{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,2,21]],"date-time":"2025-02-21T21:49:00Z","timestamp":1740174540851,"version":"3.37.3"},"reference-count":36,"publisher":"International Union of Crystallography (IUCr)","issue":"11","license":[{"start":{"date-parts":[[2019,10,29]],"date-time":"2019-10-29T00:00:00Z","timestamp":1572307200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2019,10,29]],"date-time":"2019-10-29T00:00:00Z","timestamp":1572307200000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr E Cryst Commun","Acta Cryst E","Acta Cryst Sect E","Acta Crystallogr E","Acta Crystallogr Sect E","Acta Cryst E Cryst Commun","Acta Cryst Sect E Cryst Commun"],"accepted":{"date-parts":[[2019,10,11]]},"published-print":{"date-parts":[[2019,11,1]]},"abstract":"<jats:p>A 1:1 epimeric mixture of 3-[(4-nitrobenzylidene)amino]-2(<jats:italic>R,S<\/jats:italic>)-(4-nitrophenyl)-5(<jats:italic>S<\/jats:italic>)-(propan-2-yl)imidazolidin-4-one, C<jats:sub>19<\/jats:sub>H<jats:sub>19<\/jats:sub>N<jats:sub>5<\/jats:sub>O<jats:sub>5<\/jats:sub>, was isolated from a reaction mixture of 2(<jats:italic>S<\/jats:italic>)-amino-3-methyl-1-oxobutanehydrazine and 4-nitrobenzaldehyde in ethanol. The product was derived from an initial reaction of 2(<jats:italic>S<\/jats:italic>)-amino-3-methyl-1-oxobutanehydrazine at its hydrazine group to provide a 4-nitrobenzylidene derivative, followed by a cyclization reaction with another molecule of 4-nitrobenzaldehyde to form the chiral five-membered imidazolidin-4-one ring. The formation of the five-membered imidazolidin-4-one ring occurred with retention of the configuration at the 5-position, but with racemization at the 2-position. In the crystal, N\u2014H...O(nitro) hydrogen bonds, weak C\u2014H...O(carbonyl) and C\u2014H...O(nitro) hydrogen bonds, as well as C\u2014H...\u03c0, N\u2014H...\u03c0 and \u03c0\u2013\u03c0 interactions, are present. These combine to generate a three-dimensional array. Hirshfeld surface analysis and PIXEL calculations are also reported.<\/jats:p>","DOI":"10.1107\/s2056989019013938","type":"journal-article","created":{"date-parts":[[2019,10,31]],"date-time":"2019-10-31T11:15:18Z","timestamp":1572520518000},"page":"1774-1782","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Crystal structure, Hirshfeld surface analysis and PIXEL calculations of a 1:1 epimeric mixture of 3-[(4-nitrobenzylidene)amino]-2(<i>R,S<\/i>)-(4-nitrophenyl)-5(<i>S<\/i>)-(propan-2-yl)imidazolidin-4-one"],"prefix":"10.1107","volume":"75","author":[{"given":"Ligia R.","family":"Gomes","sequence":"first","affiliation":[]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4743-7448","authenticated-orcid":true,"given":"John Nicolson","family":"Low","sequence":"additional","affiliation":[]},{"given":"James L.","family":"Wardell","sequence":"additional","affiliation":[]},{"given":"Marcus V. 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