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. 2011 Aug 1;67(Pt 8):o2116.
doi: 10.1107/S1600536811029138. Epub 2011 Jul 23.

4-Nitro-N-phthalyl-l-tryptophan

Anaelle Tilborg, Irving Boittiaux, Bernadette Norberg, Didier Lambert, Johan Wouters

4-Nitro-N-phthalyl-l-tryptophan

Anaelle Tilborg et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

THE CRYSTAL STRUCTURE OF THE TITLE COMPOUND [SYSTEMATIC NAME: (2R)-3-(1H-indol-3-yl)-2-(4-nitro-1,3-dioxoisoindolin-2-yl)propanoic acid], C(19)H(13)N(3)O(6), an analogue of epigenetic modulator RG108, is constrained by strong hydrogen bonds between the indole N-H group and a carbonyl O atom of the phthalimide ring of a symmetry-related mol-ecule, and between the protonated O atom of the carboxyl group and a carbonyl O atom of the phthalimide ring. π-π stacking inter-actions with centroid-centroid distances of 3.638 (1) and 3.610 (1) Å are also observed between indole and phthalimide rings.

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Figures

Fig. 1.
Fig. 1.
ORTEP view and atom numbering of the title compound. Displacement ellipsoids for non-H atoms are drawn at the 50% probability level.
See this image and copyright information in PMC

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