(<i>S</i>)-<i>N</i>-{1-[5-(4-Chlorobenzylsulfanyl)-1,3,4-oxadiazol-2-yl]ethyl}-4-methylbenzenesulfonamide
Syed, Tayyaba; Hameed, Shahid; Jones, Peter G.; Acta Crystallographica Section E 67 (2011) o2793–; doi:10.1107/S1600536811039134

data_2231838
_publ_section_title
;
 (<i>S</i>)-<i>N</i>-{1-[5-(4-Chlorobenzylsulfanyl)-1,3,4-oxadiazol-2-yl]ethyl}-4-methylbenzenesulfonamide
;
_journal_coeditor_code           BT5653
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2793
_journal_paper_doi               10.1107/S1600536811039134
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C18 H18 Cl N3 O3 S2'
_chemical_formula_moiety         'C18 H18 Cl N3 O3 S2'
_chemical_formula_sum            'C18 H18 Cl N3 O3 S2'
_chemical_formula_weight         423.92
_chemical_name_systematic
;
(<i>S</i>)-<i>N</i>-{1-[5-(4-Chlorobenzylsulfanyl)-1,3,4-oxadiazol-2-yl]ethyl}-
4-methylbenzenesulfonamide
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.5928(3)
_cell_length_b                   17.5004(7)
_cell_length_c                   20.1431(7)
_cell_measurement_reflns_used    23563
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.7914
_cell_measurement_theta_min      3.3396
_cell_volume                     1971.53(15)
_computing_cell_refinement
;
CrysAlis PRO Oxford Diffraction (2010)
;
_computing_data_collection
;
CrysAlis PRO Oxford Diffraction (2010)
;
_computing_data_reduction
;
CrysAlis PRO Oxford Diffraction (2010)
;
_computing_molecular_graphics
'XP (Siemens, 1994) and <i>RPLUTO</i> (CCDC, 2007)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3543
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Nova A'
_diffrn_measurement_method       \w-scan
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Nova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_sigmaI/netI    0.0200
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            31188
_diffrn_reflns_theta_full        70.00
_diffrn_reflns_theta_max         70.19
_diffrn_reflns_theta_min         3.35
_exptl_absorpt_coefficient_mu    3.904
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78511
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Oxford Diffraction, 2010)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.284
_refine_ls_abs_structure_details 'Flack (1983), 1563 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.001(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3762
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0262
_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^)+(0.0449P)^2^+0.4932P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0691
_reflns_number_gt                3625
_reflns_number_total             3762
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            bt5653.cif
_cod_data_source_block           I
_cod_database_code               2231838
_cod_database_fobs_code          2231838