Cargando…
Crystal structure of 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione: a clinically used anticonvulsant
In the title compound, C(12)H(13)NO(2), the five-membered ring has an envelope conformation; the disubstituted C atom lies out of the mean plane through the four other ring atoms (r.m.s. deviation = 0.0038 Å) by 0.1877 (18) Å. The plane of the phenyl substituent is practically perpendicular to that...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186160/ https://www.ncbi.nlm.nih.gov/pubmed/25309268 http://dx.doi.org/10.1107/S1600536814016717 |
_version_ | 1782338010526777344 |
---|---|
author | Ordonez, Carlos Pavlovetc, Ilia M. Khrustalev, Victor N. |
author_facet | Ordonez, Carlos Pavlovetc, Ilia M. Khrustalev, Victor N. |
author_sort | Ordonez, Carlos |
collection | PubMed |
description | In the title compound, C(12)H(13)NO(2), the five-membered ring has an envelope conformation; the disubstituted C atom lies out of the mean plane through the four other ring atoms (r.m.s. deviation = 0.0038 Å) by 0.1877 (18) Å. The plane of the phenyl substituent is practically perpendicular to that of the planar part of the five-membered ring, with a dihedral angle of 87.01 (5)°. In the crystal, molecules are linked by weak C—H⋯O hydrogen bonds, forming inversion dimers. The dimers are linked by further C—H⋯O hydrogen bonds, as well as carbonyl–carbonyl attractive interactions [O⋯C = 3.2879 (19) Å], forming a three-dimensional framework structure. |
format | Online Article Text |
id | pubmed-4186160 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-41861602014-10-12 Crystal structure of 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione: a clinically used anticonvulsant Ordonez, Carlos Pavlovetc, Ilia M. Khrustalev, Victor N. Acta Crystallogr Sect E Struct Rep Online Data Reports In the title compound, C(12)H(13)NO(2), the five-membered ring has an envelope conformation; the disubstituted C atom lies out of the mean plane through the four other ring atoms (r.m.s. deviation = 0.0038 Å) by 0.1877 (18) Å. The plane of the phenyl substituent is practically perpendicular to that of the planar part of the five-membered ring, with a dihedral angle of 87.01 (5)°. In the crystal, molecules are linked by weak C—H⋯O hydrogen bonds, forming inversion dimers. The dimers are linked by further C—H⋯O hydrogen bonds, as well as carbonyl–carbonyl attractive interactions [O⋯C = 3.2879 (19) Å], forming a three-dimensional framework structure. International Union of Crystallography 2014-08-01 /pmc/articles/PMC4186160/ /pubmed/25309268 http://dx.doi.org/10.1107/S1600536814016717 Text en © Ordonez et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Data Reports Ordonez, Carlos Pavlovetc, Ilia M. Khrustalev, Victor N. Crystal structure of 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione: a clinically used anticonvulsant |
title | Crystal structure of 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione: a clinically used anticonvulsant |
title_full | Crystal structure of 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione: a clinically used anticonvulsant |
title_fullStr | Crystal structure of 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione: a clinically used anticonvulsant |
title_full_unstemmed | Crystal structure of 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione: a clinically used anticonvulsant |
title_short | Crystal structure of 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione: a clinically used anticonvulsant |
title_sort | crystal structure of 1,3-dimethyl-3-phenylpyrrolidine-2,5-dione: a clinically used anticonvulsant |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186160/ https://www.ncbi.nlm.nih.gov/pubmed/25309268 http://dx.doi.org/10.1107/S1600536814016717 |
work_keys_str_mv | AT ordonezcarlos crystalstructureof13dimethyl3phenylpyrrolidine25dioneaclinicallyusedanticonvulsant AT pavlovetciliam crystalstructureof13dimethyl3phenylpyrrolidine25dioneaclinicallyusedanticonvulsant AT khrustalevvictorn crystalstructureof13dimethyl3phenylpyrrolidine25dioneaclinicallyusedanticonvulsant |