# Electronic Supplementary Material (ESI) for Dalton Transactions # 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_hs001a #TrackingRef 'Complex 1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C36 H36 Cl2 Fe N16 S2 ; _chemical_formula_sum 'C36 H36 Cl2 Fe N16 S2' _chemical_formula_weight 883.68 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n 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 10.151(2) _cell_length_b 16.530(3) _cell_length_c 12.110(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.50(3) _cell_angle_gamma 90.00 _cell_volume 1958.1(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3254 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 0.680 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.922 _exptl_absorpt_correction_T_max 0.934 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71071 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Australian synchrotron MX1' _diffrn_radiation_monochromator silicon _diffrn_measurement_device_type 'ADSC Quantum 210r' _diffrn_measurement_method 'scans in phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 24043 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0198 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3254 _reflns_number_gt 3062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Blu-Ice (McPhillips et al, 2002)' _computing_cell_refinement 'XDS (Kabsch, 1993)' _computing_data_reduction 'XDS (Kabsch, 1993)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-SEED _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The crystal was run on the Australian synchrotron in which we were restricted to one 360 degree phi scan and a resolution of 0.84 A. The asymmetric unit contains half the monomer and non H-atoms were refined anisotropically. All H-atoms were placed in calculated positions. ; _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^)+(0.0768P)^2^+11.3116P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3254 _refine_ls_number_parameters 261 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0645 _refine_ls_wR_factor_ref 0.1936 _refine_ls_wR_factor_gt 0.1923 _refine_ls_goodness_of_fit_ref 1.161 _refine_ls_restrained_S_all 1.161 _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 0.0000 0.0000 0.5000 0.0196(3) Uani 1 2 d S . . Cl1 Cl 0.26182(13) -0.21542(7) 0.09799(11) 0.0268(3) Uani 1 1 d . . . S1 S 0.29410(14) -0.23224(8) 0.48637(12) 0.0301(4) Uani 1 1 d . . . N1 N 0.1356(5) -0.0963(3) 0.5034(4) 0.0272(10) Uani 1 1 d . . . N2 N -0.0170(4) 0.0247(2) 0.3156(4) 0.0212(9) Uani 1 1 d . . . N3 N -0.1783(4) -0.0787(2) 0.4285(4) 0.0227(9) Uani 1 1 d . . . N4 N -0.0845(4) -0.1112(2) 0.2765(4) 0.0213(9) Uani 1 1 d . . . N5 N 0.0772(4) -0.1618(2) 0.1916(4) 0.0213(9) Uani 1 1 d . . . N6 N -0.0446(4) -0.2479(2) 0.2881(4) 0.0227(9) Uani 1 1 d . . . N7 N 0.1153(5) -0.3043(2) 0.1953(4) 0.0247(9) Uani 1 1 d . . . N8 N -0.0116(5) -0.3859(2) 0.2834(4) 0.0279(10) Uani 1 1 d . . . C1 C 0.2024(5) -0.1527(3) 0.4966(4) 0.0219(11) Uani 1 1 d . . . C2 C -0.0005(5) 0.0999(3) 0.2779(5) 0.0246(11) Uani 1 1 d . . . H2 H 0.0296 0.1416 0.3328 0.030 Uiso 1 1 calc R . . C3 C -0.0253(6) 0.1189(3) 0.1639(5) 0.0287(12) Uani 1 1 d . . . H3 H -0.0089 0.1721 0.1411 0.034 Uiso 1 1 calc R . . C4 C -0.0743(6) 0.0600(3) 0.0827(5) 0.0260(11) Uani 1 1 d . . . H4 H -0.0940 0.0722 0.0033 0.031 Uiso 1 1 calc R . . C5 C -0.0941(5) -0.0172(3) 0.1192(5) 0.0244(11) Uani 1 1 d . . . H5 H -0.1290 -0.0590 0.0655 0.029 Uiso 1 1 calc R . . C6 C -0.0620(5) -0.0321(3) 0.2356(4) 0.0205(10) Uani 1 1 d . . . C7 C -0.1919(5) -0.1202(3) 0.3302(5) 0.0222(11) Uani 1 1 d . . . C8 C -0.3085(5) -0.1637(3) 0.2776(5) 0.0278(12) Uani 1 1 d . . . H8 H -0.3149 -0.1918 0.2079 0.033 Uiso 1 1 calc R . . C9 C -0.4153(5) -0.1656(3) 0.3283(5) 0.0298(12) Uani 1 1 d . . . H9 H -0.4963 -0.1950 0.2942 0.036 Uiso 1 1 calc R . . C10 C -0.4022(6) -0.1235(3) 0.4305(5) 0.0295(12) Uani 1 1 d . . . H10 H -0.4740 -0.1235 0.4673 0.035 Uiso 1 1 calc R . . C11 C -0.2829(5) -0.0820(3) 0.4767(5) 0.0270(11) Uani 1 1 d . . . H11 H -0.2738 -0.0541 0.5469 0.032 Uiso 1 1 calc R . . C12 C -0.0145(5) -0.1774(3) 0.2506(4) 0.0199(10) Uani 1 1 d . . . C13 C 0.1367(5) -0.2290(3) 0.1712(4) 0.0230(11) Uani 1 1 d . . . C14 C 0.0201(5) -0.3106(3) 0.2553(4) 0.0226(10) Uani 1 1 d . . . C17 C -0.0956(6) -0.3977(3) 0.3620(5) 0.0337(13) Uani 1 1 d . . . H17A H -0.1367 -0.4524 0.3506 0.040 Uiso 1 1 calc R . . H17B H -0.1709 -0.3576 0.3450 0.040 Uiso 1 1 calc R . . C18 C -0.0131(7) -0.3884(4) 0.4861(6) 0.0414(15) Uani 1 1 d . . . H18A H 0.0662 -0.4246 0.5013 0.062 Uiso 1 1 calc R . . H18B H -0.0704 -0.4025 0.5368 0.062 Uiso 1 1 calc R . . H18C H 0.0181 -0.3323 0.5001 0.062 Uiso 1 1 calc R . . C15 C 0.0450(6) -0.4562(3) 0.2391(6) 0.0344(13) Uani 1 1 d . . . H15A H 0.0475 -0.4449 0.1594 0.041 Uiso 1 1 calc R . . H15B H -0.0165 -0.5030 0.2370 0.041 Uiso 1 1 calc R . . C16 C 0.1863(7) -0.4784(4) 0.3088(7) 0.0454(16) Uani 1 1 d . . . H16A H 0.2484 -0.4328 0.3098 0.068 Uiso 1 1 calc R . . H16B H 0.2184 -0.5257 0.2746 0.068 Uiso 1 1 calc R . . H16C H 0.1843 -0.4911 0.3873 0.068 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0298(6) 0.0088(5) 0.0192(6) -0.0015(3) 0.0048(4) -0.0014(4) Cl1 0.0336(7) 0.0192(6) 0.0277(8) 0.0032(5) 0.0086(5) 0.0027(5) S1 0.0306(7) 0.0267(7) 0.0304(8) 0.0006(5) 0.0038(6) 0.0073(5) N1 0.036(2) 0.021(2) 0.024(3) -0.0016(17) 0.0065(19) -0.001(2) N2 0.033(2) 0.0083(18) 0.022(2) 0.0012(15) 0.0061(18) -0.0019(16) N3 0.032(2) 0.0096(19) 0.025(2) -0.0004(16) 0.0044(18) -0.0009(16) N4 0.035(2) 0.0066(18) 0.020(2) -0.0016(15) 0.0046(17) -0.0006(16) N5 0.031(2) 0.0093(19) 0.021(2) -0.0009(15) 0.0027(17) -0.0001(16) N6 0.035(2) 0.0082(19) 0.023(2) 0.0002(15) 0.0035(18) 0.0009(16) N7 0.038(2) 0.013(2) 0.022(3) 0.0022(16) 0.0056(18) 0.0036(17) N8 0.041(3) 0.010(2) 0.034(3) -0.0015(17) 0.013(2) -0.0009(18) C1 0.026(2) 0.022(3) 0.015(3) 0.0006(19) 0.0011(19) -0.003(2) C2 0.037(3) 0.010(2) 0.027(3) 0.0009(19) 0.008(2) 0.000(2) C3 0.044(3) 0.012(2) 0.033(3) 0.004(2) 0.016(2) 0.001(2) C4 0.041(3) 0.015(2) 0.023(3) 0.007(2) 0.012(2) 0.009(2) C5 0.037(3) 0.017(2) 0.019(3) -0.0002(19) 0.007(2) 0.003(2) C6 0.033(3) 0.005(2) 0.024(3) 0.0028(18) 0.008(2) 0.0024(18) C7 0.033(3) 0.005(2) 0.027(3) 0.0033(18) 0.005(2) 0.0002(18) C8 0.037(3) 0.014(2) 0.027(3) 0.003(2) -0.002(2) 0.002(2) C9 0.031(3) 0.017(2) 0.037(3) 0.010(2) 0.001(2) -0.003(2) C10 0.035(3) 0.021(3) 0.033(3) 0.011(2) 0.009(2) 0.000(2) C11 0.035(3) 0.022(3) 0.024(3) 0.002(2) 0.009(2) -0.001(2) C12 0.029(2) 0.012(2) 0.015(3) -0.0019(17) -0.0015(19) -0.0018(18) C13 0.031(3) 0.016(2) 0.018(3) 0.0020(18) 0.000(2) 0.0002(19) C14 0.034(3) 0.014(2) 0.019(3) 0.0005(18) 0.006(2) -0.001(2) C17 0.045(3) 0.012(2) 0.049(4) 0.005(2) 0.021(3) -0.003(2) C18 0.059(4) 0.025(3) 0.049(4) 0.007(3) 0.030(3) 0.006(3) C15 0.050(3) 0.014(3) 0.042(4) -0.004(2) 0.018(3) -0.001(2) C16 0.048(4) 0.031(3) 0.063(5) 0.015(3) 0.024(3) 0.009(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N1 2.097(4) 3_556 ? Fe1 N1 2.097(4) . ? Fe1 N3 2.210(4) . ? Fe1 N3 2.210(4) 3_556 ? Fe1 N2 2.231(4) . ? Fe1 N2 2.231(4) 3_556 ? Cl1 C13 1.747(5) . ? S1 C1 1.635(5) . ? N1 C1 1.169(7) . ? N2 C6 1.339(6) . ? N2 C2 1.350(6) . ? N3 C11 1.342(7) . ? N3 C7 1.347(7) . ? N4 C12 1.386(6) . ? N4 C7 1.419(7) . ? N4 C6 1.438(6) . ? N5 C13 1.319(6) . ? N5 C12 1.341(7) . ? N6 C12 1.316(6) . ? N6 C14 1.343(6) . ? N7 C13 1.309(6) . ? N7 C14 1.360(7) . ? N8 C14 1.351(6) . ? N8 C17 1.451(7) . ? N8 C15 1.461(7) . ? C2 C3 1.371(8) . ? C2 H2 0.9500 . ? C3 C4 1.379(8) . ? C3 H3 0.9500 . ? C4 C5 1.383(7) . ? C4 H4 0.9500 . ? C5 C6 1.381(8) . ? C5 H5 0.9500 . ? C7 C8 1.387(7) . ? C8 C9 1.382(8) . ? C8 H8 0.9500 . ? C9 C10 1.395(8) . ? C9 H9 0.9500 . ? C10 C11 1.374(8) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C17 C18 1.520(10) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C15 C16 1.503(9) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 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 N1 Fe1 N1 180.000(1) 3_556 . ? N1 Fe1 N3 88.55(16) 3_556 . ? N1 Fe1 N3 91.45(16) . . ? N1 Fe1 N3 91.45(16) 3_556 3_556 ? N1 Fe1 N3 88.55(16) . 3_556 ? N3 Fe1 N3 180.00(16) . 3_556 ? N1 Fe1 N2 88.09(16) 3_556 . ? N1 Fe1 N2 91.91(16) . . ? N3 Fe1 N2 83.07(16) . . ? N3 Fe1 N2 96.93(16) 3_556 . ? N1 Fe1 N2 91.91(16) 3_556 3_556 ? N1 Fe1 N2 88.09(16) . 3_556 ? N3 Fe1 N2 96.93(16) . 3_556 ? N3 Fe1 N2 83.07(16) 3_556 3_556 ? N2 Fe1 N2 180.000(1) . 3_556 ? C1 N1 Fe1 173.8(4) . . ? C6 N2 C2 116.7(4) . . ? C6 N2 Fe1 121.0(3) . . ? C2 N2 Fe1 121.6(3) . . ? C11 N3 C7 117.2(4) . . ? C11 N3 Fe1 120.9(3) . . ? C7 N3 Fe1 121.7(3) . . ? C12 N4 C7 121.7(4) . . ? C12 N4 C6 120.1(4) . . ? C7 N4 C6 117.7(4) . . ? C13 N5 C12 110.8(4) . . ? C12 N6 C14 113.9(4) . . ? C13 N7 C14 112.1(4) . . ? C14 N8 C17 120.7(4) . . ? C14 N8 C15 119.8(5) . . ? C17 N8 C15 119.5(4) . . ? N1 C1 S1 179.3(5) . . ? N2 C2 C3 123.1(5) . . ? N2 C2 H2 118.5 . . ? C3 C2 H2 118.5 . . ? C2 C3 C4 119.4(5) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C3 C4 C5 118.6(5) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C6 C5 C4 118.4(5) . . ? C6 C5 H5 120.8 . . ? C4 C5 H5 120.8 . . ? N2 C6 C5 123.7(4) . . ? N2 C6 N4 116.3(4) . . ? C5 C6 N4 119.8(4) . . ? N3 C7 C8 122.9(5) . . ? N3 C7 N4 116.2(4) . . ? C8 C7 N4 120.6(5) . . ? C9 C8 C7 118.8(5) . . ? C9 C8 H8 120.6 . . ? C7 C8 H8 120.6 . . ? C8 C9 C10 118.9(5) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C11 C10 C9 118.3(5) . . ? C11 C10 H10 120.8 . . ? C9 C10 H10 120.8 . . ? N3 C11 C10 123.8(5) . . ? N3 C11 H11 118.1 . . ? C10 C11 H11 118.1 . . ? N6 C12 N5 127.8(4) . . ? N6 C12 N4 116.1(4) . . ? N5 C12 N4 116.1(4) . . ? N7 C13 N5 130.4(5) . . ? N7 C13 Cl1 114.9(4) . . ? N5 C13 Cl1 114.7(4) . . ? N6 C14 N8 118.0(5) . . ? N6 C14 N7 124.8(4) . . ? N8 C14 N7 117.2(4) . . ? N8 C17 C18 111.7(5) . . ? N8 C17 H17A 109.3 . . ? C18 C17 H17A 109.3 . . ? N8 C17 H17B 109.3 . . ? C18 C17 H17B 109.3 . . ? H17A C17 H17B 107.9 . . ? 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 . . ? N8 C15 C16 113.4(5) . . ? N8 C15 H15A 108.9 . . ? C16 C15 H15A 108.9 . . ? N8 C15 H15B 108.9 . . ? C16 C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.814 _refine_diff_density_min -0.734 _refine_diff_density_rms 0.119 _database_code_depnum_ccdc_archive 'CCDC 883899' ####################################################################### # # 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_hs003a2 #TrackingRef 'Complex 2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C36 H36 Cl2 Fe N16 Se2 ; _chemical_formula_sum 'C36 H36 Cl2 Fe N16 Se2' _chemical_formula_weight 977.48 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 '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 P21/n 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 10.3356(10) _cell_length_b 16.4665(16) _cell_length_c 12.1715(10) _cell_angle_alpha 90.00 _cell_angle_beta 104.658(3) _cell_angle_gamma 90.00 _cell_volume 2004.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1688 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 22.01 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 2.377 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.571 _exptl_absorpt_correction_T_max 0.788 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12951 _diffrn_reflns_av_R_equivalents 0.0732 _diffrn_reflns_av_sigmaI/netI 0.1154 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4591 _reflns_number_gt 2608 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex2 V2.0' _computing_cell_refinement 'Bruker Apex2 V2.0' _computing_data_reduction 'Bruker Apex2 V2.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-SEED _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The asymmetric unit contains half the monomer. All the non-hydrogen atoms are refined anisotropically. All hydrogen atoms are placed in calculated positions. ; _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^)+(0.0329P)^2^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4591 _refine_ls_number_parameters 261 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1216 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.1034 _refine_ls_wR_factor_gt 0.0844 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_restrained_S_all 0.971 _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 Se1 Se 0.80001(4) 0.26108(3) 0.48341(4) 0.03603(16) Uani 1 1 d . . . Fe1 Fe 0.5000 0.5000 0.5000 0.0249(2) Uani 1 2 d S . . Cl1 Cl 0.76188(10) 0.28514(7) 0.10106(9) 0.0335(3) Uani 1 1 d . . . N1 N 0.6328(3) 0.4025(2) 0.5012(3) 0.0313(9) Uani 1 1 d . . . N2 N 0.4849(3) 0.5260(2) 0.3177(3) 0.0247(8) Uani 1 1 d . . . N3 N 0.3249(3) 0.4216(2) 0.4291(3) 0.0257(8) Uani 1 1 d . . . N4 N 0.4193(3) 0.39056(19) 0.2774(3) 0.0209(8) Uani 1 1 d . . . N5 N 0.5796(3) 0.3390(2) 0.1932(3) 0.0220(8) Uani 1 1 d . . . N6 N 0.4572(3) 0.2524(2) 0.2881(3) 0.0226(8) Uani 1 1 d . . . N7 N 0.6159(3) 0.1957(2) 0.1954(3) 0.0251(8) Uani 1 1 d . . . N8 N 0.4910(3) 0.1145(2) 0.2834(3) 0.0292(9) Uani 1 1 d . . . C1 C 0.6995(4) 0.3475(3) 0.4958(3) 0.0280(10) Uani 1 1 d . . . C2 C 0.5010(4) 0.6008(3) 0.2804(4) 0.0311(11) Uani 1 1 d . . . H2 H 0.5311 0.6424 0.3349 0.037 Uiso 1 1 calc R . . C3 C 0.4764(4) 0.6206(3) 0.1672(4) 0.0341(11) Uani 1 1 d . . . H3 H 0.4922 0.6742 0.1448 0.041 Uiso 1 1 calc R . . C4 C 0.4289(4) 0.5623(3) 0.0873(4) 0.0334(11) Uani 1 1 d . . . H4 H 0.4098 0.5751 0.0087 0.040 Uiso 1 1 calc R . . C5 C 0.4092(4) 0.4848(3) 0.1221(3) 0.0283(11) Uani 1 1 d . . . H5 H 0.3753 0.4432 0.0685 0.034 Uiso 1 1 calc R . . C6 C 0.4405(4) 0.4692(2) 0.2384(3) 0.0224(9) Uani 1 1 d . . . C7 C 0.3115(4) 0.3813(2) 0.3311(4) 0.0240(10) Uani 1 1 d . . . C8 C 0.1977(4) 0.3394(3) 0.2785(4) 0.0293(11) Uani 1 1 d . . . H8 H 0.1919 0.3119 0.2088 0.035 Uiso 1 1 calc R . . C9 C 0.0921(4) 0.3378(3) 0.3288(4) 0.0331(11) Uani 1 1 d . . . H9 H 0.0120 0.3096 0.2940 0.040 Uiso 1 1 calc R . . C10 C 0.1049(4) 0.3780(3) 0.4304(4) 0.0332(11) Uani 1 1 d . . . H10 H 0.0344 0.3775 0.4676 0.040 Uiso 1 1 calc R . . C11 C 0.2214(4) 0.4185(3) 0.4764(4) 0.0328(11) Uani 1 1 d . . . H11 H 0.2293 0.4462 0.5462 0.039 Uiso 1 1 calc R . . C12 C 0.4868(4) 0.3235(3) 0.2520(3) 0.0224(9) Uani 1 1 d . . . C13 C 0.6368(4) 0.2713(3) 0.1725(3) 0.0233(10) Uani 1 1 d . . . C14 C 0.5213(4) 0.1894(3) 0.2558(3) 0.0266(10) Uani 1 1 d . . . C15 C 0.5525(5) 0.0429(3) 0.2442(4) 0.0445(13) Uani 1 1 d . . . H15A H 0.5551 0.0518 0.1644 0.053 Uiso 1 1 calc R . . H15B H 0.4949 -0.0049 0.2457 0.053 Uiso 1 1 calc R . . C16 C 0.6910(5) 0.0239(3) 0.3128(4) 0.0526(15) Uani 1 1 d . . . H16A H 0.6888 0.0109 0.3909 0.079 Uiso 1 1 calc R . . H16B H 0.7489 0.0710 0.3131 0.079 Uiso 1 1 calc R . . H16C H 0.7260 -0.0228 0.2794 0.079 Uiso 1 1 calc R . . C17 C 0.4040(5) 0.1017(3) 0.3600(4) 0.0417(13) Uani 1 1 d . . . H17A H 0.3658 0.0462 0.3484 0.050 Uiso 1 1 calc R . . H17B H 0.3290 0.1408 0.3411 0.050 Uiso 1 1 calc R . . C18 C 0.4784(5) 0.1120(3) 0.4830(4) 0.0569(15) Uani 1 1 d . . . H18A H 0.4190 0.0982 0.5316 0.085 Uiso 1 1 calc R . . H18B H 0.5080 0.1684 0.4966 0.085 Uiso 1 1 calc R . . H18C H 0.5564 0.0759 0.5006 0.085 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Se1 0.0314(2) 0.0390(3) 0.0352(3) -0.0022(2) 0.00377(19) 0.0091(2) Fe1 0.0300(5) 0.0220(5) 0.0240(5) -0.0020(4) 0.0090(4) -0.0006(4) Cl1 0.0361(6) 0.0320(7) 0.0367(7) 0.0042(5) 0.0172(5) 0.0026(5) N1 0.036(2) 0.028(2) 0.031(2) -0.0047(18) 0.0100(17) 0.0032(18) N2 0.034(2) 0.020(2) 0.022(2) -0.0030(17) 0.0108(16) -0.0012(16) N3 0.030(2) 0.025(2) 0.025(2) -0.0014(17) 0.0118(16) -0.0003(16) N4 0.0276(19) 0.017(2) 0.0194(19) -0.0023(15) 0.0088(15) -0.0007(15) N5 0.0278(19) 0.023(2) 0.0162(19) 0.0023(16) 0.0075(15) 0.0025(15) N6 0.0265(18) 0.017(2) 0.025(2) -0.0003(16) 0.0065(15) -0.0011(15) N7 0.031(2) 0.023(2) 0.022(2) -0.0004(17) 0.0074(15) -0.0016(16) N8 0.039(2) 0.018(2) 0.034(2) 0.0012(17) 0.0152(17) 0.0006(16) C1 0.029(2) 0.036(3) 0.017(2) 0.001(2) 0.0033(19) -0.006(2) C2 0.041(3) 0.019(3) 0.036(3) -0.001(2) 0.015(2) -0.003(2) C3 0.045(3) 0.019(3) 0.044(3) 0.007(2) 0.022(2) 0.005(2) C4 0.047(3) 0.030(3) 0.028(3) 0.006(2) 0.017(2) 0.012(2) C5 0.037(3) 0.026(3) 0.024(3) -0.001(2) 0.011(2) 0.0039(19) C6 0.029(2) 0.018(2) 0.023(3) 0.000(2) 0.0115(19) 0.0034(18) C7 0.027(2) 0.018(2) 0.029(3) 0.004(2) 0.0097(19) 0.0029(18) C8 0.031(3) 0.028(3) 0.027(3) -0.002(2) 0.004(2) 0.001(2) C9 0.032(3) 0.025(3) 0.038(3) 0.005(2) 0.001(2) -0.004(2) C10 0.031(3) 0.037(3) 0.035(3) 0.011(2) 0.015(2) -0.001(2) C11 0.038(3) 0.032(3) 0.030(3) 0.001(2) 0.014(2) -0.001(2) C12 0.025(2) 0.025(3) 0.014(2) -0.0001(19) -0.0031(17) -0.0041(18) C13 0.027(2) 0.027(3) 0.016(2) 0.0041(19) 0.0062(17) -0.0054(19) C14 0.033(2) 0.023(3) 0.020(3) 0.003(2) -0.0005(19) -0.002(2) C15 0.056(3) 0.026(3) 0.057(3) 0.000(3) 0.024(3) -0.005(2) C16 0.053(3) 0.043(3) 0.069(4) 0.016(3) 0.030(3) 0.015(3) C17 0.048(3) 0.022(3) 0.066(4) 0.006(3) 0.035(3) -0.002(2) C18 0.082(4) 0.040(3) 0.063(4) 0.011(3) 0.044(3) 0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Se1 C1 1.791(5) . ? Fe1 N1 2.110(4) . ? Fe1 N1 2.110(4) 3_666 ? Fe1 N3 2.213(3) 3_666 ? Fe1 N3 2.213(3) . ? Fe1 N2 2.227(3) 3_666 ? Fe1 N2 2.227(3) . ? Cl1 C13 1.746(4) . ? N1 C1 1.150(5) . ? N2 C2 1.337(5) . ? N2 C6 1.339(5) . ? N3 C11 1.338(5) . ? N3 C7 1.341(5) . ? N4 C12 1.382(5) . ? N4 C6 1.415(5) . ? N4 C7 1.435(5) . ? N5 C13 1.316(5) . ? N5 C12 1.358(5) . ? N6 C12 1.314(5) . ? N6 C14 1.344(5) . ? N7 C13 1.305(5) . ? N7 C14 1.368(5) . ? N8 C14 1.336(5) . ? N8 C17 1.465(5) . ? N8 C15 1.475(5) . ? C2 C3 1.375(6) . ? C2 H2 0.9500 . ? C3 C4 1.366(6) . ? C3 H3 0.9500 . ? C4 C5 1.376(5) . ? C4 H4 0.9500 . ? C5 C6 1.394(5) . ? C5 H5 0.9500 . ? C7 C8 1.374(5) . ? C8 C9 1.381(6) . ? C8 H8 0.9500 . ? C9 C10 1.379(6) . ? C9 H9 0.9500 . ? C10 C11 1.366(5) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C15 C16 1.496(6) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.510(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 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 N1 Fe1 N1 180.000(1) . 3_666 ? N1 Fe1 N3 88.56(13) . 3_666 ? N1 Fe1 N3 91.44(13) 3_666 3_666 ? N1 Fe1 N3 91.44(13) . . ? N1 Fe1 N3 88.56(13) 3_666 . ? N3 Fe1 N3 180.0 3_666 . ? N1 Fe1 N2 88.01(13) . 3_666 ? N1 Fe1 N2 91.99(13) 3_666 3_666 ? N3 Fe1 N2 83.08(12) 3_666 3_666 ? N3 Fe1 N2 96.92(12) . 3_666 ? N1 Fe1 N2 91.99(13) . . ? N1 Fe1 N2 88.01(13) 3_666 . ? N3 Fe1 N2 96.92(12) 3_666 . ? N3 Fe1 N2 83.08(12) . . ? N2 Fe1 N2 180.0 3_666 . ? C1 N1 Fe1 175.6(4) . . ? C2 N2 C6 116.7(3) . . ? C2 N2 Fe1 122.1(3) . . ? C6 N2 Fe1 120.5(3) . . ? C11 N3 C7 116.7(4) . . ? C11 N3 Fe1 121.2(3) . . ? C7 N3 Fe1 121.7(3) . . ? C12 N4 C6 121.7(3) . . ? C12 N4 C7 120.7(3) . . ? C6 N4 C7 117.0(3) . . ? C13 N5 C12 110.7(3) . . ? C12 N6 C14 114.6(3) . . ? C13 N7 C14 111.5(3) . . ? C14 N8 C17 120.9(4) . . ? C14 N8 C15 120.6(4) . . ? C17 N8 C15 118.3(3) . . ? N1 C1 Se1 178.3(4) . . ? N2 C2 C3 123.4(4) . . ? N2 C2 H2 118.3 . . ? C3 C2 H2 118.3 . . ? C4 C3 C2 119.3(4) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 119.1(4) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C4 C5 C6 118.0(4) . . ? C4 C5 H5 121.0 . . ? C6 C5 H5 121.0 . . ? N2 C6 C5 123.5(4) . . ? N2 C6 N4 116.9(3) . . ? C5 C6 N4 119.6(4) . . ? N3 C7 C8 123.1(4) . . ? N3 C7 N4 115.8(4) . . ? C8 C7 N4 120.8(4) . . ? C7 C8 C9 118.8(4) . . ? C7 C8 H8 120.6 . . ? C9 C8 H8 120.6 . . ? C10 C9 C8 118.8(4) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C11 C10 C9 118.4(4) . . ? C11 C10 H10 120.8 . . ? C9 C10 H10 120.8 . . ? N3 C11 C10 124.0(4) . . ? N3 C11 H11 118.0 . . ? C10 C11 H11 118.0 . . ? N6 C12 N5 126.8(4) . . ? N6 C12 N4 117.6(4) . . ? N5 C12 N4 115.6(4) . . ? N7 C13 N5 131.3(4) . . ? N7 C13 Cl1 114.5(3) . . ? N5 C13 Cl1 114.2(3) . . ? N8 C14 N6 118.4(4) . . ? N8 C14 N7 116.8(4) . . ? N6 C14 N7 124.8(4) . . ? N8 C15 C16 114.6(4) . . ? N8 C15 H15A 108.6 . . ? C16 C15 H15A 108.6 . . ? N8 C15 H15B 108.6 . . ? C16 C15 H15B 108.6 . . ? H15A C15 H15B 107.6 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N8 C17 C18 112.0(4) . . ? N8 C17 H17A 109.2 . . ? C18 C17 H17A 109.2 . . ? N8 C17 H17B 109.2 . . ? C18 C17 H17B 109.2 . . ? H17A C17 H17B 107.9 . . ? 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 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.597 _refine_diff_density_min -0.584 _refine_diff_density_rms 0.100 _database_code_depnum_ccdc_archive 'CCDC 883900' ####################################################################### # # 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_hs73m #TrackingRef 'Complex 3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C36 H42 B2 Cl2 Fe N16 ; _chemical_formula_sum 'C36 H42 B2 Cl2 Fe N16' _chemical_formula_weight 847.23 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' B B 0.0013 0.0007 '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' 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 P21/n 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 10.664(2) _cell_length_b 16.148(3) _cell_length_c 11.932(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.77(3) _cell_angle_gamma 90.00 _cell_volume 2011.5(7) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 4022 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 26.56 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.558 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.946 _exptl_absorpt_correction_T_max 0.972 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.708457 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Australia synchrotron MX1' _diffrn_radiation_monochromator silicon _diffrn_measurement_device_type 'ADSC Quantum 210r' _diffrn_measurement_method 'scans in phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14356 _diffrn_reflns_av_R_equivalents 0.0667 _diffrn_reflns_av_sigmaI/netI 0.0491 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 26.56 _reflns_number_total 4022 _reflns_number_gt 3081 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Blu-Ice (McPhillips et al, 2002)' _computing_cell_refinement 'XDS (Kabsch, 1993)' _computing_data_reduction 'XDS (Kabsch, 1993)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-SEED _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The crystal was run on the Australian synchrotron in which we were restricted to one phi scans only and a resolution of 0.84 A.The asymmetric unit contains half the monomer. All non H-atoms were refined anisotropically and all H-atoms were placed in calculated positions. The crystal was small and weakyl diffracting. ; _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^)+(0.1372P)^2^+12.4355P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4022 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1448 _refine_ls_R_factor_gt 0.1213 _refine_ls_wR_factor_ref 0.3176 _refine_ls_wR_factor_gt 0.2990 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 0.5000 1.0000 0.5000 0.0344(4) Uani 1 2 d S . . Cl1 Cl 0.2153(3) 0.80408(16) 0.9108(3) 0.0996(11) Uani 1 1 d . . . N1 N 0.3780(6) 0.9114(3) 0.5065(4) 0.0390(12) Uani 1 1 d . . . N2 N 0.5002(6) 1.0349(4) 0.6603(5) 0.0518(15) Uani 1 1 d . . . N3 N 0.6483(6) 0.9289(4) 0.5654(6) 0.0519(15) Uani 1 1 d . . . N4 N 0.5516(7) 0.9015(5) 0.7229(6) 0.065(2) Uani 1 1 d . . . N6 N 0.5002(7) 0.7627(5) 0.7053(6) 0.0641(19) Uani 1 1 d . . . N5 N 0.3934(8) 0.8531(5) 0.8108(6) 0.070(2) Uani 1 1 d . . . N7 N 0.3370(8) 0.7106(5) 0.7949(7) 0.076(2) Uani 1 1 d . . . N8 N 0.4359(9) 0.6255(5) 0.6865(8) 0.081(2) Uani 1 1 d . . . C1 C 0.2996(7) 0.8621(4) 0.5038(6) 0.0427(15) Uani 1 1 d . . . C2 C 0.4760(9) 1.1164(5) 0.6823(8) 0.067(3) Uani 1 1 d . . . H2 H 0.4612 1.1543 0.6202 0.080 Uiso 1 1 calc R . . C3 C 0.4723(14) 1.1457(7) 0.7896(10) 0.108(5) Uani 1 1 d . . . H3 H 0.4490 1.2016 0.7996 0.130 Uiso 1 1 calc R . . C4 C 0.5013(16) 1.0956(8) 0.8792(10) 0.126(6) Uani 1 1 d . . . H4 H 0.5023 1.1151 0.9544 0.151 Uiso 1 1 calc R . . C5 C 0.5306(15) 1.0123(8) 0.8592(9) 0.110(5) Uani 1 1 d . . . H5 H 0.5529 0.9753 0.9220 0.132 Uiso 1 1 calc R . . C6 C 0.5274(10) 0.9842(6) 0.7500(7) 0.072(3) Uani 1 1 d . . . C7 C 0.6532(9) 0.8877(5) 0.6652(9) 0.071(3) Uani 1 1 d . . . C8 C 0.7579(11) 0.8414(7) 0.7188(14) 0.114(5) Uani 1 1 d . . . H8 H 0.7586 0.8137 0.7891 0.136 Uiso 1 1 calc R . . C9 C 0.8599(12) 0.8374(7) 0.6660(17) 0.127(6) Uani 1 1 d . . . H9 H 0.9330 0.8060 0.7001 0.153 Uiso 1 1 calc R . . C10 C 0.8591(11) 0.8781(7) 0.5644(14) 0.106(5) Uani 1 1 d . . . H10 H 0.9302 0.8744 0.5279 0.127 Uiso 1 1 calc R . . C11 C 0.7524(9) 0.9244(5) 0.5165(10) 0.072(3) Uani 1 1 d . . . H11 H 0.7520 0.9539 0.4476 0.086 Uiso 1 1 calc R . . C12 C 0.4783(9) 0.8356(5) 0.7471(7) 0.061(2) Uani 1 1 d . . . C13 C 0.3300(10) 0.7863(6) 0.8286(8) 0.073(3) Uani 1 1 d . . . C14 C 0.4255(10) 0.7005(6) 0.7290(8) 0.068(2) Uani 1 1 d . . . C15 C 0.3522(13) 0.5546(6) 0.7004(13) 0.104(4) Uani 1 1 d . . . H15A H 0.2738 0.5762 0.7224 0.124 Uiso 1 1 calc R . . H15B H 0.3259 0.5266 0.6255 0.124 Uiso 1 1 calc R . . C16 C 0.410(2) 0.4934(8) 0.7846(18) 0.157(8) Uani 1 1 d . . . H16A H 0.4643 0.4562 0.7507 0.236 Uiso 1 1 calc R . . H16B H 0.3419 0.4612 0.8088 0.236 Uiso 1 1 calc R . . H16C H 0.4613 0.5214 0.8511 0.236 Uiso 1 1 calc R . . C17 C 0.5302(11) 0.6106(7) 0.6138(11) 0.091(4) Uani 1 1 d . . . H17A H 0.5318 0.6581 0.5618 0.109 Uiso 1 1 calc R . . H17B H 0.5064 0.5603 0.5666 0.109 Uiso 1 1 calc R . . C18 C 0.6591(16) 0.5993(11) 0.6893(18) 0.156(8) Uani 1 1 d . . . H18A H 0.7052 0.6522 0.6970 0.234 Uiso 1 1 calc R . . H18B H 0.7077 0.5581 0.6555 0.234 Uiso 1 1 calc R . . H18C H 0.6490 0.5804 0.7650 0.234 Uiso 1 1 calc R . . B1 B 0.1886(9) 0.7963(6) 0.5055(9) 0.061(2) Uani 1 1 d . . . H1A H 0.1607 0.7999 0.5787 0.091 Uiso 1 1 calc R . . H1B H 0.2209 0.7404 0.4962 0.091 Uiso 1 1 calc R . . H1C H 0.1160 0.8081 0.4427 0.091 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0483(7) 0.0269(6) 0.0330(6) 0.0005(5) 0.0202(5) -0.0016(5) Cl1 0.151(3) 0.0677(15) 0.105(2) 0.0011(14) 0.083(2) -0.0282(16) N1 0.056(3) 0.033(3) 0.034(3) -0.003(2) 0.025(2) -0.001(2) N2 0.072(4) 0.042(3) 0.049(3) -0.006(3) 0.032(3) -0.020(3) N3 0.055(4) 0.039(3) 0.065(4) 0.007(3) 0.020(3) -0.004(3) N4 0.069(4) 0.071(5) 0.049(4) 0.026(3) 0.004(3) -0.024(4) N6 0.068(4) 0.066(4) 0.060(4) 0.029(3) 0.017(3) -0.003(3) N5 0.101(6) 0.063(4) 0.052(4) 0.011(3) 0.031(4) -0.024(4) N7 0.093(6) 0.064(5) 0.080(5) 0.019(4) 0.042(4) -0.013(4) N8 0.094(6) 0.062(5) 0.103(6) 0.022(4) 0.056(5) 0.001(4) C1 0.057(4) 0.031(3) 0.046(4) -0.003(3) 0.023(3) 0.004(3) C2 0.100(7) 0.043(4) 0.075(5) -0.026(4) 0.058(5) -0.021(4) C3 0.174(12) 0.085(7) 0.097(8) -0.045(6) 0.102(9) -0.078(8) C4 0.226(17) 0.100(9) 0.075(7) -0.053(7) 0.081(9) -0.088(10) C5 0.173(13) 0.119(10) 0.048(5) 0.007(6) 0.042(6) -0.069(9) C6 0.106(7) 0.073(6) 0.044(4) -0.007(4) 0.030(4) -0.048(5) C7 0.064(5) 0.053(5) 0.092(7) 0.038(5) 0.009(5) -0.004(4) C8 0.069(7) 0.078(7) 0.185(14) 0.069(9) 0.004(8) 0.001(6) C9 0.070(7) 0.066(7) 0.241(19) 0.034(10) 0.020(9) 0.013(6) C10 0.069(6) 0.059(6) 0.197(15) 0.030(8) 0.046(8) 0.016(5) C11 0.065(5) 0.038(4) 0.124(8) 0.001(5) 0.046(5) 0.005(4) C12 0.079(6) 0.052(4) 0.050(4) 0.017(4) 0.010(4) -0.015(4) C13 0.092(7) 0.064(5) 0.071(6) 0.018(5) 0.040(5) -0.015(5) C14 0.085(6) 0.057(5) 0.068(5) 0.019(4) 0.031(5) 0.001(4) C15 0.125(10) 0.054(5) 0.158(12) 0.019(6) 0.091(9) 0.000(6) C16 0.205(18) 0.075(8) 0.24(2) 0.026(10) 0.154(18) 0.010(10) C17 0.096(8) 0.079(7) 0.114(9) 0.035(6) 0.061(7) 0.021(6) C18 0.137(14) 0.138(14) 0.22(2) 0.082(14) 0.094(14) 0.034(11) B1 0.060(5) 0.052(5) 0.073(6) -0.002(4) 0.020(5) -0.013(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N1 1.946(5) . ? Fe1 N1 1.946(5) 3_676 ? Fe1 N3 1.981(6) 3_676 ? Fe1 N3 1.981(6) . ? Fe1 N2 1.993(6) 3_676 ? Fe1 N2 1.993(6) . ? Cl1 C13 1.740(10) . ? N1 C1 1.150(8) . ? N2 C6 1.332(11) . ? N2 C2 1.377(10) . ? N3 C7 1.355(10) . ? N3 C11 1.357(10) . ? N4 C12 1.385(9) . ? N4 C6 1.411(12) . ? N4 C7 1.415(12) . ? N6 C12 1.318(11) . ? N6 C14 1.348(11) . ? N5 C13 1.313(10) . ? N5 C12 1.326(12) . ? N7 C13 1.293(12) . ? N7 C14 1.356(11) . ? N8 C14 1.326(12) . ? N8 C17 1.476(12) . ? N8 C15 1.483(12) . ? C1 B1 1.594(11) . ? C2 C3 1.372(12) . ? C2 H2 0.9500 . ? C3 C4 1.326(19) . ? C3 H3 0.9500 . ? C4 C5 1.412(19) . ? C4 H4 0.9500 . ? C5 C6 1.374(13) . ? C5 H5 0.9500 . ? C7 C8 1.386(13) . ? C8 C9 1.365(19) . ? C8 H8 0.9500 . ? C9 C10 1.38(2) . ? C9 H9 0.9500 . ? C10 C11 1.384(14) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C15 C16 1.45(2) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.49(2) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? B1 H1A 0.9800 . ? B1 H1B 0.9800 . ? B1 H1C 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 N1 Fe1 N1 180.0(3) . 3_676 ? N1 Fe1 N3 87.5(2) . 3_676 ? N1 Fe1 N3 92.5(2) 3_676 3_676 ? N1 Fe1 N3 92.5(2) . . ? N1 Fe1 N3 87.5(2) 3_676 . ? N3 Fe1 N3 180.000(1) 3_676 . ? N1 Fe1 N2 87.7(2) . 3_676 ? N1 Fe1 N2 92.3(2) 3_676 3_676 ? N3 Fe1 N2 86.6(3) 3_676 3_676 ? N3 Fe1 N2 93.4(3) . 3_676 ? N1 Fe1 N2 92.3(2) . . ? N1 Fe1 N2 87.7(2) 3_676 . ? N3 Fe1 N2 93.4(3) 3_676 . ? N3 Fe1 N2 86.6(3) . . ? N2 Fe1 N2 180.000(2) 3_676 . ? C1 N1 Fe1 174.8(6) . . ? C6 N2 C2 116.9(7) . . ? C6 N2 Fe1 123.7(6) . . ? C2 N2 Fe1 119.4(6) . . ? C7 N3 C11 117.6(8) . . ? C7 N3 Fe1 121.0(6) . . ? C11 N3 Fe1 121.2(6) . . ? C12 N4 C6 122.8(8) . . ? C12 N4 C7 120.1(8) . . ? C6 N4 C7 117.0(7) . . ? C12 N6 C14 115.4(8) . . ? C13 N5 C12 110.7(8) . . ? C13 N7 C14 112.7(7) . . ? C14 N8 C17 119.7(8) . . ? C14 N8 C15 124.3(8) . . ? C17 N8 C15 115.9(9) . . ? N1 C1 B1 176.9(7) . . ? C3 C2 N2 123.4(10) . . ? C3 C2 H2 118.3 . . ? N2 C2 H2 118.3 . . ? C4 C3 C2 119.7(11) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C5 117.9(9) . . ? C3 C4 H4 121.0 . . ? C5 C4 H4 121.0 . . ? C6 C5 C4 120.7(11) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? N2 C6 C5 121.2(10) . . ? N2 C6 N4 114.7(7) . . ? C5 C6 N4 124.0(9) . . ? N3 C7 C8 123.6(10) . . ? N3 C7 N4 117.0(7) . . ? C8 C7 N4 119.0(10) . . ? C9 C8 C7 117.0(12) . . ? C9 C8 H8 121.5 . . ? C7 C8 H8 121.5 . . ? C8 C9 C10 121.4(11) . . ? C8 C9 H9 119.3 . . ? C10 C9 H9 119.3 . . ? C9 C10 C11 118.6(11) . . ? C9 C10 H10 120.7 . . ? C11 C10 H10 120.7 . . ? N3 C11 C10 121.8(10) . . ? N3 C11 H11 119.1 . . ? C10 C11 H11 119.1 . . ? N6 C12 N5 127.0(7) . . ? N6 C12 N4 117.1(8) . . ? N5 C12 N4 115.9(8) . . ? N7 C13 N5 131.4(9) . . ? N7 C13 Cl1 115.1(6) . . ? N5 C13 Cl1 113.6(8) . . ? N8 C14 N6 120.0(8) . . ? N8 C14 N7 117.1(8) . . ? N6 C14 N7 122.9(9) . . ? C16 C15 N8 115.2(13) . . ? C16 C15 H15A 108.5 . . ? N8 C15 H15A 108.5 . . ? C16 C15 H15B 108.5 . . ? N8 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N8 C17 C18 108.6(11) . . ? N8 C17 H17A 110.0 . . ? C18 C17 H17A 110.0 . . ? N8 C17 H17B 110.0 . . ? C18 C17 H17B 110.0 . . ? H17A C17 H17B 108.3 . . ? 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 . . ? C1 B1 H1A 109.5 . . ? C1 B1 H1B 109.5 . . ? H1A B1 H1B 109.5 . . ? C1 B1 H1C 109.5 . . ? H1A B1 H1C 109.5 . . ? H1B B1 H1C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 26.56 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 1.246 _refine_diff_density_min -1.585 _refine_diff_density_rms 0.127 _database_code_depnum_ccdc_archive 'CCDC 883901' ####################################################################### # # 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_3sq #TrackingRef 'Complex 4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C48 H60 Fe N18 O4 S2 ; _chemical_formula_sum 'C48 H60 Fe N18 O4 S2' _chemical_formula_weight 1073.11 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 16.646(3) _cell_length_b 19.181(4) _cell_length_c 17.078(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5452.9(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 40224 _cell_measurement_theta_min 0.41 _cell_measurement_theta_max 28.7 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.307 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2256 _exptl_absorpt_coefficient_mu 0.413 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.862 _exptl_absorpt_correction_T_max 0.921 _exptl_absorpt_process_details SORTAV _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Nonius KappaCCD' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 37799 _diffrn_reflns_av_R_equivalents 0.1000 _diffrn_reflns_av_sigmaI/netI 0.0708 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.57 _reflns_number_total 6906 _reflns_number_gt 4418 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Hooft, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.238 0.250 63 18 ' ' 2 0.000 0.762 0.750 63 18 ' ' 3 0.500 0.738 0.250 63 18 ' ' 4 0.500 0.262 0.750 63 18 ' ' _platon_squeeze_details ; This could amount to a large number of partially occupied water, methanol or dichloromethane and so can not be specified ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The asymmetric unit contains half the monomer. All of the non-hydrogen atoms are refined anisotropically and all hydrogen atoms placed in calculated positions.There was diffuse electron density associated wih disordered solvent in the void above the crown moiety which could not be modelled appropriately. SQUEEZE was applied and the electron count of 4.5e per complex could correspond to combinations of partially occupied water, methanol or dichloromethane. Hence the moleculkar weight and formula remain for the complex only with no solvent. ; _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^)+(0.0871P)^2^+0.9542P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6906 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1108 _refine_ls_R_factor_gt 0.0648 _refine_ls_wR_factor_ref 0.1751 _refine_ls_wR_factor_gt 0.1567 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 0.5000 0.68606(2) 0.7500 0.02498(16) Uani 1 2 d S . . S1 S 0.64831(7) 0.49255(5) 0.64000(7) 0.0773(4) Uani 1 1 d . . . O1 O 0.57448(13) 1.13061(11) 0.61136(14) 0.0546(6) Uani 1 1 d . . . O28 O 0.32492(15) 1.14360(13) 0.74593(13) 0.0594(7) Uani 1 1 d . . . N1 N 0.58180(14) 0.61016(12) 0.71044(14) 0.0388(6) Uani 1 1 d . . . N2 N 0.44695(13) 0.68501(10) 0.63319(13) 0.0280(5) Uani 1 1 d . . . N3 N 0.57414(12) 0.77152(10) 0.69834(12) 0.0263(5) Uani 1 1 d . . . N4 N 0.46778(13) 0.80641(10) 0.61695(12) 0.0265(5) Uani 1 1 d . . . N5 N 0.33508(13) 0.83265(10) 0.59446(12) 0.0283(5) Uani 1 1 d . . . N6 N 0.42839(12) 0.92341(10) 0.62520(12) 0.0268(5) Uani 1 1 d . . . N7 N 0.28953(13) 0.95127(11) 0.60278(14) 0.0328(5) Uani 1 1 d . . . N8 N 0.20190(14) 0.86121(11) 0.57824(16) 0.0423(6) Uani 1 1 d . . . N9 N 0.38287(13) 1.03671(11) 0.62813(12) 0.0300(5) Uani 1 1 d . . . C1 C 0.60837(17) 0.56078(15) 0.68089(17) 0.0385(7) Uani 1 1 d . . . C2 C 0.64933(16) 0.77954(14) 0.72546(16) 0.0326(6) Uani 1 1 d . . . H2 H 0.6705 0.7446 0.7590 0.039 Uiso 1 1 calc R . . C3 C 0.69714(17) 0.83545(15) 0.70726(17) 0.0389(7) Uani 1 1 d . . . H3 H 0.7495 0.8400 0.7287 0.047 Uiso 1 1 calc R . . C4 C 0.66622(17) 0.88538(14) 0.65615(17) 0.0381(7) Uani 1 1 d . . . H4 H 0.6975 0.9250 0.6424 0.046 Uiso 1 1 calc R . . C5 C 0.59091(16) 0.87729(13) 0.62583(16) 0.0325(6) Uani 1 1 d . . . H5 H 0.5697 0.9106 0.5903 0.039 Uiso 1 1 calc R . . C6 C 0.54593(15) 0.81985(12) 0.64760(14) 0.0256(5) Uani 1 1 d . . . C7 C 0.45005(15) 0.73916(12) 0.58398(14) 0.0268(6) Uani 1 1 d . . . C8 C 0.43799(17) 0.73302(14) 0.50416(16) 0.0367(7) Uani 1 1 d . . . H8 H 0.4418 0.7726 0.4709 0.044 Uiso 1 1 calc R . . C9 C 0.42035(19) 0.66813(15) 0.47405(17) 0.0414(7) Uani 1 1 d . . . H9 H 0.4108 0.6625 0.4196 0.050 Uiso 1 1 calc R . . C10 C 0.41658(18) 0.61137(14) 0.52365(17) 0.0398(7) Uani 1 1 d . . . H10 H 0.4048 0.5662 0.5040 0.048 Uiso 1 1 calc R . . C11 C 0.43028(17) 0.62176(13) 0.60208(16) 0.0351(6) Uani 1 1 d . . . H11 H 0.4279 0.5827 0.6361 0.042 Uiso 1 1 calc R . . C12 C 0.40763(16) 0.85728(12) 0.61146(14) 0.0251(5) Uani 1 1 d . . . C13 C 0.27741(16) 0.88239(13) 0.59168(15) 0.0312(6) Uani 1 1 d . . . C14 C 0.36596(16) 0.96783(12) 0.61867(14) 0.0259(5) Uani 1 1 d . . . C15 C 0.18303(18) 0.78695(14) 0.56905(18) 0.0416(7) Uani 1 1 d . . . H15A H 0.1266 0.7787 0.5849 0.050 Uiso 1 1 calc R . . H15B H 0.2180 0.7593 0.6042 0.050 Uiso 1 1 calc R . . C16 C 0.1946(3) 0.76243(19) 0.4859(2) 0.0695(11) Uani 1 1 d . . . H16A H 0.1598 0.7894 0.4509 0.104 Uiso 1 1 calc R . . H16B H 0.1808 0.7129 0.4822 0.104 Uiso 1 1 calc R . . H16C H 0.2509 0.7691 0.4706 0.104 Uiso 1 1 calc R . . C17 C 0.1351(2) 0.91102(17) 0.5711(3) 0.0681(12) Uani 1 1 d . . . H17A H 0.0965 0.8933 0.5316 0.082 Uiso 1 1 calc R . . H17B H 0.1563 0.9561 0.5518 0.082 Uiso 1 1 calc R . . C18 C 0.0916(3) 0.9231(2) 0.6460(4) 0.1033(18) Uani 1 1 d . . . H18A H 0.0715 0.8786 0.6663 0.155 Uiso 1 1 calc R . . H18B H 0.0464 0.9548 0.6369 0.155 Uiso 1 1 calc R . . H18C H 0.1284 0.9440 0.6842 0.155 Uiso 1 1 calc R . . C19 C 0.31871(18) 1.08889(13) 0.62117(17) 0.0373(7) Uani 1 1 d . . . H19A H 0.2795 1.0730 0.5814 0.045 Uiso 1 1 calc R . . H19B H 0.3422 1.1333 0.6025 0.045 Uiso 1 1 calc R . . C20 C 0.27537(18) 1.10177(15) 0.69699(18) 0.0424(7) Uani 1 1 d . . . H20A H 0.2239 1.1259 0.6868 0.051 Uiso 1 1 calc R . . H20B H 0.2635 1.0569 0.7231 0.051 Uiso 1 1 calc R . . C21 C 0.3007(2) 1.1444(2) 0.8259(2) 0.0618(10) Uani 1 1 d . . . H21A H 0.2438 1.1298 0.8294 0.074 Uiso 1 1 calc R . . H21B H 0.3047 1.1926 0.8462 0.074 Uiso 1 1 calc R . . C22 C 0.46183(17) 1.06062(13) 0.65207(15) 0.0321(6) Uani 1 1 d . . . H22A H 0.4907 1.0218 0.6779 0.039 Uiso 1 1 calc R . . H22B H 0.4557 1.0986 0.6908 0.039 Uiso 1 1 calc R . . C23 C 0.51155(19) 1.08689(17) 0.58345(18) 0.0470(8) Uani 1 1 d . . . H23A H 0.5347 1.0468 0.5546 0.056 Uiso 1 1 calc R . . H23B H 0.4769 1.1134 0.5470 0.056 Uiso 1 1 calc R . . C24 C 0.6492(2) 1.0971(2) 0.6238(2) 0.0583(9) Uani 1 1 d . . . H24A H 0.6764 1.0885 0.5732 0.070 Uiso 1 1 calc R . . H24B H 0.6409 1.0518 0.6503 0.070 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0246(3) 0.0177(2) 0.0326(3) 0.000 0.0006(2) 0.000 S1 0.0723(7) 0.0679(6) 0.0918(7) -0.0481(6) -0.0237(6) 0.0361(5) O1 0.0419(13) 0.0382(12) 0.0837(17) 0.0222(11) -0.0165(12) -0.0158(10) O28 0.0476(15) 0.0731(17) 0.0576(15) -0.0208(12) -0.0003(11) -0.0096(13) N1 0.0380(14) 0.0321(13) 0.0463(14) -0.0015(11) 0.0022(11) 0.0095(11) N2 0.0292(12) 0.0183(10) 0.0367(11) -0.0013(9) -0.0019(9) -0.0026(9) N3 0.0237(11) 0.0228(10) 0.0325(11) -0.0023(9) 0.0004(9) 0.0006(9) N4 0.0245(11) 0.0179(10) 0.0370(12) -0.0019(8) -0.0025(10) -0.0005(9) N5 0.0279(12) 0.0216(10) 0.0355(12) 0.0015(9) -0.0053(10) -0.0034(9) N6 0.0291(12) 0.0178(10) 0.0334(11) -0.0011(8) -0.0035(9) -0.0019(9) N7 0.0282(13) 0.0212(11) 0.0490(13) 0.0013(10) -0.0052(11) -0.0010(9) N8 0.0281(13) 0.0273(12) 0.0714(17) 0.0013(11) -0.0148(12) -0.0042(10) N9 0.0297(13) 0.0204(10) 0.0398(12) -0.0012(9) -0.0036(10) -0.0010(9) C1 0.0310(16) 0.0390(16) 0.0456(17) -0.0065(13) -0.0082(13) 0.0091(13) C2 0.0251(14) 0.0350(15) 0.0378(14) -0.0008(12) -0.0008(12) 0.0003(12) C3 0.0261(15) 0.0446(17) 0.0460(17) -0.0084(14) -0.0009(13) -0.0067(13) C4 0.0346(16) 0.0270(14) 0.0526(18) -0.0026(13) 0.0060(14) -0.0113(12) C5 0.0285(15) 0.0231(13) 0.0459(16) 0.0022(11) 0.0003(12) -0.0022(11) C6 0.0255(14) 0.0190(12) 0.0323(13) -0.0034(10) 0.0020(11) -0.0004(10) C7 0.0243(14) 0.0182(12) 0.0378(14) -0.0026(10) -0.0025(11) -0.0009(10) C8 0.0453(18) 0.0270(14) 0.0378(15) 0.0019(12) -0.0032(13) -0.0032(12) C9 0.0512(19) 0.0348(15) 0.0382(16) -0.0069(13) -0.0028(14) -0.0050(14) C10 0.0485(19) 0.0244(14) 0.0464(17) -0.0098(12) -0.0010(14) -0.0037(13) C11 0.0444(17) 0.0177(12) 0.0432(15) -0.0013(11) -0.0001(13) -0.0059(12) C12 0.0293(14) 0.0193(12) 0.0267(12) 0.0000(10) -0.0028(11) -0.0013(10) C13 0.0308(15) 0.0264(13) 0.0364(14) 0.0035(11) -0.0062(12) -0.0019(11) C14 0.0312(15) 0.0200(12) 0.0267(12) 0.0018(10) -0.0020(11) -0.0017(11) C15 0.0352(17) 0.0305(14) 0.0590(19) 0.0012(14) -0.0098(14) -0.0114(13) C16 0.093(3) 0.058(2) 0.057(2) -0.0041(18) -0.016(2) -0.027(2) C17 0.0332(18) 0.0317(17) 0.139(4) 0.006(2) -0.031(2) -0.0021(14) C18 0.061(3) 0.063(3) 0.186(6) -0.033(3) 0.011(3) 0.019(2) C19 0.0417(17) 0.0211(13) 0.0492(17) -0.0010(12) -0.0090(14) 0.0057(12) C20 0.0341(16) 0.0366(16) 0.0564(19) -0.0090(14) -0.0063(14) 0.0054(13) C21 0.0388(19) 0.090(3) 0.057(2) -0.023(2) -0.0008(17) 0.0144(19) C22 0.0374(16) 0.0239(13) 0.0351(14) -0.0015(11) -0.0045(12) -0.0055(12) C23 0.047(2) 0.0466(18) 0.0476(18) 0.0086(14) -0.0056(14) -0.0181(15) C24 0.041(2) 0.069(2) 0.064(2) 0.0155(18) 0.0070(17) -0.0060(18) _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 N1 2.105(2) . ? Fe1 N1 2.105(2) 4_656 ? Fe1 N2 2.182(2) 4_656 ? Fe1 N2 2.182(2) . ? Fe1 N3 2.234(2) . ? Fe1 N3 2.234(2) 4_656 ? S1 C1 1.626(3) . ? O1 C24 1.416(4) . ? O1 C23 1.424(4) . ? O28 C20 1.422(4) . ? O28 C21 1.424(4) . ? N1 C1 1.161(3) . ? N2 C7 1.337(3) . ? N2 C11 1.353(3) . ? N3 C2 1.343(3) . ? N3 C6 1.353(3) . ? N4 C12 1.401(3) . ? N4 C6 1.426(3) . ? N4 C7 1.438(3) . ? N5 C12 1.329(3) . ? N5 C13 1.354(3) . ? N6 C12 1.336(3) . ? N6 C14 1.349(3) . ? N7 C14 1.339(3) . ? N7 C13 1.350(3) . ? N8 C13 1.341(3) . ? N8 C15 1.467(3) . ? N8 C17 1.472(4) . ? N9 C14 1.361(3) . ? N9 C22 1.451(3) . ? N9 C19 1.469(3) . ? C2 C3 1.371(4) . ? C2 H2 0.9500 . ? C3 C4 1.394(4) . ? C3 H3 0.9500 . ? C4 C5 1.365(4) . ? C4 H4 0.9500 . ? C5 C6 1.383(3) . ? C5 H5 0.9500 . ? C7 C8 1.383(4) . ? C8 C9 1.379(4) . ? C8 H8 0.9500 . ? C9 C10 1.381(4) . ? C9 H9 0.9500 . ? C10 C11 1.373(4) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C15 C16 1.509(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.488(7) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.503(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C24 1.503(5) 4_656 ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.521(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C21 1.503(5) 4_656 ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Fe1 N1 92.47(13) . 4_656 ? N1 Fe1 N2 91.45(9) . 4_656 ? N1 Fe1 N2 87.83(9) 4_656 4_656 ? N1 Fe1 N2 87.83(9) . . ? N1 Fe1 N2 91.45(9) 4_656 . ? N2 Fe1 N2 178.95(10) 4_656 . ? N1 Fe1 N3 91.34(9) . . ? N1 Fe1 N3 172.71(8) 4_656 . ? N2 Fe1 N3 98.29(8) 4_656 . ? N2 Fe1 N3 82.49(7) . . ? N1 Fe1 N3 172.71(8) . 4_656 ? N1 Fe1 N3 91.34(9) 4_656 4_656 ? N2 Fe1 N3 82.49(7) 4_656 4_656 ? N2 Fe1 N3 98.29(8) . 4_656 ? N3 Fe1 N3 85.56(10) . 4_656 ? C24 O1 C23 115.4(3) . . ? C20 O28 C21 113.9(3) . . ? C1 N1 Fe1 161.9(2) . . ? C7 N2 C11 117.2(2) . . ? C7 N2 Fe1 123.50(16) . . ? C11 N2 Fe1 116.76(17) . . ? C2 N3 C6 117.8(2) . . ? C2 N3 Fe1 117.56(17) . . ? C6 N3 Fe1 124.34(16) . . ? C12 N4 C6 123.41(19) . . ? C12 N4 C7 116.9(2) . . ? C6 N4 C7 119.6(2) . . ? C12 N5 C13 113.7(2) . . ? C12 N6 C14 112.7(2) . . ? C14 N7 C13 113.8(2) . . ? C13 N8 C15 120.9(2) . . ? C13 N8 C17 121.8(2) . . ? C15 N8 C17 117.4(2) . . ? C14 N9 C22 121.9(2) . . ? C14 N9 C19 120.1(2) . . ? C22 N9 C19 117.8(2) . . ? N1 C1 S1 178.3(3) . . ? N3 C2 C3 123.5(3) . . ? N3 C2 H2 118.2 . . ? C3 C2 H2 118.2 . . ? C2 C3 C4 117.7(3) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? C5 C4 C3 119.9(2) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 119.1(3) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? N3 C6 C5 122.0(2) . . ? N3 C6 N4 115.3(2) . . ? C5 C6 N4 122.6(2) . . ? N2 C7 C8 123.2(2) . . ? N2 C7 N4 117.3(2) . . ? C8 C7 N4 119.5(2) . . ? C9 C8 C7 118.4(2) . . ? C9 C8 H8 120.8 . . ? C7 C8 H8 120.8 . . ? C8 C9 C10 119.5(3) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 118.5(2) . . ? C11 C10 H10 120.8 . . ? C9 C10 H10 120.8 . . ? N2 C11 C10 123.2(2) . . ? N2 C11 H11 118.4 . . ? C10 C11 H11 118.4 . . ? N5 C12 N6 127.7(2) . . ? N5 C12 N4 114.6(2) . . ? N6 C12 N4 117.7(2) . . ? N8 C13 N7 117.4(2) . . ? N8 C13 N5 117.2(2) . . ? N7 C13 N5 125.4(2) . . ? N7 C14 N6 126.8(2) . . ? N7 C14 N9 116.8(2) . . ? N6 C14 N9 116.4(2) . . ? N8 C15 C16 112.1(3) . . ? N8 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? N8 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N8 C17 C18 113.4(4) . . ? N8 C17 H17A 108.9 . . ? C18 C17 H17A 108.9 . . ? N8 C17 H17B 108.9 . . ? C18 C17 H17B 108.9 . . ? H17A C17 H17B 107.7 . . ? 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 . . ? N9 C19 C20 113.0(2) . . ? N9 C19 H19A 109.0 . . ? C20 C19 H19A 109.0 . . ? N9 C19 H19B 109.0 . . ? C20 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? O28 C20 C19 108.7(2) . . ? O28 C20 H20A 109.9 . . ? C19 C20 H20A 109.9 . . ? O28 C20 H20B 109.9 . . ? C19 C20 H20B 109.9 . . ? H20A C20 H20B 108.3 . . ? O28 C21 C24 112.6(3) . 4_656 ? O28 C21 H21A 109.1 . . ? C24 C21 H21A 109.1 4_656 . ? O28 C21 H21B 109.1 . . ? C24 C21 H21B 109.1 4_656 . ? H21A C21 H21B 107.8 . . ? N9 C22 C23 112.4(2) . . ? N9 C22 H22A 109.1 . . ? C23 C22 H22A 109.1 . . ? N9 C22 H22B 109.1 . . ? C23 C22 H22B 109.1 . . ? H22A C22 H22B 107.9 . . ? O1 C23 C22 109.7(2) . . ? O1 C23 H23A 109.7 . . ? C22 C23 H23A 109.7 . . ? O1 C23 H23B 109.7 . . ? C22 C23 H23B 109.7 . . ? H23A C23 H23B 108.2 . . ? O1 C24 C21 107.4(3) . 4_656 ? O1 C24 H24A 110.2 . . ? C21 C24 H24A 110.2 4_656 . ? O1 C24 H24B 110.2 . . ? C21 C24 H24B 110.2 4_656 . ? H24A C24 H24B 108.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.693 _refine_diff_density_min -0.452 _refine_diff_density_rms 0.085 _database_code_depnum_ccdc_archive 'CCDC 883902' ####################################################################### # # 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_platon #TrackingRef 'Complex 5.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C48 H60 Fe N18 O4 Se2 ; _chemical_formula_sum 'C48 H60 Fe N18 O4 Se2' _chemical_formula_weight 1166.91 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 16.781(3) _cell_length_b 19.268(4) _cell_length_c 17.107(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5531.3(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 21886 _cell_measurement_theta_min 0.41 _cell_measurement_theta_max 28.7 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.401 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2400 _exptl_absorpt_coefficient_mu 1.648 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.680 _exptl_absorpt_correction_T_max 0.848 _exptl_absorpt_process_details SORTAV _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Nonius KappaCCD' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20679 _diffrn_reflns_av_R_equivalents 0.1338 _diffrn_reflns_av_sigmaI/netI 0.1671 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 28.57 _reflns_number_total 6673 _reflns_number_gt 3035 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Hooft, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.232 0.250 71 26 ' ' 2 0.000 0.768 0.750 71 26 ' ' 3 0.500 0.732 0.250 71 26 ' ' 4 0.500 0.268 0.750 71 26 ' ' _platon_squeeze_details ; This could amount to a large number of partially occupied water, methanol or dichloromethane and so can not be specified ; _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The asymmetric unit contains half the monomer. All of the non-hydrogen atoms are refined anisotropically and all hydrogen atoms placed in calculated positions.There was diffuse electron density associated wih disordered solvent in the void above the crown moiety which could not be modelled appropriately. SQUEEZE was applied and the electron count of 6.5e per complex could correspond to combinations of partially occupied water, methanol or dichloromethane. Hence the moleculkar weight and formula remain for the complex only with no solvent. ; _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^)+(0.1033P)^2^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6673 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1933 _refine_ls_R_factor_gt 0.0855 _refine_ls_wR_factor_ref 0.2171 _refine_ls_wR_factor_gt 0.1813 _refine_ls_goodness_of_fit_ref 0.946 _refine_ls_restrained_S_all 0.946 _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 Se1 Se 0.35366(5) 0.51419(4) 0.14510(5) 0.0678(3) Uani 1 1 d . . . Fe1 Fe 0.5000 0.30970(5) 0.2500 0.0215(3) Uani 1 2 d S . . O1 O 0.4246(2) -0.12982(19) 0.1134(2) 0.0471(11) Uani 1 1 d . . . O2 O 0.6741(2) -0.1422(2) 0.2443(3) 0.0537(12) Uani 1 1 d . . . N1 N 0.4186(3) 0.3851(2) 0.2115(3) 0.0348(11) Uani 1 1 d . . . N2 N 0.5519(2) 0.31207(19) 0.1331(2) 0.0228(9) Uani 1 1 d . . . N3 N 0.4266(2) 0.22567(19) 0.1987(2) 0.0221(9) Uani 1 1 d . . . N4 N 0.5318(2) 0.19169(18) 0.1168(2) 0.0226(9) Uani 1 1 d . . . N5 N 0.6630(2) 0.16586(19) 0.0923(2) 0.0245(10) Uani 1 1 d . . . N6 N 0.5707(2) 0.0755(2) 0.1239(2) 0.0234(10) Uani 1 1 d . . . N7 N 0.7078(2) 0.04804(19) 0.0991(2) 0.0262(10) Uani 1 1 d . . . N8 N 0.7939(2) 0.1382(2) 0.0725(3) 0.0355(11) Uani 1 1 d . . . N9 N 0.6157(3) -0.0372(2) 0.1260(2) 0.0261(10) Uani 1 1 d . . . C1 C 0.3941(3) 0.4365(3) 0.1855(3) 0.0363(14) Uani 1 1 d . . . C2 C 0.3518(3) 0.2175(3) 0.2263(3) 0.0297(12) Uani 1 1 d . . . H2 H 0.3314 0.2518 0.2608 0.036 Uiso 1 1 calc R . . C3 C 0.3038(3) 0.1627(3) 0.2073(3) 0.0347(14) Uani 1 1 d . . . H3 H 0.2516 0.1587 0.2284 0.042 Uiso 1 1 calc R . . C4 C 0.3340(3) 0.1131(3) 0.1561(3) 0.0355(14) Uani 1 1 d . . . H4 H 0.3029 0.0737 0.1426 0.043 Uiso 1 1 calc R . . C5 C 0.4086(3) 0.1213(3) 0.1254(3) 0.0305(13) Uani 1 1 d . . . H5 H 0.4295 0.0883 0.0895 0.037 Uiso 1 1 calc R . . C6 C 0.4533(3) 0.1786(2) 0.1475(3) 0.0215(11) Uani 1 1 d . . . C7 C 0.5484(3) 0.2594(2) 0.0834(3) 0.0247(12) Uani 1 1 d . . . C8 C 0.5587(3) 0.2662(2) 0.0038(3) 0.0311(13) Uani 1 1 d . . . H8 H 0.5548 0.2269 -0.0297 0.037 Uiso 1 1 calc R . . C9 C 0.5747(3) 0.3302(3) -0.0259(3) 0.0364(14) Uani 1 1 d . . . H9 H 0.5827 0.3363 -0.0805 0.044 Uiso 1 1 calc R . . C10 C 0.5793(3) 0.3866(3) 0.0246(3) 0.0359(14) Uani 1 1 d . . . H10 H 0.5902 0.4319 0.0053 0.043 Uiso 1 1 calc R . . C11 C 0.5678(3) 0.3755(2) 0.1023(3) 0.0292(13) Uani 1 1 d . . . H11 H 0.5712 0.4140 0.1368 0.035 Uiso 1 1 calc R . . C12 C 0.5906(3) 0.1412(2) 0.1106(3) 0.0214(11) Uani 1 1 d . . . C13 C 0.7195(3) 0.1172(2) 0.0882(3) 0.0263(12) Uani 1 1 d . . . C14 C 0.6322(3) 0.0315(3) 0.1166(3) 0.0239(12) Uani 1 1 d . . . C15 C 0.8129(3) 0.2119(3) 0.0658(3) 0.0358(14) Uani 1 1 d . . . H15A H 0.8686 0.2195 0.0828 0.043 Uiso 1 1 calc R . . H15B H 0.7777 0.2385 0.1012 0.043 Uiso 1 1 calc R . . C16 C 0.8030(4) 0.2387(3) -0.0165(4) 0.062(2) Uani 1 1 d . . . H16A H 0.8429 0.2171 -0.0505 0.093 Uiso 1 1 calc R . . H16B H 0.8102 0.2892 -0.0169 0.093 Uiso 1 1 calc R . . H16C H 0.7495 0.2273 -0.0355 0.093 Uiso 1 1 calc R . . C17 C 0.8593(3) 0.0884(3) 0.0604(4) 0.0511(18) Uani 1 1 d . . . H17A H 0.8968 0.1073 0.0212 0.061 Uiso 1 1 calc R . . H17B H 0.8372 0.0445 0.0395 0.061 Uiso 1 1 calc R . . C18 C 0.9032(4) 0.0736(4) 0.1340(5) 0.075(2) Uani 1 1 d . . . H18A H 0.9256 0.1168 0.1546 0.112 Uiso 1 1 calc R . . H18B H 0.9463 0.0407 0.1233 0.112 Uiso 1 1 calc R . . H18C H 0.8665 0.0536 0.1725 0.112 Uiso 1 1 calc R . . C19 C 0.6791(3) -0.0891(2) 0.1187(3) 0.0319(13) Uani 1 1 d . . . H19A H 0.7175 -0.0735 0.0785 0.038 Uiso 1 1 calc R . . H19B H 0.6555 -0.1334 0.1005 0.038 Uiso 1 1 calc R . . C20 C 0.7233(3) -0.1019(3) 0.1944(3) 0.0404(15) Uani 1 1 d . . . H20A H 0.7737 -0.1270 0.1838 0.048 Uiso 1 1 calc R . . H20B H 0.7364 -0.0572 0.2198 0.048 Uiso 1 1 calc R . . C21 C 0.6995(4) -0.1426(4) 0.3235(4) 0.0592(19) Uani 1 1 d . . . H21A H 0.7557 -0.1271 0.3263 0.071 Uiso 1 1 calc R . . H21B H 0.6967 -0.1905 0.3442 0.071 Uiso 1 1 calc R . . C22 C 0.5374(3) -0.0614(3) 0.1523(3) 0.0258(12) Uani 1 1 d . . . H22A H 0.5090 -0.0228 0.1783 0.031 Uiso 1 1 calc R . . H22B H 0.5444 -0.0991 0.1909 0.031 Uiso 1 1 calc R . . C23 C 0.4883(3) -0.0875(3) 0.0848(3) 0.0394(14) Uani 1 1 d . . . H23A H 0.4663 -0.0477 0.0552 0.047 Uiso 1 1 calc R . . H23B H 0.5223 -0.1149 0.0489 0.047 Uiso 1 1 calc R . . C24 C 0.3516(4) -0.0953(4) 0.1265(4) 0.0575(19) Uani 1 1 d . . . H24A H 0.3247 -0.0855 0.0761 0.069 Uiso 1 1 calc R . . H24B H 0.3610 -0.0507 0.1537 0.069 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Se1 0.0558(5) 0.0617(5) 0.0860(6) 0.0403(4) 0.0201(4) 0.0335(4) Fe1 0.0124(5) 0.0154(5) 0.0368(6) 0.000 -0.0008(4) 0.000 O1 0.031(2) 0.035(2) 0.075(3) -0.017(2) 0.012(2) -0.0125(19) O2 0.035(2) 0.074(3) 0.052(3) 0.023(2) 0.002(2) -0.006(2) N1 0.029(3) 0.025(3) 0.050(3) 0.008(2) -0.002(2) 0.011(2) N2 0.014(2) 0.014(2) 0.040(3) 0.0019(18) 0.0027(18) -0.0007(18) N3 0.010(2) 0.021(2) 0.036(3) 0.0041(18) -0.0001(18) -0.0037(18) N4 0.015(2) 0.014(2) 0.039(3) 0.0000(18) 0.0032(19) 0.0019(18) N5 0.016(2) 0.020(2) 0.037(3) -0.0024(18) 0.0021(19) -0.0040(19) N6 0.015(2) 0.020(2) 0.035(3) -0.0015(18) 0.0012(18) 0.0028(19) N7 0.016(2) 0.021(2) 0.042(3) 0.0008(19) 0.004(2) 0.0005(19) N8 0.016(2) 0.033(3) 0.057(3) -0.002(2) 0.012(2) -0.001(2) N9 0.024(2) 0.017(2) 0.037(3) 0.0031(18) -0.001(2) 0.000(2) C1 0.021(3) 0.047(4) 0.041(4) 0.002(3) 0.006(3) 0.005(3) C2 0.018(3) 0.025(3) 0.046(3) 0.000(2) -0.003(2) 0.002(2) C3 0.013(3) 0.035(3) 0.056(4) 0.010(3) 0.003(3) -0.005(3) C4 0.027(3) 0.017(3) 0.062(4) 0.007(3) -0.010(3) -0.008(2) C5 0.019(3) 0.027(3) 0.046(4) 0.001(2) -0.003(2) -0.001(2) C6 0.012(2) 0.015(3) 0.037(3) 0.007(2) -0.002(2) 0.002(2) C7 0.011(2) 0.016(3) 0.047(3) 0.000(2) -0.002(2) 0.002(2) C8 0.037(3) 0.021(3) 0.035(3) -0.001(2) 0.004(3) 0.000(3) C9 0.038(3) 0.035(3) 0.036(3) 0.008(3) 0.003(3) -0.008(3) C10 0.039(3) 0.020(3) 0.049(4) 0.009(3) 0.001(3) -0.008(3) C11 0.030(3) 0.016(3) 0.042(3) -0.002(2) -0.003(3) -0.008(2) C12 0.023(3) 0.018(3) 0.023(3) 0.000(2) -0.004(2) -0.001(2) C13 0.024(3) 0.027(3) 0.027(3) -0.001(2) 0.005(2) 0.003(2) C14 0.022(3) 0.026(3) 0.024(3) -0.001(2) -0.001(2) 0.000(2) C15 0.025(3) 0.024(3) 0.059(4) -0.007(3) 0.006(3) -0.009(2) C16 0.071(5) 0.058(4) 0.058(5) 0.014(3) 0.010(4) -0.036(4) C17 0.023(3) 0.041(4) 0.089(5) -0.006(3) 0.018(3) 0.001(3) C18 0.041(4) 0.053(5) 0.130(7) 0.014(4) -0.011(5) 0.006(4) C19 0.027(3) 0.017(3) 0.052(4) 0.002(2) 0.010(3) 0.005(2) C20 0.023(3) 0.037(3) 0.061(4) 0.016(3) 0.006(3) 0.004(3) C21 0.022(3) 0.091(5) 0.065(5) 0.026(4) 0.004(3) 0.017(4) C22 0.023(3) 0.023(3) 0.031(3) 0.003(2) 0.000(2) -0.006(2) C23 0.029(3) 0.044(3) 0.045(4) -0.006(3) 0.007(3) -0.015(3) C24 0.035(4) 0.069(5) 0.068(5) -0.022(4) -0.011(3) 0.004(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Se1 C1 1.783(6) . ? Fe1 N1 2.101(4) 4_655 ? Fe1 N1 2.101(4) . ? Fe1 N2 2.182(4) . ? Fe1 N2 2.182(4) 4_655 ? Fe1 N3 2.216(4) . ? Fe1 N3 2.216(4) 4_655 ? O1 C24 1.412(7) . ? O1 C23 1.431(6) . ? O2 C20 1.419(6) . ? O2 C21 1.421(7) . ? N1 C1 1.160(6) . ? N2 C7 1.325(6) . ? N2 C11 1.357(6) . ? N3 C6 1.339(6) . ? N3 C2 1.349(6) . ? N4 C12 1.391(6) . ? N4 C6 1.440(6) . ? N4 C7 1.452(6) . ? N5 C13 1.336(6) . ? N5 C12 1.341(6) . ? N6 C12 1.329(6) . ? N6 C14 1.343(6) . ? N7 C14 1.341(6) . ? N7 C13 1.359(6) . ? N8 C13 1.340(6) . ? N8 C15 1.460(6) . ? N8 C17 1.472(7) . ? N9 C14 1.362(6) . ? N9 C22 1.465(6) . ? N9 C19 1.465(6) . ? C2 C3 1.367(7) . ? C2 H2 0.9500 . ? C3 C4 1.393(7) . ? C3 H3 0.9500 . ? C4 C5 1.367(8) . ? C4 H4 0.9500 . ? C5 C6 1.387(7) . ? C5 H5 0.9500 . ? C7 C8 1.380(7) . ? C8 C9 1.361(7) . ? C8 H8 0.9500 . ? C9 C10 1.391(7) . ? C9 H9 0.9500 . ? C10 C11 1.360(7) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C15 C16 1.509(8) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.485(9) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.513(7) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C24 1.516(9) 4_655 ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.506(7) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C21 1.516(9) 4_655 ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Fe1 N1 92.4(2) 4_655 . ? N1 Fe1 N2 90.77(16) 4_655 . ? N1 Fe1 N2 87.57(16) . . ? N1 Fe1 N2 87.57(16) 4_655 4_655 ? N1 Fe1 N2 90.77(16) . 4_655 ? N2 Fe1 N2 177.6(2) . 4_655 ? N1 Fe1 N3 172.50(16) 4_655 . ? N1 Fe1 N3 91.13(16) . . ? N2 Fe1 N3 82.79(15) . . ? N2 Fe1 N3 98.98(14) 4_655 . ? N1 Fe1 N3 91.13(16) 4_655 4_655 ? N1 Fe1 N3 172.50(16) . 4_655 ? N2 Fe1 N3 98.98(14) . 4_655 ? N2 Fe1 N3 82.79(15) 4_655 4_655 ? N3 Fe1 N3 86.1(2) . 4_655 ? C24 O1 C23 115.7(5) . . ? C20 O2 C21 113.6(5) . . ? C1 N1 Fe1 160.2(4) . . ? C7 N2 C11 116.7(4) . . ? C7 N2 Fe1 123.7(3) . . ? C11 N2 Fe1 117.0(3) . . ? C6 N3 C2 117.5(4) . . ? C6 N3 Fe1 124.6(3) . . ? C2 N3 Fe1 117.6(3) . . ? C12 N4 C6 123.7(4) . . ? C12 N4 C7 117.6(4) . . ? C6 N4 C7 118.5(4) . . ? C13 N5 C12 114.0(4) . . ? C12 N6 C14 113.0(4) . . ? C14 N7 C13 113.6(4) . . ? C13 N8 C15 120.9(4) . . ? C13 N8 C17 121.7(4) . . ? C15 N8 C17 117.4(4) . . ? C14 N9 C22 121.9(4) . . ? C14 N9 C19 120.4(4) . . ? C22 N9 C19 117.4(4) . . ? N1 C1 Se1 178.3(5) . . ? N3 C2 C3 123.7(5) . . ? N3 C2 H2 118.1 . . ? C3 C2 H2 118.1 . . ? C2 C3 C4 117.7(5) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? C5 C4 C3 119.7(5) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 118.8(5) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? N3 C6 C5 122.5(5) . . ? N3 C6 N4 115.2(4) . . ? C5 C6 N4 122.3(5) . . ? N2 C7 C8 123.8(4) . . ? N2 C7 N4 116.4(4) . . ? C8 C7 N4 119.8(4) . . ? C9 C8 C7 118.6(5) . . ? C9 C8 H8 120.7 . . ? C7 C8 H8 120.7 . . ? C8 C9 C10 119.1(5) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 118.5(5) . . ? C11 C10 H10 120.8 . . ? C9 C10 H10 120.8 . . ? N2 C11 C10 123.3(5) . . ? N2 C11 H11 118.3 . . ? C10 C11 H11 118.3 . . ? N6 C12 N5 127.3(4) . . ? N6 C12 N4 118.3(4) . . ? N5 C12 N4 114.4(4) . . ? N5 C13 N8 117.4(4) . . ? N5 C13 N7 125.3(5) . . ? N8 C13 N7 117.3(4) . . ? N7 C14 N6 126.7(4) . . ? N7 C14 N9 116.7(4) . . ? N6 C14 N9 116.5(4) . . ? N8 C15 C16 112.5(5) . . ? N8 C15 H15A 109.1 . . ? C16 C15 H15A 109.1 . . ? N8 C15 H15B 109.1 . . ? C16 C15 H15B 109.1 . . ? H15A C15 H15B 107.8 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N8 C17 C18 112.1(6) . . ? N8 C17 H17A 109.2 . . ? C18 C17 H17A 109.2 . . ? N8 C17 H17B 109.2 . . ? C18 C17 H17B 109.2 . . ? H17A C17 H17B 107.9 . . ? 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 . . ? N9 C19 C20 113.2(4) . . ? N9 C19 H19A 108.9 . . ? C20 C19 H19A 108.9 . . ? N9 C19 H19B 108.9 . . ? C20 C19 H19B 108.9 . . ? H19A C19 H19B 107.7 . . ? O2 C20 C19 108.5(5) . . ? O2 C20 H20A 110.0 . . ? C19 C20 H20A 110.0 . . ? O2 C20 H20B 110.0 . . ? C19 C20 H20B 110.0 . . ? H20A C20 H20B 108.4 . . ? O2 C21 C24 111.4(5) . 4_655 ? O2 C21 H21A 109.4 . . ? C24 C21 H21A 109.4 4_655 . ? O2 C21 H21B 109.4 . . ? C24 C21 H21B 109.4 4_655 . ? H21A C21 H21B 108.0 . . ? N9 C22 C23 111.2(4) . . ? N9 C22 H22A 109.4 . . ? C23 C22 H22A 109.4 . . ? N9 C22 H22B 109.4 . . ? C23 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? O1 C23 C22 109.7(4) . . ? O1 C23 H23A 109.7 . . ? C22 C23 H23A 109.7 . . ? O1 C23 H23B 109.7 . . ? C22 C23 H23B 109.7 . . ? H23A C23 H23B 108.2 . . ? O1 C24 C21 107.3(6) . 4_655 ? O1 C24 H24A 110.3 . . ? C21 C24 H24A 110.3 4_655 . ? O1 C24 H24B 110.3 . . ? C21 C24 H24B 110.3 4_655 . ? H24A C24 H24B 108.5 . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.828 _refine_diff_density_min -0.790 _refine_diff_density_rms 0.131 _database_code_depnum_ccdc_archive 'CCDC 883903' ####################################################################### # # 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_hs073a2 #TrackingRef 'Complex 6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; C48 H66 B2 Fe N18 O4, C H2 Cl2 ; _chemical_formula_sum 'C49 H68 B2 Cl2 Fe N18 O4' _chemical_formula_weight 1121.58 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' B B 0.0013 0.0007 '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 orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 16.6573(8) _cell_length_b 19.2632(9) _cell_length_c 16.8981(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5422.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 5241 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 23.43 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2360 _exptl_absorpt_coefficient_mu 0.439 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.839 _exptl_absorpt_correction_T_max 0.945 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'APEX X8' _diffrn_measurement_method 'scans in phi and omega' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 53578 _diffrn_reflns_av_R_equivalents 0.0870 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6221 _reflns_number_gt 4372 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex2 V2.0' _computing_cell_refinement 'Bruker Apex2 V2.0' _computing_data_reduction 'Bruker Apex2 V2.0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-SEED _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The asymmetric unit contains half the monomer. All the non-hydrogen atoms are refined anisotropically and all hydrogen atoms placed in calculated positions. ; _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^)+(0.1044P)^2^+7.4052P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6221 _refine_ls_number_parameters 347 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0984 _refine_ls_R_factor_gt 0.0676 _refine_ls_wR_factor_ref 0.2049 _refine_ls_wR_factor_gt 0.1839 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 0.5000 0.31201(3) 0.2500 0.02096(18) Uani 1 2 d S . . Cl1 Cl 0.41552(16) -0.29178(15) 0.23744(12) 0.1297(9) Uani 1 1 d . . . O1 O 0.42572(16) -0.13041(14) 0.11280(17) 0.0461(7) Uani 1 1 d . . . O2 O 0.6715(2) -0.1379(2) 0.24140(19) 0.0705(11) Uani 1 1 d . . . N1 N 0.42207(18) 0.38940(15) 0.20913(17) 0.0328(7) Uani 1 1 d . . . N2 N 0.55371(16) 0.31489(13) 0.13542(16) 0.0266(6) Uani 1 1 d . . . N3 N 0.42798(15) 0.23030(14) 0.19970(15) 0.0258(6) Uani 1 1 d . . . N4 N 0.53375(16) 0.19452(13) 0.11880(16) 0.0238(5) Uani 1 1 d . . . N5 N 0.66547(16) 0.16745(13) 0.09394(16) 0.0251(6) Uani 1 1 d . . . N6 N 0.57161(16) 0.07781(13) 0.12388(15) 0.0237(5) Uani 1 1 d . . . N7 N 0.70858(17) 0.04880(14) 0.09576(17) 0.0291(6) Uani 1 1 d . . . N8 N 0.79662(17) 0.13782(14) 0.06897(18) 0.0331(7) Uani 1 1 d . . . N9 N 0.61529(17) -0.03515(14) 0.12266(16) 0.0286(6) Uani 1 1 d . . . C1 C 0.3923(2) 0.43924(19) 0.1879(2) 0.0338(8) Uani 1 1 d . . . C2 C 0.3522(2) 0.22242(19) 0.2267(2) 0.0311(7) Uani 1 1 d . . . H2 H 0.3307 0.2574 0.2602 0.037 Uiso 1 1 calc R . . C3 C 0.3049(2) 0.1667(2) 0.2083(2) 0.0393(9) Uani 1 1 d . . . H3 H 0.2525 0.1624 0.2299 0.047 Uiso 1 1 calc R . . C4 C 0.3348(2) 0.1170(2) 0.1578(2) 0.0381(9) Uani 1 1 d . . . H4 H 0.3034 0.0775 0.1445 0.046 Uiso 1 1 calc R . . C5 C 0.4107(2) 0.12498(18) 0.1265(2) 0.0323(8) Uani 1 1 d . . . H5 H 0.4316 0.0921 0.0901 0.039 Uiso 1 1 calc R . . C6 C 0.45587(18) 0.18208(16) 0.14935(19) 0.0254(7) Uani 1 1 d . . . C7 C 0.55184(18) 0.26139(16) 0.08604(19) 0.0249(7) Uani 1 1 d . . . C8 C 0.5670(2) 0.26727(18) 0.0061(2) 0.0330(8) Uani 1 1 d . . . H8 H 0.5638 0.2279 -0.0276 0.040 Uiso 1 1 calc R . . C9 C 0.5867(2) 0.33160(19) -0.0239(2) 0.0365(8) Uani 1 1 d . . . H9 H 0.5981 0.3372 -0.0786 0.044 Uiso 1 1 calc R . . C10 C 0.5898(2) 0.38736(18) 0.0263(2) 0.0375(8) Uani 1 1 d . . . H10 H 0.6041 0.4320 0.0070 0.045 Uiso 1 1 calc R . . C11 C 0.5719(2) 0.37763(17) 0.1051(2) 0.0326(8) Uani 1 1 d . . . H11 H 0.5725 0.4167 0.1394 0.039 Uiso 1 1 calc R . . C12 C 0.59313(19) 0.14309(16) 0.11141(17) 0.0231(6) Uani 1 1 d . . . C13 C 0.72170(19) 0.11724(17) 0.08654(19) 0.0270(7) Uani 1 1 d . . . C14 C 0.6330(2) 0.03314(16) 0.11404(17) 0.0249(7) Uani 1 1 d . . . C15 C 0.8164(2) 0.21122(18) 0.0622(2) 0.0339(8) Uani 1 1 d . . . H15A H 0.8738 0.2180 0.0751 0.041 Uiso 1 1 calc R . . H15B H 0.7843 0.2378 0.1011 0.041 Uiso 1 1 calc R . . C16 C 0.8003(3) 0.2389(2) -0.0190(2) 0.0486(10) Uani 1 1 d . . . H16A H 0.8316 0.2126 -0.0578 0.073 Uiso 1 1 calc R . . H16B H 0.8157 0.2880 -0.0213 0.073 Uiso 1 1 calc R . . H16C H 0.7430 0.2344 -0.0311 0.073 Uiso 1 1 calc R . . C17 C 0.8594(2) 0.0877(2) 0.0479(3) 0.0457(10) Uani 1 1 d . . . H17A H 0.8338 0.0450 0.0273 0.055 Uiso 1 1 calc R . . H17B H 0.8928 0.1074 0.0050 0.055 Uiso 1 1 calc R . . C18 C 0.9112(3) 0.0694(2) 0.1146(3) 0.0573(12) Uani 1 1 d . . . H18A H 0.9344 0.1117 0.1373 0.086 Uiso 1 1 calc R . . H18B H 0.9544 0.0388 0.0963 0.086 Uiso 1 1 calc R . . H18C H 0.8795 0.0453 0.1551 0.086 Uiso 1 1 calc R . . C19 C 0.6780(2) -0.08773(17) 0.1146(2) 0.0356(8) Uani 1 1 d . . . H19A H 0.7165 -0.0727 0.0733 0.043 Uiso 1 1 calc R . . H19B H 0.6533 -0.1318 0.0968 0.043 Uiso 1 1 calc R . . C20 C 0.7228(2) -0.1004(2) 0.1906(2) 0.0399(9) Uani 1 1 d . . . H20A H 0.7724 -0.1273 0.1801 0.048 Uiso 1 1 calc R . . H20B H 0.7381 -0.0556 0.2152 0.048 Uiso 1 1 calc R . . C21 C 0.6988(3) -0.1404(3) 0.3214(3) 0.0597(13) Uani 1 1 d . . . H21A H 0.7552 -0.1243 0.3238 0.072 Uiso 1 1 calc R . . H21B H 0.6973 -0.1890 0.3404 0.072 Uiso 1 1 calc R . . C22 C 0.5368(2) -0.05849(17) 0.14918(19) 0.0298(7) Uani 1 1 d . . . H22A H 0.5074 -0.0189 0.1727 0.036 Uiso 1 1 calc R . . H22B H 0.5436 -0.0942 0.1908 0.036 Uiso 1 1 calc R . . C23 C 0.4884(2) -0.0882(2) 0.0823(2) 0.0412(9) Uani 1 1 d . . . H23A H 0.4653 -0.0501 0.0503 0.049 Uiso 1 1 calc R . . H23B H 0.5236 -0.1163 0.0476 0.049 Uiso 1 1 calc R . . C24 C 0.3522(3) -0.0957(2) 0.1251(3) 0.0546(11) Uani 1 1 d . . . H24A H 0.3246 -0.0882 0.0740 0.066 Uiso 1 1 calc R . . H24B H 0.3618 -0.0500 0.1501 0.066 Uiso 1 1 calc R . . C25 C 0.5000 -0.2444(4) 0.2500 0.106(4) Uani 1 2 d S . . H25A H 0.4929 -0.2141 0.2967 0.127 Uiso 0.50 1 calc PR . . H25B H 0.5071 -0.2141 0.2033 0.127 Uiso 0.50 1 calc PR . . B1 B 0.3490(3) 0.5078(3) 0.1597(3) 0.0500(12) Uani 1 1 d . . . H1A H 0.3116 0.4968 0.1168 0.075 Uiso 1 1 calc R . . H1B H 0.3892 0.5410 0.1407 0.075 Uiso 1 1 calc R . . H1C H 0.3194 0.5281 0.2042 0.075 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0220(3) 0.0132(3) 0.0277(3) 0.000 -0.0012(2) 0.000 Cl1 0.135(2) 0.171(2) 0.0828(12) 0.0105(13) 0.0080(12) -0.0198(17) O1 0.0394(15) 0.0357(15) 0.0633(18) -0.0136(13) 0.0087(13) -0.0123(12) O2 0.052(2) 0.108(3) 0.0518(18) 0.0345(19) -0.0043(14) -0.022(2) N1 0.0343(16) 0.0266(15) 0.0374(16) -0.0010(12) 0.0014(12) 0.0008(12) N2 0.0293(14) 0.0147(12) 0.0358(14) 0.0039(10) -0.0044(11) -0.0028(11) N3 0.0203(13) 0.0248(14) 0.0322(13) 0.0083(11) -0.0009(11) 0.0018(10) N4 0.0216(13) 0.0145(12) 0.0354(14) 0.0014(10) 0.0018(11) -0.0018(10) N5 0.0233(14) 0.0176(13) 0.0343(14) -0.0007(10) 0.0009(11) -0.0017(10) N6 0.0252(14) 0.0170(13) 0.0290(13) 0.0026(10) -0.0002(10) -0.0018(10) N7 0.0289(15) 0.0204(14) 0.0380(15) 0.0011(11) 0.0045(12) 0.0016(11) N8 0.0256(15) 0.0243(15) 0.0493(17) -0.0006(12) 0.0075(13) 0.0006(12) N9 0.0325(16) 0.0163(13) 0.0371(15) 0.0014(11) 0.0042(12) 0.0008(11) C1 0.0333(19) 0.034(2) 0.0337(17) 0.0011(15) 0.0012(14) 0.0016(15) C2 0.0216(16) 0.040(2) 0.0319(16) 0.0076(14) -0.0033(13) 0.0012(14) C3 0.0218(17) 0.059(3) 0.0368(19) 0.0120(17) -0.0019(14) -0.0107(16) C4 0.0285(18) 0.037(2) 0.049(2) 0.0124(17) -0.0076(16) -0.0132(15) C5 0.0291(18) 0.0257(18) 0.0421(19) 0.0060(14) -0.0028(14) -0.0042(14) C6 0.0214(16) 0.0196(15) 0.0352(16) 0.0080(12) -0.0049(13) -0.0010(12) C7 0.0196(15) 0.0189(15) 0.0364(16) 0.0055(12) 0.0006(12) -0.0008(12) C8 0.037(2) 0.0247(17) 0.0368(17) 0.0012(14) 0.0024(15) -0.0004(14) C9 0.042(2) 0.0316(19) 0.0362(18) 0.0084(15) 0.0053(15) -0.0002(15) C10 0.044(2) 0.0201(17) 0.048(2) 0.0087(15) 0.0017(17) -0.0062(15) C11 0.0384(19) 0.0172(16) 0.0422(18) 0.0053(14) -0.0010(15) -0.0058(14) C12 0.0268(16) 0.0183(15) 0.0243(14) 0.0010(11) -0.0011(12) -0.0023(12) C13 0.0268(16) 0.0228(16) 0.0314(16) -0.0001(13) 0.0009(13) -0.0011(13) C14 0.0339(18) 0.0175(15) 0.0233(14) 0.0001(12) -0.0009(13) -0.0011(13) C15 0.0292(18) 0.0257(17) 0.047(2) 0.0002(15) 0.0017(15) -0.0066(14) C16 0.055(3) 0.041(2) 0.050(2) 0.0066(18) 0.0064(19) -0.015(2) C17 0.035(2) 0.030(2) 0.072(3) -0.0030(19) 0.0150(19) 0.0011(16) C18 0.052(3) 0.038(2) 0.081(3) 0.008(2) 0.007(2) 0.005(2) C19 0.044(2) 0.0183(16) 0.045(2) 0.0033(14) 0.0091(16) 0.0056(15) C20 0.036(2) 0.034(2) 0.050(2) 0.0114(17) 0.0079(16) 0.0062(16) C21 0.036(2) 0.093(4) 0.050(2) 0.023(2) 0.0007(19) 0.008(2) C22 0.0389(19) 0.0193(15) 0.0312(16) 0.0020(12) 0.0029(14) -0.0047(14) C23 0.045(2) 0.040(2) 0.0383(19) -0.0033(16) 0.0040(16) -0.0179(17) C24 0.044(2) 0.051(3) 0.069(3) -0.020(2) -0.011(2) 0.003(2) C25 0.140(10) 0.036(4) 0.142(9) 0.000 -0.046(7) 0.000 B1 0.059(3) 0.040(3) 0.051(3) 0.012(2) -0.002(2) 0.015(2) _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 N1 2.094(3) 4_655 ? Fe1 N1 2.094(3) . ? Fe1 N2 2.134(3) . ? Fe1 N2 2.134(3) 4_655 ? Fe1 N3 2.154(3) . ? Fe1 N3 2.154(3) 4_655 ? Cl1 C25 1.690(5) . ? O1 C24 1.411(5) . ? O1 C23 1.420(4) . ? O2 C20 1.411(5) . ? O2 C21 1.428(5) . ? N1 C1 1.138(5) . ? N2 C7 1.326(4) . ? N2 C11 1.348(4) . ? N3 C6 1.343(4) . ? N3 C2 1.350(4) . ? N4 C12 1.406(4) . ? N4 C6 1.417(4) . ? N4 C7 1.434(4) . ? N5 C12 1.326(4) . ? N5 C13 1.352(4) . ? N6 C12 1.324(4) . ? N6 C14 1.347(4) . ? N7 C14 1.331(4) . ? N7 C13 1.345(4) . ? N8 C13 1.343(4) . ? N8 C15 1.456(4) . ? N8 C17 1.468(5) . ? N9 C14 1.356(4) . ? N9 C22 1.454(4) . ? N9 C19 1.462(4) . ? C1 B1 1.578(6) . ? C2 C3 1.368(5) . ? C2 H2 0.9500 . ? C3 C4 1.375(6) . ? C3 H3 0.9500 . ? C4 C5 1.379(5) . ? C4 H4 0.9500 . ? C5 C6 1.388(5) . ? C5 H5 0.9500 . ? C7 C8 1.379(5) . ? C8 C9 1.378(5) . ? C8 H8 0.9500 . ? C9 C10 1.369(5) . ? C9 H9 0.9500 . ? C10 C11 1.377(5) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C15 C16 1.496(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.463(7) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.505(5) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C24 1.510(7) 4_655 ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.501(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C21 1.510(7) 4_655 ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 Cl1 1.690(5) 4_655 ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? B1 H1A 0.9800 . ? B1 H1B 0.9800 . ? B1 H1C 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 N1 Fe1 N1 89.21(16) 4_655 . ? N1 Fe1 N2 91.19(11) 4_655 . ? N1 Fe1 N2 86.68(11) . . ? N1 Fe1 N2 86.68(11) 4_655 4_655 ? N1 Fe1 N2 91.19(11) . 4_655 ? N2 Fe1 N2 177.02(14) . 4_655 ? N1 Fe1 N3 174.71(11) 4_655 . ? N1 Fe1 N3 92.57(11) . . ? N2 Fe1 N3 83.94(10) . . ? N2 Fe1 N3 98.25(10) 4_655 . ? N1 Fe1 N3 92.57(11) 4_655 4_655 ? N1 Fe1 N3 174.71(10) . 4_655 ? N2 Fe1 N3 98.25(10) . 4_655 ? N2 Fe1 N3 83.94(10) 4_655 4_655 ? N3 Fe1 N3 86.09(14) . 4_655 ? C24 O1 C23 114.9(3) . . ? C20 O2 C21 113.6(3) . . ? C1 N1 Fe1 167.0(3) . . ? C7 N2 C11 117.6(3) . . ? C7 N2 Fe1 122.7(2) . . ? C11 N2 Fe1 117.6(2) . . ? C6 N3 C2 117.4(3) . . ? C6 N3 Fe1 124.3(2) . . ? C2 N3 Fe1 118.0(2) . . ? C12 N4 C6 123.9(2) . . ? C12 N4 C7 116.8(2) . . ? C6 N4 C7 119.0(2) . . ? C12 N5 C13 113.4(3) . . ? C12 N6 C14 112.4(3) . . ? C14 N7 C13 113.7(3) . . ? C13 N8 C15 120.9(3) . . ? C13 N8 C17 121.4(3) . . ? C15 N8 C17 117.3(3) . . ? C14 N9 C22 121.9(3) . . ? C14 N9 C19 120.5(3) . . ? C22 N9 C19 117.2(3) . . ? N1 C1 B1 178.5(4) . . ? N3 C2 C3 123.3(3) . . ? N3 C2 H2 118.3 . . ? C3 C2 H2 118.3 . . ? C2 C3 C4 118.6(3) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C3 C4 C5 119.5(3) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C5 C6 118.6(3) . . ? C4 C5 H5 120.7 . . ? C6 C5 H5 120.7 . . ? N3 C6 C5 122.5(3) . . ? N3 C6 N4 115.5(3) . . ? C5 C6 N4 122.0(3) . . ? N2 C7 C8 123.2(3) . . ? N2 C7 N4 117.4(3) . . ? C8 C7 N4 119.4(3) . . ? C9 C8 C7 118.5(3) . . ? C9 C8 H8 120.8 . . ? C7 C8 H8 120.8 . . ? C10 C9 C8 119.2(3) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 118.9(3) . . ? C9 C10 H10 120.5 . . ? C11 C10 H10 120.5 . . ? N2 C11 C10 122.6(3) . . ? N2 C11 H11 118.7 . . ? C10 C11 H11 118.7 . . ? N6 C12 N5 128.1(3) . . ? N6 C12 N4 117.7(3) . . ? N5 C12 N4 114.2(3) . . ? N8 C13 N7 117.8(3) . . ? N8 C13 N5 116.9(3) . . ? N7 C13 N5 125.3(3) . . ? N7 C14 N6 127.0(3) . . ? N7 C14 N9 116.8(3) . . ? N6 C14 N9 116.2(3) . . ? N8 C15 C16 112.2(3) . . ? N8 C15 H15A 109.2 . . ? C16 C15 H15A 109.2 . . ? N8 C15 H15B 109.2 . . ? C16 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 N8 113.0(4) . . ? C18 C17 H17A 109.0 . . ? N8 C17 H17A 109.0 . . ? C18 C17 H17B 109.0 . . ? N8 C17 H17B 109.0 . . ? H17A C17 H17B 107.8 . . ? 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 . . ? N9 C19 C20 112.7(3) . . ? N9 C19 H19A 109.0 . . ? C20 C19 H19A 109.0 . . ? N9 C19 H19B 109.0 . . ? C20 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? O2 C20 C19 107.5(3) . . ? O2 C20 H20A 110.2 . . ? C19 C20 H20A 110.2 . . ? O2 C20 H20B 110.2 . . ? C19 C20 H20B 110.2 . . ? H20A C20 H20B 108.5 . . ? O2 C21 C24 111.6(4) . 4_655 ? O2 C21 H21A 109.3 . . ? C24 C21 H21A 109.3 4_655 . ? O2 C21 H21B 109.3 . . ? C24 C21 H21B 109.3 4_655 . ? H21A C21 H21B 108.0 . . ? N9 C22 C23 111.6(3) . . ? N9 C22 H22A 109.3 . . ? C23 C22 H22A 109.3 . . ? N9 C22 H22B 109.3 . . ? C23 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? O1 C23 C22 109.9(3) . . ? O1 C23 H23A 109.7 . . ? C22 C23 H23A 109.7 . . ? O1 C23 H23B 109.7 . . ? C22 C23 H23B 109.7 . . ? H23A C23 H23B 108.2 . . ? O1 C24 C21 107.9(4) . 4_655 ? O1 C24 H24A 110.1 . . ? C21 C24 H24A 110.1 4_655 . ? O1 C24 H24B 110.1 . . ? C21 C24 H24B 110.1 4_655 . ? H24A C24 H24B 108.4 . . ? Cl1 C25 Cl1 114.7(5) . 4_655 ? Cl1 C25 H25A 108.6 . . ? Cl1 C25 H25A 108.6 4_655 . ? Cl1 C25 H25B 108.6 . . ? Cl1 C25 H25B 108.6 4_655 . ? H25A C25 H25B 107.6 . . ? C1 B1 H1A 109.5 . . ? C1 B1 H1B 109.5 . . ? H1A B1 H1B 109.5 . . ? C1 B1 H1C 109.5 . . ? H1A B1 H1C 109.5 . . ? H1B B1 H1C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.968 _refine_diff_density_min -1.122 _refine_diff_density_rms 0.090 _database_code_depnum_ccdc_archive 'CCDC 883904' ####################################################################### # # 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_e:\hs442m~1\hs442m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H56 Fe N22 O4 S2' _chemical_formula_weight 1269.24 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' 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.486(2) _cell_length_b 12.423(3) _cell_length_c 13.133(3) _cell_angle_alpha 71.52(3) _cell_angle_beta 72.10(3) _cell_angle_gamma 66.56(3) _cell_volume 1456.0(5) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.448 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 0.401 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Australian Synchrotron' _diffrn_radiation_monochromator silicon _diffrn_measurement_device_type 'ADSC Quantum 210r' _diffrn_measurement_method 'scans in phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 56483 _diffrn_reflns_av_R_equivalents 0.0509 _diffrn_reflns_av_sigmaI/netI 0.0252 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 29.69 _reflns_number_total 8096 _reflns_number_gt 7449 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Blu-Ice (McPhillips et al, 2002)' _computing_cell_refinement 'XDS (Kabsch, 1993)' _computing_data_reduction 'XDS (Kabsch, 1993)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-SEED _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _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^)+(0.0668P)^2^+1.2133P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8096 _refine_ls_number_parameters 403 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0543 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1375 _refine_ls_wR_factor_gt 0.1334 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 0.5000 0.5000 0.0000 0.02116(9) Uani 1 2 d S . . S1 S 0.40583(6) 0.13618(5) 0.08074(5) 0.04081(13) Uani 1 1 d . . . O1 O 0.28692(16) -0.20732(13) 0.46952(13) 0.0385(3) Uani 1 1 d . . . N1 N 0.47514(16) 0.34332(13) 0.03748(12) 0.0259(3) Uani 1 1 d . . . C1 C 0.44581(18) 0.25801(15) 0.05513(14) 0.0266(3) Uani 1 1 d . . . O2 O 0.05757(14) 0.21908(14) 0.37198(12) 0.0373(3) Uani 1 1 d . . . N2 N 0.44246(15) 0.51037(12) 0.15837(12) 0.0253(3) Uani 1 1 d . . . C2 C 0.3439(2) 0.61134(16) 0.18885(16) 0.0309(4) Uani 1 1 d . . . H2 H 0.2997 0.6749 0.1345 0.037 Uiso 1 1 calc R . . N3 N 0.70021(15) 0.42521(12) 0.02517(12) 0.0253(3) Uani 1 1 d . . . C3 C 0.3044(2) 0.62621(17) 0.29527(17) 0.0360(4) Uani 1 1 d . . . H3 H 0.2337 0.6979 0.3136 0.043 Uiso 1 1 calc R . . N4 N 0.61669(15) 0.32270(12) 0.20174(12) 0.0235(3) Uani 1 1 d . . . C4 C 0.3699(2) 0.53459(18) 0.37506(16) 0.0360(4) Uani 1 1 d . . . H4 H 0.3446 0.5427 0.4489 0.043 Uiso 1 1 calc R . . N5 N 0.71564(15) 0.11897(12) 0.20875(12) 0.0236(3) Uani 1 1 d . . . C5 C 0.4723(2) 0.43159(16) 0.34544(15) 0.0303(3) Uani 1 1 d . . . H5 H 0.5192 0.3676 0.3982 0.036 Uiso 1 1 calc R . . N6 N 0.48422(15) 0.20258(12) 0.31180(12) 0.0240(3) Uani 1 1 d . . . C6 C 0.50521(17) 0.42377(14) 0.23610(14) 0.0245(3) Uani 1 1 d . . . N7 N 0.58278(15) -0.01014(12) 0.32250(12) 0.0257(3) Uani 1 1 d . . . C7 C 0.73284(18) 0.34467(14) 0.11787(14) 0.0253(3) Uani 1 1 d . . . N8 N 0.81238(15) -0.08730(12) 0.22943(13) 0.0269(3) Uani 1 1 d . . . C8 C 0.87075(19) 0.28882(16) 0.13551(16) 0.0293(3) Uani 1 1 d . . . H8 H 0.8898 0.2306 0.2012 0.035 Uiso 1 1 calc R . . N9 N 0.99030(17) -0.02354(14) 0.24075(13) 0.0303(3) Uani 1 1 d . . . C9 C 0.9800(2) 0.31989(17) 0.05521(17) 0.0333(4) Uani 1 1 d . . . H9 H 1.0755 0.2829 0.0645 0.040 Uiso 1 1 calc R . . N10 N 0.8784(2) -0.29333(15) 0.30388(15) 0.0400(4) Uani 1 1 d . . . C10 C 0.9467(2) 0.40614(17) -0.03899(17) 0.0337(4) Uani 1 1 d . . . H10 H 1.0193 0.4302 -0.0946 0.040 Uiso 1 1 calc R . . N11 N 0.36004(16) 0.07603(13) 0.42078(12) 0.0274(3) Uani 1 1 d . . . C11 C 0.8081(2) 0.45642(16) -0.05109(15) 0.0306(4) Uani 1 1 d . . . H11 H 0.7869 0.5157 -0.1158 0.037 Uiso 1 1 calc R . . C12 C 0.60496(17) 0.20867(14) 0.24317(13) 0.0226(3) Uani 1 1 d . . . C13 C 0.69743(17) 0.01155(14) 0.25457(13) 0.0238(3) Uani 1 1 d . . . C14 C 0.47827(17) 0.08965(14) 0.34824(14) 0.0242(3) Uani 1 1 d . . . C15 C 0.95149(17) -0.07860(14) 0.18877(14) 0.0250(3) Uani 1 1 d . . . C16 C 1.03610(19) -0.12456(15) 0.09786(15) 0.0283(3) Uani 1 1 d . . . H16 H 1.0047 -0.1649 0.0649 0.034 Uiso 1 1 calc R . . C17 C 1.1679(2) -0.10976(17) 0.05654(16) 0.0331(4) Uani 1 1 d . . . H17 H 1.2292 -0.1402 -0.0056 0.040 Uiso 1 1 calc R . . C18 C 1.2097(2) -0.04990(18) 0.10686(18) 0.0356(4) Uani 1 1 d . . . H18 H 1.2993 -0.0382 0.0798 0.043 Uiso 1 1 calc R . . C19 C 1.1171(2) -0.00804(18) 0.19723(18) 0.0357(4) Uani 1 1 d . . . H19 H 1.1449 0.0344 0.2307 0.043 Uiso 1 1 calc R . . C20 C 0.79310(19) -0.19980(15) 0.24692(15) 0.0298(4) Uani 1 1 d . . . C21 C 0.6913(2) -0.20533(19) 0.20278(19) 0.0381(4) Uani 1 1 d . . . H21 H 0.6345 -0.1353 0.1607 0.046 Uiso 1 1 calc R . . C22 C 0.6754(3) -0.3163(2) 0.2222(2) 0.0507(6) Uani 1 1 d . . . H22 H 0.6070 -0.3241 0.1940 0.061 Uiso 1 1 calc R . . C23 C 0.7612(3) -0.4151(2) 0.2835(2) 0.0551(7) Uani 1 1 d . . . H23 H 0.7518 -0.4920 0.2994 0.066 Uiso 1 1 calc R . . C24 C 0.8603(3) -0.40042(19) 0.3211(2) 0.0515(6) Uani 1 1 d . . . H24 H 0.9201 -0.4696 0.3617 0.062 Uiso 1 1 calc R . . C25 C 0.35113(19) -0.04423(16) 0.47352(14) 0.0280(3) Uani 1 1 d . . . H25A H 0.2922 -0.0435 0.5486 0.034 Uiso 1 1 calc R . . H25B H 0.4476 -0.1014 0.4803 0.034 Uiso 1 1 calc R . . C26 C 0.2885(2) -0.08837(17) 0.41188(16) 0.0321(4) Uani 1 1 d . . . H26A H 0.1906 -0.0336 0.4066 0.039 Uiso 1 1 calc R . . H26B H 0.3463 -0.0897 0.3366 0.039 Uiso 1 1 calc R . . C27 C 0.1746(2) -0.21155(19) 0.56263(18) 0.0368(4) Uani 1 1 d . . . H27A H 0.1421 -0.1379 0.5909 0.044 Uiso 1 1 calc R . . H27B H 0.2088 -0.2819 0.6213 0.044 Uiso 1 1 calc R . . C28 C 0.25274(19) 0.18124(16) 0.45965(16) 0.0309(4) Uani 1 1 d . . . H28A H 0.3008 0.2269 0.4750 0.037 Uiso 1 1 calc R . . H28B H 0.1916 0.1539 0.5294 0.037 Uiso 1 1 calc R . . C29 C 0.1600(2) 0.26425(18) 0.37790(19) 0.0374(4) Uani 1 1 d . . . H29A H 0.1098 0.3431 0.3985 0.045 Uiso 1 1 calc R . . H29B H 0.2216 0.2776 0.3043 0.045 Uiso 1 1 calc R . . C30 C -0.0528(2) 0.2209(2) 0.46806(19) 0.0399(4) Uani 1 1 d . . . H30A H -0.0826 0.2966 0.4924 0.048 Uiso 1 1 calc R . . H30B H -0.0198 0.1523 0.5284 0.048 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.02443(16) 0.01489(14) 0.02140(16) -0.00360(11) 0.00074(11) -0.00821(11) S1 0.0522(3) 0.0287(2) 0.0501(3) -0.0039(2) -0.0124(2) -0.0246(2) O1 0.0381(7) 0.0364(7) 0.0420(8) -0.0153(6) 0.0091(6) -0.0214(6) N1 0.0288(7) 0.0196(6) 0.0265(7) -0.0037(5) -0.0020(5) -0.0092(5) C1 0.0279(8) 0.0223(7) 0.0275(8) -0.0052(6) -0.0034(6) -0.0081(6) O2 0.0253(6) 0.0415(8) 0.0372(7) -0.0068(6) 0.0017(5) -0.0108(6) N2 0.0275(7) 0.0184(6) 0.0269(7) -0.0057(5) -0.0006(5) -0.0078(5) C2 0.0332(9) 0.0209(7) 0.0323(9) -0.0079(6) -0.0027(7) -0.0042(6) N3 0.0262(6) 0.0187(6) 0.0278(7) -0.0056(5) 0.0029(5) -0.0100(5) C3 0.0379(10) 0.0255(8) 0.0356(9) -0.0130(7) 0.0018(7) -0.0039(7) N4 0.0233(6) 0.0163(6) 0.0254(6) -0.0041(5) 0.0021(5) -0.0069(5) C4 0.0408(10) 0.0308(9) 0.0291(9) -0.0119(7) 0.0029(7) -0.0082(8) N5 0.0240(6) 0.0170(6) 0.0257(6) -0.0041(5) -0.0001(5) -0.0069(5) C5 0.0331(8) 0.0257(8) 0.0268(8) -0.0062(6) 0.0005(6) -0.0092(7) N6 0.0239(6) 0.0180(6) 0.0252(6) -0.0024(5) -0.0004(5) -0.0074(5) C6 0.0248(7) 0.0177(6) 0.0277(8) -0.0062(6) 0.0016(6) -0.0082(6) N7 0.0255(6) 0.0184(6) 0.0287(7) -0.0035(5) -0.0004(5) -0.0082(5) C7 0.0261(7) 0.0179(6) 0.0291(8) -0.0072(6) 0.0028(6) -0.0094(6) N8 0.0246(6) 0.0176(6) 0.0342(7) -0.0058(5) -0.0009(5) -0.0066(5) C8 0.0274(8) 0.0239(7) 0.0349(9) -0.0078(6) -0.0016(7) -0.0094(6) N9 0.0295(7) 0.0281(7) 0.0328(7) -0.0091(6) -0.0075(6) -0.0064(6) C9 0.0267(8) 0.0309(9) 0.0440(10) -0.0153(8) 0.0013(7) -0.0124(7) N10 0.0456(10) 0.0221(7) 0.0381(9) -0.0025(6) -0.0018(7) -0.0055(7) C10 0.0315(9) 0.0302(8) 0.0393(9) -0.0121(7) 0.0073(7) -0.0176(7) N11 0.0256(7) 0.0211(6) 0.0295(7) -0.0029(5) 0.0013(5) -0.0090(5) C11 0.0335(9) 0.0254(8) 0.0303(8) -0.0072(6) 0.0058(7) -0.0157(7) C12 0.0242(7) 0.0171(6) 0.0235(7) -0.0021(5) -0.0020(5) -0.0078(5) C13 0.0247(7) 0.0180(7) 0.0257(7) -0.0045(5) -0.0019(6) -0.0069(6) C14 0.0240(7) 0.0202(7) 0.0249(7) -0.0026(6) -0.0020(6) -0.0082(6) C15 0.0242(7) 0.0178(6) 0.0275(7) -0.0035(6) -0.0032(6) -0.0042(5) C16 0.0293(8) 0.0223(7) 0.0290(8) -0.0079(6) -0.0036(6) -0.0045(6) C17 0.0310(8) 0.0257(8) 0.0308(8) -0.0049(7) 0.0014(7) -0.0044(7) C18 0.0266(8) 0.0288(8) 0.0458(11) -0.0036(8) -0.0051(7) -0.0091(7) C19 0.0333(9) 0.0324(9) 0.0438(10) -0.0085(8) -0.0127(8) -0.0100(7) C20 0.0308(8) 0.0188(7) 0.0332(8) -0.0067(6) 0.0046(7) -0.0092(6) C21 0.0349(9) 0.0308(9) 0.0493(11) -0.0159(8) -0.0001(8) -0.0127(7) C22 0.0443(12) 0.0426(12) 0.0696(16) -0.0274(11) 0.0113(11) -0.0247(10) C23 0.0607(15) 0.0314(10) 0.0659(16) -0.0162(10) 0.0193(12) -0.0282(10) C24 0.0615(15) 0.0230(9) 0.0477(12) -0.0017(8) 0.0049(11) -0.0085(9) C25 0.0296(8) 0.0244(7) 0.0278(8) -0.0013(6) -0.0011(6) -0.0139(6) C26 0.0297(8) 0.0323(9) 0.0335(9) -0.0085(7) -0.0012(7) -0.0127(7) C27 0.0350(9) 0.0352(9) 0.0377(10) -0.0061(8) -0.0006(8) -0.0158(8) C28 0.0256(8) 0.0256(8) 0.0339(9) -0.0066(7) 0.0039(6) -0.0084(6) C29 0.0251(8) 0.0285(9) 0.0475(11) 0.0000(8) -0.0013(7) -0.0089(7) C30 0.0283(9) 0.0481(12) 0.0427(11) -0.0169(9) 0.0056(8) -0.0165(8) _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 N1 1.9535(15) 2_665 ? Fe1 N1 1.9535(15) . ? Fe1 N2 2.0107(15) . ? Fe1 N2 2.0107(15) 2_665 ? Fe1 N3 2.0149(16) . ? Fe1 N3 2.0149(16) 2_665 ? S1 C1 1.6355(18) . ? O1 C27 1.417(2) . ? O1 C26 1.435(2) . ? N1 C1 1.154(2) . ? O2 C29 1.426(3) . ? O2 C30 1.426(2) . ? N2 C6 1.336(2) . ? N2 C2 1.355(2) . ? C2 C3 1.381(3) . ? C2 H2 0.9500 . ? N3 C7 1.346(2) . ? N3 C11 1.357(2) . ? C3 C4 1.389(3) . ? C3 H3 0.9500 . ? N4 C12 1.388(2) . ? N4 C6 1.419(2) . ? N4 C7 1.421(2) . ? C4 C5 1.381(3) . ? C4 H4 0.9500 . ? N5 C12 1.327(2) . ? N5 C13 1.343(2) . ? C5 C6 1.396(2) . ? C5 H5 0.9500 . ? N6 C12 1.324(2) . ? N6 C14 1.352(2) . ? N7 C13 1.327(2) . ? N7 C14 1.345(2) . ? C7 C8 1.390(3) . ? N8 C13 1.380(2) . ? N8 C15 1.426(2) . ? N8 C20 1.428(2) . ? C8 C9 1.387(3) . ? C8 H8 0.9500 . ? N9 C15 1.337(2) . ? N9 C19 1.341(3) . ? C9 C10 1.388(3) . ? C9 H9 0.9500 . ? N10 C20 1.320(3) . ? N10 C24 1.357(3) . ? C10 C11 1.373(3) . ? C10 H10 0.9500 . ? N11 C14 1.346(2) . ? N11 C28 1.461(2) . ? N11 C25 1.461(2) . ? C11 H11 0.9500 . ? C15 C16 1.384(2) . ? C16 C17 1.384(3) . ? C16 H16 0.9500 . ? C17 C18 1.389(3) . ? C17 H17 0.9500 . ? C18 C19 1.379(3) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.394(3) . ? C21 C22 1.389(3) . ? C21 H21 0.9500 . ? C22 C23 1.379(4) . ? C22 H22 0.9500 . ? C23 C24 1.371(4) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C26 1.511(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C30 1.507(3) 2_556 ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.518(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C27 1.507(3) 2_556 ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Fe1 N1 180.00(9) 2_665 . ? N1 Fe1 N2 88.00(7) 2_665 . ? N1 Fe1 N2 92.00(7) . . ? N1 Fe1 N2 92.00(7) 2_665 2_665 ? N1 Fe1 N2 88.00(7) . 2_665 ? N2 Fe1 N2 180.00(8) . 2_665 ? N1 Fe1 N3 87.62(7) 2_665 . ? N1 Fe1 N3 92.38(7) . . ? N2 Fe1 N3 85.56(7) . . ? N2 Fe1 N3 94.44(7) 2_665 . ? N1 Fe1 N3 92.38(7) 2_665 2_665 ? N1 Fe1 N3 87.62(7) . 2_665 ? N2 Fe1 N3 94.44(7) . 2_665 ? N2 Fe1 N3 85.56(7) 2_665 2_665 ? N3 Fe1 N3 180.00(11) . 2_665 ? C27 O1 C26 114.70(15) . . ? C1 N1 Fe1 171.93(15) . . ? N1 C1 S1 179.35(18) . . ? C29 O2 C30 112.21(17) . . ? C6 N2 C2 117.09(15) . . ? C6 N2 Fe1 122.49(11) . . ? C2 N2 Fe1 120.25(13) . . ? N2 C2 C3 123.08(18) . . ? N2 C2 H2 118.5 . . ? C3 C2 H2 118.5 . . ? C7 N3 C11 117.11(16) . . ? C7 N3 Fe1 122.20(11) . . ? C11 N3 Fe1 120.68(13) . . ? C2 C3 C4 118.91(17) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C12 N4 C6 120.19(13) . . ? C12 N4 C7 122.10(13) . . ? C6 N4 C7 117.50(13) . . ? C5 C4 C3 118.98(18) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C12 N5 C13 112.50(14) . . ? C4 C5 C6 118.36(18) . . ? C4 C5 H5 120.8 . . ? C6 C5 H5 120.8 . . ? C12 N6 C14 113.35(14) . . ? N2 C6 C5 123.57(15) . . ? N2 C6 N4 116.74(15) . . ? C5 C6 N4 119.58(16) . . ? C13 N7 C14 113.30(14) . . ? N3 C7 C8 123.23(16) . . ? N3 C7 N4 116.39(15) . . ? C8 C7 N4 120.31(16) . . ? C13 N8 C15 120.25(14) . . ? C13 N8 C20 120.08(14) . . ? C15 N8 C20 119.65(14) . . ? C9 C8 C7 118.62(18) . . ? C9 C8 H8 120.7 . . ? C7 C8 H8 120.7 . . ? C15 N9 C19 116.53(16) . . ? C8 C9 C10 118.57(18) . . ? C8 C9 H9 120.7 . . ? C10 C9 H9 120.7 . . ? C20 N10 C24 115.8(2) . . ? C11 C10 C9 119.47(17) . . ? C11 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? C14 N11 C28 118.37(14) . . ? C14 N11 C25 120.28(14) . . ? C28 N11 C25 120.47(14) . . ? N3 C11 C10 122.92(18) . . ? N3 C11 H11 118.5 . . ? C10 C11 H11 118.5 . . ? N6 C12 N5 127.78(15) . . ? N6 C12 N4 116.05(14) . . ? N5 C12 N4 116.17(14) . . ? N7 C13 N5 127.38(15) . . ? N7 C13 N8 116.65(14) . . ? N5 C13 N8 115.96(14) . . ? N7 C14 N11 117.64(15) . . ? N7 C14 N6 125.59(15) . . ? N11 C14 N6 116.68(15) . . ? N9 C15 C16 124.23(16) . . ? N9 C15 N8 116.95(15) . . ? C16 C15 N8 118.81(16) . . ? C17 C16 C15 117.79(17) . . ? C17 C16 H16 121.1 . . ? C15 C16 H16 121.1 . . ? C16 C17 C18 119.35(17) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C19 C18 C17 118.05(18) . . ? C19 C18 H18 121.0 . . ? C17 C18 H18 121.0 . . ? N9 C19 C18 123.97(19) . . ? N9 C19 H19 118.0 . . ? C18 C19 H19 118.0 . . ? N10 C20 C21 124.67(18) . . ? N10 C20 N8 115.50(18) . . ? C21 C20 N8 119.82(17) . . ? C22 C21 C20 118.0(2) . . ? C22 C21 H21 121.0 . . ? C20 C21 H21 121.0 . . ? C23 C22 C21 118.5(2) . . ? C23 C22 H22 120.8 . . ? C21 C22 H22 120.8 . . ? C24 C23 C22 118.9(2) . . ? C24 C23 H23 120.5 . . ? C22 C23 H23 120.5 . . ? N10 C24 C23 124.1(2) . . ? N10 C24 H24 117.9 . . ? C23 C24 H24 117.9 . . ? N11 C25 C26 113.41(15) . . ? N11 C25 H25A 108.9 . . ? C26 C25 H25A 108.9 . . ? N11 C25 H25B 108.9 . . ? C26 C25 H25B 108.9 . . ? H25A C25 H25B 107.7 . . ? O1 C26 C25 108.77(16) . . ? O1 C26 H26A 109.9 . . ? C25 C26 H26A 109.9 . . ? O1 C26 H26B 109.9 . . ? C25 C26 H26B 109.9 . . ? H26A C26 H26B 108.3 . . ? O1 C27 C30 109.87(18) . 2_556 ? O1 C27 H27A 109.7 . . ? C30 C27 H27A 109.7 2_556 . ? O1 C27 H27B 109.7 . . ? C30 C27 H27B 109.7 2_556 . ? H27A C27 H27B 108.2 . . ? N11 C28 C29 113.02(17) . . ? N11 C28 H28A 109.0 . . ? C29 C28 H28A 109.0 . . ? N11 C28 H28B 109.0 . . ? C29 C28 H28B 109.0 . . ? H28A C28 H28B 107.8 . . ? O2 C29 C28 113.68(16) . . ? O2 C29 H29A 108.8 . . ? C28 C29 H29A 108.8 . . ? O2 C29 H29B 108.8 . . ? C28 C29 H29B 108.8 . . ? H29A C29 H29B 107.7 . . ? O2 C30 C27 106.47(18) . 2_556 ? O2 C30 H30A 110.4 . . ? C27 C30 H30A 110.4 2_556 . ? O2 C30 H30B 110.4 . . ? C27 C30 H30B 110.4 2_556 . ? H30A C30 H30B 108.6 . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.969 _refine_diff_density_min -0.701 _refine_diff_density_rms 0.068 _database_code_depnum_ccdc_archive 'CCDC 945424' ####################################################################### # # 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_hs455m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H56 Fe N22 O4 Se2' _chemical_formula_weight 1363.04 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.620(2) _cell_length_b 12.570(3) _cell_length_c 13.150(3) _cell_angle_alpha 70.65(3) _cell_angle_beta 71.26(3) _cell_angle_gamma 65.99(3) _cell_volume 1477.2(5) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 1.557 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Australian Synchrotron' _diffrn_radiation_monochromator silicon _diffrn_measurement_device_type 'ADSC Quantum 210r' _diffrn_measurement_method 'scans in phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46822 _diffrn_reflns_av_R_equivalents 0.0588 _diffrn_reflns_av_sigmaI/netI 0.0311 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 27.18 _reflns_number_total 6541 _reflns_number_gt 5450 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Blu-Ice (McPhillips et al, 2002)' _computing_cell_refinement 'XDS (Kabsch, 1993)' _computing_data_reduction 'XDS (Kabsch, 1993)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics X-SEED _computing_publication_material 'XCIF V6.12 (BrukerAXS, 2001).' _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^)+(0.0706P)^2^+2.1618P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6541 _refine_ls_number_parameters 403 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0581 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1356 _refine_ls_wR_factor_gt 0.1286 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Se1 Se 0.40339(4) 0.13107(3) 0.57770(3) 0.04273(13) Uani 1 1 d . . . Fe1 Fe 0.5000 0.5000 0.5000 0.02319(14) Uani 1 2 d S . . O1 O 0.2851(3) -0.2041(2) 0.9694(2) 0.0407(6) Uani 1 1 d . . . N1 N 0.4751(3) 0.3458(2) 0.5373(2) 0.0272(5) Uani 1 1 d . . . C1 C 0.4465(3) 0.2624(3) 0.5536(2) 0.0275(6) Uani 1 1 d . . . O2 O 0.0573(2) 0.2173(2) 0.87308(19) 0.0385(5) Uani 1 1 d . . . N2 N 0.4414(3) 0.5089(2) 0.6578(2) 0.0263(5) Uani 1 1 d . . . C2 C 0.3439(3) 0.6091(3) 0.6895(3) 0.0331(6) Uani 1 1 d . . . H7 H 0.3002 0.6735 0.6354 0.040 Uiso 1 1 calc R . . N3 N 0.6984(3) 0.4242(2) 0.5242(2) 0.0262(5) Uani 1 1 d . . . C3 C 0.3055(4) 0.6218(3) 0.7957(3) 0.0404(8) Uani 1 1 d . . . H8 H 0.2354 0.6929 0.8145 0.049 Uiso 1 1 calc R . . N4 N 0.6138(2) 0.32018(19) 0.70084(19) 0.0228(5) Uani 1 1 d . . . C4 C 0.3700(4) 0.5300(3) 0.8754(3) 0.0401(8) Uani 1 1 d . . . H9 H 0.3452 0.5373 0.9495 0.048 Uiso 1 1 calc R . . N5 N 0.7128(2) 0.11709(19) 0.70901(19) 0.0233(5) Uani 1 1 d . . . C5 C 0.4707(3) 0.4277(3) 0.8453(3) 0.0329(6) Uani 1 1 d . . . H10 H 0.5170 0.3633 0.8980 0.039 Uiso 1 1 calc R . . N6 N 0.4814(2) 0.2012(2) 0.81307(19) 0.0235(5) Uani 1 1 d . . . C6 C 0.5028(3) 0.4210(2) 0.7364(2) 0.0248(5) Uani 1 1 d . . . N7 N 0.5803(2) -0.0106(2) 0.8253(2) 0.0262(5) Uani 1 1 d . . . C7 C 0.7298(3) 0.3423(2) 0.6169(2) 0.0251(5) Uani 1 1 d . . . N8 N 0.8094(3) -0.0880(2) 0.7310(2) 0.0281(5) Uani 1 1 d . . . C8 C 0.8666(3) 0.2861(3) 0.6343(3) 0.0308(6) Uani 1 1 d . . . H5 H 0.8852 0.2265 0.6997 0.037 Uiso 1 1 calc R . . N9 N 0.9849(3) -0.0277(2) 0.7443(2) 0.0318(5) Uani 1 1 d . . . C9 C 0.9756(3) 0.3185(3) 0.5545(3) 0.0350(7) Uani 1 1 d . . . H4 H 1.0701 0.2819 0.5642 0.042 Uiso 1 1 calc R . . N10 N 0.8797(3) -0.2935(2) 0.8054(3) 0.0461(8) Uani 1 1 d . . . C10 C 0.9429(3) 0.4057(3) 0.4602(3) 0.0352(7) Uani 1 1 d . . . H3 H 1.0152 0.4302 0.4044 0.042 Uiso 1 1 calc R . . N11 N 0.3578(3) 0.0754(2) 0.9238(2) 0.0282(5) Uani 1 1 d . . . C11 C 0.8057(3) 0.4565(3) 0.4479(3) 0.0324(6) Uani 1 1 d . . . H2 H 0.7850 0.5168 0.3833 0.039 Uiso 1 1 calc R . . C22 C 0.6765(5) -0.3177(4) 0.7308(4) 0.0585(12) Uani 1 1 d . . . H24 H 0.6082 -0.3262 0.7047 0.070 Uiso 1 1 calc R . . C12 C 0.6021(3) 0.2068(2) 0.7435(2) 0.0221(5) Uani 1 1 d . . . C23 C 0.7633(5) -0.4140(4) 0.7893(4) 0.0643(14) Uani 1 1 d . . . H23 H 0.7548 -0.4907 0.8063 0.077 Uiso 1 1 calc R . . C13 C 0.6946(3) 0.0106(2) 0.7563(2) 0.0247(5) Uani 1 1 d . . . C24 C 0.8624(5) -0.4005(3) 0.8237(4) 0.0603(12) Uani 1 1 d . . . H22 H 0.9235 -0.4698 0.8628 0.072 Uiso 1 1 calc R . . C14 C 0.4758(3) 0.0889(2) 0.8506(2) 0.0246(5) Uani 1 1 d . . . C15 C 0.9478(3) -0.0801(2) 0.6908(2) 0.0264(6) Uani 1 1 d . . . C16 C 1.0334(3) -0.1242(3) 0.5993(3) 0.0313(6) Uani 1 1 d . . . H16 H 1.0027 -0.1622 0.5649 0.038 Uiso 1 1 calc R . . C17 C 1.1649(3) -0.1114(3) 0.5593(3) 0.0363(7) Uani 1 1 d . . . H17 H 1.2268 -0.1411 0.4969 0.044 Uiso 1 1 calc R . . C18 C 1.2053(3) -0.0552(3) 0.6110(3) 0.0392(7) Uani 1 1 d . . . H18 H 1.2949 -0.0447 0.5847 0.047 Uiso 1 1 calc R . . C19 C 1.1121(3) -0.0144(3) 0.7019(3) 0.0392(7) Uani 1 1 d . . . H19 H 1.1396 0.0256 0.7365 0.047 Uiso 1 1 calc R . . C20 C 0.7911(3) -0.2004(3) 0.7503(3) 0.0330(7) Uani 1 1 d . . . C21 C 0.6895(4) -0.2065(3) 0.7097(3) 0.0429(8) Uani 1 1 d . . . H21 H 0.6307 -0.1369 0.6688 0.052 Uiso 1 1 calc R . . C25 C 0.3483(3) -0.0442(3) 0.9760(2) 0.0296(6) Uani 1 1 d . . . H25A H 0.2884 -0.0442 1.0513 0.035 Uiso 1 1 calc R . . H25B H 0.4438 -0.1017 0.9831 0.035 Uiso 1 1 calc R . . C26 C 0.2880(3) -0.0860(3) 0.9131(3) 0.0345(7) Uani 1 1 d . . . H26A H 0.1912 -0.0307 0.9074 0.041 Uiso 1 1 calc R . . H26B H 0.3468 -0.0863 0.8375 0.041 Uiso 1 1 calc R . . C27 C 0.1725(4) -0.2095(3) 1.0626(3) 0.0403(7) Uani 1 1 d . . . H29A H 0.1382 -0.1365 1.0909 0.048 Uiso 1 1 calc R . . H29B H 0.2062 -0.2796 1.1219 0.048 Uiso 1 1 calc R . . C28 C 0.2486(3) 0.1798(3) 0.9613(3) 0.0338(7) Uani 1 1 d . . . H27A H 0.2943 0.2259 0.9767 0.041 Uiso 1 1 calc R . . H27B H 0.1873 0.1522 1.0313 0.041 Uiso 1 1 calc R . . C29 C 0.1579(3) 0.2618(3) 0.8790(3) 0.0407(8) Uani 1 1 d . . . H28A H 0.1071 0.3403 0.8989 0.049 Uiso 1 1 calc R . . H28B H 0.2200 0.2752 0.8049 0.049 Uiso 1 1 calc R . . C30 C -0.0538(3) 0.2193(3) 0.9684(3) 0.0405(8) Uani 1 1 d . . . H30A H -0.0850 0.2949 0.9919 0.049 Uiso 1 1 calc R . . H30B H -0.0220 0.1514 1.0299 0.049 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Se1 0.0525(2) 0.02980(19) 0.0542(2) -0.00229(15) -0.01540(17) -0.02484(16) Fe1 0.0251(3) 0.0153(3) 0.0235(3) -0.0013(2) -0.0008(2) -0.0073(2) O1 0.0391(12) 0.0378(13) 0.0458(13) -0.0140(11) 0.0076(10) -0.0230(10) N1 0.0275(12) 0.0200(11) 0.0287(12) -0.0010(9) -0.0038(9) -0.0081(9) C1 0.0278(14) 0.0222(14) 0.0278(14) -0.0022(11) -0.0048(11) -0.0077(11) O2 0.0251(11) 0.0415(13) 0.0386(12) -0.0047(10) -0.0005(9) -0.0096(9) N2 0.0271(12) 0.0177(11) 0.0281(12) -0.0032(9) -0.0018(9) -0.0063(9) C2 0.0362(16) 0.0211(14) 0.0321(15) -0.0047(11) -0.0038(12) -0.0039(12) N3 0.0268(12) 0.0195(11) 0.0272(12) -0.0031(9) 0.0012(9) -0.0099(9) C3 0.0445(19) 0.0256(15) 0.0374(17) -0.0117(13) -0.0005(14) -0.0012(13) N4 0.0233(11) 0.0135(10) 0.0249(11) -0.0010(8) -0.0007(9) -0.0058(8) C4 0.0489(19) 0.0324(17) 0.0287(15) -0.0105(13) -0.0001(14) -0.0072(14) N5 0.0231(11) 0.0151(10) 0.0255(11) -0.0006(8) -0.0032(9) -0.0052(9) C5 0.0361(16) 0.0268(15) 0.0287(15) -0.0053(12) -0.0036(12) -0.0072(12) N6 0.0220(11) 0.0168(10) 0.0258(11) 0.0015(8) -0.0039(9) -0.0067(8) C6 0.0262(13) 0.0165(12) 0.0266(13) -0.0023(10) -0.0017(10) -0.0073(10) N7 0.0255(11) 0.0181(11) 0.0301(12) -0.0018(9) -0.0038(9) -0.0070(9) C7 0.0246(13) 0.0147(12) 0.0312(14) -0.0035(10) -0.0004(11) -0.0077(10) N8 0.0256(12) 0.0152(11) 0.0375(13) -0.0039(9) -0.0033(10) -0.0054(9) C8 0.0284(14) 0.0252(14) 0.0375(16) -0.0059(12) -0.0058(12) -0.0099(12) N9 0.0290(12) 0.0297(13) 0.0328(13) -0.0060(10) -0.0097(10) -0.0049(10) C9 0.0249(14) 0.0340(16) 0.0481(19) -0.0139(14) -0.0031(13) -0.0121(12) N10 0.0544(18) 0.0208(13) 0.0435(16) -0.0004(12) -0.0031(14) -0.0046(12) C10 0.0318(15) 0.0278(15) 0.0434(17) -0.0089(13) 0.0044(13) -0.0165(12) N11 0.0238(11) 0.0214(11) 0.0329(13) 0.0007(9) -0.0023(10) -0.0095(9) C11 0.0322(15) 0.0267(14) 0.0329(15) -0.0040(12) 0.0031(12) -0.0147(12) C22 0.058(2) 0.048(2) 0.075(3) -0.030(2) 0.014(2) -0.032(2) C12 0.0235(12) 0.0157(12) 0.0226(12) 0.0015(9) -0.0061(10) -0.0061(10) C23 0.078(3) 0.036(2) 0.068(3) -0.0152(19) 0.022(2) -0.035(2) C13 0.0243(13) 0.0176(12) 0.0272(13) -0.0014(10) -0.0046(10) -0.0059(10) C24 0.076(3) 0.0235(17) 0.051(2) -0.0006(16) 0.005(2) -0.0083(18) C14 0.0242(13) 0.0187(12) 0.0255(13) 0.0015(10) -0.0049(10) -0.0076(10) C15 0.0250(13) 0.0171(12) 0.0288(14) -0.0002(10) -0.0054(11) -0.0033(10) C16 0.0327(15) 0.0215(13) 0.0323(15) -0.0068(11) -0.0054(12) -0.0029(11) C17 0.0316(15) 0.0275(15) 0.0332(16) -0.0038(12) -0.0005(12) -0.0012(12) C18 0.0260(15) 0.0307(16) 0.0498(19) -0.0024(14) -0.0052(13) -0.0063(12) C19 0.0332(16) 0.0355(17) 0.0491(19) -0.0078(14) -0.0157(14) -0.0083(13) C20 0.0355(16) 0.0172(13) 0.0352(15) -0.0043(11) 0.0045(12) -0.0088(12) C21 0.0417(18) 0.0320(17) 0.055(2) -0.0152(15) -0.0006(16) -0.0160(14) C25 0.0290(14) 0.0265(14) 0.0298(14) 0.0020(11) -0.0042(11) -0.0145(12) C26 0.0309(15) 0.0337(16) 0.0361(16) -0.0050(13) -0.0047(12) -0.0125(13) C27 0.0360(17) 0.0403(18) 0.0412(18) -0.0038(14) -0.0036(14) -0.0176(14) C28 0.0255(14) 0.0273(15) 0.0385(16) -0.0047(12) 0.0024(12) -0.0084(12) C29 0.0254(15) 0.0299(16) 0.054(2) 0.0032(14) -0.0053(14) -0.0093(12) C30 0.0281(15) 0.0468(19) 0.0430(18) -0.0143(15) 0.0037(13) -0.0146(14) _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 Se1 C1 1.792(3) . ? Fe1 N1 1.942(2) 2_666 ? Fe1 N1 1.942(2) . ? Fe1 N2 1.993(2) 2_666 ? Fe1 N2 1.993(2) . ? Fe1 N3 2.011(3) . ? Fe1 N3 2.011(3) 2_666 ? O1 C27 1.416(4) . ? O1 C26 1.431(4) . ? N1 C1 1.142(4) . ? O2 C30 1.418(4) . ? O2 C29 1.424(4) . ? N2 C6 1.344(4) . ? N2 C2 1.357(4) . ? C2 C3 1.367(5) . ? C2 H7 0.9500 . ? N3 C7 1.344(4) . ? N3 C11 1.358(4) . ? C3 C4 1.384(5) . ? C3 H8 0.9500 . ? N4 C12 1.389(3) . ? N4 C7 1.419(3) . ? N4 C6 1.427(3) . ? C4 C5 1.378(4) . ? C4 H9 0.9500 . ? N5 C12 1.333(3) . ? N5 C13 1.341(3) . ? C5 C6 1.384(4) . ? C5 H10 0.9500 . ? N6 C12 1.328(3) . ? N6 C14 1.352(3) . ? N7 C13 1.327(4) . ? N7 C14 1.347(4) . ? C7 C8 1.391(4) . ? N8 C13 1.384(4) . ? N8 C15 1.426(4) . ? N8 C20 1.433(4) . ? C8 C9 1.388(4) . ? C8 H5 0.9500 . ? N9 C15 1.335(4) . ? N9 C19 1.342(4) . ? C9 C10 1.388(5) . ? C9 H4 0.9500 . ? N10 C20 1.327(4) . ? N10 C24 1.363(5) . ? C10 C11 1.372(5) . ? C10 H3 0.9500 . ? N11 C14 1.346(4) . ? N11 C28 1.461(4) . ? N11 C25 1.462(4) . ? C11 H2 0.9500 . ? C22 C23 1.356(7) . ? C22 C21 1.388(5) . ? C22 H24 0.9500 . ? C23 C24 1.358(7) . ? C23 H23 0.9500 . ? C24 H22 0.9500 . ? C15 C16 1.382(4) . ? C16 C17 1.381(5) . ? C16 H16 0.9500 . ? C17 C18 1.378(5) . ? C17 H17 0.9500 . ? C18 C19 1.380(5) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.386(5) . ? C21 H21 0.9500 . ? C25 C26 1.507(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C30 1.504(5) 2_557 ? C27 H29A 0.9900 . ? C27 H29B 0.9900 . ? C28 C29 1.512(5) . ? C28 H27A 0.9900 . ? C28 H27B 0.9900 . ? C29 H28A 0.9900 . ? C29 H28B 0.9900 . ? C30 C27 1.504(5) 2_557 ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Fe1 N1 180.00(15) 2_666 . ? N1 Fe1 N2 92.12(10) 2_666 2_666 ? N1 Fe1 N2 87.88(10) . 2_666 ? N1 Fe1 N2 87.88(10) 2_666 . ? N1 Fe1 N2 92.12(10) . . ? N2 Fe1 N2 180.000(1) 2_666 . ? N1 Fe1 N3 87.56(10) 2_666 . ? N1 Fe1 N3 92.44(10) . . ? N2 Fe1 N3 93.98(10) 2_666 . ? N2 Fe1 N3 86.02(10) . . ? N1 Fe1 N3 92.44(10) 2_666 2_666 ? N1 Fe1 N3 87.56(10) . 2_666 ? N2 Fe1 N3 86.02(10) 2_666 2_666 ? N2 Fe1 N3 93.98(10) . 2_666 ? N3 Fe1 N3 180.0 . 2_666 ? C27 O1 C26 114.8(3) . . ? C1 N1 Fe1 171.6(3) . . ? N1 C1 Se1 179.3(3) . . ? C30 O2 C29 112.5(3) . . ? C6 N2 C2 116.5(3) . . ? C6 N2 Fe1 122.34(19) . . ? C2 N2 Fe1 121.0(2) . . ? N2 C2 C3 123.2(3) . . ? N2 C2 H7 118.4 . . ? C3 C2 H7 118.4 . . ? C7 N3 C11 117.4(3) . . ? C7 N3 Fe1 121.82(19) . . ? C11 N3 Fe1 120.8(2) . . ? C2 C3 C4 119.3(3) . . ? C2 C3 H8 120.3 . . ? C4 C3 H8 120.3 . . ? C12 N4 C7 122.4(2) . . ? C12 N4 C6 120.1(2) . . ? C7 N4 C6 117.3(2) . . ? C5 C4 C3 118.8(3) . . ? C5 C4 H9 120.6 . . ? C3 C4 H9 120.6 . . ? C12 N5 C13 112.4(2) . . ? C4 C5 C6 118.5(3) . . ? C4 C5 H10 120.8 . . ? C6 C5 H10 120.8 . . ? C12 N6 C14 113.2(2) . . ? N2 C6 C5 123.7(3) . . ? N2 C6 N4 116.3(2) . . ? C5 C6 N4 119.8(3) . . ? C13 N7 C14 113.5(2) . . ? N3 C7 C8 122.9(3) . . ? N3 C7 N4 116.3(2) . . ? C8 C7 N4 120.7(3) . . ? C13 N8 C15 120.3(2) . . ? C13 N8 C20 120.2(2) . . ? C15 N8 C20 119.4(2) . . ? C9 C8 C7 118.9(3) . . ? C9 C8 H5 120.5 . . ? C7 C8 H5 120.5 . . ? C15 N9 C19 116.2(3) . . ? C8 C9 C10 118.3(3) . . ? C8 C9 H4 120.9 . . ? C10 C9 H4 120.9 . . ? C20 N10 C24 114.9(4) . . ? C11 C10 C9 119.7(3) . . ? C11 C10 H3 120.1 . . ? C9 C10 H3 120.1 . . ? C14 N11 C28 118.9(2) . . ? C14 N11 C25 120.2(2) . . ? C28 N11 C25 120.4(2) . . ? N3 C11 C10 122.7(3) . . ? N3 C11 H2 118.6 . . ? C10 C11 H2 118.6 . . ? C23 C22 C21 118.7(4) . . ? C23 C22 H24 120.7 . . ? C21 C22 H24 120.7 . . ? N6 C12 N5 127.9(2) . . ? N6 C12 N4 116.0(2) . . ? N5 C12 N4 116.2(2) . . ? C22 C23 C24 119.8(4) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? N7 C13 N5 127.4(3) . . ? N7 C13 N8 116.9(2) . . ? N5 C13 N8 115.8(2) . . ? C23 C24 N10 124.0(4) . . ? C23 C24 H22 118.0 . . ? N10 C24 H22 118.0 . . ? N11 C14 N7 117.7(2) . . ? N11 C14 N6 116.7(2) . . ? N7 C14 N6 125.6(2) . . ? N9 C15 C16 124.3(3) . . ? N9 C15 N8 116.7(3) . . ? C16 C15 N8 119.1(3) . . ? C17 C16 C15 118.0(3) . . ? C17 C16 H16 121.0 . . ? C15 C16 H16 121.0 . . ? C18 C17 C16 119.4(3) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 118.2(3) . . ? C17 C18 H18 120.9 . . ? C19 C18 H18 120.9 . . ? N9 C19 C18 124.1(3) . . ? N9 C19 H19 118.0 . . ? C18 C19 H19 118.0 . . ? N10 C20 C21 125.0(3) . . ? N10 C20 N8 114.9(3) . . ? C21 C20 N8 120.1(3) . . ? C20 C21 C22 117.7(4) . . ? C20 C21 H21 121.2 . . ? C22 C21 H21 121.2 . . ? N11 C25 C26 113.5(2) . . ? N11 C25 H25A 108.9 . . ? C26 C25 H25A 108.9 . . ? N11 C25 H25B 108.9 . . ? C26 C25 H25B 108.9 . . ? H25A C25 H25B 107.7 . . ? O1 C26 C25 109.4(3) . . ? O1 C26 H26A 109.8 . . ? C25 C26 H26A 109.8 . . ? O1 C26 H26B 109.8 . . ? C25 C26 H26B 109.8 . . ? H26A C26 H26B 108.2 . . ? O1 C27 C30 110.0(3) . 2_557 ? O1 C27 H29A 109.7 . . ? C30 C27 H29A 109.7 2_557 . ? O1 C27 H29B 109.7 . . ? C30 C27 H29B 109.7 2_557 . ? H29A C27 H29B 108.2 . . ? N11 C28 C29 113.6(3) . . ? N11 C28 H27A 108.9 . . ? C29 C28 H27A 108.9 . . ? N11 C28 H27B 108.9 . . ? C29 C28 H27B 108.9 . . ? H27A C28 H27B 107.7 . . ? O2 C29 C28 114.1(3) . . ? O2 C29 H28A 108.7 . . ? C28 C29 H28A 108.7 . . ? O2 C29 H28B 108.7 . . ? C28 C29 H28B 108.7 . . ? H28A C29 H28B 107.6 . . ? O2 C30 C27 106.7(3) . 2_557 ? O2 C30 H30A 110.4 . . ? C27 C30 H30A 110.4 2_557 . ? O2 C30 H30B 110.4 . . ? C27 C30 H30B 110.4 2_557 . ? H30A C30 H30B 108.6 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.18 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.783 _refine_diff_density_min -1.132 _refine_diff_density_rms 0.086 _database_code_depnum_ccdc_archive 'CCDC 945423'