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Polymorphic structures of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one

The polymorphic structures (I and II) of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one, C(13)H(10)N(2)O, acquired from pentane diffusion into the solution in THF, are reported. The structures show negligible differences in bond distances and angles, but the C—N—C—C torsion angles between the backbone and t...

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Autores principales: Hong, Dabeen, Lee, Kyounghoon
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10242737/
https://www.ncbi.nlm.nih.gov/pubmed/37288468
http://dx.doi.org/10.1107/S2056989023003961
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author Hong, Dabeen
Lee, Kyounghoon
author_facet Hong, Dabeen
Lee, Kyounghoon
author_sort Hong, Dabeen
collection PubMed
description The polymorphic structures (I and II) of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one, C(13)H(10)N(2)O, acquired from pentane diffusion into the solution in THF, are reported. The structures show negligible differences in bond distances and angles, but the C—N—C—C torsion angles between the backbone and the phenyl substituent, 123.02 (15)° for I and 137.18 (11)° for II, are different. Compound I features a stronger C=O⋯H—N hydrogen bond than that in II, while the structure of II exhibits a stronger π–π inter­action than in I, as confirmed by the shorter inter­centroid distance [3.3257 (8) Å in II in comparison to 3.6862 (7) Å in I]. Overall, the supra­molecular inter­actions of I and II are distinct, presumably originating from the variation in the dihedral angle.
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spelling pubmed-102427372023-06-07 Polymorphic structures of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one Hong, Dabeen Lee, Kyounghoon Acta Crystallogr E Crystallogr Commun Research Communications The polymorphic structures (I and II) of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one, C(13)H(10)N(2)O, acquired from pentane diffusion into the solution in THF, are reported. The structures show negligible differences in bond distances and angles, but the C—N—C—C torsion angles between the backbone and the phenyl substituent, 123.02 (15)° for I and 137.18 (11)° for II, are different. Compound I features a stronger C=O⋯H—N hydrogen bond than that in II, while the structure of II exhibits a stronger π–π inter­action than in I, as confirmed by the shorter inter­centroid distance [3.3257 (8) Å in II in comparison to 3.6862 (7) Å in I]. Overall, the supra­molecular inter­actions of I and II are distinct, presumably originating from the variation in the dihedral angle. International Union of Crystallography 2023-05-12 /pmc/articles/PMC10242737/ /pubmed/37288468 http://dx.doi.org/10.1107/S2056989023003961 Text en © Hong and Lee 2023 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Hong, Dabeen
Lee, Kyounghoon
Polymorphic structures of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one
title Polymorphic structures of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one
title_full Polymorphic structures of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one
title_fullStr Polymorphic structures of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one
title_full_unstemmed Polymorphic structures of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one
title_short Polymorphic structures of 3-phenyl-1H-1,3-benzo­diazol-2(3H)-one
title_sort polymorphic structures of 3-phenyl-1h-1,3-benzo­diazol-2(3h)-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10242737/
https://www.ncbi.nlm.nih.gov/pubmed/37288468
http://dx.doi.org/10.1107/S2056989023003961
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