(+)-3-Oxoglycyrrhetinic acid: Catemeric hydrogen bonding in a non-racemic triterpenoid diketo acid

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

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

The crystal structure of the title compound, (+)-10,13-dioxo-2α,4aβ,6aα,6bβ,9,9,12aβ-heptamethyl- 1,2,3,4,4a,-5,6,6a,6b,7,8,8aα,9,10,11,12,12a,12bα,13,14bβ- icosa-hydropicene-2β-carboxylic acid, C30H44O4, involves carboxyl-to-ketone hydrogen-bonding catemers. Distorted hydrogen bonds progress from the carboxyl H atom of one molecule to the remote-ring ketone O atom of a screw-related neighbor [O⋯O = 2.975 (5) Å], yielding helical hydrogen-bonding chains which proceed in the b direction. Two C - H⋯O close contacts were found, connecting the unsaturated ketone (2.71 Å) and the acid carbonyl (2.55 Å) to separate screw-related neighbors.

Original languageEnglish (US)
Pages (from-to)1902-1905
Number of pages4
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume55
Issue number11
DOIs
StatePublished - Nov 15 1999

All Science Journal Classification (ASJC) codes

  • Biochemistry, Genetics and Molecular Biology(all)

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