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dc.creatorNinkovic, Dragan B.
dc.creatorJanjić, Goran
dc.creatorZarić, Snežana D.
dc.date.accessioned2019-01-30T17:31:03Z
dc.date.available2019-01-30T17:31:03Z
dc.date.issued2012
dc.identifier.issn1528-7483
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/1034
dc.description.abstractStacking interactions between pyridine molecules and the influence of simultaneous hydrogen bonds were studied by analyzing data in the Cambridge Structural Database (CSD) and by ab initio calculations. The results show remarkably stronger stacking interactions of pyridines with hydrogen bonds, because of local parallel alignment interactions of OH bonds with the aromatic ring. Data in the crystal structures from the CSD and ab initio calculations show that normal distances (R) in stacking interactions of pyridines with simultaneous hydrogen bonds are shorter than those in stacking interactions without simultaneous hydrogen bonds. Furthermore, the calculated binding energies for stacking are substantially stronger when the pyridines have hydrogen bonds; the binding energy of the stacking interaction between pyridine water dimers is -6.86 kcal/mol, while that between pyridines is -4.08 kcal/mol. Surprisingly, in the minimum energy structure of the stacked pyridine water dimers, the contribution of the local parallel-alignment interactions between water and the other pyridine (-2.98 kcal/mol) is slightly larger than the contribution of the stacking interaction between two pyridine molecules (-2.67 kcal/mol). The local influence of hydrogen bonds on stacking, via parallel alignment interactions, can be very important for all systems with heteroaromatic molecules and groups, especially DNA and RNA.en
dc.publisherAmer Chemical Soc, Washington
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172065/RS//
dc.relationAlexander von Humboldt Foundation (Germany)
dc.rightsrestrictedAccess
dc.sourceCrystal Growth & Design
dc.titleCrystallographic and ab Initio Study of Pyridine Stacking Interactions. Local Nature of Hydrogen Bond Effect in Stacking Interactionsen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractЗарић, Снежана Д.; Јањић, Горан; Нинковиц, Драган Б.;
dc.citation.volume12
dc.citation.issue3
dc.citation.spage1060
dc.citation.epage1063
dc.citation.other12(3): 1060-1063
dc.citation.rankaM21
dc.identifier.doi10.1021/cg201389y
dc.identifier.rcubConv_2763
dc.identifier.scopus2-s2.0-84857961300
dc.identifier.wos000301098700002
dc.type.versionpublishedVersion


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