# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Gerard Jaouen' 'Sultana Boutamine' 'Elizabeth Hillard' 'Michel Huche' 'Michael McGlinchey' 'Helge Muller-Bunz' 'Pascal Pigeon' 'Marie-Aude Plamont' 'Siden TOP' 'Anne Vessieres' 'Ouardia Zekri' _publ_contact_author_name 'Gerard Jaouen' _publ_contact_author_email GERARD-JAOUEN@ENSCP.FR _publ_section_title ; Role of aromatic substituents on the antiproliferative effects of diphenyl ferrocenyl butene compounds ; # Attachment 'Zekri_jaouen.cif' data_Z-Cl _database_code_depnum_ccdc_archive 'CCDC 708313' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H23 Cl Fe' _chemical_formula_sum 'C26 H23 Cl Fe' _chemical_formula_weight 426.74 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' 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 9.1798(8) _cell_length_b 10.9776(10) _cell_length_c 11.7899(11) _cell_angle_alpha 99.195(2) _cell_angle_beta 107.186(2) _cell_angle_gamma 110.096(2) _cell_volume 1019.73(16) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5123 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 30.49 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.390 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 0.879 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8053 _exptl_absorpt_correction_T_max 0.9173 _exptl_absorpt_process_details ; SADABS v.2.10 (Bruker,2003) was used for absorption correction. R(int) for selected reflections was 0.041 before and 0.025 after correction. The Ratio of minimum to maximum transmission is 0.877942. The \l/2 correction factor is 0.0015 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22699 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 30.49 _reflns_number_total 5865 _reflns_number_gt 5321 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0491P)^2^+0.2815P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5865 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0354 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0829 _refine_ls_wR_factor_gt 0.0808 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.004 _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 0.33221(2) 1.007533(16) 0.246640(15) 0.01260(6) Uani 1 1 d . . . C1 C 0.42672(18) 1.11681(14) 0.42936(12) 0.0215(3) Uani 1 1 d . . . H1 H 0.419(2) 1.0813(19) 0.4965(18) 0.029(5) Uiso 1 1 d . . . C2 C 0.30711(17) 1.15713(13) 0.35645(12) 0.0196(2) Uani 1 1 d . . . H2 H 0.203(2) 1.1502(18) 0.3643(17) 0.027(5) Uiso 1 1 d . . . C3 C 0.36514(18) 1.20554(13) 0.26574(13) 0.0202(3) Uani 1 1 d . . . H3 H 0.309(2) 1.2402(18) 0.2037(17) 0.027(5) Uiso 1 1 d . . . C4 C 0.51914(17) 1.19430(13) 0.28195(14) 0.0221(3) Uani 1 1 d . . . H4 H 0.586(3) 1.219(2) 0.2323(18) 0.032(5) Uiso 1 1 d . . . C5 C 0.55728(17) 1.14011(13) 0.38315(13) 0.0225(3) Uani 1 1 d . . . H5 H 0.651(2) 1.1195(19) 0.4149(18) 0.031(5) Uiso 1 1 d . . . C6 C 0.23239(15) 0.80717(12) 0.23805(12) 0.0156(2) Uani 1 1 d . . . H6 H 0.242(2) 0.7756(17) 0.3116(16) 0.019(4) Uiso 1 1 d . . . C7 C 0.10385(16) 0.84547(13) 0.17685(13) 0.0185(2) Uani 1 1 d . . . H7 H 0.012(2) 0.8445(18) 0.2014(17) 0.027(5) Uiso 1 1 d . . . C8 C 0.14205(16) 0.89479(13) 0.07989(12) 0.0181(2) Uani 1 1 d . . . H8 H 0.074(2) 0.9260(19) 0.0237(18) 0.031(5) Uiso 1 1 d . . . C9 C 0.29417(16) 0.88680(12) 0.08095(11) 0.0157(2) Uani 1 1 d . . . H9 H 0.344(2) 0.9144(18) 0.0259(17) 0.022(4) Uiso 1 1 d . . . C10 C 0.35052(15) 0.83027(11) 0.17832(11) 0.0133(2) Uani 1 1 d . . . C11 C 0.50430(14) 0.80673(11) 0.21166(11) 0.0128(2) Uani 1 1 d . . . C12 C 0.64243(16) 0.89492(13) 0.17665(12) 0.0173(2) Uani 1 1 d . . . H12A H 0.625(2) 0.9721(18) 0.1695(16) 0.021(4) Uiso 1 1 d . . . H12B H 0.752(2) 0.9245(18) 0.2397(17) 0.021(4) Uiso 1 1 d . . . C13 C 0.6427(2) 0.81816(17) 0.05661(15) 0.0285(3) Uani 1 1 d . . . H13A H 0.665(2) 0.7395(19) 0.0668(17) 0.029(5) Uiso 1 1 d . . . H13B H 0.534(3) 0.784(2) -0.009(2) 0.044(6) Uiso 1 1 d . . . H13C H 0.724(3) 0.871(2) 0.029(2) 0.045(6) Uiso 1 1 d . . . C14 C 0.51666(15) 0.70477(12) 0.25991(11) 0.0133(2) Uani 1 1 d . . . C15 C 0.36818(15) 0.59289(11) 0.26081(11) 0.0134(2) Uani 1 1 d . . . C16 C 0.22852(16) 0.51881(12) 0.15065(12) 0.0162(2) Uani 1 1 d . . . H16 H 0.228(2) 0.5412(16) 0.0768(15) 0.014(4) Uiso 1 1 d . . . C17 C 0.09143(16) 0.41038(12) 0.14743(12) 0.0172(2) Uani 1 1 d . . . H17 H -0.001(2) 0.3590(17) 0.0724(16) 0.019(4) Uiso 1 1 d . . . C18 C 0.09571(15) 0.37608(12) 0.25597(12) 0.0151(2) Uani 1 1 d . . . Cl Cl -0.07315(4) 0.23581(3) 0.25100(3) 0.01989(8) Uani 1 1 d . . . C19 C 0.23145(15) 0.44729(12) 0.36730(12) 0.0149(2) Uani 1 1 d . . . H19 H 0.235(2) 0.4230(17) 0.4393(16) 0.020(4) Uiso 1 1 d . . . C20 C 0.36835(15) 0.55514(12) 0.36855(11) 0.0142(2) Uani 1 1 d . . . H20 H 0.462(2) 0.6047(16) 0.4452(15) 0.013(4) Uiso 1 1 d . . . C21 C 0.67654(15) 0.68889(12) 0.30645(12) 0.0152(2) Uani 1 1 d . . . C22 C 0.82256(16) 0.79451(13) 0.39558(12) 0.0175(2) Uani 1 1 d . . . H22 H 0.822(2) 0.8774(17) 0.4298(15) 0.016(4) Uiso 1 1 d . . . C23 C 0.97012(17) 0.77753(15) 0.44003(14) 0.0222(3) Uani 1 1 d . . . H23 H 1.071(3) 0.845(2) 0.5006(18) 0.032(5) Uiso 1 1 d . . . C24 C 0.97470(18) 0.65429(16) 0.39735(15) 0.0263(3) Uani 1 1 d . . . H24 H 1.080(3) 0.645(2) 0.4303(19) 0.034(5) Uiso 1 1 d . . . C25 C 0.8311(2) 0.54849(15) 0.31000(17) 0.0296(3) Uani 1 1 d . . . H25 H 0.831(3) 0.471(2) 0.284(2) 0.041(6) Uiso 1 1 d . . . C26 C 0.68293(18) 0.56524(14) 0.26545(15) 0.0237(3) Uani 1 1 d . . . H26 H 0.581(2) 0.4934(19) 0.2061(18) 0.028(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.01242(9) 0.01031(9) 0.01447(9) 0.00299(6) 0.00426(7) 0.00499(7) C1 0.0267(7) 0.0184(6) 0.0169(6) 0.0016(5) 0.0040(5) 0.0115(5) C2 0.0232(6) 0.0174(6) 0.0191(6) 0.0019(5) 0.0073(5) 0.0114(5) C3 0.0240(6) 0.0131(5) 0.0235(6) 0.0045(5) 0.0077(5) 0.0093(5) C4 0.0196(6) 0.0130(6) 0.0295(7) 0.0025(5) 0.0088(5) 0.0041(5) C5 0.0169(6) 0.0158(6) 0.0254(7) -0.0015(5) 0.0003(5) 0.0060(5) C6 0.0155(5) 0.0122(5) 0.0197(6) 0.0050(4) 0.0076(5) 0.0053(4) C7 0.0129(5) 0.0153(6) 0.0248(6) 0.0038(5) 0.0058(5) 0.0048(5) C8 0.0162(6) 0.0155(5) 0.0183(6) 0.0027(5) 0.0017(5) 0.0069(5) C9 0.0168(5) 0.0135(5) 0.0151(5) 0.0038(4) 0.0045(5) 0.0060(4) C10 0.0134(5) 0.0095(5) 0.0153(5) 0.0031(4) 0.0047(4) 0.0038(4) C11 0.0127(5) 0.0107(5) 0.0146(5) 0.0031(4) 0.0062(4) 0.0040(4) C12 0.0170(6) 0.0152(6) 0.0238(6) 0.0107(5) 0.0107(5) 0.0066(5) C13 0.0381(8) 0.0324(8) 0.0322(8) 0.0183(6) 0.0259(7) 0.0197(7) C14 0.0126(5) 0.0109(5) 0.0158(5) 0.0029(4) 0.0059(4) 0.0041(4) C15 0.0127(5) 0.0099(5) 0.0181(5) 0.0047(4) 0.0063(4) 0.0047(4) C16 0.0185(6) 0.0130(5) 0.0158(5) 0.0052(4) 0.0057(5) 0.0052(5) C17 0.0150(5) 0.0124(5) 0.0186(6) 0.0031(4) 0.0027(5) 0.0030(4) C18 0.0138(5) 0.0094(5) 0.0217(6) 0.0049(4) 0.0078(5) 0.0034(4) Cl 0.01469(14) 0.01488(14) 0.02596(16) 0.00746(11) 0.00742(12) 0.00096(11) C19 0.0158(5) 0.0135(5) 0.0177(6) 0.0067(4) 0.0079(5) 0.0065(4) C20 0.0134(5) 0.0113(5) 0.0167(5) 0.0037(4) 0.0047(4) 0.0047(4) C21 0.0149(5) 0.0148(5) 0.0208(6) 0.0093(5) 0.0100(5) 0.0071(4) C22 0.0171(6) 0.0184(6) 0.0197(6) 0.0079(5) 0.0083(5) 0.0083(5) C23 0.0150(6) 0.0271(7) 0.0262(7) 0.0129(6) 0.0080(5) 0.0080(5) C24 0.0201(6) 0.0316(7) 0.0418(8) 0.0230(7) 0.0181(6) 0.0164(6) C25 0.0270(7) 0.0205(7) 0.0539(10) 0.0163(7) 0.0223(7) 0.0161(6) C26 0.0200(6) 0.0153(6) 0.0376(8) 0.0069(6) 0.0126(6) 0.0081(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe C9 2.0362(12) . ? Fe C8 2.0380(13) . ? Fe C6 2.0436(12) . ? Fe C2 2.0452(13) . ? Fe C7 2.0461(13) . ? Fe C1 2.0462(13) . ? Fe C5 2.0487(13) . ? Fe C4 2.0516(14) . ? Fe C3 2.0539(13) . ? Fe C10 2.0658(12) . ? C1 C5 1.421(2) . ? C1 C2 1.4277(19) . ? C1 H1 0.947(19) . ? C2 C3 1.426(2) . ? C2 H2 0.964(19) . ? C3 C4 1.4205(19) . ? C3 H3 0.974(19) . ? C4 C5 1.422(2) . ? C4 H4 0.97(2) . ? C5 H5 0.95(2) . ? C6 C7 1.4228(17) . ? C6 C10 1.4337(17) . ? C6 H6 0.976(17) . ? C7 C8 1.4237(19) . ? C7 H7 0.963(19) . ? C8 C9 1.4255(18) . ? C8 H8 0.96(2) . ? C9 C10 1.4379(17) . ? C9 H9 0.930(18) . ? C10 C11 1.4728(16) . ? C11 C14 1.3572(16) . ? C11 C12 1.5196(16) . ? C12 C13 1.528(2) . ? C12 H12A 0.928(18) . ? C12 H12B 0.962(18) . ? C13 H13A 0.970(19) . ? C13 H13B 0.96(2) . ? C13 H13C 0.95(2) . ? C14 C21 1.4886(16) . ? C14 C15 1.4929(16) . ? C15 C20 1.3974(17) . ? C15 C16 1.3978(17) . ? C16 C17 1.3893(17) . ? C16 H16 0.941(16) . ? C17 C18 1.3840(18) . ? C17 H17 0.942(17) . ? C18 C19 1.3866(18) . ? C18 Cl 1.7477(12) . ? C19 C20 1.3937(16) . ? C19 H19 0.924(18) . ? C20 H20 0.956(16) . ? C21 C26 1.3933(18) . ? C21 C22 1.3984(18) . ? C22 C23 1.3892(18) . ? C22 H22 0.935(17) . ? C23 C24 1.385(2) . ? C23 H23 0.94(2) . ? C24 C25 1.382(2) . ? C24 H24 0.98(2) . ? C25 C26 1.393(2) . ? C25 H25 0.86(2) . ? C26 H26 0.959(19) . ? 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 Fe C8 40.96(5) . . ? C9 Fe C6 68.80(5) . . ? C8 Fe C6 68.65(5) . . ? C9 Fe C2 154.09(5) . . ? C8 Fe C2 118.40(5) . . ? C6 Fe C2 124.44(5) . . ? C9 Fe C7 68.83(5) . . ? C8 Fe C7 40.80(5) . . ? C6 Fe C7 40.72(5) . . ? C2 Fe C7 105.69(6) . . ? C9 Fe C1 164.17(5) . . ? C8 Fe C1 153.37(6) . . ? C6 Fe C1 107.14(5) . . ? C2 Fe C1 40.85(5) . . ? C7 Fe C1 118.78(6) . . ? C9 Fe C5 127.25(6) . . ? C8 Fe C5 164.05(6) . . ? C6 Fe C5 120.91(5) . . ? C2 Fe C5 68.39(6) . . ? C7 Fe C5 154.56(6) . . ? C1 Fe C5 40.60(6) . . ? C9 Fe C4 108.72(6) . . ? C8 Fe C4 125.94(6) . . ? C6 Fe C4 156.27(6) . . ? C2 Fe C4 68.42(6) . . ? C7 Fe C4 162.28(6) . . ? C1 Fe C4 68.45(6) . . ? C5 Fe C4 40.59(6) . . ? C9 Fe C3 120.21(5) . . ? C8 Fe C3 106.79(5) . . ? C6 Fe C3 161.63(5) . . ? C2 Fe C3 40.72(6) . . ? C7 Fe C3 124.37(5) . . ? C1 Fe C3 68.49(6) . . ? C5 Fe C3 68.18(6) . . ? C4 Fe C3 40.49(5) . . ? C9 Fe C10 41.03(5) . . ? C8 Fe C10 68.92(5) . . ? C6 Fe C10 40.83(5) . . ? C2 Fe C10 162.58(5) . . ? C7 Fe C10 68.77(5) . . ? C1 Fe C10 126.08(5) . . ? C5 Fe C10 109.09(5) . . ? C4 Fe C10 121.69(5) . . ? C3 Fe C10 155.90(5) . . ? C5 C1 C2 107.77(12) . . ? C5 C1 Fe 69.80(8) . . ? C2 C1 Fe 69.54(7) . . ? C5 C1 H1 127.0(12) . . ? C2 C1 H1 125.3(12) . . ? Fe C1 H1 126.3(11) . . ? C3 C2 C1 107.91(12) . . ? C3 C2 Fe 69.97(7) . . ? C1 C2 Fe 69.62(7) . . ? C3 C2 H2 125.4(11) . . ? C1 C2 H2 126.7(11) . . ? Fe C2 H2 124.3(11) . . ? C4 C3 C2 108.03(12) . . ? C4 C3 Fe 69.67(7) . . ? C2 C3 Fe 69.31(7) . . ? C4 C3 H3 126.2(11) . . ? C2 C3 H3 125.8(11) . . ? Fe C3 H3 126.6(11) . . ? C3 C4 C5 107.98(13) . . ? C3 C4 Fe 69.84(8) . . ? C5 C4 Fe 69.60(8) . . ? C3 C4 H4 126.0(12) . . ? C5 C4 H4 126.0(12) . . ? Fe C4 H4 125.8(12) . . ? C1 C5 C4 108.32(12) . . ? C1 C5 Fe 69.60(8) . . ? C4 C5 Fe 69.81(8) . . ? C1 C5 H5 124.3(12) . . ? C4 C5 H5 127.4(12) . . ? Fe C5 H5 125.0(12) . . ? C7 C6 C10 108.77(11) . . ? C7 C6 Fe 69.73(7) . . ? C10 C6 Fe 70.41(7) . . ? C7 C6 H6 125.3(10) . . ? C10 C6 H6 125.9(10) . . ? Fe C6 H6 123.1(10) . . ? C6 C7 C8 107.91(11) . . ? C6 C7 Fe 69.55(7) . . ? C8 C7 Fe 69.30(7) . . ? C6 C7 H7 125.5(11) . . ? C8 C7 H7 126.4(11) . . ? Fe C7 H7 123.1(11) . . ? C7 C8 C9 108.14(11) . . ? C7 C8 Fe 69.90(7) . . ? C9 C8 Fe 69.45(7) . . ? C7 C8 H8 124.7(12) . . ? C9 C8 H8 127.1(12) . . ? Fe C8 H8 127.1(11) . . ? C8 C9 C10 108.38(11) . . ? C8 C9 Fe 69.59(7) . . ? C10 C9 Fe 70.59(7) . . ? C8 C9 H9 123.3(11) . . ? C10 C9 H9 128.3(11) . . ? Fe C9 H9 125.7(11) . . ? C6 C10 C9 106.78(10) . . ? C6 C10 C11 127.47(11) . . ? C9 C10 C11 125.71(11) . . ? C6 C10 Fe 68.75(7) . . ? C9 C10 Fe 68.38(7) . . ? C11 C10 Fe 125.98(8) . . ? C14 C11 C10 122.34(11) . . ? C14 C11 C12 121.76(11) . . ? C10 C11 C12 115.62(10) . . ? C11 C12 C13 110.99(11) . . ? C11 C12 H12A 107.0(11) . . ? C13 C12 H12A 112.0(11) . . ? C11 C12 H12B 112.4(11) . . ? C13 C12 H12B 107.3(11) . . ? H12A C12 H12B 107.1(15) . . ? C12 C13 H13A 110.7(11) . . ? C12 C13 H13B 110.1(13) . . ? H13A C13 H13B 106.2(17) . . ? C12 C13 H13C 113.9(13) . . ? H13A C13 H13C 106.9(17) . . ? H13B C13 H13C 108.7(18) . . ? C11 C14 C21 122.79(11) . . ? C11 C14 C15 122.61(11) . . ? C21 C14 C15 114.41(10) . . ? C20 C15 C16 118.64(11) . . ? C20 C15 C14 121.45(11) . . ? C16 C15 C14 119.83(11) . . ? C17 C16 C15 121.18(11) . . ? C17 C16 H16 119.3(10) . . ? C15 C16 H16 119.5(10) . . ? C18 C17 C16 118.62(11) . . ? C18 C17 H17 120.5(10) . . ? C16 C17 H17 120.8(10) . . ? C17 C18 C19 122.03(11) . . ? C17 C18 Cl 118.72(10) . . ? C19 C18 Cl 119.23(10) . . ? C18 C19 C20 118.54(11) . . ? C18 C19 H19 121.9(11) . . ? C20 C19 H19 119.5(11) . . ? C19 C20 C15 120.99(11) . . ? C19 C20 H20 118.8(10) . . ? C15 C20 H20 120.2(10) . . ? C26 C21 C22 117.87(12) . . ? C26 C21 C14 120.45(11) . . ? C22 C21 C14 121.64(11) . . ? C23 C22 C21 121.07(12) . . ? C23 C22 H22 117.9(10) . . ? C21 C22 H22 120.9(10) . . ? C24 C23 C22 120.30(13) . . ? C24 C23 H23 115.6(12) . . ? C22 C23 H23 124.1(12) . . ? C25 C24 C23 119.36(13) . . ? C25 C24 H24 121.9(12) . . ? C23 C24 H24 118.8(12) . . ? C24 C25 C26 120.43(14) . . ? C24 C25 H25 120.4(15) . . ? C26 C25 H25 119.2(15) . . ? C25 C26 C21 120.96(13) . . ? C25 C26 H26 122.5(11) . . ? C21 C26 H26 116.5(12) . . ? 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 C9 Fe C1 C5 45.2(2) . . . . ? C8 Fe C1 C5 -165.79(11) . . . . ? C6 Fe C1 C5 117.79(8) . . . . ? C2 Fe C1 C5 -118.97(12) . . . . ? C7 Fe C1 C5 160.44(8) . . . . ? C4 Fe C1 C5 -37.47(8) . . . . ? C3 Fe C1 C5 -81.14(9) . . . . ? C10 Fe C1 C5 76.81(9) . . . . ? C9 Fe C1 C2 164.16(18) . . . . ? C8 Fe C1 C2 -46.83(16) . . . . ? C6 Fe C1 C2 -123.24(8) . . . . ? C7 Fe C1 C2 -80.59(9) . . . . ? C5 Fe C1 C2 118.97(12) . . . . ? C4 Fe C1 C2 81.50(9) . . . . ? C3 Fe C1 C2 37.83(8) . . . . ? C10 Fe C1 C2 -164.22(8) . . . . ? C5 C1 C2 C3 -0.17(15) . . . . ? Fe C1 C2 C3 -59.73(9) . . . . ? C5 C1 C2 Fe 59.56(9) . . . . ? C9 Fe C2 C3 -51.20(15) . . . . ? C8 Fe C2 C3 -82.83(9) . . . . ? C6 Fe C2 C3 -165.30(8) . . . . ? C7 Fe C2 C3 -124.93(8) . . . . ? C1 Fe C2 C3 118.99(12) . . . . ? C5 Fe C2 C3 81.22(9) . . . . ? C4 Fe C2 C3 37.41(8) . . . . ? C10 Fe C2 C3 166.22(15) . . . . ? C9 Fe C2 C1 -170.19(11) . . . . ? C8 Fe C2 C1 158.19(8) . . . . ? C6 Fe C2 C1 75.72(10) . . . . ? C7 Fe C2 C1 116.08(9) . . . . ? C5 Fe C2 C1 -37.76(9) . . . . ? C4 Fe C2 C1 -81.57(9) . . . . ? C3 Fe C2 C1 -118.99(12) . . . . ? C10 Fe C2 C1 47.2(2) . . . . ? C1 C2 C3 C4 0.40(15) . . . . ? Fe C2 C3 C4 -59.11(9) . . . . ? C1 C2 C3 Fe 59.51(9) . . . . ? C9 Fe C3 C4 -83.69(9) . . . . ? C8 Fe C3 C4 -126.21(9) . . . . ? C6 Fe C3 C4 161.13(15) . . . . ? C2 Fe C3 C4 119.52(12) . . . . ? C7 Fe C3 C4 -167.49(8) . . . . ? C1 Fe C3 C4 81.57(9) . . . . ? C5 Fe C3 C4 37.74(9) . . . . ? C10 Fe C3 C4 -50.43(16) . . . . ? C9 Fe C3 C2 156.79(8) . . . . ? C8 Fe C3 C2 114.27(8) . . . . ? C6 Fe C3 C2 41.6(2) . . . . ? C7 Fe C3 C2 73.00(10) . . . . ? C1 Fe C3 C2 -37.95(8) . . . . ? C5 Fe C3 C2 -81.78(9) . . . . ? C4 Fe C3 C2 -119.52(12) . . . . ? C10 Fe C3 C2 -169.95(11) . . . . ? C2 C3 C4 C5 -0.48(15) . . . . ? Fe C3 C4 C5 -59.36(9) . . . . ? C2 C3 C4 Fe 58.89(9) . . . . ? C9 Fe C4 C3 114.91(8) . . . . ? C8 Fe C4 C3 72.56(10) . . . . ? C6 Fe C4 C3 -165.32(12) . . . . ? C2 Fe C4 C3 -37.62(8) . . . . ? C7 Fe C4 C3 36.0(2) . . . . ? C1 Fe C4 C3 -81.70(9) . . . . ? C5 Fe C4 C3 -119.17(12) . . . . ? C10 Fe C4 C3 158.29(8) . . . . ? C9 Fe C4 C5 -125.92(8) . . . . ? C8 Fe C4 C5 -168.27(8) . . . . ? C6 Fe C4 C5 -46.16(17) . . . . ? C2 Fe C4 C5 81.55(9) . . . . ? C7 Fe C4 C5 155.16(16) . . . . ? C1 Fe C4 C5 37.47(8) . . . . ? C3 Fe C4 C5 119.17(12) . . . . ? C10 Fe C4 C5 -82.54(9) . . . . ? C2 C1 C5 C4 -0.13(15) . . . . ? Fe C1 C5 C4 59.27(9) . . . . ? C2 C1 C5 Fe -59.40(9) . . . . ? C3 C4 C5 C1 0.38(15) . . . . ? Fe C4 C5 C1 -59.15(9) . . . . ? C3 C4 C5 Fe 59.52(9) . . . . ? C9 Fe C5 C1 -165.92(8) . . . . ? C8 Fe C5 C1 156.40(17) . . . . ? C6 Fe C5 C1 -80.17(9) . . . . ? C2 Fe C5 C1 37.98(8) . . . . ? C7 Fe C5 C1 -43.08(15) . . . . ? C4 Fe C5 C1 119.60(11) . . . . ? C3 Fe C5 C1 81.96(9) . . . . ? C10 Fe C5 C1 -123.62(8) . . . . ? C9 Fe C5 C4 74.47(10) . . . . ? C8 Fe C5 C4 36.8(2) . . . . ? C6 Fe C5 C4 160.23(8) . . . . ? C2 Fe C5 C4 -81.62(9) . . . . ? C7 Fe C5 C4 -162.68(11) . . . . ? C1 Fe C5 C4 -119.60(11) . . . . ? C3 Fe C5 C4 -37.64(8) . . . . ? C10 Fe C5 C4 116.78(8) . . . . ? C9 Fe C6 C7 -81.76(8) . . . . ? C8 Fe C6 C7 -37.66(8) . . . . ? C2 Fe C6 C7 72.90(9) . . . . ? C1 Fe C6 C7 114.45(8) . . . . ? C5 Fe C6 C7 156.60(8) . . . . ? C4 Fe C6 C7 -170.24(13) . . . . ? C3 Fe C6 C7 41.2(2) . . . . ? C10 Fe C6 C7 -119.71(11) . . . . ? C9 Fe C6 C10 37.94(7) . . . . ? C8 Fe C6 C10 82.05(8) . . . . ? C2 Fe C6 C10 -167.39(7) . . . . ? C7 Fe C6 C10 119.71(11) . . . . ? C1 Fe C6 C10 -125.84(8) . . . . ? C5 Fe C6 C10 -83.69(9) . . . . ? C4 Fe C6 C10 -50.53(16) . . . . ? C3 Fe C6 C10 160.93(15) . . . . ? C10 C6 C7 C8 -0.94(14) . . . . ? Fe C6 C7 C8 58.87(9) . . . . ? C10 C6 C7 Fe -59.81(8) . . . . ? C9 Fe C7 C6 81.70(8) . . . . ? C8 Fe C7 C6 119.46(11) . . . . ? C2 Fe C7 C6 -125.04(8) . . . . ? C1 Fe C7 C6 -82.95(9) . . . . ? C5 Fe C7 C6 -52.48(15) . . . . ? C4 Fe C7 C6 167.04(16) . . . . ? C3 Fe C7 C6 -165.42(8) . . . . ? C10 Fe C7 C6 37.54(7) . . . . ? C9 Fe C7 C8 -37.76(7) . . . . ? C6 Fe C7 C8 -119.46(11) . . . . ? C2 Fe C7 C8 115.51(8) . . . . ? C1 Fe C7 C8 157.59(8) . . . . ? C5 Fe C7 C8 -171.94(11) . . . . ? C4 Fe C7 C8 47.6(2) . . . . ? C3 Fe C7 C8 75.12(9) . . . . ? C10 Fe C7 C8 -81.92(8) . . . . ? C6 C7 C8 C9 0.10(14) . . . . ? Fe C7 C8 C9 59.12(9) . . . . ? C6 C7 C8 Fe -59.02(9) . . . . ? C9 Fe C8 C7 119.43(11) . . . . ? C6 Fe C8 C7 37.58(7) . . . . ? C2 Fe C8 C7 -81.04(9) . . . . ? C1 Fe C8 C7 -48.20(15) . . . . ? C5 Fe C8 C7 167.33(17) . . . . ? C4 Fe C8 C7 -163.89(8) . . . . ? C3 Fe C8 C7 -123.57(8) . . . . ? C10 Fe C8 C7 81.53(8) . . . . ? C6 Fe C8 C9 -81.84(8) . . . . ? C2 Fe C8 C9 159.54(8) . . . . ? C7 Fe C8 C9 -119.43(11) . . . . ? C1 Fe C8 C9 -167.63(11) . . . . ? C5 Fe C8 C9 47.9(2) . . . . ? C4 Fe C8 C9 76.69(9) . . . . ? C3 Fe C8 C9 117.00(8) . . . . ? C10 Fe C8 C9 -37.89(7) . . . . ? C7 C8 C9 C10 0.78(14) . . . . ? Fe C8 C9 C10 60.18(8) . . . . ? C7 C8 C9 Fe -59.40(9) . . . . ? C6 Fe C9 C8 81.43(8) . . . . ? C2 Fe C9 C8 -44.72(15) . . . . ? C7 Fe C9 C8 37.62(8) . . . . ? C1 Fe C9 C8 159.39(19) . . . . ? C5 Fe C9 C8 -165.16(8) . . . . ? C4 Fe C9 C8 -123.70(8) . . . . ? C3 Fe C9 C8 -80.75(9) . . . . ? C10 Fe C9 C8 119.20(10) . . . . ? C8 Fe C9 C10 -119.20(10) . . . . ? C6 Fe C9 C10 -37.76(7) . . . . ? C2 Fe C9 C10 -163.91(11) . . . . ? C7 Fe C9 C10 -81.58(8) . . . . ? C1 Fe C9 C10 40.2(2) . . . . ? C5 Fe C9 C10 75.65(9) . . . . ? C4 Fe C9 C10 117.10(8) . . . . ? C3 Fe C9 C10 160.05(7) . . . . ? C7 C6 C10 C9 1.40(13) . . . . ? Fe C6 C10 C9 -57.98(8) . . . . ? C7 C6 C10 C11 179.13(11) . . . . ? Fe C6 C10 C11 119.75(12) . . . . ? C7 C6 C10 Fe 59.38(9) . . . . ? C8 C9 C10 C6 -1.34(13) . . . . ? Fe C9 C10 C6 58.22(8) . . . . ? C8 C9 C10 C11 -179.12(11) . . . . ? Fe C9 C10 C11 -119.56(12) . . . . ? C8 C9 C10 Fe -59.56(9) . . . . ? C9 Fe C10 C6 -119.16(10) . . . . ? C8 Fe C10 C6 -81.33(8) . . . . ? C2 Fe C10 C6 37.0(2) . . . . ? C7 Fe C10 C6 -37.43(7) . . . . ? C1 Fe C10 C6 73.42(9) . . . . ? C5 Fe C10 C6 115.53(8) . . . . ? C4 Fe C10 C6 158.58(8) . . . . ? C3 Fe C10 C6 -165.39(12) . . . . ? C8 Fe C10 C9 37.83(7) . . . . ? C6 Fe C10 C9 119.16(10) . . . . ? C2 Fe C10 C9 156.14(16) . . . . ? C7 Fe C10 C9 81.73(8) . . . . ? C1 Fe C10 C9 -167.42(8) . . . . ? C5 Fe C10 C9 -125.31(8) . . . . ? C4 Fe C10 C9 -82.25(9) . . . . ? C3 Fe C10 C9 -46.22(15) . . . . ? C9 Fe C10 C11 119.22(13) . . . . ? C8 Fe C10 C11 157.05(12) . . . . ? C6 Fe C10 C11 -121.62(13) . . . . ? C2 Fe C10 C11 -84.6(2) . . . . ? C7 Fe C10 C11 -159.05(12) . . . . ? C1 Fe C10 C11 -48.20(13) . . . . ? C5 Fe C10 C11 -6.09(12) . . . . ? C4 Fe C10 C11 36.97(12) . . . . ? C3 Fe C10 C11 72.99(17) . . . . ? C6 C10 C11 C14 32.95(18) . . . . ? C9 C10 C11 C14 -149.73(12) . . . . ? Fe C10 C11 C14 122.50(11) . . . . ? C6 C10 C11 C12 -152.97(12) . . . . ? C9 C10 C11 C12 24.35(17) . . . . ? Fe C10 C11 C12 -63.42(14) . . . . ? C14 C11 C12 C13 74.72(15) . . . . ? C10 C11 C12 C13 -99.41(13) . . . . ? C10 C11 C14 C21 -173.27(11) . . . . ? C12 C11 C14 C21 13.01(18) . . . . ? C10 C11 C14 C15 12.02(18) . . . . ? C12 C11 C14 C15 -161.70(11) . . . . ? C11 C14 C15 C20 -130.88(13) . . . . ? C21 C14 C15 C20 54.00(15) . . . . ? C11 C14 C15 C16 52.53(16) . . . . ? C21 C14 C15 C16 -122.59(12) . . . . ? C20 C15 C16 C17 0.51(18) . . . . ? C14 C15 C16 C17 177.19(11) . . . . ? C15 C16 C17 C18 -0.32(19) . . . . ? C16 C17 C18 C19 0.62(19) . . . . ? C16 C17 C18 Cl -177.63(9) . . . . ? C17 C18 C19 C20 -1.08(18) . . . . ? Cl C18 C19 C20 177.16(9) . . . . ? C18 C19 C20 C15 1.26(18) . . . . ? C16 C15 C20 C19 -0.98(17) . . . . ? C14 C15 C20 C19 -177.61(11) . . . . ? C11 C14 C21 C26 -128.38(14) . . . . ? C15 C14 C21 C26 46.73(16) . . . . ? C11 C14 C21 C22 54.19(18) . . . . ? C15 C14 C21 C22 -130.70(12) . . . . ? C26 C21 C22 C23 1.23(19) . . . . ? C14 C21 C22 C23 178.73(12) . . . . ? C21 C22 C23 C24 -0.6(2) . . . . ? C22 C23 C24 C25 0.1(2) . . . . ? C23 C24 C25 C26 -0.2(2) . . . . ? C24 C25 C26 C21 0.8(2) . . . . ? C22 C21 C26 C25 -1.3(2) . . . . ? C14 C21 C26 C25 -178.86(13) . . . . ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.533 _refine_diff_density_min -0.256 _refine_diff_density_rms 0.070 #===END data_E-CN _database_code_depnum_ccdc_archive 'CCDC 708314' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H23 N Fe' _chemical_formula_sum 'C27 H23 N Fe' _chemical_formula_weight 417.31 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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 9.2142(7) _cell_length_b 10.3767(8) _cell_length_c 11.6810(9) _cell_angle_alpha 77.883(1) _cell_angle_beta 68.208(1) _cell_angle_gamma 88.593(1) _cell_volume 1012.18(13) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5718 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 31.63 _exptl_crystal_description lath _exptl_crystal_colour red _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 436 _exptl_absorpt_coefficient_mu 0.758 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6729 _exptl_absorpt_correction_T_max 0.8632 _exptl_absorpt_process_details ; SADABS v.2.10 (Bruker,2003) was used for absorption correction. R(int) for selected reflections was 0.098 before and 0.023 after correction. The Ratio of minimum to maximum transmission is 0.779527. The \l/2 correction factor is 0.0015 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23932 _diffrn_reflns_av_R_equivalents 0.0245 _diffrn_reflns_av_sigmaI/netI 0.0219 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 30.50 _reflns_number_total 6151 _reflns_number_gt 5659 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0506P)^2^+0.2853P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6151 _refine_ls_number_parameters 354 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0346 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0840 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.003 _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 0.671414(17) 0.882811(14) 0.656386(14) 0.01373(6) Uani 1 1 d . . . C1 C 0.49196(14) 1.00495(11) 0.66508(11) 0.0189(2) Uani 1 1 d . . . H1 H 0.423(2) 1.0064(17) 0.6217(17) 0.026(4) Uiso 1 1 d . . . C2 C 0.63678(15) 1.08013(12) 0.62032(13) 0.0239(2) Uani 1 1 d . . . H2 H 0.679(2) 1.138(2) 0.544(2) 0.040(5) Uiso 1 1 d . . . C3 C 0.70251(15) 1.04951(13) 0.71475(14) 0.0261(3) Uani 1 1 d . . . H3 H 0.799(2) 1.0839(19) 0.7122(19) 0.038(5) Uiso 1 1 d . . . C4 C 0.59804(16) 0.95509(13) 0.81820(12) 0.0234(2) Uani 1 1 d . . . H4 H 0.612(2) 0.9174(18) 0.8940(18) 0.033(5) Uiso 1 1 d . . . C5 C 0.46843(14) 0.92782(12) 0.78709(11) 0.0187(2) Uani 1 1 d . . . H5 H 0.382(2) 0.8642(18) 0.8399(18) 0.030(4) Uiso 1 1 d . . . C6 C 0.69043(14) 0.77476(11) 0.52462(11) 0.0182(2) Uani 1 1 d . . . H6 H 0.6303(19) 0.7810(16) 0.4757(15) 0.019(4) Uiso 1 1 d . . . C7 C 0.83481(15) 0.84580(12) 0.49422(12) 0.0215(2) Uani 1 1 d . . . H7 H 0.885(2) 0.9082(18) 0.4198(18) 0.030(4) Uiso 1 1 d . . . C8 C 0.88566(14) 0.80530(11) 0.59701(13) 0.0212(2) Uani 1 1 d . . . H8 H 0.978(2) 0.8417(18) 0.6028(17) 0.029(4) Uiso 1 1 d . . . C9 C 0.77226(13) 0.70939(11) 0.69094(12) 0.0170(2) Uani 1 1 d . . . H9 H 0.7709(19) 0.6696(16) 0.7677(16) 0.020(4) Uiso 1 1 d . . . C10 C 0.65062(13) 0.68841(10) 0.64677(10) 0.01458(19) Uani 1 1 d . . . C11 C 0.50977(13) 0.59797(10) 0.71301(11) 0.01464(19) Uani 1 1 d . . . C12 C 0.36089(14) 0.64804(12) 0.69547(12) 0.0190(2) Uani 1 1 d . . . H12A H 0.380(2) 0.7402(16) 0.6596(16) 0.022(4) Uiso 1 1 d . . . H12B H 0.277(2) 0.6413(17) 0.7764(17) 0.027(4) Uiso 1 1 d . . . C13 C 0.31190(19) 0.57865(14) 0.61153(16) 0.0303(3) Uani 1 1 d . . . H13A H 0.218(3) 0.609(2) 0.603(2) 0.043(5) Uiso 1 1 d . . . H13B H 0.289(3) 0.485(2) 0.644(2) 0.046(6) Uiso 1 1 d . . . H13C H 0.397(2) 0.593(2) 0.518(2) 0.039(5) Uiso 1 1 d . . . C14 C 0.51425(12) 0.47508(10) 0.78040(10) 0.01372(18) Uani 1 1 d . . . C15 C 0.66253(12) 0.41278(10) 0.77837(10) 0.01321(18) Uani 1 1 d . . . C16 C 0.79217(13) 0.42295(10) 0.66547(10) 0.01514(19) Uani 1 1 d . . . H16 H 0.7872(18) 0.4674(15) 0.5907(15) 0.014(3) Uiso 1 1 d . . . C17 C 0.93062(13) 0.36583(11) 0.66356(11) 0.0176(2) Uani 1 1 d . . . H17 H 1.0159(19) 0.3732(15) 0.5851(15) 0.018(4) Uiso 1 1 d . . . C18 C 0.94221(13) 0.29524(12) 0.77484(12) 0.0191(2) Uani 1 1 d . . . H18 H 1.037(2) 0.2568(16) 0.7708(16) 0.022(4) Uiso 1 1 d . . . C19 C 0.81266(14) 0.28047(12) 0.88696(11) 0.0189(2) Uani 1 1 d . . . H19 H 0.814(2) 0.2319(19) 0.9622(18) 0.034(5) Uiso 1 1 d . . . C20 C 0.67376(13) 0.33780(11) 0.88894(11) 0.0163(2) Uani 1 1 d . . . H20 H 0.582(2) 0.3270(17) 0.9682(16) 0.024(4) Uiso 1 1 d . . . C21 C 0.37044(12) 0.38891(10) 0.86085(10) 0.01431(19) Uani 1 1 d . . . C22 C 0.36163(13) 0.25772(11) 0.84958(11) 0.0164(2) Uani 1 1 d . . . H22 H 0.4421(18) 0.2271(15) 0.7884(15) 0.016(3) Uiso 1 1 d . . . C23 C 0.23641(14) 0.17186(11) 0.93189(12) 0.0186(2) Uani 1 1 d . . . H23 H 0.232(2) 0.0832(17) 0.9224(16) 0.023(4) Uiso 1 1 d . . . C24 C 0.11817(13) 0.21610(12) 1.02809(11) 0.0184(2) Uani 1 1 d . . . C27 C -0.00469(15) 0.12429(13) 1.12128(13) 0.0237(2) Uani 1 1 d . . . N N -0.10074(14) 0.05143(14) 1.19728(13) 0.0336(3) Uani 1 1 d . . . C25 C 0.12202(14) 0.34726(12) 1.03850(11) 0.0192(2) Uani 1 1 d . . . H25 H 0.040(2) 0.3754(17) 1.1034(17) 0.029(4) Uiso 1 1 d . . . C26 C 0.24828(13) 0.43207(11) 0.95534(11) 0.0175(2) Uani 1 1 d . . . H26 H 0.251(2) 0.5178(17) 0.9676(16) 0.024(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.01402(8) 0.01044(8) 0.01556(9) -0.00287(6) -0.00430(6) 0.00238(5) C1 0.0218(5) 0.0157(5) 0.0198(5) -0.0056(4) -0.0080(4) 0.0079(4) C2 0.0254(6) 0.0120(5) 0.0264(6) -0.0036(4) -0.0015(5) 0.0033(4) C3 0.0206(6) 0.0207(6) 0.0396(7) -0.0165(5) -0.0089(5) 0.0025(4) C4 0.0273(6) 0.0263(6) 0.0223(6) -0.0122(5) -0.0128(5) 0.0097(5) C5 0.0180(5) 0.0183(5) 0.0173(5) -0.0046(4) -0.0034(4) 0.0045(4) C6 0.0235(5) 0.0144(5) 0.0164(5) -0.0036(4) -0.0075(4) 0.0053(4) C7 0.0215(5) 0.0146(5) 0.0207(5) -0.0040(4) 0.0009(4) 0.0035(4) C8 0.0146(5) 0.0152(5) 0.0317(6) -0.0067(4) -0.0054(5) 0.0030(4) C9 0.0171(5) 0.0130(5) 0.0234(5) -0.0038(4) -0.0104(4) 0.0034(4) C10 0.0165(5) 0.0110(4) 0.0176(5) -0.0035(4) -0.0080(4) 0.0038(3) C11 0.0154(5) 0.0135(4) 0.0177(5) -0.0048(4) -0.0085(4) 0.0026(4) C12 0.0172(5) 0.0170(5) 0.0261(6) -0.0035(4) -0.0127(4) 0.0037(4) C13 0.0351(7) 0.0241(6) 0.0472(9) -0.0101(6) -0.0319(7) 0.0055(5) C14 0.0138(4) 0.0131(4) 0.0159(5) -0.0045(4) -0.0067(4) 0.0015(3) C15 0.0145(4) 0.0105(4) 0.0159(5) -0.0031(4) -0.0071(4) 0.0013(3) C16 0.0174(5) 0.0125(4) 0.0152(5) -0.0028(4) -0.0060(4) 0.0015(4) C17 0.0157(5) 0.0147(5) 0.0203(5) -0.0046(4) -0.0039(4) 0.0021(4) C18 0.0155(5) 0.0182(5) 0.0252(6) -0.0051(4) -0.0094(4) 0.0042(4) C19 0.0190(5) 0.0197(5) 0.0195(5) -0.0015(4) -0.0106(4) 0.0033(4) C20 0.0161(5) 0.0163(5) 0.0163(5) -0.0025(4) -0.0067(4) 0.0017(4) C21 0.0143(4) 0.0140(4) 0.0166(5) -0.0042(4) -0.0076(4) 0.0021(3) C22 0.0149(5) 0.0147(5) 0.0202(5) -0.0058(4) -0.0063(4) 0.0026(4) C23 0.0170(5) 0.0156(5) 0.0239(6) -0.0034(4) -0.0089(4) 0.0002(4) C24 0.0132(5) 0.0224(5) 0.0201(5) -0.0012(4) -0.0083(4) -0.0006(4) C27 0.0181(5) 0.0286(6) 0.0245(6) -0.0007(5) -0.0107(5) -0.0002(4) N 0.0226(6) 0.0402(7) 0.0323(6) 0.0045(5) -0.0101(5) -0.0062(5) C25 0.0157(5) 0.0245(6) 0.0179(5) -0.0060(4) -0.0061(4) 0.0033(4) C26 0.0176(5) 0.0173(5) 0.0195(5) -0.0076(4) -0.0072(4) 0.0033(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 Fe C9 2.0386(11) . ? Fe C7 2.0401(12) . ? Fe C8 2.0407(12) . ? Fe C6 2.0424(12) . ? Fe C2 2.0438(12) . ? Fe C1 2.0438(11) . ? Fe C5 2.0454(12) . ? Fe C3 2.0502(12) . ? Fe C4 2.0528(12) . ? Fe C10 2.0613(11) . ? C1 C5 1.4209(16) . ? C1 C2 1.4228(18) . ? C1 H1 0.945(18) . ? C2 C3 1.423(2) . ? C2 H2 0.92(2) . ? C3 C4 1.426(2) . ? C3 H3 0.96(2) . ? C4 C5 1.4215(17) . ? C4 H4 0.943(19) . ? C5 H5 0.970(19) . ? C6 C7 1.4237(18) . ? C6 C10 1.4367(15) . ? C6 H6 0.925(16) . ? C7 C8 1.4262(19) . ? C7 H7 0.933(19) . ? C8 C9 1.4239(17) . ? C8 H8 0.969(18) . ? C9 C10 1.4347(15) . ? C9 H9 0.901(17) . ? C10 C11 1.4741(15) . ? C11 C14 1.3593(15) . ? C11 C12 1.5241(15) . ? C12 C13 1.5247(18) . ? C12 H12A 0.952(16) . ? C12 H12B 0.964(18) . ? C13 H13A 0.94(2) . ? C13 H13B 0.96(2) . ? C13 H13C 1.07(2) . ? C14 C21 1.4897(15) . ? C14 C15 1.4913(14) . ? C15 C16 1.3983(15) . ? C15 C20 1.3992(15) . ? C16 C17 1.3880(15) . ? C16 H16 0.915(15) . ? C17 C18 1.3917(17) . ? C17 H17 0.949(16) . ? C18 C19 1.3884(17) . ? C18 H18 0.944(17) . ? C19 C20 1.3924(15) . ? C19 H19 0.92(2) . ? C20 H20 0.982(17) . ? C21 C26 1.3950(15) . ? C21 C22 1.4021(15) . ? C22 C23 1.3844(16) . ? C22 H22 0.923(16) . ? C23 C24 1.3941(17) . ? C23 H23 0.953(17) . ? C24 C25 1.3942(17) . ? C24 C27 1.4411(17) . ? C27 N 1.1448(18) . ? C25 C26 1.3870(16) . ? C25 H25 0.943(18) . ? C26 H26 0.933(17) . ? 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 Fe C7 68.78(5) . . ? C9 Fe C8 40.86(5) . . ? C7 Fe C8 40.91(5) . . ? C9 Fe C6 68.77(5) . . ? C7 Fe C6 40.82(5) . . ? C8 Fe C6 68.80(5) . . ? C9 Fe C2 161.48(5) . . ? C7 Fe C2 106.46(5) . . ? C8 Fe C2 124.00(5) . . ? C6 Fe C2 120.09(5) . . ? C9 Fe C1 156.39(5) . . ? C7 Fe C1 125.12(5) . . ? C8 Fe C1 161.76(5) . . ? C6 Fe C1 108.11(5) . . ? C2 Fe C1 40.74(5) . . ? C9 Fe C5 121.19(5) . . ? C7 Fe C5 163.10(5) . . ? C8 Fe C5 155.31(5) . . ? C6 Fe C5 126.59(5) . . ? C2 Fe C5 68.40(5) . . ? C1 Fe C5 40.67(5) . . ? C9 Fe C3 124.67(5) . . ? C7 Fe C3 118.98(5) . . ? C8 Fe C3 106.12(5) . . ? C6 Fe C3 154.44(6) . . ? C2 Fe C3 40.67(6) . . ? C1 Fe C3 68.48(5) . . ? C5 Fe C3 68.35(5) . . ? C9 Fe C4 107.63(5) . . ? C7 Fe C4 154.22(6) . . ? C8 Fe C4 119.58(5) . . ? C6 Fe C4 163.73(5) . . ? C2 Fe C4 68.42(5) . . ? C1 Fe C4 68.44(5) . . ? C5 Fe C4 40.59(5) . . ? C3 Fe C4 40.66(6) . . ? C9 Fe C10 40.96(4) . . ? C7 Fe C10 68.96(5) . . ? C8 Fe C10 69.00(5) . . ? C6 Fe C10 40.98(4) . . ? C2 Fe C10 155.79(5) . . ? C1 Fe C10 121.26(5) . . ? C5 Fe C10 108.72(5) . . ? C3 Fe C10 162.62(5) . . ? C4 Fe C10 126.05(5) . . ? C5 C1 C2 107.85(11) . . ? C5 C1 Fe 69.73(6) . . ? C2 C1 Fe 69.63(7) . . ? C5 C1 H1 126.0(11) . . ? C2 C1 H1 126.1(11) . . ? Fe C1 H1 126.5(10) . . ? C3 C2 C1 108.11(11) . . ? C3 C2 Fe 69.91(7) . . ? C1 C2 Fe 69.63(7) . . ? C3 C2 H2 126.8(13) . . ? C1 C2 H2 125.1(13) . . ? Fe C2 H2 126.4(12) . . ? C2 C3 C4 107.93(11) . . ? C2 C3 Fe 69.42(7) . . ? C4 C3 Fe 69.76(7) . . ? C2 C3 H3 127.8(12) . . ? C4 C3 H3 124.2(12) . . ? Fe C3 H3 126.1(12) . . ? C5 C4 C3 107.82(11) . . ? C5 C4 Fe 69.43(7) . . ? C3 C4 Fe 69.57(7) . . ? C5 C4 H4 125.9(11) . . ? C3 C4 H4 126.3(12) . . ? Fe C4 H4 126.6(11) . . ? C1 C5 C4 108.29(11) . . ? C1 C5 Fe 69.61(7) . . ? C4 C5 Fe 69.98(7) . . ? C1 C5 H5 126.9(11) . . ? C4 C5 H5 124.8(11) . . ? Fe C5 H5 124.2(11) . . ? C7 C6 C10 108.54(10) . . ? C7 C6 Fe 69.51(7) . . ? C10 C6 Fe 70.21(6) . . ? C7 C6 H6 127.3(10) . . ? C10 C6 H6 124.2(10) . . ? Fe C6 H6 126.3(10) . . ? C6 C7 C8 108.08(10) . . ? C6 C7 Fe 69.68(7) . . ? C8 C7 Fe 69.57(7) . . ? C6 C7 H7 125.0(12) . . ? C8 C7 H7 126.9(12) . . ? Fe C7 H7 126.0(11) . . ? C9 C8 C7 107.86(11) . . ? C9 C8 Fe 69.49(6) . . ? C7 C8 Fe 69.52(7) . . ? C9 C8 H8 126.9(11) . . ? C7 C8 H8 125.2(11) . . ? Fe C8 H8 123.5(11) . . ? C8 C9 C10 108.73(10) . . ? C8 C9 Fe 69.65(6) . . ? C10 C9 Fe 70.36(6) . . ? C8 C9 H9 127.7(11) . . ? C10 C9 H9 123.5(11) . . ? Fe C9 H9 123.7(10) . . ? C9 C10 C6 106.78(10) . . ? C9 C10 C11 127.43(10) . . ? C6 C10 C11 125.79(10) . . ? C9 C10 Fe 68.67(6) . . ? C6 C10 Fe 68.80(6) . . ? C11 C10 Fe 126.73(8) . . ? C14 C11 C10 122.01(10) . . ? C14 C11 C12 122.09(10) . . ? C10 C11 C12 115.82(9) . . ? C11 C12 C13 113.38(10) . . ? C11 C12 H12A 106.9(10) . . ? C13 C12 H12A 110.1(10) . . ? C11 C12 H12B 110.2(11) . . ? C13 C12 H12B 110.7(11) . . ? H12A C12 H12B 105.1(14) . . ? C12 C13 H13A 112.8(13) . . ? C12 C13 H13B 113.9(13) . . ? H13A C13 H13B 103.3(18) . . ? C12 C13 H13C 113.0(11) . . ? H13A C13 H13C 105.6(17) . . ? H13B C13 H13C 107.4(17) . . ? C11 C14 C21 122.69(10) . . ? C11 C14 C15 123.44(10) . . ? C21 C14 C15 113.85(9) . . ? C16 C15 C20 117.99(10) . . ? C16 C15 C14 121.15(9) . . ? C20 C15 C14 120.81(10) . . ? C17 C16 C15 121.21(10) . . ? C17 C16 H16 118.4(10) . . ? C15 C16 H16 120.4(10) . . ? C16 C17 C18 120.25(11) . . ? C16 C17 H17 119.1(10) . . ? C18 C17 H17 120.6(10) . . ? C19 C18 C17 119.14(10) . . ? C19 C18 H18 122.3(10) . . ? C17 C18 H18 118.6(10) . . ? C18 C19 C20 120.61(11) . . ? C18 C19 H19 121.9(12) . . ? C20 C19 H19 117.5(12) . . ? C19 C20 C15 120.70(11) . . ? C19 C20 H20 120.6(10) . . ? C15 C20 H20 118.7(10) . . ? C26 C21 C22 118.49(10) . . ? C26 C21 C14 121.44(10) . . ? C22 C21 C14 119.85(10) . . ? C23 C22 C21 120.93(10) . . ? C23 C22 H22 119.4(10) . . ? C21 C22 H22 119.7(10) . . ? C22 C23 C24 119.54(11) . . ? C22 C23 H23 119.8(10) . . ? C24 C23 H23 120.6(10) . . ? C23 C24 C25 120.46(11) . . ? C23 C24 C27 119.84(11) . . ? C25 C24 C27 119.63(11) . . ? N C27 C24 178.43(14) . . ? C26 C25 C24 119.26(11) . . ? C26 C25 H25 121.7(11) . . ? C24 C25 H25 119.0(11) . . ? C25 C26 C21 121.25(11) . . ? C25 C26 H26 117.4(11) . . ? C21 C26 H26 121.2(11) . . ? 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 C9 Fe C1 C5 47.25(15) . . . . ? C7 Fe C1 C5 167.54(7) . . . . ? C8 Fe C1 C5 -157.33(15) . . . . ? C6 Fe C1 C5 125.56(7) . . . . ? C2 Fe C1 C5 -119.07(11) . . . . ? C3 Fe C1 C5 -81.40(8) . . . . ? C4 Fe C1 C5 -37.53(7) . . . . ? C10 Fe C1 C5 82.49(8) . . . . ? C9 Fe C1 C2 166.32(11) . . . . ? C7 Fe C1 C2 -73.39(9) . . . . ? C8 Fe C1 C2 -38.26(19) . . . . ? C6 Fe C1 C2 -115.37(8) . . . . ? C5 Fe C1 C2 119.07(11) . . . . ? C3 Fe C1 C2 37.67(8) . . . . ? C4 Fe C1 C2 81.54(8) . . . . ? C10 Fe C1 C2 -158.44(7) . . . . ? C5 C1 C2 C3 -0.07(13) . . . . ? Fe C1 C2 C3 -59.54(8) . . . . ? C5 C1 C2 Fe 59.47(8) . . . . ? C9 Fe C2 C3 -43.39(19) . . . . ? C7 Fe C2 C3 -115.55(8) . . . . ? C8 Fe C2 C3 -74.25(9) . . . . ? C6 Fe C2 C3 -157.75(8) . . . . ? C1 Fe C2 C3 119.26(11) . . . . ? C5 Fe C2 C3 81.49(8) . . . . ? C4 Fe C2 C3 37.68(8) . . . . ? C10 Fe C2 C3 169.26(10) . . . . ? C9 Fe C2 C1 -162.65(14) . . . . ? C7 Fe C2 C1 125.18(8) . . . . ? C8 Fe C2 C1 166.48(7) . . . . ? C6 Fe C2 C1 82.98(8) . . . . ? C5 Fe C2 C1 -37.78(7) . . . . ? C3 Fe C2 C1 -119.26(11) . . . . ? C4 Fe C2 C1 -81.58(8) . . . . ? C10 Fe C2 C1 49.99(15) . . . . ? C1 C2 C3 C4 0.01(14) . . . . ? Fe C2 C3 C4 -59.35(9) . . . . ? C1 C2 C3 Fe 59.37(8) . . . . ? C9 Fe C3 C2 164.62(7) . . . . ? C7 Fe C3 C2 81.51(9) . . . . ? C8 Fe C3 C2 123.85(8) . . . . ? C6 Fe C3 C2 49.41(15) . . . . ? C1 Fe C3 C2 -37.73(7) . . . . ? C5 Fe C3 C2 -81.62(8) . . . . ? C4 Fe C3 C2 -119.26(11) . . . . ? C10 Fe C3 C2 -165.17(14) . . . . ? C9 Fe C3 C4 -76.12(9) . . . . ? C7 Fe C3 C4 -159.23(7) . . . . ? C8 Fe C3 C4 -116.89(8) . . . . ? C6 Fe C3 C4 168.68(10) . . . . ? C2 Fe C3 C4 119.26(11) . . . . ? C1 Fe C3 C4 81.53(8) . . . . ? C5 Fe C3 C4 37.64(7) . . . . ? C10 Fe C3 C4 -45.91(19) . . . . ? C2 C3 C4 C5 0.04(14) . . . . ? Fe C3 C4 C5 -59.10(8) . . . . ? C2 C3 C4 Fe 59.14(8) . . . . ? C9 Fe C4 C5 -117.66(7) . . . . ? C7 Fe C4 C5 164.76(10) . . . . ? C8 Fe C4 C5 -160.60(7) . . . . ? C6 Fe C4 C5 -43.1(2) . . . . ? C2 Fe C4 C5 81.56(8) . . . . ? C1 Fe C4 C5 37.60(7) . . . . ? C3 Fe C4 C5 119.25(11) . . . . ? C10 Fe C4 C5 -76.14(8) . . . . ? C9 Fe C4 C3 123.09(8) . . . . ? C7 Fe C4 C3 45.51(15) . . . . ? C8 Fe C4 C3 80.15(9) . . . . ? C6 Fe C4 C3 -162.40(15) . . . . ? C2 Fe C4 C3 -37.69(8) . . . . ? C1 Fe C4 C3 -81.65(8) . . . . ? C5 Fe C4 C3 -119.25(11) . . . . ? C10 Fe C4 C3 164.61(7) . . . . ? C2 C1 C5 C4 0.09(13) . . . . ? Fe C1 C5 C4 59.51(8) . . . . ? C2 C1 C5 Fe -59.41(8) . . . . ? C3 C4 C5 C1 -0.08(13) . . . . ? Fe C4 C5 C1 -59.27(8) . . . . ? C3 C4 C5 Fe 59.19(8) . . . . ? C9 Fe C5 C1 -159.89(7) . . . . ? C7 Fe C5 C1 -37.39(19) . . . . ? C8 Fe C5 C1 163.21(10) . . . . ? C6 Fe C5 C1 -74.35(8) . . . . ? C2 Fe C5 C1 37.84(8) . . . . ? C3 Fe C5 C1 81.74(8) . . . . ? C4 Fe C5 C1 119.45(10) . . . . ? C10 Fe C5 C1 -116.52(7) . . . . ? C9 Fe C5 C4 80.65(8) . . . . ? C7 Fe C5 C4 -156.84(15) . . . . ? C8 Fe C5 C4 43.76(14) . . . . ? C6 Fe C5 C4 166.20(7) . . . . ? C2 Fe C5 C4 -81.61(8) . . . . ? C1 Fe C5 C4 -119.45(10) . . . . ? C3 Fe C5 C4 -37.71(8) . . . . ? C10 Fe C5 C4 124.03(7) . . . . ? C9 Fe C6 C7 -81.70(7) . . . . ? C8 Fe C6 C7 -37.72(7) . . . . ? C2 Fe C6 C7 80.22(8) . . . . ? C1 Fe C6 C7 123.18(7) . . . . ? C5 Fe C6 C7 164.49(7) . . . . ? C3 Fe C6 C7 45.33(14) . . . . ? C4 Fe C6 C7 -161.85(16) . . . . ? C10 Fe C6 C7 -119.69(10) . . . . ? C9 Fe C6 C10 37.99(6) . . . . ? C7 Fe C6 C10 119.69(10) . . . . ? C8 Fe C6 C10 81.97(7) . . . . ? C2 Fe C6 C10 -160.10(7) . . . . ? C1 Fe C6 C10 -117.13(7) . . . . ? C5 Fe C6 C10 -75.82(8) . . . . ? C3 Fe C6 C10 165.02(10) . . . . ? C4 Fe C6 C10 -42.17(19) . . . . ? C10 C6 C7 C8 -0.40(13) . . . . ? Fe C6 C7 C8 59.16(8) . . . . ? C10 C6 C7 Fe -59.56(8) . . . . ? C9 Fe C7 C6 81.68(7) . . . . ? C8 Fe C7 C6 119.42(10) . . . . ? C2 Fe C7 C6 -117.24(7) . . . . ? C1 Fe C7 C6 -76.54(8) . . . . ? C5 Fe C7 C6 -47.61(18) . . . . ? C3 Fe C7 C6 -159.47(7) . . . . ? C4 Fe C7 C6 168.43(10) . . . . ? C10 Fe C7 C6 37.62(6) . . . . ? C9 Fe C7 C8 -37.74(7) . . . . ? C6 Fe C7 C8 -119.42(10) . . . . ? C2 Fe C7 C8 123.33(7) . . . . ? C1 Fe C7 C8 164.04(7) . . . . ? C5 Fe C7 C8 -167.03(14) . . . . ? C3 Fe C7 C8 81.11(8) . . . . ? C4 Fe C7 C8 49.01(14) . . . . ? C10 Fe C7 C8 -81.80(7) . . . . ? C6 C7 C8 C9 -0.11(13) . . . . ? Fe C7 C8 C9 59.12(8) . . . . ? C6 C7 C8 Fe -59.23(8) . . . . ? C7 Fe C8 C9 -119.29(10) . . . . ? C6 Fe C8 C9 -81.65(7) . . . . ? C2 Fe C8 C9 165.58(7) . . . . ? C1 Fe C8 C9 -165.25(14) . . . . ? C5 Fe C8 C9 51.72(14) . . . . ? C3 Fe C8 C9 124.82(8) . . . . ? C4 Fe C8 C9 82.88(8) . . . . ? C10 Fe C8 C9 -37.57(7) . . . . ? C9 Fe C8 C7 119.29(10) . . . . ? C6 Fe C8 C7 37.64(7) . . . . ? C2 Fe C8 C7 -75.13(9) . . . . ? C1 Fe C8 C7 -45.95(18) . . . . ? C5 Fe C8 C7 171.02(10) . . . . ? C3 Fe C8 C7 -115.89(8) . . . . ? C4 Fe C8 C7 -157.82(7) . . . . ? C10 Fe C8 C7 81.72(7) . . . . ? C7 C8 C9 C10 0.59(13) . . . . ? Fe C8 C9 C10 59.72(8) . . . . ? C7 C8 C9 Fe -59.14(8) . . . . ? C7 Fe C9 C8 37.78(8) . . . . ? C6 Fe C9 C8 81.72(8) . . . . ? C2 Fe C9 C8 -40.55(19) . . . . ? C1 Fe C9 C8 168.52(11) . . . . ? C5 Fe C9 C8 -157.46(7) . . . . ? C3 Fe C9 C8 -73.52(9) . . . . ? C4 Fe C9 C8 -115.11(8) . . . . ? C10 Fe C9 C8 119.73(10) . . . . ? C7 Fe C9 C10 -81.95(7) . . . . ? C8 Fe C9 C10 -119.73(10) . . . . ? C6 Fe C9 C10 -38.01(7) . . . . ? C2 Fe C9 C10 -160.28(15) . . . . ? C1 Fe C9 C10 48.79(14) . . . . ? C5 Fe C9 C10 82.81(8) . . . . ? C3 Fe C9 C10 166.75(7) . . . . ? C4 Fe C9 C10 125.16(7) . . . . ? C8 C9 C10 C6 -0.82(12) . . . . ? Fe C9 C10 C6 58.46(7) . . . . ? C8 C9 C10 C11 -179.92(10) . . . . ? Fe C9 C10 C11 -120.64(11) . . . . ? C8 C9 C10 Fe -59.28(8) . . . . ? C7 C6 C10 C9 0.75(12) . . . . ? Fe C6 C10 C9 -58.38(7) . . . . ? C7 C6 C10 C11 179.87(10) . . . . ? Fe C6 C10 C11 120.74(11) . . . . ? C7 C6 C10 Fe 59.13(8) . . . . ? C7 Fe C10 C9 81.46(8) . . . . ? C8 Fe C10 C9 37.48(7) . . . . ? C6 Fe C10 C9 118.93(10) . . . . ? C2 Fe C10 C9 164.85(11) . . . . ? C1 Fe C10 C9 -159.36(7) . . . . ? C5 Fe C10 C9 -116.35(7) . . . . ? C3 Fe C10 C9 -39.15(18) . . . . ? C4 Fe C10 C9 -74.52(8) . . . . ? C9 Fe C10 C6 -118.93(10) . . . . ? C7 Fe C10 C6 -37.47(7) . . . . ? C8 Fe C10 C6 -81.45(8) . . . . ? C2 Fe C10 C6 45.92(14) . . . . ? C1 Fe C10 C6 81.71(8) . . . . ? C5 Fe C10 C6 124.72(7) . . . . ? C3 Fe C10 C6 -158.08(15) . . . . ? C4 Fe C10 C6 166.55(7) . . . . ? C9 Fe C10 C11 121.52(12) . . . . ? C7 Fe C10 C11 -157.03(11) . . . . ? C8 Fe C10 C11 159.00(11) . . . . ? C6 Fe C10 C11 -119.55(12) . . . . ? C2 Fe C10 C11 -73.63(15) . . . . ? C1 Fe C10 C11 -37.84(11) . . . . ? C5 Fe C10 C11 5.17(11) . . . . ? C3 Fe C10 C11 82.37(18) . . . . ? C4 Fe C10 C11 47.00(11) . . . . ? C9 C10 C11 C14 -40.29(17) . . . . ? C6 C10 C11 C14 140.77(12) . . . . ? Fe C10 C11 C14 -130.27(10) . . . . ? C9 C10 C11 C12 142.82(11) . . . . ? C6 C10 C11 C12 -36.12(15) . . . . ? Fe C10 C11 C12 52.84(13) . . . . ? C14 C11 C12 C13 -69.12(15) . . . . ? C10 C11 C12 C13 107.77(12) . . . . ? C10 C11 C14 C21 172.15(10) . . . . ? C12 C11 C14 C21 -11.16(17) . . . . ? C10 C11 C14 C15 -9.44(17) . . . . ? C12 C11 C14 C15 167.26(10) . . . . ? C11 C14 C15 C16 -42.35(15) . . . . ? C21 C14 C15 C16 136.19(10) . . . . ? C11 C14 C15 C20 140.26(11) . . . . ? C21 C14 C15 C20 -41.20(13) . . . . ? C20 C15 C16 C17 -3.00(16) . . . . ? C14 C15 C16 C17 179.53(10) . . . . ? C15 C16 C17 C18 0.87(17) . . . . ? C16 C17 C18 C19 1.35(17) . . . . ? C17 C18 C19 C20 -1.38(18) . . . . ? C18 C19 C20 C15 -0.81(18) . . . . ? C16 C15 C20 C19 2.96(16) . . . . ? C14 C15 C20 C19 -179.56(10) . . . . ? C11 C14 C21 C26 -55.01(15) . . . . ? C15 C14 C21 C26 126.44(11) . . . . ? C11 C14 C21 C22 130.44(12) . . . . ? C15 C14 C21 C22 -48.12(14) . . . . ? C26 C21 C22 C23 -1.39(16) . . . . ? C14 C21 C22 C23 173.32(10) . . . . ? C21 C22 C23 C24 -0.62(17) . . . . ? C22 C23 C24 C25 2.71(17) . . . . ? C22 C23 C24 C27 -174.12(11) . . . . ? C23 C24 C27 N 105(6) . . . . ? C25 C24 C27 N -71(6) . . . . ? C23 C24 C25 C26 -2.73(17) . . . . ? C27 C24 C25 C26 174.11(11) . . . . ? C24 C25 C26 C21 0.67(17) . . . . ? C22 C21 C26 C25 1.37(17) . . . . ? C14 C21 C26 C25 -173.25(10) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.506 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.065 #===END data_Z-CN _database_code_depnum_ccdc_archive 'CCDC 708315' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H23 N Fe' _chemical_formula_sum 'C27 H23 N Fe' _chemical_formula_weight 417.31 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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 9.3209(14) _cell_length_b 11.1348(16) _cell_length_c 11.6176(17) _cell_angle_alpha 100.243(3) _cell_angle_beta 109.304(2) _cell_angle_gamma 107.291(2) _cell_volume 1034.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5805 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 30.31 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.340 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 436 _exptl_absorpt_coefficient_mu 0.741 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7930 _exptl_absorpt_correction_T_max 0.9639 _exptl_absorpt_process_details ; SADABS v.2.10 (Bruker,2003) was used for absorption correction. R(int) for selected reflections was 0.049 before and 0.023 after correction. The Ratio of minimum to maximum transmission is 0.822671. The \l/2 correction factor is 0.0015 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22706 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 30.47 _reflns_number_total 5916 _reflns_number_gt 5457 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0551P)^2^+0.2471P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5916 _refine_ls_number_parameters 354 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0334 _refine_ls_wR_factor_ref 0.0883 _refine_ls_wR_factor_gt 0.0864 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.002 _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 0.822889(19) 0.502383(15) 0.740886(15) 0.01374(6) Uani 1 1 d . . . C1 C 0.91947(17) 0.61248(12) 0.92925(12) 0.0213(2) Uani 1 1 d . . . H1 H 0.915(2) 0.5807(17) 0.9962(17) 0.025(4) Uiso 1 1 d . . . C2 C 0.80014(17) 0.65358(12) 0.85234(12) 0.0202(2) Uani 1 1 d . . . H2 H 0.705(2) 0.6527(17) 0.8641(17) 0.028(4) Uiso 1 1 d . . . C3 C 0.85334(16) 0.69626(12) 0.75946(12) 0.0202(2) Uani 1 1 d . . . H3 H 0.795(2) 0.7273(17) 0.6954(17) 0.024(4) Uiso 1 1 d . . . C4 C 1.00512(16) 0.68136(12) 0.77877(13) 0.0215(2) Uani 1 1 d . . . H4 H 1.065(2) 0.7016(18) 0.7313(18) 0.028(4) Uiso 1 1 d . . . C5 C 1.04601(16) 0.63004(12) 0.88369(13) 0.0220(2) Uani 1 1 d . . . H5 H 1.140(2) 0.6081(18) 0.9184(18) 0.031(5) Uiso 1 1 d . . . C6 C 0.72853(14) 0.30873(11) 0.73269(12) 0.0170(2) Uani 1 1 d . . . H6 H 0.740(2) 0.2830(18) 0.8063(17) 0.025(4) Uiso 1 1 d . . . C7 C 0.60003(15) 0.34827(12) 0.66838(13) 0.0210(2) Uani 1 1 d . . . H7 H 0.511(2) 0.3461(19) 0.6908(19) 0.034(5) Uiso 1 1 d . . . C8 C 0.63234(16) 0.39183(12) 0.56814(12) 0.0209(2) Uani 1 1 d . . . H8 H 0.568(2) 0.4213(18) 0.5107(19) 0.032(5) Uiso 1 1 d . . . C9 C 0.78101(15) 0.37946(12) 0.57010(11) 0.0178(2) Uani 1 1 d . . . H9 H 0.827(2) 0.4011(16) 0.5118(16) 0.019(4) Uiso 1 1 d . . . C10 C 0.84127(14) 0.32597(11) 0.67160(11) 0.0145(2) Uani 1 1 d . . . C11 C 0.99354(14) 0.29999(11) 0.70641(11) 0.0138(2) Uani 1 1 d . . . C12 C 1.12473(15) 0.38285(12) 0.67131(12) 0.0186(2) Uani 1 1 d . . . H12A H 1.100(2) 0.4567(18) 0.6547(17) 0.025(4) Uiso 1 1 d . . . H12B H 1.233(2) 0.4165(17) 0.7405(18) 0.025(4) Uiso 1 1 d . . . C13 C 1.1283(2) 0.30427(16) 0.55131(16) 0.0313(3) Uani 1 1 d . . . H13A H 1.024(3) 0.271(2) 0.483(2) 0.042(6) Uiso 1 1 d . . . H13B H 1.154(2) 0.228(2) 0.5618(19) 0.038(5) Uiso 1 1 d . . . H13C H 1.202(3) 0.357(2) 0.523(2) 0.044(6) Uiso 1 1 d . . . C14 C 1.01120(14) 0.20164(11) 0.75678(11) 0.0140(2) Uani 1 1 d . . . C15 C 0.86974(14) 0.09641(11) 0.75892(11) 0.0142(2) Uani 1 1 d . . . C16 C 0.87796(14) 0.06431(11) 0.87159(11) 0.0154(2) Uani 1 1 d . . . H16 H 0.975(2) 0.1123(16) 0.9497(15) 0.017(4) Uiso 1 1 d . . . C17 C 0.74822(14) -0.03713(11) 0.87158(11) 0.0163(2) Uani 1 1 d . . . H17 H 0.753(2) -0.0597(16) 0.9484(16) 0.021(4) Uiso 1 1 d . . . C18 C 0.60933(14) -0.10884(11) 0.75715(12) 0.0163(2) Uani 1 1 d . . . C21 C 0.47551(15) -0.21610(12) 0.75539(12) 0.0197(2) Uani 1 1 d . . . N N 0.36878(15) -0.30116(12) 0.75405(12) 0.0280(2) Uani 1 1 d . . . C19 C 0.59986(15) -0.07929(12) 0.64355(12) 0.0184(2) Uani 1 1 d . . . H19 H 0.505(2) -0.1299(17) 0.5668(16) 0.021(4) Uiso 1 1 d . . . C20 C 0.72993(15) 0.02292(12) 0.64541(12) 0.0177(2) Uani 1 1 d . . . H20 H 0.724(2) 0.0407(16) 0.5698(16) 0.021(4) Uiso 1 1 d . . . C22 C 1.16969(14) 0.18294(12) 0.80451(12) 0.0168(2) Uani 1 1 d . . . C23 C 1.31525(15) 0.28502(13) 0.89373(12) 0.0198(2) Uani 1 1 d . . . H23 H 1.314(2) 0.3686(17) 0.9264(16) 0.023(4) Uiso 1 1 d . . . C24 C 1.46192(16) 0.26508(16) 0.93795(14) 0.0277(3) Uani 1 1 d . . . H24 H 1.561(3) 0.336(2) 1.0005(19) 0.034(5) Uiso 1 1 d . . . C25 C 1.46503(19) 0.14265(18) 0.89455(18) 0.0351(3) Uani 1 1 d . . . H25 H 1.571(3) 0.131(2) 0.931(2) 0.047(6) Uiso 1 1 d . . . C26 C 1.3214(2) 0.03987(17) 0.8081(2) 0.0368(4) Uani 1 1 d . . . H26 H 1.319(3) -0.040(2) 0.781(2) 0.047(6) Uiso 1 1 d . . . C27 C 1.17433(18) 0.05891(14) 0.76325(16) 0.0273(3) Uani 1 1 d . . . H27 H 1.072(2) -0.0133(18) 0.7019(18) 0.027(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.01421(9) 0.01113(9) 0.01533(9) 0.00267(6) 0.00520(7) 0.00585(6) C1 0.0273(6) 0.0169(5) 0.0166(5) 0.0020(4) 0.0059(5) 0.0096(5) C2 0.0248(6) 0.0174(5) 0.0206(6) 0.0032(4) 0.0098(5) 0.0120(5) C3 0.0260(6) 0.0139(5) 0.0220(6) 0.0049(4) 0.0091(5) 0.0103(5) C4 0.0215(6) 0.0127(5) 0.0274(6) 0.0034(5) 0.0102(5) 0.0042(4) C5 0.0188(6) 0.0156(5) 0.0233(6) 0.0002(4) 0.0026(5) 0.0055(5) C6 0.0156(5) 0.0137(5) 0.0223(6) 0.0048(4) 0.0090(4) 0.0054(4) C7 0.0145(5) 0.0166(5) 0.0287(6) 0.0031(5) 0.0070(5) 0.0061(4) C8 0.0191(6) 0.0164(5) 0.0201(6) 0.0013(4) 0.0007(5) 0.0081(5) C9 0.0212(6) 0.0139(5) 0.0158(5) 0.0022(4) 0.0052(4) 0.0073(4) C10 0.0148(5) 0.0103(5) 0.0167(5) 0.0023(4) 0.0056(4) 0.0044(4) C11 0.0141(5) 0.0119(5) 0.0150(5) 0.0026(4) 0.0069(4) 0.0044(4) C12 0.0193(6) 0.0171(5) 0.0245(6) 0.0105(5) 0.0127(5) 0.0073(4) C13 0.0433(9) 0.0342(8) 0.0327(8) 0.0156(6) 0.0284(7) 0.0190(7) C14 0.0135(5) 0.0120(5) 0.0166(5) 0.0029(4) 0.0071(4) 0.0050(4) C15 0.0142(5) 0.0102(5) 0.0194(5) 0.0046(4) 0.0074(4) 0.0057(4) C16 0.0143(5) 0.0130(5) 0.0176(5) 0.0038(4) 0.0053(4) 0.0053(4) C17 0.0166(5) 0.0143(5) 0.0198(5) 0.0065(4) 0.0082(4) 0.0066(4) C18 0.0146(5) 0.0114(5) 0.0232(6) 0.0047(4) 0.0080(4) 0.0052(4) C21 0.0185(5) 0.0167(5) 0.0231(6) 0.0054(4) 0.0078(5) 0.0067(4) N 0.0236(6) 0.0225(6) 0.0309(6) 0.0063(5) 0.0106(5) 0.0014(4) C19 0.0166(5) 0.0129(5) 0.0200(5) 0.0030(4) 0.0034(4) 0.0040(4) C20 0.0193(5) 0.0142(5) 0.0177(5) 0.0049(4) 0.0064(4) 0.0053(4) C22 0.0164(5) 0.0181(5) 0.0217(5) 0.0091(4) 0.0109(4) 0.0093(4) C23 0.0167(5) 0.0237(6) 0.0219(6) 0.0091(5) 0.0093(5) 0.0087(5) C24 0.0162(6) 0.0389(8) 0.0323(7) 0.0172(6) 0.0108(5) 0.0117(6) C25 0.0244(7) 0.0467(9) 0.0536(10) 0.0293(8) 0.0224(7) 0.0242(7) C26 0.0340(8) 0.0308(8) 0.0644(11) 0.0213(8) 0.0286(8) 0.0241(7) C27 0.0242(6) 0.0199(6) 0.0430(8) 0.0095(6) 0.0168(6) 0.0119(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe C8 2.0402(13) . ? Fe C9 2.0413(12) . ? Fe C2 2.0431(12) . ? Fe C6 2.0436(12) . ? Fe C7 2.0443(13) . ? Fe C1 2.0468(13) . ? Fe C3 2.0535(12) . ? Fe C5 2.0545(13) . ? Fe C4 2.0572(13) . ? Fe C10 2.0651(11) . ? C1 C5 1.422(2) . ? C1 C2 1.4268(18) . ? C1 H1 0.918(18) . ? C2 C3 1.4255(18) . ? C2 H2 0.935(19) . ? C3 C4 1.4221(18) . ? C3 H3 0.951(18) . ? C4 C5 1.4240(19) . ? C4 H4 0.913(19) . ? C5 H5 0.96(2) . ? C6 C7 1.4231(17) . ? C6 C10 1.4375(16) . ? C6 H6 0.933(18) . ? C7 C8 1.424(2) . ? C7 H7 0.94(2) . ? C8 C9 1.4260(18) . ? C8 H8 0.92(2) . ? C9 C10 1.4392(16) . ? C9 H9 0.945(17) . ? C10 C11 1.4724(16) . ? C11 C14 1.3565(16) . ? C11 C12 1.5184(16) . ? C12 C13 1.5248(19) . ? C12 H12A 0.952(18) . ? C12 H12B 0.971(19) . ? C13 H13A 0.94(2) . ? C13 H13B 0.96(2) . ? C13 H13C 0.95(2) . ? C14 C22 1.4885(16) . ? C14 C15 1.4919(15) . ? C15 C20 1.3975(17) . ? C15 C16 1.4011(16) . ? C16 C17 1.3878(16) . ? C16 H16 0.964(16) . ? C17 C18 1.3967(17) . ? C17 H17 0.961(17) . ? C18 C19 1.3974(17) . ? C18 C21 1.4393(16) . ? C21 N 1.1451(17) . ? C19 C20 1.3854(17) . ? C19 H19 0.946(17) . ? C20 H20 0.922(17) . ? C22 C23 1.3935(18) . ? C22 C27 1.3973(18) . ? C23 C24 1.3925(18) . ? C23 H23 0.946(18) . ? C24 C25 1.379(2) . ? C24 H24 0.96(2) . ? C25 C26 1.379(3) . ? C25 H25 1.00(2) . ? C26 C27 1.391(2) . ? C26 H26 0.88(2) . ? C27 H27 0.980(19) . ? 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 C8 Fe C9 40.90(5) . . ? C8 Fe C2 118.35(5) . . ? C9 Fe C2 153.87(5) . . ? C8 Fe C6 68.65(5) . . ? C9 Fe C6 68.89(5) . . ? C2 Fe C6 124.55(5) . . ? C8 Fe C7 40.81(6) . . ? C9 Fe C7 68.86(5) . . ? C2 Fe C7 105.70(6) . . ? C6 Fe C7 40.75(5) . . ? C8 Fe C1 153.11(6) . . ? C9 Fe C1 164.42(5) . . ? C2 Fe C1 40.84(5) . . ? C6 Fe C1 106.98(5) . . ? C7 Fe C1 118.49(6) . . ? C8 Fe C3 106.91(5) . . ? C9 Fe C3 120.06(5) . . ? C2 Fe C3 40.73(5) . . ? C6 Fe C3 161.85(5) . . ? C7 Fe C3 124.56(5) . . ? C1 Fe C3 68.56(5) . . ? C8 Fe C5 164.41(6) . . ? C9 Fe C5 127.53(5) . . ? C2 Fe C5 68.31(5) . . ? C6 Fe C5 120.64(5) . . ? C7 Fe C5 154.18(6) . . ? C1 Fe C5 40.57(6) . . ? C3 Fe C5 68.20(5) . . ? C8 Fe C4 126.34(6) . . ? C9 Fe C4 108.91(5) . . ? C2 Fe C4 68.31(5) . . ? C6 Fe C4 155.96(5) . . ? C7 Fe C4 162.64(6) . . ? C1 Fe C4 68.37(6) . . ? C3 Fe C4 40.48(5) . . ? C5 Fe C4 40.53(5) . . ? C8 Fe C10 68.87(5) . . ? C9 Fe C10 41.03(5) . . ? C2 Fe C10 162.85(5) . . ? C6 Fe C10 40.95(5) . . ? C7 Fe C10 68.86(5) . . ? C1 Fe C10 126.20(5) . . ? C3 Fe C10 155.60(5) . . ? C5 Fe C10 109.08(5) . . ? C4 Fe C10 121.53(5) . . ? C5 C1 C2 107.72(12) . . ? C5 C1 Fe 70.00(7) . . ? C2 C1 Fe 69.44(7) . . ? C5 C1 H1 126.6(11) . . ? C2 C1 H1 125.7(11) . . ? Fe C1 H1 126.1(11) . . ? C3 C2 C1 108.13(12) . . ? C3 C2 Fe 70.03(7) . . ? C1 C2 Fe 69.72(7) . . ? C3 C2 H2 127.7(11) . . ? C1 C2 H2 124.2(11) . . ? Fe C2 H2 126.6(11) . . ? C4 C3 C2 107.88(11) . . ? C4 C3 Fe 69.90(7) . . ? C2 C3 Fe 69.24(7) . . ? C4 C3 H3 126.9(11) . . ? C2 C3 H3 125.2(11) . . ? Fe C3 H3 125.4(11) . . ? C3 C4 C5 108.03(12) . . ? C3 C4 Fe 69.62(7) . . ? C5 C4 Fe 69.63(7) . . ? C3 C4 H4 125.1(12) . . ? C5 C4 H4 126.8(12) . . ? Fe C4 H4 126.3(12) . . ? C1 C5 C4 108.24(11) . . ? C1 C5 Fe 69.42(7) . . ? C4 C5 Fe 69.84(7) . . ? C1 C5 H5 124.3(12) . . ? C4 C5 H5 127.4(12) . . ? Fe C5 H5 125.3(11) . . ? C7 C6 C10 108.63(11) . . ? C7 C6 Fe 69.65(7) . . ? C10 C6 Fe 70.33(6) . . ? C7 C6 H6 124.4(11) . . ? C10 C6 H6 126.8(11) . . ? Fe C6 H6 122.0(11) . . ? C6 C7 C8 107.96(11) . . ? C6 C7 Fe 69.60(7) . . ? C8 C7 Fe 69.44(7) . . ? C6 C7 H7 124.6(12) . . ? C8 C7 H7 127.5(12) . . ? Fe C7 H7 125.9(12) . . ? C7 C8 C9 108.29(11) . . ? C7 C8 Fe 69.75(7) . . ? C9 C8 Fe 69.59(7) . . ? C7 C8 H8 126.4(12) . . ? C9 C8 H8 125.3(12) . . ? Fe C8 H8 127.3(12) . . ? C8 C9 C10 108.24(11) . . ? C8 C9 Fe 69.51(7) . . ? C10 C9 Fe 70.37(7) . . ? C8 C9 H9 124.1(10) . . ? C10 C9 H9 127.6(10) . . ? Fe C9 H9 127.2(10) . . ? C6 C10 C9 106.87(10) . . ? C6 C10 C11 127.91(10) . . ? C9 C10 C11 125.19(11) . . ? C6 C10 Fe 68.72(6) . . ? C9 C10 Fe 68.60(6) . . ? C11 C10 Fe 125.93(8) . . ? C14 C11 C10 122.58(10) . . ? C14 C11 C12 121.78(10) . . ? C10 C11 C12 115.43(10) . . ? C11 C12 C13 111.39(11) . . ? C11 C12 H12A 108.6(11) . . ? C13 C12 H12A 108.3(11) . . ? C11 C12 H12B 111.9(11) . . ? C13 C12 H12B 108.8(11) . . ? H12A C12 H12B 107.7(15) . . ? C12 C13 H13A 110.1(13) . . ? C12 C13 H13B 112.7(12) . . ? H13A C13 H13B 105.5(18) . . ? C12 C13 H13C 112.4(13) . . ? H13A C13 H13C 106.1(18) . . ? H13B C13 H13C 109.6(18) . . ? C11 C14 C22 123.02(10) . . ? C11 C14 C15 122.56(10) . . ? C22 C14 C15 114.23(10) . . ? C20 C15 C16 119.01(10) . . ? C20 C15 C14 119.74(10) . . ? C16 C15 C14 121.14(10) . . ? C17 C16 C15 120.75(11) . . ? C17 C16 H16 119.5(10) . . ? C15 C16 H16 119.7(10) . . ? C16 C17 C18 119.26(11) . . ? C16 C17 H17 121.2(10) . . ? C18 C17 H17 119.5(10) . . ? C17 C18 C19 120.77(11) . . ? C17 C18 C21 119.77(11) . . ? C19 C18 C21 119.46(11) . . ? N C21 C18 179.77(15) . . ? C20 C19 C18 119.24(11) . . ? C20 C19 H19 121.3(10) . . ? C18 C19 H19 119.5(10) . . ? C19 C20 C15 120.96(11) . . ? C19 C20 H20 118.7(11) . . ? C15 C20 H20 120.3(11) . . ? C23 C22 C27 118.00(12) . . ? C23 C22 C14 121.98(11) . . ? C27 C22 C14 119.98(11) . . ? C24 C23 C22 121.05(13) . . ? C24 C23 H23 119.4(11) . . ? C22 C23 H23 119.5(11) . . ? C25 C24 C23 120.23(14) . . ? C25 C24 H24 119.5(12) . . ? C23 C24 H24 120.3(12) . . ? C24 C25 C26 119.45(13) . . ? C24 C25 H25 117.9(13) . . ? C26 C25 H25 122.5(13) . . ? C25 C26 C27 120.72(14) . . ? C25 C26 H26 121.3(15) . . ? C27 C26 H26 118.0(15) . . ? C26 C27 C22 120.53(14) . . ? C26 C27 H27 121.5(11) . . ? C22 C27 H27 118.0(11) . . ? 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 C8 Fe C1 C5 -166.29(10) . . . . ? C9 Fe C1 C5 45.4(2) . . . . ? C2 Fe C1 C5 -118.84(11) . . . . ? C6 Fe C1 C5 117.55(8) . . . . ? C7 Fe C1 C5 160.20(8) . . . . ? C3 Fe C1 C5 -81.09(8) . . . . ? C4 Fe C1 C5 -37.43(8) . . . . ? C10 Fe C1 C5 76.59(9) . . . . ? C8 Fe C1 C2 -47.46(15) . . . . ? C9 Fe C1 C2 164.27(17) . . . . ? C6 Fe C1 C2 -123.61(8) . . . . ? C7 Fe C1 C2 -80.96(9) . . . . ? C3 Fe C1 C2 37.75(8) . . . . ? C5 Fe C1 C2 118.84(11) . . . . ? C4 Fe C1 C2 81.41(8) . . . . ? C10 Fe C1 C2 -164.58(7) . . . . ? C5 C1 C2 C3 0.06(14) . . . . ? Fe C1 C2 C3 -59.73(9) . . . . ? C5 C1 C2 Fe 59.79(9) . . . . ? C8 Fe C2 C3 -83.09(9) . . . . ? C9 Fe C2 C3 -51.33(15) . . . . ? C6 Fe C2 C3 -165.59(7) . . . . ? C7 Fe C2 C3 -125.22(8) . . . . ? C1 Fe C2 C3 119.15(11) . . . . ? C5 Fe C2 C3 81.33(8) . . . . ? C4 Fe C2 C3 37.57(8) . . . . ? C10 Fe C2 C3 165.84(15) . . . . ? C8 Fe C2 C1 157.75(8) . . . . ? C9 Fe C2 C1 -170.49(11) . . . . ? C6 Fe C2 C1 75.26(9) . . . . ? C7 Fe C2 C1 115.63(8) . . . . ? C3 Fe C2 C1 -119.15(11) . . . . ? C5 Fe C2 C1 -37.82(8) . . . . ? C4 Fe C2 C1 -81.59(9) . . . . ? C10 Fe C2 C1 46.7(2) . . . . ? C1 C2 C3 C4 0.10(14) . . . . ? Fe C2 C3 C4 -59.44(9) . . . . ? C1 C2 C3 Fe 59.54(9) . . . . ? C8 Fe C3 C4 -126.71(8) . . . . ? C9 Fe C3 C4 -84.18(9) . . . . ? C2 Fe C3 C4 119.23(11) . . . . ? C6 Fe C3 C4 160.39(15) . . . . ? C7 Fe C3 C4 -168.02(8) . . . . ? C1 Fe C3 C4 81.39(8) . . . . ? C5 Fe C3 C4 37.59(8) . . . . ? C10 Fe C3 C4 -50.71(15) . . . . ? C8 Fe C3 C2 114.06(8) . . . . ? C9 Fe C3 C2 156.59(8) . . . . ? C6 Fe C3 C2 41.16(19) . . . . ? C7 Fe C3 C2 72.75(10) . . . . ? C1 Fe C3 C2 -37.84(8) . . . . ? C5 Fe C3 C2 -81.64(8) . . . . ? C4 Fe C3 C2 -119.23(11) . . . . ? C10 Fe C3 C2 -169.94(10) . . . . ? C2 C3 C4 C5 -0.21(14) . . . . ? Fe C3 C4 C5 -59.24(9) . . . . ? C2 C3 C4 Fe 59.03(9) . . . . ? C8 Fe C4 C3 72.20(9) . . . . ? C9 Fe C4 C3 114.47(8) . . . . ? C2 Fe C4 C3 -37.79(8) . . . . ? C6 Fe C4 C3 -165.13(11) . . . . ? C7 Fe C4 C3 35.0(2) . . . . ? C1 Fe C4 C3 -81.88(8) . . . . ? C5 Fe C4 C3 -119.35(11) . . . . ? C10 Fe C4 C3 157.97(7) . . . . ? C8 Fe C4 C5 -168.45(8) . . . . ? C9 Fe C4 C5 -126.17(8) . . . . ? C2 Fe C4 C5 81.56(8) . . . . ? C6 Fe C4 C5 -45.78(16) . . . . ? C7 Fe C4 C5 154.32(16) . . . . ? C1 Fe C4 C5 37.47(8) . . . . ? C3 Fe C4 C5 119.35(11) . . . . ? C10 Fe C4 C5 -82.68(9) . . . . ? C2 C1 C5 C4 -0.19(14) . . . . ? Fe C1 C5 C4 59.25(9) . . . . ? C2 C1 C5 Fe -59.43(9) . . . . ? C3 C4 C5 C1 0.25(14) . . . . ? Fe C4 C5 C1 -58.99(9) . . . . ? C3 C4 C5 Fe 59.24(9) . . . . ? C8 Fe C5 C1 156.50(17) . . . . ? C9 Fe C5 C1 -166.04(7) . . . . ? C2 Fe C5 C1 38.06(8) . . . . ? C6 Fe C5 C1 -80.23(9) . . . . ? C7 Fe C5 C1 -43.13(15) . . . . ? C3 Fe C5 C1 82.06(8) . . . . ? C4 Fe C5 C1 119.61(11) . . . . ? C10 Fe C5 C1 -123.85(8) . . . . ? C8 Fe C5 C4 36.9(2) . . . . ? C9 Fe C5 C4 74.35(9) . . . . ? C2 Fe C5 C4 -81.55(8) . . . . ? C6 Fe C5 C4 160.17(7) . . . . ? C7 Fe C5 C4 -162.73(11) . . . . ? C1 Fe C5 C4 -119.61(11) . . . . ? C3 Fe C5 C4 -37.55(8) . . . . ? C10 Fe C5 C4 116.55(8) . . . . ? C8 Fe C6 C7 -37.69(8) . . . . ? C9 Fe C6 C7 -81.71(8) . . . . ? C2 Fe C6 C7 72.79(9) . . . . ? C1 Fe C6 C7 114.19(8) . . . . ? C3 Fe C6 C7 41.37(19) . . . . ? C5 Fe C6 C7 156.27(8) . . . . ? C4 Fe C6 C7 -170.96(12) . . . . ? C10 Fe C6 C7 -119.63(10) . . . . ? C8 Fe C6 C10 81.95(8) . . . . ? C9 Fe C6 C10 37.92(7) . . . . ? C2 Fe C6 C10 -167.57(7) . . . . ? C7 Fe C6 C10 119.63(10) . . . . ? C1 Fe C6 C10 -126.18(7) . . . . ? C3 Fe C6 C10 161.00(14) . . . . ? C5 Fe C6 C10 -84.10(8) . . . . ? C4 Fe C6 C10 -51.33(15) . . . . ? C10 C6 C7 C8 -0.70(14) . . . . ? Fe C6 C7 C8 59.04(9) . . . . ? C10 C6 C7 Fe -59.74(8) . . . . ? C8 Fe C7 C6 119.40(11) . . . . ? C9 Fe C7 C6 81.79(8) . . . . ? C2 Fe C7 C6 -125.19(8) . . . . ? C1 Fe C7 C6 -83.06(8) . . . . ? C3 Fe C7 C6 -165.52(7) . . . . ? C5 Fe C7 C6 -52.67(15) . . . . ? C4 Fe C7 C6 167.62(16) . . . . ? C10 Fe C7 C6 37.65(7) . . . . ? C9 Fe C7 C8 -37.61(7) . . . . ? C2 Fe C7 C8 115.42(8) . . . . ? C6 Fe C7 C8 -119.40(11) . . . . ? C1 Fe C7 C8 157.55(7) . . . . ? C3 Fe C7 C8 75.08(9) . . . . ? C5 Fe C7 C8 -172.06(10) . . . . ? C4 Fe C7 C8 48.2(2) . . . . ? C10 Fe C7 C8 -81.75(8) . . . . ? C6 C7 C8 C9 -0.03(14) . . . . ? Fe C7 C8 C9 59.11(8) . . . . ? C6 C7 C8 Fe -59.14(9) . . . . ? C9 Fe C8 C7 119.61(10) . . . . ? C2 Fe C8 C7 -81.12(9) . . . . ? C6 Fe C8 C7 37.63(7) . . . . ? C1 Fe C8 C7 -47.93(14) . . . . ? C3 Fe C8 C7 -123.73(8) . . . . ? C5 Fe C8 C7 167.07(17) . . . . ? C4 Fe C8 C7 -163.97(7) . . . . ? C10 Fe C8 C7 81.72(8) . . . . ? C2 Fe C8 C9 159.27(7) . . . . ? C6 Fe C8 C9 -81.98(8) . . . . ? C7 Fe C8 C9 -119.61(10) . . . . ? C1 Fe C8 C9 -167.54(10) . . . . ? C3 Fe C8 C9 116.66(8) . . . . ? C5 Fe C8 C9 47.5(2) . . . . ? C4 Fe C8 C9 76.42(9) . . . . ? C10 Fe C8 C9 -37.90(7) . . . . ? C7 C8 C9 C10 0.74(13) . . . . ? Fe C8 C9 C10 59.95(8) . . . . ? C7 C8 C9 Fe -59.21(9) . . . . ? C2 Fe C9 C8 -45.03(15) . . . . ? C6 Fe C9 C8 81.36(8) . . . . ? C7 Fe C9 C8 37.53(8) . . . . ? C1 Fe C9 C8 158.70(18) . . . . ? C3 Fe C9 C8 -81.09(9) . . . . ? C5 Fe C9 C8 -165.55(8) . . . . ? C4 Fe C9 C8 -124.14(8) . . . . ? C10 Fe C9 C8 119.21(10) . . . . ? C8 Fe C9 C10 -119.21(10) . . . . ? C2 Fe C9 C10 -164.25(11) . . . . ? C6 Fe C9 C10 -37.85(7) . . . . ? C7 Fe C9 C10 -81.68(8) . . . . ? C1 Fe C9 C10 39.5(2) . . . . ? C3 Fe C9 C10 159.70(7) . . . . ? C5 Fe C9 C10 75.24(9) . . . . ? C4 Fe C9 C10 116.65(7) . . . . ? C7 C6 C10 C9 1.14(13) . . . . ? Fe C6 C10 C9 -58.18(8) . . . . ? C7 C6 C10 C11 178.98(11) . . . . ? Fe C6 C10 C11 119.65(11) . . . . ? C7 C6 C10 Fe 59.32(8) . . . . ? C8 C9 C10 C6 -1.15(13) . . . . ? Fe C9 C10 C6 58.26(8) . . . . ? C8 C9 C10 C11 -179.07(11) . . . . ? Fe C9 C10 C11 -119.65(11) . . . . ? C8 C9 C10 Fe -59.41(8) . . . . ? C8 Fe C10 C6 -81.37(8) . . . . ? C9 Fe C10 C6 -119.14(10) . . . . ? C2 Fe C10 C6 36.94(19) . . . . ? C7 Fe C10 C6 -37.46(7) . . . . ? C1 Fe C10 C6 73.07(9) . . . . ? C3 Fe C10 C6 -165.79(11) . . . . ? C5 Fe C10 C6 115.10(8) . . . . ? C4 Fe C10 C6 158.09(7) . . . . ? C8 Fe C10 C9 37.78(7) . . . . ? C2 Fe C10 C9 156.08(16) . . . . ? C6 Fe C10 C9 119.14(10) . . . . ? C7 Fe C10 C9 81.68(8) . . . . ? C1 Fe C10 C9 -167.78(8) . . . . ? C3 Fe C10 C9 -46.64(14) . . . . ? C5 Fe C10 C9 -125.76(8) . . . . ? C4 Fe C10 C9 -82.76(8) . . . . ? C8 Fe C10 C11 156.49(11) . . . . ? C9 Fe C10 C11 118.71(13) . . . . ? C2 Fe C10 C11 -85.21(19) . . . . ? C6 Fe C10 C11 -122.15(13) . . . . ? C7 Fe C10 C11 -159.61(11) . . . . ? C1 Fe C10 C11 -49.08(12) . . . . ? C3 Fe C10 C11 72.06(16) . . . . ? C5 Fe C10 C11 -7.05(11) . . . . ? C4 Fe C10 C11 35.95(12) . . . . ? C6 C10 C11 C14 32.94(18) . . . . ? C9 C10 C11 C14 -149.59(12) . . . . ? Fe C10 C11 C14 122.73(11) . . . . ? C6 C10 C11 C12 -152.26(11) . . . . ? C9 C10 C11 C12 25.20(16) . . . . ? Fe C10 C11 C12 -62.48(13) . . . . ? C14 C11 C12 C13 72.66(15) . . . . ? C10 C11 C12 C13 -102.18(13) . . . . ? C10 C11 C14 C22 -173.62(10) . . . . ? C12 C11 C14 C22 11.91(17) . . . . ? C10 C11 C14 C15 11.62(17) . . . . ? C12 C11 C14 C15 -162.85(11) . . . . ? C11 C14 C15 C20 53.33(16) . . . . ? C22 C14 C15 C20 -121.85(12) . . . . ? C11 C14 C15 C16 -130.44(12) . . . . ? C22 C14 C15 C16 54.38(14) . . . . ? C20 C15 C16 C17 -1.27(17) . . . . ? C14 C15 C16 C17 -177.52(10) . . . . ? C15 C16 C17 C18 0.96(17) . . . . ? C16 C17 C18 C19 -0.15(17) . . . . ? C16 C17 C18 C21 178.67(11) . . . . ? C17 C18 C21 N 93(38) . . . . ? C19 C18 C21 N -88(38) . . . . ? C17 C18 C19 C20 -0.33(18) . . . . ? C21 C18 C19 C20 -179.15(11) . . . . ? C18 C19 C20 C15 0.01(18) . . . . ? C16 C15 C20 C19 0.78(17) . . . . ? C14 C15 C20 C19 177.09(11) . . . . ? C11 C14 C22 C23 52.95(17) . . . . ? C15 C14 C22 C23 -131.89(12) . . . . ? C11 C14 C22 C27 -129.33(13) . . . . ? C15 C14 C22 C27 45.83(16) . . . . ? C27 C22 C23 C24 1.68(19) . . . . ? C14 C22 C23 C24 179.43(11) . . . . ? C22 C23 C24 C25 -0.6(2) . . . . ? C23 C24 C25 C26 -0.7(2) . . . . ? C24 C25 C26 C27 0.8(3) . . . . ? C25 C26 C27 C22 0.4(3) . . . . ? C23 C22 C27 C26 -1.6(2) . . . . ? C14 C22 C27 C26 -179.39(14) . . . . ? _diffrn_measured_fraction_theta_max 0.939 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.608 _refine_diff_density_min -0.202 _refine_diff_density_rms 0.076 #===END data_E-CF3 _database_code_depnum_ccdc_archive 'CCDC 708316' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H23 F3 Fe' _chemical_formula_sum 'C27 H23 F3 Fe' _chemical_formula_weight 460.30 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' F F 0.0171 0.0103 '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 9.7125(6) _cell_length_b 10.4325(7) _cell_length_c 12.1883(8) _cell_angle_alpha 101.835(1) _cell_angle_beta 112.708(1) _cell_angle_gamma 90.435(1) _cell_volume 1109.88(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8810 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 26.28 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.715 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7655 _exptl_absorpt_correction_T_max 0.8702 _exptl_absorpt_process_details ; SADABS v.2.10 (Bruker,2003) was used for absorption correction. R(int) for selected reflections was 0.044 before and 0.022 after correction. The Ratio of minimum to maximum transmission is 0.879662. The \l/2 correction factor is 0.0015 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19810 _diffrn_reflns_av_R_equivalents 0.0228 _diffrn_reflns_av_sigmaI/netI 0.0173 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 26.39 _reflns_number_total 4517 _reflns_number_gt 4082 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0774P)^2^+0.6488P] 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 4517 _refine_ls_number_parameters 293 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0522 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_ref 0.1353 _refine_ls_wR_factor_gt 0.1314 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 C1 C 0.3467(4) 0.9946(3) 0.8304(3) 0.0670(8) Uani 1 1 d . . . H1 H 0.4501 0.9916 0.8640 0.080 Uiso 1 1 calc R . . C2 C 0.2635(4) 1.0756(3) 0.8834(3) 0.0741(9) Uani 1 1 d . . . H2 H 0.3022 1.1353 0.9586 0.089 Uiso 1 1 calc R . . C3 C 0.1124(4) 1.0509(3) 0.8036(4) 0.0778(10) Uani 1 1 d . . . H3 H 0.0330 1.0915 0.8161 0.093 Uiso 1 1 calc R . . C4 C 0.1017(4) 0.9540(3) 0.7010(3) 0.0712(8) Uani 1 1 d . . . H4 H 0.0140 0.9191 0.6336 0.085 Uiso 1 1 calc R . . C5 C 0.2467(4) 0.9193(3) 0.7183(3) 0.0659(7) Uani 1 1 d . . . H5 H 0.2718 0.8570 0.6645 0.079 Uiso 1 1 calc R . . Fe Fe 0.19229(4) 0.88311(3) 0.85508(3) 0.04637(15) Uani 1 1 d . . . C6 C 0.2993(3) 0.7751(2) 0.9795(2) 0.0564(6) Uani 1 1 d . . . H6 H 0.4023 0.7804 1.0239 0.068 Uiso 1 1 calc R . . C7 C 0.1983(4) 0.8507(3) 1.0155(3) 0.0659(8) Uani 1 1 d . . . H7 H 0.2229 0.9140 1.0877 0.079 Uiso 1 1 calc R . . C8 C 0.0539(4) 0.8141(3) 0.9238(3) 0.0620(7) Uani 1 1 d . . . H8 H -0.0337 0.8487 0.9247 0.074 Uiso 1 1 calc R . . C9 C 0.0649(3) 0.7160(2) 0.8300(3) 0.0519(6) Uani 1 1 d . . . H9 H -0.0145 0.6755 0.7580 0.062 Uiso 1 1 calc R . . C10 C 0.2171(3) 0.6889(2) 0.8634(2) 0.0463(5) Uani 1 1 d . . . C11 C 0.2807(3) 0.5938(2) 0.7929(2) 0.0468(5) Uani 1 1 d . . . C12 C 0.4364(3) 0.6358(3) 0.8030(3) 0.0596(7) Uani 1 1 d . . . H12A H 0.4356 0.6210 0.7216 0.072 Uiso 1 1 calc R . . H12B H 0.4590 0.7295 0.8386 0.072 Uiso 1 1 calc R . . C13 C 0.5595(4) 0.5648(4) 0.8785(5) 0.1016(14) Uani 1 1 d . . . H13A H 0.5652 0.5828 0.9607 0.152 Uiso 1 1 calc R . . H13B H 0.6534 0.5944 0.8786 0.152 Uiso 1 1 calc R . . H13C H 0.5383 0.4718 0.8443 0.152 Uiso 1 1 calc R . . C14 C 0.2076(3) 0.4750(2) 0.7259(2) 0.0445(5) Uani 1 1 d . . . C15 C 0.0703(3) 0.4184(2) 0.7325(2) 0.0438(5) Uani 1 1 d . . . C16 C 0.0588(3) 0.4235(2) 0.8432(2) 0.0512(6) Uani 1 1 d . . . H16 H 0.1389 0.4628 0.9152 0.061 Uiso 1 1 calc R . . C17 C -0.0686(4) 0.3717(3) 0.8488(3) 0.0624(7) Uani 1 1 d . . . H17 H -0.0741 0.3770 0.9241 0.075 Uiso 1 1 calc R . . C18 C -0.1878(4) 0.3122(3) 0.7432(3) 0.0692(8) Uani 1 1 d . . . H18 H -0.2748 0.2787 0.7463 0.083 Uiso 1 1 calc R . . C19 C -0.1763(3) 0.3029(3) 0.6332(3) 0.0703(8) Uani 1 1 d . . . H19 H -0.2556 0.2611 0.5616 0.084 Uiso 1 1 calc R . . C20 C -0.0489(3) 0.3546(3) 0.6273(3) 0.0571(6) Uani 1 1 d . . . H20 H -0.0430 0.3465 0.5519 0.069 Uiso 1 1 calc R . . C21 C 0.2580(3) 0.3880(2) 0.6387(2) 0.0468(5) Uani 1 1 d . . . C22 C 0.2764(3) 0.4312(3) 0.5440(3) 0.0586(6) Uani 1 1 d . . . H22 H 0.2642 0.5185 0.5390 0.070 Uiso 1 1 calc R . . C23 C 0.3120(3) 0.3480(3) 0.4577(3) 0.0623(7) Uani 1 1 d . . . H23 H 0.3242 0.3793 0.3955 0.075 Uiso 1 1 calc R . . C24 C 0.3296(3) 0.2187(3) 0.4634(3) 0.0573(6) Uani 1 1 d . A . C27 C 0.3645(4) 0.1269(4) 0.3689(3) 0.0719(8) Uani 1 1 d . . . F1A F 0.2997(8) 0.0055(5) 0.3404(6) 0.0570(17) Uiso 0.404(10) 1 d P A 1 F3A F 0.3118(8) 0.1804(7) 0.2548(5) 0.0704(18) Uiso 0.404(10) 1 d P A 1 F2A F 0.5108(5) 0.1208(7) 0.3997(6) 0.0617(17) Uiso 0.404(10) 1 d P A 1 F2B F 0.4923(9) 0.1634(10) 0.3663(9) 0.078(2) Uiso 0.284(8) 1 d P A 2 F1B F 0.3649(14) -0.0053(8) 0.3794(10) 0.088(3) Uiso 0.284(8) 1 d P A 2 F3B F 0.2799(11) 0.1247(11) 0.2610(8) 0.090(3) Uiso 0.284(8) 1 d P A 2 F1C F 0.5023(9) 0.0749(11) 0.4237(8) 0.095(3) Uiso 0.312(8) 1 d P A 3 F2C F 0.3772(12) 0.1663(8) 0.2851(8) 0.084(2) Uiso 0.312(8) 1 d P A 3 F3C F 0.2531(10) 0.0370(8) 0.3016(8) 0.079(2) Uiso 0.312(8) 1 d P A 3 C25 C 0.3130(3) 0.1736(3) 0.5566(3) 0.0623(7) Uani 1 1 d . . . H25 H 0.3259 0.0864 0.5612 0.075 Uiso 1 1 calc R A . C26 C 0.2777(3) 0.2569(2) 0.6427(3) 0.0571(6) Uani 1 1 d . A . H26 H 0.2667 0.2250 0.7050 0.069 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0656(17) 0.0566(16) 0.086(2) 0.0268(15) 0.0319(15) -0.0081(13) C2 0.107(3) 0.0364(13) 0.081(2) 0.0098(13) 0.0413(19) -0.0112(14) C3 0.094(2) 0.0542(17) 0.119(3) 0.0426(19) 0.067(2) 0.0253(16) C4 0.0699(18) 0.077(2) 0.0708(19) 0.0352(16) 0.0233(15) 0.0016(15) C5 0.084(2) 0.0640(17) 0.0662(17) 0.0219(14) 0.0434(16) 0.0036(15) Fe 0.0579(2) 0.0333(2) 0.0520(2) 0.00649(14) 0.02784(17) -0.00156(14) C6 0.0713(16) 0.0430(13) 0.0510(14) 0.0108(11) 0.0201(12) -0.0056(11) C7 0.107(2) 0.0447(14) 0.0563(15) 0.0055(11) 0.0468(17) -0.0003(14) C8 0.0802(19) 0.0441(13) 0.085(2) 0.0157(13) 0.0564(17) 0.0068(13) C9 0.0540(13) 0.0360(11) 0.0696(16) 0.0099(11) 0.0298(12) -0.0016(10) C10 0.0540(13) 0.0324(10) 0.0536(13) 0.0076(9) 0.0237(11) -0.0024(9) C11 0.0476(12) 0.0398(12) 0.0541(13) 0.0103(10) 0.0215(10) 0.0032(9) C12 0.0509(14) 0.0522(14) 0.0757(18) 0.0073(13) 0.0286(13) -0.0011(11) C13 0.0514(18) 0.095(3) 0.154(4) 0.041(3) 0.029(2) 0.0114(17) C14 0.0511(12) 0.0362(11) 0.0483(12) 0.0107(9) 0.0213(10) 0.0053(9) C15 0.0512(12) 0.0306(10) 0.0510(12) 0.0082(9) 0.0223(10) 0.0034(9) C16 0.0646(15) 0.0384(12) 0.0515(13) 0.0072(10) 0.0256(12) 0.0008(10) C17 0.088(2) 0.0450(14) 0.0701(17) 0.0116(12) 0.0485(16) 0.0009(13) C18 0.0677(17) 0.0537(16) 0.097(2) 0.0158(15) 0.0452(17) -0.0041(13) C19 0.0609(16) 0.0656(18) 0.0721(19) 0.0068(14) 0.0178(14) -0.0157(14) C20 0.0631(15) 0.0548(15) 0.0501(14) 0.0053(11) 0.0223(12) -0.0045(12) C21 0.0520(13) 0.0403(12) 0.0505(13) 0.0100(10) 0.0230(10) 0.0031(9) C22 0.0770(18) 0.0482(14) 0.0590(15) 0.0182(12) 0.0329(14) 0.0078(12) C23 0.0745(18) 0.0675(17) 0.0541(15) 0.0161(13) 0.0340(14) 0.0009(14) C24 0.0525(14) 0.0582(15) 0.0599(15) -0.0007(12) 0.0281(12) -0.0033(11) C27 0.0648(18) 0.083(2) 0.0683(19) -0.0029(16) 0.0376(15) -0.0055(15) C25 0.0780(18) 0.0435(13) 0.0797(19) 0.0118(13) 0.0474(16) 0.0111(12) C26 0.0791(18) 0.0424(13) 0.0660(16) 0.0169(11) 0.0435(14) 0.0113(12) _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 C1 C5 1.397(5) . ? C1 C2 1.406(5) . ? C1 Fe 2.039(3) . ? C1 H1 0.9300 . ? C2 C3 1.399(5) . ? C2 Fe 2.035(3) . ? C2 H2 0.9300 . ? C3 C4 1.405(5) . ? C3 Fe 2.039(3) . ? C3 H3 0.9300 . ? C4 C5 1.403(5) . ? C4 Fe 2.037(3) . ? C4 H4 0.9300 . ? C5 Fe 2.033(3) . ? C5 H5 0.9300 . ? Fe C9 2.030(2) . ? Fe C7 2.031(3) . ? Fe C8 2.031(3) . ? Fe C6 2.038(3) . ? Fe C10 2.060(2) . ? C6 C7 1.407(4) . ? C6 C10 1.430(3) . ? C6 H6 0.9300 . ? C7 C8 1.403(5) . ? C7 H7 0.9300 . ? C8 C9 1.407(4) . ? C8 H8 0.9300 . ? C9 C10 1.421(4) . ? C9 H9 0.9300 . ? C10 C11 1.474(3) . ? C11 C14 1.354(3) . ? C11 C12 1.522(3) . ? C12 C13 1.506(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C21 1.485(3) . ? C14 C15 1.492(3) . ? C15 C20 1.385(4) . ? C15 C16 1.387(3) . ? C16 C17 1.378(4) . ? C16 H16 0.9300 . ? C17 C18 1.376(5) . ? C17 H17 0.9300 . ? C18 C19 1.371(5) . ? C18 H18 0.9300 . ? C19 C20 1.379(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C26 1.390(3) . ? C21 C22 1.393(4) . ? C22 C23 1.376(4) . ? C22 H22 0.9300 . ? C23 C24 1.373(4) . ? C23 H23 0.9300 . ? C24 C25 1.377(4) . ? C24 C27 1.487(4) . ? C27 F2C 1.223(9) . ? C27 F3B 1.248(9) . ? C27 F3C 1.308(8) . ? C27 F2B 1.309(8) . ? C27 F1A 1.327(6) . ? C27 F2A 1.327(6) . ? C27 F1B 1.411(9) . ? C27 F1C 1.414(9) . ? C27 F3A 1.511(8) . ? C25 C26 1.372(4) . ? C25 H25 0.9300 . ? C26 H26 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 C5 C1 C2 107.9(3) . . ? C5 C1 Fe 69.71(16) . . ? C2 C1 Fe 69.66(17) . . ? C5 C1 H1 126.1 . . ? C2 C1 H1 126.1 . . ? Fe C1 H1 126.1 . . ? C3 C2 C1 108.2(3) . . ? C3 C2 Fe 70.07(17) . . ? C1 C2 Fe 69.97(16) . . ? C3 C2 H2 125.9 . . ? C1 C2 H2 125.9 . . ? Fe C2 H2 125.6 . . ? C2 C3 C4 107.9(3) . . ? C2 C3 Fe 69.76(17) . . ? C4 C3 Fe 69.77(17) . . ? C2 C3 H3 126.1 . . ? C4 C3 H3 126.1 . . ? Fe C3 H3 126.0 . . ? C5 C4 C3 107.9(3) . . ? C5 C4 Fe 69.67(17) . . ? C3 C4 Fe 69.90(19) . . ? C5 C4 H4 126.1 . . ? C3 C4 H4 126.1 . . ? Fe C4 H4 125.9 . . ? C1 C5 C4 108.2(3) . . ? C1 C5 Fe 70.17(17) . . ? C4 C5 Fe 70.01(17) . . ? C1 C5 H5 125.9 . . ? C4 C5 H5 125.9 . . ? Fe C5 H5 125.5 . . ? C9 Fe C7 68.11(12) . . ? C9 Fe C8 40.55(11) . . ? C7 Fe C8 40.40(13) . . ? C9 Fe C5 120.56(12) . . ? C7 Fe C5 164.70(14) . . ? C8 Fe C5 154.13(14) . . ? C9 Fe C2 162.45(13) . . ? C7 Fe C2 107.95(13) . . ? C8 Fe C2 125.48(13) . . ? C5 Fe C2 67.67(13) . . ? C9 Fe C4 107.70(12) . . ? C7 Fe C4 153.27(15) . . ? C8 Fe C4 119.10(14) . . ? C5 Fe C4 40.32(13) . . ? C2 Fe C4 67.64(14) . . ? C9 Fe C6 68.19(11) . . ? C7 Fe C6 40.46(12) . . ? C8 Fe C6 68.06(12) . . ? C5 Fe C6 127.92(13) . . ? C2 Fe C6 120.71(13) . . ? C4 Fe C6 164.73(14) . . ? C9 Fe C1 155.35(13) . . ? C7 Fe C1 127.20(14) . . ? C8 Fe C1 163.40(14) . . ? C5 Fe C1 40.11(13) . . ? C2 Fe C1 40.37(14) . . ? C4 Fe C1 67.61(13) . . ? C6 Fe C1 109.57(13) . . ? C9 Fe C3 125.44(13) . . ? C7 Fe C3 119.09(14) . . ? C8 Fe C3 106.80(13) . . ? C5 Fe C3 67.76(13) . . ? C2 Fe C3 40.17(15) . . ? C4 Fe C3 40.33(15) . . ? C6 Fe C3 154.04(15) . . ? C1 Fe C3 67.70(13) . . ? C9 Fe C10 40.67(10) . . ? C7 Fe C10 68.51(10) . . ? C8 Fe C10 68.47(10) . . ? C5 Fe C10 109.01(11) . . ? C2 Fe C10 155.56(14) . . ? C4 Fe C10 126.58(13) . . ? C6 Fe C10 40.84(10) . . ? C1 Fe C10 121.29(12) . . ? C3 Fe C10 163.17(14) . . ? C7 C6 C10 108.5(3) . . ? C7 C6 Fe 69.53(16) . . ? C10 C6 Fe 70.42(14) . . ? C7 C6 H6 125.7 . . ? C10 C6 H6 125.7 . . ? Fe C6 H6 125.9 . . ? C8 C7 C6 108.3(2) . . ? C8 C7 Fe 69.80(16) . . ? C6 C7 Fe 70.01(15) . . ? C8 C7 H7 125.9 . . ? C6 C7 H7 125.9 . . ? Fe C7 H7 125.9 . . ? C7 C8 C9 108.0(3) . . ? C7 C8 Fe 69.80(16) . . ? C9 C8 Fe 69.66(14) . . ? C7 C8 H8 126.0 . . ? C9 C8 H8 126.0 . . ? Fe C8 H8 126.1 . . ? C8 C9 C10 108.9(2) . . ? C8 C9 Fe 69.79(15) . . ? C10 C9 Fe 70.82(13) . . ? C8 C9 H9 125.5 . . ? C10 C9 H9 125.5 . . ? Fe C9 H9 125.4 . . ? C9 C10 C6 106.2(2) . . ? C9 C10 C11 127.8(2) . . ? C6 C10 C11 126.0(2) . . ? C9 C10 Fe 68.52(13) . . ? C6 C10 Fe 68.73(14) . . ? C11 C10 Fe 126.44(17) . . ? C14 C11 C10 122.4(2) . . ? C14 C11 C12 121.7(2) . . ? C10 C11 C12 115.8(2) . . ? C13 C12 C11 114.3(3) . . ? C13 C12 H12A 108.7 . . ? C11 C12 H12A 108.7 . . ? C13 C12 H12B 108.7 . . ? C11 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 C21 122.8(2) . . ? C11 C14 C15 123.7(2) . . ? C21 C14 C15 113.53(19) . . ? C20 C15 C16 117.6(2) . . ? C20 C15 C14 120.7(2) . . ? C16 C15 C14 121.7(2) . . ? C17 C16 C15 121.5(3) . . ? C17 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C18 C17 C16 120.1(3) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C19 C18 C17 119.1(3) . . ? C19 C18 H18 120.5 . . ? C17 C18 H18 120.5 . . ? C18 C19 C20 120.9(3) . . ? C18 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C19 C20 C15 120.7(3) . . ? C19 C20 H20 119.6 . . ? C15 C20 H20 119.6 . . ? C26 C21 C22 117.2(2) . . ? C26 C21 C14 121.3(2) . . ? C22 C21 C14 121.4(2) . . ? C23 C22 C21 121.6(2) . . ? C23 C22 H22 119.2 . . ? C21 C22 H22 119.2 . . ? C24 C23 C22 119.9(3) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 119.7(3) . . ? C23 C24 C27 120.5(3) . . ? C25 C24 C27 119.9(3) . . ? F2C C27 F3B 45.0(7) . . ? F2C C27 F3C 96.9(6) . . ? F3B C27 F3C 55.7(7) . . ? F2C C27 F2B 55.4(6) . . ? F3B C27 F2B 99.3(6) . . ? F3C C27 F2B 135.7(5) . . ? F2C C27 F1A 115.9(5) . . ? F3B C27 F1A 82.2(6) . . ? F3C C27 F1A 29.1(4) . . ? F2B C27 F1A 127.7(5) . . ? F2C C27 F2A 80.9(6) . . ? F3B C27 F2A 120.3(6) . . ? F3C C27 F2A 129.7(5) . . ? F2B C27 F2A 28.3(4) . . ? F1A C27 F2A 108.4(5) . . ? F2C C27 F1B 125.4(6) . . ? F3B C27 F1B 105.7(6) . . ? F3C C27 F1B 56.4(6) . . ? F2B C27 F1B 108.7(6) . . ? F1A C27 F1B 27.5(4) . . ? F2A C27 F1B 84.1(6) . . ? F2C C27 F1C 104.0(6) . . ? F3B C27 F1C 133.7(6) . . ? F3C C27 F1C 113.6(6) . . ? F2B C27 F1C 54.5(6) . . ? F1A C27 F1C 86.9(6) . . ? F2A C27 F1C 26.3(4) . . ? F1B C27 F1C 60.3(7) . . ? F2C C27 C24 120.0(5) . . ? F3B C27 C24 115.3(5) . . ? F3C C27 C24 111.6(4) . . ? F2B C27 C24 112.4(4) . . ? F1A C27 C24 113.8(3) . . ? F2A C27 C24 112.7(3) . . ? F1B C27 C24 114.3(4) . . ? F1C C27 C24 110.2(4) . . ? F2C C27 F3A 24.0(5) . . ? F3B C27 F3A 26.8(5) . . ? F3C C27 F3A 82.5(5) . . ? F2B C27 F3A 78.6(5) . . ? F1A C27 F3A 108.4(4) . . ? F2A C27 F3A 104.9(4) . . ? F1B C27 F3A 128.8(5) . . ? F1C C27 F3A 127.7(5) . . ? C24 C27 F3A 108.2(3) . . ? C26 C25 C24 120.3(3) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C21 121.4(2) . . ? C25 C26 H26 119.3 . . ? C21 C26 H26 119.3 . . ? 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 C5 C1 C2 C3 -0.4(3) . . . . ? Fe C1 C2 C3 -59.9(2) . . . . ? C5 C1 C2 Fe 59.5(2) . . . . ? C1 C2 C3 C4 0.2(3) . . . . ? Fe C2 C3 C4 -59.6(2) . . . . ? C1 C2 C3 Fe 59.8(2) . . . . ? C2 C3 C4 C5 0.0(3) . . . . ? Fe C3 C4 C5 -59.5(2) . . . . ? C2 C3 C4 Fe 59.6(2) . . . . ? C2 C1 C5 C4 0.5(3) . . . . ? Fe C1 C5 C4 59.9(2) . . . . ? C2 C1 C5 Fe -59.4(2) . . . . ? C3 C4 C5 C1 -0.3(3) . . . . ? Fe C4 C5 C1 -60.0(2) . . . . ? C3 C4 C5 Fe 59.7(2) . . . . ? C1 C5 Fe C9 -159.61(18) . . . . ? C4 C5 Fe C9 81.4(2) . . . . ? C1 C5 Fe C7 -38.4(5) . . . . ? C4 C5 Fe C7 -157.5(4) . . . . ? C1 C5 Fe C8 164.0(2) . . . . ? C4 C5 Fe C8 45.0(4) . . . . ? C1 C5 Fe C2 37.7(2) . . . . ? C4 C5 Fe C2 -81.3(2) . . . . ? C1 C5 Fe C4 119.0(3) . . . . ? C1 C5 Fe C6 -74.6(2) . . . . ? C4 C5 Fe C6 166.39(19) . . . . ? C4 C5 Fe C1 -119.0(3) . . . . ? C1 C5 Fe C3 81.3(2) . . . . ? C4 C5 Fe C3 -37.7(2) . . . . ? C1 C5 Fe C10 -116.35(19) . . . . ? C4 C5 Fe C10 124.6(2) . . . . ? C3 C2 Fe C9 -40.1(5) . . . . ? C1 C2 Fe C9 -159.1(4) . . . . ? C3 C2 Fe C7 -114.1(2) . . . . ? C1 C2 Fe C7 126.9(2) . . . . ? C3 C2 Fe C8 -72.9(3) . . . . ? C1 C2 Fe C8 168.1(2) . . . . ? C3 C2 Fe C5 81.5(2) . . . . ? C1 C2 Fe C5 -37.5(2) . . . . ? C3 C2 Fe C4 37.8(2) . . . . ? C1 C2 Fe C4 -81.3(2) . . . . ? C3 C2 Fe C6 -156.6(2) . . . . ? C1 C2 Fe C6 84.4(2) . . . . ? C3 C2 Fe C1 119.0(3) . . . . ? C1 C2 Fe C3 -119.0(3) . . . . ? C3 C2 Fe C10 168.5(2) . . . . ? C1 C2 Fe C10 49.5(4) . . . . ? C5 C4 Fe C9 -116.7(2) . . . . ? C3 C4 Fe C9 124.4(2) . . . . ? C5 C4 Fe C7 167.0(2) . . . . ? C3 C4 Fe C7 48.0(4) . . . . ? C5 C4 Fe C8 -159.34(18) . . . . ? C3 C4 Fe C8 81.7(2) . . . . ? C3 C4 Fe C5 -119.0(3) . . . . ? C5 C4 Fe C2 81.4(2) . . . . ? C3 C4 Fe C2 -37.6(2) . . . . ? C5 C4 Fe C6 -44.8(5) . . . . ? C3 C4 Fe C6 -163.8(4) . . . . ? C5 C4 Fe C1 37.5(2) . . . . ? C3 C4 Fe C1 -81.4(2) . . . . ? C5 C4 Fe C3 119.0(3) . . . . ? C5 C4 Fe C10 -75.7(2) . . . . ? C3 C4 Fe C10 165.38(18) . . . . ? C5 C1 Fe C9 46.0(4) . . . . ? C2 C1 Fe C9 165.1(3) . . . . ? C5 C1 Fe C7 168.12(18) . . . . ? C2 C1 Fe C7 -72.8(2) . . . . ? C5 C1 Fe C8 -155.1(4) . . . . ? C2 C1 Fe C8 -36.0(5) . . . . ? C2 C1 Fe C5 119.1(3) . . . . ? C5 C1 Fe C2 -119.1(3) . . . . ? C5 C1 Fe C4 -37.7(2) . . . . ? C2 C1 Fe C4 81.3(2) . . . . ? C5 C1 Fe C6 126.19(19) . . . . ? C2 C1 Fe C6 -114.8(2) . . . . ? C5 C1 Fe C3 -81.5(2) . . . . ? C2 C1 Fe C3 37.6(2) . . . . ? C5 C1 Fe C10 82.5(2) . . . . ? C2 C1 Fe C10 -158.41(19) . . . . ? C2 C3 Fe C9 166.21(19) . . . . ? C4 C3 Fe C9 -74.8(2) . . . . ? C2 C3 Fe C7 83.5(2) . . . . ? C4 C3 Fe C7 -157.5(2) . . . . ? C2 C3 Fe C8 125.6(2) . . . . ? C4 C3 Fe C8 -115.4(2) . . . . ? C2 C3 Fe C5 -81.3(2) . . . . ? C4 C3 Fe C5 37.7(2) . . . . ? C4 C3 Fe C2 119.0(3) . . . . ? C2 C3 Fe C4 -119.0(3) . . . . ? C2 C3 Fe C6 51.4(4) . . . . ? C4 C3 Fe C6 170.3(2) . . . . ? C2 C3 Fe C1 -37.8(2) . . . . ? C4 C3 Fe C1 81.2(2) . . . . ? C2 C3 Fe C10 -163.4(3) . . . . ? C4 C3 Fe C10 -44.5(5) . . . . ? C9 Fe C6 C7 -81.39(18) . . . . ? C8 Fe C6 C7 -37.54(17) . . . . ? C5 Fe C6 C7 166.13(18) . . . . ? C2 Fe C6 C7 81.7(2) . . . . ? C4 Fe C6 C7 -158.6(4) . . . . ? C1 Fe C6 C7 124.88(19) . . . . ? C3 Fe C6 C7 45.8(4) . . . . ? C10 Fe C6 C7 -119.5(2) . . . . ? C9 Fe C6 C10 38.15(15) . . . . ? C7 Fe C6 C10 119.5(2) . . . . ? C8 Fe C6 C10 82.00(17) . . . . ? C5 Fe C6 C10 -74.3(2) . . . . ? C2 Fe C6 C10 -158.75(17) . . . . ? C4 Fe C6 C10 -39.0(5) . . . . ? C1 Fe C6 C10 -115.58(17) . . . . ? C3 Fe C6 C10 165.4(3) . . . . ? C10 C6 C7 C8 -0.3(3) . . . . ? Fe C6 C7 C8 59.53(19) . . . . ? C10 C6 C7 Fe -59.84(18) . . . . ? C9 Fe C7 C8 -37.69(16) . . . . ? C5 Fe C7 C8 -165.1(4) . . . . ? C2 Fe C7 C8 124.11(19) . . . . ? C4 Fe C7 C8 48.3(3) . . . . ? C6 Fe C7 C8 -119.3(2) . . . . ? C1 Fe C7 C8 164.69(17) . . . . ? C3 Fe C7 C8 81.8(2) . . . . ? C10 Fe C7 C8 -81.61(17) . . . . ? C9 Fe C7 C6 81.62(17) . . . . ? C8 Fe C7 C6 119.3(2) . . . . ? C5 Fe C7 C6 -45.8(5) . . . . ? C2 Fe C7 C6 -116.58(19) . . . . ? C4 Fe C7 C6 167.6(3) . . . . ? C1 Fe C7 C6 -76.0(2) . . . . ? C3 Fe C7 C6 -158.94(19) . . . . ? C10 Fe C7 C6 37.70(16) . . . . ? C6 C7 C8 C9 -0.3(3) . . . . ? Fe C7 C8 C9 59.38(18) . . . . ? C6 C7 C8 Fe -59.66(19) . . . . ? C9 Fe C8 C7 119.2(2) . . . . ? C5 Fe C8 C7 171.1(2) . . . . ? C2 Fe C8 C7 -75.3(2) . . . . ? C4 Fe C8 C7 -157.38(19) . . . . ? C6 Fe C8 C7 37.59(16) . . . . ? C1 Fe C8 C7 -47.4(5) . . . . ? C3 Fe C8 C7 -115.4(2) . . . . ? C10 Fe C8 C7 81.71(17) . . . . ? C7 Fe C8 C9 -119.2(2) . . . . ? C5 Fe C8 C9 51.8(3) . . . . ? C2 Fe C8 C9 165.46(18) . . . . ? C4 Fe C8 C9 83.4(2) . . . . ? C6 Fe C8 C9 -81.64(18) . . . . ? C1 Fe C8 C9 -166.7(4) . . . . ? C3 Fe C8 C9 125.4(2) . . . . ? C10 Fe C8 C9 -37.52(16) . . . . ? C7 C8 C9 C10 0.8(3) . . . . ? Fe C8 C9 C10 60.24(17) . . . . ? C7 C8 C9 Fe -59.46(19) . . . . ? C7 Fe C9 C8 37.56(19) . . . . ? C5 Fe C9 C8 -156.52(19) . . . . ? C2 Fe C9 C8 -42.7(5) . . . . ? C4 Fe C9 C8 -114.3(2) . . . . ? C6 Fe C9 C8 81.3(2) . . . . ? C1 Fe C9 C8 170.9(3) . . . . ? C3 Fe C9 C8 -73.4(2) . . . . ? C10 Fe C9 C8 119.6(2) . . . . ? C7 Fe C9 C10 -82.05(18) . . . . ? C8 Fe C9 C10 -119.6(2) . . . . ? C5 Fe C9 C10 83.87(19) . . . . ? C2 Fe C9 C10 -162.3(4) . . . . ? C4 Fe C9 C10 126.05(17) . . . . ? C6 Fe C9 C10 -38.31(16) . . . . ? C1 Fe C9 C10 51.3(3) . . . . ? C3 Fe C9 C10 167.02(17) . . . . ? C8 C9 C10 C6 -0.9(3) . . . . ? Fe C9 C10 C6 58.66(16) . . . . ? C8 C9 C10 C11 -179.8(2) . . . . ? Fe C9 C10 C11 -120.2(2) . . . . ? C8 C9 C10 Fe -59.60(17) . . . . ? C7 C6 C10 C9 0.8(3) . . . . ? Fe C6 C10 C9 -58.52(16) . . . . ? C7 C6 C10 C11 179.6(2) . . . . ? Fe C6 C10 C11 120.3(2) . . . . ? C7 C6 C10 Fe 59.28(18) . . . . ? C7 Fe C10 C9 80.99(18) . . . . ? C8 Fe C10 C9 37.42(17) . . . . ? C5 Fe C10 C9 -115.10(18) . . . . ? C2 Fe C10 C9 167.2(3) . . . . ? C4 Fe C10 C9 -73.6(2) . . . . ? C6 Fe C10 C9 118.3(2) . . . . ? C1 Fe C10 C9 -157.61(17) . . . . ? C3 Fe C10 C9 -39.2(4) . . . . ? C9 Fe C10 C6 -118.3(2) . . . . ? C7 Fe C10 C6 -37.36(18) . . . . ? C8 Fe C10 C6 -80.93(19) . . . . ? C5 Fe C10 C6 126.55(18) . . . . ? C2 Fe C10 C6 48.9(3) . . . . ? C4 Fe C10 C6 168.08(18) . . . . ? C1 Fe C10 C6 84.0(2) . . . . ? C3 Fe C10 C6 -157.6(4) . . . . ? C9 Fe C10 C11 121.8(3) . . . . ? C7 Fe C10 C11 -157.2(3) . . . . ? C8 Fe C10 C11 159.3(3) . . . . ? C5 Fe C10 C11 6.7(2) . . . . ? C2 Fe C10 C11 -71.0(4) . . . . ? C4 Fe C10 C11 48.3(3) . . . . ? C6 Fe C10 C11 -119.8(3) . . . . ? C1 Fe C10 C11 -35.8(3) . . . . ? C3 Fe C10 C11 82.6(5) . . . . ? C9 C10 C11 C14 -37.7(4) . . . . ? C6 C10 C11 C14 143.7(3) . . . . ? Fe C10 C11 C14 -127.4(2) . . . . ? C9 C10 C11 C12 144.1(3) . . . . ? C6 C10 C11 C12 -34.5(3) . . . . ? Fe C10 C11 C12 54.3(3) . . . . ? C14 C11 C12 C13 -71.3(4) . . . . ? C10 C11 C12 C13 107.0(3) . . . . ? C10 C11 C14 C21 169.5(2) . . . . ? C12 C11 C14 C21 -12.3(4) . . . . ? C10 C11 C14 C15 -10.9(4) . . . . ? C12 C11 C14 C15 167.3(2) . . . . ? C11 C14 C15 C20 137.9(3) . . . . ? C21 C14 C15 C20 -42.5(3) . . . . ? C11 C14 C15 C16 -44.3(3) . . . . ? C21 C14 C15 C16 135.4(2) . . . . ? C20 C15 C16 C17 -2.4(4) . . . . ? C14 C15 C16 C17 179.6(2) . . . . ? C15 C16 C17 C18 0.6(4) . . . . ? C16 C17 C18 C19 1.3(5) . . . . ? C17 C18 C19 C20 -1.3(5) . . . . ? C18 C19 C20 C15 -0.6(5) . . . . ? C16 C15 C20 C19 2.5(4) . . . . ? C14 C15 C20 C19 -179.6(3) . . . . ? C11 C14 C21 C26 128.6(3) . . . . ? C15 C14 C21 C26 -51.1(3) . . . . ? C11 C14 C21 C22 -56.4(4) . . . . ? C15 C14 C21 C22 123.9(3) . . . . ? C26 C21 C22 C23 0.2(4) . . . . ? C14 C21 C22 C23 -175.0(3) . . . . ? C21 C22 C23 C24 0.3(5) . . . . ? C22 C23 C24 C25 -0.8(4) . . . . ? C22 C23 C24 C27 178.5(3) . . . . ? C23 C24 C27 F2C -0.3(7) . . . . ? C25 C24 C27 F2C 179.0(6) . . . . ? C23 C24 C27 F3B -51.3(8) . . . . ? C25 C24 C27 F3B 128.0(7) . . . . ? C23 C24 C27 F3C -112.4(6) . . . . ? C25 C24 C27 F3C 66.9(7) . . . . ? C23 C24 C27 F2B 61.5(7) . . . . ? C25 C24 C27 F2B -119.2(7) . . . . ? C23 C24 C27 F1A -143.9(5) . . . . ? C25 C24 C27 F1A 35.4(6) . . . . ? C23 C24 C27 F2A 92.1(6) . . . . ? C25 C24 C27 F2A -88.6(6) . . . . ? C23 C24 C27 F1B -174.1(6) . . . . ? C25 C24 C27 F1B 5.2(7) . . . . ? C23 C24 C27 F1C 120.3(6) . . . . ? C25 C24 C27 F1C -60.4(7) . . . . ? C23 C24 C27 F3A -23.4(5) . . . . ? C25 C24 C27 F3A 155.9(4) . . . . ? C23 C24 C25 C26 0.7(5) . . . . ? C27 C24 C25 C26 -178.6(3) . . . . ? C24 C25 C26 C21 -0.1(5) . . . . ? C22 C21 C26 C25 -0.3(4) . . . . ? C14 C21 C26 C25 174.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.39 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.554 _refine_diff_density_min -0.452 _refine_diff_density_rms 0.058 #===END data_Z-Br _database_code_depnum_ccdc_archive 'CCDC 708317' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H23 Br Fe' _chemical_formula_sum 'C26 H23 Br Fe' _chemical_formula_weight 471.20 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' Br Br -0.2901 2.4595 '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/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4545(13) _cell_length_b 11.0859(15) _cell_length_c 20.771(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.579(3) _cell_angle_gamma 90.00 _cell_volume 2152.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6090 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 24.07 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.454 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 2.565 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2955 _exptl_absorpt_correction_T_max 0.5133 _exptl_absorpt_process_details ; SADABS v.2.10 (Bruker,2003) was used for absorption correction. R(int) for selected reflections was 0.103 before and 0.020 after correction. The Ratio of minimum to maximum transmission is 0.575618. The \l/2 correction factor is 0.0015 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15297 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_sigmaI/netI 0.0183 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 24.17 _reflns_number_total 3417 _reflns_number_gt 2913 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0381P)^2^+1.5152P] 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 3417 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0388 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0816 _refine_ls_wR_factor_gt 0.0780 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 C1 C 0.6931(4) 0.7993(3) 0.56556(16) 0.0662(9) Uani 1 1 d . . . H1 H 0.6381 0.7395 0.5811 0.079 Uiso 1 1 calc R . . C2 C 0.8411(4) 0.8125(3) 0.58062(15) 0.0680(9) Uani 1 1 d . . . H2 H 0.9013 0.7626 0.6084 0.082 Uiso 1 1 calc R . . C3 C 0.8842(4) 0.9115(4) 0.54785(17) 0.0768(10) Uani 1 1 d . . . H3 H 0.9774 0.9392 0.5491 0.092 Uiso 1 1 calc R . . C4 C 0.7596(5) 0.9625(3) 0.51215(18) 0.0842(12) Uani 1 1 d . . . H4 H 0.7556 1.0308 0.4860 0.101 Uiso 1 1 calc R . . C5 C 0.6432(4) 0.8914(3) 0.52328(17) 0.0724(10) Uani 1 1 d . . . H5 H 0.5483 0.9040 0.5053 0.087 Uiso 1 1 calc R . . Fe Fe 0.78526(4) 0.79033(4) 0.482582(18) 0.04611(13) Uani 1 1 d . . . C6 C 0.7427(4) 0.6249(3) 0.44390(14) 0.0609(8) Uani 1 1 d . . . H6 H 0.6939 0.5642 0.4623 0.073 Uiso 1 1 calc R . . C7 C 0.8925(4) 0.6452(3) 0.45544(17) 0.0718(10) Uani 1 1 d . . . H7 H 0.9589 0.5988 0.4823 0.086 Uiso 1 1 calc R . . C8 C 0.9241(3) 0.7460(4) 0.41995(16) 0.0686(9) Uani 1 1 d . . . H8 H 1.0144 0.7790 0.4194 0.082 Uiso 1 1 calc R . . C9 C 0.7935(3) 0.7893(3) 0.38490(14) 0.0562(8) Uani 1 1 d . . . H9 H 0.7839 0.8558 0.3573 0.067 Uiso 1 1 calc R . . C10 C 0.6801(3) 0.7145(3) 0.39886(12) 0.0482(7) Uani 1 1 d . . . C11 C 0.5256(3) 0.7294(3) 0.37523(12) 0.0470(7) Uani 1 1 d . . . C12 C 0.4226(4) 0.6873(3) 0.42037(14) 0.0621(8) Uani 1 1 d . . . H12A H 0.4728 0.6835 0.4646 0.075 Uiso 1 1 calc R . . H12B H 0.3459 0.7457 0.4194 0.075 Uiso 1 1 calc R . . C13 C 0.3593(5) 0.5648(4) 0.40121(19) 0.1015(15) Uani 1 1 d . . . H13A H 0.3030 0.5697 0.3588 0.152 Uiso 1 1 calc R . . H13B H 0.2997 0.5395 0.4323 0.152 Uiso 1 1 calc R . . H13C H 0.4350 0.5074 0.4004 0.152 Uiso 1 1 calc R . . C14 C 0.4755(3) 0.7724(2) 0.31524(12) 0.0432(6) Uani 1 1 d . . . C15 C 0.5633(3) 0.7823(2) 0.26148(12) 0.0416(6) Uani 1 1 d . . . C16 C 0.5586(3) 0.8852(3) 0.22243(12) 0.0481(6) Uani 1 1 d . . . H16 H 0.5080 0.9524 0.2330 0.058 Uiso 1 1 calc R . . C17 C 0.6277(3) 0.8890(3) 0.16828(13) 0.0494(7) Uani 1 1 d . . . H17 H 0.6250 0.9585 0.1430 0.059 Uiso 1 1 calc R . . C18 C 0.7004(3) 0.7885(3) 0.15233(13) 0.0451(6) Uani 1 1 d . . . Br Br 0.78564(4) 0.78825(3) 0.074941(15) 0.06672(14) Uani 1 1 d . . . C19 C 0.7085(3) 0.6857(3) 0.18990(14) 0.0484(7) Uani 1 1 d . . . H19 H 0.7585 0.6185 0.1787 0.058 Uiso 1 1 calc R . . C20 C 0.6412(3) 0.6841(3) 0.24451(13) 0.0466(7) Uani 1 1 d . . . H20 H 0.6482 0.6155 0.2706 0.056 Uiso 1 1 calc R . . C21 C 0.3213(3) 0.8032(2) 0.29541(12) 0.0449(6) Uani 1 1 d . . . C22 C 0.2381(3) 0.7362(3) 0.24735(15) 0.0593(8) Uani 1 1 d . . . H22 H 0.2791 0.6727 0.2274 0.071 Uiso 1 1 calc R . . C23 C 0.0956(3) 0.7630(3) 0.22895(16) 0.0684(9) Uani 1 1 d . . . H23 H 0.0409 0.7168 0.1971 0.082 Uiso 1 1 calc R . . C24 C 0.0342(3) 0.8569(3) 0.25711(15) 0.0656(9) Uani 1 1 d . . . H24 H -0.0622 0.8744 0.2447 0.079 Uiso 1 1 calc R . . C25 C 0.1147(3) 0.9252(3) 0.30358(16) 0.0633(8) Uani 1 1 d . . . H25 H 0.0733 0.9898 0.3224 0.076 Uiso 1 1 calc R . . C26 C 0.2576(3) 0.8983(3) 0.32277(14) 0.0548(7) Uani 1 1 d . . . H26 H 0.3115 0.9451 0.3546 0.066 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 C1 0.078(2) 0.074(2) 0.0503(18) -0.0098(16) 0.0200(17) 0.0026(18) C2 0.074(2) 0.088(3) 0.0388(16) -0.0075(16) -0.0012(15) 0.0145(19) C3 0.080(2) 0.088(3) 0.063(2) -0.021(2) 0.0121(19) -0.019(2) C4 0.138(4) 0.0444(19) 0.071(2) -0.0058(17) 0.020(2) 0.011(2) C5 0.072(2) 0.075(2) 0.069(2) -0.0223(19) 0.0044(18) 0.0279(19) Fe 0.0523(2) 0.0496(2) 0.0350(2) 0.00184(17) 0.00180(17) 0.01116(18) C6 0.087(2) 0.0465(17) 0.0475(17) -0.0045(14) 0.0061(16) 0.0105(16) C7 0.075(2) 0.074(2) 0.063(2) -0.0124(18) -0.0034(17) 0.0375(19) C8 0.0504(19) 0.102(3) 0.0538(19) -0.0116(19) 0.0076(15) 0.0127(18) C9 0.0541(17) 0.078(2) 0.0369(15) 0.0049(14) 0.0087(13) 0.0016(15) C10 0.0575(17) 0.0589(17) 0.0284(13) -0.0009(12) 0.0068(12) 0.0018(14) C11 0.0562(17) 0.0545(17) 0.0315(14) -0.0004(12) 0.0105(12) -0.0061(13) C12 0.0632(19) 0.087(2) 0.0375(15) 0.0134(15) 0.0133(14) -0.0070(17) C13 0.123(4) 0.110(3) 0.073(3) 0.018(2) 0.022(2) -0.050(3) C14 0.0460(15) 0.0497(16) 0.0344(14) -0.0015(12) 0.0082(11) -0.0060(12) C15 0.0429(14) 0.0518(16) 0.0296(13) 0.0001(11) 0.0038(11) -0.0052(12) C16 0.0555(16) 0.0493(16) 0.0406(14) 0.0008(12) 0.0105(12) 0.0016(13) C17 0.0575(17) 0.0517(16) 0.0403(15) 0.0083(13) 0.0116(13) -0.0045(14) C18 0.0445(15) 0.0589(17) 0.0332(13) -0.0033(12) 0.0099(11) -0.0129(13) Br 0.0772(2) 0.0798(3) 0.0502(2) -0.00279(15) 0.03259(17) -0.00877(17) C19 0.0484(16) 0.0523(17) 0.0454(15) -0.0069(13) 0.0099(12) 0.0003(13) C20 0.0522(16) 0.0499(16) 0.0382(14) 0.0052(12) 0.0083(12) -0.0022(13) C21 0.0468(15) 0.0575(17) 0.0318(13) 0.0016(12) 0.0106(11) -0.0053(12) C22 0.0566(18) 0.073(2) 0.0481(17) -0.0175(16) 0.0062(14) 0.0005(16) C23 0.0517(19) 0.094(3) 0.057(2) -0.0192(18) -0.0012(15) -0.0094(17) C24 0.0467(17) 0.087(2) 0.062(2) -0.0043(18) 0.0043(15) -0.0004(17) C25 0.0585(19) 0.068(2) 0.064(2) -0.0088(16) 0.0101(16) 0.0088(16) C26 0.0577(18) 0.0607(18) 0.0455(16) -0.0094(14) 0.0061(13) -0.0060(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C5 1.383(5) . ? C1 C2 1.395(5) . ? C1 Fe 2.047(3) . ? C1 H1 0.9300 . ? C2 C3 1.385(5) . ? C2 Fe 2.041(3) . ? C2 H2 0.9300 . ? C3 C4 1.413(5) . ? C3 Fe 2.035(3) . ? C3 H3 0.9300 . ? C4 C5 1.400(5) . ? C4 Fe 2.030(3) . ? C4 H4 0.9300 . ? C5 Fe 2.028(3) . ? C5 H5 0.9300 . ? Fe C6 2.018(3) . ? Fe C7 2.026(3) . ? Fe C8 2.041(3) . ? Fe C9 2.042(3) . ? Fe C10 2.050(3) . ? C6 C7 1.419(5) . ? C6 C10 1.431(4) . ? C6 H6 0.9300 . ? C7 C8 1.396(5) . ? C7 H7 0.9300 . ? C8 C9 1.420(4) . ? C8 H8 0.9300 . ? C9 C10 1.419(4) . ? C9 H9 0.9300 . ? C10 C11 1.479(4) . ? C11 C14 1.352(4) . ? C11 C12 1.522(4) . ? C12 C13 1.514(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.491(4) . ? C14 C21 1.494(4) . ? C15 C20 1.390(4) . ? C15 C16 1.396(4) . ? C16 C17 1.383(4) . ? C16 H16 0.9300 . ? C17 C18 1.375(4) . ? C17 H17 0.9300 . ? C18 C19 1.377(4) . ? C18 Br 1.903(3) . ? C19 C20 1.381(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C26 1.378(4) . ? C21 C22 1.390(4) . ? C22 C23 1.377(4) . ? C22 H22 0.9300 . ? C23 C24 1.366(5) . ? C23 H23 0.9300 . ? C24 C25 1.365(4) . ? C24 H24 0.9300 . ? C25 C26 1.383(4) . ? C25 H25 0.9300 . ? C26 H26 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 C5 C1 C2 107.5(3) . . ? C5 C1 Fe 69.43(19) . . ? C2 C1 Fe 69.83(19) . . ? C5 C1 H1 126.3 . . ? C2 C1 H1 126.3 . . ? Fe C1 H1 126.1 . . ? C3 C2 C1 109.4(3) . . ? C3 C2 Fe 69.90(19) . . ? C1 C2 Fe 70.26(19) . . ? C3 C2 H2 125.3 . . ? C1 C2 H2 125.3 . . ? Fe C2 H2 126.1 . . ? C2 C3 C4 106.9(3) . . ? C2 C3 Fe 70.4(2) . . ? C4 C3 Fe 69.5(2) . . ? C2 C3 H3 126.5 . . ? C4 C3 H3 126.5 . . ? Fe C3 H3 125.2 . . ? C5 C4 C3 107.6(3) . . ? C5 C4 Fe 69.71(19) . . ? C3 C4 Fe 69.8(2) . . ? C5 C4 H4 126.2 . . ? C3 C4 H4 126.2 . . ? Fe C4 H4 125.8 . . ? C1 C5 C4 108.6(3) . . ? C1 C5 Fe 70.89(19) . . ? C4 C5 Fe 69.9(2) . . ? C1 C5 H5 125.7 . . ? C4 C5 H5 125.7 . . ? Fe C5 H5 125.1 . . ? C6 Fe C7 41.08(14) . . ? C6 Fe C5 124.24(15) . . ? C7 Fe C5 160.87(17) . . ? C6 Fe C4 161.55(17) . . ? C7 Fe C4 156.62(18) . . ? C5 Fe C4 40.37(15) . . ? C6 Fe C3 155.47(15) . . ? C7 Fe C3 120.68(16) . . ? C5 Fe C3 67.96(15) . . ? C4 Fe C3 40.68(16) . . ? C6 Fe C2 120.89(14) . . ? C7 Fe C2 107.92(14) . . ? C5 Fe C2 66.80(14) . . ? C4 Fe C2 67.02(15) . . ? C3 Fe C2 39.72(14) . . ? C6 Fe C8 68.70(15) . . ? C7 Fe C8 40.14(15) . . ? C5 Fe C8 158.05(17) . . ? C4 Fe C8 122.42(18) . . ? C3 Fe C8 107.93(15) . . ? C2 Fe C8 124.73(14) . . ? C6 Fe C9 68.54(13) . . ? C7 Fe C9 67.92(14) . . ? C5 Fe C9 122.90(14) . . ? C4 Fe C9 109.27(14) . . ? C3 Fe C9 125.72(14) . . ? C2 Fe C9 161.72(14) . . ? C8 Fe C9 40.71(12) . . ? C6 Fe C1 107.15(14) . . ? C7 Fe C1 124.51(15) . . ? C5 Fe C1 39.68(14) . . ? C4 Fe C1 67.32(15) . . ? C3 Fe C1 67.54(15) . . ? C2 Fe C1 39.91(14) . . ? C8 Fe C1 160.66(14) . . ? C9 Fe C1 157.11(14) . . ? C6 Fe C10 41.17(12) . . ? C7 Fe C10 68.79(13) . . ? C5 Fe C10 108.20(13) . . ? C4 Fe C10 125.24(15) . . ? C3 Fe C10 162.26(14) . . ? C2 Fe C10 156.38(14) . . ? C8 Fe C10 68.76(13) . . ? C9 Fe C10 40.58(12) . . ? C1 Fe C10 121.38(13) . . ? C7 C6 C10 107.8(3) . . ? C7 C6 Fe 69.75(19) . . ? C10 C6 Fe 70.61(17) . . ? C7 C6 H6 126.1 . . ? C10 C6 H6 126.1 . . ? Fe C6 H6 125.1 . . ? C8 C7 C6 109.0(3) . . ? C8 C7 Fe 70.53(19) . . ? C6 C7 Fe 69.17(17) . . ? C8 C7 H7 125.5 . . ? C6 C7 H7 125.5 . . ? Fe C7 H7 126.4 . . ? C7 C8 C9 107.6(3) . . ? C7 C8 Fe 69.34(19) . . ? C9 C8 Fe 69.67(17) . . ? C7 C8 H8 126.2 . . ? C9 C8 H8 126.2 . . ? Fe C8 H8 126.4 . . ? C10 C9 C8 108.9(3) . . ? C10 C9 Fe 70.02(16) . . ? C8 C9 Fe 69.63(17) . . ? C10 C9 H9 125.5 . . ? C8 C9 H9 125.5 . . ? Fe C9 H9 126.4 . . ? C9 C10 C6 106.7(3) . . ? C9 C10 C11 127.3(3) . . ? C6 C10 C11 125.9(3) . . ? C9 C10 Fe 69.40(16) . . ? C6 C10 Fe 68.22(16) . . ? C11 C10 Fe 124.46(19) . . ? C14 C11 C10 122.5(2) . . ? C14 C11 C12 120.5(3) . . ? C10 C11 C12 116.9(2) . . ? C13 C12 C11 112.2(3) . . ? C13 C12 H12A 109.2 . . ? C11 C12 H12A 109.2 . . ? C13 C12 H12B 109.2 . . ? C11 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 C15 124.0(2) . . ? C11 C14 C21 121.8(2) . . ? C15 C14 C21 114.0(2) . . ? C20 C15 C16 117.7(2) . . ? C20 C15 C14 120.5(2) . . ? C16 C15 C14 121.5(2) . . ? C17 C16 C15 121.3(3) . . ? C17 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C18 C17 C16 119.0(3) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? C17 C18 C19 121.4(3) . . ? C17 C18 Br 119.6(2) . . ? C19 C18 Br 118.9(2) . . ? C18 C19 C20 118.9(3) . . ? C18 C19 H19 120.6 . . ? C20 C19 H19 120.6 . . ? C19 C20 C15 121.6(3) . . ? C19 C20 H20 119.2 . . ? C15 C20 H20 119.2 . . ? C26 C21 C22 118.0(3) . . ? C26 C21 C14 121.9(2) . . ? C22 C21 C14 120.0(3) . . ? C23 C22 C21 120.6(3) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C24 C23 C22 120.4(3) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C25 C24 C23 119.9(3) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C26 120.1(3) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C21 C26 C25 120.9(3) . . ? C21 C26 H26 119.5 . . ? C25 C26 H26 119.5 . . ? 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 C5 C1 C2 C3 -0.4(4) . . . . ? Fe C1 C2 C3 59.1(2) . . . . ? C5 C1 C2 Fe -59.5(2) . . . . ? C1 C2 C3 C4 0.9(4) . . . . ? Fe C2 C3 C4 60.2(2) . . . . ? C1 C2 C3 Fe -59.3(2) . . . . ? C2 C3 C4 C5 -1.0(4) . . . . ? Fe C3 C4 C5 59.7(2) . . . . ? C2 C3 C4 Fe -60.8(2) . . . . ? C2 C1 C5 C4 -0.3(4) . . . . ? Fe C1 C5 C4 -60.0(2) . . . . ? C2 C1 C5 Fe 59.7(2) . . . . ? C3 C4 C5 C1 0.8(4) . . . . ? Fe C4 C5 C1 60.6(2) . . . . ? C3 C4 C5 Fe -59.8(2) . . . . ? C1 C5 Fe C6 74.8(2) . . . . ? C4 C5 Fe C6 -166.2(2) . . . . ? C1 C5 Fe C7 39.9(5) . . . . ? C4 C5 Fe C7 158.9(4) . . . . ? C1 C5 Fe C4 -119.0(3) . . . . ? C1 C5 Fe C3 -80.9(2) . . . . ? C4 C5 Fe C3 38.1(2) . . . . ? C1 C5 Fe C2 -37.8(2) . . . . ? C4 C5 Fe C2 81.3(2) . . . . ? C1 C5 Fe C8 -164.3(3) . . . . ? C4 C5 Fe C8 -45.2(5) . . . . ? C1 C5 Fe C9 159.8(2) . . . . ? C4 C5 Fe C9 -81.1(3) . . . . ? C4 C5 Fe C1 119.0(3) . . . . ? C1 C5 Fe C10 117.5(2) . . . . ? C4 C5 Fe C10 -123.4(2) . . . . ? C5 C4 Fe C6 38.7(5) . . . . ? C3 C4 Fe C6 157.4(4) . . . . ? C5 C4 Fe C7 -162.7(3) . . . . ? C3 C4 Fe C7 -44.1(5) . . . . ? C3 C4 Fe C5 118.7(3) . . . . ? C5 C4 Fe C3 -118.7(3) . . . . ? C5 C4 Fe C2 -80.7(2) . . . . ? C3 C4 Fe C2 38.0(2) . . . . ? C5 C4 Fe C8 161.7(2) . . . . ? C3 C4 Fe C8 -79.7(3) . . . . ? C5 C4 Fe C9 118.5(2) . . . . ? C3 C4 Fe C9 -122.8(2) . . . . ? C5 C4 Fe C1 -37.2(2) . . . . ? C3 C4 Fe C1 81.4(2) . . . . ? C5 C4 Fe C10 76.1(2) . . . . ? C3 C4 Fe C10 -165.3(2) . . . . ? C2 C3 Fe C6 -45.4(4) . . . . ? C4 C3 Fe C6 -162.9(3) . . . . ? C2 C3 Fe C7 -81.1(3) . . . . ? C4 C3 Fe C7 161.3(2) . . . . ? C2 C3 Fe C5 79.8(2) . . . . ? C4 C3 Fe C5 -37.8(2) . . . . ? C2 C3 Fe C4 117.6(3) . . . . ? C4 C3 Fe C2 -117.6(3) . . . . ? C2 C3 Fe C8 -123.2(2) . . . . ? C4 C3 Fe C8 119.2(2) . . . . ? C2 C3 Fe C9 -164.7(2) . . . . ? C4 C3 Fe C9 77.7(3) . . . . ? C2 C3 Fe C1 36.7(2) . . . . ? C4 C3 Fe C1 -80.8(2) . . . . ? C2 C3 Fe C10 160.6(4) . . . . ? C4 C3 Fe C10 43.0(5) . . . . ? C3 C2 Fe C6 159.9(2) . . . . ? C1 C2 Fe C6 -79.6(2) . . . . ? C3 C2 Fe C7 116.7(2) . . . . ? C1 C2 Fe C7 -122.8(2) . . . . ? C3 C2 Fe C5 -82.9(3) . . . . ? C1 C2 Fe C5 37.5(2) . . . . ? C3 C2 Fe C4 -38.9(2) . . . . ? C1 C2 Fe C4 81.6(2) . . . . ? C1 C2 Fe C3 120.5(3) . . . . ? C3 C2 Fe C8 75.6(3) . . . . ? C1 C2 Fe C8 -163.9(2) . . . . ? C3 C2 Fe C9 43.0(5) . . . . ? C1 C2 Fe C9 163.5(4) . . . . ? C3 C2 Fe C1 -120.5(3) . . . . ? C3 C2 Fe C10 -165.4(3) . . . . ? C1 C2 Fe C10 -44.9(4) . . . . ? C5 C1 Fe C6 -123.4(2) . . . . ? C2 C1 Fe C6 117.9(2) . . . . ? C5 C1 Fe C7 -165.2(2) . . . . ? C2 C1 Fe C7 76.1(3) . . . . ? C2 C1 Fe C5 -118.7(3) . . . . ? C5 C1 Fe C4 37.9(2) . . . . ? C2 C1 Fe C4 -80.8(2) . . . . ? C5 C1 Fe C3 82.1(2) . . . . ? C2 C1 Fe C3 -36.6(2) . . . . ? C5 C1 Fe C2 118.7(3) . . . . ? C5 C1 Fe C8 162.2(4) . . . . ? C2 C1 Fe C8 43.5(5) . . . . ? C5 C1 Fe C9 -48.1(4) . . . . ? C2 C1 Fe C9 -166.8(3) . . . . ? C5 C1 Fe C10 -80.7(2) . . . . ? C2 C1 Fe C10 160.7(2) . . . . ? C5 Fe C6 C7 -163.4(2) . . . . ? C4 Fe C6 C7 167.3(4) . . . . ? C3 Fe C6 C7 -49.9(4) . . . . ? C2 Fe C6 C7 -81.9(2) . . . . ? C8 Fe C6 C7 36.7(2) . . . . ? C9 Fe C6 C7 80.6(2) . . . . ? C1 Fe C6 C7 -123.3(2) . . . . ? C10 Fe C6 C7 118.4(3) . . . . ? C7 Fe C6 C10 -118.4(3) . . . . ? C5 Fe C6 C10 78.2(2) . . . . ? C4 Fe C6 C10 48.9(5) . . . . ? C3 Fe C6 C10 -168.3(3) . . . . ? C2 Fe C6 C10 159.69(18) . . . . ? C8 Fe C6 C10 -81.7(2) . . . . ? C9 Fe C6 C10 -37.80(18) . . . . ? C1 Fe C6 C10 118.35(19) . . . . ? C10 C6 C7 C8 1.2(4) . . . . ? Fe C6 C7 C8 -59.5(2) . . . . ? C10 C6 C7 Fe 60.7(2) . . . . ? C6 Fe C7 C8 120.2(3) . . . . ? C5 Fe C7 C8 166.3(4) . . . . ? C4 Fe C7 C8 -49.7(4) . . . . ? C3 Fe C7 C8 -81.5(2) . . . . ? C2 Fe C7 C8 -123.0(2) . . . . ? C9 Fe C7 C8 38.00(19) . . . . ? C1 Fe C7 C8 -163.9(2) . . . . ? C10 Fe C7 C8 81.8(2) . . . . ? C5 Fe C7 C6 46.1(5) . . . . ? C4 Fe C7 C6 -169.9(3) . . . . ? C3 Fe C7 C6 158.3(2) . . . . ? C2 Fe C7 C6 116.7(2) . . . . ? C8 Fe C7 C6 -120.2(3) . . . . ? C9 Fe C7 C6 -82.2(2) . . . . ? C1 Fe C7 C6 75.9(2) . . . . ? C10 Fe C7 C6 -38.41(18) . . . . ? C6 C7 C8 C9 -0.7(4) . . . . ? Fe C7 C8 C9 -59.4(2) . . . . ? C6 C7 C8 Fe 58.7(2) . . . . ? C6 Fe C8 C7 -37.55(19) . . . . ? C5 Fe C8 C7 -168.0(3) . . . . ? C4 Fe C8 C7 159.0(2) . . . . ? C3 Fe C8 C7 116.6(2) . . . . ? C2 Fe C8 C7 76.0(3) . . . . ? C9 Fe C8 C7 -119.0(3) . . . . ? C1 Fe C8 C7 43.5(5) . . . . ? C10 Fe C8 C7 -81.9(2) . . . . ? C6 Fe C8 C9 81.4(2) . . . . ? C7 Fe C8 C9 119.0(3) . . . . ? C5 Fe C8 C9 -49.0(5) . . . . ? C4 Fe C8 C9 -82.0(3) . . . . ? C3 Fe C8 C9 -124.4(2) . . . . ? C2 Fe C8 C9 -165.0(2) . . . . ? C1 Fe C8 C9 162.5(4) . . . . ? C10 Fe C8 C9 37.10(19) . . . . ? C7 C8 C9 C10 0.0(4) . . . . ? Fe C8 C9 C10 -59.2(2) . . . . ? C7 C8 C9 Fe 59.2(2) . . . . ? C6 Fe C9 C10 38.33(18) . . . . ? C7 Fe C9 C10 82.7(2) . . . . ? C5 Fe C9 C10 -79.4(2) . . . . ? C4 Fe C9 C10 -122.1(2) . . . . ? C3 Fe C9 C10 -164.5(2) . . . . ? C2 Fe C9 C10 163.0(4) . . . . ? C8 Fe C9 C10 120.2(3) . . . . ? C1 Fe C9 C10 -45.0(4) . . . . ? C6 Fe C9 C8 -81.9(2) . . . . ? C7 Fe C9 C8 -37.5(2) . . . . ? C5 Fe C9 C8 160.4(2) . . . . ? C4 Fe C9 C8 117.7(3) . . . . ? C3 Fe C9 C8 75.3(3) . . . . ? C2 Fe C9 C8 42.8(5) . . . . ? C1 Fe C9 C8 -165.2(3) . . . . ? C10 Fe C9 C8 -120.2(3) . . . . ? C8 C9 C10 C6 0.7(3) . . . . ? Fe C9 C10 C6 -58.22(19) . . . . ? C8 C9 C10 C11 177.2(3) . . . . ? Fe C9 C10 C11 118.3(3) . . . . ? C8 C9 C10 Fe 58.9(2) . . . . ? C7 C6 C10 C9 -1.1(3) . . . . ? Fe C6 C10 C9 59.0(2) . . . . ? C7 C6 C10 C11 -177.7(3) . . . . ? Fe C6 C10 C11 -117.6(3) . . . . ? C7 C6 C10 Fe -60.1(2) . . . . ? C6 Fe C10 C9 -118.7(3) . . . . ? C7 Fe C10 C9 -80.4(2) . . . . ? C5 Fe C10 C9 119.7(2) . . . . ? C4 Fe C10 C9 78.2(2) . . . . ? C3 Fe C10 C9 45.3(5) . . . . ? C2 Fe C10 C9 -166.8(3) . . . . ? C8 Fe C10 C9 -37.2(2) . . . . ? C1 Fe C10 C9 161.22(19) . . . . ? C7 Fe C10 C6 38.3(2) . . . . ? C5 Fe C10 C6 -121.6(2) . . . . ? C4 Fe C10 C6 -163.0(2) . . . . ? C3 Fe C10 C6 164.0(4) . . . . ? C2 Fe C10 C6 -48.0(4) . . . . ? C8 Fe C10 C6 81.5(2) . . . . ? C9 Fe C10 C6 118.7(3) . . . . ? C1 Fe C10 C6 -80.0(2) . . . . ? C6 Fe C10 C11 119.4(3) . . . . ? C7 Fe C10 C11 157.8(3) . . . . ? C5 Fe C10 C11 -2.2(3) . . . . ? C4 Fe C10 C11 -43.6(3) . . . . ? C3 Fe C10 C11 -76.6(5) . . . . ? C2 Fe C10 C11 71.4(4) . . . . ? C8 Fe C10 C11 -159.0(3) . . . . ? C9 Fe C10 C11 -121.8(3) . . . . ? C1 Fe C10 C11 39.4(3) . . . . ? C9 C10 C11 C14 35.1(4) . . . . ? C6 C10 C11 C14 -149.1(3) . . . . ? Fe C10 C11 C14 124.3(3) . . . . ? C9 C10 C11 C12 -148.2(3) . . . . ? C6 C10 C11 C12 27.6(4) . . . . ? Fe C10 C11 C12 -59.0(3) . . . . ? C14 C11 C12 C13 76.4(4) . . . . ? C10 C11 C12 C13 -100.4(3) . . . . ? C10 C11 C14 C15 14.8(4) . . . . ? C12 C11 C14 C15 -161.8(3) . . . . ? C10 C11 C14 C21 -171.3(3) . . . . ? C12 C11 C14 C21 12.1(4) . . . . ? C11 C14 C15 C20 50.8(4) . . . . ? C21 C14 C15 C20 -123.6(3) . . . . ? C11 C14 C15 C16 -135.9(3) . . . . ? C21 C14 C15 C16 49.7(3) . . . . ? C20 C15 C16 C17 0.7(4) . . . . ? C14 C15 C16 C17 -172.8(3) . . . . ? C15 C16 C17 C18 1.0(4) . . . . ? C16 C17 C18 C19 -1.6(4) . . . . ? C16 C17 C18 Br 175.9(2) . . . . ? C17 C18 C19 C20 0.4(4) . . . . ? Br C18 C19 C20 -177.2(2) . . . . ? C18 C19 C20 C15 1.4(4) . . . . ? C16 C15 C20 C19 -1.9(4) . . . . ? C14 C15 C20 C19 171.6(2) . . . . ? C11 C14 C21 C26 67.6(4) . . . . ? C15 C14 C21 C26 -118.0(3) . . . . ? C11 C14 C21 C22 -113.4(3) . . . . ? C15 C14 C21 C22 61.0(3) . . . . ? C26 C21 C22 C23 -1.5(5) . . . . ? C14 C21 C22 C23 179.5(3) . . . . ? C21 C22 C23 C24 0.9(5) . . . . ? C22 C23 C24 C25 0.3(6) . . . . ? C23 C24 C25 C26 -0.9(5) . . . . ? C22 C21 C26 C25 0.9(4) . . . . ? C14 C21 C26 C25 179.9(3) . . . . ? C24 C25 C26 C21 0.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 24.17 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.568 _refine_diff_density_min -0.424 _refine_diff_density_rms 0.047