Cargando…

3-(Adamantan-1-yl)-4-[(E)-(2,6-difluoro­benzyl­idene)amino]-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1H-1,2,4-triazole-5(4H)-thione

The imine residue [C=N = 1.268 (3) Å; conformation = E] is twisted [N—N—C—N = 87.8 (2)°] out of the plane (r.m.s. deviation = 0.016 Å) of the central 1,2,4-triazole ring in the title compound, C(30)H(34)F(2)N(6)S. A small twist also occurs between the imine and terminal benzene rings [N—C—C—C = −169...

Descripción completa

Detalles Bibliográficos
Autores principales: El-Emam, Ali A., Al-Abdullah, Ebtehal S., El-Brollosy, Nasser R., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393300/
https://www.ncbi.nlm.nih.gov/pubmed/22807857
http://dx.doi.org/10.1107/S1600536812025135
_version_ 1782237717494497280
author El-Emam, Ali A.
Al-Abdullah, Ebtehal S.
El-Brollosy, Nasser R.
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet El-Emam, Ali A.
Al-Abdullah, Ebtehal S.
El-Brollosy, Nasser R.
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort El-Emam, Ali A.
collection PubMed
description The imine residue [C=N = 1.268 (3) Å; conformation = E] is twisted [N—N—C—N = 87.8 (2)°] out of the plane (r.m.s. deviation = 0.016 Å) of the central 1,2,4-triazole ring in the title compound, C(30)H(34)F(2)N(6)S. A small twist also occurs between the imine and terminal benzene rings [N—C—C—C = −169.8 (2)°]. The piperazine ring (chair conformation) occupies a position almost normal to the central plane [N—N—C—N = 87.8 (2)°]. In the crystal, the mol­ecules are consolidated into a three-dimensional architecture via C—H⋯S, C—H⋯π and π–π inter­actions, the latter between centrosymmetrically related difluoro­benzene rings [inter-centroid distance = 3.9389 (18) Å].
format Online
Article
Text
id pubmed-3393300
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-33933002012-07-17 3-(Adamantan-1-yl)-4-[(E)-(2,6-difluoro­benzyl­idene)amino]-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1H-1,2,4-triazole-5(4H)-thione El-Emam, Ali A. Al-Abdullah, Ebtehal S. El-Brollosy, Nasser R. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The imine residue [C=N = 1.268 (3) Å; conformation = E] is twisted [N—N—C—N = 87.8 (2)°] out of the plane (r.m.s. deviation = 0.016 Å) of the central 1,2,4-triazole ring in the title compound, C(30)H(34)F(2)N(6)S. A small twist also occurs between the imine and terminal benzene rings [N—C—C—C = −169.8 (2)°]. The piperazine ring (chair conformation) occupies a position almost normal to the central plane [N—N—C—N = 87.8 (2)°]. In the crystal, the mol­ecules are consolidated into a three-dimensional architecture via C—H⋯S, C—H⋯π and π–π inter­actions, the latter between centrosymmetrically related difluoro­benzene rings [inter-centroid distance = 3.9389 (18) Å]. International Union of Crystallography 2012-06-13 /pmc/articles/PMC3393300/ /pubmed/22807857 http://dx.doi.org/10.1107/S1600536812025135 Text en © El-Emam et al. 2012 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
El-Emam, Ali A.
Al-Abdullah, Ebtehal S.
El-Brollosy, Nasser R.
Ng, Seik Weng
Tiekink, Edward R. T.
3-(Adamantan-1-yl)-4-[(E)-(2,6-difluoro­benzyl­idene)amino]-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1H-1,2,4-triazole-5(4H)-thione
title 3-(Adamantan-1-yl)-4-[(E)-(2,6-difluoro­benzyl­idene)amino]-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1H-1,2,4-triazole-5(4H)-thione
title_full 3-(Adamantan-1-yl)-4-[(E)-(2,6-difluoro­benzyl­idene)amino]-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1H-1,2,4-triazole-5(4H)-thione
title_fullStr 3-(Adamantan-1-yl)-4-[(E)-(2,6-difluoro­benzyl­idene)amino]-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1H-1,2,4-triazole-5(4H)-thione
title_full_unstemmed 3-(Adamantan-1-yl)-4-[(E)-(2,6-difluoro­benzyl­idene)amino]-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1H-1,2,4-triazole-5(4H)-thione
title_short 3-(Adamantan-1-yl)-4-[(E)-(2,6-difluoro­benzyl­idene)amino]-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1H-1,2,4-triazole-5(4H)-thione
title_sort 3-(adamantan-1-yl)-4-[(e)-(2,6-difluoro­benzyl­idene)amino]-1-[(4-phenyl­piperazin-1-yl)meth­yl]-1h-1,2,4-triazole-5(4h)-thione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393300/
https://www.ncbi.nlm.nih.gov/pubmed/22807857
http://dx.doi.org/10.1107/S1600536812025135
work_keys_str_mv AT elemamalia 3adamantan1yl4e26difluorobenzylideneamino14phenylpiperazin1ylmethyl1h124triazole54hthione
AT alabdullahebtehals 3adamantan1yl4e26difluorobenzylideneamino14phenylpiperazin1ylmethyl1h124triazole54hthione
AT elbrollosynasserr 3adamantan1yl4e26difluorobenzylideneamino14phenylpiperazin1ylmethyl1h124triazole54hthione
AT ngseikweng 3adamantan1yl4e26difluorobenzylideneamino14phenylpiperazin1ylmethyl1h124triazole54hthione
AT tiekinkedwardrt 3adamantan1yl4e26difluorobenzylideneamino14phenylpiperazin1ylmethyl1h124triazole54hthione