Synthesis, crystal structure and Hirshfeld surface analysis of 1-(3,4-dichlorophenyl)-4,4,6-trimethyl-3,4-dihydropyrimidine-2(1H)-thione
Acta Crystallographica Section E: Crystallographic Communications, cilt.82, sa.8, ss.937-941, 2026 (ESCI, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 82 Sayı: 8
- Basım Tarihi: 2026
- Doi Numarası: 10.1107/s2056989026007231
- Dergi Adı: Acta Crystallographica Section E: Crystallographic Communications
- Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
- Sayfa Sayıları: ss.937-941
- Anahtar Kelimeler: 3,4-dichlorophenyl, crystal structure, pyrimidine
- Hacettepe Üniversitesi Adresli: Evet
Özet
The title compound, C13H14Cl2N2S, consists of dichlorophenyl and dihydropyrimidinethione rings, where the pyrimidine ring is in a flattened-boat conformation. In the crystal, N—H⋯S hydrogen bonds link the molecules, enclosing R 22(8) ring motifs, into centrosymmetric dimers. Neither π–π stacking nor C—H⋯π(ring) interactions are observed. Hirshfeld surface analysis revealed that the most important contributions for crystal packing are from H⋯H (40.8%), H⋯Cl/Cl⋯H (28.7%) and H⋯S/S⋯H (15.5%) interactions. The volume of the crystal voids and the percentage of free space were calculated to be 135.01 Å3 and 17.99%, showing the crystal packing is not compact. Computational methods indicated an N—H⋯S hydrogen-bonding energy of −58.2 kJ mol−1. Evaluations of the electrostatic, dispersion and total energy frameworks indicate that the crystal cohesion is dominated by electrostatic energy contributions.