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#$Date: 2022-05-06 11:34:03 +0300 (Fri, 06 May 2022) $
#$Revision: 275096 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/51/8105163.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_8105163
loop_
_publ_author_name
'Liguo, Yang'
'Zhen, Zhang'
'Yongsheng, Niu'
'Fang, Wang'
'Dayong, Tian'
_publ_section_title
;
 Crystal structure of
 aqua-dichlorido-(4-(((3-ethoxy-2-oxidobenzylidene)hydrazono)(oxido)methyl)pyridin-1-ium-κ3
 N,O,O′)iron(III), C15H16Cl2N3O4Fe
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              535
_journal_page_last               537
_journal_paper_doi               10.1515/ncrs-2019-0760
_journal_volume                  235
_journal_year                    2020
_chemical_formula_sum            'C15 H15 Cl2 Fe N3 O4'
_chemical_formula_weight         428.05
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 112.546(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.7419(15)
_cell_length_b                   22.717(4)
_cell_length_c                   9.6256(16)
_cell_measurement_reflns_used    9936
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      2.46
_cell_volume                     1765.4(5)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      170(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0170
_diffrn_reflns_av_unetI/netI     0.0140
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            18605
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.395
_diffrn_reflns_theta_min         4.107
_exptl_absorpt_coefficient_mu    1.182
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6555
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.607
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         3981
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0269
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0408P)²+0.7617P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0783
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3641
_reflns_number_total             3981
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0760_suppl.cif
_cod_data_source_block           123_a
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               8105163
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_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 0.50776(3) 0.41040(2) 0.66793(2) 0.02434(8) Uani 1 1 d . . . . .
N1 N 0.78478(19) 0.32931(6) 0.83836(15) 0.0333(3) Uani 1 1 d . . . . .
N2 N 0.68412(17) 0.34383(6) 0.69019(15) 0.0282(3) Uani 1 1 d . . . . .
O1 O 0.64441(15) 0.40755(5) 0.89011(12) 0.0289(2) Uani 1 1 d . . . . .
O2 O 0.44850(15) 0.40173(5) 0.45612(12) 0.0299(3) Uani 1 1 d . . . . .
O3 O 0.31208(18) 0.41920(6) 0.16417(13) 0.0400(3) Uani 1 1 d . . . . .
N3 N 1.0677(2) 0.35458(8) 1.38674(17) 0.0444(4) Uani 1 1 d . . . . .
O4 O 0.67871(16) 0.47694(6) 0.66324(14) 0.0339(3) Uani 1 1 d . . . . .
H4 H 0.6717 0.4817 0.5745 0.051 Uiso 1 1 calc R U . . .
Cl1 Cl 0.33533(6) 0.33306(2) 0.69681(5) 0.03757(12) Uani 1 1 d . . . . .
Cl2 Cl 0.31553(6) 0.48324(2) 0.65481(5) 0.04173(12) Uani 1 1 d . . . . .
C1 C 0.8462(2) 0.40069(8) 1.1942(2) 0.0368(4) Uani 1 1 d . . . . .
H1 H 0.7634 0.4304 1.1624 0.044 Uiso 1 1 calc R U . . .
C2 C 0.9532(3) 0.39708(10) 1.3421(2) 0.0461(5) Uani 1 1 d . . . . .
H2 H 0.9457 0.4249 1.4130 0.055 Uiso 1 1 calc R U . . .
C4 C 1.0823(2) 0.31397(10) 1.2914(2) 0.0446(5) Uani 1 1 d . . . . .
H4A H 1.1634 0.2838 1.3273 0.053 Uiso 1 1 calc R U . . .
C5 C 0.9798(2) 0.31602(9) 1.1418(2) 0.0385(4) Uani 1 1 d . . . . .
H5 H 0.9899 0.2876 1.0736 0.046 Uiso 1 1 calc R U . . .
C6 C 0.8610(2) 0.36019(7) 1.09143(18) 0.0285(3) Uani 1 1 d . . . . .
C7 C 0.7534(2) 0.36607(7) 0.92901(17) 0.0273(3) Uani 1 1 d . . . . .
C8 C 0.7032(2) 0.31205(7) 0.58721(19) 0.0319(4) Uani 1 1 d . . . . .
H8 H 0.7827 0.2812 0.6180 0.038 Uiso 1 1 calc R U . . .
C9 C 0.6118(2) 0.32021(7) 0.42853(18) 0.0286(3) Uani 1 1 d . . . . .
C10 C 0.4932(2) 0.36537(7) 0.37048(17) 0.0260(3) Uani 1 1 d . . . . .
C11 C 0.4197(2) 0.37285(7) 0.21221(18) 0.0287(3) Uani 1 1 d . . . . .
C12 C 0.4578(2) 0.33485(8) 0.11753(19) 0.0341(4) Uani 1 1 d . . . . .
H12 H 0.4066 0.3400 0.0117 0.041 Uiso 1 1 calc R U . . .
C13 C 0.5709(2) 0.28907(8) 0.1765(2) 0.0367(4) Uani 1 1 d . . . . .
H13 H 0.5944 0.2627 0.1108 0.044 Uiso 1 1 calc R U . . .
C14 C 0.6478(2) 0.28220(8) 0.3288(2) 0.0357(4) Uani 1 1 d . . . . .
H14 H 0.7264 0.2515 0.3681 0.043 Uiso 1 1 calc R U . . .
C15 C 0.2803(7) 0.4440(3) 0.0146(4) 0.0387(12) Uani 0.665(13) 1 d . . P A 1
H15A H 0.3721 0.4337 -0.0171 0.046 Uiso 0.665(13) 1 calc R U P A 1
H15B H 0.2732 0.4874 0.0180 0.046 Uiso 0.665(13) 1 calc R U P A 1
C15' C 0.2166(11) 0.4187(5) -0.0026(6) 0.033(2) Uani 0.335(13) 1 d . . P A 2
H15C H 0.2917 0.4248 -0.0565 0.039 Uiso 0.335(13) 1 calc R U P A 2
H15D H 0.1583 0.3807 -0.0349 0.039 Uiso 0.335(13) 1 calc R U P A 2
C16 C 0.1215(5) 0.4196(2) -0.0944(4) 0.0529(12) Uani 0.599(6) 1 d . . P A 1
H16A H 0.0991 0.4359 -0.1946 0.079 Uiso 0.599(6) 1 calc R U P A 1
H16B H 0.1298 0.3766 -0.0977 0.079 Uiso 0.599(6) 1 calc R U P A 1
H16C H 0.0312 0.4302 -0.0627 0.079 Uiso 0.599(6) 1 calc R U P A 1
C16' C 0.0958(7) 0.4679(2) -0.0339(6) 0.0482(17) Uani 0.401(6) 1 d . . P A 2
H16D H 0.0294 0.4697 -0.1421 0.072 Uiso 0.401(6) 1 calc R U P A 2
H16E H 0.0229 0.4613 0.0206 0.072 Uiso 0.401(6) 1 calc R U P A 2
H16F H 0.1556 0.5051 -0.0008 0.072 Uiso 0.401(6) 1 calc R U P A 2
H30 H 0.670(3) 0.5062(12) 0.693(3) 0.055(8) Uiso 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 0.0033 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'
Cl Cl 0.1484 0.1585 '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
O2 Fe1 O1 159.77(5) . .
O2 Fe1 N2 85.59(5) . .
O1 Fe1 N2 75.88(5) . .
O2 Fe1 O4 87.49(5) . .
O1 Fe1 O4 84.85(5) . .
N2 Fe1 O4 91.12(6) . .
O2 Fe1 Cl2 96.93(4) . .
O1 Fe1 Cl2 101.70(3) . .
N2 Fe1 Cl2 177.42(4) . .
O4 Fe1 Cl2 89.55(4) . .
O2 Fe1 Cl1 97.05(4) . .
O1 Fe1 Cl1 89.80(4) . .
N2 Fe1 Cl1 86.01(4) . .
O4 Fe1 Cl1 174.42(4) . .
Cl2 Fe1 Cl1 93.11(2) . .
C7 N1 N2 108.56(13) . .
C8 N2 N1 115.87(14) . .
C8 N2 Fe1 128.95(11) . .
N1 N2 Fe1 114.96(10) . .
C7 O1 Fe1 113.82(10) . .
C10 O2 Fe1 134.65(10) . .
C11 O3 C15 118.24(17) . .
C11 O3 C15' 112.6(3) . .
C2 N3 C4 122.20(16) . .
Fe1 O4 H4 109.5 . .
Fe1 O4 H30 117(2) . .
H4 O4 H30 107.2 . .
C2 C1 C6 119.02(18) . .
C2 C1 H1 120.5 . .
C6 C1 H1 120.5 . .
N3 C2 C1 120.25(19) . .
N3 C2 H2 119.9 . .
C1 C2 H2 119.9 . .
N3 C4 C5 119.89(18) . .
N3 C4 H4A 120.1 . .
C5 C4 H4A 120.1 . .
C4 C5 C6 119.32(18) . .
C4 C5 H5 120.3 . .
C6 C5 H5 120.3 . .
C5 C6 C1 119.28(16) . .
C5 C6 C7 121.16(15) . .
C1 C6 C7 119.52(15) . .
O1 C7 N1 126.33(14) . .
O1 C7 C6 117.99(14) . .
N1 C7 C6 115.61(14) . .
N2 C8 C9 124.18(15) . .
N2 C8 H8 117.9 . .
C9 C8 H8 117.9 . .
C10 C9 C14 119.72(15) . .
C10 C9 C8 122.55(14) . .
C14 C9 C8 117.69(15) . .
O2 C10 C9 123.54(14) . .
O2 C10 C11 118.21(14) . .
C9 C10 C11 118.24(14) . .
O3 C11 C12 124.36(15) . .
O3 C11 C10 115.12(14) . .
C12 C11 C10 120.52(16) . .
C11 C12 C13 120.50(16) . .
C11 C12 H12 119.7 . .
C13 C12 H12 119.7 . .
C14 C13 C12 120.10(15) . .
C14 C13 H13 120.0 . .
C12 C13 H13 120.0 . .
C13 C14 C9 120.82(16) . .
C13 C14 H14 119.6 . .
C9 C14 H14 119.6 . .
O3 C15 C16 108.8(4) . .
O3 C15 H15A 109.9 . .
C16 C15 H15A 109.9 . .
O3 C15 H15B 109.9 . .
C16 C15 H15B 109.9 . .
H15A C15 H15B 108.3 . .
C16' C15' O3 105.8(5) . .
C16' C15' H15C 110.6 . .
O3 C15' H15C 110.6 . .
C16' C15' H15D 110.6 . .
O3 C15' H15D 110.6 . .
H15C C15' H15D 108.7 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C15' C16' H16D 109.5 . .
C15' C16' H16E 109.5 . .
H16D C16' H16E 109.5 . .
C15' C16' H16F 109.5 . .
H16D C16' H16F 109.5 . .
H16E C16' H16F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O2 1.9115(12) .
Fe1 O1 2.0114(12) .
Fe1 N2 2.1110(14) .
Fe1 O4 2.1382(13) .
Fe1 Cl2 2.3270(5) .
Fe1 Cl1 2.3995(5) .
N1 C7 1.311(2) .
N1 N2 1.3982(19) .
N2 C8 1.288(2) .
O1 C7 1.2890(19) .
O2 C10 1.3270(18) .
O3 C11 1.369(2) .
O3 C15 1.470(3) .
O3 C15' 1.499(6) .
N3 C2 1.338(3) .
N3 C4 1.341(3) .
O4 H4 0.8400 .
O4 H30 0.74(3) .
C1 C2 1.374(3) .
C1 C6 1.393(2) .
C1 H1 0.9500 .
C2 H2 0.9500 .
C4 C5 1.375(3) .
C4 H4A 0.9500 .
C5 C6 1.391(2) .
C5 H5 0.9500 .
C6 C7 1.490(2) .
C8 C9 1.439(2) .
C8 H8 0.9500 .
C9 C10 1.413(2) .
C9 C14 1.413(2) .
C10 C11 1.418(2) .
C11 C12 1.385(2) .
C12 C13 1.397(3) .
C12 H12 0.9500 .
C13 C14 1.367(3) .
C13 H13 0.9500 .
C14 H14 0.9500 .
C15 C16 1.490(7) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C15' C16' 1.486(8) .
C15' H15C 0.9900 .
C15' H15D 0.9900 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C16' H16D 0.9800 .
C16' H16E 0.9800 .
C16' H16F 0.9800 .
