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4-(Naphthalene-2-carboxamido)pyridin-1-ium thiocyanate–N-(pyridin-4-yl)naphthalene-2-carboxamide (1/1)
The asymmetric unit of the title compound, C(16)H(13)N(2)O(+)·NCS(−)·C(16)H(12)N(2)O, contains two N-(pyridin-4-yl)naphthalene-2-carboxamide molecules, both are partially protonated in the pyridine moiety, i.e. the H atom attached to the pyridine N atom is partially occupied with an occupancy facto...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470361/ https://www.ncbi.nlm.nih.gov/pubmed/23125774 http://dx.doi.org/10.1107/S1600536812039864 |
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author | Saeed, Sohail Rashid, Naghmana Butcher, Ray J. Öztürk Yildirim, Sema Hussain, Rizwan |
author_facet | Saeed, Sohail Rashid, Naghmana Butcher, Ray J. Öztürk Yildirim, Sema Hussain, Rizwan |
author_sort | Saeed, Sohail |
collection | PubMed |
description | The asymmetric unit of the title compound, C(16)H(13)N(2)O(+)·NCS(−)·C(16)H(12)N(2)O, contains two N-(pyridin-4-yl)naphthalene-2-carboxamide molecules, both are partially protonated in the pyridine moiety, i.e. the H atom attached to the pyridine N atom is partially occupied with an occupancy factor of 0.61 (3) and 0.39 (3), respectively. In the crystal, protonated and neutral N-(pyridin-4-yl)naphthalene-2-carboxamide molecules are linked by N—H⋯N hydrogen bonding; the thiocyanate counter-ion links with both protonated and neutral N-(pyridin-4-yl)naphthalene-2-carboxamide molecules via N—H⋯S and N—H⋯N hydrogen bonding. The dihedral angles between the pyridine ring and naphthalene ring systems are 11.33 (6) and 9.51 (6)°, respectively. π–π stacking is observed in the crystal structure, the shortest centroid–centroid distance being 3.5929 (8) Å. The crystal structure was determined from a nonmerohedral twin {ratio of the twin components = 0.357 (1):0.643 (1) and twin law [-100 0-10 -101]}. |
format | Online Article Text |
id | pubmed-3470361 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-34703612012-11-02 4-(Naphthalene-2-carboxamido)pyridin-1-ium thiocyanate–N-(pyridin-4-yl)naphthalene-2-carboxamide (1/1) Saeed, Sohail Rashid, Naghmana Butcher, Ray J. Öztürk Yildirim, Sema Hussain, Rizwan Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, C(16)H(13)N(2)O(+)·NCS(−)·C(16)H(12)N(2)O, contains two N-(pyridin-4-yl)naphthalene-2-carboxamide molecules, both are partially protonated in the pyridine moiety, i.e. the H atom attached to the pyridine N atom is partially occupied with an occupancy factor of 0.61 (3) and 0.39 (3), respectively. In the crystal, protonated and neutral N-(pyridin-4-yl)naphthalene-2-carboxamide molecules are linked by N—H⋯N hydrogen bonding; the thiocyanate counter-ion links with both protonated and neutral N-(pyridin-4-yl)naphthalene-2-carboxamide molecules via N—H⋯S and N—H⋯N hydrogen bonding. The dihedral angles between the pyridine ring and naphthalene ring systems are 11.33 (6) and 9.51 (6)°, respectively. π–π stacking is observed in the crystal structure, the shortest centroid–centroid distance being 3.5929 (8) Å. The crystal structure was determined from a nonmerohedral twin {ratio of the twin components = 0.357 (1):0.643 (1) and twin law [-100 0-10 -101]}. International Union of Crystallography 2012-09-26 /pmc/articles/PMC3470361/ /pubmed/23125774 http://dx.doi.org/10.1107/S1600536812039864 Text en © Saeed et al. 2012 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 Saeed, Sohail Rashid, Naghmana Butcher, Ray J. Öztürk Yildirim, Sema Hussain, Rizwan 4-(Naphthalene-2-carboxamido)pyridin-1-ium thiocyanate–N-(pyridin-4-yl)naphthalene-2-carboxamide (1/1) |
title | 4-(Naphthalene-2-carboxamido)pyridin-1-ium thiocyanate–N-(pyridin-4-yl)naphthalene-2-carboxamide (1/1) |
title_full | 4-(Naphthalene-2-carboxamido)pyridin-1-ium thiocyanate–N-(pyridin-4-yl)naphthalene-2-carboxamide (1/1) |
title_fullStr | 4-(Naphthalene-2-carboxamido)pyridin-1-ium thiocyanate–N-(pyridin-4-yl)naphthalene-2-carboxamide (1/1) |
title_full_unstemmed | 4-(Naphthalene-2-carboxamido)pyridin-1-ium thiocyanate–N-(pyridin-4-yl)naphthalene-2-carboxamide (1/1) |
title_short | 4-(Naphthalene-2-carboxamido)pyridin-1-ium thiocyanate–N-(pyridin-4-yl)naphthalene-2-carboxamide (1/1) |
title_sort | 4-(naphthalene-2-carboxamido)pyridin-1-ium thiocyanate–n-(pyridin-4-yl)naphthalene-2-carboxamide (1/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3470361/ https://www.ncbi.nlm.nih.gov/pubmed/23125774 http://dx.doi.org/10.1107/S1600536812039864 |
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