Catalyst-Controlled Torquoselectivity Switch in the 4π Ring-Opening Reaction of 2-Amino-2-azetines Giving β-Substituted α,β-Unsaturated Amidines
Naoya Shindoh; Kazuo Kitaura; Yoshiji Takemoto; Kiyosei Takasu; Journal of the American Chemical Society 133 (2011) 8470–8473; doi:10.1021/ja202576e

data_4106212
_publ_section_title
;
 Catalyst-Controlled Torquoselectivity Switch in the 4\p Ring-Opening
 Reaction of 2-Amino-2-azetines Giving \b-Substituted \a,\b-Unsaturated
 Amidines
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8470
_journal_page_last               8473
_journal_paper_doi               10.1021/ja202576e
_journal_volume                  133
_journal_year                    2011
_chemical_formula_moiety         'C28 H29 F3 N2 O2 Si '
_chemical_formula_sum            'C28 H29 F3 N2 O2 Si'
_chemical_formula_weight         510.63
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                96.564(3)
_cell_angle_beta                 103.027(3)
_cell_angle_gamma                110.125(3)
_cell_formula_units_Z            2
_cell_length_a                   10.491(1)
_cell_length_b                   10.657(1)
_cell_length_c                   13.007(1)
_cell_measurement_reflns_used    10215
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      27.6
_cell_measurement_theta_min      3.1
_cell_volume                     1300.7(2)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.6.0'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.9918
_diffrn_measured_fraction_theta_max 0.9918
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.135
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12952
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_description       prism
_exptl_crystal_F_000             536.00
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.50
_refine_diff_density_max         1.67
_refine_diff_density_min         -0.98
_refine_ls_extinction_coef       77(46)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   0.875
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     442
_refine_ls_number_reflns         6806
_refine_ls_R_factor_gt           0.0770
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/[0.0010Fo^2^ + 3.0000\s(Fo^2^) + 0.5000]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1120
_reflns_number_gt                6806
_reflns_number_total             12952
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja202576e_si_002.cif
_cod_data_source_block           '_anti-3ac'
_cod_original_formula_sum        'C28 H29 F3 N2 O2 Si '
_cod_database_code               4106212