Crystal structure of (+)-N-[(1R,5S,6S,9S)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide

Takeshi Oishi, Shun Tsuzaki, Tomoya Sugai, Takaaki Sato, Noritaka Chida

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)


In the title compound, C12H19NO6, the six-membered 1,3-dioxane ring adopts a chair-like conformation. The seat of this chair, containing two O atoms, is essentially planar, with a maximum deviation of 0.0021(12)A. The five-membered oxolane ring cis-fused to the 1,3-dioxane ring adopts an envelope form. The bridgehead C atom at the flap, which is bonded to the tetrasubstituted C atom of the oxolane ring, deviates from the mean plane of other ring atoms by 0.539(4)A. In the crystal, classical O - H⋯O and N - H⋯O hydrogen bonds link the molecules into a sheet structure enclosing an R 4 4(24) graph-set motif. Weak intermolecular C - H⋯O interactions support the sheet formation.

Original languageEnglish
Pages (from-to)756-759
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
Publication statusPublished - 2016 May 1


  • 1,3-dioxane
  • bicyclic compound
  • crystal structure
  • hydrogen bond
  • hydroxy group
  • oxolane

ASJC Scopus subject areas

  • General Chemistry
  • General Materials Science
  • Condensed Matter Physics


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