(Cyclohexylideneamino)oxyacetic acid and [chloro(phenyl)methyleneamino]oxyacetic acid: hydrogen-bonded R-2(2)(8) dimers and aromatic pi-pi stacking interactions

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

doi:10.1107/S0108270104004299

(Cyclohexylideneamino)oxyacetic acid and [chloro(phenyl)methyleneamino]oxyacetic acid: hydrogen-bonded R-2(2)(8) dimers and aromatic pi-pi stacking interactions

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

School of Chemistry

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Abstract

Molecules of (cyclohexylideneamino) oxyacetic acid, C8H13NO3, ( I), are linked into centrosymmetric dimers by pairs of O-H...O hydrogen bonds [H...O = 1.84 Angstrom, O...O = 2.6782 (12) Angstrom and O-H...O = 178degrees]. In [chloro(phenyl)methyleneamino] oxyacetic acid, C9H8ClNO3, (II), the molecules are similarly linked into centrosymmetric dimers by pairs of O-H...O hydrogen bonds [H...O = 1.79 Angstrom, O...O = 2.6329 (17) Angstrom and O-H...O = 176degrees], and these dimers are weakly linked into chains by a single type of aromatic pi-pi stacking interaction.

Original language	English
Number of pages	3
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	60
DOIs	https://doi.org/10.1107/S0108270104004299
Publication status	Published - Apr 2004

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title = "(Cyclohexylideneamino)oxyacetic acid and [chloro(phenyl)methyleneamino]oxyacetic acid: hydrogen-bonded R-2(2)(8) dimers and aromatic pi-pi stacking interactions",

abstract = "Molecules of (cyclohexylideneamino) oxyacetic acid, C8H13NO3, ( I), are linked into centrosymmetric dimers by pairs of O-H...O hydrogen bonds [H...O = 1.84 Angstrom, O...O = 2.6782 (12) Angstrom and O-H...O = 178degrees]. In [chloro(phenyl)methyleneamino] oxyacetic acid, C9H8ClNO3, (II), the molecules are similarly linked into centrosymmetric dimers by pairs of O-H...O hydrogen bonds [H...O = 1.79 Angstrom, O...O = 2.6329 (17) Angstrom and O-H...O = 176degrees], and these dimers are weakly linked into chains by a single type of aromatic pi-pi stacking interaction.",

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

year = "2004",

month = apr,

doi = "10.1107/S0108270104004299",

language = "English",

volume = "60",

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

issn = "1600-5759",

publisher = "International Union of Crystallography",

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TY - JOUR

T1 - (Cyclohexylideneamino)oxyacetic acid and [chloro(phenyl)methyleneamino]oxyacetic acid: hydrogen-bonded R-2(2)(8) dimers and aromatic pi-pi stacking interactions

AU - Glidewell, C

AU - Low, J N

AU - Skakle, J M S

AU - Wardell, J L

PY - 2004/4

Y1 - 2004/4

N2 - Molecules of (cyclohexylideneamino) oxyacetic acid, C8H13NO3, ( I), are linked into centrosymmetric dimers by pairs of O-H...O hydrogen bonds [H...O = 1.84 Angstrom, O...O = 2.6782 (12) Angstrom and O-H...O = 178degrees]. In [chloro(phenyl)methyleneamino] oxyacetic acid, C9H8ClNO3, (II), the molecules are similarly linked into centrosymmetric dimers by pairs of O-H...O hydrogen bonds [H...O = 1.79 Angstrom, O...O = 2.6329 (17) Angstrom and O-H...O = 176degrees], and these dimers are weakly linked into chains by a single type of aromatic pi-pi stacking interaction.

AB - Molecules of (cyclohexylideneamino) oxyacetic acid, C8H13NO3, ( I), are linked into centrosymmetric dimers by pairs of O-H...O hydrogen bonds [H...O = 1.84 Angstrom, O...O = 2.6782 (12) Angstrom and O-H...O = 178degrees]. In [chloro(phenyl)methyleneamino] oxyacetic acid, C9H8ClNO3, (II), the molecules are similarly linked into centrosymmetric dimers by pairs of O-H...O hydrogen bonds [H...O = 1.79 Angstrom, O...O = 2.6329 (17) Angstrom and O-H...O = 176degrees], and these dimers are weakly linked into chains by a single type of aromatic pi-pi stacking interaction.

UR - https://www.scopus.com/pages/publications/2442441194

U2 - 10.1107/S0108270104004299

DO - 10.1107/S0108270104004299

M3 - Article

SN - 1600-5759

SN - 0108-2701

VL - 60

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

(Cyclohexylideneamino)oxyacetic acid and [chloro(phenyl)methyleneamino]oxyacetic acid: hydrogen-bonded R-2(2)(8) dimers and aromatic pi-pi stacking interactions

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