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Bis(N′-{(E)-[(2E)-1,3-diphenylprop-2-en-1-ylidene]amino}-N-ethylcarbamimidothioato-κ(2) N′,S)zinc(II): crystal structure and Hirshfeld surface analysis
The title Zn(II) complex, [Zn(C(18)H(18)N(3)S)(2)], (I), features two independent but chemically equivalent molecules in the asymmetric unit. In each, the thiosemicarbazonate monoanion coordinates the Zn(II) atom via the thiolate-S and imine-N atoms, with the resulting N(2)S(2) donor set defining...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5499278/ https://www.ncbi.nlm.nih.gov/pubmed/28775870 http://dx.doi.org/10.1107/S2056989017008064 |
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author | Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. |
author_facet | Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. |
author_sort | Tan, Ming Yueh |
collection | PubMed |
description | The title Zn(II) complex, [Zn(C(18)H(18)N(3)S)(2)], (I), features two independent but chemically equivalent molecules in the asymmetric unit. In each, the thiosemicarbazonate monoanion coordinates the Zn(II) atom via the thiolate-S and imine-N atoms, with the resulting N(2)S(2) donor set defining a distorted tetrahedral geometry. The five-membered ZnSCN(2) chelate rings adopt distinct conformations in each independent molecule, i.e. one ring is almost planar while the other is twisted about the Zn—S bond. In the crystal, the two molecules comprising the asymmetric unit are linked by amine-N—H⋯N(imine) and amine-N—H⋯S(thiolate) hydrogen bonds via an eight-membered heterosynthon, {⋯HNCN⋯HNCS}. The dimeric aggregates are further consolidated by benzene-C—H⋯S(thiolate) interactions and are linked into a zigzag supramolecular chain along the c axis via amine-N—H⋯S(thiolate) hydrogen bonds. The chains are connected into a three-dimensional architecture via phenyl-C—H⋯π(phenyl) and π–π interactions, the latter occurring between chelate and phenyl rings [inter-centroid separation = 3.6873 (11) Å]. The analysis of the Hirshfeld surfaces calculated for (I) emphasizes the different interactions formed by the independent molecules in the crystal and the impact of the π–π interactions between chelate and phenyl rings. |
format | Online Article Text |
id | pubmed-5499278 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-54992782017-08-03 Bis(N′-{(E)-[(2E)-1,3-diphenylprop-2-en-1-ylidene]amino}-N-ethylcarbamimidothioato-κ(2) N′,S)zinc(II): crystal structure and Hirshfeld surface analysis Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications The title Zn(II) complex, [Zn(C(18)H(18)N(3)S)(2)], (I), features two independent but chemically equivalent molecules in the asymmetric unit. In each, the thiosemicarbazonate monoanion coordinates the Zn(II) atom via the thiolate-S and imine-N atoms, with the resulting N(2)S(2) donor set defining a distorted tetrahedral geometry. The five-membered ZnSCN(2) chelate rings adopt distinct conformations in each independent molecule, i.e. one ring is almost planar while the other is twisted about the Zn—S bond. In the crystal, the two molecules comprising the asymmetric unit are linked by amine-N—H⋯N(imine) and amine-N—H⋯S(thiolate) hydrogen bonds via an eight-membered heterosynthon, {⋯HNCN⋯HNCS}. The dimeric aggregates are further consolidated by benzene-C—H⋯S(thiolate) interactions and are linked into a zigzag supramolecular chain along the c axis via amine-N—H⋯S(thiolate) hydrogen bonds. The chains are connected into a three-dimensional architecture via phenyl-C—H⋯π(phenyl) and π–π interactions, the latter occurring between chelate and phenyl rings [inter-centroid separation = 3.6873 (11) Å]. The analysis of the Hirshfeld surfaces calculated for (I) emphasizes the different interactions formed by the independent molecules in the crystal and the impact of the π–π interactions between chelate and phenyl rings. International Union of Crystallography 2017-06-13 /pmc/articles/PMC5499278/ /pubmed/28775870 http://dx.doi.org/10.1107/S2056989017008064 Text en © Tan et al. 2017 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 Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira B. S. A. Jotani, Mukesh M. Tiekink, Edward R. T. Bis(N′-{(E)-[(2E)-1,3-diphenylprop-2-en-1-ylidene]amino}-N-ethylcarbamimidothioato-κ(2) N′,S)zinc(II): crystal structure and Hirshfeld surface analysis |
title | Bis(N′-{(E)-[(2E)-1,3-diphenylprop-2-en-1-ylidene]amino}-N-ethylcarbamimidothioato-κ(2)
N′,S)zinc(II): crystal structure and Hirshfeld surface analysis |
title_full | Bis(N′-{(E)-[(2E)-1,3-diphenylprop-2-en-1-ylidene]amino}-N-ethylcarbamimidothioato-κ(2)
N′,S)zinc(II): crystal structure and Hirshfeld surface analysis |
title_fullStr | Bis(N′-{(E)-[(2E)-1,3-diphenylprop-2-en-1-ylidene]amino}-N-ethylcarbamimidothioato-κ(2)
N′,S)zinc(II): crystal structure and Hirshfeld surface analysis |
title_full_unstemmed | Bis(N′-{(E)-[(2E)-1,3-diphenylprop-2-en-1-ylidene]amino}-N-ethylcarbamimidothioato-κ(2)
N′,S)zinc(II): crystal structure and Hirshfeld surface analysis |
title_short | Bis(N′-{(E)-[(2E)-1,3-diphenylprop-2-en-1-ylidene]amino}-N-ethylcarbamimidothioato-κ(2)
N′,S)zinc(II): crystal structure and Hirshfeld surface analysis |
title_sort | bis(n′-{(e)-[(2e)-1,3-diphenylprop-2-en-1-ylidene]amino}-n-ethylcarbamimidothioato-κ(2)
n′,s)zinc(ii): crystal structure and hirshfeld surface analysis |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5499278/ https://www.ncbi.nlm.nih.gov/pubmed/28775870 http://dx.doi.org/10.1107/S2056989017008064 |
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