A purple odyssey

synthesis and structure of 3-amino-4-hy­dr­oxy-6-oxo­cyclo­hexa-2,4-dien-1-iminium chloride monohydrate

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Abstract

In the cation of the title hydrated mol­ecular salt, C6H7N2O2+·Cl-·H2O, the six-membered ring shows unequal bond lengths consistent with delocalization of electrons over two separate 6[pi] systems with single bonds between them. In the crystal, the components are linked by N-H...Cl, N-H...O, O-H...Cl and O-H...O hydrogen bonds, generating double layers propagating in (100).
Original languageEnglish
Pages (from-to)604-607
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
Volume72
Issue number5
DOIs
Publication statusPublished - 1 May 2016

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Bond length
Cations
Chlorides
Hydrogen bonds
Salts
Positive ions
chlorides
hydrogen bonds
salts
cations
Crystals
Electrons
rings
synthesis
crystals
electrons
single bond

Keywords

  • conjugation
  • anti-aromatic
  • hydrogen bonds
  • layered structure
  • crystal structure

Cite this

@article{e6ec589f94644a57b18aeded749141a9,
title = "A purple odyssey: synthesis and structure of 3-amino-4-hy­dr­oxy-6-oxo­cyclo­hexa-2,4-dien-1-iminium chloride monohydrate",
abstract = "In the cation of the title hydrated mol­ecular salt, C6H7N2O2+·Cl-·H2O, the six-membered ring shows unequal bond lengths consistent with delocalization of electrons over two separate 6[pi] systems with single bonds between them. In the crystal, the components are linked by N-H...Cl, N-H...O, O-H...Cl and O-H...O hydrogen bonds, generating double layers propagating in (100).",
keywords = "conjugation, anti-aromatic, hydrogen bonds, layered structure, crystal structure",
author = "Harrison, {William T. A.} and Plater, {M. John}",
note = "Acknowledgements We thank the EPSRC National Crystallography Service (University of Southampton) for the data collection and the EPSRC National Mass Spectrometry Service (University of Swansea) for the HRMS data.",
year = "2016",
month = "5",
day = "1",
doi = "10.1107/S2056989016005107",
language = "English",
volume = "72",
pages = "604--607",
journal = "Acta Crystallographica Section E: Crystallographic Communications",
issn = "2056-9890",
publisher = "International Union of Crystallography",
number = "5",

}

TY - JOUR

T1 - A purple odyssey

T2 - synthesis and structure of 3-amino-4-hy­dr­oxy-6-oxo­cyclo­hexa-2,4-dien-1-iminium chloride monohydrate

AU - Harrison, William T. A.

AU - Plater, M. John

N1 - Acknowledgements We thank the EPSRC National Crystallography Service (University of Southampton) for the data collection and the EPSRC National Mass Spectrometry Service (University of Swansea) for the HRMS data.

PY - 2016/5/1

Y1 - 2016/5/1

N2 - In the cation of the title hydrated mol­ecular salt, C6H7N2O2+·Cl-·H2O, the six-membered ring shows unequal bond lengths consistent with delocalization of electrons over two separate 6[pi] systems with single bonds between them. In the crystal, the components are linked by N-H...Cl, N-H...O, O-H...Cl and O-H...O hydrogen bonds, generating double layers propagating in (100).

AB - In the cation of the title hydrated mol­ecular salt, C6H7N2O2+·Cl-·H2O, the six-membered ring shows unequal bond lengths consistent with delocalization of electrons over two separate 6[pi] systems with single bonds between them. In the crystal, the components are linked by N-H...Cl, N-H...O, O-H...Cl and O-H...O hydrogen bonds, generating double layers propagating in (100).

KW - conjugation

KW - anti-aromatic

KW - hydrogen bonds

KW - layered structure

KW - crystal structure

U2 - 10.1107/S2056989016005107

DO - 10.1107/S2056989016005107

M3 - Article

VL - 72

SP - 604

EP - 607

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

SN - 2056-9890

IS - 5

ER -