{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,1,12]],"date-time":"2025-01-12T05:20:24Z","timestamp":1736659224360,"version":"3.32.0"},"reference-count":0,"publisher":"International Union of Crystallography (IUCr)","issue":"3","license":[{"start":{"date-parts":[[2009,2,7]],"date-time":"2009-02-07T00:00:00Z","timestamp":1233964800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[2009,2,7]],"date-time":"2009-02-07T00:00:00Z","timestamp":1233964800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html#TDM"}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["Acta Crystallogr C Cryst Struct Commun","Acta Cryst C","Acta Cryst Sect C","Acta Crystallogr C","Acta Crystallogr Sect C","Acta Crystallogr Sect C Cryst Struct Commun"],"published-print":{"date-parts":[[2009,3,1]]},"abstract":"<jats:p>The title compounds, C<jats:sub>24<\/jats:sub>H<jats:sub>30<\/jats:sub>N<jats:sub>2<\/jats:sub>O<jats:sub>3<\/jats:sub>, (I), and C<jats:sub>24<\/jats:sub>H<jats:sub>34<\/jats:sub>N<jats:sub>2<\/jats:sub>O<jats:sub>3<\/jats:sub>, (II), both contain an androstane backbone and a 2-methylimidazole-1-carboxylate moiety at the 17-position. Compound (I) contains two symmetry-independent molecules (denoted 1 and 2), while compound (II) contains just one molecule in the asymmetric unit. The C\u2014C\u2014O\u2014C torsion angle that reflects the twisting of the 2-methylimidazole-1-carboxylate moiety from the mean steroid plane is 143.1\u2005(2)\u00b0 for molecule 1 of (I), 73.1\u2005(3)\u00b0 for molecule 2 of (I) and 86.63\u2005(17)\u00b0 for (II). The significance of this study lies in its observation of significant differences in both molecular conformation and supramolecular aggregation between the molecules of the title compounds. The solid-state conformations compared with those obtained theoretically from<jats:italic>ab initio<\/jats:italic>methods for the isolated molecules show large differences, especially in the orientation of the methylimidazole substituent.<\/jats:p>","DOI":"10.1107\/s0108270109003278","type":"journal-article","created":{"date-parts":[[2009,2,7]],"date-time":"2009-02-07T06:47:14Z","timestamp":1233989234000},"page":"o88-o91","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["3-Oxoandrosta-4,6-dien-17\u03b2-yl 2-methyl-1<i>H<\/i>-imidazole-1-carboxylate and 3-oxo-5\u03b1-androst-17\u03b2-yl 2-methyl-1<i>H<\/i>-imidazole-1-carboxylate: C\u2014H...\u03c0 and \u03c0\u2013\u03c0 intermolecular interactions"],"prefix":"10.1107","volume":"65","author":[{"given":"Manuela","family":"Ramos Silva","sequence":"first","affiliation":[]},{"given":"V\u00e2nia M.","family":"Moreira","sequence":"additional","affiliation":[]},{"given":"Cl\u00e1udia","family":"Cardoso","sequence":"additional","affiliation":[]},{"given":"Ana","family":"Matos Beja","sequence":"additional","affiliation":[]},{"given":"Jorge A. R.","family":"Salvador","sequence":"additional","affiliation":[]}],"member":"329","published-online":{"date-parts":[[2009,2,7]]},"container-title":["Acta Crystallographica Section C Crystal Structure Communications"],"original-title":[],"link":[{"URL":"http:\/\/journals.iucr.org\/c\/issues\/2009\/03\/00\/sf3097\/sf3097.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/journals.iucr.org\/c\/issues\/2009\/03\/00\/sf3097\/sf3097.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,1,11]],"date-time":"2025-01-11T15:31:51Z","timestamp":1736609511000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S0108270109003278"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2009,2,7]]},"references-count":0,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2009,3]]}},"alternative-id":["S0108270109003278"],"URL":"https:\/\/doi.org\/10.1107\/s0108270109003278","relation":{},"ISSN":["0108-2701"],"issn-type":[{"type":"print","value":"0108-2701"}],"subject":[],"published":{"date-parts":[[2009,2,7]]},"assertion":[{"value":"Acta Crystallographica Section C: Crystal Structure Communications","name":"journal","label":"Publication","explanation":{"URL":"http:\/\/journals.iucr.org\/c"}},{"value":"organic compounds","name":"content_type","label":"Content type","explanation":{"URL":"http:\/\/journals.iucr.org\/c\/services\/notesforauthors.html"}},{"value":"Yes","order":0,"name":"peer_reviewed","label":"Peer reviewed","group":{"name":"peer_review","label":"Peer review"}},{"value":"Single blind","order":1,"name":"review_process","label":"Review process","group":{"name":"peer_review","label":"Peer review"}},{"value":"10 December 2008","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"27 January 2009","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"7 February 2009","order":2,"name":"published_online","label":"Published online","group":{"name":"publication_history","label":"Publication history"}},{"value":"This article has supporting information","name":"supplementary_materials","label":"Supplementary materials","explanation":{"URL":"http:\/\/scripts.iucr.org\/cgi-bin\/sendsup?sf3097"}},{"value":"\u00a9 2009 International Union of Crystallography","order":0,"name":"copyright","label":"Copyright","explanation":{"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},"group":{"name":"copyright_and_licensing","label":"Copyright and licencing"}}]}}