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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...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2023
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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. |
format | Online Article Text |
id | pubmed-10242737 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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