5-(Furan-2-yl)-4-(<i>p</i>-tolyl)-2,4-dihydro-1,2,4-triazole-3-thione
Dege, Necmi; Andac, Omer; Cansız, Ahmet; Çetin, Ahmet; Şekerci, Memet; Dinçer, Muharrem; Acta Crystallographica Section E 60 (2004) o1405–o1407; doi:10.1107/S1600536804017660

data_2204000
_publ_section_title
;
 5-(Furan-2-yl)-4-(<i>p</i>-tolyl)-2,4-dihydro-1,2,4-triazole-3-thione
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1405
_journal_page_last               o1407
_journal_paper_doi               10.1107/S1600536804017660
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C13 H11 N3 O1 S1'
_chemical_formula_moiety         'C13 H11 N3 O1 S1'
_chemical_formula_structural     'C13 H11 N3 O1 S1'
_chemical_formula_sum            'C13 H11 N3 O S'
_chemical_formula_weight         257.31
_chemical_name_systematic
;
5-Furan-2-yl-4-p-tolyl-2,4-dihydro-1,2,4-triazole-3-thione
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.796(15)
_cell_angle_beta                 91.407(14)
_cell_angle_gamma                116.386(12)
_cell_formula_units_Z            2
_cell_length_a                   8.5665(15)
_cell_length_b                   8.7759(16)
_cell_length_c                   9.5372(17)
_cell_measurement_reflns_used    7019
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      2.14
_cell_volume                     641.4(2)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED32 (Stoe & Cie, 2002)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Stoe IPDS-2'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0897
_diffrn_reflns_av_sigmaI/netI    0.0840
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8282
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.59
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.243
_exptl_absorpt_correction_T_max  0.9865
_exptl_absorpt_correction_T_min  0.9370
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-RED32; Stoe & Cie, 2002)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.197
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.206
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.0575
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0375P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1101
_reflns_number_gt                1539
_reflns_number_total             2518
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ci6403.cif
_cod_data_source_block           III
_cod_original_formula_sum        'C13 H11 N3 O1 S1'
_cod_database_code               2204000
_cod_database_fobs_code          2204000