#------------------------------------------------------------------------------ #$Date: 2023-03-01 10:18:14 +0200 (Wed, 01 Mar 2023) $ #$Revision: 281188 $ #$URL: file:///home/coder/svn-repositories/cod/cif/8/10/67/8106785.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_8106785 loop_ _publ_author_name 'Wang, Peizhi' 'Zeng, Huahui' 'Wu, Xiangxiang' _publ_section_title ; The second polymorph of triethylammonium 2,4,6-trisulfanylidene-1,3,5-triazinan-1-ide, C9H18N4S3 ; _journal_issue 1 _journal_name_full 'Zeitschrift f\"ur Kristallographie - New Crystal Structures' _journal_page_first 61 _journal_page_last 63 _journal_paper_doi 10.1515/ncrs-2014-9138 _journal_volume 231 _journal_year 2016 _chemical_formula_moiety 'C6 H16 N, C3 H2 N3 S3' _chemical_formula_sum 'C9 H18 N4 S3' _chemical_formula_weight 278.45 _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 98.293(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 12.8444(3) _cell_length_b 15.7980(5) _cell_length_c 14.1803(4) _cell_measurement_temperature 296(2) _cell_volume 2847.32(14) _computing_cell_refinement 'Bruker SMART [4]' _computing_data_collection 'Bruker SMART [4]' _computing_data_reduction 'Bruker SAINT [4]' _computing_molecular_graphics 'Bruker SHELXTL [5]' _computing_publication_material 'Bruker SHELXTL [5]' _computing_structure_refinement 'Bruker SHELXTL [5]' _computing_structure_solution 'Bruker SHELXTL [5]' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0207 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 13621 _diffrn_reflns_theta_full 27.58 _diffrn_reflns_theta_max 27.58 _diffrn_reflns_theta_min 2.38 _exptl_absorpt_coefficient_mu 0.503 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour block _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_description colorless _exptl_crystal_F_000 1184 _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.604 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.055 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 307 _refine_ls_number_reflns 6579 _refine_ls_number_restraints 6 _refine_ls_restrained_S_all 1.112 _refine_ls_R_factor_all 0.0754 _refine_ls_R_factor_gt 0.0510 _refine_ls_shift/su_max 0.087 _refine_ls_shift/su_mean 0.005 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0645P)^2^+1.1676P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1312 _refine_ls_wR_factor_ref 0.1466 _reflns_number_gt 4735 _reflns_number_total 6579 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL 081016a_0m in P2(1)/c CELL 0.71073 12.8444 15.7980 14.1803 90.000 98.293 90.000 ZERR 8.00 0.0003 0.0005 0.0004 0.000 0.002 0.000 LATT 1 SYMM -X, 0.5+Y, 0.5-Z SFAC C H N O S UNIT 72 144 32 0 24 L.S. 4 BOND $h FMAP 2 acta HTAB EQIV $1 1+x, y, z eqiv $2 x-1, y, z eqiv $3 x, y, z+1 eqiv $4 1-x, -y, 1-z HTAB N2 S6_$1 HTAB N3 S4 HTAB N5 S1 HTAB N6 S2_$2 HTAB N7 S2_$3 HTAB N8 S4_$4 dfix 0.86 0.01 n6 h6 n5 h5 n3 h3 n2 h2 n7 h7 n8 h8 PLAN 10 TEMP 23.000 WGHT 0.064500 1.167600 FVAR 0.21988 S1 5 0.684663 0.128858 0.003569 11.00000 0.03818 0.06250 = 0.05799 0.01493 0.00169 0.00320 C1 1 0.805813 0.097700 0.051500 11.00000 0.04077 0.04277 = 0.04142 0.00205 0.00585 0.00115 N1 3 0.892312 0.125651 0.018216 11.00000 0.03999 0.05154 = 0.04393 0.00948 0.00708 0.00302 S2 5 1.097247 0.134040 0.022217 11.00000 0.03966 0.08140 = 0.05828 0.02605 0.01107 0.00121 C2 1 0.910207 0.017574 0.175830 11.00000 0.04184 0.03789 = 0.04416 0.00231 0.01003 0.00250 N2 3 0.994512 0.046901 0.138025 11.00000 0.03729 0.04945 = 0.04059 0.00930 0.00644 0.00413 H2 2 1.055491 0.032637 0.164389 11.00000 -1.50000 S3 5 0.921087 -0.039443 0.274612 11.00000 0.05637 0.06338 = 0.05693 0.02485 0.01204 0.00618 C3 1 0.986614 0.100155 0.061195 11.00000 0.04089 0.04588 = 0.03908 0.00169 0.00891 0.00171 N3 3 0.816541 0.042792 0.127256 11.00000 0.03637 0.04787 = 0.04839 0.01024 0.00734 -0.00025 H3 2 0.760420 0.029235 0.148100 11.00000 -1.50000 S4 5 0.638740 0.020748 0.268420 11.00000 0.03982 0.10153 = 0.05438 0.02195 0.00248 0.00310 C4 1 0.512829 0.033230 0.217624 11.00000 0.04318 0.05445 = 0.04602 0.00709 0.00655 0.00252 N4 3 0.433319 0.013886 0.264491 11.00000 0.04216 0.06886 = 0.04314 0.01420 0.00712 0.00097 S5 5 0.374455 0.117866 -0.030618 11.00000 0.05076 0.06626 = 0.04308 0.01327 0.00534 -0.00145 C5 1 0.396370 0.079887 0.079258 11.00000 0.03940 0.03801 = 0.04355 0.00066 0.00674 0.00049 N5 3 0.494081 0.064369 0.125905 11.00000 0.03730 0.05676 = 0.04427 0.00895 0.00840 0.00184 H5 2 0.547966 0.076122 0.098204 11.00000 -1.50000 S6 5 0.228922 0.005156 0.274276 11.00000 0.04583 0.08695 = 0.05607 0.01994 0.01582 -0.00090 C6 1 0.334579 0.027591 0.221706 11.00000 0.04444 0.04834 = 0.04413 0.00530 0.00913 0.00104 N6 3 0.318907 0.062641 0.131687 11.00000 0.03634 0.05545 = 0.04267 0.00857 0.00470 0.00082 H6 2 0.255316 0.069578 0.104529 11.00000 -1.50000 C7 1 0.875884 0.203089 0.807558 11.00000 0.09243 0.06327 = 0.05662 0.00665 0.00515 -0.00710 AFIX 23 H7A 2 0.925219 0.162661 0.787638 11.00000 -1.20000 H7B 2 0.825377 0.171781 0.838553 11.00000 -1.20000 AFIX 0 N7 3 0.934585 0.262847 0.878270 11.00000 0.08549 0.04943 = 0.05184 0.01168 -0.00258 0.00085 H7 2 0.965062 0.228752 0.921586 11.00000 -1.50000 N8 3 0.437436 0.142919 0.613259 11.00000 0.12217 0.06574 = 0.09242 0.00667 0.03656 -0.00508 H8 2 0.427724 0.094913 0.638904 11.00000 -1.50000 C8 1 0.818958 0.246071 0.721122 11.00000 0.12270 0.11298 = 0.06760 0.00956 -0.01434 -0.00418 AFIX 33 H8A 2 0.783718 0.204433 0.678654 11.00000 -1.50000 H8B 2 0.868471 0.276528 0.689349 11.00000 -1.50000 H8C 2 0.768168 0.284827 0.739915 11.00000 -1.50000 AFIX 0 C9 1 1.018978 0.313699 0.841587 11.00000 0.09196 0.06414 = 0.09560 0.01573 0.01163 -0.00729 AFIX 23 H9A 2 0.985610 0.353941 0.795100 11.00000 -1.20000 H9B 2 1.056336 0.345858 0.894158 11.00000 -1.20000 AFIX 0 C10 1 1.097203 0.263791 0.796746 11.00000 0.12234 0.08367 = 0.09600 0.01379 0.04068 -0.00840 AFIX 33 H10A 2 1.147387 0.301496 0.775100 11.00000 -1.50000 H10B 2 1.061623 0.232553 0.743568 11.00000 -1.50000 H10C 2 1.133003 0.225165 0.842677 11.00000 -1.50000 AFIX 0 C11 1 0.861619 0.317888 0.923708 11.00000 0.09721 0.06592 = 0.07698 0.00445 0.01797 0.00464 AFIX 23 H11A 2 0.805844 0.283045 0.942366 11.00000 -1.20000 H11B 2 0.829521 0.358458 0.876987 11.00000 -1.20000 AFIX 0 C12 1 0.913939 0.365207 1.009762 11.00000 0.14632 0.11046 = 0.08739 -0.02474 0.02585 -0.01005 AFIX 33 H12A 2 0.862816 0.399628 1.034910 11.00000 -1.50000 H12B 2 0.968583 0.400631 0.991864 11.00000 -1.50000 H12C 2 0.943808 0.325558 1.057430 11.00000 -1.50000 AFIX 0 C13 1 0.518557 0.197568 0.672618 11.00000 0.17584 0.12691 = 0.16432 -0.01846 0.03449 -0.02533 AFIX 23 H13A 2 0.585613 0.168251 0.681074 11.00000 -1.20000 H13B 2 0.527081 0.249684 0.638380 11.00000 -1.20000 AFIX 0 C14 1 0.490389 0.218525 0.767173 11.00000 0.32776 0.19489 = 0.07662 -0.01443 0.06903 -0.04759 AFIX 33 H14A 2 0.544957 0.252543 0.801774 11.00000 -1.50000 H14B 2 0.482550 0.167267 0.801825 11.00000 -1.50000 H14C 2 0.425338 0.249398 0.759423 11.00000 -1.50000 AFIX 0 C15 1 0.334418 0.181411 0.611924 11.00000 0.13715 0.13731 = 0.25320 0.08504 0.05774 0.03780 AFIX 23 H15A 2 0.335210 0.239596 0.590195 11.00000 -1.20000 H15B 2 0.314138 0.180816 0.675217 11.00000 -1.20000 AFIX 0 C16 1 0.252338 0.125069 0.538541 11.00000 0.16072 0.22981 = 0.15622 0.08785 -0.03870 -0.00090 AFIX 33 H16A 2 0.182731 0.148003 0.535605 11.00000 -1.50000 H16B 2 0.252848 0.067624 0.560680 11.00000 -1.50000 H16C 2 0.273213 0.126481 0.476224 11.00000 -1.50000 AFIX 0 C17 1 0.473771 0.134717 0.521758 11.00000 0.21841 0.30575 = 0.22307 -0.00186 0.13828 0.05699 AFIX 23 H17A 2 0.433079 0.088966 0.489036 11.00000 -1.20000 H17B 2 0.451654 0.185968 0.486837 11.00000 -1.20000 AFIX 0 C18 1 0.571145 0.121652 0.508567 11.00000 0.20950 0.19623 = 0.18955 -0.07775 0.09180 -0.01591 AFIX 33 H18A 2 0.574733 0.118570 0.441500 11.00000 -1.50000 H18B 2 0.595732 0.069403 0.538409 11.00000 -1.50000 H18C 2 0.614470 0.167390 0.536107 11.00000 -1.50000 HKLF 4 REM 081016a_0m in P2(1)/c REM R1 = 0.0510 for 4735 Fo > 4sig(Fo) and 0.0754 for all 6579 data REM 307 parameters refined using 6 restraints END WGHT 0.0672 1.7512 REM Highest difference peak 0.613, deepest hole -0.441, 1-sigma level 0.055 Q1 1 0.5208 0.1817 0.5808 11.00000 0.05 0.61 Q2 1 0.3460 0.1261 0.5054 11.00000 0.05 0.59 Q3 1 0.5092 0.1655 0.4572 11.00000 0.05 0.58 Q4 1 1.1007 0.1764 0.0636 11.00000 0.05 0.34 Q5 1 0.5121 0.0894 0.5480 11.00000 0.05 0.33 Q6 1 0.3995 0.1958 0.6758 11.00000 0.05 0.32 Q7 1 0.5169 0.1610 0.7438 11.00000 0.05 0.29 Q8 1 1.0403 0.1109 0.0401 11.00000 0.05 0.28 Q9 1 0.7433 0.1019 0.0175 11.00000 0.05 0.27 Q10 1 0.6329 0.0742 0.2538 11.00000 0.05 0.27 ; _cod_data_source_file suppl_ncrs-2014-9138_suppl.cif _cod_data_source_block 1 _cod_depositor_comments ; The following automatic conversions were performed: data item '_symmetry_cell_setting' value 'Monoclinic' was changed to 'monoclinic' in accordance with the built-in table derived from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated on 2014-11-21. Automatic conversion script Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas ; _cod_original_sg_symbol_H-M 'P2(1)/c ' _cod_database_code 8106785 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.68466(5) 0.12886(5) 0.00357(5) 0.0534(2) Uani 1 1 d . . . C1 C 0.80581(19) 0.09770(16) 0.05150(18) 0.0417(5) Uani 1 1 d . . . N1 N 0.89232(16) 0.12565(13) 0.01821(15) 0.0451(5) Uani 1 1 d . . . S2 S 1.09725(5) 0.13404(5) 0.02222(6) 0.0594(2) Uani 1 1 d . . . C2 C 0.91021(19) 0.01758(15) 0.17583(18) 0.0409(5) Uani 1 1 d . . . N2 N 0.99451(16) 0.04690(13) 0.13803(15) 0.0424(5) Uani 1 1 d D . . H2 H 1.0555(12) 0.0327(19) 0.164(2) 0.064 Uiso 1 1 d D . . S3 S 0.92109(6) -0.03944(5) 0.27461(6) 0.0585(2) Uani 1 1 d . . . C3 C 0.98661(19) 0.10015(16) 0.06119(17) 0.0416(5) Uani 1 1 d . . . N3 N 0.81654(16) 0.04279(13) 0.12726(16) 0.0441(5) Uani 1 1 d D . . H3 H 0.7604(15) 0.0293(19) 0.148(2) 0.066 Uiso 1 1 d D . . S4 S 0.63874(6) 0.02075(6) 0.26842(6) 0.0657(2) Uani 1 1 d . . . C4 C 0.5128(2) 0.03323(17) 0.21762(19) 0.0479(6) Uani 1 1 d . . . N4 N 0.43332(16) 0.01389(16) 0.26449(16) 0.0513(6) Uani 1 1 d . . . S5 S 0.37445(6) 0.11787(5) -0.03062(5) 0.0535(2) Uani 1 1 d . . . C5 C 0.39637(18) 0.07989(15) 0.07926(17) 0.0403(5) Uani 1 1 d . . . N5 N 0.49408(16) 0.06437(14) 0.12591(15) 0.0459(5) Uani 1 1 d D . . H5 H 0.5479(16) 0.076(2) 0.098(2) 0.069 Uiso 1 1 d D . . S6 S 0.22892(6) 0.00516(6) 0.27428(6) 0.0621(2) Uani 1 1 d . . . C6 C 0.3346(2) 0.02759(17) 0.22170(19) 0.0454(6) Uani 1 1 d . . . N6 N 0.31891(16) 0.06264(14) 0.13169(15) 0.0449(5) Uani 1 1 d D . . H6 H 0.2553(11) 0.0696(19) 0.105(2) 0.067 Uiso 1 1 d D . . C7 C 0.8759(3) 0.2031(2) 0.8076(2) 0.0713(9) Uani 1 1 d . . . H7A H 0.9252 0.1627 0.7876 0.086 Uiso 1 1 calc R . . H7B H 0.8254 0.1718 0.8386 0.086 Uiso 1 1 calc R . . N7 N 0.9346(2) 0.26284(16) 0.87827(18) 0.0635(7) Uani 1 1 d D . . H7 H 0.965(3) 0.2287(19) 0.922(2) 0.095 Uiso 1 1 d D . . N8 N 0.4374(3) 0.1429(2) 0.6133(3) 0.0914(10) Uani 1 1 d D . . H8 H 0.428(4) 0.0948(16) 0.639(3) 0.137 Uiso 1 1 d D . . C8 C 0.8190(4) 0.2461(3) 0.7211(3) 0.1038(14) Uani 1 1 d . . . H8A H 0.7837 0.2044 0.6786 0.156 Uiso 1 1 calc R . . H8B H 0.8685 0.2765 0.6893 0.156 Uiso 1 1 calc R . . H8C H 0.7682 0.2848 0.7399 0.156 Uiso 1 1 calc R . . C9 C 1.0190(3) 0.3137(2) 0.8416(3) 0.0841(11) Uani 1 1 d . . . H9A H 0.9856 0.3539 0.7951 0.101 Uiso 1 1 calc R . . H9B H 1.0563 0.3459 0.8942 0.101 Uiso 1 1 calc R . . C10 C 1.0972(4) 0.2638(3) 0.7968(3) 0.0982(13) Uani 1 1 d . . . H10A H 1.1474 0.3015 0.7751 0.147 Uiso 1 1 calc R . . H10B H 1.0616 0.2326 0.7436 0.147 Uiso 1 1 calc R . . H10C H 1.1330 0.2252 0.8427 0.147 Uiso 1 1 calc R . . C11 C 0.8616(3) 0.3179(2) 0.9237(3) 0.0795(10) Uani 1 1 d . . . H11A H 0.8058 0.2830 0.9424 0.095 Uiso 1 1 calc R . . H11B H 0.8295 0.3585 0.8770 0.095 Uiso 1 1 calc R . . C12 C 0.9140(4) 0.3652(3) 1.0098(3) 0.1139(16) Uani 1 1 d . . . H12A H 0.8628 0.3996 1.0349 0.171 Uiso 1 1 calc R . . H12B H 0.9686 0.4006 0.9919 0.171 Uiso 1 1 calc R . . H12C H 0.9438 0.3255 1.0574 0.171 Uiso 1 1 calc R . . C13 C 0.5185(6) 0.1976(4) 0.6726(5) 0.155(2) Uani 1 1 d . . . H13A H 0.5856 0.1683 0.6811 0.186 Uiso 1 1 calc R . . H13B H 0.5270 0.2497 0.6384 0.186 Uiso 1 1 calc R . . C14 C 0.4904(7) 0.2185(5) 0.7672(4) 0.196(4) Uani 1 1 d . . . H14A H 0.5450 0.2525 0.8018 0.294 Uiso 1 1 calc R . . H14B H 0.4826 0.1672 0.8018 0.294 Uiso 1 1 calc R . . H14C H 0.4254 0.2494 0.7594 0.294 Uiso 1 1 calc R . . C15 C 0.3344(5) 0.1814(4) 0.6119(6) 0.173(3) Uani 1 1 d . . . H15A H 0.3352 0.2396 0.5902 0.208 Uiso 1 1 calc R . . H15B H 0.3142 0.1809 0.6752 0.208 Uiso 1 1 calc R . . C16 C 0.2523(6) 0.1251(5) 0.5386(5) 0.188(3) Uani 1 1 d . . . H16A H 0.1827 0.1481 0.5357 0.282 Uiso 1 1 calc R . . H16B H 0.2528 0.0676 0.5607 0.282 Uiso 1 1 calc R . . H16C H 0.2731 0.1265 0.4763 0.282 Uiso 1 1 calc R . . C17 C 0.4738(7) 0.1347(7) 0.5220(7) 0.241(5) Uani 1 1 d . . . H17A H 0.4331 0.0890 0.4894 0.289 Uiso 1 1 calc R . . H17B H 0.4516 0.1860 0.4871 0.289 Uiso 1 1 calc R . . C18 C 0.5709(7) 0.1218(5) 0.5084(6) 0.194(4) Uani 1 1 d . . . H18A H 0.5740 0.1187 0.4412 0.290 Uiso 1 1 calc R . . H18B H 0.5956 0.0695 0.5381 0.290 Uiso 1 1 calc R . . H18C H 0.6143 0.1675 0.5358 0.290 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.0382(3) 0.0625(4) 0.0580(4) 0.0149(3) 0.0017(3) 0.0032(3) C1 0.0408(12) 0.0428(13) 0.0414(13) 0.0021(11) 0.0058(10) 0.0011(10) N1 0.0400(11) 0.0515(13) 0.0439(12) 0.0095(10) 0.0071(9) 0.0030(9) S2 0.0397(3) 0.0814(5) 0.0583(4) 0.0261(4) 0.0111(3) 0.0012(3) C2 0.0418(12) 0.0379(13) 0.0442(13) 0.0023(10) 0.0100(10) 0.0025(10) N2 0.0373(10) 0.0495(12) 0.0406(11) 0.0093(9) 0.0064(9) 0.0041(9) S3 0.0564(4) 0.0634(5) 0.0569(4) 0.0249(4) 0.0120(3) 0.0062(3) C3 0.0409(12) 0.0459(14) 0.0391(13) 0.0017(11) 0.0089(10) 0.0017(10) N3 0.0364(10) 0.0479(12) 0.0484(12) 0.0102(10) 0.0073(9) -0.0002(9) S4 0.0398(4) 0.1015(6) 0.0544(4) 0.0219(4) 0.0025(3) 0.0031(4) C4 0.0432(13) 0.0545(15) 0.0460(14) 0.0071(12) 0.0065(11) 0.0025(11) N4 0.0422(11) 0.0689(15) 0.0431(12) 0.0142(11) 0.0071(10) 0.0010(10) S5 0.0508(4) 0.0663(5) 0.0431(4) 0.0133(3) 0.0053(3) -0.0014(3) C5 0.0394(12) 0.0380(12) 0.0436(13) 0.0007(10) 0.0067(10) 0.0005(10) N5 0.0373(11) 0.0568(13) 0.0443(12) 0.0089(10) 0.0084(9) 0.0018(9) S6 0.0458(4) 0.0870(6) 0.0561(4) 0.0199(4) 0.0158(3) -0.0009(4) C6 0.0445(13) 0.0484(14) 0.0441(14) 0.0053(11) 0.0091(11) 0.0010(11) N6 0.0363(10) 0.0554(13) 0.0427(12) 0.0086(10) 0.0047(9) 0.0008(9) C7 0.093(2) 0.063(2) 0.0566(19) 0.0067(15) 0.0052(17) -0.0071(18) N7 0.0855(19) 0.0494(14) 0.0519(15) 0.0117(11) -0.0026(13) 0.0008(13) N8 0.122(3) 0.066(2) 0.092(2) 0.0067(18) 0.036(2) -0.005(2) C8 0.123(4) 0.113(3) 0.068(2) 0.010(2) -0.014(2) -0.004(3) C9 0.092(3) 0.064(2) 0.096(3) 0.016(2) 0.012(2) -0.0072(19) C10 0.122(4) 0.084(3) 0.096(3) 0.014(2) 0.041(3) -0.008(3) C11 0.097(3) 0.066(2) 0.077(2) 0.0044(18) 0.018(2) 0.0046(19) C12 0.146(5) 0.111(4) 0.087(3) -0.025(3) 0.026(3) -0.010(3) C13 0.176(6) 0.127(5) 0.164(6) -0.019(4) 0.035(5) -0.025(4) C14 0.328(11) 0.195(7) 0.077(4) -0.014(4) 0.069(5) -0.048(7) C15 0.137(5) 0.137(5) 0.254(9) 0.085(6) 0.058(6) 0.038(4) C16 0.159(6) 0.231(9) 0.156(6) 0.088(6) -0.038(5) -0.001(6) C17 0.224(10) 0.308(12) 0.223(10) 0.002(8) 0.144(9) 0.058(8) C18 0.213(8) 0.197(8) 0.190(8) -0.080(6) 0.094(7) -0.019(6) 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 N1 C1 N3 119.2(2) . . N1 C1 S1 121.78(19) . . N3 C1 S1 118.99(18) . . C3 N1 C1 118.8(2) . . N3 C2 N2 113.5(2) . . N3 C2 S3 123.37(19) . . N2 C2 S3 123.07(19) . . C2 N2 C3 123.5(2) . . C2 N2 H2 118(2) . . C3 N2 H2 118(2) . . N1 C3 N2 120.4(2) . . N1 C3 S2 120.41(19) . . N2 C3 S2 119.17(18) . . C2 N3 C1 124.4(2) . . C2 N3 H3 119(2) . . C1 N3 H3 116(2) . . N4 C4 N5 120.7(2) . . N4 C4 S4 121.2(2) . . N5 C4 S4 118.13(19) . . C4 N4 C6 118.7(2) . . N6 C5 N5 113.5(2) . . N6 C5 S5 123.47(18) . . N5 C5 S5 123.04(18) . . C5 N5 C4 123.3(2) . . C5 N5 H5 119(2) . . C4 N5 H5 118(2) . . N4 C6 N6 119.0(2) . . N4 C6 S6 122.5(2) . . N6 C6 S6 118.46(19) . . C5 N6 C6 124.7(2) . . C5 N6 H6 117(2) . . C6 N6 H6 118(2) . . C8 C7 N7 113.7(3) . . C8 C7 H7A 108.8 . . N7 C7 H7A 108.8 . . C8 C7 H7B 108.8 . . N7 C7 H7B 108.8 . . H7A C7 H7B 107.7 . . C11 N7 C7 111.7(3) . . C11 N7 C9 111.6(3) . . C7 N7 C9 115.1(3) . . C11 N7 H7 108(3) . . C7 N7 H7 102(3) . . C9 N7 H7 108(3) . . C17 N8 C15 116.0(6) . . C17 N8 C13 105.3(6) . . C15 N8 C13 108.7(5) . . C17 N8 H8 113(4) . . C15 N8 H8 101(4) . . C13 N8 H8 114(3) . . C7 C8 H8A 109.5 . . C7 C8 H8B 109.5 . . H8A C8 H8B 109.5 . . C7 C8 H8C 109.5 . . H8A C8 H8C 109.5 . . H8B C8 H8C 109.5 . . C10 C9 N7 115.5(3) . . C10 C9 H9A 108.4 . . N7 C9 H9A 108.4 . . C10 C9 H9B 108.4 . . N7 C9 H9B 108.4 . . H9A C9 H9B 107.5 . . C9 C10 H10A 109.5 . . C9 C10 H10B 109.5 . . H10A C10 H10B 109.5 . . C9 C10 H10C 109.5 . . H10A C10 H10C 109.5 . . H10B C10 H10C 109.5 . . N7 C11 C12 113.9(4) . . N7 C11 H11A 108.8 . . C12 C11 H11A 108.8 . . N7 C11 H11B 108.8 . . C12 C11 H11B 108.8 . . H11A C11 H11B 107.7 . . C11 C12 H12A 109.5 . . C11 C12 H12B 109.5 . . H12A C12 H12B 109.5 . . C11 C12 H12C 109.5 . . H12A C12 H12C 109.5 . . H12B C12 H12C 109.5 . . C14 C13 N8 113.2(6) . . C14 C13 H13A 108.9 . . N8 C13 H13A 108.9 . . C14 C13 H13B 108.9 . . N8 C13 H13B 108.9 . . H13A C13 H13B 107.7 . . C13 C14 H14A 109.5 . . C13 C14 H14B 109.5 . . H14A C14 H14B 109.5 . . C13 C14 H14C 109.5 . . H14A C14 H14C 109.5 . . H14B C14 H14C 109.5 . . N8 C15 C16 106.5(6) . . N8 C15 H15A 110.4 . . C16 C15 H15A 110.4 . . N8 C15 H15B 110.4 . . C16 C15 H15B 110.4 . . H15A C15 H15B 108.6 . . C15 C16 H16A 109.5 . . C15 C16 H16B 109.5 . . H16A C16 H16B 109.5 . . C15 C16 H16C 109.5 . . H16A C16 H16C 109.5 . . H16B C16 H16C 109.5 . . C18 C17 N8 125.9(9) . . C18 C17 H17A 105.8 . . N8 C17 H17A 105.8 . . C18 C17 H17B 105.8 . . N8 C17 H17B 105.8 . . H17A C17 H17B 106.2 . . C17 C18 H18A 109.5 . . C17 C18 H18B 109.4 . . H18A C18 H18B 109.5 . . C17 C18 H18C 109.5 . . H18A C18 H18C 109.5 . . H18B C18 H18C 109.5 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 S1 C1 1.679(2) . C1 N1 1.343(3) . C1 N3 1.372(3) . N1 C3 1.337(3) . S2 C3 1.685(2) . C2 N3 1.357(3) . C2 N2 1.357(3) . C2 S3 1.654(3) . N2 C3 1.369(3) . N2 H2 0.848(10) . N3 H3 0.845(10) . S4 C4 1.684(3) . C4 N4 1.332(3) . C4 N5 1.379(3) . N4 C6 1.342(3) . S5 C5 1.655(3) . C5 N6 1.353(3) . C5 N5 1.354(3) . N5 H5 0.864(10) . S6 C6 1.678(3) . C6 N6 1.379(3) . N6 H6 0.858(10) . C7 C8 1.497(5) . C7 N7 1.499(4) . C7 H7A 0.9700 . C7 H7B 0.9700 . N7 C11 1.491(5) . N7 C9 1.501(4) . N7 H7 0.867(10) . N8 C17 1.443(8) . N8 C15 1.454(7) . N8 C13 1.512(7) . N8 H8 0.858(10) . C8 H8A 0.9600 . C8 H8B 0.9600 . C8 H8C 0.9600 . C9 C10 1.490(6) . C9 H9A 0.9700 . C9 H9B 0.9700 . C10 H10A 0.9600 . C10 H10B 0.9600 . C10 H10C 0.9600 . C11 C12 1.504(6) . C11 H11A 0.9700 . C11 H11B 0.9700 . C12 H12A 0.9600 . C12 H12B 0.9600 . C12 H12C 0.9600 . C13 C14 1.475(8) . C13 H13A 0.9700 . C13 H13B 0.9700 . C14 H14A 0.9600 . C14 H14B 0.9600 . C14 H14C 0.9600 . C15 C16 1.634(9) . C15 H15A 0.9700 . C15 H15B 0.9700 . C16 H16A 0.9600 . C16 H16B 0.9600 . C16 H16C 0.9600 . C17 C18 1.305(9) . C17 H17A 0.9700 . C17 H17B 0.9700 . C18 H18A 0.9600 . C18 H18B 0.9600 . C18 H18C 0.9600 . loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 S6 0.848(10) 2.565(12) 3.399(2) 168(3) 1_655 N3 H3 S4 0.845(10) 2.478(16) 3.265(2) 155(3) . N5 H5 S1 0.864(10) 2.501(11) 3.356(2) 170(3) . N6 H6 S2 0.858(10) 2.416(14) 3.242(2) 162(3) 1_455 N7 H7 S2 0.867(10) 2.541(14) 3.383(3) 164(3) 1_556 N8 H8 S4 0.858(10) 2.474(18) 3.306(3) 164(5) 3_656