(+)-Camphoracetic acid: Catemeric hydrogen bonding in a γ-keto acid

Hugh W. Thompson, Marie L. Coté, Roger A. Lalancette

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

The formation of carboxyl-to-ketone hydrogen bonding catemers by the compound (1R)-4,7,7-trimethyl-3-oxobicyclo[2.2.1]-heptane-2-endo-acetic acid was discussed. The category of keto acids to which (I) belonged was rich in hydrogen bonding types, embracing dimers, internal hydrogen bonds and catemers of the screw , transational and glide types. Compound (I) was skeletally rigid except for the rotation about C2-C11 and C11-C12 bonds and the two bonds differed in rotation.It was found that the dihedral angle between the carboxyl and ketone planes (O2-C12-O3) versus C2-C3-C4-O1 was 80.1(2)° in the case of (IA) and 75.9(2)° for (IB).

Original languageEnglish (US)
Pages (from-to)o727-o729
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume60
Issue number10
DOIs
StatePublished - Oct 2004

All Science Journal Classification (ASJC) codes

  • General Biochemistry, Genetics and Molecular Biology

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