Research Article: (E,E)-1,2-Bis(2,4,5-trimeth­oxy­benzyl­idene)hydrazine

Date Published: June 01, 2011

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Patcharaporn Jansrisewangwong, Chatchanok Karalai, Suchada Chantrapromma.


The asymmetric unit of the title compound, C20H24N2O6, contains one half-mol­ecule, the complete mol­ecule being generated by a crystallographic inversion centre. The mol­ecule is nearly planar with a dihedral angle between the two benzene rings of 0.03 (4)° and the central C/N/N/C plane making a dihedral angle of 8.59 (7)° with each of its two adjacent benzene rings. The two meth­oxy groups at the ortho and meta positions are slightly twisted [C—O—C—C torsion angles = 7.23 (12) and 5.73 (13)°], whereas the meth­oxy group at the para position is almost coplanar with the attached benzene ring [C—O—C—C torsion angle = −2.02 (13)°]. The crystal structure is stabilized by a weak C—H⋯π inter­action.

Partial Text

For bond-length data, see: Allen et al. (1987 ▶). For related structures, see: Fun et al. (2010 ▶); Jansrisewangwong et al. (2010 ▶); Zhao et al. (2006 ▶). For background to and the bio­logical activity of hydrazones, see: Avaji et al. (2009 ▶); El-Tabl et al. (2008) ▶; Kitaev et al. (1970 ▶); Qin et al. (2009 ▶); Ramamohan et al. (1995 ▶); Rollas & Küçükgüzel (2007 ▶). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶).




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