Crystallographic studies and physicochemical properties of π-electron compounds

Turowska‐Tyrk, Ilona; Krygowski, Tadeusz M.; Gdaniec, Мaria; Häfelinger, Günter; Ritter, G.

doi:10.1016/0022-2860(88)87032-7

Cited by 13 publications

(7 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The crystallographic data implied that in hydrated complexes a water molecule is situated between a carboxylate anion and the metal. Turowska-Tyrk et al [157] assigned the structure of sodium p-nitrobenzoate trihydrate, to the space group P 1 and its symmetry being close to C 2v . Such a location of the water molecule causes not only isolation of the central metal ion from the aromatic ring (bringing about a diminution of perturbation effects), but also delocalization of the negative charge concentrated on the carboxylate anion that occurs in anhydrous complexes.…”

Section: How Does the Hydration Affect The Aromatic Properties Of Invmentioning

confidence: 99%

The influence of metals on the electronic system of biologically important ligands. Spectroscopic study of benzoates, salicylates, nicotinates and isoorotates. Review

Lewandowski

Kalinowska

Lewandowska

2005

Journal of Inorganic Biochemistry

156

View full text Add to dashboard Cite

Section: How Does the Hydration Affect The Aromatic Properties Of Invmentioning

confidence: 99%

The influence of metals on the electronic system of biologically important ligands. Spectroscopic study of benzoates, salicylates, nicotinates and isoorotates. Review

Lewandowski

Kalinowska

Lewandowska

2005

Journal of Inorganic Biochemistry

156

View full text Add to dashboard Cite

“…For easier comparison, the atom naming for the PNBA À ligands in each has been altered to be consistent with that used in the present structures (I) and (II) and with Cs structure (III) (Smith, 2013a). These structures are: with Li, (IV) (Srinivasan et al, 2012); with Na, (V) (Turowska-Tyrk et al, 1988); and with K, (VI) (Shrivastava & Speakman, 1961).…”

Section: Figurementioning

confidence: 99%

“…The sodium compound with PNBA is also simply described as Na + Á(PNBA) À Á3H 2 O, but is, in fact, a one-dimensional coordination polymer based on [Na 2 (PNBA)(H 2 O) 6 ] + cation units with PNBA À counter-anions, (V) (Turowska-Tyrk et al, 1988) (Fig. 9).…”

Section: Figurementioning

confidence: 99%

“…4-Nitrobenzoic acid (PNBA) has proved to be a useful ligand for the preparation of metal complexes, which are mainly monomeric but rarely involve the nitro group in coordination. The known structures of the alkali metal salts of PNBA are a lithium salt (a trihydrate; Srinivasan et al, 2012), a sodium salt (a trihydrate; Turowska-Tyrk et al, 1988), an anhydrous potassium salt (a 1:1 salt-acid adduct; Shrivastava & Speakman, 1961) and a caesium salt (a dihydrate; Smith, 2013a). However, the structure of the rubidium salt had not been reported.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

The structures of the isomorphous potassium and rubidium salts of 4-nitrobenzoic acid and an overview of the metal complex stereochemistries of the alkali metal salt series with this ligand

Smith

2015

Acta Crystallogr C

View full text Add to dashboard Cite

4-Nitrobenzoic acid (PNBA) has proved to be a useful ligand for the preparation of metal complexes but the known structures of the alkali metal salts of PNBA do not include the rubidium salt. The structures of the isomorphous potassium and rubidium polymeric coordination complexes with PNBA, namely poly[μ2-aqua-aqua-μ3-(4-nitrobenzoato)-potassium], [K(C7H4N2O2)(H2O)2]n, (I), and poly[μ3-aqua-aqua-μ5-(4-nitrobenzoato)-rubidium], [Rb(C7H4N2O2)(H2O)2]n, (II), have been determined. In (I), the very distorted KO6 coordination sphere about the K(+) centres in the repeat unit comprise two bridging nitro O-atom donors, a single bridging carboxylate O-atom donor and two water molecules, one of which is bridging. In Rb complex (II), the same basic MO6 coordination is found in the repeat unit, but it is expanded to RbO9 through a slight increase in the accepted Rb-O bond-length range and includes an additional Rb-O(carboxylate) bond, completing a bidentate O,O'-chelate interaction, and additional bridging Rb-O(nitro) and Rb-O(water) bonds. The comparative K-O and Rb-O bond-length ranges are 2.7352 (14)-3.0051 (14) and 2.884 (2)-3.182 (2) Å, respectively. The structure of (II) is also isomorphous, as well as isostructural, with the known structure of the nine-coordinate caesium 4-nitrobenzoate analogue, (III), in which the Cs-O bond-length range is 3.047 (4)-3.338 (4) Å. In all three complexes, common basic polymeric extensions are found, including two different centrosymmetric bridging interactions through both water and nitro groups, as well as extensions along c through the para-related carboxylate group, giving a two-dimensional structure in (I). In (II) and (III), three-dimensional structures are generated through additional bridges involving the nitro and water O atoms. In all three structures, the two water molecules are involved in similar intra-polymer O-H...O hydrogen-bonding interactions to both carboxylate and water O-atom acceptors. A comparison of the varied coordination behaviour of the full set of Li-Cs salts with 4-nitrobenzoic acid is also made.

show abstract

“…A number of structures of sodium and potassium complexes with these nitrobenzoates are known, e.g. for sodium: with 4-nitrobenzoic acid (a trihydrate) (Turowska-Tyrk et al, 1988), 2,4-dichloro-5-nitrobenzoic acid (a dihydrate) (Morales et al, 1999), 3,5-dinitrobenzoic acid (anhydrous) (Jones et al, 2005;Yang & Ng, 2007) and 2-methyl-3,5-dinitrobenzoic acid (anhydrous) (Danish et al, 2010); for potassium: with 3,5-dinitrobenzoic acid (anhydrous) (Du & Hu, 2006) and 2-methyl-3,5-dinitrobenzoic acid (anhydrous) (Danish et al, 2010). Anhydrous 3,5-dinitrobenzoate-3,5-dinitrobenzoic acid (1/1) complex adducts with both Na (Tiekink et al, 1990) and K (Askarinejad et al, 2007), as well as a 1:1 potassium complex adduct with 4-nitrobenzoic acid (Srivastava & Speakman, 1961), are also known.…”

Section: Introductionmentioning

confidence: 99%

Coordination polymeric structures in the sodium salt of 4-chloro-3-nitrobenzoic acid and the sodium and potassium salts of 4-nitroanthranilic acid

Smith

2013

Acta Crystallogr C

View full text Add to dashboard Cite

The structures of the hydrated sodium salts of 4-chloro-3-nitrobenzoic acid {poly[aqua(μ4-4-chloro-3-nitrobenzoato)sodium(I)], [Na(C7H3ClNO4)(H2O)]n, (I)} and 2-amino-4-nitrobenzoic acid {poly[μ-aqua-aqua(μ3-2-amino-4-nitrobenzoato)sodium(I)], [Na(C7H5N2O4)(H2O)2]n, (II)}, and the hydrated potassium salt of 2-amino-4-nitrobenzoic acid {poly[μ-aqua-aqua(μ5-2-amino-4-nitrobenzoato)potassium(I)], [K(C7H5N2O4)(H2O)]n, (III)} have been determined and their complex polymeric structures described. All three structures are stabilized by intra- and intermolecular hydrogen bonding and strong π-π ring interactions. In the structure of (I), the distorted trigonal bipyrimidal NaO5 coordination polyhedron comprises a monodentate water molecule and four bridging carboxylate O-atom donors, generating a two-dimensional polymeric structure lying parallel to (001). Intra-layer hydrogen-bonding associations and strong inter-ring π-π interactions are present. Structure (II) has a distorted octahedral NaO6 stereochemistry, with four bridging O-atom donors, two from a single carboxylate group and two from a single nitro group and three from the two water molecules, one of which is bridging. Na centres are linked through centrosymmetric four-membered duplex water bridges and through 18-membered duplex head-to-tail ligand bridges. Similar centrosymmetric bridges are found in the structure of (III), and in both (II) and (III) strong inter-ring π-π interactions are found. A two-dimensional layered structure lying parallel to (010) is generated in (II), whereas in (III) the structure is three-dimensional. With (III), the irregular KO7 coordination polyhedron comprises a doubly bridging water molecule, a single bidentate bridging carboxylate O-atom donor and three bridging O-atom donors from the two nitro groups. A three-dimensional structure is generated. These coordination polymer structures are among the few examples of metal complexes of any type with either 4-chloro-3-nitrobenzoic acid or 4-nitroanthranilic acid.

show abstract

Crystallographic studies and physicochemical properties of π-electron compounds

Cited by 13 publications

References 19 publications

The influence of metals on the electronic system of biologically important ligands. Spectroscopic study of benzoates, salicylates, nicotinates and isoorotates. Review

The influence of metals on the electronic system of biologically important ligands. Spectroscopic study of benzoates, salicylates, nicotinates and isoorotates. Review

The structures of the isomorphous potassium and rubidium salts of 4-nitrobenzoic acid and an overview of the metal complex stereochemistries of the alkali metal salt series with this ligand

Coordination polymeric structures in the sodium salt of 4-chloro-3-nitrobenzoic acid and the sodium and potassium salts of 4-nitroanthranilic acid

Contact Info

Product

Resources

About