Synthesis, structure and energy calculations of 4-{4-[(2,3-dioxoindol-1-yl)methyl]-1H-1,2,3-triazol-1-yl}butyl acetate
Acta Crystallographica Section E: Crystallographic Communications, cilt.82, sa.8, ss.913-918, 2026 (ESCI, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 82 Sayı: 8
- Basım Tarihi: 2026
- Doi Numarası: 10.1107/s2056989026006985
- Dergi Adı: Acta Crystallographica Section E: Crystallographic Communications
- Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
- Sayfa Sayıları: ss.913-918
- Anahtar Kelimeler: crystal structure, hydrogen bond, isatin, π-stacking
- Hacettepe Üniversitesi Adresli: Evet
Özet
The title compound, C17H18N4O4, consists of almost planar isatin and triazole rings inclined by 78.47 (5)°, as well as a butyl acetate moiety bonded to the N atom of the triazole ring. In the crystal, molecules link into a semicolon shape along the b-axis direction through bifurcated C—H⋯O hydrogen bonds. Aromatic π–π and C—H⋯π(ring) interactions also help to consolidate the crystal packing. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (40.6%), H⋯O/O⋯H (26.6%), H⋯N/N⋯H (13.8%) and H⋯C/C⋯H (8.9%) interactions. The volume of the crystal voids and the percentage of free space in the unit cell were calculated to be 82.1 Å3 and 10.0%, respectively, showing that there is no large cavity in the crystal packing. Computational methods revealed C—H⋯O hydrogen-bonding energy of −11.6 kJ mol−1. The evaluation of the electrostatic, dispersion and total energy frameworks indicates that the stabilization is dominated via the dispersion energy contributions in the crystal structure.