European Journal of Chemistry 2021, 12(4), 394-400 | doi: https://doi.org/10.5155/eurjchem.12.4.394-400.2153 | Get rights and content

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Synthesis, crystal structure, DFT studies, and Hirshfeld surface analysis of N,N'-bis(3-quinolyl-methylene)diphenylethanedione dihydrazone


Goutam Kumar Patra (1,*) orcid , Amit Kumar Manna (2) orcid , Dinesh De (3) orcid

(1) Department of Chemistry, Faculty of Physical Sciences, Guru Ghasidas Vishwavidyalaya, Bilaspur (Chhattisgarh), 495009, India
(2) Department of Chemistry, Faculty of Physical Sciences, Guru Ghasidas Vishwavidyalaya, Bilaspur (Chhattisgarh), 495009, India
(3) Department of Basic Science, Vishwavidyalaya Engineering College, Lakhanpur, CSVTU- Bhilai, Chhattisgarh-497116, India
(*) Corresponding Author

Received: 16 Jul 2021 | Revised: 20 Aug 2021 | Accepted: 28 Aug 2021 | Published: 31 Dec 2021 | Issue Date: December 2021

Abstract


The synthesis, characterization, and theoretical studies of a novel hydrazine, N,N’-bis-(3-quinolylmethylene)diphenylethanedione dihydrazone (1) has been reported. The molecular structure has been characterized by room-temperature single-crystal X-ray diffraction which reveals that two quinoline moieties are disposed nearly perpendicularly around the central C-C bond giving a ‘L’ shape of the molecule. This particular geometry gives rise to the hydrogen-bonded supramolecular rectangle of two self-complementary molecules. These supramolecular units are further assembled by π-π interaction. The Hirshfeld surface analysis of compound 1 shows that C···C, C···H, H···H, and N···H interactions of 13.1, 9.9, 52.3, and 7.4%, respectively, which exposed that the main intermolecular interactions were H···H intermolecular interactions. Crystal data for C34H24N6: Triclinic, space group P-1 (no. 2), a = 10.885(3) Å, b = 11.134(3) Å, c = 12.870(3) Å, α = 90.122(6)°, β = 114.141(6)°, γ = 110.277(5)°, = 1316.1(6) Å3, Z = 2, T = 100(2) K, μ(MoKα) = 0.080 mm-1, Dcalc = 1.304 g/cm3, 7309 reflections measured (3.518° ≤ 2Θ ≤ 39.276°), 2318 unique (Rint = 0.0527, Rsigma = 0.0565) which were used in all calculations. The final R1 was 0.0416 (I > 2σ(I)) and wR2 was 0.1074 (all data).


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Editor-in-Chief

European Journal of Chemistry

Keywords


Dihydrazone; Di-Schiff base; Diphenylethanedione; X-ray crystal structure; Hirshfeld surface analysis; Density functional theory (DFT)

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DOI: 10.5155/eurjchem.12.4.394-400.2153

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Funding information


Department of Science and Technology (SR/FST/CSI-264/2014 and EMR/ 2017/0001789) and Department of Biotechnology, Government of India, New Delhi, India.

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How to cite


Patra, G.; Manna, A.; De, D. Eur. J. Chem. 2021, 12(4), 394-400. doi:10.5155/eurjchem.12.4.394-400.2153
Patra, G.; Manna, A.; De, D. Synthesis, crystal structure, DFT studies, and Hirshfeld surface analysis of N,N'-bis(3-quinolyl-methylene)diphenylethanedione dihydrazone. Eur. J. Chem. 2021, 12(4), 394-400. doi:10.5155/eurjchem.12.4.394-400.2153
Patra, G., Manna, A., & De, D. (2021). Synthesis, crystal structure, DFT studies, and Hirshfeld surface analysis of N,N'-bis(3-quinolyl-methylene)diphenylethanedione dihydrazone. European Journal of Chemistry, 12(4), 394-400. doi:10.5155/eurjchem.12.4.394-400.2153
Patra, Goutam, Amit Kumar Manna, & Dinesh De. "Synthesis, crystal structure, DFT studies, and Hirshfeld surface analysis of N,N'-bis(3-quinolyl-methylene)diphenylethanedione dihydrazone." European Journal of Chemistry [Online], 12.4 (2021): 394-400. Web. 3 Jul. 2022
Patra, Goutam, Manna, Amit, AND De, Dinesh. "Synthesis, crystal structure, DFT studies, and Hirshfeld surface analysis of N,N'-bis(3-quinolyl-methylene)diphenylethanedione dihydrazone" European Journal of Chemistry [Online], Volume 12 Number 4 (31 December 2021)

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