1-(2-Chloro­benzyl­idene)-2-(2,4-dinitro­phen­yl)hydrazine

In the title compound, C(13)H(9)ClN(4)O(4), there are two crystallographically independent mol­ecules in the asymmetric unit, which have very similar conformations. The C=N—N angles in each independent mol­ecule are 115.0 (2) and 116.6 (2)°, which are significantly smaller than the ideal value of 12...

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Detalles Bibliográficos
Autores principales: Shi, Zhi-Qiang, Ji, Ning-Ning, Li, Xiao-Yan
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959777/
https://www.ncbi.nlm.nih.gov/pubmed/21580996
http://dx.doi.org/10.1107/S1600536808033357
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author Shi, Zhi-Qiang
Ji, Ning-Ning
Li, Xiao-Yan
author_facet Shi, Zhi-Qiang
Ji, Ning-Ning
Li, Xiao-Yan
author_sort Shi, Zhi-Qiang
collection PubMed
description In the title compound, C(13)H(9)ClN(4)O(4), there are two crystallographically independent mol­ecules in the asymmetric unit, which have very similar conformations. The C=N—N angles in each independent mol­ecule are 115.0 (2) and 116.6 (2)°, which are significantly smaller than the ideal value of 120° expected for sp (2)-hybridized N atoms. This is probably a consequence of repulsion between the nitro­gen lone pairs and the adjacent N—N bonds. Two bifurcated intra­molecular N—H⋯O hydrogen bonds help to establish the mol­ecular conformation and consolidate the crystal packing.
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spelling pubmed-29597772010-12-30 1-(2-Chloro­benzyl­idene)-2-(2,4-dinitro­phen­yl)hydrazine Shi, Zhi-Qiang Ji, Ning-Ning Li, Xiao-Yan Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(13)H(9)ClN(4)O(4), there are two crystallographically independent mol­ecules in the asymmetric unit, which have very similar conformations. The C=N—N angles in each independent mol­ecule are 115.0 (2) and 116.6 (2)°, which are significantly smaller than the ideal value of 120° expected for sp (2)-hybridized N atoms. This is probably a consequence of repulsion between the nitro­gen lone pairs and the adjacent N—N bonds. Two bifurcated intra­molecular N—H⋯O hydrogen bonds help to establish the mol­ecular conformation and consolidate the crystal packing. International Union of Crystallography 2008-10-18 /pmc/articles/PMC2959777/ /pubmed/21580996 http://dx.doi.org/10.1107/S1600536808033357 Text en © Shi et al. 2008 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
Shi, Zhi-Qiang
Ji, Ning-Ning
Li, Xiao-Yan
1-(2-Chloro­benzyl­idene)-2-(2,4-dinitro­phen­yl)hydrazine
title 1-(2-Chloro­benzyl­idene)-2-(2,4-dinitro­phen­yl)hydrazine
title_full 1-(2-Chloro­benzyl­idene)-2-(2,4-dinitro­phen­yl)hydrazine
title_fullStr 1-(2-Chloro­benzyl­idene)-2-(2,4-dinitro­phen­yl)hydrazine
title_full_unstemmed 1-(2-Chloro­benzyl­idene)-2-(2,4-dinitro­phen­yl)hydrazine
title_short 1-(2-Chloro­benzyl­idene)-2-(2,4-dinitro­phen­yl)hydrazine
title_sort 1-(2-chloro­benzyl­idene)-2-(2,4-dinitro­phen­yl)hydrazine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959777/
https://www.ncbi.nlm.nih.gov/pubmed/21580996
http://dx.doi.org/10.1107/S1600536808033357
work_keys_str_mv AT shizhiqiang 12chlorobenzylidene224dinitrophenylhydrazine
AT jiningning 12chlorobenzylidene224dinitrophenylhydrazine
AT lixiaoyan 12chlorobenzylidene224dinitrophenylhydrazine

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