#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/01/2230113.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_2230113
loop_
_publ_author_name
'Qian, Xiao-Min'
'Luo, Yang-Hui'
'Li, Jin-Feng'
'Mao, Shu-Lin'
'Gao, Ge'
_publ_section_title
;
 Dichlorido[bis(2-ethyl-5-methyl-1H-imidazol-4-yl-κN³)methane]cobalt(II)
 monohydrate
;
_journal_coeditor_code           PV2382
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m575
_journal_paper_doi               10.1107/S1600536811011032
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Co Cl2 (C13 H20 N4)], H2 O'
_chemical_formula_moiety         'C13 H20 Cl2 Co N4, H2 O'
_chemical_formula_sum            'C13 H22 Cl2 Co N4 O'
_chemical_formula_weight         380.18
_chemical_name_common
;
Bis(2-ethyl-5-methyl-1H-imidazole)-4,4'-methanediyl Co(II)chloride
monohydrate
;
_chemical_name_systematic
;
Dichlorido[bis(2-ethyl-5-methyl-1H-imidazol-4-yl-
κN³)methane]cobalt(II) monohydrate
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 97.0450(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.3927(7)
_cell_length_b                   12.1388(14)
_cell_length_c                   8.5860(9)
_cell_measurement_reflns_used    1482
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.02
_cell_measurement_theta_min      2.39
_cell_volume                     868.11(15)
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009)
;
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART 1K CCD area-detector'
_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  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0442
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            4313
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.39
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.299
_exptl_absorpt_correction_T_max  0.7631
_exptl_absorpt_correction_T_min  0.6245
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2005)'
_exptl_crystal_colour            Violet
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.252
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1607
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0404
_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)+(0.0528P)²+0.6331P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1143
_reflns_number_gt                1174
_reflns_number_total             1607
_reflns_threshold_expression     'I > 2.0σ(I)'
_cod_data_source_file            pv2382.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               2230113
_cod_database_fobs_code          2230113
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_disorder_assembly
_atom_site_disorder_group
Co Co1 0.75499(7) 0.2500 0.32643(8) 0.0443(3) Uani d S 1 . .
Cl Cl1 0.93574(14) 0.2500 0.54316(16) 0.0521(4) Uani d S 1 . .
Cl Cl2 0.88551(17) 0.2500 0.11144(17) 0.0656(4) Uani d S 1 . .
O O1 0.6677(4) 0.2500 0.7871(4) 0.0547(9) Uani d S 1 . .
H H1C 0.7331 0.2500 0.7190 0.066 Uiso d SR 1 . .
H H1D 0.7215 0.2500 0.8776 0.066 Uiso d SR 1 . .
N N1 0.5936(3) 0.1271(2) 0.3223(4) 0.0461(7) Uani d . 1 . .
N N2 0.4566(3) -0.0235(3) 0.2690(4) 0.0525(8) Uani d . 1 . .
H H2 0.4344 -0.0904 0.2413 0.063 Uiso calc R 1 . .
C C1 0.6018(4) 0.0241(3) 0.2763(5) 0.0503(10) Uani d . 1 B .
C C2 0.3496(4) 0.0527(3) 0.3131(4) 0.0446(9) Uani d . 1 . .
C C3 0.4343(4) 0.1455(3) 0.3473(4) 0.0423(8) Uani d . 1 . .
C C4 0.3821(6) 0.2500 0.4156(7) 0.0504(13) Uani d S 1 . .
H H4A 0.4209 0.2500 0.5268 0.060 Uiso calc SR 1 . .
H H4B 0.2658 0.2500 0.4061 0.060 Uiso calc SR 1 . .
C C5 0.7486(4) -0.0350(4) 0.2383(7) 0.0751(14) Uani d . 1 . .
H H5A 0.8416 0.0099 0.2740 0.090 Uiso calc PR 0.50 A 1
H H5B 0.7585 -0.1032 0.2976 0.090 Uiso calc PR 0.50 A 1
H H5'A 0.8073 -0.0616 0.3353 0.090 Uiso d PR 0.50 A 2
H H5'B 0.8171 0.0180 0.1941 0.090 Uiso d PR 0.50 A 2
C C6 0.7529(13) -0.0595(9) 0.0839(15) 0.079(2) Uani d P 0.50 B 1
H H6A 0.6625 -0.1049 0.0469 0.118 Uiso calc PR 0.50 B 1
H H6B 0.8504 -0.0982 0.0722 0.118 Uiso calc PR 0.50 B 1
H H6C 0.7488 0.0075 0.0240 0.118 Uiso calc PR 0.50 B 1
C C6' 0.7231(13) -0.1306(9) 0.1225(14) 0.079(2) Uani d P 0.50 B 2
H H6'1 0.6592 -0.1062 0.0284 0.118 Uiso calc PR 0.50 B 2
H H6'2 0.6688 -0.1895 0.1687 0.118 Uiso calc PR 0.50 B 2
H H6'3 0.8252 -0.1562 0.0975 0.118 Uiso calc PR 0.50 B 2
C C7 0.1749(4) 0.0265(4) 0.3136(6) 0.0614(11) Uani d . 1 . .
H H7A 0.1211 0.0891 0.3512 0.092 Uiso calc R 1 . .
H H7B 0.1640 -0.0354 0.3809 0.092 Uiso calc R 1 . .
H H7C 0.1279 0.0091 0.2088 0.092 Uiso calc R 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'
Cl Cl 0.1484 0.1585 '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
N1 Co1 N1 . 4_565 95.69(16) ?
N1 Co1 Cl1 . . 113.48(9) ?
N1 Co1 Cl1 4_565 . 113.48(9) ?
N1 Co1 Cl2 . . 112.23(9) ?
N1 Co1 Cl2 4_565 . 112.23(9) ?
Cl1 Co1 Cl2 . . 109.28(5) ?
H1C O1 H1D . . 108.3 ?
C1 N1 C3 . . 106.5(3) ?
C1 N1 Co1 . . 130.5(2) ?
C3 N1 Co1 . . 122.3(2) ?
C1 N2 C2 . . 108.5(3) ?
C1 N2 H2 . . 125.7 ?
C2 N2 H2 . . 125.7 ?
N1 C1 N2 . . 110.0(3) ?
N1 C1 C5 . . 126.6(3) ?
N2 C1 C5 . . 123.4(3) ?
C3 C2 N2 . . 106.1(3) ?
C3 C2 C7 . . 131.8(3) ?
N2 C2 C7 . . 122.0(3) ?
C2 C3 N1 . . 108.8(3) ?
C2 C3 C4 . . 128.9(3) ?
N1 C3 C4 . . 122.0(3) ?
C3 C4 C3 . 4_565 117.3(4) ?
C3 C4 H4A . . 108.0 ?
C3 C4 H4A 4_565 . 108.0 ?
C3 C4 H4B . . 108.0 ?
C3 C4 H4B 4_565 . 108.0 ?
H4A C4 H4B . . 107.2 ?
C6 C5 C1 . . 116.0(6) ?
C1 C5 C6' . . 117.0(5) ?
C6 C5 H5A . . 108.3 ?
C1 C5 H5A . . 108.3 ?
C6 C5 H5B . . 108.3 ?
C1 C5 H5B . . 108.3 ?
H5A C5 H5B . . 107.4 ?
C1 C5 H5'A . . 108.5 ?
C6' C5 H5'A . . 108.8 ?
C1 C5 H5'B . . 108.1 ?
C6' C5 H5'B . . 107.0 ?
H5'A C5 H5'B . . 107.1 ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
C5 C6' H6'1 . . 109.5 ?
C5 C6' H6'2 . . 109.5 ?
H6'1 C6' H6'2 . . 109.5 ?
C5 C6' H6'3 . . 109.5 ?
H6'1 C6' H6'3 . . 109.5 ?
H6'2 C6' H6'3 . . 109.5 ?
C2 C7 H7A . . 109.5 ?
C2 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C2 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
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 N1 . 2.012(3) ?
Co1 N1 4_565 2.012(3) ?
Co1 Cl1 . 2.2520(14) ?
Co1 Cl2 . 2.2590(16) ?
O1 H1C . 0.8500 ?
O1 H1D . 0.8500 ?
N1 C1 . 1.316(5) ?
N1 C3 . 1.398(4) ?
N2 C1 . 1.343(4) ?
N2 C2 . 1.374(4) ?
N2 H2 . 0.8600 ?
C1 C5 . 1.496(5) ?
C2 C3 . 1.345(5) ?
C2 C7 . 1.500(5) ?
C3 C4 . 1.486(4) ?
C4 C3 4_565 1.486(4) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.363(13) ?
C5 C6' . 1.526(12) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C5 H5'A . 0.9700 ?
C5 H5'B . 0.9700 ?
C6 H5'B . 1.3943 ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C6' H6'1 . 0.9600 ?
C6' H6'2 . 0.9600 ?
C6' H6'3 . 0.9600 ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
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
O1 H1C Cl1 . 0.85 2.41 3.256(4) 175
O1 H1D Cl2 1_556 0.85 2.29 3.139(4) 175
N2 H2 O1 3_656 0.86 2.12 2.959(3) 165
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
N1 Co1 N1 C1 4_565 . . . 156.8(3) ?
Cl1 Co1 N1 C1 . . . . -84.6(4) ?
Cl2 Co1 N1 C1 . . . . 39.9(4) ?
N1 Co1 N1 C3 4_565 . . . -12.2(4) ?
Cl1 Co1 N1 C3 . . . . 106.5(3) ?
Cl2 Co1 N1 C3 . . . . -129.0(3) ?
C3 N1 C1 N2 . . . . 0.7(4) ?
Co1 N1 C1 N2 . . . . -169.5(2) ?
C3 N1 C1 C5 . . . . -178.7(4) ?
Co1 N1 C1 C5 . . . . 11.1(7) ?
C2 N2 C1 N1 . . . . -0.3(5) ?
C2 N2 C1 C5 . . . . 179.2(4) ?
C1 N2 C2 C3 . . . . -0.3(4) ?
C1 N2 C2 C7 . . . . 178.4(4) ?
N2 C2 C3 N1 . . . . 0.8(4) ?
C7 C2 C3 N1 . . . . -177.8(4) ?
N2 C2 C3 C4 . . . . -173.5(4) ?
C7 C2 C3 C4 . . . . 8.0(7) ?
C1 N1 C3 C2 . . . . -1.0(4) ?
Co1 N1 C3 C2 . . . . 170.3(2) ?
C1 N1 C3 C4 . . . . 173.8(4) ?
Co1 N1 C3 C4 . . . . -15.0(5) ?
C2 C3 C4 C3 . . . 4_565 -138.0(4) ?
N1 C3 C4 C3 . . . 4_565 48.3(7) ?
N1 C1 C5 C6 . . . . -110.0(7) ?
N2 C1 C5 C6 . . . . 70.7(8) ?
N1 C1 C5 C6' . . . . -153.4(6) ?
N2 C1 C5 C6' . . . . 27.3(8) ?
