Crystal Structure, Hirshfeld Surfaces and Energy Frameworks of 5,10,15,20-Tetrakis (4-ethylphenyl) porphyrin

Abstract A novel porphyrin based on 5,10,15,20-tetrakis(4-ethylphenyl) porphyrin (TEPP) was analyzed by X-ray diffraction techniques. This compound crystallizes as a bright purple block in the monoclinic system, space group P21/n, with a = 10.4224 (12) A, b = 9.5711 (9) A, c = 21.2750 (2) A, β = 102.488 (11) °, V = 2072.1 (4) A3 and Z = 2. The refinement converged to R1(F) = 0.0675, wR2(F2) = 0.2605 and S = 1.050. The supramolecular packing array involves N–H∙∙∙N hydrogen bonds, H∙∙∙π and π∙∙∙π interactions. Hirshfeld surface analysis revealed that the H∙∙∙H (70.0%) interactions have a major contribution to the molecular surface. The energy frameworks were computed using the basis set B3LYP/6-31G(d,p) and, using this model the electrostatic, polarization, dispersion and repulsion energies were determined, as well as the interaction energies for all molecular units within of a sphere 3.8 A around the central molecule. The dispersion energy (E'dis =-225.7 kJ/mol) framework is dominant over the electrostatic energy ((E'ele=-35.5 kJ/mol) framework.