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dc.contributor.authorChinthal, Chayanna Harish
dc.contributor.authorYathirajan, Hemmige S.
dc.contributor.authorManju, Nagaraja
dc.contributor.authorKalluraya, Balakrishna
dc.contributor.authorForo, Sabine
dc.contributor.authorGlidewell, Christopher
dc.date.accessioned2021-05-27T08:30:13Z
dc.date.available2021-05-27T08:30:13Z
dc.date.issued2021-05
dc.identifier.citationChinthal , C H , Yathirajan , H S , Manju , N , Kalluraya , B , Foro , S & Glidewell , C 2021 , ' The crystal structures of three disordered 2-substituted benzimidazole esters ' , Acta Crystallographica Section E Crystallographic Communications , vol. 77 , no. Part 5 , pp. 473-479 . https://doi.org/10.1107/S2056989021003364en
dc.identifier.issn2056-9890
dc.identifier.otherPURE: 274371021
dc.identifier.otherPURE UUID: 28814929-a8f5-4f8c-bc08-ab800f013787
dc.identifier.otherRIS: urn:2DE3657C98E4A71C4D74FB5BEC0CE590
dc.identifier.otherScopus: 85105701847
dc.identifier.urihttp://hdl.handle.net/10023/23262
dc.descriptionHSY thanks the University Grants Commission, New Delhi, for the award of a BSR Faculty Fellowship for three years.en
dc.description.abstractThe crystal structures of three benzimidazole esters containing aryl or heterocyclic substituents at position 2 are reported, and all three exhibit disorder of mol­ecular entities. In ethyl 1-methyl-2-[4-(prop-2-yn­oxy)phen­yl]-1H-benzimidazole-5-carboxyl­ate, C20H18N2O3, (I), the prop-2-yn-1-oxyphenyl unit is disordered over two sets of atomic sites having effectively equal occupancies, 0.506 (5) and 0.494 (5). The propyl substituent in ethyl 1-propyl-2-(pyren-1-yl)-1H-benzimidazole-5-carboxyl­ate, C29H24N2O2, (II), is disordered over two sets of atomic sites having occupancies 0.601 (8) and 0.399 (8), and the ester unit in ethyl 1-methyl-2-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1H-benzimidazole-5-carboxyl­ate, C21H19ClN4O2 (III), is disordered over two sets of atomic sites having occupancies 0.645 (7) and 0.355 (7). In each of the C—H⋯π(arene) hydrogen bonds in (I), the donor and acceptor form parts of different disorder components, so that no continuous aggregation is possible. The mol­ecules of (II) are linked by a single C—H⋯O hydrogen bond into C(10) chains, which are linked into sheets by a π–π stacking inter­action, whereas those of (III) are just linked into C(13) chains, again by a single C—H⋯O hydrogen bond. Comparisons are made with the structures of some related compounds.
dc.format.extent7
dc.language.isoeng
dc.relation.ispartofActa Crystallographica Section E Crystallographic Communicationsen
dc.rightsCopyright © 2020 The Author(s). This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.en
dc.subjectBenzimidazolesen
dc.subjectCrystal structureen
dc.subjectDisorderen
dc.subjectHeterocyclic compoundsen
dc.subjectHydrogen bondingen
dc.subjectSupra­molecular assemblyen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleThe crystal structures of three disordered 2-substituted benzimidazole estersen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.identifier.doihttps://doi.org/10.1107/S2056989021003364
dc.description.statusPeer revieweden


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