Crystallographic Studies of Dehydration Phenomenon in Methyl 3-hydroxy-2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ 6-benzo[e][1,2]thiazine-3-carboxylate

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dc.authoridSahin, Onur/0000-0003-3765-3235
dc.authoridKhan, Prof. Dr. Sher Bahadar/0000-0001-9635-7175
dc.authoridAsiri, Abdullah/0000-0001-7905-3209
dc.contributor.authorArshad, Muhammad Nadeem
dc.contributor.authorSahin, Onur
dc.contributor.authorZia-ur-Rehman, Muhammad
dc.contributor.authorShafiq, Muhammad
dc.contributor.authorKhan, Islam Ullah
dc.contributor.authorAsiri, Abdullah M.
dc.contributor.authorKhan, Sher Bahadar
dc.date.accessioned2025-03-23T19:44:16Z
dc.date.available2025-03-23T19:44:16Z
dc.date.issued2013
dc.departmentSinop Üniversitesi
dc.description.abstractMethyl 3-hydroxy-2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1 lambda(6)-benzo[e][1,2]thiazine-3-carboxylate was synthesized in single step through in situ bromination of methyl 2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1 lambda(6)-benzo[e][1,2]thiazine-3-carboxylate using dibenzoyl peroxide & N-bromosuccinamide and was crystallized in acetone-ethyl acetate mixture (1:1). However, crystallization in methanol converted the title compound to methyl 3-methoxy-2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1 lambda(6)-benzo[e][1,2]thiazine-3-carboxylate, an unsymmetrical ether. The titled compound C11H11NO6S (3) crystallized in nonoclinic space group P2(1)/c whereas, the compound C12H13NO6S (4) crystallized in triclinic space group P-1. X-ray studies shows that the molecules of 1 are linked into a one-dimensional framework structure by C-H center dot center dot center dot O and O-H center dot center dot center dot O hydrogen bonds, while in 4, intermolecular C-H center dot center dot center dot O and C-H center dot center dot center dot pi hydrogen bonds and a pi center dot center dot center dot pi interaction result in the formation of infinite chains running along the [010] and [001] directions.
dc.description.sponsorshipCentre for Advanced Materials Research (CEAMR), King Abdulaziz University, Jeddah, Saudi Arabia; GC University, Lahore, Pakistan
dc.description.sponsorshipThe authors acknowledge the Centre for Advanced Materials Research (CEAMR), King Abdulaziz University, Jeddah, Saudi Arabia and GC University, Lahore, Pakistan for supporting this study.
dc.identifier.doi10.1007/s10870-013-0471-5
dc.identifier.endpage676
dc.identifier.issn1074-1542
dc.identifier.issn1572-8854
dc.identifier.issue12
dc.identifier.scopus2-s2.0-84890461282
dc.identifier.scopusqualityQ3
dc.identifier.startpage671
dc.identifier.urihttps://doi.org/10.1007/s10870-013-0471-5
dc.identifier.urihttps://hdl.handle.net/11486/6915
dc.identifier.volume43
dc.identifier.wosWOS:000327215300006
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherSpringer/Plenum Publishers
dc.relation.ispartofJournal of Chemical Crystallography
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WOS_20250323
dc.subject1,2-Benzothiazine 1,1-dioxide
dc.subjectDibenzoylperoxide
dc.subjectN-bromosuccinamide
dc.subjectDehydration
dc.subjectUnsymmetrical ether
dc.titleCrystallographic Studies of Dehydration Phenomenon in Methyl 3-hydroxy-2-methyl-1,1,4-trioxo-1,2,3,4-tetrahydro-1λ 6-benzo[e][1,2]thiazine-3-carboxylate
dc.typeArticle

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