data_ic10865 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H25 Fe N' _chemical_formula_weight 455.36 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 7.9522(16) _cell_length_b 10.827(2) _cell_length_c 14.369(3) _cell_angle_alpha 109.02(3) _cell_angle_beta 91.80(3) _cell_angle_gamma 103.57(3) _cell_volume 1129.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 11608 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.686 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.848 _exptl_absorpt_correction_T_max 0.905 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7260 _diffrn_reflns_av_R_equivalents 0.0436 _diffrn_reflns_av_sigmaI/netI 0.1093 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4897 _reflns_number_gt 2588 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius BV)' _computing_cell_refinement 'HKL Denzo & Scalepack (Otwinowski & Minor)' _computing_data_reduction 'HKL Denzo & Scalepack (Otwinowski & Minor)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0479P)^2^+0.3109P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0039(16) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4897 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1400 _refine_ls_R_factor_gt 0.0562 _refine_ls_wR_factor_ref 0.1384 _refine_ls_wR_factor_gt 0.1081 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe -0.25135(7) 0.73355(5) 0.48702(4) 0.0515(2) Uani 1 1 d . . . N1 N 0.3301(4) 0.7732(3) -0.0788(2) 0.0521(8) Uani 1 1 d . . . C1 C -0.3041(8) 0.8893(5) 0.5970(4) 0.0935(16) Uani 1 1 d . . . H1A H -0.2593 0.9195 0.6673 0.112 Uiso 1 1 calc R . . C2 C -0.4552(6) 0.7950(5) 0.5530(4) 0.0796(14) Uani 1 1 d . . . H2A H -0.5368 0.7458 0.5865 0.095 Uiso 1 1 calc R . . C3 C -0.4747(7) 0.7783(5) 0.4543(5) 0.0924(15) Uani 1 1 d . . . H3A H -0.5731 0.7173 0.4055 0.111 Uiso 1 1 calc R . . C4 C -0.3286(10) 0.8667(7) 0.4357(5) 0.116(2) Uani 1 1 d . . . H4A H -0.3070 0.8810 0.3727 0.139 Uiso 1 1 calc R . . C5 C -0.2249(7) 0.9347(5) 0.5277(6) 0.112(2) Uani 1 1 d . . . H5A H -0.1145 1.0040 0.5399 0.135 Uiso 1 1 calc R . . C6 C -0.0125(5) 0.6921(4) 0.4784(3) 0.0503(9) Uani 1 1 d . . . H6A H 0.1004 0.7593 0.4934 0.060 Uiso 1 1 calc R . . C7 C -0.1032(5) 0.6417(4) 0.5474(3) 0.0610(10) Uani 1 1 d . . . H7A H -0.0633 0.6676 0.6180 0.073 Uiso 1 1 calc R . . C8 C -0.2599(5) 0.5495(4) 0.4975(3) 0.0587(10) Uani 1 1 d . . . H8A H -0.3483 0.4991 0.5270 0.070 Uiso 1 1 calc R . . C9 C -0.2681(5) 0.5412(3) 0.3976(3) 0.0556(10) Uani 1 1 d . . . H9A H -0.3637 0.4840 0.3456 0.067 Uiso 1 1 calc R . . C10 C -0.1134(4) 0.6299(3) 0.3843(3) 0.0482(9) Uani 1 1 d . . . C11 C -0.0698(5) 0.6480(4) 0.2916(3) 0.0528(9) Uani 1 1 d . . . H11A H -0.1562 0.6094 0.2378 0.063 Uiso 1 1 calc R . . C12 C 0.0841(5) 0.7155(3) 0.2774(3) 0.0491(9) Uani 1 1 d . . . H12A H 0.1656 0.7582 0.3334 0.059 Uiso 1 1 calc R . . C13 C 0.1422(4) 0.7315(3) 0.1855(3) 0.0425(8) Uani 1 1 d . . . C14 C 0.3127(4) 0.8035(3) 0.1855(3) 0.0494(9) Uani 1 1 d . . . H14A H 0.3863 0.8433 0.2448 0.059 Uiso 1 1 calc R . . C15 C 0.3742(4) 0.8168(3) 0.1004(3) 0.0503(9) Uani 1 1 d . . . H15A H 0.4886 0.8649 0.1025 0.060 Uiso 1 1 calc R . . C16 C 0.2674(4) 0.7591(3) 0.0112(3) 0.0451(8) Uani 1 1 d . . . C17 C 0.0979(5) 0.6883(3) 0.0095(3) 0.0509(9) Uani 1 1 d . . . H17A H 0.0246 0.6494 -0.0499 0.061 Uiso 1 1 calc R . . C18 C 0.0364(4) 0.6748(3) 0.0954(3) 0.0481(9) Uani 1 1 d . . . H18A H -0.0781 0.6268 0.0930 0.058 Uiso 1 1 calc R . . C19 C 0.4664(4) 0.7139(3) -0.1159(2) 0.0450(8) Uani 1 1 d . . . C20 C 0.4772(5) 0.5944(3) -0.1029(3) 0.0570(10) Uani 1 1 d . . . H20A H 0.3964 0.5542 -0.0690 0.068 Uiso 1 1 calc R . . C21 C 0.6079(6) 0.5353(4) -0.1403(3) 0.0763(13) Uani 1 1 d . . . H21A H 0.6152 0.4557 -0.1308 0.092 Uiso 1 1 calc R . . C22 C 0.7269(6) 0.5918(5) -0.1912(3) 0.0781(14) Uani 1 1 d . . . H22A H 0.8116 0.5492 -0.2184 0.094 Uiso 1 1 calc R . . C23 C 0.7204(5) 0.7107(5) -0.2016(3) 0.0700(12) Uani 1 1 d . . . H23A H 0.8038 0.7511 -0.2340 0.084 Uiso 1 1 calc R . . C24 C 0.5914(5) 0.7726(4) -0.1647(3) 0.0571(10) Uani 1 1 d . . . H24A H 0.5884 0.8540 -0.1726 0.069 Uiso 1 1 calc R . . C25 C 0.2632(4) 0.8557(3) -0.1212(3) 0.0441(8) Uani 1 1 d . . . C26 C 0.2518(5) 0.8307(4) -0.2222(3) 0.0586(10) Uani 1 1 d . . . H26A H 0.2841 0.7566 -0.2641 0.070 Uiso 1 1 calc R . . C27 C 0.1923(5) 0.9159(4) -0.2605(3) 0.0671(11) Uani 1 1 d . . . H27A H 0.1889 0.9007 -0.3282 0.080 Uiso 1 1 calc R . . C28 C 0.1381(5) 1.0229(4) -0.2005(4) 0.0666(11) Uani 1 1 d . . . H28A H 0.0989 1.0801 -0.2270 0.080 Uiso 1 1 calc R . . C29 C 0.1421(5) 1.0445(4) -0.1013(3) 0.0645(11) Uani 1 1 d . . . H29A H 0.1021 1.1152 -0.0605 0.077 Uiso 1 1 calc R . . C30 C 0.2052(4) 0.9620(3) -0.0610(3) 0.0503(9) Uani 1 1 d . . . H30A H 0.2086 0.9781 0.0068 0.060 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0517(3) 0.0513(3) 0.0582(4) 0.0244(3) 0.0188(3) 0.0158(2) N1 0.0617(19) 0.0659(18) 0.050(2) 0.0330(16) 0.0244(15) 0.0348(16) C1 0.102(4) 0.070(3) 0.100(4) 0.010(3) 0.025(3) 0.034(3) C2 0.079(3) 0.080(3) 0.101(4) 0.044(3) 0.048(3) 0.036(3) C3 0.079(3) 0.111(4) 0.111(5) 0.049(4) 0.014(3) 0.052(3) C4 0.176(7) 0.135(5) 0.121(5) 0.099(5) 0.086(5) 0.112(5) C5 0.092(4) 0.059(3) 0.200(7) 0.053(4) 0.071(5) 0.027(3) C6 0.050(2) 0.062(2) 0.047(2) 0.0254(19) 0.0158(19) 0.0188(18) C7 0.067(3) 0.078(3) 0.052(3) 0.030(2) 0.019(2) 0.030(2) C8 0.064(3) 0.055(2) 0.066(3) 0.030(2) 0.023(2) 0.017(2) C9 0.054(2) 0.050(2) 0.060(3) 0.0177(19) 0.0137(19) 0.0100(18) C10 0.051(2) 0.0515(19) 0.046(2) 0.0206(18) 0.0138(18) 0.0143(17) C11 0.053(2) 0.060(2) 0.045(2) 0.0157(18) 0.0086(18) 0.0155(18) C12 0.054(2) 0.052(2) 0.046(2) 0.0176(17) 0.0095(18) 0.0207(18) C13 0.048(2) 0.0445(18) 0.044(2) 0.0211(16) 0.0153(18) 0.0198(16) C14 0.049(2) 0.055(2) 0.046(2) 0.0186(18) 0.0054(18) 0.0150(17) C15 0.043(2) 0.056(2) 0.056(3) 0.0242(19) 0.0099(19) 0.0123(17) C16 0.055(2) 0.0482(19) 0.045(2) 0.0222(17) 0.0174(18) 0.0264(17) C17 0.052(2) 0.055(2) 0.044(2) 0.0159(18) 0.0056(18) 0.0129(18) C18 0.0433(19) 0.054(2) 0.048(2) 0.0194(18) 0.0112(18) 0.0110(16) C19 0.052(2) 0.0503(19) 0.035(2) 0.0120(16) 0.0082(17) 0.0199(17) C20 0.064(2) 0.052(2) 0.063(3) 0.0230(19) 0.011(2) 0.0248(19) C21 0.093(3) 0.067(3) 0.083(3) 0.024(2) 0.015(3) 0.049(3) C22 0.078(3) 0.100(4) 0.067(3) 0.016(3) 0.011(2) 0.061(3) C23 0.066(3) 0.095(3) 0.055(3) 0.024(2) 0.024(2) 0.033(2) C24 0.066(2) 0.060(2) 0.051(2) 0.0201(19) 0.020(2) 0.024(2) C25 0.0432(19) 0.0467(19) 0.050(2) 0.0227(17) 0.0149(17) 0.0154(16) C26 0.078(3) 0.057(2) 0.049(3) 0.0194(19) 0.014(2) 0.030(2) C27 0.087(3) 0.077(3) 0.047(3) 0.030(2) 0.008(2) 0.028(2) C28 0.064(3) 0.069(3) 0.089(4) 0.049(3) 0.014(2) 0.026(2) C29 0.069(3) 0.062(2) 0.083(3) 0.038(2) 0.033(2) 0.034(2) C30 0.056(2) 0.053(2) 0.052(2) 0.0241(18) 0.0215(18) 0.0216(18) _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 C5 2.019(5) . ? Fe1 C4 2.020(5) . ? Fe1 C3 2.027(5) . ? Fe1 C9 2.030(4) . ? Fe1 C8 2.032(4) . ? Fe1 C1 2.038(5) . ? Fe1 C2 2.040(4) . ? Fe1 C7 2.044(4) . ? Fe1 C6 2.050(3) . ? Fe1 C10 2.059(4) . ? N1 C19 1.418(4) . ? N1 C25 1.419(4) . ? N1 C16 1.442(4) . ? C1 C5 1.357(7) . ? C1 C2 1.357(7) . ? C2 C3 1.370(7) . ? C3 C4 1.415(8) . ? C4 C5 1.408(8) . ? C6 C10 1.417(5) . ? C6 C7 1.420(5) . ? C7 C8 1.399(5) . ? C8 C9 1.408(5) . ? C9 C10 1.432(5) . ? C10 C11 1.450(5) . ? C11 C12 1.329(5) . ? C12 C13 1.463(5) . ? C13 C18 1.390(4) . ? C13 C14 1.396(4) . ? C14 C15 1.369(5) . ? C15 C16 1.383(5) . ? C16 C17 1.380(5) . ? C17 C18 1.381(5) . ? C19 C24 1.386(5) . ? C19 C20 1.387(5) . ? C20 C21 1.379(5) . ? C21 C22 1.367(6) . ? C22 C23 1.356(6) . ? C23 C24 1.381(5) . ? C25 C26 1.382(5) . ? C25 C30 1.382(5) . ? C26 C27 1.378(5) . ? C27 C28 1.370(5) . ? C28 C29 1.365(5) . ? C29 C30 1.383(5) . ? 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 Fe1 C4 40.8(2) . . ? C5 Fe1 C3 67.5(2) . . ? C4 Fe1 C3 40.9(2) . . ? C5 Fe1 C9 158.9(3) . . ? C4 Fe1 C9 121.7(2) . . ? C3 Fe1 C9 107.1(2) . . ? C5 Fe1 C8 160.1(3) . . ? C4 Fe1 C8 156.2(3) . . ? C3 Fe1 C8 120.0(2) . . ? C9 Fe1 C8 40.57(14) . . ? C5 Fe1 C1 39.1(2) . . ? C4 Fe1 C1 67.3(2) . . ? C3 Fe1 C1 66.3(2) . . ? C9 Fe1 C1 159.3(2) . . ? C8 Fe1 C1 123.9(2) . . ? C5 Fe1 C2 65.9(2) . . ? C4 Fe1 C2 67.2(2) . . ? C3 Fe1 C2 39.37(19) . . ? C9 Fe1 C2 123.72(18) . . ? C8 Fe1 C2 107.19(17) . . ? C1 Fe1 C2 38.88(19) . . ? C5 Fe1 C7 125.8(3) . . ? C4 Fe1 C7 162.7(3) . . ? C3 Fe1 C7 154.9(2) . . ? C9 Fe1 C7 67.83(16) . . ? C8 Fe1 C7 40.14(15) . . ? C1 Fe1 C7 109.3(2) . . ? C2 Fe1 C7 121.54(19) . . ? C5 Fe1 C6 110.63(19) . . ? C4 Fe1 C6 126.1(2) . . ? C3 Fe1 C6 162.5(2) . . ? C9 Fe1 C6 68.00(15) . . ? C8 Fe1 C6 68.04(15) . . ? C1 Fe1 C6 124.1(2) . . ? C2 Fe1 C6 157.36(19) . . ? C7 Fe1 C6 40.58(14) . . ? C5 Fe1 C10 124.1(2) . . ? C4 Fe1 C10 108.44(19) . . ? C3 Fe1 C10 125.0(2) . . ? C9 Fe1 C10 40.99(14) . . ? C8 Fe1 C10 68.68(15) . . ? C1 Fe1 C10 158.85(19) . . ? C2 Fe1 C10 160.66(19) . . ? C7 Fe1 C10 68.28(15) . . ? C6 Fe1 C10 40.35(13) . . ? C19 N1 C25 122.9(3) . . ? C19 N1 C16 118.6(3) . . ? C25 N1 C16 118.3(3) . . ? C5 C1 C2 108.9(5) . . ? C5 C1 Fe1 69.7(3) . . ? C2 C1 Fe1 70.7(3) . . ? C1 C2 C3 109.3(5) . . ? C1 C2 Fe1 70.5(3) . . ? C3 C2 Fe1 69.8(3) . . ? C2 C3 C4 107.6(5) . . ? C2 C3 Fe1 70.8(3) . . ? C4 C3 Fe1 69.3(3) . . ? C5 C4 C3 105.5(5) . . ? C5 C4 Fe1 69.5(3) . . ? C3 C4 Fe1 69.8(3) . . ? C1 C5 C4 108.7(5) . . ? C1 C5 Fe1 71.2(3) . . ? C4 C5 Fe1 69.7(3) . . ? C10 C6 C7 108.5(3) . . ? C10 C6 Fe1 70.2(2) . . ? C7 C6 Fe1 69.5(2) . . ? C8 C7 C6 108.2(4) . . ? C8 C7 Fe1 69.5(2) . . ? C6 C7 Fe1 69.9(2) . . ? C7 C8 C9 108.1(3) . . ? C7 C8 Fe1 70.4(2) . . ? C9 C8 Fe1 69.6(2) . . ? C8 C9 C10 108.7(3) . . ? C8 C9 Fe1 69.8(2) . . ? C10 C9 Fe1 70.6(2) . . ? C6 C10 C9 106.4(3) . . ? C6 C10 C11 127.7(3) . . ? C9 C10 C11 125.9(3) . . ? C6 C10 Fe1 69.5(2) . . ? C9 C10 Fe1 68.4(2) . . ? C11 C10 Fe1 128.0(3) . . ? C12 C11 C10 125.1(3) . . ? C11 C12 C13 128.6(3) . . ? C18 C13 C14 117.2(3) . . ? C18 C13 C12 123.0(3) . . ? C14 C13 C12 119.8(3) . . ? C15 C14 C13 121.6(3) . . ? C14 C15 C16 120.4(3) . . ? C17 C16 C15 119.0(3) . . ? C17 C16 N1 120.0(3) . . ? C15 C16 N1 121.0(3) . . ? C16 C17 C18 120.4(3) . . ? C17 C18 C13 121.3(3) . . ? C24 C19 C20 118.5(3) . . ? C24 C19 N1 121.8(3) . . ? C20 C19 N1 119.7(3) . . ? C21 C20 C19 119.8(4) . . ? C22 C21 C20 121.1(4) . . ? C23 C22 C21 119.4(4) . . ? C22 C23 C24 120.9(4) . . ? C23 C24 C19 120.3(4) . . ? C26 C25 C30 119.1(3) . . ? C26 C25 N1 121.3(3) . . ? C30 C25 N1 119.6(3) . . ? C27 C26 C25 119.8(4) . . ? C28 C27 C26 121.0(4) . . ? C29 C28 C27 119.4(4) . . ? C28 C29 C30 120.5(4) . . ? C25 C30 C29 120.1(4) . . ? _diffrn_measured_fraction_theta_max 0.943 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.943 _refine_diff_density_max 0.245 _refine_diff_density_min -0.330 _refine_diff_density_rms 0.054