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Crystal structure, Hirshfeld surface analysis and DFT studies of (E)-2-{[(3-chloro-4-methyl-phen-yl)imino]-meth-yl}-4-methyl-phenol.

ABSTRACT: The title compound, C15H14ClNO, was synthesized by condensation reaction of 2-hy-droxy-5-methyl-benzaldehyde and 3-chloro-4-methyl-aniline, and crystallizes in the monoclinic space group P21/c. The 3-chloro-benzene ring is inclined to the phenol ring by 9.38?(11)°. The configuration about the C=N bond is E and an intra-molecular O-H?N hydrogen bond forms an S(6) ring motif. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are from H?H (43.8%) and C?H/H?C (26.7%) inter-actions. The density functional theory (DFT) optimized structure at the B3LYP/ 6-311?G(d,p) level is compared with the experimentally determined mol-ecular structure and the HOMO-LUMO energy gap is provided.

SUBMITTER: Faizi MSH

PROVIDER: S-EPMC7405573 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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Crystal structure, Hirshfeld surface analysis and DFT studies of (E)-2-{[(3-chloro-4-methyl-phen-yl)imino]-meth-yl}-4-methyl-phenol.

Faizi Md Serajul Haque MSH Cinar Emine Berrin EB Aydin Alev Sema AS Agar Erbil E Dege Necmi N Mashrai Ashraf A

Acta crystallographica. Section E, Crystallographic communications 20200721 Pt 8

The title compound, C15H14ClNO, was synthesized by condensation reaction of 2-hy-droxy-5-methyl-benzaldehyde and 3-chloro-4-methyl-aniline, and crystallizes in the monoclinic space group P21/c. The 3-chloro-benzene ring is inclined to the phenol ring by 9.38 (11)°. The configuration about the C=N bond is E and an intra-molecular O-H⋯N hydrogen bond forms an S(6) ring motif. The Hirshfeld surface analysis of the crystal structure indicates tha ...[more]

PMID: 32844022

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