Paper
Crystal and Molecular Structure of 2-Amino-5-butyl-3-ethyl-6-methyl-4(3H)-pyrimidinone
Published Jun 1, 1998 · Rui H. Huang, L. Craciun, S. Mager
Monatshefte für Chemie / Chemical Monthly
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Abstract
The structure of 2-amino-5-n-butyl-3-ethyl-6-methyl-4(3H)-pyrimidinone (1) has been studied by X-ray diffraction and ab initio calculations at the HF/6-31G^* level. X-ray analysis established that 1 exists as the amino-oxo tautomer (AO) in the solid state, in good agreement with the ab initio results. Crystals of 1 are tetragonal (space group P4_2/n); the unit cell dimensions are a=17.074 Å, b=17.074 Å, c=8.809 Å, α=β=γ=90°. The 4-pyrimidinone ring is essentially planar in the crystal, the amino nitrogen and the carbonylic oxygen being located in the plane of the ring. The 2-amino-5-n-butyl-3-ethyl-6-methyl-4(3H)-pyrimidinone molecules are linked by strong N–H⋯O intermolecular hydrogen bonds from the NH_2 group of one molecule to the C*O group of an adjacent molecule (N–H⋯O distance: 2.88 Å).
The crystal structure of 2-amino-5-n-butyl-3-ethyl-6-methyl-4(3H)-pyrimidinone reveals that it exists as the amino-oxo tautomer in the solid state, with strong intermolecular hydrogen bonds linking molecules.
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