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...
Autores principales: | , , |
---|---|
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 |