Two new heterocyclic [,5]-propellanoid compounds: 2,8-dioxatricyclo[,5]undecane-3,7-dione and a related dimer

Jonglin F. Tsao, Sana R. Faruqi, Hugh W. Thompson, Roger A. Lalancette

Research output: Contribution to journalArticlepeer-review

1 Scopus citations


2,8-Dioxatricyclo[]undecane-3,7-dione, C9H10O4. (I), is the dilactone acylal of cyclopentanone-2,2-diacetic acid. Both molecules in the asymmetric unit have conformational chirality and differ principally in the flexing of the carbon ring, which produces a resolvable conformational disorder in one of the molecules. Three intermolecular C-H ⋯ O close contacts exist. 7,7′-Oxybis(2,8-dioxatricyclo[,5]undecan-3-one), C18H22O7, (II), a racemate, lies on a C2 axis and is a non-meso furanosyl furanoside dimer derived from the monoacid monoaldehyde corresponding to (I). One intermolecular C - H ⋯ O close contact exists. Diminished intramolecular void space in these small propellanoids generates unusually high crystal density in both species, particularly (I).

Original languageEnglish (US)
Pages (from-to)o57-o59
JournalActa Crystallographica Section C: Crystal Structure Communications
Issue number2
StatePublished - Feb 2003

All Science Journal Classification (ASJC) codes

  • General Biochemistry, Genetics and Molecular Biology


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