Cocrystallization of Two Tautomers: 1-Phenyl-3-(propan-2-yl)-1,2-dihydropyrazol-5-one and 1-Phenyl-3-(propan-2-yl)-1H-pyrazol-5-ol
Two different tautomeric forms, namely the keto [1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-one] and the enol form, [1-phenyl-3-(propan-2-yl)-1H-pyrazol-5-ol], C12H14N2O·2C12H14N2O, are present in the crystal in a 1:2 ratio. During crystallization, 1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-...
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| Veröffentlicht in: | X-ray Structure Analysis Online 2011, Vol.27, pp.59-60 |
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| creator | KAPOOR, Kamini GUPTA, Vivek K. Rajnikant VYAS, Poorvesh M. JOSHI, Mihir J. TADA, Satish D. SAROTHIA, Satish M. JOSHI, H. S. |
| description | Two different tautomeric forms, namely the keto [1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-one] and the enol form, [1-phenyl-3-(propan-2-yl)-1H-pyrazol-5-ol], C12H14N2O·2C12H14N2O, are present in the crystal in a 1:2 ratio. During crystallization, 1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-one undergoes tautomerization to afford a corresponding enol via proton transfer reaction. The compound crystallizes in the triclinic space group P1 with the following unit-cell parameters: a = 11.1593(3)Å, b = 11.2247(3)Å, c = 14.1140(4)Å, α = 73.333(3)°, β = 88.286(2)°, γ = 82.767(2)°, Z = 2. The crystal structure was solved by direct methods and refined by full-matrix least-squares procedures to a final R-value of 0.0405 for 4611 observed reflections. The dihedral angles between the mean planes through the phenyl ring and the pyrazole ring are: 28.04(5)°, 47.38(5)° and 49.32(6)° for molecules I, IIA, IIB, respectively. The crystal structure is stabilized by intermolecular N-H…N, O-H…O, O-H…N, C-H…O and C-H…π hydrogen bonds. |
| doi_str_mv | 10.2116/xraystruct.27.59 |
| format | Article |
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S.</creator><creatorcontrib>KAPOOR, Kamini ; GUPTA, Vivek K. ; Rajnikant ; VYAS, Poorvesh M. ; JOSHI, Mihir J. ; TADA, Satish D. ; SAROTHIA, Satish M. ; JOSHI, H. S.</creatorcontrib><description>Two different tautomeric forms, namely the keto [1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-one] and the enol form, [1-phenyl-3-(propan-2-yl)-1H-pyrazol-5-ol], C12H14N2O·2C12H14N2O, are present in the crystal in a 1:2 ratio. During crystallization, 1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-one undergoes tautomerization to afford a corresponding enol via proton transfer reaction. The compound crystallizes in the triclinic space group P1 with the following unit-cell parameters: a = 11.1593(3)Å, b = 11.2247(3)Å, c = 14.1140(4)Å, α = 73.333(3)°, β = 88.286(2)°, γ = 82.767(2)°, Z = 2. The crystal structure was solved by direct methods and refined by full-matrix least-squares procedures to a final R-value of 0.0405 for 4611 observed reflections. The dihedral angles between the mean planes through the phenyl ring and the pyrazole ring are: 28.04(5)°, 47.38(5)° and 49.32(6)° for molecules I, IIA, IIB, respectively. The crystal structure is stabilized by intermolecular N-H…N, O-H…O, O-H…N, C-H…O and C-H…π hydrogen bonds.</description><identifier>ISSN: 1883-3578</identifier><identifier>EISSN: 1883-3578</identifier><identifier>DOI: 10.2116/xraystruct.27.59</identifier><language>eng</language><publisher>The Japan Society for Analytical Chemistry</publisher><ispartof>X-ray Structure Analysis Online, 2011, Vol.27, pp.59-60</ispartof><rights>2011 by The Japan Society for Analytical Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4299-e28e8a3e4c31032e3d806eff5465d6a155e2ea2b2d42080eacd4455bdd45b2a03</citedby><cites>FETCH-LOGICAL-c4299-e28e8a3e4c31032e3d806eff5465d6a155e2ea2b2d42080eacd4455bdd45b2a03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,4024,27923,27924,27925</link.rule.ids></links><search><creatorcontrib>KAPOOR, Kamini</creatorcontrib><creatorcontrib>GUPTA, Vivek K.</creatorcontrib><creatorcontrib>Rajnikant</creatorcontrib><creatorcontrib>VYAS, Poorvesh M.</creatorcontrib><creatorcontrib>JOSHI, Mihir J.</creatorcontrib><creatorcontrib>TADA, Satish D.</creatorcontrib><creatorcontrib>SAROTHIA, Satish M.</creatorcontrib><creatorcontrib>JOSHI, H. S.</creatorcontrib><title>Cocrystallization of Two Tautomers: 1-Phenyl-3-(propan-2-yl)-1,2-dihydropyrazol-5-one and 1-Phenyl-3-(propan-2-yl)-1H-pyrazol-5-ol</title><title>X-ray Structure Analysis Online</title><addtitle>X-ray Structure Analysis Online</addtitle><description>Two different tautomeric forms, namely the keto [1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-one] and the enol form, [1-phenyl-3-(propan-2-yl)-1H-pyrazol-5-ol], C12H14N2O·2C12H14N2O, are present in the crystal in a 1:2 ratio. During crystallization, 1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-one undergoes tautomerization to afford a corresponding enol via proton transfer reaction. The compound crystallizes in the triclinic space group P1 with the following unit-cell parameters: a = 11.1593(3)Å, b = 11.2247(3)Å, c = 14.1140(4)Å, α = 73.333(3)°, β = 88.286(2)°, γ = 82.767(2)°, Z = 2. The crystal structure was solved by direct methods and refined by full-matrix least-squares procedures to a final R-value of 0.0405 for 4611 observed reflections. The dihedral angles between the mean planes through the phenyl ring and the pyrazole ring are: 28.04(5)°, 47.38(5)° and 49.32(6)° for molecules I, IIA, IIB, respectively. The crystal structure is stabilized by intermolecular N-H…N, O-H…O, O-H…N, C-H…O and C-H…π hydrogen bonds.</description><issn>1883-3578</issn><issn>1883-3578</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp9kE1Lw0AQhhdRsFbvHnNUcOt-pok3KdUKBT3Uc5juTmzKNlt2UzQ9-suNVGrx4GVmeGeeOTyEXHI2EJyntx8B2tiEjWkGYjjQ-RHp8SyTVOphdnwwn5KzGJeMpblWokc-R96EDgTnqi00la8TXyazd5_MYNP4FYZ4l3D6ssC6dVTSq3Xwa6ipoK27pvxGUFstWtuFbYCtd1RTX2MCtf2HmtCDa3dOTkpwES9-ep-8PoxnowmdPj8-je6n1CiR5xRFhhlIVEZyJgVKm7EUy1KrVNsUuNYoEMRcWCVYxhCMVUrrubVKzwUw2Sds99cEH2PAsliHagWhLTgrvh0Wvw4LMSx03iHjHbLsDL3hHoDQVMbhH4Dtis73e7OAUGAtvwAy-YGh</recordid><startdate>2011</startdate><enddate>2011</enddate><creator>KAPOOR, Kamini</creator><creator>GUPTA, Vivek K.</creator><creator>Rajnikant</creator><creator>VYAS, Poorvesh M.</creator><creator>JOSHI, Mihir J.</creator><creator>TADA, Satish D.</creator><creator>SAROTHIA, Satish M.</creator><creator>JOSHI, H. 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S.</creatorcontrib><collection>CrossRef</collection><jtitle>X-ray Structure Analysis Online</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>KAPOOR, Kamini</au><au>GUPTA, Vivek K.</au><au>Rajnikant</au><au>VYAS, Poorvesh M.</au><au>JOSHI, Mihir J.</au><au>TADA, Satish D.</au><au>SAROTHIA, Satish M.</au><au>JOSHI, H. S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cocrystallization of Two Tautomers: 1-Phenyl-3-(propan-2-yl)-1,2-dihydropyrazol-5-one and 1-Phenyl-3-(propan-2-yl)-1H-pyrazol-5-ol</atitle><jtitle>X-ray Structure Analysis Online</jtitle><addtitle>X-ray Structure Analysis Online</addtitle><date>2011</date><risdate>2011</risdate><volume>27</volume><spage>59</spage><epage>60</epage><pages>59-60</pages><issn>1883-3578</issn><eissn>1883-3578</eissn><abstract>Two different tautomeric forms, namely the keto [1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-one] and the enol form, [1-phenyl-3-(propan-2-yl)-1H-pyrazol-5-ol], C12H14N2O·2C12H14N2O, are present in the crystal in a 1:2 ratio. During crystallization, 1-phenyl-3-(propan-2-yl)-1,2-dihydro-pyrazol-5-one undergoes tautomerization to afford a corresponding enol via proton transfer reaction. The compound crystallizes in the triclinic space group P1 with the following unit-cell parameters: a = 11.1593(3)Å, b = 11.2247(3)Å, c = 14.1140(4)Å, α = 73.333(3)°, β = 88.286(2)°, γ = 82.767(2)°, Z = 2. The crystal structure was solved by direct methods and refined by full-matrix least-squares procedures to a final R-value of 0.0405 for 4611 observed reflections. The dihedral angles between the mean planes through the phenyl ring and the pyrazole ring are: 28.04(5)°, 47.38(5)° and 49.32(6)° for molecules I, IIA, IIB, respectively. The crystal structure is stabilized by intermolecular N-H…N, O-H…O, O-H…N, C-H…O and C-H…π hydrogen bonds.</abstract><pub>The Japan Society for Analytical Chemistry</pub><doi>10.2116/xraystruct.27.59</doi><tpages>2</tpages><oa>free_for_read</oa></addata></record> |
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| title | Cocrystallization of Two Tautomers: 1-Phenyl-3-(propan-2-yl)-1,2-dihydropyrazol-5-one and 1-Phenyl-3-(propan-2-yl)-1H-pyrazol-5-ol |
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