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Acta Cryst. (2008). E64, m1379-m1380    [ doi:10.1107/S1600536808031413 ]

Bis[tris(1,10-phenanthroline)nickel(II)] tris[dicyanidoargentate(I)] nitrate 4.2-hydrate

M. Monim-ul-Mehboob, M. Tufail, M. Altaf, H. Stoeckli-Evans, S. Ahmad and S. H. Iftikhar

Abstract top

The title compound, [Ni(C12H8N2)3]2[Ag(CN)2]3(NO3)·4.2H2O, crystallizes with two independent [Ni(phen)3]2+ cations (phen is 1,10-phenanthroline; both Ni atoms have threefold symmetry and N6 donor sets), three near-linear [Ag(CN)2]- anions, one nitrate anion (N site symmetry 3) and 4.2 water molecules of crystallization, some of which are disordered. The [Ag(CN)2]- anions are situated within cavities created by the phenanthroline ligands of adjacent [Ni(phen)3]2+ cations. Some short C-H...O and C-H...N interactions may help to establish the packing.

Comment top

Supramolecular structures based on [Ag(CN)2]- anions are of significant interest because of their potential for structural, magnetic and catalytic applications, as witnessed by some recent work in this area (Ahmad et al., 2007; Ren et al., 2005; Shorrock et al., 2002; Zhang et al., 2006). We have begun investigations of the structural and chemical properties of metal(II)—Ag(I) coordination polymers that contain the [Ag(CN)2]- anion as a bridging unit (Ahmad et al., 2007). Mixed-ligand metal complexes of 1,10-phenanthroline (phen), and its substituted derivatives, are also interesting because they play an important role in biological systems, such as binding small molecules to DNA (Sastri et al., 2003). A search of the Cambridge Structural Database (CSD V5.29, last update Jan 2008; Allen, 2002) revealed the presence of more than 50 complexes involving the [Ni(phen)3]2+ cation. In the present study we attempted to prepare a coordination polymer consisting of [Ni(phen)2]2+ cations and [Ag(CN)2]-, but instead, the title compound, (I), was isolated.

The molecular structure of (I) is shown in Fig. 1. The two independent [Ni(phen)3]2+ cations have 3-fold symmetry and both Ni atoms have octahedral environments formed by six nitrogen atoms from three 1,10-phenanthroline ligands (Table 1) with normal bond distances and angles. The coordination environment of metal in the [Ag(CN)2]- anion is close to linear [C—Ag—C = 176.78 (13)°].

In the crystal structure of (I), the [Ag(CN)2]- anions are situated within cavities created by the phenanthroline ligands of two [Ni(phen)3]2+ cations (see Fig. 2), hence the silver atoms are isolated from one another. The cationic and anionic units are associated with each other through C—H···O and C—H···N weak interactions (Table 2). The disordered water molecules of crystallization in (I) occupy regions in the vicinity of the 3 symmetry positions (Fig. 3).

The crystal structure of (I) is very similar to that of bis[tris(bipyridine)nickel(II)] tris[dicyanoargentate(I)] chloride nonahydrate, (II), (Černák et al., 1994). Both crystallize in the trigonal space group R3, with a similar disposition in the crystal of the [Ni(phen)3]2+ and [Ag(CN)2]- ionic moeties. In (II), however, the secondary anion, Cl-, is partially distributed over the positions of the water molecules of crystallization (Fig. 4).

Related literature top

For a closely related structure containing 2,2'-bipyridine, see: Černák et al. (1994).

For related literature, see: Ahmad et al. (2007); Allen (2002); Ren et al. (2005); Sastri et al. (2003); Shorrock et al. (2002); Zhang et al. (2006).

Experimental top

An aqueous mixture of Ni(NO3)2.6H2O, 1,10-phenanthroline (phen) and K[Ag(CN)2], was made up in a molar ratio of 1:1:2. After stirring the mixture for 25–30 min, a pink precipitate appeared. This was filtered off and the colourless filtrate left to evaporate slowly at room temperature. After a few days pink blocks of (I) were obtained, which were washed with methanol.

Refinement top

The aromatic H-atoms were included in calculated positions and treated as riding atoms: C—H = 0.95 Å with Uiso(H) = 1.2Ueq(C). The H atoms of the water molecules could not be located.

Computing details top

Data collection: X-AREA (Stoe & Cie, 2006); cell refinement: X-AREA (Stoe & Cie, 2006); data reduction: X-RED32 (Stoe & Cie, 2006); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2003) and Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), showing displacement ellipsoids drawn at the 50% probability level [H atoms and water molecules of crystallization have been omitted for clarity; Symmetry codes: (i) -y + 1, x-y, z; (ii) -x + y+1,-x + 1, z; (iv) -y + 1, x-y + 1, z; (iii) -x + y, -x + 1, z;(v) -y, x-y, z; (vi) -x + y, -x, z]
[Figure 2] Fig. 2. Two views of the [Ag(CN)2]- anion situated within a cavity created by the phenanthroline ligands of two [Ni(phen)3]2+ cations.
[Figure 3] Fig. 3. A view along the c axis of the crystal packing of (I) showing the formation of the hexagonally shaped water clusters [The H-atoms have been omitted for clarity; the O···O contacts are shown as blue dotted lines].
[Figure 4] Fig. 4. A view along the c axis of the crystal packing of (II) [The published coordinates have been transformed from rhombohedral to hexagonal axes; the H-atoms have been removed for clarity, and the O···O contacts are shown as blue dotted lines].
Bis[tris(1,10-phenanthroline)nickel(II)] tris[dicyanidoargentate(I)] nitrate 4.2-hydrate top
Crystal data top
[Ni(C12H8N2)3]2[Ag(CN)2]3(NO3)·4.2H2ODx = 1.700 Mg m−3
Mr = 1816.05Mo Kα radiation, λ = 0.71073 Å
Trigonal, R3Cell parameters from 29311 reflections
Hall symbol: -R 3θ = 1.7–29.6°
a = 16.2738 (7) ŵ = 1.41 mm−1
c = 46.398 (2) ÅT = 173 K
V = 10641.6 (8) Å3Block, pink
Z = 60.50 × 0.40 × 0.30 mm
F(000) = 5472
Data collection top
Stoe IPDSII
diffractometer		6400 independent reflections
Radiation source: fine-focus sealed tube5514 reflections with I > 2σ(I)
graphiteRint = 0.031
φ and ω scansθmax = 29.2°, θmin = 1.7°
Absorption correction: multi-scan
(MULscanABS in PLATON; Spek, 2003)		h = −21→20
Tmin = 0.454, Tmax = 0.651k = −19→22
28787 measured reflectionsl = −63→63
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.031H-atom parameters constrained
wR(F2) = 0.086 w = 1/[σ2(Fo2) + (0.0528P)2 + 11.6906P]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max = 0.001
6400 reflectionsΔρmax = 0.89 e Å−3
353 parametersΔρmin = −0.80 e Å−3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.00026 (3)
Crystal data top
[Ni(C12H8N2)3]2[Ag(CN)2]3(NO3)·4.2H2OZ = 6
Mr = 1816.05Mo Kα radiation
Trigonal, R3µ = 1.41 mm−1
a = 16.2738 (7) ÅT = 173 K
c = 46.398 (2) Å0.50 × 0.40 × 0.30 mm
V = 10641.6 (8) Å3
Data collection top
Stoe IPDSII
diffractometer		6400 independent reflections
Absorption correction: multi-scan
(MULscanABS in PLATON; Spek, 2003)		5514 reflections with I > 2σ(I)
Tmin = 0.454, Tmax = 0.651Rint = 0.031
28787 measured reflectionsθmax = 29.2°
Refinement top
R[F2 > 2σ(F2)] = 0.031 w = 1/[σ2(Fo2) + (0.0528P)2 + 11.6906P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.086Δρmax = 0.89 e Å−3
S = 1.03Δρmin = −0.80 e Å−3
6400 reflectionsAbsolute structure: ?
353 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
H-atom parameters constrained
Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Ni10.666670.333330.09760 (1)0.0219 (1)
N10.55774 (12)0.22921 (12)0.12273 (3)0.0263 (4)
N20.54772 (11)0.30552 (11)0.07265 (3)0.0236 (4)
C10.56354 (16)0.19654 (16)0.14863 (4)0.0331 (6)
C20.48349 (18)0.13805 (16)0.16522 (5)0.0366 (6)
C30.39524 (17)0.10971 (15)0.15449 (5)0.0343 (6)
C40.38610 (15)0.13989 (14)0.12682 (4)0.0293 (5)
C50.29696 (16)0.11155 (16)0.11340 (5)0.0359 (6)
C60.29168 (15)0.14076 (16)0.08686 (5)0.0358 (6)
C70.37639 (14)0.20643 (14)0.07144 (4)0.0284 (5)
C80.37537 (15)0.24171 (16)0.04399 (5)0.0338 (6)
C90.45898 (16)0.30945 (17)0.03200 (4)0.0339 (6)
C100.54358 (15)0.34083 (15)0.04711 (4)0.0290 (5)
C110.46468 (13)0.23886 (13)0.08459 (4)0.0235 (5)
C120.47022 (14)0.20149 (13)0.11212 (4)0.0242 (5)
Ni20.333330.666670.08188 (1)0.0186 (1)
N30.23944 (10)0.54770 (11)0.10601 (3)0.0211 (4)
N40.33131 (11)0.55851 (11)0.05706 (3)0.0211 (4)
C130.19556 (13)0.54382 (14)0.13060 (4)0.0254 (5)
C140.13796 (14)0.45900 (15)0.14521 (4)0.0294 (5)
C150.12376 (14)0.37531 (14)0.13348 (4)0.0285 (5)
C160.16541 (13)0.37618 (14)0.10678 (4)0.0253 (5)
C170.14959 (15)0.29206 (14)0.09207 (4)0.0302 (6)
C180.18904 (15)0.29717 (14)0.06616 (4)0.0298 (5)
C190.25180 (14)0.38706 (13)0.05303 (4)0.0253 (5)
C200.29664 (16)0.39689 (15)0.02637 (4)0.0297 (6)
C210.35881 (16)0.48563 (15)0.01624 (4)0.0307 (6)
C220.37553 (14)0.56505 (14)0.03227 (4)0.0269 (5)
C230.27092 (12)0.47077 (12)0.06744 (4)0.0205 (4)
C240.22410 (12)0.46493 (12)0.09427 (4)0.0207 (4)
O2W0.043 (2)0.0466 (16)0.0515 (3)0.128 (12)0.200
O3W0.1111 (11)0.0799 (8)0.0346 (3)0.080 (5)0.200
Ag1−0.00155 (1)0.47423 (1)0.08079 (1)0.0352 (1)
N5−0.0135 (2)0.6044 (2)0.12942 (5)0.0638 (10)
N60.02865 (18)0.34982 (19)0.03319 (4)0.0486 (7)
C25−0.01043 (19)0.5588 (2)0.11172 (5)0.0432 (8)
C260.01549 (17)0.39317 (18)0.05002 (5)0.0370 (7)
O10.0012 (2)0.07445 (19)0.12175 (8)0.0961 (13)
N70.000000.000000.12009 (8)0.0415 (8)
O1WA0.0227 (2)0.1884 (2)0.00412 (7)0.0713 (11)0.850
O1WB−0.0212 (12)0.1577 (12)0.0217 (4)0.067 (6)0.150
H10.624400.213700.156100.0400*
H20.490500.118200.183900.0440*
H30.340400.070000.165600.0410*
H50.240100.071000.123500.0430*
H60.231400.118000.078100.0430*
H80.317300.218900.033800.0410*
H90.459300.334900.013500.0410*
H100.600700.389500.038800.0350*
H130.203800.601200.138600.0300*
H140.109000.459100.163000.0350*
H150.086000.317100.143300.0340*
H170.110700.231800.100700.0360*
H180.175100.240300.056400.0360*
H200.283900.342300.015500.0360*
H210.390400.49320−0.001600.0370*
H220.420200.626200.025200.0320*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0225 (1)0.0225 (1)0.0209 (2)0.0112 (1)0.00000.0000
N10.0292 (8)0.0251 (8)0.0245 (7)0.0136 (7)0.0020 (6)0.0044 (6)
N20.0236 (7)0.0254 (8)0.0236 (7)0.0137 (6)0.0016 (5)0.0029 (6)
C10.0390 (11)0.0333 (10)0.0280 (9)0.0189 (9)0.0005 (8)0.0072 (8)
C20.0499 (13)0.0318 (11)0.0277 (9)0.0201 (10)0.0074 (9)0.0085 (8)
C30.0430 (12)0.0235 (9)0.0329 (9)0.0139 (9)0.0131 (8)0.0057 (7)
C40.0311 (10)0.0218 (9)0.0335 (9)0.0120 (8)0.0091 (7)0.0034 (7)
C50.0267 (10)0.0268 (10)0.0492 (12)0.0096 (8)0.0100 (9)0.0042 (9)
C60.0234 (9)0.0317 (11)0.0500 (12)0.0120 (9)0.0012 (8)0.0028 (9)
C70.0254 (9)0.0265 (9)0.0345 (9)0.0139 (8)−0.0007 (7)−0.0012 (7)
C80.0294 (10)0.0387 (11)0.0374 (10)0.0201 (9)−0.0070 (8)−0.0022 (8)
C90.0357 (11)0.0455 (12)0.0287 (9)0.0265 (10)−0.0011 (8)0.0059 (8)
C100.0298 (10)0.0331 (10)0.0271 (8)0.0180 (8)0.0034 (7)0.0072 (7)
C110.0242 (8)0.0217 (8)0.0260 (8)0.0126 (7)0.0019 (6)0.0002 (6)
C120.0263 (9)0.0196 (8)0.0265 (8)0.0113 (7)0.0043 (7)0.0018 (6)
Ni20.0182 (1)0.0182 (1)0.0196 (2)0.0091 (1)0.00000.0000
N30.0191 (7)0.0209 (7)0.0215 (6)0.0087 (6)0.0010 (5)0.0000 (5)
N40.0224 (7)0.0215 (7)0.0212 (6)0.0124 (6)0.0011 (5)0.0001 (5)
C130.0230 (8)0.0282 (9)0.0238 (8)0.0120 (7)0.0024 (6)−0.0005 (7)
C140.0242 (9)0.0344 (10)0.0256 (8)0.0116 (8)0.0046 (7)0.0041 (7)
C150.0230 (9)0.0284 (9)0.0291 (9)0.0091 (7)0.0033 (7)0.0081 (7)
C160.0207 (8)0.0235 (9)0.0294 (8)0.0094 (7)−0.0012 (7)0.0027 (7)
C170.0297 (10)0.0208 (9)0.0359 (10)0.0095 (8)−0.0002 (8)0.0037 (7)
C180.0335 (10)0.0189 (8)0.0370 (10)0.0131 (8)−0.0022 (8)−0.0029 (7)
C190.0280 (9)0.0227 (8)0.0283 (8)0.0151 (7)−0.0022 (7)−0.0018 (7)
C200.0387 (11)0.0288 (9)0.0280 (9)0.0217 (9)−0.0017 (8)−0.0046 (7)
C210.0397 (11)0.0328 (10)0.0258 (8)0.0228 (9)0.0059 (8)−0.0004 (7)
C220.0302 (9)0.0268 (9)0.0265 (8)0.0164 (8)0.0067 (7)0.0036 (7)
C230.0204 (8)0.0205 (8)0.0226 (7)0.0117 (7)−0.0004 (6)0.0007 (6)
C240.0182 (7)0.0218 (8)0.0217 (7)0.0096 (7)−0.0012 (6)0.0011 (6)
O2W0.17 (3)0.13 (2)0.070 (8)0.064 (14)0.029 (11)0.057 (10)
O3W0.103 (10)0.047 (6)0.096 (9)0.042 (7)−0.066 (8)−0.042 (6)
Ag10.0301 (1)0.0415 (1)0.0319 (1)0.0163 (1)−0.0012 (1)−0.0025 (1)
N50.084 (2)0.088 (2)0.0441 (12)0.0616 (18)−0.0165 (12)−0.0209 (13)
N60.0533 (13)0.0660 (15)0.0356 (10)0.0366 (12)−0.0068 (9)−0.0062 (10)
C250.0431 (13)0.0557 (15)0.0367 (11)0.0292 (12)−0.0066 (9)−0.0044 (10)
C260.0337 (11)0.0452 (13)0.0316 (10)0.0194 (10)−0.0034 (8)0.0003 (9)
O10.095 (2)0.0522 (14)0.154 (3)0.0465 (15)0.0142 (19)0.0261 (16)
N70.0363 (11)0.0363 (11)0.052 (2)0.0182 (5)0.00000.0000
O1WA0.077 (2)0.0626 (17)0.0815 (19)0.0403 (16)0.0047 (17)0.0071 (15)
O1WB0.060 (9)0.066 (10)0.070 (10)0.027 (8)−0.005 (8)−0.023 (8)
Geometric parameters (Å, °) top
Ag1—C252.043 (3)C6—C71.443 (3)
Ag1—C262.055 (3)C7—C81.401 (3)
Ni1—N1i2.090 (2)C7—C111.399 (3)
Ni1—N2i2.101 (2)C8—C91.370 (4)
Ni1—N1ii2.0903 (19)C9—C101.395 (4)
Ni1—N2ii2.1014 (16)C11—C121.437 (3)
Ni1—N12.0903 (17)C1—H10.9500
Ni1—N22.1014 (18)C2—H20.9500
Ni2—N4iii2.090 (2)C3—H30.9500
Ni2—N42.0898 (16)C5—H50.9500
Ni2—N4iv2.090 (2)C6—H60.9500
Ni2—N32.0925 (15)C8—H80.9500
Ni2—N3iii2.0925 (19)C9—H90.9500
Ni2—N3iv2.092 (2)C10—H100.9500
O2W—O2Wv1.27 (5)C13—C141.396 (3)
O2W—O2Wvi1.27 (4)C14—C151.375 (3)
O2W—O3W1.24 (3)C15—C161.409 (3)
O1—N71.204 (3)C16—C171.433 (3)
N1—C11.336 (3)C16—C241.399 (3)
N1—C121.354 (3)C17—C181.346 (3)
N2—C111.358 (3)C18—C191.435 (3)
N2—C101.333 (2)C19—C201.404 (3)
N3—C241.355 (2)C19—C231.406 (3)
N3—C131.331 (3)C20—C211.367 (3)
N4—C231.354 (2)C21—C221.395 (3)
N4—C221.333 (3)C23—C241.438 (3)
N5—C251.125 (4)C13—H130.9500
N6—C261.142 (4)C14—H140.9500
C1—C21.398 (4)C15—H150.9500
C2—C31.364 (4)C17—H170.9500
C3—C41.409 (3)C18—H180.9500
C4—C51.427 (4)C20—H200.9500
C4—C121.404 (3)C21—H210.9500
C5—C61.338 (3)C22—H220.9500
Ag1···Ni24.7375 (3)O1WA···N62.911 (4)
Ag1···Ni1v4.7580 (3)O1WA···O1WAviii2.924 (5)
Ag1···Ni24.7375 (3)O1WB···N62.860 (18)
Ag1···Ni24.7375 (3)O2W···N73.265 (15)
Ni1···Ag1vii4.7580 (3)O2W···N73.265 (15)
Ni1···Ag1iv4.7580 (3)O2W···N73.265 (15)
Ni1···Ag1vi4.7580 (3)O2W···O3Wvi2.36 (3)
Ni2···Ag1iii4.7375 (2)O3W···O3Wv2.80 (3)
Ni2···Ag1iv4.7375 (3)O3W···O3Wvi2.80 (2)
Ni2···Ag14.7375 (3)
C25—Ag1—C26176.78 (13)N2—C10—C9122.9 (2)
N1—Ni1—N279.41 (7)N2—C11—C12116.93 (19)
N1—Ni1—N2i97.46 (7)N2—C11—C7123.20 (17)
N1—Ni1—N1ii91.91 (7)C7—C11—C12119.87 (19)
N1—Ni1—N2ii167.39 (9)C4—C12—C11119.3 (2)
N1i—Ni1—N2167.39 (8)N1—C12—C11117.42 (18)
N2—Ni1—N2i92.56 (7)N1—C12—C4123.30 (18)
N1ii—Ni1—N297.46 (9)C2—C1—H1119.00
N1—Ni1—N1i91.91 (8)N1—C1—H1119.00
N1i—Ni1—N2i79.41 (8)C3—C2—H2120.00
N1i—Ni1—N1ii91.91 (9)C1—C2—H2120.00
N1i—Ni1—N2ii97.46 (9)C2—C3—H3120.00
N1ii—Ni1—N2i167.39 (10)C4—C3—H3120.00
N2i—Ni1—N2ii92.56 (8)C6—C5—H5119.00
N1ii—Ni1—N2ii79.41 (7)C4—C5—H5119.00
N2—Ni1—N2ii92.56 (8)C7—C6—H6120.00
N3—Ni2—N4iii94.73 (7)C5—C6—H6120.00
N4—Ni2—N4iv92.55 (7)C9—C8—H8120.00
N3iii—Ni2—N4169.48 (8)C7—C8—H8120.00
N4—Ni2—N4iii92.55 (7)C8—C9—H9120.00
N3iv—Ni2—N4iv79.56 (7)C10—C9—H9120.00
N3iv—Ni2—N3iii94.05 (8)C9—C10—H10118.00
N3iv—Ni2—N4iii169.48 (7)N2—C10—H10119.00
N3iv—Ni2—N494.73 (7)N3—C13—C14122.84 (18)
N4iv—Ni2—N4iii92.55 (7)C13—C14—C15118.97 (19)
N3iii—Ni2—N4iii79.56 (8)C14—C15—C16119.77 (18)
N3—Ni2—N479.56 (6)C15—C16—C17123.61 (18)
N3—Ni2—N3iv94.05 (7)C15—C16—C24116.88 (18)
N3—Ni2—N4iv169.48 (8)C17—C16—C24119.51 (18)
N3—Ni2—N3iii94.05 (6)C16—C17—C18120.94 (18)
N3iii—Ni2—N4iv94.73 (7)C17—C18—C19121.10 (18)
O2Wv—O2W—O2Wvi60 (3)C20—C19—C23117.26 (17)
O2Wv—O2W—O3W140.5 (17)C18—C19—C23119.06 (18)
O2Wvi—O2W—O3W109 (3)C18—C19—C20123.68 (18)
Ni1—N1—C1128.62 (17)C19—C20—C21119.42 (19)
C1—N1—C12117.80 (19)C20—C21—C22119.6 (2)
Ni1—N1—C12113.07 (12)N4—C22—C21122.61 (18)
Ni1—N2—C10129.53 (16)N4—C23—C24117.32 (16)
Ni1—N2—C11112.89 (12)C19—C23—C24119.65 (16)
C10—N2—C11117.54 (19)N4—C23—C19123.03 (18)
Ni2—N3—C24113.01 (12)N3—C24—C23117.01 (15)
C13—N3—C24118.01 (16)N3—C24—C16123.43 (18)
Ni2—N3—C13128.98 (13)C16—C24—C23119.56 (16)
C22—N4—C23118.00 (16)N3—C13—H13119.00
Ni2—N4—C23112.93 (12)C14—C13—H13118.00
Ni2—N4—C22128.90 (13)C15—C14—H14120.00
O1v—N7—O1vi119.6 (2)C13—C14—H14121.00
O1—N7—O1vi119.6 (2)C14—C15—H15120.00
O1—N7—O1v119.6 (3)C16—C15—H15120.00
N1—C1—C2122.6 (2)C16—C17—H17120.00
C1—C2—C3119.6 (2)C18—C17—H17119.00
C2—C3—C4119.4 (2)C19—C18—H18119.00
C3—C4—C12117.2 (2)C17—C18—H18119.00
C3—C4—C5123.5 (2)C21—C20—H20120.00
C5—C4—C12119.31 (19)C19—C20—H20120.00
C4—C5—C6121.5 (2)C22—C21—H21120.00
C5—C6—C7120.8 (2)C20—C21—H21120.00
C6—C7—C8123.5 (2)N4—C22—H22119.00
C8—C7—C11117.5 (2)C21—C22—H22119.00
C6—C7—C11118.95 (18)Ag1—C25—N5177.4 (3)
C7—C8—C9119.3 (2)Ag1—C26—N6177.3 (3)
C8—C9—C10119.5 (2)
N2—Ni1—N1—C1−175.0 (2)Ni2—N4—C23—C19174.54 (17)
N2—Ni1—N1—C12−3.53 (14)Ni2—N4—C23—C24−4.6 (2)
N1i—Ni1—N1—C114.2 (2)C22—N4—C23—C24179.7 (2)
N1i—Ni1—N1—C12−174.32 (15)N1—C1—C2—C32.4 (4)
N2i—Ni1—N1—C193.8 (2)C1—C2—C3—C40.0 (4)
N2i—Ni1—N1—C12−94.76 (15)C2—C3—C4—C5177.9 (2)
N1ii—Ni1—N1—C1−77.8 (2)C2—C3—C4—C12−2.4 (3)
N1ii—Ni1—N1—C1293.70 (15)C3—C4—C12—N12.8 (3)
N1—Ni1—N2—C10−176.73 (19)C3—C4—C12—C11−176.24 (19)
N1—Ni1—N2—C110.57 (13)C5—C4—C12—N1−177.5 (2)
N2i—Ni1—N2—C10−79.62 (19)C3—C4—C5—C6−178.9 (2)
N2i—Ni1—N2—C1197.68 (14)C12—C4—C5—C61.4 (3)
N1ii—Ni1—N2—C1092.71 (18)C5—C4—C12—C113.5 (3)
N1ii—Ni1—N2—C11−89.99 (14)C4—C5—C6—C7−3.4 (4)
N2ii—Ni1—N2—C1013.06 (19)C5—C6—C7—C8−178.1 (2)
N2ii—Ni1—N2—C11−169.63 (14)C5—C6—C7—C110.4 (3)
N3—Ni2—N4—C232.76 (14)C11—C7—C8—C9−3.6 (3)
N3iv—Ni2—N4—C22−88.9 (2)C6—C7—C11—N2−175.3 (2)
N3iv—Ni2—N4—C2396.01 (15)C6—C7—C8—C9174.9 (2)
N4iv—Ni2—N4—C22−9.1 (2)C6—C7—C11—C124.5 (3)
N4iv—Ni2—N4—C23175.74 (15)C8—C7—C11—N23.3 (3)
N4iii—Ni2—N4—C2283.6 (2)C8—C7—C11—C12−176.9 (2)
N4—Ni2—N3—C13178.8 (2)C7—C8—C9—C101.1 (4)
N4—Ni2—N3—C24−0.55 (14)C8—C9—C10—N22.3 (4)
N3iv—Ni2—N3—C1384.70 (19)C7—C11—C12—N1174.50 (19)
N3iv—Ni2—N3—C24−94.62 (15)C7—C11—C12—C4−6.4 (3)
N3iii—Ni2—N3—C13−9.7 (2)N2—C11—C12—C4173.41 (18)
N3iii—Ni2—N3—C24171.03 (15)N2—C11—C12—N1−5.7 (3)
N4iii—Ni2—N3—C13−89.50 (19)N3—C13—C14—C15−1.6 (4)
N4iii—Ni2—N3—C2491.19 (15)C13—C14—C15—C16−1.5 (4)
N3—Ni2—N4—C22177.9 (2)C14—C15—C16—C17−175.9 (2)
N4iii—Ni2—N4—C23−91.59 (15)C14—C15—C16—C243.3 (3)
C12—N1—C1—C2−2.1 (3)C15—C16—C17—C18177.9 (2)
Ni1—N1—C12—C4−173.11 (16)C24—C16—C17—C18−1.2 (4)
Ni1—N1—C1—C2169.10 (17)C15—C16—C24—N3−2.3 (3)
C1—N1—C12—C4−0.6 (3)C15—C16—C24—C23178.2 (2)
C1—N1—C12—C11178.46 (19)C17—C16—C24—N3176.9 (2)
Ni1—N1—C12—C116.0 (2)C17—C16—C24—C23−2.6 (3)
Ni1—N2—C10—C9174.54 (17)C16—C17—C18—C193.0 (4)
C11—N2—C10—C9−2.7 (3)C17—C18—C19—C20178.6 (3)
Ni1—N2—C11—C7−177.83 (16)C17—C18—C19—C23−0.9 (4)
Ni1—N2—C11—C122.4 (2)C18—C19—C20—C21−176.9 (2)
C10—N2—C11—C7−0.2 (3)C23—C19—C20—C212.6 (4)
C10—N2—C11—C12−179.97 (18)C18—C19—C23—N4178.0 (2)
C13—N3—C24—C23178.91 (19)C18—C19—C23—C24−2.9 (3)
Ni2—N3—C24—C16178.82 (17)C20—C19—C23—N4−1.5 (3)
Ni2—N3—C13—C14−176.67 (17)C20—C19—C23—C24177.6 (2)
C24—N3—C13—C142.6 (3)C19—C20—C21—C22−1.1 (4)
Ni2—N3—C24—C23−1.7 (2)C20—C21—C22—N4−1.7 (4)
C13—N3—C24—C16−0.6 (3)N4—C23—C24—N34.3 (3)
C23—N4—C22—C212.8 (3)N4—C23—C24—C16−176.2 (2)
Ni2—N4—C22—C21−172.11 (18)C19—C23—C24—N3−174.9 (2)
C22—N4—C23—C19−1.2 (3)C19—C23—C24—C164.7 (3)
Symmetry codes: (i) −y+1, x−y, z; (ii) −x+y+1, −x+1, z; (iii) −x+y, −x+1, z; (iv) −y+1, x−y+1, z; (v) −y, x−y, z; (vi) −x+y, −x, z; (vii) x+1, y, z; (viii) y, −x+y, −z.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C3—H3···N5ix0.952.453.284 (4)147
C5—H5···O1vi0.952.363.176 (5)144
C8—H8···O1WAviii0.952.543.465 (4)166
C17—H17···O10.952.473.423 (4)177
C20—H20···N6viii0.952.603.312 (3)132
Symmetry codes: (ix) y−1/3, −x+y−2/3, −z+1/3; (vi) −x+y, −x, z; (viii) y, −x+y, −z.
Table 1
Selected geometric parameters (Å) top
Ag1—C252.043 (3)Ni1—N22.1014 (18)
Ag1—C262.055 (3)Ni2—N42.0898 (16)
Ni1—N12.0903 (17)Ni2—N32.0925 (15)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C3—H3···N5i0.952.453.284 (4)147
C5—H5···O1ii0.952.363.176 (5)144
C8—H8···O1WAiii0.952.543.465 (4)166
C17—H17···O10.952.473.423 (4)177
C20—H20···N6iii0.952.603.312 (3)132
Symmetry codes: (i) y−1/3, −x+y−2/3, −z+1/3; (ii) −x+y, −x, z; (iii) y, −x+y, −z.
Acknowledgements top

Financial support from the Council for Science and Technology, Islamabad, Pakistan, is gratefully acknowledged.

references
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