dc.contributor.author | Wzgarda-Raj, Kinga | |
dc.contributor.author | Rybarczyk-Pirek, Agnieszka | |
dc.contributor.author | Palusiak, Marcin | |
dc.contributor.author | Wojtulewski, S. | |
dc.contributor.author | Pindelska, E. | |
dc.date.accessioned | 2021-08-31T06:52:33Z | |
dc.date.available | 2021-08-31T06:52:33Z | |
dc.date.issued | 2019 | |
dc.identifier.citation | Wzgarda-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). https://doi.org/10.1007/s11224-019-1290-x | pl_PL |
dc.identifier.issn | 1040-0400 | |
dc.identifier.uri | http://hdl.handle.net/11089/38963 | |
dc.description.abstract | 2-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.language.iso | en | pl_PL |
dc.publisher | Springer Nature | pl_PL |
dc.relation.ispartofseries | Structural Chemistry;30 | |
dc.rights | Uznanie autorstwa 4.0 Międzynarodowe | * |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
dc.subject | Mercaptopyridine N-oxide | pl_PL |
dc.subject | Pyridinethione | pl_PL |
dc.subject | Iodine | pl_PL |
dc.subject | Crystal structure | pl_PL |
dc.subject | Disulfide | pl_PL |
dc.subject | FT-IR studies | pl_PL |
dc.title | 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 | pl_PL |
dc.type | Article | pl_PL |
dc.page.number | 827-833 | pl_PL |
dc.contributor.authorAffiliation | Group of Theoretical and Structural Chemistry, Department of Physical Chemistry, Faculty of Chemistry, University of Łódź, Pomorska 163/165, 90-236 Łódź, Poland | pl_PL |
dc.contributor.authorAffiliation | Department of Theoretical Chemistry, University of Białystok, Ciołkowskiego 1K, 15-245 Białystok, Poland | pl_PL |
dc.contributor.authorAffiliation | Faculty of Pharmacy, Laboratory of Medicine Division, Medical University of Warsaw, Banacha 1, 02-097 Warsaw, Poland | pl_PL |
dc.identifier.eissn | 1572-9001 | |
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dc.identifier.doi | 10.1007/s11224-019-1290-x | |
dc.discipline | nauki chemiczne | pl_PL |