data_s92 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H18 Fe' _chemical_formula_weight 362.23 _chemical_melting_point ? _chemical_compound_source ? 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 10.7966(8) _cell_length_b 17.6155(6) _cell_length_c 17.888(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3402.1(9) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.414 _exptl_crystal_density_method ? _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 0.888 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12511 _diffrn_reflns_av_R_equivalents 0.0965 _diffrn_reflns_av_sigmaI/netI 0.2053 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 24.98 _reflns_number_total 2675 _reflns_number_observed 1090 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-92 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 7 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2668 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1210 _refine_ls_R_factor_obs 0.0330 _refine_ls_wR_factor_all 0.0662 _refine_ls_wR_factor_obs 0.0501 _refine_ls_goodness_of_fit_all 0.562 _refine_ls_goodness_of_fit_obs 0.781 _refine_ls_restrained_S_all 0.639 _refine_ls_restrained_S_obs 0.781 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Fe1 Fe 0.52550(4) 0.13377(3) 0.58754(3) 0.0356(2) Uani 1 d . . C1 C 0.7035(3) 0.1035(3) 0.5644(3) 0.054(2) Uani 1 d . . H1 H 0.7312(3) 0.0808(3) 0.5205(3) 0.065 Uiso 1 calc R . C2 C 0.6621(3) 0.0654(3) 0.6279(3) 0.0568(14) Uani 1 d . . H2 H 0.6574(3) 0.0131(3) 0.6339(3) 0.068 Uiso 1 calc R . C3 C 0.6287(3) 0.1206(3) 0.6817(2) 0.0528(13) Uani 1 d . . H3 H 0.5980(3) 0.1107(3) 0.7293(2) 0.063 Uiso 1 calc R . C4 C 0.6498(3) 0.1925(3) 0.6510(3) 0.0482(13) Uani 1 d . . H4 H 0.6359(3) 0.2389(3) 0.6744(3) 0.058 Uiso 1 calc R . C5 C 0.6962(3) 0.1814(3) 0.5776(3) 0.0499(13) Uani 1 d . . H5 H 0.7181(3) 0.2195(3) 0.5441(3) 0.060 Uiso 1 calc R . C6 C 0.3448(3) 0.1225(3) 0.6165(2) 0.0413(12) Uani 1 d . . H6 H 0.3161(3) 0.1154(3) 0.6650(2) 0.050 Uiso 1 calc R . C7 C 0.3805(3) 0.0645(3) 0.5675(3) 0.0497(13) Uani 1 d . . H7 H 0.3785(3) 0.0128(3) 0.5777(3) 0.060 Uiso 1 calc R . C8 C 0.4197(3) 0.0978(3) 0.5008(3) 0.0446(12) Uani 1 d . . H8 H 0.4486(3) 0.0722(3) 0.4588(3) 0.053 Uiso 1 calc R . C9 C 0.4077(3) 0.1767(3) 0.5081(2) 0.0374(11) Uani 1 d . . H9 H 0.4281(3) 0.2123(3) 0.4717(2) 0.045 Uiso 1 calc R . C10 C 0.3592(3) 0.1938(2) 0.5806(2) 0.0283(10) Uani 1 d . . C11 C 0.3134(3) 0.2682(2) 0.6094(2) 0.0308(11) Uani 1 d . . C12 C 0.1917(3) 0.2705(2) 0.6394(2) 0.0289(10) Uani 1 d . . C13 C 0.1055(3) 0.2089(2) 0.6328(2) 0.0370(11) Uani 1 d . . H13 H 0.1295(3) 0.1647(2) 0.6082(2) 0.044 Uiso 1 calc R . C14 C -0.0102(3) 0.2138(2) 0.6618(2) 0.0451(12) Uani 1 d . . H14 H -0.0643(3) 0.1730(2) 0.6565(2) 0.054 Uiso 1 calc R . C15 C -0.0499(3) 0.2792(3) 0.6995(2) 0.0514(13) Uani 1 d . . H15 H -0.1290(3) 0.2812(3) 0.7200(2) 0.062 Uiso 1 calc R . C16 C 0.0273(3) 0.3391(2) 0.7058(2) 0.0474(12) Uani 1 d . . H16 H 0.0007(3) 0.3820(2) 0.7317(2) 0.057 Uiso 1 calc R . C17 C 0.1488(3) 0.3386(3) 0.6739(2) 0.0403(12) Uani 1 d . . C18 C 0.2229(3) 0.4021(2) 0.6771(2) 0.0443(12) Uani 1 d . . H18 H 0.1964(3) 0.4448(2) 0.7032(2) 0.053 Uiso 1 calc R . C19 C 0.3375(4) 0.4025(2) 0.6413(2) 0.0369(11) Uani 1 d . . C20 C 0.4097(4) 0.4711(2) 0.6393(2) 0.0539(13) Uani 1 d . . H20 H 0.3804(4) 0.5146(2) 0.6627(2) 0.065 Uiso 1 calc R . C21 C 0.5201(4) 0.4725(2) 0.6034(3) 0.0672(15) Uani 1 d . . H21 H 0.5651(4) 0.5175(2) 0.6011(3) 0.081 Uiso 1 calc R . C22 C 0.5672(3) 0.4064(3) 0.5695(3) 0.061(2) Uani 1 d . . H22 H 0.6435(3) 0.4079(3) 0.5455(3) 0.073 Uiso 1 calc R . C23 C 0.5032(3) 0.3411(2) 0.5715(2) 0.0464(12) Uani 1 d . . H23 H 0.5365(3) 0.2981(2) 0.5490(2) 0.056 Uiso 1 calc R . C24 C 0.3848(3) 0.3359(2) 0.6074(2) 0.0296(11) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0278(3) 0.0385(3) 0.0407(4) -0.0021(4) 0.0013(3) 0.0033(3) C1 0.029(3) 0.085(5) 0.048(4) -0.019(3) -0.001(2) 0.016(3) C2 0.049(3) 0.051(4) 0.071(4) -0.005(4) -0.014(3) 0.020(3) C3 0.046(3) 0.071(4) 0.041(3) 0.005(3) -0.008(2) 0.013(3) C4 0.029(3) 0.060(4) 0.056(4) -0.014(3) -0.010(2) 0.002(2) C5 0.021(2) 0.058(4) 0.071(4) 0.000(4) 0.002(2) -0.000(2) C6 0.033(2) 0.043(3) 0.048(3) 0.010(3) 0.006(2) 0.003(2) C7 0.027(2) 0.036(3) 0.086(4) -0.006(3) -0.001(3) 0.001(2) C8 0.038(3) 0.046(4) 0.050(4) -0.019(3) 0.004(2) 0.005(2) C9 0.029(2) 0.048(4) 0.036(3) 0.001(3) -0.006(2) 0.008(2) C10 0.019(2) 0.034(3) 0.032(3) 0.003(3) 0.002(2) 0.002(2) C11 0.028(2) 0.034(3) 0.030(3) 0.007(2) -0.001(2) 0.005(2) C12 0.024(2) 0.034(3) 0.028(3) 0.005(2) -0.001(2) 0.005(2) C13 0.023(2) 0.048(3) 0.041(3) 0.008(2) -0.001(2) 0.008(2) C14 0.036(3) 0.050(3) 0.049(3) 0.010(3) -0.004(2) -0.003(2) C15 0.032(3) 0.082(4) 0.040(3) 0.003(3) 0.007(2) 0.008(3) C16 0.043(3) 0.060(4) 0.039(3) -0.005(2) 0.009(2) 0.017(3) C17 0.031(3) 0.056(4) 0.033(3) 0.003(3) -0.003(2) 0.012(2) C18 0.048(3) 0.034(3) 0.051(3) -0.005(3) -0.003(2) 0.010(2) C19 0.042(3) 0.028(3) 0.041(3) 0.008(2) -0.009(2) 0.003(2) C20 0.051(3) 0.038(4) 0.073(4) -0.003(3) -0.003(3) 0.008(3) C21 0.061(3) 0.036(3) 0.105(5) 0.009(3) 0.001(3) -0.014(3) C22 0.049(3) 0.041(3) 0.093(5) 0.005(3) 0.015(3) -0.007(3) C23 0.044(3) 0.034(3) 0.061(3) 0.005(2) 0.003(2) -0.003(2) C24 0.026(2) 0.029(3) 0.034(3) 0.001(2) -0.001(2) 0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C7 2.017(4) . ? Fe1 C6 2.028(3) . ? Fe1 C8 2.029(4) . ? Fe1 C5 2.033(4) . ? Fe1 C3 2.033(4) . ? Fe1 C2 2.037(4) . ? Fe1 C1 2.037(4) . ? Fe1 C4 2.040(4) . ? Fe1 C9 2.051(4) . ? Fe1 C10 2.088(3) . ? C1 C2 1.393(5) . ? C1 C5 1.395(5) . ? C2 C3 1.414(5) . ? C3 C4 1.399(5) . ? C4 C5 1.419(5) . ? C6 C7 1.399(5) . ? C6 C10 1.419(5) . ? C7 C8 1.396(5) . ? C8 C9 1.402(5) . ? C9 C10 1.430(5) . ? C10 C11 1.492(5) . ? C11 C12 1.420(4) . ? C11 C24 1.420(5) . ? C12 C17 1.426(5) . ? C12 C13 1.435(5) . ? C13 C14 1.355(4) . ? C14 C15 1.402(5) . ? C15 C16 1.350(5) . ? C16 C17 1.432(4) . ? C17 C18 1.376(5) . ? C18 C19 1.393(5) . ? C19 C24 1.417(5) . ? C19 C20 1.437(5) . ? C20 C21 1.354(5) . ? C21 C22 1.409(5) . ? C22 C23 1.342(4) . ? C23 C24 1.433(4) . ? 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 C7 Fe1 C6 40.47(14) . . ? C7 Fe1 C8 40.4(2) . . ? C6 Fe1 C8 67.84(15) . . ? C7 Fe1 C5 159.7(2) . . ? C6 Fe1 C5 159.2(2) . . ? C8 Fe1 C5 124.9(2) . . ? C7 Fe1 C3 120.2(2) . . ? C6 Fe1 C3 107.7(2) . . ? C8 Fe1 C3 155.1(2) . . ? C5 Fe1 C3 67.8(2) . . ? C7 Fe1 C2 105.5(2) . . ? C6 Fe1 C2 123.3(2) . . ? C8 Fe1 C2 119.7(2) . . ? C5 Fe1 C2 67.5(2) . . ? C3 Fe1 C2 40.66(15) . . ? C7 Fe1 C1 122.5(2) . . ? C6 Fe1 C1 159.0(2) . . ? C8 Fe1 C1 107.1(2) . . ? C5 Fe1 C1 40.10(14) . . ? C3 Fe1 C1 67.8(2) . . ? C2 Fe1 C1 40.0(2) . . ? C7 Fe1 C4 156.4(2) . . ? C6 Fe1 C4 122.7(2) . . ? C8 Fe1 C4 162.7(2) . . ? C5 Fe1 C4 40.78(15) . . ? C3 Fe1 C4 40.19(15) . . ? C2 Fe1 C4 68.0(2) . . ? C1 Fe1 C4 68.0(2) . . ? C7 Fe1 C9 67.6(2) . . ? C6 Fe1 C9 67.45(15) . . ? C8 Fe1 C9 40.20(13) . . ? C5 Fe1 C9 110.5(2) . . ? C3 Fe1 C9 162.9(2) . . ? C2 Fe1 C9 155.9(2) . . ? C1 Fe1 C9 122.7(2) . . ? C4 Fe1 C9 127.3(2) . . ? C7 Fe1 C10 68.17(14) . . ? C6 Fe1 C10 40.31(13) . . ? C8 Fe1 C10 68.2(2) . . ? C5 Fe1 C10 124.4(2) . . ? C3 Fe1 C10 125.4(2) . . ? C2 Fe1 C10 160.7(2) . . ? C1 Fe1 C10 158.8(2) . . ? C4 Fe1 C10 110.0(2) . . ? C9 Fe1 C10 40.41(13) . . ? C2 C1 C5 108.4(5) . . ? C2 C1 Fe1 70.0(2) . . ? C5 C1 Fe1 69.8(2) . . ? C1 C2 C3 107.9(4) . . ? C1 C2 Fe1 70.0(3) . . ? C3 C2 Fe1 69.5(2) . . ? C4 C3 C2 108.3(4) . . ? C4 C3 Fe1 70.2(2) . . ? C2 C3 Fe1 69.8(2) . . ? C3 C4 C5 107.2(4) . . ? C3 C4 Fe1 69.7(2) . . ? C5 C4 Fe1 69.4(2) . . ? C1 C5 C4 108.2(5) . . ? C1 C5 Fe1 70.1(2) . . ? C4 C5 Fe1 69.9(2) . . ? C7 C6 C10 109.4(3) . . ? C7 C6 Fe1 69.3(2) . . ? C10 C6 Fe1 72.1(2) . . ? C8 C7 C6 108.2(4) . . ? C8 C7 Fe1 70.3(2) . . ? C6 C7 Fe1 70.2(2) . . ? C7 C8 C9 108.0(4) . . ? C7 C8 Fe1 69.4(2) . . ? C9 C8 Fe1 70.8(3) . . ? C8 C9 C10 109.1(4) . . ? C8 C9 Fe1 69.0(3) . . ? C10 C9 Fe1 71.2(2) . . ? C6 C10 C9 105.3(4) . . ? C6 C10 C11 125.8(4) . . ? C9 C10 C11 128.2(4) . . ? C6 C10 Fe1 67.6(2) . . ? C9 C10 Fe1 68.4(2) . . ? C11 C10 Fe1 135.2(3) . . ? C12 C11 C24 119.2(4) . . ? C12 C11 C10 117.5(3) . . ? C24 C11 C10 123.3(3) . . ? C11 C12 C17 119.2(4) . . ? C11 C12 C13 123.2(4) . . ? C17 C12 C13 117.5(3) . . ? C14 C13 C12 121.2(4) . . ? C13 C14 C15 121.2(4) . . ? C16 C15 C14 119.7(4) . . ? C15 C16 C17 121.8(4) . . ? C18 C17 C12 120.9(4) . . ? C18 C17 C16 120.7(4) . . ? C12 C17 C16 118.4(4) . . ? C17 C18 C19 120.1(4) . . ? C18 C19 C24 120.8(4) . . ? C18 C19 C20 119.9(4) . . ? C24 C19 C20 119.3(4) . . ? C21 C20 C19 120.4(4) . . ? C20 C21 C22 120.4(4) . . ? C23 C22 C21 120.8(4) . . ? C22 C23 C24 121.7(4) . . ? C19 C24 C11 119.3(3) . . ? C19 C24 C23 117.4(3) . . ? C11 C24 C23 123.3(4) . . ? _refine_diff_density_max 0.405 _refine_diff_density_min -0.176 _refine_diff_density_rms 0.047