#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/90/2019071.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_2019071
loop_
_publ_author_name
'Xiang, Jing'
_publ_section_title
;
 Two one-dimensional linear zinc(II) polymers:
 catena-poly[[[2,6-bis(1H-benzimidazol-2-yl-κN³)pyridine]zinc(II)]-μ-pyridine-2,4-dicarboxylato-κ²O²:O⁴]
 and
 catena-poly[[[2,6-bis(1H-benzimidazol-2-yl-κN³)pyridine]zinc(II)]-μ-pyridine-2,5-dicarboxylato-κ²O²:O⁵]
;
_journal_coeditor_code           YP3033
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              750
_journal_page_last               753
_journal_paper_doi               10.1107/S0108270113016168
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Zn (C7 H3 N O4) (C19 H13 N5 )]'
_chemical_formula_sum            'C26 H16 N6 O4 Zn'
_chemical_formula_weight         541.82
_chemical_name_systematic
catena-Poly[[[2,6-bis(1H-benzimidazol-2-yl-κN³)pyridine]zinc(II)]-μ-pyridine-2,4-dicarboxylato-κ²O²:O⁴]
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 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                 101.309(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3782(6)
_cell_length_b                   18.1569(19)
_cell_length_c                   14.7588(15)
_cell_measurement_reflns_used    1463
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.5397
_cell_measurement_theta_min      2.6431
_cell_volume                     2201.5(4)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXS97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX area-dectector'
_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  0.0460
_diffrn_reflns_av_sigmaI/netI    0.0723
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6495
_diffrn_reflns_theta_full        24.98
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         2.65
_exptl_absorpt_coefficient_mu    1.166
_exptl_absorpt_correction_T_max  0.840
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.334
_refine_ls_abs_structure_details 'Flack (1983), 1602 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.014(12)
_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     334
_refine_ls_number_reflns         3490
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0392
_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)+(0.0181P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0692
_refine_ls_wR_factor_ref         0.0739
_reflns_number_gt                3041
_reflns_number_total             3858
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            yp3033.cif
_cod_data_source_block           I
_cod_original_cell_volume        2201.6(4)
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               2019071
_cod_database_fobs_code          2019071
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'
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
Zn Zn1 0.60568(5) 0.29903(3) 0.72505(4) 0.02624(14) Uani d . 1 1
N N1 0.4548(4) 0.3858(2) 0.7702(3) 0.0268(9) Uani d . 1 1
N N2 0.4439(4) 0.4842(2) 0.8584(3) 0.0298(10) Uani d . 1 1
H H2A 0.4740 0.5173 0.9000 0.036 Uiso calc R 1 1
N N3 0.7651(4) 0.3591(2) 0.8306(3) 0.0238(9) Uani d . 1 1
N N4 0.8305(4) 0.2421(2) 0.7415(3) 0.0254(9) Uani d . 1 1
N N5 1.0853(4) 0.2286(2) 0.8186(3) 0.0272(9) Uani d . 1 1
H H5A 1.1753 0.2376 0.8563 0.033 Uiso calc R 1 1
N N6 0.4329(4) 0.2641(2) 0.6107(3) 0.0220(8) Uani d . 1 1
O O1 0.6534(3) 0.37063(19) 0.6201(2) 0.0336(8) Uani d . 1 1
O O2 0.5524(4) 0.4078(2) 0.4771(3) 0.0525(11) Uani d . 1 1
O O3 0.0153(3) 0.27838(18) 0.3166(2) 0.0314(8) Uani d . 1 1
O O4 -0.1218(3) 0.2410(2) 0.4235(2) 0.0492(11) Uani d . 1 1
C C1 0.2988(5) 0.4152(3) 0.7488(3) 0.0270(11) Uani d . 1 1
C C2 0.1635(5) 0.3925(3) 0.6842(4) 0.0348(13) Uani d . 1 1
H H2 0.1674 0.3506 0.6485 0.042 Uiso calc R 1 1
C C3 0.0250(6) 0.4338(3) 0.6748(4) 0.0409(13) Uani d . 1 1
H H3 -0.0675 0.4195 0.6328 0.049 Uiso calc R 1 1
C C4 0.0207(6) 0.4972(3) 0.7274(4) 0.0499(16) Uani d . 1 1
H H4 -0.0742 0.5251 0.7177 0.060 Uiso calc R 1 1
C C5 0.1512(5) 0.5203(3) 0.7932(4) 0.0407(14) Uani d . 1 1
H H5 0.1462 0.5622 0.8287 0.049 Uiso calc R 1 1
C C6 0.2916(5) 0.4770(3) 0.8032(3) 0.0282(11) Uani d . 1 1
C C7 0.5356(5) 0.4300(3) 0.8347(3) 0.0268(11) Uani d . 1 1
C C8 0.7095(5) 0.4165(2) 0.8708(3) 0.0246(10) Uani d . 1 1
C C9 0.8119(5) 0.4569(3) 0.9397(3) 0.0341(12) Uani d . 1 1
H H9 0.7735 0.4968 0.9685 0.041 Uiso calc R 1 1
C C10 0.9725(5) 0.4346(3) 0.9629(4) 0.0379(13) Uani d . 1 1
H H10 1.0443 0.4611 1.0072 0.045 Uiso calc R 1 1
C C11 1.0288(5) 0.3743(3) 0.9222(3) 0.0306(12) Uani d . 1 1
H H11 1.1366 0.3591 0.9391 0.037 Uiso calc R 1 1
C C12 0.9192(5) 0.3370(3) 0.8551(3) 0.0243(11) Uani d . 1 1
C C13 0.9475(5) 0.2711(2) 0.8047(3) 0.0227(10) Uani d . 1 1
C C14 1.0517(5) 0.1684(3) 0.7601(3) 0.0276(11) Uani d . 1 1
C C15 1.1439(5) 0.1073(3) 0.7470(4) 0.0327(13) Uani d . 1 1
H H15 1.2483 0.1003 0.7814 0.039 Uiso calc R 1 1
C C16 1.0740(6) 0.0576(3) 0.6807(4) 0.0378(14) Uani d . 1 1
H H16 1.1328 0.0163 0.6693 0.045 Uiso calc R 1 1
C C17 0.9168(5) 0.0679(3) 0.6306(4) 0.0368(13) Uani d . 1 1
H H17 0.8736 0.0337 0.5855 0.044 Uiso calc R 1 1
C C18 0.8231(6) 0.1273(3) 0.6456(3) 0.0349(12) Uani d . 1 1
H H18 0.7170 0.1329 0.6130 0.042 Uiso calc R 1 1
C C19 0.8935(5) 0.1785(2) 0.7115(3) 0.0247(11) Uani d . 1 1
C C20 0.4189(5) 0.3103(2) 0.5385(3) 0.0224(10) Uani d . 1 1
C C21 0.2852(5) 0.3078(3) 0.4668(3) 0.0280(11) Uani d . 1 1
H H21 0.2799 0.3389 0.4162 0.034 Uiso calc R 1 1
C C22 0.1590(5) 0.2592(3) 0.4699(3) 0.0242(10) Uani d . 1 1
C C23 0.1773(5) 0.2114(3) 0.5445(3) 0.0305(12) Uani d . 1 1
H H23 0.0964 0.1774 0.5492 0.037 Uiso calc R 1 1
C C24 0.3173(5) 0.2151(3) 0.6117(3) 0.0270(11) Uani d . 1 1
H H24 0.3307 0.1814 0.6600 0.032 Uiso calc R 1 1
C C25 0.5538(5) 0.3679(3) 0.5454(4) 0.0293(11) Uani d . 1 1
C C26 0.0043(5) 0.2595(3) 0.3963(3) 0.0288(11) Uani d . 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'
O O 0.0106 0.0060 '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'
Zn Zn 0.2839 1.4301 '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
N6 Zn1 O1 . . 78.24(13)
N6 Zn1 N4 . . 113.77(14)
O1 Zn1 N4 . . 95.30(13)
N6 Zn1 N3 . . 166.96(14)
O1 Zn1 N3 . . 92.23(14)
N4 Zn1 N3 . . 75.63(14)
N6 Zn1 O3 . 4 92.04(13)
O1 Zn1 O3 . 4 169.83(12)
N4 Zn1 O3 . 4 91.32(13)
N3 Zn1 O3 . 4 96.89(13)
N6 Zn1 N1 . . 96.48(13)
O1 Zn1 N1 . . 89.09(13)
N4 Zn1 N1 . . 149.71(14)
N3 Zn1 N1 . . 74.26(13)
O3 Zn1 N1 4 . 89.08(13)
C7 N1 C1 . . 104.8(4)
C7 N1 Zn1 . . 114.1(3)
C1 N1 Zn1 . . 140.9(3)
C7 N2 C6 . . 106.7(4)
C7 N2 H2A . . 126.7
C6 N2 H2A . . 126.7
C8 N3 C12 . . 121.4(4)
C8 N3 Zn1 . . 120.1(3)
C12 N3 Zn1 . . 118.5(3)
C13 N4 C19 . . 106.4(4)
C13 N4 Zn1 . . 114.0(3)
C19 N4 Zn1 . . 139.4(3)
C13 N5 C14 . . 106.7(3)
C13 N5 H5A . . 126.6
C14 N5 H5A . . 126.6
C24 N6 C20 . . 118.8(4)
C24 N6 Zn1 . . 126.0(3)
C20 N6 Zn1 . . 112.9(3)
C25 O1 Zn1 . . 115.6(3)
C26 O3 Zn1 . 4_454 120.4(3)
C6 C1 N1 . . 108.9(4)
C6 C1 C2 . . 120.9(4)
N1 C1 C2 . . 130.2(4)
C3 C2 C1 . . 118.0(5)
C3 C2 H2 . . 121.0
C1 C2 H2 . . 121.0
C2 C3 C4 . . 120.7(5)
C2 C3 H3 . . 119.6
C4 C3 H3 . . 119.6
C5 C4 C3 . . 122.7(5)
C5 C4 H4 . . 118.6
C3 C4 H4 . . 118.6
C4 C5 C6 . . 116.0(5)
C4 C5 H5 . . 122.0
C6 C5 H5 . . 122.0
N2 C6 C1 . . 106.3(4)
N2 C6 C5 . . 132.1(5)
C1 C6 C5 . . 121.6(5)
N1 C7 N2 . . 113.3(4)
N1 C7 C8 . . 119.4(4)
N2 C7 C8 . . 127.3(4)
N3 C8 C9 . . 121.0(4)
N3 C8 C7 . . 112.2(4)
C9 C8 C7 . . 126.8(4)
C10 C9 C8 . . 117.1(4)
C10 C9 H9 . . 121.4
C8 C9 H9 . . 121.4
C11 C10 C9 . . 121.6(4)
C11 C10 H10 . . 119.2
C9 C10 H10 . . 119.2
C10 C11 C12 . . 117.7(4)
C10 C11 H11 . . 121.2
C12 C11 H11 . . 121.2
N3 C12 C11 . . 121.1(4)
N3 C12 C13 . . 110.9(4)
C11 C12 C13 . . 128.0(4)
N4 C13 N5 . . 111.7(4)
N4 C13 C12 . . 121.0(4)
N5 C13 C12 . . 127.2(4)
C15 C14 N5 . . 131.8(4)
C15 C14 C19 . . 122.3(4)
N5 C14 C19 . . 105.9(4)
C16 C15 C14 . . 117.0(4)
C16 C15 H15 . . 121.5
C14 C15 H15 . . 121.5
C15 C16 C17 . . 121.1(4)
C15 C16 H16 . . 119.5
C17 C16 H16 . . 119.5
C18 C17 C16 . . 122.0(5)
C18 C17 H17 . . 119.0
C16 C17 H17 . . 119.0
C17 C18 C19 . . 117.4(4)
C17 C18 H18 . . 121.3
C19 C18 H18 . . 121.3
N4 C19 C18 . . 130.4(4)
N4 C19 C14 . . 109.3(4)
C18 C19 C14 . . 120.2(4)
N6 C20 C21 . . 121.2(4)
N6 C20 C25 . . 115.2(4)
C21 C20 C25 . . 123.4(4)
C20 C21 C22 . . 120.3(4)
C20 C21 H21 . . 119.9
C22 C21 H21 . . 119.9
C21 C22 C23 . . 117.3(4)
C21 C22 C26 . . 121.6(4)
C23 C22 C26 . . 121.0(4)
C24 C23 C22 . . 119.1(4)
C24 C23 H23 . . 120.5
C22 C23 H23 . . 120.5
N6 C24 C23 . . 123.2(4)
N6 C24 H24 . . 118.4
C23 C24 H24 . . 118.4
O2 C25 O1 . . 126.4(4)
O2 C25 C20 . . 117.2(4)
O1 C25 C20 . . 116.4(4)
O3 C26 O4 . . 127.0(4)
O3 C26 C22 . . 117.7(4)
O4 C26 C22 . . 115.3(4)
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
Zn1 N6 . 2.095(4) y
Zn1 O1 . 2.119(3) y
Zn1 N4 . 2.120(3) y
Zn1 N3 . 2.142(4) y
Zn1 O3 4 2.186(3) y
Zn1 N1 . 2.203(4) y
N1 C7 . 1.325(6) ?
N1 C1 . 1.390(5) ?
N2 C7 . 1.338(6) ?
N2 C6 . 1.378(5) ?
N2 H2A . 0.8600 ?
N3 C8 . 1.328(5) ?
N3 C12 . 1.333(5) ?
N4 C13 . 1.322(5) ?
N4 C19 . 1.379(5) ?
N5 C13 . 1.369(5) ?
N5 C14 . 1.388(6) ?
N5 H5A . 0.8600 ?
N6 C24 . 1.318(5) ?
N6 C20 . 1.342(5) ?
O1 C25 . 1.247(5) ?
O2 C25 . 1.239(5) ?
O3 C26 . 1.246(6) ?
O3 Zn1 4_454 2.186(3) ?
O4 C26 . 1.248(5) ?
C1 C6 . 1.388(7) ?
C1 C2 . 1.392(6) ?
C2 C3 . 1.366(6) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.393(8) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.377(7) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.399(6) ?
C5 H5 . 0.9300 ?
C7 C8 . 1.470(6) ?
C8 C9 . 1.401(6) ?
C9 C10 . 1.382(6) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.375(6) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.388(6) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.454(6) ?
C14 C15 . 1.386(6) ?
C14 C19 . 1.390(6) ?
C15 C16 . 1.374(6) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.392(6) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.376(6) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.390(6) ?
C18 H18 . 0.9300 ?
C20 C21 . 1.383(6) ?
C20 C25 . 1.528(6) ?
C21 C22 . 1.384(6) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.387(6) ?
C22 C26 . 1.519(6) ?
C23 C24 . 1.382(6) ?
C23 H23 . 0.9300 ?
C24 H24 . 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
N5 H5A O4 4_655 0.86 1.83 2.689(5) 172.7
N2 H2A O2 2_565 0.86 1.81 2.668(5) 172.5
