Crystal structure, Hirshfeld surface analysis and DFT studies of 4-methyl-2-({[4-(trifluoromethyl)-phenyl]imino}methyl)phenol

Creative Commons License

Faizi M. S. H., Cinar E. B., Doğan O. E., Aydin A. S., Ağar E., DEGE N., ...Daha Fazla

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, cilt.76, ss.1325-1335, 2020 (ESCI) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 76
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1107/s2056989020009615
  • Dergi Adı: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
  • Sayfa Sayıları: ss.1325-1335
  • Anahtar Kelimeler: crystal structure, 2-hydroxy-5-methyl-benzaldehyde, 4-trifluoromethyl-phenylamine., SCHIFF-BASES, DNA-BINDING, COMPLEXES, POLYMERIZATION
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

The title compound, C15H12F3NO, crystallizes with one molecule in the asymmetric unit. The configuration of the C = N bond is E and there is an intramolecular O-H center dot center dot center dot N hydrogen bond present, forming an S(6) ring motif. The dihedral angle between the mean planes of the phenol and the 4-trifluoromethylphenyl rings is 44.77 (3)degrees. In the crystal, molecules are linked by C-H center dot center dot center dot O interactions, forming polymeric chains extending along the a-axis direction. The Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from C center dot center dot center dot H/H center dot center dot center dot C (29.2%), H center dot center dot center dot H (28.6%), F center dot center dot center dot H/H center dot center dot center dot F (25.6%), O center dot center dot center dot H/H center dot center dot center dot O (5.7%) and F center dot center dot center dot F (4.6%) interactions. The density functional theory (DFT) optimized structure at the B3LYP/6-311 G(d,p) level is compared with the experimentally determined molecular structure in the solid state. The HOMO-LUMO behaviour was elucidated to determine the energy gap. The crystal studied was refined as an inversion twin.