#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/05/2230556.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_2230556
loop_
_publ_author_name
'Qiang, Hong'
'Zhang, Fan'
_publ_section_title
;
 trans-Dichloridobis[(6-nicotinoyl-2-pyridyl-κN⁶)(3-pyridyl-κN)methanone]copper(II)
;
_journal_coeditor_code           ZQ2102
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m758
_journal_paper_doi               10.1107/S1600536811017685
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu Cl2 (C17 H11 N3 O2)2]'
_chemical_formula_moiety         'C34 H22 Cl2 Cu N6 O4'
_chemical_formula_sum            'C34 H22 Cl2 Cu N6 O4'
_chemical_formula_weight         713.02
_chemical_name_systematic
;trans-Dichloridobis[(6-nicotinoyl-2-pyridyl-κN⁶)(3-pyridyl-
κN)methanone]copper(II)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 121.522(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.728(3)
_cell_length_b                   11.8971(18)
_cell_length_c                   16.695(3)
_cell_measurement_temperature    293(2)
_cell_volume                     3170.9(9)
_computing_cell_refinement       'APEX2 and SAINT (Bruker 2007)'
_computing_data_collection       'APEX2 (Bruker 2007)'
_computing_data_reduction        'SAINT (Bruker 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       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  0.0197
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11215
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.907
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2007)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1452
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.208
_refine_ls_extinction_coef       0.00079(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         3937
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0286
_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)+(0.0423P)²+2.1803P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0844
_reflns_number_gt                3361
_reflns_number_total             3937
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zq2102.cif
_cod_data_source_block           I
_cod_original_cell_volume        3170.9(8)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2230556
_cod_database_fobs_code          2230556
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.7500 0.2500 0.5000 0.03142(9) Uani d S 1 2 . .
Cl Cl1 0.69747(3) 0.11938(3) 0.38011(3) 0.03905(11) Uani d . 1 1 . .
O O2 0.77486(11) 0.74717(10) 0.35782(15) 0.0670(5) Uani d . 1 1 . .
C C12 0.73237(11) 0.67642(13) 0.36615(13) 0.0423(4) Uani d . 1 1 . .
C C1 0.45389(14) 0.2790(2) 0.33217(19) 0.0666(6) Uani d . 1 1 . .
H H1A 0.4120 0.2267 0.2971 0.080 Uiso calc R 1 1 . .
C C2 0.43565(12) 0.39132(18) 0.32729(16) 0.0588(5) Uani d . 1 1 . .
H H2A 0.3811 0.4166 0.2878 0.071 Uiso calc R 1 1 . .
C C3 0.49909(10) 0.46676(15) 0.38157(12) 0.0404(4) Uani d . 1 1 . .
C C4 0.57867(10) 0.42349(14) 0.44252(12) 0.0386(3) Uani d . 1 1 . .
H H4A 0.6207 0.4729 0.4830 0.046 Uiso calc R 1 1 . .
N N1 0.59789(9) 0.31499(12) 0.44589(11) 0.0464(3) Uani d . 1 1 . .
C C5 0.53567(13) 0.24547(15) 0.39018(18) 0.0571(5) Uani d . 1 1 . .
H H5A 0.5483 0.1698 0.3905 0.069 Uiso calc R 1 1 . .
C C6 0.47982(11) 0.58898(16) 0.37172(13) 0.0453(4) Uani d . 1 1 . .
O O1 0.41059(9) 0.62239(13) 0.35012(13) 0.0676(4) Uani d . 1 1 . .
C C7 0.54433(11) 0.67304(14) 0.38234(13) 0.0432(4) Uani d . 1 1 . .
C C8 0.53320(14) 0.78598(18) 0.39550(17) 0.0602(5) Uani d . 1 1 . .
H H8A 0.4891 0.8084 0.4023 0.072 Uiso calc R 1 1 . .
C C9 0.58907(15) 0.86377(16) 0.39825(18) 0.0657(6) Uani d . 1 1 . .
H H9A 0.5826 0.9397 0.4062 0.079 Uiso calc R 1 1 . .
C C10 0.65408(13) 0.82833(15) 0.38923(14) 0.0520(5) Uani d . 1 1 . .
H H10A 0.6924 0.8795 0.3908 0.062 Uiso calc R 1 1 . .
C C11 0.66154(11) 0.71359(13) 0.37759(12) 0.0394(4) Uani d . 1 1 . .
N N2 0.60753(9) 0.63678(11) 0.37358(10) 0.0378(3) Uani d . 1 1 . .
N N3 0.76337(8) 0.36519(10) 0.41813(9) 0.0300(3) Uani d . 1 1 . .
C C14 0.74131(10) 0.47290(12) 0.41611(11) 0.0314(3) Uani d . 1 1 . .
H H14A 0.7177 0.4935 0.4510 0.038 Uiso calc R 1 1 . .
C C15 0.75214(10) 0.55503(12) 0.36437(11) 0.0338(3) Uani d . 1 1 . .
C C16 0.78887(11) 0.52392(15) 0.31374(12) 0.0419(4) Uani d . 1 1 . .
H H16A 0.7983 0.5770 0.2794 0.050 Uiso calc R 1 1 . .
C C17 0.81099(11) 0.41376(15) 0.31523(13) 0.0431(4) Uani d . 1 1 . .
H H17A 0.8353 0.3914 0.2815 0.052 Uiso calc R 1 1 . .
C C13 0.79703(10) 0.33587(14) 0.36711(11) 0.0368(3) Uani d . 1 1 . .
H H13A 0.8113 0.2611 0.3667 0.044 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N3 Cu1 N3 . 7_656 180.0 ?
N3 Cu1 Cl1 . . 90.99(4) ?
N3 Cu1 Cl1 7_656 . 89.01(4) ?
N3 Cu1 Cl1 . 7_656 89.01(4) ?
N3 Cu1 Cl1 7_656 7_656 90.99(4) ?
Cl1 Cu1 Cl1 . 7_656 180.0 ?
O2 C12 C15 . . 118.88(17) ?
O2 C12 C11 . . 119.02(16) ?
C15 C12 C11 . . 122.10(14) ?
C2 C1 C5 . . 118.40(19) ?
C2 C1 H1A . . 120.8 ?
C5 C1 H1A . . 120.8 ?
C1 C2 C3 . . 119.45(18) ?
C1 C2 H2A . . 120.3 ?
C3 C2 H2A . . 120.3 ?
C2 C3 C4 . . 117.64(17) ?
C2 C3 C6 . . 119.12(16) ?
C4 C3 C6 . . 123.23(16) ?
N1 C4 C3 . . 123.46(16) ?
N1 C4 H4A . . 118.3 ?
C3 C4 H4A . . 118.3 ?
C5 N1 C4 . . 116.97(16) ?
N1 C5 C1 . . 123.86(18) ?
N1 C5 H5A . . 118.1 ?
C1 C5 H5A . . 118.1 ?
O1 C6 C3 . . 120.78(18) ?
O1 C6 C7 . . 118.89(17) ?
C3 C6 C7 . . 120.22(15) ?
N2 C7 C8 . . 122.80(18) ?
N2 C7 C6 . . 118.31(15) ?
C8 C7 C6 . . 118.79(17) ?
C9 C8 C7 . . 118.57(19) ?
C9 C8 H8A . . 120.7 ?
C7 C8 H8A . . 120.7 ?
C10 C9 C8 . . 119.50(18) ?
C10 C9 H9A . . 120.2 ?
C8 C9 H9A . . 120.2 ?
C9 C10 C11 . . 118.42(19) ?
C9 C10 H10A . . 120.8 ?
C11 C10 H10A . . 120.8 ?
N2 C11 C10 . . 123.12(17) ?
N2 C11 C12 . . 119.14(14) ?
C10 C11 C12 . . 117.71(16) ?
C7 N2 C11 . . 117.58(14) ?
C14 N3 C13 . . 118.19(13) ?
C14 N3 Cu1 . . 120.94(10) ?
C13 N3 Cu1 . . 120.84(10) ?
N3 C14 C15 . . 123.02(14) ?
N3 C14 H14A . . 118.5 ?
C15 C14 H14A . . 118.5 ?
C14 C15 C16 . . 118.09(14) ?
C14 C15 C12 . . 123.33(14) ?
C16 C15 C12 . . 118.41(14) ?
C17 C16 C15 . . 118.97(14) ?
C17 C16 H16A . . 120.5 ?
C15 C16 H16A . . 120.5 ?
C16 C17 C13 . . 119.84(15) ?
C16 C17 H17A . . 120.1 ?
C13 C17 H17A . . 120.1 ?
N3 C13 C17 . . 121.86(15) ?
N3 C13 H13A . . 119.1 ?
C17 C13 H13A . . 119.1 ?
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 N3 . 2.0412(12) ?
Cu1 N3 7_656 2.0412(12) ?
Cu1 Cl1 . 2.3087(4) ?
Cu1 Cl1 7_656 2.3087(4) ?
O2 C12 . 1.215(2) ?
C12 C15 . 1.495(2) ?
C12 C11 . 1.502(3) ?
C1 C2 . 1.371(3) ?
C1 C5 . 1.376(3) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.383(3) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.391(2) ?
C3 C6 . 1.487(2) ?
C4 N1 . 1.333(2) ?
C4 H4A . 0.9300 ?
N1 C5 . 1.332(2) ?
C5 H5A . 0.9300 ?
C6 O1 . 1.217(2) ?
C6 C7 . 1.506(3) ?
C7 N2 . 1.338(2) ?
C7 C8 . 1.395(3) ?
C8 C9 . 1.380(3) ?
C8 H8A . 0.9300 ?
C9 C10 . 1.369(3) ?
C9 H9A . 0.9300 ?
C10 C11 . 1.396(2) ?
C10 H10A . 0.9300 ?
C11 N2 . 1.339(2) ?
N3 C14 . 1.3415(18) ?
N3 C13 . 1.3438(19) ?
C14 C15 . 1.3875(19) ?
C14 H14A . 0.9300 ?
C15 C16 . 1.390(2) ?
C16 C17 . 1.371(2) ?
C16 H16A . 0.9300 ?
C17 C13 . 1.383(2) ?
C17 H17A . 0.9300 ?
C13 H13A . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C13 H13A O1 3_545 0.93 2.61 3.418(2) 146
C2 H2A Cg1 2_655 0.93 2.73 3.621(3) 162
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 C1 C2 C3 . . . . -1.2(4) ?
C1 C2 C3 C4 . . . . -2.9(3) ?
C1 C2 C3 C6 . . . . 176.4(2) ?
C2 C3 C4 N1 . . . . 5.2(3) ?
C6 C3 C4 N1 . . . . -174.07(17) ?
C3 C4 N1 C5 . . . . -3.0(3) ?
C4 N1 C5 C1 . . . . -1.6(3) ?
C2 C1 C5 N1 . . . . 3.7(4) ?
C2 C3 C6 O1 . . . . 30.2(3) ?
C4 C3 C6 O1 . . . . -150.5(2) ?
C2 C3 C6 C7 . . . . -145.85(19) ?
C4 C3 C6 C7 . . . . 33.5(3) ?
O1 C6 C7 N2 . . . . -157.20(19) ?
C3 C6 C7 N2 . . . . 18.9(3) ?
O1 C6 C7 C8 . . . . 19.2(3) ?
C3 C6 C7 C8 . . . . -164.64(18) ?
N2 C7 C8 C9 . . . . 1.0(3) ?
C6 C7 C8 C9 . . . . -175.3(2) ?
C7 C8 C9 C10 . . . . -0.8(4) ?
C8 C9 C10 C11 . . . . -0.1(3) ?
C9 C10 C11 N2 . . . . 0.9(3) ?
C9 C10 C11 C12 . . . . 178.98(19) ?
O2 C12 C11 N2 . . . . 170.73(18) ?
C15 C12 C11 N2 . . . . -9.1(2) ?
O2 C12 C11 C10 . . . . -7.4(3) ?
C15 C12 C11 C10 . . . . 172.79(16) ?
C8 C7 N2 C11 . . . . -0.2(3) ?
C6 C7 N2 C11 . . . . 176.08(15) ?
C10 C11 N2 C7 . . . . -0.8(3) ?
C12 C11 N2 C7 . . . . -178.81(15) ?
Cl1 Cu1 N3 C14 . . . . 136.92(12) ?
Cl1 Cu1 N3 C14 7_656 . . . -43.08(12) ?
Cl1 Cu1 N3 C13 . . . . -45.23(12) ?
Cl1 Cu1 N3 C13 7_656 . . . 134.77(12) ?
C13 N3 C14 C15 . . . . -0.4(2) ?
Cu1 N3 C14 C15 . . . . 177.50(11) ?
N3 C14 C15 C16 . . . . -1.1(2) ?
N3 C14 C15 C12 . . . . -176.31(15) ?
O2 C12 C15 C14 . . . . 146.67(19) ?
C11 C12 C15 C14 . . . . -33.5(2) ?
O2 C12 C15 C16 . . . . -28.5(3) ?
C11 C12 C15 C16 . . . . 151.27(16) ?
C14 C15 C16 C17 . . . . 1.5(2) ?
C12 C15 C16 C17 . . . . 176.90(16) ?
C15 C16 C17 C13 . . . . -0.4(3) ?
C14 N3 C13 C17 . . . . 1.6(2) ?
Cu1 N3 C13 C17 . . . . -176.35(13) ?
C16 C17 C13 N3 . . . . -1.2(3) ?
