Acta Crystallographica Section E

Structure Reports Online

Volume 69, Part 5 (May 2013)

organic compounds

Acta Cryst. (2013). E69, o802-o803    [ doi:10.1107/S1600536813011185 ]

3,3'-({4-[(4,5-Di­cyano-1H-imidazol-2-yl)diazen­yl]phen­yl}imino)­dipropionic acid

R. Centore, V. Piccialli and A. Tuzi

Abstract: The title compound, C17H15N7O4, is a push-pull non-linear optical chromophore containing a di­alkyl­amino donor group and the di­cyano­imidazolyl acceptor separated by a [pi]-conjugated path. The benzene and imidazole rings are not coplanar, making a dihedral angle of 10.0 (2)°. In the crystal, mol­ecules are linked by an extended set of hydrogen bonds and several motifs are recognized. Pairs of mol­ecules are held together by hydrogen bonding between carb­oxy O-H donor groups and diazenyl N-atom acceptors, forming R22(24) ring patterns across inversion centres. Four-mol­ecule R44(28) ring motifs are formed, again across inversion centres, through hydrogen bonding involving carb­oxy O-H donor groups and diazenyl and imidazole N-atom acceptors. Four-mol­ecule R44(42) patterns are formed among mol­ecules related by translation and involve carb­oxy O-H and imidazole N-H donor groups with carbonyl O-atom and imidazole N-atom acceptors.

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