Fully conjugated tetraborylethylene: selenium mediated C-C double bond formation from diborylcarbenoid.
Shibutani, Yuki; Kusumoto, Shuhei; Nozaki, Kyoko; Chemical science 15 (2024) 17912–17917; doi:10.1039/d4sc05928j

data_1572734
_publ_section_title
;
 Fully conjugated tetraborylethylene: selenium mediated C-C double bond
 formation from diborylcarbenoid.
;
_journal_issue                   43
_journal_name_full               'Chemical science'
_journal_page_first              17912
_journal_page_last               17917
_journal_paper_doi               10.1039/d4sc05928j
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C62 H64 B4 N4 S, C3 H7'
_chemical_formula_sum            'C65 H71 B4 N4 S'
_chemical_formula_weight         983.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-07-09
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-09-02 deposited with the CCDC.	2024-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.896(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.6639(6)
_cell_length_b                   16.1414(7)
_cell_length_c                   23.3110(10)
_cell_measurement_reflns_used    11706
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      27.8170
_cell_measurement_theta_min      2.5220
_cell_volume                     5880.3(4)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.882
_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    -49.00 -24.00   0.50   90.00    --    5.00  55.00-180.00   50
  2  \w     26.00  93.00   0.50   90.00    --    5.00  55.00-180.00  134
  3  \w    -90.00 -64.00   0.50   90.00    --   -8.20  37.00-120.00   52
  4  \w    -35.00  81.00   0.50   90.00    --   -8.20  37.00 -60.00  232
  5  \w    -71.00 -17.00   0.50   90.00    --   -8.20   9.00  30.00  108
  6  \w    -42.00 -16.00   0.50   90.00    --   -8.20   9.00  60.00   52
  7  \w    -34.00  77.00   0.50   90.00    --   -8.20  37.00-120.00  222
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0444345000
_diffrn_orient_matrix_UB_12      0.0074665000
_diffrn_orient_matrix_UB_13      0.0014481000
_diffrn_orient_matrix_UB_21      -0.0054041000
_diffrn_orient_matrix_UB_22      -0.0008065000
_diffrn_orient_matrix_UB_23      -0.0304566000
_diffrn_orient_matrix_UB_31      -0.0075638000
_diffrn_orient_matrix_UB_32      -0.0432818000
_diffrn_orient_matrix_UB_33      0.0008087000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_av_unetI/netI     0.0692
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            64257
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.877
_diffrn_reflns_theta_min         2.459
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.097
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_description       block
_exptl_crystal_F_000             2100
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     680
_refine_ls_number_reflns         13621
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1030
_refine_ls_R_factor_gt           0.0561
_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^)+(0.0579P)^2^+3.1250P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1238
_refine_ls_wR_factor_ref         0.1424
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8799
_reflns_number_total             13621
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc05928j3.cif
_cod_data_source_block           compound3S
_cod_depositor_comments
'Adding full bibliography for 1572732--1572735.cif.'
_cod_database_code               1572734
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         C60H60B4N4S
_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.a Secondary CH2 refined with riding coordinates:
 C63(H63A,H63B), C64(H64A,H64B)
2.b Aromatic/amide H refined with riding coordinates:
 C22(H22), C44(H44), C16(H16), C32(H32), C26(H26), C14(H14), C62(H62),
 C46(H46), C23(H23), C5(H5), C35(H35), C58(H58), C28(H28), C56(H56), C29(H29),
 C30(H30), C60(H60), C25(H25), C7(H7), C61(H61), C31(H31), C24(H24), C52(H52),
 C55(H55), C59(H59), C37(H37), C53(H53), C54(H54)
2.c Idealised Me refined as rotating group:
 C50(H50A,H50B,H50C), C18(H18A,H18B,H18C), C48(H48A,H48B,H48C), C39(H39A,H39B,
 H39C), C11(H11A,H11B,H11C), C9(H9A,H9B,H9C), C20(H20A,H20B,H20C), C41(H41A,
 H41B,H41C), C19(H19A,H19B,H19C), C49(H49A,H49B,H49C), C10(H10A,H10B,H10C),
 C40(H40A,H40B,H40C), C65(H65A,H65B,H65C)
;
_shelx_res_checksum              27782
_shelx_hkl_checksum              93198
_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 1.150
_oxdiff_exptl_absorpt_empirical_full_min 0.921