Harnessing transient CAAC-stabilized mesitylborylenes for chalcogen activation.
Michel, Maximilian; Endres, Lukas; Fantuzzi, Felipe; Krummenacher, Ivo; Braunschweig, Holger; Chemical science 16 (2025) 5632–5639; doi:10.1039/d5sc00154d

data_1574013
_publ_section_title
;
 Harnessing transient CAAC-stabilized mesitylborylenes for chalcogen
 activation.
;
_journal_issue                   13
_journal_name_full               'Chemical science'
_journal_page_first              5632
_journal_page_last               5639
_journal_paper_doi               10.1039/d5sc00154d
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C45 H74 B Li2 N O4 Se'
_chemical_formula_sum            'C45 H74 B Li2 N O4 Se'
_chemical_formula_weight         796.70
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-03-21
_audit_creation_method           'CIF-fill 1.4t (K.Radacki, 2005-23)'
_audit_update_record
;
2024-10-18 deposited with the CCDC.	2025-02-24 downloaded from the CCDC.
;
_cell_angle_alpha                81.4390(10)
_cell_angle_beta                 86.2260(10)
_cell_angle_gamma                88.7940(10)
_cell_formula_units_Z            4
_cell_length_a                   10.7762(2)
_cell_length_b                   16.8779(3)
_cell_length_c                   24.5726(3)
_cell_measurement_reflns_used    39346
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.2700
_cell_measurement_theta_min      4.3690
_cell_volume                     4409.59(13)
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 HPA
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HyPix Arc150'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  \w     34.00  84.00   0.50    0.48    --   76.43 -95.00-120.00  100
  2  \w     16.00  66.00   0.50    0.48    --   58.64 -95.00  90.00  100
  3  \w     31.00  93.00   0.50    0.48    --   76.43-112.00 120.00  124
  4  \w     34.00  84.00   0.50    0.48    --   76.43 -95.00 150.00  100
  5  \w     16.00  66.00   0.50    0.48    --   58.64 -95.00 150.00  100
  6  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00 120.00  100
  7  \w     34.00  84.00   0.50    0.48    --   76.43 -95.00   0.00  100
  8  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00 150.00  100
  9  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00 -30.00  100
 10  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00  60.00  100
 11  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00   0.00  100
 12  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00  30.00  100
 13  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00  90.00  100
 14  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00 -60.00  100
 15  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00 -90.00  100
 16  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00-120.00  100
 17  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00-150.00  100
 18  \w     42.00  92.00   0.50    0.48    --   84.40 -95.00-180.00  100
 19  \w    -74.00 -39.00   0.50    0.48    --  -26.00 -52.00  -8.20   70
 20  \w    -95.00 -60.00   0.50    0.48    --  -46.00 -49.00-108.94   70
 21  \w    -96.00 -59.00   0.50    0.48    --  -46.00 -44.00-152.89   74
 22  \w    -86.00 -51.00   0.50    0.48    --  -38.00 -51.00  62.45   70
 23  \w    -79.00 -44.00   0.50    0.48    --  -30.00 -49.00  93.25   70
 24  \w   -127.00 -40.00   0.50    0.48    --  -76.38 -15.00  30.00  174
 25  \w   -120.00 -86.00   0.50    0.48    --  -74.00 -59.00  50.59   68
 26  \w   -124.00 -94.00   0.50    0.48    --  -79.50 -64.00  84.22   60
 27  \w   -120.00 -86.00   0.50    0.48    --  -74.00 -60.00 140.68   68
 28  \w   -117.00 -85.00   0.50    0.48    --  -70.00 -58.00 102.42   64
 29  \w   -126.00 -92.00   0.50    0.48    --  -79.50 -57.00  38.80   68
 30  \w   -117.00 -83.00   0.50    0.48    --  -70.00 -56.00  30.04   68
 31  \w   -120.00 -86.00   0.50    0.48    --  -74.00 -59.00 -80.03   68
 32  \w   -121.00 -86.00   0.50    0.48    --  -74.00 -58.00-104.92   70
 33  \w   -124.00 -92.00   0.50    0.48    --  -79.50 -63.00-149.61   64
 34  \w   -127.00 -92.00   0.50    0.48    --  -79.50 -54.00-172.61   70
 35  \w   -121.00 -86.00   0.50    0.48    --  -74.00 -55.00-136.16   70
 36  \w   -110.00 -75.00   0.50    0.48    --  -62.00 -52.00 -63.32   70
 37  \w   -107.00 -72.00   0.50    0.48    --  -58.00 -48.00-175.24   70
 38  \w   -128.00 -93.00   0.50    0.48    --  -79.50 -50.00 -51.07   70
 39  \w   -120.00 -83.00   0.50    0.48    --  -70.00 -45.00 -37.77   74
 40  \w   -120.00 -83.00   0.50    0.48    --  -70.00 -46.00 -15.40   74
 41  \w   -124.00 -86.00   0.50    0.48    --  -74.00 -43.00  -0.33   76
 42  \w   -130.00 -92.00   0.50    0.48    --  -79.50 -42.00 -10.93   76
 43  \w   -110.00 -75.00   0.50    0.48    --  -62.00 -52.00  52.21   70
 44  \w   -124.00 -87.00   0.50    0.48    --  -74.00 -44.00 103.84   74
 45  \w   -129.00 -82.00   0.50    0.48    --  -76.38 -26.00 124.00   94
 46  \w   -122.00 -75.00   0.50    0.48    --  -69.77 -26.00 124.00   94
 47  \w   -113.00 -65.00   0.50    0.48    --  -60.28 -26.00 124.00   96
 48  \w   -122.00 -87.00   0.50    0.48    --  -74.00 -52.00 152.14   70
 49  \w   -131.00 -91.00   0.50    0.48    --  -79.50 -37.00  63.93   80
 50  \w   -126.00 -93.00   0.50    0.48    --  -79.50-120.00 -68.51   66
 51  \w   -126.00 -92.00   0.50    0.48    --  -79.50-123.00-153.66   68
 52  \w   -126.00 -93.00   0.50    0.48    --  -79.50-121.00  -8.76   66
 53  \w   -126.00 -93.00   0.50    0.48    --  -79.50-121.00  26.74   66
 54  \w   -126.00 -92.00   0.50    0.48    --  -79.50-123.00  56.32   68
 55  \w   -126.00 -92.00   0.50    0.48    --  -79.50-123.00  79.65   68
 56  \w    -92.00 -31.00   0.50    0.48    --  -76.38 112.00   0.00  122
 57  \w    -97.00 -33.00   0.50    0.48    --  -79.50 117.00 128.07  128
 58  \w    -97.00 -33.00   0.50    0.48    --  -79.50 115.00 -25.24  128
 59  \w    -97.00 -32.00   0.50    0.48    --  -78.00 114.00 -74.68  130
 60  \w    -97.00 -22.00   0.50    0.48    --  -69.77 126.00-120.00  150
 61  \w    -97.00 -33.00   0.50    0.48    --  -79.50 117.00-153.48  128
 62  \w    -92.00 -31.00   0.50    0.48    --  -76.38 112.00-120.00  122
 63  \w    -92.00 -31.00   0.50    0.48    --  -76.38 112.00  60.00  122
 64  \w     16.00  43.00   0.50    0.48    --    6.00  65.00 -58.33   54
 65  \w     34.00  60.00   0.50    0.48    --   22.00  58.00-130.47   52
 66  \w     30.00  56.00   0.50    0.48    --   18.00  60.00-170.55   52
 67  \w     34.00  60.00   0.50    0.48    --   22.00  59.00 -23.32   52
 68  \w     17.00  43.00   0.50    0.48    --    6.00  64.00 150.61   52
 69  \w     17.00  43.00   0.50    0.48    --    6.00  64.00  83.67   52
 70  \w     52.00  87.00   0.50    0.48    --   38.00  51.00  -3.01   70
 71  \w     64.00 111.00   0.50    0.48    --   58.64  26.00 -72.00   94
 72  \w     90.00 137.00   0.50    0.48    --   84.40  26.00 -72.00   94
 73  \w     77.00 124.00   0.50    0.48    --   71.40  26.00 -72.00   94
 74  \w     82.00 129.00   0.50    0.48    --   76.43  26.00 -72.00   94
 75  \w     48.00 135.00   0.50    0.48    --   84.40  15.00-120.00  174
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      -0.0276581000
_diffrn_orient_matrix_UB_12      0.0820561000
_diffrn_orient_matrix_UB_13      0.0187386000
_diffrn_orient_matrix_UB_21      -0.1390902000
_diffrn_orient_matrix_UB_22      -0.0206572000
_diffrn_orient_matrix_UB_23      0.0092431000
_diffrn_orient_matrix_UB_31      0.0204469000
_diffrn_orient_matrix_UB_32      -0.0368975000
_diffrn_orient_matrix_UB_33      0.0599944000
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_reflns_av_R_equivalents  0.1057
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            36914
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.017
_diffrn_reflns_theta_min         2.648
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_exptl_absorpt_coefficient_mu    1.455
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) Empirical 
 absorption correction using spherical harmonics, implemented in SCALE3 
 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_description       plate
_exptl_crystal_F_000             1712
_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          0.627
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.038
_refine_diff_density_max         0.787
_refine_diff_density_min         -1.161
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1272
_refine_ls_number_reflns         36914
_refine_ls_number_restraints     2040
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0577
_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^)+(0.1023P)^2^+1.6576P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1530
_refine_ls_wR_factor_ref         0.1619
_reflns_Friedel_coverage         0.000
_reflns_number_gt                30359
_reflns_number_total             36914
_reflns_threshold_expression     'I > 2\s(I)'
_twin_dimensionality             triperiodic
_twin_formation_mechanism        gt
_twin_morphology                 polysynthetic
_twin_special_details
;
 Component 2 rotated by -179.9122\% 
 around [0.99 0.03 0.15] (reciprocal) or [1.00 -0.00 0.00] (direct)
;
_cod_data_source_file            d5sc00154d2.cif
_cod_data_source_block           Li2(1-Se)
_cod_depositor_comments
'Adding full bibliography for 1574010--1574019.cif.'
_cod_database_code               1574013
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              33202