Catalytic Direct Acetoxylation of Indoles
Ilga Mutule; Edgars Suna; Kristofer Olofsson; Benjamin Pelcman; Journal of Organic Chemistry 74 (2009) 7195–7198; doi:10.1021/jo901321b

data_4024850
_publ_section_title
;
Catalytic Direct Acetoxylation of Indoles
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7195
_journal_page_last               7198
_journal_paper_doi               10.1021/jo901321b
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C16 H12 Br N O5 S'
_chemical_formula_sum            'C16 H12 Br N O5 S'
_chemical_formula_weight         410.24
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                88.691(3)
_cell_angle_beta                 78.853(3)
_cell_angle_gamma                83.799(6)
_cell_formula_units_Z            2
_cell_length_a                   5.3328(4)
_cell_length_b                   11.7263(11)
_cell_length_c                   13.0644(14)
_cell_measurement_reflns_used    2143
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      0.71
_cell_volume                     796.87(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'DETMAX (Mishnev & Belyakov, 1988)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_sigmaI/netI    0.1120
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5337
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    2.737
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Colourless '
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'Needle '
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.205
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3536
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.1258
_refine_ls_R_factor_gt           0.0723
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1160P)^2^+1.3253P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1898
_refine_ls_wR_factor_ref         0.2369
_reflns_number_gt                2308
_reflns_number_total             3536
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo901321b_si_003.cif
_cod_data_source_block           ilga
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4024850