#------------------------------------------------------------------------------
#$Date: 2019-11-17 14:16:10 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230431 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/72/7057277.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_7057277
loop_
_publ_author_name
'Villa-Pérez, C.'
'Ortega, I. C.'
'Vélez-Macías, A.'
'Payán, A. M.'
'Echeverría, G. A.'
'Soria, D. B.'
'Valencia-Uribe, G. C.'
_publ_section_title
;
 Crystal structure, physicochemical properties, Hirshfeld surface analysis
 and antibacterial activity assays of transition metal complexes of
 6-methoxyquinoline
;
_journal_issue                   9
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7166
_journal_paper_doi               10.1039/C8NJ00661J
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'Cu1, Cl2, (C10 H9 N1 O1)2'
_chemical_formula_sum            'C20 H18 Cl2 Cu N2 O2'
_chemical_formula_weight         452.8
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_date             2017-12-29T10:27:19-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2017-12-29 deposited with the CCDC.
2018-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.847(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.7645(3)
_cell_length_b                   12.5214(6)
_cell_length_c                   16.2924(8)
_cell_measurement_reflns_used    1061
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      72.414
_cell_measurement_theta_min      5.474
_cell_volume                     965.04(9)
_computing_cell_refinement
;
        'Fri Oct 17 14:13:32 2014'
;
_computing_data_collection
;
        'Fri Oct 17 14:13:32 2014'
;
_computing_data_reduction
;
        'Fri Oct 17 14:13:32 2014'
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      297(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0604
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.2264177
_diffrn_orient_matrix_UB_12      0.0687928
_diffrn_orient_matrix_UB_13      -0.0347963
_diffrn_orient_matrix_UB_21      0.0059338
_diffrn_orient_matrix_UB_22      -0.0789548
_diffrn_orient_matrix_UB_23      -0.0722251
_diffrn_orient_matrix_UB_31      -0.2343485
_diffrn_orient_matrix_UB_32      0.0646077
_diffrn_orient_matrix_UB_33      -0.0512615
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            3026
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.117
_diffrn_reflns_theta_min         7.073
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.293
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.98222
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        'Fri Oct 17 14:13:32 2014'
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_description       needle
_exptl_crystal_F_000             462
_exptl_crystal_size_max          0.215
_exptl_crystal_size_mid          0.027
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.07
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.05
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         1820
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.05
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0416
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0642P)²+0.0924P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1159
_reflns_Friedel_coverage         0
_reflns_number_gt                1492
_reflns_number_total             1820
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj00661j2.cif
_cod_data_source_block           cu6mq
_cod_depositor_comments
'Adding full bibliography for 7057277--7057281.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7057277
_shelx_estimated_absorpt_t_min   0.459
_shelx_estimated_absorpt_t_max   0.919
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_occupancy
Cu Cu 0 0 0 0.0359(2) Uani 1 2 d S P
Cl1 Cl 0.24105(18) 0.13884(6) 0.06103(5) 0.0470(2) Uani 1 1 d . .
C110 C 0.0986(7) -0.1452(2) 0.24296(18) 0.0380(6) Uani 1 1 d . .
N11 N 0.1089(6) -0.09055(19) 0.10070(15) 0.0379(5) Uani 1 1 d . .
C15 C -0.0094(7) -0.1306(3) 0.31928(19) 0.0433(7) Uani 1 1 d . .
C13 C 0.3919(8) -0.2374(3) 0.1566(2) 0.0485(8) Uani 1 1 d . .
C14 C 0.2938(8) -0.2269(3) 0.2309(2) 0.0447(7) Uani 1 1 d . .
C19 C 0.0079(6) -0.0771(2) 0.17547(17) 0.0356(6) Uani 1 1 d . .
C17 C -0.2908(7) 0.0165(3) 0.2601(2) 0.0450(7) Uani 1 1 d . .
C18 C -0.1890(7) 0.0033(2) 0.1863(2) 0.0410(7) Uani 1 1 d . .
C16 C -0.1992(7) -0.0506(3) 0.3279(2) 0.0435(7) Uani 1 1 d . .
C12 C 0.2928(8) -0.1675(3) 0.0921(2) 0.0460(7) Uani 1 1 d . .
O11 O -0.3153(7) -0.0292(2) 0.39828(16) 0.0597(7) Uani 1 1 d . .
C111 C -0.2590(13) -0.1038(4) 0.4647(3) 0.0706(13) Uani 1 1 d . .
H12 H 0.356(8) -0.172(3) 0.042(2) 0.044(9) Uiso 1 1 d . .
H15 H 0.040(8) -0.177(3) 0.360(3) 0.053(10) Uiso 1 1 d . .
H18 H -0.234(8) 0.043(3) 0.145(3) 0.049(11) Uiso 1 1 d . .
H13 H 0.536(8) -0.289(3) 0.149(2) 0.048(10) Uiso 1 1 d . .
H14 H 0.340(8) -0.267(3) 0.271(2) 0.048(10) Uiso 1 1 d . .
H17 H -0.435(9) 0.069(4) 0.266(3) 0.060(12) Uiso 1 1 d . .
H11B H -0.052(11) -0.099(4) 0.482(3) 0.066(13) Uiso 1 1 d . .
H11A H -0.366(14) -0.078(5) 0.510(4) 0.11(2) Uiso 1 1 d . .
H11C H -0.332(11) -0.163(5) 0.451(3) 0.076(17) 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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'
Cl Cl 0.3639 0.7018 '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
N11 Cu N11 180 . 3
N11 Cu Cl1 89.62(7) . 3
N11 Cu Cl1 90.38(7) 3 3
N11 Cu Cl1 90.38(7) . .
N11 Cu Cl1 89.62(7) 3 .
Cl1 Cu Cl1 180 3 .
C14 C110 C15 122.1(3) . .
C14 C110 C19 118.2(3) . .
C15 C110 C19 119.7(3) . .
C12 N11 C19 119.4(3) . .
C12 N11 Cu 115.8(2) . .
C19 N11 Cu 124.9(2) . .
C16 C15 C110 120.0(3) . .
C16 C15 H15 121(3) . .
C110 C15 H15 119(3) . .
C14 C13 C12 119.1(3) . .
C14 C13 H13 121(2) . .
C12 C13 H13 120(2) . .
C13 C14 C110 119.9(3) . .
C13 C14 H14 124(3) . .
C110 C14 H14 116(3) . .
N11 C19 C18 120.6(3) . .
N11 C19 C110 120.5(3) . .
C18 C19 C110 118.8(3) . .
C18 C17 C16 120.6(3) . .
C18 C17 H17 120(3) . .
C16 C17 H17 119(3) . .
C17 C18 C19 120.8(3) . .
C17 C18 H18 123(3) . .
C19 C18 H18 116(3) . .
O11 C16 C15 124.9(3) . .
O11 C16 C17 115.1(3) . .
C15 C16 C17 120.0(3) . .
N11 C12 C13 122.9(3) . .
N11 C12 H12 116(2) . .
C13 C12 H12 121(2) . .
C16 O11 C111 116.8(3) . .
O11 C111 H11B 105(3) . .
O11 C111 H11A 106(3) . .
H11B C111 H11A 110(4) . .
O11 C111 H11C 110(4) . .
H11B C111 H11C 120(5) . .
H11A C111 H11C 105(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu N11 2.011(2) .
Cu N11 2.011(2) 3
Cu Cl1 2.2490(7) 3
Cu Cl1 2.2490(7) .
C110 C14 1.411(5) .
C110 C15 1.413(4) .
C110 C19 1.417(4) .
N11 C12 1.321(4) .
N11 C19 1.373(4) .
C15 C16 1.368(5) .
C15 H15 0.89(4) .
C13 C14 1.355(5) .
C13 C12 1.405(5) .
C13 H13 0.97(4) .
C14 H14 0.83(4) .
C19 C18 1.402(4) .
C17 C18 1.359(5) .
C17 C16 1.415(5) .
C17 H17 0.97(4) .
C18 H18 0.84(4) .
C16 O11 1.358(4) .
C12 H12 0.91(4) .
O11 C111 1.431(5) .
C111 H11B 1.00(5) .
C111 H11A 0.99(7) .
C111 H11C 0.83(6) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C12 H12 Cl1 0.91(4) 2.73(4) 3.551(4) 151(3) 3_655
C15 H15 Cl1 0.89(4) 2.78(4) 3.630(3) 159(3) 2_545
C111 H11A O11 0.99(7) 2.63(7) 3.598(6) 166(5) 3_456
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
C14 C110 C15 C16 -179.7(3)
C19 C110 C15 C16 -0.4(5)
C12 C13 C14 C110 -1.2(5)
C15 C110 C14 C13 -179.7(3)
C19 C110 C14 C13 0.9(5)
C12 N11 C19 C18 -179.5(3)
Cu N11 C19 C18 0.9(4)
C12 N11 C19 C110 -0.2(4)
Cu N11 C19 C110 -179.8(2)
C14 C110 C19 N11 -0.2(4)
C15 C110 C19 N11 -179.6(3)
C14 C110 C19 C18 179.1(3)
C15 C110 C19 C18 -0.3(4)
C16 C17 C18 C19 0.3(5)
N11 C19 C18 C17 179.6(3)
C110 C19 C18 C17 0.3(5)
C110 C15 C16 O11 -179.8(3)
C110 C15 C16 C17 0.9(5)
C18 C17 C16 O11 179.7(3)
C18 C17 C16 C15 -0.9(5)
C19 N11 C12 C13 -0.1(5)
Cu N11 C12 C13 179.6(3)
C14 C13 C12 N11 0.8(6)
C15 C16 O11 C111 -7.6(6)
C17 C16 O11 C111 171.7(4)
