Experimental (XRD, IR and NMR) and theoretical investigations on 1-(2-nitrobenzoyl)3,5-bis(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole

EVECEN M., TANAK H., Tinmaz F., DEGE N., İLHAN İ. Ö.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1126, ss.117-126, 2016 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1126
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1016/j.molstruc.2016.01.069
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.117-126
  • Anahtar Kelimeler: Pyrazole, Vibrational spectra, NBO, MEP, DFT, MOLECULAR-ORBITAL THEORY, CRYSTAL-STRUCTURE, EQUILIBRIUM GEOMETRIES, ANTIMICROBIAL ACTIVITY, FT-IR, DERIVATIVES, ACID, DFT
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

The pyrazole compound 1-(2-nitrobenzoyl)3,5-bis(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole (I) has been synthesized and characterized by IR, NMR and X-ray diffraction methods. The compound crystallizes in the monoclinic space group C2/c with a = 36.126(5) angstrom, b = 8.1963(7) angstrom, c = 14.3983(18) angstrom, beta = 100.825(10)degrees and Z = 8. The molecular geometry, vibrational frequencies and Gauge-Independent Atomic Orbital (GIAO) H-1 and C-13 NMR chemical shift values of 1-(2-nitrobenzoyl)3,5-bis(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole in the ground state have been calculated using the density functional method (B3LYP) with the 6-311++FG(d,p) basis set. The optimized parameters are in agreement with X-ray data. The calculated vibrational frequencies and chemical shift values were compared with experimental IR and NMR values. In addition, frontier molecular orbitals, molecular electrostatic potential and NBO analysis of (I) were investigated by DFT calculations. (C) 2016 Elsevier B.V. All rights reserved.