# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1479957'
_audit_update_record             
;
2016-05-14 deposited with the CCDC.
2016-07-12 downloaded from the CCDC.
;
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,-z
_cell_length_a                   14.5436(10)
_cell_length_b                   7.8358(5)
_cell_length_c                   50.555(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.267(2)
_cell_angle_gamma                90
_cell_volume                     5701.42
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
C1 C 0.6650(3) 0.3608(5) 0.11598(9)
C2 C 0.6193(3) 0.3120(5) 0.06762(9)
C3 C 0.6871(3) 0.5759(6) 0.08362(9)
H3 H 0.7073 0.6867 0.0794
C4 C 0.6985(3) 0.5278(5) 0.10997(8)
C5 C 0.7432(2) 0.6503(5) 0.13015(9)
C6 C 0.7733(3) 0.8184(5) 0.12423(9)
H6 H 0.7670 0.8664 0.1068
C7 C 0.8138(3) 0.9037(6) 0.14788(10)
H7 H 0.8382 1.0162 0.1479
C8 C 0.8142(3) 0.8096(6) 0.17046(10)
H8 H 0.8381 0.8496 0.1878
S2 S 0.76718(8) 0.61077(15) 0.16415(2)
C9 C 0.6411(3) 0.5398(6) 0.03554(9)
H9 H 0.6234 0.4447 0.0226
C10 C 0.5705(3) 0.6855(6) 0.03002(9)
H10 H 0.5685 0.7521 0.0468
C11 C 0.6116(3) 0.7958(6) 0.00976(9)
H11 H 0.5928 0.9182 0.0107
C12 C 0.7172(3) 0.7713(6) 0.01796(9)
H12 H 0.7470 0.7643 0.0013
C13 C 0.7656(4) 0.9098(6) 0.03562(10)
H13C H 0.8307 0.8754 0.0417
H13D H 0.7667 1.0162 0.0251
N1 N 0.6271(3) 0.2651(5) 0.09375(7)
H1 H 0.6058 0.1632 0.0970
N2 N 0.6485(3) 0.4741(5) 0.06296(7)
O1 O 0.5878(2) 0.2106(4) 0.04924(6)
O2 O 0.7285(2) 0.6062(4) 0.03156(7)
O3 O 0.4813(2) 0.6193(5) 0.02075(7)
H3A H 0.4406 0.6877 0.0245
O4 O 0.5874(3) 0.7259(5) -0.01657(6)
H4 H 0.5309 0.7442 -0.0219
O5 O 0.7201(2) 0.9420(4) 0.05851(7)
H5 H 0.6646 0.9697 0.0534
S1 S 0.66839(8) 0.27559(14) 0.14605(2)
C21 C 0.5254(3) 0.7976(6) 0.12826(9)
C22 C 0.5851(3) 0.8410(6) 0.17608(9)
C23 C 0.5121(3) 0.5780(6) 0.16076(9)
H23 H 0.4938 0.4662 0.1651
C24 C 0.4938(3) 0.6304(5) 0.13475(9)
C25 C 0.4484(2) 0.5072(5) 0.11500(9)
C26 C 0.4153(3) 0.3416(6) 0.12134(9)
H26 H 0.4195 0.2961 0.1389
C27 C 0.3754(3) 0.2551(6) 0.09773(10)
H27 H 0.3491 0.1442 0.0979
C28 C 0.3781(3) 0.3449(6) 0.07482(10)
H28 H 0.3552 0.3030 0.0575
C29 C 0.5830(3) 0.6155(5) 0.20898(9)
H29 H 0.6473 0.6550 0.2159
C30 C 0.5155(3) 0.6790(6) 0.22748(9)
H30 H 0.4825 0.7858 0.2207
C31 C 0.4492(3) 0.5267(6) 0.22730(8)
H31 H 0.4041 0.5314 0.2104
C32 C 0.5133(3) 0.3727(6) 0.22560(9)
H32 H 0.5469 0.3473 0.2439
C33 C 0.4676(3) 0.2114(6) 0.21385(9)
H33A H 0.5163 0.1273 0.2112
H33B H 0.4294 0.1618 0.2266
N21 N 0.5675(3) 0.8918(5) 0.14983(8)
H21 H 0.5849 0.9959 0.1463
N22 N 0.5557(3) 0.6786(5) 0.18097(7)
O21 O 0.6241(2) 0.9334(4) 0.19402(7)
O22 O 0.5804(2) 0.4347(4) 0.20873(7)
O23 O 0.5622(2) 0.6974(4) 0.25403(6)
H23A H 0.5913 0.7903 0.2554
O24 O 0.3982(2) 0.5209(4) 0.24899(6)
H24 H 0.4346 0.5049 0.2632
O25 O 0.4097(2) 0.2418(4) 0.18874(7)
H25 H 0.3536 0.2392 0.1910
S21 S 0.51659(8) 0.88618(14) 0.09794(2)
S22 S 0.42729(8) 0.54180(15) 0.08084(2)
C41 C 0.1611(3) 0.3639(6) 0.11401(9)
C42 C 0.1171(3) 0.3232(6) 0.06518(9)
C43 C 0.1958(3) 0.5771(6) 0.08275(9)
H43 H 0.2221 0.6842 0.0792
C44 C 0.1988(3) 0.5285(6) 0.10890(8)
C45 C 0.2427(3) 0.6494(9) 0.12971(16)
C46 C 0.2693(5) 0.8145(11) 0.12581(18)
H46 H 0.2607 0.8659 0.1086
C47 C 0.3102(5) 0.9034(10) 0.14879(13)
H47 H 0.3322 1.0176 0.1489
C48 C 0.3137(5) 0.8026(8) 0.17077(15)
H48 H 0.3383 0.8392 0.1883
S42 S 0.26880(11) 0.60053(19) 0.16359(3)
C49 C 0.1624(3) 0.5346(6) 0.03347(9)
H49 H 0.1614 0.4304 0.0220
C50 C 0.0835(3) 0.6507(6) 0.02191(9)
H50 H 0.0271 0.6392 0.0310
C51 C 0.1274(3) 0.8289(6) 0.02486(10)
H51 H 0.1211 0.8792 0.0427
C52 C 0.2287(3) 0.7933(6) 0.02264(10)
H52 H 0.2377 0.7976 0.0034
C53 C 0.2939(3) 0.9194(6) 0.03845(10)
H53A H 0.2711 1.0370 0.0345
H53B H 0.2951 0.8986 0.0578
N41 N 0.1220(3) 0.2738(5) 0.09135(7)
H41 H 0.0978 0.1737 0.0942
N42 N 0.1574(3) 0.4805(5) 0.06151(7)
O41 O 0.0815(2) 0.2324(4) 0.04666(7)
O42 O 0.2470(2) 0.6217(4) 0.03274(7)
O43 O 0.0659(3) 0.6119(5) -0.00662(7)
H43A H 0.0709 0.7014 -0.0154
O44 O 0.0922(3) 0.9413(5) 0.00408(7)
H44 H 0.0399 0.9775 0.0067
O45 O 0.3867(2) 0.9027(5) 0.03173(8)
H45 H 0.4030 0.9956 0.0256
S41 S 0.16210(8) 0.27380(14) 0.14373(2)
C61 C 0.0224(3) 0.7946(6) 0.12369(9)
C62 C 0.0794(3) 0.8430(6) 0.17131(10)
C63 C 0.0090(3) 0.5775(6) 0.15663(9)
H63 H -0.0097 0.4664 0.1611
C64 C -0.0094(3) 0.6281(5) 0.13033(9)
C65 C -0.0556(2) 0.5057(5) 0.11064(9)
C66 C -0.0867(3) 0.3398(6) 0.11672(9)
H66 H -0.0803 0.2930 0.1342
C67 C -0.1286(3) 0.2527(6) 0.09330(11)
H67 H -0.1534 0.1407 0.0936
C68 C -0.1297(3) 0.3446(6) 0.07050(10)
H68 H -0.1545 0.3038 0.0533
C69 C 0.0825(3) 0.6190(5) 0.20462(9)
H69 H 0.1473 0.6589 0.2109
C70 C 0.0177(3) 0.6844(6) 0.22364(9)
H70 H -0.0158 0.7906 0.2168
C71 C -0.0485(3) 0.5323(6) 0.22426(8)
H71 H -0.0944 0.5349 0.2075
C72 C 0.0153(3) 0.3788(6) 0.22283(9)
H72 H 0.0504 0.3558 0.2410
C73 C -0.0311(3) 0.2166(6) 0.21167(10)
H73A H 0.0172 0.1308 0.2095
H73B H -0.0699 0.1704 0.2246
N61 N 0.0620(3) 0.8912(5) 0.14516(8)
H61 H 0.0779 0.9961 0.1416
N62 N 0.0529(3) 0.6786(5) 0.17659(8)
O61 O 0.1176(2) 0.9358(4) 0.18943(7)
O62 O 0.0799(2) 0.4380(4) 0.20502(7)
O63 O 0.0668(3) 0.7060(4) 0.24984(7)
H63A H 0.0946 0.8002 0.2508
O64 O -0.0986(2) 0.5307(4) 0.24637(6)
H64 H -0.0611 0.5241 0.2606
O65 O -0.0878(2) 0.2435(5) 0.18651(7)
H65 H -0.1436 0.2528 0.1889
S61 S 0.01628(9) 0.88239(14) 0.09318(2)
S62 S -0.08101(8) 0.54267(15) 0.07643(2)
C81 C 0.0498(3) 1.1837(6) 0.38398(9)
C82 C 0.0517(3) 1.2328(5) 0.43254(9)
C83 C 0.1032(3) 0.9674(5) 0.41632(9)
H83 H 0.1271 0.8564 0.4205
C84 C 0.0887(3) 1.0165(5) 0.38992(8)
C85 C 0.11356(19) 0.8934(5) 0.36988(9)
C86 C 0.1491(3) 0.7267(5) 0.37570(9)
H86 H 0.1602 0.6790 0.3932
C87 C 0.1661(3) 0.6401(6) 0.35221(10)
H87 H 0.1901 0.5273 0.3524
C88 C 0.1451(3) 0.7329(6) 0.32965(10)
H88 H 0.1523 0.6924 0.3123
C89 C 0.1048(3) 1.0040(6) 0.46444(9)
H89 H 0.0997 1.0990 0.4774
C90 C 0.0404(3) 0.8588(6) 0.46972(9)
H90 H 0.0215 0.7924 0.4529
C91 C 0.1022(3) 0.7484(6) 0.49012(9)
H91 H 0.0826 0.6260 0.4892
C92 C 0.1992(3) 0.7728(6) 0.48213(9)
H92 H 0.2456 0.7796 0.4988
C93 C 0.2296(4) 0.6342(6) 0.46426(10)
H93A H 0.2884 0.6690 0.4581
H93B H 0.2416 0.5277 0.4747
N81 N 0.0335(3) 1.2783(5) 0.40602(7)
H81 H 0.0084 1.3796 0.4026
N82 N 0.0852(3) 1.0696(5) 0.43674(7)
O81 O 0.0387(2) 1.3330(4) 0.45064(6)
O82 O 0.1967(2) 0.9378(4) 0.46837(6)
O83 O -0.0393(2) 0.9258(4) 0.47915(6)
H83A H -0.0840 0.8582 0.4753
O84 O 0.1039(2) 0.8182(4) 0.51660(6)
H84 H 0.0533 0.7968 0.5221
O85 O 0.1611(2) 0.6017(4) 0.44152(6)
H85 H 0.1177 0.5437 0.4462
S81 S 0.02262(8) 1.26811(14) 0.35374(2)
S82 S 0.10391(8) 0.93299(15) 0.33576(2)
C101 C 0.3979(3) 0.7485(6) 0.37627(9)
C102 C 0.4071(3) 0.7024(5) 0.32834(10)
C103 C 0.3508(3) 0.9676(6) 0.34355(9)
H103 H 0.3272 1.0787 0.3392
C104 C 0.3597(3) 0.9163(6) 0.36989(9)
C105 C 0.3333(2) 1.0385(6) 0.38956(9)
C106 C 0.2962(3) 1.2039(6) 0.38376(9)
H106 H 0.2849 1.2513 0.3663
C107 C 0.2780(3) 1.2903(6) 0.40707(10)
H107 H 0.2527 1.4023 0.4068
C108 C 0.3000(3) 1.1977(6) 0.42974(10)
H108 H 0.2928 1.2381 0.4470
C109 C 0.3763(3) 0.9287(6) 0.29561(9)
H109 H 0.4352 0.8899 0.2895
C110 C 0.2926(3) 0.8646(6) 0.27590(9)
H110 H 0.2650 0.7584 0.2824
C111 C 0.2257(3) 1.0179(5) 0.27509(8)
H111 H 0.1945 1.0139 0.2915
C112 C 0.2917(3) 1.1709(6) 0.27747(9)
H112 H 0.3099 1.1966 0.2596
C113 C 0.2552(3) 1.3322(6) 0.28896(9)
H11A H 0.3054 1.4184 0.2916
H11B H 0.2039 1.3791 0.2760
N101 N 0.4161(3) 0.6540(5) 0.35459(8)
H101 H 0.4360 0.5492 0.3581
N102 N 0.3742(3) 0.8675(5) 0.32348(8)
O101 O 0.4274(2) 0.6106(4) 0.31036(7)
O102 O 0.3731(2) 1.1097(4) 0.29542(6)
O103 O 0.3173(3) 0.8440(4) 0.24997(7)
H10A H 0.3371 0.7444 0.2483
O104 O 0.1559(2) 1.0223(4) 0.25235(6)
H104 H 0.1799 1.0013 0.2386
O105 O 0.2225(2) 1.3016(4) 0.31382(6)
H105 H 0.1653 1.2798 0.3110
S101 S 0.42294(9) 0.66125(14) 0.40665(2)
S102 S 0.34250(8) 0.99989(15) 0.42370(2)
C121 C 0.5470(3) 1.1808(6) 0.38629(9)
C122 C 0.5517(3) 1.2207(6) 0.43509(9)
C123 C 0.6136(3) 0.9672(6) 0.41735(9)
H123 H 0.6441 0.8606 0.4209
C124 C 0.5897(3) 1.0158(5) 0.39118(8)
C125 C 0.6129(3) 0.8935(8) 0.37074(13)
C126 C 0.6437(5) 0.7282(12) 0.37448(17)
H126 H 0.6529 0.6759 0.3916
C127 C 0.6608(5) 0.6421(10) 0.35149(13)
H127 H 0.6826 0.5279 0.3514
C128 C 0.6424(5) 0.7406(9) 0.32930(15)
H128 H 0.6495 0.7033 0.3118
S122 S 0.60469(13) 0.94270(19) 0.33662(3)
C129 C 0.6297(3) 1.0107(6) 0.46676(9)
H129 H 0.6405 1.1152 0.4781
C130 C 0.5628(3) 0.8948(6) 0.47853(9)
H130 H 0.4974 0.9069 0.4694
C131 C 0.6028(3) 0.7156(6) 0.47514(9)
H131 H 0.5781 0.6665 0.4573
C132 C 0.7066(3) 0.7502(6) 0.47737(9)
H132 H 0.7346 0.7458 0.4966
C133 C 0.7560(3) 0.6250(6) 0.46181(10)
H13A H 0.7373 0.5074 0.4658
H13B H 0.7380 0.6454 0.4424
N121 N 0.5305(3) 1.2691(5) 0.40866(7)
H121 H 0.5030 1.3687 0.4058
N122 N 0.5962(3) 1.0634(5) 0.43871(7)
O121 O 0.5350(2) 1.3109(4) 0.45358(7)
O122 O 0.7145(2) 0.9225(4) 0.46744(7)
O123 O 0.5724(2) 0.9329(5) 0.50661(6)
H12A H 0.5778 0.8416 0.5154
O124 O 0.5880(2) 0.6033(5) 0.49592(7)
H124 H 0.5351 0.5590 0.4924
O125 O 0.8550(2) 0.6420(5) 0.46853(8)
H125 H 0.8786 0.5459 0.4725
S121 S 0.51740(8) 1.26895(14) 0.35641(2)
C141 C 0.8978(3) 0.7450(6) 0.37200(9)
C142 C 0.9104(3) 0.6998(6) 0.32420(9)
C143 C 0.8535(3) 0.9654(6) 0.33937(9)
H143 H 0.8312 1.0773 0.3350
C144 C 0.8600(3) 0.9141(5) 0.36542(9)
C145 C 0.8340(2) 1.0369(5) 0.38489(9)
C146 C 0.7941(3) 1.2028(6) 0.37843(9)
H146 H 0.7808 1.2480 0.3609
C147 C 0.7776(3) 1.2886(6) 0.40178(10)
H147 H 0.7510 1.3995 0.4015
C148 C 0.8029(3) 1.1993(6) 0.42485(10)
H148 H 0.7968 1.2416 0.4421
C149 C 0.8760(3) 0.9247(6) 0.29109(9)
H149 H 0.9332 0.8846 0.2841
C150 C 0.7892(3) 0.8597(5) 0.27300(9)
H150 H 0.7639 0.7532 0.2802
C151 C 0.7229(3) 1.0112(5) 0.27361(8)
H151 H 0.6968 1.0082 0.2909
C152 C 0.7883(3) 1.1644(5) 0.27409(9)
H152 H 0.8024 1.1862 0.2556
C153 C 0.7546(3) 1.3289(6) 0.28552(9)
H15A H 0.8058 1.4134 0.2876
H15B H 0.7028 1.3766 0.2728
N141 N 0.9181(3) 0.6507(5) 0.35040(8)
H141 H 0.9385 0.5463 0.3540
N142 N 0.8772(3) 0.8644(5) 0.31921(7)
O141 O 0.9305(2) 0.6075(4) 0.30621(7)
O142 O 0.8727(2) 1.1052(4) 0.29087(6)
O143 O 0.8071(3) 0.8387(4) 0.24626(7)
H14A H 0.8329 0.7440 0.2448
O144 O 0.6476(2) 1.0125(4) 0.25222(6)
H144 H 0.6663 0.9785 0.2382
O145 O 0.7238(2) 1.3017(4) 0.31080(6)
H145 H 0.6657 1.2918 0.3086
S141 S 0.91863(8) 0.65762(14) 0.40228(2)
S142 S 0.84672(8) 1.00272(15) 0.41909(2)
O201 O 0.53014(13) 0.3451(4) 0.29387(5)
H20A H 0.5003 0.2540 0.2959
H20B H 0.5070 0.4270 0.3017
O202 O 0.03300(13) 0.3367(4) 0.29139(6)
H20C H 0.0018 0.2452 0.2917
H20D H 0.0090 0.4140 0.3000
O203 O 0.23564(12) 0.1978(4) 0.20751(5)
H20E H 0.1925 0.2707 0.2078
H20F H 0.2121 0.1017 0.2026
O204 O 0.74320(13) 0.2104(4) 0.20743(6)
H20G H 0.6977 0.2796 0.2058
H20H H 0.7231 0.1088 0.2081
C345 C 0.2414(10) 0.642(4) 0.1307(6)
C346 C 0.265(2) 0.626(3) 0.1577(6)
H346 H 0.2548 0.5227 0.1665
C347 C 0.306(3) 0.766(4) 0.1720(7)
H347 H 0.3251 0.7710 0.1908
C348 C 0.312(2) 0.894(5) 0.1543(6)
H348 H 0.3375 1.0028 0.1597
S342 S 0.2701(9) 0.8465(16) 0.1213(3)
C425 C 0.6093(14) 0.907(4) 0.3685(6)
C426 C 0.606(3) 0.917(3) 0.3411(7)
H426 H 0.5867 1.0174 0.3313
C427 C 0.633(4) 0.771(5) 0.3288(8)
H427 H 0.6346 0.7602 0.3101
C428 C 0.658(3) 0.645(5) 0.3466(7)
H428 H 0.6785 0.5359 0.3418
S422 S 0.6486(11) 0.702(2) 0.3794(3)

#END
_chemical_name_systematic        4-thio-5-thiophene-uridine
_chemical_formula_sum            C13H14N2O5S2
