Crystal structure determination and analyses of Hirshfeld surface, crystal voids, inter-molecular inter-action energies and energy frameworks of 1-benzyl-4-(methyl-sulfan-yl)-3a,7a-di-hydro-1 H -pyrazolo-[3,4- d ]pyrimidine.

Autor: Mustaphi NEH; Organic Chemistry Catalysis and Environmental Laboratory Higher National School of Chemistry Ibn Tofail University Kenitra Morocco., Chlouchi A; Organic Chemistry Catalysis and Environmental Laboratory Higher National School of Chemistry Ibn Tofail University Kenitra Morocco., El Hafi M; Faculty of Medicine and Pharmacy, Mohammed First University, Oujda, Morocco.; Laboratory of Heterocyclic Organic Chemistry URAC 21 Pharmacochemistry Competence Center Av Ibn Battouta BP 1014 Faculty of Sciences Mohammed V University in Rabat Morocco., Mague JT; Department of Chemistry, Tulane University, New Orleans, LA 70118, USA., Hökelek T; Department of Physics, Hacettepe University, 06800 Beytepe, Ankara, Türkiye., El Monfalouti H; Laboratory of Plant Chemistry Organic and Bioorganic Synthesis Faculty of Sciences Mohammed V University in Rabat 4 Avenue Ibn Battouta BP 1014 RP Morocco., Haoudi A; Laboratory of Applied Organic Chemistry, Sidi Mohamed Ben Abdellah University, Faculty Of Science And Technology, Road Immouzer, BP 2202 Fez, Morocco., Mazzah A; Science and Technology of Lille USR 3290, Villeneuve d'Ascq cedex, France.
Jazyk: angličtina
Zdroj: Acta crystallographica. Section E, Crystallographic communications [Acta Crystallogr E Crystallogr Commun] 2024 Jun 25; Vol. 80 (Pt 7), pp. 783-788. Date of Electronic Publication: 2024 Jun 25 (Print Publication: 2024).
DOI: 10.1107/S2056989024005954
Abstrakt: The pyrazolo-pyrimidine moiety in the title mol-ecule, C 13 H 12 N 4 S, is planar with the methyl-sulfanyl substituent lying essentially in the same plane. The benzyl group is rotated well out of this plane by 73.64 (6)°, giving the mol-ecule an approximate L shape. In the crystal, C-H⋯π(ring) inter-actions and C-H⋯S hydrogen bonds form tubes extending along the a axis. Furthermore, there are π-π inter-actions between parallel phenyl rings with centroid-to-centroid distances of 3.8418 (12) Å. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H⋯H (47.0%), H⋯N/N⋯H (17.6%) and H⋯C/C⋯H (17.0%) inter-actions. The volume of the crystal voids and the percentage of free space were calculated to be 76.45 Å 3 and 6.39%, showing that there is no large cavity in the crystal packing. Evaluation of the electrostatic, dispersion and total energy frameworks indicate that the cohesion of the crystal structure is dominated by the dispersion energy contributions.
(© Mustaphi et al. 2024.)
Databáze: MEDLINE
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