Annular desmotropy of three pairs of seven-membered heterocycles confirmed by X-ray crystallography

Tamás Holczbauer, László Fábián, P. Csomós, L. Fodor, A. Kálmán

Research output: Article

6 Citations (Scopus)

Abstract

The tautomers of 3-ethoxycarbonyl-2-phenyl-4,1-benzothiazepine and its 2-(4-methylphenyl) and 2-(4-chlorophenyl) derivatives, identified in solution by spectroscopic means, could be separated in the form of single-crystals suitable for X-ray diffraction. This is at present a unique situation in the literature on desmotropy. For the three desmotropic pairs, the bond lengths and angles present in the puckered seven-membered rings are fairly consistent within each group of desmotropes, but differ between the imines and the enamines. The structural similarity within the imines is revealed best by the isostructurality of the methyl and chloro derivatives, while the puckering differences between the heterorings of the desmotropic groups are reminiscent of conformational polymorphism.

Original languageEnglish
Pages (from-to)1712-1717
Number of pages6
JournalCrystEngComm
Volume12
Issue number6
DOIs
Publication statusPublished - jún. 2010

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Imines
X ray crystallography
imines
crystallography
Derivatives
tautomers
polymorphism
Bond length
Polymorphism
x rays
Single crystals
X ray diffraction
rings
single crystals
diffraction

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

Annular desmotropy of three pairs of seven-membered heterocycles confirmed by X-ray crystallography. / Holczbauer, Tamás; Fábián, László; Csomós, P.; Fodor, L.; Kálmán, A.

In: CrystEngComm, Vol. 12, No. 6, 06.2010, p. 1712-1717.

Research output: Article

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AU - Kálmán, A.

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