2-Phenylethyl 1-thio-β-D-galactopyranoside hemihydrate

Iván Brito,László Szilágyi,Ambati Ashok Kumar,Joselyn Albanez,Michael Bolte

doi:10.1107/s1600536811031667

Abstract

The title compound, C14H20O5S·0.5H2O, crystallizes with two organic molecules and a solvent water molecule in the asymmetric unit. In both molecules, the hexapyranosyl rings adopt a slightly distorted chair conformation (5 C 2) with four substituents in equatorial positions and one substituent in an axial position. The main difference between the organic molecules is the dihedral angle between the phenyl ring and the best plane defined by the O—C1—C2—C3 atoms (r.m.s deviations = 0.003 and 0.043 Å) of the hexapyranosyl rings [47.4 (4) and 86.5 (4)°]. In the asymmetric unit, molecules are linked by two strong O—H⋯O hydrogen bonds. In the crystal, the components are linked by a total of 10 distinct O—H⋯O hydrogen bonds, resulting in the formation of a two-dimensional network parallel to the ab plane.

Highlights

The title compound, C14H20O5S0.5H2O, crystallizes with two organic molecules and a solvent water molecule in the asymmetric unit
The main difference between the organic molecules is the dihedral angle between the phenyl ring and the best plane defined by the O—C1—C2—C3 atoms (r.m.s deviations = 0.003 and 0.043 Å) of the hexapyranosyl rings
Molecules are linked by two strong O—H O hydrogen bonds

Summary

Data collection

Joselyn Albaneza and Michael Boltec a Departamento de Quımica, Facultad de Ciencias Básicas, Universidad de Antofagasta, Casilla 170, Antofagasta, Chile, bDepartment of Organic Chemistry, University of Debrecen, H-4010 Debrecen Pf 20., Hungary, and cInstitut für Anorganische Chemie der Goethe–Universität Frankfurt, Max-von-Laue-Strasse 7, D-60438 Frankfurt am Main, Germany. The title compound, C14H20O5S0.5H2O, crystallizes with two organic molecules and a solvent water molecule in the asymmetric unit. In both molecules, the hexapyranosyl rings adopt a slightly distorted chair conformation (5C2) with four substituents in equatorial positions and one substituent in an axial position. The main difference between the organic molecules is the dihedral angle between the phenyl ring and the best plane defined by the O—C1—C2—C3 atoms (r.m.s deviations = 0.003 and 0.043 Å) of the hexapyranosyl rings [47.4 (4) and 86.5 (4) ]. Molecules are linked by two strong O—H O hydrogen bonds. H O hydrogen bonds, resulting in the formation of a twodimensional network parallel to the ab plane. Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: XAREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009)’

Related literature

Crystal data

Special details