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4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth-yl]-N'-[(E)-4-nitro-benzyl-idene]benzene-sulfono-hydrazide dimethyl sulfoxide monosolvate.


ABSTRACT: The mol-ecular structure of the title compound, C(26)H(18)N(4)O(6)S·C(2)H(6)OS, shows an E conformation of the hydrazone double bond. The presence of a methyl-ene group between the benzo[de]isoquinoline and benzene-sulfonyl moieties allows the 4-nitro-phenyl ring and the benzo[de]isoquinoline system to be parallel with respect to each other, so that the mol-ecule adopts a U-shaped spatial conformation. The dihedral angle between mean planes of these aromatic groups is 4.4 (1)°. This special arrangement enables neighboring mol-ecules to be inter-calated, forming slipped π-π inter-actions [centroid-centroid distance = 3.535 (2) Å] between the 4-nitro-phenyl and benzo[de]isoquinoline groups and point-to-face C-H⋯π inter-actions between the benzo[de]isoquinoline and benzene-sulfonyl aromatic systems. In addition, the crystal packing also features an inter-molecular N-H⋯O inter-action involving the amine group and the dimethyl sulfoxide solvent mol-ecule.

SUBMITTER: Bortoluzzi AJ 

PROVIDER: S-EPMC3051948 | biostudies-literature | 2011 Feb

REPOSITORIES: biostudies-literature

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4-[(1,3-Dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-2-yl)meth-yl]-N'-[(E)-4-nitro-benzyl-idene]benzene-sulfono-hydrazide dimethyl sulfoxide monosolvate.

Bortoluzzi Adailton J AJ   Policarpi Everton B EB   Mora Cristiano C   Oliveira Kely N KN   Nunes Ricardo J RJ  

Acta crystallographica. Section E, Structure reports online 20110212 Pt 3


The mol-ecular structure of the title compound, C(26)H(18)N(4)O(6)S·C(2)H(6)OS, shows an E conformation of the hydrazone double bond. The presence of a methyl-ene group between the benzo[de]isoquinoline and benzene-sulfonyl moieties allows the 4-nitro-phenyl ring and the benzo[de]isoquinoline system to be parallel with respect to each other, so that the mol-ecule adopts a U-shaped spatial conformation. The dihedral angle between mean planes of these aromatic groups is 4.4 (1)°. This special arra  ...[more]

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