catena-Poly[bis­(μ3-2-methyl­benzoato)disilver(I)]

Muhammad Danish; M Nawaz Tahir; Sabiha Ghafoor; Nazir Ahmad; Mehwish Nisa

doi:10.1107/S1600536811016801

. 2011 May 7;67(Pt 6):m734–m735. doi: 10.1107/S1600536811016801

catena-Poly[bis(μ₃-2-methylbenzoato)disilver(I)]

Muhammad Danish ^a, M Nawaz Tahir ^b,^*, Sabiha Ghafoor ^c, Nazir Ahmad ^c, Mehwish Nisa ^c

PMCID: PMC3120433 PMID: 21754629

Abstract

The crystal structure of the title compound, [Ag₂(C₈H₇O₂)₂]_n, features polymeric chains extending along the a axis, with the two Ag⁺ cations in a distorted trigonal coordination. The range of Ag—O bond lengths is 2.169 (2)–2.433 (2) Å, whereas the Ag⋯Ag separations are in the range 2.8674 (4)–3.6256 (5) Å. The 2-methylbenzoate groups are oriented at a dihedral angle of 60.7 (1)° with respect to each other.

Related literature

For metal complexes of o-toluic acid, see: Danish et al. (2010a ▶,b ▶,c ▶). For the crystal structures of related silver complexes, see: Tahir et al. (1996 ▶, 2009 ▶); Ülkü et al. (1996 ▶). graphic file with name e-67-0m734-scheme1.jpg

Experimental

Crystal data

[Ag₂(C₈H₇O₂)₂]
M _r = 486.01
Monoclinic,
a = 5.6607 (3) Å
b = 27.1493 (18) Å
c = 10.2455 (7) Å
β = 100.538 (3)°
V = 1548.01 (17) Å³
Z = 4
Mo Kα radiation
μ = 2.54 mm⁻¹
T = 296 K
0.28 × 0.15 × 0.13 mm

Data collection

Bruker Kappa APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T _min = 0.465, T _max = 0.555
12447 measured reflections
3486 independent reflections
2487 reflections with I > 2σ(I)
R _int = 0.036

Refinement

R[F ² > 2σ(F ²)] = 0.034
wR(F ²) = 0.061
S = 1.04
3486 reflections
201 parameters
H-atom parameters constrained
Δρ_max = 0.44 e Å⁻³
Δρ_min = −0.54 e Å⁻³

Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶) and PLATON.

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811016801/ez2241sup1.cif

e-67-0m734-sup1.cif^{(24.6KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811016801/ez2241Isup2.hkl

e-67-0m734-Isup2.hkl^{(167.5KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Selected geometric parameters (Å, °).

Ag1—O1	2.433 (2)
Ag1—O3	2.268 (2)
Ag1—O2ⁱ	2.169 (2)
Ag2—O1	2.305 (2)
Ag2—O3	2.414 (2)
Ag2—O4ⁱⁱ	2.186 (3)

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O1—Ag1—O3	79.34 (8)
O1—Ag1—O2ⁱ	121.02 (8)
O2ⁱ—Ag1—O3	153.38 (10)
O1—Ag2—O3	79.04 (8)
O1—Ag2—O4ⁱⁱ	149.80 (9)
O3—Ag2—O4ⁱⁱ	122.08 (9)
Ag1—O1—Ag2	99.83 (9)
Ag1—O3—Ag2	101.47 (9)

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Symmetry codes: (i) Inline graphic ; (ii) .

Acknowledgments

The authors acknowledge the provision of funds for the purchase of the diffractometer and encouragement by Dr Muhammad Akram Chaudhary, Vice Chancellor, University of Sargodha, Pakistan.

supplementary crystallographic information

Comment

The title compound (I, Fig. 1) is a continuation of our work on the synthesis of metal complexes of o-toluic acid, where we have reported the crystal structures of (II), catena-poly[[trimethyltin(IV)]-µ-2-methylbenzoato-κ²O:O^'] (Danish et al., 2010a), (III), tetrakis(-2-methylbenzoato-κ²O:O^')bis[(methanol-κO)copper(II)] (Danish et al., 2010b) and (IV), octamethylbis(2–2-methylbenzoato-κ²O:O^')bis(2-methylbenzoato-κO) di-µ₃-oxido-tetratin(IV) (Danish et al., 2010c).

We have also reported the crystal structures of silver complexes such as (V), poly[bis(p-nitrosalicylato-O:O^')disilver(I)—O³:Ag';Ag:O^3'] (Tahir et al., 1996), (VI), poly[bis(3,5-dinitrobenzoato-O¹:O²)disilver(I)—O²:Ag;Ag^':O^2'] (Ülkü et al., 1996) and (VII), poly[(µ-benzene-1,2,4,5-tetracarboxylato)tetrasilver(I)] (Tahir et al., 2009).

In the title compound, the toluine groups A (C2—C8) and B (C10—C16) are planar with r.m.s. deviation of 0.0063 and 0.0086 Å. The carboxylate groups C (O1/C1/O2) and D (O3/C9/O4) are of course planar with dihedral angles between A/C, B/D & A/B of 34.6 (3)°, 37.5 (3)° and 60.7 (1)°, respectively. The title compound essentially consists of non-centrosymmetric dimers with central core E (Ag1/O2/C1/O1/Ag2/O4/C9/O3) which is not planar (Fig. 1). These dimers are interlinked via Ag—O bonds to form one-dimensional polymeric chains extending along the a-axis (Fig. 2). The parallel polymeric chains are further interlinked by Ag—O bonds into dimeric polymeric chains. In the central core the range of Ag—O bond distances is 2.268 (2)–2.433 (2) Å whereas to adjacent units they are 2.169 (2) and 2.186 (3) Å. The Ag···Ag distance for the central core is 2.8674 (4) Å, whereas it is 3.6256 (5) Å for the symmetry related adjacent units forming the four membered ring F (Ag₂O₂). The Ag···Ag separations for adjacent chains are 3.1292 (6) and 3.2314 (6) Å. The important bond distances and angles are given in Table 1.

Experimental

Aqueous solutions of silver nitrate (0.17 g, 1.0 mmol) and the sodium salt of o-toluic acid (0.122 g, 1.0 mmol) were prepared separately in 5.0 and 10.0 ml of water, respectively. The aqueous silver nitrate was added dropwise to the solution of the sodium salt of o-toluic acid with continuous stirring until a white precipitate appeared. The reaction mixture was filtered after treatment with liquid ammonia. It was concentrated and kept in the dark for crystallization. White needle-like crystals appeared within two months.

Melting point: 473 K.