#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/44/2234456.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_2234456
loop_
_publ_author_name
'Miao, Dong-Liang'
'Li, Shi-Jie'
'Song, Wen-Dong'
'Tong, Shao-Wei'
'Ng, Seik Weng'
_publ_section_title
;
 Diaquabis(5-carboxy-2-ethyl-1H-imidazole-4-carboxylato-κ²N³,O⁴)cobalt(II)
 trihydrate
;
_journal_coeditor_code           XU5468
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m373
_journal_page_last               m374
_journal_paper_doi               10.1107/S1600536812008902
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Co (C7 H7 N2 O4)2 (H2 O)2], 3H2 O'
_chemical_formula_moiety         'C14 H24 Co N4 O13'
_chemical_formula_sum            'C14 H24 Co N4 O13'
_chemical_formula_weight         515.30
_chemical_name_systematic
;
Diaquabis(5-carboxy-2-ethyl-1H-imidazole-4-carboxylato-
κ²N³,O⁴)cobalt(II) trihydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                66.06(3)
_cell_angle_beta                 88.66(3)
_cell_angle_gamma                70.97(3)
_cell_formula_units_Z            1
_cell_length_a                   7.1615(14)
_cell_length_b                   8.8729(18)
_cell_length_c                   9.3815(19)
_cell_measurement_reflns_used    7174
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4
_cell_measurement_theta_min      2.4
_cell_volume                     511.0(2)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       '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  0.0292
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5086
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.03
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.917
_exptl_absorpt_correction_T_max  0.7810
_exptl_absorpt_correction_T_min  0.7810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             267
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.727
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         2319
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0352
_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)+(0.0200P)²+1.1000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0754
_refine_ls_wR_factor_ref         0.1019
_reflns_number_gt                1578
_reflns_number_total             2319
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu5468.cif
_cod_data_source_block           I
_cod_original_cell_volume        511.0(3)
_cod_database_code               2234456
_cod_database_fobs_code          2234456
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.5000 0.0000 0.5000 0.02833(18) Uani d S 1 2 . .
N N1 0.2254(4) 0.2967(3) 0.7643(3) 0.0306(6) Uani d . 1 1 . .
H H1 0.1776 0.3183 0.8417 0.037 Uiso calc R 1 1 . .
N N2 0.3637(4) 0.1497(3) 0.6265(3) 0.0265(5) Uani d . 1 1 . .
O O1 0.4459(3) 0.2642(3) 0.3267(3) 0.0350(5) Uani d . 1 1 . .
O O2 0.3296(4) 0.5449(3) 0.2860(3) 0.0446(6) Uani d . 1 1 . .
O O3 0.1803(4) 0.7116(3) 0.4415(3) 0.0431(6) Uani d . 1 1 . .
H H3 0.2224 0.6487 0.3911 0.065 Uiso d R 1 1 . .
O O4 0.0657(4) 0.6633(3) 0.6723(3) 0.0439(6) Uani d . 1 1 . .
O O1W 0.7752(3) -0.0183(3) 0.5820(3) 0.0461(7) Uani d . 1 1 . .
H H1W 0.8718 -0.1140 0.6044 0.069 Uiso d R 1 1 . .
H H2W 0.8118 0.0689 0.5646 0.069 Uiso d R 1 1 . .
C C1 0.3196(4) 0.3266(4) 0.5348(4) 0.0264(6) Uani d . 1 1 . .
C C2 0.2335(4) 0.4198(4) 0.6198(4) 0.0276(6) Uani d . 1 1 . .
C C3 0.3052(4) 0.1352(4) 0.7653(4) 0.0287(7) Uani d . 1 1 . .
C C4 0.3683(5) 0.3806(4) 0.3732(4) 0.0304(7) Uani d . 1 1 . .
C C5 0.1529(5) 0.6106(4) 0.5789(4) 0.0322(7) Uani d . 1 1 . .
C C6 0.3153(5) -0.0299(4) 0.9003(4) 0.0359(7) Uani d . 1 1 . .
H H6A 0.2973 -0.0090 0.9943 0.043 Uiso calc R 1 1 . .
H H6B 0.4462 -0.1174 0.9166 0.043 Uiso calc R 1 1 . .
C C7 0.1579(7) -0.1010(6) 0.8754(5) 0.0565(11) Uani d . 1 1 . .
H H7A 0.0285 -0.0125 0.8537 0.085 Uiso calc R 1 1 . .
H H7B 0.1633 -0.2030 0.9686 0.085 Uiso calc R 1 1 . .
H H7C 0.1827 -0.1323 0.7883 0.085 Uiso calc R 1 1 . .
O O2W 0.1678(5) 0.3395(5) 0.0422(4) 0.0726(10) Uani d D 1 1 . .
H H3W 0.2620 0.3480 0.0885 0.109 Uiso d RD 1 1 . .
H H4W 0.0694 0.4355 0.0084 0.109 Uiso d PRD 0.50 1 A 1
H H7W 0.0730 0.3366 0.0983 0.109 Uiso d PRD 0.50 1 B 2
O O3W 0.5000 0.5000 0.0000 0.282(8) Uani d S 1 2 . .
H H5W 0.5935 0.4424 -0.0352 0.423 Uiso d PR 0.50 1 . .
H H6W 0.5155 0.4487 0.0998 0.423 Uiso d PR 0.50 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'
Co Co 0.3494 0.9721 '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'
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
O1W Co1 O1W 2_656 . 180.0
O1W Co1 N2 2_656 . 90.68(9)
O1W Co1 N2 . . 89.32(9)
O1W Co1 N2 2_656 2_656 89.32(9)
O1W Co1 N2 . 2_656 90.68(9)
N2 Co1 N2 . 2_656 180.00(9)
O1W Co1 O1 2_656 . 88.57(10)
O1W Co1 O1 . . 91.43(10)
N2 Co1 O1 . . 78.28(9)
N2 Co1 O1 2_656 . 101.72(9)
O1W Co1 O1 2_656 2_656 91.43(10)
O1W Co1 O1 . 2_656 88.57(10)
N2 Co1 O1 . 2_656 101.72(9)
N2 Co1 O1 2_656 2_656 78.28(9)
O1 Co1 O1 . 2_656 180.0
C3 N1 C2 . . 108.7(3)
C3 N1 H1 . . 125.6
C2 N1 H1 . . 125.6
C3 N2 C1 . . 106.5(2)
C3 N2 Co1 . . 142.7(2)
C1 N2 Co1 . . 110.81(19)
C4 O1 Co1 . . 114.8(2)
C5 O3 H3 . . 107.5
Co1 O1W H1W . . 118.0
Co1 O1W H2W . . 124.7
H1W O1W H2W . . 113.4
C2 C1 N2 . . 109.5(3)
C2 C1 C4 . . 132.4(3)
N2 C1 C4 . . 118.0(2)
N1 C2 C1 . . 105.4(3)
N1 C2 C5 . . 122.2(3)
C1 C2 C5 . . 132.4(3)
N2 C3 N1 . . 109.9(3)
N2 C3 C6 . . 126.0(3)
N1 C3 C6 . . 124.1(3)
O1 C4 O2 . . 122.9(3)
O1 C4 C1 . . 118.1(3)
O2 C4 C1 . . 119.0(3)
O4 C5 O3 . . 124.3(3)
O4 C5 C2 . . 120.1(3)
O3 C5 C2 . . 115.7(3)
C3 C6 C7 . . 112.2(3)
C3 C6 H6A . . 109.2
C7 C6 H6A . . 109.2
C3 C6 H6B . . 109.2
C7 C6 H6B . . 109.2
H6A C6 H6B . . 107.9
C6 C7 H7A . . 109.5
C6 C7 H7B . . 109.5
H7A C7 H7B . . 109.5
C6 C7 H7C . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
H3W O2W H4W . . 110.3
H3W O2W H7W . . 109.4
H4W O2W H7W . . 66.5
H5W O3W H6W . . 109.4
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 O1 . 2.153(2) y
Co1 O1 2_656 2.153(2) ?
Co1 O1W 2_656 2.064(2) ?
Co1 O1W . 2.064(2) y
Co1 N2 . 2.123(2) y
Co1 N2 2_656 2.123(2) ?
N1 C3 . 1.355(4) ?
N1 C2 . 1.367(4) ?
N1 H1 . 0.8600 ?
N2 C3 . 1.327(4) ?
N2 C1 . 1.377(4) ?
O1 C4 . 1.244(3) ?
O2 C4 . 1.284(4) ?
O3 C5 . 1.292(4) ?
O3 H3 . 0.8500 ?
O4 C5 . 1.222(4) ?
O1W H1W . 0.8500 ?
O1W H2W . 0.8499 ?
C1 C2 . 1.371(4) ?
C1 C4 . 1.464(4) ?
C2 C5 . 1.481(4) ?
C3 C6 . 1.478(4) ?
C6 C7 . 1.523(5) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
O2W H3W . 0.8500 ?
O2W H4W . 0.8500 ?
O2W H7W . 0.8500 ?
O3W H5W . 0.8500 ?
O3W H6W . 0.8500 ?
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
N1 H1 O2W 1_556 0.86 1.96 2.786(4) 160.0
O3 H3 O2 . 0.85 1.63 2.471(3) 170.6
O1W H1W O4 1_645 0.85 1.86 2.708(3) 172.9
O1W H2W O3 2_666 0.85 1.94 2.763(3) 161.3
O2W H3W O1 . 0.85 2.33 3.077(4) 146.8
O2W H3W O3W . 0.85 2.44 3.091(3) 134.2
O2W H4W O2W 2_565 0.85 2.04 2.883(6) 172.4
O2W H7W O4 2_566 0.85 2.35 3.120(4) 151.0
O3W H5W O2 2_665 0.85 2.37 3.040(2) 136.2
O3W H6W O1 . 0.85 2.26 3.031(2) 150.7
O3W H6W O2 . 0.85 2.43 3.040(2) 129.2
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_site_symmetry_1
_geom_torsion
O1W Co1 N2 C3 2_656 91.3(4)
O1W Co1 N2 C3 . -88.7(4)
N2 Co1 N2 C3 2_656 -10E1(10)
O1 Co1 N2 C3 . 179.7(4)
O1 Co1 N2 C3 2_656 -0.3(4)
O1W Co1 N2 C1 2_656 -89.5(2)
O1W Co1 N2 C1 . 90.5(2)
N2 Co1 N2 C1 2_656 8E1(10)
O1 Co1 N2 C1 . -1.06(19)
O1 Co1 N2 C1 2_656 178.94(19)
O1W Co1 O1 C4 2_656 92.4(2)
O1W Co1 O1 C4 . -87.6(2)
N2 Co1 O1 C4 . 1.4(2)
N2 Co1 O1 C4 2_656 -178.6(2)
O1 Co1 O1 C4 2_656 -14E1(10)
C3 N2 C1 C2 . 0.1(3)
Co1 N2 C1 C2 . -179.5(2)
C3 N2 C1 C4 . -179.7(3)
Co1 N2 C1 C4 . 0.8(3)
C3 N1 C2 C1 . 0.3(3)
C3 N1 C2 C5 . 178.3(3)
N2 C1 C2 N1 . -0.2(3)
C4 C1 C2 N1 . 179.5(3)
N2 C1 C2 C5 . -178.0(3)
C4 C1 C2 C5 . 1.8(6)
C1 N2 C3 N1 . 0.1(3)
Co1 N2 C3 N1 . 179.4(2)
C1 N2 C3 C6 . 177.5(3)
Co1 N2 C3 C6 . -3.2(6)
C2 N1 C3 N2 . -0.3(3)
C2 N1 C3 C6 . -177.7(3)
Co1 O1 C4 O2 . 178.6(2)
Co1 O1 C4 C1 . -1.4(4)
C2 C1 C4 O1 . -179.3(3)
N2 C1 C4 O1 . 0.4(4)
C2 C1 C4 O2 . 0.7(5)
N2 C1 C4 O2 . -179.5(3)
N1 C2 C5 O4 . -4.3(5)
C1 C2 C5 O4 . 173.2(3)
N1 C2 C5 O3 . 176.3(3)
C1 C2 C5 O3 . -6.3(5)
N2 C3 C6 C7 . -73.9(4)
N1 C3 C6 C7 . 103.1(4)
