#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/05/2230520.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_2230520
loop_
_publ_author_name
'Wang, Ying'
'Gao, Xin-Lian'
_publ_section_title
;
 Diaqua[5,5'-dicarboxy-2,2'-(ethane-1,2-diyl)bis(1H-imidazole-4-carboxylato)]cobalt(II)
;
_journal_coeditor_code           WM2487
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m815
_journal_paper_doi               10.1107/S1600536811019672
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Co (C12 H8 N4 O8) (H2 O)2]'
_chemical_formula_moiety         'C12 H12 Co N4 O10'
_chemical_formula_sum            'C12 H12 Co N4 O10'
_chemical_formula_weight         431.19
_chemical_name_systematic
;
Diaqua[5,5'-dicarboxy-2,2'-(ethane-1,2-diyl)bis(1H-imidazole-4-
carboxylato)]cobalt(II)
;
_space_group_IT_number           43
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   24.683(5)
_cell_length_b                   27.885(6)
_cell_length_c                   8.7340(17)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.8167
_cell_measurement_theta_min      2.5792
_cell_volume                     6011(2)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2006)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku Saturn CCD'
_diffrn_measurement_method       ω
_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  0.0457
_diffrn_reflns_av_sigmaI/netI    0.0694
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7187
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.20
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.213
_exptl_absorpt_correction_T_max  0.8986
_exptl_absorpt_correction_T_min  0.8112
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku/MSC, 2006)'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.906
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             3504
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.351
_refine_ls_abs_structure_details 'Flack (1983), 1126 Friedel pairs'
_refine_ls_abs_structure_Flack   0.20(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         2693
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0466
_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)+(0.0302P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0737
_refine_ls_wR_factor_ref         0.0794
_reflns_number_gt                2223
_reflns_number_total             2693
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wm2487.cif
_cod_data_source_block           I
_cod_original_cell_volume        6012(2)
_cod_database_code               2230520
_cod_database_fobs_code          2230520
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co1 0.15380(3) 0.073588(18) 0.83795(11) 0.02698(17) Uani d . 1 1 . .
N N1 0.17562(18) 0.12247(13) 0.6742(5) 0.0234(9) Uani d . 1 1 . .
N N2 0.19660(17) 0.17992(13) 0.5122(5) 0.0266(11) Uani d . 1 1 . .
H H2A 0.2014 0.2082 0.4751 0.032 Uiso calc R 1 1 . .
N N3 0.13408(17) 0.12246(13) 1.0033(5) 0.0246(10) Uani d . 1 1 . .
N N4 0.11839(17) 0.17995(13) 1.1637(5) 0.0238(11) Uani d . 1 1 . .
H H4A 0.1174 0.2081 1.2039 0.029 Uiso calc R 1 1 . .
O O1 0.18202(16) 0.02761(10) 0.6567(4) 0.0338(9) Uani d . 1 1 . .
O O2 0.21834(16) 0.02922(12) 0.4193(4) 0.0447(11) Uani d . 1 1 . .
O O3 0.24378(15) 0.09236(12) 0.2360(4) 0.0375(9) Uani d . 1 1 . .
H H3 0.2268 0.0720 0.2902 0.045 Uiso d R 1 1 . .
O O4 0.24502(15) 0.17202(12) 0.2168(4) 0.0381(9) Uani d . 1 1 . .
O O5 0.11949(15) 0.02774(11) 1.0134(4) 0.0329(9) Uani d . 1 1 . .
O O6 0.07457(15) 0.03203(11) 1.2358(4) 0.0366(10) Uani d . 1 1 . .
O O7 0.05925(15) 0.09672(12) 1.4375(4) 0.0377(10) Uani d . 1 1 . .
H H7 0.0609 0.0725 1.3788 0.045 Uiso d R 1 1 . .
O O8 0.06967(16) 0.17524(12) 1.4593(5) 0.0422(10) Uani d . 1 1 . .
O O9 0.07403(15) 0.07148(10) 0.7490(4) 0.0338(9) Uani d . 1 1 . .
H H1W 0.0467 0.0730 0.8078 0.041 Uiso d R 1 1 . .
H H2W 0.0669 0.0888 0.6714 0.041 Uiso d R 1 1 . .
O O10 0.22935(16) 0.06549(14) 0.9300(5) 0.0521(12) Uani d . 1 1 . .
H H3W 0.2464 0.0581 1.0112 0.062 Uiso d R 1 1 . .
H H4W 0.2547 0.0804 0.8846 0.062 Uiso d R 1 1 . .
C C1 0.1996(2) 0.04938(18) 0.5417(6) 0.0318(13) Uani d . 1 1 . .
C C2 0.1972(2) 0.10239(16) 0.5440(6) 0.0263(12) Uani d . 1 1 . .
C C3 0.2095(2) 0.13797(16) 0.4409(5) 0.0229(11) Uani d . 1 1 . .
C C4 0.2348(2) 0.13487(19) 0.2884(6) 0.0317(13) Uani d . 1 1 . .
C C5 0.1748(2) 0.16963(16) 0.6526(6) 0.0236(12) Uani d . 1 1 . .
C C6 0.1512(2) 0.20512(18) 0.7602(6) 0.0331(14) Uani d . 1 1 . .
H H6A 0.1122 0.2012 0.7587 0.040 Uiso calc R 1 1 . .
H H6B 0.1590 0.2369 0.7208 0.040 Uiso calc R 1 1 . .
C C7 0.1698(2) 0.20335(17) 0.9274(6) 0.0300(13) Uani d . 1 1 . .
H H7A 0.2079 0.1949 0.9295 0.036 Uiso calc R 1 1 . .
H H7B 0.1664 0.2352 0.9708 0.036 Uiso calc R 1 1 . .
C C8 0.1398(2) 0.16921(17) 1.0263(6) 0.0257(12) Uani d . 1 1 . .
C C9 0.09834(19) 0.13883(16) 1.2301(6) 0.0244(11) Uani d . 1 1 . .
C C10 0.0749(2) 0.13908(18) 1.3862(6) 0.0278(12) Uani d . 1 1 . .
C C11 0.1094(2) 0.10327(15) 1.1278(5) 0.0216(12) Uani d . 1 1 . .
C C12 0.1005(2) 0.05041(17) 1.1266(6) 0.0291(14) 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O10 Co1 N3 . . 90.75(16) ?
O10 Co1 N1 . . 96.21(17) ?
N3 Co1 N1 . . 96.43(12) ?
O10 Co1 O9 . . 171.87(13) ?
N3 Co1 O9 . . 93.23(14) ?
N1 Co1 O9 . . 90.39(15) ?
O10 Co1 O1 . . 85.88(15) ?
N3 Co1 O1 . . 173.42(16) ?
N1 Co1 O1 . . 78.35(15) ?
O9 Co1 O1 . . 90.83(14) ?
O10 Co1 O5 . . 90.76(16) ?
N3 Co1 O5 . . 78.52(15) ?
N1 Co1 O5 . . 171.47(16) ?
O9 Co1 O5 . . 83.09(13) ?
O1 Co1 O5 . . 107.14(10) ?
C5 N1 C2 . . 106.9(4) ?
C5 N1 Co1 . . 139.0(4) ?
C2 N1 Co1 . . 114.1(3) ?
C3 N2 C5 . . 108.7(4) ?
C3 N2 H2A . . 125.6 ?
C5 N2 H2A . . 125.6 ?
C8 N3 C11 . . 108.3(4) ?
C8 N3 Co1 . . 137.5(4) ?
C11 N3 Co1 . . 114.2(3) ?
C8 N4 C9 . . 109.4(4) ?
C8 N4 H4A . . 125.3 ?
C9 N4 H4A . . 125.3 ?
C1 O1 Co1 . . 114.4(3) ?
C4 O3 H3 . . 109.4 ?
C12 O5 Co1 . . 113.8(3) ?
C10 O7 H7 . . 119.6 ?
Co1 O9 H1W . . 121.1 ?
Co1 O9 H2W . . 118.0 ?
H1W O9 H2W . . 106.7 ?
Co1 O10 H3W . . 143.7 ?
Co1 O10 H4W . . 115.7 ?
H3W O10 H4W . . 98.3 ?
O1 C1 O2 . . 125.2(5) ?
O1 C1 C2 . . 117.4(4) ?
O2 C1 C2 . . 117.4(5) ?
C3 C2 N1 . . 109.5(4) ?
C3 C2 C1 . . 134.7(5) ?
N1 C2 C1 . . 115.7(4) ?
N2 C3 C2 . . 105.6(4) ?
N2 C3 C4 . . 124.2(4) ?
C2 C3 C4 . . 130.1(5) ?
O4 C4 O3 . . 123.8(5) ?
O4 C4 C3 . . 119.7(5) ?
O3 C4 C3 . . 116.6(5) ?
N1 C5 N2 . . 109.2(4) ?
N1 C5 C6 . . 125.2(5) ?
N2 C5 C6 . . 125.5(4) ?
C5 C6 C7 . . 117.7(5) ?
C5 C6 H6A . . 107.9 ?
C7 C6 H6A . . 107.9 ?
C5 C6 H6B . . 107.9 ?
C7 C6 H6B . . 107.9 ?
H6A C6 H6B . . 107.2 ?
C8 C7 C6 . . 115.2(5) ?
C8 C7 H7A . . 108.5 ?
C6 C7 H7A . . 108.5 ?
C8 C7 H7B . . 108.5 ?
C6 C7 H7B . . 108.5 ?
H7A C7 H7B . . 107.5 ?
N3 C8 N4 . . 108.2(4) ?
N3 C8 C7 . . 126.5(5) ?
N4 C8 C7 . . 125.0(4) ?
C11 C9 N4 . . 104.9(4) ?
C11 C9 C10 . . 133.3(5) ?
N4 C9 C10 . . 121.6(5) ?
O8 C10 O7 . . 122.7(5) ?
O8 C10 C9 . . 122.4(5) ?
O7 C10 C9 . . 115.0(4) ?
N3 C11 C9 . . 109.2(4) ?
N3 C11 C12 . . 116.8(4) ?
C9 C11 C12 . . 134.0(5) ?
O6 C12 O5 . . 125.3(5) ?
O6 C12 C11 . . 118.2(5) ?
O5 C12 C11 . . 116.5(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
Co1 O10 . 2.043(4) y
Co1 N3 . 2.044(4) y
Co1 N1 . 2.048(4) y
Co1 O9 . 2.118(4) y
Co1 O1 . 2.153(3) y
Co1 O5 . 2.168(4) y
N1 C5 . 1.329(6) ?
N1 C2 . 1.375(6) ?
N2 C3 . 1.363(6) ?
N2 C5 . 1.370(6) ?
N2 H2A . 0.8600 ?
N3 C8 . 1.327(6) ?
N3 C11 . 1.357(6) ?
N4 C8 . 1.345(6) ?
N4 C9 . 1.377(6) ?
N4 H4A . 0.8600 ?
O1 C1 . 1.252(6) ?
O2 C1 . 1.293(6) ?
O3 C4 . 1.290(6) ?
O3 H3 . 0.8501 ?
O4 C4 . 1.236(6) ?
O5 C12 . 1.264(6) ?
O6 C12 . 1.258(6) ?
O7 C10 . 1.321(6) ?
O7 H7 . 0.8501 ?
O8 C10 . 1.200(5) ?
O9 H1W . 0.8500 ?
O9 H2W . 0.8498 ?
O10 H3W . 0.8501 ?
O10 H4W . 0.8499 ?
C1 C2 . 1.479(7) ?
C2 C3 . 1.374(6) ?
C3 C4 . 1.474(7) ?
C5 C6 . 1.484(7) ?
C6 C7 . 1.532(6) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C8 . 1.484(7) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C9 C11 . 1.362(6) ?
C9 C10 . 1.481(7) ?
C11 C12 . 1.490(6) ?
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
O3 H3 O2 . 0.85 1.65 2.461(5) 157
O7 H7 O6 . 0.85 1.72 2.550(5) 166
O10 H3W O3 1_556 0.85 2.18 2.799(5) 129
N2 H2A O6 4_554 0.86 2.16 2.904(5) 145
N4 H4A O5 4 0.86 2.04 2.878(5) 166
O9 H1W O4 11_455 0.85 1.89 2.730(5) 170
O9 H2W O7 1_554 0.85 2.06 2.834(5) 150
O10 H4W O8 3_554 0.85 2.22 2.958(5) 145
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O10 Co1 N1 C5 . . . . -98.6(6) ?
N3 Co1 N1 C5 . . . . -7.2(6) ?
O9 Co1 N1 C5 . . . . 86.1(5) ?
O1 Co1 N1 C5 . . . . 176.9(6) ?
O10 Co1 N1 C2 . . . . 82.6(3) ?
N3 Co1 N1 C2 . . . . 174.1(3) ?
O9 Co1 N1 C2 . . . . -92.6(3) ?
O1 Co1 N1 C2 . . . . -1.9(3) ?
O10 Co1 N3 C8 . . . . 85.1(6) ?
N1 Co1 N3 C8 . . . . -11.2(6) ?
O9 Co1 N3 C8 . . . . -102.0(5) ?
O5 Co1 N3 C8 . . . . 175.7(6) ?
O10 Co1 N3 C11 . . . . -92.9(4) ?
N1 Co1 N3 C11 . . . . 170.8(3) ?
O9 Co1 N3 C11 . . . . 80.0(3) ?
O5 Co1 N3 C11 . . . . -2.2(3) ?
O10 Co1 O1 C1 . . . . -95.3(4) ?
N1 Co1 O1 C1 . . . . 2.0(4) ?
O9 Co1 O1 C1 . . . . 92.2(4) ?
O5 Co1 O1 C1 . . . . 175.2(3) ?
O10 Co1 O5 C12 . . . . 95.0(4) ?
N3 Co1 O5 C12 . . . . 4.4(4) ?
O9 Co1 O5 C12 . . . . -90.3(4) ?
O1 Co1 O5 C12 . . . . -179.1(3) ?
Co1 O1 C1 O2 . . . . -179.7(4) ?
Co1 O1 C1 C2 . . . . -1.7(6) ?
C5 N1 C2 C3 . . . . -0.2(6) ?
Co1 N1 C2 C3 . . . . 178.9(3) ?
C5 N1 C2 C1 . . . . -177.5(4) ?
Co1 N1 C2 C1 . . . . 1.7(5) ?
O1 C1 C2 C3 . . . . -176.3(6) ?
O2 C1 C2 C3 . . . . 1.9(9) ?
O1 C1 C2 N1 . . . . 0.1(7) ?
O2 C1 C2 N1 . . . . 178.3(5) ?
C5 N2 C3 C2 . . . . -2.5(6) ?
C5 N2 C3 C4 . . . . -178.9(5) ?
N1 C2 C3 N2 . . . . 1.7(6) ?
C1 C2 C3 N2 . . . . 178.3(5) ?
N1 C2 C3 C4 . . . . 177.8(5) ?
C1 C2 C3 C4 . . . . -5.7(10) ?
N2 C3 C4 O4 . . . . -0.8(8) ?
C2 C3 C4 O4 . . . . -176.2(5) ?
N2 C3 C4 O3 . . . . -179.1(4) ?
C2 C3 C4 O3 . . . . 5.5(8) ?
C2 N1 C5 N2 . . . . -1.4(6) ?
Co1 N1 C5 N2 . . . . 179.8(4) ?
C2 N1 C5 C6 . . . . 175.6(5) ?
Co1 N1 C5 C6 . . . . -3.3(9) ?
C3 N2 C5 N1 . . . . 2.5(6) ?
C3 N2 C5 C6 . . . . -174.4(5) ?
N1 C5 C6 C7 . . . . 52.6(8) ?
N2 C5 C6 C7 . . . . -131.0(5) ?
C5 C6 C7 C8 . . . . -85.6(5) ?
C11 N3 C8 N4 . . . . -0.7(6) ?
Co1 N3 C8 N4 . . . . -178.7(4) ?
C11 N3 C8 C7 . . . . 173.0(5) ?
Co1 N3 C8 C7 . . . . -5.0(9) ?
C9 N4 C8 N3 . . . . -0.1(6) ?
C9 N4 C8 C7 . . . . -173.9(5) ?
C6 C7 C8 N3 . . . . 56.8(8) ?
C6 C7 C8 N4 . . . . -130.5(5) ?
C8 N4 C9 C11 . . . . 0.9(5) ?
C8 N4 C9 C10 . . . . 176.7(5) ?
C11 C9 C10 O8 . . . . 178.3(5) ?
N4 C9 C10 O8 . . . . 3.8(8) ?
C11 C9 C10 O7 . . . . -3.0(8) ?
N4 C9 C10 O7 . . . . -177.4(4) ?
C8 N3 C11 C9 . . . . 1.2(6) ?
Co1 N3 C11 C9 . . . . 179.8(3) ?
C8 N3 C11 C12 . . . . -178.4(4) ?
Co1 N3 C11 C12 . . . . 0.2(5) ?
N4 C9 C11 N3 . . . . -1.3(5) ?
C10 C9 C11 N3 . . . . -176.4(5) ?
N4 C9 C11 C12 . . . . 178.2(5) ?
C10 C9 C11 C12 . . . . 3.1(10) ?
Co1 O5 C12 O6 . . . . 173.6(4) ?
Co1 O5 C12 C11 . . . . -5.6(6) ?
N3 C11 C12 O6 . . . . -175.4(5) ?
C9 C11 C12 O6 . . . . 5.1(8) ?
N3 C11 C12 O5 . . . . 3.8(7) ?
C9 C11 C12 O5 . . . . -175.6(5) ?
