{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T09:51:30Z","timestamp":1785405090569,"version":"3.56.0"},"reference-count":14,"publisher":"International Union of Crystallography (IUCr)","issue":"3","license":[{"start":{"date-parts":[[2024,3,6]],"date-time":"2024-03-06T00:00:00Z","timestamp":1709683200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},{"start":{"date-parts":[[2024,3,6]],"date-time":"2024-03-06T00:00:00Z","timestamp":1709683200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"}],"funder":[{"name":"National Science Foundation Equipment Grant","award":["GP8534"],"award-info":[{"award-number":["GP8534"]}]}],"content-domain":{"domain":["iucr.org","wiley.com","iucrj.org"],"crossmark-restriction":true},"short-container-title":["IUCrData","IUCr Data","International Union Crystallogr Data","Int Union Cryst Data"],"accepted":{"date-parts":[[2024,2,26]]},"published-print":{"date-parts":[[2024,3,28]]},"abstract":"<jats:p>\n                    The title compound, C\n                    <jats:sub>16<\/jats:sub>\n                    H\n                    <jats:sub>17<\/jats:sub>\n                    BrO\n                    <jats:sub>2<\/jats:sub>\n                    S, crystallizes as the\n                    <jats:italic>erythro<\/jats:italic>\n                    (\n                    <jats:italic>RR\/SS<\/jats:italic>\n                    ) isomer of a pair of sulfones that were diastereomeric due to chirality of the \u03b1-carbon atoms on the sulfone sulfur atom. The structural analysis was pivotal in showing that the 1,3 elimination reactions of these compounds, which lead to substituted stilbenes, occur with inversion at each asymmetric carbon atom. In the crystal, C\u2014H...Br and C\u2014H...O hydrogen bonds link the molecules into a tri-periodic intermolecular network.\n                  <\/jats:p>","DOI":"10.1107\/s2414314624001895","type":"journal-article","created":{"date-parts":[[2024,2,29]],"date-time":"2024-02-29T00:44:41Z","timestamp":1709167481000},"update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":0,"title":["<i>erythro<\/i>\n                    -{1-Bromo-1-[(1-phenylethyl)sulfonyl]ethyl}benzene"],"prefix":"10.1107","volume":"9","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-9548-5850","authenticated-orcid":true,"given":"Peter W. R.","family":"Corfield","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/03qnxaf80","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"329","published-online":{"date-parts":[[2024,3,6]]},"reference":[{"key":"wm4209_bb1","doi-asserted-by":"crossref","first-page":"2581","DOI":"10.1021\/ja00711a080","volume":"92","author":"Bordwell","year":"1970","journal-title":"J. Am. Chem. Soc."},{"key":"wm4209_bb2","unstructured":"Burnett, M. N. & Johnson, C. K. (1996). ORTEPIII. Report ORNL6895. Oak Ridge National Laboratory, Tennessee, USA."},{"key":"wm4209_bb3","doi-asserted-by":"crossref","first-page":"476","DOI":"10.1021\/ja00731a029","volume":"93","author":"Carpino","year":"1971","journal-title":"J. Am. Chem. Soc."},{"key":"wm4209_bb4","doi-asserted-by":"crossref","unstructured":"Corfield, P. W. R. (2022). IUCrData, 7, x2113151.","DOI":"10.1107\/S2414314621013511"},{"key":"wm4209_bb5","doi-asserted-by":"crossref","first-page":"1734","DOI":"10.1021\/ic50126a006","volume":"12","author":"Corfield","year":"1973","journal-title":"Inorg. Chem."},{"key":"wm4209_bb6","unstructured":"Corfield, P. W. R. & Gainsford, G. J. (1972). Local versions of standard programs, written at the Ohio State University."},{"key":"wm4209_bb7","unstructured":"D\u00fcfert, A. (2023). Pericyclic reactions. In: Organic Synthesis Methods. Berlin, Heidelberg: Springer Spektrum. https:\/\/doi. org\/10.1007\/978-3-662-65244-2_5"},{"key":"wm4209_bb8","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1107\/S0021889812029111","volume":"45","author":"Farrugia","year":"2012","journal-title":"J. Appl. Cryst."},{"key":"wm4209_bb9","doi-asserted-by":"crossref","first-page":"171","DOI":"10.1107\/S2052520616003954","volume":"72","author":"Groom","year":"2016","journal-title":"Acta Cryst. B"},{"key":"wm4209_bb10","doi-asserted-by":"crossref","unstructured":"Paquette, L. A. (2001). The electrophilic and radical behavior of \u03b1-halosulfonyl systems. Synlett, no. 01, 0001-0012.","DOI":"10.1055\/s-2001-9691"},{"key":"wm4209_bb11","doi-asserted-by":"crossref","first-page":"53","DOI":"10.1107\/S0021889894009428","volume":"28","author":"Parkin","year":"1995","journal-title":"J. Appl. Cryst."},{"key":"wm4209_bb12","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1107\/S2053229614024218","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Cryst. C"},{"key":"wm4209_bb13","doi-asserted-by":"crossref","first-page":"1006","DOI":"10.1107\/S1600576721002910","volume":"54","author":"Spackman","year":"2021","journal-title":"J. Appl. Cryst."},{"key":"wm4209_bb14","doi-asserted-by":"crossref","first-page":"920","DOI":"10.1107\/S0021889810022120","volume":"43","author":"Westrip","year":"2010","journal-title":"J. Appl. Cryst."}],"container-title":["IUCrData"],"original-title":[],"link":[{"URL":"https:\/\/journals.iucr.org\/x\/issues\/2024\/03\/00\/wm4209\/wm4209.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/journals.iucr.org\/x\/issues\/2024\/03\/00\/wm4209\/wm4209.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,7,3]],"date-time":"2024-07-03T10:01:31Z","timestamp":1720000891000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S2414314624001895"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,3,6]]},"references-count":14,"journal-issue":{"issue":"3","published-online":{"date-parts":[[2024,3]]}},"alternative-id":["S2414314624001895"],"URL":"https:\/\/doi.org\/10.1107\/s2414314624001895","relation":{"is-supplemented-by":[{"id-type":"doi","id":"10.1107\/S2414314624001895\/wm4209sup1.cif","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2414314624001895\/wm4209Isup2.hkl","asserted-by":"subject"},{"id-type":"doi","id":"10.1107\/S2414314624001895\/wm4209Isup3.cml","asserted-by":"subject"}]},"ISSN":["2414-3146"],"issn-type":[{"value":"2414-3146","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,3,6]]},"assertion":[{"value":"IUCrData","order":0,"name":"journal","label":"Publication","explanation":{"URL":"https:\/\/journals.iucr.org\/x"},"group":{"name":"general","label":"General"}},{"value":"data reports","order":1,"name":"content_type","label":"Content type","explanation":{"URL":"https:\/\/journals.iucr.org\/x\/services\/notesforauthors.html"},"group":{"name":"general","label":"General"}},{"value":"Available","URL":"https:\/\/scripts.iucr.org\/cgi-bin\/citedin?wm4209","order":2,"name":"article_metrics","label":"Article metrics","group":{"name":"general","label":"General"}},{"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":"14 February 2024","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"value":"26 February 2024","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"6 March 2024","order":2,"name":"published_online","label":"Published online","group":{"name":"publication_history","label":"Publication history"}},{"value":"This data article has supporting information","name":"supplementary_materials","label":"Supplementary materials","explanation":{"URL":"https:\/\/scripts.iucr.org\/cgi-bin\/sendsup?wm4209"}},{"value":"\u00a9 2024 Peter W. R. Corfield","order":0,"name":"copyright","label":"Copyright","explanation":{"URL":"https:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}},{"value":"Creative Commons Attribution (CC-BY)","order":1,"name":"license","label":"Licence","explanation":{"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/legalcode"},"group":{"name":"copyright_and_licencing","label":"Copyright and licencing"}}],"article-number":"x240189"}}