2-Nitrophenoxyacetanilide: a chain of rings generated by C-H center dot center dot center dot O hydrogen bonds

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

doi:10.1107/S010827010400513X

2-Nitrophenoxyacetanilide: a chain of rings generated by C-H center dot center dot center dot O hydrogen bonds

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

School of Chemistry

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

Abstract

In molecules of the title compound, C14H12N2O4, the conformation is dominated by an intramolecular N-H...O hydrogen bond in which one of the nitro O atoms is the acceptor. The molecules are linked by paired C-H...O hydrogen bonds [H...O = 2.41 Angstrom, C...O = 3.2990 (17) Angstrom and C-H...O = 156degrees] into centrosymmetric R-2(2)(14) dimers; these dimers are linked weakly into chains of alternating R-2(2)(14) and R-4(4)(40) rings by a second C-H...O hydrogen bond [H...O = 2.55 Angstrom, C...O = 3.5006 (15) Angstrom and C-H...O = 162degrees].

Original language	English
Number of pages	3
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	60
DOIs	https://doi.org/10.1107/S010827010400513X
Publication status	Published - Apr 2004

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title = "2-Nitrophenoxyacetanilide: a chain of rings generated by C-H center dot center dot center dot O hydrogen bonds",

abstract = "In molecules of the title compound, C14H12N2O4, the conformation is dominated by an intramolecular N-H...O hydrogen bond in which one of the nitro O atoms is the acceptor. The molecules are linked by paired C-H...O hydrogen bonds [H...O = 2.41 Angstrom, C...O = 3.2990 (17) Angstrom and C-H...O = 156degrees] into centrosymmetric R-2(2)(14) dimers; these dimers are linked weakly into chains of alternating R-2(2)(14) and R-4(4)(40) rings by a second C-H...O hydrogen bond [H...O = 2.55 Angstrom, C...O = 3.5006 (15) Angstrom and C-H...O = 162degrees].",

keywords = "CRYSTALS",

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

year = "2004",

month = apr,

doi = "10.1107/S010827010400513X",

language = "English",

volume = "60",

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

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publisher = "International Union of Crystallography",

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TY - JOUR

T1 - 2-Nitrophenoxyacetanilide: a chain of rings generated by C-H center dot center dot center dot O hydrogen bonds

AU - Glidewell, C

AU - Low, J N

AU - Skakle, J M S

AU - Wardell, J L

PY - 2004/4

Y1 - 2004/4

N2 - In molecules of the title compound, C14H12N2O4, the conformation is dominated by an intramolecular N-H...O hydrogen bond in which one of the nitro O atoms is the acceptor. The molecules are linked by paired C-H...O hydrogen bonds [H...O = 2.41 Angstrom, C...O = 3.2990 (17) Angstrom and C-H...O = 156degrees] into centrosymmetric R-2(2)(14) dimers; these dimers are linked weakly into chains of alternating R-2(2)(14) and R-4(4)(40) rings by a second C-H...O hydrogen bond [H...O = 2.55 Angstrom, C...O = 3.5006 (15) Angstrom and C-H...O = 162degrees].

AB - In molecules of the title compound, C14H12N2O4, the conformation is dominated by an intramolecular N-H...O hydrogen bond in which one of the nitro O atoms is the acceptor. The molecules are linked by paired C-H...O hydrogen bonds [H...O = 2.41 Angstrom, C...O = 3.2990 (17) Angstrom and C-H...O = 156degrees] into centrosymmetric R-2(2)(14) dimers; these dimers are linked weakly into chains of alternating R-2(2)(14) and R-4(4)(40) rings by a second C-H...O hydrogen bond [H...O = 2.55 Angstrom, C...O = 3.5006 (15) Angstrom and C-H...O = 162degrees].

KW - CRYSTALS

U2 - 10.1107/S010827010400513X

DO - 10.1107/S010827010400513X

M3 - Article

SN - 1600-5759

VL - 60

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

2-Nitrophenoxyacetanilide: a chain of rings generated by C-H center dot center dot center dot O hydrogen bonds

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