#------------------------------------------------------------------------------
#$Date: 2023-03-04 10:48:54 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281297 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/25/7712509.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_7712509
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            'C18 H26 B2 Cl2 Cu2 F8 N10'
_chemical_formula_weight         754.11
_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
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2023-02-09 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.853(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.6757(4)
_cell_length_b                   14.7202(8)
_cell_length_c                   14.3589(8)
_cell_measurement_reflns_used    8627
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.70
_cell_measurement_theta_min      2.77
_cell_volume                     1407.83(14)
_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 0.999
_diffrn_measured_fraction_theta_max 0.992
_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  0.0268
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19931
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.868
_diffrn_reflns_theta_min         1.984
_exptl_absorpt_coefficient_mu    1.784
_exptl_absorpt_correction_T_max  0.941
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_description       block
_exptl_crystal_F_000             1014
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.880
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.851
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3653
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.851
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0354
_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)+(0.0611P)²+5.1843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1059
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3314
_reflns_number_total             3653
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt00103b2.cif
_cod_data_source_block           Cpd10
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7712509
_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.
;
_shelxl_version_number           2014-3
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 0.51053(4) 0.05621(2) 0.60838(2) 0.01547(10) Uani 1 1 d . . . . .
Cl1 Cl 0.26163(9) 0.06694(4) 0.49333(4) 0.01827(13) Uani 1 1 d . . . . .
B1 B 0.2473(5) 0.1594(2) 0.8003(2) 0.0256(6) Uani 1 1 d . . . . .
F1 F 0.2980(3) 0.17466(15) 0.70913(14) 0.0433(5) Uani 1 1 d . . . . .
F3 F 0.2613(3) 0.23950(14) 0.85062(15) 0.0428(5) Uani 1 1 d . . . . .
F4 F 0.3737(3) 0.09519(15) 0.84155(15) 0.0440(5) Uani 1 1 d . . . . .
F2 F 0.0484(3) 0.12854(16) 0.79810(17) 0.0474(5) Uani 1 1 d . . . . .
N1 N 0.3704(3) -0.04386(15) 0.66788(14) 0.0177(4) Uani 1 1 d . . . . .
N3 N 0.7093(3) 0.02785(15) 0.71591(15) 0.0189(4) Uani 1 1 d . . . . .
H3 H 0.8180 0.0608 0.7281 0.023 Uiso 1 1 calc R U . . .
N2 N 0.4849(3) -0.08222(15) 0.73937(15) 0.0191(4) Uani 1 1 d . . . . .
N4 N 0.6556(3) 0.16144(14) 0.56114(14) 0.0170(4) Uani 1 1 d . . . . .
N5 N 0.5691(3) 0.21910(15) 0.49711(15) 0.0204(4) Uani 1 1 d . . . . .
H5 H 0.4414 0.2177 0.4775 0.025 Uiso 1 1 calc R U . . .
C4 C 0.6686(4) -0.04018(18) 0.76486(18) 0.0200(5) Uani 1 1 d . . . . .
C2 C 0.2075(5) -0.1629(2) 0.7240(2) 0.0291(6) Uani 1 1 d . . . . .
H2 H 0.1061 -0.2070 0.7318 0.035 Uiso 1 1 calc R U . . .
C7 C 0.8476(4) 0.18705(18) 0.57240(18) 0.0198(5) Uani 1 1 d . . . . .
H7 H 0.9457 0.1591 0.6140 0.024 Uiso 1 1 calc R U . . .
C3 C 0.3872(5) -0.15507(19) 0.7744(2) 0.0263(6) Uani 1 1 d . . . . .
H3A H 0.4355 -0.1931 0.8245 0.032 Uiso 1 1 calc R U . . .
C1 C 0.2036(4) -0.09188(19) 0.65776(19) 0.0223(5) Uani 1 1 d . . . . .
H1 H 0.0963 -0.0804 0.6125 0.027 Uiso 1 1 calc R U . . .
C8 C 0.8837(4) 0.26049(19) 0.5146(2) 0.0260(6) Uani 1 1 d . . . . .
H8 H 1.0073 0.2914 0.5090 0.031 Uiso 1 1 calc R U . . .
C9 C 0.7024(5) 0.27862(18) 0.4674(2) 0.0254(5) Uani 1 1 d . . . . .
H9 H 0.6764 0.3249 0.4221 0.030 Uiso 1 1 calc R U . . .
C5 C 0.7929(5) -0.0779(2) 0.8471(2) 0.0290(6) Uani 1 1 d . . . . .
H5A H 0.9333 -0.0568 0.8446 0.035 Uiso 1 1 calc R U . . .
H5B H 0.7929 -0.1450 0.8435 0.035 Uiso 1 1 calc R U . . .
C6 C 0.7141(6) -0.0488(2) 0.9389(2) 0.0418(8) Uani 1 1 d . . . . .
H6A H 0.7117 0.0177 0.9423 0.063 Uiso 1 1 calc R U . . .
H6B H 0.8017 -0.0728 0.9906 0.063 Uiso 1 1 calc R U . . .
H6C H 0.5778 -0.0724 0.9432 0.063 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'
F F 0.0171 0.0103 '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'
B B 0.0013 0.0007 '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
N4 Cu1 N1 174.40(9) . . ?
N4 Cu1 N3 96.50(9) . . ?
N1 Cu1 N3 79.63(9) . . ?
N4 Cu1 Cl1 92.72(6) . . ?
N1 Cu1 Cl1 91.26(6) . . ?
N3 Cu1 Cl1 170.71(7) . . ?
N4 Cu1 F1 88.01(8) . . ?
N1 Cu1 F1 88.22(8) . . ?
N3 Cu1 F1 93.76(8) . . ?
Cl1 Cu1 F1 87.71(5) . . ?
F4 B1 F3 110.1(2) . . ?
F4 B1 F1 109.6(3) . . ?
F3 B1 F1 110.0(3) . . ?
F4 B1 F2 109.9(3) . . ?
F3 B1 F2 108.6(2) . . ?
F1 B1 F2 108.7(2) . . ?
B1 F1 Cu1 124.34(19) . . ?
C1 N1 N2 106.7(2) . . ?
C1 N1 Cu1 140.80(19) . . ?
N2 N1 Cu1 112.24(16) . . ?
C4 N3 Cu1 115.85(18) . . ?
N1 N2 C3 110.2(2) . . ?
N1 N2 C4 116.8(2) . . ?
C3 N2 C4 132.9(2) . . ?
C7 N4 N5 105.5(2) . . ?
C7 N4 Cu1 132.07(18) . . ?
N5 N4 Cu1 122.00(16) . . ?
C9 N5 N4 111.4(2) . . ?
N3 C4 N2 115.0(2) . . ?
N3 C4 C5 127.0(3) . . ?
N2 C4 C5 118.0(2) . . ?
C3 C2 C1 105.7(2) . . ?
N4 C7 C8 110.5(2) . . ?
C2 C3 N2 107.1(2) . . ?
N1 C1 C2 110.2(2) . . ?
C9 C8 C7 105.2(2) . . ?
N5 C9 C8 107.4(2) . . ?
C4 C5 C6 112.0(3) . . ?
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 N4 1.971(2) . ?
Cu1 N1 1.970(2) . ?
Cu1 N3 2.011(2) . ?
Cu1 Cl1 2.2685(6) . ?
Cu1 F1 2.724(2) . ?
B1 F4 1.374(4) . ?
B1 F3 1.383(4) . ?
B1 F1 1.393(4) . ?
B1 F2 1.402(4) . ?
N1 C1 1.319(3) . ?
N1 N2 1.360(3) . ?
N3 C4 1.263(3) . ?
N2 C3 1.368(3) . ?
N2 C4 1.400(3) . ?
N4 C7 1.335(3) . ?
N4 N5 1.352(3) . ?
N5 C9 1.339(4) . ?
C4 C5 1.504(4) . ?
C2 C3 1.364(4) . ?
C2 C1 1.412(4) . ?
C7 C8 1.394(4) . ?
C8 C9 1.373(4) . ?
C5 C6 1.513(4) . ?
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
F4 B1 F1 Cu1 20.8(3) . . . . ?
F3 B1 F1 Cu1 141.98(18) . . . . ?
F2 B1 F1 Cu1 -99.3(2) . . . . ?
C1 N1 N2 C3 -0.2(3) . . . . ?
Cu1 N1 N2 C3 -175.94(18) . . . . ?
C1 N1 N2 C4 -178.0(2) . . . . ?
Cu1 N1 N2 C4 6.3(3) . . . . ?
C7 N4 N5 C9 1.0(3) . . . . ?
Cu1 N4 N5 C9 -172.59(18) . . . . ?
Cu1 N3 C4 N2 -3.4(3) . . . . ?
Cu1 N3 C4 C5 178.2(2) . . . . ?
N1 N2 C4 N3 -2.0(3) . . . . ?
C3 N2 C4 N3 -179.1(3) . . . . ?
N1 N2 C4 C5 176.6(2) . . . . ?
C3 N2 C4 C5 -0.6(4) . . . . ?
N5 N4 C7 C8 -0.7(3) . . . . ?
Cu1 N4 C7 C8 171.94(19) . . . . ?
C1 C2 C3 N2 0.1(3) . . . . ?
N1 N2 C3 C2 0.0(3) . . . . ?
C4 N2 C3 C2 177.3(3) . . . . ?
N2 N1 C1 C2 0.3(3) . . . . ?
Cu1 N1 C1 C2 174.0(2) . . . . ?
C3 C2 C1 N1 -0.2(3) . . . . ?
N4 C7 C8 C9 0.2(3) . . . . ?
N4 N5 C9 C8 -0.9(3) . . . . ?
C7 C8 C9 N5 0.4(3) . . . . ?
N3 C4 C5 C6 100.6(4) . . . . ?
N2 C4 C5 C6 -77.8(3) . . . . ?
