Structural characterization of some of phtlamido derivatives by crystallographic and quantum mechanical methods.

In this thesis, molecular and crystal structural of phtalimido derivatives which is searched anticonvulsant effects for epilepsy treatment is determined by single crystal X-ray method. It is examined positional isomeric effects on chlorine derivatives. In result, it is evaluated with comparison by calculation of semi empirical PM6 methods. In addition, methyl group which shows electron affinity, and nitro group which is electronegative, was substituted to para- position, molecular and crystal structure alterations were investigated. (I) N-(2-chlorophenyl)-2-phtalimido ethanesulfonamide, (II) N-(4-chlorophenyl)-2-phtalimidoethane sulfonamide, (III) N-(3-chlorophenyl)-2-phtalimido ethanesulfonamide, (IV) N-(4- methyl phenyl)-2 phtalimido ethanesulfonamide , (V) N-(4-nitrophenyl)-2-phtalimido ethanesulfonamide, (VI) N-phenly-2-phtalimido ethanesulfonamide derivetives have crystallized orthorombic and P212121, tricilinic P-1, monoclinic P21-c, orthorombic Pna21, triclinic P-1, tricilinic P-1 space groups and crystal systems, respectively. In (I) derivation with intramolecular N-H…O and C-H…O type hydrogen bonds, S(6) and S(8) motifs were occurred. Inter-molecular C-H…O type hydrogen bonds occur two polymeric chains along a and b axis. Thus molecules in crystal structure stacked as two dimensional polymeric sheets are parallel ab plain. In (II), inter-molecular N-H…O, C-H…O and pi-pi interactions provide dimeric molecular structure. These dimeric molecules are stacked along b axis as one dimensional bi-chain. In (III), centrosymetric dimeric structure occurs with inter-molecular C-H…O and also S(6) motif with intra-molecular C-H…O interactions. In addition with intermolecular N-H…O interactions molecules in C(8) motif a long a-axis occur one dimensional polymeric chains. In the view, all interactions, molecules in crystal structure is stacked a perpendicular b axis, two dimensional sheets. Depends on ortho-para-meta substituent of chlorine and positional isomers, it is determined space group and crystal system alteration. Comparison of the geometric parameters between X-ray crystallographic and computational results of semi-empirical calculations of the compounds are in good agreement. The molecules in (IV) combine C-H…O type H bonds and consist infinite polymeric chain along c axis on one dimension. In the crystal structure, pi-pi, C-H…ring and S-O…ring interactions are observed. In addition, H-atoms in group at methyl has got a rotational disorder. In (V), centrosymmetric dimers which are appeared by N-H…O type H bonding occurs three dimensional cage structure. In (VI), molecules with periodic repeats of centrosymmetric which is appeared by C-H…O type and S-O…H type weak interactions occur polymeric chain a long c axis.