#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/46/2234659.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_2234659
loop_
_publ_author_name
'Wang, Haixia'
'Lang, Yuehe'
'Wang, Shaohong'
_publ_section_title
;
 Chlorido[4-chloro-2-(pyridin-2-ylmethyliminomethyl)phenolato-κ³N,N',O]copper(II)
;
_journal_coeditor_code           HG5195
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m540
_journal_paper_doi               10.1107/S1600536812013359
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Cu (C13 H10 Cl N2 O) Cl]'
_chemical_formula_moiety         'C13 H10 Cl2 Cu N2 O'
_chemical_formula_sum            'C13 H10 Cl2 Cu N2 O'
_chemical_formula_weight         344.67
_chemical_name_systematic
;
Chlorido[4-chloro-2-(pyridin-2-ylmethyliminomethyl)phenolato-
κ³N,N',O]copper(II)
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.7975(11)
_cell_length_b                   13.638(2)
_cell_length_c                   24.854(4)
_cell_measurement_reflns_used    1346
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.324
_cell_measurement_theta_min      2.761
_cell_volume                     2643.0(7)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008b)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008b)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008b)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0533
_diffrn_reflns_av_sigmaI/netI    0.0376
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12098
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.64
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.047
_exptl_absorpt_correction_T_max  0.8372
_exptl_absorpt_correction_T_min  0.7488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2008a)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.326
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2325
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0418P)²+1.4463P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0975
_reflns_number_gt                1580
_reflns_number_total             2325
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            hg5195.cif
_cod_data_source_block           I
_cod_original_cell_volume        2643.1(7)
_cod_database_code               2234659
_cod_database_fobs_code          2234659
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
_atom_site_symmetry_multiplicity
Cu Cu1 0.10863(6) 0.97468(3) 0.248134(18) 0.03844(17) Uani d . 1 1
Cl Cl1 0.43484(19) 0.64978(10) 0.45552(5) 0.0755(4) Uani d . 1 1
Cl Cl2 -0.09768(12) 1.09117(7) 0.25915(4) 0.0441(3) Uani d . 1 1
O O1 0.1221(4) 0.9585(2) 0.32421(11) 0.0504(8) Uani d . 1 1
N N1 0.2305(4) 0.8517(2) 0.23433(11) 0.0349(7) Uani d . 1 1
N N2 0.1071(4) 0.9820(2) 0.16720(13) 0.0407(8) Uani d . 1 1
C C1 0.2746(5) 0.8043(3) 0.32695(15) 0.0358(9) Uani d . 1 1
C C2 0.1939(5) 0.8871(3) 0.35062(16) 0.0399(10) Uani d . 1 1
C C3 0.1894(6) 0.8900(3) 0.40777(17) 0.0524(12) Uani d . 1 1
H H3 0.1355 0.9426 0.4246 0.063 Uiso calc R 1 1
C C4 0.2610(6) 0.8186(3) 0.43873(17) 0.0564(12) Uani d . 1 1
H H4 0.2573 0.8231 0.4760 0.068 Uiso calc R 1 1
C C5 0.3394(5) 0.7391(3) 0.41436(17) 0.0472(11) Uani d . 1 1
C C6 0.3446(5) 0.7312(3) 0.36013(16) 0.0414(10) Uani d . 1 1
H H6 0.3953 0.6764 0.3446 0.050 Uiso calc R 1 1
C C7 0.2900(5) 0.7931(3) 0.27008(15) 0.0343(9) Uani d . 1 1
H H7 0.3488 0.7381 0.2578 0.041 Uiso calc R 1 1
C C8 0.1920(5) 0.9084(3) 0.14267(15) 0.0392(10) Uani d . 1 1
C C9 0.2162(6) 0.9091(3) 0.08752(17) 0.0544(12) Uani d . 1 1
H H9 0.2736 0.8576 0.0709 0.065 Uiso calc R 1 1
C C10 0.1555(6) 0.9855(4) 0.05748(19) 0.0655(14) Uani d . 1 1
H H10 0.1727 0.9868 0.0205 0.079 Uiso calc R 1 1
C C11 0.0687(6) 1.0606(4) 0.08264(19) 0.0646(13) Uani d . 1 1
H H11 0.0268 1.1134 0.0630 0.077 Uiso calc R 1 1
C C12 0.0453(6) 1.0559(3) 0.13728(17) 0.0535(12) Uani d . 1 1
H H12 -0.0157 1.1057 0.1542 0.064 Uiso calc R 1 1
C C13 0.2559(5) 0.8271(3) 0.17772(14) 0.0407(10) Uani d . 1 1
H H13A 0.1948 0.7671 0.1693 0.049 Uiso calc R 1 1
H H13B 0.3770 0.8163 0.1709 0.049 Uiso calc R 1 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
O1 Cu1 N1 92.74(12)
O1 Cu1 N2 175.25(13)
N1 Cu1 N2 82.55(13)
O1 Cu1 Cl2 90.03(9)
N1 Cu1 Cl2 164.03(10)
N2 Cu1 Cl2 94.67(10)
C2 O1 Cu1 127.7(3)
C7 N1 C13 118.4(3)
C7 N1 Cu1 126.0(3)
C13 N1 Cu1 115.6(2)
C12 N2 C8 119.0(4)
C12 N2 Cu1 126.4(3)
C8 N2 Cu1 114.3(3)
C6 C1 C2 119.6(4)
C6 C1 C7 118.2(4)
C2 C1 C7 122.2(3)
O1 C2 C1 125.2(4)
O1 C2 C3 118.2(4)
C1 C2 C3 116.5(4)
C4 C3 C2 122.3(4)
C4 C3 H3 118.8
C2 C3 H3 118.8
C3 C4 C5 119.6(4)
C3 C4 H4 120.2
C5 C4 H4 120.2
C6 C5 C4 120.8(4)
C6 C5 Cl1 120.8(3)
C4 C5 Cl1 118.4(3)
C5 C6 C1 121.1(4)
C5 C6 H6 119.4
C1 C6 H6 119.4
N1 C7 C1 126.1(4)
N1 C7 H7 117.0
C1 C7 H7 117.0
N2 C8 C9 120.6(4)
N2 C8 C13 116.9(3)
C9 C8 C13 122.5(4)
C10 C9 C8 120.0(4)
C10 C9 H9 120.0
C8 C9 H9 120.0
C9 C10 C11 119.3(5)
C9 C10 H10 120.4
C11 C10 H10 120.4
C12 C11 C10 118.7(5)
C12 C11 H11 120.7
C10 C11 H11 120.7
N2 C12 C11 122.4(4)
N2 C12 H12 118.8
C11 C12 H12 118.8
N1 C13 C8 110.2(3)
N1 C13 H13A 109.6
C8 C13 H13A 109.6
N1 C13 H13B 109.6
C8 C13 H13B 109.6
H13A C13 H13B 108.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu1 O1 1.907(3)
Cu1 N1 1.958(3)
Cu1 N2 2.014(3)
Cu1 Cl2 2.2775(11)
Cl1 C5 1.756(4)
O1 C2 1.300(4)
N1 C7 1.282(4)
N1 C13 1.460(4)
N2 C12 1.342(5)
N2 C8 1.348(5)
C1 C6 1.404(5)
C1 C2 1.421(5)
C1 C7 1.427(5)
C2 C3 1.422(5)
C3 C4 1.362(6)
C3 H3 0.9300
C4 C5 1.384(6)
C4 H4 0.9300
C5 C6 1.353(5)
C6 H6 0.9300
C7 H7 0.9300
C8 C9 1.383(5)
C8 C13 1.495(5)
C9 C10 1.367(6)
C9 H9 0.9300
C10 C11 1.377(6)
C10 H10 0.9300
C11 C12 1.372(6)
C11 H11 0.9300
C12 H12 0.9300
C13 H13A 0.9700
C13 H13B 0.9700
