Hydrogen-bonded dimers in N-(2-nitrophenylthio)saccharin

C  Glidewell; J N  Low; J L  Wardell

doi:10.1107/S0108270100012415

Hydrogen-bonded dimers in N-(2-nitrophenylthio)saccharin

C Glidewell, J N Low, J L Wardell

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

In the title compound, 2-(2-nitrophenylthio)-1,2-benzothiazol-3(2H)-one 1,1-dioxide, 2-O2NC6H4S(C7H4NO3S) or C13H8N2O5S2, the planes of the saccharin and nitrophenylthiolate portions are almost orthogonal. The molecules are linked by C-H . . .O=S hydrogen bonds [C . . .O 3.308 (3) Angstrom, H . . .O 2.44 Angstrom and C-H . . .O 155 degrees] into cyclic centrosymmetric R-2(2) (16) dimers, reinforced by aromatic pi...pi stacking interactions between the nitrated aryl rings.

Original language	English
Pages (from-to)	1462-1464
Number of pages	3
Journal	Acta Crystallographica Section C: Crystal Structure Communications
Volume	C56
DOIs	https://doi.org/10.1107/S0108270100012415
Publication status	Published - Dec 2000

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title = "Hydrogen-bonded dimers in N-(2-nitrophenylthio)saccharin",

abstract = "In the title compound, 2-(2-nitrophenylthio)-1,2-benzothiazol-3(2H)-one 1,1-dioxide, 2-O2NC6H4S(C7H4NO3S) or C13H8N2O5S2, the planes of the saccharin and nitrophenylthiolate portions are almost orthogonal. The molecules are linked by C-H . . .O=S hydrogen bonds [C . . .O 3.308 (3) Angstrom, H . . .O 2.44 Angstrom and C-H . . .O 155 degrees] into cyclic centrosymmetric R-2(2) (16) dimers, reinforced by aromatic pi...pi stacking interactions between the nitrated aryl rings.",

author = "C Glidewell and Low, {J N} and Wardell, {J L}",

year = "2000",

month = dec,

doi = "10.1107/S0108270100012415",

language = "English",

volume = "C56",

pages = "1462--1464",

journal = "Acta Crystallographica Section C: Crystal Structure Communications",

issn = "0108-2701",

publisher = "International Union of Crystallography",

}

TY - JOUR

T1 - Hydrogen-bonded dimers in N-(2-nitrophenylthio)saccharin

AU - Glidewell, C

AU - Low, J N

AU - Wardell, J L

PY - 2000/12

Y1 - 2000/12

N2 - In the title compound, 2-(2-nitrophenylthio)-1,2-benzothiazol-3(2H)-one 1,1-dioxide, 2-O2NC6H4S(C7H4NO3S) or C13H8N2O5S2, the planes of the saccharin and nitrophenylthiolate portions are almost orthogonal. The molecules are linked by C-H . . .O=S hydrogen bonds [C . . .O 3.308 (3) Angstrom, H . . .O 2.44 Angstrom and C-H . . .O 155 degrees] into cyclic centrosymmetric R-2(2) (16) dimers, reinforced by aromatic pi...pi stacking interactions between the nitrated aryl rings.

AB - In the title compound, 2-(2-nitrophenylthio)-1,2-benzothiazol-3(2H)-one 1,1-dioxide, 2-O2NC6H4S(C7H4NO3S) or C13H8N2O5S2, the planes of the saccharin and nitrophenylthiolate portions are almost orthogonal. The molecules are linked by C-H . . .O=S hydrogen bonds [C . . .O 3.308 (3) Angstrom, H . . .O 2.44 Angstrom and C-H . . .O 155 degrees] into cyclic centrosymmetric R-2(2) (16) dimers, reinforced by aromatic pi...pi stacking interactions between the nitrated aryl rings.

U2 - 10.1107/S0108270100012415

DO - 10.1107/S0108270100012415

M3 - Article

SN - 0108-2701

VL - C56

SP - 1462

EP - 1464

JO - Acta Crystallographica Section C: Crystal Structure Communications

JF - Acta Crystallographica Section C: Crystal Structure Communications

ER -

Hydrogen-bonded dimers in N-(2-nitrophenylthio)saccharin

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