#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/00/2210079.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2210079
loop_
_publ_author_name
'Xiang, Jing'
'Li, Qing'
'Mei, Ping'
_publ_section_title
;
 Di-μ-chloro-bis[chloro(phenyl 2-pyridyl ketone
 oxime-κ²N,N')copper(II)]
;
_journal_coeditor_code           BH2038
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2348
_journal_page_last               m2349
_journal_paper_doi               10.1107/S1600536806033836
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu2 Cl4 (C12 H10 N2 O)2]'
_chemical_formula_moiety         'C24 H20 Cl4 Cu2 N4 O2'
_chemical_formula_sum            'C24 H20 Cl4 Cu2 N4 O2'
_chemical_formula_weight         665.34
_chemical_name_systematic
;
Di-μ-chloro-bis[chloro(phenyl 2-pyridyl ketone oxime-κ²N,N')copper(II)]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.218(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.3137(14)
_cell_length_b                   13.8137(18)
_cell_length_c                   9.4334(13)
_cell_measurement_reflns_used    240
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.2
_cell_volume                     1318.3(3)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX area-dectector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8038
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.049
_exptl_absorpt_correction_T_max  0.664
_exptl_absorpt_correction_T_min  0.533
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             668.0
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.645
_refine_diff_density_min         -0.310
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3010
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0569P)²+0.7387P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1089
_refine_ls_wR_factor_ref         0.1128
_reflns_number_gt                2569
_reflns_number_total             3010
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bh2038.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2210079
_cod_database_fobs_code          2210079
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Cu Cu1 0.09623(3) 0.40051(3) 0.05788(3) 0.03991(14) Uani d . 1
Cl Cl1 0.10583(8) 0.59494(5) 0.08485(8) 0.0495(2) Uani d . 1
Cl Cl2 0.20546(9) 0.38672(7) -0.12713(8) 0.0581(2) Uani d . 1
N N1 0.2663(2) 0.37741(19) 0.1968(2) 0.0420(5) Uani d . 1
N N2 0.0334(2) 0.38333(17) 0.2470(3) 0.0402(5) Uani d . 1
C C7 0.2665(3) 0.3676(2) 0.3319(3) 0.0377(6) Uani d . 1
O O1 0.3879(2) 0.3795(2) 0.1560(3) 0.0645(7) Uani d . 1
H H1 0.3782 0.3957 0.0710 0.097 Uiso calc R 1
C C8 0.1314(3) 0.3698(2) 0.3637(3) 0.0389(6) Uani d . 1
C C9 0.1039(3) 0.3577(2) 0.5001(3) 0.0481(7) Uani d . 1
H H13 0.1721 0.3471 0.5789 0.058 Uiso calc R 1
C C1 0.3874(3) 0.3533(2) 0.4427(3) 0.0417(7) Uani d . 1
C C12 -0.0904(3) 0.3862(2) 0.2669(4) 0.0519(8) Uani d . 1
H H10 -0.1577 0.3953 0.1869 0.062 Uiso calc R 1
C C2 0.4768(3) 0.2817(2) 0.4212(3) 0.0491(7) Uani d . 1
H H2 0.4585 0.2435 0.3386 0.059 Uiso calc R 1
C C6 0.4169(4) 0.4109(2) 0.5651(3) 0.0585(9) Uani d . 1
H H6 0.3583 0.4588 0.5818 0.070 Uiso calc R 1
C C10 -0.0252(4) 0.3614(3) 0.5189(4) 0.0577(9) Uani d . 1
H H12 -0.0451 0.3540 0.6102 0.069 Uiso calc R 1
C C3 0.5918(3) 0.2667(3) 0.5207(4) 0.0655(10) Uani d . 1
H H3 0.6494 0.2174 0.5066 0.079 Uiso calc R 1
C C11 -0.1239(4) 0.3762(3) 0.4007(4) 0.0590(9) Uani d . 1
H H11 -0.2118 0.3796 0.4105 0.071 Uiso calc R 1
C C5 0.5359(5) 0.3963(3) 0.6633(4) 0.0734(13) Uani d . 1
H H5 0.5573 0.4354 0.7447 0.088 Uiso calc R 1
C C4 0.6207(4) 0.3245(4) 0.6396(4) 0.0733(12) Uani d . 1
H H4 0.6992 0.3150 0.7058 0.088 Uiso calc R 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Cu1 N2 . . 78.15(10) yes
N1 Cu1 Cl1 . 3_565 171.11(8) yes
N2 Cu1 Cl1 . 3_565 96.46(8) yes
N1 Cu1 Cl2 . . 89.25(7) yes
N2 Cu1 Cl2 . . 164.09(7) yes
Cl1 Cu1 Cl2 3_565 . 94.76(3) yes
N1 Cu1 Cl1 . . 94.91(8) yes
N2 Cu1 Cl1 . . 92.62(7) yes
Cl1 Cu1 Cl1 3_565 . 92.37(3) yes
Cl2 Cu1 Cl1 . . 98.16(3) yes
Cu1 Cl1 Cu1 3_565 . 87.63(3) ?
C7 N1 O1 . . 117.0(2) ?
C7 N1 Cu1 . . 120.0(2) ?
O1 N1 Cu1 . . 122.83(17) ?
C12 N2 C8 . . 118.4(3) ?
C12 N2 Cu1 . . 127.0(2) ?
C8 N2 Cu1 . . 114.6(2) ?
N1 C7 C1 . . 123.8(3) ?
N1 C7 C8 . . 112.3(2) ?
C1 C7 C8 . . 123.8(2) ?
N1 O1 H1 . . 109.5 ?
N2 C8 C9 . . 121.2(3) ?
N2 C8 C7 . . 114.9(2) ?
C9 C8 C7 . . 124.0(3) ?
C10 C9 C8 . . 119.6(3) ?
C10 C9 H13 . . 120.2 ?
C8 C9 H13 . . 120.2 ?
C6 C1 C2 . . 119.0(3) ?
C6 C1 C7 . . 122.1(3) ?
C2 C1 C7 . . 118.9(3) ?
N2 C12 C11 . . 123.1(3) ?
N2 C12 H10 . . 118.4 ?
C11 C12 H10 . . 118.4 ?
C3 C2 C1 . . 121.0(3) ?
C3 C2 H2 . . 119.5 ?
C1 C2 H2 . . 119.5 ?
C1 C6 C5 . . 119.3(4) ?
C1 C6 H6 . . 120.3 ?
C5 C6 H6 . . 120.3 ?
C11 C10 C9 . . 119.0(3) ?
C11 C10 H12 . . 120.5 ?
C9 C10 H12 . . 120.5 ?
C4 C3 C2 . . 119.6(4) ?
C4 C3 H3 . . 120.2 ?
C2 C3 H3 . . 120.2 ?
C10 C11 C12 . . 118.7(3) ?
C10 C11 H11 . . 120.6 ?
C12 C11 H11 . . 120.6 ?
C4 C5 C6 . . 120.1(3) ?
C4 C5 H5 . . 119.9 ?
C6 C5 H5 . . 119.9 ?
C3 C4 C5 . . 120.9(4) ?
C3 C4 H4 . . 119.5 ?
C5 C4 H4 . . 119.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N1 . 2.001(2) yes
Cu1 N2 . 2.027(2) yes
Cu1 Cl1 3_565 2.2513(8) yes
Cu1 Cl2 . 2.2620(9) yes
Cu1 Cl1 . 2.6977(9) yes
Cl1 Cu1 3_565 2.2513(8) yes
N1 C7 . 1.281(3) ?
N1 O1 . 1.381(3) ?
N2 C12 . 1.326(4) ?
N2 C8 . 1.355(4) ?
C7 C1 . 1.476(4) ?
C7 C8 . 1.482(4) ?
O1 H1 . 0.8200 ?
C8 C9 . 1.381(4) ?
C9 C10 . 1.378(5) ?
C9 H13 . 0.9300 ?
C1 C6 . 1.387(4) ?
C1 C2 . 1.393(5) ?
C12 C11 . 1.378(5) ?
C12 H10 . 0.9300 ?
C2 C3 . 1.378(4) ?
C2 H2 . 0.9300 ?
C6 C5 . 1.401(6) ?
C6 H6 . 0.9300 ?
C10 C11 . 1.371(5) ?
C10 H12 . 0.9300 ?
C3 C4 . 1.362(6) ?
C3 H3 . 0.9300 ?
C11 H11 . 0.9300 ?
C5 C4 . 1.369(6) ?
C5 H5 . 0.9300 ?
C4 H4 . 0.9300 ?
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_publ_flag
O1 H1 Cl2 0.82 2.32 2.954(3) 134.6 yes
