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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...

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Detalles Bibliográficos
Autores principales: Chen, Hui-Li, Ma, Qi, Wang, Qing-Ming
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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.
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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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AT wangqingming bis218hydroxy2quinolylmethyl1hbenzimidazol2ylquinolin8oltoluenesolvate