Document Type : Original Research Article

Authors

• Zahra Hosseinzadeh ¹
• Mohammad Khavani ²
• Ali Ramazani ^{1, 3}
• Hamideh Ahankar ⁴
• Vasyl Kinzhybalo ⁵

¹ Department of Chemistry, University of Zanjan, P.O. BOX 4537138791, Zanjan, Iran

² Department of Chemistry and Materials Science, School of Chemical Engineering, Aalto University, P.O. BOX 16100, FI-00076 Aalto, Finland

³ Research Institute of Modern Biological Techniques, University of Zanjan, P.O. BOX 4537138791, Zanjan, Iran

⁴ Abhar Branch, Islamic Azad University

⁵ Institute of Low Temperature and Structure Research, PAS, 2 Okólna St., 50-422 Wrocław, Poland

Abstract

The crystal structure of 2-amino-4-(2,4-dichlorophenyl)-6 phenylnicotinonitrile (ADPN) was determined by single crystal X-ray diffraction. The crystal structure showed two independent molecules with very similar geometric parameters and different environments. Density functional theory (DFT) and DFT dispersion corrected (DFT-D3) calculations were applied to study the structural and chemical properties of ADPN and its dimer. To have a better insight into the properties of the synthesized molecule, quantum chemistry calculations were performed. Based on the calculated results, the dispersion forces have remarkable effects on the stability of ADPN crystal. Moreover, hydrogen bond interactions between ADPN molecules due to molecular orbital interactions can be a driving force for the dimerization process.

Graphical Abstract

Keywords

• 2-Amino-4-(2,4-dichlorophenyl) -6-phenylnicotinonitrile
• single crystal x-ray structure
• DFT-D3
• hydrogen bond
• quantum chemistry calculation

Main Subjects

• Computational Chemistry