Structure-constraint induced increase in Lewis acidity of tris(<i>ortho</i>-carboranyl)borane and selective complexation with Bestmann ylides.
Xiang, Libo; Wang, Junyi; Matler, Alexander; Ye, Qing; Chemical science 15 (2024) 17944–17949; doi:10.1039/d4sc06144f

data_1572801
_publ_section_title
;
 Structure-constraint induced increase in Lewis acidity of
 tris(<i>ortho</i>-carboranyl)borane and selective complexation with
 Bestmann ylides.
;
_journal_issue                   43
_journal_name_full               'Chemical science'
_journal_page_first              17944
_journal_page_last               17949
_journal_paper_doi               10.1039/d4sc06144f
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C26 H64 B31 O P, C7 H8'
_chemical_formula_sum            'C33 H72 B31 O P'
_chemical_formula_weight         850.277
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_audit_creation_date             2024-02-20
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-05-15 deposited with the CCDC.	2024-10-03 downloaded from the CCDC.
;
_cell_angle_alpha                69.719(1)
_cell_angle_beta                 81.164(1)
_cell_angle_gamma                78.446(1)
_cell_formula_units_Z            2
_cell_length_a                   10.9967(1)
_cell_length_b                   15.5241(2)
_cell_length_c                   15.9285(3)
_cell_measurement_reflns_used    30514
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.6620
_cell_measurement_theta_min      2.9450
_cell_volume                     2488.44(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)''
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HyPix Arc150'
_diffrn_measured_fraction_theta_full 0.9860
_diffrn_measured_fraction_theta_max 0.9390
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w   -122.00 -89.00   0.50    0.30    --  -74.00 -42.00-164.18   66
  2  \w   -128.00 -94.00   0.50    0.30    --  -79.15 -41.00  61.91   68
  3  \w   -114.00 -81.00   0.50    0.30    --  -66.00 -44.00 150.92   66
  4  \w   -124.00 -55.00   0.50    0.30    --  -75.91 -15.00-150.00  138
  5  \w   -128.00 -93.00   0.50    0.30    --  -79.15 -37.00 146.46   70
  6  \w    -54.00 -28.00   0.50    0.30    --  -14.00 -58.00 -70.06   52
  7  \w    -97.00 -36.00   0.50    0.30    --  -79.15 114.00-114.90  122
  8  \w    -85.00 -17.00   0.50    0.30    --  -61.85 125.00 -30.00  136
  9  \w    -98.00 -35.00   0.50    0.30    --  -79.15 119.00 -69.04  126
 10  \w    -54.00 -28.00   0.50    0.30    --  -14.00 -57.00  -6.60   52
 11  \w   -100.00 -31.00   0.50    0.30    --  -75.91 125.00-150.00  138
 12  \w   -104.00 -74.00   0.50    0.30    --  -58.00 -51.00  15.04   60
 13  \w   -118.00 -88.00   0.50    0.30    --  -74.00 -60.00 144.64   60
 14  \w     28.00  54.00   0.50    0.30    --   14.00  61.00 -99.21   52
 15  \w     58.00  88.00   0.50    0.30    --   42.00  52.00 169.90   60
 16  \w   -126.00 -95.00   0.50    0.30    --  -79.15 -51.00  41.21   62
 17  \w   -115.00 -85.00   0.50    0.30    --  -70.00 -58.00  -1.50   60
 18  \w     50.00  80.00   0.50    0.30    --   34.00  52.00  76.91   60
 19  \w    -88.00 -58.00   0.50    0.30    --  -42.00 -51.00  89.73   60
 20  \w     29.00  97.00   0.50    0.30    --   73.64-125.00 -90.00  136
 21  \w     39.00 100.00   0.50    0.30    --   83.32-125.00  90.00  122
 22  \w   -119.00 -88.00   0.50    0.30    --  -74.00 -57.00 -94.21   62
 23  \w   -124.00 -55.00   0.50    0.30    --  -75.91 -15.00 -60.00  138
 24  \w   -122.00 -95.00   0.50    0.30    --  -79.15 -65.00 -48.69   54
 25  \w    -96.00 -65.00   0.50    0.30    --  -50.00 -52.00 173.22   62
 26  \w   -123.00 -93.00   0.50    0.30    --  -79.15 -62.00-156.98   60
 27  \w   -119.00 -89.00   0.50    0.30    --  -74.00 -56.00 -17.94   60
 28  \w     25.00  55.00   0.50    0.30    --   10.00  57.00 148.80   60
 29  \w     54.00  85.00   0.50    0.30    --   38.00  51.00 -99.74   62
 30  \w   -108.00 -77.00   0.50    0.30    --  -62.00 -52.00  51.38   62
 31  \w   -110.00 -78.00   0.50    0.30    --  -62.00 -46.00  73.75   64
 32  \w    -85.00 -17.00   0.50    0.30    --  -61.85 125.00  60.00  136
 33  \w   -123.00 -87.00   0.50    0.30    --  -74.00 -35.00 -75.75   72
 34  \w    -97.00 -36.00   0.50    0.30    --  -79.15 114.00 117.14  122
 35  \w   -105.00 -74.00   0.50    0.30    --  -58.00 -50.00-148.35   62
 36  \w    -97.00 -35.00   0.50    0.30    --  -79.15 116.00  76.17  124
 37  \w     36.00  97.00   0.50    0.30    --   79.15-115.00  40.22  122
 38  \w     58.00  89.00   0.50    0.30    --   42.00  51.00 -69.34   62
 39  \w     29.00  97.00   0.50    0.30    --   73.64-125.00   0.00  136
 40  \w   -105.00 -74.00   0.50    0.30    --  -58.00 -47.00 -61.50   62
 41  \w     43.00  89.00   0.50    0.30    --   83.32 -95.00 -90.00   92
 42  \w    -36.00 -10.00   0.50    0.30    --  -14.00 121.00 -96.12   52
 43  \w   -124.00 -55.00   0.50    0.30    --  -75.91 -15.00  60.00  138
 44  \w     43.00  89.00   0.50    0.30    --   83.32 -95.00-180.00   92
 45  \w    -97.00 -36.00   0.50    0.30    --  -79.15 114.00-166.49  122
 46  \w     19.00  66.00   0.50    0.30    --   60.18 -95.00   0.00   94
 47  \w     94.00 128.00   0.50    0.30    --   79.15  41.00  51.68   68
 48  \w     43.00  89.00   0.50    0.30    --   83.32 -95.00  90.00   92
 49  \w    -59.00 -19.00   0.50    0.30    --  -30.00 133.00 123.61   80
 50  \w    -97.00 -35.00   0.50    0.30    --  -79.15 116.00  41.98  124
 51  \w   -100.00 -31.00   0.50    0.30    --  -75.91 125.00 120.00  138
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_Laue_measured_fraction_full 0.9860
_diffrn_reflns_Laue_measured_fraction_max 0.9390
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            45284
_diffrn_reflns_point_group_measured_fraction_full 0.9860
_diffrn_reflns_point_group_measured_fraction_max 0.9390
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         75.14
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.678
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.814
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023) Numerical 
 absorption correction based on gaussian integration over a multifaceted 
 crystal model Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_description       block
_exptl_crystal_F_000             896.568
_exptl_crystal_preparation
;
 For data collection the crystal was immersed in a film of perfluoropolyether 
 oil, mounted on a polyimide loop and transferred to stream of cold nitrogen 
 (Oxford Cryostream 800).
;
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.8271
_refine_diff_density_min         -0.4383
_refine_diff_density_rms         0.0988
_refine_ls_d_res_high            0.7976
_refine_ls_d_res_low             14.8782
_refine_ls_goodness_of_fit_ref   1.0242
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    127
_refine_ls_number_parameters     596
_refine_ls_number_reflns         9641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0242
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0703
_refine_ls_shift/su_max          -0.0005
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+12.0003P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1808
_refine_ls_wR_factor_ref         0.1814
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              19
_reflns_limit_k_min              -17
_reflns_limit_l_max              19
_reflns_limit_l_min              0
_reflns_number_gt                9020
_reflns_number_total             9641
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4sc06144f3.cif
_cod_data_source_block           3b
_cod_depositor_comments
'Adding full bibliography for 1572799--1572802.cif.'
_cod_database_code               1572801
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C1(H1), C7(H7), C20(H20)
1.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C33(H33a,H33b), C4(H4a,H4b), C5(H5a,H5b), C6(H6a,H6b), C8(H8a,
 H8b), C9(H9a,H9b), C10(H10a,H10b), C11(H11a,H11b), C12(H12a,H12b), C21(H21a,
 H21b), C22(H22a,H22b), C23(H23a,H23b), C24(H24a,H24b), C25(H25a,H25b)
1.c Aromatic/amide H refined with riding coordinates:
 C27(H27a), C28(H28a), C29(H29a), C30(H30a), C31(H31a)
1.d Idealised Me refined as rotating group:
 C32(H32a,H32b,H32c)
1.e Boron cage BH refined with riding coordinates:
 B2(H2), C3(H3), B4(H4), B5(H5), B6(H6), B7(H7a), B8(H8), B9(H9), B10(H10),
 B11(H11), B12(H12), B13(H13), B14(H14), B15(H15), B16(H16), B17(H17), B18(H18),
  B19(H19), B20(H20a), B21(H21), B22(H22), B23(H23), B24(H24), B25(H25),
 B26(H26), B27(H27), B28(H28), B29(H29), B30(H30), B31(H31), B32(H32)
;
_olex2_submission_special_instructions 'No special instructions were received'