Regio- and stereo-synthesis, crystal structure and NMR assignments of N-((Z)-1-oxo-1-phenyl-3-(4-chlorophenyl)prop-2-en-2-yl)-4-nitrobenzamide

Regio and stereo-controlled rearrangement of N-4-nitrophenyl-2-benzoyl-3-(4-Cl phenyl)aziridine to N-((Z)-1-oxo-1-phenyl-3-(4-chlorophenyl)prop-2-en-2-yl)-4 nitrobenzamide is described. The studies on the single crystal X-ray diffraction method confirmed the stereochemistry of the product and the proposed mechanism. The product was crystallized in yellow crystal 0.30 × 0.10 × 0.10 mm, a = 10.0267 (5) Å, b = 16.1419 (9) Å, c = 23.9254 (14) Å, V = 3872.3(4) Å3, ρ(calcd) = 1.396 mg cm−3, μ = 0.229 mm−1, Z = 8, λ = 0.71073 Å, T = 301 K, ω and φ scans, 3591 reflections collected (±h, ±k, ±l), [I ≥ 2 σ(I)], 1959 independent (R int = 0.0808) and 1852 observed reflections [I ≥ 2 σ(I)], 267 refined parameters, R = 0.0544, wR 2 = 0.1260, max residual electron density 0.251 (−0.373) e Å−3, Flack parameter 0.0040 (6).