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4-[1-(4-Cyano­benz­yl)-1H-benzimidazol-2-yl]benzonitrile

In the title compound, C(22)H(14)N(4), a new substituted benzimidazole, three inter­molecular C—H⋯N inter­actions link neighbouring mol­ecules into different dimers with R (2) (2)(12), R (2) (2)(8) and R (2) (2)(24) ring motifs. A fourth C—H⋯N inter­action links neighbouring mol­ecules along the c a...

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Detalles Bibliográficos
Autores principales: Kia, Reza, Fun, Hoong-Kun, Kargar, Hadi
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969064/
https://www.ncbi.nlm.nih.gov/pubmed/21582406
http://dx.doi.org/10.1107/S1600536809006989
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author Kia, Reza
Fun, Hoong-Kun
Kargar, Hadi
author_facet Kia, Reza
Fun, Hoong-Kun
Kargar, Hadi
author_sort Kia, Reza
collection PubMed
description In the title compound, C(22)H(14)N(4), a new substituted benzimidazole, three inter­molecular C—H⋯N inter­actions link neighbouring mol­ecules into different dimers with R (2) (2)(12), R (2) (2)(8) and R (2) (2)(24) ring motifs. A fourth C—H⋯N inter­action links neighbouring mol­ecules along the c axis. There is also a short inter­molecular contact between the azomethine (C=N) segment of the benzimidazole ring and one of the C atoms of a neighbouring benzene ring [N⋯C = 3.191 (5), C⋯C = 3.364 (6) Å], which links the mol­ecules along the a axis. The two cyano­benzene rings are almost perpendicular to each other, with an inter­planar angle of 87.70 (7)°. The dihedral angles between the mean planes of the benzimidazole ring and the two outer benzene rings are 36.27 (16) and 86.70 (16)°. In the crystal structure, mol­ecules are stacked down the a axis with centroid–centroid distances of 3.906 (2)–3.912 (2) Å and inter­planar distances of 3.5040 (17) and 3.6235 (17) Å.
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spelling pubmed-29690642010-12-30 4-[1-(4-Cyano­benz­yl)-1H-benzimidazol-2-yl]benzonitrile Kia, Reza Fun, Hoong-Kun Kargar, Hadi Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(22)H(14)N(4), a new substituted benzimidazole, three inter­molecular C—H⋯N inter­actions link neighbouring mol­ecules into different dimers with R (2) (2)(12), R (2) (2)(8) and R (2) (2)(24) ring motifs. A fourth C—H⋯N inter­action links neighbouring mol­ecules along the c axis. There is also a short inter­molecular contact between the azomethine (C=N) segment of the benzimidazole ring and one of the C atoms of a neighbouring benzene ring [N⋯C = 3.191 (5), C⋯C = 3.364 (6) Å], which links the mol­ecules along the a axis. The two cyano­benzene rings are almost perpendicular to each other, with an inter­planar angle of 87.70 (7)°. The dihedral angles between the mean planes of the benzimidazole ring and the two outer benzene rings are 36.27 (16) and 86.70 (16)°. In the crystal structure, mol­ecules are stacked down the a axis with centroid–centroid distances of 3.906 (2)–3.912 (2) Å and inter­planar distances of 3.5040 (17) and 3.6235 (17) Å. International Union of Crystallography 2009-03-06 /pmc/articles/PMC2969064/ /pubmed/21582406 http://dx.doi.org/10.1107/S1600536809006989 Text en © Kia 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
Kia, Reza
Fun, Hoong-Kun
Kargar, Hadi
4-[1-(4-Cyano­benz­yl)-1H-benzimidazol-2-yl]benzonitrile
title 4-[1-(4-Cyano­benz­yl)-1H-benzimidazol-2-yl]benzonitrile
title_full 4-[1-(4-Cyano­benz­yl)-1H-benzimidazol-2-yl]benzonitrile
title_fullStr 4-[1-(4-Cyano­benz­yl)-1H-benzimidazol-2-yl]benzonitrile
title_full_unstemmed 4-[1-(4-Cyano­benz­yl)-1H-benzimidazol-2-yl]benzonitrile
title_short 4-[1-(4-Cyano­benz­yl)-1H-benzimidazol-2-yl]benzonitrile
title_sort 4-[1-(4-cyano­benz­yl)-1h-benzimidazol-2-yl]benzonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969064/
https://www.ncbi.nlm.nih.gov/pubmed/21582406
http://dx.doi.org/10.1107/S1600536809006989
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