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2-(4-Chlorophenyl)naphtho[1,8-de][1,3,2]diazaborinane
The title compound, C(16)H(12)BClN(2), is one in a series of diazaborinanes, derived from 1,8-diaminonaphthalene, featuring substitution at the 1, 2 and 3 positions in the nitrogen-boron heterocycle. The structure deviates from planarity, the torsion angle subtended by the p-chlorophenyl ring re...
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/PMC3212269/ https://www.ncbi.nlm.nih.gov/pubmed/22090926 http://dx.doi.org/10.1107/S1600536811025487 |
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author | Akerman, Matthew P. Robinson, Ross S. Slabber, Cathryn A. |
author_facet | Akerman, Matthew P. Robinson, Ross S. Slabber, Cathryn A. |
author_sort | Akerman, Matthew P. |
collection | PubMed |
description | The title compound, C(16)H(12)BClN(2), is one in a series of diazaborinanes, derived from 1,8-diaminonaphthalene, featuring substitution at the 1, 2 and 3 positions in the nitrogen-boron heterocycle. The structure deviates from planarity, the torsion angle subtended by the p-chlorophenyl ring relative to the nitrogen–boron heterocycle being −44-.3(3)°. The molecules form infinite chains with strong interactions between the vacant pz orbital of the B atom and the π-system of an adjacent molecule. The distance between the B atom and the 10-atom centroid of an adjacent naphthalene ring is 3.381 (4) Å. One N-H H atom is weakly hydrogen bonded to the Cl atom of an adjacent molecule. This combination of intermolecular interactions leads to the formation of an infinite two-dimensional network perpendicular to the c axis. |
format | Online Article Text |
id | pubmed-3212269 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32122692011-11-16 2-(4-Chlorophenyl)naphtho[1,8-de][1,3,2]diazaborinane Akerman, Matthew P. Robinson, Ross S. Slabber, Cathryn A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(12)BClN(2), is one in a series of diazaborinanes, derived from 1,8-diaminonaphthalene, featuring substitution at the 1, 2 and 3 positions in the nitrogen-boron heterocycle. The structure deviates from planarity, the torsion angle subtended by the p-chlorophenyl ring relative to the nitrogen–boron heterocycle being −44-.3(3)°. The molecules form infinite chains with strong interactions between the vacant pz orbital of the B atom and the π-system of an adjacent molecule. The distance between the B atom and the 10-atom centroid of an adjacent naphthalene ring is 3.381 (4) Å. One N-H H atom is weakly hydrogen bonded to the Cl atom of an adjacent molecule. This combination of intermolecular interactions leads to the formation of an infinite two-dimensional network perpendicular to the c axis. International Union of Crystallography 2011-07-02 /pmc/articles/PMC3212269/ /pubmed/22090926 http://dx.doi.org/10.1107/S1600536811025487 Text en © Akerman 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 Akerman, Matthew P. Robinson, Ross S. Slabber, Cathryn A. 2-(4-Chlorophenyl)naphtho[1,8-de][1,3,2]diazaborinane |
title | 2-(4-Chlorophenyl)naphtho[1,8-de][1,3,2]diazaborinane |
title_full | 2-(4-Chlorophenyl)naphtho[1,8-de][1,3,2]diazaborinane |
title_fullStr | 2-(4-Chlorophenyl)naphtho[1,8-de][1,3,2]diazaborinane |
title_full_unstemmed | 2-(4-Chlorophenyl)naphtho[1,8-de][1,3,2]diazaborinane |
title_short | 2-(4-Chlorophenyl)naphtho[1,8-de][1,3,2]diazaborinane |
title_sort | 2-(4-chlorophenyl)naphtho[1,8-de][1,3,2]diazaborinane |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3212269/ https://www.ncbi.nlm.nih.gov/pubmed/22090926 http://dx.doi.org/10.1107/S1600536811025487 |
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