6 OS, which crystallized as a DMSO solvate, is partially determined by an intramolecular N-HÁ Á ÁO hydrogen bond, forming an S(6) loop. The thienopyridine bicyclic system is almost planar, with an r.m.s. deviation of 0.002 Å . The benzene ring makes a dihedral angle of 65.44 (8) with the mean plane of the thienopyridine bicyclic system. In the crystal, molecules are linked by pairs of N-HÁ Á ÁO hydrogen bonds, forming inversion dimers with an R 2 2 (8) ring motif. Within the dimers, which stack along the a-axis direction, there is a weak -interaction [centroidto-centroid distance = 3.5428 (11) Å ] involving inversion-related thiophene rings. In addition, N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds help to consolidate the packing, via the solvent molecules.
Structure descriptionNowadays, after a lapse of more than one century, the chemistry of thieno [2,3-b]pyridines is well known. This is associated primarily with the great practical importance of many derivatives of thieno [2,3-b]pyridine (Litvinov et al., 2005). The spectrum of biological activities of this class of compounds is rather broad and includes antiviral (Attaby et al., 2007), antidiabetic (Bahekar et al. 2007) and antimicrobial (Abdel-Rahman et al., 2003). As part of our studies in this area, we undertook the synthesis of the title compound in order to establish its crystal structure.