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Crystal structure and Hirshfeld surface analysis of 4-allyl-6-bromo-2-(4-chloro-phen-yl)-4H-imidazo[4,5-b]pyridine.

ABSTRACT: The title compound, C15H11BrClN3, is built up from a planar imidazo[4,5-b]pyridine unit linked to phenyl and allyl substituents. The allyl substituent is rotated significantly out of the imidazo[4,5-b]pyridine plane, while the benzene ring is inclined by 3.84?(6)° to the ring system. In the crystal, mol-ecules are linked via a pair of weak inter-molecular C-H?N hydrogen bonds, forming an inversion dimer with an R 2 2(20) ring motif. The dimers are further connected by ?-? stacking inter-actions between the imidazo[4,5-b]pyridine ring systems [centroid-centroid distances = 3.7161?(13) and 3.8478?(13)?Å]. The important contributions to the Hirshfeld surface are H?H (35.9%), H?Cl/Cl?H (15.0%), H?C/C?H (12.4%), H?Br/Br?H (10.8%), H?N/N?H (7.5%), C?Br/Br?C (5.9%), C?C (5.5%) and C?N/N?C (4.0%) contacts.

SUBMITTER: Bourichi S

PROVIDER: S-EPMC6323872 | biostudies-other | 2019 Jan

REPOSITORIES: biostudies-other

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Crystal structure and Hirshfeld surface analysis of 4-allyl-6-bromo-2-(4-chloro-phen-yl)-4H-imidazo[4,5-b]pyridine.

Bourichi Selma S Kandri Rodi Youssef Y Hökelek Tuncer T Haoudi Amal A Renard Catherine C Capet Frédéric F

Acta crystallographica. Section E, Crystallographic communications 20190101 Pt 1

The title compound, C15H11BrClN3, is built up from a planar imidazo[4,5-b]pyridine unit linked to phenyl and allyl substituents. The allyl substituent is rotated significantly out of the imidazo[4,5-b]pyridine plane, while the benzene ring is inclined by 3.84 (6)° to the ring system. In the crystal, mol-ecules are linked via a pair of weak inter-molecular C-H⋯N hydrogen bonds, forming an inversion dimer with an R 2 2</s ...[more]

PMID: 30713731

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