Citation: Yamina BENELHADJ-DJELLOUL, Nourdine BOUKABCHA, Nadia BENHALIMA, Salem YAHIAOUI, Abdelkader CHOUAIH, Abdelouahab ZANOUN. X-ray Structure and Density Functional Theory Investigations of 4-((2R)-2-(3, 4-dibromophenyl)-1-fluoro cyclopropyl)-N-(o-tolyl)benzamide Compound[J]. Chinese Journal of Structural Chemistry, ;2020, 39(9): 1601-1614. doi: 10.14102/j.cnki.0254-5861.2011-2657 shu

X-ray Structure and Density Functional Theory Investigations of 4-((2R)-2-(3, 4-dibromophenyl)-1-fluoro cyclopropyl)-N-(o-tolyl)benzamide Compound

a.
Laboratory of Technology and Solid Properties (LTPS), Abdelhamid Ibn Badis University of Mostaganem, Mostaganem 27000, Algeria
b.
Département de Génie des Procédés, Université Ahmed Zabana de Relizane, Relizane 48000, Algeria
c.
Département de Physique, Faculté des Sciences, Université Dr. Moulay Tahar de Saida, Saida 20000, Algeria
d.
Ecole Normale Supérieure de Mostaganem, Mostaganem 27000, Algeria

Corresponding author: Abdelkader CHOUAIH, achouaih@gmail.com
Received Date: 9 November 2019
Accepted Date: 3 June 2020

Figures(9)

In this work, the structure of 4-((2R)-2-(3, 4-dibromophenyl)-1-fluorocyclopropyl)-N-(o-tolyl) benzamide (DBFB) has been determined at room temperature using single-crystal X-ray diffraction data. The structure of the compound was solved using 1464 observed reflections with I ≥ 2σ(I). It crystallizes in monoclinic space group P2₁ with a = 20.0820(10), b = 10.2770(10), c = 4.860(2) Å, β = 95.9600(10)°, V = 997.6(4) Å³, Z = 2, D_c = 1.675 g/m³, F(000) = 500, Μ_r = 503.18, μ = 4.09 mm^-1 and the final R = 0.0639. The molecular packing of the title compound exhibits C–H⋅⋅⋅O and C–H⋅⋅⋅F hydrogen bonds forming a supramolecular network. Furthermore, conformational analysis has been performed in order to confirm the most stable conformer of the title compound. Geometrical parameters of the keto conformer in the ground state have been obtained using density functional theory (DFT) method with B3LYP/6-31G(d, p) level of theory. In general, a good agreement between the calculated and experimental results was observed. The normal modes of vibration, molecular boundary orbitals (HOMO and LUMO), reactivity descriptors, Mullikan atomic charges and molecular electrostatic potential for the title compound have been evaluated and discussed.
- C₂₃H₁₈Br₂FNO,
- insecticide,
- crystal structure,
- DFT,
- HOMO-LUMO
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