#------------------------------------------------------------------------------
#$Date: 2016-03-26 01:52:57 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180159 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/55/7105584.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_7105584
loop_
_publ_author_name
'Lorbach, Andreas'
'Bolte, Michael'
'Lerner, Hans-Wolfram'
'Wagner, Matthias'
_publ_section_title
;
 Lewis-base adducts of 9,10-dihydro-9,10-diboraanthracene: ditopic
 hydroboration reagents and a B-N analogue of triptycene.
;
_journal_issue                   20
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3592
_journal_page_last               3594
_journal_paper_doi               10.1039/c001803a
_journal_volume                  46
_journal_year                    2010
_chemical_formula_moiety         'C16 H22 B2 S2'
_chemical_formula_sum            'C16 H22 B2 S2'
_chemical_formula_weight         300.08
_chemical_name_systematic        ?
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 102.414(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.0791(11)
_cell_length_b                   7.3214(5)
_cell_length_c                   16.6356(14)
_cell_measurement_reflns_used    14503
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      3.3
_cell_volume                     1674.7(2)
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008) '
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008) '
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       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  0.0764
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18440
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.65
_diffrn_reflns_theta_min         3.27
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.305
_exptl_absorpt_correction_T_max  0.9644
_exptl_absorpt_correction_T_min  0.8853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'MULABS (Spek, 2003; Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     189
_refine_ls_number_reflns         3128
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0386
_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)+(0.0592P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.0947
_reflns_number_gt                2561
_reflns_number_total             3128
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c001803a.txt
_cod_data_source_block           wa953
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      P21/n
_cod_database_code               7105584
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
S1 S 0.78270(3) 0.67270(6) 0.46995(3) 0.02682(14) Uani 1 1 d . . .
S2 S 0.54689(3) 0.38110(7) 0.38559(3) 0.02974(14) Uani 1 1 d . . .
B1 B 0.82708(14) 0.4155(3) 0.50539(12) 0.0243(4) Uani 1 1 d . . .
H1 H 0.9082(18) 0.435(3) 0.5439(14) 0.046(6) Uiso 1 1 d . . .
B2 B 0.64372(16) 0.1884(3) 0.43922(14) 0.0278(4) Uani 1 1 d . . .
H2 H 0.5976(17) 0.051(3) 0.4230(13) 0.043(6) Uiso 1 1 d . . .
C1 C 0.81565(13) 0.3019(2) 0.42101(11) 0.0242(4) Uani 1 1 d . . .
C2 C 0.73052(13) 0.1981(2) 0.39059(11) 0.0258(4) Uani 1 1 d . . .
C3 C 0.72450(14) 0.0980(3) 0.31743(12) 0.0322(4) Uani 1 1 d . . .
H3 H 0.6683 0.0258 0.2975 0.039 Uiso 1 1 calc R . .
C4 C 0.79795(15) 0.1012(3) 0.27338(12) 0.0346(5) Uani 1 1 d . . .
H4 H 0.7911 0.0346 0.2235 0.042 Uiso 1 1 calc R . .
C5 C 0.88130(15) 0.2027(3) 0.30318(12) 0.0331(4) Uani 1 1 d . . .
H5 H 0.9322 0.2058 0.2739 0.040 Uiso 1 1 calc R . .
C6 C 0.88972(14) 0.2998(3) 0.37631(11) 0.0288(4) Uani 1 1 d . . .
H6 H 0.9476 0.3670 0.3967 0.035 Uiso 1 1 calc R . .
C7 C 0.87679(15) 0.7547(3) 0.42118(12) 0.0346(5) Uani 1 1 d . . .
H7A H 0.8711 0.6941 0.3678 0.052 Uiso 1 1 calc R . .
H7B H 0.9406 0.7276 0.4562 0.052 Uiso 1 1 calc R . .
H7C H 0.8700 0.8869 0.4129 0.052 Uiso 1 1 calc R . .
C8 C 0.81245(16) 0.8057(3) 0.56305(13) 0.0364(5) Uani 1 1 d . . .
H8A H 0.7666 0.7770 0.5980 0.055 Uiso 1 1 calc R . .
H8B H 0.8082 0.9360 0.5492 0.055 Uiso 1 1 calc R . .
H8C H 0.8787 0.7766 0.5926 0.055 Uiso 1 1 calc R . .
C11 C 0.75872(13) 0.3475(2) 0.56508(11) 0.0251(4) Uani 1 1 d . . .
C12 C 0.67275(13) 0.2463(2) 0.53465(11) 0.0265(4) Uani 1 1 d . . .
C13 C 0.61661(16) 0.1905(3) 0.59060(13) 0.0349(5) Uani 1 1 d . . .
H13 H 0.5592 0.1213 0.5709 0.042 Uiso 1 1 calc R . .
C14 C 0.64248(18) 0.2334(3) 0.67412(13) 0.0427(5) Uani 1 1 d . . .
H14 H 0.6023 0.1962 0.7103 0.051 Uiso 1 1 calc R . .
C15 C 0.72697(18) 0.3306(3) 0.70400(13) 0.0427(5) Uani 1 1 d . . .
H15 H 0.7458 0.3591 0.7609 0.051 Uiso 1 1 calc R . .
C16 C 0.78377(15) 0.3859(3) 0.65000(11) 0.0331(4) Uani 1 1 d . . .
H16 H 0.8418 0.4522 0.6710 0.040 Uiso 1 1 calc R . .
C17 C 0.50556(16) 0.3032(3) 0.28137(13) 0.0426(5) Uani 1 1 d . . .
H17A H 0.5568 0.3230 0.2507 0.064 Uiso 1 1 calc R . .
H17B H 0.4472 0.3714 0.2552 0.064 Uiso 1 1 calc R . .
H17C H 0.4902 0.1727 0.2815 0.064 Uiso 1 1 calc R . .
C18 C 0.44028(15) 0.3280(3) 0.42398(15) 0.0380(5) Uani 1 1 d . . .
H18A H 0.4508 0.3629 0.4821 0.057 Uiso 1 1 calc R . .
H18B H 0.4273 0.1966 0.4185 0.057 Uiso 1 1 calc R . .
H18C H 0.3845 0.3955 0.3923 0.057 Uiso 1 1 calc R . .
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'
B B 0.0013 0.0007 '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
C7 S1 C8 98.62(10) . . ?
C7 S1 B1 103.28(9) . . ?
C8 S1 B1 104.57(9) . . ?
C18 S2 C17 98.75(11) . . ?
C18 S2 B2 103.11(10) . . ?
C17 S2 B2 104.52(10) . . ?
C11 B1 C1 114.75(15) . . ?
C11 B1 S1 106.22(12) . . ?
C1 B1 S1 105.02(12) . . ?
C11 B1 H1 109.7(12) . . ?
C1 B1 H1 115.7(12) . . ?
S1 B1 H1 104.2(12) . . ?
C2 B2 C12 115.22(16) . . ?
C2 B2 S2 105.06(13) . . ?
C12 B2 S2 104.75(13) . . ?
C2 B2 H2 111.1(11) . . ?
C12 B2 H2 117.0(11) . . ?
S2 B2 H2 101.7(11) . . ?
C6 C1 C2 118.17(16) . . ?
C6 C1 B1 121.38(16) . . ?
C2 C1 B1 120.45(16) . . ?
C3 C2 C1 118.48(18) . . ?
C3 C2 B2 120.12(17) . . ?
C1 C2 B2 121.37(16) . . ?
C4 C3 C2 122.27(19) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.9 . . ?
C5 C4 C3 119.24(18) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 119.50(19) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 122.32(18) . . ?
C5 C6 H6 118.8 . . ?
C1 C6 H6 118.8 . . ?
S1 C7 H7A 109.5 . . ?
S1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
S1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
S1 C8 H8A 109.5 . . ?
S1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
S1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C16 C11 C12 118.23(18) . . ?
C16 C11 B1 120.32(17) . . ?
C12 C11 B1 121.44(15) . . ?
C13 C12 C11 118.33(17) . . ?
C13 C12 B2 121.15(18) . . ?
C11 C12 B2 120.44(16) . . ?
C14 C13 C12 122.1(2) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C15 C14 C13 119.6(2) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C16 119.3(2) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C15 C16 C11 122.5(2) . . ?
C15 C16 H16 118.8 . . ?
C11 C16 H16 118.8 . . ?
S2 C17 H17A 109.5 . . ?
S2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
S2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
S2 C18 H18A 109.5 . . ?
S2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
S2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
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
S1 C7 1.799(2) . ?
S1 C8 1.801(2) . ?
S1 B1 2.031(2) . ?
S2 C18 1.796(2) . ?
S2 C17 1.799(2) . ?
S2 B2 2.030(2) . ?
B1 C11 1.603(3) . ?
B1 C1 1.610(3) . ?
B1 H1 1.19(2) . ?
B2 C2 1.606(3) . ?
B2 C12 1.609(3) . ?
B2 H2 1.19(2) . ?
C1 C6 1.405(3) . ?
C1 C2 1.417(3) . ?
C2 C3 1.407(3) . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C11 C16 1.409(3) . ?
C11 C12 1.417(3) . ?
C12 C13 1.405(3) . ?
C13 C14 1.394(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.385(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 S1 B1 C11 168.91(12) . . . . ?
C8 S1 B1 C11 66.18(14) . . . . ?
C7 S1 B1 C1 -69.11(14) . . . . ?
C8 S1 B1 C1 -171.84(13) . . . . ?
C18 S2 B2 C2 166.58(13) . . . . ?
C17 S2 B2 C2 63.77(15) . . . . ?
C18 S2 B2 C12 -71.60(15) . . . . ?
C17 S2 B2 C12 -174.41(14) . . . . ?
C11 B1 C1 C6 -158.02(16) . . . . ?
S1 B1 C1 C6 85.74(17) . . . . ?
C11 B1 C1 C2 20.9(2) . . . . ?
S1 B1 C1 C2 -95.39(17) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
B1 C1 C2 C3 -178.77(16) . . . . ?
C6 C1 C2 B2 178.24(16) . . . . ?
B1 C1 C2 B2 -0.7(2) . . . . ?
C12 B2 C2 C3 159.30(17) . . . . ?
S2 B2 C2 C3 -85.98(18) . . . . ?
C12 B2 C2 C1 -18.8(2) . . . . ?
S2 B2 C2 C1 95.95(17) . . . . ?
C1 C2 C3 C4 -1.5(3) . . . . ?
B2 C2 C3 C4 -179.64(18) . . . . ?
C2 C3 C4 C5 1.6(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C1 -1.2(3) . . . . ?
C2 C1 C6 C5 1.2(3) . . . . ?
B1 C1 C6 C5 -179.91(17) . . . . ?
C1 B1 C11 C16 157.20(16) . . . . ?
S1 B1 C11 C16 -87.25(17) . . . . ?
C1 B1 C11 C12 -22.1(2) . . . . ?
S1 B1 C11 C12 93.48(17) . . . . ?
C16 C11 C12 C13 0.4(3) . . . . ?
B1 C11 C12 C13 179.71(16) . . . . ?
C16 C11 C12 B2 -176.46(16) . . . . ?
B1 C11 C12 B2 2.8(3) . . . . ?
C2 B2 C12 C13 -159.18(17) . . . . ?
S2 B2 C12 C13 85.93(18) . . . . ?
C2 B2 C12 C11 17.6(2) . . . . ?
S2 B2 C12 C11 -97.29(17) . . . . ?
C11 C12 C13 C14 0.7(3) . . . . ?
B2 C12 C13 C14 177.57(18) . . . . ?
C12 C13 C14 C15 -1.4(3) . . . . ?
C13 C14 C15 C16 0.9(3) . . . . ?
C14 C15 C16 C11 0.2(3) . . . . ?
C12 C11 C16 C15 -0.9(3) . . . . ?
B1 C11 C16 C15 179.80(19) . . . . ?
