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(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...

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Autores principales: Goh, Jia Hao, Fun, Hoong-Kun, Vinayaka, A. C., Kalluraya, B.
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
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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.
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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
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