Crystal structure, Hirshfeld surface analysis and energy framework study of 6-formyl-7,8,9,11-tetra-hydro-5 H-pyrido[2,1- b]quinazolin-11-one

Acta Crystallogr E Crystallogr Commun. 2021 Jan 1;77(Pt 1):47-51. doi: 10.1107/S2056989020016059.

Abstract

At 100 K, the title compound, C13H12N2O2, crystallizes in the ortho-rhom-bic space group Pna21 with two very similar mol-ecules in the asymmetric unit. An intra-molecular N-H⋯O hydrogen bond leads to an S(6) graph-set motif in each of the mol-ecules. Inter-molecular π-π stacking and C=O⋯π inter-actions involving the aldehyde O atoms link mol-ecules into stacks parallel to [100]. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing stem from H⋯H (49.4%) and H⋯O/O⋯H (21.5%) inter-actions. Energy framework calculations reveal a significant contribution of dispersion energy. The crystal studied was refined as a two-component inversion twin.

Keywords: Hirshfeld surface analysis; Tricyclic quinazoline derivative; crystal structure; energy frameworks; intra­molecular N—H⋯O bond; π–π inter­actions.

Grants and funding

This work was funded by Istedod foundation grant .