Modulating halide leaving-group trends through recognition by bisboranes
Liu, Tong-Tong; Li, Xiao-Wen; Cui, Yun-Shu; Deng, Zi-Hao; Liu, Feng; Zhai, Dan-Dan; Shi, Zhang-Jie; Chemical Science  (2026) –; doi:10.1039/D5SC10013E

data_1576572
_publ_section_title
;
 Modulating halide leaving-group trends through recognition by bisboranes.
;
_journal_issue                   14
_journal_name_full               'Chemical science'
_journal_page_first              6949
_journal_page_last               6955
_journal_paper_doi               10.1039/d5sc10013e
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C44 H18 B2 Br F24, C16 H36 N'
_chemical_formula_sum            'C60 H54 B2 Br F24 N'
_chemical_formula_weight         1346.57
_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
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2hzrr0
_audit_creation_date             2023-08-03
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-01-04 deposited with the CCDC.	2026-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                113.668(2)
_cell_angle_beta                 91.672(2)
_cell_angle_gamma                115.439(2)
_cell_formula_units_Z            2
_cell_length_a                   13.9190(7)
_cell_length_b                   16.0936(8)
_cell_length_c                   18.4939(8)
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    149.99
_cell_measurement_theta_max      27.66
_cell_measurement_theta_min      2.31
_cell_volume                     3323.1(3)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      149.99
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0601
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            65860
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.307
_diffrn_reflns_theta_min         2.247
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.722
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7130
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0791 before and 0.0569 after correction.
The Ratio of minimum to maximum transmission is 0.9561.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_description       block
_exptl_crystal_F_000             1364
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.709
_refine_diff_density_min         -0.859
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1040
_refine_ls_number_reflns         16509
_refine_ls_number_restraints     488
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0689
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0954P)^2^+4.7537P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1783
_refine_ls_wR_factor_ref         0.1943
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12387
_reflns_number_total             16509
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc10013e2.cif
_cod_data_source_block           mo_ltt_3_30_1_0m_a
_cod_depositor_comments
'Adding full bibliography for 1576567--1576573.cif.'
_cod_database_code               1576572
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.931
_shelx_estimated_absorpt_t_min   0.931
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C1-C014 \\sim C014-C0
 with sigma of 0.02
 C4-C01X \\sim C3-C01X
 with sigma of 0.02
 C6-C01T \\sim C5-C01T
 with sigma of 0.02
 F8-C3 \\sim C8-C021 \\sim C7-C021
 with sigma of 0.02
 C10-C00Q \\sim C9-C00Q
 with sigma of 0.02
 C11-C02D \\sim C12-C02D
 with sigma of 0.02
 C11-C024 \\sim C12-C024
 with sigma of 0.02
 C13-C00X \\sim C14-C00X
 with sigma of 0.02
 C2A-C02H \\sim C2B-C02H
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(F6) \\sim
Ueq, Uanis(F9) \\sim Ueq, Uanis(F10) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(F11)
\\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(F19) \\sim Ueq, Uanis(F20) \\sim Ueq, Uanis(F18) \\sim Ueq, Uanis(C7)
\\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(F1A) \\sim Ueq, Uanis(F1B) \\sim Ueq,
Uanis(F1C) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F1C) \\sim Ueq, Uanis(F19) \\sim Ueq, Uanis(F20) \\sim Ueq, Uanis(F18)
\\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(F1A) \\sim Ueq,
Uanis(F1B) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Rigid body (RIGU) restrains
 F3, C1, F5, F4, C014
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F0, C0, F2, F1, C014
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F10, F11, F9, C4, C01X
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F7, F8, C3, F6, C01X
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F16, F17, C6, F15, C01T
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F14, C01T, F12, C5, F13
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C8, F1A, F1B, F1C, C021
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F19, C021, F20, F18, C7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F1E, F1D, C10, F1F, C00Q
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C9, F23, F22, F21, C00Q
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C11, C024, C02D
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C024, C12, C02D
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F1G, F1H, C14, F1I, C00X
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F24, F26, F25, C13, C00X
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C2A, C02H
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C2B, C02H
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(F0)=Sof(F1)=Sof(F2)=Sof(C0)=1-FVAR(1)
 Sof(F3)=Sof(F4)=Sof(F5)=Sof(C1)=FVAR(1)
 Sof(F7)=Sof(F8)=Sof(C3)=Sof(F6)=1-FVAR(2)
 Sof(F9)=Sof(F10)=Sof(C4)=Sof(F11)=FVAR(2)
 Sof(F14)=Sof(F12)=Sof(C5)=Sof(F13)=1-FVAR(3)
 Sof(F15)=Sof(C6)=Sof(F16)=Sof(F17)=FVAR(3)
 Sof(F19)=Sof(F20)=Sof(F18)=Sof(C7)=1-FVAR(4)
 Sof(C8)=Sof(F1A)=Sof(F1B)=Sof(F1C)=FVAR(4)
 Sof(F21)=Sof(C9)=Sof(F23)=Sof(F22)=1-FVAR(5)
 Sof(F1D)=Sof(F1E)=Sof(C10)=Sof(F1F)=FVAR(5)
 Sof(H02E)=Sof(H02F)=Sof(H02M)=Sof(H02N)=Sof(H02O)=Sof(C11)=Sof(H11A)=
 Sof(H11B)=1-FVAR(6)
 Sof(H02C)=Sof(H02D)=Sof(H02J)=Sof(H02K)=Sof(H02L)=Sof(C12)=Sof(H12A)=
 Sof(H12B)=FVAR(6)
 Sof(F24)=Sof(F26)=Sof(F25)=Sof(C13)=1-FVAR(7)
 Sof(F1G)=Sof(F1H)=Sof(C14)=Sof(F1I)=FVAR(7)
 Sof(H02R)=Sof(H02S)=Sof(C2B)=Sof(H2BA)=Sof(H2BB)=Sof(H2BC)=1-FVAR(8)
 Sof(H02P)=Sof(H02Q)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=FVAR(8)
6.a Secondary CH2 refined with riding coordinates:
 C00O(H00C,H00D), C00Z(H00E,H00F), C010(H01B,H01E), C012(H01F,H01G), C01E(H01H,
 H01I), C01K(H01J,H01K), C01W(H01O,H01P), C01Y(H01Q,H01R), C020(H02A,H02B),
 C024(H02E,H02F), C024(H02C,H02D), C11(H11A,H11B), C02H(H02P,H02Q), C02H(H02R,
 H02S), C12(H12A,H12B)
6.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C00A(H00A), C00B(H00B), C00G(H00G), C00H(H00H), C00M(H00M),
 C00R(H00R), C00S(H00S), C00T(H00T), C00V(H00V), C00Y(H00Y), C011(H011),
 C013(H013), C016(H016), C019(H019), C01A(H01A), C01C(H01C), C01D(H01D)
6.c Idealised Me refined as rotating group:
 C01P(H01L,H01M,H01N), C02A(H02G,H02H,H02I), C02D(H02M,H02N,H02O), C02D(H02J,
 H02K,H02L), C2B(H2BA,H2BB,H2BC), C2A(H2AA,H2AB,H2AC)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              75993
_shelx_hkl_checksum              17359
_shelx_fab_checksum              26589
_olex2_submission_special_instructions 'No special instructions were received'