#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/81/2228189.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2228189
loop_
_publ_author_name
'Kaabi, Kamel'
'El Glaoui, Meher'
'Pereira Silva, P. S'
'Ramos Silva, M.'
'Ben Nasr, Cherif'
_publ_section_title
;
 Bis[2-amino-6-methylpyrimidin-4(1H)-one-κ²N³,O]dichloridocadmium(II)
;
_journal_coeditor_code           ZS2058
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1225
_journal_paper_doi               10.1107/S1600536810035051
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Cd Cl2 (C5 H7 N3 O)2]'
_chemical_formula_moiety         'C10 H14 Cd Cl2 N6 O2'
_chemical_formula_sum            'C10 H14 Cd Cl2 N6 O2'
_chemical_formula_weight         433.57
_chemical_name_systematic
;
Bis[2-amino-6-methylpyrimidin-4(1H)-one-
κ²N³,O]dichloridocadmium(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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.1333(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.4204(5)
_cell_length_b                   7.5467(2)
_cell_length_c                   25.4422(6)
_cell_measurement_reflns_used    9775
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2884
_cell_measurement_theta_min      2.9610
_cell_volume                     3213.07(15)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'APEX2 (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII 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  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0173
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            41891
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.54
_diffrn_reflns_theta_min         1.67
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.704
_exptl_absorpt_correction_T_max  0.801
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.793
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'flat prism'
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.735
_refine_diff_density_min         -1.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.265
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         4494
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.265
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0227
_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)+(0.0634P)²+0.0986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.1075
_reflns_number_gt                3924
_reflns_number_total             4494
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zs2058.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2228189
_cod_database_fobs_code          2228189
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_disorder_assembly
_atom_site_disorder_group
Cd Cd1 0.049831(10) 0.66207(2) 0.118222(6) 0.03647(9) Uani d . 1 . .
Cl Cl2 0.14243(4) 0.55912(10) 0.06682(3) 0.05302(18) Uani d . 1 . .
Cl Cl3 0.00058(5) 0.38970(10) 0.15353(3) 0.05174(18) Uani d . 1 . .
O O2 0.11698(14) 0.9762(3) 0.13204(7) 0.0528(5) Uani d . 1 . .
N N1 0.10788(13) 0.7995(3) 0.19965(8) 0.0359(4) Uani d . 1 . .
N N5 0.13746(13) 0.9069(3) 0.28892(8) 0.0403(5) Uani d . 1 . .
H H5 0.1385 0.8886 0.3225 0.048 Uiso calc R 1 . .
N N6 0.09525(17) 0.6185(3) 0.26931(9) 0.0538(6) Uani d . 1 . .
H H6A 0.0802 0.5332 0.2463 0.065 Uiso calc R 1 . .
H H6B 0.0986 0.6023 0.3033 0.065 Uiso calc R 1 . .
C C2 0.12795(15) 0.9609(3) 0.18243(9) 0.0383(5) Uani d . 1 . .
C C3 0.15860(17) 1.0967(3) 0.22184(10) 0.0432(6) Uani d . 1 . .
H H3 0.1770 1.2029 0.2113 0.052 Uiso calc R 1 . .
C C4 0.16041(15) 1.0686(3) 0.27419(10) 0.0381(5) Uani d . 1 . .
C C6 0.11331(14) 0.7758(4) 0.25216(9) 0.0365(5) Uani d . 1 . .
C C7 0.1859(2) 1.2017(4) 0.31928(12) 0.0556(7) Uani d . 1 . .
H H7A 0.1992 1.3112 0.3047 0.083 Uiso calc R 1 . .
H H7B 0.2319 1.1580 0.3465 0.083 Uiso calc R 1 . .
H H7C 0.1431 1.2213 0.3356 0.083 Uiso calc R 1 . .
O O2A -0.08881(13) 0.8086(3) 0.12328(7) 0.0480(5) Uani d . 1 . .
N N1A -0.04596(12) 0.7847(3) 0.04894(7) 0.0329(4) Uani d . 1 . .
N N5A -0.12319(13) 0.8922(3) -0.03495(8) 0.0358(4) Uani d . 1 . .
H H5A -0.1284 0.9100 -0.0692 0.043 Uiso calc R 1 . .
N N6A 0.00074(14) 0.7722(3) -0.02733(9) 0.0439(5) Uani d . 1 . .
H H6A1 0.0447 0.7261 -0.0080 0.053 Uiso calc R 1 . .
H H6A2 -0.0063 0.7913 -0.0617 0.053 Uiso calc R 1 . .
C C2A -0.10327(16) 0.8387(3) 0.07295(10) 0.0352(5) Uani d . 1 . .
C C3A -0.17409(16) 0.9202(4) 0.04057(10) 0.0416(5) Uani d . 1 . .
H H3A -0.2138 0.9565 0.0562 0.050 Uiso calc R 1 . .
C C4A -0.18262(14) 0.9439(3) -0.01337(10) 0.0382(5) Uani d . 1 . .
C C6A -0.05619(15) 0.8137(3) -0.00417(9) 0.0334(5) Uani d . 1 . .
C C7A -0.25489(18) 1.0267(4) -0.05236(12) 0.0544(7) Uani d . 1 . .
H H7A1 -0.2961 1.0418 -0.0343 0.082 Uiso calc R 1 . .
H H7A2 -0.2740 0.9512 -0.0836 0.082 Uiso calc R 1 . .
H H7A3 -0.2407 1.1401 -0.0640 0.082 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'
Cd Cd -0.8075 1.2024 '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'
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
_geom_angle_publ_flag
Cl2 Cd1 Cl3 . . 105.84(3) ?
Cl2 Cd1 O2 . . 91.30(5) ?
Cl2 Cd1 O2A . . 151.90(4) ?
Cl2 Cd1 N1 . . 115.69(6) ?
Cl2 Cd1 N1A . . 99.51(5) ?
Cl3 Cd1 O2 . . 152.05(4) ?
Cl3 Cd1 O2A . . 85.31(5) ?
Cl3 Cd1 N1 . . 99.07(6) ?
Cl3 Cd1 N1A . . 111.44(6) ?
O2 Cd1 O2A . . 89.71(7) ?
O2 Cd1 N1 . . 53.14(7) ?
O2 Cd1 N1A . . 86.54(7) ?
O2A Cd1 N1 . . 86.97(7) ?
O2A Cd1 N1A . . 52.52(6) ?
N1 Cd1 N1A . . 124.44(8) ?
C2 O2 Cd1 . . 89.39(15) ?
C6 N1 C2 . . 119.2(2) ?
C6 N1 Cd1 . . 137.93(17) ?
C2 N1 Cd1 . . 101.61(14) ?
C6 N5 C4 . . 121.6(2) ?
C6 N5 H5 . . 119.2 ?
C4 N5 H5 . . 119.2 ?
C6 N6 H6A . . 120.0 ?
C6 N6 H6B . . 120.0 ?
H6A N6 H6B . . 120.0 ?
O2 C2 N1 . . 115.5(2) ?
O2 C2 C3 . . 125.1(2) ?
N1 C2 C3 . . 119.4(2) ?
C4 C3 C2 . . 119.0(2) ?
C4 C3 H3 . . 120.5 ?
C2 C3 H3 . . 120.5 ?
C3 C4 N5 . . 119.0(2) ?
C3 C4 C7 . . 125.1(3) ?
N5 C4 C7 . . 115.8(2) ?
N1 C6 N6 . . 119.5(2) ?
N1 C6 N5 . . 121.5(2) ?
N6 C6 N5 . . 118.9(2) ?
C4 C7 H7A . . 109.5 ?
C4 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C4 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C6A N1A C2A . . 119.7(2) ?
C6A N1A Cd1 . . 136.08(17) ?
C2A N1A Cd1 . . 104.22(14) ?
C6A N5A C4A . . 121.7(2) ?
C6A N5A H5A . . 119.1 ?
C4A N5A H5A . . 119.1 ?
C6A N6A H6A1 . . 120.0 ?
C6A N6A H6A2 . . 120.0 ?
H6A1 N6A H6A2 . . 120.0 ?
O2A C2A N1A . . 115.9(2) ?
O2A C2A C3A . . 124.5(2) ?
N1A C2A C3A . . 119.6(2) ?
C4A C3A C2A . . 118.7(2) ?
C4A C3A H3A . . 120.7 ?
C2A C3A H3A . . 120.7 ?
C3A C4A N5A . . 119.5(2) ?
C3A C4A C7A . . 124.1(3) ?
N5A C4A C7A . . 116.4(2) ?
N6A C6A N1A . . 120.5(2) ?
N6A C6A N5A . . 118.7(2) ?
N1A C6A N5A . . 120.8(2) ?
C4A C7A H7A1 . . 109.5 ?
C4A C7A H7A2 . . 109.5 ?
H7A1 C7A H7A2 . . 109.5 ?
C4A C7A H7A3 . . 109.5 ?
H7A1 C7A H7A3 . . 109.5 ?
H7A2 C7A H7A3 . . 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 N1A . 2.261(2) ?
Cd1 N1 . 2.286(2) ?
Cd1 Cl2 . 2.4674(6) ?
Cd1 Cl3 . 2.4893(7) ?
Cd1 O2 . 2.624(2) ?
Cd1 O2A . 2.692(2) ?
O2 C2 . 1.248(3) ?
N1 C6 . 1.325(3) ?
N1 C2 . 1.372(3) ?
N5 C6 . 1.346(3) ?
N5 C4 . 1.369(3) ?
N5 H5 . 0.8600 ?
N6 C6 . 1.332(3) ?
N6 H6A . 0.8600 ?
N6 H6B . 0.8600 ?
C2 C3 . 1.429(3) ?
C3 C4 . 1.340(3) ?
C3 H3 . 0.9300 ?
C4 C7 . 1.496(4) ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
O2A C2A . 1.255(3) ?
N1A C6A . 1.331(3) ?
N1A C2A . 1.369(3) ?
N5A C6A . 1.348(3) ?
N5A C4A . 1.357(3) ?
N5A H5A . 0.8600 ?
N6A C6A . 1.324(3) ?
N6A H6A1 . 0.8600 ?
N6A H6A2 . 0.8600 ?
C2A C3A . 1.419(4) ?
C3A C4A . 1.351(3) ?
C3A H3A . 0.9300 ?
C4A C7A . 1.505(3) ?
C7A H7A1 . 0.9600 ?
C7A H7A2 . 0.9600 ?
C7A H7A3 . 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
N5 H5 O2A 2 0.86 1.92 2.704(3) 151.1
N6 H6A Cl3 . 0.86 2.62 3.417(3) 155.2
N6 H6B O2A 2 0.86 2.47 3.116(3) 132.1
N6 H6B Cl3 2 0.86 2.80 3.383(2) 126.8
N5A H5A O2 5_575 0.86 1.87 2.692(2) 158.2
N6A H6A1 Cl2 . 0.86 2.51 3.336(3) 160.7
N6A H6A2 Cl3 5_565 0.86 2.73 3.430(2) 139.2
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_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1A Cd1 O2 C2 . . . . 135.12(17) ?
N1 Cd1 O2 C2 . . . . -3.77(15) ?
Cl2 Cd1 O2 C2 . . . . -125.43(16) ?
Cl3 Cd1 O2 C2 . . . . 3.3(2) ?
N1A Cd1 N1 C6 . . . . 117.1(3) ?
Cl2 Cd1 N1 C6 . . . . -119.4(2) ?
Cl3 Cd1 N1 C6 . . . . -6.8(3) ?
O2 Cd1 N1 C6 . . . . 169.8(3) ?
N1A Cd1 N1 C2 . . . . -49.21(18) ?
Cl2 Cd1 N1 C2 . . . . 74.29(16) ?
Cl3 Cd1 N1 C2 . . . . -173.16(14) ?
O2 Cd1 N1 C2 . . . . 3.50(14) ?
Cd1 O2 C2 N1 . . . . 5.6(2) ?
Cd1 O2 C2 C3 . . . . -174.0(3) ?
C6 N1 C2 O2 . . . . -176.1(2) ?
Cd1 N1 C2 O2 . . . . -6.5(3) ?
C6 N1 C2 C3 . . . . 3.6(4) ?
Cd1 N1 C2 C3 . . . . 173.1(2) ?
O2 C2 C3 C4 . . . . 173.8(3) ?
N1 C2 C3 C4 . . . . -5.8(4) ?
C2 C3 C4 N5 . . . . 4.0(4) ?
C2 C3 C4 C7 . . . . -176.0(3) ?
C6 N5 C4 C3 . . . . 0.1(4) ?
C6 N5 C4 C7 . . . . -179.9(2) ?
C2 N1 C6 N6 . . . . -178.8(2) ?
Cd1 N1 C6 N6 . . . . 16.5(4) ?
C2 N1 C6 N5 . . . . 0.5(4) ?
Cd1 N1 C6 N5 . . . . -164.08(19) ?
C4 N5 C6 N1 . . . . -2.5(4) ?
C4 N5 C6 N6 . . . . 176.9(2) ?
N1 Cd1 N1A C6A . . . . 126.3(2) ?
Cl2 Cd1 N1A C6A . . . . -4.0(2) ?
Cl3 Cd1 N1A C6A . . . . -115.3(2) ?
O2 Cd1 N1A C6A . . . . 86.7(2) ?
N1 Cd1 N1A C2A . . . . -52.71(18) ?
Cl2 Cd1 N1A C2A . . . . 176.92(14) ?
Cl3 Cd1 N1A C2A . . . . 65.63(15) ?
O2 Cd1 N1A C2A . . . . -92.33(15) ?
C6A N1A C2A O2A . . . . -179.1(2) ?
Cd1 N1A C2A O2A . . . . 0.1(3) ?
C6A N1A C2A C3A . . . . 1.9(3) ?
Cd1 N1A C2A C3A . . . . -178.86(19) ?
O2A C2A C3A C4A . . . . -179.5(3) ?
N1A C2A C3A C4A . . . . -0.7(4) ?
C2A C3A C4A N5A . . . . -1.0(4) ?
C2A C3A C4A C7A . . . . 179.4(2) ?
C6A N5A C4A C3A . . . . 1.5(4) ?
C6A N5A C4A C7A . . . . -178.9(2) ?
C2A N1A C6A N6A . . . . 175.9(2) ?
Cd1 N1A C6A N6A . . . . -3.0(4) ?
C2A N1A C6A N5A . . . . -1.5(3) ?
Cd1 N1A C6A N5A . . . . 179.61(17) ?
C4A N5A C6A N6A . . . . -177.6(2) ?
C4A N5A C6A N1A . . . . -0.3(3) ?
