X-ray Mapping in Heterocyclic Design: XIV. Tricyclic Heterocycles Based on 2-Oxo-1,2,5,6,7,8-Hexahydroquinoline-3-Carbonitrile

The structures of four compounds are studied using single-crystal X-ray diffraction: 1-[2-(4-chlorophenyl)-2-oxoethyl]-2-oxo-1,2,5,6,7,8-hexahydroquinoline -3-carbonitrile [a = 4.908(4) A, b = 11.644(10) A, c = 13.587(2) A, β = 94.31(5) deg., Z = 2, space group P21]; 2-[2-(4-chlorophenyl)-2-oxoethoxy]-5,6,7,8-tetrahydroquinoline -3-carbonitrile [a = 7.6142(8) A, b = 14.778(2) A, c = 14.132(2) A, β = 100.38(1) deg., Z = 4, space group P21/c]; 4-(aminocarbonyl)-2-(chlorophenyl)-6,7,8,9-tetrahydro[1.3]oxazolo[3,2-a] quinolin-3-ium perchlorate [a = 5.589(7) A, b = 24.724(15) A, c = 13.727(5) A, β = 97.66(9) deg., Z = 4, space group P21/n]; and (3-amino-5,6,7,8-tetrahydrofuro[2,3-b]quinolin-2-yl)-(4-chlorophenyl) methanone [a = 7.150(2) A, b = 7.4288(10) A, c = 15.314(3) A, α = 98.030(10) deg., β = 99.21(2) deg., γ = 105.34(2) deg., Z = 2, space group P1-bar]. The structures are solved by direct methods and refined by the full-matrix least-squares procedure in the anisotropic approximation to R = 0.0728, 0.0439, 0.1228, and 0.0541, respectively. The structure of 1-(4-chlorophenyl)-4-piperidin-1-yl-8,9-dihydro-7H-pyrrolo[3.2.1-ij] quinoline-5-carboxamide [a = 23.9895(9) A, b = 5.1557(3) A, c = 17.0959(9) A, β = 106.43 deg., Z = 4, space group P1/c] is investigated by X-ray powder diffraction. This structure is solved using the grid search procedure and refined by the Rietveld method to Rwp = 0.0773, Rexp = 0.0540, Rp = 0.0585, Rb = 0.1107, and χ2 = 1.78