European Journal of Chemistry 2021, 12(4), 454-458 | doi: https://doi.org/10.5155/eurjchem.12.4.454-458.2171 | Get rights and content

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Crystal structure and computational studies of N-((2-ethoxynaphthalen-1-yl)methylene)-4-fluoroaniline


Sehriman Atalay (1) orcid , Mustafa Macit (2) orcid , Hakan Bulbul (3,*) orcid

(1) Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55200, Samsun, Turkey
(2) Department of Chemistry, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55200, Samsun, Turkey
(3) Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55200, Samsun, Turkey
(*) Corresponding Author

Received: 31 Jul 2021 | Revised: 03 Oct 2021 | Accepted: 23 Oct 2021 | Published: 31 Dec 2021 | Issue Date: December 2021

Abstract


The Schiff base compound, N-((2-ethoxynaphthalen-1-yl)methylene)-4-fluoroaniline, has been synthesized and characterized by X-ray diffraction method. The title compound, C19H16FNO, crystallizes in triclinic, space group P-1 (no. 2), a = 10.6343(9) Å, b = 11.4720(10) Å, c = 13.8297(13) Å, α = 102.466(7)°, β = 104.763(7)°, γ = 98.972(7)°, = 1552.7(2) Å3, Z = 4, T = 293(2) K, μ(MoKα) = 0.086 mm-1, Dcalc = 1.255 g/cm3, 24355 reflections measured (3.16° ≤ 2Θ ≤ 51°), 5779 unique (Rint = 0.0794, Rsigma = 0.0696) which were used in all calculations. The final R1 was 0.0373 (I > 2σ(I)) and wR2 was 0.0763 (all data). The title compound contains two molecules with a similar structure in the asymmetric unit cell. The packing of the crystal structure is determined by weak C–H···F and C-H···N intermolecular hydrogen bonds. The contributions of these weak interactions in the crystal structure were calculated by the Hirshfeld surfaces and examined by the intermolecular interactions within the structure. The existence, nature and percentage contribution of different intermolecular interactions H···H, C···H, N···H, and F···H were determined using Hirshfeld surface analysis and fingerprint plots.


Keywords


Synthesis; Crystallography; Computational studies; Single-crystal structure; Hirshfeld surface analysis; Two-dimensional fingerprint

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DOI: 10.5155/eurjchem.12.4.454-458.2171

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Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Atalay, S.; Macit, M.; Bulbul, H. Eur. J. Chem. 2021, 12(4), 454-458. doi:10.5155/eurjchem.12.4.454-458.2171
Atalay, S.; Macit, M.; Bulbul, H. Crystal structure and computational studies of N-((2-ethoxynaphthalen-1-yl)methylene)-4-fluoroaniline. Eur. J. Chem. 2021, 12(4), 454-458. doi:10.5155/eurjchem.12.4.454-458.2171
Atalay, S., Macit, M., & Bulbul, H. (2021). Crystal structure and computational studies of N-((2-ethoxynaphthalen-1-yl)methylene)-4-fluoroaniline. European Journal of Chemistry, 12(4), 454-458. doi:10.5155/eurjchem.12.4.454-458.2171
Atalay, Sehriman, Mustafa Macit, & Hakan Bulbul. "Crystal structure and computational studies of N-((2-ethoxynaphthalen-1-yl)methylene)-4-fluoroaniline." European Journal of Chemistry [Online], 12.4 (2021): 454-458. Web. 17 Jan. 2022
Atalay, Sehriman, Macit, Mustafa, AND Bulbul, Hakan. "Crystal structure and computational studies of N-((2-ethoxynaphthalen-1-yl)methylene)-4-fluoroaniline" European Journal of Chemistry [Online], Volume 12 Number 4 (31 December 2021)

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