Crystal structure of 4-[(2-hydroxy-3-methoxybenzyl)amino]benzoic acid hemihydrate

Abstract

In the crystal of the title vanilline derivative, 2C15H15NO4·H2O, the secondary amine molecule is accompanied by half equivalent of water. The molecule is non-planar, with torsion angle Caryl—CH2—NH—Caryl of −83.9 (2)°. In the crystal, the system of O—H...O hydrogen bonds, including bridging water molecules residing on crystallographic twofold axes, results in a two-dimensional layered structure. Within the layers, there are also weak N—H...π interactions involving the vanilline benzene ring.

Keywords

• crystal structure
• 2-hydroxy-3-methoxy-benzaldehyde
• 4-aminobenzoic acid (PABA)
• secondary amine
• hydrogen bonding
• vanillin