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Synthesis, X-ray structure, and DFT analysis of a binary complex of 3,3'-[(3-benzimidazolyl)methylene]bis(4-hydroxy-2H-1-benzopyran-2-one): 5-Methyl-1,3-thiazol-2(3H)-imine
Gopal Sharma (1)
, Anshul Uppal (2) , Sumati Anthal (3) , Madhukar Baburao Deshmukh (4) , Priyanka Pandharinath Mohire (5) , Tanaji Ramchandra Bhosale (6) , Chellappanpillai Sudarsanakumar (7) , Rajni Kant (8,*) (1) X-ray Crystallography Laboratory, Department of Physics, University of Jammu, Jammu Tawi, 180006, India
(2) X-ray Crystallography Laboratory, Department of Physics, University of Jammu, Jammu Tawi, 180006, India
(3) X-ray Crystallography Laboratory, Department of Physics, University of Jammu, Jammu Tawi, 180006, India
(4) Department of Chemistry, Shivaji University, Kolhapur, 416004, India
(5) Department of Chemistry, Shivaji University, Kolhapur, 416004, India
(6) Department of Chemistry, Shivaji University, Kolhapur, 416004, India
(7) School of Pure and Applied Physics, Mahatma Gandhi University, Kerala, 686560, India
(8) X-ray Crystallography Laboratory, Department of Physics, University of Jammu, Jammu Tawi, 180006, India
(*) Corresponding Author
Received: 18 Aug 2020 | Revised: 16 Oct 2020 | Accepted: 22 Oct 2020 | Published: 31 Dec 2020 | Issue Date: December 2020
Abstract
A combined theoretical and experimental investigation on a pharmaceutically important binary complex 3,3'-[(3-benzimidazolyl)methylene]bis(4-hydroxy-2H-1-benzopyran-2-one): 5-methyl-1,3-thiazol-2(3H)-imine is presented in this manuscript. The compound crystallizes in the monoclinic crystal system with space group Cc with unit cell parameters: a = 19.8151(8) Å, b = 15.2804(6) Å, c = 8.3950(4) Å, β = 94.0990(10)°, V = 2535.36(19) Å3, Z = 4, T = 296(2) K, μ(MoKα) = 0.184 mm-1, Dcalc = 1.490 g/cm3, 35833 reflections measured (5.332° ≤ 2Θ ≤ 56.678°), 6168 unique (Rint = 0.0467, Rsigma = 0.0388) which were used in all calculations. The final R1 was 0.0435 (I > 2σ(I)) and wR2 was 0.1073 (all data). The crystal structure has been determined by the conventional X-ray diffraction method, solved by direct methods and refined by the full matrix least squares procedure. Intramolecular hydrogen bonding of the type C–H⋅⋅⋅O and O–H⋅⋅⋅O is present and the crystal structure stabilizes via N–H…O, C–H…N and O–H…N intermolecular interactions. The optimized structural parameters have been compared and the parameters like ionization potential, electron affinity, global hardness, electron chemical potential, electronegativity, and global electrophilicity based on HOMO and LUMO energy values were calculated at B3LYP/6-311G(d,p) level of theory for a better understanding of the structural properties of the binary complex.
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DOI: 10.5155/eurjchem.11.4.324-333.2028
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Rashtriya Uchchatar Shiksha Abhiyan (RUSA) 2.0 Project (Ref. No: RUSA/JU/2/2019-20/111/3588-3636), India.
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