Chiral N-Heterocyclic Carbene Borane Complexes: Synthesis and Structural Analysis
Banerjee, Dipshikha; Besnard, Céline; Kündig, E. Peter; Organometallics 31 (2012) 709–; doi:10.1021/om201087n

data_4068092
_publ_section_title
;
 Chiral N-Heterocyclic Carbene Borane Complexes: Synthesis and Structural
 Analysis
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              709
_journal_paper_doi               10.1021/om201087n
_journal_volume                  31
_journal_year                    2012
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C33 H39 B N2'
_chemical_formula_sum            'C33 H39 B N2'
_chemical_formula_weight         474.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-03-18
_audit_creation_method
;
  Olex2 1.1-beta
  (compiled 2010.12.31 svn.r1581, GUI svn.r3426)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 106.583(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.7759(8)
_cell_length_b                   7.1727(3)
_cell_length_c                   19.0739(6)
_cell_measurement_reflns_used    2020
_cell_measurement_temperature    189.9
_cell_measurement_theta_max      76.0049
_cell_measurement_theta_min      4.4056
_cell_volume                     2724.16(19)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      189.9
_diffrn_detector_area_resol_mean 10.4679
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega -120.00   -5.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      -38.6644  -38.0000 -120.0000 115

  2 omega  -86.00    4.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      -38.6644  107.0000    3.0000 90

  3 omega   40.00  109.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -       38.6644 -144.0000  -70.0000 69

  4 omega   84.00  176.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000   77.0000 -150.0000 92

  5 omega   38.00  117.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000 -127.0000   98.0000 79

  6 omega   45.00   75.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000  -45.0000  120.0000 30

  7 omega   40.00   72.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000  -45.0000 -120.0000 32

  8 omega   43.00   71.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000  -45.0000  -60.0000 28

  9 omega   42.00   76.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000  -45.0000  -90.0000 34

 10 omega  108.00  177.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000  111.0000  -30.0000 69

 11 omega   39.00   76.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000  -45.0000   90.0000 37

 12 omega  121.00  169.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000   77.0000   60.0000 48

 13 omega   29.00  156.00   1.0000    2.4100
omega____ theta____ kappa____ phi______ frames
    -      116.0000  -91.0000  120.0000 127
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0566241000
_diffrn_orient_matrix_UB_12      -0.1439376000
_diffrn_orient_matrix_UB_13      0.0074429000
_diffrn_orient_matrix_UB_21      0.0525400000
_diffrn_orient_matrix_UB_22      0.1502956000
_diffrn_orient_matrix_UB_23      0.0340474000
_diffrn_orient_matrix_UB_31      -0.0046079000
_diffrn_orient_matrix_UB_32      -0.0530370000
_diffrn_orient_matrix_UB_33      0.0767084000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5481
_diffrn_reflns_theta_full        66.99
_diffrn_reflns_theta_max         66.99
_diffrn_reflns_theta_min         4.41
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.496
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.919
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.2026
_exptl_crystal_size_mid          0.1049
_exptl_crystal_size_min          0.1006
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details
;
In the absence of significant anomalous scattering, Friedel
pairs were merged.
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         2635
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0542
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0880P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1448
_reflns_number_gt                2192
_reflns_number_total             2635
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om201087n_si_002.cif
_cod_data_source_block           db6069
_cod_original_cell_volume        2724.16(18)
_cod_database_code               4068092
_chemical_oxdiff_formula         'B1 N2 C31 H28'
_reflns_odcompleteness_completeness 99.37
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33