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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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