# Electronic Supplementary Material (ESI) for Chemical Communications # 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_1 #TrackingRef '01.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Fe4(C40H44S4O4)Cl)FeCl2(C6H4NO2)2 _chemical_melting_point ? _chemical_formula_moiety 'C64 H60 Cl3 Fe5 N4 O12 S4' _chemical_formula_sum 'C64 H60 Cl3 Fe5 N4 O12 S4' _chemical_formula_weight 1591.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'x, y, -z' 'y, -x, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 15.561(2) _cell_length_b 15.561(2) _cell_length_c 40.195(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9733(3) _cell_formula_units_Z 4 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used 6087 _cell_measurement_theta_min 1.40 _cell_measurement_theta_max 28.32 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.086 # Unidentified solvents are not included in the calculation. _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3252 _exptl_absorpt_coefficient_mu 0.939 # Unidentified solvents are not included in the calculation. _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.806 _exptl_absorpt_correction_T_max 0.877 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 48586 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -52 _diffrn_reflns_limit_l_max 52 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 28.32 _reflns_number_total 6087 _reflns_number_gt 5274 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Since the data resolution is low due to the disordered solvents and cations, the constraints and restraints are applied to make the bond lengths, bond angles, and atomic displacements more meaningful. dfix 1.55 0.01 c7 c8 c7 c9 c7 c10 c7 c8' c7 c9' c7 c10' eadp c8 c9 c10 c8' c9' c10' ; _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^)+(0.0900P)^2^+90.3143P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0.00002(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6087 _refine_ls_number_parameters 237 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0808 _refine_ls_R_factor_gt 0.0711 _refine_ls_wR_factor_ref 0.2121 _refine_ls_wR_factor_gt 0.2062 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.041 _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 Fe1 Fe 0.39431(4) 0.39431(4) 0.164290(14) 0.02412(18) Uani 1 1 d . . . Fe2 Fe 0.0000 0.5000 0.0000 0.0376(4) Uani 1 4 d S . . Cl1 Cl 0.5000 0.5000 0.13275(4) 0.0270(4) Uani 1 4 d S . . Cl2 Cl 0.00000(14) 0.34148(18) 0.0000 0.0631(6) Uani 1 2 d S . . S4 S 0.32358(6) 0.32359(6) 0.21603(3) 0.0275(2) Uani 1 1 d . . . O1 O 0.50003(17) 0.36747(19) 0.19245(7) 0.0264(6) Uani 1 1 d . . . O2 O 0.2963(2) 0.4277(2) 0.13243(8) 0.0390(8) Uani 1 1 d . . . O3 O 0.4278(2) 0.2963(2) 0.13245(8) 0.0392(8) Uani 1 1 d . . . C1 C 0.5000(2) 0.3215(2) 0.22020(10) 0.0245(7) Uani 1 1 d . . . C2 C 0.4226(3) 0.2964(3) 0.23551(11) 0.0277(8) Uani 1 1 d . . . C3 C 0.4236(4) 0.2494(4) 0.26513(13) 0.0467(12) Uani 1 1 d . . . H3A H 0.3707 0.2336 0.2752 0.056 Uiso 1 1 calc R . . C4 C 0.2253(4) 0.5000(4) 0.28020(16) 0.0563(16) Uani 1 1 d . A . C5 C 0.2492(4) 0.4236(3) 0.26505(13) 0.0465(12) Uani 1 1 d . . . H5A H 0.2331 0.3706 0.2750 0.056 Uiso 1 1 calc R . . C6 C 0.2965(3) 0.4226(3) 0.23548(11) 0.0278(8) Uani 1 1 d . . . C7 C 0.1816(6) 0.4998(5) 0.3142(2) 0.093(3) Uiso 1 1 d D . . C8 C 0.1510(14) 0.5867(9) 0.3272(5) 0.095(2) Uiso 0.492(10) 1 d PD A 1 H8A H 0.0972 0.6026 0.3161 0.143 Uiso 0.492(10) 1 calc PR A 1 H8B H 0.1948 0.6304 0.3226 0.143 Uiso 0.492(10) 1 calc PR A 1 H8C H 0.1414 0.5830 0.3512 0.143 Uiso 0.492(10) 1 calc PR A 1 C9 C 0.1096(11) 0.4306(11) 0.3131(5) 0.095(2) Uiso 0.492(10) 1 d PD A 1 H9A H 0.0858 0.4272 0.2906 0.143 Uiso 0.492(10) 1 calc PR A 1 H9B H 0.0639 0.4462 0.3288 0.143 Uiso 0.492(10) 1 calc PR A 1 H9C H 0.1337 0.3746 0.3194 0.143 Uiso 0.492(10) 1 calc PR A 1 C10 C 0.2431(11) 0.4610(13) 0.3412(4) 0.095(2) Uiso 0.492(10) 1 d PD A 1 H10A H 0.2403 0.3982 0.3404 0.143 Uiso 0.492(10) 1 calc PR A 1 H10B H 0.2253 0.4809 0.3633 0.143 Uiso 0.492(10) 1 calc PR A 1 H10C H 0.3022 0.4798 0.3368 0.143 Uiso 0.492(10) 1 calc PR A 1 C8' C 0.1111(11) 0.5702(11) 0.3137(5) 0.095(2) Uiso 0.508(10) 1 d PD A 2 H8'A H 0.0666 0.5547 0.2976 0.143 Uiso 0.508(10) 1 calc PR A 2 H8'B H 0.1367 0.6254 0.3075 0.143 Uiso 0.508(10) 1 calc PR A 2 H8'C H 0.0853 0.5750 0.3359 0.143 Uiso 0.508(10) 1 calc PR A 2 C9' C 0.1481(13) 0.4137(9) 0.3267(5) 0.095(2) Uiso 0.508(10) 1 d PD A 2 H9'A H 0.1091 0.3890 0.3101 0.143 Uiso 0.508(10) 1 calc PR A 2 H9'B H 0.1171 0.4223 0.3477 0.143 Uiso 0.508(10) 1 calc PR A 2 H9'C H 0.1965 0.3746 0.3303 0.143 Uiso 0.508(10) 1 calc PR A 2 C10' C 0.2439(11) 0.5381(13) 0.3411(4) 0.095(2) Uiso 0.508(10) 1 d PD A 2 H10D H 0.2424 0.6010 0.3400 0.143 Uiso 0.508(10) 1 calc PR A 2 H10E H 0.3026 0.5180 0.3368 0.143 Uiso 0.508(10) 1 calc PR A 2 H10F H 0.2257 0.5192 0.3633 0.143 Uiso 0.508(10) 1 calc PR A 2 C11 C 0.2733(3) 0.5000(3) 0.12225(11) 0.0356(10) Uani 1 1 d . B . C12 C 0.2109(3) 0.4998(3) 0.09332(11) 0.0354(10) Uani 1 1 d . . . C13 C 0.1501(7) 0.4345(7) 0.0900(2) 0.045(2) Uani 0.50 1 d P B 1 H13A H 0.1475 0.3885 0.1055 0.054 Uiso 0.50 1 calc PR B 1 C14 C 0.0940(7) 0.4386(9) 0.0637(3) 0.053(3) Uani 0.50 1 d P B 1 H14A H 0.0501 0.3963 0.0622 0.063 Uiso 0.50 1 calc PR B 1 C15 C 0.1590(7) 0.5569(8) 0.0423(3) 0.048(3) Uani 0.50 1 d P B 1 H15A H 0.1656 0.5974 0.0248 0.058 Uiso 0.50 1 calc PR B 1 C16 C 0.2141(7) 0.5619(7) 0.0686(3) 0.049(3) Uani 0.50 1 d P B 1 H16A H 0.2544 0.6076 0.0700 0.059 Uiso 0.50 1 calc PR B 1 C13' C 0.2141(7) 0.4383(7) 0.0687(3) 0.049(3) Uani 0.50 1 d P B 2 H13B H 0.2546 0.3927 0.0700 0.059 Uiso 0.50 1 calc PR B 2 C14' C 0.1586(7) 0.4431(8) 0.0423(3) 0.048(3) Uani 0.50 1 d P B 2 H14B H 0.1650 0.4025 0.0249 0.058 Uiso 0.50 1 calc PR B 2 C15' C 0.0945(7) 0.5616(9) 0.0638(2) 0.054(3) Uani 0.50 1 d P B 2 H15B H 0.0511 0.6043 0.0622 0.065 Uiso 0.50 1 calc PR B 2 C16' C 0.1501(7) 0.5652(8) 0.0899(2) 0.047(3) Uani 0.50 1 d P B 2 H16B H 0.1475 0.6111 0.1055 0.056 Uiso 0.50 1 calc PR B 2 N1 N 0.0977(2) 0.4999(3) 0.03976(9) 0.0400(10) 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 Fe1 0.0254(3) 0.0252(3) 0.0217(3) -0.0043(2) -0.0043(2) 0.0001(2) Fe2 0.0202(6) 0.0776(10) 0.0150(5) 0.000 0.000 0.0002(6) Cl1 0.0307(6) 0.0307(6) 0.0196(8) 0.000 0.000 0.000 Cl2 0.0489(11) 0.0960(18) 0.0443(10) 0.000 0.000 -0.0004(11) S4 0.0245(5) 0.0243(5) 0.0336(5) 0.0004(4) 0.0005(4) -0.0066(3) O1 0.0241(13) 0.0303(14) 0.0248(13) 0.0052(11) 0.0000(11) -0.0001(10) O2 0.0367(17) 0.0444(19) 0.0361(17) -0.0010(14) -0.0181(14) -0.0010(14) O3 0.0441(19) 0.0376(17) 0.0359(17) -0.0187(14) -0.0008(14) -0.0010(14) C1 0.0266(19) 0.0207(17) 0.0263(18) 0.0005(14) -0.0004(15) -0.0001(14) C2 0.0259(19) 0.0240(18) 0.033(2) 0.0061(16) -0.0001(16) -0.0022(14) C3 0.044(3) 0.053(3) 0.043(3) 0.023(2) 0.006(2) -0.004(2) C4 0.071(4) 0.044(3) 0.054(3) 0.001(2) 0.034(3) 0.001(3) C5 0.053(3) 0.041(3) 0.045(3) 0.005(2) 0.024(2) -0.003(2) C6 0.0254(19) 0.0261(19) 0.032(2) -0.0005(16) 0.0067(16) -0.0019(14) C11 0.029(2) 0.049(3) 0.029(2) -0.0004(19) -0.0101(17) 0.0011(19) C12 0.027(2) 0.055(3) 0.025(2) 0.0007(19) -0.0081(16) 0.0000(18) C13 0.047(6) 0.061(6) 0.028(4) 0.011(4) -0.014(4) -0.016(5) C14 0.039(5) 0.087(8) 0.033(5) 0.014(5) -0.010(4) -0.028(5) C15 0.041(5) 0.069(7) 0.035(5) 0.018(5) -0.012(4) -0.013(5) C16 0.040(5) 0.053(6) 0.054(6) 0.011(5) -0.019(5) -0.013(5) C13' 0.042(5) 0.053(6) 0.052(6) -0.011(5) -0.019(5) 0.013(5) C14' 0.037(5) 0.068(7) 0.038(5) -0.013(5) -0.014(4) 0.011(5) C15' 0.044(6) 0.088(9) 0.029(5) -0.014(5) -0.013(4) 0.029(6) C16' 0.044(5) 0.070(7) 0.028(4) -0.017(5) -0.013(4) 0.014(5) N1 0.0259(18) 0.073(3) 0.0212(17) 0.0002(17) 0.0007(14) 0.0008(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 2.039(3) 4_565 ? Fe1 O1 2.040(3) . ? Fe1 O2 2.058(3) . ? Fe1 O3 2.058(3) . ? Fe1 S4 2.5975(12) . ? Fe1 Cl1 2.6490(11) . ? Fe2 N1 2.206(4) . ? Fe2 N1 2.206(4) 10 ? Fe2 N1 2.206(4) 9_565 ? Fe2 N1 2.206(4) 2_565 ? Fe2 Cl2 2.467(3) 9_565 ? Fe2 Cl2 2.467(3) . ? Cl1 Fe1 2.6490(11) 2_665 ? Cl1 Fe1 2.6490(11) 3_655 ? Cl1 Fe1 2.6490(11) 4_565 ? S4 C6 1.779(4) . ? S4 C2 1.779(4) . ? O1 C1 1.325(5) . ? O1 Fe1 2.039(3) 3_655 ? O2 C11 1.249(6) . ? O3 C11 1.248(6) 3_655 ? C1 C6 1.407(5) 3_655 ? C1 C2 1.408(5) . ? C2 C3 1.398(6) . ? C3 C4 1.386(8) 3_655 ? C3 H3A 0.9500 . ? C4 C5 1.387(8) . ? C4 C3 1.386(8) 4_565 ? C4 C7 1.525(11) . ? C5 C6 1.398(6) . ? C5 H5A 0.9500 . ? C6 C1 1.407(5) 4_565 ? C7 C9' 1.523(9) . ? C7 C8 1.526(9) . ? C7 C8' 1.550(9) . ? C7 C9 1.555(9) . ? C7 C10 1.570(9) . ? C7 C10' 1.571(9) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C8' H8'A 0.9800 . ? C8' H8'B 0.9800 . ? C8' H8'C 0.9800 . ? C9' H9'A 0.9800 . ? C9' H9'B 0.9800 . ? C9' H9'C 0.9800 . ? C10' H10D 0.9800 . ? C10' H10E 0.9800 . ? C10' H10F 0.9800 . ? C11 O3 1.248(6) 4_565 ? C11 C12 1.515(6) . ? C12 C13' 1.379(12) . ? C12 C16 1.386(12) . ? C12 C16' 1.396(11) . ? C12 C13 1.396(11) . ? C13 C14 1.372(13) . ? C13 H13A 0.9500 . ? C14 N1 1.357(12) . ? C14 H14A 0.9500 . ? C15 N1 1.307(11) . ? C15 C16 1.363(13) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C13' C14' 1.367(13) . ? C13' H13B 0.9500 . ? C14' N1 1.300(11) . ? C14' H14B 0.9500 . ? C15' C16' 1.363(13) . ? C15' N1 1.363(12) . ? C15' H15B 0.9500 . ? C16' H16B 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O1 91.27(16) 4_565 . ? O1 Fe1 O2 89.44(13) 4_565 . ? O1 Fe1 O2 173.97(13) . . ? O1 Fe1 O3 173.96(13) 4_565 . ? O1 Fe1 O3 89.38(13) . . ? O2 Fe1 O3 89.30(14) . . ? O1 Fe1 S4 79.07(8) 4_565 . ? O1 Fe1 S4 79.09(8) . . ? O2 Fe1 S4 106.92(11) . . ? O3 Fe1 S4 106.94(11) . . ? O1 Fe1 Cl1 83.82(8) 4_565 . ? O1 Fe1 Cl1 83.80(8) . . ? O2 Fe1 Cl1 90.32(10) . . ? O3 Fe1 Cl1 90.29(10) . . ? S4 Fe1 Cl1 155.41(5) . . ? N1 Fe2 N1 92.83(19) . 10 ? N1 Fe2 N1 180.00(13) . 9_565 ? N1 Fe2 N1 87.17(19) 10 9_565 ? N1 Fe2 N1 87.17(19) . 2_565 ? N1 Fe2 N1 180.00(19) 10 2_565 ? N1 Fe2 N1 92.83(19) 9_565 2_565 ? N1 Fe2 Cl2 90.05(13) . 9_565 ? N1 Fe2 Cl2 90.05(13) 10 9_565 ? N1 Fe2 Cl2 89.95(13) 9_565 9_565 ? N1 Fe2 Cl2 89.95(13) 2_565 9_565 ? N1 Fe2 Cl2 89.95(13) . . ? N1 Fe2 Cl2 89.95(13) 10 . ? N1 Fe2 Cl2 90.05(13) 9_565 . ? N1 Fe2 Cl2 90.05(13) 2_565 . ? Cl2 Fe2 Cl2 180.0 9_565 . ? Fe1 Cl1 Fe1 76.76(3) 2_665 3_655 ? Fe1 Cl1 Fe1 76.76(3) 2_665 4_565 ? Fe1 Cl1 Fe1 122.81(7) 3_655 4_565 ? Fe1 Cl1 Fe1 122.81(7) 2_665 . ? Fe1 Cl1 Fe1 76.76(3) 3_655 . ? Fe1 Cl1 Fe1 76.76(3) 4_565 . ? C6 S4 C2 102.6(2) . . ? C6 S4 Fe1 94.91(14) . . ? C2 S4 Fe1 94.94(14) . . ? C1 O1 Fe1 125.3(2) . 3_655 ? C1 O1 Fe1 125.3(2) . . ? Fe1 O1 Fe1 107.47(13) 3_655 . ? C11 O2 Fe1 130.0(3) . . ? C11 O3 Fe1 130.1(3) 3_655 . ? O1 C1 C6 121.1(3) . 3_655 ? O1 C1 C2 121.2(3) . . ? C6 C1 C2 117.7(4) 3_655 . ? C3 C2 C1 120.5(4) . . ? C3 C2 S4 120.6(3) . . ? C1 C2 S4 118.9(3) . . ? C4 C3 C2 121.6(5) 3_655 . ? C4 C3 H3A 119.2 3_655 . ? C2 C3 H3A 119.2 . . ? C5 C4 C3 118.1(5) . 4_565 ? C5 C4 C7 120.8(5) . . ? C3 C4 C7 120.9(5) 4_565 . ? C4 C5 C6 121.6(5) . . ? C4 C5 H5A 119.2 . . ? C6 C5 H5A 119.2 . . ? C5 C6 C1 120.5(4) . 4_565 ? C5 C6 S4 120.5(3) . . ? C1 C6 S4 118.9(3) 4_565 . ? C4 C7 C9' 116.7(10) . . ? C4 C7 C8 116.4(10) . . ? C9' C7 C8 124.0(13) . . ? C4 C7 C8' 107.7(10) . . ? C9' C7 C8' 112.5(12) . . ? C8 C7 C8' 32.6(9) . . ? C4 C7 C9 107.3(10) . . ? C9' C7 C9 32.1(9) . . ? C8 C7 C9 113.5(13) . . ? C8' C7 C9 88.8(12) . . ? C4 C7 C10 110.4(10) . . ? C9' C7 C10 69.0(11) . . ? C8 C7 C10 107.1(12) . . ? C8' C7 C10 135.3(13) . . ? C9 C7 C10 101.0(12) . . ? C4 C7 C10' 110.0(9) . . ? C9' C7 C10' 108.5(12) . . ? C8 C7 C10' 67.7(11) . . ? C8' C7 C10' 100.2(12) . . ? C9 C7 C10' 136.5(13) . . ? C10 C7 C10' 44.9(9) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C8' H8'A 109.5 . . ? C7 C8' H8'B 109.5 . . ? H8'A C8' H8'B 109.5 . . ? C7 C8' H8'C 109.5 . . ? H8'A C8' H8'C 109.5 . . ? H8'B C8' H8'C 109.5 . . ? C7 C9' H9'A 109.5 . . ? C7 C9' H9'B 109.5 . . ? H9'A C9' H9'B 109.5 . . ? C7 C9' H9'C 109.5 . . ? H9'A C9' H9'C 109.5 . . ? H9'B C9' H9'C 109.5 . . ? C7 C10' H10D 109.5 . . ? C7 C10' H10E 109.5 . . ? H10D C10' H10E 109.5 . . ? C7 C10' H10F 109.5 . . ? H10D C10' H10F 109.5 . . ? H10E C10' H10F 109.5 . . ? O3 C11 O2 128.4(4) 4_565 . ? O3 C11 C12 115.9(4) 4_565 . ? O2 C11 C12 115.7(4) . . ? C13' C12 C16 88.2(8) . . ? C13' C12 C16' 117.4(6) . . ? C16 C12 C16' 56.4(7) . . ? C13' C12 C13 56.6(7) . . ? C16 C12 C13 117.7(6) . . ? C16' C12 C13 93.5(7) . . ? C13' C12 C11 122.0(6) . . ? C16 C12 C11 121.7(6) . . ? C16' C12 C11 120.6(5) . . ? C13 C12 C11 120.6(5) . . ? C14 C13 C12 118.0(9) . . ? C14 C13 H13A 121.0 . . ? C12 C13 H13A 121.0 . . ? N1 C14 C13 123.6(9) . . ? N1 C14 H14A 118.2 . . ? C13 C14 H14A 118.2 . . ? N1 C15 C16 123.9(9) . . ? N1 C15 H15A 118.0 . . ? C16 C15 H15A 118.0 . . ? C15 C16 C12 119.6(9) . . ? C15 C16 H16A 120.2 . . ? C12 C16 H16A 120.2 . . ? C14' C13' C12 119.7(9) . . ? C14' C13' H13B 120.1 . . ? C12 C13' H13B 120.1 . . ? N1 C14' C13' 124.0(10) . . ? N1 C14' H14B 118.0 . . ? C13' C14' H14B 118.0 . . ? C16' C15' N1 123.5(9) . . ? C16' C15' H15B 118.2 . . ? N1 C15' H15B 118.2 . . ? C15' C16' C12 118.4(9) . . ? C15' C16' H16B 120.8 . . ? C12 C16' H16B 120.8 . . ? C14' N1 C15 85.6(8) . . ? C14' N1 C14 59.8(8) . . ? C15 N1 C14 116.9(7) . . ? C14' N1 C15' 116.7(7) . . ? C15 N1 C15' 59.5(8) . . ? C14 N1 C15' 89.4(8) . . ? C14' N1 Fe2 124.1(5) . . ? C15 N1 Fe2 124.0(5) . . ? C14 N1 Fe2 119.0(5) . . ? C15' N1 Fe2 119.1(5) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.331 _refine_diff_density_min -1.040 _refine_diff_density_rms 0.128 _database_code_depnum_ccdc_archive 'CCDC 927410' ####################################################################### # # 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_thq09_0m #TrackingRef '02.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (Co4(C40H44S4O4)Cl)CoCl2(C6H4NO2)2 _chemical_melting_point ? _chemical_formula_moiety 'C64 H60 Cl3 Co5 N4 O12 S4' _chemical_formula_sum 'C64 H60 Cl3 Co5 N4 O12 S4' _chemical_formula_weight 1606.40 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' Cl Cl 0.1484 0.1585 '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/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'x, y, -z' 'y, -x, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 15.6006(3) _cell_length_b 15.6006(3) _cell_length_c 38.9682(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9484.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4334 _cell_measurement_theta_min 1.06 _cell_measurement_theta_max 25.16 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.125 # Unidentified solvents are not included in the calculation. _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3272 _exptl_absorpt_coefficient_mu 1.074 # Unidentified solvents are not included in the calculation. _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.772 _exptl_absorpt_correction_T_max 0.870 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 46394 _diffrn_reflns_av_R_equivalents 0.0820 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -46 _diffrn_reflns_limit_l_max 46 _diffrn_reflns_theta_min 1.05 _diffrn_reflns_theta_max 25.16 _reflns_number_total 4334 _reflns_number_gt 3438 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Since the data resolution is low due to the disordered solvents and cations, the constraints and restraints are applied to make the bond lengths, bond angles, and atomic displacements more meaningful. eadp c8 c9 c10 c8' c9' c10' delu 0.01 0.01 c7 c10 c7 c10' dfix 1.55 0.01 c7 c8 c7 c9 c7 c10 c7 c8' c7 c9' c7 c10' ; _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^)+(0.0688P)^2^+35.4586P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef 0.00017(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4334 _refine_ls_number_parameters 247 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0704 _refine_ls_R_factor_gt 0.0509 _refine_ls_wR_factor_ref 0.1403 _refine_ls_wR_factor_gt 0.1300 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.032 _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 0.39612(3) 0.39612(3) 0.165060(13) 0.01832(18) Uani 1 1 d . . . Co2 Co 0.0000 0.5000 0.0000 0.0249(3) Uani 1 4 d S . . Cl1 Cl 0.5000 0.5000 0.13154(5) 0.0204(4) Uani 1 4 d S . . Cl2 Cl 0.00007(14) 0.34362(17) 0.0000 0.0664(6) Uani 1 2 d S . . S4 S 0.32423(6) 0.32429(6) 0.21608(3) 0.0210(2) Uani 1 1 d . . . O1 O 0.49979(15) 0.36950(16) 0.19295(6) 0.0180(6) Uani 1 1 d . . . O2 O 0.29819(18) 0.42796(18) 0.13316(7) 0.0276(7) Uani 1 1 d . . . O3 O 0.42782(18) 0.29829(18) 0.13319(7) 0.0278(7) Uani 1 1 d . . . C1 C 0.4998(2) 0.3225(2) 0.22086(9) 0.0185(8) Uani 1 1 d . . . C2 C 0.4231(2) 0.2962(2) 0.23677(10) 0.0218(9) Uani 1 1 d . . . C3 C 0.4234(3) 0.2487(3) 0.26641(12) 0.0361(11) Uani 1 1 d . . . H3A H 0.3704 0.2316 0.2763 0.043 Uiso 1 1 calc R . . C4 C 0.2245(3) 0.4996(3) 0.28254(13) 0.0426(13) Uani 1 1 d . A . C5 C 0.2488(3) 0.4232(3) 0.26647(12) 0.0354(11) Uani 1 1 d . . . H5A H 0.2323 0.3700 0.2763 0.043 Uiso 1 1 calc R . . C6 C 0.2961(2) 0.4234(2) 0.23674(11) 0.0220(9) Uani 1 1 d . . . C7 C 0.1762(4) 0.5002(3) 0.31662(15) 0.0674(18) Uani 1 1 d DU . . C8 C 0.1410(11) 0.5881(7) 0.3274(4) 0.083(2) Uani 0.502(8) 1 d PD A 1 H8A H 0.1015 0.6093 0.3098 0.124 Uiso 0.502(8) 1 calc PR A 1 H8B H 0.1886 0.6286 0.3301 0.124 Uiso 0.502(8) 1 calc PR A 1 H8C H 0.1104 0.5826 0.3493 0.124 Uiso 0.502(8) 1 calc PR A 1 C9 C 0.1023(9) 0.4340(9) 0.3136(4) 0.083(2) Uani 0.502(8) 1 d PD A 1 H9A H 0.0618 0.4527 0.2960 0.124 Uiso 0.502(8) 1 calc PR A 1 H9B H 0.0726 0.4295 0.3357 0.124 Uiso 0.502(8) 1 calc PR A 1 H9C H 0.1260 0.3780 0.3074 0.124 Uiso 0.502(8) 1 calc PR A 1 C10 C 0.2388(8) 0.4661(10) 0.3452(3) 0.083(2) Uani 0.502(8) 1 d PDU A 1 H10A H 0.2386 0.4033 0.3451 0.124 Uiso 0.502(8) 1 calc PR A 1 H10B H 0.2199 0.4869 0.3677 0.124 Uiso 0.502(8) 1 calc PR A 1 H10C H 0.2970 0.4869 0.3405 0.124 Uiso 0.502(8) 1 calc PR A 1 C8' C 0.1016(9) 0.5657(9) 0.3133(4) 0.083(2) Uani 0.498(8) 1 d PD A 2 H8'A H 0.0793 0.5648 0.2898 0.124 Uiso 0.498(8) 1 calc PR A 2 H8'B H 0.1227 0.6233 0.3188 0.124 Uiso 0.498(8) 1 calc PR A 2 H8'C H 0.0557 0.5503 0.3294 0.124 Uiso 0.498(8) 1 calc PR A 2 C9' C 0.1422(11) 0.4116(7) 0.3275(4) 0.083(2) Uani 0.498(8) 1 d PD A 2 H9'A H 0.0908 0.3977 0.3141 0.124 Uiso 0.498(8) 1 calc PR A 2 H9'B H 0.1277 0.4125 0.3519 0.124 Uiso 0.498(8) 1 calc PR A 2 H9'C H 0.1863 0.3681 0.3233 0.124 Uiso 0.498(8) 1 calc PR A 2 C10' C 0.2387(8) 0.5348(10) 0.3450(3) 0.083(2) Uani 0.498(8) 1 d PDU A 2 H10D H 0.2383 0.5976 0.3448 0.124 Uiso 0.498(8) 1 calc PR A 2 H10E H 0.2969 0.5141 0.3404 0.124 Uiso 0.498(8) 1 calc PR A 2 H10F H 0.2200 0.5141 0.3676 0.124 Uiso 0.498(8) 1 calc PR A 2 C11 C 0.2756(3) 0.5001(3) 0.12256(10) 0.0261(9) Uani 1 1 d . B . C12 C 0.2116(2) 0.5001(3) 0.09343(11) 0.0263(9) Uani 1 1 d . . . C13 C 0.1506(6) 0.4345(6) 0.0911(2) 0.033(2) Uani 0.50 1 d P B 1 H13A H 0.1492 0.3887 0.1072 0.039 Uiso 0.50 1 calc PR B 1 C14 C 0.0921(5) 0.4392(6) 0.0643(2) 0.034(2) Uani 0.50 1 d P B 1 H14A H 0.0475 0.3978 0.0633 0.040 Uiso 0.50 1 calc PR B 1 C15 C 0.1572(5) 0.5567(6) 0.0416(2) 0.032(2) Uani 0.50 1 d P B 1 H15A H 0.1621 0.5976 0.0237 0.038 Uiso 0.50 1 calc PR B 1 C16 C 0.2146(6) 0.5611(6) 0.0677(3) 0.041(2) Uani 0.50 1 d P B 1 H16A H 0.2563 0.6054 0.0683 0.049 Uiso 0.50 1 calc PR B 1 C13' C 0.2146(6) 0.4392(6) 0.0679(3) 0.038(2) Uani 0.50 1 d P B 2 H13B H 0.2564 0.3949 0.0685 0.045 Uiso 0.50 1 calc PR B 2 C14' C 0.1570(5) 0.4433(6) 0.0416(2) 0.032(2) Uani 0.50 1 d P B 2 H14B H 0.1618 0.4022 0.0237 0.038 Uiso 0.50 1 calc PR B 2 C15' C 0.0921(5) 0.5616(6) 0.0643(2) 0.033(2) Uani 0.50 1 d P B 2 H15B H 0.0481 0.6036 0.0631 0.040 Uiso 0.50 1 calc PR B 2 C16' C 0.1503(6) 0.5650(6) 0.0913(2) 0.031(2) Uani 0.50 1 d P B 2 N1 N 0.0956(2) 0.5002(2) 0.03948(8) 0.0260(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 0.0185(3) 0.0184(3) 0.0180(3) -0.0029(2) -0.0030(2) 0.0009(2) Co2 0.0133(5) 0.0474(7) 0.0141(5) 0.000 0.000 -0.0003(5) Cl1 0.0231(6) 0.0231(6) 0.0150(9) 0.000 0.000 0.000 Cl2 0.0489(12) 0.0966(18) 0.0536(13) 0.000 0.000 -0.0006(11) S4 0.0173(5) 0.0170(5) 0.0287(6) 0.0005(4) 0.0003(4) -0.0022(4) O1 0.0139(13) 0.0200(13) 0.0200(14) 0.0050(11) 0.0000(11) -0.0001(11) O2 0.0256(16) 0.0286(16) 0.0285(16) -0.0005(13) -0.0123(12) 0.0006(13) O3 0.0275(16) 0.0270(16) 0.0288(16) -0.0119(13) -0.0009(13) 0.0013(12) C1 0.020(2) 0.0164(19) 0.019(2) -0.0019(16) -0.0019(16) -0.0016(15) C2 0.019(2) 0.019(2) 0.027(2) 0.0046(16) 0.0015(17) 0.0020(16) C3 0.028(2) 0.047(3) 0.033(3) 0.017(2) 0.003(2) -0.003(2) C4 0.059(3) 0.031(3) 0.039(3) 0.003(2) 0.023(2) 0.001(2) C5 0.046(3) 0.026(2) 0.034(3) 0.0030(19) 0.019(2) 0.000(2) C6 0.019(2) 0.017(2) 0.030(2) 0.0004(17) 0.0007(17) 0.0007(15) C7 0.099(5) 0.053(4) 0.050(3) -0.001(3) 0.048(3) -0.002(3) C8 0.117(6) 0.067(4) 0.064(4) 0.000(3) 0.057(3) 0.003(3) C9 0.117(6) 0.067(4) 0.064(4) 0.000(3) 0.057(3) 0.003(3) C10 0.117(6) 0.067(4) 0.064(4) 0.000(3) 0.057(3) 0.003(3) C8' 0.117(6) 0.067(4) 0.064(4) 0.000(3) 0.057(3) 0.003(3) C9' 0.117(6) 0.067(4) 0.064(4) 0.000(3) 0.057(3) 0.003(3) C10' 0.117(6) 0.067(4) 0.064(4) 0.000(3) 0.057(3) 0.003(3) C11 0.023(2) 0.035(3) 0.020(2) 0.0011(18) -0.0044(17) 0.0006(18) C12 0.017(2) 0.038(2) 0.024(2) -0.0020(19) -0.0048(17) -0.0003(18) C13 0.031(5) 0.044(6) 0.023(5) 0.005(4) -0.010(4) -0.002(4) C14 0.023(4) 0.049(6) 0.029(5) 0.008(4) -0.004(4) -0.015(4) C15 0.029(5) 0.040(5) 0.026(5) 0.009(4) -0.003(4) -0.012(4) C16 0.027(5) 0.045(6) 0.050(6) 0.017(5) -0.009(4) -0.011(4) C13' 0.033(5) 0.032(5) 0.048(6) -0.015(4) -0.016(4) 0.010(4) C14' 0.031(5) 0.037(5) 0.028(5) -0.007(4) -0.002(4) 0.013(4) C15' 0.020(4) 0.051(6) 0.028(5) -0.009(4) -0.009(4) 0.018(4) C16' 0.030(5) 0.045(5) 0.016(4) -0.005(4) -0.010(4) 0.008(4) N1 0.0149(17) 0.047(2) 0.0163(17) -0.0005(16) 0.0006(14) 0.0004(16) _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 1.992(2) . ? Co1 O1 1.998(2) 4_565 ? Co1 O3 2.029(3) . ? Co1 O2 2.031(3) . ? Co1 S4 2.5429(11) . ? Co1 Cl1 2.6379(10) . ? Co2 N1 2.143(3) 9_565 ? Co2 N1 2.143(3) . ? Co2 N1 2.143(3) 10 ? Co2 N1 2.143(3) 2_565 ? Co2 Cl2 2.440(3) . ? Co2 Cl2 2.440(3) 9_565 ? Cl1 Co1 2.6379(10) 2_665 ? Cl1 Co1 2.6379(10) 3_655 ? Cl1 Co1 2.6379(10) 4_565 ? S4 C2 1.794(4) . ? S4 C6 1.797(4) . ? O1 C1 1.312(4) . ? O1 Co1 1.998(2) 3_655 ? O2 C11 1.250(5) . ? O3 C11 1.250(5) 3_655 ? C1 C2 1.409(5) . ? C1 C6 1.411(5) 3_655 ? C2 C3 1.373(6) . ? C3 C4 1.407(6) 3_655 ? C3 H3A 0.9500 . ? C4 C5 1.398(6) . ? C4 C3 1.407(6) 4_565 ? C4 C7 1.527(7) . ? C5 C6 1.373(6) . ? C5 H5A 0.9500 . ? C6 C1 1.411(5) 4_565 ? C7 C8 1.536(8) . ? C7 C9' 1.540(9) . ? C7 C9 1.552(9) . ? C7 C8' 1.554(9) . ? C7 C10' 1.571(9) . ? C7 C10 1.573(9) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C8' H8'A 0.9800 . ? C8' H8'B 0.9800 . ? C8' H8'C 0.9800 . ? C9' H9'A 0.9800 . ? C9' H9'B 0.9800 . ? C9' H9'C 0.9800 . ? C10' H10D 0.9800 . ? C10' H10E 0.9800 . ? C10' H10F 0.9800 . ? C11 O3 1.250(5) 4_565 ? C11 C12 1.511(5) . ? C12 C13' 1.377(10) . ? C12 C16 1.384(10) . ? C12 C16' 1.396(9) . ? C12 C13 1.401(10) . ? C13 C14 1.390(12) . ? C13 H13A 0.9500 . ? C14 N1 1.357(9) . ? C14 H14A 0.9500 . ? C15 N1 1.307(9) . ? C15 C16 1.355(12) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C13' C14' 1.364(12) . ? C13' H13B 0.9500 . ? C14' N1 1.309(9) . ? C14' H14B 0.9500 . ? C15' N1 1.362(9) . ? C15' C16' 1.392(11) . ? C15' H15B 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 92.37(15) . 4_565 ? O1 Co1 O3 88.81(11) . . ? O1 Co1 O3 174.39(11) 4_565 . ? O1 Co1 O2 174.49(11) . . ? O1 Co1 O2 88.73(11) 4_565 . ? O3 Co1 O2 89.58(11) . . ? O1 Co1 S4 80.77(7) . . ? O1 Co1 S4 80.86(7) 4_565 . ? O3 Co1 S4 104.74(9) . . ? O2 Co1 S4 104.74(9) . . ? O1 Co1 Cl1 84.23(8) . . ? O1 Co1 Cl1 84.13(8) 4_565 . ? O3 Co1 Cl1 90.54(9) . . ? O2 Co1 Cl1 90.51(9) . . ? S4 Co1 Cl1 158.25(5) . . ? N1 Co2 N1 180.00(12) 9_565 . ? N1 Co2 N1 88.23(17) 9_565 10 ? N1 Co2 N1 91.77(17) . 10 ? N1 Co2 N1 91.77(17) 9_565 2_565 ? N1 Co2 N1 88.23(17) . 2_565 ? N1 Co2 N1 180.00(12) 10 2_565 ? N1 Co2 Cl2 89.95(10) 9_565 . ? N1 Co2 Cl2 90.05(10) . . ? N1 Co2 Cl2 90.05(10) 10 . ? N1 Co2 Cl2 89.95(10) 2_565 . ? N1 Co2 Cl2 90.05(10) 9_565 9_565 ? N1 Co2 Cl2 89.95(10) . 9_565 ? N1 Co2 Cl2 89.95(10) 10 9_565 ? N1 Co2 Cl2 90.05(10) 2_565 9_565 ? Cl2 Co2 Cl2 180.0 . 9_565 ? Co1 Cl1 Co1 120.64(7) 2_665 . ? Co1 Cl1 Co1 75.81(3) 2_665 3_655 ? Co1 Cl1 Co1 75.81(3) . 3_655 ? Co1 Cl1 Co1 75.81(3) 2_665 4_565 ? Co1 Cl1 Co1 75.81(3) . 4_565 ? Co1 Cl1 Co1 120.64(7) 3_655 4_565 ? C2 S4 C6 102.63(19) . . ? C2 S4 Co1 94.59(13) . . ? C6 S4 Co1 94.53(13) . . ? C1 O1 Co1 124.7(2) . . ? C1 O1 Co1 124.6(2) . 3_655 ? Co1 O1 Co1 108.64(12) . 3_655 ? C11 O2 Co1 129.4(3) . . ? C11 O3 Co1 129.5(3) 3_655 . ? O1 C1 C2 121.9(3) . . ? O1 C1 C6 121.8(3) . 3_655 ? C2 C1 C6 116.4(3) . 3_655 ? C3 C2 C1 121.6(4) . . ? C3 C2 S4 120.9(3) . . ? C1 C2 S4 117.5(3) . . ? C2 C3 C4 121.6(4) . 3_655 ? C2 C3 H3A 119.2 . . ? C4 C3 H3A 119.2 3_655 . ? C5 C4 C3 117.0(4) . 4_565 ? C5 C4 C7 122.0(4) . . ? C3 C4 C7 121.0(4) 4_565 . ? C6 C5 C4 121.5(4) . . ? C6 C5 H5A 119.3 . . ? C4 C5 H5A 119.3 . . ? C5 C6 C1 121.9(4) . 4_565 ? C5 C6 S4 120.5(3) . . ? C1 C6 S4 117.6(3) 4_565 . ? C4 C7 C8 114.9(6) . . ? C4 C7 C9' 113.8(6) . . ? C8 C7 C9' 127.1(9) . . ? C4 C7 C9 107.3(7) . . ? C8 C7 C9 110.4(9) . . ? C9' C7 C9 33.6(8) . . ? C4 C7 C8' 107.6(7) . . ? C8 C7 C8' 33.7(8) . . ? C9' C7 C8' 110.8(9) . . ? C9 C7 C8' 82.8(9) . . ? C4 C7 C10' 108.0(6) . . ? C8 C7 C10' 73.9(9) . . ? C9' C7 C10' 109.2(9) . . ? C9 C7 C10' 137.9(8) . . ? C8' C7 C10' 107.3(9) . . ? C4 C7 C10 107.8(6) . . ? C8 C7 C10 109.3(9) . . ? C9' C7 C10 73.5(9) . . ? C9 C7 C10 106.8(9) . . ? C8' C7 C10 138.2(8) . . ? C10' C7 C10 39.8(7) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C8' H8'A 109.5 . . ? C7 C8' H8'B 109.5 . . ? H8'A C8' H8'B 109.5 . . ? C7 C8' H8'C 109.5 . . ? H8'A C8' H8'C 109.5 . . ? H8'B C8' H8'C 109.5 . . ? C7 C9' H9'A 109.5 . . ? C7 C9' H9'B 109.5 . . ? H9'A C9' H9'B 109.5 . . ? C7 C9' H9'C 109.5 . . ? H9'A C9' H9'C 109.5 . . ? H9'B C9' H9'C 109.5 . . ? C7 C10' H10D 109.5 . . ? C7 C10' H10E 109.5 . . ? H10D C10' H10E 109.5 . . ? C7 C10' H10F 109.5 . . ? H10D C10' H10F 109.5 . . ? H10E C10' H10F 109.5 . . ? O3 C11 O2 128.4(4) 4_565 . ? O3 C11 C12 115.9(4) 4_565 . ? O2 C11 C12 115.7(4) . . ? C13' C12 C16 87.0(7) . . ? C13' C12 C16' 118.8(6) . . ? C16 C12 C16' 58.8(6) . . ? C13' C12 C13 58.2(6) . . ? C16 C12 C13 118.7(6) . . ? C16' C12 C13 93.5(6) . . ? C13' C12 C11 121.4(5) . . ? C16 C12 C11 121.5(5) . . ? C16' C12 C11 119.7(5) . . ? C13 C12 C11 119.8(5) . . ? C14 C13 C12 117.1(8) . . ? C14 C13 H13A 121.5 . . ? C12 C13 H13A 121.5 . . ? N1 C14 C13 123.2(8) . . ? N1 C14 H14A 118.4 . . ? C13 C14 H14A 118.4 . . ? N1 C15 C16 124.6(8) . . ? N1 C15 H15A 117.7 . . ? C16 C15 H15A 117.7 . . ? C15 C16 C12 119.0(8) . . ? C15 C16 H16A 120.5 . . ? C12 C16 H16A 120.5 . . ? C14' C13' C12 119.3(8) . . ? C14' C13' H13B 120.4 . . ? C12 C13' H13B 120.4 . . ? N1 C14' C13' 124.1(8) . . ? N1 C14' H14B 118.0 . . ? C13' C14' H14B 118.0 . . ? N1 C15' C16' 122.5(7) . . ? N1 C15' H15B 118.7 . . ? C16' C15' H15B 118.7 . . ? C15' C16' C12 117.6(7) . . ? C15 N1 C14' 85.1(6) . . ? C15 N1 C14 117.2(6) . . ? C14' N1 C14 60.7(6) . . ? C15 N1 C15' 60.6(6) . . ? C14' N1 C15' 117.5(6) . . ? C14 N1 C15' 89.1(6) . . ? C15 N1 Co2 124.0(4) . . ? C14' N1 Co2 123.6(4) . . ? C14 N1 Co2 118.9(4) . . ? C15' N1 Co2 118.8(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.16 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.691 _refine_diff_density_min -0.814 _refine_diff_density_rms 0.088 _database_code_depnum_ccdc_archive 'CCDC 927411'