# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1253 data_s92 _audit_creation_method SHELXL _chemical_name_systematic 1.1'-Bis[(pyridylmethlyamino)carbonyl]ferrocene _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H22 Fe N4 O2' _chemical_formula_weight 454.31 _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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.894(2) _cell_length_b 9.855(2) _cell_length_c 13.892(3) _cell_angle_alpha 106.01(3) _cell_angle_beta 98.80(3) _cell_angle_gamma 113.58(3) _cell_volume 1023.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 50 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_method ? _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 0.767 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Nonius rotating anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'FAST TV Area detector ' _diffrn_measurement_method 'Phi scans ' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4328 _diffrn_reflns_av_R_equivalents 0.0800 _diffrn_reflns_av_sigmaI/netI 0.1394 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2804 _reflns_number_observed 2036 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'MADNES (Pflugrath, 1989) ' _computing_cell_refinement 'REFINE in MADNES' _computing_data_reduction ABSURD _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-92 (Sheldrick, 1993)' _computing_molecular_graphics 'CAMERON (Pearce, Watkin, 1996) ' _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 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^)+(0.0433P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model ' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2804 _refine_ls_number_parameters 280 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0558 _refine_ls_R_factor_obs 0.0399 _refine_ls_wR_factor_all 0.0993 _refine_ls_wR_factor_obs 0.0955 _refine_ls_goodness_of_fit_all 0.723 _refine_ls_goodness_of_fit_obs 0.831 _refine_ls_restrained_S_all 0.725 _refine_ls_restrained_S_obs 0.833 _refine_ls_shift/esd_max -0.000 _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 0.29164(8) 0.08470(7) 0.78855(4) 0.0164(2) Uani 1 d . . O1 O 0.2199(4) 0.4253(3) 0.9543(2) 0.0274(7) Uani 1 d . . O2 O -0.1039(4) -0.2503(3) 0.5495(2) 0.0214(7) Uani 1 d . . N1 N -0.0378(4) 0.2052(4) 0.8785(2) 0.0180(8) Uani 1 d . . H1 H -0.0930(4) 0.1028(4) 0.8558(2) 0.022 Uiso 1 calc R . N2 N -0.0859(4) 0.2947(4) 0.7074(2) 0.0193(8) Uani 1 d . . N3 N -0.1438(4) -0.0341(4) 0.6076(2) 0.0148(8) Uani 1 d . . H3 H -0.0981(4) 0.0680(4) 0.6372(2) 0.018 Uiso 1 calc R . N4 N -0.3249(4) -0.1328(4) 0.7461(2) 0.0204(9) Uani 1 d . . C1 C 0.2189(5) 0.1750(5) 0.9122(3) 0.0168(10) Uani 1 d . . C2 C 0.3987(5) 0.2291(5) 0.9432(3) 0.0187(10) Uani 1 d . . H2 H 0.4831(5) 0.3350(5) 0.9704(3) 0.022 Uiso 1 calc R . C3 C 0.4275(6) 0.0953(5) 0.9258(3) 0.0226(11) Uani 1 d . . H3A H 0.5344(6) 0.0976(5) 0.9390(3) 0.027 Uiso 1 calc R . C4 C 0.2654(5) -0.0439(5) 0.8843(3) 0.0228(11) Uani 1 d . . H4 H 0.2478(5) -0.1485(5) 0.8662(3) 0.027 Uiso 1 calc R . C5 C 0.1370(5) 0.0036(5) 0.8757(3) 0.0194(10) Uani 1 d . . H5 H 0.0192(5) -0.0638(5) 0.8507(3) 0.023 Uiso 1 calc R . C6 C 0.1446(5) 0.0005(5) 0.6369(3) 0.0128(9) Uani 1 d . . C7 C 0.2324(5) 0.1706(5) 0.6787(3) 0.0189(10) Uani 1 d . . H7 H 0.1816(5) 0.2375(5) 0.6850(3) 0.023 Uiso 1 calc R . C8 C 0.4124(5) 0.2196(5) 0.7093(3) 0.0222(10) Uani 1 d . . H8 H 0.4997(5) 0.3243(5) 0.7391(3) 0.027 Uiso 1 calc R . C9 C 0.4352(6) 0.0812(5) 0.6863(3) 0.0239(11) Uani 1 d . . H9 H 0.5399(6) 0.0791(5) 0.6978(3) 0.029 Uiso 1 calc R . C10 C 0.2690(5) -0.0548(5) 0.6423(3) 0.0209(10) Uani 1 d . . H10 H 0.2464(5) -0.1609(5) 0.6209(3) 0.025 Uiso 1 calc R . C11 C 0.1350(5) 0.2789(5) 0.9160(3) 0.0177(10) Uani 1 d . . C12 C -0.1321(5) 0.2950(5) 0.8756(3) 0.0219(10) Uani 1 d . . H12A H -0.0930(5) 0.3782(5) 0.9442(3) 0.026 Uiso 1 calc R . H12B H -0.2529(5) 0.2244(5) 0.8617(3) 0.026 Uiso 1 calc R . C13 C -0.1132(5) 0.3714(5) 0.7935(3) 0.0175(10) Uani 1 d . . C14 C -0.1351(6) 0.5058(5) 0.8067(3) 0.0273(11) Uani 1 d . . H14 H -0.1550(6) 0.5551(5) 0.8673(3) 0.033 Uiso 1 calc R . C15 C -0.1264(6) 0.5650(5) 0.7268(3) 0.0316(12) Uani 1 d . . H15 H -0.1423(6) 0.6544(5) 0.7327(3) 0.038 Uiso 1 calc R . C16 C -0.0945(6) 0.4914(5) 0.6393(3) 0.0255(11) Uani 1 d . . H16 H -0.0859(6) 0.5308(5) 0.5857(3) 0.031 Uiso 1 calc R . C17 C -0.0756(5) 0.3585(5) 0.6325(3) 0.0256(11) Uani 1 d . . H17 H -0.0543(5) 0.3088(5) 0.5727(3) 0.031 Uiso 1 calc R . C18 C -0.0441(5) -0.1054(5) 0.5949(3) 0.0147(10) Uani 1 d U . C19 C -0.3299(5) -0.1298(5) 0.5709(3) 0.0190(10) Uani 1 d . . H19A H -0.3625(5) -0.2095(5) 0.5017(3) 0.023 Uiso 1 calc R . H19B H -0.3814(5) -0.0614(5) 0.5643(3) 0.023 Uiso 1 calc R . C20 C -0.4014(5) -0.2122(5) 0.6416(3) 0.0152(10) Uani 1 d . . C21 C -0.5443(5) -0.3601(5) 0.6013(3) 0.0220(11) Uani 1 d . . H21 H -0.5940(5) -0.4123(5) 0.5290(3) 0.026 Uiso 1 calc R . C22 C -0.6138(6) -0.4310(5) 0.6676(3) 0.0285(12) Uani 1 d . . H22 H -0.7102(6) -0.5306(5) 0.6410(3) 0.034 Uiso 1 calc R . C23 C -0.5362(6) -0.3501(5) 0.7748(3) 0.0283(11) Uani 1 d . . H23 H -0.5798(6) -0.3933(5) 0.8221(3) 0.034 Uiso 1 calc R . C24 C -0.3940(6) -0.2051(5) 0.8089(3) 0.0262(11) Uani 1 d . . H24 H -0.3410(6) -0.1527(5) 0.8809(3) 0.031 Uiso 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 0.0183(4) 0.0181(4) 0.0120(3) 0.0055(3) 0.0022(3) 0.0086(3) O1 0.023(2) 0.017(2) 0.029(2) -0.0022(14) 0.0036(14) 0.005(2) O2 0.028(2) 0.013(2) 0.0188(14) 0.0016(13) 0.0032(13) 0.0095(15) N1 0.016(2) 0.014(2) 0.019(2) 0.006(2) 0.002(2) 0.003(2) N2 0.021(2) 0.021(2) 0.017(2) 0.008(2) 0.007(2) 0.011(2) N3 0.013(2) 0.011(2) 0.017(2) 0.0045(14) 0.004(2) 0.004(2) N4 0.022(2) 0.018(2) 0.015(2) 0.004(2) 0.004(2) 0.005(2) C1 0.019(3) 0.024(3) 0.006(2) 0.006(2) 0.004(2) 0.009(2) C2 0.020(3) 0.022(3) 0.009(2) 0.007(2) 0.002(2) 0.005(2) C3 0.024(3) 0.036(3) 0.012(2) 0.014(2) 0.005(2) 0.015(2) C4 0.034(3) 0.025(3) 0.017(2) 0.015(2) 0.009(2) 0.015(2) C5 0.017(3) 0.020(3) 0.018(2) 0.010(2) 0.005(2) 0.004(2) C6 0.013(2) 0.019(2) 0.007(2) 0.006(2) 0.004(2) 0.007(2) C7 0.020(3) 0.029(3) 0.014(2) 0.013(2) 0.005(2) 0.014(2) C8 0.018(3) 0.027(3) 0.017(2) 0.010(2) 0.003(2) 0.005(2) C9 0.021(3) 0.044(3) 0.010(2) 0.009(2) 0.005(2) 0.019(3) C10 0.026(3) 0.023(3) 0.014(2) 0.005(2) 0.004(2) 0.012(2) C11 0.024(3) 0.020(3) 0.005(2) 0.003(2) 0.006(2) 0.008(2) C12 0.020(3) 0.020(3) 0.020(2) 0.002(2) 0.005(2) 0.007(2) C13 0.015(2) 0.013(2) 0.015(2) -0.001(2) -0.001(2) 0.004(2) C14 0.028(3) 0.018(3) 0.026(2) -0.004(2) 0.001(2) 0.012(2) C15 0.035(3) 0.015(3) 0.038(3) 0.006(2) -0.002(2) 0.013(2) C16 0.029(3) 0.021(3) 0.027(3) 0.013(2) 0.005(2) 0.010(2) C17 0.028(3) 0.035(3) 0.015(2) 0.008(2) 0.007(2) 0.016(2) C18 0.025(2) 0.017(2) 0.005(2) 0.008(2) 0.006(2) 0.011(2) C19 0.021(3) 0.023(3) 0.013(2) 0.006(2) 0.004(2) 0.010(2) C20 0.017(3) 0.017(2) 0.013(2) 0.005(2) 0.003(2) 0.010(2) C21 0.022(3) 0.021(3) 0.016(2) 0.005(2) -0.000(2) 0.008(2) C22 0.026(3) 0.018(3) 0.035(3) 0.008(2) 0.007(2) 0.005(2) C23 0.032(3) 0.025(3) 0.030(3) 0.018(2) 0.014(2) 0.008(2) C24 0.033(3) 0.028(3) 0.014(2) 0.008(2) 0.007(2) 0.011(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 C1 2.029(4) . ? Fe1 C7 2.036(3) . ? Fe1 C2 2.037(4) . ? Fe1 C5 2.039(4) . ? Fe1 C8 2.040(4) . ? Fe1 C6 2.040(4) . ? Fe1 C10 2.042(4) . ? Fe1 C3 2.047(4) . ? Fe1 C9 2.053(4) . ? Fe1 C4 2.055(4) . ? O1 C11 1.231(5) . ? O2 C18 1.231(4) . ? N1 C11 1.347(5) . ? N1 C12 1.446(5) . ? N2 C13 1.341(5) . ? N2 C17 1.352(5) . ? N3 C18 1.338(5) . ? N3 C19 1.454(5) . ? N4 C24 1.343(5) . ? N4 C20 1.352(5) . ? C1 C2 1.416(6) . ? C1 C5 1.439(5) . ? C1 C11 1.484(5) . ? C2 C3 1.406(6) . ? C3 C4 1.422(6) . ? C4 C5 1.398(6) . ? C6 C10 1.416(5) . ? C6 C7 1.426(5) . ? C6 C18 1.486(6) . ? C7 C8 1.427(6) . ? C8 C9 1.415(6) . ? C9 C10 1.429(6) . ? C12 C13 1.526(5) . ? C13 C14 1.382(5) . ? C14 C15 1.388(5) . ? C15 C16 1.366(6) . ? C16 C17 1.365(6) . ? C19 C20 1.499(5) . ? C20 C21 1.379(6) . ? C21 C22 1.379(6) . ? C22 C23 1.386(6) . ? C23 C24 1.365(6) . ? 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 C1 Fe1 C7 106.3(2) . . ? C1 Fe1 C2 40.8(2) . . ? C7 Fe1 C2 120.5(2) . . ? C1 Fe1 C5 41.4(2) . . ? C7 Fe1 C5 124.4(2) . . ? C2 Fe1 C5 68.6(2) . . ? C1 Fe1 C8 122.0(2) . . ? C7 Fe1 C8 41.0(2) . . ? C2 Fe1 C8 105.6(2) . . ? C5 Fe1 C8 160.3(2) . . ? C1 Fe1 C6 122.4(2) . . ? C7 Fe1 C6 40.97(15) . . ? C2 Fe1 C6 157.4(2) . . ? C5 Fe1 C6 109.0(2) . . ? C8 Fe1 C6 68.7(2) . . ? C1 Fe1 C10 158.8(2) . . ? C7 Fe1 C10 68.8(2) . . ? C2 Fe1 C10 159.6(2) . . ? C5 Fe1 C10 123.3(2) . . ? C8 Fe1 C10 68.6(2) . . ? C6 Fe1 C10 40.59(15) . . ? C1 Fe1 C3 68.3(2) . . ? C7 Fe1 C3 156.1(2) . . ? C2 Fe1 C3 40.3(2) . . ? C5 Fe1 C3 67.9(2) . . ? C8 Fe1 C3 120.6(2) . . ? C6 Fe1 C3 161.5(2) . . ? C10 Fe1 C3 124.6(2) . . ? C1 Fe1 C9 158.4(2) . . ? C7 Fe1 C9 68.6(2) . . ? C2 Fe1 C9 122.3(2) . . ? C5 Fe1 C9 158.5(2) . . ? C8 Fe1 C9 40.5(2) . . ? C6 Fe1 C9 68.4(2) . . ? C10 Fe1 C9 40.8(2) . . ? C3 Fe1 C9 107.4(2) . . ? C1 Fe1 C4 68.5(2) . . ? C7 Fe1 C4 161.2(2) . . ? C2 Fe1 C4 68.1(2) . . ? C5 Fe1 C4 39.9(2) . . ? C8 Fe1 C4 157.2(2) . . ? C6 Fe1 C4 125.4(2) . . ? C10 Fe1 C4 109.2(2) . . ? C3 Fe1 C4 40.6(2) . . ? C9 Fe1 C4 123.0(2) . . ? C11 N1 C12 121.2(3) . . ? C13 N2 C17 116.3(3) . . ? C18 N3 C19 119.8(3) . . ? C24 N4 C20 116.8(4) . . ? C2 C1 C5 107.1(3) . . ? C2 C1 C11 125.2(4) . . ? C5 C1 C11 127.6(4) . . ? C2 C1 Fe1 69.9(2) . . ? C5 C1 Fe1 69.7(2) . . ? C11 C1 Fe1 124.8(2) . . ? C3 C2 C1 108.3(4) . . ? C3 C2 Fe1 70.2(2) . . ? C1 C2 Fe1 69.3(2) . . ? C2 C3 C4 108.3(4) . . ? C2 C3 Fe1 69.5(2) . . ? C4 C3 Fe1 70.0(2) . . ? C5 C4 C3 108.1(4) . . ? C5 C4 Fe1 69.4(2) . . ? C3 C4 Fe1 69.4(2) . . ? C4 C5 C1 108.1(4) . . ? C4 C5 Fe1 70.6(2) . . ? C1 C5 Fe1 68.9(2) . . ? C10 C6 C7 108.2(4) . . ? C10 C6 C18 124.2(4) . . ? C7 C6 C18 127.5(3) . . ? C10 C6 Fe1 69.8(2) . . ? C7 C6 Fe1 69.4(2) . . ? C18 C6 Fe1 126.1(3) . . ? C6 C7 C8 107.6(4) . . ? C6 C7 Fe1 69.7(2) . . ? C8 C7 Fe1 69.6(2) . . ? C9 C8 C7 108.3(4) . . ? C9 C8 Fe1 70.3(2) . . ? C7 C8 Fe1 69.4(2) . . ? C8 C9 C10 107.9(4) . . ? C8 C9 Fe1 69.3(2) . . ? C10 C9 Fe1 69.2(2) . . ? C6 C10 C9 108.0(4) . . ? C6 C10 Fe1 69.6(2) . . ? C9 C10 Fe1 70.0(2) . . ? O1 C11 N1 122.1(4) . . ? O1 C11 C1 121.2(4) . . ? N1 C11 C1 116.7(4) . . ? N1 C12 C13 114.2(3) . . ? N2 C13 C14 123.5(4) . . ? N2 C13 C12 116.0(3) . . ? C14 C13 C12 120.4(4) . . ? C13 C14 C15 118.0(4) . . ? C16 C15 C14 119.7(4) . . ? C17 C16 C15 118.4(4) . . ? N2 C17 C16 124.1(4) . . ? O2 C18 N3 122.3(4) . . ? O2 C18 C6 121.3(4) . . ? N3 C18 C6 116.4(3) . . ? N3 C19 C20 113.9(3) . . ? N4 C20 C21 121.7(4) . . ? N4 C20 C19 117.3(4) . . ? C21 C20 C19 121.0(3) . . ? C22 C21 C20 120.3(4) . . ? C21 C22 C23 118.3(4) . . ? C24 C23 C22 118.1(4) . . ? N4 C24 C23 124.7(4) . . ? 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 C7 Fe1 C1 C2 -118.1(2) . . . . ? C2 Fe1 C1 C2 0.000(4) . . . . ? C5 Fe1 C1 C2 118.0(3) . . . . ? C8 Fe1 C1 C2 -76.2(3) . . . . ? C6 Fe1 C1 C2 -159.8(2) . . . . ? C10 Fe1 C1 C2 168.8(4) . . . . ? C3 Fe1 C1 C2 37.2(2) . . . . ? C9 Fe1 C1 C2 -45.2(5) . . . . ? C4 Fe1 C1 C2 81.0(2) . . . . ? C7 Fe1 C1 C5 123.9(2) . . . . ? C2 Fe1 C1 C5 -118.0(3) . . . . ? C5 Fe1 C1 C5 0.000(3) . . . . ? C8 Fe1 C1 C5 165.8(2) . . . . ? C6 Fe1 C1 C5 82.2(2) . . . . ? C10 Fe1 C1 C5 50.8(5) . . . . ? C3 Fe1 C1 C5 -80.8(2) . . . . ? C9 Fe1 C1 C5 -163.2(4) . . . . ? C4 Fe1 C1 C5 -37.0(2) . . . . ? C7 Fe1 C1 C11 1.6(4) . . . . ? C2 Fe1 C1 C11 119.6(4) . . . . ? C5 Fe1 C1 C11 -122.3(4) . . . . ? C8 Fe1 C1 C11 43.4(4) . . . . ? C6 Fe1 C1 C11 -40.2(4) . . . . ? C10 Fe1 C1 C11 -71.5(6) . . . . ? C3 Fe1 C1 C11 156.9(4) . . . . ? C9 Fe1 C1 C11 74.4(5) . . . . ? C4 Fe1 C1 C11 -159.3(4) . . . . ? C5 C1 C2 C3 0.4(4) . . . . ? C11 C1 C2 C3 -178.7(3) . . . . ? Fe1 C1 C2 C3 -59.6(3) . . . . ? C5 C1 C2 Fe1 60.0(3) . . . . ? C11 C1 C2 Fe1 -119.1(4) . . . . ? Fe1 C1 C2 Fe1 0.000(3) . . . . ? C1 Fe1 C2 C3 119.5(3) . . . . ? C7 Fe1 C2 C3 -161.1(2) . . . . ? C5 Fe1 C2 C3 80.7(3) . . . . ? C8 Fe1 C2 C3 -119.2(3) . . . . ? C6 Fe1 C2 C3 168.8(4) . . . . ? C10 Fe1 C2 C3 -48.9(6) . . . . ? C3 Fe1 C2 C3 0.000(6) . . . . ? C9 Fe1 C2 C3 -78.5(3) . . . . ? C4 Fe1 C2 C3 37.6(2) . . . . ? C1 Fe1 C2 C1 0.000(4) . . . . ? C7 Fe1 C2 C1 79.4(3) . . . . ? C5 Fe1 C2 C1 -38.8(2) . . . . ? C8 Fe1 C2 C1 121.2(2) . . . . ? C6 Fe1 C2 C1 49.3(5) . . . . ? C10 Fe1 C2 C1 -168.4(4) . . . . ? C3 Fe1 C2 C1 -119.5(3) . . . . ? C9 Fe1 C2 C1 162.0(2) . . . . ? C4 Fe1 C2 C1 -81.9(2) . . . . ? C1 C2 C3 C4 -0.5(4) . . . . ? Fe1 C2 C3 C4 -59.5(3) . . . . ? C1 C2 C3 Fe1 59.0(3) . . . . ? Fe1 C2 C3 Fe1 0.000(3) . . . . ? C1 Fe1 C3 C2 -37.7(3) . . . . ? C7 Fe1 C3 C2 43.5(5) . . . . ? C2 Fe1 C3 C2 0.000(6) . . . . ? C5 Fe1 C3 C2 -82.5(3) . . . . ? C8 Fe1 C3 C2 77.6(3) . . . . ? C6 Fe1 C3 C2 -166.4(5) . . . . ? C10 Fe1 C3 C2 161.4(3) . . . . ? C9 Fe1 C3 C2 119.8(3) . . . . ? C4 Fe1 C3 C2 -119.5(4) . . . . ? C1 Fe1 C3 C4 81.8(3) . . . . ? C7 Fe1 C3 C4 163.0(4) . . . . ? C2 Fe1 C3 C4 119.5(4) . . . . ? C5 Fe1 C3 C4 37.0(2) . . . . ? C8 Fe1 C3 C4 -162.9(2) . . . . ? C6 Fe1 C3 C4 -46.9(6) . . . . ? C10 Fe1 C3 C4 -79.1(3) . . . . ? C9 Fe1 C3 C4 -120.7(3) . . . . ? C4 Fe1 C3 C4 0.000(1) . . . . ? C2 C3 C4 C5 0.3(4) . . . . ? Fe1 C3 C4 C5 -58.8(3) . . . . ? C2 C3 C4 Fe1 59.2(3) . . . . ? Fe1 C3 C4 Fe1 0.0 . . . . ? C1 Fe1 C4 C5 38.4(2) . . . . ? C7 Fe1 C4 C5 -38.7(6) . . . . ? C2 Fe1 C4 C5 82.4(3) . . . . ? C5 Fe1 C4 C5 0.000(6) . . . . ? C8 Fe1 C4 C5 160.4(4) . . . . ? C6 Fe1 C4 C5 -76.8(3) . . . . ? C10 Fe1 C4 C5 -119.2(3) . . . . ? C3 Fe1 C4 C5 119.7(4) . . . . ? C9 Fe1 C4 C5 -162.4(2) . . . . ? C1 Fe1 C4 C3 -81.4(3) . . . . ? C7 Fe1 C4 C3 -158.4(5) . . . . ? C2 Fe1 C4 C3 -37.3(2) . . . . ? C5 Fe1 C4 C3 -119.7(4) . . . . ? C8 Fe1 C4 C3 40.7(5) . . . . ? C6 Fe1 C4 C3 163.5(2) . . . . ? C10 Fe1 C4 C3 121.1(3) . . . . ? C3 Fe1 C4 C3 0.000(1) . . . . ? C9 Fe1 C4 C3 77.9(3) . . . . ? C3 C4 C5 C1 -0.1(4) . . . . ? Fe1 C4 C5 C1 -58.9(3) . . . . ? C3 C4 C5 Fe1 58.8(3) . . . . ? Fe1 C4 C5 Fe1 0.000(4) . . . . ? C2 C1 C5 C4 -0.2(4) . . . . ? C11 C1 C5 C4 178.9(3) . . . . ? Fe1 C1 C5 C4 60.0(3) . . . . ? C2 C1 C5 Fe1 -60.2(3) . . . . ? C11 C1 C5 Fe1 118.9(4) . . . . ? Fe1 C1 C5 Fe1 0.000(2) . . . . ? C1 Fe1 C5 C4 -119.3(3) . . . . ? C7 Fe1 C5 C4 165.9(2) . . . . ? C2 Fe1 C5 C4 -81.0(3) . . . . ? C8 Fe1 C5 C4 -157.4(4) . . . . ? C6 Fe1 C5 C4 122.9(2) . . . . ? C10 Fe1 C5 C4 80.2(3) . . . . ? C3 Fe1 C5 C4 -37.6(2) . . . . ? C9 Fe1 C5 C4 43.8(5) . . . . ? C4 Fe1 C5 C4 0.000(6) . . . . ? C1 Fe1 C5 C1 0.000(3) . . . . ? C7 Fe1 C5 C1 -74.8(3) . . . . ? C2 Fe1 C5 C1 38.2(2) . . . . ? C8 Fe1 C5 C1 -38.1(6) . . . . ? C6 Fe1 C5 C1 -117.8(2) . . . . ? C10 Fe1 C5 C1 -160.5(2) . . . . ? C3 Fe1 C5 C1 81.7(2) . . . . ? C9 Fe1 C5 C1 163.1(4) . . . . ? C4 Fe1 C5 C1 119.3(3) . . . . ? C1 Fe1 C6 C10 -163.2(2) . . . . ? C7 Fe1 C6 C10 119.7(4) . . . . ? C2 Fe1 C6 C10 160.9(4) . . . . ? C5 Fe1 C6 C10 -119.3(3) . . . . ? C8 Fe1 C6 C10 81.5(3) . . . . ? C10 Fe1 C6 C10 0.000(4) . . . . ? C3 Fe1 C6 C10 -42.3(6) . . . . ? C9 Fe1 C6 C10 37.9(2) . . . . ? C4 Fe1 C6 C10 -78.0(3) . . . . ? C1 Fe1 C6 C7 77.1(3) . . . . ? C7 Fe1 C6 C7 0.000(2) . . . . ? C2 Fe1 C6 C7 41.3(5) . . . . ? C5 Fe1 C6 C7 121.0(2) . . . . ? C8 Fe1 C6 C7 -38.1(2) . . . . ? C10 Fe1 C6 C7 -119.7(4) . . . . ? C3 Fe1 C6 C7 -162.0(5) . . . . ? C9 Fe1 C6 C7 -81.7(3) . . . . ? C4 Fe1 C6 C7 162.3(2) . . . . ? C1 Fe1 C6 C18 -45.0(4) . . . . ? C7 Fe1 C6 C18 -122.1(4) . . . . ? C2 Fe1 C6 C18 -80.8(5) . . . . ? C5 Fe1 C6 C18 -1.1(4) . . . . ? C8 Fe1 C6 C18 -160.2(4) . . . . ? C10 Fe1 C6 C18 118.3(4) . . . . ? C3 Fe1 C6 C18 75.9(7) . . . . ? C9 Fe1 C6 C18 156.2(4) . . . . ? C4 Fe1 C6 C18 40.3(4) . . . . ? C10 C6 C7 C8 0.4(4) . . . . ? C18 C6 C7 C8 179.9(3) . . . . ? Fe1 C6 C7 C8 59.6(3) . . . . ? C10 C6 C7 Fe1 -59.2(3) . . . . ? C18 C6 C7 Fe1 120.4(4) . . . . ? Fe1 C6 C7 Fe1 0.000(2) . . . . ? C1 Fe1 C7 C6 -120.9(2) . . . . ? C2 Fe1 C7 C6 -162.9(2) . . . . ? C5 Fe1 C7 C6 -79.2(3) . . . . ? C8 Fe1 C7 C6 118.7(4) . . . . ? C6 Fe1 C7 C6 0.000(2) . . . . ? C10 Fe1 C7 C6 37.3(2) . . . . ? C3 Fe1 C7 C6 166.0(4) . . . . ? C9 Fe1 C7 C6 81.3(3) . . . . ? C4 Fe1 C7 C6 -50.1(6) . . . . ? C1 Fe1 C7 C8 120.4(3) . . . . ? C2 Fe1 C7 C8 78.4(3) . . . . ? C5 Fe1 C7 C8 162.1(2) . . . . ? C8 Fe1 C7 C8 0.000(3) . . . . ? C6 Fe1 C7 C8 -118.7(4) . . . . ? C10 Fe1 C7 C8 -81.4(3) . . . . ? C3 Fe1 C7 C8 47.3(5) . . . . ? C9 Fe1 C7 C8 -37.4(2) . . . . ? C4 Fe1 C7 C8 -168.8(5) . . . . ? C6 C7 C8 C9 0.1(4) . . . . ? Fe1 C7 C8 C9 59.7(3) . . . . ? C6 C7 C8 Fe1 -59.6(3) . . . . ? Fe1 C7 C8 Fe1 0.000(3) . . . . ? C1 Fe1 C8 C9 163.0(2) . . . . ? C7 Fe1 C8 C9 -119.4(3) . . . . ? C2 Fe1 C8 C9 121.8(2) . . . . ? C5 Fe1 C8 C9 -168.2(4) . . . . ? C6 Fe1 C8 C9 -81.3(2) . . . . ? C10 Fe1 C8 C9 -37.6(2) . . . . ? C3 Fe1 C8 C9 80.9(3) . . . . ? C9 Fe1 C8 C9 0.000(4) . . . . ? C4 Fe1 C8 C9 51.3(5) . . . . ? C1 Fe1 C8 C7 -77.6(3) . . . . ? C7 Fe1 C8 C7 0.000(3) . . . . ? C2 Fe1 C8 C7 -118.8(3) . . . . ? C5 Fe1 C8 C7 -48.8(6) . . . . ? C6 Fe1 C8 C7 38.1(2) . . . . ? C10 Fe1 C8 C7 81.8(3) . . . . ? C3 Fe1 C8 C7 -159.7(2) . . . . ? C9 Fe1 C8 C7 119.4(3) . . . . ? C4 Fe1 C8 C7 170.7(4) . . . . ? C7 C8 C9 C10 -0.6(4) . . . . ? Fe1 C8 C9 C10 58.5(3) . . . . ? C7 C8 C9 Fe1 -59.1(3) . . . . ? Fe1 C8 C9 Fe1 0.000(3) . . . . ? C1 Fe1 C9 C8 -42.3(5) . . . . ? C7 Fe1 C9 C8 37.9(2) . . . . ? C2 Fe1 C9 C8 -75.5(3) . . . . ? C5 Fe1 C9 C8 169.2(4) . . . . ? C8 Fe1 C9 C8 0.000(5) . . . . ? C6 Fe1 C9 C8 82.1(2) . . . . ? C10 Fe1 C9 C8 119.8(3) . . . . ? C3 Fe1 C9 C8 -117.1(2) . . . . ? C4 Fe1 C9 C8 -158.9(2) . . . . ? C1 Fe1 C9 C10 -162.0(3) . . . . ? C7 Fe1 C9 C10 -81.9(2) . . . . ? C2 Fe1 C9 C10 164.7(2) . . . . ? C5 Fe1 C9 C10 49.4(5) . . . . ? C8 Fe1 C9 C10 -119.8(3) . . . . ? C6 Fe1 C9 C10 -37.7(2) . . . . ? C10 Fe1 C9 C10 0.0 . . . . ? C3 Fe1 C9 C10 123.2(2) . . . . ? C4 Fe1 C9 C10 81.4(3) . . . . ? C7 C6 C10 C9 -0.8(4) . . . . ? C18 C6 C10 C9 179.7(3) . . . . ? Fe1 C6 C10 C9 -59.7(3) . . . . ? C7 C6 C10 Fe1 58.9(3) . . . . ? C18 C6 C10 Fe1 -120.6(4) . . . . ? Fe1 C6 C10 Fe1 0.000(3) . . . . ? C8 C9 C10 C6 0.9(4) . . . . ? Fe1 C9 C10 C6 59.5(3) . . . . ? C8 C9 C10 Fe1 -58.6(3) . . . . ? Fe1 C9 C10 Fe1 0.0 . . . . ? C1 Fe1 C10 C6 42.5(5) . . . . ? C7 Fe1 C10 C6 -37.7(2) . . . . ? C2 Fe1 C10 C6 -158.8(4) . . . . ? C5 Fe1 C10 C6 80.3(3) . . . . ? C8 Fe1 C10 C6 -81.8(2) . . . . ? C6 Fe1 C10 C6 0.000(4) . . . . ? C3 Fe1 C10 C6 165.0(2) . . . . ? C9 Fe1 C10 C6 -119.1(3) . . . . ? C4 Fe1 C10 C6 122.4(2) . . . . ? C1 Fe1 C10 C9 161.6(4) . . . . ? C7 Fe1 C10 C9 81.4(2) . . . . ? C2 Fe1 C10 C9 -39.7(6) . . . . ? C5 Fe1 C10 C9 -160.6(2) . . . . ? C8 Fe1 C10 C9 37.2(2) . . . . ? C6 Fe1 C10 C9 119.1(3) . . . . ? C3 Fe1 C10 C9 -76.0(3) . . . . ? C9 Fe1 C10 C9 0.0 . . . . ? C4 Fe1 C10 C9 -118.5(2) . . . . ? C12 N1 C11 O1 3.7(5) . . . . ? C12 N1 C11 C1 -178.1(3) . . . . ? C2 C1 C11 O1 -4.9(6) . . . . ? C5 C1 C11 O1 176.2(4) . . . . ? Fe1 C1 C11 O1 -93.7(4) . . . . ? C2 C1 C11 N1 176.9(3) . . . . ? C5 C1 C11 N1 -2.0(6) . . . . ? Fe1 C1 C11 N1 88.1(4) . . . . ? C11 N1 C12 C13 71.4(4) . . . . ? C17 N2 C13 C14 1.8(6) . . . . ? C17 N2 C13 C12 177.6(3) . . . . ? N1 C12 C13 N2 29.6(5) . . . . ? N1 C12 C13 C14 -154.5(4) . . . . ? N2 C13 C14 C15 -0.7(6) . . . . ? C12 C13 C14 C15 -176.3(4) . . . . ? C13 C14 C15 C16 -1.0(6) . . . . ? C14 C15 C16 C17 1.4(7) . . . . ? C13 N2 C17 C16 -1.3(6) . . . . ? C15 C16 C17 N2 -0.2(7) . . . . ? C19 N3 C18 O2 2.8(5) . . . . ? C19 N3 C18 C6 -178.5(3) . . . . ? C10 C6 C18 O2 -9.4(6) . . . . ? C7 C6 C18 O2 171.2(3) . . . . ? Fe1 C6 C18 O2 -98.2(4) . . . . ? C10 C6 C18 N3 171.9(3) . . . . ? C7 C6 C18 N3 -7.5(5) . . . . ? Fe1 C6 C18 N3 83.1(4) . . . . ? C18 N3 C19 C20 77.4(4) . . . . ? C24 N4 C20 C21 0.5(6) . . . . ? C24 N4 C20 C19 177.6(4) . . . . ? N3 C19 C20 N4 36.5(5) . . . . ? N3 C19 C20 C21 -146.3(4) . . . . ? N4 C20 C21 C22 0.3(6) . . . . ? C19 C20 C21 C22 -176.8(4) . . . . ? C20 C21 C22 C23 -0.1(6) . . . . ? C21 C22 C23 C24 -0.7(6) . . . . ? C20 N4 C24 C23 -1.4(6) . . . . ? C22 C23 C24 N4 1.5(7) . . . . ? _refine_diff_density_max 0.399 _refine_diff_density_min -0.348 _refine_diff_density_rms 0.081