Crystal structure, Hirshfeld surface analysis and DFT calculations of 7-bromo-2,3-di-hydro-pyrrolo[2,1- b]quinazolin-9(1 H)-one

Akmaljon Tojiboev; Burkhon Elmuradov; Nuritdin Kattaev; Asqar Abdurazakov; Azizbek Nasrullayev; Bakhodir Tashkhodjaev

doi:10.1107/S2056989022007800

Crystal structure, Hirshfeld surface analysis and DFT calculations of 7-bromo-2,3-di-hydro-pyrrolo[2,1- b]quinazolin-9(1 H)-one

Acta Crystallogr E Crystallogr Commun. 2022 Aug 9;78(Pt 9):885-889. doi: 10.1107/S2056989022007800. eCollection 2022 Sep 1.

Authors

Akmaljon Tojiboev^{1

2}, Burkhon Elmuradov³, Nuritdin Kattaev², Asqar Abdurazakov³, Azizbek Nasrullayev⁴, Bakhodir Tashkhodjaev³

Affiliations

¹ University of Geological Sciences, Olimlar street, 64, Mirzo Ulugbek district, Tashkent, Uzbekistan.
² Department of Chemistry, National University of Uzbekistan named after Mirzo Ulugbek, Tashkent, Uzbekistan.
³ S. Yunusov Institute of Chemistry of Plant Substances, Academy of Sciences of Uzbekistan, Tashkent, Uzbekistan.
⁴ Department of Organic Synthesis and Bioorganic Chemistry, Samarkand State University, Samarkand, Uzbekistan.

Abstract

The mol-ecular structure of the title compound, C₁₁H₉BrN₂O, is almost planar. The benzene and pyrimidine rings are essentially coplanar, with r.m.s. deviations of 0.0130 Å, and the largest displacement is for the flap atom of the di-hydro-pyrrole moiety [0.154 (7) Å]. Hirshfeld surface analyses revealed that the crystal packing is dominated by H⋯H, Br⋯H/H⋯Br and O⋯H/H⋯O inter-actions, and Br⋯Br inter-actions in the crystal structure are also observed. Theoretical calculations using density functional theory (DFT) with the B3LYP functional basis set gave numerical parameters for the frontier molecular orbitals.

Keywords: 7-bromo-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one; DFT; Hirshfeld surface analysis; crystal structure.

Grants and funding

Funding for this research was provided by: the Ministry of Innovative Development of Uzbekistan (grant No. F-FA-2021-408 "Study of the laws of introducing of pharmacophore fragments into the molecule on the basis of modern cross-coupling and heterocyclization reactions").