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_1576568
_publ_section_title
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 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         '2(C44 H18 B2 F25), C16 H36 N, C16 H34.504 N'
_chemical_formula_sum            'C120 H105 B4 F50 N2'
_chemical_formula_weight         2568.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2hzrt2
_audit_creation_date             2024-01-03
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
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2024-01-04 deposited with the CCDC.	2026-02-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.106(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   38.975(2)
_cell_length_b                   12.6529(10)
_cell_length_c                   25.2038(19)
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    150.01
_cell_measurement_theta_max      70.11
_cell_measurement_theta_min      2.46
_cell_volume                     11879.3(14)
_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      150.01
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            118715
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.141
_diffrn_reflns_theta_min         2.372
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.221
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5232
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1147 before and 0.0696 after correction.
The Ratio of minimum to maximum transmission is 0.6945.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_description       block
_exptl_crystal_F_000             5236
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1864
_refine_ls_number_reflns         22515
_refine_ls_number_restraints     429
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0647
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0868P)^2^+9.1747P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1710
_refine_ls_wR_factor_ref         0.1809
_reflns_Friedel_coverage         0.000
_reflns_number_gt                18617
_reflns_number_total             22515
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc10013e2.cif
_cod_data_source_block           cu_ltt_3_bencheng_f_1_0m_a
_cod_depositor_comments
'Adding full bibliography for 1576567--1576573.cif.'
_cod_original_cell_volume        11879.4(15)
_cod_database_code               1576568
_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
 C13-C12
 1.5 with sigma of 0.02
 C02B-C1 \\sim C03J-C027 \\sim C02B-C0
 with sigma of 0.02
 C2-C032 \\sim C3-C032
 with sigma of 0.02
 C5-C030 \\sim C4-C030
 with sigma of 0.02
 C7-C03R \\sim C6-C03R
 with sigma of 0.02
 C9-C02W \\sim C8-C02W
 with sigma of 0.02
 C11-C029 \\sim C10-C029
 with sigma of 0.02
 N019-C040 \\sim C14-C04S \\sim C12-C04S
 with sigma of 0.02
 F01N-C03S \\sim F01O-C03S
 with sigma of 0.02
 F021-C03S \\sim F24-C03S
 with sigma of 0.02
 F02Y-C03S \\sim F02Z-C03S
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C02B, F39A, C1, F38A, F40A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F39B, C02B, C0, F38B, F40B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C032, F3, F4, C3, F5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F0, C032, F1, C2, F2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C030, F9, F10, F11, C5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F6, F7, C030, F8, C4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C03R, F15, F16, F17, C7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F12, C03R, F13, F14, C6
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C02W, C03Z, F1A, F1B, F1C, C9
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C02W, C8, F18, F19, F20
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 HF, F1D, F1E, F1F, C11, C029
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F21, F22, F23, C10, HF, C029
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C04S, C14, C15
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 H04G, C04S, C12, C13
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C03S, F01O, F24, F02Z
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F01N, F021, F02Y, C03S
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4. Others
 Sof(F39B)=Sof(C0)=Sof(F38B)=Sof(F40B)=1-FVAR(1)
 Sof(F39A)=Sof(C1)=Sof(F38A)=Sof(F40A)=FVAR(1)
 Sof(F0)=Sof(F1)=Sof(C2)=Sof(F2)=1-FVAR(2)
 Sof(F3)=Sof(F4)=Sof(C3)=Sof(F5)=FVAR(2)
 Sof(F6)=Sof(F7)=Sof(F8)=Sof(C4)=1-FVAR(3)
 Sof(F9)=Sof(F10)=Sof(F11)=Sof(C5)=FVAR(3)
 Sof(F12)=Sof(F13)=Sof(F14)=Sof(C6)=1-FVAR(4)
 Sof(F15)=Sof(F16)=Sof(F17)=Sof(C7)=FVAR(4)
 Sof(F18)=Sof(F19)=Sof(F20)=Sof(C8)=1-FVAR(5)
 Sof(F1A)=Sof(F1B)=Sof(F1C)=Sof(C9)=FVAR(5)
 Sof(F21)=Sof(F22)=Sof(F23)=Sof(C10)=1-FVAR(6)
 Sof(F1D)=Sof(F1E)=Sof(F1F)=Sof(C11)=FVAR(6)
 Sof(H04R)=Sof(H04S)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C13)=1-FVAR(7)
 Sof(H04P)=Sof(H04Q)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15A)=Sof(H15B)=
 Sof(H15C)=FVAR(7)
 Sof(F01O)=Sof(F24)=Sof(F02Z)=1-FVAR(8)
 Sof(F01N)=Sof(F021)=Sof(F02Y)=FVAR(8)
5.a Secondary CH2 refined with riding coordinates:
 C02N(H02A,H02B), C02P(H02F,H02H), C02T(H02C,H02E), C031(H03F,H03G), C034(H03H,
 H03M), C039(H03N,H03O), C03A(H03P,H03Q), C03E(H03R,H03S), C03O(H03T,H03U),
 C03P(H03A,H03B), C03U(H03V,H03W), C03W(H03D,H03E), C03Z(H03Y,H), C040(H04A,
 H04B), C045(H04,HC), C048(H04F,H04G), C04B(H04H,H04I), C04E(H1,HD), C04M(H04J,
 H04K), C04O(H04L,H04M), C04P(H04N,H04O), C04R(H4,HI), C04S(H04R,H04S),
 C04S(H04P,H04Q), C12(H12A,H12B), C14(H14A,H14B)
5.b Aromatic/amide H refined with riding coordinates:
 C00Y(H00Y), C00Z(H00Z), C014(H014), C018(H018), C01A(H01A), C01C(H01C),
 C01E(H01E), C01I(H01I), C01L(H01L), C01M(H01M), C01P(H01P), C01Q(H01Q),
 C01R(H01R), C01W(H01W), C01X(H01X), C01Z(H01Z), C020(H020), C025(H025),
 C026(H026), C028(H028), C02D(H02D), C02G(H02G), C02J(H02J), C02L(H02L),
 C02O(H02O), C02R(H02R), C02V(H02V), C02Z(H02Z), C035(H035), C03C(H03C),
 C03I(H03I), C03J(H03J), C03K(H03K), C03L(H03L), C03X(H03X), C042(H042)
5.c Idealised Me refined as rotating group:
 C044(H04Z,HA,HB), C046(H04C,H04D,H04E), C04J(H2,HE,HF), C04K(H3,HG,HH),
 C04U(H04T,H04U,H04V), C04V(H5,HJ,HK), C04W(H04W,H04X,H04Y), C15(H15A,H15B,H15C)
;
_shelx_res_checksum              12572
_shelx_hkl_checksum              35279
_olex2_submission_special_instructions 'No special instructions were received'