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(E)-1-(2,4-Dinitro­phen­yl)-2-[1-(3-fluoro­phen­yl)ethyl­idene]hydrazine

The mol­ecule of the title hydrazone derivative, C(14)H(11)FN(4)O(4), is nearly planar, with a dihedral angle between the benzene rings of 3.71 (7)°. The central ethyl­idenehydrazine N—N=C—C plane makes dihedral angles of 5.32 (10) and 9.02 (10)° with the 2,4-dinitro- and 3-fluoro-substituted benzen...

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Autores principales: Chantrapromma, Suchada, Nilwanna, Boonlerd, Kobkeatthawin, Thawanrat, Jansrisewangwong, Patcharaporn, Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379246/
https://www.ncbi.nlm.nih.gov/pubmed/22719444
http://dx.doi.org/10.1107/S160053681201937X
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author Chantrapromma, Suchada
Nilwanna, Boonlerd
Kobkeatthawin, Thawanrat
Jansrisewangwong, Patcharaporn
Fun, Hoong-Kun
author_facet Chantrapromma, Suchada
Nilwanna, Boonlerd
Kobkeatthawin, Thawanrat
Jansrisewangwong, Patcharaporn
Fun, Hoong-Kun
author_sort Chantrapromma, Suchada
collection PubMed
description The mol­ecule of the title hydrazone derivative, C(14)H(11)FN(4)O(4), is nearly planar, with a dihedral angle between the benzene rings of 3.71 (7)°. The central ethyl­idenehydrazine N—N=C—C plane makes dihedral angles of 5.32 (10) and 9.02 (10)° with the 2,4-dinitro- and 3-fluoro-substituted benzene rings, respectively. An intra­molecular N—H⋯O bond generates an S(6) ring motif. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions into a sheet parallel to (10-1). The mol­ecules are further stacked along the a axis by π–π inter­actions with centroid–centroid distances of 3.6314 (9) and 3.7567 (10) Å. A C⋯F short contact [2.842 (3) Å] is observed. The 3-fluoro­phenyl group is disordered over two orientations with a site-occupancy ratio of 0.636 (3):0.364 (3).
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spelling pubmed-33792462012-06-20 (E)-1-(2,4-Dinitro­phen­yl)-2-[1-(3-fluoro­phen­yl)ethyl­idene]hydrazine Chantrapromma, Suchada Nilwanna, Boonlerd Kobkeatthawin, Thawanrat Jansrisewangwong, Patcharaporn Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title hydrazone derivative, C(14)H(11)FN(4)O(4), is nearly planar, with a dihedral angle between the benzene rings of 3.71 (7)°. The central ethyl­idenehydrazine N—N=C—C plane makes dihedral angles of 5.32 (10) and 9.02 (10)° with the 2,4-dinitro- and 3-fluoro-substituted benzene rings, respectively. An intra­molecular N—H⋯O bond generates an S(6) ring motif. In the crystal, mol­ecules are linked by weak C—H⋯O inter­actions into a sheet parallel to (10-1). The mol­ecules are further stacked along the a axis by π–π inter­actions with centroid–centroid distances of 3.6314 (9) and 3.7567 (10) Å. A C⋯F short contact [2.842 (3) Å] is observed. The 3-fluoro­phenyl group is disordered over two orientations with a site-occupancy ratio of 0.636 (3):0.364 (3). International Union of Crystallography 2012-05-05 /pmc/articles/PMC3379246/ /pubmed/22719444 http://dx.doi.org/10.1107/S160053681201937X Text en © Chantrapromma et al. 2012 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
Kobkeatthawin, Thawanrat
Jansrisewangwong, Patcharaporn
Fun, Hoong-Kun
(E)-1-(2,4-Dinitro­phen­yl)-2-[1-(3-fluoro­phen­yl)ethyl­idene]hydrazine
title (E)-1-(2,4-Dinitro­phen­yl)-2-[1-(3-fluoro­phen­yl)ethyl­idene]hydrazine
title_full (E)-1-(2,4-Dinitro­phen­yl)-2-[1-(3-fluoro­phen­yl)ethyl­idene]hydrazine
title_fullStr (E)-1-(2,4-Dinitro­phen­yl)-2-[1-(3-fluoro­phen­yl)ethyl­idene]hydrazine
title_full_unstemmed (E)-1-(2,4-Dinitro­phen­yl)-2-[1-(3-fluoro­phen­yl)ethyl­idene]hydrazine
title_short (E)-1-(2,4-Dinitro­phen­yl)-2-[1-(3-fluoro­phen­yl)ethyl­idene]hydrazine
title_sort (e)-1-(2,4-dinitro­phen­yl)-2-[1-(3-fluoro­phen­yl)ethyl­idene]hydrazine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379246/
https://www.ncbi.nlm.nih.gov/pubmed/22719444
http://dx.doi.org/10.1107/S160053681201937X
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