#------------------------------------------------------------------------------
#$Date: 2017-09-27 16:12:17 +0300 (Wed, 27 Sep 2017) $
#$Revision: 201370 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/28/4502875.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_4502875
loop_
_publ_author_name
'Song, Xue-Zhi'
'Song, Shu-Yan'
'Qin, Chao'
'Su, Sheng-Qun'
'Zhao, Shu-Na'
'Zhu, Min'
'Hao, Zhao-Min'
'Zhang, Hong-Jie'
_publ_section_title
;
 Syntheses, Structures, and Photoluminescent Properties of Coordination
 Polymers Based on 1,4-Bis(imidazol-l-yl-methyl)benzene and Various
 Aromatic Dicarboxylic Acids
;
_journal_issue                   1
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              253
_journal_paper_doi               10.1021/cg201025u
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         '[Zn(p-BDC)(bix)](DMF)2'
_chemical_formula_sum            'C28 H32 N6 O6 Zn'
_chemical_formula_weight         613.97
_chemical_name_systematic        ?
_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                 116.5300(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.5754(14)
_cell_length_b                   11.5480(8)
_cell_length_c                   14.0617(10)
_cell_measurement_temperature    187(2)
_cell_volume                     2989.3(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      187(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8154
_diffrn_reflns_theta_full        26.15
_diffrn_reflns_theta_max         26.15
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    0.872
_exptl_absorpt_correction_T_max  0.479
_exptl_absorpt_correction_T_min  0.410
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1996'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         2980
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0382
_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)+(0.0336P)²+0.9321P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0845
_reflns_number_gt                2360
_reflns_number_total             2980
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201025u_si_002.cif
_cod_data_source_block           1
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'multi-scans' was replaced
with the value 'multi-scan' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4502875
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_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
C1 C -0.03087(13) -0.13362(17) 0.05625(18) 0.0355(6) Uani 1 1 d .
H1 H -0.0807 -0.1357 0.0346 0.043 Uiso 1 1 calc R
C2 C 0.08380(14) -0.0976(2) 0.14448(19) 0.0395(6) Uani 1 1 d .
H2 H 0.1279 -0.0693 0.1958 0.047 Uiso 1 1 calc R
C3 C 0.07538(14) -0.1636(2) 0.0605(2) 0.0416(6) Uani 1 1 d .
H3 H 0.1118 -0.1892 0.0436 0.050 Uiso 1 1 calc R
C4 C -0.03152(15) -0.26562(19) -0.08520(19) 0.0420(6) Uani 1 1 d .
H4A H -0.0118 -0.2526 -0.1354 0.050 Uiso 1 1 calc R
H4B H -0.0835 -0.2521 -0.1215 0.050 Uiso 1 1 calc R
C5 C -0.01665(14) -0.38931(19) -0.04475(18) 0.0371(6) Uani 1 1 d .
C6 C -0.05997(14) -0.4411(2) -0.0045(2) 0.0431(6) Uani 1 1 d .
H6 H -0.1003 -0.4022 -0.0070 0.052 Uiso 1 1 calc R
C7 C 0.04312(15) -0.4489(2) -0.0396(2) 0.0433(6) Uani 1 1 d .
H7 H 0.0726 -0.4147 -0.0662 0.052 Uiso 1 1 calc R
C8 C -0.13921(12) 0.0822(2) 0.12101(18) 0.0334(5) Uani 1 1 d .
C9 C -0.19723(12) 0.16877(18) 0.05982(17) 0.0294(5) Uani 1 1 d .
C10 C -0.18895(13) 0.28535(19) 0.08923(18) 0.0349(6) Uani 1 1 d .
H10 H -0.1480 0.3093 0.1493 0.042 Uiso 1 1 calc R
C11 C -0.25871(12) 0.13452(19) -0.02966(18) 0.0346(5) Uani 1 1 d .
H11 H -0.2648 0.0570 -0.0498 0.042 Uiso 1 1 calc R
C12 C -0.23620(19) -0.2702(3) 0.1329(3) 0.0696(9) Uani 1 1 d .
H12 H -0.2145 -0.2244 0.1007 0.083 Uiso 1 1 calc R
C13 C -0.12068(16) -0.3695(3) 0.2200(3) 0.0703(9) Uani 1 1 d .
H13A H -0.1077 -0.3135 0.1809 0.105 Uiso 1 1 calc R
H13B H -0.1151 -0.4460 0.1981 0.105 Uiso 1 1 calc R
H13C H -0.0896 -0.3605 0.2946 0.105 Uiso 1 1 calc R
C14 C -0.2245(2) -0.4239(3) 0.2550(3) 0.0812(10) Uani 1 1 d .
H14A H -0.2025 -0.4030 0.3289 0.122 Uiso 1 1 calc R
H14B H -0.2141 -0.5036 0.2480 0.122 Uiso 1 1 calc R
H14C H -0.2762 -0.4133 0.2254 0.122 Uiso 1 1 calc R
N1 N 0.01704(10) -0.07846(14) 0.14251(15) 0.0330(4) Uani 1 1 d .
N2 N 0.00248(11) -0.18541(16) 0.00529(15) 0.0349(5) Uani 1 1 d .
N3 N -0.19585(13) -0.3519(2) 0.19921(18) 0.0538(6) Uani 1 1 d .
O1 O -0.07835(8) 0.12580(13) 0.18611(12) 0.0374(4) Uani 1 1 d .
O2 O -0.15164(9) -0.02272(13) 0.10536(13) 0.0447(4) Uani 1 1 d .
O3 O -0.29982(13) -0.2503(2) 0.1107(2) 0.0961(8) Uani 1 1 d .
Zn1 Zn 0.0000 0.01175(3) 0.2500 0.03045(13) Uani 1 2 d S
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
N1 C1 N2 110.7(2) . .
N1 C1 H1 124.6 . .
N2 C1 H1 124.6 . .
C3 C2 N1 109.6(2) . .
C3 C2 H2 125.2 . .
N1 C2 H2 125.2 . .
C2 C3 N2 106.3(2) . .
C2 C3 H3 126.9 . .
N2 C3 H3 126.9 . .
N2 C4 C5 109.24(18) . .
N2 C4 H4A 109.8 . .
C5 C4 H4A 109.8 . .
N2 C4 H4B 109.8 . .
C5 C4 H4B 109.8 . .
H4A C4 H4B 108.3 . .
C7 C5 C6 118.9(2) . .
C7 C5 C4 120.9(2) . .
C6 C5 C4 120.0(2) . .
C5 C6 C7 120.0(2) . 5_545
C5 C6 H6 120.0 . .
C7 C6 H6 120.0 5_545 .
C5 C7 C6 121.2(2) . 5_545
C5 C7 H7 119.4 . .
C6 C7 H7 119.4 5_545 .
O2 C8 O1 124.9(2) . .
O2 C8 C9 120.2(2) . .
O1 C8 C9 114.95(19) . .
C11 C9 C10 119.05(19) . .
C11 C9 C8 120.06(19) . .
C10 C9 C8 120.8(2) . .
C11 C10 C9 120.5(2) 7_455 .
C11 C10 H10 119.8 7_455 .
C9 C10 H10 119.8 . .
C10 C11 C9 120.5(2) 7_455 .
C10 C11 H11 119.8 7_455 .
C9 C11 H11 119.8 . .
O3 C12 N3 125.1(3) . .
O3 C12 H12 117.4 . .
N3 C12 H12 117.4 . .
N3 C13 H13A 109.5 . .
N3 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
N3 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
N3 C14 H14A 109.5 . .
N3 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
N3 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C1 N1 C2 105.5(2) . .
C1 N1 Zn1 129.10(17) . .
C2 N1 Zn1 125.44(15) . .
C1 N2 C3 108.0(2) . .
C1 N2 C4 125.9(2) . .
C3 N2 C4 125.6(2) . .
C12 N3 C14 121.0(3) . .
C12 N3 C13 121.1(3) . .
C14 N3 C13 117.9(3) . .
C8 O1 Zn1 113.88(14) . .
O1 Zn1 O1 95.63(9) 2 .
O1 Zn1 N1 108.15(7) 2 .
O1 Zn1 N1 113.01(7) . .
O1 Zn1 N1 113.01(7) 2 2
O1 Zn1 N1 108.15(7) . 2
N1 Zn1 N1 116.93(10) . 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.334(3) .
C1 N2 1.334(3) .
C1 H1 0.9300 .
C2 C3 1.350(3) .
C2 N1 1.379(3) .
C2 H2 0.9300 .
C3 N2 1.370(3) .
C3 H3 0.9300 .
C4 N2 1.474(3) .
C4 C5 1.517(3) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C7 1.383(3) .
C5 C6 1.387(3) .
C6 C7 1.387(3) 5_545
C6 H6 0.9300 .
C7 C6 1.387(3) 5_545
C7 H7 0.9300 .
C8 O2 1.237(3) .
C8 O1 1.279(3) .
C8 C9 1.499(3) .
C9 C11 1.385(3) .
C9 C10 1.396(3) .
C10 C11 1.383(3) 7_455
C10 H10 0.9300 .
C11 C10 1.383(3) 7_455
C11 H11 0.9300 .
C12 O3 1.224(4) .
C12 N3 1.326(4) .
C12 H12 0.9300 .
C13 N3 1.454(3) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 N3 1.439(4) .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
N1 Zn1 1.9915(19) .
O1 Zn1 1.9613(14) .
Zn1 O1 1.9613(14) 2
Zn1 N1 1.9915(19) 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_4
N1 C2 C3 N2 0.3(3) .
N2 C4 C5 C7 -92.1(3) .
N2 C4 C5 C6 82.8(3) .
C7 C5 C6 C7 -0.2(4) 5_545
C4 C5 C6 C7 -175.3(2) 5_545
C6 C5 C7 C6 0.2(4) 5_545
C4 C5 C7 C6 175.2(2) 5_545
O2 C8 C9 C11 -14.2(3) .
O1 C8 C9 C11 164.6(2) .
O2 C8 C9 C10 168.4(2) .
O1 C8 C9 C10 -12.8(3) .
C11 C9 C10 C11 -0.2(4) 7_455
C8 C9 C10 C11 177.2(2) 7_455
C10 C9 C11 C10 0.2(4) 7_455
C8 C9 C11 C10 -177.2(2) 7_455
N2 C1 N1 C2 0.0(2) .
N2 C1 N1 Zn1 -179.14(14) .
C3 C2 N1 C1 -0.2(3) .
C3 C2 N1 Zn1 179.00(15) .
N1 C1 N2 C3 0.2(2) .
N1 C1 N2 C4 172.07(19) .
C2 C3 N2 C1 -0.3(3) .
C2 C3 N2 C4 -172.2(2) .
C5 C4 N2 C1 -97.0(3) .
C5 C4 N2 C3 73.5(3) .
O3 C12 N3 C14 -2.1(5) .
O3 C12 N3 C13 179.6(3) .
O2 C8 O1 Zn1 6.8(3) .
C9 C8 O1 Zn1 -171.93(15) .
C8 O1 Zn1 O1 169.36(18) 2
C8 O1 Zn1 N1 56.90(17) .
C8 O1 Zn1 N1 -74.17(16) 2
C1 N1 Zn1 O1 -153.99(17) 2
C2 N1 Zn1 O1 27.00(19) 2
C1 N1 Zn1 O1 -49.43(19) .
C2 N1 Zn1 O1 131.56(17) .
C1 N1 Zn1 N1 77.11(17) 2
C2 N1 Zn1 N1 -101.90(18) 2
