#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/57/2105740.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_2105740
loop_
_publ_author_name
'Durka, Krzysztof'
'Luliński, Sergiusz'
'Jarzembska, Katarzyna N.'
'Smetek, Jaromir'
'Serwatowski, Janusz'
'Woźniak, Krzysztof'
_publ_section_title
;
 Competition between hydrogen and halogen bonding in the structures of
 5,10-dihydroxy-5,10-dihydroboranthrenes
;
_journal_coeditor_code           BI5017
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              157
_journal_page_last               171
_journal_paper_doi               10.1107/S2052520613034987
_journal_volume                  70
_journal_year                    2014
_chemical_formula_moiety         'C8 H6 B2 O2 S2'
_chemical_formula_sum            'C8 H6 B2 O2 S2'
_chemical_formula_weight         219.87
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            9
_cell_length_a                   24.719(2)
_cell_length_b                   24.719(2)
_cell_length_c                   4.6681(4)
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.32
_cell_measurement_theta_min      0.32
_cell_volume                     2470.2(4)
_computing_cell_refinement       'SAINT (Bruker, 2011)'
_computing_data_collection       'APEX2 (Bruker, 2011)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2011)'
_computing_publication_material  SHELXL-2013
_computing_structure_refinement  SHELXL-2013
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa APEX-II Ultra'
_diffrn_measurement_method       '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  0.0508
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            13594
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.693
_diffrn_reflns_theta_min         2.855
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.451
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.529
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SORTAV (Blessing, 1995; Blessing, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_description       needle
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.087
_refine_diff_density_min         -0.350
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.293
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1158
_refine_ls_number_restraints     27
_refine_ls_restrained_S_all      1.285
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0533
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1152P)²+3.5904P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1900
_refine_ls_wR_factor_ref         0.1933
_reflns_number_gt                1061
_reflns_number_total             1158
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bi5017sup1.cif
_cod_data_source_block           V
_cod_original_cell_volume        2470.2(5)
_cod_database_code               2105740
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           .2013
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1A 0.8998(2) 0.49994(17) 0.0707(6) 0.0276(6) Uani d 0.815(9) A 1
C C3A 0.9154(4) 0.4038(9) 0.090(4) 0.040(5) Uani d 0.815(9) A 1
H H3A 0.9140 0.3657 0.0435 0.049 Uiso calc 0.815(9) A 1
C C4A 0.8785(3) 0.4258(4) -0.0370(14) 0.0299(14) Uani d 0.815(9) A 1
H H4A 0.8455 0.4022 -0.1677 0.036 Uiso calc 0.815(9) A 1
C C3B 0.9118(14) 0.506(4) 0.094(15) 0.05(3) Uani d 0.185(9) A 2
H H3B 0.9085 0.5418 0.0474 0.054 Uiso calc 0.185(9) A 2
S S1B 0.9026(5) 0.3995(7) 0.083(3) 0.017(3) Uani d 0.185(9) A 2
C C4B 0.8788(16) 0.4497(18) -0.022(7) 0.032(8) Uani d 0.185(9) A 2
H H4B 0.8450 0.4386 -0.1501 0.039 Uiso calc 0.185(9) A 2
O O1 1.00549(15) 0.38712(13) 0.5193(6) 0.0261(8) Uani d 1 . .
H H1 0.9798 0.3606 0.4041 0.039 Uiso calc 1 . .
C C2 0.9556(2) 0.4481(2) 0.3008(9) 0.0225(9) Uani d 1 . .
C C1 0.9547(2) 0.5035(2) 0.3061(8) 0.0240(10) Uani d 1 . .
B B1 1.0024(3) 0.4405(2) 0.5021(10) 0.0222(9) Uani d 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'
O O 0.0106 0.0060 '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'
B B 0.0013 0.0007 '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
C4A S1A C1 . . 93.2(3)
C4A C3A C2 . . 109.2(14)
C4A C3A H3A . . 125.4
C2 C3A H3A . . 125.4
C3A C4A S1A . . 112.3(9)
C3A C4A H4A . . 123.9
S1A C4A H4A . . 123.9
C4B C3B C1 . . 108(6)
C4B C3B H3B . . 126.2
C1 C3B H3B . . 126.2
C2 S1B C4B . . 95.0(15)
C3B C4B S1B . . 114(4)
C3B C4B H4B . . 123.2
S1B C4B H4B . . 123.2
B1 O1 H1 . . 109.5
C1 C2 C3A . . 114.8(9)
C1 C2 B1 . . 119.0(4)
C3A C2 B1 . . 126.1(9)
C1 C2 S1B . . 109.7(6)
B1 C2 S1B . . 131.2(6)
C2 C1 C3B . . 114(3)
C2 C1 B1 . 10_766 123.8(4)
C3B C1 B1 . 10_766 122(3)
C2 C1 S1A . . 110.1(3)
B1 C1 S1A 10_766 . 126.2(4)
O1 B1 C1 . 10_766 119.3(4)
O1 B1 C2 . . 123.4(4)
C1 B1 C2 10_766 . 117.2(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
S1A C4A . 1.710(9)
S1A C1 . 1.713(5)
C3A C4A . 1.405(18)
C3A C2 . 1.438(17)
C3A H3A . 0.9500
C4A H4A . 0.9500
C3B C4B . 1.33(7)
C3B C1 . 1.48(5)
C3B H3B . 0.9500
S1B C2 . 1.620(13)
S1B C4B . 1.69(4)
C4B H4B . 0.9500
O1 B1 . 1.362(5)
O1 H1 . 0.8400
C2 C1 . 1.382(5)
C2 B1 . 1.572(6)
C1 B1 10_766 1.541(6)
B1 C1 10_766 1.541(6)
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_4
_geom_torsion
C2 C3A C4A S1A . 6.9(14)
C1 S1A C4A C3A . -3.9(9)
C1 C3B C4B S1B . -7(6)
C2 S1B C4B C3B . 3(4)
C4A C3A C2 C1 . -7.4(13)
C4A C3A C2 B1 . 177.3(7)
C4A C3A C2 S1B . 45(9)
C4B S1B C2 C1 . 2.1(14)
C4B S1B C2 C3A . -128(11)
C4B S1B C2 B1 . 179.3(12)
C3A C2 C1 C3B . 0(3)
B1 C2 C1 C3B . 176(3)
S1B C2 C1 C3B . -6(3)
C3A C2 C1 B1 10_766 -175.1(8)
B1 C2 C1 B1 10_766 0.5(7)
S1B C2 C1 B1 10_766 178.1(6)
C3A C2 C1 S1A . 4.6(8)
B1 C2 C1 S1A . -179.7(3)
S1B C2 C1 S1A . -2.2(8)
C4B C3B C1 C2 . 8(5)
C4B C3B C1 B1 10_766 -176(3)
C4B C3B C1 S1A . -4E1(4)
C4A S1A C1 C2 . -0.4(5)
C4A S1A C1 C3B . 13E1(4)
C4A S1A C1 B1 10_766 179.3(4)
C1 C2 B1 O1 . 177.8(4)
C3A C2 B1 O1 . -7.1(10)
S1B C2 B1 O1 . 0.9(10)
C1 C2 B1 C1 10_766 -0.5(7)
C3A C2 B1 C1 10_766 174.6(9)
S1B C2 B1 C1 10_766 -177.4(8)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.033 149 28 ' '
2 0.333 0.667 -0.134 150 28 ' '
3 0.667 0.333 -0.005 150 28 ' '
