# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Peter Scott' _publ_contact_author_email PETER.SCOTT@WARWICK.AC.UK _publ_section_title ; Optically Pure Fe(A-B)3 Chelates; a Versatile Solution to the Isomer Problem ; loop_ _publ_author_name 'Peter Scott' 'Laura E. N. Allan' 'Nikola P. Chmel' 'Guy J. Clarkson' 'Suzanne E. Howson' ; R.van Gorkum ; # Attachment 'B821573A_sh2.cif' data_sh2 _database_code_depnum_ccdc_archive 'CCDC 711827' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H36 Cl2 Fe N4 O10' _chemical_formula_weight 667.32 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' 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 monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.5751(2) _cell_length_b 15.1762(3) _cell_length_c 10.7704(2) _cell_angle_alpha 90.00 _cell_angle_beta 110.5290(10) _cell_angle_gamma 90.00 _cell_volume 1465.69(5) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 15937 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.512 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.757 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8005 _exptl_absorpt_correction_T_max 0.9080 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model except the OH protons H111 and H211 which were located in a difference map. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for methyl and OH H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX II CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 16635 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6382 _reflns_number_gt 6259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The BASF parameter refined to 0.06(12) ; _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^)+(0.0136P)^2^+0.6750P] 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 2717 Friedel pairs' _chemical_absolute_configuration rmad _refine_ls_abs_structure_Flack 0.06(12) _refine_ls_number_reflns 6382 _refine_ls_number_parameters 383 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0276 _refine_ls_R_factor_gt 0.0269 _refine_ls_wR_factor_ref 0.0654 _refine_ls_wR_factor_gt 0.0649 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.181 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.35282(3) 0.26080(2) 0.20694(3) 0.01338(7) Uani 1 1 d . . . N101 N 0.2561(2) 0.30208(12) 0.35477(17) 0.0154(4) Uani 1 1 d . . . C102 C 0.1168(3) 0.32759(16) 0.3368(2) 0.0189(5) Uani 1 1 d . . . H10D H 0.0455 0.3280 0.2493 0.023 Uiso 1 1 calc R . . C103 C 0.0718(3) 0.35355(16) 0.4412(2) 0.0202(5) Uani 1 1 d . . . H10E H -0.0281 0.3715 0.4251 0.024 Uiso 1 1 calc R . . C104 C 0.1757(3) 0.35271(16) 0.5689(2) 0.0203(5) Uani 1 1 d . . . H10F H 0.1479 0.3701 0.6417 0.024 Uiso 1 1 calc R . . C105 C 0.3204(3) 0.32618(15) 0.5892(2) 0.0189(5) Uani 1 1 d . . . H10G H 0.3934 0.3251 0.6758 0.023 Uiso 1 1 calc R . . C106 C 0.3565(2) 0.30119(14) 0.4804(2) 0.0161(4) Uani 1 1 d . . . C107 C 0.5088(2) 0.27484(15) 0.4929(2) 0.0168(4) Uani 1 1 d . . . H10B H 0.5881 0.2770 0.5761 0.020 Uiso 1 1 calc R . . N108 N 0.53115(18) 0.24897(13) 0.38842(16) 0.0142(4) Uani 1 1 d . . . C109 C 0.6818(2) 0.22788(15) 0.3909(2) 0.0161(4) Uani 1 1 d . . . H10A H 0.7542 0.2594 0.4684 0.019 Uiso 1 1 calc R . . C110 C 0.6907(2) 0.27031(17) 0.26471(19) 0.0181(4) Uani 1 1 d . . . H11J H 0.7052 0.3347 0.2773 0.022 Uiso 1 1 calc R . . H11K H 0.7763 0.2457 0.2447 0.022 Uiso 1 1 calc R . . O111 O 0.55294(16) 0.25222(12) 0.15621(14) 0.0178(3) Uani 1 1 d . . . H111 H 0.557(3) 0.272(2) 0.092(3) 0.027 Uiso 1 1 d . . . C112 C 0.7188(3) 0.12814(16) 0.4092(2) 0.0185(4) Uani 1 1 d . . . C113 C 0.6969(3) 0.09653(17) 0.5368(2) 0.0246(5) Uani 1 1 d . . . H11A H 0.7326 0.0358 0.5558 0.037 Uiso 1 1 calc R . . H11B H 0.5908 0.0990 0.5251 0.037 Uiso 1 1 calc R . . H11C H 0.7534 0.1347 0.6108 0.037 Uiso 1 1 calc R . . C114 C 0.8838(3) 0.11671(18) 0.4247(3) 0.0275(5) Uani 1 1 d . . . H11D H 0.9132 0.0551 0.4458 0.041 Uiso 1 1 calc R . . H11E H 0.9457 0.1547 0.4965 0.041 Uiso 1 1 calc R . . H11F H 0.8975 0.1331 0.3417 0.041 Uiso 1 1 calc R . . C115 C 0.6229(3) 0.07221(17) 0.2929(2) 0.0240(5) Uani 1 1 d . . . H11G H 0.6536 0.0104 0.3087 0.036 Uiso 1 1 calc R . . H11H H 0.6357 0.0925 0.2112 0.036 Uiso 1 1 calc R . . H11I H 0.5179 0.0777 0.2841 0.036 Uiso 1 1 calc R . . N201 N 0.3174(2) 0.39482(13) 0.13623(18) 0.0166(4) Uani 1 1 d . . . C202 C 0.3873(3) 0.46761(16) 0.1980(2) 0.0199(5) Uani 1 1 d . . . H20D H 0.4599 0.4623 0.2844 0.024 Uiso 1 1 calc R . . C203 C 0.3573(3) 0.55030(16) 0.1400(2) 0.0225(5) Uani 1 1 d . . . H20E H 0.4072 0.6007 0.1872 0.027 Uiso 1 1 calc R . . C204 C 0.2546(3) 0.55903(16) 0.0134(2) 0.0225(5) Uani 1 1 d . . . H20F H 0.2345 0.6150 -0.0285 0.027 Uiso 1 1 calc R . . C205 C 0.1808(3) 0.48363(16) -0.0518(2) 0.0197(4) Uani 1 1 d . . . H20G H 0.1094 0.4874 -0.1390 0.024 Uiso 1 1 calc R . . C206 C 0.2134(2) 0.40370(16) 0.0127(2) 0.0157(4) Uani 1 1 d . . . C207 C 0.1368(2) 0.32132(15) -0.0443(2) 0.0163(4) Uani 1 1 d . . . H20A H 0.0534 0.3215 -0.1247 0.020 Uiso 1 1 calc R . . N208 N 0.18529(19) 0.25001(13) 0.01695(16) 0.0147(4) Uani 1 1 d . . . C209 C 0.1096(3) 0.16545(15) -0.0273(2) 0.0162(4) Uani 1 1 d . . . H20C H 0.0025 0.1782 -0.0791 0.019 Uiso 1 1 calc R . . C210 C 0.1165(2) 0.11765(16) 0.1005(2) 0.0176(4) Uani 1 1 d . . . H21J H 0.0375 0.1401 0.1316 0.021 Uiso 1 1 calc R . . H21K H 0.1008 0.0536 0.0836 0.021 Uiso 1 1 calc R . . O211 O 0.26155(18) 0.13342(11) 0.19979(15) 0.0176(3) Uani 1 1 d . . . H211 H 0.263(3) 0.117(2) 0.268(3) 0.026 Uiso 1 1 d . . . C212 C 0.1740(3) 0.11223(15) -0.1181(2) 0.0184(5) Uani 1 1 d . . . C213 C 0.3307(3) 0.07691(17) -0.0445(2) 0.0235(5) Uani 1 1 d . . . H21A H 0.3638 0.0418 -0.1054 0.035 Uiso 1 1 calc R . . H21B H 0.3294 0.0399 0.0296 0.035 Uiso 1 1 calc R . . H21C H 0.3994 0.1263 -0.0106 0.035 Uiso 1 1 calc R . . C214 C 0.1775(4) 0.17184(18) -0.2321(3) 0.0306(6) Uani 1 1 d . . . H21D H 0.2039 0.1367 -0.2970 0.046 Uiso 1 1 calc R . . H21E H 0.2519 0.2184 -0.1970 0.046 Uiso 1 1 calc R . . H21F H 0.0791 0.1985 -0.2750 0.046 Uiso 1 1 calc R . . C215 C 0.0686(3) 0.03425(16) -0.1754(2) 0.0236(5) Uani 1 1 d . . . H21G H 0.1009 0.0029 -0.2401 0.035 Uiso 1 1 calc R . . H21H H -0.0332 0.0562 -0.2190 0.035 Uiso 1 1 calc R . . H21I H 0.0709 -0.0060 -0.1035 0.035 Uiso 1 1 calc R . . Cl10 Cl 0.75621(6) 0.48607(4) 0.54009(5) 0.02092(12) Uani 1 1 d . . . O11 O 0.8817(2) 0.44145(18) 0.6311(2) 0.0466(6) Uani 1 1 d . . . O12 O 0.6195(2) 0.45206(14) 0.5465(2) 0.0381(5) Uani 1 1 d . . . O13 O 0.7576(2) 0.47767(14) 0.40775(17) 0.0331(4) Uani 1 1 d . . . O14 O 0.7659(3) 0.57936(13) 0.5727(2) 0.0389(5) Uani 1 1 d . . . Cl20 Cl 0.73102(6) 0.31264(4) 0.91542(5) 0.02025(12) Uani 1 1 d . . . O21 O 0.5853(2) 0.31516(19) 0.9256(2) 0.0507(6) Uani 1 1 d U . . O22 O 0.83608(19) 0.28085(13) 1.03938(15) 0.0295(4) Uani 1 1 d . . . O23 O 0.7304(2) 0.25398(15) 0.81088(16) 0.0419(5) Uani 1 1 d . . . O24 O 0.7723(3) 0.39811(13) 0.8877(2) 0.0462(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01248(14) 0.01469(14) 0.01162(13) 0.00044(12) 0.00253(10) -0.00005(13) N101 0.0146(9) 0.0162(9) 0.0145(8) -0.0003(7) 0.0042(7) 0.0005(7) C102 0.0151(11) 0.0208(11) 0.0186(10) 0.0012(9) 0.0031(9) 0.0012(9) C103 0.0145(11) 0.0210(11) 0.0263(11) 0.0006(9) 0.0088(9) 0.0023(9) C104 0.0241(12) 0.0214(11) 0.0196(10) -0.0012(9) 0.0128(9) 0.0006(10) C105 0.0212(12) 0.0193(11) 0.0163(10) 0.0005(8) 0.0068(9) 0.0010(9) C106 0.0166(11) 0.0157(10) 0.0148(9) 0.0016(8) 0.0040(8) -0.0009(9) C107 0.0158(10) 0.0179(12) 0.0153(9) 0.0010(8) 0.0037(7) 0.0017(9) N108 0.0126(8) 0.0145(9) 0.0148(7) 0.0015(7) 0.0040(6) 0.0011(7) C109 0.0120(10) 0.0204(11) 0.0143(9) -0.0010(8) 0.0027(8) -0.0004(8) C110 0.0131(9) 0.0229(12) 0.0173(9) 0.0010(9) 0.0041(7) -0.0027(10) O111 0.0158(7) 0.0257(9) 0.0119(6) 0.0029(7) 0.0047(6) -0.0001(7) C112 0.0168(11) 0.0206(11) 0.0159(10) 0.0010(9) 0.0030(8) 0.0048(9) C113 0.0278(13) 0.0245(12) 0.0212(12) 0.0061(10) 0.0082(10) 0.0084(11) C114 0.0170(12) 0.0307(14) 0.0321(13) 0.0013(11) 0.0053(10) 0.0070(10) C115 0.0246(12) 0.0198(12) 0.0251(12) -0.0010(9) 0.0057(10) 0.0031(10) N201 0.0169(9) 0.0177(9) 0.0156(8) -0.0003(7) 0.0061(7) -0.0006(8) C202 0.0176(11) 0.0200(12) 0.0209(11) -0.0032(9) 0.0052(9) -0.0022(9) C203 0.0213(12) 0.0177(12) 0.0297(12) -0.0037(9) 0.0102(10) -0.0032(9) C204 0.0260(13) 0.0141(11) 0.0312(13) 0.0038(9) 0.0148(10) 0.0034(9) C205 0.0198(11) 0.0204(11) 0.0194(10) 0.0031(9) 0.0076(9) 0.0044(10) C206 0.0143(10) 0.0190(10) 0.0146(10) 0.0012(8) 0.0060(8) 0.0022(9) C207 0.0152(10) 0.0199(11) 0.0121(9) 0.0014(8) 0.0027(8) 0.0006(9) N208 0.0139(8) 0.0165(10) 0.0129(7) -0.0016(7) 0.0037(6) 0.0003(8) C209 0.0154(11) 0.0161(10) 0.0153(10) -0.0013(8) 0.0031(9) -0.0018(9) C210 0.0150(11) 0.0209(11) 0.0157(10) -0.0015(8) 0.0041(8) -0.0035(9) O211 0.0176(8) 0.0203(8) 0.0131(7) 0.0042(6) 0.0029(6) -0.0034(7) C212 0.0206(12) 0.0188(11) 0.0149(10) -0.0028(8) 0.0052(9) -0.0028(9) C213 0.0221(12) 0.0238(12) 0.0276(12) -0.0053(10) 0.0126(10) 0.0011(10) C214 0.0497(17) 0.0248(13) 0.0207(12) -0.0026(10) 0.0167(12) -0.0023(12) C215 0.0276(13) 0.0201(12) 0.0195(11) -0.0059(9) 0.0037(9) -0.0044(10) Cl10 0.0189(3) 0.0239(3) 0.0212(3) -0.0060(2) 0.0086(2) -0.0027(2) O11 0.0300(11) 0.0746(17) 0.0344(11) 0.0166(11) 0.0102(9) 0.0150(11) O12 0.0254(10) 0.0364(12) 0.0555(13) -0.0006(9) 0.0179(9) -0.0093(9) O13 0.0425(11) 0.0369(11) 0.0215(8) -0.0098(8) 0.0133(8) 0.0021(10) O14 0.0630(14) 0.0255(10) 0.0412(11) -0.0179(9) 0.0346(11) -0.0171(10) Cl20 0.0230(3) 0.0209(3) 0.0165(2) 0.0025(2) 0.0066(2) -0.0010(2) O21 0.0322(8) 0.0806(11) 0.0419(9) 0.0210(8) 0.0162(7) 0.0030(8) O22 0.0242(9) 0.0443(13) 0.0158(7) 0.0009(7) 0.0018(6) 0.0019(8) O23 0.0714(14) 0.0242(10) 0.0188(8) -0.0073(8) 0.0016(8) 0.0000(11) O24 0.0831(18) 0.0193(10) 0.0427(12) 0.0006(9) 0.0303(12) -0.0092(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 N108 2.1043(17) . ? Fe1 O211 2.1118(17) . ? Fe1 N208 2.1178(16) . ? Fe1 N201 2.1565(19) . ? Fe1 O111 2.1729(15) . ? Fe1 N101 2.1952(18) . ? N101 C102 1.336(3) . ? N101 C106 1.358(3) . ? C102 C103 1.395(3) . ? C102 H10D 0.9500 . ? C103 C104 1.386(3) . ? C103 H10E 0.9500 . ? C104 C105 1.385(3) . ? C104 H10F 0.9500 . ? C105 C106 1.385(3) . ? C105 H10G 0.9500 . ? C106 C107 1.473(3) . ? C107 N108 1.279(3) . ? C107 H10B 0.9500 . ? N108 C109 1.468(3) . ? C109 C110 1.533(3) . ? C109 C112 1.551(3) . ? C109 H10A 1.0000 . ? C110 O111 1.449(2) . ? C110 H11J 0.9900 . ? C110 H11K 0.9900 . ? O111 H111 0.77(3) . ? C112 C115 1.525(3) . ? C112 C113 1.538(3) . ? C112 C114 1.539(3) . ? C113 H11A 0.9800 . ? C113 H11B 0.9800 . ? C113 H11C 0.9800 . ? C114 H11D 0.9800 . ? C114 H11E 0.9800 . ? C114 H11F 0.9800 . ? C115 H11G 0.9800 . ? C115 H11H 0.9800 . ? C115 H11I 0.9800 . ? N201 C202 1.341(3) . ? N201 C206 1.361(3) . ? C202 C203 1.386(3) . ? C202 H20D 0.9500 . ? C203 C204 1.379(4) . ? C203 H20E 0.9500 . ? C204 C205 1.398(3) . ? C204 H20F 0.9500 . ? C205 C206 1.378(3) . ? C205 H20G 0.9500 . ? C206 C207 1.471(3) . ? C207 N208 1.268(3) . ? C207 H20A 0.9500 . ? N208 C209 1.468(3) . ? C209 C210 1.536(3) . ? C209 C212 1.553(3) . ? C209 H20C 1.0000 . ? C210 O211 1.445(3) . ? C210 H21J 0.9900 . ? C210 H21K 0.9900 . ? O211 H211 0.76(3) . ? C212 C213 1.528(3) . ? C212 C214 1.535(3) . ? C212 C215 1.537(3) . ? C213 H21A 0.9800 . ? C213 H21B 0.9800 . ? C213 H21C 0.9800 . ? C214 H21D 0.9800 . ? C214 H21E 0.9800 . ? C214 H21F 0.9800 . ? C215 H21G 0.9800 . ? C215 H21H 0.9800 . ? C215 H21I 0.9800 . ? Cl10 O11 1.427(2) . ? Cl10 O12 1.4311(19) . ? Cl10 O13 1.4359(17) . ? Cl10 O14 1.4539(19) . ? Cl20 O24 1.418(2) . ? Cl20 O23 1.4337(19) . ? Cl20 O21 1.438(2) . ? Cl20 O22 1.4440(17) . ? 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 N108 Fe1 O211 98.42(7) . . ? N108 Fe1 N208 169.71(8) . . ? O211 Fe1 N208 74.36(7) . . ? N108 Fe1 N201 112.60(7) . . ? O211 Fe1 N201 147.01(7) . . ? N208 Fe1 N201 76.10(7) . . ? N108 Fe1 O111 74.25(6) . . ? O211 Fe1 O111 109.03(7) . . ? N208 Fe1 O111 100.86(6) . . ? N201 Fe1 O111 90.63(7) . . ? N108 Fe1 N101 76.22(7) . . ? O211 Fe1 N101 90.76(7) . . ? N208 Fe1 N101 110.71(7) . . ? N201 Fe1 N101 86.16(7) . . ? O111 Fe1 N101 146.40(6) . . ? C102 N101 C106 117.96(18) . . ? C102 N101 Fe1 129.13(14) . . ? C106 N101 Fe1 112.91(14) . . ? N101 C102 C103 122.7(2) . . ? N101 C102 H10D 118.7 . . ? C103 C102 H10D 118.7 . . ? C104 C103 C102 118.7(2) . . ? C104 C103 H10E 120.6 . . ? C102 C103 H10E 120.6 . . ? C105 C104 C103 119.3(2) . . ? C105 C104 H10F 120.4 . . ? C103 C104 H10F 120.4 . . ? C106 C105 C104 118.6(2) . . ? C106 C105 H10G 120.7 . . ? C104 C105 H10G 120.7 . . ? N101 C106 C105 122.8(2) . . ? N101 C106 C107 115.21(18) . . ? C105 C106 C107 122.00(19) . . ? N108 C107 C106 117.96(19) . . ? N108 C107 H10B 121.0 . . ? C106 C107 H10B 121.0 . . ? C107 N108 C109 121.13(18) . . ? C107 N108 Fe1 117.37(14) . . ? C109 N108 Fe1 120.50(12) . . ? N108 C109 C110 104.61(17) . . ? N108 C109 C112 113.22(18) . . ? C110 C109 C112 116.15(19) . . ? N108 C109 H10A 107.5 . . ? C110 C109 H10A 107.5 . . ? C112 C109 H10A 107.5 . . ? O111 C110 C109 108.48(17) . . ? O111 C110 H11J 110.0 . . ? C109 C110 H11J 110.0 . . ? O111 C110 H11K 110.0 . . ? C109 C110 H11K 110.0 . . ? H11J C110 H11K 108.4 . . ? C110 O111 Fe1 114.81(12) . . ? C110 O111 H111 109(2) . . ? Fe1 O111 H111 122(2) . . ? C115 C112 C113 109.2(2) . . ? C115 C112 C114 109.02(19) . . ? C113 C112 C114 108.90(19) . . ? C115 C112 C109 113.22(19) . . ? C113 C112 C109 108.72(18) . . ? C114 C112 C109 107.7(2) . . ? C112 C113 H11A 109.5 . . ? C112 C113 H11B 109.5 . . ? H11A C113 H11B 109.5 . . ? C112 C113 H11C 109.5 . . ? H11A C113 H11C 109.5 . . ? H11B C113 H11C 109.5 . . ? C112 C114 H11D 109.5 . . ? C112 C114 H11E 109.5 . . ? H11D C114 H11E 109.5 . . ? C112 C114 H11F 109.5 . . ? H11D C114 H11F 109.5 . . ? H11E C114 H11F 109.5 . . ? C112 C115 H11G 109.5 . . ? C112 C115 H11H 109.5 . . ? H11G C115 H11H 109.5 . . ? C112 C115 H11I 109.5 . . ? H11G C115 H11I 109.5 . . ? H11H C115 H11I 109.5 . . ? C202 N201 C206 118.0(2) . . ? C202 N201 Fe1 127.78(16) . . ? C206 N201 Fe1 114.16(15) . . ? N201 C202 C203 122.3(2) . . ? N201 C202 H20D 118.9 . . ? C203 C202 H20D 118.9 . . ? C204 C203 C202 119.7(2) . . ? C204 C203 H20E 120.1 . . ? C202 C203 H20E 120.1 . . ? C203 C204 C205 118.5(2) . . ? C203 C204 H20F 120.7 . . ? C205 C204 H20F 120.7 . . ? C206 C205 C204 118.8(2) . . ? C206 C205 H20G 120.6 . . ? C204 C205 H20G 120.6 . . ? N201 C206 C205 122.6(2) . . ? N201 C206 C207 114.26(19) . . ? C205 C206 C207 123.09(19) . . ? N208 C207 C206 118.06(19) . . ? N208 C207 H20A 121.0 . . ? C206 C207 H20A 121.0 . . ? C207 N208 C209 121.89(18) . . ? C207 N208 Fe1 116.87(15) . . ? C209 N208 Fe1 120.08(14) . . ? N208 C209 C210 105.12(17) . . ? N208 C209 C212 113.53(18) . . ? C210 C209 C212 114.62(19) . . ? N208 C209 H20C 107.7 . . ? C210 C209 H20C 107.7 . . ? C212 C209 H20C 107.7 . . ? O211 C210 C209 108.24(17) . . ? O211 C210 H21J 110.1 . . ? C209 C210 H21J 110.1 . . ? O211 C210 H21K 110.1 . . ? C209 C210 H21K 110.1 . . ? H21J C210 H21K 108.4 . . ? C210 O211 Fe1 117.17(13) . . ? C210 O211 H211 110(2) . . ? Fe1 O211 H211 113(2) . . ? C213 C212 C214 109.2(2) . . ? C213 C212 C215 109.0(2) . . ? C214 C212 C215 109.16(19) . . ? C213 C212 C209 112.99(18) . . ? C214 C212 C209 108.80(19) . . ? C215 C212 C209 107.70(18) . . ? C212 C213 H21A 109.5 . . ? C212 C213 H21B 109.5 . . ? H21A C213 H21B 109.5 . . ? C212 C213 H21C 109.5 . . ? H21A C213 H21C 109.5 . . ? H21B C213 H21C 109.5 . . ? C212 C214 H21D 109.5 . . ? C212 C214 H21E 109.5 . . ? H21D C214 H21E 109.5 . . ? C212 C214 H21F 109.5 . . ? H21D C214 H21F 109.5 . . ? H21E C214 H21F 109.5 . . ? C212 C215 H21G 109.5 . . ? C212 C215 H21H 109.5 . . ? H21G C215 H21H 109.5 . . ? C212 C215 H21I 109.5 . . ? H21G C215 H21I 109.5 . . ? H21H C215 H21I 109.5 . . ? O11 Cl10 O12 111.05(14) . . ? O11 Cl10 O13 109.95(12) . . ? O12 Cl10 O13 110.08(12) . . ? O11 Cl10 O14 109.21(15) . . ? O12 Cl10 O14 108.74(13) . . ? O13 Cl10 O14 107.73(12) . . ? O24 Cl20 O23 109.11(13) . . ? O24 Cl20 O21 109.97(16) . . ? O23 Cl20 O21 109.84(15) . . ? O24 Cl20 O22 110.17(13) . . ? O23 Cl20 O22 109.17(11) . . ? O21 Cl20 O22 108.57(12) . . ? 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 O111 H111 O21 0.77(3) 2.01(3) 2.778(3) 173(3) 1_554 O211 H211 O14 0.76(3) 1.93(3) 2.682(2) 171(3) 2_646 C107 H10B O23 0.95 2.44 3.351(3) 160.6 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.879 _refine_diff_density_min -0.450 _refine_diff_density_rms 0.049 # Attachment 'sh4.cif' data_sh4 _database_code_depnum_ccdc_archive 'CCDC 711828' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H44 Cl2 Fe N6.50 O11.25' _chemical_formula_weight 958.60 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' 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 monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 18.5532(6) _cell_length_b 12.1579(2) _cell_length_c 19.1141(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.7860(10) _cell_angle_gamma 90.00 _cell_volume 4311.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 31823 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 26.00 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1990 _exptl_absorpt_coefficient_mu 0.544 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5746 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2007/2 (Sheldrick, G.M., 2007)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of Reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique Set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at the end of data collection and analyzing the duplicate reflections. Hydrogen atoms were added at calculated positions and refined using a riding model except the OH's of the alcohols O1 to O5 which were located in a difference map and allowed to refine freely except O3-H3 which had a distance restraint. Anisotropic displacement parameters were used for all non-H atoms; H-atoms were given isotropic displacement parameters equal to 1.2 (or 1.5 for methyl and OH H-atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. There is a solvent water, oxygen atom O23, refine as 50% occupancy. No hydrogens were located for this atom but were included in the formula for completeness. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius Roper CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 44867 _diffrn_reflns_av_R_equivalents 0.1029 _diffrn_reflns_av_sigmaI/netI 0.1012 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 25.03 _reflns_number_total 15037 _reflns_number_gt 11752 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' #Although determined using DirAx, the cell is refined in the HKL #package during data reduction _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0326P)^2^+5.9426P] 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, 7967 Friedel pairs' _refine_ls_abs_structure_Flack 0.004(16) _chemical_absolute_configuration rmad _refine_ls_number_reflns 15037 _refine_ls_number_parameters 1169 _refine_ls_number_restraints 26 _refine_ls_R_factor_all 0.0842 _refine_ls_R_factor_gt 0.0557 _refine_ls_wR_factor_ref 0.1209 _refine_ls_wR_factor_gt 0.1075 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.29423(4) 0.70944(6) 0.33120(4) 0.01488(16) Uani 1 1 d . . . Fe2 Fe 0.21261(4) 0.94241(6) -0.14088(4) 0.01494(16) Uani 1 1 d . . . C1 C 0.1729(3) 0.7933(4) 0.2403(3) 0.0202(12) Uani 1 1 d . . . H1A H 0.2031 0.7830 0.2011 0.024 Uiso 1 1 calc R . . N1 N 0.1978(2) 0.7635(3) 0.3039(2) 0.0152(10) Uani 1 1 d . . . O1 O 0.2625(3) 0.8195(4) 0.5649(2) 0.0433(12) Uani 1 1 d . . . H1 H 0.305(4) 0.847(7) 0.566(4) 0.065 Uiso 1 1 d . . . C2 C 0.1051(3) 0.8384(4) 0.2296(3) 0.0213(12) Uani 1 1 d . . . H2A H 0.0894 0.8584 0.1838 0.026 Uiso 1 1 calc R . . N2 N 0.2490(2) 0.7082(3) 0.4250(2) 0.0143(9) Uani 1 1 d . . . C3 C 0.0607(3) 0.8540(4) 0.2857(3) 0.0240(13) Uani 1 1 d . . . H3A H 0.0140 0.8846 0.2791 0.029 Uiso 1 1 calc R . . C4 C 0.0843(3) 0.8251(4) 0.3511(3) 0.0234(13) Uani 1 1 d . . . H4A H 0.0544 0.8352 0.3906 0.028 Uiso 1 1 calc R . . C5 C 0.1531(3) 0.7806(4) 0.3589(3) 0.0170(12) Uani 1 1 d . . . C6 C 0.1840(3) 0.7454(4) 0.4262(3) 0.0178(12) Uani 1 1 d . . . H6A H 0.1576 0.7499 0.4684 0.021 Uiso 1 1 calc R . . C7 C 0.2818(3) 0.6596(4) 0.4897(3) 0.0214(13) Uani 1 1 d . . . H7A H 0.3349 0.6738 0.4889 0.026 Uiso 1 1 calc R . . C8 C 0.2529(3) 0.7050(5) 0.5584(3) 0.0300(14) Uani 1 1 d . . . H8A H 0.2009 0.6877 0.5614 0.036 Uiso 1 1 calc R . . H8B H 0.2779 0.6679 0.5980 0.036 Uiso 1 1 calc R . . C9 C 0.2703(3) 0.5351(5) 0.4917(3) 0.0227(13) Uani 1 1 d . . . C10 C 0.3278(3) 0.4689(5) 0.5136(3) 0.0337(15) Uani 1 1 d . . . H10A H 0.3725 0.5012 0.5270 0.040 Uiso 1 1 calc R . . C11 C 0.3189(4) 0.3541(5) 0.5158(4) 0.0469(19) Uani 1 1 d . . . H11A H 0.3579 0.3085 0.5303 0.056 Uiso 1 1 calc R . . C12 C 0.2541(4) 0.3077(5) 0.4971(4) 0.0454(18) Uani 1 1 d . . . H12A H 0.2488 0.2300 0.4982 0.054 Uiso 1 1 calc R . . C13 C 0.1966(3) 0.3722(5) 0.4767(3) 0.0338(15) Uani 1 1 d . . . H13A H 0.1518 0.3392 0.4644 0.041 Uiso 1 1 calc R . . C14 C 0.2044(3) 0.4861(5) 0.4742(3) 0.0242(13) Uani 1 1 d . . . H14A H 0.1646 0.5307 0.4606 0.029 Uiso 1 1 calc R . . O2 O 0.4821(2) 0.6190(3) 0.4898(2) 0.0268(9) Uani 1 1 d . . . H2 H 0.487(3) 0.677(5) 0.517(3) 0.040 Uiso 1 1 d . . . N3 N 0.2691(2) 0.5532(3) 0.3189(2) 0.0183(10) Uani 1 1 d . . . N4 N 0.3877(2) 0.6444(3) 0.3612(2) 0.0143(9) Uani 1 1 d . . . C15 C 0.2065(3) 0.5092(4) 0.2950(3) 0.0231(13) Uani 1 1 d . . . H15A H 0.1678 0.5569 0.2827 0.028 Uiso 1 1 calc R . . C16 C 0.1971(3) 0.3962(4) 0.2880(3) 0.0249(14) Uani 1 1 d . . . H16A H 0.1532 0.3672 0.2697 0.030 Uiso 1 1 calc R . . C17 C 0.2522(3) 0.3271(5) 0.3078(3) 0.0326(15) Uani 1 1 d . . . H17A H 0.2463 0.2497 0.3038 0.039 Uiso 1 1 calc R . . C18 C 0.3160(3) 0.3702(4) 0.3334(3) 0.0294(14) Uani 1 1 d . . . H18A H 0.3543 0.3231 0.3479 0.035 Uiso 1 1 calc R . . C19 C 0.3233(3) 0.4831(4) 0.3377(3) 0.0220(12) Uani 1 1 d . . . C20 C 0.3884(3) 0.5389(4) 0.3606(3) 0.0207(12) Uani 1 1 d . . . H20A H 0.4301 0.4989 0.3747 0.025 Uiso 1 1 calc R . . C21 C 0.4553(3) 0.7068(5) 0.3758(3) 0.0178(11) Uani 1 1 d . . . H21A H 0.4420 0.7769 0.3998 0.021 Uiso 1 1 calc R . . C22 C 0.5110(3) 0.6466(5) 0.4224(3) 0.0218(12) Uani 1 1 d . . . H22A H 0.5265 0.5785 0.3986 0.026 Uiso 1 1 calc R . . H22B H 0.5539 0.6941 0.4291 0.026 Uiso 1 1 calc R . . C23 C 0.4934(3) 0.7364(4) 0.3078(3) 0.0170(12) Uani 1 1 d . . . C24 C 0.5246(3) 0.8417(5) 0.3012(3) 0.0245(13) Uani 1 1 d . . . H24A H 0.5218 0.8935 0.3382 0.029 Uiso 1 1 calc R . . C25 C 0.5596(3) 0.8685(5) 0.2397(3) 0.0304(14) Uani 1 1 d . . . H25A H 0.5801 0.9397 0.2350 0.037 Uiso 1 1 calc R . . C26 C 0.5654(3) 0.7942(5) 0.1845(3) 0.0286(14) Uani 1 1 d . . . H26A H 0.5890 0.8144 0.1426 0.034 Uiso 1 1 calc R . . C27 C 0.5363(3) 0.6907(5) 0.1920(3) 0.0253(13) Uani 1 1 d . . . H27A H 0.5399 0.6390 0.1550 0.030 Uiso 1 1 calc R . . C28 C 0.5013(3) 0.6609(5) 0.2537(3) 0.0241(13) Uani 1 1 d . . . H28A H 0.4828 0.5885 0.2587 0.029 Uiso 1 1 calc R . . O3 O 0.4428(2) 0.9730(3) 0.4215(2) 0.0316(10) Uani 1 1 d D . . H3 H 0.460(3) 1.017(4) 0.451(3) 0.047 Uiso 1 1 d D . . N5 N 0.3304(2) 0.7248(3) 0.2355(2) 0.0155(9) Uani 1 1 d . . . N6 N 0.3279(2) 0.8629(3) 0.3367(2) 0.0160(10) Uani 1 1 d . . . C29 C 0.3305(3) 0.6484(5) 0.1839(3) 0.0210(12) Uani 1 1 d . . . H29A H 0.3108 0.5778 0.1929 0.025 Uiso 1 1 calc R . . C30 C 0.3581(3) 0.6696(4) 0.1187(3) 0.0216(13) Uani 1 1 d . . . H30A H 0.3577 0.6137 0.0839 0.026 Uiso 1 1 calc R . . C31 C 0.3864(3) 0.7714(5) 0.1039(3) 0.0237(13) Uani 1 1 d . . . H31A H 0.4050 0.7871 0.0589 0.028 Uiso 1 1 calc R . . C32 C 0.3870(3) 0.8514(5) 0.1565(3) 0.0209(12) Uani 1 1 d . . . H32A H 0.4061 0.9226 0.1482 0.025 Uiso 1 1 calc R . . C33 C 0.3590(3) 0.8244(4) 0.2212(3) 0.0167(11) Uani 1 1 d . . . C34 C 0.3569(3) 0.8994(4) 0.2803(3) 0.0186(12) Uani 1 1 d . . . H34A H 0.3759 0.9718 0.2776 0.022 Uiso 1 1 calc R . . C35 C 0.3170(3) 0.9397(5) 0.3971(3) 0.0187(11) Uani 1 1 d . . . H35A H 0.3161 0.8933 0.4402 0.022 Uiso 1 1 calc R . . C36 C 0.3754(3) 1.0250(4) 0.4085(3) 0.0249(13) Uani 1 1 d . . . H36A H 0.3788 1.0724 0.3666 0.030 Uiso 1 1 calc R . . H36B H 0.3630 1.0721 0.4488 0.030 Uiso 1 1 calc R . . C37 C 0.2432(3) 0.9947(4) 0.3907(3) 0.0188(12) Uani 1 1 d . . . C38 C 0.2158(3) 1.0345(4) 0.3278(3) 0.0182(12) Uani 1 1 d . . . H38A H 0.2426 1.0257 0.2862 0.022 Uiso 1 1 calc R . . C39 C 0.1482(3) 1.0882(4) 0.3252(3) 0.0261(13) Uani 1 1 d . . . H39A H 0.1291 1.1144 0.2819 0.031 Uiso 1 1 calc R . . C40 C 0.1100(3) 1.1023(5) 0.3862(3) 0.0309(15) Uani 1 1 d . . . H40A H 0.0649 1.1394 0.3850 0.037 Uiso 1 1 calc R . . C41 C 0.1370(3) 1.0626(5) 0.4487(3) 0.0307(15) Uani 1 1 d . . . H41A H 0.1104 1.0720 0.4903 0.037 Uiso 1 1 calc R . . C42 C 0.2037(3) 1.0084(4) 0.4511(3) 0.0245(13) Uani 1 1 d . . . H42A H 0.2219 0.9809 0.4944 0.029 Uiso 1 1 calc R . . O4 O 0.0615(2) 0.7106(4) -0.02030(19) 0.0283(9) Uani 1 1 d . . . H4 H 0.052(3) 0.653(5) 0.008(3) 0.042 Uiso 1 1 d . . . N7 N 0.2925(2) 0.8344(3) -0.1401(2) 0.0171(10) Uani 1 1 d . . . N8 N 0.1837(2) 0.8557(3) -0.0585(2) 0.0182(10) Uani 1 1 d . . . C43 C 0.3478(3) 0.8253(5) -0.1844(3) 0.0212(12) Uani 1 1 d . . . H43A H 0.3529 0.8786 -0.2203 0.025 Uiso 1 1 calc R . . C44 C 0.3976(3) 0.7403(4) -0.1794(3) 0.0236(13) Uani 1 1 d . . . H44A H 0.4362 0.7365 -0.2114 0.028 Uiso 1 1 calc R . . C45 C 0.3909(3) 0.6614(5) -0.1278(3) 0.0277(14) Uani 1 1 d . . . H45A H 0.4250 0.6033 -0.1238 0.033 Uiso 1 1 calc R . . C46 C 0.3336(3) 0.6682(4) -0.0818(3) 0.0233(13) Uani 1 1 d . . . H46A H 0.3274 0.6150 -0.0460 0.028 Uiso 1 1 calc R . . C47 C 0.2855(3) 0.7557(4) -0.0899(3) 0.0196(12) Uani 1 1 d . . . C48 C 0.2245(3) 0.7723(4) -0.0454(3) 0.0177(12) Uani 1 1 d . . . H48A H 0.2147 0.7236 -0.0078 0.021 Uiso 1 1 calc R . . C49 C 0.1241(3) 0.8838(4) -0.0109(3) 0.0190(12) Uani 1 1 d . . . H49A H 0.0848 0.9181 -0.0398 0.023 Uiso 1 1 calc R . . C50 C 0.0917(3) 0.7872(4) 0.0283(3) 0.0216(13) Uani 1 1 d . . . H50A H 0.1295 0.7506 0.0571 0.026 Uiso 1 1 calc R . . H50B H 0.0537 0.8139 0.0600 0.026 Uiso 1 1 calc R . . C51 C 0.1488(3) 0.9688(4) 0.0436(3) 0.0183(12) Uani 1 1 d . . . C52 C 0.1002(3) 1.0510(4) 0.0637(3) 0.0233(13) Uani 1 1 d . . . H52A H 0.0531 1.0521 0.0435 0.028 Uiso 1 1 calc R . . C53 C 0.1193(3) 1.1302(5) 0.1121(3) 0.0300(14) Uani 1 1 d . . . H53A H 0.0857 1.1852 0.1252 0.036 Uiso 1 1 calc R . . C54 C 0.1878(3) 1.1288(5) 0.1416(3) 0.0299(14) Uani 1 1 d . . . H54A H 0.2018 1.1847 0.1737 0.036 Uiso 1 1 calc R . . C55 C 0.2368(3) 1.0459(5) 0.1244(3) 0.0268(13) Uani 1 1 d . . . H55A H 0.2832 1.0437 0.1458 0.032 Uiso 1 1 calc R . . C56 C 0.2163(3) 0.9665(4) 0.0754(3) 0.0234(13) Uani 1 1 d . . . H56A H 0.2492 0.9098 0.0635 0.028 Uiso 1 1 calc R . . O5 O 0.0045(2) 0.8122(3) -0.2464(2) 0.0300(10) Uani 1 1 d . . . H5 H -0.013(4) 0.827(6) -0.287(3) 0.045 Uiso 1 1 d . . . N9 N 0.2453(2) 1.0158(3) -0.2263(2) 0.0180(10) Uani 1 1 d . . . N10 N 0.1597(2) 0.8514(3) -0.2102(2) 0.0144(9) Uani 1 1 d . . . C57 C 0.2921(3) 1.1004(4) -0.2334(3) 0.0214(12) Uani 1 1 d . . . H57A H 0.3149 1.1295 -0.1926 0.026 Uiso 1 1 calc R . . C58 C 0.3082(3) 1.1461(5) -0.2972(3) 0.0240(13) Uani 1 1 d . . . H58A H 0.3427 1.2036 -0.3002 0.029 Uiso 1 1 calc R . . C59 C 0.2737(3) 1.1074(5) -0.3565(3) 0.0259(13) Uani 1 1 d . . . H59A H 0.2835 1.1390 -0.4008 0.031 Uiso 1 1 calc R . . C60 C 0.2248(3) 1.0224(5) -0.3510(3) 0.0225(13) Uani 1 1 d . . . H60A H 0.1999 0.9956 -0.3913 0.027 Uiso 1 1 calc R . . C61 C 0.2125(3) 0.9766(4) -0.2857(3) 0.0175(12) Uani 1 1 d . . . C62 C 0.1658(3) 0.8842(4) -0.2747(3) 0.0188(12) Uani 1 1 d . . . H62A H 0.1408 0.8490 -0.3122 0.023 Uiso 1 1 calc R . . C63 C 0.1183(3) 0.7484(4) -0.1966(3) 0.0188(12) Uani 1 1 d . . . H63A H 0.0978 0.7552 -0.1487 0.023 Uiso 1 1 calc R . . C64 C 0.0554(3) 0.7242(5) -0.2468(3) 0.0294(14) Uani 1 1 d . . . H64A H 0.0739 0.7141 -0.2947 0.035 Uiso 1 1 calc R . . H64B H 0.0315 0.6551 -0.2326 0.035 Uiso 1 1 calc R . . C65 C 0.1668(3) 0.6489(4) -0.1961(3) 0.0252(13) Uani 1 1 d . . . C66 C 0.2180(3) 0.6302(5) -0.2479(3) 0.0269(14) Uani 1 1 d . . . H66A H 0.2254 0.6847 -0.2827 0.032 Uiso 1 1 calc R . . C67 C 0.2582(4) 0.5338(5) -0.2496(4) 0.0389(16) Uani 1 1 d . . . H67A H 0.2926 0.5229 -0.2853 0.047 Uiso 1 1 calc R . . C68 C 0.2479(3) 0.4539(5) -0.1994(3) 0.0382(16) Uani 1 1 d . . . H68A H 0.2749 0.3876 -0.2010 0.046 Uiso 1 1 calc R . . C69 C 0.1986(4) 0.4700(5) -0.1467(4) 0.0387(17) Uani 1 1 d . . . H69A H 0.1926 0.4154 -0.1117 0.046 Uiso 1 1 calc R . . C70 C 0.1575(3) 0.5670(5) -0.1449(3) 0.0306(15) Uani 1 1 d . . . H70A H 0.1233 0.5774 -0.1090 0.037 Uiso 1 1 calc R . . O6 O -0.01245(19) 1.0519(3) -0.07296(18) 0.0217(8) Uani 1 1 d . . . H6 H -0.0478 1.0094 -0.0782 0.033 Uiso 1 1 calc R . . N11 N 0.2625(2) 1.0497(3) -0.0796(2) 0.0169(10) Uani 1 1 d . . . N12 N 0.1343(2) 1.0532(3) -0.1329(2) 0.0148(9) Uani 1 1 d . . . C71 C 0.3313(3) 1.0495(4) -0.0562(3) 0.0211(12) Uani 1 1 d . . . H71A H 0.3612 0.9888 -0.0677 0.025 Uiso 1 1 calc R . . C72 C 0.3605(3) 1.1336(5) -0.0165(3) 0.0246(13) Uani 1 1 d . . . H72A H 0.4096 1.1310 -0.0020 0.030 Uiso 1 1 calc R . . C73 C 0.3172(3) 1.2230(5) 0.0025(3) 0.0273(13) Uani 1 1 d . . . H73A H 0.3362 1.2818 0.0297 0.033 Uiso 1 1 calc R . . C74 C 0.2460(3) 1.2231(4) -0.0197(3) 0.0213(12) Uani 1 1 d . . . H74A H 0.2146 1.2811 -0.0066 0.026 Uiso 1 1 calc R . . C75 C 0.2209(3) 1.1368(4) -0.0615(3) 0.0188(12) Uani 1 1 d . . . C76 C 0.1493(3) 1.1328(4) -0.0916(3) 0.0195(12) Uani 1 1 d . . . H76A H 0.1145 1.1874 -0.0810 0.023 Uiso 1 1 calc R . . C77 C 0.0657(3) 1.0551(4) -0.1749(3) 0.0188(12) Uani 1 1 d . . . H77A H 0.0528 0.9772 -0.1863 0.023 Uiso 1 1 calc R . . C78 C 0.0018(3) 1.1058(4) -0.1375(3) 0.0217(12) Uani 1 1 d . . . H78A H 0.0118 1.1846 -0.1283 0.026 Uiso 1 1 calc R . . H78B H -0.0415 1.1013 -0.1682 0.026 Uiso 1 1 calc R . . C79 C 0.0757(3) 1.1167(4) -0.2447(3) 0.0192(12) Uani 1 1 d . . . C80 C 0.1180(3) 1.2116(5) -0.2495(3) 0.0220(12) Uani 1 1 d . . . H80A H 0.1433 1.2385 -0.2095 0.026 Uiso 1 1 calc R . . C81 C 0.1227(3) 1.2662(5) -0.3133(3) 0.0272(14) Uani 1 1 d . . . H81A H 0.1512 1.3309 -0.3165 0.033 Uiso 1 1 calc R . . C82 C 0.0868(3) 1.2279(5) -0.3714(3) 0.0292(14) Uani 1 1 d . . . H82A H 0.0915 1.2653 -0.4147 0.035 Uiso 1 1 calc R . . C83 C 0.0434(3) 1.1345(5) -0.3674(3) 0.0285(14) Uani 1 1 d . . . H83A H 0.0173 1.1088 -0.4073 0.034 Uiso 1 1 calc R . . C84 C 0.0394(3) 1.0796(5) -0.3034(3) 0.0239(13) Uani 1 1 d . . . H84A H 0.0108 1.0150 -0.3002 0.029 Uiso 1 1 calc R . . Cl1 Cl 0.01936(8) 0.84186(12) 0.55203(7) 0.0275(3) Uani 1 1 d . . . O7 O -0.0274(2) 0.8472(4) 0.6120(2) 0.0366(11) Uani 1 1 d . . . O8 O -0.0056(2) 0.9212(4) 0.5014(2) 0.0437(12) Uani 1 1 d . . . O9 O 0.0166(3) 0.7335(4) 0.5221(2) 0.0466(13) Uani 1 1 d . . . O10 O 0.0923(2) 0.8661(4) 0.5735(2) 0.0405(11) Uani 1 1 d . . . Cl2 Cl 0.47429(7) 0.44219(11) 0.00464(7) 0.0243(3) Uani 1 1 d . . . O11 O 0.3976(2) 0.4586(3) -0.0046(2) 0.0378(11) Uani 1 1 d . . . O12 O 0.5122(2) 0.4822(3) -0.0558(2) 0.0317(10) Uani 1 1 d . . . O13 O 0.4882(2) 0.3261(3) 0.0138(2) 0.0365(11) Uani 1 1 d . . . O14 O 0.4980(3) 0.5003(4) 0.0665(2) 0.0417(12) Uani 1 1 d . . . Cl3 Cl -0.19115(8) 0.98284(11) -0.09192(7) 0.0251(3) Uani 1 1 d . . . O15 O -0.1763(2) 1.0802(3) -0.1306(2) 0.0412(12) Uani 1 1 d . . . O16 O -0.2504(2) 0.9230(3) -0.1216(2) 0.0373(11) Uani 1 1 d . . . O17 O -0.1284(3) 0.9136(4) -0.0926(4) 0.0783(18) Uani 1 1 d U . . O18 O -0.2054(4) 1.0111(5) -0.0223(3) 0.0794(19) Uani 1 1 d U . . Cl4 Cl 0.45134(9) 0.81943(13) 0.62567(8) 0.0387(4) Uani 1 1 d . . . O19 O 0.5032(3) 0.8129(5) 0.5725(3) 0.0695(17) Uani 1 1 d . . . O20 O 0.4154(3) 0.7173(4) 0.6365(3) 0.0594(14) Uani 1 1 d . . . O21 O 0.3986(4) 0.8996(5) 0.6009(4) 0.101(2) Uani 1 1 d U . . O22 O 0.4844(3) 0.8599(5) 0.6871(3) 0.0791(19) Uani 1 1 d U . . N13 N 0.3853(4) 1.1487(5) 0.2214(4) 0.0639(19) Uani 1 1 d . . . C85 C 0.3983(3) 1.2334(5) 0.2000(3) 0.0340(15) Uani 1 1 d . . . C86 C 0.4140(3) 1.3430(5) 0.1736(3) 0.0347(15) Uani 1 1 d . . . H86A H 0.4515 1.3383 0.1381 0.052 Uiso 1 1 calc R . . H86B H 0.4310 1.3898 0.2123 0.052 Uiso 1 1 calc R . . H86C H 0.3702 1.3749 0.1527 0.052 Uiso 1 1 calc R . . O23 O 0.0692(10) 1.3497(16) -0.0310(11) 0.148(7) Uani 0.50 1 d P . . 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 0.0162(4) 0.0134(3) 0.0151(4) -0.0005(3) 0.0001(3) -0.0001(3) Fe2 0.0170(4) 0.0152(4) 0.0127(4) -0.0005(3) -0.0008(3) 0.0011(3) C1 0.025(3) 0.023(3) 0.014(3) -0.004(2) 0.005(2) -0.004(2) N1 0.020(3) 0.013(2) 0.012(2) -0.0015(18) 0.0006(19) -0.0046(18) O1 0.050(3) 0.038(3) 0.042(3) -0.017(2) -0.016(2) 0.017(2) C2 0.027(3) 0.023(3) 0.014(3) 0.000(2) -0.004(2) -0.003(2) N2 0.014(2) 0.0109(19) 0.018(2) -0.0013(19) -0.0002(17) 0.0018(19) C3 0.017(3) 0.020(3) 0.035(3) 0.002(3) -0.004(3) 0.003(2) C4 0.021(3) 0.020(3) 0.029(3) -0.003(3) 0.002(3) 0.000(2) C5 0.022(3) 0.012(3) 0.017(3) 0.002(2) 0.003(2) -0.004(2) C6 0.026(3) 0.011(3) 0.017(3) -0.002(2) 0.005(2) -0.003(2) C7 0.019(3) 0.025(3) 0.020(3) -0.003(2) -0.001(2) 0.006(2) C8 0.034(4) 0.038(3) 0.018(3) 0.000(3) -0.005(3) 0.011(3) C9 0.021(3) 0.029(3) 0.018(3) 0.005(2) 0.000(2) 0.001(3) C10 0.026(4) 0.026(3) 0.048(4) 0.013(3) -0.006(3) -0.007(3) C11 0.037(4) 0.024(3) 0.079(5) 0.021(4) -0.021(4) -0.001(3) C12 0.050(5) 0.026(3) 0.059(5) 0.017(3) -0.019(4) -0.003(3) C13 0.033(4) 0.030(3) 0.038(4) 0.011(3) -0.010(3) -0.014(3) C14 0.020(3) 0.034(3) 0.019(3) 0.007(3) -0.001(2) -0.001(3) O2 0.027(2) 0.027(2) 0.026(2) 0.0051(18) -0.0085(18) 0.0016(18) N3 0.018(3) 0.017(2) 0.019(2) 0.0002(19) 0.002(2) 0.0004(19) N4 0.018(3) 0.015(2) 0.010(2) 0.0016(18) -0.0020(18) 0.0010(18) C15 0.027(4) 0.020(3) 0.022(3) 0.000(2) 0.004(3) -0.001(2) C16 0.023(3) 0.016(3) 0.036(3) -0.002(3) 0.003(3) -0.010(2) C17 0.040(4) 0.014(3) 0.044(4) -0.001(3) 0.002(3) -0.007(3) C18 0.030(4) 0.015(3) 0.044(4) 0.007(3) 0.005(3) 0.001(2) C19 0.018(3) 0.021(3) 0.027(3) 0.000(2) 0.005(2) 0.001(2) C20 0.016(3) 0.021(3) 0.025(3) 0.001(2) 0.003(2) 0.004(2) C21 0.014(3) 0.018(3) 0.021(3) -0.002(2) 0.000(2) -0.001(2) C22 0.019(3) 0.023(3) 0.024(3) 0.001(2) -0.003(2) 0.001(2) C23 0.013(3) 0.017(3) 0.020(3) -0.001(2) -0.001(2) 0.002(2) C24 0.020(3) 0.024(3) 0.030(3) -0.002(3) 0.000(3) -0.004(2) C25 0.018(3) 0.032(3) 0.042(4) 0.003(3) 0.001(3) -0.004(3) C26 0.024(4) 0.034(3) 0.028(3) 0.004(3) 0.000(3) 0.001(3) C27 0.021(3) 0.031(3) 0.023(3) -0.005(3) -0.005(2) 0.003(2) C28 0.021(3) 0.025(3) 0.026(3) -0.006(3) -0.004(3) 0.000(2) O3 0.023(2) 0.035(3) 0.036(2) -0.0184(19) -0.0087(19) 0.0015(18) N5 0.015(2) 0.014(2) 0.017(2) 0.0009(19) -0.0028(18) 0.0034(18) N6 0.013(2) 0.017(2) 0.017(2) -0.0030(19) -0.0020(19) 0.0034(18) C29 0.019(3) 0.023(3) 0.021(3) -0.006(2) 0.001(2) 0.003(2) C30 0.023(3) 0.025(3) 0.016(3) -0.006(2) 0.001(2) 0.003(2) C31 0.023(3) 0.034(3) 0.014(3) -0.001(3) 0.006(2) 0.005(3) C32 0.019(3) 0.024(3) 0.019(3) -0.002(2) 0.002(2) 0.000(2) C33 0.012(3) 0.022(3) 0.016(3) 0.001(2) -0.001(2) 0.003(2) C34 0.015(3) 0.018(3) 0.023(3) -0.001(2) -0.002(2) 0.004(2) C35 0.025(3) 0.017(3) 0.014(2) -0.006(2) 0.002(2) 0.001(3) C36 0.030(4) 0.017(3) 0.028(3) -0.005(2) -0.002(3) 0.000(2) C37 0.020(3) 0.011(2) 0.025(3) -0.002(2) 0.000(2) -0.002(2) C38 0.021(3) 0.016(3) 0.018(3) -0.003(2) 0.001(2) 0.000(2) C39 0.022(3) 0.019(3) 0.038(3) 0.004(3) 0.000(3) 0.002(2) C40 0.022(4) 0.023(3) 0.049(4) -0.005(3) 0.011(3) 0.002(3) C41 0.031(4) 0.027(3) 0.034(4) -0.013(3) 0.010(3) -0.001(3) C42 0.030(4) 0.019(3) 0.025(3) -0.004(2) 0.002(3) 0.004(2) O4 0.035(2) 0.027(2) 0.023(2) 0.0036(19) 0.0016(18) -0.010(2) N7 0.021(3) 0.016(2) 0.014(2) 0.0002(19) 0.0015(19) -0.0034(19) N8 0.022(3) 0.019(2) 0.014(2) -0.0044(19) -0.0010(19) 0.000(2) C43 0.013(3) 0.027(3) 0.024(3) 0.000(3) -0.001(2) 0.002(2) C44 0.019(3) 0.027(3) 0.025(3) -0.006(3) 0.002(2) 0.003(2) C45 0.025(4) 0.031(3) 0.028(3) 0.000(3) -0.001(3) 0.013(3) C46 0.023(3) 0.024(3) 0.022(3) 0.003(2) -0.005(2) 0.001(2) C47 0.022(3) 0.020(3) 0.017(3) 0.004(2) -0.002(2) 0.002(2) C48 0.020(3) 0.020(3) 0.013(3) 0.005(2) 0.001(2) 0.004(2) C49 0.019(3) 0.023(3) 0.015(3) 0.003(2) 0.003(2) 0.002(2) C50 0.025(3) 0.018(3) 0.022(3) 0.002(2) 0.001(3) -0.002(2) C51 0.026(3) 0.019(3) 0.010(2) 0.003(2) 0.004(2) -0.006(2) C52 0.029(3) 0.023(3) 0.018(3) 0.002(2) 0.003(3) 0.003(3) C53 0.038(4) 0.028(3) 0.025(3) -0.001(3) 0.010(3) 0.011(3) C54 0.044(4) 0.027(3) 0.019(3) -0.002(3) 0.004(3) -0.006(3) C55 0.030(4) 0.027(3) 0.023(3) 0.001(3) -0.006(3) 0.000(3) C56 0.034(4) 0.023(3) 0.013(3) 0.000(2) 0.000(2) 0.004(2) O5 0.025(2) 0.035(2) 0.030(2) -0.001(2) -0.0077(19) 0.0058(18) N9 0.014(3) 0.018(2) 0.022(2) -0.0044(19) 0.0009(19) 0.0048(18) N10 0.012(2) 0.010(2) 0.021(2) 0.0012(19) 0.0008(18) 0.0041(17) C57 0.021(3) 0.024(3) 0.019(3) 0.000(2) -0.006(2) 0.000(2) C58 0.022(3) 0.030(3) 0.020(3) 0.006(3) 0.007(2) -0.002(2) C59 0.031(4) 0.030(3) 0.017(3) 0.008(3) 0.004(3) 0.000(3) C60 0.021(3) 0.032(3) 0.014(3) -0.001(2) -0.005(2) 0.007(2) C61 0.020(3) 0.019(3) 0.013(3) -0.002(2) 0.003(2) 0.002(2) C62 0.021(3) 0.018(3) 0.017(3) -0.001(2) 0.002(2) 0.003(2) C63 0.021(3) 0.014(3) 0.021(3) -0.001(2) 0.000(2) -0.005(2) C64 0.032(4) 0.020(3) 0.037(3) 0.000(3) -0.001(3) 0.001(3) C65 0.029(4) 0.021(3) 0.025(3) -0.006(3) -0.006(3) -0.005(2) C66 0.032(4) 0.022(3) 0.027(3) -0.005(3) 0.002(3) 0.006(3) C67 0.037(4) 0.037(4) 0.043(4) -0.002(3) -0.001(3) 0.002(3) C68 0.042(4) 0.019(3) 0.053(4) 0.001(3) -0.002(3) 0.008(3) C69 0.050(5) 0.021(3) 0.045(4) 0.005(3) 0.001(3) 0.004(3) C70 0.039(4) 0.026(3) 0.026(3) 0.008(3) 0.004(3) 0.004(3) O6 0.015(2) 0.029(2) 0.021(2) 0.0016(17) -0.0001(16) 0.0007(16) N11 0.020(3) 0.019(2) 0.012(2) 0.0042(19) -0.0023(19) 0.0028(19) N12 0.018(3) 0.016(2) 0.010(2) 0.0009(19) 0.0003(18) 0.0009(18) C71 0.021(3) 0.023(3) 0.020(3) 0.004(2) 0.002(2) 0.004(2) C72 0.023(3) 0.031(3) 0.020(3) -0.003(3) -0.005(2) -0.007(3) C73 0.034(4) 0.024(3) 0.023(3) -0.003(3) -0.007(3) -0.005(3) C74 0.029(3) 0.017(3) 0.019(3) -0.002(2) -0.001(2) 0.003(2) C75 0.024(3) 0.020(3) 0.012(3) 0.002(2) -0.003(2) -0.001(2) C76 0.022(3) 0.021(3) 0.016(3) 0.005(2) 0.000(2) 0.006(2) C77 0.019(3) 0.025(3) 0.012(3) 0.000(2) 0.000(2) 0.001(2) C78 0.022(3) 0.021(3) 0.022(3) -0.001(2) 0.000(2) 0.002(2) C79 0.022(3) 0.021(3) 0.014(3) 0.002(2) 0.000(2) 0.004(2) C80 0.018(3) 0.028(3) 0.020(3) 0.002(3) -0.004(2) 0.008(3) C81 0.023(3) 0.029(3) 0.030(3) 0.011(3) 0.003(3) 0.005(2) C82 0.031(4) 0.040(4) 0.018(3) 0.007(3) 0.005(3) 0.013(3) C83 0.031(4) 0.037(4) 0.018(3) -0.001(3) -0.003(3) 0.015(3) C84 0.031(4) 0.022(3) 0.018(3) -0.001(2) 0.000(3) 0.009(2) Cl1 0.0300(8) 0.0342(8) 0.0181(7) -0.0016(6) 0.0001(6) -0.0096(6) O7 0.041(3) 0.046(3) 0.023(2) -0.003(2) 0.006(2) -0.012(2) O8 0.036(3) 0.062(3) 0.033(2) 0.018(2) -0.005(2) -0.001(2) O9 0.061(3) 0.041(3) 0.037(3) -0.020(2) 0.008(2) -0.016(2) O10 0.026(2) 0.061(3) 0.034(2) 0.000(2) -0.012(2) -0.012(2) Cl2 0.0246(8) 0.0218(7) 0.0265(7) -0.0019(6) 0.0029(6) 0.0032(6) O11 0.018(2) 0.035(3) 0.061(3) 0.010(2) 0.003(2) 0.0033(19) O12 0.041(3) 0.028(2) 0.026(2) 0.0012(18) 0.0103(19) 0.0020(19) O13 0.041(3) 0.020(2) 0.049(3) 0.005(2) 0.009(2) 0.0100(19) O14 0.052(3) 0.042(3) 0.032(2) -0.016(2) 0.012(2) -0.014(2) Cl3 0.0246(8) 0.0215(7) 0.0292(8) 0.0013(6) -0.0050(6) -0.0004(6) O15 0.039(3) 0.034(2) 0.051(3) 0.022(2) -0.011(2) -0.015(2) O16 0.032(3) 0.036(3) 0.043(3) 0.005(2) -0.014(2) -0.012(2) O17 0.037(3) 0.035(3) 0.162(5) -0.003(3) -0.012(3) 0.005(2) O18 0.123(5) 0.081(4) 0.035(3) -0.016(3) 0.015(3) -0.039(3) Cl4 0.0392(10) 0.0382(9) 0.0389(9) -0.0085(7) 0.0023(8) -0.0140(7) O19 0.078(4) 0.071(4) 0.061(3) -0.026(3) 0.026(3) -0.029(3) O20 0.065(4) 0.042(3) 0.071(3) 0.005(3) -0.007(3) -0.033(3) O21 0.072(4) 0.060(4) 0.171(6) 0.004(4) -0.017(4) 0.000(3) O22 0.101(4) 0.099(4) 0.038(3) -0.009(3) 0.000(3) -0.064(3) N13 0.087(6) 0.035(4) 0.069(5) 0.012(3) -0.012(4) -0.017(3) C85 0.039(4) 0.035(4) 0.028(3) -0.006(3) -0.005(3) 0.001(3) C86 0.042(4) 0.030(3) 0.032(3) 0.018(3) -0.003(3) -0.004(3) O23 0.129(15) 0.132(15) 0.183(18) -0.029(14) 0.021(13) 0.013(12) _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 N5 1.967(4) . ? Fe1 N3 1.969(4) . ? Fe1 N6 1.970(4) . ? Fe1 N1 1.970(4) . ? Fe1 N4 1.983(4) . ? Fe1 N2 1.991(4) . ? Fe2 N9 1.965(4) . ? Fe2 N8 1.975(4) . ? Fe2 N11 1.975(4) . ? Fe2 N10 1.976(4) . ? Fe2 N7 1.980(4) . ? Fe2 N12 1.989(4) . ? C1 N1 1.344(7) . ? C1 C2 1.385(8) . ? C1 H1A 0.9500 . ? N1 C5 1.362(6) . ? O1 C8 1.409(8) . ? O1 H1 0.86(8) . ? C2 C3 1.376(7) . ? C2 H2A 0.9500 . ? N2 C6 1.289(7) . ? N2 C7 1.492(6) . ? C3 C4 1.365(8) . ? C3 H3A 0.9500 . ? C4 C5 1.393(8) . ? C4 H4A 0.9500 . ? C5 C6 1.466(7) . ? C6 H6A 0.9500 . ? C7 C8 1.528(7) . ? C7 C9 1.529(8) . ? C7 H7A 1.0000 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.395(8) . ? C9 C14 1.397(8) . ? C10 C11 1.407(8) . ? C10 H10A 0.9500 . ? C11 C12 1.371(9) . ? C11 H11A 0.9500 . ? C12 C13 1.376(9) . ? C12 H12A 0.9500 . ? C13 C14 1.392(8) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? O2 C22 1.443(6) . ? O2 H2 0.88(6) . ? N3 C15 1.351(7) . ? N3 C19 1.363(7) . ? N4 C20 1.283(6) . ? N4 C21 1.490(6) . ? C15 C16 1.392(7) . ? C15 H15A 0.9500 . ? C16 C17 1.371(8) . ? C16 H16A 0.9500 . ? C17 C18 1.379(8) . ? C17 H17A 0.9500 . ? C18 C19 1.382(7) . ? C18 H18A 0.9500 . ? C19 C20 1.448(8) . ? C20 H20A 0.9500 . ? C21 C23 1.532(7) . ? C21 C22 1.539(7) . ? C21 H21A 1.0000 . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C28 1.391(7) . ? C23 C24 1.412(7) . ? C24 C25 1.389(8) . ? C24 H24A 0.9500 . ? C25 C26 1.394(8) . ? C25 H25A 0.9500 . ? C26 C27 1.378(8) . ? C26 H26A 0.9500 . ? C27 C28 1.402(8) . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? O3 C36 1.420(7) . ? O3 H3 0.84(2) . ? N5 C33 1.352(6) . ? N5 C29 1.355(7) . ? N6 C34 1.289(6) . ? N6 C35 1.501(6) . ? C29 C30 1.378(7) . ? C29 H29A 0.9500 . ? C30 C31 1.375(8) . ? C30 H30A 0.9500 . ? C31 C32 1.400(7) . ? C31 H31A 0.9500 . ? C32 C33 1.385(7) . ? C32 H32A 0.9500 . ? C33 C34 1.454(7) . ? C34 H34A 0.9500 . ? C35 C36 1.513(7) . ? C35 C37 1.527(8) . ? C35 H35A 1.0000 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C42 1.386(7) . ? C37 C38 1.386(7) . ? C38 C39 1.414(8) . ? C38 H38A 0.9500 . ? C39 C40 1.383(8) . ? C39 H39A 0.9500 . ? C40 C41 1.376(9) . ? C40 H40A 0.9500 . ? C41 C42 1.402(8) . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? O4 C50 1.425(6) . ? O4 H4 0.90(6) . ? N7 C43 1.344(7) . ? N7 C47 1.362(6) . ? N8 C48 1.288(7) . ? N8 C49 1.481(6) . ? C43 C44 1.388(7) . ? C43 H43A 0.9500 . ? C44 C45 1.383(8) . ? C44 H44A 0.9500 . ? C45 C46 1.392(8) . ? C45 H45A 0.9500 . ? C46 C47 1.395(7) . ? C46 H46A 0.9500 . ? C47 C48 1.440(7) . ? C48 H48A 0.9500 . ? C49 C50 1.522(7) . ? C49 C51 1.533(7) . ? C49 H49A 1.0000 . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C56 1.385(8) . ? C51 C52 1.403(7) . ? C52 C53 1.378(8) . ? C52 H52A 0.9500 . ? C53 C54 1.384(9) . ? C53 H53A 0.9500 . ? C54 C55 1.399(8) . ? C54 H54A 0.9500 . ? C55 C56 1.394(8) . ? C55 H55A 0.9500 . ? C56 H56A 0.9500 . ? O5 C64 1.429(7) . ? O5 H5 0.85(7) . ? N9 C57 1.354(7) . ? N9 C61 1.366(7) . ? N10 C62 1.302(6) . ? N10 C63 1.494(6) . ? C57 C58 1.376(7) . ? C57 H57A 0.9500 . ? C58 C59 1.378(8) . ? C58 H58A 0.9500 . ? C59 C60 1.381(8) . ? C59 H59A 0.9500 . ? C60 C61 1.388(7) . ? C60 H60A 0.9500 . ? C61 C62 1.436(7) . ? C62 H62A 0.9500 . ? C63 C65 1.508(8) . ? C63 C64 1.529(8) . ? C63 H63A 1.0000 . ? C64 H64A 0.9900 . ? C64 H64B 0.9900 . ? C65 C66 1.400(8) . ? C65 C70 1.408(8) . ? C66 C67 1.390(8) . ? C66 H66A 0.9500 . ? C67 C68 1.381(9) . ? C67 H67A 0.9500 . ? C68 C69 1.384(9) . ? C68 H68A 0.9500 . ? C69 C70 1.406(8) . ? C69 H69A 0.9500 . ? C70 H70A 0.9500 . ? O6 C78 1.424(6) . ? O6 H6 0.8400 . ? N11 C71 1.347(7) . ? N11 C75 1.357(7) . ? N12 C76 1.278(7) . ? N12 C77 1.494(7) . ? C71 C72 1.380(8) . ? C71 H71A 0.9500 . ? C72 C73 1.402(8) . ? C72 H72A 0.9500 . ? C73 C74 1.381(8) . ? C73 H73A 0.9500 . ? C74 C75 1.395(7) . ? C74 H74A 0.9500 . ? C75 C76 1.441(8) . ? C76 H76A 0.9500 . ? C77 C78 1.524(7) . ? C77 C79 1.544(7) . ? C77 H77A 1.0000 . ? C78 H78A 0.9900 . ? C78 H78B 0.9900 . ? C79 C84 1.377(8) . ? C79 C80 1.399(8) . ? C80 C81 1.392(7) . ? C80 H80A 0.9500 . ? C81 C82 1.368(8) . ? C81 H81A 0.9500 . ? C82 C83 1.395(9) . ? C82 H82A 0.9500 . ? C83 C84 1.397(8) . ? C83 H83A 0.9500 . ? C84 H84A 0.9500 . ? Cl1 O9 1.437(4) . ? Cl1 O8 1.438(4) . ? Cl1 O10 1.439(4) . ? Cl1 O7 1.449(4) . ? Cl2 O14 1.441(4) . ? Cl2 O13 1.445(4) . ? Cl2 O11 1.445(4) . ? Cl2 O12 1.445(4) . ? Cl3 O18 1.403(5) . ? Cl3 O15 1.424(4) . ? Cl3 O16 1.430(4) . ? Cl3 O17 1.437(5) . ? Cl4 O22 1.407(5) . ? Cl4 O19 1.412(5) . ? Cl4 O20 1.426(5) . ? Cl4 O21 1.456(7) . ? N13 C85 1.135(8) . ? C85 C86 1.457(9) . ? C86 H86A 0.9800 . ? C86 H86B 0.9800 . ? C86 H86C 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 N5 Fe1 N3 93.63(17) . . ? N5 Fe1 N6 81.23(17) . . ? N3 Fe1 N6 173.90(18) . . ? N5 Fe1 N1 92.41(17) . . ? N3 Fe1 N1 94.43(18) . . ? N6 Fe1 N1 89.10(17) . . ? N5 Fe1 N4 89.93(16) . . ? N3 Fe1 N4 81.65(18) . . ? N6 Fe1 N4 94.98(17) . . ? N1 Fe1 N4 175.57(17) . . ? N5 Fe1 N2 173.00(18) . . ? N3 Fe1 N2 89.90(17) . . ? N6 Fe1 N2 95.56(17) . . ? N1 Fe1 N2 81.28(16) . . ? N4 Fe1 N2 96.57(16) . . ? N9 Fe2 N8 174.61(18) . . ? N9 Fe2 N11 92.60(17) . . ? N8 Fe2 N11 90.54(17) . . ? N9 Fe2 N10 81.54(17) . . ? N8 Fe2 N10 95.66(17) . . ? N11 Fe2 N10 172.55(17) . . ? N9 Fe2 N7 93.91(17) . . ? N8 Fe2 N7 81.44(17) . . ? N11 Fe2 N7 95.09(18) . . ? N10 Fe2 N7 89.94(17) . . ? N9 Fe2 N12 89.43(17) . . ? N8 Fe2 N12 95.39(17) . . ? N11 Fe2 N12 81.04(17) . . ? N10 Fe2 N12 94.23(17) . . ? N7 Fe2 N12 175.01(17) . . ? N1 C1 C2 122.7(5) . . ? N1 C1 H1A 118.7 . . ? C2 C1 H1A 118.7 . . ? C1 N1 C5 116.8(5) . . ? C1 N1 Fe1 128.9(4) . . ? C5 N1 Fe1 114.0(3) . . ? C8 O1 H1 120(6) . . ? C3 C2 C1 119.5(5) . . ? C3 C2 H2A 120.3 . . ? C1 C2 H2A 120.3 . . ? C6 N2 C7 119.7(4) . . ? C6 N2 Fe1 114.8(3) . . ? C7 N2 Fe1 125.3(3) . . ? C4 C3 C2 119.4(5) . . ? C4 C3 H3A 120.3 . . ? C2 C3 H3A 120.3 . . ? C3 C4 C5 118.7(5) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? N1 C5 C4 122.9(5) . . ? N1 C5 C6 113.5(5) . . ? C4 C5 C6 123.6(5) . . ? N2 C6 C5 116.2(5) . . ? N2 C6 H6A 121.9 . . ? C5 C6 H6A 121.9 . . ? N2 C7 C8 115.1(4) . . ? N2 C7 C9 110.9(4) . . ? C8 C7 C9 106.6(5) . . ? N2 C7 H7A 108.0 . . ? C8 C7 H7A 108.0 . . ? C9 C7 H7A 108.0 . . ? O1 C8 C7 112.9(5) . . ? O1 C8 H8A 109.0 . . ? C7 C8 H8A 109.0 . . ? O1 C8 H8B 109.0 . . ? C7 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? C10 C9 C14 119.2(5) . . ? C10 C9 C7 118.2(5) . . ? C14 C9 C7 122.6(5) . . ? C9 C10 C11 119.5(6) . . ? C9 C10 H10A 120.3 . . ? C11 C10 H10A 120.3 . . ? C12 C11 C10 120.2(6) . . ? C12 C11 H11A 119.9 . . ? C10 C11 H11A 119.9 . . ? C11 C12 C13 120.9(6) . . ? C11 C12 H12A 119.6 . . ? C13 C12 H12A 119.6 . . ? C12 C13 C14 119.7(6) . . ? C12 C13 H13A 120.1 . . ? C14 C13 H13A 120.1 . . ? C13 C14 C9 120.5(6) . . ? C13 C14 H14A 119.8 . . ? C9 C14 H14A 119.8 . . ? C22 O2 H2 108(4) . . ? C15 N3 C19 118.0(5) . . ? C15 N3 Fe1 128.5(4) . . ? C19 N3 Fe1 113.5(4) . . ? C20 N4 C21 120.1(4) . . ? C20 N4 Fe1 114.0(4) . . ? C21 N4 Fe1 125.6(3) . . ? N3 C15 C16 122.0(6) . . ? N3 C15 H15A 119.0 . . ? C16 C15 H15A 119.0 . . ? C17 C16 C15 119.1(6) . . ? C17 C16 H16A 120.5 . . ? C15 C16 H16A 120.5 . . ? C16 C17 C18 119.9(5) . . ? C16 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C17 C18 C19 118.7(6) . . ? C17 C18 H18A 120.7 . . ? C19 C18 H18A 120.7 . . ? N3 C19 C18 122.3(6) . . ? N3 C19 C20 113.4(5) . . ? C18 C19 C20 124.3(5) . . ? N4 C20 C19 117.5(5) . . ? N4 C20 H20A 121.3 . . ? C19 C20 H20A 121.3 . . ? N4 C21 C23 110.9(4) . . ? N4 C21 C22 115.1(4) . . ? C23 C21 C22 106.8(4) . . ? N4 C21 H21A 107.9 . . ? C23 C21 H21A 107.9 . . ? C22 C21 H21A 107.9 . . ? O2 C22 C21 111.9(4) . . ? O2 C22 H22A 109.2 . . ? C21 C22 H22A 109.2 . . ? O2 C22 H22B 109.2 . . ? C21 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C28 C23 C24 119.0(5) . . ? C28 C23 C21 122.0(5) . . ? C24 C23 C21 118.9(5) . . ? C25 C24 C23 119.0(5) . . ? C25 C24 H24A 120.5 . . ? C23 C24 H24A 120.5 . . ? C24 C25 C26 122.1(5) . . ? C24 C25 H25A 119.0 . . ? C26 C25 H25A 119.0 . . ? C27 C26 C25 118.5(5) . . ? C27 C26 H26A 120.7 . . ? C25 C26 H26A 120.7 . . ? C26 C27 C28 120.7(5) . . ? C26 C27 H27A 119.6 . . ? C28 C27 H27A 119.6 . . ? C23 C28 C27 120.6(5) . . ? C23 C28 H28A 119.7 . . ? C27 C28 H28A 119.7 . . ? C36 O3 H3 99(5) . . ? C33 N5 C29 117.6(4) . . ? C33 N5 Fe1 114.4(3) . . ? C29 N5 Fe1 128.0(4) . . ? C34 N6 C35 119.4(4) . . ? C34 N6 Fe1 114.7(3) . . ? C35 N6 Fe1 125.7(3) . . ? N5 C29 C30 122.3(5) . . ? N5 C29 H29A 118.9 . . ? C30 C29 H29A 118.9 . . ? C31 C30 C29 120.1(5) . . ? C31 C30 H30A 119.9 . . ? C29 C30 H30A 119.9 . . ? C30 C31 C32 118.5(5) . . ? C30 C31 H31A 120.8 . . ? C32 C31 H31A 120.8 . . ? C33 C32 C31 118.5(5) . . ? C33 C32 H32A 120.7 . . ? C31 C32 H32A 120.7 . . ? N5 C33 C32 123.0(5) . . ? N5 C33 C34 112.9(4) . . ? C32 C33 C34 124.1(5) . . ? N6 C34 C33 116.8(5) . . ? N6 C34 H34A 121.6 . . ? C33 C34 H34A 121.6 . . ? N6 C35 C36 115.7(4) . . ? N6 C35 C37 110.0(4) . . ? C36 C35 C37 110.5(4) . . ? N6 C35 H35A 106.7 . . ? C36 C35 H35A 106.7 . . ? C37 C35 H35A 106.7 . . ? O3 C36 C35 110.3(4) . . ? O3 C36 H36A 109.6 . . ? C35 C36 H36A 109.6 . . ? O3 C36 H36B 109.6 . . ? C35 C36 H36B 109.6 . . ? H36A C36 H36B 108.1 . . ? C42 C37 C38 119.2(5) . . ? C42 C37 C35 118.1(5) . . ? C38 C37 C35 122.7(5) . . ? C37 C38 C39 120.5(5) . . ? C37 C38 H38A 119.8 . . ? C39 C38 H38A 119.8 . . ? C40 C39 C38 119.4(6) . . ? C40 C39 H39A 120.3 . . ? C38 C39 H39A 120.3 . . ? C41 C40 C39 120.2(6) . . ? C41 C40 H40A 119.9 . . ? C39 C40 H40A 119.9 . . ? C40 C41 C42 120.3(5) . . ? C40 C41 H41A 119.9 . . ? C42 C41 H41A 119.9 . . ? C37 C42 C41 120.4(6) . . ? C37 C42 H42A 119.8 . . ? C41 C42 H42A 119.8 . . ? C50 O4 H4 101(4) . . ? C43 N7 C47 117.8(5) . . ? C43 N7 Fe2 128.8(4) . . ? C47 N7 Fe2 113.2(3) . . ? C48 N8 C49 120.2(4) . . ? C48 N8 Fe2 114.2(3) . . ? C49 N8 Fe2 125.4(3) . . ? N7 C43 C44 122.1(5) . . ? N7 C43 H43A 119.0 . . ? C44 C43 H43A 119.0 . . ? C45 C44 C43 120.0(5) . . ? C45 C44 H44A 120.0 . . ? C43 C44 H44A 120.0 . . ? C44 C45 C46 119.0(5) . . ? C44 C45 H45A 120.5 . . ? C46 C45 H45A 120.5 . . ? C45 C46 C47 117.9(5) . . ? C45 C46 H46A 121.0 . . ? C47 C46 H46A 121.0 . . ? N7 C47 C46 123.2(5) . . ? N7 C47 C48 113.6(4) . . ? C46 C47 C48 123.2(5) . . ? N8 C48 C47 117.4(5) . . ? N8 C48 H48A 121.3 . . ? C47 C48 H48A 121.3 . . ? N8 C49 C50 115.4(4) . . ? N8 C49 C51 110.8(4) . . ? C50 C49 C51 107.5(4) . . ? N8 C49 H49A 107.6 . . ? C50 C49 H49A 107.6 . . ? C51 C49 H49A 107.6 . . ? O4 C50 C49 109.7(4) . . ? O4 C50 H50A 109.7 . . ? C49 C50 H50A 109.7 . . ? O4 C50 H50B 109.7 . . ? C49 C50 H50B 109.7 . . ? H50A C50 H50B 108.2 . . ? C56 C51 C52 118.4(5) . . ? C56 C51 C49 122.9(5) . . ? C52 C51 C49 118.7(5) . . ? C53 C52 C51 121.4(6) . . ? C53 C52 H52A 119.3 . . ? C51 C52 H52A 119.3 . . ? C52 C53 C54 119.4(5) . . ? C52 C53 H53A 120.3 . . ? C54 C53 H53A 120.3 . . ? C53 C54 C55 120.6(5) . . ? C53 C54 H54A 119.7 . . ? C55 C54 H54A 119.7 . . ? C56 C55 C54 119.0(6) . . ? C56 C55 H55A 120.5 . . ? C54 C55 H55A 120.5 . . ? C51 C56 C55 121.1(5) . . ? C51 C56 H56A 119.4 . . ? C55 C56 H56A 119.4 . . ? C64 O5 H5 113(5) . . ? C57 N9 C61 117.5(4) . . ? C57 N9 Fe2 129.3(4) . . ? C61 N9 Fe2 113.1(3) . . ? C62 N10 C63 118.2(4) . . ? C62 N10 Fe2 114.5(3) . . ? C63 N10 Fe2 127.2(3) . . ? N9 C57 C58 122.8(5) . . ? N9 C57 H57A 118.6 . . ? C58 C57 H57A 118.6 . . ? C57 C58 C59 119.2(5) . . ? C57 C58 H58A 120.4 . . ? C59 C58 H58A 120.4 . . ? C58 C59 C60 119.4(5) . . ? C58 C59 H59A 120.3 . . ? C60 C59 H59A 120.3 . . ? C59 C60 C61 119.0(5) . . ? C59 C60 H60A 120.5 . . ? C61 C60 H60A 120.5 . . ? N9 C61 C60 122.0(5) . . ? N9 C61 C62 114.5(4) . . ? C60 C61 C62 123.5(5) . . ? N10 C62 C61 116.0(5) . . ? N10 C62 H62A 122.0 . . ? C61 C62 H62A 122.0 . . ? N10 C63 C65 111.5(4) . . ? N10 C63 C64 116.2(4) . . ? C65 C63 C64 107.4(4) . . ? N10 C63 H63A 107.1 . . ? C65 C63 H63A 107.1 . . ? C64 C63 H63A 107.1 . . ? O5 C64 C63 110.6(4) . . ? O5 C64 H64A 109.5 . . ? C63 C64 H64A 109.5 . . ? O5 C64 H64B 109.5 . . ? C63 C64 H64B 109.5 . . ? H64A C64 H64B 108.1 . . ? C66 C65 C70 117.9(5) . . ? C66 C65 C63 122.4(5) . . ? C70 C65 C63 119.6(5) . . ? C67 C66 C65 121.5(6) . . ? C67 C66 H66A 119.2 . . ? C65 C66 H66A 119.2 . . ? C68 C67 C66 119.8(6) . . ? C68 C67 H67A 120.1 . . ? C66 C67 H67A 120.1 . . ? C67 C68 C69 120.4(6) . . ? C67 C68 H68A 119.8 . . ? C69 C68 H68A 119.8 . . ? C68 C69 C70 120.1(6) . . ? C68 C69 H69A 120.0 . . ? C70 C69 H69A 120.0 . . ? C69 C70 C65 120.3(6) . . ? C69 C70 H70A 119.9 . . ? C65 C70 H70A 119.9 . . ? C78 O6 H6 109.5 . . ? C71 N11 C75 117.2(5) . . ? C71 N11 Fe2 129.0(4) . . ? C75 N11 Fe2 113.8(3) . . ? C76 N12 C77 119.8(4) . . ? C76 N12 Fe2 114.0(4) . . ? C77 N12 Fe2 125.9(3) . . ? N11 C71 C72 122.9(5) . . ? N11 C71 H71A 118.6 . . ? C72 C71 H71A 118.6 . . ? C71 C72 C73 119.7(5) . . ? C71 C72 H72A 120.1 . . ? C73 C72 H72A 120.1 . . ? C74 C73 C72 118.0(5) . . ? C74 C73 H73A 121.0 . . ? C72 C73 H73A 121.0 . . ? C73 C74 C75 119.1(5) . . ? C73 C74 H74A 120.5 . . ? C75 C74 H74A 120.5 . . ? N11 C75 C74 123.1(5) . . ? N11 C75 C76 113.3(5) . . ? C74 C75 C76 123.6(5) . . ? N12 C76 C75 117.7(5) . . ? N12 C76 H76A 121.1 . . ? C75 C76 H76A 121.1 . . ? N12 C77 C78 114.6(4) . . ? N12 C77 C79 111.1(4) . . ? C78 C77 C79 108.2(4) . . ? N12 C77 H77A 107.6 . . ? C78 C77 H77A 107.6 . . ? C79 C77 H77A 107.6 . . ? O6 C78 C77 112.0(4) . . ? O6 C78 H78A 109.2 . . ? C77 C78 H78A 109.2 . . ? O6 C78 H78B 109.2 . . ? C77 C78 H78B 109.2 . . ? H78A C78 H78B 107.9 . . ? C84 C79 C80 119.1(5) . . ? C84 C79 C77 118.8(5) . . ? C80 C79 C77 122.1(5) . . ? C81 C80 C79 119.6(5) . . ? C81 C80 H80A 120.2 . . ? C79 C80 H80A 120.2 . . ? C82 C81 C80 120.8(6) . . ? C82 C81 H81A 119.6 . . ? C80 C81 H81A 119.6 . . ? C81 C82 C83 120.6(5) . . ? C81 C82 H82A 119.7 . . ? C83 C82 H82A 119.7 . . ? C82 C83 C84 118.3(6) . . ? C82 C83 H83A 120.9 . . ? C84 C83 H83A 120.9 . . ? C79 C84 C83 121.7(6) . . ? C79 C84 H84A 119.2 . . ? C83 C84 H84A 119.2 . . ? O9 Cl1 O8 109.7(3) . . ? O9 Cl1 O10 109.3(3) . . ? O8 Cl1 O10 110.3(3) . . ? O9 Cl1 O7 109.7(3) . . ? O8 Cl1 O7 108.2(3) . . ? O10 Cl1 O7 109.7(3) . . ? O14 Cl2 O13 109.1(3) . . ? O14 Cl2 O11 108.8(3) . . ? O13 Cl2 O11 108.9(3) . . ? O14 Cl2 O12 110.1(2) . . ? O13 Cl2 O12 109.7(2) . . ? O11 Cl2 O12 110.1(3) . . ? O18 Cl3 O15 109.2(3) . . ? O18 Cl3 O16 110.3(3) . . ? O15 Cl3 O16 111.7(3) . . ? O18 Cl3 O17 108.4(4) . . ? O15 Cl3 O17 108.6(3) . . ? O16 Cl3 O17 108.5(3) . . ? O22 Cl4 O19 109.1(3) . . ? O22 Cl4 O20 112.5(3) . . ? O19 Cl4 O20 112.4(3) . . ? O22 Cl4 O21 108.8(4) . . ? O19 Cl4 O21 105.3(4) . . ? O20 Cl4 O21 108.5(4) . . ? N13 C85 C86 178.8(8) . . ? C85 C86 H86A 109.5 . . ? C85 C86 H86B 109.5 . . ? H86A C86 H86B 109.5 . . ? C85 C86 H86C 109.5 . . ? H86A C86 H86C 109.5 . . ? H86B C86 H86C 109.5 . . ? 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 O1 H1 O21 0.86(8) 1.95(8) 2.785(8) 162(7) . O2 H2 O19 0.88(6) 1.99(7) 2.862(6) 175(6) . O2 H2 O20 0.88(6) 2.70(6) 3.303(7) 127(5) . O6 H6 O17 0.84 1.91 2.752(6) 178.6 . O3 H3 O2 0.84(2) 1.99(3) 2.810(5) 168(6) 2_656 O4 H4 O6 0.90(6) 1.90(7) 2.788(5) 166(6) 2_545 O5 H5 O7 0.85(7) 1.96(7) 2.795(6) 165(6) 1_554 C6 H6A O9 0.95 2.83 3.630(7) 142.5 . C6 H6A O10 0.95 2.75 3.619(7) 152.3 . C20 H20A O19 0.95 2.76 3.627(8) 151.9 2_646 C20 H20A O22 0.95 2.61 3.346(7) 134.5 2_646 C34 H34A N13 0.95 2.41 3.278(8) 151.6 . C48 H48A O18 0.95 2.65 3.449(8) 141.6 2_545 C62 H62A O10 0.95 2.36 3.197(7) 146.6 1_554 C76 H76A O23 0.95 2.35 3.249(19) 157.0 . C8 H8B O20 0.99 2.71 3.349(8) 122.3 . C22 H22A O21 0.99 2.58 3.471(8) 149.8 2_646 C78 H78B O15 0.99 2.62 3.323(7) 127.7 . C50 H50B O23 0.99 2.38 3.08(2) 127.2 2_545 C35 H35A O1 1.00 2.75 3.680(7) 155.6 . C7 H7A O2 1.00 2.81 3.748(7) 156.3 . C21 H21A O3 1.00 2.42 3.361(7) 156.5 . C63 H63A O4 1.00 2.61 3.574(6) 161.9 . C77 H77A O5 1.00 2.47 3.440(7) 162.4 . C49 H49A O6 1.00 2.50 3.453(7) 158.2 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.526 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.074