Two polymorphic forms of the oxathiin systemic fungicide active carboxine
Frampton, Christopher S.; Frampton, Eleanor S.; Thomson, Paul A.; Acta Crystallographica Section E 74 (2018) 1741–1745; doi:10.1107/S2056989018015451

data_2242733
_publ_section_title
;
 Two polymorphic forms of the oxathiin systemic fungicide active carboxine
;
_journal_coeditor_code           HB7783
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1741
_journal_page_last               1745
_journal_paper_doi               10.1107/S2056989018015451
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C12 H13 N O2 S'
_chemical_formula_moiety         'C12 H13 N O2 S'
_chemical_formula_sum            'C12 H13 N O2 S'
_chemical_formula_weight         235.29
_chemical_melting_point          371.22
_chemical_name_common
;
Carboxine Form I
;
_chemical_name_systematic
;
6-Methyl-<i>N</i>-phenyl-2,3-dihydro-1,4-oxathiine-5-carboxamide
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                82.596(3)
_cell_angle_beta                 80.552(3)
_cell_angle_gamma                80.463(3)
_cell_formula_units_Z            4
_cell_length_a                   5.1669(2)
_cell_length_b                   14.0781(5)
_cell_length_c                   15.5152(5)
_cell_measurement_reflns_used    7281
_cell_measurement_temperature    100.0(10)
_cell_measurement_theta_max      76.4340
_cell_measurement_theta_min      3.2050
_cell_volume                     1091.87(7)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and <i>Mercury</i> (Macrae <i>et al</i>.,
2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and <i>Mercury</i> (Macrae <i>et al</i>.,
2008)
;
_computing_structure_refinement
;
<i>SHELXL2014/6</i> (Sheldrick, 2015)
;
_computing_structure_solution
;
<i>SHELXD2014/6</i> (Schneider & Sheldrick, 2002)
;
_diffrn_ambient_temperature      100.0(10)
_diffrn_detector_area_resol_mean 5.2921
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku SuperNova, Dualflex, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8710
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.488
_diffrn_reflns_theta_min         2.903
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.505
_exptl_absorpt_correction_T_max  0.717
_exptl_absorpt_correction_T_min  0.420
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_description       Block
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.557
_exptl_crystal_size_mid          0.197
_exptl_crystal_size_min          0.139
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.350
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4481
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0308
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0425P)^2^+0.6500P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0800
_reflns_number_gt                4393
_reflns_number_total             4481
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            hb7783sup1.cif
_cod_data_source_block           b17006r
_cod_database_code               2242733
_cod_database_fobs_code          2242733
_shelx_estimated_absorpt_t_min   0.336
_shelx_estimated_absorpt_t_max   0.722
_shelx_hkl_checksum              22762
_shelx_res_checksum              41963
_shelxl_version_number           2014/6