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A Pyranopyrimidine Derivative: Synthesis, Characterization, Hirshfeld Surface Analysis and Computational Investigation

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Abstract

A pyranopyrimidine derivative named as 10-amino-7-(2,4-diamino-6-oxidopyrimidin-1-ium-5-yl)-7H-benzo[7,8]chromeno[2,3-d]pyrimidin-9-ium-8-olate dimethylformamide acetic acid hydrate (ADCP) is synthesized by the reaction of 2-hydroxy-1-naphthaldehyde and 2,6-diaminopyrimidin-4-ol in the presence of ethanol and dimethylformamide. The synthesized compound is characterized by single crystal X-ray diffraction technique. The molecule exists as a doubly zwitterion ion and the supramolecular assembly is stabilized by N–H⋯N, N–H⋯O and O–H⋯N bonding interactions. These intermolecular interactions are further investigated and justified by Hirshfeld Surface Analysis. Void analysis is carried out in order to check the response of the crystal to an applied stress. Quantum chemical calculations are carried out at B3LYP/6-31G(d,p) electron density model for finding the interaction energies between molecular pairs.

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Authors and Affiliations

  1. Department of Physics, University of Sargodha, Sargodha, Punjab, Pakistan

    M. N. Tahir & M. Ashfaq

  2. Govt. Graduate College, Gojra Road Jhang, Punjab, Pakistan

    H. A. Shad

  3. Department of Chemistry and Biochemistry, Miami University, Oxford, Ohio, USA

    M. Haroon & R. J. Mancini

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  1. M. N. Tahir
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  2. H. A. Shad
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  3. M. Haroon
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  4. M. Ashfaq
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Correspondence to H. A. Shad, M. Haroon or M. Ashfaq.

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Text © The Author(s), 2023, published in Zhurnal Strukturnoi Khimii, 2023, Vol. 64, No. 11, 118603.https://doi.org/10.26902/JSC_id118603

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Tahir, M.N., Shad, H.A., Haroon, M. et al. A Pyranopyrimidine Derivative: Synthesis, Characterization, Hirshfeld Surface Analysis and Computational Investigation. J Struct Chem 64, 2200–2212 (2023). https://doi.org/10.1134/S0022476623110173

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