Bis[(2,2-dimethyl­propano­yloxy)meth­yl] {[2-(6-amino-9H-purin-9-yl)eth­oxy]meth­yl}phospho­nate–succinic acid (2/1)

The title compound, C(20)H(32)N(5)O(8)P·0.5C(4)H(6)O(4), is composed of two 9-{2-[bis­(pivaloyloxymeth­oxy)phosphinylmeth­oxy]eth­yl}adenine, commonly known as adefovir dipivoxil (AD), mol­ecules linked to the carb­oxy­lic acid groups of succinic acid (SA). The asymmetric unit contains one mol­ecule...

Descripción completa

Detalles Bibliográficos
Autores principales: Jung, Sungyup, Ha, Jeong-Myeong, Kim, Il Won
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297872/
https://www.ncbi.nlm.nih.gov/pubmed/22412675
http://dx.doi.org/10.1107/S1600536812006873
_version_ 1782225926558318592
author Jung, Sungyup
Ha, Jeong-Myeong
Kim, Il Won
author_facet Jung, Sungyup
Ha, Jeong-Myeong
Kim, Il Won
author_sort Jung, Sungyup
collection PubMed
description The title compound, C(20)H(32)N(5)O(8)P·0.5C(4)H(6)O(4), is composed of two 9-{2-[bis­(pivaloyloxymeth­oxy)phosphinylmeth­oxy]eth­yl}adenine, commonly known as adefovir dipivoxil (AD), mol­ecules linked to the carb­oxy­lic acid groups of succinic acid (SA). The asymmetric unit contains one mol­ecule of AD and half a mol­ecule of SA, which sits on an inversion center. Both adenine units in the two AD mol­ecules make AD–SA N—H⋯O and SA–AD O—H⋯N hydrogen bonds to SA. In addition, the inter­molecular AD–AD N—H⋯O—P hydrogen bond serves to stabilize the cocrystal. There is also a π–π stacking inter­action [inter­planar spacing 3.34 (19) Å] between adjacent inversion-related adenine groups.
format Online
Article
Text
id pubmed-3297872
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-32978722012-03-12 Bis[(2,2-dimethyl­propano­yloxy)meth­yl] {[2-(6-amino-9H-purin-9-yl)eth­oxy]meth­yl}phospho­nate–succinic acid (2/1) Jung, Sungyup Ha, Jeong-Myeong Kim, Il Won Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(32)N(5)O(8)P·0.5C(4)H(6)O(4), is composed of two 9-{2-[bis­(pivaloyloxymeth­oxy)phosphinylmeth­oxy]eth­yl}adenine, commonly known as adefovir dipivoxil (AD), mol­ecules linked to the carb­oxy­lic acid groups of succinic acid (SA). The asymmetric unit contains one mol­ecule of AD and half a mol­ecule of SA, which sits on an inversion center. Both adenine units in the two AD mol­ecules make AD–SA N—H⋯O and SA–AD O—H⋯N hydrogen bonds to SA. In addition, the inter­molecular AD–AD N—H⋯O—P hydrogen bond serves to stabilize the cocrystal. There is also a π–π stacking inter­action [inter­planar spacing 3.34 (19) Å] between adjacent inversion-related adenine groups. International Union of Crystallography 2012-02-24 /pmc/articles/PMC3297872/ /pubmed/22412675 http://dx.doi.org/10.1107/S1600536812006873 Text en © Jung 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
Jung, Sungyup
Ha, Jeong-Myeong
Kim, Il Won
Bis[(2,2-dimethyl­propano­yloxy)meth­yl] {[2-(6-amino-9H-purin-9-yl)eth­oxy]meth­yl}phospho­nate–succinic acid (2/1)
title Bis[(2,2-dimethyl­propano­yloxy)meth­yl] {[2-(6-amino-9H-purin-9-yl)eth­oxy]meth­yl}phospho­nate–succinic acid (2/1)
title_full Bis[(2,2-dimethyl­propano­yloxy)meth­yl] {[2-(6-amino-9H-purin-9-yl)eth­oxy]meth­yl}phospho­nate–succinic acid (2/1)
title_fullStr Bis[(2,2-dimethyl­propano­yloxy)meth­yl] {[2-(6-amino-9H-purin-9-yl)eth­oxy]meth­yl}phospho­nate–succinic acid (2/1)
title_full_unstemmed Bis[(2,2-dimethyl­propano­yloxy)meth­yl] {[2-(6-amino-9H-purin-9-yl)eth­oxy]meth­yl}phospho­nate–succinic acid (2/1)
title_short Bis[(2,2-dimethyl­propano­yloxy)meth­yl] {[2-(6-amino-9H-purin-9-yl)eth­oxy]meth­yl}phospho­nate–succinic acid (2/1)
title_sort bis[(2,2-dimethyl­propano­yloxy)meth­yl] {[2-(6-amino-9h-purin-9-yl)eth­oxy]meth­yl}phospho­nate–succinic acid (2/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297872/
https://www.ncbi.nlm.nih.gov/pubmed/22412675
http://dx.doi.org/10.1107/S1600536812006873
work_keys_str_mv AT jungsungyup bis22dimethylpropanoyloxymethyl26amino9hpurin9ylethoxymethylphosphonatesuccinicacid21
AT hajeongmyeong bis22dimethylpropanoyloxymethyl26amino9hpurin9ylethoxymethylphosphonatesuccinicacid21
AT kimilwon bis22dimethylpropanoyloxymethyl26amino9hpurin9ylethoxymethylphosphonatesuccinicacid21

Ejemplares similares