The crystal structure of 3-(adenin-9-yl)-N-(2-succinimidyl)propionamide and hydrogen bonding scheme of anticonvulsant drugs with adenine.
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3-(Adenin-9-yl)-<I>N</I>-(2-succinimidyl)propionamide has been synthesized as a model for studying the interaction between cyclic ureide and adenine, and its crystal structure examined. The crystals are monoclinic, the space group P2<SUB>1</SUB>/c, with unit-cell dimensions of <I>a</I>=10.861(1), <I>b</I>=12.766(1), <I>c</I>=9.753(1) Å, β=91.10(1)°, and <I>Z</I>=4. The ureide moiety is hydrogen bonded to adenine with NH···N(1) (2.903(3) Å) and O···HN(6) (2.955(3) Å). A comparison of the hydrogen bonding patterns of the related compounds with adenine suggests that cyclic ureide anticonvulsant drugs possess the capability of interacting with N(1) and N(6) sites of adenine.
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