7-Bromo-4b-methyl-7,8-dihydro-4bH-9-thia-8a-azafluorene 9,9-dioxide
نویسندگان
چکیده
The title compound, C(12)H(12)BrNO(2)S, was isolated after direct irradiation (hν 350 nm, hexa-ne) of a mixture of stereoisomeric sulfonamides containing a vicinal dibromide and a conjugated diene. This product is one of a group of substrates that has contributed to our understanding of the photoreactivity patterns of non-bridged sulfonamides. The crystal structure was determined from a non-merohedrally twinned data set, where the twin law corresponded to a 180° rotation about the a* axis. The minor twin component refined to a value of 0.176 (3). The conformation of the mol-ecule is planar at one end, as the benzene ring and the adjacent fused five-membered ring are coplanar, and U-shaped at the other end, where the five-membered ring is fused to the heterocyclic six-membered ring containing an allyl bromide group.
منابع مشابه
8-Bromo-3,4-dihydro-2H-1,3-thiazino[2,3:2′,1′]imidazo[5′,4′-b]pyridine
The imidazopyridine ring system in the title compound, C(9)H(8)BrN(3)S, is almost planar [r.m.s. deviation of the C and N atoms = 0.007 (1) Å]. The S and methyl-ene C atoms connected to the five-membered ring lie within this plane. The remaining two methyl-ene groups of the thia-zine ring are disordered over two sets of sites in a 0.817 (5):0.183 (5) ratio.
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The monomeric title compound, C(9)H(6)BrCl(2)NO(3)S, has an envelope-shaped thia-zine ring with the S atom 0.879 (9) Å out of the mean square plane of the envelope. The π-π distances between the centroids of the heterocyclic rings are 4.191 (5) and 4.110 (5) Å. The closest intermolecular inter-actions between the O atoms of the carbonyl and sulfonyl groups with Br and Cl atoms are 2.987 (7) and...
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In the structure of the title compound, C(22)H(21)N(3)O(3)S, the thia-zole ring forms dihedral angles of 88.83 (7) and 9.39 (9)°, respectively, with the benzene and pyrrole rings. The dihydro-pyrimidine ring adopts a flattened boat conformation. The olefinic double bond is in a Z conformation.
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In the crystal structure of the title compound, C(9)H(8)BrNO(3)S, the thia-zine ring is in the twisted form. In the crystal, pairs of inter-molecular C-H⋯O hydrogen bonds form inversion dimers with an R(2) (2)(8) ring motif. Weak inter-molecular C-H⋯Br and C-H⋯π inter-actions are also present.
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In the title compound, C(16)H(13)BrN(4)O(4)S, the dihedral angle between the aromatic rings is 4.1 (2)° and the C=N-N=C torsion angle is 175.5 (3)°. The nitro group is almost coplanar with the benzene ring to which it is attached [dihedral angle = 2.9 (7)°]. The thia-zine ring has an S-envelope conformation with the S atom displaced by 0.819 (3) Å from the mean plane of the other five atoms (r....
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