Synthesis and crystal structures of 3-hydroxy-2,4-dimethyl-2<i>H</i>-thiophen-5-one and 3-hydroxy-4-methyl-2<i>H</i>-thiophen-5-one
Nashawi, Asma; Lawson, Christopher P.; Abdel-Sattar, M. Omar; ter Horst, Joop H.; Coxon, Geoffrey D.; Kennedy, Alan R.; Acta Crystallographica Section E 76 (2020) 1158–1162; doi:10.1107/S2056989020008269

data_2243458
_publ_section_title
;
 Synthesis and crystal structures of
 3-hydroxy-2,4-dimethyl-2<i>H</i>-thiophen-5-one and
 3-hydroxy-4-methyl-2<i>H</i>-thiophen-5-one
;
_journal_coeditor_code           LH5954
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1158
_journal_page_last               1162
_journal_paper_doi               10.1107/S2056989020008269
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C6 H8 O2 S'
_chemical_formula_moiety         'C6 H8 O2 S'
_chemical_formula_sum            'C6 H8 O2 S'
_chemical_formula_weight         144.18
_chemical_name_systematic
;
3-Hydroxy-2,4-dimethyl-2<i>H</i>-thiophen-5-one
;
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.2860(10)
_cell_length_b                   11.4809(8)
_cell_length_c                   12.6469(10)
_cell_measurement_reflns_used    1393
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      72.7690
_cell_measurement_theta_min      7.0090
_cell_volume                     1348.3(2)
_computing_cell_refinement
;
CrysalisPro (Rigaku OD, 2019)
;
_computing_data_collection
;
CrysalisPro (Rigaku OD, 2019)
;
_computing_data_reduction
;
CrysalisPro (Rigaku OD, 2019)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2020) and ORTEP-3 for WIndows (Farrugia,
2012)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SIR92 (Altomare <i>et al.</i>,  1994)
;
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Oxford Diffraction Gemini S'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4293
_diffrn_reflns_theta_full        70.000
_diffrn_reflns_theta_max         73.014
_diffrn_reflns_theta_min         7.003
_diffrn_source                   'sealed tube'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.633
_exptl_absorpt_correction_T_max  0.847
_exptl_absorpt_correction_T_min  0.323
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2019)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_description       rod
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.674
_refine_diff_density_min         -0.287
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         1323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0531
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0810P)^2^+0.8472P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1371
_refine_ls_wR_factor_ref         0.1482
_reflns_number_gt                1115
_reflns_number_total             1323
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            lh5954sup1.cif
_cod_data_source_block           4
_cod_database_code               2243458
_cod_database_fobs_code          2243458
_shelx_hkl_checksum              81366
_shelx_res_checksum              84728