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

C. Glidewell, Janet Mabel Scott Skakle, J. L. Wardell

Research output: Contribution to journalArticle

3 Citations (Scopus)

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 center dot center dot center dot O hydrogen bonds [H center dot center dot center dot O = 2.50 and 2.52 angstrom, C center dot center dot center dot O = 3.118 (7) and 3.294 (7) angstrom, and C-H center dot center dot center dot O = 123 and 139 degrees] into chains of edge-fused R-3(3)(12) rings, which are themselves weakly linked into sheets by a combination of an aromatic pi-pi stacking interaction and a sheared-parallel carbonyl-carbonyl interaction.

Original languageEnglish
Pages (from-to)o209-o210
Number of pages2
JournalActa Crystallographica Section C, Crystal Structure Communications
VolumeC61
DOIs
Publication statusPublished - 2005

Cite this

Chains of edge-fused hydrogen-bonded R33(12) rings in N-phenyl-4-nitrophthalimide. / Glidewell, C.; Skakle, Janet Mabel Scott; Wardell, J. L.

In: Acta Crystallographica Section C, Crystal Structure Communications, Vol. C61, 2005, p. o209-o210.

Research output: Contribution to journalArticle

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AB - 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 center dot center dot center dot O hydrogen bonds [H center dot center dot center dot O = 2.50 and 2.52 angstrom, C center dot center dot center dot O = 3.118 (7) and 3.294 (7) angstrom, and C-H center dot center dot center dot O = 123 and 139 degrees] into chains of edge-fused R-3(3)(12) rings, which are themselves weakly linked into sheets by a combination of an aromatic pi-pi stacking interaction and a sheared-parallel carbonyl-carbonyl interaction.

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