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S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis
In the title dithiocarbazate ester, C(16)H(17)N(3)S(2) (systematic name: (Z)-{[(benzylsulfanyl)methanethioyl]amino}[1-(6-methylpyridin-2-yl)ethylidene]amine), the central methylidenehydrazinecarbodithioate (C(2)N(2)S(2)) core is almost planar (r.m.s. deviation = 0.0111 Å) and forms dihedr...
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/PMC5956350/ https://www.ncbi.nlm.nih.gov/pubmed/29850067 http://dx.doi.org/10.1107/S2056989018001330 |
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author | Omar, Siti Aminah Chah, Chee Keong Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. |
author_facet | Omar, Siti Aminah Chah, Chee Keong Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. |
author_sort | Omar, Siti Aminah |
collection | PubMed |
description | In the title dithiocarbazate ester, C(16)H(17)N(3)S(2) (systematic name: (Z)-{[(benzylsulfanyl)methanethioyl]amino}[1-(6-methylpyridin-2-yl)ethylidene]amine), the central methylidenehydrazinecarbodithioate (C(2)N(2)S(2)) core is almost planar (r.m.s. deviation = 0.0111 Å) and forms dihedral angles of 71.67 (3)° with the approximately orthogonally inclined thioester phenyl ring, and 7.16 (7)° with the approximately coplanar substituted pyridyl ring. The latter arrangement and the Z configuration about the imine-C=N bond allows for the formation of an intramolecular hydrazine-N—H⋯N(pyridyl) hydrogen bond that closes an S(6) loop. In the crystal, phenyl-C—H⋯S(thione), methylene-C—H⋯π(pyridyl), methylene- and phenyl-C—H⋯π(phenyl) contacts connect molecules into supramolecular layers propagating in the bc plane; the layers stack along the a axis with no directional interactions between them. The analysis of the Hirshfeld surface indicates the relative importance of an intralayer phenyl-H⋯H(pyridyl) contact upon the molecular packing. |
format | Online Article Text |
id | pubmed-5956350 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-59563502018-05-30 S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis Omar, Siti Aminah Chah, Chee Keong Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications In the title dithiocarbazate ester, C(16)H(17)N(3)S(2) (systematic name: (Z)-{[(benzylsulfanyl)methanethioyl]amino}[1-(6-methylpyridin-2-yl)ethylidene]amine), the central methylidenehydrazinecarbodithioate (C(2)N(2)S(2)) core is almost planar (r.m.s. deviation = 0.0111 Å) and forms dihedral angles of 71.67 (3)° with the approximately orthogonally inclined thioester phenyl ring, and 7.16 (7)° with the approximately coplanar substituted pyridyl ring. The latter arrangement and the Z configuration about the imine-C=N bond allows for the formation of an intramolecular hydrazine-N—H⋯N(pyridyl) hydrogen bond that closes an S(6) loop. In the crystal, phenyl-C—H⋯S(thione), methylene-C—H⋯π(pyridyl), methylene- and phenyl-C—H⋯π(phenyl) contacts connect molecules into supramolecular layers propagating in the bc plane; the layers stack along the a axis with no directional interactions between them. The analysis of the Hirshfeld surface indicates the relative importance of an intralayer phenyl-H⋯H(pyridyl) contact upon the molecular packing. International Union of Crystallography 2018-01-31 /pmc/articles/PMC5956350/ /pubmed/29850067 http://dx.doi.org/10.1107/S2056989018001330 Text en © Omar 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 Omar, Siti Aminah Chah, Chee Keong Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
title |
S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
title_full |
S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
title_fullStr |
S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
title_full_unstemmed |
S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
title_short |
S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis |
title_sort | s-benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and hirshfeld surface analysis |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956350/ https://www.ncbi.nlm.nih.gov/pubmed/29850067 http://dx.doi.org/10.1107/S2056989018001330 |
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