Syntheses and Crystal Structures of (S)-Methyl 2-(4-R-phenylsulfonamido)-3- (1H-indol-3-yl)propanoat

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The title compounds (S)-methyl-2-(4-R-phenylsulfonamido)-3-(lH-indol-3-yl)propanoate (R = H (1), Cl (2)) have been synthesized and their crystal structures also have been determined by X-ray single-crystal diffraction. Compound 1 (C18H18N2O4S) belongs to orthor-hombic, space group P212121 with a = 9.6348(14), b = 11.1517(17), c = 16.412(3) (A), V = 1763.4(5) A3, Mr = 358.40, Z = 4, Dc = 1.350 g/cm3, μ = 0.209 mm-1, F(000) = 752, R = 0.0348 and wR = 0.0714. Compound 2 (C18H17ClN2O4S) crystallizes in orthorhombic, space group P212121 with a = 9.3128(14), b = 10.9655(16), c = 17.783(3) A, V = 1815.9(5) A3, Mr = 392.85, Z= 4, Dc = 1.437 g/cm3, μ = 0.352 mm-1, F(000) = 816, R = 0.0389 and wR = 0.0845. The absolute structure Flack parameters X of compounds 1 and 2 are -0.03(8) and -0.06(7), respectively. X-ray analysis reveals that the crystal structures of these two compounds both involve two intermolecular N-H…O hydrogen bonds.
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