catena-Poly[[bis-(μ(2)-4-amino-benzene-sulfonato-κO:O)disilver]-bis-(μ(2)-4,4'-bipyridine-κN:N')].

In the title compound, [Ag(2)(C(6)H(6)NO(3)S)(2)(C(10)H(8)N(2))(2)](n), the Ag(I) atom is four-coordinated by two N atoms from two symmetry-related 4,4'-bipyridine (bipy) and two O atoms from two independent 4-amino-benzene-sulfonate (ABS) ligands. The two inter-chain Ag(I) atoms are bridged by two independent ABS ligands through weak Ag-O bonds and Ag⋯Ag attractions, forming a ladder-like chain coordination polymer [Ag(2)(ABS)(2)(bipy)(2)](n) parallel to [001], which is further linked to generate a two-dimensional structure via N-H⋯O hydrogen-bonding inter-actions.

Related literature

For general background, see: Liu, Kuroda-Sowa et al. (2005 ▶); Liu, Liu et al. (2005 ▶); Feng et al. (2003 ▶); Wei et al. (2004 ▶); Dong et al. (2005 ▶); Bi et al. (2003 ▶); Ding et al. (2005 ▶); Yang et al. (2004 ▶). For related structures, see: Sampanthar & Vittal (2000 ▶); Tong et al. (2000 ▶).

Experimental

Crystal data

[Ag2(C6H6NO3S)2(C10H8N2)2]

M = 872.46

Monoclinic,

a = 9.2105 (19) Å

b = 15.774 (3) Å

c = 11.433 (2) Å

β = 108.004 (4)°

V = 1579.8 (6) Å3

Z = 2

Mo Kα radiation

μ = 1.43 mm−1

T = 173 (2) K

0.42 × 0.13 × 0.12 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.585, T max = 0.847

7741 measured reflections

3375 independent reflections

2774 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.088

S = 1.11

3375 reflections

217 parameters

H-atom parameters constrained

Δρmax = 0.79 e Å−3

Δρmin = −0.69 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 2003 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2005 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680803804X/pv2110sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680803804X/pv2110Isup2.hkl

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

[Ag2(C6H6NO3S)2(C10H8N2)2]	F000 = 872
Mr = 872.46	Dx = 1.834 Mg m−3
Monoclinic, P21/n	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2489 reflections
a = 9.2105 (19) Å	θ = 2.5–27.0º
b = 15.774 (3) Å	µ = 1.43 mm−1
c = 11.433 (2) Å	T = 173 (2) K
β = 108.004 (4)º	Prism, light-yellow
V = 1579.8 (6) Å3	0.42 × 0.13 × 0.12 mm
Z = 2

Bruker SMART CCD area-detector diffractometer	3375 independent reflections
Radiation source: fine-focus sealed tube	2774 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.023
T = 173(2) K	θmax = 27.0º
φ and ω scans	θmin = 2.3º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.585, Tmax = 0.847	k = −17→20
7741 measured reflections	l = −13→14

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)] = 0.032	H-atom parameters constrained
wR(F2) = 0.088	w = 1/[σ2(Fo2) + (0.0458P)2 + 0.7557P] where P = (Fo2 + 2Fc2)/3
S = 1.11	(Δ/σ)max = 0.001
3375 reflections	Δρmax = 0.79 e Å−3
217 parameters	Δρmin = −0.69 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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.

	x	y	z	Uiso*/Ueq
Ag1	0.72113 (3)	0.011584 (16)	0.56851 (2)	0.02788 (10)
S1	0.43413 (9)	0.19537 (5)	0.48987 (9)	0.0333 (2)
N1	0.7468 (3)	0.01972 (15)	0.3849 (2)	0.0216 (5)
N2	0.7473 (3)	0.01021 (16)	0.7646 (2)	0.0250 (6)
C2	0.7508 (3)	0.01617 (18)	0.1402 (3)	0.0203 (6)
C12	0.1224 (3)	0.19650 (18)	0.4380 (3)	0.0236 (6)
H12A	0.1175	0.1865	0.3549	0.028*
C14	−0.0062 (3)	0.2155 (2)	0.5922 (3)	0.0274 (7)
C1	0.7521 (3)	0.01415 (18)	0.0111 (3)	0.0211 (6)
O1	0.4856 (2)	0.10869 (15)	0.5186 (2)	0.0362 (6)
C11	0.2636 (3)	0.20524 (19)	0.5282 (3)	0.0228 (6)
C15	0.1367 (4)	0.2258 (2)	0.6808 (3)	0.0299 (7)
H15A	0.1427	0.2368	0.7638	0.036*
C10	0.6969 (4)	0.0780 (2)	0.8123 (3)	0.0282 (7)
H10A	0.6607	0.1256	0.7607	0.034*
C7	0.8025 (4)	−0.0552 (2)	0.8414 (3)	0.0273 (7)
H7A	0.8388	−0.1036	0.8097	0.033*
C16	0.2681 (4)	0.2204 (2)	0.6487 (3)	0.0288 (7)
H16A	0.3641	0.2270	0.7103	0.035*
C13	−0.0112 (3)	0.2024 (2)	0.4698 (3)	0.0258 (7)
H13A	−0.1072	0.1974	0.4078	0.031*
C3	0.8647 (3)	−0.02265 (19)	0.2346 (3)	0.0240 (6)
H3A	0.9463	−0.0514	0.2171	0.029*
C6	0.6367 (3)	0.0573 (2)	0.2940 (3)	0.0249 (6)
H6A	0.5563	0.0855	0.3141	0.030*
C5	0.6351 (3)	0.0569 (2)	0.1740 (3)	0.0258 (7)
H5A	0.5547	0.0846	0.1132	0.031*
C4	0.8586 (4)	−0.01927 (19)	0.3527 (3)	0.0261 (7)
H4A	0.9379	−0.0460	0.4155	0.031*
O2	0.3940 (4)	0.2091 (3)	0.3591 (3)	0.0931 (15)
N3	−0.1373 (3)	0.2149 (2)	0.6265 (3)	0.0483 (9)
H3B	−0.1314	0.2211	0.7043	0.058*
H3C	−0.2269	0.2084	0.5705	0.058*
O3	0.5398 (3)	0.25465 (19)	0.5646 (4)	0.0858 (13)
C8	0.8091 (4)	−0.0555 (2)	0.9632 (3)	0.0260 (7)
H8	0.8518	−0.1024	1.0143	0.031*
C9	0.6953 (4)	0.0818 (2)	0.9318 (3)	0.0277 (7)
H9	0.6555	0.1304	0.9604	0.033*

	U11	U22	U33	U12	U13	U23
Ag1	0.03363 (16)	0.03836 (16)	0.01360 (14)	0.00271 (10)	0.01013 (10)	0.00153 (10)
S1	0.0248 (4)	0.0333 (5)	0.0465 (5)	0.0039 (3)	0.0178 (4)	0.0092 (4)
N1	0.0276 (13)	0.0222 (13)	0.0164 (12)	−0.0020 (10)	0.0090 (10)	−0.0024 (10)
N2	0.0300 (14)	0.0297 (14)	0.0160 (13)	0.0008 (11)	0.0082 (11)	0.0003 (11)
C2	0.0287 (15)	0.0198 (14)	0.0139 (14)	−0.0011 (12)	0.0085 (12)	−0.0014 (11)
C12	0.0287 (16)	0.0210 (15)	0.0198 (15)	0.0019 (12)	0.0054 (13)	0.0011 (12)
C14	0.0216 (15)	0.0269 (16)	0.0351 (19)	0.0021 (12)	0.0109 (14)	−0.0026 (14)
C1	0.0267 (15)	0.0211 (14)	0.0153 (14)	−0.0017 (12)	0.0060 (12)	−0.0013 (11)
O1	0.0277 (12)	0.0297 (13)	0.0522 (16)	0.0044 (9)	0.0138 (11)	−0.0036 (11)
C11	0.0188 (14)	0.0234 (15)	0.0272 (16)	0.0013 (11)	0.0086 (12)	0.0005 (13)
C15	0.0338 (17)	0.0356 (18)	0.0223 (17)	−0.0021 (14)	0.0115 (14)	−0.0086 (14)
C10	0.0416 (18)	0.0236 (16)	0.0194 (16)	0.0030 (13)	0.0094 (14)	0.0033 (13)
C7	0.0338 (17)	0.0296 (17)	0.0196 (16)	0.0051 (13)	0.0099 (13)	−0.0007 (13)
C16	0.0258 (16)	0.0323 (18)	0.0235 (17)	−0.0009 (13)	0.0005 (13)	−0.0066 (13)
C13	0.0208 (15)	0.0274 (16)	0.0251 (16)	0.0004 (12)	0.0010 (13)	0.0013 (13)
C3	0.0248 (15)	0.0269 (16)	0.0198 (16)	0.0053 (12)	0.0062 (12)	−0.0004 (12)
C6	0.0266 (15)	0.0278 (16)	0.0200 (15)	0.0046 (12)	0.0071 (12)	−0.0025 (13)
C5	0.0257 (15)	0.0335 (18)	0.0175 (15)	0.0061 (13)	0.0054 (12)	0.0002 (13)
C4	0.0288 (16)	0.0270 (16)	0.0208 (16)	0.0046 (13)	0.0053 (13)	−0.0017 (13)
O2	0.064 (2)	0.163 (4)	0.070 (2)	0.054 (2)	0.0474 (19)	0.071 (3)
N3	0.0304 (16)	0.080 (2)	0.0402 (19)	0.0081 (16)	0.0189 (14)	−0.0024 (18)
O3	0.0339 (15)	0.0463 (18)	0.185 (4)	−0.0175 (14)	0.045 (2)	−0.046 (2)
C8	0.0345 (17)	0.0243 (16)	0.0193 (15)	0.0075 (13)	0.0085 (13)	0.0024 (13)
C9	0.0390 (18)	0.0246 (16)	0.0210 (16)	0.0068 (13)	0.0114 (13)	0.0010 (13)

Ag1—N2	2.179 (3)	C11—C16	1.387 (4)
Ag1—N1	2.187 (3)	C15—C16	1.372 (5)
Ag1—O1	2.571 (2)	C15—H15A	0.9500
S1—O3	1.428 (3)	C10—C9	1.372 (4)
S1—O2	1.441 (3)	C10—H10A	0.9500
S1—O1	1.451 (2)	C7—C8	1.375 (4)
S1—C11	1.763 (3)	C7—H7A	0.9500
N1—C4	1.345 (4)	C16—H16A	0.9500
N1—C6	1.345 (4)	C13—H13A	0.9500
N2—C10	1.347 (4)	C3—C4	1.370 (5)
N2—C7	1.348 (4)	C3—H3A	0.9500
C2—C3	1.393 (4)	C6—C5	1.368 (4)
C2—C5	1.398 (4)	C6—H6A	0.9500
C2—C1	1.480 (4)	C5—H5A	0.9500
C12—C13	1.390 (4)	C4—H4A	0.9500
C12—C11	1.394 (4)	N3—H3B	0.8800
C12—H12A	0.9500	N3—H3C	0.8800
C14—N3	1.380 (4)	C8—C1ii	1.399 (4)
C14—C15	1.400 (4)	C8—H8	0.9500
C14—C13	1.401 (4)	C9—C1ii	1.393 (4)
C1—C9i	1.393 (4)	C9—H9	0.9500
C1—C8i	1.399 (4)
N2—Ag1—N1	167.73 (10)	N2—C10—C9	123.4 (3)
N2—Ag1—O1	92.98 (9)	N2—C10—H10A	118.3
N1—Ag1—O1	94.93 (9)	C9—C10—H10A	118.3
O3—S1—O2	115.6 (2)	N2—C7—C8	123.5 (3)
O3—S1—O1	111.53 (19)	N2—C7—H7A	118.2
O2—S1—O1	109.7 (2)	C8—C7—H7A	118.2
O3—S1—C11	106.77 (17)	C15—C16—C11	121.2 (3)
O2—S1—C11	106.38 (16)	C15—C16—H16A	119.4
O1—S1—C11	106.33 (14)	C11—C16—H16A	119.4
C4—N1—C6	116.7 (3)	C12—C13—C14	120.8 (3)
C4—N1—Ag1	123.7 (2)	C12—C13—H13A	119.6
C6—N1—Ag1	119.2 (2)	C14—C13—H13A	119.6
C10—N2—C7	116.8 (3)	C4—C3—C2	119.8 (3)
C10—N2—Ag1	117.8 (2)	C4—C3—H3A	120.1
C7—N2—Ag1	125.3 (2)	C2—C3—H3A	120.1
C3—C2—C5	116.4 (3)	N1—C6—C5	123.0 (3)
C3—C2—C1	121.8 (3)	N1—C6—H6A	118.5
C5—C2—C1	121.8 (3)	C5—C6—H6A	118.5
C13—C12—C11	119.9 (3)	C6—C5—C2	120.4 (3)
C13—C12—H12A	120.0	C6—C5—H5A	119.8
C11—C12—H12A	120.0	C2—C5—H5A	119.8
N3—C14—C15	120.3 (3)	N1—C4—C3	123.8 (3)
N3—C14—C13	121.4 (3)	N1—C4—H4A	118.1
C15—C14—C13	118.2 (3)	C3—C4—H4A	118.1
C9i—C1—C8i	117.2 (3)	C14—N3—H3B	120.0
C9i—C1—C2	121.0 (3)	C14—N3—H3C	120.0
C8i—C1—C2	121.8 (3)	H3B—N3—H3C	120.0
S1—O1—Ag1	143.69 (14)	C7—C8—C1ii	119.3 (3)
C16—C11—C12	119.1 (3)	C7—C8—H8	120.4
C16—C11—S1	120.5 (2)	C1ii—C8—H8	120.4
C12—C11—S1	120.4 (2)	C10—C9—C1ii	119.8 (3)
C16—C15—C14	120.6 (3)	C10—C9—H9	120.1
C16—C15—H15A	119.7	C1ii—C9—H9	120.1
C14—C15—H15A	119.7
N2—Ag1—N1—C4	49.1 (6)	N3—C14—C15—C16	175.3 (3)
O1—Ag1—N1—C4	179.0 (2)	C13—C14—C15—C16	−2.2 (5)
N2—Ag1—N1—C6	−138.8 (4)	C7—N2—C10—C9	−2.1 (5)
O1—Ag1—N1—C6	−8.9 (2)	Ag1—N2—C10—C9	174.4 (3)
N1—Ag1—N2—C10	102.1 (5)	C10—N2—C7—C8	0.1 (5)
O1—Ag1—N2—C10	−28.0 (2)	Ag1—N2—C7—C8	−176.1 (2)
N1—Ag1—N2—C7	−81.8 (5)	C14—C15—C16—C11	0.6 (5)
O1—Ag1—N2—C7	148.2 (3)	C12—C11—C16—C15	0.8 (5)
C3—C2—C1—C9i	−147.0 (3)	S1—C11—C16—C15	−178.2 (3)
C5—C2—C1—C9i	33.1 (4)	C11—C12—C13—C14	−1.2 (5)
C3—C2—C1—C8i	33.5 (4)	N3—C14—C13—C12	−174.9 (3)
C5—C2—C1—C8i	−146.4 (3)	C15—C14—C13—C12	2.5 (5)
O3—S1—O1—Ag1	−41.8 (3)	C5—C2—C3—C4	0.0 (4)
O2—S1—O1—Ag1	87.6 (3)	C1—C2—C3—C4	−179.9 (3)
C11—S1—O1—Ag1	−157.8 (2)	C4—N1—C6—C5	0.1 (4)
N2—Ag1—O1—S1	102.2 (3)	Ag1—N1—C6—C5	−172.5 (2)
N1—Ag1—O1—S1	−68.4 (3)	N1—C6—C5—C2	0.1 (5)
C13—C12—C11—C16	−0.5 (5)	C3—C2—C5—C6	−0.2 (4)
C13—C12—C11—S1	178.4 (2)	C1—C2—C5—C6	179.7 (3)
O3—S1—C11—C16	−37.0 (3)	C6—N1—C4—C3	−0.3 (5)
O2—S1—C11—C16	−160.9 (3)	Ag1—N1—C4—C3	172.0 (2)
O1—S1—C11—C16	82.2 (3)	C2—C3—C4—N1	0.3 (5)
O3—S1—C11—C12	144.1 (3)	N2—C7—C8—C1ii	1.9 (5)
O2—S1—C11—C12	20.2 (3)	N2—C10—C9—C1ii	2.0 (5)
O1—S1—C11—C12	−96.7 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3B···O2iii	0.88	2.04	2.850 (5)	153
N3—H3C···O3iv	0.88	2.25	2.905 (4)	131

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3B⋯O2i	0.88	2.04	2.850 (5)	153
N3—H3C⋯O3ii	0.88	2.25	2.905 (4)	131

Symmetry codes: (i) ; (ii) .