# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_o-L _database_code_depnum_ccdc_archive 'CCDC 873982' #TrackingRef '10428_web_deposit_cif_file_0_SunhongPark_1333072020.o-L.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H23 N2 S2' _chemical_formula_weight 343.51 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 Orthorhombic _symmetry_space_group_name_H-M Cmca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' '-x, y+1/2, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z+1/2' '-x+1/2, y+1, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y-1/2, -z-1/2' 'x, -y-1/2, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y, -z-1/2' 'x+1/2, -y, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 16.4467(11) _cell_length_b 7.9431(4) _cell_length_c 26.0004(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3396.6(4) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3355 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 26.67 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.343 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_absorpt_coefficient_mu 0.315 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9543 _exptl_absorpt_correction_T_max 0.9783 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17031 _diffrn_reflns_av_R_equivalents 0.0906 _diffrn_reflns_av_sigmaI/netI 0.0661 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 26.50 _reflns_number_total 1828 _reflns_number_gt 1378 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1093P)^2^+6.8340P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1828 _refine_ls_number_parameters 122 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1661 _refine_ls_R_factor_gt 0.1384 _refine_ls_wR_factor_ref 0.3854 _refine_ls_wR_factor_gt 0.3609 _refine_ls_goodness_of_fit_ref 1.768 _refine_ls_restrained_S_all 1.768 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 0.3266(15) 0.363(3) 0.5418(12) 0.253(13) Uani 1 1 d . . . H11A H 0.2991 0.3197 0.5725 0.304 Uiso 1 1 calc R . . S1 S 0.30117(9) 0.0218(3) 0.33236(11) 0.0927(11) Uani 1 1 d . . . N1 N 0.5000 0.2199(8) 0.4062(3) 0.061(2) Uani 1 2 d S . . N2 N 0.3857(8) 0.4635(15) 0.4524(6) 0.089(4) Uani 0.50 1 d P . . C1 C 0.5000 -0.3919(9) 0.3449(3) 0.052(2) Uani 1 2 d S . . H1A H 0.5000 -0.4865 0.3660 0.062 Uiso 1 2 calc SR . . C2 C 0.4279(3) -0.3217(6) 0.3293(2) 0.0483(14) Uani 1 1 d . . . H2A H 0.3791 -0.3689 0.3401 0.058 Uiso 1 1 calc R . . C3 C 0.4268(3) -0.1821(6) 0.2976(2) 0.0402(12) Uani 1 1 d . . . C4 C 0.5000 -0.1152(8) 0.2817(3) 0.0377(15) Uani 1 2 d S . . H4A H 0.5000 -0.0228 0.2597 0.045 Uiso 1 2 calc SR . . C5 C 0.3483(3) -0.1007(7) 0.2825(3) 0.0605(17) Uani 1 1 d . . . H5A H 0.3106 -0.1878 0.2717 0.073 Uiso 1 1 calc R . . H5B H 0.3582 -0.0283 0.2531 0.073 Uiso 1 1 calc R . . C6 C 0.3871(7) 0.1698(9) 0.3474(4) 0.111(4) Uani 1 1 d . . . H6A H 0.4272 0.1704 0.3201 0.134 Uiso 1 1 calc R . . H6B H 0.3674 0.2836 0.3528 0.134 Uiso 1 1 calc R . . C7 C 0.4195(6) 0.1019(12) 0.3932(3) 0.108(3) Uani 1 1 d . . . H7A H 0.4352 -0.0147 0.3882 0.130 Uiso 1 1 calc R . . H7B H 0.3801 0.1078 0.4209 0.130 Uiso 1 1 calc R . . C9 C 0.4185(6) 0.3392(12) 0.4811(4) 0.044(2) Uani 0.50 1 d P . . C10 C 0.3931(6) 0.2844(13) 0.5249(4) 0.066(4) Uani 0.50 1 d P . . H10A H 0.4186 0.1982 0.5430 0.080 Uiso 0.50 1 calc PR . . C12 C 0.3035(6) 0.5276(13) 0.4758(4) 0.147(8) Uani 1 1 d R . . H12A H 0.2569 0.4828 0.4567 0.176 Uiso 1 1 calc R . . C8 C 0.5000 0.2539(10) 0.4600(4) 0.058(2) Uani 1 2 d S . . H8C H 0.5454 0.3275 0.4677 0.070 Uiso 0.50 1 calc PR . . H8A H 0.5087 0.1491 0.4783 0.070 Uiso 0.50 1 calc PR . . 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 0.33(3) 0.22(3) 0.21(2) -0.03(2) -0.018(18) -0.08(2) S1 0.0308(9) 0.0824(14) 0.165(3) -0.0423(13) -0.0008(9) 0.0100(7) N1 0.078(5) 0.034(3) 0.071(5) -0.019(3) 0.000 0.000 N2 0.090(9) 0.071(7) 0.105(10) 0.011(7) 0.005(8) 0.030(7) C1 0.044(4) 0.032(3) 0.080(6) 0.010(3) 0.000 0.000 C2 0.035(3) 0.037(2) 0.073(4) 0.000(2) 0.003(2) -0.007(2) C3 0.033(2) 0.036(2) 0.051(3) -0.005(2) -0.007(2) 0.0019(18) C4 0.043(4) 0.035(3) 0.035(4) 0.000(3) 0.000 0.000 C5 0.039(3) 0.054(3) 0.088(5) 0.013(3) -0.012(3) 0.001(2) C6 0.151(9) 0.048(4) 0.135(8) 0.020(4) 0.057(7) 0.035(5) C7 0.141(8) 0.120(7) 0.064(5) -0.003(5) 0.001(5) 0.073(6) C9 0.046(5) 0.041(5) 0.045(6) -0.014(4) -0.006(5) -0.005(4) C10 0.091(10) 0.075(8) 0.034(6) -0.003(6) 0.018(6) -0.002(7) C12 0.123(9) 0.137(12) 0.181(17) -0.091(14) -0.078(9) 0.067(9) C8 0.052(4) 0.050(4) 0.073(6) -0.013(4) 0.000 0.000 _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 C12 1.05(3) 4_566 ? C11 C10 1.34(3) . ? C11 N2 1.69(2) 4_566 ? S1 C5 1.797(7) . ? S1 C6 1.879(11) . ? N1 C8 1.423(12) . ? N1 C7 1.657(11) 12_655 ? N1 C7 1.657(11) . ? N2 C9 1.350(16) . ? N2 C12 1.567(17) . ? N2 C11 1.69(2) 4_566 ? C1 C2 1.372(6) 12_655 ? C1 C2 1.372(6) . ? C2 C3 1.381(7) . ? C3 C4 1.380(6) . ? C3 C5 1.496(7) . ? C4 C3 1.380(6) 12_655 ? C6 C7 1.411(12) . ? C9 C10 1.289(15) . ? C9 C8 1.599(11) . ? C12 C11 1.05(3) 4_566 ? C12 C12 1.332(19) 4_566 ? 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 C11 C10 123(3) 4_566 . ? C12 C11 N2 64.8(14) 4_566 4_566 ? C10 C11 N2 86.6(16) . 4_566 ? C5 S1 C6 99.5(3) . . ? C8 N1 C7 108.0(5) . 12_655 ? C8 N1 C7 108.0(5) . . ? C7 N1 C7 106.0(6) 12_655 . ? C9 N2 C12 111.6(11) . . ? C9 N2 C11 141.0(15) . 4_566 ? C12 N2 C11 37.4(9) . 4_566 ? C2 C1 C2 119.6(7) 12_655 . ? C1 C2 C3 120.9(5) . . ? C4 C3 C2 118.5(4) . . ? C4 C3 C5 120.5(5) . . ? C2 C3 C5 121.0(4) . . ? C3 C4 C3 121.5(6) 12_655 . ? C3 C5 S1 114.6(4) . . ? C7 C6 S1 102.8(7) . . ? C6 C7 N1 105.0(8) . . ? C10 C9 N2 127.2(11) . . ? C10 C9 C8 115.7(9) . . ? N2 C9 C8 117.1(10) . . ? C9 C10 C11 113.5(16) . . ? C11 C12 C12 133(2) 4_566 4_566 ? C11 C12 N2 77.7(16) 4_566 . ? C12 C12 N2 105.0(8) 4_566 . ? N1 C8 C9 114.7(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.139 _refine_diff_density_min -0.977 _refine_diff_density_rms 0.101 data_m-L _database_code_depnum_ccdc_archive 'CCDC 873983' #TrackingRef '10429_web_deposit_cif_file_1_SunhongPark_1333072020.m-L.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H22 N2 S2' _chemical_formula_weight 330.50 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 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 8.9908(2) _cell_length_b 8.1469(2) _cell_length_c 22.5487(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.9930(10) _cell_angle_gamma 90.00 _cell_volume 1651.38(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5506 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 28.25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.329 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 0.321 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9838 _exptl_absorpt_correction_T_max 0.9911 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 17092 _diffrn_reflns_av_R_equivalents 0.0421 _diffrn_reflns_av_sigmaI/netI 0.0443 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3197 _reflns_number_gt 2418 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0426P)^2^+0.9192P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3197 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0648 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.1030 _refine_ls_wR_factor_gt 0.0939 _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 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 0.67462(6) 0.06653(7) 0.20395(3) 0.03406(18) Uani 1 1 d . . . S2 S -0.00103(6) -0.02680(8) 0.09182(3) 0.0383(2) Uani 1 1 d . . . N1 N 0.38992(18) 0.2363(2) 0.07393(8) 0.0268(4) Uani 1 1 d . . . N2 N 0.1907(2) 0.4324(2) -0.11531(8) 0.0385(5) Uani 1 1 d . . . C1 C 0.2942(2) -0.0878(3) 0.21226(9) 0.0241(5) Uani 1 1 d . . . H1A H 0.2700 0.0117 0.2318 0.029 Uiso 1 1 calc R . . C2 C 0.4373(2) -0.1509(3) 0.21853(9) 0.0237(5) Uani 1 1 d . . . C3 C 0.5558(2) -0.0558(3) 0.25153(10) 0.0308(5) Uani 1 1 d . . . H3A H 0.6189 -0.1338 0.2744 0.037 Uiso 1 1 calc R . . H3B H 0.5075 0.0180 0.2803 0.037 Uiso 1 1 calc R . . C4 C 0.5421(2) 0.1989(3) 0.16576(10) 0.0315(5) Uani 1 1 d . . . H4A H 0.4505 0.2069 0.1893 0.038 Uiso 1 1 calc R . . H4B H 0.5848 0.3104 0.1623 0.038 Uiso 1 1 calc R . . C5 C 0.5027(2) 0.1348(3) 0.10442(9) 0.0283(5) Uani 1 1 d . . . H5A H 0.5937 0.1317 0.0803 0.034 Uiso 1 1 calc R . . H5B H 0.4650 0.0211 0.1078 0.034 Uiso 1 1 calc R . . C6 C 0.4092(2) 0.2353(3) 0.00955(9) 0.0316(5) Uani 1 1 d . . . H6A H 0.3867 0.1239 -0.0057 0.038 Uiso 1 1 calc R . . H6B H 0.5146 0.2592 0.0010 0.038 Uiso 1 1 calc R . . C7 C 0.3119(2) 0.3581(3) -0.02336(9) 0.0256(5) Uani 1 1 d . . . C8 C 0.2664(3) 0.5043(3) 0.00127(10) 0.0358(6) Uani 1 1 d . . . H8A H 0.2940 0.5309 0.0410 0.043 Uiso 1 1 calc R . . C9 C 0.1480(3) 0.5719(3) -0.08984(11) 0.0356(6) Uani 1 1 d . . . H9A H 0.0917 0.6480 -0.1130 0.043 Uiso 1 1 calc R . . C10 C 0.1810(3) 0.6115(3) -0.03185(10) 0.0376(6) Uani 1 1 d . . . H10A H 0.1456 0.7107 -0.0150 0.045 Uiso 1 1 calc R . . C11 C 0.2692(2) 0.3286(3) -0.08138(10) 0.0310(5) Uani 1 1 d . . . H11A H 0.2977 0.2270 -0.0985 0.037 Uiso 1 1 calc R . . C12 C 0.2385(2) 0.1934(3) 0.09146(10) 0.0273(5) Uani 1 1 d . . . H12A H 0.1710 0.2841 0.0796 0.033 Uiso 1 1 calc R . . H12B H 0.2366 0.1847 0.1352 0.033 Uiso 1 1 calc R . . C13 C 0.1783(2) 0.0346(3) 0.06509(10) 0.0314(5) Uani 1 1 d . . . H13A H 0.2505 -0.0543 0.0737 0.038 Uiso 1 1 calc R . . H13B H 0.1712 0.0471 0.0215 0.038 Uiso 1 1 calc R . . C14 C 0.0362(2) -0.0883(3) 0.16850(10) 0.0307(5) Uani 1 1 d . . . H14A H 0.0295 0.0096 0.1943 0.037 Uiso 1 1 calc R . . H14B H -0.0417 -0.1665 0.1808 0.037 Uiso 1 1 calc R . . C15 C 0.1854(2) -0.1665(3) 0.17812(9) 0.0235(5) Uani 1 1 d . . . C16 C 0.2209(2) -0.3150(3) 0.15146(9) 0.0260(5) Uani 1 1 d . . . H16A H 0.1479 -0.3713 0.1283 0.031 Uiso 1 1 calc R . . C17 C 0.3618(2) -0.3814(3) 0.15837(9) 0.0279(5) Uani 1 1 d . . . H17A H 0.3847 -0.4833 0.1402 0.033 Uiso 1 1 calc R . . C18 C 0.4693(2) -0.3001(3) 0.19161(9) 0.0255(5) Uani 1 1 d . . . H18A H 0.5658 -0.3465 0.1961 0.031 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 0.0237(3) 0.0368(4) 0.0413(4) 0.0007(3) -0.0100(2) 0.0003(3) S2 0.0280(3) 0.0433(4) 0.0432(4) 0.0146(3) -0.0142(3) -0.0061(3) N1 0.0271(9) 0.0258(10) 0.0275(10) 0.0019(8) -0.0005(8) 0.0040(8) N2 0.0433(12) 0.0406(13) 0.0315(12) 0.0029(10) -0.0047(9) 0.0052(10) C1 0.0280(11) 0.0260(12) 0.0183(11) -0.0011(9) 0.0011(9) 0.0046(9) C2 0.0263(11) 0.0283(12) 0.0165(11) 0.0038(9) -0.0026(9) 0.0017(9) C3 0.0320(12) 0.0346(13) 0.0254(13) -0.0024(10) -0.0082(10) 0.0066(10) C4 0.0288(12) 0.0275(12) 0.0378(14) 0.0002(10) -0.0085(10) 0.0014(10) C5 0.0251(11) 0.0293(12) 0.0305(13) 0.0007(10) -0.0012(9) 0.0029(10) C6 0.0323(12) 0.0320(13) 0.0307(14) 0.0036(11) 0.0034(10) 0.0030(10) C7 0.0256(11) 0.0254(12) 0.0259(13) 0.0026(10) 0.0015(9) -0.0046(9) C8 0.0493(15) 0.0321(13) 0.0256(13) -0.0002(11) -0.0066(11) -0.0003(12) C9 0.0354(13) 0.0364(14) 0.0350(15) 0.0081(11) -0.0030(11) 0.0049(11) C10 0.0502(15) 0.0280(13) 0.0345(15) -0.0009(11) -0.0020(11) 0.0085(12) C11 0.0324(12) 0.0310(13) 0.0297(14) 0.0002(10) 0.0025(10) 0.0009(10) C12 0.0263(11) 0.0275(12) 0.0280(12) 0.0029(10) -0.0021(9) 0.0023(10) C13 0.0349(12) 0.0317(13) 0.0275(13) 0.0048(10) -0.0039(10) -0.0029(10) C14 0.0243(11) 0.0353(13) 0.0324(13) 0.0014(11) -0.0020(9) 0.0029(10) C15 0.0242(11) 0.0280(12) 0.0181(11) 0.0053(9) -0.0001(9) 0.0022(9) C16 0.0298(12) 0.0244(12) 0.0236(12) 0.0021(9) -0.0036(9) -0.0049(10) C17 0.0368(13) 0.0198(11) 0.0270(13) 0.0018(10) 0.0013(10) 0.0035(10) C18 0.0269(11) 0.0274(12) 0.0221(12) 0.0054(10) -0.0014(9) 0.0067(9) _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 S1 C4 1.813(2) . ? S1 C3 1.823(2) . ? S2 C13 1.802(2) . ? S2 C14 1.826(2) . ? N1 C6 1.465(3) . ? N1 C12 1.466(3) . ? N1 C5 1.470(3) . ? N2 C9 1.333(3) . ? N2 C11 1.334(3) . ? C1 C15 1.391(3) . ? C1 C2 1.391(3) . ? C2 C18 1.391(3) . ? C2 C3 1.503(3) . ? C4 C5 1.515(3) . ? C6 C7 1.515(3) . ? C7 C11 1.378(3) . ? C7 C8 1.380(3) . ? C8 C10 1.375(3) . ? C9 C10 1.374(3) . ? C12 C13 1.519(3) . ? C14 C15 1.497(3) . ? C15 C16 1.390(3) . ? C16 C17 1.384(3) . ? C17 C18 1.382(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 C4 S1 C3 102.57(10) . . ? C13 S2 C14 104.03(10) . . ? C6 N1 C12 113.08(16) . . ? C6 N1 C5 111.58(16) . . ? C12 N1 C5 112.09(16) . . ? C9 N2 C11 116.5(2) . . ? C15 C1 C2 121.77(19) . . ? C1 C2 C18 118.44(19) . . ? C1 C2 C3 120.44(19) . . ? C18 C2 C3 121.07(18) . . ? C2 C3 S1 114.06(15) . . ? C5 C4 S1 111.70(15) . . ? N1 C5 C4 112.42(18) . . ? N1 C6 C7 113.87(18) . . ? C11 C7 C8 116.9(2) . . ? C11 C7 C6 120.0(2) . . ? C8 C7 C6 123.1(2) . . ? C10 C8 C7 119.8(2) . . ? N2 C9 C10 123.4(2) . . ? C9 C10 C8 118.5(2) . . ? N2 C11 C7 124.8(2) . . ? N1 C12 C13 115.06(18) . . ? C12 C13 S2 114.86(16) . . ? C15 C14 S2 113.79(15) . . ? C16 C15 C1 118.44(19) . . ? C16 C15 C14 121.28(19) . . ? C1 C15 C14 120.22(19) . . ? C17 C16 C15 120.5(2) . . ? C18 C17 C16 120.3(2) . . ? C17 C18 C2 120.51(19) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.499 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.053 data_p-L _database_code_depnum_ccdc_archive 'CCDC 873984' #TrackingRef '10430_web_deposit_cif_file_2_SunhongPark_1333072020.p-L.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H23 N2 O0 S2' _chemical_formula_weight 331.50 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' O O 0.0106 0.0060 '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 8.6109(10) _cell_length_b 8.8251(10) _cell_length_c 22.832(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.635(2) _cell_angle_gamma 90.00 _cell_volume 1734.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2270 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 25.00 _exptl_crystal_description plate _exptl_crystal_colour colorless _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 1.270 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 708 _exptl_absorpt_coefficient_mu 0.305 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9549 _diffrn_reflns_av_R_equivalents 0.1391 _diffrn_reflns_av_sigmaI/netI 0.1001 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3411 _reflns_number_gt 1913 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1795P)^2^+0.8766P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3411 _refine_ls_number_parameters 195 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1434 _refine_ls_R_factor_gt 0.0894 _refine_ls_wR_factor_ref 0.3191 _refine_ls_wR_factor_gt 0.2616 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 S2 S 0.9067(2) 0.4656(2) 0.25318(7) 0.0773(6) Uani 1 1 d . . . N1 N 0.7123(4) 0.6881(4) 0.39034(17) 0.0464(10) Uani 1 1 d . . . N2 N 1.2243(7) 0.8742(9) 0.4772(4) 0.110(3) Uani 1 1 d . . . H2A H 1.3167 0.9092 0.4829 0.132 Uiso 1 1 calc R . . C1 C 0.4896(8) 0.1577(8) 0.3644(3) 0.0783(18) Uani 1 1 d . A . H1A H 0.4360 0.1168 0.3955 0.094 Uiso 1 1 calc R . . C2 C 0.6270(7) 0.0996(6) 0.3508(3) 0.0671(16) Uani 1 1 d . . . H2B H 0.6668 0.0183 0.3723 0.081 Uiso 1 1 calc R . . C3 C 0.7103(6) 0.1562(6) 0.3060(3) 0.0630(15) Uani 1 1 d . . . H3A H 0.8055 0.1133 0.2972 0.076 Uiso 1 1 calc R . . C4 C 0.6527(6) 0.2796(6) 0.2732(2) 0.0575(14) Uani 1 1 d . . . C5 C 0.7469(8) 0.3513(8) 0.2261(3) 0.081(2) Uani 1 1 d . . . H5A H 0.6788 0.4141 0.2018 0.097 Uiso 1 1 calc R . . H5B H 0.7874 0.2718 0.2015 0.097 Uiso 1 1 calc R . . C6 C 0.8106(7) 0.6062(6) 0.2948(2) 0.0621(14) Uani 1 1 d . . . H6A H 0.8660 0.7012 0.2909 0.074 Uiso 1 1 calc R . . H6B H 0.7069 0.6205 0.2781 0.074 Uiso 1 1 calc R . . C7 C 0.7974(5) 0.5713(5) 0.3593(2) 0.0481(12) Uani 1 1 d . . . H7A H 0.7448 0.4749 0.3636 0.058 Uiso 1 1 calc R . . H7B H 0.9008 0.5617 0.3769 0.058 Uiso 1 1 calc R . . C8 C 0.7624(6) 0.7035(6) 0.4517(2) 0.0556(13) Uani 1 1 d . . . H8A H 0.7557 0.6054 0.4706 0.067 Uiso 1 1 calc R . . H8B H 0.6919 0.7717 0.4711 0.067 Uiso 1 1 calc R . . C9 C 0.9250(6) 0.7626(6) 0.4596(2) 0.0527(13) Uani 1 1 d . . . C10 C 1.0181(7) 0.7184(7) 0.5061(3) 0.0717(17) Uani 1 1 d . . . H10A H 0.9815 0.6480 0.5327 0.086 Uiso 1 1 calc R . . C11 C 1.1623(8) 0.7755(11) 0.5137(4) 0.098(3) Uani 1 1 d . . . H11A H 1.2215 0.7443 0.5462 0.118 Uiso 1 1 calc R . . C12 C 1.1354(8) 0.9162(8) 0.4312(4) 0.089(2) Uani 1 1 d . . . H12A H 1.1759 0.9848 0.4048 0.106 Uiso 1 1 calc R . . C13 C 0.9883(7) 0.8636(7) 0.4211(3) 0.0695(16) Uani 1 1 d . . . H13A H 0.9310 0.8958 0.3883 0.083 Uiso 1 1 calc R . . C14 C 0.5449(5) 0.6783(6) 0.3821(2) 0.0527(13) Uani 1 1 d . A . H14A H 0.5214 0.6646 0.3406 0.063 Uiso 1 1 calc R . . H14B H 0.5003 0.7745 0.3935 0.063 Uiso 1 1 calc R . . C17 C 0.4256(6) 0.2778(8) 0.3332(3) 0.0735(19) Uani 1 1 d . . . C18 C 0.5100(7) 0.3369(6) 0.2871(3) 0.0666(17) Uani 1 1 d . A . H18A H 0.4685 0.4169 0.2652 0.080 Uiso 1 1 calc R . . C15 C 0.4642(5) 0.5524(5) 0.4156(2) 0.0539(12) Uani 1 1 d . . . H15A H 0.4523 0.5812 0.4562 0.065 Uiso 0.463(13) 1 calc PR A 1 H15B H 0.5243 0.4595 0.4144 0.065 Uiso 0.463(13) 1 calc PR A 1 H15C H 0.4685 0.5792 0.4568 0.065 Uiso 0.537(13) 1 calc PR A 2 H15D H 0.5251 0.4607 0.4114 0.065 Uiso 0.537(13) 1 calc PR A 2 C16 C 0.2720(5) 0.3231(5) 0.3629(2) 0.048(3) Uiso 0.463(13) 1 d PR A 1 H16A H 0.2628 0.2673 0.3992 0.058 Uiso 0.463(13) 1 calc PR A 1 H16B H 0.1843 0.2963 0.3373 0.058 Uiso 0.463(13) 1 calc PR A 1 S1 S 0.2675(4) 0.5247(4) 0.3780(3) 0.0442(12) Uiso 0.463(13) 1 d P A 1 C16' C 0.2739(14) 0.3754(14) 0.3310(6) 0.076(4) Uiso 0.537(13) 1 d P A 2 H16C H 0.1839 0.3093 0.3310 0.091 Uiso 0.537(13) 1 calc PR A 2 H16D H 0.2696 0.4344 0.2952 0.091 Uiso 0.537(13) 1 calc PR A 2 S1' S 0.2694(4) 0.5076(4) 0.3966(3) 0.0596(11) Uiso 0.537(13) 1 d P A 2 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 0.0796(12) 0.0854(12) 0.0678(10) -0.0163(8) 0.0175(8) -0.0249(9) N1 0.038(2) 0.047(2) 0.053(2) 0.0024(17) -0.0054(17) -0.0008(16) N2 0.054(3) 0.111(5) 0.164(7) -0.071(5) -0.022(4) -0.009(3) C1 0.068(4) 0.086(4) 0.081(4) -0.014(4) 0.003(3) -0.034(4) C2 0.062(4) 0.051(3) 0.088(4) 0.010(3) -0.011(3) -0.009(3) C3 0.048(3) 0.051(3) 0.089(4) -0.017(3) -0.010(3) 0.006(2) C4 0.064(3) 0.052(3) 0.055(3) -0.011(2) -0.013(3) -0.008(2) C5 0.103(5) 0.088(4) 0.051(3) -0.008(3) -0.002(3) -0.032(4) C6 0.074(4) 0.056(3) 0.056(3) 0.005(2) 0.004(3) -0.014(3) C7 0.044(3) 0.049(3) 0.051(3) 0.003(2) -0.011(2) -0.004(2) C8 0.056(3) 0.056(3) 0.054(3) -0.008(2) -0.001(2) -0.005(2) C9 0.047(3) 0.048(3) 0.063(3) -0.020(2) -0.004(2) 0.003(2) C10 0.067(4) 0.080(4) 0.066(4) -0.022(3) -0.020(3) 0.005(3) C11 0.060(4) 0.121(7) 0.112(6) -0.051(5) -0.030(4) 0.011(4) C12 0.060(4) 0.068(4) 0.138(7) -0.029(4) 0.011(4) -0.018(3) C13 0.056(3) 0.060(3) 0.091(4) -0.015(3) -0.009(3) -0.006(3) C14 0.046(3) 0.052(3) 0.059(3) 0.013(2) -0.008(2) -0.002(2) C17 0.036(3) 0.074(4) 0.110(5) -0.041(4) -0.008(3) -0.005(3) C18 0.060(3) 0.052(3) 0.086(4) -0.014(3) -0.038(3) 0.006(3) C15 0.047(3) 0.058(3) 0.056(3) 0.002(2) -0.005(2) -0.003(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 S1 C6 1.781(6) . ? S1 C5 1.801(6) . ? N1 C14 1.451(6) . ? N1 C7 1.460(6) . ? N1 C8 1.461(6) . ? N2 C11 1.328(11) . ? N2 C12 1.334(11) . ? C1 C2 1.335(9) . ? C1 C17 1.383(10) . ? C2 C3 1.359(8) . ? C3 C4 1.405(7) . ? C4 C18 1.374(8) . ? C4 C5 1.504(8) . ? C6 C7 1.510(7) . ? C8 C9 1.500(7) . ? C9 C10 1.368(8) . ? C9 C13 1.376(8) . ? C10 C11 1.347(9) . ? C12 C13 1.363(8) . ? C14 C15 1.528(7) . ? C17 C18 1.398(9) . ? C17 C16 1.555(8) . ? C17 C16' 1.564(13) . ? C15 S2' 1.765(6) . ? C15 S2 1.892(6) . ? C16 S2 1.813(6) . ? C16' S2' 1.900(13) . ? 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 C6 S1 C5 102.2(3) . . ? C14 N1 C7 113.9(4) . . ? C14 N1 C8 113.3(4) . . ? C7 N1 C8 113.2(4) . . ? C11 N2 C12 116.4(6) . . ? C2 C1 C17 121.1(6) . . ? C1 C2 C3 121.6(6) . . ? C2 C3 C4 120.0(5) . . ? C18 C4 C3 117.8(5) . . ? C18 C4 C5 120.9(6) . . ? C3 C4 C5 121.2(6) . . ? C4 C5 S1 114.4(4) . . ? C7 C6 S1 115.3(4) . . ? N1 C7 C6 112.5(4) . . ? N1 C8 C9 113.4(4) . . ? C10 C9 C13 116.5(5) . . ? C10 C9 C8 121.2(6) . . ? C13 C9 C8 122.2(5) . . ? C11 C10 C9 120.8(8) . . ? N2 C11 C10 123.4(8) . . ? N2 C12 C13 123.3(8) . . ? C12 C13 C9 119.6(7) . . ? N1 C14 C15 116.3(4) . . ? C1 C17 C18 117.8(5) . . ? C1 C17 C16 107.7(6) . . ? C18 C17 C16 134.4(6) . . ? C1 C17 C16' 139.4(8) . . ? C18 C17 C16' 102.8(8) . . ? C16 C17 C16' 32.1(5) . . ? C4 C18 C17 121.6(5) . . ? C14 C15 S2' 118.9(4) . . ? C14 C15 S2 106.3(4) . . ? S2' C15 S2 13.62(15) . . ? C17 C16 S2 111.0(4) . . ? C16 S2 C15 100.9(3) . . ? C17 C16' S2' 110.4(7) . . ? C15 S2' C16' 106.8(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.622 _refine_diff_density_min -0.791 _refine_diff_density_rms 0.108 data_1 _database_code_depnum_ccdc_archive 'CCDC 873985' #TrackingRef '10431_web_deposit_cif_file_3_SunhongPark_1333072020.1.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H22 Ag Cl F0 N2 O4 P0 S2' _chemical_formula_weight 537.82 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' Ag Ag -0.8971 1.1015 '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' O O 0.0106 0.0060 '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 10.4455(4) _cell_length_b 16.5989(7) _cell_length_c 11.7361(5) _cell_angle_alpha 90.00 _cell_angle_beta 92.140(2) _cell_angle_gamma 90.00 _cell_volume 2033.43(14) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5151 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 25.97 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.757 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 1.356 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7280 _exptl_absorpt_correction_T_max 0.8225 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19197 _diffrn_reflns_av_R_equivalents 0.0569 _diffrn_reflns_av_sigmaI/netI 0.0493 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 26.50 _reflns_number_total 4215 _reflns_number_gt 3222 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0867P)^2^+8.6529P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4215 _refine_ls_number_parameters 238 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0826 _refine_ls_R_factor_gt 0.0643 _refine_ls_wR_factor_ref 0.1881 _refine_ls_wR_factor_gt 0.1760 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Ag1 Ag 0.11406(5) 0.60784(3) 0.21646(6) 0.0582(2) Uani 1 1 d . . . N1 N -0.1175(4) 0.6413(3) 0.2105(5) 0.0374(11) Uani 1 1 d . . . N2 N 0.0020(5) 0.5108(3) 0.3257(5) 0.0511(14) Uani 1 1 d . . . S1 S 0.11133(17) 0.74956(10) 0.33108(15) 0.0512(4) Uani 1 1 d . . . S2 S 0.04896(16) 0.59069(9) -0.00988(15) 0.0463(4) Uani 1 1 d . . . C1 C 0.1668(6) 0.7629(3) 0.0611(6) 0.0417(14) Uani 1 1 d . . . H1A H 0.2273 0.7257 0.0878 0.050 Uiso 1 1 calc R . . C2 C 0.1402(6) 0.8294(3) 0.1274(6) 0.0423(14) Uani 1 1 d . . . C3 C 0.1850(7) 0.8298(4) 0.2489(6) 0.0520(16) Uani 1 1 d . . . H3B H 0.1649 0.8815 0.2824 0.062 Uiso 1 1 calc R . . H3C H 0.2774 0.8234 0.2533 0.062 Uiso 1 1 calc R . . C4 C -0.0575(7) 0.7715(4) 0.3102(7) 0.0545(17) Uani 1 1 d . . . H4A H -0.0989 0.7581 0.3803 0.065 Uiso 1 1 calc R . . H4B H -0.0662 0.8292 0.2996 0.065 Uiso 1 1 calc R . . C5 C -0.1322(7) 0.7307(4) 0.2129(8) 0.063(2) Uani 1 1 d . . . H5A H -0.2223 0.7435 0.2187 0.076 Uiso 1 1 calc R . . H5B H -0.1042 0.7525 0.1413 0.076 Uiso 1 1 calc R . . C6 C -0.1746(7) 0.6045(4) 0.3110(8) 0.061(2) Uani 1 1 d . . . H6A H -0.2668 0.6018 0.2984 0.074 Uiso 1 1 calc R . . H6B H -0.1570 0.6385 0.3769 0.074 Uiso 1 1 calc R . . C7 C -0.1239(6) 0.5212(4) 0.3356(7) 0.0556(18) Uani 1 1 d . . . C8 C -0.2015(7) 0.4621(4) 0.3762(7) 0.0598(19) Uani 1 1 d . . . H8A H -0.2896 0.4699 0.3780 0.072 Uiso 1 1 calc R . . C9 C -0.1478(10) 0.3916(4) 0.4139(7) 0.068(2) Uani 1 1 d . . . H9A H -0.1982 0.3512 0.4439 0.081 Uiso 1 1 calc R . . C10 C -0.0188(10) 0.3814(5) 0.4070(7) 0.071(2) Uani 1 1 d . . . H10A H 0.0201 0.3341 0.4326 0.085 Uiso 1 1 calc R . . C11 C 0.0523(8) 0.4416(4) 0.3621(6) 0.0547(17) Uani 1 1 d . . . H11A H 0.1401 0.4338 0.3568 0.066 Uiso 1 1 calc R . . C12 C -0.1775(7) 0.6056(4) 0.1100(7) 0.0589(19) Uani 1 1 d . . . H12A H -0.2658 0.6237 0.1044 0.071 Uiso 1 1 calc R . . H12B H -0.1788 0.5477 0.1205 0.071 Uiso 1 1 calc R . . C13 C -0.1158(6) 0.6235(4) -0.0038(6) 0.0479(15) Uani 1 1 d . . . H13A H -0.1194 0.6811 -0.0176 0.057 Uiso 1 1 calc R . . H13B H -0.1656 0.5973 -0.0645 0.057 Uiso 1 1 calc R . . C14 C 0.1163(7) 0.6693(4) -0.0984(6) 0.0513(16) Uani 1 1 d . . . H14A H 0.2058 0.6575 -0.1103 0.062 Uiso 1 1 calc R . . H14B H 0.0715 0.6699 -0.1722 0.062 Uiso 1 1 calc R . . C15 C 0.1055(6) 0.7505(3) -0.0437(5) 0.0414(13) Uani 1 1 d . . . C16 C 0.0237(7) 0.8099(4) -0.0863(6) 0.0555(17) Uani 1 1 d . . . H16A H -0.0172 0.8029 -0.1573 0.067 Uiso 1 1 calc R . . C17 C 0.0021(7) 0.8794(4) -0.0251(7) 0.0571(19) Uani 1 1 d . . . H17A H -0.0511 0.9191 -0.0564 0.068 Uiso 1 1 calc R . . C18 C 0.05807(13) 0.89035(9) 0.08122(14) 0.0544(18) Uani 1 1 d . . . H18A H 0.0425 0.9369 0.1225 0.065 Uiso 1 1 calc R . . Cl1 Cl 0.40886(13) 0.55732(9) 0.13081(14) 0.0566(5) Uani 1 1 d R . . O2 O 0.35359(13) 0.54712(9) 0.01469(14) 0.0696(15) Uani 1 1 d R . . O3 O 0.52166(13) 0.50412(9) 0.15821(14) 0.0722(16) Uani 1 1 d R . . O4 O 0.45579(13) 0.64333(9) 0.12989(14) 0.0831(18) Uani 1 1 d R . . O1 O 0.32349(13) 0.55571(9) 0.22519(14) 0.0824(19) Uani 1 1 d 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 Ag1 0.0309(3) 0.0597(4) 0.0847(5) 0.0183(3) 0.0102(3) 0.0058(2) N1 0.027(2) 0.034(2) 0.051(3) 0.003(2) 0.004(2) -0.0001(18) N2 0.042(3) 0.046(3) 0.065(4) 0.009(3) 0.006(3) 0.009(2) S1 0.0560(10) 0.0519(9) 0.0451(10) 0.0032(7) -0.0065(8) -0.0086(7) S2 0.0463(9) 0.0383(7) 0.0551(11) -0.0075(6) 0.0117(8) -0.0068(6) C1 0.035(3) 0.037(3) 0.054(4) 0.008(3) 0.001(3) -0.006(2) C2 0.043(3) 0.034(3) 0.049(4) 0.003(2) -0.003(3) -0.013(2) C3 0.059(4) 0.043(3) 0.053(4) -0.004(3) -0.003(3) -0.015(3) C4 0.063(4) 0.042(3) 0.059(5) -0.007(3) 0.013(4) 0.000(3) C5 0.053(4) 0.047(4) 0.089(6) -0.003(4) 0.004(4) 0.007(3) C6 0.047(4) 0.064(4) 0.075(6) 0.009(4) 0.019(4) 0.007(3) C7 0.043(4) 0.053(4) 0.071(5) 0.018(3) 0.008(3) 0.000(3) C8 0.052(4) 0.062(4) 0.065(5) 0.013(4) 0.005(4) -0.012(3) C9 0.098(7) 0.052(4) 0.053(5) 0.014(3) -0.006(5) -0.026(4) C10 0.098(7) 0.054(4) 0.059(5) 0.014(3) -0.017(5) 0.013(4) C11 0.065(4) 0.049(4) 0.049(4) 0.000(3) -0.008(3) 0.018(3) C12 0.041(4) 0.057(4) 0.078(6) 0.003(3) -0.005(4) -0.001(3) C13 0.038(3) 0.054(3) 0.050(4) 0.000(3) -0.010(3) -0.005(3) C14 0.061(4) 0.056(4) 0.037(4) -0.004(3) 0.012(3) -0.012(3) C15 0.045(3) 0.043(3) 0.037(3) 0.005(2) 0.004(3) -0.009(2) C16 0.058(4) 0.063(4) 0.045(4) 0.019(3) -0.005(3) -0.015(3) C17 0.059(4) 0.046(3) 0.066(5) 0.022(3) 0.003(4) 0.000(3) C18 0.060(4) 0.030(3) 0.073(5) 0.008(3) 0.007(4) -0.002(3) Cl1 0.0378(8) 0.0683(10) 0.0637(12) -0.0022(8) 0.0019(8) 0.0084(7) O2 0.043(3) 0.104(4) 0.061(3) -0.021(3) -0.011(2) 0.022(3) O3 0.042(3) 0.102(4) 0.073(4) 0.017(3) 0.005(3) 0.029(3) O4 0.105(5) 0.052(3) 0.092(5) -0.015(3) 0.004(4) -0.017(3) O1 0.042(3) 0.138(6) 0.068(4) 0.013(4) 0.015(3) 0.032(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 Ag1 O1 2.3512(14) . ? Ag1 N2 2.392(5) . ? Ag1 N1 2.480(4) . ? Ag1 S1 2.7106(18) . ? Ag1 S2 2.732(2) . ? N1 C12 1.442(9) . ? N1 C6 1.474(9) . ? N1 C5 1.492(8) . ? N2 C11 1.328(8) . ? N2 C7 1.336(8) . ? S1 C4 1.808(8) . ? S1 C3 1.831(7) . ? S2 C13 1.809(7) . ? S2 C14 1.825(7) . ? C1 C15 1.380(9) . ? C1 C2 1.385(9) . ? C2 C18 1.421(6) . ? C2 C3 1.484(10) . ? C4 C5 1.519(11) . ? C6 C7 1.504(9) . ? C7 C8 1.370(9) . ? C8 C9 1.365(11) . ? C9 C10 1.363(14) . ? C10 C11 1.361(12) . ? C12 C13 1.533(11) . ? C14 C15 1.499(9) . ? C15 C16 1.386(9) . ? C16 C17 1.381(11) . ? C17 C18 1.370(8) . ? Cl1 O1 1.4480 . ? Cl1 O2 1.4698 . ? Cl1 O3 1.4977 . ? Cl1 O4 1.5097 . ? 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 O1 Ag1 N2 101.66(13) . . ? O1 Ag1 N1 171.28(11) . . ? N2 Ag1 N1 70.69(17) . . ? O1 Ag1 S1 108.95(6) . . ? N2 Ag1 S1 107.69(15) . . ? N1 Ag1 S1 77.96(12) . . ? O1 Ag1 S2 101.62(6) . . ? N2 Ag1 S2 110.00(15) . . ? N1 Ag1 S2 77.82(13) . . ? S1 Ag1 S2 124.48(5) . . ? C12 N1 C6 107.9(5) . . ? C12 N1 C5 112.4(6) . . ? C6 N1 C5 110.6(6) . . ? C12 N1 Ag1 108.9(4) . . ? C6 N1 Ag1 108.0(4) . . ? C5 N1 Ag1 108.8(4) . . ? C11 N2 C7 117.6(6) . . ? C11 N2 Ag1 124.0(5) . . ? C7 N2 Ag1 117.6(4) . . ? C4 S1 C3 102.1(3) . . ? C4 S1 Ag1 97.8(2) . . ? C3 S1 Ag1 111.0(2) . . ? C13 S2 C14 101.2(3) . . ? C13 S2 Ag1 97.6(2) . . ? C14 S2 Ag1 113.0(2) . . ? C15 C1 C2 121.6(6) . . ? C1 C2 C18 118.9(5) . . ? C1 C2 C3 118.8(6) . . ? C18 C2 C3 121.9(5) . . ? C2 C3 S1 112.3(4) . . ? C5 C4 S1 118.9(5) . . ? N1 C5 C4 114.1(6) . . ? N1 C6 C7 112.6(6) . . ? N2 C7 C8 122.3(6) . . ? N2 C7 C6 116.3(6) . . ? C8 C7 C6 121.1(6) . . ? C9 C8 C7 119.0(7) . . ? C10 C9 C8 118.8(7) . . ? C11 C10 C9 119.2(7) . . ? N2 C11 C10 122.9(7) . . ? N1 C12 C13 116.7(6) . . ? C12 C13 S2 114.1(5) . . ? C15 C14 S2 111.3(4) . . ? C1 C15 C16 118.3(6) . . ? C1 C15 C14 118.4(6) . . ? C16 C15 C14 122.7(6) . . ? C17 C16 C15 121.1(7) . . ? C18 C17 C16 120.8(6) . . ? C17 C18 C2 118.9(4) . . ? O1 Cl1 O2 118.4 . . ? O1 Cl1 O3 109.1 . . ? O2 Cl1 O3 114.2 . . ? O1 Cl1 O4 103.4 . . ? O2 Cl1 O4 102.6 . . ? O3 Cl1 O4 107.8 . . ? Cl1 O1 Ag1 123.9 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.529 _refine_diff_density_min -1.135 _refine_diff_density_rms 0.124 data_2 _database_code_depnum_ccdc_archive 'CCDC 873986' #TrackingRef '10432_web_deposit_cif_file_4_SunhongPark_1333072020.2.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H22 Ag Cl N2 O4 S2' _chemical_formula_weight 537.82 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 22.717(3) _cell_length_b 8.7709(10) _cell_length_c 20.543(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.765(2) _cell_angle_gamma 90.00 _cell_volume 4091.3(8) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6431 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 26.71 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.746 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 1.348 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8163 _exptl_absorpt_correction_T_max 0.9357 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40628 _diffrn_reflns_av_R_equivalents 0.0758 _diffrn_reflns_av_sigmaI/netI 0.0564 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8040 _reflns_number_gt 5712 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0519P)^2^+8.4668P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8040 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0744 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1188 _refine_ls_wR_factor_gt 0.1029 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Ag1 Ag 0.600861(19) 0.86287(5) 0.521977(18) 0.03565(13) Uani 1 1 d . . . Ag2 Ag 0.106740(18) 0.57052(5) 0.223475(17) 0.03188(12) Uani 1 1 d . . . Cl1 Cl 0.89775(6) 0.16259(17) 0.56451(6) 0.0379(3) Uani 1 1 d . . . Cl2 Cl 0.40327(7) 0.69365(18) 0.64424(7) 0.0457(4) Uani 1 1 d . . . N1 N 0.61384(18) 0.8884(5) 0.63495(19) 0.0289(10) Uani 1 1 d . . . N2 N 0.45939(19) 1.1588(5) 0.56490(19) 0.0302(10) Uani 1 1 d . . . N3 N 0.10978(17) 0.6021(5) 0.10884(18) 0.0239(9) Uani 1 1 d . . . N4 N -0.05602(17) 0.4520(5) 0.20013(18) 0.0245(9) Uani 1 1 d . . . S1 S 0.69557(6) 1.03496(16) 0.52266(6) 0.0337(3) Uani 1 1 d . . . S2 S 0.58962(7) 0.55638(17) 0.56063(7) 0.0389(3) Uani 1 1 d . . . S3 S 0.09186(6) 0.87370(16) 0.21861(6) 0.0333(3) Uani 1 1 d . . . S4 S 0.20165(6) 0.40095(15) 0.20142(6) 0.0309(3) Uani 1 1 d . . . O1 O 0.9425(2) 0.1242(5) 0.6125(3) 0.0799(17) Uani 1 1 d . . . O2 O 0.9099(2) 0.3131(6) 0.5442(2) 0.0779(17) Uani 1 1 d . . . O3 O 0.8430(2) 0.1567(7) 0.5936(2) 0.0791(16) Uani 1 1 d . . . O4 O 0.8980(3) 0.0670(9) 0.5116(3) 0.128(3) Uani 1 1 d . . . O5 O 0.3955(4) 0.8441(7) 0.6610(3) 0.120(3) Uani 1 1 d . . . O6 O 0.4214(3) 0.6154(7) 0.7023(2) 0.094(2) Uani 1 1 d . . . O7 O 0.4462(2) 0.6801(6) 0.5956(2) 0.0648(14) Uani 1 1 d . . . O8 O 0.3519(3) 0.6224(11) 0.6217(3) 0.135(3) Uani 1 1 d . . . C1 C 0.7568(3) 0.4900(7) 0.5828(2) 0.0422(15) Uani 1 1 d . . . H1B H 0.7561 0.3959 0.6036 0.051 Uiso 1 1 calc R . . C2 C 0.8039(3) 0.5846(8) 0.5930(3) 0.0438(15) Uani 1 1 d . . . H2C H 0.8355 0.5531 0.6196 0.053 Uiso 1 1 calc R . . C3 C 0.8050(3) 0.7277(7) 0.5640(2) 0.0405(14) Uani 1 1 d . . . H3B H 0.8355 0.7955 0.5737 0.049 Uiso 1 1 calc R . . C4 C 0.7596(2) 0.7680(7) 0.5201(2) 0.0338(13) Uani 1 1 d . . . C5 C 0.7567(2) 0.9264(6) 0.4918(2) 0.0341(13) Uani 1 1 d . . . H5B H 0.7525 0.9196 0.4448 0.041 Uiso 1 1 calc R . . H5C H 0.7932 0.9795 0.5023 0.041 Uiso 1 1 calc R . . C6 C 0.7102(2) 1.0209(6) 0.6102(2) 0.0323(12) Uani 1 1 d . . . H6B H 0.7324 0.9285 0.6195 0.039 Uiso 1 1 calc R . . H6C H 0.7342 1.1069 0.6245 0.039 Uiso 1 1 calc R . . C7 C 0.6545(2) 1.0187(6) 0.6477(2) 0.0319(12) Uani 1 1 d . . . H7A H 0.6651 1.0193 0.6938 0.038 Uiso 1 1 calc R . . H7B H 0.6331 1.1123 0.6383 0.038 Uiso 1 1 calc R . . C8 C 0.6416(2) 0.7470(6) 0.6594(2) 0.0343(13) Uani 1 1 d . . . H8B H 0.6480 0.7560 0.7062 0.041 Uiso 1 1 calc R . . H8C H 0.6799 0.7366 0.6402 0.041 Uiso 1 1 calc R . . C9 C 0.6062(3) 0.6029(7) 0.6453(3) 0.0397(14) Uani 1 1 d . . . H9A H 0.5692 0.6113 0.6673 0.048 Uiso 1 1 calc R . . H9B H 0.6276 0.5176 0.6647 0.048 Uiso 1 1 calc R . . C10 C 0.6533(3) 0.4440(7) 0.5381(3) 0.0470(16) Uani 1 1 d . . . H10A H 0.6568 0.3565 0.5669 0.056 Uiso 1 1 calc R . . H10B H 0.6469 0.4062 0.4941 0.056 Uiso 1 1 calc R . . C11 C 0.7097(3) 0.5323(6) 0.5417(3) 0.0367(13) Uani 1 1 d . . . C12 C 0.7145(2) 0.6690(6) 0.5079(2) 0.0316(12) Uani 1 1 d . . . H12A H 0.6860 0.6934 0.4761 0.038 Uiso 1 1 calc R . . C13 C 0.5583(2) 0.9159(7) 0.6708(2) 0.0343(13) Uani 1 1 d . . . H13A H 0.5331 0.8270 0.6664 0.041 Uiso 1 1 calc R . . H13B H 0.5680 0.9298 0.7167 0.041 Uiso 1 1 calc R . . C14 C 0.5257(2) 1.0526(6) 0.6458(2) 0.0303(12) Uani 1 1 d . . . C15 C 0.5275(2) 1.1912(7) 0.6769(2) 0.0360(13) Uani 1 1 d . . . H15A H 0.5510 1.2033 0.7144 0.043 Uiso 1 1 calc R . . C16 C 0.4950(2) 1.3119(7) 0.6533(3) 0.0369(13) Uani 1 1 d . . . H16A H 0.4951 1.4050 0.6750 0.044 Uiso 1 1 calc R . . C17 C 0.4620(2) 1.2913(6) 0.5964(2) 0.0331(12) Uani 1 1 d . . . H17A H 0.4407 1.3735 0.5794 0.040 Uiso 1 1 calc R . . C18 C 0.4898(2) 1.0420(6) 0.5897(2) 0.0289(12) Uani 1 1 d . . . H18A H 0.4870 0.9483 0.5685 0.035 Uiso 1 1 calc R . . C19 C 0.3103(2) 0.7238(7) 0.1940(2) 0.0347(13) Uani 1 1 d . . . H19A H 0.3422 0.6674 0.1800 0.042 Uiso 1 1 calc R . . C20 C 0.3052(3) 0.8762(7) 0.1773(2) 0.0376(14) Uani 1 1 d . . . H20A H 0.3346 0.9230 0.1539 0.045 Uiso 1 1 calc R . . C21 C 0.2566(3) 0.9589(7) 0.1955(2) 0.0356(13) Uani 1 1 d . . . H21A H 0.2523 1.0598 0.1823 0.043 Uiso 1 1 calc R . . C22 C 0.2142(2) 0.8922(6) 0.2334(2) 0.0301(12) Uani 1 1 d . . . C23 C 0.1579(3) 0.9715(6) 0.2493(3) 0.0362(13) Uani 1 1 d . . . H23A H 0.1585 1.0736 0.2312 0.043 Uiso 1 1 calc R . . H23B H 0.1560 0.9811 0.2962 0.043 Uiso 1 1 calc R . . C24 C 0.0983(2) 0.8839(6) 0.1307(2) 0.0338(13) Uani 1 1 d . . . H24A H 0.0588 0.8875 0.1115 0.041 Uiso 1 1 calc R . . H24B H 0.1172 0.9799 0.1206 0.041 Uiso 1 1 calc R . . C25 C 0.1315(2) 0.7580(6) 0.0969(2) 0.0303(12) Uani 1 1 d . . . H25A H 0.1296 0.7771 0.0504 0.036 Uiso 1 1 calc R . . H25B H 0.1726 0.7632 0.1110 0.036 Uiso 1 1 calc R . . C26 C 0.1498(2) 0.4851(6) 0.0832(2) 0.0285(11) Uani 1 1 d . . . H26A H 0.1566 0.5086 0.0379 0.034 Uiso 1 1 calc R . . H26B H 0.1299 0.3874 0.0843 0.034 Uiso 1 1 calc R . . C27 C 0.2091(2) 0.4689(6) 0.1185(2) 0.0287(12) Uani 1 1 d . . . H27A H 0.2288 0.5669 0.1194 0.034 Uiso 1 1 calc R . . H27B H 0.2333 0.3980 0.0949 0.034 Uiso 1 1 calc R . . C28 C 0.2664(2) 0.4858(6) 0.2412(2) 0.0294(12) Uani 1 1 d . . . H28A H 0.2663 0.4634 0.2874 0.035 Uiso 1 1 calc R . . H28B H 0.3016 0.4408 0.2237 0.035 Uiso 1 1 calc R . . C29 C 0.2680(2) 0.6544(6) 0.2316(2) 0.0268(11) Uani 1 1 d . . . C30 C 0.2223(2) 0.7430(6) 0.2536(2) 0.0286(12) Uani 1 1 d . . . H30A H 0.1964 0.7011 0.2828 0.034 Uiso 1 1 calc R . . C31 C 0.0504(2) 0.5809(7) 0.0757(2) 0.0312(12) Uani 1 1 d . . . H31A H 0.0554 0.5399 0.0324 0.037 Uiso 1 1 calc R . . H31B H 0.0310 0.6789 0.0713 0.037 Uiso 1 1 calc R . . C32 C 0.0126(2) 0.4744(6) 0.1138(2) 0.0245(11) Uani 1 1 d . . . C33 C 0.0095(2) 0.3191(7) 0.1035(3) 0.0380(14) Uani 1 1 d . . . H33A H 0.0305 0.2740 0.0705 0.046 Uiso 1 1 calc R . . C34 C -0.0252(3) 0.2318(7) 0.1427(3) 0.0445(15) Uani 1 1 d . . . H34A H -0.0272 0.1268 0.1369 0.053 Uiso 1 1 calc R . . C35 C -0.0571(2) 0.3015(6) 0.1908(3) 0.0368(13) Uani 1 1 d . . . H35A H -0.0800 0.2415 0.2174 0.044 Uiso 1 1 calc R . . C36 C -0.0209(2) 0.5340(6) 0.1625(2) 0.0237(11) Uani 1 1 d . . . H36A H -0.0191 0.6386 0.1696 0.028 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 Ag1 0.0346(3) 0.0412(3) 0.0306(2) -0.00158(18) -0.00740(17) 0.0051(2) Ag2 0.0283(2) 0.0416(3) 0.02619(19) 0.00732(17) 0.00752(15) -0.00019(19) Cl1 0.0339(8) 0.0403(8) 0.0395(7) -0.0016(6) 0.0023(6) -0.0055(6) Cl2 0.0424(9) 0.0444(9) 0.0508(8) -0.0055(7) 0.0108(7) -0.0045(7) N1 0.023(2) 0.033(3) 0.031(2) 0.0013(18) -0.0002(17) 0.004(2) N2 0.029(2) 0.034(3) 0.028(2) 0.0028(19) -0.0016(18) 0.003(2) N3 0.020(2) 0.027(2) 0.0248(19) 0.0017(16) 0.0018(16) -0.0012(18) N4 0.021(2) 0.026(2) 0.027(2) -0.0026(17) 0.0044(16) -0.0011(18) S1 0.0330(8) 0.0336(8) 0.0345(7) 0.0019(6) 0.0017(6) 0.0018(6) S2 0.0420(9) 0.0359(8) 0.0385(7) 0.0039(6) -0.0040(6) -0.0059(7) S3 0.0339(8) 0.0331(8) 0.0336(7) 0.0010(6) 0.0098(6) 0.0094(6) S4 0.0311(7) 0.0243(7) 0.0375(7) 0.0063(5) 0.0061(5) 0.0038(6) O1 0.070(4) 0.038(3) 0.129(5) 0.015(3) -0.044(3) 0.000(3) O2 0.079(4) 0.077(4) 0.076(3) 0.039(3) -0.025(3) -0.024(3) O3 0.058(3) 0.110(5) 0.071(3) 0.002(3) 0.024(3) -0.018(3) O4 0.090(5) 0.184(7) 0.110(5) -0.101(5) 0.040(4) -0.058(5) O5 0.180(7) 0.061(4) 0.123(5) 0.011(4) 0.081(5) 0.050(4) O6 0.125(5) 0.100(5) 0.057(3) 0.004(3) 0.003(3) 0.051(4) O7 0.063(3) 0.058(3) 0.075(3) -0.019(2) 0.029(3) -0.013(3) O8 0.085(5) 0.260(10) 0.060(3) 0.005(5) 0.002(3) -0.111(6) C1 0.057(4) 0.037(3) 0.033(3) 0.003(2) 0.002(3) 0.024(3) C2 0.036(4) 0.064(4) 0.030(3) -0.003(3) 0.000(2) 0.018(3) C3 0.033(3) 0.059(4) 0.030(3) -0.006(3) 0.007(2) 0.005(3) C4 0.034(3) 0.042(3) 0.026(2) -0.001(2) 0.007(2) 0.006(3) C5 0.031(3) 0.042(3) 0.029(3) -0.002(2) 0.006(2) 0.000(3) C6 0.034(3) 0.032(3) 0.030(3) -0.009(2) -0.001(2) 0.001(3) C7 0.034(3) 0.031(3) 0.031(3) -0.002(2) -0.003(2) 0.000(3) C8 0.035(3) 0.035(3) 0.032(3) 0.001(2) -0.001(2) 0.009(3) C9 0.047(4) 0.037(3) 0.035(3) 0.008(2) -0.005(3) -0.001(3) C10 0.064(5) 0.033(3) 0.043(3) 0.002(3) -0.004(3) 0.007(3) C11 0.042(4) 0.031(3) 0.037(3) -0.006(2) 0.007(2) 0.009(3) C12 0.034(3) 0.036(3) 0.025(2) -0.005(2) 0.000(2) 0.005(3) C13 0.027(3) 0.045(4) 0.031(3) 0.005(2) 0.000(2) 0.006(3) C14 0.022(3) 0.044(3) 0.024(2) 0.003(2) 0.004(2) 0.000(3) C15 0.031(3) 0.052(4) 0.025(2) -0.003(2) -0.002(2) 0.001(3) C16 0.037(3) 0.035(3) 0.039(3) -0.011(2) 0.003(2) 0.003(3) C17 0.033(3) 0.029(3) 0.037(3) -0.001(2) 0.001(2) 0.005(2) C18 0.025(3) 0.031(3) 0.031(3) 0.001(2) 0.005(2) 0.001(2) C19 0.025(3) 0.047(4) 0.032(3) -0.006(2) -0.003(2) 0.002(3) C20 0.042(4) 0.041(4) 0.029(3) -0.001(2) 0.001(2) -0.017(3) C21 0.045(4) 0.028(3) 0.034(3) -0.002(2) -0.005(2) -0.009(3) C22 0.039(3) 0.025(3) 0.026(2) -0.006(2) -0.003(2) -0.003(2) C23 0.052(4) 0.022(3) 0.034(3) -0.002(2) 0.004(2) 0.008(3) C24 0.035(3) 0.032(3) 0.034(3) 0.007(2) 0.000(2) 0.006(3) C25 0.032(3) 0.035(3) 0.025(2) 0.006(2) 0.005(2) -0.003(3) C26 0.026(3) 0.033(3) 0.027(2) -0.004(2) 0.004(2) -0.002(2) C27 0.027(3) 0.031(3) 0.028(2) -0.001(2) 0.005(2) 0.004(2) C28 0.027(3) 0.036(3) 0.025(2) 0.004(2) 0.002(2) 0.010(2) C29 0.022(3) 0.035(3) 0.024(2) 0.001(2) -0.0016(19) 0.003(2) C30 0.029(3) 0.034(3) 0.023(2) -0.001(2) 0.001(2) -0.003(2) C31 0.026(3) 0.046(3) 0.021(2) 0.000(2) -0.001(2) -0.001(3) C32 0.017(3) 0.030(3) 0.026(2) -0.003(2) -0.0018(19) 0.002(2) C33 0.026(3) 0.042(4) 0.047(3) -0.021(3) 0.007(2) -0.004(3) C34 0.040(4) 0.021(3) 0.074(4) -0.015(3) 0.009(3) -0.003(3) C35 0.031(3) 0.031(3) 0.048(3) 0.000(3) 0.003(2) -0.007(3) C36 0.023(3) 0.021(3) 0.027(2) -0.0012(19) -0.0022(19) -0.001(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 Ag1 N2 2.224(4) 3_676 ? Ag1 N1 2.341(4) . ? Ag1 S1 2.6278(15) . ? Ag1 S2 2.8168(16) . ? Ag2 N4 2.232(4) 2 ? Ag2 N3 2.374(4) . ? Ag2 S4 2.6695(14) . ? Ag2 S3 2.6820(15) . ? Cl1 O4 1.372(5) . ? Cl1 O3 1.398(5) . ? Cl1 O2 1.414(5) . ? Cl1 O1 1.433(5) . ? Cl2 O5 1.376(6) . ? Cl2 O8 1.390(6) . ? Cl2 O7 1.423(5) . ? Cl2 O6 1.427(5) . ? N1 C8 1.473(7) . ? N1 C7 1.487(7) . ? N1 C13 1.499(6) . ? N2 C18 1.329(6) . ? N2 C17 1.331(7) . ? N2 Ag1 2.224(4) 3_676 ? N3 C25 1.477(6) . ? N3 C26 1.478(6) . ? N3 C31 1.503(6) . ? N4 C35 1.334(7) . ? N4 C36 1.338(6) . ? N4 Ag2 2.232(4) 2 ? S1 C5 1.813(5) . ? S1 C6 1.824(5) . ? S2 C9 1.814(5) . ? S2 C10 1.822(6) . ? S3 C24 1.818(5) . ? S3 C23 1.824(6) . ? S4 C27 1.816(5) . ? S4 C28 1.820(5) . ? C1 C2 1.367(9) . ? C1 C11 1.392(8) . ? C2 C3 1.390(9) . ? C3 C4 1.394(8) . ? C4 C12 1.361(8) . ? C4 C5 1.507(8) . ? C6 C7 1.502(7) . ? C8 C9 1.521(8) . ? C10 C11 1.498(9) . ? C11 C12 1.390(8) . ? C13 C14 1.493(7) . ? C14 C15 1.374(8) . ? C14 C18 1.394(7) . ? C15 C16 1.370(8) . ? C16 C17 1.381(7) . ? C19 C20 1.384(8) . ? C19 C29 1.390(7) . ? C20 C21 1.383(8) . ? C21 C22 1.385(7) . ? C22 C30 1.384(7) . ? C22 C23 1.501(8) . ? C24 C25 1.517(7) . ? C26 C27 1.517(7) . ? C28 C29 1.493(7) . ? C29 C30 1.384(7) . ? C31 C32 1.505(7) . ? C32 C36 1.378(6) . ? C32 C33 1.380(8) . ? C33 C34 1.375(8) . ? C34 C35 1.387(8) . ? 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 N2 Ag1 N1 149.26(15) 3_676 . ? N2 Ag1 S1 122.49(12) 3_676 . ? N1 Ag1 S1 82.04(11) . . ? N2 Ag1 S2 94.91(12) 3_676 . ? N1 Ag1 S2 79.73(11) . . ? S1 Ag1 S2 128.90(5) . . ? N4 Ag2 N3 141.55(14) 2 . ? N4 Ag2 S4 107.27(11) 2 . ? N3 Ag2 S4 81.28(10) . . ? N4 Ag2 S3 114.89(11) 2 . ? N3 Ag2 S3 81.65(10) . . ? S4 Ag2 S3 130.36(4) . . ? O4 Cl1 O3 110.0(4) . . ? O4 Cl1 O2 109.3(4) . . ? O3 Cl1 O2 110.2(4) . . ? O4 Cl1 O1 112.3(4) . . ? O3 Cl1 O1 108.6(4) . . ? O2 Cl1 O1 106.4(3) . . ? O5 Cl2 O8 113.7(6) . . ? O5 Cl2 O7 110.6(3) . . ? O8 Cl2 O7 108.3(3) . . ? O5 Cl2 O6 106.7(4) . . ? O8 Cl2 O6 106.3(4) . . ? O7 Cl2 O6 111.2(3) . . ? C8 N1 C7 109.3(4) . . ? C8 N1 C13 109.0(4) . . ? C7 N1 C13 108.5(4) . . ? C8 N1 Ag1 107.3(3) . . ? C7 N1 Ag1 107.9(3) . . ? C13 N1 Ag1 114.8(3) . . ? C18 N2 C17 118.2(4) . . ? C18 N2 Ag1 122.8(4) . 3_676 ? C17 N2 Ag1 118.9(3) . 3_676 ? C25 N3 C26 111.8(4) . . ? C25 N3 C31 109.9(4) . . ? C26 N3 C31 107.8(4) . . ? C25 N3 Ag2 107.0(3) . . ? C26 N3 Ag2 108.0(3) . . ? C31 N3 Ag2 112.4(3) . . ? C35 N4 C36 117.3(4) . . ? C35 N4 Ag2 123.6(3) . 2 ? C36 N4 Ag2 119.1(3) . 2 ? C5 S1 C6 101.0(2) . . ? C5 S1 Ag1 109.39(19) . . ? C6 S1 Ag1 95.23(18) . . ? C9 S2 C10 102.8(3) . . ? C9 S2 Ag1 92.16(19) . . ? C10 S2 Ag1 111.4(2) . . ? C24 S3 C23 103.3(3) . . ? C24 S3 Ag2 94.12(18) . . ? C23 S3 Ag2 110.60(18) . . ? C27 S4 C28 100.9(2) . . ? C27 S4 Ag2 94.30(17) . . ? C28 S4 Ag2 110.00(17) . . ? C2 C1 C11 121.0(6) . . ? C1 C2 C3 120.4(5) . . ? C2 C3 C4 119.0(6) . . ? C12 C4 C3 119.6(5) . . ? C12 C4 C5 119.5(5) . . ? C3 C4 C5 120.5(5) . . ? C4 C5 S1 112.0(4) . . ? C7 C6 S1 112.0(4) . . ? N1 C7 C6 116.6(4) . . ? N1 C8 C9 114.6(4) . . ? C8 C9 S2 117.6(4) . . ? C11 C10 S2 113.1(4) . . ? C12 C11 C1 117.5(6) . . ? C12 C11 C10 120.1(5) . . ? C1 C11 C10 122.1(5) . . ? C4 C12 C11 121.9(5) . . ? C14 C13 N1 112.1(4) . . ? C15 C14 C18 116.9(5) . . ? C15 C14 C13 122.9(5) . . ? C18 C14 C13 120.1(5) . . ? C16 C15 C14 120.7(5) . . ? C15 C16 C17 118.1(5) . . ? N2 C17 C16 122.8(5) . . ? N2 C18 C14 123.3(5) . . ? C20 C19 C29 120.4(5) . . ? C21 C20 C19 120.1(5) . . ? C20 C21 C22 120.3(5) . . ? C30 C22 C21 118.7(5) . . ? C30 C22 C23 118.6(5) . . ? C21 C22 C23 122.5(5) . . ? C22 C23 S3 113.9(4) . . ? C25 C24 S3 118.4(4) . . ? N3 C25 C24 115.1(4) . . ? N3 C26 C27 116.2(4) . . ? C26 C27 S4 111.9(3) . . ? C29 C28 S4 111.6(3) . . ? C30 C29 C19 118.3(5) . . ? C30 C29 C28 119.4(5) . . ? C19 C29 C28 121.8(5) . . ? C29 C30 C22 121.8(5) . . ? N3 C31 C32 111.1(4) . . ? C36 C32 C33 117.3(5) . . ? C36 C32 C31 118.6(5) . . ? C33 C32 C31 124.1(5) . . ? C34 C33 C32 119.2(5) . . ? C33 C34 C35 119.6(5) . . ? N4 C35 C34 122.0(5) . . ? N4 C36 C32 124.6(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.804 _refine_diff_density_min -0.917 _refine_diff_density_rms 0.115 data_3 _database_code_depnum_ccdc_archive 'CCDC 873987' #TrackingRef '10433_web_deposit_cif_file_5_SunhongPark_1333072020.3.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H25 Ag Cl N3 O4 S2' _chemical_formula_weight 578.87 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.4295(7) _cell_length_b 17.0270(9) _cell_length_c 20.1592(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4609.7(4) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6861 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 28.19 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2352 _exptl_absorpt_coefficient_mu 1.204 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27966 _diffrn_reflns_av_R_equivalents 0.0411 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 28.27 _reflns_number_total 5590 _reflns_number_gt 5085 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0207P)^2^+16.6751P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5590 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0717 _refine_ls_R_factor_gt 0.0631 _refine_ls_wR_factor_ref 0.1143 _refine_ls_wR_factor_gt 0.1117 _refine_ls_goodness_of_fit_ref 1.344 _refine_ls_restrained_S_all 1.344 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Ag1 Ag 0.86697(3) 0.161483(19) 0.458380(16) 0.02746(10) Uani 1 1 d . . . Cl1 Cl 0.77547(8) 0.26766(7) 0.63309(5) 0.0294(2) Uani 1 1 d . . . O1 O 0.6895(3) 0.2464(3) 0.5946(2) 0.0502(10) Uani 1 1 d . . . O2 O 0.7991(3) 0.2043(3) 0.67777(19) 0.0544(11) Uani 1 1 d . . . O3 O 0.8579(3) 0.2784(3) 0.5889(2) 0.0642(13) Uani 1 1 d . . . O4 O 0.7547(3) 0.3375(3) 0.6697(2) 0.0653(13) Uani 1 1 d . . . S1 S 0.69636(8) 0.09522(6) 0.41088(6) 0.0261(2) Uani 1 1 d . . . S2 S 0.94238(9) 0.29729(6) 0.43329(6) 0.0284(2) Uani 1 1 d . . . N1 N 0.9127(2) 0.14150(18) 0.34168(16) 0.0168(6) Uani 1 1 d . . . N2 N 1.1054(2) -0.0684(2) 0.46417(17) 0.0213(7) Uani 1 1 d . . . N3 N 1.4964(4) -0.0135(3) 0.3231(2) 0.0441(11) Uani 1 1 d . . . C1 C 0.6979(3) 0.2830(3) 0.4282(2) 0.0281(9) Uani 1 1 d . . . H1B H 0.7096 0.2657 0.4723 0.034 Uiso 1 1 calc R . . C2 C 0.6273(3) 0.2446(3) 0.3893(2) 0.0287(10) Uani 1 1 d . . . C3 C 0.5921(3) 0.1651(3) 0.4114(3) 0.0337(10) Uani 1 1 d . . . H3B H 0.5389 0.1463 0.3814 0.040 Uiso 1 1 calc R . . H3C H 0.5641 0.1688 0.4568 0.040 Uiso 1 1 calc R . . C4 C 0.7324(3) 0.0987(2) 0.3240(2) 0.0220(8) Uani 1 1 d . . . H4B H 0.6933 0.0591 0.2992 0.026 Uiso 1 1 calc R . . H4C H 0.7154 0.1511 0.3059 0.026 Uiso 1 1 calc R . . C5 C 0.8436(3) 0.0833(2) 0.3126(2) 0.0217(8) Uani 1 1 d . . . H5A H 0.8600 0.0310 0.3311 0.026 Uiso 1 1 calc R . . H5B H 0.8557 0.0809 0.2642 0.026 Uiso 1 1 calc R . . C6 C 1.0166(3) 0.1150(2) 0.3284(2) 0.0209(8) Uani 1 1 d . . . H6A H 1.0624 0.1602 0.3333 0.025 Uiso 1 1 calc R . . H6B H 1.0213 0.0961 0.2820 0.025 Uiso 1 1 calc R . . C7 C 1.0489(3) 0.0499(2) 0.3749(2) 0.0191(8) Uani 1 1 d . . . C8 C 1.0397(3) -0.0288(2) 0.3587(2) 0.0230(8) Uani 1 1 d . . . H8A H 1.0146 -0.0438 0.3165 0.028 Uiso 1 1 calc R . . C9 C 1.0675(3) -0.0855(2) 0.4046(2) 0.0219(8) Uani 1 1 d . . . H9A H 1.0591 -0.1392 0.3931 0.026 Uiso 1 1 calc R . . C10 C 1.1162(3) 0.0085(3) 0.4792(2) 0.0227(8) Uani 1 1 d . . . H10A H 1.1441 0.0219 0.5210 0.027 Uiso 1 1 calc R . . C11 C 1.0890(3) 0.0684(2) 0.4369(2) 0.0219(8) Uani 1 1 d . . . H11A H 1.0974 0.1216 0.4498 0.026 Uiso 1 1 calc R . . C12 C 0.8974(3) 0.2199(2) 0.3121(2) 0.0193(8) Uani 1 1 d . . . H12A H 0.8257 0.2332 0.3151 0.023 Uiso 1 1 calc R . . H12B H 0.9149 0.2173 0.2645 0.023 Uiso 1 1 calc R . . C13 C 0.9574(3) 0.2858(2) 0.3443(2) 0.0240(9) Uani 1 1 d . . . H13A H 0.9386 0.3359 0.3227 0.029 Uiso 1 1 calc R . . H13B H 1.0288 0.2766 0.3349 0.029 Uiso 1 1 calc R . . C14 C 0.8440(4) 0.3718(3) 0.4395(2) 0.0328(10) Uani 1 1 d . . . H14A H 0.8278 0.3808 0.4868 0.039 Uiso 1 1 calc R . . H14B H 0.8684 0.4219 0.4206 0.039 Uiso 1 1 calc R . . C15 C 0.7517(4) 0.3467(3) 0.4032(2) 0.0283(9) Uani 1 1 d . . . C16 C 0.7275(4) 0.3762(3) 0.3410(2) 0.0322(10) Uani 1 1 d . . . H16A H 0.7631 0.4198 0.3236 0.039 Uiso 1 1 calc R . . C17 C 0.6519(4) 0.3424(3) 0.3043(2) 0.0368(12) Uani 1 1 d . . . H17A H 0.6327 0.3649 0.2631 0.044 Uiso 1 1 calc R . . C18 C 0.6036(3) 0.2752(3) 0.3276(2) 0.0335(11) Uani 1 1 d . . . H18A H 0.5543 0.2504 0.3011 0.040 Uiso 1 1 calc R . . C19 C 1.4264(4) -0.0209(3) 0.3525(3) 0.0347(11) Uani 1 1 d . . . C20 C 1.3341(5) -0.0317(4) 0.3897(4) 0.070(2) Uani 1 1 d . . . H20A H 1.2887 -0.0630 0.3642 0.085 Uiso 1 1 calc R . . H20B H 1.3046 0.0186 0.3985 0.085 Uiso 1 1 calc R . . H20C H 1.3483 -0.0577 0.4309 0.085 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 Ag1 0.03336(18) 0.02598(17) 0.02305(16) 0.00628(13) -0.00043(14) 0.00512(14) Cl1 0.0220(5) 0.0404(6) 0.0259(5) -0.0040(5) -0.0008(4) 0.0036(4) O1 0.040(2) 0.065(3) 0.046(2) -0.012(2) -0.0141(18) -0.004(2) O2 0.073(3) 0.058(3) 0.033(2) 0.0046(18) -0.002(2) 0.009(2) O3 0.040(2) 0.077(3) 0.076(3) 0.018(3) 0.024(2) -0.003(2) O4 0.060(3) 0.062(3) 0.073(3) -0.034(2) -0.024(2) 0.024(2) S1 0.0201(5) 0.0257(5) 0.0326(6) 0.0056(4) 0.0040(4) -0.0007(4) S2 0.0326(6) 0.0215(5) 0.0311(6) -0.0039(4) -0.0095(5) -0.0002(4) N1 0.0143(15) 0.0151(15) 0.0212(16) 0.0025(12) -0.0005(13) 0.0016(12) N2 0.0197(16) 0.0212(17) 0.0230(17) 0.0007(14) 0.0014(14) 0.0028(13) N3 0.042(3) 0.044(3) 0.047(3) 0.006(2) 0.007(2) 0.003(2) C1 0.030(2) 0.030(2) 0.025(2) -0.0037(18) 0.0054(18) 0.0108(19) C2 0.021(2) 0.032(2) 0.033(2) -0.0046(19) 0.0073(18) 0.0120(19) C3 0.020(2) 0.033(2) 0.047(3) -0.001(2) 0.009(2) 0.0024(19) C4 0.0152(18) 0.021(2) 0.030(2) -0.0013(17) -0.0009(16) -0.0006(16) C5 0.0180(19) 0.0199(19) 0.027(2) -0.0030(16) -0.0009(16) 0.0004(16) C6 0.0155(18) 0.023(2) 0.024(2) 0.0050(16) 0.0004(16) 0.0020(16) C7 0.0107(17) 0.023(2) 0.024(2) 0.0039(16) 0.0016(15) 0.0007(14) C8 0.0203(19) 0.027(2) 0.022(2) -0.0011(17) -0.0006(16) 0.0050(17) C9 0.0198(19) 0.0199(19) 0.026(2) -0.0009(16) 0.0013(16) 0.0034(16) C10 0.0167(19) 0.030(2) 0.0212(19) -0.0024(17) -0.0026(15) 0.0025(16) C11 0.0167(18) 0.022(2) 0.027(2) -0.0010(16) 0.0008(16) 0.0014(16) C12 0.0187(18) 0.0161(18) 0.023(2) 0.0039(15) -0.0026(15) 0.0017(15) C13 0.026(2) 0.0169(19) 0.029(2) 0.0050(16) 0.0009(18) -0.0019(16) C14 0.039(3) 0.022(2) 0.037(3) -0.0048(19) -0.006(2) 0.0042(19) C15 0.031(2) 0.020(2) 0.033(2) -0.0048(18) 0.0028(19) 0.0100(18) C16 0.037(3) 0.022(2) 0.038(3) 0.0019(19) 0.005(2) 0.011(2) C17 0.038(3) 0.038(3) 0.034(2) 0.005(2) -0.003(2) 0.025(2) C18 0.024(2) 0.041(3) 0.036(3) -0.006(2) -0.0057(19) 0.016(2) C19 0.041(3) 0.025(2) 0.037(3) -0.004(2) -0.001(2) 0.003(2) C20 0.051(4) 0.071(5) 0.089(5) -0.005(4) 0.033(4) -0.001(4) _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 Ag1 N2 2.255(3) 5_756 ? Ag1 N1 2.455(3) . ? Ag1 S2 2.5745(12) . ? Ag1 S1 2.7275(12) . ? Cl1 O4 1.426(4) . ? Cl1 O3 1.433(4) . ? Cl1 O1 1.438(4) . ? Cl1 O2 1.441(4) . ? S1 C4 1.818(4) . ? S1 C3 1.838(5) . ? S2 C13 1.817(4) . ? S2 C14 1.835(5) . ? N1 C12 1.476(5) . ? N1 C5 1.479(5) . ? N1 C6 1.491(5) . ? N2 C9 1.336(5) . ? N2 C10 1.352(5) . ? N2 Ag1 2.255(3) 5_756 ? N3 C19 1.118(7) . ? C1 C2 1.394(6) . ? C1 C15 1.397(7) . ? C2 C18 1.386(7) . ? C2 C3 1.501(7) . ? C4 C5 1.534(5) . ? C6 C7 1.515(5) . ? C7 C8 1.385(6) . ? C7 C11 1.396(6) . ? C8 C9 1.389(6) . ? C10 C11 1.378(6) . ? C12 C13 1.527(5) . ? C14 C15 1.501(7) . ? C15 C16 1.390(6) . ? C16 C17 1.382(7) . ? C17 C18 1.396(7) . ? C19 C20 1.460(8) . ? 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 N2 Ag1 N1 121.66(11) 5_756 . ? N2 Ag1 S2 134.62(9) 5_756 . ? N1 Ag1 S2 80.67(8) . . ? N2 Ag1 S1 95.19(9) 5_756 . ? N1 Ag1 S1 79.43(8) . . ? S2 Ag1 S1 129.27(4) . . ? O4 Cl1 O3 111.4(3) . . ? O4 Cl1 O1 109.4(3) . . ? O3 Cl1 O1 108.5(3) . . ? O4 Cl1 O2 110.1(3) . . ? O3 Cl1 O2 108.3(3) . . ? O1 Cl1 O2 109.0(3) . . ? C4 S1 C3 100.8(2) . . ? C4 S1 Ag1 95.80(13) . . ? C3 S1 Ag1 111.72(16) . . ? C13 S2 C14 102.8(2) . . ? C13 S2 Ag1 98.13(13) . . ? C14 S2 Ag1 108.91(17) . . ? C12 N1 C5 111.0(3) . . ? C12 N1 C6 109.4(3) . . ? C5 N1 C6 108.2(3) . . ? C12 N1 Ag1 103.1(2) . . ? C5 N1 Ag1 108.4(2) . . ? C6 N1 Ag1 116.7(2) . . ? C9 N2 C10 117.0(4) . . ? C9 N2 Ag1 122.1(3) . 5_756 ? C10 N2 Ag1 120.5(3) . 5_756 ? C2 C1 C15 120.9(4) . . ? C18 C2 C1 119.0(5) . . ? C18 C2 C3 122.2(5) . . ? C1 C2 C3 118.1(4) . . ? C2 C3 S1 110.0(3) . . ? C5 C4 S1 113.4(3) . . ? N1 C5 C4 115.9(3) . . ? N1 C6 C7 112.2(3) . . ? C8 C7 C11 117.6(4) . . ? C8 C7 C6 122.4(4) . . ? C11 C7 C6 120.0(4) . . ? C7 C8 C9 119.5(4) . . ? N2 C9 C8 123.3(4) . . ? N2 C10 C11 123.4(4) . . ? C10 C11 C7 119.3(4) . . ? N1 C12 C13 114.8(3) . . ? C12 C13 S2 116.1(3) . . ? C15 C14 S2 111.4(3) . . ? C16 C15 C1 119.0(4) . . ? C16 C15 C14 122.0(4) . . ? C1 C15 C14 118.2(4) . . ? C17 C16 C15 120.3(5) . . ? C16 C17 C18 120.1(4) . . ? C2 C18 C17 120.3(5) . . ? N3 C19 C20 178.7(6) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.815 _refine_diff_density_min -1.082 _refine_diff_density_rms 0.111 data_sh1a _database_code_depnum_ccdc_archive 'CCDC 873988' #TrackingRef '10434_web_deposit_cif_file_6_SunhongPark_1333072020.4.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H26 Ag2 N4 O7 S2' _chemical_formula_weight 702.30 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' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbam loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y, -z' 'x-1/2, -y-1/2, z' '-x-1/2, y-1/2, z' _cell_length_a 33.8229(8) _cell_length_b 7.4038(2) _cell_length_c 9.1147(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2282.48(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8145 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 27.58 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.044 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 1.950 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21747 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0160 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 25.49 _reflns_number_total 2255 _reflns_number_gt 2131 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0621P)^2^+46.9200P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2255 _refine_ls_number_parameters 174 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0871 _refine_ls_wR_factor_ref 0.2180 _refine_ls_wR_factor_gt 0.2165 _refine_ls_goodness_of_fit_ref 1.208 _refine_ls_restrained_S_all 1.202 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Ag1 Ag 0.08761(3) 0.47139(15) 0.5000 0.0484(4) Uani 1 2 d S . . Ag2 Ag 0.08637(5) 0.4314(2) 0.0000 0.0607(5) Uani 1 2 d S . . S1 S 0.12274(9) 0.4699(4) 0.2390(3) 0.0441(7) Uani 1 1 d . A . N1 N -0.0315(3) 0.6867(14) 0.5000 0.028(2) Uani 1 2 d S . . C1 C -0.0129(3) 0.7229(14) 0.6239(12) 0.037(2) Uani 1 1 d . . . H1 H -0.0254 0.6969 0.7123 0.044 Uiso 1 1 calc R . . C2 C 0.0245(3) 0.7983(15) 0.6269(14) 0.044(3) Uani 1 1 d . . . H2 H 0.0364 0.8250 0.7163 0.052 Uiso 1 1 calc R . . C3 C 0.0439(4) 0.8332(16) 0.5000 0.035(4) Uani 1 2 d S . . C4 C 0.0859(4) 0.907(2) 0.5000 0.066(7) Uani 1 2 d S A . H4A H 0.0894 0.9832 0.4141 0.080 Uiso 0.50 1 calc PR . . H4B H 0.0894 0.9832 0.5859 0.080 Uiso 0.50 1 calc PR . . N2 N 0.1160(3) 0.7710(14) 0.5000 0.032(3) Uani 1 2 d S . . C5 C 0.1483(5) 0.765(2) 0.412(2) 0.032(4) Uani 0.50 1 d P A -1 H5A H 0.1685 0.6995 0.4655 0.038 Uiso 0.50 1 calc PR A -1 H5B H 0.1577 0.8883 0.4024 0.038 Uiso 0.50 1 calc PR A -1 C6 C 0.1471(6) 0.6862(19) 0.2594(15) 0.075(5) Uani 1 1 d . . . H6A H 0.1741 0.6739 0.2247 0.090 Uiso 1 1 calc R A . H6B H 0.1339 0.7722 0.1956 0.090 Uiso 1 1 calc R . . C7 C 0.1648(3) 0.3164(18) 0.2309(12) 0.050(3) Uani 1 1 d . . . H7A H 0.1554 0.1939 0.2163 0.060 Uiso 1 1 calc R A . H7B H 0.1814 0.3481 0.1478 0.060 Uiso 1 1 calc R . . C8 C 0.1886(3) 0.3245(14) 0.3671(12) 0.036(2) Uani 1 1 d . A . C9 C 0.1711(4) 0.2835(15) 0.5000 0.027(3) Uani 1 2 d S . . H9 H 0.1467 0.2262 0.5000 0.033 Uiso 1 2 calc SR A . C10 C 0.2278(3) 0.3922(15) 0.3712(14) 0.044(3) Uani 1 1 d . . . H10 H 0.2408 0.4164 0.2833 0.053 Uiso 1 1 calc R A . C11 C 0.2472(5) 0.423(2) 0.5000 0.052(5) Uani 1 2 d S . . H11 H 0.2731 0.4643 0.5000 0.062 Uiso 1 2 calc SR . . O6 O 0.0295(11) 0.512(6) 0.110(5) 0.172(16) Uiso 0.50 1 d P B -2 H6C H 0.0299 0.5282 0.2107 0.207 Uiso 0.50 1 calc PR B -2 C12 C -0.0001(17) 0.535(6) 0.050(3) 0.087(12) Uiso 0.50 1 d P B -2 H12A H -0.0195 0.5774 0.1189 0.130 Uiso 0.50 1 calc PR B -2 H12B H -0.0089 0.4240 0.0071 0.130 Uiso 0.50 1 calc PR B -2 H12C H 0.0034 0.6241 -0.0257 0.130 Uiso 0.50 1 calc PR B -2 N3 N 0.0816(5) 1.0194(17) 0.0000 0.057(4) Uani 1 2 d SD . . O1 O 0.0821(3) 1.0980(14) 0.1189(10) 0.067(3) Uani 1 1 d D . . O2 O 0.0757(6) 0.855(2) 0.0000 0.093(5) Uani 1 2 d SD . . N4 N 0.2237(13) 0.837(6) 0.0000 0.251(12) Uiso 0.50 2 d SPD . . O3 O 0.1910(19) 0.941(8) 0.0000 0.251(12) Uiso 0.50 2 d SPD . . O4 O 0.2598(17) 0.914(9) 0.0000 0.251(12) Uiso 0.50 2 d SPD . . O5 O 0.2203(11) 0.655(6) 0.0000 0.251(12) Uiso 1 2 d SD . . N4A N 0.2600(11) 0.635(7) 0.0000 0.251(12) Uiso 0.50 2 d SPD . . O3A O 0.2764(19) 0.469(9) 0.0000 0.251(12) Uiso 0.50 2 d SPD . . O4A O 0.2835(14) 0.783(10) 0.0000 0.251(12) Uiso 0.50 2 d SPD . . C5A C 0.1290(7) 0.812(3) 0.667(2) 0.035(4) Uani 0.50 1 d P . -4 H5AA H 0.1460 0.9170 0.6653 0.043 Uiso 0.50 1 calc PR . -4 H5AB H 0.1054 0.8444 0.7207 0.043 Uiso 0.50 1 calc PR . -4 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 Ag1 0.0217(5) 0.0237(6) 0.0997(11) 0.000 0.000 -0.0061(4) Ag2 0.0682(10) 0.0745(11) 0.0393(7) 0.000 0.000 -0.0025(8) S1 0.0579(17) 0.0396(14) 0.0348(14) 0.0013(12) -0.0117(12) -0.0100(13) N1 0.015(5) 0.017(5) 0.053(7) 0.000 0.000 -0.002(4) C1 0.022(4) 0.039(6) 0.049(6) -0.010(5) 0.006(4) 0.002(4) C2 0.019(4) 0.046(6) 0.066(7) -0.032(6) -0.006(5) 0.004(4) C3 0.018(6) 0.006(5) 0.080(11) 0.000 0.000 0.004(5) C4 0.020(7) 0.026(8) 0.15(2) 0.000 0.000 0.000(6) N2 0.021(5) 0.013(5) 0.063(8) 0.000 0.000 0.002(4) C5 0.028(9) 0.014(8) 0.054(13) -0.001(9) 0.004(10) -0.012(7) C6 0.128(14) 0.044(7) 0.054(8) 0.010(7) 0.006(9) -0.043(9) C7 0.050(6) 0.060(7) 0.041(6) -0.018(6) 0.019(5) -0.006(6) C8 0.027(5) 0.032(5) 0.048(6) -0.014(5) 0.007(4) 0.000(4) C9 0.028(6) 0.005(5) 0.049(8) 0.000 0.000 -0.001(4) C10 0.027(5) 0.045(6) 0.060(7) -0.014(6) 0.018(5) -0.005(4) C11 0.029(7) 0.021(7) 0.104(15) 0.000 0.000 -0.005(6) N3 0.087(12) 0.044(9) 0.040(8) 0.000 0.000 0.001(8) O1 0.079(6) 0.067(6) 0.055(5) -0.017(5) 0.001(5) -0.004(5) O2 0.145(16) 0.067(11) 0.065(10) 0.000 0.000 -0.024(11) C5A 0.049(12) 0.025(10) 0.032(10) -0.011(9) 0.001(10) 0.001(9) _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 Ag1 N1 2.231(10) 5_566 ? Ag1 N2 2.417(11) . ? Ag1 S1 2.659(3) 6_556 ? Ag1 S1 2.659(3) . ? Ag2 O6 2.25(4) . ? Ag2 O6 2.25(4) 6 ? Ag2 S1 2.518(3) . ? Ag2 S1 2.518(3) 6 ? S1 C6 1.810(13) . ? S1 C7 1.824(13) . ? N1 C1 1.320(12) 6_556 ? N1 C1 1.320(12) . ? N1 Ag1 2.231(10) 5_566 ? C1 C2 1.384(13) . ? C2 C3 1.354(13) . ? C3 C2 1.354(13) 6_556 ? C3 C4 1.523(18) . ? C4 N2 1.433(18) . ? N2 C5 1.36(2) 6_556 ? N2 C5 1.36(2) . ? N2 C5A 1.61(2) 6_556 ? N2 C5A 1.61(2) . ? C5 C6 1.51(2) . ? C6 C5A 1.30(3) 6_556 ? C7 C8 1.481(16) . ? C8 C9 1.382(12) . ? C8 C10 1.418(13) . ? C9 C8 1.382(12) 6_556 ? C10 C11 1.363(14) . ? C11 C10 1.363(14) 6_556 ? O6 C12 1.15(6) . ? N3 O1 1.230(9) . ? N3 O1 1.230(9) 6 ? N3 O2 1.236(14) . ? N4 O3A 0.98(7) 3 ? N4 O3 1.349(10) . ? N4 O5 1.351(10) . ? N4 O4 1.353(10) . ? O3 O3A 1.12(7) 3 ? O4 O4A 1.26(8) . ? O4 O3A 1.29(8) 3 ? O4 N4A 1.77(6) 3 ? O5 N4A 1.351(10) . ? N4A O4A 1.350(10) . ? N4A O3A 1.351(10) . ? N4A O4 1.77(6) 3_545 ? O3A N4 0.98(7) 3_545 ? O3A O3 1.12(7) 3_545 ? O3A O4 1.29(8) 3_545 ? C5A C6 1.30(3) 6_556 ? 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 N1 Ag1 N2 145.0(4) 5_566 . ? N1 Ag1 S1 112.22(9) 5_566 6_556 ? N2 Ag1 S1 80.00(12) . 6_556 ? N1 Ag1 S1 112.22(9) 5_566 . ? N2 Ag1 S1 80.00(12) . . ? S1 Ag1 S1 126.92(13) 6_556 . ? O6 Ag2 O6 53(2) . 6 ? O6 Ag2 S1 90.2(11) . . ? O6 Ag2 S1 140.5(11) 6 . ? O6 Ag2 S1 140.5(11) . 6 ? O6 Ag2 S1 90.2(11) 6 6 ? S1 Ag2 S1 119.81(16) . 6 ? C6 S1 C7 101.6(8) . . ? C6 S1 Ag2 114.3(5) . . ? C7 S1 Ag2 106.0(4) . . ? C6 S1 Ag1 96.2(5) . . ? C7 S1 Ag1 112.8(4) . . ? Ag2 S1 Ag1 123.79(13) . . ? C1 N1 C1 117.7(11) 6_556 . ? C1 N1 Ag1 120.8(6) 6_556 5_566 ? C1 N1 Ag1 120.8(6) . 5_566 ? N1 C1 C2 122.3(11) . . ? C3 C2 C1 120.2(11) . . ? C2 C3 C2 117.3(12) . 6_556 ? C2 C3 C4 121.4(6) . . ? C2 C3 C4 121.4(6) 6_556 . ? N2 C4 C3 114.0(12) . . ? C5 N2 C5 72(2) 6_556 . ? C5 N2 C4 126.5(11) 6_556 . ? C5 N2 C4 126.5(11) . . ? C5 N2 C5A 110.0(15) 6_556 6_556 ? C5 N2 C5A 39.5(11) . 6_556 ? C4 N2 C5A 93.6(9) . 6_556 ? C5 N2 C5A 39.5(11) 6_556 . ? C5 N2 C5A 110.0(15) . . ? C4 N2 C5A 93.6(9) . . ? C5A N2 C5A 141.3(17) 6_556 . ? C5 N2 Ag1 106.9(9) 6_556 . ? C5 N2 Ag1 106.9(9) . . ? C4 N2 Ag1 111.4(8) . . ? C5A N2 Ag1 106.3(8) 6_556 . ? C5A N2 Ag1 106.3(8) . . ? N2 C5 C6 122.4(15) . . ? C5A C6 C5 42.1(12) 6_556 . ? C5A C6 S1 118.1(15) 6_556 . ? C5 C6 S1 116.7(10) . . ? C8 C7 S1 111.4(7) . . ? C9 C8 C10 117.1(10) . . ? C9 C8 C7 119.6(9) . . ? C10 C8 C7 123.0(10) . . ? C8 C9 C8 122.4(12) 6_556 . ? C11 C10 C8 122.0(11) . . ? C10 C11 C10 119.0(14) . 6_556 ? C12 O6 Ag2 125(3) . . ? O1 N3 O1 123.5(14) . 6 ? O1 N3 O2 118.0(7) . . ? O1 N3 O2 118.0(7) 6 . ? O3A N4 O3 55(4) 3 . ? O3A N4 O5 175(4) 3 . ? O3 N4 O5 120.2(8) . . ? O3A N4 O4 65(4) 3 . ? O3 N4 O4 119.8(8) . . ? O5 N4 O4 120.0(8) . . ? O3A O3 N4 46(4) 3 . ? O4A O4 O3A 148(3) . 3 ? O4A O4 N4 104.2(13) . . ? O3A O4 N4 43(3) 3 . ? O4A O4 N4A 163(3) . 3 ? O3A O4 N4A 49(2) 3 3 ? N4 O4 N4A 93(3) . 3 ? N4 O5 N4A 91(2) . . ? O4A N4A O3A 120.0(8) . . ? O4A N4A O5 119.9(8) . . ? O3A N4A O5 120.2(8) . . ? O4A N4A O4 166(2) . 3_545 ? O3A N4A O4 46(2) . 3_545 ? O5 N4A O4 74(2) . 3_545 ? N4 O3A O3 79(4) 3_545 3_545 ? N4 O3A O4 72(5) 3_545 3_545 ? O3 O3A O4 151(6) 3_545 3_545 ? N4 O3A N4A 156(5) 3_545 . ? O3 O3A N4A 125(7) 3_545 . ? O4 O3A N4A 84(2) 3_545 . ? O4 O4A N4A 104.6(13) . . ? C6 C5A N2 119.0(15) 6_556 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.350 _refine_diff_density_min -1.812 _refine_diff_density_rms 0.194 data_5 _database_code_depnum_ccdc_archive 'CCDC 873989' #TrackingRef '10435_web_deposit_cif_file_7_SunhongPark_1333072020.5.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H22 Hg N4 O6 S2' _chemical_formula_weight 655.11 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' Hg Hg -2.3894 9.2266 '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' _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 8.1769(13) _cell_length_b 10.2311(16) _cell_length_c 13.132(2) _cell_angle_alpha 77.649(7) _cell_angle_beta 83.949(8) _cell_angle_gamma 78.854(7) _cell_volume 1050.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 172(2) _cell_measurement_reflns_used 8683 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 32.96 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.071 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 7.569 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3964 _exptl_absorpt_correction_T_max 0.5182 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 172(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18816 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_sigmaI/netI 0.0359 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 25.99 _reflns_number_total 4031 _reflns_number_gt 3749 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1047P)^2^+16.5197P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4031 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.1402 _refine_ls_wR_factor_gt 0.1128 _refine_ls_goodness_of_fit_ref 0.912 _refine_ls_restrained_S_all 0.912 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Hg1 Hg 0.10469(4) 0.32715(3) 0.14017(2) 0.02311(15) Uani 1 1 d . . . O1 O 0.1130(9) 0.3815(7) -0.0577(5) 0.0300(14) Uani 1 1 d . . . O2 O 0.0230(9) 0.1892(7) -0.0073(6) 0.0335(15) Uani 1 1 d . . . O3 O 0.0749(12) 0.2668(9) -0.1714(6) 0.048(2) Uani 1 1 d . . . O4 O 0.2410(9) 0.5183(7) 0.1070(6) 0.0404(17) Uani 1 1 d . . . O5 O 0.3875(10) 0.6200(8) 0.1819(6) 0.0406(17) Uani 1 1 d . . . O6 O 0.3281(12) 0.4229(8) 0.2582(6) 0.049(2) Uani 1 1 d . . . S1 S -0.1962(3) 0.3502(2) 0.18855(16) 0.0244(4) Uani 1 1 d . . . S2 S 0.3054(3) 0.1181(3) 0.52290(18) 0.0317(5) Uani 1 1 d . . . N1 N 0.0997(10) 0.0863(8) 0.2589(6) 0.0268(16) Uani 1 1 d . . . N2 N 0.3528(9) 0.1912(8) 0.1118(6) 0.0251(15) Uani 1 1 d . . . N3 N 0.0678(10) 0.2794(8) -0.0789(6) 0.0304(17) Uani 1 1 d . . . N4 N 0.3192(10) 0.5218(9) 0.1833(6) 0.0309(17) Uani 1 1 d . . . C1 C -0.0281(12) 0.3849(9) 0.4102(7) 0.0254(18) Uani 1 1 d . . . H1A H 0.0529 0.4084 0.3554 0.031 Uiso 1 1 calc R . . C2 C -0.1968(12) 0.4087(9) 0.3893(7) 0.0286(19) Uani 1 1 d . . . C3 C -0.2519(12) 0.4658(10) 0.2815(7) 0.0286(19) Uani 1 1 d . . . H3A H -0.2027 0.5484 0.2532 0.034 Uiso 1 1 calc R . . H3B H -0.3749 0.4941 0.2860 0.034 Uiso 1 1 calc R . . C4 C -0.2106(11) 0.1848(10) 0.2691(8) 0.0293(19) Uani 1 1 d . . . H4A H -0.2067 0.1897 0.3433 0.035 Uiso 1 1 calc R . . H4B H -0.3198 0.1613 0.2609 0.035 Uiso 1 1 calc R . . C5 C -0.0704(12) 0.0711(9) 0.2420(7) 0.0260(18) Uani 1 1 d . . . H5A H -0.0926 -0.0167 0.2846 0.031 Uiso 1 1 calc R . . H5B H -0.0747 0.0670 0.1678 0.031 Uiso 1 1 calc R . . C6 C 0.2264(12) -0.0039(9) 0.2046(7) 0.0256(18) Uani 1 1 d . . . H6A H 0.1719 -0.0321 0.1510 0.031 Uiso 1 1 calc R . . H6B H 0.2678 -0.0869 0.2558 0.031 Uiso 1 1 calc R . . C7 C 0.3747(11) 0.0597(9) 0.1522(7) 0.0265(18) Uani 1 1 d . . . C8 C 0.4765(11) 0.2473(10) 0.0527(7) 0.0275(18) Uani 1 1 d . . . H8A H 0.4576 0.3416 0.0225 0.033 Uiso 1 1 calc R . . C9 C 0.6316(11) 0.1678(9) 0.0356(7) 0.0274(18) Uani 1 1 d . . . H9A H 0.7189 0.2069 -0.0059 0.033 Uiso 1 1 calc R . . C10 C 0.6558(11) 0.0330(10) 0.0795(7) 0.0284(19) Uani 1 1 d . . . H10A H 0.7614 -0.0223 0.0693 0.034 Uiso 1 1 calc R . . C11 C 0.5282(12) -0.0242(9) 0.1388(7) 0.0275(19) Uani 1 1 d . . . H11A H 0.5446 -0.1182 0.1697 0.033 Uiso 1 1 calc R . . C12 C 0.1270(11) 0.0699(9) 0.3698(6) 0.0228(17) Uani 1 1 d . . . H12A H 0.1286 -0.0264 0.4041 0.027 Uiso 1 1 calc R . . H12B H 0.0322 0.1256 0.4031 0.027 Uiso 1 1 calc R . . C13 C 0.2902(11) 0.1115(10) 0.3882(7) 0.0288(19) Uani 1 1 d . . . H13A H 0.2977 0.2019 0.3442 0.035 Uiso 1 1 calc R . . H13B H 0.3858 0.0456 0.3662 0.035 Uiso 1 1 calc R . . C14 C 0.2060(14) 0.2924(10) 0.5292(8) 0.036(2) Uani 1 1 d . . . H14A H 0.2208 0.3091 0.5989 0.043 Uiso 1 1 calc R . . H14B H 0.2650 0.3551 0.4767 0.043 Uiso 1 1 calc R . . C15 C 0.0228(13) 0.3268(9) 0.5108(8) 0.030(2) Uani 1 1 d . . . C16 C -0.1010(14) 0.3039(9) 0.5922(7) 0.033(2) Uani 1 1 d . . . H16A H -0.0696 0.2705 0.6620 0.039 Uiso 1 1 calc R . . C17 C -0.2670(14) 0.3295(9) 0.5717(8) 0.033(2) Uani 1 1 d . . . H17A H -0.3494 0.3141 0.6275 0.039 Uiso 1 1 calc R . . C18 C -0.3145(12) 0.3765(9) 0.4723(7) 0.0281(19) Uani 1 1 d . . . H18A H -0.4288 0.3876 0.4588 0.034 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 Hg1 0.0218(2) 0.0245(2) 0.0226(2) -0.00518(14) 0.00164(13) -0.00409(14) O1 0.038(4) 0.027(3) 0.027(3) -0.006(3) -0.006(3) -0.008(3) O2 0.030(3) 0.032(4) 0.039(4) -0.009(3) 0.007(3) -0.010(3) O3 0.075(6) 0.051(5) 0.027(4) -0.017(3) 0.002(4) -0.024(4) O4 0.040(4) 0.032(4) 0.053(5) -0.011(3) -0.013(4) -0.009(3) O5 0.047(4) 0.038(4) 0.041(4) -0.001(3) -0.004(3) -0.023(3) O6 0.072(6) 0.043(4) 0.031(4) 0.011(3) -0.006(4) -0.022(4) S1 0.0240(10) 0.0278(11) 0.0208(10) -0.0037(8) -0.0024(8) -0.0033(8) S2 0.0340(12) 0.0340(12) 0.0272(11) -0.0049(9) -0.0075(9) -0.0047(10) N1 0.032(4) 0.028(4) 0.024(4) -0.011(3) 0.007(3) -0.011(3) N2 0.024(4) 0.025(4) 0.027(4) -0.007(3) 0.000(3) -0.003(3) N3 0.030(4) 0.029(4) 0.033(4) -0.009(3) 0.006(3) -0.007(3) N4 0.029(4) 0.038(5) 0.028(4) -0.009(3) -0.001(3) -0.009(3) C1 0.033(5) 0.024(4) 0.021(4) -0.008(3) 0.001(4) -0.008(4) C2 0.033(5) 0.027(5) 0.027(5) -0.013(4) 0.006(4) -0.006(4) C3 0.026(4) 0.036(5) 0.021(4) -0.009(4) -0.003(3) 0.004(4) C4 0.021(4) 0.034(5) 0.034(5) -0.013(4) 0.006(4) -0.007(4) C5 0.034(5) 0.031(5) 0.016(4) -0.002(3) -0.001(3) -0.016(4) C6 0.030(5) 0.023(4) 0.022(4) -0.001(3) 0.005(4) -0.007(4) C7 0.020(4) 0.030(5) 0.033(5) -0.018(4) 0.002(4) -0.003(3) C8 0.022(4) 0.033(5) 0.029(5) -0.008(4) 0.001(4) -0.007(4) C9 0.027(4) 0.031(5) 0.023(4) -0.005(4) -0.003(4) -0.002(4) C10 0.019(4) 0.040(5) 0.029(5) -0.018(4) -0.006(3) 0.004(4) C11 0.030(5) 0.023(4) 0.029(5) -0.012(4) -0.003(4) 0.004(4) C12 0.026(4) 0.031(5) 0.007(3) 0.008(3) -0.006(3) -0.004(3) C13 0.022(4) 0.040(5) 0.026(4) -0.010(4) -0.005(4) -0.003(4) C14 0.045(6) 0.033(5) 0.036(5) -0.009(4) -0.013(4) -0.011(4) C15 0.043(5) 0.019(4) 0.033(5) -0.012(4) 0.000(4) -0.007(4) C16 0.056(6) 0.023(4) 0.017(4) 0.000(3) -0.002(4) -0.007(4) C17 0.047(6) 0.014(4) 0.030(5) -0.001(3) 0.004(4) 0.004(4) C18 0.030(5) 0.023(4) 0.026(4) -0.001(3) 0.003(4) 0.002(4) _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 Hg1 N2 2.272(7) . ? Hg1 O4 2.373(7) . ? Hg1 S1 2.454(2) . ? Hg1 O1 2.535(6) . ? Hg1 N1 2.624(8) . ? O1 N3 1.264(10) . ? O2 N3 1.248(10) . ? O3 N3 1.243(11) . ? O4 N4 1.255(11) . ? O5 N4 1.237(11) . ? O6 N4 1.248(11) . ? S1 C4 1.812(10) . ? S1 C3 1.841(9) . ? S2 C13 1.803(9) . ? S2 C14 1.826(11) . ? N1 C12 1.466(10) . ? N1 C5 1.474(11) . ? N1 C6 1.480(12) . ? N2 C7 1.321(12) . ? N2 C8 1.350(12) . ? C1 C15 1.398(13) . ? C1 C2 1.400(13) . ? C1 H1A 0.9500 . ? C2 C18 1.403(13) . ? C2 C3 1.493(13) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.539(13) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.518(12) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C11 1.395(12) . ? C8 C9 1.393(13) . ? C8 H8A 0.9500 . ? C9 C10 1.361(14) . ? C9 H9A 0.9500 . ? C10 C11 1.381(14) . ? C10 H10A 0.9500 . ? C11 H11A 0.9500 . ? C12 C13 1.533(12) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.504(15) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.407(14) . ? C16 C17 1.377(15) . ? C16 H16A 0.9500 . ? C17 C18 1.362(13) . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? 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 N2 Hg1 O4 89.9(3) . . ? N2 Hg1 S1 148.99(19) . . ? O4 Hg1 S1 121.1(2) . . ? N2 Hg1 O1 83.0(2) . . ? O4 Hg1 O1 80.5(2) . . ? S1 Hg1 O1 102.29(16) . . ? N2 Hg1 N1 71.7(3) . . ? O4 Hg1 N1 143.8(3) . . ? S1 Hg1 N1 80.93(18) . . ? O1 Hg1 N1 125.7(2) . . ? N3 O1 Hg1 102.8(5) . . ? N4 O4 Hg1 111.6(6) . . ? C4 S1 C3 103.4(4) . . ? C4 S1 Hg1 101.7(3) . . ? C3 S1 Hg1 109.0(3) . . ? C13 S2 C14 102.7(5) . . ? C12 N1 C5 112.5(7) . . ? C12 N1 C6 113.0(7) . . ? C5 N1 C6 110.8(7) . . ? C12 N1 Hg1 117.5(5) . . ? C5 N1 Hg1 98.8(5) . . ? C6 N1 Hg1 103.0(5) . . ? C7 N2 C8 120.9(8) . . ? C7 N2 Hg1 120.4(6) . . ? C8 N2 Hg1 118.8(6) . . ? O3 N3 O2 120.2(8) . . ? O3 N3 O1 119.5(8) . . ? O2 N3 O1 120.3(8) . . ? O5 N4 O6 121.9(8) . . ? O5 N4 O4 120.0(8) . . ? O6 N4 O4 118.1(8) . . ? C15 C1 C2 120.9(9) . . ? C15 C1 H1A 119.6 . . ? C2 C1 H1A 119.6 . . ? C1 C2 C18 118.5(9) . . ? C1 C2 C3 121.3(8) . . ? C18 C2 C3 120.2(9) . . ? C2 C3 S1 115.5(7) . . ? C2 C3 H3A 108.4 . . ? S1 C3 H3A 108.4 . . ? C2 C3 H3B 108.4 . . ? S1 C3 H3B 108.4 . . ? H3A C3 H3B 107.5 . . ? C5 C4 S1 113.4(6) . . ? C5 C4 H4A 108.9 . . ? S1 C4 H4A 108.9 . . ? C5 C4 H4B 108.9 . . ? S1 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? N1 C5 C4 115.2(7) . . ? N1 C5 H5A 108.5 . . ? C4 C5 H5A 108.5 . . ? N1 C5 H5B 108.5 . . ? C4 C5 H5B 108.5 . . ? H5A C5 H5B 107.5 . . ? N1 C6 C7 114.4(7) . . ? N1 C6 H6A 108.7 . . ? C7 C6 H6A 108.7 . . ? N1 C6 H6B 108.7 . . ? C7 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? N2 C7 C11 121.0(8) . . ? N2 C7 C6 119.6(8) . . ? C11 C7 C6 119.1(8) . . ? N2 C8 C9 120.4(9) . . ? N2 C8 H8A 119.8 . . ? C9 C8 H8A 119.8 . . ? C10 C9 C8 118.8(9) . . ? C10 C9 H9A 120.6 . . ? C8 C9 H9A 120.6 . . ? C9 C10 C11 120.6(8) . . ? C9 C10 H10A 119.7 . . ? C11 C10 H10A 119.7 . . ? C10 C11 C7 118.3(9) . . ? C10 C11 H11A 120.9 . . ? C7 C11 H11A 120.9 . . ? N1 C12 C13 113.2(7) . . ? N1 C12 H12A 108.9 . . ? C13 C12 H12A 108.9 . . ? N1 C12 H12B 108.9 . . ? C13 C12 H12B 108.9 . . ? H12A C12 H12B 107.7 . . ? C12 C13 S2 112.7(6) . . ? C12 C13 H13A 109.1 . . ? S2 C13 H13A 109.1 . . ? C12 C13 H13B 109.1 . . ? S2 C13 H13B 109.1 . . ? H13A C13 H13B 107.8 . . ? C15 C14 S2 115.3(7) . . ? C15 C14 H14A 108.4 . . ? S2 C14 H14A 108.4 . . ? C15 C14 H14B 108.4 . . ? S2 C14 H14B 108.4 . . ? H14A C14 H14B 107.5 . . ? C1 C15 C16 118.3(9) . . ? C1 C15 C14 119.7(9) . . ? C16 C15 C14 122.1(9) . . ? C17 C16 C15 120.5(9) . . ? C17 C16 H16A 119.7 . . ? C15 C16 H16A 119.7 . . ? C18 C17 C16 120.7(9) . . ? C18 C17 H17A 119.7 . . ? C16 C17 H17A 119.7 . . ? C17 C18 C2 120.8(9) . . ? C17 C18 H18A 119.6 . . ? C2 C18 H18A 119.6 . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 1.785 _refine_diff_density_min -2.362 _refine_diff_density_rms 0.272 data_6 _database_code_depnum_ccdc_archive 'CCDC 873990' #TrackingRef '10436_web_deposit_cif_file_8_SunhongPark_1333072020.6.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H24 Cl2 Cu N2 O9 S2' _chemical_formula_weight 610.95 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.4100(8) _cell_length_b 9.2205(10) _cell_length_c 15.1951(17) _cell_angle_alpha 90.00 _cell_angle_beta 93.107(5) _cell_angle_gamma 90.00 _cell_volume 1176.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9867 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 32.26 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.725 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 626 _exptl_absorpt_coefficient_mu 1.386 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7539 _exptl_absorpt_correction_T_max 0.9092 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11690 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 26.50 _reflns_number_total 4702 _reflns_number_gt 4520 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1094P)^2^+0.9449P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.058(16) _refine_ls_number_reflns 4702 _refine_ls_number_parameters 315 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0533 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1470 _refine_ls_wR_factor_gt 0.1456 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Cu1 Cu 0.86324(6) 0.62764(6) 0.19290(3) 0.02874(16) Uani 1 1 d D . . Cl1 Cl 0.91996(12) 0.57229(12) -0.02924(7) 0.0300(2) Uani 1 1 d . . . Cl2 Cl 0.51180(18) 0.01194(18) 0.27101(10) 0.0522(4) Uani 1 1 d . . . O1W O 0.8609(5) 0.8407(5) 0.1846(3) 0.0492(10) Uani 1 1 d D . . H1W H 0.768(3) 0.863(3) 0.148(3) 0.23(9) Uiso 1 1 d D . . H2W H 0.955(3) 0.865(6) 0.156(3) 0.027(13) Uiso 1 1 d D . . O1 O 0.9834(4) 0.5718(5) 0.0616(2) 0.0404(8) Uani 1 1 d . . . O2 O 0.8261(7) 0.6964(6) -0.0443(3) 0.0710(16) Uani 1 1 d . . . O3 O 1.0516(5) 0.5765(5) -0.0856(3) 0.0513(10) Uani 1 1 d . . . O4 O 0.8308(10) 0.4455(7) -0.0457(4) 0.096(2) Uani 1 1 d . . . O5 O 0.442(3) -0.105(2) 0.2752(10) 0.374(19) Uani 1 1 d . . . O6 O 0.434(2) 0.129(2) 0.2765(8) 0.252(10) Uani 1 1 d . . . O7 O 0.5966(10) 0.0195(6) 0.1928(5) 0.101(3) Uani 1 1 d . . . O8 O 0.6004(16) 0.037(2) 0.3428(8) 0.202(8) Uani 1 1 d . . . S1 S 1.12634(13) 0.62849(19) 0.25172(8) 0.0391(3) Uani 1 1 d . . . S2 S 0.54290(14) 0.48564(16) 0.43593(8) 0.0399(3) Uani 1 1 d . . . N1 N 0.8483(4) 0.4205(4) 0.2347(2) 0.0255(7) Uani 1 1 d . . . N2 N 0.6486(4) 0.5877(4) 0.1347(2) 0.0257(8) Uani 1 1 d . . . C1 C 0.8850(6) 0.7172(6) 0.4195(3) 0.0376(11) Uani 1 1 d . . . H1B H 0.8355 0.7633 0.3710 0.045 Uiso 1 1 calc R . . C2 C 1.0496(6) 0.7007(6) 0.4244(3) 0.0406(12) Uani 1 1 d . . . C3 C 1.1451(7) 0.7446(8) 0.3488(4) 0.0482(14) Uani 1 1 d . . . H3A H 1.2564 0.7478 0.3690 0.058 Uiso 1 1 calc R . . H3B H 1.1141 0.8423 0.3313 0.058 Uiso 1 1 calc R . . C4 C 1.1277(5) 0.4444(7) 0.2951(3) 0.0387(12) Uani 1 1 d . . . H4B H 1.2337 0.4034 0.2936 0.046 Uiso 1 1 calc R . . H4C H 1.0973 0.4450 0.3558 0.046 Uiso 1 1 calc R . . C5 C 1.0108(5) 0.3544(6) 0.2390(3) 0.0309(9) Uani 1 1 d . . . H5B H 1.0481 0.3465 0.1799 0.037 Uiso 1 1 calc R . . H5C H 1.0055 0.2575 0.2634 0.037 Uiso 1 1 calc R . . C6 C 0.7481(5) 0.3475(5) 0.1638(3) 0.0278(9) Uani 1 1 d . . . H6A H 0.7029 0.2594 0.1868 0.033 Uiso 1 1 calc R . . H6B H 0.8139 0.3208 0.1158 0.033 Uiso 1 1 calc R . . C7 C 0.6162(5) 0.4462(5) 0.1296(3) 0.0279(9) Uani 1 1 d . . . C8 C 0.5404(6) 0.6847(6) 0.1026(3) 0.0341(10) Uani 1 1 d . . . H8A H 0.5643 0.7832 0.1055 0.041 Uiso 1 1 calc R . . C9 C 0.3958(5) 0.6410(6) 0.0658(3) 0.0356(10) Uani 1 1 d . . . H9A H 0.3218 0.7091 0.0444 0.043 Uiso 1 1 calc R . . C10 C 0.3609(5) 0.4942(6) 0.0608(3) 0.0360(11) Uani 1 1 d . . . H10A H 0.2635 0.4624 0.0361 0.043 Uiso 1 1 calc R . . C11 C 0.4740(5) 0.3958(6) 0.0933(3) 0.0302(9) Uani 1 1 d . . . H11A H 0.4537 0.2967 0.0905 0.036 Uiso 1 1 calc R . . C12 C 0.7756(5) 0.4087(5) 0.3232(3) 0.0318(9) Uani 1 1 d . . . H12A H 0.8489 0.4501 0.3679 0.038 Uiso 1 1 calc R . . H12B H 0.7622 0.3070 0.3372 0.038 Uiso 1 1 calc R . . C13 C 0.6136(6) 0.4855(7) 0.3270(3) 0.0373(10) Uani 1 1 d . . . H13A H 0.5363 0.4370 0.2874 0.045 Uiso 1 1 calc R . . H13B H 0.6237 0.5848 0.3069 0.045 Uiso 1 1 calc R . . C14 C 0.6136(6) 0.6635(6) 0.4746(4) 0.0416(12) Uani 1 1 d . . . H14A H 0.5782 0.7372 0.4324 0.050 Uiso 1 1 calc R . . H14B H 0.5685 0.6856 0.5304 0.050 Uiso 1 1 calc R . . C15 C 0.7941(6) 0.6659(5) 0.4859(3) 0.0358(10) Uani 1 1 d . . . C16 C 0.8700(6) 0.6050(6) 0.5602(3) 0.0410(12) Uani 1 1 d . . . H16A H 0.8099 0.5728 0.6059 0.049 Uiso 1 1 calc R . . C17 C 1.0332(7) 0.5917(7) 0.5674(4) 0.0443(13) Uani 1 1 d . . . H17A H 1.0824 0.5524 0.6182 0.053 Uiso 1 1 calc R . . C18 C 1.1241(6) 0.6364(8) 0.4994(3) 0.0434(12) Uani 1 1 d . . . H18A H 1.2340 0.6239 0.5033 0.052 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 Cu1 0.0280(3) 0.0241(3) 0.0345(3) -0.0009(2) 0.00517(19) -0.0081(2) Cl1 0.0290(5) 0.0296(5) 0.0317(5) 0.0045(4) 0.0055(4) 0.0021(4) Cl2 0.0554(8) 0.0534(9) 0.0492(8) -0.0005(6) 0.0171(6) -0.0173(7) O1W 0.052(2) 0.037(2) 0.060(2) 0.0052(18) 0.009(2) -0.0122(17) O1 0.0315(15) 0.058(2) 0.0317(16) -0.0003(16) 0.0038(12) 0.0022(16) O2 0.076(3) 0.077(4) 0.062(3) 0.025(3) 0.022(2) 0.048(3) O3 0.050(2) 0.064(3) 0.0420(19) 0.0107(19) 0.0221(16) 0.019(2) O4 0.141(6) 0.076(4) 0.066(3) 0.009(3) -0.024(3) -0.067(4) O5 0.57(3) 0.38(3) 0.196(12) -0.181(15) 0.263(19) -0.42(3) O6 0.295(16) 0.33(2) 0.148(9) 0.129(12) 0.152(11) 0.223(17) O7 0.157(7) 0.043(3) 0.114(5) -0.008(3) 0.095(5) -0.019(4) O8 0.158(10) 0.33(2) 0.120(8) -0.047(11) 0.017(7) -0.007(13) S1 0.0273(5) 0.0528(7) 0.0384(5) -0.0128(6) 0.0111(4) -0.0156(6) S2 0.0338(6) 0.0434(7) 0.0440(6) 0.0014(5) 0.0145(5) -0.0048(5) N1 0.0200(15) 0.0288(19) 0.0282(17) -0.0008(15) 0.0054(13) 0.0007(14) N2 0.0241(15) 0.023(2) 0.0308(17) 0.0052(14) 0.0078(13) 0.0016(13) C1 0.037(2) 0.037(3) 0.040(2) -0.010(2) 0.0055(19) -0.005(2) C2 0.040(3) 0.043(3) 0.039(2) -0.012(2) 0.010(2) -0.015(2) C3 0.040(3) 0.063(4) 0.043(3) -0.025(3) 0.014(2) -0.020(3) C4 0.022(2) 0.049(3) 0.045(3) -0.010(2) -0.0003(18) 0.0042(19) C5 0.0203(19) 0.038(3) 0.035(2) -0.0048(19) 0.0011(16) 0.0075(17) C6 0.0233(18) 0.021(2) 0.039(2) -0.0003(17) 0.0000(17) 0.0027(16) C7 0.0241(19) 0.027(2) 0.033(2) -0.0021(17) 0.0052(16) 0.0040(17) C8 0.042(2) 0.027(2) 0.034(2) 0.0066(18) 0.0125(19) 0.007(2) C9 0.033(2) 0.038(3) 0.036(2) 0.008(2) 0.0052(17) 0.015(2) C10 0.0221(19) 0.050(3) 0.035(2) -0.002(2) -0.0027(17) 0.002(2) C11 0.0246(19) 0.034(2) 0.032(2) -0.0016(18) 0.0028(16) -0.0026(18) C12 0.034(2) 0.026(2) 0.036(2) 0.0007(18) 0.0141(18) -0.0006(18) C13 0.030(2) 0.045(3) 0.037(2) -0.004(2) 0.0062(18) -0.006(2) C14 0.045(3) 0.033(3) 0.048(3) -0.008(2) 0.013(2) 0.003(2) C15 0.037(2) 0.033(3) 0.039(2) -0.0097(19) 0.0093(18) -0.0025(19) C16 0.045(3) 0.035(3) 0.044(3) 0.000(2) 0.014(2) -0.001(2) C17 0.042(3) 0.049(4) 0.041(3) -0.006(2) 0.000(2) -0.006(2) C18 0.029(2) 0.052(3) 0.049(3) -0.018(3) 0.0042(18) -0.005(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 Cu1 O1W 1.969(5) . ? Cu1 N2 2.000(4) . ? Cu1 N1 2.019(4) . ? Cu1 S1 2.3410(12) . ? Cu1 O1 2.342(3) . ? Cl1 O2 1.402(5) . ? Cl1 O4 1.404(5) . ? Cl1 O3 1.436(4) . ? Cl1 O1 1.453(3) . ? Cl2 O5 1.229(11) . ? Cl2 O6 1.269(14) . ? Cl2 O8 1.307(12) . ? Cl2 O7 1.421(5) . ? S1 C4 1.821(7) . ? S1 C3 1.822(5) . ? S2 C13 1.789(5) . ? S2 C14 1.830(5) . ? N1 C6 1.492(6) . ? N1 C5 1.494(5) . ? N1 C12 1.511(5) . ? N2 C7 1.334(6) . ? N2 C8 1.349(6) . ? C1 C15 1.381(7) . ? C1 C2 1.391(7) . ? C2 C18 1.401(8) . ? C2 C3 1.494(7) . ? C4 C5 1.513(7) . ? C6 C7 1.506(6) . ? C7 C11 1.371(6) . ? C8 C9 1.372(7) . ? C9 C10 1.386(8) . ? C10 C11 1.387(7) . ? C12 C13 1.540(7) . ? C14 C15 1.519(7) . ? C15 C16 1.386(8) . ? C16 C17 1.376(8) . ? C17 C18 1.382(8) . ? 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 O1W Cu1 N2 98.59(17) . . ? O1W Cu1 N1 164.53(17) . . ? N2 Cu1 N1 83.98(15) . . ? O1W Cu1 S1 91.57(13) . . ? N2 Cu1 S1 168.76(12) . . ? N1 Cu1 S1 87.51(11) . . ? O1W Cu1 O1 99.68(16) . . ? N2 Cu1 O1 90.20(13) . . ? N1 Cu1 O1 95.55(15) . . ? S1 Cu1 O1 83.31(9) . . ? O2 Cl1 O4 111.1(4) . . ? O2 Cl1 O3 109.0(3) . . ? O4 Cl1 O3 109.7(4) . . ? O2 Cl1 O1 109.4(3) . . ? O4 Cl1 O1 109.4(3) . . ? O3 Cl1 O1 108.2(2) . . ? O5 Cl2 O6 119.5(14) . . ? O5 Cl2 O8 111.1(14) . . ? O6 Cl2 O8 94.0(11) . . ? O5 Cl2 O7 110.4(6) . . ? O6 Cl2 O7 107.3(5) . . ? O8 Cl2 O7 113.6(7) . . ? Cl1 O1 Cu1 131.0(2) . . ? C4 S1 C3 104.8(3) . . ? C4 S1 Cu1 97.03(15) . . ? C3 S1 Cu1 110.5(2) . . ? C13 S2 C14 100.3(3) . . ? C6 N1 C5 109.1(3) . . ? C6 N1 C12 111.7(4) . . ? C5 N1 C12 110.2(3) . . ? C6 N1 Cu1 104.0(3) . . ? C5 N1 Cu1 109.1(3) . . ? C12 N1 Cu1 112.5(3) . . ? C7 N2 C8 119.7(4) . . ? C7 N2 Cu1 112.5(3) . . ? C8 N2 Cu1 127.8(3) . . ? C15 C1 C2 120.8(5) . . ? C1 C2 C18 119.3(5) . . ? C1 C2 C3 120.3(5) . . ? C18 C2 C3 120.3(5) . . ? C2 C3 S1 115.9(4) . . ? C5 C4 S1 108.4(4) . . ? N1 C5 C4 111.4(4) . . ? N1 C6 C7 110.6(4) . . ? N2 C7 C11 121.7(4) . . ? N2 C7 C6 115.3(4) . . ? C11 C7 C6 123.0(4) . . ? N2 C8 C9 121.2(5) . . ? C8 C9 C10 119.3(4) . . ? C9 C10 C11 118.7(4) . . ? C7 C11 C10 119.2(5) . . ? N1 C12 C13 113.7(4) . . ? C12 C13 S2 112.0(4) . . ? C15 C14 S2 110.8(4) . . ? C1 C15 C16 119.0(5) . . ? C1 C15 C14 120.8(5) . . ? C16 C15 C14 120.0(5) . . ? C17 C16 C15 120.9(5) . . ? C16 C17 C18 120.3(5) . . ? C17 C18 C2 119.5(5) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.161 _refine_diff_density_min -0.456 _refine_diff_density_rms 0.116 data_7 _database_code_depnum_ccdc_archive 'CCDC 873991' #TrackingRef '10437_web_deposit_cif_file_9_SunhongPark_1333072020.7.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H24 Cl2 N2 O9 Pb S2' _chemical_formula_weight 766.61 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 '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 16.5333(12) _cell_length_b 10.1786(7) _cell_length_c 16.9387(12) _cell_angle_alpha 90.00 _cell_angle_beta 117.185(3) _cell_angle_gamma 90.00 _cell_volume 2535.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9577 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 32.89 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.008 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 7.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4164 _exptl_absorpt_correction_T_max 0.6760 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44906 _diffrn_reflns_av_R_equivalents 0.0514 _diffrn_reflns_av_sigmaI/netI 0.0269 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 26.50 _reflns_number_total 5242 _reflns_number_gt 5004 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0491P)^2^+6.4746P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5242 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0297 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0843 _refine_ls_wR_factor_gt 0.0835 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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 Pb1 Pb -0.167801(10) -0.108842(14) -0.979365(10) 0.02265(7) Uani 1 1 d . . . Cl1 Cl -0.08499(6) -0.02394(9) -1.14154(6) 0.0233(2) Uani 1 1 d . . . Cl2 Cl -0.16538(11) -0.20504(13) -0.60745(11) 0.0536(4) Uani 1 1 d . . . O1 O -0.1838(3) 0.0228(4) -0.8632(3) 0.0559(11) Uani 1 1 d . . . O2 O -0.0278(2) 0.0771(4) -1.1472(3) 0.0424(9) Uani 1 1 d . . . O3 O -0.0333(3) -0.1143(3) -1.0717(2) 0.0403(9) Uani 1 1 d . . . O4 O -0.1282(3) -0.0926(3) -1.2247(2) 0.0371(8) Uani 1 1 d . . . O5 O -0.1541(2) 0.0354(3) -1.1231(2) 0.0348(7) Uani 1 1 d . . . O6 O -0.2272(8) -0.1482(8) -0.6858(5) 0.142(4) Uani 1 1 d . . . O7 O -0.0806(6) -0.1624(8) -0.5905(11) 0.219(7) Uani 1 1 d . . . O8 O -0.1647(3) -0.3460(4) -0.6137(4) 0.0682(14) Uani 1 1 d . . . O9 O -0.1937(7) -0.1725(6) -0.5455(5) 0.126(3) Uani 1 1 d . . . S1 S -0.07570(7) -0.28217(10) -0.81437(7) 0.0262(2) Uani 1 1 d . . . S2 S -0.26819(7) -0.24918(10) -1.15389(7) 0.0257(2) Uani 1 1 d . . . N1 N -0.2903(2) -0.2496(3) -0.9675(2) 0.0240(7) Uani 1 1 d . . . N2 N -0.3208(2) -0.0034(3) -1.0614(2) 0.0262(7) Uani 1 1 d . . . C1 C -0.0537(3) -0.4692(4) -0.9214(3) 0.0246(8) Uani 1 1 d . . . C2 C -0.0745(3) -0.6021(4) -0.9227(4) 0.0332(11) Uani 1 1 d . . . H2A H -0.0514 -0.6498 -0.8701 0.040 Uiso 1 1 calc R . . C3 C -0.1300(3) -0.6633(4) -1.0030(4) 0.0377(11) Uani 1 1 d . . . H3A H -0.1408 -0.7531 -1.0041 0.045 Uiso 1 1 calc R . . C4 C -0.1689(3) -0.5930(4) -1.0802(3) 0.0309(10) Uani 1 1 d . . . H4A H -0.2089 -0.6338 -1.1328 0.037 Uiso 1 1 calc R . . C5 C -0.1485(3) -0.4605(4) -1.0800(3) 0.0253(8) Uani 1 1 d . . . C6 C -0.0877(3) -0.4023(4) -1.0013(3) 0.0243(9) Uani 1 1 d . . . H6A H -0.0693 -0.3161 -1.0020 0.029 Uiso 1 1 calc R . . C7 C -0.1956(3) -0.3769(4) -1.1642(3) 0.0284(9) Uani 1 1 d . . . H7A H -0.2323 -0.4335 -1.2139 0.034 Uiso 1 1 calc R . . H7B H -0.1498 -0.3359 -1.1768 0.034 Uiso 1 1 calc R . . C8 C -0.3461(3) -0.3372(5) -1.1244(3) 0.0299(9) Uani 1 1 d . . . H8A H -0.4034 -0.3632 -1.1673 0.036 Uiso 1 1 calc R . . C9 C -0.3140(3) -0.3661(4) -1.0277(3) 0.0284(9) Uani 1 1 d . . . H9A H -0.3611 -0.4155 -1.0218 0.034 Uiso 1 1 calc R . . H9B H -0.2609 -0.4223 -1.0074 0.034 Uiso 1 1 calc R . . C10 C -0.3724(3) -0.1678(5) -0.9888(3) 0.0317(10) Uani 1 1 d . . . H10A H -0.3664 -0.1293 -0.9341 0.038 Uiso 1 1 calc R . . H10B H -0.4249 -0.2254 -1.0111 0.038 Uiso 1 1 calc R . . C11 C -0.3914(3) -0.0585(4) -1.0554(3) 0.0245(8) Uani 1 1 d . . . C12 C -0.4789(3) -0.0095(4) -1.1018(3) 0.0319(10) Uani 1 1 d . . . H12A H -0.5274 -0.0517 -1.0989 0.038 Uiso 1 1 calc R . . C13 C -0.4933(3) 0.1023(4) -1.1523(4) 0.0356(11) Uani 1 1 d . . . H13A H -0.5512 0.1383 -1.1822 0.043 Uiso 1 1 calc R . . C14 C -0.4196(3) 0.1610(4) -1.1577(3) 0.0332(10) Uani 1 1 d . . . H14A H -0.4273 0.2369 -1.1910 0.040 Uiso 1 1 calc R . . C15 C -0.3356(3) 0.1037(4) -1.1129(3) 0.0301(10) Uani 1 1 d . . . H15A H -0.2868 0.1404 -1.1182 0.036 Uiso 1 1 calc R . . C16 C -0.2599(3) -0.2975(5) -0.8737(3) 0.0297(9) Uani 1 1 d . . . H16A H -0.3091 -0.3485 -0.8728 0.036 Uiso 1 1 calc R . . H16B H -0.2508 -0.2214 -0.8360 0.036 Uiso 1 1 calc R . . C17 C -0.1744(3) -0.3800(4) -0.8330(3) 0.0293(10) Uani 1 1 d . . . H17A H -0.1800 -0.4526 -0.8723 0.035 Uiso 1 1 calc R . . H17B H -0.1667 -0.4162 -0.7770 0.035 Uiso 1 1 calc R . . C18 C -0.0027(3) -0.3957(4) -0.8370(3) 0.0280(10) Uani 1 1 d . . . H18A H 0.0460 -0.3465 -0.8402 0.034 Uiso 1 1 calc R . . H18B H 0.0246 -0.4578 -0.7884 0.034 Uiso 1 1 calc R . . C19 C -0.1122(6) 0.0645(8) -0.7803(5) 0.072(2) Uani 1 1 d . . . H19A H -0.1372 0.1141 -0.7484 0.108 Uiso 1 1 calc R . . H19B H -0.0703 0.1184 -0.7906 0.108 Uiso 1 1 calc R . . H19C H -0.0808 -0.0110 -0.7460 0.108 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 Pb1 0.02253(11) 0.01984(10) 0.02695(11) 0.00113(5) 0.01248(8) -0.00216(5) Cl1 0.0216(4) 0.0214(4) 0.0251(5) 0.0038(3) 0.0091(4) -0.0016(3) Cl2 0.0752(10) 0.0276(6) 0.0826(10) 0.0066(6) 0.0575(9) 0.0080(6) O1 0.066(3) 0.050(2) 0.058(3) -0.022(2) 0.035(2) 0.003(2) O2 0.0369(19) 0.0423(19) 0.049(2) 0.0070(17) 0.0202(17) -0.0170(16) O3 0.046(2) 0.0349(19) 0.0324(19) 0.0106(13) 0.0111(16) 0.0111(14) O4 0.043(2) 0.0349(18) 0.0297(18) -0.0054(13) 0.0136(16) -0.0036(14) O5 0.0305(17) 0.0401(19) 0.0373(18) 0.0023(14) 0.0186(15) 0.0035(14) O6 0.247(11) 0.093(5) 0.084(5) 0.030(4) 0.073(6) 0.088(6) O7 0.119(7) 0.063(4) 0.50(2) 0.042(8) 0.159(11) -0.005(4) O8 0.067(3) 0.033(2) 0.127(5) 0.004(2) 0.065(3) 0.010(2) O9 0.242(10) 0.076(4) 0.105(5) 0.018(4) 0.118(6) 0.060(5) S1 0.0270(5) 0.0244(5) 0.0258(5) -0.0006(4) 0.0109(4) -0.0051(4) S2 0.0246(5) 0.0236(5) 0.0253(5) 0.0028(4) 0.0083(4) -0.0011(4) N1 0.0246(17) 0.0230(17) 0.0305(18) 0.0006(14) 0.0178(15) -0.0014(13) N2 0.0221(17) 0.0231(16) 0.0349(19) 0.0033(15) 0.0143(15) 0.0020(13) C1 0.0180(18) 0.024(2) 0.030(2) -0.0021(16) 0.0098(16) 0.0003(15) C2 0.029(2) 0.026(2) 0.038(3) 0.0079(17) 0.011(2) 0.0010(16) C3 0.036(3) 0.021(2) 0.049(3) -0.001(2) 0.014(2) -0.0043(18) C4 0.027(2) 0.026(2) 0.035(2) -0.0084(17) 0.010(2) -0.0039(16) C5 0.0234(19) 0.023(2) 0.030(2) -0.0013(16) 0.0127(17) 0.0010(15) C6 0.022(2) 0.0190(19) 0.032(2) -0.0020(15) 0.0118(18) -0.0015(14) C7 0.028(2) 0.032(2) 0.024(2) -0.0031(16) 0.0106(18) -0.0026(17) C8 0.020(2) 0.032(2) 0.031(2) -0.0032(18) 0.0060(17) -0.0095(17) C9 0.024(2) 0.0208(18) 0.041(3) 0.0006(18) 0.0154(19) -0.0054(16) C10 0.030(2) 0.032(2) 0.045(3) 0.007(2) 0.027(2) 0.0041(18) C11 0.028(2) 0.0215(19) 0.029(2) -0.0014(16) 0.0173(18) 0.0014(16) C12 0.027(2) 0.029(2) 0.044(3) 0.0002(19) 0.020(2) -0.0008(17) C13 0.027(2) 0.034(3) 0.044(3) 0.0027(19) 0.015(2) 0.0079(17) C14 0.034(2) 0.020(2) 0.043(3) 0.0032(18) 0.014(2) 0.0032(17) C15 0.029(2) 0.023(2) 0.040(3) -0.0008(17) 0.017(2) -0.0041(16) C16 0.029(2) 0.037(2) 0.029(2) 0.0039(18) 0.0190(18) -0.0039(18) C17 0.028(2) 0.030(2) 0.027(2) 0.0078(17) 0.0095(19) -0.0058(16) C18 0.025(2) 0.027(2) 0.028(2) 0.0030(16) 0.0081(18) 0.0015(15) C19 0.095(6) 0.063(4) 0.068(5) -0.023(4) 0.045(4) -0.017(4) _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 Pb1 O1 2.492(4) . ? Pb1 N2 2.504(3) . ? Pb1 N1 2.563(3) . ? Pb1 S2 3.0085(11) . ? Pb1 S1 3.0583(11) . ? Cl1 O2 1.430(3) . ? Cl1 O3 1.432(3) . ? Cl1 O4 1.437(4) . ? Cl1 O5 1.446(3) . ? Cl2 O7 1.366(8) . ? Cl2 O9 1.372(6) . ? Cl2 O6 1.379(7) . ? Cl2 O8 1.439(4) . ? O1 C19 1.427(9) . ? S1 C17 1.812(5) . ? S1 C18 1.835(5) . ? S2 C8 1.817(5) . ? S2 C7 1.831(5) . ? N1 C10 1.488(5) . ? N1 C9 1.495(6) . ? N1 C16 1.512(5) . ? N2 C11 1.339(5) . ? N2 C15 1.347(6) . ? C1 C6 1.384(6) . ? C1 C2 1.393(6) . ? C1 C18 1.487(6) . ? C2 C3 1.393(7) . ? C3 C4 1.366(7) . ? C4 C5 1.390(6) . ? C5 C6 1.384(6) . ? C5 C7 1.533(6) . ? C8 C9 1.502(7) . ? C10 C11 1.511(6) . ? C11 C12 1.386(6) . ? C12 C13 1.377(7) . ? C13 C14 1.399(7) . ? C14 C15 1.371(7) . ? C16 C17 1.514(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 O1 Pb1 N2 76.30(14) . . ? O1 Pb1 N1 82.32(13) . . ? N2 Pb1 N1 69.43(11) . . ? O1 Pb1 S2 145.20(11) . . ? N2 Pb1 S2 72.19(9) . . ? N1 Pb1 S2 73.17(8) . . ? O1 Pb1 S1 77.11(11) . . ? N2 Pb1 S1 135.18(9) . . ? N1 Pb1 S1 71.78(8) . . ? S2 Pb1 S1 116.41(3) . . ? O2 Cl1 O3 110.7(2) . . ? O2 Cl1 O4 109.4(2) . . ? O3 Cl1 O4 109.8(2) . . ? O2 Cl1 O5 109.0(2) . . ? O3 Cl1 O5 108.8(2) . . ? O4 Cl1 O5 109.1(2) . . ? O7 Cl2 O9 116.0(8) . . ? O7 Cl2 O6 107.9(8) . . ? O9 Cl2 O6 105.8(5) . . ? O7 Cl2 O8 106.9(4) . . ? O9 Cl2 O8 108.3(4) . . ? O6 Cl2 O8 112.0(5) . . ? C19 O1 Pb1 126.7(4) . . ? C17 S1 C18 104.1(2) . . ? C17 S1 Pb1 97.21(15) . . ? C18 S1 Pb1 105.83(16) . . ? C8 S2 C7 104.7(2) . . ? C8 S2 Pb1 96.10(15) . . ? C7 S2 Pb1 109.85(15) . . ? C10 N1 C9 110.6(3) . . ? C10 N1 C16 105.3(3) . . ? C9 N1 C16 108.6(3) . . ? C10 N1 Pb1 109.5(2) . . ? C9 N1 Pb1 111.1(2) . . ? C16 N1 Pb1 111.6(2) . . ? C11 N2 C15 118.8(4) . . ? C11 N2 Pb1 118.2(3) . . ? C15 N2 Pb1 123.0(3) . . ? C6 C1 C2 118.4(4) . . ? C6 C1 C18 119.4(4) . . ? C2 C1 C18 122.1(4) . . ? C3 C2 C1 119.9(4) . . ? C4 C3 C2 120.8(4) . . ? C3 C4 C5 119.9(4) . . ? C6 C5 C4 119.1(4) . . ? C6 C5 C7 119.7(4) . . ? C4 C5 C7 121.1(4) . . ? C1 C6 C5 121.5(4) . . ? C5 C7 S2 112.4(3) . . ? C9 C8 S2 117.0(3) . . ? N1 C9 C8 116.1(4) . . ? N1 C10 C11 116.7(3) . . ? N2 C11 C12 121.7(4) . . ? N2 C11 C10 118.2(4) . . ? C12 C11 C10 119.7(4) . . ? C13 C12 C11 119.3(4) . . ? C12 C13 C14 119.0(4) . . ? C15 C14 C13 118.3(4) . . ? N2 C15 C14 122.7(4) . . ? N1 C16 C17 116.8(4) . . ? C16 C17 S1 110.7(3) . . ? C1 C18 S1 112.3(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.283 _refine_diff_density_min -0.919 _refine_diff_density_rms 0.150