Abstract
Diazoxide, C8H7ClN2O2S, is monoclinic:P21/c,a = 7.209(8),b = 6.610(8),c = 19.263(11) Å, β = 91.01(6) °,Z = 4. The structure was solved by Patterson and Fourier methods and refined to anR of 4.2% by the use of 1174 independent observed reflections which were collected on a computer-controlled, four-circle Philips diffractometer (MoKα radiation). The molecular structure shows that the 4H form of 1,2,4-benzothiadiazine-7-chloro-3-methyl-1,1-dioxide is the predominant tautomer. The benzothiadiazine ring is roughly planar with the sulfonyl group perpendicular to the ring. The bond lengths and angles are in good agreement with the average values observed in related structures. There is substantial evidence for double-bond character in the two N(2)−C(3) and C(3)−(4) bonds and for delocalization of π electrons. Short N(4)⋯O(2) and N(2)⋯Cl intermolecular distances (2.92 and 3.19 Å, respectively), with appropriate geometries, indicate the presence of hydrogen bonds.
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Bandoli, G., Nicolini, M. Crystal and molecular structure of diazoxide, an antihypertensive agent. Journal of Crystal and Molecular Structure 7, 229–240 (1977). https://doi.org/10.1007/BF01218380
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DOI: https://doi.org/10.1007/BF01218380