{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,2,21]],"date-time":"2025-02-21T21:22:00Z","timestamp":1740172920616,"version":"3.37.3"},"reference-count":36,"publisher":"International Union of Crystallography (IUCr)","issue":"8","license":[{"start":{"date-parts":[[2021,7,5]],"date-time":"2021-07-05T00:00:00Z","timestamp":1625443200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2021,7,5]],"date-time":"2021-07-05T00:00:00Z","timestamp":1625443200000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html#TDM"}],"funder":[{"name":"Croatian Science Fundation","award":["IP-2014-09-1461"],"award-info":[{"award-number":["IP-2014-09-1461"]}]}],"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":[[2021,6,21]]},"published-print":{"date-parts":[[2021,8,1]]},"abstract":"<jats:p>The crystal structure of tris[dimethyl 5-({1-[(pyridin-2-yl-\u03ba<jats:italic>N<\/jats:italic>)carbamoyl-\u03ba<jats:italic>O<\/jats:italic>]ethyl}carbamoyl)benzene-1,3-dicarboxylate]zinc(II) dinitrate acetonitrile trisolvate, [Zn(C<jats:sub>19<\/jats:sub>H<jats:sub>19<\/jats:sub>N<jats:sub>3<\/jats:sub>O<jats:sub>6<\/jats:sub>)<jats:sub>3<\/jats:sub>](NO<jats:sub>3<\/jats:sub>)<jats:sub>2<\/jats:sub>\u00b73CH<jats:sub>3<\/jats:sub>CN or [Zn(<jats:italic>L<\/jats:italic>)<jats:sub>3<\/jats:sub>](NO<jats:sub>3<\/jats:sub>)<jats:sub>2<\/jats:sub>\u00b73CH<jats:sub>3<\/jats:sub>CN, (<jats:bold>1<\/jats:bold>), has been determined by single-crystal X-ray diffraction. The neutral ligand <jats:italic>L<\/jats:italic> coordinates to the Zn<jats:sup>2+<\/jats:sup> cation in a bidentate fashion <jats:italic>via<\/jats:italic> the pyridine N atom and an amide O atom, forming a six-membered chelate ring. The \u039b-helical chirality of the Zn<jats:sup>2+<\/jats:sup> coordination sphere is induced by pendant L-alanine residues through stacking interactions between the arene groups of two coordinated ligands, assisted by a hydrogen bond between amide groups bonded to the stacked arene rings. The third ligand is coordinated to the Zn<jats:sup>2+<\/jats:sup> cation by the same six-membered chelate ring, but in the opposite direction with respect to the analogous chelate rings of the first two coordinated ligands. Besides ionic interactions between [Zn<jats:italic>L<\/jats:italic>\n                  <jats:sub>3<\/jats:sub>]<jats:sup>2+<\/jats:sup> complexes and NO<jats:sub>3<\/jats:sub>\n                  <jats:sup>\u2212<\/jats:sup> anions, several types of hydrogen bonds and intermolecular stacking interactions contribute to the stability of the solid-state phase.<\/jats:p>","DOI":"10.1107\/s2053229621006471","type":"journal-article","created":{"date-parts":[[2021,7,7]],"date-time":"2021-07-07T07:47:56Z","timestamp":1625644076000},"page":"449-457","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Induction of \u039b-helicity in a zinc complex with an alanine-appended aminopyridine ligand"],"prefix":"10.1107","volume":"77","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-2397-2836","authenticated-orcid":true,"given":"Berislav","family":"Peri\u0107","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zoran","family":"Kokan","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0500-2422","authenticated-orcid":true,"given":"Sre\u0107ko I.","family":"Kirin","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2021,7,5]]},"reference":[{"key":"ef3020_bb1","unstructured":"Agilent (2014). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, Oxfordshire, England."},{"key":"ef3020_bb2","doi-asserted-by":"crossref","first-page":"4796","DOI":"10.1007\/s10853-009-3723-1","volume":"44","author":"Ali Mohsin","year":"2009","journal-title":"J. Mater. Sci."},{"key":"ef3020_bb3","doi-asserted-by":"crossref","first-page":"1555","DOI":"10.1002\/anie.199515551","volume":"34","author":"Bernstein","year":"1995","journal-title":"Angew. Chem. Int. Ed. Engl."},{"key":"ef3020_bb4","doi-asserted-by":"crossref","first-page":"3196","DOI":"10.1039\/b606371c","author":"Bose","year":"2006","journal-title":"Chem. Commun."},{"key":"ef3020_bb5","first-page":"573","volume":"30","author":"D\u00f6nda\u015f","year":"2006","journal-title":"Turk. J. Chem."},{"key":"ef3020_bb6","doi-asserted-by":"crossref","first-page":"316","DOI":"10.1016\/j.tetlet.2008.11.001","volume":"50","author":"Du","year":"2009","journal-title":"Tetrahedron Lett."},{"key":"ef3020_bb7","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1107\/S0021889812029111","volume":"45","author":"Farrugia","year":"2012","journal-title":"J. Appl. Cryst."},{"key":"ef3020_bb8","doi-asserted-by":"crossref","first-page":"16651","DOI":"10.1021\/jacs.0c06579","volume":"142","author":"Fu","year":"2020","journal-title":"J. Am. Chem. Soc."},{"key":"ef3020_bb9","doi-asserted-by":"crossref","first-page":"1528","DOI":"10.1126\/science.aax7344","volume":"366","author":"Girvin","year":"2019","journal-title":"Science"},{"key":"ef3020_bb10","doi-asserted-by":"crossref","first-page":"o326","DOI":"10.1107\/S1600536809055482","volume":"66","author":"Gowda","year":"2010","journal-title":"Acta Cryst. E"},{"key":"ef3020_bb11","doi-asserted-by":"crossref","first-page":"o1343","DOI":"10.1107\/S1600536810016909","volume":"66","author":"Gowda","year":"2010","journal-title":"Acta Cryst. E"},{"key":"ef3020_bb12","doi-asserted-by":"crossref","first-page":"171","DOI":"10.1107\/S2052520616003954","volume":"72","author":"Groom","year":"2016","journal-title":"Acta Cryst. B"},{"key":"ef3020_bb13","doi-asserted-by":"crossref","first-page":"1145","DOI":"10.3390\/molecules24061145","volume":"24","author":"Iqbal","year":"2019","journal-title":"Molecules"},{"key":"ef3020_bb14","doi-asserted-by":"crossref","first-page":"348","DOI":"10.1039\/b511332f","volume":"35","author":"Kirin","year":"2006","journal-title":"Chem. Soc. Rev."},{"key":"ef3020_bb15","doi-asserted-by":"crossref","first-page":"2094","DOI":"10.1039\/C7CC09537F","volume":"54","author":"Kokan","year":"2018","journal-title":"Chem. Commun."},{"key":"ef3020_bb16","doi-asserted-by":"crossref","first-page":"1945","DOI":"10.1039\/C6CC09203A","volume":"53","author":"Kokan","year":"2017","journal-title":"Chem. Commun."},{"key":"ef3020_bb17","doi-asserted-by":"crossref","first-page":"9628","DOI":"10.1021\/ja404656z","volume":"135","author":"Kudo","year":"2013","journal-title":"J. Am. Chem. Soc."},{"key":"ef3020_bb18","doi-asserted-by":"crossref","first-page":"226","DOI":"10.1107\/S1600576719014092","volume":"53","author":"Macrae","year":"2020","journal-title":"J. Appl. Cryst."},{"key":"ef3020_bb19","first-page":"1341","volume":"234","author":"Mun Lee","year":"2019","journal-title":"Z. Kristallogr. NCS"},{"key":"ef3020_bb20","doi-asserted-by":"crossref","first-page":"4504","DOI":"10.1039\/D1DT00508A","volume":"50","author":"Opa\u010dak","year":"2021","journal-title":"Dalton Trans."},{"key":"ef3020_bb21","doi-asserted-by":"crossref","first-page":"2115","DOI":"10.1002\/ejoc.201801647","volume":"2019","author":"Opa\u010dak","year":"2019","journal-title":"Eur. J. Org. Chem."},{"key":"ef3020_bb22","doi-asserted-by":"crossref","first-page":"16445","DOI":"10.1021\/acs.inorgchem.9b02200","volume":"58","author":"Pantalon Juraj","year":"2019","journal-title":"Inorg. Chem."},{"key":"ef3020_bb23","doi-asserted-by":"crossref","first-page":"249","DOI":"10.1107\/S2052519213010014","volume":"69","author":"Parsons","year":"2013","journal-title":"Acta Cryst. B"},{"key":"ef3020_bb24","doi-asserted-by":"crossref","first-page":"432","DOI":"10.1016\/j.bioorg.2019.03.048","volume":"87","author":"Pernar","year":"2019","journal-title":"Bioorg. Chem."},{"key":"ef3020_bb25","doi-asserted-by":"crossref","first-page":"13576","DOI":"10.1039\/c3dt51301g","volume":"42","author":"Russell","year":"2013","journal-title":"Dalton Trans."},{"key":"ef3020_bb26","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053273314026370","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. A"},{"key":"ef3020_bb27","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053229614024218","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. C"},{"key":"ef3020_bb28","doi-asserted-by":"crossref","first-page":"3442","DOI":"10.1021\/ol3014057","volume":"14","author":"Snyder","year":"2012","journal-title":"Org. Lett."},{"key":"ef3020_bb29","doi-asserted-by":"crossref","first-page":"12663","DOI":"10.1002\/chem.201202253","volume":"18","author":"Snyder","year":"2012","journal-title":"Chem. Eur. J."},{"key":"ef3020_bb30","doi-asserted-by":"crossref","first-page":"2341","DOI":"10.1021\/ol070703m","volume":"9","author":"Snyder","year":"2007","journal-title":"Org. Lett."},{"key":"ef3020_bb31","doi-asserted-by":"crossref","first-page":"1883","DOI":"10.1016\/S0960-894X(03)00315-9","volume":"13","author":"Tice","year":"2003","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ef3020_bb32","doi-asserted-by":"crossref","first-page":"920","DOI":"10.1107\/S0021889810022120","volume":"43","author":"Westrip","year":"2010","journal-title":"J. Appl. Cryst."},{"key":"ef3020_bb33","doi-asserted-by":"crossref","first-page":"5095","DOI":"10.1021\/acs.inorgchem.6b00574","volume":"55","author":"Wu","year":"2016","journal-title":"Inorg. Chem."},{"key":"ef3020_bb34","first-page":"1606","volume":"29","author":"Xu","year":"2010","journal-title":"Jiegou Huaxue"},{"key":"ef3020_bb35","first-page":"1034","volume":"36","author":"Xu","year":"2017","journal-title":"Jiegou Huaxue"},{"key":"ef3020_bb36","doi-asserted-by":"crossref","first-page":"453","DOI":"10.1021\/acs.organomet.9b00820","volume":"39","author":"Yang","year":"2020","journal-title":"Organometallics"}],"container-title":["Acta Crystallographica Section C Structural Chemistry"],"original-title":[],"link":[{"URL":"http:\/\/journals.iucr.org\/c\/issues\/2021\/08\/00\/ef3020\/ef3020.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/journals.iucr.org\/c\/issues\/2021\/08\/00\/ef3020\/ef3020.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,1,13]],"date-time":"2025-01-13T10:36:19Z","timestamp":1736764579000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S2053229621006471"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,7,5]]},"references-count":36,"journal-issue":{"issue":"8","published-online":{"date-parts":[[2021,8]]}},"alternative-id":["S2053229621006471"],"URL":"https:\/\/doi.org\/10.1107\/s2053229621006471","relation":{"is-supplemented-by":[{"id-type":"doi","id":"10.1107\/S2053229621006471\/ef3020sup1.cif","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2053229621006471\/ef3020Isup2.hkl","asserted-by":"subject"}]},"ISSN":["2053-2296"],"issn-type":[{"type":"electronic","value":"2053-2296"}],"subject":[],"published":{"date-parts":[[2021,7,5]]},"assertion":[{"value":"Acta Crystallographica Section C: Structural Chemistry","order":0,"name":"journal","label":"Publication","explanation":{"URL":"http:\/\/journals.iucr.org\/c"},"group":{"name":"general","label":"General"}},{"value":"research papers","order":1,"name":"content_type","label":"Content type","explanation":{"URL":"https:\/\/journals.iucr.org\/c\/services\/notesforauthors.html"},"group":{"name":"general","label":"General"}},{"value":"Available","URL":"https:\/\/scripts.iucr.org\/cgi-bin\/citedin?ef3020","order":2,"name":"article_metrics","label":"Article metrics","group":{"name":"general","label":"General"}},{"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":"10 May 2021","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"21 June 2021","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"5 July 2021","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":"https:\/\/scripts.iucr.org\/cgi-bin\/sendsup?ef3020"}},{"value":"\u00a9 Peri\u0107 et al.","order":0,"name":"copyright","label":"Copyright","explanation":{"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},"group":{"name":"copyright_and_licensing","label":"Copyright and licencing"}},{"value":"IUCr licence to publish","order":1,"name":"license","label":"Licence","explanation":{"URL":"https:\/\/journals.iucr.org\/copyright\/licencetopublish.html"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}}]}}