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3-(2-氯乙基)-2-甲基-4H-吡啶并[1,2-a]嘧啶-4-酮

3-(2-Chloro-ethyl)-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one.

作者信息

Jasinski Jerry P, Butcher Ray J, Hakim Al-Arique Q N M, Yathirajan H S, Narayana B

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2009 Jul 25;65(Pt 8):o1987-8. doi: 10.1107/S1600536809027548.

Abstract

In the title mol-ecule, C(11)H(11)ClN(2)O, the pyrido[1,2-a]pyrimidine ring system is planar (maximum deviation = 0.0148 Å) and the methyl C and carbonyl O atoms are nearly coplanar to it. The chloro-ethyl side chain is in a synclinal conformation, nearly orthogonal to the pyrimidine ring, with a dihedral angle between the chloro-ethyl side chain and the pyrimidine ring of 88.5 (1)°. Weak inter-molecular C-H⋯N and C-H⋯Cl hydrogen bonds along with π-π inter-actions between the pyrimidine and pyridine rings [centroid-centroid distance is 3.538 (2) Å] form a three-dimensional network. The crystal is a racemic twin with a 0.68 (12):0.32 (12) domain ratio. MOPAC AM1 and density functional theory (DFT) theoretical calculations at the B3-LYP/6-311+G(d,p) level support these observations.

摘要

在标题分子C(11)H(11)ClN(2)O中,吡啶并[1,2 - a]嘧啶环系是平面的(最大偏差 = 0.0148 Å),甲基C原子和羰基O原子与它近乎共面。氯乙基侧链呈顺错构象,与嘧啶环近乎正交,氯乙基侧链与嘧啶环之间的二面角为88.5 (1)°。沿着嘧啶环和吡啶环之间的弱分子间C - H⋯N和C - H⋯Cl氢键以及π - π相互作用[质心 - 质心距离为3.538 (2) Å]形成了一个三维网络。该晶体是一个外消旋孪晶,畴比为0.68 (12):0.32 (12)。MOPAC AM1和在B3 - LYP/6 - 311 + G(d,p)水平的密度泛函理论(DFT)理论计算支持了这些观察结果。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c9d3/2977208/6007c558035d/e-65-o1987-fig1.jpg

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