Research Information System
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.76, pp.95-108, 2020 (ESCI)
In the title molecule, C24H21N5O center dot H2O, the dihydrobenzodiazole moiety is not quite planar, while the whole molecule adopts a U-shaped conformation in which there is a close approach of the two benzyl groups. In the crystal, chains of alternating molecules and lattice water extending along [201] are formed by O-H-UncoordW center dot center dot center dot O-Dhyr and O-H-UncoordW center dot center dot center dot center dot N-Trz (UncoordW = uncoordinated water, Dhyr = dihydro and Trz = triazole) hydrogen bonds. The chains are connected into layers parallel to (010) by C-H-Trz center dot center dot center dot O-UncoordW hydrogen bonds with the dihydrobenzodiazole units in adjacent layers intercalating to form head-to-tail pi-stacking [centroid-to-centroid distance = 3.5694 (11) angstrom] interactions between them, which generates the overall three-dimensional structure. Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H center dot center dot center dot H (52.1%), H center dot center dot center dot C/C center dot center dot center dot H (23.8%) and O center dot center dot center dot H/H center dot center dot center dot O (11.2%) interactions. Hydrogen-bonding and van der Waals interactions are the dominant interactions in the crystal packing. Density functional theory (DFT) optimized structures at the B3LYP/6-311 G(d,p) level are compared with the experimentally determined molecular structure in the solid state. The HOMO-LUMO behaviour was elucidated to determine the energy gap.