Callaghan Innovation Research Papers

Back to Research Papers

TitleCrystal and molecular structure of 7-diethylamino-[1',3′,3′- trimethyl-4-((1,3,3-trimethyl-1,3-dihydro-2H-indole-2-ylidene)methyl)-1',3, 3′,4-tetrahydrospiro[chromene-2,2'-indole]]: A dicondensation product from the reaction of 4-diethylaminosalicyl
Publication TypeJournal Article
Year of Publication2012
AuthorsAshraf, M., Gainsford G.J., and Kay A.J.
JournalAustralian Journal of Chemistry
Volume65
Issue7
Pagination779 - 784
Date Published2012
ISSN00049425 (ISSN)
KeywordsAtomic resolution, chemistry, Crystal and molecular structure, Data sets, Diffraction data, Intermolecular binding, methanol, Molecular feature, Novel molecules
AbstractThe novel molecule, 7-diethylamino-[1′,3′,3′-trimethyl-4- ((1,3,3-trimethyl-1,3-dihydro-2H-indole-2-ylidene)methyl)-1′,3,3′, 4-tetrahydrospiro[chromene-2,2′-indole]], was isolated as the product from the condensation of diethylaminosalicylaldehyde with two equivalents of Fischer's base and its crystal structure determined, initially using MoKα radiation. The diffraction data at higher theta angles (d<0.9Å) was notably weak so a further dataset was collected using CuKα to determine the cause. Although a different crystal batch and larger crystal was used and a better dataset obtained (with significantly improved atomic resolution) the comparison shows that the essential molecular features and weak intermolecular binding are duplicated in the refinement with the latter data. Comparison is made with a closely related structure. Consistent with observations for this related structure it is proposed that the product is formed through the interception of an intermediate carbinol by Fischer's base. © 2012 CSIRO.
URLhttp://www.scopus.com/inward/record.url?eid=2-s2.0-84864961832&partnerID=40&md5=f31f75d016f55b5f5c7637ab21dbf3b6
DOI10.1071/CH11499

Back to top