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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2011
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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. |
format | Text |
id | pubmed-3051536 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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