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1-Methylpiperazine-1,4-diium dipicrate
In the crystal structure of the title compound [systematic name: 1-methylpiperazine-1,4-diium bis(2,4,6-trinitrophenolate)], C(5)H(14)N(2) (2+)·2C(6)H(2)N(3)O(7) (−), the ionic components are connected by relatively strong N—H⋯O hydrogen bonds into centrosymmetric six-membered conglomerates, wh...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051773/ https://www.ncbi.nlm.nih.gov/pubmed/21523064 http://dx.doi.org/10.1107/S1600536811001024 |
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author | Dutkiewicz, Grzegorz Samshuddin, S. Narayana, B. Yathirajan, H. S. Kubicki, Maciej |
author_facet | Dutkiewicz, Grzegorz Samshuddin, S. Narayana, B. Yathirajan, H. S. Kubicki, Maciej |
author_sort | Dutkiewicz, Grzegorz |
collection | PubMed |
description | In the crystal structure of the title compound [systematic name: 1-methylpiperazine-1,4-diium bis(2,4,6-trinitrophenolate)], C(5)H(14)N(2) (2+)·2C(6)H(2)N(3)O(7) (−), the ionic components are connected by relatively strong N—H⋯O hydrogen bonds into centrosymmetric six-membered conglomerates, which comprise two dications and four anions. Besides Coulombic interactions, only weak C—H⋯O interactions and some stacking between picrates (separation between the planes of ca. 3.4 Å but only a small overlapping) can be identified between these ‘building blocks’ of the crystal structure. The piperazine ring adopts a chair conformation with the methyl substituent in the equatorial position. In the picrate anions, the twist angles of the nitro groups depend on their positions relative to the phenolate O atom: it is much smaller for the NO(2) groups para to the C—O(−) group [15.23 (9)and 3.92 (14)°] than for the groups in the ortho positions [28.76 (13)–39.84 (11)°]. |
format | Text |
id | pubmed-3051773 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30517732011-04-26 1-Methylpiperazine-1,4-diium dipicrate Dutkiewicz, Grzegorz Samshuddin, S. Narayana, B. Yathirajan, H. S. Kubicki, Maciej Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the title compound [systematic name: 1-methylpiperazine-1,4-diium bis(2,4,6-trinitrophenolate)], C(5)H(14)N(2) (2+)·2C(6)H(2)N(3)O(7) (−), the ionic components are connected by relatively strong N—H⋯O hydrogen bonds into centrosymmetric six-membered conglomerates, which comprise two dications and four anions. Besides Coulombic interactions, only weak C—H⋯O interactions and some stacking between picrates (separation between the planes of ca. 3.4 Å but only a small overlapping) can be identified between these ‘building blocks’ of the crystal structure. The piperazine ring adopts a chair conformation with the methyl substituent in the equatorial position. In the picrate anions, the twist angles of the nitro groups depend on their positions relative to the phenolate O atom: it is much smaller for the NO(2) groups para to the C—O(−) group [15.23 (9)and 3.92 (14)°] than for the groups in the ortho positions [28.76 (13)–39.84 (11)°]. International Union of Crystallography 2011-01-15 /pmc/articles/PMC3051773/ /pubmed/21523064 http://dx.doi.org/10.1107/S1600536811001024 Text en © Dutkiewicz 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 Dutkiewicz, Grzegorz Samshuddin, S. Narayana, B. Yathirajan, H. S. Kubicki, Maciej 1-Methylpiperazine-1,4-diium dipicrate |
title | 1-Methylpiperazine-1,4-diium dipicrate |
title_full | 1-Methylpiperazine-1,4-diium dipicrate |
title_fullStr | 1-Methylpiperazine-1,4-diium dipicrate |
title_full_unstemmed | 1-Methylpiperazine-1,4-diium dipicrate |
title_short | 1-Methylpiperazine-1,4-diium dipicrate |
title_sort | 1-methylpiperazine-1,4-diium dipicrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051773/ https://www.ncbi.nlm.nih.gov/pubmed/21523064 http://dx.doi.org/10.1107/S1600536811001024 |
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