Show simple item record

Files in this item

Thumbnail

Item metadata

dc.contributor.authorHogan, Simon William Leslie
dc.contributor.authorvan Mourik, Tanja
dc.date.accessioned2017-01-16T00:32:05Z
dc.date.available2017-01-16T00:32:05Z
dc.date.issued2016-03-30
dc.identifier230746103
dc.identifiere1a2e812-6f59-4a36-b61c-1daaf9b8b5d8
dc.identifier84961285683
dc.identifier000371489600006
dc.identifier.citationHogan , S W L & van Mourik , T 2016 , ' Competition between hydrogen and halogen bonding in halogenated 1-methyluracil: water systems ' , Journal of Computational Chemistry , vol. 37 , no. 8 , pp. 763-770 . https://doi.org/10.1002/jcc.24264en
dc.identifier.issn1096-987X
dc.identifier.otherORCID: /0000-0001-7683-3293/work/57088455
dc.identifier.urihttps://hdl.handle.net/10023/10106
dc.description.abstractThe competition between hydrogen- and halogen-bonding interactions in complexes of 5-halogenated 1-methyluracil (XmU; X = F, Cl, Br, I or At) with one or two water molecules in the binding region between C5-X and C4=O4 is investigated with M06-2X/6-31+G(d). In the singly-hydrated systems, the water molecule forms a hydrogen bond with C4=O4 for all halogens, whereas structures with a halogen bond between the water oxygen and C5-X exist only for X = Br, I and At. Structures with two waters forming a bridge between C4=O and C5-X (through hydrogen- and halogen-bonding interactions) exist for all halogens except F. The absence of a halogen-bonded structure in singly-hydrated ClmU is therefore attributed to the competing hydrogen-bonding interaction with C4=O4. The halogen-bond angle in the doubly-hydrated structures (150-160°) is far from the expected linearity of halogen bonds, indicating that significantly non-linear halogen bonds may exist in complex environments with competing interactions.
dc.format.extent1384036
dc.language.isoeng
dc.relation.ispartofJournal of Computational Chemistryen
dc.subjectHalogen bonden
dc.subjectHydrogen bonden
dc.subjectMethyluracilen
dc.subjectDensity functional theoryen
dc.subjectM06-2Xen
dc.subjectQD Chemistryen
dc.subjectNDASen
dc.subject.lccQDen
dc.titleCompetition between hydrogen and halogen bonding in halogenated 1-methyluracil: water systemsen
dc.typeJournal articleen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.identifier.doihttps://doi.org/10.1002/jcc.24264
dc.description.statusPeer revieweden
dc.date.embargoedUntil2017-01-15


This item appears in the following Collection(s)

Show simple item record