rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol
The asymmetric unit of the racemic form of the title compound, C12H15NOS, contains four crystallographically independent molecules. The olefinic bond connecting the 2‐thienyl and 1‐azabicyclo[2.2.2]octan‐3‐ol moieties has Z geometry. Strong hydrogen bonding occurs in a directed co‐operative O—H...O—...
Gespeichert in:
| Veröffentlicht in: | Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2007-08, Vol.63 (8), p.o493-o495 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | o495 |
|---|---|
| container_issue | 8 |
| container_start_page | o493 |
| container_title | Acta crystallographica. Section C, Crystal structure communications |
| container_volume | 63 |
| creator | Sonar, Vijayakumar N. Venkatraj, M. Parkin, Sean Crooks, Peter A. |
| description | The asymmetric unit of the racemic form of the title compound, C12H15NOS, contains four crystallographically independent molecules. The olefinic bond connecting the 2‐thienyl and 1‐azabicyclo[2.2.2]octan‐3‐ol moieties has Z geometry. Strong hydrogen bonding occurs in a directed co‐operative O—H...O—H...O—H...O—H R44(8) pattern that influences the conformation of the molecules. Co‐operative C—H...π interactions between thienyl rings are also present. The average dihedral angle between adjacent thienyl rings is 87.09 (4)°. |
| doi_str_mv | 10.1107/S0108270107033690 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68126074</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>30119749</sourcerecordid><originalsourceid>FETCH-LOGICAL-c2894-236c5325cc89f0db2006a9579e7d2d72cda61fdaba8cd5d240017ae5784eff0a3</originalsourceid><addsrcrecordid>eNqFkc9LwzAUx4Mobk7_AC8ePMh2yHxJmqQFL9vQTRkTdCIqErI0ZZ1dO5sNrX-9LRsKehgP3ju8z_fL-4HQMYE2ISDP74GAT2WZJTAmAthBdSIAMJc82EX1qo2rfg0dODcDAEop20c1IoXkEngdXeTa4OZzC1PcpHg8jW1aJHO7nBaJTW0LE6y_9CQ2hUmyF9ou4zUzS51ihrPkEO1FOnH2aFMb6OHqctwb4OFt_7rXGWJD_cDDlAnDGeXG-EEE4YQCCB1wGVgZ0lBSE2pBolBPtG9CHlIPgEhtufQ9G0WgWQOdrX0Xefa-sm6p5rEzNkl0arOVU8InVID0toIMCAmkF5Tg6R9wlq3ytFxCUWDEY8Kv3MgaMnnmXG4jtcjjuc4LRUBVD1D_HlBqTjbGq8nchr-KzcVLwF8DH3Fii-2OqvPUG9ww8Kp58Foau6X9_JHq_E0JySRXj6O-EnzQHXX7d4qxb2w0mrg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>203143684</pqid></control><display><type>article</type><title>rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol</title><source>MEDLINE</source><source>Wiley Online Library Journals Frontfile Complete</source><source>Alma/SFX Local Collection</source><creator>Sonar, Vijayakumar N. ; Venkatraj, M. ; Parkin, Sean ; Crooks, Peter A.</creator><creatorcontrib>Sonar, Vijayakumar N. ; Venkatraj, M. ; Parkin, Sean ; Crooks, Peter A.</creatorcontrib><description>The asymmetric unit of the racemic form of the title compound, C12H15NOS, contains four crystallographically independent molecules. The olefinic bond connecting the 2‐thienyl and 1‐azabicyclo[2.2.2]octan‐3‐ol moieties has Z geometry. Strong hydrogen bonding occurs in a directed co‐operative O—H...O—H...O—H...O—H R44(8) pattern that influences the conformation of the molecules. Co‐operative C—H...π interactions between thienyl rings are also present. The average dihedral angle between adjacent thienyl rings is 87.09 (4)°.</description><identifier>ISSN: 0108-2701</identifier><identifier>EISSN: 1600-5759</identifier><identifier>DOI: 10.1107/S0108270107033690</identifier><identifier>PMID: 17675705</identifier><language>eng</language><publisher>5 Abbey Square, Chester, Cheshire CH1 2HU, England: Blackwell Publishing Ltd</publisher><subject>Acetates - chemistry ; Bridged Bicyclo Compounds - chemistry ; Chemical compounds ; Crystal structure ; Crystallography ; Crystallography, X-Ray - methods ; Hydrogen - chemistry ; Hydrogen Bonding ; Isomerism ; Models, Chemical ; Models, Molecular ; Molecular Conformation ; Molecular Structure ; Oxygen - chemistry ; Polycyclic aromatic hydrocarbons ; Quinoxalines - chemistry ; Thiazolidines ; Tosyl Compounds - chemistry</subject><ispartof>Acta crystallographica. Section C, Crystal structure communications, 2007-08, Vol.63 (8), p.o493-o495</ispartof><rights>International Union of Crystallography, 2007</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2894-236c5325cc89f0db2006a9579e7d2d72cda61fdaba8cd5d240017ae5784eff0a3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1107%2FS0108270107033690$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1107%2FS0108270107033690$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17675705$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sonar, Vijayakumar N.</creatorcontrib><creatorcontrib>Venkatraj, M.</creatorcontrib><creatorcontrib>Parkin, Sean</creatorcontrib><creatorcontrib>Crooks, Peter A.</creatorcontrib><title>rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol</title><title>Acta crystallographica. Section C, Crystal structure communications</title><addtitle>Acta Cryst. C</addtitle><description>The asymmetric unit of the racemic form of the title compound, C12H15NOS, contains four crystallographically independent molecules. The olefinic bond connecting the 2‐thienyl and 1‐azabicyclo[2.2.2]octan‐3‐ol moieties has Z geometry. Strong hydrogen bonding occurs in a directed co‐operative O—H...O—H...O—H...O—H R44(8) pattern that influences the conformation of the molecules. Co‐operative C—H...π interactions between thienyl rings are also present. The average dihedral angle between adjacent thienyl rings is 87.09 (4)°.</description><subject>Acetates - chemistry</subject><subject>Bridged Bicyclo Compounds - chemistry</subject><subject>Chemical compounds</subject><subject>Crystal structure</subject><subject>Crystallography</subject><subject>Crystallography, X-Ray - methods</subject><subject>Hydrogen - chemistry</subject><subject>Hydrogen Bonding</subject><subject>Isomerism</subject><subject>Models, Chemical</subject><subject>Models, Molecular</subject><subject>Molecular Conformation</subject><subject>Molecular Structure</subject><subject>Oxygen - chemistry</subject><subject>Polycyclic aromatic hydrocarbons</subject><subject>Quinoxalines - chemistry</subject><subject>Thiazolidines</subject><subject>Tosyl Compounds - chemistry</subject><issn>0108-2701</issn><issn>1600-5759</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc9LwzAUx4Mobk7_AC8ePMh2yHxJmqQFL9vQTRkTdCIqErI0ZZ1dO5sNrX-9LRsKehgP3ju8z_fL-4HQMYE2ISDP74GAT2WZJTAmAthBdSIAMJc82EX1qo2rfg0dODcDAEop20c1IoXkEngdXeTa4OZzC1PcpHg8jW1aJHO7nBaJTW0LE6y_9CQ2hUmyF9ou4zUzS51ihrPkEO1FOnH2aFMb6OHqctwb4OFt_7rXGWJD_cDDlAnDGeXG-EEE4YQCCB1wGVgZ0lBSE2pBolBPtG9CHlIPgEhtufQ9G0WgWQOdrX0Xefa-sm6p5rEzNkl0arOVU8InVID0toIMCAmkF5Tg6R9wlq3ytFxCUWDEY8Kv3MgaMnnmXG4jtcjjuc4LRUBVD1D_HlBqTjbGq8nchr-KzcVLwF8DH3Fii-2OqvPUG9ww8Kp58Foau6X9_JHq_E0JySRXj6O-EnzQHXX7d4qxb2w0mrg</recordid><startdate>200708</startdate><enddate>200708</enddate><creator>Sonar, Vijayakumar N.</creator><creator>Venkatraj, M.</creator><creator>Parkin, Sean</creator><creator>Crooks, Peter A.</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope></search><sort><creationdate>200708</creationdate><title>rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol</title><author>Sonar, Vijayakumar N. ; Venkatraj, M. ; Parkin, Sean ; Crooks, Peter A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2894-236c5325cc89f0db2006a9579e7d2d72cda61fdaba8cd5d240017ae5784eff0a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Acetates - chemistry</topic><topic>Bridged Bicyclo Compounds - chemistry</topic><topic>Chemical compounds</topic><topic>Crystal structure</topic><topic>Crystallography</topic><topic>Crystallography, X-Ray - methods</topic><topic>Hydrogen - chemistry</topic><topic>Hydrogen Bonding</topic><topic>Isomerism</topic><topic>Models, Chemical</topic><topic>Models, Molecular</topic><topic>Molecular Conformation</topic><topic>Molecular Structure</topic><topic>Oxygen - chemistry</topic><topic>Polycyclic aromatic hydrocarbons</topic><topic>Quinoxalines - chemistry</topic><topic>Thiazolidines</topic><topic>Tosyl Compounds - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sonar, Vijayakumar N.</creatorcontrib><creatorcontrib>Venkatraj, M.</creatorcontrib><creatorcontrib>Parkin, Sean</creatorcontrib><creatorcontrib>Crooks, Peter A.</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Acta crystallographica. Section C, Crystal structure communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sonar, Vijayakumar N.</au><au>Venkatraj, M.</au><au>Parkin, Sean</au><au>Crooks, Peter A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol</atitle><jtitle>Acta crystallographica. Section C, Crystal structure communications</jtitle><addtitle>Acta Cryst. C</addtitle><date>2007-08</date><risdate>2007</risdate><volume>63</volume><issue>8</issue><spage>o493</spage><epage>o495</epage><pages>o493-o495</pages><issn>0108-2701</issn><eissn>1600-5759</eissn><abstract>The asymmetric unit of the racemic form of the title compound, C12H15NOS, contains four crystallographically independent molecules. The olefinic bond connecting the 2‐thienyl and 1‐azabicyclo[2.2.2]octan‐3‐ol moieties has Z geometry. Strong hydrogen bonding occurs in a directed co‐operative O—H...O—H...O—H...O—H R44(8) pattern that influences the conformation of the molecules. Co‐operative C—H...π interactions between thienyl rings are also present. The average dihedral angle between adjacent thienyl rings is 87.09 (4)°.</abstract><cop>5 Abbey Square, Chester, Cheshire CH1 2HU, England</cop><pub>Blackwell Publishing Ltd</pub><pmid>17675705</pmid><doi>10.1107/S0108270107033690</doi></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0108-2701 |
| ispartof | Acta crystallographica. Section C, Crystal structure communications, 2007-08, Vol.63 (8), p.o493-o495 |
| issn | 0108-2701 1600-5759 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_68126074 |
| source | MEDLINE; Wiley Online Library Journals Frontfile Complete; Alma/SFX Local Collection |
| subjects | Acetates - chemistry Bridged Bicyclo Compounds - chemistry Chemical compounds Crystal structure Crystallography Crystallography, X-Ray - methods Hydrogen - chemistry Hydrogen Bonding Isomerism Models, Chemical Models, Molecular Molecular Conformation Molecular Structure Oxygen - chemistry Polycyclic aromatic hydrocarbons Quinoxalines - chemistry Thiazolidines Tosyl Compounds - chemistry |
| title | rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-09T13%3A14%3A38IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo%5B2.2.2%5Doctan-3-ol&rft.jtitle=Acta%20crystallographica.%20Section%20C,%20Crystal%20structure%20communications&rft.au=Sonar,%20Vijayakumar%20N.&rft.date=2007-08&rft.volume=63&rft.issue=8&rft.spage=o493&rft.epage=o495&rft.pages=o493-o495&rft.issn=0108-2701&rft.eissn=1600-5759&rft_id=info:doi/10.1107/S0108270107033690&rft_dat=%3Cproquest_cross%3E30119749%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=203143684&rft_id=info:pmid/17675705&rfr_iscdi=true |