Crystal structure of 4-(3,4-dicyanophenoxy)-N-[3-(dimethylamino)propyl]benzamide monohydrate: a phenoxyphthalonitrile derivative

• Main Authors: Senem Çolak, Salih Zeki Yıldız, Nagihan Çaylak Delibaş, Hasan Pişkin, Tuncer Hökelek
• Format: Article
• Language: English
• Published: International Union of Crystallography 2015-09-01
• Series: Acta Crystallographica Section E: Crystallographic Communications
• Subjects: crystal structure; amido amine derivatives; phthalonitrile derivatives; hydrogen bonding
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2056989015014991

In the title compound, C20H20N4O2·H2O, the planes of the phenoxy and phthalonitrile rings are oriented at a dihedral angle of 60.39 (5)°. The 3-(dimethylamino)propyl chain has an extended conformation and is cis with respect to the phthalonitrile ring. In the crystal, O—H...O, O—H...N and N—H...O hydrogen bonds link the molecules to form slabs parallel to (100). There are also C—H...O and C—H...N hydrogen bonds and C—H...π interactions present within the slabs. The slabs are linked by a pair of inversion-related C—H...N hydrogen bonds, involving phthalonitrile rings, forming a three-dimensional structure.