Abstract
The geometry of the amide groups and hydrogen bonds (formed by the enol protons and amide oxygen atoms) in 2-[2-acyl-(2-isoquinolinyl)]cycloalkan-1,3-diones has been studied by X-ray diffraction analysis. The correlation between the C=O and N-C(O) distances, the parameters characterizing the nonplanarity of these groups, and the relative directions of the hydrogen bonds have been found.
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References
R. B. Corey and L. Pauling,Proc. Roy. Soc. London, Ser. B, 1953,B141, 10.
R. P. Shibaeva, L. O. Atovmyan, and R. G. Kostyanovsky,Dokl. Akad. Nauk SSSR, 1967,175, 586 [Dokl. Chem., 1967,175 (Engl. Transl.)].
L. V. Vilkov, I. I. Nazarenko, and R. G. Kostyanovsky,Zh. Strukt. Khim., 1968,9, 1075 [J. Struct. Chem., 1968,9 (Engl. Transl.)].
F. K. Winkler and J. D. Dunitz,J. Mol. BioL, 1971,59, 169.
L. L. Reed and P. L. Johnson,J. Am. Chem. Soc., 1973,95, 7523.
J. A. Lerbscher and J. Trotter,J. Cryst. and Mol. Struct., 1972,2, 67.
V. Amirthalingam and V. S. Jakkai,Acta Crystallogr., 1972,B28, 2612.
T. Matsuzaki and Y. Iitaka,Acta Crystallogr., 1971,B27, 507.
G. V. Shustov, G. K. Kadorkina, S. V. Varlamov, A. V. Kachanov, R. G. Kostyanovsky, and A. Rauk,J. Am. Chem. Soc., 1992,114, 1616.
J. D. Dunitz and F. K. Winkler,Acta Crystallogr., 1975,B31, 251, 264,268, 270, 273, 276, 278, 281, 283, 286.
G. Gilli and V. Bertolasi,J. Am. Chem. Soc., 1979,101, 7704.
N. G. Mirkin and S. Krimm,J. Am. Chem. Soc., 1990,112, 9016.
A. A. Akhrem, E. V. Borisov, and Yu. G. Chernov,Zh. Org. Khim., 1990,26, 1114 [J. Org. Chem. USSR, 1990,26 (Engl. Transl.)].
H. G. Bonacorso, M. S. B. Caro, N. Zanatta, and M. A. P. Martins,MRC, 1993,31, 451.
C. H. Gorbitz, M. C. Etter,J. Am. Chem. Soc., 1992,114, 627.
Cambridge Structural Database, University Chemical Laboratory, Cambridge (England), 1988.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 107–109, January, 1995.
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Borisov, E.V., Chernov, Y.G., Kuz'mina, L.G. et al. Hydrogen bonds and geometry of amide groups in 2- [2-acyl-(2-isoquinolinyl)] cycloalkan-1,3-diones. Russ Chem Bull 44, 102–104 (1995). https://doi.org/10.1007/BF00696967
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DOI: https://doi.org/10.1007/BF00696967