# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C51 H49 Co3 N3 O23 S3' _chemical_formula_sum 'C51 H49 Co3 N3 O23 S3' _chemical_formula_weight 1344.93 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' _symmetry_space_group_name_Hall '-P 2ybc' 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 16.654(3) _cell_length_b 20.426(4) _cell_length_c 21.802(7) _cell_angle_alpha 90.00 _cell_angle_beta 128.991(18) _cell_angle_gamma 90.00 _cell_volume 5764(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11761 _cell_measurement_theta_min 1.5641 _cell_measurement_theta_max 27.8764 _exptl_crystal_description Prism _exptl_crystal_colour Blue _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.550 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2596 _exptl_absorpt_coefficient_mu 1.038 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8038 _exptl_absorpt_correction_T_max 0.8599 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10730 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0628 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 25.50 _reflns_number_total 10730 _reflns_number_gt 7869 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.1167P)^2^+11.3464P] 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 10730 _refine_ls_number_parameters 707 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1238 _refine_ls_R_factor_gt 0.0939 _refine_ls_wR_factor_ref 0.2602 _refine_ls_wR_factor_gt 0.2407 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.133 _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 Co1 Co 0.72097(8) 0.66415(5) 0.25883(5) 0.0468(3) Uani 1 1 d . . . Co2 Co 0.80623(9) 0.62366(5) 0.44693(6) 0.0547(3) Uani 1 1 d D . . Co3 Co 0.65431(8) 0.64265(5) 0.06501(5) 0.0473(3) Uani 1 1 d . . . S1 S 0.78063(14) 0.27742(9) 0.22914(11) 0.0481(4) Uani 1 1 d . . . S2 S 0.69970(18) 1.06254(10) 0.14609(17) 0.0741(7) Uani 1 1 d . . . S3 S 1.14553(15) 0.98300(9) 0.54079(11) 0.0509(5) Uani 1 1 d . . . O1 O 0.8820(5) 0.5442(3) 0.4447(4) 0.085(2) Uani 1 1 d . . . O2 O 0.7589(5) 0.5844(3) 0.3304(3) 0.0638(15) Uani 1 1 d . . . O3 O 0.8638(4) 0.2357(2) 0.2884(3) 0.0579(13) Uani 1 1 d . . . O4 O 0.7570(4) 0.2838(3) 0.1537(3) 0.0645(15) Uani 1 1 d . . . O5 O 0.3919(4) 0.1888(2) 0.2308(3) 0.0524(12) Uani 1 1 d . . . O6 O 0.3135(4) 0.1845(3) 0.1014(3) 0.0703(16) Uani 1 1 d . . . O7 O 0.6735(5) 0.7411(3) 0.1823(3) 0.0668(16) Uani 1 1 d . . . O8 O 0.6560(5) 0.7388(2) 0.0730(3) 0.0677(16) Uani 1 1 d . . . O9 O 0.6366(8) 0.6310(4) -0.0409(6) 0.137(3) Uani 1 1 d U . . O10 O 0.6878(5) 1.0838(3) 0.2038(5) 0.097(2) Uani 1 1 d . . . O11 O 0.6358(5) 1.0875(3) 0.0673(5) 0.105(3) Uani 1 1 d . . . O12 O 1.2101(4) 1.1034(3) 0.3617(3) 0.0630(15) Uani 1 1 d . . . O13 O 1.1611(4) 1.1329(3) 0.2444(3) 0.0626(15) Uani 1 1 d . . . O14 O 0.8289(4) 0.7285(3) 0.3455(3) 0.0589(14) Uani 1 1 d . . . O15 O 0.9077(4) 0.6940(3) 0.4688(3) 0.0615(14) Uani 1 1 d . . . O16 O 0.6886(10) 0.5480(5) 0.4247(6) 0.173(5) Uani 1 1 d D . . O17 O 0.8666(5) 0.6247(3) 0.5632(3) 0.0710(16) Uani 1 1 d . . . O18 O 1.0916(4) 1.0308(3) 0.4791(3) 0.0638(14) Uani 1 1 d . . . O19 O 1.1729(5) 0.9975(3) 0.6165(3) 0.0645(15) Uani 1 1 d . . . O20 O 1.5252(5) 0.8986(3) 0.5291(4) 0.0780(18) Uani 1 1 d . . . O21 O 1.6106(5) 0.8933(3) 0.6576(4) 0.0757(17) Uani 1 1 d . . . O22 O 0.331(3) 0.6196(11) 0.6015(17) 0.334(16) Uani 1 1 d . . . N1 N 0.9324(6) 0.6692(4) 0.6806(4) 0.071(2) Uani 1 1 d . . . N2 N 0.2972(14) 0.7130(10) 0.5348(8) 0.150(5) Uani 1 1 d . . . C1 C 0.8234(7) 0.5388(4) 0.3720(6) 0.060(2) Uani 1 1 d . . . C2 C 0.8208(6) 0.4778(3) 0.3345(4) 0.0504(18) Uani 1 1 d . . . C3 C 0.7505(7) 0.4688(4) 0.2538(5) 0.065(2) Uani 1 1 d . . . H3 H 0.7092 0.5037 0.2216 0.078 Uiso 1 1 calc R . . C4 C 0.7404(7) 0.4084(4) 0.2200(5) 0.060(2) Uani 1 1 d . . . H4 H 0.6940 0.4031 0.1656 0.072 Uiso 1 1 calc R . . C5 C 0.8002(6) 0.3565(3) 0.2685(4) 0.0475(17) Uani 1 1 d . . . C6 C 0.8745(6) 0.3651(4) 0.3494(5) 0.060(2) Uani 1 1 d . . . H6 H 0.9168 0.3304 0.3814 0.072 Uiso 1 1 calc R . . C7 C 0.8848(6) 0.4260(4) 0.3822(5) 0.068(2) Uani 1 1 d . . . H7 H 0.9347 0.4322 0.4363 0.081 Uiso 1 1 calc R . . C8 C 0.6669(6) 0.2508(3) 0.2119(4) 0.0455(16) Uani 1 1 d . . . C9 C 0.6712(6) 0.2385(4) 0.2764(4) 0.0551(19) Uani 1 1 d . . . H9A H 0.7331 0.2423 0.3275 0.066 Uiso 1 1 calc R . . C10 C 0.5811(6) 0.2202(4) 0.2628(4) 0.0524(18) Uani 1 1 d . . . H10 H 0.5830 0.2117 0.3056 0.063 Uiso 1 1 calc R . . C11 C 0.4889(5) 0.2141(3) 0.1877(4) 0.0424(15) Uani 1 1 d . . . C12 C 0.4856(6) 0.2274(3) 0.1237(4) 0.0477(17) Uani 1 1 d . . . H12 H 0.4238 0.2233 0.0726 0.057 Uiso 1 1 calc R . . C13 C 0.5757(6) 0.2470(4) 0.1367(4) 0.0516(18) Uani 1 1 d . . . H13 H 0.5735 0.2574 0.0941 0.062 Uiso 1 1 calc R . . C14 C 0.3902(6) 0.1942(3) 0.1729(4) 0.0487(17) Uani 1 1 d . . . C15 C 0.6659(5) 0.7677(3) 0.1282(4) 0.0475(17) Uani 1 1 d . . . C16 C 0.6710(5) 0.8413(3) 0.1294(4) 0.0464(16) Uani 1 1 d . . . C17 C 0.7040(7) 0.8741(4) 0.1967(4) 0.059(2) Uani 1 1 d . . . H17 H 0.7217 0.8502 0.2400 0.070 Uiso 1 1 calc R . . C18 C 0.7114(8) 0.9402(4) 0.2017(5) 0.075(3) Uani 1 1 d . . . H18 H 0.7335 0.9610 0.2479 0.090 Uiso 1 1 calc R . . C19 C 0.6863(6) 0.9767(4) 0.1386(5) 0.0570(19) Uani 1 1 d . . . C20 C 0.6539(9) 0.9447(4) 0.0717(6) 0.085(3) Uani 1 1 d . . . H20 H 0.6349 0.9688 0.0282 0.102 Uiso 1 1 calc R . . C21 C 0.6487(9) 0.8770(4) 0.0675(5) 0.088(3) Uani 1 1 d . . . H21 H 0.6301 0.8559 0.0224 0.105 Uiso 1 1 calc R . . C22 C 0.8281(6) 1.0744(4) 0.1864(5) 0.059(2) Uani 1 1 d . . . C23 C 0.9067(7) 1.0702(4) 0.2680(5) 0.061(2) Uani 1 1 d . . . H23 H 0.8911 1.0603 0.3011 0.074 Uiso 1 1 calc R . . C24 C 1.0077(6) 1.0810(4) 0.2988(5) 0.0560(19) Uani 1 1 d . . . H24 H 1.0599 1.0780 0.3531 0.067 Uiso 1 1 calc R . . C25 C 1.0329(6) 1.0958(3) 0.2517(4) 0.0491(17) Uani 1 1 d . . . C26 C 0.9560(8) 1.0995(5) 0.1713(5) 0.085(3) Uani 1 1 d . . . H26 H 0.9725 1.1091 0.1387 0.102 Uiso 1 1 calc R . . C27 C 0.8554(7) 1.0893(5) 0.1395(5) 0.086(3) Uani 1 1 d . . . H27 H 0.8039 1.0923 0.0851 0.103 Uiso 1 1 calc R . . C28 C 1.1446(6) 1.1121(4) 0.2881(5) 0.0542(18) Uani 1 1 d . . . C29 C 0.8873(7) 0.6721(4) 0.6044(6) 0.070(2) Uani 1 1 d . . . H29 H 0.8703 0.7133 0.5810 0.084 Uiso 1 1 calc R . . C30 C 0.9492(10) 0.7277(6) 0.7252(8) 0.112(4) Uani 1 1 d . . . H30A H 0.8990 0.7296 0.7334 0.169 Uiso 1 1 calc R . . H30B H 0.9425 0.7657 0.6964 0.169 Uiso 1 1 calc R . . H30C H 1.0173 0.7265 0.7753 0.169 Uiso 1 1 calc R . . C31 C 0.9627(9) 0.6056(6) 0.7204(6) 0.096(3) Uani 1 1 d . . . H31A H 0.9822 0.5769 0.6969 0.144 Uiso 1 1 calc R . . H31B H 0.9056 0.5870 0.7150 0.144 Uiso 1 1 calc R . . H31C H 1.0202 0.6113 0.7753 0.144 Uiso 1 1 calc R . . C32 C 0.8935(6) 0.7344(4) 0.4184(5) 0.0541(19) Uani 1 1 d . . . C33 C 0.9592(5) 0.7947(4) 0.4494(4) 0.0483(17) Uani 1 1 d . . . C34 C 1.0266(6) 0.8077(3) 0.5306(4) 0.0515(18) Uani 1 1 d . . . H34 H 1.0324 0.7782 0.5656 0.062 Uiso 1 1 calc R . . C35 C 1.0847(6) 0.8645(4) 0.5585(4) 0.0527(19) Uani 1 1 d . . . H35 H 1.1304 0.8729 0.6124 0.063 Uiso 1 1 calc R . . C36 C 1.0746(5) 0.9092(3) 0.5059(4) 0.0456(16) Uani 1 1 d . . . C37 C 1.0087(6) 0.8965(4) 0.4259(4) 0.061(2) Uani 1 1 d . . . H37 H 1.0033 0.9261 0.3911 0.074 Uiso 1 1 calc R . . C38 C 0.9516(6) 0.8403(4) 0.3980(4) 0.058(2) Uani 1 1 d . . . H38 H 0.9069 0.8322 0.3440 0.070 Uiso 1 1 calc R . . C39 C 1.2602(6) 0.9635(3) 0.5561(4) 0.0487(17) Uani 1 1 d . . . C40 C 1.3450(7) 0.9407(4) 0.6297(5) 0.063(2) Uani 1 1 d . . . H40 H 1.3422 0.9370 0.6708 0.076 Uiso 1 1 calc R . . C41 C 1.4346(6) 0.9236(4) 0.6407(5) 0.061(2) Uani 1 1 d . . . H41 H 1.4928 0.9093 0.6898 0.074 Uiso 1 1 calc R . . C42 C 1.4368(6) 0.9279(3) 0.5786(4) 0.0524(18) Uani 1 1 d . . . C43 C 1.3529(6) 0.9525(4) 0.5062(5) 0.061(2) Uani 1 1 d . . . H43 H 1.3561 0.9566 0.4653 0.074 Uiso 1 1 calc R . . C44 C 1.2644(6) 0.9710(4) 0.4947(5) 0.062(2) Uani 1 1 d . . . H44 H 1.2083 0.9883 0.4466 0.074 Uiso 1 1 calc R . . C45 C 1.5309(6) 0.9050(4) 0.5892(6) 0.062(2) Uani 1 1 d . . . C46 C 0.2225(18) 0.7667(14) 0.4901(12) 0.258(15) Uani 1 1 d . . . H46A H 0.1932 0.7639 0.4357 0.387 Uiso 1 1 calc R . . H46B H 0.2571 0.8080 0.5113 0.387 Uiso 1 1 calc R . . H46C H 0.1685 0.7632 0.4942 0.387 Uiso 1 1 calc R . . C47 C 0.3922(16) 0.7224(11) 0.5481(12) 0.194(9) Uani 1 1 d . . . H47A H 0.4491 0.7114 0.6018 0.291 Uiso 1 1 calc R . . H47B H 0.3979 0.7674 0.5386 0.291 Uiso 1 1 calc R . . H47C H 0.3934 0.6949 0.5130 0.291 Uiso 1 1 calc R . . C48 C 0.278(3) 0.6669(15) 0.5615(16) 0.248(18) Uani 1 1 d . . . H48 H 0.2138 0.6686 0.5490 0.298 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0476(6) 0.0487(6) 0.0427(5) -0.0011(4) 0.0277(5) 0.0002(4) Co2 0.0579(7) 0.0603(6) 0.0465(6) 0.0092(5) 0.0332(5) 0.0139(5) Co3 0.0471(6) 0.0512(6) 0.0411(5) -0.0031(4) 0.0265(5) 0.0000(4) S1 0.0476(10) 0.0462(9) 0.0534(10) -0.0036(8) 0.0331(9) -0.0006(8) S2 0.0524(13) 0.0445(11) 0.1073(19) 0.0059(12) 0.0415(14) 0.0003(10) S3 0.0523(11) 0.0432(9) 0.0569(11) -0.0037(8) 0.0341(10) 0.0031(8) O1 0.094(5) 0.056(4) 0.063(4) -0.009(3) 0.029(4) 0.015(3) O2 0.088(4) 0.048(3) 0.068(3) 0.015(3) 0.056(3) 0.020(3) O3 0.053(3) 0.052(3) 0.067(3) -0.001(3) 0.037(3) 0.004(2) O4 0.071(4) 0.076(4) 0.060(3) -0.002(3) 0.048(3) -0.004(3) O5 0.053(3) 0.059(3) 0.046(3) 0.002(2) 0.031(3) -0.002(2) O6 0.052(3) 0.092(4) 0.051(3) 0.002(3) 0.025(3) -0.024(3) O7 0.093(5) 0.048(3) 0.056(3) 0.011(3) 0.045(3) 0.001(3) O8 0.104(5) 0.045(3) 0.059(3) -0.007(3) 0.053(3) 0.000(3) O9 0.143(7) 0.074(4) 0.167(7) 0.034(4) 0.084(5) 0.059(4) O10 0.086(5) 0.064(4) 0.163(7) -0.026(4) 0.088(5) -0.005(4) O11 0.059(4) 0.070(4) 0.134(6) 0.016(4) 0.036(4) -0.009(3) O12 0.044(3) 0.092(4) 0.043(3) 0.008(3) 0.023(3) -0.006(3) O13 0.048(3) 0.088(4) 0.048(3) 0.013(3) 0.028(3) 0.002(3) O14 0.060(3) 0.064(3) 0.043(3) -0.015(2) 0.028(3) -0.020(3) O15 0.055(3) 0.057(3) 0.052(3) -0.004(3) 0.023(3) -0.005(3) O16 0.278(14) 0.170(10) 0.133(8) 0.041(7) 0.159(10) 0.065(9) O17 0.088(5) 0.071(4) 0.056(3) -0.005(3) 0.046(3) -0.007(3) O18 0.059(3) 0.051(3) 0.080(4) 0.010(3) 0.043(3) 0.017(3) O19 0.079(4) 0.053(3) 0.067(3) -0.018(3) 0.049(3) -0.004(3) O20 0.055(4) 0.090(5) 0.073(4) -0.010(4) 0.033(3) 0.010(3) O21 0.050(4) 0.071(4) 0.084(4) 0.025(3) 0.032(3) 0.008(3) O22 0.54(5) 0.21(2) 0.37(3) 0.06(2) 0.35(3) 0.03(2) N1 0.065(5) 0.093(6) 0.066(5) -0.020(4) 0.046(4) -0.016(4) N2 0.168(14) 0.201(17) 0.097(9) -0.037(10) 0.091(10) -0.016(13) C1 0.065(5) 0.040(4) 0.078(6) 0.000(4) 0.045(5) 0.004(4) C2 0.048(4) 0.040(4) 0.062(5) -0.002(3) 0.033(4) -0.003(3) C3 0.086(6) 0.040(4) 0.060(5) 0.017(4) 0.040(5) 0.016(4) C4 0.065(5) 0.052(4) 0.047(4) 0.011(4) 0.028(4) 0.008(4) C5 0.050(4) 0.045(4) 0.057(4) -0.001(3) 0.038(4) -0.006(3) C6 0.040(4) 0.052(4) 0.067(5) 0.001(4) 0.024(4) 0.001(4) C7 0.048(5) 0.053(5) 0.054(5) -0.005(4) 0.009(4) -0.003(4) C8 0.054(4) 0.039(3) 0.048(4) -0.008(3) 0.034(4) -0.010(3) C9 0.050(5) 0.065(5) 0.040(4) 0.001(3) 0.023(4) -0.009(4) C10 0.052(5) 0.063(5) 0.037(4) 0.005(3) 0.026(4) -0.006(4) C11 0.048(4) 0.035(3) 0.045(4) -0.001(3) 0.030(3) -0.002(3) C12 0.051(4) 0.046(4) 0.038(4) 0.002(3) 0.024(3) 0.003(3) C13 0.063(5) 0.063(5) 0.037(4) -0.006(3) 0.035(4) -0.012(4) C14 0.045(4) 0.046(4) 0.046(4) 0.003(3) 0.025(4) -0.007(3) C15 0.032(4) 0.044(4) 0.050(4) 0.009(3) 0.018(3) 0.005(3) C16 0.036(4) 0.050(4) 0.040(4) 0.002(3) 0.017(3) 0.000(3) C17 0.067(5) 0.059(5) 0.044(4) 0.000(4) 0.032(4) 0.005(4) C18 0.111(8) 0.054(5) 0.062(5) -0.021(4) 0.055(6) -0.007(5) C19 0.045(4) 0.054(4) 0.058(5) -0.007(4) 0.026(4) -0.005(4) C20 0.136(10) 0.047(5) 0.069(6) 0.010(4) 0.062(6) -0.004(5) C21 0.149(10) 0.051(5) 0.064(6) -0.002(4) 0.068(7) -0.015(6) C22 0.048(5) 0.041(4) 0.075(6) 0.003(4) 0.032(4) -0.003(3) C23 0.072(6) 0.053(4) 0.078(6) -0.008(4) 0.056(5) -0.006(4) C24 0.051(5) 0.060(5) 0.058(5) -0.012(4) 0.035(4) -0.015(4) C25 0.046(4) 0.044(4) 0.055(4) -0.010(3) 0.031(4) -0.017(3) C26 0.068(6) 0.120(8) 0.058(5) 0.020(5) 0.035(5) -0.014(6) C27 0.052(5) 0.109(8) 0.060(5) 0.028(5) 0.018(4) -0.019(5) C28 0.051(5) 0.060(5) 0.055(5) -0.002(4) 0.035(4) -0.005(4) C29 0.082(7) 0.059(5) 0.079(6) 0.007(5) 0.055(6) -0.004(5) C30 0.130(10) 0.112(9) 0.145(11) -0.060(8) 0.111(10) -0.051(8) C31 0.099(8) 0.119(9) 0.071(6) 0.010(6) 0.054(6) 0.012(7) C32 0.057(5) 0.051(4) 0.051(4) -0.006(4) 0.032(4) 0.004(4) C33 0.037(4) 0.058(4) 0.046(4) -0.004(3) 0.024(3) 0.000(3) C34 0.054(5) 0.047(4) 0.044(4) 0.000(3) 0.026(4) -0.002(3) C35 0.057(5) 0.057(4) 0.034(4) -0.005(3) 0.024(4) 0.003(4) C36 0.035(4) 0.047(4) 0.050(4) -0.003(3) 0.025(3) 0.003(3) C37 0.064(5) 0.070(5) 0.046(4) 0.004(4) 0.032(4) -0.003(4) C38 0.056(5) 0.070(5) 0.036(4) -0.005(4) 0.022(4) -0.007(4) C39 0.047(4) 0.032(3) 0.055(4) -0.003(3) 0.026(4) 0.001(3) C40 0.060(5) 0.063(5) 0.046(4) 0.008(4) 0.023(4) 0.007(4) C41 0.048(5) 0.059(5) 0.056(5) 0.014(4) 0.023(4) 0.010(4) C42 0.040(4) 0.044(4) 0.056(4) 0.005(3) 0.022(4) 0.000(3) C43 0.054(5) 0.082(6) 0.051(4) 0.013(4) 0.034(4) 0.015(4) C44 0.050(5) 0.080(6) 0.049(4) 0.013(4) 0.028(4) 0.014(4) C45 0.039(4) 0.047(4) 0.074(6) 0.007(4) 0.023(4) -0.002(4) C46 0.21(2) 0.36(4) 0.149(17) 0.04(2) 0.089(17) 0.16(3) C47 0.168(18) 0.27(2) 0.198(19) -0.063(17) 0.140(17) -0.012(18) C48 0.45(6) 0.18(2) 0.18(2) -0.028(19) 0.22(3) -0.05(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 Co1 O7 2.054(5) . ? Co1 O2 2.062(5) . ? Co1 O14 2.063(5) . ? Co1 O5 2.092(5) 2_655 ? Co1 O13 2.109(6) 2_745 ? Co1 O21 2.127(6) 4_475 ? Co2 O6 1.997(5) 2_655 ? Co2 O15 2.032(6) . ? Co2 O17 2.056(6) . ? Co2 O1 2.075(6) . ? Co2 O2 2.280(5) . ? Co2 O16 2.294(12) . ? Co3 O12 1.938(5) 2_745 ? Co3 O20 1.956(6) 4_475 ? Co3 O8 1.971(5) . ? Co3 O9 2.149(11) . ? S1 O4 1.436(5) . ? S1 O3 1.436(5) . ? S1 C5 1.761(7) . ? S1 C8 1.768(7) . ? S2 O11 1.429(8) . ? S2 O10 1.457(8) . ? S2 C22 1.744(8) . ? S2 C19 1.762(8) . ? S3 O18 1.431(5) . ? S3 O19 1.440(5) . ? S3 C39 1.766(8) . ? S3 C36 1.766(7) . ? O1 C1 1.237(10) . ? O2 C1 1.271(9) . ? O5 C14 1.248(8) . ? O5 Co1 2.092(5) 2_645 ? O6 C14 1.264(9) . ? O6 Co2 1.997(5) 2_645 ? O7 C15 1.232(9) . ? O8 C15 1.254(9) . ? O12 C28 1.262(9) . ? O12 Co3 1.938(5) 2_755 ? O13 C28 1.221(9) . ? O13 Co1 2.109(6) 2_755 ? O14 C32 1.243(9) . ? O15 C32 1.273(9) . ? O17 C29 1.215(10) . ? O20 C45 1.260(11) . ? O20 Co3 1.956(6) 4_676 ? O21 C45 1.245(9) . ? O21 Co1 2.127(6) 4_676 ? O22 C48 1.23(4) . ? N1 C29 1.325(11) . ? N1 C30 1.453(12) . ? N1 C31 1.463(13) . ? N2 C48 1.24(3) . ? N2 C47 1.43(2) . ? N2 C46 1.48(2) . ? C1 C2 1.477(10) . ? C2 C3 1.380(10) . ? C2 C7 1.393(10) . ? C3 C4 1.392(11) . ? C3 H3 0.9300 . ? C4 C5 1.382(10) . ? C4 H4 0.9300 . ? C5 C6 1.389(11) . ? C6 C7 1.390(11) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.366(10) . ? C8 C9 1.386(10) . ? C9 C10 1.386(10) . ? C9 H9A 0.9300 . ? C10 C11 1.375(10) . ? C10 H10 0.9300 . ? C11 C12 1.387(9) . ? C11 C14 1.518(10) . ? C12 C13 1.400(10) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C15 C16 1.504(10) . ? C16 C21 1.365(11) . ? C16 C17 1.374(10) . ? C17 C18 1.354(11) . ? C17 H17 0.9300 . ? C18 C19 1.380(12) . ? C18 H18 0.9300 . ? C19 C20 1.361(12) . ? C20 C21 1.386(12) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C27 1.388(13) . ? C22 C23 1.399(12) . ? C23 C24 1.380(11) . ? C23 H23 0.9300 . ? C24 C25 1.365(10) . ? C24 H24 0.9300 . ? C25 C26 1.377(11) . ? C25 C28 1.532(10) . ? C26 C27 1.369(13) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C29 H29 0.9300 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 C33 1.498(10) . ? C33 C38 1.399(11) . ? C33 C34 1.401(10) . ? C34 C35 1.383(10) . ? C34 H34 0.9300 . ? C35 C36 1.389(10) . ? C35 H35 0.9300 . ? C36 C37 1.381(10) . ? C37 C38 1.365(11) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 C44 1.390(11) . ? C39 C40 1.391(10) . ? C40 C41 1.399(12) . ? C40 H40 0.9300 . ? C41 C42 1.379(11) . ? C41 H41 0.9300 . ? C42 C43 1.386(10) . ? C42 C45 1.507(11) . ? C43 C44 1.384(11) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C46 H46A 0.9600 . ? C46 H46B 0.9600 . ? C46 H46C 0.9600 . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? C48 H48 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 O2 176.2(3) . . ? O7 Co1 O14 85.7(2) . . ? O2 Co1 O14 97.7(2) . . ? O7 Co1 O5 89.5(2) . 2_655 ? O2 Co1 O5 88.6(2) . 2_655 ? O14 Co1 O5 94.1(2) . 2_655 ? O7 Co1 O13 95.4(2) . 2_745 ? O2 Co1 O13 86.5(2) . 2_745 ? O14 Co1 O13 86.0(2) . 2_745 ? O5 Co1 O13 175.1(2) 2_655 2_745 ? O7 Co1 O21 86.5(2) . 4_475 ? O2 Co1 O21 90.2(2) . 4_475 ? O14 Co1 O21 171.3(2) . 4_475 ? O5 Co1 O21 89.8(2) 2_655 4_475 ? O13 Co1 O21 90.8(2) 2_745 4_475 ? O6 Co2 O15 95.2(3) 2_655 . ? O6 Co2 O17 101.2(2) 2_655 . ? O15 Co2 O17 90.8(2) . . ? O6 Co2 O1 153.5(2) 2_655 . ? O15 Co2 O1 97.5(3) . . ? O17 Co2 O1 101.8(3) . . ? O6 Co2 O2 95.8(2) 2_655 . ? O15 Co2 O2 99.4(2) . . ? O17 Co2 O2 159.3(2) . . ? O1 Co2 O2 59.2(2) . . ? O6 Co2 O16 82.6(3) 2_655 . ? O15 Co2 O16 176.9(3) . . ? O17 Co2 O16 87.6(3) . . ? O1 Co2 O16 85.4(3) . . ? O2 Co2 O16 82.9(3) . . ? O12 Co3 O20 124.6(3) 2_745 4_475 ? O12 Co3 O8 113.3(3) 2_745 . ? O20 Co3 O8 114.6(3) 4_475 . ? O12 Co3 O9 98.1(3) 2_745 . ? O20 Co3 O9 98.6(4) 4_475 . ? O8 Co3 O9 100.9(3) . . ? O4 S1 O3 119.9(3) . . ? O4 S1 C5 107.9(3) . . ? O3 S1 C5 109.1(3) . . ? O4 S1 C8 107.4(3) . . ? O3 S1 C8 107.9(3) . . ? C5 S1 C8 103.4(3) . . ? O11 S2 O10 121.8(5) . . ? O11 S2 C22 107.8(4) . . ? O10 S2 C22 108.3(4) . . ? O11 S2 C19 106.8(4) . . ? O10 S2 C19 107.4(4) . . ? C22 S2 C19 103.2(4) . . ? O18 S3 O19 119.7(3) . . ? O18 S3 C39 107.2(3) . . ? O19 S3 C39 107.8(4) . . ? O18 S3 C36 108.9(3) . . ? O19 S3 C36 108.2(3) . . ? C39 S3 C36 103.8(3) . . ? C1 O1 Co2 95.7(5) . . ? C1 O2 Co1 146.9(6) . . ? C1 O2 Co2 85.3(5) . . ? Co1 O2 Co2 107.0(2) . . ? C14 O5 Co1 132.9(5) . 2_645 ? C14 O6 Co2 130.3(5) . 2_645 ? C15 O7 Co1 150.6(6) . . ? C15 O8 Co3 122.7(5) . . ? C28 O12 Co3 128.1(5) . 2_755 ? C28 O13 Co1 143.4(5) . 2_755 ? C32 O14 Co1 141.9(5) . . ? C32 O15 Co2 125.5(5) . . ? C29 O17 Co2 127.8(6) . . ? C45 O20 Co3 106.5(5) . 4_676 ? C45 O21 Co1 157.3(6) . 4_676 ? C29 N1 C30 121.3(10) . . ? C29 N1 C31 119.7(8) . . ? C30 N1 C31 118.9(9) . . ? C48 N2 C47 125(3) . . ? C48 N2 C46 121(3) . . ? C47 N2 C46 113(2) . . ? O1 C1 O2 118.7(7) . . ? O1 C1 C2 120.6(7) . . ? O2 C1 C2 120.4(8) . . ? C3 C2 C7 119.3(7) . . ? C3 C2 C1 121.5(7) . . ? C7 C2 C1 119.0(7) . . ? C2 C3 C4 121.0(7) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 119.1(7) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C6 120.8(7) . . ? C4 C5 S1 120.6(6) . . ? C6 C5 S1 118.6(6) . . ? C5 C6 C7 119.3(7) . . ? C5 C6 H6 120.4 . . ? C7 C6 H6 120.4 . . ? C2 C7 C6 120.4(7) . . ? C2 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C13 C8 C9 121.1(7) . . ? C13 C8 S1 120.4(5) . . ? C9 C8 S1 118.4(6) . . ? C8 C9 C10 118.3(7) . . ? C8 C9 H9A 120.8 . . ? C10 C9 H9A 120.8 . . ? C11 C10 C9 121.7(7) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? C10 C11 C12 119.3(7) . . ? C10 C11 C14 121.7(6) . . ? C12 C11 C14 119.1(6) . . ? C11 C12 C13 119.6(7) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C8 C13 C12 120.0(6) . . ? C8 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? O5 C14 O6 126.6(7) . . ? O5 C14 C11 118.4(6) . . ? O6 C14 C11 115.0(6) . . ? O7 C15 O8 125.7(7) . . ? O7 C15 C16 117.0(7) . . ? O8 C15 C16 117.4(7) . . ? C21 C16 C17 118.2(7) . . ? C21 C16 C15 122.6(7) . . ? C17 C16 C15 119.1(7) . . ? C18 C17 C16 121.8(8) . . ? C18 C17 H17 119.1 . . ? C16 C17 H17 119.1 . . ? C17 C18 C19 120.3(7) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C20 C19 C18 118.4(7) . . ? C20 C19 S2 121.3(7) . . ? C18 C19 S2 120.3(6) . . ? C19 C20 C21 121.1(8) . . ? C19 C20 H20 119.4 . . ? C21 C20 H20 119.4 . . ? C16 C21 C20 120.0(8) . . ? C16 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C27 C22 C23 118.2(8) . . ? C27 C22 S2 121.7(7) . . ? C23 C22 S2 120.1(7) . . ? C24 C23 C22 119.2(8) . . ? C24 C23 H23 120.4 . . ? C22 C23 H23 120.4 . . ? C25 C24 C23 121.7(8) . . ? C25 C24 H24 119.1 . . ? C23 C24 H24 119.1 . . ? C24 C25 C26 119.4(8) . . ? C24 C25 C28 120.5(7) . . ? C26 C25 C28 120.0(7) . . ? C27 C26 C25 119.9(9) . . ? C27 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C26 C27 C22 121.6(8) . . ? C26 C27 H27 119.2 . . ? C22 C27 H27 119.2 . . ? O13 C28 O12 127.0(7) . . ? O13 C28 C25 117.9(7) . . ? O12 C28 C25 115.1(7) . . ? O17 C29 N1 124.4(8) . . ? O17 C29 H29 117.8 . . ? N1 C29 H29 117.8 . . ? N1 C30 H30A 109.5 . . ? N1 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? N1 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N1 C31 H31A 109.5 . . ? N1 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N1 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O14 C32 O15 125.6(7) . . ? O14 C32 C33 117.1(7) . . ? O15 C32 C33 117.3(7) . . ? C38 C33 C34 118.8(7) . . ? C38 C33 C32 120.9(7) . . ? C34 C33 C32 120.2(7) . . ? C35 C34 C33 119.8(7) . . ? C35 C34 H34 120.1 . . ? C33 C34 H34 120.1 . . ? C34 C35 C36 120.0(6) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C37 C36 C35 120.4(7) . . ? C37 C36 S3 119.3(6) . . ? C35 C36 S3 120.3(5) . . ? C38 C37 C36 119.9(7) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C37 C38 C33 121.0(7) . . ? C37 C38 H38 119.5 . . ? C33 C38 H38 119.5 . . ? C44 C39 C40 121.2(8) . . ? C44 C39 S3 119.7(6) . . ? C40 C39 S3 119.1(6) . . ? C39 C40 C41 118.7(8) . . ? C39 C40 H40 120.6 . . ? C41 C40 H40 120.6 . . ? C42 C41 C40 120.0(7) . . ? C42 C41 H41 120.0 . . ? C40 C41 H41 120.0 . . ? C41 C42 C43 120.7(7) . . ? C41 C42 C45 119.8(7) . . ? C43 C42 C45 119.5(8) . . ? C44 C43 C42 120.0(8) . . ? C44 C43 H43 120.0 . . ? C42 C43 H43 120.0 . . ? C43 C44 C39 119.2(7) . . ? C43 C44 H44 120.4 . . ? C39 C44 H44 120.4 . . ? O21 C45 O20 123.4(8) . . ? O21 C45 C42 117.7(9) . . ? O20 C45 C42 118.8(7) . . ? N2 C46 H46A 109.5 . . ? N2 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? N2 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? N2 C47 H47A 109.5 . . ? N2 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? N2 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? O22 C48 N2 130(4) . . ? O22 C48 H48 114.9 . . ? N2 C48 H48 114.9 . . ? 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 O6 Co2 O1 C1 15.0(10) 2_655 . . . ? O15 Co2 O1 C1 -102.9(6) . . . . ? O17 Co2 O1 C1 164.7(6) . . . . ? O2 Co2 O1 C1 -6.3(5) . . . . ? O16 Co2 O1 C1 78.2(6) . . . . ? O7 Co1 O2 C1 132(3) . . . . ? O14 Co1 O2 C1 -73.0(10) . . . . ? O5 Co1 O2 C1 -167.0(10) 2_655 . . . ? O13 Co1 O2 C1 12.4(10) 2_745 . . . ? O21 Co1 O2 C1 103.2(10) 4_475 . . . ? O7 Co1 O2 Co2 -120(3) . . . . ? O14 Co1 O2 Co2 35.1(3) . . . . ? O5 Co1 O2 Co2 -58.9(3) 2_655 . . . ? O13 Co1 O2 Co2 120.6(3) 2_745 . . . ? O21 Co1 O2 Co2 -148.7(3) 4_475 . . . ? O6 Co2 O2 C1 -164.5(5) 2_655 . . . ? O15 Co2 O2 C1 99.3(5) . . . . ? O17 Co2 O2 C1 -19.3(9) . . . . ? O1 Co2 O2 C1 6.1(5) . . . . ? O16 Co2 O2 C1 -82.7(5) . . . . ? O6 Co2 O2 Co1 47.0(3) 2_655 . . . ? O15 Co2 O2 Co1 -49.3(3) . . . . ? O17 Co2 O2 Co1 -167.9(6) . . . . ? O1 Co2 O2 Co1 -142.4(4) . . . . ? O16 Co2 O2 Co1 128.7(4) . . . . ? O2 Co1 O7 C15 -95(4) . . . . ? O14 Co1 O7 C15 109.8(11) . . . . ? O5 Co1 O7 C15 -156.0(11) 2_655 . . . ? O13 Co1 O7 C15 24.3(11) 2_745 . . . ? O21 Co1 O7 C15 -66.2(11) 4_475 . . . ? O12 Co3 O8 C15 -75.6(7) 2_745 . . . ? O20 Co3 O8 C15 75.7(7) 4_475 . . . ? O9 Co3 O8 C15 -179.5(6) . . . . ? O7 Co1 O14 C32 169.4(9) . . . . ? O2 Co1 O14 C32 -9.0(9) . . . . ? O5 Co1 O14 C32 80.2(9) 2_655 . . . ? O13 Co1 O14 C32 -94.8(9) 2_745 . . . ? O21 Co1 O14 C32 -163.3(13) 4_475 . . . ? O6 Co2 O15 C32 -52.6(6) 2_655 . . . ? O17 Co2 O15 C32 -154.0(6) . . . . ? O1 Co2 O15 C32 104.0(6) . . . . ? O2 Co2 O15 C32 44.2(6) . . . . ? O16 Co2 O15 C32 -96(6) . . . . ? O6 Co2 O17 C29 -49.8(8) 2_655 . . . ? O15 Co2 O17 C29 45.7(8) . . . . ? O1 Co2 O17 C29 143.5(8) . . . . ? O2 Co2 O17 C29 165.6(7) . . . . ? O16 Co2 O17 C29 -131.7(8) . . . . ? Co2 O1 C1 O2 11.1(9) . . . . ? Co2 O1 C1 C2 -162.5(7) . . . . ? Co1 O2 C1 O1 104.1(11) . . . . ? Co2 O2 C1 O1 -10.1(8) . . . . ? Co1 O2 C1 C2 -82.2(12) . . . . ? Co2 O2 C1 C2 163.6(7) . . . . ? O1 C1 C2 C3 174.9(9) . . . . ? O2 C1 C2 C3 1.3(12) . . . . ? O1 C1 C2 C7 0.6(13) . . . . ? O2 C1 C2 C7 -173.0(8) . . . . ? C7 C2 C3 C4 2.1(13) . . . . ? C1 C2 C3 C4 -172.2(8) . . . . ? C2 C3 C4 C5 1.5(13) . . . . ? C3 C4 C5 C6 -4.2(12) . . . . ? C3 C4 C5 S1 173.5(7) . . . . ? O4 S1 C5 C4 37.8(7) . . . . ? O3 S1 C5 C4 169.6(6) . . . . ? C8 S1 C5 C4 -75.8(7) . . . . ? O4 S1 C5 C6 -144.5(6) . . . . ? O3 S1 C5 C6 -12.7(7) . . . . ? C8 S1 C5 C6 101.9(6) . . . . ? C4 C5 C6 C7 3.2(12) . . . . ? S1 C5 C6 C7 -174.5(7) . . . . ? C3 C2 C7 C6 -3.1(13) . . . . ? C1 C2 C7 C6 171.3(8) . . . . ? C5 C6 C7 C2 0.5(13) . . . . ? O4 S1 C8 C13 -6.9(7) . . . . ? O3 S1 C8 C13 -137.5(6) . . . . ? C5 S1 C8 C13 107.0(6) . . . . ? O4 S1 C8 C9 177.4(6) . . . . ? O3 S1 C8 C9 46.9(7) . . . . ? C5 S1 C8 C9 -68.6(7) . . . . ? C13 C8 C9 C10 1.9(11) . . . . ? S1 C8 C9 C10 177.4(6) . . . . ? C8 C9 C10 C11 0.0(12) . . . . ? C9 C10 C11 C12 -0.7(11) . . . . ? C9 C10 C11 C14 -179.9(7) . . . . ? C10 C11 C12 C13 -0.4(10) . . . . ? C14 C11 C12 C13 178.8(6) . . . . ? C9 C8 C13 C12 -3.0(11) . . . . ? S1 C8 C13 C12 -178.5(5) . . . . ? C11 C12 C13 C8 2.2(11) . . . . ? Co1 O5 C14 O6 -0.9(12) 2_645 . . . ? Co1 O5 C14 C11 179.3(4) 2_645 . . . ? Co2 O6 C14 O5 -30.5(12) 2_645 . . . ? Co2 O6 C14 C11 149.3(5) 2_645 . . . ? C10 C11 C14 O5 6.3(10) . . . . ? C12 C11 C14 O5 -172.9(6) . . . . ? C10 C11 C14 O6 -173.6(7) . . . . ? C12 C11 C14 O6 7.2(10) . . . . ? Co1 O7 C15 O8 32.1(16) . . . . ? Co1 O7 C15 C16 -146.8(8) . . . . ? Co3 O8 C15 O7 -1.6(11) . . . . ? Co3 O8 C15 C16 177.2(5) . . . . ? O7 C15 C16 C21 -170.2(9) . . . . ? O8 C15 C16 C21 10.8(12) . . . . ? O7 C15 C16 C17 13.0(10) . . . . ? O8 C15 C16 C17 -165.9(7) . . . . ? C21 C16 C17 C18 2.2(14) . . . . ? C15 C16 C17 C18 179.1(8) . . . . ? C16 C17 C18 C19 -0.5(15) . . . . ? C17 C18 C19 C20 0.2(15) . . . . ? C17 C18 C19 S2 -178.1(7) . . . . ? O11 S2 C19 C20 22.0(9) . . . . ? O10 S2 C19 C20 154.2(8) . . . . ? C22 S2 C19 C20 -91.5(9) . . . . ? O11 S2 C19 C18 -159.8(8) . . . . ? O10 S2 C19 C18 -27.5(9) . . . . ? C22 S2 C19 C18 86.7(8) . . . . ? C18 C19 C20 C21 -1.8(16) . . . . ? S2 C19 C20 C21 176.5(9) . . . . ? C17 C16 C21 C20 -3.7(16) . . . . ? C15 C16 C21 C20 179.5(9) . . . . ? C19 C20 C21 C16 3.6(18) . . . . ? O11 S2 C22 C27 -15.2(9) . . . . ? O10 S2 C22 C27 -148.8(8) . . . . ? C19 S2 C22 C27 97.6(8) . . . . ? O11 S2 C22 C23 163.8(7) . . . . ? O10 S2 C22 C23 30.2(8) . . . . ? C19 S2 C22 C23 -83.5(7) . . . . ? C27 C22 C23 C24 0.1(12) . . . . ? S2 C22 C23 C24 -178.9(6) . . . . ? C22 C23 C24 C25 0.2(12) . . . . ? C23 C24 C25 C26 -0.7(13) . . . . ? C23 C24 C25 C28 175.7(7) . . . . ? C24 C25 C26 C27 0.8(15) . . . . ? C28 C25 C26 C27 -175.6(9) . . . . ? C25 C26 C27 C22 -0.5(17) . . . . ? C23 C22 C27 C26 0.0(15) . . . . ? S2 C22 C27 C26 179.0(9) . . . . ? Co1 O13 C28 O12 2.7(16) 2_755 . . . ? Co1 O13 C28 C25 -178.6(6) 2_755 . . . ? Co3 O12 C28 O13 20.7(13) 2_755 . . . ? Co3 O12 C28 C25 -158.0(5) 2_755 . . . ? C24 C25 C28 O13 -171.1(7) . . . . ? C26 C25 C28 O13 5.3(12) . . . . ? C24 C25 C28 O12 7.8(11) . . . . ? C26 C25 C28 O12 -175.9(8) . . . . ? Co2 O17 C29 N1 -175.4(6) . . . . ? C30 N1 C29 O17 -176.3(9) . . . . ? C31 N1 C29 O17 1.4(14) . . . . ? Co1 O14 C32 O15 -5.4(14) . . . . ? Co1 O14 C32 C33 175.5(6) . . . . ? Co2 O15 C32 O14 -17.8(11) . . . . ? Co2 O15 C32 C33 161.2(5) . . . . ? O14 C32 C33 C38 -3.5(11) . . . . ? O15 C32 C33 C38 177.3(7) . . . . ? O14 C32 C33 C34 173.9(7) . . . . ? O15 C32 C33 C34 -5.2(11) . . . . ? C38 C33 C34 C35 -0.5(11) . . . . ? C32 C33 C34 C35 -178.0(7) . . . . ? C33 C34 C35 C36 1.2(12) . . . . ? C34 C35 C36 C37 -1.5(12) . . . . ? C34 C35 C36 S3 178.1(6) . . . . ? O18 S3 C36 C37 25.1(7) . . . . ? O19 S3 C36 C37 156.7(6) . . . . ? C39 S3 C36 C37 -88.9(7) . . . . ? O18 S3 C36 C35 -154.6(6) . . . . ? O19 S3 C36 C35 -22.9(7) . . . . ? C39 S3 C36 C35 91.4(6) . . . . ? C35 C36 C37 C38 1.2(12) . . . . ? S3 C36 C37 C38 -178.4(7) . . . . ? C36 C37 C38 C33 -0.6(13) . . . . ? C34 C33 C38 C37 0.2(12) . . . . ? C32 C33 C38 C37 177.7(8) . . . . ? O18 S3 C39 C44 -26.1(7) . . . . ? O19 S3 C39 C44 -156.2(6) . . . . ? C36 S3 C39 C44 89.1(7) . . . . ? O18 S3 C39 C40 153.9(6) . . . . ? O19 S3 C39 C40 23.7(7) . . . . ? C36 S3 C39 C40 -90.9(6) . . . . ? C44 C39 C40 C41 -1.8(12) . . . . ? S3 C39 C40 C41 178.2(6) . . . . ? C39 C40 C41 C42 -1.6(12) . . . . ? C40 C41 C42 C43 3.6(12) . . . . ? C40 C41 C42 C45 -175.8(7) . . . . ? C41 C42 C43 C44 -2.2(13) . . . . ? C45 C42 C43 C44 177.2(8) . . . . ? C42 C43 C44 C39 -1.2(13) . . . . ? C40 C39 C44 C43 3.2(12) . . . . ? S3 C39 C44 C43 -176.9(7) . . . . ? Co1 O21 C45 O20 -83.6(19) 4_676 . . . ? Co1 O21 C45 C42 96.3(18) 4_676 . . . ? Co3 O20 C45 O21 7.4(10) 4_676 . . . ? Co3 O20 C45 C42 -172.5(5) 4_676 . . . ? C41 C42 C45 O21 -12.1(11) . . . . ? C43 C42 C45 O21 168.5(7) . . . . ? C41 C42 C45 O20 167.9(7) . . . . ? C43 C42 C45 O20 -11.5(11) . . . . ? C47 N2 C48 O22 -2(4) . . . . ? C46 N2 C48 O22 -178(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.822 _refine_diff_density_min -0.738 _refine_diff_density_rms 0.104 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.083 0.875 0.036 8 1 ' ' 2 0.204 0.397 0.805 143 48 ' ' 3 0.295 0.897 0.694 143 46 ' ' 4 0.416 0.375 0.464 8 1 ' ' 5 0.583 0.625 0.536 8 1 ' ' 6 0.704 0.103 0.305 143 46 ' ' 7 0.795 0.603 0.194 143 45 ' ' 8 0.916 0.125 0.964 8 1 ' ' _platon_squeeze_details ; The unit cell includes a large region of disordered solvent DMF molecules, which could not be modeled as discrete atomic sites. We employed PLATON/SQUEEZE to calculate the diffraction contribution of the solvent DMF molecules and, thereby, to produce a set of solvent-free diffraction intensities.Combing single-crystal structures, elemental microanalyses, TGA and the electron count of the SQUEEZE results, about 2 DMF molecules per asymmetric unit ; _database_code_depnum_ccdc_archive 'CCDC 960060' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H15 Co2 N3 O9 S' _chemical_formula_sum 'C16 H15 Co2 N3 O9 S' _chemical_formula_weight 543.23 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'I4(1)/a ' _symmetry_space_group_name_Hall '-I 4ad' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 25.087(4) _cell_length_b 25.087(4) _cell_length_c 15.026(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9457(3) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 14437 _cell_measurement_theta_min 1.5796 _cell_measurement_theta_max 27.8565 _exptl_crystal_description Prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4224 _exptl_absorpt_coefficient_mu 1.533 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7005 _exptl_absorpt_correction_T_max 0.7594 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4409 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4409 _reflns_number_gt 4043 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0519P)^2^+16.6043P] 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 4409 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1095 _refine_ls_wR_factor_gt 0.1055 _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_restrained_S_all 1.119 _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 1.049257(16) 0.529539(16) 0.04783(3) 0.02676(14) Uani 1 1 d . . . Co2 Co 0.937594(16) 0.595920(16) -0.05857(3) 0.02607(14) Uani 1 1 d . . . S1 S 0.60358(3) 0.50518(4) -0.10863(6) 0.0407(2) Uani 1 1 d . . . O1 O 0.96415(8) 0.53606(8) 0.02562(14) 0.0274(5) Uani 1 1 d . . . O2 O 0.91702(11) 0.64597(11) 0.05632(17) 0.0473(7) Uani 1 1 d . . . O3 O 0.86077(9) 0.56615(9) -0.05237(17) 0.0385(6) Uani 1 1 d . . . O4 O 0.86905(9) 0.47765(9) -0.06185(17) 0.0382(6) Uani 1 1 d . . . O5 O 0.58478(10) 0.55421(13) -0.14751(18) 0.0560(8) Uani 1 1 d . . . O6 O 0.59184(11) 0.45531(13) -0.15081(18) 0.0585(8) Uani 1 1 d . . . O7 O 0.55157(11) 0.44950(11) 0.31787(17) 0.0488(7) Uani 1 1 d . . . O8 O 0.53603(11) 0.53636(11) 0.32052(17) 0.0463(7) Uani 1 1 d . . . N1 N 1.09302(10) 0.65710(10) -0.11183(19) 0.0313(6) Uani 1 1 d . . . N2 N 1.01614(10) 0.62231(10) -0.06793(18) 0.0287(6) Uani 1 1 d . . . N3 N 1.05687(10) 0.59828(10) -0.02073(18) 0.0293(6) Uani 1 1 d . . . C1 C 1.04000(12) 0.65641(13) -0.1211(2) 0.0320(7) Uani 1 1 d . . . H1 H 1.0218 0.6780 -0.1612 0.034(9) Uiso 1 1 calc R . . C2 C 1.10120(13) 0.62046(13) -0.0489(2) 0.0328(8) Uani 1 1 d . . . H2A H 1.1348 0.6116 -0.0273 0.029(9) Uiso 1 1 calc R . . C3 C 0.84255(12) 0.52002(13) -0.0621(2) 0.0293(7) Uani 1 1 d . . . C4 C 0.78279(12) 0.51579(13) -0.0737(2) 0.0272(7) Uani 1 1 d . . . C5 C 0.75235(13) 0.56174(14) -0.0778(2) 0.0344(8) Uani 1 1 d . . . H5 H 0.7688 0.5948 -0.0728 0.051(12) Uiso 1 1 calc R . . C6 C 0.69778(13) 0.55887(14) -0.0892(2) 0.0357(8) Uani 1 1 d . . . H6 H 0.6774 0.5898 -0.0922 0.051(11) Uiso 1 1 calc R . . C7 C 0.67393(12) 0.50934(15) -0.0959(2) 0.0328(7) Uani 1 1 d . . . C8 C 0.70344(14) 0.46334(16) -0.0922(3) 0.0439(9) Uani 1 1 d . . . H8 H 0.6868 0.4304 -0.0971 0.065(13) Uiso 1 1 calc R . . C9 C 0.75828(14) 0.46623(15) -0.0812(3) 0.0412(9) Uani 1 1 d . . . H9 H 0.7785 0.4352 -0.0787 0.050(11) Uiso 1 1 calc R . . C10 C 0.58047(13) 0.50153(14) 0.0022(2) 0.0350(8) Uani 1 1 d . . . C11 C 0.57153(16) 0.54818(17) 0.0489(3) 0.0475(10) Uani 1 1 d . . . H11 H 0.5742 0.5811 0.0208 0.045(11) Uiso 1 1 calc R . . C12 C 0.55844(16) 0.54494(16) 0.1389(3) 0.0453(9) Uani 1 1 d . . . H12 H 0.5522 0.5761 0.1709 0.053(12) Uiso 1 1 calc R . . C13 C 0.55460(13) 0.49640(14) 0.1812(2) 0.0337(8) Uani 1 1 d . . . C14 C 0.56183(16) 0.45030(15) 0.1326(2) 0.0446(9) Uani 1 1 d . . . H14 H 0.5579 0.4174 0.1603 0.033(9) Uiso 1 1 calc R . . C15 C 0.57488(17) 0.45256(16) 0.0428(3) 0.0475(10) Uani 1 1 d . . . H15 H 0.5798 0.4214 0.0104 0.064(13) Uiso 1 1 calc R . . C16 C 0.54614(13) 0.49304(15) 0.2800(2) 0.0370(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 Co1 0.0240(2) 0.0237(2) 0.0326(3) 0.00744(17) -0.00370(18) -0.00125(16) Co2 0.0201(2) 0.0229(2) 0.0352(3) 0.00666(17) -0.00429(17) -0.00080(16) S1 0.0232(4) 0.0701(7) 0.0288(5) -0.0010(4) 0.0011(3) -0.0084(4) O1 0.0235(11) 0.0261(11) 0.0326(12) 0.0058(9) -0.0027(9) 0.0010(9) O2 0.0479(16) 0.0480(16) 0.0461(15) -0.0039(12) 0.0009(12) 0.0021(12) O3 0.0224(12) 0.0311(13) 0.0621(17) 0.0058(11) -0.0038(11) -0.0048(10) O4 0.0236(12) 0.0326(13) 0.0584(16) 0.0063(11) -0.0069(11) 0.0003(10) O5 0.0308(14) 0.091(2) 0.0459(16) 0.0265(15) -0.0041(12) 0.0026(14) O6 0.0378(15) 0.092(2) 0.0453(16) -0.0229(16) 0.0049(12) -0.0241(15) O7 0.0550(17) 0.0555(17) 0.0359(14) 0.0106(13) 0.0004(12) -0.0036(13) O8 0.0494(16) 0.0565(17) 0.0331(14) -0.0052(12) 0.0056(12) 0.0115(13) N1 0.0245(14) 0.0300(14) 0.0394(16) 0.0119(12) 0.0049(12) -0.0016(11) N2 0.0212(13) 0.0288(14) 0.0362(15) 0.0113(12) -0.0041(11) 0.0007(10) N3 0.0203(13) 0.0297(14) 0.0381(16) 0.0125(12) -0.0030(11) -0.0027(11) C1 0.0256(17) 0.0314(17) 0.0390(19) 0.0173(15) 0.0006(14) 0.0023(13) C2 0.0223(16) 0.0315(18) 0.044(2) 0.0126(15) -0.0046(14) -0.0014(13) C3 0.0258(16) 0.0325(18) 0.0296(17) 0.0055(13) -0.0010(13) -0.0015(14) C4 0.0222(15) 0.0321(17) 0.0274(16) 0.0019(13) -0.0019(13) -0.0011(13) C5 0.0263(17) 0.0360(19) 0.0409(19) -0.0004(15) -0.0023(14) -0.0011(14) C6 0.0265(17) 0.041(2) 0.040(2) 0.0000(16) -0.0015(15) 0.0045(15) C7 0.0186(15) 0.051(2) 0.0286(17) -0.0023(15) 0.0012(13) -0.0037(14) C8 0.036(2) 0.042(2) 0.054(2) -0.0035(18) -0.0003(17) -0.0155(17) C9 0.0292(18) 0.0344(19) 0.060(2) -0.0008(17) -0.0006(17) -0.0039(15) C10 0.0255(17) 0.051(2) 0.0289(18) 0.0026(16) 0.0021(14) -0.0035(15) C11 0.053(2) 0.048(2) 0.041(2) 0.0073(18) 0.0118(18) 0.0068(19) C12 0.052(2) 0.044(2) 0.039(2) -0.0031(17) 0.0121(18) 0.0090(18) C13 0.0265(17) 0.041(2) 0.0339(18) -0.0006(15) 0.0045(14) -0.0012(14) C14 0.058(2) 0.038(2) 0.037(2) 0.0036(16) 0.0095(18) -0.0061(17) C15 0.058(3) 0.044(2) 0.040(2) -0.0117(18) 0.0077(18) -0.0052(19) C16 0.0243(17) 0.052(2) 0.0346(18) -0.0037(17) 0.0041(14) 0.0005(15) _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 O1 2.010(2) 9_765 ? Co1 O8 2.013(3) 10_656 ? Co1 N3 2.018(3) . ? Co1 O4 2.068(2) 9_765 ? Co1 O1 2.167(2) . ? Co2 O3 2.069(2) . ? Co2 O1 2.074(2) . ? Co2 N2 2.083(3) . ? Co2 N1 2.089(3) 11_675 ? Co2 O7 2.195(3) 2_664 ? Co2 O2 2.196(3) . ? S1 O6 1.433(3) . ? S1 O5 1.441(3) . ? S1 C10 1.767(3) . ? S1 C7 1.778(3) . ? O1 Co1 2.010(2) 9_765 ? O3 C3 1.253(4) . ? O4 C3 1.254(4) . ? O4 Co1 2.068(2) 9_765 ? O7 C16 1.239(4) . ? O7 Co2 2.195(3) 2_665 ? O8 C16 1.272(4) . ? O8 Co1 2.013(3) 10_556 ? N1 C2 1.335(4) . ? N1 C1 1.338(4) . ? N1 Co2 2.089(3) 16_755 ? N2 C1 1.315(4) . ? N2 N3 1.382(3) . ? N3 C2 1.314(4) . ? C1 H1 0.9300 . ? C2 H2A 0.9300 . ? C3 C4 1.513(4) . ? C4 C5 1.384(5) . ? C4 C9 1.392(5) . ? C5 C6 1.382(5) . ? C5 H5 0.9300 . ? C6 C7 1.383(5) . ? C6 H6 0.9300 . ? C7 C8 1.372(5) . ? C8 C9 1.388(5) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C15 1.379(5) . ? C10 C11 1.383(5) . ? C11 C12 1.394(5) . ? C11 H11 0.9300 . ? C12 C13 1.377(5) . ? C12 H12 0.9300 . ? C13 C14 1.380(5) . ? C13 C16 1.501(5) . ? C14 C15 1.390(5) . ? C14 H14 0.9300 . ? C15 H15 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 O1 Co1 O8 125.56(10) 9_765 10_656 ? O1 Co1 N3 115.80(10) 9_765 . ? O8 Co1 N3 116.40(11) 10_656 . ? O1 Co1 O4 98.65(9) 9_765 9_765 ? O8 Co1 O4 94.05(10) 10_656 9_765 ? N3 Co1 O4 91.88(10) . 9_765 ? O1 Co1 O1 79.19(9) 9_765 . ? O8 Co1 O1 89.00(10) 10_656 . ? N3 Co1 O1 87.14(9) . . ? O4 Co1 O1 176.92(9) 9_765 . ? O3 Co2 O1 90.59(9) . . ? O3 Co2 N2 177.09(10) . . ? O1 Co2 N2 88.14(9) . . ? O3 Co2 N1 87.10(10) . 11_675 ? O1 Co2 N1 176.60(10) . 11_675 ? N2 Co2 N1 94.28(10) . 11_675 ? O3 Co2 O7 88.06(10) . 2_664 ? O1 Co2 O7 95.76(10) . 2_664 ? N2 Co2 O7 89.47(11) . 2_664 ? N1 Co2 O7 86.66(11) 11_675 2_664 ? O3 Co2 O2 87.25(10) . . ? O1 Co2 O2 90.57(10) . . ? N2 Co2 O2 95.38(10) . . ? N1 Co2 O2 86.83(11) 11_675 . ? O7 Co2 O2 172.16(10) 2_664 . ? O6 S1 O5 119.91(19) . . ? O6 S1 C10 107.72(17) . . ? O5 S1 C10 108.61(17) . . ? O6 S1 C7 107.62(17) . . ? O5 S1 C7 108.56(17) . . ? C10 S1 C7 103.16(16) . . ? Co1 O1 Co2 101.79(10) 9_765 . ? Co1 O1 Co1 100.81(9) 9_765 . ? Co2 O1 Co1 117.72(10) . . ? C3 O3 Co2 131.9(2) . . ? C3 O4 Co1 126.8(2) . 9_765 ? C16 O7 Co2 149.3(3) . 2_665 ? C16 O8 Co1 111.4(2) . 10_556 ? C2 N1 C1 102.6(3) . . ? C2 N1 Co2 123.0(2) . 16_755 ? C1 N1 Co2 132.4(2) . 16_755 ? C1 N2 N3 105.0(2) . . ? C1 N2 Co2 132.7(2) . . ? N3 N2 Co2 121.73(18) . . ? C2 N3 N2 106.0(2) . . ? C2 N3 Co1 127.4(2) . . ? N2 N3 Co1 124.39(19) . . ? N2 C1 N1 113.5(3) . . ? N2 C1 H1 123.3 . . ? N1 C1 H1 123.3 . . ? N3 C2 N1 113.0(3) . . ? N3 C2 H2A 123.5 . . ? N1 C2 H2A 123.5 . . ? O3 C3 O4 126.1(3) . . ? O3 C3 C4 116.1(3) . . ? O4 C3 C4 117.8(3) . . ? C5 C4 C9 119.8(3) . . ? C5 C4 C3 119.5(3) . . ? C9 C4 C3 120.7(3) . . ? C6 C5 C4 120.6(3) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 119.0(3) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C8 C7 C6 121.3(3) . . ? C8 C7 S1 119.4(3) . . ? C6 C7 S1 119.3(3) . . ? C7 C8 C9 119.7(3) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C8 C9 C4 119.6(3) . . ? C8 C9 H9 120.2 . . ? C4 C9 H9 120.2 . . ? C15 C10 C11 120.9(3) . . ? C15 C10 S1 119.8(3) . . ? C11 C10 S1 119.2(3) . . ? C10 C11 C12 118.7(4) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C13 C12 C11 121.1(4) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C14 119.2(3) . . ? C12 C13 C16 121.1(3) . . ? C14 C13 C16 119.7(3) . . ? C13 C14 C15 120.7(4) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C10 C15 C14 119.3(4) . . ? C10 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? O7 C16 O8 123.7(3) . . ? O7 C16 C13 119.2(3) . . ? O8 C16 C13 117.0(3) . . ? 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 O3 Co2 O1 Co1 64.02(10) . . . 9_765 ? N2 Co2 O1 Co1 -113.37(11) . . . 9_765 ? N1 Co2 O1 Co1 111.2(16) 11_675 . . 9_765 ? O7 Co2 O1 Co1 -24.09(11) 2_664 . . 9_765 ? O2 Co2 O1 Co1 151.27(10) . . . 9_765 ? O3 Co2 O1 Co1 173.05(12) . . . . ? N2 Co2 O1 Co1 -4.33(13) . . . . ? N1 Co2 O1 Co1 -139.8(16) 11_675 . . . ? O7 Co2 O1 Co1 84.95(12) 2_664 . . . ? O2 Co2 O1 Co1 -99.69(12) . . . . ? O1 Co1 O1 Co1 0.0 9_765 . . 9_765 ? O8 Co1 O1 Co1 -126.55(11) 10_656 . . 9_765 ? N3 Co1 O1 Co1 116.95(11) . . . 9_765 ? O4 Co1 O1 Co1 45.6(16) 9_765 . . 9_765 ? O1 Co1 O1 Co2 -109.59(14) 9_765 . . . ? O8 Co1 O1 Co2 123.86(13) 10_656 . . . ? N3 Co1 O1 Co2 7.36(13) . . . . ? O4 Co1 O1 Co2 -64.0(16) 9_765 . . . ? O1 Co2 O3 C3 -49.1(3) . . . . ? N2 Co2 O3 C3 15(2) . . . . ? N1 Co2 O3 C3 133.4(3) 11_675 . . . ? O7 Co2 O3 C3 46.7(3) 2_664 . . . ? O2 Co2 O3 C3 -139.6(3) . . . . ? O3 Co2 N2 C1 104(2) . . . . ? O1 Co2 N2 C1 167.9(3) . . . . ? N1 Co2 N2 C1 -14.5(3) 11_675 . . . ? O7 Co2 N2 C1 72.1(3) 2_664 . . . ? O2 Co2 N2 C1 -101.7(3) . . . . ? O3 Co2 N2 N3 -66(2) . . . . ? O1 Co2 N2 N3 -2.4(2) . . . . ? N1 Co2 N2 N3 175.2(2) 11_675 . . . ? O7 Co2 N2 N3 -98.2(2) 2_664 . . . ? O2 Co2 N2 N3 88.0(2) . . . . ? C1 N2 N3 C2 0.7(4) . . . . ? Co2 N2 N3 C2 173.3(2) . . . . ? C1 N2 N3 Co1 -163.2(2) . . . . ? Co2 N2 N3 Co1 9.4(4) . . . . ? O1 Co1 N3 C2 -93.8(3) 9_765 . . . ? O8 Co1 N3 C2 102.2(3) 10_656 . . . ? O4 Co1 N3 C2 6.7(3) 9_765 . . . ? O1 Co1 N3 C2 -170.3(3) . . . . ? O1 Co1 N3 N2 66.7(3) 9_765 . . . ? O8 Co1 N3 N2 -97.3(3) 10_656 . . . ? O4 Co1 N3 N2 167.2(3) 9_765 . . . ? O1 Co1 N3 N2 -9.9(2) . . . . ? N3 N2 C1 N1 -0.7(4) . . . . ? Co2 N2 C1 N1 -172.1(2) . . . . ? C2 N1 C1 N2 0.4(4) . . . . ? Co2 N1 C1 N2 164.2(2) 16_755 . . . ? N2 N3 C2 N1 -0.5(4) . . . . ? Co1 N3 C2 N1 162.8(2) . . . . ? C1 N1 C2 N3 0.1(4) . . . . ? Co2 N1 C2 N3 -165.7(2) 16_755 . . . ? Co2 O3 C3 O4 14.7(5) . . . . ? Co2 O3 C3 C4 -166.3(2) . . . . ? Co1 O4 C3 O3 -1.2(5) 9_765 . . . ? Co1 O4 C3 C4 179.8(2) 9_765 . . . ? O3 C3 C4 C5 3.3(4) . . . . ? O4 C3 C4 C5 -177.5(3) . . . . ? O3 C3 C4 C9 -177.2(3) . . . . ? O4 C3 C4 C9 1.9(5) . . . . ? C9 C4 C5 C6 0.0(5) . . . . ? C3 C4 C5 C6 179.5(3) . . . . ? C4 C5 C6 C7 0.4(5) . . . . ? C5 C6 C7 C8 -0.5(5) . . . . ? C5 C6 C7 S1 178.9(3) . . . . ? O6 S1 C7 C8 -24.8(3) . . . . ? O5 S1 C7 C8 -156.0(3) . . . . ? C10 S1 C7 C8 88.9(3) . . . . ? O6 S1 C7 C6 155.8(3) . . . . ? O5 S1 C7 C6 24.6(3) . . . . ? C10 S1 C7 C6 -90.5(3) . . . . ? C6 C7 C8 C9 0.2(6) . . . . ? S1 C7 C8 C9 -179.2(3) . . . . ? C7 C8 C9 C4 0.2(6) . . . . ? C5 C4 C9 C8 -0.2(6) . . . . ? C3 C4 C9 C8 -179.7(3) . . . . ? O6 S1 C10 C15 24.1(3) . . . . ? O5 S1 C10 C15 155.4(3) . . . . ? C7 S1 C10 C15 -89.5(3) . . . . ? O6 S1 C10 C11 -160.0(3) . . . . ? O5 S1 C10 C11 -28.7(3) . . . . ? C7 S1 C10 C11 86.4(3) . . . . ? C15 C10 C11 C12 2.1(6) . . . . ? S1 C10 C11 C12 -173.7(3) . . . . ? C10 C11 C12 C13 0.3(6) . . . . ? C11 C12 C13 C14 -2.6(6) . . . . ? C11 C12 C13 C16 173.6(3) . . . . ? C12 C13 C14 C15 2.5(6) . . . . ? C16 C13 C14 C15 -173.7(4) . . . . ? C11 C10 C15 C14 -2.2(6) . . . . ? S1 C10 C15 C14 173.6(3) . . . . ? C13 C14 C15 C10 -0.2(6) . . . . ? Co2 O7 C16 O8 -12.9(7) 2_665 . . . ? Co2 O7 C16 C13 163.7(3) 2_665 . . . ? Co1 O8 C16 O7 15.2(4) 10_556 . . . ? Co1 O8 C16 C13 -161.5(2) 10_556 . . . ? C12 C13 C16 O7 -168.3(3) . . . . ? C14 C13 C16 O7 7.9(5) . . . . ? C12 C13 C16 O8 8.6(5) . . . . ? C14 C13 C16 O8 -175.3(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.613 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.082 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.500 0.250 -0.125 498.3 64.5 2 0.500 0.750 0.125 498.2 63.5 3 0.000 0.750 0.375 498.3 64.5 4 0.000 0.250 0.625 498.2 63.5 _platon_squeeze_details ; The unit cell includes a large region of disordered solvent water molecules, which could not be modeled as discrete atomic sites. We employed PLATON/SQUEEZE to calculate the diffraction contribution of the solvent water molecules and, thereby, to produce a set of solvent-free diffraction intensities.Combing single-crystal structures, elemental microanalyses, TGA and the electron count of the SQUEEZE results, about 1 water molecule per asymmetric unit ; _database_code_depnum_ccdc_archive 'CCDC 960061' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_c _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ' C16 H16 Co2 N4 O9 S' _chemical_formula_sum 'C16 H16 Co2 N4 O9 S' _chemical_formula_weight 558.25 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'I4(1)/a ' _symmetry_space_group_name_Hall '-I 4ad' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+3/4, x+1/4, z+1/4' '-x+1/2, -y, z+1/2' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-y+5/4, x+3/4, z+3/4' '-x+1, -y+1/2, z+1' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'y-3/4, -x-1/4, -z-1/4' 'x-1/2, y, -z-1/2' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' 'x, y+1/2, -z' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 25.370(10) _cell_length_b 25.370(10) _cell_length_c 15.204(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9786(6) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10303 _cell_measurement_theta_min 1.5614 _cell_measurement_theta_max 27.8724 _exptl_crystal_description Prism _exptl_crystal_colour Purple _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4352 _exptl_absorpt_coefficient_mu 1.485 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8079 _exptl_absorpt_correction_T_max 0.8419 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14539 _diffrn_reflns_av_R_equivalents 0.1181 _diffrn_reflns_av_sigmaI/netI 0.1125 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4544 _reflns_number_gt 3063 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0999P)^2^+47.6298P] 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 4544 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1506 _refine_ls_R_factor_gt 0.1078 _refine_ls_wR_factor_ref 0.2701 _refine_ls_wR_factor_gt 0.2408 _refine_ls_goodness_of_fit_ref 1.149 _refine_ls_restrained_S_all 1.149 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.43655(5) 0.09547(5) 0.44319(9) 0.0365(4) Uani 1 1 d . . . Co2 Co 0.45090(5) -0.02999(5) 0.45411(9) 0.0388(4) Uani 1 1 d . . . S1 S 0.10511(10) 0.00771(14) 0.3976(2) 0.0590(8) Uani 1 1 d . . . O1 O 0.0369(3) 0.0317(3) 0.8240(5) 0.061(2) Uani 1 1 d . . . O2 O 0.0585(3) -0.0547(3) 0.8187(5) 0.058(2) Uani 1 1 d . . . O3 O 0.0868(3) 0.0570(4) 0.3611(6) 0.079(3) Uani 1 1 d . . . O4 O 0.0926(3) -0.0396(4) 0.3530(6) 0.078(3) Uani 1 1 d . . . O5 O 0.3611(3) 0.0643(3) 0.4561(5) 0.0508(18) Uani 1 1 d . . . O6 O 0.3696(3) -0.0233(3) 0.4405(5) 0.0491(18) Uani 1 1 d . . . O7 O 0.4643(2) 0.0354(2) 0.5262(4) 0.0368(14) Uani 1 1 d . . . O8 O 0.4199(3) 0.1414(3) 0.5644(5) 0.065(2) Uani 1 1 d . . . N1 N 0.5558(3) 0.0967(3) 0.4747(6) 0.0399(19) Uani 1 1 d . . . N2 N 0.5145(3) 0.1186(3) 0.4254(5) 0.0399(19) Uani 1 1 d . . . N3 N 0.4004(3) 0.1568(3) 0.3753(5) 0.041(2) Uani 1 1 d . . . N4 N 0.5137(3) 0.1782(4) 0.3024(7) 0.067(3) Uani 1 1 d . . . H4A H 0.4800 0.1768 0.2985 0.081 Uiso 1 1 calc R . . H4B H 0.5314 0.1974 0.2664 0.081 Uiso 1 1 calc R . . C1 C 0.0501(4) -0.0121(5) 0.7822(7) 0.051(3) Uani 1 1 d . . . C2 C 0.0571(4) -0.0063(4) 0.6826(7) 0.045(2) Uani 1 1 d . . . C3 C 0.0654(5) -0.0506(4) 0.6324(8) 0.063(3) Uani 1 1 d . . . H3 H 0.0625 -0.0835 0.6588 0.075 Uiso 1 1 calc R . . C4 C 0.0776(5) -0.0479(5) 0.5449(8) 0.071(4) Uani 1 1 d . . . H4 H 0.0822 -0.0783 0.5116 0.085 Uiso 1 1 calc R . . C5 C 0.0829(4) 0.0018(5) 0.5074(7) 0.051(3) Uani 1 1 d . . . C6 C 0.0738(5) 0.0461(5) 0.5534(8) 0.072(4) Uani 1 1 d . . . H6 H 0.0758 0.0788 0.5258 0.087 Uiso 1 1 calc R . . C7 C 0.0609(5) 0.0429(5) 0.6443(8) 0.066(3) Uani 1 1 d . . . H7 H 0.0551 0.0732 0.6773 0.079 Uiso 1 1 calc R . . C8 C 0.1754(4) 0.0111(5) 0.4092(7) 0.051(3) Uani 1 1 d . . . C9 C 0.2001(4) 0.0587(4) 0.4176(7) 0.050(3) Uani 1 1 d . . . H9 H 0.1804 0.0896 0.4160 0.060 Uiso 1 1 calc R . . C10 C 0.2542(4) 0.0613(4) 0.4284(7) 0.047(3) Uani 1 1 d . . . H10 H 0.2706 0.0938 0.4346 0.057 Uiso 1 1 calc R . . C11 C 0.2842(4) 0.0154(4) 0.4300(6) 0.042(2) Uani 1 1 d . . . C12 C 0.2594(4) -0.0338(4) 0.4242(9) 0.061(3) Uani 1 1 d . . . H12 H 0.2788 -0.0648 0.4272 0.073 Uiso 1 1 calc R . . C13 C 0.2037(4) -0.0351(4) 0.4134(8) 0.055(3) Uani 1 1 d . . . H13 H 0.1863 -0.0673 0.4093 0.066 Uiso 1 1 calc R . . C14 C 0.3435(4) 0.0177(4) 0.4426(7) 0.046(3) Uani 1 1 d . . . C15 C 0.5399(4) 0.1492(4) 0.3674(7) 0.045(2) Uani 1 1 d . . . C16 C 0.6006(4) 0.1175(4) 0.4461(7) 0.041(2) Uani 1 1 d . . . H16 H 0.6332 0.1107 0.4713 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0301(7) 0.0359(7) 0.0435(8) 0.0070(6) -0.0036(6) -0.0008(5) Co2 0.0365(7) 0.0374(7) 0.0427(8) 0.0077(6) -0.0037(6) -0.0010(6) S1 0.0373(14) 0.096(2) 0.0435(17) 0.0015(16) 0.0002(12) -0.0098(15) O1 0.067(5) 0.071(5) 0.045(5) -0.001(4) 0.013(4) 0.020(4) O2 0.073(5) 0.054(5) 0.046(5) 0.009(4) -0.005(4) 0.001(4) O3 0.056(5) 0.122(8) 0.060(6) 0.021(5) -0.010(4) 0.013(5) O4 0.052(5) 0.123(7) 0.058(5) -0.037(5) 0.012(4) -0.034(5) O5 0.043(4) 0.046(4) 0.064(5) 0.001(4) 0.002(3) 0.002(3) O6 0.041(4) 0.045(4) 0.061(5) 0.013(3) -0.007(3) 0.004(3) O7 0.033(3) 0.042(4) 0.036(4) 0.002(3) -0.005(3) -0.004(3) O8 0.073(5) 0.063(5) 0.060(6) -0.011(4) 0.002(4) 0.001(4) N1 0.029(4) 0.038(4) 0.053(5) 0.017(4) -0.004(4) -0.002(4) N2 0.032(4) 0.046(5) 0.041(5) 0.016(4) -0.006(3) -0.002(4) N3 0.036(4) 0.047(5) 0.041(5) 0.002(4) -0.013(4) 0.000(4) N4 0.038(5) 0.090(7) 0.074(7) 0.045(6) 0.007(5) 0.013(5) C1 0.035(5) 0.077(8) 0.040(6) -0.006(6) -0.001(4) -0.014(5) C2 0.044(6) 0.055(6) 0.036(6) -0.006(5) 0.005(4) 0.004(5) C3 0.077(8) 0.043(6) 0.069(9) 0.009(6) 0.017(7) -0.009(6) C4 0.104(10) 0.057(7) 0.051(8) -0.012(6) 0.019(7) -0.021(7) C5 0.041(6) 0.073(8) 0.040(6) -0.007(6) -0.001(5) 0.003(5) C6 0.085(9) 0.078(9) 0.054(8) 0.017(7) 0.009(7) 0.023(7) C7 0.087(9) 0.051(7) 0.060(8) 0.001(6) 0.021(7) 0.016(6) C8 0.034(5) 0.076(8) 0.042(6) -0.009(6) 0.003(4) 0.005(5) C9 0.046(6) 0.050(6) 0.055(7) 0.002(5) 0.006(5) -0.001(5) C10 0.044(6) 0.047(6) 0.052(7) -0.002(5) 0.002(5) 0.000(5) C11 0.036(5) 0.057(6) 0.033(6) -0.001(5) -0.006(4) -0.008(5) C12 0.029(5) 0.053(7) 0.101(10) -0.004(6) 0.001(6) -0.004(5) C13 0.056(7) 0.054(7) 0.056(7) -0.012(5) 0.007(5) -0.022(6) C14 0.029(5) 0.048(6) 0.061(7) 0.010(5) -0.008(5) -0.006(5) C15 0.034(5) 0.046(6) 0.056(7) 0.008(5) -0.001(5) 0.006(4) C16 0.037(5) 0.038(5) 0.050(6) 0.001(4) -0.001(4) 0.001(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N3 2.079(8) . ? Co1 N2 2.080(7) . ? Co1 O5 2.080(7) . ? Co1 O7 2.100(6) . ? Co1 O2 2.161(8) 3_554 ? Co1 O8 2.220(8) . ? Co2 O1 2.002(8) 3_554 ? Co2 O7 2.017(6) . ? Co2 N1 2.017(7) 9_656 ? Co2 O6 2.079(7) . ? Co2 O7 2.177(6) 9_656 ? S1 O4 1.415(8) . ? S1 O3 1.444(9) . ? S1 C5 1.769(11) . ? S1 C8 1.794(10) . ? O1 C1 1.322(13) . ? O1 Co2 2.002(8) 3 ? O2 C1 1.234(13) . ? O2 Co1 2.161(8) 3 ? O5 C14 1.281(12) . ? O6 C14 1.232(12) . ? O7 Co2 2.177(6) 9_656 ? N1 C16 1.324(12) . ? N1 N2 1.403(10) . ? N1 Co2 2.017(7) 9_656 ? N2 C15 1.342(12) . ? N3 C15 1.358(12) 10_666 ? N3 C16 1.383(12) 10_666 ? N4 C15 1.398(13) . ? N4 H4A 0.8600 . ? N4 H4B 0.8600 . ? C1 C2 1.532(14) . ? C2 C3 1.373(15) . ? C2 C7 1.381(15) . ? C3 C4 1.367(16) . ? C3 H3 0.9300 . ? C4 C5 1.390(16) . ? C4 H4 0.9300 . ? C5 C6 1.344(16) . ? C6 C7 1.424(16) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.368(15) . ? C8 C13 1.375(15) . ? C9 C10 1.384(14) . ? C9 H9 0.9300 . ? C10 C11 1.390(14) . ? C10 H10 0.9300 . ? C11 C12 1.400(14) . ? C11 C14 1.519(13) . ? C12 C13 1.422(14) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C15 N3 1.358(12) 16_656 ? C16 N3 1.383(12) 16_656 ? C16 H16 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 N3 Co1 N2 98.3(3) . . ? N3 Co1 O5 85.7(3) . . ? N2 Co1 O5 173.8(3) . . ? N3 Co1 O7 171.4(3) . . ? N2 Co1 O7 88.0(3) . . ? O5 Co1 O7 88.6(3) . . ? N3 Co1 O2 87.1(3) . 3_554 ? N2 Co1 O2 88.1(3) . 3_554 ? O5 Co1 O2 87.3(3) . 3_554 ? O7 Co1 O2 99.2(3) . 3_554 ? N3 Co1 O8 86.3(3) . . ? N2 Co1 O8 98.1(3) . . ? O5 Co1 O8 86.9(3) . . ? O7 Co1 O8 86.9(3) . . ? O2 Co1 O8 171.5(3) 3_554 . ? O1 Co2 O7 121.9(3) 3_554 . ? O1 Co2 N1 121.7(3) 3_554 9_656 ? O7 Co2 N1 114.4(3) . 9_656 ? O1 Co2 O6 93.2(3) 3_554 . ? O7 Co2 O6 98.8(3) . . ? N1 Co2 O6 92.2(3) 9_656 . ? O1 Co2 O7 89.0(3) 3_554 9_656 ? O7 Co2 O7 79.1(3) . 9_656 ? N1 Co2 O7 87.5(3) 9_656 9_656 ? O6 Co2 O7 177.6(3) . 9_656 ? O4 S1 O3 118.6(6) . . ? O4 S1 C5 107.9(5) . . ? O3 S1 C5 109.5(6) . . ? O4 S1 C8 108.1(5) . . ? O3 S1 C8 108.4(5) . . ? C5 S1 C8 103.1(5) . . ? C1 O1 Co2 114.7(7) . 3 ? C1 O2 Co1 145.4(8) . 3 ? C14 O5 Co1 131.0(6) . . ? C14 O6 Co2 126.8(6) . . ? Co2 O7 Co1 102.4(3) . . ? Co2 O7 Co2 100.9(3) . 9_656 ? Co1 O7 Co2 117.3(3) . 9_656 ? C16 N1 N2 108.0(7) . . ? C16 N1 Co2 125.6(6) . 9_656 ? N2 N1 Co2 123.7(5) . 9_656 ? C15 N2 N1 102.8(7) . . ? C15 N2 Co1 134.9(6) . . ? N1 N2 Co1 122.0(5) . . ? C15 N3 C16 100.7(8) 10_666 10_666 ? C15 N3 Co1 135.5(7) 10_666 . ? C16 N3 Co1 123.8(6) 10_666 . ? C15 N4 H4A 120.0 . . ? C15 N4 H4B 120.0 . . ? H4A N4 H4B 120.0 . . ? O2 C1 O1 124.3(10) . . ? O2 C1 C2 120.5(10) . . ? O1 C1 C2 115.2(10) . . ? C3 C2 C7 119.7(10) . . ? C3 C2 C1 119.3(10) . . ? C7 C2 C1 120.6(10) . . ? C4 C3 C2 122.2(11) . . ? C4 C3 H3 118.9 . . ? C2 C3 H3 118.9 . . ? C3 C4 C5 117.8(11) . . ? C3 C4 H4 121.1 . . ? C5 C4 H4 121.1 . . ? C6 C5 C4 121.9(11) . . ? C6 C5 S1 118.4(10) . . ? C4 C5 S1 119.7(9) . . ? C5 C6 C7 119.8(12) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C2 C7 C6 118.4(11) . . ? C2 C7 H7 120.8 . . ? C6 C7 H7 120.8 . . ? C9 C8 C13 120.6(9) . . ? C9 C8 S1 120.5(9) . . ? C13 C8 S1 118.9(9) . . ? C8 C9 C10 120.5(10) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C9 C10 C11 120.4(10) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C12 119.9(9) . . ? C10 C11 C14 120.8(9) . . ? C12 C11 C14 119.2(9) . . ? C11 C12 C13 118.3(10) . . ? C11 C12 H12 120.8 . . ? C13 C12 H12 120.8 . . ? C8 C13 C12 120.3(10) . . ? C8 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? O6 C14 O5 126.6(9) . . ? O6 C14 C11 119.8(9) . . ? O5 C14 C11 113.6(9) . . ? N2 C15 N3 115.9(9) . 16_656 ? N2 C15 N4 122.7(8) . . ? N3 C15 N4 121.3(9) 16_656 . ? N1 C16 N3 112.5(8) . 16_656 ? N1 C16 H16 123.7 . . ? N3 C16 H16 123.7 16_656 . ? 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 N3 Co1 O5 C14 132.3(9) . . . . ? N2 Co1 O5 C14 2(3) . . . . ? O7 Co1 O5 C14 -54.2(9) . . . . ? O2 Co1 O5 C14 45.1(9) 3_554 . . . ? O8 Co1 O5 C14 -141.1(9) . . . . ? O1 Co2 O6 C14 -96.7(9) 3_554 . . . ? O7 Co2 O6 C14 26.3(9) . . . . ? N1 Co2 O6 C14 141.4(9) 9_656 . . . ? O7 Co2 O6 C14 58(6) 9_656 . . . ? O1 Co2 O7 Co1 39.5(4) 3_554 . . . ? N1 Co2 O7 Co1 -156.4(3) 9_656 . . . ? O6 Co2 O7 Co1 -59.9(3) . . . . ? O7 Co2 O7 Co1 121.4(4) 9_656 . . . ? O1 Co2 O7 Co2 -81.9(4) 3_554 . . 9_656 ? N1 Co2 O7 Co2 82.2(3) 9_656 . . 9_656 ? O6 Co2 O7 Co2 178.7(3) . . . 9_656 ? O7 Co2 O7 Co2 0.0 9_656 . . 9_656 ? N3 Co1 O7 Co2 113.9(18) . . . . ? N2 Co1 O7 Co2 -109.7(3) . . . . ? O5 Co1 O7 Co2 65.1(3) . . . . ? O2 Co1 O7 Co2 -22.0(3) 3_554 . . . ? O8 Co1 O7 Co2 152.1(3) . . . . ? N3 Co1 O7 Co2 -136.7(17) . . . 9_656 ? N2 Co1 O7 Co2 -0.3(4) . . . 9_656 ? O5 Co1 O7 Co2 174.5(3) . . . 9_656 ? O2 Co1 O7 Co2 87.4(3) 3_554 . . 9_656 ? O8 Co1 O7 Co2 -98.5(3) . . . 9_656 ? C16 N1 N2 C15 3.1(10) . . . . ? Co2 N1 N2 C15 -159.1(7) 9_656 . . . ? C16 N1 N2 Co1 177.4(6) . . . . ? Co2 N1 N2 Co1 15.2(10) 9_656 . . . ? N3 Co1 N2 C15 -22.0(10) . . . . ? O5 Co1 N2 C15 107(3) . . . . ? O7 Co1 N2 C15 164.0(10) . . . . ? O2 Co1 N2 C15 64.7(10) 3_554 . . . ? O8 Co1 N2 C15 -109.5(10) . . . . ? N3 Co1 N2 N1 165.9(7) . . . . ? O5 Co1 N2 N1 -65(3) . . . . ? O7 Co1 N2 N1 -8.1(7) . . . . ? O2 Co1 N2 N1 -107.4(7) 3_554 . . . ? O8 Co1 N2 N1 78.4(7) . . . . ? N2 Co1 N3 C15 -59.5(10) . . . 10_666 ? O5 Co1 N3 C15 125.3(10) . . . 10_666 ? O7 Co1 N3 C15 76(2) . . . 10_666 ? O2 Co1 N3 C15 -147.1(10) 3_554 . . 10_666 ? O8 Co1 N3 C15 38.2(10) . . . 10_666 ? N2 Co1 N3 C16 121.5(8) . . . 10_666 ? O5 Co1 N3 C16 -53.6(8) . . . 10_666 ? O7 Co1 N3 C16 -102.6(19) . . . 10_666 ? O2 Co1 N3 C16 33.9(8) 3_554 . . 10_666 ? O8 Co1 N3 C16 -140.8(8) . . . 10_666 ? Co1 O2 C1 O1 -2.1(19) 3 . . . ? Co1 O2 C1 C2 174.8(8) 3 . . . ? Co2 O1 C1 O2 14.9(13) 3 . . . ? Co2 O1 C1 C2 -162.2(7) 3 . . . ? O2 C1 C2 C3 9.6(15) . . . . ? O1 C1 C2 C3 -173.2(10) . . . . ? O2 C1 C2 C7 -163.6(10) . . . . ? O1 C1 C2 C7 13.7(14) . . . . ? C7 C2 C3 C4 0.5(19) . . . . ? C1 C2 C3 C4 -172.7(11) . . . . ? C2 C3 C4 C5 1(2) . . . . ? C3 C4 C5 C6 -3(2) . . . . ? C3 C4 C5 S1 173.8(10) . . . . ? O4 S1 C5 C6 -157.5(10) . . . . ? O3 S1 C5 C6 -27.1(11) . . . . ? C8 S1 C5 C6 88.2(11) . . . . ? O4 S1 C5 C4 25.2(11) . . . . ? O3 S1 C5 C4 155.6(10) . . . . ? C8 S1 C5 C4 -89.1(10) . . . . ? C4 C5 C6 C7 3(2) . . . . ? S1 C5 C6 C7 -173.9(10) . . . . ? C3 C2 C7 C6 -0.6(18) . . . . ? C1 C2 C7 C6 172.5(10) . . . . ? C5 C6 C7 C2 -1.3(19) . . . . ? O4 S1 C8 C9 154.6(9) . . . . ? O3 S1 C8 C9 24.8(11) . . . . ? C5 S1 C8 C9 -91.2(10) . . . . ? O4 S1 C8 C13 -28.2(11) . . . . ? O3 S1 C8 C13 -158.1(9) . . . . ? C5 S1 C8 C13 85.9(10) . . . . ? C13 C8 C9 C10 1.6(17) . . . . ? S1 C8 C9 C10 178.6(8) . . . . ? C8 C9 C10 C11 0.6(16) . . . . ? C9 C10 C11 C12 -2.5(16) . . . . ? C9 C10 C11 C14 -179.5(10) . . . . ? C10 C11 C12 C13 2.3(17) . . . . ? C14 C11 C12 C13 179.2(10) . . . . ? C9 C8 C13 C12 -1.8(17) . . . . ? S1 C8 C13 C12 -178.9(9) . . . . ? C11 C12 C13 C8 -0.1(18) . . . . ? Co2 O6 C14 O5 -2.0(16) . . . . ? Co2 O6 C14 C11 179.1(7) . . . . ? Co1 O5 C14 O6 20.5(17) . . . . ? Co1 O5 C14 C11 -160.5(7) . . . . ? C10 C11 C14 O6 -177.2(10) . . . . ? C12 C11 C14 O6 5.9(16) . . . . ? C10 C11 C14 O5 3.8(14) . . . . ? C12 C11 C14 O5 -173.2(10) . . . . ? N1 N2 C15 N3 -1.2(12) . . . 16_656 ? Co1 N2 C15 N3 -174.3(7) . . . 16_656 ? N1 N2 C15 N4 178.4(10) . . . . ? Co1 N2 C15 N4 5.2(17) . . . . ? N2 N1 C16 N3 -4.1(11) . . . 16_656 ? Co2 N1 C16 N3 157.6(7) 9_656 . . 16_656 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4A N3 0.86 2.39 3.129(12) 144.9 . N4 H4B O8 0.86 2.41 2.999(12) 125.7 16_656 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.158 _refine_diff_density_min -0.534 _refine_diff_density_rms 0.150 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.358 -0.127 0.213 516.1 72.1 2 0.358 0.127 0.713 516.2 72.3 3 0.858 0.373 0.213 516.1 72.1 4 0.789 0.180 0.860 8.0 1.9 5 0.289 0.319 0.360 8.0 1.9 6 0.858 0.627 0.713 516.2 72.3 7 0.289 0.680 0.860 8.0 1.9 8 0.789 0.819 0.360 8.0 1.9 _platon_squeeze_details ; The unit cell includes a large region of disordered solvent water molecules, which could not be modeled as discrete atomic sites. We employed PLATON/SQUEEZE to calculate the diffraction contribution of the solvent water molecules and, thereby, to produce a set of solvent-free diffraction intensities.Combing single-crystal structures, elemental microanalyses, TGA and the electron count of the SQUEEZE results, about 1 water molecule per asymmetric unit ; _database_code_depnum_ccdc_archive 'CCDC 960062' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_d _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H19 Co N3 O8.5 S2' _chemical_formula_sum 'C24 H19 Co N3 O8.5 S2' _chemical_formula_weight 608.48 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/c ' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.564(5) _cell_length_b 7.1412(14) _cell_length_c 32.254(7) _cell_angle_alpha 90.00 _cell_angle_beta 105.50(3) _cell_angle_gamma 90.00 _cell_volume 5230.2(18) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6083 _cell_measurement_theta_min 1.9656 _cell_measurement_theta_max 27.8525 _exptl_crystal_description Prism _exptl_crystal_colour Purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.545 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2368 _exptl_absorpt_coefficient_mu 0.864 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7817 _exptl_absorpt_correction_T_max 0.9186 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4864 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0572 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4864 _reflns_number_gt 3963 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0487P)^2^+3.9448P] 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 4864 _refine_ls_number_parameters 342 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0825 _refine_ls_R_factor_gt 0.0623 _refine_ls_wR_factor_ref 0.1351 _refine_ls_wR_factor_gt 0.1252 _refine_ls_goodness_of_fit_ref 1.142 _refine_ls_restrained_S_all 1.142 _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 H7W2 H 0.730(2) 0.574(7) 0.3492(15) 0.053(17) Uiso 1 1 d . . . H7W1 H 0.707(3) 0.725(8) 0.3591(19) 0.09(3) Uiso 1 1 d . . . Co1 Co 0.67448(2) 0.49331(7) 0.403445(15) 0.03378(18) Uani 1 1 d . . . S1 S 0.64242(5) 0.12417(19) 0.17217(3) 0.0532(4) Uani 1 1 d . . . S2 S 0.86245(5) 0.62699(17) 0.49576(4) 0.0505(3) Uani 1 1 d . . . O1 O 0.42062(12) -0.5055(4) 0.13261(9) 0.0437(7) Uani 1 1 d . . . O2 O 0.37410(12) -0.2547(4) 0.10113(9) 0.0457(8) Uani 1 1 d . . . O3 O 0.68625(14) 0.0217(5) 0.15767(9) 0.0692(11) Uani 1 1 d . . . O4 O 0.62733(15) 0.3118(5) 0.15694(10) 0.0753(12) Uani 1 1 d . . . O5 O 0.74499(13) -0.0175(4) 0.38389(8) 0.0507(8) Uani 1 1 d . . . O6 O 0.69525(15) 0.2393(4) 0.38691(9) 0.0580(9) Uani 1 1 d . . . O7 O 0.70267(16) 0.6230(6) 0.35302(11) 0.0494(9) Uani 1 1 d . . . N1 N 0.75994(14) 0.5527(5) 0.44836(10) 0.0368(8) Uani 1 1 d . . . N2 N 0.69193(16) 0.4198(5) 0.53455(10) 0.0402(8) Uani 1 1 d . . . N3 N 0.65842(14) 0.4216(4) 0.46244(9) 0.0343(8) Uani 1 1 d . . . C1 C 0.42021(19) -0.3359(6) 0.12264(12) 0.0395(10) Uani 1 1 d . . . C2 C 0.47612(18) -0.2212(6) 0.13620(12) 0.0381(10) Uani 1 1 d . . . C3 C 0.53032(19) -0.3086(6) 0.14934(14) 0.0481(11) Uani 1 1 d . . . H3 H 0.5323 -0.4386 0.1506 0.058 Uiso 1 1 calc R . . C4 C 0.58152(19) -0.2045(7) 0.16056(14) 0.0500(12) Uani 1 1 d . . . H4 H 0.6180 -0.2631 0.1691 0.060 Uiso 1 1 calc R . . C5 C 0.57740(18) -0.0111(7) 0.15882(12) 0.0425(11) Uani 1 1 d . . . C6 C 0.5241(2) 0.0787(7) 0.14680(15) 0.0593(14) Uani 1 1 d . . . H6 H 0.5221 0.2088 0.1466 0.071 Uiso 1 1 calc R . . C7 C 0.47285(19) -0.0283(6) 0.13484(15) 0.0525(12) Uani 1 1 d . . . H7 H 0.4364 0.0304 0.1259 0.063 Uiso 1 1 calc R . . C8 C 0.66480(18) 0.1270(6) 0.22900(12) 0.0402(10) Uani 1 1 d . . . C9 C 0.71339(19) 0.0235(6) 0.25059(13) 0.0470(11) Uani 1 1 d . . . H9A H 0.7350 -0.0451 0.2356 0.056 Uiso 1 1 calc R . . C10 C 0.72910(19) 0.0247(6) 0.29530(13) 0.0465(11) Uani 1 1 d . . . H10 H 0.7618 -0.0435 0.3103 0.056 Uiso 1 1 calc R . . C11 C 0.69697(17) 0.1256(5) 0.31778(12) 0.0359(9) Uani 1 1 d . . . C12 C 0.64922(19) 0.2297(7) 0.29558(14) 0.0518(12) Uani 1 1 d . . . H12 H 0.6279 0.2994 0.3106 0.062 Uiso 1 1 calc R . . C13 C 0.6329(2) 0.2311(7) 0.25096(15) 0.0576(13) Uani 1 1 d . . . H13 H 0.6007 0.3014 0.2360 0.069 Uiso 1 1 calc R . . C14 C 0.71358(18) 0.1157(6) 0.36626(13) 0.0375(10) Uani 1 1 d . . . C15 C 0.81158(19) 0.6124(6) 0.44712(14) 0.0451(11) Uani 1 1 d . . . H15 H 0.8201 0.6449 0.4215 0.054 Uiso 1 1 calc R . . C16 C 0.81146(18) 0.5463(6) 0.52030(13) 0.0419(10) Uani 1 1 d . . . H16 H 0.8182 0.5266 0.5497 0.050 Uiso 1 1 calc R . . C17 C 0.75985(17) 0.5151(5) 0.49066(11) 0.0325(9) Uani 1 1 d . . . C18 C 0.70411(17) 0.4504(5) 0.49631(11) 0.0323(9) Uani 1 1 d . . . C19 C 0.63299(19) 0.3660(6) 0.52472(13) 0.0419(10) Uani 1 1 d . . . C20 C 0.61274(19) 0.3659(5) 0.47970(13) 0.0395(10) Uani 1 1 d . . . C21 C 0.5550(2) 0.3144(6) 0.45949(16) 0.0530(12) Uani 1 1 d . . . H21 H 0.5406 0.3150 0.4297 0.064 Uiso 1 1 calc R . . C22 C 0.5202(2) 0.2623(7) 0.48587(19) 0.0698(15) Uani 1 1 d . . . H22 H 0.4815 0.2255 0.4735 0.084 Uiso 1 1 calc R . . C23 C 0.5412(3) 0.2634(8) 0.53002(19) 0.0726(16) Uani 1 1 d . . . H23 H 0.5161 0.2270 0.5464 0.087 Uiso 1 1 calc R . . C24 C 0.5973(2) 0.3154(7) 0.55083(16) 0.0612(14) Uani 1 1 d . . . H24 H 0.6107 0.3169 0.5807 0.073 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0360(3) 0.0358(3) 0.0273(3) -0.0013(2) 0.0045(2) 0.0098(2) S1 0.0442(7) 0.0791(9) 0.0309(6) 0.0058(6) 0.0006(5) -0.0308(7) S2 0.0384(6) 0.0481(7) 0.0597(7) -0.0028(6) 0.0039(6) -0.0004(5) O1 0.0426(17) 0.0402(17) 0.0421(16) 0.0045(13) 0.0003(13) -0.0127(14) O2 0.0346(17) 0.0457(18) 0.0483(18) 0.0053(14) -0.0038(14) -0.0118(14) O3 0.046(2) 0.122(3) 0.0420(18) -0.0080(19) 0.0161(16) -0.033(2) O4 0.075(2) 0.078(3) 0.054(2) 0.0298(18) -0.0149(18) -0.045(2) O5 0.063(2) 0.0528(19) 0.0320(15) 0.0016(14) 0.0054(14) 0.0227(16) O6 0.085(2) 0.0443(19) 0.0436(18) -0.0106(15) 0.0148(17) 0.0214(18) O7 0.051(2) 0.051(2) 0.0489(19) 0.0040(18) 0.0189(17) 0.014(2) N1 0.036(2) 0.039(2) 0.0323(18) -0.0025(15) 0.0051(15) 0.0056(16) N2 0.051(2) 0.039(2) 0.0311(18) 0.0023(15) 0.0125(16) 0.0047(17) N3 0.0375(19) 0.0345(18) 0.0292(17) -0.0038(14) 0.0059(15) 0.0033(15) C1 0.043(3) 0.043(3) 0.032(2) -0.0019(19) 0.0089(19) -0.013(2) C2 0.036(2) 0.043(2) 0.032(2) 0.0004(18) 0.0049(18) -0.012(2) C3 0.039(3) 0.044(3) 0.057(3) -0.004(2) 0.005(2) -0.010(2) C4 0.035(3) 0.059(3) 0.053(3) 0.000(2) 0.006(2) -0.004(2) C5 0.036(2) 0.060(3) 0.027(2) 0.004(2) 0.0012(18) -0.021(2) C6 0.052(3) 0.047(3) 0.063(3) 0.011(2) -0.012(3) -0.017(2) C7 0.031(2) 0.045(3) 0.069(3) 0.005(2) -0.008(2) -0.009(2) C8 0.038(2) 0.049(3) 0.029(2) 0.0028(19) 0.0014(19) -0.011(2) C9 0.051(3) 0.054(3) 0.035(2) -0.004(2) 0.012(2) 0.004(2) C10 0.043(3) 0.057(3) 0.036(2) 0.006(2) 0.005(2) 0.016(2) C11 0.036(2) 0.034(2) 0.034(2) -0.0037(18) 0.0019(18) 0.0029(19) C12 0.046(3) 0.063(3) 0.040(2) -0.009(2) 0.000(2) 0.021(2) C13 0.045(3) 0.069(3) 0.047(3) 0.000(2) -0.009(2) 0.018(3) C14 0.040(2) 0.035(2) 0.036(2) -0.0030(19) 0.0070(19) 0.004(2) C15 0.044(3) 0.046(3) 0.046(3) 0.001(2) 0.012(2) 0.002(2) C16 0.046(3) 0.041(2) 0.037(2) -0.0021(18) 0.008(2) 0.007(2) C17 0.037(2) 0.029(2) 0.0277(19) -0.0019(16) 0.0020(17) 0.0100(18) C18 0.040(2) 0.030(2) 0.0254(19) 0.0013(16) 0.0052(17) 0.0092(18) C19 0.049(3) 0.040(2) 0.038(2) -0.0032(19) 0.014(2) 0.002(2) C20 0.046(3) 0.034(2) 0.042(2) -0.0021(19) 0.018(2) 0.004(2) C21 0.044(3) 0.057(3) 0.057(3) -0.004(2) 0.013(2) -0.004(2) C22 0.057(3) 0.073(4) 0.088(4) -0.005(3) 0.033(3) -0.009(3) C23 0.079(4) 0.079(4) 0.076(4) 0.004(3) 0.048(3) -0.006(3) C24 0.073(4) 0.072(4) 0.048(3) 0.001(2) 0.032(3) -0.002(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 Co1 O6 1.988(3) . ? Co1 N3 2.100(3) . ? Co1 O2 2.117(3) 2_665 ? Co1 O7 2.127(4) . ? Co1 N1 2.185(3) . ? Co1 O1 2.232(3) 2_665 ? Co1 C1 2.484(4) 2_665 ? S1 O4 1.439(4) . ? S1 O3 1.442(4) . ? S1 C5 1.764(4) . ? S1 C8 1.767(4) . ? S2 C15 1.704(4) . ? S2 C16 1.706(4) . ? O1 C1 1.252(5) . ? O1 Co1 2.232(3) 2_645 ? O2 C1 1.263(5) . ? O2 Co1 2.117(3) 2_645 ? O5 C14 1.246(4) . ? O6 C14 1.250(5) . ? O7 H7W2 0.78(5) . ? O7 H7W1 0.75(6) . ? N1 C15 1.300(5) . ? N1 C17 1.391(5) . ? N2 C18 1.357(5) . ? N2 C19 1.393(5) . ? N3 C18 1.329(5) . ? N3 C20 1.395(5) . ? C1 C2 1.513(5) . ? C1 Co1 2.484(4) 2_645 ? C2 C7 1.380(6) . ? C2 C3 1.382(6) . ? C3 C4 1.380(6) . ? C3 H3 0.9300 . ? C4 C5 1.385(6) . ? C4 H4 0.9300 . ? C5 C6 1.371(6) . ? C6 C7 1.393(6) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.380(6) . ? C8 C9 1.384(6) . ? C9 C10 1.390(5) . ? C9 H9A 0.9300 . ? C10 C11 1.383(5) . ? C10 H10 0.9300 . ? C11 C12 1.379(5) . ? C11 C14 1.509(5) . ? C12 C13 1.387(6) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.349(5) . ? C16 H16 0.9300 . ? C17 C18 1.449(5) . ? C19 C24 1.388(6) . ? C19 C20 1.402(5) . ? C20 C21 1.391(6) . ? C21 C22 1.382(6) . ? C21 H21 0.9300 . ? C22 C23 1.377(7) . ? C22 H22 0.9300 . ? C23 C24 1.363(7) . ? C23 H23 0.9300 . ? C24 H24 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 O6 Co1 N3 97.89(13) . . ? O6 Co1 O2 157.55(12) . 2_665 ? N3 Co1 O2 92.61(12) . 2_665 ? O6 Co1 O7 92.45(16) . . ? N3 Co1 O7 165.45(15) . . ? O2 Co1 O7 81.37(15) 2_665 . ? O6 Co1 N1 96.06(13) . . ? N3 Co1 N1 78.69(13) . . ? O2 Co1 N1 105.46(12) 2_665 . ? O7 Co1 N1 90.10(14) . . ? O6 Co1 O1 98.55(12) . 2_665 ? N3 Co1 O1 94.25(12) . 2_665 ? O2 Co1 O1 60.75(10) 2_665 2_665 ? O7 Co1 O1 94.30(13) . 2_665 ? N1 Co1 O1 164.54(11) . 2_665 ? O6 Co1 C1 128.34(14) . 2_665 ? N3 Co1 C1 93.65(13) . 2_665 ? O2 Co1 C1 30.56(12) 2_665 2_665 ? O7 Co1 C1 87.87(14) . 2_665 ? N1 Co1 C1 135.60(13) . 2_665 ? O1 Co1 C1 30.20(11) 2_665 2_665 ? O4 S1 O3 119.7(2) . . ? O4 S1 C5 107.9(2) . . ? O3 S1 C5 107.1(2) . . ? O4 S1 C8 108.8(2) . . ? O3 S1 C8 107.5(2) . . ? C5 S1 C8 104.97(19) . . ? C15 S2 C16 89.8(2) . . ? C1 O1 Co1 86.1(2) . 2_645 ? C1 O2 Co1 91.0(2) . 2_645 ? C14 O6 Co1 158.7(3) . . ? Co1 O7 H7W2 112(4) . . ? Co1 O7 H7W1 106(5) . . ? H7W2 O7 H7W1 114(6) . . ? C15 N1 C17 109.9(3) . . ? C15 N1 Co1 138.4(3) . . ? C17 N1 Co1 111.7(3) . . ? C18 N2 C19 106.1(3) . . ? C18 N3 C20 104.9(3) . . ? C18 N3 Co1 113.8(3) . . ? C20 N3 Co1 140.9(3) . . ? O1 C1 O2 122.1(4) . . ? O1 C1 C2 120.2(4) . . ? O2 C1 C2 117.7(4) . . ? O1 C1 Co1 63.7(2) . 2_645 ? O2 C1 Co1 58.4(2) . 2_645 ? C2 C1 Co1 175.9(3) . 2_645 ? C7 C2 C3 120.0(4) . . ? C7 C2 C1 119.6(4) . . ? C3 C2 C1 120.4(4) . . ? C4 C3 C2 120.6(4) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 118.7(4) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C6 C5 C4 121.8(4) . . ? C6 C5 S1 118.9(4) . . ? C4 C5 S1 119.3(4) . . ? C5 C6 C7 118.9(4) . . ? C5 C6 H6 120.6 . . ? C7 C6 H6 120.6 . . ? C2 C7 C6 120.1(4) . . ? C2 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C13 C8 C9 121.4(4) . . ? C13 C8 S1 119.1(3) . . ? C9 C8 S1 119.6(3) . . ? C8 C9 C10 118.3(4) . . ? C8 C9 H9A 120.9 . . ? C10 C9 H9A 120.9 . . ? C11 C10 C9 121.1(4) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C12 C11 C10 119.6(4) . . ? C12 C11 C14 120.9(4) . . ? C10 C11 C14 119.5(3) . . ? C11 C12 C13 120.3(4) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C8 C13 C12 119.4(4) . . ? C8 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? O5 C14 O6 122.9(4) . . ? O5 C14 C11 117.8(3) . . ? O6 C14 C11 119.2(4) . . ? N1 C15 S2 115.2(3) . . ? N1 C15 H15 122.4 . . ? S2 C15 H15 122.4 . . ? C17 C16 S2 109.9(3) . . ? C17 C16 H16 125.1 . . ? S2 C16 H16 125.1 . . ? C16 C17 N1 115.2(4) . . ? C16 C17 C18 129.7(4) . . ? N1 C17 C18 115.1(3) . . ? N3 C18 N2 113.6(4) . . ? N3 C18 C17 120.6(3) . . ? N2 C18 C17 125.8(3) . . ? C24 C19 N2 131.5(4) . . ? C24 C19 C20 122.3(4) . . ? N2 C19 C20 106.2(4) . . ? C21 C20 N3 130.5(4) . . ? C21 C20 C19 120.3(4) . . ? N3 C20 C19 109.1(4) . . ? C22 C21 C20 116.7(5) . . ? C22 C21 H21 121.6 . . ? C20 C21 H21 121.6 . . ? C23 C22 C21 121.7(5) . . ? C23 C22 H22 119.1 . . ? C21 C22 H22 119.1 . . ? C24 C23 C22 123.0(5) . . ? C24 C23 H23 118.5 . . ? C22 C23 H23 118.5 . . ? C23 C24 C19 115.9(5) . . ? C23 C24 H24 122.0 . . ? C19 C24 H24 122.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Co1 O6 C14 -169.9(8) . . . . ? O2 Co1 O6 C14 72.9(10) 2_665 . . . ? O7 Co1 O6 C14 -0.2(9) . . . . ? N1 Co1 O6 C14 -90.6(9) . . . . ? O1 Co1 O6 C14 94.5(9) 2_665 . . . ? C1 Co1 O6 C14 89.0(9) 2_665 . . . ? O6 Co1 N1 C15 82.4(4) . . . . ? N3 Co1 N1 C15 179.3(4) . . . . ? O2 Co1 N1 C15 -91.1(4) 2_665 . . . ? O7 Co1 N1 C15 -10.1(4) . . . . ? O1 Co1 N1 C15 -116.8(5) 2_665 . . . ? C1 Co1 N1 C15 -97.1(4) 2_665 . . . ? O6 Co1 N1 C17 -97.0(3) . . . . ? N3 Co1 N1 C17 -0.2(2) . . . . ? O2 Co1 N1 C17 89.4(3) 2_665 . . . ? O7 Co1 N1 C17 170.5(3) . . . . ? O1 Co1 N1 C17 63.8(5) 2_665 . . . ? C1 Co1 N1 C17 83.4(3) 2_665 . . . ? O6 Co1 N3 C18 96.5(3) . . . . ? O2 Co1 N3 C18 -103.4(3) 2_665 . . . ? O7 Co1 N3 C18 -38.4(7) . . . . ? N1 Co1 N3 C18 1.9(3) . . . . ? O1 Co1 N3 C18 -164.2(3) 2_665 . . . ? C1 Co1 N3 C18 -134.0(3) 2_665 . . . ? O6 Co1 N3 C20 -91.1(4) . . . . ? O2 Co1 N3 C20 69.0(4) 2_665 . . . ? O7 Co1 N3 C20 134.0(6) . . . . ? N1 Co1 N3 C20 174.3(4) . . . . ? O1 Co1 N3 C20 8.2(4) 2_665 . . . ? C1 Co1 N3 C20 38.4(4) 2_665 . . . ? Co1 O1 C1 O2 1.1(4) 2_645 . . . ? Co1 O1 C1 C2 -178.6(3) 2_645 . . . ? Co1 O2 C1 O1 -1.2(4) 2_645 . . . ? Co1 O2 C1 C2 178.6(3) 2_645 . . . ? O1 C1 C2 C7 -163.8(4) . . . . ? O2 C1 C2 C7 16.4(6) . . . . ? Co1 C1 C2 C7 34(4) 2_645 . . . ? O1 C1 C2 C3 17.1(6) . . . . ? O2 C1 C2 C3 -162.7(4) . . . . ? Co1 C1 C2 C3 -145(4) 2_645 . . . ? C7 C2 C3 C4 -1.0(7) . . . . ? C1 C2 C3 C4 178.1(4) . . . . ? C2 C3 C4 C5 0.7(6) . . . . ? C3 C4 C5 C6 0.7(7) . . . . ? C3 C4 C5 S1 -178.9(3) . . . . ? O4 S1 C5 C6 -14.9(4) . . . . ? O3 S1 C5 C6 -145.0(4) . . . . ? C8 S1 C5 C6 100.9(4) . . . . ? O4 S1 C5 C4 164.8(3) . . . . ? O3 S1 C5 C4 34.7(4) . . . . ? C8 S1 C5 C4 -79.4(4) . . . . ? C4 C5 C6 C7 -1.9(7) . . . . ? S1 C5 C6 C7 177.8(4) . . . . ? C3 C2 C7 C6 -0.2(7) . . . . ? C1 C2 C7 C6 -179.3(4) . . . . ? C5 C6 C7 C2 1.6(7) . . . . ? O4 S1 C8 C13 43.4(4) . . . . ? O3 S1 C8 C13 174.3(4) . . . . ? C5 S1 C8 C13 -71.9(4) . . . . ? O4 S1 C8 C9 -137.4(4) . . . . ? O3 S1 C8 C9 -6.4(4) . . . . ? C5 S1 C8 C9 107.3(4) . . . . ? C13 C8 C9 C10 0.8(7) . . . . ? S1 C8 C9 C10 -178.4(3) . . . . ? C8 C9 C10 C11 0.4(7) . . . . ? C9 C10 C11 C12 -1.3(7) . . . . ? C9 C10 C11 C14 177.0(4) . . . . ? C10 C11 C12 C13 1.0(7) . . . . ? C14 C11 C12 C13 -177.2(4) . . . . ? C9 C8 C13 C12 -1.0(7) . . . . ? S1 C8 C13 C12 178.2(4) . . . . ? C11 C12 C13 C8 0.1(7) . . . . ? Co1 O6 C14 O5 138.0(7) . . . . ? Co1 O6 C14 C11 -42.4(10) . . . . ? C12 C11 C14 O5 159.8(4) . . . . ? C10 C11 C14 O5 -18.4(6) . . . . ? C12 C11 C14 O6 -19.8(6) . . . . ? C10 C11 C14 O6 162.0(4) . . . . ? C17 N1 C15 S2 0.0(4) . . . . ? Co1 N1 C15 S2 -179.4(2) . . . . ? C16 S2 C15 N1 0.2(4) . . . . ? C15 S2 C16 C17 -0.4(3) . . . . ? S2 C16 C17 N1 0.6(4) . . . . ? S2 C16 C17 C18 -178.7(3) . . . . ? C15 N1 C17 C16 -0.4(5) . . . . ? Co1 N1 C17 C16 179.2(3) . . . . ? C15 N1 C17 C18 179.0(3) . . . . ? Co1 N1 C17 C18 -1.4(4) . . . . ? C20 N3 C18 N2 -0.6(4) . . . . ? Co1 N3 C18 N2 174.4(3) . . . . ? C20 N3 C18 C17 -178.5(3) . . . . ? Co1 N3 C18 C17 -3.4(4) . . . . ? C19 N2 C18 N3 0.1(4) . . . . ? C19 N2 C18 C17 177.8(4) . . . . ? C16 C17 C18 N3 -177.5(4) . . . . ? N1 C17 C18 N3 3.3(5) . . . . ? C16 C17 C18 N2 5.0(7) . . . . ? N1 C17 C18 N2 -174.2(3) . . . . ? C18 N2 C19 C24 179.0(5) . . . . ? C18 N2 C19 C20 0.5(4) . . . . ? C18 N3 C20 C21 -178.8(4) . . . . ? Co1 N3 C20 C21 8.4(7) . . . . ? C18 N3 C20 C19 1.0(4) . . . . ? Co1 N3 C20 C19 -171.9(3) . . . . ? C24 C19 C20 C21 0.2(7) . . . . ? N2 C19 C20 C21 178.9(4) . . . . ? C24 C19 C20 N3 -179.6(4) . . . . ? N2 C19 C20 N3 -0.9(4) . . . . ? N3 C20 C21 C22 178.9(4) . . . . ? C19 C20 C21 C22 -0.9(7) . . . . ? C20 C21 C22 C23 0.8(8) . . . . ? C21 C22 C23 C24 0.1(9) . . . . ? C22 C23 C24 C19 -0.8(8) . . . . ? N2 C19 C24 C23 -177.7(5) . . . . ? C20 C19 C24 C23 0.7(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O7 H7W1 O5 0.75(6) 2.11(6) 2.836(5) 163(6) 1_565 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.517 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.064 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 1.000 0.079 0.250 149.9 16.5 2 0.500 -0.154 0.250 149.9 16.5 3 1.000 -0.131 0.750 149.6 16.0 4 0.500 0.097 0.750 149.6 16.0 _platon_squeeze_details ; The unit cell includes a large region of disordered solvent water molecules, which could not be modeled as discrete atomic sites. We employed PLATON/SQUEEZE to calculate the diffraction contribution of the solvent water molecules and, thereby, to produce a set of solvent-free diffraction intensities.Combing single-crystal structures, elemental microanalyses, TGA and the electron count of the SQUEEZE results, about 1.5 water molecules per asymmetric unit ; _database_code_depnum_ccdc_archive 'CCDC 960063' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_e _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H13 Cu O8.5 S' _chemical_formula_sum 'C14 H13 Cu O8.5 S' _chemical_formula_weight 412.85 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/m ' _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 12.248(2) _cell_length_b 22.262(5) _cell_length_c 7.1435(14) _cell_angle_alpha 90.00 _cell_angle_beta 124.47(3) _cell_angle_gamma 90.00 _cell_volume 1605.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2437 _cell_measurement_theta_min 1.8294 _cell_measurement_theta_max 27.9043 _exptl_crystal_description Prism _exptl_crystal_colour Blue _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.708 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 780 _exptl_absorpt_coefficient_mu 1.521 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6754 _exptl_absorpt_correction_T_max 0.7308 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1536 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.49 _reflns_number_total 1536 _reflns_number_gt 1383 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0433P)^2^+3.4227P] 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 1536 _refine_ls_number_parameters 108 _refine_ls_number_restraints 167 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0987 _refine_ls_wR_factor_gt 0.0950 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.42127(5) 0.5000 1.06977(8) 0.02514(19) Uani 1 2 d SU . . S1 S 0.0000 0.23856(5) 0.0000 0.0254(3) Uani 1 2 d SU . . O1 O 0.4595(2) 0.43858(10) 0.7127(4) 0.0385(6) Uani 1 1 d U . . O2 O 0.3276(2) 0.43763(11) 0.8376(4) 0.0373(6) Uani 1 1 d U . . O3 O 0.0675(2) 0.20626(10) -0.0801(4) 0.0353(6) Uani 1 1 d U . . O4 O 0.3027(5) 0.5000 1.2119(7) 0.0648(12) Uani 1 2 d SU . . C1 C 0.3619(3) 0.41963(14) 0.7109(5) 0.0292(7) Uani 1 1 d U . . C2 C 0.2774(3) 0.37241(14) 0.5395(5) 0.0270(7) Uani 1 1 d U . . C3 C 0.2999(3) 0.35412(15) 0.3780(5) 0.0331(7) Uani 1 1 d U . . H3 H 0.3708 0.3701 0.3802 0.040 Uiso 1 1 calc R . . C4 C 0.2183(3) 0.31265(15) 0.2152(5) 0.0320(7) Uani 1 1 d U . . H4A H 0.2329 0.3007 0.1063 0.038 Uiso 1 1 calc R . . C5 C 0.1134(3) 0.28869(13) 0.2158(5) 0.0252(6) Uani 1 1 d U . . C6 C 0.0920(3) 0.30518(16) 0.3778(6) 0.0367(8) Uani 1 1 d U . . H6A H 0.0223 0.2885 0.3776 0.044 Uiso 1 1 calc R . . C7 C 0.1751(3) 0.34673(16) 0.5411(6) 0.0382(8) Uani 1 1 d U . . H7 H 0.1622 0.3575 0.6530 0.046 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0273(3) 0.0226(3) 0.0225(3) 0.000 0.0123(2) 0.000 S1 0.0238(5) 0.0231(5) 0.0232(5) 0.000 0.0098(4) 0.000 O1 0.0436(14) 0.0356(13) 0.0340(13) -0.0120(10) 0.0207(11) -0.0134(11) O2 0.0414(13) 0.0357(13) 0.0337(12) -0.0108(10) 0.0206(11) -0.0085(11) O3 0.0337(12) 0.0322(13) 0.0353(13) -0.0075(10) 0.0168(11) 0.0045(10) O4 0.083(3) 0.062(3) 0.080(3) 0.000 0.064(3) 0.000 C1 0.0314(16) 0.0210(15) 0.0261(15) 0.0029(12) 0.0107(13) 0.0000(12) C2 0.0291(15) 0.0233(15) 0.0230(15) -0.0009(12) 0.0114(13) -0.0008(12) C3 0.0273(16) 0.0377(18) 0.0354(17) -0.0057(14) 0.0184(14) -0.0052(13) C4 0.0315(16) 0.0396(18) 0.0279(16) -0.0076(14) 0.0187(14) -0.0038(14) C5 0.0234(14) 0.0252(15) 0.0230(15) 0.0001(12) 0.0107(12) 0.0002(12) C6 0.0359(17) 0.0436(19) 0.0357(17) -0.0079(15) 0.0234(15) -0.0137(15) C7 0.0449(19) 0.0432(19) 0.0326(17) -0.0098(15) 0.0255(15) -0.0103(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O2 1.960(2) . ? Cu1 O2 1.960(2) 6_565 ? Cu1 O1 1.962(2) 5_667 ? Cu1 O1 1.962(2) 2_657 ? Cu1 O4 2.193(4) . ? Cu1 Cu1 2.6248(12) 5_667 ? S1 O3 1.437(2) . ? S1 O3 1.437(2) 2 ? S1 C5 1.768(3) . ? S1 C5 1.768(3) 2 ? O1 C1 1.261(4) . ? O1 Cu1 1.962(2) 5_667 ? O2 C1 1.260(4) . ? C1 C2 1.497(4) . ? C2 C7 1.383(4) . ? C2 C3 1.391(4) . ? C3 C4 1.374(4) . ? C3 H3 0.9300 . ? C4 C5 1.394(4) . ? C4 H4A 0.9300 . ? C5 C6 1.373(4) . ? C6 C7 1.382(5) . ? C6 H6A 0.9300 . ? C7 H7 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 O2 Cu1 O2 90.22(14) . 6_565 ? O2 Cu1 O1 168.81(10) . 5_667 ? O2 Cu1 O1 89.62(11) 6_565 5_667 ? O2 Cu1 O1 89.62(11) . 2_657 ? O2 Cu1 O1 168.81(10) 6_565 2_657 ? O1 Cu1 O1 88.37(15) 5_667 2_657 ? O2 Cu1 O4 99.66(11) . . ? O2 Cu1 O4 99.66(11) 6_565 . ? O1 Cu1 O4 91.39(11) 5_667 . ? O1 Cu1 O4 91.39(11) 2_657 . ? O2 Cu1 Cu1 83.26(7) . 5_667 ? O2 Cu1 Cu1 83.26(7) 6_565 5_667 ? O1 Cu1 Cu1 85.61(7) 5_667 5_667 ? O1 Cu1 Cu1 85.61(7) 2_657 5_667 ? O4 Cu1 Cu1 175.81(12) . 5_667 ? O3 S1 O3 119.9(2) . 2 ? O3 S1 C5 108.54(13) . . ? O3 S1 C5 108.29(13) 2 . ? O3 S1 C5 108.29(13) . 2 ? O3 S1 C5 108.54(13) 2 2 ? C5 S1 C5 101.7(2) . 2 ? C1 O1 Cu1 121.2(2) . 5_667 ? C1 O2 Cu1 124.0(2) . . ? O2 C1 O1 125.9(3) . . ? O2 C1 C2 117.0(3) . . ? O1 C1 C2 117.1(3) . . ? C7 C2 C3 119.5(3) . . ? C7 C2 C1 119.6(3) . . ? C3 C2 C1 121.0(3) . . ? C4 C3 C2 120.5(3) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 119.0(3) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? C6 C5 C4 121.1(3) . . ? C6 C5 S1 118.2(2) . . ? C4 C5 S1 120.6(2) . . ? C5 C6 C7 119.3(3) . . ? C5 C6 H6A 120.4 . . ? C7 C6 H6A 120.4 . . ? C6 C7 C2 120.6(3) . . ? C6 C7 H7 119.7 . . ? C2 C7 H7 119.7 . . ? 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 O2 Cu1 O2 C1 82.3(3) 6_565 . . . ? O1 Cu1 O2 C1 -6.9(7) 5_667 . . . ? O1 Cu1 O2 C1 -86.5(3) 2_657 . . . ? O4 Cu1 O2 C1 -177.9(3) . . . . ? Cu1 Cu1 O2 C1 -0.9(2) 5_667 . . . ? Cu1 O2 C1 O1 -0.3(5) . . . . ? Cu1 O2 C1 C2 -178.85(19) . . . . ? Cu1 O1 C1 O2 1.8(4) 5_667 . . . ? Cu1 O1 C1 C2 -179.57(19) 5_667 . . . ? O2 C1 C2 C7 -6.2(4) . . . . ? O1 C1 C2 C7 175.1(3) . . . . ? O2 C1 C2 C3 173.6(3) . . . . ? O1 C1 C2 C3 -5.1(4) . . . . ? C7 C2 C3 C4 2.6(5) . . . . ? C1 C2 C3 C4 -177.2(3) . . . . ? C2 C3 C4 C5 -0.7(5) . . . . ? C3 C4 C5 C6 -1.0(5) . . . . ? C3 C4 C5 S1 176.3(2) . . . . ? O3 S1 C5 C6 -153.3(3) . . . . ? O3 S1 C5 C6 -21.6(3) 2 . . . ? C5 S1 C5 C6 92.6(3) 2 . . . ? O3 S1 C5 C4 29.3(3) . . . . ? O3 S1 C5 C4 161.0(2) 2 . . . ? C5 S1 C5 C4 -84.7(3) 2 . . . ? C4 C5 C6 C7 0.8(5) . . . . ? S1 C5 C6 C7 -176.6(3) . . . . ? C5 C6 C7 C2 1.2(5) . . . . ? C3 C2 C7 C6 -2.9(5) . . . . ? C1 C2 C7 C6 176.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.090 _refine_diff_density_min -0.284 _refine_diff_density_rms 0.076 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.500 -0.019 148.2 25.6 2 0.500 0.000 0.036 148.2 25.6 _platon_squeeze_details ; The unit cell includes a large region of disordered solvent water molecules, which could not be modeled as discrete atomic sites. We employed PLATON/SQUEEZE to calculate the diffraction contribution of the solvent water molecules and, thereby, to produce a set of solvent-free diffraction intensities.Combing single-crystal structures, elemental microanalyses, TGA and the electron count of the SQUEEZE results, about 1.5 water molecules per asymmetric unit ; _database_code_depnum_ccdc_archive 'CCDC 960064' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_f _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H15 Cu2 N3 O9 S' _chemical_formula_sum 'C16 H15 Cu2 N3 O9 S' _chemical_formula_weight 552.46 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'I4(1)/a ' _symmetry_space_group_name_Hall '-I 4ad' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 24.344(3) _cell_length_b 24.344(3) _cell_length_c 15.067(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8929(3) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11836 _cell_measurement_theta_min 1.6729 _cell_measurement_theta_max 27.9203 _exptl_crystal_description Prism _exptl_crystal_colour Blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.644 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4288 _exptl_absorpt_coefficient_mu 2.043 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6854 _exptl_absorpt_correction_T_max 0.7629 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4390 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0331 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.99 _reflns_number_total 4390 _reflns_number_gt 3847 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0955P)^2^+102.8330P] 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 4390 _refine_ls_number_parameters 271 _refine_ls_number_restraints 129 _refine_ls_R_factor_all 0.0814 _refine_ls_R_factor_gt 0.0722 _refine_ls_wR_factor_ref 0.1913 _refine_ls_wR_factor_gt 0.1833 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.106 _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 Cu1 Cu 0.93916(3) 0.40224(3) 1.05186(5) 0.0292(2) Uani 1 1 d . . . Cu2 Cu 0.95484(3) 0.53485(3) 1.05401(5) 0.0293(2) Uani 1 1 d . . . S1 S 0.60227(7) 0.50374(10) 1.10923(13) 0.0531(6) Uani 1 1 d . . . O1 O 0.96702(16) 0.45757(18) 0.9696(3) 0.0306(9) Uani 1 1 d . . . O2 O 0.9150(4) 0.3403(4) 0.9243(6) 0.110(3) Uani 1 1 d . . . O3 O 0.86493(17) 0.43434(18) 1.0450(3) 0.0381(11) Uani 1 1 d . . . O4 O 0.87500(18) 0.52526(19) 1.0634(3) 0.0399(11) Uani 1 1 d . . . O5 O 0.5919(2) 0.5578(4) 1.1427(5) 0.093(3) Uani 1 1 d . . . O6 O 0.5825(2) 0.4570(3) 1.1576(4) 0.075(2) Uani 1 1 d . . . O7 O 0.5348(4) 0.4559(6) 0.6935(7) 0.126(3) Uani 1 1 d U . . O8 O 0.5464(5) 0.5373(7) 0.6801(8) 0.158(4) Uani 1 1 d U . . N1 N 1.0157(2) 0.3780(2) 1.0737(4) 0.0327(12) Uani 1 1 d . . . N2 N 0.9056(2) 0.3437(2) 1.1262(4) 0.0339(12) Uani 1 1 d . . . N3 N 0.8455(2) 0.30775(19) 1.2190(4) 0.0309(12) Uani 1 1 d . . . C1 C 0.9068(3) 0.2888(3) 1.1212(5) 0.0363(15) Uani 1 1 d . . . H1 H 0.9297 0.2693 1.0831 0.044 Uiso 1 1 calc R . . C2 C 0.8672(3) 0.3534(2) 1.1874(4) 0.0324(14) Uani 1 1 d . . . H2 H 0.8569 0.3884 1.2058 0.039 Uiso 1 1 calc R . . C3 C 0.8471(2) 0.4820(3) 1.0589(4) 0.0283(13) Uani 1 1 d . . . C4 C 0.7860(2) 0.4875(3) 1.0705(4) 0.0282(12) Uani 1 1 d . . . C5 C 0.7625(3) 0.5391(3) 1.0798(6) 0.0466(18) Uani 1 1 d . . . H5 H 0.7845 0.5703 1.0784 0.056 Uiso 1 1 calc R . . C6 C 0.7061(3) 0.5442(4) 1.0911(6) 0.054(2) Uani 1 1 d . . . H6 H 0.6900 0.5787 1.0957 0.065 Uiso 1 1 calc R . . C7 C 0.6742(2) 0.4972(3) 1.0954(4) 0.0396(16) Uani 1 1 d . . . C8 C 0.6973(3) 0.4457(3) 1.0873(5) 0.0407(16) Uani 1 1 d . . . H8 H 0.6754 0.4145 1.0904 0.049 Uiso 1 1 calc R . . C9 C 0.7531(3) 0.4409(3) 1.0744(5) 0.0350(14) Uani 1 1 d . . . H9 H 0.7688 0.4063 1.0683 0.042 Uiso 1 1 calc R . . C10 C 0.5773(3) 0.5004(3) 0.9995(5) 0.0422(15) Uani 1 1 d U . . C11 C 0.5738(4) 0.5469(4) 0.9494(7) 0.064(2) Uani 1 1 d U . . H11 H 0.5807 0.5811 0.9746 0.077 Uiso 1 1 calc R . . C12 C 0.5597(4) 0.5427(5) 0.8594(7) 0.077(2) Uani 1 1 d U . . H12 H 0.5568 0.5744 0.8253 0.092 Uiso 1 1 calc R . . C13 C 0.5504(4) 0.4940(6) 0.8220(7) 0.077(2) Uani 1 1 d DU . . C14 C 0.5522(4) 0.4472(5) 0.8726(7) 0.068(2) Uani 1 1 d U . . H14 H 0.5443 0.4133 0.8471 0.082 Uiso 1 1 calc R . . C15 C 0.5659(3) 0.4504(4) 0.9631(6) 0.0522(17) Uani 1 1 d U . . H15 H 0.5672 0.4188 0.9977 0.063 Uiso 1 1 calc R . . C16 C 0.5416(6) 0.4952(9) 0.7188(10) 0.111(3) Uani 1 1 d DU . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0187(4) 0.0258(4) 0.0431(5) 0.0118(3) 0.0061(3) 0.0017(3) Cu2 0.0194(4) 0.0308(4) 0.0376(5) 0.0120(3) 0.0050(3) 0.0019(3) S1 0.0201(8) 0.0966(16) 0.0425(10) -0.0197(10) -0.0009(7) 0.0076(9) O1 0.020(2) 0.034(2) 0.038(2) 0.0138(19) 0.0064(17) 0.0022(16) O2 0.103(7) 0.134(8) 0.092(6) -0.015(6) -0.002(5) -0.011(6) O3 0.020(2) 0.031(2) 0.063(3) 0.006(2) 0.004(2) 0.0041(18) O4 0.025(2) 0.033(2) 0.062(3) 0.009(2) 0.009(2) -0.0015(19) O5 0.037(3) 0.139(7) 0.102(6) -0.071(5) -0.004(3) 0.028(4) O6 0.026(3) 0.158(7) 0.039(3) 0.021(4) 0.005(2) -0.008(3) O7 0.068(4) 0.211(7) 0.100(5) -0.036(5) 0.009(4) -0.005(6) O8 0.122(7) 0.238(7) 0.115(6) 0.076(6) 0.021(5) 0.045(6) N1 0.025(3) 0.030(3) 0.043(3) 0.014(2) 0.000(2) -0.002(2) N2 0.025(3) 0.027(3) 0.049(3) 0.007(2) 0.012(2) 0.002(2) N3 0.032(3) 0.016(2) 0.045(3) 0.001(2) 0.015(2) 0.002(2) C1 0.030(3) 0.027(3) 0.052(4) 0.003(3) 0.019(3) 0.005(3) C2 0.031(3) 0.021(3) 0.045(4) 0.003(3) 0.012(3) -0.002(2) C3 0.022(3) 0.034(3) 0.029(3) 0.011(2) 0.001(2) 0.003(2) C4 0.019(3) 0.039(3) 0.026(3) 0.001(2) 0.001(2) 0.003(2) C5 0.027(3) 0.039(4) 0.074(5) -0.011(4) -0.002(3) 0.000(3) C6 0.028(4) 0.056(5) 0.078(6) -0.024(4) -0.003(4) 0.015(3) C7 0.019(3) 0.068(5) 0.032(3) -0.013(3) -0.001(2) 0.003(3) C8 0.025(3) 0.056(4) 0.042(4) 0.005(3) -0.003(3) -0.008(3) C9 0.023(3) 0.041(4) 0.041(4) 0.000(3) 0.001(3) 0.001(3) C10 0.022(3) 0.060(4) 0.044(3) 0.001(3) 0.000(3) 0.001(3) C11 0.042(4) 0.075(4) 0.076(4) 0.016(4) 0.001(3) 0.003(3) C12 0.047(4) 0.108(5) 0.075(4) 0.041(4) 0.006(4) 0.011(4) C13 0.039(4) 0.128(5) 0.064(4) 0.014(4) 0.000(3) 0.010(4) C14 0.046(4) 0.098(5) 0.061(4) -0.016(4) -0.002(3) -0.006(4) C15 0.039(3) 0.068(4) 0.049(3) 0.001(3) -0.004(3) -0.002(3) C16 0.064(5) 0.169(6) 0.101(5) 0.008(5) 0.014(5) 0.016(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.952(4) . ? Cu1 O3 1.971(4) . ? Cu1 N1 1.982(5) . ? Cu1 N2 1.988(5) . ? Cu1 O2 2.513(9) . ? Cu2 O1 1.944(4) 9_767 ? Cu2 O4 1.963(4) . ? Cu2 N3 1.978(5) 7_544 ? Cu2 O7 2.128(11) 2_665 ? Cu2 O1 2.290(5) . ? S1 O5 1.433(8) . ? S1 O6 1.435(7) . ? S1 C10 1.763(7) . ? S1 C7 1.772(6) . ? O1 Cu2 1.944(4) 9_767 ? O3 C3 1.256(8) . ? O4 C3 1.255(8) . ? O7 C16 1.04(2) . ? O7 Cu2 2.128(11) 2_664 ? O8 C16 1.19(2) . ? N1 C1 1.314(8) 15_667 ? N1 N3 1.370(7) 15_667 ? N2 C2 1.333(8) . ? N2 C1 1.339(8) . ? N3 C2 1.320(8) . ? N3 N1 1.370(7) 12_758 ? N3 Cu2 1.978(5) 8_454 ? C1 N1 1.314(8) 12_758 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.503(8) . ? C4 C5 1.386(9) . ? C4 C9 1.391(9) . ? C5 C6 1.389(10) . ? C5 H5 0.9300 . ? C6 C7 1.382(11) . ? C6 H6 0.9300 . ? C7 C8 1.380(11) . ? C8 C9 1.375(9) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C15 1.363(11) . ? C10 C11 1.365(12) . ? C11 C12 1.402(14) . ? C11 H11 0.9300 . ? C12 C13 1.333(16) . ? C12 H12 0.9300 . ? C13 C14 1.373(16) . ? C13 C16 1.569(14) . ? C14 C15 1.406(12) . ? C14 H14 0.9300 . ? C15 H15 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 O1 Cu1 O3 90.68(18) . . ? O1 Cu1 N1 89.06(19) . . ? O3 Cu1 N1 171.3(2) . . ? O1 Cu1 N2 174.3(2) . . ? O3 Cu1 N2 86.4(2) . . ? N1 Cu1 N2 94.6(2) . . ? O1 Cu1 O2 90.6(3) . . ? O3 Cu1 O2 89.1(3) . . ? N1 Cu1 O2 99.7(3) . . ? N2 Cu1 O2 84.5(3) . . ? O1 Cu2 O4 173.4(2) 9_767 . ? O1 Cu2 N3 87.83(18) 9_767 7_544 ? O4 Cu2 N3 88.95(19) . 7_544 ? O1 Cu2 O7 93.2(3) 9_767 2_665 ? O4 Cu2 O7 93.4(3) . 2_665 ? N3 Cu2 O7 125.4(4) 7_544 2_665 ? O1 Cu2 O1 81.35(19) 9_767 . ? O4 Cu2 O1 94.03(18) . . ? N3 Cu2 O1 105.9(2) 7_544 . ? O7 Cu2 O1 128.3(4) 2_665 . ? O5 S1 O6 119.4(5) . . ? O5 S1 C10 108.2(4) . . ? O6 S1 C10 108.9(4) . . ? O5 S1 C7 107.4(4) . . ? O6 S1 C7 108.8(4) . . ? C10 S1 C7 103.1(3) . . ? Cu2 O1 Cu1 121.5(2) 9_767 . ? Cu2 O1 Cu2 98.65(19) 9_767 . ? Cu1 O1 Cu2 99.77(18) . . ? C3 O3 Cu1 132.4(4) . . ? C3 O4 Cu2 129.2(4) . . ? C16 O7 Cu2 104.2(13) . 2_664 ? C1 N1 N3 106.3(5) 15_667 15_667 ? C1 N1 Cu1 134.4(4) 15_667 . ? N3 N1 Cu1 119.0(4) 15_667 . ? C2 N2 C1 103.3(5) . . ? C2 N2 Cu1 123.5(4) . . ? C1 N2 Cu1 132.4(5) . . ? C2 N3 N1 105.7(5) . 12_758 ? C2 N3 Cu2 131.6(4) . 8_454 ? N1 N3 Cu2 122.6(4) 12_758 8_454 ? N1 C1 N2 112.2(6) 12_758 . ? N1 C1 H1 123.9 12_758 . ? N2 C1 H1 123.9 . . ? N3 C2 N2 112.5(5) . . ? N3 C2 H2 123.8 . . ? N2 C2 H2 123.8 . . ? O3 C3 O4 126.7(6) . . ? O3 C3 C4 116.4(6) . . ? O4 C3 C4 117.0(6) . . ? C5 C4 C9 119.7(6) . . ? C5 C4 C3 120.1(6) . . ? C9 C4 C3 120.1(6) . . ? C4 C5 C6 120.1(7) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 119.1(7) . . ? C7 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? C8 C7 C6 121.2(6) . . ? C8 C7 S1 119.6(6) . . ? C6 C7 S1 119.1(6) . . ? C9 C8 C7 119.4(7) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C8 C9 C4 120.4(6) . . ? C8 C9 H9 119.8 . . ? C4 C9 H9 119.8 . . ? C15 C10 C11 120.4(8) . . ? C15 C10 S1 119.3(6) . . ? C11 C10 S1 120.1(7) . . ? C10 C11 C12 119.3(10) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C13 C12 C11 121.1(10) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C14 119.9(10) . . ? C12 C13 C16 115.2(13) . . ? C14 C13 C16 124.8(14) . . ? C13 C14 C15 120.0(10) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C10 C15 C14 119.3(9) . . ? C10 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? O7 C16 O8 128.9(18) . . ? O7 C16 C13 111.6(18) . . ? O8 C16 C13 119.4(18) . . ? 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 O3 Cu1 O1 Cu2 171.5(3) . . . 9_767 ? N1 Cu1 O1 Cu2 0.2(3) . . . 9_767 ? N2 Cu1 O1 Cu2 -130.0(19) . . . 9_767 ? O2 Cu1 O1 Cu2 -99.5(3) . . . 9_767 ? O3 Cu1 O1 Cu2 64.94(19) . . . . ? N1 Cu1 O1 Cu2 -106.3(2) . . . . ? N2 Cu1 O1 Cu2 123(2) . . . . ? O2 Cu1 O1 Cu2 154.0(3) . . . . ? O1 Cu2 O1 Cu2 0.0 9_767 . . 9_767 ? O4 Cu2 O1 Cu2 175.3(2) . . . 9_767 ? N3 Cu2 O1 Cu2 85.2(2) 7_544 . . 9_767 ? O7 Cu2 O1 Cu2 -87.2(4) 2_665 . . 9_767 ? O1 Cu2 O1 Cu1 124.2(2) 9_767 . . . ? O4 Cu2 O1 Cu1 -60.5(2) . . . . ? N3 Cu2 O1 Cu1 -150.58(19) 7_544 . . . ? O7 Cu2 O1 Cu1 37.0(4) 2_665 . . . ? O1 Cu1 O3 C3 -55.4(6) . . . . ? N1 Cu1 O3 C3 32.9(16) . . . . ? N2 Cu1 O3 C3 129.5(6) . . . . ? O2 Cu1 O3 C3 -145.9(6) . . . . ? O1 Cu2 O4 C3 71.3(18) 9_767 . . . ? N3 Cu2 O4 C3 132.1(6) 7_544 . . . ? O7 Cu2 O4 C3 -102.6(7) 2_665 . . . ? O1 Cu2 O4 C3 26.2(6) . . . . ? O1 Cu1 N1 C1 173.2(7) . . . 15_667 ? O3 Cu1 N1 C1 84.8(15) . . . 15_667 ? N2 Cu1 N1 C1 -11.1(7) . . . 15_667 ? O2 Cu1 N1 C1 -96.4(7) . . . 15_667 ? O1 Cu1 N1 N3 0.7(5) . . . 15_667 ? O3 Cu1 N1 N3 -87.6(14) . . . 15_667 ? N2 Cu1 N1 N3 176.4(5) . . . 15_667 ? O2 Cu1 N1 N3 91.2(5) . . . 15_667 ? O1 Cu1 N2 C2 -98(2) . . . . ? O3 Cu1 N2 C2 -39.6(6) . . . . ? N1 Cu1 N2 C2 131.6(6) . . . . ? O2 Cu1 N2 C2 -129.0(6) . . . . ? O1 Cu1 N2 C1 69(2) . . . . ? O3 Cu1 N2 C1 128.2(7) . . . . ? N1 Cu1 N2 C1 -60.5(7) . . . . ? O2 Cu1 N2 C1 38.8(7) . . . . ? C2 N2 C1 N1 -0.7(8) . . . 12_758 ? Cu1 N2 C1 N1 -170.3(5) . . . 12_758 ? N1 N3 C2 N2 0.8(8) 12_758 . . . ? Cu2 N3 C2 N2 -175.9(5) 8_454 . . . ? C1 N2 C2 N3 -0.1(8) . . . . ? Cu1 N2 C2 N3 170.7(5) . . . . ? Cu1 O3 C3 O4 16.4(10) . . . . ? Cu1 O3 C3 C4 -164.2(4) . . . . ? Cu2 O4 C3 O3 -1.8(10) . . . . ? Cu2 O4 C3 C4 178.7(4) . . . . ? O3 C3 C4 C5 -175.4(6) . . . . ? O4 C3 C4 C5 4.1(9) . . . . ? O3 C3 C4 C9 6.3(9) . . . . ? O4 C3 C4 C9 -174.2(6) . . . . ? C9 C4 C5 C6 -1.3(12) . . . . ? C3 C4 C5 C6 -179.6(7) . . . . ? C4 C5 C6 C7 1.7(13) . . . . ? C5 C6 C7 C8 -1.0(12) . . . . ? C5 C6 C7 S1 -179.7(7) . . . . ? O5 S1 C7 C8 162.5(6) . . . . ? O6 S1 C7 C8 32.0(7) . . . . ? C10 S1 C7 C8 -83.4(6) . . . . ? O5 S1 C7 C6 -18.9(8) . . . . ? O6 S1 C7 C6 -149.3(7) . . . . ? C10 S1 C7 C6 95.2(7) . . . . ? C6 C7 C8 C9 -0.2(11) . . . . ? S1 C7 C8 C9 178.5(5) . . . . ? C7 C8 C9 C4 0.6(10) . . . . ? C5 C4 C9 C8 0.1(11) . . . . ? C3 C4 C9 C8 178.4(6) . . . . ? O5 S1 C10 C15 -158.9(6) . . . . ? O6 S1 C10 C15 -27.8(7) . . . . ? C7 S1 C10 C15 87.6(7) . . . . ? O5 S1 C10 C11 26.4(8) . . . . ? O6 S1 C10 C11 157.5(6) . . . . ? C7 S1 C10 C11 -87.1(7) . . . . ? C15 C10 C11 C12 -1.6(12) . . . . ? S1 C10 C11 C12 173.0(7) . . . . ? C10 C11 C12 C13 -0.8(14) . . . . ? C11 C12 C13 C14 2.8(15) . . . . ? C11 C12 C13 C16 -173.4(9) . . . . ? C12 C13 C14 C15 -2.4(14) . . . . ? C16 C13 C14 C15 173.4(9) . . . . ? C11 C10 C15 C14 2.0(12) . . . . ? S1 C10 C15 C14 -172.7(6) . . . . ? C13 C14 C15 C10 0.0(13) . . . . ? Cu2 O7 C16 O8 9(2) 2_664 . . . ? Cu2 O7 C16 C13 -165.6(8) 2_664 . . . ? C12 C13 C16 O7 179.5(13) . . . . ? C14 C13 C16 O7 3(2) . . . . ? C12 C13 C16 O8 3.9(18) . . . . ? C14 C13 C16 O8 -172.1(12) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.422 _refine_diff_density_min -1.420 _refine_diff_density_rms 0.124 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.500 0.250 -0.125 498.3 64.5 2 0.500 0.750 0.125 498.2 63.5 3 0.000 0.750 0.375 498.3 64.5 4 0.000 0.250 0.625 498.2 63.5 _platon_squeeze_details ; The unit cell includes a large region of disordered solvent water molecules, which could not be modeled as discrete atomic sites. We employed PLATON/SQUEEZE to calculate the diffraction contribution of the solvent water molecules and, thereby, to produce a set of solvent-free diffraction intensities.Combing single-crystal structures, elemental microanalyses, TGA and the electron count of the SQUEEZE results, about 1 water molecule per asymmetric unit ; _database_code_depnum_ccdc_archive 'CCDC 960065' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_g _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H15 N8 O6.5 S Zn2' _chemical_formula_sum 'C18 H15 N8 O6.5 S Zn2' _chemical_formula_weight 610.24 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' 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 'Pbcn ' _symmetry_space_group_name_Hall '-P 2n 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 30.671(6) _cell_length_b 16.577(3) _cell_length_c 9.851(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5008.3(17) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9663 _cell_measurement_theta_min 2.1712 _cell_measurement_theta_max 27.8924 _exptl_crystal_description Prism _exptl_crystal_colour Blue _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2416 _exptl_absorpt_coefficient_mu 2.048 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5514 _exptl_absorpt_correction_T_max 0.6078 _exptl_absorpt_process_details multi-scan _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4638 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0646 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4638 _reflns_number_gt 3369 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0552P)^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 4638 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0755 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1252 _refine_ls_wR_factor_gt 0.1138 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.349659(17) 1.10776(3) 0.83967(5) 0.02349(17) Uani 1 1 d . . . Zn2 Zn 0.251301(17) 1.14181(3) 0.63341(5) 0.02679(17) Uani 1 1 d . . . S1 S 0.10110(5) 0.75256(10) 0.36815(15) 0.0495(4) Uani 1 1 d . . . O1 O -0.06487(12) 0.5536(2) 0.6584(4) 0.0549(11) Uani 1 1 d . . . O2 O -0.09795(11) 0.6679(2) 0.6099(4) 0.0443(10) Uani 1 1 d . . . O3 O 0.13162(13) 0.6863(3) 0.3647(5) 0.0685(13) Uani 1 1 d . . . O4 O 0.08798(14) 0.7907(3) 0.2445(4) 0.0686(14) Uani 1 1 d . . . O5 O 0.22936(14) 0.9815(2) 0.7545(4) 0.0647(13) Uani 1 1 d . . . O6 O 0.19866(11) 1.0774(2) 0.6302(3) 0.0423(9) Uani 1 1 d . . . N1 N 0.33652(12) 0.9748(2) 0.4830(4) 0.0296(10) Uani 1 1 d . . . N2 N 0.39192(13) 0.9550(3) 0.6490(4) 0.0441(12) Uani 1 1 d . . . H2A H 0.4036 0.9703 0.7240 0.053 Uiso 1 1 calc R . . H2B H 0.4026 0.9147 0.6052 0.053 Uiso 1 1 calc R . . N3 N 0.33817(12) 1.0570(2) 0.6610(4) 0.0250(9) Uani 1 1 d . . . N4 N 0.30348(12) 1.0788(2) 0.5783(4) 0.0295(9) Uani 1 1 d . . . N5 N 0.23545(12) 1.2164(2) 0.4806(4) 0.0311(10) Uani 1 1 d . . . N6 N 0.16247(14) 1.2360(3) 0.5490(5) 0.0624(16) Uani 1 1 d . . . H6A H 0.1380 1.2602 0.5370 0.075 Uiso 1 1 calc R . . H6B H 0.1654 1.2019 0.6141 0.075 Uiso 1 1 calc R . . N7 N 0.19468(12) 1.3030(2) 0.3631(4) 0.0255(9) Uani 1 1 d . . . N8 N 0.23612(12) 1.3007(2) 0.3064(4) 0.0282(9) Uani 1 1 d . . . C1 C -0.06411(17) 0.6229(4) 0.6159(5) 0.0394(13) Uani 1 1 d . . . C2 C -0.02207(16) 0.6584(3) 0.5601(5) 0.0361(12) Uani 1 1 d . . . C3 C 0.01496(18) 0.6133(3) 0.5605(6) 0.0504(16) Uani 1 1 d . . . H3 H 0.0145 0.5620 0.5987 0.060 Uiso 1 1 calc R . . C4 C 0.05274(18) 0.6421(3) 0.5057(6) 0.0536(16) Uani 1 1 d . . . H4 H 0.0778 0.6105 0.5056 0.064 Uiso 1 1 calc R . . C5 C 0.05342(16) 0.7178(3) 0.4513(5) 0.0396(13) Uani 1 1 d . . . C6 C 0.01663(19) 0.7655(4) 0.4509(8) 0.071(2) Uani 1 1 d . . . H6 H 0.0171 0.8167 0.4126 0.085 Uiso 1 1 calc R . . C7 C -0.02075(18) 0.7354(4) 0.5086(7) 0.0622(19) Uani 1 1 d . . . H7 H -0.0455 0.7676 0.5130 0.075 Uiso 1 1 calc R . . C8 C 0.12492(17) 0.8288(3) 0.4710(6) 0.0413(13) Uani 1 1 d . . . C9 C 0.1467(2) 0.8092(3) 0.5868(6) 0.0607(18) Uani 1 1 d . . . H9 H 0.1454 0.7568 0.6202 0.073 Uiso 1 1 calc R . . C10 C 0.1705(2) 0.8669(4) 0.6542(6) 0.0581(18) Uani 1 1 d . . . H10 H 0.1855 0.8531 0.7328 0.070 Uiso 1 1 calc R . . C11 C 0.17219(16) 0.9435(3) 0.6073(5) 0.0372(13) Uani 1 1 d . . . C12 C 0.1256(2) 0.9062(4) 0.4244(7) 0.064(2) Uani 1 1 d . . . H12 H 0.1103 0.9201 0.3463 0.077 Uiso 1 1 calc R . . C13 C 0.1491(2) 0.9637(4) 0.4942(7) 0.064(2) Uani 1 1 d . . . H13 H 0.1492 1.0168 0.4638 0.077 Uiso 1 1 calc R . . C14 C 0.20257(17) 1.0039(3) 0.6721(6) 0.0422(14) Uani 1 1 d . . . C15 C 0.35689(15) 0.9940(3) 0.6000(5) 0.0276(11) Uani 1 1 d . . . C16 C 0.30394(16) 1.0287(3) 0.4755(5) 0.0338(12) Uani 1 1 d . . . H16 H 0.2839 1.0303 0.4048 0.041 Uiso 1 1 calc R . . C17 C 0.25868(15) 1.2486(3) 0.3768(5) 0.0329(12) Uani 1 1 d . . . H17 H 0.2875 1.2350 0.3578 0.040 Uiso 1 1 calc R . . C18 C 0.19634(15) 1.2516(3) 0.4655(5) 0.0295(11) 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 Zn1 0.0240(3) 0.0241(3) 0.0224(3) -0.0002(2) -0.0029(2) 0.0015(2) Zn2 0.0255(3) 0.0287(3) 0.0261(3) 0.0000(2) -0.0051(2) 0.0034(2) S1 0.0344(8) 0.0645(11) 0.0497(9) -0.0112(8) 0.0107(7) -0.0186(7) O1 0.049(2) 0.051(3) 0.065(3) 0.021(2) 0.004(2) -0.005(2) O2 0.028(2) 0.049(2) 0.055(3) 0.010(2) 0.0044(18) -0.0032(18) O3 0.037(2) 0.068(3) 0.100(4) -0.030(3) 0.027(2) -0.006(2) O4 0.059(3) 0.108(4) 0.038(2) 0.000(2) 0.001(2) -0.040(3) O5 0.066(3) 0.056(3) 0.072(3) 0.019(2) -0.040(3) -0.012(2) O6 0.035(2) 0.038(2) 0.054(2) 0.0061(19) -0.0057(18) -0.0072(18) N1 0.031(2) 0.030(2) 0.028(2) -0.0087(19) -0.0046(18) 0.0074(19) N2 0.048(3) 0.045(3) 0.039(3) -0.021(2) -0.024(2) 0.025(2) N3 0.027(2) 0.025(2) 0.023(2) -0.0009(17) -0.0072(17) 0.0035(17) N4 0.028(2) 0.032(2) 0.029(2) -0.0038(19) -0.0092(18) 0.0084(19) N5 0.027(2) 0.034(2) 0.032(2) 0.008(2) -0.0023(18) 0.0062(19) N6 0.041(3) 0.079(4) 0.068(4) 0.043(3) 0.026(3) 0.028(3) N7 0.022(2) 0.027(2) 0.028(2) 0.0044(18) 0.0035(17) 0.0052(17) N8 0.020(2) 0.036(2) 0.029(2) 0.0060(19) 0.0056(17) 0.0040(18) C1 0.035(3) 0.053(4) 0.030(3) -0.002(3) 0.000(2) -0.006(3) C2 0.031(3) 0.040(3) 0.037(3) 0.005(3) 0.005(2) -0.004(2) C3 0.038(3) 0.050(4) 0.063(4) 0.018(3) -0.003(3) -0.002(3) C4 0.033(3) 0.048(4) 0.080(5) 0.004(3) 0.006(3) 0.000(3) C5 0.028(3) 0.045(3) 0.045(3) -0.002(3) 0.008(3) -0.009(3) C6 0.044(4) 0.048(4) 0.122(6) 0.032(4) 0.019(4) -0.004(3) C7 0.026(3) 0.050(4) 0.110(6) 0.025(4) 0.009(3) 0.007(3) C8 0.031(3) 0.049(3) 0.044(3) -0.002(3) 0.001(3) -0.011(3) C9 0.077(5) 0.034(3) 0.071(4) 0.019(3) -0.025(4) -0.014(3) C10 0.067(4) 0.047(4) 0.061(4) 0.012(3) -0.033(3) -0.014(3) C11 0.032(3) 0.035(3) 0.045(3) 0.009(3) -0.009(3) -0.010(2) C12 0.068(4) 0.061(4) 0.063(4) 0.015(3) -0.037(4) -0.026(4) C13 0.074(5) 0.046(4) 0.072(5) 0.023(3) -0.027(4) -0.024(3) C14 0.036(3) 0.044(3) 0.046(3) 0.015(3) -0.010(3) -0.013(3) C15 0.029(2) 0.026(3) 0.028(3) -0.003(2) -0.005(2) 0.000(2) C16 0.031(3) 0.042(3) 0.028(3) -0.006(2) -0.010(2) 0.007(2) C17 0.026(3) 0.040(3) 0.033(3) 0.004(2) 0.003(2) 0.009(2) C18 0.031(3) 0.030(3) 0.027(3) 0.006(2) 0.007(2) 0.007(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 Zn1 O2 1.955(3) 6_667 ? Zn1 N3 1.983(4) . ? Zn1 N1 2.008(4) 7_576 ? Zn1 N7 2.022(4) 2_575 ? Zn2 O6 1.936(3) . ? Zn2 N4 1.986(4) . ? Zn2 N8 1.991(4) 2_575 ? Zn2 N5 2.008(4) . ? S1 O4 1.430(4) . ? S1 O3 1.444(4) . ? S1 C5 1.772(5) . ? S1 C8 1.777(5) . ? O1 C1 1.223(6) . ? O2 C1 1.279(6) . ? O2 Zn1 1.955(3) 6_557 ? O5 C14 1.214(6) . ? O6 C14 1.291(6) . ? N1 C16 1.342(6) . ? N1 C15 1.349(6) . ? N1 Zn1 2.008(4) 7_575 ? N2 C15 1.344(6) . ? N2 H2A 0.8600 . ? N2 H2B 0.8600 . ? N3 C15 1.333(6) . ? N3 N4 1.388(5) . ? N4 C16 1.310(5) . ? N5 C18 1.342(6) . ? N5 C17 1.356(6) . ? N6 C18 1.349(6) . ? N6 H6A 0.8600 . ? N6 H6B 0.8600 . ? N7 C18 1.322(5) . ? N7 N8 1.389(5) . ? N7 Zn1 2.022(4) 2_574 ? N8 C17 1.306(6) . ? N8 Zn2 1.991(4) 2_574 ? C1 C2 1.520(7) . ? C2 C3 1.360(7) . ? C2 C7 1.374(7) . ? C3 C4 1.365(7) . ? C3 H3 0.9300 . ? C4 C5 1.364(7) . ? C4 H4 0.9300 . ? C5 C6 1.378(7) . ? C6 C7 1.373(7) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.360(7) . ? C8 C12 1.363(7) . ? C9 C10 1.375(8) . ? C9 H9 0.9300 . ? C10 C11 1.353(7) . ? C10 H10 0.9300 . ? C11 C13 1.362(7) . ? C11 C14 1.509(7) . ? C12 C13 1.378(8) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C16 H16 0.9300 . ? C17 H17 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 O2 Zn1 N3 126.03(15) 6_667 . ? O2 Zn1 N1 109.52(15) 6_667 7_576 ? N3 Zn1 N1 107.39(15) . 7_576 ? O2 Zn1 N7 98.68(15) 6_667 2_575 ? N3 Zn1 N7 107.01(15) . 2_575 ? N1 Zn1 N7 106.46(16) 7_576 2_575 ? O6 Zn2 N4 112.19(16) . . ? O6 Zn2 N8 116.10(15) . 2_575 ? N4 Zn2 N8 109.25(15) . 2_575 ? O6 Zn2 N5 97.21(15) . . ? N4 Zn2 N5 108.28(16) . . ? N8 Zn2 N5 113.18(16) 2_575 . ? O4 S1 O3 119.9(3) . . ? O4 S1 C5 107.8(3) . . ? O3 S1 C5 107.3(3) . . ? O4 S1 C8 106.7(3) . . ? O3 S1 C8 106.8(3) . . ? C5 S1 C8 107.9(3) . . ? C1 O2 Zn1 111.0(3) . 6_557 ? C14 O6 Zn2 115.9(3) . . ? C16 N1 C15 103.6(4) . . ? C16 N1 Zn1 124.3(3) . 7_575 ? C15 N1 Zn1 132.0(3) . 7_575 ? C15 N2 H2A 120.0 . . ? C15 N2 H2B 120.0 . . ? H2A N2 H2B 120.0 . . ? C15 N3 N4 105.7(4) . . ? C15 N3 Zn1 131.0(3) . . ? N4 N3 Zn1 123.1(3) . . ? C16 N4 N3 106.2(4) . . ? C16 N4 Zn2 123.6(3) . . ? N3 N4 Zn2 126.5(3) . . ? C18 N5 C17 102.4(4) . . ? C18 N5 Zn2 124.5(3) . . ? C17 N5 Zn2 132.9(3) . . ? C18 N6 H6A 120.0 . . ? C18 N6 H6B 120.0 . . ? H6A N6 H6B 120.0 . . ? C18 N7 N8 104.7(3) . . ? C18 N7 Zn1 125.8(3) . 2_574 ? N8 N7 Zn1 126.2(3) . 2_574 ? C17 N8 N7 106.9(4) . . ? C17 N8 Zn2 132.0(3) . 2_574 ? N7 N8 Zn2 120.5(3) . 2_574 ? O1 C1 O2 123.2(5) . . ? O1 C1 C2 120.2(5) . . ? O2 C1 C2 116.5(5) . . ? C3 C2 C7 119.2(5) . . ? C3 C2 C1 119.6(5) . . ? C7 C2 C1 121.2(5) . . ? C2 C3 C4 121.0(5) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 119.4(5) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C5 C6 121.1(5) . . ? C4 C5 S1 119.6(4) . . ? C6 C5 S1 119.2(4) . . ? C7 C6 C5 118.3(6) . . ? C7 C6 H6 120.8 . . ? C5 C6 H6 120.8 . . ? C6 C7 C2 121.0(5) . . ? C6 C7 H7 119.5 . . ? C2 C7 H7 119.5 . . ? C9 C8 C12 120.0(5) . . ? C9 C8 S1 120.6(5) . . ? C12 C8 S1 118.9(5) . . ? C8 C9 C10 119.9(5) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C11 C10 C9 120.6(5) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C13 119.3(5) . . ? C10 C11 C14 120.2(5) . . ? C13 C11 C14 120.3(5) . . ? C8 C12 C13 119.4(6) . . ? C8 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C11 C13 C12 120.7(6) . . ? C11 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? O5 C14 O6 124.5(5) . . ? O5 C14 C11 119.8(5) . . ? O6 C14 C11 115.7(5) . . ? N3 C15 N2 124.0(4) . . ? N3 C15 N1 111.7(4) . . ? N2 C15 N1 124.3(4) . . ? N4 C16 N1 112.8(4) . . ? N4 C16 H16 123.6 . . ? N1 C16 H16 123.6 . . ? N8 C17 N5 112.5(4) . . ? N8 C17 H17 123.8 . . ? N5 C17 H17 123.8 . . ? N7 C18 N5 113.5(4) . . ? N7 C18 N6 123.9(4) . . ? N5 C18 N6 122.5(4) . . ? 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 N4 Zn2 O6 C14 38.9(4) . . . . ? N8 Zn2 O6 C14 -87.7(4) 2_575 . . . ? N5 Zn2 O6 C14 152.0(4) . . . . ? O2 Zn1 N3 C15 68.2(5) 6_667 . . . ? N1 Zn1 N3 C15 -63.1(4) 7_576 . . . ? N7 Zn1 N3 C15 -177.1(4) 2_575 . . . ? O2 Zn1 N3 N4 -118.6(3) 6_667 . . . ? N1 Zn1 N3 N4 110.0(3) 7_576 . . . ? N7 Zn1 N3 N4 -3.9(4) 2_575 . . . ? C15 N3 N4 C16 -0.2(5) . . . . ? Zn1 N3 N4 C16 -174.8(3) . . . . ? C15 N3 N4 Zn2 158.5(3) . . . . ? Zn1 N3 N4 Zn2 -16.1(5) . . . . ? O6 Zn2 N4 C16 43.2(4) . . . . ? N8 Zn2 N4 C16 173.4(4) 2_575 . . . ? N5 Zn2 N4 C16 -62.9(4) . . . . ? O6 Zn2 N4 N3 -112.1(4) . . . . ? N8 Zn2 N4 N3 18.1(4) 2_575 . . . ? N5 Zn2 N4 N3 141.8(3) . . . . ? O6 Zn2 N5 C18 44.9(4) . . . . ? N4 Zn2 N5 C18 161.2(4) . . . . ? N8 Zn2 N5 C18 -77.5(4) 2_575 . . . ? O6 Zn2 N5 C17 -140.1(4) . . . . ? N4 Zn2 N5 C17 -23.8(5) . . . . ? N8 Zn2 N5 C17 97.5(5) 2_575 . . . ? C18 N7 N8 C17 0.6(5) . . . . ? Zn1 N7 N8 C17 160.8(3) 2_574 . . . ? C18 N7 N8 Zn2 172.5(3) . . . 2_574 ? Zn1 N7 N8 Zn2 -27.3(5) 2_574 . . 2_574 ? Zn1 O2 C1 O1 -5.4(7) 6_557 . . . ? Zn1 O2 C1 C2 171.5(3) 6_557 . . . ? O1 C1 C2 C3 -1.5(8) . . . . ? O2 C1 C2 C3 -178.6(5) . . . . ? O1 C1 C2 C7 178.3(6) . . . . ? O2 C1 C2 C7 1.2(8) . . . . ? C7 C2 C3 C4 -2.7(9) . . . . ? C1 C2 C3 C4 177.1(5) . . . . ? C2 C3 C4 C5 0.8(9) . . . . ? C3 C4 C5 C6 0.1(10) . . . . ? C3 C4 C5 S1 -175.1(5) . . . . ? O4 S1 C5 C4 135.1(5) . . . . ? O3 S1 C5 C4 4.6(6) . . . . ? C8 S1 C5 C4 -110.1(5) . . . . ? O4 S1 C5 C6 -40.2(6) . . . . ? O3 S1 C5 C6 -170.7(5) . . . . ? C8 S1 C5 C6 74.6(6) . . . . ? C4 C5 C6 C7 0.9(10) . . . . ? S1 C5 C6 C7 176.1(6) . . . . ? C5 C6 C7 C2 -2.8(11) . . . . ? C3 C2 C7 C6 3.7(10) . . . . ? C1 C2 C7 C6 -176.1(6) . . . . ? O4 S1 C8 C9 -169.8(5) . . . . ? O3 S1 C8 C9 -40.5(6) . . . . ? C5 S1 C8 C9 74.6(6) . . . . ? O4 S1 C8 C12 2.6(6) . . . . ? O3 S1 C8 C12 131.9(5) . . . . ? C5 S1 C8 C12 -113.0(5) . . . . ? C12 C8 C9 C10 -2.2(10) . . . . ? S1 C8 C9 C10 170.1(5) . . . . ? C8 C9 C10 C11 0.6(11) . . . . ? C9 C10 C11 C13 1.8(10) . . . . ? C9 C10 C11 C14 -172.7(6) . . . . ? C9 C8 C12 C13 1.2(10) . . . . ? S1 C8 C12 C13 -171.2(6) . . . . ? C10 C11 C13 C12 -2.7(10) . . . . ? C14 C11 C13 C12 171.8(6) . . . . ? C8 C12 C13 C11 1.2(11) . . . . ? Zn2 O6 C14 O5 28.1(8) . . . . ? Zn2 O6 C14 C11 -149.5(4) . . . . ? C10 C11 C14 O5 9.3(9) . . . . ? C13 C11 C14 O5 -165.1(6) . . . . ? C10 C11 C14 O6 -173.0(5) . . . . ? C13 C11 C14 O6 12.6(8) . . . . ? N4 N3 C15 N2 -179.9(4) . . . . ? Zn1 N3 C15 N2 -5.9(7) . . . . ? N4 N3 C15 N1 0.5(5) . . . . ? Zn1 N3 C15 N1 174.5(3) . . . . ? C16 N1 C15 N3 -0.6(5) . . . . ? Zn1 N1 C15 N3 176.2(3) 7_575 . . . ? C16 N1 C15 N2 179.8(5) . . . . ? Zn1 N1 C15 N2 -3.4(7) 7_575 . . . ? N3 N4 C16 N1 -0.2(5) . . . . ? Zn2 N4 C16 N1 -159.6(3) . . . . ? C15 N1 C16 N4 0.4(5) . . . . ? Zn1 N1 C16 N4 -176.7(3) 7_575 . . . ? N7 N8 C17 N5 -1.5(6) . . . . ? Zn2 N8 C17 N5 -172.1(3) 2_574 . . . ? C18 N5 C17 N8 1.7(6) . . . . ? Zn2 N5 C17 N8 -174.1(3) . . . . ? N8 N7 C18 N5 0.4(5) . . . . ? Zn1 N7 C18 N5 -159.8(3) 2_574 . . . ? N8 N7 C18 N6 179.6(5) . . . . ? Zn1 N7 C18 N6 19.4(7) 2_574 . . . ? C17 N5 C18 N7 -1.2(5) . . . . ? Zn2 N5 C18 N7 175.0(3) . . . . ? C17 N5 C18 N6 179.6(5) . . . . ? Zn2 N5 C18 N6 -4.1(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N6 H6B O6 0.86 2.31 2.964(6) 133.3 . N6 H6A O2 0.86 2.24 2.984(6) 144.6 5_576 N2 H2B O2 0.86 2.52 3.279(6) 147.1 4_566 N2 H2A O1 0.86 2.05 2.834(6) 152.0 6_667 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.443 _refine_diff_density_min -0.473 _refine_diff_density_rms 0.106 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 -0.017 379.4 110.8 2 0.500 0.500 -0.021 379.3 110.4 3 0.205 0.631 0.187 7.0 0.5 4 0.295 0.131 0.187 7.0 0.6 5 0.000 0.593 0.250 22.3 -2.9 6 0.500 0.093 0.250 22.3 -2.9 7 0.705 0.131 0.312 7.0 0.8 8 0.795 0.631 0.312 7.0 0.5 9 0.205 0.369 0.687 7.0 0.5 10 0.295 0.869 0.687 7.0 0.5 11 0.000 0.407 0.750 22.3 -2.6 12 0.500 0.907 0.750 22.3 -2.8 13 0.705 0.869 0.812 7.0 0.7 14 0.795 0.369 0.812 7.0 0.5 _platon_squeeze_details ; The unit cell includes a large region of disordered solvent water molecules, which could not be modeled as discrete atomic sites. We employed PLATON/SQUEEZE to calculate the diffraction contribution of the solvent water molecules and, thereby, to produce a set of solvent-free diffraction intensities.Combing single-crystal structures, elemental microanalyses, TGA and the electron count of the SQUEEZE results, about 0.5 water molecules per asymmetric unit ; _database_code_depnum_ccdc_archive 'CCDC 960066'