catena-Poly[[silver(I)-μ-N-(pyridin-3-ylmeth-yl)pyridine-2-amine-κ(2) N:N'] tri-fluoro-methane-sulfonate].

In the asymmetric unit of the title polymeric complex, {[Ag(C11H11N3)](CF3SO3)} n , there are two Ag(I) atoms, two N-(pyridin-3-ylmeth-yl)pyridine-2-amine ligands (A and B) and two CF3SO3 (-) anions. One Ag(I) atom is coordinated by two pyridine N atoms from two symmetry-related A ligands in a geometry slightly distorted from linear [N-Ag-N = 173.2 (3)°], forming a left-handed helical chain, while the other Ag(I) atom is coordinated by two pyridine N atoms from two symmetry-related B ligands in a bent arrangement [N-Ag-N = 157.1 (3)°], forming a right-handed helical chain. Both helical chains have the same pitch length [10.4007 (7) Å], propagate along the b-axis direction and are alternately arranged via Ag⋯Ag [3.0897 (12) Å] and π-π stacking inter-actions [centroid-centroid distances = 3.564 (7) and 3.518 (6) Å], resulting in the formation of a two-dimensional supra-molecular network extending parallel to the ab plane. Inter-molecular N-H⋯O, C-H⋯O and C-H⋯F hydrogen-bonding inter-actions occur between the helical chains and the anions.

Related literature

For related structures and applications of AgI coordination polymers with dipyridyl ligands, see: Leong & Vittal (2011 ▶); Moulton & Zaworotko (2001 ▶). For the crystal structure of the related perchlorate salt, see: Zhang et al. (2013 ▶). For the synthesis of the ligand, see: Foxon et al. (2002 ▶); Lee et al. (2008 ▶).

Experimental

Crystal data

[Ag(C11H11N3)](CF3O3S)

M = 442.17

Monoclinic,

a = 14.0965 (10) Å

b = 10.4007 (7) Å

c = 20.6593 (15) Å

β = 102.994 (1)°

V = 2951.4 (4) Å3

Z = 8

Mo Kα radiation

μ = 1.56 mm−1

T = 173 K

0.30 × 0.25 × 0.25 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.652, T max = 0.697

16169 measured reflections

5797 independent reflections

4479 reflections with I > 2σ(I)

R int = 0.047

Refinement

R[F 2 > 2σ(F 2)] = 0.088

wR(F 2) = 0.238

S = 1.09

5797 reflections

415 parameters

6 restraints

H-atom parameters constrained

Δρmax = 2.70 e Å−3

Δρmin = −1.89 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT-Plus (Bruker, 2000 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2005 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813016309/sj5332sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813016309/sj5332Isup2.hkl

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

[Ag(C11H11N3)](CF3O3S)	F(000) = 1744
Mr = 442.17	Dx = 1.990 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 5912 reflections
a = 14.0965 (10) Å	θ = 2.2–28.1°
b = 10.4007 (7) Å	µ = 1.56 mm−1
c = 20.6593 (15) Å	T = 173 K
β = 102.994 (1)°	Block, colourless
V = 2951.4 (4) Å3	0.30 × 0.25 × 0.25 mm
Z = 8

Bruker SMART CCD area-detector diffractometer	5797 independent reflections
Radiation source: fine-focus sealed tube	4479 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.047
φ and ω scans	θmax = 26.0°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −17→14
Tmin = 0.652, Tmax = 0.697	k = −12→12
16169 measured reflections	l = −15→25

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)] = 0.088	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.238	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.1255P)2 + 38.027P] where P = (Fo2 + 2Fc2)/3
5797 reflections	(Δ/σ)max = 0.001
415 parameters	Δρmax = 2.70 e Å−3
6 restraints	Δρmin = −1.89 e Å−3

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	0.30400 (6)	0.83549 (8)	0.19418 (4)	0.0296 (3)
Ag2	0.19133 (6)	1.03934 (8)	0.25579 (4)	0.0301 (3)
N1	0.2935 (6)	0.6974 (8)	0.2706 (4)	0.0255 (19)
N2	0.6866 (6)	0.4901 (9)	0.3732 (5)	0.029 (2)
N3	0.4482 (7)	0.7530 (10)	0.3296 (4)	0.037 (2)
H3	0.4585	0.7873	0.2929	0.045*
N4	−0.1876 (6)	0.7099 (8)	0.3036 (4)	0.0268 (19)
N5	0.2011 (6)	0.9267 (9)	0.3454 (5)	0.029 (2)
N6	−0.0305 (7)	0.6806 (9)	0.3627 (5)	0.031 (2)
H6	−0.0245	0.6207	0.3338	0.037*
C1	0.2165 (9)	0.6290 (13)	0.2671 (7)	0.045 (3)
H1	0.1679	0.6390	0.2273	0.053*
C2	0.1944 (9)	0.5454 (12)	0.3110 (7)	0.041 (3)
H2	0.1341	0.5008	0.3038	0.049*
C3	0.2670 (9)	0.5300 (13)	0.3677 (7)	0.045 (3)
H3A	0.2579	0.4718	0.4012	0.055*
C4	0.3531 (10)	0.5987 (12)	0.3761 (6)	0.041 (3)
H4	0.4029	0.5883	0.4152	0.050*
C5	0.3656 (8)	0.6842 (10)	0.3259 (5)	0.028 (2)
C6	0.5209 (9)	0.7732 (12)	0.3911 (6)	0.041 (3)
H6A	0.4884	0.7677	0.4288	0.050*
H6B	0.5474	0.8613	0.3908	0.050*
C7	0.6058 (8)	0.6777 (10)	0.4031 (5)	0.027 (2)
C8	0.6852 (8)	0.6987 (10)	0.4541 (6)	0.030 (2)
H8	0.6856	0.7712	0.4821	0.036*
C9	0.7637 (8)	0.6182 (11)	0.4657 (5)	0.031 (2)
H9	0.8177	0.6327	0.5017	0.038*
C10	0.7620 (8)	0.5156 (11)	0.4235 (5)	0.028 (2)
H10	0.8170	0.4603	0.4305	0.034*
C11	0.6099 (8)	0.5723 (11)	0.3626 (5)	0.030 (2)
H11	0.5568	0.5571	0.3260	0.036*
C12	−0.2713 (9)	0.7802 (10)	0.2889 (6)	0.031 (2)
H12	−0.3248	0.7489	0.2562	0.037*
C13	−0.2807 (10)	0.8951 (12)	0.3200 (7)	0.044 (3)
H13	−0.3400	0.9421	0.3097	0.053*
C14	−0.2031 (10)	0.9394 (11)	0.3658 (6)	0.042 (3)
H14	−0.2082	1.0195	0.3868	0.051*
C15	−0.1179 (9)	0.8727 (10)	0.3827 (5)	0.030 (3)
H15	−0.0641	0.9046	0.4151	0.036*
C16	−0.1127 (8)	0.7554 (10)	0.3505 (6)	0.030 (2)
C17	0.0462 (9)	0.6965 (11)	0.4212 (6)	0.035 (3)
H17A	0.0770	0.6118	0.4336	0.041*
H17B	0.0171	0.7252	0.4581	0.041*
C18	0.1260 (7)	0.7931 (9)	0.4138 (5)	0.024 (2)
C19	0.1999 (8)	0.8217 (10)	0.4677 (5)	0.028 (2)
H19	0.1992	0.7871	0.5102	0.034*
C20	0.2750 (9)	0.9011 (11)	0.4598 (6)	0.034 (3)
H20	0.3263	0.9219	0.4966	0.040*
C21	0.2744 (8)	0.9506 (10)	0.3966 (5)	0.029 (2)
H21	0.3273	1.0021	0.3904	0.034*
C22	0.1266 (8)	0.8491 (10)	0.3534 (5)	0.027 (2)
H22	0.0740	0.8333	0.3165	0.032*
S1	0.03282 (18)	0.8243 (2)	0.12350 (13)	0.0236 (5)
O1	0.1186 (5)	0.7565 (7)	0.1159 (4)	0.0321 (17)
O2	0.0432 (6)	0.8922 (7)	0.1865 (4)	0.0351 (18)
O3	−0.0157 (6)	0.8948 (7)	0.0660 (4)	0.0353 (18)
C23	−0.0529 (8)	0.6965 (11)	0.1288 (6)	0.033 (3)
F1	−0.1388 (5)	0.7438 (7)	0.1347 (4)	0.0483 (19)
F2	−0.0687 (6)	0.6231 (7)	0.0747 (4)	0.0506 (19)
F3	−0.0193 (5)	0.6218 (7)	0.1815 (4)	0.0451 (18)
S2	0.4912 (2)	0.6737 (3)	0.15718 (15)	0.0355 (7)
O4	0.5019 (6)	0.7902 (9)	0.1973 (4)	0.043 (2)
O5	0.3907 (6)	0.6430 (10)	0.1279 (5)	0.053 (2)
O6	0.5539 (7)	0.5725 (8)	0.1845 (4)	0.046 (2)
C24	0.5353 (10)	0.7271 (13)	0.0856 (7)	0.046 (3)
F4	0.6289 (5)	0.7586 (8)	0.1038 (4)	0.056 (2)
F5	0.4872 (7)	0.8264 (8)	0.0557 (4)	0.067 (3)
F6	0.5285 (6)	0.6260 (8)	0.0427 (4)	0.055 (2)

	U11	U22	U33	U12	U13	U23
Ag1	0.0285 (4)	0.0302 (5)	0.0323 (5)	0.0106 (3)	0.0116 (3)	0.0109 (3)
Ag2	0.0345 (5)	0.0296 (5)	0.0286 (5)	0.0019 (3)	0.0124 (3)	0.0066 (3)
N1	0.028 (5)	0.018 (4)	0.032 (5)	0.009 (4)	0.010 (4)	0.006 (4)
N2	0.024 (5)	0.033 (5)	0.030 (5)	0.002 (4)	0.010 (4)	−0.003 (4)
N3	0.042 (6)	0.049 (6)	0.020 (5)	0.014 (5)	0.006 (4)	0.017 (4)
N4	0.033 (5)	0.024 (4)	0.027 (5)	−0.002 (4)	0.014 (4)	−0.001 (4)
N5	0.019 (4)	0.031 (5)	0.036 (5)	−0.001 (4)	0.006 (4)	0.001 (4)
N6	0.034 (5)	0.024 (5)	0.035 (5)	−0.011 (4)	0.005 (4)	−0.001 (4)
C1	0.031 (7)	0.047 (8)	0.052 (8)	0.006 (6)	0.002 (6)	0.005 (6)
C2	0.038 (7)	0.034 (7)	0.055 (8)	0.001 (5)	0.018 (6)	0.005 (6)
C3	0.037 (7)	0.052 (8)	0.054 (8)	0.007 (6)	0.024 (6)	0.022 (7)
C4	0.047 (7)	0.039 (7)	0.039 (7)	0.026 (6)	0.011 (6)	0.017 (6)
C5	0.027 (5)	0.027 (6)	0.034 (6)	0.014 (4)	0.015 (5)	0.001 (4)
C6	0.046 (7)	0.040 (7)	0.037 (7)	0.015 (6)	0.005 (6)	−0.004 (5)
C7	0.026 (5)	0.029 (6)	0.026 (5)	0.002 (4)	0.008 (4)	0.003 (4)
C8	0.033 (6)	0.025 (5)	0.035 (6)	−0.009 (5)	0.015 (5)	0.001 (5)
C9	0.029 (6)	0.041 (6)	0.022 (5)	−0.004 (5)	0.004 (4)	−0.001 (5)
C10	0.025 (5)	0.037 (6)	0.024 (5)	0.002 (5)	0.008 (4)	0.003 (5)
C11	0.027 (6)	0.034 (6)	0.030 (6)	−0.018 (5)	0.008 (5)	0.001 (5)
C12	0.042 (6)	0.024 (5)	0.035 (6)	0.003 (5)	0.026 (5)	0.010 (5)
C13	0.054 (8)	0.028 (6)	0.061 (8)	−0.001 (6)	0.037 (7)	−0.004 (6)
C14	0.066 (9)	0.024 (6)	0.047 (7)	−0.017 (6)	0.034 (7)	−0.011 (5)
C15	0.048 (7)	0.017 (5)	0.029 (6)	−0.017 (5)	0.020 (5)	−0.010 (4)
C16	0.032 (6)	0.027 (6)	0.036 (6)	−0.004 (5)	0.014 (5)	0.001 (5)
C17	0.039 (5)	0.029 (5)	0.036 (5)	−0.015 (4)	0.008 (4)	0.010 (4)
C18	0.025 (5)	0.009 (4)	0.035 (6)	0.000 (4)	0.003 (4)	0.000 (4)
C19	0.043 (6)	0.021 (5)	0.020 (5)	0.001 (5)	0.006 (5)	0.004 (4)
C20	0.039 (6)	0.026 (6)	0.034 (6)	−0.004 (5)	0.006 (5)	−0.002 (5)
C21	0.024 (5)	0.031 (6)	0.031 (6)	0.001 (4)	0.008 (5)	0.004 (5)
C22	0.033 (6)	0.021 (5)	0.027 (5)	−0.003 (4)	0.008 (5)	−0.003 (4)
S1	0.0243 (12)	0.0202 (12)	0.0250 (13)	−0.0021 (10)	0.0031 (10)	0.0036 (10)
O1	0.024 (4)	0.036 (4)	0.039 (4)	0.004 (3)	0.014 (3)	0.006 (4)
O2	0.044 (5)	0.029 (4)	0.033 (4)	−0.009 (4)	0.009 (4)	−0.006 (3)
O3	0.042 (5)	0.027 (4)	0.035 (4)	0.004 (3)	0.005 (4)	0.013 (3)
C23	0.029 (6)	0.026 (6)	0.043 (7)	−0.004 (5)	0.009 (5)	0.002 (5)
F1	0.022 (3)	0.051 (4)	0.074 (5)	−0.002 (3)	0.016 (3)	0.013 (4)
F2	0.065 (5)	0.036 (4)	0.049 (4)	−0.012 (4)	0.008 (4)	−0.020 (3)
F3	0.039 (4)	0.034 (4)	0.061 (5)	−0.001 (3)	0.008 (3)	0.026 (3)
S2	0.0376 (16)	0.0334 (15)	0.0401 (16)	0.0023 (12)	0.0185 (13)	0.0078 (12)
O4	0.039 (5)	0.052 (5)	0.039 (5)	0.014 (4)	0.013 (4)	−0.014 (4)
O5	0.036 (5)	0.060 (6)	0.068 (7)	−0.017 (4)	0.020 (5)	−0.007 (5)
O6	0.078 (7)	0.029 (4)	0.034 (5)	0.014 (4)	0.017 (4)	0.005 (4)
C24	0.050 (8)	0.045 (8)	0.044 (7)	0.006 (6)	0.015 (6)	0.009 (6)
F4	0.046 (4)	0.057 (5)	0.077 (6)	−0.020 (4)	0.039 (4)	−0.005 (4)
F5	0.090 (7)	0.061 (5)	0.054 (5)	0.032 (5)	0.029 (5)	0.038 (4)
F6	0.070 (5)	0.056 (5)	0.041 (4)	0.014 (4)	0.016 (4)	−0.016 (4)

Ag1—N2i	2.151 (9)	C9—H9	0.9500
Ag1—N1	2.164 (9)	C10—H10	0.9500
Ag1—Ag2	3.0897 (12)	C11—H11	0.9500
Ag2—N4ii	2.151 (9)	C12—C13	1.378 (17)
Ag2—N5	2.169 (9)	C12—H12	0.9500
N1—C1	1.286 (16)	C13—C14	1.36 (2)
N1—C5	1.355 (14)	C13—H13	0.9500
N2—C10	1.336 (14)	C14—C15	1.362 (18)
N2—C11	1.357 (15)	C14—H14	0.9500
N2—Ag1iii	2.151 (9)	C15—C16	1.399 (15)
N3—C5	1.354 (15)	C15—H15	0.9500
N3—C6	1.458 (15)	C17—C18	1.541 (14)
N3—H3	0.8800	C17—H17A	0.9900
N4—C16	1.348 (14)	C17—H17B	0.9900
N4—C12	1.363 (14)	C18—C19	1.376 (15)
N4—Ag2iv	2.151 (9)	C18—C22	1.378 (15)
N5—C21	1.325 (14)	C19—C20	1.382 (16)
N5—C22	1.364 (14)	C19—H19	0.9500
N6—C16	1.371 (15)	C20—C21	1.401 (16)
N6—C17	1.437 (14)	C20—H20	0.9500
N6—H6	0.8800	C21—H21	0.9500
C1—C2	1.343 (19)	C22—H22	0.9500
C1—H1	0.9500	S1—O3	1.432 (8)
C2—C3	1.380 (19)	S1—O1	1.439 (8)
C2—H2	0.9500	S1—O2	1.459 (8)
C3—C4	1.385 (19)	S1—C23	1.817 (11)
C3—H3A	0.9500	C23—F2	1.331 (14)
C4—C5	1.406 (16)	C23—F3	1.335 (13)
C4—H4	0.9500	C23—F1	1.338 (13)
C6—C7	1.532 (15)	S2—O6	1.408 (9)
C6—H6A	0.9900	S2—O5	1.445 (9)
C6—H6B	0.9900	S2—O4	1.457 (9)
C7—C8	1.370 (15)	S2—C24	1.815 (13)
C7—C11	1.388 (16)	C24—F5	1.312 (15)
C8—C9	1.365 (16)	C24—F4	1.329 (15)
C8—H8	0.9500	C24—F6	1.365 (16)
C9—C10	1.374 (16)
N2i—Ag1—N1	173.2 (3)	N4—C12—C13	122.1 (12)
N2i—Ag1—Ag2	82.3 (2)	N4—C12—H12	118.9
N1—Ag1—Ag2	91.7 (2)	C13—C12—H12	118.9
N4ii—Ag2—N5	157.1 (3)	C14—C13—C12	118.1 (13)
N4ii—Ag2—Ag1	106.3 (2)	C14—C13—H13	120.9
N5—Ag2—Ag1	92.4 (2)	C12—C13—H13	120.9
C1—N1—C5	117.0 (10)	C13—C14—C15	122.2 (11)
C1—N1—Ag1	121.4 (8)	C13—C14—H14	118.9
C5—N1—Ag1	121.4 (7)	C15—C14—H14	118.9
C10—N2—C11	117.8 (9)	C14—C15—C16	117.3 (11)
C10—N2—Ag1iii	119.9 (7)	C14—C15—H15	121.3
C11—N2—Ag1iii	122.0 (7)	C16—C15—H15	121.3
C5—N3—C6	123.5 (10)	N4—C16—N6	115.2 (9)
C5—N3—H3	118.3	N4—C16—C15	122.1 (10)
C6—N3—H3	118.3	N6—C16—C15	122.6 (10)
C16—N4—C12	118.0 (9)	N6—C17—C18	114.8 (9)
C16—N4—Ag2iv	127.9 (7)	N6—C17—H17A	108.6
C12—N4—Ag2iv	114.0 (7)	C18—C17—H17A	108.6
C21—N5—C22	119.9 (9)	N6—C17—H17B	108.6
C21—N5—Ag2	117.9 (7)	C18—C17—H17B	108.6
C22—N5—Ag2	121.3 (7)	H17A—C17—H17B	107.5
C16—N6—C17	122.3 (10)	C19—C18—C22	119.0 (10)
C16—N6—H6	118.9	C19—C18—C17	119.8 (9)
C17—N6—H6	118.9	C22—C18—C17	121.2 (9)
N1—C1—C2	129.9 (13)	C18—C19—C20	119.5 (10)
N1—C1—H1	115.1	C18—C19—H19	120.2
C2—C1—H1	115.1	C20—C19—H19	120.2
C1—C2—C3	114.1 (12)	C19—C20—C21	119.1 (10)
C1—C2—H2	123.0	C19—C20—H20	120.4
C3—C2—H2	123.0	C21—C20—H20	120.4
C2—C3—C4	120.6 (12)	N5—C21—C20	121.0 (10)
C2—C3—H3A	119.7	N5—C21—H21	119.5
C4—C3—H3A	119.7	C20—C21—H21	119.5
C3—C4—C5	119.0 (11)	N5—C22—C18	121.4 (10)
C3—C4—H4	120.5	N5—C22—H22	119.3
C5—C4—H4	120.5	C18—C22—H22	119.3
N3—C5—N1	117.8 (9)	O3—S1—O1	114.7 (5)
N3—C5—C4	122.8 (10)	O3—S1—O2	115.2 (5)
N1—C5—C4	119.4 (11)	O1—S1—O2	114.6 (5)
N3—C6—C7	114.7 (10)	O3—S1—C23	103.0 (5)
N3—C6—H6A	108.6	O1—S1—C23	103.6 (5)
C7—C6—H6A	108.6	O2—S1—C23	103.6 (5)
N3—C6—H6B	108.6	F2—C23—F3	108.3 (9)
C7—C6—H6B	108.6	F2—C23—F1	107.7 (9)
H6A—C6—H6B	107.6	F3—C23—F1	107.5 (9)
C8—C7—C11	116.8 (10)	F2—C23—S1	110.9 (8)
C8—C7—C6	119.6 (10)	F3—C23—S1	110.9 (8)
C11—C7—C6	123.5 (10)	F1—C23—S1	111.3 (8)
C9—C8—C7	121.8 (11)	O6—S2—O5	118.1 (6)
C9—C8—H8	119.1	O6—S2—O4	114.7 (5)
C7—C8—H8	119.1	O5—S2—O4	112.9 (6)
C8—C9—C10	117.9 (10)	O6—S2—C24	104.9 (6)
C8—C9—H9	121.1	O5—S2—C24	102.1 (6)
C10—C9—H9	121.1	O4—S2—C24	101.5 (6)
N2—C10—C9	123.0 (10)	F5—C24—F4	108.3 (11)
N2—C10—H10	118.5	F5—C24—F6	110.3 (11)
C9—C10—H10	118.5	F4—C24—F6	107.1 (11)
N2—C11—C7	122.7 (10)	F5—C24—S2	112.9 (9)
N2—C11—H11	118.7	F4—C24—S2	110.2 (9)
C7—C11—H11	118.7	F6—C24—S2	107.8 (9)
N2i—Ag1—Ag2—N4ii	0.5 (3)	C12—C13—C14—C15	−1.5 (19)
N1—Ag1—Ag2—N4ii	177.3 (3)	C13—C14—C15—C16	0.4 (17)
N2i—Ag1—Ag2—N5	−166.0 (3)	C12—N4—C16—N6	−179.8 (9)
N1—Ag1—Ag2—N5	10.9 (3)	Ag2iv—N4—C16—N6	−2.3 (14)
N2i—Ag1—N1—C1	110 (3)	C12—N4—C16—C15	−1.6 (15)
Ag2—Ag1—N1—C1	82.1 (9)	Ag2iv—N4—C16—C15	175.8 (8)
N2i—Ag1—N1—C5	−67 (3)	C17—N6—C16—N4	−164.2 (9)
Ag2—Ag1—N1—C5	−94.4 (7)	C17—N6—C16—C15	17.7 (16)
N4ii—Ag2—N5—C21	−51.1 (13)	C14—C15—C16—N4	1.2 (16)
Ag1—Ag2—N5—C21	93.7 (8)	C14—C15—C16—N6	179.2 (10)
N4ii—Ag2—N5—C22	118.2 (10)	C16—N6—C17—C18	−89.4 (13)
Ag1—Ag2—N5—C22	−96.9 (8)	N6—C17—C18—C19	176.1 (10)
C5—N1—C1—C2	1 (2)	N6—C17—C18—C22	−5.8 (16)
Ag1—N1—C1—C2	−175.3 (12)	C22—C18—C19—C20	−2.8 (15)
N1—C1—C2—C3	−1 (2)	C17—C18—C19—C20	175.3 (10)
C1—C2—C3—C4	0.9 (19)	C18—C19—C20—C21	−0.2 (16)
C2—C3—C4—C5	−0.3 (19)	C22—N5—C21—C20	−2.4 (16)
C6—N3—C5—N1	164.4 (10)	Ag2—N5—C21—C20	167.1 (8)
C6—N3—C5—C4	−16.9 (17)	C19—C20—C21—N5	2.8 (17)
C1—N1—C5—N3	178.2 (11)	C21—N5—C22—C18	−0.7 (15)
Ag1—N1—C5—N3	−5.1 (13)	Ag2—N5—C22—C18	−169.8 (8)
C1—N1—C5—C4	−0.5 (15)	C19—C18—C22—N5	3.3 (15)
Ag1—N1—C5—C4	176.2 (8)	C17—C18—C22—N5	−174.8 (10)
C3—C4—C5—N3	−178.6 (11)	O3—S1—C23—F2	61.0 (9)
C3—C4—C5—N1	0.0 (17)	O1—S1—C23—F2	−58.8 (9)
C5—N3—C6—C7	95.1 (14)	O2—S1—C23—F2	−178.7 (8)
N3—C6—C7—C8	170.4 (10)	O3—S1—C23—F3	−178.7 (8)
N3—C6—C7—C11	−6.0 (17)	O1—S1—C23—F3	61.6 (9)
C11—C7—C8—C9	−1.6 (16)	O2—S1—C23—F3	−58.3 (9)
C6—C7—C8—C9	−178.3 (11)	O3—S1—C23—F1	−59.0 (9)
C7—C8—C9—C10	1.4 (17)	O1—S1—C23—F1	−178.7 (8)
C11—N2—C10—C9	2.0 (16)	O2—S1—C23—F1	61.3 (9)
Ag1iii—N2—C10—C9	175.4 (8)	O6—S2—C24—F5	−177.0 (10)
C8—C9—C10—N2	−1.6 (17)	O5—S2—C24—F5	59.3 (11)
C10—N2—C11—C7	−2.3 (15)	O4—S2—C24—F5	−57.4 (11)
Ag1iii—N2—C11—C7	−175.5 (8)	O6—S2—C24—F4	−55.7 (11)
C8—C7—C11—N2	2.1 (16)	O5—S2—C24—F4	−179.3 (9)
C6—C7—C11—N2	178.7 (11)	O4—S2—C24—F4	64.0 (10)
C16—N4—C12—C13	0.5 (15)	O6—S2—C24—F6	60.9 (10)
Ag2iv—N4—C12—C13	−177.3 (9)	O5—S2—C24—F6	−62.8 (10)
N4—C12—C13—C14	1.1 (17)	O4—S2—C24—F6	−179.5 (8)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3···O4	0.88	2.20	3.021 (12)	156
N6—H6···O2iv	0.88	2.42	3.159 (12)	142
C1—H1···O1	0.95	2.56	3.389 (16)	146
C6—H6A···F6v	0.99	2.55	3.282 (15)	131
C9—H9···O3vi	0.95	2.44	3.329 (14)	156
C10—H10···O1iii	0.95	2.57	3.373 (14)	142
C12—H12···O4vii	0.95	2.51	3.331 (15)	145
C17—H17A···O3iv	0.99	2.42	3.186 (14)	134
C21—H21···F6i	0.95	2.54	3.325 (14)	140

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3⋯O4	0.88	2.20	3.021 (12)	156
N6—H6⋯O2i	0.88	2.42	3.159 (12)	142
C1—H1⋯O1	0.95	2.56	3.389 (16)	146
C6—H6A⋯F6ii	0.99	2.55	3.282 (15)	131
C9—H9⋯O3iii	0.95	2.44	3.329 (14)	156
C10—H10⋯O1iv	0.95	2.57	3.373 (14)	142
C12—H12⋯O4v	0.95	2.51	3.331 (15)	145
C17—H17A⋯O3i	0.99	2.42	3.186 (14)	134
C21—H21⋯F6vi	0.95	2.54	3.325 (14)	140

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) .