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

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

doi:10.1107/S1600536808031413

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 11| November 2008| Pages m1379-m1380

doi:10.1107/S1600536808031413

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

Muhammad Monim-ul-Mehboob,^a Muhammad Tufail,^a Muhammad Altaf,^b Helen Stoeckli-Evans,^b Saeed Ahmad ^a ^* and Syed Hassan Iftikhar ^a

^aDepartment of Chemistry, University of Engineering and Technology, Lahore 54890, Pakistan, and ^bInstitute of Physics, University of Neuchâtel, rue Emile-Argand 11, CH-2009 Neuchâtel, Switzerland
^*Correspondence e-mail: saeed_a786@hotmail.com

(Received 22 August 2008; accepted 29 September 2008; online 9 October 2008)

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.

Related literature

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

Crystal data

[Ni(C₁₂H₈N₂)₃]₂[Ag(CN)₂]₃(NO₃)·4.2H₂O
M_r = 1816.05
Trigonal, $[R \overline 3]$
a = 16.2738 (7) Å
c = 46.398 (2) Å
V = 10641.6 (8) Å³
Z = 6
Mo Kα radiation
μ = 1.41 mm⁻¹
T = 173 (2) K
0.50 × 0.40 × 0.30 mm

Data collection

Stoe IPDSII diffractometer
Absorption correction: multi-scan (MULscanABS in PLATON; Spek, 2003 ) T_min = 0.454, T_max = 0.651
28787 measured reflections
6400 independent reflections
5514 reflections with I > 2σ(I)
R_int = 0.031

Refinement

R[F² > 2σ(F²)] = 0.031
wR(F²) = 0.086
S = 1.03
6400 reflections
353 parameters
H-atom parameters constrained
Δρ_max = 0.89 e Å⁻³
Δρ_min = −0.80 e Å⁻³

Table 1
Selected bond lengths (Å)

Ag1—C25	2.043 (3)
Ag1—C26	2.055 (3)
Ni1—N1	2.0903 (17)
Ni1—N2	2.1014 (18)
Ni2—N4	2.0898 (16)
Ni2—N3	2.0925 (15)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯N5ⁱ	0.95	2.45	3.284 (4)	147
C5—H5⋯O1ⁱⁱ	0.95	2.36	3.176 (5)	144
C8—H8⋯O1WAⁱⁱⁱ	0.95	2.54	3.465 (4)	166
C17—H17⋯O1	0.95	2.47	3.423 (4)	177
C20—H20⋯N6ⁱⁱⁱ	0.95	2.60	3.312 (3)	132
Symmetry codes: (i) $[y-{\script{1\over 3}}, -x+y-{\script{2\over 3}}, -z+{\script{1\over 3}}]$ ; (ii) -x+y, -x, z; (iii) y, -x+y, -z.

Data collection: X-AREA (Stoe & Cie, 2006 ); cell refinement: X-AREA; 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808031413/hb2786sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808031413/hb2786Isup2.hkl

checkCIF report

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.

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

	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]
	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.
	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].
	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)·4.2H₂O	D_x = 1.700 Mg m⁻³
M_r = 1816.05	Mo Kα radiation, λ = 0.71073 Å
Trigonal, R3	Cell parameters from 29311 reflections
Hall symbol: -R 3	θ = 1.7–29.6°
a = 16.2738 (7) Å	µ = 1.41 mm⁻¹
c = 46.398 (2) Å	T = 173 K
V = 10641.6 (8) Å³	Block, pink
Z = 6	0.50 × 0.40 × 0.30 mm
F(000) = 5472

Data collection top

Stoe IPDSII diffractometer	6400 independent reflections
Radiation source: fine-focus sealed tube	5514 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.031
ϕ and ω scans	θ_max = 29.2°, θ_min = 1.7°
Absorption correction: multi-scan (MULscanABS in PLATON; Spek, 2003)	h = −21→20
T_min = 0.454, T_max = 0.651	k = −19→22
28787 measured reflections	l = −63→63

Refinement top

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)] = 0.031	H-atom parameters constrained
wR(F²) = 0.086	w = 1/[σ²(F_o²) + (0.0528P)² + 11.6906P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max = 0.001
6400 reflections	Δρ_max = 0.89 e Å⁻³
353 parameters	Δρ_min = −0.80 e Å⁻³
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00026 (3)

Crystal data top

[Ni(C₁₂H₈N₂)₃]₂[Ag(CN)₂]₃(NO₃)·4.2H₂O	Z = 6
M_r = 1816.05	Mo Kα radiation
Trigonal, R3	µ = 1.41 mm⁻¹
a = 16.2738 (7) Å	T = 173 K
c = 46.398 (2) Å	0.50 × 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)
T_min = 0.454, T_max = 0.651	R_int = 0.031
28787 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.031	0 restraints
wR(F²) = 0.086	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0528P)² + 11.6906P] where P = (F_o² + 2F_c²)/3
6400 reflections	Δρ_max = 0.89 e Å⁻³
353 parameters	Δρ_min = −0.80 e Å⁻³

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
Ni1	0.66667	0.33333	0.09760 (1)	0.0219 (1)
N1	0.55774 (12)	0.22921 (12)	0.12273 (3)	0.0263 (4)
N2	0.54772 (11)	0.30552 (11)	0.07265 (3)	0.0236 (4)
C1	0.56354 (16)	0.19654 (16)	0.14863 (4)	0.0331 (6)
C2	0.48349 (18)	0.13805 (16)	0.16522 (5)	0.0366 (6)
C3	0.39524 (17)	0.10971 (15)	0.15449 (5)	0.0343 (6)
C4	0.38610 (15)	0.13989 (14)	0.12682 (4)	0.0293 (5)
C5	0.29696 (16)	0.11155 (16)	0.11340 (5)	0.0359 (6)
C6	0.29168 (15)	0.14076 (16)	0.08686 (5)	0.0358 (6)
C7	0.37639 (14)	0.20643 (14)	0.07144 (4)	0.0284 (5)
C8	0.37537 (15)	0.24171 (16)	0.04399 (5)	0.0338 (6)
C9	0.45898 (16)	0.30945 (17)	0.03200 (4)	0.0339 (6)
C10	0.54358 (15)	0.34083 (15)	0.04711 (4)	0.0290 (5)
C11	0.46468 (13)	0.23886 (13)	0.08459 (4)	0.0235 (5)
C12	0.47022 (14)	0.20149 (13)	0.11212 (4)	0.0242 (5)
Ni2	0.33333	0.66667	0.08188 (1)	0.0186 (1)
N3	0.23944 (10)	0.54770 (11)	0.10601 (3)	0.0211 (4)
N4	0.33131 (11)	0.55851 (11)	0.05706 (3)	0.0211 (4)
C13	0.19556 (13)	0.54382 (14)	0.13060 (4)	0.0254 (5)
C14	0.13796 (14)	0.45900 (15)	0.14521 (4)	0.0294 (5)
C15	0.12376 (14)	0.37531 (14)	0.13348 (4)	0.0285 (5)
C16	0.16541 (13)	0.37618 (14)	0.10678 (4)	0.0253 (5)
C17	0.14959 (15)	0.29206 (14)	0.09207 (4)	0.0302 (6)
C18	0.18904 (15)	0.29717 (14)	0.06616 (4)	0.0298 (5)
C19	0.25180 (14)	0.38706 (13)	0.05303 (4)	0.0253 (5)
C20	0.29664 (16)	0.39689 (15)	0.02637 (4)	0.0297 (6)
C21	0.35881 (16)	0.48563 (15)	0.01624 (4)	0.0307 (6)
C22	0.37553 (14)	0.56505 (14)	0.03227 (4)	0.0269 (5)
C23	0.27092 (12)	0.47077 (12)	0.06744 (4)	0.0205 (4)
C24	0.22410 (12)	0.46493 (12)	0.09427 (4)	0.0207 (4)
O2W	0.043 (2)	0.0466 (16)	0.0515 (3)	0.128 (12)	0.200
O3W	0.1111 (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)
N6	0.02865 (18)	0.34982 (19)	0.03319 (4)	0.0486 (7)
C25	−0.01043 (19)	0.5588 (2)	0.11172 (5)	0.0432 (8)
C26	0.01549 (17)	0.39317 (18)	0.05002 (5)	0.0370 (7)
O1	0.0012 (2)	0.07445 (19)	0.12175 (8)	0.0961 (13)
N7	0.00000	0.00000	0.12009 (8)	0.0415 (8)
O1WA	0.0227 (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
H1	0.62440	0.21370	0.15610	0.0400*
H2	0.49050	0.11820	0.18390	0.0440*
H3	0.34040	0.07000	0.16560	0.0410*
H5	0.24010	0.07100	0.12350	0.0430*
H6	0.23140	0.11800	0.07810	0.0430*
H8	0.31730	0.21890	0.03380	0.0410*
H9	0.45930	0.33490	0.01350	0.0410*
H10	0.60070	0.38950	0.03880	0.0350*
H13	0.20380	0.60120	0.13860	0.0300*
H14	0.10900	0.45910	0.16300	0.0350*
H15	0.08600	0.31710	0.14330	0.0340*
H17	0.11070	0.23180	0.10070	0.0360*
H18	0.17510	0.24030	0.05640	0.0360*
H20	0.28390	0.34230	0.01550	0.0360*
H21	0.39040	0.49320	−0.00160	0.0370*
H22	0.42020	0.62620	0.02520	0.0320*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0225 (1)	0.0225 (1)	0.0209 (2)	0.0112 (1)	0.0000	0.0000
N1	0.0292 (8)	0.0251 (8)	0.0245 (7)	0.0136 (7)	0.0020 (6)	0.0044 (6)
N2	0.0236 (7)	0.0254 (8)	0.0236 (7)	0.0137 (6)	0.0016 (5)	0.0029 (6)
C1	0.0390 (11)	0.0333 (10)	0.0280 (9)	0.0189 (9)	0.0005 (8)	0.0072 (8)
C2	0.0499 (13)	0.0318 (11)	0.0277 (9)	0.0201 (10)	0.0074 (9)	0.0085 (8)
C3	0.0430 (12)	0.0235 (9)	0.0329 (9)	0.0139 (9)	0.0131 (8)	0.0057 (7)
C4	0.0311 (10)	0.0218 (9)	0.0335 (9)	0.0120 (8)	0.0091 (7)	0.0034 (7)
C5	0.0267 (10)	0.0268 (10)	0.0492 (12)	0.0096 (8)	0.0100 (9)	0.0042 (9)
C6	0.0234 (9)	0.0317 (11)	0.0500 (12)	0.0120 (9)	0.0012 (8)	0.0028 (9)
C7	0.0254 (9)	0.0265 (9)	0.0345 (9)	0.0139 (8)	−0.0007 (7)	−0.0012 (7)
C8	0.0294 (10)	0.0387 (11)	0.0374 (10)	0.0201 (9)	−0.0070 (8)	−0.0022 (8)
C9	0.0357 (11)	0.0455 (12)	0.0287 (9)	0.0265 (10)	−0.0011 (8)	0.0059 (8)
C10	0.0298 (10)	0.0331 (10)	0.0271 (8)	0.0180 (8)	0.0034 (7)	0.0072 (7)
C11	0.0242 (8)	0.0217 (8)	0.0260 (8)	0.0126 (7)	0.0019 (6)	0.0002 (6)
C12	0.0263 (9)	0.0196 (8)	0.0265 (8)	0.0113 (7)	0.0043 (7)	0.0018 (6)
Ni2	0.0182 (1)	0.0182 (1)	0.0196 (2)	0.0091 (1)	0.0000	0.0000
N3	0.0191 (7)	0.0209 (7)	0.0215 (6)	0.0087 (6)	0.0010 (5)	0.0000 (5)
N4	0.0224 (7)	0.0215 (7)	0.0212 (6)	0.0124 (6)	0.0011 (5)	0.0001 (5)
C13	0.0230 (8)	0.0282 (9)	0.0238 (8)	0.0120 (7)	0.0024 (6)	−0.0005 (7)
C14	0.0242 (9)	0.0344 (10)	0.0256 (8)	0.0116 (8)	0.0046 (7)	0.0041 (7)
C15	0.0230 (9)	0.0284 (9)	0.0291 (9)	0.0091 (7)	0.0033 (7)	0.0081 (7)
C16	0.0207 (8)	0.0235 (9)	0.0294 (8)	0.0094 (7)	−0.0012 (7)	0.0027 (7)
C17	0.0297 (10)	0.0208 (9)	0.0359 (10)	0.0095 (8)	−0.0002 (8)	0.0037 (7)
C18	0.0335 (10)	0.0189 (8)	0.0370 (10)	0.0131 (8)	−0.0022 (8)	−0.0029 (7)
C19	0.0280 (9)	0.0227 (8)	0.0283 (8)	0.0151 (7)	−0.0022 (7)	−0.0018 (7)
C20	0.0387 (11)	0.0288 (9)	0.0280 (9)	0.0217 (9)	−0.0017 (8)	−0.0046 (7)
C21	0.0397 (11)	0.0328 (10)	0.0258 (8)	0.0228 (9)	0.0059 (8)	−0.0004 (7)
C22	0.0302 (9)	0.0268 (9)	0.0265 (8)	0.0164 (8)	0.0067 (7)	0.0036 (7)
C23	0.0204 (8)	0.0205 (8)	0.0226 (7)	0.0117 (7)	−0.0004 (6)	0.0007 (6)
C24	0.0182 (7)	0.0218 (8)	0.0217 (7)	0.0096 (7)	−0.0012 (6)	0.0011 (6)
O2W	0.17 (3)	0.13 (2)	0.070 (8)	0.064 (14)	0.029 (11)	0.057 (10)
O3W	0.103 (10)	0.047 (6)	0.096 (9)	0.042 (7)	−0.066 (8)	−0.042 (6)
Ag1	0.0301 (1)	0.0415 (1)	0.0319 (1)	0.0163 (1)	−0.0012 (1)	−0.0025 (1)
N5	0.084 (2)	0.088 (2)	0.0441 (12)	0.0616 (18)	−0.0165 (12)	−0.0209 (13)
N6	0.0533 (13)	0.0660 (15)	0.0356 (10)	0.0366 (12)	−0.0068 (9)	−0.0062 (10)
C25	0.0431 (13)	0.0557 (15)	0.0367 (11)	0.0292 (12)	−0.0066 (9)	−0.0044 (10)
C26	0.0337 (11)	0.0452 (13)	0.0316 (10)	0.0194 (10)	−0.0034 (8)	0.0003 (9)
O1	0.095 (2)	0.0522 (14)	0.154 (3)	0.0465 (15)	0.0142 (19)	0.0261 (16)
N7	0.0363 (11)	0.0363 (11)	0.052 (2)	0.0182 (5)	0.0000	0.0000
O1WA	0.077 (2)	0.0626 (17)	0.0815 (19)	0.0403 (16)	0.0047 (17)	0.0071 (15)
O1WB	0.060 (9)	0.066 (10)	0.070 (10)	0.027 (8)	−0.005 (8)	−0.023 (8)

Geometric parameters (Å, º) top

Ag1—C25	2.043 (3)	C6—C7	1.443 (3)
Ag1—C26	2.055 (3)	C7—C8	1.401 (3)
Ni1—N1ⁱ	2.090 (2)	C7—C11	1.399 (3)
Ni1—N2ⁱ	2.101 (2)	C8—C9	1.370 (4)
Ni1—N1ⁱⁱ	2.0903 (19)	C9—C10	1.395 (4)
Ni1—N2ⁱⁱ	2.1014 (16)	C11—C12	1.437 (3)
Ni1—N1	2.0903 (17)	C1—H1	0.9500
Ni1—N2	2.1014 (18)	C2—H2	0.9500
Ni2—N4ⁱⁱⁱ	2.090 (2)	C3—H3	0.9500
Ni2—N4	2.0898 (16)	C5—H5	0.9500
Ni2—N4^iv	2.090 (2)	C6—H6	0.9500
Ni2—N3	2.0925 (15)	C8—H8	0.9500
Ni2—N3ⁱⁱⁱ	2.0925 (19)	C9—H9	0.9500
Ni2—N3^iv	2.092 (2)	C10—H10	0.9500
O2W—O2W^v	1.27 (5)	C13—C14	1.396 (3)
O2W—O2W^vi	1.27 (4)	C14—C15	1.375 (3)
O2W—O3W	1.24 (3)	C15—C16	1.409 (3)
O1—N7	1.204 (3)	C16—C17	1.433 (3)
N1—C1	1.336 (3)	C16—C24	1.399 (3)
N1—C12	1.354 (3)	C17—C18	1.346 (3)
N2—C11	1.358 (3)	C18—C19	1.435 (3)
N2—C10	1.333 (2)	C19—C20	1.404 (3)
N3—C24	1.355 (2)	C19—C23	1.406 (3)
N3—C13	1.331 (3)	C20—C21	1.367 (3)
N4—C23	1.354 (2)	C21—C22	1.395 (3)
N4—C22	1.333 (3)	C23—C24	1.438 (3)
N5—C25	1.125 (4)	C13—H13	0.9500
N6—C26	1.142 (4)	C14—H14	0.9500
C1—C2	1.398 (4)	C15—H15	0.9500
C2—C3	1.364 (4)	C17—H17	0.9500
C3—C4	1.409 (3)	C18—H18	0.9500
C4—C5	1.427 (4)	C20—H20	0.9500
C4—C12	1.404 (3)	C21—H21	0.9500
C5—C6	1.338 (3)	C22—H22	0.9500

Ag1···Ni2	4.7375 (3)	O1WA···N6	2.911 (4)
Ag1···Ni1^v	4.7580 (3)	O1WA···O1WA^viii	2.924 (5)
Ag1···Ni2	4.7375 (3)	O1WB···N6	2.860 (18)
Ag1···Ni2	4.7375 (3)	O2W···N7	3.265 (15)
Ni1···Ag1^vii	4.7580 (3)	O2W···N7	3.265 (15)
Ni1···Ag1^iv	4.7580 (3)	O2W···N7	3.265 (15)
Ni1···Ag1^vi	4.7580 (3)	O2W···O3W^vi	2.36 (3)
Ni2···Ag1ⁱⁱⁱ	4.7375 (2)	O3W···O3W^v	2.80 (3)
Ni2···Ag1^iv	4.7375 (3)	O3W···O3W^vi	2.80 (2)
Ni2···Ag1	4.7375 (3)

C25—Ag1—C26	176.78 (13)	N2—C10—C9	122.9 (2)
N1—Ni1—N2	79.41 (7)	N2—C11—C12	116.93 (19)
N1—Ni1—N2ⁱ	97.46 (7)	N2—C11—C7	123.20 (17)
N1—Ni1—N1ⁱⁱ	91.91 (7)	C7—C11—C12	119.87 (19)
N1—Ni1—N2ⁱⁱ	167.39 (9)	C4—C12—C11	119.3 (2)
N1ⁱ—Ni1—N2	167.39 (8)	N1—C12—C11	117.42 (18)
N2—Ni1—N2ⁱ	92.56 (7)	N1—C12—C4	123.30 (18)
N1ⁱⁱ—Ni1—N2	97.46 (9)	C2—C1—H1	119.00
N1—Ni1—N1ⁱ	91.91 (8)	N1—C1—H1	119.00
N1ⁱ—Ni1—N2ⁱ	79.41 (8)	C3—C2—H2	120.00
N1ⁱ—Ni1—N1ⁱⁱ	91.91 (9)	C1—C2—H2	120.00
N1ⁱ—Ni1—N2ⁱⁱ	97.46 (9)	C2—C3—H3	120.00
N1ⁱⁱ—Ni1—N2ⁱ	167.39 (10)	C4—C3—H3	120.00
N2ⁱ—Ni1—N2ⁱⁱ	92.56 (8)	C6—C5—H5	119.00
N1ⁱⁱ—Ni1—N2ⁱⁱ	79.41 (7)	C4—C5—H5	119.00
N2—Ni1—N2ⁱⁱ	92.56 (8)	C7—C6—H6	120.00
N3—Ni2—N4ⁱⁱⁱ	94.73 (7)	C5—C6—H6	120.00
N4—Ni2—N4^iv	92.55 (7)	C9—C8—H8	120.00
N3ⁱⁱⁱ—Ni2—N4	169.48 (8)	C7—C8—H8	120.00
N4—Ni2—N4ⁱⁱⁱ	92.55 (7)	C8—C9—H9	120.00
N3^iv—Ni2—N4^iv	79.56 (7)	C10—C9—H9	120.00
N3^iv—Ni2—N3ⁱⁱⁱ	94.05 (8)	C9—C10—H10	118.00
N3^iv—Ni2—N4ⁱⁱⁱ	169.48 (7)	N2—C10—H10	119.00
N3^iv—Ni2—N4	94.73 (7)	N3—C13—C14	122.84 (18)
N4^iv—Ni2—N4ⁱⁱⁱ	92.55 (7)	C13—C14—C15	118.97 (19)
N3ⁱⁱⁱ—Ni2—N4ⁱⁱⁱ	79.56 (8)	C14—C15—C16	119.77 (18)
N3—Ni2—N4	79.56 (6)	C15—C16—C17	123.61 (18)
N3—Ni2—N3^iv	94.05 (7)	C15—C16—C24	116.88 (18)
N3—Ni2—N4^iv	169.48 (8)	C17—C16—C24	119.51 (18)
N3—Ni2—N3ⁱⁱⁱ	94.05 (6)	C16—C17—C18	120.94 (18)
N3ⁱⁱⁱ—Ni2—N4^iv	94.73 (7)	C17—C18—C19	121.10 (18)
O2W^v—O2W—O2W^vi	60 (3)	C20—C19—C23	117.26 (17)
O2W^v—O2W—O3W	140.5 (17)	C18—C19—C23	119.06 (18)
O2W^vi—O2W—O3W	109 (3)	C18—C19—C20	123.68 (18)
Ni1—N1—C1	128.62 (17)	C19—C20—C21	119.42 (19)
C1—N1—C12	117.80 (19)	C20—C21—C22	119.6 (2)
Ni1—N1—C12	113.07 (12)	N4—C22—C21	122.61 (18)
Ni1—N2—C10	129.53 (16)	N4—C23—C24	117.32 (16)
Ni1—N2—C11	112.89 (12)	C19—C23—C24	119.65 (16)
C10—N2—C11	117.54 (19)	N4—C23—C19	123.03 (18)
Ni2—N3—C24	113.01 (12)	N3—C24—C23	117.01 (15)
C13—N3—C24	118.01 (16)	N3—C24—C16	123.43 (18)
Ni2—N3—C13	128.98 (13)	C16—C24—C23	119.56 (16)
C22—N4—C23	118.00 (16)	N3—C13—H13	119.00
Ni2—N4—C23	112.93 (12)	C14—C13—H13	118.00
Ni2—N4—C22	128.90 (13)	C15—C14—H14	120.00
O1^v—N7—O1^vi	119.6 (2)	C13—C14—H14	121.00
O1—N7—O1^vi	119.6 (2)	C14—C15—H15	120.00
O1—N7—O1^v	119.6 (3)	C16—C15—H15	120.00
N1—C1—C2	122.6 (2)	C16—C17—H17	120.00
C1—C2—C3	119.6 (2)	C18—C17—H17	119.00
C2—C3—C4	119.4 (2)	C19—C18—H18	119.00
C3—C4—C12	117.2 (2)	C17—C18—H18	119.00
C3—C4—C5	123.5 (2)	C21—C20—H20	120.00
C5—C4—C12	119.31 (19)	C19—C20—H20	120.00
C4—C5—C6	121.5 (2)	C22—C21—H21	120.00
C5—C6—C7	120.8 (2)	C20—C21—H21	120.00
C6—C7—C8	123.5 (2)	N4—C22—H22	119.00
C8—C7—C11	117.5 (2)	C21—C22—H22	119.00
C6—C7—C11	118.95 (18)	Ag1—C25—N5	177.4 (3)
C7—C8—C9	119.3 (2)	Ag1—C26—N6	177.3 (3)
C8—C9—C10	119.5 (2)

N2—Ni1—N1—C1	−175.0 (2)	Ni2—N4—C23—C19	174.54 (17)
N2—Ni1—N1—C12	−3.53 (14)	Ni2—N4—C23—C24	−4.6 (2)
N1ⁱ—Ni1—N1—C1	14.2 (2)	C22—N4—C23—C24	179.7 (2)
N1ⁱ—Ni1—N1—C12	−174.32 (15)	N1—C1—C2—C3	2.4 (4)
N2ⁱ—Ni1—N1—C1	93.8 (2)	C1—C2—C3—C4	0.0 (4)
N2ⁱ—Ni1—N1—C12	−94.76 (15)	C2—C3—C4—C5	177.9 (2)
N1ⁱⁱ—Ni1—N1—C1	−77.8 (2)	C2—C3—C4—C12	−2.4 (3)
N1ⁱⁱ—Ni1—N1—C12	93.70 (15)	C3—C4—C12—N1	2.8 (3)
N1—Ni1—N2—C10	−176.73 (19)	C3—C4—C12—C11	−176.24 (19)
N1—Ni1—N2—C11	0.57 (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—C11	97.68 (14)	C12—C4—C5—C6	1.4 (3)
N1ⁱⁱ—Ni1—N2—C10	92.71 (18)	C5—C4—C12—C11	3.5 (3)
N1ⁱⁱ—Ni1—N2—C11	−89.99 (14)	C4—C5—C6—C7	−3.4 (4)
N2ⁱⁱ—Ni1—N2—C10	13.06 (19)	C5—C6—C7—C8	−178.1 (2)
N2ⁱⁱ—Ni1—N2—C11	−169.63 (14)	C5—C6—C7—C11	0.4 (3)
N3—Ni2—N4—C23	2.76 (14)	C11—C7—C8—C9	−3.6 (3)
N3^iv—Ni2—N4—C22	−88.9 (2)	C6—C7—C11—N2	−175.3 (2)
N3^iv—Ni2—N4—C23	96.01 (15)	C6—C7—C8—C9	174.9 (2)
N4^iv—Ni2—N4—C22	−9.1 (2)	C6—C7—C11—C12	4.5 (3)
N4^iv—Ni2—N4—C23	175.74 (15)	C8—C7—C11—N2	3.3 (3)
N4ⁱⁱⁱ—Ni2—N4—C22	83.6 (2)	C8—C7—C11—C12	−176.9 (2)
N4—Ni2—N3—C13	178.8 (2)	C7—C8—C9—C10	1.1 (4)
N4—Ni2—N3—C24	−0.55 (14)	C8—C9—C10—N2	2.3 (4)
N3^iv—Ni2—N3—C13	84.70 (19)	C7—C11—C12—N1	174.50 (19)
N3^iv—Ni2—N3—C24	−94.62 (15)	C7—C11—C12—C4	−6.4 (3)
N3ⁱⁱⁱ—Ni2—N3—C13	−9.7 (2)	N2—C11—C12—C4	173.41 (18)
N3ⁱⁱⁱ—Ni2—N3—C24	171.03 (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—C24	91.19 (15)	C13—C14—C15—C16	−1.5 (4)
N3—Ni2—N4—C22	177.9 (2)	C14—C15—C16—C17	−175.9 (2)
N4ⁱⁱⁱ—Ni2—N4—C23	−91.59 (15)	C14—C15—C16—C24	3.3 (3)
C12—N1—C1—C2	−2.1 (3)	C15—C16—C17—C18	177.9 (2)
Ni1—N1—C12—C4	−173.11 (16)	C24—C16—C17—C18	−1.2 (4)
Ni1—N1—C1—C2	169.10 (17)	C15—C16—C24—N3	−2.3 (3)
C1—N1—C12—C4	−0.6 (3)	C15—C16—C24—C23	178.2 (2)
C1—N1—C12—C11	178.46 (19)	C17—C16—C24—N3	176.9 (2)
Ni1—N1—C12—C11	6.0 (2)	C17—C16—C24—C23	−2.6 (3)
Ni1—N2—C10—C9	174.54 (17)	C16—C17—C18—C19	3.0 (4)
C11—N2—C10—C9	−2.7 (3)	C17—C18—C19—C20	178.6 (3)
Ni1—N2—C11—C7	−177.83 (16)	C17—C18—C19—C23	−0.9 (4)
Ni1—N2—C11—C12	2.4 (2)	C18—C19—C20—C21	−176.9 (2)
C10—N2—C11—C7	−0.2 (3)	C23—C19—C20—C21	2.6 (4)
C10—N2—C11—C12	−179.97 (18)	C18—C19—C23—N4	178.0 (2)
C13—N3—C24—C23	178.91 (19)	C18—C19—C23—C24	−2.9 (3)
Ni2—N3—C24—C16	178.82 (17)	C20—C19—C23—N4	−1.5 (3)
Ni2—N3—C13—C14	−176.67 (17)	C20—C19—C23—C24	177.6 (2)
C24—N3—C13—C14	2.6 (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—N3	4.3 (3)
C23—N4—C22—C21	2.8 (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—C16	4.7 (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, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···N5^ix	0.95	2.45	3.284 (4)	147
C5—H5···O1^vi	0.95	2.36	3.176 (5)	144
C8—H8···O1WA^viii	0.95	2.54	3.465 (4)	166
C17—H17···O1	0.95	2.47	3.423 (4)	177
C20—H20···N6^viii	0.95	2.60	3.312 (3)	132

Symmetry codes: (vi) −x+y, −x, z; (viii) y, −x+y, −z; (ix) y−1/3, −x+y−2/3, −z+1/3.

Experimental details

Crystal data
Chemical formula	[Ni(C₁₂H₈N₂)₃]₂[Ag(CN)₂]₃(NO₃)·4.2H₂O
M_r	1816.05
Crystal system, space group	Trigonal, R3
Temperature (K)	173
a, c (Å)	16.2738 (7), 46.398 (2)
V (Å³)	10641.6 (8)
Z	6
Radiation type	Mo Kα
µ (mm⁻¹)	1.41
Crystal size (mm)	0.50 × 0.40 × 0.30

Data collection
Diffractometer	Stoe IPDSII diffractometer
Absorption correction	Multi-scan (MULscanABS in PLATON; Spek, 2003)
T_min, T_max	0.454, 0.651
No. of measured, independent and observed [I > 2σ(I)] reflections	28787, 6400, 5514
R_int	0.031
(sin θ/λ)_max (Å⁻¹)	0.687

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.031, 0.086, 1.03
No. of reflections	6400
No. of parameters	353
H-atom treatment	H-atom parameters constrained
	w = 1/[σ²(F_o²) + (0.0528P)² + 11.6906P] where P = (F_o² + 2F_c²)/3
Δρ_max, Δρ_min (e Å⁻³)	0.89, −0.80

Computer programs: X-AREA (Stoe & Cie, 2006), X-RED32 (Stoe & Cie, 2006), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2003) and Mercury (Macrae et al., 2006).

Selected bond lengths (Å) top

Ag1—C25	2.043 (3)	Ni1—N2	2.1014 (18)
Ag1—C26	2.055 (3)	Ni2—N4	2.0898 (16)
Ni1—N1	2.0903 (17)	Ni2—N3	2.0925 (15)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···N5ⁱ	0.95	2.45	3.284 (4)	147
C5—H5···O1ⁱⁱ	0.95	2.36	3.176 (5)	144
C8—H8···O1WAⁱⁱⁱ	0.95	2.54	3.465 (4)	166
C17—H17···O1	0.95	2.47	3.423 (4)	177
C20—H20···N6ⁱⁱⁱ	0.95	2.60	3.312 (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

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

References

Ahmad, S., Mehboob, M. M., Altaf, M., Stoeckli-Evans, H. & Mehmood, R. (2007). J. Chem. Crystallogr. 37, 685–689. Web of Science CSD CrossRef CAS Google Scholar
Allen, F. H. (2002). Acta Cryst. B58, 380–388. Web of Science CrossRef CAS IUCr Journals Google Scholar
Černák, J., Kaňuchová, M., Chomič, J., Potočňák, I., Kameníček, J. & Žák, Z. (1994). Acta Cryst. C50, 1563–1566. CSD CrossRef Web of Science IUCr Journals Google Scholar
Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453–457. Web of Science CrossRef CAS IUCr Journals Google Scholar
Ren, Y.-P., Long, L.-S., Huang, R.-B. & Zheng, L.-S. (2005). Appl. Organomet. Chem. 19, 1070–1071. Web of Science CSD CrossRef CAS Google Scholar
Sastri, C. V., Eswaramoorthy, D., Giribabu, L. & Maiya, B. G. (2003). J. Inorg. Biochem. 94, 138–145. Web of Science CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Shorrock, C. J., Xue, B. Y., Kim, P. B., Batchelor, R. J., Patrick, B. O. & Leznoff, D. B. (2002). Inorg. Chem. 41, 6743–6753. Web of Science CSD CrossRef PubMed CAS Google Scholar
Spek, A. L. (2003). J. Appl. Cryst. 36, 7–13. Web of Science CrossRef CAS IUCr Journals Google Scholar
Stoe & Cie (2006). X-AREA and X-RED32. Stoe & Cie GmbH, Darmstadt, Germany. Google Scholar
Zhang, H., Zhang, Y., Wang, C., Cai, L., Xie, Y. & Xue, G. (2006). Inorg. Chem. Commun. 9, 555–558. Web of Science CSD CrossRef CAS Google Scholar

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Volume 64| Part 11| November 2008| Pages m1379-m1380

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

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