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Updated: Feb 7, 2026
Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
Published on: August 12, 2019
Crystal polymorphs of 6-[(phenylcarbamoyl)oxy]hexa-2,4-diyn-1-yl isonicotinate
Ryo Yamamoto1, Shoma Minami1, Tsunehisa Okuno1
1Department of Material Science and Chemistry, Wakayama University, Sakaedani, Wakayama 640-8510, Japan.
Abstract:
The title compound, C19H14N2O4, was found to have two crystal polymorphs, in which the molecular structures of the diacetylenic compound are broadly similar. The main structural difference between the polymorphs concerns the intermolecular hydrogen-bonding motifs adopted, namely a one-dimensional zigzag polymer linked by N-H...N(py) (py is pyridine) interactions in polymorph I and a centrosymmetric dimeric motif formed by N-H...O=C interactions in polymorph II. The diacetylene cores of the molecules stack along the a and b axes in polymorphs I and II, respectively. It was found that only the molecular arrangement in polymorph II satisfies Baughman's criterion to afford polydiacetylenes (PDAs) by thermal annealing or irradiation with light. This predicted polymerization activity was confirmed by experiment.
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