Synthesis, crystal structure determination, Hirshfeld surface and crystal void analyses, interaction energy calculations and energy frameworks of N -(2-methylphenyl)- N ′-pivaloylthiourea
Year: 2026
Type: article
Abstract: The title compound [systematic name: 3-(2,2-dimethylpropanoyl)-1-(2-methylphenyl)thiourea], C 13 H 18 N 2 OS, consists of methylphenyl and pivaloyl moieties attached to the N atoms of thiourea. The latter is twisted by 78.08 (10)° with respect to the phenyl ring. An intramolecular N—H...O hydrogen bond with an S (6) ring motif consolidates the molecular conformation. In the crystal, C—H...S hydrogen bonds link two molecules, enclosing R 2 2 (14) ring motifs, into centrosymmetric dimers. Furthermore, π–π stacking and C—H...π(ring) interactions are present. Hirshfeld surface analysis revealed that the most important contributions to the crystal packing are from H...H (62.4%), H...S/S...H (13.6%) and H...C/C...H (12.9%) interactions. The volume of the crystal voids and the percentage of free space were calculated to be 91.57 Å 3 and 13.35%, showing that there is no large cavity in the crystal packing. A C—H...S hydrogen-bonding energy of −5.4 kJ mol −1 was calculated. Evaluation of the electrostatic, dispersion and total energy frameworks indicates that the packing is dominated by dispersion energy contributions.
Authors: Sharatha Kumar, Tuncer Hökelek
Institutions: Yenepoya University, Hacettepe University
Language: English
Subfield: Inorganic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $500
OpenAlex ID: W7207545214