Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _audit_creation_method 'SHELXL-97 plus manual editing' _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Rawson, J.' 'Bond, Andrew' 'Haynes, Delia A.' 'Pask, Christopher M.' _publ_contact_author_name 'Dr J Rawson' _publ_contact_author_address ; Chemistry Department University of Cambridge Lensfield Road Cambridge CB2 1EW UNITED KINGDOM ; _publ_contact_author_email adb29@cam.ac.uk _publ_contact_author_fax '(01223) 336362' _publ_contact_author_phone '(01223) 336352' _publ_section_title ; Concomitant polymorphs: structural studeis on the trimorphic dithiadiazolyl radical, CICNSSN ; ############################ ## denoted 1a in the text ## ############################ data_jr0134 _database_code_CSD 175270 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C Cl N2 S2' _chemical_formula_sum 'C Cl N2 S2' _chemical_formula_weight 139.60 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' '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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.0394(4) _cell_length_b 9.7477(4) _cell_length_c 10.1784(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.554(2) _cell_angle_gamma 90.00 _cell_volume 896.81(7) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 3404 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour blue/black _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_absorpt_coefficient_mu 1.599 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.646 _exptl_absorpt_correction_T_max 0.774 _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 5110 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0384 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.66 _diffrn_reflns_theta_max 27.47 _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.981 _reflns_number_total 2021 _reflns_number_gt 1825 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0225P)^2^+0.3552P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2021 _refine_ls_number_parameters 109 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0249 _refine_ls_wR_factor_ref 0.0658 _refine_ls_wR_factor_gt 0.0627 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.005 _refine_diff_density_max 0.495 _refine_diff_density_min -0.552 _refine_diff_density_rms 0.188 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 S11 S 0.82191(5) 0.59722(5) 0.38886(4) 0.03206(13) Uani 1 1 d . . . S12 S 0.97439(5) 0.47118(4) 0.29366(4) 0.02713(12) Uani 1 1 d . . . Cl11 Cl 1.13146(5) 0.86035(4) 0.24006(5) 0.03301(13) Uani 1 1 d . . . N11 N 0.90446(16) 0.74166(15) 0.34866(14) 0.0301(3) Uani 1 1 d . . . N12 N 1.07857(15) 0.59801(14) 0.24594(14) 0.0251(3) Uani 1 1 d . . . C11 C 1.02759(17) 0.71905(17) 0.28205(15) 0.0236(3) Uani 1 1 d . . . S21 S 0.62729(5) 0.59577(5) 0.13188(4) 0.02884(12) Uani 1 1 d . . . S22 S 0.78950(4) 0.47288(4) 0.04684(4) 0.02426(12) Uani 1 1 d . . . Cl21 Cl 0.90618(5) 0.86388(4) -0.05167(4) 0.03271(13) Uani 1 1 d . . . N21 N 0.70007(16) 0.74221(14) 0.08357(14) 0.0277(3) Uani 1 1 d . . . N22 N 0.88196(15) 0.60245(13) -0.01277(13) 0.0222(3) Uani 1 1 d . . . C21 C 0.82114(17) 0.72206(16) 0.01385(15) 0.0214(3) Uani 1 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 S11 0.0270(2) 0.0467(3) 0.0226(2) -0.00097(19) 0.00803(17) -0.00214(18) S12 0.0240(2) 0.0271(2) 0.0303(2) 0.00524(17) 0.00304(17) -0.00084(15) Cl11 0.0342(2) 0.0276(2) 0.0370(3) 0.00239(18) -0.00527(18) -0.00667(17) N11 0.0279(8) 0.0346(8) 0.0278(7) -0.0090(6) 0.0030(6) 0.0020(6) N12 0.0206(7) 0.0273(7) 0.0273(7) 0.0000(6) 0.0026(6) -0.0012(5) C11 0.0226(8) 0.0283(8) 0.0197(8) -0.0019(7) -0.0028(6) -0.0011(6) S21 0.0193(2) 0.0365(3) 0.0308(2) -0.00016(18) 0.00601(17) -0.00129(16) S22 0.0268(2) 0.0210(2) 0.0251(2) -0.00032(15) 0.00657(17) -0.00337(15) Cl21 0.0373(3) 0.0227(2) 0.0381(3) 0.00605(17) -0.00111(19) -0.00586(16) N21 0.0261(7) 0.0270(7) 0.0300(8) -0.0012(6) 0.0030(6) 0.0053(6) N22 0.0225(7) 0.0216(6) 0.0227(7) 0.0018(5) 0.0050(5) -0.0017(5) C21 0.0208(7) 0.0220(7) 0.0213(8) -0.0003(6) -0.0014(6) 0.0000(6) _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 S11 N11 1.6469(16) . ? S11 S12 2.0914(6) . ? S12 N12 1.6310(14) . ? Cl11 C11 1.7231(17) . ? N11 C11 1.327(2) . ? N12 C11 1.320(2) . ? S21 N21 1.6487(15) . ? S21 S22 2.0878(6) . ? S22 N22 1.6345(13) . ? Cl21 C21 1.7194(16) . ? N21 C21 1.325(2) . ? N22 C21 1.318(2) . ? 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 N11 S11 S12 94.87(5) . . ? N12 S12 S11 94.46(5) . . ? C11 N11 S11 111.66(12) . . ? C11 N12 S12 112.98(11) . . ? N12 C11 N11 125.97(15) . . ? N12 C11 Cl11 116.92(12) . . ? N11 C11 Cl11 117.11(13) . . ? N21 S21 S22 95.12(5) . . ? N22 S22 S21 94.26(5) . . ? C21 N21 S21 111.44(11) . . ? C21 N22 S22 113.04(11) . . ? N22 C21 N21 126.12(15) . . ? N22 C21 Cl21 116.26(12) . . ? N21 C21 Cl21 117.60(12) . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 S11 S12 N12 1.78(7) . . . . ? S12 S11 N11 C11 -2.38(12) . . . . ? S11 S12 N12 C11 -0.86(12) . . . . ? S12 N12 C11 N11 -0.8(2) . . . . ? S12 N12 C11 Cl11 178.54(8) . . . . ? S11 N11 C11 N12 2.5(2) . . . . ? S11 N11 C11 Cl11 -176.85(8) . . . . ? N21 S21 S22 N22 -0.32(7) . . . . ? S22 S21 N21 C21 1.05(12) . . . . ? S21 S22 N22 C21 -0.47(11) . . . . ? S22 N22 C21 N21 1.5(2) . . . . ? S22 N22 C21 Cl21 -177.04(8) . . . . ? S21 N21 C21 N22 -1.8(2) . . . . ? S21 N21 C21 Cl21 176.73(8) . . . . ? #===END ############################ ## denoted 1b in the text ## ############################ data_jr0047 _database_code_CSD 175271 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C Cl N2 S2' _chemical_formula_sum 'C Cl N2 S2' _chemical_formula_weight 139.60 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' '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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c 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' _cell_length_a 10.8281(3) _cell_length_b 11.7958(5) _cell_length_c 14.1753(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.971(3) _cell_angle_gamma 90.00 _cell_volume 1809.48(11) _cell_formula_units_Z 16 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 8620 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour green/black _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.050 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 1.585 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.792 _exptl_absorpt_correction_T_max 0.924 _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 16085 _diffrn_reflns_av_R_equivalents 0.0745 _diffrn_reflns_av_sigmaI/netI 0.0736 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 27.47 _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.942 _reflns_number_total 4091 _reflns_number_gt 3016 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1029P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4091 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0694 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1587 _refine_ls_wR_factor_gt 0.1022 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.703 _refine_diff_density_min -0.802 _refine_diff_density_rms 0.257 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl11 Cl 1.33188(9) 0.38421(10) 0.09623(8) 0.0324(3) Uani 1 d . . . S11 S 1.67700(9) 0.51016(10) 0.15801(8) 0.0289(3) Uani 1 d . . . S12 S 1.68438(9) 0.34434(10) 0.20801(8) 0.0261(3) Uani 1 d . . . N11 N 1.5339(3) 0.5019(3) 0.1176(2) 0.0283(8) Uani 1 d . . . N12 N 1.5407(3) 0.3146(3) 0.1744(2) 0.0251(8) Uani 1 d . . . C11 C 1.4840(4) 0.4006(4) 0.1320(3) 0.0245(9) Uani 1 d . . . Cl21 Cl 1.52435(10) 0.25604(10) 0.41829(9) 0.0356(3) Uani 1 d . . . S21 S 1.59206(10) 0.58904(10) 0.35752(8) 0.0293(3) Uani 1 d . . . S22 S 1.40986(9) 0.56160(10) 0.30964(8) 0.0289(3) Uani 1 d . . . N21 N 1.6142(3) 0.4594(3) 0.3965(3) 0.0285(8) Uani 1 d . . . N22 N 1.4091(3) 0.4278(3) 0.3432(3) 0.0256(8) Uani 1 d . . . C21 C 1.5147(4) 0.3957(4) 0.3835(3) 0.0242(9) Uani 1 d . . . Cl31 Cl 1.98225(10) 0.91084(13) 0.39248(8) 0.0420(3) Uani 1 d . . . S31 S 1.90038(9) 1.08404(9) 0.14825(8) 0.0262(3) Uani 1 d . . . S32 S 2.08462(9) 1.03429(10) 0.13727(7) 0.0283(3) Uani 1 d . . . N31 N 1.8838(3) 1.0247(3) 0.2515(2) 0.0264(8) Uani 1 d . . . N32 N 2.0914(3) 0.9688(3) 0.2403(2) 0.0263(8) Uani 1 d . . . C31 C 1.9863(4) 0.9754(4) 0.2849(3) 0.0234(9) Uani 1 d . . . Cl41 Cl 2.15484(9) 0.72739(11) 0.07802(8) 0.0359(3) Uani 1 d . . . S41 S 1.80916(9) 0.86781(10) 0.05681(7) 0.0273(3) Uani 1 d . . . S42 S 1.81482(9) 0.78681(10) 0.18719(8) 0.0272(3) Uani 1 d . . . N41 N 1.9491(3) 0.8284(3) 0.0295(2) 0.0267(8) Uani 1 d . . . N42 N 1.9561(3) 0.7365(3) 0.1767(3) 0.0302(8) Uani 1 d . . . C41 C 2.0053(4) 0.7665(4) 0.0966(3) 0.0272(9) Uani 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 Cl11 0.0244(5) 0.0388(7) 0.0339(6) -0.0026(5) -0.0026(4) -0.0015(4) S11 0.0278(5) 0.0241(6) 0.0350(6) 0.0048(5) 0.0014(4) -0.0048(4) S12 0.0235(5) 0.0208(6) 0.0339(6) 0.0004(5) -0.0004(4) 0.0010(4) N11 0.0296(19) 0.027(2) 0.029(2) 0.0063(16) -0.0034(15) -0.0015(15) N12 0.0244(17) 0.021(2) 0.0299(19) -0.0023(15) 0.0009(14) -0.0019(15) C11 0.025(2) 0.028(3) 0.020(2) -0.0036(18) 0.0022(16) 0.0000(17) Cl21 0.0354(6) 0.0261(6) 0.0456(7) 0.0120(5) 0.0070(5) 0.0012(5) S21 0.0273(6) 0.0207(6) 0.0396(7) -0.0027(5) -0.0032(4) -0.0028(4) S22 0.0236(5) 0.0208(6) 0.0424(7) 0.0005(5) 0.0024(4) 0.0014(4) N21 0.0256(18) 0.025(2) 0.035(2) -0.0005(16) -0.0025(14) -0.0011(15) N22 0.0252(17) 0.019(2) 0.0330(19) 0.0011(15) 0.0049(14) -0.0017(14) C21 0.027(2) 0.019(2) 0.027(2) -0.0003(17) 0.0065(16) 0.0010(17) Cl31 0.0375(6) 0.0634(9) 0.0249(6) 0.0124(6) 0.0008(4) 0.0001(6) S31 0.0243(5) 0.0234(6) 0.0309(6) 0.0034(5) 0.0001(4) 0.0023(4) S32 0.0220(5) 0.0340(7) 0.0290(6) 0.0081(5) 0.0027(4) -0.0001(4) N31 0.0256(18) 0.028(2) 0.0257(18) -0.0031(16) 0.0041(14) -0.0020(15) N32 0.0218(17) 0.032(2) 0.0247(19) 0.0030(16) -0.0014(13) 0.0010(15) C31 0.024(2) 0.025(2) 0.020(2) -0.0009(18) -0.0011(15) -0.0021(17) Cl41 0.0274(5) 0.0415(7) 0.0388(7) -0.0040(5) 0.0019(5) 0.0077(5) S41 0.0240(5) 0.0337(7) 0.0240(5) -0.0007(5) -0.0006(4) 0.0006(4) S42 0.0286(5) 0.0234(6) 0.0299(6) 0.0032(5) 0.0057(4) -0.0013(4) N41 0.0267(18) 0.031(2) 0.0225(18) -0.0003(16) 0.0009(14) 0.0040(15) N42 0.0303(19) 0.023(2) 0.037(2) 0.0056(17) 0.0013(16) 0.0032(16) C41 0.029(2) 0.024(2) 0.028(2) -0.0046(19) 0.0001(17) -0.0002(18) _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 Cl11 C11 1.718(4) . ? S11 N11 1.636(3) . ? S11 S12 2.0810(16) . ? S11 S21 3.1446(16) . ? S12 N12 1.650(3) . ? S12 N21 3.114(4) . ? N11 C11 1.330(5) . ? N11 S22 3.156(4) . ? N12 C11 1.320(5) . ? Cl21 C21 1.721(4) . ? S21 N21 1.640(4) . ? S21 S22 2.0894(15) . ? S22 N22 1.648(4) . ? N21 C21 1.321(5) . ? N22 C21 1.317(5) . ? Cl31 C31 1.706(4) . ? S31 N31 1.638(4) . ? S31 S32 2.0904(14) . ? S31 S41 3.0122(16) . ? S32 N32 1.651(4) . ? S32 N41 3.199(4) . ? N31 C31 1.326(5) . ? N31 S42 3.036(4) . ? N32 C31 1.323(5) . ? Cl41 C41 1.713(4) . ? S41 N41 1.644(3) . ? S41 S42 2.0796(16) . ? S42 N42 1.652(4) . ? N41 C41 1.330(5) . ? N42 C41 1.319(6) . ? 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 N11 S11 S12 95.06(14) . . ? N11 S11 S21 91.71(13) . . ? S12 S11 S21 88.90(5) . . ? N12 S12 S11 94.41(14) . . ? N12 S12 N21 94.88(14) . . ? S11 S12 N21 82.80(8) . . ? C11 N11 S11 112.6(3) . . ? C11 N11 S22 83.2(2) . . ? S11 N11 S22 96.36(15) . . ? C11 N12 S12 112.7(3) . . ? N12 C11 N11 125.1(4) . . ? N12 C11 Cl11 118.2(3) . . ? N11 C11 Cl11 116.6(3) . . ? N21 S21 S22 95.18(13) . . ? N21 S21 S11 89.04(14) . . ? S22 S21 S11 87.95(5) . . ? N22 S22 S21 93.93(13) . . ? N22 S22 N11 92.37(15) . . ? S21 S22 N11 83.66(7) . . ? C21 N21 S21 112.0(3) . . ? C21 N21 S12 81.6(2) . . ? S21 N21 S12 98.89(16) . . ? C21 N22 S22 112.8(3) . . ? N22 C21 N21 126.0(4) . . ? N22 C21 Cl21 116.3(3) . . ? N21 C21 Cl21 117.7(3) . . ? N31 S31 S32 94.64(13) . . ? N31 S31 S41 88.76(13) . . ? S32 S31 S41 91.72(5) . . ? N32 S32 S31 94.52(12) . . ? N32 S32 N41 94.18(15) . . ? S31 S32 N41 79.95(7) . . ? C31 N31 S31 112.9(3) . . ? C31 N31 S42 84.0(2) . . ? S31 N31 S42 99.19(15) . . ? C31 N32 S32 112.5(3) . . ? N32 C31 N31 125.3(4) . . ? N32 C31 Cl31 116.8(3) . . ? N31 C31 Cl31 117.9(3) . . ? N41 S41 S42 94.62(13) . . ? N41 S41 S31 92.83(14) . . ? S42 S41 S31 90.42(5) . . ? N42 S42 S41 94.81(14) . . ? N42 S42 N31 98.05(15) . . ? S41 S42 N31 80.90(8) . . ? C41 N41 S41 112.9(3) . . ? C41 N41 S32 83.3(2) . . ? S41 N41 S32 94.83(15) . . ? C41 N42 S42 112.6(3) . . ? N42 C41 N41 125.1(4) . . ? N42 C41 Cl41 118.2(3) . . ? N41 C41 Cl41 116.7(3) . . ? #===END ############################ ## denoted 1g in the text ## ############################ data_jr0133 _database_code_CSD 175272 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C Cl N2 S2' _chemical_formula_sum 'C Cl N2 S2' _chemical_formula_weight 139.60 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' '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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c 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' _cell_length_a 12.3032(2) _cell_length_b 21.0874(5) _cell_length_c 13.8532(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.022(1) _cell_angle_gamma 90.00 _cell_volume 3487.01(11) _cell_formula_units_Z 32 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 22710 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour blue/black _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.127 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 1.645 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.639 _exptl_absorpt_correction_T_max 0.744 _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 30456 _diffrn_reflns_av_R_equivalents 0.0398 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.990 _reflns_number_total 7903 _reflns_number_gt 6811 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness 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 threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0322P)^2^+1.5257P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7903 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0761 _refine_ls_wR_factor_gt 0.0724 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.005 _refine_diff_density_max 0.490 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.129 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 C11 C 0.87817(15) -0.03414(9) 1.37740(12) 0.0208(4) Uani 1 1 d . . . N11 N 0.96370(13) 0.00449(8) 1.37604(11) 0.0249(4) Uani 1 1 d . . . N12 N 0.77543(14) -0.01590(8) 1.37596(12) 0.0257(4) Uani 1 1 d . . . S11 S 0.92892(4) 0.07945(2) 1.37486(4) 0.02730(11) Uani 1 1 d . . . S12 S 0.76281(4) 0.06162(2) 1.37441(4) 0.02669(11) Uani 1 1 d . . . Cl11 Cl 0.90606(4) -0.11389(2) 1.38280(4) 0.03049(12) Uani 1 1 d . . . C21 C 0.82417(15) -0.03063(9) 1.13207(13) 0.0206(4) Uani 1 1 d . . . N21 N 0.91332(14) 0.00788(8) 1.14453(12) 0.0250(3) Uani 1 1 d . . . N22 N 0.72152(14) -0.01188(8) 1.12897(12) 0.0264(4) Uani 1 1 d . . . S21 S 0.88199(4) 0.08242(2) 1.15757(4) 0.02636(11) Uani 1 1 d . . . S22 S 0.71207(4) 0.06511(3) 1.14131(4) 0.02790(12) Uani 1 1 d . . . Cl21 Cl 0.84727(4) -0.10976(2) 1.11783(4) 0.02972(11) Uani 1 1 d . . . C31 C 0.36891(15) -0.01128(9) 1.36563(13) 0.0215(4) Uani 1 1 d . . . N31 N 0.32144(13) 0.04487(8) 1.36684(12) 0.0245(3) Uani 1 1 d . . . N32 N 0.31818(13) -0.06684(8) 1.35735(12) 0.0243(3) Uani 1 1 d . . . S31 S 0.18600(4) 0.03801(2) 1.36000(3) 0.02411(11) Uani 1 1 d . . . S32 S 0.18301(4) -0.06045(2) 1.34848(4) 0.02409(11) Uani 1 1 d . . . Cl31 Cl 0.51205(4) -0.01216(3) 1.37600(4) 0.02879(11) Uani 1 1 d . . . C41 C 0.31258(15) -0.01049(9) 1.12118(13) 0.0220(4) Uani 1 1 d . . . N41 N 0.26906(14) 0.04629(8) 1.12597(12) 0.0257(4) Uani 1 1 d . . . N42 N 0.25924(13) -0.06515(8) 1.11993(12) 0.0239(3) Uani 1 1 d . . . S41 S 0.13551(4) 0.04219(2) 1.12623(3) 0.02410(11) Uani 1 1 d . . . S42 S 0.12865(4) -0.05642(2) 1.12506(4) 0.02401(11) Uani 1 1 d . . . Cl41 Cl 0.45053(4) -0.01423(3) 1.11435(4) 0.02928(12) Uani 1 1 d . . . C51 C 0.90242(15) 0.25663(9) 1.47936(13) 0.0214(4) Uani 1 1 d . . . N51 N 0.84777(13) 0.31122(8) 1.47327(11) 0.0238(3) Uani 1 1 d . . . N52 N 0.85770(13) 0.19963(8) 1.47866(12) 0.0247(3) Uani 1 1 d . . . S51 S 0.71405(4) 0.30192(2) 1.46652(3) 0.02285(11) Uani 1 1 d . . . S52 S 0.72360(4) 0.20341(2) 1.47633(4) 0.02392(11) Uani 1 1 d . . . Cl51 Cl 1.04526(4) 0.26125(3) 1.49175(4) 0.03014(12) Uani 1 1 d . . . C61 C 0.83869(15) 0.25400(9) 1.23773(13) 0.0211(4) Uani 1 1 d . . . N61 N 0.78925(13) 0.30915(8) 1.24182(12) 0.0233(3) Uani 1 1 d . . . N62 N 0.79204(13) 0.19742(8) 1.23760(12) 0.0240(3) Uani 1 1 d . . . S61 S 0.65779(4) 0.30176(2) 1.24586(3) 0.02207(10) Uani 1 1 d . . . S62 S 0.65933(4) 0.20327(2) 1.24154(3) 0.02284(11) Uani 1 1 d . . . Cl61 Cl 0.97727(4) 0.25621(3) 1.23148(4) 0.02979(12) Uani 1 1 d . . . C71 C 0.41343(16) 0.27062(10) 1.49377(13) 0.0242(4) Uani 1 1 d . . . N71 N 0.31050(15) 0.25264(9) 1.49192(13) 0.0303(4) Uani 1 1 d . . . N72 N 0.49671(13) 0.23244(8) 1.48489(12) 0.0277(4) Uani 1 1 d . . . S71 S 0.29378(4) 0.17568(3) 1.47737(4) 0.03347(13) Uani 1 1 d . . . S72 S 0.45789(4) 0.15793(3) 1.47061(4) 0.03319(13) Uani 1 1 d . . . Cl71 Cl 0.44379(4) 0.35014(2) 1.50885(4) 0.03207(12) Uani 1 1 d . . . C81 C 0.35321(16) 0.27692(9) 1.24755(13) 0.0220(4) Uani 1 1 d . . . N81 N 0.24968(14) 0.25969(8) 1.24447(13) 0.0269(4) Uani 1 1 d . . . N82 N 0.43850(14) 0.23708(8) 1.25133(12) 0.0262(4) Uani 1 1 d . . . S81 S 0.23453(4) 0.18248(3) 1.24416(4) 0.03022(12) Uani 1 1 d . . . S82 S 0.40151(4) 0.16253(3) 1.25182(4) 0.03070(12) Uani 1 1 d . . . Cl81 Cl 0.38228(4) 0.35635(2) 1.24618(4) 0.03069(12) Uani 1 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 C11 0.0239(9) 0.0194(10) 0.0175(8) 0.0019(7) 0.0019(7) 0.0021(7) N11 0.0202(8) 0.0212(9) 0.0309(8) -0.0007(7) 0.0015(7) 0.0005(7) N12 0.0278(9) 0.0205(9) 0.0307(8) 0.0009(7) 0.0109(7) -0.0003(7) S11 0.0227(2) 0.0190(3) 0.0386(3) -0.0048(2) 0.00424(19) -0.00169(19) S12 0.0265(2) 0.0212(3) 0.0352(3) -0.0016(2) 0.0130(2) 0.0027(2) Cl11 0.0325(3) 0.0182(2) 0.0390(3) 0.00485(19) 0.0054(2) 0.0030(2) C21 0.0243(9) 0.0181(10) 0.0199(8) 0.0003(7) 0.0065(7) 0.0021(7) N21 0.0269(8) 0.0193(9) 0.0321(8) -0.0005(7) 0.0136(7) 0.0018(7) N22 0.0240(8) 0.0218(9) 0.0310(8) -0.0041(7) 0.0020(7) 0.0016(7) S21 0.0310(3) 0.0172(2) 0.0341(3) 0.00337(19) 0.0141(2) 0.0012(2) S22 0.0249(2) 0.0223(3) 0.0339(3) -0.0010(2) 0.00199(19) 0.0072(2) Cl21 0.0344(3) 0.0175(2) 0.0377(3) -0.00363(19) 0.0095(2) 0.0026(2) C31 0.0199(9) 0.0232(10) 0.0211(9) -0.0004(7) 0.0047(7) -0.0026(7) N31 0.0207(8) 0.0211(9) 0.0312(8) -0.0036(7) 0.0052(6) -0.0035(7) N32 0.0217(8) 0.0189(8) 0.0316(8) 0.0017(7) 0.0049(6) 0.0003(6) S31 0.0214(2) 0.0204(3) 0.0320(2) -0.00455(19) 0.00940(19) -0.00187(18) S32 0.0222(2) 0.0197(3) 0.0312(2) 0.00223(19) 0.00806(18) -0.00389(18) Cl31 0.0189(2) 0.0332(3) 0.0339(2) -0.0022(2) 0.00578(18) -0.00162(19) C41 0.0208(9) 0.0244(11) 0.0217(9) -0.0013(7) 0.0071(7) -0.0028(8) N41 0.0238(8) 0.0215(9) 0.0326(8) 0.0008(7) 0.0086(7) -0.0024(7) N42 0.0211(8) 0.0205(9) 0.0312(8) -0.0053(7) 0.0084(6) -0.0003(6) S41 0.0215(2) 0.0203(2) 0.0305(2) 0.00168(19) 0.00624(18) 0.00167(19) S42 0.0195(2) 0.0207(3) 0.0323(2) -0.00551(19) 0.00727(18) -0.00379(18) Cl41 0.0206(2) 0.0350(3) 0.0344(2) 0.0002(2) 0.01085(19) -0.0018(2) C51 0.0194(9) 0.0226(10) 0.0217(9) 0.0023(7) 0.0038(7) 0.0014(7) N51 0.0220(8) 0.0199(9) 0.0279(8) -0.0015(6) 0.0028(6) -0.0008(7) N52 0.0207(8) 0.0209(9) 0.0327(9) 0.0047(7) 0.0068(6) 0.0041(7) S51 0.0227(2) 0.0188(2) 0.0271(2) -0.00481(18) 0.00627(18) 0.00254(18) S52 0.0233(2) 0.0195(2) 0.0304(2) 0.00282(19) 0.00935(18) 0.00012(19) Cl51 0.0193(2) 0.0343(3) 0.0358(3) 0.0081(2) 0.00461(19) 0.0011(2) C61 0.0190(9) 0.0254(11) 0.0194(8) 0.0004(7) 0.0055(7) 0.0018(7) N61 0.0200(8) 0.0204(9) 0.0293(8) 0.0031(7) 0.0056(6) 0.0011(7) N62 0.0214(8) 0.0198(9) 0.0314(8) -0.0047(7) 0.0075(6) 0.0039(7) S61 0.0192(2) 0.0178(2) 0.0285(2) 0.00201(18) 0.00443(17) 0.00331(18) S62 0.0198(2) 0.0184(2) 0.0296(2) -0.00496(18) 0.00461(18) -0.00116(18) Cl61 0.0214(2) 0.0366(3) 0.0344(3) 0.0011(2) 0.01238(19) 0.0020(2) C71 0.0242(10) 0.0260(11) 0.0214(9) -0.0005(8) 0.0035(7) -0.0011(8) N71 0.0272(9) 0.0324(11) 0.0340(9) -0.0063(7) 0.0127(7) -0.0041(7) N72 0.0212(8) 0.0239(9) 0.0362(9) 0.0014(7) 0.0033(7) -0.0013(7) S71 0.0296(3) 0.0325(3) 0.0416(3) 0.0019(2) 0.0151(2) -0.0084(2) S72 0.0251(3) 0.0215(3) 0.0503(3) 0.0076(2) 0.0040(2) 0.0005(2) Cl71 0.0334(3) 0.0250(3) 0.0359(3) -0.0067(2) 0.0046(2) -0.0024(2) C81 0.0257(10) 0.0180(10) 0.0221(9) 0.0013(7) 0.0053(7) -0.0013(8) N81 0.0236(8) 0.0198(9) 0.0361(9) 0.0022(7) 0.0049(7) 0.0003(7) N82 0.0255(9) 0.0198(9) 0.0370(9) -0.0019(7) 0.0148(7) -0.0027(7) S81 0.0221(2) 0.0211(3) 0.0463(3) -0.0020(2) 0.0060(2) -0.0037(2) S82 0.0280(3) 0.0180(3) 0.0509(3) -0.0047(2) 0.0189(2) -0.0009(2) Cl81 0.0337(3) 0.0184(3) 0.0393(3) 0.0037(2) 0.0076(2) -0.0028(2) _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 C11 N12 1.317(2) . ? C11 N11 1.335(2) . ? C11 Cl11 1.714(2) . ? N11 S11 1.6367(17) . ? N12 S12 1.6418(18) . ? S11 S12 2.0765(7) . ? C21 N22 1.314(2) . ? C21 N21 1.342(2) . ? C21 Cl21 1.712(2) . ? N21 S21 1.6387(17) . ? N22 S22 1.6396(18) . ? S21 S22 2.0800(7) . ? C31 N32 1.319(2) . ? C31 N31 1.322(2) . ? C31 Cl31 1.7319(19) . ? N31 S31 1.6524(16) . ? N32 S32 1.6431(16) . ? S31 S32 2.0820(7) . ? C41 N41 1.320(3) . ? C41 N42 1.324(2) . ? C41 Cl41 1.7245(19) . ? N41 S41 1.6462(17) . ? N42 S42 1.6358(16) . ? S41 S42 2.0810(7) . ? C51 N52 1.321(2) . ? C51 N51 1.326(2) . ? C51 Cl51 1.7267(19) . ? N51 S51 1.6369(16) . ? N52 S52 1.6443(16) . ? S51 S52 2.0832(7) . ? C61 N61 1.320(2) . ? C61 N62 1.324(3) . ? C61 Cl61 1.7286(19) . ? N61 S61 1.6393(16) . ? N62 S62 1.6515(16) . ? S61 S62 2.0778(7) . ? C71 N71 1.316(3) . ? C71 N72 1.332(3) . ? C71 Cl71 1.720(2) . ? N71 S71 1.6422(19) . ? N72 S72 1.6401(18) . ? S71 S72 2.0778(8) . ? C81 N81 1.315(3) . ? C81 N82 1.335(3) . ? C81 Cl81 1.714(2) . ? N81 S81 1.6388(18) . ? N82 S82 1.6371(18) . ? S81 S82 2.0744(7) . ? 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 N12 C11 N11 125.37(18) . . ? N12 C11 Cl11 117.94(15) . . ? N11 C11 Cl11 116.69(14) . . ? C11 N11 S11 112.62(13) . . ? C11 N12 S12 112.24(14) . . ? N11 S11 S12 94.58(6) . . ? N12 S12 S11 95.18(6) . . ? N22 C21 N21 124.84(18) . . ? N22 C21 Cl21 118.33(15) . . ? N21 C21 Cl21 116.83(14) . . ? C21 N21 S21 112.82(13) . . ? C21 N22 S22 112.72(14) . . ? N21 S21 S22 94.41(6) . . ? N22 S22 S21 95.18(6) . . ? N32 C31 N31 126.53(18) . . ? N32 C31 Cl31 116.60(15) . . ? N31 C31 Cl31 116.87(14) . . ? C31 N31 S31 111.30(13) . . ? C31 N32 S32 112.49(14) . . ? N31 S31 S32 95.20(6) . . ? N32 S32 S31 94.44(6) . . ? N41 C41 N42 125.77(18) . . ? N41 C41 Cl41 117.44(15) . . ? N42 C41 Cl41 116.78(15) . . ? C41 N41 S41 111.69(14) . . ? C41 N42 S42 112.97(14) . . ? N41 S41 S42 95.23(6) . . ? N42 S42 S41 94.26(6) . . ? N52 C51 N51 125.86(18) . . ? N52 C51 Cl51 117.65(15) . . ? N51 C51 Cl51 116.47(15) . . ? C51 N51 S51 112.76(14) . . ? C51 N52 S52 111.72(14) . . ? N51 S51 S52 94.35(6) . . ? N52 S52 S51 95.17(6) . . ? N61 C61 N62 126.15(18) . . ? N61 C61 Cl61 116.66(15) . . ? N62 C61 Cl61 117.18(15) . . ? C61 N61 S61 112.73(14) . . ? C61 N62 S62 111.37(13) . . ? N61 S61 S62 94.48(6) . . ? N62 S62 S61 95.26(6) . . ? N71 C71 N72 125.60(19) . . ? N71 C71 Cl71 117.58(16) . . ? N72 C71 Cl71 116.82(15) . . ? C71 N71 S71 112.23(15) . . ? C71 N72 S72 112.46(14) . . ? N71 S71 S72 95.13(7) . . ? N72 S72 S71 94.58(7) . . ? N81 C81 N82 124.97(19) . . ? N81 C81 Cl81 118.21(15) . . ? N82 C81 Cl81 116.82(14) . . ? C81 N81 S81 112.53(14) . . ? C81 N82 S82 112.82(14) . . ? N81 S81 S82 95.20(6) . . ? N82 S82 S81 94.47(6) . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N12 C11 N11 S11 1.3(2) . . . . ? Cl11 C11 N11 S11 -177.95(9) . . . . ? N11 C11 N12 S12 -1.1(2) . . . . ? Cl11 C11 N12 S12 178.14(9) . . . . ? C11 N11 S11 S12 -0.74(13) . . . . ? C11 N12 S12 S11 0.38(13) . . . . ? N11 S11 S12 N12 0.20(8) . . . . ? N22 C21 N21 S21 0.9(2) . . . . ? Cl21 C21 N21 S21 -179.92(9) . . . . ? N21 C21 N22 S22 0.4(2) . . . . ? Cl21 C21 N22 S22 -178.78(9) . . . . ? C21 N21 S21 S22 -1.35(13) . . . . ? C21 N22 S22 S21 -1.14(14) . . . . ? N21 S21 S22 N22 1.36(8) . . . . ? N32 C31 N31 S31 1.8(2) . . . . ? Cl31 C31 N31 S31 -178.17(9) . . . . ? N31 C31 N32 S32 -0.2(3) . . . . ? Cl31 C31 N32 S32 179.76(9) . . . . ? C31 N31 S31 S32 -2.00(13) . . . . ? C31 N32 S32 S31 -1.09(13) . . . . ? N31 S31 S32 N32 1.70(8) . . . . ? N42 C41 N41 S41 -2.1(2) . . . . ? Cl41 C41 N41 S41 177.03(9) . . . . ? N41 C41 N42 S42 0.0(2) . . . . ? Cl41 C41 N42 S42 -179.14(9) . . . . ? C41 N41 S41 S42 2.51(14) . . . . ? C41 N42 S42 S41 1.56(13) . . . . ? N41 S41 S42 N42 -2.23(8) . . . . ? N52 C51 N51 S51 1.1(2) . . . . ? Cl51 C51 N51 S51 -177.54(9) . . . . ? N51 C51 N52 S52 -3.7(2) . . . . ? Cl51 C51 N52 S52 174.98(9) . . . . ? C51 N51 S51 S52 1.38(13) . . . . ? C51 N52 S52 S51 3.55(13) . . . . ? N51 S51 S52 N52 -2.70(8) . . . . ? N62 C61 N61 S61 -0.6(2) . . . . ? Cl61 C61 N61 S61 179.14(9) . . . . ? N61 C61 N62 S62 0.9(2) . . . . ? Cl61 C61 N62 S62 -178.83(9) . . . . ? C61 N61 S61 S62 0.04(13) . . . . ? C61 N62 S62 S61 -0.64(13) . . . . ? N61 S61 S62 N62 0.33(8) . . . . ? N72 C71 N71 S71 0.2(3) . . . . ? Cl71 C71 N71 S71 -179.87(10) . . . . ? N71 C71 N72 S72 0.1(3) . . . . ? Cl71 C71 N72 S72 -179.84(10) . . . . ? C71 N71 S71 S72 -0.29(14) . . . . ? C71 N72 S72 S71 -0.27(14) . . . . ? N71 S71 S72 N72 0.30(9) . . . . ? N82 C81 N81 S81 -0.8(2) . . . . ? Cl81 C81 N81 S81 178.92(10) . . . . ? N81 C81 N82 S82 0.0(2) . . . . ? Cl81 C81 N82 S82 -179.74(10) . . . . ? C81 N81 S81 S82 0.98(14) . . . . ? C81 N82 S82 S81 0.61(14) . . . . ? N81 S81 S82 N82 -0.86(9) . . . . ? #===END