(Nitrato-κ(2) O,O')bis-[(E)-N-(pyridin-4-yl-methyl-idene-κN)hy-droxy-amine]-silver(I).

In the mononuclear title compound, [Ag(NO3)(C6H6N2O)2], the Ag(I) atom is located on a twofold rotation axis and the nitrate-chelated Ag(I) atom is further coordinated by two aromatic N atoms of hydroxyl-amine ligands in a distorted tetra-hedral geometry. In the crystal, the nitrate ion has 2 symmetry with the N atom and one O atom located on the twofold rotation axis, and is linked to hy-droxy groups of the hydroxyl-amine ligands by O-H⋯O hydrogen bonds, generating a chain running along the b axis.

Related literature

For (nitrato)(picolinaldehyde oxime)silver(I), see: Abu-Youssef et al. (2010 ▶).

Experimental

Crystal data

[Ag(NO3)(C6H6N2O)2]

M = 414.14

Orthorhombic,

a = 18.027 (3) Å

b = 4.6907 (6) Å

c = 17.7020 (19) Å

V = 1496.9 (3) Å3

Z = 4

Mo Kα radiation

μ = 1.38 mm−1

T = 293 K

0.20 × 0.12 × 0.12 mm

Data collection

Rigaku R-AXIS RAPID IP diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.770, T max = 0.852

13223 measured reflections

1705 independent reflections

1038 reflections with I > 2σ(I)

R int = 0.082

Refinement

R[F 2 > 2σ(F 2)] = 0.050

wR(F 2) = 0.162

S = 1.13

1705 reflections

108 parameters

H-atom parameters constrained

Δρmax = 0.92 e Å−3

Δρmin = −0.67 e Å−3

Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: CrystalClear (Rigaku/MSC, 2002 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812046107/xu5647sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812046107/xu5647Isup2.hkl

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

[Ag(NO3)(C6H6N2O)2]	F(000) = 824
Mr = 414.14	Dx = 1.838 Mg m−3
Orthorhombic, Pccn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ab 2ac	Cell parameters from 4605 reflections
a = 18.027 (3) Å	θ = 3.2–27.5°
b = 4.6907 (6) Å	µ = 1.38 mm−1
c = 17.7020 (19) Å	T = 293 K
V = 1496.9 (3) Å3	Prism, colorless
Z = 4	0.20 × 0.12 × 0.12 mm

Rigaku R-AXIS RAPID IP diffractometer	1705 independent reflections
Radiation source: fine-focus sealed tube	1038 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.082
ω scan	θmax = 27.5°, θmin = 3.2°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −23→23
Tmin = 0.770, Tmax = 0.852	k = −5→6
13223 measured reflections	l = −21→22

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)] = 0.050	H-atom parameters constrained
wR(F2) = 0.162	w = 1/[σ2(Fo2) + (0.073P)2 + 1.2436P] where P = (Fo2 + 2Fc2)/3
S = 1.13	(Δ/σ)max = 0.001
1705 reflections	Δρmax = 0.92 e Å−3
108 parameters	Δρmin = −0.67 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0096 (16)

	x	y	z	Uiso*/Ueq
Ag1	0.2500	0.2500	0.18639 (3)	0.0532 (4)
O1	0.5757 (2)	1.5200 (8)	0.0886 (2)	0.0584 (11)
H1	0.6143	1.5575	0.1132	0.088*
O2	0.3058 (3)	0.1732 (13)	0.3234 (2)	0.0789 (15)
O3	0.2500	0.2500	0.4306 (3)	0.093 (3)
N1	0.3325 (2)	0.5683 (9)	0.1548 (2)	0.0454 (11)
N2	0.5350 (3)	1.3109 (9)	0.1264 (2)	0.0487 (11)
N3	0.2500	0.2500	0.3606 (4)	0.067 (2)
C1	0.3371 (3)	0.6602 (14)	0.0824 (3)	0.0487 (13)
H1A	0.3067	0.5752	0.0464	0.058*
C2	0.3841 (3)	0.8714 (12)	0.0598 (2)	0.0426 (12)
H2	0.3840	0.9318	0.0098	0.051*
C3	0.4321 (2)	0.9961 (10)	0.1113 (3)	0.0397 (11)
C4	0.4286 (3)	0.9016 (12)	0.1858 (3)	0.0466 (13)
H4	0.4601	0.9782	0.2222	0.056*
C5	0.3783 (3)	0.6940 (12)	0.2050 (3)	0.0454 (13)
H5	0.3756	0.6371	0.2552	0.055*
C6	0.4830 (3)	1.2177 (11)	0.0848 (3)	0.0459 (13)
H6	0.4771	1.2919	0.0365	0.055*

	U11	U22	U33	U12	U13	U23
Ag1	0.0461 (5)	0.0541 (5)	0.0594 (5)	−0.0093 (3)	0.000	0.000
O1	0.051 (2)	0.064 (3)	0.060 (2)	−0.022 (2)	−0.0052 (18)	0.007 (2)
O2	0.054 (3)	0.124 (4)	0.059 (3)	0.037 (3)	0.006 (2)	0.002 (2)
O3	0.084 (6)	0.155 (10)	0.040 (3)	0.050 (5)	0.000	0.000
N1	0.038 (2)	0.047 (3)	0.051 (2)	−0.007 (2)	0.0030 (19)	−0.003 (2)
N2	0.049 (3)	0.050 (3)	0.046 (2)	−0.009 (2)	0.003 (2)	0.0004 (19)
N3	0.057 (5)	0.084 (6)	0.061 (5)	0.020 (4)	0.000	0.000
C1	0.040 (3)	0.061 (3)	0.045 (3)	0.002 (3)	−0.002 (2)	−0.005 (3)
C2	0.039 (3)	0.050 (3)	0.039 (3)	0.000 (3)	0.000 (2)	0.003 (2)
C3	0.034 (2)	0.040 (3)	0.045 (3)	0.002 (2)	0.003 (2)	0.001 (2)
C4	0.047 (3)	0.045 (3)	0.047 (3)	−0.004 (3)	−0.004 (2)	0.000 (2)
C5	0.043 (3)	0.053 (3)	0.041 (3)	−0.009 (2)	−0.001 (2)	−0.002 (2)
C6	0.046 (3)	0.051 (3)	0.041 (2)	0.002 (2)	−0.005 (2)	0.000 (2)

Ag1—N1i	2.180 (4)	N3—O2i	1.256 (6)
Ag1—N1	2.180 (4)	C1—C2	1.364 (9)
Ag1—O2	2.651 (4)	C1—H1A	0.9300
Ag1—O2i	2.651 (4)	C2—C3	1.386 (7)
O1—N2	1.396 (5)	C2—H2	0.9300
O1—H1	0.8400	C3—C4	1.393 (6)
O2—N3	1.256 (6)	C3—C6	1.463 (7)
O3—N3	1.239 (9)	C4—C5	1.374 (8)
N1—C5	1.349 (6)	C4—H4	0.9300
N1—C1	1.354 (6)	C5—H5	0.9300
N2—C6	1.270 (7)	C6—H6	0.9300
N1i—Ag1—N1	150.3 (2)	C2—C1—H1A	118.4
N1i—Ag1—O2	113.62 (18)	C1—C2—C3	120.1 (4)
N1—Ag1—O2	93.94 (18)	C1—C2—H2	119.9
N1i—Ag1—O2i	93.94 (18)	C3—C2—H2	119.9
N1—Ag1—O2i	113.62 (18)	C2—C3—C4	117.4 (4)
O2—Ag1—O2i	47.57 (19)	C2—C3—C6	118.7 (4)
N2—O1—H1	109.5	C4—C3—C6	123.9 (4)
N3—O2—Ag1	97.9 (4)	C5—C4—C3	119.3 (5)
C5—N1—C1	116.5 (5)	C5—C4—H4	120.3
C5—N1—Ag1	123.2 (3)	C3—C4—H4	120.3
C1—N1—Ag1	120.2 (3)	N1—C5—C4	123.5 (5)
C6—N2—O1	110.6 (4)	N1—C5—H5	118.3
O3—N3—O2i	121.6 (4)	C4—C5—H5	118.3
O3—N3—O2	121.6 (4)	N2—C6—C3	121.4 (5)
O2i—N3—O2	116.7 (7)	N2—C6—H6	119.3
N1—C1—C2	123.2 (5)	C3—C6—H6	119.3
N1—C1—H1A	118.4
N1i—Ag1—O2—N3	−72.7 (4)	Ag1—N1—C1—C2	175.7 (4)
N1—Ag1—O2—N3	118.8 (3)	N1—C1—C2—C3	2.3 (9)
O2i—Ag1—O2—N3	0.000 (1)	C1—C2—C3—C4	−1.5 (8)
N1i—Ag1—N1—C5	−171.4 (4)	C1—C2—C3—C6	178.7 (5)
O2—Ag1—N1—C5	−12.8 (4)	C2—C3—C4—C5	−0.5 (8)
O2i—Ag1—N1—C5	32.1 (5)	C6—C3—C4—C5	179.4 (5)
N1i—Ag1—N1—C1	12.1 (4)	C1—N1—C5—C4	−1.1 (8)
O2—Ag1—N1—C1	170.6 (4)	Ag1—N1—C5—C4	−177.7 (4)
O2i—Ag1—N1—C1	−144.4 (4)	C3—C4—C5—N1	1.8 (9)
Ag1—O2—N3—O3	180.0	O1—N2—C6—C3	179.9 (4)
Ag1—O2—N3—O2i	0.000 (1)	C2—C3—C6—N2	−170.0 (5)
C5—N1—C1—C2	−1.0 (8)	C4—C3—C6—N2	10.2 (8)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···O2ii	0.84	1.90	2.740 (6)	173

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯O2i	0.84	1.90	2.740 (6)	173

Symmetry code: (i) .