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Three hexa­hydro­pyrido­pyrimidine-spiro-cyclo­hexane­triones: supra­molecular structures generated by O—H…O, N—H…O, C—H…O and C—H… hydrogen bonds, and – stacking interactions

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4′,4′-Di­methyl-2-methyl­sulfanyl-3,4,5,6,7,8-hexa­hydro­pyrido­[2,3-d]­pyrimidine-6-spiro-1′-cyclo­hexane-2′,4,6′-trione, C15H19N3O3S, (I), has a markedly polarized molecular–electronic structure, and the mol­ecules are linked into a three-dimensional framework by a combination of N—H…O, C—H…O and C—H… hydrogen bonds. 8-Hydro­xy­methyl-4′,4′-di­methyl-2-methyl­sulfanyl-3,4,5,6,7,8-hexa­hydro­pyrido­[2,3-d]­pyrimidine-6-spiro-1′-cyclo­hexane-2′,4,6′-trione, C16H21N3O4S, (II), where the hydroxy­methyl substituent is disordered over two sets of sites, has a much less polarized structure than (I); the mol­ecules are linked by a combination of O—H…O and N—H…O hydrogen bonds into chains containing alternating (8) and (16) rings, and these chains are linked into sheets by a combination of a – stacking interaction and a C—H…O hydrogen bond. 8-Ethoxy­methyl-2-methoxy-4′,4′-di­methyl-3,4,5,6,7,8-hexa­hydro­pyrido­[2,3-d]­pyrimidine-6-spiro-1′-cyclo­hexane-2′,4,6′-trione, C18H25N3O5, (III), has an unpolarized electronic structure, and a combination of N—H…O, C—H…O and C—H… hydrogen bonds links the mol­ecules into sheets.

Document Type: Research Article


Publication date: June 1, 2004


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