#------------------------------------------------------------------------------ #$Date: 2025-08-20 20:19:29 +0100 (Wed, 20 Aug 2025) $ #$Revision: 301836 $ #$URL: svn://www.crystallography.net/cod/cif/4/30/08/4300804.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_4300804 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 'C22 H26 Fe N6 O8' _chemical_formula_weight 558.34 _space_group_IT_number 56 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2bc 2ab' _symmetry_space_group_name_H-M 'P b n b' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.4810(9) _cell_length_b 14.7704(14) _cell_length_c 18.769(2) _cell_measurement_reflns_used 5000 _cell_measurement_temperature 160(2) _cell_measurement_theta_max 24.2 _cell_measurement_theta_min 2.1 _cell_volume 2351.2(4) _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 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device 'Stoe IPDS' _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 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0204 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 14163 _diffrn_reflns_theta_full 24.16 _diffrn_reflns_theta_max 24.16 _diffrn_reflns_theta_min 2.96 _diffrn_standards_decay_% <0.1 _diffrn_standards_interval_time 'every frame' _diffrn_standards_number 200 _exptl_absorpt_coefficient_mu 0.704 _exptl_absorpt_correction_T_max 0.923 _exptl_absorpt_correction_T_min 0.726 _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 1.577 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description cubic _exptl_crystal_F_000 1160 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.228 _refine_diff_density_min -0.193 _refine_diff_density_rms 0.049 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 191 _refine_ls_number_reflns 1879 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.037 _refine_ls_R_factor_all 0.0382 _refine_ls_R_factor_gt 0.0293 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0415P)^2^+1.3697P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0728 _refine_ls_wR_factor_ref 0.0766 _reflns_number_gt 1556 _reflns_number_total 1879 _reflns_threshold_expression >2sigma(I) _cod_data_source_file ic048387ksi20041116_110205_2.cif _cod_data_source_block (1_160K) _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 ; _cod_original_formula_sum 'C22 H26 Fe1 N6 O8' _cod_database_code 4300804 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, z' 'x+1/2, -y, z+1/2' '-x, -y+1/2, z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, -z' '-x-1/2, y, -z-1/2' 'x, y-1/2, -z-1/2' 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 0.2500 0.42018(3) 0.2500 0.02153(15) Uani 1 2 d S . . O1 O 0.41819(17) 0.49985(10) 0.29647(7) 0.0293(3) Uani 1 1 d . . . O2 O 0.68744(18) 0.57473(11) 0.32566(8) 0.0344(4) Uani 1 1 d . . . O3 O 0.6030(2) 0.71998(15) 0.56375(10) 0.0581(6) Uani 1 1 d . . . O4 O 0.3795(2) 0.66768(13) 0.59982(9) 0.0474(5) Uani 1 1 d . . . N1 N 0.1385(2) 0.42446(13) 0.35146(10) 0.0335(5) Uani 1 1 d . B . N2 N 0.0849(2) 0.30429(13) 0.24347(10) 0.0305(4) Uani 1 1 d D . . N3 N 0.4834(2) 0.67426(14) 0.55410(10) 0.0367(5) Uani 1 1 d . . . C1 C 0.4308(2) 0.53480(14) 0.35841(10) 0.0236(4) Uani 1 1 d . . . C2 C 0.5749(2) 0.58179(14) 0.37663(11) 0.0250(5) Uani 1 1 d . . . C3 C 0.5908(3) 0.62859(15) 0.43873(11) 0.0284(5) Uani 1 1 d . . . H3 H 0.6842 0.6618 0.4485 0.034 Uiso 1 1 calc R . . C4 C 0.4660(3) 0.62668(16) 0.48800(11) 0.0282(5) Uani 1 1 d . . . C5 C 0.3315(3) 0.57748(15) 0.47592(11) 0.0278(5) Uani 1 1 d . . . H5 H 0.2514 0.5753 0.5112 0.033 Uiso 1 1 calc R . . C6 C 0.3117(2) 0.53058(14) 0.41201(10) 0.0241(5) Uani 1 1 d . . . C7 C 0.1742(3) 0.47382(16) 0.40502(11) 0.0318(5) Uani 1 1 d . . . H7 H 0.1032 0.4730 0.4441 0.038 Uiso 1 1 calc R . . C8 C 0.0021(4) 0.3643(2) 0.35823(17) 0.0670(10) Uani 1 1 d D . . H8A H 0.0303 0.3125 0.3891 0.080 Uiso 1 1 calc R A 1 H8B H -0.0854 0.3976 0.3814 0.080 Uiso 1 1 calc R A 1 C9A C -0.0509(5) 0.3305(3) 0.2894(2) 0.0347(10) Uani 0.70 1 d PD B 1 H9A H -0.1134 0.3780 0.2651 0.042 Uiso 0.70 1 calc PR B 1 H9B H -0.1200 0.2773 0.2967 0.042 Uiso 0.70 1 calc PR B 1 C10A C 0.1703(6) 0.2223(3) 0.2643(3) 0.0435(12) Uani 0.70 1 d PD . 1 H10A H 0.1749 0.2185 0.3169 0.052 Uiso 0.70 1 calc PR . 1 H10B H 0.1130 0.1684 0.2466 0.052 Uiso 0.70 1 calc PR . 1 C9B C 0.0005(17) 0.2932(8) 0.3097(6) 0.059(3) Uani 0.30 1 d PD B 2 H9C H -0.1110 0.2799 0.2979 0.070 Uiso 0.30 1 calc PR B 2 H9D H 0.0435 0.2391 0.3339 0.070 Uiso 0.30 1 calc PR B 2 C10B C 0.1733(12) 0.2187(6) 0.2262(5) 0.039(3) Uani 0.30 1 d PD . 2 H10C H 0.2017 0.2172 0.1751 0.046 Uiso 0.30 1 calc PR . 2 H10D H 0.1075 0.1650 0.2370 0.046 Uiso 0.30 1 calc PR . 2 C21 C 0.8413(3) 0.60562(19) 0.34315(13) 0.0403(6) Uani 1 1 d . . . H21A H 0.9152 0.5874 0.3057 0.060 Uiso 1 1 calc R . . H21B H 0.8742 0.5790 0.3886 0.060 Uiso 1 1 calc R . . H21C H 0.8407 0.6718 0.3472 0.060 Uiso 1 1 calc R . . H2 H 0.043(3) 0.305(2) 0.2037(17) 0.054(9) 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 Fe1 0.0226(2) 0.0199(2) 0.0220(2) 0.000 0.00258(17) 0.000 O1 0.0314(8) 0.0320(8) 0.0246(8) -0.0065(7) 0.0074(6) -0.0081(7) O2 0.0270(8) 0.0465(10) 0.0298(8) -0.0069(7) 0.0079(7) -0.0113(7) O3 0.0533(12) 0.0722(15) 0.0488(11) -0.0278(10) -0.0027(9) -0.0154(11) O4 0.0470(11) 0.0641(13) 0.0309(9) -0.0174(8) 0.0063(8) 0.0037(9) N1 0.0304(10) 0.0366(11) 0.0335(10) -0.0062(9) 0.0092(8) -0.0103(8) N2 0.0367(10) 0.0305(10) 0.0242(10) 0.0030(9) -0.0062(9) -0.0090(8) N3 0.0392(11) 0.0397(12) 0.0313(10) -0.0105(9) -0.0047(9) 0.0042(9) C1 0.0280(11) 0.0201(11) 0.0227(11) 0.0027(8) 0.0003(9) 0.0026(9) C2 0.0257(11) 0.0254(12) 0.0241(10) 0.0022(9) 0.0025(9) -0.0007(9) C3 0.0288(11) 0.0271(12) 0.0293(11) -0.0004(9) -0.0045(9) -0.0007(9) C4 0.0336(12) 0.0280(12) 0.0230(10) -0.0049(9) -0.0011(9) 0.0066(10) C5 0.0311(12) 0.0291(12) 0.0233(10) -0.0012(9) 0.0035(9) 0.0047(10) C6 0.0249(10) 0.0243(12) 0.0232(10) 0.0007(8) 0.0013(9) 0.0026(9) C7 0.0313(12) 0.0376(14) 0.0265(11) -0.0025(10) 0.0115(9) -0.0031(10) C8 0.0584(19) 0.076(2) 0.0667(19) -0.0294(17) 0.0317(16) -0.0437(17) C9A 0.031(2) 0.036(3) 0.037(2) 0.0039(18) 0.0030(17) -0.0144(17) C10A 0.067(3) 0.024(2) 0.039(3) 0.008(2) -0.008(3) -0.0077(18) C9B 0.070(9) 0.054(8) 0.051(7) -0.005(6) 0.016(6) -0.035(7) C10B 0.063(8) 0.025(5) 0.028(5) 0.012(5) -0.041(6) -0.014(4) C21 0.0248(12) 0.0555(17) 0.0407(14) -0.0054(12) 0.0037(10) -0.0070(11) 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 O1 Fe1 O1 109.73(9) . 7_656 ? O1 Fe1 N1 84.90(6) . . ? O1 Fe1 N1 93.13(7) 7_656 . ? O1 Fe1 N1 93.13(7) . 7_656 ? O1 Fe1 N1 84.90(6) 7_656 7_656 ? N1 Fe1 N1 176.59(11) . 7_656 ? O1 Fe1 N2 155.43(7) . . ? O1 Fe1 N2 88.85(7) 7_656 . ? N1 Fe1 N2 77.96(7) . . ? N1 Fe1 N2 104.75(8) 7_656 . ? O1 Fe1 N2 88.85(7) . 7_656 ? O1 Fe1 N2 155.43(7) 7_656 7_656 ? N1 Fe1 N2 104.75(8) . 7_656 ? N1 Fe1 N2 77.96(7) 7_656 7_656 ? N2 Fe1 N2 78.80(11) . 7_656 ? C1 O1 Fe1 132.81(13) . . ? C2 O2 C21 117.33(17) . . ? C7 N1 C8 117.7(2) . . ? C7 N1 Fe1 127.99(15) . . ? C8 N1 Fe1 114.27(15) . . ? C9B N2 C10A 85.5(6) . . ? C9B N2 C9A 31.6(6) . . ? C10A N2 C9A 116.3(3) . . ? C9B N2 C10B 109.7(7) . . ? C10A N2 C10B 27.9(3) . . ? C9A N2 C10B 136.7(5) . . ? C9B N2 Fe1 110.7(4) . . ? C10A N2 Fe1 108.2(2) . . ? C9A N2 Fe1 104.8(2) . . ? C10B N2 Fe1 110.3(4) . . ? C9B N2 H2 124(2) . . ? C10A N2 H2 118(2) . . ? C9A N2 H2 101(2) . . ? C10B N2 H2 92(2) . . ? Fe1 N2 H2 108(2) . . ? O3 N3 O4 121.93(19) . . ? O3 N3 C4 118.7(2) . . ? O4 N3 C4 119.4(2) . . ? O1 C1 C6 124.43(19) . . ? O1 C1 C2 118.68(18) . . ? C6 C1 C2 116.89(18) . . ? O2 C2 C3 125.00(19) . . ? O2 C2 C1 113.03(17) . . ? C3 C2 C1 121.96(19) . . ? C2 C3 C4 118.6(2) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 121.87(19) . . ? C5 C4 N3 119.2(2) . . ? C3 C4 N3 118.8(2) . . ? C4 C5 C6 120.4(2) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C5 C6 C1 120.0(2) . . ? C5 C6 C7 117.66(19) . . ? C1 C6 C7 122.24(19) . . ? N1 C7 C6 126.51(19) . . ? N1 C7 H7 116.7 . . ? C6 C7 H7 116.7 . . ? C9B C8 C9A 32.5(6) . . ? C9B C8 N1 114.1(5) . . ? C9A C8 N1 112.0(3) . . ? C9B C8 H8A 78.6 . . ? C9A C8 H8A 109.2 . . ? N1 C8 H8A 109.2 . . ? C9B C8 H8B 130.9 . . ? C9A C8 H8B 109.2 . . ? N1 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C8 C9A N2 111.4(3) . . ? C8 C9A H9A 109.4 . . ? N2 C9A H9A 109.4 . . ? C8 C9A H9B 109.4 . . ? N2 C9A H9B 109.4 . . ? H9A C9A H9B 108.0 . . ? C10A C10A N2 111.2(3) 7_656 . ? C10A C10A H10A 109.4 7_656 . ? N2 C10A H10A 109.4 . . ? C10A C10A H10B 109.4 7_656 . ? N2 C10A H10B 109.4 . . ? H10A C10A H10B 108.0 . . ? C8 C9B N2 118.3(7) . . ? C8 C9B H9C 107.7 . . ? N2 C9B H9C 107.7 . . ? C8 C9B H9D 107.7 . . ? N2 C9B H9D 107.7 . . ? H9C C9B H9D 107.1 . . ? N2 C10B C10B 106.8(5) . 7_656 ? N2 C10B H10C 110.4 . . ? C10B C10B H10C 110.4 7_656 . ? N2 C10B H10D 110.4 . . ? C10B C10B H10D 110.4 7_656 . ? H10C C10B H10D 108.6 . . ? O2 C21 H21A 109.5 . . ? O2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? 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 O1 2.0445(14) . ? Fe1 O1 2.0445(14) 7_656 ? Fe1 N1 2.1272(18) . ? Fe1 N1 2.1272(18) 7_656 ? Fe1 N2 2.2150(19) . ? Fe1 N2 2.2150(19) 7_656 ? O1 C1 1.276(2) . ? O2 C2 1.355(3) . ? O2 C21 1.421(3) . ? O3 N3 1.232(3) . ? O4 N3 1.233(3) . ? N1 C7 1.278(3) . ? N1 C8 1.464(3) . ? N2 C9B 1.443(10) . ? N2 C10A 1.465(5) . ? N2 C9A 1.489(4) . ? N2 C10B 1.505(10) . ? N2 H2 0.83(3) . ? N3 C4 1.434(3) . ? C1 C6 1.427(3) . ? C1 C2 1.447(3) . ? C2 C3 1.362(3) . ? C3 C4 1.405(3) . ? C3 H3 0.9500 . ? C4 C5 1.371(3) . ? C5 C6 1.395(3) . ? C5 H5 0.9500 . ? C6 C7 1.442(3) . ? C7 H7 0.9500 . ? C8 C9B 1.391(10) . ? C8 C9A 1.456(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9A H9A 0.9900 . ? C9A H9B 0.9900 . ? C10A C10A 1.455(10) 7_656 ? C10A H10A 0.9900 . ? C10A H10B 0.9900 . ? C9B H9C 0.9900 . ? C9B H9D 0.9900 . ? C10B C10B 1.579(16) 7_656 ? C10B H10C 0.9900 . ? C10B H10D 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 168336712