#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/46/2214676.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_2214676
loop_
_publ_author_name
'Huang, Xiao-Chun'
'Luo, Wei'
'Shen, Yu-Feng'
'Ng, Seik Weng'
_publ_section_title
catena-Poly[copper(I)-μ-[2-(3-pyridyl)benzimidazolato-κ²N:N']]
_journal_coeditor_code           HB2460
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2041
_journal_page_last               m2041
_journal_paper_doi               10.1107/S1600536807031455
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (C12 H8 N3)]'
_chemical_formula_moiety         'C12 H8 Cu N3'
_chemical_formula_sum            'C12 H8 Cu N3'
_chemical_formula_weight         257.75
_chemical_name_systematic
;
catena-Poly[copper(I)-μ-[2-(3-pyridyl)benzimidazolato-
κ²N:N']]
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_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            4
_cell_length_a                   22.940(3)
_cell_length_b                   11.0550(10)
_cell_length_c                   3.8050(4)
_cell_measurement_reflns_used    1264
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      3.2
_cell_volume                     964.95(18)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (or APEX2?) (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Bruker APEX CCD'
_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  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            3566
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.05
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.231
_exptl_absorpt_correction_T_max  0.791
_exptl_absorpt_correction_T_min  0.623
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            'Light yellow'
_exptl_crystal_density_diffrn    1.774
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.227
_refine_ls_abs_structure_details 'Flack (1983), 620 Friedel pairs'
_refine_ls_abs_structure_Flack   0.04(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1568
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0318
_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)+(0.0531P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0818
_refine_ls_wR_factor_ref         0.0867
_reflns_number_gt                1306
_reflns_number_total             1568
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2460.cif
_cod_data_source_block           I
_cod_original_cell_volume        964.91(18)
_cod_original_formula_sum        'C12 H8 N3 Cu'
_cod_database_code               2214676
_cod_database_fobs_code          2214676
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, 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_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.74935(2) 0.65062(4) 0.5000(4) 0.02952(18) Uani d . 1 . .
N N1 0.72737(15) 0.8039(3) 0.3434(9) 0.0286(8) Uani d . 1 . .
N N2 0.72837(15) 0.9975(3) 0.1567(9) 0.0261(8) Uani d . 1 . .
N N3 0.91461(16) 1.0027(4) 0.3531(12) 0.0364(10) Uani d P 0.50 A 1
C C3' 0.91461(16) 1.0027(4) 0.3531(12) 0.0364(10) Uani d P 0.50 A 2
H H3' 0.9345 1.0707 0.4326 0.044 Uiso calc PR 0.50 A 2
C C1 0.67013(19) 0.8423(3) 0.3150(12) 0.0289(10) Uani d . 1 . .
C C2 0.61824(18) 0.7842(3) 0.3838(12) 0.0345(11) Uani d . 1 . .
H H2 0.6177 0.7049 0.4656 0.041 Uiso calc R 1 . .
C C3 0.5674(2) 0.8463(4) 0.3283(15) 0.0393(12) Uani d . 1 . .
H H3 0.5319 0.8084 0.3725 0.047 Uiso calc R 1 . .
C C4 0.5677(2) 0.9649(4) 0.2074(12) 0.0369(11) Uani d . 1 . .
H H4 0.5325 1.0050 0.1732 0.044 Uiso calc R 1 . .
C C5 0.61899(19) 1.0236(4) 0.1378(11) 0.0343(10) Uani d . 1 . .
H H5 0.6191 1.1025 0.0529 0.041 Uiso calc R 1 . .
C C6 0.67062(17) 0.9626(3) 0.1972(10) 0.0259(9) Uani d . 1 . .
C C7 0.76014(16) 0.9008(4) 0.2484(11) 0.0259(9) Uani d . 1 . .
C C8 0.82406(17) 0.8993(4) 0.2412(10) 0.0274(9) Uani d . 1 A .
C C9 0.85672(19) 0.9970(4) 0.3604(12) 0.0371(11) Uani d . 1 . .
H H9 0.8367 1.0630 0.4518 0.045 Uiso calc R 1 A 1
C C10 0.9427(2) 0.9072(4) 0.2275(14) 0.0462(12) Uani d . 1 . .
H H10 0.9832 0.9092 0.2209 0.055 Uiso calc R 1 A 1
C C11 0.91465(19) 0.8052(4) 0.1062(11) 0.0478(12) Uani d P 0.50 A 1
H H11 0.9360 0.7402 0.0193 0.057 Uiso calc PR 0.50 A 1
N N11' 0.91465(19) 0.8052(4) 0.1062(11) 0.0478(12) Uani d P 0.50 A 2
C C12 0.85523(18) 0.8008(4) 0.1152(10) 0.0328(11) Uani d . 1 . .
H H12 0.8357 0.7321 0.0373 0.039 Uiso calc R 1 A 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'
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_3
_geom_angle
_geom_angle_publ_flag
N1 Cu1 N2 3_645 179.78(16) y
C7 N1 C1 . 105.3(3) ?
C7 N1 Cu1 . 130.7(3) ?
C1 N1 Cu1 . 124.0(3) ?
C7 N2 C6 . 105.6(3) ?
C7 N2 Cu1 3_654 131.1(3) ?
C6 N2 Cu1 3_654 123.3(3) ?
C10 N3 C9 . 117.1(4) ?
C2 C1 N1 . 131.5(4) ?
C2 C1 C6 . 120.6(4) ?
N1 C1 C6 . 107.9(4) ?
C3 C2 C1 . 118.2(4) ?
C3 C2 H2 . 120.9 ?
C1 C2 H2 . 120.9 ?
C2 C3 C4 . 121.3(4) ?
C2 C3 H3 . 119.4 ?
C4 C3 H3 . 119.4 ?
C5 C4 C3 . 121.1(4) ?
C5 C4 H4 . 119.5 ?
C3 C4 H4 . 119.5 ?
C4 C5 C6 . 118.3(4) ?
C4 C5 H5 . 120.9 ?
C6 C5 H5 . 120.9 ?
C5 C6 N2 . 131.6(4) ?
C5 C6 C1 . 120.5(4) ?
N2 C6 C1 . 107.8(4) ?
N2 C7 N1 . 113.4(4) ?
N2 C7 C8 . 123.2(4) ?
N1 C7 C8 . 123.4(4) ?
C12 C8 C9 . 116.4(4) ?
C12 C8 C7 . 122.0(4) ?
C9 C8 C7 . 121.6(4) ?
N3 C9 C8 . 124.6(4) ?
N3 C9 H9 . 117.7 ?
C8 C9 H9 . 117.7 ?
N3 C10 C11 . 123.0(4) ?
N3 C10 H10 . 118.5 ?
C11 C10 H10 . 118.5 ?
C12 C11 C10 . 119.2(4) ?
C12 C11 H11 . 120.4 ?
C10 C11 H11 . 120.4 ?
C11 C12 C8 . 119.7(4) ?
C11 C12 H12 . 120.2 ?
C8 C12 H12 . 120.2 ?
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 . 1.866(3) y
Cu1 N2 3_645 1.866(3) y
N1 C7 . 1.357(6) ?
N1 C1 . 1.384(5) ?
N2 C7 . 1.340(5) ?
N2 C6 . 1.388(5) ?
N2 Cu1 3_654 1.866(3) ?
N3 C10 . 1.326(6) ?
N3 C9 . 1.330(5) ?
C1 C2 . 1.378(5) ?
C1 C6 . 1.404(4) ?
C2 C3 . 1.371(6) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.389(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.370(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.382(5) ?
C5 H5 . 0.9300 ?
C7 C8 . 1.467(5) ?
C8 C12 . 1.389(6) ?
C8 C9 . 1.390(5) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.378(6) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.364(6) ?
C11 H11 . 0.9300 ?
C12 H12 . 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
C7 N1 C1 C2 . -178.5(5)
Cu1 N1 C1 C2 . -0.7(7)
C7 N1 C1 C6 . 0.8(5)
Cu1 N1 C1 C6 . 178.6(3)
N1 C1 C2 C3 . -179.7(5)
C6 C1 C2 C3 . 1.1(6)
C1 C2 C3 C4 . -0.2(7)
C2 C3 C4 C5 . 0.3(7)
C3 C4 C5 C6 . -1.2(6)
C4 C5 C6 N2 . -179.2(4)
C4 C5 C6 C1 . 2.0(6)
C7 N2 C6 C5 . -179.0(4)
Cu1 N2 C6 C5 3_654 0.5(6)
C7 N2 C6 C1 . -0.1(4)
Cu1 N2 C6 C1 3_654 179.4(3)
C2 C1 C6 C5 . -2.0(6)
N1 C1 C6 C5 . 178.6(4)
C2 C1 C6 N2 . 178.9(4)
N1 C1 C6 N2 . -0.4(4)
C6 N2 C7 N1 . 0.7(5)
Cu1 N2 C7 N1 3_654 -178.8(3)
C6 N2 C7 C8 . 179.7(4)
Cu1 N2 C7 C8 3_654 0.2(6)
C1 N1 C7 N2 . -0.9(5)
Cu1 N1 C7 N2 . -178.6(3)
C1 N1 C7 C8 . -180.0(4)
Cu1 N1 C7 C8 . 2.4(6)
N2 C7 C8 C12 . -137.8(4)
N1 C7 C8 C12 . 41.1(6)
N2 C7 C8 C9 . 42.1(6)
N1 C7 C8 C9 . -138.9(4)
C10 N3 C9 C8 . -1.0(8)
C12 C8 C9 N3 . 1.7(7)
C7 C8 C9 N3 . -178.2(4)
C9 N3 C10 C11 . 0.3(8)
N3 C10 C11 C12 . -0.2(8)
C10 C11 C12 C8 . 0.9(7)
C9 C8 C12 C11 . -1.6(7)
C7 C8 C12 C11 . 178.4(4)
