#------------------------------------------------------------------------------
#$Date: 2019-11-07 23:25:42 +0200 (Thu, 07 Nov 2019) $
#$Revision: 224012 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/84/7048425.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_7048425
loop_
_publ_author_name
'John, Alexandra'
'Kirschner, Sven'
'Fengel, Melina K.'
'Bolte, Michael'
'Lerner, Hans-Wolfram'
'Wagner, Matthias'
_publ_section_title
;
 Simultaneous expansion of 9,10 boron-doped anthracene in longitudinal and
 lateral directions.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1871
_journal_page_last               1877
_journal_paper_doi               10.1039/c8dt04820g
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C48 H62 B2 S2'
_chemical_formula_sum            'C48 H62 B2 S2'
_chemical_formula_weight         724.71
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2018-12-05 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.494(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   33.375(2)
_cell_length_b                   11.0282(7)
_cell_length_c                   11.7509(8)
_cell_measurement_reflns_used    15341
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.8
_cell_measurement_theta_min      3.3
_cell_volume                     4277.7(5)
_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, 2008)'
_computing_publication_material  SHELXL
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0996
_diffrn_reflns_av_unetI/netI     0.0663
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            24969
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.655
_diffrn_reflns_theta_min         3.297
_diffrn_source                   'Genix 3D I\mS microfocus X-ray source'
_exptl_absorpt_coefficient_mu    0.156
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.561
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_description       needle
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         4025
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.981
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0488
_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)+(0.0538P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1081
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2900
_reflns_number_total             4025
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt04820g2.cif
_cod_data_source_block           wa2093
_cod_depositor_comments
'Adding full bibliography for 7048415--7048428.cif.'
_cod_database_code               7048425
_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. 
;
_shelx_estimated_absorpt_t_min   0.956
_shelx_estimated_absorpt_t_max   0.980
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
S1 S 0.55057(2) 0.72654(5) 0.49375(5) 0.02860(16) Uani 1 1 d . .
B1 B 0.51695(7) 0.6011(2) 0.5782(2) 0.0215(5) Uani 1 1 d . .
H1 H 0.5224(6) 0.642(2) 0.665(2) 0.023(5) Uiso 1 1 d . .
C1 C 0.47132(5) 0.60687(17) 0.51344(17) 0.0190(4) Uani 1 1 d . .
C2 C 0.45647(6) 0.51728(18) 0.43670(17) 0.0199(4) Uani 1 1 d . .
C3 C 0.51791(10) 0.8477(3) 0.4384(4) 0.0737(12) Uani 1 1 d . .
H3A H 0.5122 0.8991 0.5021 0.111 Uiso 1 1 calc R U
H3B H 0.5311 0.8961 0.3847 0.111 Uiso 1 1 calc R U
H3C H 0.4925 0.8143 0.3981 0.111 Uiso 1 1 calc R U
C4 C 0.55564(10) 0.6506(3) 0.3631(2) 0.0536(8) Uani 1 1 d . .
H4A H 0.5733 0.5798 0.3798 0.080 Uiso 1 1 calc R U
H4B H 0.5289 0.6242 0.3254 0.080 Uiso 1 1 calc R U
H4C H 0.5675 0.7060 0.3121 0.080 Uiso 1 1 calc R U
C11 C 0.44382(5) 0.70304(17) 0.54092(17) 0.0196(4) Uani 1 1 d . .
C12 C 0.40298(5) 0.70849(17) 0.48756(17) 0.0192(4) Uani 1 1 d . .
C13 C 0.37648(6) 0.79447(18) 0.52701(17) 0.0211(4) Uani 1 1 d . .
H13 H 0.3492 0.7975 0.4901 0.025 Uiso 1 1 calc R U
C14 C 0.38849(6) 0.87365(18) 0.61622(18) 0.0218(4) Uani 1 1 d . .
C15 C 0.42981(6) 0.87111(19) 0.66492(18) 0.0238(4) Uani 1 1 d . .
H15 H 0.4395 0.9265 0.7247 0.029 Uiso 1 1 calc R U
C16 C 0.45628(6) 0.79002(18) 0.62744(17) 0.0213(4) Uani 1 1 d . .
H16 H 0.4840 0.7925 0.6609 0.026 Uiso 1 1 calc R U
C17 C 0.35921(6) 0.9592(2) 0.66675(19) 0.0268(5) Uani 1 1 d . .
C18 C 0.35617(8) 0.9193(3) 0.7893(2) 0.0500(7) Uani 1 1 d . .
H18A H 0.3832 0.9199 0.8352 0.075 Uiso 1 1 calc R U
H18B H 0.3385 0.9752 0.8234 0.075 Uiso 1 1 calc R U
H18C H 0.3449 0.8372 0.7882 0.075 Uiso 1 1 calc R U
C19 C 0.37506(8) 1.0897(2) 0.6671(3) 0.0487(7) Uani 1 1 d . .
H19A H 0.3769 1.1148 0.5881 0.073 Uiso 1 1 calc R U
H19B H 0.3564 1.1437 0.6999 0.073 Uiso 1 1 calc R U
H19C H 0.4019 1.0939 0.7136 0.073 Uiso 1 1 calc R U
C20 C 0.31664(7) 0.9576(2) 0.5969(2) 0.0401(6) Uani 1 1 d . .
H20A H 0.3181 0.9831 0.5177 0.060 Uiso 1 1 calc R U
H20B H 0.3055 0.8753 0.5966 0.060 Uiso 1 1 calc R U
H20C H 0.2991 1.0134 0.6318 0.060 Uiso 1 1 calc R U
C21 C 0.41509(6) 0.52627(18) 0.37498(17) 0.0204(4) Uani 1 1 d . .
C22 C 0.38899(5) 0.62213(18) 0.39673(17) 0.0190(4) Uani 1 1 d . .
C23 C 0.35010(5) 0.63129(18) 0.32979(17) 0.0207(4) Uani 1 1 d . .
H23 H 0.3330 0.6964 0.3447 0.025 Uiso 1 1 calc R U
C24 C 0.33610(6) 0.55000(19) 0.24418(18) 0.0232(4) Uani 1 1 d . .
C25 C 0.36204(6) 0.4527(2) 0.22598(19) 0.0268(5) Uani 1 1 d . .
H25 H 0.3532 0.3941 0.1685 0.032 Uiso 1 1 calc R U
C26 C 0.39971(6) 0.44126(19) 0.28947(19) 0.0255(5) Uani 1 1 d . .
H26 H 0.4161 0.3739 0.2756 0.031 Uiso 1 1 calc R U
C27 C 0.29493(6) 0.5605(2) 0.1679(2) 0.0297(5) Uani 1 1 d . .
C28 C 0.27089(7) 0.4429(3) 0.1771(3) 0.0474(7) Uani 1 1 d . .
H28A H 0.2670 0.4301 0.2572 0.071 Uiso 1 1 calc R U
H28B H 0.2444 0.4493 0.1285 0.071 Uiso 1 1 calc R U
H28C H 0.2859 0.3743 0.1512 0.071 Uiso 1 1 calc R U
C29 C 0.26951(7) 0.6659(2) 0.2042(2) 0.0407(6) Uani 1 1 d . .
H29A H 0.2650 0.6540 0.2839 0.061 Uiso 1 1 calc R U
H29B H 0.2840 0.7424 0.1980 0.061 Uiso 1 1 calc R U
H29C H 0.2434 0.6685 0.1537 0.061 Uiso 1 1 calc R U
C30 C 0.30134(8) 0.5822(3) 0.0438(2) 0.0520(8) Uani 1 1 d . .
H30A H 0.2750 0.5890 -0.0052 0.078 Uiso 1 1 calc R U
H30B H 0.3167 0.6574 0.0392 0.078 Uiso 1 1 calc R U
H30C H 0.3165 0.5142 0.0175 0.078 Uiso 1 1 calc R U
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
C4 S1 C3 99.70(18) . .
C4 S1 B1 102.80(11) . .
C3 S1 B1 108.79(11) . .
C1 B1 C2 118.94(18) . 5_666
C1 B1 S1 106.51(14) . .
C2 B1 S1 98.09(12) 5_666 .
C1 B1 H1 116.0(11) . .
C2 B1 H1 114.5(11) 5_666 .
S1 B1 H1 98.0(11) . .
C2 C1 C11 118.99(17) . .
C2 C1 B1 120.49(17) . .
C11 C1 B1 120.38(17) . .
C1 C2 C21 119.77(17) . .
C1 C2 B1 120.23(18) . 5_666
C21 C2 B1 119.84(18) . 5_666
S1 C3 H3A 109.5 . .
S1 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
S1 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
S1 C4 H4A 109.5 . .
S1 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
S1 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C12 C11 C16 116.83(16) . .
C12 C11 C1 121.70(18) . .
C16 C11 C1 121.35(17) . .
C11 C12 C13 119.29(18) . .
C11 C12 C22 118.75(16) . .
C13 C12 C22 121.91(17) . .
C14 C13 C12 123.11(18) . .
C14 C13 H13 118.4 . .
C12 C13 H13 118.4 . .
C13 C14 C15 116.90(17) . .
C13 C14 C17 123.51(18) . .
C15 C14 C17 119.55(19) . .
C16 C15 C14 121.2(2) . .
C16 C15 H15 119.4 . .
C14 C15 H15 119.4 . .
C15 C16 C11 122.45(18) . .
C15 C16 H16 118.8 . .
C11 C16 H16 118.8 . .
C18 C17 C20 108.49(19) . .
C18 C17 C19 109.8(2) . .
C20 C17 C19 107.7(2) . .
C18 C17 C14 108.80(18) . .
C20 C17 C14 112.19(18) . .
C19 C17 C14 109.75(17) . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C17 C19 H19A 109.5 . .
C17 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C17 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C17 C20 H20A 109.5 . .
C17 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C17 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C26 C21 C22 117.03(18) . .
C26 C21 C2 121.57(17) . .
C22 C21 C2 121.38(18) . .
C21 C22 C23 119.32(18) . .
C21 C22 C12 118.78(17) . .
C23 C22 C12 121.90(17) . .
C24 C23 C22 122.87(18) . .
C24 C23 H23 118.6 . .
C22 C23 H23 118.6 . .
C23 C24 C25 117.08(19) . .
C23 C24 C27 123.84(18) . .
C25 C24 C27 119.08(19) . .
C26 C25 C24 121.4(2) . .
C26 C25 H25 119.3 . .
C24 C25 H25 119.3 . .
C25 C26 C21 122.25(19) . .
C25 C26 H26 118.9 . .
C21 C26 H26 118.9 . .
C30 C27 C24 109.35(17) . .
C30 C27 C29 107.9(2) . .
C24 C27 C29 112.37(19) . .
C30 C27 C28 110.3(2) . .
C24 C27 C28 109.14(19) . .
C29 C27 C28 107.68(19) . .
C27 C28 H28A 109.5 . .
C27 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C27 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C27 C29 H29A 109.5 . .
C27 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C27 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C27 C30 H30A 109.5 . .
C27 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C27 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C4 1.778(3) .
S1 C3 1.785(3) .
S1 B1 2.118(2) .
B1 C1 1.600(3) .
B1 C2 1.603(3) 5_666
B1 H1 1.10(2) .
C1 C2 1.380(3) .
C1 C11 1.469(3) .
C2 C21 1.465(3) .
C2 B1 1.603(3) 5_666
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C11 C12 1.415(3) .
C11 C16 1.415(3) .
C12 C13 1.420(3) .
C12 C22 1.455(3) .
C13 C14 1.378(3) .
C13 H13 0.9500 .
C14 C15 1.413(3) .
C14 C17 1.539(3) .
C15 C16 1.374(3) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C17 C18 1.524(3) .
C17 C20 1.532(3) .
C17 C19 1.533(3) .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 C26 1.414(3) .
C21 C22 1.417(3) .
C22 C23 1.419(3) .
C23 C24 1.377(3) .
C23 H23 0.9500 .
C24 C25 1.415(3) .
C24 C27 1.530(3) .
C25 C26 1.370(3) .
C25 H25 0.9500 .
C26 H26 0.9500 .
C27 C30 1.525(3) .
C27 C29 1.535(3) .
C27 C28 1.538(3) .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 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_4
C2 B1 C1 C2 -6.7(3) 5_666 .
S1 B1 C1 C2 102.68(18) . .
C2 B1 C1 C11 169.03(16) 5_666 .
S1 B1 C1 C11 -81.60(19) . .
C11 C1 C2 C21 6.5(3) . .
B1 C1 C2 C21 -177.76(17) . .
C11 C1 C2 B1 -169.00(16) . 5_666
B1 C1 C2 B1 6.8(3) . 5_666
C2 C1 C11 C12 -2.4(3) . .
B1 C1 C11 C12 -178.14(17) . .
C2 C1 C11 C16 173.54(18) . .
B1 C1 C11 C16 -2.2(3) . .
C16 C11 C12 C13 -3.5(3) . .
C1 C11 C12 C13 172.57(17) . .
C16 C11 C12 C22 178.97(17) . .
C1 C11 C12 C22 -5.0(3) . .
C11 C12 C13 C14 -0.4(3) . .
C22 C12 C13 C14 177.05(18) . .
C12 C13 C14 C15 3.4(3) . .
C12 C13 C14 C17 -174.33(18) . .
C13 C14 C15 C16 -2.4(3) . .
C17 C14 C15 C16 175.42(19) . .
C14 C15 C16 C11 -1.6(3) . .
C12 C11 C16 C15 4.6(3) . .
C1 C11 C16 C15 -171.54(18) . .
C13 C14 C17 C18 112.8(2) . .
C15 C14 C17 C18 -64.8(3) . .
C13 C14 C17 C20 -7.2(3) . .
C15 C14 C17 C20 175.1(2) . .
C13 C14 C17 C19 -127.0(2) . .
C15 C14 C17 C19 55.4(3) . .
C1 C2 C21 C26 175.27(19) . .
B1 C2 C21 C26 -9.2(3) 5_666 .
C1 C2 C21 C22 -3.4(3) . .
B1 C2 C21 C22 172.09(17) 5_666 .
C26 C21 C22 C23 -2.7(3) . .
C2 C21 C22 C23 176.07(17) . .
C26 C21 C22 C12 177.31(17) . .
C2 C21 C22 C12 -4.0(3) . .
C11 C12 C22 C21 7.9(3) . .
C13 C12 C22 C21 -169.51(17) . .
C11 C12 C22 C23 -172.09(17) . .
C13 C12 C22 C23 10.4(3) . .
C21 C22 C23 C24 0.6(3) . .
C12 C22 C23 C24 -179.38(18) . .
C22 C23 C24 C25 1.3(3) . .
C22 C23 C24 C27 -177.69(18) . .
C23 C24 C25 C26 -1.1(3) . .
C27 C24 C25 C26 177.9(2) . .
C24 C25 C26 C21 -1.0(3) . .
C22 C21 C26 C25 2.9(3) . .
C2 C21 C26 C25 -175.8(2) . .
C23 C24 C27 C30 115.1(2) . .
C25 C24 C27 C30 -63.9(3) . .
C23 C24 C27 C29 -4.8(3) . .
C25 C24 C27 C29 176.2(2) . .
C23 C24 C27 C28 -124.1(2) . .
C25 C24 C27 C28 56.8(3) . .
