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Crystal structure, DFT and Hirshfeld surface analysis of 2-amino-4-(2-chloro-phen-yl)-7-hy-droxy-4H-benzo[1,2-b]pyran-3-carbo-nitrile.

ABSTRACT: The benzo-pyran ring of the title com-pound, C16H11ClN2O2, is planar [maximum deviation = 0.079?(2)?Å] and is almost perpendicular to the chloro-phenyl ring [dihedral angle = 86.85?(6)°]. In the crystal, N-H?O, O-H?N, C-H?O and C-H?Cl hydrogen bonds form inter- and intra-molecular inter-actions. The DFT/B3LYP/6-311G(d,p) method was used to determine the HOMO-LUMO energy levels. The mol-ecular electrostatic potential surfaces were investigated by Hirshfeld surface analysis and two-dimensional fingerprint plots were used to analyse the inter-molecular inter-actions in the mol-ecule.

SUBMITTER: Beemarao M

PROVIDER: S-EPMC6829740 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Crystal structure, DFT and Hirshfeld surface analysis of 2-amino-4-(2-chloro-phen-yl)-7-hy-droxy-4H-benzo[1,2-b]pyran-3-carbo-nitrile.

Beemarao M M Silambarasan S S Nasser A Jamal Abdul AJA Purushothaman M M Ravichandran K K

Acta crystallographica. Section E, Crystallographic communications 20191022 Pt 11

The benzo-pyran ring of the title com-pound, C16H11ClN2O2, is planar [maximum deviation = 0.079 (2) Å] and is almost perpendicular to the chloro-phenyl ring [dihedral angle = 86.85 (6)°]. In the crystal, N-H⋯O, O-H⋯N, C-H⋯O and C-H⋯Cl hydrogen bonds form inter- and intra-molecular inter-actions. The DFT/B3LYP/6-311G(d,p) method was used to determine the HOMO-LUMO energy levels. The mol-ecular electrostatic potential surfaces were investigated by Hirshf ...[more]

PMID: 31709082

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