{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,1,14]],"date-time":"2025-01-14T05:12:05Z","timestamp":1736831525874,"version":"3.33.0"},"reference-count":9,"publisher":"International Union of Crystallography (IUCr)","issue":"5","license":[{"start":{"date-parts":[[2014,4,30]],"date-time":"2014-04-30T00:00:00Z","timestamp":1398816000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/2.0\/uk\/legalcode"},{"start":{"date-parts":[[2014,4,30]],"date-time":"2014-04-30T00:00:00Z","timestamp":1398816000000},"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":[[2014,5,1]]},"abstract":"<jats:p>The title complex C<jats:sub>42<\/jats:sub>H<jats:sub>48<\/jats:sub>\u00b72C<jats:sub>6<\/jats:sub>N<jats:sub>4<\/jats:sub>{systematic name: heptacyclo[21.13.1.1<jats:sup>5,19<\/jats:sup>.1<jats:sup>6,18<\/jats:sup>.1<jats:sup>10,14<\/jats:sup>.1<jats:sup>24,36<\/jats:sup>.1<jats:sup>28,32<\/jats:sup>]dotetraconta-1(37),5(40),6(41),10(42),11,13,18,23,28,30,32(39),36(38)-dodecaene\u2013ethenetetracarbonitrile (1\/2)}, consisting of four-layered [3.3]metacyclophane (MCP) with two tetracyanoethylene (TCNE) molecules, was grown from a mixture of MCP and TCNE in chloroform solution. The four-layered [3.3]MCP has an S-shaped structure in which three [3.3]MCP moieties take<jats:italic>syn<\/jats:italic>-(chair-boat),<jats:italic>anti<\/jats:italic>-(chair-boat) and<jats:italic>syn<\/jats:italic>-(chair-boat) conformations. The two outer [3.3]MCP moieties with<jats:italic>syn<\/jats:italic>geometry contain benzene rings with a tilt of 32.95\u2005(7)\u00b0. The central [3.3]MCP moiety has an<jats:italic>anti<\/jats:italic>geometry, in which the two benzene rings are oriented parallel to each other at a transannular distance of 2.31\u2005\u00c5. The TCNE molecules are stacked on either side of the outer [3.3]MCP units at a distance of 3.19\u2005\u00c5 on one side and 3.24\u2005\u00c5 on the other, and showed 0.80:0.20 and 0.44:0.56 disorder, respectively.<\/jats:p>","DOI":"10.1107\/s1600536814009362","type":"journal-article","created":{"date-parts":[[2014,4,29]],"date-time":"2014-04-29T09:47:17Z","timestamp":1398764837000},"page":"o625-o626","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":1,"title":["Four-layered [3.3]metacyclophane with ethenetetracarbonitrile"],"prefix":"10.1107","volume":"70","author":[{"given":"Masahiko","family":"Shibahara","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Motonori","family":"Watanabe","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kenta","family":"Goto","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Teruo","family":"Shinmyozu","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2014,4,30]]},"reference":[{"key":"gw2145_bb1","unstructured":"Rigaku (1998). 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