N-Heterocyclic Carbene Boranes are Hydrogen Donors in Masamune-Bergman Reactions of Benzo[3,4]cyclodec-3-ene-1,5-diynes.
Watanabe, Takashi; Geib, Steven J.; Curran, Dennis P.; Taniguchi, Tsuyoshi; The Journal of organic chemistry 82 (2017) 13034–13042; doi:10.1021/acs.joc.7b01981

data_4033190
_publ_section_title
;
 N-Heterocyclic Carbene Boranes are Hydrogen Donors in Masamune-Bergman
 Reactions of Benzo[3,4]cyclodec-3-ene-1,5-diynes.
;
_journal_issue                   24
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              13034
_journal_page_last               13042
_journal_paper_doi               10.1021/acs.joc.7b01981
_journal_volume                  82
_journal_year                    2017
_chemical_absolute_configuration unk
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_space_group_name_H-M_alt        'P c a 21'
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
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_cell_angle_beta                 90
_cell_angle_gamma                90
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_cell_measurement_theta_min      4.087
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_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Apex II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           CuK\a
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_diffrn_reflns_av_unetI/netI     0.1229
_diffrn_reflns_Laue_measured_fraction_full 0.993
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_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
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_diffrn_reflns_limit_l_min       -7
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_diffrn_source                   'Bruker X8 Prospector Ultra Cu IMuS'
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_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker Sadabs'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.120
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_refine_ls_abs_structure_details
;
 Flack x determined using 141 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
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_refine_ls_number_reflns         1583
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.1766
_refine_ls_R_factor_gt           0.0791
_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^)+(0.0680P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1621
_refine_ls_wR_factor_ref         0.2118
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_full    0.861
_reflns_Friedel_fraction_max     0.861
_reflns_number_gt                756
_reflns_number_total             1583
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b01981_si_002.cif
_cod_data_source_block           taniguchi3da_a_compound_3d
_cod_depositor_comments
'Adding full bibliography for 4033189--4033191.cif.'
_cod_database_code               4033190
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.938
_shelx_estimated_absorpt_t_max   0.999
_shelx_res_checksum              13518
_shelx_hkl_checksum              89746