Synthesis, crystal and calculated structure, and biological activity of 2-((6-bromo-2-methoxyquinolin-3-yl) (phenyl)methyl)-2,3,7,7a-tetrahydro-3a,6- epoxyisoindol-1(6H)-one

The title compound, C ₂₅H ₂₁BrN ₂O ₃, was synthesized and structurally characterized by elemental analysis, IR, MS, ¹H NMR and single crystal X-ray diffraction. The crystal is of orthorhombic system, space group Pbca with a = 11.706(2) Å, b = 18.038(4) Å, c = 20.369(4) Å, α = 90.00°, β = 90.00°, γ = 90.00°, V = 4301.0(15) Å ³, Z = 8, Dc = 1.474 g/cm ³, F (000) = 1952.0, μ(MoKα) = 1.941 mm ^-1, the final R ₁ = 0.0670 and wR ₂ = 0.2319 for reflections with I > 2σ(I). The crystal structure is stabilized by un-classical hydrogen-bonding C-H...O forming a threedimensional network. The optimized geometric bond lengths and bond angles obtained by using density functional theory have been compared with X-ray diffraction values. In addition, the preliminary biological test showed that the title compound had anti-Mycobacterium phlei 1180 activity.