Crystal structure of (3S*,4R*)-4-fluoro-3-(4-methoxyphenyl)-1-oxo-2-phenyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid

• Main Authors: Anna Lehmann, Lisa Lechner, Krzysztof Radacki, Holger Braunschweig, Ulrike Holzgrabe
• Format: Article
• Language: English
• Published: International Union of Crystallography 2017-06-01
• Series: Acta Crystallographica Section E: Crystallographic Communications
• Subjects: crystal structure; cis conformation; fluorination; 1-oxotetrahydroisoquinolinon-4-carboxylic acid; hydrogen bonding
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S2056989017007186
• ISSN: 2056-9890

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.