Dicationic dibenzo[1,4]azaborine with an open-shell electronic structure
Yang, Peiyuan; Chen, Yizhou; Kuroda, Takuma; Morishita, Haruto; Fukumoto, Hiroki; Morita, Masato; Masada, Koichiro; Sasamori, Takahiro; Kubo, Kazuya; Marumoto, Kazuhiro; Inoue, Ryo; Kato, Shin-ichiro; Agou, Tomohiro; Chemical Communications 61 (2025) 7847–7850; doi:10.1039/D5CC01762A

data_7134450
_publ_section_title
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 Dicationic dibenzo[1,4]azaborine with an open-shell electronic structure
;
_journal_issue                   43
_journal_name_full               'Chemical Communications'
_journal_page_first              7847
_journal_page_last               7850
_journal_paper_doi               10.1039/D5CC01762A
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         '2(F6 Sb), C73 H86 B N3, C4 H10 O'
_chemical_formula_sum            'C77 H96 B F12 N3 O Sb2'
_chemical_formula_weight         1561.87
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-04-22
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-09-27 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_cell_angle_alpha                63.221(4)
_cell_angle_beta                 81.517(3)
_cell_angle_gamma                89.492(3)
_cell_formula_units_Z            2
_cell_length_a                   15.2096(4)
_cell_length_b                   16.6088(6)
_cell_length_c                   17.4936(7)
_cell_measurement_reflns_used    16481
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      26.799
_cell_measurement_theta_min      2.958
_cell_volume                     3893.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2015)'
_diffrn_ambient_temperature      173.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measurement_device_type  'Pilatus P200'
_diffrn_measurement_method       \w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0738
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            61213
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_theta_full        27.500
_diffrn_reflns_theta_max         29.884
_diffrn_reflns_theta_min         2.788
_diffrn_source                   'Rigaku VariMax Dual Source'
_exptl_absorpt_coefficient_mu    0.765
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.46949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic dark violet'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_description       plate
_exptl_crystal_F_000             1604
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2, Et2O'
_exptl_crystal_size_max          0.113
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.055
_refine_diff_density_max         0.903
_refine_diff_density_min         -0.684
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1013
_refine_ls_number_reflns         20095
_refine_ls_number_restraints     924
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0591
_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^)+(0.0627P)^2^+3.5360P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1270
_refine_ls_wR_factor_ref         0.1437
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12911
_reflns_number_total             20095
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc01762a3.cif
_cod_data_source_block           dbabsbf6ts
_cod_depositor_comments          'Adding full bibliography for 7134450.cif.'
_cod_database_code               7134450
_shelx_shelxl_version_number     2018/3
_oxdiff_exptl_absorpt_empirical_full_min 0.462
_oxdiff_exptl_absorpt_empirical_full_max 1.469
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_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
Sb8 \\sim Sb9 \\sim F9 \\sim F10 \\sim F11 \\sim F12 \\sim F13 \\sim F14 \\sim
F15 \\sim F16 \\sim F17 \\sim F18 \\sim F19 \\sim F20: within 3A with sigma of
0.01 and sigma for terminal atoms of 0.01 within 3A
Sb1 \\sim Sb12 \\sim F2 \\sim F3 \\sim F4 \\sim F5 \\sim F27 \\sim F28 \\sim
F21 \\sim F22 \\sim F23 \\sim F24 \\sim F25 \\sim F26: within 3A with sigma of
0.01 and sigma for terminal atoms of 0.01 within 3A
3. Others
 Sof(F12)=Sof(Sb9)=Sof(F16)=Sof(F15)=Sof(F17)=Sof(F19)=Sof(F20)=1-FVAR(1)
 Sof(Sb8)=Sof(F14)=Sof(F11)=Sof(F9)=Sof(F13)=Sof(F10)=Sof(F18)=FVAR(1)
 Sof(Sb12)=Sof(F23)=Sof(F24)=Sof(F21)=Sof(F25)=Sof(F26)=Sof(F22)=1-FVAR(2)
 Sof(Sb1)=Sof(F2)=Sof(F27)=Sof(F4)=Sof(F5)=Sof(F3)=Sof(F28)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C43(H43), C40(H40), C46(H46)
4.b Secondary CH2 refined with riding coordinates:
 C92(H92A,H92B), C94(H94A,H94B)
4.c Aromatic/amide H refined with riding coordinates:
 C31(H31), C30(H30), C24(H24), C86(H86), C51(H51), C33(H33), C76(H76),
 C38(H38), C25(H25), C72(H72), C75(H75), C27(H27), C61(H61), C73(H73), C52(H52),
  C65(H65), C62(H62), C82(H82), C85(H85), C55(H55), C15(H15), C19(H19),
 C36(H36), C54(H54), C83(H83), C64(H64), C18(H18), C16(H16), C17(H17)
4.d Idealised Me refined as rotating group:
 C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C42(H42A,H42B,H42C), C41(H41A,H41B,
 H41C), C88(H88A,H88B,H88C), C47(H47A,H47B,H47C), C58(H58A,H58B,H58C), C48(H48A,
 H48B,H48C), C68(H68A,H68B,H68C), C79(H79A,H79B,H79C), C89(H89A,H89B,H89C),
 C69(H69A,H69B,H69C), C67(H67A,H67B,H67C), C78(H78A,H78B,H78C), C57(H57A,H57B,
 H57C), C59(H59A,H59B,H59C), C80(H80A,H80B,H80C), C90(H90A,H90B,H90C), C95(H95A,
 H95B,H95C), C93(H93A,H93B,H93C)
;
_shelx_res_checksum              41593
_shelx_hkl_checksum              79620
_olex2_submission_special_instructions 'No special instructions were received'