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N (1),N (4)-Diethynyl-N (1),N (4)-diphenylbenzene-1,4-diamine
The title compound, C(22)H(16)N(2), is the first example of an ynamine with H atoms bonded to the terminal C atoms. The environment around each N atom is almost planar. The distances of the N atoms from a least squares plane fitted through each N atom and the surrounding three C atoms, are 0.087 (3)...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238840/ https://www.ncbi.nlm.nih.gov/pubmed/22199693 http://dx.doi.org/10.1107/S1600536811045351 |
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author | Tabata, Hideyuki Okuno, Tsunehisa |
author_facet | Tabata, Hideyuki Okuno, Tsunehisa |
author_sort | Tabata, Hideyuki |
collection | PubMed |
description | The title compound, C(22)H(16)N(2), is the first example of an ynamine with H atoms bonded to the terminal C atoms. The environment around each N atom is almost planar. The distances of the N atoms from a least squares plane fitted through each N atom and the surrounding three C atoms, are 0.087 (3) and 0.041 (4) Å. The dihedral angles between these two planes and the central phenylene ring are 23.34 (14) and 34.57 (14)°. The two acetylene groups have an anti conformation, keeping a conjugation through the central benzene ring. The freely refined lengths of C(sp)—H are 1.00 (5) and 0.93 (4) Å, consistent with those of reported acetylenes. The H atoms bound to terminal C atoms have short contacts with the neighboring acetylenic C and N atoms. The closest contacts are an H⋯N distance of 2.67 (5) Å and an H⋯C distance of 2.74 (5) Å. |
format | Online Article Text |
id | pubmed-3238840 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32388402011-12-23 N (1),N (4)-Diethynyl-N (1),N (4)-diphenylbenzene-1,4-diamine Tabata, Hideyuki Okuno, Tsunehisa Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(22)H(16)N(2), is the first example of an ynamine with H atoms bonded to the terminal C atoms. The environment around each N atom is almost planar. The distances of the N atoms from a least squares plane fitted through each N atom and the surrounding three C atoms, are 0.087 (3) and 0.041 (4) Å. The dihedral angles between these two planes and the central phenylene ring are 23.34 (14) and 34.57 (14)°. The two acetylene groups have an anti conformation, keeping a conjugation through the central benzene ring. The freely refined lengths of C(sp)—H are 1.00 (5) and 0.93 (4) Å, consistent with those of reported acetylenes. The H atoms bound to terminal C atoms have short contacts with the neighboring acetylenic C and N atoms. The closest contacts are an H⋯N distance of 2.67 (5) Å and an H⋯C distance of 2.74 (5) Å. International Union of Crystallography 2011-11-05 /pmc/articles/PMC3238840/ /pubmed/22199693 http://dx.doi.org/10.1107/S1600536811045351 Text en © Tabata and Okuno 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 Tabata, Hideyuki Okuno, Tsunehisa N (1),N (4)-Diethynyl-N (1),N (4)-diphenylbenzene-1,4-diamine |
title |
N
(1),N
(4)-Diethynyl-N
(1),N
(4)-diphenylbenzene-1,4-diamine |
title_full |
N
(1),N
(4)-Diethynyl-N
(1),N
(4)-diphenylbenzene-1,4-diamine |
title_fullStr |
N
(1),N
(4)-Diethynyl-N
(1),N
(4)-diphenylbenzene-1,4-diamine |
title_full_unstemmed |
N
(1),N
(4)-Diethynyl-N
(1),N
(4)-diphenylbenzene-1,4-diamine |
title_short |
N
(1),N
(4)-Diethynyl-N
(1),N
(4)-diphenylbenzene-1,4-diamine |
title_sort | n
(1),n
(4)-diethynyl-n
(1),n
(4)-diphenylbenzene-1,4-diamine |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238840/ https://www.ncbi.nlm.nih.gov/pubmed/22199693 http://dx.doi.org/10.1107/S1600536811045351 |
work_keys_str_mv | AT tabatahideyuki n1n4diethynyln1n4diphenylbenzene14diamine AT okunotsunehisa n1n4diethynyln1n4diphenylbenzene14diamine |