Supramolecular motifs in s-block metal bound sulfonated monoazo dyes: the case of orange G

A.R. Kennedy, J.B. Kirkhouse, L. Whyte

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Solid-state structures of Mg, Sr, Ba, Na2, Na0.8K1.2, NaRb, and Na1.5Cs0.5 complexes of the disulfonated dye 7-hydroxy-8-(phenylazo)-1,3-naphthalenedisulfonic acid, Orange G, are presented. It is shown that the s-block metal salts of the Orange G dianion (Og) can be categorized into three structural classes related to those previously proposed for simple monosulfonated azo dyes. All of the structures feature alternate organic/inorganic layering, but whereas the Mg, Ca, and Li complexes are solvent-separated ion-pair species, the Sr and Ba complexes form simple
discrete molecules based on metal-sulfonate bonding, and the heavy alkali metal complexes utilize a variety of M-O interactions to form 2- and 3-dimensional coordination networks. These structural differences are rationalized
in terms of simple properties of the metals (charge, size, and electronegativity) and the steric demands of the arylsulfonate groups. The Ag2 complex of Orange G is also structurally characterized, and in contrast to the s-block salts, it is found to exhibit strong Ag ð bonds. In confirmation of the above, the crystal structures of [Mg(H2O)6]-[Og]â3.33H2O, [Sr(Og)(H2O)7]âH2O, [Ba(Og)(H2O)7]2â2H2O, [Na2(Og)(H2O)6.67], [Na2(Og)(H2O)2(HOEt)], [Na0.8K1.2-
(Og)(H2O)6]â1.75H2O, [NaRb(Og)(H2O)6.5]â2.375H2O, [Na1.5Cs0.5(Og)(H2O)6]â0.5H2O, and [Ag2(Og)(H2O)4]âH2O are presented.
LanguageEnglish
Pages2965-2971
Number of pages7
JournalInorganic Chemistry
Volume45
Issue number7
DOIs
Publication statusPublished - 2006

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Coloring Agents
dyes
Metals
metals
salts
heavy metals
sulfonates
alkali metals
solid state
acids
crystal structure
Arylsulfonates
Orange G
molecules
ions
Azo Compounds
Salts
interactions
Alkali Metals
Electronegativity

Keywords

  • supramolecular
  • sulfonated monoazo dyes

Cite this

@article{089910b4968e46b4afb397f01b5ba4e9,
title = "Supramolecular motifs in s-block metal bound sulfonated monoazo dyes: the case of orange G",
abstract = "Solid-state structures of Mg, Sr, Ba, Na2, Na0.8K1.2, NaRb, and Na1.5Cs0.5 complexes of the disulfonated dye 7-hydroxy-8-(phenylazo)-1,3-naphthalenedisulfonic acid, Orange G, are presented. It is shown that the s-block metal salts of the Orange G dianion (Og) can be categorized into three structural classes related to those previously proposed for simple monosulfonated azo dyes. All of the structures feature alternate organic/inorganic layering, but whereas the Mg, Ca, and Li complexes are solvent-separated ion-pair species, the Sr and Ba complexes form simplediscrete molecules based on metal-sulfonate bonding, and the heavy alkali metal complexes utilize a variety of M-O interactions to form 2- and 3-dimensional coordination networks. These structural differences are rationalizedin terms of simple properties of the metals (charge, size, and electronegativity) and the steric demands of the arylsulfonate groups. The Ag2 complex of Orange G is also structurally characterized, and in contrast to the s-block salts, it is found to exhibit strong Ag {\dh} bonds. In confirmation of the above, the crystal structures of [Mg(H2O)6]-[Og]{\^a}3.33H2O, [Sr(Og)(H2O)7]{\^a}H2O, [Ba(Og)(H2O)7]2{\^a}2H2O, [Na2(Og)(H2O)6.67], [Na2(Og)(H2O)2(HOEt)], [Na0.8K1.2-(Og)(H2O)6]{\^a}1.75H2O, [NaRb(Og)(H2O)6.5]{\^a}2.375H2O, [Na1.5Cs0.5(Og)(H2O)6]{\^a}0.5H2O, and [Ag2(Og)(H2O)4]{\^a}H2O are presented.",
keywords = "supramolecular, sulfonated monoazo dyes",
author = "A.R. Kennedy and J.B. Kirkhouse and L. Whyte",
year = "2006",
doi = "10.1021/ic0520115",
language = "English",
volume = "45",
pages = "2965--2971",
journal = "Inorganic Chemistry",
issn = "0020-1669",
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number = "7",

}

Supramolecular motifs in s-block metal bound sulfonated monoazo dyes : the case of orange G. / Kennedy, A.R.; Kirkhouse, J.B.; Whyte, L.

In: Inorganic Chemistry, Vol. 45, No. 7, 2006, p. 2965-2971.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Supramolecular motifs in s-block metal bound sulfonated monoazo dyes

T2 - Inorganic Chemistry

AU - Kennedy, A.R.

AU - Kirkhouse, J.B.

AU - Whyte, L.

PY - 2006

Y1 - 2006

N2 - Solid-state structures of Mg, Sr, Ba, Na2, Na0.8K1.2, NaRb, and Na1.5Cs0.5 complexes of the disulfonated dye 7-hydroxy-8-(phenylazo)-1,3-naphthalenedisulfonic acid, Orange G, are presented. It is shown that the s-block metal salts of the Orange G dianion (Og) can be categorized into three structural classes related to those previously proposed for simple monosulfonated azo dyes. All of the structures feature alternate organic/inorganic layering, but whereas the Mg, Ca, and Li complexes are solvent-separated ion-pair species, the Sr and Ba complexes form simplediscrete molecules based on metal-sulfonate bonding, and the heavy alkali metal complexes utilize a variety of M-O interactions to form 2- and 3-dimensional coordination networks. These structural differences are rationalizedin terms of simple properties of the metals (charge, size, and electronegativity) and the steric demands of the arylsulfonate groups. The Ag2 complex of Orange G is also structurally characterized, and in contrast to the s-block salts, it is found to exhibit strong Ag ð bonds. In confirmation of the above, the crystal structures of [Mg(H2O)6]-[Og]â3.33H2O, [Sr(Og)(H2O)7]âH2O, [Ba(Og)(H2O)7]2â2H2O, [Na2(Og)(H2O)6.67], [Na2(Og)(H2O)2(HOEt)], [Na0.8K1.2-(Og)(H2O)6]â1.75H2O, [NaRb(Og)(H2O)6.5]â2.375H2O, [Na1.5Cs0.5(Og)(H2O)6]â0.5H2O, and [Ag2(Og)(H2O)4]âH2O are presented.

AB - Solid-state structures of Mg, Sr, Ba, Na2, Na0.8K1.2, NaRb, and Na1.5Cs0.5 complexes of the disulfonated dye 7-hydroxy-8-(phenylazo)-1,3-naphthalenedisulfonic acid, Orange G, are presented. It is shown that the s-block metal salts of the Orange G dianion (Og) can be categorized into three structural classes related to those previously proposed for simple monosulfonated azo dyes. All of the structures feature alternate organic/inorganic layering, but whereas the Mg, Ca, and Li complexes are solvent-separated ion-pair species, the Sr and Ba complexes form simplediscrete molecules based on metal-sulfonate bonding, and the heavy alkali metal complexes utilize a variety of M-O interactions to form 2- and 3-dimensional coordination networks. These structural differences are rationalizedin terms of simple properties of the metals (charge, size, and electronegativity) and the steric demands of the arylsulfonate groups. The Ag2 complex of Orange G is also structurally characterized, and in contrast to the s-block salts, it is found to exhibit strong Ag ð bonds. In confirmation of the above, the crystal structures of [Mg(H2O)6]-[Og]â3.33H2O, [Sr(Og)(H2O)7]âH2O, [Ba(Og)(H2O)7]2â2H2O, [Na2(Og)(H2O)6.67], [Na2(Og)(H2O)2(HOEt)], [Na0.8K1.2-(Og)(H2O)6]â1.75H2O, [NaRb(Og)(H2O)6.5]â2.375H2O, [Na1.5Cs0.5(Og)(H2O)6]â0.5H2O, and [Ag2(Og)(H2O)4]âH2O are presented.

KW - supramolecular

KW - sulfonated monoazo dyes

U2 - 10.1021/ic0520115

DO - 10.1021/ic0520115

M3 - Article

VL - 45

SP - 2965

EP - 2971

JO - Inorganic Chemistry

JF - Inorganic Chemistry

SN - 0020-1669

IS - 7

ER -