Crystal Structure of Dichlorobis(N-{4-[(2-pyrimidinyl-κN-amino)-sulfonyl]phenyl}acetamide)copper(II)

Abstract

The X-ray structure of the complex dichlorobis(N-{4-[(2-pyrimidinyl-κN-amino)sulfonyl]phenyl}acetamide)copper(II), containing a metabolite N4-acetylsulfadiazine (or N-{4-[(2-pyrimidinylamino)sulfonyl]phenyl}acetamide) of the antibacterial sulfadiazine as ligand, is reported. The complex crystallizes in the space group P21/n with a = 12.7531(3)A, b = 8.0777(2)A, c = 14.8548(3)A, β = 112.237(1)°, and Z = 2, requiring it to be centrosymmetric. Two chloride ions and two N4-acetylsulfadiazine molecules are coordinated to the metal center, each organic moiety being bonded to Cu(II) through a pyrimidinyl nitrogen atom. The metal coordination sphere includes carbonyl oxygen atoms from symmetry-related complex molecules at the apical sites of the square-planar unit, CuN2Cl2, giving a tetragonally-distorted octahedral geometry around Cu(II). Although N4-acetylsulfadiazine, itself, has not demonstrated antibacterial activity, the title complex showed moderate growth inhibition of several bacteria in in vitro assays.