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_1572733
_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 Se'
_chemical_formula_sum            'C62 H64 B4 N4 Se'
_chemical_formula_weight         987.37
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-04-12
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-09-25 deposited with the CCDC.	2024-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.3386(7)
_cell_length_b                   22.7872(6)
_cell_length_c                   12.1836(4)
_cell_measurement_reflns_used    14780
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      29.6060
_cell_measurement_theta_min      2.8070
_cell_volume                     6479.5(3)
_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 0.996
_diffrn_measured_fraction_theta_max 0.901
_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    -13.00  89.00   0.50   13.14    --    0.80  46.00-180.00  204
  2  \w    -84.00 -56.00   0.50   13.14    --    0.80  28.00  60.00   56
  3  \w    -12.00  13.00   0.50   13.14    --    0.80  28.00  60.00   50
  4  \w     39.00  81.00   0.50   13.14    --    0.80  28.00  60.00   84
  5  \w    -86.00 -41.00   0.50   13.14    --    0.80  46.00-180.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0197782000
_diffrn_orient_matrix_UB_12      0.0183825000
_diffrn_orient_matrix_UB_13      -0.0277633000
_diffrn_orient_matrix_UB_21      0.0195451000
_diffrn_orient_matrix_UB_22      -0.0237472000
_diffrn_orient_matrix_UB_23      -0.0038924000
_diffrn_orient_matrix_UB_31      -0.0122562000
_diffrn_orient_matrix_UB_32      -0.0081987000
_diffrn_orient_matrix_UB_33      -0.0510270000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            60274
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.445
_diffrn_reflns_theta_min         2.577
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.615
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.012
_exptl_crystal_description       block
_exptl_crystal_F_000             2072
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details
;
 Flack x determined using 5770 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.007(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     652
_refine_ls_number_reflns         15647
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0357
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0607P)^2^+1.4029P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.0972
_reflns_Friedel_coverage         0.773
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.834
_reflns_number_gt                14152
_reflns_number_total             15647
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc05928j3.cif
_cod_data_source_block           compound3
_cod_depositor_comments
'Adding full bibliography for 1572732--1572735.cif.'
_cod_database_code               1572733
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         C60H60B4N4Se
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C21(H21), C20(H20), C22(H22), C12(H12), C18(H18), C16(H16), C19(H19), C6(H6),
 C27(H27), C34(H34), C13(H13), C25(H25), C4(H4), C36(H36), C15(H15), C42(H42),
 C48(H48), C46(H46), C14(H14), C43(H43), C50(H50), C52(H52), C49(H49), C55(H55),
  C57(H57), C51(H51), C45(H45), C44(H44)
2.b Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C29(H29A,H29B,H29C), C40(H40A,H40B,H40C), C10(H10A,H10B,
 H10C), C8(H8A,H8B,H8C), C61(H61A,H61B,H61C), C31(H31A,H31B,H31C), C59(H59A,
 H59B,H59C), C39(H39A,H39B,H39C), C30(H30A,H30B,H30C), C9(H9A,H9B,H9C),
 C60(H60A,H60B,H60C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              58173
_shelx_hkl_checksum              2888
_shelx_fab_checksum              5253
_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 2.086
_oxdiff_exptl_absorpt_empirical_full_min 0.580