X-ray, Hirshfeld surface analysis, spectroscopic and DFT studies of polycyclic aromatic hydrocarbons: Fluoranthene and acenaphthene

Abstract

The X-ray structure, theoretical calculation, Hirshfeld surfaces analysis, IR and Raman spectra of fluoranthene and acenaphthene were reported. Acenaphthene crystallizes in the orthorhombic crystal system and space group P21ma, with crystal parameters a = 7.2053 (9) ?, b = 13.9800 (15) ?, c = 8.2638 (8) ?, Z = 4 and V = 832.41 (16) ?3. In turn, the grown crystals of fluoranthene are in monoclinic system with space group P21/n. The unit cell parameters are a = 18.3490 (2) ?, b = 6.2273 (5) ?, c = 19.8610 (2) ?, ? = 109.787 (13)?, Z = 8 and unit cell volume is 2135.50 (4) ?3. Theoretical calculations of the title compounds isolated molecule have been carried out using DFT at the B3LYP level. The intermolecular interactions in the crystal structure, for both the title PAHs, were analyzed using Hirshfeld surfaces computational method.

Sterically Encumbered 4,5‐Bis(diphenylphosphino)acenaphthene Ligand and Its Ni(II), Pd(II), Pt(II), and Cu(I) Complexes

“…In the case of L the splay angle is 12.85°, similar to its naphthalene analogue, 1,8‐bis(diphenylphosphino)naphthalene (12.78°), [ 28 ] but much larger with respect to the unsubstituted acenaphthene (7.88°). [ 29 ] Further indicators of the structure distortion are the out‐of‐plane displacement of the phosphorus with respect to the mean plane of the acenaphthene backbone atoms (–0.124 and 0.109 Å for P1 and P2, respectively) and the P2–C ipso(acenaphthene) –C ipso(acenaphthene) –P1 torsion angle. Overall, the crystal structure of L is very similar to that reported for the analogue unsymmetrical ligand i Pr 2 P‐Ace‐PPh 2 with a slightly shorter P ··· P distance and slightly smaller splay angle [3.100(2) Å and 14.3° in i Pr 2 P‐Ace‐PPh 2 , respectively].…”

Synthesis, crystal structure, Hirshfeld surface analysis, DFT calculations and characterization of 1,3-propanediylbis(triphenylphosphonium) monotribromide as brominating agent of double bonds and phenolic rings

“…Calculations indicate that although replacement of bromide by tribromide does not have any significant change in LUMO energy level, but it decreases the HOMO energy level (From -4.4585 eV to -4.8447 eV) and increases the HOMO-LUMO energy gap (From 2.3837 eV to 2.7725 eV) and consequently stabilizes the tribromide salt (For energy levels and energy gaps for I and II see figures S50 and S51). The Hirshfeld surface analysis In order to visualizing, quantifying and exploring the various intermolecular interactions of molecule in the crystal lattice of both compounds, Hirshfeld surfaces (HSs) and their associated 2D fingerprint plots (FPs) were calculated using Crystal Explore 3.1 based on results of SC-X-ray analysis data 28,31 .…”

“…We report herein the synthesis, characterization ( 1 H NMR, 13 C NMR, 31 P NMR, FT-IR, DSC and TG/DTG/DTA), single crystal X-Ray analysis and DFT calculations of 1,3-propanediylbis(triphenylphosphonium) dibromide I and 1,3propanediylbis(triphenylphosphonium) monotribromide II as a green, mild, nontoxic and efficient brominating agent for double bonds and phenolic rings. By using specialized software (Crystal Explorer), we obtained Hirshfeld surfaces 3D maps and 2D fingerprint plots to explanation of intermolecular short contacts in the crystals.…”

Towards a better comprehension of interactions in the crystalline N-acetylbenzylamine and its sulphur analogue N-benzyl-ethanethioamide. IR, Raman, DFT studies and Hirshfeld surfaces analysis

“…The single crystals of (1) and (2) have been obtained by crystallization from a melted substance (melting point of compound (1) and ( 2) is 333K [20] and 338-339K [21], respectively), which appears between two closely CaF 2 windows. The details of the experimental techniques of the preparing and the selection of single crystals from a mosaic are given in References [22][23][24][25][26]. Measurements of the spectra of monocrystalline fragments have been performed for two different orientations of the electric field vector "E" (polarization 0° and 90°).…”