#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/05/2230567.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_2230567
loop_
_publ_author_name
'Dong, Gui-Ying'
'Liu, Tong-Fei'
'He, Cui-Hong'
'Deng, Xiao-Chen'
'Shi, Xiao-Ge'
_publ_section_title
;
 Bis(2-propyl-1H-imidazol-3-ium)
 bis(pyridine-2,6-dicarboxylato-κ³O²,N,O⁶)cadmate(II)
;
_journal_coeditor_code           AA2014
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1007
_journal_paper_doi               10.1107/S1600536811024792
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '(C6 H11 N2)2 [Cd (C7 H3 N O4)2]'
_chemical_formula_moiety         '2(C6 H11 N2 +), C14 H6 Cd N2 O8 2-'
_chemical_formula_sum            'C26 H28 Cd N6 O8'
_chemical_formula_weight         664.95
_chemical_name_systematic
;
Bis(2-propyl-1H-imidazol-3-ium)
bis(pyridine-2,6-dicarboxylato-κ³O²,N,O⁶)cadmate(II)
;
_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                 109.90(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.928(4)
_cell_length_b                   9.5038(19)
_cell_length_c                   15.073(3)
_cell_measurement_reflns_used    5638
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      4.56
_cell_measurement_theta_min      22.38
_cell_volume                     2684.2(11)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0244
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11223
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.45
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.875
_exptl_absorpt_correction_T_max  0.8084
_exptl_absorpt_correction_T_min  0.7958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.645
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.458
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2364
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.188
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0314
_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)+(0.0218P)²+4.3339P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0640
_refine_ls_wR_factor_ref         0.0651
_reflns_number_gt                2238
_reflns_number_total             2364
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            aa2014.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2230567
_cod_database_fobs_code          2230567
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_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
Cd Cd1 0.0000 0.07339(3) 0.2500 0.03025(11) Uani d S 1 2 . .
O O1 0.09384(11) -0.0821(2) 0.31049(13) 0.0428(5) Uani d . 1 1 . .
C C7 0.13072(14) -0.0697(3) 0.39623(19) 0.0301(6) Uani d . 1 1 . .
N N1 0.04450(10) 0.0993(2) 0.40666(14) 0.0221(5) Uani d . 1 1 . .
O O3 -0.06932(10) 0.2362(2) 0.29862(13) 0.0400(5) Uani d . 1 1 . .
O O2 0.18879(10) -0.1286(2) 0.43686(14) 0.0413(5) Uani d . 1 1 . .
O O4 -0.07871(12) 0.3529(3) 0.42064(15) 0.0513(6) Uani d . 1 1 . .
C C6 -0.05008(14) 0.2656(3) 0.3843(2) 0.0309(6) Uani d . 1 1 . .
C C5 0.10172(13) 0.0254(3) 0.45517(17) 0.0228(5) Uani d . 1 1 . .
C C1 0.01417(13) 0.1878(3) 0.44944(18) 0.0243(6) Uani d . 1 1 . .
C C4 0.13092(14) 0.0374(3) 0.55192(18) 0.0298(6) Uani d . 1 1 . .
H H4A 0.1713 -0.0139 0.5856 0.036 Uiso calc R 1 1 . .
C C3 0.09920(15) 0.1269(3) 0.59761(18) 0.0349(7) Uani d . 1 1 . .
H H3A 0.1173 0.1349 0.6630 0.042 Uiso calc R 1 1 . .
C C2 0.04064(14) 0.2043(3) 0.54622(18) 0.0321(6) Uani d . 1 1 . .
H H2A 0.0193 0.2667 0.5760 0.039 Uiso calc R 1 1 . .
N N3 0.33043(12) 0.0315(2) 0.29967(17) 0.0340(6) Uani d . 1 1 . .
H H3B 0.3571 -0.0311 0.3360 0.041 Uiso calc R 1 1 . .
C C9 0.24342(15) 0.1779(3) 0.2381(2) 0.0357(7) Uani d . 1 1 . .
H H9A 0.2019 0.2307 0.2254 0.043 Uiso calc R 1 1 . .
N N2 0.29048(11) 0.1827(2) 0.18995(16) 0.0313(5) Uani d . 1 1 . .
H H2B 0.2866 0.2357 0.1422 0.038 Uiso calc R 1 1 . .
C C10 0.26839(15) 0.0829(3) 0.3068(2) 0.0379(7) Uani d . 1 1 . .
H H10A 0.2476 0.0569 0.3511 0.045 Uiso calc R 1 1 . .
C C8 0.34294(14) 0.0927(3) 0.2285(2) 0.0316(6) Uani d . 1 1 . .
C C11 0.40311(17) 0.0637(4) 0.1952(3) 0.0531(9) Uani d . 1 1 . .
H H11A 0.4345 -0.0051 0.2365 0.064 Uiso calc R 1 1 . .
H H11B 0.4303 0.1495 0.1986 0.064 Uiso calc R 1 1 . .
C C12 0.3781(3) 0.0082(5) 0.0936(3) 0.0786(14) Uani d . 1 1 . .
H H12A 0.3508 0.0811 0.0517 0.094 Uiso calc R 1 1 . .
H H12B 0.4196 -0.0118 0.0760 0.094 Uiso calc R 1 1 . .
C C13 0.3335(2) -0.1215(5) 0.0797(3) 0.0729(13) Uani d . 1 1 . .
H H13A 0.3195 -0.1505 0.0149 0.109 Uiso calc R 1 1 . .
H H13B 0.2917 -0.1021 0.0956 0.109 Uiso calc R 1 1 . .
H H13C 0.3605 -0.1951 0.1195 0.109 Uiso calc R 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'
Cd Cd -0.8075 1.2024 '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'
N N 0.0061 0.0033 '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'
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 Cd1 N1 . 2 167.37(11) ?
N1 Cd1 O1 . . 71.16(7) ?
N1 Cd1 O1 2 . 117.61(7) ?
N1 Cd1 O1 . 2 117.61(7) ?
N1 Cd1 O1 2 2 71.16(7) ?
O1 Cd1 O1 . 2 100.59(11) ?
N1 Cd1 O3 . 2 101.12(7) ?
N1 Cd1 O3 2 2 70.27(7) ?
O1 Cd1 O3 . 2 93.52(8) ?
O1 Cd1 O3 2 2 141.21(7) ?
N1 Cd1 O3 . . 70.27(7) ?
N1 Cd1 O3 2 . 101.12(7) ?
O1 Cd1 O3 . . 141.21(7) ?
O1 Cd1 O3 2 . 93.52(8) ?
O3 Cd1 O3 2 . 97.69(11) ?
C7 O1 Cd1 . . 117.19(17) ?
O2 C7 O1 . . 125.8(3) ?
O2 C7 C5 . . 117.2(2) ?
O1 C7 C5 . . 117.0(2) ?
C1 N1 C5 . . 121.1(2) ?
C1 N1 Cd1 . . 120.09(16) ?
C5 N1 Cd1 . . 118.80(16) ?
C6 O3 Cd1 . . 117.65(17) ?
O4 C6 O3 . . 125.7(3) ?
O4 C6 C1 . . 117.2(2) ?
O3 C6 C1 . . 117.1(2) ?
N1 C5 C4 . . 120.9(2) ?
N1 C5 C7 . . 114.9(2) ?
C4 C5 C7 . . 124.2(2) ?
N1 C1 C2 . . 120.9(2) ?
N1 C1 C6 . . 114.8(2) ?
C2 C1 C6 . . 124.3(2) ?
C3 C4 C5 . . 118.7(2) ?
C3 C4 H4A . . 120.7 ?
C5 C4 H4A . . 120.7 ?
C4 C3 C2 . . 119.7(2) ?
C4 C3 H3A . . 120.2 ?
C2 C3 H3A . . 120.2 ?
C3 C2 C1 . . 118.7(3) ?
C3 C2 H2A . . 120.6 ?
C1 C2 H2A . . 120.6 ?
C8 N3 C10 . . 109.5(2) ?
C8 N3 H3B . . 125.3 ?
C10 N3 H3B . . 125.3 ?
C10 C9 N2 . . 107.0(3) ?
C10 C9 H9A . . 126.5 ?
N2 C9 H9A . . 126.5 ?
C8 N2 C9 . . 109.1(2) ?
C8 N2 H2B . . 125.5 ?
C9 N2 H2B . . 125.5 ?
C9 C10 N3 . . 106.7(3) ?
C9 C10 H10A . . 126.6 ?
N3 C10 H10A . . 126.6 ?
N3 C8 N2 . . 107.7(2) ?
N3 C8 C11 . . 126.6(3) ?
N2 C8 C11 . . 125.7(3) ?
C8 C11 C12 . . 112.3(3) ?
C8 C11 H11A . . 109.2 ?
C12 C11 H11A . . 109.2 ?
C8 C11 H11B . . 109.2 ?
C12 C11 H11B . . 109.2 ?
H11A C11 H11B . . 107.9 ?
C13 C12 C11 . . 113.6(3) ?
C13 C12 H12A . . 108.9 ?
C11 C12 H12A . . 108.9 ?
C13 C12 H12B . . 108.9 ?
C11 C12 H12B . . 108.9 ?
H12A C12 H12B . . 107.7 ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 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
Cd1 N1 . 2.235(2) ?
Cd1 N1 2 2.235(2) ?
Cd1 O1 . 2.313(2) ?
Cd1 O1 2 2.313(2) ?
Cd1 O3 2 2.351(2) ?
Cd1 O3 . 2.351(2) ?
O1 C7 . 1.256(3) ?
C7 O2 . 1.243(3) ?
C7 C5 . 1.513(4) ?
N1 C1 . 1.324(3) ?
N1 C5 . 1.326(3) ?
O3 C6 . 1.247(3) ?
O4 C6 . 1.236(3) ?
C6 C1 . 1.515(4) ?
C5 C4 . 1.379(4) ?
C1 C2 . 1.381(4) ?
C4 C3 . 1.376(4) ?
C4 H4A . 0.9300 ?
C3 C2 . 1.374(4) ?
C3 H3A . 0.9300 ?
C2 H2A . 0.9300 ?
N3 C8 . 1.316(4) ?
N3 C10 . 1.368(4) ?
N3 H3B . 0.8600 ?
C9 C10 . 1.336(4) ?
C9 N2 . 1.368(4) ?
C9 H9A . 0.9300 ?
N2 C8 . 1.323(3) ?
N2 H2B . 0.8600 ?
C10 H10A . 0.9300 ?
C8 C11 . 1.475(4) ?
C11 C12 . 1.534(6) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 C13 . 1.492(6) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 H13A . 0.9600 ?
C13 H13B . 0.9600 ?
C13 H13C . 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
N2 H2B O2 4_555 0.86 1.93 2.753(3) 160
N3 H3B O4 3_545 0.86 1.84 2.690(3) 173
