[μ-1,2-Bis(4-pyrid-yl)ethane-κN:N']bis-[(4'-phenyl-2,2':6',2''-terpyridine-κN,N',N'')silver(I)] bis-(trifluoro-methane-sulfonate).

In the title compound, [Ag(2)(C(12)H(12)N(2))(C(21)H(15)N(3))(2)](CF(3)SO(3))(2), the Ag(I) atom is coordinated by three N atoms of one 4'-phenyl-2,2':6',2''-terpyridine (phtpy) ligand and one pyridyl N atom of the 1,2-bis-(4-pyrid-yl)ethane (bpe) ligand, displaying a distorted square-planar geometry. Two Ag(I) atoms are bridged by one trans-bpe ligand, generating a dinuclear cation. The dinuclear cation is located on a centre of inversion, which is in the middle of the ethyl-ene fragment of the bpe ligand. In the crystal, the pyridyl rings of neighboring dinuclear units are stacked by π-π inter-actions with centroid-centroid distances of 3.667 (2) and 3.835 (2) Å. The F and O atoms of the CF(3)SO(3) (-) anions are involved in inter-molecular C-H⋯F and C-H⋯O hydrogen-bonding inter-actions, respectively, with -CH groups from the phtpy ligands.

Related literature

For related complexes with phtpy as a ligand, see: Chen et al. (2005 ▶); Constable et al. (1990 ▶); Hou & Li (2005 ▶); Rao et al. (1997 ▶); Shi et al. (2007 ▶); Tu et al. (2004 ▶); Xie et al. (2008 ▶).

Experimental

Crystal data

[Ag2(C12H12N2)(C21H15N3)2](CF3O3S)2

M = 1316.86

Monoclinic,

a = 7.8345 (8) Å

b = 17.4048 (17) Å

c = 20.5608 (18) Å

β = 108.795 (3)°

V = 2654.1 (4) Å3

Z = 2

Mo Kα radiation

μ = 0.90 mm−1

T = 295 K

0.18 × 0.12 × 0.10 mm

Data collection

Bruker SMART APEX area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.855, T max = 0.916

14927 measured reflections

5194 independent reflections

4170 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.119

S = 1.08

5194 reflections

361 parameters

H-atom parameters constrained

Δρmax = 0.54 e Å−3

Δρmin = −0.50 e Å−3

Data collection: SMART (Bruker, 2002 ▶); cell refinement: SAINT (Bruker, 2002 ▶); 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.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810031776/zl2294sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810031776/zl2294Isup2.hkl

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

[Ag2(C12H12N2)(C21H15N3)2](CF3O3S)2	F(000) = 1324
Mr = 1316.86	Dx = 1.648 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4745 reflections
a = 7.8345 (8) Å	θ = 2.3–25.0°
b = 17.4048 (17) Å	µ = 0.90 mm−1
c = 20.5608 (18) Å	T = 295 K
β = 108.795 (3)°	Prism, yellow
V = 2654.1 (4) Å3	0.18 × 0.12 × 0.10 mm
Z = 2

Bruker SMART APEX area-detector diffractometer	5194 independent reflections
Radiation source: fine-focus sealed tube	4170 reflections with I > 2σ(I)
graphite	Rint = 0.022
φ and ω scans	θmax = 26.0°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
Tmin = 0.855, Tmax = 0.916	k = −21→21
14927 measured reflections	l = −25→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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.119	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.0657P)2 + 0.7584P] where P = (Fo2 + 2Fc2)/3
5194 reflections	(Δ/σ)max = 0.002
361 parameters	Δρmax = 0.54 e Å−3
0 restraints	Δρmin = −0.50 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	0.83117 (4)	0.124375 (13)	0.540004 (13)	0.06447 (14)
N1	0.8764 (4)	0.10707 (15)	0.42457 (14)	0.0530 (6)
N2	0.7513 (3)	0.00035 (13)	0.49378 (11)	0.0402 (5)
N3	0.7565 (3)	0.04668 (14)	0.61909 (12)	0.0484 (6)
N4	0.8557 (4)	0.25065 (15)	0.54219 (14)	0.0568 (7)
C1	0.9334 (5)	0.1619 (2)	0.39122 (19)	0.0605 (8)
H1	0.9685	0.2087	0.4133	0.073*
C2	0.9433 (5)	0.1533 (2)	0.32641 (18)	0.0598 (8)
H2	0.9841	0.1930	0.3050	0.072*
C3	0.8911 (4)	0.0840 (2)	0.29400 (17)	0.0559 (8)
H3	0.8961	0.0759	0.2499	0.067*
C4	0.8311 (4)	0.02665 (18)	0.32742 (16)	0.0508 (7)
H4	0.7944	−0.0204	0.3060	0.061*
C5	0.8262 (4)	0.03988 (16)	0.39343 (14)	0.0420 (6)
C6	0.7646 (4)	−0.02060 (16)	0.43270 (14)	0.0400 (6)
C7	0.7215 (4)	−0.09458 (17)	0.40732 (14)	0.0434 (6)
H7	0.7368	−0.1086	0.3659	0.052*
C8	0.6551 (4)	−0.14803 (17)	0.44398 (14)	0.0416 (6)
C9	0.6437 (4)	−0.12466 (15)	0.50720 (15)	0.0428 (6)
H9	0.6012	−0.1585	0.5335	0.051*
C10	0.6957 (4)	−0.05081 (15)	0.53104 (13)	0.0392 (6)
C11	0.6937 (4)	−0.02467 (16)	0.60008 (14)	0.0413 (6)
C12	0.6375 (4)	−0.07108 (19)	0.64369 (15)	0.0508 (7)
H12	0.5959	−0.1205	0.6301	0.061*
C13	0.6430 (5)	−0.0442 (2)	0.70717 (16)	0.0605 (9)
H13	0.6055	−0.0751	0.7369	0.073*
C14	0.7046 (5)	0.0293 (2)	0.72631 (17)	0.0638 (9)
H14	0.7083	0.0492	0.7687	0.077*
C15	0.7597 (5)	0.0717 (2)	0.68126 (16)	0.0602 (8)
H15	0.8023	0.1211	0.6943	0.072*
C16	0.5957 (4)	−0.22547 (16)	0.41550 (14)	0.0445 (6)
C17	0.5324 (4)	−0.23678 (18)	0.34475 (16)	0.0529 (7)
H17	0.5290	−0.1957	0.3154	0.063*
C18	0.4746 (5)	−0.3084 (2)	0.31780 (18)	0.0636 (9)
H18	0.4324	−0.3151	0.2704	0.076*
C19	0.4789 (5)	−0.36933 (19)	0.3599 (2)	0.0645 (9)
H19	0.4401	−0.4174	0.3413	0.077*
C20	0.5409 (5)	−0.35943 (19)	0.43023 (18)	0.0620 (9)
H20	0.5436	−0.4009	0.4591	0.074*
C21	0.5990 (5)	−0.28787 (18)	0.45772 (16)	0.0549 (8)
H21	0.6408	−0.2815	0.5052	0.066*
C22	0.9687 (5)	0.2898 (2)	0.59487 (19)	0.0624 (9)
H22	1.0267	0.2636	0.6354	0.075*
C23	1.0020 (6)	0.3663 (2)	0.5915 (2)	0.0690 (10)
H23	1.0811	0.3910	0.6293	0.083*
C24	0.9185 (5)	0.40753 (19)	0.5317 (2)	0.0635 (9)
C25	0.8000 (5)	0.36723 (19)	0.4785 (2)	0.0642 (9)
H25	0.7381	0.3923	0.4378	0.077*
C26	0.7729 (5)	0.29046 (19)	0.48535 (18)	0.0595 (8)
H26	0.6926	0.2647	0.4485	0.071*
C27	0.9537 (7)	0.4920 (2)	0.5257 (2)	0.0888 (14)
H27A	0.8399	0.5194	0.5127	0.107*
H27B	1.0274	0.5111	0.5702	0.107*
S1	0.31230 (14)	0.32504 (6)	0.30585 (5)	0.0664 (3)
F1	0.3391 (4)	0.41393 (17)	0.41012 (12)	0.1064 (9)
F2	0.1381 (4)	0.44991 (16)	0.31985 (14)	0.1094 (9)
F3	0.0908 (5)	0.3532 (2)	0.37338 (19)	0.1285 (12)
O1	0.3771 (5)	0.26387 (17)	0.35204 (17)	0.1020 (10)
O2	0.4462 (6)	0.3727 (2)	0.2939 (2)	0.1197 (14)
O3	0.1655 (5)	0.3085 (2)	0.24617 (16)	0.1157 (13)
C28	0.2121 (6)	0.3884 (2)	0.35363 (19)	0.0699 (10)

	U11	U22	U33	U12	U13	U23
Ag1	0.0906 (2)	0.03503 (16)	0.0624 (2)	−0.00525 (11)	0.01721 (15)	0.00040 (10)
N1	0.0587 (16)	0.0431 (13)	0.0574 (16)	−0.0039 (12)	0.0192 (13)	0.0038 (12)
N2	0.0405 (13)	0.0391 (12)	0.0383 (12)	0.0027 (10)	0.0087 (10)	0.0011 (10)
N3	0.0579 (15)	0.0387 (13)	0.0437 (13)	0.0068 (11)	0.0097 (12)	−0.0030 (10)
N4	0.0702 (18)	0.0383 (14)	0.0629 (18)	−0.0016 (12)	0.0229 (15)	0.0024 (12)
C1	0.069 (2)	0.0446 (18)	0.069 (2)	−0.0084 (16)	0.0233 (18)	0.0044 (16)
C2	0.058 (2)	0.0544 (19)	0.071 (2)	0.0026 (16)	0.0265 (18)	0.0187 (17)
C3	0.0556 (19)	0.063 (2)	0.0527 (18)	0.0014 (15)	0.0224 (15)	0.0094 (15)
C4	0.0536 (18)	0.0489 (17)	0.0503 (17)	0.0017 (14)	0.0175 (15)	0.0034 (13)
C5	0.0362 (14)	0.0428 (15)	0.0446 (15)	0.0033 (12)	0.0096 (12)	0.0051 (12)
C6	0.0350 (14)	0.0418 (15)	0.0405 (14)	0.0034 (11)	0.0082 (12)	0.0043 (11)
C7	0.0459 (16)	0.0438 (15)	0.0402 (14)	−0.0005 (13)	0.0133 (13)	−0.0010 (12)
C8	0.0417 (15)	0.0416 (14)	0.0409 (14)	0.0001 (11)	0.0125 (12)	−0.0007 (12)
C9	0.0418 (15)	0.0432 (16)	0.0415 (15)	−0.0010 (12)	0.0109 (12)	0.0018 (12)
C10	0.0356 (14)	0.0387 (14)	0.0398 (14)	0.0046 (11)	0.0076 (11)	0.0014 (11)
C11	0.0372 (15)	0.0444 (15)	0.0398 (14)	0.0090 (12)	0.0089 (12)	0.0022 (12)
C12	0.0510 (18)	0.0525 (17)	0.0503 (16)	−0.0020 (14)	0.0184 (14)	−0.0024 (14)
C13	0.059 (2)	0.080 (2)	0.0469 (17)	0.0030 (17)	0.0224 (16)	0.0042 (16)
C14	0.068 (2)	0.077 (2)	0.0449 (17)	0.0126 (18)	0.0164 (16)	−0.0142 (17)
C15	0.078 (2)	0.0487 (18)	0.0493 (18)	0.0056 (16)	0.0140 (17)	−0.0080 (14)
C16	0.0462 (16)	0.0434 (15)	0.0445 (15)	−0.0040 (12)	0.0156 (13)	−0.0028 (12)
C17	0.063 (2)	0.0490 (17)	0.0467 (17)	−0.0053 (15)	0.0183 (15)	−0.0011 (13)
C18	0.074 (2)	0.065 (2)	0.0492 (18)	−0.0133 (17)	0.0163 (17)	−0.0135 (16)
C19	0.078 (2)	0.0494 (19)	0.066 (2)	−0.0161 (16)	0.0222 (19)	−0.0162 (16)
C20	0.083 (3)	0.0430 (17)	0.063 (2)	−0.0105 (16)	0.0269 (19)	−0.0012 (15)
C21	0.071 (2)	0.0472 (17)	0.0462 (17)	−0.0063 (15)	0.0181 (15)	−0.0018 (13)
C22	0.076 (2)	0.0504 (19)	0.062 (2)	0.0000 (17)	0.0233 (18)	0.0037 (16)
C23	0.084 (3)	0.054 (2)	0.074 (2)	−0.0155 (18)	0.033 (2)	−0.0126 (18)
C24	0.087 (3)	0.0404 (17)	0.079 (2)	−0.0082 (17)	0.049 (2)	−0.0047 (16)
C25	0.076 (2)	0.0498 (19)	0.070 (2)	0.0067 (17)	0.028 (2)	0.0167 (16)
C26	0.060 (2)	0.0495 (18)	0.066 (2)	−0.0042 (15)	0.0171 (17)	0.0005 (16)
C27	0.140 (4)	0.043 (2)	0.111 (3)	−0.012 (2)	0.079 (3)	−0.002 (2)
S1	0.0776 (6)	0.0679 (6)	0.0576 (5)	−0.0045 (5)	0.0271 (5)	−0.0090 (4)
F1	0.135 (2)	0.109 (2)	0.0634 (14)	0.0154 (18)	0.0157 (15)	−0.0260 (14)
F2	0.151 (3)	0.0865 (18)	0.0858 (17)	0.0446 (17)	0.0304 (17)	0.0173 (14)
F3	0.143 (3)	0.121 (2)	0.168 (3)	−0.009 (2)	0.115 (3)	−0.007 (2)
O1	0.134 (3)	0.0624 (18)	0.104 (2)	0.0260 (18)	0.032 (2)	0.0056 (16)
O2	0.133 (3)	0.129 (3)	0.134 (3)	−0.035 (2)	0.094 (3)	−0.016 (2)
O3	0.108 (2)	0.154 (3)	0.0690 (19)	0.007 (2)	0.0062 (18)	−0.049 (2)
C28	0.097 (3)	0.064 (2)	0.050 (2)	0.003 (2)	0.026 (2)	0.0051 (17)

Ag1—N4	2.205 (3)	C14—C15	1.360 (5)
Ag1—N3	2.330 (3)	C14—H14	0.9300
Ag1—N2	2.360 (2)	C15—H15	0.9300
Ag1—N1	2.528 (3)	C16—C21	1.386 (4)
N1—C5	1.331 (4)	C16—C17	1.391 (4)
N1—C1	1.333 (4)	C17—C18	1.379 (5)
N2—C10	1.336 (4)	C17—H17	0.9300
N2—C6	1.344 (4)	C18—C19	1.363 (5)
N3—C15	1.343 (4)	C18—H18	0.9300
N3—C11	1.346 (4)	C19—C20	1.380 (5)
N4—C26	1.334 (4)	C19—H19	0.9300
N4—C22	1.343 (4)	C20—C21	1.383 (4)
C1—C2	1.368 (5)	C20—H20	0.9300
C1—H1	0.9300	C21—H21	0.9300
C2—C3	1.374 (5)	C22—C23	1.363 (5)
C2—H2	0.9300	C22—H22	0.9300
C3—C4	1.377 (4)	C23—C24	1.392 (5)
C3—H3	0.9300	C23—H23	0.9300
C4—C5	1.389 (4)	C24—C25	1.376 (5)
C4—H4	0.9300	C24—C27	1.507 (5)
C5—C6	1.498 (4)	C25—C26	1.367 (5)
C6—C7	1.390 (4)	C25—H25	0.9300
C7—C8	1.399 (4)	C26—H26	0.9300
C7—H7	0.9300	C27—C27i	1.487 (8)
C8—C9	1.392 (4)	C27—H27A	0.9700
C8—C16	1.483 (4)	C27—H27B	0.9700
C9—C10	1.389 (4)	S1—O1	1.408 (3)
C9—H9	0.9300	S1—O3	1.415 (3)
C10—C11	1.496 (4)	S1—O2	1.420 (3)
C11—C12	1.380 (4)	S1—C28	1.815 (4)
C12—C13	1.374 (4)	F1—C28	1.338 (5)
C12—H12	0.9300	F2—C28	1.305 (4)
C13—C14	1.378 (5)	F3—C28	1.301 (5)
C13—H13	0.9300
N4—Ag1—N3	127.16 (9)	C15—C14—C13	117.9 (3)
N4—Ag1—N2	158.38 (9)	C15—C14—H14	121.0
N3—Ag1—N2	69.91 (8)	C13—C14—H14	121.0
N4—Ag1—N1	95.75 (9)	N3—C15—C14	124.0 (3)
N3—Ag1—N1	136.79 (8)	N3—C15—H15	118.0
N2—Ag1—N1	67.19 (8)	C14—C15—H15	118.0
C5—N1—C1	118.5 (3)	C21—C16—C17	118.2 (3)
C5—N1—Ag1	116.58 (19)	C21—C16—C8	121.7 (3)
C1—N1—Ag1	124.7 (2)	C17—C16—C8	120.1 (3)
C10—N2—C6	119.5 (2)	C18—C17—C16	120.5 (3)
C10—N2—Ag1	118.15 (17)	C18—C17—H17	119.7
C6—N2—Ag1	122.28 (18)	C16—C17—H17	119.7
C15—N3—C11	118.0 (3)	C19—C18—C17	120.7 (3)
C15—N3—Ag1	122.9 (2)	C19—C18—H18	119.7
C11—N3—Ag1	118.89 (18)	C17—C18—H18	119.7
C26—N4—C22	116.9 (3)	C18—C19—C20	119.8 (3)
C26—N4—Ag1	119.0 (2)	C18—C19—H19	120.1
C22—N4—Ag1	123.5 (2)	C20—C19—H19	120.1
N1—C1—C2	123.8 (3)	C19—C20—C21	120.0 (3)
N1—C1—H1	118.1	C19—C20—H20	120.0
C2—C1—H1	118.1	C21—C20—H20	120.0
C1—C2—C3	117.8 (3)	C20—C21—C16	120.8 (3)
C1—C2—H2	121.1	C20—C21—H21	119.6
C3—C2—H2	121.1	C16—C21—H21	119.6
C2—C3—C4	119.3 (3)	N4—C22—C23	122.8 (4)
C2—C3—H3	120.3	N4—C22—H22	118.6
C4—C3—H3	120.3	C23—C22—H22	118.6
C3—C4—C5	119.2 (3)	C22—C23—C24	120.4 (4)
C3—C4—H4	120.4	C22—C23—H23	119.8
C5—C4—H4	120.4	C24—C23—H23	119.8
N1—C5—C4	121.3 (3)	C25—C24—C23	116.3 (3)
N1—C5—C6	117.1 (3)	C25—C24—C27	121.8 (4)
C4—C5—C6	121.7 (3)	C23—C24—C27	121.9 (4)
N2—C6—C7	121.3 (3)	C26—C25—C24	120.3 (3)
N2—C6—C5	116.7 (2)	C26—C25—H25	119.9
C7—C6—C5	122.0 (3)	C24—C25—H25	119.9
C6—C7—C8	120.1 (3)	N4—C26—C25	123.4 (3)
C6—C7—H7	119.9	N4—C26—H26	118.3
C8—C7—H7	119.9	C25—C26—H26	118.3
C9—C8—C7	117.1 (3)	C27i—C27—C24	112.7 (4)
C9—C8—C16	121.9 (3)	C27i—C27—H27A	109.1
C7—C8—C16	121.0 (3)	C24—C27—H27A	109.1
C10—C9—C8	120.0 (3)	C27i—C27—H27B	109.1
C10—C9—H9	120.0	C24—C27—H27B	109.1
C8—C9—H9	120.0	H27A—C27—H27B	107.8
N2—C10—C9	121.8 (3)	O1—S1—O3	116.6 (2)
N2—C10—C11	116.5 (2)	O1—S1—O2	115.6 (3)
C9—C10—C11	121.7 (3)	O3—S1—O2	114.1 (3)
N3—C11—C12	121.0 (3)	O1—S1—C28	102.68 (18)
N3—C11—C10	116.2 (2)	O3—S1—C28	102.7 (2)
C12—C11—C10	122.8 (3)	O2—S1—C28	102.2 (2)
C13—C12—C11	119.9 (3)	F3—C28—F2	108.0 (4)
C13—C12—H12	120.0	F3—C28—F1	107.4 (3)
C11—C12—H12	120.0	F2—C28—F1	105.6 (3)
C12—C13—C14	119.2 (3)	F3—C28—S1	111.7 (3)
C12—C13—H13	120.4	F2—C28—S1	113.9 (3)
C14—C13—H13	120.4	F1—C28—S1	109.9 (3)
N4—Ag1—N1—C5	−163.1 (2)	Ag1—N2—C10—C11	−1.4 (3)
N3—Ag1—N1—C5	10.5 (3)	C8—C9—C10—N2	2.4 (4)
N2—Ag1—N1—C5	3.2 (2)	C8—C9—C10—C11	−177.1 (3)
N4—Ag1—N1—C1	11.7 (3)	C15—N3—C11—C12	−1.1 (4)
N3—Ag1—N1—C1	−174.7 (2)	Ag1—N3—C11—C12	−176.1 (2)
N2—Ag1—N1—C1	177.9 (3)	C15—N3—C11—C10	−178.9 (3)
N4—Ag1—N2—C10	−142.1 (3)	Ag1—N3—C11—C10	6.2 (3)
N3—Ag1—N2—C10	3.26 (19)	N2—C10—C11—N3	−3.1 (4)
N1—Ag1—N2—C10	177.9 (2)	C9—C10—C11—N3	176.4 (3)
N4—Ag1—N2—C6	39.7 (4)	N2—C10—C11—C12	179.2 (3)
N3—Ag1—N2—C6	−174.9 (2)	C9—C10—C11—C12	−1.2 (4)
N1—Ag1—N2—C6	−0.24 (19)	N3—C11—C12—C13	0.9 (5)
N4—Ag1—N3—C15	−14.9 (3)	C10—C11—C12—C13	178.5 (3)
N2—Ag1—N3—C15	−179.7 (3)	C11—C12—C13—C14	0.1 (5)
N1—Ag1—N3—C15	173.1 (2)	C12—C13—C14—C15	−0.8 (5)
N4—Ag1—N3—C11	159.7 (2)	C11—N3—C15—C14	0.4 (5)
N2—Ag1—N3—C11	−5.1 (2)	Ag1—N3—C15—C14	175.1 (3)
N1—Ag1—N3—C11	−12.3 (3)	C13—C14—C15—N3	0.5 (6)
N3—Ag1—N4—C26	−131.2 (2)	C9—C8—C16—C21	−27.9 (5)
N2—Ag1—N4—C26	6.7 (4)	C7—C8—C16—C21	153.6 (3)
N1—Ag1—N4—C26	43.2 (3)	C9—C8—C16—C17	151.3 (3)
N3—Ag1—N4—C22	57.8 (3)	C7—C8—C16—C17	−27.2 (4)
N2—Ag1—N4—C22	−164.2 (2)	C21—C16—C17—C18	0.0 (5)
N1—Ag1—N4—C22	−127.7 (3)	C8—C16—C17—C18	−179.1 (3)
C5—N1—C1—C2	0.1 (5)	C16—C17—C18—C19	−0.2 (6)
Ag1—N1—C1—C2	−174.6 (3)	C17—C18—C19—C20	0.2 (6)
N1—C1—C2—C3	0.1 (5)	C18—C19—C20—C21	−0.2 (6)
C1—C2—C3—C4	0.1 (5)	C19—C20—C21—C16	0.1 (6)
C2—C3—C4—C5	−0.5 (5)	C17—C16—C21—C20	0.0 (5)
C1—N1—C5—C4	−0.5 (4)	C8—C16—C21—C20	179.2 (3)
Ag1—N1—C5—C4	174.6 (2)	C26—N4—C22—C23	−1.0 (5)
C1—N1—C5—C6	179.4 (3)	Ag1—N4—C22—C23	170.1 (3)
Ag1—N1—C5—C6	−5.5 (3)	N4—C22—C23—C24	−0.3 (6)
C3—C4—C5—N1	0.7 (5)	C22—C23—C24—C25	1.6 (6)
C3—C4—C5—C6	−179.2 (3)	C22—C23—C24—C27	−179.2 (4)
C10—N2—C6—C7	0.1 (4)	C23—C24—C25—C26	−1.7 (6)
Ag1—N2—C6—C7	178.2 (2)	C27—C24—C25—C26	179.2 (4)
C10—N2—C6—C5	179.5 (2)	C22—N4—C26—C25	1.0 (5)
Ag1—N2—C6—C5	−2.4 (3)	Ag1—N4—C26—C25	−170.5 (3)
N1—C5—C6—N2	5.3 (4)	C24—C25—C26—N4	0.4 (6)
C4—C5—C6—N2	−174.8 (3)	C25—C24—C27—C27i	−66.6 (7)
N1—C5—C6—C7	−175.3 (3)	C23—C24—C27—C27i	114.3 (6)
C4—C5—C6—C7	4.7 (4)	O1—S1—C28—F3	−56.0 (4)
N2—C6—C7—C8	2.9 (4)	O3—S1—C28—F3	65.4 (4)
C5—C6—C7—C8	−176.5 (3)	O2—S1—C28—F3	−176.1 (3)
C6—C7—C8—C9	−3.1 (4)	O1—S1—C28—F2	−178.7 (3)
C6—C7—C8—C16	175.5 (3)	O3—S1—C28—F2	−57.3 (4)
C7—C8—C9—C10	0.5 (4)	O2—S1—C28—F2	61.2 (4)
C16—C8—C9—C10	−178.0 (3)	O1—S1—C28—F1	63.1 (3)
C6—N2—C10—C9	−2.7 (4)	O3—S1—C28—F1	−175.5 (3)
Ag1—N2—C10—C9	179.0 (2)	O2—S1—C28—F1	−57.1 (3)
C6—N2—C10—C11	176.8 (2)

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12···O1ii	0.93	2.52	3.360 (4)	150.
C20—H20···F1ii	0.93	2.56	3.251 (5)	132.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12⋯O1i	0.93	2.52	3.360 (4)	150
C20—H20⋯F1i	0.93	2.56	3.251 (5)	132

Symmetry code: (i) .