#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:10:52 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292937 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/14/1571486.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_1571486
loop_
_publ_author_name
'Adachi, Yohei'
'Kurihara, Maho'
'Yamada, Kohei'
'Arai, Fuka'
'Hattori, Yuto'
'Yamana, Keita'
'Kawasaki, Riku'
'Ohshita, Joji'
_publ_section_title
;
 Insights into mechanistic interpretation of crystalline-state reddish
 phosphorescence of non-planar π-conjugated organoboron compounds.
;
_journal_issue                   21
_journal_name_full               'Chemical science'
_journal_page_first              8127
_journal_page_last               8136
_journal_paper_doi               10.1039/d4sc01184h
_journal_volume                  15
_journal_year                    2024
_chemical_formula_sum            'C23 H8 B F11 S2'
_chemical_formula_weight         568.22
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2024-01-10 deposited with the CCDC.	2024-04-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.0750(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.9975(18)
_cell_length_b                   15.1142(16)
_cell_length_c                   8.3759(9)
_cell_measurement_reflns_used    8643
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      27.7608
_cell_measurement_theta_min      2.4419
_cell_volume                     2111.7(4)
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_collection       'APEX2(Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_molecular_graphics    'XSHELL V6.3.1(Bruker AXS)'
_computing_publication_material  'Generate Report (Bruker AXS)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'multilayered confocal mirror'
_diffrn_radiation_type           MoKa
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            24661
_diffrn_reflns_theta_full        27.92
_diffrn_reflns_theta_max         27.92
_diffrn_reflns_theta_min         1.22
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Bruker Turbo X-ray Source'
_exptl_absorpt_coefficient_mu    0.361
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.748
_refine_diff_density_min         -0.477
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.974
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5036
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0339
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0230P)²+2.7113P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0722
_refine_ls_wR_factor_ref         0.0758
_reflns_number_gt                4363
_reflns_number_total             5036
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc01184h3.cif
_cod_data_source_block           F_FMes_pink
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1571483--1571487.cif.
;
_cod_database_code               1571486
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S2 0.69503(2) 0.63874(3) 0.63161(5) 0.01595(9) Uani d . . . 1 . .
S S1 0.77799(2) 0.28713(3) 0.62013(5) 0.01620(9) Uani d . . . 1 . .
F F3 0.74846(6) 0.42302(7) 1.09711(11) 0.0213(2) Uani d . . . 1 . .
F F9 0.50534(6) 0.40705(7) 0.31327(11) 0.0213(2) Uani d . . . 1 . .
F F5 0.80641(6) 0.46003(8) 0.90078(12) 0.0236(2) Uani d . . . 1 . .
F F4 0.73185(6) 0.55324(7) 0.99579(13) 0.0255(2) Uani d . . . 1 . .
F F11 0.62265(6) 0.46257(7) 0.32648(12) 0.0246(2) Uani d . . . 1 . .
F F1 1.04864(6) 0.48233(8) 0.15132(13) 0.0286(3) Uani d . . . 1 . .
F F10 0.60815(7) 0.32206(7) 0.34513(12) 0.0248(2) Uani d . . . 1 . .
F F2 0.99067(7) 0.65125(8) 0.11738(14) 0.0317(3) Uani d . . . 1 . .
F F6 0.43208(7) 0.42030(7) 0.95274(16) 0.0341(3) Uani d . . . 1 . .
F F7 0.48295(7) 0.29327(8) 0.99468(16) 0.0362(3) Uani d . . . 1 . .
F F8 0.40151(8) 0.32082(12) 0.77135(15) 0.0565(5) Uani d . . . 1 . .
C C20 0.59054(9) 0.40812(10) 0.57171(18) 0.0113(3) Uani d . . . 1 . .
C C16 0.66580(9) 0.43620(10) 0.83730(18) 0.0120(3) Uani d . . . 1 . .
C C17 0.60128(9) 0.40830(10) 0.90451(19) 0.0133(3) Uani d . . . 1 . .
H H17 0.605544 0.407387 1.019264 0.016 Uiso calc U . R 1 . .
C C19 0.52498(9) 0.38240(10) 0.63724(19) 0.0123(3) Uani d . . . 1 . .
H H19 0.476382 0.36528 0.56786 0.015 Uiso calc U . R 1 . .
C C15 0.66317(9) 0.43652(10) 0.66787(18) 0.0114(3) Uani d . . . 1 . .
C C18 0.53097(9) 0.38192(10) 0.80400(19) 0.0129(3) Uani d . . . 1 . .
C C10 0.86797(9) 0.55977(11) 0.39348(19) 0.0145(3) Uani d . . . 1 . .
C C5 0.89367(9) 0.46972(11) 0.40002(18) 0.0133(3) Uani d . . . 1 . .
C C21 0.73833(10) 0.46791(11) 0.95646(19) 0.0145(3) Uani d . . . 1 . .
C C2 0.90157(10) 0.30979(11) 0.4972(2) 0.0166(3) Uani d . . . 1 . .
H H2 0.950147 0.298516 0.460523 0.02 Uiso calc U . R 1 . .
C C11 0.75352(9) 0.56113(10) 0.55702(19) 0.0132(3) Uani d . . . 1 . .
C C23 0.58166(10) 0.40018(11) 0.38980(19) 0.0149(3) Uani d . . . 1 . .
C C3 0.86338(9) 0.39488(10) 0.48434(18) 0.0130(3) Uani d . . . 1 . .
C C4 0.79384(9) 0.39231(10) 0.55119(18) 0.0128(3) Uani d . . . 1 . .
C C22 0.46146(10) 0.35370(11) 0.8787(2) 0.0171(3) Uani d . . . 1 . .
C C7 0.98834(10) 0.50730(13) 0.2249(2) 0.0201(4) Uani d . . . 1 . .
C C8 0.96030(11) 0.59250(13) 0.2108(2) 0.0216(4) Uani d . . . 1 . .
C C12 0.81043(9) 0.60207(11) 0.48172(19) 0.0139(3) Uani d . . . 1 . .
C C1 0.86222(10) 0.24720(11) 0.5661(2) 0.0179(3) Uani d . . . 1 . .
H H1 0.879781 0.187636 0.582466 0.021 Uiso calc U . R 1 . .
C C13 0.80505(10) 0.69682(11) 0.4939(2) 0.0190(3) Uani d . . . 1 . .
H H13 0.839804 0.736185 0.452385 0.023 Uiso calc U . R 1 . .
C C6 0.95504(10) 0.44780(12) 0.31386(19) 0.0173(3) Uani d . . . 1 . .
H H6 0.973858 0.388499 0.318553 0.021 Uiso calc U . R 1 . .
C C9 0.90199(10) 0.61783(12) 0.2923(2) 0.0192(3) Uani d . . . 1 . .
H H9 0.883248 0.677134 0.280872 0.023 Uiso calc U . R 1 . .
C C14 0.74605(11) 0.72478(11) 0.5697(2) 0.0200(3) Uani d . . . 1 . .
H H14 0.734563 0.785228 0.586216 0.024 Uiso calc U . R 1 . .
B B1 0.73775(10) 0.46436(12) 0.5871(2) 0.0126(3) Uani d . . . 1 . .
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'
F F 0.0171 0.0103 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14 S2 C11 . . 92.65(8) ?
C1 S1 C4 . . 92.55(8) ?
C19 C20 C15 . . 122.83(14) ?
C19 C20 C23 . . 116.43(13) ?
C15 C20 C23 . . 120.68(13) ?
C17 C16 C15 . . 122.21(14) ?
C17 C16 C21 . . 115.88(13) ?
C15 C16 C21 . . 121.91(14) ?
C18 C17 C16 . . 119.85(14) ?
C18 C17 H17 . . 120.1 ?
C16 C17 H17 . . 120.1 ?
C18 C19 C20 . . 119.49(14) ?
C18 C19 H19 . . 120.3 ?
C20 C19 H19 . . 120.3 ?
C20 C15 C16 . . 115.46(14) ?
C20 C15 B1 . . 121.12(13) ?
C16 C15 B1 . . 123.40(14) ?
C17 C18 C19 . . 120.13(14) ?
C17 C18 C22 . . 119.08(14) ?
C19 C18 C22 . . 120.79(14) ?
C9 C10 C5 . . 117.14(15) ?
C9 C10 C12 . . 114.56(15) ?
C5 C10 C12 . . 128.30(14) ?
C6 C5 C10 . . 116.95(15) ?
C6 C5 C3 . . 115.00(14) ?
C10 C5 C3 . . 128.04(14) ?
F5 C21 F4 . . 106.83(13) ?
F5 C21 F3 . . 106.76(13) ?
F4 C21 F3 . . 105.87(13) ?
F5 C21 C16 . . 113.22(13) ?
F4 C21 C16 . . 111.90(13) ?
F3 C21 C16 . . 111.80(13) ?
C1 C2 C3 . . 113.94(15) ?
C1 C2 H2 . . 123.0 ?
C3 C2 H2 . . 123.0 ?
C12 C11 B1 . . 131.46(14) ?
C12 C11 S2 . . 111.01(12) ?
B1 C11 S2 . . 117.50(12) ?
F9 C23 F10 . . 106.34(13) ?
F9 C23 F11 . . 106.62(13) ?
F10 C23 F11 . . 106.30(13) ?
F9 C23 C20 . . 112.24(13) ?
F10 C23 C20 . . 112.22(13) ?
F11 C23 C20 . . 112.66(13) ?
C4 C3 C2 . . 110.43(14) ?
C4 C3 C5 . . 127.58(14) ?
C2 C3 C5 . . 121.85(14) ?
C3 C4 B1 . . 132.08(14) ?
C3 C4 S1 . . 110.85(12) ?
B1 C4 S1 . . 116.74(12) ?
F8 C22 F6 . . 107.04(15) ?
F8 C22 F7 . . 107.84(15) ?
F6 C22 F7 . . 104.70(13) ?
F8 C22 C18 . . 112.94(14) ?
F6 C22 C18 . . 112.07(14) ?
F7 C22 C18 . . 111.78(14) ?
F1 C7 C6 . . 119.94(17) ?
F1 C7 C8 . . 120.44(16) ?
C6 C7 C8 . . 119.62(16) ?
F2 C8 C9 . . 120.13(17) ?
F2 C8 C7 . . 120.16(16) ?
C9 C8 C7 . . 119.71(16) ?
C11 C12 C13 . . 110.48(14) ?
C11 C12 C10 . . 128.00(14) ?
C13 C12 C10 . . 121.47(14) ?
C2 C1 S1 . . 112.22(13) ?
C2 C1 H1 . . 123.9 ?
S1 C1 H1 . . 123.9 ?
C14 C13 C12 . . 113.98(15) ?
C14 C13 H13 . . 123.0 ?
C12 C13 H13 . . 123.0 ?
C7 C6 C5 . . 123.34(16) ?
C7 C6 H6 . . 118.3 ?
C5 C6 H6 . . 118.3 ?
C8 C9 C10 . . 123.04(17) ?
C8 C9 H9 . . 118.5 ?
C10 C9 H9 . . 118.5 ?
C13 C14 S2 . . 111.84(13) ?
C13 C14 H14 . . 124.1 ?
S2 C14 H14 . . 124.1 ?
C4 B1 C11 . . 121.48(14) ?
C4 B1 C15 . . 118.28(14) ?
C11 B1 C15 . . 120.15(14) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S2 C14 . 1.6986(17) ?
S2 C11 . 1.7302(16) ?
S1 C1 . 1.6934(17) ?
S1 C4 . 1.7301(16) ?
F3 C21 . 1.3416(18) ?
F9 C23 . 1.3360(18) ?
F5 C21 . 1.3335(18) ?
F4 C21 . 1.3410(18) ?
F11 C23 . 1.3409(18) ?
F1 C7 . 1.3472(19) ?
F10 C23 . 1.3423(19) ?
F2 C8 . 1.3500(19) ?
F6 C22 . 1.329(2) ?
F7 C22 . 1.332(2) ?
F8 C22 . 1.320(2) ?
C20 C19 . 1.389(2) ?
C20 C15 . 1.405(2) ?
C20 C23 . 1.507(2) ?
C16 C17 . 1.391(2) ?
C16 C15 . 1.411(2) ?
C16 C21 . 1.508(2) ?
C17 C18 . 1.382(2) ?
C17 H17 . 0.95 ?
C19 C18 . 1.381(2) ?
C19 H19 . 0.95 ?
C15 B1 . 1.604(2) ?
C18 C22 . 1.501(2) ?
C10 C9 . 1.418(2) ?
C10 C5 . 1.427(2) ?
C10 C12 . 1.480(2) ?
C5 C6 . 1.417(2) ?
C5 C3 . 1.478(2) ?
C2 C1 . 1.351(2) ?
C2 C3 . 1.435(2) ?
C2 H2 . 0.95 ?
C11 C12 . 1.397(2) ?
C11 B1 . 1.517(2) ?
C3 C4 . 1.402(2) ?
C4 B1 . 1.515(2) ?
C7 C6 . 1.359(2) ?
C7 C8 . 1.370(3) ?
C8 C9 . 1.362(2) ?
C12 C13 . 1.440(2) ?
C1 H1 . 0.95 ?
C13 C14 . 1.354(2) ?
C13 H13 . 0.95 ?
C6 H6 . 0.95 ?
C9 H9 . 0.95 ?
C14 H14 . 0.95 ?
