(±)-3-Oxo-1,2,3,9,10,10a-hexahydrophenanthrene-10a-carboxylic acid: Catemeric hydrogen bonding in a δ-keto acid

Alan J. Miller, Andrew P.J. Brunskill, Roger A. Lalancette, Hugh W. Thompson

Research output: Contribution to journalArticlepeer-review

1 Scopus citations


The crystal structure of the title compound (C15H14O3) involves hydrogen-bonding catemers, with hydrogen bonds progressing from the carboxyl group of each molecule to the ketone group of a screw-related neighbor [O⋯O = 2.604 (3) Å]. This creates two parallel centrosymmetrically related single-strand hydrogen-bonding helices proceeding in the b direction through the chosen cell. Two intermolecular C=O⋯H-C close contacts were found, one involving the acid (2.39 Å) and one, the ketone (2.58 Å). A close contact was also found between a methylene C-H and the center of the aromatic π-cloud in a centrosymmetrically related molecule.

Original languageEnglish (US)
Pages (from-to)563-566
Number of pages4
JournalActa Crystallographica Section C: Crystal Structure Communications
Issue number4
StatePublished - Apr 15 1999

All Science Journal Classification (ASJC) codes

  • Biochemistry, Genetics and Molecular Biology(all)


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