Synthesis and Crystal Structure of Ethyl-1-(4-methyl phenyl)-4-(4- methyl phenyl amino)-2,6-bis(4-nitro phenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate

The title compound was synthesized by standard routes of synthesis and its structure was established by spectral and X-ray diffraction studies. The compound crystallizes in the triclinic space group P-1 with unit cell parameters a = 10.4395(6), b = 11.9493(6), c = 13.8651(7), α = 108.958(5), b=103.089(5), ϒ = 97.885(4), Z=2. The crystal structure was solved by direct methods using single-crystal X-ray diffraction data collected at room temperature and refined by full-matrix least squares procedures to a final R-value of 0.0663 for 3330 observed reflections. In the title molecule, the tetrahydropyridine ring adopts a distorted boat conformation and both 4-nitro-phenyl substituents are in axial positions. The dihedral angle between the planes of the nitro-substituted rings is 45.5(1)o. The amino group and carbonyl O atom are involved in intramolecular hydrogen bonding and this interaction leads to the formation of a virtual-six membered ring. In the crystal, C-H…O intermolecular interactions stabilizes the crystal packing.
European Chemical Bulletin, Vol 3, No 7 (2014): European Chemical Bulletin