The reactions of the NSO ligands 2-[2-(pyridin-2-yl)ethylthio]acetic acid (HL1), 3-[2-(pyridin-2-yl)ethylthio]propanoic acid (HL2), 2-(carboxymethylthio)-3-(1H-imidazol-4-yl)propanoic acid (H 2 L3), and 2-(carboxyethylthio)-3-(1H-imidazol-4-yl)propanoic acid (H 2 L4) with [NEt 4 ] 2 [ReBr 3 (CO) 3 ] are presented. Ligands HL1, H 2 L3, and H 2 L4 act as tridentate NSO chelators and readily generate the fac-[Re(NSO)-(CO) 3 ]complexes Re-L1, Re-HL3, and Re-HL4. Ligand HL2 acts as NSO tridentate chelator only in the presence of base to give complex Re-L2, while without base it coordinates as a NS bidentate chelator to generate complex fac-[ReBr(NS)-(CO) 3 ], Re-HL2. All complexes were isolated and charac-[a]