title: Synthesis, crystal structure and theoretical studies of a Schiff base 2-[4-hydroxy benzylidene]-amino naphthalene.
abstract: The molecular structure of a new Schiff base, 2-[4-hydroxy benzylidene]-amino naphthalene (HBAN) has been examined by HF and B3LYP/6-311++G(d,p) calculations. The X-ray structure was determined in order to establish the conformation of the molecule. The compound, C17H13NO, crystallizes in the orthorhombic, P212121 space group with the cell dimension, a=6.2867(2), b=10.2108(3), c=19.2950(6) Å, α=β=γ=90° and z=4. The asymmetric unit contains a molecule of a Schiff base. A strong intermolecular O-H⋯N and a weak C-H⋯O hydrogen bonds stabilized the crystal structure. The vibrational spectra of HBAN have been calculated using density functional theoretical computation and compared with the experimental. The study is extended to the HOMO-LUMO analysis to calculate the energy gap (Δ), Ionization potential (I), Electron Affinity (A), Global Hardness (η), Chemical Potential (μ) and Global Electrophilicity (w). The calculated HOMO and LUMO energy reveals that the charge transfer occurs within the molecule.
authors.affiliation: PG & Research Department of Physics, Government Arts College, Ariyalur 621 713, TN, India.
authors.forename: C
authors.initials: C
authors.lastname: Arunagiri
authors.affiliation: PG & Research Department of Chemistry, Seethalakshmi Ramaswami College, Tiruchirappalli 620 002, TN, India. Electronic address: asubashini2k4@yahoo.co.in.
authors.forename: A
authors.initials: A
authors.lastname: Subashini
authors.affiliation: PG & Research Department of Chemistry, Seethalakshmi Ramaswami College, Tiruchirappalli 620 002, TN, India.
authors.forename: M
authors.initials: M
authors.lastname: Saranya
authors.affiliation: School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, TN, India.
authors.forename: P
authors.initials: P
authors.lastname: Thomas Muthiah
authors.affiliation: X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, USM, 11800 Penang, Malaysia.
authors.forename: K
authors.initials: K
authors.lastname: Thanigaimani
authors.affiliation: X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, USM, 11800 Penang, Malaysia.
authors.forename: I
authors.initials: I
authors.lastname: Abdul Razak
mesh_terms: D001597:Benzylidene Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry*; D012545:Schiff Bases / Q000138:chemical synthesis* / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D013816:Thermodynamics; D014732:Vibration
chemical_list: C000598668:2-(4-hydroxy benzylidene)-amino naphthalene; D001597:Benzylidene Compounds; D008024:Ligands; D009281:Naphthalenes; D012545:Schiff Bases; C031721:naphthalene
keywords: Crystal structure; FT-IR; FT-Raman spectra; HOMO–LUMO energy gap; Hyperpolarizability; Schiff base