9-Borabicyclo[3.3.1]nonane: a metal-free catalyst for the hydroboration of carbodiimides
Ramos, Alberto; Antiñolo, Antonio; Carrillo-Hermosilla, Fernando; Fernández-Galán, Rafael; García-Vivó, Daniel; Chemical Communications  (2019) –; doi:10.1039/C9CC00593E

data_7123018
_publ_section_title
;
 9-Borabicyclo[3.3.1]nonane: a metal-free catalyst for the hydroboration
 of carbodiimides
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC00593E
_journal_year                    2019
_chemical_formula_sum            'C33 H49 B N2'
_chemical_formula_weight         484.55
_chemical_name_common            4
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2018-11-29 deposited with the CCDC.
2019-02-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.704(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.1308(17)
_cell_length_b                   10.9346(11)
_cell_length_c                   19.7707(18)
_cell_measurement_reflns_used    7862
_cell_measurement_temperature    136(20)
_cell_measurement_theta_max      69.5350
_cell_measurement_theta_min      3.1280
_cell_volume                     3039.2(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    SUPERFLIP
_diffrn_ambient_temperature      136(20)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.2640
_diffrn_detector_type            Onyx
_diffrn_measured_fraction_theta_full 0.9939
_diffrn_measured_fraction_theta_max 0.9748
_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    -60.00  26.40   1.20   11.00    --  -43.60  57.00-150.00   72
  2  \w     24.00 102.00   1.20   60.00    --   94.50 -45.00 -30.00   65
  3  \w     70.00 110.80   1.20   60.00    --   94.50  45.00 120.00   34
  4  \w   -122.00 -81.20   1.20   11.00    --  -43.60 -99.00 120.00   34
  5  \w   -125.00 -83.00   1.20   11.00    --  -43.60 -99.00 -60.00   35
  6  \w    130.00 155.20   1.20   60.00    --   94.50  45.00 120.00   21
  7  \w   -111.00 -82.20   1.20   11.00    --  -43.60 -99.00 -30.00   24
  8  \w    112.00 163.60   1.20   60.00    --   94.50  45.00-150.00   43
  9  \w   -146.00-117.20   1.20   60.00    --  -90.00-113.00-177.00   24
 10  \w     76.00 106.00   1.20   60.00    --   94.50  61.00 -90.00   25
 11  \w     57.00 121.80   1.20   60.00    --   94.50 -61.00-120.00   54
 12  \w     77.00 107.00   1.20   60.00    --   94.50  45.00-150.00   25
 13  \w     29.00  90.20   1.20   60.00    --   94.50 -15.00  60.00   51
 14  \w     58.00 119.20   1.20   60.00    --   94.50 -30.00-150.00   51
 15  \w     93.00 130.20   1.20   60.00    --   94.50 -15.00  60.00   31
 16  \w     47.00 102.20   1.20   60.00    --   94.50 -94.00-120.00   46
 17  \w     60.00 118.80   1.20   60.00    --   94.50 -61.00  30.00   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0465298000
_diffrn_orient_matrix_UB_12      0.0148660000
_diffrn_orient_matrix_UB_13      -0.0569533000
_diffrn_orient_matrix_UB_21      -0.0917408000
_diffrn_orient_matrix_UB_22      -0.0462536000
_diffrn_orient_matrix_UB_23      -0.0599110000
_diffrn_orient_matrix_UB_31      -0.0374573000
_diffrn_orient_matrix_UB_32      0.1322331000
_diffrn_orient_matrix_UB_33      -0.0145745000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_sigmaI/netI    0.0485
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17197
_diffrn_reflns_theta_full        68.1328
_diffrn_reflns_theta_max         69.8638
_diffrn_reflns_theta_min         3.1436
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Nova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.446
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59009
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.059
_exptl_crystal_description       plate
_exptl_crystal_F_000             1064
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.141
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         5605
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0708
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1235P)^2^+1.4411P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1998
_refine_ls_wR_factor_ref         0.2201
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4659
_reflns_number_total             5605
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc00593e2.cif
_cod_data_source_block           shelx_CCDC1
_cod_database_code               7123018
_oxdiff_exptl_absorpt_empirical_full_min 0.434
_oxdiff_exptl_absorpt_empirical_full_max 3.181
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_shelxl_version_number           2014-3
_shelx_res_checksum              35003