{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,12,15]],"date-time":"2025-12-15T13:56:45Z","timestamp":1765807005004,"version":"3.33.0"},"reference-count":32,"publisher":"International Union of Crystallography (IUCr)","issue":"2","license":[{"start":{"date-parts":[[2012,1,6]],"date-time":"2012-01-06T00:00:00Z","timestamp":1325808000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2012,1,6]],"date-time":"2012-01-06T00:00:00Z","timestamp":1325808000000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html#TDM"}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr C Cryst Struct Commun","Acta Cryst C","Acta Cryst Sect C","Acta Crystallogr C","Acta Crystallogr Sect C","Acta Crystallogr Sect C Cryst Struct Commun"],"published-print":{"date-parts":[[2012,2,15]]},"abstract":"<jats:p>Polymorph (I<jats:italic>a<\/jats:italic>) of eldoral [5-ethyl-5-(piperidin-1-yl)barbituric acid or 5-ethyl-5-(piperidin-1-yl)-1,3-diazinane-2,4,6-trione], C<jats:sub>11<\/jats:sub>H<jats:sub>17<\/jats:sub>N<jats:sub>3<\/jats:sub>O<jats:sub>3<\/jats:sub>, displays a hydrogen-bonded layer structure parallel to (100). The piperidine N atom and the barbiturate carbonyl group in the 2-position are utilized in N\u2014H...N and N\u2014H...O=C hydrogen bonds, respectively. The structure of polymorph (I<jats:italic>b<\/jats:italic>) contains pseudosymmetry elements. The two independent molecules of (I<jats:italic>b<\/jats:italic>) are connected<jats:italic>via<\/jats:italic>N\u2014H...O=C(4\/6-position) and N\u2014H...N(piperidine) hydrogen bonds to give a chain structure in the [100] direction. The hydrogen-bonded layers, parallel to (010), formed in the salt diethylammonium 5-ethyl-5-(piperidin-1-yl)barbiturate [or diethylammonium 5-ethyl-2,4,6-trioxo-5-(piperidin-1-yl)-1,3-diazinan-1-ide], C<jats:sub>4<\/jats:sub>H<jats:sub>12<\/jats:sub>N<jats:sup>+<\/jats:sup>\u00b7C<jats:sub>11<\/jats:sub>H<jats:sub>16<\/jats:sub>N<jats:sub>3<\/jats:sub>O<jats:sub>3<\/jats:sub><jats:sup>\u2212<\/jats:sup>, (II), closely resemble the corresponding hydrogen-bonded structure in polymorph (I<jats:italic>a<\/jats:italic>). Like many other 5,5-disubstituted derivatives of barbituric acid, polymorphs (I<jats:italic>a<\/jats:italic>) and (I<jats:italic>b<\/jats:italic>) contain the<jats:italic>R<\/jats:italic><jats:sub>2<\/jats:sub><jats:sup>2<\/jats:sup>(8) N\u2014H...O=C hydrogen-bond motif. However, the overall hydrogen-bonded chain and layer structures of (I<jats:italic>a<\/jats:italic>) and (I<jats:italic>b<\/jats:italic>) are unique because of the involvement of the hydrogen-bond acceptor function in the piperidine group.<\/jats:p>","DOI":"10.1107\/s0108270111055120","type":"journal-article","created":{"date-parts":[[2012,1,6]],"date-time":"2012-01-06T09:12:30Z","timestamp":1325841150000},"page":"o65-o70","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":5,"title":["Two polymorphs and the diethylammonium salt of the barbiturate eldoral"],"prefix":"10.1107","volume":"68","author":[{"given":"Thomas","family":"Gelbrich","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Denise","family":"Rossi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ulrich J.","family":"Griesser","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2012,1,6]]},"reference":[{"key":"sk3420_bb50","unstructured":"Aepkers, M. 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