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The Supramolecular Architecture of 4-aminoacetophenone (1-(4- fluorophenyl)ethylidene)hydrazone Hydrate. Double T-contacts and Extremely Low-Density Water Layers in a Mixed Azine

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Abstract

The crystal structure of unsymmetrical azine 4-aminoacetophenone (1-(4- fluorophenyl)ethylidene)hydrazone hydrate, 1 · H 2 O, was determined. Comparison to the X-ray structures of the symmetrical 4-fluoro- and 4- aminoacetophenone azines, 2 and 3, respectively, reinforces the view of the azine bridge as a conjugation stopper. The focus of the analysis lies with the supramolecular architecture. The structure demonstrates azines as double T-contact synthons and suggests that novel L-type arene-arene contacts also might play a significant role in the supramolecular architecture. The absence of inter-water hydrogen bonding in an extremely low-density water layer is one of the surprising and unique features of the solid-state structure of the title compound. The water layers connect azine layers through a hydrogen bonded network which is described by graph set analysis.

Original languageAmerican English
JournalCanadian Journal of Chemistry
Volume76
DOIs
StatePublished - Oct 1 1998

Keywords

  • Arene-arene interaction
  • Azine
  • Graph set analysis
  • Hydrogen bonding
  • Low density water monolayer
  • Supramolecular synthon

Disciplines

  • Chemistry

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