#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/27/2222751.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_2222751
loop_
_publ_author_name
'Lo, Kong Mun'
'Ng, Seik Weng'
_publ_section_title
;4-(Dimethylamino)pyridinium
 tribromido{3-[bromo/hydro(0.9/0.1)]-4-(dimethylamino)pyridine-κN¹}cobaltate(II)
;
_journal_coeditor_code           HY2210
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m958
_journal_page_last               m959
_journal_paper_doi               10.1107/S1600536809027913
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '(C7 H11 N2) [Co Br3 (C7 H9.1 Br0.9 N2)]'
_chemical_formula_moiety         'C7 H11 N2 +, C7 H9.10 Br3.90 Co N2 -'
_chemical_formula_sum            'C14 H20.1 Br3.9 Co N4'
_chemical_formula_weight         615.02
_chemical_name_systematic
;
4-(Dimethylamino)pyridinium tribromido{3-[bromo/hydro(0.9/0.1)]-4-
(dimethylamino)pyridine-κN¹}cobaltate(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                99.028(2)
_cell_angle_beta                 98.9270(10)
_cell_angle_gamma                106.933(2)
_cell_formula_units_Z            2
_cell_length_a                   8.3768(2)
_cell_length_b                   10.2622(2)
_cell_length_c                   12.4691(3)
_cell_measurement_reflns_used    6987
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      2.4
_cell_volume                     989.57(4)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_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  0.0529
_diffrn_reflns_av_sigmaI/netI    0.0867
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7974
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    8.744
_exptl_absorpt_correction_T_max  0.4751
_exptl_absorpt_correction_T_min  0.1277
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    2.064
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             591.2
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.285
_refine_diff_density_min         -1.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         4451
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      0.972
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0634P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1146
_refine_ls_wR_factor_ref         0.1297
_reflns_number_gt                3019
_reflns_number_total             4451
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2210.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_formula_sum        'C14 H20.10 Br3.90 Co N4'
_cod_database_code               2222751
_cod_database_fobs_code          2222751
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.26488(9) 0.68358(8) 0.54136(5) 0.0375(2) Uani d . 1 A .
Br Br2 0.64945(8) 0.59464(7) 0.69989(5) 0.03080(18) Uani d . 1 A .
Br Br3 0.49021(18) 0.89737(12) 0.84679(11) 0.0315(3) Uani d PD 0.90 A 1
Br Br3' 0.531(2) 0.8775(13) 0.8695(11) 0.068(5) Uani d PDU 0.10 A 2
Br Br4 0.30233(9) 0.25573(8) 0.96716(6) 0.0350(2) Uani d P 0.90 A 1
Co Co1 0.41492(10) 0.67837(9) 0.72097(7) 0.0271(2) Uani d D 1 . .
N N1 0.2478(6) 0.5344(5) 0.7796(4) 0.0280(12) Uani d . 1 A .
N N2 -0.0965(6) 0.2792(5) 0.9321(4) 0.0276(12) Uani d . 1 A .
N N3 0.6361(7) 0.7246(6) 0.4462(5) 0.0414(15) Uani d . 1 . .
H H3 0.5580 0.6723 0.4751 0.050 Uiso calc R 1 . .
N N4 1.0006(7) 0.9742(6) 0.3157(4) 0.0318(12) Uani d . 1 . .
C C1 0.2977(8) 0.4510(6) 0.8403(5) 0.0267(13) Uani d . 1 . .
H H1 0.4135 0.4540 0.8492 0.032 Uiso calc R 1 A .
C C2 0.1936(7) 0.3618(6) 0.8904(5) 0.0226(12) Uani d . 1 A .
H H2' 0.2368 0.3026 0.9293 0.027 Uiso calc PR 0.10 B 2
C C3 0.0191(7) 0.3572(6) 0.8846(5) 0.0248(13) Uani d . 1 . .
C C4 -0.0282(8) 0.4425(7) 0.8152(5) 0.0320(15) Uani d . 1 A .
H H4 -0.1438 0.4404 0.8015 0.038 Uiso calc R 1 . .
C C5 0.0825(8) 0.5267(7) 0.7677(6) 0.0338(15) Uani d . 1 . .
H H5 0.0420 0.5830 0.7239 0.041 Uiso calc R 1 A .
C C6 -0.0620(10) 0.1971(10) 1.0125(8) 0.063(3) Uani d . 1 . .
H H6A 0.0449 0.2503 1.0660 0.094 Uiso calc R 1 A .
H H6B -0.0516 0.1101 0.9737 0.094 Uiso calc R 1 . .
H H6C -0.1559 0.1756 1.0518 0.094 Uiso calc R 1 . .
C C7 -0.2699(8) 0.2868(7) 0.9146(6) 0.0377(16) Uani d . 1 . .
H H7A -0.3213 0.2596 0.8349 0.057 Uiso calc R 1 A .
H H7B -0.2661 0.3824 0.9433 0.057 Uiso calc R 1 . .
H H7C -0.3385 0.2234 0.9537 0.057 Uiso calc R 1 . .
C C8 0.7904(10) 0.7112(7) 0.4577(5) 0.0362(16) Uani d . 1 . .
H H8 0.8148 0.6441 0.4962 0.043 Uiso calc R 1 . .
C C9 0.9138(9) 0.7919(7) 0.4155(5) 0.0320(15) Uani d . 1 . .
H H9 1.0236 0.7811 0.4254 0.038 Uiso calc R 1 . .
C C10 0.8813(7) 0.8921(6) 0.3568(4) 0.0240(13) Uani d . 1 . .
C C11 0.7136(9) 0.9012(7) 0.3454(5) 0.0360(16) Uani d . 1 . .
H H11 0.6826 0.9655 0.3062 0.043 Uiso calc R 1 . .
C C12 0.5987(9) 0.8172(8) 0.3908(6) 0.0405(17) Uani d . 1 . .
H H12 0.4871 0.8243 0.3831 0.049 Uiso calc R 1 . .
C C13 0.9613(11) 1.0765(8) 0.2567(6) 0.051(2) Uani d . 1 . .
H H13A 0.9162 1.1366 0.3038 0.076 Uiso calc R 1 . .
H H13B 0.8758 1.0282 0.1881 0.076 Uiso calc R 1 . .
H H13C 1.0654 1.1334 0.2384 0.076 Uiso calc R 1 . .
C C14 1.1733(9) 0.9648(8) 0.3293(6) 0.048(2) Uani d . 1 . .
H H14A 1.2214 0.9768 0.4084 0.073 Uiso calc R 1 . .
H H14B 1.2452 1.0380 0.2994 0.073 Uiso calc R 1 . .
H H14C 1.1689 0.8733 0.2893 0.073 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'
Co Co 0.3494 0.9721 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Co1 Br3' . . 105.5(5) ?
N1 Co1 Br3 . . 107.98(15) ?
Br3' Co1 Br3 . . 12.5(4) ?
N1 Co1 Br2 . . 106.97(14) ?
Br3' Co1 Br2 . . 104.7(4) ?
Br3 Co1 Br2 . . 114.67(5) ?
N1 Co1 Br1 . . 105.94(15) ?
Br3' Co1 Br1 . . 123.1(4) ?
Br3 Co1 Br1 . . 111.17(5) ?
Br2 Co1 Br1 . . 109.64(4) ?
C1 N1 C5 . . 116.2(5) ?
C1 N1 Co1 . . 122.3(4) ?
C5 N1 Co1 . . 121.2(4) ?
C3 N2 C6 . . 125.9(5) ?
C3 N2 C7 . . 119.4(5) ?
C6 N2 C7 . . 114.3(5) ?
C8 N3 C12 . . 120.3(6) ?
C8 N3 H3 . . 119.9 ?
C12 N3 H3 . . 119.9 ?
C10 N4 C13 . . 120.2(6) ?
C10 N4 C14 . . 121.2(6) ?
C13 N4 C14 . . 118.6(6) ?
N1 C1 C2 . . 124.6(5) ?
N1 C1 H1 . . 117.7 ?
C2 C1 H1 . . 117.7 ?
C1 C2 C3 . . 120.5(5) ?
C1 C2 Br4 . . 114.0(4) ?
C3 C2 Br4 . . 125.5(4) ?
C1 C2 H2' . . 119.8 ?
C3 C2 H2' . . 119.8 ?
N2 C3 C4 . . 120.3(5) ?
N2 C3 C2 . . 127.4(6) ?
C4 C3 C2 . . 112.2(5) ?
C5 C4 C3 . . 123.4(6) ?
C5 C4 H4 . . 118.3 ?
C3 C4 H4 . . 118.3 ?
N1 C5 C4 . . 122.9(6) ?
N1 C5 H5 . . 118.6 ?
C4 C5 H5 . . 118.6 ?
N2 C6 H6A . . 109.5 ?
N2 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
N2 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N2 C7 H7A . . 109.5 ?
N2 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
N2 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
N3 C8 C9 . . 121.1(6) ?
N3 C8 H8 . . 119.5 ?
C9 C8 H8 . . 119.5 ?
C8 C9 C10 . . 120.9(6) ?
C8 C9 H9 . . 119.5 ?
C10 C9 H9 . . 119.5 ?
N4 C10 C9 . . 122.3(6) ?
N4 C10 C11 . . 121.8(6) ?
C9 C10 C11 . . 115.9(6) ?
C12 C11 C10 . . 119.2(6) ?
C12 C11 H11 . . 120.4 ?
C10 C11 H11 . . 120.4 ?
N3 C12 C11 . . 122.6(6) ?
N3 C12 H12 . . 118.7 ?
C11 C12 H12 . . 118.7 ?
N4 C13 H13A . . 109.5 ?
N4 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
N4 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
N4 C14 H14A . . 109.5 ?
N4 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
N4 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 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 Br1 . 2.4086(11) y
Co1 Br2 . 2.3958(10) y
Co1 Br3 . 2.3814(13) y
Co1 Br3' . 2.376(9) y
Br4 C2 . 1.888(6) ?
Co1 N1 . 2.032(5) y
N1 C1 . 1.340(8) ?
N1 C5 . 1.347(8) ?
N2 C3 . 1.343(7) ?
N2 C6 . 1.454(9) ?
N2 C7 . 1.461(8) ?
N3 C8 . 1.328(9) ?
N3 C12 . 1.338(9) ?
N3 H3 . 0.8800 ?
N4 C10 . 1.333(7) ?
N4 C13 . 1.456(9) ?
N4 C14 . 1.463(9) ?
C1 C2 . 1.368(8) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.439(8) ?
C2 H2' . 0.9500 ?
C3 C4 . 1.415(9) ?
C4 C5 . 1.350(9) ?
C4 H4 . 0.9500 ?
C5 H5 . 0.9500 ?
C6 H6A . 0.9800 ?
C6 H6B . 0.9800 ?
C6 H6C . 0.9800 ?
C7 H7A . 0.9800 ?
C7 H7B . 0.9800 ?
C7 H7C . 0.9800 ?
C8 C9 . 1.356(9) ?
C8 H8 . 0.9500 ?
C9 C10 . 1.416(8) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.421(9) ?
C11 C12 . 1.353(9) ?
C11 H11 . 0.9500 ?
C12 H12 . 0.9500 ?
C13 H13A . 0.9800 ?
C13 H13B . 0.9800 ?
C13 H13C . 0.9800 ?
C14 H14A . 0.9800 ?
C14 H14B . 0.9800 ?
C14 H14C . 0.9800 ?
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
N3 H3 Br1 . 0.88 2.74 3.434(6) 137 y
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
Br3' Co1 N1 C1 . . . . -83.8(6) ?
Br3 Co1 N1 C1 . . . . -96.6(5) ?
Br2 Co1 N1 C1 . . . . 27.3(5) ?
Br1 Co1 N1 C1 . . . . 144.2(4) ?
Br3' Co1 N1 C5 . . . . 90.1(7) ?
Br3 Co1 N1 C5 . . . . 77.3(5) ?
Br2 Co1 N1 C5 . . . . -158.8(5) ?
Br1 Co1 N1 C5 . . . . -41.9(5) ?
C5 N1 C1 C2 . . . . -0.6(9) ?
Co1 N1 C1 C2 . . . . 173.6(5) ?
N1 C1 C2 C3 . . . . -3.0(9) ?
N1 C1 C2 Br4 . . . . 178.6(5) ?
C6 N2 C3 C4 . . . . -174.2(7) ?
C7 N2 C3 C4 . . . . -2.0(9) ?
C6 N2 C3 C2 . . . . 9.1(10) ?
C7 N2 C3 C2 . . . . -178.7(6) ?
C1 C2 C3 N2 . . . . -177.7(6) ?
Br4 C2 C3 N2 . . . . 0.5(9) ?
C1 C2 C3 C4 . . . . 5.4(8) ?
Br4 C2 C3 C4 . . . . -176.4(5) ?
N2 C3 C4 C5 . . . . 177.9(6) ?
C2 C3 C4 C5 . . . . -5.0(9) ?
C1 N1 C5 C4 . . . . 1.3(9) ?
Co1 N1 C5 C4 . . . . -173.0(5) ?
C3 C4 C5 N1 . . . . 1.8(11) ?
C12 N3 C8 C9 . . . . 1.0(10) ?
N3 C8 C9 C10 . . . . -0.6(10) ?
C13 N4 C10 C9 . . . . -179.5(6) ?
C14 N4 C10 C9 . . . . 0.0(9) ?
C13 N4 C10 C11 . . . . -0.2(9) ?
C14 N4 C10 C11 . . . . 179.3(6) ?
C8 C9 C10 N4 . . . . 179.1(6) ?
C8 C9 C10 C11 . . . . -0.3(9) ?
N4 C10 C11 C12 . . . . -178.6(6) ?
C9 C10 C11 C12 . . . . 0.7(9) ?
C8 N3 C12 C11 . . . . -0.5(10) ?
C10 C11 C12 N3 . . . . -0.3(11) ?
