2-Hydroxy-4-(prop-2-ynyloxy)benzaldehyde

V Selvarani,D Velmurugan,V Silambarasan,M.A Neelakantan

doi:10.1107/s1600536812049598

V Selvarani, D Velmurugan + Show 2 more

Open Access

https://doi.org/10.1107/s1600536812049598

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Abstract

The asymmetric unit of the title compound, C10H8O3, contains two independent molecules, both of which are almost planar (r.m.s deviations for all non-H atoms of 0.044 and 0.053 Å). The dihedral angles between the benzene ring and the prop-1-yne group are 3.47 (1) and 3.07 (1)° in the two molecules, and the prop-1-yne groups adopt extended conformations. In each molecule, an intramolecular O—H⋯O hydrogen bond involving the OH and aldehyde substituents forms an S(6) ring. In the crystal, molecules are linked into cyclic centrosymmetric dimers via C—H⋯O hydrogen bonds, generating R 2 2(14) ring motifs. The crystal structure is further stabilized by aromatic π–π stacking interactions between the benzene rings [centroid–centroid distances = 3.813 (2) and 3.843 (2) Å]

Highlights

The asymmetric unit of the title compound, C10H8O3, contains two independent molecules, both of which are almost planar (r.m.s deviations for all non-H atoms of 0.044 and 0.053 Å)
H atoms treated by a mixture of independent and constrained refinement max = 0.15 e Å3
The dihedral angles between the benzene ring and the prop-1yne group are 3.47 (1) and 3.07 (1) in the two molecules, and the prop-1-yne groups adopt extended conformations

Summary

Bruker SMART APEXII areadetector diffractometer

H atoms treated by a mixture of independent and constrained refinement max = 0.15 e Å3. The asymmetric unit of the title compound, C10H8O3, contains two independent molecules, both of which are almost planar (r.m.s deviations for all non-H atoms of 0.044 and 0.053 Å). The dihedral angles between the benzene ring and the prop-1yne group are 3.47 (1) and 3.07 (1) in the two molecules, and the prop-1-yne groups adopt extended conformations. An intramolecular O—H O hydrogen bond involving the OH and aldehyde substituents forms an S(6). Molecules are linked into cyclic centrosymmetric dimers via C—H O hydrogen bonds, generating R22(14) ring motifs. The crystal structure is further stabilized by aromatic – stacking interactions between the benzene rings [centroid–centroid distances = 3.813 (2) and

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