Poly[bis-(μ-hemihydrogen 2-phenyl-quinoline-4-carboxyl-ato-κN,O)silver(I)].

In the title compound, [Ag(C(16)H(10.5)NO(2))(2)], the Ag(I) cation (site symmetry 2) is coordinated by two N atoms in a near-linear AgN(2) arrangement. Two carboxyl-ate O atoms from two additional 2-phenyl-quinoline-4-carboxyl-ate ligands form long Ag-O bonds [2.6585 (17) Å], resulting in a distorted square-planar arrangement. The bridging ligands result in infinite corrugated sheets propagating in (010). An O-H⋯O hydrogen bond, disordered about a twofold axis, completes the structure.

Related literature

For the related coordination polymers containing MnII, CoII and CuII, see: Xiao et al. (2005 ▶); Xie et al. (2005 ▶) and Xie et al. (2006 ▶), respectively.

Experimental

Crystal data

[Ag(C16H10.5NO2)2]

M = 605.38

Monoclinic,

a = 7.2163 (6) Å

b = 20.5060 (17) Å

c = 16.5632 (12) Å

β = 97.585 (3)°

V = 2429.5 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.87 mm−1

T = 293 (2) K

0.20 × 0.15 × 0.15 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.877, T max = 1.00 (expected range = 0.769–0.877)

9257 measured reflections

2791 independent reflections

2550 reflections with I > 2σ(I)

R int = 0.020

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.067

S = 1.10

2791 reflections

177 parameters

H-atom parameters constrained

Δρmax = 0.66 e Å−3

Δρmin = −0.33 e Å−3

Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT (Bruker, 2001 ▶); 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.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809001184/hb2825sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809001184/hb2825Isup2.hkl

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

[Ag(C16H10.5NO2)2]	F(000) = 1224
Mr = 605.38	Dx = 1.655 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3290 reflections
a = 7.2163 (6) Å	θ = 2.3–27.5°
b = 20.5060 (17) Å	µ = 0.87 mm−1
c = 16.5632 (12) Å	T = 293 K
β = 97.585 (3)°	Prism, orange
V = 2429.5 (3) Å3	0.20 × 0.15 × 0.15 mm
Z = 4

Bruker SMART CCD diffractometer	2791 independent reflections
Radiation source: fine-focus sealed tube	2550 reflections with I > 2σ(I)
graphite	Rint = 0.020
ω scans	θmax = 27.5°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −9→9
Tmin = 0.877, Tmax = 1.00	k = −25→26
9257 measured reflections	l = −21→20

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.067	H-atom parameters constrained
S = 1.10	w = 1/[σ2(Fo2) + (0.0323P)2 + 1.551P] where P = (Fo2 + 2Fc2)/3
2791 reflections	(Δ/σ)max < 0.001
177 parameters	Δρmax = 0.66 e Å−3
0 restraints	Δρmin = −0.33 e Å−3

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	Occ. (<1)
Ag1	0.5000	0.224313 (10)	−0.2500	0.03976 (9)
N1	0.4524 (2)	0.22681 (7)	−0.11903 (9)	0.0305 (3)
O1	0.4807 (3)	0.16931 (8)	0.17478 (8)	0.0506 (4)
H1O	0.4750	0.1750	0.2234	0.061*	0.50
O2	0.6459 (3)	0.26118 (9)	0.18437 (10)	0.0555 (4)
C1	0.4841 (3)	0.28414 (9)	−0.07613 (11)	0.0323 (4)
C2	0.4827 (4)	0.34294 (10)	−0.12074 (13)	0.0468 (5)
H2A	0.4619	0.3417	−0.1773	0.056*
C3	0.5113 (4)	0.40127 (11)	−0.08202 (16)	0.0562 (7)
H3A	0.5094	0.4396	−0.1121	0.067*
C4	0.5437 (4)	0.40349 (11)	0.00334 (16)	0.0546 (6)
H4A	0.5627	0.4436	0.0294	0.065*
C5	0.5477 (3)	0.34808 (11)	0.04857 (13)	0.0446 (5)
H5A	0.5712	0.3506	0.1051	0.054*
C6	0.5165 (3)	0.28627 (9)	0.01036 (11)	0.0317 (4)
C7	0.5077 (3)	0.22584 (9)	0.05293 (11)	0.0313 (4)
C8	0.4621 (3)	0.17105 (10)	0.00812 (11)	0.0344 (4)
H8A	0.4467	0.1319	0.0348	0.041*
C9	0.4376 (3)	0.17227 (9)	−0.07805 (10)	0.0302 (4)
C10	0.3928 (3)	0.11103 (9)	−0.12467 (11)	0.0331 (4)
C11	0.2740 (3)	0.11181 (10)	−0.19829 (12)	0.0379 (4)
H11A	0.2219	0.1510	−0.2185	0.045*
C12	0.2330 (3)	0.05444 (12)	−0.24147 (13)	0.0476 (5)
H12A	0.1558	0.0555	−0.2911	0.057*
C13	0.3063 (4)	−0.00390 (12)	−0.21119 (15)	0.0570 (7)
H13A	0.2773	−0.0424	−0.2399	0.068*
C14	0.4230 (4)	−0.00520 (11)	−0.13802 (15)	0.0593 (7)
H14A	0.4731	−0.0446	−0.1177	0.071*
C15	0.4659 (4)	0.05159 (11)	−0.09489 (12)	0.0463 (5)
H15A	0.5442	0.0502	−0.0456	0.056*
C16	0.5497 (3)	0.22006 (10)	0.14510 (11)	0.0356 (4)

	U11	U22	U33	U12	U13	U23
Ag1	0.05874 (17)	0.04506 (14)	0.01656 (11)	0.000	0.00894 (9)	0.000
N1	0.0388 (9)	0.0352 (8)	0.0176 (7)	0.0017 (7)	0.0040 (6)	0.0002 (6)
O1	0.0877 (12)	0.0478 (8)	0.0152 (6)	−0.0092 (8)	0.0029 (7)	−0.0008 (6)
O2	0.0607 (11)	0.0753 (11)	0.0275 (8)	−0.0222 (9)	−0.0048 (7)	−0.0068 (7)
C1	0.0384 (10)	0.0364 (10)	0.0232 (9)	0.0005 (8)	0.0081 (8)	−0.0004 (7)
C2	0.0718 (16)	0.0412 (11)	0.0289 (10)	0.0025 (11)	0.0122 (10)	0.0043 (8)
C3	0.085 (2)	0.0358 (11)	0.0494 (14)	−0.0001 (11)	0.0162 (13)	0.0038 (10)
C4	0.0766 (18)	0.0373 (11)	0.0498 (14)	−0.0021 (11)	0.0084 (12)	−0.0110 (10)
C5	0.0549 (14)	0.0462 (12)	0.0330 (11)	0.0004 (10)	0.0066 (10)	−0.0110 (9)
C6	0.0331 (10)	0.0391 (10)	0.0236 (9)	0.0001 (8)	0.0060 (7)	−0.0047 (7)
C7	0.0313 (10)	0.0447 (10)	0.0179 (8)	0.0001 (8)	0.0036 (7)	−0.0016 (7)
C8	0.0485 (12)	0.0369 (9)	0.0179 (8)	−0.0024 (9)	0.0046 (8)	0.0019 (7)
C9	0.0364 (10)	0.0368 (9)	0.0176 (8)	0.0005 (8)	0.0039 (7)	0.0010 (7)
C10	0.0457 (12)	0.0347 (9)	0.0194 (8)	−0.0039 (8)	0.0066 (8)	0.0005 (7)
C11	0.0447 (12)	0.0434 (11)	0.0252 (9)	−0.0031 (9)	0.0035 (8)	0.0000 (8)
C12	0.0557 (14)	0.0549 (13)	0.0309 (10)	−0.0146 (11)	0.0007 (10)	−0.0074 (9)
C13	0.088 (2)	0.0440 (12)	0.0401 (12)	−0.0171 (12)	0.0113 (12)	−0.0106 (10)
C14	0.101 (2)	0.0359 (11)	0.0414 (13)	0.0018 (12)	0.0110 (13)	0.0044 (9)
C15	0.0723 (16)	0.0412 (11)	0.0243 (10)	0.0009 (10)	0.0023 (10)	0.0027 (8)
C16	0.0385 (11)	0.0488 (11)	0.0193 (8)	0.0033 (9)	0.0031 (8)	−0.0040 (8)

Ag1—N1	2.2413 (15)	C5—H5A	0.9300
Ag1—N1i	2.2413 (15)	C6—C7	1.431 (3)
Ag1—O2ii	2.6585 (17)	C7—C8	1.363 (3)
Ag1—O2iii	2.6585 (17)	C7—C16	1.521 (2)
N1—C9	1.320 (2)	C8—C9	1.415 (2)
N1—C1	1.377 (2)	C8—H8A	0.9300
O1—C16	1.280 (2)	C9—C10	1.487 (3)
O1—H1O	0.8200	C10—C15	1.392 (3)
O2—C16	1.223 (3)	C10—C11	1.395 (3)
O2—Ag1iii	2.6585 (17)	C11—C12	1.388 (3)
C1—C2	1.414 (3)	C11—H11A	0.9300
C1—C6	1.421 (3)	C12—C13	1.376 (4)
C2—C3	1.360 (3)	C12—H12A	0.9300
C2—H2A	0.9300	C13—C14	1.382 (4)
C3—C4	1.403 (4)	C13—H13A	0.9300
C3—H3A	0.9300	C14—C15	1.380 (3)
C4—C5	1.359 (3)	C14—H14A	0.9300
C4—H4A	0.9300	C15—H15A	0.9300
C5—C6	1.421 (3)
N1—Ag1—N1i	177.38 (8)	C8—C7—C16	118.96 (17)
N1—Ag1—O2ii	97.54 (6)	C6—C7—C16	123.08 (16)
N1i—Ag1—O2ii	82.16 (6)	C7—C8—C9	121.59 (18)
N1—Ag1—O2iii	82.16 (6)	C7—C8—H8A	119.2
N1i—Ag1—O2iii	97.54 (6)	C9—C8—H8A	119.2
O2ii—Ag1—O2iii	167.15 (8)	N1—C9—C8	121.72 (17)
C9—N1—C1	118.51 (16)	N1—C9—C10	118.39 (15)
C9—N1—Ag1	120.76 (12)	C8—C9—C10	119.90 (16)
C1—N1—Ag1	118.86 (11)	C15—C10—C11	118.69 (18)
C16—O1—H1O	109.5	C15—C10—C9	120.59 (18)
C16—O2—Ag1iii	137.88 (16)	C11—C10—C9	120.70 (17)
N1—C1—C2	117.98 (17)	C12—C11—C10	120.3 (2)
N1—C1—C6	122.71 (17)	C12—C11—H11A	119.8
C2—C1—C6	119.30 (17)	C10—C11—H11A	119.8
C3—C2—C1	120.9 (2)	C13—C12—C11	120.3 (2)
C3—C2—H2A	119.6	C13—C12—H12A	119.9
C1—C2—H2A	119.6	C11—C12—H12A	119.9
C2—C3—C4	119.9 (2)	C12—C13—C14	119.8 (2)
C2—C3—H3A	120.0	C12—C13—H13A	120.1
C4—C3—H3A	120.0	C14—C13—H13A	120.1
C5—C4—C3	121.1 (2)	C15—C14—C13	120.5 (2)
C5—C4—H4A	119.4	C15—C14—H14A	119.8
C3—C4—H4A	119.4	C13—C14—H14A	119.8
C4—C5—C6	120.6 (2)	C14—C15—C10	120.5 (2)
C4—C5—H5A	119.7	C14—C15—H15A	119.8
C6—C5—H5A	119.7	C10—C15—H15A	119.8
C5—C6—C1	118.14 (18)	O2—C16—O1	125.35 (19)
C5—C6—C7	124.57 (18)	O2—C16—C7	120.26 (18)
C1—C6—C7	117.24 (16)	O1—C16—C7	114.37 (17)
C8—C7—C6	117.95 (17)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1O···O1iv	0.82	1.68	2.470 (3)	162

Ag1—N1

2.2413 (15)

N1—Ag1—N1i

177.38 (8)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1O⋯O1ii	0.82	1.68	2.470 (3)	162

Symmetry code: (ii) .