#------------------------------------------------------------------------------ #$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176760 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/93/2019372.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2019372 loop_ _publ_author_name 'H\"utzler, Wilhelm Maximilian' 'Egert, Ernst' _publ_section_title ; N---H···S and N---H···O hydrogen bonds: `pure' and `mixed' R^2^~2~(8) patterns in the crystal structures of eight 2-thiouracil derivatives ; _journal_coeditor_code EG3147 _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 241 _journal_page_last 249 _journal_paper_doi 10.1107/S2053229614001387 _journal_volume 70 _journal_year 2014 _chemical_formula_iupac 'C7 H10 N2 O S' _chemical_formula_moiety 'C7 H10 N2 O S' _chemical_formula_sum 'C7 H10 N2 O S' _chemical_formula_weight 170.23 _chemical_name_systematic ; 5-Propyl-2-thiouracil ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 76.253(10) _cell_angle_beta 71.401(9) _cell_angle_gamma 70.983(9) _cell_formula_units_Z 4 _cell_length_a 8.6637(10) _cell_length_b 10.3098(13) _cell_length_c 10.7255(13) _cell_measurement_reflns_used 796 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.79 _cell_measurement_theta_min 4.84 _cell_volume 848.81(19) _computing_cell_refinement 'X-AREA (Stoe & Cie, 2001)' _computing_data_collection 'X-AREA (Stoe & Cie, 2001)' _computing_data_reduction 'X-AREA (Stoe & Cie, 2001)' _computing_molecular_graphics ; Mercury (Macrae et al., 2008) and XP in SHELXTL-Plus (Sheldrick, 2008) ; _computing_publication_material 'publCIF (Westrip, 2010)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'Stoe IPDS II two-circle diffractometer' _diffrn_measurement_method \w _diffrn_radiation_monochromator 'Genix 3D multilayer optics' _diffrn_radiation_source 'Genix 3D I\mS microfocus X-ray source' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0624 _diffrn_reflns_av_sigmaI/netI 0.0581 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 6626 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.61 _diffrn_reflns_theta_min 3.67 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.325 _exptl_absorpt_correction_T_max 0.9682 _exptl_absorpt_correction_T_min 0.9087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(X-AREA; Stoe & Cie, 2001)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.332 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 360 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.280 _refine_diff_density_min -0.271 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 217 _refine_ls_number_reflns 3163 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.000 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0401 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0665P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1002 _refine_ls_wR_factor_ref 0.1048 _reflns_number_gt 2609 _reflns_number_total 3163 _reflns_threshold_expression I>2\s(I) _iucr_refine_instructions_details ; TITL I in P-1 CELL 0.71073 8.6637 10.3098 10.7255 76.253 71.401 70.983 ZERR 4.00 0.0010 0.0013 0.0013 0.010 0.009 0.009 LATT 1 SFAC C H N O S UNIT 28 40 8 4 4 SIZE 0.30 0.22 0.10 REM colorless plate ACTA 50 L.S. 10 BOND $H CONF FMAP 2 PLAN 10 TEMP -100 EQIV_$1 x, y, z+1 EQIV_$2 x, y, z-1 HTAB N1A S21B HTAB N3A O41B_$1 HTAB N1B S21A HTAB N3B O41A_$2 MPLA C7A C8A C9A MPLA N1A C2A S21A N3A C4A O41A C5A C6A C7A MPLA N1B C2B S21B N3B C4B O41B C5B C6B C7B MPLA C7B C8B C9B WGHT 0.066500 FVAR 0.30884 N1A 3 0.305128 0.455513 0.820576 11.00000 0.03084 0.02604 = 0.01516 -0.00303 -0.00488 -0.01101 H1A 2 0.319458 0.436858 0.741747 11.00000 0.03725 C2A 1 0.223910 0.382797 0.928772 11.00000 0.02072 0.02280 = 0.01959 -0.00188 -0.00749 -0.00417 S21A 5 0.164240 0.245863 0.923010 11.00000 0.04172 0.02686 = 0.02283 -0.00111 -0.01138 -0.01770 N3A 3 0.196005 0.427469 1.045300 11.00000 0.02401 0.02314 = 0.01606 -0.00068 -0.00509 -0.00952 H3A 2 0.139960 0.388176 1.115527 11.00000 0.03855 C4A 1 0.250220 0.533089 1.062516 11.00000 0.02033 0.01960 = 0.01944 -0.00095 -0.00671 -0.00446 O41A 4 0.227417 0.556107 1.175715 11.00000 0.03414 0.02845 = 0.01716 -0.00442 -0.00676 -0.01162 C5A 1 0.335043 0.607883 0.941463 11.00000 0.01968 0.01966 = 0.02051 0.00001 -0.00590 -0.00491 C6A 1 0.357633 0.564901 0.826429 11.00000 0.02454 0.02332 = 0.01981 0.00076 -0.00566 -0.00839 AFIX 43 H6A 2 0.412392 0.612536 0.745792 11.00000 -1.20000 AFIX 0 C7A 1 0.390025 0.728798 0.949151 11.00000 0.02771 0.02484 = 0.02405 0.00021 -0.00854 -0.01148 AFIX 23 H7A1 2 0.483778 0.742212 0.869751 11.00000 -1.20000 H7A2 2 0.433743 0.707412 1.028587 11.00000 -1.20000 AFIX 0 C8A 1 0.248439 0.862497 0.956872 11.00000 0.03619 0.02550 = 0.03499 -0.00549 -0.01030 -0.00950 AFIX 23 H8A1 2 0.153630 0.848258 1.035053 11.00000 -1.20000 H8A2 2 0.289790 0.935625 0.970518 11.00000 -1.20000 AFIX 0 C9A 1 0.183311 0.912019 0.833805 11.00000 0.03988 0.02814 = 0.04709 0.00509 -0.01926 -0.00978 AFIX 137 H9A1 2 0.276297 0.926788 0.755903 11.00000 -1.50000 H9A2 2 0.094020 0.999379 0.844021 11.00000 -1.50000 H9A3 2 0.137426 0.841974 0.821763 11.00000 -1.50000 AFIX 0 N1B 3 0.111928 0.288465 0.625564 11.00000 0.02792 0.02980 = 0.01708 -0.00141 -0.00788 -0.01241 H1B 2 0.142162 0.277804 0.697904 11.00000 0.03529 C2B 1 0.192646 0.356692 0.515044 11.00000 0.02179 0.02201 = 0.01866 -0.00514 -0.00471 -0.00486 S21B 5 0.344589 0.427096 0.510871 11.00000 0.02861 0.03642 = 0.01934 -0.00463 -0.00474 -0.01750 N3B 3 0.144202 0.364830 0.403803 11.00000 0.02564 0.02820 = 0.01543 -0.00171 -0.00478 -0.01229 H3B 2 0.185051 0.416337 0.330183 11.00000 0.03536 C4B 1 0.027086 0.303183 0.395244 11.00000 0.02576 0.02618 = 0.01967 -0.00343 -0.00594 -0.00933 O41B 4 0.000851 0.312580 0.287131 11.00000 0.03449 0.04418 = 0.01853 -0.00124 -0.00794 -0.02126 C5B 1 -0.055605 0.231284 0.518739 11.00000 0.02231 0.02359 = 0.02215 -0.00267 -0.00628 -0.00696 C6B 1 -0.011585 0.229630 0.628739 11.00000 0.02740 0.02597 = 0.02167 -0.00063 -0.00636 -0.01072 AFIX 43 H6B 2 -0.067611 0.186360 0.711640 11.00000 -1.20000 AFIX 0 C7B 1 -0.188137 0.166885 0.517432 11.00000 0.02779 0.03098 = 0.03023 -0.00256 -0.00840 -0.01374 AFIX 23 H7B1 2 -0.135431 0.098474 0.454582 11.00000 -1.20000 H7B2 2 -0.277671 0.240394 0.482886 11.00000 -1.20000 AFIX 0 C8B 1 -0.270292 0.095180 0.650757 11.00000 0.03733 0.04993 = 0.03795 0.00322 -0.00739 -0.02571 AFIX 23 H8B1 2 -0.328413 0.163557 0.713414 11.00000 -1.20000 H8B2 2 -0.181820 0.022679 0.687424 11.00000 -1.20000 AFIX 0 C9B 1 -0.397939 0.028914 0.638816 11.00000 0.04352 0.05501 = 0.06751 0.00495 -0.01292 -0.03240 AFIX 137 H9B1 2 -0.486603 0.100699 0.603786 11.00000 -1.50000 H9B2 2 -0.448923 -0.016253 0.726707 11.00000 -1.50000 H9B3 2 -0.340236 -0.040243 0.578288 11.00000 -1.50000 HKLF 4 REM mh5_1 in P-1 REM R1 = 0.0401 for 2609 Fo > 4sig(Fo) and 0.0507 for all 3163 data REM 217 parameters refined using 0 restraints END ; _cod_data_source_file eg3147sup1.cif _cod_data_source_block I _cod_original_cell_volume 848.81(18) _cod_database_code 2019372 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_symmetry_multiplicity N N1A 0.3051(2) 0.45551(17) 0.82058(16) 0.0235(3) Uani d . 1 1 H H1A 0.319(3) 0.437(3) 0.742(3) 0.037(7) Uiso d . 1 1 C C2A 0.2239(2) 0.3828(2) 0.92877(18) 0.0212(4) Uani d . 1 1 S S21A 0.16424(7) 0.24586(5) 0.92301(5) 0.02809(16) Uani d . 1 1 N N3A 0.19600(19) 0.42747(17) 1.04530(15) 0.0207(3) Uani d . 1 1 H H3A 0.140(3) 0.388(3) 1.116(3) 0.039(7) Uiso d . 1 1 C C4A 0.2502(2) 0.53309(19) 1.06252(18) 0.0200(4) Uani d . 1 1 O O41A 0.22742(17) 0.55611(15) 1.17572(13) 0.0256(3) Uani d . 1 1 C C5A 0.3350(2) 0.60788(19) 0.94146(18) 0.0205(4) Uani d . 1 1 C C6A 0.3576(2) 0.5649(2) 0.82643(19) 0.0228(4) Uani d . 1 1 H H6A 0.4124 0.6125 0.7458 0.027 Uiso calc R 1 1 C C7A 0.3900(2) 0.7288(2) 0.94915(19) 0.0247(4) Uani d . 1 1 H H7A1 0.4838 0.7422 0.8698 0.030 Uiso calc R 1 1 H H7A2 0.4337 0.7074 1.0286 0.030 Uiso calc R 1 1 C C8A 0.2484(3) 0.8625(2) 0.9569(2) 0.0315(5) Uani d . 1 1 H H8A1 0.1536 0.8483 1.0351 0.038 Uiso calc R 1 1 H H8A2 0.2898 0.9356 0.9705 0.038 Uiso calc R 1 1 C C9A 0.1833(3) 0.9120(2) 0.8338(3) 0.0382(5) Uani d . 1 1 H H9A1 0.2763 0.9268 0.7559 0.057 Uiso calc R 1 1 H H9A2 0.0940 0.9994 0.8440 0.057 Uiso calc R 1 1 H H9A3 0.1374 0.8420 0.8218 0.057 Uiso calc R 1 1 N N1B 0.1119(2) 0.28846(18) 0.62556(16) 0.0237(4) Uani d . 1 1 H H1B 0.142(3) 0.278(3) 0.698(3) 0.035(7) Uiso d . 1 1 C C2B 0.1926(2) 0.3567(2) 0.51504(18) 0.0209(4) Uani d . 1 1 S S21B 0.34459(6) 0.42710(5) 0.51087(5) 0.02622(15) Uani d . 1 1 N N3B 0.1442(2) 0.36483(18) 0.40380(15) 0.0223(3) Uani d . 1 1 H H3B 0.185(3) 0.416(3) 0.330(3) 0.035(6) Uiso d . 1 1 C C4B 0.0271(2) 0.3032(2) 0.39524(19) 0.0233(4) Uani d . 1 1 O O41B 0.00085(18) 0.31258(16) 0.28713(13) 0.0301(3) Uani d . 1 1 C C5B -0.0556(2) 0.2313(2) 0.51874(19) 0.0225(4) Uani d . 1 1 C C6B -0.0116(2) 0.2296(2) 0.62874(19) 0.0247(4) Uani d . 1 1 H H6B -0.0676 0.1864 0.7116 0.030 Uiso calc R 1 1 C C7B -0.1881(2) 0.1669(2) 0.5174(2) 0.0284(4) Uani d . 1 1 H H7B1 -0.1354 0.0985 0.4546 0.034 Uiso calc R 1 1 H H7B2 -0.2777 0.2404 0.4829 0.034 Uiso calc R 1 1 C C8B -0.2703(3) 0.0952(3) 0.6508(2) 0.0406(6) Uani d . 1 1 H H8B1 -0.3284 0.1636 0.7134 0.049 Uiso calc R 1 1 H H8B2 -0.1818 0.0227 0.6874 0.049 Uiso calc R 1 1 C C9B -0.3979(3) 0.0289(3) 0.6388(3) 0.0535(7) Uani d . 1 1 H H9B1 -0.4866 0.1007 0.6038 0.080 Uiso calc R 1 1 H H9B2 -0.4489 -0.0163 0.7267 0.080 Uiso calc R 1 1 H H9B3 -0.3402 -0.0402 0.5783 0.080 Uiso calc R 1 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N1A 0.0308(9) 0.0260(9) 0.0152(8) -0.0110(7) -0.0049(6) -0.0030(6) C2A 0.0207(8) 0.0228(9) 0.0196(9) -0.0042(7) -0.0075(7) -0.0019(7) S21A 0.0417(3) 0.0269(3) 0.0228(3) -0.0177(2) -0.0114(2) -0.00111(19) N3A 0.0240(8) 0.0231(8) 0.0161(8) -0.0095(7) -0.0051(6) -0.0007(6) C4A 0.0203(8) 0.0196(9) 0.0194(9) -0.0045(7) -0.0067(7) -0.0009(7) O41A 0.0341(7) 0.0284(7) 0.0172(7) -0.0116(6) -0.0068(5) -0.0044(5) C5A 0.0197(8) 0.0197(9) 0.0205(9) -0.0049(7) -0.0059(7) 0.0000(7) C6A 0.0245(9) 0.0233(10) 0.0198(9) -0.0084(8) -0.0057(7) 0.0008(7) C7A 0.0277(9) 0.0248(10) 0.0241(10) -0.0115(8) -0.0085(8) 0.0002(8) C8A 0.0362(11) 0.0255(11) 0.0350(11) -0.0095(9) -0.0103(9) -0.0055(9) C9A 0.0399(12) 0.0281(11) 0.0471(14) -0.0098(9) -0.0193(10) 0.0051(10) N1B 0.0279(8) 0.0298(9) 0.0171(8) -0.0124(7) -0.0079(6) -0.0014(7) C2B 0.0218(8) 0.0220(9) 0.0187(9) -0.0049(7) -0.0047(7) -0.0051(7) S21B 0.0286(3) 0.0364(3) 0.0193(2) -0.0175(2) -0.00474(18) -0.00463(19) N3B 0.0256(8) 0.0282(9) 0.0154(8) -0.0123(7) -0.0048(6) -0.0017(7) C4B 0.0258(9) 0.0262(10) 0.0197(9) -0.0093(8) -0.0059(7) -0.0034(7) O41B 0.0345(7) 0.0442(9) 0.0185(7) -0.0213(7) -0.0079(6) -0.0012(6) C5B 0.0223(9) 0.0236(9) 0.0222(9) -0.0070(8) -0.0063(7) -0.0027(7) C6B 0.0274(9) 0.0260(10) 0.0217(9) -0.0107(8) -0.0064(7) -0.0006(8) C7B 0.0278(10) 0.0310(11) 0.0302(11) -0.0137(9) -0.0084(8) -0.0026(9) C8B 0.0373(12) 0.05(14) 0.0379(12) -0.0257(11) -0.0074(10) 0.0032(11) C9B 0.0435(14) 0.0550(16) 0.0675(18) -0.0324(13) -0.0129(13) 0.0050(14) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2A N1A C6A 123.21(17) C2A N1A H1A 119.4(17) C6A N1A H1A 117.2(17) N1A C2A N3A 114.69(16) N1A C2A S21A 123.52(14) N3A C2A S21A 121.78(14) C2A N3A C4A 126.52(16) C2A N3A H3A 118.1(18) C4A N3A H3A 115.4(18) O41A C4A N3A 119.80(16) O41A C4A C5A 124.56(16) N3A C4A C5A 115.62(16) C6A C5A C4A 117.07(16) C6A C5A C7A 123.31(16) C4A C5A C7A 119.61(16) C5A C6A N1A 122.76(17) C5A C6A H6A 118.6 N1A C6A H6A 118.6 C5A C7A C8A 113.00(16) C5A C7A H7A1 109.0 C8A C7A H7A1 109.0 C5A C7A H7A2 109.0 C8A C7A H7A2 109.0 H7A1 C7A H7A2 107.8 C9A C8A C7A 113.33(18) C9A C8A H8A1 108.9 C7A C8A H8A1 108.9 C9A C8A H8A2 108.9 C7A C8A H8A2 108.9 H8A1 C8A H8A2 107.7 C8A C9A H9A1 109.5 C8A C9A H9A2 109.5 H9A1 C9A H9A2 109.5 C8A C9A H9A3 109.5 H9A1 C9A H9A3 109.5 H9A2 C9A H9A3 109.5 C2B N1B C6B 123.23(17) C2B N1B H1B 118.0(17) C6B N1B H1B 118.7(17) N1B C2B N3B 115.11(16) N1B C2B S21B 123.23(14) N3B C2B S21B 121.66(14) C2B N3B C4B 126.00(16) C2B N3B H3B 118.9(16) C4B N3B H3B 115.0(16) O41B C4B N3B 119.57(17) O41B C4B C5B 124.65(17) N3B C4B C5B 115.79(16) C6B C5B C4B 117.29(16) C6B C5B C7B 124.17(17) C4B C5B C7B 118.51(17) C5B C6B N1B 122.43(17) C5B C6B H6B 118.8 N1B C6B H6B 118.8 C5B C7B C8B 115.32(17) C5B C7B H7B1 108.4 C8B C7B H7B1 108.4 C5B C7B H7B2 108.4 C8B C7B H7B2 108.4 H7B1 C7B H7B2 107.5 C7B C8B C9B 111.6(2) C7B C8B H8B1 109.3 C9B C8B H8B1 109.3 C7B C8B H8B2 109.3 C9B C8B H8B2 109.3 H8B1 C8B H8B2 108.0 C8B C9B H9B1 109.5 C8B C9B H9B2 109.5 H9B1 C9B H9B2 109.5 C8B C9B H9B3 109.5 H9B1 C9B H9B3 109.5 H9B2 C9B H9B3 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1A C2A 1.347(2) N1A C6A 1.367(2) N1A H1A 0.87(3) C2A N3A 1.357(2) C2A S21A 1.6738(19) N3A C4A 1.387(2) N3A H3A 0.85(3) C4A O41A 1.234(2) C4A C5A 1.451(2) C5A C6A 1.344(3) C5A C7A 1.500(2) C6A H6A 0.9500 C7A C8A 1.516(3) C7A H7A1 0.9900 C7A H7A2 0.9900 C8A C9A 1.513(3) C8A H8A1 0.9900 C8A H8A2 0.9900 C9A H9A1 0.9800 C9A H9A2 0.9800 C9A H9A3 0.9800 N1B C2B 1.336(2) N1B C6B 1.380(2) N1B H1B 0.87(3) C2B N3B 1.362(2) C2B S21B 1.6827(18) N3B C4B 1.396(2) N3B H3B 0.88(3) C4B O41B 1.227(2) C4B C5B 1.446(3) C5B C6B 1.346(3) C5B C7B 1.507(2) C6B H6B 0.9500 C7B C8B 1.513(3) C7B H7B1 0.9900 C7B H7B2 0.9900 C8B C9B 1.527(3) C8B H8B1 0.9900 C8B H8B2 0.9900 C9B H9B1 0.9800 C9B H9B2 0.9800 C9B H9B3 0.9800 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N1A H1A S21B . 0.87(3) 2.44(3) 3.3030(18) 170(2) N3A H3A O41B 1_556 0.85(3) 1.99(3) 2.835(2) 175(3) N1B H1B S21A . 0.87(3) 2.42(3) 3.2715(18) 168(2) N3B H3B O41A 1_554 0.88(3) 1.94(3) 2.811(2) 168(2) loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion C6A N1A C2A N3A 0.7(3) C6A N1A C2A S21A -178.14(15) N1A C2A N3A C4A -3.6(3) S21A C2A N3A C4A 175.22(14) C2A N3A C4A O41A -174.34(18) C2A N3A C4A C5A 4.4(3) O41A C4A C5A C6A 176.48(18) N3A C4A C5A C6A -2.2(2) O41A C4A C5A C7A -4.6(3) N3A C4A C5A C7A 176.74(16) C4A C5A C6A N1A -0.3(3) C7A C5A C6A N1A -179.20(17) C2A N1A C6A C5A 1.2(3) C6A C5A C7A C8A 96.4(2) C4A C5A C7A C8A -82.4(2) C5A C7A C8A C9A -64.1(2) C6B N1B C2B N3B 0.1(3) C6B N1B C2B S21B -179.39(16) N1B C2B N3B C4B -3.5(3) S21B C2B N3B C4B 176.00(15) C2B N3B C4B O41B -176.28(19) C2B N3B C4B C5B 3.7(3) O41B C4B C5B C6B 179.5(2) N3B C4B C5B C6B -0.5(3) O41B C4B C5B C7B -2.2(3) N3B C4B C5B C7B 177.79(17) C4B C5B C6B N1B -2.6(3) C7B C5B C6B N1B 179.24(19) C2B N1B C6B C5B 2.9(3) C6B C5B C7B C8B -1.1(3) C4B C5B C7B C8B -179.3(2) C5B C7B C8B C9B -178.0(2)