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Crystal structure, Hirshfeld surface analysis and DFT study of 6-bromo-3-(5-bromo-hex-yl)-2-[4-(di-methyl-amino)-phen-yl]-3H-imidazo[4,5-b]pyridine.

ABSTRACT: In the title mol-ecule, C20H24Br2N4, the imidazo-pyridine moiety is not planar as indicated by the dihedral angle of 2.0?(2)° between the constituent rings; the 4-di-methyl-amino-phenyl ring is inclined to the mean plane of the imidazole ring by 27.4?(1)°. In the crystal, two sets of C-H??(ring) inter-actions form stacks of mol-ecules extending parallel to the a-axis direction. Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H?H (42.2%), H?C/C?H (23.1%) and H?Br/Br?H (22.3%) inter-actions. The optimized structure calculated using density functional theory (DFT) at the B3LYP/ 6-311?G(d,p) level is compared with the experimentally determined structure in the solid state. The calculated HOMO-LUMO energy gap is 2.3591?eV.

SUBMITTER: Jabri Z 

PROVIDER: S-EPMC7405593 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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Crystal structure, Hirshfeld surface analysis and DFT study of 6-bromo-3-(5-bromo-hex-yl)-2-[4-(di-methyl-amino)-phen-yl]-3<i>H</i>-imidazo[4,5-<i>b</i>]pyridine.

Jabri Zainab Z   Sebbar Nada Kheira NK   Hökelek Tuncer T   Mague Joel T JT   Sabir Safia S   Rodi Youssef Kandri YK   Misbahi Khalid K  

Acta crystallographica. Section E, Crystallographic communications 20200710 Pt 8

In the title mol-ecule, C<sub>20</sub>H<sub>24</sub>Br<sub>2</sub>N<sub>4</sub>, the imidazo-pyridine moiety is not planar as indicated by the dihedral angle of 2.0 (2)° between the constituent rings; the 4-di-methyl-amino-phenyl ring is inclined to the mean plane of the imidazole ring by 27.4 (1)°. In the crystal, two sets of C-H⋯π(ring) inter-actions form stacks of mol-ecules extending parallel to the <i>a-</i>axis direction. Hirshfeld surface analysis indicates that the most important contrib  ...[more]

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