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The bicyclic carboxylic acid, C 17 H 22 O 5 , a potential intermediate in the synthesis of bioactive  δ -cuparenol has been prepared and characterized by spectroscopic and X-ray studies. The structure derived from the NMR data, the infrared spectra and the chemical analysis is consistent with that of single crystal X-ray analysis. The molecules in the title compound are linked into a three dimensional framework by O—H…O and C—H…O intermolecular hydrogen bonds. The supramolecular assembly of molecules exhibits R 4  4 (23) rings. The conformational analysis of the molecule as investigated by the semi-empirical quantum mechanical AM1 calculations shows a good agreement with the X-ray structure.

zeitschrift für kristallographie - crystalline materials

Synthesis, spectroscopic and crystallographic studies of (1RS,2SR)-1-(2-carboxy-4-methyl-5-methoxyphenyl)-1,2-dimethyl-cyclopentane-2-carboxylic acid: supramolecular framework built from O—H…O and C—H…O hydrogen bonds