Abstract
The molecular structures of (benzoyl)benzo-12-crown-4 (a=22.387,b=4.503,c=16.167 Å,d calc=1.34 g cm−3,Z=4, space groupP21 nc, DAR-UM, Cu-Kα,R=0.056) and (diphenylacetyl)benzo-12-crown-4 (a=8.866,b=23.337,c=10.737 Å;d calc=1.25 g cm−3,Z=4, space groupP212121, DAR-UM, Cu-Kα, R=0.056) have been investigated. The differences in the conformations of the macrocycles and the degree of conjugation between the benzene ring π orbitals and the lone pairs on the adjacent oxygen atoms in the macrocycle are discussed.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
H. Bock, B. Hierholzer, F. Vogtli, and G. Hollman,Angew. Chem., 1984,23, 57.
V. V. Tkachev, L. O. Atovmyan, I. I. Bulgak, V. E. Zubareva, and O. A. Raevskii,Zh. Strukt. Khim., 1990,31, 96 [J. Struct. Chem., 1990,31 (Engl. Transl.)].
I. I. Bulgak, O. A. Raevskii, V. E. Zubareva, N. V. Lukoyanov, G. 1. Van'kin, V. V. Tkachev, L. O. Atovmyan, and V. P. Solov'ev,Otkrytiya i Izobreteniya [Discoveries and Inventions], 1990, 276 (in Russian).
O. A. Raevskii, V. V. Tkachev, V. P. Kazachenko, A. N. Razdol'skii, V. E. Zubareva, and I. I. Bulgak,Izv. Akad. Nauk SSSR. Ser. Khim., 1989, 2020 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1989, 1857 (Engl. Transl.)].
V. I. Andrianov, Z. Sh. Satina, and B. L. Tarnopol'skii,Instruktsiya dlya raboty po programme Rentgen-75 [Guide to Work with the Rentgen-75 Program], Chernogolovka, 1975 (in Russian).
A. N. Chekhlov,Kristallografiya [Crystallography], 1981,26, 596 (in Russian).
O. A. Raevskii, I. O. Umarova, V. V. Tkachev, L. O. Atovmyan, I. I. Bulgak, V. E. Zubareva, G.I. Van'kin, and N. V. Lukoyanov,Izv. Akad. Nauk SSSR. Ser. Khim., 1988, 1051, [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988, 918 (Engl. Transl.)].
D. Bright and M. R. Truter,J. Chem. Soc.,B19, 1544.
F. D. Gradwicr and N. S. Poonia,Acta Cryst., 1977,33B, 197.
I. R. Hanson,Acta Cryst., 1978,34B, 1026.
V. V. Tkachev, L. O. Atovmyan, S. P. Gromov, O. A. Fedorova, and M. V. Alfimov,Zh. Strukt. Khim., 1991,33, 126, [J. Struct. Chem., 1991,33, (Engl. Transl.)].
V. V. Tkachev, A. V. Podgornyi, V. A. Zasorina, A. S. Shtepanek, A. M. Pinchuk, O. A. Raevskii, N. V. Lukoyanov, G. I. Van'kin, and L. O. Atovmyan,Izv. Akad. Nauk SSSR. Ser. Khim., 1988, 2576, [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988, 2323 (Engl. Transl.)].
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 1906–1911, November, 1993.
Rights and permissions
About this article
Cite this article
Tkachev, V.V., Atovmyan, L.O. Molecular structures of benzoylbenzo-12-crown-4 and diphenylacetylbenzo-12-crown-4 and possible reasons for different conformational states of their macrocycles. Russ Chem Bull 42, 1821–1826 (1993). https://doi.org/10.1007/BF00698995
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00698995