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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...

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Detalles Bibliográficos
Autores principales: Slabber, Cathryn A., Grimmer, Craig, Akerman, Matthew P., Robinson, Ross S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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.
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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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