Crystal structure of (5-methylimidazo[1,2-a]pyridin-2-yl)methanol

Abstract

In the title compound, C9H10N2O, the imidazo[1,2-a]pyridine moiety is approximately planar (r.m.s. deviation = 0.024 Å). The methanol group is nearly perpendicular to its mean plane as indicated by the C—C—C—O and N—C—C—O torsion angles of 80.04 (16) and −96.30 (17)°, respectively. In the crystal, mol­ecules are linked by O—H⋯N hydrogen bonds, forming inversion dimers with an R 2 2(10) ring motif. The dimers are liked via C—H⋯O hydrogen bonds, enclosing R 2 2(10) ring motifs and forming ribbons along [201]. The ribbons are linked via a number of π–π inter­actions [centroid–centroid distances vary from 3.4819 (8) to 3.7212 (8) Å], forming a three-dimensional structure.

Crystal structure of (E)-4-[N-(7-methyl-2-phenylimidazo[1,2-a]pyridin-3-yl)carboximidoyl]phenol

“…their important therapeutic properties (Solomons et al, 1997;Bhandari et al, 2008;Ertl et al, 2000). The present paper is a continuation of our research work devoted to the development of imidazo [1,2a]pyridine derivatives with potential pharmacological activities (Elaatiaoui et al, 2014).…”

“…For the biological activities of imidazo [1,2a]pyridine derivatives, see: Solomons et al (1997); Bhandari et al (2008); Ertl et al (2000). For the synthesis of related compounds, see: Radi et al (2015); Elaatiaoui et al (2014 Hydrogen-bond geometry (Å , ).…”

(E)-2-Phenyl-N-(thiophen-2-ylmethylidene)imidazo[1,2-a]pyridin-3-amine

“…Schiff bases bearing an azomethine functional group -C N-, have gained importance in the pharmaceutical and medicinal industries due to their widespread potential biological activities such as anticancer (Ren et al, 2002), antibacterial and antifungal activities (Shi et al, 2007), anticonvulsant (Sridhar et al, 2002;Kaplan et al, 1980), antituberculosis (Patole et al, 2006;Hearn & Cynamon, 2004), analgesic and anti-inflammatory properties (Bhandari et al, 2008). The present paper is a continuation of our research work devoted to the development of imidazo[1,2-a]pyridine derivatives with potential pharmacological activities (Elaatiaoui et al, 2014(Elaatiaoui et al, , 2015. The heterobicyclic ring system in the title compound is essentially planar, with a maximum deviation of 0.022 (1) Å for atom C6 in the first molecule (S1/N1-N3/C1-C18) data reports and 0.018 (1) Å for atom N5 in the second molecule (S2/N4-N6/C19-C36) (Fig.…”