#------------------------------------------------------------------------------
#$Date: 2019-11-07 23:25:42 +0200 (Thu, 07 Nov 2019) $
#$Revision: 224012 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/84/7048428.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_7048428
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         'C46 H34 B2 S4, 2(C H Cl3)'
_chemical_formula_sum            'C48 H36 B2 Cl6 S4'
_chemical_formula_weight         975.33
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2018-12-05 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                107.102(13)
_cell_angle_beta                 100.164(12)
_cell_angle_gamma                93.247(13)
_cell_formula_units_Z            1
_cell_length_a                   8.4808(12)
_cell_length_b                   10.1241(17)
_cell_length_c                   14.101(2)
_cell_measurement_reflns_used    4939
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.83
_cell_measurement_theta_min      3.26
_cell_volume                     1131.4(3)
_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 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.982
_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  0.0687
_diffrn_reflns_av_unetI/netI     0.1130
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8326
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.661
_diffrn_reflns_theta_min         3.350
_diffrn_source                   'Genix 3D I\mS microfocus X-ray source'
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.805
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'X-Area (Stoe & Cie, 2001)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.922
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4214
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.922
_refine_ls_R_factor_all          0.1248
_refine_ls_R_factor_gt           0.0608
_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)+(0.0515P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1167
_refine_ls_wR_factor_ref         0.1373
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2333
_reflns_number_total             4214
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt04820g2.cif
_cod_data_source_block           wa2371
_cod_depositor_comments
'Adding full bibliography for 7048415--7048428.cif.'
_cod_database_code               7048428
_shelx_shelxl_version_number     2016/6
_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   0.926
_shelx_estimated_absorpt_t_max   0.982
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
B1 B 0.5775(6) 0.6088(6) 0.9634(4) 0.0417(12) Uani 1 1 d . .
S2 S 0.14841(17) -0.04450(13) 0.69255(9) 0.0534(4) Uani 1 1 d . .
S1 S 0.54828(16) 0.36930(13) 0.55208(8) 0.0468(3) Uani 1 1 d . .
C1 C 0.5085(5) 0.4620(4) 0.8878(3) 0.0393(10) Uani 1 1 d . .
C11 C 0.4274(5) 0.3607(4) 0.9215(3) 0.0406(11) Uani 1 1 d . .
C12 C 0.3538(6) 0.2373(4) 0.8509(3) 0.0411(11) Uani 1 1 d . .
H12 H 0.298380 0.171384 0.873047 0.049 Uiso 1 1 calc R U
C13 C 0.3578(5) 0.2053(4) 0.7464(3) 0.0398(10) Uani 1 1 d . .
C14 C 0.2726(5) 0.0812(4) 0.6711(3) 0.0425(11) Uani 1 1 d . .
C15 C 0.2756(6) 0.0507(5) 0.5675(3) 0.0444(12) Uani 1 1 d . .
C5 C 0.3689(5) 0.1454(4) 0.5356(3) 0.0394(11) Uani 1 1 d . .
C4 C 0.4519(5) 0.2660(4) 0.6083(3) 0.0381(10) Uani 1 1 d . .
C3 C 0.4460(5) 0.3004(4) 0.7147(3) 0.0394(11) Uani 1 1 d . .
C2 C 0.5190(5) 0.4291(4) 0.7860(3) 0.0399(10) Uani 1 1 d . .
H2 H 0.576170 0.494243 0.764008 0.048 Uiso 1 1 calc R U
C17 C 0.1022(6) -0.1356(5) 0.5654(4) 0.0536(13) Uani 1 1 d . .
H17 H 0.031154 -0.219669 0.537621 0.064 Uiso 1 1 calc R U
C16 C 0.1773(6) -0.0753(5) 0.5088(3) 0.0494(12) Uani 1 1 d . .
H16 H 0.165581 -0.113269 0.437479 0.059 Uiso 1 1 calc R U
C6 C 0.3874(6) 0.1405(5) 0.4359(3) 0.0506(13) Uani 1 1 d . .
H6 H 0.339636 0.065653 0.377124 0.061 Uiso 1 1 calc R U
C7 C 0.4785(6) 0.2513(5) 0.4329(3) 0.0535(13) Uani 1 1 d . .
H7 H 0.501956 0.263481 0.372421 0.064 Uiso 1 1 calc R U
C21 C 0.6378(5) 0.7312(4) 0.9250(3) 0.0396(10) Uani 1 1 d . .
C22 C 0.8007(6) 0.7617(5) 0.9255(3) 0.0539(13) Uani 1 1 d . .
C23 C 0.8492(7) 0.8774(7) 0.8951(4) 0.0687(18) Uani 1 1 d . .
H23 H 0.960218 0.899145 0.896490 0.082 Uiso 1 1 calc R U
C24 C 0.7377(8) 0.9594(6) 0.8632(4) 0.0633(15) Uani 1 1 d . .
C25 C 0.5791(7) 0.9257(5) 0.8613(4) 0.0539(13) Uani 1 1 d . .
H25 H 0.501748 0.979940 0.838832 0.065 Uiso 1 1 calc R U
C26 C 0.5265(6) 0.8135(5) 0.8915(3) 0.0445(11) Uani 1 1 d . .
C28 C 0.9197(7) 0.6693(8) 0.9576(4) 0.0775(19) Uani 1 1 d . .
H28A H 0.914303 0.668628 1.026266 0.116 Uiso 1 1 calc R U
H28B H 1.028997 0.705041 0.956479 0.116 Uiso 1 1 calc R U
H28C H 0.892870 0.574383 0.910683 0.116 Uiso 1 1 calc R U
C29 C 0.7934(10) 1.0855(6) 0.8337(5) 0.095(2) Uani 1 1 d . .
H29A H 0.709210 1.099281 0.781290 0.142 Uiso 1 1 calc R U
H29B H 0.892556 1.069462 0.807420 0.142 Uiso 1 1 calc R U
H29C H 0.814131 1.168517 0.893330 0.142 Uiso 1 1 calc R U
C27 C 0.3495(6) 0.7857(5) 0.8926(4) 0.0543(13) Uani 1 1 d . .
H27A H 0.294216 0.865372 0.884666 0.081 Uiso 1 1 calc R U
H27B H 0.338743 0.771594 0.957070 0.081 Uiso 1 1 calc R U
H27C H 0.301108 0.702093 0.836648 0.081 Uiso 1 1 calc R U
C1L C 0.9803(6) 0.4715(5) 0.6439(4) 0.0532(13) Uani 1 1 d . .
H1L H 0.898556 0.415087 0.583003 0.064 Uiso 1 1 calc R U
Cl1 Cl 1.0033(2) 0.37810(16) 0.73170(12) 0.0785(5) Uani 1 1 d . .
Cl2 Cl 1.16424(16) 0.49420(16) 0.60462(10) 0.0662(4) Uani 1 1 d . .
Cl3 Cl 0.90850(17) 0.63066(13) 0.69344(10) 0.0608(4) Uani 1 1 d . .
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'
Cl Cl 0.1484 0.1585 '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 C11 119.1(4) . 2_667
C1 B1 C21 121.4(4) . .
C11 B1 C21 119.3(4) 2_667 .
C17 S2 C14 91.1(2) . .
C7 S1 C4 91.6(2) . .
C2 C1 C11 119.1(4) . .
C2 C1 B1 120.5(4) . .
C11 C1 B1 120.3(4) . .
C12 C11 C1 118.9(4) . .
C12 C11 B1 120.9(4) . 2_667
C1 C11 B1 120.3(4) . 2_667
C11 C12 C13 122.4(4) . .
C11 C12 H12 118.8 . .
C13 C12 H12 118.8 . .
C3 C13 C12 118.6(4) . .
C3 C13 C14 118.4(4) . .
C12 C13 C14 122.9(4) . .
C15 C14 C13 122.7(4) . .
C15 C14 S2 111.3(3) . .
C13 C14 S2 126.0(3) . .
C14 C15 C16 111.6(5) . .
C14 C15 C5 118.9(4) . .
C16 C15 C5 129.5(4) . .
C4 C5 C15 118.7(4) . .
C4 C5 C6 111.6(4) . .
C15 C5 C6 129.6(4) . .
C5 C4 C3 122.8(4) . .
C5 C4 S1 110.8(3) . .
C3 C4 S1 126.2(3) . .
C13 C3 C2 119.5(4) . .
C13 C3 C4 118.4(4) . .
C2 C3 C4 122.1(4) . .
C1 C2 C3 121.3(4) . .
C1 C2 H2 119.4 . .
C3 C2 H2 119.4 . .
C16 C17 S2 113.1(4) . .
C16 C17 H17 123.4 . .
S2 C17 H17 123.4 . .
C17 C16 C15 112.9(4) . .
C17 C16 H16 123.6 . .
C15 C16 H16 123.6 . .
C7 C6 C5 113.8(4) . .
C7 C6 H6 123.1 . .
C5 C6 H6 123.1 . .
C6 C7 S1 112.1(4) . .
C6 C7 H7 123.9 . .
S1 C7 H7 123.9 . .
C22 C21 C26 118.7(5) . .
C22 C21 B1 121.6(4) . .
C26 C21 B1 119.7(4) . .
C21 C22 C23 119.2(5) . .
C21 C22 C28 118.6(5) . .
C23 C22 C28 122.2(5) . .
C24 C23 C22 121.6(5) . .
C24 C23 H23 119.2 . .
C22 C23 H23 119.2 . .
C25 C24 C23 118.2(5) . .
C25 C24 C29 121.3(6) . .
C23 C24 C29 120.6(6) . .
C24 C25 C26 122.1(5) . .
C24 C25 H25 119.0 . .
C26 C25 H25 119.0 . .
C25 C26 C21 120.3(5) . .
C25 C26 C27 119.6(4) . .
C21 C26 C27 120.1(4) . .
C22 C28 H28A 109.5 . .
C22 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C22 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C24 C29 H29A 109.5 . .
C24 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C24 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
Cl3 C1L Cl1 111.2(3) . .
Cl3 C1L Cl2 111.6(3) . .
Cl1 C1L Cl2 110.2(3) . .
Cl3 C1L H1L 107.9 . .
Cl1 C1L H1L 107.9 . .
Cl2 C1L H1L 107.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 C1 1.561(7) .
B1 C11 1.569(6) 2_667
B1 C21 1.585(7) .
S2 C17 1.720(5) .
S2 C14 1.734(5) .
S1 C7 1.729(5) .
S1 C4 1.735(5) .
C1 C2 1.396(6) .
C1 C11 1.440(6) .
C11 C12 1.378(6) .
C12 C13 1.420(6) .
C12 H12 0.9500 .
C13 C3 1.406(6) .
C13 C14 1.439(6) .
C14 C15 1.406(6) .
C15 C16 1.422(7) .
C15 C5 1.429(7) .
C5 C4 1.396(6) .
C5 C6 1.429(6) .
C4 C3 1.447(6) .
C3 C2 1.418(6) .
C2 H2 0.9500 .
C17 C16 1.355(7) .
C17 H17 0.9500 .
C16 H16 0.9500 .
C6 C7 1.340(7) .
C6 H6 0.9500 .
C7 H7 0.9500 .
C21 C22 1.396(7) .
C21 C26 1.405(6) .
C22 C23 1.424(8) .
C22 C28 1.515(8) .
C23 C24 1.395(9) .
C23 H23 0.9500 .
C24 C25 1.362(8) .
C24 C29 1.530(8) .
C25 C26 1.401(7) .
C25 H25 0.9500 .
C26 C27 1.515(7) .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C1L Cl3 1.748(5) .
C1L Cl1 1.757(5) .
C1L Cl2 1.770(5) .
C1L H1L 1.0000 .
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
C11 B1 C1 C2 -176.5(4) 2_667 .
C21 B1 C1 C2 8.9(6) . .
C11 B1 C1 C11 6.1(7) 2_667 .
C21 B1 C1 C11 -168.5(4) . .
C2 C1 C11 C12 -3.9(6) . .
B1 C1 C11 C12 173.5(4) . .
C2 C1 C11 B1 176.4(4) . 2_667
B1 C1 C11 B1 -6.2(7) . 2_667
C1 C11 C12 C13 1.3(7) . .
B1 C11 C12 C13 -179.0(4) 2_667 .
C11 C12 C13 C3 2.8(6) . .
C11 C12 C13 C14 -175.8(4) . .
C3 C13 C14 C15 0.7(6) . .
C12 C13 C14 C15 179.3(4) . .
C3 C13 C14 S2 -176.3(3) . .
C12 C13 C14 S2 2.3(6) . .
C17 S2 C14 C15 0.1(3) . .
C17 S2 C14 C13 177.4(4) . .
C13 C14 C15 C16 -177.9(4) . .
S2 C14 C15 C16 -0.5(5) . .
C13 C14 C15 C5 1.0(6) . .
S2 C14 C15 C5 178.4(3) . .
C14 C15 C5 C4 -1.0(6) . .
C16 C15 C5 C4 177.8(4) . .
C14 C15 C5 C6 -177.8(4) . .
C16 C15 C5 C6 1.0(8) . .
C15 C5 C4 C3 -0.8(6) . .
C6 C5 C4 C3 176.6(4) . .
C15 C5 C4 S1 -177.0(3) . .
C6 C5 C4 S1 0.4(5) . .
C7 S1 C4 C5 -0.3(3) . .
C7 S1 C4 C3 -176.3(4) . .
C12 C13 C3 C2 -4.3(6) . .
C14 C13 C3 C2 174.4(4) . .
C12 C13 C3 C4 178.9(4) . .
C14 C13 C3 C4 -2.4(6) . .
C5 C4 C3 C13 2.6(6) . .
S1 C4 C3 C13 178.1(3) . .
C5 C4 C3 C2 -174.1(4) . .
S1 C4 C3 C2 1.4(6) . .
C11 C1 C2 C3 2.5(6) . .
B1 C1 C2 C3 -175.0(4) . .
C13 C3 C2 C1 1.7(6) . .
C4 C3 C2 C1 178.3(4) . .
C14 S2 C17 C16 0.4(4) . .
S2 C17 C16 C15 -0.8(6) . .
C14 C15 C16 C17 0.9(6) . .
C5 C15 C16 C17 -178.0(4) . .
C4 C5 C6 C7 -0.3(6) . .
C15 C5 C6 C7 176.7(5) . .
C5 C6 C7 S1 0.1(6) . .
C4 S1 C7 C6 0.1(4) . .
C1 B1 C21 C22 -97.0(5) . .
C11 B1 C21 C22 88.4(5) 2_667 .
C1 B1 C21 C26 84.4(5) . .
C11 B1 C21 C26 -90.2(5) 2_667 .
C26 C21 C22 C23 1.9(6) . .
B1 C21 C22 C23 -176.8(4) . .
C26 C21 C22 C28 -177.6(4) . .
B1 C21 C22 C28 3.8(6) . .
C21 C22 C23 C24 -1.1(7) . .
C28 C22 C23 C24 178.3(4) . .
C22 C23 C24 C25 -0.3(7) . .
C22 C23 C24 C29 178.3(4) . .
C23 C24 C25 C26 0.9(7) . .
C29 C24 C25 C26 -177.7(5) . .
C24 C25 C26 C21 -0.1(7) . .
C24 C25 C26 C27 177.0(4) . .
C22 C21 C26 C25 -1.3(6) . .
B1 C21 C26 C25 177.3(4) . .
C22 C21 C26 C27 -178.4(4) . .
B1 C21 C26 C27 0.3(6) . .
