2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2)

• Main Authors: Gertruida J. S. Venter, Gideon Steyl, Andreas Roodt
• Format: Article
• Language: English
• Published: International Union of Crystallography 2013-01-01
• Series: Acta Crystallographica Section E
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S1600536812049227

The asymmetric unit of the title compound, C6H5Cl2N·2C11H11Cl2NO, is composed of one molecule of an enamino–ketone [i.e. –(2,6-dichlorophenylamino)pent-3-en-2-one] and half a molecule of 2,6-dichloroaniline, the whole molecule of the latter component being generated by twofold rotational symmetry. In this latter molecule, there are two intramolecular N—H...Cl contacts. In the enamino–ketone molecule, there is an N—H...O hydrogen bond of moderate strength, and the dihedral angle between the benzene ring and pentanone fragment [C—C(—N)=C—C(=O)—C; planar within 0.005 (1) Å] is 81.85 (7)°. In the crystal, two molecules of the enamino–ketone are bridged by a molecule of 2,6-dichloroaniline via N—H...O hydrogen bonds of moderate strength. There are also π–π interactions present, involving the benzene rings of inversion-related enamino–ketone molecules [centroid–centroid distance = 3.724 (4) Å].