Gate-opening cooperative methanol binding to multi-bladed benzenes bearing 1,2-diboryl functionality.
Song, Yunyi; Yokoyama, Hiromichi; Shoji, Yoshiaki; Sakai, Hayato; Hasobe, Taku; Fukushima, Takanori; Chemical communications (Cambridge, England) 62 (2026) 3889–3892; doi:10.1039/d5cc06166k

data_7135368
_publ_section_title
;
 Gate-opening cooperative methanol binding to multi-bladed benzenes
 bearing 1,2-diboryl functionality.
;
_journal_issue                   12
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3889
_journal_page_last               3892
_journal_paper_doi               10.1039/d5cc06166k
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C78 H50 B2 N2 O2, C2 H3 N'
_chemical_formula_sum            'C80 H53 B2 N3 O2'
_chemical_formula_weight         1109.980
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-11-05
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-10-28 deposited with the CCDC.	2026-01-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.155(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.5760(2)
_cell_length_b                   13.6940(1)
_cell_length_c                   24.8877(3)
_cell_measurement_reflns_used    27086
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      74.5920
_cell_measurement_theta_min      2.5630
_cell_volume                     5904.27(11)
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.9993
_diffrn_measured_fraction_theta_max 0.9708
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -121.00 -15.00   0.50    1.82    --  -41.30 -24.00 -56.00  212
  2  \w    -27.00  38.00   0.50    1.82    --  -41.30  24.00 108.00  130
  3  \w     14.00 121.00   0.50    1.82    --   41.30  24.00 108.00  214
  4  \w    -38.00  37.00   0.50    1.82    --   41.30 -24.00 -56.00  150
  5  \w   -175.00 -78.00   0.50    7.27    -- -104.00 -24.00 -56.00  194
  6  \w     78.00 178.00   0.50    7.27    --  105.51  24.00 108.00  200
  7  \w    -24.00  39.00   0.50    1.82    --  -41.30  19.00-180.00  126
  8  \w     19.00  93.00   0.50    1.82    --   41.30-125.00-150.00  148
  9  \w    -66.00 -30.00   0.50    7.27    -- -104.00  61.00 -90.00   72
 10  \w    -66.00 -30.00   0.50    7.27    -- -104.00  61.00 120.00   72
 11  \w    -66.00 -30.00   0.50    7.27    -- -104.00  61.00 -60.00   72
 12  \w    -66.00 -30.00   0.50    7.27    -- -104.00  61.00-180.00   72
 13  \w    -66.00 -30.00   0.50    7.27    -- -104.00  61.00-150.00   72
 14  \w    -66.00 -30.00   0.50    7.27    -- -104.00  61.00-120.00   72
 15  \w     31.00  76.00   0.50    7.27    --  105.51 -61.00 -90.00   90
 16  \w     30.00  56.00   0.50    7.27    --  105.51 -45.00  60.00   52
 17  \w     30.00  56.00   0.50    7.27    --  105.51 -45.00   0.00   52
 18  \w     31.00  76.00   0.50    7.27    --  105.51 -61.00 -30.00   90
 19  \w     31.00  76.00   0.50    7.27    --  105.51 -61.00   0.00   90
 20  \w     31.00 107.00   0.50    7.27    --  105.51 -77.00 -90.00  152
 21  \w     30.00  56.00   0.50    7.27    --  105.51 -45.00 -30.00   52
 22  \w     32.00 106.00   0.50    7.27    --  105.51 -94.00-150.00  148
 23  \w     31.00  76.00   0.50    7.27    --  105.51 -61.00  30.00   90
 24  \w     34.00 111.00   0.50    7.27    --  105.51-125.00 -90.00  154
 25  \w     30.00  56.00   0.50    7.27    --  105.51 -45.00 -60.00   52
 26  \w     12.00 116.00   0.50    1.82    --   41.30  77.00 -90.00  208
 27  \w     12.00 107.00   0.50    1.82    --   41.30  77.00  90.00  190
 28  \w     12.00 116.00   0.50    1.82    --   41.30  77.00-180.00  208
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-DW'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0456517000
_diffrn_orient_matrix_UB_12      0.0317275000
_diffrn_orient_matrix_UB_13      0.0378749000
_diffrn_orient_matrix_UB_21      -0.0724154000
_diffrn_orient_matrix_UB_22      0.0155312000
_diffrn_orient_matrix_UB_23      -0.0544269000
_diffrn_orient_matrix_UB_31      -0.0240863000
_diffrn_orient_matrix_UB_32      -0.1067824000
_diffrn_orient_matrix_UB_33      0.0033399000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.9993
_diffrn_reflns_Laue_measured_fraction_max 0.9708
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            56950
_diffrn_reflns_point_group_measured_fraction_full 0.9993
_diffrn_reflns_point_group_measured_fraction_max 0.9708
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         75.06
_diffrn_reflns_theta_min         2.57
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              PhotonJet-DW
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77357
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_description       prism
_exptl_crystal_F_000             2326.685
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.4731
_refine_diff_density_min         -0.4689
_refine_diff_density_rms         0.0565
_refine_ls_d_res_high            0.7979
_refine_ls_d_res_low             17.1672
_refine_ls_goodness_of_fit_ref   1.0531
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    104
_refine_ls_number_parameters     785
_refine_ls_number_reflns         11823
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.0529
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.0036
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0968P)^2^+1.9997P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.1640
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -23
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              30
_reflns_limit_l_min              -14
_reflns_number_gt                9888
_reflns_number_total             11823
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5cc06166k2.cif
_cod_data_source_block           20231013-3x-acetonitrile_autored
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7135368
_chemical_oxdiff_formula         'C H O N B'
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C01W, C01Q
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C026, C02C
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C02A, C02B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C01Q, C01W
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00C(H00C), C00F(H00F), C00J(H00J), C00P(H00P), C00R(H00R),
 C00S(H00S), C00U(H00U), C00V(H00V), C00X(H00X), C00Y(H00Y), C00Z(H00Z),
 C011(H011), C012(H012), C014(H014), C015(H015), C017(H017), C018(H018),
 C019(H019), C01A(H01A), C01B(H01B), C01C(H01C), C01D(H01D), C01E(H01E),
 C01I(H01I), C01K(H01K), C01L(H01L), C01M(H01M), C01N(H01N), C01O(H01O),
 C01P(H01P), C01R(H01R), C01S(H01S), C01T(H01T), C01U(H01U), C01V(H01V),
 C01X(H01X), C01Y(H01Y), C01Z(H01Z), C020(H020), C021(H021), C022(H022),
 C023(H023), C024(H024), C026(H026), C029(H029), C02A(H02A), C02B(H02B),
 C02C(H02C), C02D(H02D)
3.b Idealised Me refined as rotating group:
 C02F(H02e,H02f,H02g)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.300
_oxdiff_exptl_absorpt_empirical_full_min 0.768