Trigonal-planar silver coordination in (3,5-di­nitro­benzoato)­bis­(tri­phenyl­phosphine)­silver(I)

The three-coordinate Ag atom in the title compound, [Ag(C₇H₃N₂O₆)(C₁₈H₁₅P)₂], shows trigonal-planar coordination [P-Ag-P = 147.1 (1)° and [Sigma]_Ag = 359.0 (3)°]. Adjacent mol­ecules are linked through the O atoms of adjacent nitro groups [Ag...O = 3.205 (3) and 3.302 (4) Å] into a zigzag chain running parallel to the c axis.

S1. Comment

Silver carboxylates yield 1:1 and 1:2 adducts with triphenylphosphine; with the 1:2 complexes, the carboxyl CO₂ entity chelates to the Ag atom and renders it four-coordinate in a distorted tetrahedral geometry, as noted in variety of carboxylates, e.g. acetate [Ag—O = 2.420 (2) and 2.438 (2) Å; Ng & Othman, 1997], trifluoroacetate [Ag—O = 2.542 (4) and 2.526 (3) Å; Ng, 1998], lactate [2.425 (3) and 2.508 (4) Å; Hanna & Ng, 2000] and 2,4-dichlorophenoxyacetate [2.436 (2) and 2.571 (2) Å; Subramanian et al., 2000]. The adducts are synthesized by treating the silver carboxylate with triphenylphosphine in the appropriate stoichiometry; however, the direct reaction cannot be used for a large number of silver carboxylates. A more general synthesis involves the reaction of the hydrated 1:1 silver acetate complex with a carboxylic acid; the dimeric compound (Ng & Othman, 1997) reacts with a variety of organic acids to afford the corresponding complexes (Othman, Fun & Sivakumar, 1996; Othman, Fun, Sivakumar et al., 1996; Othman, Goh et al., 1996). The title complex, (I), was prepared by reacting the dimer with 3,5-dinitrobenzoic acid. In the 3,5-dinitrobenzoate adduct, the carboxylato group is unidentate [Ag—O = 2.285 (3) Å] as the double-bond carbonyl atom is more than 3 Å away from the Ag atom. A monodentate mode for the carboxylato group is also noted in the 1:3 complex with α-oxobenzeneacetate; in this compound, three phosphine ligands are linked to the Ag atom, their steric bulk preventing the carbonyl O atom from approaching the Ag atom (Ng, 1997). Three-coordination for silver has not been previously noted for 1:2 silver carboxylate phosphine adducts adducts. A T-shaped geometry has been found in the 1:1 adduct with silver phenylacetate, this geometry arises from bridging by the carboxyl entity, which results in the formation of a centrosymmetric dinuclear compound (Hong et al., 1996). The hemihydrated 1:1 adduct with silver acetate exists as a non-centrosymmetric dimer; the geometry of both atoms is closer to trigonal–planar rather than T-shaped (Ng & Othman, 1997). The Ag atom in the 3,5-dinitrobenzoate adduct is also assigned a trigonal–planar geometry.

S2. Experimental

Bis[acetato(triphenylphosphine)silver] hemihydrate (Ng & Othman, 1997) and 3,5-nitrobenzoic acid (1:2 molar ratio) were dissolved in warm ethanol to give a yellow solution. The solution deposited the 1:2 adduct on cooling; the compound was recrystallized from a 1:1 methanol–chloroform mixture (m.p. 459 K).

S3. Refinement

H atoms were refined as riding on their parent C atoms, with U(H) = 1.5U_eq(C).

Computing details

Data collection: SHELXTL-Plus (Sheldrick, 1990); cell refinement: SHELXTL-Plus; data reduction: SHELXTL-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: SHELXL97.

(3,5-dinitrobenzoato)bis(triphenylphosphine)silver(I)

Crystal data

[Ag(C7H3N2O6)(C18H15P)2]	F(000) = 3440
Mr = 843.52	Dx = 1.440 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 44.44 (2) Å	Cell parameters from 25 reflections
b = 9.651 (4) Å	θ = 7.0–15.0°
c = 19.527 (7) Å	µ = 0.65 mm^−1
β = 111.70 (3)°	T = 298 K
V = 7781 (6) Å^3	Parallelepiped, yellow
Z = 8	0.54 × 0.50 × 0.42 mm

Data collection

Siemens R3m four-circle diffractometer	6095 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.025
Graphite monochromator	θmax = 27.0°, θmin = 2.1°
w scans	h = 0→56
Absorption correction: empirical via ψ scan (North et al., 1968)	k = 0→12
Tmin = 0.701, Tmax = 0.761	l = −24→23
8588 measured reflections	2 standard reflections every 120 reflections
8480 independent reflections	intensity decay: none

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.110	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0555P)^2 + 3.6993P] where P = (Fo^2 + 2Fc^2)/3
8480 reflections	(Δ/σ)max = 0.001
487 parameters	Δρmax = 0.55 e Å^−3
0 restraints	Δρmin = −0.38 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ag1	0.122756 (5)	0.28914 (3)	0.02941 (1)	0.0468 (1)
P1	0.17550 (2)	0.28226 (8)	0.01851 (4)	0.0377 (2)
P2	0.07142 (2)	0.16794 (9)	0.01032 (5)	0.0447 (2)
O1	0.1158 (1)	0.4622 (3)	0.1021 (2)	0.108 (1)
O2	0.1435 (1)	0.6027 (3)	0.0576 (2)	0.079 (1)
O3	0.1613 (1)	1.0777 (3)	0.1586 (2)	0.090 (1)
O4	0.1600 (1)	1.1150 (3)	0.2660 (2)	0.092 (1)
O5	0.0974 (1)	0.7978 (3)	0.3536 (2)	0.084 (1)
O6	0.0826 (1)	0.5997 (4)	0.2990 (2)	0.093 (1)
N1	0.1553 (1)	1.0431 (3)	0.2120 (2)	0.066 (1)
N2	0.0963 (1)	0.7122 (4)	0.3065 (2)	0.064 (1)
C1	0.2087 (1)	0.3659 (3)	0.0923 (2)	0.043 (1)
C2	0.2107 (1)	0.3490 (5)	0.1637 (2)	0.069 (1)
C3	0.2359 (1)	0.4090 (6)	0.2216 (2)	0.095 (2)
C4	0.2589 (1)	0.4869 (5)	0.2084 (3)	0.085 (1)
C5	0.2574 (1)	0.5048 (5)	0.1375 (3)	0.077 (1)
C6	0.2325 (1)	0.4429 (4)	0.0795 (2)	0.059 (1)
C7	0.1897 (1)	0.1052 (3)	0.0167 (2)	0.042 (1)
C8	0.1674 (1)	0.0096 (4)	−0.0251 (2)	0.067 (1)
C9	0.1758 (1)	−0.1266 (4)	−0.0271 (3)	0.090 (2)
C10	0.2069 (1)	−0.1698 (5)	0.0132 (3)	0.087 (1)
C11	0.2293 (1)	−0.0779 (4)	0.0548 (2)	0.076 (1)
C12	0.2209 (1)	0.0605 (4)	0.0568 (2)	0.059 (1)
C13	0.1767 (1)	0.3631 (3)	−0.0652 (2)	0.043 (1)
C14	0.1930 (1)	0.3052 (4)	−0.1075 (2)	0.052 (1)
C15	0.1936 (1)	0.3750 (5)	−0.1690 (2)	0.064 (1)
C16	0.1783 (1)	0.5006 (5)	−0.1888 (2)	0.069 (1)
C17	0.1621 (1)	0.5582 (4)	−0.1475 (2)	0.069 (1)
C18	0.1612 (1)	0.4895 (4)	−0.0860 (2)	0.054 (1)
C19	0.0346 (1)	0.2682 (3)	−0.0361 (2)	0.047 (1)
C20	0.0318 (1)	0.3415 (5)	−0.0988 (2)	0.073 (1)
C21	0.0041 (1)	0.4159 (5)	−0.1372 (2)	0.087 (1)
C22	−0.0211 (1)	0.4210 (5)	−0.1128 (3)	0.077 (1)
C23	−0.0185 (1)	0.3522 (4)	−0.0501 (2)	0.068 (1)
C24	0.0089 (1)	0.2755 (4)	−0.0115 (2)	0.058 (1)
C25	0.0638 (1)	0.0036 (4)	−0.0394 (2)	0.047 (1)
C26	0.0336 (1)	−0.0351 (4)	−0.0905 (2)	0.061 (1)
C27	0.0294 (1)	−0.1641 (5)	−0.1238 (2)	0.077 (1)
C28	0.0547 (1)	−0.2537 (5)	−0.1082 (3)	0.077 (1)
C29	0.0844 (1)	−0.2176 (5)	−0.0585 (3)	0.082 (1)
C30	0.0893 (1)	−0.0885 (4)	−0.0253 (2)	0.065 (1)
C31	0.0680 (1)	0.1223 (4)	0.0980 (2)	0.048 (1)
C32	0.0792 (1)	0.2185 (4)	0.1555 (2)	0.062 (1)
C33	0.0754 (1)	0.1915 (5)	0.2216 (2)	0.072 (1)
C34	0.0614 (1)	0.0698 (5)	0.2319 (2)	0.071 (1)
C35	0.0510 (1)	−0.0258 (4)	0.1765 (2)	0.062 (1)
C36	0.0543 (1)	−0.0005 (4)	0.1094 (2)	0.054 (1)
C37	0.1293 (1)	0.5731 (4)	0.0990 (2)	0.061 (1)
C38	0.1278 (1)	0.6808 (3)	0.1546 (2)	0.049 (1)
C39	0.1420 (1)	0.8102 (3)	0.1577 (2)	0.049 (1)
C40	0.1411 (1)	0.9039 (3)	0.2103 (2)	0.049 (1)
C41	0.1272 (1)	0.8746 (4)	0.2612 (2)	0.052 (1)
C42	0.1128 (1)	0.7464 (4)	0.2554 (2)	0.049 (1)
C43	0.1127 (1)	0.6496 (4)	0.2035 (2)	0.051 (1)
H2	0.1950	0.2972	0.1734	0.103*
H3	0.2372	0.3960	0.2698	0.142*
H4	0.2755	0.5277	0.2474	0.128*
H5	0.2729	0.5581	0.1282	0.115*
H6	0.2318	0.4533	0.0316	0.089*
H8	0.1463	0.0379	−0.0523	0.100*
H9	0.1606	−0.1898	−0.0558	0.136*
H10	0.2125	−0.2623	0.0120	0.130*
H11	0.2502	−0.1075	0.0821	0.114*
H12	0.2364	0.1233	0.0852	0.088*
H14	0.2033	0.2200	−0.0944	0.077*
H15	0.2044	0.3364	−0.1970	0.096*
H16	0.1789	0.5468	−0.2301	0.104*
H17	0.1518	0.6433	−0.1610	0.103*
H18	0.1500	0.5283	−0.0587	0.080*
H20	0.0489	0.3409	−0.1155	0.110*
H21	0.0025	0.4629	−0.1800	0.130*
H22	−0.0397	0.4710	−0.1388	0.115*
H23	−0.0354	0.3567	−0.0329	0.102*
H24	0.0102	0.2285	0.0310	0.087*
H26	0.0162	0.0259	−0.1022	0.092*
H27	0.0091	−0.1898	−0.1571	0.115*
H28	0.0518	−0.3394	−0.1316	0.116*
H29	0.1014	−0.2803	−0.0467	0.123*
H30	0.1100	−0.0634	0.0066	0.098*
H32	0.0891	0.3000	0.1495	0.093*
H33	0.0825	0.2563	0.2595	0.108*
H34	0.0589	0.0528	0.2765	0.107*
H35	0.0416	−0.1081	0.1836	0.092*
H36	0.0473	−0.0664	0.0720	0.081*
H39	0.1520	0.8331	0.1249	0.074*
H41	0.1275	0.9378	0.2974	0.078*
H43	0.1027	0.5642	0.2012	0.077*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.0392 (1)	0.0502 (2)	0.0564 (2)	−0.0059 (1)	0.0239 (1)	−0.0068 (1)
P1	0.0347 (4)	0.0368 (4)	0.0439 (4)	−0.0047 (3)	0.0173 (3)	−0.0039 (4)
P2	0.0358 (4)	0.0525 (5)	0.0494 (5)	−0.0054 (4)	0.0199 (4)	−0.0014 (4)
O1	0.145 (3)	0.073 (2)	0.158 (3)	−0.047 (2)	0.115 (3)	−0.060 (2)
O2	0.106 (2)	0.075 (2)	0.075 (2)	0.007 (2)	0.056 (2)	−0.005 (2)
O3	0.104 (2)	0.068 (2)	0.099 (2)	−0.014 (2)	0.038 (2)	0.014 (2)
O4	0.095 (2)	0.070 (2)	0.106 (2)	−0.016 (2)	0.032 (2)	−0.034 (2)
O5	0.095 (2)	0.109 (3)	0.062 (2)	0.003 (2)	0.046 (2)	−0.016 (2)
O6	0.095 (2)	0.109 (3)	0.099 (2)	−0.026 (2)	0.064 (2)	−0.009 (2)
N1	0.056 (2)	0.053 (2)	0.080 (2)	−0.001 (2)	0.016 (2)	−0.004 (2)
N2	0.051 (2)	0.087 (3)	0.056 (2)	0.008 (2)	0.023 (1)	0.004 (2)
C1	0.037 (2)	0.041 (2)	0.052 (2)	−0.004 (1)	0.016 (1)	−0.009 (2)
C2	0.059 (2)	0.095 (3)	0.057 (2)	−0.022 (2)	0.026 (2)	−0.017 (2)
C3	0.068 (3)	0.159 (5)	0.057 (2)	−0.025 (3)	0.022 (2)	−0.038 (3)
C4	0.051 (2)	0.108 (4)	0.085 (3)	−0.017 (2)	0.013 (2)	−0.048 (3)
C5	0.051 (2)	0.081 (3)	0.090 (3)	−0.027 (2)	0.018 (2)	−0.016 (3)
C6	0.050 (2)	0.061 (2)	0.065 (2)	−0.012 (2)	0.019 (2)	−0.006 (2)
C7	0.044 (2)	0.038 (2)	0.045 (2)	−0.003 (1)	0.019 (1)	−0.005 (1)
C8	0.060 (2)	0.046 (2)	0.084 (3)	−0.003 (2)	0.014 (2)	−0.017 (2)
C9	0.078 (3)	0.049 (2)	0.130 (4)	−0.008 (2)	0.022 (3)	−0.026 (3)
C10	0.105 (4)	0.047 (2)	0.106 (4)	0.013 (2)	0.038 (3)	−0.009 (2)
C11	0.069 (3)	0.064 (3)	0.089 (3)	0.026 (2)	0.023 (2)	0.005 (2)
C12	0.049 (2)	0.053 (2)	0.071 (2)	0.005 (2)	0.018 (2)	−0.004 (2)
C13	0.039 (2)	0.047 (2)	0.044 (2)	−0.012 (1)	0.015 (1)	−0.005 (1)
C14	0.042 (2)	0.063 (2)	0.051 (2)	−0.007 (2)	0.019 (1)	−0.002 (2)
C15	0.053 (2)	0.094 (3)	0.050 (2)	−0.020 (2)	0.024 (2)	−0.014 (2)
C16	0.076 (3)	0.077 (3)	0.053 (2)	−0.021 (2)	0.022 (2)	0.006 (2)
C17	0.092 (3)	0.052 (2)	0.059 (2)	−0.006 (2)	0.023 (2)	0.006 (2)
C18	0.069 (2)	0.044 (2)	0.049 (2)	−0.001 (2)	0.024 (2)	0.000 (2)
C19	0.040 (2)	0.047 (2)	0.055 (2)	−0.007 (1)	0.019 (1)	0.000 (2)
C20	0.067 (2)	0.087 (3)	0.072 (3)	0.006 (2)	0.033 (2)	0.020 (2)
C21	0.081 (3)	0.098 (4)	0.077 (3)	0.013 (3)	0.025 (2)	0.035 (3)
C22	0.055 (2)	0.066 (3)	0.092 (3)	0.008 (2)	0.008 (2)	0.005 (2)
C23	0.049 (2)	0.070 (3)	0.089 (3)	0.004 (2)	0.028 (2)	−0.007 (2)
C24	0.048 (2)	0.063 (2)	0.068 (2)	0.001 (2)	0.028 (2)	0.001 (2)
C25	0.046 (2)	0.052 (2)	0.049 (2)	−0.002 (2)	0.023 (2)	0.003 (2)
C26	0.049 (2)	0.070 (3)	0.068 (2)	−0.010 (2)	0.026 (2)	−0.016 (2)
C27	0.071 (3)	0.083 (3)	0.084 (3)	−0.025 (2)	0.037 (2)	−0.029 (2)
C28	0.108 (4)	0.055 (2)	0.085 (3)	−0.009 (2)	0.055 (3)	−0.010 (2)
C29	0.096 (3)	0.066 (3)	0.086 (3)	0.024 (3)	0.036 (3)	0.012 (3)
C30	0.062 (2)	0.068 (3)	0.061 (2)	0.008 (2)	0.017 (2)	0.002 (2)
C31	0.036 (2)	0.059 (2)	0.051 (2)	0.000 (2)	0.020 (1)	0.004 (2)
C32	0.065 (2)	0.064 (2)	0.062 (2)	−0.005 (2)	0.031 (2)	−0.005 (2)
C33	0.076 (3)	0.084 (3)	0.062 (2)	0.006 (2)	0.033 (2)	−0.009 (2)
C34	0.066 (2)	0.098 (3)	0.061 (2)	0.013 (2)	0.037 (2)	0.015 (2)
C35	0.048 (2)	0.075 (3)	0.066 (2)	0.005 (2)	0.026 (2)	0.022 (2)
C36	0.043 (2)	0.064 (2)	0.054 (2)	−0.006 (2)	0.017 (2)	0.005 (2)
C37	0.060 (2)	0.059 (2)	0.070 (2)	0.002 (2)	0.031 (2)	−0.013 (2)
C38	0.050 (2)	0.047 (2)	0.050 (2)	0.006 (2)	0.021 (2)	−0.004 (2)
C39	0.047 (2)	0.053 (2)	0.047 (2)	0.004 (2)	0.016 (1)	0.006 (2)
C40	0.044 (2)	0.045 (2)	0.053 (2)	0.006 (2)	0.011 (2)	0.001 (2)
C41	0.047 (2)	0.061 (2)	0.044 (2)	0.011 (2)	0.012 (2)	−0.006 (2)
C42	0.042 (2)	0.062 (2)	0.042 (2)	0.009 (2)	0.015 (1)	0.002 (2)
C43	0.046 (2)	0.056 (2)	0.052 (2)	0.006 (2)	0.019 (2)	0.003 (2)

Geometric parameters (Å, º)

Ag1—O1	2.285 (3)	C31—C36	1.388 (5)
Ag1—P1	2.432 (1)	C31—C32	1.399 (5)
Ag1—P2	2.466 (1)	C32—C33	1.386 (5)
P1—C1	1.826 (3)	C33—C34	1.380 (6)
P1—C7	1.826 (3)	C34—C35	1.366 (6)
P1—C13	1.830 (3)	C35—C36	1.394 (5)
P2—C19	1.827 (3)	C37—C38	1.521 (5)
P2—C25	1.824 (4)	C38—C43	1.386 (4)
P2—C31	1.828 (3)	C38—C39	1.390 (5)
O1—C37	1.238 (5)	C39—C40	1.381 (5)
O2—C37	1.231 (4)	C40—C41	1.381 (5)
O3—N1	1.216 (4)	C41—C42	1.378 (5)
O4—N1	1.212 (4)	C42—C43	1.379 (5)
O5—N2	1.223 (4)	C2—H2	0.9300
O6—N2	1.227 (4)	C3—H3	0.9300
N1—C40	1.478 (5)	C4—H4	0.9300
N2—C42	1.477 (4)	C5—H5	0.9300
C1—C2	1.375 (5)	C6—H6	0.9300
C1—C6	1.387 (4)	C8—H8	0.9300
C2—C3	1.391 (5)	C9—H9	0.9300
C3—C4	1.367 (6)	C10—H10	0.9300
C4—C5	1.372 (6)	C11—H11	0.9300
C5—C6	1.391 (5)	C12—H12	0.9300
C7—C8	1.379 (4)	C14—H14	0.9300
C7—C12	1.387 (4)	C15—H15	0.9300
C8—C9	1.372 (5)	C16—H16	0.9300
C9—C10	1.375 (6)	C17—H17	0.9300
C10—C11	1.356 (6)	C18—H18	0.9300
C11—C12	1.390 (5)	C20—H20	0.9300
C13—C18	1.387 (5)	C21—H21	0.9300
C13—C14	1.399 (4)	C22—H22	0.9300
C14—C15	1.385 (5)	C23—H23	0.9300
C15—C16	1.373 (6)	C24—H24	0.9300
C16—C17	1.380 (6)	C26—H26	0.9300
C17—C18	1.385 (5)	C27—H27	0.9300
C19—C20	1.379 (5)	C28—H28	0.9300
C19—C24	1.394 (5)	C29—H29	0.9300
C20—C21	1.382 (6)	C30—H30	0.9300
C21—C22	1.368 (6)	C32—H32	0.9300
C22—C23	1.359 (6)	C33—H33	0.9300
C23—C24	1.387 (5)	C34—H34	0.9300
C25—C30	1.386 (5)	C35—H35	0.9300
C25—C26	1.397 (5)	C36—H36	0.9300
C26—C27	1.385 (6)	C39—H39	0.9300
C27—C28	1.361 (6)	C41—H41	0.9300
C28—C29	1.361 (6)	C43—H43	0.9300
C29—C30	1.384 (6)
O1—Ag1—P1	115.5 (1)	C40—C39—C38	118.9 (3)
O1—Ag1—P2	96.4 (1)	C41—C40—C39	123.1 (3)
P1—Ag1—P2	147.3 (1)	C41—C40—N1	118.0 (3)
C1—P1—C7	104.2 (1)	C39—C40—N1	118.9 (3)
C1—P1—C13	103.5 (1)	C42—C41—C40	116.2 (3)
C7—P1—C13	104.9 (1)	C43—C42—C41	123.0 (3)
C1—P1—Ag1	116.3 (1)	C43—C42—N2	118.7 (3)
C7—P1—Ag1	112.2 (1)	C41—C42—N2	118.4 (3)
C13—P1—Ag1	114.5 (1)	C42—C43—C38	119.3 (3)
C19—P2—C25	103.9 (2)	C1—C2—H2	119.9
C19—P2—C31	102.9 (2)	C3—C2—H2	119.9
C25—P2—C31	103.1 (2)	C4—C3—H3	119.7
C19—P2—Ag1	115.6 (1)	C2—C3—H3	119.7
C25—P2—Ag1	118.2 (1)	C3—C4—H4	120.0
C31—P2—Ag1	111.4 (1)	C5—C4—H4	120.0
C37—O1—Ag1	115.1 (2)	C4—C5—H5	120.2
O4—N1—O3	124.3 (4)	C6—C5—H5	120.2
O4—N1—C40	118.5 (4)	C1—C6—H6	119.6
O3—N1—C40	117.2 (3)	C5—C6—H6	119.6
O5—N2—O6	124.6 (3)	C9—C8—H8	119.5
O5—N2—C42	117.7 (4)	C7—C8—H8	119.5
O6—N2—C42	117.7 (3)	C8—C9—H9	120.0
C2—C1—C6	118.7 (3)	C10—C9—H9	120.0
C2—C1—P1	118.4 (3)	C11—C10—H10	119.9
C6—C1—P1	122.8 (3)	C9—C10—H10	119.9
C1—C2—C3	120.2 (4)	C10—C11—H11	120.0
C4—C3—C2	120.6 (4)	C12—C11—H11	120.0
C3—C4—C5	119.9 (4)	C7—C12—H12	119.8
C4—C5—C6	119.6 (4)	C11—C12—H12	119.8
C1—C6—C5	120.9 (4)	C15—C14—H14	120.1
C8—C7—C12	118.4 (3)	C13—C14—H14	120.1
C8—C7—P1	117.4 (2)	C16—C15—H15	119.7
C12—C7—P1	124.1 (2)	C14—C15—H15	119.7
C9—C8—C7	120.9 (4)	C17—C16—H16	120.0
C8—C9—C10	120.0 (4)	C15—C16—H16	120.0
C11—C10—C9	120.2 (4)	C16—C17—H17	119.9
C10—C11—C12	120.0 (4)	C18—C17—H17	119.9
C7—C12—C11	120.3 (4)	C13—C18—H18	119.9
C18—C13—C14	119.3 (3)	C17—C18—H18	119.9
C18—C13—P1	117.4 (2)	C19—C20—H20	119.4
C14—C13—P1	123.3 (3)	C21—C20—H20	119.4
C15—C14—C13	119.8 (4)	C22—C21—H21	119.7
C16—C15—C14	120.6 (4)	C20—C21—H21	119.7
C17—C16—C15	120.0 (4)	C23—C22—H22	120.4
C16—C17—C18	120.2 (4)	C21—C22—H22	120.4
C13—C18—C17	120.2 (3)	C22—C23—H23	119.5
C20—C19—C24	117.6 (3)	C24—C23—H23	119.5
C20—C19—P2	118.8 (3)	C23—C24—H24	119.8
C24—C19—P2	123.6 (3)	C19—C24—H24	119.8
C19—C20—C21	121.2 (4)	C27—C26—H26	119.9
C22—C21—C20	120.5 (4)	C25—C26—H26	119.9
C23—C22—C21	119.3 (4)	C28—C27—H27	119.6
C22—C23—C24	120.9 (4)	C26—C27—H27	119.6
C23—C24—C19	120.4 (4)	C29—C28—H28	120.1
C30—C25—C26	118.0 (3)	C27—C28—H28	120.1
C30—C25—P2	118.4 (3)	C28—C29—H29	119.7
C26—C25—P2	123.6 (3)	C30—C29—H29	119.7
C27—C26—C25	120.2 (4)	C29—C30—H30	119.7
C28—C27—C26	120.7 (4)	C25—C30—H30	119.7
C29—C28—C27	119.9 (4)	C33—C32—H32	120.2
C28—C29—C30	120.6 (4)	C31—C32—H32	120.2
C29—C30—C25	120.5 (4)	C34—C33—H33	119.6
C36—C31—C32	119.0 (3)	C32—C33—H33	119.6
C36—C31—P2	123.3 (3)	C35—C34—H34	120.1
C32—C31—P2	117.7 (3)	C33—C34—H34	120.1
C33—C32—C31	119.6 (4)	C34—C35—H35	119.8
C34—C33—C32	120.9 (4)	C36—C35—H35	119.8
C35—C34—C33	119.8 (4)	C31—C36—H36	119.8
C34—C35—C36	120.3 (4)	C35—C36—H36	119.8
C31—C36—C35	120.3 (4)	C40—C39—H39	120.6
O2—C37—O1	127.3 (4)	C38—C39—H39	120.6
O2—C37—C38	118.6 (4)	C42—C41—H41	121.9
O1—C37—C38	114.1 (3)	C40—C41—H41	121.9
C43—C38—C39	119.5 (3)	C42—C43—H43	120.4
C43—C38—C37	120.1 (3)	C38—C43—H43	120.4
C39—C38—C37	120.4 (3)
O1—Ag1—P1—C7	142.2 (2)	C24—C19—C20—C21	−2.0 (6)
P2—Ag1—P1—C7	−23.6 (1)	P2—C19—C20—C21	178.2 (4)
O1—Ag1—P1—C1	22.4 (2)	C19—C20—C21—C22	1.5 (8)
P2—Ag1—P1—C1	−143.4 (1)	C20—C21—C22—C23	0.1 (7)
O1—Ag1—P1—C13	−98.4 (2)	C21—C22—C23—C24	−1.0 (7)
P2—Ag1—P1—C13	95.8 (1)	C22—C23—C24—C19	0.5 (6)
O1—Ag1—P2—C25	−174.5 (2)	C20—C19—C24—C23	1.1 (6)
P1—Ag1—P2—C25	−7.4 (1)	P2—C19—C24—C23	−179.1 (3)
O1—Ag1—P2—C31	−55.6 (2)	C31—P2—C25—C30	−83.2 (3)
P1—Ag1—P2—C31	111.6 (1)	C19—P2—C25—C30	169.8 (3)
O1—Ag1—P2—C19	61.4 (2)	Ag1—P2—C25—C30	40.1 (3)
P1—Ag1—P2—C19	−131.5 (1)	C31—P2—C25—C26	96.4 (3)
P1—Ag1—O1—C37	36.2 (4)	C19—P2—C25—C26	−10.7 (3)
P2—Ag1—O1—C37	−151.5 (3)	Ag1—P2—C25—C26	−140.4 (3)
C7—P1—C1—C2	−83.3 (3)	C30—C25—C26—C27	2.2 (5)
C13—P1—C1—C2	167.3 (3)	P2—C25—C26—C27	−177.3 (3)
Ag1—P1—C1—C2	40.8 (3)	C25—C26—C27—C28	−1.2 (6)
C7—P1—C1—C6	95.2 (3)	C26—C27—C28—C29	1.2 (7)
C13—P1—C1—C6	−14.3 (3)	C27—C28—C29—C30	−2.2 (7)
Ag1—P1—C1—C6	−140.7 (3)	C28—C29—C30—C25	3.3 (7)
C6—C1—C2—C3	0.4 (6)	C26—C25—C30—C29	−3.2 (6)
P1—C1—C2—C3	178.9 (4)	P2—C25—C30—C29	176.3 (3)
C1—C2—C3—C4	0.9 (8)	C25—P2—C31—C36	−14.8 (3)
C2—C3—C4—C5	−0.9 (8)	C19—P2—C31—C36	93.1 (3)
C3—C4—C5—C6	−0.3 (7)	Ag1—P2—C31—C36	−142.5 (2)
C2—C1—C6—C5	−1.5 (6)	C25—P2—C31—C32	166.8 (3)
P1—C1—C6—C5	180.0 (3)	C19—P2—C31—C32	−85.3 (3)
C4—C5—C6—C1	1.5 (6)	Ag1—P2—C31—C32	39.1 (3)
C1—P1—C7—C8	168.9 (3)	C36—C31—C32—C33	−2.1 (5)
C13—P1—C7—C8	−82.7 (3)	P2—C31—C32—C33	176.4 (3)
Ag1—P1—C7—C8	42.2 (3)	C31—C32—C33—C34	1.3 (6)
C1—P1—C7—C12	−8.4 (3)	C32—C33—C34—C35	0.0 (6)
C13—P1—C7—C12	100.0 (3)	C33—C34—C35—C36	−0.4 (6)
Ag1—P1—C7—C12	−135.1 (3)	C32—C31—C36—C35	1.7 (5)
C12—C7—C8—C9	−0.1 (6)	P2—C31—C36—C35	−176.7 (3)
P1—C7—C8—C9	−177.5 (4)	C34—C35—C36—C31	−0.5 (5)
C7—C8—C9—C10	0.4 (8)	Ag1—O1—C37—O2	6.0 (6)
C8—C9—C10—C11	−0.3 (8)	Ag1—O1—C37—C38	−172.9 (2)
C9—C10—C11—C12	0.0 (8)	O2—C37—C38—C43	−178.2 (3)
C8—C7—C12—C11	−0.3 (6)	O1—C37—C38—C43	0.8 (5)
P1—C7—C12—C11	176.9 (3)	O2—C37—C38—C39	0.7 (5)
C10—C11—C12—C7	0.4 (7)	O1—C37—C38—C39	179.7 (4)
C7—P1—C13—C18	167.4 (2)	C43—C38—C39—C40	0.9 (5)
C1—P1—C13—C18	−83.7 (3)	C37—C38—C39—C40	−178.1 (3)
Ag1—P1—C13—C18	43.9 (3)	C38—C39—C40—C41	1.2 (5)
C7—P1—C13—C14	−13.9 (3)	C38—C39—C40—N1	−178.1 (3)
C1—P1—C13—C14	95.0 (3)	O4—N1—C40—C41	14.7 (5)
Ag1—P1—C13—C14	−137.4 (2)	O3—N1—C40—C41	−165.2 (3)
C18—C13—C14—C15	0.6 (5)	O4—N1—C40—C39	−166.0 (3)
P1—C13—C14—C15	−178.1 (2)	O3—N1—C40—C39	14.0 (5)
C13—C14—C15—C16	−0.1 (5)	C39—C40—C41—C42	−2.4 (5)
C14—C15—C16—C17	−0.2 (6)	N1—C40—C41—C42	176.8 (3)
C15—C16—C17—C18	−0.1 (6)	C40—C41—C42—C43	1.8 (5)
C14—C13—C18—C17	−0.9 (5)	C40—C41—C42—N2	−177.5 (3)
P1—C13—C18—C17	177.9 (3)	O5—N2—C42—C43	177.9 (3)
C16—C17—C18—C13	0.7 (6)	O6—N2—C42—C43	−1.8 (5)
C25—P2—C19—C20	−84.6 (3)	O5—N2—C42—C41	−2.9 (5)
C31—P2—C19—C20	168.2 (3)	O6—N2—C42—C41	177.4 (3)
Ag1—P2—C19—C20	46.6 (3)	C41—C42—C43—C38	0.2 (5)
C25—P2—C19—C24	95.6 (3)	N2—C42—C43—C38	179.4 (3)
C31—P2—C19—C24	−11.6 (3)	C39—C38—C43—C42	−1.5 (5)
Ag1—P2—C19—C24	−133.2 (3)	C37—C38—C43—C42	177.4 (3)