Crystal structure of ethyl 5-[3-(dimethylamino)acryloyl]-2-{[(dimethylamino)methylidene]amino}-4-methylthiophene-3-carboxylate

Abstract

In the title compound, C16H23N3O3S, the dihedral angles between the thiophene ring and the almost planar dimethylamino-methyleneamino (r.m.s. deviation = 0.005 Å) and dimethylamino-acryloyl (r.m.s. deviation = 0.033 Å) substituents are 6.99 (8) and 6.69 (7)°, respectively. The ester CO2 group subtends a dihedral angle of 44.92 (18)° with the thiophene ring. An intramolecular C—H...O hydrogen bond generates an S(6) ring. In the crystal, inversion dimers linked by pairs of C—H...O hydrogen bonds generate R22(14) loops. In addition, a weak C—H...π interaction is observed.

Keywords

• crystal structure
• thiophene derivative
• hydrogen bonding
• C—H...π interaction