Cargando…
(E)-4-(4-Hydroxy-3-methoxybenzylideneamino)-3-[1-(4-isobutylphenyl)ethyl]-1H-1,2,4-triazole-5(4H)-thione
The asymmetric unit of the title compound, C(22)H(26)N(4)O(2)S, contains two crystallographically independent molecules (A and B). The isobutyl unit of molecule B is disordered over two orientations with refined occupancies of 0.785 (6) and 0.215 (6). In each molecule, intramolecular C—H⋯S hydro...
Autores principales: | , , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980163/ https://www.ncbi.nlm.nih.gov/pubmed/21580185 http://dx.doi.org/10.1107/S160053680905209X |
_version_ | 1782191592665251840 |
---|---|
author | Goh, Jia Hao Fun, Hoong-Kun Vinayaka, A. C. Kalluraya, B. |
author_facet | Goh, Jia Hao Fun, Hoong-Kun Vinayaka, A. C. Kalluraya, B. |
author_sort | Goh, Jia Hao |
collection | PubMed |
description | The asymmetric unit of the title compound, C(22)H(26)N(4)O(2)S, contains two crystallographically independent molecules (A and B). The isobutyl unit of molecule B is disordered over two orientations with refined occupancies of 0.785 (6) and 0.215 (6). In each molecule, intramolecular C—H⋯S hydrogen bonds generate S(6) ring motifs. The essentially planar 1,2,4-triazole rings [r.m.s. deviations of 0.004 (2) and 0.011 (2) Å, in A and B respectively] form dihedral angles of 85.86 (12), 8.38 (10)°, respectively, with the isobutyl-substituted phenyl ring and the 2-methoxyphenol substituent in molecule A [89.26 (13) and 2.46 (10)°, respectively, in B]. In the crystal structure, intermolecular N—H⋯N and N—H⋯S hydrogen bonds link neighbouring molecules, generating R (2) (2)(7) ring motifs. These molecules are further interconnected into extended chains along [20[Image: see text]] by intermolecular O—H⋯O hydrogen bonds. The crystal structure is further stabilized by π–π [centroid-centroid distance = 3.6299 (13) Å] and C—H⋯π interactions. A short O⋯O contact of 2.781 (2) Å is also observed. |
format | Text |
id | pubmed-2980163 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29801632010-12-30 (E)-4-(4-Hydroxy-3-methoxybenzylideneamino)-3-[1-(4-isobutylphenyl)ethyl]-1H-1,2,4-triazole-5(4H)-thione Goh, Jia Hao Fun, Hoong-Kun Vinayaka, A. C. Kalluraya, B. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(22)H(26)N(4)O(2)S, contains two crystallographically independent molecules (A and B). The isobutyl unit of molecule B is disordered over two orientations with refined occupancies of 0.785 (6) and 0.215 (6). In each molecule, intramolecular C—H⋯S hydrogen bonds generate S(6) ring motifs. The essentially planar 1,2,4-triazole rings [r.m.s. deviations of 0.004 (2) and 0.011 (2) Å, in A and B respectively] form dihedral angles of 85.86 (12), 8.38 (10)°, respectively, with the isobutyl-substituted phenyl ring and the 2-methoxyphenol substituent in molecule A [89.26 (13) and 2.46 (10)°, respectively, in B]. In the crystal structure, intermolecular N—H⋯N and N—H⋯S hydrogen bonds link neighbouring molecules, generating R (2) (2)(7) ring motifs. These molecules are further interconnected into extended chains along [20[Image: see text]] by intermolecular O—H⋯O hydrogen bonds. The crystal structure is further stabilized by π–π [centroid-centroid distance = 3.6299 (13) Å] and C—H⋯π interactions. A short O⋯O contact of 2.781 (2) Å is also observed. International Union of Crystallography 2009-12-09 /pmc/articles/PMC2980163/ /pubmed/21580185 http://dx.doi.org/10.1107/S160053680905209X Text en © Goh et al. 2010 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 Goh, Jia Hao Fun, Hoong-Kun Vinayaka, A. C. Kalluraya, B. (E)-4-(4-Hydroxy-3-methoxybenzylideneamino)-3-[1-(4-isobutylphenyl)ethyl]-1H-1,2,4-triazole-5(4H)-thione |
title | (E)-4-(4-Hydroxy-3-methoxybenzylideneamino)-3-[1-(4-isobutylphenyl)ethyl]-1H-1,2,4-triazole-5(4H)-thione |
title_full | (E)-4-(4-Hydroxy-3-methoxybenzylideneamino)-3-[1-(4-isobutylphenyl)ethyl]-1H-1,2,4-triazole-5(4H)-thione |
title_fullStr | (E)-4-(4-Hydroxy-3-methoxybenzylideneamino)-3-[1-(4-isobutylphenyl)ethyl]-1H-1,2,4-triazole-5(4H)-thione |
title_full_unstemmed | (E)-4-(4-Hydroxy-3-methoxybenzylideneamino)-3-[1-(4-isobutylphenyl)ethyl]-1H-1,2,4-triazole-5(4H)-thione |
title_short | (E)-4-(4-Hydroxy-3-methoxybenzylideneamino)-3-[1-(4-isobutylphenyl)ethyl]-1H-1,2,4-triazole-5(4H)-thione |
title_sort | (e)-4-(4-hydroxy-3-methoxybenzylideneamino)-3-[1-(4-isobutylphenyl)ethyl]-1h-1,2,4-triazole-5(4h)-thione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980163/ https://www.ncbi.nlm.nih.gov/pubmed/21580185 http://dx.doi.org/10.1107/S160053680905209X |
work_keys_str_mv | AT gohjiahao e44hydroxy3methoxybenzylideneamino314isobutylphenylethyl1h124triazole54hthione AT funhoongkun e44hydroxy3methoxybenzylideneamino314isobutylphenylethyl1h124triazole54hthione AT vinayakaac e44hydroxy3methoxybenzylideneamino314isobutylphenylethyl1h124triazole54hthione AT kallurayab e44hydroxy3methoxybenzylideneamino314isobutylphenylethyl1h124triazole54hthione |