# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_FeBP _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H44 Fe N6 O2, 2(Cl O4)' _chemical_formula_sum 'C30 H44 Cl2 Fe N6 O10' _chemical_formula_weight 775.46 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21 ' _symmetry_space_group_name_Hall 'P 2ac 2ab ' _symmetry_int_tables_number 19 _chemical_absolute_configuration ad # Options are 'rm', 'ad', 'rmad', 'syn', 'unk' or '.' # # rm : absolute configuration established by the structure determination # of a compound containing a chiral reference molecule of known # absolute configuration. # ad : absolute configuration established by anomalous dispersion effects # in diffraction measurements on the crystal. # rmad : absolute configuration established by the structure determination # of a compound containing a chiral reference molecule of known # absolute configuration and confirmed by anomalous dispersion # effects in diffraction measurements on the crystal. # syn : absolute configuration has not been established by anomalous # dispersion effects in diffraction measurements on the crystal. # The enantiomer has been assigned by reference to an unchanging # chiral centre in the synthetic procedure. # unk : absolute configuration is unknown, there being no firm chemical # evidence for its assignment to hand and it having not been # established by anomalous dispersion effects in diffraction # measurements on the crystal. An arbitrary choice of enantiomer # has been made. # . : inapplicable. loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 14.9833(18) _cell_length_b 15.0663(18) _cell_length_c 15.8285(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3573.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8135 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 27.94 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.442 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 0.634 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.8628 _exptl_absorpt_correction_T_max 0.9165 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 31555 _diffrn_reflns_av_R_equivalents 0.0887 _diffrn_reflns_av_sigmaI/netI 0.0886 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 28.19 _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _reflns_number_total 8433 _reflns_number_gt 4952 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.622 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.22 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.22' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.0995P)^2^+0.2430P] 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 0.00(3) _refine_ls_number_reflns 8433 _refine_ls_number_parameters 450 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1362 _refine_ls_R_factor_gt 0.0771 _refine_ls_wR_factor_ref 0.2054 _refine_ls_wR_factor_gt 0.1750 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_diff_density_max 0.798 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.088 _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 0.82636(5) 0.10994(5) 0.00213(5) 0.0425(2) Uani 1 1 d . . . N1 N 0.8559(3) -0.0149(3) -0.0239(3) 0.0442(12) Uani 1 1 d . . . N2 N 0.9550(3) 0.1101(3) 0.0351(3) 0.0431(10) Uani 1 1 d . . . N3 N 0.8024(3) 0.0916(3) 0.1251(3) 0.0467(12) Uani 1 1 d . . . N4 N 0.7982(3) 0.2339(3) 0.0343(3) 0.0433(11) Uani 1 1 d . . . N5 N 0.7029(4) 0.0944(3) -0.0262(3) 0.0503(12) Uani 1 1 d . . . N6 N 0.8552(3) 0.1413(3) -0.1131(4) 0.0495(12) Uani 1 1 d . . . O1 O 0.9403(4) -0.2660(3) -0.0860(4) 0.0749(15) Uani 1 1 d . . . O2 O 0.7170(4) 0.4785(3) 0.1184(3) 0.0761(15) Uani 1 1 d . . . C1 C 0.9643(7) -0.3223(5) -0.0182(6) 0.100(3) Uani 1 1 d . . . H1A H 1.0174 -0.3000 0.0084 0.151 Uiso 1 1 calc R . . H1B H 0.9753 -0.3811 -0.0392 0.151 Uiso 1 1 calc R . . H1C H 0.9167 -0.3241 0.0223 0.151 Uiso 1 1 calc R . . C2 C 0.9129(4) -0.1818(4) -0.0618(4) 0.0508(15) Uani 1 1 d . . . C3 C 0.8246(5) -0.1668(4) -0.0509(4) 0.0538(15) Uani 1 1 d . . . C4 C 0.7543(5) -0.2379(5) -0.0596(6) 0.078(2) Uani 1 1 d . . . H4A H 0.7011 -0.2197 -0.0305 0.117 Uiso 1 1 calc R . . H4B H 0.7760 -0.2922 -0.0355 0.117 Uiso 1 1 calc R . . H4C H 0.7411 -0.2470 -0.1183 0.117 Uiso 1 1 calc R . . C5 C 0.7983(4) -0.0828(4) -0.0333(4) 0.0506(15) Uani 1 1 d . . . H5 H 0.7376 -0.0714 -0.0275 0.061 Uiso 1 1 calc R . . C6 C 0.9424(4) -0.0323(4) -0.0342(4) 0.0454(14) Uani 1 1 d . . . C7 C 0.9754(4) -0.1149(4) -0.0529(4) 0.0493(14) Uani 1 1 d . . . C8 C 1.0727(4) -0.1303(4) -0.0652(5) 0.0597(18) Uani 1 1 d . . . H8A H 1.0945 -0.0919 -0.1089 0.090 Uiso 1 1 calc R . . H8B H 1.0826 -0.1910 -0.0812 0.090 Uiso 1 1 calc R . . H8C H 1.1038 -0.1180 -0.0135 0.090 Uiso 1 1 calc R . . C9 C 1.0023(4) 0.0461(4) -0.0219(4) 0.0496(15) Uani 1 1 d . . . H9A H 1.0152 0.0739 -0.0758 0.060 Uiso 1 1 calc R . . H9B H 1.0582 0.0276 0.0035 0.060 Uiso 1 1 calc R . . C10 C 1.0060(4) 0.1958(4) 0.0362(4) 0.0523(15) Uani 1 1 d . . . H10A H 1.0270 0.2104 -0.0201 0.063 Uiso 1 1 calc R . . H10B H 0.9684 0.2438 0.0562 0.063 Uiso 1 1 calc R . . C11 C 1.0826(5) 0.1820(5) 0.0944(5) 0.070(2) Uani 1 1 d . . . H11A H 1.0970 0.2365 0.1239 0.084 Uiso 1 1 calc R . . H11B H 1.1348 0.1624 0.0633 0.084 Uiso 1 1 calc R . . C12 C 1.0528(4) 0.1116(5) 0.1557(5) 0.0633(17) Uani 1 1 d . . . H12A H 1.0462 0.1363 0.2119 0.076 Uiso 1 1 calc R . . H12B H 1.0960 0.0636 0.1579 0.076 Uiso 1 1 calc R . . C13 C 0.9640(4) 0.0783(4) 0.1229(4) 0.0489(14) Uani 1 1 d . . . H13 H 0.9643 0.0133 0.1230 0.059 Uiso 1 1 calc R . . C14 C 0.8864(4) 0.1104(4) 0.1729(3) 0.0492(14) Uani 1 1 d . . . H14 H 0.8919 0.1745 0.1820 0.059 Uiso 1 1 calc R . . C15 C 0.8758(5) 0.0631(5) 0.2596(4) 0.0616(17) Uani 1 1 d . . . H15A H 0.9283 0.0278 0.2722 0.074 Uiso 1 1 calc R . . H15B H 0.8675 0.1063 0.3044 0.074 Uiso 1 1 calc R . . C16 C 0.7937(5) 0.0040(5) 0.2513(4) 0.0662(19) Uani 1 1 d . . . H16A H 0.8056 -0.0552 0.2726 0.079 Uiso 1 1 calc R . . H16B H 0.7434 0.0289 0.2818 0.079 Uiso 1 1 calc R . . C17 C 0.7759(5) 0.0024(4) 0.1575(4) 0.0541(16) Uani 1 1 d . . . H17A H 0.8108 -0.0438 0.1304 0.065 Uiso 1 1 calc R . . H17B H 0.7132 -0.0087 0.1464 0.065 Uiso 1 1 calc R . . C18 C 0.7345(4) 0.1565(4) 0.1500(4) 0.0571(16) Uani 1 1 d . . . H18A H 0.7362 0.1653 0.2106 0.069 Uiso 1 1 calc R . . H18B H 0.6757 0.1347 0.1349 0.069 Uiso 1 1 calc R . . C19 C 0.7520(4) 0.2418(4) 0.1062(4) 0.0512(15) Uani 1 1 d . . . C20 C 0.7238(4) 0.3227(4) 0.1375(4) 0.0543(16) Uani 1 1 d . . . C21 C 0.6707(6) 0.3284(5) 0.2179(5) 0.081(2) Uani 1 1 d . . . H21A H 0.7106 0.3341 0.2650 0.122 Uiso 1 1 calc R . . H21B H 0.6355 0.2756 0.2243 0.122 Uiso 1 1 calc R . . H21C H 0.6320 0.3792 0.2156 0.122 Uiso 1 1 calc R . . C22 C 0.7438(4) 0.3958(4) 0.0903(4) 0.0561(16) Uani 1 1 d . . . C23 C 0.7739(7) 0.5187(6) 0.1791(8) 0.111(4) Uani 1 1 d . . . H23A H 0.7802 0.4800 0.2269 0.166 Uiso 1 1 calc R . . H23B H 0.7486 0.5741 0.1970 0.166 Uiso 1 1 calc R . . H23C H 0.8315 0.5291 0.1544 0.166 Uiso 1 1 calc R . . C24 C 0.7872(4) 0.3912(4) 0.0156(4) 0.0516(15) Uani 1 1 d . . . C25 C 0.8042(5) 0.4705(4) -0.0384(6) 0.079(2) Uani 1 1 d . . . H25A H 0.7507 0.5052 -0.0425 0.118 Uiso 1 1 calc R . . H25B H 0.8221 0.4515 -0.0937 0.118 Uiso 1 1 calc R . . H25C H 0.8507 0.5057 -0.0136 0.118 Uiso 1 1 calc R . . C26 C 0.8146(4) 0.3079(3) -0.0100(4) 0.0486(14) Uani 1 1 d . . . H26 H 0.8459 0.3029 -0.0606 0.058 Uiso 1 1 calc R . . C27 C 0.6292(5) 0.0831(4) -0.0427(4) 0.0514(15) Uani 1 1 d . . . C28 C 0.5366(4) 0.0677(5) -0.0614(5) 0.0617(17) Uani 1 1 d . . . H28A H 0.5278 0.0061 -0.0747 0.093 Uiso 1 1 calc R . . H28B H 0.5190 0.1034 -0.1088 0.093 Uiso 1 1 calc R . . H28C H 0.5010 0.0832 -0.0131 0.093 Uiso 1 1 calc R . . C29 C 0.8749(5) 0.1582(4) -0.1802(4) 0.0579(17) Uani 1 1 d . . . C30 C 0.8965(7) 0.1806(6) -0.2662(5) 0.091(3) Uani 1 1 d . . . H30A H 0.9143 0.1280 -0.2960 0.137 Uiso 1 1 calc R . . H30B H 0.9445 0.2228 -0.2668 0.137 Uiso 1 1 calc R . . H30C H 0.8451 0.2060 -0.2931 0.137 Uiso 1 1 calc R . . Cl1 Cl 1.00084(14) 0.42672(17) 0.80466(14) 0.0830(6) Uani 1 1 d . . . Cl2 Cl 0.53987(17) 0.66694(13) 0.80047(14) 0.0840(6) Uani 1 1 d . . . O3 O 1.0624(5) 0.4174(8) 0.7439(4) 0.162(4) Uani 1 1 d . . . O4 O 1.0000(7) 0.3493(6) 0.8544(7) 0.169(4) Uani 1 1 d . . . O5 O 1.0293(7) 0.4856(6) 0.8660(4) 0.138(3) Uani 1 1 d . . . O6 O 0.9198(6) 0.4419(10) 0.7759(6) 0.235(7) Uani 1 1 d . . . O7 O 0.5906(6) 0.6098(6) 0.8510(5) 0.153(3) Uani 1 1 d . . . O8 O 0.5509(7) 0.7535(4) 0.8303(5) 0.150(3) Uani 1 1 d . . . O9 O 0.4538(6) 0.6447(6) 0.8064(9) 0.199(5) Uani 1 1 d . . . O10 O 0.5687(7) 0.6667(6) 0.7174(5) 0.156(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0455(4) 0.0320(3) 0.0499(4) 0.0019(4) 0.0039(4) -0.0005(3) N1 0.052(3) 0.034(2) 0.046(3) 0.0032(19) -0.001(2) -0.008(2) N2 0.046(2) 0.028(2) 0.055(3) -0.004(2) 0.005(2) -0.004(2) N3 0.058(3) 0.027(2) 0.056(3) -0.003(2) 0.003(2) 0.001(2) N4 0.045(3) 0.034(2) 0.051(3) 0.000(2) 0.001(2) -0.0018(19) N5 0.058(3) 0.037(3) 0.056(3) 0.004(2) 0.005(2) 0.006(2) N6 0.050(3) 0.035(2) 0.062(3) -0.007(2) 0.007(3) -0.003(2) O1 0.099(4) 0.029(2) 0.097(4) -0.016(2) 0.001(3) 0.003(2) O2 0.087(4) 0.046(3) 0.095(4) -0.017(3) -0.016(3) 0.023(2) C1 0.133(8) 0.040(4) 0.129(8) 0.006(5) 0.000(6) 0.005(4) C2 0.061(4) 0.030(3) 0.062(4) -0.003(3) 0.004(3) -0.001(3) C3 0.070(4) 0.038(3) 0.054(3) 0.004(3) -0.006(3) -0.013(3) C4 0.076(5) 0.048(4) 0.111(6) -0.013(4) -0.002(5) -0.022(4) C5 0.057(4) 0.033(3) 0.062(4) -0.004(3) 0.000(3) -0.007(2) C6 0.050(3) 0.036(3) 0.051(3) 0.003(2) -0.002(3) -0.006(2) C7 0.060(4) 0.037(3) 0.051(3) 0.000(3) 0.011(3) -0.005(3) C8 0.062(4) 0.034(3) 0.083(5) -0.007(3) 0.014(4) 0.008(3) C9 0.053(3) 0.035(3) 0.061(4) -0.006(3) 0.006(3) -0.001(2) C10 0.058(4) 0.027(3) 0.071(4) 0.000(3) -0.002(3) -0.008(3) C11 0.065(5) 0.053(4) 0.093(6) -0.007(4) -0.015(4) -0.013(3) C12 0.055(4) 0.054(4) 0.080(4) -0.002(4) -0.015(3) 0.008(3) C13 0.057(4) 0.036(3) 0.054(4) 0.002(3) -0.004(3) 0.002(3) C14 0.068(4) 0.033(3) 0.046(3) 0.000(3) -0.004(3) 0.000(3) C15 0.085(5) 0.056(4) 0.044(4) 0.004(3) -0.007(3) -0.004(4) C16 0.091(5) 0.047(4) 0.060(4) 0.009(3) 0.006(4) -0.003(4) C17 0.066(4) 0.036(3) 0.060(4) 0.008(3) 0.003(3) -0.009(3) C18 0.059(4) 0.053(4) 0.060(4) 0.003(3) 0.011(3) 0.005(3) C19 0.056(4) 0.036(3) 0.062(4) 0.006(3) 0.000(3) 0.002(3) C20 0.052(4) 0.049(4) 0.062(4) -0.004(3) -0.003(3) 0.011(3) C21 0.098(6) 0.069(5) 0.077(5) -0.009(4) 0.024(5) 0.018(5) C22 0.054(4) 0.033(3) 0.081(5) -0.004(3) -0.003(3) 0.012(3) C23 0.110(7) 0.066(6) 0.155(10) -0.041(6) -0.024(7) 0.014(5) C24 0.047(3) 0.038(3) 0.071(4) 0.001(3) -0.006(3) 0.004(3) C25 0.078(5) 0.042(4) 0.116(6) 0.015(4) 0.007(5) 0.001(3) C26 0.045(3) 0.038(3) 0.063(4) 0.004(3) 0.000(3) -0.002(2) C27 0.059(4) 0.037(3) 0.058(4) 0.004(3) 0.007(3) 0.009(3) C28 0.057(4) 0.057(4) 0.071(4) 0.001(3) -0.005(3) 0.002(3) C29 0.074(5) 0.044(4) 0.057(4) -0.007(3) 0.010(4) -0.006(3) C30 0.139(8) 0.072(5) 0.063(5) 0.002(4) 0.017(5) -0.011(5) Cl1 0.0734(13) 0.1046(17) 0.0709(12) -0.0043(12) -0.0071(11) 0.0204(11) Cl2 0.1134(17) 0.0608(12) 0.0777(13) 0.0091(10) -0.0054(13) -0.0267(11) O3 0.106(5) 0.319(14) 0.061(4) -0.009(6) 0.007(4) 0.042(7) O4 0.198(10) 0.131(7) 0.179(9) 0.020(7) 0.029(8) -0.003(6) O5 0.196(8) 0.132(6) 0.086(5) -0.030(4) 0.003(5) -0.022(6) O6 0.118(7) 0.44(2) 0.143(8) -0.066(10) -0.057(6) 0.136(9) O7 0.186(8) 0.131(6) 0.141(7) 0.055(6) -0.054(6) -0.033(6) O8 0.260(10) 0.071(4) 0.117(6) -0.009(4) -0.021(6) -0.049(5) O9 0.102(6) 0.127(7) 0.368(17) 0.042(9) 0.019(8) -0.018(5) O10 0.268(12) 0.105(6) 0.097(6) 0.004(4) 0.005(6) 0.000(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N5 1.918(6) . yes Fe1 N6 1.933(6) . yes Fe1 N1 1.976(5) . yes Fe1 N4 1.981(5) . yes Fe1 N2 1.996(4) . yes Fe1 N3 1.998(5) . yes N1 C6 1.332(8) . ? N1 C5 1.347(7) . ? N2 C13 1.477(7) . ? N2 C9 1.499(7) . ? N2 C10 1.500(7) . ? N3 C18 1.465(7) . ? N3 C17 1.492(7) . ? N3 C14 1.495(7) . ? N4 C19 1.338(7) . ? N4 C26 1.340(7) . ? N5 C27 1.148(8) . ? N6 C29 1.132(8) . ? O1 C2 1.388(7) . ? O1 C1 1.414(10) . ? O2 C22 1.382(7) . ? O2 C23 1.420(10) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.354(9) . ? C2 C7 1.382(8) . ? C3 C5 1.354(8) . ? C3 C4 1.509(9) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5 0.9300 . ? C6 C7 1.372(8) . ? C6 C9 1.496(8) . ? C7 C8 1.489(8) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.486(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.505(10) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.513(9) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.488(8) . ? C13 H13 0.9800 . ? C14 C15 1.554(8) . ? C14 H14 0.9800 . ? C15 C16 1.524(10) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.510(9) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.484(8) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.382(8) . ? C20 C22 1.365(9) . ? C20 C21 1.503(9) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C24 1.352(9) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 C26 1.381(8) . ? C24 C25 1.489(9) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26 0.9300 . ? C27 C28 1.438(10) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 C30 1.439(10) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? Cl1 O6 1.316(7) . ? Cl1 O3 1.340(7) . ? Cl1 O5 1.382(7) . ? Cl1 O4 1.408(9) . ? Cl2 O9 1.335(8) . ? Cl2 O10 1.383(8) . ? Cl2 O8 1.396(6) . ? Cl2 O7 1.400(8) . ? 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 N6 91.4(2) . . yes N5 Fe1 N1 92.9(2) . . yes N6 Fe1 N1 89.22(19) . . yes N5 Fe1 N4 88.3(2) . . yes N6 Fe1 N4 93.40(19) . . yes N1 Fe1 N4 177.09(19) . . yes N5 Fe1 N2 172.92(19) . . yes N6 Fe1 N2 91.7(2) . . yes N1 Fe1 N2 80.77(19) . . yes N4 Fe1 N2 97.87(18) . . yes N5 Fe1 N3 92.2(2) . . yes N6 Fe1 N3 173.17(19) . . yes N1 Fe1 N3 96.38(18) . . yes N4 Fe1 N3 80.93(18) . . yes N2 Fe1 N3 85.35(19) . . yes C6 N1 C5 117.5(5) . . ? C6 N1 Fe1 115.5(4) . . ? C5 N1 Fe1 127.0(4) . . ? C13 N2 C9 108.3(4) . . ? C13 N2 C10 102.8(4) . . ? C9 N2 C10 108.6(4) . . ? C13 N2 Fe1 109.5(3) . . ? C9 N2 Fe1 107.4(3) . . ? C10 N2 Fe1 119.7(4) . . ? C18 N3 C17 108.9(5) . . ? C18 N3 C14 108.8(5) . . ? C17 N3 C14 102.8(5) . . ? C18 N3 Fe1 107.1(4) . . ? C17 N3 Fe1 120.5(4) . . ? C14 N3 Fe1 108.4(3) . . ? C19 N4 C26 117.8(5) . . ? C19 N4 Fe1 114.4(4) . . ? C26 N4 Fe1 127.7(4) . . ? C27 N5 Fe1 178.4(5) . . ? C29 N6 Fe1 177.6(6) . . ? C2 O1 C1 114.5(6) . . ? C22 O2 C23 115.3(6) . . ? O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C7 121.9(6) . . ? C3 C2 O1 118.5(5) . . ? C7 C2 O1 119.6(6) . . ? C5 C3 C2 117.8(6) . . ? C5 C3 C4 118.7(6) . . ? C2 C3 C4 123.5(6) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C5 C3 123.1(6) . . ? N1 C5 H5 118.5 . . ? C3 C5 H5 118.5 . . ? N1 C6 C7 123.7(5) . . ? N1 C6 C9 114.4(5) . . ? C7 C6 C9 121.9(6) . . ? C6 C7 C2 116.1(6) . . ? C6 C7 C8 121.5(5) . . ? C2 C7 C8 122.5(6) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 N2 107.6(5) . . ? C6 C9 H9A 110.2 . . ? N2 C9 H9A 110.2 . . ? C6 C9 H9B 110.2 . . ? N2 C9 H9B 110.2 . . ? H9A C9 H9B 108.5 . . ? C11 C10 N2 106.2(5) . . ? C11 C10 H10A 110.5 . . ? N2 C10 H10A 110.5 . . ? C11 C10 H10B 110.5 . . ? N2 C10 H10B 110.5 . . ? H10A C10 H10B 108.7 . . ? C10 C11 C12 105.7(5) . . ? C10 C11 H11A 110.6 . . ? C12 C11 H11A 110.6 . . ? C10 C11 H11B 110.6 . . ? C12 C11 H11B 110.6 . . ? H11A C11 H11B 108.7 . . ? C11 C12 C13 105.8(5) . . ? C11 C12 H12A 110.6 . . ? C13 C12 H12A 110.6 . . ? C11 C12 H12B 110.6 . . ? C13 C12 H12B 110.6 . . ? H12A C12 H12B 108.7 . . ? N2 C13 C14 108.9(5) . . ? N2 C13 C12 107.2(5) . . ? C14 C13 C12 113.5(5) . . ? N2 C13 H13 109.1 . . ? C14 C13 H13 109.1 . . ? C12 C13 H13 109.1 . . ? C13 C14 N3 109.1(5) . . ? C13 C14 C15 113.6(5) . . ? N3 C14 C15 106.0(5) . . ? C13 C14 H14 109.4 . . ? N3 C14 H14 109.4 . . ? C15 C14 H14 109.4 . . ? C16 C15 C14 105.9(5) . . ? C16 C15 H15A 110.6 . . ? C14 C15 H15A 110.6 . . ? C16 C15 H15B 110.6 . . ? C14 C15 H15B 110.6 . . ? H15A C15 H15B 108.7 . . ? C17 C16 C15 103.7(5) . . ? C17 C16 H16A 111.0 . . ? C15 C16 H16A 111.0 . . ? C17 C16 H16B 111.0 . . ? C15 C16 H16B 111.0 . . ? H16A C16 H16B 109.0 . . ? N3 C17 C16 106.0(5) . . ? N3 C17 H17A 110.5 . . ? C16 C17 H17A 110.5 . . ? N3 C17 H17B 110.5 . . ? C16 C17 H17B 110.5 . . ? H17A C17 H17B 108.7 . . ? N3 C18 C19 109.3(5) . . ? N3 C18 H18A 109.8 . . ? C19 C18 H18A 109.8 . . ? N3 C18 H18B 109.8 . . ? C19 C18 H18B 109.8 . . ? H18A C18 H18B 108.3 . . ? N4 C19 C20 122.9(5) . . ? N4 C19 C18 114.3(5) . . ? C20 C19 C18 122.9(6) . . ? C22 C20 C19 116.7(6) . . ? C22 C20 C21 122.2(6) . . ? C19 C20 C21 121.1(6) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C24 C22 C20 122.9(6) . . ? C24 C22 O2 117.9(6) . . ? C20 C22 O2 119.2(6) . . ? O2 C23 H23A 109.5 . . ? O2 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O2 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 C26 116.5(6) . . ? C22 C24 C25 122.9(6) . . ? C26 C24 C25 120.6(6) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N4 C26 C24 123.3(6) . . ? N4 C26 H26 118.4 . . ? C24 C26 H26 118.4 . . ? N5 C27 C28 178.5(7) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N6 C29 C30 177.8(8) . . ? 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 . . ? O6 Cl1 O3 113.8(6) . . ? O6 Cl1 O5 114.6(7) . . ? O3 Cl1 O5 111.0(6) . . ? O6 Cl1 O4 109.2(9) . . ? O3 Cl1 O4 108.7(7) . . ? O5 Cl1 O4 98.1(6) . . ? O9 Cl2 O10 111.6(8) . . ? O9 Cl2 O8 108.9(7) . . ? O10 Cl2 O8 106.7(5) . . ? O9 Cl2 O7 109.2(6) . . ? O10 Cl2 O7 111.8(6) . . ? O8 Cl2 O7 108.5(6) . . ? #===END _database_code_depnum_ccdc_archive 'CCDC 964529' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_FeBPMEN _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H40 Fe N6 O2, 2(Cl O4)' _chemical_formula_sum 'C26 H40 Cl2 Fe N6 O10' _chemical_formula_weight 723.39 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 Orthorhombic _symmetry_space_group_name_H-M 'F d d 2 ' _symmetry_space_group_name_Hall 'F 2 -2d ' _symmetry_int_tables_number 43 _chemical_absolute_configuration ad # Options are 'rm', 'ad', 'rmad', 'syn', 'unk' or '.' # # rm : absolute configuration established by the structure determination # of a compound containing a chiral reference molecule of known # absolute configuration. # ad : absolute configuration established by anomalous dispersion effects # in diffraction measurements on the crystal. # rmad : absolute configuration established by the structure determination # of a compound containing a chiral reference molecule of known # absolute configuration and confirmed by anomalous dispersion # effects in diffraction measurements on the crystal. # syn : absolute configuration has not been established by anomalous # dispersion effects in diffraction measurements on the crystal. # The enantiomer has been assigned by reference to an unchanging # chiral centre in the synthetic procedure. # unk : absolute configuration is unknown, there being no firm chemical # evidence for its assignment to hand and it having not been # established by anomalous dispersion effects in diffraction # measurements on the crystal. An arbitrary choice of enantiomer # has been made. # . : inapplicable. loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 21.9192(14) _cell_length_b 15.5820(10) _cell_length_c 19.0923(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6520.9(7) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9290 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 28.23 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3024 _exptl_absorpt_coefficient_mu 0.689 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.8633 _exptl_absorpt_correction_T_max 0.9098 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13899 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.27 _reflns_number_total 3863 _reflns_number_gt 3633 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.622 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.22 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.22' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.1083P)^2^+26.1139P] 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 0.06(3) _refine_ls_number_reflns 3863 _refine_ls_number_parameters 249 _refine_ls_number_restraints 86 _refine_ls_R_factor_all 0.0655 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.1712 _refine_ls_wR_factor_gt 0.1672 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.067 _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 0.2500 0.2500 0.59991(3) 0.02482(19) Uani 1 2 d SU . . N1 N 0.22744(15) 0.3734(2) 0.59905(18) 0.0261(6) Uani 1 1 d . A . N2 N 0.18662(19) 0.2472(2) 0.5225(2) 0.0275(8) Uani 1 1 d . A . O1 O 0.15657(16) 0.6190(2) 0.6045(2) 0.0419(7) Uani 1 1 d . A . C1 C 0.25738(18) 0.4379(3) 0.6300(2) 0.0293(8) Uani 1 1 d . . . H1 H 0.2953 0.4255 0.6518 0.035 Uiso 1 1 calc R A . C2 C 0.23631(19) 0.5216(3) 0.6321(2) 0.0309(8) Uani 1 1 d . A . C3 C 0.2722(2) 0.5900(3) 0.6697(3) 0.0393(10) Uani 1 1 d . . . H3A H 0.2544 0.5996 0.7162 0.059 Uiso 1 1 calc R A . H3B H 0.2707 0.6434 0.6427 0.059 Uiso 1 1 calc R . . H3C H 0.3146 0.5713 0.6748 0.059 Uiso 1 1 calc R . . C4 C 0.18122(18) 0.5383(2) 0.5991(2) 0.0298(7) Uani 1 1 d . . . C5 C 0.1703(3) 0.6730(3) 0.5464(3) 0.0553(14) Uani 1 1 d . . . H5A H 0.2138 0.6873 0.5468 0.083 Uiso 1 1 calc R A . H5B H 0.1462 0.7259 0.5497 0.083 Uiso 1 1 calc R . . H5C H 0.1602 0.6431 0.5028 0.083 Uiso 1 1 calc R . . C6 C 0.14873(18) 0.4740(2) 0.5657(2) 0.0263(7) Uani 1 1 d . A . C7 C 0.0884(2) 0.4883(3) 0.5300(2) 0.0337(9) Uani 1 1 d . . . H7A H 0.0735 0.5461 0.5410 0.051 Uiso 1 1 calc R A . H7B H 0.0589 0.4457 0.5466 0.051 Uiso 1 1 calc R . . H7C H 0.0935 0.4826 0.4792 0.051 Uiso 1 1 calc R . . C8 C 0.17362(18) 0.3919(2) 0.56780(19) 0.0260(7) Uani 1 1 d . . . C9 C 0.14120(18) 0.3146(3) 0.5379(2) 0.0302(8) Uani 1 1 d . A . H9A H 0.1109 0.2928 0.5721 0.036 Uiso 1 1 calc R . . H9B H 0.1193 0.3308 0.4945 0.036 Uiso 1 1 calc R . . C10 C 0.2198(2) 0.2719(3) 0.4575(2) 0.0319(8) Uani 1 1 d . . . H10A H 0.2255 0.3349 0.4560 0.038 Uiso 1 1 calc R A . H10B H 0.1960 0.2545 0.4158 0.038 Uiso 1 1 calc R . . C11 C 0.1533(2) 0.1658(3) 0.5126(3) 0.0375(9) Uani 1 1 d . . . H11A H 0.1325 0.1503 0.5563 0.056 Uiso 1 1 calc R A . H11B H 0.1821 0.1204 0.4998 0.056 Uiso 1 1 calc R . . H11C H 0.1230 0.1727 0.4752 0.056 Uiso 1 1 calc R . . N3 N 0.1865(11) 0.231(2) 0.6717(9) 0.024(3) Uani 0.60 1 d PDU A 1 C12 C 0.1552(9) 0.2115(17) 0.7173(8) 0.038(4) Uani 0.60 1 d PDU A 1 C13 C 0.1167(7) 0.1843(10) 0.7741(9) 0.063(4) Uani 0.60 1 d PDU A 1 H13A H 0.1168 0.1215 0.7768 0.094 Uiso 0.60 1 calc PR A 1 H13B H 0.0750 0.2047 0.7661 0.094 Uiso 0.60 1 calc PR A 1 H13C H 0.1322 0.2081 0.8182 0.094 Uiso 0.60 1 calc PR A 1 N3X N 0.1976(18) 0.236(3) 0.6757(17) 0.033(7) Uani 0.40 1 d PDU A 2 C12X C 0.1700(13) 0.225(3) 0.7254(13) 0.037(5) Uani 0.40 1 d PDU A 2 C13X C 0.1375(8) 0.2079(11) 0.7893(11) 0.046(4) Uani 0.40 1 d PDU A 2 H13D H 0.1398 0.1465 0.8001 0.069 Uiso 0.40 1 calc PR A 2 H13E H 0.0947 0.2248 0.7838 0.069 Uiso 0.40 1 calc PR A 2 H13F H 0.1559 0.2408 0.8276 0.069 Uiso 0.40 1 calc PR A 2 Cl1 Cl 0.24033(8) 0.0325(2) 0.87333(9) 0.0904(8) Uani 1 1 d D B 1 O2 O 0.1798(6) 0.049(2) 0.8967(19) 0.0836(19) Uani 0.60 1 d PD B 1 O3 O 0.2468(14) 0.0508(14) 0.8031(7) 0.096(6) Uani 0.60 1 d PD B 1 O4 O 0.2739(5) -0.0152(7) 0.9135(8) 0.100(3) Uani 0.60 1 d PD B 1 O5 O 0.2766(7) 0.1216(9) 0.8951(9) 0.132(4) Uani 0.60 1 d PD B 1 O2X O 0.1794(9) 0.044(3) 0.895(3) 0.0836(19) Uani 0.40 1 d PD C 2 O3X O 0.257(2) 0.073(2) 0.8141(11) 0.096(6) Uani 0.40 1 d PD C 2 O4X O 0.2452(7) -0.0648(8) 0.8576(11) 0.100(3) Uani 0.40 1 d PD C 2 O5X O 0.2862(10) 0.0412(15) 0.9279(11) 0.132(4) Uani 0.40 1 d PD C 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0295(3) 0.0239(3) 0.0211(3) 0.000 0.000 0.0029(3) N1 0.0293(13) 0.0263(14) 0.0227(13) -0.0019(13) -0.0016(13) 0.0028(11) N2 0.0333(19) 0.0236(18) 0.0257(18) 0.0001(12) -0.0009(14) -0.0018(12) O1 0.0499(18) 0.0274(14) 0.0483(18) -0.0055(14) 0.0004(15) 0.0098(12) C1 0.0296(18) 0.031(2) 0.0268(18) -0.0034(16) -0.0036(14) 0.0019(15) C2 0.035(2) 0.030(2) 0.0274(19) -0.0059(16) 0.0026(16) -0.0007(16) C3 0.041(2) 0.035(2) 0.042(2) -0.0118(18) -0.0011(19) -0.0001(18) C4 0.0353(18) 0.0248(17) 0.0292(18) -0.0003(16) 0.0036(16) 0.0034(14) C5 0.066(3) 0.028(2) 0.072(4) 0.009(2) -0.008(3) 0.007(2) C6 0.0313(18) 0.0246(17) 0.0231(17) 0.0010(14) 0.0006(14) 0.0022(14) C7 0.033(2) 0.041(2) 0.0273(19) -0.0004(17) -0.0027(15) 0.0103(17) C8 0.0330(18) 0.0264(18) 0.0187(15) 0.0009(13) -0.0013(14) 0.0008(14) C9 0.0312(18) 0.0271(18) 0.0321(19) -0.0038(15) -0.0063(15) 0.0023(15) C10 0.041(2) 0.0342(19) 0.0210(17) -0.0002(15) -0.0029(15) 0.0044(17) C11 0.044(2) 0.0243(18) 0.044(2) -0.0078(17) -0.0036(19) 0.0014(17) N3 0.025(8) 0.027(5) 0.019(4) 0.001(3) 0.002(4) 0.000(5) C12 0.040(9) 0.035(8) 0.039(5) 0.001(5) 0.008(5) 0.013(6) C13 0.055(8) 0.061(9) 0.071(9) 0.024(7) 0.032(6) 0.000(6) N3X 0.027(12) 0.025(10) 0.047(10) 0.003(8) 0.005(8) 0.009(9) C12X 0.038(12) 0.030(10) 0.042(8) 0.002(7) 0.007(7) 0.011(8) C13X 0.041(9) 0.036(8) 0.062(10) 0.032(7) 0.021(7) 0.010(6) Cl1 0.0517(8) 0.168(2) 0.0516(9) 0.0108(11) 0.0070(7) 0.0307(11) O2 0.061(3) 0.112(5) 0.077(4) -0.003(4) 0.022(3) 0.022(3) O3 0.101(11) 0.079(13) 0.108(7) 0.033(8) 0.042(7) 0.009(8) O4 0.081(5) 0.057(5) 0.162(10) 0.048(6) -0.003(5) 0.007(4) O5 0.125(8) 0.104(8) 0.167(12) 0.015(8) -0.001(8) -0.022(7) O2X 0.061(3) 0.112(5) 0.077(4) -0.003(4) 0.022(3) 0.022(3) O3X 0.101(11) 0.079(13) 0.108(7) 0.033(8) 0.042(7) 0.009(8) O4X 0.081(5) 0.057(5) 0.162(10) 0.048(6) -0.003(5) 0.007(4) O5X 0.125(8) 0.104(8) 0.167(12) 0.015(8) -0.001(8) -0.022(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N3X 1.86(2) 14 yes Fe1 N3X 1.86(2) . yes Fe1 N3 1.977(14) 14 yes Fe1 N3 1.977(14) . yes Fe1 N1 1.985(3) 14 yes Fe1 N1 1.985(3) . yes Fe1 N2 2.030(4) . yes Fe1 N2 2.030(4) 14 yes N1 C1 1.338(5) . ? N1 C8 1.353(5) . ? N2 C11 1.476(5) . ? N2 C9 1.477(5) . ? N2 C10 1.487(6) . ? O1 C4 1.373(4) . ? O1 C5 1.425(7) . ? C1 C2 1.384(6) . ? C1 H1 0.9500 . ? C2 C4 1.387(6) . ? C2 C3 1.506(6) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C6 1.385(6) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C8 1.391(5) . ? C6 C7 1.504(5) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.510(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C10 1.491(8) 14 ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? N3 C12 1.147(11) . ? C12 C13 1.438(11) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? N3X C12X 1.140(15) . ? C12X C13X 1.437(15) . ? C13X H13D 0.9800 . ? C13X H13E 0.9800 . ? C13X H13F 0.9800 . ? Cl1 O4 1.297(9) . ? Cl1 O3 1.378(11) . ? Cl1 O2 1.422(9) . ? Cl1 O5 1.653(13) . ? 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 N3X Fe1 N3X 78(3) 14 . yes N3X Fe1 N3 7(2) 14 14 yes N3X Fe1 N3 85.0(8) . 14 yes N3X Fe1 N3 85.0(8) 14 . yes N3X Fe1 N3 7(2) . . yes N3 Fe1 N3 92.2(15) 14 . yes N3X Fe1 N1 87.9(15) 14 14 yes N3X Fe1 N1 92.9(16) . 14 yes N3 Fe1 N1 88.8(10) 14 14 yes N3 Fe1 N1 91.9(10) . 14 yes N3X Fe1 N1 92.9(16) 14 . yes N3X Fe1 N1 87.9(16) . . yes N3 Fe1 N1 91.9(10) 14 . yes N3 Fe1 N1 88.8(10) . . yes N1 Fe1 N1 179.0(2) 14 . yes N3X Fe1 N2 172.9(15) 14 . yes N3X Fe1 N2 98.2(14) . . yes N3 Fe1 N2 172.1(9) 14 . yes N3 Fe1 N2 91.2(8) . . yes N1 Fe1 N2 98.28(13) 14 . yes N1 Fe1 N2 81.02(13) . . yes N3X Fe1 N2 98.2(14) 14 14 yes N3X Fe1 N2 172.9(15) . 14 yes N3 Fe1 N2 91.2(8) 14 14 yes N3 Fe1 N2 172.1(9) . 14 yes N1 Fe1 N2 81.02(13) 14 14 yes N1 Fe1 N2 98.28(13) . 14 yes N2 Fe1 N2 86.4(2) . 14 yes C1 N1 C8 117.5(3) . . ? C1 N1 Fe1 127.0(3) . . ? C8 N1 Fe1 115.3(2) . . ? C11 N2 C9 107.6(3) . . ? C11 N2 C10 111.0(4) . . ? C9 N2 C10 108.2(3) . . ? C11 N2 Fe1 116.7(3) . . ? C9 N2 Fe1 107.5(3) . . ? C10 N2 Fe1 105.5(3) . . ? C4 O1 C5 113.5(4) . . ? N1 C1 C2 123.9(4) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C1 C2 C4 117.0(4) . . ? C1 C2 C3 120.4(4) . . ? C4 C2 C3 122.6(4) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O1 C4 C6 119.7(4) . . ? O1 C4 C2 118.7(4) . . ? C6 C4 C2 121.4(4) . . ? O1 C5 H5A 109.5 . . ? O1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? O1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 C8 116.8(3) . . ? C4 C6 C7 123.6(4) . . ? C8 C6 C7 119.6(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C6 123.4(3) . . ? N1 C8 C9 114.0(3) . . ? C6 C8 C9 122.5(3) . . ? N2 C9 C8 109.0(3) . . ? N2 C9 H9A 109.9 . . ? C8 C9 H9A 109.9 . . ? N2 C9 H9B 109.9 . . ? C8 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N2 C10 C10 108.4(3) . 14 ? N2 C10 H10A 110.0 . . ? C10 C10 H10A 110.0 14 . ? N2 C10 H10B 110.0 . . ? C10 C10 H10B 110.0 14 . ? H10A C10 H10B 108.4 . . ? N2 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C12 N3 Fe1 171(3) . . ? N3 C12 C13 178(3) . . ? C12X N3X Fe1 174(4) . . ? N3X C12X C13X 177(4) . . ? C12X C13X H13D 109.5 . . ? C12X C13X H13E 109.5 . . ? H13D C13X H13E 109.5 . . ? C12X C13X H13F 109.5 . . ? H13D C13X H13F 109.5 . . ? H13E C13X H13F 109.5 . . ? O4 Cl1 O3 129.5(13) . . ? O4 Cl1 O2 116.4(15) . . ? O3 Cl1 O2 111.3(12) . . ? O4 Cl1 O5 93.4(8) . . ? O3 Cl1 O5 91.2(10) . . ? O2 Cl1 O5 102.8(13) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.192 _refine_diff_density_min -1.032 _refine_diff_density_rms 0.105 ###---END _database_code_depnum_ccdc_archive 'CCDC 964530' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1c_or _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; 3(C44 H70 Fe2 N8 O6), 12(Cl O4), 4(C2 H3 N), 2(H2 O), 1.2(O) ; _chemical_formula_sum 'C140 H226 Cl12 Fe6 N28 O69.20' _chemical_formula_weight 4169.19 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 'C 1 2/c 1 ' _symmetry_space_group_name_Hall '-C 2yc ' _symmetry_int_tables_number 15 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' '-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 28.316(12) _cell_length_b 27.210(12) _cell_length_c 25.335(11) _cell_angle_alpha 90.00 _cell_angle_beta 104.156(9) _cell_angle_gamma 90.00 _cell_volume 18928(14) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 8745 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 26.02 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.463 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 8702.4 _exptl_absorpt_coefficient_mu 0.711 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.8258 _exptl_absorpt_correction_T_max 0.9586 _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 37818 _diffrn_reflns_av_R_equivalents 0.0622 _diffrn_reflns_av_sigmaI/netI 0.0833 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 26.09 _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.979 _reflns_number_total 18084 _reflns_number_gt 12749 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.622 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.22 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.22' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.1291P)^2^+65.6782P] 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_number_reflns 18084 _refine_ls_number_parameters 1233 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1049 _refine_ls_R_factor_gt 0.0792 _refine_ls_wR_factor_ref 0.2424 _refine_ls_wR_factor_gt 0.2206 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_diff_density_max 1.782 _refine_diff_density_min -1.197 _refine_diff_density_rms 0.124 _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 0.16284(3) 0.98442(2) 0.21573(3) 0.02345(18) Uani 1 1 d . . . Fe2 Fe 0.15683(3) 0.99181(3) 0.09456(3) 0.02531(18) Uani 1 1 d . . . Fe3 Fe 0.99958(2) 0.49405(2) 0.18854(2) 0.02101(17) Uani 1 1 d . . . N1 N 0.15814(16) 1.06031(14) 0.23353(16) 0.0274(9) Uani 1 1 d . . . N2 N 0.21457(15) 0.99361(14) 0.29416(16) 0.0255(9) Uani 1 1 d . . . N3 N 0.11398(16) 0.96164(15) 0.26430(16) 0.0303(9) Uani 1 1 d . . . N4 N 0.16749(15) 0.90607(14) 0.21594(16) 0.0271(9) Uani 1 1 d . . . N5 N 0.15149(16) 1.07050(15) 0.08954(17) 0.0311(9) Uani 1 1 d . . . N6 N 0.10148(16) 1.00631(16) 0.02067(17) 0.0325(10) Uani 1 1 d . . . N7 N 0.20437(16) 0.98614(16) 0.04045(17) 0.0309(9) Uani 1 1 d . . . N8 N 0.15788(16) 0.91488(15) 0.07839(16) 0.0294(9) Uani 1 1 d . . . N9 N 0.99971(15) 0.57022(14) 0.17681(15) 0.0250(8) Uani 1 1 d . . . N10 N 1.05402(16) 0.50177(14) 0.14132(17) 0.0281(9) Uani 1 1 d . . . N11 N 0.94715(16) 0.49024(14) 0.10897(15) 0.0256(9) Uani 1 1 d . . . N12 N 0.99837(15) 0.41838(14) 0.17230(16) 0.0264(9) Uani 1 1 d . . . O1 O 0.16133(17) 1.20821(13) 0.26928(16) 0.0456(10) Uani 1 1 d . . . O2 O 0.15884(15) 0.75514(13) 0.20401(18) 0.0458(10) Uani 1 1 d . . . O3 O 0.12245(19) 1.21894(15) 0.08650(18) 0.0585(12) Uani 1 1 d . . . O4 O 0.1708(2) 0.76976(16) 0.0350(3) 0.0813(19) Uani 1 1 d . . . O5 O 1.00976(16) 0.71955(13) 0.15558(19) 0.0511(11) Uani 1 1 d . . . O6 O 0.20525(12) 0.99125(12) 0.16534(13) 0.0248(7) Uani 1 1 d D . . H6 H 0.2386(12) 0.989(3) 0.161(3) 0.07(2) Uiso 1 1 d D . . O7 O 0.97865(19) 0.26933(14) 0.15054(17) 0.0548(12) Uani 1 1 d . . . O8 O 0.11408(12) 0.98601(12) 0.14504(13) 0.0250(7) Uani 1 1 d D . . H8 H 0.0791(9) 0.989(3) 0.142(3) 0.08(3) Uiso 1 1 d D . . O9 O 1.04426(12) 0.49408(11) 0.26190(12) 0.0226(7) Uani 1 1 d D . . H9 H 1.0795(9) 0.492(3) 0.266(3) 0.08(3) Uiso 1 1 d D . . C1 C 0.1205(2) 1.09025(18) 0.2096(2) 0.0315(11) Uani 1 1 d . . . H1 H 0.0939 1.0766 0.1833 0.038 Uiso 1 1 calc R . . C2 C 0.1194(2) 1.13933(18) 0.2218(2) 0.0365(12) Uani 1 1 d . . . C3 C 0.0766(2) 1.1706(2) 0.1961(2) 0.0454(14) Uani 1 1 d . . . H3A H 0.0533 1.1513 0.1692 0.068 Uiso 1 1 calc R . . H3B H 0.0875 1.1988 0.1782 0.068 Uiso 1 1 calc R . . H3C H 0.0608 1.1823 0.2242 0.068 Uiso 1 1 calc R . . C4 C 0.1606(2) 1.15830(18) 0.2596(2) 0.0368(13) Uani 1 1 d . . . C5 C 0.1489(3) 1.2227(2) 0.3197(3) 0.0540(17) Uani 1 1 d . . . H5A H 0.1140 1.2175 0.3161 0.081 Uiso 1 1 calc R . . H5B H 0.1568 1.2575 0.3270 0.081 Uiso 1 1 calc R . . H5C H 0.1676 1.2027 0.3498 0.081 Uiso 1 1 calc R . . C6 C 0.1998(2) 1.12897(18) 0.2841(2) 0.0328(11) Uani 1 1 d . . . C7 C 0.2444(2) 1.1490(2) 0.3239(2) 0.0431(14) Uani 1 1 d . . . H7A H 0.2452 1.1848 0.3207 0.065 Uiso 1 1 calc R . . H7B H 0.2737 1.1349 0.3159 0.065 Uiso 1 1 calc R . . H7C H 0.2432 1.1401 0.3611 0.065 Uiso 1 1 calc R . . C8 C 0.19660(19) 1.07947(17) 0.27036(19) 0.0293(11) Uani 1 1 d . . . C9 C 0.2359(2) 1.04346(18) 0.2952(2) 0.0316(11) Uani 1 1 d . . . H9A H 0.2614 1.0435 0.2744 0.038 Uiso 1 1 calc R . . H9B H 0.2513 1.0531 0.3332 0.038 Uiso 1 1 calc R . . C10 C 0.2550(2) 0.95746(19) 0.3072(2) 0.0337(11) Uani 1 1 d . . . H10A H 0.2739 0.9593 0.2795 0.051 Uiso 1 1 calc R . . H10B H 0.2416 0.9243 0.3076 0.051 Uiso 1 1 calc R . . H10C H 0.2763 0.9649 0.3430 0.051 Uiso 1 1 calc R . . C11 C 0.1848(2) 0.99033(19) 0.3358(2) 0.0322(11) Uani 1 1 d . . . H11A H 0.1694 1.0225 0.3387 0.039 Uiso 1 1 calc R . . H11B H 0.2064 0.9823 0.3718 0.039 Uiso 1 1 calc R . . C12 C 0.1461(2) 0.95140(19) 0.3200(2) 0.0331(12) Uani 1 1 d . . . H12A H 0.1616 0.9188 0.3201 0.040 Uiso 1 1 calc R . . H12B H 0.1260 0.9507 0.3470 0.040 Uiso 1 1 calc R . . C13 C 0.0748(2) 0.9972(2) 0.2675(2) 0.0358(12) Uani 1 1 d . . . H13A H 0.0578 1.0074 0.2307 0.054 Uiso 1 1 calc R . . H13B H 0.0892 1.0260 0.2885 0.054 Uiso 1 1 calc R . . H13C H 0.0517 0.9816 0.2853 0.054 Uiso 1 1 calc R . . C15 C 0.0910(2) 0.91516(18) 0.2399(2) 0.0316(11) Uani 1 1 d . . . H15A H 0.0651 0.9226 0.2069 0.038 Uiso 1 1 calc R . . H15B H 0.0759 0.8981 0.2662 0.038 Uiso 1 1 calc R . . C16 C 0.12868(19) 0.88247(18) 0.22531(19) 0.0291(11) Uani 1 1 d . . . C17 C 0.1238(2) 0.83164(18) 0.2225(2) 0.0333(11) Uani 1 1 d . . . C18 C 0.0793(2) 0.80628(19) 0.2312(3) 0.0408(13) Uani 1 1 d . . . H18A H 0.0804 0.8059 0.2702 0.061 Uiso 1 1 calc R . . H18B H 0.0783 0.7724 0.2178 0.061 Uiso 1 1 calc R . . H18C H 0.0501 0.8239 0.2115 0.061 Uiso 1 1 calc R . . C19 C 0.1619(2) 0.80552(18) 0.2092(2) 0.0350(12) Uani 1 1 d . . . C20 C 0.1786(3) 0.7296(2) 0.2548(3) 0.0605(19) Uani 1 1 d . . . H20A H 0.2132 0.7374 0.2680 0.091 Uiso 1 1 calc R . . H20B H 0.1746 0.6941 0.2489 0.091 Uiso 1 1 calc R . . H20C H 0.1611 0.7400 0.2819 0.091 Uiso 1 1 calc R . . C21 C 0.2026(2) 0.82922(18) 0.1995(2) 0.0338(11) Uani 1 1 d . . . C22 C 0.2440(2) 0.80066(19) 0.1861(2) 0.0401(13) Uani 1 1 d . . . H22A H 0.2660 0.8234 0.1739 0.060 Uiso 1 1 calc R . . H22B H 0.2308 0.7770 0.1571 0.060 Uiso 1 1 calc R . . H22C H 0.2620 0.7831 0.2186 0.060 Uiso 1 1 calc R . . C23 C 0.20340(19) 0.87957(18) 0.20301(19) 0.0291(11) Uani 1 1 d . . . H23 H 0.2305 0.8966 0.1960 0.035 Uiso 1 1 calc R . . C24 C 0.1848(2) 1.10290(19) 0.1168(2) 0.0331(11) Uani 1 1 d . . . H24 H 0.2149 1.0905 0.1378 0.040 Uiso 1 1 calc R . . C25 C 0.1774(2) 1.1530(2) 0.1156(2) 0.0426(14) Uani 1 1 d . . . C26 C 0.2166(3) 1.1878(2) 0.1454(3) 0.0568(17) Uani 1 1 d . . . H26A H 0.2458 1.1690 0.1628 0.085 Uiso 1 1 calc R . . H26B H 0.2049 1.2057 0.1732 0.085 Uiso 1 1 calc R . . H26C H 0.2246 1.2112 0.1195 0.085 Uiso 1 1 calc R . . C27 C 0.1312(2) 1.1696(2) 0.0866(2) 0.0432(14) Uani 1 1 d . . . C28 C 0.1232(5) 1.2436(3) 0.0356(4) 0.116(4) Uani 1 1 d . . . H28A H 0.1544 1.2371 0.0265 0.173 Uiso 1 1 calc R . . H28B H 0.1193 1.2791 0.0396 0.173 Uiso 1 1 calc R . . H28C H 0.0965 1.2311 0.0064 0.173 Uiso 1 1 calc R . . C29 C 0.0949(2) 1.1369(2) 0.0605(2) 0.0402(13) Uani 1 1 d . . . C30 C 0.0430(2) 1.1536(3) 0.0342(2) 0.0533(17) Uani 1 1 d . . . H30A H 0.0356 1.1470 -0.0050 0.080 Uiso 1 1 calc R . . H30B H 0.0401 1.1889 0.0402 0.080 Uiso 1 1 calc R . . H30C H 0.0201 1.1356 0.0504 0.080 Uiso 1 1 calc R . . C31 C 0.1075(2) 1.08801(19) 0.0616(2) 0.0325(11) Uani 1 1 d . . . C32 C 0.0739(2) 1.0501(2) 0.0307(2) 0.0371(12) Uani 1 1 d . . . H32A H 0.0501 1.0404 0.0516 0.045 Uiso 1 1 calc R . . H32B H 0.0557 1.0640 -0.0045 0.045 Uiso 1 1 calc R . . C33 C 0.0657(2) 0.9663(2) 0.0006(2) 0.0378(12) Uani 1 1 d . . . H33A H 0.0483 0.9584 0.0286 0.057 Uiso 1 1 calc R . . H33B H 0.0829 0.9370 -0.0073 0.057 Uiso 1 1 calc R . . H33C H 0.0423 0.9771 -0.0326 0.057 Uiso 1 1 calc R . . C34 C 0.1288(2) 1.0188(2) -0.0212(2) 0.0339(12) Uani 1 1 d . . . H34A H 0.1401 1.0533 -0.0165 0.041 Uiso 1 1 calc R . . H34B H 0.1070 1.0153 -0.0581 0.041 Uiso 1 1 calc R . . C35 C 0.1719(2) 0.9853(2) -0.0156(2) 0.0377(13) Uani 1 1 d . . . H35A H 0.1602 0.9513 -0.0247 0.045 Uiso 1 1 calc R . . H35B H 0.1908 0.9953 -0.0419 0.045 Uiso 1 1 calc R . . C36 C 0.2412(2) 1.0261(2) 0.0448(2) 0.0397(13) Uani 1 1 d . . . H36A H 0.2615 1.0197 0.0193 0.060 Uiso 1 1 calc R . . H36B H 0.2618 1.0271 0.0820 0.060 Uiso 1 1 calc R . . H36C H 0.2246 1.0577 0.0360 0.060 Uiso 1 1 calc R . . C37 C 0.23116(19) 0.9383(2) 0.0524(2) 0.0354(12) Uani 1 1 d . . . H37A H 0.2462 0.9297 0.0223 0.043 Uiso 1 1 calc R . . H37B H 0.2573 0.9412 0.0863 0.043 Uiso 1 1 calc R . . C38 C 0.1959(2) 0.8992(2) 0.0588(2) 0.0339(12) Uani 1 1 d . . . C39 C 0.2016(2) 0.8503(2) 0.0457(2) 0.0434(14) Uani 1 1 d . . . C40 C 0.2442(3) 0.8328(2) 0.0250(3) 0.061(2) Uani 1 1 d . . . H40A H 0.2338 0.8279 -0.0144 0.091 Uiso 1 1 calc R . . H40B H 0.2564 0.8018 0.0428 0.091 Uiso 1 1 calc R . . H40C H 0.2702 0.8575 0.0332 0.091 Uiso 1 1 calc R . . C41 C 0.1653(2) 0.8169(2) 0.0517(3) 0.0463(15) Uani 1 1 d . . . C42 C 0.1586(4) 0.7264(3) 0.0585(4) 0.095(3) Uani 1 1 d . . . H42A H 0.1818 0.7005 0.0554 0.142 Uiso 1 1 calc R . . H42B H 0.1256 0.7162 0.0395 0.142 Uiso 1 1 calc R . . H42C H 0.1599 0.7323 0.0970 0.142 Uiso 1 1 calc R . . C43 C 0.1255(2) 0.83283(19) 0.0707(2) 0.0365(12) Uani 1 1 d . . . C44 C 0.0831(2) 0.8003(2) 0.0748(3) 0.0506(16) Uani 1 1 d . . . H44A H 0.0697 0.7843 0.0397 0.076 Uiso 1 1 calc R . . H44B H 0.0577 0.8203 0.0846 0.076 Uiso 1 1 calc R . . H44C H 0.0943 0.7752 0.1028 0.076 Uiso 1 1 calc R . . C45 C 0.12413(19) 0.88207(19) 0.0840(2) 0.0308(11) Uani 1 1 d . . . H45 H 0.0978 0.8932 0.0979 0.037 Uiso 1 1 calc R . . C46 C 0.96684(19) 0.60113(17) 0.19026(19) 0.0272(10) Uani 1 1 d . . . H46 H 0.9422 0.5877 0.2055 0.033 Uiso 1 1 calc R . . C47 C 0.9678(2) 0.65130(18) 0.1826(2) 0.0310(11) Uani 1 1 d . . . C48 C 0.9307(2) 0.6830(2) 0.2000(2) 0.0428(14) Uani 1 1 d . . . H48A H 0.9468 0.7121 0.2189 0.064 Uiso 1 1 calc R . . H48B H 0.9155 0.6643 0.2245 0.064 Uiso 1 1 calc R . . H48C H 0.9057 0.6932 0.1678 0.064 Uiso 1 1 calc R . . C49 C 1.0054(2) 0.66959(17) 0.1621(2) 0.0342(12) Uani 1 1 d . . . C50 C 0.9748(3) 0.74200(19) 0.1125(3) 0.0484(15) Uani 1 1 d . . . H50A H 0.9424 0.7292 0.1120 0.073 Uiso 1 1 calc R . . H50B H 0.9827 0.7347 0.0778 0.073 Uiso 1 1 calc R . . H50C H 0.9753 0.7777 0.1181 0.073 Uiso 1 1 calc R . . C51 C 1.0410(2) 0.63946(17) 0.1500(2) 0.0314(11) Uani 1 1 d . . . C52 C 1.0829(2) 0.6596(2) 0.1294(3) 0.0425(14) Uani 1 1 d . . . H52A H 1.0737 0.6606 0.0896 0.064 Uiso 1 1 calc R . . H52B H 1.1114 0.6384 0.1417 0.064 Uiso 1 1 calc R . . H52C H 1.0907 0.6929 0.1437 0.064 Uiso 1 1 calc R . . C53 C 1.03565(18) 0.58926(16) 0.15663(18) 0.0250(10) Uani 1 1 d . . . C54 C 1.07129(19) 0.55321(17) 0.1433(2) 0.0293(11) Uani 1 1 d . . . H54A H 1.0774 0.5619 0.1076 0.035 Uiso 1 1 calc R . . H54B H 1.1026 0.5559 0.1711 0.035 Uiso 1 1 calc R . . C55 C 1.0985(2) 0.46998(19) 0.1575(2) 0.0371(12) Uani 1 1 d . . . H55A H 1.0888 0.4353 0.1551 0.056 Uiso 1 1 calc R . . H55B H 1.1160 0.4776 0.1950 0.056 Uiso 1 1 calc R . . H55C H 1.1199 0.4762 0.1331 0.056 Uiso 1 1 calc R . . C56 C 1.0270(2) 0.4880(2) 0.0848(2) 0.0374(13) Uani 1 1 d . . . H56A H 1.0449 0.5007 0.0586 0.045 Uiso 1 1 calc R . . H56B H 1.0256 0.4518 0.0815 0.045 Uiso 1 1 calc R . . C57 C 0.9765(2) 0.50815(19) 0.0706(2) 0.0360(13) Uani 1 1 d . . . H57A H 0.9601 0.4982 0.0330 0.043 Uiso 1 1 calc R . . H57B H 0.9780 0.5445 0.0718 0.043 Uiso 1 1 calc R . . C58 C 0.9026(2) 0.52103(19) 0.1010(2) 0.0344(12) Uani 1 1 d . . . H58A H 0.8818 0.5152 0.0645 0.052 Uiso 1 1 calc R . . H58B H 0.9119 0.5558 0.1048 0.052 Uiso 1 1 calc R . . H58C H 0.8849 0.5124 0.1284 0.052 Uiso 1 1 calc R . . C59 C 0.93059(19) 0.43832(17) 0.0955(2) 0.0299(11) Uani 1 1 d . . . H59A H 0.9300 0.4316 0.0570 0.036 Uiso 1 1 calc R . . H59B H 0.8970 0.4346 0.0999 0.036 Uiso 1 1 calc R . . C60 C 0.96296(19) 0.40131(17) 0.1311(2) 0.0290(11) Uani 1 1 d . . . C61 C 0.9541(2) 0.35112(19) 0.1210(2) 0.0366(12) Uani 1 1 d . . . C62 C 0.9115(2) 0.3340(2) 0.0772(3) 0.0466(15) Uani 1 1 d . . . H62A H 0.9195 0.3364 0.0418 0.070 Uiso 1 1 calc R . . H62B H 0.8832 0.3548 0.0772 0.070 Uiso 1 1 calc R . . H62C H 0.9040 0.2998 0.0841 0.070 Uiso 1 1 calc R . . C63 C 0.9864(2) 0.31890(19) 0.1547(2) 0.0429(14) Uani 1 1 d . . . C64 C 0.9905(3) 0.2469(2) 0.1055(3) 0.0585(18) Uani 1 1 d . . . H64A H 0.9772 0.2665 0.0728 0.088 Uiso 1 1 calc R . . H64B H 0.9765 0.2138 0.1006 0.088 Uiso 1 1 calc R . . H64C H 1.0260 0.2448 0.1117 0.088 Uiso 1 1 calc R . . C65 C 1.0252(2) 0.33610(18) 0.1969(2) 0.0381(13) Uani 1 1 d . . . C66 C 1.0598(3) 0.3016(2) 0.2327(3) 0.0514(16) Uani 1 1 d . . . H66A H 1.0793 0.2847 0.2112 0.077 Uiso 1 1 calc R . . H66B H 1.0414 0.2774 0.2482 0.077 Uiso 1 1 calc R . . H66C H 1.0813 0.3202 0.2621 0.077 Uiso 1 1 calc R . . C67 C 1.0293(2) 0.38659(17) 0.2040(2) 0.0322(11) Uani 1 1 d . . . H67 H 1.0548 0.3992 0.2323 0.039 Uiso 1 1 calc R . . N13 N 0.2014(3) 0.8971(3) 0.4361(3) 0.093(2) Uani 1 1 d . . . C68 C 0.1732(4) 0.8072(3) 0.4099(5) 0.112(4) Uani 1 1 d . . . H68A H 0.1943 0.7931 0.3884 0.169 Uiso 1 1 calc R . . H68B H 0.1394 0.8075 0.3881 0.169 Uiso 1 1 calc R . . H68C H 0.1754 0.7872 0.4427 0.169 Uiso 1 1 calc R . . C69 C 0.1885(4) 0.8565(3) 0.4255(3) 0.075(2) Uani 1 1 d . . . N14 N 0.2556(4) 0.8264(3) 0.3360(4) 0.093(2) Uani 1 1 d . . . C70 C 0.3496(4) 0.8279(5) 0.3533(5) 0.135(5) Uani 1 1 d . . . H70A H 0.3605 0.7960 0.3427 0.202 Uiso 1 1 calc R . . H70B H 0.3645 0.8339 0.3919 0.202 Uiso 1 1 calc R . . H70C H 0.3593 0.8539 0.3314 0.202 Uiso 1 1 calc R . . C71 C 0.2970(4) 0.8275(3) 0.3443(3) 0.074(2) Uani 1 1 d . . . Cl1 Cl 0.02341(6) 0.36115(5) 0.00436(6) 0.0437(4) Uani 1 1 d . . . O10 O 0.0521(2) 0.36445(18) 0.05961(19) 0.0695(15) Uani 1 1 d . . . O11 O -0.01225(17) 0.39962(14) -0.00547(17) 0.0477(10) Uani 1 1 d . . . O12 O 0.05357(19) 0.36645(17) -0.0336(2) 0.0609(13) Uani 1 1 d . . . O13 O -0.0007(2) 0.31449(15) -0.00421(19) 0.0626(13) Uani 1 1 d . . . Cl2 Cl 0.33645(5) 0.90638(5) 0.19163(6) 0.0421(3) Uani 1 1 d . . . O14 O 0.3341(4) 0.8813(4) 0.2380(4) 0.055(3) Uiso 0.60 1 d P A 1 O15 O 0.3824(4) 0.9284(4) 0.1927(5) 0.041(3) Uiso 0.60 1 d P A 1 O16 O 0.2981(3) 0.9469(3) 0.1818(3) 0.0487(18) Uiso 0.60 1 d P A 1 O17 O 0.3224(3) 0.8768(3) 0.1441(3) 0.0466(17) Uiso 0.60 1 d P A 1 O14X O 0.3366(6) 0.8917(6) 0.2485(6) 0.050(4) Uiso 0.40 1 d P A 2 O15X O 0.3788(6) 0.9363(6) 0.1971(7) 0.041(5) Uiso 0.40 1 d P A 2 O16X O 0.2932(6) 0.9236(7) 0.1650(7) 0.086(5) Uiso 0.40 1 d P A 2 O17X O 0.3449(6) 0.8593(6) 0.1652(7) 0.085(4) Uiso 0.40 1 d P A 2 Cl3 Cl 0.07142(9) 0.89344(8) 0.87492(9) 0.0343(5) Uiso 0.60 1 d P B 1 O18 O 0.1044(5) 0.8632(5) 0.9215(6) 0.090(4) Uiso 0.60 1 d P B 1 O19 O 0.0905(4) 0.9417(4) 0.8798(4) 0.045(3) Uiso 0.60 1 d P B 1 O20 O 0.0245(3) 0.8976(3) 0.8821(3) 0.0457(16) Uiso 0.60 1 d P B 1 O21 O 0.0686(4) 0.8747(4) 0.8202(5) 0.078(3) Uiso 0.60 1 d P B 1 Cl3X Cl 0.0988(3) 0.8880(2) 0.8857(3) 0.0828(16) Uiso 0.40 1 d P C 2 O18X O 0.0877(7) 0.8660(7) 0.9278(8) 0.082(6) Uiso 0.40 1 d P C 2 O19X O 0.0790(5) 0.8622(5) 0.8367(6) 0.058(4) Uiso 0.40 1 d P C 2 O20X O 0.1567(12) 0.8765(11) 0.8954(13) 0.190(11) Uiso 0.40 1 d P C 2 O21X O 0.1033(6) 0.9361(6) 0.8827(6) 0.049(4) Uiso 0.40 1 d P C 2 Cl4 Cl 0.17242(5) 0.42061(5) 0.79627(6) 0.0393(3) Uani 1 1 d . . . O22 O 0.2162(3) 0.4448(3) 0.8100(4) 0.047(2) Uani 0.60 1 d P D 1 O23 O 0.1654(11) 0.3998(7) 0.8459(10) 0.067(5) Uani 0.60 1 d P D 1 O24 O 0.1322(7) 0.4538(6) 0.7795(8) 0.055(4) Uani 0.60 1 d P D 1 O25 O 0.1711(4) 0.3897(3) 0.7478(4) 0.064(3) Uani 0.60 1 d P D 1 O22X O 0.2021(6) 0.4686(7) 0.8124(8) 0.076(5) Uani 0.40 1 d P D 2 O23X O 0.1687(15) 0.3834(10) 0.8365(16) 0.076(8) Uani 0.40 1 d P D 2 O24X O 0.1291(9) 0.4364(9) 0.7667(10) 0.064(7) Uani 0.40 1 d P D 2 O25X O 0.2034(8) 0.3928(5) 0.7750(8) 0.088(6) Uani 0.40 1 d P D 2 Cl5 Cl 0.32535(6) 0.05042(6) 0.44985(5) 0.0441(4) Uani 1 1 d . . . O26 O 0.32948(19) 0.0773(3) 0.4986(2) 0.0859(19) Uani 1 1 d . . . O27 O 0.3660(3) 0.0162(2) 0.4622(2) 0.094(2) Uani 1 1 d . . . O28 O 0.2793(2) 0.0267(3) 0.4356(2) 0.111(3) Uani 1 1 d . . . O29 O 0.3315(2) 0.0780(3) 0.4047(2) 0.0848(19) Uani 1 1 d . . . Cl6 Cl 0.03418(5) 0.11101(5) 0.87818(5) 0.0407(3) Uani 1 1 d . . . O30 O 0.07203(18) 0.13194(18) 0.9190(2) 0.0635(13) Uani 1 1 d . . . O31 O 0.0301(3) 0.1370(2) 0.8285(2) 0.091(2) Uani 1 1 d . . . O32 O -0.00997(18) 0.11184(19) 0.8947(2) 0.0663(14) Uani 1 1 d . . . O33 O 0.04732(17) 0.06064(15) 0.8702(2) 0.0540(12) Uani 1 1 d . . . O34 O 0.02062(16) 0.01234(18) 0.12872(18) 0.0496(11) Uani 1 1 d D . . H34X H 0.011(3) 0.0447(14) 0.140(3) 0.074 Uiso 1 1 d D . . H34Y H -0.006(2) -0.012(2) 0.122(3) 0.074 Uiso 1 1 d D . . O35 O 0.9992(7) 0.9187(7) 0.7899(8) 0.040(5) Uani 0.20 1 d P . . O37 O 0.3257(4) 1.1175(5) 0.0125(7) 0.088(5) Uani 0.40 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 0.0295(4) 0.0201(3) 0.0217(3) 0.0021(2) 0.0080(3) -0.0024(3) Fe2 0.0253(4) 0.0301(4) 0.0217(3) 0.0044(3) 0.0080(3) -0.0003(3) Fe3 0.0274(4) 0.0169(3) 0.0197(3) -0.0002(2) 0.0076(3) 0.0017(2) N1 0.039(2) 0.0176(19) 0.027(2) 0.0026(15) 0.0114(18) -0.0009(17) N2 0.030(2) 0.025(2) 0.0219(19) 0.0021(15) 0.0064(17) -0.0006(16) N3 0.037(3) 0.028(2) 0.027(2) 0.0017(16) 0.0111(18) -0.0032(18) N4 0.033(2) 0.021(2) 0.028(2) 0.0031(16) 0.0086(17) -0.0019(17) N5 0.031(2) 0.030(2) 0.033(2) 0.0109(17) 0.0090(18) 0.0016(18) N6 0.032(3) 0.041(3) 0.025(2) 0.0044(18) 0.0090(18) 0.0010(19) N7 0.028(2) 0.039(2) 0.027(2) 0.0081(17) 0.0107(18) 0.0002(18) N8 0.033(2) 0.034(2) 0.024(2) 0.0007(17) 0.0107(17) 0.0017(18) N9 0.033(2) 0.0191(19) 0.0243(19) 0.0005(15) 0.0091(17) 0.0001(16) N10 0.036(3) 0.023(2) 0.029(2) -0.0038(16) 0.0127(19) 0.0006(17) N11 0.034(2) 0.022(2) 0.0208(19) 0.0000(15) 0.0058(17) 0.0004(17) N12 0.033(2) 0.0197(19) 0.027(2) 0.0001(15) 0.0090(17) 0.0028(16) O1 0.069(3) 0.0210(19) 0.047(2) -0.0034(16) 0.014(2) -0.0009(18) O2 0.054(3) 0.0210(19) 0.062(3) 0.0033(17) 0.014(2) -0.0026(17) O3 0.090(4) 0.032(2) 0.052(3) 0.0079(19) 0.017(2) 0.015(2) O4 0.109(5) 0.031(2) 0.134(5) 0.013(3) 0.087(4) 0.016(3) O5 0.058(3) 0.0159(18) 0.074(3) 0.0043(18) 0.005(2) -0.0038(17) O6 0.0244(19) 0.0277(17) 0.0227(16) 0.0051(13) 0.0065(14) 0.0005(13) O7 0.095(4) 0.022(2) 0.048(2) -0.0063(17) 0.019(2) 0.000(2) O8 0.0259(19) 0.0260(17) 0.0255(17) 0.0003(13) 0.0110(14) -0.0029(14) O9 0.0257(19) 0.0223(16) 0.0208(16) -0.0010(12) 0.0078(14) 0.0006(13) C1 0.043(3) 0.024(2) 0.028(2) -0.0010(19) 0.009(2) -0.003(2) C2 0.051(4) 0.025(3) 0.037(3) 0.004(2) 0.016(3) 0.004(2) C3 0.060(4) 0.027(3) 0.048(3) -0.001(2) 0.010(3) 0.006(3) C4 0.057(4) 0.021(3) 0.036(3) -0.003(2) 0.018(3) -0.006(2) C5 0.080(5) 0.033(3) 0.054(4) -0.010(3) 0.026(4) 0.002(3) C6 0.046(3) 0.025(3) 0.028(3) -0.002(2) 0.010(2) -0.006(2) C7 0.051(4) 0.029(3) 0.047(3) -0.008(2) 0.009(3) -0.008(2) C8 0.040(3) 0.024(2) 0.027(2) 0.0020(19) 0.015(2) -0.003(2) C9 0.038(3) 0.028(3) 0.029(3) 0.002(2) 0.007(2) -0.002(2) C10 0.039(3) 0.032(3) 0.028(3) 0.001(2) 0.005(2) 0.001(2) C11 0.047(3) 0.032(3) 0.022(2) 0.0005(19) 0.015(2) -0.002(2) C12 0.040(3) 0.031(3) 0.030(3) 0.006(2) 0.014(2) -0.002(2) C13 0.033(3) 0.039(3) 0.037(3) -0.002(2) 0.011(2) 0.001(2) C15 0.038(3) 0.027(3) 0.032(3) 0.003(2) 0.013(2) -0.006(2) C16 0.035(3) 0.027(3) 0.025(2) 0.0009(19) 0.008(2) -0.006(2) C17 0.041(3) 0.023(2) 0.036(3) 0.004(2) 0.010(2) -0.008(2) C18 0.044(3) 0.023(3) 0.055(4) 0.004(2) 0.013(3) -0.006(2) C19 0.041(3) 0.023(3) 0.038(3) 0.002(2) 0.005(2) -0.005(2) C20 0.077(5) 0.029(3) 0.076(5) 0.018(3) 0.019(4) 0.000(3) C21 0.040(3) 0.024(3) 0.037(3) 0.005(2) 0.008(2) 0.000(2) C22 0.049(4) 0.020(3) 0.053(3) 0.000(2) 0.015(3) -0.001(2) C23 0.031(3) 0.027(3) 0.027(2) 0.0016(19) 0.003(2) -0.004(2) C24 0.034(3) 0.029(3) 0.037(3) 0.006(2) 0.008(2) -0.001(2) C25 0.057(4) 0.032(3) 0.042(3) 0.005(2) 0.019(3) -0.001(3) C26 0.062(4) 0.036(3) 0.072(5) 0.005(3) 0.016(4) -0.010(3) C27 0.065(4) 0.033(3) 0.034(3) 0.012(2) 0.017(3) 0.012(3) C28 0.234(14) 0.047(5) 0.074(6) 0.028(4) 0.055(7) 0.041(7) C29 0.050(4) 0.045(3) 0.028(3) 0.008(2) 0.015(3) 0.018(3) C30 0.060(4) 0.060(4) 0.038(3) -0.007(3) 0.007(3) 0.029(3) C31 0.036(3) 0.038(3) 0.026(2) 0.007(2) 0.012(2) 0.005(2) C32 0.038(3) 0.045(3) 0.031(3) 0.008(2) 0.014(2) 0.008(2) C33 0.036(3) 0.045(3) 0.031(3) 0.000(2) 0.006(2) -0.003(2) C34 0.040(3) 0.041(3) 0.024(2) 0.009(2) 0.013(2) -0.001(2) C35 0.043(3) 0.051(3) 0.025(3) 0.007(2) 0.020(2) 0.004(3) C36 0.038(3) 0.045(3) 0.040(3) 0.003(2) 0.017(3) -0.010(3) C37 0.028(3) 0.044(3) 0.037(3) 0.005(2) 0.013(2) 0.005(2) C38 0.033(3) 0.040(3) 0.032(3) 0.009(2) 0.013(2) 0.008(2) C39 0.052(4) 0.042(3) 0.041(3) 0.007(2) 0.022(3) 0.013(3) C40 0.068(5) 0.043(4) 0.089(5) 0.010(3) 0.054(4) 0.014(3) C41 0.062(4) 0.032(3) 0.051(4) 0.004(2) 0.025(3) 0.006(3) C42 0.161(10) 0.038(4) 0.095(7) -0.005(4) 0.048(7) 0.007(5) C43 0.043(3) 0.031(3) 0.040(3) 0.002(2) 0.019(3) 0.001(2) C44 0.059(4) 0.029(3) 0.073(4) -0.001(3) 0.033(4) -0.001(3) C45 0.031(3) 0.035(3) 0.028(2) 0.002(2) 0.011(2) 0.000(2) C46 0.034(3) 0.022(2) 0.027(2) 0.0003(18) 0.010(2) 0.004(2) C47 0.038(3) 0.025(2) 0.027(2) -0.0045(19) 0.001(2) 0.006(2) C48 0.058(4) 0.029(3) 0.044(3) 0.000(2) 0.017(3) 0.012(3) C49 0.048(3) 0.015(2) 0.038(3) 0.0017(19) 0.006(2) 0.000(2) C50 0.071(4) 0.018(3) 0.057(4) 0.005(2) 0.018(3) 0.001(3) C51 0.039(3) 0.020(2) 0.035(3) 0.0021(19) 0.007(2) -0.003(2) C52 0.045(4) 0.028(3) 0.057(4) 0.004(2) 0.016(3) -0.011(2) C53 0.030(3) 0.022(2) 0.023(2) 0.0000(18) 0.0062(19) 0.0009(19) C54 0.034(3) 0.023(2) 0.034(3) -0.0018(19) 0.015(2) -0.004(2) C55 0.040(3) 0.031(3) 0.046(3) 0.000(2) 0.021(3) 0.007(2) C56 0.056(4) 0.035(3) 0.027(3) -0.010(2) 0.022(3) -0.011(3) C57 0.056(4) 0.031(3) 0.021(2) 0.0019(19) 0.008(2) -0.009(2) C58 0.042(3) 0.027(3) 0.031(3) -0.002(2) 0.000(2) 0.007(2) C59 0.037(3) 0.021(2) 0.031(3) -0.0015(19) 0.005(2) -0.004(2) C60 0.037(3) 0.022(2) 0.029(2) -0.0009(19) 0.010(2) 0.000(2) C61 0.050(3) 0.026(3) 0.033(3) -0.003(2) 0.008(2) -0.004(2) C62 0.054(4) 0.027(3) 0.056(4) -0.005(2) 0.009(3) -0.004(3) C63 0.062(4) 0.023(3) 0.044(3) -0.002(2) 0.012(3) 0.001(3) C64 0.094(6) 0.035(3) 0.048(4) 0.000(3) 0.020(4) 0.015(3) C65 0.058(4) 0.019(2) 0.037(3) 0.000(2) 0.011(3) 0.007(2) C66 0.072(5) 0.024(3) 0.053(4) -0.001(2) 0.006(3) 0.014(3) C67 0.041(3) 0.021(2) 0.035(3) -0.002(2) 0.007(2) 0.003(2) N13 0.129(7) 0.065(5) 0.077(5) -0.019(4) 0.008(5) 0.019(5) C68 0.123(9) 0.068(6) 0.171(12) -0.014(7) 0.083(9) -0.002(6) C69 0.094(7) 0.070(6) 0.063(5) -0.006(4) 0.022(5) 0.018(5) N14 0.120(7) 0.075(5) 0.092(6) 0.002(4) 0.040(6) -0.005(5) C70 0.108(9) 0.144(11) 0.142(11) 0.087(9) 0.013(8) -0.012(8) C71 0.103(7) 0.057(5) 0.062(5) 0.007(4) 0.017(5) -0.010(5) Cl1 0.0648(10) 0.0312(7) 0.0367(7) -0.0012(5) 0.0153(7) 0.0088(6) O10 0.096(4) 0.061(3) 0.043(3) -0.003(2) 0.000(3) 0.026(3) O11 0.065(3) 0.032(2) 0.049(2) 0.0012(17) 0.019(2) 0.0094(19) O12 0.075(3) 0.050(3) 0.064(3) -0.009(2) 0.030(3) 0.005(2) O13 0.098(4) 0.031(2) 0.064(3) -0.002(2) 0.030(3) -0.002(2) Cl2 0.0407(8) 0.0459(8) 0.0404(7) -0.0023(6) 0.0115(6) -0.0144(6) Cl4 0.0411(8) 0.0350(7) 0.0460(8) 0.0088(5) 0.0191(6) 0.0051(6) O22 0.036(5) 0.041(5) 0.062(5) 0.010(4) 0.006(4) 0.001(4) O23 0.099(9) 0.057(11) 0.058(7) 0.029(7) 0.047(6) 0.034(9) O24 0.052(9) 0.058(7) 0.056(9) -0.005(5) 0.015(7) 0.018(6) O25 0.088(8) 0.037(4) 0.059(6) -0.019(4) 0.005(5) 0.011(5) O22X 0.038(9) 0.081(13) 0.115(13) -0.030(11) 0.025(8) -0.022(8) O23X 0.083(13) 0.059(17) 0.10(2) 0.049(15) 0.053(13) 0.020(14) O24X 0.021(8) 0.12(2) 0.046(12) 0.028(12) -0.003(7) -0.013(13) O25X 0.132(16) 0.052(8) 0.109(14) 0.014(9) 0.087(13) 0.017(10) Cl5 0.0500(9) 0.0559(9) 0.0295(7) -0.0025(6) 0.0155(6) -0.0017(7) O26 0.059(3) 0.133(5) 0.066(3) -0.051(3) 0.016(3) -0.005(3) O27 0.135(6) 0.089(4) 0.068(4) 0.014(3) 0.044(4) 0.049(4) O28 0.105(5) 0.186(7) 0.048(3) -0.028(4) 0.032(3) -0.095(5) O29 0.067(4) 0.123(5) 0.070(4) 0.044(3) 0.027(3) 0.000(3) Cl6 0.0508(9) 0.0417(7) 0.0326(7) 0.0001(5) 0.0160(6) 0.0156(6) O30 0.057(3) 0.061(3) 0.074(3) -0.010(2) 0.021(3) -0.010(2) O31 0.140(6) 0.094(4) 0.046(3) 0.030(3) 0.038(3) 0.054(4) O32 0.053(3) 0.075(3) 0.081(3) -0.029(3) 0.034(3) 0.001(2) O33 0.055(3) 0.039(2) 0.075(3) -0.002(2) 0.031(2) 0.015(2) O34 0.034(2) 0.069(3) 0.048(2) 0.015(2) 0.014(2) 0.010(2) O35 0.034(11) 0.027(9) 0.060(12) -0.020(9) 0.013(9) 0.004(8) O37 0.039(7) 0.083(10) 0.129(13) 0.060(9) -0.007(7) -0.016(6) _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 O6 1.964(3) . ? Fe1 O8 1.976(3) . ? Fe1 N1 2.125(4) . ? Fe1 N4 2.136(4) . ? Fe1 N3 2.155(4) . ? Fe1 N2 2.176(4) . ? Fe2 O8 1.970(3) . ? Fe2 O6 1.973(3) . ? Fe2 N8 2.135(4) . ? Fe2 N5 2.148(4) . ? Fe2 N7 2.149(4) . ? Fe2 N6 2.164(4) . ? Fe3 O9 1.970(3) 2_755 ? Fe3 O9 1.976(3) . ? Fe3 N9 2.094(4) . ? Fe3 N12 2.098(4) . ? Fe3 N10 2.180(4) . ? Fe3 N11 2.194(4) . ? N1 C8 1.353(7) . ? N1 C1 1.360(7) . ? N2 C9 1.483(6) . ? N2 C10 1.484(6) . ? N2 C11 1.505(6) . ? N3 C15 1.486(6) . ? N3 C13 1.489(7) . ? N3 C12 1.506(7) . ? N4 C16 1.343(6) . ? N4 C23 1.351(6) . ? N5 C24 1.351(7) . ? N5 C31 1.361(7) . ? N6 C32 1.480(7) . ? N6 C33 1.490(7) . ? N6 C34 1.498(6) . ? N7 C35 1.492(7) . ? N7 C36 1.493(7) . ? N7 C37 1.500(7) . ? N8 C45 1.341(6) . ? N8 C38 1.360(6) . ? N9 C53 1.349(6) . ? N9 C46 1.358(6) . ? N10 C54 1.479(6) . ? N10 C56 1.497(7) . ? N10 C55 1.501(7) . ? N11 C58 1.485(6) . ? N11 C59 1.501(6) . ? N11 C57 1.506(6) . ? N12 C60 1.341(7) . ? N12 C67 1.348(6) . ? O1 C4 1.379(6) . ? O1 C5 1.459(7) . ? O2 C19 1.378(6) . ? O2 C20 1.449(8) . ? O3 C27 1.365(7) . ? O3 C28 1.459(9) . ? O4 C41 1.370(7) . ? O4 C42 1.401(9) . ? O5 C49 1.378(6) . ? O5 C50 1.419(7) . ? O6 H6 0.98(2) . ? O7 C63 1.367(6) . ? O7 C64 1.404(7) . ? O8 H8 0.98(2) . ? O9 Fe3 1.970(3) 2_755 ? O9 H9 0.98(2) . ? C1 C2 1.373(7) . ? C1 H1 0.9500 . ? C2 C4 1.413(8) . ? C2 C3 1.494(8) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C6 1.385(8) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C8 1.389(7) . ? C6 C7 1.513(8) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.501(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.508(7) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 C16 1.503(7) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.390(7) . ? C17 C19 1.397(8) . ? C17 C18 1.501(7) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C21 1.396(7) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C23 1.372(7) . ? C21 C22 1.512(8) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23 0.9500 . ? C24 C25 1.380(8) . ? C24 H24 0.9500 . ? C25 C27 1.409(9) . ? C25 C26 1.511(9) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C29 1.399(9) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C31 1.375(8) . ? C29 C30 1.526(8) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.488(8) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C35 1.501(8) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.494(7) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.391(8) . ? C39 C41 1.408(9) . ? C39 C40 1.504(8) . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 C43 1.399(8) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C45 1.384(7) . ? C43 C44 1.516(8) . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45 0.9500 . ? C46 C47 1.380(7) . ? C46 H46 0.9500 . ? C47 C49 1.389(8) . ? C47 C48 1.503(7) . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 C51 1.390(7) . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 C53 1.389(7) . ? C51 C52 1.510(7) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 C54 1.504(7) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 C57 1.490(9) . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C58 H58A 0.9800 . ? C58 H58B 0.9800 . ? C58 H58C 0.9800 . ? C59 C60 1.504(7) . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C60 C61 1.400(7) . ? C61 C63 1.396(8) . ? C61 C62 1.499(8) . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 C65 1.413(8) . ? C64 H64A 0.9800 . ? C64 H64B 0.9800 . ? C64 H64C 0.9800 . ? C65 C67 1.387(7) . ? C65 C66 1.491(8) . ? C66 H66A 0.9800 . ? C66 H66B 0.9800 . ? C66 H66C 0.9800 . ? C67 H67 0.9500 . ? N13 C69 1.174(11) . ? C68 C69 1.435(13) . ? C68 H68A 0.9800 . ? C68 H68B 0.9800 . ? C68 H68C 0.9800 . ? N14 C71 1.141(12) . ? C70 C71 1.450(15) . ? C70 H70A 0.9800 . ? C70 H70B 0.9800 . ? C70 H70C 0.9800 . ? Cl1 O13 1.433(5) . ? Cl1 O11 1.433(4) . ? Cl1 O10 1.439(5) . ? Cl1 O12 1.442(5) . ? Cl2 O16X 1.331(17) . ? Cl2 O14 1.374(11) . ? Cl2 O17 1.423(7) . ? Cl2 O15 1.428(12) . ? Cl2 O15X 1.428(18) . ? Cl2 O17X 1.492(16) . ? Cl2 O14X 1.495(16) . ? Cl2 O16 1.524(8) . ? Cl3 O20 1.388(7) . ? Cl3 O19 1.414(10) . ? Cl3 O21 1.462(12) . ? Cl3 O18 1.551(14) . ? Cl3X O21X 1.319(16) . ? Cl3X O18X 1.33(2) . ? Cl3X O19X 1.419(15) . ? Cl3X O20X 1.63(3) . ? Cl4 O24X 1.34(3) . ? Cl4 O25X 1.364(14) . ? Cl4 O22 1.370(9) . ? Cl4 O24 1.434(19) . ? Cl4 O23 1.44(2) . ? Cl4 O23X 1.46(3) . ? Cl4 O25 1.481(9) . ? Cl4 O22X 1.553(16) . ? Cl5 O29 1.415(5) . ? Cl5 O26 1.415(5) . ? Cl5 O28 1.419(6) . ? Cl5 O27 1.453(6) . ? Cl6 O32 1.412(5) . ? Cl6 O30 1.414(5) . ? Cl6 O31 1.423(5) . ? Cl6 O33 1.448(4) . ? O34 H34X 0.99(2) . ? O34 H34Y 0.99(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 O6 Fe1 O8 79.14(14) . . ? O6 Fe1 N1 97.24(14) . . ? O8 Fe1 N1 96.03(15) . . ? O6 Fe1 N4 92.81(14) . . ? O8 Fe1 N4 93.04(14) . . ? N1 Fe1 N4 167.56(15) . . ? O6 Fe1 N3 168.06(15) . . ? O8 Fe1 N3 96.89(15) . . ? N1 Fe1 N3 94.36(15) . . ? N4 Fe1 N3 76.07(15) . . ? O6 Fe1 N2 101.57(15) . . ? O8 Fe1 N2 172.00(14) . . ? N1 Fe1 N2 75.97(15) . . ? N4 Fe1 N2 94.88(15) . . ? N3 Fe1 N2 83.94(16) . . ? O8 Fe2 O6 79.06(14) . . ? O8 Fe2 N8 94.91(14) . . ? O6 Fe2 N8 97.33(15) . . ? O8 Fe2 N5 94.18(14) . . ? O6 Fe2 N5 94.86(15) . . ? N8 Fe2 N5 165.98(16) . . ? O8 Fe2 N7 171.24(15) . . ? O6 Fe2 N7 100.06(16) . . ? N8 Fe2 N7 76.51(16) . . ? N5 Fe2 N7 94.57(16) . . ? O8 Fe2 N6 98.41(16) . . ? O6 Fe2 N6 169.44(15) . . ? N8 Fe2 N6 93.09(17) . . ? N5 Fe2 N6 75.01(17) . . ? N7 Fe2 N6 83.99(17) . . ? O9 Fe3 O9 76.04(16) 2_755 . ? O9 Fe3 N9 96.51(14) 2_755 . ? O9 Fe3 N9 96.32(14) . . ? O9 Fe3 N12 98.22(14) 2_755 . ? O9 Fe3 N12 99.26(14) . . ? N9 Fe3 N12 160.72(15) . . ? O9 Fe3 N10 171.92(15) 2_755 . ? O9 Fe3 N10 98.05(15) . . ? N9 Fe3 N10 78.50(15) . . ? N12 Fe3 N10 88.10(15) . . ? O9 Fe3 N11 101.28(15) 2_755 . ? O9 Fe3 N11 176.22(14) . . ? N9 Fe3 N11 86.59(15) . . ? N12 Fe3 N11 78.38(15) . . ? N10 Fe3 N11 84.87(16) . . ? C8 N1 C1 119.2(4) . . ? C8 N1 Fe1 116.0(3) . . ? C1 N1 Fe1 124.8(3) . . ? C9 N2 C10 108.2(4) . . ? C9 N2 C11 109.8(4) . . ? C10 N2 C11 109.8(4) . . ? C9 N2 Fe1 107.5(3) . . ? C10 N2 Fe1 115.9(3) . . ? C11 N2 Fe1 105.4(3) . . ? C15 N3 C13 108.6(4) . . ? C15 N3 C12 109.6(4) . . ? C13 N3 C12 110.8(4) . . ? C15 N3 Fe1 106.5(3) . . ? C13 N3 Fe1 115.8(3) . . ? C12 N3 Fe1 105.3(3) . . ? C16 N4 C23 119.0(4) . . ? C16 N4 Fe1 115.2(3) . . ? C23 N4 Fe1 125.6(3) . . ? C24 N5 C31 118.3(4) . . ? C24 N5 Fe2 126.2(3) . . ? C31 N5 Fe2 115.0(3) . . ? C32 N6 C33 107.7(4) . . ? C32 N6 C34 109.0(4) . . ? C33 N6 C34 110.5(4) . . ? C32 N6 Fe2 107.4(3) . . ? C33 N6 Fe2 116.7(3) . . ? C34 N6 Fe2 105.3(3) . . ? C35 N7 C36 109.8(4) . . ? C35 N7 C37 110.0(4) . . ? C36 N7 C37 107.9(4) . . ? C35 N7 Fe2 105.8(3) . . ? C36 N7 Fe2 115.9(3) . . ? C37 N7 Fe2 107.3(3) . . ? C45 N8 C38 118.6(4) . . ? C45 N8 Fe2 126.1(3) . . ? C38 N8 Fe2 115.3(3) . . ? C53 N9 C46 119.0(4) . . ? C53 N9 Fe3 117.5(3) . . ? C46 N9 Fe3 123.5(3) . . ? C54 N10 C56 110.9(4) . . ? C54 N10 C55 106.7(4) . . ? C56 N10 C55 108.4(4) . . ? C54 N10 Fe3 110.2(3) . . ? C56 N10 Fe3 103.7(3) . . ? C55 N10 Fe3 117.0(3) . . ? C58 N11 C59 107.0(4) . . ? C58 N11 C57 108.3(4) . . ? C59 N11 C57 110.5(4) . . ? C58 N11 Fe3 117.4(3) . . ? C59 N11 Fe3 110.9(3) . . ? C57 N11 Fe3 102.8(3) . . ? C60 N12 C67 119.7(4) . . ? C60 N12 Fe3 117.8(3) . . ? C67 N12 Fe3 122.4(3) . . ? C4 O1 C5 115.2(4) . . ? C19 O2 C20 113.0(5) . . ? C27 O3 C28 114.3(5) . . ? C41 O4 C42 126.8(6) . . ? C49 O5 C50 116.8(4) . . ? Fe1 O6 Fe2 101.06(16) . . ? Fe1 O6 H6 146(4) . . ? Fe2 O6 H6 111(4) . . ? C63 O7 C64 115.2(5) . . ? Fe2 O8 Fe1 100.72(16) . . ? Fe2 O8 H8 136(5) . . ? Fe1 O8 H8 123(5) . . ? Fe3 O9 Fe3 103.96(16) 2_755 . ? Fe3 O9 H9 136(5) 2_755 . ? Fe3 O9 H9 120(5) . . ? N1 C1 C2 122.8(5) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C1 C2 C4 116.5(5) . . ? C1 C2 C3 121.2(5) . . ? C4 C2 C3 122.3(5) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O1 C4 C6 120.7(5) . . ? O1 C4 C2 117.1(5) . . ? C6 C4 C2 122.1(5) . . ? O1 C5 H5A 109.5 . . ? O1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? O1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 C8 116.8(5) . . ? C4 C6 C7 122.7(5) . . ? C8 C6 C7 120.6(5) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C6 122.6(5) . . ? N1 C8 C9 115.3(4) . . ? C6 C8 C9 122.2(5) . . ? N2 C9 C8 109.4(4) . . ? N2 C9 H9A 109.8 . . ? C8 C9 H9A 109.8 . . ? N2 C9 H9B 109.8 . . ? C8 C9 H9B 109.8 . . ? H9A C9 H9B 108.2 . . ? N2 C10 H10A 109.5 . . ? N2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 110.6(4) . . ? N2 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? N3 C12 C11 110.6(4) . . ? N3 C12 H12A 109.5 . . ? C11 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? N3 C13 H13A 109.5 . . ? N3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C15 C16 109.9(4) . . ? N3 C15 H15A 109.7 . . ? C16 C15 H15A 109.7 . . ? N3 C15 H15B 109.7 . . ? C16 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? N4 C16 C17 122.7(5) . . ? N4 C16 C15 114.9(4) . . ? C17 C16 C15 122.3(4) . . ? C16 C17 C19 116.5(5) . . ? C16 C17 C18 121.7(5) . . ? C19 C17 C18 121.7(5) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O2 C19 C21 118.5(5) . . ? O2 C19 C17 119.7(5) . . ? C21 C19 C17 121.7(5) . . ? O2 C20 H20A 109.5 . . ? O2 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O2 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C23 C21 C19 116.8(5) . . ? C23 C21 C22 121.8(5) . . ? C19 C21 C22 121.4(5) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N4 C23 C21 123.2(5) . . ? N4 C23 H23 118.4 . . ? C21 C23 H23 118.4 . . ? N5 C24 C25 123.4(5) . . ? N5 C24 H24 118.3 . . ? C25 C24 H24 118.3 . . ? C24 C25 C27 116.4(6) . . ? C24 C25 C26 121.3(6) . . ? C27 C25 C26 122.4(5) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O3 C27 C29 120.8(6) . . ? O3 C27 C25 117.4(6) . . ? C29 C27 C25 121.7(5) . . ? O3 C28 H28A 109.5 . . ? O3 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? O3 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C31 C29 C27 116.7(5) . . ? C31 C29 C30 120.9(6) . . ? C27 C29 C30 122.3(5) . . ? 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 . . ? N5 C31 C29 123.3(5) . . ? N5 C31 C32 114.6(5) . . ? C29 C31 C32 122.0(5) . . ? N6 C32 C31 110.7(4) . . ? N6 C32 H32A 109.5 . . ? C31 C32 H32A 109.5 . . ? N6 C32 H32B 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 108.1 . . ? N6 C33 H33A 109.5 . . ? N6 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N6 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N6 C34 C35 110.1(4) . . ? N6 C34 H34A 109.6 . . ? C35 C34 H34A 109.6 . . ? N6 C34 H34B 109.6 . . ? C35 C34 H34B 109.6 . . ? H34A C34 H34B 108.1 . . ? N7 C35 C34 112.2(4) . . ? N7 C35 H35A 109.2 . . ? C34 C35 H35A 109.2 . . ? N7 C35 H35B 109.2 . . ? C34 C35 H35B 109.2 . . ? H35A C35 H35B 107.9 . . ? N7 C36 H36A 109.5 . . ? N7 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? N7 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C38 C37 N7 108.8(4) . . ? C38 C37 H37A 109.9 . . ? N7 C37 H37A 109.9 . . ? C38 C37 H37B 109.9 . . ? N7 C37 H37B 109.9 . . ? H37A C37 H37B 108.3 . . ? N8 C38 C39 122.4(5) . . ? N8 C38 C37 115.2(5) . . ? C39 C38 C37 122.4(5) . . ? C38 C39 C41 117.5(5) . . ? C38 C39 C40 122.3(6) . . ? C41 C39 C40 120.1(5) . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O4 C41 C43 123.9(6) . . ? O4 C41 C39 115.5(5) . . ? C43 C41 C39 120.5(5) . . ? O4 C42 H42A 109.5 . . ? O4 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? O4 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C45 C43 C41 117.2(5) . . ? C45 C43 C44 118.6(5) . . ? C41 C43 C44 124.1(5) . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N8 C45 C43 123.8(5) . . ? N8 C45 H45 118.1 . . ? C43 C45 H45 118.1 . . ? N9 C46 C47 122.7(5) . . ? N9 C46 H46 118.7 . . ? C47 C46 H46 118.7 . . ? C46 C47 C49 116.7(5) . . ? C46 C47 C48 119.2(5) . . ? C49 C47 C48 123.9(5) . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? O5 C49 C47 119.8(5) . . ? O5 C49 C51 117.7(5) . . ? C47 C49 C51 122.4(4) . . ? O5 C50 H50A 109.5 . . ? O5 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? O5 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C53 C51 C49 116.5(5) . . ? C53 C51 C52 121.1(5) . . ? C49 C51 C52 122.3(4) . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? N9 C53 C51 122.6(4) . . ? N9 C53 C54 116.4(4) . . ? C51 C53 C54 121.0(4) . . ? N10 C54 C53 113.0(4) . . ? N10 C54 H54A 109.0 . . ? C53 C54 H54A 109.0 . . ? N10 C54 H54B 109.0 . . ? C53 C54 H54B 109.0 . . ? H54A C54 H54B 107.8 . . ? N10 C55 H55A 109.5 . . ? N10 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? N10 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? C57 C56 N10 112.0(4) . . ? C57 C56 H56A 109.2 . . ? N10 C56 H56A 109.2 . . ? C57 C56 H56B 109.2 . . ? N10 C56 H56B 109.2 . . ? H56A C56 H56B 107.9 . . ? C56 C57 N11 112.0(4) . . ? C56 C57 H57A 109.2 . . ? N11 C57 H57A 109.2 . . ? C56 C57 H57B 109.2 . . ? N11 C57 H57B 109.2 . . ? H57A C57 H57B 107.9 . . ? N11 C58 H58A 109.5 . . ? N11 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? N11 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? N11 C59 C60 112.5(4) . . ? N11 C59 H59A 109.1 . . ? C60 C59 H59A 109.1 . . ? N11 C59 H59B 109.1 . . ? C60 C59 H59B 109.1 . . ? H59A C59 H59B 107.8 . . ? N12 C60 C61 123.1(5) . . ? N12 C60 C59 117.7(4) . . ? C61 C60 C59 119.2(5) . . ? C63 C61 C60 116.1(5) . . ? C63 C61 C62 123.1(5) . . ? C60 C61 C62 120.8(5) . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? O7 C63 C61 120.3(5) . . ? O7 C63 C65 117.8(5) . . ? C61 C63 C65 121.7(5) . . ? O7 C64 H64A 109.5 . . ? O7 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? O7 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? C67 C65 C63 116.8(5) . . ? C67 C65 C66 121.5(5) . . ? C63 C65 C66 121.7(5) . . ? C65 C66 H66A 109.5 . . ? C65 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C65 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? N12 C67 C65 122.5(5) . . ? N12 C67 H67 118.8 . . ? C65 C67 H67 118.8 . . ? C69 C68 H68A 109.5 . . ? C69 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C69 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? N13 C69 C68 177.2(10) . . ? C71 C70 H70A 109.5 . . ? C71 C70 H70B 109.5 . . ? H70A C70 H70B 109.5 . . ? C71 C70 H70C 109.5 . . ? H70A C70 H70C 109.5 . . ? H70B C70 H70C 109.5 . . ? N14 C71 C70 178.0(12) . . ? O13 Cl1 O11 109.4(3) . . ? O13 Cl1 O10 109.7(3) . . ? O11 Cl1 O10 109.2(3) . . ? O13 Cl1 O12 109.0(3) . . ? O11 Cl1 O12 108.5(3) . . ? O10 Cl1 O12 111.0(3) . . ? O16X Cl2 O14 112.1(9) . . ? O16X Cl2 O17 74.7(8) . . ? O14 Cl2 O17 112.4(6) . . ? O16X Cl2 O15 125.7(9) . . ? O14 Cl2 O15 115.3(7) . . ? O17 Cl2 O15 108.6(5) . . ? O16X Cl2 O15X 119.8(10) . . ? O14 Cl2 O15X 114.5(8) . . ? O17 Cl2 O15X 117.3(7) . . ? O16X Cl2 O17X 107.6(11) . . ? O14 Cl2 O17X 90.3(8) . . ? O15 Cl2 O17X 97.1(8) . . ? O15X Cl2 O17X 108.1(9) . . ? O16X Cl2 O14X 111.6(9) . . ? O15 Cl2 O14X 107.8(8) . . ? O15X Cl2 O14X 104.7(9) . . ? O17X Cl2 O14X 104.0(9) . . ? O14 Cl2 O16 108.4(5) . . ? O17 Cl2 O16 103.3(5) . . ? O15 Cl2 O16 108.0(5) . . ? O15X Cl2 O16 98.8(8) . . ? O17X Cl2 O16 137.2(8) . . ? O14X Cl2 O16 100.6(7) . . ? O20 Cl3 O19 105.6(5) . . ? O20 Cl3 O21 108.7(6) . . ? O19 Cl3 O21 109.8(6) . . ? O20 Cl3 O18 111.2(6) . . ? O19 Cl3 O18 106.3(7) . . ? O21 Cl3 O18 114.9(7) . . ? O21X Cl3X O18X 122.8(11) . . ? O21X Cl3X O19X 117.6(10) . . ? O18X Cl3X O19X 111.1(11) . . ? O21X Cl3X O20X 95.2(14) . . ? O18X Cl3X O20X 102.7(15) . . ? O19X Cl3X O20X 101.9(13) . . ? O24X Cl4 O25X 123.1(14) . . ? O24X Cl4 O22 129.3(11) . . ? O25X Cl4 O22 74.8(10) . . ? O25X Cl4 O24 140.6(11) . . ? O22 Cl4 O24 112.1(8) . . ? O24X Cl4 O23 108.0(15) . . ? O25X Cl4 O23 111.6(9) . . ? O22 Cl4 O23 106.2(13) . . ? O24 Cl4 O23 103.7(12) . . ? O24X Cl4 O23X 114(2) . . ? O25X Cl4 O23X 93.1(12) . . ? O22 Cl4 O23X 111.8(18) . . ? O24 Cl4 O23X 117.1(15) . . ? O24X Cl4 O25 83.4(10) . . ? O22 Cl4 O25 108.7(6) . . ? O24 Cl4 O25 104.7(7) . . ? O23 Cl4 O25 121.5(9) . . ? O23X Cl4 O25 101.2(13) . . ? O24X Cl4 O22X 103.9(13) . . ? O25X Cl4 O22X 102.2(10) . . ? O24 Cl4 O22X 83.5(10) . . ? O23 Cl4 O22X 106.5(13) . . ? O23X Cl4 O22X 121.8(18) . . ? O25 Cl4 O22X 126.7(8) . . ? O29 Cl5 O26 115.6(5) . . ? O29 Cl5 O28 108.9(4) . . ? O26 Cl5 O28 109.3(3) . . ? O29 Cl5 O27 105.4(4) . . ? O26 Cl5 O27 104.5(4) . . ? O28 Cl5 O27 113.2(5) . . ? O32 Cl6 O30 110.2(3) . . ? O32 Cl6 O31 111.6(4) . . ? O30 Cl6 O31 109.2(4) . . ? O32 Cl6 O33 109.5(3) . . ? O30 Cl6 O33 108.0(3) . . ? O31 Cl6 O33 108.3(3) . . ? H34X O34 H34Y 113(7) . . ? #===END _database_code_depnum_ccdc_archive 'CCDC 964531' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_10136 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _Diiron(III) SRBPBP _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H84 Cl4 Fe2 N10 O22' _chemical_formula_weight 1502.83 _chemical_absolute_configuration ad 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 Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 13.8725(15) _cell_length_b 18.435(2) _cell_length_c 26.781(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6848.9(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9583 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 30.09 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3144 _exptl_absorpt_coefficient_mu 0.660 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6736 _exptl_absorpt_correction_T_max 0.9250 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2009)' _exptl_special_details ; 'Siemens three-circle diffractometer, Bruker APEX CCD' ; _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 Smart APEX CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 154156 _diffrn_reflns_av_R_equivalents 0.0746 _diffrn_reflns_av_sigmaI/netI 0.0478 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 29.57 _reflns_number_total 19212 _reflns_number_gt 15918 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.9.0 (Bruker-AXS, 2009)' _computing_cell_refinement 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_data_reduction 'SAINT 7.46A (Bruker-AXS, 2009)' _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. ; _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^)+(0.0373P)^2^+4.1711P] 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 -0.017(9) _refine_ls_number_reflns 19212 _refine_ls_number_parameters 921 _refine_ls_number_restraints 864 _refine_ls_R_factor_all 0.0588 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.0963 _refine_ls_wR_factor_gt 0.0869 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.057 _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 -0.03878(2) 0.110178(19) 0.854428(13) 0.01591(7) Uani 1 1 d D . . Fe2 Fe 0.13416(2) 0.030286(19) 0.896951(14) 0.01613(7) Uani 1 1 d D . . O1 O 0.05359(12) 0.11570(9) 0.90950(6) 0.0168(3) Uani 1 1 d D . . H1 H 0.0627(18) 0.1490(12) 0.9285(9) 0.020 Uiso 1 1 d D . . O2 O 0.04029(13) 0.02337(9) 0.84188(6) 0.0184(3) Uani 1 1 d D . . H2 H 0.034(2) -0.0066(14) 0.8196(9) 0.022 Uiso 1 1 d D . . O3 O 0.18872(17) 0.32731(14) 0.72006(9) 0.0451(6) Uani 1 1 d . . . O4 O -0.33214(14) -0.05797(11) 0.98684(8) 0.0293(4) Uani 1 1 d . . . O5 O 0.41668(15) 0.21257(13) 0.76677(8) 0.0365(5) Uani 1 1 d . . . O6 O -0.10292(16) -0.15931(12) 1.04567(8) 0.0353(5) Uani 1 1 d . . . N1 N 0.04491(15) 0.18574(11) 0.81302(8) 0.0192(4) Uani 1 1 d . . . N2 N -0.11312(15) 0.11501(12) 0.78426(8) 0.0198(4) Uani 1 1 d . . . N3 N -0.14553(15) 0.18857(11) 0.87701(8) 0.0176(4) Uani 1 1 d . . . N4 N -0.14374(15) 0.04700(11) 0.89224(8) 0.0178(4) Uani 1 1 d . . . N5 N 0.23555(14) 0.08058(11) 0.84894(8) 0.0177(4) Uani 1 1 d . . . N6 N 0.25315(15) 0.05463(11) 0.94558(8) 0.0184(4) Uani 1 1 d . . . N7 N 0.19649(15) -0.07627(11) 0.89352(8) 0.0188(4) Uani 1 1 d . . . N8 N 0.05412(15) -0.02931(11) 0.95073(8) 0.0184(4) Uani 1 1 d . . . C1 C 0.10742(18) 0.23341(14) 0.83269(10) 0.0204(5) Uani 1 1 d . . . H1A H 0.1161 0.2327 0.8679 0.024 Uiso 1 1 calc R . . C2 C 0.16016(19) 0.28348(15) 0.80550(11) 0.0242(6) Uani 1 1 d . . . C3 C 0.1463(2) 0.28261(16) 0.75361(12) 0.0296(6) Uani 1 1 d . . . C4 C 0.0796(2) 0.23407(17) 0.73190(11) 0.0275(6) Uani 1 1 d . . . C5 C 0.03114(18) 0.18623(14) 0.76304(10) 0.0204(5) Uani 1 1 d . . . C6 C -0.03975(19) 0.12989(14) 0.74470(9) 0.0212(5) Uani 1 1 d . . . H6A H -0.0722 0.1476 0.7141 0.025 Uiso 1 1 calc R . . H6B H -0.0051 0.0846 0.7363 0.025 Uiso 1 1 calc R . . C7 C -0.1753(2) 0.05183(15) 0.76994(11) 0.0250(6) Uani 1 1 d . . . H7A H -0.2108 0.0331 0.7993 0.030 Uiso 1 1 calc R . . H7B H -0.1359 0.0122 0.7557 0.030 Uiso 1 1 calc R . . C8 C -0.2456(2) 0.08231(17) 0.73060(11) 0.0300(6) Uani 1 1 d . . . H8A H -0.2173 0.0798 0.6967 0.036 Uiso 1 1 calc R . . H8B H -0.3073 0.0552 0.7309 0.036 Uiso 1 1 calc R . . C9 C -0.2609(2) 0.16160(18) 0.74682(11) 0.0294(6) Uani 1 1 d . . . H9A H -0.3259 0.1679 0.7614 0.035 Uiso 1 1 calc R . . H9B H -0.2545 0.1945 0.7178 0.035 Uiso 1 1 calc R . . C10 C -0.18220(18) 0.17857(15) 0.78626(10) 0.0212(5) Uani 1 1 d . . . H10 H -0.1475 0.2241 0.7768 0.025 Uiso 1 1 calc R . . C11 C -0.22513(18) 0.18686(14) 0.83842(10) 0.0197(5) Uani 1 1 d . . . H11 H -0.2701 0.1458 0.8455 0.024 Uiso 1 1 calc R . . C12 C -0.27903(19) 0.26001(15) 0.84353(11) 0.0247(6) Uani 1 1 d . . . H12A H -0.2872 0.2831 0.8104 0.030 Uiso 1 1 calc R . . H12B H -0.3435 0.2525 0.8586 0.030 Uiso 1 1 calc R . . C13 C -0.2160(2) 0.30796(15) 0.87771(11) 0.0266(6) Uani 1 1 d . . . H13A H -0.2079 0.3571 0.8634 0.032 Uiso 1 1 calc R . . H13B H -0.2448 0.3123 0.9114 0.032 Uiso 1 1 calc R . . C14 C -0.11939(18) 0.26760(13) 0.87985(10) 0.0206(5) Uani 1 1 d . . . H14A H -0.0778 0.2816 0.8514 0.025 Uiso 1 1 calc R . . H14B H -0.0851 0.2784 0.9114 0.025 Uiso 1 1 calc R . . C15 C -0.18487(18) 0.16444(14) 0.92618(10) 0.0192(5) Uani 1 1 d . . . H15A H -0.2478 0.1881 0.9323 0.023 Uiso 1 1 calc R . . H15B H -0.1402 0.1788 0.9533 0.023 Uiso 1 1 calc R . . C16 C -0.19732(17) 0.08318(14) 0.92626(9) 0.0170(5) Uani 1 1 d . . . C17 C -0.25927(18) 0.04799(14) 0.95885(10) 0.0195(5) Uani 1 1 d . . . C18 C -0.26918(17) -0.02762(15) 0.95410(10) 0.0198(5) Uani 1 1 d . . . C19 C -0.21337(19) -0.06664(14) 0.91896(10) 0.0214(5) Uani 1 1 d . . . C20 C -0.15244(17) -0.02571(14) 0.88954(10) 0.0200(5) Uani 1 1 d . . . H20 H -0.1139 -0.0505 0.8657 0.024 Uiso 1 1 calc R . . C21 C 0.2211(2) 0.33742(18) 0.83441(12) 0.0353(7) Uani 1 1 d . . . H21A H 0.2110 0.3303 0.8703 0.053 Uiso 1 1 calc R . . H21B H 0.2023 0.3869 0.8252 0.053 Uiso 1 1 calc R . . H21C H 0.2893 0.3299 0.8264 0.053 Uiso 1 1 calc R . . C22 C 0.0625(3) 0.2368(2) 0.67657(11) 0.0445(9) Uani 1 1 d . . . H22A H 0.1189 0.2172 0.6591 0.067 Uiso 1 1 calc R . . H22B H 0.0521 0.2872 0.6663 0.067 Uiso 1 1 calc R . . H22C H 0.0056 0.2078 0.6682 0.067 Uiso 1 1 calc R . . C23 C 0.2789(3) 0.3614(2) 0.72718(17) 0.0548(11) Uani 1 1 d . . . H23A H 0.2716 0.4019 0.7506 0.082 Uiso 1 1 calc R . . H23B H 0.3026 0.3798 0.6951 0.082 Uiso 1 1 calc R . . H23C H 0.3250 0.3263 0.7407 0.082 Uiso 1 1 calc R . . C24 C -0.3174(2) 0.08801(15) 0.99766(10) 0.0251(6) Uani 1 1 d . . . H24A H -0.2884 0.1356 1.0038 0.038 Uiso 1 1 calc R . . H24B H -0.3181 0.0600 1.0288 0.038 Uiso 1 1 calc R . . H24C H -0.3836 0.0944 0.9856 0.038 Uiso 1 1 calc R . . C25 C -0.2124(2) -0.14736(15) 0.91294(12) 0.0283(6) Uani 1 1 d . . . H25A H -0.2717 -0.1629 0.8962 0.042 Uiso 1 1 calc R . . H25B H -0.2084 -0.1703 0.9459 0.042 Uiso 1 1 calc R . . H25C H -0.1565 -0.1616 0.8928 0.042 Uiso 1 1 calc R . . C26 C -0.3867(2) -0.12032(17) 0.97368(15) 0.0415(9) Uani 1 1 d . . . H26A H -0.4045 -0.1177 0.9383 0.062 Uiso 1 1 calc R . . H26B H -0.4452 -0.1223 0.9941 0.062 Uiso 1 1 calc R . . H26C H -0.3480 -0.1640 0.9795 0.062 Uiso 1 1 calc R . . C31 C 0.23212(19) 0.07910(15) 0.79870(10) 0.0209(5) Uani 1 1 d . . . H31 H 0.1866 0.0476 0.7835 0.025 Uiso 1 1 calc R . . C32 C 0.29026(19) 0.12030(16) 0.76775(10) 0.0246(6) Uani 1 1 d . . . C33 C 0.3567(2) 0.16622(16) 0.79183(11) 0.0252(6) Uani 1 1 d . . . C34 C 0.36111(18) 0.16989(14) 0.84379(10) 0.0218(5) Uani 1 1 d . . . C35 C 0.30033(18) 0.12459(14) 0.87096(10) 0.0193(5) Uani 1 1 d . . . C36 C 0.30029(18) 0.12265(14) 0.92750(10) 0.0196(5) Uani 1 1 d . . . H36A H 0.3674 0.1248 0.9400 0.024 Uiso 1 1 calc R . . H36B H 0.2651 0.1653 0.9406 0.024 Uiso 1 1 calc R . . C37 C 0.23565(19) 0.05963(15) 1.00079(10) 0.0212(5) Uani 1 1 d . . . H37A H 0.1892 0.0221 1.0117 0.025 Uiso 1 1 calc R . . H37B H 0.2100 0.1080 1.0098 0.025 Uiso 1 1 calc R . . C38 C 0.33404(19) 0.04725(15) 1.02467(10) 0.0240(6) Uani 1 1 d . . . H38A H 0.3272 0.0264 1.0585 0.029 Uiso 1 1 calc R . . H38B H 0.3706 0.0933 1.0270 0.029 Uiso 1 1 calc R . . C39 C 0.38499(18) -0.00676(16) 0.98924(10) 0.0233(5) Uani 1 1 d . . . H39A H 0.3876 -0.0557 1.0044 0.028 Uiso 1 1 calc R . . H39B H 0.4516 0.0095 0.9820 0.028 Uiso 1 1 calc R . . C40 C 0.32362(18) -0.00779(14) 0.94071(10) 0.0197(5) Uani 1 1 d . . . H40 H 0.3662 0.0002 0.9111 0.024 Uiso 1 1 calc R . . C41 C 0.27041(18) -0.08023(14) 0.93525(10) 0.0207(5) Uani 1 1 d . . . H41 H 0.2377 -0.0928 0.9674 0.025 Uiso 1 1 calc R . . C42 C 0.3402(2) -0.14258(15) 0.91992(11) 0.0259(6) Uani 1 1 d . . . H42A H 0.4081 -0.1266 0.9230 0.031 Uiso 1 1 calc R . . H42B H 0.3305 -0.1855 0.9416 0.031 Uiso 1 1 calc R . . C43 C 0.3163(2) -0.16126(16) 0.86513(11) 0.0261(6) Uani 1 1 d . . . H43A H 0.3756 -0.1640 0.8447 0.031 Uiso 1 1 calc R . . H43B H 0.2815 -0.2080 0.8628 0.031 Uiso 1 1 calc R . . C44 C 0.25167(19) -0.09787(14) 0.84804(11) 0.0239(6) Uani 1 1 d . . . H44A H 0.2912 -0.0570 0.8357 0.029 Uiso 1 1 calc R . . H44B H 0.2074 -0.1136 0.8211 0.029 Uiso 1 1 calc R . . C45 C 0.11823(18) -0.13002(13) 0.90372(11) 0.0215(5) Uani 1 1 d . . . H45A H 0.1469 -0.1772 0.9132 0.026 Uiso 1 1 calc R . . H45B H 0.0791 -0.1373 0.8732 0.026 Uiso 1 1 calc R . . C46 C 0.05456(18) -0.10247(14) 0.94569(10) 0.0201(5) Uani 1 1 d . . . C47 C 0.00161(19) -0.14791(14) 0.97616(10) 0.0228(5) Uani 1 1 d . . . C48 C -0.05065(19) -0.11465(15) 1.01542(10) 0.0238(5) Uani 1 1 d . . . C49 C -0.05313(18) -0.03956(14) 1.02108(9) 0.0202(5) Uani 1 1 d . . . C50 C 0.00032(18) 0.00078(14) 0.98715(9) 0.0194(5) Uani 1 1 d . . . H50 H -0.0011 0.0522 0.9897 0.023 Uiso 1 1 calc R . . C51 C 0.2752(2) 0.1164(2) 0.71203(11) 0.0352(7) Uani 1 1 d . . . H51A H 0.3300 0.0916 0.6965 0.053 Uiso 1 1 calc R . . H51B H 0.2700 0.1656 0.6985 0.053 Uiso 1 1 calc R . . H51C H 0.2158 0.0896 0.7049 0.053 Uiso 1 1 calc R . . C52 C 0.4314(2) 0.21961(17) 0.87018(12) 0.0309(7) Uani 1 1 d . . . H52A H 0.3989 0.2436 0.8981 0.046 Uiso 1 1 calc R . . H52B H 0.4550 0.2563 0.8467 0.046 Uiso 1 1 calc R . . H52C H 0.4859 0.1911 0.8828 0.046 Uiso 1 1 calc R . . C53 C 0.4694(2) 0.1876(2) 0.72387(13) 0.0494(10) Uani 1 1 d . . . H53A H 0.4799 0.1351 0.7265 0.074 Uiso 1 1 calc R . . H53B H 0.5318 0.2124 0.7223 0.074 Uiso 1 1 calc R . . H53C H 0.4325 0.1981 0.6935 0.074 Uiso 1 1 calc R . . C54 C 0.0014(2) -0.22911(15) 0.96996(12) 0.0292(6) Uani 1 1 d . . . H54A H -0.0150 -0.2413 0.9354 0.044 Uiso 1 1 calc R . . H54B H -0.0465 -0.2505 0.9925 0.044 Uiso 1 1 calc R . . H54C H 0.0654 -0.2483 0.9780 0.044 Uiso 1 1 calc R . . C55 C -0.1130(2) -0.00145(16) 1.05974(11) 0.0279(6) Uani 1 1 d . . . H55A H -0.0810 -0.0048 1.0923 0.042 Uiso 1 1 calc R . . H55B H -0.1766 -0.0243 1.0617 0.042 Uiso 1 1 calc R . . H55C H -0.1204 0.0497 1.0505 0.042 Uiso 1 1 calc R . . C56 C -0.0784(3) -0.1599(2) 1.09747(13) 0.0464(9) Uani 1 1 d . . . H56A H -0.0517 -0.2074 1.1064 0.070 Uiso 1 1 calc R . . H56B H -0.1363 -0.1507 1.1174 0.070 Uiso 1 1 calc R . . H56C H -0.0304 -0.1221 1.1041 0.070 Uiso 1 1 calc R . . Cl1 Cl 0.54277(5) 0.25876(3) 0.99053(2) 0.02181(12) Uani 1 1 d DU . . O11 O 0.60559(14) 0.24793(12) 0.94882(7) 0.0286(4) Uani 1 1 d DU . . O12 O 0.48696(15) 0.32384(11) 0.98389(8) 0.0337(5) Uani 1 1 d DU . . O13 O 0.48005(15) 0.19784(11) 0.99672(8) 0.0317(5) Uani 1 1 d DU . . O14 O 0.60120(15) 0.26677(11) 1.03571(7) 0.0299(5) Uani 1 1 d DU . . Cl2 Cl 0.71876(5) 0.65881(4) 0.93110(3) 0.02651(14) Uani 1 1 d DU . . O21 O 0.81610(18) 0.64804(16) 0.91542(11) 0.0582(8) Uani 1 1 d DU . . O22 O 0.66722(19) 0.69901(12) 0.89388(9) 0.0445(6) Uani 1 1 d DU . . O23 O 0.71793(19) 0.69885(12) 0.97716(8) 0.0384(5) Uani 1 1 d DU . . O24 O 0.67336(17) 0.58940(11) 0.93846(9) 0.0385(5) Uani 1 1 d DU . . Cl3 Cl 0.93728(6) 0.41134(4) 0.77138(3) 0.03382(17) Uani 1 1 d DU . . O31 O 0.8699(2) 0.35302(15) 0.76743(10) 0.0598(8) Uani 1 1 d DU . . O32 O 1.0011(2) 0.39858(15) 0.81220(9) 0.0527(7) Uani 1 1 d DU . . O33 O 0.8884(2) 0.47871(14) 0.77795(10) 0.0531(7) Uani 1 1 d DU . . O34 O 0.99136(18) 0.41486(13) 0.72472(9) 0.0451(6) Uani 1 1 d DU . . O41 O 0.53442(16) 0.04978(15) 0.89606(9) 0.0481(6) Uani 1 1 d DU . . O42 O 0.45689(18) 0.00107(17) 0.82691(10) 0.0605(8) Uani 1 1 d DU . . Cl4 Cl 0.5453(4) 0.0059(3) 0.8509(2) 0.0303(7) Uani 0.503(7) 1 d PDU A 1 O43 O 0.6223(4) 0.0337(4) 0.8215(2) 0.061(2) Uani 0.503(7) 1 d PDU A 1 O44 O 0.5649(4) -0.0695(3) 0.8595(2) 0.0592(19) Uani 0.503(7) 1 d PDU A 1 Cl4A Cl 0.5452(4) 0.0271(2) 0.8453(2) 0.0274(7) Uani 0.497(7) 1 d PDU A 2 O43A O 0.5617(4) 0.0880(3) 0.8140(2) 0.0563(19) Uani 0.497(7) 1 d PDU A 2 O44A O 0.6281(4) -0.0187(4) 0.8443(2) 0.062(2) Uani 0.497(7) 1 d PDU A 2 N1S N 0.8471(2) 0.1565(2) 0.61463(12) 0.0559(9) Uani 1 1 d DU . . C1S C 0.9006(3) 0.1093(2) 0.60778(13) 0.0441(8) Uani 1 1 d DU . . C2S C 0.9686(3) 0.0504(2) 0.60044(14) 0.0536(9) Uani 1 1 d DU . . H2S1 H 1.0339 0.0701 0.5975 0.080 Uiso 1 1 calc R . . H2S2 H 0.9521 0.0240 0.5699 0.080 Uiso 1 1 calc R . . H2S3 H 0.9655 0.0172 0.6290 0.080 Uiso 1 1 calc R . . N2S N 0.5321(9) 0.9973(7) 0.6872(3) 0.072(4) Uani 0.59(2) 1 d PDU B 1 C3S C 0.4803(10) 0.9582(10) 0.7037(6) 0.069(5) Uani 0.59(2) 1 d PDU B 1 C4S C 0.4251(17) 0.9011(11) 0.7322(5) 0.130(8) Uani 0.59(2) 1 d PDU B 1 H4S1 H 0.4583 0.8908 0.7637 0.195 Uiso 0.59(2) 1 calc PR B 1 H4S2 H 0.4213 0.8567 0.7122 0.195 Uiso 0.59(2) 1 calc PR B 1 H4S3 H 0.3599 0.9189 0.7392 0.195 Uiso 0.59(2) 1 calc PR B 1 N2T N 0.5583(8) 0.9484(15) 0.6880(5) 0.096(6) Uani 0.41(2) 1 d PDU B 2 C3T C 0.4871(14) 0.9400(15) 0.7057(11) 0.069(6) Uani 0.41(2) 1 d PDU B 2 C4T C 0.3839(8) 0.9333(8) 0.7221(6) 0.055(3) Uani 0.41(2) 1 d PDU B 2 H4T1 H 0.3423 0.9592 0.6985 0.082 Uiso 0.41(2) 1 calc PR B 2 H4T2 H 0.3765 0.9544 0.7555 0.082 Uiso 0.41(2) 1 calc PR B 2 H4T3 H 0.3656 0.8820 0.7230 0.082 Uiso 0.41(2) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01510(15) 0.01616(16) 0.01648(17) 0.00126(13) 0.00082(14) -0.00051(14) Fe2 0.01610(15) 0.01534(16) 0.01694(17) 0.00029(14) 0.00032(13) -0.00003(13) O1 0.0192(8) 0.0150(8) 0.0163(8) -0.0023(7) 0.0002(7) 0.0005(7) O2 0.0188(8) 0.0174(8) 0.0191(9) -0.0028(7) -0.0017(7) -0.0011(7) O3 0.0361(12) 0.0595(16) 0.0397(14) 0.0244(12) -0.0013(11) -0.0196(11) O4 0.0285(10) 0.0298(11) 0.0295(11) 0.0060(9) 0.0077(8) -0.0073(8) O5 0.0316(11) 0.0499(14) 0.0279(12) 0.0100(10) 0.0030(9) -0.0171(10) O6 0.0435(12) 0.0325(12) 0.0298(12) 0.0057(9) 0.0096(10) -0.0151(10) N1 0.0179(9) 0.0203(10) 0.0195(11) 0.0029(8) 0.0018(9) -0.0010(9) N2 0.0222(10) 0.0210(11) 0.0163(10) -0.0002(9) 0.0023(8) -0.0020(9) N3 0.0194(10) 0.0148(10) 0.0185(10) 0.0025(8) 0.0001(8) 0.0009(8) N4 0.0166(9) 0.0188(10) 0.0181(11) 0.0032(8) 0.0006(8) -0.0003(8) N5 0.0171(9) 0.0190(10) 0.0171(11) 0.0011(8) 0.0007(8) -0.0004(8) N6 0.0202(10) 0.0179(10) 0.0169(11) -0.0003(8) -0.0015(8) -0.0002(8) N7 0.0187(10) 0.0168(10) 0.0210(11) -0.0004(9) 0.0012(9) -0.0001(8) N8 0.0200(10) 0.0166(10) 0.0185(10) 0.0002(8) -0.0014(8) 0.0003(8) C1 0.0179(11) 0.0196(13) 0.0237(14) 0.0000(10) -0.0012(10) 0.0010(10) C2 0.0213(12) 0.0229(13) 0.0284(15) 0.0021(11) 0.0024(11) -0.0039(10) C3 0.0267(14) 0.0308(15) 0.0312(16) 0.0082(12) 0.0030(12) -0.0071(12) C4 0.0258(13) 0.0345(16) 0.0221(14) 0.0049(12) 0.0024(11) -0.0033(12) C5 0.0185(11) 0.0239(13) 0.0189(12) 0.0017(10) 0.0024(10) 0.0000(10) C6 0.0215(11) 0.0260(13) 0.0161(12) 0.0016(10) 0.0022(10) -0.0034(11) C7 0.0245(13) 0.0256(14) 0.0250(14) -0.0004(11) -0.0011(11) -0.0080(11) C8 0.0265(14) 0.0422(17) 0.0212(14) -0.0018(13) -0.0050(11) -0.0083(12) C9 0.0213(13) 0.0430(18) 0.0240(15) 0.0052(13) -0.0043(11) -0.0002(12) C10 0.0194(12) 0.0240(13) 0.0202(13) 0.0043(10) -0.0027(10) 0.0015(10) C11 0.0160(11) 0.0207(12) 0.0224(13) 0.0051(10) -0.0023(10) 0.0006(10) C12 0.0210(12) 0.0262(14) 0.0270(15) 0.0051(11) 0.0016(11) 0.0064(11) C13 0.0248(13) 0.0218(13) 0.0332(16) 0.0053(12) 0.0035(12) 0.0026(11) C14 0.0214(12) 0.0167(12) 0.0238(13) 0.0026(10) 0.0019(10) 0.0002(10) C15 0.0191(11) 0.0193(12) 0.0190(13) 0.0024(10) 0.0022(10) 0.0026(10) C16 0.0167(11) 0.0189(12) 0.0154(12) 0.0017(9) 0.0009(9) -0.0001(9) C17 0.0167(11) 0.0228(13) 0.0189(13) 0.0019(10) -0.0008(9) -0.0007(9) C18 0.0150(11) 0.0242(13) 0.0202(12) 0.0077(11) 0.0013(9) -0.0037(10) C19 0.0217(12) 0.0183(12) 0.0241(14) 0.0027(10) 0.0009(10) -0.0029(10) C20 0.0185(11) 0.0223(12) 0.0191(13) -0.0017(10) -0.0001(9) 0.0005(10) C21 0.0358(16) 0.0335(16) 0.0366(17) 0.0028(13) -0.0013(14) -0.0156(14) C22 0.048(2) 0.067(2) 0.0194(15) 0.0093(15) -0.0004(14) -0.0246(18) C23 0.0373(19) 0.064(3) 0.063(3) 0.028(2) -0.0005(18) -0.0163(18) C24 0.0269(13) 0.0251(14) 0.0234(14) 0.0024(11) 0.0083(11) 0.0030(11) C25 0.0285(14) 0.0199(13) 0.0365(17) -0.0036(12) 0.0082(12) -0.0046(11) C26 0.0324(16) 0.0242(16) 0.068(2) -0.0031(15) 0.0220(16) -0.0055(13) C31 0.0203(12) 0.0227(13) 0.0198(13) -0.0012(10) 0.0015(10) -0.0017(10) C32 0.0205(12) 0.0332(15) 0.0201(13) 0.0001(11) 0.0024(10) -0.0022(11) C33 0.0214(12) 0.0300(15) 0.0242(14) 0.0085(11) 0.0000(11) -0.0033(11) C34 0.0157(11) 0.0262(13) 0.0236(14) 0.0028(10) -0.0019(10) -0.0028(10) C35 0.0165(11) 0.0200(13) 0.0214(13) 0.0007(10) -0.0010(9) 0.0008(9) C36 0.0195(11) 0.0180(12) 0.0213(13) -0.0014(10) -0.0014(10) -0.0038(9) C37 0.0239(12) 0.0228(13) 0.0169(13) -0.0015(10) 0.0016(10) 0.0004(10) C38 0.0251(13) 0.0258(14) 0.0212(14) -0.0009(11) -0.0036(10) -0.0017(11) C39 0.0211(12) 0.0291(14) 0.0199(13) 0.0013(11) -0.0044(10) 0.0018(10) C40 0.0178(11) 0.0226(13) 0.0187(13) 0.0021(10) 0.0001(9) 0.0040(10) C41 0.0214(12) 0.0224(13) 0.0183(13) 0.0012(10) -0.0045(10) 0.0043(10) C42 0.0256(13) 0.0223(13) 0.0298(15) -0.0003(11) 0.0007(11) 0.0056(11) C43 0.0270(14) 0.0243(14) 0.0271(15) -0.0023(11) 0.0038(11) 0.0092(11) C44 0.0244(12) 0.0220(13) 0.0253(14) -0.0017(11) 0.0052(11) 0.0022(10) C45 0.0229(12) 0.0156(12) 0.0259(14) -0.0014(10) 0.0000(10) -0.0011(9) C46 0.0198(12) 0.0193(12) 0.0212(12) 0.0018(10) -0.0019(10) -0.0025(10) C47 0.0231(12) 0.0200(13) 0.0252(14) 0.0039(10) -0.0025(11) -0.0029(10) C48 0.0238(13) 0.0237(13) 0.0239(13) 0.0066(11) -0.0010(11) -0.0044(11) C49 0.0198(12) 0.0228(13) 0.0181(12) 0.0023(10) -0.0011(10) -0.0004(10) C50 0.0207(11) 0.0208(12) 0.0168(12) 0.0015(10) 0.0004(10) -0.0002(10) C51 0.0275(14) 0.057(2) 0.0217(15) -0.0002(14) 0.0029(12) -0.0086(15) C52 0.0270(14) 0.0351(16) 0.0307(16) 0.0049(13) -0.0069(12) -0.0122(12) C53 0.0300(17) 0.083(3) 0.0356(19) 0.0098(18) 0.0099(15) -0.0154(18) C54 0.0320(14) 0.0178(13) 0.0377(17) 0.0065(12) 0.0015(13) -0.0020(11) C55 0.0302(15) 0.0287(15) 0.0247(15) 0.0020(12) 0.0041(11) -0.0006(12) C56 0.052(2) 0.049(2) 0.038(2) 0.0225(17) -0.0001(16) -0.0129(17) Cl1 0.0201(3) 0.0219(3) 0.0234(3) -0.0067(2) 0.0027(2) -0.0020(2) O11 0.0247(10) 0.0386(12) 0.0225(10) -0.0028(9) 0.0074(8) 0.0015(9) O12 0.0346(11) 0.0279(11) 0.0388(13) -0.0093(9) -0.0015(9) 0.0079(9) O13 0.0323(11) 0.0275(11) 0.0352(12) -0.0020(9) 0.0029(9) -0.0119(9) O14 0.0326(11) 0.0334(12) 0.0238(11) -0.0107(9) -0.0051(8) 0.0007(9) Cl2 0.0335(3) 0.0219(3) 0.0241(3) 0.0025(3) 0.0041(3) -0.0029(3) O21 0.0377(13) 0.0611(18) 0.076(2) -0.0056(15) 0.0227(13) -0.0056(12) O22 0.0754(18) 0.0267(11) 0.0314(13) 0.0026(10) -0.0156(12) -0.0034(11) O23 0.0655(16) 0.0289(12) 0.0208(11) 0.0002(9) 0.0012(11) -0.0027(11) O24 0.0523(14) 0.0224(11) 0.0410(13) 0.0027(9) 0.0064(11) -0.0081(10) Cl3 0.0413(4) 0.0268(4) 0.0334(4) 0.0120(3) -0.0055(3) 0.0004(3) O31 0.080(2) 0.0552(16) 0.0438(16) 0.0142(13) -0.0047(15) -0.0308(15) O32 0.0593(16) 0.0576(17) 0.0412(14) 0.0079(13) -0.0162(12) 0.0137(14) O33 0.0673(18) 0.0450(15) 0.0472(15) 0.0143(12) 0.0006(13) 0.0225(13) O34 0.0475(14) 0.0413(13) 0.0465(14) 0.0211(11) 0.0064(11) 0.0088(11) O41 0.0288(11) 0.0783(18) 0.0373(12) -0.0176(12) 0.0029(10) -0.0011(12) O42 0.0320(12) 0.090(2) 0.0596(17) -0.0325(15) -0.0004(12) -0.0091(14) Cl4 0.0190(8) 0.051(2) 0.0210(11) 0.0069(14) 0.0034(8) 0.0024(15) O43 0.040(3) 0.094(6) 0.050(3) -0.009(3) 0.021(3) -0.031(4) O44 0.061(4) 0.049(3) 0.067(4) 0.011(3) -0.001(3) 0.016(3) Cl4A 0.0184(8) 0.0410(18) 0.0228(14) 0.0032(12) 0.0020(9) 0.0025(14) O43A 0.062(4) 0.051(3) 0.056(3) 0.010(3) 0.027(3) -0.002(3) O44A 0.058(4) 0.089(5) 0.039(3) -0.006(3) 0.000(3) 0.052(4) N1S 0.052(2) 0.078(2) 0.0380(18) -0.0011(17) 0.0040(15) -0.0053(18) C1S 0.0410(18) 0.066(2) 0.0250(17) 0.0006(17) -0.0004(14) -0.0163(17) C2S 0.060(2) 0.063(2) 0.0377(19) -0.0083(18) 0.0073(19) -0.0099(19) N2S 0.072(6) 0.102(8) 0.042(4) -0.010(4) 0.006(4) -0.035(5) C3S 0.075(7) 0.092(10) 0.042(6) -0.026(6) 0.013(6) -0.050(8) C4S 0.170(16) 0.145(15) 0.074(8) -0.039(9) 0.039(10) -0.123(13) N2T 0.071(6) 0.165(17) 0.054(7) 0.004(9) 0.010(5) 0.042(9) C3T 0.078(8) 0.083(13) 0.046(9) 0.009(8) 0.016(8) 0.029(8) C4T 0.061(6) 0.046(7) 0.057(8) -0.010(5) -0.006(5) -0.013(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.9565(17) . ? Fe1 O2 1.9690(18) . ? Fe1 N4 2.122(2) . ? Fe1 N1 2.126(2) . ? Fe1 N2 2.145(2) . ? Fe1 N3 2.156(2) . ? Fe2 O1 1.9601(17) . ? Fe2 O2 1.9717(18) . ? Fe2 N5 2.119(2) . ? Fe2 N8 2.125(2) . ? Fe2 N7 2.148(2) . ? Fe2 N6 2.150(2) . ? O1 H1 0.808(17) . ? O2 H2 0.820(17) . ? O3 C3 1.354(3) . ? O3 C23 1.413(4) . ? O4 C18 1.358(3) . ? O4 C26 1.421(4) . ? O5 C33 1.369(3) . ? O5 C53 1.438(4) . ? O6 C48 1.364(3) . ? O6 C56 1.428(4) . ? N1 C1 1.342(3) . ? N1 C5 1.352(3) . ? N2 C6 1.495(3) . ? N2 C7 1.499(3) . ? N2 C10 1.515(3) . ? N3 C15 1.493(3) . ? N3 C14 1.503(3) . ? N3 C11 1.513(3) . ? N4 C20 1.348(3) . ? N4 C16 1.352(3) . ? N5 C31 1.347(3) . ? N5 C35 1.347(3) . ? N6 C36 1.495(3) . ? N6 C37 1.501(3) . ? N6 C40 1.516(3) . ? N7 C44 1.493(3) . ? N7 C45 1.495(3) . ? N7 C41 1.519(3) . ? N8 C50 1.348(3) . ? N8 C46 1.355(3) . ? C1 C2 1.385(4) . ? C1 H1A 0.9500 . ? C2 C3 1.403(4) . ? C2 C21 1.517(4) . ? C3 C4 1.412(4) . ? C4 C5 1.387(4) . ? C4 C22 1.501(4) . ? C5 C6 1.512(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.542(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.539(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.551(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.526(4) . ? C10 H10 1.0000 . ? C11 C12 1.548(4) . ? C11 H11 1.0000 . ? C12 C13 1.544(4) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.534(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.508(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.386(3) . ? C17 C18 1.406(4) . ? C17 C24 1.509(4) . ? C18 C19 1.415(4) . ? C19 C20 1.380(4) . ? C19 C25 1.497(4) . ? C20 H20 0.9500 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C31 C32 1.384(4) . ? C31 H31 0.9500 . ? C32 C33 1.408(4) . ? C32 C51 1.509(4) . ? C33 C34 1.395(4) . ? C34 C35 1.392(4) . ? C34 C52 1.514(4) . ? C35 C36 1.514(4) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.524(4) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.546(4) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.554(4) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 C41 1.533(4) . ? C40 H40 1.0000 . ? C41 C42 1.558(4) . ? C41 H41 1.0000 . ? C42 C43 1.543(4) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.542(4) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.517(4) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 C47 1.381(4) . ? C47 C48 1.417(4) . ? C47 C54 1.506(4) . ? C48 C49 1.393(4) . ? C49 C50 1.389(3) . ? C49 C55 1.502(4) . ? C50 H50 0.9500 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? Cl1 O13 1.430(2) . ? Cl1 O11 1.4308(19) . ? Cl1 O12 1.439(2) . ? Cl1 O14 1.464(2) . ? Cl2 O21 1.428(2) . ? Cl2 O22 1.433(2) . ? Cl2 O23 1.437(2) . ? Cl2 O24 1.440(2) . ? Cl3 O33 1.426(3) . ? Cl3 O32 1.426(2) . ? Cl3 O31 1.429(3) . ? Cl3 O34 1.459(2) . ? O41 Cl4A 1.430(6) . ? O41 Cl4 1.464(6) . ? O42 Cl4 1.387(6) . ? O42 Cl4A 1.405(6) . ? Cl4 O43 1.422(6) . ? Cl4 O44 1.435(6) . ? Cl4A O43A 1.419(6) . ? Cl4A O44A 1.427(6) . ? N1S C1S 1.156(5) . ? C1S C2S 1.453(5) . ? C2S H2S1 0.9800 . ? C2S H2S2 0.9800 . ? C2S H2S3 0.9800 . ? N2S C3S 1.110(12) . ? C3S C4S 1.509(14) . ? C4S H4S1 0.9800 . ? C4S H4S2 0.9800 . ? C4S H4S3 0.9800 . ? N2T C3T 1.107(16) . ? C3T C4T 1.502(15) . ? C4T H4T1 0.9800 . ? C4T H4T2 0.9800 . ? C4T H4T3 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 O2 78.82(7) . . ? O1 Fe1 N4 96.79(8) . . ? O2 Fe1 N4 91.01(8) . . ? O1 Fe1 N1 90.09(8) . . ? O2 Fe1 N1 98.00(8) . . ? N4 Fe1 N1 169.59(8) . . ? O1 Fe1 N2 166.66(8) . . ? O2 Fe1 N2 98.74(8) . . ? N4 Fe1 N2 96.37(8) . . ? N1 Fe1 N2 77.19(8) . . ? O1 Fe1 N3 101.74(8) . . ? O2 Fe1 N3 167.27(8) . . ? N4 Fe1 N3 76.27(8) . . ? N1 Fe1 N3 94.72(8) . . ? N2 Fe1 N3 83.55(8) . . ? O1 Fe2 O2 78.67(7) . . ? O1 Fe2 N5 97.53(8) . . ? O2 Fe2 N5 90.73(8) . . ? O1 Fe2 N8 90.07(8) . . ? O2 Fe2 N8 97.39(8) . . ? N5 Fe2 N8 169.85(8) . . ? O1 Fe2 N7 166.28(8) . . ? O2 Fe2 N7 100.07(8) . . ? N5 Fe2 N7 96.15(8) . . ? N8 Fe2 N7 76.49(8) . . ? O1 Fe2 N6 99.57(8) . . ? O2 Fe2 N6 166.84(8) . . ? N5 Fe2 N6 76.51(8) . . ? N8 Fe2 N6 95.65(8) . . ? N7 Fe2 N6 84.71(8) . . ? Fe1 O1 Fe2 101.68(8) . . ? Fe1 O1 H1 128.1(16) . . ? Fe2 O1 H1 129.0(17) . . ? Fe1 O2 Fe2 100.82(8) . . ? Fe1 O2 H2 128(2) . . ? Fe2 O2 H2 132(2) . . ? C3 O3 C23 124.5(3) . . ? C18 O4 C26 121.0(2) . . ? C33 O5 C53 120.1(3) . . ? C48 O6 C56 117.1(2) . . ? C1 N1 C5 118.4(2) . . ? C1 N1 Fe1 125.24(18) . . ? C5 N1 Fe1 116.34(17) . . ? C6 N2 C7 110.7(2) . . ? C6 N2 C10 108.3(2) . . ? C7 N2 C10 104.25(19) . . ? C6 N2 Fe1 107.53(15) . . ? C7 N2 Fe1 117.93(16) . . ? C10 N2 Fe1 107.78(15) . . ? C15 N3 C14 109.40(19) . . ? C15 N3 C11 109.23(19) . . ? C14 N3 C11 103.35(19) . . ? C15 N3 Fe1 107.39(14) . . ? C14 N3 Fe1 119.88(15) . . ? C11 N3 Fe1 107.21(15) . . ? C20 N4 C16 118.5(2) . . ? C20 N4 Fe1 125.57(17) . . ? C16 N4 Fe1 115.36(16) . . ? C31 N5 C35 118.3(2) . . ? C31 N5 Fe2 125.02(17) . . ? C35 N5 Fe2 116.15(17) . . ? C36 N6 C37 109.8(2) . . ? C36 N6 C40 109.08(19) . . ? C37 N6 C40 103.63(19) . . ? C36 N6 Fe2 108.34(15) . . ? C37 N6 Fe2 119.03(16) . . ? C40 N6 Fe2 106.53(15) . . ? C44 N7 C45 110.2(2) . . ? C44 N7 C41 103.97(19) . . ? C45 N7 C41 108.9(2) . . ? C44 N7 Fe2 119.02(16) . . ? C45 N7 Fe2 107.82(14) . . ? C41 N7 Fe2 106.52(15) . . ? C50 N8 C46 119.0(2) . . ? C50 N8 Fe2 124.55(17) . . ? C46 N8 Fe2 116.41(17) . . ? N1 C1 C2 124.8(3) . . ? N1 C1 H1A 117.6 . . ? C2 C1 H1A 117.6 . . ? C1 C2 C3 116.1(3) . . ? C1 C2 C21 117.6(3) . . ? C3 C2 C21 126.1(3) . . ? O3 C3 C2 126.2(3) . . ? O3 C3 C4 113.4(3) . . ? C2 C3 C4 120.3(3) . . ? C5 C4 C3 118.2(3) . . ? C5 C4 C22 122.6(3) . . ? C3 C4 C22 119.2(3) . . ? N1 C5 C4 122.1(2) . . ? N1 C5 C6 114.1(2) . . ? C4 C5 C6 123.8(2) . . ? N2 C6 C5 109.8(2) . . ? N2 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? N2 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? N2 C7 C8 104.8(2) . . ? N2 C7 H7A 110.8 . . ? C8 C7 H7A 110.8 . . ? N2 C7 H7B 110.8 . . ? C8 C7 H7B 110.8 . . ? H7A C7 H7B 108.9 . . ? C9 C8 C7 103.9(2) . . ? C9 C8 H8A 111.0 . . ? C7 C8 H8A 111.0 . . ? C9 C8 H8B 111.0 . . ? C7 C8 H8B 111.0 . . ? H8A C8 H8B 109.0 . . ? C8 C9 C10 106.7(2) . . ? C8 C9 H9A 110.4 . . ? C10 C9 H9A 110.4 . . ? C8 C9 H9B 110.4 . . ? C10 C9 H9B 110.4 . . ? H9A C9 H9B 108.6 . . ? N2 C10 C11 110.9(2) . . ? N2 C10 C9 105.4(2) . . ? C11 C10 C9 111.6(2) . . ? N2 C10 H10 109.6 . . ? C11 C10 H10 109.6 . . ? C9 C10 H10 109.6 . . ? N3 C11 C10 110.0(2) . . ? N3 C11 C12 105.9(2) . . ? C10 C11 C12 110.9(2) . . ? N3 C11 H11 110.0 . . ? C10 C11 H11 110.0 . . ? C12 C11 H11 110.0 . . ? C13 C12 C11 106.1(2) . . ? C13 C12 H12A 110.5 . . ? C11 C12 H12A 110.5 . . ? C13 C12 H12B 110.5 . . ? C11 C12 H12B 110.5 . . ? H12A C12 H12B 108.7 . . ? C14 C13 C12 103.8(2) . . ? C14 C13 H13A 111.0 . . ? C12 C13 H13A 111.0 . . ? C14 C13 H13B 111.0 . . ? C12 C13 H13B 111.0 . . ? H13A C13 H13B 109.0 . . ? N3 C14 C13 104.9(2) . . ? N3 C14 H14A 110.8 . . ? C13 C14 H14A 110.8 . . ? N3 C14 H14B 110.8 . . ? C13 C14 H14B 110.8 . . ? H14A C14 H14B 108.8 . . ? N3 C15 C16 109.8(2) . . ? N3 C15 H15A 109.7 . . ? C16 C15 H15A 109.7 . . ? N3 C15 H15B 109.7 . . ? C16 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? N4 C16 C17 122.3(2) . . ? N4 C16 C15 115.2(2) . . ? C17 C16 C15 122.5(2) . . ? C16 C17 C18 117.9(2) . . ? C16 C17 C24 122.5(2) . . ? C18 C17 C24 119.7(2) . . ? O4 C18 C17 114.4(2) . . ? O4 C18 C19 124.9(2) . . ? C17 C18 C19 120.7(2) . . ? C20 C19 C18 115.9(2) . . ? C20 C19 C25 118.4(2) . . ? C18 C19 C25 125.6(2) . . ? N4 C20 C19 124.6(2) . . ? N4 C20 H20 117.7 . . ? C19 C20 H20 117.7 . . ? C2 C21 H21A 109.5 . . ? C2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C4 C22 H22A 109.5 . . ? C4 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C4 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O3 C23 H23A 109.5 . . ? O3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C17 C24 H24A 109.5 . . ? C17 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C17 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C19 C25 H25A 109.5 . . ? C19 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C19 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O4 C26 H26A 109.5 . . ? O4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? O4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N5 C31 C32 124.5(2) . . ? N5 C31 H31 117.7 . . ? C32 C31 H31 117.7 . . ? C31 C32 C33 115.9(2) . . ? C31 C32 C51 119.1(3) . . ? C33 C32 C51 124.9(3) . . ? O5 C33 C34 115.6(2) . . ? O5 C33 C32 123.3(3) . . ? C34 C33 C32 121.0(2) . . ? C35 C34 C33 117.8(2) . . ? C35 C34 C52 120.6(2) . . ? C33 C34 C52 121.6(2) . . ? N5 C35 C34 122.5(2) . . ? N5 C35 C36 115.1(2) . . ? C34 C35 C36 122.5(2) . . ? N6 C36 C35 110.1(2) . . ? N6 C36 H36A 109.6 . . ? C35 C36 H36A 109.6 . . ? N6 C36 H36B 109.6 . . ? C35 C36 H36B 109.6 . . ? H36A C36 H36B 108.2 . . ? N6 C37 C38 105.0(2) . . ? N6 C37 H37A 110.7 . . ? C38 C37 H37A 110.7 . . ? N6 C37 H37B 110.7 . . ? C38 C37 H37B 110.7 . . ? H37A C37 H37B 108.8 . . ? C37 C38 C39 104.4(2) . . ? C37 C38 H38A 110.9 . . ? C39 C38 H38A 110.9 . . ? C37 C38 H38B 110.9 . . ? C39 C38 H38B 110.9 . . ? H38A C38 H38B 108.9 . . ? C38 C39 C40 105.7(2) . . ? C38 C39 H39A 110.6 . . ? C40 C39 H39A 110.6 . . ? C38 C39 H39B 110.6 . . ? C40 C39 H39B 110.6 . . ? H39A C39 H39B 108.7 . . ? N6 C40 C41 111.0(2) . . ? N6 C40 C39 105.8(2) . . ? C41 C40 C39 110.8(2) . . ? N6 C40 H40 109.7 . . ? C41 C40 H40 109.7 . . ? C39 C40 H40 109.7 . . ? N7 C41 C40 110.7(2) . . ? N7 C41 C42 105.1(2) . . ? C40 C41 C42 111.6(2) . . ? N7 C41 H41 109.8 . . ? C40 C41 H41 109.8 . . ? C42 C41 H41 109.8 . . ? C43 C42 C41 106.3(2) . . ? C43 C42 H42A 110.5 . . ? C41 C42 H42A 110.5 . . ? C43 C42 H42B 110.5 . . ? C41 C42 H42B 110.5 . . ? H42A C42 H42B 108.7 . . ? C44 C43 C42 103.8(2) . . ? C44 C43 H43A 111.0 . . ? C42 C43 H43A 111.0 . . ? C44 C43 H43B 111.0 . . ? C42 C43 H43B 111.0 . . ? H43A C43 H43B 109.0 . . ? N7 C44 C43 105.0(2) . . ? N7 C44 H44A 110.8 . . ? C43 C44 H44A 110.8 . . ? N7 C44 H44B 110.8 . . ? C43 C44 H44B 110.8 . . ? H44A C44 H44B 108.8 . . ? N7 C45 C46 109.7(2) . . ? N7 C45 H45A 109.7 . . ? C46 C45 H45A 109.7 . . ? N7 C45 H45B 109.7 . . ? C46 C45 H45B 109.7 . . ? H45A C45 H45B 108.2 . . ? N8 C46 C47 122.9(2) . . ? N8 C46 C45 114.2(2) . . ? C47 C46 C45 123.0(2) . . ? C46 C47 C48 116.6(2) . . ? C46 C47 C54 122.6(3) . . ? C48 C47 C54 120.7(2) . . ? O6 C48 C49 121.5(3) . . ? O6 C48 C47 116.9(2) . . ? C49 C48 C47 121.6(2) . . ? C50 C49 C48 116.6(2) . . ? C50 C49 C55 119.7(2) . . ? C48 C49 C55 123.6(2) . . ? N8 C50 C49 123.3(2) . . ? N8 C50 H50 118.4 . . ? C49 C50 H50 118.4 . . ? C32 C51 H51A 109.5 . . ? C32 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C32 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C34 C52 H52A 109.5 . . ? C34 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C34 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? O5 C53 H53A 109.5 . . ? O5 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? O5 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C47 C54 H54A 109.5 . . ? C47 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C47 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C49 C55 H55A 109.5 . . ? C49 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C49 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? O6 C56 H56A 109.5 . . ? O6 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? O6 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? O13 Cl1 O11 110.57(13) . . ? O13 Cl1 O12 109.98(13) . . ? O11 Cl1 O12 110.33(13) . . ? O13 Cl1 O14 108.69(13) . . ? O11 Cl1 O14 108.79(12) . . ? O12 Cl1 O14 108.42(12) . . ? O21 Cl2 O22 109.82(17) . . ? O21 Cl2 O23 109.35(17) . . ? O22 Cl2 O23 109.11(14) . . ? O21 Cl2 O24 109.29(16) . . ? O22 Cl2 O24 109.67(14) . . ? O23 Cl2 O24 109.59(14) . . ? O33 Cl3 O32 110.16(17) . . ? O33 Cl3 O31 110.66(19) . . ? O32 Cl3 O31 109.82(17) . . ? O33 Cl3 O34 108.16(15) . . ? O32 Cl3 O34 110.15(16) . . ? O31 Cl3 O34 107.86(17) . . ? O42 Cl4 O43 115.6(5) . . ? O42 Cl4 O44 100.4(4) . . ? O43 Cl4 O44 107.2(5) . . ? O42 Cl4 O41 109.1(4) . . ? O43 Cl4 O41 109.6(4) . . ? O44 Cl4 O41 114.9(4) . . ? O42 Cl4A O43A 101.8(4) . . ? O42 Cl4A O44A 119.6(5) . . ? O43A Cl4A O44A 109.1(5) . . ? O42 Cl4A O41 110.0(4) . . ? O43A Cl4A O41 110.3(4) . . ? O44A Cl4A O41 106.0(4) . . ? N1S C1S C2S 178.6(4) . . ? 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 . . ? N2S C3S C4S 170(2) . . ? C3S C4S H4S1 109.5 . . ? C3S C4S H4S2 109.5 . . ? H4S1 C4S H4S2 109.5 . . ? C3S C4S H4S3 109.5 . . ? H4S1 C4S H4S3 109.5 . . ? H4S2 C4S H4S3 109.5 . . ? N2T C3T C4T 171(3) . . ? C3T C4T H4T1 109.5 . . ? C3T C4T H4T2 109.5 . . ? H4T1 C4T H4T2 109.5 . . ? C3T C4T H4T3 109.5 . . ? H4T1 C4T H4T3 109.5 . . ? H4T2 C4T H4T3 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 O14 0.808(17) 1.901(18) 2.699(3) 169(3) 4_457 O1 H1 O12 0.808(17) 2.62(3) 3.201(3) 130(3) 4_457 O1 H1 Cl1 0.808(17) 2.769(19) 3.5420(18) 161(3) 4_457 O2 H2 O34 0.820(17) 1.903(18) 2.716(3) 171(3) 3_646 O2 H2 Cl3 0.820(17) 2.895(19) 3.6827(19) 162(3) 3_646 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.57 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.639 _refine_diff_density_min -0.413 _refine_diff_density_rms 0.067 _database_code_depnum_ccdc_archive 'CCDC 964853'