4-(4-Chloro­phen­yl)-1-[3-(4-fluoro­benzo­yl)prop­yl]-4-hydroxy­piperidin-1-ium 2,4,6-trinitro­phenolate (haloperidol picrate)

In the title salt, C(21)H(24)ClFNO(2) (+)·C(6)H(2)N(3)O(7) (−), the dihedral angle between the aromatic rings in the cation is 16.5 (1)°. The piperidium ring adopts a slightly distorted chair conformation. Strong hydrogen-bonding inter­actions occur between the N—H and O—H functions of the 4-hydroxy...

Descripción completa

Detalles Bibliográficos
Autores principales: Jasinski, Jerry P., Butcher, Ray J., Hakim Al-Arique, Q. N. M., Yathirajan, H. S., Narayana, B.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970318/
https://www.ncbi.nlm.nih.gov/pubmed/21577866
http://dx.doi.org/10.1107/S1600536809033261
_version_ 1782190410926391296
author Jasinski, Jerry P.
Butcher, Ray J.
Hakim Al-Arique, Q. N. M.
Yathirajan, H. S.
Narayana, B.
author_facet Jasinski, Jerry P.
Butcher, Ray J.
Hakim Al-Arique, Q. N. M.
Yathirajan, H. S.
Narayana, B.
author_sort Jasinski, Jerry P.
collection PubMed
description In the title salt, C(21)H(24)ClFNO(2) (+)·C(6)H(2)N(3)O(7) (−), the dihedral angle between the aromatic rings in the cation is 16.5 (1)°. The piperidium ring adopts a slightly distorted chair conformation. Strong hydrogen-bonding inter­actions occur between the N—H and O—H functions of the 4-hydroxy­piperidin-1-ium ring and the phenolate and p-NO(2) O atoms of the picrate anion. In addition, a variety of weak C—H⋯O and π–π ring inter­actions between cations and cation–anion neighbors [centroid–centroid distances = 3.597 (1) and 3.848 (10) Å] further consolidate the packing.
format Text
id pubmed-2970318
institution National Center for Biotechnology Information
language English
publishDate 2009
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29703182010-12-30 4-(4-Chloro­phen­yl)-1-[3-(4-fluoro­benzo­yl)prop­yl]-4-hydroxy­piperidin-1-ium 2,4,6-trinitro­phenolate (haloperidol picrate) Jasinski, Jerry P. Butcher, Ray J. Hakim Al-Arique, Q. N. M. Yathirajan, H. S. Narayana, B. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(21)H(24)ClFNO(2) (+)·C(6)H(2)N(3)O(7) (−), the dihedral angle between the aromatic rings in the cation is 16.5 (1)°. The piperidium ring adopts a slightly distorted chair conformation. Strong hydrogen-bonding inter­actions occur between the N—H and O—H functions of the 4-hydroxy­piperidin-1-ium ring and the phenolate and p-NO(2) O atoms of the picrate anion. In addition, a variety of weak C—H⋯O and π–π ring inter­actions between cations and cation–anion neighbors [centroid–centroid distances = 3.597 (1) and 3.848 (10) Å] further consolidate the packing. International Union of Crystallography 2009-09-09 /pmc/articles/PMC2970318/ /pubmed/21577866 http://dx.doi.org/10.1107/S1600536809033261 Text en © Jasinski et al. 2009 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
Jasinski, Jerry P.
Butcher, Ray J.
Hakim Al-Arique, Q. N. M.
Yathirajan, H. S.
Narayana, B.
4-(4-Chloro­phen­yl)-1-[3-(4-fluoro­benzo­yl)prop­yl]-4-hydroxy­piperidin-1-ium 2,4,6-trinitro­phenolate (haloperidol picrate)
title 4-(4-Chloro­phen­yl)-1-[3-(4-fluoro­benzo­yl)prop­yl]-4-hydroxy­piperidin-1-ium 2,4,6-trinitro­phenolate (haloperidol picrate)
title_full 4-(4-Chloro­phen­yl)-1-[3-(4-fluoro­benzo­yl)prop­yl]-4-hydroxy­piperidin-1-ium 2,4,6-trinitro­phenolate (haloperidol picrate)
title_fullStr 4-(4-Chloro­phen­yl)-1-[3-(4-fluoro­benzo­yl)prop­yl]-4-hydroxy­piperidin-1-ium 2,4,6-trinitro­phenolate (haloperidol picrate)
title_full_unstemmed 4-(4-Chloro­phen­yl)-1-[3-(4-fluoro­benzo­yl)prop­yl]-4-hydroxy­piperidin-1-ium 2,4,6-trinitro­phenolate (haloperidol picrate)
title_short 4-(4-Chloro­phen­yl)-1-[3-(4-fluoro­benzo­yl)prop­yl]-4-hydroxy­piperidin-1-ium 2,4,6-trinitro­phenolate (haloperidol picrate)
title_sort 4-(4-chloro­phen­yl)-1-[3-(4-fluoro­benzo­yl)prop­yl]-4-hydroxy­piperidin-1-ium 2,4,6-trinitro­phenolate (haloperidol picrate)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970318/
https://www.ncbi.nlm.nih.gov/pubmed/21577866
http://dx.doi.org/10.1107/S1600536809033261
work_keys_str_mv AT jasinskijerryp 44chlorophenyl134fluorobenzoylpropyl4hydroxypiperidin1ium246trinitrophenolatehaloperidolpicrate
AT butcherrayj 44chlorophenyl134fluorobenzoylpropyl4hydroxypiperidin1ium246trinitrophenolatehaloperidolpicrate
AT hakimalariqueqnm 44chlorophenyl134fluorobenzoylpropyl4hydroxypiperidin1ium246trinitrophenolatehaloperidolpicrate
AT yathirajanhs 44chlorophenyl134fluorobenzoylpropyl4hydroxypiperidin1ium246trinitrophenolatehaloperidolpicrate
AT narayanab 44chlorophenyl134fluorobenzoylpropyl4hydroxypiperidin1ium246trinitrophenolatehaloperidolpicrate

Ejemplares similares