Bis(nateglinide) hydronium chloride, and its unique self-assembly into extended polymeric arrays via O-H...O, N-H...Cl and O-H...Cl hydrogen bonds.
The title compound, bis[(-)-N-(trans-4-isopropylcyclohexanecarbonyl)-D-phenylalanine] hydronium chloride, 2C19H27NO3.H3O+.Cl-, at 110 K contains four conformationally dissimilar moieties in the asymmetric unit, which are seemingly necessary in order to optimize the supramolecular association. The organic molecule forms O-H...O hydrogen-bonded carboxylic acid dimers, which are paired into six-component clusters via N-H...Cl hydrogen bonds through the two bridging chloride anions. These combined hexameric aggregates are further interlinked into extended two-dimensional network arrays via the hydronium ions by O-H...O and O-H...Cl hydrogen bonds. This study represents the first crystallographic report of nateglinide.
Tessler
Limor
L
School of Chemistry, Sackler Faculty of Exact Sciences, Tel-Aviv University, Ramat-Aviv, 69978 Tel-Aviv, Israel.
Goldberg
Israel
I