Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_s92 _database_code_CSD 154652 _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Collinson, Simon R.' 'Gelbrich, Thomas' 'Hursthouse, M.' 'Tucker, J. H. R.' _publ_contact_author_name 'Dr J H R Tucker' _publ_contact_author_address ; Dr J H R Tucker Department of Chemistry University of Exeter Stocker Road EXETER EX4 4QD UK ; _publ_contact_author_email 'J.H.R.Tucker@exeter.ac.uk' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36.50 H40.50 Cl1.50 Fe N8 O7' _chemical_formula_weight 812.29 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' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.281(2) _cell_length_b 26.560(5) _cell_length_c 13.995(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.39(3) _cell_angle_gamma 90.00 _cell_volume 4001.5(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1692 _exptl_absorpt_coefficient_mu 0.533 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9486 _exptl_absorpt_correction_T_max 0.9636 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17508 _diffrn_reflns_av_R_equivalents 0.0840 _diffrn_reflns_av_sigmaI/netI 0.1124 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 24.00 _reflns_number_total 6173 _reflns_number_gt 3136 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0005P)^2^+10.0000P] 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 6173 _refine_ls_number_parameters 527 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.1679 _refine_ls_R_factor_gt 0.0841 _refine_ls_wR_factor_ref 0.1740 _refine_ls_wR_factor_gt 0.1566 _refine_ls_goodness_of_fit_ref 1.111 _refine_ls_restrained_S_all 1.133 _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 0.16383(8) 0.20608(5) 0.07793(6) 0.0660(4) Uani 1 1 d . . . O1 O -0.0901(4) 0.1059(2) 0.0751(4) 0.0828(16) Uani 1 1 d . . . O2 O -0.6999(4) 0.20785(18) -0.3036(3) 0.0590(13) Uani 1 1 d . . . N1 N -0.1779(4) 0.1814(2) 0.0177(4) 0.0529(15) Uani 1 1 d . . . H1 H -0.1631 0.2139 0.0173 0.063 Uiso 1 1 calc R . . N2 N -0.3741(4) 0.2054(2) -0.0737(3) 0.0432(13) Uani 1 1 d . . . N3 N -0.5684(4) 0.2372(2) -0.1583(3) 0.0406(13) Uani 1 1 d . . . H3 H -0.5490 0.2640 -0.1198 0.029(16) Uiso 1 1 calc R . . C1 C 0.0292(6) 0.1785(3) 0.1318(5) 0.0533(19) Uani 1 1 d . . . C2 C -0.0822(7) 0.1524(3) 0.0725(5) 0.060(2) Uani 1 1 d . . . C3 C -0.2978(6) 0.1657(3) -0.0387(4) 0.0464(17) Uani 1 1 d . . . C4 C -0.4919(5) 0.1947(3) -0.1291(4) 0.0429(16) Uani 1 1 d . . . C5 C -0.5357(6) 0.1460(3) -0.1500(5) 0.0526(18) Uani 1 1 d . . . H5 H -0.6185 0.1394 -0.1896 0.10(3) Uiso 1 1 calc R . . C6 C -0.4540(7) 0.1077(3) -0.1110(5) 0.066(2) Uani 1 1 d . . . H6 H -0.4813 0.0738 -0.1227 0.07(2) Uiso 1 1 calc R . . C7 C -0.3347(7) 0.1173(3) -0.0557(5) 0.0575(19) Uani 1 1 d . . . H7 H -0.2786 0.0905 -0.0296 0.08(2) Uiso 1 1 calc R . . C8 C -0.6693(5) 0.2406(3) -0.2402(4) 0.0419(16) Uani 1 1 d . . . C9 C -0.7379(5) 0.2902(3) -0.2482(4) 0.0515(18) Uani 1 1 d . . . H9A H -0.6953 0.3156 -0.2781 0.056(19) Uiso 1 1 calc R . . H9B H -0.7336 0.3018 -0.1801 0.047(16) Uiso 1 1 calc R . . C10 C -0.8735(6) 0.2873(3) -0.3109(5) 0.065(2) Uani 1 1 d . . . H10A H -0.9123 0.3204 -0.3127 0.08(2) Uiso 1 1 calc R . . H10B H -0.9169 0.2627 -0.2811 0.05(2) Uiso 1 1 calc R . . H10C H -0.8788 0.2768 -0.3792 0.053(18) Uiso 1 1 calc R . . O1' O 0.3340(4) 0.2929(2) 0.2892(3) 0.0930(19) Uani 1 1 d . . . O2' O 0.0928(5) 0.5683(3) 0.1204(4) 0.113(2) Uani 1 1 d . . . N1' N 0.1558(5) 0.3311(3) 0.1943(4) 0.0698(19) Uani 1 1 d . . . H1' H 0.0804 0.3249 0.1548 0.052(19) Uiso 1 1 calc R . . N2' N 0.0906(5) 0.4129(3) 0.1668(4) 0.0699(19) Uani 1 1 d . . . N3' N 0.0073(6) 0.4931(3) 0.1364(6) 0.092(3) Uani 1 1 d . . . H3' H -0.0647 0.4777 0.1248 0.10(3) Uiso 1 1 calc R . . C1' C 0.1666(6) 0.2408(4) 0.2068(5) 0.060(2) Uani 1 1 d . . . C2' C 0.2264(6) 0.2878(4) 0.2345(5) 0.070(2) Uani 1 1 d . . . C3' C 0.1861(7) 0.3818(4) 0.2069(5) 0.069(2) Uani 1 1 d . . . C4' C 0.1119(7) 0.4632(4) 0.1773(6) 0.078(3) Uani 1 1 d . . . C5' C 0.2279(8) 0.4833(5) 0.2273(6) 0.100(3) Uani 1 1 d . . . H5' H 0.2417 0.5185 0.2350 0.10(3) Uiso 1 1 calc R . . C6' C 0.3226(9) 0.4483(5) 0.2653(7) 0.103(3) Uani 1 1 d U . . H6' H 0.4041 0.4602 0.2976 0.124 Uiso 1 1 calc R . . C7' C 0.3032(7) 0.3993(5) 0.2582(6) 0.096(3) Uani 1 1 d . . . H7' H 0.3687 0.3764 0.2877 0.05(2) Uiso 1 1 calc R . . C8' C 0.0013(8) 0.5430(5) 0.1118(6) 0.088(3) Uani 1 1 d . . . C9' C -0.1310(8) 0.5632(3) 0.0731(7) 0.094(3) Uani 1 1 d . . . H9'1 H -0.1687 0.5516 0.0034 0.113 Uiso 1 1 calc R . . H9'2 H -0.1808 0.5493 0.1144 0.113 Uiso 1 1 calc R . . C10' C -0.1358(8) 0.6187(4) 0.0758(8) 0.133(4) Uani 1 1 d . . . H10D H -0.2223 0.6299 0.0500 0.199 Uiso 1 1 calc R . . H10E H -0.0878 0.6327 0.0341 0.199 Uiso 1 1 calc R . . H10F H -0.1005 0.6304 0.1449 0.199 Uiso 1 1 calc R . . C11 C 0.0420(5) 0.2308(3) 0.1481(4) 0.057(2) Uani 1 1 d . . . H11 H -0.0214 0.2553 0.1241 0.032(15) Uiso 1 1 calc R . . C12 C 0.2272(7) 0.1933(4) 0.2285(5) 0.085(3) Uani 1 1 d . . . H12 H 0.3105 0.1881 0.2686 0.07(2) Uiso 1 1 calc R . . C13 C 0.1448(7) 0.1563(4) 0.1817(5) 0.075(3) Uani 1 1 d . . . H13 H 0.1629 0.1214 0.1828 0.039(18) Uiso 1 1 calc R . . C14 C 0.1252(8) 0.2440(5) -0.0538(6) 0.080(3) Uani 1 1 d . . . H14 H 0.0610 0.2682 -0.0765 0.21(6) Uiso 1 1 calc R . . C15 C 0.2466(11) 0.2533(5) 0.0046(7) 0.095(3) Uani 1 1 d U . . H15 H 0.2794 0.2855 0.0280 0.15(4) Uiso 1 1 calc R . . C16 C 0.3106(8) 0.2095(6) 0.0231(6) 0.097(3) Uani 1 1 d U . . H16 H 0.3952 0.2058 0.0614 0.35(9) Uiso 1 1 calc R . . C17 C 0.2275(10) 0.1688(5) -0.0260(7) 0.102(3) Uani 1 1 d . . . H17 H 0.2453 0.1339 -0.0263 0.20(6) Uiso 1 1 calc R . . C18 C 0.1157(7) 0.1933(4) -0.0725(5) 0.074(3) Uani 1 1 d . . . H18 H 0.0425 0.1770 -0.1120 0.10(3) Uiso 1 1 calc R . . O3 O -0.1152(4) 0.30692(17) -0.0005(3) 0.0559(12) Uani 1 1 d . . . O4 O -0.5227(4) 0.32521(17) -0.0342(4) 0.0701(15) Uani 1 1 d . . . O5 O -0.2372(5) 0.4511(2) 0.1087(6) 0.126(3) Uani 1 1 d U . . N4 N -0.3219(5) 0.3189(2) -0.0257(3) 0.0476(14) Uani 1 1 d . . . H4 H -0.3379 0.2898 -0.0571 0.09(3) Uiso 1 1 calc R . . N5 N -0.1790(5) 0.3801(2) 0.0502(4) 0.0611(16) Uani 1 1 d . . . H5A H -0.1013 0.3902 0.0720 0.08(2) Uiso 1 1 calc R . . C19 C -0.1995(7) 0.3341(3) 0.0077(5) 0.0485(17) Uani 1 1 d . . . C20 C -0.4206(6) 0.3456(3) -0.0138(4) 0.0480(17) Uani 1 1 d . . . C21 C -0.4016(6) 0.3975(2) 0.0199(4) 0.0463(17) Uani 1 1 d . . . C22 C -0.2677(7) 0.4124(3) 0.0626(6) 0.073(2) Uani 1 1 d . . . C23 C -0.4678(6) 0.4069(3) 0.0995(5) 0.061(2) Uani 1 1 d . . . H23A H -0.4611 0.4430 0.1178 0.07(2) Uiso 1 1 calc R . . H23B H -0.5570 0.3987 0.0709 0.08(2) Uiso 1 1 calc R . . C24 C -0.4139(8) 0.3758(3) 0.1925(6) 0.104(3) Uani 1 1 d . . . H24A H -0.4592 0.3827 0.2408 0.156 Uiso 1 1 calc R . . H24B H -0.3261 0.3844 0.2222 0.156 Uiso 1 1 calc R . . H24C H -0.4213 0.3399 0.1749 0.156 Uiso 1 1 calc R . . C25 C -0.4664(13) 0.4329(3) -0.0676(7) 0.155(5) Uani 1 1 d . . . H25A H -0.5563 0.4327 -0.0744 0.186 Uiso 1 1 calc R . . H25B H -0.4360 0.4675 -0.0479 0.186 Uiso 1 1 calc R . . C26 C -0.4538(12) 0.4239(5) -0.1617(10) 0.171(5) Uiso 1 1 d . . . H26A H -0.5025 0.4487 -0.2092 0.257 Uiso 1 1 calc R . . H26B H -0.4841 0.3900 -0.1837 0.257 Uiso 1 1 calc R . . H26C H -0.3661 0.4266 -0.1585 0.257 Uiso 1 1 calc R . . Cl3 Cl 0.2063(5) 0.0282(2) -0.1555(4) 0.1233(19) Uani 0.50 1 d P . . Cl2 Cl 0.3541(4) 0.02647(19) 0.0484(4) 0.1053(16) Uani 0.50 1 d P . . Cl1 Cl 0.0952(4) 0.04997(18) 0.0012(4) 0.1031(15) Uani 0.50 1 d P . . C1S C 0.1985(11) 0.0143(5) -0.0388(10) 0.056(4) Uani 0.50 1 d PU . . H1S H 0.1778 -0.0222 -0.0357 0.068 Uiso 0.50 1 calc PR . . 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 0.0298(5) 0.1372(11) 0.0324(5) -0.0075(6) 0.0112(4) 0.0108(6) O1 0.063(3) 0.094(5) 0.092(4) 0.019(4) 0.023(3) 0.023(3) O2 0.055(3) 0.076(4) 0.044(3) -0.018(3) 0.010(2) -0.006(3) N1 0.039(3) 0.070(4) 0.051(3) 0.013(3) 0.016(3) 0.009(3) N2 0.038(3) 0.063(4) 0.034(3) 0.000(3) 0.019(2) -0.007(3) N3 0.033(3) 0.048(4) 0.040(3) -0.007(3) 0.010(2) -0.007(3) C1 0.044(4) 0.082(6) 0.040(4) 0.011(4) 0.021(3) 0.017(4) C2 0.062(5) 0.074(6) 0.052(4) 0.014(5) 0.028(4) 0.019(5) C3 0.041(4) 0.061(5) 0.045(4) 0.007(4) 0.024(3) 0.009(4) C4 0.042(4) 0.059(5) 0.032(3) -0.006(3) 0.018(3) -0.006(4) C5 0.050(4) 0.056(5) 0.057(4) -0.014(4) 0.023(4) -0.014(4) C6 0.078(6) 0.050(6) 0.074(5) -0.012(4) 0.028(5) -0.007(5) C7 0.064(5) 0.044(5) 0.065(5) -0.003(4) 0.020(4) 0.005(4) C8 0.039(4) 0.062(5) 0.033(4) -0.001(4) 0.024(3) -0.010(3) C9 0.044(4) 0.073(5) 0.037(4) -0.005(4) 0.011(3) -0.004(4) C10 0.044(4) 0.094(6) 0.047(4) -0.008(4) -0.003(3) 0.009(5) O1' 0.034(3) 0.178(6) 0.057(3) -0.023(4) -0.001(2) 0.012(3) O2' 0.080(4) 0.153(6) 0.116(5) 0.000(4) 0.046(4) -0.054(4) N1' 0.035(4) 0.129(7) 0.042(3) -0.008(4) 0.007(3) -0.010(4) N2' 0.041(4) 0.111(6) 0.061(4) -0.039(4) 0.020(3) -0.018(4) N3' 0.049(5) 0.093(6) 0.146(7) -0.070(5) 0.051(4) -0.032(5) C1' 0.037(4) 0.112(7) 0.031(4) -0.009(4) 0.010(3) 0.005(5) C2' 0.038(4) 0.145(9) 0.031(4) -0.008(5) 0.015(3) 0.015(6) C3' 0.042(5) 0.129(8) 0.038(4) -0.017(5) 0.014(4) -0.019(5) C4' 0.054(5) 0.119(8) 0.071(5) -0.049(6) 0.033(4) -0.031(6) C5' 0.065(6) 0.150(10) 0.093(7) -0.053(7) 0.037(5) -0.056(7) C6' 0.054(6) 0.159(9) 0.093(6) -0.017(7) 0.014(5) -0.049(7) C7' 0.040(5) 0.154(10) 0.083(6) 0.020(7) 0.004(4) -0.030(6) C8' 0.078(7) 0.120(9) 0.082(6) -0.053(6) 0.048(5) -0.034(7) C9' 0.091(7) 0.077(7) 0.131(8) -0.043(6) 0.060(6) -0.023(5) C10' 0.093(7) 0.137(10) 0.188(11) -0.063(9) 0.071(7) -0.035(7) C11 0.033(4) 0.111(7) 0.033(4) 0.014(4) 0.019(3) 0.017(4) C12 0.047(5) 0.177(10) 0.030(4) 0.002(5) 0.010(4) 0.038(6) C13 0.056(5) 0.126(8) 0.038(4) 0.007(5) 0.008(4) 0.049(5) C14 0.067(6) 0.131(9) 0.052(5) 0.006(6) 0.032(4) 0.004(7) C15 0.112(7) 0.127(8) 0.068(5) -0.021(6) 0.061(6) -0.043(7) C16 0.049(5) 0.194(10) 0.057(5) -0.008(7) 0.030(4) 0.002(6) C17 0.114(9) 0.141(10) 0.074(6) -0.015(6) 0.063(6) 0.036(8) C18 0.048(5) 0.141(9) 0.034(4) -0.019(5) 0.012(4) -0.012(6) O3 0.063(3) 0.055(3) 0.064(3) -0.003(2) 0.040(2) 0.000(3) O4 0.049(3) 0.054(3) 0.094(4) -0.020(3) 0.001(3) -0.003(2) O5 0.067(3) 0.097(5) 0.234(7) -0.099(5) 0.076(4) -0.036(3) N4 0.055(4) 0.043(4) 0.036(3) -0.004(3) 0.000(3) -0.005(3) N5 0.050(4) 0.051(4) 0.094(4) -0.023(4) 0.039(3) -0.020(3) C19 0.066(5) 0.044(5) 0.039(4) -0.002(4) 0.021(4) -0.014(4) C20 0.046(4) 0.051(5) 0.041(4) -0.004(3) 0.006(3) 0.001(4) C21 0.053(4) 0.034(4) 0.046(4) -0.003(3) 0.007(3) 0.001(3) C22 0.062(5) 0.059(5) 0.114(7) -0.037(5) 0.052(5) -0.023(4) C23 0.036(4) 0.055(5) 0.090(6) -0.017(4) 0.015(4) 0.006(3) C24 0.139(8) 0.110(8) 0.091(6) 0.027(6) 0.078(6) 0.050(6) C25 0.333(17) 0.063(7) 0.072(6) 0.014(5) 0.063(9) 0.014(8) Cl3 0.118(4) 0.133(5) 0.110(4) -0.010(3) 0.020(3) -0.022(3) Cl2 0.070(3) 0.109(4) 0.133(4) 0.040(3) 0.025(3) 0.000(3) Cl1 0.084(3) 0.095(4) 0.123(4) 0.000(3) 0.020(3) 0.014(3) C1S 0.055(6) 0.027(6) 0.078(7) 0.033(5) 0.007(5) 0.005(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 C1' 2.017(7) . ? Fe1 C15 2.017(9) . ? Fe1 C13 2.022(8) . ? Fe1 C11 2.023(6) . ? Fe1 C1 2.024(7) . ? Fe1 C16 2.024(8) . ? Fe1 C14 2.031(8) . ? Fe1 C18 2.039(7) . ? Fe1 C12 2.041(7) . ? Fe1 C17 2.058(8) . ? O1 C2 1.239(8) . ? O2 C8 1.217(7) . ? N1 C2 1.360(8) . ? N1 C3 1.410(7) . ? N1 H1 0.8800 . ? N2 C4 1.354(7) . ? N2 C3 1.359(7) . ? N3 C8 1.356(7) . ? N3 C4 1.406(7) . ? N3 H3 0.8800 . ? C1 C11 1.410(9) . ? C1 C13 1.410(9) . ? C1 C2 1.458(10) . ? C3 C7 1.350(9) . ? C4 C5 1.383(8) . ? C5 C6 1.370(9) . ? C5 H5 0.9500 . ? C6 C7 1.361(9) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.514(8) . ? C9 C10 1.521(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? O1' C2' 1.234(7) . ? O2' C8' 1.207(9) . ? N1' C3' 1.387(9) . ? N1' C2' 1.418(10) . ? N1' H1' 0.8800 . ? N2' C3' 1.340(9) . ? N2' C4' 1.357(10) . ? N3' C8' 1.366(11) . ? N3' C4' 1.396(10) . ? N3' H3' 0.8800 . ? C1' C2' 1.417(10) . ? C1' C12 1.422(10) . ? C1' C11 1.425(9) . ? C3' C7' 1.382(10) . ? C4' C5' 1.392(10) . ? C5' C6' 1.396(13) . ? C5' H5' 0.9500 . ? C6' C7' 1.318(12) . ? C6' H6' 0.9500 . ? C7' H7' 0.9500 . ? C8' C9' 1.524(11) . ? C9' C10' 1.476(11) . ? C9' H9'1 0.9900 . ? C9' H9'2 0.9900 . ? C10' H10D 0.9800 . ? C10' H10E 0.9800 . ? C10' H10F 0.9800 . ? C11 H11 0.9500 . ? C12 C13 1.377(11) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C18 1.369(11) . ? C14 C15 1.391(11) . ? C14 H14 0.9500 . ? C15 C16 1.353(12) . ? C15 H15 0.9500 . ? C16 C17 1.461(13) . ? C16 H16 0.9500 . ? C17 C18 1.395(11) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? O3 C19 1.226(7) . ? O4 C20 1.227(7) . ? O5 C22 1.208(8) . ? N4 C20 1.372(8) . ? N4 C19 1.379(8) . ? N4 H4 0.8800 . ? N5 C19 1.348(8) . ? N5 C22 1.368(8) . ? N5 H5A 0.8800 . ? C20 C21 1.453(8) . ? C21 C22 1.501(9) . ? C21 C23 1.536(8) . ? C21 C25 1.544(10) . ? C23 C24 1.508(9) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.386(13) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? Cl3 C1S 1.703(14) . ? Cl2 C1S 1.842(12) . ? Cl1 C1S 1.720(14) . ? C1S H1S 1.0000 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1' Fe1 C15 106.5(4) . . ? C1' Fe1 C13 68.5(4) . . ? C15 Fe1 C13 159.5(4) . . ? C1' Fe1 C11 41.3(2) . . ? C15 Fe1 C11 122.0(4) . . ? C13 Fe1 C11 68.3(3) . . ? C1' Fe1 C1 69.2(3) . . ? C15 Fe1 C1 158.0(4) . . ? C13 Fe1 C1 40.8(3) . . ? C11 Fe1 C1 40.8(3) . . ? C1' Fe1 C16 121.5(4) . . ? C15 Fe1 C16 39.1(4) . . ? C13 Fe1 C16 125.2(4) . . ? C11 Fe1 C16 157.0(5) . . ? C1 Fe1 C16 161.3(5) . . ? C1' Fe1 C14 121.8(4) . . ? C15 Fe1 C14 40.2(3) . . ? C13 Fe1 C14 159.4(4) . . ? C11 Fe1 C14 106.7(3) . . ? C1 Fe1 C14 122.5(3) . . ? C16 Fe1 C14 67.1(4) . . ? C1' Fe1 C18 158.0(4) . . ? C15 Fe1 C18 66.4(4) . . ? C13 Fe1 C18 125.5(4) . . ? C11 Fe1 C18 123.0(3) . . ? C1 Fe1 C18 109.0(3) . . ? C16 Fe1 C18 67.1(3) . . ? C14 Fe1 C18 39.3(3) . . ? C1' Fe1 C12 41.0(3) . . ? C15 Fe1 C12 123.8(4) . . ? C13 Fe1 C12 39.6(3) . . ? C11 Fe1 C12 68.4(3) . . ? C1 Fe1 C12 68.0(3) . . ? C16 Fe1 C12 109.0(3) . . ? C14 Fe1 C12 159.0(5) . . ? C18 Fe1 C12 160.3(4) . . ? C1' Fe1 C17 159.4(4) . . ? C15 Fe1 C17 68.1(5) . . ? C13 Fe1 C17 109.1(4) . . ? C11 Fe1 C17 158.5(4) . . ? C1 Fe1 C17 123.2(4) . . ? C16 Fe1 C17 41.9(4) . . ? C14 Fe1 C17 67.8(4) . . ? C18 Fe1 C17 39.8(3) . . ? C12 Fe1 C17 124.2(4) . . ? C2 N1 C3 127.9(6) . . ? C2 N1 H1 116.1 . . ? C3 N1 H1 116.1 . . ? C4 N2 C3 116.8(6) . . ? C8 N3 C4 125.9(5) . . ? C8 N3 H3 117.0 . . ? C4 N3 H3 117.0 . . ? C11 C1 C13 107.2(7) . . ? C11 C1 C2 126.2(6) . . ? C13 C1 C2 126.6(8) . . ? C11 C1 Fe1 69.5(4) . . ? C13 C1 Fe1 69.5(4) . . ? C2 C1 Fe1 125.1(5) . . ? O1 C2 N1 122.0(7) . . ? O1 C2 C1 120.9(7) . . ? N1 C2 C1 117.1(7) . . ? C7 C3 N2 123.2(6) . . ? C7 C3 N1 125.1(6) . . ? N2 C3 N1 111.8(6) . . ? N2 C4 C5 123.0(6) . . ? N2 C4 N3 114.1(6) . . ? C5 C4 N3 122.7(6) . . ? C6 C5 C4 117.0(6) . . ? C6 C5 H5 121.5 . . ? C4 C5 H5 121.5 . . ? C7 C6 C5 121.4(7) . . ? C7 C6 H6 119.3 . . ? C5 C6 H6 119.3 . . ? C3 C7 C6 118.6(7) . . ? C3 C7 H7 120.7 . . ? C6 C7 H7 120.7 . . ? O2 C8 N3 123.5(6) . . ? O2 C8 C9 122.7(5) . . ? N3 C8 C9 113.7(6) . . ? C8 C9 C10 113.7(6) . . ? C8 C9 H9A 108.8 . . ? C10 C9 H9A 108.8 . . ? C8 C9 H9B 108.8 . . ? C10 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C3' N1' C2' 130.5(7) . . ? C3' N1' H1' 114.7 . . ? C2' N1' H1' 114.7 . . ? C3' N2' C4' 117.8(7) . . ? C8' N3' C4' 128.9(8) . . ? C8' N3' H3' 115.6 . . ? C4' N3' H3' 115.6 . . ? C2' C1' C12 124.3(7) . . ? C2' C1' C11 128.9(8) . . ? C12 C1' C11 106.7(8) . . ? C2' C1' Fe1 121.7(5) . . ? C12 C1' Fe1 70.4(4) . . ? C11 C1' Fe1 69.6(4) . . ? O1' C2' C1' 124.5(8) . . ? O1' C2' N1' 119.3(9) . . ? C1' C2' N1' 116.2(6) . . ? N2' C3' C7' 122.3(10) . . ? N2' C3' N1' 114.1(7) . . ? C7' C3' N1' 123.6(9) . . ? N2' C4' C5' 122.8(10) . . ? N2' C4' N3' 114.5(7) . . ? C5' C4' N3' 122.7(10) . . ? C4' C5' C6' 115.7(11) . . ? C4' C5' H5' 122.2 . . ? C6' C5' H5' 122.2 . . ? C7' C6' C5' 122.5(9) . . ? C7' C6' H6' 118.7 . . ? C5' C6' H6' 118.7 . . ? C6' C7' C3' 118.8(10) . . ? C6' C7' H7' 120.6 . . ? C3' C7' H7' 120.6 . . ? O2' C8' N3' 122.6(10) . . ? O2' C8' C9' 123.9(11) . . ? N3' C8' C9' 113.6(8) . . ? C10' C9' C8' 112.4(8) . . ? C10' C9' H9'1 109.1 . . ? C8' C9' H9'1 109.1 . . ? C10' C9' H9'2 109.1 . . ? C8' C9' H9'2 109.1 . . ? H9'1 C9' H9'2 107.8 . . ? C9' C10' H10D 109.5 . . ? C9' C10' H10E 109.5 . . ? H10D C10' H10E 109.5 . . ? C9' C10' H10F 109.5 . . ? H10D C10' H10F 109.5 . . ? H10E C10' H10F 109.5 . . ? C1 C11 C1' 108.2(7) . . ? C1 C11 Fe1 69.7(4) . . ? C1' C11 Fe1 69.1(4) . . ? C1 C11 H11 125.9 . . ? C1' C11 H11 125.9 . . ? Fe1 C11 H11 126.8 . . ? C13 C12 C1' 108.5(7) . . ? C13 C12 Fe1 69.4(4) . . ? C1' C12 Fe1 68.6(4) . . ? C13 C12 H12 125.7 . . ? C1' C12 H12 125.7 . . ? Fe1 C12 H12 127.8 . . ? C12 C13 C1 109.3(8) . . ? C12 C13 Fe1 71.0(5) . . ? C1 C13 Fe1 69.7(4) . . ? C12 C13 H13 125.3 . . ? C1 C13 H13 125.3 . . ? Fe1 C13 H13 125.6 . . ? C18 C14 C15 107.1(9) . . ? C18 C14 Fe1 70.7(5) . . ? C15 C14 Fe1 69.4(5) . . ? C18 C14 H14 126.4 . . ? C15 C14 H14 126.4 . . ? Fe1 C14 H14 125.1 . . ? C16 C15 C14 109.5(10) . . ? C16 C15 Fe1 70.7(6) . . ? C14 C15 Fe1 70.4(5) . . ? C16 C15 H15 125.2 . . ? C14 C15 H15 125.2 . . ? Fe1 C15 H15 125.2 . . ? C15 C16 C17 108.4(9) . . ? C15 C16 Fe1 70.1(5) . . ? C17 C16 Fe1 70.3(5) . . ? C15 C16 H16 125.8 . . ? C17 C16 H16 125.8 . . ? Fe1 C16 H16 125.3 . . ? C18 C17 C16 103.8(10) . . ? C18 C17 Fe1 69.4(5) . . ? C16 C17 Fe1 67.8(5) . . ? C18 C17 H17 128.1 . . ? C16 C17 H17 128.1 . . ? Fe1 C17 H17 126.3 . . ? C14 C18 C17 111.2(9) . . ? C14 C18 Fe1 70.0(5) . . ? C17 C18 Fe1 70.8(4) . . ? C14 C18 H18 124.4 . . ? C17 C18 H18 124.4 . . ? Fe1 C18 H18 126.4 . . ? C20 N4 C19 125.0(6) . . ? C20 N4 H4 117.5 . . ? C19 N4 H4 117.5 . . ? C19 N5 C22 126.1(6) . . ? C19 N5 H5A 117.0 . . ? C22 N5 H5A 117.0 . . ? O3 C19 N5 122.6(6) . . ? O3 C19 N4 121.4(6) . . ? N5 C19 N4 116.0(7) . . ? O4 C20 N4 118.9(6) . . ? O4 C20 C21 122.1(6) . . ? N4 C20 C21 118.9(6) . . ? C20 C21 C22 114.4(6) . . ? C20 C21 C23 109.4(6) . . ? C22 C21 C23 108.5(5) . . ? C20 C21 C25 109.4(6) . . ? C22 C21 C25 109.7(7) . . ? C23 C21 C25 105.0(7) . . ? O5 C22 N5 119.9(7) . . ? O5 C22 C21 121.9(7) . . ? N5 C22 C21 118.1(7) . . ? C24 C23 C21 112.3(5) . . ? C24 C23 H23A 109.1 . . ? C21 C23 H23A 109.1 . . ? C24 C23 H23B 109.1 . . ? C21 C23 H23B 109.1 . . ? H23A C23 H23B 107.9 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C21 119.3(10) . . ? C26 C25 H25A 107.5 . . ? C21 C25 H25A 107.5 . . ? C26 C25 H25B 107.5 . . ? C21 C25 H25B 107.5 . . ? H25A C25 H25B 107.0 . . ? 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 . . ? Cl3 C1S Cl1 115.3(7) . . ? Cl3 C1S Cl2 106.6(7) . . ? Cl1 C1S Cl2 106.9(8) . . ? Cl3 C1S H1S 109.3 . . ? Cl1 C1S H1S 109.3 . . ? Cl2 C1S H1S 109.3 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1' H1' O3 0.88 2.64 3.494(7) 164.7 . N1 H1 O3 0.88 2.56 3.434(7) 174.2 . N3 H3 O4 0.88 1.99 2.865(7) 174.4 . N3' H3' O5 0.88 2.02 2.892(8) 171.5 . N4 H4 N2 0.88 2.28 3.105(8) 156.6 . N5 H5A N2' 0.88 2.26 3.116(8) 165.3 . _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.783 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.074