{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,2,21]],"date-time":"2025-02-21T21:21:22Z","timestamp":1740172882348,"version":"3.37.3"},"reference-count":26,"publisher":"International Union of Crystallography (IUCr)","issue":"5","license":[{"start":{"date-parts":[[2017,4,10]],"date-time":"2017-04-10T00:00:00Z","timestamp":1491782400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2017,4,10]],"date-time":"2017-04-10T00:00:00Z","timestamp":1491782400000},"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 Struct Chem","Acta Crystallogr C","Acta Crystallogr C Cryst Struct Commun","Acta Cryst C","Acta Cryst C Struct Chem","Acta Cryst Sect C","Acta Cryst Sect C Struct Chem","Acta Crystallogr Sect C","Acta Crystallogr Sect C Struct Chem","Acta Crystallogr Sect C Cryst Struct Commun"],"accepted":{"date-parts":[[2017,3,28]]},"published-print":{"date-parts":[[2017,5,1]]},"abstract":"<jats:p>This work is part of a project studying the reactivity of a new ferrocenyl allylammonium salt, [3-(trimethylazaniumyl)prop-1-en-1-yl]ferrocene iodide, (1<jats:sup>+<\/jats:sup>)\u00b7I<jats:sup>\u2212<\/jats:sup>, with different nucleophiles. With nitrogen-based nucleophiles, different ferrocenyl allylamine isomers have been synthesized successfully in good yield. Optimization of the basicity of the reaction medium has allowed selection of the best operating conditions to obtain the targeted isomer. In a similar way and in order to introduce phosphorus-containing functional groups, the reaction of ammonium salt (1<jats:sup>+<\/jats:sup>)\u00b7I<jats:sup>\u2212<\/jats:sup> with a phosphorus nucleophile, namely triphenylphosphane, was attempted. It was then possible to isolate single crystals of (3-ferrocenylprop-2-en-1-yl)triphenylphosphonium iodide, [Fe(C<jats:sub>5<\/jats:sub>H<jats:sub>5<\/jats:sub>)(C<jats:sub>26<\/jats:sub>H<jats:sub>23<\/jats:sub>P)]I, which is shown to crystallize in two concomitant polymorphic forms, <jats:italic>viz.<\/jats:italic> a triclinic form, (I), in the space group <jats:italic>P<\/jats:italic>\\overline{1}, and a monoclinic form, (II), in the space group <jats:italic>P<\/jats:italic>2<jats:sub>1<\/jats:sub>\/<jats:italic>c<\/jats:italic>. In the inter-ion packing of polymorph (I), the cations form bilayer ribbons <jats:italic>via<\/jats:italic> C\u2014H...\u03c0 and \u03c0\u2013\u03c0 stacking interactions. In polymorph (II), where \u03c0\u2013\u03c0 interactions do not occur, adjacent molecules are joined by C\u2014H...\u03c0 interactions into a one-dimensional helical arrangement along the <jats:italic>b<\/jats:italic> axis.<\/jats:p>","DOI":"10.1107\/s2053229617004867","type":"journal-article","created":{"date-parts":[[2017,4,11]],"date-time":"2017-04-11T10:11:18Z","timestamp":1491905478000},"page":"376-381","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Selective synthesis of (3-ferrocenylprop-2-en-1-yl)triphenylphosphonium iodide: crystal structure determination of two polymorphs"],"prefix":"10.1107","volume":"73","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-0688-8365","authenticated-orcid":true,"given":"Rafika","family":"Bouchene","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jean Claude","family":"Daran","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hocine","family":"Merazig","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Eric","family":"Manoury","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sofiane","family":"Bouacida","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2017,4,10]]},"reference":[{"key":"ku3195_bb1","doi-asserted-by":"crossref","first-page":"371","DOI":"10.1016\/S0040-4039(01)82217-6","volume":"15","author":"Allenmark","year":"1974","journal-title":"Tetrahedron Lett."},{"key":"ku3195_bb2","doi-asserted-by":"crossref","first-page":"21","DOI":"10.1021\/om980826y","volume":"18","author":"Balavoine","year":"1999","journal-title":"Organometallics"},{"key":"ku3195_bb3","unstructured":"Bernstein, J. 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