# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2009 data_global _journal_name_full Zh.Obshch.Khim.(Russ.)(Russ.J.Gen.Chem.) _journal_coden_Cambridge 0444 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Xiaoming Liu' _publ_contact_author_email XIAOMING.LIU@NCU.EDU.CN _publ_section_title ; Synthesis and characterisation of three di-iron complexes related to [FeFe]-hydrogenase and their protonating, electrochemical investigations ; loop_ _publ_author_name 'Xiaoming Liu.' 'Zhimei Li.' 'Yinqiu Liu.' 'Qiu-Yan Luo.' 'Xiufeng Wang.' ; Yanwei Wang ; 'Xianghua Zeng.' 'Xi-Rui Zeng.' # Attachment 'WYWP94-revised.cif' data_zz _database_code_depnum_ccdc_archive 'CCDC 705858' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H42 Fe2 N2 O7 P2 S3, 2(H2 O)' _chemical_formula_sum 'C46 H46 Fe2 N2 O9 P2 S3' _chemical_formula_weight 1040.70 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc _symmetry_space_group_name_Hall 'C -2yc' 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 13.5760(18) _cell_length_b 20.7486(18) _cell_length_c 17.305(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.192(2) _cell_angle_gamma 90.00 _cell_volume 4824.8(11) _cell_formula_units_Z 4 _cell_measurement_temperature 566(2) _cell_measurement_reflns_used 3420 _cell_measurement_theta_min 2.2774 _cell_measurement_theta_max 21.5745 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2152 _exptl_absorpt_coefficient_mu 0.853 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15465 _diffrn_reflns_av_R_equivalents 0.0706 _diffrn_reflns_av_sigmaI/netI 0.1249 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8600 _reflns_number_gt 4511 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. During final refinement circles 59 restraints were used to get a more reasonable model. The restraints applied are shown bellow: 1 All H atoms of waters were located at calculated positions and refined with O-H bond length restrained to 0.85\%A and with U~iso~(H) = 1.5 times U~eq~(O). 2 Atom C10, C11, C6, C7, C8 and C9 which are in the same benzene ring were refined to have approximately equal anisotropic displacement parameters. 3 Adjacent atom N2, C22 and C18 which are in the same benzene ring were refined to have approximately equal anisotropic displacement parameters. ; _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^)+(0.0700P)^2^+0.0174P] 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 0.05(3) _refine_ls_number_reflns 8600 _refine_ls_number_parameters 579 _refine_ls_number_restraints 59 _refine_ls_R_factor_all 0.1194 _refine_ls_R_factor_gt 0.0644 _refine_ls_wR_factor_ref 0.1609 _refine_ls_wR_factor_gt 0.1471 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 0.994 _refine_ls_shift/su_max 0.006 _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 0.98280(5) 0.56246(4) -0.05738(4) 0.0519(2) Uani 1 1 d . . . Fe2 Fe 1.01636(5) 0.63550(3) 0.05684(5) 0.0533(2) Uani 1 1 d . . . P1 P 0.86536(10) 0.67676(7) 0.04176(8) 0.0495(4) Uani 1 1 d . . . P2 P 0.82242(10) 0.58176(7) -0.08799(8) 0.0502(4) Uani 1 1 d . . . S1 S 1.13606(10) 0.57805(7) 0.01027(9) 0.0584(4) Uani 1 1 d . . . S2 S 0.94445(9) 0.53841(6) 0.06387(8) 0.0494(4) Uani 1 1 d . . . S3 S 1.30575(14) 0.46308(9) 0.28356(11) 0.0859(6) Uani 1 1 d . . . O1 O 0.9937(3) 0.4540(2) -0.1636(3) 0.0933(16) Uani 1 1 d . . . O2 O 1.0315(3) 0.6535(3) -0.1710(3) 0.1119(18) Uani 1 1 d . . . O3 O 1.1042(4) 0.7483(2) -0.0067(3) 0.1082(17) Uani 1 1 d . . . O4 O 1.0811(4) 0.6617(3) 0.2199(3) 0.1072(18) Uani 1 1 d . . . O5 O 1.1939(3) 0.4553(2) 0.2392(2) 0.0839(8) Uani 1 1 d U . . O6 O 1.3647(4) 0.4868(3) 0.2293(3) 0.132(2) Uani 1 1 d . . . O7 O 1.2890(5) 0.5002(2) 0.3490(3) 0.126(2) Uani 1 1 d . . . O8 O 0.3227(4) 0.6737(3) 0.1810(5) 0.210(3) Uani 1 1 d . . . H8B H 0.3531 0.7036 0.1606 0.315 Uiso 1 1 d R . . H8A H 0.2632 0.6703 0.1907 0.315 Uiso 1 1 d R . . O9 O 0.4211(4) 0.7723(3) 0.1177(4) 0.143(2) Uani 1 1 d D . . H9A H 0.3801 0.7871 0.0802 0.214 Uiso 1 1 d RD . . H9B H 0.4563 0.7537 0.0874 0.214 Uiso 1 1 d RD . . N1 N 0.7802(3) 0.63681(19) -0.0268(2) 0.0471(12) Uani 1 1 d . . . C19 C 0.6458(5) 0.5644(3) 0.0665(3) 0.0662(18) Uani 1 1 d . . . H19 H 0.7126 0.5526 0.0739 0.079 Uiso 1 1 calc R . . C1 C 0.9882(4) 0.4952(3) -0.1167(3) 0.0643(18) Uani 1 1 d . . . C2 C 1.0125(4) 0.6170(3) -0.1242(3) 0.0652(18) Uani 1 1 d . . . C3 C 1.0632(5) 0.7035(3) 0.0186(4) 0.079(2) Uani 1 1 d . . . C4 C 1.0571(4) 0.6510(3) 0.1564(4) 0.0669(18) Uani 1 1 d . . . C5 C 1.4540(7) 0.2008(4) 0.3988(5) 0.130(3) Uani 1 1 d . . . H5A H 1.4049 0.1673 0.3892 0.196 Uiso 1 1 calc R . . H5B H 1.4736 0.2055 0.4540 0.196 Uiso 1 1 calc R . . H5C H 1.5110 0.1897 0.3745 0.196 Uiso 1 1 calc R . . C6 C 1.4093(5) 0.2654(3) 0.3641(4) 0.091(2) Uani 1 1 d U . . C7 C 1.4523(5) 0.2963(4) 0.3097(4) 0.088(2) Uani 1 1 d U . . H7 H 1.5044 0.2764 0.2895 0.105 Uiso 1 1 calc R . . C8 C 1.4210(5) 0.3584(3) 0.2820(4) 0.077(2) Uani 1 1 d U . . H8 H 1.4523 0.3799 0.2451 0.093 Uiso 1 1 calc R . . C9 C 1.3411(4) 0.3856(3) 0.3126(3) 0.0659(18) Uani 1 1 d U . . C10 C 1.2950(5) 0.3551(3) 0.3663(4) 0.073(2) Uani 1 1 d U . . H10 H 1.2417 0.3743 0.3858 0.088 Uiso 1 1 calc R . . C11 C 1.3284(5) 0.2946(4) 0.3919(4) 0.094(2) Uani 1 1 d U . . H11 H 1.2963 0.2730 0.4283 0.113 Uiso 1 1 calc R . . C12 C 1.1818(5) 0.4189(3) 0.1666(4) 0.0829(9) Uani 1 1 d U . . H12A H 1.1471 0.3789 0.1736 0.100 Uiso 1 1 calc R . . H12B H 1.2467 0.4083 0.1529 0.100 Uiso 1 1 calc R . . C13 C 1.1204(4) 0.4595(3) 0.0980(3) 0.0624(18) Uani 1 1 d . . . C14 C 1.1009(5) 0.4105(3) 0.0345(4) 0.088(2) Uani 1 1 d . . . H14A H 1.0958 0.4316 -0.0153 0.132 Uiso 1 1 calc R . . H14B H 1.0397 0.3885 0.0387 0.132 Uiso 1 1 calc R . . H14C H 1.1545 0.3800 0.0392 0.132 Uiso 1 1 calc R . . C15 C 1.1863(4) 0.5143(3) 0.0787(4) 0.0681(19) Uani 1 1 d . . . H15A H 1.2425 0.4953 0.0583 0.082 Uiso 1 1 calc R . . H15B H 1.2124 0.5351 0.1275 0.082 Uiso 1 1 calc R . . C16 C 1.0238(4) 0.4838(3) 0.1278(3) 0.0583(17) Uani 1 1 d . . . H16A H 1.0429 0.5054 0.1774 0.070 Uiso 1 1 calc R . . H16B H 0.9845 0.4465 0.1377 0.070 Uiso 1 1 calc R . . C17 C 0.6699(4) 0.6509(3) -0.0327(3) 0.0561(16) Uani 1 1 d . . . H17A H 0.6622 0.6957 -0.0184 0.067 Uiso 1 1 calc R . . H17B H 0.6407 0.6463 -0.0869 0.067 Uiso 1 1 calc R . . C18 C 0.6129(5) 0.6116(4) 0.0142(4) 0.0960(9) Uani 1 1 d U . . N2 N 0.5168(4) 0.6257(3) -0.0002(4) 0.1003(7) Uani 1 1 d U . . C22 C 0.4550(5) 0.5911(4) 0.0382(4) 0.1033(10) Uani 1 1 d U . . H22 H 0.3871 0.5978 0.0243 0.124 Uiso 1 1 calc R . . C21 C 0.4825(6) 0.5482(4) 0.0944(5) 0.115(3) Uani 1 1 d . . . H21 H 0.4366 0.5291 0.1223 0.138 Uiso 1 1 calc R . . C20 C 0.5795(5) 0.5338(3) 0.1086(4) 0.077(2) Uani 1 1 d . . . H20 H 0.6024 0.5035 0.1465 0.093 Uiso 1 1 calc R . . C23 C 0.8633(4) 0.7624(2) 0.0156(3) 0.0511(15) Uani 1 1 d . . . C24 C 0.8251(6) 0.7866(3) -0.0562(4) 0.085(2) Uani 1 1 d . . . H24 H 0.7945 0.7582 -0.0937 0.101 Uiso 1 1 calc R . . C25 C 0.8295(6) 0.8493(3) -0.0750(5) 0.103(3) Uani 1 1 d . . . H25 H 0.8023 0.8636 -0.1244 0.123 Uiso 1 1 calc R . . C26 C 0.8759(5) 0.8932(3) -0.0190(4) 0.080(2) Uani 1 1 d . . . H26 H 0.8801 0.9368 -0.0304 0.096 Uiso 1 1 calc R . . C27 C 0.9146(5) 0.8693(3) 0.0527(4) 0.082(2) Uani 1 1 d . . . H27 H 0.9483 0.8966 0.0901 0.098 Uiso 1 1 calc R . . C28 C 0.9040(5) 0.8053(3) 0.0697(4) 0.077(2) Uani 1 1 d . . . H28 H 0.9256 0.7909 0.1202 0.093 Uiso 1 1 calc R . . C29 C 0.8019(4) 0.6816(3) 0.1282(3) 0.0532(16) Uani 1 1 d . . . C30 C 0.7294(4) 0.7290(3) 0.1370(3) 0.0608(17) Uani 1 1 d . . . H30 H 0.7132 0.7601 0.0986 0.073 Uiso 1 1 calc R . . C31 C 0.6832(5) 0.7289(3) 0.2025(3) 0.0714(19) Uani 1 1 d . . . H31 H 0.6390 0.7620 0.2092 0.086 Uiso 1 1 calc R . . C32 C 0.6990(5) 0.6835(3) 0.2569(4) 0.082(2) Uani 1 1 d . . . H32 H 0.6629 0.6831 0.2987 0.098 Uiso 1 1 calc R . . C33 C 0.7697(4) 0.6371(3) 0.2504(3) 0.0695(19) Uani 1 1 d . . . H33 H 0.7842 0.6059 0.2889 0.083 Uiso 1 1 calc R . . C34 C 0.8182(4) 0.6374(3) 0.1866(3) 0.0555(16) Uani 1 1 d . . . H34 H 0.8653 0.6054 0.1828 0.067 Uiso 1 1 calc R . . C35 C 0.7391(4) 0.5118(3) -0.0882(3) 0.0492(15) Uani 1 1 d . . . C36 C 0.6386(5) 0.5141(3) -0.1291(4) 0.072(2) Uani 1 1 d . . . H36 H 0.6164 0.5509 -0.1570 0.086 Uiso 1 1 calc R . . C37 C 0.5762(5) 0.4631(3) -0.1270(4) 0.086(2) Uani 1 1 d . . . H37 H 0.5107 0.4658 -0.1515 0.103 Uiso 1 1 calc R . . C38 C 0.6097(5) 0.4074(3) -0.0888(4) 0.0725(19) Uani 1 1 d . . . H38 H 0.5667 0.3726 -0.0881 0.087 Uiso 1 1 calc R . . C39 C 0.7079(4) 0.4025(3) -0.0509(3) 0.0633(18) Uani 1 1 d . . . H39 H 0.7311 0.3645 -0.0262 0.076 Uiso 1 1 calc R . . C40 C 0.7694(4) 0.4555(3) -0.0510(3) 0.0585(17) Uani 1 1 d . . . H40 H 0.8340 0.4528 -0.0248 0.070 Uiso 1 1 calc R . . C41 C 0.7850(4) 0.6085(3) -0.1880(3) 0.0604(17) Uani 1 1 d . . . C42 C 0.8030(5) 0.5680(3) -0.2473(4) 0.0690(19) Uani 1 1 d . . . H42 H 0.8386 0.5301 -0.2350 0.083 Uiso 1 1 calc R . . C43 C 0.7688(6) 0.5822(3) -0.3270(4) 0.090(2) Uani 1 1 d . . . H43 H 0.7791 0.5537 -0.3665 0.108 Uiso 1 1 calc R . . C44 C 0.7220(7) 0.6376(4) -0.3429(4) 0.107(3) Uani 1 1 d . . . H44 H 0.7057 0.6490 -0.3951 0.129 Uiso 1 1 calc R . . C45 C 0.6959(7) 0.6790(4) -0.2882(4) 0.110(3) Uani 1 1 d . . . H45 H 0.6573 0.7154 -0.3017 0.132 Uiso 1 1 calc R . . C46 C 0.7306(6) 0.6635(3) -0.2102(4) 0.084(2) Uani 1 1 d . . . H46 H 0.7163 0.6916 -0.1714 0.101 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 0.0382(4) 0.0585(4) 0.0571(5) 0.0025(4) 0.0004(3) 0.0022(4) Fe2 0.0408(4) 0.0517(4) 0.0651(5) 0.0005(4) -0.0001(4) -0.0036(4) P1 0.0454(8) 0.0487(8) 0.0525(9) 0.0028(7) 0.0004(7) -0.0005(7) P2 0.0437(7) 0.0515(8) 0.0531(8) 0.0019(7) -0.0006(7) 0.0008(7) S1 0.0400(7) 0.0662(9) 0.0677(9) 0.0025(7) 0.0028(7) -0.0042(7) S2 0.0368(7) 0.0517(8) 0.0565(8) 0.0001(7) -0.0039(6) 0.0018(6) S3 0.0781(11) 0.0782(11) 0.0886(13) 0.0049(10) -0.0328(10) -0.0062(10) O1 0.087(3) 0.097(3) 0.095(3) -0.013(3) 0.008(3) 0.012(3) O2 0.069(3) 0.161(4) 0.102(4) 0.050(3) 0.000(3) -0.019(3) O3 0.107(3) 0.070(3) 0.151(4) 0.020(3) 0.031(3) -0.010(3) O4 0.092(3) 0.145(4) 0.078(3) -0.019(3) -0.008(3) -0.024(3) O5 0.0657(14) 0.0918(14) 0.0830(13) -0.0097(12) -0.0283(14) 0.0235(14) O6 0.092(3) 0.149(4) 0.141(5) 0.051(4) -0.034(4) -0.041(3) O7 0.144(5) 0.102(3) 0.112(4) -0.047(3) -0.052(3) 0.036(4) O8 0.095(4) 0.111(4) 0.443(10) -0.110(5) 0.106(5) -0.032(3) O9 0.066(3) 0.214(6) 0.146(5) 0.000(4) 0.003(3) 0.054(4) N1 0.032(2) 0.058(3) 0.045(2) 0.004(2) -0.014(2) -0.002(2) C19 0.053(3) 0.063(4) 0.081(4) 0.006(3) 0.004(3) -0.003(3) C1 0.047(3) 0.087(4) 0.054(4) -0.012(3) -0.008(3) 0.020(3) C2 0.028(3) 0.101(4) 0.065(4) 0.025(3) 0.000(3) -0.003(3) C3 0.069(4) 0.052(4) 0.109(5) 0.002(4) -0.011(4) 0.012(3) C4 0.056(3) 0.083(4) 0.062(4) -0.023(3) 0.010(3) -0.011(3) C5 0.146(8) 0.095(6) 0.126(7) 0.006(5) -0.063(6) 0.008(6) C6 0.080(4) 0.074(4) 0.110(5) 0.007(4) -0.023(4) -0.014(4) C7 0.053(4) 0.114(5) 0.089(5) -0.035(4) -0.016(4) 0.006(4) C8 0.062(4) 0.110(5) 0.056(4) -0.010(4) -0.003(3) -0.012(4) C9 0.053(3) 0.081(4) 0.058(4) -0.013(3) -0.013(3) -0.006(3) C10 0.047(3) 0.075(4) 0.094(5) 0.015(4) -0.002(3) 0.003(3) C11 0.079(5) 0.097(5) 0.105(5) 0.002(4) 0.010(4) -0.024(4) C12 0.0657(17) 0.0901(17) 0.0816(15) -0.0094(14) -0.0285(17) 0.0238(16) C13 0.044(3) 0.069(4) 0.071(4) 0.004(3) -0.001(3) 0.002(3) C14 0.071(4) 0.085(5) 0.101(5) -0.012(4) -0.015(4) 0.001(4) C15 0.036(3) 0.064(4) 0.098(5) 0.005(3) -0.011(3) 0.001(3) C16 0.044(3) 0.074(4) 0.055(4) 0.021(3) 0.000(3) 0.002(3) C17 0.041(3) 0.068(4) 0.057(3) 0.005(3) -0.001(3) 0.014(3) C18 0.0405(14) 0.1360(15) 0.1095(15) 0.0385(15) 0.0033(14) 0.0044(15) N2 0.0443(11) 0.1399(13) 0.1138(12) 0.0407(12) 0.0019(12) 0.0039(12) C22 0.0462(16) 0.1430(17) 0.1177(17) 0.0410(16) 0.0019(16) 0.0027(16) C21 0.071(4) 0.128(6) 0.144(6) 0.051(5) 0.010(5) -0.024(5) C20 0.056(4) 0.083(4) 0.088(5) 0.017(4) -0.005(4) -0.005(4) C23 0.045(3) 0.055(3) 0.053(3) -0.006(3) 0.007(3) -0.008(3) C24 0.126(6) 0.042(3) 0.079(4) 0.018(3) -0.010(4) -0.011(4) C25 0.113(6) 0.088(5) 0.097(5) 0.033(4) -0.019(5) -0.027(5) C26 0.092(5) 0.063(4) 0.085(5) 0.014(3) 0.018(4) 0.010(4) C27 0.103(5) 0.048(3) 0.094(5) -0.017(3) 0.010(4) -0.001(4) C28 0.107(5) 0.039(3) 0.082(4) 0.012(3) 0.001(4) -0.003(3) C29 0.044(3) 0.051(3) 0.060(4) 0.011(3) -0.006(3) -0.010(3) C30 0.058(3) 0.057(3) 0.067(4) 0.005(3) 0.006(3) 0.007(3) C31 0.075(4) 0.085(4) 0.058(4) -0.002(3) 0.021(3) 0.018(4) C32 0.086(5) 0.088(5) 0.073(4) 0.002(4) 0.021(4) -0.005(4) C33 0.065(4) 0.091(4) 0.053(4) 0.008(3) 0.009(3) 0.021(4) C34 0.050(3) 0.073(4) 0.042(3) -0.003(3) 0.002(3) -0.007(3) C35 0.034(3) 0.055(3) 0.058(3) -0.003(3) 0.004(3) -0.003(2) C36 0.062(4) 0.061(4) 0.092(5) 0.001(3) 0.007(4) -0.001(3) C37 0.061(4) 0.058(4) 0.135(6) -0.010(4) 0.004(4) -0.002(3) C38 0.055(3) 0.076(4) 0.087(4) -0.014(4) 0.014(3) -0.028(3) C39 0.065(4) 0.057(3) 0.068(4) 0.007(3) 0.009(3) -0.011(3) C40 0.055(3) 0.066(4) 0.054(4) 0.000(3) 0.007(3) 0.000(3) C41 0.062(4) 0.059(3) 0.056(4) 0.000(3) -0.003(3) -0.008(3) C42 0.063(4) 0.084(4) 0.057(4) -0.008(3) -0.001(3) -0.003(3) C43 0.099(5) 0.096(5) 0.071(5) -0.010(4) 0.000(4) 0.020(4) C44 0.160(8) 0.122(6) 0.039(4) 0.015(4) 0.012(4) 0.007(6) C45 0.144(7) 0.119(6) 0.069(5) 0.011(5) 0.024(5) 0.028(6) C46 0.100(5) 0.077(4) 0.071(5) 0.006(4) -0.001(4) -0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C2 1.706(6) . ? Fe1 C1 1.740(6) . ? Fe1 P2 2.2029(15) . ? Fe1 S1 2.2605(15) . ? Fe1 S2 2.2878(16) . ? Fe1 Fe2 2.4807(11) . ? Fe2 C3 1.719(7) . ? Fe2 C4 1.762(6) . ? Fe2 P1 2.2025(15) . ? Fe2 S2 2.2493(15) . ? Fe2 S1 2.2548(16) . ? P1 N1 1.744(4) . ? P1 C29 1.832(6) . ? P1 C23 1.832(5) . ? P2 N1 1.711(4) . ? P2 C41 1.820(6) . ? P2 C35 1.839(5) . ? S1 C15 1.840(6) . ? S2 C16 1.825(5) . ? S3 O6 1.407(6) . ? S3 O7 1.414(5) . ? S3 O5 1.609(4) . ? S3 C9 1.731(6) . ? O1 C1 1.188(7) . ? O2 C2 1.166(7) . ? O3 C3 1.197(8) . ? O4 C4 1.123(7) . ? O5 C12 1.455(7) . ? O8 H8B 0.8506 . ? O8 H8A 0.8496 . ? O9 H9A 0.8499 . ? O9 H9B 0.8499 . ? N1 C17 1.515(6) . ? C19 C18 1.366(9) . ? C19 C20 1.389(9) . ? C19 H19 0.9300 . ? C5 C6 1.555(10) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.341(10) . ? C6 C11 1.399(10) . ? C7 C8 1.419(10) . ? C7 H7 0.9300 . ? C8 C9 1.393(9) . ? C8 H8 0.9300 . ? C9 C10 1.350(9) . ? C10 C11 1.385(9) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.591(8) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.493(9) . ? C13 C15 1.513(8) . ? C13 C16 1.559(8) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.450(9) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 N2 1.325(8) . ? N2 C22 1.349(9) . ? C22 C21 1.331(10) . ? C22 H22 0.9300 . ? C21 C20 1.338(9) . ? C21 H21 0.9300 . ? C20 H20 0.9300 . ? C23 C28 1.352(8) . ? C23 C24 1.372(8) . ? C24 C25 1.344(8) . ? C24 H24 0.9300 . ? C25 C26 1.411(10) . ? C25 H25 0.9300 . ? C26 C27 1.370(9) . ? C26 H26 0.9300 . ? C27 C28 1.372(8) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 C34 1.360(7) . ? C29 C30 1.415(8) . ? C30 C31 1.372(8) . ? C30 H30 0.9300 . ? C31 C32 1.327(9) . ? C31 H31 0.9300 . ? C32 C33 1.376(9) . ? C32 H32 0.9300 . ? C33 C34 1.363(8) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C40 1.368(7) . ? C35 C36 1.446(8) . ? C36 C37 1.360(8) . ? C36 H36 0.9300 . ? C37 C38 1.376(9) . ? C37 H37 0.9300 . ? C38 C39 1.404(8) . ? C38 H38 0.9300 . ? C39 C40 1.380(8) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 C42 1.375(8) . ? C41 C46 1.383(9) . ? C42 C43 1.422(9) . ? C42 H42 0.9300 . ? C43 C44 1.322(10) . ? C43 H43 0.9300 . ? C44 C45 1.363(10) . ? C44 H44 0.9300 . ? C45 C46 1.402(10) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Fe1 C1 95.7(3) . . ? C2 Fe1 P2 92.16(18) . . ? C1 Fe1 P2 97.31(19) . . ? C2 Fe1 S1 88.09(18) . . ? C1 Fe1 S1 107.89(19) . . ? P2 Fe1 S1 154.66(6) . . ? C2 Fe1 S2 150.7(2) . . ? C1 Fe1 S2 113.6(2) . . ? P2 Fe1 S2 85.06(5) . . ? S1 Fe1 S2 82.48(5) . . ? C2 Fe1 Fe2 95.7(2) . . ? C1 Fe1 Fe2 160.30(19) . . ? P2 Fe1 Fe2 98.26(5) . . ? S1 Fe1 Fe2 56.56(4) . . ? S2 Fe1 Fe2 56.11(4) . . ? C3 Fe2 C4 98.3(3) . . ? C3 Fe2 P1 91.4(2) . . ? C4 Fe2 P1 101.7(2) . . ? C3 Fe2 S2 160.6(2) . . ? C4 Fe2 S2 100.9(2) . . ? P1 Fe2 S2 87.18(5) . . ? C3 Fe2 S1 88.4(2) . . ? C4 Fe2 S1 107.7(2) . . ? P1 Fe2 S1 150.36(6) . . ? S2 Fe2 S1 83.47(6) . . ? C3 Fe2 Fe1 103.3(2) . . ? C4 Fe2 Fe1 152.5(2) . . ? P1 Fe2 Fe1 94.64(5) . . ? S2 Fe2 Fe1 57.60(4) . . ? S1 Fe2 Fe1 56.78(4) . . ? N1 P1 C29 103.8(2) . . ? N1 P1 C23 107.9(2) . . ? C29 P1 C23 99.0(2) . . ? N1 P1 Fe2 114.30(15) . . ? C29 P1 Fe2 117.56(18) . . ? C23 P1 Fe2 112.77(17) . . ? N1 P2 C41 108.2(2) . . ? N1 P2 C35 105.5(2) . . ? C41 P2 C35 98.7(3) . . ? N1 P2 Fe1 112.29(14) . . ? C41 P2 Fe1 114.6(2) . . ? C35 P2 Fe1 116.32(17) . . ? C15 S1 Fe2 111.7(2) . . ? C15 S1 Fe1 117.36(18) . . ? Fe2 S1 Fe1 66.65(5) . . ? C16 S2 Fe2 111.44(19) . . ? C16 S2 Fe1 119.97(18) . . ? Fe2 S2 Fe1 66.28(5) . . ? O6 S3 O7 121.0(4) . . ? O6 S3 O5 107.7(3) . . ? O7 S3 O5 100.8(3) . . ? O6 S3 C9 111.0(3) . . ? O7 S3 C9 110.1(3) . . ? O5 S3 C9 104.5(3) . . ? C12 O5 S3 116.5(4) . . ? H8B O8 H8A 132.4 . . ? H9A O9 H9B 93.3 . . ? C17 N1 P2 120.2(3) . . ? C17 N1 P1 120.5(3) . . ? P2 N1 P1 119.4(2) . . ? C18 C19 C20 120.0(6) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? O1 C1 Fe1 172.6(6) . . ? O2 C2 Fe1 178.5(6) . . ? O3 C3 Fe2 174.0(6) . . ? O4 C4 Fe2 178.3(6) . . ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C11 118.4(7) . . ? C7 C6 C5 119.9(7) . . ? C11 C6 C5 121.6(7) . . ? C6 C7 C8 122.2(7) . . ? C6 C7 H7 118.9 . . ? C8 C7 H7 118.9 . . ? C9 C8 C7 116.8(6) . . ? C9 C8 H8 121.6 . . ? C7 C8 H8 121.6 . . ? C10 C9 C8 122.3(6) . . ? C10 C9 S3 119.9(5) . . ? C8 C9 S3 117.7(5) . . ? C9 C10 C11 118.8(6) . . ? C9 C10 H10 120.6 . . ? C11 C10 H10 120.6 . . ? C10 C11 C6 121.4(7) . . ? C10 C11 H11 119.3 . . ? C6 C11 H11 119.3 . . ? O5 C12 C13 110.6(5) . . ? O5 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? O5 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? C14 C13 C15 113.4(5) . . ? C14 C13 C16 113.2(5) . . ? C15 C13 C16 112.4(5) . . ? C14 C13 C12 102.0(5) . . ? C15 C13 C12 107.4(5) . . ? C16 C13 C12 107.5(5) . . ? 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 S1 120.4(4) . . ? C13 C15 H15A 107.2 . . ? S1 C15 H15A 107.2 . . ? C13 C15 H15B 107.2 . . ? S1 C15 H15B 107.2 . . ? H15A C15 H15B 106.9 . . ? C13 C16 S2 116.9(4) . . ? C13 C16 H16A 108.1 . . ? S2 C16 H16A 108.1 . . ? C13 C16 H16B 108.1 . . ? S2 C16 H16B 108.1 . . ? H16A C16 H16B 107.3 . . ? C18 C17 N1 117.1(5) . . ? C18 C17 H17A 108.0 . . ? N1 C17 H17A 108.0 . . ? C18 C17 H17B 108.0 . . ? N1 C17 H17B 108.0 . . ? H17A C17 H17B 107.3 . . ? N2 C18 C19 120.2(7) . . ? N2 C18 C17 111.1(6) . . ? C19 C18 C17 128.6(6) . . ? C18 N2 C22 117.0(6) . . ? C21 C22 N2 125.9(6) . . ? C21 C22 H22 117.0 . . ? N2 C22 H22 117.0 . . ? C22 C21 C20 116.7(7) . . ? C22 C21 H21 121.7 . . ? C20 C21 H21 121.7 . . ? C21 C20 C19 119.7(6) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C28 C23 C24 116.8(5) . . ? C28 C23 P1 118.5(4) . . ? C24 C23 P1 124.7(4) . . ? C25 C24 C23 123.3(6) . . ? C25 C24 H24 118.3 . . ? C23 C24 H24 118.3 . . ? C24 C25 C26 119.3(7) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? C27 C26 C25 117.7(6) . . ? C27 C26 H26 121.1 . . ? C25 C26 H26 121.1 . . ? C26 C27 C28 120.4(6) . . ? C26 C27 H27 119.8 . . ? C28 C27 H27 119.8 . . ? C23 C28 C27 122.3(6) . . ? C23 C28 H28 118.9 . . ? C27 C28 H28 118.9 . . ? C34 C29 C30 115.6(5) . . ? C34 C29 P1 121.6(4) . . ? C30 C29 P1 122.7(4) . . ? C31 C30 C29 119.6(5) . . ? C31 C30 H30 120.2 . . ? C29 C30 H30 120.2 . . ? C32 C31 C30 122.7(6) . . ? C32 C31 H31 118.6 . . ? C30 C31 H31 118.6 . . ? C31 C32 C33 118.9(6) . . ? C31 C32 H32 120.6 . . ? C33 C32 H32 120.6 . . ? C34 C33 C32 119.1(6) . . ? C34 C33 H33 120.5 . . ? C32 C33 H33 120.5 . . ? C29 C34 C33 124.0(6) . . ? C29 C34 H34 118.0 . . ? C33 C34 H34 118.0 . . ? C40 C35 C36 117.2(5) . . ? C40 C35 P2 122.0(4) . . ? C36 C35 P2 120.8(4) . . ? C37 C36 C35 120.7(6) . . ? C37 C36 H36 119.7 . . ? C35 C36 H36 119.7 . . ? C36 C37 C38 120.1(6) . . ? C36 C37 H37 120.0 . . ? C38 C37 H37 120.0 . . ? C37 C38 C39 120.8(6) . . ? C37 C38 H38 119.6 . . ? C39 C38 H38 119.6 . . ? C40 C39 C38 118.4(6) . . ? C40 C39 H39 120.8 . . ? C38 C39 H39 120.8 . . ? C35 C40 C39 122.7(5) . . ? C35 C40 H40 118.7 . . ? C39 C40 H40 118.7 . . ? C42 C41 C46 116.3(6) . . ? C42 C41 P2 117.9(5) . . ? C46 C41 P2 125.5(5) . . ? C41 C42 C43 121.8(6) . . ? C41 C42 H42 119.1 . . ? C43 C42 H42 119.1 . . ? C44 C43 C42 117.6(7) . . ? C44 C43 H43 121.2 . . ? C42 C43 H43 121.2 . . ? C43 C44 C45 124.6(7) . . ? C43 C44 H44 117.7 . . ? C45 C44 H44 117.7 . . ? C44 C45 C46 116.1(8) . . ? C44 C45 H45 122.0 . . ? C46 C45 H45 122.0 . . ? C41 C46 C45 123.3(7) . . ? C41 C46 H46 118.3 . . ? C45 C46 H46 118.3 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O8 H8B O9 0.85 1.91 2.756(9) 178.1 . O8 H8A O4 0.85 2.60 3.449(8) 179.2 1_455 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.749 _refine_diff_density_min -0.709 _refine_diff_density_rms 0.101