Crystal polymorphism of methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-d-glucopyranouronate

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dc.contributor.authorHayes, John A.
dc.contributor.authorEccles, Kevin S.
dc.contributor.authorElcoate, Curtis J.
dc.contributor.authorDaly, Carla A.
dc.contributor.authorLawrence, Simon E.
dc.contributor.authorMoynihan, Humphrey A.
dc.contributor.funderScience Foundation Irelanden
dc.date.accessioned2014-07-17T09:05:52Z
dc.date.available2014-07-17T09:05:52Z
dc.date.issued2013-03
dc.date.updated2014-06-18T16:07:03Z
dc.description.abstractThe polymorphism of the glycoside donor methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-d-glucopyranouronate (1) has been investigated. Two polymorphic forms (labelled Forms I and II) have been elucidated and fully characterised by DSC, PXRD and single crystal analysis, both crystallizing in the space group P21. Form I was obtained by crystallization from a wide range of solvents, while Form II was obtained only from ethyl acetate or isopropanol on certain occasions. Unit cell dimensions for Form I are a 14.0292(12), b 8.9641(8), c 16.8580(14) Å, β 94.285(2)°, and for Form II a 11.266(3), b 6.8889(17), c 13.921(4) Å, β 101.161(6)°. Z’ is 2 for Form I and 1 for Form II. Form I displays two moderate intermolecular hydrogen bonds in the unit cell whereas Form II shows no moderate hydrogen-bonding motifs. All three molecules in the two polymorphs differ significantly in their conformations, especially with respect to the methyl carboxylate and trichloroacetimidoyl groupsen
dc.description.sponsorshipScience Foundation Ireland (07/SRC/B1158, 08/RFP/MTR1664, 05/PICA/B802/EC07)en
dc.description.statusPeer revieweden
dc.description.versionAccepted Versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.citationHAYES, J. A., ECCLES, K. S., ELCOATE, C. J., DALY, C. A., LAWRENCE, S. E. & MOYNIHAN, H. A. 2013. Crystal Polymorphism of Methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-d-glucopyranouronate. Journal of Chemical Crystallography, 43, 138-143. DOI: http://dx.doi.org/10.1007/s10870-013-0397-yen
dc.identifier.doi10.1007/s10870-013-0397-y
dc.identifier.endpage143en
dc.identifier.issn1074-1542
dc.identifier.issued3en
dc.identifier.journaltitleJournal Of Chemical Crystallographyen
dc.identifier.startpage138en
dc.identifier.urihttps://hdl.handle.net/10468/1589
dc.identifier.volume43en
dc.language.isoenen
dc.publisherSpringeren
dc.rights© Springer Science+Business Media New York 2013. The final publication is available at Springer via http://dx.doi.org/10.1007/s10870-013-0397-yen
dc.subjectMethyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-d-glucopyranouronateen
dc.subjectPolymorphismen
dc.subjectImine hydrogen bondingen
dc.titleCrystal polymorphism of methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-d-glucopyranouronateen
dc.typeArticle (peer-reviewed)en
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