Research Article: 1-(3,5-Dichloro­phen­yl)-3-(2-meth­oxy­phen­yl)triaz-1-ene

Date Published: March 01, 2012

Publisher: International Union of Crystallography

Author(s): Mohammad Reza Melardi, Maryam Aghamohamadi, Jafar Attar Gharamaleki, Mohammad Kazem Rofouei, Behrouz Notash.


The title mol­ecule, C13H11Cl2N3O, is almost planar and adopts a trans conformation with respect to the –N=N– bond; the dihedral angle between the rings is 3.47 (2)°. The N—N bond lengths indicate the presence of single- and double-bond characters and hence the –N=N—NH– moiety. In the crystal, inversion dimers linked by pairs of N—H⋯Cl hydrogen bonds occur, and C—H⋯π and π–π stacking interactions are also observed.

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For background literature and the synthesis of related compounds, see: Rofouei et al. (2009 ▶). For the synthesis and mol­ecular structure of a similar monochloro-substituted triazene, see: Rofouei et al. (2012 ▶).