Structural Investigation of 3,4,4-Trichloro-1-(4-benzylpiperidine)- 1-(2-naphthylthio)-2-nitro-1,3-butadiene

Abstract

The compound 3,4,4-trichloro-1-(4-benzylpiperidine)-1-(2-naphthylthio)-2-nitro-1,3-butadiene was synthesized from the reaction of 1,3,4,4-tetrachloro-1-(2-naphthylthio)-2-nitro-1,3-butadiene (1) with 1-(4-benzylpiperidine) (2) and characterized by elemental analysis, IR spectra, UV spectra, ¹H NMR, ¹³C NMR, MS and X-ray single crystal determination. In the asymmetric unit of the present compound, C₂₆H₂₃N₂O₂SCl₃, crystallizes in the orthorhombic space group Pna2₁, a = 18.8242(4) Å, b = 9.1910(2) Å, c = 29.4390(6) Å, V = 5093.3(2) ų, Z = 8, R₁ = 0.086. The asymmetric unit contains two molecules. The piperidine ring adopts a chair conformation. The butadiene unit was not planar as would be expected if the two double bonds were fully conjugated.