Collect. Czech. Chem. Commun. 1993, 58, 2121-2127
https://doi.org/10.1135/cccc19932121

The Crystal and Molecular Structure of Charge-Transfer Complex of Azo Dyestuff 5-(4-Chloro-2-nitrophenyl)-azo-6-hydroxy-1-ethyl-3-cyano-4-methyl-2-pyridone with Naphthalene

Josef Přikryla, Bohumil Kratochvílb, Jan Ondráčekb, Jaroslav Maixnerc, Jiří Klicnara and Karel Humld

a Department of Chemical Technology and Fibrous Materials, University of Chemical Technology, 532 10 Pardubice, Czech Republic
b Department of Solid State Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6, Czech Republic
c Central Laboratories, Prague Institute of Chemical Technology, 166 28 Prague 6, Czech Republic
d Institute of Macromolecular Chemistry, Academy of Sciences of the Czech Republic, 162 06 Prague 6, Czech Republic

Abstract

The title charge-transfer complex crystallizes in the ratio of two molecules of azo dyestuff to one molecule of naphthalene. The crystals are triclinic, space group P1, lattice parameters a = 7.953(1), b = 11.608(2), c = 11.717(2) Å, α = 101.89(2), β = 94.27(2), γ = 109.91(2)°, Z = 2. The structure was solved by direct methods and refined anisotropically to R = 0.054 for 1 768 unique observed reflections. Crystal packing is stabilized by van der Waals forces and partly by π-π stacking interaction among naphthalene, phenyl and pyridine ring of pyridon azo dyestuff.