Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-chloro-benzyl-idene)amino]-5-phenyl-thia-zolidin-2-iminium bromide.

ABSTRACT: The title salt, C₁₆H₁₅ClN₃S⁺·Br^-, is isotypic with (E)-3-[(4-fluoro-benzyl-idene)amino]-5-phenyl-thia-zolidin-2-iminium bromide [Khalilov et al. (2019 ?). Acta Cryst. E75, 662-666]. In the cation of the title salt, the atoms of the phenyl ring attached to the central thia-zolidine ring and the atom joining the thia-zolidine ring to the benzene ring are disordered over two sets of sites with occupancies of 0.570?(3) and 0.430?(3). The major and minor components of the disordered thia-zolidine ring adopt slightly distorted envelope conformations, with the C atom bearing the phenyl ring as the flap atom. In the crystal, centrosymmetrically related cations and anions are linked into dimeric units via N-H?Br hydrogen bonds, which are further connected by weak C-H?Br contacts into chains parallel to the a axis. Furthermore, not existing in the earlier report of (E)-3-[(4-fluoro-benzyl-idene)amino]-5-phenyl-thia-zolidin-2-iminium bromide, C-H?? inter-actions and ?-? stacking inter-actions [centroid-to-centroid distance = 3.897?(2)?Å] between the major components of the disordered phenyl ring contribute to the stabilization of the mol-ecular packing. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions for the crystal packing are from H?H (30.5%), Br?H/H?Br (21.2%), C?H/H?C (19.2%), Cl?H/H?Cl (13.0%) and S?H/H?S (5.0%) inter-actions.

SUBMITTER: Duruskari GS 

PROVIDER: S-EPMC6690452 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature