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_1576573
_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 F24 I, C16 H36 N'
_chemical_formula_sum            'C60 H54 B2 F24 I N'
_chemical_formula_weight         1393.56
_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_block_doi                 10.5517/ccdc.csd.cc2hzrqz
_audit_creation_date             2023-08-19
_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                64.9990(10)
_cell_angle_beta                 89.1440(10)
_cell_angle_gamma                65.0120(10)
_cell_formula_units_Z            2
_cell_length_a                   14.0685(6)
_cell_length_b                   16.0771(6)
_cell_length_c                   18.5596(7)
_cell_measurement_reflns_used    9826
_cell_measurement_temperature    150.02
_cell_measurement_theta_max      26.10
_cell_measurement_theta_min      2.41
_cell_volume                     3379.3(2)
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.02
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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  0.0476
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            64286
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.394
_diffrn_reflns_theta_min         2.233
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.575
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7167
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0801 before and 0.0572 after correction.
The Ratio of minimum to maximum transmission is 0.9615.
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    1.370
_exptl_crystal_description       block
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.730
_refine_diff_density_min         -1.552
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1030
_refine_ls_number_reflns         13833
_refine_ls_number_restraints     377
_refine_ls_restrained_S_all      1.131
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0650
_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^)+(0.0538P)^2^+12.3553P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1566
_refine_ls_wR_factor_ref         0.1605
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12498
_reflns_number_total             13833
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc10013e2.cif
_cod_data_source_block           mo_ltt_3_59_2_0m_a
_cod_depositor_comments
'Adding full bibliography for 1576567--1576573.cif.'
_cod_database_code               1576573
_shelx_shelxl_version_number     2018/3
_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
2. Restrained distances
 C023-C0 \\sim C023-C1
 with sigma of 0.02
 C2-C01O \\sim C3-C01O
 with sigma of 0.02
 C5-C01C \\sim C4-C01C
 with sigma of 0.02
 C-C00M \\sim C6-C00M
 with sigma of 0.02
 C9-C013 \\sim C8-C013
 with sigma of 0.02
 C10A-C01J \\sim C10B-C01J
 with sigma of 0.02
 C7-C016 \\sim C10-C016
 with sigma of 0.02
 C7-C02I \\sim C10-C02I
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C02I \\sim C02O: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
Uanis(F24B) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(F24A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C02I) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(F6) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4. Rigid body (RIGU) restrains
 C023, F2, C1, F24A, F3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C023, C0, F1, F24B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C01O, F4, F5, F6, C2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C01C, F13, F14, C5, F15
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F10, C01C, F11, C4, F12
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F1A, C, F1B, F19, C00M
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C00M, F16, F17, C6, F18
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F1C, F1D, C9, F1E, C013
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C013, F20, F21, C8, F22
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C01J, C10A, F25A, F25, F23A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C01J, C10B, F25B, F24, F23B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C016, C02I, C10
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C016, C7, C02I
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(F0)=Sof(C0)=Sof(F1)=Sof(F24B)=1-FVAR(1)
 Sof(F2)=Sof(C1)=Sof(F24A)=Sof(F3)=FVAR(1)
 Sof(F4)=Sof(F5)=Sof(F6)=Sof(C2)=1-FVAR(2)
 Sof(F7)=Sof(F8)=Sof(F9)=Sof(C3)=FVAR(2)
 Sof(F10)=Sof(F11)=Sof(C4)=Sof(F12)=1-FVAR(3)
 Sof(F13)=Sof(F14)=Sof(C5)=Sof(F15)=FVAR(3)
 Sof(F16)=Sof(F17)=Sof(C6)=Sof(F18)=1-FVAR(4)
 Sof(F19)=Sof(F1A)=Sof(C)=Sof(F1B)=FVAR(4)
 Sof(F20)=Sof(F21)=Sof(C8)=Sof(F22)=1-FVAR(5)
 Sof(F1C)=Sof(F1D)=Sof(C9)=Sof(F1E)=FVAR(5)
 Sof(C10B)=Sof(F25B)=Sof(F24)=Sof(F23B)=1-FVAR(6)
 Sof(C10A)=Sof(F25A)=Sof(F25)=Sof(F23A)=FVAR(6)
 Fixed Sof: H01F(0.5) H01G(0.5) H01D(0.5) H01E(0.5) C7(0.5) H7A(0.5) H7B(0.5)
 H02I(0.5) H02J(0.5) H02K(0.5) H02L(0.5) C10(0.5) H10A(0.5) H10B(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C00V(H00A,H00B), C014(H01B,H01C), C016(H01F,H01G), C016(H01D,H01E), C019(H01N,
 H01O), C01B(H01P,H01Q), C01N(H01R,H01T), C7(H7A,H7B), C01T(H01U,H01V),
 C01X(H01X,H01Y), C01Y(H01Z,H), C025(H02A,H02B), C02I(H02I,H02J), C02I(H02K,
 H02L), C10(H10A,H10B)
6.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C00I(H00I), C00J(H00J), C00N(H00N), C00O(H00O), C00P(H00P),
 C00R(H00R), C00S(H00S), C00T(H00T), C00Z(H00Z), C010(H010), C011(H011),
 C01A(H01A), C01H(H01H), C01I(H01I), C01K(H01K), C01S(H01S), C01W(H01W)
6.c Idealised Me refined as rotating group:
 C017(H01J,H01L,H01M), C027(H02C,H02D,H02E), C02B(H02F,H02G,H02H), C02O(H02M,
 H02N,H02O)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              68688
_shelx_hkl_checksum              54050
_shelx_fab_checksum              20348
_olex2_submission_special_instructions 'No special instructions were received'