Poly[(μ2-4,4′-bipyridine)(μ2-3,5-dicarboxybenzenesulfonato)silver(I)]

Lin, D.; Lian, P.; Xie, Y.-R.

doi:10.1107/S160053681000406X

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 3| March 2010| Pages m259-m260

doi:10.1107/S160053681000406X

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Poly[(μ₂-4,4′-bipyridine)(μ₂-3,5-dicarboxybenzenesulfonato)silver(I)]

Dan Lin,^a ^* Ping Lian ^b and Yong-Rong Xie ^b

^aDepartment of Adult Education, Xinyu College, Xinyu, Jiangxi 338000, People's Republic of China, and ^bCollege of Chemistry and Life Science, Gannan Normal University, Ganzhou, Jiangxi 341000, People's Republic of China
^*Correspondence e-mail: gohappyxu@yahoo.com.cn

(Received 26 December 2009; accepted 2 February 2010; online 6 February 2010)

In the title compound, [Ag(C₈H₅O₇S)(C₁₀H₈N₂)]_n, the Ag atom is tetracoordinated by two 4,4′-bipydidine (4,4′-bipy) N atoms and two monodentate sulfonate O atoms of the 5-sulfoisophthalic acid (H₃sip) ligands. Adjacent Ag atoms are bonded through four sulfonate O atoms, forming a dinuclear unit with an Ag⋯Ag separation of 3.384 (5) Å; they are further linked together by the 4,4′-bipy lignds into a chain. Classical intermolecular O—H⋯O and non-classical intramolecular C—H⋯O hydrogen bonds are also observed in the two-dimensional supramolecuar structure.

Related literature

For general background to the design and construction of coordination polymers using multifunctional ligands, see: James (2003 ); Kawando & Fujita (2007 ); Liu et al. (2007 , 2008 ). For related structures, see: Liu & Xu (2005 , 2006 ); Lu et al. (2007 ). For the synthesis of related compounds, see: Wang et al. (2008 ).

Experimental

Crystal data

[Ag(C₈H₅O₇S)(C₁₀H₈N₂)]
M_r = 509.24
Triclinic, $[P \overline 1]$
a = 7.9424 (16) Å
b = 9.970 (2) Å
c = 11.650 (2) Å
α = 83.38 (3)°
β = 87.36 (3)°
γ = 78.67 (3)°
V = 898.3 (3) Å³
Z = 2
Mo Kα radiation
μ = 1.29 mm⁻¹
T = 295 K
0.52 × 0.34 × 0.13 mm

Data collection

Siemens SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.615, T_max = 0.831
7152 measured reflections
3156 independent reflections
2350 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.044
wR(F²) = 0.189
S = 1.06
3156 reflections
263 parameters
H-atom parameters constrained
Δρ_max = 0.97 e Å⁻³
Δρ_min = −1.43 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4B⋯O5ⁱ	0.82	1.81	2.627 (8)	173
O6—H6B⋯O2ⁱⁱ	0.82	1.86	2.630 (8)	155
C1—H1A⋯O1ⁱⁱⁱ	0.93	2.56	3.299 (10)	136
C6—H6A⋯O1^iv	0.93	2.49	3.212 (9)	135
C12—H12A⋯O3	0.93	2.59	2.926 (9)	102
C16—H16A⋯O6	0.93	2.39	2.703 (10)	100
C16—H16A⋯O6ⁱⁱ	0.93	2.48	3.376 (9)	162
Symmetry codes: (i) -x+2, -y+2, -z+1; (ii) -x, -y+3, -z+1; (iii) -x, -y+4, -z+2; (iv) -x+1, -y+3, -z+2.

Data collection: SMART (Siemens, 1994 ); cell refinement: SAINT (Siemens, 1994); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681000406X/rk2187sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053681000406X/rk2187Isup2.hkl

checkCIF report

Comment top

The design and construction of coordination polymers from multifunctional ligands with metal ions is one of the most active areas of materials research. The inceasing interest in these materials is stimulated by their intriguing structural diversities and potential applications such as catalysis, molecular magnets and adsorption (James, 2003; Kawando et al., 2007; Liu et al., 2007 and 2008).

As a multidentate O-donor organic aromatic polycarboxylate ligand, 5-sulfoisophthalic acid monosodium salt (NaH₂sip) has been used a good organic ligand 'spacer' to obtain many metal-organic complexes (Liu & Xu, 2005 and 2006; Lu et al., 2007; Wang et al., 2008). In this work, with the introduction of a rigid linear ligand, 4,4'-bipy, a novel 1-D organic-inorganic hybrid, Ag(H₂sip)(bipy)(I) (H₃sip = 5-sulfoisophthalic acid and bipy = 4,4'-bipydidine), has been obtained through hydrothermal self-assembly.

As depicted in Fig. 1, each asymmetric unit in compound I contains one Ag ion, one H₂sip and one 4,4'-bipy ligands. The Ag1 ion is tetra-coordinated by two 4,4'-bipy nitrogen atoms with Ag—N distances being 2.194 (39) and 2.184 (40)Å, and two monodentate sulfonate oxygen atom with Ag—O bond lengths of 2.653 (27) and 2.621 (9)Å. The adjacent two Ag atoms are bonded through two oxygen atoms (O1 and O3) from one sulfonate group and its symmtery-related atoms to form a dinuclear unit with the Ag1···Ag1 seperation of 3.384 (5)Å. Such dinuclear units are further linked together by the linkage of 4,4'-bipy to construct 1-D chain-like, as shown in Fig. 2.

In compound I,each 4,4'-bipy ligand bridges two Ag1 ions to yield a 1-D chain along the a axis. While each H₂sip^- ligand acts as mono-armed ligand using its bidentate sulfonate group, with remaining two carboxylate group uncoordinated.

In the crystal structure of the compound I, classical inter-molecular O—H···O and non-classical intra-molecular C—H···O hydrogen bonds are observed, which link the H₂sip^-and 4,4'-bipy molecules into a two-dimensional H-bonded network and stabilize the crystal packing.

Related literature top

For general background to the design and construction of coordination polymers using multifunctional ligands, see: James (2003); Kawando & Fujita (2007); Liu et al. (2007, 2008). For related structures, see: Liu & Xu (2005, 2006); Lu et al. (2007). For the synthesis of related compounds, see: Wang et al. (2008).

Experimental top

AgNO₃ (0.086 g, 0.50 mmol) and NaH₂sip (0.133 g, 0.50 mmol) were dissolved in 10 mL of distilled water by vigorous stirring. 4,4'-bipy (0.078 g, 0.50 mmol) was added to the mixture and stirred for 30 min. The resulting solution was sealed in a teflon-lined stainless autoclave and heated at 433 K for 4 days under autogenous pressure and then cooled to room temperature during 18 h. Yellow block crystals of I suitable for X-ray analysis were collected in 59% yield (based on silver).

Computing details top

Data collection: SMART (Siemens, 1994); cell refinement: SAINT (Siemens, 1994); data reduction: SAINT (Siemens, 1994); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. View of the structure of title compound, showing the atom-labelling scheme. Displacement ellipsoids are drawn at the 35% probability level. H atoms are shown as small spheres of arbitrary radius.
	Fig. 2. View of the 1-D chain in the crystal structure of title compound.

Poly[(µ₂-4,4'-bipyridine)(µ₂-3,5-dicarboxybenzenesulfonato)silver(I)] top

Crystal data top

[Ag(C₈H₅O₇S)(C₁₀H₈N₂)]	Z = 2
M_r = 509.24	F(000) = 508
Triclinic, P1	D_x = 1.883 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.9424 (16) Å	Cell parameters from 7152 reflections
b = 9.970 (2) Å	θ = 3.0–25.0°
c = 11.650 (2) Å	µ = 1.29 mm⁻¹
α = 83.38 (3)°	T = 295 K
β = 87.36 (3)°	Block, yellow
γ = 78.67 (3)°	0.52 × 0.34 × 0.13 mm
V = 898.3 (3) Å³

Data collection top

Siemens SMART CCD area-detector diffractometer	3156 independent reflections
Radiation source: fine-focus sealed tube	2350 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
ω scans	θ_max = 25.0°, θ_min = 3.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
T_min = 0.615, T_max = 0.831	k = −11→11
7152 measured reflections	l = −13→13

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.044	H-atom parameters constrained
wR(F²) = 0.189	w = 1/[σ²(F_o²) + (0.0986P)² + 4.7322P] where P = (F_o² + 2F_c²)/3
S = 1.06	(Δ/σ)_max < 0.001
3156 reflections	Δρ_max = 0.97 e Å⁻³
263 parameters	Δρ_min = −1.43 e Å⁻³
0 restraints	Extinction correction: SHELXS97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.009 (2)

Crystal data top

[Ag(C₈H₅O₇S)(C₁₀H₈N₂)]	γ = 78.67 (3)°
M_r = 509.24	V = 898.3 (3) Å³
Triclinic, P1	Z = 2
a = 7.9424 (16) Å	Mo Kα radiation
b = 9.970 (2) Å	µ = 1.29 mm⁻¹
c = 11.650 (2) Å	T = 295 K
α = 83.38 (3)°	0.52 × 0.34 × 0.13 mm
β = 87.36 (3)°

Data collection top

Siemens SMART CCD area-detector diffractometer	3156 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2350 reflections with I > 2σ(I)
T_min = 0.615, T_max = 0.831	R_int = 0.030
7152 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.044	0 restraints
wR(F²) = 0.189	H-atom parameters constrained
S = 1.06	Δρ_max = 0.97 e Å⁻³
3156 reflections	Δρ_min = −1.43 e Å⁻³
263 parameters

Special details top

Geometry. Alls.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ag1	0.65733 (8)	1.58243 (6)	0.94443 (6)	0.0538 (3)
S1	0.3909 (2)	1.50090 (19)	0.72770 (16)	0.0418 (5)
N1	−0.1357 (8)	2.4038 (6)	0.9399 (6)	0.0446 (15)
N2	0.4706 (8)	1.7746 (6)	0.9457 (6)	0.0467 (15)
C1	−0.0690 (10)	2.3342 (8)	1.0376 (7)	0.050 (2)
H1A	−0.1067	2.3686	1.1072	0.060*
C2	0.0521 (10)	2.2150 (7)	1.0411 (7)	0.0442 (18)
H2A	0.0957	2.1723	1.1116	0.053*
C3	−0.0763 (10)	2.3507 (8)	0.8420 (7)	0.0492 (19)
H3A	−0.1186	2.3969	0.7722	0.059*
C4	0.0425 (10)	2.2327 (8)	0.8396 (7)	0.0433 (17)
H4A	0.0794	2.2015	0.7688	0.052*
C5	0.2986 (9)	1.9505 (8)	1.0438 (7)	0.0432 (17)
H5A	0.2617	1.9832	1.1141	0.052*
C6	0.4124 (10)	1.8288 (7)	1.0428 (7)	0.0423 (17)
H6A	0.4513	1.7813	1.1131	0.051*
C7	0.2962 (11)	1.9698 (8)	0.8416 (7)	0.051 (2)
H7A	0.2599	2.0159	0.7704	0.061*
C8	0.4094 (12)	1.8445 (8)	0.8457 (7)	0.054 (2)
H8A	0.4445	1.8074	0.7769	0.065*
C9	0.1099 (9)	2.1579 (7)	0.9401 (6)	0.0366 (15)
C10	0.2368 (8)	2.0268 (7)	0.9412 (6)	0.0343 (15)
C11	0.4218 (9)	1.3809 (7)	0.6227 (6)	0.0406 (16)
C12	0.5797 (9)	1.2933 (7)	0.6153 (6)	0.0409 (17)
H12A	0.6681	1.2990	0.6630	0.049*
C13	0.6045 (9)	1.1976 (8)	0.5365 (6)	0.0415 (17)
C14	0.4729 (10)	1.1858 (8)	0.4675 (7)	0.0443 (17)
H14A	0.4894	1.1182	0.4171	0.053*
C15	0.3146 (9)	1.2759 (8)	0.4736 (6)	0.0420 (17)
C16	0.2894 (9)	1.3741 (8)	0.5512 (6)	0.0446 (18)
H16A	0.1847	1.4348	0.5553	0.054*
C17	0.7761 (10)	1.1076 (8)	0.5217 (7)	0.0471 (19)
C18	0.1776 (10)	1.2684 (8)	0.3903 (7)	0.0461 (18)
O1	0.3287 (9)	1.4280 (6)	0.8299 (5)	0.0643 (17)
O2	0.2644 (7)	1.6189 (5)	0.6839 (5)	0.0522 (14)
O3	0.5564 (7)	1.5339 (7)	0.7414 (6)	0.0626 (17)
O4	0.8908 (7)	1.1182 (7)	0.5940 (6)	0.071 (2)
H4B	0.9825	1.0691	0.5782	0.106*
O5	0.8050 (7)	1.0323 (6)	0.4427 (5)	0.0567 (15)
O6	0.0381 (8)	1.3629 (8)	0.4059 (7)	0.083 (2)
H6B	−0.0409	1.3479	0.3695	0.125*
O7	0.1923 (8)	1.1889 (7)	0.3209 (6)	0.0678 (18)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.0480 (4)	0.0396 (4)	0.0663 (5)	0.0174 (3)	−0.0110 (3)	−0.0155 (3)
S1	0.0382 (10)	0.0395 (10)	0.0434 (10)	0.0099 (8)	−0.0101 (8)	−0.0122 (8)
N1	0.033 (3)	0.039 (3)	0.058 (4)	0.002 (3)	−0.004 (3)	−0.005 (3)
N2	0.041 (3)	0.040 (3)	0.054 (4)	0.008 (3)	−0.007 (3)	−0.009 (3)
C1	0.046 (4)	0.048 (4)	0.054 (5)	0.008 (4)	−0.010 (4)	−0.025 (4)
C2	0.049 (4)	0.028 (3)	0.053 (4)	0.007 (3)	−0.017 (4)	−0.009 (3)
C3	0.041 (4)	0.048 (4)	0.049 (5)	0.013 (4)	−0.006 (3)	−0.004 (4)
C4	0.041 (4)	0.043 (4)	0.042 (4)	0.004 (3)	0.002 (3)	−0.009 (3)
C5	0.038 (4)	0.044 (4)	0.042 (4)	0.009 (3)	−0.001 (3)	−0.009 (3)
C6	0.045 (4)	0.035 (4)	0.042 (4)	0.006 (3)	−0.004 (3)	−0.008 (3)
C7	0.067 (5)	0.038 (4)	0.037 (4)	0.019 (4)	−0.009 (4)	−0.011 (3)
C8	0.064 (5)	0.046 (4)	0.049 (5)	0.014 (4)	−0.012 (4)	−0.023 (4)
C9	0.031 (3)	0.032 (3)	0.044 (4)	0.005 (3)	−0.006 (3)	−0.009 (3)
C10	0.030 (3)	0.029 (3)	0.043 (4)	0.000 (3)	−0.004 (3)	−0.009 (3)
C11	0.037 (4)	0.038 (4)	0.042 (4)	0.003 (3)	−0.007 (3)	0.000 (3)
C12	0.034 (4)	0.044 (4)	0.042 (4)	0.008 (3)	−0.008 (3)	−0.015 (3)
C13	0.032 (4)	0.045 (4)	0.041 (4)	0.007 (3)	−0.003 (3)	−0.003 (3)
C14	0.043 (4)	0.040 (4)	0.048 (4)	0.003 (3)	−0.006 (3)	−0.010 (3)
C15	0.038 (4)	0.047 (4)	0.038 (4)	0.005 (3)	−0.009 (3)	−0.013 (3)
C16	0.032 (4)	0.051 (4)	0.043 (4)	0.011 (3)	0.000 (3)	−0.002 (3)
C17	0.040 (4)	0.045 (4)	0.051 (4)	0.008 (3)	−0.012 (3)	−0.008 (4)
C18	0.043 (4)	0.045 (4)	0.050 (4)	0.000 (3)	−0.017 (3)	−0.012 (4)
O1	0.090 (5)	0.049 (3)	0.046 (3)	0.005 (3)	0.011 (3)	−0.009 (3)
O2	0.049 (3)	0.042 (3)	0.061 (3)	0.011 (2)	−0.017 (3)	−0.010 (3)
O3	0.044 (3)	0.070 (4)	0.077 (4)	0.006 (3)	−0.019 (3)	−0.041 (3)
O4	0.039 (3)	0.083 (5)	0.087 (5)	0.021 (3)	−0.019 (3)	−0.047 (4)
O5	0.044 (3)	0.060 (3)	0.064 (4)	0.012 (3)	−0.014 (3)	−0.030 (3)
O6	0.048 (4)	0.101 (5)	0.099 (5)	0.027 (4)	−0.031 (4)	−0.056 (4)
O7	0.059 (4)	0.075 (4)	0.068 (4)	0.011 (3)	−0.023 (3)	−0.038 (4)

Geometric parameters (Å, º) top

Ag1—N1ⁱ	2.178 (6)	C6—H6A	0.9300
Ag1—N2	2.181 (6)	C7—C10	1.374 (10)
Ag1—O3	2.658 (7)	C7—C8	1.385 (10)
Ag1—O1ⁱⁱ	2.626 (6)	C7—H7A	0.9300
S1—O3	1.436 (6)	C8—H8A	0.9300
S1—O1	1.441 (6)	C9—C10	1.485 (9)
S1—O2	1.449 (5)	C11—C12	1.386 (10)
S1—C11	1.784 (8)	C11—C16	1.387 (10)
N1—C1	1.336 (10)	C12—C13	1.379 (10)
N1—C3	1.340 (10)	C12—H12A	0.9300
N1—Ag1ⁱⁱⁱ	2.178 (6)	C13—C14	1.379 (10)
N2—C6	1.334 (10)	C13—C17	1.492 (10)
N2—C8	1.346 (10)	C14—C15	1.399 (10)
C1—C2	1.372 (10)	C14—H14A	0.9300
C1—H1A	0.9300	C15—C16	1.389 (10)
C2—C9	1.385 (10)	C15—C18	1.508 (10)
C2—H2A	0.9300	C16—H16A	0.9300
C3—C4	1.358 (10)	C17—O5	1.239 (9)
C3—H3A	0.9300	C17—O4	1.295 (9)
C4—C9	1.383 (10)	C18—O7	1.183 (9)
C4—H4A	0.9300	C18—O6	1.326 (10)
C5—C6	1.364 (10)	O4—H4B	0.8200
C5—C10	1.396 (10)	O6—H6B	0.8200
C5—H5A	0.9300

O3—Ag1—N2	92.9 (2)	C8—C7—H7A	119.5
O3—Ag1—N1ⁱ	89.0 (2)	N2—C8—C7	122.4 (7)
O3—Ag1—O1ⁱⁱ	158.2 (3)	N2—C8—H8A	118.8
N2—Ag1—N1ⁱ	174.0 (2)	C7—C8—H8A	118.8
N2—Ag1—O1ⁱⁱ	88.5 (2)	C4—C9—C2	115.1 (6)
O3—S1—O1	113.3 (4)	C4—C9—C10	123.1 (7)
O3—S1—O2	113.0 (4)	C2—C9—C10	121.8 (6)
O1—S1—O2	111.8 (4)	C7—C10—C5	115.5 (6)
O3—S1—C11	105.9 (3)	C7—C10—C9	122.3 (6)
O1—S1—C11	104.6 (4)	C5—C10—C9	122.1 (6)
O2—S1—C11	107.6 (3)	C12—C11—C16	120.8 (7)
C1—N1—C3	115.9 (6)	C12—C11—S1	118.6 (5)
C1—N1—Ag1ⁱⁱⁱ	120.9 (5)	C16—C11—S1	120.6 (5)
C3—N1—Ag1ⁱⁱⁱ	123.1 (5)	C13—C12—C11	119.4 (7)
C6—N2—C8	117.0 (6)	C13—C12—H12A	120.3
C6—N2—Ag1	122.8 (5)	C11—C12—H12A	120.3
C8—N2—Ag1	120.2 (5)	C14—C13—C12	120.8 (7)
N1—C1—C2	123.7 (7)	C14—C13—C17	118.6 (7)
N1—C1—H1A	118.2	C12—C13—C17	120.6 (7)
C2—C1—H1A	118.2	C13—C14—C15	119.7 (7)
C1—C2—C9	120.4 (7)	C13—C14—H14A	120.1
C1—C2—H2A	119.8	C15—C14—H14A	120.1
C9—C2—H2A	119.8	C16—C15—C14	119.8 (7)
N1—C3—C4	123.3 (7)	C16—C15—C18	121.5 (7)
N1—C3—H3A	118.4	C14—C15—C18	118.6 (7)
C4—C3—H3A	118.4	C11—C16—C15	119.4 (7)
C3—C4—C9	121.5 (7)	C11—C16—H16A	120.3
C3—C4—H4A	119.3	C15—C16—H16A	120.3
C9—C4—H4A	119.3	O5—C17—O4	123.6 (7)
C6—C5—C10	121.1 (7)	O5—C17—C13	121.1 (7)
C6—C5—H5A	119.5	O4—C17—C13	115.3 (7)
C10—C5—H5A	119.5	O7—C18—O6	124.6 (7)
N2—C6—C5	123.0 (7)	O7—C18—C15	124.7 (7)
N2—C6—H6A	118.5	O6—C18—C15	110.7 (6)
C5—C6—H6A	118.5	C17—O4—H4B	109.5
C10—C7—C8	120.9 (7)	C18—O6—H6B	109.5
C10—C7—H7A	119.5

Symmetry codes: (i) x+1, y−1, z; (ii) −x+1, −y+3, −z+2; (iii) x−1, y+1, z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4B···O5^iv	0.82	1.81	2.627 (8)	173
O6—H6B···O2^v	0.82	1.86	2.630 (8)	155
C1—H1A···O1^vi	0.93	2.56	3.299 (10)	136
C6—H6A···O1ⁱⁱ	0.93	2.49	3.212 (9)	135
C12—H12A···O3	0.93	2.59	2.926 (9)	102
C16—H16A···O6	0.93	2.39	2.703 (10)	100
C16—H16A···O6^v	0.93	2.48	3.376 (9)	162

Symmetry codes: (ii) −x+1, −y+3, −z+2; (iv) −x+2, −y+2, −z+1; (v) −x, −y+3, −z+1; (vi) −x, −y+4, −z+2.

Experimental details

Crystal data
Chemical formula	[Ag(C₈H₅O₇S)(C₁₀H₈N₂)]
M_r	509.24
Crystal system, space group	Triclinic, P1
Temperature (K)	295
a, b, c (Å)	7.9424 (16), 9.970 (2), 11.650 (2)
α, β, γ (°)	83.38 (3), 87.36 (3), 78.67 (3)
V (Å³)	898.3 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.29
Crystal size (mm)	0.52 × 0.34 × 0.13

Data collection
Diffractometer	Siemens SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.615, 0.831
No. of measured, independent and observed [I > 2σ(I)] reflections	7152, 3156, 2350
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.044, 0.189, 1.06
No. of reflections	3156
No. of parameters	263
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.97, −1.43

Computer programs: SMART (Siemens, 1994), SAINT (Siemens, 1994), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4B···O5ⁱ	0.82	1.81	2.627 (8)	173.3
O6—H6B···O2ⁱⁱ	0.82	1.86	2.630 (8)	155.3
C1—H1A···O1ⁱⁱⁱ	0.93	2.56	3.299 (10)	136.2
C6—H6A···O1^iv	0.93	2.49	3.212 (9)	134.5
C12—H12A···O3	0.93	2.59	2.926 (9)	101.8
C16—H16A···O6	0.93	2.39	2.703 (10)	99.6
C16—H16A···O6ⁱⁱ	0.93	2.48	3.376 (9)	162.3

Symmetry codes: (i) −x+2, −y+2, −z+1; (ii) −x, −y+3, −z+1; (iii) −x, −y+4, −z+2; (iv) −x+1, −y+3, −z+2.

Acknowledgements

This work was supported by the Jiangxi Provincial Educational Foundation (No. 20060237), the Natural Science Foundation of Fujian Province (No. 2008 J0172) and the Key Laboratory of Jiangxi University for Functional Materials Chemistry

References

James, S. L. (2003). Chem. Soc. Rev. 32, 276–288. Web of Science CrossRef PubMed CAS Google Scholar
Kawando, M. & Fujita, M. (2007). Coord. Chem. Rev. 251, 2592–2605. Google Scholar
Liu, Q. Y., Wang, Y. L., Zhao, J. & Xu, L. (2008). Eur. J. Inorg. Chem. pp. 1157–1163. Web of Science CSD CrossRef Google Scholar
Liu, Q. Y. & Xu, L. (2005). CrystEngComm, 7, 87–89. Web of Science CSD CrossRef CAS Google Scholar
Liu, Q. Y. & Xu, L. (2006). Eur. J. Inorg. Chem. pp. 1620–1628. Web of Science CSD CrossRef Google Scholar
Liu, Q. Y., Yuan, D. Q. & Xu, L. (2007). Cryst. Growth Des. 7, 1832–1843. Web of Science CSD CrossRef CAS Google Scholar
Lu, J., Li, F., Yuan, D. Q. & Cao, R. (2007). Polyhedron, 26, 2979–2986. Web of Science CSD CrossRef Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Siemens (1994). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Google Scholar
Wang, Y. L., Liu, Q. Y. & Xu, L. (2008). CrystEngComm, 10, 1667–1673. Web of Science CSD CrossRef CAS Google Scholar