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Supra­molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N (6)-benzoyl­adenine with 4-hy­droxy­benzoic acid

The asymmetric unit of the title co-crystal, C(12)H(9)N(5)O·C(7)H(6)O(3), contains one mol­ecule of N (6)-benzoyl­adenine (BA) and one mol­ecule of 4-hy­droxy­benzoic acid (HBA). The N (6)-benzoyl­adenine (BA) has an N(7)—H tautomeric form with nonprotonated N-1 and N-3 atoms. This tautomeric form i...

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Autores principales: Swinton Darious, Robert, Thomas Muthiah, Packianathan, Perdih, Franc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5347060/
https://www.ncbi.nlm.nih.gov/pubmed/28316815
http://dx.doi.org/10.1107/S2056989017002171
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author Swinton Darious, Robert
Thomas Muthiah, Packianathan
Perdih, Franc
author_facet Swinton Darious, Robert
Thomas Muthiah, Packianathan
Perdih, Franc
author_sort Swinton Darious, Robert
collection PubMed
description The asymmetric unit of the title co-crystal, C(12)H(9)N(5)O·C(7)H(6)O(3), contains one mol­ecule of N (6)-benzoyl­adenine (BA) and one mol­ecule of 4-hy­droxy­benzoic acid (HBA). The N (6)-benzoyl­adenine (BA) has an N(7)—H tautomeric form with nonprotonated N-1 and N-3 atoms. This tautomeric form is stabilized by a typical intra­molecular N—H⋯O hydrogen bond between the carbonyl (C=O) group and the N(7)—H hydrogen on the Hoogsteen face of the purine ring, forming a graph-set S(7) ring motif. The primary robust R (2) (2)(8) ring motif is formed in the Watson–Crick face via N—H⋯O and O—H⋯N hydrogen bonds (involving N1, N6—H and the carboxyl group of HBA). Weak inter­actions, such as, C—H⋯π and π–π are also observed in this crystal structure.
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spelling pubmed-53470602017-03-17 Supra­molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N (6)-benzoyl­adenine with 4-hy­droxy­benzoic acid Swinton Darious, Robert Thomas Muthiah, Packianathan Perdih, Franc Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the title co-crystal, C(12)H(9)N(5)O·C(7)H(6)O(3), contains one mol­ecule of N (6)-benzoyl­adenine (BA) and one mol­ecule of 4-hy­droxy­benzoic acid (HBA). The N (6)-benzoyl­adenine (BA) has an N(7)—H tautomeric form with nonprotonated N-1 and N-3 atoms. This tautomeric form is stabilized by a typical intra­molecular N—H⋯O hydrogen bond between the carbonyl (C=O) group and the N(7)—H hydrogen on the Hoogsteen face of the purine ring, forming a graph-set S(7) ring motif. The primary robust R (2) (2)(8) ring motif is formed in the Watson–Crick face via N—H⋯O and O—H⋯N hydrogen bonds (involving N1, N6—H and the carboxyl group of HBA). Weak inter­actions, such as, C—H⋯π and π–π are also observed in this crystal structure. International Union of Crystallography 2017-02-17 /pmc/articles/PMC5347060/ /pubmed/28316815 http://dx.doi.org/10.1107/S2056989017002171 Text en © Swinton Darious et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ 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.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Swinton Darious, Robert
Thomas Muthiah, Packianathan
Perdih, Franc
Supra­molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N (6)-benzoyl­adenine with 4-hy­droxy­benzoic acid
title Supra­molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N (6)-benzoyl­adenine with 4-hy­droxy­benzoic acid
title_full Supra­molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N (6)-benzoyl­adenine with 4-hy­droxy­benzoic acid
title_fullStr Supra­molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N (6)-benzoyl­adenine with 4-hy­droxy­benzoic acid
title_full_unstemmed Supra­molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N (6)-benzoyl­adenine with 4-hy­droxy­benzoic acid
title_short Supra­molecular hydrogen-bonding patterns in a 1:1 co-crystal of the N(7)—H tautomeric form of N (6)-benzoyl­adenine with 4-hy­droxy­benzoic acid
title_sort supra­molecular hydrogen-bonding patterns in a 1:1 co-crystal of the n(7)—h tautomeric form of n (6)-benzoyl­adenine with 4-hy­droxy­benzoic acid
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5347060/
https://www.ncbi.nlm.nih.gov/pubmed/28316815
http://dx.doi.org/10.1107/S2056989017002171
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