μ-Succinato-bis-[aqua-(2,2':6',2''-terpyridine)copper(II)] dinitrate dihydrate.

The title compound, [Cu(2)(C(4)H(4)O(4))(C(15)H(11)N(3))(2)(H(2)O)(2)](NO(3))(2)·2H(2)O, was synthesized under hydro-thermal conditions. The dinuclear copper complex is located on a crystallographic inversion centre. The Cu(II) ion is penta-coordinated in a tetra-gonal-pyramidal geometry, with one O atom of a succinate dianion and three N atoms of a 2,2':6',2''-terpyridine ligand occupying the basal plane, and a water O atom located at the apical site. In the crystal structure, O-H⋯O hydrogen bonding links the mol-ecules into a chain parallel to the a axis.

Related literature

For background to the use of saturated aliphatic carboxyl­ate ligands in the preparation of metal-organic complexes, see: Brusau et al. (2000 ▶); Rastsvetaeva et al. (1996 ▶). For related structures, see: Li et al. (2009 ▶); Ke et al. (2009 ▶); Jin et al. (2008 ▶); He & Huang (2008 ▶); He et al. (2007 ▶); Duangthongyou & Siripaisarnpipat (2008 ▶); Liu (2009 ▶); Ng (1998 ▶).

Experimental

Crystal data

[Cu2(C4H4O4)(C15H11N3)2(H2O)2](NO3)2·2H2O

M = 905.77

Triclinic,

a = 7.397 (4) Å

b = 10.650 (5) Å

c = 12.574 (6) Å

α = 70.196 (9)°

β = 83.512 (9)°

γ = 83.836 (10)°

V = 923.5 (8) Å3

Z = 1

Mo Kα radiation

μ = 1.23 mm−1

T = 296 K

0.34 × 0.32 × 0.28 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.679, T max = 0.724

4998 measured reflections

3211 independent reflections

2951 reflections with I > 2σ(I)

R int = 0.096

Refinement

R[F 2 > 2σ(F 2)] = 0.052

wR(F 2) = 0.137

S = 0.98

3211 reflections

263 parameters

H-atom parameters constrained

Δρmax = 0.70 e Å−3

Δρmin = −0.67 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); 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/S1600536810006811/kj2141sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810006811/kj2141Isup2.hkl

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

[Cu2(C4H4O4)(C15H11N3)2(H2O)2](NO3)2·2H2O	Z = 1
Mr = 905.77	F(000) = 464
Triclinic, P1	Dx = 1.629 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.397 (4) Å	Cell parameters from 4421 reflections
b = 10.650 (5) Å	θ = 3.3–28.0°
c = 12.574 (6) Å	µ = 1.23 mm−1
α = 70.196 (9)°	T = 296 K
β = 83.512 (9)°	Block, colourless
γ = 83.836 (10)°	0.34 × 0.32 × 0.28 mm
V = 923.5 (8) Å3

Bruker SMART APEXII CCD area-detector diffractometer	3211 independent reflections
Radiation source: fine-focus sealed tube	2951 reflections with I > 2σ(I)
graphite	Rint = 0.096
phi and ω scans	θmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −8→8
Tmin = 0.679, Tmax = 0.724	k = −12→11
4998 measured reflections	l = −14→14

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)] = 0.052	H-atom parameters constrained
wR(F2) = 0.137	w = 1/[σ2(Fo2) + (0.1057P)2 + 0.320P] where P = (Fo2 + 2Fc2)/3
S = 0.98	(Δ/σ)max < 0.001
3211 reflections	Δρmax = 0.70 e Å−3
263 parameters	Δρmin = −0.67 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: 0.086 (7)

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 > 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.

	x	y	z	Uiso*/Ueq
Cu1	0.24585 (4)	0.64732 (3)	0.22948 (2)	0.0286 (2)
O1W	0.5317 (3)	0.5692 (3)	0.1875 (2)	0.0493 (6)
H1WA	0.6382	0.5971	0.1717	0.059*
H1WB	0.5296	0.5065	0.1603	0.059*
N2	0.2116 (3)	0.4762 (3)	0.3654 (2)	0.0341 (6)
N3	0.2929 (3)	0.7096 (3)	0.3510 (2)	0.0334 (6)
N4	0.2612 (4)	0.8463 (3)	0.1423 (2)	0.0356 (6)
C1	0.1650 (5)	0.3580 (4)	0.3636 (3)	0.0448 (8)
H1	0.1450	0.3499	0.2946	0.054*
C2	0.1462 (5)	0.2482 (4)	0.4615 (4)	0.0540 (9)
H2	0.1150	0.1674	0.4581	0.065*
C3	0.1743 (5)	0.2605 (4)	0.5637 (3)	0.0573 (10)
H3	0.1612	0.1882	0.6304	0.069*
C4	0.2222 (5)	0.3814 (4)	0.5667 (3)	0.0501 (9)
H4	0.2422	0.3914	0.6351	0.060*
C5	0.2399 (4)	0.4875 (3)	0.4657 (3)	0.0371 (7)
C6	0.2890 (4)	0.6223 (3)	0.4581 (3)	0.0360 (7)
C7	0.3259 (5)	0.6642 (4)	0.5456 (3)	0.0495 (9)
H7	0.3256	0.6049	0.6195	0.059*
C8	0.3633 (5)	0.7967 (5)	0.5210 (3)	0.0558 (10)
H8	0.3883	0.8260	0.5793	0.067*
C9	0.3642 (5)	0.8862 (4)	0.4107 (4)	0.0516 (9)
H9	0.3898	0.9747	0.3942	0.062*
C10	0.3253 (4)	0.8388 (3)	0.3258 (3)	0.0381 (7)
C11	0.3088 (4)	0.9175 (3)	0.2045 (3)	0.0378 (7)
C12	0.3356 (5)	1.0526 (3)	0.1567 (3)	0.0509 (9)
H12	0.3709	1.0998	0.2001	0.061*
C13	0.3088 (5)	1.1167 (4)	0.0423 (4)	0.0569 (10)
H13	0.3267	1.2072	0.0083	0.068*
C14	0.2558 (5)	1.0446 (4)	−0.0195 (3)	0.0526 (9)
H14	0.2342	1.0863	−0.0953	0.063*
C15	0.2352 (5)	0.9106 (3)	0.0317 (3)	0.0427 (8)
H15	0.2020	0.8621	−0.0113	0.051*
O1	0.1725 (3)	0.5935 (2)	0.11084 (18)	0.0346 (5)
O2	−0.1129 (3)	0.6332 (2)	0.17197 (19)	0.0418 (5)
C16	−0.0007 (4)	0.5965 (3)	0.1065 (2)	0.0288 (6)
C17	−0.0602 (4)	0.5554 (3)	0.0128 (3)	0.0388 (7)
H17A	−0.1834	0.5272	0.0337	0.047*
H17B	−0.0632	0.6329	−0.0556	0.047*
N1	0.1320 (5)	0.8852 (4)	0.7310 (3)	0.0583 (9)
O3	0.2712 (7)	0.9214 (6)	0.7484 (4)	0.1279 (18)
O4	0.0270 (5)	0.9562 (4)	0.6617 (3)	0.0940 (12)
O5	0.1130 (8)	0.7657 (4)	0.7705 (4)	0.1219 (17)
O2W	0.5518 (4)	0.3538 (3)	0.1018 (3)	0.0623 (7)
H2WA	0.6184	0.2825	0.1302	0.075*
H2WB	0.6029	0.3963	0.0374	0.075*

	U11	U22	U33	U12	U13	U23
Cu1	0.0298 (3)	0.0333 (3)	0.0296 (3)	0.00097 (16)	−0.00715 (15)	−0.01870 (17)
O1W	0.0279 (11)	0.0587 (15)	0.0753 (16)	0.0008 (10)	0.0012 (11)	−0.0434 (13)
N2	0.0310 (13)	0.0389 (13)	0.0353 (13)	0.0019 (11)	−0.0049 (10)	−0.0166 (11)
N3	0.0310 (13)	0.0439 (14)	0.0343 (12)	0.0067 (11)	−0.0098 (10)	−0.0255 (11)
N4	0.0366 (14)	0.0353 (13)	0.0397 (13)	0.0043 (11)	−0.0072 (11)	−0.0193 (11)
C1	0.0395 (17)	0.0459 (18)	0.0524 (19)	−0.0009 (15)	−0.0061 (14)	−0.0205 (15)
C2	0.0411 (19)	0.0442 (19)	0.071 (2)	−0.0029 (16)	−0.0040 (17)	−0.0116 (17)
C3	0.0428 (19)	0.059 (2)	0.053 (2)	0.0043 (17)	0.0019 (16)	−0.0007 (17)
C4	0.0449 (19)	0.065 (2)	0.0345 (16)	0.0085 (17)	−0.0017 (14)	−0.0136 (16)
C5	0.0278 (15)	0.0488 (18)	0.0330 (14)	0.0087 (13)	−0.0025 (11)	−0.0149 (13)
C6	0.0273 (15)	0.0522 (18)	0.0340 (15)	0.0081 (13)	−0.0058 (11)	−0.0233 (13)
C7	0.0391 (18)	0.080 (3)	0.0383 (17)	0.0101 (18)	−0.0097 (14)	−0.0334 (17)
C8	0.046 (2)	0.084 (3)	0.060 (2)	0.0086 (19)	−0.0143 (17)	−0.054 (2)
C9	0.0449 (19)	0.060 (2)	0.069 (2)	0.0026 (17)	−0.0116 (17)	−0.0462 (19)
C10	0.0298 (15)	0.0463 (18)	0.0511 (18)	0.0047 (13)	−0.0087 (13)	−0.0334 (15)
C11	0.0284 (15)	0.0378 (16)	0.0547 (19)	0.0052 (12)	−0.0076 (13)	−0.0262 (14)
C12	0.047 (2)	0.0402 (18)	0.075 (3)	0.0030 (16)	−0.0072 (18)	−0.0330 (18)
C13	0.050 (2)	0.0347 (18)	0.080 (3)	0.0070 (16)	−0.0016 (19)	−0.0162 (18)
C14	0.045 (2)	0.050 (2)	0.054 (2)	0.0114 (17)	−0.0087 (16)	−0.0086 (16)
C15	0.0404 (17)	0.0430 (18)	0.0440 (17)	0.0064 (14)	−0.0092 (14)	−0.0145 (14)
O1	0.0289 (11)	0.0497 (13)	0.0371 (11)	0.0008 (9)	−0.0093 (8)	−0.0286 (10)
O2	0.0328 (11)	0.0611 (14)	0.0450 (12)	0.0029 (10)	−0.0050 (9)	−0.0364 (11)
C16	0.0299 (14)	0.0288 (13)	0.0329 (14)	0.0023 (11)	−0.0079 (11)	−0.0165 (11)
C17	0.0298 (15)	0.0524 (19)	0.0490 (17)	0.0093 (14)	−0.0127 (13)	−0.0368 (15)
N1	0.063 (2)	0.059 (2)	0.0496 (17)	0.0021 (17)	0.0010 (16)	−0.0169 (15)
O3	0.120 (4)	0.167 (5)	0.118 (3)	−0.050 (3)	−0.041 (3)	−0.054 (3)
O4	0.083 (3)	0.089 (3)	0.100 (3)	0.016 (2)	−0.025 (2)	−0.020 (2)
O5	0.164 (5)	0.074 (3)	0.105 (3)	−0.018 (3)	−0.020 (3)	0.005 (2)
O2W	0.0656 (17)	0.0518 (15)	0.0742 (18)	0.0006 (13)	−0.0035 (14)	−0.0290 (14)

Cu1—O1	1.917 (2)	C8—C9	1.391 (6)
Cu1—N3	1.937 (3)	C8—H8	0.9300
Cu1—N4	2.038 (3)	C9—C10	1.394 (5)
Cu1—N2	2.049 (3)	C9—H9	0.9300
Cu1—O1W	2.260 (2)	C10—C11	1.483 (5)
O1W—H1WA	0.8501	C11—C12	1.385 (5)
O1W—H1WB	0.8501	C12—C13	1.394 (6)
N2—C5	1.348 (4)	C12—H12	0.9300
N2—C1	1.349 (5)	C13—C14	1.372 (6)
N3—C10	1.345 (4)	C13—H13	0.9300
N3—C6	1.351 (4)	C14—C15	1.370 (5)
N4—C15	1.351 (4)	C14—H14	0.9300
N4—C11	1.354 (4)	C15—H15	0.9300
C1—C2	1.387 (5)	O1—C16	1.285 (4)
C1—H1	0.9300	O2—C16	1.230 (3)
C2—C3	1.376 (6)	C16—C17	1.510 (4)
C2—H2	0.9300	C17—C17i	1.503 (6)
C3—C4	1.386 (6)	C17—H17A	0.9700
C3—H3	0.9300	C17—H17B	0.9700
C4—C5	1.389 (5)	N1—O3	1.204 (6)
C4—H4	0.9300	N1—O5	1.217 (5)
C5—C6	1.487 (5)	N1—O4	1.231 (5)
C6—C7	1.383 (5)	O2W—H2WA	0.8499
C7—C8	1.390 (6)	O2W—H2WB	0.8500
C7—H7	0.9300
O1—Cu1—N3	173.78 (9)	C6—C7—H7	120.6
O1—Cu1—N4	98.53 (10)	C8—C7—H7	120.6
N3—Cu1—N4	80.04 (11)	C7—C8—C9	121.1 (3)
O1—Cu1—N2	100.55 (11)	C7—C8—H8	119.5
N3—Cu1—N2	79.94 (12)	C9—C8—H8	119.5
N4—Cu1—N2	158.56 (11)	C8—C9—C10	117.8 (4)
O1—Cu1—O1W	86.91 (9)	C8—C9—H9	121.1
N3—Cu1—O1W	99.30 (10)	C10—C9—H9	121.1
N4—Cu1—O1W	100.14 (10)	N3—C10—C9	120.2 (3)
N2—Cu1—O1W	90.58 (10)	N3—C10—C11	112.8 (3)
Cu1—O1W—H1WA	138.1	C9—C10—C11	127.0 (3)
Cu1—O1W—H1WB	111.0	N4—C11—C12	121.6 (3)
H1WA—O1W—H1WB	107.7	N4—C11—C10	114.1 (3)
C5—N2—C1	118.7 (3)	C12—C11—C10	124.3 (3)
C5—N2—Cu1	114.3 (2)	C11—C12—C13	118.9 (3)
C1—N2—Cu1	127.0 (2)	C11—C12—H12	120.6
C10—N3—C6	122.5 (3)	C13—C12—H12	120.6
C10—N3—Cu1	118.7 (2)	C14—C13—C12	119.2 (3)
C6—N3—Cu1	118.8 (2)	C14—C13—H13	120.4
C15—N4—C11	118.5 (3)	C12—C13—H13	120.4
C15—N4—Cu1	127.4 (2)	C15—C14—C13	119.3 (4)
C11—N4—Cu1	114.1 (2)	C15—C14—H14	120.3
N2—C1—C2	122.0 (3)	C13—C14—H14	120.3
N2—C1—H1	119.0	N4—C15—C14	122.4 (3)
C2—C1—H1	119.0	N4—C15—H15	118.8
C3—C2—C1	119.0 (4)	C14—C15—H15	118.8
C3—C2—H2	120.5	C16—O1—Cu1	115.18 (17)
C1—C2—H2	120.5	O2—C16—O1	123.0 (3)
C2—C3—C4	119.5 (3)	O2—C16—C17	121.3 (3)
C2—C3—H3	120.2	O1—C16—C17	115.7 (2)
C4—C3—H3	120.2	C17i—C17—C16	114.3 (3)
C3—C4—C5	118.7 (4)	C17i—C17—H17A	108.7
C3—C4—H4	120.6	C16—C17—H17A	108.7
C5—C4—H4	120.6	C17i—C17—H17B	108.7
N2—C5—C4	122.0 (3)	C16—C17—H17B	108.7
N2—C5—C6	114.2 (3)	H17A—C17—H17B	107.6
C4—C5—C6	123.8 (3)	O3—N1—O5	116.3 (5)
N3—C6—C7	119.7 (3)	O3—N1—O4	123.9 (5)
N3—C6—C5	112.7 (3)	O5—N1—O4	118.6 (5)
C7—C6—C5	127.6 (3)	H2WA—O2W—H2WB	107.7
C6—C7—C8	118.7 (3)
O1—Cu1—N2—C5	−174.99 (19)	N2—C5—C6—N3	1.1 (4)
N3—Cu1—N2—C5	−1.29 (19)	C4—C5—C6—N3	−178.3 (3)
N4—Cu1—N2—C5	−22.4 (4)	N2—C5—C6—C7	180.0 (3)
O1W—Cu1—N2—C5	98.0 (2)	C4—C5—C6—C7	0.6 (5)
O1—Cu1—N2—C1	5.0 (3)	N3—C6—C7—C8	1.0 (5)
N3—Cu1—N2—C1	178.7 (3)	C5—C6—C7—C8	−177.8 (3)
N4—Cu1—N2—C1	157.6 (3)	C6—C7—C8—C9	0.0 (5)
O1W—Cu1—N2—C1	−81.9 (3)	C7—C8—C9—C10	0.3 (5)
N4—Cu1—N3—C10	−4.6 (2)	C6—N3—C10—C9	2.7 (5)
N2—Cu1—N3—C10	−176.9 (2)	Cu1—N3—C10—C9	−178.4 (2)
O1W—Cu1—N3—C10	94.1 (2)	C6—N3—C10—C11	−175.6 (2)
N4—Cu1—N3—C6	174.3 (2)	Cu1—N3—C10—C11	3.3 (3)
N2—Cu1—N3—C6	2.0 (2)	C8—C9—C10—N3	−1.6 (5)
O1W—Cu1—N3—C6	−86.9 (2)	C8—C9—C10—C11	176.4 (3)
O1—Cu1—N4—C15	−3.3 (3)	C15—N4—C11—C12	−1.7 (5)
N3—Cu1—N4—C15	−177.1 (3)	Cu1—N4—C11—C12	176.3 (2)
N2—Cu1—N4—C15	−156.0 (3)	C15—N4—C11—C10	177.2 (3)
O1W—Cu1—N4—C15	85.1 (3)	Cu1—N4—C11—C10	−4.8 (3)
O1—Cu1—N4—C11	178.9 (2)	N3—C10—C11—N4	1.2 (4)
N3—Cu1—N4—C11	5.1 (2)	C9—C10—C11—N4	−177.0 (3)
N2—Cu1—N4—C11	26.2 (4)	N3—C10—C11—C12	−179.9 (3)
O1W—Cu1—N4—C11	−92.7 (2)	C9—C10—C11—C12	2.0 (5)
C5—N2—C1—C2	−0.2 (5)	N4—C11—C12—C13	1.4 (5)
Cu1—N2—C1—C2	179.8 (2)	C10—C11—C12—C13	−177.4 (3)
N2—C1—C2—C3	0.6 (5)	C11—C12—C13—C14	0.3 (5)
C1—C2—C3—C4	−0.6 (5)	C12—C13—C14—C15	−1.7 (6)
C2—C3—C4—C5	0.2 (5)	C11—N4—C15—C14	0.3 (5)
C1—N2—C5—C4	−0.1 (4)	Cu1—N4—C15—C14	−177.4 (3)
Cu1—N2—C5—C4	179.9 (2)	C13—C14—C15—N4	1.5 (5)
C1—N2—C5—C6	−179.5 (3)	N4—Cu1—O1—C16	−90.9 (2)
Cu1—N2—C5—C6	0.5 (3)	N2—Cu1—O1—C16	79.3 (2)
C3—C4—C5—N2	0.1 (5)	O1W—Cu1—O1—C16	169.3 (2)
C3—C4—C5—C6	179.5 (3)	Cu1—O1—C16—O2	1.2 (4)
C10—N3—C6—C7	−2.4 (4)	Cu1—O1—C16—C17	179.5 (2)
Cu1—N3—C6—C7	178.7 (2)	O2—C16—C17—C17i	−145.5 (4)
C10—N3—C6—C5	176.6 (2)	O1—C16—C17—C17i	36.1 (5)
Cu1—N3—C6—C5	−2.3 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H2WB···O1ii	0.85	2.33	3.101 (4)	150
O2W—H2WA···O3iii	0.85	2.32	3.138 (7)	162
O1W—H1WB···O2W	0.85	1.98	2.831 (4)	174
O1W—H1WA···O2iv	0.85	1.92	2.755 (3)	167

Table 1

Selected bond lengths (Å)

Cu1—O1	1.917 (2)
Cu1—N3	1.937 (3)
Cu1—N4	2.038 (3)
Cu1—N2	2.049 (3)
Cu1—O1W	2.260 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2W—H2WB⋯O1i	0.85	2.33	3.101 (4)	150
O2W—H2WA⋯O3ii	0.85	2.32	3.138 (7)	162
O1W—H1WB⋯O2W	0.85	1.98	2.831 (4)	174
O1W—H1WA⋯O2iii	0.85	1.92	2.755 (3)	167

Symmetry codes: (i) ; (ii) ; (iii) .