{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,25]],"date-time":"2026-09-25T10:03:46Z","timestamp":1790330626177,"version":"4.1.0"},"reference-count":39,"publisher":"International Union of Crystallography (IUCr)","issue":"7","license":[{"start":{"date-parts":[[2026,6,18]],"date-time":"2026-06-18T00:00:00Z","timestamp":1781740800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2026,6,18]],"date-time":"2026-06-18T00:00:00Z","timestamp":1781740800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/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":[[2026,6,12]]},"published-print":{"date-parts":[[2026,7,1]]},"abstract":"<jats:p>\n                    The title phenytoin analog 2-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)-\n                    <jats:italic>N<\/jats:italic>\n                    -(4-fluorophenyl)acetamide, C\n                    <jats:sub>23<\/jats:sub>\n                    H\n                    <jats:sub>18<\/jats:sub>\n                    FN\n                    <jats:sub>3<\/jats:sub>\n                    O\n                    <jats:sub>3<\/jats:sub>\n                    , was synthesized by alkylation of phenytoin with 2-chloro-\n                    <jats:italic>N<\/jats:italic>\n                    -(4-fluorophenyl)acetamide under phase-transfer catalysis conditions and crystallized as colorless blocks in the monoclinic space group\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>c<\/jats:italic>\n                    . In the molecular structure, the imidazolidine ring shows a slight departure from planarity, adopting a twist conformation, while the two phenyl substituents are markedly inclined to the mean plane of the heterocyclic ring. The\n                    <jats:italic>N<\/jats:italic>\n                    -substituted 4-fluorophenylacetamide fragment projects away from the imidazolidine core, with its conformation partly consolidated by an intramolecular C\u2014H...O contact. In the crystal packing, pairs of inversion-related molecules are linked through N\u2014H...O hydrogen bonds to form dimers, which are further connected by additional N\u2014H...O interactions into layers extending parallel to the\n                    <jats:italic>bc<\/jats:italic>\n                    plane. These layers stack along the\n                    <jats:italic>a<\/jats:italic>\n                    -axis direction through normal van der Waals contacts. Hirshfeld surface analysis was used to quantify the intermolecular interactions, showing that H...H contacts give the largest contribution to the crystal packing, followed by C...H\/H...C and O...H\/H...O contacts, the latter being associated with the classical N\u2014H...O hydrogen bonds. F...H\/H...F interactions also contribute to the packing, mainly through contacts between adjacent molecular layers.\n                  <\/jats:p>","DOI":"10.1107\/s2056989026006201","type":"journal-article","created":{"date-parts":[[2026,6,16]],"date-time":"2026-06-16T05:22:25Z","timestamp":1781587345000},"page":"840-844","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Synthesis, crystal structure and Hirshfeld surface analysis of 2-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)-\n                    <i>N<\/i>\n                    -(4-fluorophenyl)acetamide (phenytoin analog)"],"prefix":"10.1107","volume":"82","author":[{"ORCID":"https:\/\/orcid.org\/0009-0007-1889-5569","authenticated-orcid":true,"given":"Hajar","family":"Ouabane","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00r8w8f84","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0230-1707","authenticated-orcid":true,"given":"Chiara","family":"Massera","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Walid","family":"Guerrab","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00r8w8f84","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Abdulsalam","family":"Alsubari","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3488-1945","authenticated-orcid":true,"given":"Joel T.","family":"Mague","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/04vmvtb21","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6885-5692","authenticated-orcid":true,"given":"Youssef","family":"Ramli","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/00r8w8f84","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2026,6,18]]},"reference":[{"key":"vm2332_bb1","doi-asserted-by":"crossref","first-page":"6129","DOI":"10.1007\/s00044-013-0597-1","volume":"22","author":"Alanazi","year":"2013","journal-title":"Med. 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