Revealing the Electrophilicity of N-Ac Indoles with FeCl3: a mechanistic study
Beaud, Rodolphe; Nandi, Raj Kumar; Pérez-Luna, Alejandro; Guillot, Régis; Gori, Didier; Kouklovsky, Cyrille; Ghermani, Nour Eddine; Gandon, Vincent; Vincent, Guillaume; Chem. Commun.  (2017) –; doi:10.1039/C7CC02756G

data_7120061
_publ_section_title
;
 Revealing the Electrophilicity of N-Ac Indoles with FeCl3: a mechanistic
 study
;
_journal_name_full               'Chem. Commun.'
_journal_paper_doi               10.1039/C7CC02756G
_journal_year                    2017
_chemical_formula_moiety         'C22 H22 Cl3 Fe N2 O2'
_chemical_formula_sum            'C22 H22 Cl3 Fe N2 O2'
_chemical_formula_weight         508.607
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'MoPro v15.10   rev. 1113 '
_audit_update_record
;
2017-03-29 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;
_cell_angle_alpha                90.
_cell_angle_beta                 101.063(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   7.2974(3)
_cell_length_b                   19.7534(8)
_cell_length_c                   15.4873(6)
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      54.19
_cell_measurement_theta_min      2.68
_cell_volume                     2190.98(15)
_computing_structure_refinement  'MoPro (J. Appl. Cryst. 2005, 38, 38-54)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f or \w oscillation scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_sigmaI/netI    0.04579
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            30297
_diffrn_reflns_theta_full        56.73
_diffrn_reflns_theta_max         58.25
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    1.076
_exptl_absorpt_correction_T_max  0.9703
_exptl_absorpt_correction_T_min  0.7061
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1044
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.22
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     0
_refine_ls_number_reflns         30297
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.000
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0488
_refine_ls_wR_factor_ref         0.0595
_reflns_number_gt                19994
_reflns_number_total             30297
_reflns_threshold_expression     >2.0sigma(I)
_iucr_refine_instructions_details ' '
_cod_data_source_file            c7cc02756g2.cif
_cod_data_source_block           6a
_cod_original_sg_symbol_Hall     'P 21/c'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7120061