#------------------------------------------------------------------------------
#$Date: 2017-11-04 08:34:01 +0200 (Sat, 04 Nov 2017) $
#$Revision: 202595 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/94/7229496.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_7229496
loop_
_publ_author_name
'Zhao, Jin'an'
'Zhi, Shuangcheng'
'Yu, Huaibin'
'Mao, Ruina'
'Hu, Jiyong'
'Song, Wei'
'Zhang, Junshuai'
_publ_section_title
;
 Mitochondrial and nuclear DNA dual damage induced by
 2-(2′-quinolyl)benzimidazole copper complexes with potential
 anticancer activity
;
_journal_issue                   81
_journal_name_full               'RSC Advances'
_journal_page_first              51162
_journal_paper_doi               10.1039/C7RA09102H
_journal_volume                  7
_journal_year                    2017
_chemical_formula_moiety         'C32 H22 Cl4 Cu2 N6'
_chemical_formula_sum            'C32 H22 Cl4 Cu2 N6'
_chemical_formula_weight         759.44
_chemical_name_systematic
;
 ? 
;
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-11-09
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_audit_update_record
;
2017-01-13 deposited with the CCDC.
2017-10-20 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 112.712(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.2017(3)
_cell_length_b                   17.1297(4)
_cell_length_c                   9.4880(2)
_cell_measurement_reflns_used    4072
_cell_measurement_temperature    293
_cell_measurement_theta_max      74.9240
_cell_measurement_theta_min      4.9920
_cell_volume                     1679.40(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 10.5281
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            7107
_diffrn_reflns_theta_full        76.47
_diffrn_reflns_theta_max         76.47
_diffrn_reflns_theta_min         5.00
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.743
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.00019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dull brownish brown'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       Fsqd
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3452
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0809P)²+0.1709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1266
_reflns_number_gt                3020
_reflns_number_total             3452
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ra09102h2.cif
_cod_data_source_block           20160908q
_cod_original_cell_volume        1679.41(7)
_cod_database_code               7229496
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N3(H3), C2(H2), C15(H15), C12(H12), C3(H3A), C8(H8), C14(H14), C7(H7),
 C13(H13), C4(H4), C5(H5)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 '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_calc_flag
_atom_site_refinement_flags_posn
Cu1 Cu 0.93008(3) 0.424648(19) 0.06705(4) 0.04589(15) Uani 1 d .
Cl1 Cl 1.14503(6) 0.46288(3) 0.06038(6) 0.04982(17) Uani 1 d .
Cl2 Cl 0.85641(8) 0.45112(4) 0.25972(7) 0.0614(2) Uani 1 d .
N2 N 0.8333(2) 0.35110(12) -0.1104(2) 0.0490(4) Uani 1 d .
N1 N 1.01449(19) 0.32304(12) 0.1626(2) 0.0458(4) Uani 1 d .
C10 C 0.8676(2) 0.27810(15) -0.0730(3) 0.0501(5) Uani 1 d .
N3 N 0.8046(2) 0.22750(14) -0.1871(3) 0.0600(6) Uani 1 d .
H3 H 0.8144 0.1777 -0.1852 0.072 Uiso 1 calc R
C9 C 0.9670(3) 0.26016(14) 0.0770(3) 0.0506(5) Uani 1 d .
C2 C 1.1670(3) 0.38129(17) 0.3932(3) 0.0553(6) Uani 1 d .
H2 H 1.1343 0.4307 0.3590 0.066 Uiso 1 calc R
C1 C 1.1130(2) 0.31510(15) 0.3028(3) 0.0489(5) Uani 1 d .
C16 C 0.7400(2) 0.34980(17) -0.2590(3) 0.0535(6) Uani 1 d .
C15 C 0.6735(3) 0.4101(2) -0.3552(4) 0.0672(8) Uani 1 d .
H15 H 0.6858 0.4618 -0.3231 0.081 Uiso 1 calc R
C12 C 0.6343(3) 0.2521(2) -0.4547(4) 0.0780(10) Uani 1 d .
H12 H 0.6210 0.2005 -0.4878 0.094 Uiso 1 calc R
C3 C 1.2684(3) 0.3724(2) 0.5323(3) 0.0681(7) Uani 1 d .
H3A H 1.3054 0.4162 0.5910 0.082 Uiso 1 calc R
C8 C 1.0095(3) 0.18399(16) 0.1272(4) 0.0618(7) Uani 1 d .
H8 H 0.9723 0.1411 0.0657 0.074 Uiso 1 calc R
C11 C 0.7211(3) 0.27164(18) -0.3078(3) 0.0595(7) Uani 1 d .
C6 C 1.1608(3) 0.23881(17) 0.3583(3) 0.0599(7) Uani 1 d .
C14 C 0.5887(3) 0.3904(3) -0.4998(4) 0.0823(10) Uani 1 d .
H14 H 0.5430 0.4295 -0.5671 0.099 Uiso 1 calc R
C7 C 1.1056(4) 0.17413(17) 0.2668(4) 0.0691(8) Uani 1 d .
H7 H 1.1348 0.1242 0.3016 0.083 Uiso 1 calc R
C13 C 0.5702(3) 0.3119(3) -0.5472(4) 0.0866(12) Uani 1 d .
H13 H 0.5120 0.3005 -0.6456 0.104 Uiso 1 calc R
C4 C 1.3160(3) 0.2980(2) 0.5857(4) 0.0777(9) Uani 1 d .
H4 H 1.3844 0.2931 0.6799 0.093 Uiso 1 calc R
C5 C 1.2653(3) 0.2335(2) 0.5043(4) 0.0743(9) Uani 1 d .
H5 H 1.2986 0.1848 0.5432 0.089 Uiso 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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
Cl1 Cu1 Cl1 85.81(2) 3_765 .
Cl1 Cu1 Cl2 94.75(3) 3_765 .
Cl2 Cu1 Cl1 127.05(3) . .
N2 Cu1 Cl1 96.62(6) . 3_765
N2 Cu1 Cl1 110.32(6) . .
N2 Cu1 Cl2 122.10(7) . .
N1 Cu1 Cl1 87.08(6) . .
N1 Cu1 Cl1 171.30(6) . 3_765
N1 Cu1 Cl2 93.54(6) . .
N1 Cu1 N2 81.16(8) . .
Cu1 Cl1 Cu1 94.19(2) 3_765 .
C10 N2 Cu1 110.91(17) . .
C10 N2 C16 106.5(2) . .
C16 N2 Cu1 142.57(18) . .
C9 N1 Cu1 114.56(17) . .
C9 N1 C1 119.7(2) . .
C1 N1 Cu1 125.73(17) . .
N2 C10 N3 112.7(2) . .
N2 C10 C9 119.7(2) . .
N3 C10 C9 127.6(2) . .
C10 N3 C11 106.7(2) . .
N1 C9 C10 113.5(2) . .
N1 C9 C8 122.7(3) . .
C8 C9 C10 123.7(3) . .
C3 C2 C1 119.7(3) . .
N1 C1 C2 120.5(2) . .
N1 C1 C6 119.7(3) . .
C2 C1 C6 119.9(2) . .
N2 C16 C11 107.9(3) . .
C15 C16 N2 131.0(3) . .
C15 C16 C11 121.1(3) . .
C14 C15 C16 117.6(3) . .
C13 C12 C11 117.0(3) . .
C2 C3 C4 120.4(3) . .
C7 C8 C9 118.9(3) . .
N3 C11 C16 106.2(2) . .
N3 C11 C12 132.8(3) . .
C12 C11 C16 121.0(3) . .
C7 C6 C1 118.8(3) . .
C7 C6 C5 123.6(3) . .
C5 C6 C1 117.6(3) . .
C15 C14 C13 120.8(4) . .
C8 C7 C6 120.2(3) . .
C12 C13 C14 122.5(3) . .
C5 C4 C3 121.6(3) . .
C4 C5 C6 120.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 Cl1 2.5195(7) .
Cu1 Cl1 2.2574(6) 3_765
Cu1 Cl2 2.3223(7) .
Cu1 N2 2.046(2) .
Cu1 N1 2.021(2) .
Cl1 Cu1 2.2574(6) 3_765
N2 C10 1.316(3) .
N2 C16 1.394(3) .
N1 C9 1.330(3) .
N1 C1 1.368(3) .
C10 N3 1.353(3) .
C10 C9 1.462(4) .
N3 C11 1.390(4) .
C9 C8 1.407(4) .
C2 C1 1.409(4) .
C2 C3 1.377(4) .
C1 C6 1.433(3) .
C16 C15 1.389(5) .
C16 C11 1.406(4) .
C15 C14 1.375(4) .
C12 C11 1.398(4) .
C12 C13 1.359(6) .
C3 C4 1.399(5) .
C8 C7 1.357(5) .
C6 C7 1.396(5) .
C6 C5 1.430(5) .
C14 C13 1.408(6) .
C4 C5 1.341(6) .
