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The molecule adopts an angular structure and was found to crystallize in the monoclinic system (space group\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>n<\/jats:italic>\n                    ,\n                    <jats:italic>Z<\/jats:italic>\n                    \u00a0= 4). Reaction with morpholine in the presence of a base afforded 4-{[4-(4-bromophenyl)-2\n                    <jats:italic>H<\/jats:italic>\n                    -1,2,3-triazol-2-yl]methyl}morpholine, C\n                    <jats:sub>13<\/jats:sub>\n                    H\n                    <jats:sub>15<\/jats:sub>\n                    BrN\n                    <jats:sub>4<\/jats:sub>\n                    O, as the major product, involving a nucleophilic substitution of morpholine for the phthalimide group and migration of the substituent from N1 to N2 on the 1,2,3-triazole ring. The morpholine-substituted compound likewise crystallizes in the monoclinic system (space group\n                    <jats:italic>P<\/jats:italic>\n                    2\n                    <jats:sub>1<\/jats:sub>\n                    \/\n                    <jats:italic>c<\/jats:italic>\n                    ,\n                    <jats:italic>Z<\/jats:italic>\n                    \u00a0= 4) with the molecule exhibiting an angular shape. Both crystal structures appear to be governed by close packing, with weak C\u2014H...O and C\u2014H...N hydrogen bonds as the prevailing intermolecular interactions.\n                  <\/jats:p>","DOI":"10.1107\/s2053229626002810","type":"journal-article","created":{"date-parts":[[2026,3,19]],"date-time":"2026-03-19T13:38:21Z","timestamp":1773927501000},"page":"144-150","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["Nucleophilic substitution of a phthalimidyl group with morpholine in an\n                    <i>N<\/i>\n                    <sup>1<\/sup>\n                    -methyl-1,2,3-triazole: crystallographic evidence for migration of the methylene bridge"],"prefix":"10.1107","volume":"82","author":[{"given":"Paul R.","family":"Palme","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0357-3173","authenticated-orcid":true,"given":"Richard","family":"Goddard","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8171-9399","authenticated-orcid":true,"given":"Markus","family":"Leutzsch","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0062-7896","authenticated-orcid":true,"given":"Adrian","family":"Richter","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Peter","family":"Imming","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3438-4666","authenticated-orcid":true,"given":"R\u00fcdiger W.","family":"Seidel","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2026,3,24]]},"reference":[{"key":"yd3069_bb1","doi-asserted-by":"crossref","first-page":"380","DOI":"10.1107\/S0108768110012048","volume":"66","author":"Allen","year":"2010","journal-title":"Acta Cryst. 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