#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/06/7050664.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_7050664
loop_
_publ_author_name
'Chantson, Janine T.'
'Lotz, Simon'
'Ichharam, Vimal'
_publ_section_title
;
 Synthesis and structure of 4,6-disubstituted dibenzothiophenes and
 their use in the preparation of binuclear platinum(ii) complexes
;
_journal_issue                   12
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1735
_journal_paper_doi               10.1039/b307634m
_journal_volume                  27
_journal_year                    2003
_chemical_formula_moiety         'C12 H6 Br2 S'
_chemical_formula_sum            'C12 H6 Br2 S'
_chemical_formula_weight         342.05
_chemical_name_common            '4,6-dibromo dibenzothiophene'
_chemical_name_systematic
;
4,6-dibromo dibenzothiophene
;
_space_group_IT_number           14
_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_date             2001-07-31T14:27:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 106.813(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4977(17)
_cell_length_b                   8.5629(14)
_cell_length_c                   12.947(2)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.03
_cell_volume                     1114.1(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7581
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    7.423
_exptl_absorpt_correction_T_max  0.7079
_exptl_absorpt_correction_T_min  0.1998
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    2.039
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'plate like'
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.02
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       0.0063(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2766
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.953
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.049
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0932P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1302
_refine_ls_wR_factor_ref         0.1449
_reflns_number_gt                1860
_reflns_number_total             2766
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b307634m.txt
_cod_data_source_block           up3_s
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Empirical' changed to 'empirical'
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 
;
_cod_original_cell_volume        1114.0(3)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7050664
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_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C7 C 0.5749(4) -0.2110(4) 0.5639(3) 0.0420(10) Uani 1 1 d . . .
C6 C 0.4312(5) -0.2093(4) 0.5352(3) 0.0414(10) Uani 1 1 d . . .
C5 C 0.3372(5) -0.2876(5) 0.4515(4) 0.0511(12) Uani 1 1 d . . .
H5 H 0.3654 -0.3527 0.4049 0.061 Uiso 1 1 calc R . .
C8 C 0.6595(5) -0.2922(5) 0.5165(4) 0.0478(11) Uani 1 1 d . . .
H8 H 0.6241 -0.3559 0.4569 0.057 Uiso 1 1 calc R . .
C9 C 0.7943(6) -0.2772(6) 0.5583(4) 0.0577(13) Uani 1 1 d . . .
H9 H 0.8498 -0.3324 0.5269 0.069 Uiso 1 1 calc R . .
Br1 Br 0.83985(6) 0.02992(6) 0.81486(4) 0.0606(2) Uani 1 1 d . . .
Br2 Br 0.19268(5) 0.03891(6) 0.68534(4) 0.0563(2) Uani 1 1 d . . .
S S 0.51292(12) -0.02192(13) 0.70399(9) 0.0439(3) Uani 1 1 d . . .
C11 C 0.7681(4) -0.1005(5) 0.6939(4) 0.0442(10) Uani 1 1 d . . .
C1 C 0.3841(4) -0.1117(4) 0.6045(3) 0.0405(9) Uani 1 1 d . . .
C12 C 0.6317(4) -0.1137(4) 0.6534(3) 0.0411(9) Uani 1 1 d . . .
C2 C 0.2495(4) -0.0934(5) 0.5900(3) 0.0436(10) Uani 1 1 d . . .
C3 C 0.1580(5) -0.1708(5) 0.5078(4) 0.0513(11) Uani 1 1 d . . .
H3 H 0.0673 -0.1587 0.4982 0.062 Uiso 1 1 calc R . .
C4 C 0.2037(6) -0.2679(6) 0.4388(4) 0.0585(13) Uani 1 1 d . . .
H4 H 0.1422 -0.32 0.3832 0.07 Uiso 1 1 calc R . .
C10 C 0.8509(5) -0.1814(6) 0.6469(4) 0.0539(12) Uani 1 1 d . . .
H10 H 0.9428 -0.1722 0.6739 0.065 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C7 0.058(3) 0.033(2) 0.034(2) 0.0010(16) 0.013(2) -0.0002(18)
C6 0.057(3) 0.031(2) 0.031(2) 0.0003(15) 0.0037(19) -0.0014(18)
C5 0.070(3) 0.040(2) 0.038(2) -0.0054(19) 0.007(2) -0.005(2)
C8 0.064(3) 0.042(2) 0.040(2) -0.0030(18) 0.018(2) 0.000(2)
C9 0.071(3) 0.054(3) 0.055(3) -0.003(2) 0.031(3) 0.003(3)
Br1 0.0631(4) 0.0633(4) 0.0499(3) -0.0092(2) 0.0077(2) -0.0173(2)
Br2 0.0556(4) 0.0618(4) 0.0521(3) -0.0006(2) 0.0163(2) 0.0079(2)
S 0.0503(7) 0.0438(6) 0.0355(6) -0.0068(4) 0.0092(5) -0.0017(5)
C11 0.051(3) 0.039(2) 0.042(2) 0.0027(18) 0.013(2) -0.0049(19)
C1 0.053(2) 0.034(2) 0.031(2) 0.0043(16) 0.0074(18) 0.0004(18)
C12 0.054(3) 0.035(2) 0.035(2) 0.0021(16) 0.0124(19) -0.0016(18)
C2 0.051(3) 0.037(2) 0.041(2) 0.0085(18) 0.011(2) 0.003(2)
C3 0.052(3) 0.050(3) 0.044(3) 0.005(2) 0.002(2) -0.004(2)
C4 0.066(3) 0.052(3) 0.043(3) -0.004(2) -0.006(2) -0.009(3)
C10 0.052(3) 0.056(3) 0.058(3) 0.009(2) 0.023(2) -0.001(2)
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 0 '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'
S S 0.1246 0.1234 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 C7 C12 118.9(4) . . ?
C8 C7 C6 129.7(4) . . ?
C12 C7 C6 111.5(4) . . ?
C5 C6 C1 118.3(4) . . ?
C5 C6 C7 129.8(4) . . ?
C1 C6 C7 111.9(4) . . ?
C4 C5 C6 119.9(4) . . ?
C9 C8 C7 119.6(4) . . ?
C8 C9 C10 121.8(5) . . ?
C12 S C1 90.6(2) . . ?
C12 C11 C10 120.5(4) . . ?
C12 C11 Br1 118.9(3) . . ?
C10 C11 Br1 120.6(4) . . ?
C2 C1 C6 120.9(4) . . ?
C2 C1 S 126.3(3) . . ?
C6 C1 S 112.8(3) . . ?
C11 C12 C7 120.3(4) . . ?
C11 C12 S 126.4(3) . . ?
C7 C12 S 113.2(3) . . ?
C1 C2 C3 120.5(4) . . ?
C1 C2 Br2 118.9(3) . . ?
C3 C2 Br2 120.7(4) . . ?
C2 C3 C4 119.1(5) . . ?
C5 C4 C3 121.4(4) . . ?
C11 C10 C9 118.9(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C7 C8 1.402(6) . ?
C7 C12 1.411(6) . ?
C7 C6 1.446(6) . ?
C6 C5 1.407(6) . ?
C6 C1 1.416(6) . ?
C5 C4 1.374(7) . ?
C8 C9 1.367(7) . ?
C9 C10 1.396(7) . ?
Br1 C11 1.893(4) . ?
Br2 C2 1.894(4) . ?
S C12 1.753(4) . ?
S C1 1.753(4) . ?
C11 C12 1.380(6) . ?
C11 C10 1.382(6) . ?
C1 C2 1.379(6) . ?
C2 C3 1.379(6) . ?
C3 C4 1.402(7) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4414301
