{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,1,12]],"date-time":"2025-01-12T05:13:15Z","timestamp":1736658795235,"version":"3.32.0"},"reference-count":0,"publisher":"International Union of Crystallography (IUCr)","issue":"2","license":[{"start":{"date-parts":[[1992,4,1]],"date-time":"1992-04-01T00:00:00Z","timestamp":702086400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/journals.iucr.org\/services\/copyrightpolicy.html"},{"start":{"date-parts":[[1992,4,1]],"date-time":"1992-04-01T00:00:00Z","timestamp":702086400000},"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 B Struct Sci","Acta Cryst B","Acta Cryst Sect B","Acta Crystallogr B","Acta Crystallogr Sect B","Acta Crystallogr Sect B Struct Sci"],"published-print":{"date-parts":[[1992,4,1]]},"abstract":"<jats:p>C<jats:sub>20<\/jats:sub>H<jats:sub>28<\/jats:sub>NS<jats:sup>+<\/jats:sup>.Cl<jats:sup>\u2212<\/jats:sup>, 2-(diethylamino)ethyl 1,1-diphenylethyl sulfide hydrochloride (thiodeacylaprophen hydrochloride), <jats:italic>M<jats:sub>r<\/jats:sub>\n                  <\/jats:italic> = 349.9, orthorhombic, <jats:italic>P<\/jats:italic>2<jats:sub>1<\/jats:sub>2<jats:sub>1<\/jats:sub>2<jats:sub>1<\/jats:sub>, <jats:italic>a<\/jats:italic> = 8.933\u2005(2), <jats:italic>b<\/jats:italic> = 11.710\u2005(3), <jats:italic>c<\/jats:italic> = 18.934\u2005(4)\u2005\u00c5, <jats:italic>V<\/jats:italic>= 1980.6\u2005(7)\u2005\u00c5<jats:sup>3<\/jats:sup>, <jats:italic>Z<\/jats:italic> = 4, <jats:italic>D<jats:sub>x<\/jats:sub>\n                  <\/jats:italic> = 1.173\u2005g\u2005cm<jats:sup>\u22123<\/jats:sup>, Cu <jats:italic>K<\/jats:italic>\u03b1 = 1.54178\u2005\u00c5, \u03bc = 26.70\u2005cm<jats:sup>\u22121<\/jats:sup>, <jats:italic>F<\/jats:italic>(000) = 752, room temperature, final <jats:italic>R<\/jats:italic> = 4.1% for 1417 reflections with \\mid F_o \\mid &gt; 3 \\sigma (F). Thiodeacylaprophen crystallized as a tertiary amine hydrochloride salt. The S\u2014C\u2014C\u2014N<jats:sup>+<\/jats:sup> segment adopts a <jats:italic>trans<\/jats:italic> configuration as does one of the C<jats:sub>phenyl<\/jats:sub>\u2014C\u2014S\u2014C segments. A comparison of the structure of thiodeacylaprophen with the crystal structures of potent antimuscarinic agents suggests that the relatively weak antimuscarinic activity of thiodeacylaprophen compared to atropine and aprophen may be substantially due to the short intramolecular S\\cdotsN<jats:sup>+<\/jats:sup> distance of 4.106\u2005(6)\u2005\u00c5. Other contributing structural factors may include the direction of the N<jats:sup>+<\/jats:sup>\u2014H bond and restricted accessibility of the sulfur atom for interatomic interactions.<\/jats:p>","DOI":"10.1107\/s0108768191013149","type":"journal-article","created":{"date-parts":[[2002,7,27]],"date-time":"2002-07-27T05:30:58Z","timestamp":1027747858000},"page":"208-213","update-policy":"https:\/\/doi.org\/10.1107\/cm_01","source":"Crossref","is-referenced-by-count":3,"title":["Relationship of three-dimensional structure of muscarinic antagonists to antimuscarinic activity: structure of thiodeacylaprophen hydrochloride"],"prefix":"10.1107","volume":"48","author":[{"given":"J. M.","family":"Karle","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"I. L.","family":"Karle","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"R. K.","family":"Gordon","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"P. K.","family":"Chiang","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"329","container-title":["Acta Crystallographica Section B Structural Science"],"original-title":[],"link":[{"URL":"http:\/\/journals.iucr.org\/b\/issues\/1992\/02\/00\/cr0350\/cr0350.pdf","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/journals.iucr.org\/b\/issues\/1992\/02\/00\/cr0350\/cr0350.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,1,11]],"date-time":"2025-01-11T13:04:13Z","timestamp":1736600653000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.iucr.org\/paper?S0108768191013149"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[1992,4,1]]},"references-count":0,"journal-issue":{"issue":"2","published-print":{"date-parts":[[1992,4]]}},"alternative-id":["S0108768191013149"],"URL":"https:\/\/doi.org\/10.1107\/s0108768191013149","relation":{"is-supplemented-by":[{"id-type":"doi","id":"10.1107\/S0108768191013149\/cr0350sup1.cif","asserted-by":"subject"}]},"ISSN":["0108-7681"],"issn-type":[{"type":"print","value":"0108-7681"}],"subject":[],"published":{"date-parts":[[1992,4,1]]},"assertion":[{"value":"Acta Crystallographica Section B: Structural Science","order":0,"name":"journal","label":"Publication","explanation":{"URL":"http:\/\/journals.iucr.org\/b"},"group":{"name":"general","label":"General"}},{"value":"research papers","order":1,"name":"content_type","label":"Content type","explanation":{"URL":"https:\/\/journals.iucr.org\/b\/services\/notesforauthors.html"},"group":{"name":"general","label":"General"}},{"value":"Available","URL":"http:\/\/scripts.iucr.org\/cgi-bin\/citedin?cr0350","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"}},{"order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication history"}},{"order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication history"}},{"value":"1 April 1992","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?cr0350"}},{"value":"\u00a9 1992 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"}}]}}