3-{[(Dibenzylcarbamothioyl)amino]carbonyl}benzamide

• Main Authors: N. Selvakumaran, R. Karvembu, Seik Weng Ng, Edward R. T. Tiekink
• Format: Article
• Language: English
• Published: International Union of Crystallography 2013-07-01
• Series: Acta Crystallographica Section E
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S1600536813017467

Two independent molecules with quite similar conformations, A and B, comprise the asymmetric unit of the title compound, C23H21N3O2S. The terminal amide substituent is coplanar with the attached benzene ring [the O—C—C—C torsion angles are 174.0 (2) (A) and 6.3 (3)° (B)]. In the same way, the central amide group [C—C—C—O = 7.8 (3) (A) and 11.5 (3)° (B)] is approximately coplanar with the ring to which it is attached. A major twist is noted between the amide and adjacent thioamide residues [C—N—C—S = −109.29 (19) (A) and −112.29 (19)° (B)]. In the crystal, supramolecular chains along [100] are formed by N—H...O and N—H...S hydrogen bonding. These are connected into a three-dimensional architecture by C—H...π and π–π interactions [inter-centroid distance = 3.9157 (12) Å].