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Synthesis, crystal structure and theoretical studies of n-(thiazol-2-yl) cyclopropanecarboxamide.
Author(s):
1. Jian Ying Tong: College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, Zhejiang, China
2. Na-Bo Sun: College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, Zhejiang, China
3. Hong Ke Wu: College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou, 310014, Zhejiang, China
Abstract:
A novel cyclopropane derivative, N-(thiazol-2-yl)cyclopropanecarboxamide (C7H8N2SO, Mr = 168.21) was synthesized and its structure was studied by X-ray diffraction, 1H NMR spectrum and MS. The crystal is monoclinic, space group P2_1/c with a = 5.718(2), b = 9.185(3), c = 15.494(5) Å, α = 90.00, β = 96.752(5), γ = 90.00°, V = 808.1(5) Å3, Z = 4, F(000) = 352, Dc = 1.383 g/cm3, µ = 0.3400 mm-1, the final R = 0.0423 and wR = 0.0983 for 1144 observed reflections with I > 2σ(I). A total of 3642 reflections were collected, of which 1646 were independent (Rint = 0.0450). Theoretical calculation of the title compound was carried out with HF/6-31G (d,p), B3LYP/6-31G (d,p), MP2/6-31G (d,p). The full geometry optimization was carried out using 6-31G(d,p) basis set, and the frontier orbital energy. Atomic net charges were discussed. The optimized geometric bond lengths and bond angles obtained by using HF, DFT(B3LYP) and MP2 show the best agreement with the experimental data.   
Page(s): 1300-1304
DOI: DOI not available
Published: Journal: Journal of Chemical Society of Pakistan, Volume: 34, Issue: 5, Year: 2012
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