# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 1145/171 data_junk2 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural '2(C3H3N3S3): C10H8N2 : C7H8' _chemical_formula_analytical ? _chemical_formula_sum 'C23 H22 N8 S6' _chemical_formula_weight 602.85 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.112(1) _cell_length_b 10.489(1) _cell_length_c 10.681(1) _cell_angle_alpha 65.40(1) _cell_angle_beta 76.58(1) _cell_angle_gamma 73.05(1) _cell_volume 687.35(13) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needles _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_method ? _exptl_crystal_F_000 312 _exptl_absorpt_coefficient_mu 0.528 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'CCD-area detector, Siemens' _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2887 _diffrn_reflns_av_R_equivalents 0.0527 _diffrn_reflns_av_sigmaI/netI 0.0535 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 23.20 _reflns_number_total 1928 _reflns_number_observed 1510 _reflns_observed_criterion >3sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXSTL-PLUS (Sheldrick)' _computing_structure_refinement 'SHELXSTL-PLUS (Sheldrick)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 21 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1907 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0885 _refine_ls_R_factor_obs 0.0626 _refine_ls_wR_factor_all 0.2136 _refine_ls_wR_factor_obs 0.1828 _refine_ls_goodness_of_fit_all 1.446 _refine_ls_goodness_of_fit_obs 1.453 _refine_ls_restrained_S_all 1.489 _refine_ls_restrained_S_obs 1.453 _refine_ls_shift/esd_max -0.428 _refine_ls_shift/esd_mean 0.042 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S23 S -0.0275(2) 0.72414(15) -0.13921(13) 0.0505(5) Uani 1 d . . S22 S 0.4802(2) 0.4203(2) 0.22645(14) 0.0562(6) Uani 1 d . . S21 S -0.2620(2) 0.6208(2) 0.3969(2) 0.0783(7) Uani 1 d . . N23 N -0.1259(5) 0.6631(4) 0.1327(4) 0.0420(11) Uani 1 d . . H23A H -0.2443(5) 0.7095(4) 0.1152(4) 0.050 Uiso 1 calc R . C11 C 0.8971(7) 0.0393(5) -0.0141(5) 0.0423(12) Uani 1 d . . C15 C 0.5579(8) 0.1323(6) 0.0620(6) 0.0517(14) Uani 1 d . . H15A H 0.4617(8) 0.1443(6) 0.1343(6) 0.062 Uiso 1 calc R . N22 N 0.2048(5) 0.5799(4) 0.0579(4) 0.0408(11) Uani 1 d . . H22A H 0.2980(5) 0.5766(4) -0.0091(4) 0.049 Uiso 1 calc R . C12 C 0.8410(8) 0.0991(6) -0.1466(6) 0.0562(15) Uani 1 d . . H12A H 0.9341(8) 0.0899(6) -0.2212(6) 0.067 Uiso 1 calc R . C23 C 0.0174(7) 0.6523(5) 0.0234(5) 0.0400(12) Uani 1 d . . C16 C 0.7469(7) 0.0580(6) 0.0914(6) 0.0510(14) Uani 1 d . . H16A H 0.7749(7) 0.0198(6) 0.1824(6) 0.061 Uiso 1 calc R . N21 N 0.1010(5) 0.5300(5) 0.2898(4) 0.0464(11) Uani 1 d . . H21A H 0.1265(5) 0.4907(5) 0.3743(4) 0.056 Uiso 1 calc R . C22 C 0.2549(7) 0.5134(5) 0.1883(5) 0.0408(12) Uani 1 d . . N14 N 0.5063(6) 0.1884(4) -0.0671(4) 0.0489(12) Uani 1 d . . C21 C -0.0886(7) 0.6037(6) 0.2670(5) 0.0487(14) Uani 1 d . . C13 C 0.6494(8) 0.1714(7) -0.1681(6) 0.062(2) Uani 1 d . . H13A H 0.6176(8) 0.2107(7) -0.2582(6) 0.074 Uiso 1 calc R . C2 C 0.0619(28) 0.9008(18) -0.4926(16) 0.078(4) Uiso 0.50 d P . C1 C -0.1870(32) 0.9137(23) -0.4830(21) 0.108(5) Uiso 0.50 d P . C3 C -0.2274(32) 1.1150(22) -0.5004(20) 0.106(5) Uiso 0.50 d P . C3A C 0.1281(33) 0.7949(24) -0.4872(21) 0.117(6) Uiso 0.50 d P . C2A C -0.1430(21) 0.9977(16) -0.4920(14) 0.071(4) Uiso 0.50 d P . C1A C -0.0374(31) 0.8704(17) -0.4835(16) 0.081(4) Uiso 0.50 d P . C4 C -0.3103(33) 1.0478(26) -0.4866(23) 0.124(7) Uiso 0.50 d P . 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 S23 0.0430(8) 0.0641(10) 0.0356(8) -0.0147(7) -0.0127(6) 0.0011(7) S22 0.0300(8) 0.0782(11) 0.0432(8) -0.0187(7) -0.0114(6) 0.0124(7) S21 0.0368(9) 0.133(2) 0.0423(9) -0.0345(9) -0.0110(7) 0.0211(9) N23 0.026(2) 0.054(3) 0.040(2) -0.018(2) -0.012(2) 0.005(2) C11 0.031(3) 0.043(3) 0.048(3) -0.015(2) -0.010(2) -0.001(2) C15 0.035(3) 0.064(4) 0.048(3) -0.020(3) -0.007(2) -0.001(3) N22 0.025(2) 0.054(3) 0.035(2) -0.014(2) -0.009(2) 0.003(2) C12 0.038(3) 0.078(4) 0.044(3) -0.025(3) -0.011(2) 0.007(3) C23 0.033(3) 0.042(3) 0.045(3) -0.016(2) -0.011(2) -0.003(2) C16 0.038(3) 0.061(3) 0.050(3) -0.016(3) -0.018(2) -0.002(3) N21 0.028(2) 0.067(3) 0.031(2) -0.015(2) -0.011(2) 0.010(2) C22 0.033(3) 0.051(3) 0.036(3) -0.018(2) -0.007(2) 0.000(2) N14 0.035(2) 0.052(3) 0.057(3) -0.021(2) -0.017(2) 0.005(2) C21 0.033(3) 0.061(3) 0.047(3) -0.022(3) -0.014(2) 0.008(2) C13 0.041(3) 0.086(4) 0.048(3) -0.026(3) -0.018(3) 0.010(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S23 C23 1.647(5) . ? S22 C22 1.657(5) . ? S21 C21 1.662(5) . ? N23 C23 1.381(6) . ? N23 C21 1.360(6) . ? C11 C12 1.390(7) . ? C11 C16 1.397(8) . ? C11 C11 1.486(9) 2_755 ? C15 N14 1.347(6) . ? C15 C16 1.376(7) . ? N22 C22 1.353(6) . ? N22 C23 1.377(6) . ? C12 C13 1.372(8) . ? N21 C21 1.366(6) . ? N21 C22 1.378(6) . ? N14 C13 1.333(7) . ? C2 C1A 0.83(2) . ? C2 C3A 1.05(2) . ? C2 C3 1.13(2) 2_574 ? C2 C2A 1.29(2) 2_574 ? C2 C2A 1.51(2) . ? C2 C4 1.93(3) 2_574 ? C1 C2A 0.98(2) . ? C1 C1A 1.03(2) . ? C1 C4 1.41(3) . ? C1 C3 1.98(3) . ? C3 C4 0.99(2) . ? C3 C2 1.13(2) 2_574 ? C3 C2A 1.18(2) . ? C3 C3A 1.28(3) 2_574 ? C3 C1A 1.90(3) 2_574 ? C3A C1A 1.21(3) . ? C3A C3 1.28(3) 2_574 ? C2A C4 1.15(2) . ? C2A C1A 1.30(2) . ? C2A C2 1.29(2) 2_574 ? C2A C2A 2.01(3) 2_574 ? C1A C3 1.90(3) 2_574 ? C4 C2 1.93(3) 2_574 ? 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 _geom_angle_publ_flag C23 N23 C21 123.1(4) . . ? C12 C11 C16 115.6(5) . . ? C12 C11 C11 122.4(6) . 2_755 ? C16 C11 C11 122.0(6) . 2_755 ? N14 C15 C16 122.7(5) . . ? C22 N22 C23 125.5(4) . . ? C13 C12 C11 120.5(5) . . ? N23 C23 N22 115.6(4) . . ? N23 C23 S23 123.1(4) . . ? N22 C23 S23 121.2(4) . . ? C15 C16 C11 120.7(5) . . ? C21 N21 C22 125.2(4) . . ? N22 C22 N21 114.1(4) . . ? N22 C22 S22 124.2(4) . . ? N21 C22 S22 121.7(3) . . ? C13 N14 C15 116.7(4) . . ? N23 C21 N21 116.3(4) . . ? N23 C21 S21 122.4(4) . . ? N21 C21 S21 121.3(4) . . ? N14 C13 C12 123.7(5) . . ? C1A C2 C3A 79.4(21) . . ? C1A C2 C3 151.4(26) . 2_574 ? C3A C2 C3 72.0(19) . 2_574 ? C1A C2 C2A 150.8(24) . 2_574 ? C3A C2 C2A 129.7(22) . 2_574 ? C3 C2 C2A 57.8(14) 2_574 2_574 ? C1A C2 C2A 59.4(17) . . ? C3A C2 C2A 138.8(23) . . ? C3 C2 C2A 149.3(20) 2_574 . ? C2A C2 C2A 91.5(14) 2_574 . ? C1A C2 C4 174.0(23) . 2_574 ? C3A C2 C4 94.6(19) . 2_574 ? C3 C2 C4 22.6(13) 2_574 2_574 ? C2A C2 C4 35.2(10) 2_574 2_574 ? C2A C2 C4 126.6(15) . 2_574 ? C2A C1 C1A 81.0(21) . . ? C2A C1 C4 53.8(16) . . ? C1A C1 C4 134.8(25) . . ? C2A C1 C3 25.7(13) . . ? C1A C1 C3 106.7(19) . . ? C4 C1 C3 28.2(11) . . ? C4 C3 C2 131.4(28) . 2_574 ? C4 C3 C2A 63.5(19) . . ? C2 C3 C2A 67.9(16) 2_574 . ? C4 C3 C3A 176.4(28) . 2_574 ? C2 C3 C3A 51.3(14) 2_574 2_574 ? C2A C3 C3A 119.3(22) . 2_574 ? C4 C3 C1A 143.4(25) . 2_574 ? C2 C3 C1A 12.1(11) 2_574 2_574 ? C2A C3 C1A 80.0(15) . 2_574 ? C3A C3 C1A 39.3(12) 2_574 2_574 ? C4 C3 C1 42.3(18) . . ? C2 C3 C1 89.1(17) 2_574 . ? C2A C3 C1 21.2(11) . . ? C3A C3 C1 140.4(20) 2_574 . ? C1A C3 C1 101.2(13) 2_574 . ? C2 C3A C1A 42.0(13) . . ? C2 C3A C3 56.7(16) . 2_574 ? C1A C3A C3 98.7(20) . 2_574 ? C1 C2A C3 133.1(23) . . ? C1 C2A C4 82.7(20) . . ? C3 C2A C4 50.4(14) . . ? C1 C2A C1A 51.0(15) . . ? C3 C2A C1A 175.9(20) . . ? C4 C2A C1A 133.7(21) . . ? C1 C2A C2 172.5(22) . 2_574 ? C3 C2A C2 54.3(13) . 2_574 ? C4 C2A C2 104.7(18) . 2_574 ? C1A C2A C2 121.6(16) . 2_574 ? C1 C2A C2 84.1(17) . . ? C3 C2A C2 142.8(19) . . ? C4 C2A C2 166.8(21) . . ? C1A C2A C2 33.0(9) . . ? C2 C2A C2 88.5(14) 2_574 . ? C1 C2A C2A 123.8(21) . 2_574 ? C3 C2A C2A 103.0(17) . 2_574 ? C4 C2A C2A 153.4(21) . 2_574 ? C1A C2A C2A 72.8(13) . 2_574 ? C2 C2A C2A 48.8(10) 2_574 2_574 ? C2 C2A C2A 39.8(9) . 2_574 ? C2 C1A C1 135.5(27) . . ? C2 C1A C3A 58.6(18) . . ? C1 C1A C3A 165.6(26) . . ? C2 C1A C2A 87.6(19) . . ? C1 C1A C2A 47.9(13) . . ? C3A C1A C2A 146.1(22) . . ? C2 C1A C3 16.6(15) . 2_574 ? C1 C1A C3 152.0(21) . 2_574 ? C3A C1A C3 42.0(13) . 2_574 ? C2A C1A C3 104.2(15) . 2_574 ? C3 C4 C2A 66.1(20) . . ? C3 C4 C1 109.5(26) . . ? C2A C4 C1 43.4(12) . . ? C3 C4 C2 26.0(16) . 2_574 ? C2A C4 C2 40.2(12) . 2_574 ? C1 C4 C2 83.6(16) . 2_574 ? _refine_diff_density_max 0.510 _refine_diff_density_min -0.377 _refine_diff_density_rms 0.096 data_temp3 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety '2(C3H3N3S3): C10H8N2 : C8H10' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H24 N8 S6' _chemical_formula_weight 616.87 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.282(1) _cell_length_b 10.621(1) _cell_length_c 10.648(1) _cell_angle_alpha 66.30(1) _cell_angle_beta 76.53(1) _cell_angle_gamma 70.42(1) _cell_volume 705.9(1) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'needles' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method ? _exptl_crystal_F_000 320 _exptl_absorpt_coefficient_mu 0.516 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'CCD-area detector, Siemens' _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2781 _diffrn_reflns_av_R_equivalents 0.0440 _diffrn_reflns_av_sigmaI/netI 0.0427 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 23.27 _reflns_number_total 1970 _reflns_number_observed 1723 _reflns_observed_criterion >3sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXSTL-PLUS (Sheldrick)' _computing_structure_refinement 'SHELXSTL-PLUS (Sheldrick)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 12 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+2.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1958 _refine_ls_number_parameters 161 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0771 _refine_ls_R_factor_obs 0.0669 _refine_ls_wR_factor_all 0.2018 _refine_ls_wR_factor_obs 0.1843 _refine_ls_goodness_of_fit_all 1.031 _refine_ls_goodness_of_fit_obs 1.027 _refine_ls_restrained_S_all 1.047 _refine_ls_restrained_S_obs 1.027 _refine_ls_shift/esd_max 0.015 _refine_ls_shift/esd_mean 0.001 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S13 S 0.0302(2) 0.2794(2) 0.13815(13) 0.0553(5) Uani 1 d . . S11 S -0.4811(2) 0.5733(2) -0.22488(14) 0.0590(5) Uani 1 d . . S12 S 0.2610(2) 0.3786(2) -0.39459(15) 0.0683(6) Uani 1 d . . N13 N 0.1236(6) 0.3366(4) -0.1319(4) 0.0441(11) Uani 1 d . . H13A H 0.2421(6) 0.2901(4) -0.1143(4) 0.053 Uiso 1 calc R . C26 C 0.8964(7) 0.0381(5) -0.0132(5) 0.0445(12) Uani 1 d . . N12 N -0.2025(6) 0.4197(4) -0.0590(4) 0.0452(11) Uani 1 d . . H12A H -0.2949(6) 0.4245(4) 0.0074(4) 0.054 Uiso 1 calc R . C25 C 0.5598(8) 0.1345(7) 0.0622(6) 0.059(2) Uani 1 d . . H25A H 0.4645(8) 0.1480(7) 0.1343(6) 0.071 Uiso 1 calc R . C13 C -0.0166(7) 0.3478(5) -0.0228(5) 0.0415(12) Uani 1 d . . N11 N -0.1034(5) 0.4658(4) -0.2882(4) 0.0444(11) Uani 1 d . . H11A H -0.1301(5) 0.5028(4) -0.3722(4) 0.053 Uiso 1 calc R . C12 C 0.0873(7) 0.3938(5) -0.2653(5) 0.0440(12) Uani 1 d . . N24 N 0.5061(6) 0.1876(5) -0.0644(5) 0.0524(12) Uani 1 d . . C23 C 0.8361(9) 0.0949(7) -0.1436(6) 0.068(2) Uani 1 d . . H23A H 0.9274(9) 0.0832(7) -0.2182(6) 0.082 Uiso 1 calc R . C11 C -0.2550(7) 0.4834(5) -0.1874(5) 0.0421(12) Uani 1 d . . C22 C 0.7482(8) 0.0609(7) 0.0915(6) 0.059(2) Uani 1 d . . H22A H 0.7776(8) 0.0259(7) 0.1819(6) 0.071 Uiso 1 calc R . C21 C 0.6463(9) 0.1675(8) -0.1648(6) 0.071(2) Uani 1 d . . H21A H 0.6130(9) 0.2049(8) -0.2544(6) 0.085 Uiso 1 calc R . C5 C 0.9398(18) 0.0854(13) -0.5044(12) 0.096(3) Uiso 0.75 d P . C3 C 0.8701(28) 0.2245(19) -0.5129(18) 0.143(5) Uiso 0.75 d P . C4 C 1.1520(22) 0.0027(17) -0.5119(15) 0.078(4) Uiso 0.50 d P . C2 C 0.7596(31) 0.1140(22) -0.4973(21) 0.112(6) Uiso 0.50 d P . C1 C 1.0418(32) 0.1658(21) -0.5176(21) 0.107(5) Uiso 0.50 d P . C6 C 1.2368(31) 0.0921(21) -0.5258(22) 0.222(8) Uiso 1 d . . 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 S13 0.0438(8) 0.0742(10) 0.0371(8) -0.0149(7) -0.0130(6) -0.0027(7) S11 0.0303(8) 0.0824(11) 0.0448(8) -0.0168(7) -0.0099(6) 0.0054(7) S12 0.0355(8) 0.1089(14) 0.0415(8) -0.0309(8) -0.0094(6) 0.0126(8) N13 0.030(2) 0.054(3) 0.042(2) -0.016(2) -0.011(2) 0.000(2) C26 0.041(3) 0.047(3) 0.045(3) -0.015(2) -0.016(2) -0.005(2) N12 0.029(2) 0.060(3) 0.035(2) -0.013(2) -0.004(2) -0.002(2) C25 0.039(3) 0.076(4) 0.054(4) -0.023(3) -0.010(3) -0.002(3) C13 0.034(3) 0.046(3) 0.041(3) -0.016(2) -0.008(2) -0.004(2) N11 0.029(2) 0.060(3) 0.035(2) -0.015(2) -0.009(2) 0.000(2) C12 0.036(3) 0.052(3) 0.040(3) -0.017(2) -0.011(2) -0.002(2) N24 0.038(2) 0.059(3) 0.056(3) -0.020(2) -0.015(2) -0.001(2) C23 0.046(3) 0.095(5) 0.047(3) -0.026(3) -0.012(3) 0.007(3) C11 0.036(3) 0.049(3) 0.037(3) -0.012(2) -0.010(2) -0.005(2) C22 0.041(3) 0.083(4) 0.042(3) -0.018(3) -0.012(2) -0.005(3) C21 0.043(3) 0.099(5) 0.052(4) -0.025(3) -0.024(3) 0.014(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S13 C13 1.639(5) . ? S11 C11 1.651(5) . ? S12 C12 1.659(5) . ? N13 C12 1.353(6) . ? N13 C13 1.372(6) . ? N13 H13A 0.86 . ? C26 C23 1.385(8) . ? C26 C22 1.395(8) . ? C26 C26 1.486(10) 2_755 ? N12 C11 1.342(6) . ? N12 C13 1.370(6) . ? N12 H12A 0.86 . ? C25 N24 1.332(7) . ? C25 C22 1.370(8) . ? C25 H25A 0.93 . ? N11 C12 1.367(6) . ? N11 C11 1.370(6) . ? N11 H11A 0.86 . ? N24 C21 1.327(7) . ? C23 C21 1.359(8) . ? C23 H23A 0.93 . ? C22 H22A 0.93 . ? C21 H21A 0.93 . ? C5 C2 1.23(2) . ? C5 C1 1.26(2) . ? C5 C4 1.26(2) 2_754 ? C5 C3 1.36(2) . ? C5 C4 1.50(2) . ? C5 C5 1.70(2) 2_754 ? C3 C1 1.19(2) . ? C3 C2 1.57(3) . ? C4 C2 1.17(2) 2_754 ? C4 C6 1.24(2) . ? C4 C5 1.26(2) 2_754 ? C4 C1 1.63(3) . ? C2 C4 1.17(2) 2_754 ? C1 C6 1.37(3) . ? 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 _geom_angle_publ_flag C12 N13 C13 124.2(4) . . ? C12 N13 H13A 117.9(3) . . ? C13 N13 H13A 117.9(3) . . ? C23 C26 C22 114.8(5) . . ? C23 C26 C26 122.8(6) . 2_755 ? C22 C26 C26 122.4(6) . 2_755 ? C11 N12 C13 126.6(4) . . ? C11 N12 H12A 116.7(3) . . ? C13 N12 H12A 116.7(3) . . ? N24 C25 C22 123.3(5) . . ? N24 C25 H25A 118.4(3) . . ? C22 C25 H25A 118.4(4) . . ? N12 C13 N13 114.3(4) . . ? N12 C13 S13 122.0(4) . . ? N13 C13 S13 123.6(4) . . ? C12 N11 C11 124.9(4) . . ? C12 N11 H11A 117.5(3) . . ? C11 N11 H11A 117.5(3) . . ? N13 C12 N11 115.8(4) . . ? N13 C12 S12 122.8(4) . . ? N11 C12 S12 121.3(4) . . ? C21 N24 C25 116.7(4) . . ? C21 C23 C26 121.3(6) . . ? C21 C23 H23A 119.3(4) . . ? C26 C23 H23A 119.3(3) . . ? N12 C11 N11 114.0(4) . . ? N12 C11 S11 124.4(4) . . ? N11 C11 S11 121.6(4) . . ? C25 C22 C26 120.5(5) . . ? C25 C22 H22A 119.7(4) . . ? C26 C22 H22A 119.7(3) . . ? N24 C21 C23 123.4(5) . . ? N24 C21 H21A 118.3(3) . . ? C23 C21 H21A 118.3(4) . . ? C2 C5 C1 128.2(17) . . ? C2 C5 C4 55.7(12) . 2_754 ? C1 C5 C4 175.9(17) . 2_754 ? C2 C5 C3 74.2(14) . . ? C1 C5 C3 54.0(12) . . ? C4 C5 C3 129.8(15) 2_754 . ? C2 C5 C4 160.0(16) . . ? C1 C5 C4 71.8(13) . . ? C4 C5 C4 104.4(12) 2_754 . ? C3 C5 C4 125.8(14) . . ? C2 C5 C5 114.3(15) . 2_754 ? C1 C5 C5 117.5(16) . 2_754 ? C4 C5 C5 58.6(10) 2_754 2_754 ? C3 C5 C5 171.5(16) . 2_754 ? C4 C5 C5 45.7(8) . 2_754 ? C1 C3 C5 58.5(13) . . ? C1 C3 C2 107.6(18) . . ? C5 C3 C2 49.2(10) . . ? C2 C4 C6 120.8(20) 2_754 . ? C2 C4 C5 61.1(13) 2_754 2_754 ? C6 C4 C5 177.8(19) . 2_754 ? C2 C4 C5 136.7(18) 2_754 . ? C6 C4 C5 102.4(15) . . ? C5 C4 C5 75.6(12) 2_754 . ? C2 C4 C1 175.1(19) 2_754 . ? C6 C4 C1 55.2(12) . . ? C5 C4 C1 122.8(15) 2_754 . ? C5 C4 C1 47.2(9) . . ? C4 C2 C5 63.2(14) 2_754 . ? C4 C2 C3 119.8(20) 2_754 . ? C5 C2 C3 56.7(12) . . ? C3 C1 C5 67.5(15) . . ? C3 C1 C6 176.2(23) . . ? C5 C1 C6 109.0(18) . . ? C3 C1 C4 128.5(19) . . ? C5 C1 C4 61.1(11) . . ? C6 C1 C4 47.9(11) . . ? C4 C6 C1 76.9(16) . . ? _refine_diff_density_max 0.978 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.079 data_junk4 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural '2(C3H3N3S3): C10H8N2:C8H10' _chemical_formula_analytical ? _chemical_formula_sum 'C24 H24 N8 S6' _chemical_formula_weight 616.87 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.324(1) _cell_length_b 11.615(1) _cell_length_c 12.319(1) _cell_angle_alpha 102.16(1) _cell_angle_beta 93.46(1) _cell_angle_gamma 90.68(1) _cell_volume 1441.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needles _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.422 _exptl_crystal_density_method ? _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 0.505 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'CCD-area detector, Siemens' _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6134 _diffrn_reflns_av_R_equivalents 0.0572 _diffrn_reflns_av_sigmaI/netI 0.1363 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 23.35 _reflns_number_total 4109 _reflns_number_observed 1994 _reflns_observed_criterion >3sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXSTL-PLUS (Sheldrick)' _computing_structure_refinement 'SHELXSTL-PLUS (Sheldrick)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4109 _refine_ls_number_parameters 304 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1570 _refine_ls_R_factor_obs 0.0818 _refine_ls_wR_factor_all 0.2548 _refine_ls_wR_factor_obs 0.2189 _refine_ls_goodness_of_fit_all 1.125 _refine_ls_goodness_of_fit_obs 1.432 _refine_ls_restrained_S_all 1.125 _refine_ls_restrained_S_obs 1.432 _refine_ls_shift/esd_max 0.441 _refine_ls_shift/esd_mean 0.023 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S33 S 0.3381(2) 0.7218(2) 0.2778(2) 0.0557(7) Uani 1 d . . S22 S 1.4960(2) 0.6681(2) 0.6131(2) 0.0551(8) Uani 1 d . . S31 S 0.8137(2) 0.5609(2) 0.3077(2) 0.0598(8) Uani 1 d . . S32 S 0.6979(2) 0.9696(2) 0.5532(2) 0.0602(8) Uani 1 d . . S21 S 1.0322(2) 0.8361(2) 0.5417(2) 0.0662(9) Uani 1 d . . S23 S 1.1433(2) 0.4044(2) 0.3416(2) 0.0681(9) Uani 1 d . . N33 N 0.5780(6) 0.6515(5) 0.3020(5) 0.043(2) Uani 1 d . . H33A H 0.5548(6) 0.5895(5) 0.2526(5) 0.052 Uiso 1 calc R . N23 N 1.3075(6) 0.5520(5) 0.4777(6) 0.049(2) Uani 1 d . . H23A H 1.3632(6) 0.4972(5) 0.4632(6) 0.058 Uiso 1 calc R . N32 N 0.5317(6) 0.8342(5) 0.4078(5) 0.043(2) Uani 1 d . . H32A H 0.4780(6) 0.8905(5) 0.4231(5) 0.052 Uiso 1 calc R . N22 N 1.1072(6) 0.6222(5) 0.4496(6) 0.048(2) Uani 1 d . . H22A H 1.0299(6) 0.6133(5) 0.4185(6) 0.058 Uiso 1 calc R . C33 C 0.4895(8) 0.7350(7) 0.3313(7) 0.043(2) Uani 1 d . . N110 N 1.5024(7) 0.4578(6) 0.1403(6) 0.051(2) Uani 1 d . . C23 C 1.1863(8) 0.5292(7) 0.4243(7) 0.047(2) Uani 1 d . . N21 N 1.2575(6) 0.7371(5) 0.5696(6) 0.045(2) Uani 1 d . . H21A H 1.2785(6) 0.8011(5) 0.6169(6) 0.054 Uiso 1 calc R . C32 C 0.6511(8) 0.8502(7) 0.4610(7) 0.046(2) Uani 1 d . . C15 C 1.4442(9) -0.0391(7) -0.2143(8) 0.063(3) Uani 1 d . . H15A H 1.5027(9) -0.0999(7) -0.2288(8) 0.075 Uiso 1 calc R . C16 C 1.4789(9) 0.0572(7) -0.1351(8) 0.060(3) Uani 1 d . . H16A H 1.5599(9) 0.0606(7) -0.0969(8) 0.071 Uiso 1 calc R . N14 N 1.3301(7) -0.0515(6) -0.2730(6) 0.057(2) Uani 1 d . . C112 C 1.3435(9) 0.3254(8) 0.0364(8) 0.062(3) Uani 1 d . . H11B H 1.2559(9) 0.3046(8) 0.0222(8) 0.075 Uiso 1 calc R . C22 C 1.3483(8) 0.6516(6) 0.5509(7) 0.039(2) Uani 1 d . . C11 C 1.3975(8) 0.1501(7) -0.1095(7) 0.046(2) Uani 1 d . . N31 N 0.7328(6) 0.7598(5) 0.4271(6) 0.051(2) Uani 1 d . . H31A H 0.8098(6) 0.7657(5) 0.4589(6) 0.061 Uiso 1 calc R . C12 C 1.2779(8) 0.1380(7) -0.1710(8) 0.052(2) Uani 1 d . . H12A H 1.2181(8) 0.1978(7) -0.1574(8) 0.063 Uiso 1 calc R . C18 C 1.5605(9) 0.2938(7) 0.0054(8) 0.059(3) Uani 1 d . . H18A H 1.6264(9) 0.2503(7) -0.0306(8) 0.071 Uiso 1 calc R . C17 C 1.4329(8) 0.2574(7) -0.0218(7) 0.046(2) Uani 1 d . . C31 C 0.7027(7) 0.6608(6) 0.3471(7) 0.044(2) Uani 1 d . . C111 C 1.3795(9) 0.4236(7) 0.1151(8) 0.062(3) Uani 1 d . . H11C H 1.3152(9) 0.4682(7) 0.1525(8) 0.075 Uiso 1 calc R . C21 C 1.1369(7) 0.7279(7) 0.5188(7) 0.043(2) Uani 1 d . . C19 C 1.5908(9) 0.3928(8) 0.0843(8) 0.062(3) Uani 1 d . . H19A H 1.6777(9) 0.4159(8) 0.0997(8) 0.075 Uiso 1 calc R . C13 C 1.2486(9) 0.0388(8) -0.2509(8) 0.059(3) Uani 1 d . . H13A H 1.1692(9) 0.0335(8) -0.2917(8) 0.071 Uiso 1 calc R . C2 C 1.9344(16) 0.2866(14) -0.0130(17) 0.140(6) Uiso 1 d . . C6 C 1.8538(13) 0.0926(12) 0.0073(13) 0.120(5) Uiso 1 d . . C5 C 1.8625(14) 0.0542(13) -0.1083(14) 0.121(5) Uiso 1 d . . C8 C 1.8257(15) -0.0714(14) -0.1659(14) 0.138(5) Uiso 1 d . . C3 C 1.9387(17) 0.2378(17) -0.1105(18) 0.158(6) Uiso 1 d . . C1 C 1.9004(21) 0.2256(20) 0.0608(23) 0.190(8) Uiso 1 d . . C4 C 1.9105(18) 0.1275(18) -0.1707(17) 0.170(7) Uiso 1 d . . C7 C 1.8746(24) 0.2205(21) 0.1525(25) 0.237(11) Uiso 1 d . . 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 S33 0.0381(13) 0.0542(15) 0.064(2) -0.0091(12) -0.0089(12) 0.0019(11) S22 0.0416(14) 0.0451(13) 0.068(2) -0.0078(12) -0.0138(12) 0.0042(11) S31 0.0429(14) 0.0484(14) 0.072(2) -0.0212(13) -0.0083(12) 0.0110(11) S32 0.0478(15) 0.0449(14) 0.070(2) -0.0245(12) -0.0152(13) 0.0073(11) S21 0.0395(14) 0.0440(14) 0.097(2) -0.0207(13) -0.0125(13) 0.0068(11) S23 0.055(2) 0.0447(14) 0.086(2) -0.0219(14) -0.0108(14) -0.0014(12) N33 0.042(4) 0.032(4) 0.047(5) -0.011(3) -0.003(3) 0.001(3) N23 0.050(5) 0.033(4) 0.055(5) -0.006(4) -0.004(4) 0.006(3) N32 0.038(4) 0.035(4) 0.047(5) -0.010(3) -0.015(3) 0.005(3) N22 0.031(4) 0.042(4) 0.061(5) -0.012(4) -0.011(3) 0.001(3) C33 0.042(5) 0.045(5) 0.041(6) 0.009(4) -0.002(4) 0.001(4) N110 0.054(5) 0.043(4) 0.046(5) -0.008(4) -0.001(4) 0.000(4) C23 0.034(5) 0.038(5) 0.061(7) -0.002(4) -0.007(4) 0.000(4) N21 0.036(4) 0.037(4) 0.052(5) -0.008(3) -0.006(3) 0.001(3) C32 0.043(5) 0.040(5) 0.048(6) -0.002(4) -0.007(4) -0.004(4) C15 0.061(7) 0.042(5) 0.069(7) -0.017(5) -0.020(5) 0.010(5) C16 0.046(6) 0.056(6) 0.062(7) -0.015(5) -0.013(5) 0.006(5) N14 0.053(5) 0.047(5) 0.063(6) -0.006(4) -0.001(4) -0.002(4) C112 0.040(5) 0.065(6) 0.069(7) -0.014(6) 0.000(5) -0.010(5) C22 0.042(5) 0.031(5) 0.043(6) 0.004(4) 0.002(4) -0.002(4) C11 0.045(6) 0.043(5) 0.042(6) -0.007(4) -0.003(4) 0.002(4) N31 0.032(4) 0.042(4) 0.063(5) -0.020(4) -0.014(3) 0.005(3) C12 0.054(6) 0.033(5) 0.060(7) -0.011(5) -0.004(5) -0.004(4) C18 0.065(7) 0.048(5) 0.050(6) -0.021(5) -0.003(5) -0.002(5) C17 0.046(6) 0.039(5) 0.046(6) -0.004(4) -0.005(5) -0.003(4) C31 0.038(5) 0.030(5) 0.054(6) -0.012(4) -0.005(4) 0.000(4) C111 0.040(6) 0.055(6) 0.078(8) -0.017(5) -0.001(5) 0.002(5) C21 0.028(5) 0.040(5) 0.054(6) -0.005(4) -0.006(4) -0.002(4) C19 0.055(6) 0.057(6) 0.061(7) -0.015(5) -0.006(5) -0.002(5) C13 0.053(6) 0.054(6) 0.063(7) 0.001(5) -0.017(5) -0.003(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S33 C33 1.652(8) . ? S22 C22 1.655(8) . ? S31 C31 1.661(7) . ? S32 C32 1.643(8) . ? S21 C21 1.657(8) . ? S23 C23 1.626(8) . ? N33 C33 1.350(9) . ? N33 C31 1.364(9) . ? N23 C22 1.354(9) . ? N23 C23 1.374(9) . ? N32 C32 1.353(9) . ? N32 C33 1.373(9) . ? N22 C21 1.359(9) . ? N22 C23 1.358(9) . ? N110 C111 1.324(10) . ? N110 C19 1.324(10) . ? N21 C21 1.352(9) . ? N21 C22 1.367(9) . ? C32 N31 1.367(9) . ? C15 N14 1.335(10) . ? C15 C16 1.350(11) . ? C16 C11 1.371(10) . ? N14 C13 1.345(10) . ? C112 C17 1.360(11) . ? C112 C111 1.363(11) . ? C11 C12 1.399(11) . ? C11 C17 1.493(11) . ? N31 C31 1.367(9) . ? C12 C13 1.366(11) . ? C18 C19 1.360(11) . ? C18 C17 1.379(11) . ? C2 C3 1.22(2) . ? C2 C1 1.32(2) . ? C6 C5 1.41(2) . ? C6 C1 1.60(2) . ? C5 C4 1.37(2) . ? C5 C8 1.51(2) . ? C3 C4 1.36(2) . ? C1 C7 1.19(3) . ? 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 _geom_angle_publ_flag C33 N33 C31 123.0(6) . . ? C22 N23 C23 126.7(7) . . ? C32 N32 C33 125.1(7) . . ? C21 N22 C23 127.1(6) . . ? N33 C33 N32 116.6(7) . . ? N33 C33 S33 122.6(6) . . ? N32 C33 S33 120.7(6) . . ? C111 N110 C19 116.9(7) . . ? N22 C23 N23 112.1(6) . . ? N22 C23 S23 124.3(6) . . ? N23 C23 S23 123.5(6) . . ? C21 N21 C22 124.6(7) . . ? N32 C32 N31 113.7(7) . . ? N32 C32 S32 123.8(6) . . ? N31 C32 S32 122.4(6) . . ? N14 C15 C16 123.3(8) . . ? C15 C16 C11 121.5(8) . . ? C15 N14 C13 116.7(7) . . ? C17 C112 C111 121.4(8) . . ? N23 C22 N21 114.6(7) . . ? N23 C22 S22 122.6(6) . . ? N21 C22 S22 122.9(6) . . ? C16 C11 C12 115.6(8) . . ? C16 C11 C17 122.7(8) . . ? C12 C11 C17 121.7(8) . . ? C32 N31 C31 125.6(6) . . ? C13 C12 C11 120.3(8) . . ? C19 C18 C17 120.6(9) . . ? C112 C17 C18 115.5(8) . . ? C112 C17 C11 123.1(8) . . ? C18 C17 C11 121.3(8) . . ? N33 C31 N31 115.8(7) . . ? N33 C31 S31 123.2(6) . . ? N31 C31 S31 120.9(6) . . ? N110 C111 C112 122.5(8) . . ? N21 C21 N22 114.8(7) . . ? N21 C21 S21 122.5(6) . . ? N22 C21 S21 122.7(6) . . ? N110 C19 C18 123.0(9) . . ? N14 C13 C12 122.7(8) . . ? C3 C2 C1 120.0(20) . . ? C5 C6 C1 116.9(16) . . ? C4 C5 C6 120.9(15) . . ? C4 C5 C8 118.1(16) . . ? C6 C5 C8 120.9(15) . . ? C2 C3 C4 135.1(21) . . ? C7 C1 C2 151.0(29) . . ? C7 C1 C6 94.5(24) . . ? C2 C1 C6 114.0(21) . . ? C3 C4 C5 112.8(18) . . ? _refine_diff_density_max 1.037 _refine_diff_density_min -0.496 _refine_diff_density_rms 0.139