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. 2011 Nov;67(Pt 11):o2852-3.
doi: 10.1107/S1600536811040360. Epub 2011 Oct 5.

Methyl (9aR*,10S*,11R*,13aS*,13bS*)-9-oxo-6,7,9,9a,10,11-hexa-hydro-5H,13bH-11,13a-ep-oxy-pyrrolo-[2',1':3,4][1,4]diazepino[2,1-a]isoindole-10-carboxyl-ate

Flavien A A Toze, Inga K Airiyan, Eugeniya V Nikitina, Elena A Sorokina, Victor N Khrustalev

Methyl (9aR*,10S*,11R*,13aS*,13bS*)-9-oxo-6,7,9,9a,10,11-hexa-hydro-5H,13bH-11,13a-ep-oxy-pyrrolo-[2',1':3,4][1,4]diazepino[2,1-a]isoindole-10-carboxyl-ate

Flavien A A Toze et al. Acta Crystallogr Sect E Struct Rep Online. 2011 Nov.

Abstract

The title compound, C(17)H(18)N(2)O(4), is the methyl ester of the adduct of intra-molecular Diels-Alder reaction between maleic anhydride and 1-(2-fur-yl)-2,3,4,5-tetra-hydro-1H-pyrrolo-[1,2-a][1,4]diazepine. The mol-ecule comprises a fused penta-cyclic system containing four five-membered rings (viz. pyrrole, 2-pyrrolidinone, tetra-hydro-furan and dihydro-furan) and one seven-membered ring (1,4-diazepane). The pyrrole ring is approximately planar (r.m.s. deviation = 0.003 Å) while the 2-pyrrolidinone, tetra-hydro-furan and dihydro-furan five-membered rings have the usual envelope conformations. The central seven-membered diazepane ring adopts a boat conformation. In the crystal, mol-ecules are bound by weak inter-molecular C-H⋯O hydrogen-bonding inter-actions into zigzag chains propagating in [010]. In the crystal packing, the chains are stacked along the a axis.

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Figures

Fig. 1.
Fig. 1.
Crystal structure of (I). Displacement ellipsoids are shown at the 50% probability level.
Fig. 2.
Fig. 2.
Crystal packing of (I) along the a axis. Dashed lines indicate the weak intermolecular C—H···O hydrogen bonding interactions.
Fig. 3.
Fig. 3.
Esterification of 11,13a-epoxypyrrolo[2',1':3,4][1,4]diazepino[2,1-a]isoindole-10-carboxylic acid.
See this image and copyright information in PMC

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