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Vol. 27 No. 8 (2015): Vol 27 Issue 8

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Synthesis and Structural Characterization of N-Phenyl-5-norbornene-2,3-dicarboximide

https://doi.org/10.14233/ajchem.2015.18068
Zu Pei Liang
College of Chemistry, Chemical and Environmental Engineering, Weifang University, Weifang 261061, P.R. China
Jian Li
College of Chemistry, Chemical and Environmental Engineering, Weifang University, Weifang 261061, P.R. China
Xiao Ru Pan
College of Chemistry, Chemical and Environmental Engineering, Weifang University, Weifang 261061, P.R. China

Corresponding Author(s) : Zu Pei Liang

lzpwfu@163.com

Asian Journal of Chemistry, Vol. 27 No. 8 (2015): Vol 27 Issue 8

Abstract

The compound N-phenyl-5-norbornene-2,3-dicarboximide (C15H13NO2, Mr = 239.26) was synthesized and characterized by single crystal X-ray diffraction. The crystal belongs to monoclinic, space group P21/c, with a = 9.7534(13), b = 21.395(2), c = 12.0647(14) Å, b = 108.7020(10) °, V = 2384.6(5) Å3, Z = 8, Dc = 1.333 g/cm3, l = 0.71073 Å, μ(MoKa) = 0.089 mm-1, F(000) = 1008. The final refinement gave R = 0.0741, wR (F2) = 0.1676 for 4,199 observed reflections with I > 2a(I). The structure of the title compound comprises a racemic mixture of chiral molecules containing four stereogenic centres. X-ray diffraction analysis reveals that the cyclohexane ring tends towards a boat conformation, the tetrahydrofuran ring and the dihydrofuran ring adopt envelope conformations. The dihedral angles between the pyrrolidine-2,5-dione plane and the aromatic ring are 65.5 (2)° and 54.9 (2)°, respectively in the two molecules.

Keywords

N-Phenyl-5-norbornene-2 3-dicarboximide Synthesis Structural characterization X-ray diffraction
Pei Liang, Z., Li, J., & Ru Pan, X. (2015). Synthesis and Structural Characterization of N-Phenyl-5-norbornene-2,3-dicarboximide. Asian Journal of Chemistry, 27(8), 2806–2808. https://doi.org/10.14233/ajchem.2015.18068
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