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Crystal structure of 4-(2-meth­oxy­phen­yl)piper­azin-1-ium 3,5-dintrosalicylate

The title salt [systematic name: 4-(2-methoxyphenyl)piperazin-1-ium 2-carboxy-4,6-dinitrophenolate], C(11)H(17)N(2)O(+)·C(7)H(3)N(2)O(7) (−), exhibits secondary nitro­gen atoms (N—H) in the 2-meth­oxy­phenyl­piperazine (2MeOPP) cation, which is protonated with a phenolic hydrogen atom of 3,5-di­nitr...

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Autores principales: Subha, Veerappan, Seethalakshmi, Thangaraj, Balakrishnan, Thangavelu, Percino, M. Judith, Venkatesan, Perumal
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361365/
https://www.ncbi.nlm.nih.gov/pubmed/35974824
http://dx.doi.org/10.1107/S2056989022006831
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author Subha, Veerappan
Seethalakshmi, Thangaraj
Balakrishnan, Thangavelu
Percino, M. Judith
Venkatesan, Perumal
author_facet Subha, Veerappan
Seethalakshmi, Thangaraj
Balakrishnan, Thangavelu
Percino, M. Judith
Venkatesan, Perumal
author_sort Subha, Veerappan
collection PubMed
description The title salt [systematic name: 4-(2-methoxyphenyl)piperazin-1-ium 2-carboxy-4,6-dinitrophenolate], C(11)H(17)N(2)O(+)·C(7)H(3)N(2)O(7) (−), exhibits secondary nitro­gen atoms (N—H) in the 2-meth­oxy­phenyl­piperazine (2MeOPP) cation, which is protonated with a phenolic hydrogen atom of 3,5-di­nitro­salicylic acid (DNSA). One of the oxygen atoms of the nitro group in the 3,5-di­nitro­salicylate anion is disordered over two orientations with occupancy factors of 0.65 (7) and 0.35 (7) . The 2-meth­­oxy­phenyl­piperazinium cation and 3,5-di­nitro­salicylate anion are linked in the asymmetric unit by a bifurcated N—H⋯O hydrogen bond, which formed is between the H atom in the protonated piperazinium unit of the cation and the carb­oxy­lic acid group in the anion. The piperazine ring adopts a chair conformation. The crystal structure features N—H⋯O and C—H⋯O hydrogen bonds inter­actions, which lead to the formation of a sandwich-like arrangement. Hirshfeld surface analysis was used to determine the relative contributions of various inter­molecular inter­actions, indicating that that H⋯O/O⋯H (38. 3%) and H⋯H (31. 8%) contacts are the major contributors.
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spelling pubmed-93613652022-08-15 Crystal structure of 4-(2-meth­oxy­phen­yl)piper­azin-1-ium 3,5-dintrosalicylate Subha, Veerappan Seethalakshmi, Thangaraj Balakrishnan, Thangavelu Percino, M. Judith Venkatesan, Perumal Acta Crystallogr E Crystallogr Commun Research Communications The title salt [systematic name: 4-(2-methoxyphenyl)piperazin-1-ium 2-carboxy-4,6-dinitrophenolate], C(11)H(17)N(2)O(+)·C(7)H(3)N(2)O(7) (−), exhibits secondary nitro­gen atoms (N—H) in the 2-meth­oxy­phenyl­piperazine (2MeOPP) cation, which is protonated with a phenolic hydrogen atom of 3,5-di­nitro­salicylic acid (DNSA). One of the oxygen atoms of the nitro group in the 3,5-di­nitro­salicylate anion is disordered over two orientations with occupancy factors of 0.65 (7) and 0.35 (7) . The 2-meth­­oxy­phenyl­piperazinium cation and 3,5-di­nitro­salicylate anion are linked in the asymmetric unit by a bifurcated N—H⋯O hydrogen bond, which formed is between the H atom in the protonated piperazinium unit of the cation and the carb­oxy­lic acid group in the anion. The piperazine ring adopts a chair conformation. The crystal structure features N—H⋯O and C—H⋯O hydrogen bonds inter­actions, which lead to the formation of a sandwich-like arrangement. Hirshfeld surface analysis was used to determine the relative contributions of various inter­molecular inter­actions, indicating that that H⋯O/O⋯H (38. 3%) and H⋯H (31. 8%) contacts are the major contributors. International Union of Crystallography 2022-07-12 /pmc/articles/PMC9361365/ /pubmed/35974824 http://dx.doi.org/10.1107/S2056989022006831 Text en © Subha et al. 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Subha, Veerappan
Seethalakshmi, Thangaraj
Balakrishnan, Thangavelu
Percino, M. Judith
Venkatesan, Perumal
Crystal structure of 4-(2-meth­oxy­phen­yl)piper­azin-1-ium 3,5-dintrosalicylate
title Crystal structure of 4-(2-meth­oxy­phen­yl)piper­azin-1-ium 3,5-dintrosalicylate
title_full Crystal structure of 4-(2-meth­oxy­phen­yl)piper­azin-1-ium 3,5-dintrosalicylate
title_fullStr Crystal structure of 4-(2-meth­oxy­phen­yl)piper­azin-1-ium 3,5-dintrosalicylate
title_full_unstemmed Crystal structure of 4-(2-meth­oxy­phen­yl)piper­azin-1-ium 3,5-dintrosalicylate
title_short Crystal structure of 4-(2-meth­oxy­phen­yl)piper­azin-1-ium 3,5-dintrosalicylate
title_sort crystal structure of 4-(2-meth­oxy­phen­yl)piper­azin-1-ium 3,5-dintrosalicylate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361365/
https://www.ncbi.nlm.nih.gov/pubmed/35974824
http://dx.doi.org/10.1107/S2056989022006831
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