A new route to indoles via in situ desilylation–Sonogashira strategy: identification of novel small molecules as potential anti-tuberculosis agents
Nakhi, Ali; Prasad, Bagineni; Reddy, Uppender; Rao, Raja Mohan; Sandra, Sandhya; Kapavarapu, Ravikumar; Rambabu, D.; Rama Krishna, G.; Reddy, C. Malla; Ravada, Kishore; Misra, Parimal; Iqbal, Javed; Pal, Manojit; MedChemComm 2 (2011) 1006–; doi:10.1039/c1md00148e

data_7112727
_publ_section_title
;
 A new route to indoles via in situ desilylation--Sonogashira strategy:
 identification of novel small molecules as potential anti-tuberculosis
 agents
;
_journal_issue                   10
_journal_name_full               MedChemComm
_journal_page_first              1006
_journal_paper_doi               10.1039/c1md00148e
_journal_volume                  2
_journal_year                    2011
_chemical_formula_sum            'C18 H14 F6 N2 O4 S2'
_chemical_formula_weight         500.45
_space_group_IT_number           7
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.095(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.917(5)
_cell_length_b                   14.232(7)
_cell_length_c                   14.838(7)
_cell_measurement_temperature    296(2)
_cell_volume                     2088.9(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_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  0.0778
_diffrn_reflns_av_sigmaI/netI    0.1023
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11828
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.43
_exptl_absorpt_coefficient_mu    0.335
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             964
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.135
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.67(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.357
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         5898
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.357
_refine_ls_R_factor_all          0.1284
_refine_ls_R_factor_gt           0.0918
_refine_ls_shift/su_max          0.345
_refine_ls_shift/su_mean         0.014
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+1.0217P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2359
_refine_ls_wR_factor_ref         0.2720
_reflns_number_gt                3910
_reflns_number_total             5898
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1md00148e.txt
_cod_data_source_block           ils_drb_1_141_3_1
_cod_original_cell_volume        2088.8(18)
_cod_database_code               7112727