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A polymorph of 2,4-dinitro­phenyl­hydrazine

The crystal structure of a previously unreported polymorph (form II) of 2,4-dinitro­phenyl­hydrazine (DNPH), C(6)H(6)N(4)O(4), was determined at 90 K. The first polymorph (form I) is described in the monoclinic space group P2(1)/c [Okabe et al. (1993 ▶). Acta Cryst. C49, 1678–1680; Wardell et al. (2...

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Autores principales: Amimoto, Kiichi, Nishiguchi, Hiromitsu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588540/
https://www.ncbi.nlm.nih.gov/pubmed/23476598
http://dx.doi.org/10.1107/S1600536813004571
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author Amimoto, Kiichi
Nishiguchi, Hiromitsu
author_facet Amimoto, Kiichi
Nishiguchi, Hiromitsu
author_sort Amimoto, Kiichi
collection PubMed
description The crystal structure of a previously unreported polymorph (form II) of 2,4-dinitro­phenyl­hydrazine (DNPH), C(6)H(6)N(4)O(4), was determined at 90 K. The first polymorph (form I) is described in the monoclinic space group P2(1)/c [Okabe et al. (1993 ▶). Acta Cryst. C49, 1678–1680; Wardell et al. (2006 ▶). Acta Cryst. C62, o318–320], whereas form II is in the monoclinic space group Cc. The mol­ecular structures in forms I and II are closely similar, with the nitro groups at the 2- and 4-positions being almost coplanar with the benzene ring [dihedral angles of 3.54 (1) and 3.38 (1)°, respectively in II]. However, their packing arrangements are completely different. Form I exhibits a herringbone packing motif, whereas form II displays a coplanar chain structure. Each chain in form II is connected to adjacent chains by the inter­molecular inter­action between hydrazine NH(2) and 2-nitro groups, forming a sheet normal to (101). The sheet is stabilized by N—H⋯π inter­actions.
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spelling pubmed-35885402013-03-08 A polymorph of 2,4-dinitro­phenyl­hydrazine Amimoto, Kiichi Nishiguchi, Hiromitsu Acta Crystallogr Sect E Struct Rep Online Organic Papers The crystal structure of a previously unreported polymorph (form II) of 2,4-dinitro­phenyl­hydrazine (DNPH), C(6)H(6)N(4)O(4), was determined at 90 K. The first polymorph (form I) is described in the monoclinic space group P2(1)/c [Okabe et al. (1993 ▶). Acta Cryst. C49, 1678–1680; Wardell et al. (2006 ▶). Acta Cryst. C62, o318–320], whereas form II is in the monoclinic space group Cc. The mol­ecular structures in forms I and II are closely similar, with the nitro groups at the 2- and 4-positions being almost coplanar with the benzene ring [dihedral angles of 3.54 (1) and 3.38 (1)°, respectively in II]. However, their packing arrangements are completely different. Form I exhibits a herringbone packing motif, whereas form II displays a coplanar chain structure. Each chain in form II is connected to adjacent chains by the inter­molecular inter­action between hydrazine NH(2) and 2-nitro groups, forming a sheet normal to (101). The sheet is stabilized by N—H⋯π inter­actions. International Union of Crystallography 2013-02-23 /pmc/articles/PMC3588540/ /pubmed/23476598 http://dx.doi.org/10.1107/S1600536813004571 Text en © Amimoto and Nishiguchi 2013 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
Amimoto, Kiichi
Nishiguchi, Hiromitsu
A polymorph of 2,4-dinitro­phenyl­hydrazine
title A polymorph of 2,4-dinitro­phenyl­hydrazine
title_full A polymorph of 2,4-dinitro­phenyl­hydrazine
title_fullStr A polymorph of 2,4-dinitro­phenyl­hydrazine
title_full_unstemmed A polymorph of 2,4-dinitro­phenyl­hydrazine
title_short A polymorph of 2,4-dinitro­phenyl­hydrazine
title_sort polymorph of 2,4-dinitro­phenyl­hydrazine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588540/
https://www.ncbi.nlm.nih.gov/pubmed/23476598
http://dx.doi.org/10.1107/S1600536813004571
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