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

Show simple item record

dc.contributor.author Hayes, John A.
dc.contributor.author Eccles, Kevin S.
dc.contributor.author Elcoate, Curtis J.
dc.contributor.author Daly, Carla A.
dc.contributor.author Lawrence, Simon E.
dc.contributor.author Moynihan, Humphrey A.
dc.date.accessioned 2014-07-17T09:05:52Z
dc.date.available 2014-07-17T09:05:52Z
dc.date.issued 2013-03
dc.identifier.citation HAYES, 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-y en
dc.identifier.volume 43 en
dc.identifier.issued 3 en
dc.identifier.startpage 138 en
dc.identifier.endpage 143 en
dc.identifier.issn 1074-1542
dc.identifier.uri http://hdl.handle.net/10468/1589
dc.identifier.doi 10.1007/s10870-013-0397-y
dc.description.abstract The 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 groups en
dc.description.sponsorship Science Foundation Ireland (07/SRC/B1158, 08/RFP/MTR1664, 05/PICA/B802/EC07) en
dc.format.mimetype application/pdf en
dc.language.iso en en
dc.publisher Springer en
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-y en
dc.subject Methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-d-glucopyranouronate en
dc.subject Polymorphism en
dc.subject Imine hydrogen bonding en
dc.title Crystal polymorphism of methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-d-glucopyranouronate en
dc.type Article (peer-reviewed) en
dc.internal.authorcontactother Humphrey Moynihan, Chemistry, University College Cork, Cork, Ireland. +353-21-490-3000 Email: h.moynihan@ucc.ie en
dc.internal.availability Full text available en
dc.date.updated 2014-06-18T16:07:03Z
dc.description.version Accepted Version en
dc.internal.rssid 258755159
dc.contributor.funder Science Foundation Ireland en
dc.description.status Peer reviewed en
dc.identifier.journaltitle Journal Of Chemical Crystallography en
dc.internal.copyrightchecked Yes en
dc.internal.licenseacceptance Yes en
dc.internal.IRISemailaddress h.moynihan@ucc.ie en
dc.internal.IRISemailaddress simon.lawrence@ucc.ie en


Files in this item

This item appears in the following Collection(s)

Show simple item record

This website uses cookies. By using this website, you consent to the use of cookies in accordance with the UCC Privacy and Cookies Statement. For more information about cookies and how you can disable them, visit our Privacy and Cookies statement