# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Nigam P. Rath' _publ_contact_author_email rathn@umsl.edu loop_ _publ_author_name P.Shejwalker N.Rath E.Bauer # Attachment '- e19910t5.cif' data_e19910t5 _database_code_depnum_ccdc_archive 'CCDC 804996' #TrackingRef '- e19910t5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 F6 Fe N4 O6 S2' _chemical_formula_weight 802.59 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 C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 13.7219(17) _cell_length_b 14.5742(17) _cell_length_c 18.219(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.145(5) _cell_angle_gamma 90.00 _cell_volume 3633.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2047 _cell_measurement_theta_min 2.95 _cell_measurement_theta_max 20.80 _exptl_crystal_description irregular _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.467 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1648 _exptl_absorpt_coefficient_mu 0.608 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8400 _exptl_absorpt_correction_T_max 0.9328 _exptl_absorpt_process_details 'twinabs v2008/4' _exptl_special_details ; All H atoms were added in their calculated positions and were treated using appropriate riding models. ; _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' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 53003 _diffrn_reflns_av_R_equivalents 0.094 _diffrn_reflns_av_sigmaI/netI 0.0531 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 26.47 _reflns_number_total 3906 _reflns_number_gt 2861 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Shelx constraints and restraints used: sadi 0.005 s1 o1 s1 o2 s1 o3 s2 o4 s2 o5 s2 o6 sadi 0.005 s1 c31 s2 c32 sadi 0.005 c31 f1 c31 f2 c31 f3 c32 f4 c32 f5 c32 f6 sadi 0.005 s2 f4 s2 f5 s2 f6 sadi c31 o2 c31 o3 sadi 0.005 c8 c13 c10 c14 c12 c15 c23 c28 c25 c29 c27 c30 sadi 0.005 c8 c13 c8 c13' sadi 0.005 c10 c14 c10 c14' flat c22 > c30 sadi 0.005 c3 c2 c3 c4 eadp c20 c19 eadp c3 c4 eadp c29 c28 eadp c11 c12 eadp c14 c14' ; _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^)+(0.0984P)^2^+10.1136P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(7) _refine_ls_number_reflns 3906 _refine_ls_number_parameters 420 _refine_ls_number_restraints 71 _refine_ls_R_factor_all 0.1038 _refine_ls_R_factor_gt 0.0711 _refine_ls_wR_factor_ref 0.1962 _refine_ls_wR_factor_gt 0.1717 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.031 _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 0.82851(8) 0.9972(3) 0.80289(6) 0.0387(3) Uani 1 1 d . B . N2 N 0.8031(10) 0.8797(8) 0.7260(7) 0.037(3) Uani 1 1 d . . . N4 N 0.8046(12) 1.1171(12) 0.7275(8) 0.059(4) Uani 1 1 d . . . N1 N 0.8505(9) 0.8791(5) 0.8757(4) 0.047(3) Uani 1 1 d G . . C1 C 0.8769(10) 0.8743(7) 0.9507(5) 0.068(5) Uani 1 1 d G . . H1A H 0.8965 0.9270 0.9765 0.082 Uiso 1 1 calc R . . C2 C 0.8740(14) 0.7906(8) 0.9872(5) 0.076(7) Uani 1 1 d GD . . H2A H 0.8916 0.7874 1.0374 0.092 Uiso 1 1 calc R . . C3 C 0.8447(15) 0.7119(7) 0.9486(6) 0.123(8) Uani 1 1 d GD . . H3A H 0.8427 0.6559 0.9730 0.148 Uiso 1 1 calc R . . C4 C 0.8183(14) 0.7167(6) 0.8736(6) 0.123(8) Uani 1 1 d GD . . H4A H 0.7987 0.6640 0.8478 0.148 Uiso 1 1 calc R . . C5 C 0.8212(11) 0.8003(7) 0.8372(4) 0.076(5) Uani 1 1 d G . . C6 C 0.822(2) 0.8029(12) 0.7580(10) 0.076(7) Uani 1 1 d . . . H6A H 0.8359 0.7507 0.7312 0.091 Uiso 1 1 calc R . . C7 C 0.7811(9) 0.8751(10) 0.6482(4) 0.060(5) Uani 1 1 d G A . C8 C 0.8582(7) 0.8648(11) 0.6034(7) 0.119(10) Uani 1 1 d GD . . C9 C 0.8401(10) 0.8622(12) 0.5273(7) 0.159(14) Uani 1 1 d G A . H9A H 0.8916 0.8553 0.4973 0.191 Uiso 1 1 calc R . . C10 C 0.7450(12) 0.8698(13) 0.4961(4) 0.113(10) Uani 1 1 d GD . . C11 C 0.6679(9) 0.8801(13) 0.5410(7) 0.133(8) Uani 1 1 d G A . H11A H 0.6043 0.8852 0.5201 0.159 Uiso 1 1 calc R . . C12 C 0.6860(8) 0.8827(12) 0.6170(7) 0.133(8) Uani 1 1 d GD . . C13 C 0.9514(11) 0.9266(13) 0.6153(14) 0.048(6) Uani 0.50 1 d PD A 1 H13A H 0.9790 0.9196 0.6650 0.072 Uiso 0.50 1 calc PR A 1 H13B H 0.9337 0.9896 0.6066 0.072 Uiso 0.50 1 calc PR A 1 H13C H 0.9985 0.9083 0.5817 0.072 Uiso 0.50 1 calc PR A 1 C14 C 0.754(2) 0.8701(18) 0.4106(6) 0.056(5) Uani 0.50 1 d PD A 1 H14A H 0.6901 0.8668 0.3857 0.084 Uiso 0.50 1 calc PR A 1 H14B H 0.7920 0.8182 0.3972 0.084 Uiso 0.50 1 calc PR A 1 H14C H 0.7857 0.9256 0.3967 0.084 Uiso 0.50 1 calc PR A 1 C13' C 0.9531(12) 0.8234(16) 0.6440(13) 0.048(5) Uani 0.50 1 d PD A 2 H13D H 0.9518 0.8335 0.6960 0.072 Uiso 0.50 1 calc PR A 2 H13E H 1.0096 0.8526 0.6265 0.072 Uiso 0.50 1 calc PR A 2 H13F H 0.9557 0.7587 0.6345 0.072 Uiso 0.50 1 calc PR A 2 C14' C 0.678(2) 0.8658(19) 0.4223(9) 0.056(5) Uani 0.50 1 d PD A 2 H14D H 0.7183 0.8580 0.3816 0.084 Uiso 0.50 1 calc PR A 2 H14E H 0.6417 0.9218 0.4162 0.084 Uiso 0.50 1 calc PR A 2 H14F H 0.6338 0.8150 0.4239 0.084 Uiso 0.50 1 calc PR A 2 C15 C 0.5982(9) 0.9179(12) 0.6594(7) 0.076(4) Uani 1 1 d D A . H15A H 0.5379 0.9025 0.6322 0.114 Uiso 1 1 calc R . . H15B H 0.6026 0.9833 0.6650 0.114 Uiso 1 1 calc R . . H15C H 0.6002 0.8896 0.7070 0.114 Uiso 1 1 calc R . . N3 N 0.8463(9) 1.1230(6) 0.8735(4) 0.050(4) Uani 1 1 d G . . C16 C 0.8631(10) 1.1235(7) 0.9497(4) 0.050(4) Uani 1 1 d G . . H16A H 0.8622 1.0688 0.9759 0.060 Uiso 1 1 calc R . . C17 C 0.8813(15) 1.2059(9) 0.9866(4) 0.098(10) Uani 1 1 d G . . H17A H 0.8926 1.2063 1.0376 0.118 Uiso 1 1 calc R . . C18 C 0.8827(15) 1.2877(7) 0.9475(7) 0.128(11) Uani 1 1 d G . . H18A H 0.8949 1.3428 0.9722 0.153 Uiso 1 1 calc R . . C19 C 0.8659(14) 1.2871(7) 0.8713(7) 0.104(6) Uani 1 1 d G . . H19A H 0.8668 1.3418 0.8451 0.125 Uiso 1 1 calc R . . C20 C 0.8476(12) 1.2048(8) 0.8343(4) 0.104(6) Uani 1 1 d G . . C21 C 0.804(2) 1.1899(16) 0.7610(13) 0.081(7) Uani 1 1 d . . . H21A H 0.7722 1.2394 0.7373 0.097 Uiso 1 1 calc R . . C22 C 0.7774(8) 1.1220(8) 0.6503(4) 0.044(4) Uani 1 1 d GD . . C23 C 0.8451(7) 1.1114(10) 0.5978(7) 0.091(6) Uani 1 1 d GD . . C24 C 0.8146(12) 1.1139(11) 0.5234(6) 0.117(9) Uani 1 1 d GD . . H24A H 0.8599 1.1068 0.4882 0.140 Uiso 1 1 calc R . . C25 C 0.7164(13) 1.1268(11) 0.5015(4) 0.098(8) Uani 1 1 d GD . . C26 C 0.6487(8) 1.1374(12) 0.5540(8) 0.22(2) Uani 1 1 d GD . . H26A H 0.5830 1.1460 0.5394 0.261 Uiso 1 1 calc R . . C27 C 0.6792(7) 1.1350(10) 0.6284(6) 0.121(10) Uani 1 1 d GD . . C28 C 0.9549(12) 1.116(2) 0.6282(17) 0.212(14) Uani 1 1 d D . . H28A H 0.9954 1.1277 0.5883 0.318 Uiso 1 1 calc R . . H28B H 0.9735 1.0594 0.6515 0.318 Uiso 1 1 calc R . . H28C H 0.9631 1.1653 0.6634 0.318 Uiso 1 1 calc R . . C29 C 0.688(3) 1.130(2) 0.4164(7) 0.212(14) Uani 1 1 d D . . H29A H 0.6179 1.1316 0.4080 0.318 Uiso 1 1 calc R . . H29B H 0.7124 1.0760 0.3935 0.318 Uiso 1 1 calc R . . H29C H 0.7153 1.1836 0.3956 0.318 Uiso 1 1 calc R . . C30 C 0.6118(10) 1.1706(12) 0.6885(7) 0.086(5) Uani 1 1 d D . . H30A H 0.5452 1.1721 0.6684 0.129 Uiso 1 1 calc R . . H30B H 0.6319 1.2312 0.7037 0.129 Uiso 1 1 calc R . . H30C H 0.6172 1.1302 0.7302 0.129 Uiso 1 1 calc R . . S1 S 1.0667(6) 1.0358(7) 0.8292(4) 0.039(4) Uani 0.358(18) 1 d PD B 1 S2 S 0.6263(7) 0.9607(6) 0.8810(4) 0.034(3) Uani 0.358(18) 1 d PD B 1 S1' S 1.0636(6) 0.9676(8) 0.8314(5) 0.080(4) Uani 0.642(18) 1 d P B 2 S2' S 0.6241(5) 1.0192(11) 0.8839(3) 0.080(5) Uani 0.642(18) 1 d P B 2 O1 O 0.9768(4) 1.0002(12) 0.7867(3) 0.0581(18) Uani 1 1 d D . . O2 O 1.0629(7) 1.0026(13) 0.9067(4) 0.122(5) Uani 1 1 d D . . O3 O 1.1174(16) 1.1232(8) 0.8110(12) 0.134(7) Uani 1 1 d D . . F1 F 1.2392(7) 0.9837(19) 0.8294(10) 0.219(10) Uani 1 1 d D B . F2 F 1.1595(8) 1.009(2) 0.7269(7) 0.307(18) Uani 1 1 d D B . F3 F 1.1018(18) 0.8736(13) 0.8209(16) 0.212(11) Uani 1 1 d D B 1 C31 C 1.1532(10) 0.9482(12) 0.7890(9) 0.18(2) Uani 1 1 d D . . O4 O 0.6797(4) 1.0009(11) 0.8196(3) 0.0546(17) Uani 1 1 d D . . O5 O 0.6694(5) 1.0015(12) 0.9514(3) 0.076(2) Uani 1 1 d D . . O6 O 0.5656(15) 0.8753(8) 0.8739(11) 0.150(11) Uani 1 1 d D . . F4 F 0.4711(5) 0.9891(14) 0.7994(5) 0.141(5) Uani 1 1 d D B . F5 F 0.4533(6) 1.0002(17) 0.9114(6) 0.192(8) Uani 1 1 d D B . F6 F 0.5690(18) 1.1260(7) 0.8696(14) 0.194(12) Uani 1 1 d D B 1 C32 C 0.5163(9) 1.0407(10) 0.8603(7) 0.118(9) Uani 1 1 d 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 0.0435(6) 0.0399(6) 0.0323(5) 0.0003(12) -0.0002(5) 0.0010(15) N2 0.057(9) 0.026(6) 0.028(6) -0.004(5) 0.001(6) -0.011(6) N4 0.064(11) 0.073(10) 0.037(8) 0.008(8) -0.012(7) -0.018(9) N1 0.070(9) 0.019(5) 0.050(8) -0.015(5) -0.014(7) 0.002(6) C1 0.082(12) 0.086(13) 0.039(9) 0.021(8) 0.017(8) 0.005(10) C2 0.13(2) 0.054(12) 0.040(11) 0.012(9) -0.009(12) -0.001(12) C3 0.26(2) 0.053(7) 0.054(7) 0.014(6) -0.023(11) 0.012(10) C4 0.26(2) 0.053(7) 0.054(7) 0.014(6) -0.023(11) 0.012(10) C5 0.167(17) 0.023(6) 0.041(7) 0.001(5) 0.025(9) -0.015(8) C6 0.16(2) 0.032(8) 0.031(8) -0.004(6) -0.014(10) -0.015(10) C7 0.086(15) 0.048(10) 0.047(10) -0.025(9) 0.001(10) -0.001(10) C8 0.13(2) 0.18(2) 0.049(11) -0.071(13) 0.025(12) -0.050(17) C9 0.28(4) 0.15(3) 0.052(12) -0.045(14) 0.043(17) -0.10(3) C10 0.23(3) 0.071(14) 0.038(9) -0.031(9) 0.001(12) 0.046(15) C11 0.092(11) 0.22(2) 0.075(10) -0.093(12) -0.045(8) 0.032(12) C12 0.092(11) 0.22(2) 0.075(10) -0.093(12) -0.045(8) 0.032(12) C13 0.034(10) 0.053(13) 0.058(14) 0.009(12) 0.008(10) 0.032(10) C14 0.094(14) 0.057(10) 0.015(6) -0.006(6) -0.007(9) 0.010(12) C13' 0.033(10) 0.054(14) 0.058(13) -0.010(11) 0.007(9) 0.011(10) C14' 0.094(14) 0.057(10) 0.015(6) -0.006(6) -0.007(9) 0.010(12) C15 0.061(8) 0.101(12) 0.063(8) -0.017(8) -0.009(6) 0.002(8) N3 0.067(9) 0.057(8) 0.026(6) -0.019(6) -0.001(6) 0.006(7) C16 0.070(9) 0.034(7) 0.043(8) 0.012(6) -0.026(7) -0.010(7) C17 0.17(3) 0.082(16) 0.044(13) -0.019(11) -0.001(15) -0.025(17) C18 0.27(3) 0.057(11) 0.056(10) -0.020(9) -0.017(14) -0.009(14) C19 0.187(16) 0.054(7) 0.066(8) 0.003(6) -0.041(9) -0.009(8) C20 0.187(16) 0.054(7) 0.066(8) 0.003(6) -0.041(9) -0.009(8) C21 0.121(18) 0.061(12) 0.060(13) 0.004(10) -0.004(11) 0.013(11) C22 0.056(10) 0.041(8) 0.035(8) -0.004(7) 0.003(7) -0.022(8) C23 0.075(12) 0.138(17) 0.060(11) 0.032(11) 0.005(9) 0.027(12) C24 0.18(2) 0.127(18) 0.055(12) 0.042(11) 0.068(14) 0.080(17) C25 0.18(2) 0.053(11) 0.051(10) -0.012(8) -0.047(12) 0.009(13) C26 0.23(3) 0.31(4) 0.095(16) 0.08(2) -0.11(2) -0.20(3) C27 0.070(11) 0.23(3) 0.064(10) 0.078(14) -0.024(9) -0.050(14) C28 0.24(3) 0.24(3) 0.15(2) 0.12(2) 0.000(18) 0.04(2) C29 0.24(3) 0.24(3) 0.15(2) 0.12(2) 0.000(18) 0.04(2) C30 0.085(10) 0.104(12) 0.066(9) 0.019(9) -0.022(8) 0.001(10) S1 0.044(7) 0.030(7) 0.038(5) -0.005(5) -0.026(4) 0.007(5) S2 0.045(6) 0.011(4) 0.047(6) 0.001(5) 0.008(4) 0.010(5) S1' 0.048(5) 0.105(11) 0.087(6) 0.032(6) 0.003(4) 0.010(5) S2' 0.051(4) 0.151(14) 0.040(3) -0.010(6) 0.010(3) 0.015(6) O1 0.038(3) 0.092(5) 0.043(3) -0.010(9) -0.002(3) 0.010(10) O2 0.102(7) 0.199(13) 0.060(6) -0.066(11) -0.024(5) 0.027(14) O3 0.20(2) 0.040(7) 0.164(17) 0.010(8) -0.007(15) -0.012(9) F1 0.063(6) 0.28(3) 0.305(19) -0.08(2) -0.033(8) 0.071(13) F2 0.094(8) 0.72(5) 0.113(9) 0.11(3) 0.049(7) 0.02(3) F3 0.18(2) 0.154(19) 0.29(3) 0.007(18) -0.085(19) 0.030(16) C31 0.045(8) 0.38(7) 0.117(17) 0.06(3) 0.000(10) 0.005(15) O4 0.044(3) 0.077(5) 0.043(3) 0.008(8) 0.006(2) -0.016(8) O5 0.079(5) 0.111(7) 0.039(3) 0.013(9) 0.007(3) 0.031(10) O6 0.27(3) 0.080(12) 0.112(15) 0.012(10) 0.108(18) 0.015(15) F4 0.066(5) 0.258(16) 0.096(6) -0.033(13) -0.007(5) -0.067(11) F5 0.083(6) 0.38(2) 0.125(8) 0.08(2) 0.058(6) 0.063(18) F6 0.27(3) 0.075(11) 0.25(3) -0.012(13) 0.13(2) 0.030(14) C32 0.052(8) 0.20(3) 0.108(14) 0.022(14) 0.036(9) 0.034(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 2.077(6) . ? Fe1 O4 2.087(6) . ? Fe1 N1 2.181(8) . ? Fe1 N2 2.224(11) . ? Fe1 N4 2.233(15) . ? Fe1 N3 2.242(8) . ? N2 C6 1.28(2) . ? N2 C7 1.430(14) . ? N4 C21 1.22(3) . ? N4 C22 1.430(16) . ? N1 C1 1.3900 . ? N1 C5 1.3900 . ? C1 C2 1.3900 . ? C1 H1A 0.9300 . ? C2 C3 1.3900 . ? C2 H2A 0.9300 . ? C3 C4 1.3900 . ? C3 H3A 0.9300 . ? C4 C5 1.3900 . ? C4 H4A 0.9300 . ? C5 C6 1.444(19) . ? C6 H6A 0.9300 . ? C7 C8 1.3900 . ? C7 C12 1.3900 . ? C8 C9 1.3900 . ? C8 C13 1.566(8) . ? C8 C13' 1.572(8) . ? C9 C10 1.3900 . ? C9 H9A 0.9300 . ? C10 C11 1.3900 . ? C10 C14 1.572(8) . ? C10 C14' 1.573(8) . ? C11 C12 1.3900 . ? C11 H11A 0.9300 . ? C12 C15 1.564(7) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C13' H13D 0.9600 . ? C13' H13E 0.9600 . ? C13' H13F 0.9600 . ? C14' H14D 0.9600 . ? C14' H14E 0.9600 . ? C14' H14F 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? N3 C16 1.3900 . ? N3 C20 1.3900 . ? C16 C17 1.3900 . ? C16 H16A 0.9300 . ? C17 C18 1.3900 . ? C17 H17A 0.9300 . ? C18 C19 1.3900 . ? C18 H18A 0.9300 . ? C19 C20 1.3900 . ? C19 H19A 0.9300 . ? C20 C21 1.44(3) . ? C21 H21A 0.9300 . ? C22 C23 1.3900 . ? C22 C27 1.3900 . ? C23 C24 1.3900 . ? C23 C28 1.570(8) . ? C24 C25 1.3900 . ? C24 H24A 0.9300 . ? C25 C26 1.3900 . ? C25 C29 1.573(8) . ? C26 C27 1.3900 . ? C26 H26A 0.9300 . ? C27 C30 1.572(7) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? S1 O2 1.496(6) . ? S1 O1 1.501(6) . ? S1 O3 1.501(6) . ? S1 C31 1.924(17) . ? S2 O5 1.497(6) . ? S2 O6 1.498(7) . ? S2 O4 1.500(6) . ? S2 C32 1.923(17) . ? S1' O2 1.463(13) . ? S1' O1 1.473(10) . ? S1' C31 1.525(19) . ? S2' O5 1.364(9) . ? S2' O4 1.467(9) . ? S2' C32 1.542(15) . ? F1 C31 1.440(9) . ? F2 C31 1.443(9) . ? F3 C31 1.441(9) . ? F4 C32 1.443(9) . ? F5 C32 1.442(9) . ? F6 C32 1.443(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O4 177.3(7) . . ? O1 Fe1 N1 90.5(5) . . ? O4 Fe1 N1 91.5(5) . . ? O1 Fe1 N2 92.1(5) . . ? O4 Fe1 N2 90.1(5) . . ? N1 Fe1 N2 77.5(4) . . ? O1 Fe1 N4 89.9(6) . . ? O4 Fe1 N4 88.2(6) . . ? N1 Fe1 N4 179.3(5) . . ? N2 Fe1 N4 101.9(3) . . ? O1 Fe1 N3 89.9(5) . . ? O4 Fe1 N3 87.8(5) . . ? N1 Fe1 N3 107.0(2) . . ? N2 Fe1 N3 175.1(4) . . ? N4 Fe1 N3 73.6(5) . . ? C6 N2 C7 115.6(12) . . ? C6 N2 Fe1 111.7(10) . . ? C7 N2 Fe1 132.3(9) . . ? C21 N4 C22 115.8(17) . . ? C21 N4 Fe1 112.2(14) . . ? C22 N4 Fe1 131.3(12) . . ? C1 N1 C5 120.0 . . ? C1 N1 Fe1 130.8(4) . . ? C5 N1 Fe1 108.8(5) . . ? N1 C1 C2 120.0 . . ? N1 C1 H1A 120.0 . . ? C2 C1 H1A 120.0 . . ? C1 C2 C3 120.0 . . ? C1 C2 H2A 120.0 . . ? C3 C2 H2A 120.0 . . ? C4 C3 C2 120.0 . . ? C4 C3 H3A 120.0 . . ? C2 C3 H3A 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C4 C5 N1 120.0 . . ? C4 C5 C6 120.2(9) . . ? N1 C5 C6 117.4(9) . . ? N2 C6 C5 117.5(14) . . ? N2 C6 H6A 121.3 . . ? C5 C6 H6A 121.3 . . ? C8 C7 C12 120.0 . . ? C8 C7 N2 118.2(11) . . ? C12 C7 N2 121.8(11) . . ? C9 C8 C7 120.0 . . ? C9 C8 C13 103.9(13) . . ? C7 C8 C13 120.3(12) . . ? C9 C8 C13' 122.8(12) . . ? C7 C8 C13' 113.8(12) . . ? C13 C8 C13' 61.0(13) . . ? C8 C9 C10 120.0 . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? C9 C10 C11 120.0 . . ? C9 C10 C14 105.4(14) . . ? C11 C10 C14 134.5(14) . . ? C9 C10 C14' 144.9(14) . . ? C11 C10 C14' 94.9(14) . . ? C14 C10 C14' 40.1(14) . . ? C12 C11 C10 120.0 . . ? C12 C11 H11A 120.0 . . ? C10 C11 H11A 120.0 . . ? C11 C12 C7 120.0 . . ? C11 C12 C15 114.4(10) . . ? C7 C12 C15 123.9(9) . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C8 C13' H13D 109.5 . . ? C8 C13' H13E 109.5 . . ? H13D C13' H13E 109.5 . . ? C8 C13' H13F 109.5 . . ? H13D C13' H13F 109.5 . . ? H13E C13' H13F 109.5 . . ? C10 C14' H14D 109.5 . . ? C10 C14' H14E 109.5 . . ? H14D C14' H14E 109.5 . . ? C10 C14' H14F 109.5 . . ? H14D C14' H14F 109.5 . . ? H14E C14' H14F 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C16 N3 C20 120.0 . . ? C16 N3 Fe1 125.5(5) . . ? C20 N3 Fe1 114.3(5) . . ? C17 C16 N3 120.0 . . ? C17 C16 H16A 120.0 . . ? N3 C16 H16A 120.0 . . ? C16 C17 C18 120.0 . . ? C16 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C19 C18 C17 120.0 . . ? C19 C18 H18A 120.0 . . ? C17 C18 H18A 120.0 . . ? C20 C19 C18 120.0 . . ? C20 C19 H19A 120.0 . . ? C18 C19 H19A 120.0 . . ? C19 C20 N3 120.0 . . ? C19 C20 C21 128.8(11) . . ? N3 C20 C21 109.1(11) . . ? N4 C21 C20 125(2) . . ? N4 C21 H21A 117.5 . . ? C20 C21 H21A 117.5 . . ? C23 C22 C27 120.0 . . ? C23 C22 N4 122.1(12) . . ? C27 C22 N4 117.9(11) . . ? C22 C23 C24 120.0 . . ? C22 C23 C28 115.1(15) . . ? C24 C23 C28 123.8(15) . . ? C25 C24 C23 120.0 . . ? C25 C24 H24A 120.0 . . ? C23 C24 H24A 120.0 . . ? C26 C25 C24 120.0 . . ? C26 C25 C29 122.9(18) . . ? C24 C25 C29 117.1(18) . . ? C25 C26 C27 120.0 . . ? C25 C26 H26A 120.0 . . ? C27 C26 H26A 120.0 . . ? C26 C27 C22 120.0 . . ? C26 C27 C30 121.4(10) . . ? C22 C27 C30 116.9(10) . . ? C23 C28 H28A 109.5 . . ? C23 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C23 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O2 S1 O1 107.0(7) . . ? O2 S1 O3 122.1(13) . . ? O1 S1 O3 123.8(12) . . ? O2 S1 C31 102.1(8) . . ? O1 S1 C31 94.7(7) . . ? O3 S1 C31 99.8(8) . . ? O5 S2 O6 126.0(12) . . ? O5 S2 O4 107.5(7) . . ? O6 S2 O4 123.9(10) . . ? O5 S2 C32 100.6(7) . . ? O6 S2 C32 93.6(8) . . ? O4 S2 C32 92.0(7) . . ? O2 S1' O1 110.3(7) . . ? O2 S1' C31 126.8(8) . . ? O1 S1' C31 115.4(8) . . ? O5 S2' O4 117.2(7) . . ? O5 S2' C32 131.0(7) . . ? O4 S2' C32 111.0(6) . . ? S1' O1 S1 39.1(3) . . ? S1' O1 Fe1 132.5(7) . . ? S1 O1 Fe1 135.3(6) . . ? S1' O2 S1 39.3(3) . . ? F1 C31 F3 118(2) . . ? F1 C31 F2 95.0(14) . . ? F3 C31 F2 147(2) . . ? F1 C31 S1' 109.6(12) . . ? F3 C31 S1' 60.0(11) . . ? F2 C31 S1' 112.4(10) . . ? F1 C31 S1 94.2(11) . . ? F3 C31 S1 90.7(12) . . ? F2 C31 S1 88.1(10) . . ? S1' C31 S1 30.9(5) . . ? S2' O4 S2 33.5(5) . . ? S2' O4 Fe1 133.8(5) . . ? S2 O4 Fe1 129.4(7) . . ? S2' O5 S2 34.4(5) . . ? F5 C32 F4 92.2(10) . . ? F5 C32 F6 126.6(17) . . ? F4 C32 F6 136.4(17) . . ? F5 C32 S2' 110.2(9) . . ? F4 C32 S2' 117.3(10) . . ? F6 C32 S2' 71.3(9) . . ? F5 C32 S2 97.1(8) . . ? F4 C32 S2 97.1(8) . . ? F6 C32 S2 96.8(8) . . ? S2' C32 S2 25.7(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 O1 Fe1 N2 C6 83.8(16) . . . . ? O4 Fe1 N2 C6 -97.7(16) . . . . ? N1 Fe1 N2 C6 -6.2(15) . . . . ? N4 Fe1 N2 C6 174.2(17) . . . . ? N3 Fe1 N2 C6 -162(5) . . . . ? O1 Fe1 N2 C7 -88.0(14) . . . . ? O4 Fe1 N2 C7 90.5(14) . . . . ? N1 Fe1 N2 C7 -178.0(15) . . . . ? N4 Fe1 N2 C7 2.4(12) . . . . ? N3 Fe1 N2 C7 26(7) . . . . ? O1 Fe1 N4 C21 -96.2(18) . . . . ? O4 Fe1 N4 C21 82.0(19) . . . . ? N1 Fe1 N4 C21 140(49) . . . . ? N2 Fe1 N4 C21 172(2) . . . . ? N3 Fe1 N4 C21 -6.3(18) . . . . ? O1 Fe1 N4 C22 93.8(15) . . . . ? O4 Fe1 N4 C22 -88.0(15) . . . . ? N1 Fe1 N4 C22 -30(51) . . . . ? N2 Fe1 N4 C22 1.7(13) . . . . ? N3 Fe1 N4 C22 -176.3(16) . . . . ? O1 Fe1 N1 C1 86.0(10) . . . . ? O4 Fe1 N1 C1 -92.2(10) . . . . ? N2 Fe1 N1 C1 178.0(10) . . . . ? N4 Fe1 N1 C1 -150(50) . . . . ? N3 Fe1 N1 C1 -4.0(9) . . . . ? O1 Fe1 N1 C5 -101.8(7) . . . . ? O4 Fe1 N1 C5 80.0(7) . . . . ? N2 Fe1 N1 C5 -9.7(7) . . . . ? N4 Fe1 N1 C5 22(50) . . . . ? N3 Fe1 N1 C5 168.2(7) . . . . ? C5 N1 C1 C2 0.0 . . . . ? Fe1 N1 C1 C2 171.5(10) . . . . ? N1 C1 C2 C3 0.0 . . . . ? C1 C2 C3 C4 0.0 . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 N1 0.0 . . . . ? C3 C4 C5 C6 162.0(18) . . . . ? C1 N1 C5 C4 0.0 . . . . ? Fe1 N1 C5 C4 -173.2(8) . . . . ? C1 N1 C5 C6 -162.4(18) . . . . ? Fe1 N1 C5 C6 24.3(16) . . . . ? C7 N2 C6 C5 -165.3(17) . . . . ? Fe1 N2 C6 C5 21(3) . . . . ? C4 C5 C6 N2 164.9(16) . . . . ? N1 C5 C6 N2 -33(3) . . . . ? C6 N2 C7 C8 -77.7(19) . . . . ? Fe1 N2 C7 C8 93.8(14) . . . . ? C6 N2 C7 C12 103.8(19) . . . . ? Fe1 N2 C7 C12 -84.6(15) . . . . ? C12 C7 C8 C9 0.0 . . . . ? N2 C7 C8 C9 -178.5(12) . . . . ? C12 C7 C8 C13 131.1(15) . . . . ? N2 C7 C8 C13 -47.4(16) . . . . ? C12 C7 C8 C13' -159.7(15) . . . . ? N2 C7 C8 C13' 21.7(16) . . . . ? C7 C8 C9 C10 0.0 . . . . ? C13 C8 C9 C10 -137.9(12) . . . . ? C13' C8 C9 C10 157.9(16) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C14 176.6(15) . . . . ? C8 C9 C10 C14' -174(3) . . . . ? C9 C10 C11 C12 0.0 . . . . ? C14 C10 C11 C12 -175(2) . . . . ? C14' C10 C11 C12 176.6(15) . . . . ? C10 C11 C12 C7 0.0 . . . . ? C10 C11 C12 C15 165.9(15) . . . . ? C8 C7 C12 C11 0.0 . . . . ? N2 C7 C12 C11 178.5(13) . . . . ? C8 C7 C12 C15 -164.5(16) . . . . ? N2 C7 C12 C15 14.0(17) . . . . ? O1 Fe1 N3 C16 -93.5(9) . . . . ? O4 Fe1 N3 C16 87.9(9) . . . . ? N1 Fe1 N3 C16 -3.0(8) . . . . ? N2 Fe1 N3 C16 153(5) . . . . ? N4 Fe1 N3 C16 176.6(10) . . . . ? O1 Fe1 N3 C20 81.2(7) . . . . ? O4 Fe1 N3 C20 -97.5(7) . . . . ? N1 Fe1 N3 C20 171.7(7) . . . . ? N2 Fe1 N3 C20 -33(6) . . . . ? N4 Fe1 N3 C20 -8.7(7) . . . . ? C20 N3 C16 C17 0.0 . . . . ? Fe1 N3 C16 C17 174.4(9) . . . . ? N3 C16 C17 C18 0.0 . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C20 0.0 . . . . ? C18 C19 C20 N3 0.0 . . . . ? C18 C19 C20 C21 162(2) . . . . ? C16 N3 C20 C19 0.0 . . . . ? Fe1 N3 C20 C19 -175.0(8) . . . . ? C16 N3 C20 C21 -165.0(18) . . . . ? Fe1 N3 C20 C21 20.0(16) . . . . ? C22 N4 C21 C20 -166(2) . . . . ? Fe1 N4 C21 C20 22(3) . . . . ? C19 C20 C21 N4 167.1(19) . . . . ? N3 C20 C21 N4 -30(3) . . . . ? C21 N4 C22 C23 108(2) . . . . ? Fe1 N4 C22 C23 -82.0(15) . . . . ? C21 N4 C22 C27 -74(2) . . . . ? Fe1 N4 C22 C27 96.1(15) . . . . ? C27 C22 C23 C24 0.0 . . . . ? N4 C22 C23 C24 178.0(13) . . . . ? C27 C22 C23 C28 168.7(15) . . . . ? N4 C22 C23 C28 -13.3(18) . . . . ? C22 C23 C24 C25 0.0 . . . . ? C28 C23 C24 C25 -167.6(17) . . . . ? C23 C24 C25 C26 0.0 . . . . ? C23 C24 C25 C29 179.4(15) . . . . ? C24 C25 C26 C27 0.0 . . . . ? C29 C25 C26 C27 -179.3(16) . . . . ? C25 C26 C27 C22 0.0 . . . . ? C25 C26 C27 C30 164.4(13) . . . . ? C23 C22 C27 C26 0.0 . . . . ? N4 C22 C27 C26 -178.1(12) . . . . ? C23 C22 C27 C30 -165.1(12) . . . . ? N4 C22 C27 C30 16.8(15) . . . . ? O2 S1' O1 S1 62.4(8) . . . . ? C31 S1' O1 S1 -89.6(13) . . . . ? O2 S1' O1 Fe1 -51.2(17) . . . . ? C31 S1' O1 Fe1 156.8(11) . . . . ? O2 S1 O1 S1' -58.2(8) . . . . ? O3 S1 O1 S1' 151.0(18) . . . . ? C31 S1 O1 S1' 45.9(9) . . . . ? O2 S1 O1 Fe1 48.0(17) . . . . ? O3 S1 O1 Fe1 -102.7(15) . . . . ? C31 S1 O1 Fe1 152.2(13) . . . . ? O4 Fe1 O1 S1' 113(6) . . . . ? N1 Fe1 O1 S1' -24.9(13) . . . . ? N2 Fe1 O1 S1' -102.4(13) . . . . ? N4 Fe1 O1 S1' 155.7(14) . . . . ? N3 Fe1 O1 S1' 82.0(13) . . . . ? O4 Fe1 O1 S1 57(6) . . . . ? N1 Fe1 O1 S1 -80.1(14) . . . . ? N2 Fe1 O1 S1 -157.6(14) . . . . ? N4 Fe1 O1 S1 100.5(14) . . . . ? N3 Fe1 O1 S1 26.8(14) . . . . ? O1 S1' O2 S1 -62.3(8) . . . . ? C31 S1' O2 S1 85.7(15) . . . . ? O1 S1 O2 S1' 58.4(8) . . . . ? O3 S1 O2 S1' -150.2(17) . . . . ? C31 S1 O2 S1' -40.3(8) . . . . ? O2 S1' C31 F1 -10(2) . . . . ? O1 S1' C31 F1 137.0(17) . . . . ? O2 S1' C31 F3 102.4(19) . . . . ? O1 S1' C31 F3 -111.1(18) . . . . ? O2 S1' C31 F2 -114(2) . . . . ? O1 S1' C31 F2 32.7(19) . . . . ? O2 S1' C31 S1 -73.1(12) . . . . ? O1 S1' C31 S1 73.5(9) . . . . ? O2 S1 C31 F1 -72.2(15) . . . . ? O1 S1 C31 F1 179.3(14) . . . . ? O3 S1 C31 F1 53.8(16) . . . . ? O2 S1 C31 F3 46.1(15) . . . . ? O1 S1 C31 F3 -62.4(15) . . . . ? O3 S1 C31 F3 172.2(11) . . . . ? O2 S1 C31 F2 -167.1(12) . . . . ? O1 S1 C31 F2 84.4(12) . . . . ? O3 S1 C31 F2 -41.1(15) . . . . ? O2 S1 C31 S1' 50.0(8) . . . . ? O1 S1 C31 S1' -58.5(8) . . . . ? O3 S1 C31 S1' 176.1(14) . . . . ? O5 S2' O4 S2 72.0(12) . . . . ? C32 S2' O4 S2 -98.5(16) . . . . ? O5 S2' O4 Fe1 -26(2) . . . . ? C32 S2' O4 Fe1 163.2(11) . . . . ? O5 S2 O4 S2' -54.0(7) . . . . ? O6 S2 O4 S2' 143.5(18) . . . . ? C32 S2 O4 S2' 47.8(9) . . . . ? O5 S2 O4 Fe1 58.5(14) . . . . ? O6 S2 O4 Fe1 -104.1(14) . . . . ? C32 S2 O4 Fe1 160.2(10) . . . . ? O1 Fe1 O4 S2' -72(6) . . . . ? N1 Fe1 O4 S2' 65.3(16) . . . . ? N2 Fe1 O4 S2' 142.8(16) . . . . ? N4 Fe1 O4 S2' -115.3(16) . . . . ? N3 Fe1 O4 S2' -41.7(16) . . . . ? O1 Fe1 O4 S2 -117(6) . . . . ? N1 Fe1 O4 S2 20.4(12) . . . . ? N2 Fe1 O4 S2 97.9(12) . . . . ? N4 Fe1 O4 S2 -160.2(12) . . . . ? N3 Fe1 O4 S2 -86.5(12) . . . . ? O4 S2' O5 S2 -68.6(12) . . . . ? C32 S2' O5 S2 100(2) . . . . ? O6 S2 O5 S2' -139.7(18) . . . . ? O4 S2 O5 S2' 58.2(8) . . . . ? C32 S2 O5 S2' -37.4(9) . . . . ? O5 S2' C32 F5 -27(2) . . . . ? O4 S2' C32 F5 141.7(15) . . . . ? O5 S2' C32 F4 -130.8(18) . . . . ? O4 S2' C32 F4 38.0(18) . . . . ? O5 S2' C32 F6 96(2) . . . . ? O4 S2' C32 F6 -95.2(16) . . . . ? O5 S2' C32 S2 -89.7(19) . . . . ? O4 S2' C32 S2 79.1(11) . . . . ? O5 S2 C32 F5 -78.5(12) . . . . ? O6 S2 C32 F5 49.2(13) . . . . ? O4 S2 C32 F5 173.3(11) . . . . ? O5 S2 C32 F4 -171.6(9) . . . . ? O6 S2 C32 F4 -44.0(11) . . . . ? O4 S2 C32 F4 80.2(9) . . . . ? O5 S2 C32 F6 49.9(13) . . . . ? O6 S2 C32 F6 177.5(9) . . . . ? O4 S2 C32 F6 -58.4(12) . . . . ? O5 S2 C32 S2' 44.4(7) . . . . ? O6 S2 C32 S2' 172.0(13) . . . . ? O4 S2 C32 S2' -63.8(8) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.562 _refine_diff_density_min -0.321 _refine_diff_density_rms 0.081 # Attachment '- e23810.cif' data_e23810 _database_code_depnum_ccdc_archive 'CCDC 804997' #TrackingRef '- e23810.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H38.50 Cl2 F6 Fe N4 O6.25 S2' _chemical_formula_weight 920.07 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.7666(3) _cell_length_b 12.5610(4) _cell_length_c 15.2293(5) _cell_angle_alpha 90.052(2) _cell_angle_beta 98.549(2) _cell_angle_gamma 91.483(2) _cell_volume 2036.01(11) _cell_formula_units_Z 2 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 9938 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 26.33 _exptl_crystal_description rectangular _exptl_crystal_colour orange _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 945 _exptl_absorpt_coefficient_mu 0.680 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8157 _exptl_absorpt_correction_T_max 0.9332 _exptl_absorpt_process_details 'sadabs v2008/1' _exptl_special_details ; All H atoms were added in their calculated positions and were treated using appropriate riding models. ; _diffrn_ambient_temperature 213(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 47261 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 26.51 _reflns_number_total 8321 _reflns_number_gt 6472 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Shelx restraints used: sadi 0.008 c34 f4 c34 f5 c34 f6 c34 f4' c34 f5' c34 f6' sadi 0.005 c1s cl1 c1s cl2 isor s2 > o5' simu s2 > o5' delu s2 > o5' ; _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^)+(0.0594P)^2^+2.1513P] 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 8321 _refine_ls_number_parameters 553 _refine_ls_number_restraints 125 _refine_ls_R_factor_all 0.0644 _refine_ls_R_factor_gt 0.0464 _refine_ls_wR_factor_ref 0.1329 _refine_ls_wR_factor_gt 0.1191 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.80795(3) 0.19545(3) 0.80331(2) 0.02804(11) Uani 1 1 d . D . S1 S 0.66172(7) 0.31926(6) 0.94408(5) 0.03627(17) Uani 1 1 d . . . F1 F 0.4283(2) 0.2601(2) 0.89769(18) 0.0790(7) Uani 1 1 d . . . F2 F 0.4673(2) 0.4232(2) 0.87133(17) 0.0821(7) Uani 1 1 d . . . F3 F 0.4594(2) 0.3729(2) 1.00460(17) 0.0857(8) Uani 1 1 d . . . O1 O 0.67731(18) 0.28811(16) 0.85420(12) 0.0384(5) Uani 1 1 d . . . O2 O 0.6760(2) 0.23429(19) 1.00656(14) 0.0504(6) Uani 1 1 d . . . O3 O 0.7221(3) 0.4180(2) 0.97183(17) 0.0618(7) Uani 1 1 d . . . O4 O 0.93951(18) 0.09625(16) 0.76193(13) 0.0386(5) Uani 1 1 d . . . O6 O 1.0446(3) 0.0041(3) 0.88874(18) 0.0796(9) Uani 1 1 d . . . N1 N 0.9554(2) 0.25284(18) 0.91097(14) 0.0317(5) Uani 1 1 d . . . N2 N 0.89051(19) 0.33966(17) 0.74592(14) 0.0286(5) Uani 1 1 d . . . N4 N 0.66244(19) 0.14254(17) 0.69085(14) 0.0292(5) Uani 1 1 d . . . N3 N 0.7135(2) 0.05465(18) 0.85578(15) 0.0325(5) Uani 1 1 d . . . C1 C 0.9880(3) 0.2160(3) 0.99257(19) 0.0406(7) Uani 1 1 d . D . H1A H 0.9425 0.1572 1.0107 0.049 Uiso 1 1 calc R . . C2 C 1.0857(3) 0.2598(3) 1.05245(19) 0.0430(7) Uani 1 1 d . . . H2A H 1.1053 0.2314 1.1098 0.052 Uiso 1 1 calc R D . C3 C 1.1526(3) 0.3443(3) 1.0267(2) 0.0470(8) Uani 1 1 d . D . H3A H 1.2191 0.3756 1.0660 0.056 Uiso 1 1 calc R . . C4 C 1.1213(3) 0.3836(3) 0.9420(2) 0.0462(8) Uani 1 1 d . . . H4A H 1.1667 0.4416 0.9225 0.055 Uiso 1 1 calc R D . C5 C 1.0225(3) 0.3363(2) 0.88667(17) 0.0326(6) Uani 1 1 d . D . C6 C 0.9831(3) 0.3788(2) 0.79807(19) 0.0365(6) Uani 1 1 d . D . H6A H 1.0281 0.4374 0.7790 0.044 Uiso 1 1 calc R . . C7 C 0.8581(2) 0.3956(2) 0.66299(17) 0.0306(6) Uani 1 1 d . D . C8 C 0.7881(3) 0.4879(2) 0.66292(18) 0.0346(6) Uani 1 1 d . . . C9 C 0.7583(3) 0.5398(3) 0.5824(2) 0.0433(7) Uani 1 1 d . D . H9A H 0.7106 0.6017 0.5796 0.052 Uiso 1 1 calc R . . C10 C 0.7976(3) 0.5020(3) 0.5063(2) 0.0483(8) Uani 1 1 d . . . H10A H 0.7758 0.5380 0.4523 0.058 Uiso 1 1 calc R D . C11 C 0.8683(3) 0.4121(3) 0.5086(2) 0.0430(7) Uani 1 1 d . D . H11A H 0.8950 0.3876 0.4564 0.052 Uiso 1 1 calc R . . C12 C 0.9006(3) 0.3570(2) 0.58752(18) 0.0346(6) Uani 1 1 d . . . C13 C 0.7480(3) 0.5291(3) 0.7473(2) 0.0431(7) Uani 1 1 d . D . H13A H 0.7091 0.4698 0.7759 0.052 Uiso 1 1 calc R . . H13B H 0.8237 0.5522 0.7875 0.052 Uiso 1 1 calc R . . C14 C 0.6588(4) 0.6191(4) 0.7379(3) 0.0754(13) Uani 1 1 d . . . H14A H 0.6987 0.6811 0.7149 0.113 Uiso 1 1 calc R D . H14B H 0.6358 0.6361 0.7954 0.113 Uiso 1 1 calc R . . H14C H 0.5839 0.5986 0.6971 0.113 Uiso 1 1 calc R . . C15 C 0.9824(3) 0.2607(2) 0.5937(2) 0.0412(7) Uani 1 1 d . D . H15A H 0.9390 0.2026 0.6208 0.049 Uiso 1 1 calc R . . H15B H 1.0603 0.2779 0.6338 0.049 Uiso 1 1 calc R . . C16 C 1.0166(4) 0.2207(3) 0.5068(2) 0.0555(9) Uani 1 1 d . . . H16A H 0.9405 0.2054 0.4656 0.083 Uiso 1 1 calc R D . H16B H 1.0643 0.1563 0.5173 0.083 Uiso 1 1 calc R . . H16C H 1.0669 0.2747 0.4819 0.083 Uiso 1 1 calc R . . C17 C 0.7351(3) 0.0087(3) 0.9348(2) 0.0442(7) Uani 1 1 d . D . H17A H 0.8055 0.0323 0.9747 0.053 Uiso 1 1 calc R . . C18 C 0.6598(3) -0.0717(3) 0.9615(2) 0.0534(8) Uani 1 1 d . . . H18A H 0.6784 -0.1014 1.0184 0.064 Uiso 1 1 calc R D . C19 C 0.5582(4) -0.1074(3) 0.9044(3) 0.0685(12) Uani 1 1 d . D . H19A H 0.5044 -0.1613 0.9212 0.082 Uiso 1 1 calc R . . C20 C 0.5361(3) -0.0630(3) 0.8213(3) 0.0661(11) Uani 1 1 d . . . H20A H 0.4682 -0.0878 0.7797 0.079 Uiso 1 1 calc R D . C21 C 0.6138(3) 0.0181(2) 0.7997(2) 0.0385(6) Uani 1 1 d . D . C22 C 0.5937(3) 0.0668(2) 0.71204(19) 0.0388(7) Uani 1 1 d . D . H22A H 0.5272 0.0408 0.6698 0.047 Uiso 1 1 calc R . . C23 C 0.6406(2) 0.1768(2) 0.59962(17) 0.0319(6) Uani 1 1 d . D . C24 C 0.6904(3) 0.1180(3) 0.53627(19) 0.0382(6) Uani 1 1 d . . . C25 C 0.6697(3) 0.1539(3) 0.4490(2) 0.0504(8) Uani 1 1 d . D . H25A H 0.7017 0.1155 0.4047 0.061 Uiso 1 1 calc R . . C26 C 0.6035(3) 0.2442(3) 0.4264(2) 0.0556(9) Uani 1 1 d . . . H26A H 0.5911 0.2674 0.3672 0.067 Uiso 1 1 calc R D . C27 C 0.5556(3) 0.3005(3) 0.4900(2) 0.0484(8) Uani 1 1 d . D . H27A H 0.5103 0.3622 0.4736 0.058 Uiso 1 1 calc R . . C28 C 0.5722(3) 0.2686(2) 0.57827(19) 0.0366(6) Uani 1 1 d . . . C29 C 0.7639(3) 0.0185(3) 0.5583(2) 0.0438(7) Uani 1 1 d . D . H29A H 0.8336 0.0177 0.5236 0.053 Uiso 1 1 calc R . . H29B H 0.8000 0.0205 0.6213 0.053 Uiso 1 1 calc R . . C30 C 0.6859(4) -0.0824(3) 0.5397(4) 0.0813(14) Uani 1 1 d . . . H30A H 0.6190 -0.0838 0.5759 0.122 Uiso 1 1 calc R D . H30B H 0.7386 -0.1434 0.5538 0.122 Uiso 1 1 calc R . . H30C H 0.6499 -0.0850 0.4774 0.122 Uiso 1 1 calc R . . C31 C 0.5135(3) 0.3291(2) 0.6456(2) 0.0431(7) Uani 1 1 d . D . H31A H 0.5078 0.4040 0.6280 0.052 Uiso 1 1 calc R . . H31B H 0.5679 0.3258 0.7031 0.052 Uiso 1 1 calc R . . C32 C 0.3832(3) 0.2863(3) 0.6561(3) 0.0564(9) Uani 1 1 d . . . H32A H 0.3304 0.2844 0.5986 0.085 Uiso 1 1 calc R D . H32B H 0.3466 0.3323 0.6960 0.085 Uiso 1 1 calc R . . H32C H 0.3893 0.2149 0.6804 0.085 Uiso 1 1 calc R . . C33 C 0.4948(3) 0.3454(3) 0.9284(2) 0.0543(9) Uani 1 1 d . . . C34 C 1.1525(5) 0.0279(5) 0.7534(3) 0.134(3) Uani 1 1 d D . . C1S C 0.1820(3) 0.6893(5) 0.8011(5) 0.126(2) Uani 1 1 d D . . H1S1 H 0.1662 0.6756 0.8619 0.151 Uiso 1 1 calc R A 1 H1S2 H 0.1974 0.7661 0.7961 0.151 Uiso 1 1 calc R A 1 Cl1 Cl 0.05158(13) 0.65644(10) 0.73223(9) 0.0885(4) Uani 1 1 d D B 1 Cl2 Cl 0.3132(2) 0.6282(3) 0.78717(14) 0.2052(15) Uani 1 1 d D B 1 O1S O 0.2807(8) 0.5461(7) 0.7370(5) 0.0354(18) Uani 0.25 1 d P C 3 S2 S 1.01029(13) 0.00526(10) 0.79741(6) 0.0460(3) Uani 0.897(3) 1 d PU D 1 F4 F 1.201(2) 0.1287(12) 0.771(2) 0.150(8) Uani 0.239(14) 1 d PDU D 1 F6 F 1.2592(10) -0.0034(16) 0.8068(9) 0.088(5) Uani 0.239(14) 1 d PDU D 1 O5 O 1.009(2) -0.0903(18) 0.722(2) 0.123(10) Uani 0.239(14) 1 d PU D 1 S2' S 1.0617(12) 0.0491(10) 0.8087(6) 0.0460(3) Uani 0.103(3) 1 d PU D 2 F5 F 1.1715(15) 0.067(2) 0.6736(10) 0.150(8) Uani 0.239(14) 1 d PDU D 2 F4' F 1.2001(9) 0.1222(7) 0.7923(8) 0.200(6) Uani 0.761(14) 1 d PDU D 3 F5' F 1.1239(8) 0.0229(8) 0.6636(3) 0.173(5) Uani 0.761(14) 1 d PDU D 3 F6' F 1.2196(8) -0.0642(7) 0.7655(7) 0.143(4) Uani 0.761(14) 1 d PDU D 3 O5' O 0.9552(9) -0.0917(5) 0.7639(5) 0.101(2) Uani 0.761(14) 1 d PU D 3 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 0.02736(19) 0.0290(2) 0.02622(19) 0.00487(14) -0.00036(14) -0.00329(15) S1 0.0365(4) 0.0363(4) 0.0366(4) 0.0007(3) 0.0083(3) -0.0037(3) F1 0.0447(12) 0.0919(18) 0.0979(18) 0.0014(14) 0.0061(11) -0.0197(12) F2 0.0797(16) 0.0797(17) 0.0891(17) 0.0258(14) 0.0130(13) 0.0374(13) F3 0.0755(16) 0.109(2) 0.0826(17) 0.0013(14) 0.0414(13) 0.0296(14) O1 0.0384(11) 0.0436(12) 0.0337(10) 0.0016(9) 0.0058(8) 0.0044(9) O2 0.0568(14) 0.0529(14) 0.0432(12) 0.0122(10) 0.0116(10) 0.0062(11) O3 0.0722(17) 0.0532(15) 0.0589(15) -0.0122(12) 0.0106(13) -0.0244(13) O4 0.0382(11) 0.0410(12) 0.0371(10) 0.0097(9) 0.0056(8) 0.0092(9) O6 0.089(2) 0.096(2) 0.0526(15) 0.0333(15) 0.0028(14) 0.0313(17) N1 0.0302(11) 0.0327(12) 0.0305(11) 0.0038(9) -0.0007(9) -0.0017(9) N2 0.0277(11) 0.0286(11) 0.0290(11) 0.0065(9) 0.0021(9) 0.0007(9) N4 0.0256(10) 0.0308(12) 0.0299(11) 0.0019(9) -0.0002(8) 0.0006(9) N3 0.0338(12) 0.0315(12) 0.0315(11) 0.0047(9) 0.0026(9) -0.0025(9) C1 0.0427(16) 0.0442(17) 0.0328(14) 0.0078(12) -0.0003(12) -0.0076(13) C2 0.0429(16) 0.0539(19) 0.0296(14) 0.0030(13) -0.0035(12) 0.0007(14) C3 0.0432(17) 0.055(2) 0.0373(16) -0.0026(14) -0.0109(13) -0.0086(15) C4 0.0444(17) 0.0458(18) 0.0435(17) 0.0051(14) -0.0067(13) -0.0149(14) C5 0.0331(14) 0.0313(14) 0.0314(13) 0.0035(11) -0.0007(11) -0.0027(11) C6 0.0366(15) 0.0318(15) 0.0387(15) 0.0098(12) -0.0011(12) -0.0081(12) C7 0.0268(12) 0.0331(14) 0.0303(13) 0.0094(11) -0.0007(10) -0.0037(11) C8 0.0314(14) 0.0346(15) 0.0365(14) 0.0075(12) 0.0012(11) -0.0011(11) C9 0.0420(16) 0.0396(17) 0.0471(17) 0.0157(13) 0.0017(13) 0.0059(13) C10 0.0526(19) 0.054(2) 0.0371(16) 0.0210(14) 0.0029(14) 0.0043(15) C11 0.0448(17) 0.0511(19) 0.0341(15) 0.0113(13) 0.0094(12) 0.0014(14) C12 0.0307(13) 0.0376(16) 0.0353(14) 0.0078(12) 0.0050(11) -0.0033(11) C13 0.0436(16) 0.0433(17) 0.0411(16) 0.0034(13) 0.0009(13) 0.0061(14) C14 0.090(3) 0.082(3) 0.054(2) -0.001(2) 0.004(2) 0.049(2) C15 0.0402(16) 0.0427(17) 0.0422(16) 0.0071(13) 0.0101(13) 0.0053(13) C16 0.059(2) 0.056(2) 0.057(2) 0.0077(17) 0.0238(17) 0.0084(17) C17 0.0527(18) 0.0415(17) 0.0357(15) 0.0093(13) 0.0001(13) -0.0098(14) C18 0.063(2) 0.052(2) 0.0461(18) 0.0217(15) 0.0125(16) -0.0042(17) C19 0.053(2) 0.076(3) 0.075(3) 0.037(2) 0.0065(19) -0.0242(19) C20 0.0438(19) 0.079(3) 0.069(2) 0.029(2) -0.0081(17) -0.0284(18) C21 0.0281(13) 0.0421(17) 0.0438(16) 0.0104(13) 0.0020(12) -0.0057(12) C22 0.0293(14) 0.0443(17) 0.0390(15) 0.0053(13) -0.0053(11) -0.0097(12) C23 0.0245(12) 0.0396(15) 0.0291(13) 0.0047(11) -0.0034(10) -0.0047(11) C24 0.0293(14) 0.0496(18) 0.0343(14) 0.0001(13) 0.0007(11) -0.0025(12) C25 0.0400(17) 0.078(2) 0.0331(15) -0.0018(15) 0.0054(13) -0.0002(16) C26 0.0466(18) 0.083(3) 0.0354(16) 0.0188(17) 0.0019(14) 0.0033(18) C27 0.0373(16) 0.057(2) 0.0476(18) 0.0194(15) -0.0054(13) 0.0008(14) C28 0.0289(13) 0.0397(16) 0.0385(15) 0.0055(12) -0.0035(11) -0.0046(12) C29 0.0357(15) 0.0517(19) 0.0438(17) -0.0091(14) 0.0048(13) 0.0022(14) C30 0.051(2) 0.054(2) 0.138(4) -0.025(3) 0.012(2) 0.0003(18) C31 0.0392(16) 0.0395(17) 0.0477(17) 0.0027(13) -0.0036(13) 0.0057(13) C32 0.0459(19) 0.059(2) 0.066(2) -0.0038(18) 0.0135(16) 0.0055(16) C33 0.0485(19) 0.058(2) 0.059(2) 0.0074(17) 0.0164(16) 0.0103(17) C34 0.096(4) 0.172(7) 0.156(7) 0.095(6) 0.070(5) 0.090(5) C1S 0.130(5) 0.100(4) 0.138(6) -0.032(4) -0.012(4) 0.002(4) Cl1 0.1040(9) 0.0776(8) 0.0817(8) 0.0073(6) 0.0080(7) -0.0053(7) Cl2 0.1583(19) 0.367(4) 0.1062(14) 0.069(2) 0.0483(14) 0.141(3) O1S 0.047(5) 0.043(5) 0.019(3) 0.009(3) 0.011(3) 0.021(4) S2 0.0526(7) 0.0399(7) 0.0456(5) 0.0127(4) 0.0054(4) 0.0128(6) F4 0.053(7) 0.221(17) 0.194(13) 0.129(13) 0.073(9) 0.018(8) F6 0.041(6) 0.109(12) 0.110(10) -0.018(8) -0.016(6) 0.045(6) O5 0.098(15) 0.065(11) 0.19(2) -0.046(14) -0.029(15) 0.034(10) S2' 0.0526(7) 0.0399(7) 0.0456(5) 0.0127(4) 0.0054(4) 0.0128(6) F5 0.053(7) 0.221(17) 0.194(13) 0.129(13) 0.073(9) 0.018(8) F4' 0.091(4) 0.229(9) 0.263(12) 0.127(7) -0.025(6) -0.055(5) F5' 0.212(8) 0.233(9) 0.117(4) 0.093(4) 0.133(5) 0.158(7) F6' 0.108(5) 0.159(6) 0.180(7) 0.068(6) 0.062(5) 0.096(5) O5' 0.153(7) 0.037(3) 0.106(4) 0.003(2) -0.001(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 O4 2.076(2) . ? Fe1 O1 2.083(2) . ? Fe1 N1 2.212(2) . ? Fe1 N3 2.225(2) . ? Fe1 N4 2.231(2) . ? Fe1 N2 2.233(2) . ? S1 O3 1.420(2) . ? S1 O2 1.427(2) . ? S1 O1 1.458(2) . ? S1 C33 1.817(4) . ? F1 C33 1.319(4) . ? F2 C33 1.318(4) . ? F3 C33 1.322(4) . ? O4 S2 1.450(2) . ? O4 S2' 1.533(10) . ? O6 S2' 1.380(10) . ? O6 S2 1.385(3) . ? N1 C1 1.327(3) . ? N1 C5 1.341(4) . ? N2 C6 1.267(3) . ? N2 C7 1.447(3) . ? N4 C22 1.262(4) . ? N4 C23 1.442(3) . ? N3 C17 1.326(4) . ? N3 C21 1.339(4) . ? C1 C2 1.387(4) . ? C1 H1A 0.9400 . ? C2 C3 1.359(5) . ? C2 H2A 0.9400 . ? C3 C4 1.378(4) . ? C3 H3A 0.9400 . ? C4 C5 1.377(4) . ? C4 H4A 0.9400 . ? C5 C6 1.459(4) . ? C6 H6A 0.9400 . ? C7 C12 1.390(4) . ? C7 C8 1.400(4) . ? C8 C9 1.389(4) . ? C8 C13 1.510(4) . ? C9 C10 1.379(5) . ? C9 H9A 0.9400 . ? C10 C11 1.376(5) . ? C10 H10A 0.9400 . ? C11 C12 1.390(4) . ? C11 H11A 0.9400 . ? C12 C15 1.510(4) . ? C13 C14 1.496(5) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 C16 1.514(4) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 H16C 0.9700 . ? C17 C18 1.379(5) . ? C17 H17A 0.9400 . ? C18 C19 1.358(5) . ? C18 H18A 0.9400 . ? C19 C20 1.373(5) . ? C19 H19A 0.9400 . ? C20 C21 1.372(4) . ? C20 H20A 0.9400 . ? C21 C22 1.459(4) . ? C22 H22A 0.9400 . ? C23 C24 1.392(4) . ? C23 C28 1.397(4) . ? C24 C25 1.392(4) . ? C24 C29 1.508(4) . ? C25 C26 1.372(5) . ? C25 H25A 0.9400 . ? C26 C27 1.367(5) . ? C26 H26A 0.9400 . ? C27 C28 1.390(4) . ? C27 H27A 0.9400 . ? C28 C31 1.498(4) . ? C29 C30 1.505(5) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C30 H30C 0.9700 . ? C31 C32 1.520(5) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C32 H32C 0.9700 . ? C34 F5 1.352(7) . ? C34 F5' 1.357(6) . ? C34 F4 1.367(7) . ? C34 F6 1.371(6) . ? C34 F4' 1.377(6) . ? C34 F6' 1.378(5) . ? C34 S2' 1.411(11) . ? C34 S2 1.777(6) . ? C1S Cl1 1.665(4) . ? C1S Cl2 1.666(4) . ? C1S H1S1 0.9800 . ? C1S H1S2 0.9800 . ? S2 O5 1.65(2) . ? 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 O4 Fe1 O1 175.44(8) . . ? O4 Fe1 N1 88.16(8) . . ? O1 Fe1 N1 89.84(8) . . ? O4 Fe1 N3 89.64(8) . . ? O1 Fe1 N3 87.01(8) . . ? N1 Fe1 N3 106.84(8) . . ? O4 Fe1 N4 91.56(8) . . ? O1 Fe1 N4 90.61(8) . . ? N1 Fe1 N4 177.55(8) . . ? N3 Fe1 N4 75.59(8) . . ? O4 Fe1 N2 92.69(8) . . ? O1 Fe1 N2 90.81(8) . . ? N1 Fe1 N2 76.17(8) . . ? N3 Fe1 N2 176.26(8) . . ? N4 Fe1 N2 101.41(8) . . ? O3 S1 O2 116.74(15) . . ? O3 S1 O1 113.65(14) . . ? O2 S1 O1 114.01(13) . . ? O3 S1 C33 105.12(17) . . ? O2 S1 C33 104.44(16) . . ? O1 S1 C33 100.52(15) . . ? S1 O1 Fe1 133.10(12) . . ? S2 O4 Fe1 136.58(13) . . ? S2' O4 Fe1 133.5(4) . . ? C1 N1 C5 117.0(2) . . ? C1 N1 Fe1 130.20(19) . . ? C5 N1 Fe1 112.80(17) . . ? C6 N2 C7 115.5(2) . . ? C6 N2 Fe1 111.77(18) . . ? C7 N2 Fe1 132.69(16) . . ? C22 N4 C23 116.9(2) . . ? C22 N4 Fe1 112.41(18) . . ? C23 N4 Fe1 130.56(17) . . ? C17 N3 C21 116.8(2) . . ? C17 N3 Fe1 130.0(2) . . ? C21 N3 Fe1 112.87(18) . . ? N1 C1 C2 123.4(3) . . ? N1 C1 H1A 118.3 . . ? C2 C1 H1A 118.3 . . ? C3 C2 C1 118.8(3) . . ? C3 C2 H2A 120.6 . . ? C1 C2 H2A 120.6 . . ? C2 C3 C4 119.0(3) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C5 C4 C3 118.8(3) . . ? C5 C4 H4A 120.6 . . ? C3 C4 H4A 120.6 . . ? N1 C5 C4 123.0(3) . . ? N1 C5 C6 116.7(2) . . ? C4 C5 C6 120.3(3) . . ? N2 C6 C5 122.3(3) . . ? N2 C6 H6A 118.8 . . ? C5 C6 H6A 118.8 . . ? C12 C7 C8 122.9(2) . . ? C12 C7 N2 118.7(2) . . ? C8 C7 N2 118.4(2) . . ? C9 C8 C7 117.1(3) . . ? C9 C8 C13 121.8(3) . . ? C7 C8 C13 121.1(2) . . ? C10 C9 C8 121.0(3) . . ? C10 C9 H9A 119.5 . . ? C8 C9 H9A 119.5 . . ? C11 C10 C9 120.6(3) . . ? C11 C10 H10A 119.7 . . ? C9 C10 H10A 119.7 . . ? C10 C11 C12 120.7(3) . . ? C10 C11 H11A 119.6 . . ? C12 C11 H11A 119.6 . . ? C7 C12 C11 117.7(3) . . ? C7 C12 C15 120.0(2) . . ? C11 C12 C15 122.3(3) . . ? C14 C13 C8 116.7(3) . . ? C14 C13 H13A 108.1 . . ? C8 C13 H13A 108.1 . . ? C14 C13 H13B 108.1 . . ? C8 C13 H13B 108.1 . . ? H13A C13 H13B 107.3 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 C16 115.9(3) . . ? C12 C15 H15A 108.3 . . ? C16 C15 H15A 108.3 . . ? C12 C15 H15B 108.3 . . ? C16 C15 H15B 108.3 . . ? H15A C15 H15B 107.4 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N3 C17 C18 123.6(3) . . ? N3 C17 H17A 118.2 . . ? C18 C17 H17A 118.2 . . ? C19 C18 C17 119.0(3) . . ? C19 C18 H18A 120.5 . . ? C17 C18 H18A 120.5 . . ? C18 C19 C20 118.4(3) . . ? C18 C19 H19A 120.8 . . ? C20 C19 H19A 120.8 . . ? C21 C20 C19 119.4(3) . . ? C21 C20 H20A 120.3 . . ? C19 C20 H20A 120.3 . . ? N3 C21 C20 122.7(3) . . ? N3 C21 C22 116.3(2) . . ? C20 C21 C22 120.9(3) . . ? N4 C22 C21 122.3(2) . . ? N4 C22 H22A 118.8 . . ? C21 C22 H22A 118.8 . . ? C24 C23 C28 122.4(3) . . ? C24 C23 N4 118.6(2) . . ? C28 C23 N4 118.9(2) . . ? C23 C24 C25 117.4(3) . . ? C23 C24 C29 123.0(3) . . ? C25 C24 C29 119.6(3) . . ? C26 C25 C24 121.3(3) . . ? C26 C25 H25A 119.4 . . ? C24 C25 H25A 119.4 . . ? C27 C26 C25 120.1(3) . . ? C27 C26 H26A 120.0 . . ? C25 C26 H26A 120.0 . . ? C26 C27 C28 121.6(3) . . ? C26 C27 H27A 119.2 . . ? C28 C27 H27A 119.2 . . ? C27 C28 C23 117.2(3) . . ? C27 C28 C31 120.3(3) . . ? C23 C28 C31 122.4(3) . . ? C30 C29 C24 113.3(3) . . ? C30 C29 H29A 108.9 . . ? C24 C29 H29A 108.9 . . ? C30 C29 H29B 108.9 . . ? C24 C29 H29B 108.9 . . ? H29A C29 H29B 107.7 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C28 C31 C32 113.0(3) . . ? C28 C31 H31A 109.0 . . ? C32 C31 H31A 109.0 . . ? C28 C31 H31B 109.0 . . ? C32 C31 H31B 109.0 . . ? H31A C31 H31B 107.8 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? F2 C33 F1 107.8(3) . . ? F2 C33 F3 108.2(3) . . ? F1 C33 F3 108.3(3) . . ? F2 C33 S1 111.2(3) . . ? F1 C33 S1 110.8(2) . . ? F3 C33 S1 110.4(3) . . ? F5 C34 F4 75.3(19) . . ? F5' C34 F4 104.9(17) . . ? F5 C34 F6 114.7(11) . . ? F5' C34 F6 129.0(8) . . ? F4 C34 F6 84.7(17) . . ? F5 C34 F4' 89.2(14) . . ? F5' C34 F4' 118.7(9) . . ? F6 C34 F4' 77.4(10) . . ? F5 C34 F6' 106.2(13) . . ? F5' C34 F6' 97.8(7) . . ? F4 C34 F6' 125.5(14) . . ? F4' C34 F6' 121.0(8) . . ? F5 C34 S2' 132.3(11) . . ? F5' C34 S2' 122.4(6) . . ? F4 C34 S2' 88.2(11) . . ? F6 C34 S2' 107.7(8) . . ? F4' C34 S2' 79.3(8) . . ? F6' C34 S2' 119.5(6) . . ? F5 C34 S2 130.0(8) . . ? F5' C34 S2 107.2(5) . . ? F4 C34 S2 111.9(9) . . ? F6 C34 S2 115.3(8) . . ? F4' C34 S2 104.0(5) . . ? F6' C34 S2 107.2(4) . . ? Cl1 C1S Cl2 117.5(4) . . ? Cl1 C1S H1S1 107.9 . . ? Cl2 C1S H1S1 107.9 . . ? Cl1 C1S H1S2 107.9 . . ? Cl2 C1S H1S2 107.9 . . ? H1S1 C1S H1S2 107.2 . . ? O6 S2 O4 115.85(17) . . ? O6 S2 O5 130.8(12) . . ? O4 S2 O5 111.9(10) . . ? O6 S2 C34 105.4(2) . . ? O4 S2 C34 100.56(18) . . ? O5 S2 C34 76.2(12) . . ? O6 S2' C34 129.7(6) . . ? O6 S2' O4 111.0(8) . . ? C34 S2' O4 115.5(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 O3 S1 O1 Fe1 92.4(2) . . . . ? O2 S1 O1 Fe1 -44.7(2) . . . . ? C33 S1 O1 Fe1 -155.79(19) . . . . ? N1 Fe1 O1 S1 -33.78(18) . . . . ? N3 Fe1 O1 S1 73.09(18) . . . . ? N4 Fe1 O1 S1 148.63(18) . . . . ? N2 Fe1 O1 S1 -109.95(18) . . . . ? N1 Fe1 O4 S2 65.4(2) . . . . ? N3 Fe1 O4 S2 -41.5(2) . . . . ? N4 Fe1 O4 S2 -117.0(2) . . . . ? N2 Fe1 O4 S2 141.4(2) . . . . ? N1 Fe1 O4 S2' 22.9(7) . . . . ? N3 Fe1 O4 S2' -83.9(7) . . . . ? N4 Fe1 O4 S2' -159.5(7) . . . . ? N2 Fe1 O4 S2' 99.0(7) . . . . ? O4 Fe1 N1 C1 -89.1(3) . . . . ? O1 Fe1 N1 C1 86.8(3) . . . . ? N2 Fe1 N1 C1 177.7(3) . . . . ? O4 Fe1 N1 C5 88.94(19) . . . . ? O1 Fe1 N1 C5 -95.16(19) . . . . ? N3 Fe1 N1 C5 178.01(18) . . . . ? N2 Fe1 N1 C5 -4.29(18) . . . . ? O4 Fe1 N2 C6 -83.3(2) . . . . ? O1 Fe1 N2 C6 93.8(2) . . . . ? N1 Fe1 N2 C6 4.2(2) . . . . ? N4 Fe1 N2 C6 -175.4(2) . . . . ? O4 Fe1 N2 C7 97.3(2) . . . . ? O1 Fe1 N2 C7 -85.6(2) . . . . ? N1 Fe1 N2 C7 -175.2(2) . . . . ? N4 Fe1 N2 C7 5.2(2) . . . . ? O4 Fe1 N4 C22 93.9(2) . . . . ? O1 Fe1 N4 C22 -82.1(2) . . . . ? N3 Fe1 N4 C22 4.7(2) . . . . ? N2 Fe1 N4 C22 -173.0(2) . . . . ? O4 Fe1 N4 C23 -82.3(2) . . . . ? O1 Fe1 N4 C23 101.7(2) . . . . ? N3 Fe1 N4 C23 -171.5(2) . . . . ? N2 Fe1 N4 C23 10.8(2) . . . . ? O4 Fe1 N3 C17 87.9(3) . . . . ? O1 Fe1 N3 C17 -89.0(3) . . . . ? N1 Fe1 N3 C17 0.0(3) . . . . ? N4 Fe1 N3 C17 179.6(3) . . . . ? O4 Fe1 N3 C21 -98.0(2) . . . . ? O1 Fe1 N3 C21 85.1(2) . . . . ? N1 Fe1 N3 C21 174.01(19) . . . . ? N4 Fe1 N3 C21 -6.31(19) . . . . ? C5 N1 C1 C2 0.5(5) . . . . ? Fe1 N1 C1 C2 178.4(2) . . . . ? N1 C1 C2 C3 -0.4(5) . . . . ? C1 C2 C3 C4 -0.2(5) . . . . ? C2 C3 C4 C5 0.6(5) . . . . ? C1 N1 C5 C4 0.0(4) . . . . ? Fe1 N1 C5 C4 -178.3(2) . . . . ? C1 N1 C5 C6 -177.8(3) . . . . ? Fe1 N1 C5 C6 3.9(3) . . . . ? C3 C4 C5 N1 -0.6(5) . . . . ? C3 C4 C5 C6 177.1(3) . . . . ? C7 N2 C6 C5 175.8(3) . . . . ? Fe1 N2 C6 C5 -3.7(4) . . . . ? N1 C5 C6 N2 -0.1(4) . . . . ? C4 C5 C6 N2 -178.0(3) . . . . ? C6 N2 C7 C12 98.5(3) . . . . ? Fe1 N2 C7 C12 -82.1(3) . . . . ? C6 N2 C7 C8 -79.8(3) . . . . ? Fe1 N2 C7 C8 99.6(3) . . . . ? C12 C7 C8 C9 1.8(4) . . . . ? N2 C7 C8 C9 -179.9(2) . . . . ? C12 C7 C8 C13 -177.7(3) . . . . ? N2 C7 C8 C13 0.6(4) . . . . ? C7 C8 C9 C10 -0.6(4) . . . . ? C13 C8 C9 C10 178.9(3) . . . . ? C8 C9 C10 C11 -0.5(5) . . . . ? C9 C10 C11 C12 0.6(5) . . . . ? C8 C7 C12 C11 -1.8(4) . . . . ? N2 C7 C12 C11 180.0(2) . . . . ? C8 C7 C12 C15 176.3(3) . . . . ? N2 C7 C12 C15 -2.0(4) . . . . ? C10 C11 C12 C7 0.5(4) . . . . ? C10 C11 C12 C15 -177.5(3) . . . . ? C9 C8 C13 C14 8.8(5) . . . . ? C7 C8 C13 C14 -171.7(3) . . . . ? C7 C12 C15 C16 176.1(3) . . . . ? C11 C12 C15 C16 -5.9(4) . . . . ? C21 N3 C17 C18 -1.2(5) . . . . ? Fe1 N3 C17 C18 172.7(3) . . . . ? N3 C17 C18 C19 0.6(6) . . . . ? C17 C18 C19 C20 1.2(6) . . . . ? C18 C19 C20 C21 -2.3(7) . . . . ? C17 N3 C21 C20 0.0(5) . . . . ? Fe1 N3 C21 C20 -174.9(3) . . . . ? C17 N3 C21 C22 -178.0(3) . . . . ? Fe1 N3 C21 C22 7.1(3) . . . . ? C19 C20 C21 N3 1.7(6) . . . . ? C19 C20 C21 C22 179.6(4) . . . . ? C23 N4 C22 C21 174.1(3) . . . . ? Fe1 N4 C22 C21 -2.6(4) . . . . ? N3 C21 C22 N4 -3.2(5) . . . . ? C20 C21 C22 N4 178.8(3) . . . . ? C22 N4 C23 C24 -79.8(3) . . . . ? Fe1 N4 C23 C24 96.2(3) . . . . ? C22 N4 C23 C28 101.2(3) . . . . ? Fe1 N4 C23 C28 -82.7(3) . . . . ? C28 C23 C24 C25 0.0(4) . . . . ? N4 C23 C24 C25 -178.9(3) . . . . ? C28 C23 C24 C29 -179.7(3) . . . . ? N4 C23 C24 C29 1.4(4) . . . . ? C23 C24 C25 C26 0.4(5) . . . . ? C29 C24 C25 C26 -179.8(3) . . . . ? C24 C25 C26 C27 -0.5(5) . . . . ? C25 C26 C27 C28 0.1(5) . . . . ? C26 C27 C28 C23 0.3(5) . . . . ? C26 C27 C28 C31 -177.2(3) . . . . ? C24 C23 C28 C27 -0.4(4) . . . . ? N4 C23 C28 C27 178.5(2) . . . . ? C24 C23 C28 C31 177.1(3) . . . . ? N4 C23 C28 C31 -4.0(4) . . . . ? C23 C24 C29 C30 97.5(4) . . . . ? C25 C24 C29 C30 -82.2(4) . . . . ? C27 C28 C31 C32 90.9(4) . . . . ? C23 C28 C31 C32 -86.4(3) . . . . ? O3 S1 C33 F2 56.7(3) . . . . ? O2 S1 C33 F2 -179.9(3) . . . . ? O1 S1 C33 F2 -61.5(3) . . . . ? O3 S1 C33 F1 176.6(2) . . . . ? O2 S1 C33 F1 -60.0(3) . . . . ? O1 S1 C33 F1 58.4(3) . . . . ? O3 S1 C33 F3 -63.5(3) . . . . ? O2 S1 C33 F3 60.0(3) . . . . ? O1 S1 C33 F3 178.3(3) . . . . ? S2' O6 S2 O4 -71.1(7) . . . . ? S2' O6 S2 O5 123.8(16) . . . . ? S2' O6 S2 C34 39.0(7) . . . . ? S2' O4 S2 O6 66.6(7) . . . . ? Fe1 O4 S2 O6 -33.2(3) . . . . ? S2' O4 S2 O5 -125.5(15) . . . . ? Fe1 O4 S2 O5 134.7(14) . . . . ? S2' O4 S2 C34 -46.3(7) . . . . ? Fe1 O4 S2 C34 -146.1(3) . . . . ? F5 C34 S2 O6 -158.2(18) . . . . ? F5' C34 S2 O6 176.2(4) . . . . ? F4 C34 S2 O6 -69.3(18) . . . . ? F6 C34 S2 O6 25.3(10) . . . . ? F4' C34 S2 O6 -57.2(6) . . . . ? F6' C34 S2 O6 72.0(6) . . . . ? S2' C34 S2 O6 -51.9(8) . . . . ? F5 C34 S2 O4 -37.4(18) . . . . ? F5' C34 S2 O4 -63.0(5) . . . . ? F4 C34 S2 O4 51.5(18) . . . . ? F6 C34 S2 O4 146.0(9) . . . . ? F4' C34 S2 O4 63.5(6) . . . . ? F6' C34 S2 O4 -167.3(6) . . . . ? S2' C34 S2 O4 68.8(8) . . . . ? F5 C34 S2 O5 73(2) . . . . ? F5' C34 S2 O5 47.1(11) . . . . ? F4 C34 S2 O5 162(2) . . . . ? F6 C34 S2 O5 -103.8(17) . . . . ? F4' C34 S2 O5 173.6(13) . . . . ? F6' C34 S2 O5 -57.1(14) . . . . ? S2' C34 S2 O5 179.0(14) . . . . ? S2 O6 S2' C34 -96.9(15) . . . . ? S2 O6 S2' O4 59.6(8) . . . . ? F5 C34 S2' O6 177.7(17) . . . . ? F5' C34 S2' O6 139.3(12) . . . . ? F4 C34 S2' O6 -114(2) . . . . ? F6 C34 S2' O6 -30.3(18) . . . . ? F4' C34 S2' O6 -103.3(15) . . . . ? F6' C34 S2' O6 16.4(19) . . . . ? S2 C34 S2' O6 81.9(15) . . . . ? F5 C34 S2' O4 22(2) . . . . ? F5' C34 S2' O4 -16.4(14) . . . . ? F4 C34 S2' O4 90.2(19) . . . . ? F6 C34 S2' O4 174.0(11) . . . . ? F4' C34 S2' O4 101.0(10) . . . . ? F6' C34 S2' O4 -139.3(9) . . . . ? S2 C34 S2' O4 -73.8(11) . . . . ? S2 O4 S2' O6 -62.7(9) . . . . ? Fe1 O4 S2' O6 48.3(13) . . . . ? S2 O4 S2' C34 97.4(12) . . . . ? Fe1 O4 S2' C34 -151.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.748 _refine_diff_density_min -0.834 _refine_diff_density_rms 0.063 data_e18610t5 _database_code_depnum_ccdc_archive 'CCDC 804998' #TrackingRef '- e18610t5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H46 Cl2 F6 Fe N4 O6 S2' _chemical_formula_weight 971.67 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' Cl Cl 0.1484 0.1585 '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 15.8415(13) _cell_length_b 14.8314(10) _cell_length_c 20.2777(16) _cell_angle_alpha 90.00 _cell_angle_beta 110.005(4) _cell_angle_gamma 90.00 _cell_volume 4476.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2628 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 17.85 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.442 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2008 _exptl_absorpt_coefficient_mu 0.623 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8410 _exptl_absorpt_correction_T_max 0.9307 _exptl_absorpt_process_details 'twinabs v2008/2' _exptl_special_details ; All H atoms were added in their calculated positions and were treated using appropriate riding models. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 144199 _diffrn_reflns_av_R_equivalents 0.167 _diffrn_reflns_av_sigmaI/netI 0.1299 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7947 _reflns_number_gt 4644 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Shelx restraints used: sadi 0.005 c1s cl1 c1s cl2 c1sa cl1 c1sa cl2 c1sb cl2 c1sb cl3 sadi 0.005 s2 o4 s2 o5 s2 o6 s2 o5' s2 o6' eadp o5 o5' eadp S2 o6' eadp c1s c1sa eadp c1s c1sb isor c1s > cl3 simu c1s > cl3 delu c1s > cl3 ; _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^)+(0.0907P)^2^+34.7442P] 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 7947 _refine_ls_number_parameters 564 _refine_ls_number_restraints 88 _refine_ls_R_factor_all 0.1922 _refine_ls_R_factor_gt 0.1061 _refine_ls_wR_factor_ref 0.2894 _refine_ls_wR_factor_gt 0.2305 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.064 _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 0.28490(9) 0.16746(10) 0.15970(7) 0.0286(4) Uani 1 1 d . . . S1 S 0.26176(16) 0.07394(17) 0.01606(12) 0.0318(6) Uani 1 1 d . . . S2 S 0.7538(3) 0.0671(2) 0.53853(17) 0.0726(11) Uani 1 1 d D . . F1 F 0.4085(4) -0.0083(5) 0.0198(3) 0.0583(18) Uani 1 1 d . . . F2 F 0.2908(4) -0.0406(4) -0.0693(3) 0.0581(18) Uani 1 1 d . . . F3 F 0.3080(5) -0.0946(4) 0.0323(3) 0.0594(18) Uani 1 1 d . . . F4 F 0.6602(7) 0.2092(6) 0.4887(5) 0.101(3) Uani 1 1 d . . . F5 F 0.7697(8) 0.2251(9) 0.5912(8) 0.172(6) Uani 1 1 d . . . F6 F 0.7914(7) 0.2252(7) 0.4925(8) 0.149(5) Uani 1 1 d . . . O1 O 0.3017(4) 0.0778(4) 0.0936(3) 0.0363(16) Uani 1 1 d . . . O2 O 0.2879(5) 0.1477(4) -0.0170(3) 0.0432(18) Uani 1 1 d . . . O3 O 0.1688(4) 0.0500(5) -0.0090(4) 0.0474(19) Uani 1 1 d . . . O4 O 0.7288(5) 0.0401(5) 0.4662(3) 0.058(2) Uani 1 1 d D A . O5 O 0.8513(5) 0.0651(9) 0.5683(6) 0.089(4) Uani 0.745(13) 1 d PD A 1 O6 O 0.6918(13) 0.0533(11) 0.5756(10) 0.167(12) Uani 0.745(13) 1 d PD A 1 O5' O 0.788(3) -0.001(2) 0.5923(16) 0.089(4) Uani 0.255(13) 1 d PD A 2 O6' O 0.6657(12) 0.080(3) 0.5435(19) 0.0726(11) Uani 0.255(13) 1 d PD A 2 N1 N 0.1699(5) 0.2398(6) 0.0893(4) 0.0335(19) Uani 1 1 d . . . N2 N 0.3386(5) 0.2980(5) 0.1551(3) 0.0249(17) Uani 1 1 d . . . N3 N 0.3951(5) 0.1257(5) 0.2516(3) 0.0248(17) Uani 1 1 d . . . N4 N 0.2185(5) 0.1197(6) 0.2279(4) 0.041(2) Uani 1 1 d . . . C1 C 0.0857(6) 0.2148(8) 0.0588(5) 0.042(3) Uani 1 1 d . . . H1A H 0.0708 0.1540 0.0646 0.050 Uiso 1 1 calc R . . C2 C 0.0180(8) 0.2703(9) 0.0192(7) 0.059(3) Uani 1 1 d . . . H2A H -0.0418 0.2484 0.0000 0.071 Uiso 1 1 calc R . . C3 C 0.0377(9) 0.3583(11) 0.0077(8) 0.079(4) Uani 1 1 d . . . H3A H -0.0073 0.3980 -0.0203 0.095 Uiso 1 1 calc R . . C4 C 0.1274(7) 0.3866(8) 0.0391(7) 0.059(3) Uani 1 1 d . . . H4A H 0.1446 0.4465 0.0329 0.070 Uiso 1 1 calc R . . C5 C 0.1898(6) 0.3258(8) 0.0791(5) 0.038(2) Uani 1 1 d . . . C6 C 0.2828(6) 0.3527(7) 0.1153(5) 0.035(2) Uani 1 1 d . . . H6A H 0.3016 0.4119 0.1090 0.042 Uiso 1 1 calc R . . C7 C 0.4293(5) 0.3261(6) 0.1904(4) 0.0234(19) Uani 1 1 d . . . C8 C 0.4928(6) 0.3142(6) 0.1569(5) 0.031(2) Uani 1 1 d . . . C9 C 0.5795(6) 0.3424(7) 0.1933(5) 0.032(2) Uani 1 1 d . . . H9A H 0.6240 0.3366 0.1720 0.038 Uiso 1 1 calc R . . C10 C 0.6031(6) 0.3793(7) 0.2604(5) 0.035(2) Uani 1 1 d . . . H10A H 0.6626 0.3998 0.2841 0.042 Uiso 1 1 calc R . . C11 C 0.5398(6) 0.3854(6) 0.2914(4) 0.032(2) Uani 1 1 d . . . H11A H 0.5571 0.4085 0.3378 0.039 Uiso 1 1 calc R . . C12 C 0.4510(6) 0.3596(6) 0.2587(4) 0.027(2) Uani 1 1 d . . . C13 C 0.4671(6) 0.2713(7) 0.0852(5) 0.036(2) Uani 1 1 d . . . H13A H 0.4090 0.2388 0.0768 0.044 Uiso 1 1 calc R . . C14 C 0.4508(9) 0.3409(8) 0.0278(5) 0.061(4) Uani 1 1 d . . . H14A H 0.4066 0.3850 0.0316 0.092 Uiso 1 1 calc R . . H14B H 0.4279 0.3112 -0.0180 0.092 Uiso 1 1 calc R . . H14C H 0.5073 0.3718 0.0327 0.092 Uiso 1 1 calc R . . C15 C 0.5356(8) 0.2016(7) 0.0805(5) 0.044(3) Uani 1 1 d . . . H15A H 0.5442 0.1562 0.1173 0.066 Uiso 1 1 calc R . . H15B H 0.5930 0.2315 0.0866 0.066 Uiso 1 1 calc R . . H15C H 0.5137 0.1722 0.0344 0.066 Uiso 1 1 calc R . . C16 C 0.3810(7) 0.3652(7) 0.2950(5) 0.034(2) Uani 1 1 d . . . H16A H 0.3309 0.3232 0.2701 0.041 Uiso 1 1 calc R . . C17 C 0.3424(8) 0.4599(8) 0.2882(6) 0.056(3) Uani 1 1 d . . . H17A H 0.3179 0.4766 0.2385 0.085 Uiso 1 1 calc R . . H17B H 0.3900 0.5024 0.3132 0.085 Uiso 1 1 calc R . . H17C H 0.2945 0.4618 0.3085 0.085 Uiso 1 1 calc R . . C18 C 0.4192(7) 0.3357(8) 0.3721(5) 0.043(3) Uani 1 1 d . . . H18A H 0.4437 0.2746 0.3749 0.065 Uiso 1 1 calc R . . H18B H 0.3712 0.3363 0.3924 0.065 Uiso 1 1 calc R . . H18C H 0.4670 0.3773 0.3982 0.065 Uiso 1 1 calc R . . C19 C 0.4836(6) 0.1273(6) 0.2644(5) 0.029(2) Uani 1 1 d . . . H19A H 0.5039 0.1498 0.2285 0.035 Uiso 1 1 calc R . . C20 C 0.5466(7) 0.0992(6) 0.3249(5) 0.036(2) Uani 1 1 d . . . H20A H 0.6087 0.1015 0.3308 0.043 Uiso 1 1 calc R . . C21 C 0.5180(7) 0.0666(7) 0.3786(5) 0.043(3) Uani 1 1 d . . . H21A H 0.5603 0.0475 0.4221 0.052 Uiso 1 1 calc R . . C22 C 0.4273(7) 0.0630(7) 0.3668(5) 0.038(2) Uani 1 1 d . . . H22A H 0.4057 0.0397 0.4017 0.046 Uiso 1 1 calc R . . C23 C 0.3680(6) 0.0937(6) 0.3040(5) 0.033(2) Uani 1 1 d . . . C24 C 0.2719(7) 0.0899(7) 0.2877(5) 0.040(3) Uani 1 1 d . . . H24A H 0.2478 0.0655 0.3208 0.048 Uiso 1 1 calc R . . C25 C 0.1224(7) 0.1149(8) 0.2094(5) 0.044(3) Uani 1 1 d . . . C26 C 0.0766(8) 0.1874(11) 0.2202(7) 0.079(5) Uani 1 1 d . . . C27 C -0.0163(8) 0.1870(11) 0.1926(8) 0.086(5) Uani 1 1 d . . . H27A H -0.0490 0.2382 0.1985 0.103 Uiso 1 1 calc R . . C28 C -0.0613(8) 0.1135(10) 0.1568(7) 0.065(4) Uani 1 1 d . . . H28A H -0.1251 0.1135 0.1385 0.078 Uiso 1 1 calc R . . C29 C -0.0151(7) 0.0405(8) 0.1473(6) 0.048(3) Uani 1 1 d . . . H29A H -0.0471 -0.0102 0.1223 0.057 Uiso 1 1 calc R . . C30 C 0.0789(7) 0.0384(8) 0.1736(5) 0.043(3) Uani 1 1 d . . . C31 C 0.1261(10) 0.2686(16) 0.2598(13) 0.148(11) Uani 1 1 d . . . H31A H 0.1898 0.2644 0.2614 0.178 Uiso 1 1 calc R . . C32 C 0.1267(13) 0.2629(16) 0.3366(12) 0.185(14) Uani 1 1 d . . . H32A H 0.1583 0.3153 0.3631 0.277 Uiso 1 1 calc R . . H32B H 0.1573 0.2076 0.3586 0.277 Uiso 1 1 calc R . . H32C H 0.0647 0.2624 0.3364 0.277 Uiso 1 1 calc R . . C33 C 0.0887(14) 0.3593(16) 0.2267(13) 0.166(13) Uani 1 1 d . . . H33A H 0.0891 0.3616 0.1786 0.249 Uiso 1 1 calc R . . H33B H 0.1260 0.4081 0.2543 0.249 Uiso 1 1 calc R . . H33C H 0.0269 0.3662 0.2263 0.249 Uiso 1 1 calc R . . C34 C 0.1314(8) -0.0411(9) 0.1630(6) 0.058(3) Uani 1 1 d . . . H34A H 0.1910 -0.0185 0.1634 0.070 Uiso 1 1 calc R . . C35 C 0.0866(9) -0.0909(10) 0.0928(7) 0.074(4) Uani 1 1 d . . . H35A H 0.0776 -0.0488 0.0538 0.111 Uiso 1 1 calc R . . H35B H 0.0283 -0.1149 0.0914 0.111 Uiso 1 1 calc R . . H35C H 0.1252 -0.1406 0.0888 0.111 Uiso 1 1 calc R . . C36 C 0.1486(9) -0.1089(10) 0.2228(7) 0.077(4) Uani 1 1 d . . . H36A H 0.1849 -0.1590 0.2155 0.115 Uiso 1 1 calc R . . H36B H 0.0912 -0.1321 0.2239 0.115 Uiso 1 1 calc R . . H36C H 0.1809 -0.0792 0.2675 0.115 Uiso 1 1 calc R . . C37 C 0.3206(7) -0.0220(7) -0.0010(5) 0.040(3) Uani 1 1 d . . . C38 C 0.7493(10) 0.1933(13) 0.5273(9) 0.086(5) Uani 1 1 d . A . C1S C 0.8963(15) 0.107(2) 0.3226(16) 0.089(5) Uani 0.33 1 d PDU B 1 H1S1 H 0.8613 0.0819 0.2759 0.107 Uiso 0.33 1 calc PR B 1 H1S2 H 0.9075 0.1705 0.3139 0.107 Uiso 0.33 1 calc PR B 1 C1SA C 0.8927(13) 0.0483(17) 0.341(2) 0.089(5) Uani 0.33 1 d PDU B 2 H1S3 H 0.8962 -0.0064 0.3700 0.107 Uiso 0.33 1 calc PR B 2 H1S4 H 0.8581 0.0299 0.2926 0.107 Uiso 0.33 1 calc PR B 2 C1SB C 0.8529(12) 0.142(3) 0.2949(8) 0.089(5) Uani 0.33 1 d PDU B 3 H1S5 H 0.8818 0.0893 0.2811 0.107 Uiso 0.33 1 calc PR B 3 H1S6 H 0.8965 0.1921 0.3080 0.107 Uiso 0.33 1 calc PR B 3 Cl1 Cl 0.9991(8) 0.0580(7) 0.3401(5) 0.117(3) Uani 0.50 1 d PDU . . Cl2 Cl 0.8184(4) 0.1143(4) 0.3631(3) 0.1240(18) Uani 1 1 d DU . . Cl3 Cl 0.7589(4) 0.1728(4) 0.2276(4) 0.0688(18) Uani 0.50 1 d PDU . . 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 0.0260(7) 0.0417(8) 0.0175(6) -0.0053(6) 0.0067(5) -0.0024(7) S1 0.0328(14) 0.0401(14) 0.0190(12) -0.0031(11) 0.0045(10) 0.0016(12) S2 0.085(3) 0.055(2) 0.047(2) -0.0008(16) -0.0169(18) 0.021(2) F1 0.040(4) 0.075(5) 0.056(4) -0.014(3) 0.012(3) 0.018(3) F2 0.075(5) 0.069(4) 0.025(3) -0.019(3) 0.010(3) 0.017(4) F3 0.089(5) 0.040(4) 0.043(4) -0.003(3) 0.014(4) 0.001(3) F4 0.119(8) 0.080(6) 0.115(8) -0.011(5) 0.054(6) 0.008(6) F5 0.142(10) 0.170(11) 0.231(14) -0.142(11) 0.097(10) -0.095(9) F6 0.111(9) 0.075(7) 0.282(16) 0.036(8) 0.094(10) 0.001(6) O1 0.043(4) 0.046(4) 0.016(3) -0.001(3) 0.006(3) 0.007(3) O2 0.048(4) 0.038(4) 0.039(4) 0.013(3) 0.009(3) 0.003(3) O3 0.031(4) 0.068(5) 0.040(4) -0.014(4) 0.007(3) -0.002(4) O4 0.050(5) 0.056(5) 0.063(6) -0.010(4) 0.011(4) 0.009(4) O5 0.080(9) 0.097(10) 0.058(8) 0.009(7) -0.019(6) 0.017(8) O6 0.31(3) 0.126(16) 0.117(16) -0.005(12) 0.134(19) -0.134(19) O5' 0.080(9) 0.097(10) 0.058(8) 0.009(7) -0.019(6) 0.017(8) O6' 0.085(3) 0.055(2) 0.047(2) -0.0008(16) -0.0169(18) 0.021(2) N1 0.026(5) 0.046(5) 0.027(4) -0.012(4) 0.007(4) -0.007(4) N2 0.023(4) 0.037(4) 0.016(4) -0.009(3) 0.008(3) 0.000(4) N3 0.029(4) 0.027(4) 0.017(4) -0.003(3) 0.006(3) -0.006(3) N4 0.032(5) 0.067(6) 0.024(5) -0.022(4) 0.010(4) -0.018(4) C1 0.024(6) 0.055(7) 0.045(7) -0.016(5) 0.010(5) -0.001(5) C2 0.029(6) 0.064(9) 0.076(9) -0.018(7) 0.006(6) 0.004(6) C3 0.039(8) 0.086(11) 0.095(11) -0.001(9) 0.001(7) 0.014(7) C4 0.035(7) 0.051(7) 0.077(9) -0.010(7) 0.002(6) 0.002(6) C5 0.026(5) 0.054(7) 0.028(5) -0.009(5) 0.003(4) 0.012(5) C6 0.023(5) 0.046(6) 0.034(6) -0.006(5) 0.006(4) 0.000(5) C7 0.021(5) 0.029(5) 0.019(4) -0.007(4) 0.004(4) 0.003(4) C8 0.028(5) 0.037(6) 0.029(5) 0.002(4) 0.008(4) -0.001(4) C9 0.020(5) 0.044(6) 0.034(5) 0.008(5) 0.012(4) 0.000(4) C10 0.020(5) 0.041(6) 0.039(6) 0.003(5) 0.004(4) -0.001(5) C11 0.038(6) 0.040(6) 0.014(5) -0.006(4) 0.004(4) -0.005(5) C12 0.022(5) 0.033(5) 0.020(5) -0.001(4) 0.000(4) 0.000(4) C13 0.030(5) 0.048(6) 0.035(6) -0.009(5) 0.016(5) 0.000(5) C14 0.105(10) 0.052(7) 0.023(6) -0.006(5) 0.018(6) 0.028(7) C15 0.065(7) 0.043(6) 0.028(6) 0.001(5) 0.020(5) 0.012(6) C16 0.039(6) 0.044(6) 0.023(5) -0.009(4) 0.015(4) -0.009(5) C17 0.068(8) 0.067(8) 0.051(7) 0.003(6) 0.042(7) 0.015(7) C18 0.054(7) 0.058(7) 0.023(5) 0.002(5) 0.019(5) -0.006(6) C19 0.036(6) 0.025(5) 0.024(5) 0.003(4) 0.006(4) -0.001(4) C20 0.029(5) 0.036(6) 0.037(6) -0.003(5) 0.004(5) 0.002(4) C21 0.055(7) 0.036(6) 0.026(5) 0.007(5) -0.003(5) -0.001(5) C22 0.043(6) 0.041(6) 0.029(5) 0.001(5) 0.011(5) -0.010(5) C23 0.031(5) 0.038(6) 0.032(6) -0.005(4) 0.013(4) -0.020(5) C24 0.049(7) 0.047(7) 0.030(6) -0.007(5) 0.019(5) -0.023(5) C25 0.028(6) 0.082(8) 0.020(5) -0.012(5) 0.007(4) -0.013(6) C26 0.040(7) 0.117(12) 0.088(10) -0.080(9) 0.034(7) -0.033(8) C27 0.032(7) 0.106(12) 0.126(13) -0.073(10) 0.035(8) -0.015(7) C28 0.029(6) 0.098(11) 0.068(9) -0.041(8) 0.018(6) -0.021(7) C29 0.043(7) 0.057(7) 0.041(7) -0.014(6) 0.012(5) -0.013(6) C30 0.031(6) 0.063(7) 0.037(6) 0.002(6) 0.013(5) -0.013(6) C31 0.044(9) 0.19(2) 0.22(2) -0.18(2) 0.053(12) -0.039(12) C32 0.111(16) 0.20(2) 0.17(2) -0.15(2) -0.050(14) 0.052(16) C33 0.120(17) 0.17(2) 0.27(3) -0.17(2) 0.15(2) -0.100(17) C34 0.034(6) 0.073(9) 0.064(8) -0.001(7) 0.013(6) -0.017(6) C35 0.061(9) 0.083(10) 0.082(10) -0.020(8) 0.028(8) -0.013(8) C36 0.064(9) 0.078(10) 0.080(10) 0.001(8) 0.015(8) -0.021(8) C37 0.045(7) 0.049(7) 0.023(5) -0.003(5) 0.010(5) 0.007(5) C38 0.054(9) 0.131(15) 0.099(12) -0.039(11) 0.062(9) -0.030(10) C1S 0.106(9) 0.054(12) 0.074(11) 0.032(10) -0.013(7) -0.035(8) C1SA 0.106(9) 0.054(12) 0.074(11) 0.032(10) -0.013(7) -0.035(8) C1SB 0.106(9) 0.054(12) 0.074(11) 0.032(10) -0.013(7) -0.035(8) Cl1 0.148(7) 0.109(7) 0.091(6) 0.013(5) 0.039(6) -0.003(6) Cl2 0.108(4) 0.140(4) 0.094(3) 0.009(3) -0.004(3) -0.028(3) Cl3 0.063(4) 0.050(4) 0.079(4) -0.006(3) 0.006(3) -0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.969(6) . ? Fe1 N4 2.125(8) . ? Fe1 N2 2.130(8) . ? Fe1 N3 2.163(7) . ? Fe1 N1 2.174(8) . ? S1 O2 1.417(7) . ? S1 O3 1.429(7) . ? S1 O1 1.482(6) . ? S1 C37 1.799(10) . ? S2 O4 1.439(6) . ? S2 O6 1.440(7) . ? S2 O5' 1.446(7) . ? S2 O6' 1.446(7) . ? S2 O5 1.455(7) . ? S2 C38 1.885(19) . ? F1 C37 1.325(12) . ? F2 C37 1.330(10) . ? F3 C37 1.322(12) . ? F4 C38 1.381(17) . ? F5 C38 1.312(17) . ? F6 C38 1.218(16) . ? N1 C1 1.317(12) . ? N1 C5 1.346(13) . ? N2 C6 1.266(12) . ? N2 C7 1.431(11) . ? N3 C19 1.336(11) . ? N3 C23 1.361(11) . ? N4 C24 1.295(13) . ? N4 C25 1.440(12) . ? C1 C2 1.373(15) . ? C1 H1A 0.9500 . ? C2 C3 1.380(19) . ? C2 H2A 0.9500 . ? C3 C4 1.408(16) . ? C3 H3A 0.9500 . ? C4 C5 1.378(15) . ? C4 H4A 0.9500 . ? C5 C6 1.459(13) . ? C6 H6A 0.9500 . ? C7 C12 1.401(11) . ? C7 C8 1.403(12) . ? C8 C9 1.383(13) . ? C8 C13 1.510(13) . ? C9 C10 1.394(13) . ? C9 H9A 0.9500 . ? C10 C11 1.357(13) . ? C10 H10A 0.9500 . ? C11 C12 1.387(12) . ? C11 H11A 0.9500 . ? C12 C16 1.528(12) . ? C13 C14 1.509(14) . ? C13 C15 1.527(13) . ? C13 H13A 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.519(14) . ? C16 C18 1.534(12) . ? C16 H16A 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.356(13) . ? C19 H19A 0.9500 . ? C20 C21 1.400(14) . ? C20 H20A 0.9500 . ? C21 C22 1.376(14) . ? C21 H21A 0.9500 . ? C22 C23 1.376(13) . ? C22 H22A 0.9500 . ? C23 C24 1.444(13) . ? C24 H24A 0.9500 . ? C25 C26 1.357(17) . ? C25 C30 1.395(15) . ? C26 C27 1.384(16) . ? C26 C31 1.509(19) . ? C27 C28 1.367(17) . ? C27 H27A 0.9500 . ? C28 C29 1.357(16) . ? C28 H28A 0.9500 . ? C29 C30 1.400(14) . ? C29 H29A 0.9500 . ? C30 C34 1.501(16) . ? C31 C33 1.53(3) . ? C31 C32 1.56(3) . ? C31 H31A 1.0000 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C36 1.527(17) . ? C34 C35 1.543(17) . ? C34 H34A 1.0000 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C1S Cl1 1.704(10) . ? C1S Cl2 1.704(10) . ? C1S H1S1 0.9900 . ? C1S H1S2 0.9900 . ? C1SA Cl1 1.700(10) . ? C1SA Cl2 1.701(10) . ? C1SA H1S3 0.9900 . ? C1SA H1S4 0.9900 . ? C1SB Cl2 1.702(10) . ? C1SB Cl3 1.703(10) . ? C1SB H1S5 0.9900 . ? C1SB H1S6 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 N4 115.5(3) . . ? O1 Fe1 N2 115.8(3) . . ? N4 Fe1 N2 128.7(3) . . ? O1 Fe1 N3 97.8(3) . . ? N4 Fe1 N3 77.1(3) . . ? N2 Fe1 N3 94.7(3) . . ? O1 Fe1 N1 99.5(3) . . ? N4 Fe1 N1 95.8(3) . . ? N2 Fe1 N1 77.3(3) . . ? N3 Fe1 N1 162.7(3) . . ? O2 S1 O3 117.1(4) . . ? O2 S1 O1 112.6(4) . . ? O3 S1 O1 113.6(4) . . ? O2 S1 C37 105.3(5) . . ? O3 S1 C37 105.9(5) . . ? O1 S1 C37 100.0(4) . . ? O4 S2 O6 119.6(9) . . ? O4 S2 O5' 118.4(17) . . ? O6 S2 O5' 69.9(19) . . ? O4 S2 O6' 100.0(15) . . ? O6 S2 O6' 30.3(14) . . ? O5' S2 O6' 100(2) . . ? O4 S2 O5 107.5(7) . . ? O6 S2 O5 126.7(11) . . ? O5' S2 O5 66.4(17) . . ? O6' S2 O5 152.5(16) . . ? O4 S2 C38 99.6(6) . . ? O6 S2 C38 101.6(8) . . ? O5' S2 C38 140.5(17) . . ? O6' S2 C38 82.9(17) . . ? O5 S2 C38 93.5(8) . . ? S1 O1 Fe1 129.8(4) . . ? C1 N1 C5 116.5(9) . . ? C1 N1 Fe1 131.0(8) . . ? C5 N1 Fe1 112.4(6) . . ? C6 N2 C7 119.7(8) . . ? C6 N2 Fe1 114.1(6) . . ? C7 N2 Fe1 126.2(6) . . ? C19 N3 C23 116.5(8) . . ? C19 N3 Fe1 130.3(6) . . ? C23 N3 Fe1 113.3(6) . . ? C24 N4 C25 121.4(9) . . ? C24 N4 Fe1 114.4(7) . . ? C25 N4 Fe1 124.1(7) . . ? N1 C1 C2 124.7(11) . . ? N1 C1 H1A 117.6 . . ? C2 C1 H1A 117.6 . . ? C1 C2 C3 119.2(12) . . ? C1 C2 H2A 120.4 . . ? C3 C2 H2A 120.4 . . ? C2 C3 C4 117.3(13) . . ? C2 C3 H3A 121.4 . . ? C4 C3 H3A 121.4 . . ? C5 C4 C3 118.7(12) . . ? C5 C4 H4A 120.7 . . ? C3 C4 H4A 120.7 . . ? N1 C5 C4 123.6(10) . . ? N1 C5 C6 115.5(9) . . ? C4 C5 C6 120.9(11) . . ? N2 C6 C5 120.7(10) . . ? N2 C6 H6A 119.7 . . ? C5 C6 H6A 119.7 . . ? C12 C7 C8 123.4(8) . . ? C12 C7 N2 117.5(7) . . ? C8 C7 N2 119.0(7) . . ? C9 C8 C7 116.7(8) . . ? C9 C8 C13 122.2(8) . . ? C7 C8 C13 121.1(8) . . ? C8 C9 C10 121.7(8) . . ? C8 C9 H9A 119.1 . . ? C10 C9 H9A 119.1 . . ? C11 C10 C9 118.9(9) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.5 . . ? C10 C11 C12 123.4(8) . . ? C10 C11 H11A 118.3 . . ? C12 C11 H11A 118.3 . . ? C11 C12 C7 115.8(8) . . ? C11 C12 C16 122.6(8) . . ? C7 C12 C16 121.6(8) . . ? C14 C13 C8 111.9(8) . . ? C14 C13 C15 110.7(8) . . ? C8 C13 C15 112.5(8) . . ? C14 C13 H13A 107.2 . . ? C8 C13 H13A 107.2 . . ? C15 C13 H13A 107.2 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C12 110.0(8) . . ? C17 C16 C18 111.3(8) . . ? C12 C16 C18 112.2(8) . . ? C17 C16 H16A 107.7 . . ? C12 C16 H16A 107.7 . . ? C18 C16 H16A 107.7 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N3 C19 C20 124.6(9) . . ? N3 C19 H19A 117.7 . . ? C20 C19 H19A 117.7 . . ? C19 C20 C21 118.5(10) . . ? C19 C20 H20A 120.8 . . ? C21 C20 H20A 120.8 . . ? C22 C21 C20 118.3(9) . . ? C22 C21 H21A 120.8 . . ? C20 C21 H21A 120.8 . . ? C21 C22 C23 119.3(9) . . ? C21 C22 H22A 120.3 . . ? C23 C22 H22A 120.3 . . ? N3 C23 C22 122.7(9) . . ? N3 C23 C24 115.1(9) . . ? C22 C23 C24 122.1(9) . . ? N4 C24 C23 120.0(9) . . ? N4 C24 H24A 120.0 . . ? C23 C24 H24A 120.0 . . ? C26 C25 C30 122.2(10) . . ? C26 C25 N4 119.7(10) . . ? C30 C25 N4 117.8(10) . . ? C25 C26 C27 118.9(11) . . ? C25 C26 C31 120.6(11) . . ? C27 C26 C31 120.4(13) . . ? C28 C27 C26 120.5(12) . . ? C28 C27 H27A 119.7 . . ? C26 C27 H27A 119.7 . . ? C29 C28 C27 120.2(11) . . ? C29 C28 H28A 119.9 . . ? C27 C28 H28A 119.9 . . ? C28 C29 C30 121.2(10) . . ? C28 C29 H29A 119.4 . . ? C30 C29 H29A 119.4 . . ? C25 C30 C29 116.9(10) . . ? C25 C30 C34 121.0(9) . . ? C29 C30 C34 122.1(10) . . ? C26 C31 C33 114.6(18) . . ? C26 C31 C32 108(2) . . ? C33 C31 C32 110.7(14) . . ? C26 C31 H31A 107.7 . . ? C33 C31 H31A 107.7 . . ? C32 C31 H31A 107.7 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C30 C34 C36 111.2(10) . . ? C30 C34 C35 113.9(10) . . ? C36 C34 C35 108.6(11) . . ? C30 C34 H34A 107.7 . . ? C36 C34 H34A 107.7 . . ? C35 C34 H34A 107.7 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? F3 C37 F1 106.7(9) . . ? F3 C37 F2 107.6(9) . . ? F1 C37 F2 108.9(8) . . ? F3 C37 S1 111.6(7) . . ? F1 C37 S1 112.0(7) . . ? F2 C37 S1 110.0(7) . . ? F6 C38 F5 115.7(16) . . ? F6 C38 F4 105.1(16) . . ? F5 C38 F4 111.0(12) . . ? F6 C38 S2 116.7(12) . . ? F5 C38 S2 104.5(13) . . ? F4 C38 S2 103.1(10) . . ? Cl1 C1S Cl2 136.5(15) . . ? Cl1 C1S H1S1 103.0 . . ? Cl2 C1S H1S1 103.0 . . ? Cl1 C1S H1S2 103.0 . . ? Cl2 C1S H1S2 103.0 . . ? H1S1 C1S H1S2 105.1 . . ? Cl1 C1SA Cl2 137.1(15) . . ? Cl1 C1SA H1S3 102.9 . . ? Cl2 C1SA H1S3 102.9 . . ? Cl1 C1SA H1S4 102.9 . . ? Cl2 C1SA H1S4 102.9 . . ? H1S3 C1SA H1S4 105.0 . . ? Cl2 C1SB Cl3 106.3(10) . . ? Cl2 C1SB H1S5 110.5 . . ? Cl3 C1SB H1S5 110.5 . . ? Cl2 C1SB H1S6 110.5 . . ? Cl3 C1SB H1S6 110.5 . . ? H1S5 C1SB H1S6 108.7 . . ? C1SA Cl1 C1S 32.5(15) . . ? C1SA Cl2 C1SB 58.9(16) . . ? C1SA Cl2 C1S 32.5(15) . . ? C1SB Cl2 C1S 30.4(12) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 S1 O1 Fe1 63.5(6) . . . . ? O3 S1 O1 Fe1 -72.7(6) . . . . ? C37 S1 O1 Fe1 174.9(6) . . . . ? N4 Fe1 O1 S1 113.5(6) . . . . ? N2 Fe1 O1 S1 -68.1(6) . . . . ? N3 Fe1 O1 S1 -167.2(5) . . . . ? N1 Fe1 O1 S1 12.3(6) . . . . ? O1 Fe1 N1 C1 69.0(9) . . . . ? N4 Fe1 N1 C1 -48.1(9) . . . . ? N2 Fe1 N1 C1 -176.5(9) . . . . ? N3 Fe1 N1 C1 -112.9(11) . . . . ? O1 Fe1 N1 C5 -114.5(6) . . . . ? N4 Fe1 N1 C5 128.4(6) . . . . ? N2 Fe1 N1 C5 0.0(6) . . . . ? N3 Fe1 N1 C5 63.6(12) . . . . ? O1 Fe1 N2 C6 93.4(7) . . . . ? N4 Fe1 N2 C6 -88.4(7) . . . . ? N3 Fe1 N2 C6 -165.6(6) . . . . ? N1 Fe1 N2 C6 -1.1(6) . . . . ? O1 Fe1 N2 C7 -84.7(6) . . . . ? N4 Fe1 N2 C7 93.5(7) . . . . ? N3 Fe1 N2 C7 16.3(6) . . . . ? N1 Fe1 N2 C7 -179.2(7) . . . . ? O1 Fe1 N3 C19 64.9(8) . . . . ? N4 Fe1 N3 C19 179.4(8) . . . . ? N2 Fe1 N3 C19 -51.9(8) . . . . ? N1 Fe1 N3 C19 -113.2(11) . . . . ? O1 Fe1 N3 C23 -115.7(6) . . . . ? N4 Fe1 N3 C23 -1.2(6) . . . . ? N2 Fe1 N3 C23 127.5(6) . . . . ? N1 Fe1 N3 C23 66.2(12) . . . . ? O1 Fe1 N4 C24 92.2(7) . . . . ? N2 Fe1 N4 C24 -86.0(8) . . . . ? N3 Fe1 N4 C24 -0.4(7) . . . . ? N1 Fe1 N4 C24 -164.4(7) . . . . ? O1 Fe1 N4 C25 -84.2(9) . . . . ? N2 Fe1 N4 C25 97.6(8) . . . . ? N3 Fe1 N4 C25 -176.8(9) . . . . ? N1 Fe1 N4 C25 19.2(8) . . . . ? C5 N1 C1 C2 -1.4(15) . . . . ? Fe1 N1 C1 C2 175.0(8) . . . . ? N1 C1 C2 C3 2.1(19) . . . . ? C1 C2 C3 C4 -1(2) . . . . ? C2 C3 C4 C5 0(2) . . . . ? C1 N1 C5 C4 -0.1(14) . . . . ? Fe1 N1 C5 C4 -177.1(9) . . . . ? C1 N1 C5 C6 178.1(8) . . . . ? Fe1 N1 C5 C6 1.0(10) . . . . ? C3 C4 C5 N1 0.7(18) . . . . ? C3 C4 C5 C6 -177.4(11) . . . . ? C7 N2 C6 C5 -179.7(7) . . . . ? Fe1 N2 C6 C5 2.1(11) . . . . ? N1 C5 C6 N2 -2.2(13) . . . . ? C4 C5 C6 N2 176.0(10) . . . . ? C6 N2 C7 C12 94.1(10) . . . . ? Fe1 N2 C7 C12 -87.8(9) . . . . ? C6 N2 C7 C8 -89.4(11) . . . . ? Fe1 N2 C7 C8 88.7(9) . . . . ? C12 C7 C8 C9 -3.7(14) . . . . ? N2 C7 C8 C9 -180.0(8) . . . . ? C12 C7 C8 C13 175.4(9) . . . . ? N2 C7 C8 C13 -0.9(13) . . . . ? C7 C8 C9 C10 1.2(14) . . . . ? C13 C8 C9 C10 -177.9(9) . . . . ? C8 C9 C10 C11 1.7(15) . . . . ? C9 C10 C11 C12 -2.3(15) . . . . ? C10 C11 C12 C7 0.0(14) . . . . ? C10 C11 C12 C16 178.8(9) . . . . ? C8 C7 C12 C11 3.2(13) . . . . ? N2 C7 C12 C11 179.5(8) . . . . ? C8 C7 C12 C16 -175.7(9) . . . . ? N2 C7 C12 C16 0.7(13) . . . . ? C9 C8 C13 C14 -81.4(12) . . . . ? C7 C8 C13 C14 99.6(11) . . . . ? C9 C8 C13 C15 43.9(13) . . . . ? C7 C8 C13 C15 -135.1(9) . . . . ? C11 C12 C16 C17 83.8(11) . . . . ? C7 C12 C16 C17 -97.4(11) . . . . ? C11 C12 C16 C18 -40.6(13) . . . . ? C7 C12 C16 C18 138.1(9) . . . . ? C23 N3 C19 C20 0.4(13) . . . . ? Fe1 N3 C19 C20 179.7(7) . . . . ? N3 C19 C20 C21 -0.6(15) . . . . ? C19 C20 C21 C22 1.3(14) . . . . ? C20 C21 C22 C23 -1.8(15) . . . . ? C19 N3 C23 C22 -0.9(13) . . . . ? Fe1 N3 C23 C22 179.6(8) . . . . ? C19 N3 C23 C24 -178.0(8) . . . . ? Fe1 N3 C23 C24 2.6(10) . . . . ? C21 C22 C23 N3 1.7(15) . . . . ? C21 C22 C23 C24 178.6(9) . . . . ? C25 N4 C24 C23 178.5(9) . . . . ? Fe1 N4 C24 C23 1.9(12) . . . . ? N3 C23 C24 N4 -3.1(14) . . . . ? C22 C23 C24 N4 179.8(10) . . . . ? C24 N4 C25 C26 95.8(14) . . . . ? Fe1 N4 C25 C26 -88.0(12) . . . . ? C24 N4 C25 C30 -91.1(12) . . . . ? Fe1 N4 C25 C30 85.1(11) . . . . ? C30 C25 C26 C27 -3(2) . . . . ? N4 C25 C26 C27 170.2(13) . . . . ? C30 C25 C26 C31 179.5(16) . . . . ? N4 C25 C26 C31 -8(2) . . . . ? C25 C26 C27 C28 2(2) . . . . ? C31 C26 C27 C28 -179.9(18) . . . . ? C26 C27 C28 C29 -1(2) . . . . ? C27 C28 C29 C30 0(2) . . . . ? C26 C25 C30 C29 1.7(17) . . . . ? N4 C25 C30 C29 -171.2(9) . . . . ? C26 C25 C30 C34 -179.4(12) . . . . ? N4 C25 C30 C34 7.7(15) . . . . ? C28 C29 C30 C25 -0.4(16) . . . . ? C28 C29 C30 C34 -179.3(11) . . . . ? C25 C26 C31 C33 136.0(15) . . . . ? C27 C26 C31 C33 -42(2) . . . . ? C25 C26 C31 C32 -99.9(16) . . . . ? C27 C26 C31 C32 82(2) . . . . ? C25 C30 C34 C36 91.0(12) . . . . ? C29 C30 C34 C36 -90.2(13) . . . . ? C25 C30 C34 C35 -146.0(11) . . . . ? C29 C30 C34 C35 32.8(15) . . . . ? O2 S1 C37 F3 174.6(7) . . . . ? O3 S1 C37 F3 -60.7(8) . . . . ? O1 S1 C37 F3 57.6(8) . . . . ? O2 S1 C37 F1 55.1(8) . . . . ? O3 S1 C37 F1 179.8(7) . . . . ? O1 S1 C37 F1 -61.9(8) . . . . ? O2 S1 C37 F2 -66.1(8) . . . . ? O3 S1 C37 F2 58.6(8) . . . . ? O1 S1 C37 F2 176.9(7) . . . . ? O4 S2 C38 F6 -51.9(15) . . . . ? O6 S2 C38 F6 -175.0(16) . . . . ? O5' S2 C38 F6 113(3) . . . . ? O6' S2 C38 F6 -151(2) . . . . ? O5 S2 C38 F6 56.4(16) . . . . ? O4 S2 C38 F5 178.8(9) . . . . ? O6 S2 C38 F5 55.8(14) . . . . ? O5' S2 C38 F5 -17(3) . . . . ? O6' S2 C38 F5 79.8(17) . . . . ? O5 S2 C38 F5 -72.8(11) . . . . ? O4 S2 C38 F4 62.7(9) . . . . ? O6 S2 C38 F4 -60.3(13) . . . . ? O5' S2 C38 F4 -133(3) . . . . ? O6' S2 C38 F4 -36.3(17) . . . . ? O5 S2 C38 F4 171.1(10) . . . . ? Cl2 C1SA Cl1 C1S -43(3) . . . . ? Cl2 C1S Cl1 C1SA 42(3) . . . . ? Cl1 C1SA Cl2 C1SB 65(3) . . . . ? Cl1 C1SA Cl2 C1S 43(3) . . . . ? Cl3 C1SB Cl2 C1SA 135(3) . . . . ? Cl3 C1SB Cl2 C1S 159(5) . . . . ? Cl1 C1S Cl2 C1SA -42(3) . . . . ? Cl1 C1S Cl2 C1SB 177(7) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.845 _refine_diff_density_min -0.947 _refine_diff_density_rms 0.135 # Attachment '- e22310.cif' data_e22310 _database_code_depnum_ccdc_archive 'CCDC 804999' #TrackingRef '- e22310.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H21 F8 Fe N5 O6 S2' _chemical_formula_weight 795.47 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 Cc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 13.7886(13) _cell_length_b 24.535(2) _cell_length_c 10.0567(9) _cell_angle_alpha 90.00 _cell_angle_beta 98.992(3) _cell_angle_gamma 90.00 _cell_volume 3360.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3925 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 21.43 _exptl_crystal_description rod _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_absorpt_coefficient_mu 0.666 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8329 _exptl_absorpt_correction_T_max 0.9687 _exptl_absorpt_process_details 'sadabs v2008/1' _exptl_special_details ; All H atoms were added in their calculated positions and were treated using appropriate riding models. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 35159 _diffrn_reflns_av_R_equivalents 0.1103 _diffrn_reflns_av_sigmaI/netI 0.0866 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.17 _reflns_number_total 5765 _reflns_number_gt 4344 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. shelx restraints used for the solvent: dfix 1.100 0.005 n1s c1s dfix 1.500 0.005 c1s c2s eadp N1s c2s ; _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^)+(0.0932P)^2^+4.0087P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(3) _refine_ls_number_reflns 5765 _refine_ls_number_parameters 440 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0948 _refine_ls_R_factor_gt 0.0606 _refine_ls_wR_factor_ref 0.1651 _refine_ls_wR_factor_gt 0.1453 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration ad 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 0.62345(7) 0.83536(4) 0.84079(10) 0.0200(3) Uani 1 1 d . . . S1 S 0.77939(13) 0.90637(8) 1.0622(2) 0.0251(4) Uani 1 1 d . . . S2 S 0.65944(12) 0.71485(8) 0.9833(2) 0.0228(4) Uani 1 1 d . . . F1 F 0.5815(3) 0.84697(18) 0.4940(5) 0.0342(11) Uani 1 1 d . . . F2 F 0.4083(3) 0.89777(18) 0.6700(5) 0.0331(11) Uani 1 1 d . . . F3 F 0.8392(4) 0.8456(2) 1.2730(6) 0.0532(15) Uani 1 1 d . . . F4 F 0.8678(4) 0.9317(3) 1.3017(6) 0.0623(17) Uani 1 1 d . . . F5 F 0.7238(4) 0.9007(3) 1.2986(5) 0.0535(15) Uani 1 1 d . . . F6 F 0.6807(4) 0.6445(2) 0.7932(6) 0.0503(14) Uani 1 1 d . . . F7 F 0.8144(3) 0.6631(2) 0.9291(6) 0.0443(13) Uani 1 1 d . . . F8 F 0.7039(4) 0.6113(2) 0.9929(6) 0.0487(15) Uani 1 1 d . . . O1 O 0.7037(4) 0.8657(2) 1.0217(6) 0.0308(13) Uani 1 1 d . . . O2 O 0.8709(4) 0.8955(3) 1.0171(7) 0.0406(16) Uani 1 1 d . . . O3 O 0.7465(4) 0.9617(2) 1.0479(7) 0.0424(15) Uani 1 1 d . . . O4 O 0.6835(3) 0.7571(2) 0.8896(5) 0.0252(12) Uani 1 1 d . . . O5 O 0.5568(4) 0.7010(2) 0.9665(6) 0.0338(14) Uani 1 1 d . . . O6 O 0.7090(4) 0.7210(3) 1.1172(6) 0.0377(15) Uani 1 1 d . . . N1 N 0.4953(4) 0.8343(3) 0.9393(7) 0.0236(15) Uani 1 1 d . . . N2 N 0.5160(4) 0.7915(2) 0.7001(6) 0.0202(14) Uani 1 1 d . . . N3 N 0.7397(4) 0.8465(2) 0.7263(7) 0.0202(14) Uani 1 1 d . . . N4 N 0.5998(4) 0.9187(2) 0.7626(6) 0.0203(14) Uani 1 1 d . . . C1 C 0.4864(5) 0.8578(3) 1.0540(8) 0.0288(18) Uani 1 1 d . . . H1A H 0.5408 0.8766 1.1027 0.035 Uiso 1 1 calc R . . C2 C 0.3959(6) 0.8554(4) 1.1065(9) 0.034(2) Uani 1 1 d . . . H2A H 0.3896 0.8738 1.1878 0.041 Uiso 1 1 calc R . . C3 C 0.3194(6) 0.8268(3) 1.0401(9) 0.034(2) Uani 1 1 d . . . H3A H 0.2592 0.8243 1.0743 0.041 Uiso 1 1 calc R . . C4 C 0.3316(5) 0.8009(3) 0.9185(8) 0.0292(19) Uani 1 1 d . . . H4A H 0.2801 0.7798 0.8698 0.035 Uiso 1 1 calc R . . C5 C 0.4197(5) 0.8068(3) 0.8723(8) 0.0238(17) Uani 1 1 d . . . C6 C 0.4358(5) 0.7814(3) 0.7455(8) 0.0256(18) Uani 1 1 d . . . H6A H 0.3878 0.7579 0.6978 0.031 Uiso 1 1 calc R . . C7 C 0.5325(5) 0.7643(3) 0.5791(8) 0.0255(18) Uani 1 1 d . . . C8 C 0.5172(5) 0.7087(3) 0.5638(9) 0.0287(19) Uani 1 1 d . . . H8A H 0.4920 0.6886 0.6316 0.034 Uiso 1 1 calc R . . C9 C 0.5383(5) 0.6824(3) 0.4502(9) 0.0297(19) Uani 1 1 d . . . H9A H 0.5272 0.6444 0.4399 0.036 Uiso 1 1 calc R . . C10 C 0.5753(5) 0.7112(4) 0.3522(9) 0.033(2) Uani 1 1 d . . . H10A H 0.5909 0.6928 0.2752 0.040 Uiso 1 1 calc R . . C11 C 0.5901(5) 0.7675(3) 0.3650(8) 0.0265(18) Uani 1 1 d . . . H11A H 0.6143 0.7879 0.2969 0.032 Uiso 1 1 calc R . . C12 C 0.5685(5) 0.7923(3) 0.4796(8) 0.0255(18) Uani 1 1 d . . . C13 C 0.8052(5) 0.8096(3) 0.7009(8) 0.0274(18) Uani 1 1 d . . . H13A H 0.7990 0.7731 0.7297 0.033 Uiso 1 1 calc R . . C14 C 0.8827(5) 0.8232(3) 0.6331(8) 0.0275(19) Uani 1 1 d . . . H14A H 0.9277 0.7960 0.6148 0.033 Uiso 1 1 calc R . . C15 C 0.8936(5) 0.8751(4) 0.5934(8) 0.030(2) Uani 1 1 d . . . H15A H 0.9465 0.8846 0.5476 0.037 Uiso 1 1 calc R . . C16 C 0.8263(5) 0.9152(3) 0.6203(9) 0.0305(19) Uani 1 1 d . . . H16A H 0.8334 0.9522 0.5956 0.037 Uiso 1 1 calc R . . C17 C 0.7494(5) 0.8987(3) 0.6843(8) 0.0231(17) Uani 1 1 d . . . C18 C 0.6725(5) 0.9365(3) 0.7085(8) 0.0234(17) Uani 1 1 d . . . H18A H 0.6760 0.9738 0.6846 0.028 Uiso 1 1 calc R . . C19 C 0.5267(5) 0.9564(3) 0.7898(9) 0.0263(18) Uani 1 1 d . . . C20 C 0.5455(5) 1.0033(3) 0.8633(8) 0.0279(19) Uani 1 1 d . . . H20A H 0.6118 1.0139 0.8912 0.033 Uiso 1 1 calc R . . C21 C 0.4714(6) 1.0357(3) 0.8984(9) 0.034(2) Uani 1 1 d . . . H21A H 0.4863 1.0680 0.9497 0.041 Uiso 1 1 calc R . . C22 C 0.3730(6) 1.0196(3) 0.8559(10) 0.039(2) Uani 1 1 d . . . H22A H 0.3210 1.0408 0.8809 0.047 Uiso 1 1 calc R . . C23 C 0.3522(5) 0.9742(3) 0.7795(10) 0.036(2) Uani 1 1 d . . . H23A H 0.2859 0.9642 0.7486 0.043 Uiso 1 1 calc R . . C24 C 0.4286(5) 0.9425(3) 0.7470(9) 0.0281(19) Uani 1 1 d . . . C25 C 0.8033(6) 0.8956(3) 1.2413(9) 0.0317(19) Uani 1 1 d . . . C26 C 0.7167(6) 0.6557(3) 0.9236(10) 0.035(2) Uani 1 1 d . . . N1S N 0.6631(5) 0.5445(3) 0.5084(10) 0.056(2) Uani 1 1 d D . . C1S C 0.6082(9) 0.5236(5) 0.5646(13) 0.084 Uiso 1 1 d D . . C2S C 0.5667(6) 0.4911(4) 0.6727(11) 0.056(2) Uani 1 1 d D . . H2S1 H 0.5461 0.4550 0.6376 0.084 Uiso 1 1 calc R . . H2S2 H 0.5100 0.5105 0.6978 0.084 Uiso 1 1 calc R . . H2S3 H 0.6173 0.4872 0.7522 0.084 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0130(4) 0.0294(5) 0.0196(6) -0.0004(5) 0.0089(4) 0.0007(4) S1 0.0191(9) 0.0341(11) 0.0232(12) -0.0038(8) 0.0065(8) 0.0015(7) S2 0.0152(8) 0.0334(10) 0.0228(12) 0.0044(8) 0.0122(7) 0.0037(8) F1 0.037(3) 0.038(3) 0.029(3) 0.004(2) 0.009(2) -0.001(2) F2 0.022(2) 0.031(2) 0.046(3) -0.007(2) 0.003(2) 0.0002(19) F3 0.065(4) 0.052(4) 0.042(4) 0.008(2) 0.007(3) 0.014(3) F4 0.070(4) 0.075(4) 0.036(4) 0.002(3) -0.007(3) -0.032(3) F5 0.046(3) 0.084(4) 0.034(4) -0.006(3) 0.017(3) 0.009(3) F6 0.069(4) 0.043(3) 0.040(4) -0.010(3) 0.014(3) 0.003(3) F7 0.032(3) 0.051(3) 0.057(4) 0.006(3) 0.031(2) 0.012(2) F8 0.055(3) 0.034(3) 0.062(4) 0.016(3) 0.024(3) 0.009(2) O1 0.029(3) 0.043(3) 0.021(3) -0.005(2) 0.006(2) -0.011(2) O2 0.020(3) 0.067(4) 0.038(4) -0.003(3) 0.016(3) 0.003(3) O3 0.046(4) 0.037(3) 0.042(4) -0.006(3) -0.001(3) 0.010(3) O4 0.019(2) 0.033(3) 0.028(3) 0.008(2) 0.016(2) 0.003(2) O5 0.015(2) 0.048(4) 0.040(4) 0.007(3) 0.009(2) -0.001(2) O6 0.034(3) 0.060(4) 0.021(4) -0.008(3) 0.008(3) -0.006(3) N1 0.016(3) 0.044(4) 0.012(4) 0.003(3) 0.004(3) 0.001(3) N2 0.016(3) 0.028(3) 0.019(4) 0.006(3) 0.010(3) 0.002(2) N3 0.014(3) 0.026(3) 0.021(4) 0.000(3) 0.006(3) 0.000(2) N4 0.010(3) 0.035(4) 0.016(4) -0.003(3) 0.003(2) 0.004(2) C1 0.022(4) 0.043(5) 0.023(5) -0.004(4) 0.008(3) 0.001(3) C2 0.027(4) 0.050(5) 0.029(6) -0.009(4) 0.016(4) 0.004(4) C3 0.028(4) 0.045(5) 0.035(6) -0.002(4) 0.017(4) 0.000(4) C4 0.019(4) 0.049(5) 0.021(5) 0.005(4) 0.010(3) 0.002(3) C5 0.015(3) 0.032(4) 0.025(5) -0.006(3) 0.007(3) 0.005(3) C6 0.026(4) 0.031(4) 0.023(5) 0.000(3) 0.012(3) 0.000(3) C7 0.009(3) 0.042(5) 0.026(5) 0.001(4) 0.005(3) 0.003(3) C8 0.015(3) 0.043(5) 0.029(5) -0.006(4) 0.007(3) -0.006(3) C9 0.021(4) 0.034(4) 0.037(6) -0.012(4) 0.014(3) -0.003(3) C10 0.022(4) 0.057(6) 0.024(5) -0.012(4) 0.012(3) -0.004(4) C11 0.014(3) 0.047(5) 0.019(5) 0.003(4) 0.002(3) 0.001(3) C12 0.020(4) 0.027(4) 0.030(5) 0.006(3) 0.009(3) -0.001(3) C13 0.020(4) 0.036(4) 0.029(5) 0.005(4) 0.013(3) 0.006(3) C14 0.018(4) 0.048(5) 0.018(5) 0.007(4) 0.008(3) 0.009(3) C15 0.017(4) 0.054(6) 0.024(5) 0.004(4) 0.014(3) -0.002(3) C16 0.020(4) 0.042(5) 0.033(6) 0.001(4) 0.011(4) -0.007(3) C17 0.021(4) 0.039(5) 0.009(4) -0.006(3) 0.001(3) 0.002(3) C18 0.011(3) 0.029(4) 0.033(5) 0.000(3) 0.013(3) 0.002(3) C19 0.017(4) 0.027(4) 0.035(5) 0.005(4) 0.006(3) 0.002(3) C20 0.026(4) 0.033(4) 0.024(5) 0.002(4) -0.001(3) 0.002(3) C21 0.032(4) 0.035(5) 0.038(6) -0.006(4) 0.016(4) 0.001(3) C22 0.041(5) 0.031(5) 0.052(7) 0.006(4) 0.023(4) 0.017(4) C23 0.017(4) 0.041(5) 0.050(6) 0.013(4) 0.008(4) 0.004(3) C24 0.012(3) 0.033(5) 0.039(6) 0.005(4) 0.002(3) 0.000(3) C25 0.028(4) 0.035(5) 0.032(6) -0.004(4) 0.001(4) 0.001(3) C26 0.029(4) 0.036(5) 0.044(7) 0.009(4) 0.015(4) 0.013(4) N1S 0.011(2) 0.049(4) 0.111(6) -0.005(4) 0.022(3) 0.004(3) C2S 0.011(2) 0.049(4) 0.111(6) -0.005(4) 0.022(3) 0.004(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 O1 2.112(5) . ? Fe1 O4 2.118(5) . ? Fe1 N3 2.133(6) . ? Fe1 N1 2.157(6) . ? Fe1 N2 2.167(6) . ? Fe1 N4 2.197(6) . ? S1 O3 1.430(6) . ? S1 O2 1.432(5) . ? S1 O1 1.454(5) . ? S1 C25 1.799(9) . ? S2 O6 1.419(6) . ? S2 O5 1.439(5) . ? S2 O4 1.473(5) . ? S2 C26 1.800(8) . ? F1 C12 1.357(8) . ? F2 C24 1.348(9) . ? F3 C25 1.343(10) . ? F4 C25 1.332(10) . ? F5 C25 1.321(9) . ? F6 C26 1.356(11) . ? F7 C26 1.353(9) . ? F8 C26 1.319(9) . ? N1 C1 1.313(10) . ? N1 C5 1.331(10) . ? N2 C6 1.286(9) . ? N2 C7 1.437(10) . ? N3 C13 1.330(9) . ? N3 C17 1.361(10) . ? N4 C18 1.289(9) . ? N4 C19 1.425(9) . ? C1 C2 1.430(11) . ? C1 H1A 0.9500 . ? C2 C3 1.353(12) . ? C2 H2A 0.9500 . ? C3 C4 1.411(12) . ? C3 H3A 0.9500 . ? C4 C5 1.376(10) . ? C4 H4A 0.9500 . ? C5 C6 1.467(11) . ? C6 H6A 0.9500 . ? C7 C12 1.370(11) . ? C7 C8 1.384(11) . ? C8 C9 1.382(12) . ? C8 H8A 0.9500 . ? C9 C10 1.374(12) . ? C9 H9A 0.9500 . ? C10 C11 1.399(11) . ? C10 H10A 0.9500 . ? C11 C12 1.377(11) . ? C11 H11A 0.9500 . ? C13 C14 1.395(10) . ? C13 H13A 0.9500 . ? C14 C15 1.350(12) . ? C14 H14A 0.9500 . ? C15 C16 1.407(11) . ? C15 H15A 0.9500 . ? C16 C17 1.385(10) . ? C16 H16A 0.9500 . ? C17 C18 1.457(10) . ? C18 H18A 0.9500 . ? C19 C20 1.370(11) . ? C19 C24 1.396(10) . ? C20 C21 1.384(11) . ? C20 H20A 0.9500 . ? C21 C22 1.414(12) . ? C21 H21A 0.9500 . ? C22 C23 1.359(13) . ? C22 H22A 0.9500 . ? C23 C24 1.389(11) . ? C23 H23A 0.9500 . ? N1S C1S 1.135(5) . ? C1S C2S 1.529(5) . ? C2S H2S1 0.9800 . ? C2S H2S2 0.9800 . ? C2S H2S3 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O4 89.2(2) . . ? O1 Fe1 N3 94.8(2) . . ? O4 Fe1 N3 86.6(2) . . ? O1 Fe1 N1 88.0(2) . . ? O4 Fe1 N1 101.6(2) . . ? N3 Fe1 N1 171.4(2) . . ? O1 Fe1 N2 161.8(2) . . ? O4 Fe1 N2 84.5(2) . . ? N3 Fe1 N2 101.9(2) . . ? N1 Fe1 N2 76.6(2) . . ? O1 Fe1 N4 90.5(2) . . ? O4 Fe1 N4 163.27(19) . . ? N3 Fe1 N4 76.7(2) . . ? N1 Fe1 N4 95.1(2) . . ? N2 Fe1 N4 100.4(2) . . ? O3 S1 O2 115.2(4) . . ? O3 S1 O1 114.8(4) . . ? O2 S1 O1 114.4(4) . . ? O3 S1 C25 104.2(4) . . ? O2 S1 C25 104.9(4) . . ? O1 S1 C25 101.0(4) . . ? O6 S2 O5 117.1(4) . . ? O6 S2 O4 114.1(3) . . ? O5 S2 O4 114.0(3) . . ? O6 S2 C26 103.3(4) . . ? O5 S2 C26 104.2(4) . . ? O4 S2 C26 101.5(4) . . ? S1 O1 Fe1 137.7(4) . . ? S2 O4 Fe1 131.9(3) . . ? C1 N1 C5 119.6(7) . . ? C1 N1 Fe1 126.4(5) . . ? C5 N1 Fe1 114.0(5) . . ? C6 N2 C7 118.0(6) . . ? C6 N2 Fe1 113.7(5) . . ? C7 N2 Fe1 126.9(4) . . ? C13 N3 C17 118.5(6) . . ? C13 N3 Fe1 127.4(5) . . ? C17 N3 Fe1 113.9(5) . . ? C18 N4 C19 118.8(6) . . ? C18 N4 Fe1 112.5(5) . . ? C19 N4 Fe1 127.2(5) . . ? N1 C1 C2 120.8(7) . . ? N1 C1 H1A 119.6 . . ? C2 C1 H1A 119.6 . . ? C3 C2 C1 119.8(8) . . ? C3 C2 H2A 120.1 . . ? C1 C2 H2A 120.1 . . ? C2 C3 C4 118.2(7) . . ? C2 C3 H3A 120.9 . . ? C4 C3 H3A 120.9 . . ? C5 C4 C3 118.4(8) . . ? C5 C4 H4A 120.8 . . ? C3 C4 H4A 120.8 . . ? N1 C5 C4 123.1(8) . . ? N1 C5 C6 116.3(6) . . ? C4 C5 C6 120.7(7) . . ? N2 C6 C5 118.8(7) . . ? N2 C6 H6A 120.6 . . ? C5 C6 H6A 120.6 . . ? C12 C7 C8 118.7(7) . . ? C12 C7 N2 120.5(7) . . ? C8 C7 N2 120.7(7) . . ? C9 C8 C7 120.2(8) . . ? C9 C8 H8A 119.9 . . ? C7 C8 H8A 119.9 . . ? C10 C9 C8 120.2(8) . . ? C10 C9 H9A 119.9 . . ? C8 C9 H9A 119.9 . . ? C9 C10 C11 120.4(8) . . ? C9 C10 H10A 119.8 . . ? C11 C10 H10A 119.8 . . ? C12 C11 C10 117.8(7) . . ? C12 C11 H11A 121.1 . . ? C10 C11 H11A 121.1 . . ? F1 C12 C7 118.4(7) . . ? F1 C12 C11 119.0(7) . . ? C7 C12 C11 122.7(7) . . ? N3 C13 C14 121.7(7) . . ? N3 C13 H13A 119.1 . . ? C14 C13 H13A 119.1 . . ? C15 C14 C13 120.0(7) . . ? C15 C14 H14A 120.0 . . ? C13 C14 H14A 120.0 . . ? C14 C15 C16 119.6(7) . . ? C14 C15 H15A 120.2 . . ? C16 C15 H15A 120.2 . . ? C17 C16 C15 117.5(7) . . ? C17 C16 H16A 121.3 . . ? C15 C16 H16A 121.3 . . ? N3 C17 C16 122.6(7) . . ? N3 C17 C18 116.0(6) . . ? C16 C17 C18 121.4(7) . . ? N4 C18 C17 119.3(7) . . ? N4 C18 H18A 120.3 . . ? C17 C18 H18A 120.3 . . ? C20 C19 C24 117.7(7) . . ? C20 C19 N4 124.7(7) . . ? C24 C19 N4 117.5(7) . . ? C19 C20 C21 122.4(7) . . ? C19 C20 H20A 118.8 . . ? C21 C20 H20A 118.8 . . ? C20 C21 C22 118.3(8) . . ? C20 C21 H21A 120.8 . . ? C22 C21 H21A 120.8 . . ? C23 C22 C21 120.5(7) . . ? C23 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? C22 C23 C24 119.4(8) . . ? C22 C23 H23A 120.3 . . ? C24 C23 H23A 120.3 . . ? F2 C24 C23 119.6(7) . . ? F2 C24 C19 118.8(6) . . ? C23 C24 C19 121.7(8) . . ? F5 C25 F4 106.2(7) . . ? F5 C25 F3 106.5(7) . . ? F4 C25 F3 107.6(7) . . ? F5 C25 S1 112.9(6) . . ? F4 C25 S1 111.3(6) . . ? F3 C25 S1 112.0(6) . . ? F8 C26 F7 107.7(6) . . ? F8 C26 F6 106.5(7) . . ? F7 C26 F6 106.2(7) . . ? F8 C26 S2 112.8(6) . . ? F7 C26 S2 111.4(6) . . ? F6 C26 S2 111.9(6) . . ? N1S C1S C2S 160.4(14) . . ? C1S C2S H2S1 109.5 . . ? C1S C2S H2S2 109.5 . . ? H2S1 C2S H2S2 109.5 . . ? C1S C2S H2S3 109.5 . . ? H2S1 C2S H2S3 109.5 . . ? H2S2 C2S H2S3 109.5 . . ? 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 O3 S1 O1 Fe1 73.1(6) . . . . ? O2 S1 O1 Fe1 -63.4(6) . . . . ? C25 S1 O1 Fe1 -175.5(5) . . . . ? O4 Fe1 O1 S1 119.3(5) . . . . ? N3 Fe1 O1 S1 32.7(5) . . . . ? N1 Fe1 O1 S1 -139.1(5) . . . . ? N2 Fe1 O1 S1 -171.1(5) . . . . ? N4 Fe1 O1 S1 -44.0(5) . . . . ? O6 S2 O4 Fe1 -87.0(5) . . . . ? O5 S2 O4 Fe1 51.2(6) . . . . ? C26 S2 O4 Fe1 162.6(5) . . . . ? O1 Fe1 O4 S2 78.1(5) . . . . ? N3 Fe1 O4 S2 172.9(5) . . . . ? N1 Fe1 O4 S2 -9.8(5) . . . . ? N2 Fe1 O4 S2 -84.8(5) . . . . ? N4 Fe1 O4 S2 167.3(6) . . . . ? O1 Fe1 N1 C1 13.0(7) . . . . ? O4 Fe1 N1 C1 101.9(7) . . . . ? N3 Fe1 N1 C1 -96.1(18) . . . . ? N2 Fe1 N1 C1 -176.7(7) . . . . ? N4 Fe1 N1 C1 -77.3(7) . . . . ? O1 Fe1 N1 C5 -167.5(6) . . . . ? O4 Fe1 N1 C5 -78.6(6) . . . . ? N3 Fe1 N1 C5 83.5(18) . . . . ? N2 Fe1 N1 C5 2.8(5) . . . . ? N4 Fe1 N1 C5 102.2(6) . . . . ? O1 Fe1 N2 C6 26.4(10) . . . . ? O4 Fe1 N2 C6 96.8(5) . . . . ? N3 Fe1 N2 C6 -177.8(5) . . . . ? N1 Fe1 N2 C6 -6.5(5) . . . . ? N4 Fe1 N2 C6 -99.4(5) . . . . ? O1 Fe1 N2 C7 -140.1(7) . . . . ? O4 Fe1 N2 C7 -69.7(6) . . . . ? N3 Fe1 N2 C7 15.7(6) . . . . ? N1 Fe1 N2 C7 -173.0(6) . . . . ? N4 Fe1 N2 C7 94.1(6) . . . . ? O1 Fe1 N3 C13 95.4(7) . . . . ? O4 Fe1 N3 C13 6.4(6) . . . . ? N1 Fe1 N3 C13 -156.0(15) . . . . ? N2 Fe1 N3 C13 -77.2(7) . . . . ? N4 Fe1 N3 C13 -175.2(7) . . . . ? O1 Fe1 N3 C17 -79.7(5) . . . . ? O4 Fe1 N3 C17 -168.7(5) . . . . ? N1 Fe1 N3 C17 29(2) . . . . ? N2 Fe1 N3 C17 107.6(5) . . . . ? N4 Fe1 N3 C17 9.6(5) . . . . ? O1 Fe1 N4 C18 84.0(6) . . . . ? O4 Fe1 N4 C18 -5.0(11) . . . . ? N3 Fe1 N4 C18 -10.8(5) . . . . ? N1 Fe1 N4 C18 172.1(5) . . . . ? N2 Fe1 N4 C18 -110.6(5) . . . . ? O1 Fe1 N4 C19 -82.1(6) . . . . ? O4 Fe1 N4 C19 -171.1(7) . . . . ? N3 Fe1 N4 C19 -176.9(6) . . . . ? N1 Fe1 N4 C19 5.9(6) . . . . ? N2 Fe1 N4 C19 83.2(6) . . . . ? C5 N1 C1 C2 -1.5(12) . . . . ? Fe1 N1 C1 C2 178.0(6) . . . . ? N1 C1 C2 C3 2.5(13) . . . . ? C1 C2 C3 C4 -1.1(13) . . . . ? C2 C3 C4 C5 -1.3(13) . . . . ? C1 N1 C5 C4 -1.0(12) . . . . ? Fe1 N1 C5 C4 179.4(6) . . . . ? C1 N1 C5 C6 -179.6(7) . . . . ? Fe1 N1 C5 C6 0.9(9) . . . . ? C3 C4 C5 N1 2.5(12) . . . . ? C3 C4 C5 C6 -179.1(7) . . . . ? C7 N2 C6 C5 177.1(6) . . . . ? Fe1 N2 C6 C5 9.3(9) . . . . ? N1 C5 C6 N2 -7.1(11) . . . . ? C4 C5 C6 N2 174.3(7) . . . . ? C6 N2 C7 C12 136.2(7) . . . . ? Fe1 N2 C7 C12 -57.9(9) . . . . ? C6 N2 C7 C8 -47.1(10) . . . . ? Fe1 N2 C7 C8 118.8(6) . . . . ? C12 C7 C8 C9 0.3(11) . . . . ? N2 C7 C8 C9 -176.5(7) . . . . ? C7 C8 C9 C10 0.4(12) . . . . ? C8 C9 C10 C11 -1.2(12) . . . . ? C9 C10 C11 C12 1.4(11) . . . . ? C8 C7 C12 F1 178.7(6) . . . . ? N2 C7 C12 F1 -4.6(10) . . . . ? C8 C7 C12 C11 -0.1(11) . . . . ? N2 C7 C12 C11 176.7(7) . . . . ? C10 C11 C12 F1 -179.5(6) . . . . ? C10 C11 C12 C7 -0.7(11) . . . . ? C17 N3 C13 C14 0.1(12) . . . . ? Fe1 N3 C13 C14 -174.9(6) . . . . ? N3 C13 C14 C15 1.2(13) . . . . ? C13 C14 C15 C16 -0.3(13) . . . . ? C14 C15 C16 C17 -1.6(12) . . . . ? C13 N3 C17 C16 -2.2(11) . . . . ? Fe1 N3 C17 C16 173.5(6) . . . . ? C13 N3 C17 C18 176.8(7) . . . . ? Fe1 N3 C17 C18 -7.6(8) . . . . ? C15 C16 C17 N3 2.9(12) . . . . ? C15 C16 C17 C18 -175.9(8) . . . . ? C19 N4 C18 C17 177.9(7) . . . . ? Fe1 N4 C18 C17 10.5(9) . . . . ? N3 C17 C18 N4 -2.2(11) . . . . ? C16 C17 C18 N4 176.7(7) . . . . ? C18 N4 C19 C20 -53.9(11) . . . . ? Fe1 N4 C19 C20 111.4(8) . . . . ? C18 N4 C19 C24 131.0(8) . . . . ? Fe1 N4 C19 C24 -63.6(9) . . . . ? C24 C19 C20 C21 1.7(13) . . . . ? N4 C19 C20 C21 -173.4(7) . . . . ? C19 C20 C21 C22 -0.2(13) . . . . ? C20 C21 C22 C23 -1.7(13) . . . . ? C21 C22 C23 C24 2.1(14) . . . . ? C22 C23 C24 F2 -179.2(8) . . . . ? C22 C23 C24 C19 -0.6(13) . . . . ? C20 C19 C24 F2 177.4(8) . . . . ? N4 C19 C24 F2 -7.2(11) . . . . ? C20 C19 C24 C23 -1.3(12) . . . . ? N4 C19 C24 C23 174.1(7) . . . . ? O3 S1 C25 F5 62.5(7) . . . . ? O2 S1 C25 F5 -176.0(6) . . . . ? O1 S1 C25 F5 -56.8(7) . . . . ? O3 S1 C25 F4 -56.8(7) . . . . ? O2 S1 C25 F4 64.7(7) . . . . ? O1 S1 C25 F4 -176.2(6) . . . . ? O3 S1 C25 F3 -177.3(6) . . . . ? O2 S1 C25 F3 -55.9(6) . . . . ? O1 S1 C25 F3 63.3(6) . . . . ? O6 S2 C26 F8 62.2(7) . . . . ? O5 S2 C26 F8 -60.7(7) . . . . ? O4 S2 C26 F8 -179.3(6) . . . . ? O6 S2 C26 F7 -59.0(7) . . . . ? O5 S2 C26 F7 178.1(6) . . . . ? O4 S2 C26 F7 59.5(7) . . . . ? O6 S2 C26 F6 -177.7(6) . . . . ? O5 S2 C26 F6 59.4(6) . . . . ? O4 S2 C26 F6 -59.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.976 _refine_diff_density_min -1.180 _refine_diff_density_rms 0.111