Synthesis, characterization, Hirshfeld surface analysis, DFT calculations and antibacterial activity evaluation of a new unsymmetrically substituted 1,3,5-triazacyclohexane

Synthesis, Characterization, Hirshfeld Surface Analysis, DFT Study and Molecular Docking of 1,3‐Bis(4‐chlorophenyl)‐ 5‐(4‐chlorobenzyl)‐1,3,5‐triazinane

“…Likewise, in our study the C−C‐C angles within benzene ring range from 117° to 121°. These results are consistent with findings in the literature [19] …”

“…This aligns with the shorter N−C(Ar) bond length compared to alkyl N−C bonds, resulting from significant overlap between the N lone‐pair and the$${\ \pi }$$ ‐orbitals of the aromatic ring. Comparable findings were observed for 1,3‐bis(4‐chlorophenyl)‐5‐(4‐benzyl)‐1,3,5‐triazacyclohexane and 1,3‐bis(4‐chlorophenyl)‐5‐(4‐bromophenyl)‐1,3,5triaza cyclohexane [19] . In absence of steric effects, this dihedral angle would be expected to be 0°, providing maximum overlap.…”

“…Comparable findings were observed for 1,3-bis(4-chlorophenyl)-5-(4-benzyl)-1,3,5-triazacyclohexane and 1,3-bis(4-chlorophenyl)-5-(4-bromophenyl)-1,3,5triaza cyclohexane. [19] In absence of steric effects, this dihedral angle would be expected to be 0°, providing maximum overlap.…”

“…These results are consistent with findings in the literature. [19] The molecular skeletons obtained from XRD and DFT calculations were atomically superimposed (Figure 9) yielding an RMSD value of 0.503 Å. These discrepancies likely arise from the distinction that theoretical calculations pertain to an isolated molecule within a vacuum, while the experimental conditions involve the molecule within a crystal lattice, surrounded by neighboring molecules.…”

“…These values are also consistent with those reported in the literature for the compound "unsymmetrically substituted hexahydro 1,3-bis(4-chlorophenyl)-5-benzyl-1,3,5-triazine" where the characteristic bands are as follows: 1456 cm À 1 corresponding to the symmetric stretching in-plane of the Csp 3 -H bonds of the methylene groups; 3000-2700 cm À 1 attributed to unsymmetrical and symmetrical stretching vibra-tions of the various saturated C sp 3 -H bonds of the N-CH 2 -N and N-CH 2 -Ph systems, 1600-1500 cm À 1 are assigned to stretching vibration of C=C bond of aromatic systems, 3031.55 cm À 1 is due to stretching vibration of aryl-H group, 815 cm À 1 represents the vibrational frequency of the CÀ Cl band. [19] The experimental and theoretical vibrational frequencies are presented in Table 4.…”