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The crystal packing shows that the molecule exhibits intramolecular O\u2014H...O [<jats:italic>D<\/jats:italic>...<jats:italic>A<\/jats:italic>= 2.482\u2005(2)\u2005\u00c5] hydrogen bonding. In addition, there are weak intermolecular C\u2014H...O interactions which, along with van der Waals forces, stabilize the structure. The new chiral center at the 17-position is demonstrated to be<jats:italic>R<\/jats:italic>.<\/jats:p>","DOI":"10.1107\/s0108270112040188","type":"journal-article","created":{"date-parts":[[2012,10,18]],"date-time":"2012-10-18T21:21:50Z","timestamp":1350595310000},"page":"o436-o438","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":2,"title":["Oxycodone<i>N<\/i>-oxide"],"prefix":"10.1107","volume":"68","author":[{"given":"Vijayakumar N.","family":"Sonar","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sean","family":"Parkin","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Peter A.","family":"Crooks","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","published-online":{"date-parts":[[2012,10,18]]},"reference":[{"key":"uk3053_bb1","doi-asserted-by":"crossref","first-page":"309","DOI":"10.1002\/mrc.1260310318","volume":"31","author":"Caldwell","year":"1993","journal-title":"Magn. 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