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#$Date: 2023-06-05 11:52:38 +0300 (Mon, 05 Jun 2023) $
#$Revision: 284349 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/73/8107301.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_8107301
loop_
_publ_author_name
'Yang, Jiao'
'Xu, Jiajun'
'Liao, Nichan'
'Wu, Qiong'
_publ_section_title
;
 [2,2′-{Ethane-1,2-diylbis[(azanylylidene)methanylylidene]}bis(3-bromo-2-hydroxyphenyl)]iron(III)
 nitrate, C20H12Br2CuN2O2
;
_journal_issue                   6
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1091
_journal_page_last               1092
_journal_paper_doi               10.1515/ncrs-2022-0297
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C20 H12 Br2 Cu N2 O2'
_chemical_formula_sum            'C20 H12 Br2 Cu N2 O2'
_chemical_formula_weight         535.68
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.7117(2)
_cell_length_b                   18.7735(4)
_cell_length_c                   24.8518(4)
_cell_measurement_reflns_used    4574
_cell_measurement_temperature    212.99(10)
_cell_measurement_theta_max      74.7470
_cell_measurement_theta_min      3.5170
_cell_volume                     3597.93(13)
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      212.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     32.00 119.00   1.00    1.30    --   48.46  62.00  93.00   87
  2  ω     93.00 169.00   1.00    5.00    --  105.98  62.00  93.00   76
  3  ω     35.00  65.00   1.00    5.00    --  105.98 -68.00 178.00   30
  4  ω     35.00 106.00   1.00    5.00    --  105.98 -94.00  80.00   71
  5  ω    -14.00  25.00   1.00    1.30    --  -48.46  19.00 -60.00   39
  6  ω    -51.00 -26.00   1.00    5.00    --  -91.75  45.00  60.00   25
  7  ω    -63.00 -37.00   1.00    5.00    --  -91.75  68.00 -48.00   26
  8  ω    -64.00 -34.00   1.00    5.00    --  -91.75  61.00 -60.00   30
  9  ω    -51.00 -19.00   1.00    5.00    --  -91.75  61.00-120.00   32
 10  ω    -81.00 -28.00   1.00    5.00    --  -91.75 125.00-150.00   53
 11  ω   -119.00 -77.00   1.00    1.30    --  -48.46-125.00 120.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1340665000
_diffrn_orient_matrix_UB_12      0.0269711000
_diffrn_orient_matrix_UB_13      0.0411926000
_diffrn_orient_matrix_UB_21      0.1284507000
_diffrn_orient_matrix_UB_22      0.0577954000
_diffrn_orient_matrix_UB_23      0.0186160000
_diffrn_orient_matrix_UB_31      -0.0735776000
_diffrn_orient_matrix_UB_32      0.0516097000
_diffrn_orient_matrix_UB_33      -0.0424597000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            11830
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.425
_diffrn_reflns_theta_min         3.557
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94505
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.978
_exptl_crystal_description       plate
_exptl_crystal_F_000             2088
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3438
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0399
_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)+(0.0536P)²+4.3308P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1073
_refine_ls_wR_factor_ref         0.1125
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2901
_reflns_number_total             3438
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0297_suppl.cif
_cod_data_source_block           yj16
_cod_database_code               8107301
_chemical_oxdiff_formula         CHNO
_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.
;
_shelx_estimated_absorpt_t_max   0.871
_shelx_estimated_absorpt_t_min   0.719
_reflns_odcompleteness_completeness 99.13
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C17(H17), C19(H19), C20(H20)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.190
_oxdiff_exptl_absorpt_empirical_full_min 0.784
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
Br1 Br 0.06085(8) 0.67436(3) 0.33293(2) 0.04382(17) Uani 1 1 d . . . . .
Br2 Br 0.81014(8) 0.69047(3) 0.73837(2) 0.04692(18) Uani 1 1 d . . . . .
Cu1 Cu 0.36991(8) 0.47808(3) 0.55158(2) 0.02508(17) Uani 1 1 d . . . . .
O1 O 0.3243(4) 0.54688(15) 0.49664(11) 0.0273(6) Uani 1 1 d . . . . .
O2 O 0.4697(4) 0.55284(16) 0.59301(11) 0.0311(6) Uani 1 1 d . . . . .
N1 N 0.2409(4) 0.40224(18) 0.51554(13) 0.0259(7) Uani 1 1 d . . . . .
N2 N 0.4143(5) 0.40492(19) 0.60592(13) 0.0278(7) Uani 1 1 d . . . . .
C1 C 0.1200(5) 0.4771(2) 0.44541(15) 0.0253(8) Uani 1 1 d . . . . .
C2 C 0.2120(5) 0.5408(2) 0.45785(15) 0.0238(8) Uani 1 1 d . . . . .
C3 C 0.1803(5) 0.6010(2) 0.42457(15) 0.0268(8) Uani 1 1 d . . . . .
H3 H 0.2326 0.6449 0.4329 0.032 Uiso 1 1 calc R U . . .
C4 C 0.0737(6) 0.5956(2) 0.38033(16) 0.0300(9) Uani 1 1 d . . . . .
C5 C -0.0159(6) 0.5336(3) 0.36774(16) 0.0326(9) Uani 1 1 d . . . . .
H5 H -0.0901 0.5313 0.3378 0.039 Uiso 1 1 calc R U . . .
C6 C 0.0079(6) 0.4758(2) 0.40061(16) 0.0322(9) Uani 1 1 d . . . . .
H6 H -0.0528 0.4336 0.3930 0.039 Uiso 1 1 calc R U . . .
C7 C 0.1390(6) 0.4115(2) 0.47461(16) 0.0280(8) Uani 1 1 d . . . . .
H7 H 0.0726 0.3723 0.4632 0.034 Uiso 1 1 calc R U . . .
C8 C 0.2550(6) 0.3359(2) 0.54244(17) 0.0293(9) Uani 1 1 d . . . . .
C9 C 0.1822(7) 0.2719(2) 0.5246(2) 0.0405(11) Uani 1 1 d . . . . .
H9 H 0.1211 0.2705 0.4919 0.049 Uiso 1 1 calc R U . . .
C10 C 0.2003(8) 0.2104(3) 0.5554(2) 0.0475(13) Uani 1 1 d . . . . .
H10 H 0.1501 0.1675 0.5437 0.057 Uiso 1 1 calc R U . . .
C11 C 0.2915(8) 0.2124(3) 0.6029(2) 0.0465(13) Uani 1 1 d . . . . .
H11 H 0.3021 0.1708 0.6237 0.056 Uiso 1 1 calc R U . . .
C12 C 0.3681(7) 0.2748(3) 0.6207(2) 0.0406(11) Uani 1 1 d . . . . .
H12 H 0.4332 0.2751 0.6526 0.049 Uiso 1 1 calc R U . . .
C13 C 0.3480(6) 0.3373(2) 0.59075(18) 0.0309(9) Uani 1 1 d . . . . .
C14 C 0.4934(6) 0.4166(2) 0.65139(17) 0.0314(9) Uani 1 1 d . . . . .
H14 H 0.5062 0.3775 0.6747 0.038 Uiso 1 1 calc R U . . .
C15 C 0.5616(6) 0.4822(2) 0.66904(15) 0.0290(9) Uani 1 1 d . . . . .
C16 C 0.5476(5) 0.5469(2) 0.63900(15) 0.0272(8) Uani 1 1 d . . . . .
C17 C 0.6244(6) 0.6097(2) 0.66107(15) 0.0314(9) Uani 1 1 d . . . . .
H17 H 0.6167 0.6532 0.6425 0.038 Uiso 1 1 calc R U . . .
C18 C 0.7095(6) 0.6061(3) 0.70954(16) 0.0341(10) Uani 1 1 d . . . . .
C19 C 0.7245(6) 0.5432(3) 0.73969(17) 0.0369(11) Uani 1 1 d . . . . .
H19 H 0.7831 0.5427 0.7729 0.044 Uiso 1 1 calc R U . . .
C20 C 0.6511(6) 0.4829(3) 0.71920(17) 0.0370(11) Uani 1 1 d . . . . .
H20 H 0.6599 0.4403 0.7389 0.044 Uiso 1 1 calc R U . . .
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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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 Cu1 N1 94.08(13) . .
O1 Cu1 N2 177.88(14) . .
O2 Cu1 O1 87.86(12) . .
O2 Cu1 N1 172.34(14) . .
O2 Cu1 N2 94.23(14) . .
N1 Cu1 N2 83.90(15) . .
C2 O1 Cu1 126.3(3) . .
C16 O2 Cu1 127.0(3) . .
C7 N1 Cu1 124.8(3) . .
C7 N1 C8 122.3(4) . .
C8 N1 Cu1 112.6(3) . .
C13 N2 Cu1 112.4(3) . .
C14 N2 Cu1 124.2(3) . .
C14 N2 C13 123.3(4) . .
C2 C1 C7 124.0(4) . .
C6 C1 C2 119.5(4) . .
C6 C1 C7 116.5(4) . .
O1 C2 C1 124.5(4) . .
O1 C2 C3 118.4(4) . .
C3 C2 C1 117.1(4) . .
C2 C3 H3 119.7 . .
C4 C3 C2 120.5(4) . .
C4 C3 H3 119.7 . .
C3 C4 Br1 118.1(3) . .
C3 C4 C5 122.6(4) . .
C5 C4 Br1 119.2(3) . .
C4 C5 H5 121.2 . .
C6 C5 C4 117.5(4) . .
C6 C5 H5 121.2 . .
C1 C6 H6 118.7 . .
C5 C6 C1 122.6(4) . .
C5 C6 H6 118.7 . .
N1 C7 C1 124.9(4) . .
N1 C7 H7 117.5 . .
C1 C7 H7 117.5 . .
C9 C8 N1 125.1(4) . .
C9 C8 C13 119.6(4) . .
C13 C8 N1 115.3(4) . .
C8 C9 H9 120.0 . .
C10 C9 C8 119.9(5) . .
C10 C9 H9 120.0 . .
C9 C10 H10 120.0 . .
C11 C10 C9 120.0(5) . .
C11 C10 H10 120.0 . .
C10 C11 H11 119.5 . .
C10 C11 C12 121.0(5) . .
C12 C11 H11 119.5 . .
C11 C12 H12 120.2 . .
C11 C12 C13 119.6(5) . .
C13 C12 H12 120.2 . .
C8 C13 N2 115.4(4) . .
C12 C13 N2 124.7(4) . .
C12 C13 C8 119.8(4) . .
N2 C14 H14 116.9 . .
N2 C14 C15 126.3(4) . .
C15 C14 H14 116.9 . .
C14 C15 C16 123.5(4) . .
C14 C15 C20 117.5(4) . .
C20 C15 C16 119.1(4) . .
O2 C16 C15 124.6(4) . .
O2 C16 C17 117.4(4) . .
C17 C16 C15 118.0(4) . .
C16 C17 H17 120.2 . .
C18 C17 C16 119.7(4) . .
C18 C17 H17 120.2 . .
C17 C18 Br2 119.0(4) . .
C17 C18 C19 123.3(5) . .
C19 C18 Br2 117.7(3) . .
C18 C19 H19 121.1 . .
C20 C19 C18 117.7(4) . .
C20 C19 H19 121.1 . .
C15 C20 H20 118.8 . .
C19 C20 C15 122.4(4) . .
C19 C20 H20 118.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C4 1.893(4) .
Br2 C18 1.903(5) .
Cu1 O1 1.912(3) .
Cu1 O2 1.903(3) .
Cu1 N1 1.954(4) .
Cu1 N2 1.956(3) .
O1 C2 1.301(5) .
O2 C16 1.296(5) .
N1 C7 1.297(5) .
N1 C8 1.418(5) .
N2 C13 1.419(6) .
N2 C14 1.303(6) .
C1 C2 1.424(6) .
C1 C6 1.409(6) .
C1 C7 1.437(6) .
C2 C3 1.423(6) .
C3 H3 0.9400 .
C3 C4 1.377(6) .
C4 C5 1.390(7) .
C5 H5 0.9400 .
C5 C6 1.370(7) .
C6 H6 0.9400 .
C7 H7 0.9400 .
C8 C9 1.397(6) .
C8 C13 1.399(7) .
C9 H9 0.9400 .
C9 C10 1.393(7) .
C10 H10 0.9400 .
C10 C11 1.375(8) .
C11 H11 0.9400 .
C11 C12 1.383(8) .
C12 H12 0.9400 .
C12 C13 1.398(6) .
C14 H14 0.9400 .
C14 C15 1.410(7) .
C15 C16 1.430(6) .
C15 C20 1.425(6) .
C16 C17 1.428(6) .
C17 H17 0.9400 .
C17 C18 1.373(6) .
C18 C19 1.404(7) .
C19 H19 0.9400 .
C19 C20 1.364(7) .
C20 H20 0.9400 .
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
Br1 C4 C5 C6 174.7(3) . . . .
Br2 C18 C19 C20 179.5(3) . . . .
Cu1 O1 C2 C1 -9.1(5) . . . .
Cu1 O1 C2 C3 172.3(3) . . . .
Cu1 O2 C16 C15 -4.7(6) . . . .
Cu1 O2 C16 C17 175.4(3) . . . .
Cu1 N1 C7 C1 7.6(6) . . . .
Cu1 N1 C8 C9 -177.3(4) . . . .
Cu1 N1 C8 C13 3.6(5) . . . .
Cu1 N2 C13 C8 -3.9(5) . . . .
Cu1 N2 C13 C12 176.9(4) . . . .
Cu1 N2 C14 C15 -0.8(6) . . . .
O1 C2 C3 C4 174.6(4) . . . .
O2 C16 C17 C18 -179.5(4) . . . .
N1 C8 C9 C10 -178.0(4) . . . .
N1 C8 C13 N2 0.2(5) . . . .
N1 C8 C13 C12 179.4(4) . . . .
N2 C14 C15 C16 2.0(7) . . . .
N2 C14 C15 C20 -177.0(4) . . . .
C1 C2 C3 C4 -4.2(6) . . . .
C2 C1 C6 C5 0.5(7) . . . .
C2 C1 C7 N1 0.2(7) . . . .
C2 C3 C4 Br1 -172.1(3) . . . .
C2 C3 C4 C5 4.1(6) . . . .
C3 C4 C5 C6 -1.5(6) . . . .
C4 C5 C6 C1 -0.8(7) . . . .
C6 C1 C2 O1 -176.7(4) . . . .
C6 C1 C2 C3 2.0(6) . . . .
C6 C1 C7 N1 177.4(4) . . . .
C7 N1 C8 C9 9.0(7) . . . .
C7 N1 C8 C13 -170.1(4) . . . .
C7 C1 C2 O1 0.5(6) . . . .
C7 C1 C2 C3 179.2(4) . . . .
C7 C1 C6 C5 -176.9(4) . . . .
C8 N1 C7 C1 -179.5(4) . . . .
C8 C9 C10 C11 -0.8(8) . . . .
C9 C8 C13 N2 -178.9(4) . . . .
C9 C8 C13 C12 0.3(7) . . . .
C9 C10 C11 C12 -0.7(8) . . . .
C10 C11 C12 C13 2.0(8) . . . .
C11 C12 C13 N2 177.4(4) . . . .
C11 C12 C13 C8 -1.8(7) . . . .
C13 N2 C14 C15 -179.7(4) . . . .
C13 C8 C9 C10 1.0(7) . . . .
C14 N2 C13 C8 175.2(4) . . . .
C14 N2 C13 C12 -4.0(7) . . . .
C14 C15 C16 O2 0.9(7) . . . .
C14 C15 C16 C17 -179.2(4) . . . .
C14 C15 C20 C19 179.0(4) . . . .
C15 C16 C17 C18 0.5(6) . . . .
C16 C15 C20 C19 -0.1(7) . . . .
C16 C17 C18 Br2 -179.8(3) . . . .
C16 C17 C18 C19 -0.7(7) . . . .
C17 C18 C19 C20 0.4(7) . . . .
C18 C19 C20 C15 0.0(7) . . . .
C20 C15 C16 O2 179.9(4) . . . .
C20 C15 C16 C17 -0.1(6) . . . .
