Crystal Structure of Zerumbone [(E, E, E)-2, 6, 9, 9-Tetramethylcycloundeca-2, 6, 10-trien-1-one]

Sydney R. Hall, Surachai Nimgirawath, Colin L. Raston, Amnard Sittatrakul, Somkiat Thadaniti, Narumol Thirasasana, Allan H. White

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

The crystal structure of zerumbone, C15H22O, extracted from the rhizomes of Zingiber zerumbet Smith, has been determined by single-crystal X-ray diffraction at 295(1) K and refined by least squares to a residual of 0.051 for 925 ‘observed’ reflections. Crystals are monoclinic, space group P 21c, a 9•036(3), b 9•712(5), c 15•643(6) Å, β 97•19(3)°, Z = 4. Although the molecule has no chiral centre, the presence of the three trans double bonds confers considerable distortion and rigidity on the eleven-membered ring and renders the whole molecule chiral and potentially resolvable.

Original languageEnglish
Pages (from-to)2243-2247
Number of pages5
JournalAustralian Journal of Chemistry
Volume34
Issue number10
DOIs
Publication statusPublished - 1981
Externally publishedYes

Fingerprint

Dive into the research topics of 'Crystal Structure of Zerumbone [(E, E, E)-2, 6, 9, 9-Tetramethylcycloundeca-2, 6, 10-trien-1-one]'. Together they form a unique fingerprint.

Cite this