#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/00/2230006.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_2230006
loop_
_publ_author_name
'Jiang, Hong-Shi'
'Li, Hui'
'Wang, Jian'
'Ma, Hui-Xuan'
'Zhang, Zhe'
_publ_section_title
;
 catena-Poly[[dinitratocopper(II)]-μ-4,4''-bis(1H-benzimidazol-1-yl)-1,1':4',1''-terphenyl]
;
_journal_coeditor_code           HB5843
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m603
_journal_paper_doi               10.1107/S1600536811013596
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu (N O3)2 (C32 H22 N4)]'
_chemical_formula_moiety         'C32 H22 Cu N6 O6'
_chemical_formula_sum            'C32 H22 Cu N6 O6'
_chemical_formula_weight         650.10
_chemical_name_systematic
;
catena-Poly[[dinitratocopper(II)]-μ-4,4''-bis(1H-
benzimidazol-1-yl)-1,1':4',1''-terphenyl]
;
_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                 103.94(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.960(3)
_cell_length_b                   15.237(3)
_cell_length_c                   12.139(2)
_cell_measurement_reflns_used    4661
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.69
_cell_measurement_theta_min      1.94
_cell_volume                     2685.5(9)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_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  0.0437
_diffrn_reflns_av_sigmaI/netI    0.0322
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13493
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_exptl_absorpt_coefficient_mu    0.875
_exptl_absorpt_correction_T_max  0.877
_exptl_absorpt_correction_T_min  0.839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku/MSC, 2005)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1332
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.770
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2371
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0436
_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)+(0.0735P)²+6.1716P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1212
_refine_ls_wR_factor_ref         0.1238
_reflns_number_gt                2181
_reflns_number_total             2371
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5843.cif
_cod_data_source_block           I
_cod_original_cell_volume        2685.7(9)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2230006
_cod_database_fobs_code          2230006
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_disorder_assembly
_atom_site_disorder_group
Cu Cu1 1.0000 1.08431(3) 0.7500 0.0158(2) Uani d S 1 . .
N N1 0.90976(16) 1.00076(15) 0.7873(2) 0.0147(5) Uani d . 1 . .
N N2 0.79830(16) 0.95918(15) 0.8684(2) 0.0127(5) Uani d . 1 . .
N N3 1.00584(19) 1.19959(17) 0.5927(2) 0.0228(6) Uani d . 1 . .
C C1 0.86254(19) 1.01906(19) 0.8646(2) 0.0149(6) Uani d . 1 . .
H H1A 0.8733 1.0684 0.9110 0.018 Uiso calc R 1 . .
C C2 0.87224(19) 0.92203(18) 0.7368(2) 0.0124(6) Uani d . 1 . .
C C3 0.89502(19) 0.87094(19) 0.6515(2) 0.0144(6) Uani d . 1 . .
H H3A 0.9423 0.8872 0.6180 0.017 Uiso calc R 1 . .
C C4 0.8443(2) 0.79544(19) 0.6192(2) 0.0176(6) Uani d . 1 . .
H H4A 0.8587 0.7594 0.5641 0.021 Uiso calc R 1 . .
C C5 0.7707(2) 0.77168(19) 0.6684(3) 0.0177(6) Uani d . 1 . .
H H5A 0.7365 0.7217 0.6423 0.021 Uiso calc R 1 . .
C C6 0.74853(18) 0.82031(18) 0.7533(2) 0.0135(6) Uani d . 1 . .
H H6A 0.7009 0.8041 0.7862 0.016 Uiso calc R 1 . .
C C7 0.80152(19) 0.89544(18) 0.7875(2) 0.0119(6) Uani d . 1 . .
C C8 0.73918(18) 0.96045(18) 0.9471(2) 0.0114(6) Uani d . 1 . .
C C9 0.7327(2) 0.8866(2) 1.0116(3) 0.0189(7) Uani d . 1 . .
H H9A 0.7667 0.8365 1.0055 0.023 Uiso calc R 1 . .
C C10 0.6748(2) 0.88846(19) 1.0852(3) 0.0180(6) Uani d . 1 . .
H H10A 0.6696 0.8386 1.1273 0.022 Uiso calc R 1 . .
C C11 0.62384(18) 0.96369(18) 1.0978(2) 0.0113(6) Uani d . 1 . .
C C12 0.63268(18) 1.03720(18) 1.0321(2) 0.0112(6) Uani d . 1 . .
H H12A 0.6000 1.0880 1.0391 0.013 Uiso calc R 1 . .
C C13 0.68927(19) 1.03586(18) 0.9565(2) 0.0116(6) Uani d . 1 . .
H H13A 0.6937 1.0850 0.9127 0.014 Uiso calc R 1 . .
C C14 0.56072(18) 0.96408(18) 1.1761(2) 0.0108(6) Uani d . 1 . .
C C15 0.52982(19) 1.04264(18) 1.2139(2) 0.0129(6) Uani d . 1 . .
H H15A 0.5494 1.0958 1.1903 0.015 Uiso calc R 1 . .
C C16 0.52938(19) 0.88512(19) 1.2128(2) 0.0126(6) Uani d . 1 . .
H H16A 0.5478 0.8320 1.1875 0.015 Uiso calc R 1 . .
O O1 1.06322(14) 1.18409(14) 0.68862(19) 0.0224(5) Uani d . 1 . .
O O2 1.01639(19) 1.26531(16) 0.5384(2) 0.0373(6) Uani d . 1 . .
O O3 0.94347(17) 1.14482(17) 0.5587(2) 0.0352(6) Uani d . 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'
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 N1 . 2_756 100.24(14) ?
N1 Cu1 O1 . 2_756 89.66(9) ?
N1 Cu1 O1 2_756 2_756 165.63(9) ?
N1 Cu1 O1 . . 165.63(9) ?
N1 Cu1 O1 2_756 . 89.66(9) ?
O1 Cu1 O1 2_756 . 82.68(12) ?
C1 N1 C2 . . 105.2(2) ?
C1 N1 Cu1 . . 122.08(19) ?
C2 N1 Cu1 . . 132.22(19) ?
C1 N2 C7 . . 107.8(2) ?
C1 N2 C8 . . 124.9(2) ?
C7 N2 C8 . . 127.2(2) ?
O2 N3 O3 . . 123.4(3) ?
O2 N3 O1 . . 119.3(3) ?
O3 N3 O1 . . 117.3(2) ?
N1 C1 N2 . . 112.9(3) ?
N1 C1 H1A . . 123.5 ?
N2 C1 H1A . . 123.5 ?
C3 C2 N1 . . 131.0(3) ?
C3 C2 C7 . . 120.4(3) ?
N1 C2 C7 . . 108.6(2) ?
C4 C3 C2 . . 117.2(3) ?
C4 C3 H3A . . 121.4 ?
C2 C3 H3A . . 121.4 ?
C3 C4 C5 . . 121.4(3) ?
C3 C4 H4A . . 119.3 ?
C5 C4 H4A . . 119.3 ?
C6 C5 C4 . . 122.0(3) ?
C6 C5 H5A . . 119.0 ?
C4 C5 H5A . . 119.0 ?
C5 C6 C7 . . 116.3(3) ?
C5 C6 H6A . . 121.9 ?
C7 C6 H6A . . 121.9 ?
N2 C7 C6 . . 131.9(3) ?
N2 C7 C2 . . 105.4(2) ?
C6 C7 C2 . . 122.6(3) ?
C9 C8 C13 . . 120.8(3) ?
C9 C8 N2 . . 119.8(2) ?
C13 C8 N2 . . 119.4(2) ?
C10 C9 C8 . . 119.1(3) ?
C10 C9 H9A . . 120.5 ?
C8 C9 H9A . . 120.5 ?
C9 C10 C11 . . 121.8(3) ?
C9 C10 H10A . . 119.1 ?
C11 C10 H10A . . 119.1 ?
C12 C11 C10 . . 117.5(3) ?
C12 C11 C14 . . 121.4(2) ?
C10 C11 C14 . . 121.0(2) ?
C13 C12 C11 . . 121.4(3) ?
C13 C12 H12A . . 119.3 ?
C11 C12 H12A . . 119.3 ?
C8 C13 C12 . . 119.4(3) ?
C8 C13 H13A . . 120.3 ?
C12 C13 H13A . . 120.3 ?
C15 C14 C16 . . 117.9(3) ?
C15 C14 C11 . . 121.4(2) ?
C16 C14 C11 . . 120.7(2) ?
C15 C15 C14 2_657 . 121.21(16) ?
C15 C15 H15A 2_657 . 119.4 ?
C14 C15 H15A . . 119.4 ?
C14 C16 C16 . 2_657 120.89(16) ?
C14 C16 H16A . . 119.6 ?
C16 C16 H16A 2_657 . 119.6 ?
N3 O1 Cu1 . . 101.61(16) ?
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 . 1.985(2) y
Cu1 N1 2_756 1.985(2) ?
Cu1 O1 2_756 2.025(2) ?
Cu1 O1 . 2.025(2) y
Cu1 O3 . 2.452(3) y
Cu1 O3 2_756 2.452(3) ?
N1 C1 . 1.333(4) ?
N1 C2 . 1.401(4) ?
N2 C1 . 1.334(4) ?
N2 C7 . 1.390(4) ?
N2 C8 . 1.450(3) ?
N3 O2 . 1.230(3) ?
N3 O3 . 1.246(4) ?
N3 O1 . 1.291(4) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.401(4) ?
C2 C7 . 1.406(4) ?
C3 C4 . 1.382(4) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.420(4) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.373(4) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.398(4) ?
C6 H6A . 0.9300 ?
C8 C9 . 1.388(4) ?
C8 C13 . 1.390(4) ?
C9 C10 . 1.386(4) ?
C9 H9A . 0.9300 ?
C10 C11 . 1.406(4) ?
C10 H10A . 0.9300 ?
C11 C12 . 1.400(4) ?
C11 C14 . 1.493(4) ?
C12 C13 . 1.390(4) ?
C12 H12A . 0.9300 ?
C13 H13A . 0.9300 ?
C14 C15 . 1.400(4) ?
C14 C16 . 1.402(4) ?
C15 C15 2_657 1.394(5) ?
C15 H15A . 0.9300 ?
C16 C16 2_657 1.404(5) ?
C16 H16A . 0.9300 ?
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
N1 Cu1 N1 C1 2_756 . . . 147.7(3) ?
O1 Cu1 N1 C1 2_756 . . . -21.8(2) ?
O1 Cu1 N1 C1 . . . . -79.4(4) ?
N1 Cu1 N1 C2 2_756 . . . -41.6(2) ?
O1 Cu1 N1 C2 2_756 . . . 148.9(3) ?
O1 Cu1 N1 C2 . . . . 91.3(4) ?
C2 N1 C1 N2 . . . . 0.1(3) ?
Cu1 N1 C1 N2 . . . . 173.00(18) ?
C7 N2 C1 N1 . . . . -0.3(3) ?
C8 N2 C1 N1 . . . . 177.6(2) ?
C1 N1 C2 C3 . . . . -179.0(3) ?
Cu1 N1 C2 C3 . . . . 9.1(5) ?
C1 N1 C2 C7 . . . . 0.1(3) ?
Cu1 N1 C2 C7 . . . . -171.8(2) ?
N1 C2 C3 C4 . . . . -179.9(3) ?
C7 C2 C3 C4 . . . . 1.0(4) ?
C2 C3 C4 C5 . . . . 1.5(4) ?
C3 C4 C5 C6 . . . . -2.7(4) ?
C4 C5 C6 C7 . . . . 1.0(4) ?
C1 N2 C7 C6 . . . . -177.8(3) ?
C8 N2 C7 C6 . . . . 4.5(5) ?
C1 N2 C7 C2 . . . . 0.3(3) ?
C8 N2 C7 C2 . . . . -177.4(3) ?
C5 C6 C7 N2 . . . . 179.4(3) ?
C5 C6 C7 C2 . . . . 1.6(4) ?
C3 C2 C7 N2 . . . . 179.0(3) ?
N1 C2 C7 N2 . . . . -0.2(3) ?
C3 C2 C7 C6 . . . . -2.7(4) ?
N1 C2 C7 C6 . . . . 178.1(2) ?
C1 N2 C8 C9 . . . . -128.1(3) ?
C7 N2 C8 C9 . . . . 49.3(4) ?
C1 N2 C8 C13 . . . . 52.2(4) ?
C7 N2 C8 C13 . . . . -130.4(3) ?
C13 C8 C9 C10 . . . . 0.6(4) ?
N2 C8 C9 C10 . . . . -179.1(3) ?
C8 C9 C10 C11 . . . . -1.2(5) ?
C9 C10 C11 C12 . . . . 0.7(4) ?
C9 C10 C11 C14 . . . . 179.0(3) ?
C10 C11 C12 C13 . . . . 0.4(4) ?
C14 C11 C12 C13 . . . . -178.0(3) ?
C9 C8 C13 C12 . . . . 0.4(4) ?
N2 C8 C13 C12 . . . . -179.9(2) ?
C11 C12 C13 C8 . . . . -0.9(4) ?
C12 C11 C14 C15 . . . . -19.7(4) ?
C10 C11 C14 C15 . . . . 161.9(3) ?
C12 C11 C14 C16 . . . . 159.3(3) ?
C10 C11 C14 C16 . . . . -19.0(4) ?
C16 C14 C15 C15 . . . 2_657 0.4(5) ?
C11 C14 C15 C15 . . . 2_657 179.4(3) ?
C15 C14 C16 C16 . . . 2_657 -1.5(5) ?
C11 C14 C16 C16 . . . 2_657 179.5(3) ?
O2 N3 O1 Cu1 . . . . 170.1(2) ?
O3 N3 O1 Cu1 . . . . -11.7(3) ?
N1 Cu1 O1 N3 . . . . -28.9(4) ?
N1 Cu1 O1 N3 2_756 . . . 105.01(17) ?
O1 Cu1 O1 N3 2_756 . . . -87.19(17) ?
