Bis[μ-N-(1,3,4-thia­diazol-2-yl)pyridine-3-carboxamide-κ²N¹,N³]disilver(I) bis­(perchlorate)

In the title compound, [Ag₂(C₈H₆N₄OS)₂](ClO₄)₂, each Ag^I center in the centrosymmetric dinuclear complex cation is coordinated by one pyridine N and a thia­diazole N atom of two inversion-related N-(1,3,4-thia­diazol-2-yl)pyridine-3-carboxamide ligands in an almost linear geometry [Ag—N = 2.187 (3) and 2.172 (3) Å, and N—Ag—N = 171.8 (1)°]. Weak Ag...Ag and Ag–perchlorate inter­actions, together with π–π stacking inter­actions, link the complex cations along the a axis to form a ribbon.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.030
• wR factor = 0.071
• Data-to-parameter ratio = 13.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.69
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000)         300 Deg.
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        Cl1
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.52
PLAT322_ALERT_2_C Check Hybridisation of  S1     in Main Residue .          ?
PLAT430_ALERT_2_C Short Inter D...A Contact  O2     ..  O2      ..       2.88 Ang.

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.685
            Tmax scaled      0.685 Tmin scaled      0.656
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

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

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

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Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003).

Bis[µ-N-(1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide- κ²N¹,N³]disilver(I) bis(perchlorate)

Crystal data

[Ag2(C8H6N4OS)2](ClO4)2	Z = 1
Mr = 827.10	F(000) = 404
Triclinic, P1	Dx = 2.290 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.7234 (14) Å	Cell parameters from 1705 reflections
b = 7.9089 (15) Å	θ = 2.7–26.4°
c = 10.4790 (19) Å	µ = 2.10 mm^−1
α = 85.374 (3)°	T = 293 K
β = 74.614 (3)°	Block, colourless
γ = 76.403 (3)°	0.20 × 0.20 × 0.18 mm
V = 599.74 (19) Å^3

Data collection

Bruker SMART 1000 CCD area-detector diffractometer	2415 independent reflections
Radiation source: fine-focus sealed tube	1994 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
φ and ω scans	θmax = 26.4°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 1998)	h = −6→9
Tmin = 0.958, Tmax = 1.000	k = −7→9
3416 measured reflections	l = −12→13

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.071	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0333P)^2 + 0.122P] where P = (Fo^2 + 2Fc^2)/3
2415 reflections	(Δ/σ)max = 0.001
181 parameters	Δρmax = 0.62 e Å^−3
0 restraints	Δρmin = −0.41 e Å^−3

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	0.13338 (4)	0.59636 (4)	0.37998 (3)	0.03732 (12)
S1	0.56064 (13)	0.73872 (14)	1.00028 (9)	0.0382 (2)
Cl1	0.37339 (11)	0.25690 (11)	0.63588 (8)	0.0288 (2)
O1	0.2471 (4)	0.8723 (4)	0.9316 (3)	0.0557 (9)
O2	0.4601 (5)	0.0779 (4)	0.6270 (4)	0.0704 (10)
O3	0.1884 (4)	0.2796 (5)	0.7118 (3)	0.0683 (10)
O4	0.4727 (4)	0.3454 (4)	0.6950 (3)	0.0555 (8)
O5	0.3712 (4)	0.3317 (4)	0.5063 (3)	0.0506 (8)
N1	0.0564 (4)	0.7500 (4)	0.5590 (3)	0.0286 (7)
N2	0.4578 (4)	0.7023 (4)	0.7762 (3)	0.0288 (7)
H2B	0.4837	0.6614	0.6981	0.035*
N3	0.7500 (4)	0.5535 (4)	0.7996 (3)	0.0302 (7)
N4	0.8605 (4)	0.5313 (5)	0.8869 (3)	0.0405 (8)
C1	0.1812 (4)	0.7319 (5)	0.6311 (3)	0.0282 (8)
H1A	0.2919	0.6508	0.6047	0.034*
C2	−0.1032 (5)	0.8660 (5)	0.6004 (3)	0.0301 (8)
H2A	−0.1914	0.8796	0.5525	0.036*
C3	−0.1425 (5)	0.9654 (5)	0.7099 (4)	0.0347 (9)
H3A	−0.2549	1.0447	0.7346	0.042*
C4	−0.0155 (5)	0.9480 (5)	0.7831 (4)	0.0330 (8)
H4A	−0.0407	1.0142	0.8580	0.040*
C5	0.1522 (4)	0.8284 (5)	0.7423 (3)	0.0257 (7)
C6	0.2863 (5)	0.8067 (5)	0.8250 (3)	0.0299 (8)
C7	0.5890 (4)	0.6604 (4)	0.8462 (3)	0.0252 (7)
C8	0.7797 (5)	0.6177 (6)	0.9927 (4)	0.0438 (10)
H8B	0.8360	0.6152	1.0612	0.053*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.03823 (18)	0.0454 (2)	0.02819 (17)	−0.00145 (13)	−0.01080 (12)	−0.01508 (12)
S1	0.0341 (5)	0.0548 (6)	0.0233 (5)	0.0052 (4)	−0.0116 (4)	−0.0166 (4)
Cl1	0.0277 (4)	0.0342 (5)	0.0253 (4)	−0.0034 (4)	−0.0094 (3)	−0.0067 (4)
O1	0.0409 (16)	0.084 (2)	0.0349 (16)	0.0198 (15)	−0.0173 (13)	−0.0355 (15)
O2	0.081 (2)	0.0370 (18)	0.093 (3)	0.0087 (17)	−0.036 (2)	−0.0169 (17)
O3	0.0372 (17)	0.115 (3)	0.0460 (19)	−0.0143 (18)	−0.0022 (14)	0.0004 (19)
O4	0.074 (2)	0.0558 (19)	0.0558 (19)	−0.0220 (16)	−0.0415 (17)	−0.0068 (15)
O5	0.0551 (18)	0.073 (2)	0.0261 (14)	−0.0142 (16)	−0.0155 (13)	0.0040 (14)
N1	0.0244 (15)	0.0344 (17)	0.0285 (16)	−0.0048 (13)	−0.0094 (12)	−0.0060 (13)
N2	0.0249 (14)	0.0407 (18)	0.0208 (14)	0.0001 (13)	−0.0089 (11)	−0.0120 (13)
N3	0.0226 (14)	0.0425 (18)	0.0264 (15)	−0.0009 (13)	−0.0107 (12)	−0.0092 (13)
N4	0.0285 (16)	0.062 (2)	0.0305 (17)	0.0064 (15)	−0.0180 (13)	−0.0121 (16)
C1	0.0246 (17)	0.031 (2)	0.0268 (18)	−0.0017 (15)	−0.0049 (14)	−0.0053 (15)
C2	0.0249 (18)	0.036 (2)	0.032 (2)	−0.0062 (15)	−0.0123 (15)	−0.0029 (16)
C3	0.0197 (17)	0.040 (2)	0.040 (2)	0.0051 (15)	−0.0079 (15)	−0.0073 (17)
C4	0.0330 (19)	0.037 (2)	0.0274 (19)	−0.0009 (16)	−0.0090 (15)	−0.0100 (16)
C5	0.0240 (17)	0.0327 (19)	0.0217 (17)	−0.0062 (14)	−0.0075 (13)	−0.0024 (14)
C6	0.0296 (18)	0.038 (2)	0.0208 (18)	−0.0011 (16)	−0.0083 (14)	−0.0058 (15)
C7	0.0289 (17)	0.0310 (19)	0.0173 (16)	−0.0071 (15)	−0.0074 (13)	−0.0032 (14)
C8	0.035 (2)	0.066 (3)	0.032 (2)	0.0034 (19)	−0.0202 (17)	−0.0152 (19)

Geometric parameters (Å, º)

Ag1—N1	2.187 (3)	N3—C7	1.323 (4)
Ag1—N3^i	2.172 (3)	N3—N4	1.384 (4)
Ag1—Ag1^ii	3.3170 (7)	N3—Ag1^i	2.172 (3)
O1—C6	1.204 (4)	N4—C8	1.280 (5)
N2—C6	1.376 (4)	C1—C5	1.384 (5)
N2—C7	1.368 (4)	C1—H1A	0.93
S1—C7	1.717 (3)	C2—C3	1.369 (5)
S1—C8	1.722 (4)	C2—H2A	0.93
Cl1—O2	1.415 (3)	C3—C4	1.374 (5)
Cl1—O3	1.416 (3)	C3—H3A	0.93
Cl1—O4	1.427 (3)	C4—C5	1.396 (5)
Cl1—O5	1.439 (3)	C4—H4A	0.93
N1—C2	1.341 (4)	C5—C6	1.490 (4)
N1—C1	1.350 (4)	C8—H8B	0.93
N2—H2B	0.86
N3^i—Ag1—N1	171.8 (1)	C5—C1—H1A	118.4
N3^i—Ag1—Ag1^ii	113.83 (8)	N1—C2—C3	123.1 (3)
N1—Ag1—Ag1^ii	71.44 (8)	N1—C2—H2A	118.5
C7—S1—C8	86.22 (17)	C3—C2—H2A	118.5
O2—Cl1—O3	110.4 (2)	C2—C3—C4	119.9 (3)
O2—Cl1—O4	109.20 (19)	C2—C3—H3A	120.0
O3—Cl1—O4	110.2 (2)	C4—C3—H3A	120.0
O2—Cl1—O5	110.5 (2)	C3—C4—C5	118.3 (3)
O3—Cl1—O5	107.71 (18)	C3—C4—H4A	120.8
O4—Cl1—O5	108.82 (18)	C5—C4—H4A	120.8
C2—N1—C1	117.2 (3)	C1—C5—C4	118.3 (3)
C2—N1—Ag1	125.0 (2)	C1—C5—C6	123.8 (3)
C1—N1—Ag1	117.8 (2)	C4—C5—C6	117.8 (3)
C7—N2—C6	123.0 (3)	O1—C6—N2	120.6 (3)
C7—N2—H2B	118.5	O1—C6—C5	122.4 (3)
C6—N2—H2B	118.5	N2—C6—C5	117.0 (3)
C7—N3—N4	111.7 (3)	N3—C7—N2	121.9 (3)
C7—N3—Ag1^i	132.9 (2)	N3—C7—S1	114.3 (2)
N4—N3—Ag1^i	115.4 (2)	N2—C7—S1	123.8 (2)
C8—N4—N3	111.8 (3)	N4—C8—S1	116.0 (3)
N1—C1—C5	123.2 (3)	N4—C8—H8B	122.0
N1—C1—H1A	118.4	S1—C8—H8B	122.0
Ag1^ii—Ag1—N1—C1	100.8 (2)	C1—C5—C6—O1	−168.4 (4)
C7—N3—N4—C8	0.8 (5)	C4—C5—C6—O1	8.8 (6)
Ag1^i—N3—N4—C8	−177.2 (3)	C1—C5—C6—N2	9.4 (5)
C2—N1—C1—C5	−1.0 (5)	C4—C5—C6—N2	−173.4 (3)
Ag1—N1—C1—C5	176.6 (3)	N4—N3—C7—N2	179.6 (3)
C1—N1—C2—C3	0.6 (5)	Ag1^i—N3—C7—N2	−2.8 (5)
Ag1—N1—C2—C3	−176.9 (3)	N4—N3—C7—S1	−0.8 (4)
N1—C2—C3—C4	−0.3 (6)	Ag1^i—N3—C7—S1	176.82 (18)
C2—C3—C4—C5	0.4 (6)	C6—N2—C7—N3	177.0 (3)
N1—C1—C5—C4	1.1 (5)	C6—N2—C7—S1	−2.6 (5)
N1—C1—C5—C6	178.3 (3)	C8—S1—C7—N3	0.4 (3)
C3—C4—C5—C1	−0.8 (5)	C8—S1—C7—N2	180.0 (3)
C3—C4—C5—C6	−178.1 (3)	N3—N4—C8—S1	−0.6 (5)
C7—N2—C6—O1	3.0 (6)	C7—S1—C8—N4	0.1 (4)
C7—N2—C6—C5	−174.8 (3)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2B···O5^i	0.86	2.14	2.910 (4)	149
N2—H2B···O4	0.86	2.52	2.981 (4)	114

Symmetry code: (i) −x+1, −y+1, −z+1.