A New Type of Imido Group Donor: Synthesis and Characterization of Sulfonylimino-λ3-bromane that Acts as a Nitrenoid in the Aziridination of Olefins at Room Temperature under Metal-Free Conditions
Masahito Ochiai; Takao Kaneaki; Norihiro Tada; Kazunori Miyamoto; Hiroshi Chuman; Motoo Shiro; Satoko Hayashi; Waro Nakanishi; Journal of the American Chemical Society 129 (2007) 12938–12939; doi:10.1021/ja075811i

data_4110114
_publ_section_title
;
 A New Type of Imido Group Donor: Synthesis and Characterization of
 Sulfonylimino-\l3-bromane that Acts as a Nitrenoid in the Aziridination
 of Olefins at Room Temperature under Metal-Free Conditions
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12938
_journal_page_last               12939
_journal_paper_doi               10.1021/ja075811i
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         'C8 H4 Br F6 N O2 S '
_chemical_formula_sum            'C8 H4 Br F6 N O2 S'
_chemical_formula_weight         372.08
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_date             2006-05-11
_audit_creation_method           'by CrystalStructure 3.7.0'
_cell_angle_alpha                90.0000
_cell_angle_beta                 93.0748(7)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   13.0591(2)
_cell_length_b                   9.8448(2)
_cell_length_c                   8.9487(2)
_cell_measurement_reflns_used    17219
_cell_measurement_temperature    93.1
_cell_measurement_theta_max      68.2
_cell_measurement_theta_min      3.4
_cell_volume                     1148.83(4)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (R/MSC, Rigaku, 2005)'
_computing_molecular_graphics    'ORTEP (Johnson, 1976)'
_computing_publication_material  'CrystalStructure (R/MSC, Rigaku, 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.083
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            18535
_diffrn_reflns_theta_full        68.23
_diffrn_reflns_theta_max         68.23
_exptl_absorpt_coefficient_mu    7.406
_exptl_absorpt_correction_T_max  0.553
_exptl_absorpt_correction_T_min  0.355
_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    2.151
_exptl_crystal_description       block
_exptl_crystal_F_000             720.00
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.89
_refine_diff_density_min         -0.58
_refine_ls_extinction_coef       0.00081(12)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2099
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0228P)^2^+2.0713P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0734
_reflns_number_gt                2000
_reflns_number_total             2099
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja075811isi20070802_105305.cif
_cod_data_source_block           '_RGK1287raplt'
_cod_original_formula_sum        'C8 H4 Br F6 N O2 S '
_cod_database_code               4110114