1-<i>tert</i>-Butyl 2-ethyl 5-bromo-3-(thiophen-2-ylcarbonyl)-1<i>H</i>-indole-1,2-dicarboxylate
Hassam, Mohammad; Smith, Vincent J.; Acta Crystallographica Section E 69 (2013) o237–; doi:10.1107/S1600536813000809

data_2237344
_publ_section_title
;
 1-<i>tert</i>-Butyl 2-ethyl
 5-bromo-3-(thiophen-2-ylcarbonyl)-1<i>H</i>-indole-1,2-dicarboxylate
;
_journal_coeditor_code           JJ2160
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o237
_journal_paper_doi               10.1107/S1600536813000809
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C21 H20 Br N O5 S'
_chemical_formula_moiety         'C21 H20 Br N O5 S'
_chemical_formula_sum            'C21 H20 Br N O5 S'
_chemical_formula_weight         478.35
_chemical_melting_point          370.13
_chemical_name_common
;
N-Boc-5-bromo-3-(thiophene-2-carbonyl)-1H-indole-2-ethylcarboxylate
;
_chemical_name_systematic
;
1-<i>tert</i>-Butyl 2-ethyl
5-bromo-3-(thiophen-2-ylcarbonyl)-1<i>H</i>-indole-1,2-dicarboxylate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 113.792(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.220(3)
_cell_length_b                   15.361(3)
_cell_length_c                   18.224(4)
_cell_measurement_reflns_used    6586
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.56
_cell_measurement_theta_min      2.44
_cell_volume                     4154.7(14)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics
'X-SEED (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_publication_material
'X-SEED (Barbour, 2001; Atwood & Barbour, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23562
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.19
_diffrn_reflns_theta_min         1.91
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.112
_exptl_absorpt_correction_T_max  0.7206
_exptl_absorpt_correction_T_min  0.5372
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'[symmetry-related measurements (SADABS; Bruker, 2009)]'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular prisms'
_exptl_crystal_F_000             1952
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.377
_refine_diff_density_min         -0.383
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4855
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0285
_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^)+(0.0296P)^2^+2.6317P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0661
_reflns_number_gt                4101
_reflns_number_total             4855
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            jj2160.cif
_cod_data_source_block           I
_cod_original_cell_volume        4154.7(15)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2237344
_cod_database_fobs_code          2237344