Regioselective carboindation of simple alkenes with indium tribromide and ketene silyl acetals.
Nishimoto, Yoshihiro; Ueda, Hiroki; Inamoto, Yoshihiro; Yasuda, Makoto; Baba, Akio; Organic letters 12 (2010) 3390–3393; doi:10.1021/ol1012108

data_1503076
_publ_section_title
;
 Regioselective carboindation of simple alkenes with indium tribromide and
 ketene silyl acetals.
;
_journal_issue                   15
_journal_name_full               'Organic letters'
_journal_page_first              3390
_journal_page_last               3393
_journal_paper_doi               10.1021/ol1012108
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C17 H23 N O '
_chemical_formula_sum            'C17 H23 N O'
_chemical_formula_weight         257.37
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90.0000
_cell_angle_beta                 82.3380(11)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   9.73374(19)
_cell_length_b                   10.3541(2)
_cell_length_c                   15.0615(3)
_cell_measurement_reflns_used    18200
_cell_measurement_temperature    123.1
_cell_measurement_theta_max      71.8
_cell_measurement_theta_min      3.0
_cell_volume                     1504.41(5)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      123.1
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.177
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            32030
_diffrn_reflns_theta_full        71.82
_diffrn_reflns_theta_max         71.82
_exptl_absorpt_coefficient_mu    0.538
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_correction_T_min  0.316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             560.00
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.23
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     234
_refine_ls_number_reflns         1411
_refine_ls_R_factor_gt           0.0690
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    9.2656    2.6310    7.4255
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0893
_reflns_number_gt                869
_reflns_number_total             2936
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol1012108_si_002.cif
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_cod_original_formula_sum        'C17 H23 N O '
_cod_database_code               1503076