#------------------------------------------------------------------------------
#$Date: 2022-06-29 12:40:48 +0300 (Wed, 29 Jun 2022) $
#$Revision: 276397 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/55/8105566.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_8105566
loop_
_publ_author_name
'Song, Jun-Ying'
'Wang, Zi-Chuang'
'Zhang, Juan'
_publ_section_title
;
 Crystal structure of
 bis(2-methoxy-6-((2-(pyrimidin-2-yl)hydrazono)methyl)phenolato-κ3
 N,N′,O)iron(III) perchlorate, C24H22N8O8ClFe
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              133
_journal_page_last               135
_journal_paper_doi               10.1515/ncrs-2018-0227
_journal_volume                  234
_journal_year                    2018
_chemical_formula_moiety         'C24 H22 Fe N8 O4, Cl O4'
_chemical_formula_sum            'C24 H22 Cl Fe N8 O8'
_chemical_formula_weight         641.79
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                82.119(4)
_cell_angle_beta                 83.277(4)
_cell_angle_gamma                87.206(3)
_cell_formula_units_Z            2
_cell_length_a                   10.4568(4)
_cell_length_b                   10.5977(4)
_cell_length_c                   12.0793(6)
_cell_measurement_reflns_used    5618
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      76.4210
_cell_measurement_theta_min      3.6960
_cell_volume                     1316.12(10)
_computing_cell_refinement       'CrysAlisPro [1]'
_computing_data_collection       'CrysAlisPro [1]'
_computing_data_reduction        'CrysAlisPro [1]'
_computing_molecular_graphics    'Olex2 [2]'
_computing_publication_material  'Olex2 [2]'
_computing_structure_refinement  'ShelXL-2015 [3]'
_computing_structure_solution    'ShelXS-2008 [4]'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_av_unetI/netI     0.0634
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8616
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.996
_diffrn_reflns_theta_min         11.216
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    6.113
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47390
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_description       cube
_exptl_crystal_F_000             658
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         4936
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0565
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1017P)²+0.5668P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1501
_refine_ls_wR_factor_ref         0.1609
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4310
_reflns_number_total             4936
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0227_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        1316.11(9)
_cod_database_code               8105566
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N7(H7), C1(H1), C2(H2), C3(H3A), C5(H5), C7(H7A), C8(H8), C9(H9),
 C13(H13), C14(H14), C15(H15), C17(H17), C19(H19), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C24(H24A,H24B,H24C)
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.47233(4) 0.44331(4) 0.27461(4) 0.02041(17) Uani 1 1 d . . . . .
O1 O 0.6275(2) 0.5249(2) 0.21089(19) 0.0276(5) Uani 1 1 d . . . . .
O2 O 0.7826(3) 0.6853(3) 0.0807(2) 0.0468(7) Uani 1 1 d . . . . .
O3 O 0.3741(2) 0.5990(2) 0.29073(19) 0.0264(5) Uani 1 1 d . . . . .
O4 O 0.3119(3) 0.8236(2) 0.3545(2) 0.0344(6) Uani 1 1 d . . . . .
N1 N 0.4693(3) 0.1274(3) 0.0816(3) 0.0344(7) Uani 1 1 d . . . . .
N2 N 0.5179(3) 0.2576(3) 0.2185(2) 0.0249(5) Uani 1 1 d . . . . .
N3 N 0.4027(3) 0.3376(3) 0.0720(3) 0.0343(7) Uani 1 1 d . . . . .
H3 H 0.3735 0.3336 0.0071 0.041 Uiso 1 1 calc R . . . .
N4 N 0.3861(3) 0.4463(3) 0.1234(2) 0.0274(6) Uani 1 1 d . . . . .
N5 N 0.3177(3) 0.2196(3) 0.5844(3) 0.0329(6) Uani 1 1 d . . . . .
N6 N 0.3371(3) 0.3399(3) 0.4000(2) 0.0249(5) Uani 1 1 d . . . . .
N7 N 0.5050(3) 0.3162(3) 0.5079(2) 0.0297(6) Uani 1 1 d . . . . .
H7 H 0.5407 0.2869 0.5692 0.036 Uiso 1 1 calc R . . . .
N8 N 0.5729(3) 0.3888(3) 0.4189(2) 0.0243(5) Uani 1 1 d . . . . .
C1 C 0.2156(3) 0.3109(3) 0.3893(3) 0.0304(7) Uani 1 1 d . . . . .
H1 H 0.1801 0.3413 0.3213 0.036 Uiso 1 1 calc R . . . .
C2 C 0.1418(4) 0.2389(4) 0.4732(3) 0.0369(8) Uani 1 1 d . . . . .
H2 H 0.0558 0.2198 0.4651 0.044 Uiso 1 1 calc R . . . .
C3 C 0.1974(4) 0.1947(4) 0.5708(3) 0.0341(8) Uani 1 1 d . . . . .
H3A H 0.1476 0.1447 0.6303 0.041 Uiso 1 1 calc R . . . .
C4 C 0.3817(3) 0.2916(3) 0.4977(3) 0.0259(6) Uani 1 1 d . . . . .
C5 C 0.6923(3) 0.4075(3) 0.4293(3) 0.0255(6) Uani 1 1 d . . . . .
H5 H 0.7255 0.3684 0.4961 0.031 Uiso 1 1 calc R . . . .
C6 C 0.7772(3) 0.4818(3) 0.3488(3) 0.0261(6) Uani 1 1 d . . . . .
C7 C 0.9023(4) 0.4978(4) 0.3761(3) 0.0339(8) Uani 1 1 d . . . . .
H7A H 0.9279 0.4552 0.4448 0.041 Uiso 1 1 calc R . . . .
C8 C 0.9872(4) 0.5731(4) 0.3058(4) 0.0424(9) Uani 1 1 d . . . . .
H8 H 1.0719 0.5811 0.3246 0.051 Uiso 1 1 calc R . . . .
C9 C 0.9494(4) 0.6386(4) 0.2059(4) 0.0428(9) Uani 1 1 d . . . . .
H9 H 1.0073 0.6941 0.1584 0.051 Uiso 1 1 calc R . . . .
C10 C 0.8279(4) 0.6230(4) 0.1756(3) 0.0350(8) Uani 1 1 d . . . . .
C11 C 0.7404(3) 0.5408(3) 0.2444(3) 0.0250(6) Uani 1 1 d . . . . .
C12 C 0.8610(6) 0.7842(7) 0.0182(5) 0.086(2) Uani 1 1 d . . . . .
H12A H 0.8139 0.8309 -0.0410 0.130 Uiso 1 1 calc GR . . . .
H12B H 0.9408 0.7462 -0.0159 0.130 Uiso 1 1 calc GR . . . .
H12C H 0.8819 0.8430 0.0690 0.130 Uiso 1 1 calc GR . . . .
C13 C 0.5836(3) 0.1573(3) 0.2692(3) 0.0314(7) Uani 1 1 d . . . . .
H13 H 0.6247 0.1675 0.3335 0.038 Uiso 1 1 calc R . . . .
C14 C 0.5926(4) 0.0412(4) 0.2302(3) 0.0363(8) Uani 1 1 d . . . . .
H14 H 0.6377 -0.0294 0.2670 0.044 Uiso 1 1 calc R . . . .
C15 C 0.5339(4) 0.0307(4) 0.1357(4) 0.0372(8) Uani 1 1 d . . . . .
H15 H 0.5396 -0.0491 0.1076 0.045 Uiso 1 1 calc R . . . .
C16 C 0.4660(3) 0.2367(3) 0.1259(3) 0.0284(7) Uani 1 1 d . . . . .
C17 C 0.3286(3) 0.5428(3) 0.0685(3) 0.0297(7) Uani 1 1 d . . . . .
H17 H 0.3045 0.5332 -0.0033 0.036 Uiso 1 1 calc R . . . .
C18 C 0.2996(3) 0.6618(3) 0.1094(3) 0.0263(7) Uani 1 1 d . . . . .
C19 C 0.2387(4) 0.7578(4) 0.0379(3) 0.0323(7) Uani 1 1 d . . . . .
H19 H 0.2234 0.7415 -0.0348 0.039 Uiso 1 1 calc R . . . .
C20 C 0.2018(4) 0.8721(4) 0.0711(3) 0.0353(8) Uani 1 1 d . . . . .
H20 H 0.1612 0.9351 0.0218 0.042 Uiso 1 1 calc R . . . .
C21 C 0.2234(4) 0.8980(3) 0.1782(3) 0.0326(7) Uani 1 1 d . . . . .
H21 H 0.1962 0.9779 0.2018 0.039 Uiso 1 1 calc R . . . .
C22 C 0.2848(3) 0.8066(3) 0.2499(3) 0.0266(7) Uani 1 1 d . . . . .
C23 C 0.3224(3) 0.6854(3) 0.2177(3) 0.0235(6) Uani 1 1 d . . . . .
C24 C 0.2742(5) 0.9434(4) 0.3923(3) 0.0417(9) Uani 1 1 d . . . . .
H24A H 0.3149 1.0123 0.3395 0.063 Uiso 1 1 calc GR . . . .
H24B H 0.3014 0.9448 0.4670 0.063 Uiso 1 1 calc GR . . . .
H24C H 0.1803 0.9552 0.3962 0.063 Uiso 1 1 calc GR . . . .
Cl1 Cl -0.06798(9) 0.14698(10) 0.25431(8) 0.0403(2) Uani 1 1 d . . . . .
O5 O -0.1315(4) 0.2575(4) 0.2010(3) 0.0650(10) Uani 1 1 d . . . . .
O6 O 0.0664(3) 0.1687(3) 0.2515(3) 0.0525(8) Uani 1 1 d . . . . .
O7 O -0.1251(4) 0.1236(5) 0.3686(3) 0.0733(12) Uani 1 1 d . . . . .
O8 O -0.0846(4) 0.0407(4) 0.1951(4) 0.0660(10) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
O1 Fe1 O3 95.06(11) . .
O1 Fe1 N2 98.14(11) . .
O1 Fe1 N4 97.81(11) . .
O1 Fe1 N6 158.61(10) . .
O1 Fe1 N8 84.84(10) . .
O3 Fe1 N2 156.56(10) . .
O3 Fe1 N4 85.30(10) . .
O3 Fe1 N6 90.29(11) . .
O3 Fe1 N8 109.73(10) . .
N4 Fe1 N2 73.81(10) . .
N4 Fe1 N6 103.27(11) . .
N4 Fe1 N8 164.53(11) . .
N6 Fe1 N2 84.43(11) . .
N8 Fe1 N2 90.74(10) . .
N8 Fe1 N6 73.87(11) . .
C11 O1 Fe1 136.2(2) . .
C10 O2 C12 116.3(3) . .
C23 O3 Fe1 132.7(2) . .
C22 O4 C24 117.3(3) . .
C15 N1 C16 114.9(3) . .
C13 N2 Fe1 128.3(2) . .
C16 N2 Fe1 115.9(2) . .
C16 N2 C13 115.6(3) . .
N4 N3 H3 121.5 . .
C16 N3 H3 121.5 . .
C16 N3 N4 117.0(3) . .
N3 N4 Fe1 116.6(2) . .
C17 N4 Fe1 127.4(2) . .
C17 N4 N3 115.8(3) . .
C3 N5 C4 115.4(3) . .
C1 N6 Fe1 127.6(2) . .
C4 N6 Fe1 116.5(2) . .
C4 N6 C1 115.7(3) . .
N8 N7 H7 121.2 . .
C4 N7 H7 121.2 . .
C4 N7 N8 117.7(3) . .
N7 N8 Fe1 115.5(2) . .
C5 N8 Fe1 127.8(2) . .
C5 N8 N7 116.4(3) . .
N6 C1 H1 119.0 . .
N6 C1 C2 121.9(3) . .
C2 C1 H1 119.0 . .
C1 C2 H2 121.3 . .
C1 C2 C3 117.4(3) . .
C3 C2 H2 121.3 . .
N5 C3 C2 122.6(3) . .
N5 C3 H3A 118.7 . .
C2 C3 H3A 118.7 . .
N5 C4 N6 126.9(3) . .
N5 C4 N7 116.8(3) . .
N6 C4 N7 116.3(3) . .
N8 C5 H5 117.5 . .
N8 C5 C6 125.1(3) . .
C6 C5 H5 117.5 . .
C7 C6 C5 117.7(3) . .
C7 C6 C11 119.6(3) . .
C11 C6 C5 122.7(3) . .
C6 C7 H7A 119.4 . .
C8 C7 C6 121.2(3) . .
C8 C7 H7A 119.4 . .
C7 C8 H8 120.1 . .
C7 C8 C9 119.8(4) . .
C9 C8 H8 120.1 . .
C8 C9 H9 119.8 . .
C10 C9 C8 120.4(4) . .
C10 C9 H9 119.8 . .
O2 C10 C9 124.0(4) . .
O2 C10 C11 115.1(3) . .
C9 C10 C11 120.9(3) . .
O1 C11 C6 122.9(3) . .
O1 C11 C10 119.1(3) . .
C10 C11 C6 117.9(3) . .
O2 C12 H12A 109.5 . .
O2 C12 H12B 109.5 . .
O2 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
N2 C13 H13 119.2 . .
N2 C13 C14 121.6(3) . .
C14 C13 H13 119.2 . .
C13 C14 H14 121.2 . .
C13 C14 C15 117.6(3) . .
C15 C14 H14 121.2 . .
N1 C15 C14 123.1(3) . .
N1 C15 H15 118.4 . .
C14 C15 H15 118.4 . .
N1 C16 N2 127.2(3) . .
N1 C16 N3 116.4(3) . .
N2 C16 N3 116.4(3) . .
N4 C17 H17 118.0 . .
N4 C17 C18 124.0(3) . .
C18 C17 H17 118.0 . .
C19 C18 C17 116.8(3) . .
C23 C18 C17 123.5(3) . .
C23 C18 C19 119.6(3) . .
C18 C19 H19 119.3 . .
C20 C19 C18 121.3(3) . .
C20 C19 H19 119.3 . .
C19 C20 H20 119.9 . .
C19 C20 C21 120.2(3) . .
C21 C20 H20 119.9 . .
C20 C21 H21 120.0 . .
C22 C21 C20 120.0(3) . .
C22 C21 H21 120.0 . .
O4 C22 C21 124.3(3) . .
O4 C22 C23 114.8(3) . .
C21 C22 C23 120.9(3) . .
O3 C23 C18 123.1(3) . .
O3 C23 C22 118.9(3) . .
C18 C23 C22 118.0(3) . .
O4 C24 H24A 109.5 . .
O4 C24 H24B 109.5 . .
O4 C24 H24C 109.5 . .
H24A C24 H24B 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
O5 Cl1 O6 110.0(3) . .
O5 Cl1 O7 107.8(3) . .
O5 Cl1 O8 108.7(2) . .
O6 Cl1 O7 109.8(2) . .
O6 Cl1 O8 109.6(2) . .
O7 Cl1 O8 110.9(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O1 1.906(2) .
Fe1 O3 1.921(2) .
Fe1 N2 2.182(3) .
Fe1 N4 2.125(3) .
Fe1 N6 2.166(3) .
Fe1 N8 2.138(3) .
O1 C11 1.318(4) .
O2 C10 1.366(5) .
O2 C12 1.435(6) .
O3 C23 1.323(4) .
O4 C22 1.364(4) .
O4 C24 1.430(4) .
N1 C15 1.336(5) .
N1 C16 1.339(5) .
N2 C13 1.351(4) .
N2 C16 1.347(4) .
N3 H3 0.8800 .
N3 N4 1.376(4) .
N3 C16 1.359(4) .
N4 C17 1.302(4) .
N5 C3 1.331(5) .
N5 C4 1.338(5) .
N6 C1 1.346(4) .
N6 C4 1.346(4) .
N7 H7 0.8800 .
N7 N8 1.378(4) .
N7 C4 1.351(5) .
N8 C5 1.297(4) .
C1 H1 0.9500 .
C1 C2 1.367(6) .
C2 H2 0.9500 .
C2 C3 1.389(6) .
C3 H3A 0.9500 .
C5 H5 0.9500 .
C5 C6 1.418(5) .
C6 C7 1.410(5) .
C6 C11 1.414(5) .
C7 H7A 0.9500 .
C7 C8 1.361(6) .
C8 H8 0.9500 .
C8 C9 1.396(6) .
C9 H9 0.9500 .
C9 C10 1.386(6) .
C10 C11 1.410(5) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13 0.9500 .
C13 C14 1.372(5) .
C14 H14 0.9500 .
C14 C15 1.378(6) .
C15 H15 0.9500 .
C17 H17 0.9500 .
C17 C18 1.423(5) .
C18 C19 1.419(4) .
C18 C23 1.415(5) .
C19 H19 0.9500 .
C19 C20 1.352(6) .
C20 H20 0.9500 .
C20 C21 1.405(6) .
C21 H21 0.9500 .
C21 C22 1.393(5) .
C22 C23 1.417(5) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
Cl1 O5 1.430(4) .
Cl1 O6 1.431(3) .
Cl1 O7 1.432(4) .
Cl1 O8 1.442(4) .
