Crystal structure and Hirshfeld surface analysis of phen-yl(5,7,8a-triphenyl-1,2,3,7,8,8a-hexa-hydro-imidazo[1,2- a]pyridin-6-yl)methanone with an unknown solvent

Abstract

In the title compound, C₃₂H₂₈N₂O, the imidazolidine and pyridine rings of the central hexa-hydro-imidazo[1,2-a]pyridine ring system adopt envelope and screw-boat conformations, respectively. The mol-ecule exhibits two weak intra-molecular π-π inter-actions between phenyl rings. In the crystal, mol-ecules are linked via pairs of C-H⋯ O hydrogen bonds, forming inversion dimers. The dimers are further linked by pairs of C-H⋯π inter-actions, forming infinite chains along the c-axis direction. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (73.4%), C⋯H/H⋯C (18.8%) and O⋯H/H⋯O (5.7%) contacts. The contribution of some disordered solvent to the scattering was removed using the SQUEEZE routine [Spek (2015 ▸). Acta Cryst. C71, 9-18] in PLATON. The solvent contribution was not included in the reported mol-ecular weight and density.

Keywords: SQUEEZE; crystal structure; cyclo­addition products; hexa­hydro­imidazo[1,2-a]pyridine ring.

Figure 1

The mol­ecular structure of the title compound, with displacement ellipsoids drawn at the 30% probability level.

Figure 2

The crystal packing of the title compound. Dashed lines indicate C—H⋯O, C—H⋯π and π–π stacking inter­actions. Cg3, Cg4, Cg5 and Cg6 are the centroids of the C9–C14, C15–C20, C21–C26 and C27–C32 phenyl rings, respectively. [Symmetry codes: (a) −x, −y, −z + 1; (b) −x, −y, −z + 2.]

Figure 3

A view of the Hirshfeld surface of the title compound plotted over d _norm, showing the C—H⋯O inter­actions.

Figure 4

(a) A full two-dimensional fingerprint plot for the title compound, together with those delineated into (b) H⋯H, (c) C⋯H/H⋯C, (d) O⋯H/H⋯O, (e) N⋯H/H⋯N and (f) C⋯C contacts.