{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1362825894149485568.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1016/s0040-4020(02)01354-6"}},{"identifier":{"@type":"URI","@value":"https://api.elsevier.com/content/article/PII:S0040402002013546?httpAccept=text/xml"}},{"identifier":{"@type":"URI","@value":"https://api.elsevier.com/content/article/PII:S0040402002013546?httpAccept=text/plain"}}],"dc:title":[{"@value":"Novel organic crystals with red–violet metallic luster: 1-aryl-2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrrole derivatives bearing a heteroatom combined methyl substituent"}],"description":[{"notation":[{"@value":"Abstract   A new class of π-conjugated organic compounds that form crystals with red-violet metallic luster were obtained upon introduction of a heteroatom combined methyl substituent (OMe, SMe, or NMe2) into the para-position of the central N-phenyl group of 1-phenyl-2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrrole. The molecule in crystals adopts a heaving ribbon-like molecular arrangement. This is obviously different from the planar arrangement of the gold-like analogues that bear halogen, cyano, or short alkyl group at para-position of the central N-phenyl group. Within the crystal lattice, an intermolecular C–H⋯N hydrogen bond occurs to make the adjacent π-systems (CN⋯CC) close enough, which is suggested to be responsible for the red-violet metallic color."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1382825894149485568","@type":"Researcher","foaf:name":[{"@value":"Rui Zhao"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825894149485570","@type":"Researcher","foaf:name":[{"@value":"Motohiro Akazome"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825894149485569","@type":"Researcher","foaf:name":[{"@value":"Shoji Matsumoto"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825894149485571","@type":"Researcher","foaf:name":[{"@value":"Katsuyuki Ogura"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00404020"}],"prism:publicationName":[{"@value":"Tetrahedron"}],"dc:publisher":[{"@value":"Elsevier BV"}],"prism:publicationDate":"2002-12","prism:volume":"58","prism:number":"51","prism:startingPage":"10225","prism:endingPage":"10231"},"reviewed":"false","dc:rights":["https://www.elsevier.com/tdm/userlicense/1.0/","https://www.elsevier.com/legal/tdmrep-license"],"url":[{"@id":"https://api.elsevier.com/content/article/PII:S0040402002013546?httpAccept=text/xml"},{"@id":"https://api.elsevier.com/content/article/PII:S0040402002013546?httpAccept=text/plain"}],"createdAt":"2003-03-25","modifiedAt":"2025-09-22","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360004233580349952","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"BODIPY dye possessing solid-state red fluorescence and green metallic luster properties in both crystalline and amorphous states"}]},{"@id":"https://cir.nii.ac.jp/crid/1360017279849129088","@type":"Article","resourceType":"学術雑誌論文(journal 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