catena-Poly­[[μ-ethyl­enedi­amine-κ²N:N′-bis­[(ethyl­enedi­amine-κ²N,N′)silver(I)] bis[silver(I)-μ-barbiturato-κ²N:N′]] dihydrate]

The title compound, {[Ag₂(C₂H₈N₂)₃][Ag₂(C₈H₁₀N₂O₃)₂]·2H₂O}_n, consists of one-dimensional polymeric silver(I) complex anionic chains, discrete dinuclear silver(I) complex cations and solvent water mol­ecules. In the anionic chain, each Ag^I atom is coordinated by two deprotonated N atoms from two barbiturate ligands in a perfectly linear geometry. In the dinuclear silver(I) complex cation, each Ag^I atom, in a Y-shaped coordination environment, is coordinated by three N atoms from two ethyl­enedi­amine mol­ecules. The bridging ethylenediamine ligand and the Ag atoms of the anionic chain lie on inversion centres.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.014 Å
• R factor = 0.060
• wR factor = 0.152
• Data-to-parameter ratio = 14.6

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.98
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       2.00 Ratio
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors  for         C1
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors  for         N2
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.29
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.26
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         14
PLAT420_ALERT_2_C D-H Without Acceptor       N1     -   H1D    ...          ?
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  11 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

catena-Poly[[µ-ethylenediamine-κ²N:N'-bis[(ethylenediamine- κ²N,N')silver(I)] [silver(I)-µ-barbiturato-κ²N:N']] dihydrate]

Crystal data

[Ag2(C2H8N2)3][Ag2(C8H10N2O3)2]·2H2O	Z = 1
Mr = 1012.18	F(000) = 502
Triclinic, P1	Dx = 1.943 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.696 (2) Å	Cell parameters from 3574 reflections
b = 10.759 (2) Å	θ = 4.3–28°
c = 10.900 (2) Å	µ = 2.29 mm^−1
α = 100.54 (3)°	T = 293 K
β = 99.51 (3)°	Prism, colourless
γ = 96.76 (3)°	0.15 × 0.08 × 0.04 mm
V = 864.9 (4) Å^3

Data collection

Bruker SMART CCD area-detector diffractometer	2973 independent reflections
Radiation source: fine-focus sealed tube	2102 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.048
φ and ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→4
Tmin = 0.725, Tmax = 0.914	k = −12→12
3574 measured reflections	l = −12→12

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.060	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.152	w = 1/[σ^2(Fo^2) + (0.092P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 0.94	(Δ/σ)max < 0.001
2973 reflections	Δρmax = 1.28 e Å^−3
203 parameters	Δρmin = −1.43 e Å^−3
4 restraints	Extinction correction: SHELXTL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0173 (18)

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ag1	0.09819 (12)	0.73469 (9)	0.54212 (9)	0.0773 (4)
Ag2	0.0000	1.0000	0.0000	0.0394 (3)
Ag3	0.5000	1.0000	0.5000	0.0422 (3)
C1	0.329 (2)	0.5394 (13)	0.6045 (15)	0.126 (6)
H1A	0.4082	0.4780	0.5837	0.152*
H1B	0.2476	0.5024	0.6516	0.152*
C2	0.4350 (15)	0.6548 (13)	0.6855 (13)	0.100 (4)
H2A	0.4801	0.6353	0.7673	0.121*
H2B	0.5372	0.6777	0.6482	0.121*
C3	−0.0668 (11)	0.9563 (8)	0.4470 (8)	0.053 (2)
H3A	−0.1708	0.9974	0.4280	0.064*
H3B	−0.0152	0.9412	0.3713	0.064*
C4	0.2736 (10)	0.9719 (7)	0.2301 (7)	0.0347 (17)
C5	0.2276 (10)	0.7989 (8)	0.0527 (7)	0.0397 (18)
C6	0.3398 (10)	0.7225 (7)	0.1322 (7)	0.0375 (18)
C7	0.4115 (10)	0.7910 (7)	0.2688 (7)	0.0387 (18)
C8	0.2172 (13)	0.5968 (8)	0.1315 (8)	0.058 (2)
H8A	0.1836	0.5478	0.0449	0.069*
H8B	0.2845	0.5464	0.1816	0.069*
C9	0.0489 (13)	0.6169 (10)	0.1834 (10)	0.070 (3)
H9A	−0.0203	0.5354	0.1791	0.105*
H9B	−0.0199	0.6655	0.1336	0.105*
H9C	0.0806	0.6626	0.2702	0.105*
C10	0.4979 (13)	0.6928 (9)	0.0657 (9)	0.062 (3)
H10A	0.5648	0.6382	0.1104	0.074*
H10B	0.4504	0.6452	−0.0203	0.074*
C11	0.6207 (13)	0.8063 (13)	0.0599 (10)	0.083 (4)
H11A	0.7141	0.7799	0.0174	0.124*
H11B	0.6715	0.8529	0.1446	0.124*
H11C	0.5567	0.8601	0.0139	0.124*
N1	0.2312 (14)	0.5592 (9)	0.4911 (11)	0.107 (4)
H1C	0.1484	0.4904	0.4544	0.128*
H1D	0.3038	0.5720	0.4363	0.128*
N2	0.3451 (10)	0.7655 (8)	0.7075 (7)	0.067 (2)
H2C	0.4190	0.8371	0.7083	0.081*
H2D	0.3097	0.7732	0.7829	0.081*
N3	−0.1214 (10)	0.8341 (7)	0.4804 (7)	0.0555 (19)
H3C	−0.1944	0.7827	0.4124	0.067*
H3D	−0.1841	0.8478	0.5431	0.067*
N4	0.3800 (8)	0.9134 (6)	0.3096 (5)	0.0377 (15)
N5	0.1924 (8)	0.9141 (6)	0.1054 (6)	0.0360 (14)
O1	0.2486 (9)	1.0829 (5)	0.2748 (6)	0.0590 (17)
O2	0.1680 (8)	0.7506 (6)	−0.0608 (5)	0.0605 (17)
O3	0.4995 (8)	0.7387 (5)	0.3417 (5)	0.0557 (16)
O1W	0.1177 (8)	0.3163 (6)	0.2656 (6)	0.0626 (17)
H1WA	0.0278	0.2962	0.2063	0.094*
H1WB	0.1891	0.2644	0.2506	0.094*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0792 (6)	0.0797 (6)	0.0825 (7)	0.0390 (5)	0.0130 (5)	0.0267 (5)
Ag2	0.0389 (5)	0.0460 (5)	0.0318 (5)	0.0130 (4)	−0.0047 (4)	0.0101 (4)
Ag3	0.0444 (6)	0.0467 (5)	0.0268 (5)	0.0139 (4)	−0.0102 (4)	−0.0036 (4)
C1	0.136 (13)	0.103 (11)	0.142 (14)	0.065 (10)	−0.022 (11)	0.044 (10)
C2	0.063 (8)	0.129 (12)	0.100 (10)	0.033 (8)	−0.021 (7)	0.022 (9)
C3	0.037 (5)	0.069 (6)	0.054 (6)	0.008 (4)	0.002 (4)	0.018 (5)
C4	0.035 (4)	0.031 (4)	0.032 (4)	−0.001 (3)	0.002 (3)	0.001 (3)
C5	0.036 (4)	0.049 (5)	0.031 (4)	0.014 (4)	−0.002 (4)	0.003 (4)
C6	0.046 (4)	0.031 (4)	0.028 (4)	0.012 (3)	−0.005 (3)	−0.005 (3)
C7	0.037 (4)	0.045 (4)	0.030 (4)	0.007 (4)	−0.003 (3)	0.006 (4)
C8	0.073 (7)	0.049 (5)	0.042 (5)	0.013 (5)	−0.011 (5)	0.002 (4)
C9	0.063 (6)	0.070 (7)	0.063 (7)	−0.011 (5)	−0.003 (5)	0.007 (5)
C10	0.076 (7)	0.057 (6)	0.047 (6)	0.027 (5)	0.004 (5)	−0.004 (5)
C11	0.052 (6)	0.145 (12)	0.057 (7)	0.027 (7)	0.015 (5)	0.021 (7)
N1	0.104 (8)	0.068 (6)	0.120 (9)	0.044 (6)	−0.032 (7)	−0.025 (6)
N2	0.063 (5)	0.074 (6)	0.051 (5)	−0.009 (4)	−0.002 (4)	0.001 (4)
N3	0.059 (5)	0.062 (5)	0.041 (4)	0.009 (4)	−0.001 (4)	0.006 (4)
N4	0.042 (4)	0.041 (4)	0.023 (3)	0.014 (3)	−0.009 (3)	−0.001 (3)
N5	0.040 (4)	0.035 (3)	0.028 (3)	0.006 (3)	−0.004 (3)	0.004 (3)
O1	0.080 (4)	0.044 (3)	0.044 (4)	0.022 (3)	−0.008 (3)	−0.004 (3)
O2	0.065 (4)	0.076 (4)	0.028 (3)	0.023 (3)	−0.016 (3)	−0.005 (3)
O3	0.065 (4)	0.054 (3)	0.039 (3)	0.023 (3)	−0.026 (3)	0.011 (3)
O1W	0.060 (4)	0.058 (4)	0.057 (4)	0.018 (3)	−0.019 (3)	0.000 (3)

Geometric parameters (Å, º)

Ag1—N3	2.183 (7)	C6—C10	1.551 (12)
Ag1—N1	2.277 (8)	C6—C8	1.554 (12)
Ag1—N2	2.339 (8)	C7—O3	1.217 (8)
Ag2—N5^i	2.125 (6)	C7—N4	1.373 (9)
Ag2—N5	2.125 (6)	C8—C9	1.519 (13)
Ag3—N4	2.118 (6)	C8—H8A	0.97
Ag3—N4^ii	2.118 (6)	C8—H8B	0.97
C1—N1	1.403 (15)	C9—H9A	0.96
C1—C2	1.451 (13)	C9—H9B	0.96
C1—H1A	0.97	C9—H9C	0.96
C1—H1B	0.97	C10—C11	1.472 (16)
C2—N2	1.449 (14)	C10—H10A	0.97
C2—H2A	0.97	C10—H10B	0.97
C2—H2B	0.97	C11—H11A	0.96
C3—N3	1.461 (11)	C11—H11B	0.96
C3—C3^iii	1.502 (17)	C11—H11C	0.96
C3—H3A	0.97	N1—H1C	0.90
C3—H3B	0.97	N1—H1D	0.90
C4—O1	1.254 (9)	N2—H2C	0.90
C4—N4	1.380 (9)	N2—H2D	0.90
C4—N5	1.394 (9)	N3—H3C	0.90
C5—O2	1.237 (9)	N3—H3D	0.90
C5—N5	1.345 (9)	O1W—H1WA	0.84
C5—C6	1.534 (10)	O1W—H1WB	0.84
C6—C7	1.516 (10)
N3—Ag1—N1	144.5 (3)	C8—C9—H9A	109.5
N3—Ag1—N2	138.8 (3)	C8—C9—H9B	109.5
N1—Ag1—N2	76.7 (3)	H9A—C9—H9B	109.5
N5^i—Ag2—N5	180.000 (1)	C8—C9—H9C	109.5
N4—Ag3—N4^ii	180.000 (2)	H9A—C9—H9C	109.5
N1—C1—C2	114.1 (11)	H9B—C9—H9C	109.5
N1—C1—H1A	108.7	C11—C10—C6	114.6 (8)
C2—C1—H1A	108.7	C11—C10—H10A	108.6
N1—C1—H1B	108.7	C6—C10—H10A	108.6
C2—C1—H1B	108.7	C11—C10—H10B	108.6
H1A—C1—H1B	107.6	C6—C10—H10B	108.6
N2—C2—C1	116.4 (10)	H10A—C10—H10B	107.6
N2—C2—H2A	108.2	C10—C11—H11A	109.5
C1—C2—H2A	108.2	C10—C11—H11B	109.5
N2—C2—H2B	108.2	H11A—C11—H11B	109.5
C1—C2—H2B	108.2	C10—C11—H11C	109.5
H2A—C2—H2B	107.3	H11A—C11—H11C	109.5
N3—C3—C3^iii	111.6 (9)	H11B—C11—H11C	109.5
N3—C3—H3A	109.3	C1—N1—Ag1	107.2 (8)
C3^iii—C3—H3A	109.3	C1—N1—H1C	110.3
N3—C3—H3B	109.3	Ag1—N1—H1C	110.3
C3^iii—C3—H3B	109.3	C1—N1—H1D	110.3
H3A—C3—H3B	108.0	Ag1—N1—H1D	110.3
O1—C4—N4	117.1 (7)	H1C—N1—H1D	108.5
O1—C4—N5	119.2 (7)	C2—N2—Ag1	107.2 (6)
N4—C4—N5	123.7 (6)	C2—N2—H2C	110.3
O2—C5—N5	121.0 (7)	Ag1—N2—H2C	110.3
O2—C5—C6	118.1 (7)	C2—N2—H2D	110.3
N5—C5—C6	120.9 (6)	Ag1—N2—H2D	110.3
C7—C6—C5	114.3 (6)	H2C—N2—H2D	108.5
C7—C6—C10	109.3 (7)	C3—N3—Ag1	114.6 (5)
C5—C6—C10	107.3 (6)	C3—N3—H3C	108.6
C7—C6—C8	108.7 (6)	Ag1—N3—H3C	108.6
C5—C6—C8	106.7 (6)	C3—N3—H3D	108.6
C10—C6—C8	110.5 (6)	Ag1—N3—H3D	108.6
O3—C7—N4	120.1 (7)	H3C—N3—H3D	107.6
O3—C7—C6	120.1 (7)	C7—N4—C4	120.8 (6)
N4—C7—C6	119.8 (6)	C7—N4—Ag3	115.4 (5)
C9—C8—C6	114.3 (7)	C4—N4—Ag3	123.8 (5)
C9—C8—H8A	108.7	C5—N5—C4	120.1 (6)
C6—C8—H8A	108.7	C5—N5—Ag2	119.0 (5)
C9—C8—H8B	108.7	C4—N5—Ag2	120.9 (5)
C6—C8—H8B	108.7	H1WA—O1W—H1WB	107.9
H8A—C8—H8B	107.6
N1—C1—C2—N2	47.6 (19)	C1—C2—N2—Ag1	−21.3 (15)
O2—C5—C6—C7	178.3 (7)	N3—Ag1—N2—C2	−180.0 (7)
N5—C5—C6—C7	−2.9 (11)	N1—Ag1—N2—C2	−2.2 (8)
O2—C5—C6—C10	56.9 (9)	C3^iii—C3—N3—Ag1	−54.0 (11)
N5—C5—C6—C10	−124.2 (8)	N1—Ag1—N3—C3	−112.8 (8)
O2—C5—C6—C8	−61.5 (9)	N2—Ag1—N3—C3	63.4 (7)
N5—C5—C6—C8	117.4 (8)	O3—C7—N4—C4	−177.0 (7)
C5—C6—C7—O3	178.6 (7)	C6—C7—N4—C4	4.4 (11)
C10—C6—C7—O3	−61.2 (10)	O3—C7—N4—Ag3	1.8 (10)
C8—C6—C7—O3	59.5 (10)	C6—C7—N4—Ag3	−176.9 (5)
C5—C6—C7—N4	−2.8 (10)	O1—C4—N4—C7	178.9 (7)
C10—C6—C7—N4	117.5 (8)	N5—C4—N4—C7	−0.4 (11)
C8—C6—C7—N4	−121.9 (8)	O1—C4—N4—Ag3	0.2 (10)
C7—C6—C8—C9	65.6 (9)	N5—C4—N4—Ag3	−179.0 (5)
C5—C6—C8—C9	−58.1 (9)	O2—C5—N5—C4	−174.3 (7)
C10—C6—C8—C9	−174.4 (7)	C6—C5—N5—C4	6.9 (11)
C7—C6—C10—C11	−61.2 (10)	O2—C5—N5—Ag2	9.5 (10)
C5—C6—C10—C11	63.2 (10)	C6—C5—N5—Ag2	−169.2 (5)
C8—C6—C10—C11	179.2 (8)	O1—C4—N5—C5	175.3 (7)
C2—C1—N1—Ag1	−45.7 (15)	N4—C4—N5—C5	−5.5 (11)
N3—Ag1—N1—C1	−157.8 (8)	O1—C4—N5—Ag2	−8.7 (10)
N2—Ag1—N1—C1	24.8 (9)	N4—C4—N5—Ag2	170.5 (5)

Symmetry codes: (i) −x, −y+2, −z; (ii) −x+1, −y+2, −z+1; (iii) −x, −y+2, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1C···O1W	0.90	2.48	3.168 (11)	134
N2—H2C···O1^ii	0.90	2.57	3.311 (10)	141
N2—H2D···O2^iv	0.90	2.20	3.082 (10)	165
N3—H3C···O3^v	0.90	2.32	3.021 (9)	135
N3—H3D···O1^iii	0.90	2.15	3.012 (10)	161
O1W—H1WA···O2^vi	0.84	1.94	2.785 (8)	176
O1W—H1WB···O1^vii	0.84	2.11	2.825 (8)	143

Symmetry codes: (ii) −x+1, −y+2, −z+1; (iii) −x, −y+2, −z+1; (iv) x, y, z+1; (v) x−1, y, z; (vi) −x, −y+1, −z; (vii) x, y−1, z.