#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/90/2019072.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_2019072
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_moiety         'C26 H16 N6 O4 Zn'
_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-2,5-dicarboxylato-κ²O²:O⁵]
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 104.42(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.066(3)
_cell_length_b                   9.708(2)
_cell_length_c                   21.717(6)
_cell_measurement_reflns_used    1213
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.3510
_cell_measurement_theta_min      2.8253
_cell_volume                     2259.5(10)
_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  0.0936
_diffrn_reflns_av_sigmaI/netI    0.1057
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13029
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    1.136
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95875
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.405
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         3979
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.1140
_refine_ls_R_factor_gt           0.0599
_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)+(0.0352P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1209
_reflns_number_gt                2454
_reflns_number_total             3979
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            yp3033.cif
_cod_data_source_block           II
_cod_original_cell_volume        2259.5(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2019072
_cod_database_fobs_code          2019072
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.29752(5) 0.36481(6) 0.09893(3) 0.0367(2) Uani d . 1 1
N N1 0.1661(4) 0.5253(4) 0.10675(19) 0.0362(10) Uani d . 1 1
N N2 0.0326(3) 0.6874(4) 0.0577(2) 0.0395(11) Uani d . 1 1
H H2A -0.0071 0.7417 0.0283 0.047 Uiso calc R 1 1
N N3 0.2613(3) 0.4742(4) 0.00976(19) 0.0340(10) Uani d . 1 1
N N4 0.4268(3) 0.2768(4) 0.04703(19) 0.0372(10) Uani d . 1 1
N N5 0.4988(4) 0.2791(4) -0.0402(2) 0.0408(11) Uani d . 1 1
H H5A 0.5063 0.3014 -0.0774 0.049 Uiso calc R 1 1
N N6 0.3019(4) 0.2062(4) 0.1672(2) 0.0424(11) Uani d . 1 1
O O1 0.1419(3) 0.2274(4) 0.05410(17) 0.0469(9) Uani d . 1 1
O O2 0.0347(4) 0.0458(4) 0.0752(2) 0.0866(15) Uani d . 1 1
O O3 0.5511(3) -0.0518(4) 0.33622(17) 0.0538(10) Uani d . 1 1
O O4 0.5515(4) 0.1742(4) 0.34483(18) 0.0608(11) Uani d . 1 1
C C1 0.1008(4) 0.5760(5) 0.1489(2) 0.0378(13) Uani d . 1 1
C C2 0.1104(5) 0.5416(6) 0.2121(3) 0.0569(16) Uani d . 1 1
H H2 0.1680 0.4765 0.2328 0.068 Uiso calc R 1 1
C C3 0.0319(6) 0.6069(6) 0.2431(3) 0.0726(19) Uani d . 1 1
H H3 0.0358 0.5848 0.2852 0.087 Uiso calc R 1 1
C C4 -0.0532(6) 0.7057(6) 0.2121(3) 0.073(2) Uani d . 1 1
H H4 -0.1056 0.7470 0.2342 0.088 Uiso calc R 1 1
C C5 -0.0624(5) 0.7440(6) 0.1505(3) 0.0615(17) Uani d . 1 1
H H5 -0.1184 0.8113 0.1306 0.074 Uiso calc R 1 1
C C6 0.0173(5) 0.6766(5) 0.1189(3) 0.0412(13) Uani d . 1 1
C C7 0.1223(4) 0.5957(5) 0.0533(2) 0.0343(12) Uani d . 1 1
C C8 0.1732(4) 0.5710(5) -0.0025(2) 0.0345(12) Uani d . 1 1
C C9 0.1413(5) 0.6396(5) -0.0601(3) 0.0456(14) Uani d . 1 1
H H9 0.0806 0.7081 -0.0678 0.055 Uiso calc R 1 1
C C10 0.2028(5) 0.6027(5) -0.1060(3) 0.0537(15) Uani d . 1 1
H H10 0.1830 0.6460 -0.1454 0.064 Uiso calc R 1 1
C C11 0.2938(5) 0.5013(5) -0.0931(3) 0.0485(14) Uani d . 1 1
H H11 0.3355 0.4764 -0.1237 0.058 Uiso calc R 1 1
C C12 0.3219(4) 0.4377(5) -0.0343(2) 0.0374(13) Uani d . 1 1
C C13 0.4145(4) 0.3308(5) -0.0102(2) 0.0372(13) Uani d . 1 1
C C14 0.5701(5) 0.1834(5) 0.0006(3) 0.0421(14) Uani d . 1 1
C C15 0.6698(5) 0.1015(5) -0.0056(3) 0.0519(15) Uani d . 1 1
H H15 0.6992 0.1023 -0.0421 0.062 Uiso calc R 1 1
C C16 0.7222(5) 0.0191(6) 0.0459(3) 0.0617(17) Uani d . 1 1
H H16 0.7888 -0.0378 0.0440 0.074 Uiso calc R 1 1
C C17 0.6785(5) 0.0187(6) 0.1002(3) 0.0638(18) Uani d . 1 1
H H17 0.7176 -0.0375 0.1340 0.077 Uiso calc R 1 1
C C18 0.5787(5) 0.0990(6) 0.1062(3) 0.0546(16) Uani d . 1 1
H H18 0.5494 0.0967 0.1428 0.065 Uiso calc R 1 1
C C19 0.5245(4) 0.1829(5) 0.0552(3) 0.0395(13) Uani d . 1 1
C C20 0.2266(5) 0.0999(5) 0.1469(3) 0.0422(13) Uani d . 1 1
C C21 0.2401(5) -0.0256(6) 0.1796(3) 0.0501(15) Uani d . 1 1
H H21 0.1859 -0.0982 0.1647 0.060 Uiso calc R 1 1
C C22 0.3348(5) -0.0406(5) 0.2343(3) 0.0507(15) Uani d . 1 1
H H22 0.3472 -0.1246 0.2555 0.061 Uiso calc R 1 1
C C23 0.4117(5) 0.0714(5) 0.2573(2) 0.0395(13) Uani d . 1 1
C C24 0.3902(5) 0.1929(5) 0.2225(2) 0.0435(14) Uani d . 1 1
H H24 0.4392 0.2692 0.2380 0.052 Uiso calc R 1 1
C C25 0.1267(5) 0.1253(6) 0.0867(3) 0.0479(14) Uani d . 1 1
C C26 0.5188(5) 0.0612(6) 0.3191(2) 0.0357(12) 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
O3 Zn1 N6 2_655 . 86.23(16)
O3 Zn1 N3 2_655 . 110.92(14)
N6 Zn1 N3 . . 161.46(15)
O3 Zn1 N1 2_655 . 96.37(15)
N6 Zn1 N1 . . 111.39(15)
N3 Zn1 N1 . . 74.81(15)
O3 Zn1 N4 2_655 . 88.93(15)
N6 Zn1 N4 . . 99.84(15)
N3 Zn1 N4 . . 74.37(15)
N1 Zn1 N4 . . 148.57(15)
O3 Zn1 O1 2_655 . 161.75(15)
N6 Zn1 O1 . . 75.53(15)
N3 Zn1 O1 . . 87.21(14)
N1 Zn1 O1 . . 90.23(13)
N4 Zn1 O1 . . 94.29(14)
C7 N1 C1 . . 104.9(4)
C7 N1 Zn1 . . 114.0(3)
C1 N1 Zn1 . . 140.8(3)
C7 N2 C6 . . 106.6(4)
C7 N2 H2A . . 126.7
C6 N2 H2A . . 126.7
C8 N3 C12 . . 120.9(4)
C8 N3 Zn1 . . 119.3(3)
C12 N3 Zn1 . . 119.7(3)
C13 N4 C19 . . 105.9(4)
C13 N4 Zn1 . . 113.5(3)
C19 N4 Zn1 . . 140.5(3)
C13 N5 C14 . . 106.9(4)
C13 N5 H5A . . 126.5
C14 N5 H5A . . 126.5
C20 N6 C24 . . 118.4(5)
C20 N6 Zn1 . . 115.2(4)
C24 N6 Zn1 . . 125.0(3)
C25 O1 Zn1 . . 115.4(4)
C26 O3 Zn1 . 2_645 135.0(4)
N1 C1 C6 . . 109.5(4)
N1 C1 C2 . . 129.9(5)
C6 C1 C2 . . 120.7(5)
C3 C2 C1 . . 117.9(5)
C3 C2 H2 . . 121.1
C1 C2 H2 . . 121.1
C2 C3 C4 . . 120.9(6)
C2 C3 H3 . . 119.5
C4 C3 H3 . . 119.5
C5 C4 C3 . . 122.4(5)
C5 C4 H4 . . 118.8
C3 C4 H4 . . 118.8
C4 C5 C6 . . 116.6(5)
C4 C5 H5 . . 121.7
C6 C5 H5 . . 121.7
N2 C6 C1 . . 106.1(4)
N2 C6 C5 . . 132.4(5)
C1 C6 C5 . . 121.5(5)
N1 C7 N2 . . 112.9(4)
N1 C7 C8 . . 120.1(4)
N2 C7 C8 . . 126.9(4)
N3 C8 C9 . . 121.9(5)
N3 C8 C7 . . 111.1(4)
C9 C8 C7 . . 126.9(5)
C8 C9 C10 . . 117.7(5)
C8 C9 H9 . . 121.2
C10 C9 H9 . . 121.2
C11 C10 C9 . . 120.1(5)
C11 C10 H10 . . 119.9
C9 C10 H10 . . 119.9
C12 C11 C10 . . 119.2(5)
C12 C11 H11 . . 120.4
C10 C11 H11 . . 120.4
N3 C12 C11 . . 120.2(5)
N3 C12 C13 . . 111.2(5)
C11 C12 C13 . . 128.6(5)
N4 C13 N5 . . 112.4(4)
N4 C13 C12 . . 121.1(4)
N5 C13 C12 . . 126.5(5)
N5 C14 C15 . . 131.3(5)
N5 C14 C19 . . 106.0(4)
C15 C14 C19 . . 122.7(5)
C16 C15 C14 . . 116.0(5)
C16 C15 H15 . . 122.0
C14 C15 H15 . . 122.0
C15 C16 C17 . . 121.8(5)
C15 C16 H16 . . 119.1
C17 C16 H16 . . 119.1
C16 C17 C18 . . 122.4(6)
C16 C17 H17 . . 118.8
C18 C17 H17 . . 118.8
C17 C18 C19 . . 116.9(5)
C17 C18 H18 . . 121.6
C19 C18 H18 . . 121.6
C18 C19 N4 . . 130.9(5)
C18 C19 C14 . . 120.3(5)
N4 C19 C14 . . 108.8(4)
N6 C20 C21 . . 121.9(5)
N6 C20 C25 . . 115.1(5)
C21 C20 C25 . . 123.0(5)
C22 C21 C20 . . 119.4(5)
C22 C21 H21 . . 120.3
C20 C21 H21 . . 120.3
C21 C22 C23 . . 119.4(5)
C21 C22 H22 . . 120.3
C23 C22 H22 . . 120.3
C24 C23 C22 . . 117.4(5)
C24 C23 C26 . . 120.9(5)
C22 C23 C26 . . 121.6(5)
N6 C24 C23 . . 123.5(5)
N6 C24 H24 . . 118.3
C23 C24 H24 . . 118.3
O2 C25 O1 . . 126.3(5)
O2 C25 C20 . . 117.1(5)
O1 C25 C20 . . 116.5(5)
O3 C26 O4 . . 130.2(5)
O3 C26 C23 . . 115.8(5)
O4 C26 C23 . . 113.9(5)
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 O3 2_655 2.066(4) y
Zn1 N6 . 2.130(4) y
Zn1 N3 . 2.157(4) y
Zn1 N1 . 2.167(4) y
Zn1 N4 . 2.202(4) y
Zn1 O1 . 2.204(3) y
N1 C7 . 1.330(6) ?
N1 C1 . 1.390(6) ?
N2 C7 . 1.355(5) ?
N2 C6 . 1.385(6) ?
N2 H2A . 0.8600 ?
N3 C8 . 1.332(5) ?
N3 C12 . 1.345(6) ?
N4 C13 . 1.325(6) ?
N4 C19 . 1.392(5) ?
N5 C13 . 1.360(6) ?
N5 C14 . 1.386(6) ?
N5 H5A . 0.8600 ?
N6 C20 . 1.331(6) ?
N6 C24 . 1.352(6) ?
O1 C25 . 1.254(6) ?
O2 C25 . 1.251(6) ?
O3 C26 . 1.185(5) ?
O3 Zn1 2_645 2.066(4) ?
O4 C26 . 1.243(5) ?
C1 C6 . 1.390(6) ?
C1 C2 . 1.390(7) ?
C2 C3 . 1.379(7) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.394(8) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.368(8) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.407(7) ?
C5 H5 . 0.9300 ?
C7 C8 . 1.477(7) ?
C8 C9 . 1.384(7) ?
C9 C10 . 1.386(7) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.385(6) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.383(7) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.461(6) ?
C14 C15 . 1.392(6) ?
C14 C19 . 1.401(7) ?
C15 C16 . 1.380(7) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.382(8) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.384(7) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.386(7) ?
C18 H18 . 0.9300 ?
C20 C21 . 1.399(7) ?
C20 C25 . 1.508(7) ?
C21 C22 . 1.382(7) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.394(7) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.389(7) ?
C23 C26 . 1.557(7) ?
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
N2 H2A O1 3_565 0.86 2.05 2.824(5) 150.0
N5 H5A O4 4_565 0.86 1.89 2.739(6) 168.2
