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Hanks, T. W., unpublished results. All computational results discussed here were performed using the Hartree-Fock SCF method with a 3-21G* basis set. This approach consistently overestimates the N⋯I bond length by 0.2-0.3 Å. All other bonds and angles are in good agreement with X-ray crystallographic data. Orbital and isosurface results are qualitatively consistent with higher order calculations.
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Several coordination compounds of diacetylenes have been reported which undergo polymerization. In addition, N-methylation of a photostable pyridyldiacetyelene has been shown to result in a photoreactive material, see: Subramanyam, S,; Blumstein, A. Macromolecules 1991, 114, 3247.
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40. Polydiacetylenes are highly colored due to the extended conjugation in the backbone. They are also often thermochromic, solvatochromic and even mechanochromic. It is likely that the various acceptors cause small changes in the orientation of the polymer backbone, giving rise to the observed color.
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