Poly[aqua­bis­[μ3-4-(3-pyrid­yl)pyrimidine-2-sulfonato-κ4N4:N1,O:O][μ2-4-(3-pyrid­yl)pyrimidine-2-sulfonato-κ3N4:N1,O]tris­ilver(I)]

Liu, X.; Hu, D.

doi:10.1107/S1600536811026626

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 67| Part 8| August 2011| Pages m1067-m1068

doi:10.1107/S1600536811026626

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Poly[aquabis[μ₃-4-(3-pyridyl)pyrimidine-2-sulfonato-κ⁴N⁴:N¹,O:O][μ₂-4-(3-pyridyl)pyrimidine-2-sulfonato-κ³N⁴:N¹,O]trisilver(I)]

Xia Liu ^a ^* and Dahua Hu ^a

^aDepartment of City Science, Jiangsu City Vocation College, Nanjing 210003, People's Republic of China
^*Correspondence e-mail: liuxia1107@hotmail.com

(Received 27 May 2011; accepted 4 July 2011; online 9 July 2011)

In the crystal structure of the title compound, [Ag₃(C₉H₆N₃O₃S)₃(H₂O)₂]_n, the molecules are linked into three-decked polymeric zigzag chains propagating in [100]. On the middle deck, the Ag atom is five-coordinated by three O atoms from three 4-(3-pyridyl)pyrimidine-2-sulfonate (L) ligands, one of which lies on a mirror plane with the sulfonate group disordered over two orientations in a 1:1 ratio, and two N atoms from two L ligands, which lie on the same mirror plane. On the upper and lower decks, the Ag atom is four-coordinated by an aqua ligand, one O and two N atoms from two L ligands with the pyridyl and pyrimidine rings twisted at 19.8 (2)°. In the polymeric chain, there are π–π interactions between six-membered rings of L ligands from different decks with centroid–centroid distances of 3.621 (7) and 3.721 (3) Å. In the crystal, intermolecular O—H⋯O hydrogen bonds link further these three-decked chains into layers parallel to (010).

Related literature

For backgroud to coordination polymers with thioethers, see: Dong et al. (2009 ); Fang et al. (2010 ). For the crystal structure of the related compound catena-poly[[μ-4-(2-pyridyl)-pyrimidine-2-sulfonato)-silver(I)] monohydrate], see: Zhu (2010 ).

Experimental

Crystal data

[Ag₃(C₉H₆N₃O₃S)₃(H₂O)₂]
M_r = 1068.36
Orthorhombic, P n m a
a = 19.0738 (16) Å
b = 19.9598 (17) Å
c = 8.6372 (7) Å
V = 3288.3 (5) Å³
Z = 4
Mo Kα radiation
μ = 2.04 mm⁻¹
T = 291 K
0.30 × 0.24 × 0.22 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2000 ) T_min = 0.56, T_max = 0.64
16896 measured reflections
3327 independent reflections
2555 reflections with I > 2σ(I)
R_int = 0.062

Refinement

R[F² > 2σ(F²)] = 0.052
wR(F²) = 0.119
S = 1.07
3327 reflections
274 parameters
H-atom parameters constrained
Δρ_max = 0.80 e Å⁻³
Δρ_min = −1.25 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4C⋯O2ⁱ	0.96	1.83	2.784 (6)	171
Symmetry code: (i) x, y, z+1.

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811026626/cv5105sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811026626/cv5105Isup2.hkl

checkCIF report

Comment top

Remarkable attention has been paid to the rational design and assembly of new coordination polymers with thioethers in recent years (Dong et al., 2009; Fang et al., 2010; Zhu, 2010). Herein we present the title compound, (I) - the newly synthesized compound derived from 4-(2-pyridinyl)pyrimidine-2-thiol.

The molecular structure of title compound with the atom-numbering scheme is shown in Fig. 1. It crystallizes in the centrosymmetric space group \'-P 2ac 2n'. Ag1 is tetracoordinated and Ag2 is pentacoordinate. Ag1 is coordinated by two N atom from two L ligands and one coordinated water molecule as well as one O atom from the SO₃ group. The two N atoms from different ligands are in a slightly distorted linear geometry with an N—Ag—N bond angle of 160.8°. Ag2 is bound by two different N atoms located from two ligands, and thee O donors from the three different SO3 group.

In (I) (Fig. 1), each ligand L (L = 4-(2-pyridyl)-pyrimidine-2-sulfonato) exhibits a chelating-bridging tridentate mode. The molecules are linked into three-decked polymeric zigzag chains propagated in [100]. On the middle deck, which is situated on a mirror plane, the Ag centre is five-coordinated by three O atoms from three ligands L, one of which lies on a mirror plane with the disordered sulfonato group over two orientations in a 1:1 ratio, and two N atoms from two ligands L, which lie on the same mirror plane. On the upper and lower decks, each Ag centre is four-coordinated by aqua ligand, one O and two N atoms from two ligands L with the pyridyl and pyrimidine rings twisted at 19.8 (2)°. In the polymeric chain, there are π–π interactions between six-membered rings of ligands L from different decks (Table 1).

In the crystal structure, intermolecular O—H···O hydrogen bonds l(Table 2) ink further these three-decked chains into layers parallel to ac plane.

Related literature top

For backgroud to coordination polymers with thioethers, see: Dong et al. (2009); Fang et al. (2010). For the crystal structure of the related compound catena- poly[[µ-4-(2-pyridyl)-pyrimidine-2-sulfonato)-silver(I)] monohydrate], see: Zhu (2010).

Experimental top

All solvents and chemicals were of analytical grade and were used without further purification. The title compound was prepared by similar procedure reported in the literature (Dong et al., 2009; Fang et al., 2010; Zhu, 2010). To a suspension of NaL₂ (26.0 mg, 0.1 mmol) in water (5 ml) in a tube, a solution of AgNO₃ (8.5 mg, 0.05 mmol) in acetonitrile (5 ml) was very slowly dropped. Crystal products formed after two weeks standing in a dark. Single crystals suitable for X-ray diffraction were grown from methanol solution by slow evaporation in air at room temperature.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

Fig. 1. A portion of the polymeric structure of (I) showing the atomic numbering and 30% probability displacement ellipsoids [symmetry code: (a) x, 0.5 - y, z]. For the disordered sulfonato group with the atoms O5, O6 and O7 only one orientation is shown.

Poly[aquabis[µ₃-4-(3-pyridyl)pyrimidine-2-sulfonato- κ⁴N⁴:N¹,O:O][µ₂-4-(3-pyridyl)pyrimidine- 2-sulfonato-κ³N⁴:N¹,O]trisilver(I)] top

Crystal data top

[Ag₃(C₉H₆N₃O₃S)₃(H₂O)₂]	F(000) = 2096
M_r = 1068.36	D_x = 2.158 Mg m⁻³
Orthorhombic, Pnma	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2n	Cell parameters from 3327 reflections
a = 19.0738 (16) Å	θ = 2.1–26.0°
b = 19.9598 (17) Å	µ = 2.04 mm⁻¹
c = 8.6372 (7) Å	T = 291 K
V = 3288.3 (5) Å³	Block, colourless
Z = 4	0.30 × 0.24 × 0.22 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	3327 independent reflections
Radiation source: fine-focus sealed tube	2555 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.062
ϕ and ω scan	θ_max = 26.0°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −15→23
T_min = 0.56, T_max = 0.64	k = −24→24
16896 measured reflections	l = −10→10

Refinement top

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)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.119	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.06P)² + 1.55P] where P = (F_o² + 2F_c²)/3
3327 reflections	(Δ/σ)_max < 0.001
274 parameters	Δρ_max = 0.80 e Å⁻³
0 restraints	Δρ_min = −1.25 e Å⁻³

Crystal data top

[Ag₃(C₉H₆N₃O₃S)₃(H₂O)₂]	V = 3288.3 (5) Å³
M_r = 1068.36	Z = 4
Orthorhombic, Pnma	Mo Kα radiation
a = 19.0738 (16) Å	µ = 2.04 mm⁻¹
b = 19.9598 (17) Å	T = 291 K
c = 8.6372 (7) Å	0.30 × 0.24 × 0.22 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	3327 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2000)	2555 reflections with I > 2σ(I)
T_min = 0.56, T_max = 0.64	R_int = 0.062
16896 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.052	0 restraints
wR(F²) = 0.119	H-atom parameters constrained
S = 1.07	Δρ_max = 0.80 e Å⁻³
3327 reflections	Δρ_min = −1.25 e Å⁻³
274 parameters

Special details top

Experimental. The structure was solved by direct methods (Bruker, 2000) and successive difference Fourier syntheses.

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'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	Occ. (<1)
Ag1	0.13631 (3)	0.41025 (2)	0.94740 (6)	0.03754 (16)
Ag2	0.17483 (3)	0.2500	0.82162 (8)	0.03481 (19)
C1	0.2943 (4)	0.4436 (3)	0.8566 (7)	0.0408 (15)
H1	0.2986	0.4544	0.9609	0.049*
C2	0.3536 (4)	0.4436 (3)	0.7610 (7)	0.0374 (14)
H2	0.3972	0.4546	0.8018	0.045*
C3	0.3474 (4)	0.4272 (3)	0.6065 (8)	0.0381 (15)
C4	0.2242 (3)	0.4108 (3)	0.6403 (7)	0.0335 (13)
C5	0.4053 (4)	0.4241 (3)	0.4987 (8)	0.0384 (14)
C6	0.3956 (3)	0.4261 (3)	0.3385 (8)	0.0396 (15)
H6	0.3507	0.4293	0.2971	0.047*
C7	0.4540 (3)	0.4234 (3)	0.2411 (7)	0.0326 (13)
H7	0.4479	0.4252	0.1344	0.039*
C8	0.5201 (3)	0.4181 (3)	0.3014 (7)	0.0392 (14)
H8	0.5587	0.4162	0.2357	0.047*
C9	0.4730 (3)	0.4183 (3)	0.5592 (7)	0.0351 (14)
H9	0.4795	0.4163	0.6658	0.042*
C10	0.2727 (5)	0.2500	0.5262 (11)	0.044 (2)
H10	0.2316	0.2500	0.4683	0.053*
C11	0.3369 (4)	0.2500	0.4532 (10)	0.0311 (18)
H11	0.3390	0.2500	0.3456	0.037*
C12	0.3972 (4)	0.2500	0.5375 (10)	0.0330 (19)
C13	0.3317 (5)	0.2500	0.7715 (10)	0.0348 (19)
C14	0.4694 (4)	0.2500	0.4665 (9)	0.0329 (19)
C15	0.4792 (5)	0.2500	0.3072 (11)	0.041 (2)
H15	0.4407	0.2500	0.2410	0.049*
C16	0.5466 (5)	0.2500	0.2474 (11)	0.044 (2)
H16	0.5530	0.2500	0.1406	0.053*
C17	0.6043 (5)	0.2500	0.3432 (9)	0.0337 (19)
H17	0.6493	0.2500	0.3022	0.040*
C18	0.5278 (5)	0.2500	0.5643 (11)	0.0345 (19)
H18	0.5216	0.2500	0.6712	0.041*
N1	0.2295 (3)	0.4278 (3)	0.7962 (6)	0.0409 (13)
N2	0.2817 (3)	0.4101 (3)	0.5462 (6)	0.0421 (13)
N3	0.5297 (3)	0.4155 (2)	0.4619 (6)	0.0323 (11)
N4	0.2698 (4)	0.2500	0.6895 (8)	0.0366 (17)
N5	0.3958 (4)	0.2500	0.6979 (9)	0.0358 (17)
N6	0.5937 (4)	0.2500	0.5036 (9)	0.0394 (18)
O1	0.1096 (2)	0.4554 (2)	0.5436 (5)	0.0450 (12)
O2	0.1566 (3)	0.3564 (2)	0.4227 (5)	0.0458 (11)
O3	0.1103 (2)	0.3505 (2)	0.6811 (5)	0.0432 (11)
O4	0.2270 (2)	0.3934 (2)	1.1536 (5)	0.0415 (11)
H4B	0.2560	0.3560	1.1266	0.062*
H4C	0.2041	0.3848	1.2506	0.062*
O5	0.2702 (5)	0.2734 (5)	1.0142 (10)	0.045 (2)	0.50
O6	0.3935 (6)	0.2966 (6)	1.0009 (12)	0.048 (3)	0.50
O7	0.3524 (6)	0.1854 (5)	1.0227 (10)	0.039 (2)	0.50
S1	0.14301 (9)	0.39214 (9)	0.5640 (2)	0.0420 (4)
S2	0.33833 (12)	0.2500	0.9713 (3)	0.0387 (5)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ag1	0.0395 (3)	0.0334 (3)	0.0398 (3)	−0.0030 (2)	0.0070 (2)	−0.0051 (2)
Ag2	0.0272 (3)	0.0338 (3)	0.0434 (4)	0.000	0.0094 (3)	0.000
C1	0.048 (4)	0.038 (4)	0.036 (3)	−0.009 (3)	−0.012 (3)	−0.004 (3)
C2	0.037 (4)	0.042 (3)	0.033 (3)	0.000 (3)	0.010 (3)	−0.005 (3)
C3	0.036 (4)	0.037 (3)	0.041 (3)	0.004 (3)	0.007 (3)	0.004 (3)
C4	0.037 (3)	0.029 (3)	0.034 (3)	−0.001 (3)	0.007 (3)	−0.007 (2)
C5	0.046 (4)	0.029 (3)	0.040 (3)	0.001 (3)	−0.004 (3)	−0.005 (3)
C6	0.029 (3)	0.051 (4)	0.038 (3)	0.003 (3)	0.006 (3)	0.002 (3)
C7	0.043 (4)	0.029 (3)	0.026 (3)	0.002 (3)	0.011 (3)	0.003 (2)
C8	0.033 (3)	0.047 (4)	0.037 (3)	−0.004 (3)	0.000 (3)	0.002 (3)
C9	0.047 (4)	0.027 (3)	0.032 (3)	−0.003 (3)	0.010 (3)	0.001 (2)
C10	0.032 (5)	0.063 (7)	0.037 (5)	0.000	0.002 (4)	0.000
C11	0.026 (4)	0.030 (4)	0.037 (5)	0.000	−0.010 (3)	0.000
C12	0.027 (5)	0.040 (5)	0.033 (5)	0.000	−0.004 (3)	0.000
C13	0.031 (5)	0.034 (4)	0.039 (5)	0.000	0.008 (4)	0.000
C14	0.031 (5)	0.036 (5)	0.032 (4)	0.000	−0.019 (3)	0.000
C15	0.038 (5)	0.035 (5)	0.050 (6)	0.000	−0.015 (4)	0.000
C16	0.040 (6)	0.058 (6)	0.035 (5)	0.000	−0.013 (4)	0.000
C17	0.040 (5)	0.040 (5)	0.021 (4)	0.000	0.006 (3)	0.000
C18	0.034 (5)	0.030 (4)	0.040 (5)	0.000	−0.019 (4)	0.000
N1	0.039 (3)	0.048 (3)	0.036 (3)	0.001 (2)	0.001 (2)	−0.010 (2)
N2	0.048 (3)	0.045 (3)	0.034 (3)	0.008 (3)	−0.007 (2)	0.003 (2)
N3	0.025 (3)	0.028 (3)	0.044 (3)	−0.002 (2)	−0.004 (2)	−0.002 (2)
N4	0.047 (5)	0.034 (4)	0.029 (4)	0.000	−0.022 (3)	0.000
N5	0.036 (4)	0.034 (4)	0.038 (4)	0.000	−0.011 (3)	0.000
N6	0.035 (4)	0.049 (5)	0.035 (4)	0.000	−0.006 (3)	0.000
O1	0.048 (3)	0.050 (3)	0.038 (2)	0.016 (2)	−0.010 (2)	0.011 (2)
O2	0.046 (3)	0.042 (3)	0.049 (3)	−0.007 (2)	0.001 (2)	−0.014 (2)
O3	0.045 (3)	0.049 (3)	0.036 (2)	−0.019 (2)	−0.008 (2)	0.017 (2)
O4	0.043 (3)	0.053 (3)	0.029 (2)	−0.005 (2)	−0.0050 (19)	0.0173 (19)
O5	0.039 (5)	0.051 (6)	0.045 (5)	0.013 (4)	−0.004 (4)	−0.009 (4)
O6	0.033 (6)	0.069 (8)	0.042 (6)	−0.016 (5)	−0.009 (5)	−0.010 (5)
O7	0.054 (7)	0.039 (5)	0.025 (5)	−0.004 (5)	0.004 (4)	−0.003 (4)
S1	0.0421 (10)	0.0402 (9)	0.0438 (9)	−0.0010 (7)	−0.0005 (7)	0.0014 (7)
S2	0.0260 (11)	0.0504 (14)	0.0396 (12)	0.000	0.0029 (9)	0.000

Geometric parameters (Å, º) top

Ag1—N3ⁱ	2.182 (5)	C12—C14	1.508 (13)
Ag1—N1	2.234 (6)	C13—N5	1.377 (12)
Ag1—O4	2.505 (4)	C13—N4	1.377 (11)
Ag2—N4	2.140 (8)	C13—S2	1.730 (9)
Ag2—N6ⁱ	2.162 (8)	C14—C15	1.389 (13)
Ag2—O5	2.508 (9)	C14—C18	1.397 (11)
Ag2—O5ⁱⁱ	2.508 (9)	C15—C16	1.386 (14)
C1—N1	1.378 (8)	C15—H15	0.9300
C1—C2	1.400 (9)	C16—C17	1.376 (13)
C1—H1	0.9300	C16—H16	0.9300
C2—C3	1.380 (9)	C17—N6	1.400 (11)
C2—H2	0.9300	C17—H17	0.9300
C3—N2	1.401 (9)	C18—N6	1.363 (12)
C3—C5	1.445 (9)	C18—H18	0.9300
C4—N2	1.364 (8)	N3—Ag1ⁱⁱⁱ	2.182 (5)
C4—N1	1.392 (8)	N6—Ag2ⁱⁱⁱ	2.162 (8)
C4—S1	1.724 (6)	O1—S1	1.424 (5)
C5—C6	1.396 (9)	O2—S1	1.438 (5)
C5—C9	1.397 (9)	O3—S1	1.449 (4)
C6—C7	1.397 (9)	O4—H4B	0.9600
C6—H6	0.9300	O4—H4C	0.9600
C7—C8	1.368 (9)	O5—O5ⁱⁱ	0.934 (18)
C7—H7	0.9300	O5—S2	1.431 (9)
C8—N3	1.399 (8)	O5—O7ⁱⁱ	1.773 (14)
C8—H8	0.9300	O6—O7ⁱⁱ	0.882 (12)
C9—N3	1.371 (8)	O6—S2	1.428 (10)
C9—H9	0.9300	O7—O6ⁱⁱ	0.882 (12)
C10—C11	1.377 (12)	O7—S2	1.389 (10)
C10—N4	1.412 (11)	O7—O5ⁱⁱ	1.773 (14)
C10—H10	0.9300	S2—O7ⁱⁱ	1.389 (10)
C11—C12	1.362 (11)	S2—O6ⁱⁱ	1.428 (10)
C11—H11	0.9300	S2—O5ⁱⁱ	1.431 (9)
C12—N5	1.386 (11)

Cg1···Cg1ⁱⁱ	3.621 (7)	Cg2···Cg2ⁱⁱ	3.721 (3)

N3ⁱ—Ag1—N1	160.8 (2)	C16—C17—N6	118.7 (8)
N3ⁱ—Ag1—O4	113.25 (17)	C16—C17—H17	120.6
N1—Ag1—O4	83.53 (17)	N6—C17—H17	120.6
N4—Ag2—N6ⁱ	167.9 (3)	N6—C18—C14	120.1 (8)
N4—Ag2—O5	74.9 (3)	N6—C18—H18	119.9
N6ⁱ—Ag2—O5	93.2 (3)	C14—C18—H18	119.9
N4—Ag2—O5ⁱⁱ	74.9 (3)	C1—N1—C4	119.2 (5)
N6ⁱ—Ag2—O5ⁱⁱ	93.2 (3)	C1—N1—Ag1	121.9 (4)
O5—Ag2—O5ⁱⁱ	21.5 (4)	C4—N1—Ag1	118.0 (4)
N1—C1—C2	120.0 (5)	C4—N2—C3	119.7 (5)
N1—C1—H1	120.0	C9—N3—C8	120.2 (5)
C2—C1—H1	120.0	C9—N3—Ag1ⁱⁱⁱ	121.2 (4)
C3—C2—C1	120.1 (6)	C8—N3—Ag1ⁱⁱⁱ	118.6 (4)
C3—C2—H2	119.9	C13—N4—C10	118.7 (8)
C1—C2—H2	119.9	C13—N4—Ag2	116.8 (5)
C2—C3—N2	119.6 (6)	C10—N4—Ag2	124.5 (6)
C2—C3—C5	124.6 (6)	C13—N5—C12	118.7 (7)
N2—C3—C5	115.7 (6)	C18—N6—C17	120.9 (8)
N2—C4—N1	121.4 (6)	C18—N6—Ag2ⁱⁱⁱ	113.0 (6)
N2—C4—S1	119.5 (4)	C17—N6—Ag2ⁱⁱⁱ	126.0 (6)
N1—C4—S1	119.2 (5)	Ag1—O4—H4B	109.3
C6—C5—C9	119.7 (6)	Ag1—O4—H4C	109.4
C6—C5—C3	122.4 (6)	H4B—O4—H4C	109.5
C9—C5—C3	117.9 (6)	O5ⁱⁱ—O5—S2	70.9 (4)
C5—C6—C7	119.3 (6)	O5ⁱⁱ—O5—O7ⁱⁱ	117.6 (4)
C5—C6—H6	120.3	S2—O5—O7ⁱⁱ	50.0 (4)
C7—C6—H6	120.3	O5ⁱⁱ—O5—Ag2	79.3 (2)
C8—C7—C6	120.6 (6)	S2—O5—Ag2	115.2 (5)
C8—C7—H7	119.7	O7ⁱⁱ—O5—Ag2	139.1 (6)
C6—C7—H7	119.7	O7ⁱⁱ—O6—S2	69.4 (9)
C7—C8—N3	120.0 (6)	O6ⁱⁱ—O7—S2	74.2 (10)
C7—C8—H8	120.0	O6ⁱⁱ—O7—O5ⁱⁱ	126.1 (12)
N3—C8—H8	120.0	S2—O7—O5ⁱⁱ	52.1 (4)
N3—C9—C5	120.2 (6)	O1—S1—O2	114.5 (3)
N3—C9—H9	119.9	O1—S1—O3	113.7 (3)
C5—C9—H9	119.9	O2—S1—O3	112.7 (3)
C11—C10—N4	119.5 (9)	O1—S1—C4	104.9 (3)
C11—C10—H10	120.2	O2—S1—C4	105.7 (3)
N4—C10—H10	120.2	O3—S1—C4	104.1 (3)
C12—C11—C10	120.4 (8)	O7ⁱⁱ—S2—O7	136.2 (8)
C12—C11—H11	119.8	O7—S2—O6	113.9 (8)
C10—C11—H11	119.8	O7ⁱⁱ—S2—O6ⁱⁱ	113.9 (8)
C11—C12—N5	121.2 (8)	O6—S2—O6ⁱⁱ	81.3 (10)
C11—C12—C14	123.7 (8)	O7ⁱⁱ—S2—O5ⁱⁱ	113.3 (6)
N5—C12—C14	115.1 (7)	O7—S2—O5ⁱⁱ	77.9 (6)
N5—C13—N4	121.5 (8)	O6—S2—O5ⁱⁱ	146.8 (6)
N5—C13—S2	113.3 (7)	O6ⁱⁱ—S2—O5ⁱⁱ	114.3 (6)
N4—C13—S2	125.1 (7)	O7ⁱⁱ—S2—O5	77.9 (6)
C15—C14—C18	119.5 (9)	O7—S2—O5	113.3 (6)
C15—C14—C12	121.7 (7)	O6—S2—O5	114.3 (6)
C18—C14—C12	118.8 (8)	O6ⁱⁱ—S2—O5	146.8 (6)
C16—C15—C14	119.6 (8)	O7ⁱⁱ—S2—C13	109.4 (4)
C16—C15—H15	120.2	O7—S2—C13	109.4 (4)
C14—C15—H15	120.2	O6—S2—C13	103.4 (5)
C17—C16—C15	121.1 (9)	O6ⁱⁱ—S2—C13	103.4 (5)
C17—C16—H16	119.4	O5ⁱⁱ—S2—C13	101.1 (5)
C15—C16—H16	119.4	O5—S2—C13	101.1 (5)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4C···O2^iv	0.96	1.83	2.784 (6)	171

Symmetry code: (iv) x, y, z+1.

Experimental details

Crystal data
Chemical formula	[Ag₃(C₉H₆N₃O₃S)₃(H₂O)₂]
M_r	1068.36
Crystal system, space group	Orthorhombic, Pnma
Temperature (K)	291
a, b, c (Å)	19.0738 (16), 19.9598 (17), 8.6372 (7)
V (Å³)	3288.3 (5)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	2.04
Crystal size (mm)	0.30 × 0.24 × 0.22

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2000)
T_min, T_max	0.56, 0.64
No. of measured, independent and observed [I > 2σ(I)] reflections	16896, 3327, 2555
R_int	0.062
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.052, 0.119, 1.07
No. of reflections	3327
No. of parameters	274
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.80, −1.25

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4C···O2ⁱ	0.96	1.83	2.784 (6)	171

Symmetry code: (i) x, y, z+1.

Acknowledgements

The authors are indebted to the Cultivation Program of Undergraduate Practice Innovation for financial support.

References

Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Dong, H. Z., Bi, W. T. & Zhu, H. B. (2009). Asian J. Chem. 21, 5598–5602. CAS Google Scholar
Fang, X. B., Dong, H. Z. & Tian, D. B. (2010). Chin. J. Inorg. Chem. 25, 47–53. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Zhu, H.-B. (2010). Acta Cryst. E66, m514. Web of Science CSD CrossRef IUCr Journals Google Scholar

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