• Crystal Structure of 7,11-bis(2,4-dichlorophenyl)-2,4-dimethyl-2,4-diazaspiro[5.5]undecane -1,3,5,9-tetraone and its computational studies

• # Fulltext

https://www.ias.ac.in/article/fulltext/jcsc/127/11/2039-2050

• # Abstract

Crystals of 7,11-bis(2,4-dichlorophenyl)-2,4-dimethyl-2,4-diazaspiro[5.5]undecane -1,3,5,9-tetraone were grown in polar solvents and subjected to single crystal X-ray diffraction. The molecular crystal is Triclinic, P-1, 𝑎 = 8.3734 (19) Å, 𝑏 = 12.382 (3) Å, 𝑐 = 12.871 (3) Å, 𝛼 = 66.639 (7)° , 𝛽 = 85.148 (7)°, 𝛾 = 70.690 (6)° , 𝑉 = 1154.5 (5)Å3, 𝑍 = 2, Dcalc = 1.519 g cm−3. The optimized molecular structure of the studied compound using B3LYP/6-311G(d,p) method showed good agreement with the X-ray structure. The electronic and spectroscopic properties of the title compound were predicted. The NBO calculations were used to calculate the natural atomic charges at the different atomic sites as well as the intramolecular charge transfer (ICT) interactions among the most significant natural orbitals. The high LP(N)→ BD*(2)C-O ICT interaction energies indicate strong electron delocalization from the lone pair of the N-atoms of the pyrimidinetrione ring to the adjacent carbonyl groups. In contrast, the small LP(O)→ BD*(1)C-H stabilization energies (E(2)) indicated weak C-H—O interactions. Experimentally, the studied compound showed the most intense electronic transition band at 232 nm which is calculated using TD-DFT method as a shoulder at 231.3 nm (f=0.0832) and it belongs to H-3/H-1→L+1 and H-2→L+2 excitations. The GIAO calculated $_{}^{1}$H and $_{}^{13}$C NMR chemical shifts showed good correlations with the experimental data.

• # Author Affiliations

1. Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia
2. Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, Egypt
3. Department of Chemistry, Rabigh College of Science and Art, King Abdulaziz University, P. O. Box 344, Rabigh 21911, Saudi Arabia
4. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia
5. Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt
6. X-Ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, Penang, 11800 Malaysia

• # Journal of Chemical Sciences

Volume 134, 2022
All articles
Continuous Article Publishing mode

• # Editorial Note on Continuous Article Publication

Posted on July 25, 2019