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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...

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Detalles Bibliográficos
Autores principales: Saeed, Sohail, Rashid, Naghmana, Butcher, Ray J., Öztürk Yildirim, Sema, Hussain, Rizwan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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]}.
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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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