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Bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1H-benzimidazol-2-yl]quinolin-8-ol} toluene solvate
Crystals of the title compound, 2C(26)H(18)N(4)O(2)·C(7)H(8), were obtained from the reaction of 8-hydroxyquinoline with 1,2-phenylenediamine in methanol and recrystallized from toluene. The compound contains three essentially planar ring systems: the benzimidazole ring (r.m.s. deviation = 0.039 Å...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983692/ https://www.ncbi.nlm.nih.gov/pubmed/21580419 http://dx.doi.org/10.1107/S1600536810004794 |
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author | Chen, Hui-Li Ma, Qi Wang, Qing-Ming |
author_facet | Chen, Hui-Li Ma, Qi Wang, Qing-Ming |
author_sort | Chen, Hui-Li |
collection | PubMed |
description | Crystals of the title compound, 2C(26)H(18)N(4)O(2)·C(7)H(8), were obtained from the reaction of 8-hydroxyquinoline with 1,2-phenylenediamine in methanol and recrystallized from toluene. The compound contains three essentially planar ring systems: the benzimidazole ring (r.m.s. deviation = 0.039 Å) and two 8-hydroxyquinoline rings (r.m.s. deviations of 0.0056 Å in both rings). The benzimidazole ring and one 8-hydroxyquinoline ring are almost co-planar, forming a dihdral angle of 3.1 (2)°. The other 8-hydroxyquinoline ring is almost perpendicular to the benzimidazole plane with a dihedral angle of 86.2 (2)°. Intramolecular O—H⋯N contacts are present. The crystal structure is stabilized by intermolecular O—H⋯N interactions. The complete toluene molecule is generated by crystallographic inversion symmetry; therefore its methyl group is disordered over two sites of equal occupancy. |
format | Text |
id | pubmed-2983692 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29836922010-12-30 Bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1H-benzimidazol-2-yl]quinolin-8-ol} toluene solvate Chen, Hui-Li Ma, Qi Wang, Qing-Ming Acta Crystallogr Sect E Struct Rep Online Organic Papers Crystals of the title compound, 2C(26)H(18)N(4)O(2)·C(7)H(8), were obtained from the reaction of 8-hydroxyquinoline with 1,2-phenylenediamine in methanol and recrystallized from toluene. The compound contains three essentially planar ring systems: the benzimidazole ring (r.m.s. deviation = 0.039 Å) and two 8-hydroxyquinoline rings (r.m.s. deviations of 0.0056 Å in both rings). The benzimidazole ring and one 8-hydroxyquinoline ring are almost co-planar, forming a dihdral angle of 3.1 (2)°. The other 8-hydroxyquinoline ring is almost perpendicular to the benzimidazole plane with a dihedral angle of 86.2 (2)°. Intramolecular O—H⋯N contacts are present. The crystal structure is stabilized by intermolecular O—H⋯N interactions. The complete toluene molecule is generated by crystallographic inversion symmetry; therefore its methyl group is disordered over two sites of equal occupancy. International Union of Crystallography 2010-02-20 /pmc/articles/PMC2983692/ /pubmed/21580419 http://dx.doi.org/10.1107/S1600536810004794 Text en © Chen et al. 2010 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 Chen, Hui-Li Ma, Qi Wang, Qing-Ming Bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1H-benzimidazol-2-yl]quinolin-8-ol} toluene solvate |
title | Bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1H-benzimidazol-2-yl]quinolin-8-ol} toluene solvate |
title_full | Bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1H-benzimidazol-2-yl]quinolin-8-ol} toluene solvate |
title_fullStr | Bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1H-benzimidazol-2-yl]quinolin-8-ol} toluene solvate |
title_full_unstemmed | Bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1H-benzimidazol-2-yl]quinolin-8-ol} toluene solvate |
title_short | Bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1H-benzimidazol-2-yl]quinolin-8-ol} toluene solvate |
title_sort | bis{2-[1-(8-hydroxy-2-quinolylmethyl)-1h-benzimidazol-2-yl]quinolin-8-ol} toluene solvate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983692/ https://www.ncbi.nlm.nih.gov/pubmed/21580419 http://dx.doi.org/10.1107/S1600536810004794 |
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