Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Crosse, Chelsey M., Logue, Marshall W., Luck, Rudy L., Pignotti, Louis R., Waineo, Melissa F.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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
_version_ 1782191485876174848
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
work_keys_str_mv AT crossechelseym tertbutyl2methyl24nitrobenzoylpropanoate
AT loguemarshallw tertbutyl2methyl24nitrobenzoylpropanoate
AT luckrudyl tertbutyl2methyl24nitrobenzoylpropanoate
AT pignottilouisr tertbutyl2methyl24nitrobenzoylpropanoate
AT waineomelissaf tertbutyl2methyl24nitrobenzoylpropanoate