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

Citation
M. Lewis et al., 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, CAN J CHEM, 76(10), 1998, pp. 1371-1378
Citations number
34
Categorie Soggetti
Chemistry
Journal title
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
ISSN journal
00084042 → ACNP
Volume
76
Issue
10
Year of publication
1998
Pages
1371 - 1378
Database
ISI
SICI code
0008-4042(199810)76:10<1371:TSAO4(>2.0.ZU;2-W
Abstract
The crystal structure of unsymmetrical azine 4-aminoacetophenone (1-(4-fluo rophenyl)ethylidene)hydrazone hydrate, 1 . H2O, was determined. Comparison to the X-ray structures of the symmetrical 4-fluoro- and 4-aminoacetophenon e azines, 2 and 3, respectively, reinforces the view of the azine bridge as a conjugation stopper. The focus of the analysis lies with the supramolecu lar architecture. The structure demonstrates azines as double T-contact syn thons 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 th e surprising and unique features of the solid-state structure of the title compound. The water layers connect azine layers through a hydrogen bonded n etwork which is described by graph set analysis.