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

Abstract

The crystal structure of unsymmetrical azine 4-aminoacetophenone (1-(4- fluorophenyl)ethylidene)hydrazone hydrate, 1 · H2O, 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.

Department(s)

Chemistry

Keywords and Phrases

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

International Standard Serial Number (ISSN)

0008-4042

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 1998 National Research Council of Canada, All rights reserved.

Publication Date

01 Oct 1998

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