catena-Poly[[[N'-(4-cyano-benzyl-idene)nicotinohydrazide)silver(I)]-μ-N'-(4-cyano-benzyl-idene)nicotinohydrazide] hexa-fluorido-phosphate].

In the title polymer, {[Ag(C(14)H(10)N(4)O)(2)]PF(6)}(n), each Ag(I) ion is coordinated by two N atoms from two pyridyl rings of independent N'-(4-cyano-benzyl-idene)nicotinohydrazide ligands, and one N atom from one carbonitrile group of a symmetry-related ligand in a distorted T-shaped geometry. The ligands exhibit two modes of coordination. One acts as a bridge connecting Ag atoms to form one-dimensional chains along [01]. The other acts as a terminal monodentate ligand, coordinating to Ag through its pyridyl N atom. Two neighbouring anti-parallel chains in the crystal are connected through N-H⋯O hydrogen bonds. Other adjacent chains are packed via Ag⋯O inter-actions, with Ag⋯O separations of 2.876 (2) Å. In addition, PF(6) (-) counter-anions inter-act with the hydrazone groups through N-H⋯F hydrogen bonds. The PF(6) (-) anion is disordered over two sites, with occupancies of 0.773 (8) and 0.227 (8).

Related literature

For background on fluorescent silver coordination complexes, see: Dong et al. (2004 ▶); Sumby & Hardie (2005 ▶). For related structures, see: Niu et al. (2007 ▶, 2008 ▶); Vatsadze et al. (2004 ▶); Zheng et al. (2003 ▶).

Experimental

Crystal data

[Ag(C14H10N4O)2]PF6

M = 753.36

Monoclinic,

a = 22.3252 (17) Å

b = 13.6939 (11) Å

c = 19.8523 (16) Å

β = 99.9770 (10)°

V = 5977.4 (8) Å3

Z = 8

Mo Kα radiation

μ = 0.81 mm−1

T = 173 (2) K

0.44 × 0.32 × 0.29 mm

Data collection

Siemens SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Siemens, 1996 ▶) T min = 0.718, T max = 0.799

19020 measured reflections

6823 independent reflections

5105 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.099

S = 1.03

6823 reflections

460 parameters

96 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.92 e Å−3

Δρmin = −0.67 e Å−3

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1996 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXL97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXL97 and DIAMOND (Brandenburg, 2005 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808038907/bh2203sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808038907/bh2203Isup2.hkl

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

[Ag(C14H10N4O)2]PF6	F000 = 3008
Mr = 753.36	Dx = 1.674 Mg m−3
Monoclinic, C2/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 5745 reflections
a = 22.3252 (17) Å	θ = 2.1–27.5º
b = 13.6939 (11) Å	µ = 0.81 mm−1
c = 19.8523 (16) Å	T = 173 (2) K
β = 99.9770 (10)º	Prism, colourless
V = 5977.4 (8) Å3	0.44 × 0.32 × 0.29 mm
Z = 8

Siemens SMART CCD area-detector diffractometer	6823 independent reflections
Radiation source: fine-focus sealed tube	5105 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.022
T = 173(2) K	θmax = 27.5º
φ and ω scans	θmin = 2.1º
Absorption correction: multi-scan(SADABS; Siemens, 1996)	h = −28→25
Tmin = 0.718, Tmax = 0.800	k = −16→17
19020 measured reflections	l = −25→25

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)] = 0.037	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.099	w = 1/[σ2(Fo2) + (0.0457P)2 + 5.9377P] where P = (Fo2 + 2Fc2)/3
S = 1.03	(Δ/σ)max = 0.001
6823 reflections	Δρmax = 0.92 e Å−3
460 parameters	Δρmin = −0.67 e Å−3
96 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

	x	y	z	Uiso*/Ueq	Occ. (<1)
N8	0.61351 (13)	0.7668 (2)	−0.23514 (14)	0.0680 (8)
C28	0.57801 (14)	0.7655 (3)	−0.20064 (15)	0.0538 (7)
C25	0.53188 (13)	0.7592 (2)	−0.15834 (14)	0.0478 (7)
C24	0.50609 (14)	0.6686 (2)	−0.14987 (15)	0.0531 (7)
H24	0.5184	0.6128	−0.1724	0.064*
C26	0.51433 (15)	0.8411 (3)	−0.12646 (17)	0.0601 (8)
H26	0.5315	0.9031	−0.1330	0.072*
C27	0.47114 (15)	0.8310 (2)	−0.08462 (18)	0.0601 (8)
H27	0.4592	0.8868	−0.0618	0.072*
C23	0.46282 (14)	0.6602 (2)	−0.10881 (15)	0.0510 (7)
H23	0.4449	0.5985	−0.1032	0.061*
C22	0.44513 (13)	0.7418 (2)	−0.07544 (14)	0.0477 (7)
C21	0.40138 (14)	0.7334 (2)	−0.02860 (15)	0.0520 (7)
H21	0.3960	0.7864	0.0006	0.062*
N7	0.37061 (11)	0.6556 (2)	−0.02684 (12)	0.0494 (6)
N6	0.33253 (11)	0.6554 (2)	0.02109 (12)	0.0486 (6)
Ag1	0.182725 (12)	0.812121 (16)	0.197931 (13)	0.05723 (10)
C12	0.44862 (16)	1.2299 (3)	−0.09411 (17)	0.0643 (9)
H12	0.4699	1.1967	−0.1248	0.077*
C19	0.24057 (13)	0.66761 (18)	0.10608 (13)	0.0401 (6)
H19	0.2509	0.7270	0.0862	0.048*
C15	0.19185 (13)	0.5876 (2)	0.18284 (14)	0.0429 (6)
H15	0.1673	0.5897	0.2174	0.052*
C6	0.24333 (13)	1.19804 (19)	0.14358 (14)	0.0416 (6)
C18	0.26109 (12)	0.58116 (18)	0.08291 (12)	0.0367 (5)
C9	0.38638 (14)	1.3271 (2)	−0.00520 (16)	0.0532 (7)
H9	0.3651	1.3608	0.0253	0.064*
C7	0.33364 (14)	1.1743 (2)	0.01789 (15)	0.0502 (7)
H7	0.3256	1.1073	0.0076	0.060*
C4	0.20356 (12)	1.13009 (19)	0.17502 (13)	0.0380 (6)
C17	0.24587 (13)	0.49446 (19)	0.11196 (14)	0.0449 (6)
H17	0.2594	0.4336	0.0971	0.054*
C16	0.21082 (14)	0.4979 (2)	0.16270 (14)	0.0486 (7)
H16	0.1999	0.4396	0.1834	0.058*
C1	0.13502 (14)	1.0108 (2)	0.24051 (14)	0.0507 (7)
H1	0.1108	0.9695	0.2634	0.061*
C3	0.16615 (14)	1.1703 (2)	0.21661 (15)	0.0482 (7)
H3	0.1647	1.2390	0.2226	0.058*
C5	0.20473 (13)	1.02969 (19)	0.16908 (13)	0.0410 (6)
H5	0.2304	1.0018	0.1408	0.049*
C13	0.40755 (16)	1.1802 (2)	−0.06192 (17)	0.0606 (8)
H13	0.4006	1.1126	−0.0708	0.073*
C11	0.45847 (15)	1.3286 (3)	−0.08112 (17)	0.0575 (8)
C8	0.37610 (13)	1.2281 (2)	−0.01660 (14)	0.0485 (7)
C14	0.50138 (17)	1.3823 (3)	−0.1134 (2)	0.0713 (10)
C2	0.13130 (14)	1.1097 (2)	0.24891 (16)	0.0535 (8)
H2	0.1048	1.1361	0.2769	0.064*
C10	0.42664 (15)	1.3771 (2)	−0.03712 (17)	0.0576 (8)
H10	0.4328	1.4450	−0.0291	0.069*
N3	0.26781 (11)	1.16107 (18)	0.09093 (12)	0.0452 (5)
N2	0.20658 (11)	0.67179 (15)	0.15560 (11)	0.0417 (5)
N4	0.30732 (11)	1.21732 (18)	0.06194 (12)	0.0474 (6)
N1	0.17155 (11)	0.96955 (16)	0.20120 (11)	0.0443 (5)
N5	0.53463 (17)	1.4260 (3)	−0.1381 (2)	0.1005 (13)
P1	0.37466 (4)	0.89969 (6)	0.14663 (5)	0.0599 (2)
O2	0.29542 (10)	0.50513 (15)	−0.01052 (10)	0.0563 (5)
O1	0.25284 (10)	1.28063 (15)	0.16533 (11)	0.0584 (6)
C20	0.29779 (12)	0.57604 (19)	0.02673 (13)	0.0409 (6)
F5	0.38656 (13)	0.78661 (16)	0.13688 (14)	0.1030 (8)
F6	0.35972 (14)	1.01041 (16)	0.15169 (18)	0.1254 (11)
F1	0.3229 (3)	0.8764 (3)	0.1891 (3)	0.1111 (19)	0.773 (8)
F2	0.4206 (3)	0.9026 (5)	0.2114 (4)	0.182 (3)	0.773 (8)
F3	0.4237 (2)	0.9205 (3)	0.1009 (4)	0.129 (2)	0.773 (8)
F4	0.3249 (2)	0.8894 (4)	0.0790 (2)	0.1269 (19)	0.773 (8)
F1'	0.3816 (8)	0.8806 (8)	0.2243 (5)	0.096 (5)	0.227 (8)
F2'	0.4440 (4)	0.9236 (7)	0.1569 (9)	0.082 (4)	0.227 (8)
F3'	0.3702 (9)	0.9217 (9)	0.0687 (5)	0.112 (5)	0.227 (8)
F4'	0.3055 (4)	0.8774 (9)	0.1384 (11)	0.109 (5)	0.227 (8)
H28	0.2574 (13)	1.1069 (16)	0.0696 (14)	0.050 (9)*
H29	0.3373 (14)	0.7020 (18)	0.0501 (13)	0.048 (9)*

	U11	U22	U33	U12	U13	U23
N8	0.0642 (18)	0.082 (2)	0.0669 (17)	−0.0083 (15)	0.0370 (15)	−0.0052 (15)
C28	0.0488 (17)	0.067 (2)	0.0496 (16)	−0.0054 (15)	0.0193 (14)	−0.0023 (15)
C25	0.0400 (15)	0.0643 (19)	0.0425 (15)	−0.0035 (13)	0.0168 (12)	−0.0011 (13)
C24	0.0556 (18)	0.0592 (19)	0.0508 (16)	0.0032 (14)	0.0264 (14)	0.0007 (14)
C26	0.060 (2)	0.0591 (19)	0.068 (2)	−0.0163 (15)	0.0323 (17)	−0.0065 (16)
C27	0.061 (2)	0.057 (2)	0.070 (2)	−0.0081 (15)	0.0337 (17)	−0.0143 (16)
C23	0.0533 (18)	0.0538 (17)	0.0513 (16)	−0.0046 (13)	0.0241 (14)	0.0040 (13)
C22	0.0434 (16)	0.0615 (19)	0.0422 (14)	−0.0043 (13)	0.0185 (13)	0.0001 (13)
C21	0.0528 (18)	0.0588 (19)	0.0508 (16)	−0.0022 (14)	0.0266 (14)	−0.0057 (14)
N7	0.0492 (14)	0.0615 (15)	0.0438 (13)	−0.0014 (12)	0.0254 (11)	−0.0007 (11)
N6	0.0535 (15)	0.0522 (15)	0.0478 (13)	−0.0051 (11)	0.0304 (12)	−0.0071 (11)
Ag1	0.07322 (19)	0.03326 (13)	0.07451 (18)	0.00004 (10)	0.03887 (14)	−0.00591 (10)
C12	0.064 (2)	0.075 (2)	0.062 (2)	0.0135 (18)	0.0322 (17)	0.0016 (18)
C19	0.0487 (16)	0.0332 (13)	0.0431 (14)	−0.0006 (11)	0.0210 (12)	0.0034 (11)
C15	0.0494 (16)	0.0379 (14)	0.0468 (14)	−0.0020 (11)	0.0230 (13)	−0.0003 (11)
C6	0.0461 (15)	0.0332 (14)	0.0469 (15)	0.0052 (11)	0.0122 (12)	0.0029 (11)
C18	0.0411 (14)	0.0351 (13)	0.0366 (13)	0.0005 (10)	0.0145 (11)	−0.0020 (10)
C9	0.0540 (18)	0.0563 (19)	0.0534 (17)	0.0099 (14)	0.0210 (14)	0.0056 (14)
C7	0.0539 (18)	0.0480 (17)	0.0508 (16)	−0.0006 (13)	0.0151 (14)	0.0028 (13)
C4	0.0431 (15)	0.0345 (13)	0.0377 (13)	0.0032 (11)	0.0107 (11)	−0.0017 (10)
C17	0.0579 (18)	0.0308 (13)	0.0502 (15)	0.0018 (12)	0.0210 (13)	−0.0012 (11)
C16	0.0652 (19)	0.0339 (14)	0.0519 (16)	−0.0052 (13)	0.0246 (14)	0.0049 (12)
C1	0.0609 (19)	0.0464 (16)	0.0517 (16)	−0.0040 (13)	0.0294 (15)	−0.0037 (13)
C3	0.0550 (17)	0.0375 (15)	0.0556 (16)	0.0041 (12)	0.0194 (14)	−0.0086 (12)
C5	0.0520 (16)	0.0349 (14)	0.0396 (13)	0.0029 (11)	0.0176 (12)	−0.0028 (11)
C13	0.069 (2)	0.054 (2)	0.063 (2)	0.0052 (15)	0.0251 (17)	−0.0041 (15)
C11	0.0524 (18)	0.067 (2)	0.0578 (18)	0.0096 (15)	0.0222 (15)	0.0139 (16)
C8	0.0455 (16)	0.0573 (18)	0.0444 (15)	0.0042 (13)	0.0123 (13)	0.0069 (13)
C14	0.072 (2)	0.070 (2)	0.082 (2)	0.0147 (18)	0.041 (2)	0.0162 (19)
C2	0.0587 (19)	0.0492 (17)	0.0604 (18)	0.0035 (14)	0.0321 (15)	−0.0082 (14)
C10	0.0587 (19)	0.0539 (19)	0.0648 (19)	0.0017 (14)	0.0238 (16)	0.0081 (15)
N3	0.0534 (15)	0.0370 (13)	0.0491 (13)	−0.0059 (10)	0.0197 (11)	−0.0014 (10)
N2	0.0493 (13)	0.0349 (12)	0.0466 (12)	0.0005 (9)	0.0247 (11)	0.0001 (9)
N4	0.0512 (14)	0.0456 (13)	0.0482 (13)	−0.0036 (11)	0.0163 (11)	0.0063 (11)
N1	0.0579 (15)	0.0331 (12)	0.0463 (12)	−0.0004 (10)	0.0215 (11)	−0.0037 (9)
N5	0.105 (3)	0.084 (3)	0.134 (3)	0.009 (2)	0.083 (3)	0.021 (2)
P1	0.0625 (5)	0.0379 (4)	0.0841 (6)	0.0022 (4)	0.0261 (5)	−0.0005 (4)
O2	0.0716 (14)	0.0488 (12)	0.0551 (12)	0.0005 (10)	0.0296 (11)	−0.0130 (10)
O1	0.0766 (15)	0.0328 (10)	0.0723 (14)	−0.0048 (10)	0.0310 (12)	−0.0021 (10)
C20	0.0463 (15)	0.0397 (14)	0.0403 (14)	0.0051 (11)	0.0179 (12)	0.0000 (11)
F5	0.139 (2)	0.0483 (12)	0.125 (2)	0.0164 (13)	0.0331 (17)	−0.0072 (13)
F6	0.142 (2)	0.0447 (13)	0.208 (3)	0.0124 (13)	0.083 (2)	0.0042 (16)
F1	0.141 (4)	0.087 (2)	0.128 (4)	0.010 (2)	0.085 (3)	0.026 (2)
F2	0.143 (5)	0.219 (6)	0.156 (5)	0.022 (4)	−0.051 (4)	−0.062 (4)
F3	0.112 (4)	0.094 (3)	0.207 (6)	−0.018 (2)	0.105 (4)	−0.012 (3)
F4	0.110 (3)	0.157 (4)	0.101 (3)	0.006 (3)	−0.017 (3)	0.017 (3)
F1'	0.149 (10)	0.085 (7)	0.064 (6)	−0.010 (7)	0.041 (7)	0.010 (5)
F2'	0.056 (5)	0.065 (6)	0.125 (9)	−0.004 (4)	0.020 (6)	−0.001 (6)
F3'	0.146 (11)	0.099 (8)	0.085 (7)	0.012 (8)	0.000 (7)	0.021 (6)
F4'	0.075 (7)	0.097 (8)	0.156 (11)	−0.012 (5)	0.020 (7)	−0.009 (8)

N8—C28	1.134 (4)	C9—C8	1.387 (4)
N8—Ag1i	2.456 (3)	C9—H9	0.9500
C28—C25	1.440 (4)	C7—N4	1.279 (4)
C25—C26	1.378 (4)	C7—C8	1.461 (4)
C25—C24	1.389 (4)	C7—H7	0.9500
C24—C23	1.372 (4)	C4—C5	1.381 (4)
C24—H24	0.9500	C4—C3	1.386 (4)
C26—C27	1.384 (4)	C17—C16	1.379 (4)
C26—H26	0.9500	C17—H17	0.9500
C27—C22	1.379 (4)	C16—H16	0.9500
C27—H27	0.9500	C1—N1	1.347 (3)
C23—C22	1.390 (4)	C1—C2	1.369 (4)
C23—H23	0.9500	C1—H1	0.9500
C22—C21	1.465 (4)	C3—C2	1.370 (4)
C21—N7	1.271 (4)	C3—H3	0.9500
C21—H21	0.9500	C5—N1	1.341 (3)
N7—N6	1.382 (3)	C5—H5	0.9500
N6—C20	1.351 (4)	C13—C8	1.397 (4)
N6—H29	0.853 (18)	C13—H13	0.9500
Ag1—N1	2.172 (2)	C11—C10	1.387 (4)
Ag1—N2	2.199 (2)	C11—C14	1.443 (5)
Ag1—N8ii	2.456 (3)	C14—N5	1.130 (4)
C12—C13	1.384 (5)	C2—H2	0.9500
C12—C11	1.387 (5)	C10—H10	0.9500
C12—H12	0.9500	N3—N4	1.371 (3)
C19—N2	1.343 (3)	N3—H28	0.865 (18)
C19—C18	1.377 (3)	P1—F2	1.500 (5)
C19—H19	0.9500	P1—F1'	1.545 (9)
C15—N2	1.338 (3)	P1—F4'	1.555 (10)
C15—C16	1.381 (4)	P1—F6	1.559 (2)
C15—H15	0.9500	P1—F2'	1.560 (8)
C6—O1	1.216 (3)	P1—F3'	1.562 (9)
C6—N3	1.358 (3)	P1—F3	1.564 (4)
C6—C4	1.495 (4)	P1—F1	1.577 (3)
C18—C17	1.388 (4)	P1—F5	1.589 (2)
C18—C20	1.496 (3)	P1—F4	1.594 (4)
C9—C10	1.369 (4)	O2—C20	1.216 (3)
C28—N8—Ag1i	153.0 (3)	C12—C13—H13	119.6
N8—C28—C25	177.1 (4)	C8—C13—H13	119.6
C26—C25—C24	120.9 (3)	C10—C11—C12	120.1 (3)
C26—C25—C28	120.5 (3)	C10—C11—C14	119.2 (3)
C24—C25—C28	118.5 (3)	C12—C11—C14	120.7 (3)
C23—C24—C25	119.7 (3)	C9—C8—C13	118.5 (3)
C23—C24—H24	120.1	C9—C8—C7	121.3 (3)
C25—C24—H24	120.1	C13—C8—C7	120.3 (3)
C25—C26—C27	118.5 (3)	N5—C14—C11	178.6 (4)
C25—C26—H26	120.7	C1—C2—C3	119.4 (3)
C27—C26—H26	120.7	C1—C2—H2	120.3
C22—C27—C26	121.4 (3)	C3—C2—H2	120.3
C22—C27—H27	119.3	C9—C10—C11	120.1 (3)
C26—C27—H27	119.3	C9—C10—H10	119.9
C24—C23—C22	120.2 (3)	C11—C10—H10	119.9
C24—C23—H23	119.9	C6—N3—N4	119.2 (2)
C22—C23—H23	119.9	C6—N3—H28	126 (2)
C27—C22—C23	119.2 (3)	N4—N3—H28	114 (2)
C27—C22—C21	119.7 (3)	C15—N2—C19	117.9 (2)
C23—C22—C21	121.0 (3)	C15—N2—Ag1	120.36 (17)
N7—C21—C22	120.4 (3)	C19—N2—Ag1	121.45 (17)
N7—C21—H21	119.8	C7—N4—N3	115.7 (2)
C22—C21—H21	119.8	C5—N1—C1	117.3 (2)
C21—N7—N6	114.8 (3)	C5—N1—Ag1	121.31 (17)
C20—N6—N7	119.3 (2)	C1—N1—Ag1	121.18 (18)
C20—N6—H29	123 (2)	F2—P1—F4'	127.9 (7)
N7—N6—H29	116 (2)	F1'—P1—F4'	89.8 (7)
N1—Ag1—N2	156.22 (8)	F2—P1—F6	92.4 (3)
N1—Ag1—N8ii	109.53 (9)	F1'—P1—F6	94.9 (5)
N2—Ag1—N8ii	92.22 (9)	F4'—P1—F6	88.7 (5)
C13—C12—C11	119.3 (3)	F2—P1—F2'	50.8 (5)
C13—C12—H12	120.3	F1'—P1—F2'	88.9 (7)
C11—C12—H12	120.3	F4'—P1—F2'	178.3 (8)
N2—C19—C18	123.0 (2)	F6—P1—F2'	90.3 (4)
N2—C19—H19	118.5	F2—P1—F3'	139.5 (7)
C18—C19—H19	118.5	F1'—P1—F3'	177.5 (8)
N2—C15—C16	122.7 (2)	F4'—P1—F3'	92.5 (8)
N2—C15—H15	118.7	F6—P1—F3'	84.2 (4)
C16—C15—H15	118.7	F2'—P1—F3'	88.8 (7)
O1—C6—N3	123.4 (3)	F2—P1—F3	92.8 (4)
O1—C6—C4	120.7 (2)	F1'—P1—F3	130.6 (6)
N3—C6—C4	115.9 (2)	F4'—P1—F3	139.2 (7)
C19—C18—C17	118.5 (2)	F6—P1—F3	92.24 (19)
C19—C18—C20	123.1 (2)	F3'—P1—F3	47.2 (6)
C17—C18—C20	118.4 (2)	F2—P1—F1	90.2 (4)
C10—C9—C8	121.1 (3)	F1'—P1—F1	52.3 (6)
C10—C9—H9	119.5	F6—P1—F1	88.72 (18)
C8—C9—H9	119.5	F2'—P1—F1	140.8 (6)
N4—C7—C8	120.0 (3)	F3'—P1—F1	129.9 (7)
N4—C7—H7	120.0	F3—P1—F1	176.8 (3)
C8—C7—H7	120.0	F2—P1—F5	91.5 (3)
C5—C4—C3	117.9 (2)	F1'—P1—F5	88.1 (4)
C5—C4—C6	124.2 (2)	F4'—P1—F5	88.8 (5)
C3—C4—C6	117.7 (2)	F6—P1—F5	176.14 (19)
C16—C17—C18	119.0 (2)	F2'—P1—F5	92.2 (4)
C16—C17—H17	120.5	F3'—P1—F5	92.9 (4)
C18—C17—H17	120.5	F3—P1—F5	87.63 (19)
C17—C16—C15	118.9 (2)	F1—P1—F5	91.21 (18)
C17—C16—H16	120.5	F2—P1—F4	176.3 (4)
C15—C16—H16	120.5	F1'—P1—F4	139.5 (6)
N1—C1—C2	122.8 (3)	F4'—P1—F4	50.2 (7)
N1—C1—H1	118.6	F6—P1—F4	90.8 (2)
C2—C1—H1	118.6	F2'—P1—F4	131.2 (6)
C2—C3—C4	119.2 (3)	F3—P1—F4	89.0 (3)
C2—C3—H3	120.4	F1—P1—F4	87.9 (3)
C4—C3—H3	120.4	F5—P1—F4	85.3 (2)
N1—C5—C4	123.4 (2)	O2—C20—N6	123.8 (2)
N1—C5—H5	118.3	O2—C20—C18	121.3 (2)
C4—C5—H5	118.3	N6—C20—C18	114.9 (2)
C12—C13—C8	120.9 (3)
C26—C25—C24—C23	−0.5 (5)	C12—C13—C8—C7	−179.0 (3)
C28—C25—C24—C23	178.8 (3)	N4—C7—C8—C9	−3.3 (5)
C24—C25—C26—C27	1.2 (5)	N4—C7—C8—C13	176.4 (3)
C28—C25—C26—C27	−178.1 (3)	N1—C1—C2—C3	−0.4 (5)
C25—C26—C27—C22	−1.0 (5)	C4—C3—C2—C1	1.2 (5)
C25—C24—C23—C22	−0.4 (5)	C8—C9—C10—C11	−0.7 (5)
C26—C27—C22—C23	0.2 (5)	C12—C11—C10—C9	1.4 (5)
C26—C27—C22—C21	177.6 (3)	C14—C11—C10—C9	−179.0 (3)
C24—C23—C22—C27	0.6 (5)	O1—C6—N3—N4	2.7 (4)
C24—C23—C22—C21	−176.8 (3)	C4—C6—N3—N4	−176.6 (2)
C27—C22—C21—N7	169.9 (3)	C16—C15—N2—C19	0.9 (4)
C23—C22—C21—N7	−12.7 (5)	C16—C15—N2—Ag1	−173.5 (2)
C22—C21—N7—N6	177.8 (3)	C18—C19—N2—C15	−0.6 (4)
C21—N7—N6—C20	179.8 (3)	C18—C19—N2—Ag1	173.8 (2)
N2—C19—C18—C17	0.1 (4)	N1—Ag1—N2—C15	−169.9 (2)
N2—C19—C18—C20	178.6 (3)	N8ii—Ag1—N2—C15	−13.3 (2)
O1—C6—C4—C5	−159.2 (3)	N1—Ag1—N2—C19	15.9 (4)
N3—C6—C4—C5	20.1 (4)	N8ii—Ag1—N2—C19	172.5 (2)
O1—C6—C4—C3	16.2 (4)	C8—C7—N4—N3	179.3 (3)
N3—C6—C4—C3	−164.5 (3)	C6—N3—N4—C7	172.6 (3)
C19—C18—C17—C16	0.1 (4)	C4—C5—N1—C1	0.7 (4)
C20—C18—C17—C16	−178.5 (3)	C4—C5—N1—Ag1	−173.5 (2)
C18—C17—C16—C15	0.2 (4)	C2—C1—N1—C5	−0.6 (4)
N2—C15—C16—C17	−0.7 (5)	C2—C1—N1—Ag1	173.6 (2)
C5—C4—C3—C2	−1.1 (4)	N2—Ag1—N1—C5	−25.6 (4)
C6—C4—C3—C2	−176.9 (3)	N8ii—Ag1—N1—C5	179.3 (2)
C3—C4—C5—N1	0.2 (4)	N2—Ag1—N1—C1	160.4 (2)
C6—C4—C5—N1	175.6 (3)	N8ii—Ag1—N1—C1	5.3 (2)
C11—C12—C13—C8	−0.1 (5)	N7—N6—C20—O2	−3.9 (4)
C13—C12—C11—C10	−1.0 (5)	N7—N6—C20—C18	176.5 (2)
C13—C12—C11—C14	179.5 (3)	C19—C18—C20—O2	−150.7 (3)
C10—C9—C8—C13	−0.4 (5)	C17—C18—C20—O2	27.8 (4)
C10—C9—C8—C7	179.4 (3)	C19—C18—C20—N6	29.0 (4)
C12—C13—C8—C9	0.8 (5)	C17—C18—C20—N6	−152.5 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H28···O2iii	0.865 (18)	2.15 (2)	2.990 (3)	162 (3)
N6—H29···F5	0.853 (18)	2.21 (2)	3.001 (4)	155 (3)

Ag1—N1	2.172 (2)
Ag1—N2	2.199 (2)
Ag1—N8i	2.456 (3)

N1—Ag1—N2	156.22 (8)
N1—Ag1—N8i	109.53 (9)
N2—Ag1—N8i	92.22 (9)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H28⋯O2ii	0.865 (18)	2.15 (2)	2.990 (3)	162 (3)
N6—H29⋯F5	0.853 (18)	2.21 (2)	3.001 (4)	155 (3)

Symmetry code: (ii) .