Cargando…
1-Piperonylpiperazinium picrate
In the cation of the title salt [systematic name: 4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-ium 2,4,6-trinitrophenolate], C(12)H(17)N(2)O(2) (+)·C(6)H(2)N(3)O(7) (−), the piperazine ring adopts a slightly disordered chair conformation. The piperonyl ring system and the piperazine ring are tw...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998354/ https://www.ncbi.nlm.nih.gov/pubmed/24764915 http://dx.doi.org/10.1107/S1600536814001524 |
_version_ | 1782313344234946560 |
---|---|
author | Kavitha, Channappa N. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H. S. |
author_facet | Kavitha, Channappa N. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H. S. |
author_sort | Kavitha, Channappa N. |
collection | PubMed |
description | In the cation of the title salt [systematic name: 4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-ium 2,4,6-trinitrophenolate], C(12)H(17)N(2)O(2) (+)·C(6)H(2)N(3)O(7) (−), the piperazine ring adopts a slightly disordered chair conformation. The piperonyl ring system and the piperazine ring are twisted with respect to each other with an N—C—C—C torsion angle of 40.7 (2)°. In the anion, the dihedral angles between the mean planes of the nitro substituents ortho to the phenolate O atom and the mean plane of the phenyl ring are 28.8 (9) and 32.2 (8)°. In contrast, the nitro group in the para position lies much closer to the aromatic ring plane, subtending a dihedral angle of 3.0 (1)°. In the crystal, the cations and anions interact through N—H⋯O hydrogen bonds and a weak C—H⋯O interaction. Weak C—H⋯O interactions are also observed between the anions, forming R (2) (2)(10) graph-set ring motifs. In addition, a weak centroid–centroid π–π stacking interaction between the aromatic rings of the cation and the anion, with an intercentroid distance of 3.7471 (9) Å, contributes to the crystal packing, resulting in a two-dimensional network along (10-1). |
format | Online Article Text |
id | pubmed-3998354 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39983542014-04-24 1-Piperonylpiperazinium picrate Kavitha, Channappa N. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H. S. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the cation of the title salt [systematic name: 4-(2H-1,3-benzodioxol-5-ylmethyl)piperazin-1-ium 2,4,6-trinitrophenolate], C(12)H(17)N(2)O(2) (+)·C(6)H(2)N(3)O(7) (−), the piperazine ring adopts a slightly disordered chair conformation. The piperonyl ring system and the piperazine ring are twisted with respect to each other with an N—C—C—C torsion angle of 40.7 (2)°. In the anion, the dihedral angles between the mean planes of the nitro substituents ortho to the phenolate O atom and the mean plane of the phenyl ring are 28.8 (9) and 32.2 (8)°. In contrast, the nitro group in the para position lies much closer to the aromatic ring plane, subtending a dihedral angle of 3.0 (1)°. In the crystal, the cations and anions interact through N—H⋯O hydrogen bonds and a weak C—H⋯O interaction. Weak C—H⋯O interactions are also observed between the anions, forming R (2) (2)(10) graph-set ring motifs. In addition, a weak centroid–centroid π–π stacking interaction between the aromatic rings of the cation and the anion, with an intercentroid distance of 3.7471 (9) Å, contributes to the crystal packing, resulting in a two-dimensional network along (10-1). International Union of Crystallography 2014-01-29 /pmc/articles/PMC3998354/ /pubmed/24764915 http://dx.doi.org/10.1107/S1600536814001524 Text en © Kavitha et al. 2014 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 Kavitha, Channappa N. Kaur, Manpreet Anderson, Brian J. Jasinski, Jerry P. Yathirajan, H. S. 1-Piperonylpiperazinium picrate |
title | 1-Piperonylpiperazinium picrate |
title_full | 1-Piperonylpiperazinium picrate |
title_fullStr | 1-Piperonylpiperazinium picrate |
title_full_unstemmed | 1-Piperonylpiperazinium picrate |
title_short | 1-Piperonylpiperazinium picrate |
title_sort | 1-piperonylpiperazinium picrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998354/ https://www.ncbi.nlm.nih.gov/pubmed/24764915 http://dx.doi.org/10.1107/S1600536814001524 |
work_keys_str_mv | AT kavithachannappan 1piperonylpiperaziniumpicrate AT kaurmanpreet 1piperonylpiperaziniumpicrate AT andersonbrianj 1piperonylpiperaziniumpicrate AT jasinskijerryp 1piperonylpiperaziniumpicrate AT yathirajanhs 1piperonylpiperaziniumpicrate |