#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/58/2015891.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_2015891
loop_
_publ_author_name
'Al-Far, Rawhi'
'Ali, Basem Fares'
_publ_section_title
;
 Bis(2-amino-3,5-dibromo-4,6-dimethylpyridinium)
 hexabromidostannate(IV)
;
_journal_coeditor_code           GA3039
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m137
_journal_page_last               m139
_journal_paper_doi               10.1107/S0108270107006452
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '(C7 H9 Br2 N2)2 [Sn Br6]'
_chemical_formula_moiety         '2C7 H9 Br2 N2 + , Br6 Sn 2-'
_chemical_formula_sum            'C14 H18 Br10 N4 Sn'
_chemical_formula_weight         1160.11
_chemical_name_systematic
;
Bis(2-amino-3,5-dibromo-4,6-dimethylpyridinium) hexabromidostannate(IV)
;
_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           SHELXL97
_cell_angle_alpha                94.245(2)
_cell_angle_beta                 103.258(2)
_cell_angle_gamma                93.898(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8574(11)
_cell_length_b                   11.4847(13)
_cell_length_c                   12.5957(14)
_cell_measurement_reflns_used    6288
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      29.16
_cell_measurement_theta_min      2.32
_cell_volume                     1378.8(3)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT-Plus
_computing_molecular_graphics    'XP in SHELXTL'
_computing_publication_material  'XCIF in SHELXTL'
_computing_structure_refinement  'XL in SHELXTL'
_computing_structure_solution    'XS in SHELXTL (Sheldrick, 2004)'
_diffrn_ambient_temperature      297(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0408
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20574
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.67
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    15.428
_exptl_absorpt_correction_T_max  0.398
_exptl_absorpt_correction_T_min  0.129
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2004)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.794
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1060
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.962
_refine_diff_density_min         -0.582
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         4979
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.031P)²+0.9567P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0710
_refine_ls_wR_factor_ref         0.0758
_reflns_number_gt                4034
_reflns_number_total             4979
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ga3039.cif
_cod_data_source_block           I
_cod_database_code               2015891
_cod_database_fobs_code          2015891
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
Br Br1 0.35361(7) 0.83736(5) 0.35026(5) 0.05546(18) Uani d . 1
Br Br2 0.72521(7) 0.93039(6) 0.45831(5) 0.05812(19) Uani d . 1
Br Br3 0.49589(6) 1.14973(5) 0.35498(4) 0.04422(15) Uani d . 1
Br Br4 0.75832(6) 0.46796(6) 0.01171(5) 0.05345(17) Uani d . 1
Br Br5 0.57305(7) 0.63247(5) 0.18713(5) 0.05168(17) Uani d . 1
Br Br6 0.47102(6) 0.31392(5) 0.10135(5) 0.04632(16) Uani d . 1
Br Br7 0.69803(7) 0.58116(6) 0.71103(5) 0.05476(17) Uani d . 1
Br Br8 1.01399(7) 0.26032(6) 0.52141(7) 0.0693(2) Uani d . 1
Br Br9 0.67940(7) 1.03716(6) 1.16141(5) 0.05773(18) Uani d . 1
Br Br10 1.00727(7) 0.74291(5) 0.95373(6) 0.06019(19) Uani d . 1
C C2 0.6865(6) 0.5380(5) 0.4871(4) 0.0370(12) Uani d . 1
C C3 0.7548(6) 0.5072(4) 0.5922(4) 0.0384(13) Uani d . 1
C C4 0.8527(6) 0.4272(5) 0.6052(5) 0.0433(14) Uani d . 1
C C5 0.8804(6) 0.3727(5) 0.5096(5) 0.0430(14) Uani d . 1
C C6 0.8132(6) 0.3965(5) 0.4077(4) 0.0395(13) Uani d . 1
C C8 0.7147(5) 1.0448(5) 0.9476(5) 0.0395(13) Uani d . 1
C C9 0.7521(6) 0.9855(5) 1.0420(4) 0.0409(13) Uani d . 1
C C10 0.8367(6) 0.8949(5) 1.0467(5) 0.0425(14) Uani d . 1
C C11 0.8858(5) 0.8639(5) 0.9519(5) 0.0414(13) Uani d . 1
C C12 0.8509(5) 0.9183(5) 0.8591(5) 0.0408(13) Uani d . 1
C C4' 0.9244(7) 0.3980(6) 0.7173(5) 0.0629(18) Uani d . 1
H H4'1 0.9278 0.4641 0.7694 0.094 Uiso calc R 1
H H4'2 1.0178 0.3793 0.7174 0.094 Uiso calc R 1
H H4'3 0.8734 0.3319 0.7368 0.094 Uiso calc R 1
C C6' 0.8327(7) 0.3402(6) 0.3020(5) 0.0614(18) Uani d . 1
H H6'1 0.9306 0.3444 0.3031 0.092 Uiso calc R 1
H H6'2 0.7843 0.3804 0.2425 0.092 Uiso calc R 1
H H6'3 0.7958 0.2596 0.2927 0.092 Uiso calc R 1
C C10' 0.8745(7) 0.8289(6) 1.1458(5) 0.0618(18) Uani d . 1
H H10A 0.8391 0.8652 1.2038 0.093 Uiso calc R 1
H H10B 0.9745 0.8300 1.1688 0.093 Uiso calc R 1
H H10C 0.8343 0.7494 1.1284 0.093 Uiso calc R 1
C C12' 0.8970(7) 0.8946(6) 0.7562(5) 0.0547(16) Uani d . 1
H H12A 0.9967 0.9103 0.7703 0.082 Uiso calc R 1
H H12B 0.8527 0.9441 0.7028 0.082 Uiso calc R 1
H H12C 0.8713 0.8139 0.7288 0.082 Uiso calc R 1
N N1 0.7188(4) 0.4782(4) 0.4003(3) 0.0393(11) Uani d . 1
H H1 0.6762 0.4932 0.3358 0.047 Uiso calc R 1
N N7 0.7652(5) 1.0069(4) 0.8608(4) 0.0413(11) Uani d . 1
H H7 0.7412 1.0414 0.8019 0.050 Uiso calc R 1
N N2' 0.5960(5) 0.6181(4) 0.4692(4) 0.0456(12) Uani d . 1
H H2'1 0.5583 0.6319 0.4032 0.055 Uiso calc R 1
H H2'2 0.5748 0.6565 0.5235 0.055 Uiso calc R 1
N N8' 0.6352(5) 1.1338(4) 0.9370(4) 0.0529(13) Uani d . 1
H H8'1 0.6170 1.1659 0.8763 0.064 Uiso calc R 1
H H8'2 0.6019 1.1596 0.9908 0.064 Uiso calc R 1
Sn Sn1 0.5000 1.0000 0.5000 0.03184(13) Uani d S 1
Sn Sn2 0.5000 0.5000 0.0000 0.03429(14) Uani d S 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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
N2' C2 N1 . . 119.2(5) ?
N2' C2 C3 . . 125.0(5) ?
N1 C2 C3 . . 115.8(5) ?
C4 C3 C2 . . 122.0(5) ?
C4 C3 Br7 . . 122.6(4) ?
C2 C3 Br7 . . 115.4(4) ?
C3 C4 C5 . . 117.3(5) ?
C3 C4 C4' . . 120.7(6) ?
C5 C4 C4' . . 122.0(5) ?
C6 C5 C4 . . 122.3(5) ?
C6 C5 Br8 . . 118.1(4) ?
C4 C5 Br8 . . 119.6(4) ?
N1 C6 C5 . . 117.5(5) ?
N1 C6 C6' . . 116.6(5) ?
C5 C6 C6' . . 125.9(5) ?
N8' C8 N7 . . 118.1(5) ?
N8' C8 C9 . . 125.4(5) ?
N7 C8 C9 . . 116.4(5) ?
C10 C9 C8 . . 121.7(5) ?
C10 C9 Br9 . . 122.1(4) ?
C8 C9 Br9 . . 116.2(4) ?
C9 C10 C11 . . 117.2(5) ?
C9 C10 C10' . . 122.3(6) ?
C11 C10 C10' . . 120.5(5) ?
C12 C11 C10 . . 122.8(5) ?
C12 C11 Br10 . . 117.6(4) ?
C10 C11 Br10 . . 119.6(4) ?
C11 C12 N7 . . 116.4(5) ?
C11 C12 C12' . . 127.5(5) ?
N7 C12 C12' . . 116.1(5) ?
C4 C4' H4'1 . . 109.5 ?
C4 C4' H4'2 . . 109.5 ?
H4'1 C4' H4'2 . . 109.5 ?
C4 C4' H4'3 . . 109.5 ?
H4'1 C4' H4'3 . . 109.5 ?
H4'2 C4' H4'3 . . 109.5 ?
C6 C6' H6'1 . . 109.5 ?
C6 C6' H6'2 . . 109.5 ?
H6'1 C6' H6'2 . . 109.5 ?
C6 C6' H6'3 . . 109.5 ?
H6'1 C6' H6'3 . . 109.5 ?
H6'2 C6' H6'3 . . 109.5 ?
C10 C10' H10A . . 109.5 ?
C10 C10' H10B . . 109.5 ?
H10A C10' H10B . . 109.5 ?
C10 C10' H10C . . 109.5 ?
H10A C10' H10C . . 109.5 ?
H10B C10' H10C . . 109.5 ?
C12 C12' H12A . . 109.5 ?
C12 C12' H12B . . 109.5 ?
H12A C12' H12B . . 109.5 ?
C12 C12' H12C . . 109.5 ?
H12A C12' H12C . . 109.5 ?
H12B C12' H12C . . 109.5 ?
C2 N1 C6 . . 125.0(5) ?
C2 N1 H1 . . 117.5 ?
C6 N1 H1 . . 117.5 ?
C8 N7 C12 . . 125.4(5) ?
C8 N7 H7 . . 117.3 ?
C12 N7 H7 . . 117.3 ?
C2 N2' H2'1 . . 120.0 ?
C2 N2' H2'2 . . 120.0 ?
H2'1 N2' H2'2 . . 120.0 ?
C8 N8' H8'1 . . 120.0 ?
C8 N8' H8'2 . . 120.0 ?
H8'1 N8' H8'2 . . 120.0 ?
Br2 Sn1 Br2 2_676 . 180.0 ?
Br2 Sn1 Br3 2_676 . 91.007(19) ?
Br2 Sn1 Br3 . . 88.993(19) yes
Br2 Sn1 Br3 2_676 2_676 88.993(19) ?
Br2 Sn1 Br3 . 2_676 91.007(19) ?
Br3 Sn1 Br3 . 2_676 180.0 ?
Br2 Sn1 Br1 2_676 . 90.73(2) ?
Br2 Sn1 Br1 . . 89.27(2) yes
Br3 Sn1 Br1 . . 91.50(2) yes
Br3 Sn1 Br1 2_676 . 88.50(2) ?
Br2 Sn1 Br1 2_676 2_676 89.27(2) ?
Br2 Sn1 Br1 . 2_676 90.73(2) ?
Br3 Sn1 Br1 . 2_676 88.50(2) ?
Br3 Sn1 Br1 2_676 2_676 91.50(2) ?
Br1 Sn1 Br1 . 2_676 180.00(2) ?
Br4 Sn2 Br4 2_665 . 180.0 ?
Br4 Sn2 Br6 2_665 . 89.419(19) ?
Br4 Sn2 Br6 . . 90.581(19) yes
Br4 Sn2 Br6 2_665 2_665 90.581(19) ?
Br4 Sn2 Br6 . 2_665 89.419(19) ?
Br6 Sn2 Br6 . 2_665 180.00(2) ?
Br4 Sn2 Br5 2_665 2_665 89.81(2) ?
Br4 Sn2 Br5 . 2_665 90.19(2) ?
Br6 Sn2 Br5 . 2_665 88.82(2) ?
Br6 Sn2 Br5 2_665 2_665 91.18(2) ?
Br4 Sn2 Br5 2_665 . 90.19(2) ?
Br4 Sn2 Br5 . . 89.81(2) yes
Br6 Sn2 Br5 . . 91.18(2) yes
Br6 Sn2 Br5 2_665 . 88.82(2) ?
Br5 Sn2 Br5 2_665 . 180.000(15) ?
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
Br1 Sn1 . 2.6443(6) yes
Br2 Sn1 . 2.5606(6) yes
Br3 Sn1 . 2.5954(6) yes
Br4 Sn2 . 2.5699(6) yes
Br5 Sn2 . 2.6326(6) yes
Br6 Sn2 . 2.6013(6) yes
Br7 C3 . 1.880(5) ?
Br8 C5 . 1.895(5) ?
Br9 C9 . 1.883(6) ?
Br10 C11 . 1.893(5) ?
C2 N2' . 1.320(6) ?
C2 N1 . 1.358(6) ?
C2 C3 . 1.423(7) ?
C3 C4 . 1.368(7) ?
C4 C5 . 1.407(8) ?
C4 C4' . 1.500(8) ?
C5 C6 . 1.360(8) ?
C6 N1 . 1.360(6) ?
C6 C6' . 1.494(8) ?
C8 N8' . 1.326(6) ?
C8 N7 . 1.357(7) ?
C8 C9 . 1.402(7) ?
C9 C10 . 1.374(7) ?
C10 C11 . 1.417(8) ?
C10 C10' . 1.496(8) ?
C11 C12 . 1.352(8) ?
C12 N7 . 1.368(7) ?
C12 C12' . 1.482(8) ?
C4' H4'1 . 0.9600 ?
C4' H4'2 . 0.9600 ?
C4' H4'3 . 0.9600 ?
C6' H6'1 . 0.9600 ?
C6' H6'2 . 0.9600 ?
C6' H6'3 . 0.9600 ?
C10' H10A . 0.9600 ?
C10' H10B . 0.9600 ?
C10' H10C . 0.9600 ?
C12' H12A . 0.9600 ?
C12' H12B . 0.9600 ?
C12' H12C . 0.9600 ?
N1 H1 . 0.8600 ?
N7 H7 . 0.8600 ?
N2' H2'1 . 0.8600 ?
N2' H2'2 . 0.8600 ?
N8' H8'1 . 0.8600 ?
N8' H8'2 . 0.8600 ?
Sn1 Br2 2_676 2.5606(6) ?
Sn1 Br3 2_676 2.5954(6) ?
Sn1 Br1 2_676 2.6443(6) ?
Sn2 Br4 2_665 2.5699(6) ?
Sn2 Br6 2_665 2.6013(6) ?
Sn2 Br5 2_665 2.6326(6) ?
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
N1 H1 Br5 . 0.86 2.62 3.419(4) 154
N7 H7 Br1 2_676 0.86 2.50 3.346(4) 170
N2' H2'1 Br5 . 0.86 2.76 3.525(4) 149
N2' H2'2 Br3 2_676 0.86 2.82 3.635(4) 158
N8' H8'1 Br1 2_676 0.86 2.93 3.683(5) 147
N8' H8'2 Br6 1_566 0.86 2.74 3.542(5) 155
C4' H4'3 Br1 2_666 0.96 2.82 3.622(7) 142
