Anion Binding Induces Helicity in a Hydrogen-Bonding Receptor: Crystal Structure of a 2,6-Bis(anilinoethynyl)pyridinium Chloride
The synthesis and solid-state of 2,6-bis(anilinoethynyl)pyridine amide 1 is presented. Neutral receptor 1 forms a polymeric chain through hydrogen bonds and π stacking in the solid state. Upon protonation, receptor 1 undergoes significant conformational rearrangement to hydrogen bond to Cl−, forming...
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Veröffentlicht in: | Crystal growth & design 2009-10, Vol.9 (10), p.4247-4249 |
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creator | Johnson, Charles A Berryman, Orion B Sather, Aaron C Zakharov, Lev N Haley, Michael M Johnson, Darren W |
description | The synthesis and solid-state of 2,6-bis(anilinoethynyl)pyridine amide 1 is presented. Neutral receptor 1 forms a polymeric chain through hydrogen bonds and π stacking in the solid state. Upon protonation, receptor 1 undergoes significant conformational rearrangement to hydrogen bond to Cl−, forming a helix (H1 +Cl−). This rare example of anion-induced helicity is detailed in the solid state and initial solution studies are presented. |
doi_str_mv | 10.1021/cg900674p |
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Neutral receptor 1 forms a polymeric chain through hydrogen bonds and π stacking in the solid state. Upon protonation, receptor 1 undergoes significant conformational rearrangement to hydrogen bond to Cl−, forming a helix (H1 +Cl−). This rare example of anion-induced helicity is detailed in the solid state and initial solution studies are presented.</description><identifier>ISSN: 1528-7483</identifier><identifier>EISSN: 1528-7505</identifier><identifier>DOI: 10.1021/cg900674p</identifier><language>eng</language><publisher>Washington,DC: American Chemical Society</publisher><subject>Condensed matter: structure, mechanical and thermal properties ; Exact sciences and technology ; Physics ; Structure of solids and liquids; crystallography ; Structure of specific crystalline solids</subject><ispartof>Crystal growth & design, 2009-10, Vol.9 (10), p.4247-4249</ispartof><rights>Copyright © 2009 American Chemical Society</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a355t-e6c6e3196bd7cd2c17d8d53fe88ff180c1a80aa4c68d99cc922f6f101a16b4983</citedby><cites>FETCH-LOGICAL-a355t-e6c6e3196bd7cd2c17d8d53fe88ff180c1a80aa4c68d99cc922f6f101a16b4983</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/cg900674p$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/cg900674p$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2751,27055,27903,27904,56717,56767</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22086956$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Johnson, Charles A</creatorcontrib><creatorcontrib>Berryman, Orion B</creatorcontrib><creatorcontrib>Sather, Aaron C</creatorcontrib><creatorcontrib>Zakharov, Lev N</creatorcontrib><creatorcontrib>Haley, Michael M</creatorcontrib><creatorcontrib>Johnson, Darren W</creatorcontrib><title>Anion Binding Induces Helicity in a Hydrogen-Bonding Receptor: Crystal Structure of a 2,6-Bis(anilinoethynyl)pyridinium Chloride</title><title>Crystal growth & design</title><addtitle>Cryst. 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Growth Des</addtitle><date>2009-10-07</date><risdate>2009</risdate><volume>9</volume><issue>10</issue><spage>4247</spage><epage>4249</epage><pages>4247-4249</pages><issn>1528-7483</issn><eissn>1528-7505</eissn><abstract>The synthesis and solid-state of 2,6-bis(anilinoethynyl)pyridine amide 1 is presented. Neutral receptor 1 forms a polymeric chain through hydrogen bonds and π stacking in the solid state. Upon protonation, receptor 1 undergoes significant conformational rearrangement to hydrogen bond to Cl−, forming a helix (H1 +Cl−). This rare example of anion-induced helicity is detailed in the solid state and initial solution studies are presented.</abstract><cop>Washington,DC</cop><pub>American Chemical Society</pub><doi>10.1021/cg900674p</doi><tpages>3</tpages></addata></record> |
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subjects | Condensed matter: structure, mechanical and thermal properties Exact sciences and technology Physics Structure of solids and liquids crystallography Structure of specific crystalline solids |
title | Anion Binding Induces Helicity in a Hydrogen-Bonding Receptor: Crystal Structure of a 2,6-Bis(anilinoethynyl)pyridinium Chloride |
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