#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/63/2236340.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_2236340
loop_
_publ_author_name
'Shirvan, Sadif A.'
'Haydari Dezfuli, Sara'
_publ_section_title
;
 Dibromido(6,6'-dimethyl-2,2'-bipyridine-κ²N,N')cadmium
;
_journal_coeditor_code           HY2576
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1143
_journal_paper_doi               10.1107/S1600536812033648
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Cd Br2 (C12 H12 N2)]'
_chemical_formula_moiety         'C12 H12 Br2 Cd1 N2'
_chemical_formula_sum            'C12 H12 Br2 Cd N2'
_chemical_formula_weight         456.45
_chemical_name_systematic
;
Dibromido(6,6'-dimethyl-2,2'-bipyridine-κ²N,N')cadmium
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 97.460(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7606(11)
_cell_length_b                   10.3832(17)
_cell_length_c                   18.184(2)
_cell_measurement_reflns_used    11844
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      2.26
_cell_volume                     1452.9(4)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2006)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_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  0.0983
_diffrn_reflns_av_sigmaI/netI    0.0642
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11844
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.26
_exptl_absorpt_coefficient_mu    6.983
_exptl_absorpt_correction_T_max  0.1553
_exptl_absorpt_correction_T_min  0.0538
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.087
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.775
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2862
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0467
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0602P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1238
_reflns_number_gt                1945
_reflns_number_total             2862
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2576.cif
_cod_data_source_block           I
_cod_original_cell_volume        1452.8(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C12 H12 Br2 Cd1 N2'
_cod_database_code               2236340
_cod_database_fobs_code          2236340
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C C1 0.1386(14) 0.4345(10) 0.2292(5) 0.081(3) Uani d . 1 1
H H1A 0.2494 0.3951 0.2444 0.098 Uiso calc R 1 1
H H1B 0.0530 0.3689 0.2161 0.098 Uiso calc R 1 1
H H1C 0.1055 0.4852 0.2693 0.098 Uiso calc R 1 1
C C2 0.1505(10) 0.5178(8) 0.1648(5) 0.060(2) Uani d . 1 1
C C3 0.1116(12) 0.6486(9) 0.1659(6) 0.077(3) Uani d . 1 1
H H3 0.0782 0.6861 0.2083 0.092 Uiso calc R 1 1
C C4 0.1230(12) 0.7210(8) 0.1044(7) 0.078(3) Uani d . 1 1
H H4 0.0963 0.8083 0.1044 0.094 Uiso calc R 1 1
C C5 0.1750(11) 0.6642(8) 0.0409(6) 0.071(3) Uani d . 1 1
H H5 0.1835 0.7133 -0.0013 0.085 Uiso calc R 1 1
C C6 0.2136(9) 0.5334(7) 0.0417(4) 0.0483(17) Uani d . 1 1
C C7 0.2699(8) 0.4638(7) -0.0232(4) 0.0461(17) Uani d . 1 1
C C8 0.2878(11) 0.5254(9) -0.0896(5) 0.066(2) Uani d . 1 1
H H8 0.2613 0.6124 -0.0958 0.079 Uiso calc R 1 1
C C9 0.3445(11) 0.4568(11) -0.1454(5) 0.072(3) Uani d . 1 1
H H9 0.3569 0.4969 -0.1902 0.087 Uiso calc R 1 1
C C10 0.3835(11) 0.3288(11) -0.1359(5) 0.070(3) Uani d . 1 1
H H10 0.4226 0.2818 -0.1740 0.084 Uiso calc R 1 1
C C11 0.3646(10) 0.2703(8) -0.0699(5) 0.0543(19) Uani d . 1 1
C C12 0.4037(14) 0.1324(10) -0.0560(6) 0.080(3) Uani d . 1 1
H H12A 0.3013 0.0891 -0.0446 0.095 Uiso calc R 1 1
H H12B 0.4944 0.1241 -0.0150 0.095 Uiso calc R 1 1
H H12C 0.4410 0.0945 -0.0995 0.095 Uiso calc R 1 1
N N1 0.1993(7) 0.4635(6) 0.1027(3) 0.0470(14) Uani d . 1 1
N N2 0.3092(7) 0.3379(6) -0.0136(3) 0.0448(13) Uani d . 1 1
Cd Cd1 0.27194(7) 0.25065(5) 0.09801(3) 0.04813(18) Uani d . 1 1
Br Br1 0.01860(13) 0.10203(9) 0.10288(6) 0.0775(3) Uani d . 1 1
Br Br2 0.54796(12) 0.18801(10) 0.17765(5) 0.0693(3) Uani d . 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'
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'
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'
Br Br -0.2901 2.4595 '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
C2 C1 H1A 109.5
C2 C1 H1B 109.5
H1A C1 H1B 109.5
C2 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
N1 C2 C3 120.1(9)
N1 C2 C1 118.2(7)
C3 C2 C1 121.8(9)
C4 C3 C2 119.3(10)
C4 C3 H3 120.3
C2 C3 H3 120.3
C3 C4 C5 120.1(8)
C3 C4 H4 119.9
C5 C4 H4 119.9
C6 C5 C4 119.1(9)
C6 C5 H5 120.5
C4 C5 H5 120.5
N1 C6 C5 119.8(8)
N1 C6 C7 117.0(6)
C5 C6 C7 123.1(8)
N2 C7 C8 120.9(7)
N2 C7 C6 116.7(6)
C8 C7 C6 122.4(7)
C9 C8 C7 119.1(9)
C9 C8 H8 120.4
C7 C8 H8 120.4
C8 C9 C10 120.1(8)
C8 C9 H9 119.9
C10 C9 H9 119.9
C9 C10 C11 119.6(9)
C9 C10 H10 120.2
C11 C10 H10 120.2
N2 C11 C10 120.8(8)
N2 C11 C12 116.8(7)
C10 C11 C12 122.4(8)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C6 N1 C2 121.6(7)
C6 N1 Cd1 116.5(5)
C2 N1 Cd1 121.9(5)
C7 N2 C11 119.4(6)
C7 N2 Cd1 116.7(5)
C11 N2 Cd1 123.8(5)
N2 Cd1 N1 73.0(2)
N2 Cd1 Br1 117.85(15)
N1 Cd1 Br1 113.28(14)
N2 Cd1 Br2 114.84(15)
N1 Cd1 Br2 115.17(15)
Br1 Cd1 Br2 115.72(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.469(13)
C1 H1A 0.9600
C1 H1B 0.9600
C1 H1C 0.9600
C2 N1 1.360(10)
C2 C3 1.392(13)
C3 C4 1.360(15)
C3 H3 0.9300
C4 C5 1.402(14)
C4 H4 0.9300
C5 C6 1.390(11)
C5 H5 0.9300
C6 N1 1.341(10)
C6 C7 1.498(11)
C7 N2 1.349(9)
C7 C8 1.389(11)
C8 C9 1.358(14)
C8 H8 0.9300
C9 C10 1.369(15)
C9 H9 0.9300
C10 C11 1.369(12)
C10 H10 0.9300
C11 N2 1.357(10)
C11 C12 1.479(12)
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
N1 Cd1 2.285(6)
N2 Cd1 2.274(6)
Cd1 Br1 2.5099(11)
Cd1 Br2 2.5106(11)
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
_geom_hbond_publ_flag
C1 H1C Br1 2_555 0.96 2.90 3.848(10) 171 yes
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
N1 C2 C3 C4 0.0(13)
C1 C2 C3 C4 -179.3(9)
C2 C3 C4 C5 -0.6(15)
C3 C4 C5 C6 0.3(14)
C4 C5 C6 N1 0.6(12)
C4 C5 C6 C7 179.9(7)
N1 C6 C7 N2 -3.0(9)
C5 C6 C7 N2 177.7(7)
N1 C6 C7 C8 179.3(7)
C5 C6 C7 C8 0.0(11)
N2 C7 C8 C9 0.4(12)
C6 C7 C8 C9 178.0(7)
C7 C8 C9 C10 -0.1(13)
C8 C9 C10 C11 0.2(13)
C9 C10 C11 N2 -0.6(13)
C9 C10 C11 C12 179.8(8)
C5 C6 N1 C2 -1.2(11)
C7 C6 N1 C2 179.4(6)
C5 C6 N1 Cd1 -178.8(5)
C7 C6 N1 Cd1 1.9(8)
C3 C2 N1 C6 0.9(11)
C1 C2 N1 C6 -179.8(8)
C3 C2 N1 Cd1 178.3(6)
C1 C2 N1 Cd1 -2.4(10)
C8 C7 N2 C11 -0.9(10)
C6 C7 N2 C11 -178.6(7)
C8 C7 N2 Cd1 -179.7(5)
C6 C7 N2 Cd1 2.6(7)
C10 C11 N2 C7 0.9(11)
C12 C11 N2 C7 -179.4(7)
C10 C11 N2 Cd1 179.7(6)
C12 C11 N2 Cd1 -0.6(10)
C7 N2 Cd1 N1 -1.2(4)
C11 N2 Cd1 N1 180.0(6)
C7 N2 Cd1 Br1 106.6(4)
C11 N2 Cd1 Br1 -72.2(6)
C7 N2 Cd1 Br2 -111.6(4)
C11 N2 Cd1 Br2 69.6(6)
C6 N1 Cd1 N2 -0.5(5)
C2 N1 Cd1 N2 -178.0(6)
C6 N1 Cd1 Br1 -114.1(5)
C2 N1 Cd1 Br1 68.4(6)
C6 N1 Cd1 Br2 109.5(5)
C2 N1 Cd1 Br2 -68.0(5)
