Bis{2-[(pyridin-4-yl-κN)sulfan­yl]pyrazine}­silver(I) tetra­fluoridoborate

Wang, Z.-J.

doi:10.1107/S1600536811051270

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 1| January 2012| Page m4

doi:10.1107/S1600536811051270

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Bis{2-[(pyridin-4-yl-κN)sulfanyl]pyrazine}silver(I) tetrafluoridoborate

Zi-Jia Wang ^a ^*

^aDepartment of Chemistry, Capital Normal University, Beijing 100048, People's Republic of China
^*Correspondence e-mail: wanchqing@yahoo.com.cn

(Received 22 November 2011; accepted 29 November 2011; online 3 December 2011)

In the title mononuclear complex, [Ag(C₉H₇N₃S)₂]BF₄, 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 interactions between the pyridine rings [centroid–centroid distance = 3.569 (4) Å], leading to infinite chains. The chains are interconnected through intermolecular N(pyrazine)⋯π(pyrazine) interactions 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 supramolecular framework with the tetrafluoridoborate anions embedded within the interstices.

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_r = 573.15
Monoclinic, P 2₁ /n
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[F² > 2σ(F²)] = 0.036
wR(F²) = 0.116
S = 1.11
3597 reflections
289 parameters
H-atom parameters constrained
Δρ_max = 0.40 e Å⁻³
Δρ_min = −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 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811051270/zq2141sup1.cif

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

checkCIF report

Comment top

Chalcogenobispyridines and derivates were widely used as versatile building blocks for supramolecular assembly (Baradello et al., 2004; Dunne et al., 1997). The ligand, such as the di-2-pyridyl sulfide and its N-positional isomers, endowed with the rotatable C(sp²)—S bond and a variable C(sp²)—S—C(sp²) angle (about 100°), exhibits flexible ligation modes in construction of diverse coordination motifs with unusual properties (Jung et al., 2001; Jung et al., 2003). Herein, we report a new silver complex derived from the 2-(pyridin-4-ylsulfanyl)pyrazine ligand.

In the mononuclear complex, [Ag(C₉H₇N₃S)₂]⁺.BF₄^-, the siver(I) ion adopts a linear coordination geometry [N3—Ag1—N4 = 178.06 (1)°] with the two ligands bound to the metal center via the 4-pyridyl N atoms (Fig. 1). The two pyridyl rings bound to Ag^I are almost coplanar, while the two pendent pyrazinyl rings are arranged on the same side of the N—Ag—N line. The dihedral angle between the mean planes of the two pendent pyrazinyl rings is 48.89 (1)°. Along the a axis, the mononuclear units are stacked with π–π interactions between the 4-pyridyl rings [Cg1···Cg2ⁱ 3.569 (4) Å; symmetry code: (i) = x+1, y, z] leading to infinite chains (Cg1 = C5-C6-C7-N3-C8-C9; Cg2 = N4-C10-C11-C12-C13-C14). The formed chains interconnect through intermolecular N(pyrazinyl)···π(pyrazinyl) interactions forming layers parallel to the ab plane (Fig. 2). For the N(pyrazinyl)···π(pyrazinyl) contact, the N6···Cg3ⁱⁱ distance equals 3.268 (5) Å (Cg3 = N1-C1-C2-N2-C3-C4; (ii) = -x, -y, -z) which is comparable to that N(pyrazinyl)···centroid(pyrazinyl) of 3.05 Å reported by Black et al. (2007) in {[Ni(L)(NO₃)₂]}_∞ (L = bis(2-pyrazylmethyl)sulfide). These distances are shorter than the van der Waals separation of 3.40 Å on the basis of Pauling's values for the half thickness of phenyl rings (1.85 Å) (Malone et al., 1997) and the van der Waals radius of N (1.55 Å) (Bondi, 1964). The almost parallel layers are further stacked along the c direction to furnish a three-dimensional supramolecular framework with the tetrafluoridoborate anions embedded within the interstices (Fig. 3).

Related literature top

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 top

4-Pyridyl-2-pyrazinyl sulfide was synthesized by reacting 2-chloropyrazine (0.6 g, 5.2 mmol) with sodium pyridine-4-thiolate (5 mmol) in 40 ml methanol. The mixture was refluxed with stirring for 10 hours under the protection of N2. After filtration and concentration in vacuo, the obtained crude product was further purified by chromatography on silica gel using ether acetate/dichloromethane (1:3) as the eluent, giving 0.444 g of yellow powder of 4-pyridyl-2-pyrazinyl sulfide in 47% yield. Reaction of 4-pyridyl-2-pyrazinyl sulfide (19 mg, 0.1 mmol) and AgBF₄ (20 mg, 0.1 mmol) in 4 ml methanol with stirring at room temperature for 3 hours. The obtained clear solution was filtrated, and the filtration was left evaporation in air. After about one week, the block-like crystals of the title complex were deposited (18.1 mg, yield 63%).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2 and SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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 (Sheldrick, 2008) and PLATON (Spek, 2009).

Figures top

	Fig. 1. The atom-numbering scheme of the title complex. Displacement ellipsoids are drawn at the 50% probability level, while the H atoms are shown as rods of arbitrary radius.
	Fig. 2. The π–π stacking and N···π(pyrazinyl) interactions between the mononuclear units, which are respectively shown as thick red-dashed lines and thin blue-dashed lines.
	Fig. 3. The packing structure of the title complex. The Ag^I ions are shown as purple balls, while the B-F bonds are shown as thick bond mode for clarity.

Bis{2-[(pyridin-4-yl-κN)sulfanyl]pyrazine}silver(I) tetrafluoridoborate top

Crystal data top

[Ag(C₉H₇N₃S)₂]BF₄	Z = 4
M_r = 573.15	F(000) = 1136
Monoclinic, P2₁/n	D_x = 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

Data collection top

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

Refinement top

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(F_o²) + (0.0584P)² + 2.8465P] P = (F_o² + 2F_c²)/3
3597 reflections	(Δ/σ)_max = 0.001
289 parameters	Δρ_max = 0.40 e Å⁻³
0 restraints	Δρ_min = −0.62 e Å⁻³

Crystal data top

[Ag(C₉H₇N₃S)₂]BF₄	V = 2095.69 (8) Å³
M_r = 573.15	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 7.2232 (2) Å	µ = 1.22 mm⁻¹
b = 16.4826 (3) Å	T = 296 K
c = 17.6098 (4) Å	0.40 × 0.30 × 0.20 mm
β = 91.666 (1)°

Data collection top

'Bruker SMART APEXII CCD area-detector' diffractometer	3597 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2007)	3215 reflections with I > 2σ(I)
T_min = 0.616, T_max = 0.746	R_int = 0.028
14794 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.036	0 restraints
wR(F²) = 0.116	H-atom parameters constrained
S = 1.11	Δρ_max = 0.40 e Å⁻³
3597 reflections	Δρ_min = −0.62 e Å⁻³
289 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
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)

Atomic displacement parameters (Å²) top

	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)

Geometric parameters (Å, º) top

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)

Experimental details

Crystal data
Chemical formula	[Ag(C₉H₇N₃S)₂]BF₄
M_r	573.15
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	296
a, b, c (Å)	7.2232 (2), 16.4826 (3), 17.6098 (4)
β (°)	91.666 (1)
V (Å³)	2095.69 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.22
Crystal size (mm)	0.40 × 0.30 × 0.20

Data collection
Diffractometer	'Bruker SMART APEXII CCD area-detector' diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2007)
T_min, T_max	0.616, 0.746
No. of measured, independent and observed [I > 2σ(I)] reflections	14794, 3597, 3215
R_int	0.028
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.036, 0.116, 1.11
No. of reflections	3597
No. of parameters	289
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.40, −0.62

Computer programs: APEX2 (Bruker, 2007), APEX2 and SAINT (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).

Acknowledgements

The authors are grateful for financial support from the Beijing Municipal Education Commission.

References

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