2-[5-(Benzo[d]thiazol-2-yl)thiophen-2-yl]benzo[d]thiazole

The structure of the title compound, C18H10N2S3, consists of a central thiophene ring and two terminal thiazole rings. The two S atoms of the thiazole rings are trans to the thiophene S atom sulfur. The thiazole rings are approximately coplanar with the thiophene ring, with dihedral angles of 6.23 (11) and 4.81 (11)° between them. In the crystal, zigzag chains are formed along [010] by weak C—H⋯N interactions.

The structure of the title compound, C 18 H 10 N 2 S 3 , consists of a central thiophene ring and two terminal thiazole rings. The two S atoms of the thiazole rings are trans to the thiophene S atom sulfur. The thiazole rings are approximately coplanar with the thiophene ring, with dihedral angles of 6.23 (11) and 4.81 (11) between them. In the crystal, zigzag chains are formed along [010] by weak C-HÁ Á ÁN interactions.

Structure Reports Online
In the present work the structure of 2-(5-benzo[d]thiazol-2-yl)thiophen-2-yl)benzo[d]thiazole has been determined to explore its suitability as a tridentate ligand for various metal ions.
The structure consists of a central thiophenyl ring and two terminal thiazolyl rings, with the two sulfur atoms of the latter rings in trans positions to the thiophenyl sulfur atom (see Fig. 1). The thiazolyl rings with S1 and S3 are approximately coplanar with the thiophenyl ring, with dihedral angles of 6.23 (11)° and 4.81 (11)° respectively. The dihedral angle between the two thiazolyl rings is 10.39 (8)°.
Taking into account merely interactions with hydrogen-acceptor distances at least 0.1 Å shorter than the sum of van der Waals radii, the molecules are linked by weak interactions of the type C16-H16···N1, which lead to the formation of zig-zag-chains along [010] (see Fig. 2). The shortest distance in the parallel stacking of the molecules is 3.6371 (17) Å, observed for the planes through the thiophenyl ring and the phenyl ring (C13 to C18) of a neighboring molecule.

Experimental
All chemicals used (reagent grade) were commercially available. A mass of 0.281 g (0.0020 mol) of 2,5-thiophenedicarboxaldehyde was dissolved in methanol (20 cm 3 ), and 0.502 g (0.0040 mol) of 2-aminothiophenol was added with stirring. The mixture was heated under reflux for an hour, then cooled to room temperature and filtered. After standing at 0°C for 24 h, a yellow precipitate was collected. Recrystallization from ethanol gave yellow needles (0.378 g, 54 %), with the formulation C 18 H 10 N 2 S 3 and suitable for X-ray analysis. M.p. 203-206 °C.

Refinement
The C-bound H atoms were positioned geometrically (0.95 Å for CH) and treated as riding on their parent atoms with U iso (H) = 1.2U eq (C). Fig. 1. The molecular structure of the title compound (anisotropic displacement ellipsoids drawn at the 50% probablility level).