# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2005 data_global _journal_name_full 'New J.Chem.(Nouv.J.Chim.)' _journal_coden_Cambridge 0440 _audit_creation_date 10-05-02 _publ_contact_author_name 'Dominique Mandon' _publ_contact_author_address ; Laboratoire de Chimie Biomimetique des Metaux de Transition Institut Le Bel, rue Blaise Pascal, 67000 STRASBOURG, FRANCE ; _publ_contact_author_phone 0390241537 _publ_contact_author_fax 0390245001 _publ_contact_author_email mandon@chimie.u-strasbg.fr _publ_requested_category ? _publ_section_title ; Square pyramidal Geometry around the FeCl2 Center and Tridentate Coordination Mode of the Tripod in the [6-(3\~O-cyanophenyl)-2-pyridylmethyl]bis(2-pyridylmethyl)amine: a Solid State Effect. ; loop_ _publ_author_name _publ_author_address N.Thallaj ; Laboratoire de Chimie Biomimtique des Metaux de transition, UMR CNRS 7513, Universite Louis Pasteur Strasbourg France ; A.Machkour ; Laboratoire de Chimie Biomimtique des Metaux de transition, UMR CNRS 7513, Universite Louis Pasteur Strasbourg France ; D.Mandon ; Laboratoire de Chimie Biomimtique des Metaux de transition, UMR CNRS 7513, Universite Louis Pasteur Strasbourg France ; R.Welter ; Laboratoire DECMET, UMR CNRS 7513 Universite Louis Pasteur Strasbourg France ; _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; ? ; _publ_section_references ; Burla, M.C., Camalli, M., Cascarano, G.,Giacovazzo, C., Polidori, G., Spagna, R. &Viterbo, D. (1989). SIR. J. Appl. Cryst. 22, 389-393. A.L. Spek, PLATON 98, Utrecht University, The Netherland, 1998. KappaCCD Operation Manual (1997), Nonius B.V., Delft, The Nederlands. Otwinowski, Z. & Minor, W. (1997), Methods in Enzymology, 276, 307-326. Sheldrick, G.M. (1997). SHELXL97. Program for the refinement of crystal structures. University of Gottingen. Germany. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; data_nassermono _database_code_depnum_ccdc_archive 'CCDC 274995' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H21 Cl2 Fe N5' _chemical_formula_sum 'C25 H21 Cl2 Fe N5' _chemical_formula_weight 518.22 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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 10.981(5) _cell_length_b 12.583(5) _cell_length_c 17.066(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.946(5) _cell_angle_gamma 90.00 _cell_volume 2335.4(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 19949 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description prism _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 1.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 0.898 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6781 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1409 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 29.95 _reflns_number_total 6780 _reflns_number_gt 4054 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6780 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1147 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.1204 _refine_ls_wR_factor_gt 0.1016 _refine_ls_goodness_of_fit_ref 0.853 _refine_ls_restrained_S_all 0.853 _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 Fe Fe 0.85159(3) 0.80527(3) 0.13926(2) 0.02740(11) Uani 1 1 d . . . Cl2 Cl 1.04393(6) 0.77601(6) 0.09833(4) 0.03355(17) Uani 1 1 d . . . Cl1 Cl 0.75786(7) 0.64331(6) 0.15041(5) 0.0452(2) Uani 1 1 d . . . N1 N 0.85323(18) 0.98449(16) 0.14654(11) 0.0234(5) Uani 1 1 d . . . N4 N 0.68701(18) 1.18861(16) 0.08896(12) 0.0254(5) Uani 1 1 d . . . C5 C 0.9469(2) 0.9373(2) 0.28044(14) 0.0245(5) Uani 1 1 d . . . N2 N 0.90129(19) 0.84016(17) 0.26162(12) 0.0269(5) Uani 1 1 d . . . C18 C 0.6812(2) 1.2949(2) 0.08033(15) 0.0273(6) Uani 1 1 d . . . C7 C 0.8784(2) 1.0156(2) 0.06685(15) 0.0268(6) Uani 1 1 d . . . H7A H 0.9640 0.9970 0.0604 0.032 Uiso 1 1 calc . . . H7B H 0.8680 1.0933 0.0598 0.032 Uiso 1 1 calc . . . N3 N 0.7572(2) 0.85992(18) 0.02728(13) 0.0304(5) Uani 1 1 d . . . C19 C 0.6401(2) 1.3338(2) -0.00131(16) 0.0291(6) Uani 1 1 d . . . C6 C 0.9554(2) 1.0086(2) 0.20989(14) 0.0250(5) Uani 1 1 d . . . H6A H 0.9510 1.0840 0.2259 0.030 Uiso 1 1 calc . . . H6B H 1.0350 0.9972 0.1902 0.030 Uiso 1 1 calc . . . C15 C 0.7603(2) 1.2123(2) 0.22679(15) 0.0294(6) Uani 1 1 d . . . H15 H 0.7885 1.1821 0.2771 0.035 Uiso 1 1 calc . . . C23 C 0.5479(2) 1.2965(2) -0.13532(16) 0.0321(6) Uani 1 1 d . . . C24 C 0.5875(2) 1.2621(2) -0.05894(16) 0.0301(6) Uani 1 1 d . . . H24 H 0.5790 1.1895 -0.0456 0.036 Uiso 1 1 calc . . . C16 C 0.7524(3) 1.3212(2) 0.21708(16) 0.0346(7) Uani 1 1 d . . . H16 H 0.7751 1.3668 0.2610 0.042 Uiso 1 1 calc . . . C8 C 0.7894(2) 0.9574(2) 0.00569(15) 0.0286(6) Uani 1 1 d . . . C25 C 0.4928(3) 1.2196(3) -0.19249(17) 0.0373(7) Uani 1 1 d . . . C12 C 0.6789(3) 0.8024(2) -0.02456(18) 0.0383(7) Uani 1 1 d . . . H12 H 0.6548 0.7337 -0.0095 0.046 Uiso 1 1 calc . . . C10 C 0.6682(3) 0.9402(3) -0.12030(17) 0.0468(8) Uani 1 1 d . . . H10 H 0.6386 0.9674 -0.1713 0.056 Uiso 1 1 calc . . . C9 C 0.7468(3) 1.0005(3) -0.06749(15) 0.0366(7) Uani 1 1 d . . . H9 H 0.7708 1.0698 -0.0812 0.044 Uiso 1 1 calc . . . C13 C 0.7343(2) 1.0288(2) 0.16548(14) 0.0254(5) Uani 1 1 d . . . H13A H 0.7228 1.0060 0.2195 0.030 Uiso 1 1 calc . . . H13B H 0.6662 0.9982 0.1282 0.030 Uiso 1 1 calc . . . C14 C 0.7261(2) 1.1479(2) 0.16103(14) 0.0246(5) Uani 1 1 d . . . C17 C 0.7118(3) 1.3635(2) 0.14401(16) 0.0329(6) Uani 1 1 d . . . H17 H 0.7047 1.4383 0.1370 0.040 Uiso 1 1 calc . . . C20 C 0.6530(3) 1.4397(2) -0.02278(17) 0.0388(7) Uani 1 1 d . . . H20 H 0.6886 1.4894 0.0156 0.047 Uiso 1 1 calc . . . C21 C 0.6139(3) 1.4734(2) -0.10009(18) 0.0421(7) Uani 1 1 d . . . H21 H 0.6243 1.5456 -0.1140 0.050 Uiso 1 1 calc . . . C22 C 0.5604(3) 1.4027(2) -0.15651(17) 0.0381(7) Uani 1 1 d . . . H22 H 0.5325 1.4260 -0.2089 0.046 Uiso 1 1 calc . . . N5 N 0.4509(3) 1.1568(2) -0.23703(15) 0.0497(7) Uani 1 1 d . . . C1 C 0.8969(3) 0.7699(2) 0.32091(17) 0.0335(6) Uani 1 1 d . . . H1 H 0.8632 0.7014 0.3086 0.040 Uiso 1 1 calc . . . C2 C 0.9393(3) 0.7938(2) 0.39859(16) 0.0378(7) Uani 1 1 d . . . H2 H 0.9371 0.7420 0.4389 0.045 Uiso 1 1 calc . . . C3 C 0.9847(3) 0.8938(2) 0.41700(16) 0.0397(7) Uani 1 1 d . . . H3 H 1.0145 0.9119 0.4703 0.048 Uiso 1 1 calc . . . C4 C 0.9868(3) 0.9678(2) 0.35735(15) 0.0334(6) Uani 1 1 d . . . H4 H 1.0150 1.0381 0.3691 0.040 Uiso 1 1 calc . . . C11 C 0.6333(3) 0.8405(3) -0.09856(17) 0.0456(8) Uani 1 1 d . . . H11 H 0.5785 0.7987 -0.1340 0.055 Uiso 1 1 calc . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.0364(2) 0.01721(19) 0.0278(2) -0.00314(16) 0.00178(16) -0.00012(16) Cl2 0.0363(4) 0.0379(4) 0.0262(3) -0.0027(3) 0.0031(3) 0.0029(3) Cl1 0.0428(4) 0.0201(3) 0.0725(6) -0.0054(3) 0.0068(4) -0.0051(3) N1 0.0276(11) 0.0224(11) 0.0202(10) 0.0019(9) 0.0031(8) -0.0019(9) N4 0.0281(11) 0.0211(11) 0.0259(11) 0.0005(9) 0.0001(9) -0.0001(9) C5 0.0258(13) 0.0221(13) 0.0259(13) 0.0018(10) 0.0046(10) 0.0018(10) N2 0.0348(12) 0.0211(11) 0.0259(11) 0.0013(9) 0.0079(9) 0.0007(9) C18 0.0306(14) 0.0206(13) 0.0304(14) 0.0011(11) 0.0029(11) -0.0011(11) C7 0.0329(14) 0.0246(14) 0.0238(13) 0.0023(11) 0.0066(11) -0.0014(11) N3 0.0309(12) 0.0295(13) 0.0302(12) -0.0072(10) 0.0021(9) 0.0003(10) C19 0.0308(14) 0.0236(14) 0.0324(15) 0.0019(11) 0.0026(11) 0.0025(11) C6 0.0287(14) 0.0216(13) 0.0243(13) 0.0001(10) 0.0018(10) -0.0030(10) C15 0.0349(15) 0.0286(15) 0.0244(13) -0.0011(11) 0.0030(11) 0.0011(11) C23 0.0295(14) 0.0328(16) 0.0334(15) 0.0008(12) 0.0022(12) -0.0011(12) C24 0.0314(15) 0.0246(14) 0.0343(15) 0.0022(12) 0.0043(12) -0.0004(11) C16 0.0434(17) 0.0269(15) 0.0328(15) -0.0098(12) 0.0025(12) -0.0026(12) C8 0.0298(14) 0.0321(15) 0.0246(13) -0.0027(11) 0.0065(11) 0.0031(11) C25 0.0392(16) 0.0418(18) 0.0304(16) 0.0061(14) 0.0034(13) 0.0007(14) C12 0.0338(16) 0.0407(17) 0.0396(17) -0.0117(14) 0.0024(12) -0.0038(13) C10 0.0482(19) 0.065(2) 0.0250(16) 0.0003(15) -0.0036(13) 0.0030(17) C9 0.0376(16) 0.0476(18) 0.0246(14) 0.0045(13) 0.0045(12) 0.0004(13) C13 0.0282(13) 0.0243(13) 0.0236(13) 0.0014(11) 0.0037(10) -0.0027(10) C14 0.0267(13) 0.0230(13) 0.0249(13) 0.0019(10) 0.0059(10) 0.0004(10) C17 0.0458(17) 0.0173(13) 0.0355(16) -0.0035(11) 0.0046(13) -0.0010(12) C20 0.0517(18) 0.0225(15) 0.0404(17) 0.0007(13) 0.0005(14) -0.0031(13) C21 0.0559(19) 0.0234(15) 0.0452(18) 0.0077(13) 0.0010(15) -0.0023(14) C22 0.0399(17) 0.0363(17) 0.0363(16) 0.0087(13) -0.0005(13) 0.0037(13) N5 0.0590(18) 0.0475(17) 0.0408(16) -0.0016(14) 0.0008(13) -0.0111(14) C1 0.0438(17) 0.0239(14) 0.0346(16) 0.0066(12) 0.0120(13) 0.0015(12) C2 0.0514(18) 0.0358(17) 0.0279(15) 0.0115(13) 0.0111(13) 0.0062(14) C3 0.0514(18) 0.0428(18) 0.0245(15) 0.0029(13) 0.0037(13) 0.0007(15) C4 0.0421(16) 0.0306(15) 0.0269(14) -0.0003(12) 0.0029(12) -0.0035(12) C11 0.0376(17) 0.064(2) 0.0327(17) -0.0133(16) -0.0044(13) -0.0033(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe N2 2.130(2) . ? Fe N3 2.157(2) . ? Fe N1 2.258(2) . ? Fe Cl1 2.3029(11) . ? Fe Cl2 2.3435(12) . ? N1 C7 1.477(3) . ? N1 C6 1.478(3) . ? N1 C13 1.496(3) . ? N4 C18 1.346(3) . ? N4 C14 1.346(3) . ? C5 N2 1.343(3) . ? C5 C4 1.379(3) . ? C5 C6 1.515(3) . ? N2 C1 1.350(3) . ? C18 C17 1.392(4) . ? C18 C19 1.487(4) . ? C7 C8 1.516(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? N3 C8 1.342(4) . ? N3 C12 1.355(3) . ? C19 C20 1.394(4) . ? C19 C24 1.399(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C15 C16 1.382(4) . ? C15 C14 1.393(4) . ? C15 H15 0.9500 . ? C23 C24 1.385(4) . ? C23 C22 1.397(4) . ? C23 C25 1.445(4) . ? C24 H24 0.9500 . ? C16 C17 1.372(4) . ? C16 H16 0.9500 . ? C8 C9 1.383(4) . ? C25 N5 1.148(4) . ? C12 C11 1.379(4) . ? C12 H12 0.9500 . ? C10 C11 1.377(5) . ? C10 C9 1.384(4) . ? C10 H10 0.9500 . ? C9 H9 0.9500 . ? C13 C14 1.503(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C17 H17 0.9500 . ? C20 C21 1.396(4) . ? C20 H20 0.9500 . ? C21 C22 1.381(4) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C1 C2 1.376(4) . ? C1 H1 0.9500 . ? C2 C3 1.374(4) . ? C2 H2 0.9500 . ? C3 C4 1.382(4) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C11 H11 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 N2 Fe N3 146.06(9) . . ? N2 Fe N1 75.00(8) . . ? N3 Fe N1 74.31(8) . . ? N2 Fe Cl1 99.10(6) . . ? N3 Fe Cl1 100.94(7) . . ? N1 Fe Cl1 151.56(6) . . ? N2 Fe Cl2 101.85(6) . . ? N3 Fe Cl2 97.39(6) . . ? N1 Fe Cl2 99.94(6) . . ? Cl1 Fe Cl2 108.49(4) . . ? C7 N1 C6 113.55(19) . . ? C7 N1 C13 112.33(18) . . ? C6 N1 C13 111.25(19) . . ? C7 N1 Fe 102.41(14) . . ? C6 N1 Fe 104.18(14) . . ? C13 N1 Fe 112.54(14) . . ? C18 N4 C14 118.8(2) . . ? N2 C5 C4 122.6(2) . . ? N2 C5 C6 114.3(2) . . ? C4 C5 C6 123.0(2) . . ? C5 N2 C1 117.9(2) . . ? C5 N2 Fe 117.30(17) . . ? C1 N2 Fe 124.69(19) . . ? N4 C18 C17 121.9(2) . . ? N4 C18 C19 115.7(2) . . ? C17 C18 C19 122.5(2) . . ? N1 C7 C8 108.7(2) . . ? N1 C7 H7A 109.9 . . ? C8 C7 H7A 109.9 . . ? N1 C7 H7B 109.9 . . ? C8 C7 H7B 109.9 . . ? H7A C7 H7B 108.3 . . ? C8 N3 C12 118.5(2) . . ? C8 N3 Fe 114.95(17) . . ? C12 N3 Fe 126.3(2) . . ? C20 C19 C24 118.6(3) . . ? C20 C19 C18 122.2(2) . . ? C24 C19 C18 119.3(2) . . ? N1 C6 C5 109.6(2) . . ? N1 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? N1 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? C16 C15 C14 118.3(2) . . ? C16 C15 H15 120.8 . . ? C14 C15 H15 120.8 . . ? C24 C23 C22 120.8(3) . . ? C24 C23 C25 118.3(3) . . ? C22 C23 C25 120.8(3) . . ? C23 C24 C19 120.4(3) . . ? C23 C24 H24 119.8 . . ? C19 C24 H24 119.8 . . ? C17 C16 C15 120.1(2) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? N3 C8 C9 122.5(3) . . ? N3 C8 C7 114.9(2) . . ? C9 C8 C7 122.6(3) . . ? N5 C25 C23 178.3(3) . . ? N3 C12 C11 122.0(3) . . ? N3 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? C11 C10 C9 119.7(3) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C8 C9 C10 118.4(3) . . ? C8 C9 H9 120.8 . . ? C10 C9 H9 120.8 . . ? N1 C13 C14 114.1(2) . . ? N1 C13 H13A 108.7 . . ? C14 C13 H13A 108.7 . . ? N1 C13 H13B 108.7 . . ? C14 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? N4 C14 C15 122.1(2) . . ? N4 C14 C13 115.8(2) . . ? C15 C14 C13 122.1(2) . . ? C16 C17 C18 118.8(2) . . ? C16 C17 H17 120.6 . . ? C18 C17 H17 120.6 . . ? C19 C20 C21 120.7(3) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.7 . . ? C22 C21 C20 120.6(3) . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C21 C22 C23 118.9(3) . . ? C21 C22 H22 120.5 . . ? C23 C22 H22 120.5 . . ? N2 C1 C2 122.4(3) . . ? N2 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C3 C2 C1 119.0(3) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.4(3) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 118.6(3) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C10 C11 C12 118.9(3) . . ? C10 C11 H11 120.5 . . ? C12 C11 H11 120.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 29.95 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.453 _refine_diff_density_min -0.305 _refine_diff_density_rms 0.068 # Attachment 'Q4 _ 274996.cif' data_nasserbinuc _database_code_depnum_ccdc_archive 'CCDC 274996' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H42 Cl2 Fe2 N10, C4 H10 O, Fe Cl4' _chemical_formula_sum 'C54 H52 Cl6 Fe3 N10 O' _chemical_formula_weight 1237.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 21.396(5) _cell_length_b 11.286(5) _cell_length_c 22.693(5) _cell_angle_alpha 90.0 _cell_angle_beta 90.656(5) _cell_angle_gamma 90.0 _cell_volume 5479(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5849 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour Yellow _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 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2536 _exptl_absorpt_coefficient_mu 1.126 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10664 _diffrn_reflns_av_R_equivalents 0.0544 _diffrn_reflns_av_sigmaI/netI 0.0934 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.43 _reflns_number_total 6250 _reflns_number_gt 4138 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ATOMS V6 (Dowty, 2002)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0635P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6250 _refine_ls_number_parameters 339 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0972 _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.1387 _refine_ls_wR_factor_gt 0.1122 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 0.18296(2) 0.21993(4) 0.044236(19) 0.02366(15) Uani 1 1 d . . . Cl1 Cl 0.26033(4) 0.39811(8) 0.02029(4) 0.0302(2) Uani 1 1 d . . . N4 N 0.13708(12) 0.3359(2) 0.10741(11) 0.0233(6) Uani 1 1 d . . . N5 N 0.11967(12) 0.0932(3) 0.08529(12) 0.0290(7) Uani 1 1 d . . . N2 N 0.11277(12) 0.3189(3) -0.00989(12) 0.0265(6) Uani 1 1 d . . . N3 N 0.23602(12) 0.1835(3) 0.12593(12) 0.0277(7) Uani 1 1 d . . . C18 C 0.09417(15) 0.3004(3) -0.06702(15) 0.0312(9) Uani 1 1 d . . . C5 C 0.21815(15) 0.2488(3) 0.17262(14) 0.0288(8) Uani 1 1 d . . . C4 C 0.23678(17) 0.2217(4) 0.22937(16) 0.0405(10) Uani 1 1 d . . . H4 H 0.2227 0.2680 0.2616 0.049 Uiso 1 1 calc . . . C19 C 0.10004(16) 0.1818(3) -0.09220(16) 0.0339(9) Uani 1 1 d . . . C7 C 0.07893(15) 0.2741(3) 0.12596(15) 0.0303(8) Uani 1 1 d . . . H7A H 0.0447 0.2946 0.0981 0.036 Uiso 1 1 calc . . . H7B H 0.0670 0.3033 0.1654 0.036 Uiso 1 1 calc . . . C15 C 0.07482(17) 0.5177(3) -0.01792(16) 0.0361(9) Uani 1 1 d . . . H15 H 0.0674 0.5919 0.0005 0.043 Uiso 1 1 calc . . . C9 C 0.05543(17) 0.0742(4) 0.17012(17) 0.0414(10) Uani 1 1 d . . . H9 H 0.0323 0.1110 0.2006 0.050 Uiso 1 1 calc . . . C12 C 0.12337(17) -0.0260(3) 0.08327(16) 0.0372(9) Uani 1 1 d . . . H12 H 0.1477 -0.0615 0.0533 0.045 Uiso 1 1 calc . . . C1 C 0.27405(16) 0.0911(3) 0.13616(16) 0.0340(9) Uani 1 1 d . . . H1 H 0.2869 0.0447 0.1036 0.041 Uiso 1 1 calc . . . C14 C 0.10144(14) 0.4257(3) 0.01352(15) 0.0260(8) Uani 1 1 d . . . C8 C 0.08549(14) 0.1424(3) 0.12832(15) 0.0294(8) Uani 1 1 d . . . C24 C 0.08100(16) 0.0837(3) -0.06062(16) 0.0367(9) Uani 1 1 d . . . H24 H 0.0662 0.0931 -0.0216 0.044 Uiso 1 1 calc . . . C13 C 0.12167(15) 0.4478(3) 0.07662(15) 0.0295(8) Uani 1 1 d . . . H13A H 0.1587 0.5003 0.0772 0.035 Uiso 1 1 calc . . . H13B H 0.0877 0.4887 0.0977 0.035 Uiso 1 1 calc . . . C2 C 0.29541(17) 0.0603(4) 0.19141(18) 0.0426(10) Uani 1 1 d . . . H2 H 0.3228 -0.0052 0.1967 0.051 Uiso 1 1 calc . . . C17 C 0.06812(16) 0.3913(4) -0.10075(15) 0.0379(9) Uani 1 1 d . . . H17 H 0.0566 0.3776 -0.1407 0.045 Uiso 1 1 calc . . . C16 C 0.05916(18) 0.5008(4) -0.07606(18) 0.0441(11) Uani 1 1 d . . . H16 H 0.0424 0.5640 -0.0989 0.053 Uiso 1 1 calc . . . C23 C 0.08336(17) -0.0297(4) -0.08579(19) 0.0433(10) Uani 1 1 d . . . C22 C 0.10659(19) -0.0454(4) -0.1428(2) 0.0506(11) Uani 1 1 d . . . H22 H 0.1093 -0.1225 -0.1593 0.061 Uiso 1 1 calc . . . C6 C 0.18010(16) 0.3569(3) 0.15787(15) 0.0318(8) Uani 1 1 d . . . H6A H 0.1555 0.3802 0.1927 0.038 Uiso 1 1 calc . . . H6B H 0.2086 0.4232 0.1483 0.038 Uiso 1 1 calc . . . C11 C 0.09355(18) -0.0981(3) 0.12264(19) 0.0453(10) Uani 1 1 d . . . H11 H 0.0965 -0.1818 0.1192 0.054 Uiso 1 1 calc . . . C20 C 0.12169(18) 0.1648(4) -0.15002(17) 0.0463(11) Uani 1 1 d . . . H20 H 0.1340 0.2313 -0.1728 0.056 Uiso 1 1 calc . . . C3 C 0.27627(18) 0.1261(4) 0.23885(17) 0.0473(11) Uani 1 1 d . . . H3 H 0.2899 0.1063 0.2776 0.057 Uiso 1 1 calc . . . C10 C 0.05942(19) -0.0481(4) 0.16704(19) 0.0514(12) Uani 1 1 d . . . H10 H 0.0389 -0.0965 0.1951 0.062 Uiso 1 1 calc . . . C25 C 0.06001(19) -0.1268(4) -0.0534(2) 0.0470(11) Uani 1 1 d . . . N1 N 0.03974(18) -0.2024(3) -0.02598(19) 0.0644(11) Uani 1 1 d . . . C21 C 0.1253(2) 0.0513(4) -0.17433(19) 0.0547(12) Uani 1 1 d . . . H21 H 0.1409 0.0412 -0.2130 0.066 Uiso 1 1 calc . . . Fe2 Fe 0.0000 0.47435(6) 0.2500 0.02590(19) Uani 1 2 d S . . Cl3 Cl 0.07012(4) 0.33845(8) 0.29256(4) 0.0325(2) Uani 1 1 d . . . Cl2 Cl 0.06627(4) 0.60237(8) 0.20200(4) 0.0371(2) Uani 1 1 d . . . C26 C 0.2198(4) -0.2702(8) -0.0449(3) 0.138(3) Uani 1 1 d . . . H26A H 0.1755 -0.2832 -0.0563 0.165 Uiso 1 1 calc . . . H26B H 0.2378 -0.3510 -0.0430 0.165 Uiso 1 1 calc . . . O1 O 0.2134(3) -0.2475(7) 0.0133(4) 0.089(2) Uani 0.50 1 d P . . C27 C 0.2436(4) -0.2321(7) -0.0984(3) 0.133(3) Uani 1 1 d . . . H27A H 0.2334 -0.2903 -0.1291 0.199 Uiso 1 1 calc . . . H27B H 0.2890 -0.2237 -0.0949 0.199 Uiso 1 1 calc . . . H27C H 0.2250 -0.1555 -0.1088 0.199 Uiso 1 1 calc . . . 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 0.0244(3) 0.0258(3) 0.0208(3) -0.0007(2) 0.0016(2) 0.0038(2) Cl1 0.0308(4) 0.0285(5) 0.0316(5) -0.0058(4) 0.0057(4) 0.0016(4) N4 0.0254(14) 0.0253(16) 0.0192(14) -0.0022(12) -0.0007(12) 0.0031(12) N5 0.0253(15) 0.0278(17) 0.0340(17) 0.0018(14) -0.0006(13) 0.0024(13) N2 0.0249(14) 0.0308(17) 0.0239(15) 0.0020(13) -0.0017(12) -0.0014(12) N3 0.0248(14) 0.0327(17) 0.0258(15) 0.0007(13) 0.0019(13) 0.0042(13) C18 0.0239(17) 0.044(2) 0.0258(19) -0.0005(17) -0.0003(15) -0.0031(16) C5 0.0249(17) 0.038(2) 0.0236(18) 0.0034(17) -0.0032(15) 0.0040(16) C4 0.036(2) 0.058(3) 0.028(2) -0.0011(19) -0.0067(17) 0.009(2) C19 0.0296(19) 0.041(2) 0.031(2) -0.0007(18) -0.0089(16) 0.0000(17) C7 0.0237(17) 0.038(2) 0.0293(19) -0.0010(17) 0.0068(15) 0.0040(16) C15 0.038(2) 0.035(2) 0.036(2) 0.0080(18) 0.0040(18) 0.0086(17) C9 0.035(2) 0.053(3) 0.037(2) 0.007(2) 0.0064(18) -0.0017(19) C12 0.037(2) 0.033(2) 0.042(2) 0.0007(19) -0.0037(18) 0.0014(17) C1 0.0294(18) 0.035(2) 0.038(2) 0.0041(18) 0.0026(17) 0.0064(17) C14 0.0228(16) 0.028(2) 0.0274(18) 0.0038(16) 0.0022(15) 0.0019(14) C8 0.0223(17) 0.039(2) 0.0265(18) 0.0023(17) -0.0011(15) 0.0007(16) C24 0.0315(19) 0.040(2) 0.038(2) -0.0066(19) -0.0093(17) 0.0039(17) C13 0.0332(19) 0.028(2) 0.0269(18) -0.0033(16) 0.0022(16) 0.0058(16) C2 0.034(2) 0.048(3) 0.046(2) 0.012(2) -0.0029(19) 0.0098(18) C17 0.033(2) 0.054(3) 0.0260(19) 0.0115(19) -0.0059(16) 0.0044(19) C16 0.038(2) 0.055(3) 0.039(2) 0.016(2) 0.0026(19) 0.018(2) C23 0.032(2) 0.043(3) 0.055(3) -0.006(2) -0.0124(19) 0.0009(18) C22 0.046(2) 0.046(3) 0.059(3) -0.021(2) -0.006(2) -0.002(2) C6 0.0329(19) 0.037(2) 0.0255(18) -0.0063(17) -0.0011(16) 0.0051(17) C11 0.043(2) 0.031(2) 0.061(3) 0.011(2) -0.003(2) -0.0025(18) C20 0.047(2) 0.057(3) 0.035(2) -0.006(2) 0.0002(19) -0.009(2) C3 0.044(2) 0.064(3) 0.033(2) 0.016(2) -0.0062(19) 0.011(2) C10 0.045(2) 0.057(3) 0.052(3) 0.021(2) -0.001(2) -0.011(2) C25 0.044(2) 0.032(2) 0.065(3) -0.008(2) -0.007(2) 0.000(2) N1 0.061(3) 0.044(2) 0.088(3) -0.004(2) -0.013(2) 0.005(2) C21 0.054(3) 0.066(3) 0.044(3) -0.023(2) 0.001(2) -0.006(2) Fe2 0.0277(4) 0.0278(4) 0.0221(4) 0.000 -0.0005(3) 0.000 Cl3 0.0342(5) 0.0337(5) 0.0294(5) 0.0049(4) -0.0014(4) 0.0046(4) Cl2 0.0381(5) 0.0380(6) 0.0352(5) 0.0054(4) 0.0028(4) -0.0066(4) C26 0.140(7) 0.183(9) 0.090(6) -0.024(6) -0.010(5) 0.101(6) O1 0.075(5) 0.104(6) 0.088(6) -0.033(5) -0.006(4) 0.012(5) C27 0.156(7) 0.130(7) 0.112(6) 0.040(5) 0.023(6) 0.073(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N4 2.183(3) . ? Fe1 N5 2.185(3) . ? Fe1 N3 2.201(3) . ? Fe1 N2 2.229(3) . ? Fe1 Cl1 2.3305(12) 7 ? Fe1 Cl1 2.6645(12) . ? Cl1 Fe1 2.3305(12) 7 ? N4 C13 1.478(4) . ? N4 C6 1.480(4) . ? N4 C7 1.491(4) . ? N5 C8 1.347(4) . ? N5 C12 1.349(4) . ? N2 C14 1.340(4) . ? N2 C18 1.368(4) . ? N3 C1 1.341(4) . ? N3 C5 1.349(4) . ? C18 C17 1.393(5) . ? C18 C19 1.461(5) . ? C5 C4 1.378(5) . ? C5 C6 1.502(5) . ? C4 C3 1.386(5) . ? C4 H4 0.9500 . ? C19 C24 1.383(5) . ? C19 C20 1.410(5) . ? C7 C8 1.494(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C15 C16 1.371(6) . ? C15 C14 1.379(5) . ? C15 H15 0.9500 . ? C9 C10 1.385(6) . ? C9 C8 1.386(5) . ? C9 H9 0.9500 . ? C12 C11 1.372(5) . ? C12 H12 0.9500 . ? C1 C2 1.374(5) . ? C1 H1 0.9500 . ? C14 C13 1.512(5) . ? C24 C23 1.402(5) . ? C24 H24 0.9500 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C2 C3 1.374(6) . ? C2 H2 0.9500 . ? C17 C16 1.371(6) . ? C17 H17 0.9500 . ? C16 H16 0.9500 . ? C23 C22 1.402(6) . ? C23 C25 1.414(6) . ? C22 C21 1.367(6) . ? C22 H22 0.9500 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C11 C10 1.373(6) . ? C11 H11 0.9500 . ? C20 C21 1.397(6) . ? C20 H20 0.9500 . ? C3 H3 0.9500 . ? C10 H10 0.9500 . ? C25 N1 1.145(5) . ? C21 H21 0.9500 . ? Fe2 Cl2 2.3066(12) . ? Fe2 Cl2 2.3066(12) 2 ? Fe2 Cl3 2.3458(12) 2 ? Fe2 Cl3 2.3458(12) . ? C26 O1 1.354(9) . ? C26 C27 1.389(10) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? O1 O1 1.687(14) 7_545 ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Fe1 N5 80.03(11) . . ? N4 Fe1 N3 77.89(10) . . ? N5 Fe1 N3 80.50(10) . . ? N4 Fe1 N2 75.89(10) . . ? N5 Fe1 N2 98.39(10) . . ? N3 Fe1 N2 153.53(10) . . ? N4 Fe1 Cl1 175.35(8) . 7 ? N5 Fe1 Cl1 102.90(9) . 7 ? N3 Fe1 Cl1 98.94(8) . 7 ? N2 Fe1 Cl1 107.01(8) . 7 ? N4 Fe1 Cl1 88.08(8) . . ? N5 Fe1 Cl1 165.99(8) . . ? N3 Fe1 Cl1 89.83(8) . . ? N2 Fe1 Cl1 85.73(8) . . ? Cl1 Fe1 Cl1 88.52(5) 7 . ? Fe1 Cl1 Fe1 91.48(5) 7 . ? C13 N4 C6 111.3(3) . . ? C13 N4 C7 110.5(3) . . ? C6 N4 C7 111.7(2) . . ? C13 N4 Fe1 107.53(18) . . ? C6 N4 Fe1 108.88(19) . . ? C7 N4 Fe1 106.7(2) . . ? C8 N5 C12 117.9(3) . . ? C8 N5 Fe1 112.6(2) . . ? C12 N5 Fe1 127.0(2) . . ? C14 N2 C18 117.5(3) . . ? C14 N2 Fe1 110.9(2) . . ? C18 N2 Fe1 129.2(2) . . ? C1 N3 C5 117.7(3) . . ? C1 N3 Fe1 126.6(2) . . ? C5 N3 Fe1 114.3(2) . . ? N2 C18 C17 121.2(3) . . ? N2 C18 C19 119.0(3) . . ? C17 C18 C19 119.7(3) . . ? N3 C5 C4 122.1(3) . . ? N3 C5 C6 115.2(3) . . ? C4 C5 C6 122.6(3) . . ? C5 C4 C3 119.2(4) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C24 C19 C20 118.3(4) . . ? C24 C19 C18 120.3(3) . . ? C20 C19 C18 121.3(3) . . ? N4 C7 C8 113.4(3) . . ? N4 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? N4 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C16 C15 C14 119.2(4) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C10 C9 C8 119.3(4) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? N5 C12 C11 122.8(3) . . ? N5 C12 H12 118.6 . . ? C11 C12 H12 118.6 . . ? N3 C1 C2 123.3(3) . . ? N3 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? N2 C14 C15 123.2(3) . . ? N2 C14 C13 118.2(3) . . ? C15 C14 C13 118.6(3) . . ? N5 C8 C9 121.8(3) . . ? N5 C8 C7 115.8(3) . . ? C9 C8 C7 122.2(3) . . ? C19 C24 C23 120.5(4) . . ? C19 C24 H24 119.7 . . ? C23 C24 H24 119.7 . . ? N4 C13 C14 111.5(3) . . ? N4 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? N4 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 108.0 . . ? C3 C2 C1 118.6(4) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C16 C17 C18 119.8(4) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C15 C16 C17 119.0(4) . . ? C15 C16 H16 120.5 . . ? C17 C16 H16 120.5 . . ? C22 C23 C24 120.4(4) . . ? C22 C23 C25 120.9(4) . . ? C24 C23 C25 118.7(4) . . ? C21 C22 C23 119.4(4) . . ? C21 C22 H22 120.3 . . ? C23 C22 H22 120.3 . . ? N4 C6 C5 111.9(3) . . ? N4 C6 H6A 109.2 . . ? C5 C6 H6A 109.2 . . ? N4 C6 H6B 109.2 . . ? C5 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C12 C11 C10 119.3(4) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C21 C20 C19 120.9(4) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C2 C3 C4 119.1(4) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C11 C10 C9 118.7(3) . . ? C11 C10 H10 120.6 . . ? C9 C10 H10 120.6 . . ? N1 C25 C23 177.4(5) . . ? C22 C21 C20 120.4(4) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? Cl2 Fe2 Cl2 102.43(6) . 2 ? Cl2 Fe2 Cl3 127.50(3) . 2 ? Cl2 Fe2 Cl3 102.14(4) 2 2 ? Cl2 Fe2 Cl3 102.14(4) . . ? Cl2 Fe2 Cl3 127.50(3) 2 . ? Cl3 Fe2 Cl3 98.34(6) 2 . ? O1 C26 C27 146.7(10) . . ? O1 C26 H26A 100.1 . . ? C27 C26 H26A 100.1 . . ? O1 C26 H26B 100.1 . . ? C27 C26 H26B 100.1 . . ? H26A C26 H26B 104.2 . . ? C26 O1 O1 62.6(6) . 7_545 ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.502 _refine_diff_density_min -0.540 _refine_diff_density_rms 0.136