Crystal structure and Hirshfeld surface analysis of 4-oxo-3-phenyl-2-sulfanyl-idene-5-(thio-phen-2-yl)-3,4,7,8,9,10-hexa-hydro-2 H-pyrido[1,6- a:2,3- d']di-pyrimidine-6-carbo-nitrile

Farid N Naghiyev; Victor N Khrustalev; Mehmet Akkurt; Huseyn M Mamedov; Ajaya Bhattarai; Ali N Khalilov; İbrahim G Mamedov

doi:10.1107/S2056989024001658

Crystal structure and Hirshfeld surface analysis of 4-oxo-3-phenyl-2-sulfanyl-idene-5-(thio-phen-2-yl)-3,4,7,8,9,10-hexa-hydro-2 H-pyrido[1,6- a:2,3- d']di-pyrimidine-6-carbo-nitrile

Acta Crystallogr E Crystallogr Commun. 2024 Feb 20;80(Pt 3):325-329. doi: 10.1107/S2056989024001658. eCollection 2024 Mar 1.

Authors

Farid N Naghiyev¹, Victor N Khrustalev^{2

3}, Mehmet Akkurt⁴, Huseyn M Mamedov⁵, Ajaya Bhattarai⁶, Ali N Khalilov^{7

1}, İbrahim G Mamedov¹

Affiliations

¹ Department of Chemistry, Baku State University, Z. Khalilov str. 23, Az, 1148, Baku, Azerbaijan.
² Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklay St. 6, Moscow 117198, Russian Federation.
³ N. D. Zelinsky Institute of Organic Chemistry RAS, Leninsky Prosp. 47, Moscow, 119991, Russian Federation.
⁴ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Türkiye.
⁵ Faculty of Physics, Baku State University, Z. Khalilov str. 23, Az, 1148 Baku, Azerbaijan.
⁶ Department of Chemistry, M.M.A.M.C (Tribhuvan University) Biratnagar, Nepal.
⁷ "Composite Materials" Scientific Research Center, Azerbaijan State Economic University (UNEC), H. Aliyev str. 135, Az 1063, Baku, Azerbaijan.

Abstract

In the title compound, C₂₁H₁₅N₅OS₂, mol-ecular pairs are linked by N-H⋯N hydrogen bonds along the c-axis direction and C-H⋯S and C-H⋯O hydrogen bonds along the b-axis direction, with R ² ₂(12) and R ² ₂(16) motifs, respectively, thus forming layers parallel to the (10) plane. In addition, C=S⋯π and C≡N⋯π inter-actions between the layers ensure crystal cohesion. The Hirshfeld surface analysis indicates that the major contributions to the crystal packing are H⋯H (43.0%), C⋯H/H⋯C (16.9%), N⋯H/H⋯N (11.3%) and S⋯H/H⋯S (10.9%) inter-actions.

Keywords: Hirshfeld surface analysis; crystal structure; heterocycle; hydrogen bonds.