catena-Poly[bis-(μ(3)-2-methyl-benzoato)disilver(I)].

The crystal structure of the title compound, [Ag(2)(C(8)H(7)O(2))(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-methyl-benzoate 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. (2010 ▶). For the crystal structures of related silver complexes, see: Tahir et al. (1996 ▶, 2009 ▶); Ülkü et al. (1996 ▶).

Experimental

Crystal data

[Ag2(C8H7O2)2]

M = 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

Δρmax = 0.44 e Å−3

Δρmin = −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.

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

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

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

[Ag2(C8H7O2)2]	F(000) = 944
Mr = 486.01	Dx = 2.085 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2487 reflections
a = 5.6607 (3) Å	θ = 3.0–27.6°
b = 27.1493 (18) Å	µ = 2.54 mm−1
c = 10.2455 (7) Å	T = 296 K
β = 100.538 (3)°	Needle, colorless
V = 1548.01 (17) Å3	0.28 × 0.15 × 0.13 mm
Z = 4

Bruker Kappa APEXII CCD diffractometer	3486 independent reflections
Radiation source: fine-focus sealed tube	2487 reflections with I > 2σ(I)
graphite	Rint = 0.036
Detector resolution: 7.60 pixels mm-1	θmax = 27.6°, θmin = 3.0°
ω scans	h = −6→7
Absorption correction: multi-scan (SADABS; Bruker, 2005)	k = −30→35
Tmin = 0.465, Tmax = 0.555	l = −13→13
12447 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.061	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0203P)2] where P = (Fo2 + 2Fc2)/3
3486 reflections	(Δ/σ)max = 0.001
201 parameters	Δρmax = 0.44 e Å−3
0 restraints	Δρmin = −0.54 e Å−3

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Ag1	1.07402 (5)	0.04830 (1)	0.59037 (3)	0.0523 (1)
Ag2	0.51817 (5)	−0.00478 (1)	0.65370 (3)	0.0479 (1)
O1	0.6443 (4)	0.06445 (8)	0.5558 (3)	0.0400 (9)
O2	0.3299 (4)	0.10785 (8)	0.5914 (3)	0.0575 (12)
O3	0.9407 (4)	−0.02228 (8)	0.6706 (3)	0.0422 (9)
O4	1.3029 (4)	−0.03844 (9)	0.7865 (3)	0.0552 (10)
C1	0.5350 (6)	0.10473 (12)	0.5654 (3)	0.0377 (12)
C2	0.6596 (5)	0.15172 (11)	0.5403 (3)	0.0342 (11)
C3	0.8070 (6)	0.15067 (13)	0.4455 (4)	0.0464 (14)
C4	0.9228 (7)	0.19266 (16)	0.4135 (4)	0.0632 (17)
C5	0.8928 (8)	0.23558 (16)	0.4780 (6)	0.075 (2)
C6	0.7493 (7)	0.23710 (14)	0.5728 (5)	0.0678 (18)
C7	0.6290 (6)	0.19559 (13)	0.6056 (4)	0.0496 (14)
C8	0.4769 (7)	0.19959 (15)	0.7121 (5)	0.078 (2)
C9	1.0825 (6)	−0.04380 (12)	0.7643 (4)	0.0347 (12)
C10	0.9718 (6)	−0.07847 (12)	0.8498 (4)	0.0362 (11)
C11	0.7793 (6)	−0.10729 (12)	0.7884 (4)	0.0491 (14)
C12	0.6741 (7)	−0.14127 (14)	0.8585 (5)	0.0678 (19)
C13	0.7550 (8)	−0.14592 (16)	0.9913 (6)	0.076 (2)
C14	0.9405 (9)	−0.11792 (16)	1.0530 (5)	0.0698 (19)
C15	1.0591 (7)	−0.08369 (13)	0.9848 (4)	0.0482 (16)
C16	1.2646 (8)	−0.05403 (15)	1.0582 (5)	0.0762 (19)
H3	0.82809	0.12119	0.40290	0.0558*
H4	1.01920	0.19166	0.34913	0.0756*
H5	0.97014	0.26403	0.45779	0.0903*
H6	0.73227	0.26667	0.61591	0.0815*
H8A	0.51961	0.17373	0.77593	0.1167*
H8B	0.31020	0.19663	0.67235	0.1167*
H8C	0.50419	0.23095	0.75550	0.1167*
H11	0.72115	−0.10338	0.69809	0.0586*
H12	0.54878	−0.16090	0.81582	0.0812*
H13	0.68275	−0.16843	1.04006	0.0910*
H14	0.99129	−0.12151	1.14409	0.0837*
H16A	1.23586	−0.01969	1.03935	0.1139*
H16B	1.41064	−0.06385	1.03049	0.1139*
H16C	1.27876	−0.05956	1.15189	0.1139*

	U11	U22	U33	U12	U13	U23
Ag1	0.0348 (2)	0.0527 (2)	0.0712 (3)	−0.0063 (1)	0.0144 (2)	0.0106 (2)
Ag2	0.0333 (2)	0.0541 (2)	0.0570 (2)	−0.0083 (1)	0.0100 (1)	0.0043 (2)
O1	0.0319 (13)	0.0331 (13)	0.0546 (18)	−0.0010 (10)	0.0068 (11)	0.0059 (11)
O2	0.0373 (15)	0.0417 (15)	0.098 (3)	−0.0036 (11)	0.0243 (14)	0.0008 (14)
O3	0.0315 (13)	0.0450 (14)	0.0498 (18)	−0.0013 (11)	0.0068 (12)	0.0130 (12)
O4	0.0298 (14)	0.0739 (19)	0.060 (2)	−0.0071 (12)	0.0036 (12)	0.0187 (14)
C1	0.038 (2)	0.037 (2)	0.036 (2)	−0.0049 (16)	0.0015 (16)	0.0030 (16)
C2	0.0287 (18)	0.0309 (19)	0.040 (2)	−0.0002 (14)	−0.0016 (15)	0.0043 (16)
C3	0.046 (2)	0.040 (2)	0.053 (3)	−0.0019 (17)	0.0085 (18)	0.0061 (19)
C4	0.058 (3)	0.061 (3)	0.074 (3)	−0.003 (2)	0.021 (2)	0.022 (2)
C5	0.073 (3)	0.043 (3)	0.110 (5)	−0.018 (2)	0.016 (3)	0.015 (3)
C6	0.074 (3)	0.037 (2)	0.089 (4)	−0.007 (2)	0.006 (3)	−0.007 (2)
C7	0.053 (2)	0.040 (2)	0.053 (3)	−0.0025 (18)	0.002 (2)	−0.0024 (19)
C8	0.093 (4)	0.072 (3)	0.073 (4)	−0.004 (3)	0.028 (3)	−0.027 (3)
C9	0.032 (2)	0.035 (2)	0.037 (2)	0.0027 (16)	0.0064 (16)	0.0004 (16)
C10	0.0333 (19)	0.036 (2)	0.041 (2)	0.0093 (16)	0.0114 (16)	0.0070 (17)
C11	0.043 (2)	0.043 (2)	0.062 (3)	−0.0039 (18)	0.0111 (19)	0.011 (2)
C12	0.057 (3)	0.054 (3)	0.095 (4)	−0.006 (2)	0.021 (3)	0.019 (3)
C13	0.080 (4)	0.062 (3)	0.097 (5)	0.005 (3)	0.044 (3)	0.032 (3)
C14	0.099 (4)	0.069 (3)	0.047 (3)	0.026 (3)	0.028 (3)	0.026 (2)
C15	0.062 (3)	0.043 (2)	0.041 (3)	0.0166 (19)	0.013 (2)	0.0033 (19)
C16	0.102 (4)	0.081 (3)	0.040 (3)	0.007 (3)	−0.002 (3)	−0.007 (2)

Ag1—O1	2.433 (2)	C10—C15	1.388 (6)
Ag1—O3	2.268 (2)	C11—C12	1.370 (6)
Ag1—O2i	2.169 (2)	C12—C13	1.360 (8)
Ag2—O1	2.305 (2)	C13—C14	1.356 (7)
Ag2—O3	2.414 (2)	C14—C15	1.405 (6)
Ag2—O4ii	2.186 (3)	C15—C16	1.499 (6)
O1—C1	1.269 (4)	C3—H3	0.9300
O2—C1	1.241 (4)	C4—H4	0.9300
O3—C9	1.275 (5)	C5—H5	0.9300
O4—C9	1.235 (4)	C6—H6	0.9300
C1—C2	1.503 (4)	C8—H8A	0.9600
C2—C3	1.392 (5)	C8—H8B	0.9600
C2—C7	1.392 (5)	C8—H8C	0.9600
C3—C4	1.384 (6)	C11—H11	0.9300
C4—C5	1.365 (6)	C12—H12	0.9300
C5—C6	1.376 (7)	C13—H13	0.9300
C6—C7	1.389 (5)	C14—H14	0.9300
C7—C8	1.512 (6)	C16—H16A	0.9600
C9—C10	1.499 (5)	C16—H16B	0.9600
C10—C11	1.395 (5)	C16—H16C	0.9600
O1—Ag1—O3	79.34 (8)	C11—C12—C13	119.2 (4)
O1—Ag1—O2i	121.02 (8)	C12—C13—C14	120.3 (5)
O2i—Ag1—O3	153.38 (10)	C13—C14—C15	122.6 (5)
O1—Ag2—O3	79.04 (8)	C10—C15—C14	116.6 (4)
O1—Ag2—O4ii	149.80 (9)	C10—C15—C16	123.2 (4)
O3—Ag2—O4ii	122.08 (9)	C14—C15—C16	120.2 (4)
Ag1—O1—Ag2	99.83 (9)	C2—C3—H3	119.00
Ag1—O1—C1	129.2 (2)	C4—C3—H3	119.00
Ag2—O1—C1	118.4 (2)	C3—C4—H4	121.00
Ag1ii—O2—C1	126.8 (2)	C5—C4—H4	121.00
Ag1—O3—Ag2	101.47 (9)	C4—C5—H5	120.00
Ag1—O3—C9	117.0 (2)	C6—C5—H5	120.00
Ag2—O3—C9	128.6 (2)	C5—C6—H6	119.00
Ag2i—O4—C9	126.4 (3)	C7—C6—H6	119.00
O1—C1—O2	124.3 (3)	C7—C8—H8A	109.00
O1—C1—C2	117.9 (3)	C7—C8—H8B	109.00
O2—C1—C2	117.8 (3)	C7—C8—H8C	109.00
C1—C2—C3	117.5 (3)	H8A—C8—H8B	109.00
C1—C2—C7	122.7 (3)	H8A—C8—H8C	110.00
C3—C2—C7	119.7 (3)	H8B—C8—H8C	109.00
C2—C3—C4	121.3 (3)	C10—C11—H11	119.00
C3—C4—C5	118.8 (4)	C12—C11—H11	119.00
C4—C5—C6	120.6 (4)	C11—C12—H12	120.00
C5—C6—C7	121.7 (4)	C13—C12—H12	120.00
C2—C7—C6	117.9 (3)	C12—C13—H13	120.00
C2—C7—C8	123.1 (3)	C14—C13—H13	120.00
C6—C7—C8	119.0 (3)	C13—C14—H14	119.00
O3—C9—O4	124.1 (3)	C15—C14—H14	119.00
O3—C9—C10	117.1 (3)	C15—C16—H16A	109.00
O4—C9—C10	118.9 (3)	C15—C16—H16B	109.00
C9—C10—C11	117.7 (3)	C15—C16—H16C	109.00
C9—C10—C15	122.4 (3)	H16A—C16—H16B	109.00
C11—C10—C15	119.9 (3)	H16A—C16—H16C	109.00
C10—C11—C12	121.3 (4)	H16B—C16—H16C	109.00
O3—Ag1—O1—Ag2	4.46 (10)	Ag2i—O4—C9—C10	164.8 (2)
O3—Ag1—O1—C1	144.3 (3)	O1—C1—C2—C3	33.9 (4)
O2i—Ag1—O1—Ag2	−157.03 (10)	O1—C1—C2—C7	−147.5 (3)
O2i—Ag1—O1—C1	−17.2 (3)	O2—C1—C2—C3	−144.7 (3)
O1—Ag1—O3—Ag2	−4.28 (10)	O2—C1—C2—C7	34.0 (5)
O1—Ag1—O3—C9	−149.1 (3)	C1—C2—C3—C4	178.1 (3)
O2i—Ag1—O3—Ag2	138.32 (17)	C7—C2—C3—C4	−0.7 (5)
O2i—Ag1—O3—C9	−6.5 (4)	C1—C2—C7—C6	−178.7 (3)
O1—Ag1—O2i—C1i	−155.1 (3)	C1—C2—C7—C8	2.9 (5)
O3—Ag1—O2i—C1i	69.1 (4)	C3—C2—C7—C6	−0.1 (5)
O3—Ag2—O1—Ag1	−4.20 (10)	C3—C2—C7—C8	−178.5 (4)
O3—Ag2—O1—C1	−149.6 (3)	C2—C3—C4—C5	0.8 (6)
O4ii—Ag2—O1—Ag1	133.77 (16)	C3—C4—C5—C6	−0.2 (7)
O4ii—Ag2—O1—C1	−11.6 (4)	C4—C5—C6—C7	−0.5 (7)
O1—Ag2—O3—Ag1	4.53 (11)	C5—C6—C7—C2	0.7 (6)
O1—Ag2—O3—C9	143.6 (3)	C5—C6—C7—C8	179.1 (4)
O4ii—Ag2—O3—Ag1	−152.06 (10)	O3—C9—C10—C11	37.4 (5)
O4ii—Ag2—O3—C9	−13.0 (3)	O3—C9—C10—C15	−144.7 (4)
O1—Ag2—O4ii—C9ii	73.6 (4)	O4—C9—C10—C11	−141.2 (4)
O3—Ag2—O4ii—C9ii	−157.3 (3)	O4—C9—C10—C15	36.7 (5)
Ag1—O1—C1—O2	−153.9 (3)	C9—C10—C11—C12	177.4 (3)
Ag1—O1—C1—C2	27.7 (4)	C15—C10—C11—C12	−0.5 (5)
Ag2—O1—C1—O2	−20.2 (4)	C9—C10—C15—C14	−179.2 (4)
Ag2—O1—C1—C2	161.5 (2)	C9—C10—C15—C16	2.4 (6)
Ag1ii—O2—C1—O1	−12.7 (5)	C11—C10—C15—C14	−1.4 (5)
Ag1ii—O2—C1—C2	165.7 (2)	C11—C10—C15—C16	−179.8 (3)
Ag1—O3—C9—O4	−22.9 (5)	C10—C11—C12—C13	1.9 (6)
Ag1—O3—C9—C10	158.5 (2)	C11—C12—C13—C14	−1.3 (7)
Ag2—O3—C9—O4	−156.8 (3)	C12—C13—C14—C15	−0.8 (7)
Ag2—O3—C9—C10	24.7 (4)	C13—C14—C15—C10	2.1 (6)
Ag2i—O4—C9—O3	−13.8 (5)	C13—C14—C15—C16	−179.5 (4)

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)

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)

Symmetry codes: (i) ; (ii) .