3-[4-(Methylsulfanyl)benzyl]-4-{(1<i>E</i>)-[4-(methylsulfanyl)phenyl]methyleneamino}-4,5-dihydro-1<i>H</i>-1,2,4-triazole-5-thione
Narayana, B.; Jagadeesh Prasad, D.; Sarojini, B. K.; Yathirajan, H.S.; Bolte, Michael; Acta Crystallographica Section E 63 (2007) o4705–o4706; doi:10.1107/S1600536807056462

data_2216214
_publ_section_title
3-[4-(Methylsulfanyl)benzyl]-4-{(1<i>E</i>)-[4-(methylsulfanyl)phenyl]methyleneamino}-4,5-dihydro-1<i>H</i>-1,2,4-triazole-5-thione
_journal_coeditor_code           AT2474
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4705
_journal_page_last               o4706
_journal_paper_doi               10.1107/S1600536807056462
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C18 H18 N4 S3'
_chemical_formula_moiety         'C18 H18 N4 S3'
_chemical_formula_sum            'C18 H18 N4 S3'
_chemical_formula_weight         386.54
_chemical_name_systematic
;3-[4-(Methylsulfanyl)benzyl]-4-{(1E)-[4-(methylsulfanyl)phenyl]methyleneamino}-
4,5-dihydro-1H-1,2,4-triazole-5-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                91.093(7)
_cell_angle_beta                 98.068(8)
_cell_angle_gamma                99.789(8)
_cell_formula_units_Z            2
_cell_length_a                   7.3269(7)
_cell_length_b                   9.8280(10)
_cell_length_c                   13.6139(12)
_cell_measurement_reflns_used    11444
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.7
_cell_measurement_theta_min      3.8
_cell_volume                     955.56(16)
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'STOE IPDS II two-circle-diffractometer'
_diffrn_measurement_method       \w
_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  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0241
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12044
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.59
_diffrn_reflns_theta_min         3.61
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.396
_exptl_absorpt_correction_T_max  0.9214
_exptl_absorpt_correction_T_min  0.8972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(MULABS; Spek, 2003; Blessing, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.296
_refine_ls_extinction_coef       0.015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         3555
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0290
_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^)+(0.0409P)^2^+0.3204P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0751
_refine_ls_wR_factor_ref         0.0773
_reflns_number_gt                3191
_reflns_number_total             3555
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            at2474.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     'P -1'
_cod_database_code               2216214
_cod_database_fobs_code          2216214