Methyl 2-(5,5-dimethyl-1,3,2-dioxa­borinan-2-yl)-4-nitro­benzoate

The six-membered boronate ester ring of the title compound, C(13)H(16)BNO(6), adopts an envelope conformation with the C atom bearing the dimethyl substituents at the flap. The O—B—C—C torsion angles between the boronate group and the benzene ring are 72.5 (2) and 81.0 (2)°. The 4-nitro­benzoate uni...

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Detalles Bibliográficos
Autores principales: Jenkinson, S. F., Thompson, A. L., Simone, M. I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414346/
https://www.ncbi.nlm.nih.gov/pubmed/22904879
http://dx.doi.org/10.1107/S1600536812029650
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author Jenkinson, S. F.
Thompson, A. L.
Simone, M. I.
author_facet Jenkinson, S. F.
Thompson, A. L.
Simone, M. I.
author_sort Jenkinson, S. F.
collection PubMed
description The six-membered boronate ester ring of the title compound, C(13)H(16)BNO(6), adopts an envelope conformation with the C atom bearing the dimethyl substituents at the flap. The O—B—C—C torsion angles between the boronate group and the benzene ring are 72.5 (2) and 81.0 (2)°. The 4-nitro­benzoate unit adopts a slightly twisted conformation, with dihedral angles between the benzene ring and the nitrate and methyl ester groups of 17.5 (2) and 14.4 (3)°, respectively. In the crystal, inversion-related pairs of mol­ecules show weak π–π stacking inter­actions [centroid–centroid distance = 4.0585 (9) Å and inter­planar spacing = 3.6254 (7) Å].
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spelling pubmed-34143462012-08-17 Methyl 2-(5,5-dimethyl-1,3,2-dioxa­borinan-2-yl)-4-nitro­benzoate Jenkinson, S. F. Thompson, A. L. Simone, M. I. Acta Crystallogr Sect E Struct Rep Online Organic Papers The six-membered boronate ester ring of the title compound, C(13)H(16)BNO(6), adopts an envelope conformation with the C atom bearing the dimethyl substituents at the flap. The O—B—C—C torsion angles between the boronate group and the benzene ring are 72.5 (2) and 81.0 (2)°. The 4-nitro­benzoate unit adopts a slightly twisted conformation, with dihedral angles between the benzene ring and the nitrate and methyl ester groups of 17.5 (2) and 14.4 (3)°, respectively. In the crystal, inversion-related pairs of mol­ecules show weak π–π stacking inter­actions [centroid–centroid distance = 4.0585 (9) Å and inter­planar spacing = 3.6254 (7) Å]. International Union of Crystallography 2012-07-10 /pmc/articles/PMC3414346/ /pubmed/22904879 http://dx.doi.org/10.1107/S1600536812029650 Text en © Jenkinson et al. 2012 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
Jenkinson, S. F.
Thompson, A. L.
Simone, M. I.
Methyl 2-(5,5-dimethyl-1,3,2-dioxa­borinan-2-yl)-4-nitro­benzoate
title Methyl 2-(5,5-dimethyl-1,3,2-dioxa­borinan-2-yl)-4-nitro­benzoate
title_full Methyl 2-(5,5-dimethyl-1,3,2-dioxa­borinan-2-yl)-4-nitro­benzoate
title_fullStr Methyl 2-(5,5-dimethyl-1,3,2-dioxa­borinan-2-yl)-4-nitro­benzoate
title_full_unstemmed Methyl 2-(5,5-dimethyl-1,3,2-dioxa­borinan-2-yl)-4-nitro­benzoate
title_short Methyl 2-(5,5-dimethyl-1,3,2-dioxa­borinan-2-yl)-4-nitro­benzoate
title_sort methyl 2-(5,5-dimethyl-1,3,2-dioxa­borinan-2-yl)-4-nitro­benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414346/
https://www.ncbi.nlm.nih.gov/pubmed/22904879
http://dx.doi.org/10.1107/S1600536812029650
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