Chains of edge-fused hydrogen-bonded R3 3(12) rings in N-phenyl-4-nitrophthalimide.
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 A, C...O = 3.118 (7) and 3.294 (7) A, and C-H...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.
Glidewell
Christopher
C
School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland. cg@st-andrews.ac.uk
Low
John N
JN
Skakle
Janet M S
JM
Wardell
James L
JL