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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...

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Autores principales: Arshad, Afsheen, Osman, Hasnah, Chan, Kit Lam, Goh, Jia Hao, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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.
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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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