Layered crystal structure of bicyclic aziridines as revealed by analysis of intermolecular interactions energy

Abstract

An X-ray diffraction study of three bicyclic aziridines (2,2-dimethyl-4,6-diaryl-1,3-diazabicyclo-[3.1.0]hex-3-enes) reveals the absence of strong specific intermolecular interactions in the crystals. Therefore, crystal packing has been analyzed on the basis of quantum-chemical calculations of energy of intermolecular interactions between basic molecules located in the asymmetric part of the unit cell and molecules belonging to its first coordination sphere in the crystal. The analysis of the energy of intermolecular interactions indicates that the crystal structures of bicyclic aziridines are layered. The total energy of the interactions between the basic molecule and other molecules belonging to the layer is significantly higher as compared to the energy of the interactions with molecules of two neighbouring layers.

Supramolecular architecture of crystals of 2-amino-1,1,4,5,6,7-hexafluoroindene-3-carbonitrile and its complex and polymorphic modifications of the complex of 2-amino-1,1,4,5,6,7-hexafluoro-3-trifluoroacetylindene with dioxane

“…In order to account more accurately for the dispersion component of the intermolecular interaction energy by the DFT method, in this study we used the M06-2X/TZV hybrid functional [12] (GAMESS software [13], which has been shown by Shishkin et al [14] to be suitable for our purposes. Point energy calculations were made using the crystal coordinates of nonhydrogen atoms.…”

Intermolecular interactions in polymorphs of the cyclic trimeric perfluoro-ortho-phenylene mercury from geometric, energetic and AIM viewpoints: DFT study and Hirshfeld surface analysis

“…In spite of correct estimation of the geometry and interaction energy by B97-d3 functional due obviously to the presence of empirical correction for dispersion interaction, for analysis of the details of ED distribution function, we used DFT functional without empirical correction for dispersion. We chose the M052X functional which was recommended and successfully used for analysis of intermolecular interactions [49,[57][58][59][60]. Optimization was carried out within M052X/Stuttgart RSC 1997 ECP level of approximation (for the carbon and fluorine atoms, the 6-31G* basis set was utilized).…”

“…For description of crystal structure based on energetic approach, we used methodology adopted by Shishkin [48][49][50][51][52] and estimated pair intermolecular interaction energies by the ORCA program [53] within B97-D3/def2-TZVP level of approximation. Molecular pairs included the central (basic) molecule and molecules from the first coordination sphere.…”

N-(4-(6-(4-nitrophenyl)-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene-2-yl)phenyl)acetamide

“…to the colored azomethine ylide form (open ring) [6][7][8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25]. The closed-ring and open-ring forms of bicyclic aziridines exhibited absorption spectra in solution state.…”