Crystal structures of N-[(4-phenyl-thia-zol-2-yl)carbamo-thio-yl]benzamide and N-{[4-(4-bromo-phen-yl)thia-zol-2-yl]carbamo-thio-yl}benzamide from synchrotron X-ray diffraction

摘要

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 (carbamo-thio-yl)amide (r.m.s. deviation = 0.038??), and the second consists of the thia-zole and two phenyl rings (r.m.s. deviation = 0.053??). 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-(thia-zol-2-ylcarbamo-thio-yl)amide (r.m.s. deviation = 0.084??), and the two others comprise the bromo-phenyl 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 intra-molecular N—H?O hydrogen bond, which closes an S(6) ring. In the crystal of (I), mol-ecules form hydrogen-bonded layers parallel to (100) mediated by N—H?S and C—H?O hydrogen bonds. In the crystal of (II), mol-ecules 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)??] and S?S [3.4343?(14)??] inter-actions.