Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from <i>Hibiscus sabdariffa</i> (Malvaceae)
Zheoat, Ahmed M.; Gray, Alexander I.; Igoli, John O.; Kennedy, Alan R.; Ferro, Valerie A.; Acta Crystallographica Section E 73 (2017) 1368–1371; doi:10.1107/S2056989017011902

data_2242289
_publ_section_title
;
 Crystal structures of hibiscus acid and hibiscus acid dimethyl ester
 isolated from <i>Hibiscus sabdariffa</i> (Malvaceae)
;
_journal_coeditor_code           ZS2386
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1368
_journal_page_last               1371
_journal_paper_doi               10.1107/S2056989017011902
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C6 H6 O7, C2 H6 O S'
_chemical_formula_moiety         'C6 H6 O7, C2 H6 O S'
_chemical_formula_sum            'C8 H12 O8 S'
_chemical_formula_weight         268.24
_chemical_name_common            'Hibiscus acid dimethyl sulfoxide monosolvate'
_chemical_name_systematic
;
(2<i>S</i>,3<i>R</i>)-3-Hydroxy-5-oxo-2,3,4,5-tetrahydrofuran-2,3-dicarboxylic
acid dimethyl sulfoxide monosolvate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 94.092(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.4258(2)
_cell_length_b                   8.9491(3)
_cell_length_c                   11.4365(3)
_cell_measurement_reflns_used    2057
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      72.8390
_cell_measurement_theta_min      6.2800
_cell_volume                     553.90(3)
_computing_cell_refinement
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_data_collection
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_data_reduction
;
CrysAlis PRO (Oxford Diffraction, 2010)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SIR92 (Altomare <i>et al.</i>,  1993)
;
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Oxford Diffraction Gemini S CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4397
_diffrn_reflns_theta_full        70.000
_diffrn_reflns_theta_max         72.769
_diffrn_reflns_theta_min         3.875
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.935
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Oxford Diffraction, 2010)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_description       'fragment from a square plate'
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.253
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 698 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   0.00(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         1854
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0473
_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^)+(0.0678P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1132
_reflns_number_gt                1640
_reflns_number_total             1854
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            zs2386sup1.cif
_cod_data_source_block           I
_cod_database_code               2242289
_cod_database_fobs_code          2242289
_shelx_hkl_checksum              56390
_shelx_res_checksum              22120