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X-ray Structures of 3-Acetyloxazolidin-2-one, 3-Acetyloxazolin-2-one and Oxazolin-2(3H)-one

EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UK
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Academic Editor: Kristof Van Hecke
Molbank 2022, 2022(3), M1445; https://doi.org/10.3390/M1445
Received: 25 August 2022 / Revised: 11 September 2022 / Accepted: 12 September 2022 / Published: 14 September 2022
(This article belongs to the Section Structure Determination)
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. View Full-Text
Keywords: oxazolidin-2-one; oxazolin-2(3H)-one; X-ray structure; hydrogen bonding oxazolidin-2-one; oxazolin-2(3H)-one; X-ray structure; hydrogen bonding
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MDPI and ACS Style

Aitken, R.A.; Logan, J.S.; Slawin, A.M.Z. X-ray Structures of 3-Acetyloxazolidin-2-one, 3-Acetyloxazolin-2-one and Oxazolin-2(3H)-one. Molbank 2022, 2022, M1445. https://doi.org/10.3390/M1445

AMA Style

Aitken RA, Logan JS, Slawin AMZ. X-ray Structures of 3-Acetyloxazolidin-2-one, 3-Acetyloxazolin-2-one and Oxazolin-2(3H)-one. Molbank. 2022; 2022(3):M1445. https://doi.org/10.3390/M1445

Chicago/Turabian Style

Aitken, R. Alan, Joe S. Logan, and Alexandra M. Z. Slawin. 2022. "X-ray Structures of 3-Acetyloxazolidin-2-one, 3-Acetyloxazolin-2-one and Oxazolin-2(3H)-one" Molbank 2022, no. 3: M1445. https://doi.org/10.3390/M1445

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