Bis{2-[(pyridin-4-yl-κN)sulfan-yl]pyrazine}-silver(I) tetra-fluoridoborate.

In the title mononuclear complex, [Ag(C(9)H(7)N(3)S)(2)]BF(4), the Ag(I) ion adopts a virtually linear coordination geometry [N-Ag-N = 178.06 (11)°] with the two ligands bound to the metal atom via the pyridine N atoms. The metal-coordinated pyridine rings are almost coplanar, making a dihedral angle of 1.5 (2)°, while the two pendent pyrazine rings are arranged on the same side of the N-Ag-N line. Along the a axis, the mononuclear coordination units are stacked with π-π inter-actions between the pyridine rings [centroid-centroid distance = 3.569 (4) Å], leading to infinite chains. The chains are inter-connected through inter-molecular N(pyrazine)⋯π(pyrazine) inter-actions forming layers parallel to the ab plane [N⋯centroid = 3.268 (5) Å]. These layers are further stacked along the c-axis direction, furnishing a three-dimensional supra-molecular framework with the tetra-fluoridoborate anions embedded within the inter-stices.

Related literature

For metal complexes with chalcogenobispyridines and derivates, see: Baradello et al. (2004 ▶); Dunne et al. (1997 ▶). For the crystal structures of di-2-pyridyl sulfide and its N-positional isomer complexes, see: Jung et al. (2001 ▶, 2003 ▶). For the N(pyrazin­yl)⋯centroid(pyrazin­yl) distance in {[Ni(L)(NO3)2]}∞ (L = bis­(2-pyrazylmeth­yl)sulfide), see: Black et al. (2007 ▶); For van der Waals radii, see: Bondi (1964 ▶) and for the half thickness of phenyl rings, see: Malone et al. (1997 ▶).

Experimental

Crystal data

[Ag(C9H7N3S)2]BF4

M = 573.15

Monoclinic,

a = 7.2232 (2) Å

b = 16.4826 (3) Å

c = 17.6098 (4) Å

β = 91.666 (1)°

V = 2095.69 (8) Å3

Z = 4

Mo Kα radiation

μ = 1.22 mm−1

T = 296 K

0.40 × 0.30 × 0.20 mm

Data collection

Bruker SMART APEXII CCD area-detector’ diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2007 ▶) T min = 0.616, T max = 0.746

14794 measured reflections

3597 independent reflections

3215 reflections with I > 2σ(I)

R int = 0.028

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.116

S = 1.11

3597 reflections

289 parameters

H-atom parameters constrained

Δρmax = 0.40 e Å−3

Δρmin = −0.62 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811051270/zq2141sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811051270/zq2141Isup2.hkl

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

[Ag(C9H7N3S)2]BF4	Z = 4
Mr = 573.15	F(000) = 1136
Monoclinic, P21/n	Dx = 1.817 Mg m−3
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 7.2232 (2) Å	µ = 1.22 mm−1
b = 16.4826 (3) Å	T = 296 K
c = 17.6098 (4) Å	Block, yellow
β = 91.666 (1)°	0.40 × 0.30 × 0.20 mm
V = 2095.69 (8) Å3

'Bruker SMART APEXII CCD area-detector' diffractometer	3597 independent reflections
Radiation source: fine-focus sealed tube	3215 reflections with I > 2σ(I)
graphite	Rint = 0.028
ω scans	θmax = 25.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −8→8
Tmin = 0.616, Tmax = 0.746	k = −19→19
14794 measured reflections	l = −20→20

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.116	H-atom parameters constrained
S = 1.11	w = 1/[σ2(Fo2) + (0.0584P)2 + 2.8465P] P = (Fo2 + 2Fc2)/3
3597 reflections	(Δ/σ)max = 0.001
289 parameters	Δρmax = 0.40 e Å−3
0 restraints	Δρmin = −0.62 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.

	x	y	z	Uiso*/Ueq
Ag1	0.49553 (4)	0.746244 (18)	0.040102 (19)	0.04882 (15)
S1	1.31192 (14)	0.55322 (8)	0.04143 (6)	0.0556 (3)
S2	−0.31897 (14)	0.94030 (8)	0.04687 (6)	0.0554 (3)
N1	1.3844 (4)	0.62555 (19)	0.1758 (2)	0.0456 (8)
N2	1.5853 (5)	0.4934 (2)	0.2314 (2)	0.0557 (9)
N3	0.7552 (4)	0.68164 (18)	0.04124 (17)	0.0392 (7)
N4	0.2344 (4)	0.81040 (18)	0.04305 (18)	0.0409 (7)
N5	−0.3990 (4)	0.85798 (19)	0.1733 (2)	0.0459 (8)
N6	−0.5935 (5)	0.9876 (2)	0.2337 (2)	0.0582 (10)
C1	1.4578 (6)	0.6243 (3)	0.2450 (3)	0.0532 (10)
H1A	1.4393	0.6685	0.2767	0.064*
C2	1.5609 (6)	0.5599 (3)	0.2723 (3)	0.0576 (11)
H2A	1.6150	0.5630	0.3208	0.069*
C3	1.5056 (6)	0.4919 (2)	0.1643 (2)	0.0482 (9)
H3A	1.5164	0.4456	0.1346	0.058*
C4	1.4040 (5)	0.5577 (2)	0.1353 (2)	0.0387 (8)
C5	1.0957 (5)	0.6030 (2)	0.0462 (2)	0.0378 (8)
C6	1.0216 (6)	0.6326 (3)	−0.0213 (2)	0.0499 (10)
H6A	1.0862	0.6276	−0.0660	0.060*
C7	0.8514 (6)	0.6697 (3)	−0.0217 (2)	0.0487 (10)
H7A	0.8005	0.6874	−0.0679	0.058*
C8	0.8306 (5)	0.6540 (3)	0.1058 (2)	0.0458 (9)
H8A	0.7667	0.6626	0.1502	0.055*
C9	0.9972 (5)	0.6135 (3)	0.1114 (2)	0.0479 (10)
H9A	1.0421	0.5938	0.1579	0.057*
C10	0.1515 (6)	0.8409 (3)	−0.0177 (3)	0.0569 (11)
H10A	0.2110	0.8369	−0.0637	0.068*
C11	−0.0205 (6)	0.8788 (3)	−0.0173 (2)	0.0546 (11)
H11A	−0.0779	0.8967	−0.0622	0.066*
C12	−0.1045 (5)	0.8893 (2)	0.0520 (2)	0.0398 (8)
C13	−0.0160 (5)	0.8602 (3)	0.1160 (2)	0.0472 (9)
H13A	−0.0676	0.8671	0.1634	0.057*
C14	0.1513 (5)	0.8204 (3)	0.1094 (2)	0.0462 (9)
H14A	0.2089	0.7997	0.1532	0.055*
C15	−0.4147 (5)	0.9284 (2)	0.1376 (2)	0.0373 (8)
C16	−0.4753 (6)	0.8546 (3)	0.2415 (3)	0.0560 (11)
H16A	−0.4609	0.8077	0.2703	0.067*
C17	−0.5735 (6)	0.9177 (3)	0.2701 (3)	0.0580 (11)
H17A	−0.6283	0.9115	0.3169	0.070*
C18	−0.5097 (6)	0.9934 (2)	0.1678 (2)	0.0457 (9)
H18A	−0.5148	1.0422	0.1412	0.055*
B1	0.4920 (7)	0.7584 (3)	−0.1658 (3)	0.0479 (11)
F1	0.5771 (6)	0.8120 (2)	−0.1155 (2)	0.0970 (11)
F2	0.4070 (6)	0.7015 (2)	−0.1210 (2)	0.0977 (11)
F3	0.3676 (6)	0.7987 (3)	−0.2082 (3)	0.1304 (16)
F4	0.6212 (6)	0.7205 (3)	−0.2054 (3)	0.1233 (15)

	U11	U22	U33	U12	U13	U23
Ag1	0.0314 (2)	0.0524 (2)	0.0627 (2)	0.01446 (12)	0.00139 (14)	−0.00343 (13)
S1	0.0364 (5)	0.0807 (8)	0.0494 (6)	0.0263 (5)	−0.0019 (4)	−0.0044 (5)
S2	0.0389 (5)	0.0792 (8)	0.0483 (6)	0.0271 (5)	0.0076 (4)	0.0090 (5)
N1	0.0355 (17)	0.0401 (17)	0.061 (2)	0.0034 (13)	0.0009 (15)	0.0044 (15)
N2	0.053 (2)	0.057 (2)	0.056 (2)	0.0147 (17)	−0.0056 (17)	0.0105 (17)
N3	0.0299 (15)	0.0427 (17)	0.0450 (17)	0.0059 (12)	−0.0009 (13)	−0.0034 (13)
N4	0.0309 (15)	0.0422 (17)	0.0496 (18)	0.0059 (12)	0.0039 (13)	0.0010 (13)
N5	0.0373 (17)	0.0398 (17)	0.061 (2)	0.0029 (13)	0.0068 (15)	−0.0034 (15)
N6	0.057 (2)	0.061 (2)	0.057 (2)	0.0122 (17)	0.0154 (18)	−0.0127 (18)
C1	0.045 (2)	0.050 (2)	0.064 (3)	0.0002 (18)	0.001 (2)	−0.0068 (19)
C2	0.048 (2)	0.071 (3)	0.054 (3)	0.004 (2)	−0.0018 (19)	0.004 (2)
C3	0.046 (2)	0.042 (2)	0.057 (2)	0.0077 (17)	0.0040 (18)	0.0045 (18)
C4	0.0239 (16)	0.042 (2)	0.051 (2)	0.0038 (14)	0.0030 (15)	0.0082 (16)
C5	0.0277 (17)	0.0403 (19)	0.045 (2)	0.0046 (14)	−0.0009 (14)	−0.0010 (15)
C6	0.042 (2)	0.068 (3)	0.040 (2)	0.0146 (19)	0.0011 (16)	−0.0026 (18)
C7	0.040 (2)	0.065 (3)	0.041 (2)	0.0171 (18)	−0.0053 (16)	0.0010 (18)
C8	0.0258 (17)	0.067 (3)	0.045 (2)	0.0037 (17)	0.0081 (15)	0.0042 (18)
C9	0.0332 (19)	0.067 (3)	0.044 (2)	0.0065 (17)	0.0023 (16)	0.0182 (18)
C10	0.052 (2)	0.066 (3)	0.054 (2)	0.023 (2)	0.023 (2)	0.010 (2)
C11	0.051 (2)	0.072 (3)	0.041 (2)	0.026 (2)	0.0096 (18)	0.015 (2)
C12	0.0314 (18)	0.0379 (19)	0.050 (2)	0.0032 (14)	0.0055 (15)	−0.0012 (15)
C13	0.0333 (19)	0.067 (3)	0.041 (2)	0.0074 (18)	0.0025 (15)	−0.0054 (18)
C14	0.0289 (18)	0.064 (2)	0.046 (2)	0.0058 (17)	−0.0004 (15)	−0.0009 (18)
C15	0.0248 (16)	0.0421 (19)	0.0450 (19)	0.0033 (14)	0.0010 (14)	−0.0050 (15)
C16	0.048 (2)	0.053 (3)	0.067 (3)	−0.0004 (19)	0.008 (2)	0.014 (2)
C17	0.052 (3)	0.075 (3)	0.048 (2)	0.009 (2)	0.0100 (19)	0.002 (2)
C18	0.042 (2)	0.042 (2)	0.054 (2)	0.0072 (16)	0.0028 (17)	−0.0039 (17)
B1	0.055 (3)	0.053 (3)	0.036 (2)	0.010 (2)	0.002 (2)	−0.0037 (18)
F1	0.132 (3)	0.073 (2)	0.085 (2)	−0.0111 (19)	−0.030 (2)	−0.0048 (16)
F2	0.129 (3)	0.073 (2)	0.093 (2)	−0.013 (2)	0.034 (2)	0.0027 (17)
F3	0.127 (4)	0.134 (4)	0.127 (4)	0.035 (3)	−0.057 (3)	0.029 (3)
F4	0.124 (3)	0.130 (3)	0.119 (3)	0.032 (3)	0.061 (3)	−0.021 (3)

Ag1—N3	2.156 (3)	C5—C9	1.380 (5)
Ag1—N4	2.165 (3)	C6—C7	1.373 (6)
S1—C4	1.765 (4)	C6—H6A	0.9300
S1—C5	1.768 (3)	C7—H7A	0.9300
S2—C12	1.763 (4)	C8—C9	1.378 (5)
S2—C15	1.770 (4)	C8—H8A	0.9300
N1—C1	1.315 (6)	C9—H9A	0.9300
N1—C4	1.337 (5)	C10—C11	1.391 (6)
N2—C3	1.300 (6)	C10—H10A	0.9300
N2—C2	1.326 (6)	C11—C12	1.389 (5)
N3—C8	1.327 (5)	C11—H11A	0.9300
N3—C7	1.340 (5)	C12—C13	1.366 (6)
N4—C10	1.311 (5)	C13—C14	1.383 (5)
N4—C14	1.339 (5)	C13—H13A	0.9300
N5—C15	1.324 (5)	C14—H14A	0.9300
N5—C16	1.336 (6)	C15—C18	1.386 (5)
N6—C17	1.324 (6)	C16—C17	1.364 (6)
N6—C18	1.328 (5)	C16—H16A	0.9300
C1—C2	1.376 (6)	C17—H17A	0.9300
C1—H1A	0.9300	C18—H18A	0.9300
C2—H2A	0.9300	B1—F3	1.330 (6)
C3—C4	1.397 (5)	B1—F4	1.337 (6)
C3—H3A	0.9300	B1—F2	1.380 (6)
C5—C6	1.378 (5)	B1—F1	1.382 (6)
N3—Ag1—N4	178.06 (11)	C8—C9—C5	118.1 (4)
C4—S1—C5	104.22 (17)	C8—C9—H9A	120.9
C12—S2—C15	105.47 (18)	C5—C9—H9A	120.9
C1—N1—C4	115.8 (3)	N4—C10—C11	123.6 (4)
C3—N2—C2	116.6 (4)	N4—C10—H10A	118.2
C8—N3—C7	116.7 (3)	C11—C10—H10A	118.2
C8—N3—Ag1	120.8 (2)	C12—C11—C10	118.3 (4)
C7—N3—Ag1	122.5 (3)	C12—C11—H11A	120.9
C10—N4—C14	117.4 (3)	C10—C11—H11A	120.9
C10—N4—Ag1	123.0 (3)	C13—C12—C11	118.4 (3)
C14—N4—Ag1	119.6 (3)	C13—C12—S2	126.8 (3)
C15—N5—C16	115.5 (3)	C11—C12—S2	114.8 (3)
C17—N6—C18	116.1 (4)	C12—C13—C14	119.1 (4)
N1—C1—C2	122.4 (4)	C12—C13—H13A	120.5
N1—C1—H1A	118.8	C14—C13—H13A	120.5
C2—C1—H1A	118.8	N4—C14—C13	123.1 (4)
N2—C2—C1	121.8 (4)	N4—C14—H14A	118.4
N2—C2—H2A	119.1	C13—C14—H14A	118.4
C1—C2—H2A	119.1	N5—C15—C18	122.2 (3)
N2—C3—C4	122.1 (4)	N5—C15—S2	119.7 (3)
N2—C3—H3A	118.9	C18—C15—S2	118.1 (3)
C4—C3—H3A	118.9	N5—C16—C17	122.2 (4)
N1—C4—C3	121.1 (4)	N5—C16—H16A	118.9
N1—C4—S1	119.5 (3)	C17—C16—H16A	118.9
C3—C4—S1	119.3 (3)	N6—C17—C16	122.3 (4)
C6—C5—C9	118.4 (3)	N6—C17—H17A	118.8
C6—C5—S1	116.4 (3)	C16—C17—H17A	118.8
C9—C5—S1	125.1 (3)	N6—C18—C15	121.5 (4)
C7—C6—C5	119.2 (4)	N6—C18—H18A	119.3
C7—C6—H6A	120.4	C15—C18—H18A	119.3
C5—C6—H6A	120.4	F3—B1—F4	114.3 (5)
N3—C7—C6	123.1 (4)	F3—B1—F2	110.8 (5)
N3—C7—H7A	118.4	F4—B1—F2	108.0 (4)
C6—C7—H7A	118.4	F3—B1—F1	108.7 (4)
N3—C8—C9	124.3 (3)	F4—B1—F1	109.2 (5)
N3—C8—H8A	117.8	F2—B1—F1	105.4 (4)
C9—C8—H8A	117.8
C4—N1—C1—C2	4.9 (6)	C14—N4—C10—C11	−3.5 (7)
C3—N2—C2—C1	−0.5 (7)	Ag1—N4—C10—C11	176.8 (4)
N1—C1—C2—N2	−3.1 (7)	N4—C10—C11—C12	3.9 (8)
C2—N2—C3—C4	2.0 (6)	C10—C11—C12—C13	−1.4 (7)
C1—N1—C4—C3	−3.4 (5)	C10—C11—C12—S2	178.4 (4)
C1—N1—C4—S1	−179.6 (3)	C15—S2—C12—C13	−11.0 (4)
N2—C3—C4—N1	−0.1 (6)	C15—S2—C12—C11	169.1 (3)
N2—C3—C4—S1	176.1 (3)	C11—C12—C13—C14	−1.1 (6)
C5—S1—C4—N1	−40.5 (3)	S2—C12—C13—C14	179.1 (3)
C5—S1—C4—C3	143.3 (3)	C10—N4—C14—C13	0.6 (6)
C4—S1—C5—C6	158.8 (3)	Ag1—N4—C14—C13	−179.6 (3)
C4—S1—C5—C9	−21.7 (4)	C12—C13—C14—N4	1.6 (7)
C9—C5—C6—C7	−1.5 (7)	C16—N5—C15—C18	−2.2 (6)
S1—C5—C6—C7	178.1 (3)	C16—N5—C15—S2	180.0 (3)
C8—N3—C7—C6	−1.4 (6)	C12—S2—C15—N5	−40.4 (3)
Ag1—N3—C7—C6	176.3 (3)	C12—S2—C15—C18	141.7 (3)
C5—C6—C7—N3	2.7 (7)	C15—N5—C16—C17	4.3 (6)
C7—N3—C8—C9	−1.1 (6)	C18—N6—C17—C16	−1.0 (7)
Ag1—N3—C8—C9	−178.8 (3)	N5—C16—C17—N6	−2.8 (8)
N3—C8—C9—C5	2.1 (7)	C17—N6—C18—C15	3.0 (7)
C6—C5—C9—C8	−0.7 (6)	N5—C15—C18—N6	−1.4 (6)
S1—C5—C9—C8	179.7 (3)	S2—C15—C18—N6	176.4 (3)