Crystal structure and DFT study of 2-(pyren-1-yl)-1H-benzimidazole

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Faizi M. S. H., DEGE N., Malinkin S.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.73, pp.1180-1188, 2017 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 73
  • Publication Date: 2017
  • Doi Number: 10.1107/s2056989017010271
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.1180-1188
  • Keywords: crystal structure, pyrene-1-carbaldehyde, o-phenylenediamine, benzimidazole, N-H...N hydrogen bonding, C-H...pi interactions, DFT, INTRAMOLECULAR EXCIMER FORMATION, METAL-IONS, FLUORESCENCE, PYRENE, ACIDS, BEHAVIORS, COMPLEXES, POLARITY
  • Ondokuz Mayıs University Affiliated: Yes


In the title compound, C23H14N2, (I), the dihedral angle between the mean planes of the pyrene and benzimidazole ring systems is 42.08 (5)degrees, with a bridging C-C bond length of 1.463 (3) angstrom. In the crystal, molecules are linked by N-H ... N hydrogen bonds, forming columns propagating along the b-axis direction. The columns are linked via C-H ... pi interactions, forming slabs parallel to the ab plane. There are no significant pi-pi interactions present in the crystal structure. The density functional theory (DFT) optimized structure, at the B3LYP/6-311G(d, p) level, is compared with the experimentally determined solid-state structure of the title compound.