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

Abstract

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].