Solvated and solvent-free forms of N,N'-dithiodiphthalimide

Janet Mabel Scott Skakle, J. L. Wardell, C. Glidewell

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

N,N'-Dithiodiphthalimide, C16H8N2O4S2, crystallizes from ethyl acetate with two independent molecules in the asymmetric unit, in which the N-S-S-N torsion angles are -83.59 (19) and 92.9 (2)degrees. The molecules are linked by C-H . . . O hydrogen bonds and aromatic pi-pi -stacking interactions into a three-dimensional framework. When crystallized from either dichloromethane or ethanol, solvates are formed in which the molecules of the title compound lie across twofold rotation axes in space group C2/c, with N-S-S-N torsion angles of 93.54 (7) and 96.14 (11)degrees. There are no hydrogen bonds in these solvates, but the molecules are linked by aromatic pi-pis-stacking interactions into chains, between which there are continuous channels. Disordered solvent molecules occupy these channels, which account for ca 20% of the unit-cell volume.

Original languageEnglish
Pages (from-to)742-746
Number of pages4
JournalActa Crystallographica Section C, Crystal Structure Communications
VolumeC57
DOIs
Publication statusPublished - 2001

Keywords

  • CONFORMATIONAL PREFERENCES

Cite this

Solvated and solvent-free forms of N,N'-dithiodiphthalimide. / Skakle, Janet Mabel Scott; Wardell, J. L.; Glidewell, C.

In: Acta Crystallographica Section C, Crystal Structure Communications, Vol. C57, 2001, p. 742-746.

Research output: Contribution to journalArticle

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abstract = "N,N'-Dithiodiphthalimide, C16H8N2O4S2, crystallizes from ethyl acetate with two independent molecules in the asymmetric unit, in which the N-S-S-N torsion angles are -83.59 (19) and 92.9 (2)degrees. The molecules are linked by C-H . . . O hydrogen bonds and aromatic pi-pi -stacking interactions into a three-dimensional framework. When crystallized from either dichloromethane or ethanol, solvates are formed in which the molecules of the title compound lie across twofold rotation axes in space group C2/c, with N-S-S-N torsion angles of 93.54 (7) and 96.14 (11)degrees. There are no hydrogen bonds in these solvates, but the molecules are linked by aromatic pi-pis-stacking interactions into chains, between which there are continuous channels. Disordered solvent molecules occupy these channels, which account for ca 20{\%} of the unit-cell volume.",
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AU - Wardell, J. L.

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N2 - N,N'-Dithiodiphthalimide, C16H8N2O4S2, crystallizes from ethyl acetate with two independent molecules in the asymmetric unit, in which the N-S-S-N torsion angles are -83.59 (19) and 92.9 (2)degrees. The molecules are linked by C-H . . . O hydrogen bonds and aromatic pi-pi -stacking interactions into a three-dimensional framework. When crystallized from either dichloromethane or ethanol, solvates are formed in which the molecules of the title compound lie across twofold rotation axes in space group C2/c, with N-S-S-N torsion angles of 93.54 (7) and 96.14 (11)degrees. There are no hydrogen bonds in these solvates, but the molecules are linked by aromatic pi-pis-stacking interactions into chains, between which there are continuous channels. Disordered solvent molecules occupy these channels, which account for ca 20% of the unit-cell volume.

AB - N,N'-Dithiodiphthalimide, C16H8N2O4S2, crystallizes from ethyl acetate with two independent molecules in the asymmetric unit, in which the N-S-S-N torsion angles are -83.59 (19) and 92.9 (2)degrees. The molecules are linked by C-H . . . O hydrogen bonds and aromatic pi-pi -stacking interactions into a three-dimensional framework. When crystallized from either dichloromethane or ethanol, solvates are formed in which the molecules of the title compound lie across twofold rotation axes in space group C2/c, with N-S-S-N torsion angles of 93.54 (7) and 96.14 (11)degrees. There are no hydrogen bonds in these solvates, but the molecules are linked by aromatic pi-pis-stacking interactions into chains, between which there are continuous channels. Disordered solvent molecules occupy these channels, which account for ca 20% of the unit-cell volume.

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