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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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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 |
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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 |
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