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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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Detalles Bibliográficos
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
Descripción
Sumario: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.