Distinguishing tautomerism in the crystal structure of (<i>Z</i>)-<i>N</i>-(5-ethyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene)-4-methylbenzenesulfonamide using DFT-D calculations and ^13^C solid-state NMR
Li, Xiaozhou; Bond, Andrew D.; Johansson, Kristoffer E.; Van de Streek, Jacco; Acta Crystallographica Section C 70 (2014) –; doi:10.1107/S2053229614015356

data_2019619
_publ_section_title
;
 Distinguishing tautomerism in the crystal structure of
 (<i>Z</i>)-<i>N</i>-(5-ethyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene)-4-methylbenzenesulfonamide
 using DFT-D calculations and ^13^C solid-state NMR
;
_journal_coeditor_code           FA3347
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229614015356
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C11 H13 N3 O2 S2'
_chemical_formula_moiety         'C11 H13 N3 O2 S2'
_chemical_formula_sum            'C11 H13 N3 O2 S2'
_chemical_formula_weight         283.36
_chemical_name_systematic
(<i>Z</i>)-<i>N</i>-(5-ethyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene)-4-methylbenzenesulfonamide
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.53937(13)
_cell_length_b                   15.0206(2)
_cell_length_c                   21.3960(3)
_cell_measurement_temperature    298
_cell_volume                     2744.39(7)
_computing_cell_refinement       'TOPAS Academic (Coelho, 2012)'
_computing_molecular_graphics    'Mercury (Macrae <i>et al.</i>, 2008)'
_computing_structure_refinement  'TOPAS Academic'
_diffrn_ambient_temperature      298
_diffrn_measurement_device_type  'Bruker D8 Advance'
_diffrn_radiation_monochromator  Ge(111)
_diffrn_radiation_type           'Cu K\a~1~'
_diffrn_radiation_wavelength     1.54056
_exptl_absorpt_coefficient_mu    3.517
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_F_000             1184
_pd_calc_method                  'Rietveld Refinement'
_pd_char_colour                  white
_pd_char_particle_morphology     powder
_pd_meas_2theta_range_inc        0.005
_pd_meas_2theta_range_max        50.028
_pd_meas_2theta_range_min        3.543
_pd_meas_number_of_points        9298
_pd_meas_scan_method             cont
_pd_proc_2theta_range_inc        0.005
_pd_proc_2theta_range_max        50.028
_pd_proc_2theta_range_min        3.543
_pd_proc_info_excluded_regions   none
_pd_proc_ls_background_function  'Chebyshev function with 20 terms'
_pd_proc_ls_pref_orient_corr
;
TOPAS Academic, based on March (1932). Z. Krist., 81, 285-297.
Lattice direction: [1 0 0]
Refined parameter: 1.074(2)
;
_pd_proc_ls_prof_R_factor        0.058
_pd_proc_ls_prof_wR_expected     0.053
_pd_proc_ls_prof_wR_factor       0.081
_pd_proc_wavelength              1.54056
_pd_spec_mounting                'Bruker sample cup'
_pd_spec_mount_mode              reflection
_pd_spec_shape                   flat_sheet
_pd_spec_size_axial              25
_pd_spec_size_thick              1
_refine_diff_density_max         0.43
_refine_diff_density_min         -0.73
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.53
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           fullcycle
_refine_ls_number_constraints    0
_refine_ls_number_parameters     127
_refine_ls_number_restraints     88
_refine_ls_R_factor_all          0.033
_refine_ls_shift/su_max          0.001
_refine_ls_weighting_scheme      sigma
_cod_data_source_file            fa3347sup1.cif
_cod_data_source_block           I
_cod_database_code               2019619
_cod_database_fobs_code          2019619