Highly luminescent antiaromatic diborinines with fused thiophene rings.
Adachi, Yohei; Hasegawa, Takumi; Ohshita, Joji; Dalton transactions (Cambridge, England : 2003)  (2023) –; doi:10.1039/d3dt01841e

data_7713308
_publ_section_title
;
 Highly luminescent antiaromatic diborinines with fused thiophene rings.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d3dt01841e
_journal_year                    2023
_chemical_formula_moiety         'C40 H54 B2 S2'
_chemical_formula_sum            'C40 H54 B2 S2'
_chemical_formula_weight         620.57
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-05-30
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_audit_update_record
;
2023-03-06 deposited with the CCDC.	2023-06-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.833(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.5021(10)
_cell_length_b                   8.8031(3)
_cell_length_c                   19.8376(6)
_cell_measurement_reflns_used    8512
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.2000
_cell_measurement_theta_min      2.6840
_cell_volume                     3746.6(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.27a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.42.27a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.42.27a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.830
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     -7.00  33.00   0.50   30.00    --    5.50  57.00 120.00   80
  2  \w     -2.00  37.00   0.50   30.00    --    5.50  57.00-120.00   78
  3  \w     46.00  72.00   0.50   30.00    --    5.50  57.00 120.00   52
  4  \w    -30.00  60.00   0.50   30.00    --   -8.63  57.00 -30.00  180
  5  \w    -79.00 -46.00   0.50   30.00    --   -8.63 -57.00-180.00   66
  6  \w    -23.00  14.00   0.50   30.00    --   -8.63 -57.00-180.00   74
  7  \w      0.00  31.00   0.50   30.00    --   -8.63 -99.00 150.00   62
  8  \w    -17.00  25.00   0.50   30.00    --   -8.63 -99.00 -90.00   84
  9  \w     -4.00  70.00   0.50   30.00    --   -8.63  19.00  90.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0056472000
_diffrn_orient_matrix_UB_12      -0.0793003000
_diffrn_orient_matrix_UB_13      -0.0012413000
_diffrn_orient_matrix_UB_21      -0.0325816000
_diffrn_orient_matrix_UB_22      -0.0137430000
_diffrn_orient_matrix_UB_23      -0.0027691000
_diffrn_orient_matrix_UB_31      0.0001303000
_diffrn_orient_matrix_UB_32      0.0038409000
_diffrn_orient_matrix_UB_33      -0.0356986000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0650
_diffrn_reflns_av_unetI/netI     0.0704
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.830
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            41258
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.830
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.640
_diffrn_reflns_theta_min         2.058
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.27a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.100
_exptl_crystal_description       plate
_exptl_crystal_F_000             1344
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.835
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     528
_refine_ls_number_reflns         8775
_refine_ls_number_restraints     342
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.1400
_refine_ls_R_factor_gt           0.0739
_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/[\s^2^(Fo^2^)+(0.1161P)^2^+1.8344P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1845
_refine_ls_wR_factor_ref         0.2201
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5041
_reflns_number_total             8775
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt01841e2.cif
_cod_data_source_block           exp_684
_cod_database_code               7713308
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C40H481B2S2
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.985
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C1A \\sim C1B \\sim C2A \\sim C2B \\sim C3A \\sim C3B \\sim C4 \\sim C5 \\sim
S1A \\sim S1B \\sim C6 \\sim C7 \\sim C8A \\sim C8B \\sim C9A \\sim C9B \\sim
C10A \\sim C10B \\sim S2A \\sim S2B \\sim C20A \\sim C20B \\sim C21A \\sim C21B
\\sim C22A \\sim C22B: within 2A with sigma of 0.005 and sigma for terminal
atoms of 0.01 within 2A
C29 \\sim C35 \\sim C36 \\sim C37A \\sim C37B: within 2A with sigma of 0.003
and sigma for terminal atoms of 0.006 within 2A
3. Others
 Sof(C1B)=Sof(H1BA)=Sof(H1BB)=Sof(H1BC)=Sof(C2B)=Sof(C3B)=Sof(H3B)=Sof(S1B)=1-
 FVAR(1)
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(C2A)=Sof(C3A)=Sof(H3A)=Sof(S1A)=
 FVAR(1)
 Sof(C8B)=Sof(H8B)=Sof(C9B)=Sof(C10B)=Sof(H10D)=Sof(H10E)=Sof(H10F)=Sof(S2B)=1-
 FVAR(2)
 Sof(C8A)=Sof(H8A)=Sof(C9A)=Sof(C10A)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(S2A)=
 FVAR(2)
 Sof(C20B)=Sof(H20B)=Sof(C21B)=Sof(H21D)=Sof(H21E)=Sof(H21F)=Sof(C22B)=
 Sof(H22D)=Sof(H22E)=Sof(H22F)=1-FVAR(3)
 Sof(C20A)=Sof(H20A)=Sof(C21A)=Sof(H21A)=Sof(H21B)=Sof(H21C)=Sof(C22A)=
 Sof(H22A)=Sof(H22B)=Sof(H22C)=FVAR(3)
 Sof(C37B)=Sof(H37D)=Sof(H37E)=Sof(H37F)=Sof(H35A)=1-FVAR(4)
 Sof(C37A)=Sof(H37A)=Sof(H37B)=Sof(H37C)=Sof(H35)=FVAR(4)
4.a Ternary CH refined with riding coordinates:
 C20A(H20A), C20B(H20B), C17(H17), C23(H23), C32(H32), C35(H35), C35(H35A),
 C38(H38)
4.b Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C3B(H3B), C8A(H8A), C8B(H8B), C13(H13), C15(H15), C28(H28), C30(H30)
4.c Idealised Me refined as rotating group:
 C1A(H1AA,H1AB,H1AC), C1B(H1BA,H1BB,H1BC), C10A(H10A,H10B,H10C), C10B(H10D,
 H10E,H10F), C21A(H21A,H21B,H21C), C22A(H22A,H22B,H22C), C21B(H21D,H21E,H21F),
 C22B(H22D,H22E,H22F), C37A(H37A,H37B,H37C), C37B(H37D,H37E,H37F), C18(H18A,
 H18B,H18C), C19(H19A,H19B,H19C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C),
 C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C36(H36A,H36B,H36C), C39(H39A,H39B,
 H39C), C40(H40A,H40B,H40C)
;
_shelx_res_checksum              45109
_shelx_hkl_checksum              99091
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.158
_oxdiff_exptl_absorpt_empirical_full_min 0.834