Tetra-μ-benzoato-bis-{[trans-1-(2-pyrid-yl)-2-(4-pyrid-yl)ethyl-ene]zinc(II)}.

The paddle-wheel-type centrosymmetric dinuclear title complex, [Zn(2)(C(7)H(5)O(2))(4)(C(12)H(10)N(2))(2)], contains four bridging benzoate groups and two terminal trans-1-(2-pyrid-yl)-2-(4-pyrid-yl)ethyl-ene (L) ligands. The inversion center is located between the two Zn(II) atoms. The octa-hedral coordination around the Zn(II) atom, with four O atoms in the equatorial plane, is completed by an N atom of the L mol-ecule [Zn-N = 2.0198 (15) Å] and by the second Zn(II) atom [Zn⋯Zn = 2.971 (8) Å]. The Zn(II) atom is 0.372 Å out of the plane of the four coordinating O atoms.

Related literature

For structures containing [Zn2(O2CPh)4], see: Necefoglu et al. (2002 ▶); Zeleňák et al. (2004 ▶); Karmakar et al. (2006 ▶); Ohmura et al. (2005 ▶). For the structures of copper(II) and zinc(II) benzoates with quinoxaline, 6-methyl­quinoline, 3-methyl­quinoline, and di-2-pyridyl ketone, see: Lee et al. (2008 ▶); Yu et al. (2008 ▶, 2009 ▶); Park et al. (2008 ▶); Shin et al. (2009 ▶). For transition metal ions as the major cation contributors to the inorganic composition of natural water and biological fluids, see: Daniele et al. (2008 ▶); Parkin (2004 ▶); Tshuva & Lippard (2004 ▶).

Experimental

Crystal data

[Zn2(C7H5O2)4(C12H10N2)2]

M = 979.66

Monoclinic,

a = 24.919 (6) Å

b = 12.186 (3) Å

c = 15.742 (4) Å

β = 109.857 (4)°

V = 4496.0 (19) Å3

Z = 4

Mo Kα radiation

μ = 1.13 mm−1

T = 293 K

0.20 × 0.15 × 0.15 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1997 ▶) T min = 0.816, T max = 0.884

12326 measured reflections

4416 independent reflections

2947 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.090

S = 1.03

4416 reflections

298 parameters

H-atom parameters constrained

Δρmax = 0.26 e Å−3

Δρmin = −0.27 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); 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.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809045048/dn2505sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809045048/dn2505Isup2.hkl

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

[Zn2(C7H5O2)4(C12H10N2)2]	F(000) = 2016
Mr = 979.66	Dx = 1.447 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1818 reflections
a = 24.919 (6) Å	θ = 2.5–19.6°
b = 12.186 (3) Å	µ = 1.13 mm−1
c = 15.742 (4) Å	T = 293 K
β = 109.857 (4)°	Block, colorless
V = 4496.0 (19) Å3	0.20 × 0.15 × 0.15 mm
Z = 4

Bruker SMART CCD diffractometer	4416 independent reflections
Radiation source: fine-focus sealed tube	2947 reflections with I > 2σ(I)
graphite	Rint = 0.039
φ and ω scans	θmax = 26.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −20→30
Tmin = 0.816, Tmax = 0.884	k = −15→15
12326 measured reflections	l = −19→16

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.090	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.0205P)2 + 1.48P] where P = (Fo2 + 2Fc2)/3
4416 reflections	(Δ/σ)max = 0.001
298 parameters	Δρmax = 0.26 e Å−3
0 restraints	Δρmin = −0.26 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.

	x	y	z	Uiso*/Ueq
Zn1	0.545232 (12)	0.50480 (2)	0.590326 (19)	0.03852 (11)
O11	0.48081 (8)	0.42174 (16)	0.61458 (13)	0.0536 (5)
O12	0.58816 (8)	0.58560 (17)	0.51974 (13)	0.0589 (5)
O21	0.56818 (8)	0.35925 (15)	0.54865 (13)	0.0549 (5)
O22	0.50102 (8)	0.64874 (15)	0.58505 (13)	0.0581 (6)
N31	0.60407 (9)	0.52228 (16)	0.71558 (14)	0.0391 (5)
N32	0.75201 (11)	0.7049 (2)	1.18938 (17)	0.0710 (8)
C11	0.43281 (12)	0.3906 (2)	0.56234 (19)	0.0420 (7)
C12	0.39861 (11)	0.3173 (2)	0.60095 (18)	0.0399 (6)
C13	0.41930 (13)	0.2875 (3)	0.6908 (2)	0.0584 (8)
H13	0.4539	0.3159	0.7282	0.070*
C14	0.38945 (18)	0.2165 (3)	0.7258 (3)	0.0805 (11)
H14	0.4041	0.1973	0.7865	0.097*
C15	0.33831 (18)	0.1736 (3)	0.6724 (3)	0.0803 (11)
H15	0.3184	0.1251	0.6963	0.096*
C16	0.31681 (14)	0.2032 (3)	0.5828 (3)	0.0747 (10)
H16	0.2821	0.1745	0.5459	0.090*
C17	0.34645 (12)	0.2755 (2)	0.5472 (2)	0.0563 (8)
H17	0.3312	0.2962	0.4869	0.068*
C21	0.53915 (12)	0.3100 (2)	0.47807 (19)	0.0423 (6)
C22	0.55306 (11)	0.1917 (2)	0.46933 (19)	0.0450 (7)
C23	0.51906 (15)	0.1303 (3)	0.3980 (3)	0.0773 (11)
H23	0.4894	0.1636	0.3525	0.093*
C24	0.5289 (2)	0.0196 (3)	0.3940 (4)	0.1091 (17)
H24	0.5051	−0.0218	0.3464	0.131*
C25	0.5726 (2)	−0.0295 (3)	0.4583 (4)	0.1087 (17)
H25	0.5786	−0.1044	0.4551	0.130*
C26	0.6079 (2)	0.0306 (3)	0.5279 (3)	0.0902 (13)
H26	0.6384	−0.0034	0.5714	0.108*
C27	0.59863 (14)	0.1418 (3)	0.5344 (2)	0.0628 (9)
H27	0.6228	0.1826	0.5820	0.075*
C31	0.65674 (12)	0.4837 (2)	0.73577 (19)	0.0531 (8)
H31	0.6658	0.4437	0.6922	0.064*
C32	0.69861 (12)	0.5004 (2)	0.81848 (19)	0.0568 (8)
H32	0.7351	0.4728	0.8292	0.068*
C33	0.68646 (11)	0.5579 (2)	0.88547 (17)	0.0412 (7)
C34	0.63111 (11)	0.5948 (2)	0.86490 (17)	0.0473 (7)
H34	0.6203	0.6323	0.9080	0.057*
C35	0.59211 (11)	0.5760 (2)	0.78060 (17)	0.0456 (7)
H35	0.5552	0.6024	0.7681	0.055*
C36	0.73130 (12)	0.5774 (2)	0.97322 (18)	0.0505 (7)
H36	0.7680	0.5540	0.9794	0.061*
C37	0.72419 (12)	0.6248 (2)	1.04352 (18)	0.0509 (8)
H37	0.6872	0.6455	1.0378	0.061*
C38	0.76886 (13)	0.6485 (2)	1.13035 (18)	0.0473 (7)
C39	0.82430 (14)	0.6161 (3)	1.1499 (2)	0.0647 (9)
H39	0.8352	0.5770	1.1077	0.078*
C310	0.86366 (15)	0.6418 (3)	1.2323 (2)	0.0819 (12)
H310	0.9014	0.6194	1.2467	0.098*
C311	0.84732 (15)	0.7006 (3)	1.2933 (2)	0.0639 (9)
H311	0.8735	0.7201	1.3491	0.077*
C312	0.79166 (16)	0.7295 (3)	1.2699 (2)	0.0722 (10)
H312	0.7802	0.7684	1.3116	0.087*

	U11	U22	U33	U12	U13	U23
Zn1	0.03822 (19)	0.04063 (17)	0.03006 (17)	−0.00220 (15)	0.00295 (12)	−0.00148 (14)
O11	0.0470 (12)	0.0593 (12)	0.0528 (12)	−0.0127 (10)	0.0146 (10)	−0.0025 (10)
O12	0.0622 (13)	0.0699 (13)	0.0446 (12)	−0.0098 (11)	0.0180 (10)	0.0091 (11)
O21	0.0599 (13)	0.0486 (11)	0.0522 (13)	0.0073 (10)	0.0140 (10)	−0.0082 (10)
O22	0.0580 (13)	0.0474 (11)	0.0584 (14)	0.0102 (10)	0.0063 (11)	0.0015 (10)
N31	0.0405 (13)	0.0400 (12)	0.0331 (12)	−0.0012 (10)	0.0078 (10)	−0.0030 (9)
N32	0.0614 (18)	0.105 (2)	0.0411 (15)	−0.0057 (16)	0.0108 (13)	−0.0143 (15)
C11	0.0491 (18)	0.0344 (14)	0.0460 (17)	0.0026 (13)	0.0207 (14)	−0.0019 (13)
C12	0.0426 (16)	0.0373 (14)	0.0431 (16)	0.0024 (12)	0.0190 (13)	−0.0015 (12)
C13	0.062 (2)	0.0643 (19)	0.052 (2)	−0.0050 (17)	0.0227 (16)	0.0023 (16)
C14	0.100 (3)	0.086 (3)	0.066 (2)	0.002 (2)	0.042 (2)	0.022 (2)
C15	0.094 (3)	0.057 (2)	0.111 (3)	−0.002 (2)	0.062 (3)	0.015 (2)
C16	0.056 (2)	0.069 (2)	0.102 (3)	−0.0149 (18)	0.031 (2)	−0.007 (2)
C17	0.0473 (19)	0.0579 (18)	0.062 (2)	−0.0040 (15)	0.0168 (16)	−0.0014 (16)
C21	0.0444 (17)	0.0416 (14)	0.0452 (17)	0.0015 (13)	0.0206 (14)	0.0010 (13)
C22	0.0479 (17)	0.0401 (14)	0.0545 (18)	0.0015 (13)	0.0270 (14)	−0.0016 (13)
C23	0.068 (2)	0.059 (2)	0.097 (3)	−0.0027 (18)	0.016 (2)	−0.0217 (19)
C24	0.103 (4)	0.063 (3)	0.163 (5)	−0.014 (2)	0.046 (3)	−0.050 (3)
C25	0.123 (4)	0.042 (2)	0.192 (6)	0.007 (2)	0.094 (4)	−0.003 (3)
C26	0.103 (3)	0.064 (2)	0.121 (4)	0.035 (2)	0.061 (3)	0.034 (2)
C27	0.071 (2)	0.061 (2)	0.062 (2)	0.0168 (17)	0.0303 (18)	0.0140 (16)
C31	0.0490 (18)	0.0643 (19)	0.0413 (16)	0.0072 (15)	0.0093 (13)	−0.0153 (14)
C32	0.0391 (16)	0.074 (2)	0.0488 (18)	0.0100 (16)	0.0043 (13)	−0.0124 (17)
C33	0.0440 (17)	0.0416 (15)	0.0331 (15)	−0.0033 (13)	0.0067 (12)	−0.0023 (12)
C34	0.0447 (17)	0.0595 (17)	0.0356 (15)	0.0031 (14)	0.0110 (13)	−0.0087 (13)
C35	0.0360 (16)	0.0582 (17)	0.0374 (16)	0.0044 (14)	0.0056 (12)	−0.0004 (14)
C36	0.0397 (17)	0.0608 (18)	0.0410 (17)	0.0010 (14)	0.0009 (13)	−0.0077 (14)
C37	0.0445 (18)	0.0638 (19)	0.0371 (16)	−0.0022 (14)	0.0045 (13)	−0.0036 (14)
C38	0.0547 (19)	0.0500 (16)	0.0324 (16)	−0.0109 (14)	0.0083 (14)	−0.0012 (13)
C39	0.059 (2)	0.077 (2)	0.0444 (18)	0.0088 (17)	0.0002 (16)	−0.0159 (16)
C310	0.062 (2)	0.099 (3)	0.062 (2)	0.005 (2)	−0.0074 (19)	−0.013 (2)
C311	0.071 (2)	0.069 (2)	0.0367 (18)	−0.0147 (19)	−0.0020 (16)	−0.0016 (16)
C312	0.079 (3)	0.096 (3)	0.0382 (18)	−0.009 (2)	0.0162 (17)	−0.0134 (18)

Zn1—N31	2.029 (2)	C23—C24	1.376 (5)
Zn1—O12	2.039 (2)	C23—H23	0.9300
Zn1—O21	2.0392 (19)	C24—C25	1.349 (6)
Zn1—O11	2.0407 (19)	C24—H24	0.9300
Zn1—O22	2.0580 (19)	C25—C26	1.362 (6)
Zn1—Zn1i	2.9711 (8)	C25—H25	0.9300
O11—C11	1.258 (3)	C26—C27	1.385 (4)
O12—C11i	1.252 (3)	C26—H26	0.9300
O21—C21	1.254 (3)	C27—H27	0.9300
O22—C21i	1.251 (3)	C31—C32	1.379 (4)
N31—C31	1.327 (3)	C31—H31	0.9300
N31—C35	1.331 (3)	C32—C33	1.383 (4)
N32—C38	1.333 (4)	C32—H32	0.9300
N32—C312	1.350 (4)	C33—C34	1.381 (3)
C11—O12i	1.252 (3)	C33—C36	1.471 (3)
C11—C12	1.498 (4)	C34—C35	1.372 (3)
C12—C13	1.380 (4)	C34—H34	0.9300
C12—C17	1.385 (4)	C35—H35	0.9300
C13—C14	1.372 (4)	C36—C37	1.313 (4)
C13—H13	0.9300	C36—H36	0.9300
C14—C15	1.370 (5)	C37—C38	1.468 (3)
C14—H14	0.9300	C37—H37	0.9300
C15—C16	1.375 (5)	C38—C39	1.368 (4)
C15—H15	0.9300	C39—C310	1.371 (4)
C16—C17	1.385 (4)	C39—H39	0.9300
C16—H16	0.9300	C310—C311	1.366 (5)
C17—H17	0.9300	C310—H310	0.9300
C21—O22i	1.251 (3)	C311—C312	1.355 (4)
C21—C22	1.500 (4)	C311—H311	0.9300
C22—C23	1.375 (4)	C312—H312	0.9300
C22—C27	1.385 (4)
N31—Zn1—O12	98.00 (8)	C24—C23—H23	120.0
N31—Zn1—O21	102.41 (8)	C22—C23—H23	120.0
O12—Zn1—O21	89.34 (8)	C25—C24—C23	120.7 (4)
N31—Zn1—O11	103.00 (8)	C25—C24—H24	119.7
O12—Zn1—O11	158.97 (8)	C23—C24—H24	119.7
O21—Zn1—O11	87.31 (8)	C24—C25—C26	120.1 (4)
N31—Zn1—O22	98.62 (8)	C24—C25—H25	119.9
O12—Zn1—O22	86.52 (9)	C26—C25—H25	119.9
O21—Zn1—O22	158.93 (8)	C25—C26—C27	120.4 (4)
O11—Zn1—O22	89.19 (8)	C25—C26—H26	119.8
N31—Zn1—Zn1i	175.50 (6)	C27—C26—H26	119.8
O12—Zn1—Zn1i	82.26 (6)	C26—C27—C22	119.4 (3)
O21—Zn1—Zn1i	82.08 (6)	C26—C27—H27	120.3
O11—Zn1—Zn1i	76.71 (6)	C22—C27—H27	120.3
O22—Zn1—Zn1i	76.89 (5)	N31—C31—C32	122.9 (3)
C11—O11—Zn1	131.38 (19)	N31—C31—H31	118.5
C11i—O12—Zn1	124.19 (18)	C32—C31—H31	118.5
C21—O21—Zn1	124.11 (17)	C31—C32—C33	120.2 (3)
C21i—O22—Zn1	130.32 (18)	C31—C32—H32	119.9
C31—N31—C35	116.8 (2)	C33—C32—H32	119.9
C31—N31—Zn1	121.66 (18)	C34—C33—C32	116.5 (2)
C35—N31—Zn1	121.47 (18)	C34—C33—C36	123.2 (2)
C38—N32—C312	117.7 (3)	C32—C33—C36	120.3 (3)
O12i—C11—O11	125.1 (3)	C35—C34—C33	119.7 (3)
O12i—C11—C12	117.5 (2)	C35—C34—H34	120.1
O11—C11—C12	117.4 (3)	C33—C34—H34	120.1
C13—C12—C17	118.4 (3)	N31—C35—C34	123.8 (3)
C13—C12—C11	120.5 (2)	N31—C35—H35	118.1
C17—C12—C11	121.1 (3)	C34—C35—H35	118.1
C14—C13—C12	120.8 (3)	C37—C36—C33	125.9 (3)
C14—C13—H13	119.6	C37—C36—H36	117.1
C12—C13—H13	119.6	C33—C36—H36	117.1
C15—C14—C13	120.8 (3)	C36—C37—C38	126.5 (3)
C15—C14—H14	119.6	C36—C37—H37	116.8
C13—C14—H14	119.6	C38—C37—H37	116.8
C14—C15—C16	119.1 (3)	N32—C38—C39	121.7 (3)
C14—C15—H15	120.4	N32—C38—C37	115.6 (3)
C16—C15—H15	120.4	C39—C38—C37	122.8 (3)
C15—C16—C17	120.4 (3)	C38—C39—C310	119.3 (3)
C15—C16—H16	119.8	C38—C39—H39	120.3
C17—C16—H16	119.8	C310—C39—H39	120.3
C16—C17—C12	120.4 (3)	C311—C310—C39	119.8 (3)
C16—C17—H17	119.8	C311—C310—H310	120.1
C12—C17—H17	119.8	C39—C310—H310	120.1
O22i—C21—O21	125.2 (2)	C312—C311—C310	117.8 (3)
O22i—C21—C22	117.4 (2)	C312—C311—H311	121.1
O21—C21—C22	117.3 (2)	C310—C311—H311	121.1
C23—C22—C27	119.2 (3)	N32—C312—C311	123.6 (3)
C23—C22—C21	120.0 (3)	N32—C312—H312	118.2
C27—C22—C21	120.8 (3)	C311—C312—H312	118.2
C24—C23—C22	120.1 (4)
O12i—C11—C12—C13	179.8 (3)	C21—C22—C27—C26	175.3 (3)
O11—C11—C12—C13	1.0 (4)	C35—N31—C31—C32	−2.1 (4)
O12i—C11—C12—C17	1.5 (4)	N31—C31—C32—C33	1.1 (5)
O11—C11—C12—C17	−177.2 (3)	C31—C32—C33—C34	0.9 (4)
C17—C12—C13—C14	1.3 (5)	C31—C32—C33—C36	−178.9 (3)
C11—C12—C13—C14	−177.0 (3)	C32—C33—C34—C35	−1.7 (4)
C12—C13—C14—C15	−0.1 (5)	C36—C33—C34—C35	178.1 (3)
C13—C14—C15—C16	−0.5 (6)	C31—N31—C35—C34	1.3 (4)
C14—C15—C16—C17	−0.1 (6)	C33—C34—C35—N31	0.7 (4)
C15—C16—C17—C12	1.2 (5)	C34—C33—C36—C37	4.5 (5)
C13—C12—C17—C16	−1.8 (4)	C32—C33—C36—C37	−175.6 (3)
C11—C12—C17—C16	176.5 (3)	C33—C36—C37—C38	−177.6 (3)
O22i—C21—C22—C23	−5.7 (4)	C312—N32—C38—C39	0.0 (5)
O21—C21—C22—C23	173.3 (3)	C312—N32—C38—C37	−179.4 (3)
O22i—C21—C22—C27	176.9 (3)	C36—C37—C38—N32	175.1 (3)
O21—C21—C22—C27	−4.1 (4)	C36—C37—C38—C39	−4.4 (5)
C27—C22—C23—C24	2.9 (6)	N32—C38—C39—C310	0.2 (5)
C21—C22—C23—C24	−174.5 (4)	C37—C38—C39—C310	179.6 (3)
C22—C23—C24—C25	−1.6 (7)	C38—C39—C310—C311	−0.9 (5)
C23—C24—C25—C26	−0.5 (8)	C39—C310—C311—C312	1.3 (5)
C24—C25—C26—C27	1.4 (7)	C38—N32—C312—C311	0.4 (5)
C25—C26—C27—C22	0.0 (6)	C310—C311—C312—N32	−1.1 (5)
C23—C22—C27—C26	−2.1 (5)