# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Raj Kumar Joshi' _publ_contact_author_email rkjoshi@chem.iitb.ac.in _publ_section_title ; One pot synthesis of maleimide and hydantoin by Fe(CO)5 catalyzed [2+2+1] co-cyclization of acetylene, isocyanate and CO. ; loop_ _publ_author_name R.K.Joshi P.Mathur # Attachment '- ALLCIF.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 841694' #TrackingRef '- ALLCIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H14 Cl Fe N O2' _chemical_formula_weight 391.62 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 Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.0632(4) _cell_length_b 10.4377(7) _cell_length_c 13.2394(9) _cell_angle_alpha 75.771(6) _cell_angle_beta 83.375(5) _cell_angle_gamma 82.184(5) _cell_volume 801.68(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2488 _cell_measurement_theta_min 3.3440 _cell_measurement_theta_max 32.3317 _exptl_crystal_description thin-plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.622 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 1.120 _exptl_absorpt_correction_T_min 0.8867 _exptl_absorpt_correction_T_max 0.9672 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5904 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0831 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.35 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2829 _reflns_number_gt 1971 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0296P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2829 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0615 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0744 _refine_ls_wR_factor_gt 0.0709 _refine_ls_goodness_of_fit_ref 0.873 _refine_ls_restrained_S_all 0.873 _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 0.32845(7) 0.89898(4) 0.34564(4) 0.02593(15) Uani 1 1 d . . . Cl1 Cl 1.09184(15) 0.19370(9) -0.07585(7) 0.0492(3) Uani 1 1 d . . . O1 O 0.4639(3) 0.5905(2) 0.19404(16) 0.0297(5) Uani 1 1 d . . . O2 O 1.0894(3) 0.40883(19) 0.36317(15) 0.0280(5) Uani 1 1 d . . . N1 N 0.7931(4) 0.4769(2) 0.25887(18) 0.0224(6) Uani 1 1 d . . . C1 C 0.5945(5) 0.5632(3) 0.2610(2) 0.0247(7) Uani 1 1 d . . . C2 C 0.9079(5) 0.4721(3) 0.3458(2) 0.0243(7) Uani 1 1 d . . . C3 C 0.7669(4) 0.5557(3) 0.4080(2) 0.0233(7) Uani 1 1 d . . . H3 H 0.8008 0.5688 0.4728 0.028 Uiso 1 1 calc R . . C4 C 0.5831(5) 0.6106(3) 0.3593(2) 0.0216(7) Uani 1 1 d . . . C5 C 0.3957(5) 0.6971(3) 0.3932(2) 0.0235(7) Uani 1 1 d . . . C6 C 0.3880(5) 0.7571(3) 0.4796(2) 0.0274(7) Uani 1 1 d . . . H6 H 0.5065 0.7506 0.5223 0.033 Uiso 1 1 calc R . . C7 C 0.1734(5) 0.8279(3) 0.4907(2) 0.0289(8) Uani 1 1 d . . . H7 H 0.1224 0.8771 0.5421 0.035 Uiso 1 1 calc R . . C8 C 0.0486(5) 0.8120(3) 0.4113(2) 0.0296(8) Uani 1 1 d . . . H8 H -0.1015 0.8486 0.4008 0.036 Uiso 1 1 calc R . . C9 C 0.1831(5) 0.7331(3) 0.3502(2) 0.0272(8) Uani 1 1 d . . . H9 H 0.1407 0.7083 0.2914 0.033 Uiso 1 1 calc R . . C10 C 0.5868(5) 0.9729(3) 0.2444(3) 0.0355(9) Uani 1 1 d . . . H10 H 0.7262 0.9249 0.2289 0.043 Uiso 1 1 calc R . . C11 C 0.5373(5) 1.0428(3) 0.3240(3) 0.0369(9) Uani 1 1 d . . . H11 H 0.6379 1.0491 0.3720 0.044 Uiso 1 1 calc R . . C12 C 0.3150(6) 1.1015(3) 0.3209(3) 0.0439(10) Uani 1 1 d . . . H12 H 0.2390 1.1549 0.3656 0.053 Uiso 1 1 calc R . . C13 C 0.2261(6) 1.0665(4) 0.2391(3) 0.0494(11) Uani 1 1 d . . . H13 H 0.0780 1.0923 0.2192 0.059 Uiso 1 1 calc R . . C14 C 0.3925(6) 0.9868(4) 0.1915(3) 0.0453(10) Uani 1 1 d . . . H14 H 0.3767 0.9493 0.1346 0.054 Uiso 1 1 calc R . . C15 C 0.8677(5) 0.4073(3) 0.1791(2) 0.0237(7) Uani 1 1 d . . . C16 C 1.0818(5) 0.4150(3) 0.1298(2) 0.0246(7) Uani 1 1 d . . . H16 H 1.1799 0.4662 0.1498 0.030 Uiso 1 1 calc R . . C17 C 1.1522(5) 0.3488(3) 0.0521(2) 0.0266(7) Uani 1 1 d . . . H17 H 1.2999 0.3521 0.0192 0.032 Uiso 1 1 calc R . . C18 C 1.0053(5) 0.2772(3) 0.0222(2) 0.0306(8) Uani 1 1 d . . . C19 C 0.7909(5) 0.2696(3) 0.0708(2) 0.0287(8) Uani 1 1 d . . . H19 H 0.6915 0.2201 0.0497 0.034 Uiso 1 1 calc R . . C20 C 0.7231(5) 0.3341(3) 0.1497(2) 0.0274(8) Uani 1 1 d . . . H20 H 0.5771 0.3283 0.1841 0.033 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) 0.0181(2) 0.0351(3) -0.0065(2) -0.0029(2) -0.00178(18) Cl1 0.0584(6) 0.0516(6) 0.0448(6) -0.0301(5) -0.0003(5) 0.0006(5) O1 0.0274(12) 0.0313(13) 0.0331(13) -0.0117(11) -0.0107(10) 0.0015(10) O2 0.0289(12) 0.0227(11) 0.0323(13) -0.0070(10) -0.0084(10) 0.0038(10) N1 0.0241(13) 0.0213(13) 0.0241(14) -0.0095(12) -0.0086(11) 0.0029(11) C1 0.0235(17) 0.0167(15) 0.0328(19) -0.0039(15) 0.0013(15) -0.0049(13) C2 0.0290(18) 0.0153(15) 0.0290(18) -0.0036(14) -0.0029(14) -0.0062(14) C3 0.0252(17) 0.0197(16) 0.0254(17) -0.0060(14) -0.0033(14) -0.0012(13) C4 0.0273(17) 0.0135(15) 0.0243(17) -0.0034(13) -0.0015(13) -0.0057(13) C5 0.0260(17) 0.0170(15) 0.0279(17) -0.0056(14) 0.0020(14) -0.0058(13) C6 0.0266(17) 0.0242(17) 0.0307(19) -0.0052(15) -0.0037(14) -0.0016(14) C7 0.0312(19) 0.0230(17) 0.0323(19) -0.0093(15) 0.0021(15) -0.0011(15) C8 0.0241(17) 0.0222(17) 0.040(2) -0.0051(16) 0.0003(15) -0.0022(14) C9 0.0290(18) 0.0189(16) 0.0341(18) -0.0048(15) -0.0021(15) -0.0072(14) C10 0.0331(19) 0.0250(18) 0.045(2) -0.0090(17) 0.0134(17) -0.0051(15) C11 0.0326(19) 0.0276(18) 0.052(2) -0.0106(18) 0.0021(17) -0.0093(16) C12 0.035(2) 0.0144(17) 0.076(3) -0.0065(19) 0.014(2) -0.0031(15) C13 0.034(2) 0.033(2) 0.065(3) 0.021(2) -0.010(2) -0.0007(18) C14 0.055(2) 0.041(2) 0.035(2) 0.0065(19) -0.0076(19) -0.014(2) C15 0.0284(17) 0.0189(16) 0.0226(17) -0.0027(14) -0.0064(13) 0.0013(14) C16 0.0268(17) 0.0194(16) 0.0274(17) -0.0036(15) -0.0063(14) -0.0017(14) C17 0.0254(17) 0.0252(17) 0.0255(18) -0.0002(15) -0.0051(14) 0.0016(14) C18 0.041(2) 0.0249(17) 0.0262(18) -0.0094(15) -0.0052(15) 0.0031(15) C19 0.0313(18) 0.0262(17) 0.0323(19) -0.0113(16) -0.0079(15) -0.0033(15) C20 0.0264(17) 0.0247(17) 0.0327(19) -0.0079(16) -0.0020(14) -0.0062(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 Fe1 C9 2.032(3) . ? Fe1 C13 2.031(3) . ? Fe1 C14 2.037(3) . ? Fe1 C8 2.037(3) . ? Fe1 C11 2.039(3) . ? Fe1 C5 2.044(3) . ? Fe1 C6 2.044(3) . ? Fe1 C10 2.045(3) . ? Fe1 C7 2.049(3) . ? Fe1 C12 2.050(3) . ? Cl1 C18 1.730(3) . ? O1 C1 1.212(3) . ? O2 C2 1.219(3) . ? N1 C2 1.399(4) . ? N1 C1 1.404(4) . ? N1 C15 1.424(4) . ? C1 C4 1.494(4) . ? C2 C3 1.470(4) . ? C3 C4 1.340(4) . ? C3 H3 0.9500 . ? C4 C5 1.452(4) . ? C5 C6 1.426(4) . ? C5 C9 1.435(4) . ? C6 C7 1.417(4) . ? C6 H6 0.9500 . ? C7 C8 1.418(4) . ? C7 H7 0.9500 . ? C8 C9 1.410(4) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C11 1.406(5) . ? C10 C14 1.412(5) . ? C10 H10 0.9500 . ? C11 C12 1.403(4) . ? C11 H11 0.9500 . ? C12 C13 1.407(5) . ? C12 H12 0.9500 . ? C13 C14 1.410(5) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C20 1.383(4) . ? C15 C16 1.387(4) . ? C16 C17 1.374(4) . ? C16 H16 0.9500 . ? C17 C18 1.384(4) . ? C17 H17 0.9500 . ? C18 C19 1.386(4) . ? C19 C20 1.372(4) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? 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 C9 Fe1 C13 116.85(15) . . ? C9 Fe1 C14 106.31(14) . . ? C13 Fe1 C14 40.58(15) . . ? C9 Fe1 C8 40.55(12) . . ? C13 Fe1 C8 106.64(13) . . ? C14 Fe1 C8 125.92(14) . . ? C9 Fe1 C11 166.35(13) . . ? C13 Fe1 C11 67.46(14) . . ? C14 Fe1 C11 67.92(15) . . ? C8 Fe1 C11 152.82(13) . . ? C9 Fe1 C5 41.21(11) . . ? C13 Fe1 C5 151.87(16) . . ? C14 Fe1 C5 118.51(14) . . ? C8 Fe1 C5 68.41(11) . . ? C11 Fe1 C5 129.43(13) . . ? C9 Fe1 C6 68.94(13) . . ? C13 Fe1 C6 165.17(15) . . ? C14 Fe1 C6 153.64(14) . . ? C8 Fe1 C6 68.19(12) . . ? C11 Fe1 C6 110.35(14) . . ? C5 Fe1 C6 40.83(12) . . ? C9 Fe1 C10 127.50(13) . . ? C13 Fe1 C10 67.76(14) . . ? C14 Fe1 C10 40.46(13) . . ? C8 Fe1 C10 164.35(14) . . ? C11 Fe1 C10 40.27(13) . . ? C5 Fe1 C10 109.17(12) . . ? C6 Fe1 C10 120.83(13) . . ? C9 Fe1 C7 68.73(13) . . ? C13 Fe1 C7 126.69(14) . . ? C14 Fe1 C7 163.89(13) . . ? C8 Fe1 C7 40.61(12) . . ? C11 Fe1 C7 120.21(14) . . ? C5 Fe1 C7 68.56(12) . . ? C6 Fe1 C7 40.53(11) . . ? C10 Fe1 C7 154.32(14) . . ? C9 Fe1 C12 150.89(14) . . ? C13 Fe1 C12 40.33(15) . . ? C14 Fe1 C12 68.26(16) . . ? C8 Fe1 C12 118.06(13) . . ? C11 Fe1 C12 40.14(13) . . ? C5 Fe1 C12 166.78(14) . . ? C6 Fe1 C12 128.55(16) . . ? C10 Fe1 C12 67.86(13) . . ? C7 Fe1 C12 108.16(14) . . ? C2 N1 C1 109.7(3) . . ? C2 N1 C15 125.4(2) . . ? C1 N1 C15 124.9(2) . . ? O1 C1 N1 124.7(3) . . ? O1 C1 C4 129.1(3) . . ? N1 C1 C4 106.2(3) . . ? O2 C2 N1 124.6(3) . . ? O2 C2 C3 128.8(3) . . ? N1 C2 C3 106.6(3) . . ? C4 C3 C2 109.5(3) . . ? C4 C3 H3 125.2 . . ? C2 C3 H3 125.2 . . ? C3 C4 C5 128.7(3) . . ? C3 C4 C1 107.9(3) . . ? C5 C4 C1 123.3(3) . . ? C6 C5 C9 107.5(3) . . ? C6 C5 C4 125.4(3) . . ? C9 C5 C4 127.1(3) . . ? C6 C5 Fe1 69.61(16) . . ? C9 C5 Fe1 68.96(16) . . ? C4 C5 Fe1 128.85(19) . . ? C7 C6 C5 108.3(3) . . ? C7 C6 Fe1 69.90(17) . . ? C5 C6 Fe1 69.57(16) . . ? C7 C6 H6 125.8 . . ? C5 C6 H6 125.8 . . ? Fe1 C6 H6 126.3 . . ? C8 C7 C6 107.6(3) . . ? C8 C7 Fe1 69.26(17) . . ? C6 C7 Fe1 69.58(16) . . ? C8 C7 H7 126.2 . . ? C6 C7 H7 126.2 . . ? Fe1 C7 H7 126.5 . . ? C9 C8 C7 109.1(3) . . ? C9 C8 Fe1 69.54(16) . . ? C7 C8 Fe1 70.13(16) . . ? C9 C8 H8 125.5 . . ? C7 C8 H8 125.5 . . ? Fe1 C8 H8 126.5 . . ? C8 C9 C5 107.5(3) . . ? C8 C9 Fe1 69.91(17) . . ? C5 C9 Fe1 69.83(16) . . ? C8 C9 H9 126.3 . . ? C5 C9 H9 126.3 . . ? Fe1 C9 H9 125.6 . . ? C11 C10 C14 107.8(3) . . ? C11 C10 Fe1 69.65(16) . . ? C14 C10 Fe1 69.44(18) . . ? C11 C10 H10 126.1 . . ? C14 C10 H10 126.1 . . ? Fe1 C10 H10 126.4 . . ? C12 C11 C10 108.9(3) . . ? C12 C11 Fe1 70.34(17) . . ? C10 C11 Fe1 70.08(18) . . ? C12 C11 H11 125.5 . . ? C10 C11 H11 125.5 . . ? Fe1 C11 H11 125.6 . . ? C11 C12 C13 107.1(3) . . ? C11 C12 Fe1 69.52(18) . . ? C13 C12 Fe1 69.1(2) . . ? C11 C12 H12 126.5 . . ? C13 C12 H12 126.5 . . ? Fe1 C12 H12 126.5 . . ? C12 C13 C14 108.9(3) . . ? C12 C13 Fe1 70.6(2) . . ? C14 C13 Fe1 69.91(19) . . ? C12 C13 H13 125.5 . . ? C14 C13 H13 125.5 . . ? Fe1 C13 H13 125.6 . . ? C10 C14 C13 107.3(4) . . ? C10 C14 Fe1 70.09(19) . . ? C13 C14 Fe1 69.5(2) . . ? C10 C14 H14 126.4 . . ? C13 C14 H14 126.4 . . ? Fe1 C14 H14 125.6 . . ? C20 C15 C16 120.3(3) . . ? C20 C15 N1 119.3(3) . . ? C16 C15 N1 120.4(3) . . ? C17 C16 C15 120.2(3) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 119.1(3) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C17 C18 C19 121.0(3) . . ? C17 C18 Cl1 119.6(2) . . ? C19 C18 Cl1 119.5(3) . . ? C20 C19 C18 119.5(3) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? C19 C20 C15 119.9(3) . . ? C19 C20 H20 120.1 . . ? C15 C20 H20 120.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 C1 O1 177.6(3) . . . . ? C15 N1 C1 O1 -1.2(4) . . . . ? C2 N1 C1 C4 -2.4(3) . . . . ? C15 N1 C1 C4 178.9(2) . . . . ? C1 N1 C2 O2 -177.5(2) . . . . ? C15 N1 C2 O2 1.2(4) . . . . ? C1 N1 C2 C3 2.7(3) . . . . ? C15 N1 C2 C3 -178.5(2) . . . . ? O2 C2 C3 C4 178.2(3) . . . . ? N1 C2 C3 C4 -2.0(3) . . . . ? C2 C3 C4 C5 178.3(2) . . . . ? C2 C3 C4 C1 0.6(3) . . . . ? O1 C1 C4 C3 -178.9(3) . . . . ? N1 C1 C4 C3 1.1(3) . . . . ? O1 C1 C4 C5 3.2(4) . . . . ? N1 C1 C4 C5 -176.8(2) . . . . ? C3 C4 C5 C6 10.2(4) . . . . ? C1 C4 C5 C6 -172.4(2) . . . . ? C3 C4 C5 C9 -166.7(3) . . . . ? C1 C4 C5 C9 10.7(4) . . . . ? C3 C4 C5 Fe1 101.5(3) . . . . ? C1 C4 C5 Fe1 -81.1(3) . . . . ? C9 Fe1 C5 C6 -119.2(2) . . . . ? C13 Fe1 C5 C6 -166.2(3) . . . . ? C14 Fe1 C5 C6 158.61(18) . . . . ? C8 Fe1 C5 C6 -81.19(18) . . . . ? C11 Fe1 C5 C6 74.8(2) . . . . ? C10 Fe1 C5 C6 115.31(18) . . . . ? C7 Fe1 C5 C6 -37.39(16) . . . . ? C12 Fe1 C5 C6 40.6(6) . . . . ? C13 Fe1 C5 C9 -47.1(3) . . . . ? C14 Fe1 C5 C9 -82.2(2) . . . . ? C8 Fe1 C5 C9 37.96(17) . . . . ? C11 Fe1 C5 C9 -166.09(19) . . . . ? C6 Fe1 C5 C9 119.2(2) . . . . ? C10 Fe1 C5 C9 -125.54(19) . . . . ? C7 Fe1 C5 C9 81.77(18) . . . . ? C12 Fe1 C5 C9 159.8(5) . . . . ? C9 Fe1 C5 C4 121.3(4) . . . . ? C13 Fe1 C5 C4 74.2(4) . . . . ? C14 Fe1 C5 C4 39.1(3) . . . . ? C8 Fe1 C5 C4 159.3(3) . . . . ? C11 Fe1 C5 C4 -44.8(4) . . . . ? C6 Fe1 C5 C4 -119.6(4) . . . . ? C10 Fe1 C5 C4 -4.2(3) . . . . ? C7 Fe1 C5 C4 -156.9(3) . . . . ? C12 Fe1 C5 C4 -78.9(7) . . . . ? C9 C5 C6 C7 0.6(3) . . . . ? C4 C5 C6 C7 -176.8(2) . . . . ? Fe1 C5 C6 C7 59.36(19) . . . . ? C9 C5 C6 Fe1 -58.73(18) . . . . ? C4 C5 C6 Fe1 123.8(3) . . . . ? C9 Fe1 C6 C7 -81.50(19) . . . . ? C13 Fe1 C6 C7 34.4(6) . . . . ? C14 Fe1 C6 C7 -165.8(3) . . . . ? C8 Fe1 C6 C7 -37.79(19) . . . . ? C11 Fe1 C6 C7 113.1(2) . . . . ? C5 Fe1 C6 C7 -119.6(2) . . . . ? C10 Fe1 C6 C7 156.50(19) . . . . ? C12 Fe1 C6 C7 71.4(2) . . . . ? C9 Fe1 C6 C5 38.07(16) . . . . ? C13 Fe1 C6 C5 154.0(5) . . . . ? C14 Fe1 C6 C5 -46.2(4) . . . . ? C8 Fe1 C6 C5 81.77(18) . . . . ? C11 Fe1 C6 C5 -127.35(18) . . . . ? C10 Fe1 C6 C5 -83.9(2) . . . . ? C7 Fe1 C6 C5 119.6(2) . . . . ? C12 Fe1 C6 C5 -169.03(17) . . . . ? C5 C6 C7 C8 -0.1(3) . . . . ? Fe1 C6 C7 C8 59.04(19) . . . . ? C5 C6 C7 Fe1 -59.15(19) . . . . ? C9 Fe1 C7 C8 -37.01(18) . . . . ? C13 Fe1 C7 C8 71.3(3) . . . . ? C14 Fe1 C7 C8 37.8(6) . . . . ? C11 Fe1 C7 C8 154.47(18) . . . . ? C5 Fe1 C7 C8 -81.4(2) . . . . ? C6 Fe1 C7 C8 -119.1(3) . . . . ? C10 Fe1 C7 C8 -171.3(3) . . . . ? C12 Fe1 C7 C8 112.2(2) . . . . ? C9 Fe1 C7 C6 82.06(19) . . . . ? C13 Fe1 C7 C6 -169.6(2) . . . . ? C14 Fe1 C7 C6 156.9(5) . . . . ? C8 Fe1 C7 C6 119.1(3) . . . . ? C11 Fe1 C7 C6 -86.5(2) . . . . ? C5 Fe1 C7 C6 37.66(18) . . . . ? C10 Fe1 C7 C6 -52.2(4) . . . . ? C12 Fe1 C7 C6 -128.7(2) . . . . ? C6 C7 C8 C9 -0.5(3) . . . . ? Fe1 C7 C8 C9 58.78(19) . . . . ? C6 C7 C8 Fe1 -59.24(19) . . . . ? C13 Fe1 C8 C9 112.1(2) . . . . ? C14 Fe1 C8 C9 71.7(2) . . . . ? C11 Fe1 C8 C9 -175.0(3) . . . . ? C5 Fe1 C8 C9 -38.57(18) . . . . ? C6 Fe1 C8 C9 -82.66(19) . . . . ? C10 Fe1 C8 C9 45.5(6) . . . . ? C7 Fe1 C8 C9 -120.4(3) . . . . ? C12 Fe1 C8 C9 154.2(2) . . . . ? C9 Fe1 C8 C7 120.4(3) . . . . ? C13 Fe1 C8 C7 -127.5(2) . . . . ? C14 Fe1 C8 C7 -167.9(2) . . . . ? C11 Fe1 C8 C7 -54.6(4) . . . . ? C5 Fe1 C8 C7 81.81(19) . . . . ? C6 Fe1 C8 C7 37.71(18) . . . . ? C10 Fe1 C8 C7 165.9(4) . . . . ? C12 Fe1 C8 C7 -85.5(2) . . . . ? C7 C8 C9 C5 0.8(3) . . . . ? Fe1 C8 C9 C5 59.98(19) . . . . ? C7 C8 C9 Fe1 -59.1(2) . . . . ? C6 C5 C9 C8 -0.9(3) . . . . ? C4 C5 C9 C8 176.5(2) . . . . ? Fe1 C5 C9 C8 -60.04(19) . . . . ? C6 C5 C9 Fe1 59.14(19) . . . . ? C4 C5 C9 Fe1 -123.5(3) . . . . ? C13 Fe1 C9 C8 -84.4(2) . . . . ? C14 Fe1 C9 C8 -126.7(2) . . . . ? C11 Fe1 C9 C8 170.3(5) . . . . ? C5 Fe1 C9 C8 118.4(3) . . . . ? C6 Fe1 C9 C8 80.66(19) . . . . ? C10 Fe1 C9 C8 -165.97(19) . . . . ? C7 Fe1 C9 C8 37.06(18) . . . . ? C12 Fe1 C9 C8 -52.3(4) . . . . ? C13 Fe1 C9 C5 157.24(19) . . . . ? C14 Fe1 C9 C5 114.9(2) . . . . ? C8 Fe1 C9 C5 -118.4(3) . . . . ? C11 Fe1 C9 C5 51.9(6) . . . . ? C6 Fe1 C9 C5 -37.72(16) . . . . ? C10 Fe1 C9 C5 75.7(2) . . . . ? C7 Fe1 C9 C5 -81.32(18) . . . . ? C12 Fe1 C9 C5 -170.7(3) . . . . ? C9 Fe1 C10 C11 -171.55(19) . . . . ? C13 Fe1 C10 C11 80.9(2) . . . . ? C14 Fe1 C10 C11 119.2(3) . . . . ? C8 Fe1 C10 C11 152.7(4) . . . . ? C5 Fe1 C10 C11 -129.0(2) . . . . ? C6 Fe1 C10 C11 -85.5(2) . . . . ? C7 Fe1 C10 C11 -48.8(4) . . . . ? C12 Fe1 C10 C11 37.2(2) . . . . ? C9 Fe1 C10 C14 69.3(3) . . . . ? C13 Fe1 C10 C14 -38.3(2) . . . . ? C8 Fe1 C10 C14 33.5(6) . . . . ? C11 Fe1 C10 C14 -119.2(3) . . . . ? C5 Fe1 C10 C14 111.8(2) . . . . ? C6 Fe1 C10 C14 155.3(2) . . . . ? C7 Fe1 C10 C14 -168.0(3) . . . . ? C12 Fe1 C10 C14 -82.0(2) . . . . ? C14 C10 C11 C12 -0.7(3) . . . . ? Fe1 C10 C11 C12 -59.8(2) . . . . ? C14 C10 C11 Fe1 59.2(2) . . . . ? C9 Fe1 C11 C12 149.3(5) . . . . ? C13 Fe1 C11 C12 38.0(2) . . . . ? C14 Fe1 C11 C12 82.0(2) . . . . ? C8 Fe1 C11 C12 -44.6(4) . . . . ? C5 Fe1 C11 C12 -168.5(2) . . . . ? C6 Fe1 C11 C12 -126.2(2) . . . . ? C10 Fe1 C11 C12 119.7(3) . . . . ? C7 Fe1 C11 C12 -82.5(3) . . . . ? C9 Fe1 C11 C10 29.6(7) . . . . ? C13 Fe1 C11 C10 -81.7(2) . . . . ? C14 Fe1 C11 C10 -37.7(2) . . . . ? C8 Fe1 C11 C10 -164.3(3) . . . . ? C5 Fe1 C11 C10 71.8(2) . . . . ? C6 Fe1 C11 C10 114.1(2) . . . . ? C7 Fe1 C11 C10 157.83(19) . . . . ? C12 Fe1 C11 C10 -119.7(3) . . . . ? C10 C11 C12 C13 0.5(3) . . . . ? Fe1 C11 C12 C13 -59.1(2) . . . . ? C10 C11 C12 Fe1 59.7(2) . . . . ? C9 Fe1 C12 C11 -165.7(3) . . . . ? C13 Fe1 C12 C11 -118.6(3) . . . . ? C14 Fe1 C12 C11 -81.1(2) . . . . ? C8 Fe1 C12 C11 158.7(2) . . . . ? C5 Fe1 C12 C11 42.2(7) . . . . ? C6 Fe1 C12 C11 75.2(2) . . . . ? C10 Fe1 C12 C11 -37.3(2) . . . . ? C7 Fe1 C12 C11 115.6(2) . . . . ? C9 Fe1 C12 C13 -47.1(4) . . . . ? C14 Fe1 C12 C13 37.5(2) . . . . ? C8 Fe1 C12 C13 -82.7(2) . . . . ? C11 Fe1 C12 C13 118.6(3) . . . . ? C5 Fe1 C12 C13 160.8(5) . . . . ? C6 Fe1 C12 C13 -166.2(2) . . . . ? C10 Fe1 C12 C13 81.2(2) . . . . ? C7 Fe1 C12 C13 -125.8(2) . . . . ? C11 C12 C13 C14 -0.2(4) . . . . ? Fe1 C12 C13 C14 -59.6(2) . . . . ? C11 C12 C13 Fe1 59.4(2) . . . . ? C9 Fe1 C13 C12 156.45(19) . . . . ? C14 Fe1 C13 C12 -119.7(3) . . . . ? C8 Fe1 C13 C12 114.0(2) . . . . ? C11 Fe1 C13 C12 -37.81(19) . . . . ? C5 Fe1 C13 C12 -170.8(2) . . . . ? C6 Fe1 C13 C12 46.7(6) . . . . ? C10 Fe1 C13 C12 -81.5(2) . . . . ? C7 Fe1 C13 C12 73.9(2) . . . . ? C9 Fe1 C13 C14 -83.8(2) . . . . ? C8 Fe1 C13 C14 -126.3(2) . . . . ? C11 Fe1 C13 C14 81.9(2) . . . . ? C5 Fe1 C13 C14 -51.1(4) . . . . ? C6 Fe1 C13 C14 166.4(5) . . . . ? C10 Fe1 C13 C14 38.2(2) . . . . ? C7 Fe1 C13 C14 -166.4(2) . . . . ? C12 Fe1 C13 C14 119.7(3) . . . . ? C11 C10 C14 C13 0.6(3) . . . . ? Fe1 C10 C14 C13 59.8(2) . . . . ? C11 C10 C14 Fe1 -59.3(2) . . . . ? C12 C13 C14 C10 -0.2(4) . . . . ? Fe1 C13 C14 C10 -60.2(2) . . . . ? C12 C13 C14 Fe1 60.0(2) . . . . ? C9 Fe1 C14 C10 -129.4(2) . . . . ? C13 Fe1 C14 C10 118.2(3) . . . . ? C8 Fe1 C14 C10 -169.4(2) . . . . ? C11 Fe1 C14 C10 37.5(2) . . . . ? C5 Fe1 C14 C10 -86.5(2) . . . . ? C6 Fe1 C14 C10 -54.0(4) . . . . ? C7 Fe1 C14 C10 161.1(4) . . . . ? C12 Fe1 C14 C10 80.9(2) . . . . ? C9 Fe1 C14 C13 112.5(2) . . . . ? C8 Fe1 C14 C13 72.4(3) . . . . ? C11 Fe1 C14 C13 -80.7(2) . . . . ? C5 Fe1 C14 C13 155.3(2) . . . . ? C6 Fe1 C14 C13 -172.2(3) . . . . ? C10 Fe1 C14 C13 -118.2(3) . . . . ? C7 Fe1 C14 C13 42.9(6) . . . . ? C12 Fe1 C14 C13 -37.2(2) . . . . ? C2 N1 C15 C20 130.7(3) . . . . ? C1 N1 C15 C20 -50.8(4) . . . . ? C2 N1 C15 C16 -50.6(4) . . . . ? C1 N1 C15 C16 128.0(3) . . . . ? C20 C15 C16 C17 -0.6(4) . . . . ? N1 C15 C16 C17 -179.3(2) . . . . ? C15 C16 C17 C18 1.5(4) . . . . ? C16 C17 C18 C19 -1.2(4) . . . . ? C16 C17 C18 Cl1 179.8(2) . . . . ? C17 C18 C19 C20 0.0(5) . . . . ? Cl1 C18 C19 C20 179.0(2) . . . . ? C18 C19 C20 C15 0.9(4) . . . . ? C16 C15 C20 C19 -0.6(4) . . . . ? N1 C15 C20 C19 178.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.530 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.066 #===END data_14 _database_code_depnum_ccdc_archive 'CCDC 841695' #TrackingRef '- ALLCIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H18 Cl2 Fe N2 O2' _chemical_formula_weight 517.17 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' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.812(14) _cell_length_b 8.801(5) _cell_length_c 21.620(10) _cell_angle_alpha 90.00 _cell_angle_beta 109.16(6) _cell_angle_gamma 90.00 _cell_volume 4640(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1065 _cell_measurement_theta_min 3.2757 _cell_measurement_theta_max 32.7642 _exptl_crystal_description thin-plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2112 _exptl_absorpt_coefficient_mu 0.907 _exptl_absorpt_correction_T_min 0.8912 _exptl_absorpt_correction_T_max 0.9310 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17913 _diffrn_reflns_av_R_equivalents 0.1214 _diffrn_reflns_av_sigmaI/netI 0.1870 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.28 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4081 _reflns_number_gt 1350 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0088P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4081 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1566 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0505 _refine_ls_wR_factor_gt 0.0410 _refine_ls_goodness_of_fit_ref 0.629 _refine_ls_restrained_S_all 0.629 _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 0.96876(2) 0.19856(7) 0.37841(2) 0.06891(19) Uani 1 1 d . . . Cl1 Cl 0.82544(4) 0.67888(13) 0.44030(4) 0.1001(4) Uani 1 1 d . . . Cl2 Cl 0.55670(4) 0.77816(13) -0.17925(4) 0.0850(4) Uani 1 1 d . . . N1 N 0.78930(12) 0.5044(4) 0.16309(14) 0.0552(9) Uani 1 1 d . . . N2 N 0.73573(12) 0.5500(3) 0.05311(16) 0.0607(9) Uani 1 1 d . . . H2 H 0.7530 0.4700 0.0451 0.073 Uiso 1 1 calc R . . O1 O 0.81153(10) 0.3340(3) 0.09427(12) 0.0833(9) Uani 1 1 d . . . O2 O 0.73511(10) 0.7135(3) 0.13414(11) 0.0799(9) Uani 1 1 d . . . C1 C 0.81535(15) 0.3753(5) 0.1501(2) 0.0636(12) Uani 1 1 d . . . C2 C 0.75130(16) 0.5996(5) 0.1149(2) 0.0575(11) Uani 1 1 d . . . C3 C 0.84698(15) 0.2906(5) 0.2072(2) 0.0680(12) Uani 1 1 d . . . C4 C 0.87175(15) 0.2111(5) 0.2521(2) 0.0622(11) Uani 1 1 d . . . C5 C 0.79795(16) 0.5483(4) 0.23060(18) 0.0495(10) Uani 1 1 d . . . C6 C 0.76348(14) 0.4956(4) 0.2627(2) 0.0599(11) Uani 1 1 d . . . H6 H 0.7340 0.4299 0.2407 0.072 Uiso 1 1 calc R . . C7 C 0.77147(16) 0.5377(4) 0.3267(2) 0.0622(11) Uani 1 1 d . . . H7 H 0.7475 0.5018 0.3487 0.075 Uiso 1 1 calc R . . C8 C 0.81452(18) 0.6320(4) 0.35842(17) 0.0614(12) Uani 1 1 d . . . C9 C 0.84838(15) 0.6852(4) 0.3259(2) 0.0752(12) Uani 1 1 d . . . H9 H 0.8778 0.7511 0.3479 0.090 Uiso 1 1 calc R . . C10 C 0.84061(15) 0.6449(4) 0.2624(2) 0.0677(12) Uani 1 1 d . . . H10 H 0.8643 0.6829 0.2404 0.081 Uiso 1 1 calc R . . C11 C 0.69420(15) 0.6137(5) -0.00059(18) 0.0531(11) Uani 1 1 d . . . C12 C 0.66965(15) 0.7541(5) -0.00070(18) 0.0677(13) Uani 1 1 d . . . H12 H 0.6816 0.8163 0.0372 0.081 Uiso 1 1 calc R . . C13 C 0.62797(15) 0.8046(4) -0.05530(19) 0.0656(11) Uani 1 1 d . . . H13 H 0.6114 0.9007 -0.0547 0.079 Uiso 1 1 calc R . . C14 C 0.61066(14) 0.7155(5) -0.11025(17) 0.0561(10) Uani 1 1 d . . . C15 C 0.63423(16) 0.5766(5) -0.11222(18) 0.0741(13) Uani 1 1 d . . . H15 H 0.6220 0.5157 -0.1506 0.089 Uiso 1 1 calc R . . C16 C 0.67587(15) 0.5263(4) -0.0579(2) 0.0706(12) Uani 1 1 d . . . H16 H 0.6925 0.4307 -0.0593 0.085 Uiso 1 1 calc R . . C17 C 0.90054(15) 0.1211(4) 0.3083(2) 0.0589(11) Uani 1 1 d . . . C18 C 0.94574(17) 0.0211(5) 0.3157(2) 0.0714(12) Uani 1 1 d . . . H18 H 0.9607 -0.0050 0.2825 0.086 Uiso 1 1 calc R . . C19 C 0.96434(16) -0.0321(4) 0.3808(2) 0.0786(12) Uani 1 1 d . . . H19 H 0.9941 -0.0999 0.3989 0.094 Uiso 1 1 calc R . . C20 C 0.93130(19) 0.0320(5) 0.4146(2) 0.0850(14) Uani 1 1 d . . . H20 H 0.9346 0.0142 0.4590 0.102 Uiso 1 1 calc R . . C21 C 0.89200(16) 0.1283(4) 0.3701(2) 0.0775(14) Uani 1 1 d . . . H21 H 0.8648 0.1871 0.3800 0.093 Uiso 1 1 calc R . . C22 C 1.0274(4) 0.3187(9) 0.3565(4) 0.1149(18) Uani 1 1 d . . . H22 H 1.0418 0.2981 0.3222 0.138 Uiso 1 1 calc R . . C23 C 1.0475(2) 0.2650(6) 0.4200(5) 0.126(2) Uani 1 1 d . . . H23 H 1.0778 0.1982 0.4364 0.151 Uiso 1 1 calc R . . C24 C 1.0169(4) 0.3228(9) 0.4560(3) 0.128(2) Uani 1 1 d . . . H24 H 1.0226 0.3057 0.5012 0.154 Uiso 1 1 calc R . . C25 C 0.9748(3) 0.4135(7) 0.4123(5) 0.127(2) Uani 1 1 d . . . H25 H 0.9470 0.4672 0.4230 0.152 Uiso 1 1 calc R . . C26 C 0.9817(3) 0.4095(8) 0.3523(4) 0.123(2) Uani 1 1 d . . . H26 H 0.9592 0.4599 0.3140 0.148 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 0.0632(4) 0.0629(4) 0.0701(4) -0.0100(4) 0.0076(3) -0.0030(4) Cl1 0.1169(9) 0.1055(10) 0.0628(7) -0.0161(7) 0.0091(6) 0.0154(9) Cl2 0.0734(7) 0.1052(10) 0.0680(7) 0.0037(6) 0.0117(6) 0.0126(7) N1 0.058(2) 0.056(3) 0.049(2) -0.0024(19) 0.0137(18) 0.008(2) N2 0.070(2) 0.055(2) 0.054(2) -0.0016(19) 0.0164(19) 0.0220(19) O1 0.091(2) 0.086(2) 0.0694(19) -0.0072(18) 0.0211(17) 0.0322(18) O2 0.098(2) 0.064(2) 0.0685(19) -0.0109(16) 0.0152(15) 0.0222(19) C1 0.056(3) 0.067(4) 0.066(3) 0.002(3) 0.016(3) 0.012(3) C2 0.054(3) 0.061(4) 0.056(3) -0.003(3) 0.014(3) -0.005(3) C3 0.057(3) 0.069(4) 0.071(3) -0.011(3) 0.012(2) 0.013(3) C4 0.053(3) 0.056(3) 0.073(3) -0.019(3) 0.015(2) 0.001(3) C5 0.054(3) 0.036(3) 0.055(3) 0.006(2) 0.013(2) 0.001(2) C6 0.063(3) 0.050(3) 0.060(3) -0.010(2) 0.011(2) -0.019(2) C7 0.068(3) 0.057(3) 0.069(3) 0.001(2) 0.032(2) -0.001(3) C8 0.063(3) 0.049(3) 0.061(3) -0.005(2) 0.005(3) 0.003(2) C9 0.063(3) 0.067(3) 0.084(3) -0.015(3) 0.009(3) -0.018(3) C10 0.060(3) 0.076(4) 0.072(3) -0.011(2) 0.028(2) -0.015(3) C11 0.056(3) 0.052(3) 0.053(3) 0.001(2) 0.020(2) 0.006(2) C12 0.079(3) 0.060(4) 0.058(3) -0.004(2) 0.015(3) 0.005(3) C13 0.081(3) 0.049(3) 0.061(3) -0.003(3) 0.016(2) 0.013(3) C14 0.049(3) 0.063(3) 0.059(3) 0.009(3) 0.022(2) 0.004(3) C15 0.083(4) 0.070(4) 0.056(3) -0.016(3) 0.005(3) 0.005(3) C16 0.074(3) 0.072(3) 0.064(3) -0.016(3) 0.021(3) 0.014(3) C17 0.045(3) 0.055(3) 0.076(3) -0.014(3) 0.020(3) 0.001(2) C18 0.085(4) 0.062(3) 0.065(3) -0.011(3) 0.023(3) 0.007(3) C19 0.071(3) 0.061(3) 0.091(4) 0.005(3) 0.009(3) 0.000(3) C20 0.085(4) 0.099(4) 0.073(3) 0.009(3) 0.029(3) -0.010(3) C21 0.069(3) 0.090(4) 0.081(3) -0.002(3) 0.033(3) 0.005(3) C22 0.097(5) 0.112(5) 0.142(7) -0.015(5) 0.048(5) -0.040(5) C23 0.083(5) 0.095(6) 0.155(7) -0.024(6) -0.021(5) -0.020(4) C24 0.145(6) 0.096(5) 0.098(5) -0.034(5) -0.023(5) -0.002(5) C25 0.136(7) 0.068(5) 0.156(6) -0.052(5) 0.021(7) -0.005(4) C26 0.091(6) 0.075(5) 0.174(8) 0.000(5) 0.004(5) -0.019(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 C26 2.000(6) . ? Fe1 C25 2.016(5) . ? Fe1 C23 2.020(5) . ? Fe1 C18 2.025(4) . ? Fe1 C17 2.028(4) . ? Fe1 C21 2.027(4) . ? Fe1 C22 2.026(5) . ? Fe1 C19 2.035(4) . ? Fe1 C24 2.046(5) . ? Fe1 C20 2.047(4) . ? Cl1 C8 1.748(4) . ? Cl2 C14 1.762(4) . ? N1 C1 1.395(4) . ? N1 C2 1.443(4) . ? N1 C5 1.454(4) . ? N2 C2 1.335(4) . ? N2 C11 1.412(4) . ? N2 H2 0.8800 . ? O1 C1 1.234(4) . ? O2 C2 1.211(4) . ? C1 C3 1.443(5) . ? C3 C4 1.197(5) . ? C4 C17 1.437(5) . ? C5 C6 1.376(4) . ? C5 C10 1.382(4) . ? C6 C7 1.382(4) . ? C6 H6 0.9500 . ? C7 C8 1.376(4) . ? C7 H7 0.9500 . ? C8 C9 1.371(4) . ? C9 C10 1.368(4) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.388(4) . ? C11 C16 1.402(4) . ? C12 C13 1.384(4) . ? C12 H12 0.9500 . ? C13 C14 1.370(4) . ? C13 H13 0.9500 . ? C14 C15 1.372(4) . ? C15 C16 1.379(4) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C21 1.426(4) . ? C17 C18 1.428(4) . ? C18 C19 1.410(4) . ? C18 H18 0.9500 . ? C19 C20 1.409(5) . ? C19 H19 0.9500 . ? C20 C21 1.425(5) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.383(6) . ? C22 C26 1.403(6) . ? C22 H22 0.9500 . ? C23 C24 1.374(6) . ? C23 H23 0.9500 . ? C24 C25 1.427(7) . ? C24 H24 0.9500 . ? C25 C26 1.367(6) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? 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 C26 Fe1 C25 39.79(17) . . ? C26 Fe1 C23 67.7(2) . . ? C25 Fe1 C23 67.6(2) . . ? C26 Fe1 C18 124.5(3) . . ? C25 Fe1 C18 159.7(3) . . ? C23 Fe1 C18 123.6(3) . . ? C26 Fe1 C17 106.6(2) . . ? C25 Fe1 C17 122.1(3) . . ? C23 Fe1 C17 158.5(4) . . ? C18 Fe1 C17 41.25(12) . . ? C26 Fe1 C21 120.5(3) . . ? C25 Fe1 C21 106.0(2) . . ? C23 Fe1 C21 159.9(4) . . ? C18 Fe1 C21 69.01(14) . . ? C17 Fe1 C21 41.19(13) . . ? C26 Fe1 C22 40.77(18) . . ? C25 Fe1 C22 67.7(2) . . ? C23 Fe1 C22 39.98(17) . . ? C18 Fe1 C22 108.9(2) . . ? C17 Fe1 C22 122.2(3) . . ? C21 Fe1 C22 157.3(4) . . ? C26 Fe1 C19 161.7(4) . . ? C25 Fe1 C19 157.7(4) . . ? C23 Fe1 C19 109.5(2) . . ? C18 Fe1 C19 40.64(13) . . ? C17 Fe1 C19 69.00(16) . . ? C21 Fe1 C19 68.68(16) . . ? C22 Fe1 C19 125.4(3) . . ? C26 Fe1 C24 67.8(2) . . ? C25 Fe1 C24 41.12(19) . . ? C23 Fe1 C24 39.51(17) . . ? C18 Fe1 C24 158.0(3) . . ? C17 Fe1 C24 159.6(3) . . ? C21 Fe1 C24 123.3(3) . . ? C22 Fe1 C24 67.3(2) . . ? C19 Fe1 C24 122.4(3) . . ? C26 Fe1 C20 156.3(4) . . ? C25 Fe1 C20 121.5(3) . . ? C23 Fe1 C20 124.7(3) . . ? C18 Fe1 C20 68.39(15) . . ? C17 Fe1 C20 69.01(16) . . ? C21 Fe1 C20 40.95(13) . . ? C22 Fe1 C20 161.1(4) . . ? C19 Fe1 C20 40.39(13) . . ? C24 Fe1 C20 107.8(2) . . ? C1 N1 C2 125.9(3) . . ? C1 N1 C5 119.5(3) . . ? C2 N1 C5 114.5(3) . . ? C2 N2 C11 126.2(3) . . ? C2 N2 H2 116.9 . . ? C11 N2 H2 116.9 . . ? O1 C1 N1 123.2(4) . . ? O1 C1 C3 121.7(4) . . ? N1 C1 C3 115.1(4) . . ? O2 C2 N2 126.2(4) . . ? O2 C2 N1 117.5(4) . . ? N2 C2 N1 116.3(4) . . ? C4 C3 C1 175.3(5) . . ? C3 C4 C17 176.9(4) . . ? C6 C5 C10 119.8(4) . . ? C6 C5 N1 120.3(4) . . ? C10 C5 N1 119.8(4) . . ? C5 C6 C7 120.4(4) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C8 C7 C6 119.4(4) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C9 C8 C7 119.8(4) . . ? C9 C8 Cl1 121.4(4) . . ? C7 C8 Cl1 118.8(4) . . ? C10 C9 C8 121.2(4) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C9 C10 C5 119.3(4) . . ? C9 C10 H10 120.4 . . ? C5 C10 H10 120.4 . . ? C12 C11 C16 117.7(3) . . ? C12 C11 N2 125.3(4) . . ? C16 C11 N2 117.0(4) . . ? C13 C12 C11 120.9(4) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C14 C13 C12 119.8(4) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C15 C14 C13 121.0(3) . . ? C15 C14 Cl2 119.2(3) . . ? C13 C14 Cl2 119.8(4) . . ? C14 C15 C16 119.3(4) . . ? C14 C15 H15 120.4 . . ? C16 C15 H15 120.4 . . ? C15 C16 C11 121.3(4) . . ? C15 C16 H16 119.3 . . ? C11 C16 H16 119.3 . . ? C21 C17 C18 107.1(4) . . ? C21 C17 C4 124.9(4) . . ? C18 C17 C4 127.7(4) . . ? C21 C17 Fe1 69.4(2) . . ? C18 C17 Fe1 69.3(2) . . ? C4 C17 Fe1 121.9(3) . . ? C19 C18 C17 108.4(4) . . ? C19 C18 Fe1 70.1(2) . . ? C17 C18 Fe1 69.5(2) . . ? C19 C18 H18 125.8 . . ? C17 C18 H18 125.8 . . ? Fe1 C18 H18 126.2 . . ? C18 C19 C20 108.5(4) . . ? C18 C19 Fe1 69.3(2) . . ? C20 C19 Fe1 70.3(2) . . ? C18 C19 H19 125.7 . . ? C20 C19 H19 125.7 . . ? Fe1 C19 H19 126.3 . . ? C19 C20 C21 107.9(4) . . ? C19 C20 Fe1 69.4(2) . . ? C21 C20 Fe1 68.8(2) . . ? C19 C20 H20 126.1 . . ? C21 C20 H20 126.1 . . ? Fe1 C20 H20 127.4 . . ? C20 C21 C17 108.1(4) . . ? C20 C21 Fe1 70.3(2) . . ? C17 C21 Fe1 69.5(2) . . ? C20 C21 H21 125.9 . . ? C17 C21 H21 125.9 . . ? Fe1 C21 H21 125.9 . . ? C23 C22 C26 107.0(6) . . ? C23 C22 Fe1 69.8(3) . . ? C26 C22 Fe1 68.6(3) . . ? C23 C22 H22 126.5 . . ? C26 C22 H22 126.5 . . ? Fe1 C22 H22 126.7 . . ? C24 C23 C22 109.8(7) . . ? C24 C23 Fe1 71.3(4) . . ? C22 C23 Fe1 70.3(3) . . ? C24 C23 H23 125.1 . . ? C22 C23 H23 125.1 . . ? Fe1 C23 H23 124.9 . . ? C23 C24 C25 106.6(6) . . ? C23 C24 Fe1 69.2(3) . . ? C25 C24 Fe1 68.3(3) . . ? C23 C24 H24 126.7 . . ? C25 C24 H24 126.7 . . ? Fe1 C24 H24 127.3 . . ? C26 C25 C24 107.8(7) . . ? C26 C25 Fe1 69.5(3) . . ? C24 C25 Fe1 70.5(3) . . ? C26 C25 H25 126.1 . . ? C24 C25 H25 126.1 . . ? Fe1 C25 H25 125.5 . . ? C25 C26 C22 108.8(7) . . ? C25 C26 Fe1 70.7(4) . . ? C22 C26 Fe1 70.6(3) . . ? C25 C26 H26 125.6 . . ? C22 C26 H26 125.6 . . ? Fe1 C26 H26 124.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 C1 O1 5.5(6) . . . . ? C5 N1 C1 O1 -177.4(4) . . . . ? C2 N1 C1 C3 -173.7(3) . . . . ? C5 N1 C1 C3 3.4(5) . . . . ? C11 N2 C2 O2 -5.6(7) . . . . ? C11 N2 C2 N1 171.7(3) . . . . ? C1 N1 C2 O2 -175.2(4) . . . . ? C5 N1 C2 O2 7.6(5) . . . . ? C1 N1 C2 N2 7.3(5) . . . . ? C5 N1 C2 N2 -170.0(3) . . . . ? O1 C1 C3 C4 -41(5) . . . . ? N1 C1 C3 C4 138(5) . . . . ? C1 C3 C4 C17 -135(7) . . . . ? C1 N1 C5 C6 -91.0(4) . . . . ? C2 N1 C5 C6 86.5(4) . . . . ? C1 N1 C5 C10 89.9(4) . . . . ? C2 N1 C5 C10 -92.7(4) . . . . ? C10 C5 C6 C7 -0.5(5) . . . . ? N1 C5 C6 C7 -179.7(3) . . . . ? C5 C6 C7 C8 -0.5(5) . . . . ? C6 C7 C8 C9 1.1(5) . . . . ? C6 C7 C8 Cl1 -177.8(3) . . . . ? C7 C8 C9 C10 -0.7(6) . . . . ? Cl1 C8 C9 C10 178.2(3) . . . . ? C8 C9 C10 C5 -0.3(6) . . . . ? C6 C5 C10 C9 0.9(5) . . . . ? N1 C5 C10 C9 -179.9(3) . . . . ? C2 N2 C11 C12 12.6(6) . . . . ? C2 N2 C11 C16 -166.3(4) . . . . ? C16 C11 C12 C13 0.9(5) . . . . ? N2 C11 C12 C13 -178.0(3) . . . . ? C11 C12 C13 C14 -0.3(6) . . . . ? C12 C13 C14 C15 -0.3(6) . . . . ? C12 C13 C14 Cl2 178.8(3) . . . . ? C13 C14 C15 C16 0.1(6) . . . . ? Cl2 C14 C15 C16 -179.0(3) . . . . ? C14 C15 C16 C11 0.6(6) . . . . ? C12 C11 C16 C15 -1.1(6) . . . . ? N2 C11 C16 C15 177.9(3) . . . . ? C3 C4 C17 C21 16(8) . . . . ? C3 C4 C17 C18 -157(8) . . . . ? C3 C4 C17 Fe1 -69(8) . . . . ? C26 Fe1 C17 C21 -117.6(4) . . . . ? C25 Fe1 C17 C21 -77.1(4) . . . . ? C23 Fe1 C17 C21 171.4(6) . . . . ? C18 Fe1 C17 C21 118.6(3) . . . . ? C22 Fe1 C17 C21 -159.3(4) . . . . ? C19 Fe1 C17 C21 81.2(2) . . . . ? C24 Fe1 C17 C21 -46.8(7) . . . . ? C20 Fe1 C17 C21 37.8(2) . . . . ? C26 Fe1 C17 C18 123.8(4) . . . . ? C25 Fe1 C17 C18 164.4(4) . . . . ? C23 Fe1 C17 C18 52.8(7) . . . . ? C21 Fe1 C17 C18 -118.6(3) . . . . ? C22 Fe1 C17 C18 82.1(4) . . . . ? C19 Fe1 C17 C18 -37.3(2) . . . . ? C24 Fe1 C17 C18 -165.4(6) . . . . ? C20 Fe1 C17 C18 -80.7(2) . . . . ? C26 Fe1 C17 C4 1.5(5) . . . . ? C25 Fe1 C17 C4 42.0(5) . . . . ? C23 Fe1 C17 C4 -69.6(7) . . . . ? C18 Fe1 C17 C4 -122.3(5) . . . . ? C21 Fe1 C17 C4 119.1(5) . . . . ? C22 Fe1 C17 C4 -40.2(5) . . . . ? C19 Fe1 C17 C4 -159.7(4) . . . . ? C24 Fe1 C17 C4 72.3(7) . . . . ? C20 Fe1 C17 C4 156.9(4) . . . . ? C21 C17 C18 C19 0.2(4) . . . . ? C4 C17 C18 C19 174.4(3) . . . . ? Fe1 C17 C18 C19 59.5(3) . . . . ? C21 C17 C18 Fe1 -59.3(2) . . . . ? C4 C17 C18 Fe1 114.9(4) . . . . ? C26 Fe1 C18 C19 165.4(4) . . . . ? C25 Fe1 C18 C19 -160.6(6) . . . . ? C23 Fe1 C18 C19 80.9(4) . . . . ? C17 Fe1 C18 C19 -119.6(4) . . . . ? C21 Fe1 C18 C19 -81.3(3) . . . . ? C22 Fe1 C18 C19 122.8(4) . . . . ? C24 Fe1 C18 C19 46.8(7) . . . . ? C20 Fe1 C18 C19 -37.2(2) . . . . ? C26 Fe1 C18 C17 -75.0(4) . . . . ? C25 Fe1 C18 C17 -41.0(7) . . . . ? C23 Fe1 C18 C17 -159.5(4) . . . . ? C21 Fe1 C18 C17 38.3(2) . . . . ? C22 Fe1 C18 C17 -117.6(4) . . . . ? C19 Fe1 C18 C17 119.6(4) . . . . ? C24 Fe1 C18 C17 166.4(6) . . . . ? C20 Fe1 C18 C17 82.4(2) . . . . ? C17 C18 C19 C20 0.4(4) . . . . ? Fe1 C18 C19 C20 59.5(3) . . . . ? C17 C18 C19 Fe1 -59.1(3) . . . . ? C26 Fe1 C19 C18 -41.4(7) . . . . ? C25 Fe1 C19 C18 162.3(5) . . . . ? C23 Fe1 C19 C18 -119.2(4) . . . . ? C17 Fe1 C19 C18 37.9(2) . . . . ? C21 Fe1 C19 C18 82.2(2) . . . . ? C22 Fe1 C19 C18 -77.4(4) . . . . ? C24 Fe1 C19 C18 -161.1(4) . . . . ? C20 Fe1 C19 C18 119.8(4) . . . . ? C26 Fe1 C19 C20 -161.1(6) . . . . ? C25 Fe1 C19 C20 42.5(7) . . . . ? C23 Fe1 C19 C20 121.0(4) . . . . ? C18 Fe1 C19 C20 -119.8(4) . . . . ? C17 Fe1 C19 C20 -81.9(3) . . . . ? C21 Fe1 C19 C20 -37.6(2) . . . . ? C22 Fe1 C19 C20 162.8(4) . . . . ? C24 Fe1 C19 C20 79.1(4) . . . . ? C18 C19 C20 C21 -0.8(5) . . . . ? Fe1 C19 C20 C21 58.1(3) . . . . ? C18 C19 C20 Fe1 -58.9(3) . . . . ? C26 Fe1 C20 C19 165.3(5) . . . . ? C25 Fe1 C20 C19 -162.5(4) . . . . ? C23 Fe1 C20 C19 -79.2(4) . . . . ? C18 Fe1 C20 C19 37.4(2) . . . . ? C17 Fe1 C20 C19 81.9(3) . . . . ? C21 Fe1 C20 C19 119.9(4) . . . . ? C22 Fe1 C20 C19 -47.9(7) . . . . ? C24 Fe1 C20 C19 -119.5(4) . . . . ? C26 Fe1 C20 C21 45.4(7) . . . . ? C25 Fe1 C20 C21 77.6(4) . . . . ? C23 Fe1 C20 C21 160.9(4) . . . . ? C18 Fe1 C20 C21 -82.5(2) . . . . ? C17 Fe1 C20 C21 -38.0(2) . . . . ? C22 Fe1 C20 C21 -167.8(6) . . . . ? C19 Fe1 C20 C21 -119.9(4) . . . . ? C24 Fe1 C20 C21 120.6(4) . . . . ? C19 C20 C21 C17 0.9(5) . . . . ? Fe1 C20 C21 C17 59.4(3) . . . . ? C19 C20 C21 Fe1 -58.5(3) . . . . ? C18 C17 C21 C20 -0.7(4) . . . . ? C4 C17 C21 C20 -175.1(3) . . . . ? Fe1 C17 C21 C20 -59.9(3) . . . . ? C18 C17 C21 Fe1 59.2(2) . . . . ? C4 C17 C21 Fe1 -115.2(4) . . . . ? C26 Fe1 C21 C20 -160.6(4) . . . . ? C25 Fe1 C21 C20 -120.0(4) . . . . ? C23 Fe1 C21 C20 -51.6(7) . . . . ? C18 Fe1 C21 C20 80.8(3) . . . . ? C17 Fe1 C21 C20 119.1(4) . . . . ? C22 Fe1 C21 C20 169.8(5) . . . . ? C19 Fe1 C21 C20 37.1(2) . . . . ? C24 Fe1 C21 C20 -78.5(4) . . . . ? C26 Fe1 C21 C17 80.2(4) . . . . ? C25 Fe1 C21 C17 120.9(4) . . . . ? C23 Fe1 C21 C17 -170.8(6) . . . . ? C18 Fe1 C21 C17 -38.3(2) . . . . ? C22 Fe1 C21 C17 50.6(6) . . . . ? C19 Fe1 C21 C17 -82.1(2) . . . . ? C24 Fe1 C21 C17 162.3(3) . . . . ? C20 Fe1 C21 C17 -119.1(4) . . . . ? C26 Fe1 C22 C23 118.6(6) . . . . ? C25 Fe1 C22 C23 81.3(4) . . . . ? C18 Fe1 C22 C23 -120.1(5) . . . . ? C17 Fe1 C22 C23 -163.8(5) . . . . ? C21 Fe1 C22 C23 159.3(5) . . . . ? C19 Fe1 C22 C23 -77.9(5) . . . . ? C24 Fe1 C22 C23 36.7(4) . . . . ? C20 Fe1 C22 C23 -41.8(9) . . . . ? C25 Fe1 C22 C26 -37.2(4) . . . . ? C23 Fe1 C22 C26 -118.6(6) . . . . ? C18 Fe1 C22 C26 121.3(5) . . . . ? C17 Fe1 C22 C26 77.7(5) . . . . ? C21 Fe1 C22 C26 40.7(8) . . . . ? C19 Fe1 C22 C26 163.5(4) . . . . ? C24 Fe1 C22 C26 -81.9(4) . . . . ? C20 Fe1 C22 C26 -160.3(6) . . . . ? C26 C22 C23 C24 -1.8(7) . . . . ? Fe1 C22 C23 C24 -60.6(4) . . . . ? C26 C22 C23 Fe1 58.8(4) . . . . ? C26 Fe1 C23 C24 81.8(4) . . . . ? C25 Fe1 C23 C24 38.6(4) . . . . ? C18 Fe1 C23 C24 -160.7(4) . . . . ? C17 Fe1 C23 C24 160.2(5) . . . . ? C21 Fe1 C23 C24 -36.5(9) . . . . ? C22 Fe1 C23 C24 120.1(6) . . . . ? C19 Fe1 C23 C24 -117.7(5) . . . . ? C20 Fe1 C23 C24 -75.2(5) . . . . ? C26 Fe1 C23 C22 -38.3(4) . . . . ? C25 Fe1 C23 C22 -81.5(4) . . . . ? C18 Fe1 C23 C22 79.2(5) . . . . ? C17 Fe1 C23 C22 40.2(9) . . . . ? C21 Fe1 C23 C22 -156.6(6) . . . . ? C19 Fe1 C23 C22 122.3(5) . . . . ? C24 Fe1 C23 C22 -120.1(6) . . . . ? C20 Fe1 C23 C22 164.8(4) . . . . ? C22 C23 C24 C25 1.6(7) . . . . ? Fe1 C23 C24 C25 -58.3(4) . . . . ? C22 C23 C24 Fe1 59.9(4) . . . . ? C26 Fe1 C24 C23 -81.4(4) . . . . ? C25 Fe1 C24 C23 -118.7(6) . . . . ? C18 Fe1 C24 C23 47.2(8) . . . . ? C17 Fe1 C24 C23 -159.1(6) . . . . ? C21 Fe1 C24 C23 165.8(4) . . . . ? C22 Fe1 C24 C23 -37.1(4) . . . . ? C19 Fe1 C24 C23 81.5(5) . . . . ? C20 Fe1 C24 C23 123.4(5) . . . . ? C26 Fe1 C24 C25 37.3(4) . . . . ? C23 Fe1 C24 C25 118.7(6) . . . . ? C18 Fe1 C24 C25 165.9(5) . . . . ? C17 Fe1 C24 C25 -40.4(9) . . . . ? C21 Fe1 C24 C25 -75.5(5) . . . . ? C22 Fe1 C24 C25 81.6(4) . . . . ? C19 Fe1 C24 C25 -159.8(4) . . . . ? C20 Fe1 C24 C25 -117.9(5) . . . . ? C23 C24 C25 C26 -0.8(7) . . . . ? Fe1 C24 C25 C26 -59.7(4) . . . . ? C23 C24 C25 Fe1 58.9(4) . . . . ? C23 Fe1 C25 C26 81.5(4) . . . . ? C18 Fe1 C25 C26 -46.1(8) . . . . ? C17 Fe1 C25 C26 -76.8(5) . . . . ? C21 Fe1 C25 C26 -118.7(5) . . . . ? C22 Fe1 C25 C26 38.1(4) . . . . ? C19 Fe1 C25 C26 168.6(4) . . . . ? C24 Fe1 C25 C26 118.6(6) . . . . ? C20 Fe1 C25 C26 -160.5(4) . . . . ? C26 Fe1 C25 C24 -118.6(6) . . . . ? C23 Fe1 C25 C24 -37.1(4) . . . . ? C18 Fe1 C25 C24 -164.8(5) . . . . ? C17 Fe1 C25 C24 164.5(4) . . . . ? C21 Fe1 C25 C24 122.6(5) . . . . ? C22 Fe1 C25 C24 -80.5(4) . . . . ? C19 Fe1 C25 C24 50.0(8) . . . . ? C20 Fe1 C25 C24 80.9(5) . . . . ? C24 C25 C26 C22 -0.3(7) . . . . ? Fe1 C25 C26 C22 -60.6(4) . . . . ? C24 C25 C26 Fe1 60.4(4) . . . . ? C23 C22 C26 C25 1.3(7) . . . . ? Fe1 C22 C26 C25 60.7(4) . . . . ? C23 C22 C26 Fe1 -59.5(4) . . . . ? C23 Fe1 C26 C25 -81.4(4) . . . . ? C18 Fe1 C26 C25 162.3(4) . . . . ? C17 Fe1 C26 C25 120.7(5) . . . . ? C21 Fe1 C26 C25 78.0(5) . . . . ? C22 Fe1 C26 C25 -119.0(6) . . . . ? C19 Fe1 C26 C25 -166.2(5) . . . . ? C24 Fe1 C26 C25 -38.5(4) . . . . ? C20 Fe1 C26 C25 45.3(7) . . . . ? C25 Fe1 C26 C22 119.0(6) . . . . ? C23 Fe1 C26 C22 37.6(3) . . . . ? C18 Fe1 C26 C22 -78.7(5) . . . . ? C17 Fe1 C26 C22 -120.4(5) . . . . ? C21 Fe1 C26 C22 -163.0(4) . . . . ? C19 Fe1 C26 C22 -47.3(8) . . . . ? C24 Fe1 C26 C22 80.4(3) . . . . ? C20 Fe1 C26 C22 164.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.183 _refine_diff_density_min -0.168 _refine_diff_density_rms 0.036 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 841696' #TrackingRef '- ALLCIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H64 Fe2 N4 O4' _chemical_formula_weight 920.77 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' _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 10.7811(18) _cell_length_b 12.910(3) _cell_length_c 18.481(3) _cell_angle_alpha 73.530(15) _cell_angle_beta 73.835(14) _cell_angle_gamma 81.142(16) _cell_volume 2361.4(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3191 _cell_measurement_theta_min 3.2096 _cell_measurement_theta_max 32.6557 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.295 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 0.663 _exptl_absorpt_correction_T_min 0.8060 _exptl_absorpt_correction_T_max 0.8361 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16438 _diffrn_reflns_av_R_equivalents 0.0330 _diffrn_reflns_av_sigmaI/netI 0.0673 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8293 _reflns_number_gt 4835 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0408P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8293 _refine_ls_number_parameters 559 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0754 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0839 _refine_ls_wR_factor_gt 0.0776 _refine_ls_goodness_of_fit_ref 0.844 _refine_ls_restrained_S_all 0.844 _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 0.28395(4) 0.05532(3) -0.245401(18) 0.05289(12) Uani 1 1 d . . . Fe2 Fe 0.73410(4) -0.20106(3) -0.124178(18) 0.05468(13) Uani 1 1 d . . . O1 O 0.3183(2) -0.42680(15) 0.05854(10) 0.0776(6) Uani 1 1 d . . . O2 O 0.0994(2) -0.09926(15) 0.07713(9) 0.0740(6) Uani 1 1 d . . . O3 O 0.6699(2) 0.07655(15) -0.51215(10) 0.0822(6) Uani 1 1 d . . . O4 O 0.90527(19) 0.16782(14) -0.37200(9) 0.0678(5) Uani 1 1 d . . . N1 N 0.2479(2) -0.28280(16) -0.03340(10) 0.0530(5) Uani 1 1 d . . . N2 N 0.2128(2) -0.26684(16) 0.08805(10) 0.0560(6) Uani 1 1 d . . . N3 N 0.7427(2) -0.02347(16) -0.40411(10) 0.0538(6) Uani 1 1 d . . . N4 N 0.7905(2) 0.15035(17) -0.45477(11) 0.0621(6) Uani 1 1 d . . . C1 C 0.2671(3) -0.3363(2) 0.03957(14) 0.0597(7) Uani 1 1 d . . . C2 C 0.1565(3) -0.1729(2) 0.04938(14) 0.0534(7) Uani 1 1 d . . . C3 C 0.1834(2) -0.18006(18) -0.03220(12) 0.0463(6) Uani 1 1 d . . . C4 C 0.1527(2) -0.09467(18) -0.08735(12) 0.0482(6) Uani 1 1 d . . . H4 H 0.1040 -0.0390 -0.0668 0.058 Uiso 1 1 calc R . . C5 C 0.2572(2) -0.34180(19) -0.09251(12) 0.0483(6) Uani 1 1 d . . . H5 H 0.2253 -0.2906 -0.1351 0.058 Uiso 1 1 calc R . . C6 C 0.3952(2) -0.3789(2) -0.12683(13) 0.0575(7) Uani 1 1 d . . . H6A H 0.4301 -0.4311 -0.0866 0.069 Uiso 1 1 calc R . . H6B H 0.4477 -0.3175 -0.1468 0.069 Uiso 1 1 calc R . . C7 C 0.4007(3) -0.4305(2) -0.19233(14) 0.0718(8) Uani 1 1 d . . . H7A H 0.3713 -0.3767 -0.2340 0.086 Uiso 1 1 calc R . . H7B H 0.4896 -0.4556 -0.2131 0.086 Uiso 1 1 calc R . . C8 C 0.3170(3) -0.5247(2) -0.16371(15) 0.0750(9) Uani 1 1 d . . . H8A H 0.3512 -0.5816 -0.1255 0.090 Uiso 1 1 calc R . . H8B H 0.3189 -0.5539 -0.2070 0.090 Uiso 1 1 calc R . . C9 C 0.1781(3) -0.4892(2) -0.12727(15) 0.0721(8) Uani 1 1 d . . . H9A H 0.1272 -0.5516 -0.1066 0.087 Uiso 1 1 calc R . . H9B H 0.1410 -0.4380 -0.1670 0.087 Uiso 1 1 calc R . . C10 C 0.1714(3) -0.4364(2) -0.06207(14) 0.0616(7) Uani 1 1 d . . . H10A H 0.2001 -0.4895 -0.0198 0.074 Uiso 1 1 calc R . . H10B H 0.0826 -0.4105 -0.0420 0.074 Uiso 1 1 calc R . . C11 C 0.2108(3) -0.2894(2) 0.17107(12) 0.0582(7) Uani 1 1 d . . . H11 H 0.1734 -0.2232 0.1877 0.070 Uiso 1 1 calc R . . C12 C 0.1236(3) -0.3772(2) 0.22001(13) 0.0869(10) Uani 1 1 d . . . H12A H 0.1552 -0.4440 0.2043 0.104 Uiso 1 1 calc R . . H12B H 0.0367 -0.3567 0.2126 0.104 Uiso 1 1 calc R . . C13 C 0.1209(5) -0.3945(3) 0.30644(16) 0.1203(16) Uani 1 1 d . . . H13A H 0.0792 -0.3304 0.3235 0.144 Uiso 1 1 calc R . . H13B H 0.0704 -0.4551 0.3376 0.144 Uiso 1 1 calc R . . C14 C 0.2545(6) -0.4165(3) 0.31884(19) 0.1312(18) Uani 1 1 d . . . H14A H 0.2495 -0.4233 0.3732 0.157 Uiso 1 1 calc R . . H14B H 0.2922 -0.4850 0.3072 0.157 Uiso 1 1 calc R . . C15 C 0.3405(4) -0.3301(3) 0.26969(17) 0.1012(12) Uani 1 1 d . . . H15A H 0.4272 -0.3504 0.2774 0.121 Uiso 1 1 calc R . . H15B H 0.3088 -0.2632 0.2852 0.121 Uiso 1 1 calc R . . C16 C 0.3451(3) -0.3121(3) 0.18368(15) 0.0852(10) Uani 1 1 d . . . H16A H 0.3959 -0.2515 0.1530 0.102 Uiso 1 1 calc R . . H16B H 0.3869 -0.3760 0.1664 0.102 Uiso 1 1 calc R . . C17 C 0.1778(2) -0.06895(18) -0.17152(12) 0.0467(6) Uani 1 1 d . . . C18 C 0.2806(3) -0.1069(2) -0.22823(13) 0.0556(7) Uani 1 1 d . . . H18 H 0.3476 -0.1589 -0.2178 0.067 Uiso 1 1 calc R . . C19 C 0.2625(3) -0.0516(2) -0.30277(13) 0.0596(7) Uani 1 1 d . . . H19 H 0.3154 -0.0613 -0.3500 0.072 Uiso 1 1 calc R . . C20 C 0.1516(3) 0.0202(2) -0.29347(13) 0.0592(7) Uani 1 1 d . . . H20 H 0.1181 0.0660 -0.3336 0.071 Uiso 1 1 calc R . . C21 C 0.0992(2) 0.0121(2) -0.21414(13) 0.0511(6) Uani 1 1 d . . . H21 H 0.0261 0.0522 -0.1926 0.061 Uiso 1 1 calc R . . C22 C 0.3718(4) 0.1174(3) -0.18441(19) 0.0819(10) Uani 1 1 d . . . H22 H 0.3700 0.0909 -0.1318 0.098 Uiso 1 1 calc R . . C23 C 0.4649(3) 0.0861(3) -0.2459(2) 0.0865(10) Uani 1 1 d . . . H23 H 0.5354 0.0354 -0.2412 0.104 Uiso 1 1 calc R . . C24 C 0.4334(4) 0.1439(3) -0.31512(19) 0.0958(11) Uani 1 1 d . . . H24 H 0.4785 0.1378 -0.3647 0.115 Uiso 1 1 calc R . . C25 C 0.3233(4) 0.2123(3) -0.2975(2) 0.0975(12) Uani 1 1 d . . . H25 H 0.2830 0.2611 -0.3335 0.117 Uiso 1 1 calc R . . C26 C 0.2823(4) 0.1952(3) -0.2154(2) 0.0958(11) Uani 1 1 d . . . H26 H 0.2099 0.2291 -0.1876 0.115 Uiso 1 1 calc R . . C27 C 0.7278(3) 0.0697(2) -0.46306(14) 0.0633(8) Uani 1 1 d . . . C28 C 0.8452(2) 0.1150(2) -0.39280(13) 0.0523(7) Uani 1 1 d . . . C29 C 0.8114(2) -0.00003(19) -0.35693(12) 0.0458(6) Uani 1 1 d . . . C30 C 0.8442(2) -0.0564(2) -0.29168(12) 0.0505(6) Uani 1 1 d . . . H30 H 0.8916 -0.0182 -0.2744 0.061 Uiso 1 1 calc R . . C31 C 0.7279(2) -0.1321(2) -0.40943(12) 0.0486(6) Uani 1 1 d . . . H31 H 0.7627 -0.1841 -0.3684 0.058 Uiso 1 1 calc R . . C32 C 0.8059(3) -0.1552(2) -0.48637(13) 0.0655(8) Uani 1 1 d . . . H32A H 0.7734 -0.1062 -0.5288 0.079 Uiso 1 1 calc R . . H32B H 0.8959 -0.1431 -0.4948 0.079 Uiso 1 1 calc R . . C33 C 0.7961(3) -0.2712(3) -0.48591(16) 0.0870(10) Uani 1 1 d . . . H33A H 0.8424 -0.2837 -0.5362 0.104 Uiso 1 1 calc R . . H33B H 0.8361 -0.3203 -0.4467 0.104 Uiso 1 1 calc R . . C34 C 0.6558(4) -0.2939(3) -0.46864(18) 0.0964(11) Uani 1 1 d . . . H34A H 0.6190 -0.2507 -0.5111 0.116 Uiso 1 1 calc R . . H34B H 0.6514 -0.3697 -0.4652 0.116 Uiso 1 1 calc R . . C35 C 0.5773(3) -0.2681(3) -0.39337(16) 0.0842(10) Uani 1 1 d . . . H35A H 0.6075 -0.3174 -0.3502 0.101 Uiso 1 1 calc R . . H35B H 0.4871 -0.2790 -0.3859 0.101 Uiso 1 1 calc R . . C36 C 0.5881(2) -0.1526(2) -0.39361(13) 0.0591(7) Uani 1 1 d . . . H36A H 0.5498 -0.1030 -0.4333 0.071 Uiso 1 1 calc R . . H36B H 0.5410 -0.1398 -0.3436 0.071 Uiso 1 1 calc R . . C37 C 0.8058(3) 0.2591(2) -0.50899(15) 0.0713(8) Uani 1 1 d . . . H37 H 0.8638 0.2931 -0.4918 0.086 Uiso 1 1 calc R . . C38 C 0.8729(3) 0.2552(2) -0.59016(14) 0.0790(9) Uani 1 1 d . . . H38A H 0.8218 0.2187 -0.6097 0.095 Uiso 1 1 calc R . . H38B H 0.9563 0.2141 -0.5910 0.095 Uiso 1 1 calc R . . C39 C 0.8925(4) 0.3689(3) -0.64253(17) 0.1027(12) Uani 1 1 d . . . H39A H 0.9563 0.3999 -0.6286 0.123 Uiso 1 1 calc R . . H39B H 0.9268 0.3644 -0.6961 0.123 Uiso 1 1 calc R . . C40 C 0.7720(5) 0.4416(3) -0.6370(2) 0.1170(14) Uani 1 1 d . . . H40A H 0.7152 0.4189 -0.6612 0.140 Uiso 1 1 calc R . . H40B H 0.7932 0.5146 -0.6661 0.140 Uiso 1 1 calc R . . C41 C 0.7014(4) 0.4430(2) -0.55588(19) 0.1026(12) Uani 1 1 d . . . H41A H 0.6178 0.4833 -0.5563 0.123 Uiso 1 1 calc R . . H41B H 0.7498 0.4808 -0.5356 0.123 Uiso 1 1 calc R . . C42 C 0.6804(3) 0.3301(2) -0.50140(16) 0.0742(8) Uani 1 1 d . . . H42A H 0.6478 0.3357 -0.4480 0.089 Uiso 1 1 calc R . . H42B H 0.6164 0.2978 -0.5142 0.089 Uiso 1 1 calc R . . C43 C 0.8223(2) -0.1648(2) -0.24121(12) 0.0496(6) Uani 1 1 d . . . C44 C 0.9103(3) -0.2257(2) -0.19611(14) 0.0639(8) Uani 1 1 d . . . H44 H 0.9874 -0.2032 -0.1948 0.077 Uiso 1 1 calc R . . C45 C 0.8593(3) -0.3258(2) -0.15404(15) 0.0676(8) Uani 1 1 d . . . H45 H 0.8983 -0.3812 -0.1210 0.081 Uiso 1 1 calc R . . C46 C 0.7405(3) -0.3283(2) -0.17007(14) 0.0623(7) Uani 1 1 d . . . H46 H 0.6869 -0.3851 -0.1494 0.075 Uiso 1 1 calc R . . C47 C 0.7165(2) -0.2297(2) -0.22309(13) 0.0556(7) Uani 1 1 d . . . H47 H 0.6436 -0.2100 -0.2431 0.067 Uiso 1 1 calc R . . C48 C 0.5596(3) -0.1346(3) -0.07165(17) 0.0852(9) Uani 1 1 d . . . H48 H 0.4846 -0.1210 -0.0895 0.102 Uiso 1 1 calc R . . C49 C 0.6558(4) -0.0623(3) -0.09040(17) 0.0894(10) Uani 1 1 d . . . H49 H 0.6555 0.0076 -0.1226 0.107 Uiso 1 1 calc R . . C50 C 0.7529(4) -0.1152(3) -0.05152(16) 0.0887(11) Uani 1 1 d . . . H50 H 0.8281 -0.0864 -0.0536 0.106 Uiso 1 1 calc R . . C51 C 0.7151(4) -0.2192(3) -0.00903(15) 0.0903(11) Uani 1 1 d . . . H51 H 0.7610 -0.2715 0.0220 0.108 Uiso 1 1 calc R . . C52 C 0.5967(3) -0.2303(3) -0.02155(15) 0.0878(10) Uani 1 1 d . . . H52 H 0.5501 -0.2913 -0.0001 0.105 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(3) 0.0522(2) 0.0489(2) -0.00225(16) -0.00766(17) -0.00464(19) Fe2 0.0540(3) 0.0584(2) 0.0463(2) -0.00311(17) -0.01157(17) -0.0095(2) O1 0.1111(18) 0.0519(12) 0.0637(11) -0.0113(9) -0.0325(11) 0.0252(12) O2 0.0909(16) 0.0620(12) 0.0543(10) -0.0189(9) -0.0061(10) 0.0241(12) O3 0.1008(17) 0.0777(14) 0.0749(13) -0.0079(11) -0.0457(12) -0.0048(12) O4 0.0717(14) 0.0632(12) 0.0713(12) -0.0170(9) -0.0152(10) -0.0185(11) N1 0.0634(16) 0.0446(12) 0.0448(12) -0.0080(10) -0.0131(10) 0.0071(11) N2 0.0680(16) 0.0481(13) 0.0458(12) -0.0105(10) -0.0117(11) 0.0066(12) N3 0.0588(15) 0.0498(14) 0.0537(12) -0.0062(10) -0.0203(11) -0.0083(11) N4 0.0706(17) 0.0504(13) 0.0617(14) -0.0060(11) -0.0151(12) -0.0119(13) C1 0.067(2) 0.0512(17) 0.0555(16) -0.0085(14) -0.0163(14) 0.0035(16) C2 0.0497(18) 0.0463(16) 0.0525(15) -0.0060(13) -0.0034(13) 0.0016(14) C3 0.0439(16) 0.0413(15) 0.0434(14) -0.0042(11) -0.0045(11) 0.0031(13) C4 0.0408(16) 0.0423(14) 0.0516(14) -0.0125(12) 0.0013(11) 0.0036(12) C5 0.0494(17) 0.0416(14) 0.0440(13) -0.0051(11) -0.0058(11) 0.0045(13) C6 0.0500(18) 0.0487(16) 0.0623(16) -0.0063(13) -0.0072(13) 0.0036(14) C7 0.069(2) 0.0619(19) 0.0623(16) -0.0152(14) 0.0069(14) 0.0163(17) C8 0.099(3) 0.0579(19) 0.0658(18) -0.0213(15) -0.0173(17) 0.0039(19) C9 0.079(2) 0.0600(18) 0.0791(19) -0.0160(15) -0.0211(17) -0.0111(17) C10 0.0558(19) 0.0582(17) 0.0611(16) -0.0101(13) -0.0030(13) -0.0063(15) C11 0.070(2) 0.0542(16) 0.0463(15) -0.0112(12) -0.0109(13) -0.0014(15) C12 0.119(3) 0.086(2) 0.0562(17) -0.0176(15) -0.0008(16) -0.048(2) C13 0.188(5) 0.121(3) 0.0505(19) -0.0167(19) 0.010(2) -0.091(3) C14 0.250(6) 0.089(3) 0.059(2) -0.015(2) -0.054(3) -0.002(4) C15 0.111(3) 0.125(3) 0.077(2) -0.038(2) -0.043(2) 0.026(3) C16 0.081(3) 0.112(3) 0.0605(18) -0.0245(17) -0.0216(16) 0.013(2) C17 0.0433(16) 0.0452(15) 0.0441(14) -0.0084(11) -0.0027(11) -0.0023(13) C18 0.0481(18) 0.0491(15) 0.0554(16) -0.0083(12) 0.0006(12) 0.0040(13) C19 0.055(2) 0.0701(19) 0.0444(15) -0.0157(13) 0.0023(12) -0.0016(16) C20 0.0482(19) 0.0735(19) 0.0468(15) -0.0056(13) -0.0089(12) -0.0017(15) C21 0.0372(16) 0.0596(17) 0.0498(14) -0.0115(12) -0.0057(12) 0.0027(13) C22 0.091(3) 0.078(2) 0.084(2) -0.0184(19) -0.028(2) -0.023(2) C23 0.058(2) 0.100(3) 0.097(2) -0.012(2) -0.0181(19) -0.022(2) C24 0.093(3) 0.092(3) 0.084(2) 0.004(2) 0.000(2) -0.041(2) C25 0.133(4) 0.058(2) 0.096(3) 0.0088(19) -0.037(3) -0.030(2) C26 0.107(3) 0.060(2) 0.125(3) -0.037(2) -0.023(3) -0.007(2) C27 0.063(2) 0.072(2) 0.0503(16) -0.0090(14) -0.0178(14) 0.0012(16) C28 0.0444(17) 0.0643(18) 0.0436(14) -0.0149(13) -0.0031(12) -0.0028(15) C29 0.0376(15) 0.0504(15) 0.0439(14) -0.0102(12) -0.0022(11) -0.0055(12) C30 0.0422(16) 0.0612(17) 0.0468(14) -0.0117(12) -0.0065(11) -0.0129(13) C31 0.0426(16) 0.0562(17) 0.0447(13) -0.0090(11) -0.0097(11) -0.0066(13) C32 0.056(2) 0.082(2) 0.0492(15) -0.0174(14) 0.0005(13) -0.0037(16) C33 0.104(3) 0.089(3) 0.0701(19) -0.0356(17) -0.0169(19) 0.007(2) C34 0.129(4) 0.091(3) 0.088(2) -0.0311(19) -0.036(2) -0.031(2) C35 0.080(2) 0.105(3) 0.0747(19) -0.0112(18) -0.0233(17) -0.045(2) C36 0.0445(18) 0.081(2) 0.0531(15) -0.0174(13) -0.0091(12) -0.0125(15) C37 0.086(2) 0.0564(18) 0.0642(17) -0.0044(14) -0.0160(16) -0.0099(18) C38 0.088(3) 0.070(2) 0.0657(18) -0.0062(15) -0.0046(16) -0.0124(18) C39 0.136(4) 0.085(3) 0.069(2) 0.0093(18) -0.014(2) -0.034(3) C40 0.170(5) 0.069(2) 0.099(3) 0.018(2) -0.050(3) -0.015(3) C41 0.143(4) 0.063(2) 0.099(3) -0.0119(19) -0.045(2) 0.009(2) C42 0.073(2) 0.067(2) 0.0797(19) -0.0157(16) -0.0254(16) 0.0092(18) C43 0.0432(16) 0.0563(16) 0.0441(13) -0.0078(12) -0.0050(11) -0.0089(13) C44 0.0447(18) 0.072(2) 0.0664(17) -0.0072(14) -0.0116(13) -0.0028(15) C45 0.059(2) 0.0566(18) 0.0720(17) 0.0010(14) -0.0132(15) 0.0033(15) C46 0.059(2) 0.0561(18) 0.0672(17) -0.0095(14) -0.0089(14) -0.0154(15) C47 0.0476(17) 0.0646(18) 0.0503(14) -0.0061(13) -0.0109(12) -0.0106(14) C48 0.071(2) 0.096(3) 0.081(2) -0.030(2) -0.0025(17) 0.000(2) C49 0.121(3) 0.069(2) 0.072(2) -0.0208(17) -0.014(2) -0.002(2) C50 0.112(3) 0.098(3) 0.067(2) -0.0303(19) -0.015(2) -0.034(2) C51 0.114(3) 0.102(3) 0.0508(17) -0.0045(17) -0.0193(18) -0.026(2) C52 0.094(3) 0.103(3) 0.0523(17) -0.0100(18) 0.0070(17) -0.031(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 C26 2.029(3) . ? Fe1 C18 2.031(2) . ? Fe1 C21 2.032(2) . ? Fe1 C24 2.035(3) . ? Fe1 C25 2.036(3) . ? Fe1 C19 2.036(3) . ? Fe1 C22 2.037(3) . ? Fe1 C20 2.040(3) . ? Fe1 C23 2.047(3) . ? Fe1 C17 2.050(2) . ? Fe2 C47 2.028(2) . ? Fe2 C51 2.028(3) . ? Fe2 C44 2.031(3) . ? Fe2 C52 2.034(3) . ? Fe2 C50 2.034(3) . ? Fe2 C45 2.034(3) . ? Fe2 C46 2.036(3) . ? Fe2 C48 2.044(3) . ? Fe2 C49 2.046(3) . ? Fe2 C43 2.054(2) . ? O1 C1 1.212(3) . ? O2 C2 1.211(3) . ? O3 C27 1.214(3) . ? O4 C28 1.206(3) . ? N1 C1 1.386(3) . ? N1 C3 1.403(3) . ? N1 C5 1.473(3) . ? N2 C2 1.369(3) . ? N2 C1 1.397(3) . ? N2 C11 1.473(3) . ? N3 C27 1.398(3) . ? N3 C29 1.407(3) . ? N3 C31 1.469(3) . ? N4 C28 1.365(3) . ? N4 C27 1.389(3) . ? N4 C37 1.478(3) . ? C2 C3 1.481(3) . ? C3 C4 1.342(3) . ? C4 C17 1.451(3) . ? C4 H4 0.9300 . ? C5 C6 1.508(3) . ? C5 C10 1.527(3) . ? C5 H5 0.9800 . ? C6 C7 1.522(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.511(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.520(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.524(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C16 1.502(4) . ? C11 C12 1.503(3) . ? C11 H11 0.9800 . ? C12 C13 1.541(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.493(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.484(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.527(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.430(3) . ? C17 C21 1.436(3) . ? C18 C19 1.412(3) . ? C18 H18 0.9300 . ? C19 C20 1.397(3) . ? C19 H19 0.9300 . ? C20 C21 1.396(3) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C26 1.397(4) . ? C22 C23 1.401(4) . ? C22 H22 0.9300 . ? C23 C24 1.390(4) . ? C23 H23 0.9300 . ? C24 C25 1.385(5) . ? C24 H24 0.9300 . ? C25 C26 1.419(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C28 C29 1.501(3) . ? C29 C30 1.330(3) . ? C30 C43 1.457(3) . ? C30 H30 0.9300 . ? C31 C36 1.504(3) . ? C31 C32 1.522(3) . ? C31 H31 0.9800 . ? C32 C33 1.514(4) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.514(4) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.511(4) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.512(4) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.484(3) . ? C37 C42 1.507(4) . ? C37 H37 0.9800 . ? C38 C39 1.520(4) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 C40 1.478(5) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 C41 1.485(4) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.527(4) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C47 1.427(3) . ? C43 C44 1.432(3) . ? C44 C45 1.410(3) . ? C44 H44 0.9300 . ? C45 C46 1.400(3) . ? C45 H45 0.9300 . ? C46 C47 1.407(3) . ? C46 H46 0.9300 . ? C47 H47 0.9300 . ? C48 C52 1.396(4) . ? C48 C49 1.408(4) . ? C48 H48 0.9300 . ? C49 C50 1.414(4) . ? C49 H49 0.9300 . ? C50 C51 1.407(4) . ? C50 H50 0.9300 . ? C51 C52 1.394(4) . ? C51 H51 0.9300 . ? C52 H52 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 C26 Fe1 C18 156.54(13) . . ? C26 Fe1 C21 108.47(13) . . ? C18 Fe1 C21 68.77(10) . . ? C26 Fe1 C24 68.06(15) . . ? C18 Fe1 C24 124.91(15) . . ? C21 Fe1 C24 153.98(13) . . ? C26 Fe1 C25 40.86(12) . . ? C18 Fe1 C25 161.02(14) . . ? C21 Fe1 C25 120.55(15) . . ? C24 Fe1 C25 39.79(13) . . ? C26 Fe1 C19 161.79(13) . . ? C18 Fe1 C19 40.63(9) . . ? C21 Fe1 C19 67.96(10) . . ? C24 Fe1 C19 106.84(13) . . ? C25 Fe1 C19 124.20(13) . . ? C26 Fe1 C22 40.18(12) . . ? C18 Fe1 C22 121.94(12) . . ? C21 Fe1 C22 127.66(13) . . ? C24 Fe1 C22 67.37(13) . . ? C25 Fe1 C22 67.39(13) . . ? C19 Fe1 C22 155.79(14) . . ? C26 Fe1 C20 125.81(14) . . ? C18 Fe1 C20 68.02(11) . . ? C21 Fe1 C20 40.10(9) . . ? C24 Fe1 C20 119.52(12) . . ? C25 Fe1 C20 107.52(13) . . ? C19 Fe1 C20 40.09(10) . . ? C22 Fe1 C20 163.57(14) . . ? C26 Fe1 C23 67.69(15) . . ? C18 Fe1 C23 108.55(13) . . ? C21 Fe1 C23 164.89(11) . . ? C24 Fe1 C23 39.81(12) . . ? C25 Fe1 C23 66.87(15) . . ? C19 Fe1 C23 120.38(13) . . ? C22 Fe1 C23 40.12(12) . . ? C20 Fe1 C23 154.06(13) . . ? C26 Fe1 C17 121.44(13) . . ? C18 Fe1 C17 41.00(9) . . ? C21 Fe1 C17 41.20(9) . . ? C24 Fe1 C17 162.90(14) . . ? C25 Fe1 C17 156.36(15) . . ? C19 Fe1 C17 68.51(9) . . ? C22 Fe1 C17 109.70(11) . . ? C20 Fe1 C17 68.26(9) . . ? C23 Fe1 C17 127.12(12) . . ? C47 Fe2 C51 159.60(12) . . ? C47 Fe2 C44 68.70(10) . . ? C51 Fe2 C44 120.73(13) . . ? C47 Fe2 C52 123.90(12) . . ? C51 Fe2 C52 40.14(11) . . ? C44 Fe2 C52 154.60(13) . . ? C47 Fe2 C50 158.43(12) . . ? C51 Fe2 C50 40.52(11) . . ? C44 Fe2 C50 108.96(13) . . ? C52 Fe2 C50 67.71(13) . . ? C47 Fe2 C45 67.90(11) . . ? C51 Fe2 C45 106.55(13) . . ? C44 Fe2 C45 40.57(10) . . ? C52 Fe2 C45 119.17(13) . . ? C50 Fe2 C45 125.19(14) . . ? C47 Fe2 C46 40.51(9) . . ? C51 Fe2 C46 122.69(12) . . ? C44 Fe2 C46 68.45(11) . . ? C52 Fe2 C46 105.79(12) . . ? C50 Fe2 C46 160.32(13) . . ? C45 Fe2 C46 40.24(10) . . ? C47 Fe2 C48 108.17(12) . . ? C51 Fe2 C48 67.68(14) . . ? C44 Fe2 C48 164.30(12) . . ? C52 Fe2 C48 40.03(12) . . ? C50 Fe2 C48 67.93(14) . . ? C45 Fe2 C48 153.95(13) . . ? C46 Fe2 C48 119.87(13) . . ? C47 Fe2 C49 122.76(12) . . ? C51 Fe2 C49 67.93(13) . . ? C44 Fe2 C49 127.46(13) . . ? C52 Fe2 C49 67.49(13) . . ? C50 Fe2 C49 40.54(12) . . ? C45 Fe2 C49 163.33(14) . . ? C46 Fe2 C49 156.08(14) . . ? C48 Fe2 C49 40.27(12) . . ? C47 Fe2 C43 40.92(9) . . ? C51 Fe2 C43 157.30(13) . . ? C44 Fe2 C43 41.05(9) . . ? C52 Fe2 C43 161.95(12) . . ? C50 Fe2 C43 123.15(11) . . ? C45 Fe2 C43 68.37(10) . . ? C46 Fe2 C43 68.61(10) . . ? C48 Fe2 C43 126.63(12) . . ? C49 Fe2 C43 110.27(11) . . ? C1 N1 C3 110.2(2) . . ? C1 N1 C5 121.4(2) . . ? C3 N1 C5 125.69(18) . . ? C2 N2 C1 111.5(2) . . ? C2 N2 C11 122.5(2) . . ? C1 N2 C11 126.0(2) . . ? C27 N3 C29 108.9(2) . . ? C27 N3 C31 122.3(2) . . ? C29 N3 C31 125.85(18) . . ? C28 N4 C27 111.8(2) . . ? C28 N4 C37 123.1(2) . . ? C27 N4 C37 124.9(2) . . ? O1 C1 N1 126.9(3) . . ? O1 C1 N2 126.3(2) . . ? N1 C1 N2 106.8(2) . . ? O2 C2 N2 126.1(2) . . ? O2 C2 C3 128.2(2) . . ? N2 C2 C3 105.7(2) . . ? C4 C3 N1 133.8(2) . . ? C4 C3 C2 120.4(2) . . ? N1 C3 C2 105.73(18) . . ? C3 C4 C17 134.9(2) . . ? C3 C4 H4 112.5 . . ? C17 C4 H4 112.5 . . ? N1 C5 C6 112.2(2) . . ? N1 C5 C10 112.65(18) . . ? C6 C5 C10 110.8(2) . . ? N1 C5 H5 106.9 . . ? C6 C5 H5 106.9 . . ? C10 C5 H5 106.9 . . ? C5 C6 C7 110.2(2) . . ? C5 C6 H6A 109.6 . . ? C7 C6 H6A 109.6 . . ? C5 C6 H6B 109.6 . . ? C7 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? C8 C7 C6 111.1(2) . . ? C8 C7 H7A 109.4 . . ? C6 C7 H7A 109.4 . . ? C8 C7 H7B 109.4 . . ? C6 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? C7 C8 C9 110.7(2) . . ? C7 C8 H8A 109.5 . . ? C9 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? C8 C9 C10 111.3(2) . . ? C8 C9 H9A 109.4 . . ? C10 C9 H9A 109.4 . . ? C8 C9 H9B 109.4 . . ? C10 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? C9 C10 C5 110.1(2) . . ? C9 C10 H10A 109.6 . . ? C5 C10 H10A 109.6 . . ? C9 C10 H10B 109.6 . . ? C5 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? N2 C11 C16 111.7(2) . . ? N2 C11 C12 111.4(2) . . ? C16 C11 C12 112.8(2) . . ? N2 C11 H11 106.8 . . ? C16 C11 H11 106.8 . . ? C12 C11 H11 106.8 . . ? C11 C12 C13 109.3(2) . . ? C11 C12 H12A 109.8 . . ? C13 C12 H12A 109.8 . . ? C11 C12 H12B 109.8 . . ? C13 C12 H12B 109.8 . . ? H12A C12 H12B 108.3 . . ? C14 C13 C12 111.3(3) . . ? C14 C13 H13A 109.4 . . ? C12 C13 H13A 109.4 . . ? C14 C13 H13B 109.4 . . ? C12 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C15 C14 C13 112.8(3) . . ? C15 C14 H14A 109.0 . . ? C13 C14 H14A 109.0 . . ? C15 C14 H14B 109.0 . . ? C13 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C14 C15 C16 110.8(3) . . ? C14 C15 H15A 109.5 . . ? C16 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 108.1 . . ? C11 C16 C15 110.6(3) . . ? C11 C16 H16A 109.5 . . ? C15 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? C18 C17 C21 106.41(19) . . ? C18 C17 C4 131.1(2) . . ? C21 C17 C4 122.4(2) . . ? C18 C17 Fe1 68.80(13) . . ? C21 C17 Fe1 68.74(12) . . ? C4 C17 Fe1 123.86(16) . . ? C19 C18 C17 108.1(2) . . ? C19 C18 Fe1 69.86(14) . . ? C17 C18 Fe1 70.19(14) . . ? C19 C18 H18 126.0 . . ? C17 C18 H18 126.0 . . ? Fe1 C18 H18 125.6 . . ? C20 C19 C18 108.3(2) . . ? C20 C19 Fe1 70.12(16) . . ? C18 C19 Fe1 69.51(14) . . ? C20 C19 H19 125.8 . . ? C18 C19 H19 125.8 . . ? Fe1 C19 H19 126.1 . . ? C21 C20 C19 109.0(2) . . ? C21 C20 Fe1 69.63(13) . . ? C19 C20 Fe1 69.79(15) . . ? C21 C20 H20 125.5 . . ? C19 C20 H20 125.5 . . ? Fe1 C20 H20 126.6 . . ? C20 C21 C17 108.2(2) . . ? C20 C21 Fe1 70.26(14) . . ? C17 C21 Fe1 70.06(13) . . ? C20 C21 H21 125.9 . . ? C17 C21 H21 125.9 . . ? Fe1 C21 H21 125.4 . . ? C26 C22 C23 108.5(3) . . ? C26 C22 Fe1 69.60(18) . . ? C23 C22 Fe1 70.30(17) . . ? C26 C22 H22 125.8 . . ? C23 C22 H22 125.8 . . ? Fe1 C22 H22 125.9 . . ? C24 C23 C22 108.1(3) . . ? C24 C23 Fe1 69.63(18) . . ? C22 C23 Fe1 69.57(18) . . ? C24 C23 H23 126.0 . . ? C22 C23 H23 126.0 . . ? Fe1 C23 H23 126.4 . . ? C25 C24 C23 108.3(3) . . ? C25 C24 Fe1 70.15(19) . . ? C23 C24 Fe1 70.56(17) . . ? C25 C24 H24 125.8 . . ? C23 C24 H24 125.8 . . ? Fe1 C24 H24 125.0 . . ? C24 C25 C26 108.4(3) . . ? C24 C25 Fe1 70.06(18) . . ? C26 C25 Fe1 69.31(17) . . ? C24 C25 H25 125.8 . . ? C26 C25 H25 125.8 . . ? Fe1 C25 H25 126.4 . . ? C22 C26 C25 106.7(3) . . ? C22 C26 Fe1 70.22(18) . . ? C25 C26 Fe1 69.82(18) . . ? C22 C26 H26 126.6 . . ? C25 C26 H26 126.6 . . ? Fe1 C26 H26 124.9 . . ? O3 C27 N4 127.2(2) . . ? O3 C27 N3 124.9(3) . . ? N4 C27 N3 107.8(2) . . ? O4 C28 N4 126.0(2) . . ? O4 C28 C29 128.7(2) . . ? N4 C28 C29 105.2(2) . . ? C30 C29 N3 133.3(2) . . ? C30 C29 C28 120.4(2) . . ? N3 C29 C28 106.21(18) . . ? C29 C30 C43 134.3(2) . . ? C29 C30 H30 112.9 . . ? C43 C30 H30 112.9 . . ? N3 C31 C36 112.2(2) . . ? N3 C31 C32 112.7(2) . . ? C36 C31 C32 111.0(2) . . ? N3 C31 H31 106.8 . . ? C36 C31 H31 106.8 . . ? C32 C31 H31 106.8 . . ? C33 C32 C31 110.4(2) . . ? C33 C32 H32A 109.6 . . ? C31 C32 H32A 109.6 . . ? C33 C32 H32B 109.6 . . ? C31 C32 H32B 109.6 . . ? H32A C32 H32B 108.1 . . ? C34 C33 C32 110.6(3) . . ? C34 C33 H33A 109.5 . . ? C32 C33 H33A 109.5 . . ? C34 C33 H33B 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 108.1 . . ? C35 C34 C33 111.6(2) . . ? C35 C34 H34A 109.3 . . ? C33 C34 H34A 109.3 . . ? C35 C34 H34B 109.3 . . ? C33 C34 H34B 109.3 . . ? H34A C34 H34B 108.0 . . ? C34 C35 C36 111.5(2) . . ? C34 C35 H35A 109.3 . . ? C36 C35 H35A 109.3 . . ? C34 C35 H35B 109.3 . . ? C36 C35 H35B 109.3 . . ? H35A C35 H35B 108.0 . . ? C31 C36 C35 110.3(2) . . ? C31 C36 H36A 109.6 . . ? C35 C36 H36A 109.6 . . ? C31 C36 H36B 109.6 . . ? C35 C36 H36B 109.6 . . ? H36A C36 H36B 108.1 . . ? N4 C37 C38 112.9(2) . . ? N4 C37 C42 112.0(2) . . ? C38 C37 C42 114.3(2) . . ? N4 C37 H37 105.6 . . ? C38 C37 H37 105.6 . . ? C42 C37 H37 105.6 . . ? C37 C38 C39 110.7(3) . . ? C37 C38 H38A 109.5 . . ? C39 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? C39 C38 H38B 109.5 . . ? H38A C38 H38B 108.1 . . ? C40 C39 C38 113.1(3) . . ? C40 C39 H39A 109.0 . . ? C38 C39 H39A 109.0 . . ? C40 C39 H39B 109.0 . . ? C38 C39 H39B 109.0 . . ? H39A C39 H39B 107.8 . . ? C39 C40 C41 113.6(3) . . ? C39 C40 H40A 108.8 . . ? C41 C40 H40A 108.8 . . ? C39 C40 H40B 108.8 . . ? C41 C40 H40B 108.8 . . ? H40A C40 H40B 107.7 . . ? C40 C41 C42 113.5(3) . . ? C40 C41 H41A 108.9 . . ? C42 C41 H41A 108.9 . . ? C40 C41 H41B 108.9 . . ? C42 C41 H41B 108.9 . . ? H41A C41 H41B 107.7 . . ? C37 C42 C41 110.4(3) . . ? C37 C42 H42A 109.6 . . ? C41 C42 H42A 109.6 . . ? C37 C42 H42B 109.6 . . ? C41 C42 H42B 109.6 . . ? H42A C42 H42B 108.1 . . ? C47 C43 C44 106.4(2) . . ? C47 C43 C30 130.7(2) . . ? C44 C43 C30 122.8(2) . . ? C47 C43 Fe2 68.56(13) . . ? C44 C43 Fe2 68.61(13) . . ? C30 C43 Fe2 125.73(18) . . ? C45 C44 C43 107.9(2) . . ? C45 C44 Fe2 69.85(16) . . ? C43 C44 Fe2 70.34(15) . . ? C45 C44 H44 126.1 . . ? C43 C44 H44 126.1 . . ? Fe2 C44 H44 125.3 . . ? C46 C45 C44 109.0(2) . . ? C46 C45 Fe2 69.94(16) . . ? C44 C45 Fe2 69.58(16) . . ? C46 C45 H45 125.5 . . ? C44 C45 H45 125.5 . . ? Fe2 C45 H45 126.6 . . ? C45 C46 C47 107.8(2) . . ? C45 C46 Fe2 69.82(16) . . ? C47 C46 Fe2 69.44(15) . . ? C45 C46 H46 126.1 . . ? C47 C46 H46 126.1 . . ? Fe2 C46 H46 126.2 . . ? C46 C47 C43 108.9(2) . . ? C46 C47 Fe2 70.05(14) . . ? C43 C47 Fe2 70.52(13) . . ? C46 C47 H47 125.6 . . ? C43 C47 H47 125.6 . . ? Fe2 C47 H47 125.4 . . ? C52 C48 C49 107.9(3) . . ? C52 C48 Fe2 69.61(19) . . ? C49 C48 Fe2 69.94(19) . . ? C52 C48 H48 126.1 . . ? C49 C48 H48 126.1 . . ? Fe2 C48 H48 126.0 . . ? C48 C49 C50 107.7(3) . . ? C48 C49 Fe2 69.79(19) . . ? C50 C49 Fe2 69.30(19) . . ? C48 C49 H49 126.1 . . ? C50 C49 H49 126.1 . . ? Fe2 C49 H49 126.3 . . ? C51 C50 C49 107.6(3) . . ? C51 C50 Fe2 69.52(17) . . ? C49 C50 Fe2 70.15(17) . . ? C51 C50 H50 126.2 . . ? C49 C50 H50 126.2 . . ? Fe2 C50 H50 125.7 . . ? C52 C51 C50 108.0(3) . . ? C52 C51 Fe2 70.15(16) . . ? C50 C51 Fe2 69.97(15) . . ? C52 C51 H51 126.0 . . ? C50 C51 H51 126.0 . . ? Fe2 C51 H51 125.5 . . ? C51 C52 C48 108.8(3) . . ? C51 C52 Fe2 69.72(17) . . ? C48 C52 Fe2 70.36(17) . . ? C51 C52 H52 125.6 . . ? C48 C52 H52 125.6 . . ? Fe2 C52 H52 125.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 N1 C1 O1 179.0(3) . . . . ? C5 N1 C1 O1 16.7(4) . . . . ? C3 N1 C1 N2 0.6(3) . . . . ? C5 N1 C1 N2 -161.7(2) . . . . ? C2 N2 C1 O1 -176.5(3) . . . . ? C11 N2 C1 O1 1.9(5) . . . . ? C2 N2 C1 N1 1.9(3) . . . . ? C11 N2 C1 N1 -179.7(2) . . . . ? C1 N2 C2 O2 178.1(3) . . . . ? C11 N2 C2 O2 -0.4(4) . . . . ? C1 N2 C2 C3 -3.4(3) . . . . ? C11 N2 C2 C3 178.1(2) . . . . ? C1 N1 C3 C4 173.1(3) . . . . ? C5 N1 C3 C4 -25.6(4) . . . . ? C1 N1 C3 C2 -2.6(3) . . . . ? C5 N1 C3 C2 158.8(2) . . . . ? O2 C2 C3 C4 5.7(4) . . . . ? N2 C2 C3 C4 -172.8(2) . . . . ? O2 C2 C3 N1 -177.9(3) . . . . ? N2 C2 C3 N1 3.6(3) . . . . ? N1 C3 C4 C17 -3.8(5) . . . . ? C2 C3 C4 C17 171.3(2) . . . . ? C1 N1 C5 C6 -72.9(3) . . . . ? C3 N1 C5 C6 127.7(2) . . . . ? C1 N1 C5 C10 53.0(3) . . . . ? C3 N1 C5 C10 -106.4(3) . . . . ? N1 C5 C6 C7 -175.05(18) . . . . ? C10 C5 C6 C7 58.0(2) . . . . ? C5 C6 C7 C8 -57.7(3) . . . . ? C6 C7 C8 C9 56.4(3) . . . . ? C7 C8 C9 C10 -55.7(3) . . . . ? C8 C9 C10 C5 55.8(3) . . . . ? N1 C5 C10 C9 176.1(2) . . . . ? C6 C5 C10 C9 -57.2(3) . . . . ? C2 N2 C11 C16 -123.2(3) . . . . ? C1 N2 C11 C16 58.5(3) . . . . ? C2 N2 C11 C12 109.5(3) . . . . ? C1 N2 C11 C12 -68.7(3) . . . . ? N2 C11 C12 C13 -177.8(3) . . . . ? C16 C11 C12 C13 55.5(4) . . . . ? C11 C12 C13 C14 -54.4(4) . . . . ? C12 C13 C14 C15 55.9(4) . . . . ? C13 C14 C15 C16 -55.5(4) . . . . ? N2 C11 C16 C15 177.4(2) . . . . ? C12 C11 C16 C15 -56.1(3) . . . . ? C14 C15 C16 C11 54.5(4) . . . . ? C3 C4 C17 C18 -26.1(5) . . . . ? C3 C4 C17 C21 158.8(3) . . . . ? C3 C4 C17 Fe1 -116.5(3) . . . . ? C26 Fe1 C17 C18 -159.31(18) . . . . ? C21 Fe1 C17 C18 118.43(19) . . . . ? C24 Fe1 C17 C18 -39.4(5) . . . . ? C25 Fe1 C17 C18 165.2(3) . . . . ? C19 Fe1 C17 C18 37.78(14) . . . . ? C22 Fe1 C17 C18 -116.39(18) . . . . ? C20 Fe1 C17 C18 81.06(16) . . . . ? C23 Fe1 C17 C18 -74.8(2) . . . . ? C26 Fe1 C17 C21 82.26(19) . . . . ? C18 Fe1 C17 C21 -118.43(19) . . . . ? C24 Fe1 C17 C21 -157.9(4) . . . . ? C25 Fe1 C17 C21 46.7(3) . . . . ? C19 Fe1 C17 C21 -80.65(15) . . . . ? C22 Fe1 C17 C21 125.18(17) . . . . ? C20 Fe1 C17 C21 -37.38(14) . . . . ? C23 Fe1 C17 C21 166.80(17) . . . . ? C26 Fe1 C17 C4 -33.3(3) . . . . ? C18 Fe1 C17 C4 126.0(3) . . . . ? C21 Fe1 C17 C4 -115.5(3) . . . . ? C24 Fe1 C17 C4 86.6(5) . . . . ? C25 Fe1 C17 C4 -68.8(4) . . . . ? C19 Fe1 C17 C4 163.8(2) . . . . ? C22 Fe1 C17 C4 9.6(2) . . . . ? C20 Fe1 C17 C4 -152.9(2) . . . . ? C23 Fe1 C17 C4 51.3(3) . . . . ? C21 C17 C18 C19 -1.2(3) . . . . ? C4 C17 C18 C19 -176.9(2) . . . . ? Fe1 C17 C18 C19 -59.84(17) . . . . ? C21 C17 C18 Fe1 58.69(16) . . . . ? C4 C17 C18 Fe1 -117.0(3) . . . . ? C26 Fe1 C18 C19 168.1(3) . . . . ? C21 Fe1 C18 C19 80.47(15) . . . . ? C24 Fe1 C18 C19 -74.3(2) . . . . ? C25 Fe1 C18 C19 -42.7(5) . . . . ? C22 Fe1 C18 C19 -157.51(18) . . . . ? C20 Fe1 C18 C19 37.20(14) . . . . ? C23 Fe1 C18 C19 -115.35(17) . . . . ? C17 Fe1 C18 C19 118.9(2) . . . . ? C26 Fe1 C18 C17 49.2(4) . . . . ? C21 Fe1 C18 C17 -38.42(13) . . . . ? C24 Fe1 C18 C17 166.83(16) . . . . ? C25 Fe1 C18 C17 -161.6(4) . . . . ? C19 Fe1 C18 C17 -118.9(2) . . . . ? C22 Fe1 C18 C17 83.60(19) . . . . ? C20 Fe1 C18 C17 -81.69(15) . . . . ? C23 Fe1 C18 C17 125.76(16) . . . . ? C17 C18 C19 C20 0.5(3) . . . . ? Fe1 C18 C19 C20 -59.59(19) . . . . ? C17 C18 C19 Fe1 60.05(17) . . . . ? C26 Fe1 C19 C20 -45.3(5) . . . . ? C18 Fe1 C19 C20 119.5(2) . . . . ? C21 Fe1 C19 C20 36.83(13) . . . . ? C24 Fe1 C19 C20 -116.09(18) . . . . ? C25 Fe1 C19 C20 -76.0(2) . . . . ? C22 Fe1 C19 C20 171.8(3) . . . . ? C23 Fe1 C19 C20 -157.25(15) . . . . ? C17 Fe1 C19 C20 81.35(15) . . . . ? C26 Fe1 C19 C18 -164.8(4) . . . . ? C21 Fe1 C19 C18 -82.64(15) . . . . ? C24 Fe1 C19 C18 124.44(18) . . . . ? C25 Fe1 C19 C18 164.5(2) . . . . ? C22 Fe1 C19 C18 52.3(3) . . . . ? C20 Fe1 C19 C18 -119.5(2) . . . . ? C23 Fe1 C19 C18 83.28(18) . . . . ? C17 Fe1 C19 C18 -38.13(15) . . . . ? C18 C19 C20 C21 0.4(3) . . . . ? Fe1 C19 C20 C21 -58.76(18) . . . . ? C18 C19 C20 Fe1 59.21(18) . . . . ? C26 Fe1 C20 C21 -75.5(2) . . . . ? C18 Fe1 C20 C21 82.71(15) . . . . ? C24 Fe1 C20 C21 -158.56(19) . . . . ? C25 Fe1 C20 C21 -116.9(2) . . . . ? C19 Fe1 C20 C21 120.4(2) . . . . ? C22 Fe1 C20 C21 -47.7(4) . . . . ? C23 Fe1 C20 C21 170.1(3) . . . . ? C17 Fe1 C20 C21 38.37(15) . . . . ? C26 Fe1 C20 C19 164.10(17) . . . . ? C18 Fe1 C20 C19 -37.68(14) . . . . ? C21 Fe1 C20 C19 -120.4(2) . . . . ? C24 Fe1 C20 C19 81.0(2) . . . . ? C25 Fe1 C20 C19 122.70(19) . . . . ? C22 Fe1 C20 C19 -168.1(4) . . . . ? C23 Fe1 C20 C19 49.7(3) . . . . ? C17 Fe1 C20 C19 -82.02(15) . . . . ? C19 C20 C21 C17 -1.2(3) . . . . ? Fe1 C20 C21 C17 -60.03(17) . . . . ? C19 C20 C21 Fe1 58.86(18) . . . . ? C18 C17 C21 C20 1.4(3) . . . . ? C4 C17 C21 C20 177.6(2) . . . . ? Fe1 C17 C21 C20 60.16(17) . . . . ? C18 C17 C21 Fe1 -58.73(16) . . . . ? C4 C17 C21 Fe1 117.5(2) . . . . ? C26 Fe1 C21 C20 124.12(19) . . . . ? C18 Fe1 C21 C20 -80.67(16) . . . . ? C24 Fe1 C21 C20 46.5(4) . . . . ? C25 Fe1 C21 C20 80.9(2) . . . . ? C19 Fe1 C21 C20 -36.82(15) . . . . ? C22 Fe1 C21 C20 164.68(18) . . . . ? C23 Fe1 C21 C20 -163.2(5) . . . . ? C17 Fe1 C21 C20 -118.9(2) . . . . ? C26 Fe1 C21 C17 -116.96(17) . . . . ? C18 Fe1 C21 C17 38.24(13) . . . . ? C24 Fe1 C21 C17 165.4(3) . . . . ? C25 Fe1 C21 C17 -160.18(17) . . . . ? C19 Fe1 C21 C17 82.09(15) . . . . ? C22 Fe1 C21 C17 -76.4(2) . . . . ? C20 Fe1 C21 C17 118.9(2) . . . . ? C23 Fe1 C21 C17 -44.3(5) . . . . ? C18 Fe1 C22 C26 -159.6(2) . . . . ? C21 Fe1 C22 C26 -72.9(2) . . . . ? C24 Fe1 C22 C26 82.3(2) . . . . ? C25 Fe1 C22 C26 39.0(2) . . . . ? C19 Fe1 C22 C26 163.0(3) . . . . ? C20 Fe1 C22 C26 -35.9(5) . . . . ? C23 Fe1 C22 C26 119.5(3) . . . . ? C17 Fe1 C22 C26 -115.8(2) . . . . ? C26 Fe1 C22 C23 -119.5(3) . . . . ? C18 Fe1 C22 C23 80.9(2) . . . . ? C21 Fe1 C22 C23 167.59(18) . . . . ? C24 Fe1 C22 C23 -37.2(2) . . . . ? C25 Fe1 C22 C23 -80.4(2) . . . . ? C19 Fe1 C22 C23 43.5(4) . . . . ? C20 Fe1 C22 C23 -155.4(3) . . . . ? C17 Fe1 C22 C23 124.7(2) . . . . ? C26 C22 C23 C24 -0.1(4) . . . . ? Fe1 C22 C23 C24 59.2(2) . . . . ? C26 C22 C23 Fe1 -59.3(2) . . . . ? C26 Fe1 C23 C24 -82.0(2) . . . . ? C18 Fe1 C23 C24 122.7(2) . . . . ? C21 Fe1 C23 C24 -160.2(4) . . . . ? C25 Fe1 C23 C24 -37.6(2) . . . . ? C19 Fe1 C23 C24 79.7(3) . . . . ? C22 Fe1 C23 C24 -119.4(3) . . . . ? C20 Fe1 C23 C24 45.0(4) . . . . ? C17 Fe1 C23 C24 164.6(2) . . . . ? C26 Fe1 C23 C22 37.37(19) . . . . ? C18 Fe1 C23 C22 -117.9(2) . . . . ? C21 Fe1 C23 C22 -40.7(6) . . . . ? C24 Fe1 C23 C22 119.4(3) . . . . ? C25 Fe1 C23 C22 81.8(2) . . . . ? C19 Fe1 C23 C22 -160.89(18) . . . . ? C20 Fe1 C23 C22 164.4(2) . . . . ? C17 Fe1 C23 C22 -76.0(2) . . . . ? C22 C23 C24 C25 1.1(4) . . . . ? Fe1 C23 C24 C25 60.2(2) . . . . ? C22 C23 C24 Fe1 -59.2(2) . . . . ? C26 Fe1 C24 C25 -37.8(2) . . . . ? C18 Fe1 C24 C25 164.57(19) . . . . ? C21 Fe1 C24 C25 49.6(4) . . . . ? C19 Fe1 C24 C25 123.7(2) . . . . ? C22 Fe1 C24 C25 -81.4(2) . . . . ? C20 Fe1 C24 C25 82.0(2) . . . . ? C23 Fe1 C24 C25 -118.8(3) . . . . ? C17 Fe1 C24 C25 -164.9(3) . . . . ? C26 Fe1 C24 C23 81.0(2) . . . . ? C18 Fe1 C24 C23 -76.6(3) . . . . ? C21 Fe1 C24 C23 168.4(3) . . . . ? C25 Fe1 C24 C23 118.8(3) . . . . ? C19 Fe1 C24 C23 -117.5(2) . . . . ? C22 Fe1 C24 C23 37.5(2) . . . . ? C20 Fe1 C24 C23 -159.2(2) . . . . ? C17 Fe1 C24 C23 -46.1(5) . . . . ? C23 C24 C25 C26 -1.6(4) . . . . ? Fe1 C24 C25 C26 58.9(2) . . . . ? C23 C24 C25 Fe1 -60.5(2) . . . . ? C26 Fe1 C25 C24 119.7(3) . . . . ? C18 Fe1 C25 C24 -42.1(5) . . . . ? C21 Fe1 C25 C24 -157.19(19) . . . . ? C19 Fe1 C25 C24 -74.4(3) . . . . ? C22 Fe1 C25 C24 81.3(2) . . . . ? C20 Fe1 C25 C24 -115.4(2) . . . . ? C23 Fe1 C25 C24 37.6(2) . . . . ? C17 Fe1 C25 C24 169.0(2) . . . . ? C18 Fe1 C25 C26 -161.8(3) . . . . ? C21 Fe1 C25 C26 83.1(2) . . . . ? C24 Fe1 C25 C26 -119.7(3) . . . . ? C19 Fe1 C25 C26 165.9(2) . . . . ? C22 Fe1 C25 C26 -38.4(2) . . . . ? C20 Fe1 C25 C26 124.9(2) . . . . ? C23 Fe1 C25 C26 -82.1(2) . . . . ? C17 Fe1 C25 C26 49.3(4) . . . . ? C23 C22 C26 C25 -0.8(4) . . . . ? Fe1 C22 C26 C25 -60.6(2) . . . . ? C23 C22 C26 Fe1 59.8(2) . . . . ? C24 C25 C26 C22 1.5(4) . . . . ? Fe1 C25 C26 C22 60.9(2) . . . . ? C24 C25 C26 Fe1 -59.4(2) . . . . ? C18 Fe1 C26 C22 48.0(4) . . . . ? C21 Fe1 C26 C22 127.1(2) . . . . ? C24 Fe1 C26 C22 -80.4(2) . . . . ? C25 Fe1 C26 C22 -117.3(3) . . . . ? C19 Fe1 C26 C22 -157.4(3) . . . . ? C20 Fe1 C26 C22 168.18(18) . . . . ? C23 Fe1 C26 C22 -37.33(19) . . . . ? C17 Fe1 C26 C22 83.6(2) . . . . ? C18 Fe1 C26 C25 165.2(3) . . . . ? C21 Fe1 C26 C25 -115.7(2) . . . . ? C24 Fe1 C26 C25 36.8(2) . . . . ? C19 Fe1 C26 C25 -40.2(5) . . . . ? C22 Fe1 C26 C25 117.3(3) . . . . ? C20 Fe1 C26 C25 -74.5(3) . . . . ? C23 Fe1 C26 C25 79.9(2) . . . . ? C17 Fe1 C26 C25 -159.1(2) . . . . ? C28 N4 C27 O3 179.6(3) . . . . ? C37 N4 C27 O3 -4.6(5) . . . . ? C28 N4 C27 N3 -0.4(3) . . . . ? C37 N4 C27 N3 175.3(2) . . . . ? C29 N3 C27 O3 -178.1(3) . . . . ? C31 N3 C27 O3 20.6(4) . . . . ? C29 N3 C27 N4 2.0(3) . . . . ? C31 N3 C27 N4 -159.3(2) . . . . ? C27 N4 C28 O4 -179.9(3) . . . . ? C37 N4 C28 O4 4.2(4) . . . . ? C27 N4 C28 C29 -1.1(3) . . . . ? C37 N4 C28 C29 -177.0(2) . . . . ? C27 N3 C29 C30 175.3(3) . . . . ? C31 N3 C29 C30 -24.3(4) . . . . ? C27 N3 C29 C28 -2.6(3) . . . . ? C31 N3 C29 C28 157.8(2) . . . . ? O4 C28 C29 C30 2.8(4) . . . . ? N4 C28 C29 C30 -175.9(2) . . . . ? O4 C28 C29 N3 -179.0(3) . . . . ? N4 C28 C29 N3 2.3(3) . . . . ? N3 C29 C30 C43 -0.7(5) . . . . ? C28 C29 C30 C43 177.0(3) . . . . ? C27 N3 C31 C36 -76.6(3) . . . . ? C29 N3 C31 C36 125.4(2) . . . . ? C27 N3 C31 C32 49.7(3) . . . . ? C29 N3 C31 C32 -108.3(3) . . . . ? N3 C31 C32 C33 175.2(2) . . . . ? C36 C31 C32 C33 -57.9(3) . . . . ? C31 C32 C33 C34 56.2(3) . . . . ? C32 C33 C34 C35 -55.2(3) . . . . ? C33 C34 C35 C36 55.2(4) . . . . ? N3 C31 C36 C35 -175.48(19) . . . . ? C32 C31 C36 C35 57.3(3) . . . . ? C34 C35 C36 C31 -55.9(3) . . . . ? C28 N4 C37 C38 117.9(3) . . . . ? C27 N4 C37 C38 -57.4(4) . . . . ? C28 N4 C37 C42 -111.4(3) . . . . ? C27 N4 C37 C42 73.3(3) . . . . ? N4 C37 C38 C39 -176.9(3) . . . . ? C42 C37 C38 C39 53.5(4) . . . . ? C37 C38 C39 C40 -51.8(4) . . . . ? C38 C39 C40 C41 50.9(4) . . . . ? C39 C40 C41 C42 -50.1(4) . . . . ? N4 C37 C42 C41 177.7(2) . . . . ? C38 C37 C42 C41 -52.3(3) . . . . ? C40 C41 C42 C37 49.5(4) . . . . ? C29 C30 C43 C47 -31.7(5) . . . . ? C29 C30 C43 C44 150.9(3) . . . . ? C29 C30 C43 Fe2 -123.1(3) . . . . ? C51 Fe2 C43 C47 161.9(3) . . . . ? C44 Fe2 C43 C47 118.7(2) . . . . ? C52 Fe2 C43 C47 -37.6(5) . . . . ? C50 Fe2 C43 C47 -160.45(18) . . . . ? C45 Fe2 C43 C47 80.76(17) . . . . ? C46 Fe2 C43 C47 37.37(15) . . . . ? C48 Fe2 C43 C47 -74.7(2) . . . . ? C49 Fe2 C43 C47 -117.04(19) . . . . ? C47 Fe2 C43 C44 -118.7(2) . . . . ? C51 Fe2 C43 C44 43.2(4) . . . . ? C52 Fe2 C43 C44 -156.3(4) . . . . ? C50 Fe2 C43 C44 80.9(2) . . . . ? C45 Fe2 C43 C44 -37.92(16) . . . . ? C46 Fe2 C43 C44 -81.32(17) . . . . ? C48 Fe2 C43 C44 166.64(18) . . . . ? C49 Fe2 C43 C44 124.28(19) . . . . ? C47 Fe2 C43 C30 125.5(3) . . . . ? C51 Fe2 C43 C30 -72.6(4) . . . . ? C44 Fe2 C43 C30 -115.8(3) . . . . ? C52 Fe2 C43 C30 87.9(4) . . . . ? C50 Fe2 C43 C30 -34.9(3) . . . . ? C45 Fe2 C43 C30 -153.7(2) . . . . ? C46 Fe2 C43 C30 162.9(2) . . . . ? C48 Fe2 C43 C30 50.9(3) . . . . ? C49 Fe2 C43 C30 8.5(3) . . . . ? C47 C43 C44 C45 1.7(3) . . . . ? C30 C43 C44 C45 179.6(2) . . . . ? Fe2 C43 C44 C45 60.04(19) . . . . ? C47 C43 C44 Fe2 -58.35(17) . . . . ? C30 C43 C44 Fe2 119.6(2) . . . . ? C47 Fe2 C44 C45 -80.47(16) . . . . ? C51 Fe2 C44 C45 79.3(2) . . . . ? C52 Fe2 C44 C45 44.6(3) . . . . ? C50 Fe2 C44 C45 122.39(18) . . . . ? C46 Fe2 C44 C45 -36.80(15) . . . . ? C48 Fe2 C44 C45 -161.8(4) . . . . ? C49 Fe2 C44 C45 163.88(17) . . . . ? C43 Fe2 C44 C45 -118.5(2) . . . . ? C47 Fe2 C44 C43 38.08(14) . . . . ? C51 Fe2 C44 C43 -162.10(16) . . . . ? C52 Fe2 C44 C43 163.1(3) . . . . ? C50 Fe2 C44 C43 -119.06(17) . . . . ? C45 Fe2 C44 C43 118.5(2) . . . . ? C46 Fe2 C44 C43 81.75(16) . . . . ? C48 Fe2 C44 C43 -43.3(5) . . . . ? C49 Fe2 C44 C43 -77.6(2) . . . . ? C43 C44 C45 C46 -1.4(3) . . . . ? Fe2 C44 C45 C46 59.0(2) . . . . ? C43 C44 C45 Fe2 -60.35(18) . . . . ? C47 Fe2 C45 C46 -37.78(14) . . . . ? C51 Fe2 C45 C46 121.40(17) . . . . ? C44 Fe2 C45 C46 -120.4(2) . . . . ? C52 Fe2 C45 C46 79.78(18) . . . . ? C50 Fe2 C45 C46 161.86(16) . . . . ? C48 Fe2 C45 C46 48.5(3) . . . . ? C49 Fe2 C45 C46 -170.6(4) . . . . ? C43 Fe2 C45 C46 -82.03(15) . . . . ? C47 Fe2 C45 C44 82.62(16) . . . . ? C51 Fe2 C45 C44 -118.20(17) . . . . ? C52 Fe2 C45 C44 -159.82(17) . . . . ? C50 Fe2 C45 C44 -77.75(19) . . . . ? C46 Fe2 C45 C44 120.4(2) . . . . ? C48 Fe2 C45 C44 168.9(2) . . . . ? C49 Fe2 C45 C44 -50.2(4) . . . . ? C43 Fe2 C45 C44 38.36(14) . . . . ? C44 C45 C46 C47 0.5(3) . . . . ? Fe2 C45 C46 C47 59.25(19) . . . . ? C44 C45 C46 Fe2 -58.8(2) . . . . ? C47 Fe2 C46 C45 119.1(2) . . . . ? C51 Fe2 C46 C45 -76.4(2) . . . . ? C44 Fe2 C46 C45 37.10(14) . . . . ? C52 Fe2 C46 C45 -116.75(17) . . . . ? C50 Fe2 C46 C45 -49.1(4) . . . . ? C48 Fe2 C46 C45 -157.70(16) . . . . ? C49 Fe2 C46 C45 173.4(3) . . . . ? C43 Fe2 C46 C45 81.37(16) . . . . ? C51 Fe2 C46 C47 164.46(18) . . . . ? C44 Fe2 C46 C47 -82.01(16) . . . . ? C52 Fe2 C46 C47 124.15(18) . . . . ? C50 Fe2 C46 C47 -168.2(3) . . . . ? C45 Fe2 C46 C47 -119.1(2) . . . . ? C48 Fe2 C46 C47 83.19(19) . . . . ? C49 Fe2 C46 C47 54.3(3) . . . . ? C43 Fe2 C46 C47 -37.74(15) . . . . ? C45 C46 C47 C43 0.6(3) . . . . ? Fe2 C46 C47 C43 60.08(18) . . . . ? C45 C46 C47 Fe2 -59.49(19) . . . . ? C44 C43 C47 C46 -1.4(3) . . . . ? C30 C43 C47 C46 -179.1(2) . . . . ? Fe2 C43 C47 C46 -59.79(18) . . . . ? C44 C43 C47 Fe2 58.38(17) . . . . ? C30 C43 C47 Fe2 -119.3(3) . . . . ? C51 Fe2 C47 C46 -40.3(4) . . . . ? C44 Fe2 C47 C46 81.34(17) . . . . ? C52 Fe2 C47 C46 -73.6(2) . . . . ? C50 Fe2 C47 C46 169.2(3) . . . . ? C45 Fe2 C47 C46 37.53(15) . . . . ? C48 Fe2 C47 C46 -115.01(18) . . . . ? C49 Fe2 C47 C46 -156.96(18) . . . . ? C43 Fe2 C47 C46 119.5(2) . . . . ? C51 Fe2 C47 C43 -159.9(4) . . . . ? C44 Fe2 C47 C43 -38.20(15) . . . . ? C52 Fe2 C47 C43 166.83(17) . . . . ? C50 Fe2 C47 C43 49.6(4) . . . . ? C45 Fe2 C47 C43 -82.01(16) . . . . ? C46 Fe2 C47 C43 -119.5(2) . . . . ? C48 Fe2 C47 C43 125.45(17) . . . . ? C49 Fe2 C47 C43 83.5(2) . . . . ? C47 Fe2 C48 C52 121.46(19) . . . . ? C51 Fe2 C48 C52 -37.24(19) . . . . ? C44 Fe2 C48 C52 -162.7(4) . . . . ? C50 Fe2 C48 C52 -81.2(2) . . . . ? C45 Fe2 C48 C52 44.8(4) . . . . ? C46 Fe2 C48 C52 78.7(2) . . . . ? C49 Fe2 C48 C52 -119.0(3) . . . . ? C43 Fe2 C48 C52 163.13(18) . . . . ? C47 Fe2 C48 C49 -119.57(19) . . . . ? C51 Fe2 C48 C49 81.7(2) . . . . ? C44 Fe2 C48 C49 -43.8(5) . . . . ? C52 Fe2 C48 C49 119.0(3) . . . . ? C50 Fe2 C48 C49 37.81(17) . . . . ? C45 Fe2 C48 C49 163.7(2) . . . . ? C46 Fe2 C48 C49 -162.33(17) . . . . ? C43 Fe2 C48 C49 -77.9(2) . . . . ? C52 C48 C49 C50 0.4(4) . . . . ? Fe2 C48 C49 C50 -59.1(2) . . . . ? C52 C48 C49 Fe2 59.5(2) . . . . ? C47 Fe2 C49 C48 79.3(2) . . . . ? C51 Fe2 C49 C48 -81.1(2) . . . . ? C44 Fe2 C49 C48 166.36(17) . . . . ? C52 Fe2 C49 C48 -37.53(18) . . . . ? C50 Fe2 C49 C48 -119.1(3) . . . . ? C45 Fe2 C49 C48 -154.6(3) . . . . ? C46 Fe2 C49 C48 40.5(4) . . . . ? C43 Fe2 C49 C48 123.23(19) . . . . ? C47 Fe2 C49 C50 -161.64(17) . . . . ? C51 Fe2 C49 C50 38.00(19) . . . . ? C44 Fe2 C49 C50 -74.6(2) . . . . ? C52 Fe2 C49 C50 81.5(2) . . . . ? C45 Fe2 C49 C50 -35.6(5) . . . . ? C46 Fe2 C49 C50 159.5(2) . . . . ? C48 Fe2 C49 C50 119.1(3) . . . . ? C43 Fe2 C49 C50 -117.71(19) . . . . ? C48 C49 C50 C51 -0.2(4) . . . . ? Fe2 C49 C50 C51 -59.7(2) . . . . ? C48 C49 C50 Fe2 59.4(2) . . . . ? C47 Fe2 C50 C51 164.7(3) . . . . ? C44 Fe2 C50 C51 -115.4(2) . . . . ? C52 Fe2 C50 C51 37.6(2) . . . . ? C45 Fe2 C50 C51 -73.2(2) . . . . ? C46 Fe2 C50 C51 -36.5(5) . . . . ? C48 Fe2 C50 C51 81.0(2) . . . . ? C49 Fe2 C50 C51 118.6(3) . . . . ? C43 Fe2 C50 C51 -158.7(2) . . . . ? C47 Fe2 C50 C49 46.1(4) . . . . ? C51 Fe2 C50 C49 -118.6(3) . . . . ? C44 Fe2 C50 C49 126.0(2) . . . . ? C52 Fe2 C50 C49 -81.0(2) . . . . ? C45 Fe2 C50 C49 168.22(19) . . . . ? C46 Fe2 C50 C49 -155.1(3) . . . . ? C48 Fe2 C50 C49 -37.57(19) . . . . ? C43 Fe2 C50 C49 82.7(2) . . . . ? C49 C50 C51 C52 0.0(4) . . . . ? Fe2 C50 C51 C52 -60.1(2) . . . . ? C49 C50 C51 Fe2 60.1(2) . . . . ? C47 Fe2 C51 C52 -45.0(5) . . . . ? C44 Fe2 C51 C52 -157.7(2) . . . . ? C50 Fe2 C51 C52 118.8(3) . . . . ? C45 Fe2 C51 C52 -115.9(2) . . . . ? C46 Fe2 C51 C52 -75.0(2) . . . . ? C48 Fe2 C51 C52 37.1(2) . . . . ? C49 Fe2 C51 C52 80.8(2) . . . . ? C43 Fe2 C51 C52 170.8(3) . . . . ? C47 Fe2 C51 C50 -163.8(3) . . . . ? C44 Fe2 C51 C50 83.5(2) . . . . ? C52 Fe2 C51 C50 -118.8(3) . . . . ? C45 Fe2 C51 C50 125.3(2) . . . . ? C46 Fe2 C51 C50 166.2(2) . . . . ? C48 Fe2 C51 C50 -81.7(2) . . . . ? C49 Fe2 C51 C50 -38.0(2) . . . . ? C43 Fe2 C51 C50 51.9(4) . . . . ? C50 C51 C52 C48 0.2(4) . . . . ? Fe2 C51 C52 C48 -59.7(2) . . . . ? C50 C51 C52 Fe2 60.0(2) . . . . ? C49 C48 C52 C51 -0.4(4) . . . . ? Fe2 C48 C52 C51 59.3(2) . . . . ? C49 C48 C52 Fe2 -59.7(2) . . . . ? C47 Fe2 C52 C51 162.73(19) . . . . ? C44 Fe2 C52 C51 49.5(4) . . . . ? C50 Fe2 C52 C51 -38.0(2) . . . . ? C45 Fe2 C52 C51 81.0(2) . . . . ? C46 Fe2 C52 C51 122.4(2) . . . . ? C48 Fe2 C52 C51 -119.7(3) . . . . ? C49 Fe2 C52 C51 -82.0(2) . . . . ? C43 Fe2 C52 C51 -168.5(3) . . . . ? C47 Fe2 C52 C48 -77.5(2) . . . . ? C51 Fe2 C52 C48 119.7(3) . . . . ? C44 Fe2 C52 C48 169.2(3) . . . . ? C50 Fe2 C52 C48 81.8(2) . . . . ? C45 Fe2 C52 C48 -159.26(19) . . . . ? C46 Fe2 C52 C48 -117.9(2) . . . . ? C49 Fe2 C52 C48 37.75(19) . . . . ? C43 Fe2 C52 C48 -48.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.393 _refine_diff_density_min -0.171 _refine_diff_density_rms 0.039 #===END data_13 _database_code_depnum_ccdc_archive 'CCDC 841697' #TrackingRef '- ALLCIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H14 Cl Fe N O' _chemical_formula_weight 363.61 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 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.2609(19) _cell_length_b 10.4747(10) _cell_length_c 12.904(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.35(2) _cell_angle_gamma 90.00 _cell_volume 1532.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5266 _cell_measurement_theta_min 3.3833 _cell_measurement_theta_max 32.7804 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.576 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 1.161 _exptl_absorpt_correction_T_min 0.8183 _exptl_absorpt_correction_T_max 0.8928 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11147 _diffrn_reflns_av_R_equivalents 0.0477 _diffrn_reflns_av_sigmaI/netI 0.0397 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2702 _reflns_number_gt 2021 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0562P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2702 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0504 _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_ref 0.0910 _refine_ls_wR_factor_gt 0.0877 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _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 0.39718(3) 0.14775(3) 0.12253(3) 0.03539(15) Uani 1 1 d . . . Cl1 Cl -0.28253(8) 0.19232(9) 0.58386(8) 0.0700(3) Uani 1 1 d . . . O1 O -0.0194(2) 0.0046(2) 0.2306(2) 0.0656(6) Uani 1 1 d . . . N1 N -0.0135(2) 0.2074(2) 0.2924(2) 0.0446(6) Uani 1 1 d . . . H1 H 0.0114 0.2826 0.2860 0.053 Uiso 1 1 calc R . . C1 C 0.0147(3) 0.1139(3) 0.2360(3) 0.0481(7) Uani 1 1 d . . . C2 C 0.0916(3) 0.1555(3) 0.1813(3) 0.0507(8) Uani 1 1 d . . . C3 C 0.1564(3) 0.1840(3) 0.1368(2) 0.0460(7) Uani 1 1 d . . . C4 C -0.0792(2) 0.1969(3) 0.3610(2) 0.0389(6) Uani 1 1 d . . . C5 C -0.1145(3) 0.3095(3) 0.3939(3) 0.0461(7) Uani 1 1 d . . . H5 H -0.0963 0.3870 0.3690 0.055 Uiso 1 1 calc R . . C6 C -0.1759(3) 0.3083(3) 0.4629(3) 0.0486(7) Uani 1 1 d . . . H6 H -0.2003 0.3844 0.4843 0.058 Uiso 1 1 calc R . . C7 C -0.2008(2) 0.1949(3) 0.4996(2) 0.0418(7) Uani 1 1 d . . . C8 C -0.1661(3) 0.0831(3) 0.4690(3) 0.0473(7) Uani 1 1 d . . . H8 H -0.1829 0.0062 0.4958 0.057 Uiso 1 1 calc R . . C9 C -0.1057(2) 0.0836(3) 0.3981(2) 0.0450(7) Uani 1 1 d . . . H9 H -0.0831 0.0070 0.3757 0.054 Uiso 1 1 calc R . . C10 C 0.2333(2) 0.2203(2) 0.0832(2) 0.0391(6) Uani 1 1 d . . . C11 C 0.2420(2) 0.1616(2) -0.0124(2) 0.0397(6) Uani 1 1 d . . . H11 H 0.1966 0.0939 -0.0529 0.048 Uiso 1 1 calc R . . C12 C 0.3321(3) 0.2246(3) -0.0348(2) 0.0440(7) Uani 1 1 d . . . H12 H 0.3559 0.2059 -0.0934 0.053 Uiso 1 1 calc R . . C13 C 0.3796(3) 0.3197(3) 0.0454(3) 0.0474(7) Uani 1 1 d . . . H13 H 0.4404 0.3751 0.0495 0.057 Uiso 1 1 calc R . . C14 C 0.3197(3) 0.3175(2) 0.1191(3) 0.0442(7) Uani 1 1 d . . . H14 H 0.3343 0.3706 0.1807 0.053 Uiso 1 1 calc R . . C15 C 0.4182(3) 0.0025(3) 0.2314(3) 0.0532(8) Uani 1 1 d . . . H15 H 0.3585 -0.0340 0.2494 0.064 Uiso 1 1 calc R . . C16 C 0.4529(3) -0.0360(3) 0.1447(3) 0.0478(7) Uani 1 1 d . . . H16 H 0.4206 -0.1028 0.0950 0.057 Uiso 1 1 calc R . . C17 C 0.5449(2) 0.0437(3) 0.1461(2) 0.0459(7) Uani 1 1 d . . . H17 H 0.5842 0.0389 0.0972 0.055 Uiso 1 1 calc R . . C18 C 0.5678(2) 0.1318(3) 0.2330(2) 0.0432(7) Uani 1 1 d . . . H18 H 0.6247 0.1958 0.2522 0.052 Uiso 1 1 calc R . . C19 C 0.4893(3) 0.1061(3) 0.2863(3) 0.0538(8) Uani 1 1 d . . . H19 H 0.4852 0.1501 0.3473 0.065 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 0.0398(2) 0.0346(2) 0.0377(2) 0.00183(16) 0.02144(18) 0.00244(16) Cl1 0.0710(6) 0.0992(7) 0.0598(6) -0.0070(5) 0.0473(5) -0.0042(5) O1 0.0849(17) 0.0560(14) 0.0805(17) -0.0142(12) 0.0589(15) -0.0039(12) N1 0.0505(15) 0.0448(13) 0.0508(15) -0.0056(12) 0.0333(12) -0.0067(11) C1 0.0428(18) 0.062(2) 0.0470(19) -0.0052(15) 0.0249(15) 0.0011(15) C2 0.0461(18) 0.065(2) 0.0492(19) -0.0065(15) 0.0270(16) 0.0000(14) C3 0.0441(18) 0.0525(17) 0.0450(18) 0.0007(14) 0.0208(15) 0.0099(13) C4 0.0391(16) 0.0458(15) 0.0372(16) -0.0004(13) 0.0206(13) -0.0003(12) C5 0.0550(19) 0.0374(15) 0.0544(19) -0.0029(14) 0.0303(16) -0.0035(13) C6 0.0534(19) 0.0453(17) 0.054(2) -0.0070(15) 0.0275(16) 0.0058(14) C7 0.0382(16) 0.0587(18) 0.0335(16) -0.0016(13) 0.0193(13) 0.0009(13) C8 0.0571(19) 0.0444(17) 0.0483(18) 0.0016(14) 0.0290(15) -0.0046(14) C9 0.0527(18) 0.0382(16) 0.0533(19) -0.0054(14) 0.0305(15) 0.0010(13) C10 0.0411(16) 0.0371(15) 0.0437(17) 0.0065(12) 0.0212(13) 0.0096(12) C11 0.0447(17) 0.0384(14) 0.0346(15) 0.0006(12) 0.0136(13) 0.0025(12) C12 0.0568(19) 0.0432(16) 0.0402(17) 0.0090(13) 0.0277(15) 0.0074(14) C13 0.0495(18) 0.0402(15) 0.058(2) 0.0095(14) 0.0265(15) -0.0009(13) C14 0.0490(18) 0.0372(14) 0.0494(18) -0.0044(13) 0.0221(15) 0.0054(13) C15 0.0508(19) 0.0545(18) 0.060(2) 0.0216(16) 0.0279(16) 0.0064(15) C16 0.0545(19) 0.0341(15) 0.0526(19) 0.0007(13) 0.0178(15) 0.0057(14) C17 0.0455(18) 0.0498(17) 0.0475(18) 0.0052(14) 0.0235(14) 0.0125(14) C18 0.0351(16) 0.0452(16) 0.0457(18) 0.0026(13) 0.0114(13) 0.0033(12) C19 0.063(2) 0.065(2) 0.0334(16) 0.0082(15) 0.0182(15) 0.0195(17) _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 C14 2.009(3) . ? Fe1 C15 2.019(3) . ? Fe1 C10 2.024(3) . ? Fe1 C16 2.026(3) . ? Fe1 C19 2.028(3) . ? Fe1 C13 2.029(3) . ? Fe1 C17 2.035(3) . ? Fe1 C11 2.038(3) . ? Fe1 C18 2.042(3) . ? Fe1 C12 2.043(3) . ? Cl1 C7 1.736(3) . ? O1 C1 1.212(3) . ? N1 C1 1.342(3) . ? N1 C4 1.410(3) . ? N1 H1 0.8600 . ? C1 C2 1.442(4) . ? C2 C3 1.183(4) . ? C3 C10 1.417(4) . ? C4 C9 1.364(4) . ? C4 C5 1.378(4) . ? C5 C6 1.367(4) . ? C5 H5 0.9300 . ? C6 C7 1.356(4) . ? C6 H6 0.9300 . ? C7 C8 1.356(4) . ? C8 C9 1.378(4) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C14 1.414(4) . ? C10 C11 1.418(4) . ? C11 C12 1.407(4) . ? C11 H11 0.9300 . ? C12 C13 1.395(4) . ? C12 H12 0.9300 . ? C13 C14 1.406(4) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.399(4) . ? C15 C19 1.404(4) . ? C15 H15 0.9300 . ? C16 C17 1.398(4) . ? C16 H16 0.9300 . ? C17 C18 1.396(4) . ? C17 H17 0.9300 . ? C18 C19 1.405(4) . ? C18 H18 0.9300 . ? C19 H19 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 C14 Fe1 C15 128.04(12) . . ? C14 Fe1 C10 41.06(11) . . ? C15 Fe1 C10 108.00(12) . . ? C14 Fe1 C16 167.25(12) . . ? C15 Fe1 C16 40.45(12) . . ? C10 Fe1 C16 129.89(12) . . ? C14 Fe1 C19 106.52(12) . . ? C15 Fe1 C19 40.58(13) . . ? C10 Fe1 C19 116.64(12) . . ? C16 Fe1 C19 67.93(13) . . ? C14 Fe1 C13 40.75(11) . . ? C15 Fe1 C13 166.25(13) . . ? C10 Fe1 C13 68.52(11) . . ? C16 Fe1 C13 151.63(12) . . ? C19 Fe1 C13 127.92(13) . . ? C14 Fe1 C17 149.77(12) . . ? C15 Fe1 C17 67.78(12) . . ? C10 Fe1 C17 168.73(11) . . ? C16 Fe1 C17 40.27(11) . . ? C19 Fe1 C17 67.53(12) . . ? C13 Fe1 C17 118.11(12) . . ? C14 Fe1 C11 68.78(11) . . ? C15 Fe1 C11 118.60(12) . . ? C10 Fe1 C11 40.87(11) . . ? C16 Fe1 C11 110.10(12) . . ? C19 Fe1 C11 150.98(13) . . ? C13 Fe1 C11 68.12(12) . . ? C17 Fe1 C11 130.88(11) . . ? C14 Fe1 C18 115.98(11) . . ? C15 Fe1 C18 68.10(12) . . ? C10 Fe1 C18 149.50(12) . . ? C16 Fe1 C18 67.83(12) . . ? C19 Fe1 C18 40.38(12) . . ? C13 Fe1 C18 107.72(12) . . ? C17 Fe1 C18 40.05(11) . . ? C11 Fe1 C18 168.02(11) . . ? C14 Fe1 C12 68.07(11) . . ? C15 Fe1 C12 152.40(13) . . ? C10 Fe1 C12 68.11(11) . . ? C16 Fe1 C12 119.89(12) . . ? C19 Fe1 C12 166.42(13) . . ? C13 Fe1 C12 40.06(12) . . ? C17 Fe1 C12 110.42(11) . . ? C11 Fe1 C12 40.34(11) . . ? C18 Fe1 C12 129.47(11) . . ? C1 N1 C4 127.6(2) . . ? C1 N1 H1 116.2 . . ? C4 N1 H1 116.2 . . ? O1 C1 N1 124.5(3) . . ? O1 C1 C2 122.2(3) . . ? N1 C1 C2 113.3(3) . . ? C3 C2 C1 177.0(3) . . ? C2 C3 C10 179.1(3) . . ? C9 C4 C5 119.5(2) . . ? C9 C4 N1 123.9(2) . . ? C5 C4 N1 116.6(2) . . ? C6 C5 C4 120.5(3) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C7 C6 C5 119.3(3) . . ? C7 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? C8 C7 C6 121.1(2) . . ? C8 C7 Cl1 119.3(2) . . ? C6 C7 Cl1 119.5(2) . . ? C7 C8 C9 119.9(3) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C4 C9 C8 119.7(2) . . ? C4 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C14 C10 C3 126.0(3) . . ? C14 C10 C11 107.6(2) . . ? C3 C10 C11 126.4(3) . . ? C14 C10 Fe1 68.90(15) . . ? C3 C10 Fe1 123.96(19) . . ? C11 C10 Fe1 70.10(15) . . ? C12 C11 C10 107.4(2) . . ? C12 C11 Fe1 70.02(16) . . ? C10 C11 Fe1 69.04(16) . . ? C12 C11 H11 126.3 . . ? C10 C11 H11 126.3 . . ? Fe1 C11 H11 126.2 . . ? C13 C12 C11 108.8(2) . . ? C13 C12 Fe1 69.46(16) . . ? C11 C12 Fe1 69.64(16) . . ? C13 C12 H12 125.6 . . ? C11 C12 H12 125.6 . . ? Fe1 C12 H12 126.9 . . ? C12 C13 C14 108.1(2) . . ? C12 C13 Fe1 70.48(15) . . ? C14 C13 Fe1 68.83(15) . . ? C12 C13 H13 125.9 . . ? C14 C13 H13 125.9 . . ? Fe1 C13 H13 126.3 . . ? C13 C14 C10 108.0(2) . . ? C13 C14 Fe1 70.42(15) . . ? C10 C14 Fe1 70.04(14) . . ? C13 C14 H14 126.0 . . ? C10 C14 H14 126.0 . . ? Fe1 C14 H14 125.1 . . ? C16 C15 C19 107.9(3) . . ? C16 C15 Fe1 70.04(16) . . ? C19 C15 Fe1 70.06(17) . . ? C16 C15 H15 126.1 . . ? C19 C15 H15 126.1 . . ? Fe1 C15 H15 125.4 . . ? C17 C16 C15 107.9(3) . . ? C17 C16 Fe1 70.19(16) . . ? C15 C16 Fe1 69.51(16) . . ? C17 C16 H16 126.1 . . ? C15 C16 H16 126.1 . . ? Fe1 C16 H16 125.8 . . ? C18 C17 C16 108.7(3) . . ? C18 C17 Fe1 70.27(16) . . ? C16 C17 Fe1 69.54(16) . . ? C18 C17 H17 125.7 . . ? C16 C17 H17 125.7 . . ? Fe1 C17 H17 126.1 . . ? C17 C18 C19 107.4(3) . . ? C17 C18 Fe1 69.67(16) . . ? C19 C18 Fe1 69.28(17) . . ? C17 C18 H18 126.3 . . ? C19 C18 H18 126.3 . . ? Fe1 C18 H18 126.3 . . ? C15 C19 C18 108.1(3) . . ? C15 C19 Fe1 69.36(17) . . ? C18 C19 Fe1 70.34(17) . . ? C15 C19 H19 125.9 . . ? C18 C19 H19 125.9 . . ? Fe1 C19 H19 125.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 N1 C1 O1 4.7(5) . . . . ? C4 N1 C1 C2 -175.0(3) . . . . ? O1 C1 C2 C3 -25(7) . . . . ? N1 C1 C2 C3 154(7) . . . . ? C1 C2 C3 C10 175(100) . . . . ? C1 N1 C4 C9 13.3(5) . . . . ? C1 N1 C4 C5 -168.7(3) . . . . ? C9 C4 C5 C6 -0.2(5) . . . . ? N1 C4 C5 C6 -178.3(3) . . . . ? C4 C5 C6 C7 0.7(5) . . . . ? C5 C6 C7 C8 -0.1(5) . . . . ? C5 C6 C7 Cl1 -178.1(2) . . . . ? C6 C7 C8 C9 -0.9(5) . . . . ? Cl1 C7 C8 C9 177.1(2) . . . . ? C5 C4 C9 C8 -0.8(4) . . . . ? N1 C4 C9 C8 177.2(3) . . . . ? C7 C8 C9 C4 1.3(5) . . . . ? C2 C3 C10 C14 60(22) . . . . ? C2 C3 C10 C11 -123(21) . . . . ? C2 C3 C10 Fe1 148(21) . . . . ? C15 Fe1 C10 C14 127.83(18) . . . . ? C16 Fe1 C10 C14 167.36(18) . . . . ? C19 Fe1 C10 C14 84.75(19) . . . . ? C13 Fe1 C10 C14 -38.03(17) . . . . ? C17 Fe1 C10 C14 -166.0(5) . . . . ? C11 Fe1 C10 C14 -119.0(2) . . . . ? C18 Fe1 C10 C14 50.6(3) . . . . ? C12 Fe1 C10 C14 -81.28(18) . . . . ? C14 Fe1 C10 C3 -119.9(3) . . . . ? C15 Fe1 C10 C3 7.9(3) . . . . ? C16 Fe1 C10 C3 47.4(3) . . . . ? C19 Fe1 C10 C3 -35.2(3) . . . . ? C13 Fe1 C10 C3 -158.0(3) . . . . ? C17 Fe1 C10 C3 74.0(6) . . . . ? C11 Fe1 C10 C3 121.1(3) . . . . ? C18 Fe1 C10 C3 -69.3(3) . . . . ? C12 Fe1 C10 C3 158.8(3) . . . . ? C14 Fe1 C10 C11 119.0(2) . . . . ? C15 Fe1 C10 C11 -113.18(17) . . . . ? C16 Fe1 C10 C11 -73.6(2) . . . . ? C19 Fe1 C10 C11 -156.26(17) . . . . ? C13 Fe1 C10 C11 80.96(17) . . . . ? C17 Fe1 C10 C11 -47.0(6) . . . . ? C18 Fe1 C10 C11 169.6(2) . . . . ? C12 Fe1 C10 C11 37.70(16) . . . . ? C14 C10 C11 C12 -0.8(3) . . . . ? C3 C10 C11 C12 -177.9(3) . . . . ? Fe1 C10 C11 C12 -59.74(19) . . . . ? C14 C10 C11 Fe1 58.90(18) . . . . ? C3 C10 C11 Fe1 -118.1(3) . . . . ? C14 Fe1 C11 C12 80.70(17) . . . . ? C15 Fe1 C11 C12 -156.54(17) . . . . ? C10 Fe1 C11 C12 118.7(2) . . . . ? C16 Fe1 C11 C12 -112.88(17) . . . . ? C19 Fe1 C11 C12 166.6(2) . . . . ? C13 Fe1 C11 C12 36.74(16) . . . . ? C17 Fe1 C11 C12 -72.2(2) . . . . ? C18 Fe1 C11 C12 -35.1(6) . . . . ? C14 Fe1 C11 C10 -38.05(16) . . . . ? C15 Fe1 C11 C10 84.71(18) . . . . ? C16 Fe1 C11 C10 128.37(16) . . . . ? C19 Fe1 C11 C10 47.9(3) . . . . ? C13 Fe1 C11 C10 -82.01(17) . . . . ? C17 Fe1 C11 C10 169.10(16) . . . . ? C18 Fe1 C11 C10 -153.8(5) . . . . ? C12 Fe1 C11 C10 -118.7(2) . . . . ? C10 C11 C12 C13 0.6(3) . . . . ? Fe1 C11 C12 C13 -58.6(2) . . . . ? C10 C11 C12 Fe1 59.12(18) . . . . ? C14 Fe1 C12 C13 37.79(17) . . . . ? C15 Fe1 C12 C13 169.4(2) . . . . ? C10 Fe1 C12 C13 82.21(18) . . . . ? C16 Fe1 C12 C13 -153.30(17) . . . . ? C19 Fe1 C12 C13 -31.0(6) . . . . ? C17 Fe1 C12 C13 -109.77(18) . . . . ? C11 Fe1 C12 C13 120.4(2) . . . . ? C18 Fe1 C12 C13 -68.5(2) . . . . ? C14 Fe1 C12 C11 -82.61(17) . . . . ? C15 Fe1 C12 C11 49.0(3) . . . . ? C10 Fe1 C12 C11 -38.19(16) . . . . ? C16 Fe1 C12 C11 86.31(19) . . . . ? C19 Fe1 C12 C11 -151.4(5) . . . . ? C13 Fe1 C12 C11 -120.4(2) . . . . ? C17 Fe1 C12 C11 129.83(16) . . . . ? C18 Fe1 C12 C11 171.11(15) . . . . ? C11 C12 C13 C14 0.0(3) . . . . ? Fe1 C12 C13 C14 -58.72(19) . . . . ? C11 C12 C13 Fe1 58.67(19) . . . . ? C14 Fe1 C13 C12 -119.4(2) . . . . ? C15 Fe1 C13 C12 -158.9(5) . . . . ? C10 Fe1 C13 C12 -81.12(18) . . . . ? C16 Fe1 C13 C12 55.1(3) . . . . ? C19 Fe1 C13 C12 171.17(17) . . . . ? C17 Fe1 C13 C12 88.83(19) . . . . ? C11 Fe1 C13 C12 -36.99(16) . . . . ? C18 Fe1 C13 C12 131.06(17) . . . . ? C15 Fe1 C13 C14 -39.5(6) . . . . ? C10 Fe1 C13 C14 38.32(17) . . . . ? C16 Fe1 C13 C14 174.5(2) . . . . ? C19 Fe1 C13 C14 -69.4(2) . . . . ? C17 Fe1 C13 C14 -151.74(17) . . . . ? C11 Fe1 C13 C14 82.45(18) . . . . ? C18 Fe1 C13 C14 -109.50(18) . . . . ? C12 Fe1 C13 C14 119.4(2) . . . . ? C12 C13 C14 C10 -0.5(3) . . . . ? Fe1 C13 C14 C10 -60.22(18) . . . . ? C12 C13 C14 Fe1 59.74(19) . . . . ? C3 C10 C14 C13 177.8(3) . . . . ? C11 C10 C14 C13 0.8(3) . . . . ? Fe1 C10 C14 C13 60.47(19) . . . . ? C3 C10 C14 Fe1 117.4(3) . . . . ? C11 C10 C14 Fe1 -59.65(18) . . . . ? C15 Fe1 C14 C13 168.94(19) . . . . ? C10 Fe1 C14 C13 -118.6(2) . . . . ? C16 Fe1 C14 C13 -168.1(5) . . . . ? C19 Fe1 C14 C13 129.63(19) . . . . ? C17 Fe1 C14 C13 56.1(3) . . . . ? C11 Fe1 C14 C13 -80.69(18) . . . . ? C18 Fe1 C14 C13 87.3(2) . . . . ? C12 Fe1 C14 C13 -37.17(17) . . . . ? C15 Fe1 C14 C10 -72.5(2) . . . . ? C16 Fe1 C14 C10 -49.5(6) . . . . ? C19 Fe1 C14 C10 -111.81(18) . . . . ? C13 Fe1 C14 C10 118.6(2) . . . . ? C17 Fe1 C14 C10 174.6(2) . . . . ? C11 Fe1 C14 C10 37.88(16) . . . . ? C18 Fe1 C14 C10 -154.13(16) . . . . ? C12 Fe1 C14 C10 81.39(18) . . . . ? C14 Fe1 C15 C16 172.37(18) . . . . ? C10 Fe1 C15 C16 131.17(19) . . . . ? C19 Fe1 C15 C16 -118.6(3) . . . . ? C13 Fe1 C15 C16 -155.8(5) . . . . ? C17 Fe1 C15 C16 -37.70(18) . . . . ? C11 Fe1 C15 C16 87.9(2) . . . . ? C18 Fe1 C15 C16 -81.07(19) . . . . ? C12 Fe1 C15 C16 54.1(3) . . . . ? C14 Fe1 C15 C19 -69.0(2) . . . . ? C10 Fe1 C15 C19 -110.20(19) . . . . ? C16 Fe1 C15 C19 118.6(3) . . . . ? C13 Fe1 C15 C19 -37.2(6) . . . . ? C17 Fe1 C15 C19 80.9(2) . . . . ? C11 Fe1 C15 C19 -153.44(18) . . . . ? C18 Fe1 C15 C19 37.56(18) . . . . ? C12 Fe1 C15 C19 172.8(2) . . . . ? C19 C15 C16 C17 -0.1(3) . . . . ? Fe1 C15 C16 C17 60.0(2) . . . . ? C19 C15 C16 Fe1 -60.1(2) . . . . ? C14 Fe1 C16 C17 -147.1(5) . . . . ? C15 Fe1 C16 C17 -118.9(3) . . . . ? C10 Fe1 C16 C17 172.22(17) . . . . ? C19 Fe1 C16 C17 -80.8(2) . . . . ? C13 Fe1 C16 C17 49.3(3) . . . . ? C11 Fe1 C16 C17 130.26(18) . . . . ? C18 Fe1 C16 C17 -37.08(18) . . . . ? C12 Fe1 C16 C17 86.8(2) . . . . ? C14 Fe1 C16 C15 -28.3(6) . . . . ? C10 Fe1 C16 C15 -68.9(2) . . . . ? C19 Fe1 C16 C15 38.04(18) . . . . ? C13 Fe1 C16 C15 168.2(2) . . . . ? C17 Fe1 C16 C15 118.9(3) . . . . ? C11 Fe1 C16 C15 -110.87(19) . . . . ? C18 Fe1 C16 C15 81.8(2) . . . . ? C12 Fe1 C16 C15 -154.33(18) . . . . ? C15 C16 C17 C18 0.0(3) . . . . ? Fe1 C16 C17 C18 59.6(2) . . . . ? C15 C16 C17 Fe1 -59.5(2) . . . . ? C14 Fe1 C17 C18 46.4(3) . . . . ? C15 Fe1 C17 C18 -81.95(19) . . . . ? C10 Fe1 C17 C18 -151.9(5) . . . . ? C16 Fe1 C17 C18 -119.8(3) . . . . ? C19 Fe1 C17 C18 -37.90(17) . . . . ? C13 Fe1 C17 C18 84.31(19) . . . . ? C11 Fe1 C17 C18 168.78(16) . . . . ? C12 Fe1 C17 C18 127.67(17) . . . . ? C14 Fe1 C17 C16 166.2(2) . . . . ? C15 Fe1 C17 C16 37.86(18) . . . . ? C10 Fe1 C17 C16 -32.1(6) . . . . ? C19 Fe1 C17 C16 81.9(2) . . . . ? C13 Fe1 C17 C16 -155.88(18) . . . . ? C11 Fe1 C17 C16 -71.4(2) . . . . ? C18 Fe1 C17 C16 119.8(3) . . . . ? C12 Fe1 C17 C16 -112.52(19) . . . . ? C16 C17 C18 C19 0.1(3) . . . . ? Fe1 C17 C18 C19 59.2(2) . . . . ? C16 C17 C18 Fe1 -59.1(2) . . . . ? C14 Fe1 C18 C17 -156.06(17) . . . . ? C15 Fe1 C18 C17 81.07(18) . . . . ? C10 Fe1 C18 C17 169.6(2) . . . . ? C16 Fe1 C18 C17 37.27(17) . . . . ? C19 Fe1 C18 C17 118.8(2) . . . . ? C13 Fe1 C18 C17 -112.87(17) . . . . ? C11 Fe1 C18 C17 -45.1(6) . . . . ? C12 Fe1 C18 C17 -73.9(2) . . . . ? C14 Fe1 C18 C19 85.1(2) . . . . ? C15 Fe1 C18 C19 -37.74(18) . . . . ? C10 Fe1 C18 C19 50.8(3) . . . . ? C16 Fe1 C18 C19 -81.53(19) . . . . ? C13 Fe1 C18 C19 128.33(18) . . . . ? C17 Fe1 C18 C19 -118.8(2) . . . . ? C11 Fe1 C18 C19 -163.9(5) . . . . ? C12 Fe1 C18 C19 167.27(17) . . . . ? C16 C15 C19 C18 0.2(3) . . . . ? Fe1 C15 C19 C18 -59.9(2) . . . . ? C16 C15 C19 Fe1 60.1(2) . . . . ? C17 C18 C19 C15 -0.2(3) . . . . ? Fe1 C18 C19 C15 59.3(2) . . . . ? C17 C18 C19 Fe1 -59.5(2) . . . . ? C14 Fe1 C19 C15 129.92(18) . . . . ? C10 Fe1 C19 C15 86.9(2) . . . . ? C16 Fe1 C19 C15 -37.91(18) . . . . ? C13 Fe1 C19 C15 169.50(17) . . . . ? C17 Fe1 C19 C15 -81.59(19) . . . . ? C11 Fe1 C19 C15 54.0(3) . . . . ? C18 Fe1 C19 C15 -119.2(3) . . . . ? C12 Fe1 C19 C15 -165.6(4) . . . . ? C14 Fe1 C19 C18 -110.89(18) . . . . ? C15 Fe1 C19 C18 119.2(3) . . . . ? C10 Fe1 C19 C18 -153.92(16) . . . . ? C16 Fe1 C19 C18 81.27(18) . . . . ? C13 Fe1 C19 C18 -71.3(2) . . . . ? C17 Fe1 C19 C18 37.60(16) . . . . ? C11 Fe1 C19 C18 173.2(2) . . . . ? C12 Fe1 C19 C18 -46.4(6) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.565 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.062 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 841699' #TrackingRef '- ALLCIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H18 Cl2 Fe N2 O2' _chemical_formula_weight 517.17 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 'P n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 6.0511(10) _cell_length_b 10.2131(18) _cell_length_c 17.919(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.693(14) _cell_angle_gamma 90.00 _cell_volume 1103.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3940 _cell_measurement_theta_min 3.0128 _cell_measurement_theta_max 32.6220 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 0.953 _exptl_absorpt_correction_T_min 0.7438 _exptl_absorpt_correction_T_max 0.8249 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7004 _diffrn_reflns_av_R_equivalents 0.0853 _diffrn_reflns_av_sigmaI/netI 0.0845 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3191 _reflns_number_gt 2611 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0879P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(3) _refine_ls_number_reflns 3191 _refine_ls_number_parameters 298 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1421 _refine_ls_wR_factor_gt 0.1388 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.002 _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 -0.17269(11) 0.80733(9) 0.66484(6) 0.0251(3) Uani 1 1 d . . . Cl1 Cl 0.8028(3) -0.0602(2) 0.99248(11) 0.0415(5) Uani 1 1 d . . . Cl2 Cl -0.0522(3) 0.3697(2) 0.34421(10) 0.0381(5) Uani 1 1 d . . . O1 O 0.0556(7) 0.3917(5) 0.8582(3) 0.0268(11) Uani 1 1 d . . . O2 O 0.4641(8) 0.2355(6) 0.6738(3) 0.0378(13) Uani 1 1 d . . . N1 N 0.2886(8) 0.2899(6) 0.7806(3) 0.0246(13) Uani 1 1 d . . . N2 N 0.1785(8) 0.3869(6) 0.6717(3) 0.0251(13) Uani 1 1 d . . . C1 C 0.1186(9) 0.3745(7) 0.7972(4) 0.0209(14) Uani 1 1 d . . . C2 C 0.3270(10) 0.2947(7) 0.7049(4) 0.0240(15) Uani 1 1 d . . . C3 C 0.0426(10) 0.4358(7) 0.7241(4) 0.0211(14) Uani 1 1 d . . . C4 C -0.1204(10) 0.5273(7) 0.7182(4) 0.0261(15) Uani 1 1 d . . . H4 H -0.1945 0.5393 0.7625 0.031 Uiso 1 1 calc R . . C5 C 0.4080(11) 0.2078(7) 0.8331(4) 0.0248(15) Uani 1 1 d . . . C6 C 0.6203(11) 0.2421(8) 0.8625(4) 0.0296(16) Uani 1 1 d . . . H6 H 0.6824 0.3232 0.8487 0.036 Uiso 1 1 calc R . . C7 C 0.7405(11) 0.1610(7) 0.9109(4) 0.0290(16) Uani 1 1 d . . . H7 H 0.8866 0.1843 0.9296 0.035 Uiso 1 1 calc R . . C8 C 0.6483(11) 0.0454(7) 0.9322(4) 0.0275(15) Uani 1 1 d . . . C9 C 0.4352(11) 0.0112(7) 0.9064(4) 0.0314(17) Uani 1 1 d . . . H9 H 0.3705 -0.0669 0.9234 0.038 Uiso 1 1 calc R . . C10 C 0.3166(11) 0.0912(7) 0.8556(4) 0.0259(16) Uani 1 1 d . . . H10 H 0.1721 0.0664 0.8360 0.031 Uiso 1 1 calc R . . C11 C 0.1245(10) 0.3821(6) 0.5917(3) 0.0204(14) Uani 1 1 d . . . C12 C -0.0859(11) 0.3404(6) 0.5643(4) 0.0255(15) Uani 1 1 d . . . H12 H -0.1910 0.3137 0.5978 0.031 Uiso 1 1 calc R . . C13 C -0.1402(11) 0.3382(7) 0.4877(4) 0.0247(15) Uani 1 1 d . . . H13 H -0.2831 0.3107 0.4679 0.030 Uiso 1 1 calc R . . C14 C 0.0138(11) 0.3758(7) 0.4417(4) 0.0267(16) Uani 1 1 d . . . C15 C 0.2239(11) 0.4165(6) 0.4670(4) 0.0249(15) Uani 1 1 d . . . H15 H 0.3283 0.4420 0.4329 0.030 Uiso 1 1 calc R . . C16 C 0.2784(10) 0.4191(7) 0.5437(4) 0.0252(15) Uani 1 1 d . . . H16 H 0.4219 0.4465 0.5629 0.030 Uiso 1 1 calc R . . C17 C -0.2000(11) 0.6089(7) 0.6568(4) 0.0236(15) Uani 1 1 d . . . C18 C -0.0904(12) 0.6600(7) 0.5963(4) 0.0272(15) Uani 1 1 d . . . H18 H 0.0565 0.6390 0.5853 0.033 Uiso 1 1 calc R . . C19 C -0.2336(12) 0.7467(8) 0.5549(4) 0.0323(16) Uani 1 1 d . . . H19 H -0.2015 0.7925 0.5109 0.039 Uiso 1 1 calc R . . C20 C -0.4346(11) 0.7536(8) 0.5905(4) 0.0304(16) Uani 1 1 d . . . H20 H -0.5605 0.8052 0.5747 0.037 Uiso 1 1 calc R . . C21 C -0.4139(11) 0.6714(7) 0.6526(4) 0.0260(15) Uani 1 1 d . . . H21 H -0.5237 0.6586 0.6869 0.031 Uiso 1 1 calc R . . C22 C -0.031(2) 0.8530(10) 0.7682(6) 0.065(3) Uani 1 1 d . . . H22 H 0.0003 0.7938 0.8086 0.078 Uiso 1 1 calc R . . C23 C 0.1062(15) 0.8823(12) 0.7169(8) 0.073(4) Uani 1 1 d . . . H23 H 0.2488 0.8451 0.7133 0.087 Uiso 1 1 calc R . . C24 C 0.008(2) 0.9764(11) 0.6690(5) 0.069(4) Uani 1 1 d . . . H24 H 0.0703 1.0175 0.6280 0.083 Uiso 1 1 calc R . . C25 C -0.198(2) 0.9973(11) 0.6934(8) 0.090(5) Uani 1 1 d . . . H25 H -0.3073 1.0558 0.6717 0.108 Uiso 1 1 calc R . . C26 C -0.2191(18) 0.9190(15) 0.7546(7) 0.080(5) Uani 1 1 d . . . H26 H -0.3458 0.9130 0.7824 0.096 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 0.0307(5) 0.0191(5) 0.0252(5) -0.0006(5) -0.0002(3) 0.0056(4) Cl1 0.0535(12) 0.0281(10) 0.0394(11) 0.0092(9) -0.0168(9) 0.0100(9) Cl2 0.0461(10) 0.0458(12) 0.0214(9) -0.0025(8) -0.0025(7) 0.0028(9) O1 0.027(2) 0.033(3) 0.021(3) 0.005(2) 0.004(2) 0.004(2) O2 0.040(3) 0.046(3) 0.028(3) -0.001(2) 0.005(2) 0.020(3) N1 0.021(3) 0.024(3) 0.029(3) 0.001(3) 0.000(2) 0.008(2) N2 0.029(3) 0.028(3) 0.017(3) 0.001(2) -0.003(2) 0.006(2) C1 0.016(3) 0.020(3) 0.027(4) 0.003(3) 0.002(3) 0.000(3) C2 0.022(3) 0.026(4) 0.024(3) -0.003(3) 0.001(3) 0.002(3) C3 0.024(3) 0.017(3) 0.021(3) 0.002(3) -0.003(3) 0.002(3) C4 0.023(3) 0.025(4) 0.029(4) -0.001(3) -0.003(3) -0.002(3) C5 0.029(3) 0.023(4) 0.023(4) -0.007(3) -0.002(3) 0.001(3) C6 0.028(3) 0.025(4) 0.035(4) 0.005(3) -0.004(3) -0.006(3) C7 0.026(3) 0.032(4) 0.028(4) 0.002(3) -0.007(3) 0.000(3) C8 0.035(4) 0.025(4) 0.022(3) 0.001(3) -0.003(3) 0.004(3) C9 0.042(4) 0.014(4) 0.038(4) -0.007(3) 0.002(3) -0.007(3) C10 0.023(3) 0.022(4) 0.032(4) -0.001(3) -0.004(3) -0.003(3) C11 0.023(3) 0.017(3) 0.021(3) -0.001(3) -0.002(3) 0.008(3) C12 0.031(4) 0.019(4) 0.027(4) -0.006(3) 0.005(3) 0.002(3) C13 0.025(3) 0.026(4) 0.024(4) -0.006(3) 0.002(3) 0.004(3) C14 0.038(4) 0.022(4) 0.019(4) -0.001(3) -0.006(3) 0.008(3) C15 0.028(3) 0.019(4) 0.029(4) 0.001(3) 0.007(3) -0.001(3) C16 0.023(3) 0.023(4) 0.029(4) -0.009(3) 0.001(3) 0.002(3) C17 0.025(3) 0.030(4) 0.015(3) -0.010(3) 0.000(3) -0.003(3) C18 0.036(4) 0.022(4) 0.025(4) -0.005(3) 0.004(3) 0.004(3) C19 0.054(4) 0.028(4) 0.015(3) 0.003(3) 0.000(3) 0.002(4) C20 0.038(4) 0.028(4) 0.023(3) 0.002(3) -0.013(3) 0.012(3) C21 0.026(3) 0.027(4) 0.023(3) -0.003(3) -0.004(3) 0.002(3) C22 0.113(10) 0.029(5) 0.049(6) -0.005(4) -0.026(6) -0.026(6) C23 0.035(5) 0.062(7) 0.120(11) -0.065(8) 0.006(6) -0.006(5) C24 0.120(10) 0.048(7) 0.040(6) -0.007(5) 0.009(6) -0.050(7) C25 0.100(9) 0.032(6) 0.125(12) -0.042(7) -0.067(9) 0.034(6) C26 0.063(7) 0.107(11) 0.075(8) -0.077(8) 0.040(6) -0.045(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C26 2.010(8) . ? Fe1 C23 2.012(9) . ? Fe1 C21 2.013(7) . ? Fe1 C25 2.016(10) . ? Fe1 C18 2.030(7) . ? Fe1 C22 2.031(10) . ? Fe1 C17 2.037(7) . ? Fe1 C24 2.042(9) . ? Fe1 C20 2.060(7) . ? Fe1 C19 2.070(7) . ? Cl1 C8 1.743(7) . ? Cl2 C14 1.760(7) . ? O1 C1 1.199(8) . ? O2 C2 1.201(8) . ? N1 C1 1.394(8) . ? N1 C2 1.397(9) . ? N1 C5 1.414(9) . ? N2 C3 1.391(8) . ? N2 C2 1.399(9) . ? N2 C11 1.445(8) . ? C1 C3 1.490(9) . ? C3 C4 1.356(9) . ? C4 C17 1.433(10) . ? C4 H4 0.9500 . ? C5 C10 1.386(10) . ? C5 C6 1.393(10) . ? C6 C7 1.365(10) . ? C6 H6 0.9500 . ? C7 C8 1.373(10) . ? C7 H7 0.9500 . ? C8 C9 1.379(10) . ? C9 C10 1.380(10) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C16 1.372(9) . ? C11 C12 1.393(9) . ? C12 C13 1.386(10) . ? C12 H12 0.9500 . ? C13 C14 1.349(9) . ? C13 H13 0.9500 . ? C14 C15 1.379(10) . ? C15 C16 1.387(10) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.416(9) . ? C17 C21 1.439(10) . ? C18 C19 1.407(10) . ? C18 H18 0.9500 . ? C19 C20 1.421(10) . ? C19 H19 0.9500 . ? C20 C21 1.392(10) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.323(16) . ? C22 C26 1.328(17) . ? C22 H22 0.9500 . ? C23 C24 1.389(16) . ? C23 H23 0.9500 . ? C24 C25 1.372(16) . ? C24 H24 0.9500 . ? C25 C26 1.372(18) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? 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 C26 Fe1 C23 65.2(4) . . ? C26 Fe1 C21 109.3(3) . . ? C23 Fe1 C21 152.4(5) . . ? C26 Fe1 C25 39.8(5) . . ? C23 Fe1 C25 66.1(4) . . ? C21 Fe1 C25 128.4(5) . . ? C26 Fe1 C18 164.1(6) . . ? C23 Fe1 C18 108.9(3) . . ? C21 Fe1 C18 68.6(3) . . ? C25 Fe1 C18 153.5(6) . . ? C26 Fe1 C22 38.4(5) . . ? C23 Fe1 C22 38.2(5) . . ? C21 Fe1 C22 120.4(4) . . ? C25 Fe1 C22 65.3(5) . . ? C18 Fe1 C22 128.0(4) . . ? C26 Fe1 C17 127.2(5) . . ? C23 Fe1 C17 118.2(4) . . ? C21 Fe1 C17 41.6(3) . . ? C25 Fe1 C17 165.4(6) . . ? C18 Fe1 C17 40.8(3) . . ? C22 Fe1 C17 108.6(3) . . ? C26 Fe1 C24 66.5(4) . . ? C23 Fe1 C24 40.1(5) . . ? C21 Fe1 C24 165.5(5) . . ? C25 Fe1 C24 39.5(5) . . ? C18 Fe1 C24 119.4(4) . . ? C22 Fe1 C24 65.7(4) . . ? C17 Fe1 C24 152.1(5) . . ? C26 Fe1 C20 121.2(4) . . ? C23 Fe1 C20 166.7(5) . . ? C21 Fe1 C20 40.0(3) . . ? C25 Fe1 C20 110.5(4) . . ? C18 Fe1 C20 68.0(3) . . ? C22 Fe1 C20 153.7(4) . . ? C17 Fe1 C20 68.6(3) . . ? C24 Fe1 C20 129.0(4) . . ? C26 Fe1 C19 155.0(5) . . ? C23 Fe1 C19 129.2(4) . . ? C21 Fe1 C19 67.6(3) . . ? C25 Fe1 C19 121.2(5) . . ? C18 Fe1 C19 40.1(3) . . ? C22 Fe1 C19 165.0(4) . . ? C17 Fe1 C19 68.2(3) . . ? C24 Fe1 C19 109.9(4) . . ? C20 Fe1 C19 40.2(3) . . ? C1 N1 C2 111.7(5) . . ? C1 N1 C5 124.9(5) . . ? C2 N1 C5 123.4(5) . . ? C3 N2 C2 110.4(5) . . ? C3 N2 C11 125.7(5) . . ? C2 N2 C11 118.9(5) . . ? O1 C1 N1 125.5(6) . . ? O1 C1 C3 129.9(6) . . ? N1 C1 C3 104.7(5) . . ? O2 C2 N1 127.5(6) . . ? O2 C2 N2 125.9(6) . . ? N1 C2 N2 106.5(5) . . ? C4 C3 N2 131.4(6) . . ? C4 C3 C1 121.9(6) . . ? N2 C3 C1 106.6(5) . . ? C3 C4 C17 131.1(6) . . ? C3 C4 H4 114.5 . . ? C17 C4 H4 114.5 . . ? C10 C5 C6 118.9(7) . . ? C10 C5 N1 120.6(6) . . ? C6 C5 N1 120.5(6) . . ? C7 C6 C5 120.9(7) . . ? C7 C6 H6 119.5 . . ? C5 C6 H6 119.5 . . ? C6 C7 C8 119.4(6) . . ? C6 C7 H7 120.3 . . ? C8 C7 H7 120.3 . . ? C7 C8 C9 120.9(7) . . ? C7 C8 Cl1 119.7(5) . . ? C9 C8 Cl1 119.4(6) . . ? C8 C9 C10 119.5(7) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C9 C10 C5 120.1(7) . . ? C9 C10 H10 119.9 . . ? C5 C10 H10 119.9 . . ? C16 C11 C12 120.7(6) . . ? C16 C11 N2 120.2(6) . . ? C12 C11 N2 119.1(5) . . ? C13 C12 C11 119.3(6) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C14 C13 C12 118.8(6) . . ? C14 C13 H13 120.6 . . ? C12 C13 H13 120.6 . . ? C13 C14 C15 123.3(6) . . ? C13 C14 Cl2 118.9(5) . . ? C15 C14 Cl2 117.7(5) . . ? C14 C15 C16 118.0(6) . . ? C14 C15 H15 121.0 . . ? C16 C15 H15 121.0 . . ? C11 C16 C15 119.9(6) . . ? C11 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C18 C17 C4 130.8(6) . . ? C18 C17 C21 105.8(6) . . ? C4 C17 C21 122.9(6) . . ? C18 C17 Fe1 69.4(4) . . ? C4 C17 Fe1 120.3(5) . . ? C21 C17 Fe1 68.3(4) . . ? C19 C18 C17 109.2(6) . . ? C19 C18 Fe1 71.4(4) . . ? C17 C18 Fe1 69.9(4) . . ? C19 C18 H18 125.4 . . ? C17 C18 H18 125.4 . . ? Fe1 C18 H18 124.9 . . ? C18 C19 C20 107.9(6) . . ? C18 C19 Fe1 68.4(4) . . ? C20 C19 Fe1 69.5(4) . . ? C18 C19 H19 126.1 . . ? C20 C19 H19 126.1 . . ? Fe1 C19 H19 127.6 . . ? C21 C20 C19 107.8(6) . . ? C21 C20 Fe1 68.2(4) . . ? C19 C20 Fe1 70.3(4) . . ? C21 C20 H20 126.1 . . ? C19 C20 H20 126.1 . . ? Fe1 C20 H20 126.9 . . ? C20 C21 C17 109.3(6) . . ? C20 C21 Fe1 71.8(4) . . ? C17 C21 Fe1 70.1(4) . . ? C20 C21 H21 125.3 . . ? C17 C21 H21 125.3 . . ? Fe1 C21 H21 124.3 . . ? C23 C22 C26 109.5(11) . . ? C23 C22 Fe1 70.1(6) . . ? C26 C22 Fe1 70.0(6) . . ? C23 C22 H22 125.2 . . ? C26 C22 H22 125.2 . . ? Fe1 C22 H22 126.3 . . ? C22 C23 C24 109.0(9) . . ? C22 C23 Fe1 71.7(6) . . ? C24 C23 Fe1 71.1(6) . . ? C22 C23 H23 125.5 . . ? C24 C23 H23 125.5 . . ? Fe1 C23 H23 123.3 . . ? C25 C24 C23 105.3(9) . . ? C25 C24 Fe1 69.2(6) . . ? C23 C24 Fe1 68.8(6) . . ? C25 C24 H24 127.3 . . ? C23 C24 H24 127.3 . . ? Fe1 C24 H24 126.2 . . ? C26 C25 C24 108.1(9) . . ? C26 C25 Fe1 69.9(6) . . ? C24 C25 Fe1 71.3(6) . . ? C26 C25 H25 126.0 . . ? C24 C25 H25 126.0 . . ? Fe1 C25 H25 124.5 . . ? C22 C26 C25 108.0(9) . . ? C22 C26 Fe1 71.6(6) . . ? C25 C26 Fe1 70.3(5) . . ? C22 C26 H26 126.0 . . ? C25 C26 H26 126.0 . . ? Fe1 C26 H26 123.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 C1 O1 -178.2(6) . . . . ? C5 N1 C1 O1 2.3(10) . . . . ? C2 N1 C1 C3 1.0(7) . . . . ? C5 N1 C1 C3 -178.5(6) . . . . ? C1 N1 C2 O2 178.6(7) . . . . ? C5 N1 C2 O2 -1.9(11) . . . . ? C1 N1 C2 N2 0.7(7) . . . . ? C5 N1 C2 N2 -179.7(6) . . . . ? C3 N2 C2 O2 179.7(7) . . . . ? C11 N2 C2 O2 23.1(10) . . . . ? C3 N2 C2 N1 -2.4(7) . . . . ? C11 N2 C2 N1 -159.0(5) . . . . ? C2 N2 C3 C4 178.5(7) . . . . ? C11 N2 C3 C4 -26.8(11) . . . . ? C2 N2 C3 C1 3.0(7) . . . . ? C11 N2 C3 C1 157.7(6) . . . . ? O1 C1 C3 C4 0.7(11) . . . . ? N1 C1 C3 C4 -178.5(6) . . . . ? O1 C1 C3 N2 176.8(7) . . . . ? N1 C1 C3 N2 -2.4(7) . . . . ? N2 C3 C4 C17 -3.4(12) . . . . ? C1 C3 C4 C17 171.6(7) . . . . ? C1 N1 C5 C10 78.6(9) . . . . ? C2 N1 C5 C10 -100.8(8) . . . . ? C1 N1 C5 C6 -102.0(8) . . . . ? C2 N1 C5 C6 78.6(9) . . . . ? C10 C5 C6 C7 2.1(10) . . . . ? N1 C5 C6 C7 -177.3(6) . . . . ? C5 C6 C7 C8 -1.6(11) . . . . ? C6 C7 C8 C9 -1.0(11) . . . . ? C6 C7 C8 Cl1 178.7(5) . . . . ? C7 C8 C9 C10 3.1(10) . . . . ? Cl1 C8 C9 C10 -176.6(5) . . . . ? C8 C9 C10 C5 -2.6(10) . . . . ? C6 C5 C10 C9 0.0(10) . . . . ? N1 C5 C10 C9 179.5(6) . . . . ? C3 N2 C11 C16 135.5(7) . . . . ? C2 N2 C11 C16 -71.8(8) . . . . ? C3 N2 C11 C12 -44.0(9) . . . . ? C2 N2 C11 C12 108.7(7) . . . . ? C16 C11 C12 C13 -0.8(10) . . . . ? N2 C11 C12 C13 178.7(6) . . . . ? C11 C12 C13 C14 0.5(10) . . . . ? C12 C13 C14 C15 0.0(11) . . . . ? C12 C13 C14 Cl2 178.6(5) . . . . ? C13 C14 C15 C16 -0.2(11) . . . . ? Cl2 C14 C15 C16 -178.8(5) . . . . ? C12 C11 C16 C15 0.7(10) . . . . ? N2 C11 C16 C15 -178.8(6) . . . . ? C14 C15 C16 C11 -0.1(10) . . . . ? C3 C4 C17 C18 -28.9(12) . . . . ? C3 C4 C17 C21 160.8(7) . . . . ? C3 C4 C17 Fe1 -116.9(7) . . . . ? C26 Fe1 C17 C18 -165.7(6) . . . . ? C23 Fe1 C17 C18 -86.7(6) . . . . ? C21 Fe1 C17 C18 117.6(6) . . . . ? C25 Fe1 C17 C18 169.9(14) . . . . ? C22 Fe1 C17 C18 -127.2(6) . . . . ? C24 Fe1 C17 C18 -54.3(8) . . . . ? C20 Fe1 C17 C18 80.6(4) . . . . ? C19 Fe1 C17 C18 37.2(4) . . . . ? C26 Fe1 C17 C4 -39.6(8) . . . . ? C23 Fe1 C17 C4 39.3(7) . . . . ? C21 Fe1 C17 C4 -116.3(7) . . . . ? C25 Fe1 C17 C4 -64.0(17) . . . . ? C18 Fe1 C17 C4 126.1(7) . . . . ? C22 Fe1 C17 C4 -1.2(7) . . . . ? C24 Fe1 C17 C4 71.7(9) . . . . ? C20 Fe1 C17 C4 -153.3(6) . . . . ? C19 Fe1 C17 C4 163.3(6) . . . . ? C26 Fe1 C17 C21 76.7(6) . . . . ? C23 Fe1 C17 C21 155.7(5) . . . . ? C25 Fe1 C17 C21 52.3(16) . . . . ? C18 Fe1 C17 C21 -117.6(6) . . . . ? C22 Fe1 C17 C21 115.2(6) . . . . ? C24 Fe1 C17 C21 -171.9(7) . . . . ? C20 Fe1 C17 C21 -37.0(4) . . . . ? C19 Fe1 C17 C21 -80.4(4) . . . . ? C4 C17 C18 C19 -173.6(7) . . . . ? C21 C17 C18 C19 -2.0(8) . . . . ? Fe1 C17 C18 C19 -60.9(5) . . . . ? C4 C17 C18 Fe1 -112.7(7) . . . . ? C21 C17 C18 Fe1 58.8(5) . . . . ? C26 Fe1 C18 C19 165.6(11) . . . . ? C23 Fe1 C18 C19 -129.1(6) . . . . ? C21 Fe1 C18 C19 80.3(5) . . . . ? C25 Fe1 C18 C19 -54.9(10) . . . . ? C22 Fe1 C18 C19 -167.2(5) . . . . ? C17 Fe1 C18 C19 119.5(6) . . . . ? C24 Fe1 C18 C19 -86.4(6) . . . . ? C20 Fe1 C18 C19 37.1(4) . . . . ? C26 Fe1 C18 C17 46.1(14) . . . . ? C23 Fe1 C18 C17 111.5(6) . . . . ? C21 Fe1 C18 C17 -39.2(4) . . . . ? C25 Fe1 C18 C17 -174.4(8) . . . . ? C22 Fe1 C18 C17 73.3(6) . . . . ? C24 Fe1 C18 C17 154.1(5) . . . . ? C20 Fe1 C18 C17 -82.4(4) . . . . ? C19 Fe1 C18 C17 -119.5(6) . . . . ? C17 C18 C19 C20 1.5(8) . . . . ? Fe1 C18 C19 C20 -58.4(5) . . . . ? C17 C18 C19 Fe1 59.9(5) . . . . ? C26 Fe1 C19 C18 -170.8(9) . . . . ? C23 Fe1 C19 C18 71.5(7) . . . . ? C21 Fe1 C19 C18 -82.8(5) . . . . ? C25 Fe1 C19 C18 154.7(6) . . . . ? C22 Fe1 C19 C18 42.5(16) . . . . ? C17 Fe1 C19 C18 -37.7(4) . . . . ? C24 Fe1 C19 C18 112.4(6) . . . . ? C20 Fe1 C19 C18 -120.0(6) . . . . ? C26 Fe1 C19 C20 -50.7(10) . . . . ? C23 Fe1 C19 C20 -168.5(6) . . . . ? C21 Fe1 C19 C20 37.2(4) . . . . ? C25 Fe1 C19 C20 -85.2(7) . . . . ? C18 Fe1 C19 C20 120.0(6) . . . . ? C22 Fe1 C19 C20 162.5(13) . . . . ? C17 Fe1 C19 C20 82.3(5) . . . . ? C24 Fe1 C19 C20 -127.5(6) . . . . ? C18 C19 C20 C21 -0.3(9) . . . . ? Fe1 C19 C20 C21 -58.1(5) . . . . ? C18 C19 C20 Fe1 57.8(5) . . . . ? C26 Fe1 C20 C21 -83.0(7) . . . . ? C23 Fe1 C20 C21 161.6(14) . . . . ? C25 Fe1 C20 C21 -126.0(7) . . . . ? C18 Fe1 C20 C21 82.5(4) . . . . ? C22 Fe1 C20 C21 -50.4(10) . . . . ? C17 Fe1 C20 C21 38.5(4) . . . . ? C24 Fe1 C20 C21 -166.8(6) . . . . ? C19 Fe1 C20 C21 119.5(6) . . . . ? C26 Fe1 C20 C19 157.5(7) . . . . ? C23 Fe1 C20 C19 42.1(17) . . . . ? C21 Fe1 C20 C19 -119.5(6) . . . . ? C25 Fe1 C20 C19 114.5(7) . . . . ? C18 Fe1 C20 C19 -37.0(4) . . . . ? C22 Fe1 C20 C19 -169.9(8) . . . . ? C17 Fe1 C20 C19 -81.0(5) . . . . ? C24 Fe1 C20 C19 73.7(6) . . . . ? C19 C20 C21 C17 -1.0(8) . . . . ? Fe1 C20 C21 C17 -60.3(5) . . . . ? C19 C20 C21 Fe1 59.3(5) . . . . ? C18 C17 C21 C20 1.9(8) . . . . ? C4 C17 C21 C20 174.3(6) . . . . ? Fe1 C17 C21 C20 61.4(5) . . . . ? C18 C17 C21 Fe1 -59.5(5) . . . . ? C4 C17 C21 Fe1 112.9(6) . . . . ? C26 Fe1 C21 C20 115.9(7) . . . . ? C23 Fe1 C21 C20 -171.0(7) . . . . ? C25 Fe1 C21 C20 75.4(7) . . . . ? C18 Fe1 C21 C20 -80.9(4) . . . . ? C22 Fe1 C21 C20 156.7(5) . . . . ? C17 Fe1 C21 C20 -119.3(6) . . . . ? C24 Fe1 C21 C20 45.5(15) . . . . ? C19 Fe1 C21 C20 -37.5(4) . . . . ? C26 Fe1 C21 C17 -124.8(6) . . . . ? C23 Fe1 C21 C17 -51.7(8) . . . . ? C25 Fe1 C21 C17 -165.3(6) . . . . ? C18 Fe1 C21 C17 38.4(4) . . . . ? C22 Fe1 C21 C17 -84.0(6) . . . . ? C24 Fe1 C21 C17 164.7(13) . . . . ? C20 Fe1 C21 C17 119.3(6) . . . . ? C19 Fe1 C21 C17 81.8(4) . . . . ? C26 Fe1 C22 C23 -120.7(10) . . . . ? C21 Fe1 C22 C23 156.4(6) . . . . ? C25 Fe1 C22 C23 -82.0(8) . . . . ? C18 Fe1 C22 C23 70.9(8) . . . . ? C17 Fe1 C22 C23 112.2(7) . . . . ? C24 Fe1 C22 C23 -38.4(7) . . . . ? C20 Fe1 C22 C23 -168.6(8) . . . . ? C19 Fe1 C22 C23 37.4(17) . . . . ? C23 Fe1 C22 C26 120.7(10) . . . . ? C21 Fe1 C22 C26 -83.0(8) . . . . ? C25 Fe1 C22 C26 38.6(7) . . . . ? C18 Fe1 C22 C26 -168.4(7) . . . . ? C17 Fe1 C22 C26 -127.1(7) . . . . ? C24 Fe1 C22 C26 82.3(8) . . . . ? C20 Fe1 C22 C26 -47.9(12) . . . . ? C19 Fe1 C22 C26 158.0(13) . . . . ? C26 C22 C23 C24 2.7(11) . . . . ? Fe1 C22 C23 C24 61.7(7) . . . . ? C26 C22 C23 Fe1 -59.0(7) . . . . ? C26 Fe1 C23 C22 36.0(8) . . . . ? C21 Fe1 C23 C22 -48.3(10) . . . . ? C25 Fe1 C23 C22 80.0(8) . . . . ? C18 Fe1 C23 C22 -128.1(7) . . . . ? C17 Fe1 C23 C22 -84.5(7) . . . . ? C24 Fe1 C23 C22 118.4(9) . . . . ? C20 Fe1 C23 C22 157.7(13) . . . . ? C19 Fe1 C23 C22 -168.3(6) . . . . ? C26 Fe1 C23 C24 -82.4(8) . . . . ? C21 Fe1 C23 C24 -166.7(7) . . . . ? C25 Fe1 C23 C24 -38.4(7) . . . . ? C18 Fe1 C23 C24 113.5(6) . . . . ? C22 Fe1 C23 C24 -118.4(9) . . . . ? C17 Fe1 C23 C24 157.1(6) . . . . ? C20 Fe1 C23 C24 39.2(17) . . . . ? C19 Fe1 C23 C24 73.3(7) . . . . ? C22 C23 C24 C25 -2.1(11) . . . . ? Fe1 C23 C24 C25 59.9(7) . . . . ? C22 C23 C24 Fe1 -62.0(7) . . . . ? C26 Fe1 C24 C25 -38.0(7) . . . . ? C23 Fe1 C24 C25 -116.8(9) . . . . ? C21 Fe1 C24 C25 37.9(16) . . . . ? C18 Fe1 C24 C25 158.5(7) . . . . ? C22 Fe1 C24 C25 -80.1(8) . . . . ? C17 Fe1 C24 C25 -164.0(8) . . . . ? C20 Fe1 C24 C25 74.0(8) . . . . ? C19 Fe1 C24 C25 115.3(7) . . . . ? C26 Fe1 C24 C23 78.8(8) . . . . ? C21 Fe1 C24 C23 154.7(12) . . . . ? C25 Fe1 C24 C23 116.8(9) . . . . ? C18 Fe1 C24 C23 -84.7(6) . . . . ? C22 Fe1 C24 C23 36.7(6) . . . . ? C17 Fe1 C24 C23 -47.2(9) . . . . ? C20 Fe1 C24 C23 -169.2(6) . . . . ? C19 Fe1 C24 C23 -127.9(6) . . . . ? C23 C24 C25 C26 0.8(11) . . . . ? Fe1 C24 C25 C26 60.5(7) . . . . ? C23 C24 C25 Fe1 -59.7(7) . . . . ? C23 Fe1 C25 C26 -79.3(8) . . . . ? C21 Fe1 C25 C26 73.0(7) . . . . ? C18 Fe1 C25 C26 -163.9(8) . . . . ? C22 Fe1 C25 C26 -37.2(7) . . . . ? C17 Fe1 C25 C26 30.9(18) . . . . ? C24 Fe1 C25 C26 -118.3(9) . . . . ? C20 Fe1 C25 C26 114.6(7) . . . . ? C19 Fe1 C25 C26 158.0(6) . . . . ? C26 Fe1 C25 C24 118.3(9) . . . . ? C23 Fe1 C25 C24 38.9(7) . . . . ? C21 Fe1 C25 C24 -168.7(6) . . . . ? C18 Fe1 C25 C24 -45.7(11) . . . . ? C22 Fe1 C25 C24 81.0(7) . . . . ? C17 Fe1 C25 C24 149.1(13) . . . . ? C20 Fe1 C25 C24 -127.1(6) . . . . ? C19 Fe1 C25 C24 -83.7(7) . . . . ? C23 C22 C26 C25 -2.1(11) . . . . ? Fe1 C22 C26 C25 -61.2(7) . . . . ? C23 C22 C26 Fe1 59.1(7) . . . . ? C24 C25 C26 C22 0.8(11) . . . . ? Fe1 C25 C26 C22 62.1(7) . . . . ? C24 C25 C26 Fe1 -61.3(7) . . . . ? C23 Fe1 C26 C22 -35.9(7) . . . . ? C21 Fe1 C26 C22 114.9(7) . . . . ? C25 Fe1 C26 C22 -117.7(9) . . . . ? C18 Fe1 C26 C22 35.4(16) . . . . ? C17 Fe1 C26 C22 71.6(7) . . . . ? C24 Fe1 C26 C22 -80.0(7) . . . . ? C20 Fe1 C26 C22 157.4(6) . . . . ? C19 Fe1 C26 C22 -166.8(8) . . . . ? C23 Fe1 C26 C25 81.8(8) . . . . ? C21 Fe1 C26 C25 -127.4(7) . . . . ? C18 Fe1 C26 C25 153.1(13) . . . . ? C22 Fe1 C26 C25 117.7(9) . . . . ? C17 Fe1 C26 C25 -170.7(7) . . . . ? C24 Fe1 C26 C25 37.7(7) . . . . ? C20 Fe1 C26 C25 -84.9(7) . . . . ? C19 Fe1 C26 C25 -49.2(11) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.240 _refine_diff_density_min -0.892 _refine_diff_density_rms 0.127 #===END