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

• Published in: Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2021-09, Vol.77 (9), p.930-934
• Main Authors: Naghiyev, Farid N., Pavlova, Anastasiya V., Khrustalev, Victor N., Akkurt, Mehmet, Khalilov, Ali N., Akobirshoeva, Anzurat A., Mamedov, İbrahim G.
• Format: Article
• Language: English
• Subjects: crystal structure; hirshfeld surface analysis; hydrogen bonds; pyridine ring; ring motifs
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989021007994

The molecular conformation of the title compound, C 20 H 15 Cl 2 N 3 O 2 , is stabilized by an intramolecular O—H...O hydrogen bond, forming an S (6) ring motif. The central pyridine ring is almost planar [maximum deviation = 0.074 (3) Å]. It subtends dihedral angles of 86.10 (15) and 87.17 (14)°, respectively, with the phenyl and dichlorophenyl rings, which are at an angle of 21.28 (15)° to each other. The =C(—OH)CH 3 group is coplanar. In the crystal, molecules are linked by intermolecular N—H...N and C—H...N hydrogen bonds, and N—H...π and C—H...π interactions, forming a three-dimensional network. The most important contributions to the crystal packing are from H...H (33.1%), C...H/H...C (22.5%), Cl...H/H...Cl (14.1%), O...H/H...O (11.9%) and N...H/H...N (9.7%) interactions.