Research Article: 7-Chloro-4-[(E)-2-(2,5-dimeth­oxy­benzyl­idene)hydrazin-1-yl]quinoline

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Marcus V. N. de Souza, Marcelle de Lima Ferreira, Solange M. S. V. Wardell, Edward R. T. Tiekink, James L. Wardell.

http://doi.org/10.1107/S1600536812012871

Abstract

In the nearly planar title compound (r.m.s. deviation for the 24 non-H atoms = 0.064 Å), C18H16ClN3O2, the conformation about the N=C bond is E. Supra­molecular chains propagated by glide symmetry along [001] are found in the crystal packing. These are sustained by N—H⋯N hydrogen bonds with the quinoline N atom being the acceptor. The chains are connected into a three-dimensional architecture by π–π inter­actions involving all three aromatic rings [centroid–centroid distances = 3.5650 (9)–3.6264 (9) Å].

Partial Text

For the biological activity, including anti-tubercular and anti-tumour activity, of compounds containing the quinolinyl nucleus, see: de Souza et al. (2009 ▶); Candea et al. (2009 ▶); Montenegro et al. (2011 ▶, 2012 ▶). For related structures, see: Howie et al. (2010 ▶); de Souza et al. (2010 ▶); de Lima Ferreira et al. (2010 ▶). For the synthesis, see: Montenegro et al. (2012 ▶).

 

Source:

http://doi.org/10.1107/S1600536812012871