{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,17]],"date-time":"2026-03-17T20:45:57Z","timestamp":1773780357577,"version":"3.50.1"},"reference-count":11,"publisher":"International Union of Crystallography (IUCr)","issue":"2","license":[{"start":{"date-parts":[[2014,1,4]],"date-time":"2014-01-04T00:00:00Z","timestamp":1388793600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/2.0\/uk\/legalcode"},{"start":{"date-parts":[[2014,1,4]],"date-time":"2014-01-04T00:00:00Z","timestamp":1388793600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/2.0\/uk\/legalcode"}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr E Struct Rep Online","Acta Crystallogr E","Acta Cryst E","Acta Cryst E Struct Rep Online","Acta Cryst Sect E","Acta Cryst Sect E Struct Rep Online","Acta Crystallogr Sect E","Acta Crystallogr Sect E Struct Rep Online"],"published-print":{"date-parts":[[2014,2,1]]},"abstract":"<jats:p>In the asymmetric unit of the title compound, C<jats:sub>27<\/jats:sub>H<jats:sub>27<\/jats:sub>FN<jats:sub>2<\/jats:sub>O\u00b70.25CHCl<jats:sub>3<\/jats:sub>, there are two independent molecules (<jats:italic>A<\/jats:italic>and<jats:italic>B<\/jats:italic>) together with a partially disordered chloroform molecule situated about an inversion center. The conformation of the two molecules is very similar. The bridging piperidine rings each have a chair conformation while the piperidin-2-one rings of the quinoline moiety have screw-boat conformations. The benzene rings of the biphenyl moiety are inclined to one another by 26.37\u2005(4) and 23.75\u2005(15)\u00b0 in molecules<jats:italic>A<\/jats:italic>and<jats:italic>B<\/jats:italic>, respectively. The mean plane of the central piperidine ring [r.m.s. deviation = 0.241\u2005(2)\u2005\u00c5 in both molecules<jats:italic>A<\/jats:italic>and<jats:italic>B<\/jats:italic>] is inclined to the benzene ring of the quinoline moiety by 80.06\u2005(4) in<jats:italic>A<\/jats:italic>and 83.75\u2005(15)\u00b0 in<jats:italic>B<\/jats:italic>, while it is inclined to the adjacent benzene ring of the biphenyl group by 73.623\u2005(15) in<jats:italic>A<\/jats:italic>and 75.65\u2005(14)\u00b0 in<jats:italic>B<\/jats:italic>. In the crystal, individual molecules are linked by pairs of N\u2014H...O hydrogen bonds, forming<jats:italic>A<\/jats:italic>\u2013<jats:italic>A<\/jats:italic>and<jats:italic>B<\/jats:italic>\u2013<jats:italic>B<\/jats:italic>inversion dimers with<jats:italic>R<\/jats:italic><jats:sub>2<\/jats:sub><jats:sup>2<\/jats:sup>(8) ring motifs. The dimers are stabilized by C\u2014H...O hydrogen bonds and linked<jats:italic>via<\/jats:italic>C\u2014H...F and C\u2014H...N hydrogen bonds into a three-dimensional network. Several C\u2014H...\u03c0 interactions are also present.<\/jats:p>","DOI":"10.1107\/s160053681303448x","type":"journal-article","created":{"date-parts":[[2014,1,3]],"date-time":"2014-01-03T09:22:00Z","timestamp":1388740920000},"page":"o103-o104","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":4,"title":["8-{1-[(4\u2032-Fluoro-[1,1\u2032-biphenyl]-4-yl)methyl]piperidin-4-yl}-3,4-dihydroquinolin-2(1<i>H<\/i>)-one chloroform 0.25-solvate"],"prefix":"10.1107","volume":"70","author":[{"given":"Nisar","family":"Ullah","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Helen","family":"Stoeckli-Evans","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2014,1,4]]},"reference":[{"key":"lr2120_bb1","doi-asserted-by":"crossref","first-page":"S1","DOI":"10.1039\/p298700000s1","volume":"2","author":"Allen","year":"1987","journal-title":"J. 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Cryst."}],"container-title":["Acta Crystallographica Section E Structure Reports Online"],"original-title":[],"link":[{"URL":"http:\/\/journals.iucr.org\/e\/issues\/2014\/02\/00\/lr2120\/lr2120.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/journals.iucr.org\/e\/issues\/2014\/02\/00\/lr2120\/lr2120.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,1,13]],"date-time":"2025-01-13T09:28:44Z","timestamp":1736760524000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S160053681303448X"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,1,4]]},"references-count":11,"journal-issue":{"issue":"2","published-online":{"date-parts":[[2014,2]]}},"alternative-id":["S160053681303448X"],"URL":"https:\/\/doi.org\/10.1107\/s160053681303448x","relation":{},"ISSN":["1600-5368"],"issn-type":[{"value":"1600-5368","type":"electronic"}],"subject":[],"published":{"date-parts":[[2014,1,4]]},"assertion":[{"value":"Acta Crystallographica Section E: Structure Reports Online","name":"journal","label":"Publication","explanation":{"URL":"http:\/\/journals.iucr.org\/e"}},{"value":"organic compounds","name":"content_type","label":"Content type","explanation":{"URL":"http:\/\/journals.iucr.org\/e\/services\/notesforauthors.html"}},{"value":"Yes","order":0,"name":"peer_reviewed","label":"Peer reviewed","group":{"name":"peer_review","label":"Peer review"}},{"value":"Single blind","order":1,"name":"review_process","label":"Review process","group":{"name":"peer_review","label":"Peer review"}},{"value":"15 December 2013","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"23 December 2013","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"4 January 2014","order":2,"name":"published_online","label":"Published online","group":{"name":"publication_history","label":"Publication history"}},{"value":"This article has supporting information","name":"supplementary_materials","label":"Supplementary materials","explanation":{"URL":"http:\/\/scripts.iucr.org\/cgi-bin\/sendsup?lr2120"}},{"value":"\u00a9 2014 Ullah and Stoeckli-Evans","order":0,"name":"copyright","label":"Copyright","explanation":{"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}},{"value":"Creative Commons Attribution (CC-BY)","order":1,"name":"license","label":"Licence","explanation":{"URL":"http:\/\/creativecommons.org\/licenses\/by\/2.0\/uk\/legalcode"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}}]}}