#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:55:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178707 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/18/4081812.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_4081812
loop_
_publ_author_name
'Hübner, Alexander'
'Diehl, Andreas M.'
'Bolte, Michael'
'Lerner, Hans-Wolfram'
'Wagner, Matthias'
_publ_section_title
;
 High-Temperature Reactivity of the Strongly Electrophilic Pristine
 9H-9-Borafluorene
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              6827
_journal_paper_doi               10.1021/om4005737
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C36 H24 B2'
_chemical_formula_sum            'C36 H24 B2'
_chemical_formula_weight         478.17
_chemical_name_systematic        ?
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 104.653(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.689(2)
_cell_length_b                   18.302(2)
_cell_length_c                   8.0223(13)
_cell_measurement_reflns_used    5883
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.8
_cell_measurement_theta_min      3.3
_cell_volume                     2512.7(6)
_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 (Sheldrick, 2008)'
_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 0.998
_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  0.1067
_diffrn_reflns_av_sigmaI/netI    0.1212
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12096
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.26
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.907
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2224
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.907
_refine_ls_R_factor_all          0.1128
_refine_ls_R_factor_gt           0.0677
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0872P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1538
_refine_ls_wR_factor_ref         0.1752
_reflns_number_gt                1297
_reflns_number_total             2224
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om4005737_si_002.cif
_cod_data_source_block           wa1277
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4081812
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
B1 B 0.54082(17) 0.20560(17) 0.6130(4) 0.0421(8) Uani 1 1 d .
C1 C 0.57518(14) 0.28538(15) 0.6499(4) 0.0437(7) Uani 1 1 d .
C2 C 0.52488(15) 0.33280(15) 0.5358(4) 0.0471(7) Uani 1 1 d .
C3 C 0.54065(19) 0.40689(17) 0.5356(5) 0.0685(10) Uani 1 1 d .
H3 H 0.5066 0.4389 0.4581 0.082 Uiso 1 1 calc R
C4 C 0.6065(2) 0.43321(19) 0.6497(6) 0.0800(12) Uani 1 1 d .
H4 H 0.6179 0.4839 0.6494 0.096 Uiso 1 1 calc R
C5 C 0.65587(18) 0.38877(19) 0.7630(5) 0.0682(10) Uani 1 1 d .
H5 H 0.7009 0.4084 0.8407 0.082 Uiso 1 1 calc R
C6 C 0.63992(16) 0.31374(17) 0.7645(4) 0.0547(8) Uani 1 1 d .
H6 H 0.6738 0.2825 0.8445 0.066 Uiso 1 1 calc R
C11 C 0.46547(14) 0.21650(14) 0.4636(4) 0.0401(6) Uani 1 1 d .
C12 C 0.45887(14) 0.29275(14) 0.4230(4) 0.0433(7) Uani 1 1 d .
C13 C 0.39897(16) 0.31865(17) 0.2944(4) 0.0529(8) Uani 1 1 d .
H13 H 0.3946 0.3695 0.2703 0.064 Uiso 1 1 calc R
C14 C 0.34400(16) 0.27015(17) 0.1980(4) 0.0515(8) Uani 1 1 d .
H14 H 0.3025 0.2880 0.1076 0.062 Uiso 1 1 calc R
C15 C 0.34997(16) 0.19626(17) 0.2341(4) 0.0512(8) Uani 1 1 d .
H15 H 0.3127 0.1634 0.1678 0.061 Uiso 1 1 calc R
C16 C 0.40986(16) 0.16997(16) 0.3663(4) 0.0485(7) Uani 1 1 d .
H16 H 0.4129 0.1191 0.3907 0.058 Uiso 1 1 calc R
C21 C 0.58059(16) 0.13524(14) 0.7035(4) 0.0422(7) Uani 1 1 d .
C22 C 0.54259(16) 0.07490(13) 0.7567(4) 0.0429(7) Uani 1 1 d .
C23 C 0.58689(18) 0.01425(15) 0.8298(4) 0.0532(8) Uani 1 1 d .
H23 H 0.5614 -0.0264 0.8652 0.064 Uiso 1 1 calc R
C24 C 0.66666(19) 0.01203(17) 0.8516(4) 0.0603(9) Uani 1 1 d .
H24 H 0.6956 -0.0294 0.9033 0.072 Uiso 1 1 calc R
C25 C 0.70425(19) 0.06997(18) 0.7984(5) 0.0604(9) Uani 1 1 d .
H25 H 0.7589 0.0680 0.8091 0.073 Uiso 1 1 calc R
C26 C 0.66206(16) 0.13087(16) 0.7294(4) 0.0501(7) Uani 1 1 d .
H26 H 0.6890 0.1715 0.6983 0.060 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'
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_3
C21 B1 C11 131.3(2) .
C21 B1 C1 124.7(2) .
C11 B1 C1 103.8(2) .
C6 C1 C2 119.0(3) .
C6 C1 B1 133.6(3) .
C2 C1 B1 107.4(2) .
C3 C2 C1 120.8(3) .
C3 C2 C12 127.8(3) .
C1 C2 C12 111.4(2) .
C4 C3 C2 118.7(3) .
C4 C3 H3 120.7 .
C2 C3 H3 120.7 .
C5 C4 C3 121.9(3) .
C5 C4 H4 119.0 .
C3 C4 H4 119.0 .
C4 C5 C6 119.7(3) .
C4 C5 H5 120.2 .
C6 C5 H5 120.2 .
C1 C6 C5 119.9(3) .
C1 C6 H6 120.0 .
C5 C6 H6 120.0 .
C16 C11 C12 117.8(2) .
C16 C11 B1 134.5(3) .
C12 C11 B1 107.7(2) .
C13 C12 C11 120.9(2) .
C13 C12 C2 129.3(3) .
C11 C12 C2 109.8(2) .
C12 C13 C14 119.8(3) .
C12 C13 H13 120.1 .
C14 C13 H13 120.1 .
C15 C14 C13 120.0(3) .
C15 C14 H14 120.0 .
C13 C14 H14 120.0 .
C14 C15 C16 120.3(3) .
C14 C15 H15 119.8 .
C16 C15 H15 119.8 .
C15 C16 C11 121.1(3) .
C15 C16 H16 119.5 .
C11 C16 H16 119.5 .
C26 C21 C22 117.3(2) .
C26 C21 B1 116.2(2) .
C22 C21 B1 126.4(2) .
C23 C22 C21 119.2(3) .
C23 C22 C22 118.8(2) 2_656
C21 C22 C22 122.01(18) 2_656
C24 C23 C22 121.6(3) .
C24 C23 H23 119.2 .
C22 C23 H23 119.2 .
C25 C24 C23 119.8(3) .
C25 C24 H24 120.1 .
C23 C24 H24 120.1 .
C24 C25 C26 119.5(3) .
C24 C25 H25 120.2 .
C26 C25 H25 120.2 .
C25 C26 C21 122.5(3) .
C25 C26 H26 118.8 .
C21 C26 H26 118.8 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 C21 1.556(4) .
B1 C11 1.564(4) .
B1 C1 1.581(4) .
C1 C6 1.376(4) .
C1 C2 1.404(4) .
C2 C3 1.384(4) .
C2 C12 1.478(4) .
C3 C4 1.374(5) .
C3 H3 0.9500 .
C4 C5 1.359(5) .
C4 H4 0.9500 .
C5 C6 1.403(4) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C11 C16 1.383(4) .
C11 C12 1.431(4) .
C12 C13 1.364(4) .
C13 C14 1.397(4) .
C13 H13 0.9500 .
C14 C15 1.381(4) .
C14 H14 0.9500 .
C15 C16 1.382(4) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C21 C26 1.405(4) .
C21 C22 1.414(4) .
C22 C23 1.399(4) .
C22 C22 1.483(5) 2_656
C23 C24 1.378(4) .
C23 H23 0.9500 .
C24 C25 1.376(5) .
C24 H24 0.9500 .
C25 C26 1.377(4) .
C25 H25 0.9500 .
C26 H26 0.9500 .
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_4
C21 B1 C1 C6 -3.7(5) . .
C11 B1 C1 C6 180.0(3) . .
C21 B1 C1 C2 176.5(3) . .
C11 B1 C1 C2 0.1(3) . .
C6 C1 C2 C3 1.2(4) . .
B1 C1 C2 C3 -178.9(3) . .
C6 C1 C2 C12 180.0(3) . .
B1 C1 C2 C12 -0.1(3) . .
C1 C2 C3 C4 -0.1(5) . .
C12 C2 C3 C4 -178.7(3) . .
C2 C3 C4 C5 -0.6(6) . .
C3 C4 C5 C6 0.2(6) . .
C2 C1 C6 C5 -1.6(4) . .
B1 C1 C6 C5 178.5(3) . .
C4 C5 C6 C1 0.9(5) . .
C21 B1 C11 C16 1.2(5) . .
C1 B1 C11 C16 177.2(3) . .
C21 B1 C11 C12 -176.1(3) . .
C1 B1 C11 C12 -0.1(3) . .
C16 C11 C12 C13 1.0(4) . .
B1 C11 C12 C13 178.8(3) . .
C16 C11 C12 C2 -177.8(3) . .
B1 C11 C12 C2 0.0(3) . .
C3 C2 C12 C13 0.1(5) . .
C1 C2 C12 C13 -178.6(3) . .
C3 C2 C12 C11 178.7(3) . .
C1 C2 C12 C11 0.1(3) . .
C11 C12 C13 C14 -1.3(4) . .
C2 C12 C13 C14 177.2(3) . .
C12 C13 C14 C15 0.6(4) . .
C13 C14 C15 C16 0.5(4) . .
C14 C15 C16 C11 -0.8(4) . .
C12 C11 C16 C15 0.1(4) . .
B1 C11 C16 C15 -177.0(3) . .
C11 B1 C21 C26 134.5(3) . .
C1 B1 C21 C26 -40.7(4) . .
C11 B1 C21 C22 -43.4(5) . .
C1 B1 C21 C22 141.3(3) . .
C26 C21 C22 C23 -0.7(4) . .
B1 C21 C22 C23 177.2(3) . .
C26 C21 C22 C22 177.0(3) . 2_656
B1 C21 C22 C22 -5.0(5) . 2_656
C21 C22 C23 C24 0.2(4) . .
C22 C22 C23 C24 -177.6(3) 2_656 .
C22 C23 C24 C25 -1.0(5) . .
C23 C24 C25 C26 2.4(5) . .
C24 C25 C26 C21 -3.0(5) . .
C22 C21 C26 C25 2.1(4) . .
B1 C21 C26 C25 -176.0(3) . .
