2004Acta Crystallographica Section C Crystal Structure CommunicationsRequires access

4-Amino-5-(2-hydroxy-4,4-dimethyl-6-oxocyclohexenylmethyl)-1-methyl-2-(methylsulfanyl)pyrimidin-6(1H)-one: hydrogen-bonded chains are π-stacked in pairs

J.N. Low, Justo Cobo, Silvia Cruz, Jairo Quiroga, Christopher Glidewell

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Abstract

Molecules of the title compound, C15H21N3O3S, have a markedly polarized electronic structure; the carbocyclic ring adopts an envelope conformation and the overall molecular conformation appears to be controlled by two intramolecular hydrogen bonds, one each of the O-H...O and N-H...O types. The molecules are linked into C(6) chains by an intermolecular N-H...O hydrogen bond, and pairs of these hydrogen-bonded chains are linked by a pi-pi stacking interaction.

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What this paper is about

Molecules of the title compound, C15H21N3O3S, have a markedly polarized electronic structure; the carbocyclic ring adopts an envelope conformation and the overall molecular conformation appears to be controlled by two intramolecular hydrogen bonds, one each of the O-H...O and N-H...O types. The molecules are linked into C(6) chains by an intermolecular N-H...O hydrogen bond, and pairs of these hydrogen-bonded chains are linked by a pi-pi stacking interaction.

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Available abstract

Molecules of the title compound, C15H21N3O3S, have a markedly polarized electronic structure; the carbocyclic ring adopts an envelope conformation and the overall molecular conformation appears to be controlled by two intramolecular hydrogen bonds, one each of the O-H...O and N-H...O types. The molecules are linked into C(6) chains by an intermolecular N-H...O hydrogen bond, and pairs of these hydrogen-bonded chains are linked by a pi-pi stacking interaction.

Key concepts: Stacking, Intramolecular force, Hydrogen bond, Chemistry, Molecule, Ring (chemistry), Stereochemistry, Envelope (radar)

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4-Amino-5-(2-hydroxy-4,4-dimethyl-6-oxocyclohexenylmethyl)-1-methyl-2-(methylsulfanyl)pyrimidin-6(1H)-one: hydrogen-bonded chains are π-stacked in pairs — Research Paper | ScholarLens