0.1805549875 -3.4746511200

SInt5 N1 -3.8277204857 -2.8556834545 -0.4247619613 H2 -3.8981960778 -3.8792088065 -0.2867464646 N3 -3.4365342854 -2.6346588148 -1.7539334528 H4 -3.1927363318 -1.6512087004 -1.8745276981 H5 -2.6056064204 -3.2001453665 -1.9337517759 C6 -5.0383696115 -2.1414393544 -0.0092918949 H7 -4.9089781816 -1.0743132118 -0.1886777715 H8 -5.8738221391 -2.5361797489 -0.5871583015 H9 -5.1972550384 -2.3382871915 1.0509664247 N10 -2.4945924735 -2.4448027315 0.5326887584

O11 -2.9001983308 -4.8222696676 1.5390313082 O12 -2.7860753643 -1.7569172979 1.3832364843 N13 -2.7233806339 -5.7250320679 0.7011457377 O14 -3.0563225090 -5.5171884358 -0.4886154931 O15 -2.2303776665 -6.8036065061 1.0268492000

SInt6 N1 -3.7931060897 -2.7091478416 -1.0968005250 H2 -3.1360579415 -2.9831946937 -0.3665600873 N3 -3.9176030237 -3.7998855050 -1.9566541090 H4 -4.5802856777 -3.6139936329 -2.7200581892 H5 -2.9825820743 -4.0497325551 -2.3533951464 C6 -5.0819380169 -2.2612177385 -0.5620280428 H7 -5.7023265050 -1.9022147818 -1.3845934469 H8 -5.6121867503 -3.0451620116 -0.0160456480 H9 -4.8803414054 -1.4271938964 0.1086528769 N10 -4.4188844925 -5.1526661992 -1.1672441224 O11 -1.2821081749 -4.5028049025 -2.4050825683 O12 -4.2519577722 -6.0719890122 -1.8195974499 N13 -0.9508519296 -4.8051842965 -1.2324378899 O14 -1.8159124590 -4.7653483171 -0.3393522267 O15 0.2041365490 -5.1337619940 -0.9832548669

SInt7 N1 -3.6504004608 -2.1549016708 -1.8473374334 H2 -3.3834855375 -2.1735170012 -0.8706049740 N3 -4.4328314203 -3.1772182962 -2.3695948023 H4 -5.2844249913 -2.7654348831 -2.7537440610 H5 -3.9292402578 -3.5979197132 -3.1519998024 N10 -3.1983498900 -1.1651231700 -2.5514871138 O12 -3.5188574366 -1.1695925857 -3.7325743322

SInt8 N1 -4.5310021134 -2.6826515273 -0.6135800042 H2 -4.8032806842 -3.1961880831 -2.4823138340 N3 -4.7076464571 -3.6560170692 -1.5764736387 H4 -2.6567584668 -2.1081127714 1.6129594666 H5 -3.8755619198 -4.2481511131 -1.5813243959 C6 -5.5582007175 -1.6397766436 -0.4680095071 H7 -6.3364043702 -1.8475185355 -1.1960735906 H8 -5.9449197790 -1.6888376811 0.5503851813 H9 -5.0826434100 -0.6742417432 -0.6435807807 N10 -3.5514237895 -2.7937251455 0.1371500124 O11 -1.4995425897 -2.6240319409 2.2635804616 O12 -3.5348111648 -1.8900715346 1.0763481550 N13 -0.5058243818 -2.7163448532 1.4705918633

O14 -0.5689179985 -2.1747413616 0.3704744467 O15 0.4791742483 -3.3434687130 1.8393998010

SInt9 N1 -4.1166074930 -2.6399742939 -0.8894878638 H2 -3.0554804924 -1.1857374840 -1.6739136422 N3 -2.9716263648 -1.9333229208 -0.9962728230 H4 -5.4418627175 -4.4609094243 0.9649244173 H5 -2.5134029797 -1.6852646364 -0.1209300223 N10 -4.2329644254 -3.2500041942 0.1695275416 O12 -5.3987695849 -4.0022464456 0.1135576120

SInt10 N1 -3.9468126877 -2.3685299285 -0.9791662027 H2 -3.2036456299 -2.4949133794 -0.2062660666 N3 -3.8468427007 -3.4904546896 -1.8191189725 H4 -3.9123125285 -3.3902116389 -2.8346378113 H5 -3.6965912564 -1.5411196318 -1.5294548976 C6 -5.2994718250 -2.2161879830 -0.3621389194 H7 -6.0409697883 -2.1527999868 -1.1551017382 H8 -5.4729117380 -3.0856059271 0.2691702115 H9 -5.2856576201 -1.3059561341 0.2343399876 N10 -3.7172616526 -4.6365943324 -1.1995806004 O11 -1.0314915428 -3.9626201654 -0.2559744906 O12 -3.6504538432 -5.5978828815 -1.9292779670 N13 -1.3820471738 -3.6825394894 0.8865086745 O14 -2.3459219604 -2.8568769060 1.0488493196 O15 -0.8460273387 -4.1595189464 1.8797316676

SInt11 N1 -3.9089898175 -2.3280722897 -1.0184050722 H2 -3.1428370024 -2.4391404502 -0.2858747130 N3 -3.8211217407 -3.4544136840 -1.9166512259 H4 -3.6761108829 -5.3380529380 -2.9560143606 H5 -3.7235786559 -1.5027794225 -1.5933964019 C6 -5.2446165755 -2.2161096875 -0.3603189658 H7 -6.0167341766 -2.2641417687 -1.1272228097 H8 -5.3409642302 -3.0360280938 0.3486006378 H9 -5.2685494220 -1.2553285727 0.1506150333 N10 -3.8158693599 -4.4825205437 -1.2552003866 O11 -1.0904321574 -4.2916187440 -0.1492066772 O12 -3.7270531663 -5.5777218818 -2.0072016765 N13 -1.3478706654 -3.7712952563 0.9346203184 O14 -2.2357656645 -2.8559866069 0.9885069215 O15 -0.7803916260 -4.0979236118 1.9714791628

SInt12 N1 -4.6682041335 -2.1589531381 -0.4059793912 H2 -5.4261175589 -2.1956118816 0.2895012540 N3 -3.9856561966 -3.4232505936 -0.4199962566 H4 -3.9959460635 -1.4534601491 -0.0926613795 H5 -2.4789225802 -4.1120163963 -0.8290900956 C6 -5.2198147448 -1.8210453303 -1.7503630479 H7 -4.3978416867 -1.8367149514 -2.4626306692 H8 -5.9617438509 -2.5778839355 -2.0021014593 H9 -5.6754064576 -0.8339397460 -1.6934866563 N10 -4.8201924679 -4.3174229460 -0.0968909851 O11 -1.7909669247 -4.7117895302 -1.2602439404 O12 -4.3564053600 -5.4847619345 -0.1277248308 N13 -1.4723353907 -5.6785811718 -0.3736549666 O14 -1.6194422092 -5.4347531489 0.7933222076 O15 -1.0433402965 -6.6895708067 -0.8597206259

SInt13 N1 -3.7257187056 -2.4660190715 -0.9487807946 H2 -2.4432159570 -2.5495749619 -0.1110287091 N3 -3.4938186918 -3.4653051292 -1.8837589642 H4 -3.0977945327 -5.1089403898 -3.2020185898 H5 -3.6674099031 -1.5872346946 -1.4592450201 C6 -4.9379845911 -2.5541131360 -0.1176009632 H7 -5.8239947343 -2.7199915953 -0.7347473333 H8 -4.8297123517 -3.3657227934 0.5978885218 H9 -5.0154493415 -1.6035056389 0.4078297547 N10 -4.0272854571 -4.5322925435 -1.6177737905 O11 -2.5847671206 -4.3102547207 1.2599616883 O12 -3.6946131915 -5.4932260988 -2.5290422560 N13 -1.5329671939 -3.7224285642 1.1577320201 O14 -1.4984511264 -2.6555277643 0.3540789185 O15 -0.5000001055 -3.9932207490 1.7065915831

SInt14 N1 -5.3236413120 -1.7814828643 -2.0714006234 N3 -4.3805073772 -2.4052154521 -1.5938628903 N4 -3.4652085406 -2.9530972297 -1.2505403981 C6 -6.4567336910 -1.5563663808 -1.1446596289 H7 -6.8683635723 -2.5083793872 -0.8048316588 H8 -6.1377134250 -0.9568751280 -0.2897115111 H9 -7.2097180739 -1.0142558568 -1.7094402372 N10 -4.5783360798 0.0816251795 -3.7411866765 O11 -3.3174664949 0.3748789415 -2.2987207057 O12 -4.0080212589 -0.3504135688 -4.5506414092 N13 -4.0037072789 0.6233238997 -1.2184101314

O14 -3.6344827775 0.0962002548 -0.1846824336 O15 -4.9774903103 1.3471729814 -1.3088865121

SInt15 N1 -4.7252091431 -1.8442897671 -1.4085498346 N3 -4.8579720929 -2.9620951505 -2.1746331606 N4 -4.4707041811 -2.6611590090 -3.3102708171 C6 -5.0666659447 -1.8166573953 0.0215219200 H7 -6.1379289637 -1.9955099530 0.0903450939 H8 -4.4798240571 -2.6087411011 0.4844002560 H9 -4.8033347039 -0.8267000208 0.3793520520 N10 -4.2550024567 -0.8874119031 -2.0677887113 O11 -6.3916761984 0.4708462267 -1.1624952463 O12 -4.0827231447 -1.3488946813 -3.2712498010 N13 -7.4773847709 0.5593532644 -0.5576647575 O14 -7.5999375354 0.0497202898 0.5650117007 O15 -8.4325525903 1.1517196088 -1.0831244255

SInt16 N1 -4.8053497996 -1.6397573404 -1.3125623460 C6 -5.5564530203 -2.0757638169 -0.1334136255 H7 -6.6025984110 -2.0782726528 -0.4304141226 H8 -5.1802404018 -3.0665606901 0.1085648394 H9 -5.3344317646 -1.3492956692 0.6437561648 N10 -4.2251051142 -1.2980552532 -2.1847597958 O11 -6.8802342249 -2.8622443799 2.1145376056 O12 -3.6184125010 -0.9423387342 -3.1005892153 N13 -6.0479525586 -2.9523040363 3.0338046840 O14 -4.8541594436 -2.6961990042 2.8122605059 O15 -6.4117545978 -3.2962276141 4.1698055687

SInt17 N1 -4.5113108476 -1.8846640784 -0.2033444216 H2 -3.2961314023 -2.2187855923 1.2992862067 N3 -4.8699282365 -3.0454659495 -0.3387698220 H4 -2.8202345655 0.2628441073 0.6270631802 H5 -4.3134132329 -3.6882066173 0.2580513081 C6 -5.2242810390 -0.7959130305 -0.8988816340 H7 -4.4887212345 -0.2047529202 -1.4422487759 H8 -5.9367661668 -1.2811519438 -1.5582120739 H9 -5.7191640203 -0.1928506445 -0.1378049090 N10 -3.3857354904 -1.5409528937 0.5208618071 O11 -4.3834252801 -4.8608845468 1.7904991657 O12 -3.5070502671 -0.2747666767 1.0526432743 N13 -4.1760842300 -4.2532434997 2.8562493837 O14 -3.8338140187 -3.0499728121 2.8177289155

O15 -4.3105655741 -4.8220319527 3.9382345243

SInt18 N1 -4.1785389115 -2.1289528987 -0.1504112558 H2 -3.1877389107 -2.8799885450 1.8062290978 N3 -4.1738342758 -3.3060957713 -0.6202519606 H4 -2.5916107266 0.0434260367 0.9035336792 H5 -3.2807239312 -3.7404030745 -0.3578900012 C6 -5.3566169187 -1.2807759896 -0.4404693145 H7 -5.0157355985 -0.3965878700 -0.9751043240 H8 -6.0271819851 -1.8854165899 -1.0411807612 H9 -5.8067837528 -0.9938867505 0.5084958537 N10 -3.2262452923 -1.7112993024 0.6221053576 O11 -5.3601498336 -3.1234909072 2.2817799505 O12 -3.4526734807 -0.3926007112 0.9995896966 N13 -4.5453097071 -3.8829074135 2.7451368863 O14 -3.2573328224 -3.7079257591 2.3967765473 O15 -4.7469368879 -4.8006397175 3.4884632527

SInt19 N1 -3.5855225879 -2.3932167191 -0.6584377691 H2 -4.0338758609 -2.3854380120 -2.6199381021 N3 -3.3014176934 -2.7409539018 -1.9951526796 H4 -2.4091080102 -2.3062597791 -2.2648965185 H5 -3.2231707058 -3.7787549958 -2.0534123225 C6 -4.8500611070 -2.8046269540 -0.0588212217 H7 -5.1342127480 -2.0465130500 0.6690206108 H8 -5.5966329848 -2.8597550967 -0.8478621459 H9 -4.7230263116 -3.7702936099 0.4346602727 N10 -2.5084513608 -2.0785440694 0.0291217376 O11 -2.5721255305 -5.0080803332 0.6433669424 O12 -2.6894081358 -1.9556005354 1.2172891117 N13 -2.9066289664 -5.8352137496 -0.2071306997 O14 -3.3016806539 -5.4226308631 -1.3406684855 O15 -2.8762435712 -7.0447684513 0.0117682242

SInt20 N1 -3.5198646978 -2.9295687317 -1.1675121379 H2 -2.5841165645 -3.5761514893 -0.2458050705 N3 -4.0916543930 -3.8771444575 -2.0131677900 H4 -4.6904997330 -3.6074505493 -2.7996762262 H5 -2.9872982866 -2.2796894095 -1.7459179037 C6 -4.5392863099 -2.2224570653 -0.3625433955 H7 -5.2937026276 -1.7607127121 -1.0010370339 H8 -5.0053797605 -2.9458361312 0.3076783314 H9 -4.0255583056 -1.4596124688 0.2205262629

N10 -3.8950903952 -5.1280859000 -1.7204888750 O11 -1.5854515098 -2.0208259574 1.0490631108 O12 -4.4525335007 -5.9187676257 -2.4596141375 N13 -1.3481019200 -3.1915617064 1.2537251101 O14 -1.9532883849 -4.0876294694 0.4807905158 O15 -0.6129981912 -3.6322640745 2.0979065886

STS1 N1 -4.0548449109 -1.8727935381 -1.6378655657 H2 -3.5247766487 -2.2232702545 -0.8373285061 N3 -4.7665371530 -2.8693814963 -2.3071170174 H4 -5.4096487122 -2.4281523953 -2.9620286267 H5 -4.1260746404 -3.4583059437 -2.8420693484 C6 -5.3411618554 -0.6368988151 -0.7919706015 H7 -5.8063153685 -0.4249839233 -1.7451498002 H8 -5.7076332917 -1.4447935062 -0.1772811299 H9 -4.5486918205 -0.0009645810 -0.4272724513 N10 -3.1855133520 -1.0328798631 -2.3989446065 O11 -8.2060313998 -0.5448285805 -0.6293998090 O12 -3.4179034194 -1.0576617955 -3.5545769651 N13 -7.8055065340 0.4821727543 -0.0978805140 O14 -6.5371340134 0.6345023500 0.0806920455 O15 -8.5444173562 1.3770807527 0.2813271504

STS2 N1 -4.2885436668 -3.0945668944 -0.0318095073 H2 -4.4531691501 -4.0781209480 0.1864379106 N3 -3.6673247347 -2.9069444139 -1.2689044820 H4 -3.3065725707 -3.7833459947 -1.6378920985 H5 -4.2180273720 -2.3874650206 -1.9548015054 C6 -5.3841770081 -2.1841392315 0.2454078835 H7 -5.0120320105 -1.1549446366 0.2727030607 H8 -6.1795926263 -2.2536035384 -0.5048121798 H9 -5.7880580973 -2.4336223615 1.2255854425 N10 -2.3035170079 -2.2244515786 0.0146266954 O11 -3.9106949612 -5.8444220962 0.9673481641 O12 -2.2848023379 -1.1379430911 0.1776774007 N13 -2.7255165998 -5.8989926348 0.5871493425 O14 -2.3884561793 -5.3026202904 -0.4501683385 O15 -1.8921694991 -6.5381768499 1.2402116079

STS3 N1 -4.1029938232 -2.5483935598 -0.4091393871 H2 -2.6375957738 -1.2578859757 -0.5366575377 N3 -2.9402069079 -2.1303359150 -0.9591098603 H4 -5.5772130531 -5.0042948327 0.1276898315

H5 -2.2156176877 -2.8480157350 -0.9686845199 C6 -5.3800215624 -1.1561808093 0.2060115469 H7 -4.7090708925 -0.3905055739 -0.1532329685 H8 -6.1577059653 -1.5289435751 -0.4431750301 H9 -5.2853215678 -1.5403958389 1.2105136208 N10 -4.2820916717 -3.7606154449 -0.3832250159 O11 -6.5471384781 0.1695993520 0.9920111893 O12 -5.5230507250 -4.0353825659 0.1195522635 N13 -6.9221211990 1.1796626274 0.2808474211 O14 -6.5961062858 1.2242517898 -0.8973288735 O15 -7.5869065558 2.0434223264 0.8305382394

STS4 N1 -4.6241421338 -4.7193910979 -0.8604815166 H2 -5.0883606867 -5.0178413941 -1.7224694131 N3 -3.5739508250 -3.8406942621 -1.0802541010 H4 -2.1197123843 -2.3023976324 -1.5002832463 H5 -4.2673547703 -5.5183541589 -0.3402163045 C6 -5.9620801342 -3.7101530577 0.2506489499 H7 -6.3332162276 -3.2523130945 -0.6547567442 H8 -6.3857830268 -4.6351889438 0.6062316947 H9 -5.1482469061 -3.2483538011 0.7911863518 N10 -3.7590895127 -3.1339488333 -2.0610290505 O11 -8.7797922867 -3.7626545276 0.4885585995 O12 -2.7701623026 -2.2175094071 -2.2258596404 N13 -8.3881105559 -2.8893730544 1.2491151672 O14 -7.1186759646 -2.6556633838 1.3281770972 O15 -9.1286457576 -2.2167678524 1.9467979127

STS5 N1 -5.2005900911 -1.2706689568 -0.5302363850 H2 -5.6342273372 -1.1165491361 0.3753041351 N3 -3.8020829049 -2.5421548662 -0.0719786184 H4 -4.6535351434 -0.4588604810 -0.8014858498 H5 -2.2561340416 -5.1244099263 -0.2209179136 C6 -6.0440190115 -1.8348090114 -1.5472006331 H7 -6.0103410326 -1.2472357534 -2.4623374501 H8 -5.6461647976 -2.8475408988 -1.7763944115 H9 -7.0675718978 -1.9491729636 -1.1961176375 N10 -4.0101287459 -3.4575807115 -0.7477138041 O11 -1.4186626923 -5.5312114717 0.2362481018 O12 -3.4659796444 -4.6081308486 -0.9249715133 N13 -1.2275902706 -6.7742164295 -0.2184284697 O14 -2.0088014896 -7.2077521050 -1.0294706733 O15 -0.2737411766 -7.3459649666 0.2393244848

STS6 N1 -3.9315226656 -3.7937673439 -0.6160042200 H2 -5.3675288254 -7.2827474937 -1.4170699098 N3 -4.6383120122 -4.8637967879 -0.6117793595 H4 -6.8904810594 -6.9744087504 -1.0078724297 H5 -3.0353223051 -3.8707322749 -0.1525971735 C6 -4.4428479951 -2.5675376189 -1.2166424491 H7 -4.7210928032 -2.7650045490 -2.2551672493 H8 -5.3142674775 -2.2158041486 -0.6593142536 H9 -3.6489572287 -1.8260513409 -1.1800221203 N10 -5.7068068282 -5.0584815921 -1.0566507758 O11 -3.6055086016 -6.1536822492 -2.8884360188 O12 -5.9707562350 -6.8154689234 -0.7347467012 N13 -3.6007192310 -7.3792875347 -3.0019640816 O14 -4.4288731687 -8.0654085953 -2.3325746380 O15 -2.8144084974 -7.9601272655 -3.7452419993

STS7 N1 -4.0197330303 -2.7139137968 -1.7792723978 N3 -3.0698544705 -3.5124366764 -1.6649357184 H5 -4.2432563418 -2.5586000357 -2.7666218486 C6 -5.4827740964 -2.9130021997 -0.4789683071 H7 -5.7962661448 -1.9004176316 -0.6772102283 H8 -5.9011721621 -3.7366995082 -1.0344793965 H9 -4.7854361289 -3.1003950403 0.3264929721 N10 -2.2298522093 -4.2032495823 -1.4409600627 O11 -8.3207307377 -2.7211831439 -0.6904948609 N13 -8.1022667367 -3.0011543438 0.4804750673 O14 -6.8792691925 -3.1093334497 0.8758255512 O15 -8.9843956512 -3.1856095666 1.3049321122

STS8 N1 -4.4727064817 -1.7937436840 -1.9476840650 N3 -4.3364457337 -3.0517009208 -2.1140312023 N4 -4.1841224199 -4.1283212236 -2.2981557803 C6 -5.8364335843 -1.0135425320 -0.8512555861 H7 -6.6081808625 -1.2068492729 -1.5800787640 H8 -5.6484225102 -1.7203374656 -0.0572219763 H9 -5.3071098286 -0.0720624924 -0.8610030583 N10 -3.8541770817 -1.0104120272 -2.9501746809 O11 -7.5151252839 1.3186947223 -1.0509247163 O12 -3.2459907719 -1.6011233138 -3.7683868219 N13 -7.8148062012 0.7963326737 0.0159287218 O14 -7.1910754662 -0.2686068948 0.3814030743 O15 -8.6787643312 1.2364958852 0.7590749274

STS9 N1 -4.7195928248 -1.8420586710 -1.7288253905 N3 -4.6588259447 -3.1498383767 -2.0483446553 N4 -4.1483069506 -3.6221213802 -2.9407751203 C6 -5.4379248598 -1.3191543998 -0.5623572195 H7 -6.4894756183 -1.5731861550 -0.6802557028 H8 -4.9980890178 -1.7527463383 0.3329027608 H9 -5.2748181825 -0.2430786198 -0.5987685765 N10 -4.0778649821 -1.1021360346 -2.6352750028 O11 -6.9121181538 1.6012994816 -0.6554105422 O12 -3.5808709645 -1.6963623326 -3.5254820999 N13 -7.6031809173 0.6977622110 -0.1564946459 O14 -7.3506345220 0.2863484662 0.9874604602 O15 -8.5220826927 0.1840779392 -0.8139638147

STS10 N1 -4.5530452494 -1.8854968856 -1.9489226527 N3 -4.5150627298 -3.2427613230 -2.1166821050 N4 -3.5886379740 -3.4934771947 -2.9043874502 C6 -5.8168386614 -1.0119861832 -0.8276865184 H7 -6.6365962239 -1.3500377803 -1.4431963302 H8 -5.5007689151 -1.5953911766 0.0244643063 H9 -5.3661947680 -0.0500799896 -1.0214754662 N10 -3.6646251863 -1.3412135583 -2.6261177734 O11 -7.6892227364 1.0404019720 -1.2713844014 O12 -3.0196155193 -2.3160260922 -3.2549932496 N13 -7.8084524944 0.7632724334 -0.0813047937 O14 -7.0902910421 -0.1638988935 0.4176856897 O15 -8.5957492594 1.3468260846 0.6540664509

STS11 N1 -4.8034349112 -1.8638862709 -1.4383550016 N3 -4.7510387158 -3.1446907702 -2.3316127440 N4 -4.3148214369 -2.9603512856 -3.3696234647 C6 -5.3308325851 -1.9432873368 -0.0762796638 H7 -6.3457253700 -2.3315604811 -0.1498774517 H8 -4.6699389688 -2.5995044448 0.4869011752 H9 -5.3224071779 -0.9215784904 0.3004732126 N10 -4.3420099717 -0.9291755530 -2.0845259361 O11 -6.6461579006 0.3630339853 -1.4195195086 O12 -3.9548716630 -1.0902044206 -3.2078506379 N13 -7.4372927338 0.6077244259 -0.4897310562 O14 -7.0103182078 0.6960045876 0.6734877688 O15 -8.6456577198 0.7549232235 -0.7252272838

STS12

N1 -4.6532289233 -1.9238561728 -1.4142631558 C6 -5.5401710849 -2.2895068245 0.1327143296 H7 -6.5209078629 -2.1975207834 -0.3129808561 H8 -5.1100234645 -3.2706651463 0.2641445049 H9 -5.1148041506 -1.4530422053 0.6693118578 N10 -4.2727791393 -1.2529451004 -2.2135480137 O11 -6.6891882497 -2.6646765711 1.9033556855 O12 -3.8608042596 -0.5803158140 -3.0650816271 N13 -6.0163602492 -2.8852990254 2.9487496900 O14 -4.7860459951 -2.8826712618 2.8870654737 O15 -6.6104467580 -3.0987890358 4.0055451735

STS13 N1 -4.4781871071 -1.8746047586 0.3382628453 H2 -2.7530317520 -4.1221330749 1.5203306351 N3 -4.8771047046 -1.2450582718 1.3339419409 H4 -4.1324684478 -4.7852184226 1.3142270243 H5 -4.7099412897 -1.8466850905 2.1525264613 C6 -4.7066207477 -0.9725162823 -1.2767773157 H7 -4.1388177254 -0.1195193024 -0.9239957366 H8 -4.2530245987 -1.6194580846 -2.0149487691 H9 -5.7866113384 -0.9806363747 -1.1943462188 N10 -3.9867216035 -2.8575108094 -0.1163907491 O11 -5.6479170525 -1.3705398638 -4.0775301881 O12 -3.7057701555 -3.9377195416 1.5171102796 N13 -5.4073430594 -0.1595855785 -4.0955817196 O14 -5.0552305087 0.4180686445 -3.0354623788 O15 -5.5035266705 0.4953229162 -5.1363386206

STS14 N1 -3.9429820871 -2.5001875832 -0.8364356203 H2 -3.2878490155 -2.4704441009 -0.0548910732 N3 -3.6480955055 -3.5928760675 -1.6441262761 H4 -2.7603004086 -3.6619098609 -2.1471557302 H5 -3.8371592786 -1.6475835246 -1.3860227642 C6 -5.8427626214 -2.4502587004 -0.0863318044 H7 -6.2298011529 -2.4454545916 -1.0942718911 H8 -5.6885697941 -3.3891895663 0.4190681746 H9 -5.5763143434 -1.5223848188 0.3956598569 N10 -4.5190970399 -4.5503417484 -1.7184999240 O11 -6.9518537558 -2.5808343119 2.5293682035 O12 -4.1853520521 -5.4835112505 -2.4295859519 N13 -7.8837691708 -2.3714967740 1.7674225178 O14 -7.6483356913 -2.3099834519 0.4968711999 O15 -9.0374112762 -2.2172937692 2.1330500326

STS15 N1 -4.4821609136 -2.8295965078 -0.6164763721 H2 -5.9578553363 -3.3133045422 -1.5769103414 N3 -4.9752134021 -3.5844274115 -1.4476673584 H4 -2.2450443778 -1.7265832399 0.7314336812 H5 -2.8245716225 -3.9219789905 -0.5128096255 C6 -5.5907239270 -1.4035158643 0.1421589266 H7 -4.7541129053 -0.8492388457 0.5361032187 H8 -5.9272976947 -1.2238102803 -0.8667159330 H9 -6.0832933482 -2.1397731580 0.7618457882 N10 -3.1626634646 -2.9633878371 -0.3817381619 O11 -6.8621190716 -0.1337442563 0.7942998593 O12 -2.8331286191 -2.4837718534 0.8723611744 N13 -6.9462958252 0.9752543987 0.1358242045 O14 -6.1007537715 1.2211193800 -0.7135916574 O15 -7.8747432887 1.7207695227 0.4007897614

STS16 N1 -4.6685431956 -3.1737569483 -0.5417294996 H2 -4.3805087915 -2.4081359622 -2.3359012068 N3 -4.6658798797 -3.2984908902 -1.9342698974 H4 -5.1651476537 -3.9372189398 -0.0667123984 H5 -4.0022144150 -4.0150623966 -2.2249995271 C6 -5.7610881780 -1.6110349941 -0.0321404981 H7 -6.6048668177 -2.0335717449 -0.5570434116 H8 -5.6101862364 -1.8405342341 1.0126410273 H9 -5.1063820873 -0.9186387547 -0.5409633460 N10 -3.3890703483 -2.9523819674 0.0254123560 O11 -6.9050033993 -0.1712343205 0.6120300018 O12 -3.3722939849 -3.1491525108 1.1903275371 N13 -6.7866090462 1.0126693486 0.1136732787 O14 -6.1160190926 1.1657975034 -0.8984010031 O15 -7.3630471882 1.9260344628 0.6817398519

STS17 N1 -4.7328152109 -1.8629726934 0.2680331288 H2 -3.6859968481 -3.1414280674 -0.7790687031 N3 -4.8872840630 -1.4130546620 1.3965876737 H4 -4.2222641174 -4.3947121043 1.4582232014 H5 -4.5560168110 -2.0787565795 2.1154457550 C6 -5.1657809021 -0.8449769931 -1.3721782980 H7 -4.1315795381 -0.5475274719 -1.4509563501 H8 -5.5073630301 -1.7533872603 -1.8441077845 H9 -5.8540285706 -0.2452690805 -0.7925160799 N10 -4.2876850653 -3.1216787155 0.0451123402 O11 -4.3692225192 -1.0937986604 -4.0606388827

O12 -3.6476762840 -3.6848093988 1.1308800459 N13 -5.1763836038 -0.1757511532 -4.0310665742 O14 -5.6599379887 0.1915351189 -2.8881017097 O15 -5.5579684908 0.4210772448 -5.0232187087