N-(4-Methoxybenzyl)phthalimide: a triclinic polymorph

The title compound [systematic name: 2-(4-methoxybenzyl)isoindoline-1,3-dione], C 16 H 13 NO 3 , represents a triclinic polymorph of the previously reported monoclinic form [Warzecha et al. (2006). Acta Cryst . E 62 , o5450–o5452]. The reaction of potassium phthalimide and 4-methoxybenzyl chloride in dimethylformamide gave platelet-shaped crystals; these were harvested and then needle-shaped crystals were deposited. The platelet- and needle-shaped crystals correspond to the triclinic and monoclinic forms, respectively. The N—C—C ar —C ar torsion angles between the ring systems are −82.66 (14) and 95.28 (13)°, resulting in a roof-shaped conformation. In the crystal, molecules are accumulated by offset face–face π–π interactions between phthalimide units [centroid–centroid distances = 3.640 (2) and 3.651 (2) Å], with interplanar distances of 3.321 (1) and 3.435 (1) Å. Weak intermolecular C aryl —H...O=C and C alkyl —H...O=C contacts form C (8) and C (11) infinite chain motifs, respectively.

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   Structure validation in chemical crystallography · 2009

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