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(E)-1-[1-(6-Bromo-2-oxo-2H-chromen-3-yl)ethylidene]thiosemicarbazide
The title compound, C(12)H(10)BrN(3)O(2)S, exists in an E configuration with respect to the C=N bond. The approximately planar 2H-chromene ring system [maximum deviation = 0.059 (1) Å] is inclined at a dihedral angle of 17.50 (5)° with respect to the mean plane through the thiosemicarbazide unit an...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979475/ https://www.ncbi.nlm.nih.gov/pubmed/21579554 http://dx.doi.org/10.1107/S1600536810019240 |
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author | Arshad, Afsheen Osman, Hasnah Chan, Kit Lam Goh, Jia Hao Fun, Hoong-Kun |
author_facet | Arshad, Afsheen Osman, Hasnah Chan, Kit Lam Goh, Jia Hao Fun, Hoong-Kun |
author_sort | Arshad, Afsheen |
collection | PubMed |
description | The title compound, C(12)H(10)BrN(3)O(2)S, exists in an E configuration with respect to the C=N bond. The approximately planar 2H-chromene ring system [maximum deviation = 0.059 (1) Å] is inclined at a dihedral angle of 17.50 (5)° with respect to the mean plane through the thiosemicarbazide unit and an intramolecular N—H⋯N hydrogen bond generates an S(5) ring. In the crystal structure, adjacent molecules are linked by N—H⋯S hydrogen bonds, forming [010] chains built up from R (2) (2)(8) loops, such that each S atom accepts two such bonds. These chains are further interconnected into sheets parallel to the ab plane via short Br⋯O interactions [3.0732 (13) Å] and a π–π aromatic stacking interaction [3.7870 (8) Å] is also observed. |
format | Text |
id | pubmed-2979475 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29794752010-12-30 (E)-1-[1-(6-Bromo-2-oxo-2H-chromen-3-yl)ethylidene]thiosemicarbazide Arshad, Afsheen Osman, Hasnah Chan, Kit Lam Goh, Jia Hao Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(10)BrN(3)O(2)S, exists in an E configuration with respect to the C=N bond. The approximately planar 2H-chromene ring system [maximum deviation = 0.059 (1) Å] is inclined at a dihedral angle of 17.50 (5)° with respect to the mean plane through the thiosemicarbazide unit and an intramolecular N—H⋯N hydrogen bond generates an S(5) ring. In the crystal structure, adjacent molecules are linked by N—H⋯S hydrogen bonds, forming [010] chains built up from R (2) (2)(8) loops, such that each S atom accepts two such bonds. These chains are further interconnected into sheets parallel to the ab plane via short Br⋯O interactions [3.0732 (13) Å] and a π–π aromatic stacking interaction [3.7870 (8) Å] is also observed. International Union of Crystallography 2010-05-29 /pmc/articles/PMC2979475/ /pubmed/21579554 http://dx.doi.org/10.1107/S1600536810019240 Text en © Arshad et al. 2010 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 Arshad, Afsheen Osman, Hasnah Chan, Kit Lam Goh, Jia Hao Fun, Hoong-Kun (E)-1-[1-(6-Bromo-2-oxo-2H-chromen-3-yl)ethylidene]thiosemicarbazide |
title | (E)-1-[1-(6-Bromo-2-oxo-2H-chromen-3-yl)ethylidene]thiosemicarbazide |
title_full | (E)-1-[1-(6-Bromo-2-oxo-2H-chromen-3-yl)ethylidene]thiosemicarbazide |
title_fullStr | (E)-1-[1-(6-Bromo-2-oxo-2H-chromen-3-yl)ethylidene]thiosemicarbazide |
title_full_unstemmed | (E)-1-[1-(6-Bromo-2-oxo-2H-chromen-3-yl)ethylidene]thiosemicarbazide |
title_short | (E)-1-[1-(6-Bromo-2-oxo-2H-chromen-3-yl)ethylidene]thiosemicarbazide |
title_sort | (e)-1-[1-(6-bromo-2-oxo-2h-chromen-3-yl)ethylidene]thiosemicarbazide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979475/ https://www.ncbi.nlm.nih.gov/pubmed/21579554 http://dx.doi.org/10.1107/S1600536810019240 |
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