Polymorphism of 2-nitroaniline studied by calorimetric (DSC), structural (X-ray diffraction) and spectroscopic (FT-IR, Raman, UV–Vis) methods

Crystal Structures and Density Functional Theory Calculations of o- and p-Nitroaniline Derivatives: Combined Effect of Hydrogen Bonding and Aromatic Interactions on Dimerization Energy

“…Also substitution geometry creates differences in the electronic structure and aromaticity between o-, mand p-nitroanilines. 23 o-Nitroaniline forms an intramolecular hydrogen bond between nitro and amino groups, which creates a six-membered chelate ring further extending the electron delocalization in the aromatic ring. During investigation of new supramolecular resorcinarene hosts, 24,25 Crystal packing and intermolecular interactions were analyzed using Hirshfeld surfaces and fingerprint plots.…”

Spectroscopic Investigation of the Adsorption of Nitrophenol Isomers on Ammonium Zeolite of Type “Y”

“…IR spectral data for pure 2-, 3-, and 4-nitrophenol and 2-, 3-, and 4-nitrophenol adsorbed ammonium Y zeolite are listed in Table 2. We refer to works [15][16][17][18][19][20][21][22][23][24][25][26] for vibrational assignments of 2-nitrophenol, [15][16][17][18][19][20][21]24,27] for vibrational assignments of 3-nitrophenol, [15][16][17][18][19][20][21][22][23][24][25][26]28] for vibrational assignments of 4-nitrophenol. Table 2 lists the wavenumbers of the observed bands as well as their assignment based on the PED calculations, where the contributions are organized according to the main molecular groups of 2-, 3-, and 4-nitrophenol neglecting group contributions lower than 10%.…”

Self-assembly mechanism based on charge density topological interaction energies

“…The second effect is the presence of Resonance-Assisted Hydrogen Bonds (RAHBs), which are known to decrease the aromaticity of the adjusted phenyl ring, due to strong interrelation between the π-electron delocalization and the strength of the hydrogen bonds which form the RAHB rings. These phenomena are well known and have been described extensively elsewhere [31,49,50]. At first glance, it seems reasonable that the rather small twist angle of the carboxylate groups is stabilized due to intramolecular C-H…O interactions, forming a fivemembered ring.…”