Crystal structure and Hirshfeld surface analysis of (Z)-2-amino-4-(2,6-dichlorophenyl)-5-(1-hydroxy-ethylidene)-6-oxo-1-phenyl-1,4,5,6-tetrahydro- pyridine-3-carbonitrile


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

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.77, pp.930-939, 2021 (Journal Indexed in ESCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 77
  • Publication Date: 2021
  • Doi Number: 10.1107/s2056989021007994
  • Title of Journal : ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Page Numbers: pp.930-939
  • Keywords: crystal structure, pyridine ring, hydrogen bonds, ring motifs, Hirshfeld surface analysis, REARRANGEMENT

Abstract

The molecular conformation of the title compound, C20H15Cl2N3O2, is stabilized by an intramolecular O-H center dot center dot center dot O hydrogen bond, forming an S(6) ring motif. The central pyridine ring is almost planar [maximum deviation = 0.074 (3) A degrees]. It subtends dihedral angles of 86.10 (15) and 87.17 (14)degrees, respectively, with the phenyl and dichlorophenyl rings, which are at an angle of 21.28 (15)degrees to each other. The C(-OH)CH3 group is coplanar. In the crystal, molecules are linked by intermolecular N-H center dot center dot center dot N and C-H center dot center dot center dot N hydrogen bonds, and NH- center dot center dot center dot and C-H center dot center dot center dot interactions, forming a three-dimensional network. The most important contributions to the crystal packing are from H center dot center dot center dot H (33.1%), C center dot center dot center dot H/H center dot center dot center dot C (22.5%), Cl center dot center dot center dot H/H center dot center dot center dot Cl (14.1%), O center dot center dot center dot H/H center dot center dot center dot O (11.9%) and N center dot center dot center dot H/H center dot center dot center dot N (9.7%) interactions.