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_1572735
_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 Se4.85'
_chemical_formula_sum            'C62 H64 B4 N4 Se4.85'
_chemical_formula_weight         1291.36
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-08-09
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-09-03 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            8
_cell_length_a                   14.4403(4)
_cell_length_b                   25.7841(9)
_cell_length_c                   32.0022(11)
_cell_measurement_reflns_used    26582
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      28.0910
_cell_measurement_theta_min      2.8150
_cell_volume                     11915.4(7)
_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 0.920
_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    -23.00   2.00   0.50   32.00    --    0.90  11.00-113.00   50
  2  \w     28.00  89.00   0.50   32.00    --    0.90   9.00   0.00  122
  3  \w     38.00  87.00   0.50   32.00    --    0.90   9.00 120.00   98
  4  \w     24.00  75.00   0.50   32.00    --    0.90  37.00-180.00  102
  5  \w     17.00  89.00   0.50   32.00    --    0.90  55.00 120.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0088725000
_diffrn_orient_matrix_UB_12      -0.0047667000
_diffrn_orient_matrix_UB_13      0.0214719000
_diffrn_orient_matrix_UB_21      -0.0037433000
_diffrn_orient_matrix_UB_22      -0.0270402000
_diffrn_orient_matrix_UB_23      -0.0035727000
_diffrn_orient_matrix_UB_31      0.0481792000
_diffrn_orient_matrix_UB_32      -0.0012371000
_diffrn_orient_matrix_UB_33      -0.0042330000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0803
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            116527
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.595
_diffrn_reflns_theta_min         2.502
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_exptl_absorpt_coefficient_mu    3.024
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_description       plate
_exptl_crystal_F_000             5191
_refine_diff_density_max         1.774
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     716
_refine_ls_number_reflns         15390
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0575
_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^)+(0.0478P)^2^+28.9789P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1209
_refine_ls_wR_factor_ref         0.1327
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10897
_reflns_number_total             15390
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc05928j3.cif
_cod_data_source_block           Se_spiro
_cod_depositor_comments
'Adding full bibliography for 1572732--1572735.cif.'
_cod_database_code               1572735
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         C60H60B4N4Se5
_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. Restrained distances
 Se3A-Se4A \\sim Se4B-Se4A
 with sigma of 0.02
 Se3A-C32 \\sim Se4B-C32
 with sigma of 0.02
 Se5A-Se4A \\sim Se3B-Se4A
 with sigma of 0.02
 Se5A-C1 \\sim Se3B-C1
 with sigma of 0.02
 Se1-Se7A \\sim Se1-Se2B
 with sigma of 0.02
 C1-Se7A \\sim C1-Se2B
 with sigma of 0.02
3. Others
 Sof(Se4B)=Sof(Se3B)=Sof(Se2B)=1-FVAR(1)
 Sof(Se5A)=Sof(Se3A)=Sof(Se4A)=Sof(Se7A)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C51(H51), C61(H61), C57(H57), C4(H4), C52(H52), C55(H55), C15(H15), C37(H37),
 C53(H53), C25(H25), C31(H31), C27(H27), C60(H60), C58(H58), C21(H21), C59(H59),
  C54(H54), C6(H6), C13(H13), C29(H29), C30(H30), C28(H28), C44(H44), C46(H46),
 C35(H35), C22(H22), C23(H23), C24(H24)
4.b Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C48(H48a,H48b,H48c), C8(H8a,H8b,H8c), C41(H41a,H41b,
 H41c), C19(H19a,H19b,H19c), C39(H39a,H39b,H39c), C10(H10a,H10b,H10c), C18(H18a,
 H18b,H18c), C47(H47a,H47b,H47c), C9(H9a,H9b,H9c), C40(H40a,H40b,H40c),
 C49(H49a,H49b,H49c)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              80441
_shelx_hkl_checksum              75713
_shelx_fab_checksum              33914
_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 1.178
_oxdiff_exptl_absorpt_empirical_full_min 0.824