Synthesis, Single Crystal X-ray, Hirshfeld and DFT Studies of 1,8-Dichloro-9,10-dihydro-9,10-ethanoanthracene-11-carboxylic Acid

Abstract

In this paper, synthesis, single-crystal X-ray structure, Hirshfeld and DFT studies of 1,8-dichloro-9,10-dihydro-9,10-ethanoanthracene-11-carboxylic acid are discussed. Different intermolecular contacts affecting the crystal stability are studied using Hirshfeld calculations. The H…Cl and O…H contacts are the most significant, showing corresponding interaction distances of 2.731 Å (Cl2…H10) and 1.681Å (H1…O1), 2.328 Å (O1…H13), 2.510 Å (O1…H12) based on Hirshfeld calculations. DFT calculations are carried out to study the electronic behavior, as well as the 1H- and 13C-NMR spectra of the synthesized compound. The computed NMR chemical shifts show excellent correlation with the experimental data (R2 = 0.9884–0.9705).

Synthesis, Crystal Structure, DFT, and Anticancer Activity of Some Imine-Type Compounds via Routine Schiff Base Reaction: An Example of Unexpected Cyclization to Oxazine Derivative

“…The B3LYP method is one of the most common and accurate methods for predicting the molecular structure and electronic and spectroscopic properties of molecular systems [ 37 , 38 , 39 ]. The structures of 3 and 4 were optimized using the B3LYP/6-31G(d,p) method.…”

“…The B3LYP method is one of the most common and accurate methods for predictin the molecular structure and electronic and spectroscopic properties of molecular system [37][38][39]. The structures of 3 and 4 were optimized using the B3LYP/6-31G(d,p) method The calculated and experimental structures along with their overlay are shown in Figure 8 and 9, respectively, while the calculated geometric parameters are listed in Tables S and S2 (Supplementary Materials).…”