(±)-3-indanone-1-acetic acid: Heterochiral catemeric hydrogen bonding in a δ-keto acid

Article abstract of DOI:10.1107/S0108270197019823

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) A] of an unusual type. Hydrogen bonds progress from the carboxyl H atom of one molecule to the ketone O (01) 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 A) are found between the carboxyl C=O group and H atoms on neighboring molecules.