Cargando…

1,10-Phenanthrolinium 4-chloro-2-hydroxy­benzoate–1,10-phenanthroline–4-chloro-2-hydroxy­benzoic acid (1/1/1)

The title compound, C(12)H(9)N(2) (+)·C(7)H(4)ClO(3) (−)·C(12)H(8)N(2)·C(7)H(5)ClO(3), contains one phenanthrolinium (Hphen) cation, one phenanthroline (phen) mol­ecule, one 4-chloro-2-hydroxy­benzoate anion (hcba) and one 4-chloro-2-hydroxy­benzoic acid (Hhcba) mol­ecule in the asymmetric unit. The...

Descripción completa

Detalles Bibliográficos
Autores principales: Shen, Hong, Nie, Jing-Jing, Xu, Duan-Jun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961483/
https://www.ncbi.nlm.nih.gov/pubmed/21202655
http://dx.doi.org/10.1107/S1600536808015110
_version_ 1782188993543143424
author Shen, Hong
Nie, Jing-Jing
Xu, Duan-Jun
author_facet Shen, Hong
Nie, Jing-Jing
Xu, Duan-Jun
author_sort Shen, Hong
collection PubMed
description The title compound, C(12)H(9)N(2) (+)·C(7)H(4)ClO(3) (−)·C(12)H(8)N(2)·C(7)H(5)ClO(3), contains one phenanthrolinium (Hphen) cation, one phenanthroline (phen) mol­ecule, one 4-chloro-2-hydroxy­benzoate anion (hcba) and one 4-chloro-2-hydroxy­benzoic acid (Hhcba) mol­ecule in the asymmetric unit. The phen mol­ecule is approximately parallel to Hphen, making a dihedral angle of 1.98 (6)°. The centroid–centroid distance between pyridine rings of adjacent phen and Hphen species is 3.7718 (15) Å, and that between the benzene and pyridine rings of adjacent phen and Hphen species is 3.7922 (16) Å, indicative of π–π stacking inter­actions. The crystal structure contains an extensive network of classical (O—H⋯O, N—H⋯N and O—H⋯Cl) and weak (C—H⋯O and C—H⋯N) hydrogen bonds. Finally, C—H⋯π inter­actions are seen between Hphen and hcba and between phen and Hhcba in the crystal structure. The hydroxy group of the anion is disordered over the two sites ortho to the carboxylate group in a 0.75:0.25 ratio.
format Text
id pubmed-2961483
institution National Center for Biotechnology Information
language English
publishDate 2008
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29614832010-12-30 1,10-Phenanthrolinium 4-chloro-2-hydroxy­benzoate–1,10-phenanthroline–4-chloro-2-hydroxy­benzoic acid (1/1/1) Shen, Hong Nie, Jing-Jing Xu, Duan-Jun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(9)N(2) (+)·C(7)H(4)ClO(3) (−)·C(12)H(8)N(2)·C(7)H(5)ClO(3), contains one phenanthrolinium (Hphen) cation, one phenanthroline (phen) mol­ecule, one 4-chloro-2-hydroxy­benzoate anion (hcba) and one 4-chloro-2-hydroxy­benzoic acid (Hhcba) mol­ecule in the asymmetric unit. The phen mol­ecule is approximately parallel to Hphen, making a dihedral angle of 1.98 (6)°. The centroid–centroid distance between pyridine rings of adjacent phen and Hphen species is 3.7718 (15) Å, and that between the benzene and pyridine rings of adjacent phen and Hphen species is 3.7922 (16) Å, indicative of π–π stacking inter­actions. The crystal structure contains an extensive network of classical (O—H⋯O, N—H⋯N and O—H⋯Cl) and weak (C—H⋯O and C—H⋯N) hydrogen bonds. Finally, C—H⋯π inter­actions are seen between Hphen and hcba and between phen and Hhcba in the crystal structure. The hydroxy group of the anion is disordered over the two sites ortho to the carboxylate group in a 0.75:0.25 ratio. International Union of Crystallography 2008-05-24 /pmc/articles/PMC2961483/ /pubmed/21202655 http://dx.doi.org/10.1107/S1600536808015110 Text en © Shen et al. 2008 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
Shen, Hong
Nie, Jing-Jing
Xu, Duan-Jun
1,10-Phenanthrolinium 4-chloro-2-hydroxy­benzoate–1,10-phenanthroline–4-chloro-2-hydroxy­benzoic acid (1/1/1)
title 1,10-Phenanthrolinium 4-chloro-2-hydroxy­benzoate–1,10-phenanthroline–4-chloro-2-hydroxy­benzoic acid (1/1/1)
title_full 1,10-Phenanthrolinium 4-chloro-2-hydroxy­benzoate–1,10-phenanthroline–4-chloro-2-hydroxy­benzoic acid (1/1/1)
title_fullStr 1,10-Phenanthrolinium 4-chloro-2-hydroxy­benzoate–1,10-phenanthroline–4-chloro-2-hydroxy­benzoic acid (1/1/1)
title_full_unstemmed 1,10-Phenanthrolinium 4-chloro-2-hydroxy­benzoate–1,10-phenanthroline–4-chloro-2-hydroxy­benzoic acid (1/1/1)
title_short 1,10-Phenanthrolinium 4-chloro-2-hydroxy­benzoate–1,10-phenanthroline–4-chloro-2-hydroxy­benzoic acid (1/1/1)
title_sort 1,10-phenanthrolinium 4-chloro-2-hydroxy­benzoate–1,10-phenanthroline–4-chloro-2-hydroxy­benzoic acid (1/1/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961483/
https://www.ncbi.nlm.nih.gov/pubmed/21202655
http://dx.doi.org/10.1107/S1600536808015110
work_keys_str_mv AT shenhong 110phenanthrolinium4chloro2hydroxybenzoate110phenanthroline4chloro2hydroxybenzoicacid111
AT niejingjing 110phenanthrolinium4chloro2hydroxybenzoate110phenanthroline4chloro2hydroxybenzoicacid111
AT xuduanjun 110phenanthrolinium4chloro2hydroxybenzoate110phenanthroline4chloro2hydroxybenzoicacid111