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2,7-Dibromo-9-octyl-9H-carbazole

In the crystal structure of the title compound, C(20)H(23)Br(2)N, the octyl chains are extended in an anti conformation and form a segregating bilayer, isolating rows of carbazole units. The carbazole moieties are engaged in offset π–π inter­actions; the smallest centroid-to-centroid distance is 4.2...

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Autores principales: Gagnon, Eric, Laliberté, Dominic
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959667/
https://www.ncbi.nlm.nih.gov/pubmed/21581007
http://dx.doi.org/10.1107/S1600536808032121
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author Gagnon, Eric
Laliberté, Dominic
author_facet Gagnon, Eric
Laliberté, Dominic
author_sort Gagnon, Eric
collection PubMed
description In the crystal structure of the title compound, C(20)H(23)Br(2)N, the octyl chains are extended in an anti conformation and form a segregating bilayer, isolating rows of carbazole units. The carbazole moieties are engaged in offset π–π inter­actions; the smallest centroid-to-centroid distance is 4.2822 (11) Å. This offset packing motif allows the methyl­ene group attached directly to the N atom to be involved in two short C—H⋯π inter­actions (H⋯centroid distances = 2.96 and 2.99 Å) with an adjacent carbazole. One of the Br atoms also participates in a short contact [3.5475 (3) Å] with a symmetry-related (−x, 1 − y, −z) Br atom. This value is significantly smaller than the sum of the van der Waals radii for bromine (3.70 Å).
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spelling pubmed-29596672010-12-30 2,7-Dibromo-9-octyl-9H-carbazole Gagnon, Eric Laliberté, Dominic Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the title compound, C(20)H(23)Br(2)N, the octyl chains are extended in an anti conformation and form a segregating bilayer, isolating rows of carbazole units. The carbazole moieties are engaged in offset π–π inter­actions; the smallest centroid-to-centroid distance is 4.2822 (11) Å. This offset packing motif allows the methyl­ene group attached directly to the N atom to be involved in two short C—H⋯π inter­actions (H⋯centroid distances = 2.96 and 2.99 Å) with an adjacent carbazole. One of the Br atoms also participates in a short contact [3.5475 (3) Å] with a symmetry-related (−x, 1 − y, −z) Br atom. This value is significantly smaller than the sum of the van der Waals radii for bromine (3.70 Å). International Union of Crystallography 2008-10-22 /pmc/articles/PMC2959667/ /pubmed/21581007 http://dx.doi.org/10.1107/S1600536808032121 Text en © Gagnon and Laliberté 2008 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
Gagnon, Eric
Laliberté, Dominic
2,7-Dibromo-9-octyl-9H-carbazole
title 2,7-Dibromo-9-octyl-9H-carbazole
title_full 2,7-Dibromo-9-octyl-9H-carbazole
title_fullStr 2,7-Dibromo-9-octyl-9H-carbazole
title_full_unstemmed 2,7-Dibromo-9-octyl-9H-carbazole
title_short 2,7-Dibromo-9-octyl-9H-carbazole
title_sort 2,7-dibromo-9-octyl-9h-carbazole
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959667/
https://www.ncbi.nlm.nih.gov/pubmed/21581007
http://dx.doi.org/10.1107/S1600536808032121
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