The Crystal Structure and Conformational Studies of Acridinedione Derivatives

Two crystal structures of acridinediones namely, TMHAD and MPHAD were studied by X-ray crystallographic method in view of their occurrence in numerous commercial products including pharmaceuticals, fragrances and dyes. Crystal data of TMHAD are: C17H23NO2, orthorhombic, Fdd2, with cell parameters a = 40.417(6) , b = 5.744(1) , c = 12.979(2) , V = 3013.1(7) (3), Z = 8, D-cal = 1.205 Mg/m(3), mu = 0.078 mm(-1). Crystal data of MPHAD are: C20H18NO3; monoclinic, P2(1)/c with cell parameters a = 10.182(9) , b = 17.105(14) , c = 10.895(9) , beta = 117.857(1)A degrees, V = 1678(2) (3), Z = 4, D-cal = 1.268 Mg/m(3), mu = 0.085 mm(-1). Both data were collected using lambda (MoK alpha) = 0.71073 . The central ring in the acridinedione moieties tends to be planar while the outer two rings adopt sofa conformations. Intermolecular interactions of C-H center dot center dot center dot O type of hydrogen bond help the molecules to stabilize into the crystal packing. Interestingly, a week forces of C-H center dot center dot center dot pi interactions also helps the molecules for stabilization.