#------------------------------------------------------------------------------
#$Date: 2023-03-04 10:48:54 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281297 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/25/7712506.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_7712506
loop_
_publ_author_name
'Hsieh, Chang-Chih'
'Liao, Po-Kuang'
'Chen, Chia-Wei'
'Chiang, Ming-Hsi'
'Horng, Yih-Chern'
_publ_section_title
;
 The effect of anions in the synthesis and structure of pyrazolylamidino
 copper(II) complexes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT00103B
_journal_year                    2023
_chemical_formula_sum            'C10 H14 Cl2 Cu N6 O8'
_chemical_formula_weight         480.71
_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   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-11-28 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.165(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.9429(8)
_cell_length_b                   6.0099(3)
_cell_length_c                   18.4308(9)
_cell_measurement_reflns_used    5126
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.71
_cell_measurement_theta_min      2.56
_cell_volume                     1763.26(15)
_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 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12158
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.726
_diffrn_reflns_theta_min         2.213
_exptl_absorpt_coefficient_mu    1.596
_exptl_absorpt_correction_T_max  0.910
_exptl_absorpt_correction_T_min  0.832
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.811
_exptl_crystal_description       block
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2275
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0337
_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)+(0.0273P)²+4.6253P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0750
_refine_ls_wR_factor_ref         0.0774
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2096
_reflns_number_total             2275
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt00103b2.cif
_cod_data_source_block           Cpd1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7712506
_shelx_shelxl_version_number     2018/3
_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, 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 1.000000 1.000000 0.500000 0.02223(11) Uani 1 2 d S . P . .
O1 O 1.11759(10) 0.7947(3) 0.57531(8) 0.0330(4) Uani 1 1 d . . . . .
N3 N 0.98240(12) 1.1913(3) 0.58464(10) 0.0245(4) Uani 1 1 d . . . . .
C5 C 0.90426(15) 1.2343(4) 0.69601(12) 0.0302(5) Uani 1 1 d . . . . .
H5A H 0.936204 1.372453 0.703561 0.045 Uiso 1 1 calc R U . . .
H5B H 0.917928 1.131714 0.736272 0.045 Uiso 1 1 calc R U . . .
H5C H 0.843994 1.267549 0.694013 0.045 Uiso 1 1 calc R U . . .
C4 C 0.92636(13) 1.1304(4) 0.62683(11) 0.0232(4) Uani 1 1 d . . . . .
Cl1 Cl 1.11796(3) 0.70853(8) 0.64854(3) 0.02197(12) Uani 1 1 d . . . . .
N1 N 0.90616(11) 0.8380(3) 0.54195(9) 0.0229(4) Uani 1 1 d . . . . .
N2 N 0.88158(10) 0.9418(3) 0.60343(9) 0.0207(3) Uani 1 1 d . . . . .
C3 C 0.81690(13) 0.8285(4) 0.63197(12) 0.0288(5) Uani 1 1 d . . . . .
H3A H 0.789278 0.866608 0.674616 0.035 Uiso 1 1 calc R U . . .
C1 C 0.85682(14) 0.6635(4) 0.53267(12) 0.0278(4) Uani 1 1 d . . . . .
H1 H 0.859503 0.559795 0.493960 0.033 Uiso 1 1 calc R U . . .
C2 C 0.79944(14) 0.6516(4) 0.58812(13) 0.0321(5) Uani 1 1 d . . . . .
H2 H 0.757251 0.542185 0.593588 0.039 Uiso 1 1 calc R U . . .
O4 O 1.12204(12) 0.4682(3) 0.64544(10) 0.0394(4) Uani 1 1 d . . . . .
O2 O 1.04305(11) 0.7730(3) 0.68216(10) 0.0444(5) Uani 1 1 d . . . . .
O3 O 1.19008(12) 0.7889(4) 0.68967(10) 0.0446(5) Uani 1 1 d . . . . .
H3 H 1.0049(18) 1.298(5) 0.6002(15) 0.038(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'
Cu Cu 0.3201 1.2651 '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
_geom_angle_publ_flag
N3 Cu1 N3 180.00(11) . 5_776 ?
N3 Cu1 N1 99.57(7) . 5_776 ?
N3 Cu1 N1 80.43(7) 5_776 5_776 ?
N3 Cu1 N1 80.43(7) . . ?
N3 Cu1 N1 99.57(7) 5_776 . ?
N1 Cu1 N1 180.0 5_776 . ?
N3 Cu1 O1 89.10(7) . . ?
N3 Cu1 O1 90.90(7) 5_776 . ?
N1 Cu1 O1 84.44(6) 5_776 . ?
N1 Cu1 O1 95.56(6) . . ?
Cl1 O1 Cu1 129.65(9) . . ?
C4 N3 Cu1 116.89(16) . . ?
C4 N3 H3 110(2) . . ?
Cu1 N3 H3 133(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C4 N2 114.21(18) . . ?
N3 C4 C5 127.9(2) . . ?
N2 C4 C5 117.85(18) . . ?
O3 Cl1 O2 110.26(12) . . ?
O3 Cl1 O1 109.68(11) . . ?
O2 Cl1 O1 110.33(10) . . ?
O3 Cl1 O4 108.80(12) . . ?
O2 Cl1 O4 109.17(12) . . ?
O1 Cl1 O4 108.57(11) . . ?
C1 N1 N2 105.90(16) . . ?
C1 N1 Cu1 143.21(15) . . ?
N2 N1 Cu1 110.89(13) . . ?
C3 N2 N1 110.40(18) . . ?
C3 N2 C4 132.11(18) . . ?
N1 N2 C4 117.44(15) . . ?
C2 C3 N2 107.23(19) . . ?
C2 C3 H3A 126.4 . . ?
N2 C3 H3A 126.4 . . ?
N1 C1 C2 110.7(2) . . ?
N1 C1 H1 124.7 . . ?
C2 C1 H1 124.7 . . ?
C3 C2 C1 105.80(19) . . ?
C3 C2 H2 127.1 . . ?
C1 C2 H2 127.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N3 1.9703(18) . ?
Cu1 N3 1.9704(18) 5_776 ?
Cu1 N1 1.9776(17) 5_776 ?
Cu1 N1 1.9777(17) . ?
Cu1 O1 2.5839(17) . ?
O1 Cl1 1.4454(16) . ?
N3 C4 1.270(3) . ?
N3 H3 0.78(3) . ?
C5 C4 1.480(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C4 N2 1.395(3) . ?
Cl1 O3 1.4261(18) . ?
Cl1 O2 1.4290(16) . ?
Cl1 O4 1.4473(17) . ?
N1 C1 1.317(3) . ?
N1 N2 1.369(2) . ?
N2 C3 1.365(3) . ?
C3 C2 1.355(3) . ?
C3 H3A 0.9500 . ?
C1 C2 1.411(3) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
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
_geom_torsion_publ_flag
Cu1 N3 C4 N2 -4.1(2) . . . . ?
Cu1 N3 C4 C5 175.82(17) . . . . ?
Cu1 O1 Cl1 O3 -128.24(14) . . . . ?
Cu1 O1 Cl1 O2 -6.60(18) . . . . ?
Cu1 O1 Cl1 O4 113.00(13) . . . . ?
C1 N1 N2 C3 0.3(2) . . . . ?
Cu1 N1 N2 C3 -179.92(14) . . . . ?
C1 N1 N2 C4 178.00(18) . . . . ?
Cu1 N1 N2 C4 -2.2(2) . . . . ?
N3 C4 N2 C3 -178.7(2) . . . . ?
C5 C4 N2 C3 1.4(3) . . . . ?
N3 C4 N2 N1 4.2(3) . . . . ?
C5 C4 N2 N1 -175.73(18) . . . . ?
N1 N2 C3 C2 -0.5(2) . . . . ?
C4 N2 C3 C2 -177.7(2) . . . . ?
N2 N1 C1 C2 0.0(2) . . . . ?
Cu1 N1 C1 C2 -179.68(19) . . . . ?
N2 C3 C2 C1 0.4(3) . . . . ?
N1 C1 C2 C3 -0.3(3) . . . . ?
