Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof Shim Sung Lee' _publ_contact_author_address ; Department of Chemistry Gyeongsang National University Chinju 660-701 KOREA ; _publ_contact_author_email SSLEE@GSNU.AC.KR _publ_section_title ; Cadmium(II) and mercury(II) complexes of an NO2S2-donor macrocycle and its ditopic xylyl-bridged analogue ; loop_ _publ_author_name 'Shim Sung Lee' 'Sang Woo Han' 'Yongri Jin' 'Jineun Kim' 'Ji-Eun Lee' 'Leonard F.Lindoy' ; S.-T.Moon ; 'Ki-Min Park' 'Joobeom Seo' 'Li Yoon' data_complex12 _database_code_depnum_ccdc_archive 'CCDC 252601' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H60 Cd2 Cl4 N6 O16 S4' _chemical_formula_weight 1495.88 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' Cd Cd -0.8075 1.2024 '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 12.970(2) _cell_length_b 15.828(3) _cell_length_c 15.840(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.883(3) _cell_angle_gamma 90.00 _cell_volume 2995.9(9) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7072 _cell_measurement_theta_min 1.73 _cell_measurement_theta_max 28.31 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.658 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1516 _exptl_absorpt_coefficient_mu 1.098 _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 19054 _diffrn_reflns_av_R_equivalents 0.0772 _diffrn_reflns_av_sigmaI/netI 0.0899 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 28.31 _reflns_number_total 7072 _reflns_number_gt 4358 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0700P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7072 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1023 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1452 _refine_ls_wR_factor_gt 0.1219 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 Cd Cd 0.47819(3) 0.37772(2) 0.03859(3) 0.03341(13) Uani 1 1 d . . . S1 S 0.27417(12) 0.39484(8) -0.09510(10) 0.0406(3) Uani 1 1 d . . . S2 S 0.46612(12) 0.34630(9) 0.19808(9) 0.0391(3) Uani 1 1 d . . . O1 O 0.0505(4) 0.3512(3) 0.0011(3) 0.0661(13) Uani 1 1 d . . . O2 O 0.1626(4) 0.2536(3) 0.1573(3) 0.0708(14) Uani 1 1 d . . . O3 O 0.6681(4) 0.3843(5) 0.0980(5) 0.127(3) Uani 1 1 d . . . O4 O 0.6865(4) 0.2972(4) 0.2014(4) 0.102(2) Uani 1 1 d . . . O5 O 0.8298(4) 0.3513(4) 0.1962(5) 0.113(2) Uani 1 1 d . . . O6 O 0.5813(5) 0.4346(3) -0.1717(4) 0.0784(16) Uani 1 1 d . . . O7 O 0.5257(4) 0.3410(3) -0.0995(4) 0.0722(15) Uani 1 1 d . . . O8 O 0.5300(3) 0.4704(2) -0.0630(3) 0.0507(10) Uani 1 1 d . . . N1 N 0.4146(3) 0.2314(2) 0.0160(3) 0.0311(9) Uani 1 1 d . . . N2 N 0.7304(5) 0.3471(4) 0.1664(4) 0.0601(14) Uani 1 1 d . . . N3 N 0.5472(4) 0.4151(3) -0.1126(3) 0.0472(12) Uani 1 1 d . . . C1 C -0.0051(5) 0.3952(3) -0.0785(4) 0.0460(14) Uani 1 1 d . . . C2 C -0.1196(5) 0.3889(4) -0.1298(5) 0.0535(16) Uani 1 1 d . . . H2 H -0.1648 0.3552 -0.1081 0.064 Uiso 1 1 calc R . . C3 C -0.1681(5) 0.4313(4) -0.2121(5) 0.0525(16) Uani 1 1 d . . . H3 H -0.2464 0.4268 -0.2465 0.063 Uiso 1 1 calc R . . C4 C -0.1034(5) 0.4801(4) -0.2446(4) 0.0508(15) Uani 1 1 d . . . H4 H -0.1368 0.5089 -0.3014 0.061 Uiso 1 1 calc R . . C5 C 0.0106(5) 0.4867(3) -0.1938(4) 0.0422(13) Uani 1 1 d . . . H5 H 0.0550 0.5204 -0.2163 0.051 Uiso 1 1 calc R . . C6 C 0.0614(4) 0.4450(3) -0.1106(4) 0.0368(12) Uani 1 1 d . . . C7 C 0.1833(4) 0.4568(3) -0.0543(4) 0.0394(12) Uani 1 1 d . . . H7A H 0.1986 0.4407 0.0098 0.047 Uiso 1 1 calc R . . H7B H 0.2021 0.5174 -0.0546 0.047 Uiso 1 1 calc R . . C8 C 0.2284(4) 0.2868(3) -0.0916(4) 0.0434(13) Uani 1 1 d . . . H8A H 0.2002 0.2813 -0.0420 0.052 Uiso 1 1 calc R . . H8B H 0.1662 0.2732 -0.1503 0.052 Uiso 1 1 calc R . . C9 C 0.3236(4) 0.2246(3) -0.0750(4) 0.0392(12) Uani 1 1 d . . . H9A H 0.2929 0.1666 -0.0828 0.047 Uiso 1 1 calc R . . H9B H 0.3549 0.2337 -0.1222 0.047 Uiso 1 1 calc R . . C10 C 0.3765(4) 0.2033(3) 0.0891(3) 0.0336(11) Uani 1 1 d . . . H10A H 0.3730 0.1408 0.0888 0.040 Uiso 1 1 calc R . . H10B H 0.2997 0.2248 0.0744 0.040 Uiso 1 1 calc R . . C11 C 0.4512(4) 0.2328(3) 0.1848(3) 0.0357(12) Uani 1 1 d . . . H11A H 0.5264 0.2076 0.2011 0.043 Uiso 1 1 calc R . . H11B H 0.4204 0.2109 0.2287 0.043 Uiso 1 1 calc R . . C12 C 0.3253(5) 0.3774(3) 0.1843(4) 0.0412(12) Uani 1 1 d . . . H12A H 0.3199 0.4398 0.1807 0.049 Uiso 1 1 calc R . . H12B H 0.2715 0.3545 0.1256 0.049 Uiso 1 1 calc R . . C13 C 0.2919(5) 0.3479(4) 0.2601(4) 0.0430(13) Uani 1 1 d . . . C14 C 0.3439(6) 0.3798(5) 0.3470(4) 0.0608(17) Uani 1 1 d . . . H14 H 0.4049 0.4179 0.3608 0.073 Uiso 1 1 calc R . . C15 C 0.3063(7) 0.3555(6) 0.4156(5) 0.075(2) Uani 1 1 d . . . H15 H 0.3422 0.3770 0.4760 0.091 Uiso 1 1 calc R . . C16 C 0.2203(7) 0.3026(6) 0.3959(6) 0.073(2) Uani 1 1 d . . . H16 H 0.1950 0.2872 0.4426 0.087 Uiso 1 1 calc R . . C17 C 0.1689(6) 0.2705(5) 0.3115(5) 0.070(2) Uani 1 1 d . . . H17 H 0.1071 0.2335 0.2989 0.084 Uiso 1 1 calc R . . C18 C 0.2052(5) 0.2909(4) 0.2423(4) 0.0512(15) Uani 1 1 d . . . C19 C 0.0462(7) 0.2517(7) 0.1090(7) 0.116(4) Uani 1 1 d . . . H19A H 0.0275 0.2015 0.0687 0.139 Uiso 1 1 calc R . . H19B H 0.0109 0.2439 0.1538 0.139 Uiso 1 1 calc R . . C20 C -0.0022(6) 0.3218(6) 0.0558(6) 0.089(3) Uani 1 1 d . . . H20A H -0.0805 0.3076 0.0161 0.107 Uiso 1 1 calc R . . H20B H -0.0046 0.3681 0.0970 0.107 Uiso 1 1 calc R . . C21 C 0.5172(4) 0.1834(3) 0.0207(4) 0.0351(12) Uani 1 1 d . . . H21A H 0.5410 0.2060 -0.0272 0.042 Uiso 1 1 calc R . . H21B H 0.5781 0.1952 0.0808 0.042 Uiso 1 1 calc R . . C22 C 0.5053(4) 0.0889(3) 0.0090(4) 0.0349(12) Uani 1 1 d . . . C23 C 0.4735(5) 0.0507(3) -0.0762(4) 0.0393(12) Uani 1 1 d . . . H23 H 0.4555 0.0849 -0.1294 0.047 Uiso 1 1 calc R . . C24 C 0.5325(5) 0.0359(3) 0.0849(4) 0.0410(13) Uani 1 1 d . . . H24 H 0.5558 0.0603 0.1443 0.049 Uiso 1 1 calc R . . C25 C 0.8307(9) 0.0193(6) 0.1764(7) 0.111(3) Uani 1 1 d . . . H25A H 0.7663 -0.0041 0.1835 0.133 Uiso 1 1 calc R . . H25B H 0.8954 0.0042 0.2297 0.133 Uiso 1 1 calc R . . Cl1 Cl 0.8428(3) -0.0258(2) 0.0800(3) 0.1553(13) Uani 1 1 d . . . Cl2 Cl 0.8187(2) 0.12672(17) 0.1715(2) 0.1155(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd 0.0382(2) 0.02471(18) 0.0399(2) 0.00229(17) 0.01814(16) -0.00251(17) S1 0.0385(8) 0.0346(7) 0.0476(8) 0.0092(6) 0.0155(6) 0.0066(6) S2 0.0462(8) 0.0360(7) 0.0388(7) -0.0045(6) 0.0205(6) -0.0110(6) O1 0.054(3) 0.084(3) 0.060(3) 0.020(3) 0.023(2) -0.015(2) O2 0.070(3) 0.075(3) 0.068(3) 0.013(3) 0.027(3) -0.024(3) O3 0.041(3) 0.203(8) 0.125(5) 0.104(5) 0.020(3) -0.004(4) O4 0.057(3) 0.120(5) 0.125(5) 0.046(4) 0.033(3) -0.006(3) O5 0.035(3) 0.122(5) 0.146(6) 0.063(4) -0.003(3) -0.019(3) O6 0.126(5) 0.054(3) 0.095(4) -0.002(3) 0.086(4) -0.020(3) O7 0.116(4) 0.024(2) 0.119(4) 0.000(2) 0.093(4) -0.005(2) O8 0.069(3) 0.0239(19) 0.070(3) -0.0055(18) 0.039(2) -0.0049(18) N1 0.034(2) 0.024(2) 0.034(2) 0.0031(17) 0.0118(19) 0.0020(17) N2 0.042(3) 0.066(4) 0.066(4) 0.020(3) 0.014(3) -0.004(3) N3 0.069(4) 0.030(2) 0.059(3) -0.006(2) 0.042(3) -0.007(2) C1 0.051(4) 0.037(3) 0.050(3) -0.004(3) 0.020(3) -0.001(3) C2 0.047(4) 0.048(4) 0.073(4) -0.011(3) 0.032(3) -0.008(3) C3 0.036(3) 0.049(4) 0.071(4) -0.010(3) 0.018(3) 0.005(3) C4 0.053(4) 0.040(3) 0.052(4) -0.005(3) 0.012(3) 0.013(3) C5 0.044(3) 0.032(3) 0.053(3) 0.001(2) 0.022(3) 0.007(2) C6 0.039(3) 0.030(3) 0.045(3) -0.002(2) 0.020(3) 0.004(2) C7 0.043(3) 0.030(3) 0.045(3) -0.001(2) 0.017(3) 0.002(2) C8 0.038(3) 0.034(3) 0.046(3) -0.002(2) 0.003(3) 0.000(2) C9 0.041(3) 0.029(3) 0.041(3) -0.005(2) 0.009(3) -0.001(2) C10 0.034(3) 0.027(2) 0.040(3) 0.001(2) 0.014(2) -0.002(2) C11 0.040(3) 0.033(3) 0.036(3) 0.008(2) 0.016(2) 0.001(2) C12 0.055(3) 0.027(3) 0.049(3) 0.001(2) 0.028(3) 0.002(2) C13 0.047(3) 0.043(3) 0.046(3) 0.007(3) 0.026(3) 0.013(3) C14 0.057(4) 0.070(5) 0.056(4) -0.005(4) 0.023(3) 0.009(4) C15 0.083(6) 0.101(6) 0.046(4) 0.002(4) 0.029(4) 0.036(5) C16 0.062(5) 0.104(6) 0.069(5) 0.027(5) 0.043(4) 0.033(5) C17 0.058(4) 0.086(5) 0.081(5) 0.037(4) 0.043(4) 0.022(4) C18 0.052(4) 0.051(4) 0.057(4) 0.023(3) 0.029(3) 0.013(3) C19 0.068(6) 0.149(9) 0.110(7) 0.059(7) 0.013(5) -0.049(6) C20 0.062(5) 0.108(7) 0.114(7) 0.036(6) 0.052(5) 0.018(5) C21 0.040(3) 0.025(2) 0.046(3) 0.003(2) 0.022(3) 0.002(2) C22 0.042(3) 0.025(2) 0.046(3) 0.005(2) 0.025(3) 0.006(2) C23 0.051(3) 0.032(3) 0.040(3) 0.011(2) 0.024(3) 0.009(2) C24 0.051(3) 0.034(3) 0.037(3) 0.004(2) 0.016(3) 0.011(2) C25 0.101(7) 0.090(7) 0.122(9) 0.012(6) 0.022(6) 0.014(6) Cl1 0.155(3) 0.103(2) 0.195(3) 0.041(2) 0.055(3) -0.009(2) Cl2 0.0922(17) 0.1013(19) 0.150(2) 0.0383(17) 0.0446(17) 0.0135(14) _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 Cd O3 2.272(5) . ? Cd N1 2.438(4) . ? Cd O8 2.444(4) 3_665 ? Cd O8 2.457(4) . ? Cd O7 2.560(4) . ? Cd S2 2.6384(14) . ? Cd S1 2.6837(15) . ? S1 C8 1.818(5) . ? S1 C7 1.833(5) . ? S2 C11 1.811(5) . ? S2 C12 1.821(5) . ? O1 C1 1.374(7) . ? O1 C20 1.377(8) . ? O2 C18 1.374(8) . ? O2 C19 1.403(9) . ? O3 N2 1.222(7) . ? O4 N2 1.225(7) . ? O5 N2 1.190(6) . ? O6 N3 1.221(6) . ? O7 N3 1.242(6) . ? O8 N3 1.252(5) . ? O8 Cd 2.444(4) 3_665 ? N1 C9 1.469(6) . ? N1 C10 1.494(6) . ? N1 C21 1.509(6) . ? C1 C2 1.392(8) . ? C1 C6 1.402(7) . ? C2 C3 1.382(9) . ? C3 C4 1.379(8) . ? C4 C5 1.386(8) . ? C5 C6 1.389(7) . ? C6 C7 1.495(7) . ? C8 C9 1.519(7) . ? C10 C11 1.520(7) . ? C12 C13 1.500(7) . ? C13 C14 1.372(8) . ? C13 C18 1.383(8) . ? C14 C15 1.406(10) . ? C15 C16 1.332(11) . ? C16 C17 1.340(11) . ? C17 C18 1.389(8) . ? C19 C20 1.386(11) . ? C21 C22 1.508(7) . ? C22 C23 1.386(7) . ? C22 C24 1.394(7) . ? C23 C24 1.378(7) 3_655 ? C24 C23 1.378(7) 3_655 ? C25 Cl2 1.706(9) . ? C25 Cl1 1.748(10) . ? 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 O3 Cd N1 110.8(2) . . ? O3 Cd O8 89.8(2) . 3_665 ? N1 Cd O8 157.64(14) . 3_665 ? O3 Cd O8 73.45(17) . . ? N1 Cd O8 129.35(13) . . ? O8 Cd O8 63.65(15) 3_665 . ? O3 Cd O7 77.4(2) . . ? N1 Cd O7 80.70(13) . . ? O8 Cd O7 113.49(13) 3_665 . ? O8 Cd O7 50.04(12) . . ? O3 Cd S2 94.05(16) . . ? N1 Cd S2 79.58(10) . . ? O8 Cd S2 90.66(10) 3_665 . ? O8 Cd S2 150.81(10) . . ? O7 Cd S2 154.03(11) . . ? O3 Cd S1 154.14(15) . . ? N1 Cd S1 78.85(10) . . ? O8 Cd S1 86.28(10) 3_665 . ? O8 Cd S1 81.95(10) . . ? O7 Cd S1 80.78(13) . . ? S2 Cd S1 111.54(5) . . ? C8 S1 C7 103.3(3) . . ? C8 S1 Cd 96.56(18) . . ? C7 S1 Cd 110.34(18) . . ? C11 S2 C12 101.4(2) . . ? C11 S2 Cd 96.84(16) . . ? C12 S2 Cd 105.35(17) . . ? C1 O1 C20 122.5(5) . . ? C18 O2 C19 118.8(7) . . ? N2 O3 Cd 125.6(4) . . ? N3 O7 Cd 94.1(3) . . ? N3 O8 Cd 144.7(3) . 3_665 ? N3 O8 Cd 98.9(3) . . ? Cd O8 Cd 116.35(15) 3_665 . ? C9 N1 C10 110.9(4) . . ? C9 N1 C21 111.7(4) . . ? C10 N1 C21 111.3(4) . . ? C9 N1 Cd 108.0(3) . . ? C10 N1 Cd 111.3(3) . . ? C21 N1 Cd 103.3(3) . . ? O5 N2 O3 124.4(6) . . ? O5 N2 O4 118.6(6) . . ? O3 N2 O4 116.7(6) . . ? O6 N3 O7 122.5(5) . . ? O6 N3 O8 120.7(5) . . ? O7 N3 O8 116.8(4) . . ? O1 C1 C2 124.0(5) . . ? O1 C1 C6 116.1(5) . . ? C2 C1 C6 119.7(6) . . ? C3 C2 C1 120.4(6) . . ? C4 C3 C2 120.3(6) . . ? C3 C4 C5 119.5(6) . . ? C4 C5 C6 121.3(5) . . ? C5 C6 C1 118.7(5) . . ? C5 C6 C7 120.5(5) . . ? C1 C6 C7 120.8(5) . . ? C6 C7 S1 113.5(4) . . ? C9 C8 S1 111.2(4) . . ? N1 C9 C8 114.3(4) . . ? N1 C10 C11 114.0(4) . . ? C10 C11 S2 114.8(3) . . ? C13 C12 S2 114.1(4) . . ? C14 C13 C18 119.2(6) . . ? C14 C13 C12 120.4(6) . . ? C18 C13 C12 120.3(5) . . ? C13 C14 C15 119.4(7) . . ? C16 C15 C14 120.1(7) . . ? C15 C16 C17 121.2(7) . . ? C16 C17 C18 120.6(8) . . ? O2 C18 C13 117.8(5) . . ? O2 C18 C17 122.8(6) . . ? C13 C18 C17 119.3(7) . . ? C20 C19 O2 116.8(7) . . ? O1 C20 C19 115.8(7) . . ? C22 C21 N1 116.6(4) . . ? C23 C22 C24 117.2(5) . . ? C23 C22 C21 122.0(5) . . ? C24 C22 C21 120.7(5) . . ? C24 C23 C22 121.0(5) 3_655 . ? C23 C24 C22 121.8(5) 3_655 . ? Cl2 C25 Cl1 113.9(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C20 C19 O2 46.5(14) . . . . ? S1 C8 C9 N1 66.8(5) . . . . ? S2 C11 C10 N1 59.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 0.760 _refine_diff_density_min -0.926 _refine_diff_density_rms 0.161 data_complex7 _database_code_depnum_ccdc_archive 'CCDC 252602' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H25 Hg I2 N O2 S2' _chemical_formula_weight 829.92 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' I I -0.4742 1.8119 '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' _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 11.4844(8) _cell_length_b 12.4041(9) _cell_length_c 17.3880(12) _cell_angle_alpha 90.00 _cell_angle_beta 100.5520(10) _cell_angle_gamma 90.00 _cell_volume 2435.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5596 _cell_measurement_theta_min 1.97 _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 9.043 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.175267 _exptl_absorpt_correction_T_max 0.294426 _exptl_absorpt_process_details 28.27 _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 15057 _diffrn_reflns_av_R_equivalents 0.0519 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 28.27 _reflns_number_total 5596 _reflns_number_gt 3852 _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^)+(0.0507P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5596 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0660 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0946 _refine_ls_wR_factor_gt 0.0852 _refine_ls_goodness_of_fit_ref 0.946 _refine_ls_restrained_S_all 0.946 _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 Hg Hg 0.12663(2) 0.37318(2) -0.346694(16) 0.06237(10) Uani 1 1 d . . . I1 I 0.27760(4) 0.26422(4) -0.41825(3) 0.07402(15) Uani 1 1 d . . . I2 I -0.06041(4) 0.30341(4) -0.29108(3) 0.06671(14) Uani 1 1 d . . . S1 S 0.08843(13) 0.56852(13) -0.41658(10) 0.0554(4) Uani 1 1 d . . . S2 S 0.53568(15) 0.41918(15) -0.08113(9) 0.0607(4) Uani 1 1 d . . . O1 O 0.4387(3) 0.5797(3) -0.4192(3) 0.0557(10) Uani 1 1 d . . . O2 O 0.5841(4) 0.4290(3) -0.3023(2) 0.0595(11) Uani 1 1 d . . . N1 N 0.2388(5) 0.4908(4) -0.2461(3) 0.0617(14) Uani 1 1 d . . . H1 H 0.1902 0.5065 -0.2103 0.074 Uiso 1 1 calc R . . C1 C 0.3918(5) 0.6798(5) -0.4407(3) 0.0499(14) Uani 1 1 d . . . C2 C 0.4576(7) 0.7733(5) -0.4346(4) 0.0653(18) Uani 1 1 d . . . H2 H 0.5412 0.7713 -0.4147 0.078 Uiso 1 1 calc R . . C3 C 0.4012(8) 0.8716(6) -0.4577(4) 0.073(2) Uani 1 1 d . . . H3 H 0.4459 0.9374 -0.4530 0.087 Uiso 1 1 calc R . . C4 C 0.2829(8) 0.8728(6) -0.4867(4) 0.073(2) Uani 1 1 d . . . H4 H 0.2444 0.9402 -0.5022 0.087 Uiso 1 1 calc R . . C5 C 0.2181(6) 0.7804(6) -0.4942(4) 0.0628(17) Uani 1 1 d . . . H5 H 0.1349 0.7834 -0.5157 0.075 Uiso 1 1 calc R . . C6 C 0.2706(5) 0.6813(5) -0.4712(3) 0.0487(13) Uani 1 1 d . . . C7 C 0.2002(5) 0.5779(5) -0.4795(4) 0.0537(14) Uani 1 1 d . . . H7A H 0.2540 0.5185 -0.4678 0.064 Uiso 1 1 calc R . . H7B H 0.1612 0.5708 -0.5330 0.064 Uiso 1 1 calc R . . C8 C 0.1555(6) 0.6410(5) -0.3304(4) 0.0620(17) Uani 1 1 d . . . H8A H 0.1760 0.7117 -0.3459 0.074 Uiso 1 1 calc R . . H8B H 0.0972 0.6497 -0.2977 0.074 Uiso 1 1 calc R . . C9 C 0.2643(6) 0.5912(5) -0.2818(4) 0.0617(17) Uani 1 1 d . . . H9A H 0.3220 0.5784 -0.3144 0.074 Uiso 1 1 calc R . . H9B H 0.2981 0.6409 -0.2415 0.074 Uiso 1 1 calc R . . C10 C 0.3439(6) 0.4337(5) -0.2037(4) 0.0563(15) Uani 1 1 d . . . H10A H 0.3888 0.4075 -0.2413 0.068 Uiso 1 1 calc R . . H10B H 0.3174 0.3720 -0.1783 0.068 Uiso 1 1 calc R . . C11 C 0.4258(6) 0.4995(5) -0.1428(4) 0.0612(16) Uani 1 1 d . . . H11A H 0.3792 0.5367 -0.1106 0.073 Uiso 1 1 calc R . . H11B H 0.4650 0.5528 -0.1689 0.073 Uiso 1 1 calc R . . C12 C 0.6487(5) 0.4045(5) -0.1411(4) 0.0576(15) Uani 1 1 d . . . H12A H 0.6498 0.4693 -0.1711 0.069 Uiso 1 1 calc R . . H12B H 0.7242 0.3989 -0.1069 0.069 Uiso 1 1 calc R . . C13 C 0.6361(5) 0.3113(5) -0.1960(4) 0.0529(14) Uani 1 1 d . . . C14 C 0.6545(6) 0.2066(5) -0.1676(4) 0.0619(17) Uani 1 1 d . . . H14 H 0.6706 0.1947 -0.1121 0.074 Uiso 1 1 calc R . . C15 C 0.6500(6) 0.1196(6) -0.2175(5) 0.074(2) Uani 1 1 d . . . H15 H 0.6657 0.0485 -0.1965 0.089 Uiso 1 1 calc R . . C16 C 0.6234(6) 0.1341(6) -0.2959(5) 0.0696(19) Uani 1 1 d . . . H16 H 0.6181 0.0729 -0.3301 0.084 Uiso 1 1 calc R . . C17 C 0.6040(6) 0.2361(6) -0.3268(4) 0.0614(17) Uani 1 1 d . . . H17 H 0.5879 0.2461 -0.3824 0.074 Uiso 1 1 calc R . . C18 C 0.6075(5) 0.3252(5) -0.2770(3) 0.0479(13) Uani 1 1 d . . . C19 C 0.5922(6) 0.4525(5) -0.3812(3) 0.0562(15) Uani 1 1 d . . . H19A H 0.5367 0.4092 -0.4162 0.067 Uiso 1 1 calc R . . H19B H 0.6704 0.4367 -0.3902 0.067 Uiso 1 1 calc R . . C20 C 0.5652(5) 0.5689(5) -0.3958(4) 0.0584(16) Uani 1 1 d . . . H20A H 0.5923 0.6099 -0.3491 0.070 Uiso 1 1 calc R . . H20B H 0.6044 0.5953 -0.4363 0.070 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 Hg 0.05235(15) 0.06488(17) 0.06733(19) 0.00458(13) 0.00422(11) -0.01232(11) I1 0.0666(3) 0.0742(3) 0.0841(4) -0.0012(2) 0.0215(3) -0.0059(2) I2 0.0617(3) 0.0672(3) 0.0739(3) 0.0116(2) 0.0195(2) -0.0033(2) S1 0.0430(8) 0.0641(10) 0.0588(10) 0.0086(8) 0.0080(7) 0.0035(7) S2 0.0594(10) 0.0770(11) 0.0455(9) -0.0006(8) 0.0087(7) 0.0037(8) O1 0.044(2) 0.055(2) 0.067(3) 0.009(2) 0.0059(19) -0.0024(18) O2 0.079(3) 0.054(2) 0.047(2) 0.002(2) 0.015(2) 0.012(2) N1 0.058(3) 0.069(3) 0.055(3) 0.002(3) 0.003(3) -0.015(3) C1 0.058(4) 0.049(3) 0.043(3) 0.007(3) 0.010(3) -0.002(3) C2 0.070(4) 0.065(4) 0.063(4) 0.008(3) 0.017(3) -0.018(3) C3 0.100(6) 0.055(4) 0.064(5) 0.009(3) 0.015(4) -0.014(4) C4 0.102(6) 0.053(4) 0.066(5) 0.016(3) 0.024(4) 0.019(4) C5 0.072(4) 0.068(4) 0.052(4) 0.012(3) 0.020(3) 0.018(3) C6 0.057(3) 0.055(4) 0.037(3) 0.004(3) 0.013(3) 0.001(3) C7 0.045(3) 0.068(4) 0.050(4) -0.001(3) 0.013(3) -0.002(3) C8 0.073(4) 0.055(4) 0.062(4) 0.000(3) 0.023(3) 0.012(3) C9 0.076(5) 0.055(4) 0.054(4) -0.004(3) 0.009(3) -0.016(3) C10 0.059(4) 0.044(3) 0.062(4) 0.000(3) -0.001(3) 0.001(3) C11 0.062(4) 0.056(4) 0.065(4) -0.008(3) 0.007(3) -0.005(3) C12 0.049(3) 0.069(4) 0.052(4) -0.005(3) 0.002(3) -0.004(3) C13 0.035(3) 0.064(4) 0.060(4) 0.001(3) 0.010(3) 0.000(3) C14 0.048(4) 0.064(4) 0.071(5) 0.013(3) 0.004(3) -0.003(3) C15 0.063(4) 0.052(4) 0.105(7) 0.007(4) 0.005(4) 0.007(3) C16 0.060(4) 0.061(4) 0.087(6) -0.016(4) 0.010(4) 0.011(3) C17 0.055(4) 0.070(4) 0.059(4) -0.010(3) 0.010(3) 0.009(3) C18 0.039(3) 0.059(4) 0.047(3) 0.001(3) 0.009(2) 0.006(3) C19 0.053(4) 0.076(4) 0.042(3) -0.002(3) 0.013(3) 0.008(3) C20 0.046(3) 0.078(4) 0.053(4) 0.011(3) 0.013(3) -0.001(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 Hg N1 2.454(5) . ? Hg I2 2.6568(5) . ? Hg I1 2.6778(6) . ? Hg S1 2.7102(16) . ? S1 C8 1.796(7) . ? S1 C7 1.836(5) . ? S2 C11 1.800(7) . ? S2 C12 1.817(6) . ? O1 C1 1.379(7) . ? O1 C20 1.441(7) . ? O2 C18 1.372(7) . ? O2 C19 1.422(7) . ? N1 C9 1.444(8) . ? N1 C10 1.475(8) . ? N1 H1 0.9300 . ? C1 C2 1.378(8) . ? C1 C6 1.395(8) . ? C2 C3 1.403(10) . ? C2 H2 0.9600 . ? C3 C4 1.361(11) . ? C3 H3 0.9600 . ? C4 C5 1.360(10) . ? C4 H4 0.9600 . ? C5 C6 1.396(9) . ? C5 H5 0.9600 . ? C6 C7 1.508(8) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C8 C9 1.507(9) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C10 C11 1.520(9) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C12 C13 1.490(9) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C13 C14 1.391(9) . ? C13 C18 1.397(8) . ? C14 C15 1.380(10) . ? C14 H14 0.9600 . ? C15 C16 1.352(11) . ? C15 H15 0.9600 . ? C16 C17 1.376(9) . ? C16 H16 0.9600 . ? C17 C18 1.399(8) . ? C17 H17 0.9600 . ? C19 C20 1.488(9) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? 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 Hg I2 106.76(13) . . ? N1 Hg I1 109.34(13) . . ? I2 Hg I1 129.803(18) . . ? N1 Hg S1 78.96(13) . . ? I2 Hg S1 112.28(3) . . ? I1 Hg S1 107.96(4) . . ? C8 S1 C7 103.1(3) . . ? C8 S1 Hg 93.7(2) . . ? C7 S1 Hg 104.5(2) . . ? C11 S2 C12 102.1(3) . . ? C1 O1 C20 118.9(5) . . ? C18 O2 C19 117.3(4) . . ? C9 N1 C10 114.6(5) . . ? C9 N1 Hg 109.2(4) . . ? C10 N1 Hg 110.2(4) . . ? C9 N1 H1 107.5 . . ? C10 N1 H1 107.5 . . ? Hg N1 H1 107.5 . . ? C2 C1 O1 123.8(6) . . ? C2 C1 C6 120.9(6) . . ? O1 C1 C6 115.3(5) . . ? C1 C2 C3 119.4(7) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 119.5(7) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C5 C4 C3 121.2(7) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C4 C5 C6 121.0(7) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C1 C6 C5 118.0(6) . . ? C1 C6 C7 120.4(5) . . ? C5 C6 C7 121.7(6) . . ? C6 C7 S1 114.7(4) . . ? C6 C7 H7A 108.6 . . ? S1 C7 H7A 108.6 . . ? C6 C7 H7B 108.6 . . ? S1 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? C9 C8 S1 116.6(4) . . ? C9 C8 H8A 108.1 . . ? S1 C8 H8A 108.1 . . ? C9 C8 H8B 108.1 . . ? S1 C8 H8B 108.1 . . ? H8A C8 H8B 107.3 . . ? N1 C9 C8 112.4(6) . . ? N1 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? N1 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? N1 C10 C11 115.8(5) . . ? N1 C10 H10A 108.3 . . ? C11 C10 H10A 108.3 . . ? N1 C10 H10B 108.3 . . ? C11 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? C10 C11 S2 113.2(4) . . ? C10 C11 H11A 108.9 . . ? S2 C11 H11A 108.9 . . ? C10 C11 H11B 108.9 . . ? S2 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C13 C12 S2 116.7(4) . . ? C13 C12 H12A 108.1 . . ? S2 C12 H12A 108.1 . . ? C13 C12 H12B 108.1 . . ? S2 C12 H12B 108.1 . . ? H12A C12 H12B 107.3 . . ? C14 C13 C18 117.8(6) . . ? C14 C13 C12 120.4(6) . . ? C18 C13 C12 121.8(6) . . ? C15 C14 C13 121.3(7) . . ? C15 C14 H14 119.3 . . ? C13 C14 H14 119.3 . . ? C16 C15 C14 120.4(7) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 120.4(7) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C16 C17 C18 120.0(7) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? O2 C18 C13 115.8(5) . . ? O2 C18 C17 124.2(5) . . ? C13 C18 C17 120.0(6) . . ? O2 C19 C20 108.3(5) . . ? O2 C19 H19A 110.0 . . ? C20 C19 H19A 110.0 . . ? O2 C19 H19B 110.0 . . ? C20 C19 H19B 110.0 . . ? H19A C19 H19B 108.4 . . ? O1 C20 C19 107.8(5) . . ? O1 C20 H20A 110.2 . . ? C19 C20 H20A 110.2 . . ? O1 C20 H20B 110.2 . . ? C19 C20 H20B 110.2 . . ? H20A C20 H20B 108.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C20 C19 O2 -87.2(6) . . . . ? S1 C8 C9 N1 -66.2(7) . . . . ? S2 C11 C10 N1 169.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.926 _refine_diff_density_max 1.201 _refine_diff_density_min -1.347 _refine_diff_density_rms 0.146 data_complex8 _database_code_depnum_ccdc_archive 'CCDC 252603' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H25 Cl2 Hg N O10 S2' _chemical_formula_weight 775.02 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' Hg Hg -2.3894 9.2266 '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 8.4688(9) _cell_length_b 9.9367(10) _cell_length_c 15.4700(16) _cell_angle_alpha 96.122(2) _cell_angle_beta 91.044(2) _cell_angle_gamma 101.154(2) _cell_volume 1268.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5794 _cell_measurement_theta_min 1.32 _cell_measurement_theta_max 28.32 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.028 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 756 _exptl_absorpt_coefficient_mu 6.495 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.248250 _exptl_absorpt_correction_T_max 0.404336 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 8199 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0670 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5794 _reflns_number_gt 4125 _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^)+(0.0763P)^2^+1.5548P] 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 5794 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0861 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1495 _refine_ls_wR_factor_gt 0.1312 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 Hg Hg 0.65632(5) 0.79294(4) 0.73982(2) 0.04783(15) Uani 1 1 d . . . Cl1 Cl 0.5288(3) 1.1192(3) 0.78903(18) 0.0575(6) Uani 1 1 d . . . Cl2 Cl 0.1724(3) 0.5450(3) 0.69102(18) 0.0602(7) Uani 1 1 d . . . S1 S 0.6069(3) 0.6925(2) 0.58725(16) 0.0451(5) Uani 1 1 d . . . S2 S 0.5453(3) 0.7774(3) 0.88438(17) 0.0556(6) Uani 1 1 d . . . O1 O 0.8953(8) 0.9629(7) 0.6733(4) 0.0484(15) Uani 1 1 d . . . O2 O 0.9340(7) 0.9037(7) 0.8445(4) 0.0472(15) Uani 1 1 d . . . O3 O 0.4207(12) 1.1994(11) 0.7726(9) 0.120(4) Uani 1 1 d . . . O4 O 0.6874(12) 1.1951(13) 0.7864(10) 0.129(5) Uani 1 1 d . . . O5 O 0.503(2) 1.0724(18) 0.8698(9) 0.184(8) Uani 1 1 d . . . O6 O 0.5096(19) 1.0038(11) 0.7295(9) 0.144(6) Uani 1 1 d . . . O7 O 0.2962(11) 0.6495(12) 0.7293(7) 0.101(3) Uani 1 1 d . . . O8 O 0.110(2) 0.4568(16) 0.7485(10) 0.194(8) Uani 1 1 d . . . O9 O 0.0462(14) 0.6085(19) 0.6703(10) 0.167(6) Uani 1 1 d . . . O10 O 0.2272(18) 0.4846(15) 0.6194(9) 0.158(6) Uani 1 1 d . . . N1 N 0.7265(12) 0.5708(9) 0.7593(6) 0.062(2) Uani 1 1 d . . . H1 H 0.8332 0.5748 0.7508 0.075 Uiso 1 1 calc R . . C1 C 1.0658(11) 0.9578(11) 0.7926(6) 0.052(2) Uani 1 1 d . . . H1A H 1.1008 0.8839 0.7579 0.062 Uiso 1 1 calc R . . H1B H 1.1550 1.0081 0.8294 0.062 Uiso 1 1 calc R . . C2 C 1.0074(11) 1.0512(11) 0.7353(6) 0.050(2) Uani 1 1 d . . . H2A H 0.9555 1.1159 0.7688 0.060 Uiso 1 1 calc R . . H2B H 1.0955 1.1014 0.7064 0.060 Uiso 1 1 calc R . . C3 C 0.8490(11) 1.0204(10) 0.6010(6) 0.046(2) Uani 1 1 d . . . C4 C 0.8690(12) 1.1609(10) 0.5981(7) 0.054(2) Uani 1 1 d . . . H4 H 0.9194 1.2251 0.6460 0.065 Uiso 1 1 calc R . . C5 C 0.8133(15) 1.2070(13) 0.5228(8) 0.069(3) Uani 1 1 d . . . H5 H 0.8244 1.3043 0.5197 0.083 Uiso 1 1 calc R . . C6 C 0.7434(14) 1.1158(14) 0.4536(8) 0.065(3) Uani 1 1 d . . . H6 H 0.7045 1.1491 0.4029 0.078 Uiso 1 1 calc R . . C7 C 0.7296(12) 0.9774(13) 0.4572(7) 0.060(3) Uani 1 1 d . . . H7 H 0.6800 0.9140 0.4087 0.072 Uiso 1 1 calc R . . C8 C 0.7864(11) 0.9254(10) 0.5306(6) 0.047(2) Uani 1 1 d . . . C9 C 0.7843(12) 0.7749(10) 0.5322(6) 0.052(2) Uani 1 1 d . . . H9A H 0.8803 0.7632 0.5621 0.063 Uiso 1 1 calc R . . H9B H 0.7828 0.7312 0.4737 0.063 Uiso 1 1 calc R . . C10 C 0.6642(13) 0.5269(10) 0.6014(7) 0.059(3) Uani 1 1 d . . . H10A H 0.6064 0.4578 0.5581 0.070 Uiso 1 1 calc R . . H10B H 0.7769 0.5350 0.5913 0.070 Uiso 1 1 calc R . . C11 C 0.6319(16) 0.4776(10) 0.6913(8) 0.067(3) Uani 1 1 d . . . H11A H 0.5196 0.4703 0.7025 0.081 Uiso 1 1 calc R . . H11B H 0.6572 0.3875 0.6915 0.081 Uiso 1 1 calc R . . C12 C 0.6888(15) 0.5373(12) 0.8481(8) 0.070(3) Uani 1 1 d . . . H12A H 0.7846 0.5688 0.8845 0.084 Uiso 1 1 calc R . . H12B H 0.6619 0.4387 0.8466 0.084 Uiso 1 1 calc R . . C13 C 0.5538(15) 0.5968(13) 0.8904(9) 0.078(4) Uani 1 1 d . . . H13A H 0.5574 0.5833 0.9509 0.093 Uiso 1 1 calc R . . H13B H 0.4540 0.5423 0.8656 0.093 Uiso 1 1 calc R . . C14 C 0.7010(13) 0.8731(12) 0.9656(6) 0.059(3) Uani 1 1 d . . . H14A H 0.7320 0.9657 0.9508 0.070 Uiso 1 1 calc R . . H14B H 0.6529 0.8785 1.0212 0.070 Uiso 1 1 calc R . . C15 C 0.8473(11) 0.8170(10) 0.9748(6) 0.046(2) Uani 1 1 d . . . C16 C 0.8698(14) 0.7435(11) 1.0441(6) 0.058(3) Uani 1 1 d . . . H16 H 0.7881 0.7298 1.0862 0.070 Uiso 1 1 calc R . . C17 C 1.0065(14) 0.6900(12) 1.0537(8) 0.066(3) Uani 1 1 d . . . H17 H 1.0204 0.6402 1.1022 0.079 Uiso 1 1 calc R . . C18 C 1.1221(15) 0.7085(14) 0.9934(9) 0.076(3) Uani 1 1 d . . . H18 H 1.2173 0.6706 0.9995 0.091 Uiso 1 1 calc R . . C19 C 1.1034(12) 0.7837(12) 0.9209(7) 0.061(3) Uani 1 1 d . . . H19 H 1.1859 0.7979 0.8793 0.073 Uiso 1 1 calc R . . C20 C 0.9666(11) 0.8344(9) 0.9124(6) 0.043(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Hg 0.0621(3) 0.0433(2) 0.0398(2) 0.00581(14) 0.00629(15) 0.01366(16) Cl1 0.0526(14) 0.0577(15) 0.0658(16) 0.0117(12) 0.0138(11) 0.0158(11) Cl2 0.0500(14) 0.0637(16) 0.0606(16) -0.0019(13) 0.0044(11) 0.0001(12) S1 0.0448(12) 0.0425(12) 0.0452(13) 0.0028(10) -0.0002(9) 0.0027(10) S2 0.0410(13) 0.0763(18) 0.0518(15) 0.0158(13) 0.0136(10) 0.0119(12) O1 0.060(4) 0.048(4) 0.035(3) 0.005(3) 0.001(3) 0.007(3) O2 0.035(3) 0.065(4) 0.042(4) 0.011(3) 0.005(3) 0.008(3) O3 0.081(7) 0.095(8) 0.196(13) 0.030(8) 0.014(7) 0.038(6) O4 0.061(6) 0.130(10) 0.196(14) 0.030(9) 0.015(7) 0.013(6) O5 0.257(18) 0.253(18) 0.110(10) 0.098(11) 0.119(11) 0.169(15) O6 0.237(15) 0.076(7) 0.121(10) -0.021(7) -0.071(10) 0.063(9) O7 0.065(6) 0.113(8) 0.110(8) -0.013(6) -0.013(5) -0.008(5) O8 0.27(2) 0.134(12) 0.151(14) 0.078(11) 0.022(13) -0.056(13) O9 0.079(8) 0.262(19) 0.178(14) 0.043(13) -0.012(8) 0.066(10) O10 0.180(13) 0.137(11) 0.136(11) -0.073(9) 0.030(10) 0.026(10) N1 0.068(6) 0.055(5) 0.067(6) 0.010(5) -0.010(5) 0.017(4) C1 0.038(5) 0.070(7) 0.041(5) -0.001(5) 0.006(4) -0.003(4) C2 0.042(5) 0.057(6) 0.043(5) -0.005(4) 0.003(4) -0.002(4) C3 0.049(5) 0.046(5) 0.042(5) 0.002(4) 0.015(4) 0.009(4) C4 0.063(6) 0.047(6) 0.053(6) 0.006(5) 0.018(5) 0.009(5) C5 0.084(8) 0.065(7) 0.076(8) 0.034(7) 0.042(7) 0.039(6) C6 0.064(7) 0.085(9) 0.057(7) 0.034(7) 0.014(5) 0.029(6) C7 0.051(6) 0.090(9) 0.041(5) 0.011(5) 0.007(4) 0.014(6) C8 0.043(5) 0.056(6) 0.041(5) 0.009(4) 0.015(4) 0.008(4) C9 0.059(6) 0.057(6) 0.041(5) 0.000(4) 0.018(4) 0.013(5) C10 0.064(7) 0.047(6) 0.061(7) -0.007(5) -0.003(5) 0.008(5) C11 0.087(8) 0.034(5) 0.079(8) 0.002(5) -0.010(6) 0.010(5) C12 0.084(8) 0.055(7) 0.073(8) 0.011(6) -0.027(6) 0.021(6) C13 0.073(8) 0.078(8) 0.072(8) 0.034(7) -0.002(6) -0.022(7) C14 0.065(6) 0.081(8) 0.033(5) -0.002(5) 0.011(4) 0.025(6) C15 0.049(5) 0.051(5) 0.035(5) -0.003(4) -0.001(4) 0.009(4) C16 0.073(7) 0.068(7) 0.033(5) 0.009(5) 0.006(5) 0.007(5) C17 0.069(7) 0.074(8) 0.058(7) 0.022(6) -0.006(6) 0.017(6) C18 0.065(7) 0.088(9) 0.080(9) 0.020(7) -0.013(6) 0.025(7) C19 0.052(6) 0.070(7) 0.061(7) 0.000(6) 0.003(5) 0.018(5) C20 0.048(5) 0.046(5) 0.034(5) -0.001(4) -0.005(4) 0.009(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 Hg N1 2.441(9) . ? Hg S2 2.450(3) . ? Hg S1 2.458(2) . ? Hg O6 2.652(11) . ? Hg O1 2.670(6) . ? Hg O2 2.801(6) . ? Cl1 O3 1.362(10) . ? Cl1 O6 1.374(11) . ? Cl1 O5 1.385(12) . ? Cl1 O4 1.410(10) . ? Cl2 O10 1.336(11) . ? Cl2 O8 1.357(12) . ? Cl2 O9 1.392(13) . ? Cl2 O7 1.397(10) . ? S1 C9 1.836(9) . ? S1 C10 1.837(11) . ? S2 C13 1.822(13) . ? S2 C14 1.849(11) . ? O1 C3 1.392(11) . ? O1 C2 1.434(11) . ? O2 C20 1.367(11) . ? O2 C1 1.440(11) . ? N1 C11 1.443(14) . ? N1 C12 1.474(15) . ? C1 C2 1.492(15) . ? C3 C4 1.380(13) . ? C3 C8 1.386(13) . ? C4 C5 1.402(16) . ? C5 C6 1.372(18) . ? C6 C7 1.365(16) . ? C7 C8 1.411(14) . ? C8 C9 1.495(14) . ? C10 C11 1.534(16) . ? C12 C13 1.514(18) . ? C14 C15 1.464(14) . ? C15 C16 1.390(14) . ? C15 C20 1.410(13) . ? C16 C17 1.376(16) . ? C17 C18 1.365(17) . ? C18 C19 1.435(17) . ? C19 C20 1.359(14) . ? 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 Hg S2 84.4(2) . . ? N1 Hg S1 83.5(2) . . ? S2 Hg S1 142.05(9) . . ? N1 Hg O6 165.9(4) . . ? S2 Hg O6 86.7(3) . . ? S1 Hg O6 97.1(3) . . ? N1 Hg O1 112.2(3) . . ? S2 Hg O1 134.87(15) . . ? S1 Hg O1 82.85(14) . . ? O6 Hg O1 81.8(4) . . ? N1 Hg O2 84.6(3) . . ? S2 Hg O2 79.86(14) . . ? S1 Hg O2 134.20(14) . . ? O6 Hg O2 104.5(3) . . ? O1 Hg O2 61.52(18) . . ? O3 Cl1 O6 111.3(8) . . ? O3 Cl1 O5 109.8(8) . . ? O6 Cl1 O5 106.4(10) . . ? O3 Cl1 O4 110.2(7) . . ? O6 Cl1 O4 109.0(9) . . ? O5 Cl1 O4 110.1(11) . . ? O10 Cl2 O8 114.5(11) . . ? O10 Cl2 O9 110.9(10) . . ? O8 Cl2 O9 104.2(11) . . ? O10 Cl2 O7 108.4(8) . . ? O8 Cl2 O7 112.0(9) . . ? O9 Cl2 O7 106.6(9) . . ? C9 S1 C10 99.7(5) . . ? C9 S1 Hg 104.0(3) . . ? C10 S1 Hg 96.5(3) . . ? C13 S2 C14 104.1(6) . . ? C13 S2 Hg 96.7(4) . . ? C14 S2 Hg 108.0(3) . . ? C3 O1 C2 117.1(7) . . ? C3 O1 Hg 114.2(5) . . ? C2 O1 Hg 115.8(5) . . ? C20 O2 C1 117.9(7) . . ? C20 O2 Hg 117.9(5) . . ? C1 O2 Hg 110.9(5) . . ? Cl1 O6 Hg 125.2(7) . . ? C11 N1 C12 114.4(9) . . ? C11 N1 Hg 103.4(6) . . ? C12 N1 Hg 109.2(7) . . ? O2 C1 C2 107.6(8) . . ? O1 C2 C1 105.7(8) . . ? C4 C3 C8 122.4(10) . . ? C4 C3 O1 122.8(9) . . ? C8 C3 O1 114.8(8) . . ? C3 C4 C5 117.8(11) . . ? C6 C5 C4 121.3(11) . . ? C7 C6 C5 119.5(11) . . ? C6 C7 C8 121.5(11) . . ? C3 C8 C7 117.2(9) . . ? C3 C8 C9 120.9(9) . . ? C7 C8 C9 121.8(10) . . ? C8 C9 S1 110.8(6) . . ? C11 C10 S1 114.8(7) . . ? N1 C11 C10 111.7(9) . . ? N1 C12 C13 116.6(9) . . ? C12 C13 S2 119.7(8) . . ? C15 C14 S2 116.9(7) . . ? C16 C15 C20 118.8(9) . . ? C16 C15 C14 120.8(9) . . ? C20 C15 C14 120.4(9) . . ? C17 C16 C15 121.5(10) . . ? C18 C17 C16 119.3(11) . . ? C17 C18 C19 120.9(11) . . ? C20 C19 C18 118.8(10) . . ? C19 C20 O2 123.7(9) . . ? C19 C20 C15 120.7(9) . . ? O2 C20 C15 115.6(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C2 C1 O2 -69.7(9) . . . . ? S1 C10 C11 N1 -63.5(12) . . . . ? S2 C13 C12 N1 -45.6(14) . . . . ? _diffrn_measured_fraction_theta_max 0.915 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.915 _refine_diff_density_max 3.549 _refine_diff_density_min -1.882 _refine_diff_density_rms 0.206 data_complex9 _database_code_depnum_ccdc_archive 'CCDC 252604' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20.50 H26 Cd Cl N3 O8 S2' _chemical_formula_weight 654.41 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.3914(13) _cell_length_b 9.6272(6) _cell_length_c 24.3956(14) _cell_angle_alpha 90.00 _cell_angle_beta 114.2440(10) _cell_angle_gamma 90.00 _cell_volume 5009.2(5) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5821 _cell_measurement_theta_min 1.83 _cell_measurement_theta_max 28.29 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.735 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2648 _exptl_absorpt_coefficient_mu 1.197 _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 15300 _diffrn_reflns_av_R_equivalents 0.0490 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 28.29 _reflns_number_total 5821 _reflns_number_gt 5174 _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^)+(0.0463P)^2^+6.7061P] 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 5821 _refine_ls_number_parameters 330 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0357 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0857 _refine_ls_wR_factor_gt 0.0830 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _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 Cd Cd 0.170487(7) 0.598117(17) 0.209113(7) 0.02444(7) Uani 1 1 d . . . S1 S 0.06524(3) 0.70747(6) 0.20748(3) 0.02822(13) Uani 1 1 d . . . S2 S 0.21937(3) 0.52199(6) 0.13229(3) 0.02854(13) Uani 1 1 d . . . O1 O -0.01602(9) 0.7458(2) 0.02067(8) 0.0381(4) Uani 1 1 d . . . O2 O 0.08162(8) 0.7043(2) -0.01809(8) 0.0348(4) Uani 1 1 d . . . O3 O 0.17246(11) 0.3831(2) 0.25633(10) 0.0479(5) Uani 1 1 d . . . O4 O 0.10231(9) 0.3967(2) 0.16499(9) 0.0396(4) Uani 1 1 d . . . O5 O 0.10884(13) 0.2091(2) 0.21621(16) 0.0687(8) Uani 1 1 d . . . O6 O 0.20692(9) 0.7138(2) 0.30966(9) 0.0449(5) Uani 1 1 d . . . O7 O 0.27164(10) 0.5971(2) 0.28595(9) 0.0428(5) Uani 1 1 d . . . O8 O 0.30230(9) 0.6829(2) 0.37588(9) 0.0416(5) Uani 1 1 d . . . N1 N 0.17211(9) 0.8127(2) 0.16377(9) 0.0247(4) Uani 1 1 d . . . H1 H 0.2025 0.8657 0.1934 0.030 Uiso 1 1 calc R . . N2 N 0.12723(11) 0.3256(2) 0.21261(12) 0.0372(5) Uani 1 1 d . . . N3 N 0.26069(10) 0.6667(2) 0.32495(9) 0.0295(4) Uani 1 1 d . . . C1 C -0.05252(11) 0.8099(3) 0.04554(11) 0.0290(5) Uani 1 1 d . . . C2 C -0.09751(13) 0.9109(3) 0.01673(13) 0.0365(6) Uani 1 1 d . . . H2 H -0.1033 0.9439 -0.0224 0.044 Uiso 1 1 calc R . . C3 C -0.13372(13) 0.9635(3) 0.04459(14) 0.0445(7) Uani 1 1 d . . . H3 H -0.1645 1.0337 0.0249 0.053 Uiso 1 1 calc R . . C4 C -0.12605(15) 0.9161(4) 0.10043(16) 0.0539(9) Uani 1 1 d . . . H4 H -0.1517 0.9521 0.1193 0.065 Uiso 1 1 calc R . . C5 C -0.08093(13) 0.8158(4) 0.12926(13) 0.0432(7) Uani 1 1 d . . . H5 H -0.0758 0.7828 0.1682 0.052 Uiso 1 1 calc R . . C6 C -0.04321(11) 0.7625(3) 0.10289(11) 0.0288(5) Uani 1 1 d . . . C7 C 0.00560(12) 0.6536(3) 0.13423(11) 0.0316(5) Uani 1 1 d . . . H7A H 0.0261 0.6288 0.1087 0.038 Uiso 1 1 calc R . . H7B H -0.0151 0.5720 0.1397 0.038 Uiso 1 1 calc R . . C8 C 0.08609(12) 0.8813(3) 0.19351(13) 0.0334(5) Uani 1 1 d . . . H8A H 0.0494 0.9389 0.1811 0.040 Uiso 1 1 calc R . . H8B H 0.1164 0.9184 0.2306 0.040 Uiso 1 1 calc R . . C9 C 0.11260(12) 0.8910(2) 0.14649(12) 0.0305(5) Uani 1 1 d . . . H9A H 0.0824 0.8553 0.1091 0.037 Uiso 1 1 calc R . . H9B H 0.1199 0.9868 0.1405 0.037 Uiso 1 1 calc R . . C10 C 0.19148(12) 0.8067(3) 0.11307(11) 0.0300(5) Uani 1 1 d . . . H10A H 0.2075 0.8958 0.1087 0.036 Uiso 1 1 calc R . . H10B H 0.1553 0.7875 0.0766 0.036 Uiso 1 1 calc R . . C11 C 0.24100(12) 0.6972(3) 0.12147(12) 0.0322(5) Uani 1 1 d . . . H11A H 0.2785 0.7222 0.1556 0.039 Uiso 1 1 calc R . . H11B H 0.2506 0.6981 0.0868 0.039 Uiso 1 1 calc R . . C12 C 0.14656(11) 0.4929(3) 0.06575(10) 0.0275(5) Uani 1 1 d . . . H12A H 0.1323 0.4000 0.0671 0.033 Uiso 1 1 calc R . . H12B H 0.1152 0.5557 0.0669 0.033 Uiso 1 1 calc R . . C13 C 0.15292(11) 0.5126(2) 0.00732(10) 0.0258(4) Uani 1 1 d . . . C14 C 0.19149(13) 0.4254(3) -0.00803(13) 0.0357(6) Uani 1 1 d . . . H14 H 0.2157 0.3555 0.0199 0.043 Uiso 1 1 calc R . . C15 C 0.19553(13) 0.4376(3) -0.06294(13) 0.0412(6) Uani 1 1 d . . . H15 H 0.2220 0.3760 -0.0731 0.049 Uiso 1 1 calc R . . C16 C 0.16114(13) 0.5392(3) -0.10308(12) 0.0402(6) Uani 1 1 d . . . H16 H 0.1635 0.5476 -0.1413 0.048 Uiso 1 1 calc R . . C17 C 0.12362(13) 0.6284(3) -0.08834(12) 0.0369(6) Uani 1 1 d . . . H17 H 0.1006 0.7002 -0.1159 0.044 Uiso 1 1 calc R . . C18 C 0.11900(11) 0.6145(3) -0.03341(11) 0.0283(5) Uani 1 1 d . . . C19 C 0.01681(12) 0.6973(3) -0.05695(11) 0.0366(6) Uani 1 1 d . . . H19A H 0.0022 0.6037 -0.0581 0.044 Uiso 1 1 calc R . . H19B H 0.0110 0.7228 -0.0969 0.044 Uiso 1 1 calc R . . C20 C -0.02062(12) 0.7918(3) -0.03620(11) 0.0334(5) Uani 1 1 d . . . H20A H -0.0050 0.8850 -0.0331 0.040 Uiso 1 1 calc R . . H20B H -0.0637 0.7913 -0.0646 0.040 Uiso 1 1 calc R . . Cl1 Cl 0.0000 1.38508(14) 0.2500 0.0622(3) Uani 1 2 d S . . Cl2 Cl 0.03492(9) 1.09882(18) 0.29094(9) 0.0549(4) Uani 0.50 1 d P . . C21 C -0.0104(3) 1.2039(7) 0.2307(3) 0.0495(15) Uani 0.50 1 d P . . H21A H 0.0013 1.1867 0.1979 0.059 Uiso 0.50 1 d PR . . H21B H -0.0537 1.1790 0.2178 0.059 Uiso 0.50 1 d 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 Cd 0.02576(10) 0.02407(10) 0.01913(10) 0.00272(6) 0.00479(7) 0.00320(6) S1 0.0257(3) 0.0330(3) 0.0233(3) 0.0006(2) 0.0074(2) 0.0014(2) S2 0.0298(3) 0.0287(3) 0.0233(3) -0.0014(2) 0.0069(2) 0.0044(2) O1 0.0379(10) 0.0464(11) 0.0281(9) 0.0058(8) 0.0116(8) 0.0107(8) O2 0.0284(8) 0.0385(10) 0.0270(9) -0.0062(7) 0.0009(7) 0.0063(7) O3 0.0592(13) 0.0377(11) 0.0346(11) 0.0091(8) 0.0068(10) 0.0049(10) O4 0.0330(10) 0.0419(11) 0.0357(10) -0.0058(8) 0.0059(8) -0.0034(8) O5 0.0760(17) 0.0247(10) 0.134(3) 0.0039(13) 0.0718(19) -0.0030(11) O6 0.0324(10) 0.0546(12) 0.0363(10) -0.0089(9) 0.0026(8) 0.0081(9) O7 0.0351(10) 0.0569(13) 0.0285(10) 0.0008(9) 0.0050(8) 0.0101(9) O8 0.0347(10) 0.0424(11) 0.0291(9) -0.0023(8) -0.0058(8) -0.0038(8) N1 0.0230(9) 0.0244(9) 0.0217(9) -0.0021(7) 0.0041(7) -0.0025(7) N2 0.0409(12) 0.0230(10) 0.0571(15) -0.0017(10) 0.0296(12) 0.0002(9) N3 0.0295(10) 0.0264(10) 0.0253(10) 0.0030(8) 0.0039(8) -0.0048(8) C1 0.0216(10) 0.0332(12) 0.0276(11) 0.0000(10) 0.0055(9) -0.0007(9) C2 0.0289(12) 0.0390(14) 0.0346(14) 0.0078(11) 0.0058(11) 0.0030(10) C3 0.0308(13) 0.0460(16) 0.0497(17) 0.0066(14) 0.0094(12) 0.0125(12) C4 0.0377(16) 0.076(2) 0.0526(19) 0.0045(17) 0.0235(15) 0.0202(15) C5 0.0331(13) 0.0627(19) 0.0366(14) 0.0096(14) 0.0173(12) 0.0076(13) C6 0.0227(10) 0.0313(12) 0.0289(12) 0.0023(9) 0.0069(9) 0.0000(9) C7 0.0299(12) 0.0288(12) 0.0284(12) 0.0019(10) 0.0043(10) -0.0004(10) C8 0.0293(12) 0.0259(11) 0.0419(15) -0.0081(10) 0.0115(11) 0.0008(9) C9 0.0272(11) 0.0222(11) 0.0358(13) 0.0044(9) 0.0063(10) 0.0007(9) C10 0.0374(13) 0.0268(11) 0.0251(11) -0.0012(9) 0.0121(10) -0.0071(10) C11 0.0303(12) 0.0342(13) 0.0330(13) -0.0085(10) 0.0137(10) -0.0096(10) C12 0.0298(11) 0.0265(11) 0.0240(11) -0.0008(9) 0.0089(9) -0.0042(9) C13 0.0261(11) 0.0257(11) 0.0235(11) -0.0026(9) 0.0080(9) -0.0052(9) C14 0.0360(13) 0.0373(13) 0.0328(13) -0.0015(11) 0.0131(11) 0.0040(11) C15 0.0347(14) 0.0552(17) 0.0372(14) -0.0080(13) 0.0184(12) 0.0011(12) C16 0.0387(14) 0.0575(18) 0.0269(12) -0.0021(12) 0.0161(11) -0.0083(13) C17 0.0382(14) 0.0419(14) 0.0261(12) 0.0047(11) 0.0088(11) -0.0032(11) C18 0.0270(11) 0.0295(12) 0.0229(11) -0.0029(9) 0.0048(9) -0.0024(9) C19 0.0281(12) 0.0499(16) 0.0238(12) -0.0042(11) 0.0026(10) -0.0011(11) C20 0.0287(11) 0.0409(14) 0.0230(11) 0.0014(10) 0.0028(9) 0.0025(10) Cl1 0.0752(9) 0.0551(7) 0.0556(7) 0.000 0.0262(7) 0.000 Cl2 0.0603(10) 0.0533(9) 0.0540(9) 0.0059(7) 0.0263(8) 0.0004(7) C21 0.038(3) 0.066(4) 0.039(3) -0.006(3) 0.010(3) -0.004(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 Cd O7 2.339(2) . ? Cd N1 2.3513(19) . ? Cd O3 2.360(2) . ? Cd O4 2.4602(19) . ? Cd O6 2.503(2) . ? Cd S1 2.6627(6) . ? Cd S2 2.6677(6) . ? S1 C8 1.815(3) . ? S1 C7 1.833(3) . ? S2 C11 1.811(3) . ? S2 C12 1.828(2) . ? O1 C1 1.380(3) . ? O1 C20 1.418(3) . ? O2 C18 1.386(3) . ? O2 C19 1.422(3) . ? O3 N2 1.279(3) . ? O4 N2 1.265(3) . ? O5 N2 1.218(3) . ? O6 N3 1.241(3) . ? O7 N3 1.273(3) . ? O8 N3 1.234(3) . ? N1 C10 1.483(3) . ? N1 C9 1.484(3) . ? N1 H1 0.9300 . ? C1 C2 1.393(4) . ? C1 C6 1.401(3) . ? C2 C3 1.381(4) . ? C2 H2 0.9600 . ? C3 C4 1.377(5) . ? C3 H3 0.9600 . ? C4 C5 1.390(4) . ? C4 H4 0.9600 . ? C5 C6 1.386(4) . ? C5 H5 0.9600 . ? C6 C7 1.507(3) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C8 C9 1.514(4) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C10 C11 1.517(4) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C12 C13 1.505(3) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C13 C18 1.389(3) . ? C13 C14 1.392(4) . ? C14 C15 1.386(4) . ? C14 H14 0.9600 . ? C15 C16 1.385(4) . ? C15 H15 0.9600 . ? C16 C17 1.377(4) . ? C16 H16 0.9600 . ? C17 C18 1.394(4) . ? C17 H17 0.9600 . ? C19 C20 1.488(4) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? Cl1 C21 1.797(7) . ? Cl1 C21 1.797(7) 2 ? Cl2 C21 1.176(7) 2 ? Cl2 C21 1.739(7) . ? Cl2 Cl2 1.995(4) 2 ? C21 C21 0.862(12) 2 ? C21 Cl2 1.176(7) 2 ? C21 H21A 0.9614 . ? C21 H21B 0.9601 . ? 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 O7 Cd N1 100.04(7) . . ? O7 Cd O3 78.13(8) . . ? N1 Cd O3 178.12(8) . . ? O7 Cd O4 127.45(7) . . ? N1 Cd O4 128.28(7) . . ? O3 Cd O4 53.24(7) . . ? O7 Cd O6 52.50(7) . . ? N1 Cd O6 90.30(7) . . ? O3 Cd O6 88.93(8) . . ? O4 Cd O6 132.70(8) . . ? O7 Cd S1 129.68(5) . . ? N1 Cd S1 80.74(5) . . ? O3 Cd S1 100.76(6) . . ? O4 Cd S1 82.87(5) . . ? O6 Cd S1 77.26(5) . . ? O7 Cd S2 88.71(5) . . ? N1 Cd S2 79.42(5) . . ? O3 Cd S2 100.01(6) . . ? O4 Cd S2 82.18(5) . . ? O6 Cd S2 137.64(5) . . ? S1 Cd S2 139.328(19) . . ? C8 S1 C7 103.50(12) . . ? C8 S1 Cd 92.83(8) . . ? C7 S1 Cd 103.39(9) . . ? C11 S2 C12 103.14(11) . . ? C11 S2 Cd 94.16(8) . . ? C12 S2 Cd 98.86(8) . . ? C1 O1 C20 118.6(2) . . ? C18 O2 C19 114.13(19) . . ? N2 O3 Cd 97.40(15) . . ? N2 O4 Cd 93.03(14) . . ? N3 O6 Cd 91.55(14) . . ? N3 O7 Cd 98.56(14) . . ? C10 N1 C9 110.82(19) . . ? C10 N1 Cd 115.31(14) . . ? C9 N1 Cd 112.67(14) . . ? C10 N1 H1 105.7 . . ? C9 N1 H1 105.7 . . ? Cd N1 H1 105.7 . . ? O5 N2 O4 121.4(3) . . ? O5 N2 O3 122.3(3) . . ? O4 N2 O3 116.3(2) . . ? O8 N3 O6 122.6(2) . . ? O8 N3 O7 120.1(2) . . ? O6 N3 O7 117.3(2) . . ? O1 C1 C2 124.5(2) . . ? O1 C1 C6 115.0(2) . . ? C2 C1 C6 120.5(2) . . ? C3 C2 C1 119.8(3) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C4 C3 C2 120.6(3) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 119.6(3) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C6 C5 C4 121.2(3) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C1 118.4(2) . . ? C5 C6 C7 121.1(2) . . ? C1 C6 C7 120.5(2) . . ? C6 C7 S1 114.36(18) . . ? C6 C7 H7A 108.7 . . ? S1 C7 H7A 108.7 . . ? C6 C7 H7B 108.7 . . ? S1 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C9 C8 S1 115.11(17) . . ? C9 C8 H8A 108.5 . . ? S1 C8 H8A 108.5 . . ? C9 C8 H8B 108.5 . . ? S1 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? N1 C9 C8 112.5(2) . . ? N1 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? N1 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? N1 C10 C11 113.1(2) . . ? N1 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? N1 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C10 C11 S2 115.05(17) . . ? C10 C11 H11A 108.5 . . ? S2 C11 H11A 108.5 . . ? C10 C11 H11B 108.5 . . ? S2 C11 H11B 108.5 . . ? H11A C11 H11B 107.5 . . ? C13 C12 S2 113.78(16) . . ? C13 C12 H12A 108.8 . . ? S2 C12 H12A 108.8 . . ? C13 C12 H12B 108.8 . . ? S2 C12 H12B 108.8 . . ? H12A C12 H12B 107.7 . . ? C18 C13 C14 118.4(2) . . ? C18 C13 C12 121.1(2) . . ? C14 C13 C12 120.4(2) . . ? C15 C14 C13 121.2(3) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C16 C15 C14 119.6(3) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C17 C16 C15 120.2(3) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 120.0(3) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? O2 C18 C13 119.1(2) . . ? O2 C18 C17 120.4(2) . . ? C13 C18 C17 120.6(2) . . ? O2 C19 C20 111.1(2) . . ? O2 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 . . ? O2 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? O1 C20 C19 108.9(2) . . ? O1 C20 H20A 109.9 . . ? C19 C20 H20A 109.9 . . ? O1 C20 H20B 109.9 . . ? C19 C20 H20B 109.9 . . ? H20A C20 H20B 108.3 . . ? C21 Cl1 C21 27.8(4) . 2 ? C21 Cl2 C21 26.4(4) 2 . ? C21 Cl2 Cl2 60.1(3) 2 2 ? C21 Cl2 Cl2 35.9(2) . 2 ? C21 C21 Cl2 116.3(5) 2 2 ? C21 C21 Cl2 37.3(3) 2 . ? Cl2 C21 Cl2 84.0(4) 2 . ? C21 C21 Cl1 76.12(19) 2 . ? Cl2 C21 Cl1 160.3(5) 2 . ? Cl2 C21 Cl1 111.9(3) . . ? C21 C21 H21A 132.8 2 . ? Cl2 C21 H21A 74.4 2 . ? Cl2 C21 H21A 108.6 . . ? Cl1 C21 H21A 109.2 . . ? C21 C21 H21B 113.9 2 . ? Cl2 C21 H21B 51.9 2 . ? Cl2 C21 H21B 109.1 . . ? Cl1 C21 H21B 109.9 . . ? H21A C21 H21B 108.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C20 C19 O2 -64.1(3) . . . . ? S1 C8 C9 N1 -62.2(3) . . . . ? N1 C10 C11 S2 57.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.936 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.936 _refine_diff_density_max 1.131 _refine_diff_density_min -1.021 _refine_diff_density_rms 0.131 data_complex10 _database_code_depnum_ccdc_archive 'CCDC 252605' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H56 Br4 Hg2 N2 O4 S4' _chemical_formula_weight 1574.01 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' Br Br -0.2901 2.4595 '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' _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 8.764(2) _cell_length_b 9.361(3) _cell_length_c 15.810(4) _cell_angle_alpha 85.817(5) _cell_angle_beta 83.448(4) _cell_angle_gamma 71.965(5) _cell_volume 1224.3(6) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5494 _cell_measurement_theta_min 1.30 _cell_measurement_theta_max 28.32 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.135 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 754 _exptl_absorpt_coefficient_mu 9.743 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.293184 _exptl_absorpt_correction_T_max 0.500702 _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 7915 _diffrn_reflns_av_R_equivalents 0.0495 _diffrn_reflns_av_sigmaI/netI 0.1038 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.30 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5494 _reflns_number_gt 3763 _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^)+(0.0800P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5494 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0977 _refine_ls_R_factor_gt 0.0585 _refine_ls_wR_factor_ref 0.1474 _refine_ls_wR_factor_gt 0.1271 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.966 _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 Br1 Br -0.82607(13) 0.80362(14) 0.27140(7) 0.0309(3) Uani 1 1 d . . . Br2 Br -0.73494(15) 0.89668(14) 0.52301(7) 0.0355(3) Uani 1 1 d . . . Hg Hg -0.63280(5) 0.84525(5) 0.36907(3) 0.02549(15) Uani 1 1 d . . . S1 S -0.4680(3) 1.0064(3) 0.28279(16) 0.0205(5) Uani 1 1 d . . . S2 S -0.4331(3) 0.5058(3) 0.19486(18) 0.0258(6) Uani 1 1 d . . . O1 O -0.2127(9) 0.8429(9) 0.0864(5) 0.0281(18) Uani 1 1 d . . . O2 O -0.0697(8) 0.5271(9) 0.1152(5) 0.0247(17) Uani 1 1 d . . . N1 N -0.3670(9) 0.6692(9) 0.3737(5) 0.0170(17) Uani 1 1 d . . . C1 C -0.2999(12) 0.9812(12) 0.0568(6) 0.022(2) Uani 1 1 d . . . C2 C -0.2522(13) 1.0546(14) -0.0159(7) 0.028(3) Uani 1 1 d . . . H2 H -0.1546 1.0062 -0.0502 0.033 Uiso 1 1 calc R . . C3 C -0.3469(14) 1.2000(13) -0.0393(7) 0.029(3) Uani 1 1 d . . . H3 H -0.3128 1.2516 -0.0890 0.035 Uiso 1 1 calc R . . C4 C -0.4870(15) 1.2678(14) 0.0085(7) 0.029(3) Uani 1 1 d . . . H4 H -0.5511 1.3675 -0.0071 0.035 Uiso 1 1 calc R . . C5 C -0.5360(13) 1.1933(13) 0.0790(7) 0.025(2) Uani 1 1 d . . . H5 H -0.6357 1.2422 0.1115 0.030 Uiso 1 1 calc R . . C6 C -0.4468(12) 1.0491(13) 0.1053(7) 0.024(2) Uani 1 1 d . . . C7 C -0.5090(11) 0.9647(13) 0.1774(6) 0.022(2) Uani 1 1 d . . . H7A H -0.4615 0.8590 0.1691 0.027 Uiso 1 1 calc R . . H7B H -0.6234 0.9876 0.1764 0.027 Uiso 1 1 calc R . . C8 C -0.2697(11) 0.8757(12) 0.2965(7) 0.021(2) Uani 1 1 d . . . H8A H -0.1968 0.8904 0.2490 0.025 Uiso 1 1 calc R . . H8B H -0.2331 0.9005 0.3469 0.025 Uiso 1 1 calc R . . C9 C -0.2593(12) 0.7106(12) 0.3039(6) 0.022(2) Uani 1 1 d . . . H9A H -0.2840 0.6827 0.2511 0.027 Uiso 1 1 calc R . . H9B H -0.1501 0.6527 0.3120 0.027 Uiso 1 1 calc R . . C10 C -0.3594(14) 0.5081(13) 0.3686(7) 0.027(2) Uani 1 1 d . . . H10A H -0.3867 0.4721 0.4250 0.033 Uiso 1 1 calc R . . H10B H -0.2495 0.4520 0.3521 0.033 Uiso 1 1 calc R . . C11 C -0.4661(13) 0.4700(13) 0.3083(7) 0.026(2) Uani 1 1 d . . . H11A H -0.5760 0.5243 0.3260 0.032 Uiso 1 1 calc R . . H11B H -0.4556 0.3650 0.3173 0.032 Uiso 1 1 calc R . . C12 C -0.2623(13) 0.3440(14) 0.1623(7) 0.030(3) Uani 1 1 d . . . H12A H -0.2926 0.2542 0.1761 0.036 Uiso 1 1 calc R . . H12B H -0.2400 0.3507 0.1015 0.036 Uiso 1 1 calc R . . C13 C -0.1089(13) 0.3290(13) 0.2028(7) 0.027(2) Uani 1 1 d . . . C14 C -0.0626(14) 0.2248(14) 0.2692(8) 0.035(3) Uani 1 1 d . . . H14 H -0.1237 0.1566 0.2864 0.042 Uiso 1 1 calc R . . C15 C 0.0703(15) 0.2172(16) 0.3114(8) 0.042(3) Uani 1 1 d . . . H15 H 0.1001 0.1435 0.3570 0.050 Uiso 1 1 calc R . . C16 C 0.1566(14) 0.3103(15) 0.2895(8) 0.038(3) Uani 1 1 d . . . H16 H 0.2465 0.3059 0.3202 0.045 Uiso 1 1 calc R . . C17 C 0.1165(13) 0.4146(14) 0.2219(8) 0.030(3) Uani 1 1 d . . . H17 H 0.1807 0.4801 0.2048 0.036 Uiso 1 1 calc R . . C18 C -0.0161(12) 0.4237(12) 0.1792(7) 0.021(2) Uani 1 1 d . . . C19 C 0.0179(13) 0.6288(14) 0.0902(8) 0.030(3) Uani 1 1 d . . . H19A H 0.1188 0.5776 0.0594 0.037 Uiso 1 1 calc R . . H19B H 0.0403 0.6697 0.1397 0.037 Uiso 1 1 calc R . . C20 C -0.0791(13) 0.7536(13) 0.0347(7) 0.029(3) Uani 1 1 d . . . H20A H -0.0139 0.8138 0.0092 0.035 Uiso 1 1 calc R . . H20B H -0.1161 0.7124 -0.0100 0.035 Uiso 1 1 calc R . . C21 C -0.3174(10) 0.6902(11) 0.4601(6) 0.0143(19) Uani 1 1 d . . . H21A H -0.3207 0.7932 0.4628 0.017 Uiso 1 1 calc R . . H21B H -0.3964 0.6724 0.5034 0.017 Uiso 1 1 calc R . . C22 C -0.1525(12) 0.5913(12) 0.4816(6) 0.021(2) Uani 1 1 d . . . C23 C -0.1325(13) 0.4499(13) 0.5193(7) 0.024(2) Uani 1 1 d . . . H23 H -0.2242 0.4142 0.5332 0.029 Uiso 1 1 calc R . . C24 C -0.0194(12) 0.6413(12) 0.4628(7) 0.021(2) Uani 1 1 d . . . H24 H -0.0320 0.7399 0.4371 0.025 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 Br1 0.0251(5) 0.0457(7) 0.0240(6) 0.0011(5) -0.0059(4) -0.0133(5) Br2 0.0446(7) 0.0416(8) 0.0179(6) -0.0047(5) 0.0060(5) -0.0122(6) Hg 0.0226(2) 0.0375(3) 0.0143(2) 0.00344(17) -0.00168(14) -0.00719(17) S1 0.0250(12) 0.0245(14) 0.0105(12) 0.0032(10) -0.0030(9) -0.0057(10) S2 0.0272(13) 0.0345(16) 0.0185(14) -0.0002(12) -0.0069(10) -0.0118(12) O1 0.031(4) 0.031(5) 0.018(4) 0.009(3) 0.002(3) -0.006(3) O2 0.024(4) 0.034(5) 0.019(4) 0.003(3) -0.005(3) -0.013(3) N1 0.020(4) 0.020(5) 0.011(4) 0.000(3) 0.000(3) -0.005(3) C1 0.022(5) 0.028(6) 0.012(5) 0.000(4) -0.002(4) -0.002(4) C2 0.026(5) 0.050(8) 0.012(5) -0.002(5) 0.000(4) -0.019(5) C3 0.036(6) 0.036(7) 0.023(6) 0.005(5) -0.008(5) -0.023(5) C4 0.046(7) 0.031(7) 0.015(6) 0.013(5) -0.013(5) -0.017(5) C5 0.029(6) 0.034(7) 0.011(5) -0.004(5) -0.002(4) -0.007(5) C6 0.026(5) 0.039(7) 0.010(5) 0.004(5) -0.010(4) -0.014(5) C7 0.014(5) 0.037(7) 0.013(5) 0.005(5) 0.000(4) -0.007(4) C8 0.018(5) 0.028(6) 0.016(5) 0.004(4) -0.003(4) -0.006(4) C9 0.018(5) 0.032(6) 0.012(5) 0.000(4) -0.003(4) 0.000(4) C10 0.036(6) 0.027(6) 0.017(6) 0.004(5) -0.008(5) -0.008(5) C11 0.026(5) 0.027(6) 0.027(6) 0.004(5) -0.007(5) -0.010(5) C12 0.034(6) 0.043(7) 0.017(6) -0.009(5) -0.001(5) -0.019(5) C13 0.023(5) 0.031(7) 0.023(6) -0.007(5) 0.003(4) -0.002(5) C14 0.033(6) 0.034(7) 0.032(7) 0.006(6) 0.004(5) -0.008(5) C15 0.037(7) 0.044(8) 0.028(7) 0.008(6) -0.002(5) 0.009(6) C16 0.020(6) 0.046(8) 0.035(7) 0.002(6) -0.004(5) 0.007(5) C17 0.018(5) 0.036(7) 0.030(7) -0.012(5) 0.001(4) 0.002(5) C18 0.019(5) 0.021(6) 0.025(6) -0.011(4) -0.001(4) -0.004(4) C19 0.023(5) 0.047(8) 0.026(6) 0.001(5) -0.003(5) -0.019(5) C20 0.024(5) 0.036(7) 0.023(6) -0.003(5) 0.005(4) -0.006(5) C21 0.013(4) 0.020(5) 0.009(5) -0.002(4) -0.002(3) -0.002(4) C22 0.022(5) 0.024(6) 0.013(5) 0.005(4) -0.004(4) -0.001(4) C23 0.026(5) 0.035(7) 0.012(5) 0.007(5) -0.006(4) -0.010(5) C24 0.032(6) 0.018(5) 0.017(5) 0.008(4) -0.010(4) -0.011(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 Br1 Hg 2.5492(13) . ? Br2 Hg 2.5227(14) . ? Hg N1 2.407(8) . ? Hg S1 2.611(3) . ? S1 C8 1.815(10) . ? S1 C7 1.837(11) . ? S2 C11 1.807(11) . ? S2 C12 1.826(12) . ? O1 C1 1.364(12) . ? O1 C20 1.419(13) . ? O2 C18 1.366(12) . ? O2 C19 1.407(13) . ? N1 C9 1.478(12) . ? N1 C10 1.497(14) . ? N1 C21 1.523(12) . ? C1 C2 1.387(14) . ? C1 C6 1.409(15) . ? C2 C3 1.405(16) . ? C2 H2 0.9600 . ? C3 C4 1.363(17) . ? C3 H3 0.9600 . ? C4 C5 1.369(15) . ? C4 H4 0.9600 . ? C5 C6 1.394(15) . ? C5 H5 0.9600 . ? C6 C7 1.489(14) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C8 C9 1.517(15) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C10 C11 1.541(15) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C12 C13 1.518(15) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C13 C18 1.384(15) . ? C13 C14 1.386(16) . ? C14 C15 1.388(18) . ? C14 H14 0.9600 . ? C15 C16 1.325(19) . ? C15 H15 0.9600 . ? C16 C17 1.394(16) . ? C16 H16 0.9600 . ? C17 C18 1.386(15) . ? C17 H17 0.9600 . ? C19 C20 1.505(15) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C21 C22 1.516(12) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C22 C23 1.379(14) . ? C22 C24 1.381(14) . ? C23 C24 1.389(14) 2_566 ? C23 H23 0.9600 . ? C24 C23 1.389(14) 2_566 ? C24 H24 0.9600 . ? 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 Hg Br2 104.8(2) . . ? N1 Hg Br1 120.1(2) . . ? Br2 Hg Br1 117.91(5) . . ? N1 Hg S1 81.3(2) . . ? Br2 Hg S1 120.36(7) . . ? Br1 Hg S1 107.61(6) . . ? C8 S1 C7 103.5(5) . . ? C8 S1 Hg 96.6(3) . . ? C7 S1 Hg 95.5(3) . . ? C11 S2 C12 102.8(5) . . ? C1 O1 C20 120.0(8) . . ? C18 O2 C19 117.5(8) . . ? C9 N1 C10 110.2(8) . . ? C9 N1 C21 110.7(8) . . ? C10 N1 C21 108.4(7) . . ? C9 N1 Hg 108.5(6) . . ? C10 N1 Hg 114.5(6) . . ? C21 N1 Hg 104.4(5) . . ? O1 C1 C2 124.0(10) . . ? O1 C1 C6 115.8(9) . . ? C2 C1 C6 120.2(10) . . ? C1 C2 C3 119.9(10) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 120.2(10) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 119.8(11) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 122.6(11) . . ? C4 C5 H5 118.7 . . ? C6 C5 H5 118.7 . . ? C5 C6 C1 117.4(9) . . ? C5 C6 C7 121.7(10) . . ? C1 C6 C7 120.8(10) . . ? C6 C7 S1 114.2(8) . . ? C6 C7 H7A 108.7 . . ? S1 C7 H7A 108.7 . . ? C6 C7 H7B 108.7 . . ? S1 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C9 C8 S1 115.8(7) . . ? C9 C8 H8A 108.3 . . ? S1 C8 H8A 108.3 . . ? C9 C8 H8B 108.3 . . ? S1 C8 H8B 108.3 . . ? H8A C8 H8B 107.4 . . ? N1 C9 C8 115.2(9) . . ? N1 C9 H9A 108.5 . . ? C8 C9 H9A 108.5 . . ? N1 C9 H9B 108.5 . . ? C8 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? N1 C10 C11 118.2(8) . . ? N1 C10 H10A 107.8 . . ? C11 C10 H10A 107.8 . . ? N1 C10 H10B 107.8 . . ? C11 C10 H10B 107.8 . . ? H10A C10 H10B 107.1 . . ? C10 C11 S2 119.6(8) . . ? C10 C11 H11A 107.4 . . ? S2 C11 H11A 107.4 . . ? C10 C11 H11B 107.4 . . ? S2 C11 H11B 107.4 . . ? H11A C11 H11B 107.0 . . ? C13 C12 S2 114.8(8) . . ? C13 C12 H12A 108.6 . . ? S2 C12 H12A 108.6 . . ? C13 C12 H12B 108.6 . . ? S2 C12 H12B 108.6 . . ? H12A C12 H12B 107.5 . . ? C18 C13 C14 117.5(11) . . ? C18 C13 C12 121.9(10) . . ? C14 C13 C12 120.4(11) . . ? C13 C14 C15 121.3(12) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C16 C15 C14 120.8(12) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C15 C16 C17 119.8(12) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 120.1(12) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? O2 C18 C13 115.1(9) . . ? O2 C18 C17 124.3(10) . . ? C13 C18 C17 120.5(11) . . ? O2 C19 C20 109.3(9) . . ? O2 C19 H19A 109.8 . . ? C20 C19 H19A 109.8 . . ? O2 C19 H19B 109.8 . . ? C20 C19 H19B 109.8 . . ? H19A C19 H19B 108.3 . . ? O1 C20 C19 108.1(9) . . ? O1 C20 H20A 110.1 . . ? C19 C20 H20A 110.1 . . ? O1 C20 H20B 110.1 . . ? C19 C20 H20B 110.1 . . ? H20A C20 H20B 108.4 . . ? C22 C21 N1 116.4(8) . . ? C22 C21 H21A 108.2 . . ? N1 C21 H21A 108.2 . . ? C22 C21 H21B 108.2 . . ? N1 C21 H21B 108.2 . . ? H21A C21 H21B 107.3 . . ? C23 C22 C24 119.0(9) . . ? C23 C22 C21 120.8(9) . . ? C24 C22 C21 120.2(9) . . ? C22 C23 C24 120.5(10) . 2_566 ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 2_566 . ? C22 C24 C23 120.5(9) . 2_566 ? C22 C24 H24 119.7 . . ? C23 C24 H24 119.7 2_566 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C20 C19 O2 69.8(12) . . . . ? S1 C8 C9 N1 -57.2(10) . . . . ? S2 C11 C10 N1 63.5(13) . . . . ? _diffrn_measured_fraction_theta_max 0.899 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.899 _refine_diff_density_max 3.283 _refine_diff_density_min -4.316 _refine_diff_density_rms 0.304 data_complex11 _database_code_depnum_ccdc_archive 'CCDC 252606' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H56 Hg2 I4 N2 O4 S4' _chemical_formula_weight 1761.97 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' I I -0.4742 1.8119 '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' _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 8.9754(15) _cell_length_b 9.6153(16) _cell_length_c 16.013(3) _cell_angle_alpha 84.890(3) _cell_angle_beta 84.242(3) _cell_angle_gamma 71.036(3) _cell_volume 1298.0(4) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5864 _cell_measurement_theta_min 1.28 _cell_measurement_theta_max 28.31 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.254 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 826 _exptl_absorpt_coefficient_mu 8.490 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.354465 _exptl_absorpt_correction_T_max 0.544783 _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 8488 _diffrn_reflns_av_R_equivalents 0.0352 _diffrn_reflns_av_sigmaI/netI 0.0614 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 5 _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 1.28 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5864 _reflns_number_gt 4495 _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^)+(0.0536P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5864 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0588 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.1029 _refine_ls_wR_factor_gt 0.0807 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 I1 I -0.83606(7) 0.80637(6) 0.26381(3) 0.02961(14) Uani 1 1 d . . . I2 I -0.73444(7) 0.89986(6) 0.52530(3) 0.03153(14) Uani 1 1 d . . . Hg Hg -0.62796(4) 0.83811(3) 0.365603(19) 0.02328(9) Uani 1 1 d . . . S1 S -0.4690(2) 0.99577(19) 0.27908(12) 0.0210(4) Uani 1 1 d . . . S2 S -0.4311(3) 0.5100(2) 0.19434(13) 0.0275(4) Uani 1 1 d . . . O1 O -0.2173(7) 0.8435(6) 0.0848(3) 0.0291(13) Uani 1 1 d . . . O2 O -0.0773(7) 0.5324(6) 0.1107(3) 0.0269(12) Uani 1 1 d . . . N1 N -0.3625(8) 0.6628(6) 0.3710(4) 0.0204(13) Uani 1 1 d . . . C1 C -0.3026(10) 0.9837(8) 0.0562(5) 0.0265(17) Uani 1 1 d . . . C2 C -0.2579(11) 1.0614(10) -0.0119(5) 0.0293(18) Uani 1 1 d . . . H2 H -0.1621 1.0172 -0.0456 0.035 Uiso 1 1 calc R . . C3 C -0.3521(11) 1.2056(9) -0.0323(5) 0.0291(19) Uani 1 1 d . . . H3 H -0.3200 1.2599 -0.0799 0.035 Uiso 1 1 calc R . . C4 C -0.4887(11) 1.2701(9) 0.0145(5) 0.0295(19) Uani 1 1 d . . . H4 H -0.5517 1.3697 0.0006 0.035 Uiso 1 1 calc R . . C5 C -0.5353(10) 1.1905(9) 0.0820(5) 0.0276(18) Uani 1 1 d . . . H5 H -0.6325 1.2352 0.1145 0.033 Uiso 1 1 calc R . . C6 C -0.4441(10) 1.0457(8) 0.1043(5) 0.0243(17) Uani 1 1 d . . . C7 C -0.5065(10) 0.9608(8) 0.1740(4) 0.0203(15) Uani 1 1 d . . . H7A H -0.4595 0.8575 0.1657 0.024 Uiso 1 1 calc R . . H7B H -0.6185 0.9849 0.1710 0.024 Uiso 1 1 calc R . . C8 C -0.2726(10) 0.8649(8) 0.2927(5) 0.0225(16) Uani 1 1 d . . . H8A H -0.2035 0.8786 0.2452 0.027 Uiso 1 1 calc R . . H8B H -0.2340 0.8881 0.3417 0.027 Uiso 1 1 calc R . . C9 C -0.2620(9) 0.7047(8) 0.3019(5) 0.0208(15) Uani 1 1 d . . . H9A H -0.2886 0.6786 0.2502 0.025 Uiso 1 1 calc R . . H9B H -0.1542 0.6471 0.3096 0.025 Uiso 1 1 calc R . . C10 C -0.3545(10) 0.5046(8) 0.3669(5) 0.0235(17) Uani 1 1 d . . . H10A H -0.3826 0.4694 0.4222 0.028 Uiso 1 1 calc R . . H10B H -0.2466 0.4483 0.3524 0.028 Uiso 1 1 calc R . . C11 C -0.4575(10) 0.4716(8) 0.3057(5) 0.0268(18) Uani 1 1 d . . . H11A H -0.5653 0.5243 0.3229 0.032 Uiso 1 1 calc R . . H11B H -0.4459 0.3686 0.3142 0.032 Uiso 1 1 calc R . . C12 C -0.2629(11) 0.3521(9) 0.1617(6) 0.032(2) Uani 1 1 d . . . H12A H -0.2902 0.2638 0.1760 0.038 Uiso 1 1 calc R . . H12B H -0.2444 0.3604 0.1017 0.038 Uiso 1 1 calc R . . C13 C -0.1125(10) 0.3369(8) 0.2005(5) 0.0267(18) Uani 1 1 d . . . C14 C -0.0581(12) 0.2319(9) 0.2643(6) 0.036(2) Uani 1 1 d . . . H14 H -0.1144 0.1631 0.2806 0.044 Uiso 1 1 calc R . . C15 C 0.0733(13) 0.2206(10) 0.3059(6) 0.044(3) Uani 1 1 d . . . H15 H 0.1043 0.1486 0.3518 0.053 Uiso 1 1 calc R . . C16 C 0.1590(12) 0.3148(10) 0.2804(6) 0.043(2) Uani 1 1 d . . . H16 H 0.2492 0.3095 0.3096 0.051 Uiso 1 1 calc R . . C17 C 0.1162(11) 0.4177(9) 0.2127(6) 0.034(2) Uani 1 1 d . . . H17 H 0.1796 0.4792 0.1931 0.040 Uiso 1 1 calc R . . C18 C -0.0194(10) 0.4297(8) 0.1741(5) 0.0254(17) Uani 1 1 d . . . C19 C 0.0078(10) 0.6326(9) 0.0839(5) 0.0300(19) Uani 1 1 d . . . H19A H 0.1040 0.5820 0.0523 0.036 Uiso 1 1 calc R . . H19B H 0.0351 0.6689 0.1322 0.036 Uiso 1 1 calc R . . C20 C -0.0885(10) 0.7589(9) 0.0309(5) 0.0289(18) Uani 1 1 d . . . H20A H -0.0256 0.8184 0.0067 0.035 Uiso 1 1 calc R . . H20B H -0.1276 0.7238 -0.0138 0.035 Uiso 1 1 calc R . . C21 C -0.3165(9) 0.6837(8) 0.4571(5) 0.0213(16) Uani 1 1 d . . . H21A H -0.3247 0.7853 0.4599 0.026 Uiso 1 1 calc R . . H21B H -0.3912 0.6625 0.4993 0.026 Uiso 1 1 calc R . . C22 C -0.1512(9) 0.5888(8) 0.4782(5) 0.0213(16) Uani 1 1 d . . . C23 C -0.1270(10) 0.4486(8) 0.5188(5) 0.0233(16) Uani 1 1 d . . . H23 H -0.2148 0.4123 0.5327 0.028 Uiso 1 1 calc R . . C24 C -0.0229(10) 0.6377(8) 0.4610(5) 0.0237(17) Uani 1 1 d . . . H24 H -0.0376 0.7342 0.4343 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 I1 0.0236(3) 0.0364(3) 0.0305(3) -0.0019(2) -0.0072(2) -0.0104(2) I2 0.0396(3) 0.0274(3) 0.0240(3) -0.0053(2) 0.0031(2) -0.0064(2) Hg 0.02051(17) 0.02649(15) 0.02078(16) 0.00014(11) -0.00355(11) -0.00448(12) S1 0.0222(10) 0.0194(8) 0.0193(9) 0.0001(7) -0.0038(7) -0.0034(8) S2 0.0298(12) 0.0288(10) 0.0252(10) -0.0022(8) -0.0083(8) -0.0090(9) O1 0.028(3) 0.026(3) 0.024(3) 0.001(2) 0.000(2) 0.003(2) O2 0.026(3) 0.029(3) 0.027(3) -0.002(2) -0.005(2) -0.009(3) N1 0.016(3) 0.018(3) 0.024(3) -0.002(2) -0.005(3) 0.000(3) C1 0.029(5) 0.025(4) 0.029(4) -0.002(3) -0.009(3) -0.010(3) C2 0.032(5) 0.043(5) 0.020(4) -0.004(3) -0.001(3) -0.021(4) C3 0.039(5) 0.033(4) 0.022(4) 0.007(3) -0.011(4) -0.020(4) C4 0.036(5) 0.028(4) 0.025(4) 0.003(3) -0.014(4) -0.009(4) C5 0.025(5) 0.032(4) 0.024(4) -0.002(3) -0.007(3) -0.005(4) C6 0.025(4) 0.028(4) 0.024(4) 0.002(3) -0.010(3) -0.013(3) C7 0.026(4) 0.023(3) 0.013(3) 0.001(3) -0.005(3) -0.009(3) C8 0.025(4) 0.026(4) 0.017(4) 0.000(3) -0.011(3) -0.005(3) C9 0.019(4) 0.021(3) 0.021(4) -0.001(3) -0.006(3) -0.003(3) C10 0.022(4) 0.017(3) 0.029(4) -0.003(3) -0.006(3) 0.000(3) C11 0.029(5) 0.023(4) 0.026(4) -0.001(3) -0.009(3) -0.003(3) C12 0.039(5) 0.027(4) 0.032(5) -0.013(3) 0.006(4) -0.012(4) C13 0.028(5) 0.022(4) 0.024(4) -0.009(3) 0.005(3) 0.001(3) C14 0.038(6) 0.022(4) 0.044(6) -0.001(4) 0.004(4) -0.005(4) C15 0.044(6) 0.030(5) 0.039(5) 0.007(4) -0.001(5) 0.012(4) C16 0.031(5) 0.040(5) 0.042(6) -0.008(4) -0.010(4) 0.014(4) C17 0.026(5) 0.021(4) 0.047(5) -0.012(4) -0.004(4) 0.004(3) C18 0.024(4) 0.021(4) 0.026(4) -0.009(3) 0.001(3) 0.002(3) C19 0.029(5) 0.028(4) 0.034(5) -0.007(3) -0.001(4) -0.009(4) C20 0.027(5) 0.033(4) 0.025(4) -0.006(3) 0.001(3) -0.006(4) C21 0.016(4) 0.024(3) 0.020(4) -0.001(3) -0.007(3) 0.001(3) C22 0.024(4) 0.021(3) 0.016(4) -0.001(3) -0.008(3) -0.001(3) C23 0.027(4) 0.026(4) 0.021(4) 0.005(3) -0.008(3) -0.013(3) C24 0.025(4) 0.021(3) 0.026(4) 0.005(3) -0.009(3) -0.008(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 I1 Hg 2.7034(7) . ? I2 Hg 2.6864(7) . ? Hg N1 2.435(6) . ? Hg S1 2.625(2) . ? S1 C8 1.823(8) . ? S1 C7 1.830(7) . ? S2 C11 1.796(8) . ? S2 C12 1.830(9) . ? O1 C1 1.380(9) . ? O1 C20 1.435(10) . ? O2 C18 1.368(9) . ? O2 C19 1.426(10) . ? N1 C9 1.469(10) . ? N1 C10 1.506(9) . ? N1 C21 1.527(9) . ? C1 C2 1.368(11) . ? C1 C6 1.398(12) . ? C2 C3 1.399(12) . ? C2 H2 0.9600 . ? C3 C4 1.361(13) . ? C3 H3 0.9600 . ? C4 C5 1.378(12) . ? C4 H4 0.9600 . ? C5 C6 1.402(11) . ? C5 H5 0.9600 . ? C6 C7 1.496(11) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C8 C9 1.507(10) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C10 C11 1.532(11) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C12 C13 1.501(12) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C13 C14 1.377(12) . ? C13 C18 1.421(12) . ? C14 C15 1.382(14) . ? C14 H14 0.9600 . ? C15 C16 1.379(15) . ? C15 H15 0.9600 . ? C16 C17 1.396(13) . ? C16 H16 0.9600 . ? C17 C18 1.386(12) . ? C17 H17 0.9600 . ? C19 C20 1.491(11) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C21 C22 1.520(10) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C22 C24 1.375(11) . ? C22 C23 1.403(10) . ? C23 C24 1.385(11) 2_566 ? C23 H23 0.9600 . ? C24 C23 1.385(11) 2_566 ? C24 H24 0.9600 . ? 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 Hg S1 80.85(16) . . ? N1 Hg I2 106.43(15) . . ? S1 Hg I2 119.12(4) . . ? N1 Hg I1 121.63(14) . . ? S1 Hg I1 107.11(4) . . ? I2 Hg I1 117.10(2) . . ? C8 S1 C7 102.4(3) . . ? C8 S1 Hg 96.7(3) . . ? C7 S1 Hg 97.7(3) . . ? C11 S2 C12 102.9(4) . . ? C1 O1 C20 118.1(6) . . ? C18 O2 C19 117.2(6) . . ? C9 N1 C10 110.6(6) . . ? C9 N1 C21 112.3(6) . . ? C10 N1 C21 109.0(6) . . ? C9 N1 Hg 108.0(4) . . ? C10 N1 Hg 114.1(5) . . ? C21 N1 Hg 102.8(4) . . ? C2 C1 O1 125.5(8) . . ? C2 C1 C6 120.5(8) . . ? O1 C1 C6 114.0(7) . . ? C1 C2 C3 119.8(8) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 121.0(8) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 119.1(8) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C4 C5 C6 121.5(8) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C1 C6 C5 118.1(8) . . ? C1 C6 C7 122.7(7) . . ? C5 C6 C7 119.1(8) . . ? C6 C7 S1 114.1(5) . . ? C6 C7 H7A 108.7 . . ? S1 C7 H7A 108.7 . . ? C6 C7 H7B 108.7 . . ? S1 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C9 C8 S1 115.9(6) . . ? C9 C8 H8A 108.3 . . ? S1 C8 H8A 108.3 . . ? C9 C8 H8B 108.3 . . ? S1 C8 H8B 108.3 . . ? H8A C8 H8B 107.4 . . ? N1 C9 C8 116.2(6) . . ? N1 C9 H9A 108.2 . . ? C8 C9 H9A 108.2 . . ? N1 C9 H9B 108.2 . . ? C8 C9 H9B 108.2 . . ? H9A C9 H9B 107.4 . . ? N1 C10 C11 117.5(6) . . ? N1 C10 H10A 107.9 . . ? C11 C10 H10A 107.9 . . ? N1 C10 H10B 107.9 . . ? C11 C10 H10B 107.9 . . ? H10A C10 H10B 107.2 . . ? C10 C11 S2 121.5(6) . . ? C10 C11 H11A 107.0 . . ? S2 C11 H11A 107.0 . . ? C10 C11 H11B 107.0 . . ? S2 C11 H11B 107.0 . . ? H11A C11 H11B 106.7 . . ? C13 C12 S2 114.6(5) . . ? C13 C12 H12A 108.6 . . ? S2 C12 H12A 108.6 . . ? C13 C12 H12B 108.6 . . ? S2 C12 H12B 108.6 . . ? H12A C12 H12B 107.6 . . ? C14 C13 C18 116.5(8) . . ? C14 C13 C12 121.3(8) . . ? C18 C13 C12 122.2(7) . . ? C13 C14 C15 123.3(9) . . ? C13 C14 H14 118.3 . . ? C15 C14 H14 118.3 . . ? C16 C15 C14 118.8(9) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? C15 C16 C17 120.8(9) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C18 C17 C16 118.9(9) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? O2 C18 C17 123.8(8) . . ? O2 C18 C13 114.7(7) . . ? C17 C18 C13 121.5(8) . . ? O2 C19 C20 110.9(7) . . ? O2 C19 H19A 109.5 . . ? C20 C19 H19A 109.5 . . ? O2 C19 H19B 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? O1 C20 C19 107.0(7) . . ? O1 C20 H20A 110.3 . . ? C19 C20 H20A 110.3 . . ? O1 C20 H20B 110.3 . . ? C19 C20 H20B 110.3 . . ? H20A C20 H20B 108.6 . . ? C22 C21 N1 115.1(6) . . ? C22 C21 H21A 108.5 . . ? N1 C21 H21A 108.5 . . ? C22 C21 H21B 108.5 . . ? N1 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? C24 C22 C23 118.0(7) . . ? C24 C22 C21 121.9(7) . . ? C23 C22 C21 120.1(7) . . ? C24 C23 C22 120.4(7) 2_566 . ? C24 C23 H23 119.8 2_566 . ? C22 C23 H23 119.8 . . ? C22 C24 C23 121.6(7) . 2_566 ? C22 C24 H24 119.2 . . ? C23 C24 H24 119.2 2_566 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C20 C19 O2 68.0(8) . . . . ? S2 C11 C10 N1 62.0(9) . . . . ? S1 C8 C9 N1 -57.1(8) . . . . ? _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.907 _refine_diff_density_max 1.870 _refine_diff_density_min -1.886 _refine_diff_density_rms 0.347 data_complex6 _database_code_depnum_ccdc_archive 'CCDC 252607' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H54 Br8 Cl4 Hg4 N2 O4 S4' _chemical_formula_weight 2362.55 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' Br Br -0.2901 2.4595 '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' _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 8.2406(6) _cell_length_b 13.2425(10) _cell_length_c 14.3885(11) _cell_angle_alpha 93.028(2) _cell_angle_beta 96.831(2) _cell_angle_gamma 101.5860(10) _cell_volume 1522.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6768 _cell_measurement_theta_min 1.43 _cell_measurement_theta_max 28.30 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1084 _exptl_absorpt_coefficient_mu 15.654 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.105472 _exptl_absorpt_correction_T_max 0.341659 _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 9742 _diffrn_reflns_av_R_equivalents 0.0492 _diffrn_reflns_av_sigmaI/netI 0.0635 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 28.30 _reflns_number_total 6768 _reflns_number_gt 4916 _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^)+(0.0918P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6768 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0742 _refine_ls_R_factor_gt 0.0509 _refine_ls_wR_factor_ref 0.1418 _refine_ls_wR_factor_gt 0.1251 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_restrained_S_all 0.959 _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 0.70144(5) 0.23234(3) 0.25758(3) 0.02950(12) Uani 1 1 d . . . Hg2 Hg 0.94118(5) -0.12015(3) 0.40837(4) 0.03934(14) Uani 1 1 d . . . Br1 Br 0.88803(17) 0.24943(11) 0.13562(9) 0.0484(3) Uani 1 1 d . . . Br2 Br 1.14414(13) -0.18993(8) 0.32069(8) 0.0344(2) Uani 1 1 d . . . Br3 Br 0.63162(12) -0.15779(8) 0.34324(8) 0.0321(2) Uani 1 1 d . . . Br4 Br 1.02831(12) 0.09946(7) 0.40480(8) 0.0306(2) Uani 1 1 d . . . Cl1 Cl 0.9829(5) -0.1251(4) 0.0611(3) 0.0685(11) Uani 1 1 d . . . Cl2 Cl 0.6570(5) -0.0777(4) 0.0780(3) 0.0716(11) Uani 1 1 d . . . S1 S 0.3997(3) 0.2724(2) 0.20672(19) 0.0318(6) Uani 1 1 d . . . S2 S 0.7204(3) 0.24198(18) 0.43263(18) 0.0239(5) Uani 1 1 d . . . O1 O 0.6653(11) 0.4629(8) 0.1851(6) 0.057(3) Uani 1 1 d . . . O2 O 0.7627(9) 0.4740(6) 0.3769(5) 0.0370(18) Uani 1 1 d . . . N1 N 0.5101(10) 0.0708(6) 0.2698(6) 0.0261(17) Uani 1 1 d . . . H1 H 0.5675 0.0172 0.2675 0.031 Uiso 1 1 calc R . . C1 C 0.5320(19) 0.5068(9) 0.1484(9) 0.048(3) Uani 1 1 d . . . C2 C 0.534(3) 0.6060(12) 0.1547(11) 0.068(5) Uani 1 1 d . . . H2 H 0.6313 0.6541 0.1850 0.082 Uiso 1 1 calc R . . C3 C 0.401(3) 0.6399(12) 0.1192(14) 0.075(5) Uani 1 1 d . . . H3 H 0.4005 0.7121 0.1292 0.090 Uiso 1 1 calc R . . C4 C 0.259(2) 0.5736(15) 0.0670(14) 0.080(6) Uani 1 1 d . . . H4 H 0.1649 0.5996 0.0399 0.095 Uiso 1 1 calc R . . C5 C 0.2628(18) 0.4677(11) 0.0570(11) 0.058(4) Uani 1 1 d . . . H5 H 0.1705 0.4193 0.0221 0.069 Uiso 1 1 calc R . . C6 C 0.4003(14) 0.4345(9) 0.0977(8) 0.034(2) Uani 1 1 d . . . C7 C 0.4138(15) 0.3225(8) 0.0897(8) 0.037(3) Uani 1 1 d . . . H7A H 0.5185 0.3165 0.0693 0.045 Uiso 1 1 calc R . . H7B H 0.3250 0.2835 0.0447 0.045 Uiso 1 1 calc R . . C8 C 0.2809(14) 0.1411(9) 0.1850(9) 0.039(3) Uani 1 1 d . . . H8A H 0.2031 0.1301 0.2300 0.047 Uiso 1 1 calc R . . H8B H 0.2166 0.1347 0.1240 0.047 Uiso 1 1 calc R . . C9 C 0.3775(14) 0.0547(8) 0.1890(9) 0.040(3) Uani 1 1 d . . . H9A H 0.3013 -0.0097 0.1926 0.047 Uiso 1 1 calc R . . H9B H 0.4267 0.0500 0.1321 0.047 Uiso 1 1 calc R . . C10 C 0.4527(11) 0.0786(8) 0.3622(7) 0.026(2) Uani 1 1 d . . . H10A H 0.3890 0.0126 0.3740 0.031 Uiso 1 1 calc R . . H10B H 0.3808 0.1274 0.3620 0.031 Uiso 1 1 calc R . . C11 C 0.5971(12) 0.1126(7) 0.4400(7) 0.0247(19) Uani 1 1 d . . . H11A H 0.6693 0.0641 0.4389 0.030 Uiso 1 1 calc R . . H11B H 0.5539 0.1102 0.4991 0.030 Uiso 1 1 calc R . . C12 C 0.5707(11) 0.3223(7) 0.4624(7) 0.0248(19) Uani 1 1 d . . . H12A H 0.5090 0.3380 0.4060 0.030 Uiso 1 1 calc R . . H12B H 0.4929 0.2853 0.4997 0.030 Uiso 1 1 calc R . . C13 C 0.6673(11) 0.4206(7) 0.5164(7) 0.0237(19) Uani 1 1 d . . . C14 C 0.6636(13) 0.4355(8) 0.6121(8) 0.035(2) Uani 1 1 d . . . H14 H 0.6028 0.3817 0.6445 0.042 Uiso 1 1 calc R . . C15 C 0.7473(16) 0.5277(10) 0.6614(9) 0.045(3) Uani 1 1 d . . . H15 H 0.7430 0.5386 0.7274 0.054 Uiso 1 1 calc R . . C16 C 0.8361(14) 0.6029(9) 0.6150(9) 0.042(3) Uani 1 1 d . . . H16 H 0.8966 0.6657 0.6498 0.050 Uiso 1 1 calc R . . C17 C 0.8413(12) 0.5915(8) 0.5206(9) 0.035(2) Uani 1 1 d . . . H17 H 0.9004 0.6468 0.4893 0.041 Uiso 1 1 calc R . . C18 C 0.7599(11) 0.4987(7) 0.4701(7) 0.025(2) Uani 1 1 d . . . C19 C 0.8329(18) 0.5573(11) 0.3248(10) 0.061(4) Uani 1 1 d . . . H19A H 0.9475 0.5837 0.3505 0.073 Uiso 1 1 calc R . . H19B H 0.7735 0.6123 0.3306 0.073 Uiso 1 1 calc R . . C20 C 0.8239(19) 0.5241(12) 0.2274(11) 0.061(4) Uani 1 1 d . . . H20A H 0.9083 0.4846 0.2210 0.073 Uiso 1 1 calc R . . H20B H 0.8499 0.5842 0.1930 0.073 Uiso 1 1 calc R . . C21 C 0.8605(19) -0.0630(14) 0.1295(10) 0.066(4) Uani 1 1 d . . . H21A H 0.8612 -0.0907 0.1898 0.080 Uiso 1 1 calc R . . H21B H 0.9102 0.0095 0.1393 0.080 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 0.0323(2) 0.0307(2) 0.0260(2) 0.00778(16) 0.00934(16) 0.00314(15) Hg2 0.0331(2) 0.0402(2) 0.0464(3) 0.0065(2) 0.00786(19) 0.00938(17) Br1 0.0572(7) 0.0593(8) 0.0398(7) 0.0182(6) 0.0281(6) 0.0217(6) Br2 0.0355(5) 0.0319(5) 0.0361(6) 0.0035(5) 0.0083(4) 0.0054(4) Br3 0.0300(5) 0.0282(5) 0.0374(6) 0.0043(4) 0.0043(4) 0.0038(4) Br4 0.0331(5) 0.0273(5) 0.0346(6) 0.0121(4) 0.0117(4) 0.0072(4) Cl1 0.060(2) 0.099(3) 0.044(2) -0.010(2) -0.0056(17) 0.020(2) Cl2 0.071(2) 0.087(3) 0.060(3) 0.000(2) 0.013(2) 0.022(2) S1 0.0395(13) 0.0372(14) 0.0223(13) 0.0089(11) 0.0035(11) 0.0148(11) S2 0.0252(10) 0.0221(11) 0.0228(12) 0.0031(10) 0.0021(9) 0.0016(8) O1 0.062(6) 0.063(6) 0.031(5) 0.015(5) -0.010(4) -0.016(5) O2 0.043(4) 0.037(4) 0.024(4) 0.012(3) -0.001(3) -0.008(3) N1 0.030(4) 0.021(4) 0.026(5) 0.001(3) 0.000(3) 0.004(3) C1 0.080(9) 0.036(6) 0.023(6) 0.001(5) 0.016(6) -0.010(6) C2 0.114(14) 0.054(9) 0.031(8) 0.007(7) 0.013(8) -0.002(9) C3 0.114(15) 0.037(8) 0.078(13) 0.016(8) 0.039(11) 0.006(9) C4 0.085(11) 0.095(13) 0.084(13) 0.062(12) 0.039(10) 0.049(11) C5 0.065(8) 0.057(8) 0.056(9) 0.033(8) 0.006(7) 0.018(7) C6 0.048(6) 0.038(6) 0.019(5) 0.010(5) 0.007(5) 0.011(5) C7 0.051(6) 0.031(5) 0.030(6) 0.008(5) 0.004(5) 0.008(5) C8 0.035(5) 0.045(6) 0.036(7) 0.010(5) 0.001(5) 0.006(5) C9 0.046(6) 0.030(5) 0.036(7) 0.000(5) -0.010(5) 0.002(5) C10 0.023(4) 0.027(5) 0.027(5) 0.002(4) 0.007(4) 0.005(4) C11 0.031(5) 0.022(4) 0.020(5) 0.010(4) 0.004(4) 0.002(4) C12 0.027(4) 0.022(4) 0.025(5) 0.006(4) 0.005(4) 0.003(4) C13 0.025(4) 0.019(4) 0.026(5) 0.003(4) -0.001(4) 0.004(3) C14 0.038(5) 0.034(5) 0.036(6) 0.008(5) 0.015(5) 0.009(4) C15 0.053(7) 0.051(7) 0.029(6) -0.010(6) -0.003(5) 0.015(6) C16 0.042(6) 0.029(5) 0.050(8) -0.011(6) -0.007(6) 0.008(5) C17 0.028(5) 0.025(5) 0.047(7) 0.004(5) -0.001(5) 0.000(4) C18 0.023(4) 0.026(5) 0.025(5) 0.007(4) -0.002(4) 0.006(4) C19 0.063(9) 0.061(9) 0.046(9) 0.034(8) -0.006(7) -0.018(7) C20 0.067(9) 0.057(9) 0.049(9) 0.013(7) 0.008(7) -0.011(7) C21 0.072(9) 0.085(11) 0.029(7) -0.017(7) 0.006(7) -0.010(8) _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 N1 2.417(8) . ? Hg1 Br1 2.4575(12) . ? Hg1 S2 2.500(3) . ? Hg1 S1 2.672(3) . ? Hg2 Br2 2.4986(12) . ? Hg2 Br3 2.5506(11) . ? Hg2 Br4 2.6642(12) 2_756 ? Hg2 Br4 2.8568(11) . ? Br4 Hg2 2.6642(12) 2_756 ? Cl1 C21 1.775(16) . ? Cl2 C21 1.719(16) . ? S1 C8 1.807(12) . ? S1 C7 1.850(11) . ? S2 C11 1.824(9) . ? S2 C12 1.855(10) . ? O1 C1 1.406(17) . ? O1 C20 1.438(16) . ? O2 C18 1.367(13) . ? O2 C19 1.432(13) . ? N1 C10 1.468(13) . ? N1 C9 1.473(13) . ? N1 H1 0.9300 . ? C1 C2 1.31(2) . ? C1 C6 1.396(17) . ? C2 C3 1.32(3) . ? C2 H2 0.9600 . ? C3 C4 1.42(3) . ? C3 H3 0.9600 . ? C4 C5 1.41(2) . ? C4 H4 0.9600 . ? C5 C6 1.374(16) . ? C5 H5 0.9600 . ? C6 C7 1.509(15) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C8 C9 1.519(15) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C10 C11 1.511(13) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C12 C13 1.505(13) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C13 C14 1.385(15) . ? C13 C18 1.404(13) . ? C14 C15 1.387(17) . ? C14 H14 0.9600 . ? C15 C16 1.366(18) . ? C15 H15 0.9600 . ? C16 C17 1.365(18) . ? C16 H16 0.9600 . ? C17 C18 1.395(14) . ? C17 H17 0.9600 . ? C19 C20 1.44(2) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? 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 Hg1 Br1 120.9(2) . . ? N1 Hg1 S2 82.6(2) . . ? Br1 Hg1 S2 139.10(6) . . ? N1 Hg1 S1 75.80(19) . . ? Br1 Hg1 S1 115.22(7) . . ? S2 Hg1 S1 102.32(8) . . ? Br2 Hg2 Br3 120.19(4) . . ? Br2 Hg2 Br4 122.91(4) . 2_756 ? Br3 Hg2 Br4 108.92(4) . 2_756 ? Br2 Hg2 Br4 105.91(3) . . ? Br3 Hg2 Br4 101.59(3) . . ? Br4 Hg2 Br4 89.91(3) 2_756 . ? Hg2 Br4 Hg2 90.09(3) 2_756 . ? C8 S1 C7 105.7(5) . . ? C8 S1 Hg1 98.8(4) . . ? C7 S1 Hg1 104.0(4) . . ? C11 S2 C12 100.7(4) . . ? C11 S2 Hg1 96.3(3) . . ? C12 S2 Hg1 105.5(3) . . ? C1 O1 C20 122.7(11) . . ? C18 O2 C19 115.8(9) . . ? C10 N1 C9 115.2(8) . . ? C10 N1 Hg1 106.3(6) . . ? C9 N1 Hg1 108.2(6) . . ? C10 N1 H1 109.0 . . ? C9 N1 H1 109.0 . . ? Hg1 N1 H1 109.0 . . ? C2 C1 C6 122.5(15) . . ? C2 C1 O1 124.2(14) . . ? C6 C1 O1 113.1(11) . . ? C1 C2 C3 119.8(17) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C2 C3 C4 122.5(15) . . ? C2 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? C5 C4 C3 116.7(14) . . ? C5 C4 H4 121.6 . . ? C3 C4 H4 121.6 . . ? C6 C5 C4 119.3(15) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C5 C6 C1 118.9(12) . . ? C5 C6 C7 122.3(11) . . ? C1 C6 C7 118.7(11) . . ? C6 C7 S1 108.0(8) . . ? C6 C7 H7A 110.1 . . ? S1 C7 H7A 110.1 . . ? C6 C7 H7B 110.1 . . ? S1 C7 H7B 110.1 . . ? H7A C7 H7B 108.4 . . ? C9 C8 S1 117.5(8) . . ? C9 C8 H8A 107.9 . . ? S1 C8 H8A 107.9 . . ? C9 C8 H8B 107.9 . . ? S1 C8 H8B 107.9 . . ? H8A C8 H8B 107.2 . . ? N1 C9 C8 112.7(9) . . ? N1 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? N1 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? N1 C10 C11 111.9(8) . . ? N1 C10 H10A 109.2 . . ? C11 C10 H10A 109.2 . . ? N1 C10 H10B 109.2 . . ? C11 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? C10 C11 S2 114.4(7) . . ? C10 C11 H11A 108.6 . . ? S2 C11 H11A 108.6 . . ? C10 C11 H11B 108.6 . . ? S2 C11 H11B 108.6 . . ? H11A C11 H11B 107.6 . . ? C13 C12 S2 108.6(6) . . ? C13 C12 H12A 110.0 . . ? S2 C12 H12A 110.0 . . ? C13 C12 H12B 110.0 . . ? S2 C12 H12B 110.0 . . ? H12A C12 H12B 108.4 . . ? C14 C13 C18 119.5(9) . . ? C14 C13 C12 120.2(9) . . ? C18 C13 C12 120.3(9) . . ? C13 C14 C15 120.3(11) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C16 C15 C14 119.4(11) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? C17 C16 C15 122.0(11) . . ? C17 C16 H16 119.0 . . ? C15 C16 H16 119.0 . . ? C16 C17 C18 119.4(10) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? O2 C18 C17 125.8(9) . . ? O2 C18 C13 114.8(8) . . ? C17 C18 C13 119.4(10) . . ? O2 C19 C20 111.2(12) . . ? O2 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 . . ? O2 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C19 C20 O1 115.3(12) . . ? C19 C20 H20A 108.5 . . ? O1 C20 H20A 108.5 . . ? C19 C20 H20B 108.5 . . ? O1 C20 H20B 108.5 . . ? H20A C20 H20B 107.5 . . ? Cl2 C21 Cl1 112.9(7) . . ? Cl2 C21 H21A 109.0 . . ? Cl1 C21 H21A 109.0 . . ? Cl2 C21 H21B 109.0 . . ? Cl1 C21 H21B 109.0 . . ? H21A C21 H21B 107.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C20 C19 O2 46.3(18) . . . . ? S1 C8 C9 N1 44.0(14) . . . . ? S2 C11 C10 N1 63.7(10) . . . . ? _diffrn_measured_fraction_theta_max 0.895 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.895 _refine_diff_density_max 2.473 _refine_diff_density_min -3.633 _refine_diff_density_rms 0.373 data_L2 _database_code_depnum_ccdc_archive 'CCDC 253409' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H58 Br2 N2 O4 S4' _chemical_formula_weight 1015.02 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' Br Br -0.2901 2.4595 '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 11.0233(12) _cell_length_b 14.0524(16) _cell_length_c 15.3847(18) _cell_angle_alpha 90.00 _cell_angle_beta 99.403(3) _cell_angle_gamma 90.00 _cell_volume 2351.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5663 _cell_measurement_theta_min 1.97 _cell_measurement_theta_max 28.35 _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.434 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1052 _exptl_absorpt_coefficient_mu 1.947 _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 298(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 15059 _diffrn_reflns_av_R_equivalents 0.2227 _diffrn_reflns_av_sigmaI/netI 0.3209 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 28.35 _reflns_number_total 5663 _reflns_number_gt 1520 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0722P)^2^+0.3895P] 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 5663 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.3069 _refine_ls_R_factor_gt 0.0769 _refine_ls_wR_factor_ref 0.2254 _refine_ls_wR_factor_gt 0.1447 _refine_ls_goodness_of_fit_ref 0.906 _refine_ls_restrained_S_all 0.906 _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 Br Br -0.05673(9) 0.56032(8) 0.32653(7) 0.0813(4) Uani 1 1 d . . . S1 S 0.0020(2) 0.69767(18) 0.56029(17) 0.0719(8) Uani 1 1 d . . . S2 S 0.2554(2) 0.79046(18) 0.23567(16) 0.0713(8) Uani 1 1 d . . . O1 O 0.2185(6) 0.9109(4) 0.5691(4) 0.0756(19) Uani 1 1 d . . . O2 O 0.4100(5) 0.8823(4) 0.4715(4) 0.0676(17) Uani 1 1 d . . . N1 N 0.2018(5) 0.6266(5) 0.4456(5) 0.0559(19) Uani 1 1 d . . . H1 H 0.1183 0.6292 0.4331 0.067 Uiso 1 1 calc R . . C1 C 0.1188(11) 0.9443(7) 0.6032(6) 0.071(3) Uani 1 1 d . . . C2 C 0.1244(12) 1.0224(8) 0.6606(7) 0.091(3) Uani 1 1 d . . . H2 H 0.1984 1.0584 0.6781 0.109 Uiso 1 1 calc R . . C3 C 0.0069(17) 1.0452(9) 0.6923(8) 0.121(6) Uani 1 1 d . . . H3 H 0.0054 1.0982 0.7316 0.145 Uiso 1 1 calc R . . C4 C -0.0937(13) 0.9965(13) 0.6693(11) 0.124(6) Uani 1 1 d . . . H4 H -0.1663 1.0135 0.6928 0.149 Uiso 1 1 calc R . . C5 C -0.0974(11) 0.9259(9) 0.6154(8) 0.098(4) Uani 1 1 d . . . H5 H -0.1736 0.8926 0.5984 0.117 Uiso 1 1 calc R . . C6 C 0.0052(10) 0.8968(8) 0.5816(6) 0.070(3) Uani 1 1 d . . . C7 C -0.0077(8) 0.8220(7) 0.5159(7) 0.078(3) Uani 1 1 d . . . H7A H 0.0552 0.8301 0.4801 0.094 Uiso 1 1 calc R . . H7B H -0.0856 0.8296 0.4783 0.094 Uiso 1 1 calc R . . C8 C 0.1649(7) 0.6833(6) 0.5948(6) 0.066(3) Uani 1 1 d . . . H8A H 0.1926 0.7297 0.6394 0.080 Uiso 1 1 calc R . . H8B H 0.1798 0.6215 0.6209 0.080 Uiso 1 1 calc R . . C9 C 0.2403(7) 0.6934(6) 0.5210(6) 0.056(2) Uani 1 1 d . . . H9A H 0.2333 0.7576 0.4994 0.067 Uiso 1 1 calc R . . H9B H 0.3253 0.6822 0.5445 0.067 Uiso 1 1 calc R . . C10 C 0.2495(7) 0.6605(6) 0.3639(5) 0.059(2) Uani 1 1 d . . . H10A H 0.3368 0.6695 0.3779 0.071 Uiso 1 1 calc R . . H10B H 0.2342 0.6121 0.3193 0.071 Uiso 1 1 calc R . . C11 C 0.1911(8) 0.7515(6) 0.3277(6) 0.070(3) Uani 1 1 d . . . H11A H 0.2031 0.7995 0.3727 0.084 Uiso 1 1 calc R . . H11B H 0.1043 0.7420 0.3105 0.084 Uiso 1 1 calc R . . C12 C 0.3813(8) 0.8649(6) 0.2913(6) 0.071(3) Uani 1 1 d . . . H12A H 0.4176 0.8974 0.2470 0.085 Uiso 1 1 calc R . . H12B H 0.3468 0.9125 0.3248 0.085 Uiso 1 1 calc R . . C13 C 0.4795(8) 0.8157(6) 0.3503(7) 0.058(2) Uani 1 1 d . . . C14 C 0.5607(10) 0.7602(8) 0.3176(8) 0.088(3) Uani 1 1 d . . . H14 H 0.5534 0.7509 0.2551 0.105 Uiso 1 1 calc R . . C15 C 0.6583(10) 0.7149(7) 0.3763(12) 0.109(5) Uani 1 1 d . . . H15 H 0.7186 0.6761 0.3547 0.130 Uiso 1 1 calc R . . C16 C 0.6615(12) 0.7298(10) 0.4659(10) 0.108(5) Uani 1 1 d . . . H16 H 0.7240 0.6992 0.5072 0.129 Uiso 1 1 calc R . . C17 C 0.5816(11) 0.7843(8) 0.4953(9) 0.087(4) Uani 1 1 d . . . H17 H 0.5870 0.7939 0.5576 0.105 Uiso 1 1 calc R . . C18 C 0.4916(9) 0.8275(7) 0.4396(7) 0.066(3) Uani 1 1 d . . . C19 C 0.4314(9) 0.9008(7) 0.5624(7) 0.080(3) Uani 1 1 d . . . H19A H 0.5095 0.9317 0.5787 0.096 Uiso 1 1 calc R . . H19B H 0.4327 0.8423 0.5946 0.096 Uiso 1 1 calc R . . C20 C 0.3325(9) 0.9626(7) 0.5833(6) 0.079(3) Uani 1 1 d . . . H20A H 0.3509 0.9829 0.6436 0.095 Uiso 1 1 calc R . . H20B H 0.3257 1.0181 0.5464 0.095 Uiso 1 1 calc R . . C21 C 0.2358(7) 0.5226(6) 0.4664(6) 0.065(3) Uani 1 1 d . . . H21A H 0.2011 0.5027 0.5167 0.079 Uiso 1 1 calc R . . H21B H 0.2014 0.4835 0.4173 0.079 Uiso 1 1 calc R . . C22 C 0.3738(7) 0.5088(6) 0.4850(6) 0.052(2) Uani 1 1 d . . . C23 C 0.4353(9) 0.4913(6) 0.4154(6) 0.064(3) Uani 1 1 d . . . H23 H 0.3911 0.4848 0.3565 0.077 Uiso 1 1 calc R . . C24 C 0.4400(9) 0.5168(6) 0.5679(6) 0.064(3) Uani 1 1 d . . . H24 H 0.3969 0.5285 0.6163 0.076 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 Br 0.0588(6) 0.1021(9) 0.0807(8) -0.0167(7) 0.0041(5) 0.0015(6) S1 0.0591(15) 0.0834(19) 0.0773(18) -0.0034(15) 0.0241(14) -0.0057(13) S2 0.0764(18) 0.090(2) 0.0480(15) 0.0078(14) 0.0123(13) 0.0103(15) O1 0.082(5) 0.080(5) 0.071(4) -0.009(4) 0.031(4) -0.005(4) O2 0.065(4) 0.090(5) 0.051(4) 0.000(4) 0.017(3) -0.002(4) N1 0.036(4) 0.055(5) 0.075(5) -0.001(4) 0.003(4) 0.000(3) C1 0.113(9) 0.049(6) 0.052(6) -0.004(6) 0.019(6) -0.003(7) C2 0.140(11) 0.064(7) 0.064(7) 0.010(6) 0.001(7) -0.001(7) C3 0.221(16) 0.097(11) 0.059(8) 0.023(8) 0.061(11) 0.103(12) C4 0.104(12) 0.139(15) 0.126(14) 0.018(11) 0.015(11) 0.010(11) C5 0.106(10) 0.105(11) 0.090(9) 0.005(8) 0.041(8) 0.034(8) C6 0.083(8) 0.074(7) 0.057(7) 0.014(6) 0.024(6) 0.006(6) C7 0.064(6) 0.096(8) 0.074(7) 0.018(7) 0.012(6) 0.009(6) C8 0.072(6) 0.060(6) 0.065(6) -0.006(5) 0.004(5) 0.006(5) C9 0.039(5) 0.066(6) 0.062(6) -0.013(5) 0.007(5) 0.002(4) C10 0.058(6) 0.071(6) 0.051(6) 0.011(5) 0.019(5) 0.003(5) C11 0.062(6) 0.063(6) 0.084(7) 0.009(6) 0.011(6) 0.005(5) C12 0.076(7) 0.078(7) 0.068(7) 0.025(6) 0.036(6) 0.012(6) C13 0.045(6) 0.070(7) 0.064(7) 0.009(6) 0.025(5) 0.013(5) C14 0.070(7) 0.102(9) 0.095(9) 0.022(7) 0.028(7) 0.001(7) C15 0.046(7) 0.066(8) 0.224(17) 0.028(10) 0.053(9) 0.016(6) C16 0.097(11) 0.119(12) 0.096(11) 0.061(10) -0.023(9) -0.036(9) C17 0.071(8) 0.079(8) 0.122(11) -0.009(8) 0.046(9) -0.009(6) C18 0.044(6) 0.075(7) 0.074(8) 0.014(7) 0.002(6) -0.004(5) C19 0.065(7) 0.101(8) 0.076(8) -0.005(7) 0.015(6) -0.013(6) C20 0.090(8) 0.095(8) 0.049(6) -0.003(6) 0.003(6) -0.052(7) C21 0.057(6) 0.075(7) 0.064(6) -0.007(5) 0.008(5) -0.003(5) C22 0.037(5) 0.057(6) 0.060(6) 0.000(5) 0.000(5) 0.003(4) C23 0.059(7) 0.084(7) 0.049(6) -0.003(5) 0.005(5) 0.014(5) C24 0.061(7) 0.077(7) 0.052(6) -0.002(5) 0.007(5) 0.020(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C8 1.798(8) . ? S1 C7 1.872(9) . ? S2 C11 1.771(9) . ? S2 C12 1.834(9) . ? O1 C1 1.375(11) . ? O1 C20 1.437(9) . ? O2 C18 1.337(11) . ? O2 C19 1.404(10) . ? N1 C9 1.499(9) . ? N1 C10 1.516(9) . ? N1 C21 1.529(10) . ? C1 C2 1.403(12) . ? C1 C6 1.410(12) . ? C2 C3 1.493(16) . ? C3 C4 1.302(17) . ? C4 C5 1.289(16) . ? C5 C6 1.382(13) . ? C6 C7 1.449(12) . ? C8 C9 1.519(11) . ? C10 C11 1.497(11) . ? C12 C13 1.468(11) . ? C13 C14 1.346(12) . ? C13 C18 1.367(12) . ? C14 C15 1.436(15) . ? C15 C16 1.390(17) . ? C16 C17 1.302(16) . ? C17 C18 1.345(14) . ? C19 C20 1.470(12) . ? C21 C22 1.514(10) . ? C22 C24 1.368(11) . ? C22 C23 1.379(11) . ? C23 C24 1.361(11) 3_666 ? C24 C23 1.361(11) 3_666 ? 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 C8 S1 C7 102.0(4) . . ? C11 S2 C12 100.0(4) . . ? C1 O1 C20 120.2(8) . . ? C18 O2 C19 117.3(8) . . ? C9 N1 C10 110.6(6) . . ? C9 N1 C21 114.1(6) . . ? C10 N1 C21 111.5(6) . . ? O1 C1 C2 123.5(11) . . ? O1 C1 C6 118.9(9) . . ? C2 C1 C6 117.7(10) . . ? C1 C2 C3 115.0(11) . . ? C4 C3 C2 123.0(14) . . ? C5 C4 C3 121.0(17) . . ? C4 C5 C6 121.9(15) . . ? C5 C6 C1 121.4(11) . . ? C5 C6 C7 118.9(11) . . ? C1 C6 C7 119.4(9) . . ? C6 C7 S1 115.5(7) . . ? C9 C8 S1 114.3(6) . . ? N1 C9 C8 113.5(7) . . ? C11 C10 N1 113.0(7) . . ? C10 C11 S2 111.0(6) . . ? C13 C12 S2 116.5(6) . . ? C14 C13 C18 119.0(10) . . ? C14 C13 C12 120.7(9) . . ? C18 C13 C12 120.4(9) . . ? C13 C14 C15 119.8(11) . . ? C16 C15 C14 116.9(11) . . ? C17 C16 C15 121.6(13) . . ? C16 C17 C18 121.0(13) . . ? O2 C18 C17 119.7(10) . . ? O2 C18 C13 118.5(10) . . ? C17 C18 C13 121.7(11) . . ? O2 C19 C20 108.5(8) . . ? O1 C20 C19 109.3(8) . . ? C22 C21 N1 111.5(6) . . ? C24 C22 C23 118.9(7) . . ? C24 C22 C21 122.2(9) . . ? C23 C22 C21 118.9(8) . . ? C24 C23 C22 118.6(8) 3_666 . ? C23 C24 C22 122.6(8) 3_666 . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.536 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.079