Crystal structure of 1,2,3,4-tetrahydroisoquinolin-2-ium (2S,3S)-3-carboxy-2,3-dihydroxypropanoate monohydrate

Abstract

The crystal structure of 1,2,3,4-tetrahydroisoquinolin-2-ium (2S,3S)-3-carboxy-2,3-dihydroxypropanoate monohydrate, C9H12N+·C4H5O6−·H2O, at 115 K shows orthorhombic symmetry (space group P212121). The hydrogen tartrate anions and solvent water molecules form an intricate diperiodic O—H...O hydrogen-bond network parallel to (001). The tetrahydroisoquinolinium cations are tethered to the anionic hydrogen-bonded layers through N—H...O hydrogen bonds. The crystal packing in the third direction is achieved through van der Waals contacts between the hydrocarbon tails of the tetrahydroisoquinolinium cations, resulting in hydrophobic and hydrophilic regions in the crystal structure.

Keywords

• isoquinoline
• tartaric acid
• salt formation
• proton-transfer compound
• hydrogen bonding
• crystal structure