Synthesis and Structural Characterization of N-Phenyl-7-oxa-bicyclo[2,2,1]hept-5-ene-2,3-dicarboximide
Li, J; Liang, ZP; Zeng, WL
The compound N-phenyl-7-oxa-bicyclo[2,2,1]hept-5-ene-2,3-dicarboximide (C(14)H(11)NO(3), Mr = 241.24) was synthesized and characterized I by elemental analysis, (1)H NMR spectra, ER spectra and single crystal X-ray diffraction. The crystal belongs to monoclinic, space group P2(1)/c, with a = 9.4307(7), b = 8.3175(6), c = 14.3592(15) angstrom, beta = 93.6000(10)degrees, V = 1124.11(17) angstrom(3), Z = 4, De = 1.425 g/cm(3), lambda = 0.71073 angstrom, mu(Mo K(alpha)) = 0.101 mm(-1), F(000) = 504. The final refinement gave R = 0.0424, wR(F2) = 0.1058 for 1,975 observed reflections with I > 2 sigma(I). The structure of this compound comprises a racemic mixture of chiral molecules containing four stereogenic centres. X-Ray I diffraction analysis reveals that the cyclohexane ring tends towards a boat conformation, the tetrahydrofuran ring and the dihydrofuran I ring adopt envelope conformations. The dihedral angle between the pyrrolidine-2,5-dione plane and phenyl plane is 50.4 (2)degrees.
N-phenyl-7-oxa-bicyclo[2,2,1]hept-5- ene-2,3-dicarboximide; Structural characterization; Synthesis