Chains of edge-fused hydrogen-bonded R33(12) rings in N-phenyl-4-nitrophthalimide

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Abstract

Molecules of the title compound [systematic name: 5-nitro-1H-isoindole-1, 3(2H)-dione], C14H8N2O4, adopt a conformation in the solid state which renders them chiral, and they are linked by three distinct types of direction-specific intermolecular interaction. The molecules are linked by two C-H⋯O hydrogen bonds [H⋯O = 2.50 and 2.52 Å, C⋯O = 3.118 (7) and 3.294 (7) Å, and C-H⋯O = 123 and 139°] into chains of edge-fused R33(12) rings, which are themselves weakly linked into sheets by a combination of an aromatic π-π stacking interaction and a sheared-parallel carbonyl-carbonyl interaction. © 2005 International Union of Crystallography.

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Glidewell, C., Low, J. N., Skakle, J. M. S., & Wardell, J. L. (2005). Chains of edge-fused hydrogen-bonded R33(12) rings in N-phenyl-4-nitrophthalimide. Acta Crystallographica Section C: Crystal Structure Communications, 61(4). https://doi.org/10.1107/S0108270105004245

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