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)°...

Descripción completa

Detalles Bibliográficos
Autores principales: Dolzhenko, Anton V., Tan, Geok Kheng, Koh, Lip Lin, Dolzhenko, Anna V., Chui, Wai Keung
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