Crystal structures of N-[(4-phenylthiazol-2-yl)-carbamothioyl]benzamide and N-{[4-(4-bromophenyl) thiazol-2-yl]carbamothioyl}benzamide from synchrotron X-ray diffraction.

The title compounds, C₁₇H₁₃N₃OS₂, (I), and C₁₇H₁₂BrN₃OS₂, (II), are potential active pharmaceutical ingredients. Compound (I) comprises two almost planar fragments. The first is the central (carbamothioyl)amide (r.m.s. deviation = 0.038 Å ), and the second consists of the thiazole and two phenyl rings (r.m.s. deviation = 0.053 Å ). The dihedral angle between these planes is 15.17 (5)°. Unlike (I), compound (II) comprises three almost planar fragments. The first is the central N-(thiazol-2-ylcarbamothioyl)amide (r.m.s. deviation = 0.084 Å ), and the two others comprise the bromophenyl and phenyl substituents, respectively. The dihedral angles between the central and two terminal planar fragments are 21.58 (7) and 17.90 (9)°, respectively. Both (I) and (II) feature an intramolecular N-H...O hydrogen bond, which closes an S(6) ring. In the crystal of (I), molecules form hydrogen-bonded layers parallel to (100) mediated by N-H...S and C-H...O hydrogen bonds. In the crystal of (II), molecules form a three-dimensional framework mediated by N-H...Br and C-H...O hydrogen bonds, as well as secondary S...Br [3.3507 (11) Å] and S...S [3.4343 (14) Å] interactions. [ABSTRACT FROM AUTHOR]