Synthesis, crystal structure determination, Hirshfeld surface and crystal void analyses, inter­action energy calculations and energy frameworks of N-(2-methyl­phen­yl)-N′-pivaloyl­thio­urea

Kumar S., HÖKELEK T.

Acta Crystallographica Section E: Crystallographic Communications, cilt.82, ss.1112-1116, 2026 (ESCI, Scopus)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 82
  • Basım Tarihi: 2026
  • Doi Numarası: 10.1107/s205698902600890x
  • Dergi Adı: Acta Crystallographica Section E: Crystallographic Communications
  • Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
  • Sayfa Sayıları: ss.1112-1116
  • Anahtar Kelimeler: 2-methyl­phenyl substituent, crystal structure, inter­molecular inter­actions, pivalo­yl, thio­urea-derivative
  • Hacettepe Üniversitesi Adresli: Evet

Özet

The title compound [systematic name: 3-(2,2-di­methyl­propano­yl)-1-(2-methyl­phen­yl)thio­urea], C13H18N2OS, 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 22(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 Å3 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.