#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:55:48 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179604 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/68/4506888.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_4506888
loop_
_publ_author_name
'Guo, Qianqian'
'Xu, Chunying'
'Zhao, Bei'
'Jia, Yanyuan'
'Hou, Hongwei'
'Fan, Yaoting'
_publ_section_title
;
 Syntheses, Characterizations, and Properties of Five Interpenetrating
 Complexes Based on 1,4-Benzenedicarboxylic Acid and a Series of
 Benzimidazole-Based Linkers
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5439
_journal_paper_doi               10.1021/cg3010272
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C21 H17 Co N2 O4'
_chemical_formula_sum            'C21 H17 Co N2 O4'
_chemical_formula_weight         420.30
_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                 120.43(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.679(4)
_cell_length_b                   10.889(2)
_cell_length_c                   20.104(4)
_cell_measurement_reflns_used    6127
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0943
_cell_measurement_theta_min      2.1644
_cell_volume                     4092.1(18)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  MoKα
_diffrn_measurement_method       dtprofit.ref
_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  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13387
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    0.866
_exptl_absorpt_correction_T_max  0.8458
_exptl_absorpt_correction_T_min  0.7935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.969
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.175
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3587
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.175
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0525
_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)+(0.0583P)²+7.9592P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1340
_reflns_number_gt                3285
_reflns_number_total             3587
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg3010272_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 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' 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_cell_volume        4092.2(14)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4506888
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 -0.0378(5) 0.3150(9) -0.0299(5) 0.135(3) Uani 1 1 d .
H1A H -0.0602 0.3714 -0.0119 0.203 Uiso 1 1 calc R
H1B H -0.0718 0.2535 -0.0616 0.203 Uiso 1 1 calc R
H1C H -0.0214 0.3586 -0.0596 0.203 Uiso 1 1 calc R
C2 C 0.0234(3) 0.2559(5) 0.0365(3) 0.0566(12) Uani 1 1 d .
H2A H 0.0076 0.2184 0.0691 0.068 Uiso 1 1 calc R
H2B H 0.0423 0.1916 0.0184 0.068 Uiso 1 1 calc R
C3 C 0.0804(2) 0.3464(4) 0.0820(2) 0.0400(9) Uani 1 1 d .
C4 C 0.1536(2) 0.4709(4) 0.1725(2) 0.0388(9) Uani 1 1 d .
C5 C 0.1893(3) 0.5449(5) 0.2369(3) 0.0594(13) Uani 1 1 d .
H5 H 0.1754 0.5494 0.2736 0.071 Uiso 1 1 calc R
C6 C 0.2471(3) 0.6127(6) 0.2444(3) 0.0811(19) Uani 1 1 d .
H6 H 0.2728 0.6624 0.2875 0.097 Uiso 1 1 calc R
C7 C 0.2674(3) 0.6073(6) 0.1884(4) 0.0823(19) Uani 1 1 d .
H7 H 0.3060 0.6543 0.1950 0.099 Uiso 1 1 calc R
C8 C 0.2322(3) 0.5353(5) 0.1245(3) 0.0650(15) Uani 1 1 d .
H8 H 0.2460 0.5316 0.0877 0.078 Uiso 1 1 calc R
C9 C 0.1740(2) 0.4670(4) 0.1168(2) 0.0443(10) Uani 1 1 d .
C10 C 0.1237(3) 0.3664(5) -0.0130(3) 0.0637(15) Uani 1 1 d .
H10A H 0.1163 0.4444 -0.0394 0.076 Uiso 1 1 calc R
H10B H 0.0828 0.3146 -0.0450 0.076 Uiso 1 1 calc R
C11 C 0.1901(2) 0.3066(4) -0.0047(2) 0.0481(11) Uani 1 1 d .
C12 C 0.2065(3) 0.3239(5) -0.0608(3) 0.0645(14) Uani 1 1 d .
H12 H 0.1775 0.3737 -0.1029 0.077 Uiso 1 1 calc R
C13 C 0.2344(3) 0.2316(6) 0.0561(3) 0.0791(19) Uani 1 1 d .
H13 H 0.2241 0.2180 0.0951 0.095 Uiso 1 1 calc R
C14 C 0.11984(19) 0.3496(3) 0.3742(2) 0.0325(8) Uani 1 1 d .
C15 C 0.18734(18) 0.2993(3) 0.43972(19) 0.0300(8) Uani 1 1 d .
C16 C 0.18476(19) 0.2175(4) 0.4909(2) 0.0403(10) Uani 1 1 d .
H16 H 0.1408 0.1954 0.4850 0.048 Uiso 1 1 calc R
C17 C 0.2530(2) 0.3316(4) 0.4491(2) 0.0394(9) Uani 1 1 d .
H17 H 0.2553 0.3865 0.4150 0.047 Uiso 1 1 calc R
C18 C 0.0000 0.6104(4) 0.2500 0.0301(11) Uani 1 2 d S
C19 C 0.0000 0.7474(4) 0.2500 0.0332(12) Uani 1 2 d S
C20 C 0.0385(2) 0.8121(4) 0.2236(3) 0.0469(11) Uani 1 1 d .
H20 H 0.0638 0.7698 0.2048 0.056 Uiso 1 1 calc R
C21 C 0.0396(3) 0.9382(4) 0.2250(3) 0.0518(12) Uani 1 1 d .
H21 H 0.0671 0.9806 0.2091 0.062 Uiso 1 1 calc R
C22 C 0.0000 1.0025(5) 0.2500 0.0389(13) Uani 1 2 d S
C23 C 0.0000 1.1396(5) 0.2500 0.0434(14) Uani 1 2 d S
Co1 Co 0.03755(2) 0.37518(4) 0.20528(3) 0.02258(17) Uani 1 1 d .
N1 N 0.09432(17) 0.3935(3) 0.14855(19) 0.0354(7) Uani 1 1 d .
N2 N 0.1267(2) 0.3880(3) 0.0603(2) 0.0466(9) Uani 1 1 d .
O1 O 0.12189(14) 0.3868(3) 0.31643(15) 0.0409(7) Uani 1 1 d .
O2 O 0.06531(13) 0.3495(3) 0.38174(16) 0.0415(7) Uani 1 1 d .
O3 O 0.02024(14) 0.5572(2) 0.20860(14) 0.0355(6) Uani 1 1 d .
O4 O 0.03696(16) 1.1932(3) 0.22664(19) 0.0546(8) Uani 1 1 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'
Co Co 0.3494 0.9721 '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
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C3 C2 C1 110.9(6) . .
C3 C2 H2A 109.5 . .
C1 C2 H2A 109.5 . .
C3 C2 H2B 109.5 . .
C1 C2 H2B 109.5 . .
H2A C2 H2B 108.1 . .
N1 C3 N2 111.7(4) . .
N1 C3 C2 125.3(4) . .
N2 C3 C2 123.0(4) . .
C5 C4 C9 120.8(4) . .
C5 C4 N1 130.9(4) . .
C9 C4 N1 108.3(4) . .
C4 C5 C6 117.2(4) . .
C4 C5 H5 121.4 . .
C6 C5 H5 121.4 . .
C5 C6 C7 121.4(5) . .
C5 C6 H6 119.3 . .
C7 C6 H6 119.3 . .
C8 C7 C6 121.8(5) . .
C8 C7 H7 119.1 . .
C6 C7 H7 119.1 . .
C7 C8 C9 116.9(4) . .
C7 C8 H8 121.6 . .
C9 C8 H8 121.6 . .
N2 C9 C4 105.9(3) . .
N2 C9 C8 132.3(4) . .
C4 C9 C8 121.8(4) . .
N2 C10 C11 113.9(4) . .
N2 C10 H10A 108.8 . .
C11 C10 H10A 108.8 . .
N2 C10 H10B 108.8 . .
C11 C10 H10B 108.8 . .
H10A C10 H10B 107.7 . .
C12 C11 C13 117.6(4) . .
C12 C11 C10 119.0(4) . .
C13 C11 C10 123.4(4) . .
C11 C12 C13 120.5(5) . 7
C11 C12 H12 119.7 . .
C13 C12 H12 119.7 7 .
C12 C13 C11 121.8(4) 7 .
C12 C13 H13 119.1 7 .
C11 C13 H13 119.1 . .
O1 C14 O2 125.8(3) . .
O1 C14 C15 117.3(3) . .
O2 C14 C15 116.9(3) . .
C17 C15 C16 119.2(3) . .
C17 C15 C14 120.6(3) . .
C16 C15 C14 120.2(3) . .
C17 C16 C15 120.5(3) 7_556 .
C17 C16 H16 119.7 7_556 .
C15 C16 H16 119.7 . .
C16 C17 C15 120.2(4) 7_556 .
C16 C17 H17 119.9 7_556 .
C15 C17 H17 119.9 . .
O3 C18 O3 125.3(4) . 2
O3 C18 C19 117.3(2) . .
O3 C18 C19 117.3(2) 2 .
C20 C19 C20 118.9(5) . 2
C20 C19 C18 120.6(2) . .
C20 C19 C18 120.6(2) 2 .
C21 C20 C19 120.5(4) . .
C21 C20 H20 119.7 . .
C19 C20 H20 119.7 . .
C20 C21 C22 120.4(4) . .
C20 C21 H21 119.8 . .
C22 C21 H21 119.8 . .
C21 C22 C21 119.2(5) . 2
C21 C22 C23 120.4(2) . .
C21 C22 C23 120.4(2) 2 .
O4 C23 O4 124.7(5) . 2
O4 C23 C22 117.6(3) . .
O4 C23 C22 117.6(3) 2 .
O3 Co1 O4 158.11(12) . 1_545
O3 Co1 O2 91.26(11) . 2
O4 Co1 O2 85.78(12) 1_545 2
O3 Co1 O1 88.95(11) . .
O4 Co1 O1 85.82(12) 1_545 .
O2 Co1 O1 157.86(11) 2 .
O3 Co1 N1 95.50(12) . .
O4 Co1 N1 106.27(13) 1_545 .
O2 Co1 N1 103.75(12) 2 .
O1 Co1 N1 98.26(12) . .
O3 Co1 Co1 79.21(8) . 2
O4 Co1 Co1 78.93(9) 1_545 2
O2 Co1 Co1 79.81(8) 2 2
O1 Co1 Co1 78.49(8) . 2
N1 Co1 Co1 173.77(9) . 2
C3 N1 C4 106.4(3) . .
C3 N1 Co1 128.9(3) . .
C4 N1 Co1 124.4(2) . .
C3 N2 C9 107.8(3) . .
C3 N2 C10 127.4(4) . .
C9 N2 C10 124.5(4) . .
C14 O1 Co1 124.0(2) . .
C14 O2 Co1 125.4(2) . 2
C18 O3 Co1 127.1(3) . .
C23 O4 Co1 127.3(3) . 1_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.471(9) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C3 1.480(6) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 N1 1.316(5) .
C3 N2 1.360(5) .
C4 C5 1.382(6) .
C4 C9 1.399(5) .
C4 N1 1.402(5) .
C5 C6 1.395(6) .
C5 H5 0.9300 .
C6 C7 1.403(8) .
C6 H6 0.9300 .
C7 C8 1.362(8) .
C7 H7 0.9300 .
C8 C9 1.403(6) .
C8 H8 0.9300 .
C9 N2 1.379(6) .
C10 N2 1.461(5) .
C10 C11 1.511(6) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.355(6) .
C11 C13 1.377(7) .
C12 C13 1.376(7) 7
C12 H12 0.9300 .
C13 C12 1.376(7) 7
C13 H13 0.9300 .
C14 O1 1.251(4) .
C14 O2 1.266(4) .
C14 C15 1.491(5) .
C15 C17 1.383(5) .
C15 C16 1.383(5) .
C16 C17 1.382(5) 7_556
C16 H16 0.9300 .
C17 C16 1.382(5) 7_556
C17 H17 0.9300 .
C18 O3 1.261(3) .
C18 O3 1.261(3) 2
C18 C19 1.492(6) .
C19 C20 1.387(5) .
C19 C20 1.387(5) 2
C20 C21 1.372(6) .
C20 H20 0.9300 .
C21 C22 1.384(5) .
C21 H21 0.9300 .
C22 C21 1.384(5) 2
C22 C23 1.494(7) .
C23 O4 1.259(4) .
C23 O4 1.259(4) 2
Co1 O3 2.024(2) .
Co1 O4 2.029(3) 1_545
Co1 O2 2.040(3) 2
Co1 O1 2.053(3) .
Co1 N1 2.068(3) .
Co1 Co1 2.9747(10) 2
O2 Co1 2.040(3) 2
O4 Co1 2.029(3) 1_565
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
C1 C2 C3 N1 103.9(6) . .
C1 C2 C3 N2 -78.3(6) . .
C9 C4 C5 C6 -1.4(7) . .
N1 C4 C5 C6 -179.6(5) . .
C4 C5 C6 C7 1.0(9) . .
C5 C6 C7 C8 -0.6(10) . .
C6 C7 C8 C9 0.5(9) . .
C5 C4 C9 N2 -178.3(4) . .
N1 C4 C9 N2 0.2(5) . .
C5 C4 C9 C8 1.5(7) . .
N1 C4 C9 C8 -180.0(4) . .
C7 C8 C9 N2 178.8(5) . .
C7 C8 C9 C4 -0.9(7) . .
N2 C10 C11 C12 -154.8(5) . .
N2 C10 C11 C13 27.2(8) . .
C13 C11 C12 C13 -0.3(10) . 7
C10 C11 C12 C13 -178.4(5) . 7
C12 C11 C13 C12 0.3(10) . 7
C10 C11 C13 C12 178.4(6) . 7
O1 C14 C15 C17 22.6(5) . .
O2 C14 C15 C17 -158.1(4) . .
O1 C14 C15 C16 -156.0(4) . .
O2 C14 C15 C16 23.2(5) . .
C17 C15 C16 C17 0.0(7) . 7_556
C14 C15 C16 C17 178.6(4) . 7_556
C16 C15 C17 C16 0.0(7) . 7_556
C14 C15 C17 C16 -178.6(4) . 7_556
O3 C18 C19 C20 -17.3(3) . .
O3 C18 C19 C20 162.7(3) 2 .
O3 C18 C19 C20 162.7(3) . 2
O3 C18 C19 C20 -17.3(3) 2 2
C20 C19 C20 C21 1.3(3) 2 .
C18 C19 C20 C21 -178.7(3) . .
C19 C20 C21 C22 -2.5(7) . .
C20 C21 C22 C21 1.3(3) . 2
C20 C21 C22 C23 -178.7(3) . .
C21 C22 C23 O4 0.0(3) . .
C21 C22 C23 O4 -180.0(3) 2 .
C21 C22 C23 O4 -180.0(3) . 2
C21 C22 C23 O4 0.0(3) 2 2
N2 C3 N1 C4 -0.1(5) . .
C2 C3 N1 C4 177.8(4) . .
N2 C3 N1 Co1 174.5(3) . .
C2 C3 N1 Co1 -7.5(6) . .
C5 C4 N1 C3 178.3(5) . .
C9 C4 N1 C3 -0.1(5) . .
C5 C4 N1 Co1 3.4(7) . .
C9 C4 N1 Co1 -175.0(3) . .
O3 Co1 N1 C3 -121.4(3) . .
O4 Co1 N1 C3 60.8(4) 1_545 .
O2 Co1 N1 C3 -28.7(4) 2 .
O1 Co1 N1 C3 148.9(3) . .
Co1 Co1 N1 C3 -153.1(7) 2 .
O3 Co1 N1 C4 52.4(3) . .
O4 Co1 N1 C4 -125.4(3) 1_545 .
O2 Co1 N1 C4 145.0(3) 2 .
O1 Co1 N1 C4 -37.4(3) . .
Co1 Co1 N1 C4 20.7(11) 2 .
N1 C3 N2 C9 0.3(5) . .
C2 C3 N2 C9 -177.7(4) . .
N1 C3 N2 C10 -173.2(4) . .
C2 C3 N2 C10 8.7(7) . .
C4 C9 N2 C3 -0.3(5) . .
C8 C9 N2 C3 179.9(5) . .
C4 C9 N2 C10 173.5(4) . .
C8 C9 N2 C10 -6.3(8) . .
C11 C10 N2 C3 -122.7(5) . .
C11 C10 N2 C9 64.8(6) . .
O2 C14 O1 Co1 -32.3(5) . .
C15 C14 O1 Co1 146.9(3) . .
O3 Co1 O1 C14 104.1(3) . .
O4 Co1 O1 C14 -54.6(3) 1_545 .
O2 Co1 O1 C14 13.3(5) 2 .
N1 Co1 O1 C14 -160.5(3) . .
Co1 Co1 O1 C14 24.9(3) 2 .
O1 C14 O2 Co1 13.8(5) . 2
C15 C14 O2 Co1 -165.4(2) . 2
O3 C18 O3 Co1 -7.75(12) 2 .
C19 C18 O3 Co1 172.25(12) . .
O4 Co1 O3 C18 9.7(5) 1_545 .
O2 Co1 O3 C18 91.5(2) 2 .
O1 Co1 O3 C18 -66.4(2) . .
N1 Co1 O3 C18 -164.5(2) . .
Co1 Co1 O3 C18 12.13(19) 2 .
O4 C23 O4 Co1 -9.32(15) 2 1_565
C22 C23 O4 Co1 170.68(15) . 1_565
