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(E)-1-[1-(2-Chloro­phen­yl)ethyl­idene]-2-(2,4-dinitro­phen­yl)hydrazine

The title mol­ecule, C(14)H(11)ClN(4)O(4), is in an E configuration and is twisted with the dihedral angle between the two benzene rings being 38.48 (8)°. The ethyl­idenehydrazine plane makes dihedral angles of 6.03 (10) and 44.04 (11)°, respectively, with the dinitro- and chloro-substituted benzene...

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Autores principales: Chantrapromma, Suchada, Nilwanna, Boonlerd, Jansrisewangwong, Patcharaporn, Kobkeatthawin, Thawanrat, Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239123/
https://www.ncbi.nlm.nih.gov/pubmed/22199971
http://dx.doi.org/10.1107/S160053681105001X
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author Chantrapromma, Suchada
Nilwanna, Boonlerd
Jansrisewangwong, Patcharaporn
Kobkeatthawin, Thawanrat
Fun, Hoong-Kun
author_facet Chantrapromma, Suchada
Nilwanna, Boonlerd
Jansrisewangwong, Patcharaporn
Kobkeatthawin, Thawanrat
Fun, Hoong-Kun
author_sort Chantrapromma, Suchada
collection PubMed
description The title mol­ecule, C(14)H(11)ClN(4)O(4), is in an E configuration and is twisted with the dihedral angle between the two benzene rings being 38.48 (8)°. The ethyl­idenehydrazine plane makes dihedral angles of 6.03 (10) and 44.04 (11)°, respectively, with the dinitro- and chloro-substituted benzene rings. The two nitro groups are essentially coplanar with the bound benzene ring, making dihedral angles of 0.9 (2) and 1.65 (18)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked by a weak C—H⋯O inter­action into a chain along the c axis. The chains are further stacked along the b axis by a π–π inter­action with a centroid–centroid distance of 3.6088 (10) Å.
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spelling pubmed-32391232011-12-23 (E)-1-[1-(2-Chloro­phen­yl)ethyl­idene]-2-(2,4-dinitro­phen­yl)hydrazine Chantrapromma, Suchada Nilwanna, Boonlerd Jansrisewangwong, Patcharaporn Kobkeatthawin, Thawanrat Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(14)H(11)ClN(4)O(4), is in an E configuration and is twisted with the dihedral angle between the two benzene rings being 38.48 (8)°. The ethyl­idenehydrazine plane makes dihedral angles of 6.03 (10) and 44.04 (11)°, respectively, with the dinitro- and chloro-substituted benzene rings. The two nitro groups are essentially coplanar with the bound benzene ring, making dihedral angles of 0.9 (2) and 1.65 (18)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked by a weak C—H⋯O inter­action into a chain along the c axis. The chains are further stacked along the b axis by a π–π inter­action with a centroid–centroid distance of 3.6088 (10) Å. International Union of Crystallography 2011-11-30 /pmc/articles/PMC3239123/ /pubmed/22199971 http://dx.doi.org/10.1107/S160053681105001X Text en © Chantrapromma et al. 2011 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
Chantrapromma, Suchada
Nilwanna, Boonlerd
Jansrisewangwong, Patcharaporn
Kobkeatthawin, Thawanrat
Fun, Hoong-Kun
(E)-1-[1-(2-Chloro­phen­yl)ethyl­idene]-2-(2,4-dinitro­phen­yl)hydrazine
title (E)-1-[1-(2-Chloro­phen­yl)ethyl­idene]-2-(2,4-dinitro­phen­yl)hydrazine
title_full (E)-1-[1-(2-Chloro­phen­yl)ethyl­idene]-2-(2,4-dinitro­phen­yl)hydrazine
title_fullStr (E)-1-[1-(2-Chloro­phen­yl)ethyl­idene]-2-(2,4-dinitro­phen­yl)hydrazine
title_full_unstemmed (E)-1-[1-(2-Chloro­phen­yl)ethyl­idene]-2-(2,4-dinitro­phen­yl)hydrazine
title_short (E)-1-[1-(2-Chloro­phen­yl)ethyl­idene]-2-(2,4-dinitro­phen­yl)hydrazine
title_sort (e)-1-[1-(2-chloro­phen­yl)ethyl­idene]-2-(2,4-dinitro­phen­yl)hydrazine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239123/
https://www.ncbi.nlm.nih.gov/pubmed/22199971
http://dx.doi.org/10.1107/S160053681105001X
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