Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-chlorobenzylidene)amino]-5-phenyitnia-zolidin-2-iminium bromide


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Duruskari G. S. , Khalilov A. N. , AKKURT M. , Mammadova G., Chyrka T., Maharramov A. M.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, cilt.75, ss.1175-1185, 2019 (ESCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 75
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1107/s2056989019009885
  • Dergi Adı: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Sayfa Sayıları: ss.1175-1185

Özet

The title salt, C16H15ClN3S+center dot Br-, is isotypic with (E)-3-[(4-fluorobenzylidene)-amino]-5-phenylthiazolidin-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 thiazolidine ring and the atom joining the thiazolidine 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 thiazolidine 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 center dot center dot center dot Br hydrogen bonds, which are further connected by weak C-H center dot center dot center dot Br contacts into chains parallel to the a axis. Furthermore, not existing in the earlier report of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide, C-H center dot center dot center dot pi interactions and pi-pi stacking interactions [centroid-to-centroid distance = 3.897 (2) angstrom] between the major components of the disordered phenyl ring contribute to the stabilization of the molecular packing. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions for the crystal packing are from H center dot center dot center dot H (30.5%), Br center dot center dot center dot H/H center dot center dot center dot Br (21.2%), C center dot center dot center dot H/H center dot center dot center dot C (19.2%), Cl center dot center dot center dot H/H center dot center dot center dot Cl (13.0%) and S center dot center dot center dot H/H center dot center dot center dot S (5.0%) interactions.