#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:33:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178608 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/19/4071995.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_4071995
loop_
_publ_author_name
'Chen, Jinhui'
'Kampf, Jeff W.'
'Ashe, Arthur J.'
_publ_section_title
;
 Syntheses and Structures of 6,13-Dihydro-6,13-diborapentacenes:
 π-Stacking in Heterocyclic Analogues of Pentacene
;
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              3639
_journal_paper_doi               10.1021/om8005068
_journal_volume                  27
_journal_year                    2008
_chemical_formula_moiety         'C38 H34 B2'
_chemical_formula_sum            'C38 H34 B2'
_chemical_formula_weight         512.27
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           148
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            9
_cell_length_a                   30.2192(12)
_cell_length_b                   30.2192(12)
_cell_length_c                   8.4832(7)
_cell_measurement_reflns_used    9886
_cell_measurement_temperature    85(2)
_cell_measurement_theta_max      23.24
_cell_measurement_theta_min      2.33
_cell_volume                     6709.0(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART-APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      85(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0572
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            62808
_diffrn_reflns_theta_full        28.37
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         2.33
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.9906
_exptl_absorpt_correction_T_min  0.9800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  Blessing, R. Acta Cryst. (1995) A51 33-38.
  Sheldrick, G.  SADABS (Version 2007/4) Bruker AXS area
  detector absorption and other corrections, University of
  Gottingen, Germany 2007.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2448
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.432
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         3738
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0494
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0818P)²+5.9890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1315
_refine_ls_wR_factor_ref         0.1385
_reflns_number_gt                3275
_reflns_number_total             3738
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om8005068-file001.cif
_cod_data_source_block           cj233
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      R-3
_cod_database_code               4071995
loop_
_symmetry_equiv_pos_as_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_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
B1 B 0.28367(4) 0.14657(4) 0.07435(14) 0.0181(2) Uani 1 1 d . . .
C1 C 0.29048(4) 0.11230(4) 0.19789(12) 0.0188(2) Uani 1 1 d . . .
C2 C 0.33788(4) 0.13135(4) 0.28490(12) 0.0186(2) Uani 1 1 d . . .
C3 C 0.34229(4) 0.09971(4) 0.39270(12) 0.0195(2) Uani 1 1 d . . .
H3A H 0.3737 0.1119 0.4476 0.023 Uiso 1 1 calc R . .
C4 C 0.30178(4) 0.04963(4) 0.42487(12) 0.0192(2) Uani 1 1 d . . .
C5 C 0.30598(4) 0.01789(4) 0.53927(12) 0.0220(2) Uani 1 1 d . . .
H5A H 0.3370 0.0299 0.5960 0.026 Uiso 1 1 calc R . .
C6 C 0.26563(5) -0.03010(4) 0.56915(13) 0.0245(2) Uani 1 1 d . . .
H6A H 0.2687 -0.0509 0.6472 0.029 Uiso 1 1 calc R . .
C7 C 0.21969(4) -0.04848(4) 0.48437(13) 0.0246(2) Uani 1 1 d . . .
H7A H 0.1921 -0.0819 0.5045 0.030 Uiso 1 1 calc R . .
C8 C 0.21440(4) -0.01863(4) 0.37312(13) 0.0224(2) Uani 1 1 d . . .
H8A H 0.1831 -0.0315 0.3172 0.027 Uiso 1 1 calc R . .
C9 C 0.25515(4) 0.03119(4) 0.34073(12) 0.0193(2) Uani 1 1 d . . .
C10 C 0.25109(4) 0.06328(4) 0.22698(13) 0.0199(2) Uani 1 1 d . . .
H10A H 0.2203 0.0507 0.1687 0.024 Uiso 1 1 calc R . .
C11 C 0.23205(4) 0.12583(4) -0.02144(12) 0.0184(2) Uani 1 1 d . . .
C12 C 0.22583(4) 0.10390(4) -0.17155(13) 0.0204(2) Uani 1 1 d . . .
C13 C 0.18012(4) 0.08684(4) -0.25371(13) 0.0236(2) Uani 1 1 d . . .
H13A H 0.1764 0.0718 -0.3548 0.028 Uiso 1 1 calc R . .
C14 C 0.14000(4) 0.09124(4) -0.19157(15) 0.0260(3) Uani 1 1 d . . .
C15 C 0.14611(4) 0.11271(4) -0.04315(15) 0.0263(3) Uani 1 1 d . . .
H15A H 0.1190 0.1160 0.0013 0.032 Uiso 1 1 calc R . .
C16 C 0.19124(4) 0.12966(4) 0.04248(14) 0.0236(2) Uani 1 1 d . . .
C17 C 0.26817(5) 0.09854(5) -0.24444(15) 0.0309(3) Uani 1 1 d . . .
H17A H 0.2719 0.0723 -0.1878 0.046 Uiso 1 1 calc R . .
H17B H 0.3002 0.1313 -0.2379 0.046 Uiso 1 1 calc R . .
H17C H 0.2601 0.0886 -0.3552 0.046 Uiso 1 1 calc R . .
C18 C 0.09120(6) 0.07380(6) -0.2833(2) 0.0426(4) Uani 1 1 d . . .
H18A H 0.0975(13) 0.0699(15) -0.404(4) 0.046(9) Uiso 0.50 1 d P A 1
H18B H 0.0810(16) 0.1017(16) -0.293(5) 0.051(10) Uiso 0.50 1 d P B 1
H18C H 0.0615(15) 0.0420(15) -0.229(5) 0.046(9) Uiso 0.50 1 d P C 1
H18D H 0.0646(11) 0.0795(12) -0.218(4) 0.041(7) Uiso 0.50 1 d P D 2
H18E H 0.0772(13) 0.0393(13) -0.322(4) 0.041(8) Uiso 0.50 1 d P E 2
H18F H 0.0988(15) 0.0972(16) -0.380(5) 0.049(10) Uiso 0.50 1 d P F 2
C19 C 0.19639(5) 0.15257(6) 0.20367(17) 0.0391(3) Uani 1 1 d . . .
H19A H 0.1642 0.1510 0.2326 0.059 Uiso 1 1 calc R . .
H19B H 0.2240 0.1883 0.2026 0.059 Uiso 1 1 calc R . .
H19C H 0.2043 0.1334 0.2807 0.059 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_1
_geom_angle_site_symmetry_3
C1 B1 C2 118.29(9) . 13
C1 B1 C11 120.90(9) . .
C2 B1 C11 120.81(9) 13 .
C10 C1 C2 119.02(9) . .
C10 C1 B1 120.23(9) . .
C2 C1 B1 120.74(9) . .
C3 C2 C1 118.80(9) . .
C3 C2 B1 120.23(9) . 13
C1 C2 B1 120.96(9) . 13
C2 C3 C4 122.50(9) . .
C5 C4 C3 122.25(9) . .
C5 C4 C9 119.10(10) . .
C3 C4 C9 118.64(9) . .
C6 C5 C4 120.64(10) . .
C5 C6 C7 120.14(10) . .
C8 C7 C6 120.61(10) . .
C7 C8 C9 120.56(10) . .
C8 C9 C10 122.23(10) . .
C8 C9 C4 118.95(10) . .
C10 C9 C4 118.82(9) . .
C1 C10 C9 122.18(9) . .
C16 C11 C12 118.26(9) . .
C16 C11 B1 120.07(9) . .
C12 C11 B1 121.66(9) . .
C13 C12 C11 120.09(10) . .
C13 C12 C17 119.61(10) . .
C11 C12 C17 120.30(10) . .
C14 C13 C12 121.71(10) . .
C15 C14 C13 118.14(10) . .
C15 C14 C18 120.64(12) . .
C13 C14 C18 121.22(12) . .
C14 C15 C16 121.41(11) . .
C15 C16 C11 120.38(10) . .
C15 C16 C19 119.90(10) . .
C11 C16 C19 119.72(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 C1 1.5577(15) .
B1 C2 1.5583(15) 13
B1 C11 1.5839(14) .
C1 C10 1.3817(14) .
C1 C2 1.4503(14) .
C2 C3 1.3766(14) .
C2 B1 1.5584(15) 13
C3 C4 1.4181(14) .
C4 C5 1.4140(15) .
C4 C9 1.4214(14) .
C5 C6 1.3732(16) .
C6 C7 1.4077(16) .
C7 C8 1.3691(16) .
C8 C9 1.4157(14) .
C9 C10 1.4162(15) .
C11 C16 1.4039(15) .
C11 C12 1.4042(15) .
C12 C13 1.3955(15) .
C12 C17 1.5008(16) .
C13 C14 1.3881(17) .
C14 C15 1.3858(18) .
C14 C18 1.5101(16) .
C15 C16 1.3969(15) .
C16 C19 1.5051(17) .
