[(E)-Oxido(pyridin-2-yl-methyl-idene)amine-κ(2)N,N'][(E)-N-(pyridin-2-yl-methyl-idene)hydroxyl-amine-κ(2)N,N']silver(I) perchlorate-bis-[(E)-N-(pyridin-2-yl-methyl-idene)hydroxyl-amine-κ(2)N,N']silver(I) (1/1).

In the title salt co-crystal, [Ag(C(6)H(5)N(2)O)(C(6)H(6)N(2)O)]ClO(4)·[Ag(C(6)H(6)N(2)O)(2)], the asymmetric unit comprises a [Ag(LH)(2)](+) cation, a perchlorate anion and a neutral (LH)AgL mol-ecule, where LH is pyridine-2-carboxaldoxime. Both silver-containing species feature N,N'-chelating LH and L ligands, which define an N(4) donor set that is highly distorted [dihedral angles between AgC(2)N(2) chelate rings = 45.7 (3) and 44.3 (2)°, respectively] owing, in part, to the close approach of a neighbouring Ag atom, leading to an argentophilic inter-action [Ag⋯Ag = 3.1868 (11) Å]. The mol-ecular conformations are stabilized by intra-molecular O-H⋯O hydrogen bonds. In the crystal, O-H⋯O inter-actions lead to supra-molecular chains along [010]. Chains aggregate into layers in the ab plane, defining channels along [100] in which reside the perchlorate anions; the latter are disordered over two overlapped orientations in a 50:50 ratio.

Related literature

For structural diversity in the structures of silver salts, see: Kundu et al. (2010 ▶). For a related structure, see: Abu-Youssef et al. (2010 ▶).

Experimental

Crystal data

[Ag(C6H5N2O)(C6H6N2O)]ClO4·[Ag(C6H6N2O)2]

M = 802.69

Triclinic,

a = 7.3925 (18) Å

b = 8.3419 (19) Å

c = 25.626 (6) Å

α = 90.226 (6)°

β = 92.753 (6)°

γ = 114.409 (6)°

V = 1436.9 (6) Å3

Z = 2

Mo Kα radiation

μ = 1.52 mm−1

T = 293 K

0.21 × 0.13 × 0.13 mm

Data collection

Rigaku R-AXIS RAPID IP diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.356, T max = 1.000

11387 measured reflections

5042 independent reflections

3660 reflections with I > 2σ(I)

R int = 0.046

Refinement

R[F 2 > 2σ(F 2)] = 0.059

wR(F 2) = 0.187

S = 1.09

5042 reflections

430 parameters

64 restraints

H-atom parameters constrained

Δρmax = 1.19 e Å−3

Δρmin = −0.58 e Å−3

Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: CrystalClear (Rigaku/MSC and Rigaku, 2002 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶) and DIAMOND (Brandenburg, 2006 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S160053681201625X/hb6736sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681201625X/hb6736Isup2.hkl

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

[Ag(C6H5N2O)(C6H6N2O)]ClO4·[Ag(C6H6N2O)2]	Z = 2
Mr = 802.69	F(000) = 796
Triclinic, P1	Dx = 1.855 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.3925 (18) Å	Cell parameters from 7282 reflections
b = 8.3419 (19) Å	θ = 3.0–27.4°
c = 25.626 (6) Å	µ = 1.52 mm−1
α = 90.226 (6)°	T = 293 K
β = 92.753 (6)°	Prism, colourless
γ = 114.409 (6)°	0.21 × 0.13 × 0.13 mm
V = 1436.9 (6) Å3

Rigaku R-AXIS RAPID IP diffractometer	5042 independent reflections
Radiation source: fine-focus sealed tube	3660 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.046
ω scan	θmax = 25.0°, θmin = 3.0°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −7→8
Tmin = 0.356, Tmax = 1.000	k = −10→10
11387 measured reflections	l = −30→30

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)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.187	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.0985P)2 + 1.259P] where P = (Fo2 + 2Fc2)/3
5042 reflections	(Δ/σ)max = 0.001
430 parameters	Δρmax = 1.19 e Å−3
64 restraints	Δρmin = −0.58 e Å−3

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ag1	0.70514 (8)	0.49157 (7)	0.260394 (19)	0.0752 (2)
Ag2	0.27551 (9)	0.48831 (8)	0.23871 (2)	0.0791 (2)
Cl1	0.5000	0.0000	0.0000	0.0665 (6)
Cl2	0.0000	1.0000	0.5000	0.0662 (6)
O5	0.580 (3)	0.1840 (12)	0.0097 (9)	0.135 (5)	0.25
O6	0.597 (3)	−0.072 (3)	0.0356 (8)	0.135 (5)	0.25
O7	0.2954 (14)	−0.073 (3)	0.0089 (9)	0.135 (5)	0.25
O8	0.530 (4)	−0.037 (3)	−0.0512 (5)	0.135 (5)	0.25
O9	0.170 (2)	1.086 (2)	0.4738 (7)	0.110 (4)	0.25
O10	−0.089 (3)	0.8170 (12)	0.4851 (7)	0.110 (4)	0.25
O11	−0.143 (2)	1.069 (3)	0.4902 (8)	0.110 (4)	0.25
O12	0.043 (3)	1.008 (3)	0.5550 (3)	0.110 (4)	0.25
O5'	0.623 (3)	0.1818 (14)	−0.0045 (10)	0.151 (6)	0.25
O6'	0.433 (4)	−0.034 (3)	0.0503 (5)	0.151 (6)	0.25
O7'	0.336 (3)	−0.046 (4)	−0.0369 (8)	0.151 (6)	0.25
O8'	0.610 (3)	−0.097 (3)	−0.0124 (10)	0.151 (6)	0.25
O9'	0.040 (4)	1.033 (4)	0.4463 (4)	0.148 (6)	0.25
O10'	−0.136 (3)	0.8217 (16)	0.5034 (10)	0.148 (6)	0.25
O11'	−0.085 (4)	1.111 (3)	0.5179 (10)	0.148 (6)	0.25
O12'	0.178 (2)	1.031 (4)	0.5285 (10)	0.148 (6)	0.25
O1	0.7001 (8)	0.8834 (6)	0.3068 (2)	0.0852 (14)
H1o	0.7215	0.9063	0.2752	0.128*
O2	0.4335 (6)	0.0784 (5)	0.20609 (19)	0.0714 (12)
O3	0.2203 (8)	0.0720 (5)	0.2850 (2)	0.0771 (13)
H3o	0.2629	0.0680	0.2554	0.116*
O4	0.6262 (7)	0.8966 (5)	0.2041 (2)	0.0786 (13)
H4o	0.5628	0.9593	0.2071	0.118*
N1	0.6765 (7)	0.3991 (6)	0.3444 (2)	0.0591 (12)
N2	0.6812 (7)	0.7126 (6)	0.3159 (2)	0.0591 (12)
N3	0.8625 (7)	0.5765 (6)	0.18431 (19)	0.0549 (11)
N4	0.5644 (7)	0.2521 (5)	0.1986 (2)	0.0553 (11)
N5	0.1855 (7)	0.5423 (6)	0.3166 (2)	0.0574 (12)
N6	0.2256 (7)	0.2365 (6)	0.2941 (2)	0.0557 (11)
N7	0.2272 (7)	0.4018 (6)	0.1538 (2)	0.0590 (12)
N8	0.4962 (7)	0.7274 (6)	0.1894 (2)	0.0624 (13)
C1	0.6511 (10)	0.2356 (9)	0.3590 (3)	0.0764 (19)
H1A	0.6668	0.1610	0.3343	0.092*
C2	0.6039 (12)	0.1754 (12)	0.4076 (4)	0.102 (3)
H2	0.5821	0.0603	0.4156	0.122*
C3	0.5889 (12)	0.2856 (14)	0.4448 (4)	0.104 (3)
H3A	0.5595	0.2472	0.4786	0.125*
C4	0.6173 (11)	0.4529 (13)	0.4322 (3)	0.088 (2)
H4A	0.6096	0.5302	0.4573	0.106*
C5	0.6581 (8)	0.5058 (9)	0.3807 (3)	0.0591 (15)
C6	0.6811 (9)	0.6802 (8)	0.3638 (3)	0.0659 (16)
H6	0.6957	0.7673	0.3885	0.079*
C7	0.9996 (9)	0.7365 (8)	0.1739 (3)	0.0677 (17)
H7	1.0476	0.8197	0.2012	0.081*
C8	1.0742 (10)	0.7860 (9)	0.1258 (3)	0.0757 (19)
H8	1.1715	0.8984	0.1208	0.091*
C9	1.0014 (10)	0.6654 (10)	0.0853 (3)	0.0756 (19)
H9	1.0489	0.6943	0.0521	0.091*
C10	0.8557 (10)	0.4994 (10)	0.0943 (3)	0.0698 (17)
H10	0.8016	0.4169	0.0670	0.084*
C11	0.7920 (8)	0.4581 (7)	0.1443 (2)	0.0521 (13)
C12	0.6440 (8)	0.2828 (8)	0.1552 (2)	0.0579 (14)
H12	0.6081	0.1930	0.1299	0.070*
C13	0.1915 (10)	0.6977 (9)	0.3323 (3)	0.0738 (18)
H13	0.2120	0.7833	0.3074	0.089*
C14	0.1695 (10)	0.7387 (9)	0.3823 (3)	0.0776 (19)
H14	0.1757	0.8492	0.3911	0.093*
C15	0.1382 (10)	0.6140 (11)	0.4194 (3)	0.078 (2)
H15	0.1225	0.6385	0.4539	0.093*
C16	0.1301 (10)	0.4511 (10)	0.4051 (3)	0.0703 (18)
H16	0.1077	0.3644	0.4298	0.084*
C17	0.1556 (7)	0.4185 (7)	0.3538 (2)	0.0509 (13)
C18	0.1551 (9)	0.2518 (7)	0.3372 (2)	0.0577 (14)
H18	0.1026	0.1548	0.3585	0.069*
C19	0.1015 (12)	0.2427 (9)	0.1338 (3)	0.083 (2)
H19	0.0159	0.1619	0.1560	0.100*
C20	0.0939 (16)	0.1945 (12)	0.0825 (4)	0.109 (3)
H20	0.0058	0.0828	0.0704	0.130*
C21	0.2162 (19)	0.3111 (16)	0.0493 (4)	0.116 (3)
H21	0.2131	0.2792	0.0143	0.139*
C22	0.3443 (13)	0.4759 (12)	0.0674 (3)	0.086 (2)
H22	0.4271	0.5580	0.0449	0.103*
C23	0.3474 (11)	0.5172 (9)	0.1202 (3)	0.0662 (17)
C24	0.4803 (10)	0.6905 (8)	0.1411 (3)	0.0661 (16)
H24	0.5555	0.7762	0.1183	0.079*

	U11	U22	U33	U12	U13	U23
Ag1	0.0860 (4)	0.0851 (4)	0.0572 (4)	0.0386 (3)	0.0006 (3)	−0.0154 (3)
Ag2	0.0911 (4)	0.0918 (4)	0.0588 (4)	0.0408 (3)	0.0170 (3)	0.0185 (3)
Cl1	0.0764 (13)	0.0598 (12)	0.0535 (11)	0.0180 (10)	0.0091 (10)	−0.0010 (9)
Cl2	0.0880 (15)	0.0592 (12)	0.0552 (12)	0.0340 (11)	0.0075 (11)	0.0040 (9)
O5	0.145 (8)	0.127 (8)	0.126 (8)	0.046 (6)	0.015 (7)	−0.004 (7)
O6	0.145 (8)	0.127 (8)	0.126 (8)	0.046 (6)	0.015 (7)	−0.004 (7)
O7	0.145 (8)	0.127 (8)	0.126 (8)	0.046 (6)	0.015 (7)	−0.004 (7)
O8	0.145 (8)	0.127 (8)	0.126 (8)	0.046 (6)	0.015 (7)	−0.004 (7)
O9	0.124 (7)	0.113 (7)	0.091 (7)	0.048 (6)	0.015 (6)	−0.018 (6)
O10	0.124 (7)	0.113 (7)	0.091 (7)	0.048 (6)	0.015 (6)	−0.018 (6)
O11	0.124 (7)	0.113 (7)	0.091 (7)	0.048 (6)	0.015 (6)	−0.018 (6)
O12	0.124 (7)	0.113 (7)	0.091 (7)	0.048 (6)	0.015 (6)	−0.018 (6)
O5'	0.169 (9)	0.133 (9)	0.145 (10)	0.054 (8)	0.028 (8)	−0.012 (7)
O6'	0.169 (9)	0.133 (9)	0.145 (10)	0.054 (8)	0.028 (8)	−0.012 (7)
O7'	0.169 (9)	0.133 (9)	0.145 (10)	0.054 (8)	0.028 (8)	−0.012 (7)
O8'	0.169 (9)	0.133 (9)	0.145 (10)	0.054 (8)	0.028 (8)	−0.012 (7)
O9'	0.162 (9)	0.143 (9)	0.135 (9)	0.060 (8)	−0.001 (8)	−0.023 (7)
O10'	0.162 (9)	0.143 (9)	0.135 (9)	0.060 (8)	−0.001 (8)	−0.023 (7)
O11'	0.162 (9)	0.143 (9)	0.135 (9)	0.060 (8)	−0.001 (8)	−0.023 (7)
O12'	0.162 (9)	0.143 (9)	0.135 (9)	0.060 (8)	−0.001 (8)	−0.023 (7)
O1	0.104 (4)	0.050 (2)	0.107 (4)	0.039 (2)	−0.013 (3)	−0.011 (2)
O2	0.071 (3)	0.043 (2)	0.097 (3)	0.0182 (18)	0.019 (2)	−0.001 (2)
O3	0.093 (3)	0.041 (2)	0.102 (4)	0.029 (2)	0.028 (3)	0.010 (2)
O4	0.075 (3)	0.051 (2)	0.111 (4)	0.028 (2)	−0.006 (3)	0.000 (2)
N1	0.051 (2)	0.058 (3)	0.067 (3)	0.022 (2)	−0.003 (2)	−0.008 (2)
N2	0.060 (3)	0.051 (3)	0.069 (3)	0.027 (2)	−0.002 (2)	−0.010 (2)
N3	0.053 (2)	0.043 (2)	0.068 (3)	0.021 (2)	−0.004 (2)	−0.002 (2)
N4	0.055 (2)	0.037 (2)	0.071 (3)	0.0168 (19)	−0.003 (2)	−0.005 (2)
N5	0.057 (3)	0.048 (3)	0.071 (3)	0.024 (2)	0.014 (2)	0.010 (2)
N6	0.055 (2)	0.042 (2)	0.071 (3)	0.0211 (19)	0.001 (2)	0.004 (2)
N7	0.063 (3)	0.055 (3)	0.065 (3)	0.031 (2)	−0.009 (2)	0.003 (2)
N8	0.064 (3)	0.045 (3)	0.081 (4)	0.023 (2)	0.015 (3)	0.010 (2)
C1	0.067 (4)	0.065 (4)	0.097 (5)	0.029 (3)	−0.018 (4)	0.000 (4)
C2	0.078 (5)	0.086 (6)	0.126 (8)	0.020 (4)	−0.006 (5)	0.032 (6)
C3	0.074 (5)	0.120 (7)	0.101 (7)	0.023 (5)	0.003 (5)	0.046 (6)
C4	0.066 (4)	0.124 (7)	0.074 (5)	0.039 (4)	0.004 (4)	0.001 (5)
C5	0.050 (3)	0.072 (4)	0.058 (4)	0.028 (3)	−0.001 (3)	−0.008 (3)
C6	0.063 (3)	0.068 (4)	0.072 (4)	0.034 (3)	−0.010 (3)	−0.027 (3)
C7	0.067 (4)	0.050 (3)	0.087 (5)	0.028 (3)	−0.014 (3)	−0.013 (3)
C8	0.064 (4)	0.061 (4)	0.099 (5)	0.022 (3)	0.012 (4)	0.027 (4)
C9	0.068 (4)	0.080 (5)	0.083 (5)	0.034 (3)	0.017 (4)	0.031 (4)
C10	0.066 (4)	0.084 (5)	0.060 (4)	0.032 (3)	−0.001 (3)	−0.001 (3)
C11	0.050 (3)	0.050 (3)	0.058 (3)	0.024 (2)	−0.003 (3)	−0.002 (3)
C12	0.058 (3)	0.054 (3)	0.062 (4)	0.023 (3)	0.003 (3)	−0.016 (3)
C13	0.069 (4)	0.061 (4)	0.098 (5)	0.033 (3)	0.016 (4)	0.007 (4)
C14	0.062 (4)	0.066 (4)	0.106 (6)	0.029 (3)	0.005 (4)	−0.019 (4)
C15	0.062 (4)	0.102 (6)	0.076 (5)	0.041 (4)	0.000 (3)	−0.020 (4)
C16	0.060 (3)	0.089 (5)	0.068 (4)	0.036 (3)	0.006 (3)	0.010 (4)
C17	0.043 (3)	0.056 (3)	0.053 (3)	0.020 (2)	0.003 (2)	0.011 (3)
C18	0.061 (3)	0.049 (3)	0.065 (4)	0.025 (3)	0.013 (3)	0.019 (3)
C19	0.093 (5)	0.056 (4)	0.107 (6)	0.041 (4)	−0.020 (4)	−0.001 (4)
C20	0.143 (8)	0.089 (6)	0.110 (7)	0.072 (6)	−0.061 (6)	−0.040 (5)
C21	0.175 (10)	0.140 (9)	0.078 (6)	0.116 (8)	−0.038 (6)	−0.032 (6)
C22	0.102 (6)	0.110 (6)	0.065 (4)	0.064 (5)	−0.003 (4)	0.000 (4)
C23	0.081 (4)	0.080 (4)	0.059 (4)	0.054 (4)	0.006 (3)	0.012 (3)
C24	0.068 (4)	0.064 (4)	0.067 (4)	0.026 (3)	0.010 (3)	0.022 (3)

Ag1—N1	2.280 (5)	N5—C13	1.338 (8)
Ag1—N2	2.392 (5)	N5—C17	1.365 (7)
Ag1—N3	2.281 (5)	N6—C18	1.274 (7)
Ag1—N4	2.384 (5)	N7—C19	1.348 (8)
Ag2—N5	2.235 (5)	N7—C23	1.353 (8)
Ag2—N6	2.448 (4)	N8—C24	1.263 (8)
Ag2—N7	2.256 (5)	C1—C2	1.352 (11)
Ag2—N8	2.401 (5)	C1—H1A	0.9300
Ag1—Ag2	3.1868 (11)	C2—C3	1.360 (13)
Cl1—O6'	1.392 (8)	C2—H2	0.9300
Cl1—O6'i	1.392 (8)	C3—C4	1.365 (12)
Cl1—O8i	1.395 (8)	C3—H3A	0.9300
Cl1—O8	1.395 (8)	C4—C5	1.399 (10)
Cl1—O8'	1.407 (9)	C4—H4A	0.9300
Cl1—O8'i	1.407 (9)	C5—C6	1.464 (9)
Cl1—O7	1.409 (8)	C6—H6	0.9300
Cl1—O7i	1.409 (8)	C7—C8	1.371 (10)
Cl1—O5	1.414 (8)	C7—H7	0.9300
Cl1—O5i	1.414 (8)	C8—C9	1.366 (10)
Cl1—O7'i	1.418 (9)	C8—H8	0.9300
Cl1—O7'	1.418 (9)	C9—C10	1.387 (10)
Cl2—O9	1.375 (8)	C9—H9	0.9300
Cl2—O9ii	1.375 (8)	C10—C11	1.382 (9)
Cl2—O11'ii	1.400 (9)	C10—H10	0.9300
Cl2—O11'	1.400 (9)	C11—C12	1.458 (8)
Cl2—O12'	1.400 (9)	C12—H12	0.9300
Cl2—O12'ii	1.400 (9)	C13—C14	1.359 (10)
Cl2—O11ii	1.410 (8)	C13—H13	0.9300
Cl2—O11	1.410 (8)	C14—C15	1.367 (10)
Cl2—O10'	1.415 (9)	C14—H14	0.9300
Cl2—O10'ii	1.415 (9)	C15—C16	1.383 (11)
Cl2—O12	1.424 (8)	C15—H15	0.9300
Cl2—O12ii	1.424 (8)	C16—C17	1.379 (9)
O1—N2	1.395 (6)	C16—H16	0.9300
O1—H1o	0.8400	C17—C18	1.450 (8)
O2—N4	1.391 (6)	C18—H18	0.9300
O3—N6	1.375 (6)	C19—C20	1.365 (12)
O3—H3o	0.8400	C19—H19	0.9300
O4—N8	1.378 (6)	C20—C21	1.357 (14)
O4—H4o	0.8400	C20—H20	0.9300
N1—C5	1.334 (8)	C21—C22	1.370 (13)
N1—C1	1.354 (8)	C21—H21	0.9300
N2—C6	1.257 (8)	C22—C23	1.392 (10)
N3—C7	1.338 (7)	C22—H22	0.9300
N3—C11	1.347 (7)	C23—C24	1.453 (10)
N4—C12	1.261 (7)	C24—H24	0.9300
N1—Ag1—N3	154.92 (17)	C2—C3—H3A	120.1
N1—Ag1—N4	112.19 (17)	C4—C3—H3A	120.1
N3—Ag1—N4	71.69 (16)	C3—C4—C5	118.7 (9)
N1—Ag1—N2	70.69 (18)	C3—C4—H4A	120.6
N3—Ag1—N2	118.35 (16)	C5—C4—H4A	120.6
N4—Ag1—N2	151.77 (17)	N1—C5—C4	121.6 (7)
N1—Ag1—Ag2	99.47 (12)	N1—C5—C6	116.6 (6)
N3—Ag1—Ag2	105.57 (12)	C4—C5—C6	121.8 (7)
N4—Ag1—Ag2	79.91 (11)	N2—C6—C5	120.1 (6)
N2—Ag1—Ag2	72.01 (12)	N2—C6—H6	119.9
N5—Ag2—N7	155.54 (18)	C5—C6—H6	119.9
N5—Ag2—N8	119.88 (17)	N3—C7—C8	124.4 (6)
N7—Ag2—N8	72.02 (18)	N3—C7—H7	117.8
N5—Ag2—N6	71.74 (16)	C8—C7—H7	117.8
N7—Ag2—N6	109.99 (17)	C9—C8—C7	118.0 (6)
N8—Ag2—N6	148.63 (16)	C9—C8—H8	121.0
N5—Ag2—Ag1	105.18 (13)	C7—C8—H8	121.0
N7—Ag2—Ag1	98.55 (12)	C8—C9—C10	119.3 (6)
N8—Ag2—Ag1	74.53 (12)	C8—C9—H9	120.4
N6—Ag2—Ag1	74.24 (11)	C10—C9—H9	120.4
O6'—Cl1—O8'	111.4 (8)	C11—C10—C9	119.1 (7)
O8—Cl1—O7	110.5 (8)	C11—C10—H10	120.4
O8—Cl1—O5	110.4 (8)	C9—C10—H10	120.4
O7—Cl1—O5	108.9 (8)	N3—C11—C10	121.9 (5)
O6'—Cl1—O7'	110.0 (8)	N3—C11—C12	117.8 (5)
O8'—Cl1—O7'	108.7 (8)	C10—C11—C12	120.3 (6)
O11'—Cl2—O12'	111.0 (8)	N4—C12—C11	120.4 (5)
O9—Cl2—O11	112.9 (8)	N4—C12—H12	119.8
O11'—Cl2—O10'	110.1 (8)	C11—C12—H12	119.8
O12'—Cl2—O10'	110.3 (8)	N5—C13—C14	124.4 (7)
O9—Cl2—O12	111.2 (8)	N5—C13—H13	117.8
N2—O1—H1o	109.5	C14—C13—H13	117.8
N6—O3—H3o	109.5	C13—C14—C15	118.6 (7)
N8—O4—H4o	109.5	C13—C14—H14	120.7
C5—N1—C1	117.5 (6)	C15—C14—H14	120.7
C5—N1—Ag1	117.3 (4)	C14—C15—C16	119.2 (7)
C1—N1—Ag1	124.6 (5)	C14—C15—H15	120.4
C6—N2—O1	112.4 (5)	C16—C15—H15	120.4
C6—N2—Ag1	114.2 (4)	C17—C16—C15	119.3 (7)
O1—N2—Ag1	132.4 (4)	C17—C16—H16	120.3
C7—N3—C11	117.2 (5)	C15—C16—H16	120.3
C7—N3—Ag1	126.8 (4)	N5—C17—C16	121.6 (6)
C11—N3—Ag1	115.6 (3)	N5—C17—C18	117.2 (5)
C12—N4—O2	115.8 (5)	C16—C17—C18	121.3 (5)
C12—N4—Ag1	113.9 (4)	N6—C18—C17	120.8 (5)
O2—N4—Ag1	129.4 (4)	N6—C18—H18	119.6
C13—N5—C17	116.9 (6)	C17—C18—H18	119.6
C13—N5—Ag2	124.8 (4)	N7—C19—C20	123.1 (8)
C17—N5—Ag2	117.3 (4)	N7—C19—H19	118.4
C18—N6—O3	113.6 (4)	C20—C19—H19	118.4
C18—N6—Ag2	111.1 (4)	C21—C20—C19	119.4 (8)
O3—N6—Ag2	133.8 (4)	C21—C20—H20	120.3
C19—N7—C23	116.9 (6)	C19—C20—H20	120.3
C19—N7—Ag2	126.6 (5)	C20—C21—C22	119.9 (9)
C23—N7—Ag2	116.3 (4)	C20—C21—H21	120.1
C24—N8—O4	115.8 (5)	C22—C21—H21	120.1
C24—N8—Ag2	112.5 (4)	C21—C22—C23	118.3 (9)
O4—N8—Ag2	131.6 (4)	C21—C22—H22	120.8
C2—C1—N1	123.3 (8)	C23—C22—H22	120.8
C2—C1—H1A	118.3	N7—C23—C22	122.4 (7)
N1—C1—H1A	118.3	N7—C23—C24	117.3 (6)
C1—C2—C3	119.0 (8)	C22—C23—C24	120.3 (7)
C1—C2—H2	120.5	N8—C24—C23	121.5 (6)
C3—C2—H2	120.5	N8—C24—H24	119.2
C2—C3—C4	119.8 (8)	C23—C24—H24	119.2
N1—Ag1—Ag2—N5	29.36 (18)	N6—Ag2—N7—C23	−143.4 (4)
N3—Ag1—Ag2—N5	−151.98 (17)	Ag1—Ag2—N7—C23	−67.1 (4)
N4—Ag1—Ag2—N5	140.41 (17)	N5—Ag2—N8—C24	−156.9 (4)
N2—Ag1—Ag2—N5	−36.65 (18)	N7—Ag2—N8—C24	−0.4 (4)
N1—Ag1—Ag2—N7	−144.67 (18)	N6—Ag2—N8—C24	98.7 (5)
N3—Ag1—Ag2—N7	34.00 (17)	Ag1—Ag2—N8—C24	104.2 (4)
N4—Ag1—Ag2—N7	−33.61 (17)	N5—Ag2—N8—O4	19.4 (5)
N2—Ag1—Ag2—N7	149.33 (17)	N7—Ag2—N8—O4	175.9 (5)
N1—Ag1—Ag2—N8	146.78 (19)	N6—Ag2—N8—O4	−85.0 (5)
N3—Ag1—Ag2—N8	−34.56 (18)	Ag1—Ag2—N8—O4	−79.5 (5)
N4—Ag1—Ag2—N8	−102.17 (18)	C5—N1—C1—C2	1.6 (9)
N2—Ag1—Ag2—N8	80.78 (19)	Ag1—N1—C1—C2	−169.4 (5)
N1—Ag1—Ag2—N6	−36.19 (17)	N1—C1—C2—C3	−2.8 (12)
N3—Ag1—Ag2—N6	142.47 (17)	C1—C2—C3—C4	1.4 (12)
N4—Ag1—Ag2—N6	74.86 (17)	C2—C3—C4—C5	1.0 (12)
N2—Ag1—Ag2—N6	−102.20 (18)	C1—N1—C5—C4	1.0 (8)
N3—Ag1—N1—C5	117.1 (5)	Ag1—N1—C5—C4	172.7 (5)
N4—Ag1—N1—C5	−148.8 (4)	C1—N1—C5—C6	−178.5 (5)
N2—Ag1—N1—C5	1.1 (4)	Ag1—N1—C5—C6	−6.8 (7)
Ag2—Ag1—N1—C5	−65.9 (4)	C3—C4—C5—N1	−2.3 (10)
N3—Ag1—N1—C1	−71.8 (6)	C3—C4—C5—C6	177.2 (7)
N4—Ag1—N1—C1	22.2 (5)	O1—N2—C6—C5	178.6 (5)
N2—Ag1—N1—C1	172.1 (5)	Ag1—N2—C6—C5	−11.2 (7)
Ag2—Ag1—N1—C1	105.1 (5)	N1—C5—C6—N2	12.6 (9)
N1—Ag1—N2—C6	5.5 (4)	C4—C5—C6—N2	−167.0 (6)
N3—Ag1—N2—C6	−148.9 (4)	C11—N3—C7—C8	−1.0 (9)
N4—Ag1—N2—C6	106.6 (5)	Ag1—N3—C7—C8	−172.7 (5)
Ag2—Ag1—N2—C6	112.8 (4)	N3—C7—C8—C9	1.3 (10)
N1—Ag1—N2—O1	173.1 (5)	C7—C8—C9—C10	0.3 (10)
N3—Ag1—N2—O1	18.8 (6)	C8—C9—C10—C11	−2.0 (10)
N4—Ag1—N2—O1	−85.7 (6)	C7—N3—C11—C10	−0.8 (8)
Ag2—Ag1—N2—O1	−79.6 (5)	Ag1—N3—C11—C10	171.8 (5)
N1—Ag1—N3—C7	−81.3 (6)	C7—N3—C11—C12	179.4 (5)
N4—Ag1—N3—C7	175.3 (5)	Ag1—N3—C11—C12	−8.0 (6)
N2—Ag1—N3—C7	24.1 (5)	C9—C10—C11—N3	2.3 (10)
Ag2—Ag1—N3—C7	101.8 (5)	C9—C10—C11—C12	−177.9 (6)
N1—Ag1—N3—C11	106.9 (5)	O2—N4—C12—C11	−176.6 (5)
N4—Ag1—N3—C11	3.5 (4)	Ag1—N4—C12—C11	−6.6 (7)
N2—Ag1—N3—C11	−147.7 (4)	N3—C11—C12—N4	10.1 (8)
Ag2—Ag1—N3—C11	−70.0 (4)	C10—C11—C12—N4	−169.6 (6)
N1—Ag1—N4—C12	−151.8 (4)	C17—N5—C13—C14	−0.1 (9)
N3—Ag1—N4—C12	1.7 (4)	Ag2—N5—C13—C14	−168.2 (5)
N2—Ag1—N4—C12	117.9 (5)	N5—C13—C14—C15	−0.3 (10)
Ag2—Ag1—N4—C12	112.0 (4)	C13—C14—C15—C16	0.1 (10)
N1—Ag1—N4—O2	16.5 (5)	C14—C15—C16—C17	0.6 (10)
N3—Ag1—N4—O2	170.0 (5)	C13—N5—C17—C16	0.9 (8)
N2—Ag1—N4—O2	−73.8 (6)	Ag2—N5—C17—C16	169.8 (4)
Ag2—Ag1—N4—O2	−79.7 (4)	C13—N5—C17—C18	−178.1 (5)
N7—Ag2—N5—C13	−91.9 (6)	Ag2—N5—C17—C18	−9.2 (6)
N8—Ag2—N5—C13	21.8 (6)	C15—C16—C17—N5	−1.1 (9)
N6—Ag2—N5—C13	169.8 (5)	C15—C16—C17—C18	177.9 (6)
Ag1—Ag2—N5—C13	102.5 (5)	O3—N6—C18—C17	177.9 (5)
N7—Ag2—N5—C17	100.0 (5)	Ag2—N6—C18—C17	−13.9 (7)
N8—Ag2—N5—C17	−146.2 (4)	N5—C17—C18—N6	16.3 (8)
N6—Ag2—N5—C17	1.7 (4)	C16—C17—C18—N6	−162.7 (6)
Ag1—Ag2—N5—C17	−65.6 (4)	C23—N7—C19—C20	1.1 (10)
N5—Ag2—N6—C18	6.4 (4)	Ag2—N7—C19—C20	−173.7 (6)
N7—Ag2—N6—C18	−147.7 (4)	N7—C19—C20—C21	−0.7 (12)
N8—Ag2—N6—C18	124.2 (4)	C19—C20—C21—C22	−0.6 (14)
Ag1—Ag2—N6—C18	118.7 (4)	C20—C21—C22—C23	1.3 (13)
N5—Ag2—N6—O3	171.5 (5)	C19—N7—C23—C22	−0.3 (9)
N7—Ag2—N6—O3	17.3 (5)	Ag2—N7—C23—C22	175.0 (5)
N8—Ag2—N6—O3	−70.7 (6)	C19—N7—C23—C24	178.7 (6)
Ag1—Ag2—N6—O3	−76.2 (5)	Ag2—N7—C23—C24	−6.0 (7)
N5—Ag2—N7—C19	−58.3 (7)	C21—C22—C23—N7	−0.9 (11)
N8—Ag2—N7—C19	178.2 (5)	C21—C22—C23—C24	−179.8 (7)
N6—Ag2—N7—C19	31.4 (5)	O4—N8—C24—C23	−179.6 (5)
Ag1—Ag2—N7—C19	107.6 (5)	Ag2—N8—C24—C23	−2.7 (8)
N5—Ag2—N7—C23	126.9 (5)	N7—C23—C24—N8	6.0 (9)
N8—Ag2—N7—C23	3.4 (4)	C22—C23—C24—N8	−175.0 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1o···O4	0.84	1.91	2.673 (8)	151
O3—H3o···O2	0.84	1.81	2.610 (6)	160
O4—H4o···O2iii	0.84	1.64	2.475 (6)	174

Table 1

Selected bond lengths (Å)

Ag1—N1	2.280 (5)
Ag1—N2	2.392 (5)
Ag1—N3	2.281 (5)
Ag1—N4	2.384 (5)
Ag2—N5	2.235 (5)
Ag2—N6	2.448 (4)
Ag2—N7	2.256 (5)
Ag2—N8	2.401 (5)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1o⋯O4	0.84	1.91	2.673 (8)	151
O3—H3o⋯O2	0.84	1.81	2.610 (6)	160
O4—H4o⋯O2i	0.84	1.64	2.475 (6)	174

Symmetry code: (i) .