Crystal structure and Hirshfeld surface analysis of 2,2,2-trifluoro-1-(7-methylimidazo[1,2-a]pyridin-3- yl)ethan-1-one

The bicyclic imidazo[1,2-a]pyridine core in the molecule of the title compound, C10H7F3N2O, is planar within 0.004 (1) A ° . In the crystal, the molecules are linked by pairs of C—H N and C—H O hydrogen bonds, forming strips. These strips are connected by the F F contacts into layers, which are further joined by – stacking interactions. The Hirshfeld surface analysis and fingerprint plots reveal that molecular packing is governed by F H/H F (31.6%), H H (16.8%), C H/H C (13.8%) and O H/H O (8.5%) contacts. 1. Chemical context The imidazo[1,2-a]pyridine synthon is one of the important fused bicyclic 5–6 heterocycles and it is recognized as a ‘drug prejudice’ scaffold because of its wide range of applications in medicinal chemistry (Bagdi et al., 2015). This synthon is also useful in coordination chemistry and catalysis because of its coordination ability and non-covalent donor–acceptor bonding (Guseinov et al., 2022; Ma et al., 2020, 2021; Mahmudov et al., 2020, 2021). Synthesis of this synthon from easily available chemicals is desirable due to its importance in the various branches of chemistry (Bagdi et al., 2015). Along with this, intermolecular interactions organize molecular architectures, which play a crucial role in synthesis, catalysis, micellization, etc. (Gurbanov et al., 2020a,b; Kopylovich et al., 2011; Ma et al., 2017a,b). The non-covalent bond–acceptor ability of both nitrogen atoms in the imidazo[1,2-a]pyridine synthon can be used in crystal engineering and in the design of dyes and other materials (Maharramov et al., 2018; Mizar et al., 2012; Shixaliyev et al., 2014; Shikhaliyev et al., 2018, 2019). Herein, we report a one-pot synthesis of 2,2,2-trifluoro-1-(7- methylimidazo[1,2-a]pyridin-3-yl)ethan-1-one (I) from (E/Z)- 3-bromo-1,1,1-trifluoro-4-isopropoxybut-3-en-2-one and 4-methylpyridin-2-amine, which provides multiple intermolecular non-covalent