Abstract
The hydrochlorothiazide, 6-chloro-3,4-dihydro-2 H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide, ( HCTZ ), widely used as a diuretic and anti-hypertensive drug, was transformed into its N-nitroso-derivative, 6-chloro-4-nitroso-3,4-dihydro-2 H-1,2,4-benzothiadiazine-7-sulfonamide-1,1-dioxide ( O N– HCTZ ) by sodium nitrite in an acidic medium. The crystalline complexes of O N– HCTZ with 18-crown-6 (18C6) and cis- anti- cis-dicyclohexyl-18C6 (DCH6B) demonstrated different H-bonding modes from those present in the co-crystals of HCTZ with the same crown ethers. The influence of the nitroso-group on the binding mode and crystal packing is discussed.
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