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dc.contributor.authorKendrick, John*
dc.contributor.authorGourlay, Matthew D.*
dc.contributor.authorNeumann, M.A.*
dc.contributor.authorLeusen, Frank J.J.*
dc.date.accessioned2010-12-21T17:18:54Z
dc.date.available2010-12-21T17:18:54Z
dc.date.issued2009
dc.identifier.citationKendrick, J., Gourlay, M.D., Neumann, M. and Leusen, F.J.J. (2009). Predicting spontaneous racemate resolution using recent developments in crystal structure prediction. CrystEngComm. Vol. 11, No. , pp. 2391-2399.
dc.identifier.urihttp://hdl.handle.net/10454/4622
dc.descriptionNo
dc.description.abstractA hybrid molecular mechanics and quantum mechanics solid state DFT method is used to re-rank the stability of racemic and enantiopure crystal structures of four molecules; 4-hydroxymethyl-2-oxazolidinone, 5-hydroxymethyl-2-oxazolidinone, 2-(4-hydroxyphenyl)-2,5,5-trimethylpyrrolidine-1-oxy and 2-(3-hydroxyphenyl)-2,5,5-trimethylpyrrolidine-1-oxy. Previous work using a force field based method to predict these crystal structures indicated that the lattice energy may be a suitable criterion for predicting whether a chiral molecule will resolve spontaneously on crystallisation. However, in some cases, the method had predicted an unrealistically high lattice energy for the structure corresponding to the experimentally observed one. The Hybrid DFT method successfully predicts those molecules which resolve spontaneously and furthermore predicts satisfactory lattice energies for all experimentally observed structures. Based on a comparison of the predicted lattice energies from the two methods it is concluded that the force fields used were not sufficiently accurate to predict spontaneous resolution with any confidence. However, the Hybrid DFT method is shown to be sufficiently accurate for making such predictions.
dc.language.isoen
dc.subjectRacemate resolution
dc.subjectcrystal structure prediction
dc.titlePredicting spontaneous racemate resolution using recent developments in crystal structure prediction
dc.status.refereedYes
dc.typeArticle
dc.type.versionNo full-text in the repository
dc.identifier.doihttps://doi.org/10.1039/B909038J
dc.openaccess.statusclosedAccess


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