The subtle balance of weak supramolecular interactions: The hierarchy of halogen and hydrogen bonds in haloanilinium and halopyridinium salts

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dc.contributor.author Raatikainen, Kari
dc.contributor.author Cametti, Massimo
dc.contributor.author Rissanen, Kari
dc.date.accessioned 2011-02-22T08:55:34Z
dc.date.available 2011-02-22T08:55:34Z
dc.date.issued 2010
dc.identifier.citation Kari Raatikainen, Massimo Cametti and Kari Rissanen (2010). The subtle balance of weak supramolecular interactions: The hierarchy of halogen and hydrogen bonds in haloanilinium and halopyridinium salts. Beilstein Journal of Organic Chemistry, Vol. 6, No. 4. doi:10.3762/bjoc.6.4
dc.identifier.issn 1860-5397
dc.identifier.uri http://hdl.handle.net/123456789/26579
dc.description.abstract The series of haloanilinium and halopyridinium salts: 4-IPhNH₃Cl (1), 4-IPhNH₃Br (5), 4-IPhNH₃H₂PO₄ (6), 4-ClPhNH₃H₂PO₄ (8), 3-IPyBnCl (9), 3-IPyHCl (10) and 3-IPyH-5NIPA (3-iodopyridinium 5-nitroisophthalate, 13), where hydrogen or/and halogen bonding represents the most relevant non-covalent interactions, has been prepared and characterized by single crystal X-ray diffraction. This series was further complemented by extracting some relevant crystal structures: 4-BrPhNH3Cl (2, CCDC ref. code TAWRAL), 4-ClPhNH3Cl (3, CURGOL), 4-FPhNH3Cl (4, ANLCLA), 4-BrPhNH3H2PO4, (7, UGISEI), 3-BrPyHCl, (11, CIHBAX) and 3-ClPyHCl, (12, VOQMUJ) from Cambridge Structural Database for sake of comparison. Based on the X-ray data it was possible to highlight the balance between non-covalent forces acting in these systems, where the relative strength of the halogen bonding C–X···A− (X = I, Br or Cl) and the ratio between the halogen and hydrogen bonds [C–X···A− : D–H···A−] varied across the series.
dc.language.iso eng
dc.publisher Beilstein-Institut
dc.relation.ispartofseries Beilstein Journal of Organic Chemistry
dc.subject.other crystal engineering en
dc.subject.other halogen bonding en
dc.subject.other hydrogen bonding en
dc.subject.other supramolecular chemistry en
dc.subject.other weak interactions en
dc.title The subtle balance of weak supramolecular interactions: The hierarchy of halogen and hydrogen bonds in haloanilinium and halopyridinium salts
dc.type Article en
dc.identifier.urn URN:NBN:fi:jyu-201102221798
dc.subject.kota 116
dc.contributor.laitos Kemian laitos fi
dc.contributor.laitos Department of Chemistry en
dc.contributor.oppiaine Organic chemistry en
dc.contributor.oppiaine Orgaaninen kemia fi
dc.type.uri http://purl.org/eprint/type/JournalArticle
dc.identifier.doi doi:10.3762/bjoc.6.4
dc.description.version Publisher's PDF
eprint.status http://purl.org/eprint/type/status/PeerReviewed

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