Cargando…

3-Methyl-1-{(E)-[1-(4-methyl­pyridin-2-yl)ethyl­idene]amino}­thio­urea: crystal structure and Hirshfeld surface analysis

The title disubstituted thio­urea derivative, C(10)H(14)N(4)S, features an almost planar imine (E configuration, C(3)N) core flanked by thio­urea (CN(2)S) and methyl­pyridyl (C(5)N) residues (each plane has a r.m.s. deviation of the respective fitted atoms of 0.0066 Å). The dihedral angles between t...

Descripción completa

Detalles Bibliográficos
Autores principales: Lai, Lee Chin, Rahman, Che Nursarah Binti Che Abdul, Tahir, M. Ibrahim M., Ravoof, Thahira B. S. A., Jotani, Mukesh M., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956349/
https://www.ncbi.nlm.nih.gov/pubmed/29850066
http://dx.doi.org/10.1107/S2056989018001305
_version_ 1783323871941754880
author Lai, Lee Chin
Rahman, Che Nursarah Binti Che Abdul
Tahir, M. Ibrahim M.
Ravoof, Thahira B. S. A.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_facet Lai, Lee Chin
Rahman, Che Nursarah Binti Che Abdul
Tahir, M. Ibrahim M.
Ravoof, Thahira B. S. A.
Jotani, Mukesh M.
Tiekink, Edward R. T.
author_sort Lai, Lee Chin
collection PubMed
description The title disubstituted thio­urea derivative, C(10)H(14)N(4)S, features an almost planar imine (E configuration, C(3)N) core flanked by thio­urea (CN(2)S) and methyl­pyridyl (C(5)N) residues (each plane has a r.m.s. deviation of the respective fitted atoms of 0.0066 Å). The dihedral angles between the core and the thio­urea and pyridyl residues are 20.25 (8) and 7.60 (9)°, respectively, indicating twists in the mol­ecule; the dihedral angle between the outer planes is 13.62 (7)°. There is an anti-disposition of the amine-N—H atoms which allows for the formation of an intra­molecular amine-N—H⋯N(imine) hydrogen bond that closes an S(5) loop. In the crystal, amine-N—H⋯N(pyrid­yl) hydrogen bonds lead to zigzag (glide symmetry) supra­molecular chains along the c-axis direction. These are connected into a supra­molecular layer propagating in the bc plane by thio­amide-N—H⋯S(thione) hydrogen bonds via eight-membered thio­amide {⋯HNCS}(2) synthons.
format Online
Article
Text
id pubmed-5956349
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-59563492018-05-30 3-Methyl-1-{(E)-[1-(4-methyl­pyridin-2-yl)ethyl­idene]amino}­thio­urea: crystal structure and Hirshfeld surface analysis Lai, Lee Chin Rahman, Che Nursarah Binti Che Abdul Tahir, M. Ibrahim M. Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications The title disubstituted thio­urea derivative, C(10)H(14)N(4)S, features an almost planar imine (E configuration, C(3)N) core flanked by thio­urea (CN(2)S) and methyl­pyridyl (C(5)N) residues (each plane has a r.m.s. deviation of the respective fitted atoms of 0.0066 Å). The dihedral angles between the core and the thio­urea and pyridyl residues are 20.25 (8) and 7.60 (9)°, respectively, indicating twists in the mol­ecule; the dihedral angle between the outer planes is 13.62 (7)°. There is an anti-disposition of the amine-N—H atoms which allows for the formation of an intra­molecular amine-N—H⋯N(imine) hydrogen bond that closes an S(5) loop. In the crystal, amine-N—H⋯N(pyrid­yl) hydrogen bonds lead to zigzag (glide symmetry) supra­molecular chains along the c-axis direction. These are connected into a supra­molecular layer propagating in the bc plane by thio­amide-N—H⋯S(thione) hydrogen bonds via eight-membered thio­amide {⋯HNCS}(2) synthons. International Union of Crystallography 2018-01-31 /pmc/articles/PMC5956349/ /pubmed/29850066 http://dx.doi.org/10.1107/S2056989018001305 Text en © Lai et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Lai, Lee Chin
Rahman, Che Nursarah Binti Che Abdul
Tahir, M. Ibrahim M.
Ravoof, Thahira B. S. A.
Jotani, Mukesh M.
Tiekink, Edward R. T.
3-Methyl-1-{(E)-[1-(4-methyl­pyridin-2-yl)ethyl­idene]amino}­thio­urea: crystal structure and Hirshfeld surface analysis
title 3-Methyl-1-{(E)-[1-(4-methyl­pyridin-2-yl)ethyl­idene]amino}­thio­urea: crystal structure and Hirshfeld surface analysis
title_full 3-Methyl-1-{(E)-[1-(4-methyl­pyridin-2-yl)ethyl­idene]amino}­thio­urea: crystal structure and Hirshfeld surface analysis
title_fullStr 3-Methyl-1-{(E)-[1-(4-methyl­pyridin-2-yl)ethyl­idene]amino}­thio­urea: crystal structure and Hirshfeld surface analysis
title_full_unstemmed 3-Methyl-1-{(E)-[1-(4-methyl­pyridin-2-yl)ethyl­idene]amino}­thio­urea: crystal structure and Hirshfeld surface analysis
title_short 3-Methyl-1-{(E)-[1-(4-methyl­pyridin-2-yl)ethyl­idene]amino}­thio­urea: crystal structure and Hirshfeld surface analysis
title_sort 3-methyl-1-{(e)-[1-(4-methyl­pyridin-2-yl)ethyl­idene]amino}­thio­urea: crystal structure and hirshfeld surface analysis
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956349/
https://www.ncbi.nlm.nih.gov/pubmed/29850066
http://dx.doi.org/10.1107/S2056989018001305
work_keys_str_mv AT laileechin 3methyl1e14methylpyridin2ylethylideneaminothioureacrystalstructureandhirshfeldsurfaceanalysis
AT rahmanchenursarahbinticheabdul 3methyl1e14methylpyridin2ylethylideneaminothioureacrystalstructureandhirshfeldsurfaceanalysis
AT tahirmibrahimm 3methyl1e14methylpyridin2ylethylideneaminothioureacrystalstructureandhirshfeldsurfaceanalysis
AT ravoofthahirabsa 3methyl1e14methylpyridin2ylethylideneaminothioureacrystalstructureandhirshfeldsurfaceanalysis
AT jotanimukeshm 3methyl1e14methylpyridin2ylethylideneaminothioureacrystalstructureandhirshfeldsurfaceanalysis
AT tiekinkedwardrt 3methyl1e14methylpyridin2ylethylideneaminothioureacrystalstructureandhirshfeldsurfaceanalysis