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Exo Diels–Alder adducts between ortho- and para-N-acetoxy­phenyl­male­imides and furan

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Abstract:

In exo-2-(3,5-dioxo-10-oxa-4-aza­tri­cyclo­[5.2.1.02,6]­dec-8-en-4-yl)­phenyl acetate, C16H13NO5, the plane of the acetoxy group lies almost perpendicular to that of the phenyl ring [dihedral angle = 89.8 (1)°], in contrast with the smaller deviations found in the para isomer exo-4-(3,5-dioxo-10-oxa-4-aza­tri­cyclo­[5.2.1.02,6]­dec-8-en-4-yl)­phenyl acetate, C16H13NO5, these being 63.6 (1) and 37.0 (1)° for the two crystallographically independent mol­ecules. Irrespective of the position of the acetoxy group, both compounds pack through soft C—H…X (X is O or phenyl) interactions, forming interlinked centrosymmetric tetramers in the bc plane.

Document Type: Research Article

DOI: https://doi.org/10.1107/S0108270104008224

Publication date: 2004-06-01

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