Title of article
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
Author/Authors
Oishi,Takeshi School of Medicine - Keio University, Japan , Tsuzaki, Shun Department of Applied Chemistry - Faculty of Science and Technology, Keio University, Japan , Sugai,Tomoya Department of Applied Chemistry - Faculty of Science and Technology, Keio University, Japan , Satob, Takaaki Department of Applied Chemistry - Faculty of Science and Technology, Keio University, Japan , Chidab, Noritaka Department of Applied Chemistry - Faculty of Science and Technology, Keio University, Japan
Pages
9
From page
1
To page
9
Abstract
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) Å. 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) Å. In the crystal, classical O—H⋯O and N—H⋯O hydrogen bonds link the molecules into a sheet structure enclosing an R44(24) graph-set motif. Weak intermolecular C—H⋯O interactions support the sheet formation.
Keywords
hydroxy group , hydrogen bond , oxolane , crystal structure , bicyclic compound , 1,3-dioxane
Journal title
Acta Crystallographica Section E: Crystallographic Communications
Serial Year
2016
Record number
2617936
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