Tetra-μ-benzoato-κ8O:O′-bis­[(benzoic acid-κO)nickel(II)]

Deng, J.-H.; Yi, Y.-P.; Xiong, Z.-X.; Yuan, L.; Mei, G.-Q.

doi:10.1107/S1600536809044766

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 11| November 2009| Page m1484

https://doi.org/10.1107/S1600536809044766

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Tetra-μ-benzoato-κ⁸O:O′-bis[(benzoic acid-κO)nickel(II)]

Ji-Hua Deng,^a ^* Yan-Ping Yi,^a Zhi-Xing Xiong,^a Lin Yuan ^a and Guang-Quan Mei ^a ^*

^aKey Laboratory of Jiangxi University for Applied Chemistry and Chemical Biology, College of Chemistry and Bio-engineering, Yichun University, Yichun 336000, People's Republic of China
^*Correspondence e-mail: djhycu_2006@yahoo.com.cn, yc_mgq@ycu.jx.cn

(Received 17 October 2009; accepted 27 October 2009; online 31 October 2009)

The title compound, [Ni₂(C₇H₅O₂)₄(C₇H₆O₂)₂], is composed of two Ni^II ions, four bridging benzoate anions and two η¹-benzoic acid molecules. The [Ni₂(PhCOO)₄] unit adopts a typical paddle-wheel conformation. The center between the two Ni^II atoms represents a crystallographic center of inversion. In addition, each Ni^II ion also coordinates to one O atom from a benzoic acid molecule. The crystal packing is realised by intermolecular hydrogen-bonding interactions and π–π stacking interactions, with a centroid–centroid distance of 3.921 (1) Å.

Related literature

For related benzoate complexes, see: Cotton et al. (2005 , 1987 , 1988 ); Bellitto et al. (1985 ); Figuerola et al. (2007 ); Gavrilenko et al. (2008 ); Shi et al. (2004 ); Zheng et al. (2004 ); Zhong et al. (2007 , 2008 ).

Experimental

Crystal data

[Ni₂(C₇H₅O₂)₄(C₇H₆O₂)₂]
M_r = 846.10
Monoclinic, P 2₁ /n
a = 10.7685 (8) Å
b = 11.7173 (7) Å
c = 15.258 (1) Å
β = 91.354 (3)°
V = 1924.7 (2) Å³
Z = 2
Mo Kα radiation
μ = 1.04 mm⁻¹
T = 273 K
0.28 × 0.26 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2008 ) T_min = 0.759, T_max = 0.819
17534 measured reflections
4639 independent reflections
3789 reflections with I > 2σ(I)
R_int = 0.022

Refinement

R[F² > 2σ(F²)] = 0.027
wR(F²) = 0.055
S = 0.99
4639 reflections
254 parameters
H-atom parameters constrained
Δρ_max = 0.22 e Å⁻³
Δρ_min = −0.29 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O6—H6⋯O3ⁱ	0.82	1.81	2.626 (2)	170
Symmetry code: (i) -x+1, -y, -z+2.

Data collection: SMART (Bruker, 2004 ); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536809044766/im2153sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536809044766/im2153Isup2.hkl

checkCIF report

Comment top

Benzoic acid is the most simple aromatic carboxyl compound with well-known antibacterial activity. Over the past years, many metal complexes based on benzoic acid or benzoate ligands have been synthesized and characterized (Figuerola et al., 2007; Gavrilenko et al., 2008; Shi et al., 2004; Zheng et al., 2004). We also reported the Co(II) and Cd(II) complexes with benzoate and 2-aminopyridine ligands (Zhong et al., 2007; Zhong et al., 2008). As a continuation of this work, we herein report the synthesis and crystal structure of a nickel (II) complex exhibiting benzoate as well as benzoic acid ligands.

The title compound (I) is a typical paddle-wheel complex that have previously been observed (Bellitto et al., 1985; Cotton et al., 1987; Cotton et al., 1988). Two Ni^II ions are bridged by four benzoate anions ligand using a µ-COO^- coordination mode. Each Ni^II also coordinates to one oxygen atom from one benzoic acid molecule in the axial position (Fig. 1). The center between the two nickel atoms represents a crystallographic center of inversion. The Ni—O bond lengths, ranging from 1.945 (1) Å to 2.193 (1) Å, are in the normal value range.The almost equivalent bond distances of O1—C8 and O2—C8 (1.260 (2) Å and 1.258 (2) Å) in one benzoate ligand and O3—C1 and O4—C1 (1.270 (2) Å and 1.255 (2) Å) in the other reflect the expected delocalization in the carboxylate unit. On the other hand bond distances of O5—C15 and O6—C15 (1.213 (2) Å and 1.317 (2) Å) in the axial benzoic acid ligands prove that it is not deprotonated and accordingly there is one single and one double bond. Albeit the short Ni···Ni distance of 2.6062 (4) Å there is no bonding interaction between both metal centers due to the d⁸ electron configuration of Ni²⁺ leading to an overall bond order of zero (Cotton et al., 2005)

The carboxyl group of the benzoic acid ligand (O6) acts as an intramolecular hydrogen bond donor site towards another oxygen atom of one of the bridging benzoate anions (O3). In addition, intermolecular contacts in terms of π–π stacking interactions with centroid centroid distances of 3.921 (1) Å are observed between the phenyl groups.

Related literature top

For related benzoate complexes, see: Cotton et al. (2005, 1987, 1988); Bellitto et al. (1985); Figuerola et al. (2007); Gavrilenko et al. (2008); Shi et al. (2004); Zheng et al. (2004); Zhong et al. (2007, 2008).

Experimental top

All reagents are commercially available and were used without further purification. A mixture of Ni(NO₃)₂ × 4 H₂O (0.5 mmol), sodium benzoate (1 mmol) and 2,2'-bipyridine (0.5 mmol) was dissolved in 10 ml water/methanol (1/1). After stirring for 30 min, the mixture was placed in a 20 ml Teflon-lined reactor and heated to 110 °C in an oven for 7 days. The resulting solution was filtered and the filtrate was allowed to stay at room temperature. Well shaped blue crystals suitable for X-rays diffraction were obtained after one week. Yield: 65.8% based on sodium benzoate.

Structure description top

For related benzoate complexes, see: Cotton et al. (2005, 1987, 1988); Bellitto et al. (1985); Figuerola et al. (2007); Gavrilenko et al. (2008); Shi et al. (2004); Zheng et al. (2004); Zhong et al. (2007, 2008).

Computing details top

Data collection: SMART (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); 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 (Sheldrick, 2008).

Figures top

Fig. 1. The structure of (I), showing 30% probability displacement ellipsoids and the atom-labeling scheme. [Symmetry code: (i) -x+1, -y, -z+2.]

Tetra-µ-benzoato-κ⁸O:O'-bis[(benzoic acid-κO)nickel(II)] top

Crystal data top

[Ni₂(C₇H₅O₂)₄(C₇H₆O₂)₂]	F(000) = 872
M_r = 846.10	D_x = 1.460 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 7941 reflections
a = 10.7685 (8) Å	θ = 2.3–28.0°
b = 11.7173 (7) Å	µ = 1.04 mm⁻¹
c = 15.258 (1) Å	T = 273 K
β = 91.354 (3)°	Block, blue
V = 1924.7 (2) Å³	0.28 × 0.26 × 0.20 mm
Z = 2

Data collection top

Bruker SMART CCD area-detector diffractometer	4639 independent reflections
Radiation source: fine-focus sealed tube	3789 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.022
φ and ω scans	θ_max = 28.1°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 2008)	h = −14→12
T_min = 0.759, T_max = 0.819	k = −15→14
17534 measured reflections	l = −18→20

Refinement top

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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.055	H-atom parameters constrained
S = 0.99	w = 1/[σ²(F_o²) + 1.1987P] where P = (F_o² + 2F_c²)/3
4639 reflections	(Δ/σ)_max = 0.002
254 parameters	Δρ_max = 0.22 e Å⁻³
0 restraints	Δρ_min = −0.29 e Å⁻³

Crystal data top

[Ni₂(C₇H₅O₂)₄(C₇H₆O₂)₂]	V = 1924.7 (2) Å³
M_r = 846.10	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.7685 (8) Å	µ = 1.04 mm⁻¹
b = 11.7173 (7) Å	T = 273 K
c = 15.258 (1) Å	0.28 × 0.26 × 0.20 mm
β = 91.354 (3)°

Data collection top

Bruker SMART CCD area-detector diffractometer	4639 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2008)	3789 reflections with I > 2σ(I)
T_min = 0.759, T_max = 0.819	R_int = 0.022
17534 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.027	0 restraints
wR(F²) = 0.055	H-atom parameters constrained
S = 0.99	Δρ_max = 0.22 e Å⁻³
4639 reflections	Δρ_min = −0.29 e Å⁻³
254 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ni1	0.517820 (18)	0.106516 (17)	0.979210 (13)	0.03259 (6)
O1	0.42315 (11)	−0.11994 (11)	0.89928 (7)	0.0471 (3)
O2	0.45485 (12)	0.06289 (11)	0.86345 (8)	0.0499 (3)
O3	0.31459 (11)	−0.05001 (10)	1.05426 (8)	0.0473 (3)
O4	0.34725 (11)	0.13053 (10)	1.01561 (8)	0.0483 (3)
O5	0.56860 (12)	0.28015 (11)	0.94023 (9)	0.0528 (3)
O6	0.75910 (14)	0.25119 (13)	0.89184 (13)	0.0800 (5)
H6	0.7451	0.1858	0.9080	0.120*
C1	0.27981 (15)	0.05301 (15)	1.04542 (10)	0.0397 (4)
C2	0.15133 (15)	0.08413 (16)	1.07061 (11)	0.0428 (4)
C3	0.07758 (19)	0.0110 (2)	1.11745 (14)	0.0656 (6)
H3	0.1080	−0.0598	1.1353	0.079*
C4	−0.0418 (2)	0.0433 (2)	1.13776 (17)	0.0817 (7)
H4	−0.0910	−0.0053	1.1704	0.098*
C5	−0.0880 (2)	0.1463 (2)	1.11020 (17)	0.0768 (7)
H5	−0.1690	0.1667	1.1230	0.092*
C6	−0.0157 (2)	0.2189 (2)	1.06420 (18)	0.0779 (7)
H6A	−0.0472	0.2889	1.0456	0.093*
C7	0.10426 (18)	0.18862 (18)	1.04522 (15)	0.0623 (6)
H7	0.1540	0.2393	1.0149	0.075*
C8	0.41868 (15)	−0.03704 (15)	0.84671 (11)	0.0402 (4)
C9	0.36303 (15)	−0.05843 (16)	0.75772 (11)	0.0429 (4)
C10	0.34030 (19)	0.03208 (18)	0.70105 (12)	0.0567 (5)
H10	0.3640	0.1056	0.7170	0.068*
C11	0.2822 (2)	0.0125 (2)	0.62069 (14)	0.0708 (6)
H11	0.2670	0.0731	0.5826	0.085*
C12	0.2468 (2)	−0.0961 (2)	0.59682 (14)	0.0715 (6)
H12	0.2077	−0.1087	0.5427	0.086*
C13	0.2689 (2)	−0.1858 (2)	0.65259 (14)	0.0710 (6)
H13	0.2442	−0.2591	0.6365	0.085*
C14	0.32799 (19)	−0.16738 (18)	0.73287 (12)	0.0564 (5)
H14	0.3442	−0.2286	0.7702	0.068*
C15	0.66085 (18)	0.31531 (16)	0.90494 (12)	0.0464 (4)
C16	0.67474 (18)	0.43389 (16)	0.87387 (12)	0.0470 (4)
C17	0.5774 (2)	0.50892 (17)	0.88474 (13)	0.0563 (5)
H17	0.5048	0.4842	0.9105	0.068*
C18	0.5882 (2)	0.62111 (19)	0.85726 (14)	0.0684 (6)
H18	0.5231	0.6720	0.8651	0.082*
C19	0.6951 (3)	0.6569 (2)	0.81847 (15)	0.0758 (7)
H19	0.7021	0.7323	0.8000	0.091*
C20	0.7914 (3)	0.5829 (2)	0.80675 (17)	0.0809 (7)
H20	0.8631	0.6077	0.7798	0.097*
C21	0.7825 (2)	0.47092 (19)	0.83488 (15)	0.0670 (6)
H21	0.8484	0.4208	0.8277	0.080*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.03193 (10)	0.03109 (10)	0.03470 (10)	0.00072 (9)	−0.00051 (7)	0.00127 (9)
O1	0.0553 (7)	0.0457 (7)	0.0400 (6)	−0.0009 (6)	−0.0056 (5)	−0.0001 (6)
O2	0.0593 (8)	0.0479 (7)	0.0420 (7)	−0.0071 (6)	−0.0089 (6)	0.0007 (6)
O3	0.0406 (7)	0.0409 (7)	0.0607 (8)	0.0068 (6)	0.0076 (6)	0.0041 (6)
O4	0.0381 (6)	0.0430 (7)	0.0640 (8)	0.0051 (6)	0.0062 (6)	0.0046 (6)
O5	0.0531 (8)	0.0408 (7)	0.0648 (8)	0.0010 (6)	0.0111 (6)	0.0076 (6)
O6	0.0642 (10)	0.0483 (9)	0.1289 (15)	0.0090 (8)	0.0353 (9)	0.0193 (9)
C1	0.0377 (9)	0.0440 (10)	0.0373 (9)	0.0044 (8)	−0.0017 (7)	−0.0025 (7)
C2	0.0347 (9)	0.0493 (11)	0.0443 (9)	0.0041 (8)	0.0010 (7)	−0.0063 (8)
C3	0.0504 (12)	0.0710 (15)	0.0759 (15)	0.0086 (11)	0.0157 (10)	0.0131 (12)
C4	0.0524 (14)	0.094 (2)	0.1000 (19)	0.0019 (13)	0.0287 (13)	0.0100 (16)
C5	0.0427 (12)	0.0887 (19)	0.0995 (19)	0.0124 (12)	0.0143 (12)	−0.0141 (15)
C6	0.0511 (13)	0.0690 (16)	0.114 (2)	0.0214 (12)	0.0130 (13)	0.0013 (14)
C7	0.0466 (11)	0.0550 (13)	0.0860 (15)	0.0113 (10)	0.0142 (10)	0.0041 (11)
C8	0.0348 (9)	0.0466 (10)	0.0393 (9)	0.0026 (8)	0.0013 (7)	−0.0023 (8)
C9	0.0380 (9)	0.0526 (11)	0.0381 (9)	−0.0003 (8)	−0.0004 (7)	−0.0031 (8)
C10	0.0632 (13)	0.0571 (13)	0.0493 (11)	−0.0062 (10)	−0.0107 (9)	0.0030 (9)
C11	0.0832 (16)	0.0773 (16)	0.0508 (12)	0.0016 (13)	−0.0206 (11)	0.0083 (11)
C12	0.0783 (16)	0.0869 (18)	0.0483 (12)	0.0023 (14)	−0.0214 (11)	−0.0103 (12)
C13	0.0864 (17)	0.0681 (15)	0.0578 (13)	−0.0087 (13)	−0.0151 (12)	−0.0166 (11)
C14	0.0677 (13)	0.0549 (12)	0.0463 (10)	−0.0010 (10)	−0.0069 (9)	−0.0046 (9)
C15	0.0518 (11)	0.0414 (10)	0.0460 (10)	0.0004 (9)	0.0013 (8)	−0.0009 (8)
C16	0.0575 (11)	0.0395 (10)	0.0441 (10)	−0.0042 (9)	−0.0002 (8)	−0.0006 (8)
C17	0.0650 (13)	0.0499 (12)	0.0539 (12)	0.0032 (10)	−0.0006 (10)	0.0029 (9)
C18	0.0915 (17)	0.0472 (13)	0.0662 (14)	0.0111 (12)	−0.0076 (12)	0.0016 (10)
C19	0.112 (2)	0.0447 (13)	0.0706 (15)	−0.0124 (14)	−0.0019 (14)	0.0078 (11)
C20	0.0904 (19)	0.0598 (16)	0.0932 (18)	−0.0205 (14)	0.0171 (15)	0.0114 (13)
C21	0.0697 (15)	0.0512 (13)	0.0808 (15)	−0.0051 (11)	0.0141 (12)	0.0040 (11)

Geometric parameters (Å, º) top

Ni1—O2	1.9452 (12)	C7—H7	0.9300
Ni1—O4	1.9519 (12)	C8—C9	1.492 (2)
Ni1—O1ⁱ	1.9520 (11)	C9—C14	1.382 (3)
Ni1—O3ⁱ	1.9999 (12)	C9—C10	1.386 (3)
Ni1—O5	2.1926 (13)	C10—C11	1.382 (3)
Ni1—Ni1ⁱ	2.6062 (4)	C10—H10	0.9300
O1—C8	1.260 (2)	C11—C12	1.375 (3)
O1—Ni1ⁱ	1.9520 (11)	C11—H11	0.9300
O2—C8	1.258 (2)	C12—C13	1.370 (3)
O3—C1	1.270 (2)	C12—H12	0.9300
O3—Ni1ⁱ	1.9999 (12)	C13—C14	1.384 (3)
O4—C1	1.255 (2)	C13—H13	0.9300
O5—C15	1.213 (2)	C14—H14	0.9300
O6—C15	1.317 (2)	C15—C16	1.477 (3)
O6—H6	0.8200	C16—C17	1.381 (3)
C1—C2	1.490 (2)	C16—C21	1.386 (3)
C2—C3	1.379 (3)	C17—C18	1.385 (3)
C2—C7	1.377 (3)	C17—H17	0.9300
C3—C4	1.382 (3)	C18—C19	1.373 (3)
C3—H3	0.9300	C18—H18	0.9300
C4—C5	1.368 (3)	C19—C20	1.367 (3)
C4—H4	0.9300	C19—H19	0.9300
C5—C6	1.359 (3)	C20—C21	1.384 (3)
C5—H5	0.9300	C20—H20	0.9300
C6—C7	1.377 (3)	C21—H21	0.9300
C6—H6A	0.9300

O2—Ni1—O4	89.20 (5)	O2—C8—O1	125.54 (16)
O2—Ni1—O1ⁱ	169.19 (5)	O2—C8—C9	117.17 (16)
O4—Ni1—O1ⁱ	90.32 (5)	O1—C8—C9	117.27 (16)
O2—Ni1—O3ⁱ	88.77 (5)	C14—C9—C10	119.50 (17)
O4—Ni1—O3ⁱ	168.91 (5)	C14—C9—C8	120.40 (17)
O1ⁱ—Ni1—O3ⁱ	89.64 (5)	C10—C9—C8	120.01 (17)
O2—Ni1—O5	94.67 (5)	C11—C10—C9	119.7 (2)
O4—Ni1—O5	100.71 (5)	C11—C10—H10	120.1
O1ⁱ—Ni1—O5	96.03 (5)	C9—C10—H10	120.1
O3ⁱ—Ni1—O5	90.32 (5)	C12—C11—C10	120.4 (2)
O2—Ni1—Ni1ⁱ	85.36 (4)	C12—C11—H11	119.8
O4—Ni1—Ni1ⁱ	85.63 (4)	C10—C11—H11	119.8
O1ⁱ—Ni1—Ni1ⁱ	83.83 (4)	C13—C12—C11	120.16 (19)
O3ⁱ—Ni1—Ni1ⁱ	83.34 (4)	C13—C12—H12	119.9
O5—Ni1—Ni1ⁱ	173.66 (4)	C11—C12—H12	119.9
C8—O1—Ni1ⁱ	123.31 (11)	C12—C13—C14	120.0 (2)
C8—O2—Ni1	121.90 (11)	C12—C13—H13	120.0
C1—O3—Ni1ⁱ	123.58 (11)	C14—C13—H13	120.0
C1—O4—Ni1	123.73 (11)	C13—C14—C9	120.3 (2)
C15—O5—Ni1	130.36 (12)	C13—C14—H14	119.9
C15—O6—H6	109.5	C9—C14—H14	119.9
O4—C1—O3	123.69 (15)	O5—C15—O6	122.89 (17)
O4—C1—C2	117.72 (15)	O5—C15—C16	123.51 (18)
O3—C1—C2	118.58 (16)	O6—C15—C16	113.59 (17)
C3—C2—C7	119.05 (17)	C17—C16—C21	119.83 (19)
C3—C2—C1	122.08 (17)	C17—C16—C15	118.53 (18)
C7—C2—C1	118.87 (17)	C21—C16—C15	121.64 (18)
C2—C3—C4	119.7 (2)	C16—C17—C18	119.9 (2)
C2—C3—H3	120.1	C16—C17—H17	120.0
C4—C3—H3	120.1	C18—C17—H17	120.0
C5—C4—C3	120.4 (2)	C19—C18—C17	119.8 (2)
C5—C4—H4	119.8	C19—C18—H18	120.1
C3—C4—H4	119.8	C17—C18—H18	120.1
C6—C5—C4	120.1 (2)	C18—C19—C20	120.6 (2)
C6—C5—H5	119.9	C18—C19—H19	119.7
C4—C5—H5	119.9	C20—C19—H19	119.7
C5—C6—C7	119.9 (2)	C19—C20—C21	120.2 (2)
C5—C6—H6A	120.0	C19—C20—H20	119.9
C7—C6—H6A	120.0	C21—C20—H20	119.9
C6—C7—C2	120.7 (2)	C20—C21—C16	119.7 (2)
C6—C7—H7	119.6	C20—C21—H21	120.2
C2—C7—H7	119.6	C16—C21—H21	120.2

Symmetry code: (i) −x+1, −y, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O3ⁱ	0.82	1.81	2.626 (2)	170

Symmetry code: (i) −x+1, −y, −z+2.

Experimental details

Crystal data
Chemical formula	[Ni₂(C₇H₅O₂)₄(C₇H₆O₂)₂]
M_r	846.10
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	273
a, b, c (Å)	10.7685 (8), 11.7173 (7), 15.258 (1)
β (°)	91.354 (3)
V (Å³)	1924.7 (2)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.04
Crystal size (mm)	0.28 × 0.26 × 0.20

Data collection
Diffractometer	Bruker SMART CCD area-detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 2008)
T_min, T_max	0.759, 0.819
No. of measured, independent and observed [I > 2σ(I)] reflections	17534, 4639, 3789
R_int	0.022
(sin θ/λ)_max (Å⁻¹)	0.662

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.027, 0.055, 0.99
No. of reflections	4639
No. of parameters	254
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.22, −0.29

Computer programs: SMART (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6···O3ⁱ	0.82	1.81	2.626 (2)	169.6

Symmetry code: (i) −x+1, −y, −z+2.

Acknowledgements

The authors thank the Youth Foundation of Jiangxi Provincial Office of Education (GJJ09605, GJJ09355) and the Natural Science Foundation of Jiangxi Province (2008GZH0063) for financial support.

References

Bellitto, C., Dessy, G. & Fares, V. (1985). Inorg. Chem. 24, 2815–2820. CSD CrossRef CAS Web of Science Google Scholar
Bruker (2004). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Cotton, F.-A., Matusz, M. & Poli, R. (1987). Inorg. Chem. 26, 1472–1474. CSD CrossRef CAS Web of Science Google Scholar
Cotton, F.-A., Matusz, M., Poli, R. & Feng, X. (1988). J. Am. Chem. Soc. 110, 1144–1154. CSD CrossRef CAS Web of Science Google Scholar
Cotton, F. A., Murillo, C. A. & Walton, R. A. (2005). Multiple Bonds between Metal Atoms. New York: Springer Science and Business Media Inc. Google Scholar
Figuerola, A., Tangoulis, V., Ribas, J., Hartl, H., Brudgam, I., Maestro, M. & Diaz, C. (2007). Inorg. Chem. 46, 11017–11024. Web of Science CSD CrossRef PubMed CAS Google Scholar
Gavrilenko, K.-S., Cador, O., Bernot, K., Rosa, P., Sessoli, R., Golhen, S., Pavlishchuk, V.-V. & Ouahab, L. (2008). Chem. Eur. J. 14, 2034–2043. Web of Science CSD CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Shi, X., Zhu, G.-S., Fang, Q.-R., Wu, G., Tian, G., Wang, R.-W., Zhang, D.-L., Xue, M. & Qiu, S.-L. (2004). Eur. J. Inorg. Chem. pp. 185–191. Web of Science CSD CrossRef Google Scholar
Zheng, S.-L., Yang, J.-H., Yu, X.-L., Chen, X.-M. & Wong, W.-T. (2004). Inorg. Chem. 43, 830–838. Web of Science CSD CrossRef PubMed CAS Google Scholar
Zhong, D.-C., Guo, G.-Q., Deng, J.-H., Zhu, R.-H. & Zhou, Y.-B. (2007). Acta Cryst. E63, m3091–m3092. Web of Science CSD CrossRef IUCr Journals Google Scholar
Zhong, D.-C., Guo, G.-Q., Zuo, X.-H., Deng, J.-H., Yuan, L. & Zhu, R.-H. (2008). Acta Cryst. E64, m88–m89. Web of Science CSD CrossRef IUCr Journals Google Scholar

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