5-Fluoro-3-methyl­sulfinyl-2-phenyl-1-benzofuran

In the title compound, C15H11FO2S, the O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. The 2-phenyl ring is rotated out of the benzofuran plane, making a dihedral angle of 32.1 (2)°. The crystal structure is stabilized by aromatic π–π inter­actions between the benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.690 (5) Å]. In addition, the crystal structure exhibits inter­molecular C—H⋯O and C—H⋯F inter­actions

Isopropyl 2-(4,6-dimethyl-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate

Mol­ecules of title compound, C16H20O4S, which was synthesized by the oxidation of isopropyl 2-(4,6-dimethyl-3-methyl­sulfanyl-1-benzofuran-2-yl)acetate, inter­act through C—H⋯π inter­actions between a methyl­ene H atom and the aromatic carbon ring of the benzofuran ring system, and by C—H⋯O hydrogen bonds. Adjacent stacked mol­ecules exhibit a carbon­yl–carbonyl inter­action [3.295 (2) Å]. The O atom of the methyl­sulfinyl group is disordered over two positions with site-occupancy factors of 0.9 and 0.1

Methyl 2-(5-fluoro-3-methyl­sulfinyl-1-benzofuran-2-yl)acetate

In the title compound, C12H11FO4S, the O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment [O—S—C—C and C—S—C—C torsion angles = 126.70 (13) and −123.55 (13)°, respectively]. The crystal structure is stabilized by weak non-classical inter­molecular C—H⋯O hydrogen-bond inter­actions. The crystal structure also exhibits aromatic π–π stacking inter­actions between furan/benzene and benzene/benzene rings of adjacent benzofuran ring systems [centroid–centroid distances = 3.8258 (9) and 3.8794 (9) Å] and a weak inter­molecular C—H⋯π ring inter­action

5-Bromo-2-(4-fluoro­phen­yl)-3-methyl­sulfinyl-1-benzofuran

In the title compound, C15H10BrFO2S, the O atom and the methyl group of the methyl­sulfinyl substituent are located on opposite sides of the plane through the benzofuran fragment. The 4-fluoro­phenyl ring is rotated out of the benzofuran plane, as indicated by a dihedral angle of 26.23 (5)°. The crystal structure is stabilized by a non-classical inter­molecular C—H⋯O hydrogen bond and a Br⋯O halogen bond [3.163 (2) Å]

2,4,6,7-Tetra­methyl-3-phenyl­sulfinyl-1-benzofuran

In the title compound, C18H18O2S, the O atom and the phenyl group of the phenyl­sulfinyl substituent lie on opposite sides of the planar benzofuran fragment. The phenyl ring is nearly perpendicular to the benzofuran system [88.56 (7)°] and is tilted slightly towards it. Molecules form pseudo-helices along the a axis. The crystal structure is stabilized by a C—H⋯π inter­action between a methyl H atom and the phenyl ring of the phenyl­sulfinyl substituent, and by intra- and inter­molecular C—H⋯O inter­actions

5-Bromo-2-(4-fluoro­phen­yl)-7-methyl-3-methyl­sulfinyl-1-benzofuran

In the title compound, C16H12BrFO2S, the O atom and the methyl group of the methyl­sulfinyl substituent are located on opposite sides of the plane through the benzofuran fragment. The 4-fluoro­phenyl ring is rotated out of the benzofuran plane, as indicated by the dihedral angle of 16.17 (5)°. The crystal structure exhibits an inter­molecular C—H⋯O hydrogen bond and a Br⋯O halogen inter­action [3.112 (2) Å]

5-Chloro-3-ethyl­sulfinyl-2-(4-fluoro­phen­yl)-1-benzofuran

In the title compound, C16H12ClFO2S, the 4-fluoro­phenyl ring is rotated out of the benzofuran plane, as indicated by the dihedral angle of 6.96 (5)°. The crystal structure exhibits a Cl⋯O inter­action with a Cl⋯O distance of 3.163 (1) Å

5-Chloro-2-(4-fluoro­phen­yl)-3-methyl­sulfinyl-1-benzofuran

In the title compound, C15H10ClFO2S, the O atom and the methyl group of the methyl­sulfinyl substituent are located on opposite sides of the plane through the benzofuran fragment. The 4-fluoro­phenyl ring is rotated out of the benzofuran plane, making a dihedral angle of 25.99 (4)°. The crystal structure is stabilized by a non-classical inter­molecular C—H⋯O hydrogen bond and a Cl⋯O halogen bond [3.244 (1) Å]

5-Bromo-3-ethyl­sulfinyl-2-(4-fluoro­phen­yl)-7-methyl-1-benzofuran

In the title compound, C17H14BrFO2S, the 4-fluoro­phenyl ring is rotated slightly out of the benzofuran plane, making a dihedral angle of 7.60 (4)°. The crystal structure is stabilized by a Br⋯O halogen-bonding inter­action [3.048 (1) Å]

Evolutionary relationships between Rhynchosporium lolii sp. nov. and other Rhynchosporium species on grass.

Copyright: 2013 King et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are creditedThe fungal genus Rhynchosporium (causative agent of leaf blotch) contains several host-specialised species, including R. commune (colonising barley and brome-grass), R. agropyri (couch-grass), R. secalis (rye and triticale) and the more distantly related R. orthosporum (cocksfoot). This study used molecular fingerprinting, multilocus DNA sequence data, conidial morphology, host range tests and scanning electron microscopy to investigate the relationship between Rhynchosporium species on ryegrasses, both economically important forage grasses and common wild grasses in many cereal growing areas, and other plant species. Two different types of Rhynchosporium were found on ryegrasses in the UK. Firstly, there were isolates of R. commune that were pathogenic to both barley and Italian ryegrass. Secondly, there were isolates of a new species, here named R. lolii, that were pathogenic only to ryegrass species. R. lolii was most closely related to R. orthosporum, but exhibited clear molecular, morphological and host range differences. The species was estimated to have diverged from R. orthosporum ca. 5735 years before the present. The colonisation strategy of all of the different Rhynchosporium species involved extensive hyphal growth in the sub-cuticular regions of the leaves. Finally, new species-specific PCR diagnostic tests were developed that could distinguish between these five closely related Rhynchosporium species.Peer reviewedFinal Published versio