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International Union of Crystallography, Acta Crystallographica Section E: Structure Reports Online, 9(70), p. o985-o986, 2014

DOI: 10.1107/s1600536814017917

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Crystal structure ofN,N′-bis[(pyridin-4-yl)methyl]naphthalene diimide

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

In the centrosymmetric title compound, C26H16N4O4{systematic name: 6,13-bis[(pyridin-4-yl)methyl]-6,13-diazatetracyclo[6.6.2.04,16011,15]hexadeca-1,3,8,10,15-pantaene-5,7,12,14-tetrone}, the central ring system is essentially planar [maximum deviation = 0.0234 (8) Å] and approximately perpendicular to the terminal pyridine ring [dihedral angle = 84.38 (3)°]. The molecules displays atransconformation with the (pyridin-4-yl)methyl groups on both sides of the central naphthalene diimide plane. In the crystal, molecules are linked by π–π stacking between parallel pyridine rings [centroid–centroid distances = 3.7014 (8) and 3.8553 (8) Å] and weak C—H...O hydrogen bonds, forming a three-dimensional supramolecular architecture.