Abstract
The photodimer, 7, of ethyl 5-oxo-1a,2,5,5a,6,6a-hexahydro-2,6-methano-2aH-indeno-[5,6-b]oxirene-2a-carboxylate has been isolated and structuraally characterized. Triclinic,P −1,a=9.7783(6),b=11.2782(7),c=11.3445(7) Å, α=105.461(9), β=113.3759(10), γ=92.9155(11)o,V=1089.36(12) Å3,R=0.049 for 3557 unique observed reflections. Two independent molecules lying on inversion centers occupy the unit cell. The influence of the orientation of the ester group on the polycyclic skeleton is discussed.
Similar content being viewed by others
References
Marchand, A.P.; Reddy, G.M.; Watson, W.H.; Kashyap, R.Tetrahedron 1990,46, 3409.
Synthesis of5a; (a) Herz, W.; Iyer, V.S.; Nair, M.G.J. Org. Chem. 1975,40, 3519. (b) Marchand, A.P.; Suri, S.C.;J. Org. Chem. 1984,49, 2041.
Synthesis of4b; Klunder, A.J.H.; de Valk, W.C.G.M.; Verlaak, J.M.J.; Schellekens, J.W.M.; Noordik, J.H.; Parthasarathi, V.; Zwanenburg, B.Tetrahedron 1985,41, 963.
Sheldrick, G.M.SADABS: Sheldrick, G.M., Ed.; Univ. Göttingen1996.
Sheldrick, G.M.SHELXS-86; Sheldrick, G.M., Ed.; Univ. Göttingen, 1986.
Sheldrick, G.M.SHELXL-93; Sheldrick, G.M., Ed.; Univ. Göttingen, 1993.
Matsuura, H.; Koshibe, S.; Kai, Y.; Yasuoka, N.; Kasai, N.Acta Crystallogr. 1979,B35, 989.
Margulis, T.N.Acta Crystallogr. 1965,18, 742.
Lange, J.H.M.; Sessink, P.J.M.; Klunder, A.J.H.; Smits, J.M.M.; Bosman, W.P.; Behm, H.; Beursken, P.J. Crystallogr., Spectrosc. Res. 1988,18, 779.
Allen, F.H.; Kennard, O.3D Search and Research Using the Cambridge Structural Data Base; Chemical Design Automation News1993, Vol. 8, p 1.
Gress, M.E.; Jacobson, R.A.Crystallogr. Struct. Commun. 1973,2, 485.
DeLacy, T.P.; Kennard, C.H.L.J. Chem. Soc., Perkin Trans. 2, 1972, 2153.
Bartlett, P.D.; Combs, Jr., G.L.; Le, A.-X.T.; Watson, W.H.; Galloy, J.; Kimura, M.J. Am. Chem. Soc. 1982,104, 3131.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Pinkerton, A.A., Martin, A., Marchand, A.P. et al. Intermolecular [2+2] photocyclization of ethyl 5-oxo-1a,2,5,5a,6,6a-hexahydro-2,6-methano-2aH-indeno-[5,6-b]oxirene-2a-carboxylate. J Chem Crystallogr 27, 701–705 (1997). https://doi.org/10.1007/BF02576549
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02576549