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tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate
The title compound, C(15)H(19)NO(5), is bent with a dihedral angle of 61.8 (2)° between the mean planes of the benzene ring and a group encompassing the ester functionality (O=C—O—C). The dihedral angle of 0.8 (2)° between the mean planes of the nitro group and the benzene ring indicates near coplan...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979732/ https://www.ncbi.nlm.nih.gov/pubmed/21579899 http://dx.doi.org/10.1107/S1600536810003119 |
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author | Crosse, Chelsey M. Logue, Marshall W. Luck, Rudy L. Pignotti, Louis R. Waineo, Melissa F. |
author_facet | Crosse, Chelsey M. Logue, Marshall W. Luck, Rudy L. Pignotti, Louis R. Waineo, Melissa F. |
author_sort | Crosse, Chelsey M. |
collection | PubMed |
description | The title compound, C(15)H(19)NO(5), is bent with a dihedral angle of 61.8 (2)° between the mean planes of the benzene ring and a group encompassing the ester functionality (O=C—O—C). The dihedral angle of 0.8 (2)° between the mean planes of the nitro group and the benzene ring indicates near coplanarity. In the crystal, each molecule is linked to four adjacent molecules by weak C—H⋯O hydrogen-bonding interactions. Both benzene H atoms ortho to the ketone O atom form C—H⋯O hydrogen bonds with the keto O atoms of two neighboring molecules (of the keto and ester groups, respectively), and the two other interactions involve the H atoms from a methyl group of the dimethyl residue, displaying C—H⋯O interactions with the O atoms of the nitro groups. These four interactions for each molecule lead to the formation of two-dimensional sheets with a hydrophilic interior, held together by weak hydrogen-bonded interactions, and a hydrophobic exterior composed of protruding methyl groups which interstack with the methyl groups in adjacent sheets. |
format | Text |
id | pubmed-2979732 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29797322010-12-30 tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate Crosse, Chelsey M. Logue, Marshall W. Luck, Rudy L. Pignotti, Louis R. Waineo, Melissa F. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(19)NO(5), is bent with a dihedral angle of 61.8 (2)° between the mean planes of the benzene ring and a group encompassing the ester functionality (O=C—O—C). The dihedral angle of 0.8 (2)° between the mean planes of the nitro group and the benzene ring indicates near coplanarity. In the crystal, each molecule is linked to four adjacent molecules by weak C—H⋯O hydrogen-bonding interactions. Both benzene H atoms ortho to the ketone O atom form C—H⋯O hydrogen bonds with the keto O atoms of two neighboring molecules (of the keto and ester groups, respectively), and the two other interactions involve the H atoms from a methyl group of the dimethyl residue, displaying C—H⋯O interactions with the O atoms of the nitro groups. These four interactions for each molecule lead to the formation of two-dimensional sheets with a hydrophilic interior, held together by weak hydrogen-bonded interactions, and a hydrophobic exterior composed of protruding methyl groups which interstack with the methyl groups in adjacent sheets. International Union of Crystallography 2010-01-30 /pmc/articles/PMC2979732/ /pubmed/21579899 http://dx.doi.org/10.1107/S1600536810003119 Text en © Crosse et al. 2010 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 Crosse, Chelsey M. Logue, Marshall W. Luck, Rudy L. Pignotti, Louis R. Waineo, Melissa F. tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate |
title |
tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate |
title_full |
tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate |
title_fullStr |
tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate |
title_full_unstemmed |
tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate |
title_short |
tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate |
title_sort | tert-butyl 2-methyl-2-(4-nitrobenzoyl)propanoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979732/ https://www.ncbi.nlm.nih.gov/pubmed/21579899 http://dx.doi.org/10.1107/S1600536810003119 |
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