A novel synthesis of N-hydroxy-3-aroylindoles and 3-aroylindoles.
Ieronimo, Gabriella; Palmisano, Giovanni; Maspero, Angelo; Marzorati, Alessandro; Scapinello, Luca; Masciocchi, Norberto; Cravotto, Giancarlo; Barge, Alessandro; Simonetti, Marco; Ameta, Keshav Lalit; Nicholas, Kenneth M.; Penoni, Andrea; Organic & biomolecular chemistry 16 (2018) 6853–6859; doi:10.1039/c8ob01471j

data_7156334
_publ_section_title
;
 A novel synthesis of N-hydroxy-3-aroylindoles and 3-aroylindoles.
;
_journal_issue                   38
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              6853
_journal_page_last               6859
_journal_paper_doi               10.1039/c8ob01471j
_journal_volume                  16
_journal_year                    2018
_chemical_formula_moiety         'C15 H9 Cl N2 O4'
_chemical_formula_sum            'C15 H9 Cl N2 O4'
_chemical_formula_weight         316.69
_chemical_name_common
N-hydroxy-3-(2?-chlorobenzoyl)-5-nitro-1H-indole
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2011-07-13 deposited with the CCDC.
2018-07-23 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.602(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.899(2)
_cell_length_b                   7.780(2)
_cell_length_c                   13.9240(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      11
_cell_volume                     1392.8(4)
_computing_cell_refinement       CAD-4
_computing_data_collection       CAD-4
_computing_data_reduction        CAD-4
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  CAD-4
_diffrn_measurement_method       omega-scan
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2529
_diffrn_reflns_theta_full        25.27
_diffrn_reflns_theta_max         25.27
_diffrn_reflns_theta_min         3.00
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  14400
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.294
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         2529
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0376
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+0.6894P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0863
_refine_ls_wR_factor_ref         0.0951
_reflns_number_gt                1979
_reflns_number_total             2529
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8ob01471j2.cif
_cod_data_source_block           Compound_4
_cod_depositor_comments          'Adding full bibliography for 7156334.cif.'
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7156334