Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine

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Tber Z., Kansiz S., El Hafi M., Loubidi M., Jouha J., DEGE N., ...More

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.75, pp.1564-1572, 2019 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 75
  • Publication Date: 2019
  • Doi Number: 10.1107/s2056989019012751
  • Journal Name: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.1564-1572
  • Keywords: crystal structure, alkyne, imidazo[1,2-a]pyridin, hydrogen bonding, C-H center dot center dot center dot pi(ring) interaction, Hirshfeld surface
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The bicyclic imidazo[1,2-a]pyridine core of the title compound, C19H19N3, is relatively planar with an r.m.s. deviation of 0.040 angstrom. The phenyl ring is inclined to the mean plane of the imidazo[1,2-a]pyridine unit by 18.2 (1)degrees. In the crystal, molecules are linked by N-H center dot center dot center dot H hydrogen bonds, forming chains along the c-axis direction. The chains are linked by C-H center dot center dot center dot pi interactions, forming slabs parallel to the ac plane. The Hirshfeld surface analysis and fingerprint plots reveal that the crystal structure is dominated by H center dot center dot center dot H (54%) and C center dot center dot center dot H/H center dot center dot center dot C (35.6%) contacts. The crystal studied was refined as an inversion twin