4-(Diphenylamino)benzaldehyde 4-phenylthiosemicarbazone

• Main Authors: Rafael Mendoza-Meroño, Laura Menéndez-Taboada, Santiago García-Granda
• Format: Article
• Language: English
• Published: International Union of Crystallography 2012-08-01
• Series: Acta Crystallographica Section E
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S160053681203053X

The title molecule, C26H22N4S, is composed of three main parts, viz. a triphenylamine group is connected to a phenyl ring by a thiosemicarbazone moiety. The C= N double bond has an E conformation. The crystal packing is dominated by strong hydrogen bonds through the thiosemicarbazone moiety, with pairs of N—H...S hydrogen bonds linking the molecules to form inversion dimers with an R22(8) ring motif. An intramolecular N—H...N hydrogen bond is also present, generating an S(5) ring motif. Although the structure contains four phenyl rings, π–π stacking interactions are not formed between them, probably due to the conformation adopted by the triphenylamine group. However, a weak π–π stacking interaction is observed between the phenyl ring and the delocalized thiosemicarbazone moiety.