4,5-Bis(4-methylphenylsulfanyl)phthalonitrile
Ocak, Nazan; Çoruh, Ufuk; Akdemir, Nesuhi; Kantar, Cihan; Aǧar, Erbil; Erdönmez, Ahmet; Acta Crystallographica Section E 60 (2004) o33–o34; doi:10.1107/S1600536803026710

data_2203042
_publ_section_title
;
 4,5-Bis(4-methylphenylsulfanyl)phthalonitrile
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o33
_journal_page_last               o34
_journal_paper_doi               10.1107/S1600536803026710
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C22 H16 N2 S2'
_chemical_formula_moiety         'C22 H16 N2 S2'
_chemical_formula_sum            'C22 H16 N2 S2'
_chemical_formula_weight         372.49
_chemical_name_systematic
;
4,5-Bis(4-methylphenylsulfanyl)phthalonitrile
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 119.093(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            12
_cell_length_a                   27.347(3)
_cell_length_b                   15.4675(10)
_cell_length_c                   15.5745(17)
_cell_measurement_reflns_used    7445
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.64
_cell_measurement_theta_min      1.6
_cell_volume                     5756.7(10)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material
'WinGX (Farrugia, 1997) and PARST (Nardelli, 1995)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_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-II'
_diffrn_measurement_method       'rotation method'
_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  0.0885
_diffrn_reflns_av_sigmaI/netI    0.1249
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20063
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.57
_diffrn_standards_decay_%        'not measurement'
_diffrn_standards_interval_time  30
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.9519
_exptl_absorpt_correction_T_min  0.9167
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   '(X-RED; Stoe & Cie, 2002)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             2328
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.277
_exptl_crystal_size_min          0.170
_refine_diff_density_max         0.120
_refine_diff_density_min         -0.176
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.733
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         5661
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.733
_refine_ls_R_factor_all          0.1379
_refine_ls_R_factor_gt           0.0400
_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^)+(0.0153P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0473
_refine_ls_wR_factor_ref         0.0599
_reflns_number_gt                2308
_reflns_number_total             5661
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            bt6387.cif
_cod_data_source_block           I
_cod_original_cell_volume        5756.7(9)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2203042
_cod_database_fobs_code          2203042