Abstract
The central tetra-hydro-pyridine ring of the title compound, C19H17N3O2, adopts a screw-boat conformation. In the crystal, strong C-H⋯O and N-H⋯N hydrogen bonds form dimers with R 2 2(14) and R 2 2(12) ring motifs, respectively, between consecutive mol-ecules along the c-axis direction. Inter-molecular N-H⋯O and C-H⋯O hydrogen bonds connect these dimers, forming a three-dimensional network. C-H⋯π inter-actions and π-π stacking inter-actions contribute to the stabilization of the mol-ecular packing. A Hirshfeld surface analysis indicates that the contributions from the most prevalent inter-actions are H⋯H (47.1%), C⋯H/H⋯C (20.9%), O⋯H/H⋯O (15.3%) and N⋯H/H⋯N (11.4%).
Highlights
The central tetrahydropyridine ring of the title compound, C19H17N3O2, adopts a screw-boat conformation
A Hirshfeld surface analysis indicates that the contributions from the most prevalent interactions are HÁ Á ÁH (47.1%), CÁ Á ÁH/HÁ Á ÁC (20.9%), OÁ Á ÁH/HÁ Á ÁO (15.3%) and NÁ Á ÁH/ HÁ Á ÁN (11.4%)
In the framework of ongoing structural studies (Safavora et al, 2019; Naghiyev et al, 2020; 2021a,b; Maharramov et al, 2021), we report here the crystal structure and Hirshfeld surface analysis of the title compound, 2-amino-4-(4-methoxyphenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3carbonitrile
Summary
Carbon–carbon and carbon–nitrogen bond-forming reactions represent an important synthetic class in organic chemistry (Yadigarov et al, 2009; Abdelhamid et al, 2011; Yin et al, 2020; Khalilov et al, 2021). Pyridine derivatives are widely applied in the discovery of biologically active molecules and multifunctional materials (Magerramov et al, 2018; Sherman & Murugan, 2015; Mamedov et al, 2020). The tetrahydropyridine moiety is an essential part of diverse biologically active compounds, food additives and natural products (Mateeva et al, 2005). In the framework of ongoing structural studies (Safavora et al, 2019; Naghiyev et al, 2020; 2021a,b; Maharramov et al, 2021), we report here the crystal structure and Hirshfeld surface analysis of the title compound, 2-amino-4-(4-methoxyphenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3carbonitrile. Cg3 is the centroid of the C13–C18 benzene ring of the methoxyphenyl group. Symmetry codes: (i) Àx; Ày; Àz þ 1; (ii) x À 12; Ày þ 12; z À 12; (iii) Àx þ 1; Ày þ 1; Àz þ 1; (iv) x; y À 1; z; (v) Àx þ 12; y þ 12; Àz þ 32
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