#------------------------------------------------------------------------------
#$Date: 2022-03-16 11:56:23 +0200 (Wed, 16 Mar 2022) $
#$Revision: 273732 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/47/8104772.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_8104772
loop_
_publ_author_name
'Liguo, Yang'
'Chaoyang, Zhang'
'Kai, Wang'
'Shengxian, Zhai'
'Nana, Liu'
_publ_section_title
;
 The crystal structure of
 bis(μ2-5-chloro-N-(2-methyl-1-oxidopropylidene)-2-oxidobenzohydrazonate-κ5
 N,O,O′:N′,O′′)pentakis(pyridine-κ1
 N)tricopper(II), C47H45Cl2N9Cu3O6
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              579
_journal_page_last               581
_journal_paper_doi               10.1515/ncrs-2020-0601
_journal_volume                  236
_journal_year                    2021
_chemical_formula_sum            'C47 H45 Cl2 Cu3 N9 O6'
_chemical_formula_weight         1093.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 109.984(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.084(9)
_cell_length_b                   12.152(5)
_cell_length_c                   17.404(7)
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.03
_cell_measurement_theta_min      3.06
_cell_volume                     4787(3)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0847
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26523
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.008
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_min         3.353
_exptl_absorpt_coefficient_mu    1.490
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_description       block
_exptl_crystal_F_000             2236
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.924
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         4198
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0455
_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)+(0.0680P)²+6.9666P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1363
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3394
_reflns_number_total             4198
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0601_suppl.cif
_cod_data_source_block           123_a
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8104772
_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.
;
_shelx_estimated_absorpt_t_min   0.5450
_shelx_estimated_absorpt_t_max   0.7457
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Cu1 Cu 0.5000 0.79108(5) 0.2500 0.03580(18) Uani 1 2 d S T P . .
Cu2 Cu 0.36073(2) 0.80720(4) 0.37855(2) 0.04015(17) Uani 1 1 d . . . . .
Cl1 Cl 0.65323(4) 0.92636(9) 0.66705(6) 0.0608(3) Uani 1 1 d . . . . .
O1 O 0.52885(10) 0.8181(2) 0.36925(14) 0.0441(6) Uani 1 1 d . . . . .
O2 O 0.40102(10) 0.8365(2) 0.49188(14) 0.0500(6) Uani 1 1 d . . . . .
O3 O 0.32620(10) 0.7873(2) 0.25903(14) 0.0449(6) Uani 1 1 d . . . . .
N1 N 0.28051(12) 0.8209(2) 0.39057(17) 0.0404(6) Uani 1 1 d . . . . .
N2 N 0.42327(11) 0.7972(2) 0.26899(16) 0.0331(6) Uani 1 1 d . . . . .
N3 N 0.43176(11) 0.8152(2) 0.35292(16) 0.0338(6) Uani 1 1 d . . . . .
N4 N 0.5000 0.5938(4) 0.2500 0.0482(10) Uani 1 2 d S T P . .
N5 N 0.36530(15) 0.5991(3) 0.3945(2) 0.0564(8) Uani 1 1 d . . . . .
C1 C 0.45822(14) 0.8552(3) 0.52629(19) 0.0390(7) Uani 1 1 d . . . . .
C2 C 0.57809(15) 0.8991(3) 0.6137(2) 0.0431(8) Uani 1 1 d . . . . .
C3 C 0.53756(17) 0.9051(3) 0.6534(2) 0.0487(9) Uani 1 1 d . . . . .
H1 H 0.5495 0.9234 0.7086 0.058 Uiso 1 1 calc R U . . .
C4 C 0.47916(16) 0.8836(3) 0.6103(2) 0.0482(9) Uani 1 1 d . . . . .
H2 H 0.4521 0.8880 0.6376 0.058 Uiso 1 1 calc R U . . .
C5 C 0.48689(13) 0.8262(3) 0.39902(19) 0.0346(7) Uani 1 1 d . . . . .
C6 C 0.56057(14) 0.8730(3) 0.53209(19) 0.0399(7) Uani 1 1 d . . . . .
H3 H 0.5885 0.8703 0.5062 0.048 Uiso 1 1 calc R U . . .
C7 C 0.27292(16) 0.8784(3) 0.4520(2) 0.0497(9) Uani 1 1 d . . . . .
H4 H 0.3052 0.9145 0.4886 0.060 Uiso 1 1 calc R U . . .
C8 C 0.50107(14) 0.8504(3) 0.48715(19) 0.0354(7) Uani 1 1 d . . . . .
C9 C 0.21897(18) 0.8858(4) 0.4627(3) 0.0584(10) Uani 1 1 d . . . . .
H5 H 0.2152 0.9264 0.5059 0.070 Uiso 1 1 calc R U . . .
C10 C 0.36667(14) 0.7839(3) 0.2260(2) 0.0375(7) Uani 1 1 d . . . . .
C11 C 0.23307(16) 0.7723(4) 0.3378(2) 0.0538(10) Uani 1 1 d . . . . .
H6 H 0.2373 0.7346 0.2936 0.065 Uiso 1 1 calc R U . . .
C12 C 0.34836(15) 0.7644(4) 0.1358(2) 0.0497(9) Uani 1 1 d . . . . .
H7 H 0.3831 0.7407 0.1230 0.060 Uiso 1 1 calc R U . . .
C13 C 0.17097(18) 0.8331(4) 0.4095(3) 0.0696(12) Uani 1 1 d . . . . .
H8 H 0.1343 0.8360 0.4163 0.084 Uiso 1 1 calc R U . . .
C14 C 0.4039(2) 0.5553(4) 0.4601(3) 0.0705(12) Uani 1 1 d . . . . .
H9 H 0.4325 0.6008 0.4952 0.085 Uiso 1 1 calc R U . . .
C15 C 0.3264(2) 0.8737(5) 0.0916(3) 0.0791(14) Uani 1 1 d . . . . .
H10A H 0.2929 0.8990 0.1046 0.119 Uiso 1 1 calc R U . . .
H10B H 0.3151 0.8629 0.0336 0.119 Uiso 1 1 calc R U . . .
H10C H 0.3574 0.9274 0.1089 0.119 Uiso 1 1 calc R U . . .
C16 C 0.17845(18) 0.7755(5) 0.3456(3) 0.0721(13) Uani 1 1 d . . . . .
H11 H 0.1467 0.7391 0.3081 0.087 Uiso 1 1 calc R U . . .
C17 C 0.3023(2) 0.6751(5) 0.1093(3) 0.0823(16) Uani 1 1 d . . . . .
H12D H 0.3179 0.6083 0.1380 0.123 Uiso 1 1 calc R U . . .
H12G H 0.2917 0.6631 0.0515 0.123 Uiso 1 1 calc R U . . .
H12J H 0.2679 0.6970 0.1215 0.123 Uiso 1 1 calc R U . . .
C18 C 0.4724(2) 0.5355(4) 0.2907(3) 0.0695(12) Uani 1 1 d . . . . .
H13 H 0.4521 0.5736 0.3192 0.083 Uiso 1 1 calc R U . . .
C19 C 0.3256(2) 0.5334(4) 0.3451(3) 0.0697(12) Uani 1 1 d . . . . .
H14 H 0.2993 0.5636 0.2975 0.084 Uiso 1 1 calc R U . . .
C20 C 0.5000 0.3652(6) 0.2500 0.089(2) Uani 1 2 d S T P . .
H15 H 0.5000 0.2887 0.2500 0.107 Uiso 1 2 calc R U P . .
C21 C 0.3205(3) 0.4237(5) 0.3587(4) 0.0900(17) Uani 1 1 d . . . . .
H16 H 0.2905 0.3815 0.3228 0.108 Uiso 1 1 calc R U . . .
C22 C 0.3599(4) 0.3789(5) 0.4253(5) 0.106(2) Uani 1 1 d . . . . .
H17 H 0.3581 0.3042 0.4357 0.127 Uiso 1 1 calc R U . . .
C23 C 0.4720(3) 0.4230(4) 0.2932(4) 0.0884(16) Uani 1 1 d . . . . .
H28 H 0.4529 0.3864 0.3239 0.106 Uiso 1 1 calc R U . . .
C24 C 0.4043(3) 0.4446(6) 0.4797(4) 0.0967(19) Uani 1 1 d . . . . .
H19 H 0.4323 0.4153 0.5263 0.116 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 0.0033 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'
Cu Cu 0.3201 1.2651 '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'
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 160.91(16) 2_655 .
O1 Cu1 N2 98.93(10) 2_655 .
O1 Cu1 N2 80.35(10) . .
O1 Cu1 N2 80.35(10) 2_655 2_655
O1 Cu1 N2 98.93(10) . 2_655
N2 Cu1 N2 175.68(15) . 2_655
O1 Cu1 N4 99.54(8) 2_655 .
O1 Cu1 N4 99.54(8) . .
N2 Cu1 N4 92.16(8) . .
N2 Cu1 N4 92.16(8) 2_655 .
O2 Cu2 N3 92.99(10) . .
O2 Cu2 O3 173.38(10) . .
N3 Cu2 O3 81.29(10) . .
O2 Cu2 N1 92.53(11) . .
N3 Cu2 N1 169.60(12) . .
O3 Cu2 N1 92.63(10) . .
C5 O1 Cu1 113.11(19) . .
C1 O2 Cu2 125.7(2) . .
C10 O3 Cu2 111.3(2) . .
C11 N1 C7 117.5(3) . .
C11 N1 Cu2 121.1(2) . .
C7 N1 Cu2 121.4(2) . .
C10 N2 N3 111.0(3) . .
C10 N2 Cu1 137.7(2) . .
N3 N2 Cu1 111.19(19) . .
C5 N3 N2 114.0(3) . .
C5 N3 Cu2 131.8(2) . .
N2 N3 Cu2 114.0(2) . .
C18 N4 C18 115.6(5) . 2_655
C18 N4 Cu1 122.2(3) . .
C18 N4 Cu1 122.2(3) 2_655 .
C14 N5 C19 117.6(4) . .
O2 C1 C4 117.3(3) . .
O2 C1 C8 126.3(3) . .
C4 C1 C8 116.4(3) . .
C6 C2 C3 120.8(3) . .
C6 C2 Cl1 119.1(3) . .
C3 C2 Cl1 120.2(3) . .
C4 C3 C2 119.0(3) . .
C4 C3 H1 120.5 . .
C2 C3 H1 120.5 . .
C3 C4 C1 123.1(3) . .
C3 C4 H2 118.4 . .
C1 C4 H2 118.4 . .
O1 C5 N3 121.3(3) . .
O1 C5 C8 119.8(3) . .
N3 C5 C8 118.9(3) . .
C2 C6 C8 121.0(3) . .
C2 C6 H3 119.5 . .
C8 C6 H3 119.5 . .
N1 C7 C9 122.3(4) . .
N1 C7 H4 118.9 . .
C9 C7 H4 118.9 . .
C6 C8 C1 119.7(3) . .
C6 C8 C5 116.4(3) . .
C1 C8 C5 123.8(3) . .
C13 C9 C7 119.7(4) . .
C13 C9 H5 120.1 . .
C7 C9 H5 120.1 . .
O3 C10 N2 122.3(3) . .
O3 C10 C12 118.4(3) . .
N2 C10 C12 119.3(3) . .
N1 C11 C16 123.1(4) . .
N1 C11 H6 118.5 . .
C16 C11 H6 118.5 . .
C10 C12 C17 110.9(3) . .
C10 C12 C15 108.4(4) . .
C17 C12 C15 112.2(4) . .
C10 C12 H7 108.4 . .
C17 C12 H7 108.4 . .
C15 C12 H7 108.4 . .
C9 C13 C16 118.1(4) . .
C9 C13 H8 121.0 . .
C16 C13 H8 121.0 . .
N5 C14 C24 123.4(5) . .
N5 C14 H9 118.3 . .
C24 C14 H9 118.3 . .
C12 C15 H10A 109.5 . .
C12 C15 H10B 109.5 . .
H10A C15 H10B 109.5 . .
C12 C15 H10C 109.5 . .
H10A C15 H10C 109.5 . .
H10B C15 H10C 109.5 . .
C11 C16 C13 119.3(4) . .
C11 C16 H11 120.3 . .
C13 C16 H11 120.3 . .
C12 C17 H12D 109.5 . .
C12 C17 H12G 109.5 . .
H12D C17 H12G 109.5 . .
C12 C17 H12J 109.5 . .
H12D C17 H12J 109.5 . .
H12G C17 H12J 109.5 . .
N4 C18 C23 124.0(4) . .
N4 C18 H13 118.0 . .
C23 C18 H13 118.0 . .
N5 C19 C21 124.6(5) . .
N5 C19 H14 117.7 . .
C21 C19 H14 117.7 . .
C23 C20 C23 118.0(7) . 2_655
C23 C20 H15 121.0 . .
C23 C20 H15 121.0 2_655 .
C22 C21 C19 117.8(6) . .
C22 C21 H16 121.1 . .
C19 C21 H16 121.1 . .
C21 C22 C24 120.2(5) . .
C21 C22 H17 119.9 . .
C24 C22 H17 119.9 . .
C20 C23 C18 119.1(5) . .
C20 C23 H28 120.4 . .
C18 C23 H28 120.4 . .
C14 C24 C22 116.4(6) . .
C14 C24 H19 121.8 . .
C22 C24 H19 121.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.978(2) 2_655
Cu1 O1 1.978(2) .
Cu1 N2 1.987(3) .
Cu1 N2 1.987(3) 2_655
Cu1 N4 2.397(5) .
Cu2 O2 1.911(2) .
Cu2 N3 1.912(3) .
Cu2 O3 1.974(2) .
Cu2 N1 2.020(3) .
Cl1 C2 1.760(3) .
O1 C5 1.287(4) .
O2 C1 1.320(4) .
O3 C10 1.290(4) .
N1 C11 1.334(5) .
N1 C7 1.341(5) .
N2 C10 1.322(4) .
N2 N3 1.421(4) .
N3 C5 1.303(4) .
N4 C18 1.328(5) .
N4 C18 1.329(5) 2_655
N5 C14 1.314(6) .
N5 C19 1.315(6) .
C1 C4 1.418(5) .
C1 C8 1.419(4) .
C2 C6 1.374(5) .
C2 C3 1.377(5) .
C3 C4 1.374(5) .
C3 H1 0.9300 .
C4 H2 0.9300 .
C5 C8 1.482(4) .
C6 C8 1.405(4) .
C6 H3 0.9300 .
C7 C9 1.377(5) .
C7 H4 0.9300 .
C9 C13 1.369(6) .
C9 H5 0.9300 .
C10 C12 1.498(5) .
C11 C16 1.368(5) .
C11 H6 0.9300 .
C12 C17 1.508(6) .
C12 C15 1.535(7) .
C12 H7 0.9800 .
C13 C16 1.378(7) .
C13 H8 0.9300 .
C14 C24 1.388(8) .
C14 H9 0.9300 .
C15 H10A 0.9600 .
C15 H10B 0.9600 .
C15 H10C 0.9600 .
C16 H11 0.9300 .
C17 H12D 0.9600 .
C17 H12G 0.9600 .
C17 H12J 0.9600 .
C18 C23 1.369(7) .
C18 H13 0.9300 .
C19 C21 1.367(7) .
C19 H14 0.9300 .
C20 C23 1.363(6) .
C20 C23 1.363(6) 2_655
C20 H15 0.9300 .
C21 C22 1.338(9) .
C21 H16 0.9300 .
C22 C24 1.408(10) .
C22 H17 0.9300 .
C23 H28 0.9300 .
C24 H19 0.9300 .
