(E)-5-(4-Chloro-benzyl-idene)-1-phenyl-4,5,6,7-tetra-hydro-1 H-indazol-4-one: crystal structure and Hirshfeld surface analysis

C Selva Meenatchi; S Athimoolam; J Suresh; S Raja Rubina; R Ranjith Kumar; S R Bhandari

doi:10.1107/S2414314621011950

(E)-5-(4-Chloro-benzyl-idene)-1-phenyl-4,5,6,7-tetra-hydro-1 H-indazol-4-one: crystal structure and Hirshfeld surface analysis

IUCrdata. 2021 Nov 16;6(Pt 11):x211195. doi: 10.1107/S2414314621011950. eCollection 2021 Nov.

Authors

C Selva Meenatchi¹, S Athimoolam², J Suresh¹, S Raja Rubina³, R Ranjith Kumar³, S R Bhandari⁴

Affiliations

¹ Department of Physics, The Madura College, Madurai 625 011, India.
² Department of Physics, University College of Engineering Nagercoil, Anna University, Nagercoil 629 004, Tamilnadu, India.
³ Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, India.
⁴ Department of Physics, Bhairahawa M. Campus, Tribhuvan University, Nepal.

Abstract

In the title compound, C₂₀H₁₅ClN₂O, the non-aromatic six-membered ring adopts a distorted envelope conformation with methyl-ene-C atom nearest to the five-membered ring being the flap atom. The dihedral angle between the phenyl and chloro-benzene rings is 74.5 (1)°. The heterocyclic ring forms dihedral angles of 37.9 (1) and 64.3 (1)° with the phenyl and chloro-benzene rings, respectively. In the crystal, weak C-H⋯O inter-actions feature predominantly within the three-dimensional architecture. The inter-molecular inter-actions are further analysed with the calculation of the Hirshfeld surfaces highlighting the prominent role of C-H⋯O inter-actions, along with H⋯H (36.8%) and C⋯H/H⋯C (26.5%) contacts.

Keywords: Hirshfeld Surface; crystal structure; indazol-4-one.