{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,1,14]],"date-time":"2025-01-14T05:17:16Z","timestamp":1736831836620,"version":"3.33.0"},"reference-count":17,"publisher":"International Union of Crystallography (IUCr)","issue":"5","license":[{"start":{"date-parts":[[2016,4,8]],"date-time":"2016-04-08T00:00:00Z","timestamp":1460073600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/2.0\/uk\/legalcode"},{"start":{"date-parts":[[2016,4,8]],"date-time":"2016-04-08T00:00:00Z","timestamp":1460073600000},"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 Cryst Commun","Acta Cryst E","Acta Cryst Sect E","Acta Crystallogr E","Acta Crystallogr Sect E","Acta Cryst E Cryst Commun","Acta Cryst Sect E Cryst Commun"],"published-print":{"date-parts":[[2016,5,1]]},"abstract":"<jats:p>(<jats:italic>Z<\/jats:italic>)-5-[2-(Benzo[<jats:italic>b<\/jats:italic>]thiophen-2-yl)-1-(3,5-dimethoxyphenyl)ethenyl]-1<jats:italic>H<\/jats:italic>-tetrazole methanol monosolvate, C<jats:sub>19<\/jats:sub>H<jats:sub>16<\/jats:sub>N<jats:sub>4<\/jats:sub>O<jats:sub>2<\/jats:sub>S\u00b7CH<jats:sub>3<\/jats:sub>OH, (I), was prepared by the reaction of (<jats:italic>Z<\/jats:italic>)-3-(benzo[<jats:italic>b<\/jats:italic>]thiophen-2-yl)-2-(3,5-dimethoxyphenyl)acrylonitrile with tributyltin azide<jats:italic>via<\/jats:italic>a [3\u00a0+\u00a02]cycloaddition azide condensation reaction. The structurally related compound (<jats:italic>Z<\/jats:italic>)-5-[2-(benzo[<jats:italic>b<\/jats:italic>]thiophen-3-yl)-1-(3,4,5-trimethoxyphenyl)ethenyl]-1<jats:italic>H<\/jats:italic>-tetrazole, C<jats:sub>20<\/jats:sub>H<jats:sub>18<\/jats:sub>N<jats:sub>4<\/jats:sub>O<jats:sub>3<\/jats:sub>S, (II), was prepared by the reaction of (<jats:italic>Z<\/jats:italic>)-3-(benzo[<jats:italic>b<\/jats:italic>]thiophen-3-yl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile with tributyltin azide. Crystals of (I) have two molecules in the asymmetric unit (<jats:italic>Z<\/jats:italic>\u2032 = 2), whereas crystals of (II) have<jats:italic>Z<\/jats:italic>\u2032 = 1. The benzothiophene rings in (I) and (II) are almost planar, with r.m.s deviations from the mean plane of 0.0084 and 0.0037\u2005\u00c5 in (I) and 0.0084\u2005\u00c5 in (II). The tetrazole rings of (I) and (II) make dihedral angles with the mean planes of the benzothiophene rings of 88.81\u2005(13) and 88.92\u2005(13)\u00b0 in (I), and 60.94\u2005(6)\u00b0 in (II). The dimethoxyphenyl and trimethoxyphenyl rings make dihedral angles with the benzothiophene rings of 23.91\u2005(8) and 24.99\u2005(8)\u00b0 in (I) and 84.47\u2005(3)\u00b0 in (II). In both structures, molecules are linked into hydrogen-bonded chains. In (I), these chains involve both tetrazole and methanol, and are parallel to the<jats:italic>b<\/jats:italic>axis. In (II), molecules are linked into chains parallel to the<jats:italic>a<\/jats:italic>axis by N\u2014H...N hydrogen bonds between adjacent tetrazole rings.<\/jats:p>","DOI":"10.1107\/s2056989016005600","type":"journal-article","created":{"date-parts":[[2016,4,8]],"date-time":"2016-04-08T20:41:54Z","timestamp":1460148114000},"page":"652-655","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":1,"title":["Crystal structures of (<i>Z<\/i>)-5-[2-(benzo[<i>b<\/i>]thiophen-2-yl)-1-(3,5-dimethoxyphenyl)ethenyl]-1<i>H<\/i>-tetrazole and (<i>Z<\/i>)-5-[2-(benzo[<i>b<\/i>]thiophen-3-yl)-1-(3,4,5-trimethoxyphenyl)ethenyl]-1<i>H<\/i>-tetrazole"],"prefix":"10.1107","volume":"72","author":[{"given":"Narsimha Reddy","family":"Penthala","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jaishankar K. 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