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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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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2013
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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. |
format | Online Article Text |
id | pubmed-3588540 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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