1H-Benzotriazol-1-yl 4-{(E)-[4-(dimethyl-amino)-phen-yl]diazen-yl}benzoate

Acta Crystallogr Sect E Struct Rep Online. 2013 Feb 1;69(Pt 2):o262. doi: 10.1107/S1600536813000846. Epub 2013 Jan 19.

Abstract

The title compound, C(21)H(18)N(6)O(2), was obtained as a by-product of a reaction between (E)-4-(4-dimethyl-amino-phenyl-azo)benzoic acid and 2-amino-4-(2-pyrid-yl)-6-(6-pyrid-yl)-1,3,5-triazine, which has a very low solubility, under peptidic coupling conditions, using THF as solvent. The condensation reaction occurred between 1-hy-droxy-benzotriazole and (E)-4-(4-dimethyl-amino-phenyl-azo)benzoic acid. The dihedral angle between the benzene rings in the (E)-diphenyl-diazene fragment is 10.92 (13)° and that between the benzotriazole mean plane and the central benzene ring is 80.57 (7)°. In the crystal, π-π stacking [centroid-centroid distances = 3.823 (2) and 3.863 (2) Å] of similar fragments generates mol-ecular layers parallel to (0-12). The crystal packing also features weak C-H⋯N hydrogen bonds involving N atoms of the benzotriazole ring.