Diamminesilver(I) picrate

In the title compound, [Ag(NH₃)₂](C₆H₂N₃O₇), the Ag^I ion is bicoordinated in a linear configuration by two N atoms from two inversion-related ammine ligands. In the crystal structure, the picrate anions, with twofold rotation symmetry, are linked to the diamminesilver(I) cations through intermolecular N—H...O hydrogen bonds, forming two-dimensional layers parallel to the ac plane.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.027
• wR factor = 0.072
• Data-to-parameter ratio = 9.4

checkCIF/PLATON results

No syntax errors found





Alert level B
PLAT241_ALERT_2_B Check High   U(eq) as Compared to Neighbors  for        O2'

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.98
PLAT088_ALERT_3_C Poor Data / Parameter Ratio ....................       9.44
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors  for        O3'
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors  for         N1
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.12
PLAT301_ALERT_3_C Main Residue  Disorder .........................      20.00 Perc.

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 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

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Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.

Diamminesilver(I) picrate

Crystal data

[Ag(NH3)2](C6H2N3O7)	F(000) = 728
Mr = 370.04	Dx = 2.103 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2263 reflections
a = 10.046 (5) Å	θ = 3.0–26.4°
b = 21.735 (10) Å	µ = 1.77 mm^−1
c = 7.189 (3) Å	T = 298 K
β = 131.879 (4)°	Block, colourless
V = 1168.7 (9) Å^3	0.34 × 0.31 × 0.17 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	1038 independent reflections
Radiation source: fine-focus sealed tube	892 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.029
ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→11
Tmin = 0.585, Tmax = 0.753	k = −25→19
3050 measured reflections	l = −8→8

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)] = 0.027	H-atom parameters constrained
wR(F^2) = 0.072	w = 1/[σ^2(Fo^2) + (0.0435P)^2 + 0.3947P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max < 0.001
1038 reflections	Δρmax = 0.30 e Å^−3
110 parameters	Δρmin = −0.88 e Å^−3
2 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.058 (2)

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	Occ. (<1)
Ag1	0.5000	0.5000	0.5000	0.0515 (2)
N1	0.1569 (3)	0.65349 (10)	0.0881 (4)	0.0536 (6)
N2	0.0000	0.84349 (14)	0.2500	0.0617 (9)
N3	0.7708 (3)	0.52141 (11)	0.6996 (4)	0.0492 (5)
H1	0.8183	0.5392	0.8439	0.080*
H2	0.7776	0.5470	0.6097	0.080*
H3	0.8304	0.4870	0.7294	0.080*
O1	0.0000	0.58742 (10)	0.2500	0.0511 (7)
O2	0.1160 (10)	0.6018 (3)	0.0165 (14)	0.0604 (17)	0.50
O3	0.2796 (8)	0.6810 (3)	0.1254 (12)	0.0840 (18)	0.50
O2'	0.1981 (11)	0.5997 (3)	0.1238 (17)	0.091 (3)	0.50
O3'	0.1640 (11)	0.6841 (2)	−0.0515 (12)	0.0882 (18)	0.50
O4	−0.0854 (4)	0.86995 (10)	0.2891 (6)	0.0965 (9)
C1	0.0000	0.64472 (14)	0.2500	0.0366 (7)
C2	0.0738 (3)	0.68265 (10)	0.1713 (4)	0.0389 (5)
C3	0.0746 (3)	0.74556 (11)	0.1717 (4)	0.0433 (6)
H3A	0.1248	0.7671	0.1198	0.080*
C4	0.0000	0.77673 (14)	0.2500	0.0420 (8)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0480 (3)	0.0423 (3)	0.0681 (3)	0.00044 (10)	0.0404 (2)	0.00279 (11)
N1	0.0690 (16)	0.0461 (13)	0.0715 (14)	−0.0071 (12)	0.0575 (14)	−0.0075 (12)
N2	0.065 (2)	0.0299 (17)	0.075 (2)	0.000	0.041 (2)	0.000
N3	0.0530 (14)	0.0399 (12)	0.0636 (13)	−0.0004 (11)	0.0425 (12)	−0.0010 (11)
O1	0.0652 (17)	0.0268 (12)	0.0805 (18)	0.000	0.0566 (16)	0.000
O2	0.084 (5)	0.039 (3)	0.094 (5)	0.001 (2)	0.074 (4)	−0.011 (3)
O3	0.085 (4)	0.088 (4)	0.127 (5)	−0.032 (3)	0.090 (4)	−0.031 (4)
O2'	0.135 (9)	0.070 (4)	0.135 (8)	0.057 (5)	0.117 (7)	0.046 (5)
O3'	0.153 (6)	0.059 (3)	0.132 (5)	−0.019 (4)	0.127 (5)	−0.009 (4)
O4	0.121 (2)	0.0375 (12)	0.154 (2)	0.0082 (13)	0.101 (2)	−0.0100 (14)
C1	0.0384 (18)	0.0305 (16)	0.0414 (16)	0.000	0.0269 (15)	0.000
C2	0.0435 (13)	0.0327 (12)	0.0469 (12)	−0.0014 (10)	0.0328 (11)	−0.0019 (10)
C3	0.0469 (14)	0.0340 (12)	0.0486 (12)	−0.0059 (10)	0.0317 (11)	0.0013 (10)
C4	0.047 (2)	0.0226 (15)	0.0484 (17)	0.000	0.0285 (16)	0.000

Geometric parameters (Å, º)

Ag1—N3^i	2.113 (2)	N3—H1	0.89
Ag1—N3	2.113 (3)	N3—H2	0.89
N1—O2	1.190 (7)	N3—H3	0.89
N1—O2'	1.209 (5)	O1—C1	1.246 (4)
N1—O3	1.227 (5)	C1—C2^ii	1.452 (3)
N1—O3'	1.244 (4)	C1—C2	1.452 (3)
N1—C2	1.457 (3)	C2—C3	1.367 (3)
N2—O4^ii	1.212 (3)	C3—C4	1.378 (3)
N2—O4	1.212 (3)	C3—H3A	0.93
N2—C4	1.451 (4)	C4—C3^ii	1.378 (3)
N3^i—Ag1—N3	180.0	H1—N3—H3	109.5
O2—N1—O3	124.1 (5)	H2—N3—H3	109.5
O2'—N1—O3'	119.4 (6)	O1—C1—C2^ii	124.59 (13)
O2—N1—C2	117.5 (5)	O1—C1—C2	124.59 (13)
O2'—N1—C2	122.8 (5)	C2^ii—C1—C2	110.8 (3)
O3—N1—C2	117.7 (3)	C3—C2—C1	124.8 (2)
O3'—N1—C2	117.1 (3)	C3—C2—N1	115.59 (19)
O4^ii—N2—O4	123.3 (3)	C1—C2—N1	119.6 (2)
O4^ii—N2—C4	118.33 (17)	C2—C3—C4	119.3 (2)
O4—N2—C4	118.33 (17)	C2—C3—H3A	120.4
Ag1—N3—H1	109.5	C4—C3—H3A	120.4
Ag1—N3—H2	109.5	C3—C4—C3^ii	121.1 (3)
H1—N3—H2	109.5	C3—C4—N2	119.44 (15)
Ag1—N3—H3	109.5	C3^ii—C4—N2	119.44 (15)
O1—C1—C2—C3	−179.78 (17)	O3—N1—C2—C1	−149.1 (4)
C2^ii—C1—C2—C3	0.22 (17)	O3'—N1—C2—C1	156.7 (4)
O1—C1—C2—N1	−0.8 (2)	C1—C2—C3—C4	−0.4 (3)
C2^ii—C1—C2—N1	179.2 (2)	N1—C2—C3—C4	−179.41 (19)
O2—N1—C2—C3	−158.9 (5)	C2—C3—C4—C3^ii	0.20 (16)
O2'—N1—C2—C3	164.9 (5)	C2—C3—C4—N2	−179.80 (16)
O3—N1—C2—C3	29.9 (5)	O4^ii—N2—C4—C3	−9.1 (2)
O3'—N1—C2—C3	−24.2 (5)	O4—N2—C4—C3	170.9 (2)
O2—N1—C2—C1	22.1 (5)	O4^ii—N2—C4—C3^ii	170.9 (2)
O2'—N1—C2—C1	−14.2 (6)	O4—N2—C4—C3^ii	−9.1 (2)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H1···O1^iii	0.89	2.42	3.294 (3)	169
N3—H2···O2^iv	0.89	2.16	3.019 (8)	162
N3—H2···O2′^iv	0.89	2.18	3.061 (8)	173
N3—H3···O1^i	0.89	2.28	3.149 (3)	165
N3—H3···O2^i	0.89	2.46	3.087 (7)	128
N3—H3···O2′^i	0.89	2.27	2.848 (7)	122

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