Synthesis of a diboryl-N-heterocycle and its conversion to a bidentate cationic Lewis acid
Jeffrey M. Farrell; Douglas W. Stephan; Chem.Commun. 51 (2015) 14322–; doi:10.1039/C5cc06248A

data_7117786
_publ_section_title
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 Synthesis of a diboryl-N-heterocycle and its conversion to a bidentate
 cationic Lewis acid
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_journal_name_full               Chem.Commun.
_journal_page_first              14322
_journal_paper_doi               10.1039/C5cc06248A
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C20 H34 B2 N2'
_chemical_formula_sum            'C20 H34 B2 N2'
_chemical_formula_weight         324.15
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             2015-07-20
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-07-21 deposited with the CCDC.
2015-08-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.212(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4675(5)
_cell_length_b                   14.4066(8)
_cell_length_c                   13.3847(7)
_cell_measurement_reflns_used    6563
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.17
_cell_measurement_theta_min      2.17
_cell_volume                     1868.64(17)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      148.78
_diffrn_measured_fraction_theta_full 0.9982
_diffrn_measured_fraction_theta_max 0.9982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0948
_diffrn_reflns_av_unetI/netI     0.0843
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            30438
_diffrn_reflns_theta_full        24.9997
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.12
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.1520
_exptl_crystal_density_meas      .
_exptl_crystal_description       prism
_exptl_crystal_F_000             712.2161
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.8341
_refine_diff_density_min         -0.5713
_refine_diff_density_rms         0.1183
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             9.5937
_refine_ls_goodness_of_fit_ref   1.0800
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    52
_refine_ls_number_parameters     216
_refine_ls_number_reflns         3286
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0800
_refine_ls_R_factor_all          0.1270
_refine_ls_R_factor_gt           0.0958
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+8.3280P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1791
_refine_ls_wR_factor_ref         0.1934
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -12
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              15
_reflns_limit_l_min              -7
_reflns_number_gt                2411
_reflns_number_total             3286
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c5cc06248a2.cif
_cod_data_source_block           sad
_cod_database_code               7117786
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Uiso: H2(0.05)
 Fixed X: H2(1.02525)
 Fixed Y: H2(0.06508)
 Fixed Z: H2(0.27811)
3.a Ternary CH refined with riding coordinates:
 C13(H13), C17(H17), C5(H5), C9(H9)
3.b Secondary CH2 refined with riding coordinates:
 C20(H20a,H20b), C12(H12a,H12b), C14(H14a,H14b), C15(H15a,H15b), C8(H8a,H8b),
 C6(H6a,H6b), C18(H18a,H18b), C11(H11a,H11b), C16(H16a,H16b), C19(H19a,H19b),
 C7(H7a,H7b), C10(H10a,H10b)
3.c Me refined with riding coordinates:
 C4(H4a,H4b,H4c)
3.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2a)
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_olex2_submission_special_instructions 'No special instructions were received'