6-Bromo-2-(4-chlorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine
In the title compound, C13H9BrClN3, the imidazopyridine fused-ring system is almost planar, with r.m.s. deviation of 0.006 (19) Å, and makes a dihedral angle of 29.32 (8)° with the mean plane of the 4-chlorophenyl group. In the crystal, C—H...N hydrogen bonds link the molecules into chains propagati...
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International Union of Crystallography
2016-05-01
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Online Access: | http://scripts.iucr.org/cgi-bin/paper?S241431461600763X |
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author | Selma Bourichi Youssef Kandri Rodi Younes Ouzidan Joel T. Mague El Mokhtar Essassi Hafid Zouihri |
author_facet | Selma Bourichi Youssef Kandri Rodi Younes Ouzidan Joel T. Mague El Mokhtar Essassi Hafid Zouihri |
author_sort | Selma Bourichi |
collection | DOAJ |
description | In the title compound, C13H9BrClN3, the imidazopyridine fused-ring system is almost planar, with r.m.s. deviation of 0.006 (19) Å, and makes a dihedral angle of 29.32 (8)° with the mean plane of the 4-chlorophenyl group. In the crystal, C—H...N hydrogen bonds link the molecules into chains propagating in the [100] direction. Weak intermolecular π–π interactions between the five- and six-membered rings of the 3H-imidazo[4,5-b]pyridine moieties of neighbouring molecules [centroid–centroid distance = 3.8648 (12) Å] further consolidate the packing into layers parallel to the ab plane. |
first_indexed | 2024-12-13T22:09:50Z |
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id | doaj.art-6930a732ed0b4d7cb4f18c81d74fe6af |
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issn | 2414-3146 |
language | English |
last_indexed | 2024-12-13T22:09:50Z |
publishDate | 2016-05-01 |
publisher | International Union of Crystallography |
record_format | Article |
series | IUCrData |
spelling | doaj.art-6930a732ed0b4d7cb4f18c81d74fe6af2022-12-21T23:29:44ZengInternational Union of CrystallographyIUCrData2414-31462016-05-0115x16076310.1107/S241431461600763Xbt40096-Bromo-2-(4-chlorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridineSelma Bourichi0Youssef Kandri Rodi1Younes Ouzidan2Joel T. Mague3El Mokhtar Essassi4Hafid Zouihri5Laboratoire de Chimie Organique Appliquée, Université Sidi Mohamed Ben Abdallah, Faculté des Sciences et Techniques, Route d'Iimmouzzer, BP 2202, Fez, MoroccoLaboratoire de Chimie Organique Appliquée, Université Sidi Mohamed Ben Abdallah, Faculté des Sciences et Techniques, Route d'Iimmouzzer, BP 2202, Fez, MoroccoLaboratoire de Chimie Organique Appliquée, Université Sidi Mohamed Ben Abdallah, Faculté des Sciences et Techniques, Route d'Iimmouzzer, BP 2202, Fez, MoroccoDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USALaboratoire de Chimie Organique Hétérocyclique, Pôle de Compétences Pharmacochimie, Mohammed V University in Rabat, BP 1014, Avenue Ibn Batouta, Rabat, MoroccoLaboratoire d'Ingénierie des Matériaux et d'Environnement: Modélisation et Application (LIMEMA), Ibn Tofail University, Kénitra, MoroccoIn the title compound, C13H9BrClN3, the imidazopyridine fused-ring system is almost planar, with r.m.s. deviation of 0.006 (19) Å, and makes a dihedral angle of 29.32 (8)° with the mean plane of the 4-chlorophenyl group. In the crystal, C—H...N hydrogen bonds link the molecules into chains propagating in the [100] direction. Weak intermolecular π–π interactions between the five- and six-membered rings of the 3H-imidazo[4,5-b]pyridine moieties of neighbouring molecules [centroid–centroid distance = 3.8648 (12) Å] further consolidate the packing into layers parallel to the ab plane.http://scripts.iucr.org/cgi-bin/paper?S241431461600763Xcrystal structure3H-imidazo[4,5-b]pyridine derivativeshydrogen bonds |
spellingShingle | Selma Bourichi Youssef Kandri Rodi Younes Ouzidan Joel T. Mague El Mokhtar Essassi Hafid Zouihri 6-Bromo-2-(4-chlorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine IUCrData crystal structure 3H-imidazo[4,5-b]pyridine derivatives hydrogen bonds |
title | 6-Bromo-2-(4-chlorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine |
title_full | 6-Bromo-2-(4-chlorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine |
title_fullStr | 6-Bromo-2-(4-chlorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine |
title_full_unstemmed | 6-Bromo-2-(4-chlorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine |
title_short | 6-Bromo-2-(4-chlorophenyl)-3-methyl-3H-imidazo[4,5-b]pyridine |
title_sort | 6 bromo 2 4 chlorophenyl 3 methyl 3h imidazo 4 5 b pyridine |
topic | crystal structure 3H-imidazo[4,5-b]pyridine derivatives hydrogen bonds |
url | http://scripts.iucr.org/cgi-bin/paper?S241431461600763X |
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