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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...

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Autores principales: Dutkiewicz, Grzegorz, Samshuddin, S., Narayana, B., Yathirajan, H. S., Kubicki, Maciej
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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)°].
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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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