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Original Article

ECB. 2014; 3(7): 699-702


SYNTHESIS AND CRYSTAL STRUCTURE OF ETHYL 1-(4-METHYLPHENYL)-4-(4-METHYLPHENYLAMINO)-2,6-BIS(4-NITROPHENYL)-1,2,5,6-TETRAHYDROPYRIDINE-3-CARBOXYLATE

Sumati Anthal, D. R. Patil, M. B. Deshmukh,Vivek K. Gupta, Rajni Kant.




Abstract

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), =
108.958(5), =103.089(5), = 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 0.0664 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, CH…O intermolecular interactions stabilizes the crystal packing.

Key words: Tetrahydropyridine ring; crystal structure; direct methods; intermolecular hydrogen bonding.






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