Crystal structure of (E)-2-[(4-hydroxybenzylidene)azaniumyl]benzoate

Abstract

The title Schiff base, C14H11NO3, crystallizes as a zwitterion (i.e. proton transfer from the carboxylic acid group to the imine N atom). The dihedral angle between the aromatic rings is 19.59 (6)° and an intramolecular N—H...O hydrogen bond closes an S(6) ring. In the crystal, inversion dimers linked by pairs of O—H...O hydrogen bonds generate R24(24) loops. The dimers are linked by C—H...O interactions, generating (211) sheets.

Keywords

• crystal structure
• Schiff bases
• azanium–carboxylate zwitterion
• hydrogen bonding