Bis[μ-2,3-bis-(imidazol-1-ylmeth-yl)quinoxaline]disilver(I) bis-(tetra-fluoridoborate).

The title compound, [Ag(2)(C(16)H(14)N(6))(2)](BF(4))(2), forms a centrosymmetric 22-membered metallamacrocycle via two Ag(I) ions bridging two 2,3-bis-(imidazol-1-ylmeth-yl)quinoxaline ligands. The Ag(I) ions are coordinated by two N donors of the imidazole groups, forming an approximately linear coordination geometry.

Related literature

For related literature, see: Li, Liu et al. (2007 ▶); Li, Tao et al. (2007 ▶); Zhang et al. (2006 ▶); Zou et al. (2004 ▶).

Experimental

Crystal data

[Ag2(C16H14N6)2](BF4)2

M = 970.02

Triclinic,

a = 8.5398 (19) Å

b = 9.311 (2) Å

c = 12.104 (3) Å

α = 76.350 (4)°

β = 76.603 (4)°

γ = 73.208 (4)°

V = 881.4 (4) Å3

Z = 1

Mo Kα radiation

μ = 1.20 mm−1

T = 293 (2) K

0.20 × 0.18 × 0.16 mm

Data collection

Bruker SMART 1000 CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1998 ▶) T min = 0.796, T max = 0.831

5006 measured reflections

3556 independent reflections

2326 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.108

S = 1.00

3556 reflections

253 parameters

H-atom parameters constrained

Δρmax = 0.61 e Å−3

Δρmin = −0.47 e Å−3

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.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536807066019/lh2577sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807066019/lh2577Isup2.hkl

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

[Ag2(C16H14N6)2](BF4)2	Z = 1
Mr = 970.02	F000 = 480
Triclinic, P1	Dx = 1.827 Mg m−3
Hall symbol: -P 1	Mo Kα radiation λ = 0.71073 Å
a = 8.5398 (19) Å	Cell parameters from 1538 reflections
b = 9.311 (2) Å	θ = 2.3–23.9º
c = 12.104 (3) Å	µ = 1.20 mm−1
α = 76.350 (4)º	T = 293 (2) K
β = 76.603 (4)º	Block, colorless
γ = 73.208 (4)º	0.20 × 0.18 × 0.16 mm
V = 881.4 (4) Å3

Bruker SMART 1000 CCD area-detector diffractometer	3556 independent reflections
Radiation source: fine-focus sealed tube	2326 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.023
T = 293(2) K	θmax = 26.4º
φ and ω scans	θmin = 1.8º
Absorption correction: multi-scan(SADABS; Bruker, 1998)	h = −10→10
Tmin = 0.796, Tmax = 0.831	k = −11→10
5006 measured reflections	l = −11→15

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.046	H-atom parameters constrained
wR(F2) = 0.108	w = 1/[σ2(Fo2) + (0.0389P)2 + 1.1091P] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max = 0.001
3556 reflections	Δρmax = 0.61 e Å−3
253 parameters	Δρmin = −0.47 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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.

	x	y	z	Uiso*/Ueq
Ag1	0.19306 (5)	−0.02219 (5)	−0.09278 (4)	0.05500 (18)
N1	0.2915 (5)	0.1119 (5)	−0.0225 (3)	0.0468 (11)
N2	0.3706 (5)	0.2045 (4)	0.1003 (3)	0.0396 (10)
N3	0.5399 (5)	−0.0159 (5)	0.3042 (3)	0.0401 (10)
N4	0.2569 (5)	−0.0400 (5)	0.4717 (3)	0.0405 (10)
N5	0.0162 (4)	0.2173 (4)	0.2876 (3)	0.0375 (9)
N6	−0.0997 (5)	0.1574 (5)	0.1666 (3)	0.0406 (10)
C1	0.3174 (6)	0.0900 (6)	0.0840 (4)	0.0386 (11)
H1A	0.3010	0.0061	0.1406	0.046*
C2	0.3313 (8)	0.2453 (7)	−0.0763 (5)	0.0663 (17)
H2A	0.3255	0.2896	−0.1531	0.080*
C3	0.3806 (8)	0.3042 (7)	−0.0024 (5)	0.0647 (17)
H3A	0.4146	0.3944	−0.0181	0.078*
C4	0.4059 (6)	0.2277 (6)	0.2072 (4)	0.0429 (12)
H4A	0.3248	0.3162	0.2323	0.051*
H4B	0.5149	0.2479	0.1919	0.051*
C5	0.4007 (6)	0.0904 (5)	0.3025 (4)	0.0368 (11)
C6	0.5423 (6)	−0.1396 (5)	0.3899 (4)	0.0385 (12)
C7	0.6913 (6)	−0.2570 (6)	0.3952 (5)	0.0484 (13)
H7A	0.7858	−0.2494	0.3399	0.058*
C8	0.6947 (7)	−0.3806 (6)	0.4817 (5)	0.0511 (14)
H8A	0.7916	−0.4584	0.4842	0.061*
C9	0.5553 (7)	−0.3927 (6)	0.5666 (5)	0.0526 (15)
H9A	0.5607	−0.4773	0.6259	0.063*
C10	0.4105 (7)	−0.2807 (6)	0.5633 (5)	0.0496 (14)
H10A	0.3177	−0.2901	0.6198	0.060*
C11	0.4018 (6)	−0.1520 (5)	0.4748 (4)	0.0398 (12)
C12	0.2574 (6)	0.0785 (5)	0.3867 (4)	0.0366 (11)
C13	0.0938 (6)	0.2008 (6)	0.3887 (4)	0.0444 (13)
H13A	0.0175	0.1747	0.4588	0.053*
H13B	0.1138	0.2977	0.3900	0.053*
C14	−0.0340 (6)	0.1069 (5)	0.2612 (4)	0.0393 (11)
H14A	−0.0237	0.0085	0.3039	0.047*
C15	−0.0222 (6)	0.3462 (6)	0.2053 (5)	0.0490 (13)
H15A	−0.0029	0.4408	0.2011	0.059*
C16	−0.0935 (6)	0.3070 (6)	0.1324 (5)	0.0512 (14)
H16A	−0.1327	0.3720	0.0681	0.061*
B1	0.1799 (10)	0.6832 (8)	0.2227 (7)	0.0602 (19)
F1	0.2917 (7)	0.5925 (6)	0.1565 (6)	0.162 (2)
F2	0.2537 (7)	0.7599 (6)	0.2651 (5)	0.1363 (19)
F3	0.1090 (6)	0.5843 (5)	0.3089 (4)	0.1135 (15)
F4	0.0645 (7)	0.7784 (6)	0.1667 (5)	0.158 (2)

	U11	U22	U33	U12	U13	U23
Ag1	0.0564 (3)	0.0600 (3)	0.0593 (3)	−0.0085 (2)	−0.0270 (2)	−0.0223 (2)
N1	0.052 (3)	0.053 (3)	0.039 (2)	−0.010 (2)	−0.013 (2)	−0.012 (2)
N2	0.046 (2)	0.037 (2)	0.041 (2)	−0.0140 (19)	−0.0130 (19)	−0.0062 (19)
N3	0.040 (2)	0.045 (3)	0.042 (2)	−0.011 (2)	−0.0138 (19)	−0.013 (2)
N4	0.045 (2)	0.043 (2)	0.036 (2)	−0.006 (2)	−0.0160 (19)	−0.0107 (19)
N5	0.036 (2)	0.037 (2)	0.043 (2)	−0.0073 (18)	−0.0128 (18)	−0.0086 (19)
N6	0.038 (2)	0.045 (3)	0.042 (2)	−0.009 (2)	−0.0150 (19)	−0.0063 (19)
C1	0.041 (3)	0.039 (3)	0.037 (3)	−0.013 (2)	−0.006 (2)	−0.007 (2)
C2	0.102 (5)	0.068 (4)	0.037 (3)	−0.034 (4)	−0.023 (3)	0.004 (3)
C3	0.100 (5)	0.058 (4)	0.044 (3)	−0.044 (4)	−0.016 (3)	0.009 (3)
C4	0.047 (3)	0.041 (3)	0.048 (3)	−0.016 (2)	−0.012 (2)	−0.013 (2)
C5	0.040 (3)	0.035 (3)	0.041 (3)	−0.010 (2)	−0.020 (2)	−0.006 (2)
C6	0.042 (3)	0.038 (3)	0.041 (3)	−0.004 (2)	−0.019 (2)	−0.014 (2)
C7	0.044 (3)	0.050 (3)	0.053 (3)	−0.002 (3)	−0.018 (3)	−0.015 (3)
C8	0.053 (3)	0.038 (3)	0.069 (4)	0.004 (3)	−0.031 (3)	−0.020 (3)
C9	0.070 (4)	0.036 (3)	0.057 (3)	−0.006 (3)	−0.035 (3)	−0.005 (2)
C10	0.054 (3)	0.047 (3)	0.049 (3)	−0.006 (3)	−0.019 (3)	−0.010 (3)
C11	0.043 (3)	0.041 (3)	0.041 (3)	0.000 (2)	−0.020 (2)	−0.019 (2)
C12	0.040 (3)	0.039 (3)	0.037 (3)	−0.007 (2)	−0.017 (2)	−0.014 (2)
C13	0.043 (3)	0.046 (3)	0.047 (3)	0.000 (2)	−0.018 (2)	−0.018 (2)
C14	0.040 (3)	0.034 (3)	0.042 (3)	−0.004 (2)	−0.010 (2)	−0.006 (2)
C15	0.054 (3)	0.031 (3)	0.063 (4)	−0.006 (2)	−0.027 (3)	0.000 (3)
C16	0.056 (3)	0.043 (3)	0.055 (3)	−0.009 (3)	−0.031 (3)	0.006 (3)
B1	0.074 (5)	0.035 (4)	0.072 (5)	−0.012 (4)	−0.025 (4)	−0.002 (3)
F1	0.146 (5)	0.094 (4)	0.223 (6)	−0.029 (3)	0.056 (4)	−0.072 (4)
F2	0.184 (5)	0.103 (4)	0.162 (5)	−0.071 (4)	−0.066 (4)	−0.022 (3)
F3	0.114 (3)	0.109 (4)	0.120 (4)	−0.053 (3)	−0.038 (3)	0.024 (3)
F4	0.170 (5)	0.121 (4)	0.154 (5)	0.030 (4)	−0.099 (4)	0.016 (3)

Ag1—N1	2.105 (4)	C4—H4B	0.9700
Ag1—N6i	2.112 (4)	C5—C12	1.413 (7)
Ag1—Ag1i	3.5081 (11)	C6—C11	1.400 (7)
N1—C1	1.317 (5)	C6—C7	1.421 (7)
N1—C2	1.357 (7)	C7—C8	1.359 (8)
N2—C1	1.342 (6)	C7—H7A	0.9300
N2—C3	1.367 (7)	C8—C9	1.393 (8)
N2—C4	1.471 (5)	C8—H8A	0.9300
N3—C5	1.309 (6)	C9—C10	1.370 (7)
N3—C6	1.355 (6)	C9—H9A	0.9300
N4—C12	1.319 (6)	C10—C11	1.403 (7)
N4—C11	1.370 (6)	C10—H10A	0.9300
N5—C14	1.348 (6)	C12—C13	1.525 (6)
N5—C15	1.378 (6)	C13—H13A	0.9700
N5—C13	1.479 (5)	C13—H13B	0.9700
N6—C14	1.319 (5)	C14—H14A	0.9300
N6—C16	1.369 (6)	C15—C16	1.346 (7)
N6—Ag1i	2.112 (4)	C15—H15A	0.9300
C1—H1A	0.9300	C16—H16A	0.9300
C2—C3	1.348 (7)	B1—F4	1.318 (8)
C2—H2A	0.9300	B1—F2	1.324 (8)
C3—H3A	0.9300	B1—F1	1.328 (8)
C4—C5	1.510 (7)	B1—F3	1.370 (8)
C4—H4A	0.9700
N1—Ag1—N6i	178.55 (16)	C8—C7—H7A	120.2
N1—Ag1—Ag1i	97.02 (11)	C6—C7—H7A	120.2
N6i—Ag1—Ag1i	84.42 (11)	C7—C8—C9	121.1 (5)
C1—N1—C2	105.7 (4)	C7—C8—H8A	119.5
C1—N1—Ag1	127.6 (4)	C9—C8—H8A	119.5
C2—N1—Ag1	126.6 (3)	C10—C9—C8	120.4 (5)
C1—N2—C3	107.0 (4)	C10—C9—H9A	119.8
C1—N2—C4	128.5 (4)	C8—C9—H9A	119.8
C3—N2—C4	124.4 (4)	C9—C10—C11	120.2 (5)
C5—N3—C6	117.6 (4)	C9—C10—H10A	119.9
C12—N4—C11	117.1 (4)	C11—C10—H10A	119.9
C14—N5—C15	107.3 (4)	N4—C11—C6	120.5 (5)
C14—N5—C13	125.3 (4)	N4—C11—C10	120.1 (5)
C15—N5—C13	127.4 (4)	C6—C11—C10	119.3 (4)
C14—N6—C16	106.0 (4)	N4—C12—C5	121.7 (4)
C14—N6—Ag1i	123.6 (3)	N4—C12—C13	114.8 (4)
C16—N6—Ag1i	130.3 (3)	C5—C12—C13	123.4 (4)
N1—C1—N2	111.2 (4)	N5—C13—C12	112.3 (3)
N1—C1—H1A	124.4	N5—C13—H13A	109.2
N2—C1—H1A	124.4	C12—C13—H13A	109.2
C3—C2—N1	110.2 (5)	N5—C13—H13B	109.2
C3—C2—H2A	124.9	C12—C13—H13B	109.2
N1—C2—H2A	124.9	H13A—C13—H13B	107.9
C2—C3—N2	106.0 (5)	N6—C14—N5	110.7 (4)
C2—C3—H3A	127.0	N6—C14—H14A	124.6
N2—C3—H3A	127.0	N5—C14—H14A	124.6
N2—C4—C5	111.8 (4)	C16—C15—N5	105.9 (5)
N2—C4—H4A	109.3	C16—C15—H15A	127.1
C5—C4—H4A	109.3	N5—C15—H15A	127.1
N2—C4—H4B	109.3	C15—C16—N6	110.1 (4)
C5—C4—H4B	109.3	C15—C16—H16A	125.0
H4A—C4—H4B	107.9	N6—C16—H16A	125.0
N3—C5—C12	121.8 (4)	F4—B1—F2	110.1 (6)
N3—C5—C4	115.6 (4)	F4—B1—F1	112.2 (7)
C12—C5—C4	122.6 (4)	F2—B1—F1	110.3 (7)
N3—C6—C11	121.2 (4)	F4—B1—F3	109.3 (7)
N3—C6—C7	119.3 (5)	F2—B1—F3	111.0 (6)
C11—C6—C7	119.5 (5)	F1—B1—F3	103.8 (6)
C8—C7—C6	119.5 (5)
Ag1i—Ag1—N1—C1	60.4 (4)	N3—C6—C11—N4	1.3 (6)
Ag1i—Ag1—N1—C2	−114.9 (5)	C7—C6—C11—N4	179.8 (4)
C2—N1—C1—N2	0.5 (6)	N3—C6—C11—C10	−178.8 (4)
Ag1—N1—C1—N2	−175.5 (3)	C7—C6—C11—C10	−0.3 (6)
C3—N2—C1—N1	−0.6 (6)	C9—C10—C11—N4	−179.9 (4)
C4—N2—C1—N1	176.8 (4)	C9—C10—C11—C6	0.3 (7)
C1—N1—C2—C3	−0.2 (7)	C11—N4—C12—C5	−0.1 (6)
Ag1—N1—C2—C3	175.9 (4)	C11—N4—C12—C13	−179.0 (4)
N1—C2—C3—N2	−0.2 (7)	N3—C5—C12—N4	0.4 (7)
C1—N2—C3—C2	0.5 (6)	C4—C5—C12—N4	−177.7 (4)
C4—N2—C3—C2	−177.1 (5)	N3—C5—C12—C13	179.1 (4)
C1—N2—C4—C5	8.8 (7)	C4—C5—C12—C13	1.1 (6)
C3—N2—C4—C5	−174.2 (5)	C14—N5—C13—C12	61.3 (6)
C6—N3—C5—C12	0.2 (6)	C15—N5—C13—C12	−120.5 (5)
C6—N3—C5—C4	178.4 (4)	N4—C12—C13—N5	−115.4 (5)
N2—C4—C5—N3	86.7 (5)	C5—C12—C13—N5	65.7 (6)
N2—C4—C5—C12	−95.2 (5)	C16—N6—C14—N5	−1.0 (5)
C5—N3—C6—C11	−1.1 (6)	Ag1i—N6—C14—N5	179.5 (3)
C5—N3—C6—C7	−179.6 (4)	C15—N5—C14—N6	0.8 (5)
N3—C6—C7—C8	179.4 (4)	C13—N5—C14—N6	179.3 (4)
C11—C6—C7—C8	0.8 (7)	C14—N5—C15—C16	−0.3 (6)
C6—C7—C8—C9	−1.3 (7)	C13—N5—C15—C16	−178.8 (4)
C7—C8—C9—C10	1.2 (8)	N5—C15—C16—N6	−0.3 (6)
C8—C9—C10—C11	−0.7 (7)	C14—N6—C16—C15	0.8 (6)
C12—N4—C11—C6	−0.7 (6)	Ag1i—N6—C16—C15	−179.7 (3)
C12—N4—C11—C10	179.5 (4)

Ag1—N1	2.105 (4)
Ag1—N6i	2.112 (4)

N1—Ag1—N6i

178.55 (16)

Symmetry code: (i) .