Ring Enlargement Reaction of C,N-Cyclic-N'-acyl Azomethine Imines with Sulfonium Ylide: An Efficient Synthesis of 3-Benzazepine Derivatives.
Soeta, Takahiro; Ohgai, Takahiro; Sakai, Takahiro; Fujinami, Shuhei; Ukaji, Yutaka; Organic letters 16 (2014) 4854–4857; doi:10.1021/ol502347n

data_1517663
_publ_section_title
;
 Ring Enlargement Reaction of C,N-Cyclic-N'-acyl Azomethine Imines with
 Sulfonium Ylide: An Efficient Synthesis of 3-Benzazepine Derivatives.
;
_journal_issue                   18
_journal_name_full               'Organic letters'
_journal_page_first              4854
_journal_page_last               4857
_journal_paper_doi               10.1021/ol502347n
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C17 H16 N2 O '
_chemical_formula_sum            'C17 H16 N2 O'
_chemical_formula_weight         264.33
_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                82.635(5)
_cell_angle_beta                 75.399(4)
_cell_angle_gamma                78.539(5)
_cell_formula_units_Z            2
_cell_length_a                   8.2359(5)
_cell_length_b                   8.5523(7)
_cell_length_c                   9.8068(7)
_cell_measurement_reflns_used    2906
_cell_measurement_temperature    88.2
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      4.5
_cell_volume                     652.89(8)
_computing_cell_refinement       CRYSTALCLEAR
_computing_data_collection       CRYSTALCLEAR
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      88.2
_diffrn_detector_area_resol_mean 14.46
_diffrn_measured_fraction_theta_full 0.9527
_diffrn_measured_fraction_theta_max 0.9527
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.018
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2842
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             280.00
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.51
_refine_diff_density_min         -0.17
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.584
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2284
_refine_ls_R_factor_gt           0.0517
_refine_ls_shift/su_max          0.0011
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(Fo) + 0.00226|Fo|^2^]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0865
_reflns_number_gt                2284
_reflns_number_total             2842
_reflns_threshold_expression     F^2^>3.0\s(F^2^)
_cod_data_source_file            ol502347n_si_002.cif
_cod_data_source_block           '_oogai1'
_cod_depositor_comments          'Adding full bibliography for 1517663.cif.'
_cod_original_sg_symbol_H-M      'P -1         '
_cod_original_formula_sum        'C17 H16 N2 O '
_cod_database_code               1517663