catena-Poly[[silver(I)-μ-dipyrazin-2-ylamine] perchlorate monohydrate].

In the title complex, {[Ag(C(8)H(7)N(5))]ClO(4)·H(2)O}(n), the multidentate dipyrazin-2-ylamine acts as a μ(2)-bridging link with an anti-syn configuration, assembling the Ag(I) ions into a zigzag chain structure. The Ag(I) ion is linearly coordinated by two dipyrazin-2-ylamine ligands through two pyrazine N atoms. (ClO(4) (-))⋯π(pyrazine) [O⋯centroid distances of 3.612 (3) and 3.664 (1) Å] and π-π inter-actions [centroid-centroid distance = 3.518 (2) Å] as well as O-H⋯O and N-H⋯O hydrogen-bonds assemble the chains into a three-dimensional supra-molecular aggregation.

Related literature

For oligo-α-pyridylamino metal-organic frameworks, see: Clérac et al. (2000 ▶); Chem et al. (2006 ▶). For other dipyrazin-2-ylamine (Hdpza)–metal complexes, see: Ismayilov et al. (2007 ▶). For supra­molecular assemblies related to N-rich heterocycles, see: Egli & Sarkhel (2007 ▶); Mooibroek et al. (2008 ▶).

Experimental

Crystal data

[Ag(C8H7N5)]ClO4·H2O

M = 398.52

Orthorhombic,

a = 9.035 (4) Å

b = 15.188 (6) Å

c = 18.556 (7) Å

V = 2546.4 (17) Å3

Z = 8

Mo Kα radiation

μ = 1.82 mm−1

T = 293 K

0.51 × 0.41 × 0.30 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1998 ▶) T min = 0.36, T max = 0.58

16026 measured reflections

3144 independent reflections

1786 reflections with I > 2σ(I)

R int = 0.088

Refinement

R[F 2 > 2σ(F 2)] = 0.068

wR(F 2) = 0.222

S = 1.01

3144 reflections

181 parameters

H-atom parameters constrained

Δρmax = 1.68 e Å−3

Δρmin = −1.19 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); 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 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809037532/bg2275sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809037532/bg2275Isup2.hkl

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

[Ag(C8H7N5)]ClO4·H2O	F(000) = 1568
Mr = 398.52	Dx = 2.079 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 834 reflections
a = 9.035 (4) Å	θ = 3.0–28.1°
b = 15.188 (6) Å	µ = 1.82 mm−1
c = 18.556 (7) Å	T = 293 K
V = 2546.4 (17) Å3	Block, brown
Z = 8	0.51 × 0.41 × 0.30 mm

Bruker SMART CCD area-detector diffractometer	3144 independent reflections
Radiation source: fine-focus sealed tube	1786 reflections with I > 2σ(I)
graphite	Rint = 0.088
area detector ω scans	θmax = 28.3°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 1998)	h = −12→11
Tmin = 0.36, Tmax = 0.58	k = −11→20
16026 measured reflections	l = −24→24

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)] = 0.068	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.222	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.1002P)2 + 6.7959P] where P = (Fo2 + 2Fc2)/3
3144 reflections	(Δ/σ)max = 0.006
181 parameters	Δρmax = 1.68 e Å−3
0 restraints	Δρmin = −1.19 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
Ag1	0.60110 (7)	0.60171 (5)	0.51698 (3)	0.0574 (3)
N1	0.5177 (6)	0.6250 (4)	0.6240 (3)	0.0412 (13)
N2	0.4261 (7)	0.6635 (4)	0.7632 (3)	0.0506 (15)
N3	0.8334 (7)	0.4221 (4)	0.9068 (3)	0.0454 (14)
N4	0.7495 (6)	0.4621 (4)	0.7658 (3)	0.0408 (12)
N5	0.5746 (7)	0.5612 (5)	0.8128 (3)	0.0473 (15)
H5	0.5330	0.5710	0.8510	0.0541*
C1	0.4145 (8)	0.6856 (5)	0.6372 (4)	0.0516 (18)
H1	0.3721	0.7158	0.5988	0.062*
C2	0.3696 (9)	0.7046 (6)	0.7056 (5)	0.059 (2)
H2	0.2974	0.7474	0.7125	0.071*
C3	0.5257 (7)	0.6012 (4)	0.7511 (4)	0.0402 (14)
C4	0.5741 (7)	0.5822 (5)	0.6807 (4)	0.0398 (15)
H4	0.6462	0.5394	0.6735	0.048*
C5	0.6845 (7)	0.4989 (5)	0.8220 (3)	0.0396 (14)
C6	0.7255 (7)	0.4780 (5)	0.8932 (3)	0.0442 (16)
H6	0.6753	0.5042	0.9314	0.053*
C7	0.9000 (7)	0.3833 (5)	0.8487 (4)	0.0442 (16)
H7	0.9752	0.3424	0.8561	0.053*
C8	0.8579 (8)	0.4036 (5)	0.7806 (4)	0.0477 (17)
H8	0.9056	0.3760	0.7424	0.057*
Cl1	0.1976 (2)	0.65255 (13)	0.43336 (10)	0.0500 (5)
O1	0.1650 (12)	0.7083 (6)	0.4943 (4)	0.110 (3)
O2	0.0655 (9)	0.6109 (6)	0.4123 (6)	0.115 (3)
O3	0.2520 (7)	0.7041 (4)	0.3752 (3)	0.0724 (17)
O4	0.3014 (9)	0.5867 (5)	0.4522 (5)	0.102 (3)
O1W	0.3945 (6)	0.6282 (5)	0.9308 (3)	0.0656 (16)
H1WB	0.3715	0.6732	0.9023	0.098*
H1WA	0.4249	0.6335	0.9762	0.098*

	U11	U22	U33	U12	U13	U23
Ag1	0.0662 (5)	0.0630 (5)	0.0431 (4)	0.0062 (3)	0.0078 (3)	0.0003 (3)
N1	0.041 (3)	0.036 (3)	0.047 (3)	0.003 (2)	0.000 (2)	0.002 (2)
N2	0.052 (4)	0.046 (4)	0.054 (4)	0.015 (3)	0.004 (3)	−0.005 (3)
N3	0.048 (3)	0.045 (4)	0.043 (3)	−0.003 (3)	−0.004 (3)	0.003 (3)
N4	0.048 (3)	0.033 (3)	0.042 (3)	0.006 (2)	0.003 (2)	−0.001 (2)
N5	0.049 (3)	0.054 (4)	0.039 (3)	0.018 (3)	0.002 (3)	0.002 (3)
C1	0.050 (4)	0.047 (5)	0.058 (4)	0.005 (3)	−0.003 (3)	0.013 (4)
C2	0.064 (5)	0.045 (5)	0.069 (5)	0.021 (4)	0.007 (4)	0.006 (4)
C3	0.041 (4)	0.035 (4)	0.044 (3)	0.001 (3)	0.003 (3)	−0.003 (3)
C4	0.034 (3)	0.040 (4)	0.046 (4)	0.004 (3)	−0.001 (3)	−0.007 (3)
C5	0.038 (3)	0.039 (4)	0.042 (3)	0.001 (3)	0.004 (3)	−0.001 (3)
C6	0.046 (4)	0.050 (4)	0.037 (3)	0.001 (3)	0.004 (3)	−0.007 (3)
C7	0.042 (4)	0.038 (4)	0.052 (4)	0.001 (3)	−0.002 (3)	−0.005 (3)
C8	0.048 (4)	0.046 (4)	0.049 (4)	0.005 (3)	−0.005 (3)	−0.008 (3)
Cl1	0.0486 (9)	0.0443 (10)	0.0570 (10)	−0.0022 (8)	−0.0001 (8)	0.0074 (8)
O1	0.163 (8)	0.095 (7)	0.072 (4)	−0.002 (6)	0.036 (5)	−0.012 (4)
O2	0.074 (5)	0.111 (7)	0.161 (9)	−0.039 (5)	−0.023 (5)	0.010 (6)
O3	0.089 (4)	0.059 (4)	0.070 (4)	0.001 (3)	0.022 (3)	0.013 (3)
O4	0.095 (5)	0.080 (5)	0.131 (7)	0.034 (4)	0.014 (5)	0.053 (5)
O1W	0.069 (4)	0.070 (4)	0.058 (3)	0.016 (3)	−0.003 (3)	−0.003 (3)

Ag1—N1	2.153 (6)	C1—H1	0.9300
Ag1—N3i	2.160 (6)	C2—H2	0.9300
N1—C1	1.334 (9)	C3—C4	1.407 (10)
N1—C4	1.337 (9)	C4—H4	0.9300
N2—C3	1.325 (9)	C5—C6	1.408 (9)
N2—C2	1.338 (10)	C6—H6	0.9300
N3—C6	1.317 (9)	C7—C8	1.355 (11)
N3—C7	1.368 (10)	C7—H7	0.9300
N3—Ag1ii	2.160 (6)	C8—H8	0.9300
N4—C5	1.321 (8)	Cl1—O2	1.406 (8)
N4—C8	1.350 (9)	Cl1—O4	1.415 (7)
N5—C3	1.370 (9)	Cl1—O3	1.420 (6)
N5—C5	1.382 (9)	Cl1—O1	1.444 (8)
N5—H5	0.8200	O1W—H1WB	0.8900
C1—C2	1.364 (12)	O1W—H1WA	0.8900
N1—Ag1—N3i	175.4 (2)	N1—C4—H4	119.6
C1—N1—C4	117.2 (6)	C3—C4—H4	119.6
C1—N1—Ag1	121.8 (5)	N4—C5—N5	120.8 (6)
C4—N1—Ag1	120.8 (4)	N4—C5—C6	121.9 (6)
C3—N2—C2	117.1 (7)	N5—C5—C6	117.3 (6)
C6—N3—C7	117.0 (6)	N3—C6—C5	121.2 (6)
C6—N3—Ag1ii	119.5 (5)	N3—C6—H6	119.4
C7—N3—Ag1ii	123.5 (5)	C5—C6—H6	119.4
C5—N4—C8	116.1 (6)	C8—C7—N3	120.8 (7)
C3—N5—C5	129.7 (6)	C8—C7—H7	119.6
C3—N5—H5	120.0	N3—C7—H7	119.6
C5—N5—H5	110.1	N4—C8—C7	122.9 (7)
N1—C1—C2	121.6 (7)	N4—C8—H8	118.5
N1—C1—H1	119.2	C7—C8—H8	118.5
C2—C1—H1	119.2	O2—Cl1—O4	108.2 (6)
N2—C2—C1	122.1 (7)	O2—Cl1—O3	109.3 (5)
N2—C2—H2	119.0	O4—Cl1—O3	110.3 (4)
C1—C2—H2	118.9	O2—Cl1—O1	108.0 (6)
N2—C3—N5	113.2 (6)	O4—Cl1—O1	110.9 (6)
N2—C3—C4	121.0 (7)	O3—Cl1—O1	110.0 (5)
N5—C3—C4	125.8 (6)	H1WB—O1W—H1WA	124.5
N1—C4—C3	120.8 (6)
C4—N1—C1—C2	1.0 (11)	C8—N4—C5—N5	178.5 (7)
Ag1—N1—C1—C2	−175.2 (6)	C8—N4—C5—C6	−0.3 (10)
C3—N2—C2—C1	−1.8 (13)	C3—N5—C5—N4	−7.3 (12)
N1—C1—C2—N2	0.0 (13)	C3—N5—C5—C6	171.5 (7)
C2—N2—C3—N5	−178.4 (7)	C7—N3—C6—C5	−2.2 (10)
C2—N2—C3—C4	2.7 (11)	Ag1ii—N3—C6—C5	176.6 (5)
C5—N5—C3—N2	−174.7 (7)	N4—C5—C6—N3	1.7 (11)
C5—N5—C3—C4	4.1 (13)	N5—C5—C6—N3	−177.1 (7)
C1—N1—C4—C3	−0.1 (10)	C6—N3—C7—C8	1.4 (10)
Ag1—N1—C4—C3	176.2 (5)	Ag1ii—N3—C7—C8	−177.3 (5)
N2—C3—C4—N1	−1.8 (10)	C5—N4—C8—C7	−0.4 (11)
N5—C3—C4—N1	179.4 (7)	N3—C7—C8—N4	−0.1 (12)

D—H···A	D—H	H···A	D···A	D—H···A
N5—H5···O1Wi	0.82	2.12	2.911 (1)	162
O1W—H1WB···O3iii	0.89	2.21	3.036 (9)	154
O1W—H1WA···O2iv	0.89	2.45	3.306 (14)	161
O1W—H1WA···O1iv	0.89	2.51	3.063 (11)	121

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N5—H5⋯O1W	0.82	2.12	2.911 (1)	162
O1W—H1WB⋯O3i	0.89	2.21	3.036 (9)	154
O1W—H1WA⋯O2ii	0.89	2.45	3.306 (14)	161
O1W—H1WA⋯O1ii	0.89	2.51	3.063 (11)	121

Symmetry codes: (i) ; (ii) .