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Crystal polymorphs of 6‐[(phenylcarbamoyl)oxy]hexa‐2,4‐diyn‐1‐yl isonicotinate
Author(s) -
Yamamoto Ryo,
Minami Shoma,
Okuno Tsunehisa
Publication year - 2018
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229618009373
Subject(s) - hexa , crystal (programming language) , chemistry , crystallography , materials science , computer science , programming language
The title compound, C 19 H 14 N 2 O 4 , 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.