Cargando…
Synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen
Hexamethylenetetramine carboacetaminophenborane, a molecule with two pharmacophores attached to a central carboxyborate moiety, was synthesized and crystals were grown with an acetaminophen co-crystal former to result in the title 1:1 co-crystal [hexamethylenetetramine 4-acetamidopheny...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7784649/ https://www.ncbi.nlm.nih.gov/pubmed/33520268 http://dx.doi.org/10.1107/S2056989020015327 |
_version_ | 1783632333237125120 |
---|---|
author | Ayudhya, Theppawut Raymond, Casey Dingra, Nin |
author_facet | Ayudhya, Theppawut Raymond, Casey Dingra, Nin |
author_sort | Ayudhya, Theppawut |
collection | PubMed |
description | Hexamethylenetetramine carboacetaminophenborane, a molecule with two pharmacophores attached to a central carboxyborate moiety, was synthesized and crystals were grown with an acetaminophen co-crystal former to result in the title 1:1 co-crystal [hexamethylenetetramine 4-acetamidophenyl 2-boranylacetate–4-acetamidophenol (1/1)], C(15)H(22)BN(5)O(3)·C(8)H(9)NO(2). In the first of these molecules, both the borate-ester and acetylamino groups are considerably twisted away from the plane of the intervening benzene ring [dihedral angles = 76.89 (9) and 65.42 (9)°, respectively]. The extended structure of this co-crystal features N—H⋯O and O—H⋯O hydrogen bonds, which link the components into (100) sheets and weak C—H⋯O hydrogen bonds help to consolidate the structure. |
format | Online Article Text |
id | pubmed-7784649 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-77846492021-01-29 Synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen Ayudhya, Theppawut Raymond, Casey Dingra, Nin Acta Crystallogr E Crystallogr Commun Research Communications Hexamethylenetetramine carboacetaminophenborane, a molecule with two pharmacophores attached to a central carboxyborate moiety, was synthesized and crystals were grown with an acetaminophen co-crystal former to result in the title 1:1 co-crystal [hexamethylenetetramine 4-acetamidophenyl 2-boranylacetate–4-acetamidophenol (1/1)], C(15)H(22)BN(5)O(3)·C(8)H(9)NO(2). In the first of these molecules, both the borate-ester and acetylamino groups are considerably twisted away from the plane of the intervening benzene ring [dihedral angles = 76.89 (9) and 65.42 (9)°, respectively]. The extended structure of this co-crystal features N—H⋯O and O—H⋯O hydrogen bonds, which link the components into (100) sheets and weak C—H⋯O hydrogen bonds help to consolidate the structure. International Union of Crystallography 2020-11-24 /pmc/articles/PMC7784649/ /pubmed/33520268 http://dx.doi.org/10.1107/S2056989020015327 Text en © Ayudhya et al. 2020 http://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.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Ayudhya, Theppawut Raymond, Casey Dingra, Nin Synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen |
title | Synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen |
title_full | Synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen |
title_fullStr | Synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen |
title_full_unstemmed | Synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen |
title_short | Synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen |
title_sort | synthesis and structure of a 1:1 co-crystal of hexamethylenetetramine carboxyborane and acetaminophen |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7784649/ https://www.ncbi.nlm.nih.gov/pubmed/33520268 http://dx.doi.org/10.1107/S2056989020015327 |
work_keys_str_mv | AT ayudhyatheppawut synthesisandstructureofa11cocrystalofhexamethylenetetraminecarboxyboraneandacetaminophen AT raymondcasey synthesisandstructureofa11cocrystalofhexamethylenetetraminecarboxyboraneandacetaminophen AT dingranin synthesisandstructureofa11cocrystalofhexamethylenetetraminecarboxyboraneandacetaminophen |