# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # 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_rvssk-14 #TrackingRef 'Complex 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10.46 H9.85 Cu0.31 Fe0.62 N0.62 O0.62 S1.23' _chemical_formula_weight 247.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Fe Fe 0.3463 0.8444 '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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y, x+1/2, z+1/2' 'y+1/2, -x, z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y, -x-1/2, -z-1/2' '-y-1/2, x, -z-1/2' _cell_length_a 23.6577(12) _cell_length_b 23.6577(12) _cell_length_c 5.8825(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3292.4(3) _cell_formula_units_Z 13 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.622 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1644 _exptl_absorpt_coefficient_mu 1.798 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8168 _diffrn_reflns_av_R_equivalents 0.1005 _diffrn_reflns_av_sigmaI/netI 0.2010 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -4 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.44 _diffrn_reflns_theta_max 29.06 _reflns_number_total 3798 _reflns_number_gt 1462 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0115P)^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 3798 _refine_ls_number_parameters 229 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2254 _refine_ls_R_factor_gt 0.0813 _refine_ls_wR_factor_ref 0.1256 _refine_ls_wR_factor_gt 0.0876 _refine_ls_goodness_of_fit_ref 0.968 _refine_ls_restrained_S_all 0.968 _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 C17 C 0.8476(6) 0.2688(7) 0.798(3) 0.133(6) Uani 1 1 d . . . H17 H 0.8260 0.2404 0.8643 0.160 Uiso 1 1 calc R . . C16 C 0.8595(7) 0.2691(7) 0.584(3) 0.137(7) Uani 1 1 d . . . H16 H 0.8498 0.2424 0.4749 0.165 Uiso 1 1 calc R . . C003 H 1.158(3) 0.249(3) 1.206(9) 0.03(2) Uiso 1 1 d . . . C004 H 1.130(3) 0.148(3) 1.202(9) 0.06(2) Uiso 1 1 d . . . C005 H 1.146(4) 0.281(3) 0.826(13) 0.06(3) Uiso 1 1 d . . . C006 H 1.089(3) 0.135(3) 0.823(10) 0.05(3) Uiso 1 1 d . . . C007 H 0.970(3) 0.239(3) 0.762(9) 0.05(2) Uiso 1 1 d . . . C008 H 1.012(3) 0.200(3) 1.393(10) 0.06(3) Uiso 1 1 d . . . Fe1 Fe 1.06319(4) 0.22726(4) 1.01799(16) 0.0419(3) Uani 1 1 d . . . Cu1 Cu 1.0000 0.5000 1.5000 0.0483(4) Uani 1 2 d S . . S2 S 0.93351(9) 0.47915(9) 1.2256(3) 0.0532(6) Uani 1 1 d . . . S1 S 1.03800(9) 0.42384(9) 1.3225(3) 0.0558(6) Uani 1 1 d . . . N1 N 0.9713(2) 0.3903(2) 0.9855(9) 0.0380(14) Uani 1 1 d . . . C3 C 1.0066(3) 0.2917(3) 1.0211(12) 0.0378(18) Uani 1 1 d . . . C14 C 0.8949(4) 0.3441(4) 0.7605(17) 0.058(2) Uani 1 1 d . . . C1 C 0.9794(3) 0.4263(3) 1.1548(11) 0.0383(19) Uani 1 1 d . . . C12 C 1.1372(5) 0.2544(5) 0.880(2) 0.079(4) Uani 1 1 d . . . C5 C 1.0051(4) 0.2171(4) 1.2704(16) 0.059(3) Uani 1 1 d . . . O1 O 0.8685(3) 0.3120(3) 0.9177(12) 0.098(2) Uani 1 1 d . . . C4 C 1.0208(3) 0.2746(3) 1.2480(11) 0.044(2) Uani 1 1 d . . . H4 H 1.0372 0.2971 1.3597 0.053 Uiso 1 1 calc R . . C2 C 1.0149(3) 0.3484(3) 0.9192(10) 0.043(2) Uani 1 1 d . . . H2A H 1.0149 0.3447 0.7549 0.052 Uiso 1 1 calc R . . H2B H 1.0517 0.3625 0.9642 0.052 Uiso 1 1 calc R . . C6 C 0.9833(3) 0.1990(3) 1.0660(14) 0.054(2) Uani 1 1 d . . . H6 H 0.9708 0.1625 1.0350 0.065 Uiso 1 1 calc R . . C10 C 1.1078(4) 0.1643(4) 0.8703(18) 0.056(3) Uani 1 1 d . . . C13 C 0.9210(3) 0.3961(3) 0.8377(12) 0.056(2) Uani 1 1 d . . . H13A H 0.8927 0.4178 0.9195 0.067 Uiso 1 1 calc R . . H13B H 0.9317 0.4179 0.7050 0.067 Uiso 1 1 calc R . . C8 C 1.1481(4) 0.2307(4) 1.0870(19) 0.070(3) Uani 1 1 d . . . C7 C 0.9830(3) 0.2441(3) 0.9127(14) 0.046(2) Uani 1 1 d . . . C9 C 1.1304(4) 0.1756(4) 1.0816(16) 0.051(2) Uani 1 1 d . . . C15 C 0.8911(4) 0.3204(5) 0.5538(17) 0.081(3) Uani 1 1 d . . . H15 H 0.9059 0.3344 0.4185 0.097 Uiso 1 1 calc R . . C11 C 1.1120(4) 0.2141(5) 0.7379(14) 0.070(3) Uani 1 1 d . . . H11 H 1.1005 0.2190 0.5881 0.084 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 C17 0.057(9) 0.073(10) 0.27(2) -0.012(15) -0.031(14) -0.003(8) C16 0.102(13) 0.080(10) 0.229(18) -0.051(14) -0.084(14) 0.011(9) Fe1 0.0441(7) 0.0332(6) 0.0486(6) -0.0018(6) 0.0065(6) 0.0044(6) Cu1 0.0524(9) 0.0338(8) 0.0587(8) -0.0025(7) 0.0038(8) 0.0035(7) S2 0.0503(14) 0.0439(14) 0.0654(13) -0.0080(11) 0.0006(12) 0.0137(12) S1 0.0536(15) 0.0444(14) 0.0694(13) -0.0136(11) -0.0110(12) 0.0132(13) N1 0.040(4) 0.028(3) 0.047(4) -0.001(3) -0.005(4) 0.008(3) C3 0.042(5) 0.025(4) 0.047(5) -0.005(4) 0.013(4) 0.003(4) C14 0.039(6) 0.068(7) 0.067(6) -0.004(6) -0.003(5) 0.006(5) C1 0.043(5) 0.029(4) 0.043(4) 0.005(4) 0.007(4) -0.003(4) C12 0.055(8) 0.061(9) 0.122(11) 0.033(8) 0.035(7) 0.006(7) C5 0.077(7) 0.054(7) 0.047(6) 0.003(5) 0.014(6) 0.016(6) O1 0.047(5) 0.088(6) 0.157(7) 0.026(6) 0.023(5) -0.003(4) C4 0.059(6) 0.041(5) 0.032(4) -0.005(4) 0.009(4) 0.006(5) C2 0.046(5) 0.040(5) 0.042(4) -0.009(4) 0.002(4) 0.008(5) C6 0.053(6) 0.034(5) 0.076(6) -0.011(5) 0.021(5) -0.002(5) C10 0.036(6) 0.050(7) 0.081(7) -0.021(6) 0.003(5) -0.002(6) C13 0.060(6) 0.049(6) 0.060(5) -0.004(5) -0.008(5) 0.013(5) C8 0.060(7) 0.057(7) 0.093(8) -0.026(7) -0.015(7) -0.008(6) C7 0.042(5) 0.045(6) 0.050(5) -0.011(5) -0.003(4) 0.011(5) C9 0.043(5) 0.037(6) 0.074(7) 0.010(5) 0.001(5) 0.001(5) C15 0.073(8) 0.088(8) 0.081(8) -0.004(7) -0.026(6) 0.019(7) C11 0.050(6) 0.108(9) 0.052(6) 0.008(6) 0.014(5) 0.029(7) _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 C17 C16 1.288(16) . ? C17 O1 1.336(14) . ? C17 H17 0.9300 . ? C16 C15 1.437(17) . ? C16 H16 0.9300 . ? Fe1 C10 2.021(9) . ? Fe1 C4 2.024(7) . ? Fe1 C6 2.024(7) . ? Fe1 C3 2.029(7) . ? Fe1 C12 2.034(11) . ? Fe1 C7 2.034(8) . ? Fe1 C11 2.036(8) . ? Fe1 C5 2.037(9) . ? Fe1 C9 2.041(8) . ? Fe1 C8 2.051(10) . ? Cu1 S1 2.268(2) 5_768 ? Cu1 S1 2.268(2) . ? Cu1 S2 2.3072(19) . ? Cu1 S2 2.3072(19) 5_768 ? S2 C1 1.706(7) . ? S1 C1 1.703(7) . ? N1 C1 1.324(7) . ? N1 C13 1.480(8) . ? N1 C2 1.484(8) . ? C3 C7 1.409(9) . ? C3 C4 1.435(9) . ? C3 C2 1.481(8) . ? C14 C15 1.341(10) . ? C14 O1 1.350(9) . ? C14 C13 1.449(10) . ? C12 C8 1.364(14) . ? C12 C11 1.403(13) . ? C12 C005 0.74(7) . ? C5 C6 1.377(10) . ? C5 C4 1.416(10) . ? C5 C008 0.85(6) . ? C4 H4 0.9300 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C6 C7 1.398(9) . ? C6 H6 0.9300 . ? C10 C9 1.380(11) . ? C10 C11 1.416(11) . ? C10 C006 0.86(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C8 C9 1.370(11) . ? C8 C003 0.86(5) . ? C7 C007 0.95(5) . ? C9 C004 0.96(6) . ? C15 H15 0.9300 . ? C11 H11 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 C16 C17 O1 115.4(19) . . ? C16 C17 H17 122.3 . . ? O1 C17 H17 122.3 . . ? C17 C16 C15 103.9(16) . . ? C17 C16 H16 128.1 . . ? C15 C16 H16 128.1 . . ? C10 Fe1 C4 162.6(4) . . ? C10 Fe1 C6 107.6(3) . . ? C4 Fe1 C6 68.1(3) . . ? C10 Fe1 C3 154.4(4) . . ? C4 Fe1 C3 41.5(2) . . ? C6 Fe1 C3 68.4(3) . . ? C10 Fe1 C12 67.2(4) . . ? C4 Fe1 C12 121.2(4) . . ? C6 Fe1 C12 164.5(5) . . ? C3 Fe1 C12 109.5(4) . . ? C10 Fe1 C7 120.0(4) . . ? C4 Fe1 C7 68.5(3) . . ? C6 Fe1 C7 40.3(3) . . ? C3 Fe1 C7 40.6(3) . . ? C12 Fe1 C7 128.3(4) . . ? C10 Fe1 C11 40.9(3) . . ? C4 Fe1 C11 155.1(4) . . ? C6 Fe1 C11 126.3(4) . . ? C3 Fe1 C11 119.8(3) . . ? C12 Fe1 C11 40.3(4) . . ? C7 Fe1 C11 108.2(3) . . ? C10 Fe1 C5 125.3(4) . . ? C4 Fe1 C5 40.8(3) . . ? C6 Fe1 C5 39.6(3) . . ? C3 Fe1 C5 68.7(3) . . ? C12 Fe1 C5 155.3(5) . . ? C7 Fe1 C5 67.4(3) . . ? C11 Fe1 C5 162.6(5) . . ? C10 Fe1 C9 39.7(3) . . ? C4 Fe1 C9 126.6(3) . . ? C6 Fe1 C9 120.2(3) . . ? C3 Fe1 C9 164.3(3) . . ? C12 Fe1 C9 65.9(4) . . ? C7 Fe1 C9 154.1(4) . . ? C11 Fe1 C9 67.3(3) . . ? C5 Fe1 C9 108.8(4) . . ? C10 Fe1 C8 66.6(4) . . ? C4 Fe1 C8 109.3(3) . . ? C6 Fe1 C8 154.1(4) . . ? C3 Fe1 C8 127.9(4) . . ? C12 Fe1 C8 39.0(4) . . ? C7 Fe1 C8 164.9(4) . . ? C11 Fe1 C8 67.1(4) . . ? C5 Fe1 C8 121.4(4) . . ? C9 Fe1 C8 39.1(3) . . ? S1 Cu1 S1 180.0 5_768 . ? S1 Cu1 S2 102.81(7) 5_768 . ? S1 Cu1 S2 77.19(7) . . ? S1 Cu1 S2 77.19(7) 5_768 5_768 ? S1 Cu1 S2 102.81(7) . 5_768 ? S2 Cu1 S2 180.0 . 5_768 ? C1 S2 Cu1 83.9(3) . . ? C1 S1 Cu1 85.2(2) . . ? C1 N1 C13 119.9(6) . . ? C1 N1 C2 121.9(6) . . ? C13 N1 C2 117.8(5) . . ? C7 C3 C4 106.8(6) . . ? C7 C3 C2 126.4(7) . . ? C4 C3 C2 126.9(6) . . ? C7 C3 Fe1 69.9(4) . . ? C4 C3 Fe1 69.1(4) . . ? C2 C3 Fe1 126.1(5) . . ? C15 C14 O1 110.8(9) . . ? C15 C14 C13 131.8(10) . . ? O1 C14 C13 117.4(9) . . ? N1 C1 S1 122.0(6) . . ? N1 C1 S2 124.3(6) . . ? S1 C1 S2 113.7(4) . . ? C8 C12 C11 109.4(10) . . ? C8 C12 Fe1 71.2(6) . . ? C11 C12 Fe1 69.9(6) . . ? C8 C12 C005 133(7) . . ? C11 C12 C005 117(7) . . ? Fe1 C12 C005 134(7) . . ? C6 C5 C4 108.5(8) . . ? C6 C5 Fe1 69.7(5) . . ? C4 C5 Fe1 69.1(5) . . ? C6 C5 C008 132(5) . . ? C4 C5 C008 120(5) . . ? Fe1 C5 C008 123(5) . . ? C17 O1 C14 103.9(11) . . ? C5 C4 C3 107.2(7) . . ? C5 C4 Fe1 70.1(5) . . ? C3 C4 Fe1 69.5(4) . . ? C5 C4 H4 126.4 . . ? C3 C4 H4 126.4 . . ? Fe1 C4 H4 125.6 . . ? C3 C2 N1 114.0(5) . . ? C3 C2 H2A 108.8 . . ? N1 C2 H2A 108.8 . . ? C3 C2 H2B 108.8 . . ? N1 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? C5 C6 C7 109.1(8) . . ? C5 C6 Fe1 70.7(5) . . ? C7 C6 Fe1 70.3(5) . . ? C5 C6 H6 125.5 . . ? C7 C6 H6 125.5 . . ? Fe1 C6 H6 125.2 . . ? C9 C10 C11 107.9(8) . . ? C9 C10 Fe1 70.9(5) . . ? C11 C10 Fe1 70.1(5) . . ? C9 C10 C006 130(5) . . ? C11 C10 C006 121(5) . . ? Fe1 C10 C006 117(5) . . ? C14 C13 N1 116.6(7) . . ? C14 C13 H13A 108.1 . . ? N1 C13 H13A 108.1 . . ? C14 C13 H13B 108.1 . . ? N1 C13 H13B 108.1 . . ? H13A C13 H13B 107.3 . . ? C12 C8 C9 108.3(10) . . ? C12 C8 Fe1 69.8(7) . . ? C9 C8 Fe1 70.1(6) . . ? C12 C8 C003 125(4) . . ? C9 C8 C003 126(4) . . ? Fe1 C8 C003 117(4) . . ? C6 C7 C3 108.5(7) . . ? C6 C7 Fe1 69.5(4) . . ? C3 C7 Fe1 69.5(4) . . ? C6 C7 C007 120(4) . . ? C3 C7 C007 131(4) . . ? Fe1 C7 C007 124(4) . . ? C8 C9 C10 108.9(9) . . ? C8 C9 Fe1 70.8(6) . . ? C10 C9 Fe1 69.4(5) . . ? C8 C9 C004 129(4) . . ? C10 C9 C004 122(4) . . ? Fe1 C9 C004 122(4) . . ? C14 C15 C16 105.9(10) . . ? C14 C15 H15 127.0 . . ? C16 C15 H15 127.0 . . ? C12 C11 C10 105.5(9) . . ? C12 C11 Fe1 69.8(6) . . ? C10 C11 Fe1 69.0(5) . . ? C12 C11 H11 127.2 . . ? C10 C11 H11 127.2 . . ? Fe1 C11 H11 125.6 . . ? _diffrn_measured_fraction_theta_max 0.864 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.433 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.089 _database_code_depnum_ccdc_archive 'CCDC 888297' ####################################################################### # # 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_vkscu-3 #TrackingRef 'Complex 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 Cu Fe2 N2 O0 S4' _chemical_formula_weight 912.24 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' S S 0.1246 0.1234 '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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5963(13) _cell_length_b 11.2271(8) _cell_length_c 11.6787(19) _cell_angle_alpha 84.763(9) _cell_angle_beta 77.404(15) _cell_angle_gamma 85.766(9) _cell_volume 966.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 379 _exptl_absorpt_coefficient_mu 1.522 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7244 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0596 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 29.16 _reflns_number_total 4349 _reflns_number_gt 3003 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0380P)^2^+0.3423P] 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 4349 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.002 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 O1 O 0.9387(4) 0.4034(3) 0.6209(3) 0.0742(9) Uiso 1 1 d . . . O2 O 1.1451(5) 0.2404(3) 0.5969(3) 0.0806(9) Uiso 1 1 d . . . C021 C 0.7742(7) 0.3416(5) 1.3085(4) 0.0730(14) Uani 1 1 d . . . H021 H 0.7926 0.3972 1.2435 0.088 Uiso 1 1 calc R . . C1 C 1.1150(7) 0.3601(5) 0.5614(5) 0.0973(19) Uani 1 1 d . . . H1A H 1.1234 0.3691 0.4770 0.117 Uiso 1 1 calc R . . H1B H 1.2065 0.4070 0.5793 0.117 Uiso 1 1 calc R . . C023 C 0.6328(8) 0.3470(5) 1.4051(6) 0.0892(17) Uani 1 1 d . . . H023 H 0.5396 0.4061 1.4164 0.107 Uiso 1 1 calc R . . C024 C 0.3858(5) 0.1959(3) 1.2808(3) 0.0456(9) Uani 1 1 d . . . H024 H 0.2939 0.2557 1.2938 0.055 Uiso 1 1 calc R . . Cu1 Cu 0.0000 0.5000 1.0000 0.04319(19) Uani 1 2 d S . . Fe2 Fe 0.62934(7) 0.19356(5) 1.32682(4) 0.04149(17) Uani 1 1 d . . . S3 S 0.23211(13) 0.45416(8) 1.09538(8) 0.0447(2) Uani 1 1 d . . . S4 S 0.14722(15) 0.33782(9) 0.90590(10) 0.0595(3) Uani 1 1 d . . . C001 C 0.8117(11) 0.1824(6) 1.4315(7) 0.113(3) Uani 1 1 d . . . H001 H 0.8597 0.1121 1.4640 0.135 Uiso 1 1 calc R . . C002 C 0.2935(5) 0.3449(3) 0.9990(3) 0.0371(8) Uani 1 1 d . . . N1 N 0.4416(4) 0.2729(2) 0.9950(2) 0.0336(6) Uiso 1 1 d . . . C004 C 0.5632(4) 0.2818(3) 1.0765(3) 0.0363(8) Uani 1 1 d . . . H00A H 0.5471 0.3614 1.1045 0.044 Uiso 1 1 calc R . . H00B H 0.6875 0.2707 1.0342 0.044 Uiso 1 1 calc R . . C4 C 0.7052(5) 0.2992(3) 0.7675(3) 0.0435(9) Uani 1 1 d . . . H4 H 0.6225 0.3648 0.7755 0.052 Uiso 1 1 calc R . . C7 C 0.9566(6) 0.1015(4) 0.7375(4) 0.0614(12) Uani 1 1 d . . . H7 H 1.0390 0.0359 0.7260 0.074 Uiso 1 1 calc R . . C8 C 0.4871(5) 0.1759(3) 0.9156(3) 0.0418(9) Uani 1 1 d . . . H8A H 0.3934 0.1747 0.8711 0.050 Uiso 1 1 calc R . . H8B H 0.4902 0.0999 0.9620 0.050 Uiso 1 1 calc R . . C009 C 0.6548(11) 0.2476(7) 1.4828(4) 0.112(3) Uani 1 1 d . . . H009 H 0.5791 0.2284 1.5552 0.135 Uiso 1 1 calc R . . C010 C 0.5283(4) 0.1911(3) 1.1794(3) 0.0349(8) Uani 1 1 d . . . C2 C 0.9920(5) 0.2084(4) 0.6791(3) 0.0539(10) Uani 1 1 d . . . C012 C 0.6367(5) 0.0832(3) 1.1955(3) 0.0422(9) Uani 1 1 d . . . H012 H 0.7385 0.0563 1.1423 0.051 Uiso 1 1 calc R . . C6 C 0.7910(5) 0.0933(3) 0.8159(3) 0.0520(10) Uani 1 1 d . . . H6 H 0.7633 0.0209 0.8592 0.062 Uiso 1 1 calc R . . C5 C 0.6659(5) 0.1896(3) 0.8317(3) 0.0390(8) Uani 1 1 d . . . C015 C 0.5618(6) 0.0245(3) 1.3067(3) 0.0501(10) Uani 1 1 d . . . H015 H 0.6065 -0.0469 1.3395 0.060 Uiso 1 1 calc R . . C016 C 0.4074(5) 0.0943(4) 1.3583(3) 0.0515(10) Uani 1 1 d . . . H016 H 0.3324 0.0764 1.4313 0.062 Uiso 1 1 calc R . . C3 C 0.8703(6) 0.3061(3) 0.6925(3) 0.0514(10) Uani 1 1 d . . . C018 C 0.8832(7) 0.2413(6) 1.3236(6) 0.0881(17) Uani 1 1 d . . . H018 H 0.9870 0.2168 1.2708 0.106 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 C021 0.085(4) 0.078(3) 0.065(3) 0.003(3) -0.026(3) -0.052(3) C1 0.069(4) 0.122(5) 0.086(4) -0.033(3) 0.034(3) -0.032(3) C023 0.085(4) 0.087(4) 0.106(4) -0.049(4) -0.017(4) -0.030(3) C024 0.033(2) 0.059(2) 0.046(2) -0.0083(19) -0.0082(17) -0.0054(17) Cu1 0.0424(4) 0.0413(4) 0.0472(4) -0.0042(3) -0.0148(3) 0.0057(3) Fe2 0.0399(3) 0.0515(3) 0.0364(3) -0.0008(2) -0.0130(2) -0.0136(2) S3 0.0474(6) 0.0433(5) 0.0472(5) -0.0143(4) -0.0171(5) 0.0081(4) S4 0.0629(7) 0.0620(6) 0.0657(7) -0.0258(5) -0.0393(6) 0.0200(5) C001 0.155(7) 0.102(5) 0.122(6) 0.034(4) -0.117(5) -0.062(5) C002 0.042(2) 0.0368(18) 0.0345(17) -0.0006(15) -0.0125(16) -0.0014(15) C004 0.0315(19) 0.0405(18) 0.0386(18) -0.0049(15) -0.0105(15) -0.0017(15) C4 0.051(2) 0.042(2) 0.0392(19) -0.0127(17) -0.0117(18) 0.0036(17) C7 0.052(3) 0.062(3) 0.069(3) -0.014(2) -0.015(2) 0.017(2) C8 0.049(2) 0.0317(18) 0.047(2) -0.0096(16) -0.0143(18) -0.0002(16) C009 0.147(7) 0.164(7) 0.040(3) -0.013(4) -0.014(4) -0.110(5) C010 0.0316(19) 0.0417(18) 0.0348(17) -0.0068(15) -0.0123(15) -0.0035(15) C2 0.038(2) 0.076(3) 0.048(2) -0.021(2) -0.0013(19) -0.005(2) C012 0.042(2) 0.045(2) 0.041(2) -0.0086(17) -0.0124(17) 0.0031(17) C6 0.055(3) 0.047(2) 0.054(2) -0.0042(19) -0.015(2) 0.0075(19) C5 0.044(2) 0.0395(19) 0.0365(18) -0.0129(16) -0.0131(16) 0.0042(16) C015 0.061(3) 0.045(2) 0.050(2) 0.0086(18) -0.028(2) -0.0143(19) C016 0.051(3) 0.065(3) 0.039(2) 0.0077(19) -0.0086(19) -0.028(2) C3 0.066(3) 0.053(2) 0.036(2) -0.0073(18) -0.009(2) -0.014(2) C018 0.048(3) 0.105(4) 0.123(5) -0.029(4) -0.029(3) -0.018(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 O1 C3 1.375(4) . ? O1 C1 1.440(5) . ? O2 C1 1.388(6) . ? O2 C2 1.384(5) . ? C021 C018 1.369(7) . ? C021 C023 1.380(7) . ? C021 Fe2 2.030(4) . ? C021 H021 0.9300 . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C023 C009 1.396(8) . ? C023 Fe2 2.027(4) . ? C023 H023 0.9300 . ? C024 C016 1.413(5) . ? C024 C010 1.421(5) . ? C024 Fe2 2.034(4) . ? C024 H024 0.9300 . ? Cu1 S3 2.2874(10) 2_567 ? Cu1 S3 2.2874(10) . ? Cu1 S4 2.3027(10) 2_567 ? Cu1 S4 2.3027(10) . ? Fe2 C009 2.024(5) . ? Fe2 C001 2.029(5) . ? Fe2 C018 2.031(5) . ? Fe2 C010 2.035(3) . ? Fe2 C016 2.038(4) . ? Fe2 C012 2.047(3) . ? Fe2 C015 2.049(4) . ? S3 C002 1.711(3) . ? S4 C002 1.726(3) . ? C001 C018 1.386(8) . ? C001 C009 1.399(9) . ? C001 H001 0.9300 . ? C002 N1 1.330(4) . ? N1 C8 1.468(4) . ? N1 C004 1.477(4) . ? C004 C010 1.494(4) . ? C004 H00A 0.9700 . ? C004 H00B 0.9700 . ? C4 C3 1.367(5) . ? C4 C5 1.398(5) . ? C4 H4 0.9300 . ? C7 C2 1.340(6) . ? C7 C6 1.389(5) . ? C7 H7 0.9300 . ? C8 C5 1.500(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C009 H009 0.9300 . ? C010 C012 1.435(4) . ? C2 C3 1.378(5) . ? C012 C015 1.422(5) . ? C012 H012 0.9300 . ? C6 C5 1.383(5) . ? C6 H6 0.9300 . ? C015 C016 1.413(5) . ? C015 H015 0.9300 . ? C016 H016 0.9300 . ? C018 H018 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 C3 O1 C1 104.0(3) . . ? C1 O2 C2 106.2(4) . . ? C018 C021 C023 109.0(5) . . ? C018 C021 Fe2 70.3(3) . . ? C023 C021 Fe2 70.0(3) . . ? C018 C021 H021 125.5 . . ? C023 C021 H021 125.5 . . ? Fe2 C021 H021 125.8 . . ? O2 C1 O1 110.0(4) . . ? O2 C1 H1A 109.7 . . ? O1 C1 H1A 109.7 . . ? O2 C1 H1B 109.7 . . ? O1 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? C021 C023 C009 107.7(5) . . ? C021 C023 Fe2 70.3(3) . . ? C009 C023 Fe2 69.7(3) . . ? C021 C023 H023 126.2 . . ? C009 C023 H023 126.2 . . ? Fe2 C023 H023 125.4 . . ? C016 C024 C010 108.4(3) . . ? C016 C024 Fe2 69.8(2) . . ? C010 C024 Fe2 69.59(19) . . ? C016 C024 H024 125.8 . . ? C010 C024 H024 125.8 . . ? Fe2 C024 H024 126.4 . . ? S3 Cu1 S3 180.0 2_567 . ? S3 Cu1 S4 77.71(3) 2_567 2_567 ? S3 Cu1 S4 102.29(3) . 2_567 ? S3 Cu1 S4 102.29(3) 2_567 . ? S3 Cu1 S4 77.71(3) . . ? S4 Cu1 S4 180.0 2_567 . ? C009 Fe2 C001 40.4(2) . . ? C009 Fe2 C023 40.3(2) . . ? C001 Fe2 C023 67.4(3) . . ? C009 Fe2 C018 67.5(2) . . ? C001 Fe2 C018 39.9(2) . . ? C023 Fe2 C018 67.0(2) . . ? C009 Fe2 C021 67.1(2) . . ? C001 Fe2 C021 66.7(2) . . ? C023 Fe2 C021 39.78(19) . . ? C018 Fe2 C021 39.42(19) . . ? C009 Fe2 C024 122.1(3) . . ? C001 Fe2 C024 159.0(3) . . ? C023 Fe2 C024 106.7(2) . . ? C018 Fe2 C024 158.4(2) . . ? C021 Fe2 C024 122.6(2) . . ? C009 Fe2 C010 157.8(3) . . ? C001 Fe2 C010 159.6(3) . . ? C023 Fe2 C010 121.8(2) . . ? C018 Fe2 C010 123.3(2) . . ? C021 Fe2 C010 107.70(16) . . ? C024 Fe2 C010 40.89(13) . . ? C009 Fe2 C016 107.5(2) . . ? C001 Fe2 C016 124.0(2) . . ? C023 Fe2 C016 122.4(2) . . ? C018 Fe2 C016 160.3(2) . . ? C021 Fe2 C016 158.1(2) . . ? C024 Fe2 C016 40.61(14) . . ? C010 Fe2 C016 68.75(14) . . ? C009 Fe2 C012 159.6(3) . . ? C001 Fe2 C012 124.3(3) . . ? C023 Fe2 C012 159.0(2) . . ? C018 Fe2 C012 109.52(19) . . ? C021 Fe2 C012 124.30(18) . . ? C024 Fe2 C012 68.47(14) . . ? C010 Fe2 C012 41.16(13) . . ? C016 Fe2 C012 68.13(15) . . ? C009 Fe2 C015 123.2(2) . . ? C001 Fe2 C015 109.2(2) . . ? C023 Fe2 C015 158.6(2) . . ? C018 Fe2 C015 125.0(2) . . ? C021 Fe2 C015 160.3(2) . . ? C024 Fe2 C015 68.43(15) . . ? C010 Fe2 C015 69.06(14) . . ? C016 Fe2 C015 40.45(15) . . ? C012 Fe2 C015 40.62(14) . . ? C002 S3 Cu1 84.59(12) . . ? C002 S4 Cu1 83.80(11) . . ? C018 C001 C009 107.9(6) . . ? C018 C001 Fe2 70.1(3) . . ? C009 C001 Fe2 69.6(3) . . ? C018 C001 H001 126.0 . . ? C009 C001 H001 126.0 . . ? Fe2 C001 H001 125.8 . . ? N1 C002 S3 123.2(3) . . ? N1 C002 S4 123.0(2) . . ? S3 C002 S4 113.82(19) . . ? C002 N1 C8 122.3(3) . . ? C002 N1 C004 121.3(3) . . ? C8 N1 C004 116.3(3) . . ? N1 C004 C010 112.3(3) . . ? N1 C004 H00A 109.2 . . ? C010 C004 H00A 109.2 . . ? N1 C004 H00B 109.2 . . ? C010 C004 H00B 109.2 . . ? H00A C004 H00B 107.9 . . ? C3 C4 C5 117.3(3) . . ? C3 C4 H4 121.3 . . ? C5 C4 H4 121.3 . . ? C2 C7 C6 116.8(4) . . ? C2 C7 H7 121.6 . . ? C6 C7 H7 121.6 . . ? N1 C8 C5 112.5(3) . . ? N1 C8 H8A 109.1 . . ? C5 C8 H8A 109.1 . . ? N1 C8 H8B 109.1 . . ? C5 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C023 C009 C001 107.2(5) . . ? C023 C009 Fe2 69.9(3) . . ? C001 C009 Fe2 70.0(3) . . ? C023 C009 H009 126.4 . . ? C001 C009 H009 126.4 . . ? Fe2 C009 H009 125.3 . . ? C024 C010 C012 107.0(3) . . ? C024 C010 C004 127.0(3) . . ? C012 C010 C004 125.9(3) . . ? C024 C010 Fe2 69.52(19) . . ? C012 C010 Fe2 69.88(19) . . ? C004 C010 Fe2 124.6(2) . . ? C7 C2 C3 122.7(4) . . ? C7 C2 O2 128.3(4) . . ? C3 C2 O2 109.0(4) . . ? C015 C012 C010 108.2(3) . . ? C015 C012 Fe2 69.7(2) . . ? C010 C012 Fe2 68.96(18) . . ? C015 C012 H012 125.9 . . ? C010 C012 H012 125.9 . . ? Fe2 C012 H012 127.0 . . ? C5 C6 C7 122.0(4) . . ? C5 C6 H6 119.0 . . ? C7 C6 H6 119.0 . . ? C6 C5 C4 119.8(3) . . ? C6 C5 C8 120.2(3) . . ? C4 C5 C8 120.0(3) . . ? C016 C015 C012 107.7(3) . . ? C016 C015 Fe2 69.4(2) . . ? C012 C015 Fe2 69.6(2) . . ? C016 C015 H015 126.2 . . ? C012 C015 H015 126.2 . . ? Fe2 C015 H015 126.4 . . ? C015 C016 C024 108.7(3) . . ? C015 C016 Fe2 70.2(2) . . ? C024 C016 Fe2 69.6(2) . . ? C015 C016 H016 125.7 . . ? C024 C016 H016 125.7 . . ? Fe2 C016 H016 126.2 . . ? C4 C3 O1 127.7(4) . . ? C4 C3 C2 121.4(4) . . ? O1 C3 C2 110.8(4) . . ? C021 C018 C001 108.1(6) . . ? C021 C018 Fe2 70.3(3) . . ? C001 C018 Fe2 70.0(3) . . ? C021 C018 H018 126.0 . . ? C001 C018 H018 126.0 . . ? Fe2 C018 H018 125.4 . . ? _diffrn_measured_fraction_theta_max 0.835 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.692 _refine_diff_density_min -0.539 _refine_diff_density_rms 0.074 _database_code_depnum_ccdc_archive 'CCDC 888298' ####################################################################### # # 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_x #TrackingRef 'x.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22.67 H21.33 Fe1.33 N1.33 Ni0.67 O1.33 S2.67' _chemical_formula_weight 532.84 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y, x+1/2, z+1/2' 'y+1/2, -x, z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y, -x-1/2, -z-1/2' '-y-1/2, x, -z-1/2' _cell_length_a 23.4140(11) _cell_length_b 23.414(5) _cell_length_c 5.832(4) _cell_angle_alpha 90.000(4) _cell_angle_beta 90.000(4) _cell_angle_gamma 90.000(4) _cell_volume 3197(2) _cell_formula_units_Z 6 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.660 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1640 _exptl_absorpt_coefficient_mu 1.776 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20378 _diffrn_reflns_av_R_equivalents 0.1277 _diffrn_reflns_av_sigmaI/netI 0.1031 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 28.39 _reflns_number_total 3980 _reflns_number_gt 2064 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0962P)^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 3980 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1544 _refine_ls_R_factor_gt 0.0731 _refine_ls_wR_factor_ref 0.2134 _refine_ls_wR_factor_gt 0.1675 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 Ni1 Ni 0.5000 0.0000 0.0000 0.0331(3) Uani 1 2 d S . . Fe2 Fe 0.56349(4) -0.27383(4) 0.48435(16) 0.0358(3) Uani 1 1 d . . . S11 S 0.43582(7) -0.01761(7) 0.2687(3) 0.0369(4) Uani 1 1 d . . . C12 C 0.4805(3) -0.0728(3) 0.3484(11) 0.0321(14) Uani 1 1 d . . . S13 S 0.53902(7) -0.07355(7) 0.1718(3) 0.0368(4) Uani 1 1 d . . . N14 N 0.4714(2) -0.1082(2) 0.5188(8) 0.0305(12) Uani 1 1 d . . . C21 C 0.5154(3) -0.1498(2) 0.5828(11) 0.0329(14) Uani 1 1 d . . . H21A H 0.5160 -0.1535 0.7485 0.039 Uiso 1 1 calc R . . H21B H 0.5524 -0.1353 0.5355 0.039 Uiso 1 1 calc R . . C22 C 0.5069(3) -0.2081(3) 0.4788(11) 0.0327(14) Uani 1 1 d . . . C23 C 0.4819(2) -0.2561(3) 0.5906(12) 0.0336(14) Uani 1 1 d . . . H23 H 0.4683 -0.2569 0.7403 0.040 Uiso 1 1 calc R . . C24 C 0.4815(3) -0.3022(3) 0.4358(12) 0.0399(16) Uani 1 1 d . . . H24 H 0.4677 -0.3387 0.4666 0.048 Uiso 1 1 calc R . . C25 C 0.5055(3) -0.2839(3) 0.2258(12) 0.0422(17) Uani 1 1 d . . . H25 H 0.5106 -0.3061 0.0949 0.051 Uiso 1 1 calc R . . C26 C 0.5206(3) -0.2248(3) 0.2520(11) 0.0372(15) Uani 1 1 d . . . H26 H 0.5367 -0.2016 0.1398 0.045 Uiso 1 1 calc R . . C31 C 0.4211(3) -0.1011(3) 0.6687(12) 0.0407(16) Uani 1 1 d . . . H31A H 0.4320 -0.0780 0.7993 0.049 Uiso 1 1 calc R . . H31B H 0.3921 -0.0802 0.5845 0.049 Uiso 1 1 calc R . . C32 C 0.3957(3) -0.1543(3) 0.7538(13) 0.0444(17) Uani 1 1 d . . . O33 O 0.3676(2) -0.1882(2) 0.5970(12) 0.0677(17) Uani 1 1 d . . . C34 C 0.3482(4) -0.2329(4) 0.731(2) 0.078(3) Uani 1 1 d . . . H34 H 0.3278 -0.2635 0.6704 0.093 Uiso 1 1 calc R . . C35 C 0.3607(4) -0.2289(4) 0.945(3) 0.089(4) Uani 1 1 d . . . H35 H 0.3506 -0.2543 1.0612 0.107 Uiso 1 1 calc R . . C36 C 0.3933(4) -0.1774(3) 0.9694(15) 0.060(2) Uani 1 1 d . . . H36 H 0.4094 -0.1628 1.1029 0.072 Uiso 1 1 calc R . . C41 C 0.6387(3) -0.2462(3) 0.6285(14) 0.054(2) Uani 1 1 d . . . H41 H 0.6473 -0.2091 0.6739 0.065 Uiso 1 1 calc R . . C42 C 0.6496(3) -0.2691(3) 0.4142(13) 0.0435(17) Uani 1 1 d . . . H42 H 0.6661 -0.2497 0.2917 0.052 Uiso 1 1 calc R . . C43 C 0.6318(3) -0.3256(3) 0.4119(13) 0.0436(17) Uani 1 1 d . . . H43 H 0.6348 -0.3506 0.2889 0.052 Uiso 1 1 calc R . . C44 C 0.6079(3) -0.3385(3) 0.6321(12) 0.0428(17) Uani 1 1 d . . . H44 H 0.5924 -0.3733 0.6776 0.051 Uiso 1 1 calc R . . C45 C 0.6124(3) -0.2884(3) 0.7681(12) 0.0463(19) Uani 1 1 d . . . H45 H 0.6004 -0.2840 0.9190 0.056 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 Ni1 0.0374(7) 0.0255(6) 0.0364(7) 0.0029(5) -0.0031(5) 0.0014(5) Fe2 0.0375(6) 0.0308(5) 0.0391(6) 0.0010(4) -0.0044(4) 0.0032(4) S11 0.0394(10) 0.0306(9) 0.0407(10) 0.0021(7) -0.0027(7) 0.0060(7) C12 0.035(3) 0.024(3) 0.037(4) -0.008(3) -0.003(3) -0.001(3) S13 0.0388(10) 0.0305(9) 0.0411(10) 0.0043(7) 0.0020(8) 0.0055(7) N14 0.031(3) 0.026(3) 0.035(3) 0.000(2) -0.003(2) 0.006(2) C21 0.034(3) 0.030(3) 0.035(3) 0.003(3) -0.003(3) 0.005(3) C22 0.036(4) 0.027(3) 0.035(4) 0.003(3) -0.004(3) 0.005(3) C23 0.026(3) 0.041(4) 0.035(3) 0.006(3) -0.006(3) 0.003(3) C24 0.037(4) 0.034(4) 0.048(4) 0.005(3) -0.012(3) -0.002(3) C25 0.050(4) 0.037(4) 0.040(4) -0.001(3) -0.014(3) 0.002(3) C26 0.045(4) 0.032(4) 0.035(4) 0.009(3) -0.002(3) 0.002(3) C31 0.041(4) 0.038(4) 0.043(4) -0.005(3) 0.002(3) 0.003(3) C32 0.039(4) 0.041(4) 0.053(5) -0.001(4) 0.002(3) 0.005(3) O33 0.040(3) 0.050(3) 0.113(5) -0.023(4) -0.010(3) 0.002(3) C34 0.051(6) 0.049(6) 0.133(10) 0.004(7) 0.024(6) 0.006(4) C35 0.073(7) 0.051(6) 0.142(11) 0.007(7) 0.053(7) 0.012(5) C36 0.070(6) 0.049(5) 0.060(6) 0.013(4) 0.020(4) 0.015(4) C41 0.043(4) 0.042(4) 0.076(6) -0.007(4) -0.012(4) -0.003(3) C42 0.032(4) 0.043(4) 0.055(5) 0.007(4) 0.006(3) 0.000(3) C43 0.051(4) 0.039(4) 0.041(4) -0.003(3) -0.003(3) 0.014(3) C44 0.034(4) 0.039(4) 0.055(5) 0.010(4) -0.008(3) 0.004(3) C45 0.032(4) 0.072(5) 0.035(4) -0.005(4) -0.005(3) 0.021(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 Ni1 S13 2.1918(16) 5_655 ? Ni1 S13 2.1918(16) . ? Ni1 S11 2.2101(19) 5_655 ? Ni1 S11 2.2101(19) . ? Fe2 C44 2.030(6) . ? Fe2 C22 2.032(6) . ? Fe2 C26 2.040(6) . ? Fe2 C45 2.040(7) . ? Fe2 C25 2.043(7) . ? Fe2 C43 2.049(7) . ? Fe2 C23 2.050(6) . ? Fe2 C24 2.052(7) . ? Fe2 C41 2.056(7) . ? Fe2 C42 2.059(7) . ? S11 C12 1.725(6) . ? C12 N14 1.312(7) . ? C12 S13 1.715(6) . ? N14 C21 1.466(7) . ? N14 C31 1.478(8) . ? C21 C22 1.507(8) . ? C22 C26 1.417(9) . ? C22 C23 1.426(9) . ? C23 C24 1.407(9) . ? C24 C25 1.415(9) . ? C25 C26 1.438(9) . ? C31 C32 1.466(9) . ? C32 C36 1.370(10) . ? C32 O33 1.379(9) . ? O33 C34 1.380(11) . ? C34 C35 1.289(14) . ? C35 C36 1.434(13) . ? C41 C42 1.383(10) . ? C41 C45 1.420(10) . ? C42 C43 1.387(9) . ? C43 C44 1.433(10) . ? C44 C45 1.421(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S13 Ni1 S13 180.00(9) 5_655 . ? S13 Ni1 S11 79.20(6) 5_655 5_655 ? S13 Ni1 S11 100.80(6) . 5_655 ? S13 Ni1 S11 100.80(6) 5_655 . ? S13 Ni1 S11 79.20(6) . . ? S11 Ni1 S11 180.00(11) 5_655 . ? C44 Fe2 C22 155.0(3) . . ? C44 Fe2 C26 162.6(3) . . ? C22 Fe2 C26 40.7(3) . . ? C44 Fe2 C45 40.9(3) . . ? C22 Fe2 C45 120.3(3) . . ? C26 Fe2 C45 155.3(3) . . ? C44 Fe2 C25 124.6(3) . . ? C22 Fe2 C25 69.1(3) . . ? C26 Fe2 C25 41.2(3) . . ? C45 Fe2 C25 162.2(3) . . ? C44 Fe2 C43 41.1(3) . . ? C22 Fe2 C43 162.4(3) . . ? C26 Fe2 C43 125.4(3) . . ? C45 Fe2 C43 68.4(3) . . ? C25 Fe2 C43 107.3(3) . . ? C44 Fe2 C23 120.0(3) . . ? C22 Fe2 C23 40.9(2) . . ? C26 Fe2 C23 68.2(3) . . ? C45 Fe2 C23 108.1(3) . . ? C25 Fe2 C23 68.1(3) . . ? C43 Fe2 C23 155.3(3) . . ? C44 Fe2 C24 107.2(3) . . ? C22 Fe2 C24 68.5(3) . . ? C26 Fe2 C24 68.3(3) . . ? C45 Fe2 C24 125.6(3) . . ? C25 Fe2 C24 40.4(3) . . ? C43 Fe2 C24 120.7(3) . . ? C23 Fe2 C24 40.1(3) . . ? C44 Fe2 C41 67.8(3) . . ? C22 Fe2 C41 109.1(3) . . ? C26 Fe2 C41 121.0(3) . . ? C45 Fe2 C41 40.6(3) . . ? C25 Fe2 C41 155.2(3) . . ? C43 Fe2 C41 66.6(3) . . ? C23 Fe2 C41 127.6(3) . . ? C24 Fe2 C41 163.8(3) . . ? C44 Fe2 C42 67.9(3) . . ? C22 Fe2 C42 126.5(3) . . ? C26 Fe2 C42 108.6(3) . . ? C45 Fe2 C42 67.8(3) . . ? C25 Fe2 C42 120.7(3) . . ? C43 Fe2 C42 39.5(3) . . ? C23 Fe2 C42 163.9(3) . . ? C24 Fe2 C42 155.0(3) . . ? C41 Fe2 C42 39.3(3) . . ? C12 S11 Ni1 85.3(2) . . ? N14 C12 S13 125.2(5) . . ? N14 C12 S11 125.5(5) . . ? S13 C12 S11 109.3(4) . . ? C12 S13 Ni1 86.2(2) . . ? C12 N14 C21 120.0(5) . . ? C12 N14 C31 120.4(5) . . ? C21 N14 C31 119.0(5) . . ? N14 C21 C22 113.9(5) . . ? C26 C22 C23 107.6(6) . . ? C26 C22 C21 126.6(6) . . ? C23 C22 C21 125.8(6) . . ? C26 C22 Fe2 69.9(4) . . ? C23 C22 Fe2 70.2(3) . . ? C21 C22 Fe2 126.4(4) . . ? C24 C23 C22 108.4(6) . . ? C24 C23 Fe2 70.0(4) . . ? C22 C23 Fe2 68.9(3) . . ? C23 C24 C25 108.7(6) . . ? C23 C24 Fe2 69.9(4) . . ? C25 C24 Fe2 69.5(4) . . ? C24 C25 C26 107.3(6) . . ? C24 C25 Fe2 70.1(4) . . ? C26 C25 Fe2 69.3(4) . . ? C22 C26 C25 108.0(6) . . ? C22 C26 Fe2 69.3(4) . . ? C25 C26 Fe2 69.5(3) . . ? C32 C31 N14 115.4(5) . . ? C36 C32 O33 111.1(7) . . ? C36 C32 C31 131.5(7) . . ? O33 C32 C31 117.3(6) . . ? C32 O33 C34 102.7(8) . . ? C35 C34 O33 114.8(10) . . ? C34 C35 C36 106.0(10) . . ? C32 C36 C35 105.4(9) . . ? C42 C41 C45 109.2(7) . . ? C42 C41 Fe2 70.5(4) . . ? C45 C41 Fe2 69.1(4) . . ? C41 C42 C43 108.8(7) . . ? C41 C42 Fe2 70.2(4) . . ? C43 C42 Fe2 69.9(4) . . ? C42 C43 C44 108.1(6) . . ? C42 C43 Fe2 70.7(4) . . ? C44 C43 Fe2 68.7(4) . . ? C45 C44 C43 107.2(6) . . ? C45 C44 Fe2 70.0(4) . . ? C43 C44 Fe2 70.2(4) . . ? C44 C45 C41 106.6(6) . . ? C44 C45 Fe2 69.2(4) . . ? C41 C45 Fe2 70.3(4) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.39 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.887 _refine_diff_density_min -0.499 _refine_diff_density_rms 0.142 _database_code_depnum_ccdc_archive 'CCDC 876215'