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Updated: Apr 22, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Crystal structure of N,N'-bis-[(pyridin-4-yl)meth-yl]naphthalene di-imide
Mariana Nicolas-Gomez1, Diego Martínez-Otero1, Alejandro Dorazco-González1
1Centro Conjunto de Investigacion en Quimica Sustentable UAEM-UNAM, Instituto de Quimica, Universidad Nacional Autonoma de Mexico, Carretera Toluca-Atlacomulco Km 14.5 CP 50200 Toluca, Estado de Mexico, Mexico.
Abstract:
In the centrosymmetric title compound, C26H16N4O4 {systematic name: 6,13-bis-[(pyridin-4-yl)meth-yl]-6,13-di-aza-tetra-cyclo-[6.6.2.0(4,16)0(11,15)]hexa-deca-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 mol-ecules displays a trans conformation with the (pyridin-4-yl)methyl groups on both sides of the central naphthalene di-imide plane. In the crystal, mol-ecules 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 supra-molecular architecture.
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