Synthesis, molecular structure, FT-IR, FT-Raman and XRD spectroscopic investigations of (E)-1-(5-((4-bromophenyl)diazenyl)-2- hydroxyphenyl)ethanone: A comparative DFT study

• The (E)-2-acethyl-4-(4-bromophenyldiazenyl) phenol was synthesized and analysed by different spectroscopic methods.
• Experimental values and theoretical calculations for this compound were compared with each other.
• These results were observed to approximately consistent with each other.
• This compound has strong intramolecular O–H … O hydrogen bonds and π–π stacking.

The (E)-2-acethyl-4-(4-bromophenyldiazenyl) phenol compound was synthesized and analysed by elemental analysis, single-crystal X-ray diffraction (XRD), FT-IR and FT-Raman spectroscopies. Furthermore, vibrational spectra of this compound have been assigned by using scaled quantum mechanical force field approximation from density functional method (B3LYP) with 6-31G(d) basis set. A well-agreement has been attained between the calculated and observed spectra. Moreover, NBO analysis indicates there are strong conjugate interactions inside the molecule. Apart from this, the single-crystal structure from X-ray study has showed that this compound has a strong intramolecular O–H … O hydrogen bond and π−ππ−π stacking.

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