Research Article: (E)-4-Meth­oxy-N′-(3,4,5-trimeth­oxy­benzyl­idene)benzohydrazide

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Premrudee Promdet, Jirapa Horkaew, Suchada Chantrapromma.


In the asymmetric unit of the title compound, C18H20N2O5, there are two crystallographic independent mol­ecules. Both mol­ecules are twisted; the dihedral angle between the two benzene rings is 7.2 (5)° in one mol­ecule, whereas it is 85.9 (4)° in the other. Of the three meth­oxy groups in the 3,4,5-trimeth­oxy­phenyl unit, two meth­oxy groups at meta positions are approximately coplanar with the benzene plane [C—O—C—C torsion angles of −2.3 (13)–4.8 (11)°], but the other meth­oxy, at the para position, is out of the plane [C—O—C—C of 72.8 (9)° in one mol­ecule and −77.5 (9)° in the other]. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds and weak C—H⋯O inter­actions into tapes along the b axis. C—H⋯π inter­actions are also present.

Partial Text

For bond-length data, see: Allen et al. (1987 ▶). For related structures, see: Fun et al. (2011 ▶); Horkaew et al. (2011 ▶); Promdet et al. (2011 ▶). For background and applications of benzohydrazide derivatives, see: Angelusiu et al. (2010 ▶); Bedia et al. (2006 ▶); Loncle et al. (2004 ▶); Melnyk et al. (2006 ▶); Raj et al. (2007 ▶).