{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,1,14]],"date-time":"2025-01-14T08:42:07Z","timestamp":1736844127400,"version":"3.33.0"},"reference-count":19,"publisher":"International Union of Crystallography (IUCr)","issue":"8","license":[{"start":{"date-parts":[[2013,7,20]],"date-time":"2013-07-20T00:00:00Z","timestamp":1374278400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2013,7,20]],"date-time":"2013-07-20T00:00:00Z","timestamp":1374278400000},"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":[[2013,8,15]]},"abstract":"<jats:p>The title compound, C<jats:sub>17<\/jats:sub>H<jats:sub>13<\/jats:sub>NO<jats:sub>4<\/jats:sub>, crystallizes in two polymorphic forms, each with two molecules in the asymmetric unit and in the monoclinic space group<jats:italic>P<\/jats:italic>2<jats:sub>1<\/jats:sub>\/<jats:italic>c<\/jats:italic>. All of the molecules have intramolecular hydrogen bonds involving the amide group. The amide N atoms act as donors to the carbonyl group of the pyrone and also to the methoxy group of the benzene ring. The carbonyl O atom of the amide group acts as an acceptor of the \u03b2 and \u03b2\u2032 C atoms belonging to the aromatic rings. These intramolecular hydrogen bonds have a profound effect on the molecular conformation. In one polymorph, the molecules in the asymmetric unit are linked to form dimers by weak C\u2014H...O interactions. In the other, the molecules in the asymmetric unit are linked by a single weak C\u2014H...O hydrogen bond. Two of these units are linked to form centrosymmetric tetramers by a second weak C\u2014H...O interaction. Further interactions of this type link the molecules into chains, so forming a three-dimensional network. These interactions in both polymorphs are supplemented by \u03c0\u2013\u03c0 interactions between the chromone rings and between the chromone and methoxyphenyl rings.<\/jats:p>","DOI":"10.1107\/s0108270113017538","type":"journal-article","created":{"date-parts":[[2013,7,19]],"date-time":"2013-07-19T15:50:06Z","timestamp":1374249006000},"page":"927-933","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Two polymorphs of<i>N<\/i>-(2-methoxyphenyl)-4-oxo-4<i>H<\/i>-chromone-3-carboxamide"],"prefix":"10.1107","volume":"69","author":[{"given":"Ligia R.","family":"Gomes","sequence":"first","affiliation":[]},{"given":"John Nicolson","family":"Low","sequence":"additional","affiliation":[]},{"given":"Fernanda","family":"Borges","sequence":"additional","affiliation":[]},{"given":"Fernando","family":"Cagide","sequence":"additional","affiliation":[]}],"member":"329","published-online":{"date-parts":[[2013,7,20]]},"reference":[{"key":"sk3500_bb1","doi-asserted-by":"crossref","first-page":"2709","DOI":"10.1016\/j.bmcl.2010.03.081","volume":"20","author":"Alcaro","year":"2010","journal-title":"Bioorg. 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