Acta Crystallographica Section C

Crystal Structure Communications

Volume 62, Part 9 (September 2006)


organic compounds



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ob3010 scheme

Acta Cryst. (2006). C62, o540-o543    [ doi:10.1107/S010827010602378X ]

4-(4-Fluoro-3-phenoxyphenyl)-6-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile and the 6-(4-methylphenyl)- analogue

D. Chopra, T. P. Mohan, B. Vishalakshi and T. N. Guru Row

Abstract: The crystal structures of the title compounds, viz. C24H14F2N2O2, (I), and C25H17FN2O2, (II), respectively, have been determined in order to unravel the role of an ordered F atom in generating stable supramolecular assemblies. On changing the substitution from fluorine to a methyl group, C-H...F interactions are replaced by C-H...[pi] interactions, revealing the importance of such weak interactions when present alongside N-H...O and C-H...O hydrogen bonds. The dihedral angle between the planes of the 4-fluorophenyl ring and the pyridine ring is 26.8 (1)° in (I), while that between the planes of the 4-methylphenyl and pyridine rings is 29.5 (1)° in (II).

Formula: C24H14F2N2O2 and C25H17FN2O2


hkldisplay filedownload file

Structure factor file (CIF format) (229.5 kbytes)
[ doi:10.1107/S010827010602378X/ob3010Isup2.hkl ]
Contains datablock I


hkldisplay filedownload file

Structure factor file (CIF format) (190.9 kbytes)
[ doi:10.1107/S010827010602378X/ob3010IIsup3.hkl ]
Contains datablock II


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