Cargando…
3-Phenyl-1H-1,2,4-triazol-5-amine–5-phenyl-1H-1,2,4-triazol-3-amine (1/1)
In the title compound, C(8)H(8)N(4)·C(8)H(8)N(4), two tautomers, viz. 3-phenyl-1,2,4-triazol-5-amine and 5-phenyl-1,2,4-triazol-3-amine, are crystallized together in equal amounts. The 3-phenyl-1,2,4-triazol-5-amine molecule is essentially planar; the phenyl ring makes a dihedral angle of 2.3 (2)°...
Autores principales: | , , , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2008
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968046/ https://www.ncbi.nlm.nih.gov/pubmed/21581587 http://dx.doi.org/10.1107/S1600536808042165 |
_version_ | 1782189759754403840 |
---|---|
author | Dolzhenko, Anton V. Tan, Geok Kheng Koh, Lip Lin Dolzhenko, Anna V. Chui, Wai Keung |
author_facet | Dolzhenko, Anton V. Tan, Geok Kheng Koh, Lip Lin Dolzhenko, Anna V. Chui, Wai Keung |
author_sort | Dolzhenko, Anton V. |
collection | PubMed |
description | In the title compound, C(8)H(8)N(4)·C(8)H(8)N(4), two tautomers, viz. 3-phenyl-1,2,4-triazol-5-amine and 5-phenyl-1,2,4-triazol-3-amine, are crystallized together in equal amounts. The 3-phenyl-1,2,4-triazol-5-amine molecule is essentially planar; the phenyl ring makes a dihedral angle of 2.3 (2)° with the mean plane of the 1,2,4-triazole ring. In the 5-phenyl-1,2,4-triazol-3-amine tautomer, the mean planes of the phenyl and 1,2,4-triazole rings form a dihedral angle of 30.8 (2)°. The π-electron delocalization of the amino group with the 1,2,4-triazole nucleus in the 3-phenyl-1,2,4-triazol-5-amine molecule is more extensive than that in the 5-phenyl-1,2,4-triazol-3-amine tautomer. The molecules are linked into a two-dimensional network parallel to (100) by N—H⋯N hydrogen bonds. |
format | Text |
id | pubmed-2968046 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29680462010-12-30 3-Phenyl-1H-1,2,4-triazol-5-amine–5-phenyl-1H-1,2,4-triazol-3-amine (1/1) Dolzhenko, Anton V. Tan, Geok Kheng Koh, Lip Lin Dolzhenko, Anna V. Chui, Wai Keung Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(8)H(8)N(4)·C(8)H(8)N(4), two tautomers, viz. 3-phenyl-1,2,4-triazol-5-amine and 5-phenyl-1,2,4-triazol-3-amine, are crystallized together in equal amounts. The 3-phenyl-1,2,4-triazol-5-amine molecule is essentially planar; the phenyl ring makes a dihedral angle of 2.3 (2)° with the mean plane of the 1,2,4-triazole ring. In the 5-phenyl-1,2,4-triazol-3-amine tautomer, the mean planes of the phenyl and 1,2,4-triazole rings form a dihedral angle of 30.8 (2)°. The π-electron delocalization of the amino group with the 1,2,4-triazole nucleus in the 3-phenyl-1,2,4-triazol-5-amine molecule is more extensive than that in the 5-phenyl-1,2,4-triazol-3-amine tautomer. The molecules are linked into a two-dimensional network parallel to (100) by N—H⋯N hydrogen bonds. International Union of Crystallography 2008-12-17 /pmc/articles/PMC2968046/ /pubmed/21581587 http://dx.doi.org/10.1107/S1600536808042165 Text en © Dolzhenko et al. 2009 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 Dolzhenko, Anton V. Tan, Geok Kheng Koh, Lip Lin Dolzhenko, Anna V. Chui, Wai Keung 3-Phenyl-1H-1,2,4-triazol-5-amine–5-phenyl-1H-1,2,4-triazol-3-amine (1/1) |
title | 3-Phenyl-1H-1,2,4-triazol-5-amine–5-phenyl-1H-1,2,4-triazol-3-amine (1/1) |
title_full | 3-Phenyl-1H-1,2,4-triazol-5-amine–5-phenyl-1H-1,2,4-triazol-3-amine (1/1) |
title_fullStr | 3-Phenyl-1H-1,2,4-triazol-5-amine–5-phenyl-1H-1,2,4-triazol-3-amine (1/1) |
title_full_unstemmed | 3-Phenyl-1H-1,2,4-triazol-5-amine–5-phenyl-1H-1,2,4-triazol-3-amine (1/1) |
title_short | 3-Phenyl-1H-1,2,4-triazol-5-amine–5-phenyl-1H-1,2,4-triazol-3-amine (1/1) |
title_sort | 3-phenyl-1h-1,2,4-triazol-5-amine–5-phenyl-1h-1,2,4-triazol-3-amine (1/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968046/ https://www.ncbi.nlm.nih.gov/pubmed/21581587 http://dx.doi.org/10.1107/S1600536808042165 |
work_keys_str_mv | AT dolzhenkoantonv 3phenyl1h124triazol5amine5phenyl1h124triazol3amine11 AT tangeokkheng 3phenyl1h124triazol5amine5phenyl1h124triazol3amine11 AT kohliplin 3phenyl1h124triazol5amine5phenyl1h124triazol3amine11 AT dolzhenkoannav 3phenyl1h124triazol5amine5phenyl1h124triazol3amine11 AT chuiwaikeung 3phenyl1h124triazol5amine5phenyl1h124triazol3amine11 |