Diethyl [3-[beta-(2,4-dichlorophenyl)vinyl]-N-(phenylsulfonyl)indol-2-ylmethyl]phosphonate and diethyl [3-[beta-(4-bromophenyl)vinyl]-N-(phenylsulfonyl)indol-2-ylmethyl]phosphonate.
The title compounds, C(27)H(26)Cl(2)NO(5)PS, (I), and C(27)H(27)BrNO(5)PS, (II), respectively, crystallize in the centrosymmetric space group P2(1)/n with one molecule in the asymmetric unit in each case. The dihedral angle between the benzene and pyrrole rings is 2.1 (1) degrees in (I) and 0.9 (2) degrees in (II). The phenylsulfonyl group is orthogonal to the halophenyl moiety, with a dihedral angle of 82.0 (1) degrees in (I) and 78.7 (2) degrees in (II). In both compounds, the molecular structures and packing are stabilized by C-H...O and C-H...halogen interactions. The intermolecular hydrogen bonds in (I) form cyclic dimers with graph-set descriptors R(2)(1)(10) and R(2)(2)(8) about a 2(1) axis, and those in (II) form a C(2)(2)(20) chain.
Sethu Sankar
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K
Department of Crystallography and Biophysics, University of Madras, Guindy Campus, Chennai 600 025, India.
Kannadasan
S
S
Velmurugan
D
D
Srinivasan
P C
PC
Moon
Jib-Kim
JK
D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007211:Indoles; D008958:Models, Molecular; D063065:Organophosphonates / Q000737:chemistry*; D014753:Vinyl Compounds
D007211:Indoles; D063065:Organophosphonates; D014753:Vinyl Compounds; C467380:diethyl-(3-((2,4-dichlorophenyl)vinyl)-N-(phenylsulfonyl)indol-2-ylmethyl)phosphonate; C467381:diethyl-(3-((4-bromophenyl)vinyl)-N-(phenylsulfonyl)indol-2-ylmethyl)phosphonate