#------------------------------------------------------------------------------ #$Date: 2025-08-20 20:19:29 +0100 (Wed, 20 Aug 2025) $ #$Revision: 301836 $ #$URL: svn://www.crystallography.net/cod/cif/4/30/08/4300806.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4300806 loop_ _publ_author_name 'Lionel Salmon' 'Azzedine Bousseksou' 'Bruno Donnadieu' 'Jean-Pierre Tuchagues' _publ_contact_author 'Pr Jean-Pierre Tuchagues' _publ_contact_author_address ; Laboratoire de Chimie de Coordination UPR-CNRS 8241 205, route de Narbonne 31077 Toulouse cedex, France ; _publ_contact_author_email tuchague@lcc-toulouse.fr _publ_section_title ; Two Novel Iron(II) Materials Based on Dianionic N4O2 Schiff Bases: Structural Properties and Spin-Crossover Characteristics in the Series [Fe(3-X,5-NO2-sal-N(1,4,7,10)] (X = H, 3-MeO, 3-EtO) ; _journal_name_full 'Inorganic Chemistry' _journal_page_first 1763 _journal_page_last 1773 _journal_paper_doi 10.1021/ic048387k _journal_volume 44 _journal_year 2005 _chemical_formula_sum 'C28 H38 Fe N6 O9' _chemical_formula_weight 658.49 _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 84.18(4) _cell_angle_beta 70.53(5) _cell_angle_gamma 88.95(5) _cell_formula_units_Z 2 _cell_length_a 10.265(4) _cell_length_b 10.861(4) _cell_length_c 14.181(5) _cell_measurement_reflns_used 5000 _cell_measurement_temperature 160(2) _cell_measurement_theta_max 26.05 _cell_measurement_theta_min 2.2 _cell_volume 1482.7(11) _computing_cell_refinement 'Stoe IPDS software (Stoe, 1996)' _computing_data_collection 'Stoe IPDS software (Stoe, 1996)' _computing_data_reduction 'XRED (Stoe, 1.08, 1996)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97.1990, (Sheldrick, 1990)' _diffrn_ambient_temperature 160(2) _diffrn_measured_fraction_theta_full 0.933 _diffrn_measured_fraction_theta_max 0.933 _diffrn_measurement_method \f _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1815 _diffrn_reflns_av_sigmaI/netI 0.1616 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 9204 _diffrn_reflns_theta_full 21.96 _diffrn_reflns_theta_max 21.96 _diffrn_reflns_theta_min 2.31 _diffrn_standards_decay_% <0.1 _diffrn_standards_interval_time 'every frame' _diffrn_standards_number 200 _exptl_absorpt_coefficient_mu 0.573 _exptl_absorpt_correction_T_max 0.830 _exptl_absorpt_correction_T_min 0.470 _exptl_absorpt_correction_type semi-empirical _exptl_absorpt_process_details ; 'DIFABS - Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166. Farrugia, L. J., ORTEP3 for Windows, J. Appl. Crystallogr. 1997, 30, 565.' ; _exptl_crystal_colour black _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 692 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _refine_diff_density_max 1.053 _refine_diff_density_min -0.928 _refine_diff_density_rms 0.120 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 407 _refine_ls_number_reflns 3378 _refine_ls_number_restraints 130 _refine_ls_restrained_S_all 0.973 _refine_ls_R_factor_all 0.1219 _refine_ls_R_factor_gt 0.0998 _refine_ls_shift/su_max 0.027 _refine_ls_shift/su_mean 0.002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1700P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2045 _refine_ls_wR_factor_ref 0.2411 _reflns_number_gt 2331 _reflns_number_total 3378 _reflns_threshold_expression >2sigma(I) _cod_data_source_file ic048387ksi20041116_110205_1.cif _cod_data_source_block (2) _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'none' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+(0.1700P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=1/[\s^2^(Fo^2^)+(0.1700P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1482.6(10) _cod_database_code 4300806 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.83940(9) 0.29027(7) 0.77978(6) 0.0558(5) Uani 1 d U . . O1 O 0.8574(5) 0.2394(4) 0.9189(3) 0.0636(12) Uani 1 d U . . O2 O 1.0130(5) 0.2414(4) 0.6740(3) 0.0672(12) Uani 1 d U . . O3 O 0.8799(5) 0.0954(4) 1.0696(3) 0.0604(11) Uani 1 d U . . O4 O 1.2988(5) 0.2564(5) 1.1258(3) 0.0755(14) Uani 1 d U . . O5 O 1.3516(6) 0.4281(5) 1.0285(4) 0.0764(13) Uani 1 d U . . O6 O 1.1401(7) -0.2747(5) 0.5122(3) 0.0834(15) Uani 1 d U . . O7 O 1.3302(7) -0.1766(5) 0.4290(4) 0.0846(15) Uani 1 d U . . O8 O 1.2594(5) 0.2554(5) 0.5186(3) 0.0737(13) Uani 1 d U . . N1 N 0.9386(6) 0.4582(5) 0.7885(4) 0.0575(13) Uani 1 d U . . N2 N 0.7788(6) 0.4235(5) 0.6730(4) 0.0624(13) Uani 1 d U . . H2N H 0.782(7) 0.377(7) 0.619(5) 0.071(18) Uiso 1 d . . . N3 N 0.6157(6) 0.3069(5) 0.8605(4) 0.0661(14) Uani 1 d U . . H3N H 0.590(6) 0.358(6) 0.913(4) 0.048(14) Uiso 1 d . . . N4 N 0.7639(6) 0.1124(5) 0.7708(4) 0.0588(13) Uani 1 d U . . N5 N 1.2791(6) 0.3341(6) 1.0616(4) 0.0651(14) Uani 1 d U . . N6 N 1.2125(8) -0.1797(6) 0.4904(4) 0.0705(16) Uani 1 d U . . C1 C 0.9531(6) 0.2696(6) 0.9520(4) 0.0514(14) Uani 1 d U . . C2 C 0.9713(7) 0.1915(6) 1.0354(4) 0.0566(15) Uani 1 d U . . C3 C 1.0793(7) 0.2119(6) 1.0697(4) 0.0598(16) Uani 1 d U . . H3 H 1.0947 0.1568 1.1212 0.072 Uiso 1 calc R . . C4 C 1.1640(7) 0.3135(6) 1.0277(4) 0.0571(15) Uani 1 d U . . C5 C 1.1476(7) 0.3967(6) 0.9515(4) 0.0587(16) Uani 1 d U . . H5 H 1.2077 0.4667 0.9255 0.070 Uiso 1 calc R . . C6 C 1.0404(7) 0.3755(6) 0.9132(4) 0.0546(15) Uani 1 d U . . C7 C 1.0244(7) 0.4656(6) 0.8358(4) 0.0589(16) Uani 1 d U . . H7 H 1.0830 0.5370 0.8184 0.071 Uiso 1 calc R . . C8 C 0.9342(8) 0.5614(6) 0.7151(5) 0.0671(18) Uani 1 d U . . H8A H 1.0264 0.6023 0.6864 0.081 Uiso 1 calc R . . H8B H 0.8673 0.6231 0.7490 0.081 Uiso 1 calc R . . C9 C 0.8930(9) 0.5176(7) 0.6325(5) 0.0758(19) Uani 1 d U . . H9A H 0.8626 0.5889 0.5961 0.091 Uiso 1 calc R . . H9B H 0.9737 0.4809 0.5842 0.091 Uiso 1 calc R . . C10 C 0.6429(8) 0.4719(7) 0.7243(5) 0.0778(19) Uani 1 d U . . H10A H 0.6016 0.5087 0.6743 0.093 Uiso 1 calc R . . H10B H 0.6517 0.5373 0.7657 0.093 Uiso 1 calc R . . C11 C 0.5510(9) 0.3675(7) 0.7906(6) 0.0797(19) Uani 1 d U . . H11A H 0.4604 0.4007 0.8289 0.096 Uiso 1 calc R . . H11B H 0.5350 0.3063 0.7483 0.096 Uiso 1 calc R . . C12 C 0.5649(9) 0.1837(7) 0.9055(5) 0.0765(18) Uani 1 d U . . H12A H 0.4626 0.1823 0.9301 0.092 Uiso 1 calc R . . H12B H 0.5965 0.1606 0.9636 0.092 Uiso 1 calc R . . C13 C 0.6181(8) 0.0915(7) 0.8282(5) 0.0735(18) Uani 1 d U . . H13A H 0.6044 0.0065 0.8628 0.088 Uiso 1 calc R . . H13B H 0.5642 0.0986 0.7817 0.088 Uiso 1 calc R . . C14 C 0.8323(7) 0.0238(6) 0.7240(4) 0.0561(14) Uani 1 d U . . H14 H 0.7858 -0.0540 0.7359 0.067 Uiso 1 calc R . . C15 C 0.9727(7) 0.0309(5) 0.6553(4) 0.0544(14) Uani 1 d U . . C16 C 1.0260(7) -0.0727(6) 0.6080(4) 0.0573(14) Uani 1 d U . . H16 H 0.9710 -0.1462 0.6231 0.069 Uiso 1 calc R . . C17 C 1.1582(8) -0.0714(6) 0.5388(4) 0.0610(16) Uani 1 d U . . C18 C 1.2401(8) 0.0385(6) 0.5103(5) 0.0647(16) Uani 1 d U . . H18 H 1.3294 0.0396 0.4608 0.078 Uiso 1 calc R . . C19 C 1.1886(7) 0.1429(6) 0.5550(5) 0.0632(16) Uani 1 d U . . C20 C 1.0540(7) 0.1425(6) 0.6319(4) 0.0558(14) Uani 1 d U . . C21 C 0.8935(8) 0.0078(6) 1.1482(4) 0.0653(17) Uani 1 d U . . H21A H 0.8889 0.0501 1.2079 0.078 Uiso 1 calc R . . H21B H 0.9830 -0.0348 1.1254 0.078 Uiso 1 calc R . . C22 C 0.7765(8) -0.0828(6) 1.1734(5) 0.0715(19) Uani 1 d U . . H22A H 0.7896 -0.1519 1.2192 0.107 Uiso 1 calc R . . H22B H 0.7737 -0.1140 1.1116 0.107 Uiso 1 calc R . . H22C H 0.6894 -0.0419 1.2058 0.107 Uiso 1 calc R . . C23 C 1.3185(11) 0.3039(9) 0.5872(7) 0.100(3) Uani 1 d U . . H23A H 1.2585 0.2806 0.6574 0.120 Uiso 1 calc R . . H23B H 1.4106 0.2679 0.5783 0.120 Uiso 1 calc R . . C24 C 1.3306(18) 0.4312(11) 0.5689(12) 0.169(7) Uani 1 d U . . H24A H 1.3378 0.4658 0.6282 0.253 Uiso 1 calc R . . H24B H 1.2490 0.4643 0.5545 0.253 Uiso 1 calc R . . H24C H 1.4137 0.4537 0.5111 0.253 Uiso 1 calc R . . O100 O 1.3346(6) 0.6310(5) 0.7719(4) 0.0813(15) Uani 1 d U . . C101 C 1.3976(9) 0.7030(8) 0.8234(6) 0.081(2) Uani 1 d U . . H10C H 1.4552 0.6510 0.8548 0.097 Uiso 1 calc R . . H10D H 1.3271 0.7443 0.8761 0.097 Uiso 1 calc R . . C102 C 1.4849(10) 0.7964(7) 0.7428(7) 0.093(3) Uani 1 d U . . H10E H 1.5792 0.7650 0.7120 0.111 Uiso 1 calc R . . H10F H 1.4916 0.8752 0.7705 0.111 Uiso 1 calc R . . C103 C 1.4108(9) 0.8140(8) 0.6670(6) 0.081(2) Uani 1 d U . . H10G H 1.3724 0.8981 0.6653 0.097 Uiso 1 calc R . . H10H H 1.4738 0.8007 0.5989 0.097 Uiso 1 calc R . . C104 C 1.2977(9) 0.7177(7) 0.7035(6) 0.078(2) Uani 1 d U . . H10I H 1.2082 0.7558 0.7376 0.093 Uiso 1 calc R . . H10J H 1.2895 0.6765 0.6466 0.093 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 0.0684(8) 0.0524(7) 0.0566(6) -0.0129(4) -0.0320(6) 0.0039(5) O1 0.080(3) 0.059(3) 0.066(2) -0.0132(19) -0.041(3) 0.004(2) O2 0.070(3) 0.055(3) 0.081(3) -0.019(2) -0.027(2) 0.001(2) O3 0.071(3) 0.056(3) 0.064(2) -0.0054(18) -0.036(2) 0.000(2) O4 0.082(3) 0.085(3) 0.075(3) -0.013(2) -0.046(3) 0.005(3) O5 0.081(4) 0.084(3) 0.074(3) -0.021(2) -0.035(3) -0.011(3) O6 0.131(5) 0.056(3) 0.069(3) -0.018(2) -0.038(3) 0.009(3) O7 0.097(4) 0.089(4) 0.077(3) -0.034(3) -0.035(3) 0.019(3) O8 0.079(3) 0.072(3) 0.070(3) -0.015(2) -0.023(3) -0.006(3) N1 0.073(4) 0.050(3) 0.058(3) -0.011(2) -0.031(3) 0.004(2) N2 0.088(4) 0.051(3) 0.062(3) -0.016(2) -0.039(3) 0.009(3) N3 0.083(4) 0.066(3) 0.059(3) -0.020(2) -0.033(3) 0.006(3) N4 0.071(3) 0.055(3) 0.058(3) -0.009(2) -0.030(3) -0.008(2) N5 0.067(4) 0.074(4) 0.063(3) -0.022(3) -0.030(3) 0.004(3) N6 0.102(5) 0.062(4) 0.063(3) -0.017(3) -0.044(3) 0.015(3) C1 0.059(4) 0.050(4) 0.051(3) -0.018(2) -0.024(3) 0.009(3) C2 0.063(4) 0.055(4) 0.058(3) -0.012(2) -0.026(3) 0.006(3) C3 0.073(4) 0.060(4) 0.056(3) -0.014(3) -0.033(3) 0.008(3) C4 0.062(4) 0.062(4) 0.061(3) -0.023(3) -0.034(3) 0.010(3) C5 0.070(5) 0.052(4) 0.059(3) -0.018(3) -0.026(3) 0.002(3) C6 0.062(4) 0.053(4) 0.053(3) -0.016(2) -0.022(3) 0.005(3) C7 0.070(5) 0.053(4) 0.060(3) -0.013(3) -0.028(3) 0.003(3) C8 0.076(5) 0.064(4) 0.067(4) 0.003(3) -0.034(4) -0.006(3) C9 0.105(5) 0.060(4) 0.071(4) -0.003(3) -0.042(4) -0.001(4) C10 0.092(5) 0.074(5) 0.079(4) -0.014(3) -0.043(4) 0.018(4) C11 0.080(5) 0.083(5) 0.088(4) -0.018(3) -0.042(4) 0.013(4) C12 0.078(5) 0.079(5) 0.076(4) -0.011(3) -0.030(4) -0.008(4) C13 0.076(4) 0.069(4) 0.076(4) -0.013(3) -0.024(4) -0.017(3) C14 0.076(4) 0.049(4) 0.054(3) -0.010(2) -0.033(3) -0.004(3) C15 0.071(4) 0.049(3) 0.055(3) -0.010(2) -0.034(3) 0.005(3) C16 0.082(4) 0.047(3) 0.055(3) -0.006(2) -0.039(3) 0.004(3) C17 0.086(5) 0.056(4) 0.055(3) -0.016(3) -0.039(3) 0.015(3) C18 0.074(4) 0.068(4) 0.060(3) -0.020(3) -0.029(3) 0.004(3) C19 0.064(4) 0.067(4) 0.068(3) -0.020(3) -0.031(3) -0.006(3) C20 0.062(4) 0.054(4) 0.060(3) -0.016(3) -0.029(3) 0.004(3) C21 0.091(5) 0.055(4) 0.059(3) -0.005(3) -0.038(4) 0.008(3) C22 0.090(5) 0.062(4) 0.064(4) -0.006(3) -0.028(4) -0.002(3) C23 0.113(7) 0.095(6) 0.099(6) -0.014(5) -0.040(6) -0.023(5) C24 0.266(19) 0.089(7) 0.216(14) -0.028(8) -0.163(15) -0.022(9) O100 0.089(4) 0.068(3) 0.102(3) 0.002(2) -0.053(3) -0.008(3) C101 0.083(5) 0.090(6) 0.081(4) -0.022(3) -0.040(4) 0.010(4) C102 0.112(7) 0.057(5) 0.137(7) -0.007(4) -0.078(6) -0.006(4) C103 0.084(6) 0.080(5) 0.081(4) -0.009(3) -0.032(4) -0.009(4) C104 0.086(5) 0.074(5) 0.087(4) -0.013(3) -0.045(4) 0.000(4) 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' 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 O2 Fe1 O1 108.24(18) . . ? O2 Fe1 N4 84.7(2) . . ? O1 Fe1 N4 92.92(17) . . ? O2 Fe1 N1 90.1(2) . . ? O1 Fe1 N1 84.04(17) . . ? N4 Fe1 N1 172.9(2) . . ? O2 Fe1 N3 158.36(18) . . ? O1 Fe1 N3 86.36(18) . . ? N4 Fe1 N3 78.5(2) . . ? N1 Fe1 N3 107.6(2) . . ? O2 Fe1 N2 93.6(2) . . ? O1 Fe1 N2 151.44(19) . . ? N4 Fe1 N2 107.56(18) . . ? N1 Fe1 N2 77.57(18) . . ? N3 Fe1 N2 78.8(2) . . ? C1 O1 Fe1 128.1(4) . . ? C20 O2 Fe1 134.7(5) . . ? C2 O3 C21 118.5(4) . . ? C19 O8 C23 114.2(5) . . ? C7 N1 C8 118.0(5) . . ? C7 N1 Fe1 124.4(4) . . ? C8 N1 Fe1 115.7(3) . . ? C10 N2 C9 115.5(6) . . ? C10 N2 Fe1 109.2(4) . . ? C9 N2 Fe1 106.2(4) . . ? C10 N2 H2N 114(4) . . ? C9 N2 H2N 106(4) . . ? Fe1 N2 H2N 104(4) . . ? C12 N3 C11 116.5(5) . . ? C12 N3 Fe1 106.5(4) . . ? C11 N3 Fe1 108.8(5) . . ? C12 N3 H3N 106(4) . . ? C11 N3 H3N 102(3) . . ? Fe1 N3 H3N 117(4) . . ? C14 N4 C13 118.4(5) . . ? C14 N4 Fe1 127.7(5) . . ? C13 N4 Fe1 113.8(4) . . ? O5 N5 O4 122.3(5) . . ? O5 N5 C4 119.8(5) . . ? O4 N5 C4 117.9(6) . . ? O7 N6 O6 121.4(6) . . ? O7 N6 C17 119.6(7) . . ? O6 N6 C17 119.0(7) . . ? O1 C1 C6 124.3(5) . . ? O1 C1 C2 117.7(6) . . ? C6 C1 C2 118.0(5) . . ? O3 C2 C3 125.1(5) . . ? O3 C2 C1 113.7(5) . . ? C3 C2 C1 121.0(6) . . ? C4 C3 C2 118.6(5) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C3 C4 C5 123.3(5) . . ? C3 C4 N5 119.0(5) . . ? C5 C4 N5 117.6(6) . . ? C4 C5 C6 119.0(6) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? C5 C6 C1 119.7(5) . . ? C5 C6 C7 117.4(6) . . ? C1 C6 C7 122.9(5) . . ? N1 C7 C6 126.0(6) . . ? N1 C7 H7 117.0 . . ? C6 C7 H7 117.0 . . ? N1 C8 C9 110.9(6) . . ? N1 C8 H8A 109.5 . . ? C9 C8 H8A 109.5 . . ? N1 C8 H8B 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 108.0 . . ? N2 C9 C8 111.0(6) . . ? N2 C9 H9A 109.4 . . ? C8 C9 H9A 109.4 . . ? N2 C9 H9B 109.4 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? N2 C10 C11 109.2(6) . . ? N2 C10 H10A 109.8 . . ? C11 C10 H10A 109.8 . . ? N2 C10 H10B 109.8 . . ? C11 C10 H10B 109.8 . . ? H10A C10 H10B 108.3 . . ? N3 C11 C10 110.2(6) . . ? N3 C11 H11A 109.6 . . ? C10 C11 H11A 109.6 . . ? N3 C11 H11B 109.6 . . ? C10 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? N3 C12 C13 109.7(6) . . ? N3 C12 H12A 109.7 . . ? C13 C12 H12A 109.7 . . ? N3 C12 H12B 109.7 . . ? C13 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? N4 C13 C12 111.8(6) . . ? N4 C13 H13A 109.3 . . ? C12 C13 H13A 109.3 . . ? N4 C13 H13B 109.3 . . ? C12 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? N4 C14 C15 126.4(6) . . ? N4 C14 H14 116.8 . . ? C15 C14 H14 116.8 . . ? C16 C15 C20 119.9(6) . . ? C16 C15 C14 117.9(6) . . ? C20 C15 C14 122.1(5) . . ? C15 C16 C17 121.1(6) . . ? C15 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? C16 C17 C18 120.9(6) . . ? C16 C17 N6 120.5(7) . . ? C18 C17 N6 118.4(7) . . ? C19 C18 C17 119.0(7) . . ? C19 C18 H18 120.5 . . ? C17 C18 H18 120.5 . . ? C18 C19 O8 119.6(7) . . ? C18 C19 C20 121.3(6) . . ? O8 C19 C20 118.7(6) . . ? O2 C20 C15 123.5(6) . . ? O2 C20 C19 118.8(6) . . ? C15 C20 C19 117.6(5) . . ? O3 C21 C22 106.6(5) . . ? O3 C21 H21A 110.4 . . ? C22 C21 H21A 110.4 . . ? O3 C21 H21B 110.4 . . ? C22 C21 H21B 110.4 . . ? H21A C21 H21B 108.6 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 O8 109.8(7) . . ? C24 C23 H23A 109.7 . . ? O8 C23 H23A 109.7 . . ? C24 C23 H23B 109.7 . . ? O8 C23 H23B 109.7 . . ? H23A C23 H23B 108.2 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C101 O100 C104 104.9(5) . . ? O100 C101 C102 104.2(6) . . ? O100 C101 H10C 110.9 . . ? C102 C101 H10C 110.9 . . ? O100 C101 H10D 110.9 . . ? C102 C101 H10D 110.9 . . ? H10C C101 H10D 108.9 . . ? C101 C102 C103 104.4(6) . . ? C101 C102 H10E 110.9 . . ? C103 C102 H10E 110.9 . . ? C101 C102 H10F 110.9 . . ? C103 C102 H10F 110.9 . . ? H10E C102 H10F 108.9 . . ? C104 C103 C102 104.0(6) . . ? C104 C103 H10G 111.0 . . ? C102 C103 H10G 111.0 . . ? C104 C103 H10H 111.0 . . ? C102 C103 H10H 111.0 . . ? H10G C103 H10H 109.0 . . ? O100 C104 C103 106.3(5) . . ? O100 C104 H10I 110.5 . . ? C103 C104 H10I 110.5 . . ? O100 C104 H10J 110.5 . . ? C103 C104 H10J 110.5 . . ? H10I C104 H10J 108.7 . . ? 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 O2 2.013(5) . ? Fe1 O1 2.061(3) . ? Fe1 N4 2.125(5) . ? Fe1 N1 2.139(5) . ? Fe1 N3 2.211(6) . ? Fe1 N2 2.219(5) . ? O1 C1 1.281(7) . ? O2 C20 1.278(7) . ? O3 C2 1.354(8) . ? O3 C21 1.432(7) . ? O4 N5 1.242(7) . ? O5 N5 1.230(7) . ? O6 N6 1.235(8) . ? O7 N6 1.230(8) . ? O8 C19 1.393(8) . ? O8 C23 1.450(9) . ? N1 C7 1.280(7) . ? N1 C8 1.462(8) . ? N2 C10 1.457(10) . ? N2 C9 1.491(10) . ? N2 H2N 0.95(7) . ? N3 C12 1.450(10) . ? N3 C11 1.466(8) . ? N3 H3N 0.93(6) . ? N4 C14 1.286(8) . ? N4 C13 1.455(10) . ? N5 C4 1.444(8) . ? N6 C17 1.431(9) . ? C1 C6 1.417(9) . ? C1 C2 1.447(8) . ? C2 C3 1.379(9) . ? C3 C4 1.373(10) . ? C3 H3 0.9500 . ? C4 C5 1.389(9) . ? C5 C6 1.411(8) . ? C5 H5 0.9500 . ? C6 C7 1.445(8) . ? C7 H7 0.9500 . ? C8 C9 1.493(9) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.514(12) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.518(10) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.445(9) . ? C14 H14 0.9500 . ? C15 C16 1.379(9) . ? C15 C20 1.431(9) . ? C16 C17 1.384(10) . ? C16 H16 0.9500 . ? C17 C18 1.417(10) . ? C18 C19 1.367(9) . ? C18 H18 0.9500 . ? C19 C20 1.447(10) . ? C21 C22 1.491(10) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.380(14) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? O100 C101 1.419(8) . ? O100 C104 1.421(8) . ? C101 C102 1.501(13) . ? C101 H10C 0.9900 . ? C101 H10D 0.9900 . ? C102 C103 1.507(9) . ? C102 H10E 0.9900 . ? C102 H10F 0.9900 . ? C103 C104 1.498(11) . ? C103 H10G 0.9900 . ? C103 H10H 0.9900 . ? C104 H10I 0.9900 . ? C104 H10J 0.9900 . ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 168336713