Asian Journal of Chemistry p. 660 - 662 (2013)
Update date:2022-07-31
Topics:
Li, Jian
Liang, Zu-Pei
The compound N-propyl-7-oxa-bicyclo[2,2,1]hept-5-ene-2,3-dicarboximide (C11H13NO3, Mr = 207.22) was synthesized and characterized by elemental analysis, 1H NMR spectra, IR spectra and single crystal X-ray diffraction. The crystal belongs to monoclinic, space group P21/c, with a = 9.7040(10), b = 8.9501(8), c = 15.4719(16) ?, β = 128.845 (2)°, V = 1046.58(18) ?3, Z = 4, Dc = 1.315 g/cm3, λ = 0.71073 ?, μ(MoKα) = 0.096 mm-1, F (000) = 736. The final refinement gave R = 0.0434, wR(F2) = 0.0998 for 5.254 observed reflections with I > 2σ (I). The structure of this compound comprises a racemic mixture of chiral molecules containing four stereogenic centres. X-ray diffraction analysis reveals that the cyclohexene ring tends towards a boat conformation, the tetrahydrofuran ring and the dihydrofuran ring adopt envelope conformation. The plan C3/C4/C5/C8 and the plan C5/C6/C7/C8 form dihedral angles of 69.1 (2)° and 64.2 (2)°, respectively with the pyrrole ring. The crystal structure is stabilized by C-H...O hydrogen bonds.
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