X-ray structures of 3-acetyloxazolidin-2-one, 3-acetyloxazolin-2-one and oxazolin-2(3H)-one

R Alan Aitken*, Joe S. Logan, Alexandra Martha Zoya Slawin

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


The X-ray structures of three simple heterocyclic compounds have been obtained for the first time. Structures of both 3-acetyloxazolidin-2-one 1 and its unsaturated analogue 3-acetyloxazolin-2-one 3 show a planar imide nitrogen with the exocyclic C=O oriented anti to the ring N–C(=O) bond and negligible intermolecular interactions, a pattern consistent with previously reported analogues. In contrast the parent NH heterocycle, oxazolin-2(3H)-one 4, exists as hydrogen bonded dimers of two closely similar independent molecules but an unusual type of disorder involving exchange of the ring O and NH positions results in a very high R factor.
Original languageEnglish
Article numberM1445
Number of pages6
Issue number3
Publication statusPublished - 14 Sept 2022


  • Oxazolidin-2-one
  • Oxazolin-2(3H)-one
  • X-ray structure
  • Hydrogen bonding


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