#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:22:51 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180426 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/95/7209560.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7209560
loop_
_publ_author_name
'Liu, Hai-Yan'
'Ma, Jian-Fang'
'Liu, Ying-Ying'
'Yang, Jin'
_publ_section_title
;
 A series of Zn(ii) and Cd(ii) coordination polymers based on flexible
 bis-[(pyridyl)-benzimidazole] ligand and different carboxylates:
 syntheses, structures, and photoluminescent properties
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              2699
_journal_paper_doi               10.1039/c3ce00009e
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C22 H17 N4 O4 Zn'
_chemical_formula_weight         466.77
_chemical_name_systematic
;
?
;
_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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.417(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.5009(14)
_cell_length_b                   10.475(2)
_cell_length_c                   18.115(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2122.8(6)
_computing_cell_refinement       CrysAlis
_computing_data_collection       'CrysAlis (Oxford Diffraction, 2006)'
_computing_data_reduction        CrysAlis
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R Ultra'
_diffrn_measurement_method       'ω scan'
_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  0.0546
_diffrn_reflns_av_sigmaI/netI    0.0866
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            13155
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         4.13
_exptl_absorpt_coefficient_mu    1.193
_exptl_absorpt_correction_T_max  0.7963
_exptl_absorpt_correction_T_min  0.7467
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis (Oxford Diffraction, 2006)
;
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.824
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4332
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.828
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0456P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0801
_refine_ls_wR_factor_ref         0.0858
_reflns_number_gt                2643
_reflns_number_total             4332
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce00009e.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7209560
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_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Zn1 Zn 0.25024(3) 0.01475(3) 0.031517(17) 0.02758(12) Uani 1 1 d .
C1 C 0.1713(3) 0.0774(3) 0.16105(17) 0.0315(7) Uani 1 1 d .
C2 C 0.1202(3) 0.1713(3) 0.20691(14) 0.0255(6) Uani 1 1 d .
C3 C 0.1861(3) 0.2008(3) 0.27901(15) 0.0296(7) Uani 1 1 d .
H3 H 0.2574 0.1581 0.2990 0.036 Uiso 1 1 calc R
C4 C 0.1455(3) 0.2945(3) 0.32145(14) 0.0275(7) Uani 1 1 d .
C5 C 0.0384(3) 0.3540(3) 0.29237(15) 0.0285(7) Uani 1 1 d .
H5 H 0.0127 0.4187 0.3200 0.034 Uiso 1 1 calc R
C6 C -0.0322(3) 0.3188(3) 0.22202(16) 0.0327(7) Uani 1 1 d .
C7 C 0.0110(3) 0.2299(3) 0.17866(15) 0.0294(7) Uani 1 1 d .
H7 H -0.0334 0.2094 0.1304 0.035 Uiso 1 1 calc R
C8 C 0.2177(3) 0.3266(3) 0.39951(16) 0.0333(7) Uani 1 1 d .
C9 C 0.3142(3) -0.2260(3) -0.03495(15) 0.0257(7) Uani 1 1 d .
C10 C 0.3841(3) -0.1521(3) -0.07944(15) 0.0271(7) Uani 1 1 d .
C11 C 0.5029(3) -0.1259(3) -0.04863(15) 0.0291(7) Uani 1 1 d .
H11 H 0.5372 -0.1589 -0.0009 0.035 Uiso 1 1 calc R
C12 C 0.3326(3) -0.1043(4) -0.15069(17) 0.0492(10) Uani 1 1 d .
H12 H 0.2528 -0.1204 -0.1736 0.059 Uiso 1 1 calc R
C13 C 0.4029(3) -0.0319(4) -0.18685(19) 0.0626(12) Uani 1 1 d .
H13 H 0.3706 0.0015 -0.2348 0.075 Uiso 1 1 calc R
C14 C 0.5205(3) -0.0090(3) -0.15214(18) 0.0475(9) Uani 1 1 d .
H14 H 0.5662 0.0407 -0.1773 0.057 Uiso 1 1 calc R
C15 C 0.2027(3) -0.2780(3) 0.04159(17) 0.0338(7) Uani 1 1 d .
C16 C 0.2357(3) -0.3908(3) 0.01166(16) 0.0326(7) Uani 1 1 d .
C17 C 0.1989(3) -0.5099(3) 0.0307(2) 0.0463(8) Uani 1 1 d .
H17 H 0.2214 -0.5849 0.0104 0.056 Uiso 1 1 calc R
C18 C 0.1269(4) -0.5100(3) 0.0816(2) 0.0631(11) Uani 1 1 d .
H18 H 0.0996 -0.5876 0.0960 0.076 Uiso 1 1 calc R
C19 C 0.0935(4) -0.3979(4) 0.1124(2) 0.0706(13) Uani 1 1 d .
H19 H 0.0450 -0.4027 0.1468 0.085 Uiso 1 1 calc R
C20 C 0.1303(4) -0.2807(3) 0.0932(2) 0.0576(11) Uani 1 1 d .
H20 H 0.1078 -0.2060 0.1139 0.069 Uiso 1 1 calc R
C21 C 0.3661(3) -0.4417(3) -0.08008(16) 0.0346(8) Uani 1 1 d .
H21A H 0.3657 -0.4035 -0.1289 0.042 Uiso 1 1 calc R
H21B H 0.3212 -0.5207 -0.0892 0.042 Uiso 1 1 calc R
C22 C 0.4944(3) -0.4712(3) -0.03921(16) 0.0372(7) Uani 1 1 d .
H22A H 0.5408 -0.3931 -0.0343 0.045 Uiso 1 1 calc R
H22B H 0.5282 -0.5302 -0.0698 0.045 Uiso 1 1 calc R
N1 N 0.2542(2) -0.1744(2) 0.01201(13) 0.0309(6) Uani 1 1 d .
N2 N 0.3069(2) -0.3544(2) -0.03657(12) 0.0283(6) Uani 1 1 d .
N3 N 0.5720(2) -0.0558(2) -0.08329(13) 0.0315(6) Uani 1 1 d .
O1 O 0.1532(2) 0.0996(2) 0.09011(11) 0.0412(6) Uani 1 1 d .
O2 O 0.23040(19) -0.01420(19) 0.19295(11) 0.0366(5) Uani 1 1 d .
O3 O 0.3013(2) 0.2571(2) 0.43020(13) 0.0567(7) Uani 1 1 d .
O4 O 0.1851(2) 0.4261(2) 0.42928(10) 0.0407(6) Uani 1 1 d .
N4 N -0.1413(2) 0.3710(2) 0.19347(13) 0.0287(6) Uani 1 1 d D
H4A H -0.180(2) 0.3096(18) 0.2026(15) 0.034 Uiso 1 1 d D
H4B H -0.155(3) 0.4272(18) 0.2239(13) 0.034 Uiso 1 1 d D
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Zn1 O4 103.58(9) . 4_565
O1 Zn1 N1 126.16(9) . .
O4 Zn1 N1 99.61(9) 4_565 .
O1 Zn1 N3 106.85(9) . 3_655
O4 Zn1 N3 119.09(10) 4_565 3_655
N1 Zn1 N3 102.79(10) . 3_655
O2 C1 O1 123.8(3) . .
O2 C1 C2 119.7(3) . .
O1 C1 C2 116.5(3) . .
C7 C2 C3 120.1(3) . .
C7 C2 C1 121.8(2) . .
C3 C2 C1 118.1(3) . .
C2 C3 C4 119.8(3) . .
C2 C3 H3 120.1 . .
C4 C3 H3 120.1 . .
C5 C4 C3 119.6(2) . .
C5 C4 C8 120.7(3) . .
C3 C4 C8 119.7(3) . .
C4 C5 C6 120.8(3) . .
C4 C5 H5 119.6 . .
C6 C5 H5 119.6 . .
N4 C6 C7 118.5(3) . .
N4 C6 C5 122.2(3) . .
C7 C6 C5 119.2(3) . .
C6 C7 C2 120.2(3) . .
C6 C7 H7 119.9 . .
C2 C7 H7 119.9 . .
O3 C8 O4 124.8(3) . .
O3 C8 C4 119.7(3) . .
O4 C8 C4 115.5(3) . .
N1 C9 N2 112.4(2) . .
N1 C9 C10 124.3(2) . .
N2 C9 C10 123.3(2) . .
C11 C10 C12 118.4(3) . .
C11 C10 C9 119.7(2) . .
C12 C10 C9 121.9(3) . .
N3 C11 C10 124.0(3) . .
N3 C11 H11 118.0 . .
C10 C11 H11 118.0 . .
C13 C12 C10 118.1(3) . .
C13 C12 H12 121.0 . .
C10 C12 H12 121.0 . .
C14 C13 C12 120.1(3) . .
C14 C13 H13 119.9 . .
C12 C13 H13 119.9 . .
N3 C14 C13 122.4(3) . .
N3 C14 H14 118.8 . .
C13 C14 H14 118.8 . .
C16 C15 C20 120.5(3) . .
C16 C15 N1 109.3(3) . .
C20 C15 N1 130.2(3) . .
N2 C16 C15 105.6(2) . .
N2 C16 C17 131.7(3) . .
C15 C16 C17 122.7(3) . .
C18 C17 C16 115.8(3) . .
C18 C17 H17 122.1 . .
C16 C17 H17 122.1 . .
C17 C18 C19 122.1(3) . .
C17 C18 H18 118.9 . .
C19 C18 H18 118.9 . .
C20 C19 C18 121.7(4) . .
C20 C19 H19 119.1 . .
C18 C19 H19 119.1 . .
C19 C20 C15 117.2(3) . .
C19 C20 H20 121.4 . .
C15 C20 H20 121.4 . .
N2 C21 C22 112.5(2) . .
N2 C21 H21A 109.1 . .
C22 C21 H21A 109.1 . .
N2 C21 H21B 109.1 . .
C22 C21 H21B 109.1 . .
H21A C21 H21B 107.8 . .
C21 C22 C22 113.4(3) . 3_645
C21 C22 H22A 108.9 . .
C22 C22 H22A 108.9 3_645 .
C21 C22 H22B 108.9 . .
C22 C22 H22B 108.9 3_645 .
H22A C22 H22B 107.7 . .
C9 N1 C15 105.0(2) . .
C9 N1 Zn1 123.30(19) . .
C15 N1 Zn1 131.73(19) . .
C9 N2 C16 107.8(2) . .
C9 N2 C21 126.6(2) . .
C16 N2 C21 125.6(2) . .
C11 N3 C14 117.0(3) . .
C11 N3 Zn1 121.86(19) . 3_655
C14 N3 Zn1 121.1(2) . 3_655
C1 O1 Zn1 119.37(19) . .
C8 O4 Zn1 125.7(2) . 4_566
C6 N4 H4A 96(2) . .
C6 N4 H4B 109(2) . .
H4A N4 H4B 103(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O1 1.927(2) .
Zn1 O4 1.9316(19) 4_565
Zn1 N1 2.015(2) .
Zn1 N3 2.086(3) 3_655
C1 O2 1.238(3) .
C1 O1 1.275(3) .
C1 C2 1.494(4) .
C2 C7 1.385(4) .
C2 C3 1.385(4) .
C3 C4 1.393(4) .
C3 H3 0.9300 .
C4 C5 1.372(4) .
C4 C8 1.502(4) .
C5 C6 1.393(4) .
C5 H5 0.9300 .
C6 N4 1.356(4) .
C6 C7 1.382(4) .
C7 H7 0.9300 .
C8 O3 1.232(4) .
C8 O4 1.269(4) .
C9 N1 1.328(4) .
C9 N2 1.348(3) .
C9 C10 1.482(4) .
C10 C11 1.378(4) .
C10 C12 1.383(4) .
C11 N3 1.341(4) .
C11 H11 0.9300 .
C12 C13 1.380(5) .
C12 H12 0.9300 .
C13 C14 1.374(5) .
C13 H13 0.9300 .
C14 N3 1.343(4) .
C14 H14 0.9300 .
C15 C16 1.389(4) .
C15 C20 1.389(5) .
C15 N1 1.402(4) .
C16 N2 1.382(4) .
C16 C17 1.387(4) .
C17 C18 1.374(5) .
C17 H17 0.9300 .
C18 C19 1.391(5) .
C18 H18 0.9300 .
C19 C20 1.370(5) .
C19 H19 0.9300 .
C20 H20 0.9300 .
C21 N2 1.473(4) .
C21 C22 1.521(4) .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 C22 1.521(6) 3_645
C22 H22A 0.9700 .
C22 H22B 0.9700 .
N3 Zn1 2.086(3) 3_655
O4 Zn1 1.9316(19) 4_566
N4 H4A 0.822(10) .
N4 H4B 0.844(10) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4B O2 0.844(10) 2.004(16) 2.776(3) 152(2) 2
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O2 C1 C2 C7 -145.3(3) . .
O1 C1 C2 C7 36.5(4) . .
O2 C1 C2 C3 35.8(4) . .
O1 C1 C2 C3 -142.4(3) . .
C7 C2 C3 C4 -3.5(4) . .
C1 C2 C3 C4 175.5(3) . .
C2 C3 C4 C5 2.1(4) . .
C2 C3 C4 C8 -179.7(3) . .
C3 C4 C5 C6 2.2(4) . .
C8 C4 C5 C6 -175.9(3) . .
C4 C5 C6 N4 176.5(3) . .
C4 C5 C6 C7 -5.2(4) . .
N4 C6 C7 C2 -177.8(3) . .
C5 C6 C7 C2 3.8(4) . .
C3 C2 C7 C6 0.5(4) . .
C1 C2 C7 C6 -178.4(3) . .
C5 C4 C8 O3 166.6(3) . .
C3 C4 C8 O3 -11.5(4) . .
C5 C4 C8 O4 -12.8(4) . .
C3 C4 C8 O4 169.1(3) . .
N1 C9 C10 C11 89.5(4) . .
N2 C9 C10 C11 -89.0(3) . .
N1 C9 C10 C12 -88.3(4) . .
N2 C9 C10 C12 93.3(4) . .
C12 C10 C11 N3 0.5(4) . .
C9 C10 C11 N3 -177.3(3) . .
C11 C10 C12 C13 -0.5(5) . .
C9 C10 C12 C13 177.3(3) . .
C10 C12 C13 C14 0.0(6) . .
C12 C13 C14 N3 0.6(6) . .
C20 C15 C16 N2 -179.7(3) . .
N1 C15 C16 N2 -0.4(3) . .
C20 C15 C16 C17 0.4(5) . .
N1 C15 C16 C17 179.6(3) . .
N2 C16 C17 C18 -180.0(3) . .
C15 C16 C17 C18 -0.1(5) . .
C16 C17 C18 C19 -0.3(6) . .
C17 C18 C19 C20 0.3(7) . .
C18 C19 C20 C15 0.0(7) . .
C16 C15 C20 C19 -0.3(6) . .
N1 C15 C20 C19 -179.5(4) . .
N2 C21 C22 C22 57.4(4) . 3_645
N2 C9 N1 C15 -1.2(3) . .
C10 C9 N1 C15 -179.8(3) . .
N2 C9 N1 Zn1 177.82(17) . .
C10 C9 N1 Zn1 -0.8(4) . .
C16 C15 N1 C9 1.0(3) . .
C20 C15 N1 C9 -179.8(4) . .
C16 C15 N1 Zn1 -177.9(2) . .
C20 C15 N1 Zn1 1.3(6) . .
O1 Zn1 N1 C9 173.2(2) . .
O4 Zn1 N1 C9 58.4(2) 4_565 .
N3 Zn1 N1 C9 -64.6(2) 3_655 .
O1 Zn1 N1 C15 -8.1(3) . .
O4 Zn1 N1 C15 -122.9(3) 4_565 .
N3 Zn1 N1 C15 114.1(3) 3_655 .
N1 C9 N2 C16 0.9(3) . .
C10 C9 N2 C16 179.6(3) . .
N1 C9 N2 C21 -177.6(3) . .
C10 C9 N2 C21 1.1(4) . .
C15 C16 N2 C9 -0.3(3) . .
C17 C16 N2 C9 179.6(3) . .
C15 C16 N2 C21 178.2(3) . .
C17 C16 N2 C21 -1.8(5) . .
C22 C21 N2 C9 83.4(3) . .
C22 C21 N2 C16 -94.8(3) . .
C10 C11 N3 C14 0.0(4) . .
C10 C11 N3 Zn1 177.8(2) . 3_655
C13 C14 N3 C11 -0.6(5) . .
C13 C14 N3 Zn1 -178.4(3) . 3_655
O2 C1 O1 Zn1 -15.4(4) . .
C2 C1 O1 Zn1 162.72(19) . .
O4 Zn1 O1 C1 177.9(2) 4_565 .
N1 Zn1 O1 C1 65.0(2) . .
N3 Zn1 O1 C1 -55.5(2) 3_655 .
O3 C8 O4 Zn1 -4.8(5) . 4_566
C4 C8 O4 Zn1 174.59(19) . 4_566
