N-Chloro(methyl)arsino-N,N'-dimethyl-N'-(p-tolylthio)urea

Jones, Peter G.; Fischer, Andreas; Müller, C.; Pinchuk, Vasily A.; Schmutzler, R.

doi:10.1107/s0108270196008359

Cited by 2 publications

(2 citation statements)

References 3 publications

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“…Atoms marked with an asterisk or hash symbol are in molecules at (1 + x, y, z) and (1 À x, 1 À y, 1 À z), respectively. Sudha et al, 1996;Jones et al, 1996;Aupers et al, 1999). The heterocyclic ring in (3) is slightly non-planar, doubtless as a consequence of the perfectly eclipsed CÐH bonds which would occur in a strictly planar pyrrolidinedione ring.…”

Section: Figurementioning

confidence: 99%

Conformational preferences in 2-nitrophenylthiolates: interplay between intra- and intermolecular forces; structures of (E)-1-(4-methyl-2-nitrobenzenethiolato)-2-phenylethene, S-(2-nitrophenyl)benzenecarbothiolate and 1-(2-nitrophenylthio)-2,5-pyrrolidinedione

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McCarron

et al. 2000

Acta Crystallogr Sect B

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In (E)-1-(4-methyl-2-nitrobenzenethiolato)-2-phenylethene, C15H13NO2S (1) (orthorhombic Pbca), the nitro group is almost coplanar with the adjacent aryl ring, but the dihedral angles between the nitro-aryl and styryl fragments is approximately 121 degrees. The molecules are linked by paired C-H...O hydrogen bonds in a chain of rings. In S-(2-nitrophenyl)benzenecarbothiolate, C13H9NO3S (2) (monoclinic P2(1)/a), the nitro group is rotated by 33.0 (2) degrees out of the plane of the adjacent aryl ring and the thiobenzoate group is strongly twisted away from the plane of the disubstituted aryl ring. The molecules of (2) are linked into chains by C--H...O hydrogen bonds, and each chain is linked to two neighbouring chains by means of aromatic pi... pi stacking interactions. In 1-(2-nitrophenylthio)-2,5-pyrrolidinedione, C10H8N2O4S (3) (monoclinic P2(1)/a), the nitro group is again almost coplanar with the adjacent aryl ring, but the pyrrolidinedione unit is almost orthogonal to the O2NC6H4SN plane. There are three types of C-H...O hydrogen bond in the structure, and these link the molecules into a two-dimensional net. The conformations of these molecules have been investigated by SCF calculations and two energy minima have been identified for each: the molecules of (1) and (3) adopt conformations in their crystals which are close to those at the overall energy minima calculated for isolated molecules, while molecules of (2) adopt a conformation in the crystal close to that calculated for the local energy minimum. Comparisons are made with the structures of some related compounds and it is concluded that, while the nature of the two conformational minima is determined by intramolecular forces, the choice between them is determined primarily by intermolecular forces.

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Section: Figurementioning

confidence: 99%

Conformational preferences in 2-nitrophenylthiolates: interplay between intra- and intermolecular forces; structures of (E)-1-(4-methyl-2-nitrobenzenethiolato)-2-phenylethene, S-(2-nitrophenyl)benzenecarbothiolate and 1-(2-nitrophenylthio)-2,5-pyrrolidinedione

Low

Storey

McCarron

et al. 2000

Acta Crystallogr Sect B

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“…We are interested in the structures of diphosphines containing the P-----CF2--P moiety, and of their metal complexes (Fild et al, 1994;Jones, 1996;Jones & Bembenek, 1996;Jones & Th6ne, 1997). The structure of the CH2 analogue of the title compound, (I), is known (Fild et al, 1980).…”

Section: Commentmentioning

confidence: 99%