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Updated: Jul 7, 2026
Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
Synthesis, crystal structure determination, Hirshfeld surface and crystal void analyses, inter-action energy
Sharatha Kumar1, Tuncer Hökelek2
1Department of Chemistry Yenepoya Institute of Arts Science Commerce and Management Mangaluru Yenepoya University (Deemed to be university) 575013 Karnataka India.
Abstract:
The title compound, C10H11ClN2S, consists of a chloro-phenyl ring and a propanoyl moiety bridged over a thio-urea functional group. The dihedral angle between the planar propinoyl and thio-urea groups is 8.33 (14)°, and they are oriented at 48.50 (14) and 56.09 (6)° with respect to the phenyl ring. The intra-molecular N-H⋯O hydrogen bond forms an S(6) ring motif. In the crystal, N-H⋯S hydrogen bonds link two mol-ecules, enclosing R 2 2(8) ring motifs, into centrosymmetric dimers. π-π stacking inter-actions help to consolidate the packing. Hirshfeld surface analysis revealed that the most important contributions for crystal packing are H⋯H (39.2%), H⋯Cl/Cl⋯H (15.8%), H⋯S/S⋯H (14.2%) and H⋯C/C⋯H (9.9%) inter-actions. The volume of the crystal voids and the percentage of free space were calculated to be 105.62 Å3 and 9.33%, showing that there is no large cavity in the crystal packing. Computational methods indicated an N-H⋯S hydrogen-bonding energy of -53.5 kJ mol-1. Evaluations of the electrostatic, dispersion and total energy frameworks indicate that the crystal cohesion is dominated by electrostatic energy contributions.
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