Synthesis, XRD/HSA-interactions, biological activity, optical and nonlinear optical responses studies of new pyran derivative

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• New 4 H -pyran compounds have been prepared via cyclocondensation in a single step and identified by XRD. • Experimental XRD data were discussed and explained based on DFT calculations. • Hirshfeld surface and 2D-fingerprint plots support packed crystal lattice. • UV–Vis. and FT-IR electronic and vibrational absorption bands were assigned. • Global reactivity indices and thermodynamic parameters have been explored at CAM-B3LYP /6–311 G (d, p) level. • NLO responses have been calculated in static and dynamic regime. • Biological activities have been predicted by using the PASS software. The novel 4 H -pyran namely 2-Amino-6,6-diméthyl-5-oxo-4-(4-méthoxyphenyl)-5,6,7,8-tetrahydro-4H-benzopyran-3-carbonitrile (HL1) and 2-Amino-6,6-diméthyl-5-oxo-4-(phenyl)-5,6,7,8-tetrahydro-4H-benzopyran-3-carbonitrile (HL2) have been prepared in good yield using (Ni(NO 3 ) 2 ) as catalyst via cyclocondensation in a single step. The XRD-crystal measurements confirmed the proposed structure of (HL1); also the structure of the desired compounds were examined by NRM, IR and UV-Vis. Hirshfeld surface analysis was implemented to understand the intermolecular interactions of (HL1). Both molecules were optimized using density functional theory with the long-range corrected CAM-B3LYP functional and the 6–311G(d,p) basis set. The global reactivity indices and thermodynamic parameters have been explored at the same level of theory. TD-DFT calculation is also applied to determinate the optical absorption spectrum of (HL1) and (HL2) in gas phase. Furthermore, the polarizability, the first and second order hyperpolarizability in static and dynamic regime are calculated for two molecules and compared with urea compound. On the other hand, the biological activity was predicted for (HL1) and (HL2) using the PASS software.