#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/89/2218970.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_2218970
loop_
_publ_author_name
'Dai, Wei'
'Fu, Da-Wei'
_publ_section_title
Bis(nitrato-κO)[(S)-2-(pyrrolidin-2-yl)-1H-benzimidazole]cadmium(II)
_journal_coeditor_code           DN2315
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1017
_journal_paper_doi               10.1107/S1600536808006454
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Cd (N O3)2 (C11 H12 N3)2]'
_chemical_formula_moiety         'C22 H26 Cd N8 O6'
_chemical_formula_sum            'C22 H26 Cd N8 O6'
_chemical_formula_weight         610.91
_chemical_name_systematic
;
Bis(nitrato-κO)[(S)-2-(pyrrolidin-2-yl)-1H-
benzimidazole]cadmium(II)
;
_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                111.67(3)
_cell_angle_beta                 112.32(3)
_cell_angle_gamma                93.80(3)
_cell_formula_units_Z            1
_cell_length_a                   8.1487(16)
_cell_length_b                   9.1459(18)
_cell_length_c                   9.7439(19)
_cell_measurement_reflns_used    2061
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.28
_cell_volume                     606.0(3)
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_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      293(2)
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku Mercury2'
_diffrn_measurement_method       'CCD profile fitting'
_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  0.0571
_diffrn_reflns_av_sigmaI/netI    0.0755
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_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            6172
_diffrn_reflns_theta_full        27.25
_diffrn_reflns_theta_max         27.25
_diffrn_reflns_theta_min         3.25
_exptl_absorpt_coefficient_mu    0.957
_exptl_absorpt_correction_T_max  0.9440
_exptl_absorpt_correction_T_min  0.8892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2005)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             310
_exptl_crystal_size_max          0.1200
_exptl_crystal_size_mid          0.1000
_exptl_crystal_size_min          0.0600
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.445
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2692
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0533
_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)+(0.0464P)²+0.2450P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1050
_refine_ls_wR_factor_ref         0.1143
_reflns_number_gt                2258
_reflns_number_total             2692
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            dn2315.cif
_cod_data_source_block           I
_cod_original_cell_volume        606.0(2)
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2218970
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
Cd Cd1 0.0000 0.5000 0.0000 0.03774(18) Uani d S 1
O O1 0.1413(6) 0.8668(6) -0.0027(6) 0.0919(14) Uani d . 1
O O2 0.2395(5) 0.7989(5) -0.1864(5) 0.0701(11) Uani d . 1
O O3 0.1342(6) 0.6144(5) -0.1353(5) 0.0730(11) Uani d . 1
N N4 0.1714(5) 0.7596(6) -0.1065(5) 0.0503(10) Uani d . 1
N N3 0.0853(6) 0.2624(5) -0.1240(5) 0.0585(11) Uani d . 1
H H3B 0.0050 0.1820 -0.1322 0.070 Uiso calc R 1
N N2 0.2902(4) 0.5267(4) 0.1908(4) 0.0376(8) Uani d . 1
N N1 0.5347(5) 0.4236(5) 0.2503(5) 0.0470(9) Uani d . 1
H H1A 0.6040 0.3577 0.2384 0.056 Uiso calc R 1
C C3 0.5789(7) 0.8578(6) 0.6093(6) 0.0557(13) Uani d . 1
H H3A 0.5818 0.9564 0.6869 0.067 Uiso calc R 1
C C5 0.7348(6) 0.6476(6) 0.5341(5) 0.0453(11) Uani d . 1
H H5A 0.8365 0.6041 0.5576 0.054 Uiso calc R 1
C C6 0.5793(6) 0.5690(5) 0.3855(5) 0.0376(9) Uani d . 1
C C4 0.7314(7) 0.7920(6) 0.6443(6) 0.0522(12) Uani d . 1
H H4A 0.8331 0.8476 0.7448 0.063 Uiso calc R 1
C C7 0.3627(6) 0.4036(6) 0.1402(5) 0.0444(11) Uani d . 1
C C2 0.4236(6) 0.7797(6) 0.4619(6) 0.0487(11) Uani d . 1
H H2A 0.3221 0.8238 0.4398 0.058 Uiso calc R 1
C C8 0.2668(7) 0.2502(6) -0.0174(6) 0.0524(12) Uani d . 1
H H8A 0.2472 0.1603 0.0108 0.063 Uiso calc R 1
C C10 0.2213(6) 0.1190(6) -0.2943(6) 0.0543(13) Uani d . 1
H H10A 0.2635 0.1286 -0.3719 0.065 Uiso calc R 1
H H10B 0.1804 0.0053 -0.3229 0.065 Uiso calc R 1
C C9 0.3685(7) 0.2075(8) -0.1197(6) 0.0741(18) Uani d . 1
H H9A 0.4472 0.1382 -0.0909 0.089 Uiso calc R 1
H H9B 0.4424 0.3042 -0.1055 0.089 Uiso calc R 1
C C11 0.0726(9) 0.2075(9) -0.2880(6) 0.085(2) Uani d . 1
H H11A 0.0886 0.2992 -0.3131 0.102 Uiso calc R 1
H H11B -0.0463 0.1356 -0.3678 0.102 Uiso calc R 1
C C1 0.4241(6) 0.6332(5) 0.3478(5) 0.0360(9) Uani d . 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'
Cd Cd -0.8075 1.2024 '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
N2 Cd1 N2 2_565 . 180.00(18)
N2 Cd1 N3 2_565 2_565 75.24(13)
N2 Cd1 N3 . 2_565 104.76(13)
N2 Cd1 N3 2_565 . 104.76(13)
N2 Cd1 N3 . . 75.24(13)
N3 Cd1 N3 2_565 . 180.0
N2 Cd1 O3 2_565 . 90.22(13)
N2 Cd1 O3 . . 89.78(13)
N3 Cd1 O3 2_565 . 94.44(15)
N3 Cd1 O3 . . 85.56(15)
N2 Cd1 O3 2_565 2_565 89.78(13)
N2 Cd1 O3 . 2_565 90.22(13)
N3 Cd1 O3 2_565 2_565 85.56(15)
N3 Cd1 O3 . 2_565 94.44(15)
O3 Cd1 O3 . 2_565 180.0
N4 O3 Cd1 . . 126.5(3)
O1 N4 O3 . . 122.5(5)
O1 N4 O2 . . 118.7(5)
O3 N4 O2 . . 118.9(4)
C11 N3 C8 . . 107.4(4)
C11 N3 Cd1 . . 122.4(4)
C8 N3 Cd1 . . 113.9(3)
C11 N3 H3B . . 103.7
C8 N3 H3B . . 103.7
Cd1 N3 H3B . . 103.7
C7 N2 C1 . . 105.2(3)
C7 N2 Cd1 . . 113.3(3)
C1 N2 Cd1 . . 141.5(3)
C7 N1 C6 . . 107.9(4)
C7 N1 H1A . . 126.1
C6 N1 H1A . . 126.1
C2 C3 C4 . . 121.5(5)
C2 C3 H3A . . 119.2
C4 C3 H3A . . 119.2
C4 C5 C6 . . 117.0(4)
C4 C5 H5A . . 121.5
C6 C5 H5A . . 121.5
N1 C6 C5 . . 132.5(4)
N1 C6 C1 . . 105.2(4)
C5 C6 C1 . . 122.3(4)
C5 C4 C3 . . 121.6(4)
C5 C4 H4A . . 119.2
C3 C4 H4A . . 119.2
N2 C7 N1 . . 112.7(4)
N2 C7 C8 . . 125.9(4)
N1 C7 C8 . . 121.4(4)
C3 C2 C1 . . 117.9(4)
C3 C2 H2A . . 121.1
C1 C2 H2A . . 121.1
N3 C8 C9 . . 106.3(4)
N3 C8 C7 . . 111.2(4)
C9 C8 C7 . . 114.6(5)
N3 C8 H8A . . 108.2
C9 C8 H8A . . 108.2
C7 C8 H8A . . 108.2
C11 C10 C9 . . 101.8(4)
C11 C10 H10A . . 111.4
C9 C10 H10A . . 111.4
C11 C10 H10B . . 111.4
C9 C10 H10B . . 111.4
H10A C10 H10B . . 109.3
C8 C9 C10 . . 104.6(4)
C8 C9 H9A . . 110.8
C10 C9 H9A . . 110.8
C8 C9 H9B . . 110.8
C10 C9 H9B . . 110.8
H9A C9 H9B . . 108.9
N3 C11 C10 . . 107.5(4)
N3 C11 H11A . . 110.2
C10 C11 H11A . . 110.2
N3 C11 H11B . . 110.2
C10 C11 H11B . . 110.2
H11A C11 H11B . . 108.5
C2 C1 N2 . . 131.3(4)
C2 C1 C6 . . 119.7(4)
N2 C1 C6 . . 109.0(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cd1 N2 2_565 2.314(3)
Cd1 N2 . 2.314(3)
Cd1 N3 2_565 2.359(4)
Cd1 N3 . 2.359(4)
Cd1 O3 . 2.448(4)
Cd1 O3 2_565 2.448(4)
O1 N4 . 1.238(5)
O2 N4 . 1.245(5)
O3 N4 . 1.241(5)
N3 C11 . 1.447(7)
N3 C8 . 1.490(6)
N3 H3B . 0.9100
N2 C7 . 1.327(6)
N2 C1 . 1.403(5)
N1 C7 . 1.352(6)
N1 C6 . 1.384(6)
N1 H1A . 0.8600
C3 C2 . 1.385(7)
C3 C4 . 1.397(7)
C3 H3A . 0.9300
C5 C4 . 1.370(7)
C5 C6 . 1.391(6)
C5 H5A . 0.9300
C6 C1 . 1.409(6)
C4 H4A . 0.9300
C7 C8 . 1.513(7)
C2 C1 . 1.391(6)
C2 H2A . 0.9300
C8 C9 . 1.488(7)
C8 H8A . 0.9800
C10 C11 . 1.509(7)
C10 C9 . 1.514(7)
C10 H10A . 0.9700
C10 H10B . 0.9700
C9 H9A . 0.9700
C9 H9B . 0.9700
C11 H11A . 0.9700
C11 H11B . 0.9700
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
N3 H3B O1 2_565 0.91 2.21 2.975(7) 140.7
N1 H1A O2 2_665 0.86 2.03 2.889(5) 173.9
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
N2 Cd1 O3 N4 2_565 88.5(4)
N2 Cd1 O3 N4 . -91.5(4)
N3 Cd1 O3 N4 2_565 13.3(4)
N3 Cd1 O3 N4 . -166.7(4)
O3 Cd1 O3 N4 2_565 -14E1(10)
Cd1 O3 N4 O1 . -0.9(6)
Cd1 O3 N4 O2 . -179.9(3)
N2 Cd1 N3 C11 2_565 51.1(5)
N2 Cd1 N3 C11 . -128.9(5)
N3 Cd1 N3 C11 2_565 137(16)
O3 Cd1 N3 C11 . -38.0(5)
O3 Cd1 N3 C11 2_565 142.0(5)
N2 Cd1 N3 C8 2_565 -177.1(3)
N2 Cd1 N3 C8 . 2.9(3)
N3 Cd1 N3 C8 2_565 -91(16)
O3 Cd1 N3 C8 . 93.8(4)
O3 Cd1 N3 C8 2_565 -86.2(4)
N2 Cd1 N2 C7 2_565 6E1(10)
N3 Cd1 N2 C7 2_565 -178.9(3)
N3 Cd1 N2 C7 . 1.1(3)
O3 Cd1 N2 C7 . -84.3(3)
O3 Cd1 N2 C7 2_565 95.7(3)
N2 Cd1 N2 C1 2_565 -12E1(10)
N3 Cd1 N2 C1 2_565 -0.1(5)
N3 Cd1 N2 C1 . 179.9(5)
O3 Cd1 N2 C1 . 94.5(5)
O3 Cd1 N2 C1 2_565 -85.5(5)
C7 N1 C6 C5 . 178.6(5)
C7 N1 C6 C1 . -0.3(5)
C4 C5 C6 N1 . -178.7(5)
C4 C5 C6 C1 . 0.0(7)
C6 C5 C4 C3 . -0.1(7)
C2 C3 C4 C5 . 0.3(8)
C1 N2 C7 N1 . -1.5(5)
Cd1 N2 C7 N1 . 177.7(3)
C1 N2 C7 C8 . 175.2(5)
Cd1 N2 C7 C8 . -5.6(6)
C6 N1 C7 N2 . 1.2(5)
C6 N1 C7 C8 . -175.7(4)
C4 C3 C2 C1 . -0.6(8)
C11 N3 C8 C9 . 7.3(6)
Cd1 N3 C8 C9 . -131.4(4)
C11 N3 C8 C7 . 132.7(5)
Cd1 N3 C8 C7 . -6.0(5)
N2 C7 C8 N3 . 8.1(7)
N1 C7 C8 N3 . -175.4(4)
N2 C7 C8 C9 . 128.7(5)
N1 C7 C8 C9 . -54.9(7)
N3 C8 C9 C10 . -26.8(6)
C7 C8 C9 C10 . -150.1(5)
C11 C10 C9 C8 . 35.0(7)
C8 N3 C11 C10 . 15.2(7)
Cd1 N3 C11 C10 . 149.7(4)
C9 C10 C11 N3 . -31.1(7)
C3 C2 C1 N2 . 179.7(5)
C3 C2 C1 C6 . 0.5(7)
C7 N2 C1 C2 . -178.0(5)
Cd1 N2 C1 C2 . 3.2(8)
C7 N2 C1 C6 . 1.3(5)
Cd1 N2 C1 C6 . -177.6(3)
N1 C6 C1 C2 . 178.8(4)
C5 C6 C1 C2 . -0.3(7)
N1 C6 C1 N2 . -0.6(5)
C5 C6 C1 N2 . -179.6(4)
