Crystal structure of (3S*,4R*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid
The title compound, C23H18FNO4, crystallized as a racemate. It exhibits a cis conformation with respect to the F atom and the methine H atom. The piperidine ring has a screw-boat conformation. The methoxyphenyl ring and the phenyl ring are inclined to the mean plane of the isoquinoline ring system b...
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International Union of Crystallography
2017-06-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989017007186 |
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doaj-05515cea89c442f5b10cdea6f9abdab92020-11-25T01:56:38ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902017-06-0173686787010.1107/S2056989017007186su5371Crystal structure of (3S*,4R*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acidAnna Lehmann0Lisa Lechner1Krzysztof Radacki2Holger Braunschweig3Ulrike Holzgrabe4Institute of Pharmacy and Food Chemistry, University of Wuerzburg, Am Hubland, 97074 Wuerzburg, GermanyInstitute of Pharmacy and Food Chemistry, University of Wuerzburg, Am Hubland, 97074 Wuerzburg, GermanyInstitute of Inorganic Chemistry, University of Wuerzburg, Am Hubland, 97074 Wuerzburg, GermanyInstitute of Inorganic Chemistry, University of Wuerzburg, Am Hubland, 97074 Wuerzburg, GermanyInstitute of Pharmacy and Food Chemistry, University of Wuerzburg, Am Hubland, 97074 Wuerzburg, GermanyThe title compound, C23H18FNO4, crystallized as a racemate. It exhibits a cis conformation with respect to the F atom and the methine H atom. The piperidine ring has a screw-boat conformation. The methoxyphenyl ring and the phenyl ring are inclined to the mean plane of the isoquinoline ring system by 89.85 (4) and 46.62 (5)°, respectively, and by 78.15 (5)° to one another. In the crystal, molecules are linked by an O—H...O hydrogen bond forming chains propagating along the a-axis direction. The chains are linked by C—H...F hydrogen bonds, forming layers lying parallel to the ab plane.http://scripts.iucr.org/cgi-bin/paper?S2056989017007186crystal structurecis conformationfluorination1-oxotetrahydroisoquinolinon-4-carboxylic acidhydrogen bonding |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Anna Lehmann Lisa Lechner Krzysztof Radacki Holger Braunschweig Ulrike Holzgrabe |
| spellingShingle |
Anna Lehmann Lisa Lechner Krzysztof Radacki Holger Braunschweig Ulrike Holzgrabe Crystal structure of (3S*,4R*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid Acta Crystallographica Section E: Crystallographic Communications crystal structure cis conformation fluorination 1-oxotetrahydroisoquinolinon-4-carboxylic acid hydrogen bonding |
| author_facet |
Anna Lehmann Lisa Lechner Krzysztof Radacki Holger Braunschweig Ulrike Holzgrabe |
| author_sort |
Anna Lehmann |
| title |
Crystal structure of (3S*,4R*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid |
| title_short |
Crystal structure of (3S*,4R*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid |
| title_full |
Crystal structure of (3S*,4R*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid |
| title_fullStr |
Crystal structure of (3S*,4R*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid |
| title_full_unstemmed |
Crystal structure of (3S*,4R*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid |
| title_sort |
crystal structure of (3s*,4r*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid |
| publisher |
International Union of Crystallography |
| series |
Acta Crystallographica Section E: Crystallographic Communications |
| issn |
2056-9890 |
| publishDate |
2017-06-01 |
| description |
The title compound, C23H18FNO4, crystallized as a racemate. It exhibits a cis conformation with respect to the F atom and the methine H atom. The piperidine ring has a screw-boat conformation. The methoxyphenyl ring and the phenyl ring are inclined to the mean plane of the isoquinoline ring system by 89.85 (4) and 46.62 (5)°, respectively, and by 78.15 (5)° to one another. In the crystal, molecules are linked by an O—H...O hydrogen bond forming chains propagating along the a-axis direction. The chains are linked by C—H...F hydrogen bonds, forming layers lying parallel to the ab plane. |
| topic |
crystal structure cis conformation fluorination 1-oxotetrahydroisoquinolinon-4-carboxylic acid hydrogen bonding |
| url |
http://scripts.iucr.org/cgi-bin/paper?S2056989017007186 |
| work_keys_str_mv |
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