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dc.contributor.authorWzgarda-Raj, Kinga
dc.contributor.authorRybarczyk-Pirek, Agnieszka
dc.contributor.authorPalusiak, Marcin
dc.contributor.authorWojtulewski, S.
dc.contributor.authorPindelska, E.
dc.identifier.citationWzgarda-Raj, K., Rybarczyk-Pirek, A.J., Wojtulewski, S. et al. Oxidation of 2-mercaptopyridine N-oxide upon iodine agent: structural and FT-IR studies on charge-assisted hydrogen bonds CAHB(+) and I…I halogen interactions in 2,2′-dithiobis(pyridine N-oxide) ionic cocrystal. Struct Chem 30, 827–833 (2019).
dc.description.abstract2-Mercaptopyridine N-oxide (I) undergoes spontaneous dimerization to the disulfide form due to reaction with iodine acting as an oxidizing reagent. As a result, a di-N-oxide disulfide derivative of pyridine is obtained. During the process of crystallization, one of N-oxide groups undergoes protonation and a cation form of disulfide moiety cocrystallizes with I3 − counterion forming a salt structure. Therefore, in the crystalline state, the 2,2′-dithiobis(pyridine N-oxide) molecule exists in a not observed previously form of monocation. Interestingly, the protonated N-oxide group does not form hydrogen-bonded salt bridges (of the CAHB(±) type with I3 − anions) but prefers to be involved in intermolecular interactions with the unprotonated N-oxide group of the adjacent molecule This results in formation of intermolecular CAHB(+) hydrogen bridges finally linking molecules into infinite chains. The crystal structure is also stabilized by other various noncovalent interactions, including iodine...iodine and sulfur...iodine contacts.pl_PL
dc.publisherSpringer Naturepl_PL
dc.relation.ispartofseriesStructural Chemistry;30
dc.rightsUznanie autorstwa 4.0 Międzynarodowe*
dc.subjectMercaptopyridine N-oxidepl_PL
dc.subjectCrystal structurepl_PL
dc.subjectFT-IR studiespl_PL
dc.titleOxidation of 2-mercaptopyridine N-oxide upon iodine agent: structural and FT-IR studies on charge-assisted hydrogen bonds CAHB(+) and I…I halogen interactions in 2,2′-dithiobis(pyridine N-oxide) ionic cocrystalpl_PL
dc.contributor.authorAffiliationGroup of Theoretical and Structural Chemistry, Department of Physical Chemistry, Faculty of Chemistry, University of Łódź, Pomorska 163/165, 90-236 Łódź, Polandpl_PL
dc.contributor.authorAffiliationDepartment of Theoretical Chemistry, University of Białystok, Ciołkowskiego 1K, 15-245 Białystok, Polandpl_PL
dc.contributor.authorAffiliationFaculty of Pharmacy, Laboratory of Medicine Division, Medical University of Warsaw, Banacha 1, 02-097 Warsaw, Polandpl_PL
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Uznanie autorstwa 4.0 Międzynarodowe
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