Electronic Supplementary Material for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Mei Wang' _publ_contact_author_address ; School of Chemical Engineering Dalian University of Technology Zhongshan Road 158-46 Dalian Liaoning 116012 CHINA ; _publ_contact_author_email symbueno@dlut.edu.cn loop_ _publ_author_name 'Fei Li' 'Mei Wang' 'Chengbing Ma' 'Aiping Gao' 'Hongbo Chen' ; Licheng Sun ; _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Mono- and binuclear complexes of iron(II) and iron(III) with an N4O ligand: Synthesis, structures and catalytic properties in alkane oxidation ; # Attachment 'complex 4.new' data_m _database_code_depnum_ccdc_archive 'CCDC 247052' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H50 Cl4 Fe2 N10 O19' _chemical_formula_weight 1276.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.6658(5) _cell_length_b 12.9257(5) _cell_length_c 19.7839(8) _cell_angle_alpha 72.835(1) _cell_angle_beta 76.497(1) _cell_angle_gamma 65.272(1) _cell_volume 2788.19(19) _cell_formula_units_Z 2 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 8051 _cell_measurement_theta_min 1.95 _cell_measurement_theta_max 25.21 _exptl_crystal_description prism _exptl_crystal_colour 'dark red' _exptl_crystal_size_max .36 _exptl_crystal_size_mid .31 _exptl_crystal_size_min .25 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.520 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.792 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min .7210 _exptl_absorpt_correction_T_max .8111 _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 14432 _diffrn_reflns_av_R_equivalents 0.0240 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.21 _reflns_number_total 9680 _reflns_number_gt 7700 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART & SAINT' _computing_data_reduction 'Siemens XPREP' _computing_structure_solution 'Siemens SHELXTL' _computing_structure_refinement 'Siemens SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0650P)^2^+12.0000P] 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 9680 _refine_ls_number_parameters 712 _refine_ls_number_restraints 2 _refine_ls_R_factor_ref 0.1148 _refine_ls_R_factor_gt 0.0867 _refine_ls_wR_factor_ref 0.2244 _refine_ls_wR_factor_gt 0.1959 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.128 _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 -0.40738(7) 0.37745(7) 0.22335(5) 0.0441(2) Uani 1 1 d . . . Fe2 Fe -0.24019(7) 0.07085(7) 0.25175(4) 0.0436(2) Uani 1 1 d . . . Cl1 Cl 0.2438(2) 0.7941(2) 0.37152(12) 0.0841(6) Uani 1 1 d . . . Cl2 Cl 0.2302(3) 0.2209(3) 0.41757(12) 0.0952(7) Uani 1 1 d . . . Cl3 Cl -0.0843(2) 0.69602(19) 0.14491(12) 0.0789(6) Uani 1 1 d . . . Cl4 Cl 0.4179(2) 0.7880(2) 0.03155(14) 0.0871(6) Uani 1 1 d . . . O1 O -0.3281(3) 0.2238(3) 0.2326(2) 0.0479(10) Uani 1 1 d . . . O2 O -0.5251(4) 0.5569(4) 0.2181(3) 0.0588(11) Uani 1 1 d . . . O3 O -0.1136(4) -0.1076(4) 0.2715(2) 0.0573(11) Uani 1 1 d . . . O4 O 0.3085(7) 0.6722(6) 0.3907(4) 0.123(3) Uani 1 1 d . . . O5 O 0.1279(6) 0.8259(8) 0.4041(5) 0.137(3) Uani 1 1 d . . . O6 O 0.2973(9) 0.8501(8) 0.3983(4) 0.142(3) Uani 1 1 d . . . O7 O 0.2487(7) 0.8343(7) 0.2966(4) 0.119(2) Uani 1 1 d . . . O8 O 0.2108(10) 0.3350(9) 0.4017(9) 0.221(6) Uani 1 1 d . . . O9 O 0.2526(14) 0.1742(16) 0.3625(8) 0.264(8) Uani 1 1 d . . . O10 O 0.3435(7) 0.1638(8) 0.4489(5) 0.138(3) Uani 1 1 d . . . O11 O 0.1447(7) 0.1946(9) 0.4689(5) 0.154(4) Uani 1 1 d . . . O12 O -0.1600(15) 0.7952(14) 0.1247(8) 0.351(13) Uani 1 1 d . . . O13 O -0.0982(12) 0.6488(13) 0.2153(5) 0.219(6) Uani 1 1 d . . . O14 O -0.0689(11) 0.6234(10) 0.1026(6) 0.192(5) Uani 1 1 d . . . O15 O 0.0195(11) 0.7183(11) 0.1291(5) 0.185(5) Uani 1 1 d . . . O16 O 0.3539(12) 0.7233(12) 0.0752(7) 0.220(6) Uani 1 1 d . . . O17 O 0.487(2) 0.794(3) 0.0658(10) 0.380(15) Uani 1 1 d . . . O18 O 0.3438(15) 0.8840(14) 0.0055(8) 0.345(14) Uani 1 1 d . . . O19 O 0.4848(11) 0.7433(11) -0.0249(9) 0.233(7) Uani 1 1 d . . . N1 N -0.5703(4) 0.3896(4) 0.2077(3) 0.0493(12) Uani 1 1 d . . . N2 N -0.2947(5) 0.4593(5) 0.2361(3) 0.0573(14) Uani 1 1 d . . . N3 N -0.3287(5) 0.4248(5) 0.1176(3) 0.0552(13) Uani 1 1 d . . . N4 N -0.4401(5) 0.3717(5) 0.3354(3) 0.0524(13) Uani 1 1 d . . . N5 N -0.1143(4) 0.0563(4) 0.1617(3) 0.0501(12) Uani 1 1 d . . . N6 N -0.3113(5) -0.0054(5) 0.3562(3) 0.0578(14) Uani 1 1 d . . . N7 N -0.1451(5) 0.0877(5) 0.3216(3) 0.0587(14) Uani 1 1 d . . . N8 N -0.3620(5) 0.0149(4) 0.2285(3) 0.0558(13) Uani 1 1 d . . . N9 N -0.215(3) 0.579(2) 0.4083(10) 0.241(11) Uani 1 1 d D . . N10 N 0.0929(9) 0.2405(11) 0.1381(6) 0.134(4) Uani 1 1 d . . . C1 C -0.5839(7) 0.3001(7) 0.1943(4) 0.0660(19) Uani 1 1 d . . . H1A H -0.5177 0.2349 0.1862 0.079 Uiso 1 1 calc R . . C2 C -0.6928(7) 0.3017(7) 0.1920(4) 0.073(2) Uani 1 1 d . . . H2A H -0.7000 0.2386 0.1828 0.088 Uiso 1 1 calc R . . C3 C -0.7895(7) 0.3980(8) 0.2037(4) 0.079(2) Uani 1 1 d . . . H3A H -0.8638 0.4012 0.2026 0.095 Uiso 1 1 calc R . . C4 C -0.7764(6) 0.4892(7) 0.2169(4) 0.072(2) Uani 1 1 d . . . H4A H -0.8418 0.5550 0.2252 0.087 Uiso 1 1 calc R . . C5 C -0.6660(6) 0.4835(6) 0.2181(3) 0.0561(16) Uani 1 1 d . . . C6 C -0.6466(6) 0.5803(6) 0.2333(4) 0.0677(19) Uani 1 1 d . . . H6A H -0.6898 0.6545 0.2038 0.081 Uiso 1 1 calc R . . H6B H -0.6734 0.5840 0.2830 0.081 Uiso 1 1 calc R . . C7 C -0.4836(7) 0.6252(6) 0.2430(5) 0.075(2) Uani 1 1 d . . . H7A H -0.4970 0.6103 0.2946 0.090 Uiso 1 1 calc R . . H7B H -0.5242 0.7078 0.2240 0.090 Uiso 1 1 calc R . . C8 C -0.3569(7) 0.5896(6) 0.2176(5) 0.075(2) Uani 1 1 d . . . H8A H -0.3231 0.6253 0.2389 0.090 Uiso 1 1 calc R . . H8B H -0.3458 0.6176 0.1663 0.090 Uiso 1 1 calc R . . C9 C -0.1898(6) 0.4250(7) 0.1821(4) 0.0657(19) Uani 1 1 d . . . H9A H -0.1455 0.4736 0.1756 0.079 Uiso 1 1 calc R . . H9B H -0.1395 0.3443 0.1987 0.079 Uiso 1 1 calc R . . C10 C -0.2274(6) 0.4390(6) 0.1134(4) 0.0604(17) Uani 1 1 d . . . C11 C -0.1619(8) 0.4607(7) 0.0486(5) 0.081(2) Uani 1 1 d . . . H11A H -0.0928 0.4715 0.0463 0.097 Uiso 1 1 calc R . . C12 C -0.1992(9) 0.4661(8) -0.0120(5) 0.091(3) Uani 1 1 d . . . H12A H -0.1552 0.4797 -0.0560 0.110 Uiso 1 1 calc R . . C13 C -0.3016(8) 0.4516(8) -0.0080(4) 0.085(3) Uani 1 1 d . . . H13A H -0.3281 0.4553 -0.0491 0.102 Uiso 1 1 calc R . . C14 C -0.3651(7) 0.4314(7) 0.0582(4) 0.0681(19) Uani 1 1 d . . . H14A H -0.4352 0.4221 0.0612 0.082 Uiso 1 1 calc R . . C15 C -0.2644(7) 0.4135(7) 0.3093(4) 0.070(2) Uani 1 1 d . . . H15A H -0.2446 0.4693 0.3224 0.084 Uiso 1 1 calc R . . H15B H -0.1960 0.3413 0.3114 0.084 Uiso 1 1 calc R . . C16 C -0.3630(6) 0.3912(6) 0.3615(4) 0.0590(17) Uani 1 1 d . . . C17 C -0.3734(7) 0.3844(7) 0.4345(4) 0.075(2) Uani 1 1 d . . . H17A H -0.3188 0.3960 0.4527 0.090 Uiso 1 1 calc R . . C18 C -0.4640(8) 0.3606(8) 0.4783(4) 0.083(2) Uani 1 1 d . . . H18A H -0.4716 0.3563 0.5268 0.100 Uiso 1 1 calc R . . C19 C -0.5444(7) 0.3428(7) 0.4519(4) 0.071(2) Uani 1 1 d . . . H19A H -0.6070 0.3273 0.4818 0.085 Uiso 1 1 calc R . . C20 C -0.5297(6) 0.3487(6) 0.3798(4) 0.0622(17) Uani 1 1 d . . . H20A H -0.5834 0.3364 0.3613 0.075 Uiso 1 1 calc R . . C21 C -0.1302(6) 0.1381(6) 0.1016(4) 0.0610(17) Uani 1 1 d . . . H21A H -0.2019 0.2007 0.0986 0.073 Uiso 1 1 calc R . . C22 C -0.0449(7) 0.1342(7) 0.0432(4) 0.070(2) Uani 1 1 d . . . H22A H -0.0586 0.1920 0.0014 0.084 Uiso 1 1 calc R . . C23 C 0.0614(7) 0.0414(8) 0.0493(5) 0.079(2) Uani 1 1 d . . . H23A H 0.1218 0.0370 0.0117 0.095 Uiso 1 1 calc R . . C24 C 0.0779(6) -0.0440(7) 0.1104(5) 0.071(2) Uani 1 1 d . . . H24A H 0.1488 -0.1076 0.1141 0.085 Uiso 1 1 calc R . . C25 C -0.0108(5) -0.0352(6) 0.1662(4) 0.0567(17) Uani 1 1 d . . . C26 C 0.0007(6) -0.1258(6) 0.2341(4) 0.0646(18) Uani 1 1 d . . . H26A H 0.0366 -0.2032 0.2241 0.078 Uiso 1 1 calc R . . H26B H 0.0495 -0.1191 0.2624 0.078 Uiso 1 1 calc R . . C27 C -0.1200(7) -0.1703(6) 0.3451(4) 0.073(2) Uani 1 1 d . . . H27A H -0.0819 -0.1480 0.3725 0.088 Uiso 1 1 calc R . . H27B H -0.0822 -0.2539 0.3486 0.088 Uiso 1 1 calc R . . C28 C -0.2473(7) -0.1371(6) 0.3716(4) 0.070(2) Uani 1 1 d . . . H28A H -0.2573 -0.1685 0.4226 0.084 Uiso 1 1 calc R . . H28B H -0.2812 -0.1710 0.3489 0.084 Uiso 1 1 calc R . . C29 C -0.2992(8) 0.0485(7) 0.4088(4) 0.072(2) Uani 1 1 d . . . H29A H -0.2980 -0.0040 0.4555 0.087 Uiso 1 1 calc R . . H29B H -0.3667 0.1204 0.4114 0.087 Uiso 1 1 calc R . . C30 C -0.1891(7) 0.0747(6) 0.3900(4) 0.0657(19) Uani 1 1 d . . . C31 C -0.1405(10) 0.0913(8) 0.4401(5) 0.088(3) Uani 1 1 d . . . H31A H -0.1733 0.0834 0.4877 0.106 Uiso 1 1 calc R . . C32 C -0.0440(9) 0.1194(8) 0.4182(6) 0.092(3) Uani 1 1 d . . . H32A H -0.0110 0.1319 0.4510 0.110 Uiso 1 1 calc R . . C33 C 0.0048(9) 0.1293(8) 0.3490(6) 0.089(3) Uani 1 1 d . . . H33A H 0.0723 0.1461 0.3341 0.107 Uiso 1 1 calc R . . C34 C -0.0482(7) 0.1139(6) 0.3012(4) 0.069(2) Uani 1 1 d . . . H34A H -0.0161 0.1219 0.2535 0.083 Uiso 1 1 calc R . . C35 C -0.4351(7) 0.0220(7) 0.3511(4) 0.072(2) Uani 1 1 d . . . H35A H -0.4812 0.1031 0.3530 0.087 Uiso 1 1 calc R . . H35B H -0.4657 -0.0267 0.3912 0.087 Uiso 1 1 calc R . . C36 C -0.4450(6) 0.0011(6) 0.2827(4) 0.0631(18) Uani 1 1 d . . . C37 C -0.5325(7) -0.0296(7) 0.2738(6) 0.086(3) Uani 1 1 d . . . H37A H -0.5883 -0.0412 0.3119 0.103 Uiso 1 1 calc R . . C38 C -0.5363(9) -0.0428(8) 0.2083(7) 0.093(3) Uani 1 1 d . . . H38A H -0.5959 -0.0615 0.2015 0.112 Uiso 1 1 calc R . . C39 C -0.4534(8) -0.0286(7) 0.1539(6) 0.084(3) Uani 1 1 d . . . H39A H -0.4549 -0.0374 0.1092 0.101 Uiso 1 1 calc R . . C40 C -0.3650(6) -0.0004(6) 0.1656(4) 0.0648(18) Uani 1 1 d . . . H40A H -0.3067 0.0078 0.1284 0.078 Uiso 1 1 calc R . . C50 C -0.1679(18) 0.517(2) 0.4560(14) 0.32(3) Uani 1 1 d D . . C51 C -0.102(3) 0.426(2) 0.512(3) 0.75(8) Uani 1 1 d D . . H51A H -0.0883 0.3509 0.5054 0.830 Uiso 1 1 calc R . . H51B H -0.1467 0.4357 0.5578 0.830 Uiso 1 1 calc R . . H51C H -0.0286 0.4331 0.5096 0.830 Uiso 1 1 calc R . . C52 C 0.2637(9) 0.1842(12) 0.0382(6) 0.121(4) Uani 1 1 d . . . H52A H 0.2333 0.1991 -0.0054 0.182 Uiso 1 1 calc R . . H52B H 0.3111 0.1027 0.0516 0.182 Uiso 1 1 calc R . . H52C H 0.3104 0.2297 0.0313 0.182 Uiso 1 1 calc R . . C53 C 0.1670(9) 0.2160(10) 0.0942(6) 0.097(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0431(5) 0.0391(5) 0.0488(5) -0.0140(4) -0.0033(4) -0.0129(4) Fe2 0.0435(5) 0.0393(5) 0.0450(5) -0.0120(4) -0.0026(4) -0.0126(4) Cl1 0.0758(13) 0.1038(17) 0.0758(13) -0.0356(12) -0.0023(10) -0.0303(12) Cl2 0.124(2) 0.1113(19) 0.0680(13) -0.0146(13) 0.0001(13) -0.0707(17) Cl3 0.0838(14) 0.0741(13) 0.0877(14) -0.0214(11) -0.0110(11) -0.0361(11) Cl4 0.0675(13) 0.0816(14) 0.0975(16) -0.0158(12) -0.0047(12) -0.0198(11) O1 0.047(2) 0.044(2) 0.048(2) -0.0111(18) -0.0035(18) -0.0126(18) O2 0.057(3) 0.039(2) 0.076(3) -0.020(2) -0.004(2) -0.012(2) O3 0.057(3) 0.045(2) 0.063(3) -0.012(2) -0.011(2) -0.010(2) O4 0.150(7) 0.098(5) 0.103(5) -0.032(4) -0.027(5) -0.016(5) O5 0.085(5) 0.155(7) 0.150(7) -0.052(6) 0.027(5) -0.036(5) O6 0.192(9) 0.184(9) 0.109(6) -0.032(6) -0.019(6) -0.128(7) O7 0.118(6) 0.152(7) 0.078(4) -0.029(4) -0.018(4) -0.036(5) O8 0.145(9) 0.108(7) 0.38(2) -0.021(9) -0.050(10) -0.039(6) O9 0.268(16) 0.36(2) 0.186(12) -0.163(14) -0.014(11) -0.083(15) O10 0.099(5) 0.173(8) 0.128(6) -0.009(6) -0.012(5) -0.056(5) O11 0.094(5) 0.222(10) 0.120(6) 0.018(6) -0.014(5) -0.071(6) O12 0.300(18) 0.277(16) 0.243(15) -0.125(13) -0.133(13) 0.209(15) O13 0.300(15) 0.344(17) 0.084(6) 0.004(8) 0.005(7) -0.239(14) O14 0.255(12) 0.188(10) 0.211(11) -0.118(9) 0.060(9) -0.154(10) O15 0.284(13) 0.271(13) 0.107(6) -0.026(7) -0.008(7) -0.225(12) O16 0.248(14) 0.245(14) 0.185(11) -0.010(10) 0.024(10) -0.163(12) O17 0.42(3) 0.72(5) 0.230(17) -0.15(2) -0.021(18) -0.41(3) O18 0.276(18) 0.240(15) 0.195(13) 0.062(12) 0.056(12) 0.093(14) O19 0.180(10) 0.197(11) 0.333(18) -0.179(12) 0.095(11) -0.068(9) N1 0.045(3) 0.051(3) 0.049(3) -0.016(2) -0.008(2) -0.012(2) N2 0.059(3) 0.048(3) 0.070(4) -0.023(3) -0.003(3) -0.021(3) N3 0.055(3) 0.047(3) 0.056(3) -0.007(2) -0.003(3) -0.017(3) N4 0.060(3) 0.052(3) 0.049(3) -0.021(2) -0.003(2) -0.020(3) N5 0.049(3) 0.050(3) 0.048(3) -0.019(2) -0.002(2) -0.012(2) N6 0.065(4) 0.046(3) 0.053(3) -0.008(2) -0.003(3) -0.017(3) N7 0.065(4) 0.056(3) 0.056(3) -0.017(3) -0.014(3) -0.017(3) N8 0.051(3) 0.042(3) 0.072(4) -0.015(3) -0.007(3) -0.013(2) N9 0.43(3) 0.227(18) 0.163(14) -0.116(13) 0.100(16) -0.24(2) N10 0.104(7) 0.187(11) 0.146(9) -0.090(8) 0.005(6) -0.064(7) C1 0.061(4) 0.063(4) 0.073(5) -0.018(4) -0.018(4) -0.014(4) C2 0.065(5) 0.082(5) 0.081(5) -0.014(4) -0.027(4) -0.030(4) C3 0.050(4) 0.103(7) 0.083(6) -0.016(5) -0.019(4) -0.026(4) C4 0.049(4) 0.075(5) 0.081(5) -0.021(4) -0.018(4) -0.005(4) C5 0.050(4) 0.060(4) 0.048(4) -0.010(3) -0.009(3) -0.010(3) C6 0.053(4) 0.059(4) 0.084(5) -0.028(4) -0.012(4) -0.004(3) C7 0.080(5) 0.043(4) 0.097(6) -0.028(4) -0.001(4) -0.017(4) C8 0.078(5) 0.051(4) 0.098(6) -0.028(4) 0.001(4) -0.025(4) C9 0.053(4) 0.068(4) 0.078(5) -0.022(4) 0.010(3) -0.030(4) C10 0.065(4) 0.050(4) 0.059(4) -0.009(3) 0.005(3) -0.025(3) C11 0.073(5) 0.080(6) 0.077(6) -0.012(4) 0.015(4) -0.032(4) C12 0.086(6) 0.086(6) 0.073(6) -0.004(5) 0.011(5) -0.024(5) C13 0.084(6) 0.084(6) 0.057(5) -0.007(4) -0.004(4) -0.012(5) C14 0.067(5) 0.070(5) 0.050(4) -0.003(3) -0.010(3) -0.014(4) C15 0.065(5) 0.086(5) 0.075(5) -0.039(4) -0.006(4) -0.030(4) C16 0.063(4) 0.060(4) 0.057(4) -0.027(3) -0.007(3) -0.017(3) C17 0.079(5) 0.088(6) 0.067(5) -0.030(4) -0.016(4) -0.029(5) C18 0.102(7) 0.093(6) 0.057(5) -0.030(4) -0.004(4) -0.033(5) C19 0.083(5) 0.076(5) 0.051(4) -0.021(4) 0.006(4) -0.029(4) C20 0.065(4) 0.063(4) 0.060(4) -0.020(3) 0.003(3) -0.026(4) C21 0.065(4) 0.058(4) 0.062(4) -0.023(3) -0.001(3) -0.023(3) C22 0.085(5) 0.075(5) 0.061(4) -0.029(4) 0.019(4) -0.045(4) C23 0.068(5) 0.097(6) 0.084(6) -0.050(5) 0.031(4) -0.044(5) C24 0.047(4) 0.072(5) 0.096(6) -0.041(5) 0.005(4) -0.018(4) C25 0.042(3) 0.060(4) 0.077(5) -0.039(4) -0.003(3) -0.013(3) C26 0.048(4) 0.060(4) 0.074(5) -0.024(4) -0.011(3) -0.001(3) C27 0.083(5) 0.051(4) 0.066(5) -0.002(3) -0.019(4) -0.010(4) C28 0.085(5) 0.047(4) 0.066(5) 0.000(3) -0.009(4) -0.022(4) C29 0.096(6) 0.060(4) 0.049(4) -0.015(3) 0.000(4) -0.021(4) C30 0.088(5) 0.047(4) 0.057(4) -0.018(3) -0.024(4) -0.008(4) C31 0.121(8) 0.078(6) 0.062(5) -0.019(4) -0.035(5) -0.019(5) C32 0.108(7) 0.081(6) 0.107(8) -0.034(5) -0.057(6) -0.023(5) C33 0.090(6) 0.089(6) 0.103(7) -0.033(5) -0.034(5) -0.028(5) C34 0.066(5) 0.065(5) 0.081(5) -0.023(4) -0.024(4) -0.018(4) C35 0.065(5) 0.065(5) 0.079(5) -0.011(4) 0.013(4) -0.032(4) C36 0.054(4) 0.044(4) 0.083(5) -0.011(3) 0.004(4) -0.020(3) C37 0.061(5) 0.070(5) 0.126(8) -0.002(5) -0.009(5) -0.039(4) C38 0.078(6) 0.077(6) 0.139(9) -0.025(6) -0.025(6) -0.037(5) C39 0.074(5) 0.073(5) 0.119(7) -0.035(5) -0.031(5) -0.023(4) C40 0.062(4) 0.056(4) 0.079(5) -0.026(4) -0.006(4) -0.017(3) C50 0.33(4) 0.35(5) 0.45(5) -0.33(4) 0.30(4) -0.30(4) C51 0.18(3) 0.15(2) 1.8(2) 0.06(5) -0.25(6) -0.036(19) C52 0.093(7) 0.167(12) 0.122(9) -0.056(8) 0.000(7) -0.057(8) C53 0.074(6) 0.120(8) 0.119(8) -0.053(7) -0.018(6) -0.038(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.786(4) . ? Fe1 N1 2.092(5) . ? Fe1 N3 2.128(5) . ? Fe1 N4 2.142(5) . ? Fe1 O2 2.156(4) . ? Fe1 N2 2.192(5) . ? Fe2 O1 1.790(4) . ? Fe2 N5 2.091(5) . ? Fe2 N8 2.140(6) . ? Fe2 N7 2.140(6) . ? Fe2 O3 2.171(4) . ? Fe2 N6 2.173(5) . ? Cl1 O5 1.396(7) . ? Cl1 O7 1.414(7) . ? Cl1 O4 1.418(7) . ? Cl1 O6 1.438(7) . ? Cl2 O9 1.317(12) . ? Cl2 O8 1.340(10) . ? Cl2 O11 1.382(8) . ? Cl2 O10 1.500(8) . ? Cl3 O12 1.253(10) . ? Cl3 O13 1.348(9) . ? Cl3 O14 1.362(9) . ? Cl3 O15 1.408(10) . ? Cl4 O18 1.249(12) . ? Cl4 O17 1.261(15) . ? Cl4 O19 1.352(11) . ? Cl4 O16 1.384(11) . ? O2 C6 1.414(8) . ? O2 C7 1.436(8) . ? O3 C26 1.420(8) . ? O3 C27 1.444(8) . ? N1 C5 1.335(8) . ? N1 C1 1.345(9) . ? N2 C15 1.470(9) . ? N2 C9 1.492(8) . ? N2 C8 1.501(9) . ? N3 C14 1.326(9) . ? N3 C10 1.351(9) . ? N4 C16 1.341(8) . ? N4 C20 1.346(8) . ? N5 C21 1.328(9) . ? N5 C25 1.349(8) . ? N6 C35 1.478(9) . ? N6 C29 1.478(9) . ? N6 C28 1.517(8) . ? N7 C30 1.328(9) . ? N7 C34 1.349(9) . ? N8 C40 1.326(9) . ? N8 C36 1.344(9) . ? N9 C50 1.140(19) . ? N10 C53 1.125(13) . ? C1 C2 1.382(10) . ? C2 C3 1.366(11) . ? C3 C4 1.361(11) . ? C4 C5 1.374(10) . ? C5 C6 1.494(10) . ? C7 C8 1.477(11) . ? C9 C10 1.481(10) . ? C10 C11 1.377(10) . ? C11 C12 1.361(13) . ? C12 C13 1.369(13) . ? C13 C14 1.383(11) . ? C15 C16 1.494(10) . ? C16 C17 1.399(10) . ? C17 C18 1.354(12) . ? C18 C19 1.369(12) . ? C19 C20 1.379(10) . ? C21 C22 1.382(9) . ? C22 C23 1.381(12) . ? C23 C24 1.363(12) . ? C24 C25 1.373(10) . ? C25 C26 1.488(10) . ? C27 C28 1.490(11) . ? C29 C30 1.508(11) . ? C30 C31 1.391(11) . ? C31 C32 1.358(14) . ? C32 C33 1.357(13) . ? C33 C34 1.380(11) . ? C35 C36 1.498(11) . ? C36 C37 1.385(11) . ? C37 C38 1.369(13) . ? C38 C39 1.346(13) . ? C39 C40 1.397(10) . ? C50 C51 1.47(2) . ? C52 C53 1.453(14) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 N1 99.71(19) . . ? O1 Fe1 N3 95.40(19) . . ? N1 Fe1 N3 102.9(2) . . ? O1 Fe1 N4 95.28(19) . . ? N1 Fe1 N4 99.4(2) . . ? N3 Fe1 N4 153.2(2) . . ? O1 Fe1 O2 171.76(18) . . ? N1 Fe1 O2 73.03(19) . . ? N3 Fe1 O2 90.13(19) . . ? N4 Fe1 O2 82.32(19) . . ? O1 Fe1 N2 109.9(2) . . ? N1 Fe1 N2 150.3(2) . . ? N3 Fe1 N2 76.3(2) . . ? N4 Fe1 N2 76.9(2) . . ? O2 Fe1 N2 77.30(19) . . ? O1 Fe2 N5 101.76(19) . . ? O1 Fe2 N8 96.11(19) . . ? N5 Fe2 N8 102.8(2) . . ? O1 Fe2 N7 93.4(2) . . ? N5 Fe2 N7 99.1(2) . . ? N8 Fe2 N7 153.8(2) . . ? O1 Fe2 O3 172.34(18) . . ? N5 Fe2 O3 73.36(19) . . ? N8 Fe2 O3 90.79(18) . . ? N7 Fe2 O3 81.78(19) . . ? O1 Fe2 N6 107.29(19) . . ? N5 Fe2 N6 150.9(2) . . ? N8 Fe2 N6 76.2(2) . . ? N7 Fe2 N6 77.6(2) . . ? O3 Fe2 N6 77.56(19) . . ? O5 Cl1 O7 110.9(5) . . ? O5 Cl1 O4 112.5(5) . . ? O7 Cl1 O4 111.1(5) . . ? O5 Cl1 O6 106.2(6) . . ? O7 Cl1 O6 109.0(5) . . ? O4 Cl1 O6 106.7(6) . . ? O9 Cl2 O8 115.4(11) . . ? O9 Cl2 O11 112.8(10) . . ? O8 Cl2 O11 112.0(8) . . ? O9 Cl2 O10 103.8(8) . . ? O8 Cl2 O10 103.7(7) . . ? O11 Cl2 O10 108.1(5) . . ? O12 Cl3 O13 115.1(10) . . ? O12 Cl3 O14 111.0(10) . . ? O13 Cl3 O14 114.0(8) . . ? O12 Cl3 O15 102.5(13) . . ? O13 Cl3 O15 107.9(6) . . ? O14 Cl3 O15 105.1(7) . . ? O18 Cl4 O17 115.0(17) . . ? O18 Cl4 O19 105.4(10) . . ? O17 Cl4 O19 106.4(12) . . ? O18 Cl4 O16 105.5(11) . . ? O17 Cl4 O16 110.8(11) . . ? O19 Cl4 O16 113.9(8) . . ? Fe1 O1 Fe2 172.0(3) . . ? C6 O2 C7 116.7(5) . . ? C6 O2 Fe1 117.6(4) . . ? C7 O2 Fe1 114.8(4) . . ? C26 O3 C27 116.2(5) . . ? C26 O3 Fe2 116.0(4) . . ? C27 O3 Fe2 114.4(4) . . ? C5 N1 C1 118.2(6) . . ? C5 N1 Fe1 119.8(4) . . ? C1 N1 Fe1 121.6(4) . . ? C15 N2 C9 112.1(6) . . ? C15 N2 C8 113.5(6) . . ? C9 N2 C8 108.8(6) . . ? C15 N2 Fe1 108.4(4) . . ? C9 N2 Fe1 104.9(4) . . ? C8 N2 Fe1 108.9(4) . . ? C14 N3 C10 119.3(6) . . ? C14 N3 Fe1 125.9(5) . . ? C10 N3 Fe1 114.5(5) . . ? C16 N4 C20 119.4(6) . . ? C16 N4 Fe1 115.9(4) . . ? C20 N4 Fe1 124.7(5) . . ? C21 N5 C25 119.0(6) . . ? C21 N5 Fe2 122.0(4) . . ? C25 N5 Fe2 118.9(4) . . ? C35 N6 C29 112.3(6) . . ? C35 N6 C28 108.6(6) . . ? C29 N6 C28 112.8(6) . . ? C35 N6 Fe2 105.9(4) . . ? C29 N6 Fe2 107.7(4) . . ? C28 N6 Fe2 109.3(4) . . ? C30 N7 C34 118.6(6) . . ? C30 N7 Fe2 116.0(5) . . ? C34 N7 Fe2 125.4(5) . . ? C40 N8 C36 119.3(6) . . ? C40 N8 Fe2 125.7(5) . . ? C36 N8 Fe2 114.9(5) . . ? N1 C1 C2 122.3(7) . . ? C3 C2 C1 118.4(8) . . ? C4 C3 C2 119.6(7) . . ? C3 C4 C5 119.6(7) . . ? N1 C5 C4 121.9(7) . . ? N1 C5 C6 116.2(6) . . ? C4 C5 C6 121.8(6) . . ? O2 C6 C5 107.5(5) . . ? O2 C7 C8 106.6(6) . . ? C7 C8 N2 111.7(6) . . ? C10 C9 N2 109.7(6) . . ? N3 C10 C11 121.1(7) . . ? N3 C10 C9 116.2(6) . . ? C11 C10 C9 122.7(7) . . ? C12 C11 C10 119.3(9) . . ? C11 C12 C13 119.9(8) . . ? C12 C13 C14 118.7(9) . . ? N3 C14 C13 121.7(8) . . ? N2 C15 C16 111.8(6) . . ? N4 C16 C17 120.5(7) . . ? N4 C16 C15 116.4(6) . . ? C17 C16 C15 123.0(7) . . ? C18 C17 C16 119.1(8) . . ? C17 C18 C19 120.8(8) . . ? C18 C19 C20 118.1(8) . . ? N4 C20 C19 122.1(7) . . ? N5 C21 C22 122.9(7) . . ? C23 C22 C21 117.4(8) . . ? C24 C23 C22 120.1(7) . . ? C23 C24 C25 119.5(7) . . ? N5 C25 C24 121.1(7) . . ? N5 C25 C26 116.5(6) . . ? C24 C25 C26 122.4(6) . . ? O3 C26 C25 107.6(5) . . ? O3 C27 C28 105.6(6) . . ? C27 C28 N6 111.3(6) . . ? N6 C29 C30 112.2(6) . . ? N7 C30 C31 121.8(8) . . ? N7 C30 C29 115.9(6) . . ? C31 C30 C29 122.3(8) . . ? C32 C31 C30 118.6(9) . . ? C33 C32 C31 120.6(8) . . ? C32 C33 C34 118.4(9) . . ? N7 C34 C33 122.0(8) . . ? N6 C35 C36 110.1(6) . . ? N8 C36 C37 120.7(8) . . ? N8 C36 C35 115.2(6) . . ? C37 C36 C35 124.1(7) . . ? C38 C37 C36 119.6(9) . . ? C39 C38 C37 119.6(9) . . ? C38 C39 C40 119.0(9) . . ? N8 C40 C39 121.7(8) . . ? N9 C50 C51 173(4) . . ? N10 C53 C52 179.3(11) . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 25.21 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.798 _refine_diff_density_min -0.544 _refine_diff_density_rms 0.091 _publ_section_references ; Sheldrick G.M.(1996), SADABS, Absorption Correction Program, University of Goeltingen, German Siemens(1994), SAINT Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1996), SMART Software Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA Siemens(1994), SHELXTL^TM^ Version 5 Reference Manual, Siemens Energy & Automation Inc., Madison, Wisconsin, USA ; # Attachment 'complex 3.new' data_lf _database_code_depnum_ccdc_archive 'CCDC 247053' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H22 Cl3 Fe N4 O' _chemical_formula_weight 496.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 12.004(4) _cell_length_b 13.4247(10) _cell_length_c 13.155(6) _cell_angle_alpha 90.00 _cell_angle_beta 92.890(3) _cell_angle_gamma 90.00 _cell_volume 2117.24(16) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5504 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 28.28 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max .30 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.558 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 1.111 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min .720 _exptl_absorpt_correction_T_max .760 _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 16947 _diffrn_reflns_av_R_equivalents 0.0245 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5192 _reflns_number_gt 4794 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART & SAINT' _computing_data_reduction 'Siemens XPREP' _computing_structure_solution 'Siemens SHELXTL' _computing_structure_refinement 'Siemens SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0292P)^2^+12.9544P] 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 5192 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_ref 0.0539 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1224 _refine_ls_wR_factor_gt 0.1202 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _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 Fe Fe 0.24025(4) 0.11394(3) 0.16921(3) 0.01161(11) Uani 1 1 d . . . Cl1 Cl 0.08879(7) 0.02794(6) 0.22722(6) 0.02007(17) Uani 1 1 d . . . Cl2 Cl 0.25773(7) 0.22785(6) 0.29719(6) 0.01797(17) Uani 1 1 d . . . Cl3 Cl 0.38372(7) 0.01120(6) 0.22414(6) 0.02071(17) Uani 1 1 d . . . O O 0.2982(2) -0.16194(17) -0.10253(19) 0.0201(5) Uani 1 1 d . . . N1 N 0.3551(2) 0.1978(2) 0.0752(2) 0.0132(5) Uani 1 1 d . . . N2 N 0.1247(2) 0.20960(19) 0.07946(19) 0.0121(5) Uani 1 1 d . . . N3 N 0.2284(2) 0.03499(19) 0.01545(19) 0.0117(5) Uani 1 1 d . . . N4 N 0.2366(3) -0.4051(2) -0.2161(2) 0.0252(7) Uani 1 1 d . . . C1 C 0.3797(3) 0.1543(2) -0.0130(2) 0.0147(6) Uani 1 1 d . . . C2 C 0.4404(3) 0.2029(3) -0.0853(3) 0.0215(7) Uani 1 1 d . . . H2A H 0.4562 0.1713 -0.1458 0.026 Uiso 1 1 calc R . . C3 C 0.4772(3) 0.2994(3) -0.0657(3) 0.0247(8) Uani 1 1 d . . . H3A H 0.5176 0.3338 -0.1130 0.030 Uiso 1 1 calc R . . C4 C 0.4525(3) 0.3438(3) 0.0262(3) 0.0236(7) Uani 1 1 d . . . H4A H 0.4769 0.4081 0.0414 0.028 Uiso 1 1 calc R . . C5 C 0.3913(3) 0.2914(2) 0.0945(3) 0.0182(6) Uani 1 1 d . . . H5A H 0.3745 0.3215 0.1556 0.022 Uiso 1 1 calc R . . C6 C 0.3402(3) 0.0485(2) -0.0269(2) 0.0151(6) Uani 1 1 d . . . H6A H 0.3360 0.0320 -0.0988 0.018 Uiso 1 1 calc R . . H6B H 0.3932 0.0037 0.0072 0.018 Uiso 1 1 calc R . . C7 C 0.0994(3) 0.1816(2) -0.0169(2) 0.0131(6) Uani 1 1 d . . . C8 C 0.0324(3) 0.2402(3) -0.0828(2) 0.0170(6) Uani 1 1 d . . . H8A H 0.0152 0.2189 -0.1490 0.020 Uiso 1 1 calc R . . C9 C -0.0084(3) 0.3302(3) -0.0494(3) 0.0192(7) Uani 1 1 d . . . H9A H -0.0522 0.3706 -0.0926 0.023 Uiso 1 1 calc R . . C10 C 0.0179(3) 0.3585(2) 0.0506(3) 0.0190(6) Uani 1 1 d . . . H10A H -0.0094 0.4180 0.0758 0.023 Uiso 1 1 calc R . . C11 C 0.0850(3) 0.2974(2) 0.1121(2) 0.0162(6) Uani 1 1 d . . . H11A H 0.1035 0.3176 0.1785 0.019 Uiso 1 1 calc R . . C12 C 0.1392(3) 0.0813(2) -0.0511(2) 0.0168(6) Uani 1 1 d . . . H12A H 0.0759 0.0364 -0.0557 0.020 Uiso 1 1 calc R . . H12B H 0.1664 0.0882 -0.1189 0.020 Uiso 1 1 calc R . . C13 C 0.2047(3) -0.0736(2) 0.0283(2) 0.0169(6) Uani 1 1 d . . . H13A H 0.1370 -0.0799 0.0649 0.020 Uiso 1 1 calc R . . H13B H 0.2649 -0.1022 0.0708 0.020 Uiso 1 1 calc R . . C14 C 0.1910(3) -0.1361(2) -0.0688(3) 0.0193(7) Uani 1 1 d . . . H14A H 0.1492 -0.1960 -0.0554 0.023 Uiso 1 1 calc R . . H14B H 0.1501 -0.0984 -0.1213 0.023 Uiso 1 1 calc R . . C15 C 0.2908(4) -0.2352(3) -0.1802(3) 0.0249(8) Uani 1 1 d . . . H15A H 0.3608 -0.2366 -0.2141 0.030 Uiso 1 1 calc R . . H15B H 0.2328 -0.2158 -0.2303 0.030 Uiso 1 1 calc R . . C16 C 0.2658(3) -0.3393(2) -0.1428(2) 0.0171(6) Uani 1 1 d . . . C17 C 0.2760(3) -0.3643(2) -0.0407(2) 0.0172(6) Uani 1 1 d . . . H17A H 0.2946 -0.3162 0.0082 0.021 Uiso 1 1 calc R . . C18 C 0.2578(3) -0.4627(3) -0.0124(3) 0.0186(6) Uani 1 1 d . . . H18A H 0.2645 -0.4817 0.0556 0.022 Uiso 1 1 calc R . . C19 C 0.2295(3) -0.5317(3) -0.0874(3) 0.0208(7) Uani 1 1 d . . . H19A H 0.2179 -0.5982 -0.0711 0.025 Uiso 1 1 calc R . . C20 C 0.2189(4) -0.4993(3) -0.1872(3) 0.0262(8) Uani 1 1 d . . . H20A H 0.1981 -0.5456 -0.2372 0.031 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 Fe 0.0162(2) 0.0103(2) 0.0082(2) -0.00004(15) -0.00013(15) 0.00049(16) Cl1 0.0234(4) 0.0204(4) 0.0170(4) -0.0009(3) 0.0068(3) -0.0050(3) Cl2 0.0266(4) 0.0165(4) 0.0105(3) -0.0030(3) -0.0025(3) 0.0017(3) Cl3 0.0261(4) 0.0175(4) 0.0180(4) 0.0014(3) -0.0051(3) 0.0068(3) O 0.0257(13) 0.0136(11) 0.0218(12) -0.0046(9) 0.0088(10) -0.0017(9) N1 0.0119(12) 0.0136(12) 0.0139(12) 0.0012(10) -0.0002(9) -0.0001(10) N2 0.0130(12) 0.0119(12) 0.0112(11) -0.0003(9) -0.0011(9) 0.0006(9) N3 0.0131(12) 0.0100(12) 0.0121(11) -0.0014(9) 0.0017(9) -0.0014(9) N4 0.047(2) 0.0158(14) 0.0130(13) -0.0029(11) 0.0024(13) 0.0018(13) C1 0.0127(14) 0.0177(15) 0.0138(14) 0.0004(12) 0.0006(11) 0.0001(12) C2 0.0188(16) 0.0289(19) 0.0167(15) 0.0038(14) 0.0022(12) -0.0022(14) C3 0.0184(16) 0.0274(19) 0.0285(18) 0.0112(15) 0.0029(14) -0.0046(14) C4 0.0179(16) 0.0163(16) 0.036(2) 0.0038(14) -0.0016(14) -0.0054(13) C5 0.0171(15) 0.0136(15) 0.0236(16) -0.0017(12) -0.0024(12) 0.0006(12) C6 0.0145(14) 0.0148(14) 0.0161(14) -0.0025(12) 0.0034(11) -0.0009(11) C7 0.0137(14) 0.0143(14) 0.0113(13) 0.0002(11) 0.0003(11) -0.0016(11) C8 0.0150(14) 0.0222(16) 0.0137(14) 0.0017(12) -0.0012(11) -0.0021(12) C9 0.0166(15) 0.0180(16) 0.0227(16) 0.0057(13) -0.0029(12) -0.0010(12) C10 0.0168(15) 0.0133(14) 0.0267(17) -0.0020(13) -0.0003(13) 0.0013(12) C11 0.0179(15) 0.0147(15) 0.0159(14) -0.0023(12) -0.0002(12) 0.0010(12) C12 0.0175(15) 0.0171(15) 0.0156(14) -0.0051(12) -0.0032(12) 0.0045(12) C13 0.0232(16) 0.0106(14) 0.0173(15) -0.0010(12) 0.0059(12) -0.0037(12) C14 0.0211(16) 0.0127(15) 0.0242(16) -0.0045(13) 0.0031(13) -0.0008(12) C15 0.045(2) 0.0131(15) 0.0177(16) -0.0042(13) 0.0108(15) 0.0007(15) C16 0.0256(17) 0.0123(14) 0.0137(14) -0.0020(11) 0.0061(12) 0.0023(12) C17 0.0194(15) 0.0173(15) 0.0149(14) -0.0041(12) -0.0003(12) 0.0003(12) C18 0.0197(16) 0.0203(16) 0.0159(15) 0.0036(12) 0.0011(12) 0.0052(13) C19 0.0236(17) 0.0138(15) 0.0253(17) 0.0036(13) 0.0035(13) 0.0014(13) C20 0.044(2) 0.0147(16) 0.0192(17) -0.0037(13) -0.0014(15) 0.0017(15) _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 Fe N2 2.191(3) . ? Fe N1 2.207(3) . ? Fe Cl2 2.2762(8) . ? Fe N3 2.282(3) . ? Fe Cl3 2.2946(9) . ? Fe Cl1 2.3154(9) . ? O C15 1.418(4) . ? O C14 1.425(4) . ? N1 C1 1.346(4) . ? N1 C5 1.349(4) . ? N2 C7 1.342(4) . ? N2 C11 1.350(4) . ? N3 C12 1.485(4) . ? N3 C6 1.490(4) . ? N3 C13 1.496(4) . ? N4 C20 1.341(5) . ? N4 C16 1.341(4) . ? C1 C2 1.389(4) . ? C1 C6 1.505(4) . ? C2 C3 1.389(5) . ? C2 H2A 0.9300 . ? C3 C4 1.393(5) . ? C3 H3A 0.9300 . ? C4 C5 1.382(5) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.396(4) . ? C7 C12 1.505(4) . ? C8 C9 1.383(5) . ? C8 H8A 0.9300 . ? C9 C10 1.390(5) . ? C9 H9A 0.9300 . ? C10 C11 1.383(5) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.529(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.516(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.385(4) . ? C17 C18 1.393(5) . ? C17 H17A 0.9300 . ? C18 C19 1.383(5) . ? C18 H18A 0.9300 . ? C19 C20 1.382(5) . ? C19 H19A 0.9300 . ? C20 H20A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Fe N1 78.20(10) . . ? N2 Fe Cl2 92.12(7) . . ? N1 Fe Cl2 91.99(7) . . ? N2 Fe N3 77.59(9) . . ? N1 Fe N3 75.71(10) . . ? Cl2 Fe N3 165.25(7) . . ? N2 Fe Cl3 165.14(7) . . ? N1 Fe Cl3 90.16(7) . . ? Cl2 Fe Cl3 97.54(3) . . ? N3 Fe Cl3 90.70(7) . . ? N2 Fe Cl1 89.06(7) . . ? N1 Fe Cl1 164.22(7) . . ? Cl2 Fe Cl1 97.81(3) . . ? N3 Fe Cl1 92.62(7) . . ? Cl3 Fe Cl1 100.71(4) . . ? C15 O C14 111.6(3) . . ? C1 N1 C5 119.0(3) . . ? C1 N1 Fe 115.6(2) . . ? C5 N1 Fe 125.0(2) . . ? C7 N2 C11 118.6(3) . . ? C7 N2 Fe 116.9(2) . . ? C11 N2 Fe 124.3(2) . . ? C12 N3 C6 111.4(2) . . ? C12 N3 C13 109.8(2) . . ? C6 N3 C13 109.9(2) . . ? C12 N3 Fe 109.79(18) . . ? C6 N3 Fe 104.95(18) . . ? C13 N3 Fe 110.88(18) . . ? C20 N4 C16 117.3(3) . . ? N1 C1 C2 122.1(3) . . ? N1 C1 C6 115.7(3) . . ? C2 C1 C6 122.2(3) . . ? C1 C2 C3 119.0(3) . . ? C1 C2 H2A 120.5 . . ? C3 C2 H2A 120.5 . . ? C2 C3 C4 118.7(3) . . ? C2 C3 H3A 120.6 . . ? C4 C3 H3A 120.6 . . ? C5 C4 C3 119.3(3) . . ? C5 C4 H4A 120.3 . . ? C3 C4 H4A 120.3 . . ? N1 C5 C4 121.9(3) . . ? N1 C5 H5A 119.1 . . ? C4 C5 H5A 119.1 . . ? N3 C6 C1 110.7(2) . . ? N3 C6 H6A 109.5 . . ? C1 C6 H6A 109.5 . . ? N3 C6 H6B 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? N2 C7 C8 121.7(3) . . ? N2 C7 C12 118.2(3) . . ? C8 C7 C12 120.0(3) . . ? C9 C8 C7 119.7(3) . . ? C9 C8 H8A 120.1 . . ? C7 C8 H8A 120.1 . . ? C8 C9 C10 118.2(3) . . ? C8 C9 H9A 120.9 . . ? C10 C9 H9A 120.9 . . ? C11 C10 C9 119.3(3) . . ? C11 C10 H10A 120.3 . . ? C9 C10 H10A 120.3 . . ? N2 C11 C10 122.4(3) . . ? N2 C11 H11A 118.8 . . ? C10 C11 H11A 118.8 . . ? N3 C12 C7 115.4(3) . . ? N3 C12 H12A 108.4 . . ? C7 C12 H12A 108.4 . . ? N3 C12 H12B 108.4 . . ? C7 C12 H12B 108.4 . . ? H12A C12 H12B 107.5 . . ? N3 C13 C14 117.0(3) . . ? N3 C13 H13A 108.1 . . ? C14 C13 H13A 108.1 . . ? N3 C13 H13B 108.1 . . ? C14 C13 H13B 108.1 . . ? H13A C13 H13B 107.3 . . ? O C14 C13 109.5(3) . . ? O C14 H14A 109.8 . . ? C13 C14 H14A 109.8 . . ? O C14 H14B 109.8 . . ? C13 C14 H14B 109.8 . . ? H14A C14 H14B 108.2 . . ? O C15 C16 114.3(3) . . ? O C15 H15A 108.7 . . ? C16 C15 H15A 108.7 . . ? O C15 H15B 108.7 . . ? C16 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? N4 C16 C17 123.0(3) . . ? N4 C16 C15 115.0(3) . . ? C17 C16 C15 122.0(3) . . ? C16 C17 C18 118.8(3) . . ? C16 C17 H17A 120.6 . . ? C18 C17 H17A 120.6 . . ? C19 C18 C17 118.8(3) . . ? C19 C18 H18A 120.6 . . ? C17 C18 H18A 120.6 . . ? C20 C19 C18 118.3(3) . . ? C20 C19 H19A 120.8 . . ? C18 C19 H19A 120.8 . . ? N4 C20 C19 123.8(3) . . ? N4 C20 H20A 118.1 . . ? C19 C20 H20A 118.1 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.436 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.107 data_sad _database_code_depnum_ccdc_archive 'CCDC 247054' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H23.50 Cl4 Fe2 N4.50 O1.50' _chemical_formula_weight 616.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 14.651(3) _cell_length_b 8.674(3) _cell_length_c 20.993(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.27(2) _cell_angle_gamma 90.00 _cell_volume 2667.8(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2222 _cell_measurement_theta_min 1.94 _cell_measurement_theta_max 25.03 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max .30 _exptl_crystal_size_mid .28 _exptl_crystal_size_min .25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.535 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1252 _exptl_absorpt_coefficient_mu 1.512 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min .5600 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 5408 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3384 _reflns_number_gt 2442 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART & SAINT' _computing_data_reduction 'Siemens XPREP' _computing_structure_solution 'Siemens SHELXTL' _computing_structure_refinement 'Siemens SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0631P)^2^+0.6666P] 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 3384 _refine_ls_number_parameters 300 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0656 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.1143 _refine_ls_wR_factor_gt 0.0981 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.17955(5) 0.34786(6) 0.59043(3) 0.0388(2) Uani 1 1 d . . . Fe2 Fe 0.57441(6) 0.80456(9) 0.68654(4) 0.0666(3) Uani 1 1 d . . . Cl1 Cl 0.03230(8) 0.45032(12) 0.59479(6) 0.0509(3) Uani 1 1 d . . . Cl2 Cl 0.71991(15) 0.8017(3) 0.71429(11) 0.1214(8) Uani 1 1 d . . . Cl3 Cl 0.54387(13) 0.57805(17) 0.64189(11) 0.1056(7) Uani 1 1 d . . . Cl4 Cl 0.55792(10) 0.99498(13) 0.61569(7) 0.0627(4) Uani 1 1 d . . . O1 O 0.3232(2) 0.2479(3) 0.60004(17) 0.0514(9) Uani 1 1 d . . . O2 O 0.5000 0.8386(8) 0.7500 0.112(2) Uani 1 2 d S . . N1 N 0.1392(3) 0.1182(4) 0.5590(2) 0.0470(11) Uani 1 1 d . . . N2 N 0.2302(3) 0.3308(4) 0.4909(2) 0.0475(10) Uani 1 1 d . . . N3 N 0.2519(3) 0.5667(4) 0.5765(2) 0.0466(10) Uani 1 1 d . . . N4 N 0.2062(3) 0.3083(4) 0.6902(2) 0.0447(10) Uani 1 1 d . . . N5 N 0.0000 -0.0306(15) 0.7500 0.223(8) Uani 1 2 d S . . C1 C 0.1167(4) -0.0017(5) 0.5974(3) 0.0612(16) Uani 1 1 d . . . H1 H 0.1194 0.0115 0.6414 0.080 Uiso 1 1 calc . . . C2 C 0.0900(4) -0.1423(5) 0.5732(4) 0.0738(19) Uani 1 1 d . . . H2 H 0.0734 -0.2222 0.6004 0.080 Uiso 1 1 calc . . . C3 C 0.0884(4) -0.1622(6) 0.5093(4) 0.080(2) Uani 1 1 d . . . H3 H 0.0709 -0.2569 0.4924 0.080 Uiso 1 1 calc . . . C4 C 0.1125(4) -0.0426(6) 0.4686(3) 0.0749(19) Uani 1 1 d . . . H4 H 0.1126 -0.0555 0.4246 0.080 Uiso 1 1 calc . . . C5 C 0.1367(4) 0.0977(5) 0.4967(3) 0.0559(15) Uani 1 1 d . . . C6 C 0.1596(4) 0.2384(6) 0.4573(3) 0.0621(15) Uani 1 1 d . . . H6A H 0.1822 0.2067 0.4159 0.080 Uiso 1 1 calc . . . H6B H 0.1052 0.3002 0.4507 0.080 Uiso 1 1 calc . . . C7 C 0.2372(4) 0.4901(5) 0.4657(3) 0.0592(15) Uani 1 1 d . . . H7A H 0.1773 0.5258 0.4524 0.080 Uiso 1 1 calc . . . H7B H 0.2769 0.4913 0.4289 0.080 Uiso 1 1 calc . . . C8 C 0.2750(3) 0.5966(5) 0.5165(3) 0.0503(13) Uani 1 1 d . . . C9 C 0.3282(4) 0.7226(6) 0.5001(3) 0.0686(18) Uani 1 1 d . . . H9 H 0.3446 0.7401 0.4580 0.080 Uiso 1 1 calc . . . C10 C 0.3560(4) 0.8204(6) 0.5474(4) 0.088(2) Uani 1 1 d . . . H10 H 0.3921 0.9053 0.5375 0.080 Uiso 1 1 calc . . . C11 C 0.3311(4) 0.7941(6) 0.6093(4) 0.078(2) Uani 1 1 d . . . H11 H 0.3482 0.8617 0.6416 0.080 Uiso 1 1 calc . . . C12 C 0.2792(4) 0.6628(5) 0.6225(3) 0.0577(15) Uani 1 1 d . . . H12 H 0.2632 0.6418 0.6644 0.080 Uiso 1 1 calc . . . C13 C 0.3196(4) 0.2491(6) 0.4886(3) 0.0611(15) Uani 1 1 d . . . H13A H 0.3520 0.2805 0.4506 0.080 Uiso 1 1 calc . . . H13B H 0.3088 0.1390 0.4857 0.080 Uiso 1 1 calc . . . C14 C 0.3779(4) 0.2813(5) 0.5456(3) 0.0576(15) Uani 1 1 d . . . H14A H 0.4319 0.2166 0.5453 0.080 Uiso 1 1 calc . . . H14B H 0.3969 0.3884 0.5460 0.080 Uiso 1 1 calc . . . C15 C 0.3632(4) 0.2789(6) 0.6606(3) 0.0623(15) Uani 1 1 d . . . H15A H 0.3924 0.3793 0.6601 0.080 Uiso 1 1 calc . . . H15B H 0.4093 0.2020 0.6702 0.080 Uiso 1 1 calc . . . C16 C 0.2906(4) 0.2757(5) 0.7101(3) 0.0502(14) Uani 1 1 d . . . C17 C 0.3091(5) 0.2414(7) 0.7731(3) 0.0723(17) Uani 1 1 d . . . H17 H 0.3683 0.2174 0.7858 0.080 Uiso 1 1 calc . . . C18 C 0.2398(6) 0.2430(8) 0.8168(3) 0.090(2) Uani 1 1 d . . . H18 H 0.2517 0.2207 0.8594 0.080 Uiso 1 1 calc . . . C19 C 0.1543(5) 0.2772(7) 0.7975(3) 0.0798(19) Uani 1 1 d . . . H19 H 0.1065 0.2793 0.8264 0.080 Uiso 1 1 calc . . . C20 C 0.1392(4) 0.3089(6) 0.7343(3) 0.0630(15) Uani 1 1 d . . . H20 H 0.0800 0.3318 0.7211 0.080 Uiso 1 1 calc . . . C21 C 0.0000 -0.1568(16) 0.7500 0.175(8) Uani 1 2 d S . . C22 C 0.0000 -0.3103(14) 0.7500 0.269(14) Uani 1 2 d S . . H22A H -0.0442 -0.3472 0.7800 0.080 Uiso 0.50 1 calc PR . . H22B H 0.0595 -0.3472 0.7619 0.080 Uiso 0.50 1 calc PR . . H22C H -0.0153 -0.3472 0.7082 0.080 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0453(5) 0.0301(3) 0.0410(4) 0.0003(2) 0.0090(3) 0.0003(3) Fe2 0.0674(7) 0.0747(5) 0.0581(7) 0.0125(4) 0.0281(4) 0.0050(4) Cl1 0.0495(9) 0.0416(6) 0.0616(9) -0.0010(5) 0.0033(6) 0.0034(5) Cl2 0.0834(16) 0.168(2) 0.112(2) 0.0539(14) -0.0046(12) 0.0089(12) Cl3 0.1004(15) 0.0583(9) 0.159(2) 0.0055(9) 0.0548(13) -0.0099(8) Cl4 0.0683(10) 0.0521(7) 0.0678(11) -0.0005(6) 0.0045(7) 0.0023(6) O1 0.048(2) 0.0490(18) 0.058(3) 0.0055(14) 0.0074(19) 0.0046(14) O2 0.115(6) 0.147(6) 0.075(6) 0.000 0.055(4) 0.000 N1 0.050(3) 0.0312(19) 0.060(3) -0.0025(16) -0.002(2) 0.0003(16) N2 0.054(3) 0.041(2) 0.048(3) -0.0005(16) 0.013(2) 0.0078(17) N3 0.048(3) 0.035(2) 0.056(3) 0.0016(17) 0.006(2) -0.0004(16) N4 0.041(3) 0.046(2) 0.048(3) 0.0025(16) 0.003(2) 0.0051(17) N5 0.231(15) 0.102(9) 0.34(2) 0.000 0.162(14) 0.000 C1 0.058(4) 0.038(3) 0.088(5) 0.006(2) 0.000(3) -0.001(2) C2 0.054(4) 0.037(3) 0.131(7) -0.002(3) -0.003(4) -0.006(2) C3 0.057(4) 0.040(3) 0.143(7) -0.030(4) -0.007(4) 0.006(2) C4 0.073(5) 0.060(4) 0.091(5) -0.033(3) -0.012(4) 0.016(3) C5 0.056(4) 0.044(3) 0.068(5) -0.018(2) -0.004(3) 0.006(2) C6 0.077(4) 0.065(3) 0.044(4) -0.012(2) 0.002(3) 0.006(3) C7 0.077(4) 0.055(3) 0.045(4) 0.016(2) 0.013(3) 0.008(3) C8 0.045(4) 0.041(2) 0.065(4) 0.017(2) 0.005(3) 0.004(2) C9 0.055(4) 0.068(4) 0.083(5) 0.041(3) -0.003(3) -0.011(3) C10 0.070(5) 0.058(4) 0.135(7) 0.042(4) -0.034(5) -0.023(3) C11 0.079(5) 0.045(3) 0.110(6) 0.003(3) -0.027(4) -0.012(3) C12 0.052(4) 0.044(3) 0.078(4) -0.002(2) -0.007(3) 0.001(2) C13 0.070(4) 0.056(3) 0.058(4) 0.004(2) 0.025(3) 0.015(3) C14 0.049(4) 0.054(3) 0.070(4) 0.012(2) 0.023(3) 0.011(2) C15 0.051(4) 0.066(3) 0.070(5) 0.004(3) -0.011(3) 0.003(2) C16 0.064(4) 0.038(2) 0.049(4) 0.0007(19) -0.003(3) 0.000(2) C17 0.070(5) 0.080(4) 0.067(5) 0.005(3) -0.016(4) 0.004(3) C18 0.106(7) 0.116(6) 0.047(5) 0.009(3) -0.007(5) 0.011(4) C19 0.091(6) 0.104(5) 0.044(5) 0.012(3) 0.011(4) 0.009(4) C20 0.053(4) 0.078(4) 0.057(5) 0.004(3) 0.002(3) 0.009(3) C21 0.232(18) 0.074(8) 0.221(18) 0.000 0.145(14) 0.000 C22 0.58(4) 0.099(11) 0.126(15) 0.000 0.15(2) 0.000 _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 N4 2.156(4) . ? Fe1 N1 2.180(3) . ? Fe1 N3 2.194(4) . ? Fe1 N2 2.226(4) . ? Fe1 O1 2.285(3) . ? Fe1 Cl1 2.3354(14) . ? Fe2 O2 1.7505(15) . ? Fe2 Cl2 2.207(2) . ? Fe2 Cl3 2.221(2) . ? Fe2 Cl4 2.2351(16) . ? O1 C15 1.422(6) . ? O1 C14 1.428(6) . ? O2 Fe2 1.7504(15) 2_656 ? N1 C5 1.319(6) . ? N1 C1 1.358(6) . ? N2 C7 1.484(6) . ? N2 C6 1.484(6) . ? N2 C13 1.490(6) . ? N3 C8 1.332(6) . ? N3 C12 1.335(6) . ? N4 C16 1.334(6) . ? N4 C20 1.352(7) . ? N5 C21 1.095(14) . ? C1 C2 1.377(7) . ? C1 H1 0.9300 . ? C2 C3 1.353(9) . ? C2 H2 0.9300 . ? C3 C4 1.392(10) . ? C3 H3 0.9300 . ? C4 C5 1.398(7) . ? C4 H4 0.9300 . ? C5 C6 1.513(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.513(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.387(7) . ? C9 C10 1.366(9) . ? C9 H9 0.9300 . ? C10 C11 1.371(10) . ? C10 H10 0.9300 . ? C11 C12 1.399(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.493(8) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.491(8) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.381(8) . ? C17 C18 1.373(9) . ? C17 H17 0.9300 . ? C18 C19 1.348(9) . ? C18 H18 0.9300 . ? C19 C20 1.372(8) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.332(15) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? 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 N4 Fe1 N1 101.35(14) . . ? N4 Fe1 N3 100.47(15) . . ? N1 Fe1 N3 151.73(16) . . ? N4 Fe1 N2 147.34(16) . . ? N1 Fe1 N2 75.27(15) . . ? N3 Fe1 N2 76.65(15) . . ? N4 Fe1 O1 72.03(15) . . ? N1 Fe1 O1 85.89(13) . . ? N3 Fe1 O1 83.96(13) . . ? N2 Fe1 O1 75.32(14) . . ? N4 Fe1 Cl1 100.69(12) . . ? N1 Fe1 Cl1 96.33(11) . . ? N3 Fe1 Cl1 97.06(10) . . ? N2 Fe1 Cl1 111.97(11) . . ? O1 Fe1 Cl1 172.69(10) . . ? O2 Fe2 Cl2 113.89(8) . . ? O2 Fe2 Cl3 110.2(2) . . ? Cl2 Fe2 Cl3 107.09(9) . . ? O2 Fe2 Cl4 108.4(2) . . ? Cl2 Fe2 Cl4 106.56(7) . . ? Cl3 Fe2 Cl4 110.61(8) . . ? C15 O1 C14 116.5(4) . . ? C15 O1 Fe1 112.5(3) . . ? C14 O1 Fe1 111.8(3) . . ? Fe2 O2 Fe2 160.6(5) 2_656 . ? C5 N1 C1 118.7(4) . . ? C5 N1 Fe1 115.4(3) . . ? C1 N1 Fe1 125.8(4) . . ? C7 N2 C6 112.5(4) . . ? C7 N2 C13 111.7(4) . . ? C6 N2 C13 109.8(4) . . ? C7 N2 Fe1 107.2(3) . . ? C6 N2 Fe1 104.3(3) . . ? C13 N2 Fe1 111.0(3) . . ? C8 N3 C12 119.1(4) . . ? C8 N3 Fe1 114.8(3) . . ? C12 N3 Fe1 125.9(4) . . ? C16 N4 C20 117.6(5) . . ? C16 N4 Fe1 120.0(3) . . ? C20 N4 Fe1 122.4(4) . . ? N1 C1 C2 121.9(6) . . ? N1 C1 H1 119.1 . . ? C2 C1 H1 119.1 . . ? C3 C2 C1 118.9(6) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 120.7(5) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C3 C4 C5 117.0(6) . . ? C3 C4 H4 121.5 . . ? C5 C4 H4 121.5 . . ? N1 C5 C4 122.8(5) . . ? N1 C5 C6 115.4(4) . . ? C4 C5 C6 121.9(6) . . ? N2 C6 C5 109.4(4) . . ? N2 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N2 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.2 . . ? N2 C7 C8 110.1(4) . . ? N2 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 . . ? N2 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 . . ? H7A C7 H7B 108.2 . . ? N3 C8 C9 122.3(5) . . ? N3 C8 C7 117.0(4) . . ? C9 C8 C7 120.7(5) . . ? C10 C9 C8 118.4(6) . . ? C10 C9 H9 120.8 . . ? C8 C9 H9 120.8 . . ? C9 C10 C11 120.3(5) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C12 118.1(6) . . ? C10 C11 H11 120.9 . . ? C12 C11 H11 120.9 . . ? N3 C12 C11 121.8(6) . . ? N3 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? N2 C13 C14 112.6(4) . . ? N2 C13 H13A 109.1 . . ? C14 C13 H13A 109.1 . . ? N2 C13 H13B 109.1 . . ? C14 C13 H13B 109.1 . . ? H13A C13 H13B 107.8 . . ? O1 C14 C13 106.4(4) . . ? O1 C14 H14A 110.4 . . ? C13 C14 H14A 110.4 . . ? O1 C14 H14B 110.4 . . ? C13 C14 H14B 110.4 . . ? H14A C14 H14B 108.6 . . ? O1 C15 C16 109.1(4) . . ? O1 C15 H15A 109.9 . . ? C16 C15 H15A 109.9 . . ? O1 C15 H15B 109.9 . . ? C16 C15 H15B 109.9 . . ? H15A C15 H15B 108.3 . . ? N4 C16 C17 121.5(5) . . ? N4 C16 C15 116.2(5) . . ? C17 C16 C15 122.3(6) . . ? C18 C17 C16 119.8(6) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C19 C18 C17 119.3(6) . . ? C19 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? C18 C19 C20 118.8(6) . . ? C18 C19 H19 120.6 . . ? C20 C19 H19 120.6 . . ? N4 C20 C19 123.1(5) . . ? N4 C20 H20 118.5 . . ? C19 C20 H20 118.5 . . ? N5 C21 C22 180.000(8) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.716 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.716 _refine_diff_density_max 0.346 _refine_diff_density_min -0.420 _refine_diff_density_rms 0.055