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Orphenadrinium picrate
In the title molecular salt {systematic name: N,N-dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanaminium 2,4,6-trinitrophenolate}, C(18)H(24)NO(+)·C(6)H(2)N(3)O(7) (−), the phenyl rings of the orphenadrinum cation are disordered [occupancies = 0.662 (4) and 0.338 (4)]. The N atom in the orph...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050380/ https://www.ncbi.nlm.nih.gov/pubmed/21522693 http://dx.doi.org/10.1107/S1600536810049937 |
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author | Jasinski, Jerry P. Butcher, Ray J. Siddaraju, B. P. Yathirajan, H. S. Narayana, B. |
author_facet | Jasinski, Jerry P. Butcher, Ray J. Siddaraju, B. P. Yathirajan, H. S. Narayana, B. |
author_sort | Jasinski, Jerry P. |
collection | PubMed |
description | In the title molecular salt {systematic name: N,N-dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanaminium 2,4,6-trinitrophenolate}, C(18)H(24)NO(+)·C(6)H(2)N(3)O(7) (−), the phenyl rings of the orphenadrinum cation are disordered [occupancies = 0.662 (4) and 0.338 (4)]. The N atom in the orphenadrinum cation is protonated. The picrate anion interacts with the protonated N atom through a bifurcated N—H⋯O hydrogen bond, forming an R (1) (2)(6) ring motif with an adjacent cation. The mean planes of the two o-NO(2) and single p-NO(2) groups in the picrate anion are twisted by 23.0 (6), 31.3 (3) and 6.3 (2)° with respect to the mean planes of the six-membered ring. Weak intermolecular C—H⋯O hydrogen bonds, C—H⋯π intermolecular interactions and weak π–π stacking interactions [centroid–centroid distances = 3.677 (2) and 3.515 (3) Å} stabilize the crystal packing, creating a three-dimensional network. |
format | Text |
id | pubmed-3050380 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30503802011-04-26 Orphenadrinium picrate Jasinski, Jerry P. Butcher, Ray J. Siddaraju, B. P. Yathirajan, H. S. Narayana, B. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecular salt {systematic name: N,N-dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanaminium 2,4,6-trinitrophenolate}, C(18)H(24)NO(+)·C(6)H(2)N(3)O(7) (−), the phenyl rings of the orphenadrinum cation are disordered [occupancies = 0.662 (4) and 0.338 (4)]. The N atom in the orphenadrinum cation is protonated. The picrate anion interacts with the protonated N atom through a bifurcated N—H⋯O hydrogen bond, forming an R (1) (2)(6) ring motif with an adjacent cation. The mean planes of the two o-NO(2) and single p-NO(2) groups in the picrate anion are twisted by 23.0 (6), 31.3 (3) and 6.3 (2)° with respect to the mean planes of the six-membered ring. Weak intermolecular C—H⋯O hydrogen bonds, C—H⋯π intermolecular interactions and weak π–π stacking interactions [centroid–centroid distances = 3.677 (2) and 3.515 (3) Å} stabilize the crystal packing, creating a three-dimensional network. International Union of Crystallography 2010-12-18 /pmc/articles/PMC3050380/ /pubmed/21522693 http://dx.doi.org/10.1107/S1600536810049937 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. Siddaraju, B. P. Yathirajan, H. S. Narayana, B. Orphenadrinium picrate |
title | Orphenadrinium picrate |
title_full | Orphenadrinium picrate |
title_fullStr | Orphenadrinium picrate |
title_full_unstemmed | Orphenadrinium picrate |
title_short | Orphenadrinium picrate |
title_sort | orphenadrinium picrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050380/ https://www.ncbi.nlm.nih.gov/pubmed/21522693 http://dx.doi.org/10.1107/S1600536810049937 |
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