# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Xiangjun Zheng' _publ_contact_author_email xjzheng@bnu.edu.cn _publ_section_title ; Self-assembly, crystal structures, and properties of meta= l-2-sulfoterephthalate frameworks based on [M4(=CE=BC3-OH)2]6+ clusters (M = == Co, Mn, Zn and Cd) ; _publ_author_name 'Xiangjun Zheng' #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 796845' #TrackingRef '- data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H33 N4 O20.50 S2 Zn4' _chemical_formula_weight 1175.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.2433(2) _cell_length_b 17.2891(2) _cell_length_c 17.5885(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.6160(10) _cell_angle_gamma 90.00 _cell_volume 4329.51(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6064 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 27.51 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2372 _exptl_absorpt_coefficient_mu 2.373 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4906 _exptl_absorpt_correction_T_max 0.5998 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 23152 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0472 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 27.69 _reflns_number_total 10046 _reflns_number_gt 7656 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0466P)^2^+0.2649P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10046 _refine_ls_number_parameters 651 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.0548 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0921 _refine_ls_wR_factor_gt 0.0852 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.012 _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 C1 C 0.6868(2) 0.15175(17) -0.11595(16) 0.0252(6) Uani 1 1 d . . . C2 C 0.7094(2) 0.21284(17) -0.05817(16) 0.0263(6) Uani 1 1 d . . . C3 C 0.6368(2) 0.25633(17) -0.02921(16) 0.0266(6) Uani 1 1 d . . . H3 H 0.5754 0.2474 -0.0464 0.032 Uiso 1 1 calc R . . C4 C 0.6546(2) 0.31315(17) 0.02529(16) 0.0252(6) Uani 1 1 d . A . C5 C 0.7462(2) 0.32708(18) 0.05097(16) 0.0269(6) Uani 1 1 d . . . C6 C 0.7707(2) 0.3887(2) 0.10997(18) 0.0310(7) Uani 1 1 d . . . C7 C 0.8182(2) 0.2835(2) 0.0216(2) 0.0441(9) Uani 1 1 d . . . H7 H 0.8797 0.2925 0.0385 0.053 Uiso 1 1 calc R . . C8 C 0.8004(2) 0.2272(2) -0.03231(19) 0.0424(9) Uani 1 1 d . . . H8 H 0.8498 0.1987 -0.0514 0.051 Uiso 1 1 calc R . . C9 C 0.7417(2) 0.76454(16) 0.65926(15) 0.0244(6) Uani 1 1 d . . . C10 C 0.7139(2) 0.71702(16) 0.59160(15) 0.0225(6) Uani 1 1 d . . . C11 C 0.7826(2) 0.69257(17) 0.54161(15) 0.0245(6) Uani 1 1 d . . . H11 H 0.8455 0.7041 0.5516 0.029 Uiso 1 1 calc R . . C12 C 0.7562(2) 0.65130(18) 0.47751(15) 0.0247(6) Uani 1 1 d . . . C13 C 0.6629(2) 0.63239(17) 0.46235(15) 0.0226(6) Uani 1 1 d . . . C14 C 0.6293(2) 0.59055(17) 0.39159(16) 0.0251(6) Uani 1 1 d . . . C15 C 0.5956(2) 0.65533(18) 0.51372(16) 0.0276(6) Uani 1 1 d . . . H15 H 0.5330 0.6415 0.5054 0.033 Uiso 1 1 calc R . . C16 C 0.6213(2) 0.69836(17) 0.57681(15) 0.0252(6) Uani 1 1 d . . . H16 H 0.5755 0.7150 0.6098 0.030 Uiso 1 1 calc R . . C17 C 0.4352(2) 0.57742(19) 0.16424(17) 0.0289(7) Uani 1 1 d . . . H17 H 0.4597 0.5400 0.1324 0.035 Uiso 1 1 calc R . . C18 C 0.3390(2) 0.58585(19) 0.16570(17) 0.0297(7) Uani 1 1 d . . . H18 H 0.3001 0.5546 0.1355 0.036 Uiso 1 1 calc R . . C19 C 0.3007(2) 0.64153(19) 0.21265(17) 0.0291(7) Uani 1 1 d . . . C20 C 0.3631(2) 0.6887(2) 0.25375(19) 0.0350(7) Uani 1 1 d . . . H20 H 0.3406 0.7282 0.2841 0.042 Uiso 1 1 calc R . . C21 C 0.4579(2) 0.67635(19) 0.24922(18) 0.0336(7) Uani 1 1 d . . . H21 H 0.4985 0.7083 0.2771 0.040 Uiso 1 1 calc R . . C22 C 0.1975(2) 0.64696(19) 0.22007(17) 0.0295(7) Uani 1 1 d . . . C23 C 0.1360(2) 0.6273(2) 0.16166(18) 0.0443(9) Uani 1 1 d . . . H23 H 0.1588 0.6131 0.1147 0.053 Uiso 1 1 calc R . . C24 C 0.0409(2) 0.6287(2) 0.17248(19) 0.0450(9) Uani 1 1 d . . . H24 H 0.0009 0.6164 0.1316 0.054 Uiso 1 1 calc R . . C25 C 0.0621(2) 0.6663(2) 0.2956(2) 0.0436(9) Uani 1 1 d . . . H25 H 0.0372 0.6794 0.3422 0.052 Uiso 1 1 calc R . . C26 C 0.1581(2) 0.6679(2) 0.2886(2) 0.0456(10) Uani 1 1 d . . . H26 H 0.1965 0.6830 0.3296 0.055 Uiso 1 1 calc R . . C27 C 0.3740(2) 0.40791(19) 0.25587(17) 0.0305(7) Uani 1 1 d . . . H27 H 0.4108 0.3811 0.2219 0.037 Uiso 1 1 calc R . . C28 C 0.2779(2) 0.4028(2) 0.24840(17) 0.0322(7) Uani 1 1 d . . . H28 H 0.2507 0.3735 0.2093 0.039 Uiso 1 1 calc R . . C29 C 0.2212(2) 0.44148(19) 0.29924(17) 0.0294(7) Uani 1 1 d . . . C30 C 0.2661(2) 0.4848(2) 0.35640(18) 0.0330(7) Uani 1 1 d . . . H30 H 0.2309 0.5117 0.3915 0.040 Uiso 1 1 calc R . . C31 C 0.3619(2) 0.48770(19) 0.36072(18) 0.0321(7) Uani 1 1 d . . . H31 H 0.3909 0.5163 0.3995 0.039 Uiso 1 1 calc R . . C32 C 0.1181(2) 0.43708(19) 0.29163(17) 0.0292(7) Uani 1 1 d . . . C33 C 0.0732(2) 0.4350(2) 0.22067(18) 0.0410(9) Uani 1 1 d . . . H33 H 0.1080 0.4344 0.1768 0.049 Uiso 1 1 calc R . . C34 C -0.0229(2) 0.4338(2) 0.21575(19) 0.0405(9) Uani 1 1 d . . . H34 H -0.0519 0.4327 0.1677 0.049 Uiso 1 1 calc R . . C35 C -0.0342(2) 0.43391(19) 0.34506(17) 0.0315(7) Uani 1 1 d . . . H35 H -0.0707 0.4324 0.3881 0.038 Uiso 1 1 calc R . . C36 C 0.0620(2) 0.4357(2) 0.35473(18) 0.0340(8) Uani 1 1 d . . . H36 H 0.0893 0.4360 0.4034 0.041 Uiso 1 1 calc R . . N1 N 0.41619(16) 0.45048(15) 0.31070(14) 0.0271(6) Uani 1 1 d . . . N2 N -0.07743(16) 0.43422(15) 0.27697(14) 0.0280(6) Uani 1 1 d . . . N3 N 0.00306(17) 0.64679(15) 0.23841(14) 0.0296(6) Uani 1 1 d . . . N4 N 0.49510(16) 0.62034(15) 0.20641(13) 0.0263(5) Uani 1 1 d . . . O1 O 0.75267(14) 0.11649(13) -0.14546(11) 0.0327(5) Uani 1 1 d . . . O2 O 0.60010(15) 0.14028(13) -0.13043(13) 0.0365(5) Uani 1 1 d . . . O3 O 0.47788(16) 0.34439(15) 0.01218(14) 0.0462(6) Uani 1 1 d . A . O4A O 0.5567(5) 0.3729(5) 0.1303(4) 0.0308(19) Uani 0.445(13) 1 d P A 1 O5A O 0.5812(4) 0.4351(5) 0.0831(8) 0.063(4) Uani 0.445(13) 1 d P A 1 O4B O 0.5392(7) 0.3260(10) 0.1384(4) 0.097(4) Uani 0.555(13) 1 d P A 2 O5B O 0.5826(4) 0.4498(3) 0.0233(5) 0.051(2) Uani 0.555(13) 1 d P A 2 O6 O 0.76451(15) 0.36731(13) 0.17793(12) 0.0348(5) Uani 1 1 d . . . O7 O 0.79680(19) 0.45285(14) 0.08833(13) 0.0462(6) Uani 1 1 d . . . O8 O 0.62963(13) 0.47688(12) 0.23669(10) 0.0215(4) Uani 1 1 d D . . H8A H 0.616(2) 0.4482(16) 0.1953(13) 0.032 Uiso 1 1 d D . . O9 O 0.64510(15) 0.58158(13) 0.09201(11) 0.0308(5) Uani 1 1 d . . . H9A H 0.6317 0.5370 0.0799 0.046 Uiso 1 1 calc R . . H9B H 0.6034 0.6080 0.0720 0.046 Uiso 1 1 d R . . O10 O 0.78933(13) 0.55767(11) 0.21580(11) 0.0217(4) Uani 1 1 d . . . H10A H 0.799(2) 0.5476(19) 0.1739(19) 0.032 Uiso 1 1 d . . . O11 O 0.67782(15) 0.79241(12) 0.69862(11) 0.0289(5) Uani 1 1 d . . . O12 O 0.82840(15) 0.77275(13) 0.67372(12) 0.0360(5) Uani 1 1 d . . . O13 O 0.8193(2) 0.54511(15) 0.38794(14) 0.0554(8) Uani 1 1 d . . . O14 O 0.84888(15) 0.67881(14) 0.35531(12) 0.0378(5) Uani 1 1 d . . . O15 O 0.93241(18) 0.6212(2) 0.46201(13) 0.0737(10) Uani 1 1 d . . . O16 O 0.57919(16) 0.53160(14) 0.40267(12) 0.0392(6) Uani 1 1 d . . . O17 O 0.64900(16) 0.61857(13) 0.32975(11) 0.0356(5) Uani 1 1 d . . . O18 O 0.1997(4) 0.0417(4) 0.5503(3) 0.150(2) Uani 1 1 d DU . . H18B H 0.205(6) 0.0979(19) 0.535(5) 0.224 Uiso 1 1 d D . . H18A H 0.136(3) 0.032(5) 0.526(5) 0.224 Uiso 1 1 d D . . O19 O 1.0027(12) 0.5545(13) 0.0007(9) 0.278(14) Uani 0.50 1 d P . . O20 O 0.0517(11) 0.3366(11) 1.0360(11) 0.253(9) Uani 0.50 1 d P . . O21 O 0.6893(4) 0.8191(3) 0.4036(4) 0.166(3) Uani 1 1 d DU . . H21A H 0.660(6) 0.775(4) 0.381(6) 0.250 Uiso 1 1 d D . . H21B H 0.754(2) 0.805(5) 0.413(5) 0.250 Uiso 1 1 d D . . O22 O 0.1268(11) 0.5653(9) 0.4734(7) 0.219(6) Uani 0.50 1 d P . . S5 S 0.84723(6) 0.61981(6) 0.41708(4) 0.0383(2) Uani 1 1 d . . . S6 S 0.55742(6) 0.36677(6) 0.05779(6) 0.0491(3) Uani 1 1 d . . . Zn1 Zn 0.55615(2) 0.455132(19) 0.323562(18) 0.02230(8) Uani 1 1 d . . . Zn2 Zn 0.64095(2) 0.593186(19) 0.212148(17) 0.02080(8) Uani 1 1 d . . . Zn3 Zn 0.86096(2) 0.64771(2) 0.249110(18) 0.02280(9) Uani 1 1 d . . . Zn4 Zn 0.77605(2) 0.44754(2) 0.260813(18) 0.02212(8) 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 C1 0.0205(15) 0.0246(15) 0.0304(15) -0.0035(12) 0.0012(12) 0.0002(12) C2 0.0223(15) 0.0276(16) 0.0290(15) -0.0066(12) 0.0008(12) -0.0021(13) C3 0.0194(14) 0.0284(16) 0.0320(15) -0.0062(12) -0.0012(12) -0.0015(13) C4 0.0233(15) 0.0247(15) 0.0275(14) -0.0040(12) -0.0009(12) 0.0012(13) C5 0.0226(15) 0.0290(17) 0.0290(15) -0.0069(12) -0.0015(12) -0.0006(13) C6 0.0172(14) 0.041(2) 0.0342(17) -0.0135(14) -0.0082(12) 0.0067(14) C7 0.0190(16) 0.055(2) 0.058(2) -0.0290(18) -0.0046(15) 0.0011(16) C8 0.0236(17) 0.053(2) 0.050(2) -0.0261(17) 0.0030(15) 0.0037(16) C9 0.0265(15) 0.0206(15) 0.0259(14) -0.0005(11) -0.0021(12) 0.0007(13) C10 0.0233(15) 0.0235(15) 0.0207(13) -0.0011(11) 0.0006(11) 0.0053(12) C11 0.0178(14) 0.0319(17) 0.0236(14) -0.0001(12) -0.0011(11) 0.0026(13) C12 0.0195(14) 0.0324(17) 0.0223(13) -0.0018(12) 0.0035(11) 0.0058(13) C13 0.0221(15) 0.0265(16) 0.0191(13) -0.0003(11) 0.0003(11) -0.0005(12) C14 0.0205(14) 0.0293(16) 0.0256(15) -0.0045(12) 0.0010(11) 0.0022(13) C15 0.0178(14) 0.0358(17) 0.0291(15) -0.0018(13) 0.0007(12) -0.0019(13) C16 0.0225(15) 0.0301(16) 0.0233(14) -0.0023(12) 0.0049(11) 0.0031(13) C17 0.0196(15) 0.0333(18) 0.0341(16) -0.0025(13) 0.0019(12) 0.0015(13) C18 0.0198(15) 0.0352(18) 0.0340(16) 0.0001(13) 0.0005(12) -0.0023(14) C19 0.0167(14) 0.0362(18) 0.0346(16) 0.0061(13) 0.0030(12) 0.0016(13) C20 0.0230(16) 0.0347(19) 0.0475(19) -0.0082(15) 0.0048(14) 0.0009(14) C21 0.0230(16) 0.0336(18) 0.0440(18) -0.0084(14) -0.0002(14) -0.0023(14) C22 0.0178(15) 0.0356(18) 0.0352(16) 0.0022(13) 0.0045(12) 0.0023(13) C23 0.0219(17) 0.080(3) 0.0306(17) -0.0041(17) 0.0037(13) 0.0017(18) C24 0.0205(16) 0.080(3) 0.0347(18) -0.0041(18) -0.0023(14) 0.0006(18) C25 0.0188(16) 0.071(3) 0.0414(19) -0.0148(18) 0.0053(14) -0.0002(17) C26 0.0165(16) 0.074(3) 0.046(2) -0.0182(19) -0.0024(14) -0.0024(17) C27 0.0214(15) 0.0402(19) 0.0300(15) 0.0007(13) 0.0015(12) 0.0000(14) C28 0.0190(15) 0.043(2) 0.0347(16) 0.0004(14) -0.0002(13) -0.0038(14) C29 0.0148(14) 0.0365(18) 0.0370(16) 0.0083(13) 0.0008(12) -0.0006(13) C30 0.0168(15) 0.0384(19) 0.0440(18) -0.0009(15) 0.0064(13) 0.0028(14) C31 0.0212(15) 0.0336(18) 0.0417(17) -0.0043(14) 0.0031(13) -0.0011(14) C32 0.0154(14) 0.0363(18) 0.0359(16) 0.0072(13) 0.0000(12) 0.0024(13) C33 0.0171(16) 0.074(3) 0.0327(17) 0.0056(17) 0.0045(13) 0.0025(16) C34 0.0192(16) 0.067(3) 0.0346(17) 0.0022(16) -0.0010(13) 0.0010(16) C35 0.0200(15) 0.044(2) 0.0304(16) 0.0080(14) -0.0006(12) 0.0023(14) C36 0.0191(15) 0.051(2) 0.0322(16) 0.0076(15) -0.0016(12) 0.0040(15) N1 0.0141(12) 0.0321(15) 0.0352(14) 0.0069(11) 0.0025(10) -0.0019(11) N2 0.0145(12) 0.0361(15) 0.0332(13) 0.0041(11) 0.0001(10) 0.0009(11) N3 0.0143(12) 0.0406(16) 0.0339(14) 0.0011(11) 0.0021(10) 0.0002(11) N4 0.0169(12) 0.0285(14) 0.0333(13) 0.0000(11) 0.0011(10) -0.0008(11) O1 0.0233(11) 0.0426(13) 0.0323(11) -0.0153(10) -0.0004(9) 0.0036(10) O2 0.0213(11) 0.0365(13) 0.0516(13) -0.0214(10) -0.0001(10) 0.0020(10) O3 0.0268(12) 0.0579(17) 0.0529(15) -0.0230(12) -0.0150(11) 0.0124(12) O4A 0.024(3) 0.039(4) 0.029(4) -0.014(3) -0.006(2) 0.000(3) O5A 0.035(4) 0.039(4) 0.115(11) -0.045(5) -0.010(4) 0.008(3) O4B 0.074(5) 0.175(12) 0.044(3) 0.036(5) 0.029(3) 0.065(7) O5B 0.058(3) 0.024(2) 0.070(6) -0.012(3) -0.018(3) 0.009(2) O6 0.0293(12) 0.0428(14) 0.0321(12) -0.0080(10) -0.0030(9) 0.0027(11) O7 0.0622(18) 0.0349(14) 0.0409(13) -0.0090(11) -0.0095(12) -0.0083(13) O8 0.0175(10) 0.0252(11) 0.0217(9) -0.0024(8) 0.0014(8) -0.0021(8) O9 0.0337(12) 0.0297(12) 0.0286(11) -0.0012(9) -0.0042(9) 0.0052(10) O10 0.0188(10) 0.0255(11) 0.0207(9) -0.0017(8) 0.0022(8) -0.0013(8) O11 0.0320(12) 0.0241(11) 0.0310(11) -0.0054(9) 0.0093(9) 0.0023(9) O12 0.0278(12) 0.0420(14) 0.0377(12) -0.0175(10) -0.0055(9) 0.0008(10) O13 0.082(2) 0.0424(15) 0.0431(14) -0.0052(11) 0.0198(14) 0.0278(15) O14 0.0289(12) 0.0550(16) 0.0300(11) -0.0020(10) 0.0065(9) -0.0052(11) O15 0.0312(15) 0.159(3) 0.0308(13) -0.0012(16) 0.0017(11) 0.0357(18) O16 0.0429(14) 0.0451(14) 0.0303(11) -0.0084(10) 0.0097(10) -0.0183(12) O17 0.0478(14) 0.0383(13) 0.0205(10) -0.0004(9) -0.0018(10) -0.0065(11) O18 0.173(5) 0.200(6) 0.077(3) 0.015(3) 0.038(3) 0.049(4) O19 0.158(12) 0.52(4) 0.156(11) -0.16(2) 0.030(9) -0.10(2) O20 0.160(14) 0.29(2) 0.31(2) -0.143(17) 0.021(13) -0.046(13) O21 0.139(4) 0.188(5) 0.177(5) 0.126(5) 0.087(4) 0.074(4) O22 0.265(18) 0.256(17) 0.137(10) -0.034(10) 0.051(10) -0.001(13) S5 0.0283(4) 0.0640(6) 0.0228(4) 0.0002(4) 0.0055(3) 0.0173(4) S6 0.0252(4) 0.0575(6) 0.0637(6) -0.0393(5) -0.0152(4) 0.0151(4) Zn1 0.01370(16) 0.02601(18) 0.02721(17) 0.00416(13) 0.00115(12) -0.00150(14) Zn2 0.01520(16) 0.02420(18) 0.02295(16) 0.00281(13) -0.00020(12) -0.00082(14) Zn3 0.01462(16) 0.02850(19) 0.02520(17) 0.00255(13) -0.00109(12) -0.00153(14) Zn4 0.01372(16) 0.02732(19) 0.02529(17) 0.00479(13) 0.00006(12) 0.00063(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 C1 O1 1.244(3) . ? C1 O2 1.270(3) . ? C1 C2 1.494(4) . ? C2 C8 1.384(4) . ? C2 C3 1.387(4) . ? C3 C4 1.391(4) . ? C3 H3 0.9300 . ? C4 C5 1.390(4) . ? C4 S6 1.774(3) . ? C5 C7 1.384(4) . ? C5 C6 1.521(4) . ? C6 O7 1.233(4) . ? C6 O6 1.257(4) . ? C7 C8 1.377(4) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 O11 1.255(3) . ? C9 O12 1.261(3) . ? C9 C10 1.490(4) . ? C10 C16 1.376(4) . ? C10 C11 1.399(4) . ? C11 C12 1.378(4) . ? C11 H11 0.9300 . ? C12 C13 1.387(4) . ? C12 S5 1.784(3) . ? C13 C15 1.393(4) . ? C13 C14 1.506(4) . ? C14 O17 1.230(3) . ? C14 O16 1.262(4) . ? C15 C16 1.377(4) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 N4 1.339(4) . ? C17 C18 1.378(4) . ? C17 H17 0.9300 . ? C18 C19 1.390(4) . ? C18 H18 0.9300 . ? C19 C20 1.393(4) . ? C19 C22 1.482(4) . ? C20 C21 1.373(4) . ? C20 H20 0.9300 . ? C21 N4 1.344(4) . ? C21 H21 0.9300 . ? C22 C23 1.374(4) . ? C22 C26 1.392(4) . ? C23 C24 1.373(4) . ? C23 H23 0.9300 . ? C24 N3 1.330(4) . ? C24 H24 0.9300 . ? C25 N3 1.336(4) . ? C25 C26 1.376(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 N1 1.342(4) . ? C27 C28 1.374(4) . ? C27 H27 0.9300 . ? C28 C29 1.392(4) . ? C28 H28 0.9300 . ? C29 C30 1.394(4) . ? C29 C32 1.473(4) . ? C30 C31 1.366(4) . ? C30 H30 0.9300 . ? C31 N1 1.350(4) . ? C31 H31 0.9300 . ? C32 C36 1.386(4) . ? C32 C33 1.387(4) . ? C33 C34 1.368(4) . ? C33 H33 0.9300 . ? C34 N2 1.345(4) . ? C34 H34 0.9300 . ? C35 N2 1.331(4) . ? C35 C36 1.376(4) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? N1 Zn1 2.002(2) . ? N2 Zn4 2.111(2) 1_455 ? N3 Zn3 2.038(2) 1_455 ? N4 Zn2 2.129(2) . ? O1 Zn4 2.021(2) 4_565 ? O2 Zn1 1.934(2) 4_565 ? O3 S6 1.423(2) . ? O4A S6 1.280(8) . ? O4A O5A 1.41(2) . ? O5A S6 1.304(6) . ? O4B S6 1.611(9) . ? O5B S6 1.603(6) . ? O6 Zn4 2.016(2) . ? O8 Zn1 1.9136(18) . ? O8 Zn2 2.064(2) . ? O8 Zn4 2.1764(19) . ? O8 H8A 0.897(17) . ? O9 Zn2 2.1250(19) . ? O9 H9A 0.8200 . ? O9 H9B 0.8212 . ? O10 Zn3 1.943(2) . ? O10 Zn4 2.073(2) . ? O10 Zn2 2.2000(19) . ? O10 H10A 0.77(3) . ? O11 Zn2 2.062(2) 4_576 ? O12 Zn3 1.957(2) 4_576 ? O13 S5 1.441(3) . ? O14 S5 1.491(2) . ? O14 Zn3 1.956(2) . ? O15 S5 1.429(3) . ? O16 Zn1 1.941(2) . ? O17 Zn2 2.1145(19) . ? O18 H18B 1.01(2) . ? O18 H18A 1.00(2) . ? O21 H21A 0.95(2) . ? O21 H21B 0.96(2) . ? Zn1 O2 1.934(2) 4_566 ? Zn2 O11 2.062(2) 4_575 ? Zn3 O12 1.957(2) 4_575 ? Zn3 N3 2.038(2) 1_655 ? Zn4 O1 2.021(2) 4_566 ? Zn4 N2 2.111(2) 1_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 125.5(3) . . ? O1 C1 C2 118.6(3) . . ? O2 C1 C2 115.9(2) . . ? C8 C2 C3 118.9(3) . . ? C8 C2 C1 122.2(3) . . ? C3 C2 C1 119.0(3) . . ? C2 C3 C4 120.8(3) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 119.9(3) . . ? C5 C4 S6 122.6(2) . . ? C3 C4 S6 117.5(2) . . ? C7 C5 C4 118.9(3) . . ? C7 C5 C6 118.6(3) . . ? C4 C5 C6 122.6(3) . . ? O7 C6 O6 126.0(3) . . ? O7 C6 C5 119.0(3) . . ? O6 C6 C5 115.0(3) . . ? C8 C7 C5 121.2(3) . . ? C8 C7 H7 119.4 . . ? C5 C7 H7 119.4 . . ? C7 C8 C2 120.4(3) . . ? C7 C8 H8 119.8 . . ? C2 C8 H8 119.8 . . ? O11 C9 O12 124.5(3) . . ? O11 C9 C10 118.1(3) . . ? O12 C9 C10 117.4(3) . . ? C16 C10 C11 119.6(3) . . ? C16 C10 C9 120.8(2) . . ? C11 C10 C9 119.6(3) . . ? C12 C11 C10 119.5(3) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C11 C12 C13 121.1(3) . . ? C11 C12 S5 117.4(2) . . ? C13 C12 S5 121.5(2) . . ? C12 C13 C15 118.8(3) . . ? C12 C13 C14 123.5(2) . . ? C15 C13 C14 117.7(3) . . ? O17 C14 O16 126.7(3) . . ? O17 C14 C13 117.8(3) . . ? O16 C14 C13 115.3(2) . . ? C16 C15 C13 120.3(3) . . ? C16 C15 H15 119.9 . . ? C13 C15 H15 119.9 . . ? C10 C16 C15 120.7(3) . . ? C10 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? N4 C17 C18 123.3(3) . . ? N4 C17 H17 118.3 . . ? C18 C17 H17 118.3 . . ? C17 C18 C19 119.4(3) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? C18 C19 C20 117.3(3) . . ? C18 C19 C22 120.2(3) . . ? C20 C19 C22 122.5(3) . . ? C21 C20 C19 119.6(3) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? N4 C21 C20 123.2(3) . . ? N4 C21 H21 118.4 . . ? C20 C21 H21 118.4 . . ? C23 C22 C26 116.6(3) . . ? C23 C22 C19 122.1(3) . . ? C26 C22 C19 121.2(3) . . ? C24 C23 C22 120.2(3) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? N3 C24 C23 123.4(3) . . ? N3 C24 H24 118.3 . . ? C23 C24 H24 118.3 . . ? N3 C25 C26 123.0(3) . . ? N3 C25 H25 118.5 . . ? C26 C25 H25 118.5 . . ? C25 C26 C22 119.8(3) . . ? C25 C26 H26 120.1 . . ? C22 C26 H26 120.1 . . ? N1 C27 C28 121.9(3) . . ? N1 C27 H27 119.0 . . ? C28 C27 H27 119.0 . . ? C27 C28 C29 120.1(3) . . ? C27 C28 H28 119.9 . . ? C29 C28 H28 119.9 . . ? C28 C29 C30 117.3(3) . . ? C28 C29 C32 120.8(3) . . ? C30 C29 C32 121.9(3) . . ? C31 C30 C29 119.8(3) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? N1 C31 C30 122.4(3) . . ? N1 C31 H31 118.8 . . ? C30 C31 H31 118.8 . . ? C36 C32 C33 117.3(3) . . ? C36 C32 C29 121.6(3) . . ? C33 C32 C29 121.1(3) . . ? C34 C33 C32 119.5(3) . . ? C34 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? N2 C34 C33 123.2(3) . . ? N2 C34 H34 118.4 . . ? C33 C34 H34 118.4 . . ? N2 C35 C36 123.0(3) . . ? N2 C35 H35 118.5 . . ? C36 C35 H35 118.5 . . ? C35 C36 C32 119.7(3) . . ? C35 C36 H36 120.1 . . ? C32 C36 H36 120.1 . . ? C27 N1 C31 118.5(3) . . ? C27 N1 Zn1 121.9(2) . . ? C31 N1 Zn1 119.6(2) . . ? C35 N2 C34 117.2(3) . . ? C35 N2 Zn4 123.5(2) . 1_455 ? C34 N2 Zn4 118.9(2) . 1_455 ? C24 N3 C25 117.0(3) . . ? C24 N3 Zn3 120.7(2) . 1_455 ? C25 N3 Zn3 122.3(2) . 1_455 ? C17 N4 C21 117.0(3) . . ? C17 N4 Zn2 120.7(2) . . ? C21 N4 Zn2 122.1(2) . . ? C1 O1 Zn4 138.8(2) . 4_565 ? C1 O2 Zn1 121.25(19) . 4_565 ? S6 O4A O5A 57.8(7) . . ? S6 O5A O4A 56.1(4) . . ? C6 O6 Zn4 118.6(2) . . ? Zn1 O8 Zn2 113.96(9) . . ? Zn1 O8 Zn4 109.95(9) . . ? Zn2 O8 Zn4 100.82(8) . . ? Zn1 O8 H8A 115(2) . . ? Zn2 O8 H8A 113(2) . . ? Zn4 O8 H8A 102(2) . . ? Zn2 O9 H9A 109.5 . . ? Zn2 O9 H9B 109.5 . . ? H9A O9 H9B 104.5 . . ? Zn3 O10 Zn4 132.35(10) . . ? Zn3 O10 Zn2 106.32(9) . . ? Zn4 O10 Zn2 99.77(8) . . ? Zn3 O10 H10A 111(2) . . ? Zn4 O10 H10A 100(2) . . ? Zn2 O10 H10A 103(3) . . ? C9 O11 Zn2 128.53(19) . 4_576 ? C9 O12 Zn3 115.31(19) . 4_576 ? S5 O14 Zn3 120.76(15) . . ? C14 O16 Zn1 121.62(18) . . ? C14 O17 Zn2 140.9(2) . . ? H18B O18 H18A 97(2) . . ? H21A O21 H21B 107(3) . . ? O15 S5 O13 115.7(2) . . ? O15 S5 O14 111.15(17) . . ? O13 S5 O14 111.33(14) . . ? O15 S5 C12 106.58(14) . . ? O13 S5 C12 106.69(15) . . ? O14 S5 C12 104.59(14) . . ? O4A S6 O5A 66.1(9) . . ? O4A S6 O3 123.7(3) . . ? O5A S6 O3 129.3(4) . . ? O4A S6 O5B 108.1(6) . . ? O5A S6 O5B 42.1(5) . . ? O3 S6 O5B 102.3(3) . . ? O4A S6 O4B 32.1(5) . . ? O5A S6 O4B 98.2(12) . . ? O3 S6 O4B 103.4(5) . . ? O5B S6 O4B 140.1(8) . . ? O4A S6 C4 113.1(3) . . ? O5A S6 C4 112.7(3) . . ? O3 S6 C4 107.01(14) . . ? O5B S6 C4 99.3(2) . . ? O4B S6 C4 101.6(3) . . ? O8 Zn1 O2 108.90(9) . 4_566 ? O8 Zn1 O16 110.70(9) . . ? O2 Zn1 O16 103.58(10) 4_566 . ? O8 Zn1 N1 118.89(9) . . ? O2 Zn1 N1 108.82(9) 4_566 . ? O16 Zn1 N1 104.84(10) . . ? O11 Zn2 O8 168.63(8) 4_575 . ? O11 Zn2 O17 84.66(8) 4_575 . ? O8 Zn2 O17 90.00(8) . . ? O11 Zn2 O9 87.79(8) 4_575 . ? O8 Zn2 O9 96.92(8) . . ? O17 Zn2 O9 171.92(9) . . ? O11 Zn2 N4 91.97(9) 4_575 . ? O8 Zn2 N4 98.21(9) . . ? O17 Zn2 N4 91.52(9) . . ? O9 Zn2 N4 91.61(9) . . ? O11 Zn2 O10 91.35(8) 4_575 . ? O8 Zn2 O10 78.61(7) . . ? O17 Zn2 O10 90.22(8) . . ? O9 Zn2 O10 87.08(8) . . ? N4 Zn2 O10 176.38(9) . . ? O10 Zn3 O14 116.66(9) . . ? O10 Zn3 O12 104.26(9) . 4_575 ? O14 Zn3 O12 115.36(10) . 4_575 ? O10 Zn3 N3 118.71(10) . 1_655 ? O14 Zn3 N3 101.81(9) . 1_655 ? O12 Zn3 N3 99.20(10) 4_575 1_655 ? O6 Zn4 O1 101.59(9) . 4_566 ? O6 Zn4 O10 111.25(8) . . ? O1 Zn4 O10 146.47(9) 4_566 . ? O6 Zn4 N2 94.73(9) . 1_655 ? O1 Zn4 N2 90.88(9) 4_566 1_655 ? O10 Zn4 N2 92.93(9) . 1_655 ? O6 Zn4 O8 87.78(8) . . ? O1 Zn4 O8 96.18(8) 4_566 . ? O10 Zn4 O8 78.97(7) . . ? N2 Zn4 O8 171.89(9) 1_655 . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.69 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.527 _refine_diff_density_min -0.904 _refine_diff_density_rms 0.108 # Attachment '- data.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 839129' #TrackingRef '- data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H6 Co2 O9 S' _chemical_formula_weight 396.05 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' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.1197(4) _cell_length_b 12.0404(6) _cell_length_c 21.9277(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2143.75(18) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5149 _cell_measurement_theta_min 3.12 _cell_measurement_theta_max 27.59 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.454 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1568 _exptl_absorpt_coefficient_mu 3.336 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5697 _exptl_absorpt_correction_T_max 0.8781 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 10505 _diffrn_reflns_av_R_equivalents 0.0224 _diffrn_reflns_av_sigmaI/netI 0.0188 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.59 _reflns_number_total 2476 _reflns_number_gt 2195 _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^)+(0.0378P)^2^+1.1709P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2476 _refine_ls_number_parameters 191 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0278 _refine_ls_R_factor_gt 0.0236 _refine_ls_wR_factor_ref 0.0638 _refine_ls_wR_factor_gt 0.0616 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.33120(3) 0.16782(2) 0.070561(12) 0.01308(9) Uani 1 1 d . . . Co2 Co 0.83217(3) 0.00030(2) 0.534177(12) 0.01259(9) Uani 1 1 d . . . O10 O 0.74227(18) 0.00207(11) 0.44316(6) 0.0144(3) Uani 1 1 d . . . O5 O 0.62733(19) -0.16377(11) 0.43305(7) 0.0165(3) Uani 1 1 d . . . O7 O 0.43202(19) 0.12721(12) 0.15041(7) 0.0200(3) Uani 1 1 d . . . O8 O 0.5916(2) -0.01562(13) 0.12165(7) 0.0214(3) Uani 1 1 d . . . O9 O 0.70371(19) 0.15538(13) 0.53973(8) 0.0221(3) Uani 1 1 d D . . C7 C 0.5240(2) 0.04467(16) 0.16065(9) 0.0156(4) Uani 1 1 d . . . C8 C 0.6643(2) -0.06975(16) 0.41269(9) 0.0115(4) Uani 1 1 d . . . S3 S 0.45059(6) 0.14494(4) 0.39073(2) 0.01251(11) Uani 1 1 d . . . O1 O 0.32203(17) 0.21221(13) 0.36430(7) 0.0205(3) Uani 1 1 d . . . O2 O 0.39448(18) 0.07421(12) 0.44067(6) 0.0189(3) Uani 1 1 d . . . O3 O 0.59161(17) 0.21389(12) 0.41047(7) 0.0175(3) Uani 1 1 d . . . C1 C 0.5545(3) 0.01495(17) 0.22630(9) 0.0161(4) Uani 1 1 d . . . C2 C 0.4958(2) 0.08289(17) 0.27288(9) 0.0164(4) Uani 1 1 d . . . H2A H 0.4352 0.1462 0.2636 0.020 Uiso 1 1 calc R . . C4 C 0.6165(2) -0.04042(16) 0.34839(9) 0.0134(4) Uani 1 1 d . . . C3 C 0.5279(2) 0.05572(15) 0.33333(9) 0.0134(4) Uani 1 1 d . . . O6 O 1.00151(17) 0.11632(12) 0.48963(6) 0.0140(3) Uani 1 1 d . . . C5 C 0.6402(3) -0.08171(18) 0.24077(9) 0.0203(4) Uani 1 1 d . . . H5A H 0.6785 -0.1277 0.2098 0.024 Uiso 1 1 calc R . . C6 C 0.6690(3) -0.10993(18) 0.30147(10) 0.0198(4) Uani 1 1 d . . . H6A H 0.7237 -0.1757 0.3107 0.024 Uiso 1 1 calc R . . H6C H 1.039(4) 0.162(3) 0.5119(16) 0.046(5) Uiso 1 1 d . . . H9A H 0.742(3) 0.190(2) 0.5744(10) 0.046(5) Uiso 1 1 d D . . H9B H 0.586(2) 0.155(3) 0.5436(14) 0.046(5) Uiso 1 1 d 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 Co1 0.01319(15) 0.01330(14) 0.01275(15) -0.00006(10) 0.00145(10) 0.00111(9) Co2 0.01224(15) 0.01682(15) 0.00871(15) 0.00088(9) 0.00021(9) 0.00113(9) O10 0.0161(7) 0.0170(7) 0.0101(7) 0.0008(5) -0.0025(6) -0.0022(5) O5 0.0195(7) 0.0131(6) 0.0169(7) 0.0009(5) 0.0021(6) 0.0002(6) O7 0.0233(8) 0.0231(7) 0.0136(7) 0.0000(6) -0.0047(6) 0.0046(6) O8 0.0277(8) 0.0269(8) 0.0096(7) 0.0002(6) 0.0028(6) 0.0055(7) O9 0.0147(7) 0.0202(7) 0.0316(9) -0.0065(6) -0.0003(7) 0.0004(6) C7 0.0158(10) 0.0211(9) 0.0100(9) -0.0003(8) -0.0009(7) -0.0033(8) C8 0.0104(9) 0.0155(9) 0.0087(8) -0.0005(7) 0.0026(7) 0.0026(7) S3 0.0122(2) 0.0158(2) 0.0096(2) -0.00084(17) 0.00049(17) 0.00100(17) O1 0.0190(8) 0.0236(8) 0.0190(8) -0.0011(6) -0.0017(6) 0.0071(6) O2 0.0176(7) 0.0262(7) 0.0130(7) 0.0032(6) 0.0032(6) -0.0014(6) O3 0.0146(7) 0.0176(7) 0.0205(7) -0.0034(6) -0.0007(6) -0.0004(6) C1 0.0160(10) 0.0225(10) 0.0097(9) -0.0004(8) -0.0015(7) -0.0013(8) C2 0.0177(10) 0.0199(9) 0.0115(9) 0.0005(8) -0.0001(8) 0.0030(8) C4 0.0136(9) 0.0164(8) 0.0103(9) 0.0004(7) -0.0022(7) -0.0018(8) C3 0.0137(9) 0.0167(9) 0.0099(9) -0.0018(7) 0.0009(7) -0.0004(7) O6 0.0137(7) 0.0159(6) 0.0125(7) -0.0018(5) -0.0018(6) 0.0000(5) C5 0.0260(11) 0.0235(10) 0.0114(9) -0.0032(8) 0.0014(8) 0.0041(9) C6 0.0257(12) 0.0196(10) 0.0142(10) -0.0011(8) -0.0018(8) 0.0065(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 Co1 O7 1.9937(15) . ? Co1 O6 2.0098(14) 6_556 ? Co1 O5 2.0569(14) 3_655 ? Co1 O3 2.0652(14) 6_556 ? Co1 O10 2.1436(13) 6_556 ? Co2 O6 2.0169(14) 5_756 ? Co2 O8 2.0238(15) 2_655 ? Co2 O2 2.1204(15) 5_656 ? Co2 O10 2.1251(14) . ? Co2 O9 2.1423(16) . ? Co2 O6 2.1900(15) . ? O10 C8 1.263(2) . ? O10 Co1 2.1436(13) 6_656 ? O5 C8 1.254(2) . ? O5 Co1 2.0569(14) 3_645 ? O7 C7 1.264(3) . ? O8 C7 1.249(3) . ? O8 Co2 2.0238(15) 2_654 ? O9 H9A 0.923(16) . ? O9 H9B 0.956(17) . ? C7 C1 1.504(3) . ? C8 C4 1.505(3) . ? S3 O1 1.4427(15) . ? S3 O2 1.4601(15) . ? S3 O3 1.4791(15) . ? S3 C3 1.7698(19) . ? O2 Co2 2.1204(15) 5_656 ? O3 Co1 2.0652(14) 6_656 ? C1 C5 1.393(3) . ? C1 C2 1.393(3) . ? C2 C3 1.390(3) . ? C2 H2A 0.9300 . ? C4 C6 1.393(3) . ? C4 C3 1.402(3) . ? O6 Co1 2.0098(14) 6_656 ? O6 Co2 2.0169(14) 5_756 ? O6 H6C 0.79(3) . ? C5 C6 1.393(3) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? 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 Co1 O6 102.62(6) . 6_556 ? O7 Co1 O5 102.03(6) . 3_655 ? O6 Co1 O5 99.57(6) 6_556 3_655 ? O7 Co1 O3 106.01(6) . 6_556 ? O6 Co1 O3 149.69(6) 6_556 6_556 ? O5 Co1 O3 84.10(6) 3_655 6_556 ? O7 Co1 O10 91.91(6) . 6_556 ? O6 Co1 O10 81.51(6) 6_556 6_556 ? O5 Co1 O10 165.36(6) 3_655 6_556 ? O3 Co1 O10 87.77(6) 6_556 6_556 ? O6 Co2 O8 95.98(6) 5_756 2_655 ? O6 Co2 O2 110.73(6) 5_756 5_656 ? O8 Co2 O2 93.29(6) 2_655 5_656 ? O6 Co2 O10 89.65(6) 5_756 . ? O8 Co2 O10 173.79(6) 2_655 . ? O2 Co2 O10 87.15(6) 5_656 . ? O6 Co2 O9 161.36(6) 5_756 . ? O8 Co2 O9 90.89(6) 2_655 . ? O2 Co2 O9 86.07(6) 5_656 . ? O10 Co2 O9 82.96(6) . . ? O6 Co2 O6 84.73(6) 5_756 . ? O8 Co2 O6 99.94(6) 2_655 . ? O2 Co2 O6 158.57(6) 5_656 . ? O10 Co2 O6 77.90(5) . . ? O9 Co2 O6 77.00(6) . . ? C8 O10 Co2 131.47(12) . . ? C8 O10 Co1 137.06(13) . 6_656 ? Co2 O10 Co1 91.46(5) . 6_656 ? C8 O5 Co1 146.85(13) . 3_645 ? C7 O7 Co1 126.29(13) . . ? C7 O8 Co2 136.92(14) . 2_654 ? Co2 O9 H9A 106(2) . . ? Co2 O9 H9B 118.9(18) . . ? H9A O9 H9B 106(2) . . ? O8 C7 O7 126.54(19) . . ? O8 C7 C1 116.41(18) . . ? O7 C7 C1 117.05(18) . . ? O5 C8 O10 123.37(18) . . ? O5 C8 C4 118.94(17) . . ? O10 C8 C4 117.69(17) . . ? O1 S3 O2 113.76(9) . . ? O1 S3 O3 111.26(9) . . ? O2 S3 O3 110.45(9) . . ? O1 S3 C3 108.16(9) . . ? O2 S3 C3 106.86(9) . . ? O3 S3 C3 105.92(9) . . ? S3 O2 Co2 135.45(9) . 5_656 ? S3 O3 Co1 129.60(9) . 6_656 ? C5 C1 C2 119.67(18) . . ? C5 C1 C7 119.95(18) . . ? C2 C1 C7 120.38(18) . . ? C3 C2 C1 119.79(18) . . ? C3 C2 H2A 120.1 . . ? C1 C2 H2A 120.1 . . ? C6 C4 C3 118.63(18) . . ? C6 C4 C8 118.16(17) . . ? C3 C4 C8 123.15(17) . . ? C2 C3 C4 121.00(18) . . ? C2 C3 S3 117.96(15) . . ? C4 C3 S3 121.04(15) . . ? Co1 O6 Co2 120.37(7) 6_656 5_756 ? Co1 O6 Co2 93.31(6) 6_656 . ? Co2 O6 Co2 95.27(6) 5_756 . ? Co1 O6 H6C 117(2) 6_656 . ? Co2 O6 H6C 113(2) 5_756 . ? Co2 O6 H6C 114(2) . . ? C1 C5 C6 120.34(19) . . ? C1 C5 H5A 119.8 . . ? C6 C5 H5A 119.8 . . ? C4 C6 C5 120.50(19) . . ? C4 C6 H6A 119.7 . . ? C5 C6 H6A 119.7 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.59 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.572 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.089 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 839130' #TrackingRef '- data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H6 Mn2 O9 S' _chemical_formula_weight 388.07 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.3817(7) _cell_length_b 12.2159(10) _cell_length_c 22.1945(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2272.5(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1670 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 24.44 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.269 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 2.450 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4809 _exptl_absorpt_correction_T_max 0.8281 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 12968 _diffrn_reflns_av_R_equivalents 0.0651 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 27.62 _reflns_number_total 2630 _reflns_number_gt 2033 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0337P)^2^+0.1252P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2630 _refine_ls_number_parameters 191 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.0850 _refine_ls_wR_factor_gt 0.0792 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 C1 C 0.9730(3) 0.0631(2) 0.83358(13) 0.0128(6) Uani 1 1 d . . . C2 C 1.0038(4) 0.0897(3) 0.77419(13) 0.0166(7) Uani 1 1 d . . . H2 H 1.0623 0.1523 0.7652 0.020 Uiso 1 1 calc R . . C3 C 0.9478(4) 0.0234(3) 0.72758(14) 0.0172(7) Uani 1 1 d . . . C4 C 0.9783(4) 0.0528(3) 0.66325(14) 0.0183(7) Uani 1 1 d . . . C5 C 0.8638(4) -0.0708(3) 0.74190(15) 0.0211(7) Uani 1 1 d . . . H5 H 0.8258 -0.1155 0.7112 0.025 Uiso 1 1 calc R . . C6 C 0.8356(4) -0.0991(3) 0.80136(15) 0.0213(7) Uani 1 1 d . . . H6 H 0.7821 -0.1639 0.8101 0.026 Uiso 1 1 calc R . . C7 C 0.8867(4) -0.0318(2) 0.84827(14) 0.0146(6) Uani 1 1 d . . . C8 C 0.8391(3) -0.0629(2) 0.91106(13) 0.0116(6) Uani 1 1 d . . . Mn1 Mn 0.66996(5) 0.17395(4) 0.92968(2) 0.01379(13) Uani 1 1 d . . . Mn2 Mn 0.66934(5) -0.00437(4) 1.03610(2) 0.01411(14) Uani 1 1 d . . . O1 O 0.9146(2) 0.21877(17) 0.91012(10) 0.0169(5) Uani 1 1 d . . . O2 O 1.1757(2) 0.21525(19) 0.86413(10) 0.0213(5) Uani 1 1 d . . . O3 O 1.1034(2) 0.07941(19) 0.93892(10) 0.0209(5) Uani 1 1 d . . . O4 O 1.0682(3) 0.13296(18) 0.65311(10) 0.0234(5) Uani 1 1 d . . . O5 O 0.9120(3) -0.00549(19) 0.62417(10) 0.0265(6) Uani 1 1 d . . . O6 O 0.8727(3) -0.15658(16) 0.92979(10) 0.0170(5) Uani 1 1 d . . . O7 O 0.7643(3) 0.00680(16) 0.94236(9) 0.0149(5) Uani 1 1 d . . . O8 O 0.5029(2) 0.11847(17) 0.99229(10) 0.0144(5) Uani 1 1 d D . . H8 H 0.467(5) 0.160(3) 1.0170(15) 0.047(14) Uiso 1 1 d D . . O9 O 0.8011(3) 0.1567(2) 1.04115(12) 0.0260(6) Uani 1 1 d D . . H9A H 0.772(4) 0.194(3) 1.0713(13) 0.039 Uiso 1 1 d D . . H9B H 0.902(2) 0.153(3) 1.0413(17) 0.039 Uiso 1 1 d D . . S1 S 1.04947(9) 0.15025(6) 0.89045(3) 0.01319(18) 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 C1 0.0152(15) 0.0144(15) 0.0088(16) -0.0008(12) -0.0005(12) 0.0010(12) C2 0.0202(16) 0.0171(17) 0.0127(16) 0.0024(12) 0.0012(13) -0.0024(13) C3 0.0163(16) 0.0213(17) 0.0140(17) -0.0007(13) 0.0013(13) -0.0015(13) C4 0.0230(18) 0.0225(17) 0.0094(16) -0.0001(13) -0.0011(13) 0.0077(14) C5 0.0294(18) 0.0208(18) 0.0133(17) -0.0052(14) -0.0029(14) -0.0051(14) C6 0.0317(19) 0.0157(16) 0.0164(18) 0.0018(13) 0.0000(15) -0.0058(14) C7 0.0177(16) 0.0143(15) 0.0118(16) 0.0010(12) 0.0017(13) 0.0019(12) C8 0.0122(15) 0.0131(15) 0.0093(15) -0.0013(12) -0.0032(12) -0.0026(12) Mn1 0.0154(2) 0.0111(2) 0.0149(3) 0.00114(18) 0.0013(2) -0.00044(18) Mn2 0.0148(3) 0.0171(3) 0.0104(3) 0.00199(18) -0.00053(19) -0.00141(19) O1 0.0144(11) 0.0152(11) 0.0210(12) -0.0068(9) 0.0037(9) 0.0009(9) O2 0.0194(12) 0.0255(13) 0.0191(13) -0.0020(10) 0.0040(10) -0.0079(10) O3 0.0182(12) 0.0273(13) 0.0173(13) 0.0040(10) -0.0050(10) 0.0010(10) O4 0.0308(14) 0.0246(13) 0.0147(12) 0.0022(10) 0.0039(10) -0.0065(10) O5 0.0399(15) 0.0285(13) 0.0109(12) -0.0004(10) -0.0032(11) -0.0069(11) O6 0.0222(12) 0.0086(11) 0.0201(12) 0.0021(9) -0.0020(10) -0.0001(8) O7 0.0206(12) 0.0132(11) 0.0111(11) 0.0001(8) 0.0025(10) 0.0037(9) O8 0.0165(11) 0.0139(11) 0.0129(12) -0.0026(9) 0.0016(9) 0.0007(9) O9 0.0150(12) 0.0214(13) 0.0415(17) -0.0094(11) -0.0001(11) 0.0000(10) S1 0.0134(4) 0.0147(4) 0.0115(4) -0.0019(3) -0.0006(3) -0.0010(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 C1 C2 1.382(4) . ? C1 C7 1.405(4) . ? C1 S1 1.771(3) . ? C2 C3 1.396(4) . ? C2 H2 0.9300 . ? C3 C5 1.385(4) . ? C3 C4 1.494(4) . ? C4 O5 1.253(4) . ? C4 O4 1.256(4) . ? C5 C6 1.385(4) . ? C5 H5 0.9300 . ? C6 C7 1.394(4) . ? C6 H6 0.9300 . ? C7 C8 1.498(4) . ? C8 O6 1.249(4) . ? C8 O7 1.265(3) . ? Mn1 O8 2.086(2) . ? Mn1 O4 2.087(2) 6_557 ? Mn1 O6 2.101(2) 8_765 ? Mn1 O1 2.166(2) . ? Mn1 O7 2.208(2) . ? Mn1 Mn2 3.2131(7) . ? Mn2 O5 2.074(2) 2_655 ? Mn2 O8 2.103(2) 5_657 ? Mn2 O3 2.186(2) 5_757 ? Mn2 O7 2.232(2) . ? Mn2 O9 2.260(2) . ? Mn2 O8 2.268(2) . ? O1 S1 1.473(2) . ? O2 S1 1.446(2) . ? O3 S1 1.453(2) . ? O3 Mn2 2.186(2) 5_757 ? O4 Mn1 2.087(2) 6_657 ? O5 Mn2 2.074(2) 2_654 ? O6 Mn1 2.101(2) 8_755 ? O8 Mn2 2.103(2) 5_657 ? O8 H8 0.805(19) . ? O9 H9A 0.847(17) . ? O9 H9B 0.844(18) . ? 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 C2 C1 C7 120.8(3) . . ? C2 C1 S1 118.1(2) . . ? C7 C1 S1 121.1(2) . . ? C1 C2 C3 120.5(3) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C5 C3 C2 118.9(3) . . ? C5 C3 C4 120.4(3) . . ? C2 C3 C4 120.7(3) . . ? O5 C4 O4 125.8(3) . . ? O5 C4 C3 116.7(3) . . ? O4 C4 C3 117.5(3) . . ? C6 C5 C3 120.9(3) . . ? C6 C5 H5 119.6 . . ? C3 C5 H5 119.6 . . ? C5 C6 C7 120.8(3) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C6 C7 C1 118.1(3) . . ? C6 C7 C8 117.6(3) . . ? C1 C7 C8 124.2(3) . . ? O6 C8 O7 123.0(3) . . ? O6 C8 C7 118.8(3) . . ? O7 C8 C7 118.1(3) . . ? O8 Mn1 O4 103.54(9) . 6_557 ? O8 Mn1 O6 101.83(9) . 8_765 ? O4 Mn1 O6 99.67(9) 6_557 8_765 ? O8 Mn1 O1 148.34(9) . . ? O4 Mn1 O1 105.73(9) 6_557 . ? O6 Mn1 O1 84.97(8) 8_765 . ? O8 Mn1 O7 81.67(8) . . ? O4 Mn1 O7 92.10(9) 6_557 . ? O6 Mn1 O7 166.46(9) 8_765 . ? O1 Mn1 O7 85.42(8) . . ? O8 Mn1 Mn2 44.69(6) . . ? O4 Mn1 Mn2 118.94(7) 6_557 . ? O6 Mn1 Mn2 131.83(6) 8_765 . ? O1 Mn1 Mn2 108.68(6) . . ? O7 Mn1 Mn2 43.93(5) . . ? O5 Mn2 O8 95.47(9) 2_655 5_657 ? O5 Mn2 O3 94.11(9) 2_655 5_757 ? O8 Mn2 O3 113.34(9) 5_657 5_757 ? O5 Mn2 O7 172.95(9) 2_655 . ? O8 Mn2 O7 90.35(8) 5_657 . ? O3 Mn2 O7 87.20(8) 5_757 . ? O5 Mn2 O9 93.63(10) 2_655 . ? O8 Mn2 O9 158.06(9) 5_657 . ? O3 Mn2 O9 85.79(9) 5_757 . ? O7 Mn2 O9 79.55(9) . . ? O5 Mn2 O8 99.41(9) 2_655 . ? O8 Mn2 O8 83.56(9) 5_657 . ? O3 Mn2 O8 157.29(8) 5_757 . ? O7 Mn2 O8 77.25(8) . . ? O9 Mn2 O8 75.27(8) . . ? O5 Mn2 Mn1 130.85(7) 2_655 . ? O8 Mn2 Mn1 103.31(6) 5_657 . ? O3 Mn2 Mn1 117.99(6) 5_757 . ? O7 Mn2 Mn1 43.34(5) . . ? O9 Mn2 Mn1 56.30(7) . . ? O8 Mn2 Mn1 40.30(5) . . ? S1 O1 Mn1 129.97(13) . . ? S1 O3 Mn2 135.13(14) . 5_757 ? C4 O4 Mn1 126.2(2) . 6_657 ? C4 O5 Mn2 140.0(2) . 2_654 ? C8 O6 Mn1 149.7(2) . 8_755 ? C8 O7 Mn1 136.89(19) . . ? C8 O7 Mn2 130.35(19) . . ? Mn1 O7 Mn2 92.73(8) . . ? Mn1 O8 Mn2 118.46(10) . 5_657 ? Mn1 O8 Mn2 95.02(8) . . ? Mn2 O8 Mn2 96.44(9) 5_657 . ? Mn1 O8 H8 120(3) . . ? Mn2 O8 H8 111(3) 5_657 . ? Mn2 O8 H8 111(3) . . ? Mn2 O9 H9A 111(3) . . ? Mn2 O9 H9B 116(3) . . ? H9A O9 H9B 109(3) . . ? O2 S1 O3 113.49(13) . . ? O2 S1 O1 111.68(13) . . ? O3 S1 O1 110.96(13) . . ? O2 S1 C1 107.87(14) . . ? O3 S1 C1 106.40(14) . . ? O1 S1 C1 105.96(13) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.62 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.678 _refine_diff_density_min -0.608 _refine_diff_density_rms 0.112 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 839131' #TrackingRef '- data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H6 O9 S1 Zn2' _chemical_formula_weight 408.98 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' 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.1269(2) _cell_length_b 11.9840(2) _cell_length_c 22.0101(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2143.62(7) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1616 _exptl_absorpt_coefficient_mu 4.717 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3416 _exptl_absorpt_correction_T_max 0.9543 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 7846 _diffrn_reflns_av_R_equivalents 0.0325 _diffrn_reflns_av_sigmaI/netI 0.0352 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 27.61 _reflns_number_total 2479 _reflns_number_gt 2030 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0306P)^2^+0.3627P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2479 _refine_ls_number_parameters 192 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0639 _refine_ls_wR_factor_gt 0.0601 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 C1 C 0.6656(3) -0.0703(2) 0.91297(11) 0.0107(5) Uani 1 1 d . . . C2 C 0.6196(3) -0.0399(2) 0.84846(11) 0.0128(5) Uani 1 1 d . . . C3 C 0.6731(3) -0.1094(3) 0.80192(12) 0.0179(6) Uani 1 1 d . . . H3 H 0.7277 -0.1755 0.8111 0.022 Uiso 1 1 calc R . . C4 C 0.6452(3) -0.0804(3) 0.74150(12) 0.0188(6) Uani 1 1 d . . . H4 H 0.6843 -0.1260 0.7105 0.023 Uiso 1 1 calc R . . C5 C 0.5592(3) 0.0167(2) 0.72727(12) 0.0151(6) Uani 1 1 d . . . C6 C 0.5276(3) 0.0472(2) 0.66196(11) 0.0149(6) Uani 1 1 d . . . C7 C 0.5005(3) 0.0842(2) 0.77399(11) 0.0145(6) Uani 1 1 d . . . H7 H 0.4402 0.1480 0.7649 0.017 Uiso 1 1 calc R . . C8 C 0.5317(3) 0.0565(2) 0.83382(11) 0.0131(5) Uani 1 1 d . . . O1 O 0.7424(2) 0.00168(15) 0.94373(8) 0.0134(4) Uani 1 1 d . . . O2 O 0.6267(2) -0.16448(16) 0.93306(8) 0.0157(4) Uani 1 1 d . . . O3 O 0.5952(3) -0.01265(17) 0.62256(8) 0.0205(5) Uani 1 1 d . . . O4 O 0.4328(2) 0.12868(17) 0.65258(8) 0.0190(4) Uani 1 1 d . . . O5 O 0.5957(2) 0.21430(17) 0.91126(8) 0.0169(4) Uani 1 1 d . . . O6 O 0.3971(2) 0.07558(17) 0.94051(8) 0.0175(4) Uani 1 1 d . . . O7 O 0.3278(2) 0.21447(17) 0.86449(9) 0.0191(4) Uani 1 1 d . . . O8 O 0.9988(2) -0.11631(18) 1.01156(9) 0.0142(4) Uani 1 1 d . . . O9 O 0.7057(2) 0.15289(18) 1.04158(9) 0.0205(5) Uani 1 1 d D . . S1 S 0.45503(8) 0.14619(6) 0.89128(3) 0.01187(15) Uani 1 1 d . . . Zn1 Zn 0.83857(4) 0.16688(3) 0.927465(13) 0.01290(9) Uani 1 1 d . . . Zn2 Zn 0.83245(4) -0.00180(3) 1.035680(13) 0.01354(10) Uani 1 1 d . . . H8A H 0.969(4) -0.159(3) 0.9946(16) 0.024(11) Uiso 1 1 d . . . H9A H 0.590(2) 0.148(3) 1.0471(18) 0.069(10) Uiso 1 1 d D . . H9B H 0.743(5) 0.195(3) 1.0751(14) 0.069(10) Uiso 1 1 d 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 C1 0.0114(12) 0.0110(15) 0.0097(12) -0.0011(10) 0.0015(10) 0.0033(10) C2 0.0135(12) 0.0143(15) 0.0105(12) 0.0000(11) -0.0036(10) -0.0032(10) C3 0.0226(14) 0.0155(16) 0.0156(14) 0.0002(11) -0.0025(11) 0.0061(12) C4 0.0270(15) 0.0192(17) 0.0101(12) -0.0058(12) 0.0019(11) 0.0043(13) C5 0.0153(13) 0.0190(16) 0.0110(12) 0.0016(11) -0.0015(10) -0.0011(11) C6 0.0171(13) 0.0169(16) 0.0108(12) 0.0001(11) -0.0011(10) -0.0050(11) C7 0.0156(12) 0.0165(16) 0.0115(12) -0.0002(11) -0.0017(10) 0.0019(11) C8 0.0134(12) 0.0149(15) 0.0110(12) -0.0021(11) 0.0011(10) 0.0003(11) O1 0.0166(10) 0.0132(11) 0.0104(8) 0.0006(7) -0.0029(8) -0.0032(8) O2 0.0209(9) 0.0109(11) 0.0151(9) 0.0012(8) 0.0030(8) 0.0005(8) O3 0.0311(11) 0.0218(12) 0.0087(9) 0.0005(8) 0.0030(8) 0.0062(9) O4 0.0244(10) 0.0215(12) 0.0110(9) 0.0003(8) -0.0034(8) 0.0063(9) O5 0.0153(9) 0.0164(11) 0.0189(10) -0.0049(8) -0.0011(8) -0.0003(8) O6 0.0161(9) 0.0248(12) 0.0117(9) 0.0029(8) 0.0036(8) -0.0014(9) O7 0.0185(10) 0.0199(12) 0.0188(10) -0.0013(9) -0.0017(8) 0.0083(8) O8 0.0159(10) 0.0152(11) 0.0114(9) -0.0030(8) -0.0027(8) -0.0013(8) O9 0.0165(10) 0.0174(12) 0.0277(11) -0.0058(9) 0.0004(8) 0.0001(9) S1 0.0128(3) 0.0134(4) 0.0094(3) -0.0010(3) 0.0005(2) 0.0012(3) Zn1 0.01470(16) 0.01200(18) 0.01199(15) 0.00049(12) -0.00075(12) 0.00084(13) Zn2 0.01487(17) 0.0167(2) 0.00901(16) 0.00130(12) 0.00030(11) 0.00288(13) _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 C1 O2 1.253(3) . ? C1 O1 1.261(3) . ? C1 C2 1.513(3) . ? C2 C3 1.390(4) . ? C2 C8 1.397(4) . ? C3 C4 1.393(4) . ? C3 H3 0.9300 . ? C4 C5 1.393(4) . ? C4 H4 0.9300 . ? C5 C7 1.392(4) . ? C5 C6 1.505(3) . ? C6 O3 1.252(3) . ? C6 O4 1.261(3) . ? C7 C8 1.382(3) . ? C7 H7 0.9300 . ? C8 S1 1.773(3) . ? O1 Zn2 2.1525(18) . ? O1 Zn1 2.1583(19) . ? O2 Zn1 2.044(2) 8_755 ? O3 Zn2 2.0082(19) 2_654 ? O4 Zn1 1.9748(18) 6_557 ? O5 S1 1.472(2) . ? O5 Zn1 2.0850(19) . ? O6 S1 1.4532(19) . ? O6 Zn2 2.1297(18) 5_657 ? O7 S1 1.4442(19) . ? O8 Zn1 1.979(2) 5_757 ? O8 Zn2 1.998(2) . ? O8 Zn2 2.228(2) 5_757 ? O8 H8A 0.68(3) . ? O9 Zn2 2.125(2) . ? O9 H9A 0.950(18) . ? O9 H9B 0.941(18) . ? Zn1 O4 1.9748(18) 6_657 ? Zn1 O8 1.979(2) 5_757 ? Zn1 O2 2.044(2) 8_765 ? Zn1 Zn2 3.1244(4) . ? Zn2 O3 2.0082(19) 2_655 ? Zn2 O6 2.1297(19) 5_657 ? Zn2 O8 2.228(2) 5_757 ? Zn2 Zn2 3.1440(6) 5_757 ? 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 O2 C1 O1 123.5(2) . . ? O2 C1 C2 119.0(2) . . ? O1 C1 C2 117.5(2) . . ? C3 C2 C8 119.1(2) . . ? C3 C2 C1 118.1(2) . . ? C8 C2 C1 122.8(2) . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C7 C5 C4 119.4(2) . . ? C7 C5 C6 120.4(2) . . ? C4 C5 C6 120.2(2) . . ? O3 C6 O4 126.7(2) . . ? O3 C6 C5 116.6(2) . . ? O4 C6 C5 116.7(2) . . ? C8 C7 C5 120.1(3) . . ? C8 C7 H7 119.9 . . ? C5 C7 H7 119.9 . . ? C7 C8 C2 120.8(2) . . ? C7 C8 S1 118.0(2) . . ? C2 C8 S1 121.13(19) . . ? C1 O1 Zn2 131.26(17) . . ? C1 O1 Zn1 135.82(16) . . ? Zn2 O1 Zn1 92.90(7) . . ? C1 O2 Zn1 146.57(17) . 8_755 ? C6 O3 Zn2 137.62(19) . 2_654 ? C6 O4 Zn1 124.23(18) . 6_557 ? S1 O5 Zn1 129.44(12) . . ? S1 O6 Zn2 135.17(12) . 5_657 ? Zn1 O8 Zn2 118.82(10) 5_757 . ? Zn1 O8 Zn2 95.73(8) 5_757 5_757 ? Zn2 O8 Zn2 95.98(9) . 5_757 ? Zn1 O8 H8A 113(3) 5_757 . ? Zn2 O8 H8A 115(3) . . ? Zn2 O8 H8A 116(3) 5_757 . ? Zn2 O9 H9A 116(3) . . ? Zn2 O9 H9B 111(3) . . ? H9A O9 H9B 104(2) . . ? O7 S1 O6 113.72(11) . . ? O7 S1 O5 111.32(12) . . ? O6 S1 O5 110.61(11) . . ? O7 S1 C8 107.68(12) . . ? O6 S1 C8 107.02(13) . . ? O5 S1 C8 106.05(12) . . ? O4 Zn1 O8 105.97(8) 6_657 5_757 ? O4 Zn1 O2 103.26(8) 6_657 8_765 ? O8 Zn1 O2 99.76(8) 5_757 8_765 ? O4 Zn1 O5 106.12(8) 6_657 . ? O8 Zn1 O5 146.30(8) 5_757 . ? O2 Zn1 O5 82.63(8) 8_765 . ? O4 Zn1 O1 94.34(8) 6_657 . ? O8 Zn1 O1 81.28(8) 5_757 . ? O2 Zn1 O1 161.24(7) 8_765 . ? O5 Zn1 O1 86.31(8) . . ? O4 Zn1 Zn2 122.43(6) 6_657 . ? O8 Zn1 Zn2 45.21(6) 5_757 . ? O2 Zn1 Zn2 126.57(5) 8_765 . ? O5 Zn1 Zn2 106.96(6) . . ? O1 Zn1 Zn2 43.48(5) . . ? O8 Zn2 O3 96.56(8) . 2_655 ? O8 Zn2 O9 160.64(8) . . ? O3 Zn2 O9 90.49(8) 2_655 . ? O8 Zn2 O6 111.89(8) . 5_657 ? O3 Zn2 O6 93.32(8) 2_655 5_657 ? O9 Zn2 O6 85.56(8) . 5_657 ? O8 Zn2 O1 89.62(7) . . ? O3 Zn2 O1 173.34(8) 2_655 . ? O9 Zn2 O1 82.86(8) . . ? O6 Zn2 O1 86.66(7) 5_657 . ? O8 Zn2 O8 84.02(9) . 5_757 ? O3 Zn2 O8 102.08(8) 2_655 5_757 ? O9 Zn2 O8 76.87(8) . 5_757 ? O6 Zn2 O8 156.58(7) 5_657 5_757 ? O1 Zn2 O8 76.01(7) . 5_757 ? O8 Zn2 Zn1 103.36(6) . . ? O3 Zn2 Zn1 131.72(6) 2_655 . ? O9 Zn2 Zn1 59.32(6) . . ? O6 Zn2 Zn1 118.04(5) 5_657 . ? O1 Zn2 Zn1 43.62(5) . . ? O8 Zn2 Zn1 39.07(5) 5_757 . ? O8 Zn2 Zn2 44.82(6) . 5_757 ? O3 Zn2 Zn2 102.76(6) 2_655 5_757 ? O9 Zn2 Zn2 116.01(6) . 5_757 ? O6 Zn2 Zn2 152.53(6) 5_657 5_757 ? O1 Zn2 Zn2 79.89(5) . 5_757 ? O8 Zn2 Zn2 39.20(5) 5_757 5_757 ? Zn1 Zn2 Zn2 66.203(12) . 5_757 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.61 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.734 _refine_diff_density_min -0.460 _refine_diff_density_rms 0.102 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 839132' #TrackingRef '- data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H8 O10 S Zn2' _chemical_formula_weight 426.94 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' 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 7.3596(3) _cell_length_b 14.5732(7) _cell_length_c 22.8091(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2446.34(19) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1314 _cell_measurement_theta_min 3.23 _cell_measurement_theta_max 25.05 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 4.145 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5393 _exptl_absorpt_correction_T_max 0.9597 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 8676 _diffrn_reflns_av_R_equivalents 0.0596 _diffrn_reflns_av_sigmaI/netI 0.0706 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.77 _reflns_number_total 2874 _reflns_number_gt 1929 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0328P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2874 _refine_ls_number_parameters 205 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0795 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_ref 0.0858 _refine_ls_wR_factor_gt 0.0732 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.985 _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 C1 C 0.0984(6) 0.0310(3) 0.32206(19) 0.0183(10) Uani 1 1 d . . . C2 C 0.1222(6) 0.0786(3) 0.26437(19) 0.0180(10) Uani 1 1 d . . . C3 C 0.1671(6) 0.1709(3) 0.26226(18) 0.0248(11) Uani 1 1 d . . . H3 H 0.1794 0.2038 0.2970 0.030 Uiso 1 1 calc R . . C4 C 0.1938(6) 0.2145(3) 0.20926(19) 0.0240(11) Uani 1 1 d . . . H4 H 0.2245 0.2764 0.2087 0.029 Uiso 1 1 calc R . . C5 C 0.1755(6) 0.1669(3) 0.15632(18) 0.0169(9) Uani 1 1 d . . . C6 C 0.2234(6) 0.2159(3) 0.10027(19) 0.0168(9) Uani 1 1 d . . . C7 C 0.1272(6) 0.0747(3) 0.15927(19) 0.0185(10) Uani 1 1 d . . . C8 C 0.1007(6) 0.0307(3) 0.21214(18) 0.0188(10) Uani 1 1 d . . . H8 H 0.0685 -0.0310 0.2128 0.023 Uiso 1 1 calc R . . O1 O 0.1127(4) 0.0787(2) 0.36727(13) 0.0254(8) Uani 1 1 d . . . O2 O 0.0651(4) -0.0547(2) 0.32117(13) 0.0248(7) Uani 1 1 d . . . O3 O 0.1364(4) 0.2874(2) 0.08687(14) 0.0251(8) Uani 1 1 d . . . O4 O 0.3489(4) 0.1878(2) 0.06884(13) 0.0248(8) Uani 1 1 d . . . O5 O 0.0316(5) 0.0678(2) 0.04969(14) 0.0346(9) Uani 1 1 d . . . O6 O 0.2910(4) -0.0192(2) 0.07980(13) 0.0198(7) Uani 1 1 d . . . O7 O -0.0060(5) -0.0693(2) 0.10865(16) 0.0404(10) Uani 1 1 d . . . O8 O 0.2645(4) -0.2087(2) 0.38700(15) 0.0258(8) Uani 1 1 d D . . H8A H 0.366(4) -0.182(3) 0.385(2) 0.039 Uiso 1 1 d D . . H8B H 0.270(6) -0.255(2) 0.4087(18) 0.039 Uiso 1 1 d D . . O9 O 0.1124(4) -0.05798(19) 0.46697(13) 0.0164(7) Uani 1 1 d D . . H9 H 0.225(3) -0.056(3) 0.469(2) 0.025 Uiso 1 1 d D . . O10 O 0.2188(4) 0.1563(2) 0.47392(13) 0.0221(7) Uani 1 1 d D . . H10A H 0.318(4) 0.132(3) 0.4656(18) 0.033 Uiso 1 1 d D . . H10B H 0.218(6) 0.176(3) 0.5087(11) 0.033 Uiso 1 1 d D . . S1 S 0.10598(15) 0.00817(8) 0.09451(5) 0.0199(3) Uani 1 1 d . . . Zn1 Zn 0.00245(7) 0.07304(3) 0.45040(2) 0.01712(14) Uani 1 1 d . . . Zn2 Zn 0.05069(7) -0.12256(3) 0.39427(2) 0.02022(15) 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 C1 0.014(2) 0.028(3) 0.013(2) 0.005(2) 0.0035(18) -0.0001(18) C2 0.022(2) 0.018(2) 0.014(2) 0.0021(19) 0.0022(19) 0.0022(18) C3 0.034(3) 0.031(3) 0.009(2) -0.008(2) 0.001(2) 0.004(2) C4 0.036(3) 0.018(2) 0.018(2) 0.000(2) 0.006(2) -0.004(2) C5 0.022(2) 0.017(2) 0.011(2) 0.0004(19) 0.0025(19) 0.0021(18) C6 0.020(2) 0.020(2) 0.011(2) 0.0011(19) -0.0008(19) 0.0025(18) C7 0.017(2) 0.024(2) 0.014(2) -0.005(2) 0.0046(19) 0.0008(19) C8 0.020(2) 0.019(2) 0.017(2) 0.0014(19) 0.0062(19) 0.0020(18) O1 0.037(2) 0.0308(19) 0.0085(16) 0.0007(14) 0.0051(14) -0.0047(15) O2 0.037(2) 0.0230(17) 0.0145(17) 0.0028(14) 0.0011(15) -0.0035(14) O3 0.0295(19) 0.0248(18) 0.0212(18) 0.0038(14) 0.0067(15) 0.0103(14) O4 0.029(2) 0.0235(18) 0.0219(18) 0.0031(15) 0.0086(15) 0.0079(14) O5 0.034(2) 0.052(2) 0.0174(17) -0.0068(17) -0.0084(16) 0.0142(17) O6 0.0181(17) 0.0220(17) 0.0193(17) -0.0008(14) 0.0068(14) 0.0010(13) O7 0.040(2) 0.040(2) 0.041(2) -0.0141(18) 0.0105(19) -0.0225(16) O8 0.0292(19) 0.0181(17) 0.030(2) 0.0018(15) 0.0027(16) -0.0019(14) O9 0.0121(16) 0.0231(17) 0.0140(16) -0.0017(13) -0.0003(13) 0.0012(12) O10 0.0241(19) 0.0275(18) 0.0147(17) -0.0056(15) 0.0009(14) 0.0008(14) S1 0.0193(6) 0.0263(6) 0.0141(5) -0.0056(5) 0.0017(5) -0.0027(4) Zn1 0.0219(3) 0.0186(3) 0.0109(2) 0.0000(2) 0.0006(2) 0.0010(2) Zn2 0.0295(3) 0.0191(3) 0.0120(3) -0.0002(2) 0.0018(2) -0.0050(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.248(5) . ? C1 O2 1.273(5) . ? C1 C2 1.498(6) . ? C2 C3 1.386(6) . ? C2 C8 1.389(6) . ? C3 C4 1.380(6) . ? C3 H3 0.9300 . ? C4 C5 1.399(6) . ? C4 H4 0.9300 . ? C5 C7 1.392(6) . ? C5 C6 1.506(6) . ? C6 O4 1.239(5) . ? C6 O3 1.260(5) . ? C7 C8 1.379(6) . ? C7 S1 1.774(4) . ? C8 H8 0.9300 . ? O1 Zn1 2.064(3) . ? O2 Zn2 1.941(3) . ? O3 Zn2 1.951(3) 3 ? O4 Zn1 2.066(3) 6_656 ? O5 S1 1.449(3) . ? O6 S1 1.458(3) . ? O6 Zn1 2.168(3) 6_656 ? O7 S1 1.435(3) . ? O8 Zn2 2.020(3) . ? O8 H8A 0.844(18) . ? O8 H8B 0.835(18) . ? O9 Zn2 1.960(3) . ? O9 Zn1 2.077(3) 5_556 ? O9 Zn1 2.108(3) . ? O9 H9 0.828(19) . ? O10 Zn1 2.072(3) . ? O10 H10A 0.835(18) . ? O10 H10B 0.842(18) . ? Zn1 O4 2.066(3) 6_556 ? Zn1 O9 2.077(3) 5_556 ? Zn1 O6 2.168(3) 6_556 ? Zn1 Zn1 3.1069(10) 5_556 ? Zn1 Zn2 3.1449(7) . ? Zn2 O3 1.951(3) 3_545 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 125.1(4) . . ? O1 C1 C2 117.3(4) . . ? O2 C1 C2 117.6(4) . . ? C3 C2 C8 119.0(4) . . ? C3 C2 C1 120.5(4) . . ? C8 C2 C1 120.5(4) . . ? C4 C3 C2 120.8(4) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 120.9(4) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C7 C5 C4 117.5(4) . . ? C7 C5 C6 123.9(4) . . ? C4 C5 C6 118.4(4) . . ? O4 C6 O3 120.7(4) . . ? O4 C6 C5 120.6(4) . . ? O3 C6 C5 118.6(4) . . ? C8 C7 C5 121.8(4) . . ? C8 C7 S1 117.5(3) . . ? C5 C7 S1 120.7(3) . . ? C7 C8 C2 120.0(4) . . ? C7 C8 H8 120.0 . . ? C2 C8 H8 120.0 . . ? C1 O1 Zn1 134.8(3) . . ? C1 O2 Zn2 119.8(3) . . ? C6 O3 Zn2 149.5(3) . 3 ? C6 O4 Zn1 143.0(3) . 6_656 ? S1 O6 Zn1 125.04(17) . 6_656 ? Zn2 O8 H8A 114(3) . . ? Zn2 O8 H8B 119(3) . . ? H8A O8 H8B 111(3) . . ? Zn2 O9 Zn1 128.50(15) . 5_556 ? Zn2 O9 Zn1 101.20(13) . . ? Zn1 O9 Zn1 95.86(12) 5_556 . ? Zn2 O9 H9 108(3) . . ? Zn1 O9 H9 110(3) 5_556 . ? Zn1 O9 H9 111(3) . . ? Zn1 O10 H10A 111(3) . . ? Zn1 O10 H10B 116(3) . . ? H10A O10 H10B 112(3) . . ? O7 S1 O5 114.4(2) . . ? O7 S1 O6 111.9(2) . . ? O5 S1 O6 110.75(19) . . ? O7 S1 C7 107.1(2) . . ? O5 S1 C7 107.0(2) . . ? O6 S1 C7 105.00(19) . . ? O1 Zn1 O4 89.30(13) . 6_556 ? O1 Zn1 O10 84.99(12) . . ? O4 Zn1 O10 90.07(12) 6_556 . ? O1 Zn1 O9 176.08(12) . 5_556 ? O4 Zn1 O9 93.19(12) 6_556 5_556 ? O10 Zn1 O9 98.03(12) . 5_556 ? O1 Zn1 O9 92.86(12) . . ? O4 Zn1 O9 168.97(12) 6_556 . ? O10 Zn1 O9 100.89(12) . . ? O9 Zn1 O9 84.14(12) 5_556 . ? O1 Zn1 O6 90.85(12) . 6_556 ? O4 Zn1 O6 92.39(12) 6_556 6_556 ? O10 Zn1 O6 175.14(12) . 6_556 ? O9 Zn1 O6 86.03(11) 5_556 6_556 ? O9 Zn1 O6 76.78(11) . 6_556 ? O1 Zn1 Zn1 134.49(9) . 5_556 ? O4 Zn1 Zn1 134.68(9) 6_556 5_556 ? O10 Zn1 Zn1 102.80(9) . 5_556 ? O9 Zn1 Zn1 42.45(8) 5_556 5_556 ? O9 Zn1 Zn1 41.69(8) . 5_556 ? O6 Zn1 Zn1 78.37(8) 6_556 5_556 ? O1 Zn1 Zn2 67.52(9) . . ? O4 Zn1 Zn2 135.17(9) 6_556 . ? O10 Zn1 Zn2 123.32(9) . . ? O9 Zn1 Zn2 108.64(8) 5_556 . ? O9 Zn1 Zn2 37.69(8) . . ? O6 Zn1 Zn2 52.41(8) 6_556 . ? Zn1 Zn1 Zn2 71.14(2) 5_556 . ? O2 Zn2 O3 124.80(13) . 3_545 ? O2 Zn2 O9 117.99(13) . . ? O3 Zn2 O9 107.47(13) 3_545 . ? O2 Zn2 O8 101.74(14) . . ? O3 Zn2 O8 98.63(13) 3_545 . ? O9 Zn2 O8 100.79(13) . . ? O2 Zn2 Zn1 83.92(9) . . ? O3 Zn2 Zn1 116.14(9) 3_545 . ? O9 Zn2 Zn1 41.11(8) . . ? O8 Zn2 Zn1 133.21(9) . . ? 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 C1 C2 C3 3.1(6) . . . . ? O2 C1 C2 C3 -177.0(4) . . . . ? O1 C1 C2 C8 -177.3(4) . . . . ? O2 C1 C2 C8 2.6(6) . . . . ? C8 C2 C3 C4 -1.3(7) . . . . ? C1 C2 C3 C4 178.3(4) . . . . ? C2 C3 C4 C5 0.3(7) . . . . ? C3 C4 C5 C7 0.8(7) . . . . ? C3 C4 C5 C6 -174.4(4) . . . . ? C7 C5 C6 O4 -57.4(6) . . . . ? C4 C5 C6 O4 117.5(5) . . . . ? C7 C5 C6 O3 124.5(5) . . . . ? C4 C5 C6 O3 -60.6(6) . . . . ? C4 C5 C7 C8 -1.0(6) . . . . ? C6 C5 C7 C8 173.9(4) . . . . ? C4 C5 C7 S1 -178.5(4) . . . . ? C6 C5 C7 S1 -3.6(6) . . . . ? C5 C7 C8 C2 0.0(7) . . . . ? S1 C7 C8 C2 177.6(3) . . . . ? C3 C2 C8 C7 1.2(6) . . . . ? C1 C2 C8 C7 -178.5(4) . . . . ? O2 C1 O1 Zn1 -29.5(7) . . . . ? C2 C1 O1 Zn1 150.4(3) . . . . ? O1 C1 O2 Zn2 -4.7(6) . . . . ? C2 C1 O2 Zn2 175.4(3) . . . . ? O4 C6 O3 Zn2 -176.8(4) . . . 3 ? C5 C6 O3 Zn2 1.2(8) . . . 3 ? O3 C6 O4 Zn1 -160.3(3) . . . 6_656 ? C5 C6 O4 Zn1 21.6(7) . . . 6_656 ? Zn1 O6 S1 O7 175.4(2) 6_656 . . . ? Zn1 O6 S1 O5 46.4(3) 6_656 . . . ? Zn1 O6 S1 C7 -68.8(2) 6_656 . . . ? C8 C7 S1 O7 23.3(4) . . . . ? C5 C7 S1 O7 -159.1(3) . . . . ? C8 C7 S1 O5 146.5(3) . . . . ? C5 C7 S1 O5 -35.9(4) . . . . ? C8 C7 S1 O6 -95.8(4) . . . . ? C5 C7 S1 O6 81.8(4) . . . . ? C1 O1 Zn1 O4 -109.6(4) . . . 6_556 ? C1 O1 Zn1 O10 160.3(4) . . . . ? C1 O1 Zn1 O9 20(2) . . . 5_556 ? C1 O1 Zn1 O9 59.6(4) . . . . ? C1 O1 Zn1 O6 -17.2(4) . . . 6_556 ? C1 O1 Zn1 Zn1 57.3(5) . . . 5_556 ? C1 O1 Zn1 Zn2 31.0(4) . . . . ? Zn2 O9 Zn1 O1 -46.31(14) . . . . ? Zn1 O9 Zn1 O1 -177.48(13) 5_556 . . . ? Zn2 O9 Zn1 O4 54.7(7) . . . 6_556 ? Zn1 O9 Zn1 O4 -76.4(6) 5_556 . . 6_556 ? Zn2 O9 Zn1 O10 -131.76(13) . . . . ? Zn1 O9 Zn1 O10 97.08(13) 5_556 . . . ? Zn2 O9 Zn1 O9 131.17(17) . . . 5_556 ? Zn1 O9 Zn1 O9 0.0 5_556 . . 5_556 ? Zn2 O9 Zn1 O6 43.89(12) . . . 6_556 ? Zn1 O9 Zn1 O6 -87.28(12) 5_556 . . 6_556 ? Zn2 O9 Zn1 Zn1 131.17(17) . . . 5_556 ? Zn1 O9 Zn1 Zn2 -131.17(17) 5_556 . . . ? C1 O2 Zn2 O3 135.6(3) . . . 3_545 ? C1 O2 Zn2 O9 -6.0(4) . . . . ? C1 O2 Zn2 O8 -115.1(3) . . . . ? C1 O2 Zn2 Zn1 17.9(3) . . . . ? Zn1 O9 Zn2 O2 144.56(18) 5_556 . . . ? Zn1 O9 Zn2 O2 37.68(17) . . . . ? Zn1 O9 Zn2 O3 -3.1(2) 5_556 . . 3_545 ? Zn1 O9 Zn2 O3 -109.98(14) . . . 3_545 ? Zn1 O9 Zn2 O8 -105.81(19) 5_556 . . . ? Zn1 O9 Zn2 O8 147.30(13) . . . . ? Zn1 O9 Zn2 Zn1 106.9(2) 5_556 . . . ? O1 Zn1 Zn2 O2 -18.54(14) . . . . ? O4 Zn1 Zn2 O2 45.67(17) 6_556 . . . ? O10 Zn1 Zn2 O2 -85.89(14) . . . . ? O9 Zn1 Zn2 O2 160.66(13) 5_556 . . . ? O9 Zn1 Zn2 O2 -147.13(16) . . . . ? O6 Zn1 Zn2 O2 91.26(14) 6_556 . . . ? Zn1 Zn1 Zn2 O2 -179.07(10) 5_556 . . . ? O1 Zn1 Zn2 O3 -144.49(15) . . . 3_545 ? O4 Zn1 Zn2 O3 -80.28(17) 6_556 . . 3_545 ? O10 Zn1 Zn2 O3 148.16(15) . . . 3_545 ? O9 Zn1 Zn2 O3 34.71(14) 5_556 . . 3_545 ? O9 Zn1 Zn2 O3 86.92(17) . . . 3_545 ? O6 Zn1 Zn2 O3 -34.69(14) 6_556 . . 3_545 ? Zn1 Zn1 Zn2 O3 54.98(11) 5_556 . . 3_545 ? O1 Zn1 Zn2 O9 128.59(17) . . . . ? O4 Zn1 Zn2 O9 -167.20(18) 6_556 . . . ? O10 Zn1 Zn2 O9 61.24(17) . . . . ? O9 Zn1 Zn2 O9 -52.22(19) 5_556 . . . ? O6 Zn1 Zn2 O9 -121.61(16) 6_556 . . . ? Zn1 Zn1 Zn2 O9 -31.95(13) 5_556 . . . ? O1 Zn1 Zn2 O8 81.87(16) . . . . ? O4 Zn1 Zn2 O8 146.08(18) 6_556 . . . ? O10 Zn1 Zn2 O8 14.52(17) . . . . ? O9 Zn1 Zn2 O8 -98.93(16) 5_556 . . . ? O9 Zn1 Zn2 O8 -46.72(18) . . . . ? O6 Zn1 Zn2 O8 -168.33(17) 6_556 . . . ? Zn1 Zn1 Zn2 O8 -78.66(13) 5_556 . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.77 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.593 _refine_diff_density_min -0.565 _refine_diff_density_rms 0.140 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 839133' #TrackingRef '- data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H34 Cd2 N4 O9 S' _chemical_formula_weight 899.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 14.3744(2) _cell_length_b 16.8577(2) _cell_length_c 14.6927(2) _cell_angle_alpha 90.00 _cell_angle_beta 97.3050(10) _cell_angle_gamma 90.00 _cell_volume 3531.43(8) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6012 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 24.16 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.692 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 1.322 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8574 _exptl_absorpt_correction_T_max 0.9869 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 32025 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_sigmaI/netI 0.0483 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 27.67 _reflns_number_total 8225 _reflns_number_gt 5984 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0316P)^2^+1.3581P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8225 _refine_ls_number_parameters 460 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0786 _refine_ls_wR_factor_gt 0.0692 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.015 _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 C1 C 0.4748(2) 0.1336(2) 0.3379(3) 0.0360(8) Uani 1 1 d . . . C2 C 0.3922(2) 0.1815(2) 0.2935(2) 0.0336(8) Uani 1 1 d . . . C3 C 0.2994(2) 0.17084(19) 0.3102(2) 0.0313(8) Uani 1 1 d . . . C4 C 0.2268(2) 0.2115(2) 0.2592(2) 0.0331(8) Uani 1 1 d . . . H4 H 0.1652 0.2019 0.2694 0.040 Uiso 1 1 calc R . . C5 C 0.2446(2) 0.2658(2) 0.1933(2) 0.0313(8) Uani 1 1 d . . . C6 C 0.1648(2) 0.3062(2) 0.1340(2) 0.0298(7) Uani 1 1 d . . . C7 C 0.3365(2) 0.2806(2) 0.1800(2) 0.0374(8) Uani 1 1 d . . . H7 H 0.3496 0.3193 0.1383 0.045 Uiso 1 1 calc R . . C8 C 0.4092(2) 0.2381(2) 0.2284(3) 0.0407(9) Uani 1 1 d . . . H8 H 0.4705 0.2476 0.2172 0.049 Uiso 1 1 calc R . . C9 C 0.3471(3) 0.3340(2) 0.4500(3) 0.0532(11) Uani 1 1 d . . . H9 H 0.2923 0.3065 0.4570 0.064 Uiso 1 1 calc R . . C10 C 0.3404(3) 0.3989(3) 0.3955(3) 0.0544(11) Uani 1 1 d . . . H10 H 0.2822 0.4141 0.3656 0.065 Uiso 1 1 calc R . . C11 C 0.4181(3) 0.4426(3) 0.3840(3) 0.0610(13) Uani 1 1 d . . . C12 C 0.5008(3) 0.4152(3) 0.4294(4) 0.089(2) Uani 1 1 d . . . H12 H 0.5563 0.4423 0.4241 0.107 Uiso 1 1 calc R . . C13 C 0.5028(3) 0.3485(3) 0.4826(4) 0.0714(15) Uani 1 1 d . . . H13 H 0.5605 0.3314 0.5121 0.086 Uiso 1 1 calc R . . C14 C 0.4105(3) 0.5178(3) 0.3267(4) 0.0845(18) Uani 1 1 d . . . H14A H 0.3934 0.5609 0.3650 0.101 Uiso 1 1 calc R . . H14B H 0.3592 0.5110 0.2776 0.101 Uiso 1 1 calc R . . C15 C 0.4993(4) 0.5441(4) 0.2826(4) 0.0853(17) Uani 1 1 d . . . H15A H 0.4889 0.5961 0.2549 0.102 Uiso 1 1 calc R . . H15B H 0.5531 0.5473 0.3295 0.102 Uiso 1 1 calc R . . C16 C 0.5169(4) 0.4875(4) 0.2142(4) 0.0860(17) Uani 1 1 d . . . H16A H 0.4633 0.4841 0.1671 0.103 Uiso 1 1 calc R . . H16B H 0.5277 0.4354 0.2417 0.103 Uiso 1 1 calc R . . C17 C 0.6070(3) 0.5157(4) 0.1705(4) 0.0803(17) Uani 1 1 d . . . C18 C 0.6030(3) 0.5433(3) 0.0836(3) 0.0645(14) Uani 1 1 d . . . H18 H 0.5451 0.5549 0.0506 0.077 Uiso 1 1 calc R . . C19 C 0.6829(2) 0.5544(2) 0.0436(3) 0.0448(10) Uani 1 1 d . . . H19 H 0.6769 0.5685 -0.0181 0.054 Uiso 1 1 calc R . . C20 C 0.7744(3) 0.5271(4) 0.1758(3) 0.0852(19) Uani 1 1 d . . . H20 H 0.8334 0.5239 0.2098 0.102 Uiso 1 1 calc R . . C21 C 0.6966(4) 0.5118(5) 0.2187(4) 0.107(2) Uani 1 1 d U . . H21 H 0.7041 0.4986 0.2807 0.128 Uiso 1 1 calc R . . C22 C 0.4167(3) 0.2371(3) 0.7619(3) 0.0532(11) Uani 1 1 d . . . H22 H 0.4787 0.2518 0.7594 0.064 Uiso 1 1 calc R . . C23 C 0.3818(3) 0.2440(3) 0.8443(3) 0.0641(13) Uani 1 1 d . . . H23 H 0.4191 0.2641 0.8954 0.077 Uiso 1 1 calc R . . C24 C 0.2909(3) 0.2210(3) 0.8503(3) 0.0579(12) Uani 1 1 d . . . C25 C 0.2379(3) 0.1970(3) 0.7708(3) 0.0762(16) Uani 1 1 d . . . H25 H 0.1751 0.1839 0.7713 0.091 Uiso 1 1 calc R . . C26 C 0.2771(3) 0.1924(3) 0.6908(3) 0.0713(15) Uani 1 1 d . . . H26 H 0.2396 0.1760 0.6378 0.086 Uiso 1 1 calc R . . C27 C 0.2539(3) 0.2165(3) 0.9419(3) 0.0702(14) Uani 1 1 d . . . H27A H 0.1884 0.2322 0.9343 0.084 Uiso 1 1 calc R . . H27B H 0.2884 0.2533 0.9843 0.084 Uiso 1 1 calc R . . C28 C 0.2630(3) 0.1325(3) 0.9822(3) 0.0669(14) Uani 1 1 d . . . H28A H 0.2314 0.1305 1.0367 0.080 Uiso 1 1 calc R . . H28B H 0.2316 0.0955 0.9380 0.080 Uiso 1 1 calc R . . C29 C 0.3648(3) 0.1061(3) 1.0075(4) 0.0748(15) Uani 1 1 d . . . H29A H 0.4007 0.1227 0.9592 0.090 Uiso 1 1 calc R . . H29B H 0.3907 0.1330 1.0634 0.090 Uiso 1 1 calc R . . C30 C 0.3765(3) 0.0186(3) 1.0211(4) 0.0638(13) Uani 1 1 d . . . C31 C 0.3961(3) -0.0163(4) 1.1062(4) 0.0804(16) Uani 1 1 d . . . H31 H 0.4021 0.0144 1.1592 0.096 Uiso 1 1 calc R . . N4 N 0.3985(4) -0.1455(4) 1.0403(7) 0.116(2) Uani 1 1 d . . . C33 C 0.3799(5) -0.1116(5) 0.9584(7) 0.113(3) Uani 1 1 d . . . H33 H 0.3740 -0.1436 0.9065 0.135 Uiso 1 1 calc R . . C34 C 0.3690(4) -0.0323(4) 0.9478(4) 0.0853(17) Uani 1 1 d . . . H34 H 0.3561 -0.0117 0.8888 0.102 Uiso 1 1 calc R . . Cd1 Cd 0.443722(16) 0.181122(15) 0.560101(18) 0.03180(7) Uani 1 1 d . . . Cd2 Cd 0.602304(15) 0.049689(14) 0.490377(17) 0.02803(7) Uani 1 1 d . . . N1 N 0.4273(2) 0.30699(17) 0.4943(2) 0.0398(7) Uani 1 1 d . . . N2 N 0.76836(19) 0.54607(19) 0.0881(2) 0.0388(7) Uani 1 1 d . . . N3 N 0.3670(2) 0.2105(2) 0.6855(2) 0.0476(8) Uani 1 1 d . . . C32 C 0.4067(4) -0.0982(6) 1.1114(6) 0.104(2) Uani 1 1 d . . . H32 H 0.4204 -0.1208 1.1693 0.125 Uiso 1 1 calc R . . O1 O 0.50510(16) 0.14848(15) 0.42192(16) 0.0371(6) Uani 1 1 d . . . O2 O 0.50963(19) 0.08581(18) 0.28979(19) 0.0564(8) Uani 1 1 d . . . O3 O 0.29624(16) 0.14954(15) 0.48428(16) 0.0386(6) Uani 1 1 d . . . O4 O 0.17100(16) 0.09297(17) 0.38153(18) 0.0478(7) Uani 1 1 d . . . O5 O 0.32714(18) 0.03588(14) 0.39183(19) 0.0465(7) Uani 1 1 d . . . O6 O 0.08339(16) 0.28106(16) 0.14088(18) 0.0457(7) Uani 1 1 d . . . O7 O 0.18572(16) 0.35950(15) 0.08197(17) 0.0391(6) Uani 1 1 d . . . O8 O 0.47885(15) 0.05338(13) 0.57760(15) 0.0294(5) Uani 1 1 d D . . H8A H 0.499(2) 0.041(2) 0.6397(10) 0.044 Uiso 1 1 d D . . O9 O 0.4344(3) 0.6871(3) 0.9876(5) 0.1311(18) Uani 1 1 d D . . H9A H 0.420(6) 0.737(2) 1.014(5) 0.197 Uiso 1 1 d D . . H9B H 0.399(5) 0.648(3) 1.016(5) 0.197 Uiso 1 1 d D . . S1 S 0.27042(6) 0.10650(5) 0.39843(6) 0.0347(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 C1 0.0315(18) 0.040(2) 0.034(2) 0.0050(17) -0.0044(16) 0.0050(16) C2 0.0332(18) 0.040(2) 0.0247(18) 0.0014(16) -0.0066(14) 0.0083(16) C3 0.0336(18) 0.0274(19) 0.0304(19) 0.0019(14) -0.0062(14) 0.0040(14) C4 0.0289(17) 0.033(2) 0.035(2) 0.0043(16) -0.0056(15) 0.0014(14) C5 0.0303(17) 0.034(2) 0.0279(18) 0.0020(15) -0.0053(14) 0.0021(14) C6 0.0317(18) 0.031(2) 0.0247(17) -0.0005(14) -0.0043(14) 0.0028(14) C7 0.0355(19) 0.042(2) 0.034(2) 0.0116(17) -0.0013(16) 0.0035(16) C8 0.0280(18) 0.054(3) 0.039(2) 0.0097(18) -0.0009(16) 0.0055(16) C9 0.036(2) 0.042(2) 0.081(3) 0.010(2) 0.006(2) 0.0020(18) C10 0.037(2) 0.053(3) 0.072(3) 0.009(2) 0.004(2) 0.0095(19) C11 0.045(2) 0.069(3) 0.073(3) 0.031(3) 0.023(2) 0.019(2) C12 0.039(2) 0.092(4) 0.138(5) 0.068(4) 0.013(3) 0.001(3) C13 0.031(2) 0.074(3) 0.107(4) 0.041(3) -0.003(2) 0.004(2) C14 0.066(3) 0.094(4) 0.101(4) 0.054(4) 0.042(3) 0.022(3) C15 0.071(4) 0.092(4) 0.091(4) 0.023(4) 0.002(3) 0.009(3) C16 0.077(4) 0.090(4) 0.091(5) 0.020(4) 0.013(3) 0.009(3) C17 0.038(2) 0.135(5) 0.069(4) 0.036(3) 0.013(2) 0.015(3) C18 0.027(2) 0.100(4) 0.065(3) 0.023(3) 0.001(2) 0.009(2) C19 0.035(2) 0.057(3) 0.041(2) 0.0102(19) 0.0008(17) 0.0034(18) C20 0.033(2) 0.176(6) 0.046(3) 0.033(3) 0.003(2) 0.005(3) C21 0.057(3) 0.203(6) 0.061(3) 0.050(4) 0.012(3) 0.015(4) C22 0.054(3) 0.057(3) 0.049(3) -0.010(2) 0.007(2) -0.015(2) C23 0.067(3) 0.075(3) 0.050(3) -0.022(2) 0.007(2) -0.016(3) C24 0.061(3) 0.067(3) 0.048(3) -0.012(2) 0.015(2) 0.007(2) C25 0.042(2) 0.128(5) 0.059(3) -0.018(3) 0.009(2) -0.005(3) C26 0.051(3) 0.117(5) 0.046(3) -0.021(3) 0.005(2) -0.008(3) C27 0.072(3) 0.086(4) 0.055(3) -0.014(3) 0.021(3) 0.007(3) C28 0.052(3) 0.090(4) 0.062(3) -0.005(3) 0.018(2) -0.003(3) C29 0.057(3) 0.082(4) 0.083(4) -0.004(3) 0.000(3) -0.012(3) C30 0.036(2) 0.090(4) 0.064(3) -0.006(3) 0.003(2) -0.010(2) C31 0.053(3) 0.119(5) 0.069(4) 0.000(4) 0.004(3) -0.006(3) N4 0.058(3) 0.092(5) 0.196(8) 0.003(5) 0.011(4) -0.004(3) C33 0.078(4) 0.111(7) 0.144(8) -0.041(6) -0.002(5) 0.002(4) C34 0.062(3) 0.106(5) 0.084(4) -0.014(4) -0.007(3) 0.000(3) Cd1 0.02893(13) 0.02957(14) 0.03486(15) -0.00462(11) -0.00391(10) 0.00147(10) Cd2 0.02477(12) 0.02618(13) 0.03139(14) -0.00277(10) -0.00327(9) -0.00034(10) N1 0.0331(16) 0.0353(18) 0.050(2) 0.0032(15) 0.0019(14) 0.0018(13) N2 0.0289(15) 0.049(2) 0.0383(18) 0.0053(15) 0.0027(13) 0.0011(13) N3 0.0425(18) 0.058(2) 0.042(2) -0.0067(17) 0.0028(15) -0.0028(16) C32 0.050(3) 0.128(7) 0.132(7) 0.045(6) 0.003(4) 0.003(4) O1 0.0349(13) 0.0440(15) 0.0297(14) 0.0026(11) -0.0065(11) 0.0089(11) O2 0.0581(17) 0.069(2) 0.0393(16) -0.0080(15) -0.0035(13) 0.0308(16) O3 0.0358(13) 0.0438(15) 0.0340(14) 0.0019(12) -0.0045(11) -0.0042(11) O4 0.0340(13) 0.0550(17) 0.0501(17) 0.0155(14) -0.0108(12) -0.0125(12) O5 0.0584(17) 0.0301(14) 0.0472(17) 0.0080(12) -0.0078(13) 0.0047(12) O6 0.0299(13) 0.0489(16) 0.0545(17) 0.0204(14) -0.0095(12) -0.0008(12) O7 0.0369(13) 0.0393(15) 0.0398(15) 0.0162(12) -0.0004(11) 0.0086(11) O8 0.0322(12) 0.0273(13) 0.0265(12) -0.0003(10) -0.0045(10) -0.0006(10) O9 0.098(3) 0.104(4) 0.190(6) 0.023(4) 0.013(3) -0.001(3) S1 0.0333(4) 0.0330(5) 0.0342(5) 0.0085(4) -0.0100(4) -0.0042(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 C1 O2 1.221(4) . ? C1 O1 1.280(4) . ? C1 C2 1.513(5) . ? C2 C8 1.395(5) . ? C2 C3 1.399(5) . ? C3 C4 1.386(4) . ? C3 S1 1.780(4) . ? C4 C5 1.380(5) . ? C4 H4 0.9300 . ? C5 C7 1.383(4) . ? C5 C6 1.511(4) . ? C6 O7 1.241(4) . ? C6 O6 1.260(4) . ? C7 C8 1.387(5) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 N1 1.330(5) . ? C9 C10 1.353(6) . ? C9 H9 0.9300 . ? C10 C11 1.366(6) . ? C10 H10 0.9300 . ? C11 C12 1.368(6) . ? C11 C14 1.519(6) . ? C12 C13 1.368(6) . ? C12 H12 0.9300 . ? C13 N1 1.321(5) . ? C13 H13 0.9300 . ? C14 C15 1.567(7) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.432(8) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.590(7) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.352(6) . ? C17 C21 1.391(7) . ? C18 C19 1.369(5) . ? C18 H18 0.9300 . ? C19 N2 1.323(4) . ? C19 H19 0.9300 . ? C20 N2 1.320(5) . ? C20 C21 1.376(6) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 N3 1.330(5) . ? C22 C23 1.373(6) . ? C22 H22 0.9300 . ? C23 C24 1.376(6) . ? C23 H23 0.9300 . ? C24 C25 1.371(6) . ? C24 C27 1.511(6) . ? C25 C26 1.370(6) . ? C25 H25 0.9300 . ? C26 N3 1.340(5) . ? C26 H26 0.9300 . ? C27 C28 1.534(7) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.529(6) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.495(7) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C34 1.372(7) . ? C30 C31 1.377(7) . ? C31 C32 1.390(10) . ? C31 H31 0.9300 . ? N4 C32 1.307(9) . ? N4 C33 1.328(10) . ? C33 C34 1.353(9) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? Cd1 O8 2.219(2) . ? Cd1 O6 2.289(2) 4_666 ? Cd1 N3 2.317(3) . ? Cd1 O3 2.328(2) . ? Cd1 N1 2.331(3) . ? Cd1 O1 2.379(2) . ? Cd1 Cd2 3.4276(3) . ? Cd2 O8 2.254(2) 3_656 ? Cd2 O7 2.276(2) 4_666 ? Cd2 N2 2.310(3) 2_645 ? Cd2 O8 2.318(2) . ? Cd2 O1 2.319(2) . ? Cd2 O5 2.379(2) 3_656 ? Cd2 Cd2 3.4276(5) 3_656 ? N2 Cd2 2.310(3) 2_655 ? C32 H32 0.9300 . ? O3 S1 1.461(3) . ? O4 S1 1.437(2) . ? O5 S1 1.453(3) . ? O5 Cd2 2.379(2) 3_656 ? O6 Cd1 2.289(2) 4_565 ? O7 Cd2 2.276(2) 4_565 ? O8 Cd2 2.254(2) 3_656 ? O8 H8A 0.946(10) . ? O9 H9A 0.960(9) . ? O9 H9B 0.960(9) . ? 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 O2 C1 O1 125.0(3) . . ? O2 C1 C2 117.4(3) . . ? O1 C1 C2 117.6(3) . . ? C8 C2 C3 117.5(3) . . ? C8 C2 C1 117.7(3) . . ? C3 C2 C1 124.6(3) . . ? C4 C3 C2 120.7(3) . . ? C4 C3 S1 117.7(3) . . ? C2 C3 S1 121.5(2) . . ? C5 C4 C3 120.9(3) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C4 C5 C7 119.0(3) . . ? C4 C5 C6 120.6(3) . . ? C7 C5 C6 120.4(3) . . ? O7 C6 O6 126.4(3) . . ? O7 C6 C5 117.1(3) . . ? O6 C6 C5 116.5(3) . . ? C5 C7 C8 120.4(3) . . ? C5 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C7 C8 C2 121.3(3) . . ? C7 C8 H8 119.4 . . ? C2 C8 H8 119.4 . . ? N1 C9 C10 123.9(4) . . ? N1 C9 H9 118.0 . . ? C10 C9 H9 118.0 . . ? C9 C10 C11 120.8(4) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C10 C11 C12 115.6(4) . . ? C10 C11 C14 121.1(4) . . ? C12 C11 C14 123.3(4) . . ? C11 C12 C13 120.6(4) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? N1 C13 C12 123.5(4) . . ? N1 C13 H13 118.3 . . ? C12 C13 H13 118.3 . . ? C11 C14 C15 117.4(4) . . ? C11 C14 H14A 107.9 . . ? C15 C14 H14A 107.9 . . ? C11 C14 H14B 107.9 . . ? C15 C14 H14B 107.9 . . ? H14A C14 H14B 107.2 . . ? C16 C15 C14 109.1(5) . . ? C16 C15 H15A 109.9 . . ? C14 C15 H15A 109.9 . . ? C16 C15 H15B 109.9 . . ? C14 C15 H15B 109.9 . . ? H15A C15 H15B 108.3 . . ? C15 C16 C17 108.0(5) . . ? C15 C16 H16A 110.1 . . ? C17 C16 H16A 110.1 . . ? C15 C16 H16B 110.1 . . ? C17 C16 H16B 110.1 . . ? H16A C16 H16B 108.4 . . ? C18 C17 C21 115.0(4) . . ? C18 C17 C16 123.0(4) . . ? C21 C17 C16 122.0(5) . . ? C17 C18 C19 121.1(4) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? N2 C19 C18 123.3(4) . . ? N2 C19 H19 118.3 . . ? C18 C19 H19 118.3 . . ? N2 C20 C21 122.4(4) . . ? N2 C20 H20 118.8 . . ? C21 C20 H20 118.8 . . ? C20 C21 C17 120.8(5) . . ? C20 C21 H21 119.6 . . ? C17 C21 H21 119.6 . . ? N3 C22 C23 123.8(4) . . ? N3 C22 H22 118.1 . . ? C23 C22 H22 118.1 . . ? C22 C23 C24 119.3(4) . . ? C22 C23 H23 120.4 . . ? C24 C23 H23 120.4 . . ? C25 C24 C23 117.2(4) . . ? C25 C24 C27 121.5(4) . . ? C23 C24 C27 121.1(4) . . ? C26 C25 C24 120.2(4) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? N3 C26 C25 122.8(4) . . ? N3 C26 H26 118.6 . . ? C25 C26 H26 118.6 . . ? C24 C27 C28 111.6(4) . . ? C24 C27 H27A 109.3 . . ? C28 C27 H27A 109.3 . . ? C24 C27 H27B 109.3 . . ? C28 C27 H27B 109.3 . . ? H27A C27 H27B 108.0 . . ? C29 C28 C27 113.2(4) . . ? C29 C28 H28A 108.9 . . ? C27 C28 H28A 108.9 . . ? C29 C28 H28B 108.9 . . ? C27 C28 H28B 108.9 . . ? H28A C28 H28B 107.8 . . ? C30 C29 C28 114.0(4) . . ? C30 C29 H29A 108.8 . . ? C28 C29 H29A 108.8 . . ? C30 C29 H29B 108.8 . . ? C28 C29 H29B 108.8 . . ? H29A C29 H29B 107.6 . . ? C34 C30 C31 115.6(6) . . ? C34 C30 C29 121.0(5) . . ? C31 C30 C29 123.4(5) . . ? C30 C31 C32 118.9(6) . . ? C30 C31 H31 120.6 . . ? C32 C31 H31 120.6 . . ? C32 N4 C33 116.7(8) . . ? N4 C33 C34 122.4(8) . . ? N4 C33 H33 118.8 . . ? C34 C33 H33 118.8 . . ? C33 C34 C30 122.1(7) . . ? C33 C34 H34 119.0 . . ? C30 C34 H34 119.0 . . ? O8 Cd1 O6 92.21(9) . 4_666 ? O8 Cd1 N3 103.86(11) . . ? O6 Cd1 N3 90.18(10) 4_666 . ? O8 Cd1 O3 90.77(8) . . ? O6 Cd1 O3 175.73(9) 4_666 . ? N3 Cd1 O3 86.14(10) . . ? O8 Cd1 N1 160.17(10) . . ? O6 Cd1 N1 89.85(10) 4_666 . ? N3 Cd1 N1 95.85(12) . . ? O3 Cd1 N1 88.38(9) . . ? O8 Cd1 O1 76.75(8) . . ? O6 Cd1 O1 96.37(9) 4_666 . ? N3 Cd1 O1 173.41(10) . . ? O3 Cd1 O1 87.29(8) . . ? N1 Cd1 O1 83.42(10) . . ? O8 Cd1 Cd2 42.03(6) . . ? O6 Cd1 Cd2 76.24(6) 4_666 . ? N3 Cd1 Cd2 141.03(9) . . ? O3 Cd1 Cd2 108.00(6) . . ? N1 Cd1 Cd2 120.02(8) . . ? O1 Cd1 Cd2 42.48(5) . . ? O8 Cd2 O7 169.84(9) 3_656 4_666 ? O8 Cd2 N2 99.35(10) 3_656 2_645 ? O7 Cd2 N2 85.18(10) 4_666 2_645 ? O8 Cd2 O8 82.89(9) 3_656 . ? O7 Cd2 O8 92.17(8) 4_666 . ? N2 Cd2 O8 176.42(9) 2_645 . ? O8 Cd2 O1 96.43(8) 3_656 . ? O7 Cd2 O1 90.94(9) 4_666 . ? N2 Cd2 O1 106.34(10) 2_645 . ? O8 Cd2 O1 76.06(8) . . ? O8 Cd2 O5 90.21(8) 3_656 3_656 ? O7 Cd2 O5 80.44(9) 4_666 3_656 ? N2 Cd2 O5 92.95(10) 2_645 3_656 ? O8 Cd2 O5 84.24(9) . 3_656 ? O1 Cd2 O5 158.20(9) . 3_656 ? O8 Cd2 Cd2 42.15(6) 3_656 3_656 ? O7 Cd2 Cd2 132.29(6) 4_666 3_656 ? N2 Cd2 Cd2 141.43(8) 2_645 3_656 ? O8 Cd2 Cd2 40.74(5) . 3_656 ? O1 Cd2 Cd2 84.88(6) . 3_656 ? O5 Cd2 Cd2 86.25(6) 3_656 3_656 ? O8 Cd2 Cd1 107.72(6) 3_656 . ? O7 Cd2 Cd1 73.08(6) 4_666 . ? N2 Cd2 Cd1 140.75(8) 2_645 . ? O8 Cd2 Cd1 39.87(6) . . ? O1 Cd2 Cd1 43.83(6) . . ? O5 Cd2 Cd1 114.38(7) 3_656 . ? Cd2 Cd2 Cd1 71.400(9) 3_656 . ? C13 N1 C9 115.6(3) . . ? C13 N1 Cd1 119.6(3) . . ? C9 N1 Cd1 123.3(3) . . ? C20 N2 C19 116.8(3) . . ? C20 N2 Cd2 122.4(3) . 2_655 ? C19 N2 Cd2 120.4(3) . 2_655 ? C22 N3 C26 116.5(4) . . ? C22 N3 Cd1 119.0(3) . . ? C26 N3 Cd1 123.9(3) . . ? N4 C32 C31 124.3(8) . . ? N4 C32 H32 117.9 . . ? C31 C32 H32 117.9 . . ? C1 O1 Cd2 112.9(2) . . ? C1 O1 Cd1 138.6(2) . . ? Cd2 O1 Cd1 93.69(8) . . ? S1 O3 Cd1 129.98(14) . . ? S1 O5 Cd2 129.73(16) . 3_656 ? C6 O6 Cd1 128.8(2) . 4_565 ? C6 O7 Cd2 134.4(2) . 4_565 ? Cd1 O8 Cd2 126.82(10) . 3_656 ? Cd1 O8 Cd2 98.10(9) . . ? Cd2 O8 Cd2 97.11(8) 3_656 . ? Cd1 O8 H8A 112(2) . . ? Cd2 O8 H8A 109(2) 3_656 . ? Cd2 O8 H8A 112(2) . . ? H9A O9 H9B 105(2) . . ? O4 S1 O5 114.35(17) . . ? O4 S1 O3 111.45(16) . . ? O5 S1 O3 112.41(15) . . ? O4 S1 C3 106.89(15) . . ? O5 S1 C3 105.39(16) . . ? O3 S1 C3 105.60(15) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.67 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.900 _refine_diff_density_min -0.596 _refine_diff_density_rms 0.091