Crystal structure and Hirshfeld surface analysis of 3-amino-1-oxo-2,6,8-triphenyl-1,2,7,8-tetrahydroisoquinoline-4-carbonitrile


Naghiyev F. N. , Grishina M. M. , Khrustalev V. N. , Khalilov A. N. , AKKURT M. , Akobirshoeva A. A. , ...More

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.77, pp.195-205, 2021 (Journal Indexed in ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 77
  • Publication Date: 2021
  • Doi Number: 10.1107/s2056989021000785
  • Title of Journal : ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Page Numbers: pp.195-205

Abstract

In the title compound, C28H21N3O, the 1,2-dihydropyridine ring of the 1,2,7,8-tetrahydroisoquinoline ring system is planar as expected, while the cyclohexa1,3-diene ring has a twist-boat conformation, with Cremer-Pople parameters Q(T) = 0.367 (2) A, theta = 117.3 (3)degrees and phi = 327.3 (4)degrees. The dihedral angles between the best planes through the isoquinoline ring system and the three phenyl rings are 81.69 (12), 82.45 (11) and 47.36 (10)degrees. In the crystal, molecules are linked via N-H center dot center dot center dot O and C-H center dot center dot center dot N hydrogen bonds, forming a three-dimensional network. Furthermore, the crystal packing is dominated by C-H center dot center dot center dot pi bonds with a strong interaction involving the phenyl H atoms. The role of the intermolecular interactions in the crystal packing was clarified using Hirshfeld surface analysis, and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H center dot center dot center dot H (46.0%), C center dot center dot center dot H/H center dot center dot center dot C (35.1%) and N center dot center dot center dot H/H center dot center dot center dot N (10.5%) contacts.