#------------------------------------------------------------------------------
#$Date: 2022-06-08 12:25:57 +0300 (Wed, 08 Jun 2022) $
#$Revision: 275919 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/53/8105373.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_8105373
loop_
_publ_author_name
'Xiao, Yan'
'Cao, Chenzhong'
_publ_section_title
;
 Crystal structure of
 bis{5-chloro-2-(((4-trifluoromethyl)imino)methyl)phenolato-κ2
 N,O}copper(II), C28H16Cl2CuF6N2O2
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1045
_journal_page_last               1046
_journal_paper_doi               10.1515/ncrs-2020-0162
_journal_volume                  235
_journal_year                    2020
_chemical_formula_moiety         'C28 H16 Cl2 Cu F6 N2 O2'
_chemical_formula_sum            'C28 H16 Cl2 Cu F6 N2 O2'
_chemical_formula_weight         660.87
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 91.210(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.850(3)
_cell_length_b                   9.642(3)
_cell_length_c                   14.249(4)
_cell_measurement_reflns_used    2405
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.67
_cell_measurement_theta_min      2.55
_cell_volume                     1353.0(7)
_computing_cell_refinement       'SAINT V8.38A (?, 2016) [1]'
_computing_data_reduction        'SAINT V8.38A (?, 2016) [1]'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009) [3]'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009) [3]'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015) [2]'
_computing_structure_solution    'ShelXT (Sheldrick, 2015) [2]'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0296
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9409
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         4.085
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.076
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0764 before and 0.0377 after correction.
The Ratio of minimum to maximum transmission is 0.7346.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_description       Block
_exptl_crystal_F_000             662
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   0.7454
_exptl_transmission_factor_min   0.5476
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2643
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0377
_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)+(0.0528P)²+0.7420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1066
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2127
_reflns_number_total             2643
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2020-0162_suppl.cif
_cod_data_source_block           z
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the built-in table derived
from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_cell_volume        1352.9(6)
_cod_database_code               8105373
_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   0.847
_shelx_estimated_absorpt_t_min   0.753
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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
Cu1 Cu 0.500000 0.500000 0.500000 0.03283(16) Uani 1 2 d S T P . .
Cl1 Cl 0.02308(9) 0.61595(13) 0.83207(6) 0.0838(4) Uani 1 1 d . . . . .
F1 F 0.4436(3) 0.3164(3) -0.00093(13) 0.0897(7) Uani 1 1 d . . . . .
F2 F 0.2325(2) 0.3016(3) 0.00824(15) 0.1068(10) Uani 1 1 d . . . . .
F3 F 0.3257(3) 0.4932(3) -0.03235(14) 0.1034(10) Uani 1 1 d . . . . .
O1 O 0.39007(19) 0.4953(2) 0.60698(12) 0.0423(5) Uani 1 1 d . . . . .
N1 N 0.3386(2) 0.5246(2) 0.41516(14) 0.0354(5) Uani 1 1 d . . . . .
C1 C 0.2689(3) 0.5461(3) 0.61597(17) 0.0367(6) Uani 1 1 d . . . . .
C2 C 0.2123(3) 0.5512(3) 0.70646(19) 0.0457(7) Uani 1 1 d . . . . .
H2 H 0.260425 0.514686 0.757612 0.055 Uiso 1 1 calc R . . . .
C3 C 0.0880(3) 0.6092(3) 0.7190(2) 0.0519(8) Uani 1 1 d . . . . .
C4 C 0.0099(3) 0.6646(4) 0.6450(2) 0.0603(9) Uani 1 1 d . . . . .
H4 H -0.073347 0.706685 0.655610 0.072 Uiso 1 1 calc R . . . .
C5 C 0.0599(3) 0.6549(3) 0.5573(2) 0.0526(8) Uani 1 1 d . . . . .
H5 H 0.007885 0.688513 0.507054 0.063 Uiso 1 1 calc R . . . .
C6 C 0.1880(3) 0.5958(3) 0.53931(18) 0.0399(6) Uani 1 1 d . . . . .
C7 C 0.2249(3) 0.5756(3) 0.44409(18) 0.0400(6) Uani 1 1 d . . . . .
H7 H 0.161282 0.601413 0.398191 0.048 Uiso 1 1 calc R . . . .
C8 C 0.3447(3) 0.4960(3) 0.31592(17) 0.0353(6) Uani 1 1 d . . . . .
C9 C 0.3175(3) 0.5966(3) 0.24975(19) 0.0469(7) Uani 1 1 d . . . . .
H9 H 0.300120 0.687123 0.268453 0.056 Uiso 1 1 calc R . . . .
C10 C 0.3161(3) 0.5629(4) 0.1550(2) 0.0510(7) Uani 1 1 d . . . . .
H10 H 0.296750 0.630692 0.110272 0.061 Uiso 1 1 calc R . . . .
C11 C 0.3434(3) 0.4294(3) 0.12746(17) 0.0436(7) Uani 1 1 d . . . . .
C12 C 0.3755(3) 0.3293(3) 0.19340(19) 0.0462(7) Uani 1 1 d . . . . .
H12 H 0.395688 0.239455 0.174387 0.055 Uiso 1 1 calc R . . . .
C13 C 0.3777(3) 0.3626(3) 0.28777(18) 0.0426(6) Uani 1 1 d . . . . .
H13 H 0.401240 0.295780 0.332294 0.051 Uiso 1 1 calc R . . . .
C14 C 0.3346(4) 0.3876(4) 0.0264(2) 0.0629(9) 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 0.0033 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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 O1 180.0 . 3_666
O1 Cu1 N1 91.65(9) 3_666 3_666
O1 Cu1 N1 88.35(9) . 3_666
O1 Cu1 N1 91.65(9) . .
O1 Cu1 N1 88.35(9) 3_666 .
N1 Cu1 N1 180.0 . 3_666
C1 O1 Cu1 127.89(17) . .
C7 N1 Cu1 122.39(18) . .
C7 N1 C8 116.0(2) . .
C8 N1 Cu1 121.51(16) . .
O1 C1 C2 118.9(3) . .
O1 C1 C6 123.6(2) . .
C2 C1 C6 117.6(2) . .
C1 C2 H2 119.8 . .
C3 C2 C1 120.4(3) . .
C3 C2 H2 119.8 . .
C2 C3 Cl1 119.0(3) . .
C2 C3 C4 122.7(3) . .
C4 C3 Cl1 118.3(2) . .
C3 C4 H4 121.2 . .
C5 C4 C3 117.6(3) . .
C5 C4 H4 121.2 . .
C4 C5 H5 118.7 . .
C4 C5 C6 122.6(3) . .
C6 C5 H5 118.7 . .
C1 C6 C7 122.3(2) . .
C5 C6 C1 119.0(2) . .
C5 C6 C7 118.4(3) . .
N1 C7 C6 126.4(2) . .
N1 C7 H7 116.8 . .
C6 C7 H7 116.8 . .
C9 C8 N1 121.7(2) . .
C9 C8 C13 119.9(2) . .
C13 C8 N1 118.4(2) . .
C8 C9 H9 120.0 . .
C8 C9 C10 120.0(3) . .
C10 C9 H9 120.0 . .
C9 C10 H10 120.0 . .
C11 C10 C9 119.9(3) . .
C11 C10 H10 120.0 . .
C10 C11 C12 120.3(2) . .
C10 C11 C14 121.3(3) . .
C12 C11 C14 118.3(3) . .
C11 C12 H12 120.1 . .
C11 C12 C13 119.9(3) . .
C13 C12 H12 120.1 . .
C8 C13 H13 120.1 . .
C12 C13 C8 119.8(3) . .
C12 C13 H13 120.1 . .
F1 C14 C11 112.8(3) . .
F2 C14 F1 103.5(3) . .
F2 C14 C11 112.6(3) . .
F3 C14 F1 104.8(3) . .
F3 C14 F2 108.6(3) . .
F3 C14 C11 113.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.8889(18) .
Cu1 O1 1.8889(18) 3_666
Cu1 N1 1.991(2) .
Cu1 N1 1.991(2) 3_666
Cl1 C3 1.747(3) .
F1 C14 1.339(4) .
F2 C14 1.325(4) .
F3 C14 1.320(4) .
O1 C1 1.299(3) .
N1 C7 1.298(3) .
N1 C8 1.443(3) .
C1 C2 1.416(4) .
C1 C6 1.422(4) .
C2 H2 0.9300 .
C2 C3 1.362(4) .
C3 C4 1.398(5) .
C4 H4 0.9300 .
C4 C5 1.357(4) .
C5 H5 0.9300 .
C5 C6 1.412(4) .
C6 C7 1.426(4) .
C7 H7 0.9300 .
C8 C9 1.375(4) .
C8 C13 1.388(4) .
C9 H9 0.9300 .
C9 C10 1.388(4) .
C10 H10 0.9300 .
C10 C11 1.374(5) .
C11 C12 1.379(4) .
C11 C14 1.497(4) .
C12 H12 0.9300 .
C12 C13 1.382(4) .
C13 H13 0.9300 .
