Synthesis and Structural Characterization of N-2,3-Dimethyl-5-oxo-1-phenyl-1H-pyrazol-4-yl-7-oxa-bicyclo[2,2,1]hept-5-ene-2,3-dicarboximide
Present compound N-2,3-dimethyl-5-oxo-1-phenyl-1H-pyrazol-4-yl-exo-7-oxa-bicyclo[2,2,1]hept-5-ene-2,3-dicarboximide (C19H17N3O4, Mr = 351.36) was synthesized and characterized by elemental analysis, H-1 NMR spectra, IR spectra and single crystal X-ray diffraction. The crystal belongs to orthorhombic, space group P212121, with a = 6.4582(8), b = 15.8179(14), c = 16.2269(15) angstrom, beta = 90 degrees, V = 1657.7(3) angstrom(3), Z = 4, D-c = 1.408 g/cm(3), lambda = 0.71073 angstrom, mu(MoK alpha) = 0.101 mm(-1), F-(000) = 736. The final refinement gave R = 0.0326, wR(F-2) = 0.0723 for 1,702 observed reflections with I > 2 sigma(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 dihedral angle between the dihydropyrazole ring and the pyrrolidine ring and the aromatic ring is 82.0(1) and 57.3(1)degrees, respectively. The crystal structure is stabilized by N-H center dot center dot center dot O, C-H center dot center dot center dot O, C-H center dot center dot center dot N and N-H center dot center dot center dot N hydrogen bonds.
N-2,3-Dimethyl-5-oxo-1-phenyl-1H-pyrazol-4-yl-exo-7-oxa-bicyclo[2,2,1]hept-5-ene-2,3-dicarboximide; Synthesis; Structural characterization