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2-Phenylnaphtho[1,8-de][1,3,2]diazaborinane
The title compound, C(16)H(13)BN(2), is one compound in a series of diazaborinanes featuring substitution at the 1, 2 and 3 positions in the nitrogen–boron heterocycle. The title compound is slightly distorted from planarity, with a dihedral angle of 9.0 (5)° between the mean planes of the naphtha...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213450/ https://www.ncbi.nlm.nih.gov/pubmed/22091029 http://dx.doi.org/10.1107/S1600536811026985 |
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author | Slabber, Cathryn A. Grimmer, Craig Akerman, Matthew P. Robinson, Ross S. |
author_facet | Slabber, Cathryn A. Grimmer, Craig Akerman, Matthew P. Robinson, Ross S. |
author_sort | Slabber, Cathryn A. |
collection | PubMed |
description | The title compound, C(16)H(13)BN(2), is one compound in a series of diazaborinanes featuring substitution at the 1, 2 and 3 positions in the nitrogen–boron heterocycle. The title compound is slightly distorted from planarity, with a dihedral angle of 9.0 (5)° between the mean planes of the naphthalene system and the benzene ring. The m-carbon atom of the benzene ring exhibits the greatest deviation of 0.164 (2) Å from the 19-atom mean plane defined by all non-H atoms. The two N—B—C—C torsion angles are 6.0 (3) and 5.6 (3)°. In the crystal, molecules are linked by π–π interactions into columns, with a distance of 3.92 (3) Å between the naphthalene ring centroids. Adjacent π-stacked columns, co-linear with the b-axis, are linked by C—H⋯π interactions. |
format | Online Article Text |
id | pubmed-3213450 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32134502011-11-16 2-Phenylnaphtho[1,8-de][1,3,2]diazaborinane Slabber, Cathryn A. Grimmer, Craig Akerman, Matthew P. Robinson, Ross S. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(13)BN(2), is one compound in a series of diazaborinanes featuring substitution at the 1, 2 and 3 positions in the nitrogen–boron heterocycle. The title compound is slightly distorted from planarity, with a dihedral angle of 9.0 (5)° between the mean planes of the naphthalene system and the benzene ring. The m-carbon atom of the benzene ring exhibits the greatest deviation of 0.164 (2) Å from the 19-atom mean plane defined by all non-H atoms. The two N—B—C—C torsion angles are 6.0 (3) and 5.6 (3)°. In the crystal, molecules are linked by π–π interactions into columns, with a distance of 3.92 (3) Å between the naphthalene ring centroids. Adjacent π-stacked columns, co-linear with the b-axis, are linked by C—H⋯π interactions. International Union of Crystallography 2011-07-09 /pmc/articles/PMC3213450/ /pubmed/22091029 http://dx.doi.org/10.1107/S1600536811026985 Text en © Slabber et al. 2011 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 Slabber, Cathryn A. Grimmer, Craig Akerman, Matthew P. Robinson, Ross S. 2-Phenylnaphtho[1,8-de][1,3,2]diazaborinane |
title | 2-Phenylnaphtho[1,8-de][1,3,2]diazaborinane |
title_full | 2-Phenylnaphtho[1,8-de][1,3,2]diazaborinane |
title_fullStr | 2-Phenylnaphtho[1,8-de][1,3,2]diazaborinane |
title_full_unstemmed | 2-Phenylnaphtho[1,8-de][1,3,2]diazaborinane |
title_short | 2-Phenylnaphtho[1,8-de][1,3,2]diazaborinane |
title_sort | 2-phenylnaphtho[1,8-de][1,3,2]diazaborinane |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213450/ https://www.ncbi.nlm.nih.gov/pubmed/22091029 http://dx.doi.org/10.1107/S1600536811026985 |
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