(±)-3-Indanone-1-acetic Acid: Heterochiral Catemeric Hydrogen Bonding in a δ-Keto Acid

Abstract

The crystal structure of (±)-2,3-dihydro-3-oxo-1H-indeneacetic acid, C11H10O3, involves carboxyl-to-ketone hydrogen-bonding catemers [O⋯O 2.691 (2) Å] of an unusual type. Hydrogen bonds progress from the carboxyl H atom of one molecule to the ketone O (O1) atom of a glide-related enantiomer, resulting in heterochiral chains. Parallel screw-related hydrogen-bonding chains proceed in counter-directional pairs through the cell. Two different close contacts (2.49 and 2.58 Å) are found between the carboxyl C=O group and H atoms on neighboring molecules.