# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_t _database_code_depnum_ccdc_archive 'CCDC 860436' #TrackingRef 'complex 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H9 Fe2 N O6 S' _chemical_formula_sum 'C13 H9 Fe2 N O6 S' _chemical_formula_weight 418.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.034(2) _cell_length_b 8.357(2) _cell_length_c 12.834(4) _cell_angle_alpha 98.666(3) _cell_angle_beta 93.134(3) _cell_angle_gamma 110.001(3) _cell_volume 795.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5791 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 28.36 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.750 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 420 _exptl_absorpt_coefficient_mu 1.982 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.505 _exptl_absorpt_correction_T_max 0.609 _exptl_absorpt_process_details 'SADABS, v2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex-II CCD diffractometer' _diffrn_measurement_method 'Thin slice \f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7478 _diffrn_reflns_av_R_equivalents 0.0170 _diffrn_reflns_av_sigmaI/netI 0.0218 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 28.37 _reflns_number_total 3987 _reflns_number_gt 3563 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, v6.0 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_data_reduction 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0310P)^2^+0.2101P] 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 0.0448(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3987 _refine_ls_number_parameters 210 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0243 _refine_ls_R_factor_gt 0.0221 _refine_ls_wR_factor_ref 0.0608 _refine_ls_wR_factor_gt 0.0594 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 0.23126(3) 0.89671(2) 0.228353(16) 0.03040(7) Uani 1 1 d . . . S1 S 0.23305(5) 0.67620(5) 0.10857(3) 0.03429(9) Uani 1 1 d . . . O1 O -0.0263(2) 1.0403(2) 0.15082(18) 0.0844(6) Uani 1 1 d . . . Fe2 Fe 0.48902(3) 0.78207(3) 0.220987(17) 0.03242(7) Uani 1 1 d . . . O4 O 0.3681(2) 0.5314(2) 0.36001(14) 0.0712(4) Uani 1 1 d . . . O3 O 0.7478(2) 1.0245(2) 0.39322(13) 0.0773(5) Uani 1 1 d . . . O6 O 0.53880(14) 0.97784(14) 0.14007(9) 0.0390(2) Uani 1 1 d . . . O2 O 0.3928(2) 1.16271(19) 0.41596(13) 0.0736(5) Uani 1 1 d . . . C6 C 0.4126(2) 1.03162(19) 0.15543(12) 0.0348(3) Uani 1 1 d . . . C2 C 0.3269(2) 1.0552(2) 0.34407(14) 0.0446(4) Uani 1 1 d . . . C10 C -0.1198(2) 0.4139(2) 0.29580(16) 0.0494(4) Uani 1 1 d . . . H10 H -0.1553 0.2984 0.2632 0.059 Uiso 1 1 calc R . . C1 C 0.0694(2) 0.9792(2) 0.18114(17) 0.0487(4) Uani 1 1 d . . . C5 C 0.6277(2) 0.6795(2) 0.14867(14) 0.0412(3) Uani 1 1 d . . . C13 C -0.0101(2) 0.7515(2) 0.38789(14) 0.0423(3) Uani 1 1 d . . . H13 H 0.0273 0.8673 0.4202 0.051 Uiso 1 1 calc R . . C7 C 0.4239(3) 1.1926(2) 0.11296(17) 0.0532(5) Uani 1 1 d . . . H7A H 0.5390 1.2411 0.0893 0.080 Uiso 1 1 calc R . . H7B H 0.4072 1.2755 0.1679 0.080 Uiso 1 1 calc R . . H7C H 0.3329 1.1642 0.0545 0.080 Uiso 1 1 calc R . . C9 C 0.00130(19) 0.54183(19) 0.25213(13) 0.0353(3) Uani 1 1 d . . . C3 C 0.6456(2) 0.9297(2) 0.32727(14) 0.0463(4) Uani 1 1 d . . . C4 C 0.4150(2) 0.6292(2) 0.30522(14) 0.0444(4) Uani 1 1 d . . . C12 C -0.1309(3) 0.6310(3) 0.43432(16) 0.0535(4) Uani 1 1 d . . . H12 H -0.1743 0.6649 0.4963 0.064 Uiso 1 1 calc R . . C8 C 0.0678(2) 0.49458(19) 0.14968(13) 0.0409(3) Uani 1 1 d . . . H8A H -0.0325 0.4445 0.0947 0.049 Uiso 1 1 calc R . . H8B H 0.1193 0.4068 0.1568 0.049 Uiso 1 1 calc R . . C11 C -0.1868(3) 0.4590(3) 0.38747(18) 0.0576(5) Uani 1 1 d . . . H11 H -0.2685 0.3749 0.4173 0.069 Uiso 1 1 calc R . . O5 O 0.7123(2) 0.6153(2) 0.10471(13) 0.0646(4) Uani 1 1 d . . . N1 N 0.05709(16) 0.71027(15) 0.29771(10) 0.0329(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.03334(12) 0.02455(11) 0.03366(12) 0.00604(8) 0.00784(8) 0.00977(8) S1 0.03836(19) 0.03247(18) 0.02975(18) 0.00160(14) 0.00252(13) 0.01156(14) O1 0.0590(9) 0.0730(10) 0.1421(17) 0.0488(11) 0.0136(10) 0.0374(8) Fe2 0.03278(12) 0.03028(11) 0.03511(12) 0.00794(8) 0.00432(8) 0.01143(8) O4 0.0699(9) 0.0728(10) 0.0787(11) 0.0487(9) 0.0133(8) 0.0198(8) O3 0.0892(12) 0.0543(9) 0.0654(10) 0.0017(7) -0.0276(9) 0.0057(8) O6 0.0387(6) 0.0386(6) 0.0433(6) 0.0154(5) 0.0133(5) 0.0137(5) O2 0.0835(11) 0.0517(8) 0.0585(9) -0.0167(7) 0.0170(8) -0.0006(7) C6 0.0413(8) 0.0296(7) 0.0334(7) 0.0084(6) 0.0080(6) 0.0107(6) C2 0.0492(9) 0.0336(8) 0.0450(9) 0.0040(7) 0.0179(7) 0.0065(7) C10 0.0450(9) 0.0341(8) 0.0636(11) 0.0141(8) 0.0074(8) 0.0046(7) C1 0.0415(9) 0.0395(8) 0.0710(12) 0.0206(8) 0.0152(8) 0.0160(7) C5 0.0390(8) 0.0365(8) 0.0496(9) 0.0100(7) 0.0055(7) 0.0143(6) C13 0.0429(8) 0.0402(8) 0.0444(9) 0.0092(7) 0.0131(7) 0.0136(7) C7 0.0640(11) 0.0416(9) 0.0658(12) 0.0274(9) 0.0253(9) 0.0233(8) C9 0.0311(7) 0.0304(7) 0.0416(8) 0.0078(6) -0.0003(6) 0.0075(5) C3 0.0526(10) 0.0391(8) 0.0444(9) 0.0105(7) -0.0015(7) 0.0125(7) C4 0.0410(8) 0.0435(9) 0.0497(9) 0.0133(7) 0.0024(7) 0.0145(7) C12 0.0507(10) 0.0584(11) 0.0547(11) 0.0192(9) 0.0243(8) 0.0171(9) C8 0.0421(8) 0.0279(7) 0.0437(9) -0.0008(6) 0.0006(6) 0.0049(6) C11 0.0494(10) 0.0503(10) 0.0716(13) 0.0271(10) 0.0215(9) 0.0068(8) O5 0.0623(8) 0.0621(9) 0.0794(10) 0.0057(7) 0.0181(8) 0.0365(7) N1 0.0316(6) 0.0297(6) 0.0361(6) 0.0069(5) 0.0050(5) 0.0086(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 C2 1.7710(18) . ? Fe1 C1 1.7847(18) . ? Fe1 C6 1.9006(15) . ? Fe1 N1 2.0594(13) . ? Fe1 S1 2.2195(6) . ? Fe1 Fe2 2.5626(6) . ? S1 C8 1.8123(17) . ? S1 Fe2 2.2672(6) . ? O1 C1 1.140(2) . ? Fe2 C4 1.7668(18) . ? Fe2 C3 1.7916(18) . ? Fe2 C5 1.8337(17) . ? Fe2 O6 2.0062(11) . ? O4 C4 1.138(2) . ? O3 C3 1.138(2) . ? O6 C6 1.2555(19) . ? O2 C2 1.145(2) . ? C6 C7 1.503(2) . ? C10 C11 1.375(3) . ? C10 C9 1.390(2) . ? C10 H10 0.9300 . ? C5 O5 1.127(2) . ? C13 N1 1.351(2) . ? C13 C12 1.374(2) . ? C13 H13 0.9300 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C9 N1 1.3477(19) . ? C9 C8 1.495(2) . ? C12 C11 1.377(3) . ? C12 H12 0.9300 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? 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 C2 Fe1 C1 98.73(9) . . ? C2 Fe1 C6 87.93(7) . . ? C1 Fe1 C6 93.55(7) . . ? C2 Fe1 N1 98.29(7) . . ? C1 Fe1 N1 95.85(7) . . ? C6 Fe1 N1 167.80(6) . . ? C2 Fe1 S1 151.45(6) . . ? C1 Fe1 S1 109.12(7) . . ? C6 Fe1 S1 84.30(5) . . ? N1 Fe1 S1 85.28(4) . . ? C2 Fe1 Fe2 95.52(6) . . ? C1 Fe1 Fe2 157.50(6) . . ? C6 Fe1 Fe2 69.59(5) . . ? N1 Fe1 Fe2 99.23(4) . . ? S1 Fe1 Fe2 56.049(14) . . ? C8 S1 Fe1 101.76(6) . . ? C8 S1 Fe2 111.97(6) . . ? Fe1 S1 Fe2 69.651(18) . . ? C4 Fe2 C3 90.32(8) . . ? C4 Fe2 C5 96.98(8) . . ? C3 Fe2 C5 102.19(8) . . ? C4 Fe2 O6 168.00(7) . . ? C3 Fe2 O6 87.91(7) . . ? C5 Fe2 O6 95.00(6) . . ? C4 Fe2 S1 94.93(6) . . ? C3 Fe2 S1 155.50(6) . . ? C5 Fe2 S1 100.89(6) . . ? O6 Fe2 S1 82.01(4) . . ? C4 Fe2 Fe1 97.78(6) . . ? C3 Fe2 Fe1 101.29(6) . . ? C5 Fe2 Fe1 152.08(6) . . ? O6 Fe2 Fe1 70.98(3) . . ? S1 Fe2 Fe1 54.300(19) . . ? C6 O6 Fe2 103.56(9) . . ? O6 C6 C7 115.86(14) . . ? O6 C6 Fe1 115.46(11) . . ? C7 C6 Fe1 128.68(12) . . ? O2 C2 Fe1 176.87(16) . . ? C11 C10 C9 119.66(17) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? O1 C1 Fe1 176.15(17) . . ? O5 C5 Fe2 179.37(17) . . ? N1 C13 C12 123.29(16) . . ? N1 C13 H13 118.4 . . ? C12 C13 H13 118.4 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C9 C10 121.83(15) . . ? N1 C9 C8 118.25(13) . . ? C10 C9 C8 119.89(14) . . ? O3 C3 Fe2 178.48(19) . . ? O4 C4 Fe2 179.5(2) . . ? C13 C12 C11 118.88(17) . . ? C13 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? C9 C8 S1 113.63(10) . . ? C9 C8 H8A 108.8 . . ? S1 C8 H8A 108.8 . . ? C9 C8 H8B 108.8 . . ? S1 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? C10 C11 C12 118.85(16) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C9 N1 C13 117.50(13) . . ? C9 N1 Fe1 120.67(10) . . ? C13 N1 Fe1 121.80(11) . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 28.37 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.298 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.049 data_2 _database_code_depnum_ccdc_archive 'CCDC 860437' #TrackingRef 'complex 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H23 Fe2 N O5 P S' _chemical_formula_sum 'C30 H23 Fe2 N O5 P S' _chemical_formula_weight 652.23 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' O O 0.0106 0.0060 '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' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0878(18) _cell_length_b 12.580(3) _cell_length_c 13.299(3) _cell_angle_alpha 69.848(2) _cell_angle_beta 84.859(2) _cell_angle_gamma 88.663(2) _cell_volume 1421.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7971 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 28.27 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.31 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 666 _exptl_absorpt_coefficient_mu 1.191 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.563 _exptl_absorpt_correction_T_max 0.691 _exptl_absorpt_process_details 'SADABS, v2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex-II CCD diffractometer' _diffrn_measurement_method 'Thin slice \f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13543 _diffrn_reflns_av_R_equivalents 0.0128 _diffrn_reflns_av_sigmaI/netI 0.0193 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 28.47 _reflns_number_total 7181 _reflns_number_gt 5854 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, v6.0 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_data_reduction 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0485P)^2^+0.5018P] 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 7181 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0391 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0909 _refine_ls_wR_factor_gt 0.0844 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 0.20936(3) 0.68826(2) 0.27614(2) 0.04178(8) Uani 1 1 d . . . Fe2 Fe 0.25970(3) 0.49644(2) 0.25444(2) 0.03655(8) Uani 1 1 d . . . S1 S 0.03888(6) 0.55131(5) 0.31501(6) 0.06174(17) Uani 1 1 d . . . N1 N 0.1064(2) 0.76171(16) 0.13666(17) 0.0545(5) Uani 1 1 d . . . P1 P 0.22356(5) 0.30762(3) 0.30429(3) 0.03179(10) Uani 1 1 d . . . C1 C 0.1614(3) 0.79563(19) 0.33203(19) 0.0559(6) Uani 1 1 d . . . C2 C 0.3906(2) 0.73489(16) 0.22233(15) 0.0431(4) Uani 1 1 d . . . C4 C 0.2172(2) 0.52697(15) 0.12255(17) 0.0436(4) Uani 1 1 d . . . C3 C 0.4525(2) 0.50814(17) 0.21280(19) 0.0493(5) Uani 1 1 d . . . C6 C 0.2881(2) 0.58766(18) 0.40132(17) 0.0510(5) Uani 1 1 d . . . C7 C 0.3267(4) 0.6086(2) 0.5012(2) 0.0764(8) Uani 1 1 d . . . H7A H 0.3533 0.5384 0.5537 0.115 Uiso 1 1 calc R . . H7B H 0.2430 0.6400 0.5302 0.115 Uiso 1 1 calc R . . H7C H 0.4084 0.6608 0.4831 0.115 Uiso 1 1 calc R . . C9 C -0.0176(3) 0.7146(2) 0.1202(3) 0.0752(9) Uani 1 1 d . . . C10 C -0.0827(4) 0.7611(4) 0.0231(4) 0.1135(17) Uani 1 1 d . . . H10 H -0.1674 0.7276 0.0125 0.136 Uiso 1 1 calc R . . C11 C -0.0245(5) 0.8539(4) -0.0553(4) 0.1206(18) Uani 1 1 d . . . H11 H -0.0688 0.8845 -0.1194 0.145 Uiso 1 1 calc R . . C12 C 0.1021(4) 0.9029(3) -0.0394(3) 0.0905(10) Uani 1 1 d . . . H12 H 0.1452 0.9663 -0.0924 0.109 Uiso 1 1 calc R . . C13 C 0.1620(3) 0.8552(2) 0.0570(2) 0.0633(6) Uani 1 1 d . . . H13 H 0.2459 0.8890 0.0683 0.076 Uiso 1 1 calc R . . C14 C 0.27600(19) 0.23406(14) 0.43988(14) 0.0348(3) Uani 1 1 d . . . C15 C 0.4032(2) 0.16997(17) 0.46116(16) 0.0433(4) Uani 1 1 d . . . H15 H 0.4642 0.1613 0.4046 0.052 Uiso 1 1 calc R . . C16 C 0.4405(2) 0.11892(19) 0.56534(18) 0.0517(5) Uani 1 1 d . . . H16 H 0.5257 0.0758 0.5784 0.062 Uiso 1 1 calc R . . C17 C 0.3521(3) 0.13164(19) 0.64975(17) 0.0541(5) Uani 1 1 d . . . H17 H 0.3767 0.0963 0.7199 0.065 Uiso 1 1 calc R . . C18 C 0.2273(3) 0.1967(2) 0.63037(17) 0.0577(5) Uani 1 1 d . . . H18 H 0.1677 0.2054 0.6875 0.069 Uiso 1 1 calc R . . C19 C 0.1897(2) 0.24939(18) 0.52580(16) 0.0479(4) Uani 1 1 d . . . H19 H 0.1066 0.2951 0.5131 0.057 Uiso 1 1 calc R . . C20 C 0.32386(18) 0.23238(14) 0.22303(13) 0.0338(3) Uani 1 1 d . . . C21 C 0.3058(2) 0.11532(15) 0.25114(15) 0.0403(4) Uani 1 1 d . . . H21 H 0.2455 0.0756 0.3123 0.048 Uiso 1 1 calc R . . C22 C 0.3767(2) 0.05803(17) 0.18878(17) 0.0473(4) Uani 1 1 d . . . H22 H 0.3640 -0.0198 0.2083 0.057 Uiso 1 1 calc R . . C23 C 0.4663(2) 0.11630(19) 0.09749(18) 0.0518(5) Uani 1 1 d . . . H23 H 0.5133 0.0777 0.0555 0.062 Uiso 1 1 calc R . . C24 C 0.4859(2) 0.23151(19) 0.06877(17) 0.0515(5) Uani 1 1 d . . . H24 H 0.5467 0.2706 0.0076 0.062 Uiso 1 1 calc R . . C25 C 0.4151(2) 0.28925(16) 0.13098(15) 0.0415(4) Uani 1 1 d . . . H25 H 0.4287 0.3671 0.1110 0.050 Uiso 1 1 calc R . . C26 C 0.03546(19) 0.25512(14) 0.30749(14) 0.0343(3) Uani 1 1 d . . . C27 C -0.0212(2) 0.15567(18) 0.38422(17) 0.0482(5) Uani 1 1 d . . . H27 H 0.0329 0.1167 0.4417 0.058 Uiso 1 1 calc R . . C28 C -0.1578(2) 0.1139(2) 0.37589(19) 0.0571(5) Uani 1 1 d . . . H28 H -0.1939 0.0467 0.4273 0.069 Uiso 1 1 calc R . . C29 C -0.2400(2) 0.17126(19) 0.29204(18) 0.0510(5) Uani 1 1 d . . . H29 H -0.3310 0.1426 0.2862 0.061 Uiso 1 1 calc R . . C30 C -0.1867(2) 0.27116(19) 0.21705(19) 0.0534(5) Uani 1 1 d . . . H30 H -0.2429 0.3112 0.1612 0.064 Uiso 1 1 calc R . . C31 C -0.0498(2) 0.31252(16) 0.22433(16) 0.0458(4) Uani 1 1 d . . . H31 H -0.0144 0.3798 0.1726 0.055 Uiso 1 1 calc R . . C8 C -0.0809(3) 0.6132(2) 0.2077(3) 0.0866(11) Uani 1 1 d . . . H8 H -0.1738 0.5838 0.2076 0.104 Uiso 1 1 calc R . . O1 O 0.1418(2) 0.86666(16) 0.36638(18) 0.0864(7) Uani 1 1 d . . . O2 O 0.50879(18) 0.76622(15) 0.18904(14) 0.0629(4) Uani 1 1 d . . . O4 O 0.1911(2) 0.54697(15) 0.03486(13) 0.0697(5) Uani 1 1 d . . . O3 O 0.57450(19) 0.51795(17) 0.18342(19) 0.0813(6) Uani 1 1 d . . . O6 O 0.30856(19) 0.48802(12) 0.40155(12) 0.0551(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.03789(15) 0.03964(14) 0.05538(17) -0.02677(13) 0.00131(12) -0.00780(10) Fe2 0.03421(14) 0.03217(13) 0.04557(15) -0.01646(11) -0.00159(10) -0.00472(9) S1 0.0398(3) 0.0585(3) 0.1009(5) -0.0502(3) 0.0189(3) -0.0171(2) N1 0.0433(9) 0.0561(10) 0.0828(13) -0.0451(10) -0.0187(9) 0.0136(8) P1 0.0303(2) 0.0304(2) 0.0353(2) -0.01218(17) -0.00164(16) -0.00312(15) C1 0.0542(13) 0.0504(11) 0.0683(14) -0.0320(11) 0.0200(10) -0.0188(9) C2 0.0467(11) 0.0456(10) 0.0436(10) -0.0232(8) -0.0042(8) -0.0063(8) C4 0.0419(10) 0.0342(9) 0.0519(11) -0.0117(8) -0.0021(8) 0.0018(7) C3 0.0406(11) 0.0448(10) 0.0684(13) -0.0263(10) -0.0064(9) -0.0038(8) C6 0.0558(12) 0.0504(11) 0.0505(11) -0.0227(9) 0.0034(9) -0.0193(9) C7 0.109(2) 0.0720(16) 0.0571(14) -0.0316(13) -0.0094(14) -0.0208(15) C9 0.0456(12) 0.0790(17) 0.137(3) -0.0768(19) -0.0378(15) 0.0269(12) C10 0.086(2) 0.123(3) 0.188(5) -0.110(3) -0.088(3) 0.056(2) C11 0.128(3) 0.137(4) 0.142(4) -0.092(3) -0.094(3) 0.082(3) C12 0.109(3) 0.094(2) 0.0818(19) -0.0429(17) -0.0400(18) 0.0511(19) C13 0.0657(15) 0.0648(14) 0.0700(15) -0.0344(13) -0.0218(12) 0.0212(12) C14 0.0341(9) 0.0340(8) 0.0380(8) -0.0141(7) -0.0042(7) -0.0036(6) C15 0.0366(9) 0.0502(10) 0.0467(10) -0.0207(9) -0.0064(8) 0.0019(8) C16 0.0470(11) 0.0533(11) 0.0582(12) -0.0198(10) -0.0206(9) 0.0065(9) C17 0.0685(14) 0.0527(11) 0.0438(10) -0.0164(9) -0.0196(10) -0.0029(10) C18 0.0704(15) 0.0664(14) 0.0407(10) -0.0246(10) -0.0026(10) 0.0026(11) C19 0.0489(11) 0.0537(11) 0.0437(10) -0.0204(9) -0.0044(8) 0.0078(9) C20 0.0316(8) 0.0369(8) 0.0354(8) -0.0151(7) -0.0043(6) -0.0014(6) C21 0.0418(10) 0.0368(9) 0.0440(9) -0.0165(8) -0.0024(8) -0.0019(7) C22 0.0492(11) 0.0425(10) 0.0570(11) -0.0256(9) -0.0048(9) 0.0013(8) C23 0.0509(12) 0.0606(12) 0.0541(11) -0.0343(10) 0.0010(9) 0.0033(9) C24 0.0519(12) 0.0608(12) 0.0437(10) -0.0227(9) 0.0076(9) -0.0072(9) C25 0.0426(10) 0.0406(9) 0.0422(9) -0.0161(8) 0.0002(8) -0.0044(7) C26 0.0304(8) 0.0344(8) 0.0396(8) -0.0149(7) -0.0023(6) -0.0025(6) C27 0.0395(10) 0.0481(10) 0.0475(10) -0.0029(9) -0.0071(8) -0.0095(8) C28 0.0445(12) 0.0591(13) 0.0557(12) -0.0043(10) 0.0018(9) -0.0212(10) C29 0.0317(10) 0.0629(13) 0.0595(12) -0.0222(10) -0.0016(8) -0.0108(8) C30 0.0443(11) 0.0560(12) 0.0585(12) -0.0140(10) -0.0195(9) -0.0021(9) C31 0.0452(11) 0.0391(9) 0.0481(10) -0.0064(8) -0.0103(8) -0.0067(8) C8 0.0317(11) 0.0809(18) 0.177(3) -0.080(2) -0.0217(15) 0.0036(11) O1 0.1050(16) 0.0638(11) 0.1028(15) -0.0560(11) 0.0454(12) -0.0283(10) O2 0.0499(9) 0.0803(11) 0.0659(10) -0.0363(9) 0.0089(8) -0.0228(8) O4 0.0873(13) 0.0664(10) 0.0496(9) -0.0106(8) -0.0162(9) 0.0112(9) O3 0.0378(9) 0.0854(13) 0.1313(18) -0.0534(13) 0.0053(10) -0.0098(8) O6 0.0728(10) 0.0437(7) 0.0507(8) -0.0167(6) -0.0093(7) -0.0132(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 C2 1.765(2) . ? Fe1 C1 1.781(2) . ? Fe1 C6 1.898(2) . ? Fe1 N1 2.064(2) . ? Fe1 S1 2.2368(7) . ? Fe1 Fe2 2.5535(6) . ? Fe2 C4 1.739(2) . ? Fe2 C3 1.783(2) . ? Fe2 O6 2.0117(15) . ? Fe2 P1 2.2587(7) . ? Fe2 S1 2.2762(7) . ? S1 C8 1.816(3) . ? N1 C9 1.355(3) . ? N1 C13 1.354(3) . ? P1 C14 1.8218(18) . ? P1 C26 1.8386(17) . ? P1 C20 1.8392(17) . ? C1 O1 1.139(3) . ? C2 O2 1.148(2) . ? C4 O4 1.151(3) . ? C3 O3 1.137(3) . ? C6 O6 1.262(3) . ? C6 C7 1.512(3) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C9 C10 1.400(5) . ? C9 C8 1.485(5) . ? C10 C11 1.349(6) . ? C10 H10 0.9300 . ? C11 C12 1.384(6) . ? C11 H11 0.9300 . ? C12 C13 1.370(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.387(3) . ? C14 C19 1.394(3) . ? C15 C16 1.381(3) . ? C15 H15 0.9300 . ? C16 C17 1.374(3) . ? C16 H16 0.9300 . ? C17 C18 1.373(3) . ? C17 H17 0.9300 . ? C18 C19 1.389(3) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C25 1.393(3) . ? C20 C21 1.399(2) . ? C21 C22 1.384(3) . ? C21 H21 0.9300 . ? C22 C23 1.383(3) . ? C22 H22 0.9300 . ? C23 C24 1.377(3) . ? C23 H23 0.9300 . ? C24 C25 1.387(3) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C31 1.386(3) . ? C26 C27 1.388(3) . ? C27 C28 1.387(3) . ? C27 H27 0.9300 . ? C28 C29 1.376(3) . ? C28 H28 0.9300 . ? C29 C30 1.374(3) . ? C29 H29 0.9300 . ? C30 C31 1.384(3) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C8 H8 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 C2 Fe1 C1 98.37(9) . . ? C2 Fe1 C6 89.08(9) . . ? C1 Fe1 C6 95.35(11) . . ? C2 Fe1 N1 97.34(9) . . ? C1 Fe1 N1 95.90(10) . . ? C6 Fe1 N1 166.09(8) . . ? C2 Fe1 S1 147.13(6) . . ? C1 Fe1 S1 114.02(7) . . ? C6 Fe1 S1 82.72(6) . . ? N1 Fe1 S1 85.24(6) . . ? C2 Fe1 Fe2 90.99(6) . . ? C1 Fe1 Fe2 162.79(8) . . ? C6 Fe1 Fe2 70.25(6) . . ? N1 Fe1 Fe2 97.21(5) . . ? S1 Fe1 Fe2 56.276(19) . . ? C4 Fe2 C3 90.97(10) . . ? C4 Fe2 O6 170.85(7) . . ? C3 Fe2 O6 88.71(9) . . ? C4 Fe2 P1 95.52(6) . . ? C3 Fe2 P1 101.21(7) . . ? O6 Fe2 P1 93.50(4) . . ? C4 Fe2 S1 96.09(7) . . ? C3 Fe2 S1 155.85(7) . . ? O6 Fe2 S1 80.70(5) . . ? P1 Fe2 S1 101.05(2) . . ? C4 Fe2 Fe1 100.21(6) . . ? C3 Fe2 Fe1 101.23(6) . . ? O6 Fe2 Fe1 70.92(4) . . ? P1 Fe2 Fe1 152.247(18) . . ? S1 Fe2 Fe1 54.815(15) . . ? C8 S1 Fe1 100.73(10) . . ? C8 S1 Fe2 112.34(11) . . ? Fe1 S1 Fe2 68.91(2) . . ? C9 N1 C13 117.5(2) . . ? C9 N1 Fe1 120.5(2) . . ? C13 N1 Fe1 121.98(15) . . ? C14 P1 C26 103.74(8) . . ? C14 P1 C20 104.01(8) . . ? C26 P1 C20 99.44(8) . . ? C14 P1 Fe2 111.47(5) . . ? C26 P1 Fe2 118.31(6) . . ? C20 P1 Fe2 117.89(6) . . ? O1 C1 Fe1 174.7(2) . . ? O2 C2 Fe1 178.52(17) . . ? O4 C4 Fe2 179.05(19) . . ? O3 C3 Fe2 178.0(2) . . ? O6 C6 C7 115.5(2) . . ? O6 C6 Fe1 114.83(15) . . ? C7 C6 Fe1 129.66(18) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C9 C10 120.3(3) . . ? N1 C9 C8 118.0(3) . . ? C10 C9 C8 121.7(3) . . ? C11 C10 C9 121.0(3) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 119.3(3) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C13 C12 C11 118.0(4) . . ? C13 C12 H12 121.0 . . ? C11 C12 H12 121.0 . . ? N1 C13 C12 123.9(3) . . ? N1 C13 H13 118.0 . . ? C12 C13 H13 118.0 . . ? C15 C14 C19 118.39(17) . . ? C15 C14 P1 123.12(14) . . ? C19 C14 P1 118.33(14) . . ? C16 C15 C14 120.83(19) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C17 C16 C15 120.3(2) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C18 C17 C16 119.9(2) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C19 120.3(2) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C18 C19 C14 120.23(19) . . ? C18 C19 H19 119.9 . . ? C14 C19 H19 119.9 . . ? C25 C20 C21 118.16(16) . . ? C25 C20 P1 121.83(13) . . ? C21 C20 P1 119.98(13) . . ? C22 C21 C20 120.68(18) . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C23 C22 C21 120.16(19) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C24 C23 C22 120.00(18) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.04(19) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C24 C25 C20 120.96(18) . . ? C24 C25 H25 119.5 . . ? C20 C25 H25 119.5 . . ? C31 C26 C27 118.17(17) . . ? C31 C26 P1 118.38(14) . . ? C27 C26 P1 123.23(14) . . ? C28 C27 C26 120.60(19) . . ? C28 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? C29 C28 C27 120.44(19) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C30 C29 C28 119.49(19) . . ? C30 C29 H29 120.3 . . ? C28 C29 H29 120.3 . . ? C29 C30 C31 120.28(19) . . ? C29 C30 H30 119.9 . . ? C31 C30 H30 119.9 . . ? C30 C31 C26 120.99(18) . . ? C30 C31 H31 119.5 . . ? C26 C31 H31 119.5 . . ? C9 C8 S1 114.25(17) . . ? C9 C8 H8 122.9 . . ? S1 C8 H8 122.9 . . ? C6 O6 Fe2 103.77(14) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 28.47 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.466 _refine_diff_density_min -0.489 _refine_diff_density_rms 0.058 data_3 _database_code_depnum_ccdc_archive 'CCDC 860438' #TrackingRef 'complex 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 Fe2 N2 O5 S' _chemical_formula_sum 'C16 H10 Fe2 N2 O5 S' _chemical_formula_weight 454.03 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.784(5) _cell_length_b 12.502(7) _cell_length_c 16.016(8) _cell_angle_alpha 90.00 _cell_angle_beta 92.832(6) _cell_angle_gamma 90.00 _cell_volume 1756.6(16) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4382 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 27.55 _exptl_crystal_description blocl _exptl_crystal_colour red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.717 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.800 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.538 _exptl_absorpt_correction_T_max 0.583 _exptl_absorpt_process_details 'SADABS, v2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex-II CCD diffractometer' _diffrn_measurement_method 'Thin slice \f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15226 _diffrn_reflns_av_R_equivalents 0.1472 _diffrn_reflns_av_sigmaI/netI 0.1025 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 28.35 _reflns_number_total 4391 _reflns_number_gt 2740 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, v6.0 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_data_reduction 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0798P)^2^+1.8116P] 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 4391 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1117 _refine_ls_R_factor_gt 0.0654 _refine_ls_wR_factor_ref 0.1879 _refine_ls_wR_factor_gt 0.1545 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 Fe1 Fe 0.75556(7) 0.19741(5) 0.15795(4) 0.0377(2) Uani 1 1 d . . . Fe2 Fe 0.73000(8) 0.40281(6) 0.13961(5) 0.0429(2) Uani 1 1 d . . . S1 S 0.93027(14) 0.31423(10) 0.20183(8) 0.0422(3) Uani 1 1 d . . . N1 N 0.8877(4) 0.1737(3) 0.0594(3) 0.0404(9) Uani 1 1 d . . . O4 O 0.4229(5) 0.4093(4) 0.0614(3) 0.0733(13) Uani 1 1 d . . . C13 C 0.6461(5) 0.2531(4) 0.2521(3) 0.0356(10) Uani 1 1 d . . . N2 N 0.6336(5) 0.3603(4) 0.2437(3) 0.0486(10) Uani 1 1 d . . . C14 C 0.5856(6) 0.2043(5) 0.3200(4) 0.0523(13) Uani 1 1 d . . . H14 H 0.5960 0.1307 0.3267 0.063 Uiso 1 1 calc R . . C17 C 0.5579(6) 0.4191(5) 0.3004(3) 0.0528(14) Uani 1 1 d . . . H17 H 0.5491 0.4927 0.2931 0.063 Uiso 1 1 calc R . . O2 O 0.4575(5) 0.1453(4) 0.0802(3) 0.0645(11) Uani 1 1 d . . . C8 C 1.0246(5) 0.2234(4) 0.0559(3) 0.0426(11) Uani 1 1 d . . . C4 C 0.5427(6) 0.4069(4) 0.0920(3) 0.0498(13) Uani 1 1 d . . . C7 C 1.0785(6) 0.2880(5) 0.1296(3) 0.0501(13) Uani 1 1 d . . . H7A H 1.1179 0.3557 0.1103 0.060 Uiso 1 1 calc R . . H7B H 1.1616 0.2505 0.1591 0.060 Uiso 1 1 calc R . . O1 O 0.8212(5) -0.0002(4) 0.2497(3) 0.0786(13) Uani 1 1 d . . . C2 C 0.5768(6) 0.1643(4) 0.1083(3) 0.0420(11) Uani 1 1 d . . . O5 O 0.8551(6) 0.4224(4) -0.0256(3) 0.0816(15) Uani 1 1 d . . . C1 C 0.8007(6) 0.0766(4) 0.2113(3) 0.0466(12) Uani 1 1 d . . . C16 C 0.4944(7) 0.3716(5) 0.3681(4) 0.0604(16) Uani 1 1 d . . . H16 H 0.4423 0.4118 0.4064 0.072 Uiso 1 1 calc R . . C9 C 1.1127(6) 0.2149(5) -0.0131(4) 0.0554(14) Uani 1 1 d . . . H9 H 1.2057 0.2503 -0.0135 0.067 Uiso 1 1 calc R . . C15 C 0.5109(7) 0.2616(5) 0.3773(4) 0.0579(14) Uani 1 1 d . . . H15 H 0.4707 0.2272 0.4227 0.069 Uiso 1 1 calc R . . C5 C 0.8092(6) 0.4144(5) 0.0400(4) 0.0537(14) Uani 1 1 d . . . O6 O 0.8028(6) 0.6226(4) 0.1928(4) 0.0970(17) Uani 1 1 d . . . C6 C 0.7755(7) 0.5379(5) 0.1727(4) 0.0617(15) Uani 1 1 d . . . C12 C 0.8443(6) 0.1129(4) -0.0076(3) 0.0474(12) Uani 1 1 d . . . H12 H 0.7523 0.0763 -0.0062 0.057 Uiso 1 1 calc R . . C11 C 0.9266(7) 0.1019(5) -0.0770(4) 0.0596(15) Uani 1 1 d . . . H11 H 0.8909 0.0594 -0.1213 0.071 Uiso 1 1 calc R . . C10 C 1.0647(7) 0.1554(6) -0.0803(4) 0.0613(16) Uani 1 1 d . . . H10 H 1.1227 0.1506 -0.1272 0.074 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 0.0377(4) 0.0259(3) 0.0499(4) 0.0004(3) 0.0051(3) 0.0008(3) Fe2 0.0448(4) 0.0264(4) 0.0579(5) 0.0040(3) 0.0045(3) 0.0007(3) S1 0.0391(6) 0.0358(7) 0.0517(7) -0.0031(5) 0.0030(5) -0.0021(5) N1 0.039(2) 0.029(2) 0.053(2) 0.0030(18) 0.0008(17) 0.0046(17) O4 0.056(2) 0.071(3) 0.091(3) 0.017(2) -0.015(2) -0.007(2) C13 0.034(2) 0.028(2) 0.045(3) 0.000(2) 0.0047(18) 0.0020(19) N2 0.044(2) 0.042(3) 0.059(3) -0.005(2) 0.0064(19) 0.005(2) C14 0.054(3) 0.044(3) 0.060(3) 0.004(3) 0.007(3) -0.002(3) C17 0.057(3) 0.041(3) 0.060(3) -0.006(3) 0.004(3) 0.013(3) O2 0.052(2) 0.057(3) 0.084(3) 0.006(2) -0.007(2) -0.011(2) C8 0.039(2) 0.036(3) 0.052(3) -0.002(2) 0.000(2) 0.003(2) C4 0.051(3) 0.037(3) 0.061(3) 0.007(2) 0.006(2) -0.001(2) C7 0.036(2) 0.053(3) 0.062(3) -0.001(3) 0.009(2) -0.002(2) O1 0.088(3) 0.049(3) 0.099(3) 0.023(2) 0.005(3) 0.025(2) C2 0.041(3) 0.031(2) 0.055(3) 0.006(2) 0.004(2) -0.001(2) O5 0.092(3) 0.082(4) 0.073(3) 0.025(3) 0.023(3) 0.018(3) C1 0.049(3) 0.035(3) 0.057(3) 0.001(2) 0.006(2) 0.005(2) C16 0.057(3) 0.067(4) 0.058(4) -0.011(3) 0.012(3) 0.015(3) C9 0.046(3) 0.059(4) 0.062(4) 0.001(3) 0.010(3) 0.004(3) C15 0.056(3) 0.063(4) 0.057(3) -0.001(3) 0.017(3) -0.005(3) C5 0.054(3) 0.041(3) 0.066(4) 0.012(3) 0.001(3) 0.003(3) O6 0.098(4) 0.035(3) 0.156(5) -0.013(3) -0.003(3) -0.015(3) C6 0.058(3) 0.039(3) 0.088(4) 0.007(3) 0.001(3) 0.000(3) C12 0.050(3) 0.037(3) 0.055(3) -0.005(2) -0.002(2) 0.004(2) C11 0.070(4) 0.056(4) 0.052(3) -0.010(3) -0.001(3) 0.015(3) C10 0.052(3) 0.075(4) 0.058(4) -0.003(3) 0.012(3) 0.011(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 C1 1.771(5) . ? Fe1 C2 1.774(5) . ? Fe1 C13 1.956(4) . ? Fe1 N1 2.028(4) . ? Fe1 S1 2.2080(16) . ? Fe1 Fe2 2.5932(16) . ? Fe2 C5 1.777(6) . ? Fe2 C4 1.779(6) . ? Fe2 C6 1.809(7) . ? Fe2 N2 1.979(4) . ? Fe2 S1 2.2673(17) . ? S1 C7 1.813(5) . ? N1 C12 1.354(6) . ? N1 C8 1.357(6) . ? O4 C4 1.139(7) . ? C13 N2 1.351(7) . ? C13 C14 1.376(7) . ? N2 C17 1.366(6) . ? C14 C15 1.359(8) . ? C14 H14 0.9300 . ? C17 C16 1.379(8) . ? C17 H17 0.9300 . ? O2 C2 1.145(6) . ? C8 C9 1.385(7) . ? C8 C7 1.488(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? O1 C1 1.150(6) . ? O5 C5 1.149(6) . ? C16 C15 1.390(9) . ? C16 H16 0.9300 . ? C9 C10 1.358(8) . ? C9 H9 0.9300 . ? C15 H15 0.9300 . ? O6 C6 1.130(7) . ? C12 C11 1.362(8) . ? C12 H12 0.9300 . ? C11 C10 1.389(9) . ? C11 H11 0.9300 . ? C10 H10 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 C1 Fe1 C2 100.9(2) . . ? C1 Fe1 C13 92.2(2) . . ? C2 Fe1 C13 88.3(2) . . ? C1 Fe1 N1 97.3(2) . . ? C2 Fe1 N1 98.3(2) . . ? C13 Fe1 N1 167.07(18) . . ? C1 Fe1 S1 105.97(18) . . ? C2 Fe1 S1 152.03(17) . . ? C13 Fe1 S1 83.07(14) . . ? N1 Fe1 S1 85.92(13) . . ? C1 Fe1 Fe2 156.28(18) . . ? C2 Fe1 Fe2 96.37(17) . . ? C13 Fe1 Fe2 72.04(14) . . ? N1 Fe1 Fe2 96.10(12) . . ? S1 Fe1 Fe2 55.66(5) . . ? C5 Fe2 C4 90.5(3) . . ? C5 Fe2 C6 95.5(3) . . ? C4 Fe2 C6 106.6(3) . . ? C5 Fe2 N2 168.7(2) . . ? C4 Fe2 N2 86.7(2) . . ? C6 Fe2 N2 95.8(2) . . ? C5 Fe2 S1 96.02(18) . . ? C4 Fe2 S1 152.00(18) . . ? C6 Fe2 S1 99.9(2) . . ? N2 Fe2 S1 81.59(14) . . ? C5 Fe2 Fe1 98.45(19) . . ? C4 Fe2 Fe1 98.61(18) . . ? C6 Fe2 Fe1 151.0(2) . . ? N2 Fe2 Fe1 71.17(13) . . ? S1 Fe2 Fe1 53.53(4) . . ? C7 S1 Fe1 100.79(18) . . ? C7 S1 Fe2 112.0(2) . . ? Fe1 S1 Fe2 70.81(6) . . ? C12 N1 C8 116.2(4) . . ? C12 N1 Fe1 123.3(3) . . ? C8 N1 Fe1 120.5(3) . . ? N2 C13 C14 119.1(4) . . ? N2 C13 Fe1 108.5(3) . . ? C14 C13 Fe1 132.4(4) . . ? C13 N2 C17 120.5(4) . . ? C13 N2 Fe2 108.3(3) . . ? C17 N2 Fe2 131.2(4) . . ? C15 C14 C13 121.2(5) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? N2 C17 C16 121.4(5) . . ? N2 C17 H17 119.3 . . ? C16 C17 H17 119.3 . . ? N1 C8 C9 121.9(5) . . ? N1 C8 C7 117.7(4) . . ? C9 C8 C7 120.4(5) . . ? O4 C4 Fe2 179.8(7) . . ? C8 C7 S1 113.2(4) . . ? C8 C7 H7A 108.9 . . ? S1 C7 H7A 108.9 . . ? C8 C7 H7B 108.9 . . ? S1 C7 H7B 108.9 . . ? H7A C7 H7B 107.8 . . ? O2 C2 Fe1 176.0(5) . . ? O1 C1 Fe1 174.9(5) . . ? C17 C16 C15 117.7(5) . . ? C17 C16 H16 121.2 . . ? C15 C16 H16 121.2 . . ? C10 C9 C8 120.8(5) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C14 C15 C16 120.2(5) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? O5 C5 Fe2 177.5(5) . . ? O6 C6 Fe2 179.3(7) . . ? N1 C12 C11 124.2(5) . . ? N1 C12 H12 117.9 . . ? C11 C12 H12 117.9 . . ? C12 C11 C10 118.9(6) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C9 C10 C11 118.0(5) . . ? C9 C10 H10 121.0 . . ? C11 C10 H10 121.0 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.402 _refine_diff_density_min -0.813 _refine_diff_density_rms 0.131 data_4 _database_code_depnum_ccdc_archive 'CCDC 860439' #TrackingRef 'complex 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 Fe2 N2 O5 S' _chemical_formula_sum ' C16 H10 Fe2 N2 O5 S' _chemical_formula_weight 454.03 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0510(19) _cell_length_b 9.2243(19) _cell_length_c 11.929(4) _cell_angle_alpha 101.145(3) _cell_angle_beta 102.516(3) _cell_angle_gamma 107.424(2) _cell_volume 891.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 6120 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 28.29 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.692 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 1.774 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.593 _exptl_absorpt_correction_T_max 0.642 _exptl_absorpt_process_details 'SADABS, v2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex-II CCD diffractometer' _diffrn_measurement_method 'Thin slice \f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8239 _diffrn_reflns_av_R_equivalents 0.0162 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 28.31 _reflns_number_total 4442 _reflns_number_gt 3817 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, v6.0 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_data_reduction 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0387P)^2^+0.2254P] 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 4442 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0286 _refine_ls_R_factor_gt 0.0242 _refine_ls_wR_factor_ref 0.0675 _refine_ls_wR_factor_gt 0.0638 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _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 0.60821(3) 0.71440(2) 0.740218(19) 0.03087(7) Uani 1 1 d . . . Fe2 Fe 0.87931(2) 0.66802(2) 0.80401(2) 0.03401(7) Uani 1 1 d . . . S1 S 0.69445(5) 0.56180(4) 0.62162(3) 0.03404(9) Uani 1 1 d . . . N2 N 0.56896(15) 0.53797(14) 0.81296(11) 0.0312(2) Uani 1 1 d . . . N1 N 0.67872(17) 0.87523(15) 0.65196(12) 0.0390(3) Uani 1 1 d . . . C17 C 0.43199(19) 0.44421(19) 0.82661(15) 0.0384(3) Uani 1 1 d . . . H17 H 0.3367 0.4638 0.8027 0.046 Uiso 1 1 calc R . . O2 O 0.6764(2) 0.94855(16) 0.96673(13) 0.0611(4) Uani 1 1 d . . . O5 O 1.0939(2) 0.92967(18) 0.74154(15) 0.0685(4) Uani 1 1 d . . . C13 C 0.70938(18) 0.51304(17) 0.84531(14) 0.0329(3) Uani 1 1 d . . . C8 C 0.7356(2) 0.84059(19) 0.55839(15) 0.0407(3) Uani 1 1 d . . . C2 C 0.6527(2) 0.85724(19) 0.87942(15) 0.0405(3) Uani 1 1 d . . . C14 C 0.7123(2) 0.3906(2) 0.89746(16) 0.0435(4) Uani 1 1 d . . . H14 H 0.8090 0.3740 0.9227 0.052 Uiso 1 1 calc R . . C7 C 0.7417(2) 0.6791(2) 0.52013(15) 0.0431(4) Uani 1 1 d . . . H7A H 0.8493 0.6888 0.5142 0.052 Uiso 1 1 calc R . . H7B H 0.6656 0.6245 0.4413 0.052 Uiso 1 1 calc R . . O4 O 0.9854(2) 0.83192(19) 1.05868(13) 0.0685(4) Uani 1 1 d . . . O1 O 0.26548(17) 0.6687(2) 0.64906(15) 0.0664(4) Uani 1 1 d . . . C1 C 0.3990(2) 0.6854(2) 0.68102(16) 0.0421(4) Uani 1 1 d . . . C5 C 1.0101(2) 0.8288(2) 0.76511(16) 0.0452(4) Uani 1 1 d . . . O6 O 1.0650(2) 0.4568(2) 0.7914(2) 0.0836(6) Uani 1 1 d . . . C12 C 0.6668(3) 1.0195(2) 0.68037(19) 0.0526(5) Uani 1 1 d . . . H12 H 0.6264 1.0448 0.7439 0.063 Uiso 1 1 calc R . . C4 C 0.9451(2) 0.7712(2) 0.95909(17) 0.0451(4) Uani 1 1 d . . . C6 C 0.9967(2) 0.5430(2) 0.79642(19) 0.0507(4) Uani 1 1 d . . . C16 C 0.4296(2) 0.3201(2) 0.87506(17) 0.0461(4) Uani 1 1 d . . . H16 H 0.3337 0.2551 0.8828 0.055 Uiso 1 1 calc R . . C10 C 0.7715(3) 1.0952(3) 0.5264(2) 0.0692(6) Uani 1 1 d . . . H10 H 0.8040 1.1691 0.4852 0.083 Uiso 1 1 calc R . . C9 C 0.7830(3) 0.9490(2) 0.49464(19) 0.0570(5) Uani 1 1 d . . . H9 H 0.8222 0.9223 0.4307 0.068 Uiso 1 1 calc R . . C15 C 0.5721(3) 0.2939(2) 0.91191(18) 0.0495(4) Uani 1 1 d . . . H15 H 0.5741 0.2119 0.9462 0.059 Uiso 1 1 calc R . . C11 C 0.7113(3) 1.1308(2) 0.6204(2) 0.0661(6) Uani 1 1 d . . . H11 H 0.7008 1.2286 0.6430 0.079 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 0.03497(12) 0.02950(11) 0.03472(12) 0.01477(8) 0.01516(9) 0.01349(9) Fe2 0.02898(11) 0.03591(12) 0.03900(13) 0.01512(9) 0.01285(9) 0.00912(9) S1 0.03766(19) 0.03169(17) 0.03455(19) 0.01082(14) 0.01515(15) 0.01059(14) N2 0.0327(6) 0.0310(6) 0.0347(6) 0.0144(5) 0.0142(5) 0.0116(5) N1 0.0463(7) 0.0334(6) 0.0403(7) 0.0174(5) 0.0141(6) 0.0128(5) C17 0.0342(7) 0.0423(8) 0.0434(9) 0.0178(7) 0.0185(7) 0.0114(6) O2 0.0898(11) 0.0474(7) 0.0482(8) 0.0091(6) 0.0295(8) 0.0236(7) O5 0.0645(9) 0.0602(8) 0.0693(10) 0.0259(7) 0.0273(8) -0.0043(7) C13 0.0339(7) 0.0331(7) 0.0351(7) 0.0130(6) 0.0132(6) 0.0124(6) C8 0.0416(8) 0.0428(8) 0.0369(8) 0.0189(7) 0.0112(7) 0.0091(7) C2 0.0510(9) 0.0367(7) 0.0419(9) 0.0188(7) 0.0201(7) 0.0172(7) C14 0.0488(9) 0.0461(9) 0.0515(10) 0.0266(8) 0.0222(8) 0.0256(8) C7 0.0506(9) 0.0451(8) 0.0360(8) 0.0155(7) 0.0202(7) 0.0123(7) O4 0.0752(10) 0.0702(9) 0.0434(8) 0.0086(7) 0.0100(7) 0.0122(8) O1 0.0471(8) 0.0876(11) 0.0858(11) 0.0476(9) 0.0235(7) 0.0363(8) C1 0.0469(9) 0.0447(8) 0.0489(9) 0.0263(7) 0.0201(8) 0.0237(7) C5 0.0393(8) 0.0467(9) 0.0441(9) 0.0139(7) 0.0139(7) 0.0056(7) O6 0.0575(9) 0.0838(11) 0.1389(17) 0.0460(11) 0.0445(10) 0.0455(9) C12 0.0713(13) 0.0398(9) 0.0564(11) 0.0232(8) 0.0222(10) 0.0246(9) C4 0.0400(8) 0.0436(8) 0.0480(10) 0.0166(7) 0.0115(7) 0.0084(7) C6 0.0348(8) 0.0581(10) 0.0673(12) 0.0268(9) 0.0217(8) 0.0171(8) C16 0.0500(9) 0.0412(8) 0.0531(10) 0.0217(7) 0.0279(8) 0.0101(7) C10 0.0805(15) 0.0602(12) 0.0776(15) 0.0498(12) 0.0263(12) 0.0184(11) C9 0.0636(12) 0.0636(12) 0.0526(11) 0.0361(10) 0.0242(9) 0.0170(10) C15 0.0681(12) 0.0405(8) 0.0587(11) 0.0303(8) 0.0345(10) 0.0241(8) C11 0.0853(16) 0.0420(10) 0.0778(15) 0.0337(10) 0.0219(13) 0.0230(10) _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 1.7887(19) . ? Fe1 C2 1.7895(18) . ? Fe1 N2 1.9649(12) . ? Fe1 N1 2.0112(13) . ? Fe1 S1 2.2269(5) . ? Fe1 Fe2 2.5938(6) . ? Fe2 C4 1.785(2) . ? Fe2 C6 1.790(2) . ? Fe2 C5 1.8080(17) . ? Fe2 C13 1.9839(15) . ? Fe2 S1 2.2604(7) . ? S1 C7 1.8094(16) . ? N2 C17 1.3457(19) . ? N2 C13 1.347(2) . ? N1 C8 1.350(2) . ? N1 C12 1.351(2) . ? C17 C16 1.376(2) . ? C17 H17 0.9300 . ? O2 C2 1.138(2) . ? O5 C5 1.136(2) . ? C13 C14 1.394(2) . ? C8 C9 1.393(2) . ? C8 C7 1.492(2) . ? C14 C15 1.383(2) . ? C14 H14 0.9300 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? O4 C4 1.136(2) . ? O1 C1 1.138(2) . ? O6 C6 1.144(2) . ? C12 C11 1.374(3) . ? C12 H12 0.9300 . ? C16 C15 1.378(3) . ? C16 H16 0.9300 . ? C10 C9 1.369(3) . ? C10 C11 1.375(4) . ? C10 H10 0.9300 . ? C9 H9 0.9300 . ? 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 C1 Fe1 C2 98.98(8) . . ? C1 Fe1 N2 95.41(6) . . ? C2 Fe1 N2 92.55(6) . . ? C1 Fe1 N1 92.48(7) . . ? C2 Fe1 N1 94.99(7) . . ? N2 Fe1 N1 168.11(6) . . ? C1 Fe1 S1 113.12(6) . . ? C2 Fe1 S1 147.83(6) . . ? N2 Fe1 S1 82.76(4) . . ? N1 Fe1 S1 85.97(5) . . ? C1 Fe1 Fe2 163.40(6) . . ? C2 Fe1 Fe2 92.89(6) . . ? N2 Fe1 Fe2 72.37(4) . . ? N1 Fe1 Fe2 98.03(4) . . ? S1 Fe1 Fe2 55.295(17) . . ? C4 Fe2 C6 102.96(9) . . ? C4 Fe2 C5 93.62(8) . . ? C6 Fe2 C5 97.48(9) . . ? C4 Fe2 C13 85.11(7) . . ? C6 Fe2 C13 92.66(7) . . ? C5 Fe2 C13 169.80(8) . . ? C4 Fe2 S1 153.16(6) . . ? C6 Fe2 S1 100.69(7) . . ? C5 Fe2 S1 95.73(6) . . ? C13 Fe2 S1 81.28(5) . . ? C4 Fe2 Fe1 99.55(6) . . ? C6 Fe2 Fe1 150.75(7) . . ? C5 Fe2 Fe1 99.50(6) . . ? C13 Fe2 Fe1 70.81(5) . . ? S1 Fe2 Fe1 54.085(14) . . ? C7 S1 Fe1 100.78(6) . . ? C7 S1 Fe2 111.73(6) . . ? Fe1 S1 Fe2 70.62(2) . . ? C17 N2 C13 121.22(13) . . ? C17 N2 Fe1 131.00(11) . . ? C13 N2 Fe1 107.67(9) . . ? C8 N1 C12 117.09(15) . . ? C8 N1 Fe1 120.77(11) . . ? C12 N1 Fe1 122.11(12) . . ? N2 C17 C16 121.58(16) . . ? N2 C17 H17 119.2 . . ? C16 C17 H17 119.2 . . ? N2 C13 C14 118.74(14) . . ? N2 C13 Fe2 109.14(10) . . ? C14 C13 Fe2 132.12(12) . . ? N1 C8 C9 121.91(17) . . ? N1 C8 C7 118.57(13) . . ? C9 C8 C7 119.48(17) . . ? O2 C2 Fe1 177.87(17) . . ? C15 C14 C13 120.36(16) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C8 C7 S1 113.09(12) . . ? C8 C7 H7A 109.0 . . ? S1 C7 H7A 109.0 . . ? C8 C7 H7B 109.0 . . ? S1 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? O1 C1 Fe1 176.57(17) . . ? O5 C5 Fe2 179.16(19) . . ? N1 C12 C11 123.5(2) . . ? N1 C12 H12 118.3 . . ? C11 C12 H12 118.3 . . ? O4 C4 Fe2 177.58(17) . . ? O6 C6 Fe2 176.52(17) . . ? C17 C16 C15 118.64(15) . . ? C17 C16 H16 120.7 . . ? C15 C16 H16 120.7 . . ? C9 C10 C11 118.86(18) . . ? C9 C10 H10 120.6 . . ? C11 C10 H10 120.6 . . ? C10 C9 C8 119.7(2) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C16 C15 C14 119.42(15) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? C12 C11 C10 119.0(2) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.346 _refine_diff_density_min -0.312 _refine_diff_density_rms 0.058 data_5 _database_code_depnum_ccdc_archive 'CCDC 860440' #TrackingRef 'complex 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H10 Fe2 N2 O6 S' _chemical_formula_sum 'C17 H10 Fe2 N2 O6 S' _chemical_formula_weight 482.04 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' 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 Orthorhombic _symmetry_space_group_name_H-M 'P c c n' _symmetry_space_group_name_Hall '-P 2ab 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 16.518(2) _cell_length_b 18.976(3) _cell_length_c 12.3490(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3870.7(9) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7815 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 25.07 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.654 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1936 _exptl_absorpt_coefficient_mu 1.643 _exptl_absorpt_correction_type Multi-scan' _exptl_absorpt_correction_T_min 0.568 _exptl_absorpt_correction_T_max 0.663 _exptl_absorpt_process_details 'SADABS, v2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex-II CCD diffractometer' _diffrn_measurement_method 'Thin slice \f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34515 _diffrn_reflns_av_R_equivalents 0.0515 _diffrn_reflns_av_sigmaI/netI 0.0278 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 28.30 _reflns_number_total 4818 _reflns_number_gt 3389 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, v6.0 (Bruker AXS, 2004)' _computing_cell_refinement 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_data_reduction 'SAINT, v6.0 (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0665P)^2^+4.8213P] 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 4818 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0742 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_ref 0.1410 _refine_ls_wR_factor_gt 0.1224 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 0.92642(3) 0.53093(3) 0.81129(4) 0.04463(16) Uani 1 1 d . . . Fe2 Fe 0.81420(3) 0.61121(3) 0.73498(4) 0.04079(15) Uani 1 1 d . . . S1 S 0.83071(5) 0.49647(5) 0.69420(7) 0.0404(2) Uani 1 1 d . B . C13 C 0.91022(18) 0.61883(16) 0.6392(3) 0.0351(6) Uani 1 1 d . . . C1 C 0.9960(3) 0.4574(3) 0.8086(4) 0.0662(12) Uani 1 1 d . . . C2 C 0.9824(3) 0.5956(3) 0.8836(4) 0.0658(12) Uani 1 1 d . . . C3 C 0.8740(3) 0.5051(2) 0.9325(4) 0.0574(10) Uani 1 1 d . . . C4 C 0.8445(3) 0.6912(2) 0.7981(3) 0.0569(10) Uani 1 1 d . . . C6 C 0.7430(2) 0.6448(2) 0.6362(3) 0.0542(9) Uani 1 1 d . . . C5 C 0.7384(2) 0.5917(2) 0.8342(3) 0.0538(9) Uani 1 1 d . . . C14 C 0.9231(2) 0.6574(2) 0.5480(3) 0.0544(9) Uani 1 1 d . . . H14 H 0.8841 0.6896 0.5255 0.065 Uiso 1 1 calc R . . C15 C 0.9921(3) 0.6496(3) 0.4893(4) 0.0670(12) Uani 1 1 d . . . H15 H 1.0003 0.6760 0.4268 0.080 Uiso 1 1 calc R . . C16 C 1.0501(3) 0.6018(3) 0.5240(4) 0.0708(13) Uani 1 1 d . . . H16 H 1.0974 0.5951 0.4844 0.085 Uiso 1 1 calc R . . C17 C 1.0368(2) 0.5646(2) 0.6174(4) 0.0589(10) Uani 1 1 d . . . H17 H 1.0757 0.5330 0.6419 0.071 Uiso 1 1 calc R . . N2 N 0.96668(19) 0.57359(18) 0.6751(3) 0.0528(8) Uani 1 1 d . . . O1 O 1.0397(3) 0.4116(2) 0.8069(4) 0.1063(15) Uani 1 1 d . . . O2 O 1.0176(3) 0.6378(2) 0.9294(4) 0.1094(15) Uani 1 1 d . . . O3 O 0.8428(2) 0.4908(2) 1.0109(3) 0.0851(11) Uani 1 1 d . . . O4 O 0.8634(3) 0.7428(2) 0.8373(3) 0.0924(12) Uani 1 1 d . . . O6 O 0.6985(2) 0.6673(2) 0.5760(3) 0.0845(11) Uani 1 1 d . . . O5 O 0.6899(2) 0.5772(2) 0.8955(3) 0.0824(10) Uani 1 1 d . . . C7 C 0.7586(2) 0.4342(2) 0.7534(4) 0.0544(9) Uani 1 1 d . . . H7A H 0.7428 0.4492 0.8255 0.065 Uiso 1 1 calc R A 1 H7B H 0.7104 0.4307 0.7088 0.065 Uiso 1 1 calc R A 1 C8 C 0.8005(4) 0.3663(3) 0.7580(7) 0.0841(9) Uani 0.492(5) 1 d PG B 1 C9 C 0.8006(5) 0.3265(4) 0.6635(6) 0.0841(9) Uani 0.492(5) 1 d PG B 1 H9 H 0.7727 0.3423 0.6028 0.101 Uiso 0.492(5) 1 calc PR B 1 C10 C 0.8425(5) 0.2630(4) 0.6598(5) 0.0841(9) Uani 0.492(5) 1 d PG B 1 H10 H 0.8426 0.2363 0.5966 0.101 Uiso 0.492(5) 1 calc PR B 1 C11 C 0.8842(4) 0.2393(3) 0.7506(7) 0.0841(9) Uani 0.492(5) 1 d PG B 1 H11 H 0.9122 0.1968 0.7481 0.101 Uiso 0.492(5) 1 calc PR B 1 C12 C 0.8840(5) 0.2792(4) 0.8450(6) 0.0841(9) Uani 0.492(5) 1 d PG B 1 H12 H 0.9119 0.2633 0.9058 0.101 Uiso 0.492(5) 1 calc PR B 1 N1 N 0.8422(5) 0.3427(3) 0.8487(6) 0.0841(9) Uani 0.492(5) 1 d PG B 1 C8A C 0.7947(4) 0.3664(3) 0.7743(6) 0.0841(9) Uani 0.508(5) 1 d PG B 2 C9A C 0.8309(5) 0.3320(4) 0.6875(5) 0.0841(9) Uani 0.508(5) 1 d PG B 2 H9A H 0.8279 0.3513 0.6184 0.101 Uiso 0.508(5) 1 calc PR B 2 C10A C 0.8717(5) 0.2689(4) 0.7040(6) 0.0841(9) Uani 0.508(5) 1 d PG B 2 H10A H 0.8960 0.2459 0.6460 0.101 Uiso 0.508(5) 1 calc PR B 2 C11A C 0.8763(4) 0.2401(3) 0.8074(6) 0.0841(9) Uani 0.508(5) 1 d PG B 2 H11A H 0.9036 0.1978 0.8184 0.101 Uiso 0.508(5) 1 calc PR B 2 C12A C 0.8401(5) 0.2745(3) 0.8942(5) 0.0841(9) Uani 0.508(5) 1 d PG B 2 H12A H 0.8431 0.2552 0.9633 0.101 Uiso 0.508(5) 1 calc PR B 2 N1A N 0.7993(4) 0.3376(3) 0.8776(6) 0.0841(9) Uani 0.508(5) 1 d PG B 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 0.0407(3) 0.0489(3) 0.0442(3) 0.0062(2) -0.0043(2) 0.0008(2) Fe2 0.0404(3) 0.0415(3) 0.0405(3) -0.0045(2) -0.0005(2) 0.0049(2) S1 0.0399(4) 0.0392(4) 0.0421(5) -0.0015(3) 0.0030(3) -0.0002(3) C13 0.0357(15) 0.0356(16) 0.0340(16) -0.0004(13) -0.0003(12) -0.0049(12) C1 0.056(2) 0.070(3) 0.072(3) 0.014(2) -0.004(2) 0.013(2) C2 0.065(3) 0.074(3) 0.059(3) 0.014(2) -0.017(2) -0.010(2) C3 0.058(2) 0.063(3) 0.051(2) 0.006(2) -0.0064(19) 0.0018(19) C4 0.066(2) 0.053(2) 0.052(2) -0.0083(19) -0.0019(19) 0.0024(19) C6 0.052(2) 0.054(2) 0.056(2) -0.0015(19) -0.0005(19) 0.0084(18) C5 0.051(2) 0.055(2) 0.056(2) -0.0096(19) 0.0049(18) 0.0086(17) C14 0.060(2) 0.056(2) 0.047(2) 0.0065(18) -0.0040(18) -0.0108(18) C15 0.071(3) 0.078(3) 0.052(2) 0.005(2) 0.007(2) -0.022(2) C16 0.064(3) 0.080(3) 0.068(3) -0.014(2) 0.030(2) -0.022(2) C17 0.0423(19) 0.059(2) 0.075(3) -0.004(2) 0.0089(19) -0.0037(17) N2 0.0471(17) 0.0526(19) 0.059(2) -0.0023(15) 0.0029(14) -0.0054(14) O1 0.095(3) 0.101(3) 0.123(4) 0.019(3) -0.002(3) 0.047(3) O2 0.130(3) 0.099(3) 0.099(3) 0.005(2) -0.046(3) -0.048(3) O3 0.096(2) 0.106(3) 0.053(2) 0.0144(19) 0.0118(19) -0.006(2) O4 0.121(3) 0.067(2) 0.090(3) -0.030(2) -0.012(2) -0.013(2) O6 0.080(2) 0.094(3) 0.080(2) 0.009(2) -0.0240(19) 0.0218(19) O5 0.073(2) 0.096(3) 0.078(2) -0.011(2) 0.0339(18) 0.0036(19) C7 0.0440(19) 0.055(2) 0.064(3) 0.0031(19) 0.0084(17) -0.0103(17) C8 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) C9 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) C10 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) C11 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) C12 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) N1 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) C8A 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) C9A 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) C10A 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) C11A 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) C12A 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) N1A 0.087(2) 0.0618(15) 0.104(3) 0.0179(16) 0.0142(18) -0.0085(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C2 1.778(5) . ? Fe1 C3 1.797(5) . ? Fe1 C1 1.808(5) . ? Fe1 N2 1.981(3) . ? Fe1 S1 2.2400(10) . ? Fe1 Fe2 2.5778(7) . ? Fe2 C4 1.778(4) . ? Fe2 C5 1.790(4) . ? Fe2 C6 1.810(4) . ? Fe2 C13 1.984(3) . ? Fe2 S1 2.2515(10) . ? S1 C7 1.831(4) . ? C13 N2 1.343(5) . ? C13 C14 1.359(5) . ? C1 O1 1.130(6) . ? C2 O2 1.139(6) . ? C3 O3 1.130(5) . ? C4 O4 1.137(5) . ? C6 O6 1.129(5) . ? C5 O5 1.137(5) . ? C14 C15 1.358(6) . ? C14 H14 0.9300 . ? C15 C16 1.388(7) . ? C15 H15 0.9300 . ? C16 C17 1.370(7) . ? C16 H16 0.9300 . ? C17 N2 1.371(5) . ? C17 H17 0.9300 . ? C7 C8A 1.441(6) . ? C7 C8 1.463(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.3900 . ? C8 N1 1.3900 . ? C9 C10 1.3900 . ? C9 H9 0.9300 . ? C10 C11 1.3900 . ? C10 H10 0.9300 . ? C11 C12 1.3900 . ? C11 H11 0.9300 . ? C12 N1 1.3900 . ? C12 H12 0.9300 . ? C8A C9A 1.3900 . ? C8A N1A 1.3900 . ? C9A C10A 1.3900 . ? C9A H9A 0.9300 . ? C10A C11A 1.3900 . ? C10A H10A 0.9300 . ? C11A C12A 1.3900 . ? C11A H11A 0.9300 . ? C12A N1A 1.3900 . ? C12A H12A 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 C2 Fe1 C3 91.1(2) . . ? C2 Fe1 C1 102.2(2) . . ? C3 Fe1 C1 96.4(2) . . ? C2 Fe1 N2 88.26(18) . . ? C3 Fe1 N2 168.51(17) . . ? C1 Fe1 N2 94.95(18) . . ? C2 Fe1 S1 153.24(15) . . ? C3 Fe1 S1 96.81(14) . . ? C1 Fe1 S1 102.21(17) . . ? N2 Fe1 S1 78.95(10) . . ? C2 Fe1 Fe2 98.58(16) . . ? C3 Fe1 Fe2 96.85(13) . . ? C1 Fe1 Fe2 155.02(17) . . ? N2 Fe1 Fe2 71.91(10) . . ? S1 Fe1 Fe2 55.18(3) . . ? C4 Fe2 C5 94.21(19) . . ? C4 Fe2 C6 100.24(19) . . ? C5 Fe2 C6 94.59(19) . . ? C4 Fe2 C13 88.54(17) . . ? C5 Fe2 C13 169.13(16) . . ? C6 Fe2 C13 95.27(16) . . ? C4 Fe2 S1 152.83(15) . . ? C5 Fe2 S1 92.14(13) . . ? C6 Fe2 S1 105.55(13) . . ? C13 Fe2 S1 80.81(9) . . ? C4 Fe2 Fe1 98.17(14) . . ? C5 Fe2 Fe1 97.47(13) . . ? C6 Fe2 Fe1 157.13(13) . . ? C13 Fe2 Fe1 71.71(9) . . ? S1 Fe2 Fe1 54.77(3) . . ? C7 S1 Fe1 112.95(15) . . ? C7 S1 Fe2 117.15(14) . . ? Fe1 S1 Fe2 70.05(3) . . ? N2 C13 C14 120.6(3) . . ? N2 C13 Fe2 108.1(2) . . ? C14 C13 Fe2 131.1(3) . . ? O1 C1 Fe1 179.8(6) . . ? O2 C2 Fe1 179.1(5) . . ? O3 C3 Fe1 177.3(4) . . ? O4 C4 Fe2 179.1(5) . . ? O6 C6 Fe2 178.3(4) . . ? O5 C5 Fe2 177.8(4) . . ? C15 C14 C13 120.9(4) . . ? C15 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C14 C15 C16 119.1(4) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? C17 C16 C15 119.1(4) . . ? C17 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C16 C17 N2 120.6(4) . . ? C16 C17 H17 119.7 . . ? N2 C17 H17 119.7 . . ? C13 N2 C17 119.6(4) . . ? C13 N2 Fe1 108.0(2) . . ? C17 N2 Fe1 132.4(3) . . ? C8A C7 C8 8.8(5) . . ? C8A C7 S1 112.2(4) . . ? C8 C7 S1 106.0(4) . . ? C8A C7 H7A 102.1 . . ? C8 C7 H7A 110.5 . . ? S1 C7 H7A 110.5 . . ? C8A C7 H7B 112.4 . . ? C8 C7 H7B 110.5 . . ? S1 C7 H7B 110.5 . . ? H7A C7 H7B 108.7 . . ? C9 C8 N1 120.0 . . ? C9 C8 C7 116.6(5) . . ? N1 C8 C7 123.4(6) . . ? C10 C9 C8 120.0 . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 120.0 . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C12 C11 C10 120.0 . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 N1 120.0 . . ? C11 C12 H12 120.0 . . ? N1 C12 H12 120.0 . . ? C12 N1 C8 120.0 . . ? C9A C8A N1A 120.0 . . ? C9A C8A C7 117.3(5) . . ? N1A C8A C7 122.5(5) . . ? C10A C9A C8A 120.0 . . ? C10A C9A H9A 120.0 . . ? C8A C9A H9A 120.0 . . ? C11A C10A C9A 120.0 . . ? C11A C10A H10A 120.0 . . ? C9A C10A H10A 120.0 . . ? C10A C11A C12A 120.0 . . ? C10A C11A H11A 120.0 . . ? C12A C11A H11A 120.0 . . ? C11A C12A N1A 120.0 . . ? C11A C12A H12A 120.0 . . ? N1A C12A H12A 120.0 . . ? C12A N1A C8A 120.0 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.538 _refine_diff_density_min -0.614 _refine_diff_density_rms 0.083