A QTAIM exploration of the competition between hydrogen and halogen bonding in halogenated 1-methyluracil: water systems

Guo Huan; Tianlv Xu; Roya Momen; Lingling Wang; Yang Ping; Steven R. Kirk; Samantha Jenkins; Tanja van Mourik

doi:10.1016/j.cplett.2016.09.031

A QTAIM exploration of the competition between hydrogen and halogen bonding in halogenated 1-methyluracil: water systems

Guo Huan, Tianlv Xu, Roya Momen, Lingling Wang, Yang Ping, Steven R. Kirk, Samantha Jenkins, Tanja van Mourik

Research output: Contribution to journal › Article › peer-review

Abstract

Using QTAIM we show that the hydrogen bonding complexes of 5-halogenated-1-methyluracil (XmU; X = F, Cl, Br, I or At) with a water molecule were always stronger than the corresponding halogen bonds. The strength of the hydrogen bond decreased with increasing halogen size. The hydrogen bonds displayed an admixture of covalent character but all the halogen bonds were purely electrostatic in nature. An F---O halogen bond was found and was facilitated by an intermediate F---H bonding interaction. The metallicity ξ(r_b) of the C=O bonds neighboring the hydrogen bonds and of the C-X bonds contiguous with the halogen bonds was explored.

Original language	English
Pages (from-to)	67-72
Number of pages	6
Journal	Chemical Physics Letters
Volume	662
Early online date	12 Sept 2016
DOIs	https://doi.org/10.1016/j.cplett.2016.09.031
Publication status	Published - 1 Oct 2016

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10.1016/j.cplett.2016.09.031

VanMourik_2016_CPL_QTAIM_AM
© 2016 Published by Elsevier B.V. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at http://dx.doi.org/10.1016/j.cplett.2016.09.031
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@article{13676db9b2ea45a681e2ac3c41668ae3,

title = "A QTAIM exploration of the competition between hydrogen and halogen bonding in halogenated 1-methyluracil: water systems",

abstract = "Using QTAIM we show that the hydrogen bonding complexes of 5-halogenated-1-methyluracil (XmU; X = F, Cl, Br, I or At) with a water molecule were always stronger than the corresponding halogen bonds. The strength of the hydrogen bond decreased with increasing halogen size. The hydrogen bonds displayed an admixture of covalent character but all the halogen bonds were purely electrostatic in nature. An F---O halogen bond was found and was facilitated by an intermediate F---H bonding interaction. The metallicity ξ(rb) of the C=O bonds neighboring the hydrogen bonds and of the C-X bonds contiguous with the halogen bonds was explored.",

author = "Guo Huan and Tianlv Xu and Roya Momen and Lingling Wang and Yang Ping and Kirk, {Steven R.} and Samantha Jenkins and {van Mourik}, Tanja",

note = "The One Hundred Talents Foundation of Hunan Province and the aid program for the Science and Technology Innovative Research Team in Higher Educational Institutions of Hunan Province are gratefully acknowledged for the support of S.J. and S.R.K. The National Natural Science Foundation of China is also acknowledged, project approval number: 21273069.TvM is grateful to EastCHEM for support via the EaStCHEM Research Computing Facility.",

year = "2016",

month = oct,

day = "1",

doi = "10.1016/j.cplett.2016.09.031",

language = "English",

volume = "662",

pages = "67--72",

journal = "Chemical Physics Letters",

issn = "0009-2614",

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TY - JOUR

T1 - A QTAIM exploration of the competition between hydrogen and halogen bonding in halogenated 1-methyluracil: water systems

AU - Huan, Guo

AU - Xu, Tianlv

AU - Momen, Roya

AU - Wang, Lingling

AU - Ping, Yang

AU - Kirk, Steven R.

AU - Jenkins, Samantha

AU - van Mourik, Tanja

N1 - The One Hundred Talents Foundation of Hunan Province and the aid program for the Science and Technology Innovative Research Team in Higher Educational Institutions of Hunan Province are gratefully acknowledged for the support of S.J. and S.R.K. The National Natural Science Foundation of China is also acknowledged, project approval number: 21273069.TvM is grateful to EastCHEM for support via the EaStCHEM Research Computing Facility.

PY - 2016/10/1

Y1 - 2016/10/1

N2 - Using QTAIM we show that the hydrogen bonding complexes of 5-halogenated-1-methyluracil (XmU; X = F, Cl, Br, I or At) with a water molecule were always stronger than the corresponding halogen bonds. The strength of the hydrogen bond decreased with increasing halogen size. The hydrogen bonds displayed an admixture of covalent character but all the halogen bonds were purely electrostatic in nature. An F---O halogen bond was found and was facilitated by an intermediate F---H bonding interaction. The metallicity ξ(rb) of the C=O bonds neighboring the hydrogen bonds and of the C-X bonds contiguous with the halogen bonds was explored.

AB - Using QTAIM we show that the hydrogen bonding complexes of 5-halogenated-1-methyluracil (XmU; X = F, Cl, Br, I or At) with a water molecule were always stronger than the corresponding halogen bonds. The strength of the hydrogen bond decreased with increasing halogen size. The hydrogen bonds displayed an admixture of covalent character but all the halogen bonds were purely electrostatic in nature. An F---O halogen bond was found and was facilitated by an intermediate F---H bonding interaction. The metallicity ξ(rb) of the C=O bonds neighboring the hydrogen bonds and of the C-X bonds contiguous with the halogen bonds was explored.

U2 - 10.1016/j.cplett.2016.09.031

DO - 10.1016/j.cplett.2016.09.031

M3 - Article

SN - 0009-2614

VL - 662

SP - 67

EP - 72

JO - Chemical Physics Letters

JF - Chemical Physics Letters

ER -

A QTAIM exploration of the competition between hydrogen and halogen bonding in halogenated 1-methyluracil: water systems

Abstract

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