data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Li-Zhu Wu' _publ_contact_author_email LZWU@MAIL.IPC.AC.CN _publ_section_title ; Fluorophenyl-substituted Fe-only hydrogenases active site ADT models: different electrocatalytic process for proton reduction in HOAc and HBF4/Et2O ; loop_ _publ_author_name 'Li-Zhu Wu.' 'Gang Si.' 'Chen-Ho Tung.' 'Wen-Guang Wang.' 'Hong-Yan Wang.' # Attachment '1.cif' data_a _database_code_depnum_ccdc_archive 'CCDC 691515' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H4 F7 Fe2 N O6 S2' _chemical_formula_weight 603.01 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 21.464(4) _cell_length_b 6.8442(14) _cell_length_c 14.102(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.12(3) _cell_angle_gamma 90.00 _cell_volume 1990.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10769 _cell_measurement_theta_min 2.89 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.013 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 1.767 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.413 _exptl_absorpt_correction_T_max 0.702 _exptl_special_details ; HIGASHI, T. (1995). Abscor-Empirical Absorption Correction based on Fourier Series Approximation. Rigaku Corporation,Tokyo,Japan. ; _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 'Rigaku RAXIS RAPID IP' _diffrn_measurement_method \W _diffrn_detector_area_resol_mean 10.00 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 3498 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0598 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 0.99 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3498 _reflns_number_gt 2337 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rapid-AUTO (Rigaku,2000)' _computing_cell_refinement Rapid-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC,2000)' _computing_structure_solution SHELXS-97,(Sheldrick,1997) _computing_structure_refinement SHELXL-97,(Sheldrick,1997) _computing_molecular_graphics 'Siemens SHELXTL V4.2,(Sheldrick,1990)' _computing_publication_material SHELXL-97,(Sheldrick,1997) _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^)+(0.0656P)^2^+0.0100P] 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 SHELXL _refine_ls_extinction_coef 0.0243(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3498 _refine_ls_number_parameters 329 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0620 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.1108 _refine_ls_wR_factor_gt 0.0847 _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_restrained_S_all 0.961 _refine_ls_shift/su_max 0.056 _refine_ls_shift/su_mean 0.003 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 0.35090(3) 0.47125(10) 0.52774(5) 0.0344(2) Uani 1 1 d . A 1 Fe2 Fe 0.34627(3) 0.45250(10) 0.70368(5) 0.0348(2) Uani 1 1 d . A 1 S1 S 0.27563(5) 0.29938(16) 0.57720(8) 0.0356(3) Uani 1 1 d . A 1 S2 S 0.32160(6) 0.72156(16) 0.60915(8) 0.0348(3) Uani 1 1 d . A 1 C1 C 0.3126(2) 0.5280(7) 0.4003(4) 0.0421(12) Uani 1 1 d . A 1 C6 C 0.2971(3) 0.4720(8) 0.7880(4) 0.0468(13) Uani 1 1 d . A 1 C2 C 0.3863(2) 0.2412(8) 0.5100(3) 0.0434(12) Uani 1 1 d . A 1 C5 C 0.4167(3) 0.5796(8) 0.7758(4) 0.0469(13) Uani 1 1 d . A 1 C4 C 0.3866(2) 0.2222(8) 0.7400(4) 0.0446(12) Uani 1 1 d . A 1 C3 C 0.4261(3) 0.5968(8) 0.5426(4) 0.0469(13) Uani 1 1 d . A 1 O1 O 0.2891(2) 0.5654(6) 0.3201(3) 0.0637(11) Uani 1 1 d . A 1 O2 O 0.40942(19) 0.0954(6) 0.5004(3) 0.0625(11) Uani 1 1 d . A 1 O4 O 0.41345(19) 0.0801(6) 0.7633(3) 0.0677(12) Uani 1 1 d . A 1 O6 O 0.2646(2) 0.4840(6) 0.8391(3) 0.0729(12) Uani 1 1 d . A 1 O5 O 0.4613(2) 0.6609(6) 0.8213(3) 0.0772(13) Uani 1 1 d . A 1 O3 O 0.47466(19) 0.6767(6) 0.5546(3) 0.0743(12) Uani 1 1 d . A 1 N1 N 0.19633(19) 0.6180(6) 0.5038(3) 0.0453(11) Uani 1 1 d . A 1 C8 C 0.1968(2) 0.4293(7) 0.5495(4) 0.0433(12) Uani 1 1 d . A 1 H8A H 0.1640 0.3480 0.5062 0.052 Uiso 1 1 calc R A 1 H8B H 0.1850 0.4462 0.6105 0.052 Uiso 1 1 calc R A 1 C7 C 0.2340(2) 0.7679(7) 0.5662(4) 0.0444(12) Uani 1 1 d . A 1 H7A H 0.2177 0.7837 0.6234 0.053 Uiso 1 1 calc R A 1 H7B H 0.2270 0.8905 0.5302 0.053 Uiso 1 1 calc R A 1 C14 C 0.1465(2) 0.5301(7) 0.3321(4) 0.0440(12) Uani 1 1 d . A 1 C13 C 0.1083(2) 0.5723(8) 0.2396(4) 0.0502(13) Uani 1 1 d . A 1 C11 C 0.0880(2) 0.8817(8) 0.2938(4) 0.0466(13) Uani 1 1 d . A 1 C12 C 0.0783(2) 0.7510(8) 0.2170(4) 0.0493(13) Uani 1 1 d . A 1 C9 C 0.1572(2) 0.6601(7) 0.4103(3) 0.0371(11) Uani 1 1 d . A 1 C10 C 0.1250(2) 0.8388(7) 0.3866(4) 0.0427(12) Uani 1 1 d . A 1 F3 F 0.06003(16) 1.0588(5) 0.2785(2) 0.0703(9) Uani 1 1 d . A 1 F4 F 0.12847(14) 0.9750(4) 0.4571(2) 0.0593(8) Uani 1 1 d . A 1 F1 F 0.17591(14) 0.3523(4) 0.3465(2) 0.0617(9) Uani 1 1 d . A 1 F2 F 0.10345(18) 0.4334(5) 0.1701(2) 0.0783(11) Uani 1 1 d . A 1 C15 C 0.0374(3) 0.8056(10) 0.1175(4) 0.0669(18) Uani 1 1 d D A 1 F5 F -0.0198(2) 0.8746(12) 0.1172(4) 0.074(2) Uani 0.813(13) 1 d PDU A 1 F6 F 0.0646(3) 0.9442(14) 0.0773(5) 0.138(3) Uani 0.886(11) 1 d PDU A 1 F7 F 0.0213(5) 0.6533(11) 0.0571(5) 0.127(4) Uani 0.837(14) 1 d PDU A 1 F7' F 0.0014(19) 0.968(4) 0.116(3) 0.111(8) Uani 0.163(14) 1 d PDU A 2 F5' F 0.0650(15) 0.771(7) 0.0453(15) 0.104(6) Uani 0.187(13) 1 d PDU A 2 F6' F -0.015(2) 0.691(7) 0.079(3) 0.098(9) Uani 0.114(11) 1 d PDU A 2 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 0.0370(4) 0.0340(4) 0.0349(4) 0.0007(3) 0.0145(3) 0.0004(3) Fe2 0.0345(4) 0.0376(4) 0.0326(4) 0.0028(3) 0.0101(3) 0.0007(3) S1 0.0361(6) 0.0291(6) 0.0411(6) 0.0031(5) 0.0098(5) -0.0015(5) S2 0.0349(6) 0.0321(6) 0.0366(6) -0.0014(5) 0.0088(5) -0.0019(5) C1 0.046(3) 0.039(3) 0.047(3) 0.001(2) 0.023(2) 0.004(2) C6 0.049(3) 0.048(3) 0.046(3) 0.007(2) 0.017(3) 0.004(3) C2 0.050(3) 0.047(3) 0.034(3) 0.003(2) 0.014(2) 0.002(3) C5 0.046(3) 0.049(3) 0.043(3) 0.009(3) 0.007(2) 0.006(3) C4 0.043(3) 0.046(3) 0.043(3) 0.002(3) 0.009(2) 0.000(3) C3 0.048(3) 0.044(3) 0.056(3) 0.002(3) 0.027(3) 0.002(3) O1 0.072(3) 0.079(3) 0.040(2) 0.013(2) 0.0159(19) 0.012(2) O2 0.067(3) 0.048(2) 0.075(3) -0.004(2) 0.025(2) 0.014(2) O4 0.061(3) 0.051(2) 0.081(3) 0.012(2) 0.003(2) 0.013(2) O6 0.085(3) 0.079(3) 0.074(3) 0.003(2) 0.054(3) 0.001(2) O5 0.060(3) 0.075(3) 0.078(3) -0.002(2) -0.013(2) -0.014(2) O3 0.052(2) 0.071(3) 0.106(3) 0.001(3) 0.033(2) -0.012(2) N1 0.040(2) 0.034(2) 0.054(3) 0.004(2) -0.001(2) 0.0002(19) C8 0.030(3) 0.043(3) 0.054(3) 0.009(2) 0.007(2) 0.000(2) C7 0.036(3) 0.038(3) 0.052(3) -0.003(2) 0.000(2) 0.001(2) C14 0.037(3) 0.037(3) 0.058(3) 0.000(3) 0.013(2) 0.005(2) C13 0.046(3) 0.062(4) 0.045(3) -0.010(3) 0.016(2) -0.005(3) C11 0.038(3) 0.053(3) 0.049(3) 0.006(3) 0.013(2) 0.012(3) C12 0.035(3) 0.068(4) 0.046(3) 0.009(3) 0.013(2) 0.002(3) C9 0.028(2) 0.036(3) 0.047(3) 0.000(2) 0.009(2) 0.000(2) C10 0.038(3) 0.044(3) 0.047(3) -0.006(3) 0.014(2) 0.003(2) F3 0.066(2) 0.065(2) 0.073(2) 0.0156(18) 0.0078(17) 0.0267(18) F4 0.0584(19) 0.0515(18) 0.0612(19) -0.0101(16) 0.0054(15) 0.0204(16) F1 0.0600(19) 0.0426(17) 0.076(2) -0.0096(16) 0.0071(16) 0.0086(16) F2 0.086(2) 0.082(3) 0.060(2) -0.0245(19) 0.0098(18) 0.004(2) C15 0.054(4) 0.102(5) 0.045(3) 0.008(4) 0.012(3) 0.004(4) F5 0.040(3) 0.115(5) 0.064(3) 0.032(3) 0.009(2) 0.016(3) F6 0.078(3) 0.240(8) 0.083(4) 0.092(5) 0.001(3) -0.044(5) F7 0.114(6) 0.174(7) 0.066(4) -0.027(4) -0.020(4) 0.053(5) F7' 0.078(13) 0.183(15) 0.059(11) 0.037(13) -0.002(11) 0.019(13) F5' 0.069(11) 0.210(15) 0.046(9) 0.028(12) 0.039(8) 0.020(13) F6' 0.071(14) 0.148(15) 0.065(13) 0.009(13) 0.003(13) 0.014(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C3 1.789(6) . ? Fe1 C1 1.799(5) . ? Fe1 C2 1.796(6) . ? Fe1 S2 2.2471(14) . ? Fe1 S1 2.2597(14) . ? Fe1 Fe2 2.5138(10) . ? Fe2 C5 1.795(6) . ? Fe2 C6 1.801(6) . ? Fe2 C4 1.803(5) . ? Fe2 S2 2.2487(13) . ? Fe2 S1 2.2532(15) . ? S1 C8 1.854(5) . ? S2 C7 1.836(5) . ? C1 O1 1.132(6) . ? C6 O6 1.137(6) . ? C2 O2 1.139(6) . ? C5 O5 1.140(6) . ? C4 O4 1.132(6) . ? C3 O3 1.147(6) . ? N1 C9 1.383(6) . ? N1 C8 1.442(6) . ? N1 C7 1.445(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C14 F1 1.360(5) . ? C14 C13 1.366(7) . ? C14 C9 1.385(7) . ? C13 F2 1.348(6) . ? C13 C12 1.377(7) . ? C11 F3 1.344(6) . ? C11 C10 1.361(6) . ? C11 C12 1.376(7) . ? C12 C15 1.482(7) . ? C9 C10 1.399(7) . ? C10 F4 1.350(5) . ? C15 F5 1.315(6) . ? C15 F6 1.322(6) . ? C15 F7 1.329(7) . ? 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 Fe1 C1 99.2(2) . . ? C3 Fe1 C2 91.9(2) . . ? C1 Fe1 C2 98.3(2) . . ? C3 Fe1 S2 86.88(16) . . ? C1 Fe1 S2 103.33(16) . . ? C2 Fe1 S2 158.29(15) . . ? C3 Fe1 S1 155.95(17) . . ? C1 Fe1 S1 104.66(16) . . ? C2 Fe1 S1 87.34(16) . . ? S2 Fe1 S1 85.05(5) . . ? C3 Fe1 Fe2 100.99(16) . . ? C1 Fe1 Fe2 149.84(16) . . ? C2 Fe1 Fe2 103.14(15) . . ? S2 Fe1 Fe2 56.03(4) . . ? S1 Fe1 Fe2 56.03(4) . . ? C5 Fe2 C6 98.4(2) . . ? C5 Fe2 C4 90.0(2) . . ? C6 Fe2 C4 101.5(2) . . ? C5 Fe2 S2 87.80(16) . . ? C6 Fe2 S2 104.24(17) . . ? C4 Fe2 S2 154.17(17) . . ? C5 Fe2 S1 161.72(17) . . ? C6 Fe2 S1 99.66(17) . . ? C4 Fe2 S1 89.02(16) . . ? S2 Fe2 S1 85.16(5) . . ? C5 Fe2 Fe1 106.04(17) . . ? C6 Fe2 Fe1 147.01(16) . . ? C4 Fe2 Fe1 100.25(16) . . ? S2 Fe2 Fe1 55.97(4) . . ? S1 Fe2 Fe1 56.27(4) . . ? C8 S1 Fe2 108.53(17) . . ? C8 S1 Fe1 111.95(15) . . ? Fe2 S1 Fe1 67.70(4) . . ? C7 S2 Fe1 111.69(16) . . ? C7 S2 Fe2 112.84(17) . . ? Fe1 S2 Fe2 67.99(4) . . ? O1 C1 Fe1 179.1(5) . . ? O6 C6 Fe2 178.2(5) . . ? O2 C2 Fe1 178.8(5) . . ? O5 C5 Fe2 179.7(6) . . ? O4 C4 Fe2 178.2(5) . . ? O3 C3 Fe1 178.3(5) . . ? C9 N1 C8 122.7(4) . . ? C9 N1 C7 121.5(4) . . ? C8 N1 C7 115.5(4) . . ? N1 C8 S1 114.7(3) . . ? N1 C8 H8A 108.6 . . ? S1 C8 H8A 108.6 . . ? N1 C8 H8B 108.6 . . ? S1 C8 H8B 108.6 . . ? H8A C8 H8B 107.6 . . ? N1 C7 S2 115.3(3) . . ? N1 C7 H7A 108.5 . . ? S2 C7 H7A 108.5 . . ? N1 C7 H7B 108.5 . . ? S2 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? F1 C14 C13 117.6(5) . . ? F1 C14 C9 119.2(4) . . ? C13 C14 C9 123.2(5) . . ? F2 C13 C14 116.7(5) . . ? F2 C13 C12 121.4(5) . . ? C14 C13 C12 121.8(5) . . ? F3 C11 C10 117.7(5) . . ? F3 C11 C12 119.8(4) . . ? C10 C11 C12 122.5(5) . . ? C11 C12 C13 115.9(5) . . ? C11 C12 C15 120.1(5) . . ? C13 C12 C15 124.0(5) . . ? N1 C9 C14 123.2(4) . . ? N1 C9 C10 122.6(4) . . ? C14 C9 C10 114.2(4) . . ? F4 C10 C11 117.3(4) . . ? F4 C10 C9 120.3(4) . . ? C11 C10 C9 122.4(5) . . ? F5 C15 F6 105.3(6) . . ? F5 C15 F7 101.8(6) . . ? F6 C15 F7 110.8(7) . . ? F5 C15 C12 113.7(5) . . ? F6 C15 C12 111.7(5) . . ? F7 C15 C12 112.9(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 Fe1 Fe2 C5 2.6(2) . . . . ? C1 Fe1 Fe2 C5 -128.7(4) . . . . ? C2 Fe1 Fe2 C5 97.3(2) . . . . ? S2 Fe1 Fe2 C5 -75.97(17) . . . . ? S1 Fe1 Fe2 C5 174.86(17) . . . . ? C3 Fe1 Fe2 C6 138.9(4) . . . . ? C1 Fe1 Fe2 C6 7.6(5) . . . . ? C2 Fe1 Fe2 C6 -126.5(4) . . . . ? S2 Fe1 Fe2 C6 60.3(3) . . . . ? S1 Fe1 Fe2 C6 -48.9(3) . . . . ? C3 Fe1 Fe2 C4 -90.4(2) . . . . ? C1 Fe1 Fe2 C4 138.3(4) . . . . ? C2 Fe1 Fe2 C4 4.3(2) . . . . ? S2 Fe1 Fe2 C4 -168.97(16) . . . . ? S1 Fe1 Fe2 C4 81.85(16) . . . . ? C3 Fe1 Fe2 S2 78.59(17) . . . . ? C1 Fe1 Fe2 S2 -52.7(3) . . . . ? C2 Fe1 Fe2 S2 173.23(17) . . . . ? S1 Fe1 Fe2 S2 -109.17(6) . . . . ? C3 Fe1 Fe2 S1 -172.24(17) . . . . ? C1 Fe1 Fe2 S1 56.5(3) . . . . ? C2 Fe1 Fe2 S1 -77.59(17) . . . . ? S2 Fe1 Fe2 S1 109.17(6) . . . . ? C5 Fe2 S1 C8 -122.7(5) . . . . ? C6 Fe2 S1 C8 48.7(2) . . . . ? C4 Fe2 S1 C8 150.2(2) . . . . ? S2 Fe2 S1 C8 -55.00(17) . . . . ? Fe1 Fe2 S1 C8 -106.77(17) . . . . ? C5 Fe2 S1 Fe1 -15.9(5) . . . . ? C6 Fe2 S1 Fe1 155.42(17) . . . . ? C4 Fe2 S1 Fe1 -103.03(16) . . . . ? S2 Fe2 S1 Fe1 51.78(4) . . . . ? C3 Fe1 S1 C8 120.8(4) . . . . ? C1 Fe1 S1 C8 -52.5(2) . . . . ? C2 Fe1 S1 C8 -150.4(2) . . . . ? S2 Fe1 S1 C8 49.99(18) . . . . ? Fe2 Fe1 S1 C8 101.83(19) . . . . ? C3 Fe1 S1 Fe2 19.0(4) . . . . ? C1 Fe1 S1 Fe2 -154.34(16) . . . . ? C2 Fe1 S1 Fe2 107.80(15) . . . . ? S2 Fe1 S1 Fe2 -51.84(4) . . . . ? C3 Fe1 S2 C7 147.7(2) . . . . ? C1 Fe1 S2 C7 48.9(2) . . . . ? C2 Fe1 S2 C7 -124.9(5) . . . . ? S1 Fe1 S2 C7 -55.01(19) . . . . ? Fe2 Fe1 S2 C7 -106.85(19) . . . . ? C3 Fe1 S2 Fe2 -105.49(17) . . . . ? C1 Fe1 S2 Fe2 155.75(16) . . . . ? C2 Fe1 S2 Fe2 -18.1(5) . . . . ? S1 Fe1 S2 Fe2 51.83(4) . . . . ? C5 Fe2 S2 C7 -143.7(2) . . . . ? C6 Fe2 S2 C7 -45.6(2) . . . . ? C4 Fe2 S2 C7 130.8(4) . . . . ? S1 Fe2 S2 C7 53.17(18) . . . . ? Fe1 Fe2 S2 C7 105.21(18) . . . . ? C5 Fe2 S2 Fe1 111.08(17) . . . . ? C6 Fe2 S2 Fe1 -150.79(18) . . . . ? C4 Fe2 S2 Fe1 25.6(4) . . . . ? S1 Fe2 S2 Fe1 -52.03(4) . . . . ? C3 Fe1 C1 O1 -10(36) . . . . ? C2 Fe1 C1 O1 -103(36) . . . . ? S2 Fe1 C1 O1 79(36) . . . . ? S1 Fe1 C1 O1 168(100) . . . . ? Fe2 Fe1 C1 O1 122(36) . . . . ? C5 Fe2 C6 O6 153(16) . . . . ? C4 Fe2 C6 O6 -115(16) . . . . ? S2 Fe2 C6 O6 63(16) . . . . ? S1 Fe2 C6 O6 -24(16) . . . . ? Fe1 Fe2 C6 O6 15(16) . . . . ? C3 Fe1 C2 O2 69(23) . . . . ? C1 Fe1 C2 O2 169(100) . . . . ? S2 Fe1 C2 O2 -17(24) . . . . ? S1 Fe1 C2 O2 -87(23) . . . . ? Fe2 Fe1 C2 O2 -33(23) . . . . ? C6 Fe2 C5 O5 -105(100) . . . . ? C4 Fe2 C5 O5 154(100) . . . . ? S2 Fe2 C5 O5 -1(100) . . . . ? S1 Fe2 C5 O5 67(100) . . . . ? Fe1 Fe2 C5 O5 53(100) . . . . ? C5 Fe2 C4 O4 -25(15) . . . . ? C6 Fe2 C4 O4 -124(15) . . . . ? S2 Fe2 C4 O4 60(15) . . . . ? S1 Fe2 C4 O4 137(15) . . . . ? Fe1 Fe2 C4 O4 81(15) . . . . ? C1 Fe1 C3 O3 167(16) . . . . ? C2 Fe1 C3 O3 -94(16) . . . . ? S2 Fe1 C3 O3 64(16) . . . . ? S1 Fe1 C3 O3 -6(17) . . . . ? Fe2 Fe1 C3 O3 10(16) . . . . ? C9 N1 C8 S1 117.5(4) . . . . ? C7 N1 C8 S1 -69.3(5) . . . . ? Fe2 S1 C8 N1 71.4(4) . . . . ? Fe1 S1 C8 N1 -1.4(4) . . . . ? C9 N1 C7 S2 -123.3(4) . . . . ? C8 N1 C7 S2 63.4(5) . . . . ? Fe1 S2 C7 N1 12.0(4) . . . . ? Fe2 S2 C7 N1 -62.4(4) . . . . ? F1 C14 C13 F2 -0.6(7) . . . . ? C9 C14 C13 F2 178.5(5) . . . . ? F1 C14 C13 C12 -177.7(5) . . . . ? C9 C14 C13 C12 1.4(8) . . . . ? F3 C11 C12 C13 -179.3(4) . . . . ? C10 C11 C12 C13 0.2(8) . . . . ? F3 C11 C12 C15 0.3(8) . . . . ? C10 C11 C12 C15 179.8(5) . . . . ? F2 C13 C12 C11 -178.7(5) . . . . ? C14 C13 C12 C11 -1.6(8) . . . . ? F2 C13 C12 C15 1.8(8) . . . . ? C14 C13 C12 C15 178.8(5) . . . . ? C8 N1 C9 C14 -40.4(7) . . . . ? C7 N1 C9 C14 146.7(5) . . . . ? C8 N1 C9 C10 139.6(5) . . . . ? C7 N1 C9 C10 -33.3(7) . . . . ? F1 C14 C9 N1 -0.5(7) . . . . ? C13 C14 C9 N1 -179.5(5) . . . . ? F1 C14 C9 C10 179.5(4) . . . . ? C13 C14 C9 C10 0.4(7) . . . . ? F3 C11 C10 F4 2.6(7) . . . . ? C12 C11 C10 F4 -176.9(5) . . . . ? F3 C11 C10 C9 -178.9(4) . . . . ? C12 C11 C10 C9 1.6(8) . . . . ? N1 C9 C10 F4 -3.5(7) . . . . ? C14 C9 C10 F4 176.6(4) . . . . ? N1 C9 C10 C11 178.0(5) . . . . ? C14 C9 C10 C11 -1.9(7) . . . . ? C11 C12 C15 F5 -51.3(8) . . . . ? C13 C12 C15 F5 128.3(7) . . . . ? C11 C12 C15 F6 67.8(8) . . . . ? C13 C12 C15 F6 -112.6(8) . . . . ? C11 C12 C15 F7 -166.5(7) . . . . ? C13 C12 C15 F7 13.1(9) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.518 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.095 # Attachment '2.cif' data_70328a _database_code_depnum_ccdc_archive 'CCDC 691516' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H8 F3 Fe2 N O6 S2' _chemical_formula_weight 531.04 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' F F 0.0171 0.0103 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.118(2) _cell_length_b 10.938(3) _cell_length_c 11.434(4) _cell_angle_alpha 104.100(4) _cell_angle_beta 90.395(5) _cell_angle_gamma 98.663(5) _cell_volume 972.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 3015 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 26.29 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.814 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 1.767 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.772908 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 5039 _diffrn_reflns_av_R_equivalents 0.0223 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3400 _reflns_number_gt 2809 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0606P)^2^+0.4405P] 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 SHELXL _refine_ls_extinction_coef 0.060(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3400 _refine_ls_number_parameters 290 _refine_ls_number_restraints 78 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0995 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 1.010 _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 Fe1 Fe 1.22638(6) 0.76282(4) 0.39152(4) 0.03841(19) Uani 1 1 d . . . Fe2 Fe 0.93177(6) 0.68323(4) 0.31238(4) 0.03816(19) Uani 1 1 d . . . S1 S 1.05282(11) 0.89070(7) 0.34779(7) 0.0403(2) Uani 1 1 d . . . S2 S 1.15590(11) 0.64339(8) 0.20224(8) 0.0422(2) Uani 1 1 d . . . O1 O 1.5477(4) 0.9123(4) 0.3614(4) 0.0932(12) Uani 1 1 d . . . O2 O 1.1648(4) 0.8616(3) 0.6473(3) 0.0628(7) Uani 1 1 d . . . O3 O 1.3521(5) 0.5421(3) 0.4407(3) 0.0835(10) Uani 1 1 d . . . O4 O 0.7492(5) 0.7638(4) 0.5294(3) 0.0965(12) Uani 1 1 d . . . O5 O 0.9246(4) 0.4291(3) 0.3541(3) 0.0750(9) Uani 1 1 d . . . O6 O 0.6417(5) 0.6255(4) 0.1404(4) 0.1125(16) Uani 1 1 d . . . N1 N 1.0937(4) 0.8403(3) 0.0988(3) 0.0479(7) Uani 1 1 d . . . C1 C 1.4242(5) 0.8547(4) 0.3749(4) 0.0580(10) Uani 1 1 d . . . C2 C 1.1915(5) 0.8247(3) 0.5490(3) 0.0455(8) Uani 1 1 d . . . C3 C 1.3033(5) 0.6274(4) 0.4225(3) 0.0524(9) Uani 1 1 d . . . C4 C 0.8174(5) 0.7323(4) 0.4445(4) 0.0580(10) Uani 1 1 d . . . C5 C 0.9238(5) 0.5269(4) 0.3368(3) 0.0499(9) Uani 1 1 d . . . C6 C 0.7576(6) 0.6514(4) 0.2045(4) 0.0642(11) Uani 1 1 d . . . C7 C 1.1926(5) 0.7413(4) 0.0905(3) 0.0533(9) Uani 1 1 d . . . H7A H 1.3092 0.7798 0.0985 0.064 Uiso 1 1 calc R . . H7B H 1.1734 0.6846 0.0103 0.064 Uiso 1 1 calc R . . C8 C 1.1237(5) 0.9379(3) 0.2085(3) 0.0506(9) Uani 1 1 d . . . H8A H 1.0688 1.0085 0.2003 0.061 Uiso 1 1 calc R . . H8B H 1.2425 0.9690 0.2188 0.061 Uiso 1 1 calc R . . C9 C 0.9436(5) 0.8209(3) 0.0309(3) 0.0429(8) Uani 1 1 d . . . C10 C 0.8168(5) 0.8913(4) 0.0670(3) 0.0540(10) Uani 1 1 d . . . H10 H 0.8295 0.9524 0.1403 0.065 Uiso 1 1 calc R . . C11 C 0.6726(5) 0.8734(4) -0.0027(4) 0.0559(10) Uani 1 1 d . . . H11 H 0.5897 0.9223 0.0242 0.067 Uiso 1 1 calc R . . C12 C 0.6490(5) 0.7841(4) -0.1116(3) 0.0483(9) Uani 1 1 d . A . C13 C 0.7755(6) 0.7160(5) -0.1509(4) 0.0729(13) Uani 1 1 d . . . H13 H 0.7628 0.6565 -0.2252 0.088 Uiso 1 1 calc R . . C14 C 0.9195(6) 0.7343(4) -0.0825(4) 0.0706(13) Uani 1 1 d . . . H14 H 1.0040 0.6880 -0.1120 0.085 Uiso 1 1 calc R . . C15 C 0.4958(5) 0.7643(4) -0.1858(4) 0.0667(12) Uani 1 1 d D . . F1 F 0.4663(12) 0.6547(8) -0.2709(9) 0.119(3) Uani 0.50 1 d PDU A 1 F2 F 0.3593(9) 0.7830(11) -0.1351(8) 0.097(3) Uani 0.50 1 d PDU A 1 F3 F 0.5076(9) 0.8499(8) -0.2586(8) 0.103(2) Uani 0.50 1 d PDU A 1 F1' F 0.3936(9) 0.6538(8) -0.1750(9) 0.108(2) Uani 0.50 1 d PDU A 2 F2' F 0.3909(10) 0.8460(8) -0.1386(9) 0.095(3) Uani 0.50 1 d PDU A 2 F3' F 0.5054(8) 0.7504(12) -0.2974(5) 0.097(2) Uani 0.50 1 d PDU A 2 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 0.0378(3) 0.0348(3) 0.0414(3) 0.0071(2) -0.0043(2) 0.0062(2) Fe2 0.0362(3) 0.0359(3) 0.0413(3) 0.0095(2) 0.0003(2) 0.0026(2) S1 0.0490(5) 0.0310(4) 0.0398(4) 0.0055(3) -0.0035(4) 0.0087(3) S2 0.0464(5) 0.0381(5) 0.0413(5) 0.0047(3) 0.0033(4) 0.0124(4) O1 0.052(2) 0.091(2) 0.128(3) 0.028(2) 0.007(2) -0.0140(18) O2 0.081(2) 0.0604(17) 0.0459(16) 0.0049(13) -0.0042(14) 0.0233(15) O3 0.107(3) 0.062(2) 0.089(2) 0.0173(17) -0.018(2) 0.0413(19) O4 0.097(3) 0.106(3) 0.087(3) 0.019(2) 0.052(2) 0.025(2) O5 0.100(3) 0.0420(16) 0.086(2) 0.0258(15) 0.0127(18) 0.0050(15) O6 0.078(2) 0.138(4) 0.120(3) 0.066(3) -0.055(2) -0.040(2) N1 0.0528(18) 0.0508(18) 0.0427(16) 0.0158(14) 0.0018(14) 0.0097(14) C1 0.047(2) 0.056(2) 0.069(3) 0.012(2) -0.0055(19) 0.0073(19) C2 0.052(2) 0.0362(18) 0.049(2) 0.0099(16) -0.0103(16) 0.0102(15) C3 0.054(2) 0.051(2) 0.051(2) 0.0076(17) -0.0103(17) 0.0138(18) C4 0.052(2) 0.060(2) 0.066(3) 0.024(2) 0.015(2) 0.0100(19) C5 0.050(2) 0.046(2) 0.050(2) 0.0104(17) 0.0018(16) -0.0005(16) C6 0.058(3) 0.065(3) 0.071(3) 0.032(2) -0.011(2) -0.009(2) C7 0.051(2) 0.072(3) 0.044(2) 0.0226(18) 0.0099(16) 0.0176(19) C8 0.062(2) 0.0424(19) 0.048(2) 0.0191(16) -0.0080(17) -0.0054(17) C9 0.052(2) 0.0405(18) 0.0371(17) 0.0126(14) 0.0033(15) 0.0058(15) C10 0.069(3) 0.044(2) 0.044(2) -0.0029(16) -0.0043(18) 0.0138(18) C11 0.062(3) 0.053(2) 0.054(2) 0.0068(18) 0.0023(19) 0.0219(19) C12 0.053(2) 0.047(2) 0.045(2) 0.0132(16) 0.0012(16) 0.0047(17) C13 0.075(3) 0.071(3) 0.057(3) -0.019(2) -0.013(2) 0.020(2) C14 0.068(3) 0.073(3) 0.062(3) -0.015(2) -0.006(2) 0.034(2) C15 0.056(3) 0.082(3) 0.055(3) 0.008(2) -0.001(2) 0.006(2) F1 0.109(5) 0.108(5) 0.111(5) -0.027(5) -0.054(4) 0.018(4) F2 0.056(4) 0.160(7) 0.067(4) 0.023(5) 0.017(3) -0.003(5) F3 0.073(4) 0.134(5) 0.116(5) 0.074(4) -0.035(4) -0.012(4) F1' 0.076(4) 0.104(5) 0.131(5) 0.027(4) -0.026(4) -0.027(4) F2' 0.076(5) 0.096(5) 0.104(5) -0.007(4) -0.031(4) 0.035(4) F3' 0.066(4) 0.181(7) 0.040(3) 0.021(4) -0.001(2) 0.013(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C1 1.799(4) . ? Fe1 C3 1.801(4) . ? Fe1 C2 1.803(4) . ? Fe1 S2 2.2580(11) . ? Fe1 S1 2.2619(10) . ? Fe1 Fe2 2.5012(9) . ? Fe2 C5 1.791(4) . ? Fe2 C4 1.791(4) . ? Fe2 C6 1.805(4) . ? Fe2 S2 2.2560(11) . ? Fe2 S1 2.2704(11) . ? S1 C8 1.859(4) . ? S2 C7 1.856(4) . ? O1 C1 1.134(5) . ? O2 C2 1.133(4) . ? O3 C3 1.129(5) . ? O4 C4 1.126(5) . ? O5 C5 1.136(5) . ? O6 C6 1.145(5) . ? N1 C9 1.401(5) . ? N1 C8 1.427(5) . ? N1 C7 1.428(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.383(5) . ? C9 C14 1.400(5) . ? C10 C11 1.374(6) . ? C10 H10 0.9300 . ? C11 C12 1.374(5) . ? C11 H11 0.9300 . ? C12 C13 1.374(6) . ? C12 C15 1.459(6) . ? C13 C14 1.363(6) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 F3' 1.252(6) . ? C15 F2 1.275(7) . ? C15 F1 1.335(7) . ? C15 F2' 1.347(7) . ? C15 F3 1.389(6) . ? C15 F1' 1.392(7) . ? 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 C1 Fe1 C3 97.96(19) . . ? C1 Fe1 C2 101.88(18) . . ? C3 Fe1 C2 91.49(16) . . ? C1 Fe1 S2 103.15(14) . . ? C3 Fe1 S2 87.90(12) . . ? C2 Fe1 S2 154.81(12) . . ? C1 Fe1 S1 99.85(14) . . ? C3 Fe1 S1 161.88(13) . . ? C2 Fe1 S1 88.11(11) . . ? S2 Fe1 S1 84.83(4) . . ? C1 Fe1 Fe2 147.21(14) . . ? C3 Fe1 Fe2 105.68(13) . . ? C2 Fe1 Fe2 99.91(12) . . ? S2 Fe1 Fe2 56.31(3) . . ? S1 Fe1 Fe2 56.67(3) . . ? C5 Fe2 C4 91.32(18) . . ? C5 Fe2 C6 99.14(18) . . ? C4 Fe2 C6 96.7(2) . . ? C5 Fe2 S2 86.59(13) . . ? C4 Fe2 S2 157.62(15) . . ? C6 Fe2 S2 105.64(16) . . ? C5 Fe2 S1 150.64(13) . . ? C4 Fe2 S1 86.34(13) . . ? C6 Fe2 S1 110.21(14) . . ? S2 Fe2 S1 84.68(4) . . ? C5 Fe2 Fe1 95.80(12) . . ? C4 Fe2 Fe1 101.79(14) . . ? C6 Fe2 Fe1 155.89(14) . . ? S2 Fe2 Fe1 56.39(3) . . ? S1 Fe2 Fe1 56.34(3) . . ? C8 S1 Fe1 107.84(14) . . ? C8 S1 Fe2 113.12(12) . . ? Fe1 S1 Fe2 66.99(3) . . ? C7 S2 Fe2 112.80(13) . . ? C7 S2 Fe1 111.04(14) . . ? Fe2 S2 Fe1 67.30(3) . . ? C9 N1 C8 120.5(3) . . ? C9 N1 C7 121.8(3) . . ? C8 N1 C7 113.8(3) . . ? O1 C1 Fe1 178.3(4) . . ? O2 C2 Fe1 177.9(3) . . ? O3 C3 Fe1 179.2(4) . . ? O4 C4 Fe2 178.2(4) . . ? O5 C5 Fe2 177.5(4) . . ? O6 C6 Fe2 175.2(4) . . ? N1 C7 S2 116.6(3) . . ? N1 C7 H7A 108.2 . . ? S2 C7 H7A 108.2 . . ? N1 C7 H7B 108.2 . . ? S2 C7 H7B 108.2 . . ? H7A C7 H7B 107.3 . . ? N1 C8 S1 116.0(2) . . ? N1 C8 H8A 108.3 . . ? S1 C8 H8A 108.3 . . ? N1 C8 H8B 108.3 . . ? S1 C8 H8B 108.3 . . ? H8A C8 H8B 107.4 . . ? C10 C9 C14 116.3(3) . . ? C10 C9 N1 122.6(3) . . ? C14 C9 N1 121.0(3) . . ? C11 C10 C9 121.6(3) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C10 C11 C12 121.0(4) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C11 C12 C13 118.3(4) . . ? C11 C12 C15 121.2(4) . . ? C13 C12 C15 120.5(3) . . ? C14 C13 C12 120.9(4) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C9 121.8(4) . . ? C13 C14 H14 119.1 . . ? C9 C14 H14 119.1 . . ? F3' C15 F2 120.5(6) . . ? F3' C15 F1 53.1(6) . . ? F2 C15 F1 107.9(7) . . ? F3' C15 F2' 112.0(7) . . ? F2 C15 F2' 31.2(5) . . ? F1 C15 F2' 129.7(6) . . ? F3' C15 F3 47.3(5) . . ? F2 C15 F3 101.1(7) . . ? F1 C15 F3 99.5(7) . . ? F2' C15 F3 75.6(7) . . ? F3' C15 F1' 104.0(6) . . ? F2 C15 F1' 65.5(6) . . ? F1 C15 F1' 54.5(6) . . ? F2' C15 F1' 96.6(6) . . ? F3 C15 F1' 138.9(5) . . ? F3' C15 C12 119.0(5) . . ? F2 C15 C12 119.4(5) . . ? F1 C15 C12 115.6(5) . . ? F2' C15 C12 112.7(5) . . ? F3 C15 C12 110.4(4) . . ? F1' C15 C12 109.8(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 C1 Fe1 Fe2 C5 140.0(3) . . . . ? C3 Fe1 Fe2 C5 5.45(17) . . . . ? C2 Fe1 Fe2 C5 -88.93(16) . . . . ? S2 Fe1 Fe2 C5 81.99(12) . . . . ? S1 Fe1 Fe2 C5 -170.01(13) . . . . ? C1 Fe1 Fe2 C4 -127.4(3) . . . . ? C3 Fe1 Fe2 C4 98.03(19) . . . . ? C2 Fe1 Fe2 C4 3.64(17) . . . . ? S2 Fe1 Fe2 C4 174.56(14) . . . . ? S1 Fe1 Fe2 C4 -77.44(14) . . . . ? C1 Fe1 Fe2 C6 11.8(5) . . . . ? C3 Fe1 Fe2 C6 -122.7(4) . . . . ? C2 Fe1 Fe2 C6 142.9(4) . . . . ? S2 Fe1 Fe2 C6 -46.2(4) . . . . ? S1 Fe1 Fe2 C6 61.8(4) . . . . ? C1 Fe1 Fe2 S2 58.0(3) . . . . ? C3 Fe1 Fe2 S2 -76.54(14) . . . . ? C2 Fe1 Fe2 S2 -170.93(11) . . . . ? S1 Fe1 Fe2 S2 107.99(4) . . . . ? C1 Fe1 Fe2 S1 -50.0(3) . . . . ? C3 Fe1 Fe2 S1 175.47(14) . . . . ? C2 Fe1 Fe2 S1 81.08(11) . . . . ? S2 Fe1 Fe2 S1 -107.99(4) . . . . ? C1 Fe1 S1 C8 46.96(19) . . . . ? C3 Fe1 S1 C8 -122.3(4) . . . . ? C2 Fe1 S1 C8 148.69(17) . . . . ? S2 Fe1 S1 C8 -55.52(13) . . . . ? Fe2 Fe1 S1 C8 -108.14(13) . . . . ? C1 Fe1 S1 Fe2 155.10(14) . . . . ? C3 Fe1 S1 Fe2 -14.2(4) . . . . ? C2 Fe1 S1 Fe2 -103.17(12) . . . . ? S2 Fe1 S1 Fe2 52.62(3) . . . . ? C5 Fe2 S1 C8 121.0(3) . . . . ? C4 Fe2 S1 C8 -152.8(2) . . . . ? C6 Fe2 S1 C8 -57.0(2) . . . . ? S2 Fe2 S1 C8 47.70(15) . . . . ? Fe1 Fe2 S1 C8 100.41(15) . . . . ? C5 Fe2 S1 Fe1 20.6(3) . . . . ? C4 Fe2 S1 Fe1 106.78(14) . . . . ? C6 Fe2 S1 Fe1 -157.44(17) . . . . ? S2 Fe2 S1 Fe1 -52.70(4) . . . . ? C5 Fe2 S2 C7 156.47(19) . . . . ? C4 Fe2 S2 C7 -118.4(4) . . . . ? C6 Fe2 S2 C7 57.9(2) . . . . ? S1 Fe2 S2 C7 -51.59(15) . . . . ? Fe1 Fe2 S2 C7 -104.26(15) . . . . ? C5 Fe2 S2 Fe1 -99.28(12) . . . . ? C4 Fe2 S2 Fe1 -14.1(4) . . . . ? C6 Fe2 S2 Fe1 162.19(14) . . . . ? S1 Fe2 S2 Fe1 52.66(3) . . . . ? C1 Fe1 S2 C7 -45.05(19) . . . . ? C3 Fe1 S2 C7 -142.74(19) . . . . ? C2 Fe1 S2 C7 128.2(3) . . . . ? S1 Fe1 S2 C7 53.88(14) . . . . ? Fe2 Fe1 S2 C7 106.81(13) . . . . ? C1 Fe1 S2 Fe2 -151.86(14) . . . . ? C3 Fe1 S2 Fe2 110.45(13) . . . . ? C2 Fe1 S2 Fe2 21.4(3) . . . . ? S1 Fe1 S2 Fe2 -52.93(3) . . . . ? C3 Fe1 C1 O1 117(14) . . . . ? C2 Fe1 C1 O1 -150(14) . . . . ? S2 Fe1 C1 O1 27(14) . . . . ? S1 Fe1 C1 O1 -60(14) . . . . ? Fe2 Fe1 C1 O1 -19(14) . . . . ? C1 Fe1 C2 O2 171(9) . . . . ? C3 Fe1 C2 O2 -91(9) . . . . ? S2 Fe1 C2 O2 -2(9) . . . . ? S1 Fe1 C2 O2 71(9) . . . . ? Fe2 Fe1 C2 O2 16(9) . . . . ? C1 Fe1 C3 O3 -66(30) . . . . ? C2 Fe1 C3 O3 -168(30) . . . . ? S2 Fe1 C3 O3 37(30) . . . . ? S1 Fe1 C3 O3 103(30) . . . . ? Fe2 Fe1 C3 O3 91(30) . . . . ? C5 Fe2 C4 O4 83(13) . . . . ? C6 Fe2 C4 O4 -178(100) . . . . ? S2 Fe2 C4 O4 -2(13) . . . . ? S1 Fe2 C4 O4 -68(13) . . . . ? Fe1 Fe2 C4 O4 -14(13) . . . . ? C4 Fe2 C5 O5 -100(8) . . . . ? C6 Fe2 C5 O5 163(8) . . . . ? S2 Fe2 C5 O5 57(8) . . . . ? S1 Fe2 C5 O5 -15(8) . . . . ? Fe1 Fe2 C5 O5 2(8) . . . . ? C5 Fe2 C6 O6 36(6) . . . . ? C4 Fe2 C6 O6 -56(6) . . . . ? S2 Fe2 C6 O6 125(6) . . . . ? S1 Fe2 C6 O6 -145(6) . . . . ? Fe1 Fe2 C6 O6 164(6) . . . . ? C9 N1 C7 S2 -93.6(4) . . . . ? C8 N1 C7 S2 64.1(4) . . . . ? Fe2 S2 C7 N1 8.7(3) . . . . ? Fe1 S2 C7 N1 -64.6(3) . . . . ? C9 N1 C8 S1 89.0(4) . . . . ? C7 N1 C8 S1 -69.0(4) . . . . ? Fe1 S1 C8 N1 72.1(3) . . . . ? Fe2 S1 C8 N1 0.1(3) . . . . ? C8 N1 C9 C10 -1.7(5) . . . . ? C7 N1 C9 C10 154.5(4) . . . . ? C8 N1 C9 C14 173.6(4) . . . . ? C7 N1 C9 C14 -30.2(5) . . . . ? C14 C9 C10 C11 2.5(6) . . . . ? N1 C9 C10 C11 178.0(4) . . . . ? C9 C10 C11 C12 0.0(6) . . . . ? C10 C11 C12 C13 -2.0(6) . . . . ? C10 C11 C12 C15 179.8(4) . . . . ? C11 C12 C13 C14 1.4(7) . . . . ? C15 C12 C13 C14 179.6(5) . . . . ? C12 C13 C14 C9 1.2(8) . . . . ? C10 C9 C14 C13 -3.1(7) . . . . ? N1 C9 C14 C13 -178.7(5) . . . . ? C11 C12 C15 F3' 137.4(8) . . . . ? C13 C12 C15 F3' -40.8(9) . . . . ? C11 C12 C15 F2 -30.7(8) . . . . ? C13 C12 C15 F2 151.1(7) . . . . ? C11 C12 C15 F1 -162.3(8) . . . . ? C13 C12 C15 F1 19.6(9) . . . . ? C11 C12 C15 F2' 3.3(8) . . . . ? C13 C12 C15 F2' -174.8(6) . . . . ? C11 C12 C15 F3 85.7(7) . . . . ? C13 C12 C15 F3 -92.4(7) . . . . ? C11 C12 C15 F1' -103.1(6) . . . . ? C13 C12 C15 F1' 78.8(7) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.526 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.075 # Attachment 'C32 H19 F7 Fe2 N O5 P S2.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 691517' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H19 F7 Fe2 N O5 P S2' _chemical_formula_sum 'C32 H19 F7 Fe2 N O5 P S2' _chemical_formula_weight 837.27 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' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 '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 triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2202(8) _cell_length_b 10.2088(10) _cell_length_c 17.6686(16) _cell_angle_alpha 100.153(3) _cell_angle_beta 97.735(4) _cell_angle_gamma 90.871(2) _cell_volume 1620.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 3454 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.0 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.716 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 1.157 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7084 _exptl_absorpt_correction_T_max 0.8016 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20503 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0429 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 27.88 _reflns_number_total 7695 _reflns_number_gt 6202 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.7.0' _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^)+(0.0369P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7695 _refine_ls_number_parameters 451 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0715 _refine_ls_wR_factor_gt 0.0681 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 -0.13149(3) 0.64785(2) 0.716568(13) 0.01143(6) Uani 1 1 d . . . Fe2 Fe -0.04019(3) 0.53327(2) 0.827428(14) 0.01320(7) Uani 1 1 d . . . S1 S 0.10613(4) 0.60306(4) 0.74828(2) 0.01263(9) Uani 1 1 d . . . S2 S -0.11422(5) 0.74473(4) 0.84359(2) 0.01464(10) Uani 1 1 d . . . P1 P -0.11867(5) 0.79307(4) 0.63588(2) 0.01115(9) Uani 1 1 d . . . F1 F 0.38350(12) 0.59853(10) 0.88161(6) 0.0216(2) Uani 1 1 d . . . F2 F 0.60118(12) 0.60826(11) 0.99542(6) 0.0281(3) Uani 1 1 d . . . F3 F 0.44194(12) 1.01846(11) 1.11981(6) 0.0249(3) Uani 1 1 d . . . F4 F 0.23180(12) 1.01445(10) 1.00542(6) 0.0225(2) Uani 1 1 d . . . F5 F 0.78257(14) 0.77978(15) 1.09688(7) 0.0460(4) Uani 1 1 d . . . F6 F 0.63514(15) 0.72580(14) 1.17045(7) 0.0475(4) Uani 1 1 d . . . F7 F 0.68664(16) 0.93017(13) 1.17089(8) 0.0491(4) Uani 1 1 d . . . N1 N 0.18571(16) 0.80367(15) 0.87608(8) 0.0169(3) Uani 1 1 d . . . O1 O -0.16305(15) 0.41539(13) 0.59215(7) 0.0242(3) Uani 1 1 d . . . O2 O -0.44729(14) 0.65150(14) 0.72056(8) 0.0272(3) Uani 1 1 d . . . O3 O 0.01701(15) 0.25966(13) 0.75789(8) 0.0255(3) Uani 1 1 d . . . O4 O -0.32649(15) 0.43708(14) 0.85567(8) 0.0270(3) Uani 1 1 d . . . O5 O 0.14272(15) 0.54843(14) 0.97892(7) 0.0268(3) Uani 1 1 d . . . C1 C -0.14936(19) 0.50746(18) 0.64079(10) 0.0161(4) Uani 1 1 d . . . C2 C -0.3235(2) 0.65069(17) 0.71727(10) 0.0163(4) Uani 1 1 d . . . C3 C -0.00566(19) 0.36632(18) 0.78491(10) 0.0173(4) Uani 1 1 d . . . C4 C -0.2148(2) 0.47714(18) 0.84682(10) 0.0185(4) Uani 1 1 d . . . C5 C 0.0729(2) 0.54111(18) 0.92008(11) 0.0186(4) Uani 1 1 d . . . C6 C 0.20979(19) 0.75779(17) 0.79721(9) 0.0164(4) Uani 1 1 d . . . H6A H 0.3156 0.7432 0.7967 0.020 Uiso 1 1 calc R . . H6B H 0.1833 0.8289 0.7669 0.020 Uiso 1 1 calc R . . C7 C 0.04451(19) 0.85840(18) 0.88518(11) 0.0198(4) Uani 1 1 d . . . H7A H 0.0360 0.9386 0.8607 0.024 Uiso 1 1 calc R . . H7B H 0.0402 0.8874 0.9413 0.024 Uiso 1 1 calc R . . C8 C 0.29637(19) 0.80609(17) 0.93764(10) 0.0144(3) Uani 1 1 d . . . C9 C 0.39846(19) 0.70586(17) 0.93919(10) 0.0165(4) Uani 1 1 d . . . C10 C 0.5116(2) 0.70998(18) 0.99864(11) 0.0193(4) Uani 1 1 d . . . C11 C 0.5325(2) 0.81339(18) 1.06210(10) 0.0181(4) Uani 1 1 d . . . C12 C 0.4309(2) 0.91189(18) 1.06204(10) 0.0184(4) Uani 1 1 d . . . C13 C 0.31791(19) 0.90890(17) 1.00212(10) 0.0169(4) Uani 1 1 d . . . C14 C 0.6587(2) 0.8129(2) 1.12543(11) 0.0249(4) Uani 1 1 d . . . C15 C 0.06692(18) 0.84071(16) 0.62377(9) 0.0122(3) Uani 1 1 d . . . C16 C 0.15823(18) 0.73855(17) 0.59834(9) 0.0140(3) Uani 1 1 d . . . H16 H 0.1205 0.6491 0.5853 0.017 Uiso 1 1 calc R . . C17 C 0.30190(19) 0.76655(19) 0.59201(10) 0.0192(4) Uani 1 1 d . . . H17 H 0.3624 0.6965 0.5741 0.023 Uiso 1 1 calc R . . C18 C 0.3590(2) 0.89639(19) 0.61163(11) 0.0218(4) Uani 1 1 d . . . H18 H 0.4587 0.9152 0.6077 0.026 Uiso 1 1 calc R . . C19 C 0.2703(2) 0.99843(19) 0.63695(11) 0.0218(4) Uani 1 1 d . . . H19 H 0.3091 1.0875 0.6504 0.026 Uiso 1 1 calc R . . C20 C 0.12416(19) 0.97085(18) 0.64283(10) 0.0169(4) Uani 1 1 d . . . H20 H 0.0635 1.0413 0.6599 0.020 Uiso 1 1 calc R . . C21 C -0.21059(18) 0.95013(16) 0.65448(10) 0.0127(3) Uani 1 1 d . . . C22 C -0.25027(19) 0.99692(17) 0.72754(10) 0.0169(4) Uani 1 1 d . . . H22 H -0.2287 0.9471 0.7680 0.020 Uiso 1 1 calc R . . C23 C -0.3212(2) 1.11599(18) 0.74144(11) 0.0198(4) Uani 1 1 d . . . H23 H -0.3472 1.1478 0.7915 0.024 Uiso 1 1 calc R . . C24 C -0.3541(2) 1.18843(18) 0.68267(11) 0.0210(4) Uani 1 1 d . . . H24 H -0.4024 1.2700 0.6923 0.025 Uiso 1 1 calc R . . C25 C -0.3167(2) 1.14197(18) 0.60987(11) 0.0197(4) Uani 1 1 d . . . H25 H -0.3407 1.1910 0.5692 0.024 Uiso 1 1 calc R . . C26 C -0.24446(19) 1.02450(18) 0.59593(10) 0.0176(4) Uani 1 1 d . . . H26 H -0.2176 0.9941 0.5459 0.021 Uiso 1 1 calc R . . C27 C -0.20106(18) 0.72556(16) 0.53580(9) 0.0125(3) Uani 1 1 d . . . C28 C -0.12824(19) 0.72620(18) 0.47165(10) 0.0166(4) Uani 1 1 d . . . H28 H -0.0323 0.7656 0.4783 0.020 Uiso 1 1 calc R . . C29 C -0.1960(2) 0.66921(19) 0.39804(10) 0.0207(4) Uani 1 1 d . . . H29 H -0.1452 0.6690 0.3547 0.025 Uiso 1 1 calc R . . C30 C -0.3358(2) 0.61284(18) 0.38680(10) 0.0192(4) Uani 1 1 d . . . H30 H -0.3800 0.5724 0.3362 0.023 Uiso 1 1 calc R . . C31 C -0.4112(2) 0.61549(18) 0.44948(10) 0.0190(4) Uani 1 1 d . . . H31 H -0.5090 0.5800 0.4419 0.023 Uiso 1 1 calc R . . C32 C -0.34384(19) 0.67002(18) 0.52348(10) 0.0166(4) Uani 1 1 d . . . H32 H -0.3954 0.6697 0.5665 0.020 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 Fe1 0.01078(12) 0.01240(13) 0.01088(13) 0.00214(9) 0.00055(9) 0.00118(9) Fe2 0.01366(13) 0.01532(13) 0.01142(13) 0.00407(10) 0.00216(9) 0.00281(10) S1 0.0120(2) 0.0140(2) 0.0116(2) 0.00174(16) 0.00139(16) 0.00191(16) S2 0.0136(2) 0.0166(2) 0.0130(2) 0.00087(17) 0.00142(16) 0.00373(17) P1 0.0101(2) 0.0122(2) 0.0112(2) 0.00219(17) 0.00161(16) 0.00138(16) F1 0.0211(6) 0.0193(6) 0.0205(6) -0.0044(4) -0.0009(4) 0.0053(4) F2 0.0203(6) 0.0279(6) 0.0335(7) 0.0043(5) -0.0049(5) 0.0097(5) F3 0.0288(6) 0.0241(6) 0.0165(6) -0.0057(4) -0.0028(5) -0.0034(5) F4 0.0228(6) 0.0171(6) 0.0238(6) -0.0031(4) -0.0016(5) 0.0048(4) F5 0.0206(7) 0.0800(11) 0.0355(8) 0.0132(7) -0.0071(6) 0.0076(7) F6 0.0403(8) 0.0616(9) 0.0437(8) 0.0381(7) -0.0187(6) -0.0162(7) F7 0.0489(9) 0.0365(8) 0.0459(8) -0.0060(6) -0.0322(7) -0.0027(6) N1 0.0143(7) 0.0213(8) 0.0124(7) -0.0022(6) -0.0013(6) 0.0047(6) O1 0.0294(8) 0.0167(7) 0.0228(7) -0.0035(6) -0.0001(6) 0.0001(6) O2 0.0139(7) 0.0410(9) 0.0259(8) 0.0051(6) 0.0016(6) -0.0005(6) O3 0.0278(8) 0.0189(7) 0.0295(8) 0.0024(6) 0.0053(6) 0.0041(6) O4 0.0204(7) 0.0330(8) 0.0271(8) 0.0013(6) 0.0073(6) -0.0045(6) O5 0.0216(7) 0.0426(9) 0.0174(7) 0.0122(6) -0.0021(6) -0.0036(6) C1 0.0125(8) 0.0185(9) 0.0191(9) 0.0082(8) 0.0016(7) 0.0010(7) C2 0.0198(9) 0.0169(9) 0.0116(8) 0.0035(7) -0.0006(7) -0.0007(7) C3 0.0155(9) 0.0223(10) 0.0158(9) 0.0072(8) 0.0028(7) 0.0001(7) C4 0.0227(10) 0.0187(9) 0.0136(9) 0.0010(7) 0.0021(7) 0.0041(8) C5 0.0190(9) 0.0195(9) 0.0199(10) 0.0069(8) 0.0073(8) 0.0012(7) C6 0.0153(9) 0.0178(9) 0.0141(9) 0.0006(7) -0.0013(7) -0.0013(7) C7 0.0157(9) 0.0180(9) 0.0218(10) -0.0027(7) -0.0033(7) 0.0038(7) C8 0.0134(8) 0.0160(9) 0.0130(8) 0.0024(7) -0.0001(7) -0.0018(7) C9 0.0170(9) 0.0159(9) 0.0148(9) -0.0012(7) 0.0009(7) -0.0014(7) C10 0.0149(9) 0.0201(10) 0.0232(10) 0.0063(8) -0.0002(7) 0.0027(7) C11 0.0165(9) 0.0216(10) 0.0152(9) 0.0052(8) -0.0029(7) -0.0054(7) C12 0.0224(10) 0.0180(9) 0.0130(9) -0.0003(7) 0.0012(7) -0.0056(7) C13 0.0157(9) 0.0162(9) 0.0179(9) 0.0019(7) 0.0010(7) 0.0000(7) C14 0.0222(10) 0.0294(11) 0.0222(10) 0.0083(9) -0.0044(8) -0.0018(8) C15 0.0117(8) 0.0146(8) 0.0098(8) 0.0021(7) 0.0004(6) 0.0005(6) C16 0.0132(8) 0.0155(9) 0.0134(8) 0.0028(7) 0.0022(7) 0.0012(7) C17 0.0148(9) 0.0248(10) 0.0193(10) 0.0054(8) 0.0044(7) 0.0061(7) C18 0.0119(9) 0.0294(11) 0.0242(10) 0.0064(8) 0.0009(7) -0.0034(8) C19 0.0175(9) 0.0195(10) 0.0266(10) 0.0031(8) -0.0018(8) -0.0056(7) C20 0.0156(9) 0.0162(9) 0.0182(9) 0.0026(7) 0.0012(7) -0.0001(7) C21 0.0094(8) 0.0122(8) 0.0162(9) 0.0020(7) 0.0012(6) 0.0011(6) C22 0.0171(9) 0.0169(9) 0.0171(9) 0.0044(7) 0.0022(7) 0.0023(7) C23 0.0232(10) 0.0170(9) 0.0192(9) -0.0003(7) 0.0074(8) 0.0044(7) C24 0.0198(10) 0.0128(9) 0.0298(11) 0.0027(8) 0.0027(8) 0.0047(7) C25 0.0218(10) 0.0154(9) 0.0228(10) 0.0079(8) -0.0001(8) 0.0026(7) C26 0.0177(9) 0.0180(9) 0.0176(9) 0.0043(7) 0.0032(7) 0.0007(7) C27 0.0127(8) 0.0110(8) 0.0130(8) 0.0016(7) -0.0010(7) 0.0033(6) C28 0.0143(9) 0.0192(9) 0.0159(9) 0.0024(7) 0.0018(7) -0.0001(7) C29 0.0240(10) 0.0246(10) 0.0132(9) 0.0007(8) 0.0046(8) 0.0031(8) C30 0.0234(10) 0.0161(9) 0.0158(9) 0.0016(7) -0.0037(7) 0.0041(7) C31 0.0150(9) 0.0192(9) 0.0218(10) 0.0049(8) -0.0025(7) -0.0020(7) C32 0.0144(9) 0.0205(9) 0.0147(9) 0.0046(7) -0.0006(7) -0.0002(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 Fe1 C1 1.7694(19) . ? Fe1 C2 1.7730(18) . ? Fe1 P1 2.2427(5) . ? Fe1 S1 2.2613(5) . ? Fe1 S2 2.2709(5) . ? Fe1 Fe2 2.5115(4) . ? Fe2 C3 1.7889(19) . ? Fe2 C4 1.797(2) . ? Fe2 C5 1.8069(19) . ? Fe2 S2 2.2556(5) . ? Fe2 S1 2.2612(5) . ? S1 C6 1.8456(18) . ? S2 C7 1.8404(19) . ? P1 C15 1.8222(17) . ? P1 C21 1.8242(17) . ? P1 C27 1.8362(17) . ? F1 C9 1.3488(19) . ? F2 C10 1.335(2) . ? F3 C12 1.346(2) . ? F4 C13 1.3459(19) . ? F5 C14 1.334(2) . ? F6 C14 1.327(2) . ? F7 C14 1.319(2) . ? N1 C8 1.384(2) . ? N1 C6 1.438(2) . ? N1 C7 1.442(2) . ? O1 C1 1.149(2) . ? O2 C2 1.150(2) . ? O3 C3 1.144(2) . ? O4 C4 1.142(2) . ? O5 C5 1.137(2) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C13 1.396(2) . ? C8 C9 1.402(2) . ? C9 C10 1.372(2) . ? C10 C11 1.388(3) . ? C11 C12 1.385(3) . ? C11 C14 1.503(2) . ? C12 C13 1.378(2) . ? C15 C20 1.389(2) . ? C15 C16 1.401(2) . ? C16 C17 1.374(2) . ? C16 H16 0.9500 . ? C17 C18 1.386(3) . ? C17 H17 0.9500 . ? C18 C19 1.384(3) . ? C18 H18 0.9500 . ? C19 C20 1.394(2) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C26 1.393(2) . ? C21 C22 1.394(2) . ? C22 C23 1.388(2) . ? C22 H22 0.9500 . ? C23 C24 1.382(3) . ? C23 H23 0.9500 . ? C24 C25 1.381(3) . ? C24 H24 0.9500 . ? C25 C26 1.381(2) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 C28 1.394(2) . ? C27 C32 1.399(2) . ? C28 C29 1.387(3) . ? C28 H28 0.9500 . ? C29 C30 1.378(3) . ? C29 H29 0.9500 . ? C30 C31 1.381(3) . ? C30 H30 0.9500 . ? C31 C32 1.385(3) . ? C31 H31 0.9500 . ? C32 H32 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 C1 Fe1 C2 92.08(8) . . ? C1 Fe1 P1 93.61(6) . . ? C2 Fe1 P1 96.93(6) . . ? C1 Fe1 S1 89.55(6) . . ? C2 Fe1 S1 160.14(6) . . ? P1 Fe1 S1 102.716(18) . . ? C1 Fe1 S2 152.49(6) . . ? C2 Fe1 S2 85.41(6) . . ? P1 Fe1 S2 113.90(2) . . ? S1 Fe1 S2 84.057(17) . . ? C1 Fe1 Fe2 98.48(6) . . ? C2 Fe1 Fe2 103.96(6) . . ? P1 Fe1 Fe2 155.359(17) . . ? S1 Fe1 Fe2 56.264(13) . . ? S2 Fe1 Fe2 56.011(14) . . ? C3 Fe2 C4 89.69(8) . . ? C3 Fe2 C5 98.36(8) . . ? C4 Fe2 C5 102.19(8) . . ? C3 Fe2 S2 162.53(6) . . ? C4 Fe2 S2 90.02(6) . . ? C5 Fe2 S2 98.77(6) . . ? C3 Fe2 S1 87.62(6) . . ? C4 Fe2 S1 151.78(6) . . ? C5 Fe2 S1 105.99(6) . . ? S2 Fe2 S1 84.409(18) . . ? C3 Fe2 Fe1 106.19(6) . . ? C4 Fe2 Fe1 97.88(6) . . ? C5 Fe2 Fe1 148.22(6) . . ? S2 Fe2 Fe1 56.590(14) . . ? S1 Fe2 Fe1 56.268(14) . . ? C6 S1 Fe2 110.58(6) . . ? C6 S1 Fe1 109.55(6) . . ? Fe2 S1 Fe1 67.468(15) . . ? C7 S2 Fe2 109.02(6) . . ? C7 S2 Fe1 117.97(6) . . ? Fe2 S2 Fe1 67.399(15) . . ? C15 P1 C21 104.71(8) . . ? C15 P1 C27 102.47(8) . . ? C21 P1 C27 101.39(7) . . ? C15 P1 Fe1 114.56(5) . . ? C21 P1 Fe1 118.85(6) . . ? C27 P1 Fe1 112.85(6) . . ? C8 N1 C6 121.47(15) . . ? C8 N1 C7 123.00(14) . . ? C6 N1 C7 115.25(14) . . ? O1 C1 Fe1 178.74(16) . . ? O2 C2 Fe1 177.38(16) . . ? O3 C3 Fe2 179.7(2) . . ? O4 C4 Fe2 176.55(16) . . ? O5 C5 Fe2 178.59(17) . . ? N1 C6 S1 114.92(12) . . ? N1 C6 H6A 108.5 . . ? S1 C6 H6A 108.5 . . ? N1 C6 H6B 108.5 . . ? S1 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? N1 C7 S2 115.35(12) . . ? N1 C7 H7A 108.4 . . ? S2 C7 H7A 108.4 . . ? N1 C7 H7B 108.4 . . ? S2 C7 H7B 108.4 . . ? H7A C7 H7B 107.5 . . ? N1 C8 C13 123.25(15) . . ? N1 C8 C9 122.23(15) . . ? C13 C8 C9 114.51(15) . . ? F1 C9 C10 118.00(15) . . ? F1 C9 C8 119.39(15) . . ? C10 C9 C8 122.58(16) . . ? F2 C10 C9 117.94(16) . . ? F2 C10 C11 119.71(16) . . ? C9 C10 C11 122.32(16) . . ? C12 C11 C10 115.74(16) . . ? C12 C11 C14 124.25(17) . . ? C10 C11 C14 120.01(17) . . ? F3 C12 C13 116.81(16) . . ? F3 C12 C11 120.97(16) . . ? C13 C12 C11 122.17(16) . . ? F4 C13 C12 117.14(15) . . ? F4 C13 C8 120.08(15) . . ? C12 C13 C8 122.67(16) . . ? F7 C14 F6 107.28(16) . . ? F7 C14 F5 106.07(17) . . ? F6 C14 F5 106.49(17) . . ? F7 C14 C11 112.91(16) . . ? F6 C14 C11 111.83(16) . . ? F5 C14 C11 111.83(16) . . ? C20 C15 C16 118.90(16) . . ? C20 C15 P1 123.51(13) . . ? C16 C15 P1 117.47(13) . . ? C17 C16 C15 120.59(16) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C16 C17 C18 120.39(17) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C19 C18 C17 119.73(17) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 120.16(17) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C15 C20 C19 120.22(16) . . ? C15 C20 H20 119.9 . . ? C19 C20 H20 119.9 . . ? C26 C21 C22 118.76(15) . . ? C26 C21 P1 120.85(13) . . ? C22 C21 P1 120.38(13) . . ? C23 C22 C21 120.31(16) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C24 C23 C22 120.18(16) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C24 C23 119.87(16) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C26 C25 C24 120.25(16) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C21 120.63(16) . . ? C25 C26 H26 119.7 . . ? C21 C26 H26 119.7 . . ? C28 C27 C32 118.44(15) . . ? C28 C27 P1 123.30(13) . . ? C32 C27 P1 118.26(13) . . ? C29 C28 C27 119.92(17) . . ? C29 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C30 C29 C28 121.07(17) . . ? C30 C29 H29 119.5 . . ? C28 C29 H29 119.5 . . ? C29 C30 C31 119.65(17) . . ? C29 C30 H30 120.2 . . ? C31 C30 H30 120.2 . . ? C30 C31 C32 119.83(17) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? C31 C32 C27 121.03(16) . . ? C31 C32 H32 119.5 . . ? C27 C32 H32 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Fe1 Fe2 C3 7.96(8) . . . . ? C2 Fe1 Fe2 C3 102.25(8) . . . . ? P1 Fe1 Fe2 C3 -110.58(7) . . . . ? S1 Fe1 Fe2 C3 -75.77(6) . . . . ? S2 Fe1 Fe2 C3 176.76(6) . . . . ? C1 Fe1 Fe2 C4 -84.03(8) . . . . ? C2 Fe1 Fe2 C4 10.27(8) . . . . ? P1 Fe1 Fe2 C4 157.44(7) . . . . ? S1 Fe1 Fe2 C4 -167.75(6) . . . . ? S2 Fe1 Fe2 C4 84.78(6) . . . . ? C1 Fe1 Fe2 C5 147.07(12) . . . . ? C2 Fe1 Fe2 C5 -118.63(12) . . . . ? P1 Fe1 Fe2 C5 28.53(12) . . . . ? S1 Fe1 Fe2 C5 63.34(11) . . . . ? S2 Fe1 Fe2 C5 -44.12(11) . . . . ? C1 Fe1 Fe2 S2 -168.81(6) . . . . ? C2 Fe1 Fe2 S2 -74.51(6) . . . . ? P1 Fe1 Fe2 S2 72.66(4) . . . . ? S1 Fe1 Fe2 S2 107.46(2) . . . . ? C1 Fe1 Fe2 S1 83.73(6) . . . . ? C2 Fe1 Fe2 S1 178.02(6) . . . . ? P1 Fe1 Fe2 S1 -34.81(4) . . . . ? S2 Fe1 Fe2 S1 -107.46(2) . . . . ? C3 Fe2 S1 C6 -145.33(8) . . . . ? C4 Fe2 S1 C6 129.75(13) . . . . ? C5 Fe2 S1 C6 -47.31(9) . . . . ? S2 Fe2 S1 C6 50.23(6) . . . . ? Fe1 Fe2 S1 C6 103.37(6) . . . . ? C3 Fe2 S1 Fe1 111.30(6) . . . . ? C4 Fe2 S1 Fe1 26.38(12) . . . . ? C5 Fe2 S1 Fe1 -150.68(6) . . . . ? S2 Fe2 S1 Fe1 -53.138(15) . . . . ? C1 Fe1 S1 C6 154.61(8) . . . . ? C2 Fe1 S1 C6 -110.51(18) . . . . ? P1 Fe1 S1 C6 61.02(6) . . . . ? S2 Fe1 S1 C6 -52.19(6) . . . . ? Fe2 Fe1 S1 C6 -104.86(6) . . . . ? C1 Fe1 S1 Fe2 -100.52(6) . . . . ? C2 Fe1 S1 Fe2 -5.65(17) . . . . ? P1 Fe1 S1 Fe2 165.879(17) . . . . ? S2 Fe1 S1 Fe2 52.674(16) . . . . ? C3 Fe2 S2 C7 -123.6(2) . . . . ? C4 Fe2 S2 C7 147.36(9) . . . . ? C5 Fe2 S2 C7 45.03(9) . . . . ? S1 Fe2 S2 C7 -60.34(7) . . . . ? Fe1 Fe2 S2 C7 -113.20(7) . . . . ? C3 Fe2 S2 Fe1 -10.4(2) . . . . ? C4 Fe2 S2 Fe1 -99.44(6) . . . . ? C5 Fe2 S2 Fe1 158.22(6) . . . . ? S1 Fe2 S2 Fe1 52.854(15) . . . . ? C1 Fe1 S2 C7 124.85(14) . . . . ? C2 Fe1 S2 C7 -149.46(9) . . . . ? P1 Fe1 S2 C7 -53.90(7) . . . . ? S1 Fe1 S2 C7 47.40(7) . . . . ? Fe2 Fe1 S2 C7 100.29(7) . . . . ? C1 Fe1 S2 Fe2 24.56(13) . . . . ? C2 Fe1 S2 Fe2 110.24(6) . . . . ? P1 Fe1 S2 Fe2 -154.196(19) . . . . ? S1 Fe1 S2 Fe2 -52.898(15) . . . . ? C1 Fe1 P1 C15 -94.02(8) . . . . ? C2 Fe1 P1 C15 173.44(8) . . . . ? S1 Fe1 P1 C15 -3.67(6) . . . . ? S2 Fe1 P1 C15 85.40(6) . . . . ? Fe2 Fe1 P1 C15 25.45(8) . . . . ? C1 Fe1 P1 C21 141.20(8) . . . . ? C2 Fe1 P1 C21 48.66(9) . . . . ? S1 Fe1 P1 C21 -128.46(6) . . . . ? S2 Fe1 P1 C21 -39.38(7) . . . . ? Fe2 Fe1 P1 C21 -99.34(7) . . . . ? C1 Fe1 P1 C27 22.73(8) . . . . ? C2 Fe1 P1 C27 -69.81(8) . . . . ? S1 Fe1 P1 C27 113.08(6) . . . . ? S2 Fe1 P1 C27 -157.85(6) . . . . ? Fe2 Fe1 P1 C27 142.20(6) . . . . ? C2 Fe1 C1 O1 -36(8) . . . . ? P1 Fe1 C1 O1 -133(8) . . . . ? S1 Fe1 C1 O1 124(8) . . . . ? S2 Fe1 C1 O1 48(8) . . . . ? Fe2 Fe1 C1 O1 68(8) . . . . ? C1 Fe1 C2 O2 116(4) . . . . ? P1 Fe1 C2 O2 -150(4) . . . . ? S1 Fe1 C2 O2 21(4) . . . . ? S2 Fe1 C2 O2 -37(4) . . . . ? Fe2 Fe1 C2 O2 16(4) . . . . ? C4 Fe2 C3 O3 -136(100) . . . . ? C5 Fe2 C3 O3 -33(37) . . . . ? S2 Fe2 C3 O3 135(37) . . . . ? S1 Fe2 C3 O3 72(37) . . . . ? Fe1 Fe2 C3 O3 126(37) . . . . ? C3 Fe2 C4 O4 -37(3) . . . . ? C5 Fe2 C4 O4 -135(3) . . . . ? S2 Fe2 C4 O4 126(3) . . . . ? S1 Fe2 C4 O4 47(3) . . . . ? Fe1 Fe2 C4 O4 69(3) . . . . ? C3 Fe2 C5 O5 -169(7) . . . . ? C4 Fe2 C5 O5 -77(7) . . . . ? S2 Fe2 C5 O5 15(7) . . . . ? S1 Fe2 C5 O5 101(7) . . . . ? Fe1 Fe2 C5 O5 51(7) . . . . ? C8 N1 C6 S1 113.96(16) . . . . ? C7 N1 C6 S1 -71.93(18) . . . . ? Fe2 S1 C6 N1 2.42(14) . . . . ? Fe1 S1 C6 N1 74.90(13) . . . . ? C8 N1 C7 S2 -127.22(15) . . . . ? C6 N1 C7 S2 58.76(19) . . . . ? Fe2 S2 C7 N1 19.55(15) . . . . ? Fe1 S2 C7 N1 -54.36(15) . . . . ? C6 N1 C8 C13 140.66(18) . . . . ? C7 N1 C8 C13 -33.0(3) . . . . ? C6 N1 C8 C9 -37.9(2) . . . . ? C7 N1 C8 C9 148.48(18) . . . . ? N1 C8 C9 F1 -4.6(3) . . . . ? C13 C8 C9 F1 176.75(15) . . . . ? N1 C8 C9 C10 177.57(17) . . . . ? C13 C8 C9 C10 -1.1(3) . . . . ? F1 C9 C10 F2 0.8(3) . . . . ? C8 C9 C10 F2 178.68(16) . . . . ? F1 C9 C10 C11 -177.27(16) . . . . ? C8 C9 C10 C11 0.6(3) . . . . ? F2 C10 C11 C12 -177.46(16) . . . . ? C9 C10 C11 C12 0.6(3) . . . . ? F2 C10 C11 C14 2.1(3) . . . . ? C9 C10 C11 C14 -179.80(17) . . . . ? C10 C11 C12 F3 -178.60(16) . . . . ? C14 C11 C12 F3 1.8(3) . . . . ? C10 C11 C12 C13 -1.2(3) . . . . ? C14 C11 C12 C13 179.16(18) . . . . ? F3 C12 C13 F4 2.1(2) . . . . ? C11 C12 C13 F4 -175.37(16) . . . . ? F3 C12 C13 C8 178.21(15) . . . . ? C11 C12 C13 C8 0.8(3) . . . . ? N1 C8 C13 F4 -2.2(3) . . . . ? C9 C8 C13 F4 176.44(15) . . . . ? N1 C8 C13 C12 -178.20(17) . . . . ? C9 C8 C13 C12 0.4(3) . . . . ? C12 C11 C14 F7 -16.4(3) . . . . ? C10 C11 C14 F7 163.98(17) . . . . ? C12 C11 C14 F6 104.7(2) . . . . ? C10 C11 C14 F6 -74.9(2) . . . . ? C12 C11 C14 F5 -136.00(19) . . . . ? C10 C11 C14 F5 44.4(2) . . . . ? C21 P1 C15 C20 12.42(16) . . . . ? C27 P1 C15 C20 117.90(15) . . . . ? Fe1 P1 C15 C20 -119.53(13) . . . . ? C21 P1 C15 C16 -171.62(13) . . . . ? C27 P1 C15 C16 -66.13(14) . . . . ? Fe1 P1 C15 C16 56.44(14) . . . . ? C20 C15 C16 C17 -0.3(2) . . . . ? P1 C15 C16 C17 -176.42(13) . . . . ? C15 C16 C17 C18 0.8(3) . . . . ? C16 C17 C18 C19 -0.7(3) . . . . ? C17 C18 C19 C20 0.1(3) . . . . ? C16 C15 C20 C19 -0.3(3) . . . . ? P1 C15 C20 C19 175.60(13) . . . . ? C18 C19 C20 C15 0.4(3) . . . . ? C15 P1 C21 C26 70.15(16) . . . . ? C27 P1 C21 C26 -36.14(16) . . . . ? Fe1 P1 C21 C26 -160.41(12) . . . . ? C15 P1 C21 C22 -110.83(15) . . . . ? C27 P1 C21 C22 142.88(15) . . . . ? Fe1 P1 C21 C22 18.60(17) . . . . ? C26 C21 C22 C23 -0.5(3) . . . . ? P1 C21 C22 C23 -179.52(14) . . . . ? C21 C22 C23 C24 0.6(3) . . . . ? C22 C23 C24 C25 0.2(3) . . . . ? C23 C24 C25 C26 -1.0(3) . . . . ? C24 C25 C26 C21 1.1(3) . . . . ? C22 C21 C26 C25 -0.3(3) . . . . ? P1 C21 C26 C25 178.69(14) . . . . ? C15 P1 C27 C28 -3.85(16) . . . . ? C21 P1 C27 C28 104.19(15) . . . . ? Fe1 P1 C27 C28 -127.57(13) . . . . ? C15 P1 C27 C32 175.76(13) . . . . ? C21 P1 C27 C32 -76.19(14) . . . . ? Fe1 P1 C27 C32 52.05(14) . . . . ? C32 C27 C28 C29 -1.8(3) . . . . ? P1 C27 C28 C29 177.81(14) . . . . ? C27 C28 C29 C30 0.8(3) . . . . ? C28 C29 C30 C31 1.4(3) . . . . ? C29 C30 C31 C32 -2.5(3) . . . . ? C30 C31 C32 C27 1.5(3) . . . . ? C28 C27 C32 C31 0.7(3) . . . . ? P1 C27 C32 C31 -178.94(14) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.401 _refine_diff_density_min -0.330 _refine_diff_density_rms 0.069 # Attachment 'C32 H23 F3 Fe2 N O5 P S2.cif' data_70514c _database_code_depnum_ccdc_archive 'CCDC 691518' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H23 F3 Fe2 N O5 P S2' _chemical_formula_weight 765.30 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4981(13) _cell_length_b 10.2902(15) _cell_length_c 17.554(2) _cell_angle_alpha 73.294(2) _cell_angle_beta 79.295(2) _cell_angle_gamma 88.532(2) _cell_volume 1614.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 3867 _cell_measurement_theta_min 2.69 _cell_measurement_theta_max 26.36 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 1.137 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7565 _exptl_absorpt_correction_T_max 0.7881 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8398 _diffrn_reflns_av_R_equivalents 0.0165 _diffrn_reflns_av_sigmaI/netI 0.0342 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5667 _reflns_number_gt 4509 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0333P)^2^+0.6045P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5667 _refine_ls_number_parameters 443 _refine_ls_number_restraints 78 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0780 _refine_ls_wR_factor_gt 0.0706 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.092 _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 0.60510(4) -0.02702(4) 0.23185(2) 0.03180(11) Uani 1 1 d . . . Fe2 Fe 0.50692(4) -0.23082(4) 0.34767(2) 0.03745(12) Uani 1 1 d . . . P1 P 0.60069(7) 0.18157(7) 0.14376(4) 0.03100(16) Uani 1 1 d . . . S1 S 0.56146(7) -0.02998(7) 0.36590(4) 0.03858(17) Uani 1 1 d . . . S2 S 0.37224(7) -0.10086(7) 0.26068(4) 0.03521(16) Uani 1 1 d . . . O1 O 0.9091(2) -0.0147(3) 0.23825(15) 0.0788(8) Uani 1 1 d . . . O2 O 0.6600(3) -0.1621(2) 0.10472(14) 0.0664(6) Uani 1 1 d . . . O3 O 0.7949(3) -0.3275(3) 0.36441(18) 0.0857(9) Uani 1 1 d . . . O4 O 0.4620(3) -0.4394(2) 0.27028(16) 0.0705(7) Uani 1 1 d . . . O5 O 0.3594(3) -0.3774(3) 0.51210(16) 0.0992(10) Uani 1 1 d . . . C1 C 0.7901(3) -0.0174(3) 0.23469(17) 0.0470(7) Uani 1 1 d . . . C2 C 0.6384(3) -0.1083(3) 0.15459(17) 0.0409(7) Uani 1 1 d . . . C3 C 0.6819(4) -0.2893(3) 0.3601(2) 0.0539(8) Uani 1 1 d . . . C4 C 0.4809(3) -0.3603(3) 0.30153(19) 0.0465(7) Uani 1 1 d . . . C5 C 0.4093(4) -0.3180(3) 0.4479(2) 0.0590(9) Uani 1 1 d . . . C6 C 0.6968(3) 0.1921(3) 0.04105(15) 0.0335(6) Uani 1 1 d . . . C7 C 0.6355(3) 0.2364(3) -0.02729(17) 0.0463(7) Uani 1 1 d . . . H7 H 0.5409 0.2637 -0.0223 0.056 Uiso 1 1 calc R . . C8 C 0.7137(4) 0.2406(4) -0.10352(18) 0.0580(9) Uani 1 1 d . . . H8 H 0.6708 0.2698 -0.1488 0.070 Uiso 1 1 calc R . . C9 C 0.8538(4) 0.2017(3) -0.11216(19) 0.0551(8) Uani 1 1 d . . . H9 H 0.9054 0.2034 -0.1629 0.066 Uiso 1 1 calc R . . C10 C 0.9166(3) 0.1604(3) -0.0454(2) 0.0557(8) Uani 1 1 d . . . H10 H 1.0121 0.1361 -0.0512 0.067 Uiso 1 1 calc R . . C11 C 0.8393(3) 0.1544(3) 0.03064(18) 0.0476(7) Uani 1 1 d . . . H11 H 0.8833 0.1248 0.0755 0.057 Uiso 1 1 calc R . . C12 C 0.6872(3) 0.3225(3) 0.16381(16) 0.0347(6) Uani 1 1 d . . . C13 C 0.7086(3) 0.3124(3) 0.24117(17) 0.0428(7) Uani 1 1 d . . . H13 H 0.6772 0.2347 0.2833 0.051 Uiso 1 1 calc R . . C14 C 0.7767(3) 0.4174(3) 0.25621(19) 0.0511(8) Uani 1 1 d . . . H14 H 0.7896 0.4104 0.3085 0.061 Uiso 1 1 calc R . . C15 C 0.8251(3) 0.5313(3) 0.1944(2) 0.0541(8) Uani 1 1 d . . . H15 H 0.8721 0.6010 0.2046 0.065 Uiso 1 1 calc R . . C16 C 0.8042(3) 0.5428(3) 0.1172(2) 0.0540(8) Uani 1 1 d . . . H16 H 0.8366 0.6205 0.0753 0.065 Uiso 1 1 calc R . . C17 C 0.7353(3) 0.4392(3) 0.10200(18) 0.0469(7) Uani 1 1 d . . . H17 H 0.7210 0.4477 0.0498 0.056 Uiso 1 1 calc R . . C18 C 0.4228(3) 0.2403(3) 0.12621(15) 0.0331(6) Uani 1 1 d . . . C19 C 0.3370(3) 0.1563(3) 0.10277(16) 0.0390(6) Uani 1 1 d . . . H19 H 0.3738 0.0769 0.0928 0.047 Uiso 1 1 calc R . . C20 C 0.1987(3) 0.1898(3) 0.09427(18) 0.0480(7) Uani 1 1 d . . . H20 H 0.1426 0.1330 0.0786 0.058 Uiso 1 1 calc R . . C21 C 0.1425(3) 0.3069(4) 0.1089(2) 0.0563(8) Uani 1 1 d . . . H21 H 0.0486 0.3290 0.1035 0.068 Uiso 1 1 calc R . . C22 C 0.2266(3) 0.3908(3) 0.13140(19) 0.0540(8) Uani 1 1 d . . . H22 H 0.1892 0.4703 0.1409 0.065 Uiso 1 1 calc R . . C23 C 0.3660(3) 0.3585(3) 0.14007(17) 0.0434(7) Uani 1 1 d . . . H23 H 0.4218 0.4162 0.1552 0.052 Uiso 1 1 calc R . . C24 C 0.2616(3) 0.0199(3) 0.30543(16) 0.0428(7) Uani 1 1 d . . . H24A H 0.2952 0.1116 0.2748 0.051 Uiso 1 1 calc R . . H24B H 0.1633 0.0104 0.2993 0.051 Uiso 1 1 calc R . . N1 N 0.2628(2) 0.0031(2) 0.38894(13) 0.0417(6) Uani 1 1 d . . . C25 C 0.3941(3) 0.0499(3) 0.40252(19) 0.0483(7) Uani 1 1 d . . . H25A H 0.3861 0.0357 0.4603 0.058 Uiso 1 1 calc R . . H25B H 0.4042 0.1470 0.3767 0.058 Uiso 1 1 calc R . . C26 C 0.1724(3) -0.0954(3) 0.44778(16) 0.0413(7) Uani 1 1 d . . . C27 C 0.0938(3) -0.1893(3) 0.42739(18) 0.0501(8) Uani 1 1 d . . . H27 H 0.1061 -0.1894 0.3736 0.060 Uiso 1 1 calc R . . C28 C -0.0010(3) -0.2812(4) 0.48494(18) 0.0540(8) Uani 1 1 d . . . H28 H -0.0519 -0.3426 0.4697 0.065 Uiso 1 1 calc R . . C29 C -0.0213(3) -0.2833(3) 0.56504(18) 0.0506(8) Uani 1 1 d . A . C30 C 0.0542(3) -0.1917(3) 0.58725(18) 0.0509(8) Uani 1 1 d . . . H30 H 0.0405 -0.1924 0.6412 0.061 Uiso 1 1 calc R . . C31 C 0.1498(3) -0.0991(3) 0.52987(17) 0.0460(7) Uani 1 1 d . . . H31 H 0.2001 -0.0381 0.5457 0.055 Uiso 1 1 calc R . . C32 C -0.1258(4) -0.3837(4) 0.6254(2) 0.0678(10) Uani 1 1 d D . . F1 F -0.2303(8) -0.3364(7) 0.6675(6) 0.090(3) Uani 0.470(9) 1 d PDU A 1 F2 F -0.1881(10) -0.4747(10) 0.5974(4) 0.103(3) Uani 0.470(9) 1 d PDU A 1 F3 F -0.0677(9) -0.4730(10) 0.6845(6) 0.111(3) Uani 0.470(9) 1 d PDU A 1 F1' F -0.1591(11) -0.3488(9) 0.6938(4) 0.118(3) Uani 0.530(9) 1 d PDU A 2 F2' F -0.2504(6) -0.3755(10) 0.5988(4) 0.115(3) Uani 0.530(9) 1 d PDU A 2 F3' F -0.0832(10) -0.5029(6) 0.6426(6) 0.111(3) Uani 0.530(9) 1 d PDU A 2 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 0.0303(2) 0.0322(2) 0.0327(2) -0.00799(16) -0.00760(16) 0.00185(15) Fe2 0.0407(2) 0.0341(2) 0.0361(2) -0.00578(17) -0.01022(17) 0.00046(17) P1 0.0307(4) 0.0316(4) 0.0324(4) -0.0094(3) -0.0095(3) 0.0005(3) S1 0.0392(4) 0.0431(4) 0.0364(4) -0.0126(3) -0.0122(3) -0.0018(3) S2 0.0336(4) 0.0402(4) 0.0331(4) -0.0108(3) -0.0088(3) -0.0002(3) O1 0.0349(13) 0.117(2) 0.0776(18) -0.0112(15) -0.0200(12) 0.0014(13) O2 0.0826(17) 0.0614(15) 0.0618(15) -0.0365(13) -0.0001(13) 0.0043(12) O3 0.0693(18) 0.088(2) 0.120(2) -0.0404(18) -0.0554(17) 0.0317(15) O4 0.0733(16) 0.0571(15) 0.0921(19) -0.0398(14) -0.0127(14) -0.0057(12) O5 0.122(2) 0.085(2) 0.0541(16) 0.0144(15) 0.0177(16) 0.0217(18) C1 0.0447(18) 0.0544(19) 0.0381(16) -0.0061(14) -0.0101(13) 0.0046(14) C2 0.0380(16) 0.0381(16) 0.0435(17) -0.0095(13) -0.0038(13) 0.0002(12) C3 0.063(2) 0.0450(18) 0.061(2) -0.0174(16) -0.0274(17) 0.0084(16) C4 0.0407(17) 0.0404(17) 0.0550(19) -0.0093(15) -0.0067(14) -0.0022(13) C5 0.067(2) 0.052(2) 0.049(2) -0.0037(16) -0.0062(17) 0.0119(17) C6 0.0358(15) 0.0303(14) 0.0350(15) -0.0103(11) -0.0064(12) -0.0033(11) C7 0.0418(17) 0.061(2) 0.0406(17) -0.0190(15) -0.0116(13) 0.0033(14) C8 0.064(2) 0.077(2) 0.0367(17) -0.0210(16) -0.0107(16) -0.0067(18) C9 0.062(2) 0.059(2) 0.0431(18) -0.0229(16) 0.0094(16) -0.0126(16) C10 0.0436(18) 0.058(2) 0.058(2) -0.0127(17) 0.0043(16) -0.0006(15) C11 0.0392(16) 0.0573(19) 0.0416(17) -0.0072(14) -0.0070(13) 0.0018(14) C12 0.0334(14) 0.0325(15) 0.0396(15) -0.0104(12) -0.0100(12) 0.0009(11) C13 0.0482(17) 0.0390(16) 0.0431(17) -0.0107(13) -0.0144(14) -0.0027(13) C14 0.063(2) 0.0493(19) 0.0514(19) -0.0216(16) -0.0239(16) 0.0003(16) C15 0.056(2) 0.0413(18) 0.073(2) -0.0256(17) -0.0158(17) -0.0078(15) C16 0.065(2) 0.0379(17) 0.055(2) -0.0109(15) -0.0043(16) -0.0117(15) C17 0.0609(19) 0.0377(17) 0.0426(17) -0.0093(13) -0.0136(15) -0.0038(14) C18 0.0325(14) 0.0378(15) 0.0277(13) -0.0058(11) -0.0080(11) 0.0035(11) C19 0.0377(15) 0.0408(16) 0.0394(16) -0.0096(13) -0.0125(12) 0.0026(12) C20 0.0403(17) 0.057(2) 0.0488(18) -0.0119(15) -0.0192(14) -0.0006(14) C21 0.0367(17) 0.069(2) 0.060(2) -0.0109(17) -0.0152(15) 0.0126(16) C22 0.0485(19) 0.053(2) 0.062(2) -0.0188(16) -0.0109(16) 0.0182(15) C23 0.0457(17) 0.0428(17) 0.0430(17) -0.0140(13) -0.0100(13) 0.0069(13) C24 0.0381(16) 0.0503(18) 0.0376(16) -0.0103(13) -0.0055(12) 0.0078(13) N1 0.0387(13) 0.0524(15) 0.0359(13) -0.0173(11) -0.0049(10) 0.0009(11) C25 0.0475(18) 0.0524(19) 0.0504(18) -0.0266(15) -0.0030(14) -0.0012(14) C26 0.0357(15) 0.0540(18) 0.0371(16) -0.0180(14) -0.0071(12) 0.0065(13) C27 0.0463(17) 0.073(2) 0.0347(16) -0.0212(15) -0.0060(14) -0.0061(16) C28 0.0470(18) 0.070(2) 0.0480(19) -0.0229(17) -0.0057(15) -0.0080(16) C29 0.0418(17) 0.064(2) 0.0419(17) -0.0130(15) -0.0009(14) 0.0038(15) C30 0.0537(19) 0.065(2) 0.0341(16) -0.0180(15) -0.0050(14) 0.0128(16) C31 0.0457(17) 0.058(2) 0.0406(17) -0.0234(15) -0.0104(14) 0.0079(15) C32 0.062(2) 0.083(3) 0.052(2) -0.016(2) 0.0010(19) -0.005(2) F1 0.063(4) 0.068(3) 0.109(6) -0.013(3) 0.040(4) 0.002(3) F2 0.121(5) 0.106(5) 0.079(4) -0.041(4) 0.020(3) -0.067(4) F3 0.088(4) 0.100(5) 0.110(5) 0.030(4) -0.019(4) -0.014(4) F1' 0.132(6) 0.129(5) 0.067(4) -0.026(3) 0.047(4) -0.019(5) F2' 0.074(3) 0.132(6) 0.107(4) 0.012(4) -0.004(3) -0.028(3) F3' 0.126(5) 0.057(3) 0.114(5) -0.005(3) 0.032(4) 0.003(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 Fe1 C2 1.766(3) . ? Fe1 C1 1.773(3) . ? Fe1 P1 2.2608(8) . ? Fe1 S2 2.2747(8) . ? Fe1 S1 2.3036(8) . ? Fe1 Fe2 2.5190(6) . ? Fe2 C3 1.783(3) . ? Fe2 C4 1.790(3) . ? Fe2 C5 1.814(3) . ? Fe2 S1 2.2669(8) . ? Fe2 S2 2.2849(8) . ? P1 C18 1.830(3) . ? P1 C12 1.834(3) . ? P1 C6 1.838(3) . ? S1 C25 1.863(3) . ? S2 C24 1.858(3) . ? O1 C1 1.145(3) . ? O2 C2 1.149(3) . ? O3 C3 1.142(4) . ? O4 C4 1.139(3) . ? O5 C5 1.135(4) . ? C6 C7 1.385(4) . ? C6 C11 1.392(4) . ? C7 C8 1.394(4) . ? C7 H7 0.9300 . ? C8 C9 1.373(5) . ? C8 H8 0.9300 . ? C9 C10 1.367(4) . ? C9 H9 0.9300 . ? C10 C11 1.385(4) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.384(4) . ? C12 C17 1.387(4) . ? C13 C14 1.385(4) . ? C13 H13 0.9300 . ? C14 C15 1.369(4) . ? C14 H14 0.9300 . ? C15 C16 1.377(4) . ? C15 H15 0.9300 . ? C16 C17 1.379(4) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C23 1.384(4) . ? C18 C19 1.395(4) . ? C19 C20 1.373(4) . ? C19 H19 0.9300 . ? C20 C21 1.377(4) . ? C20 H20 0.9300 . ? C21 C22 1.374(4) . ? C21 H21 0.9300 . ? C22 C23 1.383(4) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 N1 1.428(3) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? N1 C26 1.394(4) . ? N1 C25 1.432(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.398(4) . ? C26 C31 1.406(4) . ? C27 C28 1.372(4) . ? C27 H27 0.9300 . ? C28 C29 1.377(4) . ? C28 H28 0.9300 . ? C29 C30 1.380(4) . ? C29 C32 1.486(5) . ? C30 C31 1.378(4) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C32 F3' 1.251(6) . ? C32 F1 1.295(6) . ? C32 F1' 1.331(6) . ? C32 F2' 1.344(6) . ? C32 F3 1.364(7) . ? C32 F2 1.367(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Fe1 C1 92.23(13) . . ? C2 Fe1 P1 93.43(9) . . ? C1 Fe1 P1 95.15(10) . . ? C2 Fe1 S2 89.25(9) . . ? C1 Fe1 S2 161.63(10) . . ? P1 Fe1 S2 103.04(3) . . ? C2 Fe1 S1 152.23(9) . . ? C1 Fe1 S1 86.99(10) . . ? P1 Fe1 S1 114.30(3) . . ? S2 Fe1 S1 83.25(3) . . ? C2 Fe1 Fe2 97.90(9) . . ? C1 Fe1 Fe2 105.04(10) . . ? P1 Fe1 Fe2 156.34(3) . . ? S2 Fe1 Fe2 56.66(2) . . ? S1 Fe1 Fe2 55.86(2) . . ? C3 Fe2 C4 90.76(14) . . ? C3 Fe2 C5 98.85(15) . . ? C4 Fe2 C5 96.53(15) . . ? C3 Fe2 S1 90.55(10) . . ? C4 Fe2 S1 162.41(10) . . ? C5 Fe2 S1 100.59(11) . . ? C3 Fe2 S2 145.60(11) . . ? C4 Fe2 S2 85.19(10) . . ? C5 Fe2 S2 115.55(11) . . ? S1 Fe2 S2 83.84(3) . . ? C3 Fe2 Fe1 92.38(11) . . ? C4 Fe2 Fe1 105.17(10) . . ? C5 Fe2 Fe1 155.41(11) . . ? S1 Fe2 Fe1 57.25(2) . . ? S2 Fe2 Fe1 56.27(2) . . ? C18 P1 C12 105.47(12) . . ? C18 P1 C6 102.38(12) . . ? C12 P1 C6 101.08(12) . . ? C18 P1 Fe1 115.47(9) . . ? C12 P1 Fe1 117.46(9) . . ? C6 P1 Fe1 112.99(9) . . ? C25 S1 Fe2 109.83(10) . . ? C25 S1 Fe1 116.95(10) . . ? Fe2 S1 Fe1 66.89(2) . . ? C24 S2 Fe1 108.13(10) . . ? C24 S2 Fe2 112.11(9) . . ? Fe1 S2 Fe2 67.07(2) . . ? O1 C1 Fe1 178.0(3) . . ? O2 C2 Fe1 179.5(3) . . ? O3 C3 Fe2 176.7(3) . . ? O4 C4 Fe2 177.6(3) . . ? O5 C5 Fe2 173.9(3) . . ? C7 C6 C11 117.7(3) . . ? C7 C6 P1 123.6(2) . . ? C11 C6 P1 118.7(2) . . ? C6 C7 C8 120.8(3) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C9 C8 C7 120.4(3) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C10 C9 C8 119.4(3) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? C9 C10 C11 120.6(3) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C10 C11 C6 121.0(3) . . ? C10 C11 H11 119.5 . . ? C6 C11 H11 119.5 . . ? C13 C12 C17 118.8(2) . . ? C13 C12 P1 120.2(2) . . ? C17 C12 P1 121.0(2) . . ? C12 C13 C14 120.3(3) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C15 C14 C13 120.2(3) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 120.0(3) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C15 C16 C17 120.0(3) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C12 120.6(3) . . ? C16 C17 H17 119.7 . . ? C12 C17 H17 119.7 . . ? C23 C18 C19 118.7(2) . . ? C23 C18 P1 123.5(2) . . ? C19 C18 P1 117.7(2) . . ? C20 C19 C18 120.6(3) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C19 C20 C21 120.4(3) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C22 C21 C20 119.4(3) . . ? C22 C21 H21 120.3 . . ? C20 C21 H21 120.3 . . ? C21 C22 C23 120.8(3) . . ? C21 C22 H22 119.6 . . ? C23 C22 H22 119.6 . . ? C22 C23 C18 120.1(3) . . ? C22 C23 H23 119.9 . . ? C18 C23 H23 119.9 . . ? N1 C24 S2 115.16(19) . . ? N1 C24 H24A 108.5 . . ? S2 C24 H24A 108.5 . . ? N1 C24 H24B 108.5 . . ? S2 C24 H24B 108.5 . . ? H24A C24 H24B 107.5 . . ? C26 N1 C24 119.3(2) . . ? C26 N1 C25 122.8(2) . . ? C24 N1 C25 113.2(2) . . ? N1 C25 S1 116.76(19) . . ? N1 C25 H25A 108.1 . . ? S1 C25 H25A 108.1 . . ? N1 C25 H25B 108.1 . . ? S1 C25 H25B 108.1 . . ? H25A C25 H25B 107.3 . . ? N1 C26 C27 121.6(2) . . ? N1 C26 C31 121.2(3) . . ? C27 C26 C31 117.0(3) . . ? C28 C27 C26 121.5(3) . . ? C28 C27 H27 119.3 . . ? C26 C27 H27 119.3 . . ? C27 C28 C29 120.5(3) . . ? C27 C28 H28 119.7 . . ? C29 C28 H28 119.7 . . ? C28 C29 C30 119.5(3) . . ? C28 C29 C32 118.9(3) . . ? C30 C29 C32 121.6(3) . . ? C31 C30 C29 120.3(3) . . ? C31 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? C30 C31 C26 121.1(3) . . ? C30 C31 H31 119.5 . . ? C26 C31 H31 119.5 . . ? F3' C32 F1 126.3(5) . . ? F3' C32 F1' 108.0(6) . . ? F1 C32 F1' 38.9(4) . . ? F3' C32 F2' 111.5(6) . . ? F1 C32 F2' 65.1(5) . . ? F1' C32 F2' 103.7(5) . . ? F3' C32 F3 40.5(4) . . ? F1 C32 F3 101.9(6) . . ? F1' C32 F3 70.6(5) . . ? F2' C32 F3 135.8(5) . . ? F3' C32 F2 62.5(5) . . ? F1 C32 F2 105.4(6) . . ? F1' C32 F2 131.8(5) . . ? F2' C32 F2 51.2(4) . . ? F3 C32 F2 98.9(6) . . ? F3' C32 C29 114.3(4) . . ? F1 C32 C29 117.1(4) . . ? F1' C32 C29 110.2(4) . . ? F2' C32 C29 108.6(4) . . ? F3 C32 C29 114.5(4) . . ? F2 C32 C29 116.5(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 C2 Fe1 Fe2 C3 81.00(14) . . . . ? C1 Fe1 Fe2 C3 -13.47(14) . . . . ? P1 Fe1 Fe2 C3 -161.14(11) . . . . ? S2 Fe1 Fe2 C3 164.85(10) . . . . ? S1 Fe1 Fe2 C3 -89.13(10) . . . . ? C2 Fe1 Fe2 C4 -10.43(13) . . . . ? C1 Fe1 Fe2 C4 -104.91(14) . . . . ? P1 Fe1 Fe2 C4 107.43(11) . . . . ? S2 Fe1 Fe2 C4 73.41(10) . . . . ? S1 Fe1 Fe2 C4 179.44(10) . . . . ? C2 Fe1 Fe2 C5 -161.6(3) . . . . ? C1 Fe1 Fe2 C5 104.0(3) . . . . ? P1 Fe1 Fe2 C5 -43.7(3) . . . . ? S2 Fe1 Fe2 C5 -77.7(3) . . . . ? S1 Fe1 Fe2 C5 28.3(3) . . . . ? C2 Fe1 Fe2 S1 170.12(9) . . . . ? C1 Fe1 Fe2 S1 75.65(10) . . . . ? P1 Fe1 Fe2 S1 -72.01(6) . . . . ? S2 Fe1 Fe2 S1 -106.03(3) . . . . ? C2 Fe1 Fe2 S2 -83.85(9) . . . . ? C1 Fe1 Fe2 S2 -178.32(10) . . . . ? P1 Fe1 Fe2 S2 34.02(6) . . . . ? S1 Fe1 Fe2 S2 106.03(3) . . . . ? C2 Fe1 P1 C18 94.96(13) . . . . ? C1 Fe1 P1 C18 -172.48(13) . . . . ? S2 Fe1 P1 C18 4.94(9) . . . . ? S1 Fe1 P1 C18 -83.46(9) . . . . ? Fe2 Fe1 P1 C18 -23.72(12) . . . . ? C2 Fe1 P1 C12 -139.55(13) . . . . ? C1 Fe1 P1 C12 -47.00(14) . . . . ? S2 Fe1 P1 C12 130.42(10) . . . . ? S1 Fe1 P1 C12 42.02(10) . . . . ? Fe2 Fe1 P1 C12 101.76(11) . . . . ? C2 Fe1 P1 C6 -22.44(13) . . . . ? C1 Fe1 P1 C6 70.12(13) . . . . ? S2 Fe1 P1 C6 -112.46(9) . . . . ? S1 Fe1 P1 C6 159.14(9) . . . . ? Fe2 Fe1 P1 C6 -141.12(10) . . . . ? C3 Fe2 S1 C25 -155.82(15) . . . . ? C4 Fe2 S1 C25 109.9(3) . . . . ? C5 Fe2 S1 C25 -56.71(16) . . . . ? S2 Fe2 S1 C25 58.19(11) . . . . ? Fe1 Fe2 S1 C25 111.71(11) . . . . ? C3 Fe2 S1 Fe1 92.48(11) . . . . ? C4 Fe2 S1 Fe1 -1.8(3) . . . . ? C5 Fe2 S1 Fe1 -168.42(11) . . . . ? S2 Fe2 S1 Fe1 -53.51(2) . . . . ? C2 Fe1 S1 C25 -122.7(2) . . . . ? C1 Fe1 S1 C25 148.19(15) . . . . ? P1 Fe1 S1 C25 53.90(11) . . . . ? S2 Fe1 S1 C25 -47.40(11) . . . . ? Fe2 Fe1 S1 C25 -101.35(11) . . . . ? C2 Fe1 S1 Fe2 -21.4(2) . . . . ? C1 Fe1 S1 Fe2 -110.46(10) . . . . ? P1 Fe1 S1 Fe2 155.25(3) . . . . ? S2 Fe1 S1 Fe2 53.95(2) . . . . ? C2 Fe1 S2 C24 -153.08(13) . . . . ? C1 Fe1 S2 C24 112.1(3) . . . . ? P1 Fe1 S2 C24 -59.73(10) . . . . ? S1 Fe1 S2 C24 53.71(10) . . . . ? Fe2 Fe1 S2 C24 106.95(10) . . . . ? C2 Fe1 S2 Fe2 99.97(9) . . . . ? C1 Fe1 S2 Fe2 5.2(3) . . . . ? P1 Fe1 S2 Fe2 -166.68(3) . . . . ? S1 Fe1 S2 Fe2 -53.23(3) . . . . ? C3 Fe2 S2 C24 -128.7(2) . . . . ? C4 Fe2 S2 C24 147.05(14) . . . . ? C5 Fe2 S2 C24 52.10(17) . . . . ? S1 Fe2 S2 C24 -46.72(11) . . . . ? Fe1 Fe2 S2 C24 -101.12(11) . . . . ? C3 Fe2 S2 Fe1 -27.54(18) . . . . ? C4 Fe2 S2 Fe1 -111.83(10) . . . . ? C5 Fe2 S2 Fe1 153.22(13) . . . . ? S1 Fe2 S2 Fe1 54.40(2) . . . . ? C2 Fe1 C1 O1 -92(9) . . . . ? P1 Fe1 C1 O1 174(100) . . . . ? S2 Fe1 C1 O1 2(9) . . . . ? S1 Fe1 C1 O1 60(9) . . . . ? Fe2 Fe1 C1 O1 7(9) . . . . ? C1 Fe1 C2 O2 89(31) . . . . ? P1 Fe1 C2 O2 -176(100) . . . . ? S2 Fe1 C2 O2 -72(31) . . . . ? S1 Fe1 C2 O2 1(31) . . . . ? Fe2 Fe1 C2 O2 -16(31) . . . . ? C4 Fe2 C3 O3 41(6) . . . . ? C5 Fe2 C3 O3 138(6) . . . . ? S1 Fe2 C3 O3 -121(6) . . . . ? S2 Fe2 C3 O3 -41(6) . . . . ? Fe1 Fe2 C3 O3 -64(6) . . . . ? C3 Fe2 C4 O4 -140(7) . . . . ? C5 Fe2 C4 O4 121(7) . . . . ? S1 Fe2 C4 O4 -46(7) . . . . ? S2 Fe2 C4 O4 6(7) . . . . ? Fe1 Fe2 C4 O4 -47(7) . . . . ? C3 Fe2 C5 O5 -1(3) . . . . ? C4 Fe2 C5 O5 90(3) . . . . ? S1 Fe2 C5 O5 -94(3) . . . . ? S2 Fe2 C5 O5 178(100) . . . . ? Fe1 Fe2 C5 O5 -118(3) . . . . ? C18 P1 C6 C7 0.3(3) . . . . ? C12 P1 C6 C7 -108.4(2) . . . . ? Fe1 P1 C6 C7 125.2(2) . . . . ? C18 P1 C6 C11 179.9(2) . . . . ? C12 P1 C6 C11 71.2(2) . . . . ? Fe1 P1 C6 C11 -55.2(2) . . . . ? C11 C6 C7 C8 1.1(4) . . . . ? P1 C6 C7 C8 -179.3(2) . . . . ? C6 C7 C8 C9 -0.6(5) . . . . ? C7 C8 C9 C10 -0.8(5) . . . . ? C8 C9 C10 C11 1.6(5) . . . . ? C9 C10 C11 C6 -1.0(5) . . . . ? C7 C6 C11 C10 -0.4(4) . . . . ? P1 C6 C11 C10 180.0(2) . . . . ? C18 P1 C12 C13 108.5(2) . . . . ? C6 P1 C12 C13 -145.2(2) . . . . ? Fe1 P1 C12 C13 -21.8(3) . . . . ? C18 P1 C12 C17 -73.0(2) . . . . ? C6 P1 C12 C17 33.3(3) . . . . ? Fe1 P1 C12 C17 156.7(2) . . . . ? C17 C12 C13 C14 0.1(4) . . . . ? P1 C12 C13 C14 178.6(2) . . . . ? C12 C13 C14 C15 -0.9(5) . . . . ? C13 C14 C15 C16 1.0(5) . . . . ? C14 C15 C16 C17 -0.4(5) . . . . ? C15 C16 C17 C12 -0.4(5) . . . . ? C13 C12 C17 C16 0.5(4) . . . . ? P1 C12 C17 C16 -178.0(2) . . . . ? C12 P1 C18 C23 -9.5(3) . . . . ? C6 P1 C18 C23 -114.9(2) . . . . ? Fe1 P1 C18 C23 121.9(2) . . . . ? C12 P1 C18 C19 174.9(2) . . . . ? C6 P1 C18 C19 69.5(2) . . . . ? Fe1 P1 C18 C19 -53.7(2) . . . . ? C23 C18 C19 C20 -0.5(4) . . . . ? P1 C18 C19 C20 175.3(2) . . . . ? C18 C19 C20 C21 -0.1(4) . . . . ? C19 C20 C21 C22 0.6(5) . . . . ? C20 C21 C22 C23 -0.5(5) . . . . ? C21 C22 C23 C18 -0.1(5) . . . . ? C19 C18 C23 C22 0.6(4) . . . . ? P1 C18 C23 C22 -175.0(2) . . . . ? Fe1 S2 C24 N1 -79.3(2) . . . . ? Fe2 S2 C24 N1 -7.3(2) . . . . ? S2 C24 N1 C26 -82.4(3) . . . . ? S2 C24 N1 C25 73.9(3) . . . . ? C26 N1 C25 S1 96.9(3) . . . . ? C24 N1 C25 S1 -58.4(3) . . . . ? Fe2 S1 C25 N1 -19.5(3) . . . . ? Fe1 S1 C25 N1 53.9(3) . . . . ? C24 N1 C26 C27 8.1(4) . . . . ? C25 N1 C26 C27 -145.8(3) . . . . ? C24 N1 C26 C31 -167.9(2) . . . . ? C25 N1 C26 C31 38.1(4) . . . . ? N1 C26 C27 C28 -176.4(3) . . . . ? C31 C26 C27 C28 -0.2(5) . . . . ? C26 C27 C28 C29 0.0(5) . . . . ? C27 C28 C29 C30 0.2(5) . . . . ? C27 C28 C29 C32 179.5(3) . . . . ? C28 C29 C30 C31 -0.3(5) . . . . ? C32 C29 C30 C31 -179.6(3) . . . . ? C29 C30 C31 C26 0.2(5) . . . . ? N1 C26 C31 C30 176.3(3) . . . . ? C27 C26 C31 C30 0.1(4) . . . . ? C28 C29 C32 F3' 74.4(8) . . . . ? C30 C29 C32 F3' -106.3(7) . . . . ? C28 C29 C32 F1 -121.7(7) . . . . ? C30 C29 C32 F1 57.6(8) . . . . ? C28 C29 C32 F1' -163.7(6) . . . . ? C30 C29 C32 F1' 15.6(7) . . . . ? C28 C29 C32 F2' -50.8(7) . . . . ? C30 C29 C32 F2' 128.6(6) . . . . ? C28 C29 C32 F3 119.1(7) . . . . ? C30 C29 C32 F3 -61.6(8) . . . . ? C28 C29 C32 F2 4.4(8) . . . . ? C30 C29 C32 F2 -176.3(7) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.355 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.058