(1,10-Phenanthroline-κN,N')(triphenyl-phosphine-κP)silver(I) trifluoro-methane-sulfonate.

The structure of the title complex, [Ag(C(12)H(8)N(2))(C(18)H(15)P)]CF(3)SO(3), is based on a distorted trigonal-planar N(2)P coordination of the Ag(I) ion, provided by two N atoms of the bidentate phenanthroline ligand and one P atom of the triphenyl-phosphine ligand. The phenanthroline ligand and one phenyl ring of the triphenyl-phosphine ligand almost lie in one plane (maximum deviation = 0.014 Å from the best planes). The crystal structure may be stabilized by an inter-molecular C-H⋯O hydrogen bond between the phenanthroline ligand and the O atom of the trifluoro-methane-sulfonate anion.

Related literature

For related structures, see: Di Nicola et al. (2007 ▶); Jin et al. (1999 ▶, 2009 ▶); Effendy et al. (2007a ▶,b ▶); Awaleh et al. (2005a ▶,b ▶); Pettinari et al. (2007 ▶). For general background, see: Howells & Mccown (1977 ▶); Bowmaker et al. (2005 ▶); Lawrance (1986 ▶).

Experimental

Crystal data

[Ag(C12pan class="Species">H8N2)(pan class="Chemical">C18H15P)]CF3SO3

M = 699.42

Triclinic,

a = 10.9832 (2) Å

b = 11.7533 (2) Å

c = 12.2642 (3) Å

α = 77.711 (1)°

β = 76.183 (1)°

γ = 73.440 (1)°

V = 1455.66 (5) Å3

Z = 2

Mo Kα radiation

μ = 0.87 mm−1

T = 293 K

0.4 × 0.3 × 0.2 mm

Data collection

pan class="Chemical">Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; pan class="Chemical">Bruker, 2007 ▶) T min = 0.735, T max = 0.832

18629 measured reflections

9515 independent reflections

6777 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.042

wR(F 2) = 0.133

S = 1.00

9515 reflections

379 parameters

H-atom parameters constrained

Δρmax = 0.59 e Å−3

Δρmin = −0.66 e Å−3

Data collection: SMART (pan class="Chemical">Bruker, 2007 ▶); cell refinement: SAINT-n>an class="Chemical">Plus (Bruker, 2007 ▶); data reduction: SAINT-Plus; 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 global, I. DOI: 10.1107/S1600536809032097/wm2241sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809032097/wm2241Isup2.hkl

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

[Ag(C12H8N2)(C18H15P)]CF3SO3	Z = 2
Mr = 699.42	F(000) = 704
Triclinic, P1	Dx = 1.596 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.9832 (2) Å	Cell parameters from 5045 reflections
b = 11.7533 (2) Å	θ = 2.3–32.9°
c = 12.2642 (3) Å	µ = 0.87 mm−1
α = 77.711 (1)°	T = 293 K
β = 76.183 (1)°	Block, colourless
γ = 73.440 (1)°	0.4 × 0.3 × 0.2 mm
V = 1455.66 (5) Å3

Bruker SMART CCD area-detector diffractometer	9515 independent reflections
Radiation source: fine-focus sealed tube	6777 reflections with I > 2σ(I)
graphite	Rint = 0.021
φ and ω scans	θmax = 32.6°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −15→15
Tmin = 0.735, Tmax = 0.832	k = −17→16
18629 measured reflections	l = −18→16

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)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.133	H-atom parameters constrained
S = 1.00	w = 1/[σ2(Fo2) + (0.075P)2 + 0.38P] where P = (Fo2 + 2Fc2)/3
9515 reflections	(Δ/σ)max = 0.001
379 parameters	Δρmax = 0.59 e Å−3
0 restraints	Δρmin = −0.66 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	0.09032 (2)	0.931304 (15)	0.211327 (16)	0.05664 (9)
P1	0.18488 (6)	0.77307 (5)	0.10540 (5)	0.04241 (13)
C24	−0.0779 (3)	1.12309 (19)	0.36019 (18)	0.0491 (6)
C25	−0.3066 (4)	1.2209 (4)	0.3869 (4)	0.0981 (15)
H21	−0.3787	1.2746	0.4205	0.118*
S1	0.61400 (9)	0.77152 (8)	0.31032 (8)	0.0748 (2)
C1	0.0853 (2)	0.75012 (19)	0.01682 (19)	0.0455 (5)
C3	0.1327 (3)	0.6742 (3)	−0.0638 (3)	0.0631 (7)
H6	0.2207	0.6372	−0.0786	0.076*
C2	−0.0452 (3)	0.8068 (3)	0.0342 (3)	0.0644 (7)
H10	−0.0782	0.8614	0.0852	0.077*
C4	0.3400 (2)	0.77960 (19)	0.01460 (18)	0.0433 (4)
C6	0.4324 (3)	0.6788 (2)	−0.0199 (2)	0.0566 (6)
H5	0.4166	0.6031	0.0064	0.068*
C7	0.4818 (3)	0.9018 (3)	−0.0982 (3)	0.0707 (8)
H2	0.4979	0.9772	−0.1261	0.085*
C5	0.3678 (3)	0.8918 (2)	−0.0246 (2)	0.0562 (6)
H1	0.3088	0.9603	−0.0008	0.067*
C10	0.1297 (3)	0.5596 (3)	0.2319 (2)	0.0602 (7)
H15	0.0575	0.5801	0.1981	0.072*
C8	0.2170 (2)	0.63074 (19)	0.20106 (18)	0.0438 (5)
C11	0.1495 (4)	0.4583 (3)	0.3128 (3)	0.0778 (10)
H14	0.0894	0.4118	0.3342	0.093*
C9	0.3237 (3)	0.5981 (2)	0.2526 (2)	0.0544 (6)
H11	0.3828	0.6456	0.2335	0.065*
C12	0.5478 (3)	0.6894 (3)	−0.0929 (3)	0.0652 (7)
H4	0.6082	0.6213	−0.1158	0.078*
C13	0.5725 (3)	0.8001 (3)	−0.1309 (3)	0.0677 (8)
H3	0.6504	0.8071	−0.1789	0.081*
C14	−0.1276 (3)	0.7833 (3)	−0.0234 (3)	0.0766 (9)
H9	−0.2156	0.8201	−0.0094	0.092*
C16	0.0513 (3)	0.6529 (3)	−0.1223 (3)	0.0715 (8)
H7	0.0846	0.6022	−0.1768	0.086*
C15	−0.0786 (3)	0.7058 (3)	−0.1007 (3)	0.0714 (8)
H8	−0.1336	0.6889	−0.1388	0.086*
C18	0.3430 (4)	0.4952 (3)	0.3324 (3)	0.0685 (8)
H12	0.4153	0.4733	0.3662	0.082*
C17	0.2555 (4)	0.4256 (3)	0.3616 (3)	0.0763 (9)
H13	0.2688	0.3561	0.4148	0.092*
O1	0.5839 (4)	0.7776 (4)	0.4276 (3)	0.1266 (12)
O2	0.5105 (4)	0.7955 (3)	0.2518 (4)	0.1519 (17)
O3	0.7108 (4)	0.8336 (4)	0.2534 (4)	0.1455 (16)
C19	0.6933 (5)	0.6175 (4)	0.2985 (6)	0.1103 (17)
F1	0.7991 (3)	0.5804 (4)	0.3393 (4)	0.1752 (17)
F2	0.7172 (6)	0.5954 (4)	0.1989 (4)	0.218 (3)
C23	0.0474 (3)	1.1023 (2)	0.38492 (18)	0.0513 (6)
C21	0.0633 (4)	1.1640 (3)	0.4660 (2)	0.0763 (11)
C22	−0.0480 (7)	1.2472 (3)	0.5189 (3)	0.1041 (18)
H19	−0.0385	1.2879	0.5723	0.125*
C20	0.2638 (4)	1.0021 (3)	0.3561 (3)	0.0752 (9)
H16	0.3327	0.9473	0.3203	0.090*
N1	0.1478 (2)	1.02361 (18)	0.33127 (18)	0.0522 (5)
N2	−0.09368 (19)	1.06137 (17)	0.28528 (15)	0.0489 (5)
C26	−0.1838 (4)	1.2062 (2)	0.4146 (2)	0.0757 (10)
C27	−0.2110 (3)	1.0794 (3)	0.2637 (3)	0.0708 (8)
H23	−0.2217	1.0367	0.2123	0.085*
C28	−0.1636 (6)	1.2669 (3)	0.4930 (3)	0.1029 (17)
H20	−0.2329	1.3223	0.5277	0.124*
C29	−0.3190 (4)	1.1595 (4)	0.3146 (4)	0.0990 (14)
H22	−0.3996	1.1693	0.2972	0.119*
C31	0.2848 (6)	1.0623 (5)	0.4377 (4)	0.1018 (17)
H17	0.3670	1.0475	0.4536	0.122*
C30	0.1856 (6)	1.1398 (5)	0.4908 (3)	0.1008 (17)
H18	0.1988	1.1777	0.5448	0.121*
F3	0.6223 (5)	0.5475 (3)	0.3633 (5)	0.213 (3)

	U11	U22	U33	U12	U13	U23
Ag1	0.06687 (15)	0.04557 (11)	0.05563 (12)	−0.00722 (8)	−0.00064 (9)	−0.02543 (8)
P1	0.0462 (3)	0.0368 (2)	0.0428 (3)	−0.0074 (2)	−0.0011 (2)	−0.0152 (2)
C24	0.0684 (16)	0.0344 (9)	0.0358 (9)	−0.0065 (9)	0.0011 (9)	−0.0071 (7)
C25	0.072 (2)	0.074 (2)	0.094 (3)	0.0230 (17)	0.021 (2)	0.0052 (19)
S1	0.0677 (5)	0.0771 (5)	0.0829 (5)	−0.0120 (4)	−0.0169 (4)	−0.0249 (4)
C1	0.0490 (13)	0.0417 (10)	0.0443 (11)	−0.0082 (8)	−0.0041 (9)	−0.0133 (8)
C3	0.0536 (15)	0.0689 (16)	0.0681 (16)	−0.0009 (12)	−0.0068 (12)	−0.0380 (13)
C2	0.0545 (16)	0.0662 (16)	0.0732 (18)	−0.0011 (12)	−0.0090 (13)	−0.0345 (13)
C4	0.0472 (12)	0.0395 (9)	0.0426 (10)	−0.0110 (8)	−0.0056 (9)	−0.0077 (8)
C6	0.0523 (15)	0.0434 (11)	0.0633 (15)	−0.0094 (10)	0.0063 (11)	−0.0083 (10)
C7	0.075 (2)	0.0628 (16)	0.077 (2)	−0.0352 (15)	−0.0136 (16)	0.0069 (14)
C5	0.0613 (16)	0.0413 (11)	0.0690 (16)	−0.0161 (10)	−0.0162 (13)	−0.0062 (10)
C10	0.0700 (18)	0.0622 (15)	0.0540 (14)	−0.0303 (13)	−0.0077 (12)	−0.0061 (11)
C8	0.0538 (13)	0.0407 (9)	0.0377 (9)	−0.0145 (9)	−0.0004 (9)	−0.0133 (8)
C11	0.107 (3)	0.0724 (19)	0.0640 (18)	−0.0527 (19)	−0.0103 (18)	0.0020 (15)
C9	0.0615 (16)	0.0525 (12)	0.0524 (13)	−0.0168 (11)	−0.0113 (11)	−0.0106 (10)
C12	0.0510 (15)	0.0647 (16)	0.0652 (16)	−0.0060 (12)	0.0046 (12)	−0.0074 (13)
C13	0.0497 (16)	0.082 (2)	0.0651 (17)	−0.0229 (14)	−0.0056 (13)	0.0055 (14)
C14	0.0515 (17)	0.086 (2)	0.098 (2)	0.0036 (14)	−0.0254 (16)	−0.0410 (18)
C16	0.071 (2)	0.0799 (19)	0.0713 (18)	−0.0068 (15)	−0.0163 (15)	−0.0411 (15)
C15	0.071 (2)	0.0742 (18)	0.077 (2)	−0.0096 (15)	−0.0304 (16)	−0.0228 (15)
C18	0.093 (2)	0.0581 (15)	0.0577 (15)	−0.0160 (15)	−0.0278 (15)	−0.0039 (12)
C17	0.118 (3)	0.0585 (16)	0.0554 (16)	−0.0331 (17)	−0.0203 (17)	0.0037 (12)
O1	0.105 (2)	0.169 (4)	0.097 (2)	−0.019 (2)	0.0043 (18)	−0.050 (2)
O2	0.161 (3)	0.090 (2)	0.238 (5)	0.013 (2)	−0.143 (4)	−0.038 (2)
O3	0.148 (3)	0.117 (3)	0.172 (4)	−0.072 (3)	0.034 (3)	−0.043 (2)
C19	0.094 (3)	0.070 (2)	0.161 (5)	−0.011 (2)	−0.041 (3)	0.002 (3)
F1	0.092 (2)	0.166 (3)	0.236 (4)	0.038 (2)	−0.057 (2)	−0.031 (3)
F2	0.336 (7)	0.123 (3)	0.175 (4)	0.056 (3)	−0.082 (4)	−0.096 (3)
C23	0.0848 (19)	0.0382 (10)	0.0355 (10)	−0.0281 (11)	−0.0072 (10)	−0.0027 (8)
C21	0.146 (3)	0.0638 (16)	0.0408 (12)	−0.068 (2)	−0.0155 (16)	0.0002 (11)
C22	0.216 (6)	0.0626 (19)	0.0432 (15)	−0.068 (3)	0.011 (2)	−0.0225 (13)
C20	0.071 (2)	0.080 (2)	0.080 (2)	−0.0389 (17)	−0.0279 (17)	0.0172 (16)
N1	0.0608 (13)	0.0474 (10)	0.0525 (11)	−0.0202 (9)	−0.0160 (9)	−0.0014 (8)
N2	0.0510 (12)	0.0468 (10)	0.0441 (10)	−0.0026 (8)	−0.0093 (8)	−0.0096 (8)
C26	0.104 (3)	0.0428 (12)	0.0515 (14)	0.0004 (13)	0.0185 (15)	−0.0092 (10)
C27	0.0586 (18)	0.0790 (19)	0.0655 (17)	−0.0017 (14)	−0.0208 (14)	−0.0024 (14)
C28	0.173 (5)	0.0529 (16)	0.061 (2)	−0.023 (2)	0.029 (3)	−0.0266 (14)
C29	0.060 (2)	0.108 (3)	0.093 (3)	0.011 (2)	−0.0072 (19)	0.009 (2)
C31	0.120 (4)	0.131 (4)	0.089 (3)	−0.094 (3)	−0.059 (3)	0.040 (3)
C30	0.171 (5)	0.109 (3)	0.061 (2)	−0.103 (4)	−0.035 (3)	0.011 (2)
F3	0.209 (5)	0.103 (2)	0.335 (7)	−0.079 (3)	−0.087 (4)	0.042 (3)

Ag1—N2	2.2798 (18)	C11—H14	0.9300
Ag1—N1	2.292 (2)	C9—C18	1.384 (4)
Ag1—P1	2.3469 (5)	C9—H11	0.9300
P1—C4	1.812 (2)	C12—C13	1.365 (4)
P1—C1	1.819 (3)	C12—H4	0.9300
P1—C8	1.823 (2)	C13—H3	0.9300
C24—N2	1.353 (3)	C14—C15	1.364 (5)
C24—C26	1.418 (3)	C14—H9	0.9300
C24—C23	1.422 (4)	C16—C15	1.370 (5)
C25—C29	1.308 (7)	C16—H7	0.9300
C25—C26	1.423 (7)	C15—H8	0.9300
C25—H21	0.9300	C18—C17	1.371 (5)
S1—O1	1.409 (3)	C18—H12	0.9300
S1—O2	1.417 (3)	C17—H13	0.9300
S1—O3	1.421 (4)	C19—F2	1.253 (7)
S1—C19	1.791 (5)	C19—F1	1.298 (6)
C1—C3	1.381 (3)	C19—F3	1.307 (6)
C1—C2	1.384 (4)	C23—N1	1.355 (3)
C3—C16	1.375 (4)	C23—C21	1.416 (3)
C3—H6	0.9300	C21—C30	1.385 (7)
C2—C14	1.387 (5)	C21—C22	1.442 (7)
C2—H10	0.9300	C22—C28	1.326 (7)
C4—C6	1.391 (3)	C22—H19	0.9300
C4—C5	1.397 (3)	C20—N1	1.323 (4)
C6—C12	1.387 (4)	C20—C31	1.435 (6)
C6—H5	0.9300	C20—H16	0.9300
C7—C5	1.376 (4)	N2—C27	1.327 (4)
C7—C13	1.385 (5)	C26—C28	1.403 (6)
C7—H2	0.9300	C27—C29	1.394 (5)
C5—H1	0.9300	C27—H23	0.9300
C10—C11	1.380 (4)	C28—H20	0.9300
C10—C8	1.382 (4)	C29—H22	0.9300
C10—H15	0.9300	C31—C30	1.337 (7)
C8—C9	1.384 (4)	C31—H17	0.9300
C11—C17	1.356 (5)	C30—H18	0.9300
N2—Ag1—N1	73.53 (8)	C7—C13—H3	119.9
N2—Ag1—P1	147.77 (6)	C15—C14—C2	119.6 (3)
N1—Ag1—P1	138.03 (6)	C15—C14—H9	120.2
C4—P1—C1	106.47 (11)	C2—C14—H9	120.2
C4—P1—C8	104.71 (10)	C15—C16—C3	120.4 (3)
C1—P1—C8	103.84 (10)	C15—C16—H7	119.8
C4—P1—Ag1	115.16 (7)	C3—C16—H7	119.8
C1—P1—Ag1	115.70 (7)	C14—C15—C16	120.1 (3)
C8—P1—Ag1	109.82 (7)	C14—C15—H8	119.9
N2—C24—C26	121.2 (3)	C16—C15—H8	119.9
N2—C24—C23	118.8 (2)	C17—C18—C9	120.1 (3)
C26—C24—C23	120.0 (3)	C17—C18—H12	120.0
C29—C25—C26	120.5 (3)	C9—C18—H12	120.0
C29—C25—H21	119.7	C11—C17—C18	119.9 (3)
C26—C25—H21	119.7	C11—C17—H13	120.0
O1—S1—O2	118.2 (3)	C18—C17—H13	120.0
O1—S1—O3	111.0 (3)	F2—C19—F1	109.1 (6)
O2—S1—O3	113.3 (3)	F2—C19—F3	108.5 (6)
O1—S1—C19	105.7 (3)	F1—C19—F3	102.2 (5)
O2—S1—C19	103.3 (2)	F2—C19—S1	113.4 (4)
O3—S1—C19	103.5 (3)	F1—C19—S1	112.9 (4)
C3—C1—C2	118.2 (3)	F3—C19—S1	110.1 (4)
C3—C1—P1	123.0 (2)	N1—C23—C21	121.9 (3)
C2—C1—P1	118.73 (18)	N1—C23—C24	119.3 (2)
C16—C3—C1	120.6 (3)	C21—C23—C24	118.8 (3)
C16—C3—H6	119.7	C30—C21—C23	117.7 (4)
C1—C3—H6	119.7	C30—C21—C22	123.6 (4)
C1—C2—C14	121.0 (3)	C23—C21—C22	118.7 (4)
C1—C2—H10	119.5	C28—C22—C21	121.5 (3)
C14—C2—H10	119.5	C28—C22—H19	119.2
C6—C4—C5	118.1 (2)	C21—C22—H19	119.2
C6—C4—P1	123.43 (18)	N1—C20—C31	120.8 (4)
C5—C4—P1	118.47 (19)	N1—C20—H16	119.6
C12—C6—C4	121.0 (2)	C31—C20—H16	119.6
C12—C6—H5	119.5	C20—N1—C23	119.3 (3)
C4—C6—H5	119.5	C20—N1—Ag1	126.7 (2)
C5—C7—C13	120.2 (3)	C23—N1—Ag1	113.81 (17)
C5—C7—H2	119.9	C27—N2—C24	118.7 (2)
C13—C7—H2	119.9	C27—N2—Ag1	126.7 (2)
C7—C5—C4	120.5 (3)	C24—N2—Ag1	114.57 (16)
C7—C5—H1	119.7	C28—C26—C24	119.4 (4)
C4—C5—H1	119.7	C28—C26—C25	123.8 (4)
C11—C10—C8	120.1 (3)	C24—C26—C25	116.9 (3)
C11—C10—H15	120.0	N2—C27—C29	122.8 (4)
C8—C10—H15	120.0	N2—C27—H23	118.6
C10—C8—C9	118.8 (2)	C29—C27—H23	118.6
C10—C8—P1	121.0 (2)	C22—C28—C26	121.6 (4)
C9—C8—P1	119.95 (18)	C22—C28—H20	119.2
C17—C11—C10	120.8 (3)	C26—C28—H20	119.2
C17—C11—H14	119.6	C25—C29—C27	119.9 (4)
C10—C11—H14	119.6	C25—C29—H22	120.1
C8—C9—C18	120.3 (3)	C27—C29—H22	120.1
C8—C9—H11	119.9	C30—C31—C20	119.8 (4)
C18—C9—H11	119.9	C30—C31—H17	120.1
C13—C12—C6	119.9 (3)	C20—C31—H17	120.1
C13—C12—H4	120.1	C31—C30—C21	120.4 (4)
C6—C12—H4	120.1	C31—C30—H18	119.8
C12—C13—C7	120.2 (3)	C21—C30—H18	119.8
C12—C13—H3	119.9
N2—Ag1—P1—C4	143.08 (12)	O1—S1—C19—F1	−60.6 (5)
N1—Ag1—P1—C4	−51.26 (12)	O2—S1—C19—F1	174.5 (5)
N2—Ag1—P1—C1	18.06 (13)	O3—S1—C19—F1	56.2 (5)
N1—Ag1—P1—C1	−176.27 (11)	O1—S1—C19—F3	52.9 (5)
N2—Ag1—P1—C8	−99.05 (13)	O2—S1—C19—F3	−71.9 (5)
N1—Ag1—P1—C8	66.61 (12)	O3—S1—C19—F3	169.7 (5)
C4—P1—C1—C3	40.1 (3)	N2—C24—C23—N1	1.4 (3)
C8—P1—C1—C3	−70.1 (3)	C26—C24—C23—N1	−179.3 (2)
Ag1—P1—C1—C3	169.5 (2)	N2—C24—C23—C21	−178.0 (2)
C4—P1—C1—C2	−142.9 (2)	C26—C24—C23—C21	1.3 (3)
C8—P1—C1—C2	106.9 (2)	N1—C23—C21—C30	−1.1 (4)
Ag1—P1—C1—C2	−13.6 (2)	C24—C23—C21—C30	178.3 (2)
C2—C1—C3—C16	−2.1 (5)	N1—C23—C21—C22	179.5 (2)
P1—C1—C3—C16	174.9 (3)	C24—C23—C21—C22	−1.1 (3)
C3—C1—C2—C14	3.3 (5)	C30—C21—C22—C28	−179.5 (3)
P1—C1—C2—C14	−173.8 (3)	C23—C21—C22—C28	−0.1 (5)
C1—P1—C4—C6	−75.7 (2)	C31—C20—N1—C23	−0.9 (4)
C8—P1—C4—C6	33.9 (2)	C31—C20—N1—Ag1	−176.6 (2)
Ag1—P1—C4—C6	154.6 (2)	C21—C23—N1—C20	1.0 (3)
C1—P1—C4—C5	103.2 (2)	C24—C23—N1—C20	−178.4 (2)
C8—P1—C4—C5	−147.2 (2)	C21—C23—N1—Ag1	177.19 (17)
Ag1—P1—C4—C5	−26.5 (2)	C24—C23—N1—Ag1	−2.2 (3)
C5—C4—C6—C12	−1.2 (4)	N2—Ag1—N1—C20	177.5 (2)
P1—C4—C6—C12	177.6 (2)	P1—Ag1—N1—C20	5.5 (3)
C13—C7—C5—C4	−2.4 (5)	N2—Ag1—N1—C23	1.63 (15)
C6—C4—C5—C7	2.1 (4)	P1—Ag1—N1—C23	−170.45 (11)
P1—C4—C5—C7	−176.8 (2)	C26—C24—N2—C27	−0.4 (3)
C11—C10—C8—C9	0.1 (4)	C23—C24—N2—C27	178.9 (2)
C11—C10—C8—P1	−173.6 (3)	C26—C24—N2—Ag1	−179.12 (18)
C4—P1—C8—C10	−140.7 (2)	C23—C24—N2—Ag1	0.2 (3)
C1—P1—C8—C10	−29.2 (2)	N1—Ag1—N2—C27	−179.6 (2)
Ag1—P1—C8—C10	95.1 (2)	P1—Ag1—N2—C27	−9.5 (3)
C4—P1—C8—C9	45.7 (2)	N1—Ag1—N2—C24	−0.94 (15)
C1—P1—C8—C9	157.17 (19)	P1—Ag1—N2—C24	169.11 (11)
Ag1—P1—C8—C9	−78.53 (19)	N2—C24—C26—C28	179.0 (3)
C8—C10—C11—C17	−1.3 (5)	C23—C24—C26—C28	−0.3 (4)
C10—C8—C9—C18	0.8 (4)	N2—C24—C26—C25	0.2 (4)
P1—C8—C9—C18	174.6 (2)	C23—C24—C26—C25	−179.1 (2)
C4—C6—C12—C13	0.7 (5)	C29—C25—C26—C28	−178.6 (4)
C6—C12—C13—C7	−1.0 (5)	C29—C25—C26—C24	0.1 (5)
C5—C7—C13—C12	1.9 (5)	C24—N2—C27—C29	0.2 (4)
C1—C2—C14—C15	−1.9 (6)	Ag1—N2—C27—C29	178.8 (3)
C1—C3—C16—C15	−0.6 (6)	C21—C22—C28—C26	1.2 (6)
C2—C14—C15—C16	−0.9 (6)	C24—C26—C28—C22	−1.0 (5)
C3—C16—C15—C14	2.1 (6)	C25—C26—C28—C22	177.7 (3)
C8—C9—C18—C17	−0.6 (5)	C26—C25—C29—C27	−0.3 (6)
C10—C11—C17—C18	1.5 (6)	N2—C27—C29—C25	0.1 (6)
C9—C18—C17—C11	−0.5 (5)	N1—C20—C31—C30	1.1 (5)
O1—S1—C19—F2	174.6 (5)	C20—C31—C30—C21	−1.2 (5)
O2—S1—C19—F2	49.8 (6)	C23—C21—C30—C31	1.2 (5)
O3—S1—C19—F2	−68.6 (6)	C22—C21—C30—C31	−179.4 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C20—H16···O2	0.93	2.36	3.285 (6)	173

Ag1—N2	2.2798 (18)
Ag1—N1	2.292 (2)
Ag1—P1	2.3469 (5)

N2—Ag1—N1	73.53 (8)
N2—Ag1—P1	147.77 (6)
N1—Ag1—P1	138.03 (6)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C20—H16⋯O2	0.93	2.36	3.285 (6)	173