Crystal structure of <i>rac</i>-3-[2,3-bis(phenylsulfanyl)-3<i>H</i>-indol-3-yl]propanoic acid
Noland, Wayland E.; Brown, Christopher D.; Bisel, Amanda M.; Schneerer, Andrew K.; Tritch, Kenneth J.; Acta Crystallographica Section E 71 (2015) 1414–1417; doi:10.1107/S2056989015020241

data_2241267
_publ_section_title
;
 Crystal structure of
 <i>rac</i>-3-[2,3-bis(phenylsulfanyl)-3<i>H</i>-indol-3-yl]propanoic acid
;
_journal_coeditor_code           SU5230
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1414
_journal_page_last               1417
_journal_paper_doi               10.1107/S2056989015020241
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          'C23 H19 N O2 S2'
_chemical_formula_moiety         'C23 H19 N O2 S2'
_chemical_formula_sum            'C23 H19 N O2 S2'
_chemical_formula_weight         405.51
_chemical_melting_point          444
_chemical_name_common            I
_chemical_name_systematic
;
<i>rac</i>-3-[2,3-Bis(phenylsulfanyl)-3<i>H</i>-indol-3-yl]propanoic acid
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                87.6260(10)
_cell_angle_beta                 79.3310(10)
_cell_angle_gamma                76.0220(10)
_cell_formula_units_Z            2
_cell_length_a                   9.6498(12)
_cell_length_b                   9.8610(12)
_cell_length_c                   10.8812(13)
_cell_measurement_reflns_used    2977
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.26
_cell_measurement_theta_min      2.65
_cell_volume                     987.4(2)
_computing_cell_refinement
;
SAINT (Bruker, 2007)
;
_computing_data_collection
;
APEX2 (Bruker, 2007)
;
_computing_data_reduction
;
SAINT (Bruker, 2007)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>, 2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015), enCIFer (Allen <i>et al.</i>,
2004) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11689
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.545
_diffrn_reflns_theta_min         1.904
_exptl_absorpt_coefficient_mu    0.289
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2007)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_description       Block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.258
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4499
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0383
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0362P)^2^+0.1618P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0920
_reflns_number_gt                3396
_reflns_number_total             4499
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            su5230sup1.cif
_cod_data_source_block           I
_cod_database_code               2241267
_cod_database_fobs_code          2241267
_shelx_estimated_absorpt_t_min   0.937
_shelx_estimated_absorpt_t_max   0.972
_shelx_hkl_checksum              15507
_shelx_res_checksum              11363
_shelxl_version_number           2014/6