Hydrogen-bonded molecular ladders in S-(4-nitrophenyl)thioglycolic acid

C  Glidewell; J N  Low; J M S  Skakle; J L  Wardell

doi:10.1107/S0108270102001786

Hydrogen-bonded molecular ladders in S-(4-nitrophenyl)thioglycolic acid

C Glidewell
, J N Low
, J M S Skakle
, J L Wardell

School of Chemistry

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

Abstract

Molecules of the title compound, [(4-nitrophenyl)sulfanyl]acetic acid, C8H7NO4S, are linked by paired O-H...O hydrogen bonds [H...O 1.81 Angstrom, O...O 2.6456 (15) Angstrom and O-H..circle 178degrees] into centrosymmetric dimers containing an R-2(2)(8) motif. A single C-H...O hydrogen bond having a nitro O atom as acceptor [H...O 2.47 Angstrom, 3.3018 (19) Angstrom and C- H...O 147degrees] links the dimers into a molecular ladder, and neighbouring ladders are weakly linked into sheets by aromatic pi-pi-stacking interactions.

Original language	English
Number of pages	3
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	58
DOIs	https://doi.org/10.1107/S0108270102001786
Publication status	Published - Apr 2002

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title = "Hydrogen-bonded molecular ladders in S-(4-nitrophenyl)thioglycolic acid",

abstract = "Molecules of the title compound, [(4-nitrophenyl)sulfanyl]acetic acid, C8H7NO4S, are linked by paired O-H...O hydrogen bonds [H...O 1.81 Angstrom, O...O 2.6456 (15) Angstrom and O-H..circle 178degrees] into centrosymmetric dimers containing an R-2(2)(8) motif. A single C-H...O hydrogen bond having a nitro O atom as acceptor [H...O 2.47 Angstrom, 3.3018 (19) Angstrom and C- H...O 147degrees] links the dimers into a molecular ladder, and neighbouring ladders are weakly linked into sheets by aromatic pi-pi-stacking interactions.",

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author = "C Glidewell and Low, \{J N\} and Skakle, \{J M S\} and Wardell, \{J L\}",

year = "2002",

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doi = "10.1107/S0108270102001786",

language = "English",

volume = "58",

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

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T1 - Hydrogen-bonded molecular ladders in S-(4-nitrophenyl)thioglycolic acid

AU - Glidewell, C

AU - Low, J N

AU - Skakle, J M S

AU - Wardell, J L

PY - 2002/4

Y1 - 2002/4

N2 - Molecules of the title compound, [(4-nitrophenyl)sulfanyl]acetic acid, C8H7NO4S, are linked by paired O-H...O hydrogen bonds [H...O 1.81 Angstrom, O...O 2.6456 (15) Angstrom and O-H..circle 178degrees] into centrosymmetric dimers containing an R-2(2)(8) motif. A single C-H...O hydrogen bond having a nitro O atom as acceptor [H...O 2.47 Angstrom, 3.3018 (19) Angstrom and C- H...O 147degrees] links the dimers into a molecular ladder, and neighbouring ladders are weakly linked into sheets by aromatic pi-pi-stacking interactions.

AB - Molecules of the title compound, [(4-nitrophenyl)sulfanyl]acetic acid, C8H7NO4S, are linked by paired O-H...O hydrogen bonds [H...O 1.81 Angstrom, O...O 2.6456 (15) Angstrom and O-H..circle 178degrees] into centrosymmetric dimers containing an R-2(2)(8) motif. A single C-H...O hydrogen bond having a nitro O atom as acceptor [H...O 2.47 Angstrom, 3.3018 (19) Angstrom and C- H...O 147degrees] links the dimers into a molecular ladder, and neighbouring ladders are weakly linked into sheets by aromatic pi-pi-stacking interactions.

KW - DERIVATIVES

U2 - 10.1107/S0108270102001786

DO - 10.1107/S0108270102001786

M3 - Article

SN - 1600-5759

SN - 0108-2701

VL - 58

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

Hydrogen-bonded molecular ladders in S-(4-nitrophenyl)thioglycolic acid

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