Cardiff University | Prifysgol Caerdydd ORCA
Online Research @ Cardiff 
WelshClear Cookie - decide language by browser settings

Predictable disorder versus polymorphism in the rationalization of structural diversity: A multidisciplinary study of eniluracil

Copley, R. C. B., Barnett, S. A., Karamertzanis, P. G., Harris, Kenneth David Maclean ORCID: https://orcid.org/0000-0001-7855-8598, Kariuki, Benson ORCID: https://orcid.org/0000-0002-8658-3897, Xu, Mingcan, Nickels, E. A., Lancaster, R. W. and Price, S. L. 2008. Predictable disorder versus polymorphism in the rationalization of structural diversity: A multidisciplinary study of eniluracil. Crystal Growth & Design 8 (9) , pp. 3474-3481. 10.1021/cg800517h

Full text not available from this repository.

Abstract

Detailed analysis of X-ray diffraction data from four single crystals of eniluracil, prepared under different crystallization conditions, confirms a picture in which the crystals exhibit different degrees of disorder, which is also suggested by the computed low energy crystal structures. Since several of these crystal structures that effectively differ by an interchange of the oxygen and hydrogen atoms on C(4) and C(6) are essentially equi-energetic, growth errors that may be difficult to reverse are practically inevitable. The structural variations observed for the crystals of eniluracil studied are more appropriately described in terms of variable degrees of disorder rather than polymorphism. Analysis of the computed crystal energy landscape for interchangeable hydrogen-bonded (or other strong) motifs is, therefore, shown to be a valuable complement to X-ray diffraction and solid-state NMR for understanding and characterizing disorder in organic solid state systems. In the case of eniluracil, this detailed picture probably accounts for the challenges in devising a robust production process for this anticancer agent in the 1990s. The specific nature of the disorder accounts for different structures being obtained from powder X-ray diffraction data of different samples, and the possibility of publishable single crystal X-ray refinements also being interpreted as polymorphism rather than disorder.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: ACS Publications
ISSN: 1528-7483
Last Modified: 17 Oct 2022 09:50
URI: https://orca.cardiff.ac.uk/id/eprint/5901

Citation Data

Cited 47 times in Scopus. View in Scopus. Powered By Scopus® Data

Actions (repository staff only)

Edit Item Edit Item