Three solvates of a bis-mesoionic fluorescent yellow pigment
p‐Phenylenebis(2‐oxo‐3‐phenyl‐1,2‐dihydropyrido[1,2‐a]pyrimidin‐5‐ium‐4‐olate), C34H22N4O4, is a bis‐mesoionic yellow pigment that shows fluorescence in the solid state. During a polymorph screening, single crystals of three solvates were grown and their crystal structures determined. Solvent‐free c...
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| Veröffentlicht in: | Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2009-07, Vol.65 (7), p.o352-o356 |
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| container_title | Acta crystallographica. Section C, Crystal structure communications |
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| creator | Brüning, Jürgen Bolte, Michael Schmidt, Martin U. |
| description | p‐Phenylenebis(2‐oxo‐3‐phenyl‐1,2‐dihydropyrido[1,2‐a]pyrimidin‐5‐ium‐4‐olate), C34H22N4O4, is a bis‐mesoionic yellow pigment that shows fluorescence in the solid state. During a polymorph screening, single crystals of three solvates were grown and their crystal structures determined. Solvent‐free crystals were not obtained. A solvate with N‐methylpyrrolidone (NMP) and propan‐2‐ol, C34H22N4O4·2C5H9NO·C3H8O, (Ia), and an NMP trisolvate, C34H22N4O4·3C5H9NO, (Ib), crystallize with pigment molecules on inversion centres. The NMP/propan‐2‐ol mixed solvate (Ia) forms O—H...O hydrogen bonds between the different solvent molecules. In both structures, at least one of the solvent molecules is disordered. A third solvate structure, C34H22N4O4·0.5C5H9NO·C4H10O, (Ic), was obtained by crystallization from NMP and butan‐1‐ol. In this case, there are two symmetry‐independent pigment molecules, both situated on inversion centres. The solvent molecules are heavily disordered and their contribution to the scattering was suppressed. This solvate displays a channel structure, whereas the other two solvates form layer structures. |
| doi_str_mv | 10.1107/S0108270109018952 |
| format | Article |
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During a polymorph screening, single crystals of three solvates were grown and their crystal structures determined. Solvent‐free crystals were not obtained. A solvate with N‐methylpyrrolidone (NMP) and propan‐2‐ol, C34H22N4O4·2C5H9NO·C3H8O, (Ia), and an NMP trisolvate, C34H22N4O4·3C5H9NO, (Ib), crystallize with pigment molecules on inversion centres. The NMP/propan‐2‐ol mixed solvate (Ia) forms O—H...O hydrogen bonds between the different solvent molecules. In both structures, at least one of the solvent molecules is disordered. A third solvate structure, C34H22N4O4·0.5C5H9NO·C4H10O, (Ic), was obtained by crystallization from NMP and butan‐1‐ol. In this case, there are two symmetry‐independent pigment molecules, both situated on inversion centres. The solvent molecules are heavily disordered and their contribution to the scattering was suppressed. This solvate displays a channel structure, whereas the other two solvates form layer structures.</description><identifier>ISSN: 0108-2701</identifier><identifier>EISSN: 1600-5759</identifier><identifier>DOI: 10.1107/S0108270109018952</identifier><identifier>PMID: 19578271</identifier><language>eng</language><publisher>5 Abbey Square, Chester, Cheshire CH1 2HU, England: International Union of Crystallography</publisher><subject>Chemical compounds ; Crystal structure ; Crystallography ; Dissolution ; Hydrogen bonds ; Molecules</subject><ispartof>Acta crystallographica. 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Section C, Crystal structure communications</title><addtitle>Acta Cryst. C</addtitle><description>p‐Phenylenebis(2‐oxo‐3‐phenyl‐1,2‐dihydropyrido[1,2‐a]pyrimidin‐5‐ium‐4‐olate), C34H22N4O4, is a bis‐mesoionic yellow pigment that shows fluorescence in the solid state. During a polymorph screening, single crystals of three solvates were grown and their crystal structures determined. Solvent‐free crystals were not obtained. A solvate with N‐methylpyrrolidone (NMP) and propan‐2‐ol, C34H22N4O4·2C5H9NO·C3H8O, (Ia), and an NMP trisolvate, C34H22N4O4·3C5H9NO, (Ib), crystallize with pigment molecules on inversion centres. The NMP/propan‐2‐ol mixed solvate (Ia) forms O—H...O hydrogen bonds between the different solvent molecules. In both structures, at least one of the solvent molecules is disordered. A third solvate structure, C34H22N4O4·0.5C5H9NO·C4H10O, (Ic), was obtained by crystallization from NMP and butan‐1‐ol. In this case, there are two symmetry‐independent pigment molecules, both situated on inversion centres. The solvent molecules are heavily disordered and their contribution to the scattering was suppressed. This solvate displays a channel structure, whereas the other two solvates form layer structures.</description><subject>Chemical compounds</subject><subject>Crystal structure</subject><subject>Crystallography</subject><subject>Dissolution</subject><subject>Hydrogen bonds</subject><subject>Molecules</subject><issn>0108-2701</issn><issn>1600-5759</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNqFkctOwzAQRS0EgvL4ADYoYsEu4FccR2KDChREVQQUECvLScYQSOpiN5T-Pa5agQQLNrZH99yr8QxCuwQfEoLToztMsKRpODNMZJbQFdQhAuM4SZNsFXXmcjzXN9Cm968YY0opW0cbJEvSYCQddDx8cQCRt_WHnoCPrIl0lFc-bsDbyo6qIjJ1ax34AkaTaAZ1bafRuHpuQrmN1oyuPews7y10f3427F7E_eveZfekHxeccxwXOdM046YQRJc811zmMryDSCEFVmbAhOBQ5iBLEzBDuRQFcCPLUtDEsC10sMgdO_vegp-opgr91LUegW29EinnSSbZvyDjkmEqSAD3f4GvtnWj8AlFMSNMkDQLEFlAhbPeOzBq7KpGu5kiWM0XoP4sIHj2lsFt3kD541hOPAByAUyrGmb_J6qTp25_EFrCwRovrJWfwOe3Vbu3MAGWJupx0FM3F1fdW3l3qh7YFyzdnx4</recordid><startdate>200907</startdate><enddate>200907</enddate><creator>Brüning, Jürgen</creator><creator>Bolte, Michael</creator><creator>Schmidt, Martin U.</creator><general>International Union of Crystallography</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</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>200907</creationdate><title>Three solvates of a bis-mesoionic fluorescent yellow pigment</title><author>Brüning, Jürgen ; Bolte, Michael ; Schmidt, Martin U.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4440-cb3a294fc61ad4ba48b8c61c442e7e3d9e3664edbe8df4fcf2486ce4f8dd625f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Chemical compounds</topic><topic>Crystal structure</topic><topic>Crystallography</topic><topic>Dissolution</topic><topic>Hydrogen bonds</topic><topic>Molecules</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Brüning, Jürgen</creatorcontrib><creatorcontrib>Bolte, Michael</creatorcontrib><creatorcontrib>Schmidt, Martin U.</creatorcontrib><collection>Istex</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>Brüning, Jürgen</au><au>Bolte, Michael</au><au>Schmidt, Martin U.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Three solvates of a bis-mesoionic fluorescent yellow pigment</atitle><jtitle>Acta crystallographica. Section C, Crystal structure communications</jtitle><addtitle>Acta Cryst. C</addtitle><date>2009-07</date><risdate>2009</risdate><volume>65</volume><issue>7</issue><spage>o352</spage><epage>o356</epage><pages>o352-o356</pages><issn>0108-2701</issn><eissn>1600-5759</eissn><abstract>p‐Phenylenebis(2‐oxo‐3‐phenyl‐1,2‐dihydropyrido[1,2‐a]pyrimidin‐5‐ium‐4‐olate), C34H22N4O4, is a bis‐mesoionic yellow pigment that shows fluorescence in the solid state. During a polymorph screening, single crystals of three solvates were grown and their crystal structures determined. Solvent‐free crystals were not obtained. A solvate with N‐methylpyrrolidone (NMP) and propan‐2‐ol, C34H22N4O4·2C5H9NO·C3H8O, (Ia), and an NMP trisolvate, C34H22N4O4·3C5H9NO, (Ib), crystallize with pigment molecules on inversion centres. The NMP/propan‐2‐ol mixed solvate (Ia) forms O—H...O hydrogen bonds between the different solvent molecules. In both structures, at least one of the solvent molecules is disordered. A third solvate structure, C34H22N4O4·0.5C5H9NO·C4H10O, (Ic), was obtained by crystallization from NMP and butan‐1‐ol. In this case, there are two symmetry‐independent pigment molecules, both situated on inversion centres. The solvent molecules are heavily disordered and their contribution to the scattering was suppressed. This solvate displays a channel structure, whereas the other two solvates form layer structures.</abstract><cop>5 Abbey Square, Chester, Cheshire CH1 2HU, England</cop><pub>International Union of Crystallography</pub><pmid>19578271</pmid><doi>10.1107/S0108270109018952</doi></addata></record> |
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| ispartof | Acta crystallographica. Section C, Crystal structure communications, 2009-07, Vol.65 (7), p.o352-o356 |
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| language | eng |
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| source | Wiley Online Library - AutoHoldings Journals; Alma/SFX Local Collection |
| subjects | Chemical compounds Crystal structure Crystallography Dissolution Hydrogen bonds Molecules |
| title | Three solvates of a bis-mesoionic fluorescent yellow pigment |
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