Bis[diamminesilver(I)] 5-nitro-iso-phthalate monohydrate.

In the title compound, [Ag(NH(3))(2)](2)(C(8)H(3)NO(6))·H(2)O, the cations have an almost linear coordination geometry with two ammine ligands and inter-act with the water mol-ecules [Ag⋯O(water) = 2.725 (4) and 2.985 (4) Å]. In the crystal, N-H⋯O and O-H⋯O hydrogen bonds, combined with weak (lone pair)⋯π [O⋯centroid distance = 3.401 (4) Å] and π-π stacking [centroid-centroid distance = 3.975 (3) Å] inter-actions, stabilize the three-dimensional supra-molecular network.

Related literature

For general background to crystal engineering and supra­molecular chemistry, see: Batten & Robson (1998 ▶); Blake et al. (1999 ▶); Yaghi et al. (2003 ▶). For general background to non-covalent inter­actions, see: Biswas et al. (2009 ▶); Egli & Arkhel (2007 ▶); Jeffrey et al. (1985 ▶); Mooibroek et al. (2006 ▶); Nishio et al. (1998 ▶); Rahman et al. (2003 ▶). For related structures, see: Sun, Luo, Huang et al. (2009 ▶); Sun, Luo, Xu et al. (2009 ▶); Sun, Luo, Zhang et al. (2009 ▶); You & Zhu (2004 ▶); You et al. (2004 ▶); Zheng et al. (2002 ▶, 2007 ▶).

Experimental

Crystal data

[Ag(NH3)2]2(C8H3NO6)·H2O

M = 511.01

Monoclinic,

a = 7.692 (2) Å

b = 12.229 (3) Å

c = 16.379 (4) Å

β = 102.100 (4)°

V = 1506.5 (7) Å3

Z = 4

Mo Kα radiation

μ = 2.64 mm−1

T = 298 K

0.11 × 0.10 × 0.08 mm

Data collection

Oxford Diffraction Gemini S Ultra diffractometer

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006 ▶) T min = 0.760, T max = 0.817

7118 measured reflections

2627 independent reflections

2500 reflections with I > 2σ(I)

R int = 0.036

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.114

S = 1.22

2627 reflections

204 parameters

H-atom parameters constrained

Δρmax = 0.97 e Å−3

Δρmin = −0.98 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2006 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2006 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 1999 ▶) and SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810007725/hy2282sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810007725/hy2282Isup2.hkl

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

[Ag(NH3)2]2(C8H3NO6)·H2O	F(000) = 1000
Mr = 511.01	Dx = 2.253 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4729 reflections
a = 7.692 (2) Å	θ = 5.1–57.2°
b = 12.229 (3) Å	µ = 2.64 mm−1
c = 16.379 (4) Å	T = 298 K
β = 102.100 (4)°	Block, colorless
V = 1506.5 (7) Å3	0.11 × 0.10 × 0.08 mm
Z = 4

Oxford Diffraction Gemini S Ultra diffractometer	2627 independent reflections
Radiation source: sealed tube	2500 reflections with I > 2σ(I)
graphite	Rint = 0.036
Detector resolution: 16.1903 pixels mm-1	θmax = 25.0°, θmin = 2.1°
ω scans	h = −9→9
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006)	k = −8→14
Tmin = 0.760, Tmax = 0.817	l = −17→19
7118 measured reflections

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)] = 0.046	H-atom parameters constrained
wR(F2) = 0.114	w = 1/[σ2(Fo2) + (0.0451P)2 + 2.1461P] where P = (Fo2 + 2Fc2)/3
S = 1.22	(Δ/σ)max < 0.001
2627 reflections	Δρmax = 0.97 e Å−3
204 parameters	Δρmin = −0.98 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: 0.0264 (13)

	x	y	z	Uiso*/Ueq
Ag1	0.01233 (6)	0.87015 (4)	0.39354 (3)	0.0561 (2)
Ag2	0.56988 (5)	0.37352 (3)	0.78293 (3)	0.0444 (2)
C1	0.1106 (5)	0.4687 (4)	0.4096 (3)	0.0272 (9)
C2	0.1513 (6)	0.3606 (4)	0.4283 (3)	0.0277 (9)
H2	0.0955	0.3065	0.3922	0.033*
C3	0.2729 (5)	0.3307 (4)	0.4993 (3)	0.0273 (9)
C4	0.3475 (6)	0.4110 (4)	0.5543 (3)	0.0294 (10)
H4	0.4278	0.3929	0.6032	0.035*
C5	0.3022 (6)	0.5176 (4)	0.5362 (3)	0.0281 (9)
C6	0.1878 (6)	0.5481 (4)	0.4639 (3)	0.0294 (10)
H6	0.1631	0.6216	0.4521	0.035*
C7	−0.0153 (6)	0.4982 (4)	0.3292 (3)	0.0308 (10)
C8	0.3273 (6)	0.2131 (4)	0.5152 (3)	0.0293 (10)
N1	−0.1928 (7)	0.8046 (4)	0.3002 (3)	0.0544 (12)
H1A	−0.1867	0.8333	0.2509	0.065*
H1B	−0.2977	0.8205	0.3120	0.065*
H1C	−0.1805	0.7323	0.2983	0.065*
N2	0.2262 (6)	0.9066 (4)	0.4929 (3)	0.0499 (11)
H2A	0.2441	0.9786	0.4954	0.060*
H2B	0.3239	0.8733	0.4846	0.060*
H2C	0.2011	0.8835	0.5406	0.060*
N3	0.7101 (6)	0.2725 (4)	0.7167 (3)	0.0411 (10)
H3A	0.7576	0.2171	0.7490	0.049*
H3B	0.7962	0.3108	0.7012	0.049*
H3C	0.6364	0.2466	0.6716	0.049*
N4	0.4096 (5)	0.4767 (4)	0.8378 (2)	0.0395 (10)
H4A	0.4737	0.5333	0.8615	0.047*
H4B	0.3677	0.4399	0.8764	0.047*
H4C	0.3192	0.5008	0.7988	0.047*
N5	0.3862 (6)	0.6021 (4)	0.5942 (2)	0.0358 (9)
O1	−0.0137 (5)	0.5948 (3)	0.3058 (2)	0.0405 (8)
O1W	−0.0469 (5)	0.0861 (3)	0.3572 (2)	0.0502 (9)
H1WA	−0.0315	0.0871	0.3073	0.060*
H1WB	0.0474	0.1189	0.3813	0.060*
O2	−0.1083 (5)	0.4259 (3)	0.2916 (2)	0.0502 (10)
O3	0.2508 (5)	0.1444 (3)	0.4657 (3)	0.0494 (10)
O4	0.4452 (5)	0.1927 (3)	0.5764 (2)	0.0412 (8)
O5	0.4957 (5)	0.5735 (3)	0.6553 (2)	0.0509 (10)
O6	0.3436 (6)	0.6952 (3)	0.5786 (2)	0.0567 (11)

	U11	U22	U33	U12	U13	U23
Ag1	0.0498 (3)	0.0475 (3)	0.0734 (4)	−0.00206 (19)	0.0184 (2)	−0.0061 (2)
Ag2	0.0446 (3)	0.0460 (3)	0.0402 (3)	0.00187 (17)	0.00340 (18)	−0.00385 (17)
C1	0.027 (2)	0.030 (2)	0.025 (2)	0.0008 (18)	0.0062 (16)	0.0021 (18)
C2	0.032 (2)	0.026 (2)	0.024 (2)	−0.0037 (18)	0.0049 (17)	−0.0045 (17)
C3	0.024 (2)	0.028 (2)	0.030 (2)	0.0005 (18)	0.0057 (17)	0.0014 (19)
C4	0.030 (2)	0.031 (2)	0.027 (2)	0.0013 (19)	0.0049 (17)	0.0026 (19)
C5	0.030 (2)	0.028 (2)	0.027 (2)	−0.0044 (19)	0.0088 (17)	−0.0030 (18)
C6	0.028 (2)	0.029 (2)	0.032 (2)	0.0017 (19)	0.0104 (18)	0.0025 (19)
C7	0.030 (2)	0.028 (3)	0.034 (2)	0.005 (2)	0.0069 (18)	0.006 (2)
C8	0.031 (2)	0.027 (2)	0.031 (2)	0.0054 (19)	0.0082 (19)	0.0019 (19)
N1	0.061 (3)	0.048 (3)	0.055 (3)	0.006 (2)	0.016 (2)	0.001 (2)
N2	0.052 (3)	0.038 (3)	0.062 (3)	0.006 (2)	0.015 (2)	0.009 (2)
N3	0.038 (2)	0.038 (2)	0.043 (2)	−0.0028 (19)	−0.0014 (18)	−0.0036 (19)
N4	0.039 (2)	0.039 (2)	0.039 (2)	−0.0006 (19)	0.0032 (17)	0.0000 (19)
N5	0.042 (2)	0.035 (2)	0.031 (2)	−0.0080 (19)	0.0082 (18)	−0.0020 (18)
O1	0.044 (2)	0.0333 (19)	0.0391 (19)	0.0038 (16)	−0.0021 (15)	0.0113 (16)
O1W	0.045 (2)	0.059 (3)	0.043 (2)	0.0005 (19)	0.0004 (16)	−0.0007 (19)
O2	0.054 (2)	0.037 (2)	0.047 (2)	−0.0080 (18)	−0.0167 (17)	0.0017 (18)
O3	0.060 (2)	0.0287 (19)	0.049 (2)	0.0045 (17)	−0.0119 (18)	−0.0091 (17)
O4	0.0412 (18)	0.0344 (19)	0.0393 (18)	0.0044 (15)	−0.0112 (15)	0.0000 (15)
O5	0.060 (2)	0.046 (2)	0.039 (2)	−0.0077 (19)	−0.0089 (17)	−0.0042 (17)
O6	0.088 (3)	0.027 (2)	0.049 (2)	0.002 (2)	−0.001 (2)	−0.0022 (17)

Ag1—N1	2.112 (5)	C7—O1	1.243 (6)
Ag1—N2	2.105 (5)	C8—O3	1.228 (6)
Ag2—N3	2.088 (4)	C8—O4	1.229 (5)
Ag2—N4	2.094 (4)	N1—H1A	0.8900
Ag1—O1Wi	2.725 (4)	N1—H1B	0.8900
Ag2—O1Wii	2.985 (4)	N1—H1C	0.8900
C1—C6	1.367 (6)	N2—H2A	0.8900
C1—C2	1.378 (6)	N2—H2B	0.8900
C1—C7	1.505 (6)	N2—H2C	0.8900
C2—C3	1.380 (6)	N3—H3A	0.8900
C2—H2	0.9300	N3—H3B	0.8900
C3—C4	1.374 (6)	N3—H3C	0.8900
C3—C8	1.505 (6)	N4—H4A	0.8900
C4—C5	1.366 (6)	N4—H4B	0.8900
C4—H4	0.9300	N4—H4C	0.8900
C5—C6	1.370 (6)	N5—O6	1.198 (6)
C5—N5	1.460 (6)	N5—O5	1.217 (5)
C6—H6	0.9300	O1W—H1WA	0.8501
C7—O2	1.220 (6)	O1W—H1WB	0.8500
N2—Ag1—N1	169.90 (19)	O4—C8—C3	117.8 (4)
N3—Ag2—N4	174.05 (16)	Ag1—N1—H1A	109.5
N2—Ag1—O1Wi	91.79 (15)	Ag1—N1—H1B	109.5
N1—Ag1—O1Wi	98.31 (16)	H1A—N1—H1B	109.5
N3—Ag2—O1Wii	74.69 (14)	Ag1—N1—H1C	109.5
N4—Ag2—O1Wii	110.21 (14)	H1A—N1—H1C	109.5
C6—C1—C2	119.3 (4)	H1B—N1—H1C	109.5
C6—C1—C7	120.7 (4)	Ag1—N2—H2A	109.5
C2—C1—C7	119.9 (4)	Ag1—N2—H2B	109.5
C1—C2—C3	121.6 (4)	H2A—N2—H2B	109.5
C1—C2—H2	119.2	Ag1—N2—H2C	109.5
C3—C2—H2	119.2	H2A—N2—H2C	109.5
C4—C3—C2	118.7 (4)	H2B—N2—H2C	109.5
C4—C3—C8	120.4 (4)	Ag2—N3—H3A	109.5
C2—C3—C8	120.9 (4)	Ag2—N3—H3B	109.5
C5—C4—C3	119.1 (4)	H3A—N3—H3B	109.5
C5—C4—H4	120.4	Ag2—N3—H3C	109.5
C3—C4—H4	120.4	H3A—N3—H3C	109.5
C4—C5—C6	122.4 (4)	H3B—N3—H3C	109.5
C4—C5—N5	118.5 (4)	Ag2—N4—H4A	109.5
C6—C5—N5	119.0 (4)	Ag2—N4—H4B	109.5
C1—C6—C5	118.8 (4)	H4A—N4—H4B	109.5
C1—C6—H6	120.6	Ag2—N4—H4C	109.5
C5—C6—H6	120.6	H4A—N4—H4C	109.5
O2—C7—O1	125.1 (4)	H4B—N4—H4C	109.5
O2—C7—C1	118.0 (4)	O6—N5—O5	124.1 (4)
O1—C7—C1	116.8 (4)	O6—N5—C5	118.1 (4)
O3—C8—O4	124.7 (4)	O5—N5—C5	117.8 (4)
O3—C8—C3	117.5 (4)	H1WA—O1W—H1WB	99.3

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O1iii	0.85	1.96	2.807 (5)	177
O1W—H1WB···O3	0.85	1.88	2.684 (5)	156
N1—H1B···O4iv	0.89	2.35	3.082 (6)	140
N1—H1C···O1	0.89	2.10	2.905 (6)	149
N2—H2A···O3i	0.89	2.09	2.954 (6)	164
N2—H2B···O4v	0.89	2.36	3.218 (6)	163
N2—H2C···O1Wiv	0.89	2.28	3.059 (6)	147
N2—H2C···O6	0.89	2.57	2.990 (6)	110
N3—H3A···O2ii	0.89	2.08	2.937 (6)	163
N3—H3B···O1v	0.89	2.06	2.930 (6)	167
N3—H3C···O4	0.89	2.02	2.901 (5)	173
N4—H4A···O4vi	0.89	2.23	3.088 (6)	163
N4—H4B···O3vii	0.89	2.14	3.024 (6)	176
N4—H4C···O2iv	0.89	2.15	3.036 (5)	175

Table 1

Selected bond lengths (Å)

Ag1—N1	2.112 (5)
Ag1—N2	2.105 (5)
Ag2—N3	2.088 (4)
Ag2—N4	2.094 (4)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O1i	0.85	1.96	2.807 (5)	177
O1W—H1WB⋯O3	0.85	1.88	2.684 (5)	156
N1—H1B⋯O4ii	0.89	2.35	3.082 (6)	140
N1—H1C⋯O1	0.89	2.10	2.905 (6)	149
N2—H2A⋯O3iii	0.89	2.09	2.954 (6)	164
N2—H2B⋯O4iv	0.89	2.36	3.218 (6)	163
N2—H2C⋯O1Wii	0.89	2.28	3.059 (6)	147
N2—H2C⋯O6	0.89	2.57	2.990 (6)	110
N3—H3A⋯O2v	0.89	2.08	2.937 (6)	163
N3—H3B⋯O1iv	0.89	2.06	2.930 (6)	167
N3—H3C⋯O4	0.89	2.02	2.901 (5)	173
N4—H4A⋯O4vi	0.89	2.23	3.088 (6)	163
N4—H4B⋯O3vii	0.89	2.14	3.024 (6)	176
N4—H4C⋯O2ii	0.89	2.15	3.036 (5)	175

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) .