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

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 cyclohexa-1,3-diene ring has a twist-boat conformation, with Cremer–Pople parameters Q T = 0.367 (2) A, θ = 117.3 (3)° and φ = 327.3 (4)°. 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)°. In the crystal, molecules are linked via N—H...O and C—H...N hydrogen bonds, forming a three-dimensional network. Furthermore, the crystal packing is dominated by C—H...π 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...H (46.0%), C...H/H...C (35.1%) and N...H/H...N (10.5%) contacts.

Crystal structure and Hirshfeld surface analysis of 5-amino-5′-bromo-2′-oxo-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indoline]-6,8-dicarbonitrile dimethyl sulfoxide disolvate

“…We have previously reported the three-component reaction of 2-(2-oxoindolin-3ylidene)malononitrile with malononitrile and ethylenediamine which resulted in 5-amino-2 0 -oxo-2,3-dihydro-1Hspiro[imidazo[1,2-a]pyridine-7,3 0 -indoline]-6,8-dicarbonitrile (Magerramov et al, 2018). In the framework of our ongoing structural studies (Naghiyev et al, 2020(Naghiyev et al, , 2021a, herein the crystal structure and Hirshfeld surface analysis of 5-amino-5 0bromo-2 0 -oxo-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3 0 -indoline]-6,8-dicarbonitrile, (1), is reported.…”

Crystal structure and Hirshfeld surface analysis of 5-acetyl-2-amino-4-(4-bromophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile

“…On the other hand, the pyridine ring is an essential part of diverse natural products, such as nicotinic acid, nicotinamide, vitamin B 3 and diverse alkaloids (Aida et al, 2009). In the framework of our ongoing structural studies (Safarova et al, 2019;Naghiyev et al, 2020Naghiyev et al, , 2021aMaharramov et al, 2021), we report here the crystal structure and Hirshfeld surface analysis of the title compound, 5-acetyl-2amino-4-(4-bromophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile.…”

Crystal structure and Hirshfeld surface analysis of ethyl 6′-amino-2′-(chloromethyl)-5′-cyano-2-oxo-1,2-dihydrospiro[indoline-3,4′-pyran]-3′-carboxylate

“…In this work, in the framework of our ongoing structural studies (Akkurt et al, 2018;Naghiyev et al, 2020Naghiyev et al, , 2021, we report the crystal structure and Hirshfeld surface analysis of ISSN 2056-9890 the title compound, ethyl 6 0 -amino-2 0 -(chloromethyl)-5 0cyano-2-oxo-1,2-dihydrospiro[indoline-3,4 0 -pyran]-3 0 -carboxylate.…”