Difluoro-λ3-bromane-Induced Hofmann Rearrangement of Sulfonamides: Synthesis of Sulfamoyl Fluorides
Masahito Ochiai; Takuya Okada; Norihiro Tada; Akira Yoshimura; Kazunori Miyamoto; Motoo Shiro; Journal of the American Chemical Society 131 (2009) 8392–8393; doi:10.1021/ja903544d

data_4104585
_publ_section_title
;
 Difluoro-\l3-bromane-Induced Hofmann Rearrangement of Sulfonamides:
 Synthesis of Sulfamoyl Fluorides
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8392
_journal_page_last               8393
_journal_paper_doi               10.1021/ja903544d
_journal_volume                  131
_journal_year                    2009
_chemical_formula_moiety         'C7 H8 F N O2 S '
_chemical_formula_sum            'C7 H8 F N O2 S'
_chemical_formula_weight         189.20
_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                94.26(4)
_cell_angle_beta                 90.13(4)
_cell_angle_gamma                103.56(5)
_cell_formula_units_Z            8
_cell_length_a                   9.623(5)
_cell_length_b                   9.685(5)
_cell_length_c                   18.137(7)
_cell_measurement_reflns_used    12992
_cell_measurement_temperature    113.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     1638.3(14)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.051
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15361
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_exptl_absorpt_coefficient_mu    0.368
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_correction_T_min  0.923
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
    Higashi, T. (1999). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_description       block
_exptl_crystal_F_000             784.00
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.91
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     438
_refine_ls_number_reflns         7239
_refine_ls_R_factor_gt           0.0699
_refine_ls_shift/su_max          0.0050
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.1126P)^2^+0.1629P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1909
_reflns_number_gt                4863
_reflns_number_total             7239
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ja903544d_si_001.cif
_cod_data_source_block           '_TO-180-2'
_cod_original_cell_volume        1638.4(14)
_cod_original_formula_sum        'C7 H8 F N O2 S '
_cod_database_code               4104585