title: Three new pseudopolymorphs of 6-aminouracil.
abstract: Since 6-aminouracil derivatives show diversified use in various fields of application, we crystallized 6-aminouracil to examine its preferred hydrogen-bonding frameworks. 6-Aminouracil shows two rigid hydrogen-bonding sites, viz. one acceptor-donor-acceptor (ADA) site and one donor-donor-acceptor (DDA) site. During various crystallization attempts, we obtained three structures, namely two dimethylacetamide monosolvates, C4H5N3O2·C4H9NO, and a 1-methylpyrrolidin-2-one monosolvate, C4H5N3O2·C5H9NO. In all three structures, R2(1)(6) N-H...O hydrogen-bonding patterns link the molecules to their respective solvent molecules. The formation of R2(2)(8) N-H...O hydrogen-bond motifs between 6-aminouracil molecules can only be found in two-dimensional frameworks, whereas R3(3)(14) N-H...O patterns are present when zigzag chzins of 6-aminouracil molecules are formed.
authors.affiliation: Institut für Organische Chemie und Chemische Biologie, Goethe-Universität Frankfurt, Max-von-Laue-Strasse 7, 60438 Frankfurt am Main, Germany.
authors.forename: Valeska
authors.initials: V
authors.lastname: Gerhardt
authors.forename: Michael
authors.initials: M
authors.lastname: Bolte
mesh_terms: D000081:Acetamides / Q000737:chemistry*; D003460:Crystallization; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D015394:Molecular Structure; D011760:Pyrrolidinones / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D014498:Uracil / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: C586921:1-methylpyrrolidin-2-one; D000081:Acetamides; D011760:Pyrrolidinones; D012997:Solvents; D014498:Uracil; C013400:6-aminouracil; C013959:dimethylacetamide
keywords: 6-aminouracil; 6-aminouracil 1-methylpyrrolidin-2-one solvate; 6-aminouracil dimethylacetamide solvate; crystal structure; hydrogen-bond motifs; pseudopolymorphs