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rac-5-Bromo-N-benzylisatincreatinine ethanol monosolvate
In the title compound [systematic name: rac-1-benzyl-5-bromo-3-hydroxy-3-(2-imino-3-methyl-5-oxoimidazolidin-4-yl)-2,3-dihydro-1H-indol-2-one ethanol monosolvate], C(19)H(17)BrN(4)O(3)·C(2)H(5)OH, which crystallized as a racemate (RR and SS), the isatin ring is almost planar, with an r.m.s. deviati...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569813/ https://www.ncbi.nlm.nih.gov/pubmed/23424559 http://dx.doi.org/10.1107/S160053681300038X |
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author | Penthala, Narsimha Reddy Crooks, Peter A. |
author_facet | Penthala, Narsimha Reddy Crooks, Peter A. |
author_sort | Penthala, Narsimha Reddy |
collection | PubMed |
description | In the title compound [systematic name: rac-1-benzyl-5-bromo-3-hydroxy-3-(2-imino-3-methyl-5-oxoimidazolidin-4-yl)-2,3-dihydro-1H-indol-2-one ethanol monosolvate], C(19)H(17)BrN(4)O(3)·C(2)H(5)OH, which crystallized as a racemate (RR and SS), the isatin ring is almost planar, with an r.m.s. deviations from the mean plane of 0.0276 (14) Å. The phenyl ring of the benzyl group makes a dihedral angle with the mean plane of the isatin ring of 87.40 (5)° and the dihedral angle between the imidazole and isatin rings is 58.56 (7)°. In the crystal, molecules are linked into two-dimensional pleated-sheet networks in the ac plane formed by O—H⋯O, N—H⋯O and O—H⋯N hydrogen bonds; within these sheets there are R (4) (4)(10) rings that involve three molecules of the title compound and a single ethanol solvent molecule. In addition, there are π–π interactions between inversion-related benzyl groups, with an interplanar spacing of 3.444 (3) Å. |
format | Online Article Text |
id | pubmed-3569813 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35698132013-02-19 rac-5-Bromo-N-benzylisatincreatinine ethanol monosolvate Penthala, Narsimha Reddy Crooks, Peter A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound [systematic name: rac-1-benzyl-5-bromo-3-hydroxy-3-(2-imino-3-methyl-5-oxoimidazolidin-4-yl)-2,3-dihydro-1H-indol-2-one ethanol monosolvate], C(19)H(17)BrN(4)O(3)·C(2)H(5)OH, which crystallized as a racemate (RR and SS), the isatin ring is almost planar, with an r.m.s. deviations from the mean plane of 0.0276 (14) Å. The phenyl ring of the benzyl group makes a dihedral angle with the mean plane of the isatin ring of 87.40 (5)° and the dihedral angle between the imidazole and isatin rings is 58.56 (7)°. In the crystal, molecules are linked into two-dimensional pleated-sheet networks in the ac plane formed by O—H⋯O, N—H⋯O and O—H⋯N hydrogen bonds; within these sheets there are R (4) (4)(10) rings that involve three molecules of the title compound and a single ethanol solvent molecule. In addition, there are π–π interactions between inversion-related benzyl groups, with an interplanar spacing of 3.444 (3) Å. International Union of Crystallography 2013-01-26 /pmc/articles/PMC3569813/ /pubmed/23424559 http://dx.doi.org/10.1107/S160053681300038X Text en © Penthala and Crooks 2013 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 | Organic Papers Penthala, Narsimha Reddy Crooks, Peter A. rac-5-Bromo-N-benzylisatincreatinine ethanol monosolvate |
title |
rac-5-Bromo-N-benzylisatincreatinine ethanol monosolvate |
title_full |
rac-5-Bromo-N-benzylisatincreatinine ethanol monosolvate |
title_fullStr |
rac-5-Bromo-N-benzylisatincreatinine ethanol monosolvate |
title_full_unstemmed |
rac-5-Bromo-N-benzylisatincreatinine ethanol monosolvate |
title_short |
rac-5-Bromo-N-benzylisatincreatinine ethanol monosolvate |
title_sort | rac-5-bromo-n-benzylisatincreatinine ethanol monosolvate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569813/ https://www.ncbi.nlm.nih.gov/pubmed/23424559 http://dx.doi.org/10.1107/S160053681300038X |
work_keys_str_mv | AT penthalanarsimhareddy rac5bromonbenzylisatincreatinineethanolmonosolvate AT crookspetera rac5bromonbenzylisatincreatinineethanolmonosolvate |