N 1,N 4-Diethynyl-N 1,N 4-diphenylbenzene-1,4-diamine
The title compound, C22H16N2, 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...
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| Format: | Online |
| Language: | English |
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International Union of Crystallography
2011
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| Online Access: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238840/ |
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pubmed-3238840 |
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oai_dc |
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pubmed-32388402011-12-23 N 1,N 4-Diethynyl-N 1,N 4-diphenylbenzene-1,4-diamine Tabata, Hideyuki Okuno, Tsunehisa Organic Papers The title compound, C22H16N2, 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 Csp—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. |
| repository_type |
Open Access Journal |
| institution_category |
Foreign Institution |
| institution |
US National Center for Biotechnology Information |
| building |
NCBI PubMed |
| collection |
Online Access |
| language |
English |
| format |
Online |
| author |
Tabata, Hideyuki Okuno, Tsunehisa |
| spellingShingle |
Tabata, Hideyuki Okuno, Tsunehisa N 1,N 4-Diethynyl-N 1,N 4-diphenylbenzene-1,4-diamine |
| author_facet |
Tabata, Hideyuki Okuno, Tsunehisa |
| author_sort |
Tabata, Hideyuki |
| title |
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_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_sort |
n
1,n
4-diethynyl-n
1,n
4-diphenylbenzene-1,4-diamine |
| description |
The title compound, C22H16N2, 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 Csp—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. |
| publisher |
International Union of Crystallography |
| publishDate |
2011 |
| url |
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238840/ |
| _version_ |
1611494363327627264 |