A carbon-functionality-appended diborylacetylene available for a component of organic synthesis and OLEDs
Tsukada, Tetsuyoshi; Shoji, Yoshiaki; Takenouchi, Kumiko; Taka, Hideo; Fukushima, Takanori; Chemical Communications  (2022) –; doi:10.1039/D2CC01159J

data_7129899
_publ_section_title
;
 A carbon-functionality-appended diborylacetylene available for a
 component of organic synthesis and OLEDs
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01159J
_journal_year                    2022
_chemical_formula_moiety         'C38 H24 B3 Cl O2, C H Cl3'
_chemical_formula_sum            'C39 H25 B3 Cl4 O2'
_chemical_formula_weight         699.82
_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             2022-02-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-02-25 deposited with the CCDC.	2022-03-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.556(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.1220(6)
_cell_length_b                   9.1966(4)
_cell_length_c                   21.6026(8)
_cell_measurement_reflns_used    8856
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.0540
_cell_measurement_theta_min      4.2980
_cell_volume                     3224.8(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.949
_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   -113.00 -24.00   0.50    9.88    --  -46.45  -5.00  82.00  178
  2  \w    -28.00  -3.00   0.50    9.88    --  -46.45   5.00-101.00   50
  3  \w    -33.00   0.00   0.50    9.88    --  -46.45  37.00-120.00   66
  4  \w    -68.00 -37.00   0.50   39.52    -- -102.00  61.00-150.00   62
  5  \w   -112.00 -75.00   0.50   39.52    -- -102.00 125.00-150.00   74
  6  \w   -153.00 -88.00   0.50   39.52    -- -102.00  -5.00  82.00  130
  7  \w    -80.00 -30.00   0.50   39.52    -- -102.00 125.00 120.00  100
  8  \w     20.00 119.00   0.50    9.88    --   46.45   5.00-101.00  198
  9  \w     64.00 157.00   0.50   39.52    --  104.61   5.00-101.00  186
 10  \w     76.00 108.00   0.50   39.52    --  104.61 -77.00-120.00   64
 11  \w     57.00 107.00   0.50   39.52    --  104.61 -77.00 -30.00  100
 12  \w     37.00  68.00   0.50   39.52    --  104.61 -77.00-120.00   62
 13  \w     32.00  73.00   0.50   39.52    --  104.61 -61.00 -90.00   82
 14  \w     35.00  98.00   0.50   39.52    --  104.61 -94.00-120.00  126
 15  \w     34.00  62.00   0.50   39.52    --  104.61 -61.00-180.00   56
 16  \w     37.00  68.00   0.50   39.52    --  104.61 -61.00-120.00   62
 17  \w     21.00  94.00   0.50    9.88    --   46.45-125.00 -60.00  146
 18  \w    -19.00   6.00   0.50    9.88    --   46.45  -5.00  82.00   50
 19  \w     80.00 107.00   0.50   39.52    --  104.61 125.00  90.00   54
 20  \w    120.00 170.00   0.50   39.52    --  104.61 125.00  90.00  100
 21  \w   -103.00 -74.00   0.50   39.52    -- -102.00-125.00-150.00   58
 22  \w   -163.00-126.00   0.50   39.52    -- -102.00-125.00-150.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-DW'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0888418000
_diffrn_orient_matrix_UB_12      -0.0120988000
_diffrn_orient_matrix_UB_13      0.0467717000
_diffrn_orient_matrix_UB_21      -0.0325910000
_diffrn_orient_matrix_UB_22      0.0014758000
_diffrn_orient_matrix_UB_23      0.0587891000
_diffrn_orient_matrix_UB_31      -0.0069311000
_diffrn_orient_matrix_UB_32      -0.1671201000
_diffrn_orient_matrix_UB_33      -0.0029852000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0475
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            20989
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.223
_diffrn_reflns_theta_min         4.310
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              PhotonJet-DW
_exptl_absorpt_coefficient_mu    3.624
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_description       block
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       0.00058(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         6416
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0568
_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/[\s^2^(Fo^2^)+(0.1080P)^2^+1.3258P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1662
_refine_ls_wR_factor_ref         0.1745
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5162
_reflns_number_total             6416
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc01159j2.cif
_cod_data_source_block           tsuka1
_cod_database_code               7129899
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C30H24B3O2
_shelx_estimated_absorpt_t_max   0.840
_shelx_estimated_absorpt_t_min   0.840
_reflns_odcompleteness_completeness 99.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C39(H39)
2.b Aromatic/amide H refined with riding coordinates:
 C22(H22), C37(H37), C19(H19), C16(H16), C34(H34), C24(H24), C25(H25), C4(H4),
 C18(H18), C17(H17), C28(H28), C23(H23), C6(H6), C5(H5), C7(H7), C36(H36),
 C31(H31), C10(H10), C13(H13), C30(H30), C35(H35), C12(H12), C11(H11), C29(H29)
;
_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 2.190
_oxdiff_exptl_absorpt_empirical_full_min 0.667