3,824 research outputs found
Methyl 2-(5-methyl-3-methylsulfinyl-1-benzofuran-2-yl)acetate
The title compound, C13H14O4S, was prepared by oxidation of methyl 2-(5-methyl-3-methylsulfanyl-1-benzofuran-2-yl)acetate with 3-chloroperoxybenzoic acid. The O atom and methyl group of the methylsulfinyl substituent lie on opposite sides of the plane of the benzofuran system. The crystal structure is stabilized by intermolecular aromatic π–π interactions between the benzene rings of neighbouring molecules, with a centroid–centroid separation of 3.841 (3) Å
2-(3-Ethylsulfanyl-5-phenyl-1-benzofuran-2-yl)acetic acid
The title compound, C18H16O3S, crystallizes with two symmetry-independent molecules in the asymmetric unit. The phenyl rings are rotated out of the benzofuran planes, making dihedral angles of 43.38 (7) and 56.13 (6)° in the two molecules. The carboxyl groups are involved in inversion-related intermolecular O—H⋯O hydrogen bonds, which link the molecules into centrosymmetric dimers. These dimers are further packed into stacks along the b axis by weak non-classical intermolecular C—H⋯O hydrogen bonds. The crystal structure also exhibits intermolecular C—H⋯π interactions, and two aromatic π–π interactions between the furan rings of neighbouring benzofuran systems; the centroid–centroid distances are 3.500 (3) and 3.605 (3) Å
2-(3-Ethylsulfanyl-5-fluoro-1-benzofuran-2-yl)acetic acid
The title compound, C12H11FO3S, was prepared by alkaline hydrolysis of ethyl 2–(3–ethylsulfanyl–5–fluoro–1–benzofuran–2–yl) acetate. In the crystal structure, the carboxyl groups are involved in intermolecular O—H⋯O hydrogen bonds, which link the molecules into centrosymmetric dimers. These dimers are further packed into stacks along the b axis by aromatic π–π interactions between the furan ring and the benzene ring of neighbouring benzofuran ring systems [centroid–centroid distance = 3.684 (5) Å]
5-Fluoro-2-(4-fluorophenyl)-3-methylsulfinyl-1-benzofuran
In the title compound, C15H10F2O2S, the O atom and the methyl group of the methylsulfinyl substituent lie on opposite sides of the plane through the benzofuran fragment. The 4-fluorophenyl ring is rotated out of the benzofuran plane by a dihedral angle of 28.09 (3)°. The crystal structure is stabilized by weak intermolecular C—H⋯O and C—H⋯F hydrogen bonds
5-Bromo-2-phenyl-3-phenylsulfinyl-1-benzofuran
In the title compound, C20H13BrO2S, the O atom and the phenyl group of the phenylsulfinyl substituent are located on opposite sides of the plane of the benzofuran system. The S-bound phenyl ring is almost perpendicular to this plane [80.35 (8)°]. The phenyl ring in the 2-position is twisted with respect to the benzofuran plane, making a dihedral angle of 16.0 (1)°
2-(5-Isopropyl-3-methylsulfanyl-1-benzofuran-2-yl)acetic acid
There are two molecules in the asymmetric unit of the title compound, C14H16O3S. In the crystal structure, the carboxyl groups are involved in intermolecular O—H⋯O hydrogen bonds, which link the molecules into centrosymmetric dimers. These dimers are further packed into stacks along the a axis by aromatic π–π interactions between the furan rings of adjacent molecules [centroid–centroid distance = 3.430 (4) Å] and by additional C—H⋯π and C—H⋯O interactions
3-Cyclohexylsulfonyl-5-iodo-2,7-dimethyl-1-benzofuran
In the title compound, C16H19IO3S, the cyclohexyl ring adopts a chair conformation. In the crystal, pairs of intermolecular I⋯O contacts [3.269 (2) Å] link the molecules into inversion dimers. These dimers are further stabilized by a slipped π–π interaction between the benzene and furan rings of adjacent molecules [centroid–centroid distance = 3.701 (3) Å, interplanar distance = 3.372 (3) Å and slippage = 1.525 (3) Å]
2-(4-Chlorophenyl)-3-ethylsulfinyl-5-iodo-7-methyl-1-benzofuran
In the title compound, C17H14ClIO2S, the 4-chlorophenyl ring makes a dihedral angle of 12.13 (5)° with the mean plane of the benzofuran ring. In the crystal, pairs of intermolecular I⋯O contacts [3.145 (1) Å] link the molecules into inversion dimers
Isopropyl 2-(5-fluoro-3-methylsulfinyl-1-benzofuran-2-yl)acetate
In the title compound, C14H15FO4S, the O atom and the methyl group of the methylsulfinyl substituent are located on opposite sides of the plane of the benzofuran fragment which is essentially planar with a mean deviation of 0.008 (1) Å from its least-squares plane. The crystal structure stabilized by three different intermolecular non-classical C—H⋯O hydrogen bonds. The crystal structure also exhibits aromatic π–π interactions between the benzene rings of adjacent benzofuran ring systems [centroid–centroid distance = 3.688 (2) Å
2,5,7-Trimethyl-3-phenylsulfinyl-1-benzofuran
The title compound, C17H16O2S, was prepared by the oxidation of 2,5,7-trimethyl-3-phenylsulfanyl-1-benzofuran with 3-chloroperoxybenzoic acid. The O atom and the phenyl group of the phenylsulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. The phenyl ring is nearly perpendicular to the plane of the benzofuran unit [88.30 (9)°] and is tilted slightly towards it. No π–π or C—H⋯π interactions are observed between neighbouring molecules in the crystal structure because of steric hindrance induced by the three methyl groups
- …