#------------------------------------------------------------------------------
#$Date: 2022-11-28 12:06:41 +0200 (Mon, 28 Nov 2022) $
#$Revision: 279600 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/62/8106279.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_8106279
loop_
_publ_author_name
'Li, Wu-Wu'
'Zheng, Min-Yan'
'Zhang, Zun-Ting'
_publ_section_title
;
 The crystal structure of chlorido(2-(1H-pyrazol-3-yl)phenolato-κ2
 N,O)(2-(1H-pyrazol-3-yl)phenol-\kN)copper(II), C18H15ClCuN4O2
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              735
_journal_page_last               737
_journal_paper_doi               10.1515/ncrs-2018-0086
_journal_volume                  233
_journal_year                    2018
_chemical_formula_moiety         'C36 H30 Cl2 Cu2 N8 O4'
_chemical_formula_sum            'C36 H30 Cl2 Cu2 N8 O4'
_chemical_formula_weight         836.68
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                105.478(7)
_cell_angle_beta                 110.358(8)
_cell_angle_gamma                99.727(6)
_cell_formula_units_Z            1
_cell_length_a                   8.938(3)
_cell_length_b                   9.228(3)
_cell_length_c                   12.127(6)
_cell_measurement_reflns_used    983
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.53
_cell_measurement_theta_min      2.48
_cell_volume                     865.0(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXL-2018/1 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II area-detector diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0656
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4350
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.099
_diffrn_reflns_theta_max         25.099
_diffrn_reflns_theta_min         1.914
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.438
_exptl_absorpt_correction_T_max  0.7819
_exptl_absorpt_correction_T_min  0.6219
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1999)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       columnar
_exptl_crystal_F_000             426
_exptl_crystal_size_max          0.365
_exptl_crystal_size_mid          0.283
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3053
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0504
_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)+(0.0795P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1307
_refine_ls_wR_factor_ref         0.1447
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2287
_reflns_number_total             3053
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2018-0086_suppl.cif
_cod_data_source_block           I
_cod_database_code               8106279
_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_min   0.622
_shelx_estimated_absorpt_t_max   0.782
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
Cu1 Cu 0.10737(6) 0.63634(6) 0.46792(5) 0.0392(2) Uani 1 1 d . . . . .
Cl1 Cl 0.17004(15) 0.90584(13) 0.54930(12) 0.0528(3) Uani 1 1 d . . . . .
N1 N 0.3223(4) 0.6418(4) 0.5929(3) 0.0425(9) Uani 1 1 d . . . . .
N2 N 0.3697(4) 0.5088(4) 0.5869(3) 0.0396(9) Uani 1 1 d . . . . .
H2B H 0.311282 0.418704 0.529577 0.048 Uiso 1 1 calc R U . . .
N3 N -0.0830(4) 0.6232(4) 0.3207(3) 0.0409(9) Uani 1 1 d . . . . .
N4 N -0.1404(5) 0.7453(4) 0.3053(4) 0.0524(10) Uani 1 1 d . . . . .
H4 H -0.101634 0.838429 0.360796 0.063 Uiso 1 1 calc R U . . .
O1 O 0.3649(4) 0.2070(3) 0.5347(3) 0.0531(9) Uani 1 1 d . . . . .
H1 H 0.318964 0.113934 0.516838 0.080 Uiso 1 1 calc R U . . .
O2 O 0.0568(4) 0.4110(3) 0.4046(3) 0.0444(7) Uani 1 1 d . . . . .
C1 C 0.4448(6) 0.7518(5) 0.6943(5) 0.0576(14) Uani 1 1 d . . . . .
H1A H 0.446702 0.856347 0.724076 0.069 Uiso 1 1 calc R U . . .
C2 C 0.5688(6) 0.6901(5) 0.7494(5) 0.0562(14) Uani 1 1 d . . . . .
H2 H 0.668022 0.744885 0.820022 0.067 Uiso 1 1 calc R U . . .
C3 C 0.5188(5) 0.5336(5) 0.6808(4) 0.0419(11) Uani 1 1 d . . . . .
C4 C 0.5973(5) 0.4099(5) 0.7002(4) 0.0413(11) Uani 1 1 d . . . . .
C5 C 0.7562(6) 0.4533(6) 0.7970(5) 0.0522(12) Uani 1 1 d . . . . .
H5 H 0.811845 0.559175 0.842812 0.063 Uiso 1 1 calc R U . . .
C6 C 0.8310(6) 0.3433(7) 0.8254(5) 0.0620(15) Uani 1 1 d . . . . .
H6 H 0.936969 0.374558 0.889974 0.074 Uiso 1 1 calc R U . . .
C7 C 0.7501(6) 0.1853(6) 0.7586(5) 0.0601(14) Uani 1 1 d . . . . .
H7 H 0.800750 0.110328 0.779286 0.072 Uiso 1 1 calc R U . . .
C8 C 0.5944(6) 0.1391(6) 0.6614(5) 0.0538(13) Uani 1 1 d . . . . .
H8 H 0.540134 0.032984 0.615313 0.065 Uiso 1 1 calc R U . . .
C9 C 0.5194(5) 0.2514(5) 0.6330(4) 0.0419(11) Uani 1 1 d . . . . .
C10 C -0.2658(7) 0.7026(6) 0.1923(5) 0.0685(16) Uani 1 1 d . . . . .
H10 H -0.325834 0.766657 0.161122 0.082 Uiso 1 1 calc R U . . .
C11 C -0.2894(6) 0.5497(6) 0.1317(5) 0.0649(15) Uani 1 1 d . . . . .
H11 H -0.367498 0.488777 0.050589 0.078 Uiso 1 1 calc R U . . .
C12 C -0.1743(5) 0.5001(5) 0.2137(4) 0.0426(11) Uani 1 1 d . . . . .
C13 C -0.1416(5) 0.3491(5) 0.1922(4) 0.0417(11) Uani 1 1 d . . . . .
C14 C -0.2283(7) 0.2321(6) 0.0715(5) 0.0648(15) Uani 1 1 d . . . . .
H14 H -0.308218 0.253062 0.009389 0.078 Uiso 1 1 calc R U . . .
C15 C -0.1993(8) 0.0908(6) 0.0431(5) 0.0787(19) Uani 1 1 d . . . . .
H15 H -0.258843 0.016411 -0.037400 0.094 Uiso 1 1 calc R U . . .
C16 C -0.0811(7) 0.0565(6) 0.1338(5) 0.0658(16) Uani 1 1 d . . . . .
H16 H -0.060458 -0.040535 0.113984 0.079 Uiso 1 1 calc R U . . .
C17 C 0.0064(6) 0.1665(5) 0.2539(5) 0.0492(12) Uani 1 1 d . . . . .
H17 H 0.086365 0.143266 0.314379 0.059 Uiso 1 1 calc R U . . .
C18 C -0.0247(5) 0.3134(5) 0.2854(4) 0.0418(11) 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'
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
O2 Cu1 N3 89.48(13) . .
O2 Cu1 N1 87.82(13) . .
N3 Cu1 N1 168.23(16) . .
O2 Cu1 Cl1 178.38(9) . .
N3 Cu1 Cl1 91.81(11) . .
N1 Cu1 Cl1 91.11(10) . .
C1 N1 N2 104.4(4) . .
C1 N1 Cu1 135.0(3) . .
N2 N1 Cu1 120.5(3) . .
N1 N2 C3 112.6(3) . .
N1 N2 H2B 123.7 . .
C3 N2 H2B 123.7 . .
N4 N3 C12 106.5(4) . .
N4 N3 Cu1 124.5(3) . .
C12 N3 Cu1 128.9(3) . .
C10 N4 N3 110.9(4) . .
C10 N4 H4 124.5 . .
N3 N4 H4 124.5 . .
C9 O1 H1 109.5 . .
C18 O2 Cu1 127.9(3) . .
N1 C1 C2 110.8(4) . .
N1 C1 H1A 124.6 . .
C2 C1 H1A 124.6 . .
C3 C2 C1 107.2(4) . .
C3 C2 H2 126.4 . .
C1 C2 H2 126.4 . .
N2 C3 C2 105.0(4) . .
N2 C3 C4 124.4(4) . .
C2 C3 C4 130.6(4) . .
C9 C4 C5 117.8(4) . .
C9 C4 C3 123.8(4) . .
C5 C4 C3 118.3(4) . .
C6 C5 C4 121.2(5) . .
C6 C5 H5 119.4 . .
C4 C5 H5 119.4 . .
C5 C6 C7 120.3(5) . .
C5 C6 H6 119.9 . .
C7 C6 H6 119.9 . .
C8 C7 C6 119.8(5) . .
C8 C7 H7 120.1 . .
C6 C7 H7 120.1 . .
C7 C8 C9 119.5(5) . .
C7 C8 H8 120.2 . .
C9 C8 H8 120.2 . .
C4 C9 O1 118.5(4) . .
C4 C9 C8 121.4(4) . .
O1 C9 C8 120.2(4) . .
N4 C10 C11 107.4(5) . .
N4 C10 H10 126.3 . .
C11 C10 H10 126.3 . .
C10 C11 C12 107.0(4) . .
C10 C11 H11 126.5 . .
C12 C11 H11 126.5 . .
N3 C12 C11 108.2(4) . .
N3 C12 C13 122.5(4) . .
C11 C12 C13 129.1(4) . .
C18 C13 C14 117.9(4) . .
C18 C13 C12 123.1(4) . .
C14 C13 C12 119.0(4) . .
C15 C14 C13 122.3(5) . .
C15 C14 H14 118.9 . .
C13 C14 H14 118.9 . .
C14 C15 C16 120.0(5) . .
C14 C15 H15 120.0 . .
C16 C15 H15 120.0 . .
C15 C16 C17 120.0(5) . .
C15 C16 H16 120.0 . .
C17 C16 H16 120.0 . .
C16 C17 C18 120.5(5) . .
C16 C17 H17 119.7 . .
C18 C17 H17 119.7 . .
O2 C18 C13 123.1(4) . .
O2 C18 C17 117.7(4) . .
C13 C18 C17 119.2(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.926(3) .
Cu1 N3 1.949(4) .
Cu1 N1 1.972(3) .
Cu1 Cl1 2.3037(14) .
N1 C1 1.327(5) .
N1 N2 1.357(5) .
N2 C3 1.352(5) .
N2 H2B 0.8600 .
N3 N4 1.345(5) .
N3 C12 1.343(5) .
N4 C10 1.336(6) .
N4 H4 0.8600 .
O1 C9 1.378(5) .
O1 H1 0.8200 .
O2 C18 1.335(5) .
C1 C2 1.379(7) .
C1 H1A 0.9300 .
C2 C3 1.364(6) .
C2 H2 0.9300 .
C3 C4 1.466(6) .
C4 C9 1.384(6) .
C4 C5 1.397(6) .
C5 C6 1.360(7) .
C5 H5 0.9300 .
C6 C7 1.382(7) .
C6 H6 0.9300 .
C7 C8 1.378(7) .
C7 H7 0.9300 .
C8 C9 1.381(6) .
C8 H8 0.9300 .
C10 C11 1.347(7) .
C10 H10 0.9300 .
C11 C12 1.396(6) .
C11 H11 0.9300 .
C12 C13 1.446(6) .
C13 C18 1.404(6) .
C13 C14 1.412(6) .
C14 C15 1.350(7) .
C14 H14 0.9300 .
C15 C16 1.385(7) .
C15 H15 0.9300 .
C16 C17 1.383(6) .
C16 H16 0.9300 .
C17 C18 1.409(6) .
C17 H17 0.9300 .
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
C1 N1 N2 C3 -0.6(5) . . . .
Cu1 N1 N2 C3 -179.0(3) . . . .
C12 N3 N4 C10 0.4(5) . . . .
Cu1 N3 N4 C10 176.4(4) . . . .
N2 N1 C1 C2 1.4(6) . . . .
Cu1 N1 C1 C2 179.4(4) . . . .
N1 C1 C2 C3 -1.6(7) . . . .
N1 N2 C3 C2 -0.4(5) . . . .
N1 N2 C3 C4 177.5(4) . . . .
C1 C2 C3 N2 1.2(6) . . . .
C1 C2 C3 C4 -176.6(5) . . . .
N2 C3 C4 C9 -7.4(7) . . . .
C2 C3 C4 C9 169.9(5) . . . .
N2 C3 C4 C5 176.4(4) . . . .
C2 C3 C4 C5 -6.2(8) . . . .
C9 C4 C5 C6 -0.9(7) . . . .
C3 C4 C5 C6 175.5(5) . . . .
C4 C5 C6 C7 -0.2(8) . . . .
C5 C6 C7 C8 1.2(8) . . . .
C6 C7 C8 C9 -1.0(8) . . . .
C5 C4 C9 O1 -178.0(4) . . . .
C3 C4 C9 O1 5.9(7) . . . .
C5 C4 C9 C8 1.1(7) . . . .
C3 C4 C9 C8 -175.1(4) . . . .
C7 C8 C9 C4 -0.1(7) . . . .
C7 C8 C9 O1 178.9(4) . . . .
N3 N4 C10 C11 -0.9(6) . . . .
N4 C10 C11 C12 0.9(7) . . . .
N4 N3 C12 C11 0.2(5) . . . .
Cu1 N3 C12 C11 -175.6(3) . . . .
N4 N3 C12 C13 176.1(4) . . . .
Cu1 N3 C12 C13 0.4(7) . . . .
C10 C11 C12 N3 -0.7(6) . . . .
C10 C11 C12 C13 -176.3(5) . . . .
N3 C12 C13 C18 7.2(7) . . . .
C11 C12 C13 C18 -177.8(5) . . . .
N3 C12 C13 C14 -171.7(5) . . . .
C11 C12 C13 C14 3.3(8) . . . .
C18 C13 C14 C15 -1.7(8) . . . .
C12 C13 C14 C15 177.2(6) . . . .
C13 C14 C15 C16 0.0(10) . . . .
C14 C15 C16 C17 0.6(10) . . . .
C15 C16 C17 C18 0.5(8) . . . .
Cu1 O2 C18 C13 -25.8(6) . . . .
Cu1 O2 C18 C17 155.9(3) . . . .
C14 C13 C18 O2 -175.6(4) . . . .
C12 C13 C18 O2 5.5(7) . . . .
C14 C13 C18 C17 2.7(7) . . . .
C12 C13 C18 C17 -176.2(4) . . . .
C16 C17 C18 O2 176.2(4) . . . .
C16 C17 C18 C13 -2.2(7) . . . .
