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Cinnarizinium dipicrate

In the cinnarizinium dication of the title compound {systematic name: 1-diphenyl­methyl-4-[(2E)-3-phenyl­prop-2-en-1-yl]piperazine-1,4-diium bis­(2,4,6-trinitro­phenolate)}, C(26)H(30)N(2) (2+)·2C(6)H(2)N(3)O(7) (−), the piperazine group is protonated at both N atoms and adopts a slightly distorted...

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Autores principales: Jasinski, Jerry P., Butcher, Ray J., Siddegowda, M. S., Yathirajan, H. S., Chidan Kumar, C. S.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051536/
https://www.ncbi.nlm.nih.gov/pubmed/21523154
http://dx.doi.org/10.1107/S1600536811002674
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author Jasinski, Jerry P.
Butcher, Ray J.
Siddegowda, M. S.
Yathirajan, H. S.
Chidan Kumar, C. S.
author_facet Jasinski, Jerry P.
Butcher, Ray J.
Siddegowda, M. S.
Yathirajan, H. S.
Chidan Kumar, C. S.
author_sort Jasinski, Jerry P.
collection PubMed
description In the cinnarizinium dication of the title compound {systematic name: 1-diphenyl­methyl-4-[(2E)-3-phenyl­prop-2-en-1-yl]piperazine-1,4-diium bis­(2,4,6-trinitro­phenolate)}, C(26)H(30)N(2) (2+)·2C(6)H(2)N(3)O(7) (−), the piperazine group is protonated at both N atoms and adopts a slightly distorted chair conformation. Strong N—H⋯O(hy­droxy) cation–anion hydrogen bonds link the dication and two anions. In the cation, the (2E)-3-phenyl­prop-2-en-1-yl fragment is disordered over two positions in a ratio of 0.586 (4): 0.414 (4). Two nitro groups in one anion and three in the other one demonstrate rotational disorder. The crystal packing is stabilized by weak inter­molecular π–π [centroid–centroid distances = 3.844 (7), 3.677 (9), 3.825 (5), 3.634 (2) and 3.729 (7) Å], C—H⋯π and C—H⋯O inter­actions.
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spelling pubmed-30515362011-04-26 Cinnarizinium dipicrate Jasinski, Jerry P. Butcher, Ray J. Siddegowda, M. S. Yathirajan, H. S. Chidan Kumar, C. S. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the cinnarizinium dication of the title compound {systematic name: 1-diphenyl­methyl-4-[(2E)-3-phenyl­prop-2-en-1-yl]piperazine-1,4-diium bis­(2,4,6-trinitro­phenolate)}, C(26)H(30)N(2) (2+)·2C(6)H(2)N(3)O(7) (−), the piperazine group is protonated at both N atoms and adopts a slightly distorted chair conformation. Strong N—H⋯O(hy­droxy) cation–anion hydrogen bonds link the dication and two anions. In the cation, the (2E)-3-phenyl­prop-2-en-1-yl fragment is disordered over two positions in a ratio of 0.586 (4): 0.414 (4). Two nitro groups in one anion and three in the other one demonstrate rotational disorder. The crystal packing is stabilized by weak inter­molecular π–π [centroid–centroid distances = 3.844 (7), 3.677 (9), 3.825 (5), 3.634 (2) and 3.729 (7) Å], C—H⋯π and C—H⋯O inter­actions. International Union of Crystallography 2011-01-26 /pmc/articles/PMC3051536/ /pubmed/21523154 http://dx.doi.org/10.1107/S1600536811002674 Text en © Jasinski 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
Jasinski, Jerry P.
Butcher, Ray J.
Siddegowda, M. S.
Yathirajan, H. S.
Chidan Kumar, C. S.
Cinnarizinium dipicrate
title Cinnarizinium dipicrate
title_full Cinnarizinium dipicrate
title_fullStr Cinnarizinium dipicrate
title_full_unstemmed Cinnarizinium dipicrate
title_short Cinnarizinium dipicrate
title_sort cinnarizinium dipicrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051536/
https://www.ncbi.nlm.nih.gov/pubmed/21523154
http://dx.doi.org/10.1107/S1600536811002674
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