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#$Date: 2025-08-21 01:01:10 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/51/4325175.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_4325175
loop_
_publ_author_name
'Di Li'
'Yang Yuan'
'Hai Bi'
'Dandan Yao'
'Xingjia Zhao'
'Wenjing Tian'
'Yue Wang'
'Hongyu Zhang'
_publ_section_title
;
 Boron-Bridged π-Conjugated Ladders as Efficient Electron-Transporting
 Emitters
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4825
_journal_page_last               4831
_journal_paper_doi               10.1021/ic102554j
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C40 H28 B2 N2 O2 S2'
_chemical_formula_weight         654.40
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 92.84(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.5306(17)
_cell_length_b                   13.623(3)
_cell_length_c                   14.265(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1655.7(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_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  0.0478
_diffrn_reflns_av_sigmaI/netI    0.0419
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15727
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  0.9762
_exptl_absorpt_correction_T_min  0.9401
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3735
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.1006
_refine_ls_R_factor_gt           0.0568
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0849P)²+0.1328P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1423
_refine_ls_wR_factor_ref         0.1632
_reflns_number_gt                2255
_reflns_number_total             3735
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic102554j_si_002_1.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4325175
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.1949(3) 0.1309(2) 0.1635(2) 0.0610(7) Uani 1 1 d .
C1 C 0.0463(3) 0.1644(2) 0.22017(19) 0.0693(7) Uani 1 1 d .
C2 C -0.0120(3) 0.1019(2) 0.2870(2) 0.0880(9) Uani 1 1 d .
H2 H 0.0305 0.0392 0.2937 0.106 Uiso 1 1 calc R
C3 C -0.1317(4) 0.1295(3) 0.3442(3) 0.1122(13) Uani 1 1 d .
H3 H -0.1657 0.0871 0.3900 0.135 Uiso 1 1 calc R
C4 C -0.1987(4) 0.2203(4) 0.3321(3) 0.1172(15) Uani 1 1 d .
H4 H -0.2815 0.2387 0.3683 0.141 Uiso 1 1 calc R
C5 C -0.1451(4) 0.2834(3) 0.2677(3) 0.1131(13) Uani 1 1 d .
H5 H -0.1906 0.3451 0.2600 0.136 Uiso 1 1 calc R
C6 C -0.0223(4) 0.2558(2) 0.2130(2) 0.0898(9) Uani 1 1 d .
H6 H 0.0150 0.3006 0.1702 0.108 Uiso 1 1 calc R
C7 C 0.2850(3) 0.21440(18) 0.10747(18) 0.0659(7) Uani 1 1 d .
C8 C 0.2165(4) 0.2648(2) 0.0311(2) 0.0843(8) Uani 1 1 d .
H8 H 0.1137 0.2499 0.0113 0.101 Uiso 1 1 calc R
C9 C 0.2969(5) 0.3368(2) -0.0165(3) 0.1045(11) Uani 1 1 d .
H9 H 0.2481 0.3692 -0.0673 0.125 Uiso 1 1 calc R
C10 C 0.4480(5) 0.3594(2) 0.0117(3) 0.1064(12) Uani 1 1 d .
H10 H 0.5015 0.4078 -0.0198 0.128 Uiso 1 1 calc R
C11 C 0.5205(4) 0.3119(2) 0.0853(3) 0.0938(10) Uani 1 1 d .
H11 H 0.6239 0.3269 0.1034 0.113 Uiso 1 1 calc R
C12 C 0.4398(3) 0.24050(19) 0.1336(2) 0.0746(8) Uani 1 1 d .
H12 H 0.4902 0.2093 0.1847 0.089 Uiso 1 1 calc R
C13 C 0.4115(3) 0.01630(17) 0.19800(16) 0.0577(6) Uani 1 1 d .
C14 C 0.5459(3) -0.00063(19) 0.25487(19) 0.0707(7) Uani 1 1 d .
H14 H 0.5601 0.0317 0.3121 0.085 Uiso 1 1 calc R
C15 C 0.6575(3) -0.0651(2) 0.2263(2) 0.0767(8) Uani 1 1 d .
H15 H 0.7477 -0.0757 0.2642 0.092 Uiso 1 1 calc R
C16 C 0.6376(3) -0.11418(19) 0.1426(2) 0.0740(7) Uani 1 1 d .
H16 H 0.7145 -0.1575 0.1241 0.089 Uiso 1 1 calc R
C17 C 0.5058(3) -0.09974(17) 0.08660(19) 0.0640(6) Uani 1 1 d .
H17 H 0.4926 -0.1337 0.0302 0.077 Uiso 1 1 calc R
C18 C 0.3904(3) -0.03428(16) 0.11331(16) 0.0556(6) Uani 1 1 d .
C19 C 0.2416(3) -0.02308(16) 0.06238(16) 0.0555(6) Uani 1 1 d .
C20 C 0.0005(3) 0.03678(16) 0.03224(16) 0.0574(6) Uani 1 1 d .
N1 N 0.1386(2) 0.04559(13) 0.08603(13) 0.0553(5) Uani 1 1 d .
O1 O 0.30173(19) 0.07706(12) 0.22914(11) 0.0639(5) Uani 1 1 d .
S1 S 0.17404(7) -0.09938(4) -0.02827(4) 0.0615(2) 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
O1 B1 C1 107.5(2) . .
O1 B1 C7 111.9(2) . .
C1 B1 C7 117.3(2) . .
O1 B1 N1 102.95(18) . .
C1 B1 N1 109.0(2) . .
C7 B1 N1 107.1(2) . .
C6 C1 C2 116.1(3) . .
C6 C1 B1 124.3(3) . .
C2 C1 B1 119.4(3) . .
C1 C2 C3 122.3(3) . .
C1 C2 H2 118.8 . .
C3 C2 H2 118.8 . .
C4 C3 C2 119.0(4) . .
C4 C3 H3 120.5 . .
C2 C3 H3 120.5 . .
C5 C4 C3 120.4(4) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
C4 C5 C6 119.9(4) . .
C4 C5 H5 120.1 . .
C6 C5 H5 120.1 . .
C1 C6 C5 122.2(4) . .
C1 C6 H6 118.9 . .
C5 C6 H6 118.9 . .
C8 C7 C12 115.9(3) . .
C8 C7 B1 123.1(3) . .
C12 C7 B1 121.0(2) . .
C7 C8 C9 122.1(3) . .
C7 C8 H8 119.0 . .
C9 C8 H8 119.0 . .
C10 C9 C8 119.7(3) . .
C10 C9 H9 120.2 . .
C8 C9 H9 120.2 . .
C11 C10 C9 120.5(3) . .
C11 C10 H10 119.7 . .
C9 C10 H10 119.7 . .
C10 C11 C12 119.9(3) . .
C10 C11 H11 120.0 . .
C12 C11 H11 120.0 . .
C11 C12 C7 121.8(3) . .
C11 C12 H12 119.1 . .
C7 C12 H12 119.1 . .
O1 C13 C14 118.5(2) . .
O1 C13 C18 122.0(2) . .
C14 C13 C18 119.4(2) . .
C15 C14 C13 119.8(3) . .
C15 C14 H14 120.1 . .
C13 C14 H14 120.1 . .
C16 C15 C14 120.9(3) . .
C16 C15 H15 119.6 . .
C14 C15 H15 119.6 . .
C17 C16 C15 120.2(3) . .
C17 C16 H16 119.9 . .
C15 C16 H16 119.9 . .
C16 C17 C18 120.4(2) . .
C16 C17 H17 119.8 . .
C18 C17 H17 119.8 . .
C17 C18 C13 119.3(2) . .
C17 C18 C19 123.1(2) . .
C13 C18 C19 117.2(2) . .
N1 C19 C18 121.4(2) . .
N1 C19 S1 114.12(18) . .
C18 C19 S1 124.39(17) . .
C20 C20 N1 114.6(3) 3 .
C20 C20 S1 111.6(2) 3 3
N1 C20 S1 133.77(16) . 3
C19 N1 C20 110.64(18) . .
C19 N1 B1 119.08(19) . .
C20 N1 B1 130.00(19) . .
C13 O1 B1 121.18(19) . .
C20 S1 C19 89.00(11) 3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 O1 1.470(3) .
B1 C1 1.604(4) .
B1 C7 1.607(4) .
B1 N1 1.659(3) .
C1 C6 1.377(4) .
C1 C2 1.389(4) .
C2 C3 1.390(4) .
C2 H2 0.9300 .
C3 C4 1.370(5) .
C3 H3 0.9300 .
C4 C5 1.354(6) .
C4 H4 0.9300 .
C5 C6 1.389(4) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 C8 1.391(4) .
C7 C12 1.400(4) .
C8 C9 1.393(4) .
C8 H8 0.9300 .
C9 C10 1.366(5) .
C9 H9 0.9300 .
C10 C11 1.356(5) .
C10 H10 0.9300 .
C11 C12 1.393(4) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C13 O1 1.342(3) .
C13 C14 1.391(4) .
C13 C18 1.395(3) .
C14 C15 1.372(4) .
C14 H14 0.9300 .
C15 C16 1.371(4) .
C15 H15 0.9300 .
C16 C17 1.361(4) .
C16 H16 0.9300 .
C17 C18 1.396(3) .
C17 H17 0.9300 .
C18 C19 1.439(3) .
C19 N1 1.338(3) .
C19 S1 1.735(2) .
C20 C20 1.360(4) 3
C20 N1 1.379(3) .
C20 S1 1.714(2) 3
S1 C20 1.714(2) 3
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139135750
