Title of article :
Crystal structure of canagliflozin hemihydrate
Author/Authors :
Liu, Kai-Hang Chemistry Department - Zhejiang University, People's Republic of China , Gu, Jian-Ming Center of Analysis and Measurement - Zhejiang University, People's Republic of China , Hu, Xiu-Rong Chemistry Department - Zhejiang University, People's Republic of China , Tanga, Gu-Ping Chemistry Department - Zhejiang University, People's Republic of China
Abstract :
There are two canagliflozin molecules (A and B) and one water molecule in the asymmetric unit of the title compound, C24H25FO5S·0.5H2O [systematic name: (2S,3R,4R,5S,6R)-2-(3-{[5-(4-fluorophenyl)thiophen-2-yl]methyl}-4-methylphenyl)-6-(hydroxymethyl)-3,4,5,6-tetrahydro-2H-pyran-3,4,5-triol hemihydrate]. The dihedral angles between the methylbenzene and thiophene rings are 115.7 (4) and 111.7 (4)°, while the dihedral angles between the fluorobenzene and thiophene rings are 24.2 (6) and 20.5 (9)° in molecules A and B, respectively. The hydropyran ring exhibits a chair conformation in both canagliflozin molecules. In the crystal, the canagliflozin molecules and lattice water molecules are connected via O—H⋯O hydrogen bonds into a three-dimensional supramolecular architecture.
Keywords :
crystal structure , canagliflozin , hydrogen bonding
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
