Bis(μ-biphenyl-2,2'-dicarboxyl-ato)bis-[aqua-(2,2'-bipyridine)cadmium(II)].

In the centrosymmetric dinuclear mol-ecule of the title compound, [Cd(2)(C(14)H(8)O(4))(2)(C(10)H(8)N(2))(2)(H(2)O)(2)], the Cd(2+) ion is coordinated by three O atoms from two different diphenyl-dicarboxyl-ate (dpa) ligands (one O,O'-bidentate and one monodentate), a chelating bipyridine ligand and a water mol-ecule, generating an extremely distorted trigonal-prismatic (or irregular) CdN(2)O(4) coordination geometry for the metal ion. The bridging ligands generate an 18-membered ring, which is stabilized by two pairs of intra-molecular O-H⋯O hydrogen bonds.

Related literature

For background to coordination polymers, see: Hagrman et al. (1999 ▶); Ghosh & Bharadwaj (2004 ▶); Evans et al. (1999 ▶).

Experimental

Crystal data

[Cd2(C14H8O4)2(C10H8N2)2(H2O)2]

M = 1053.61

Monoclinic,

a = 11.532 (2) Å

b = 10.961 (2) Å

c = 16.891 (3) Å

β = 98.37 (3)°

V = 2112.4 (7) Å3

Z = 2

Mo Kα radiation

μ = 1.07 mm−1

T = 295 K

0.12 × 0.10 × 0.08 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.882, T max = 0.919

15936 measured reflections

3697 independent reflections

3223 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.063

S = 1.00

3697 reflections

295 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.59 e Å−3

Δρmin = −0.26 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; 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/S1600536810016387/hb5426sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810016387/hb5426Isup2.hkl

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

[Cd2(C14H8O4)2(C10H8N2)2(H2O)2]	F(000) = 1056
Mr = 1053.61	Dx = 1.656 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 3697 reflections
a = 11.532 (2) Å	θ = 3.1–25.0°
b = 10.961 (2) Å	µ = 1.07 mm−1
c = 16.891 (3) Å	T = 295 K
β = 98.37 (3)°	Block, colorless
V = 2112.4 (7) Å3	0.12 × 0.10 × 0.08 mm
Z = 2

Bruker APEXII CCD diffractometer	3697 independent reflections
Radiation source: fine-focus sealed tube	3223 reflections with I > 2σ(I)
graphite	Rint = 0.030
phi and ω scans	θmax = 25.0°, θmin = 3.1°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −13→13
Tmin = 0.882, Tmax = 0.919	k = −12→13
15936 measured reflections	l = −20→20

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)] = 0.025	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.063	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ2(Fo2) + (0.0345P)2 + 0.8848P] where P = (Fo2 + 2Fc2)/3
3697 reflections	(Δ/σ)max = 0.003
295 parameters	Δρmax = 0.59 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 > 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
C1	0.7107 (2)	0.6689 (2)	−0.01343 (15)	0.0395 (6)
C2	0.8213 (2)	0.6527 (2)	−0.04980 (14)	0.0346 (5)
C3	0.9266 (2)	0.6536 (2)	0.00182 (15)	0.0432 (6)
H3	0.9251	0.6607	0.0565	0.052*
C4	1.0330 (2)	0.6445 (3)	−0.02535 (17)	0.0531 (7)
H4	1.1025	0.6464	0.0103	0.064*
C5	1.0349 (2)	0.6323 (3)	−0.10596 (18)	0.0616 (8)
H5	1.1062	0.6257	−0.1253	0.074*
C6	0.9320 (2)	0.6300 (3)	−0.15806 (16)	0.0534 (7)
H6	0.9351	0.6218	−0.2125	0.064*
C7	0.8229 (2)	0.6394 (2)	−0.13230 (14)	0.0375 (5)
C8	0.6572 (3)	0.8714 (3)	0.17640 (18)	0.0637 (8)
H8	0.7079	0.8055	0.1759	0.076*
C9	0.6904 (3)	0.9662 (4)	0.22807 (19)	0.0726 (10)
H9	0.7603	0.9631	0.2633	0.087*
C10	0.6179 (3)	1.0650 (3)	0.2263 (2)	0.0730 (9)
H10	0.6388	1.1311	0.2599	0.088*
C11	0.5144 (3)	1.0669 (3)	0.17499 (19)	0.0603 (8)
H11	0.4654	1.1346	0.1724	0.072*
C12	0.4840 (2)	0.9658 (2)	0.12683 (15)	0.0434 (6)
C13	0.3711 (2)	0.9582 (2)	0.07259 (16)	0.0415 (6)
C14	0.2774 (3)	1.0359 (2)	0.0786 (2)	0.0586 (8)
H14	0.2833	1.0947	0.1187	0.070*
C15	0.1764 (3)	1.0254 (3)	0.0250 (2)	0.0705 (9)
H15	0.1133	1.0771	0.0284	0.085*
C16	0.1693 (3)	0.9385 (3)	−0.0332 (2)	0.0696 (9)
H16	0.1022	0.9311	−0.0708	0.084*
C17	0.2630 (3)	0.8622 (3)	−0.03524 (19)	0.0573 (7)
H17	0.2575	0.8022	−0.0745	0.069*
C18	0.3844 (2)	0.5407 (2)	0.13566 (14)	0.0378 (5)
C19	0.3754 (2)	0.4450 (2)	0.19899 (14)	0.0373 (5)
C20	0.4655 (2)	0.4387 (3)	0.26274 (15)	0.0495 (7)
H20	0.5271	0.4940	0.2653	0.059*
C21	0.4666 (3)	0.3531 (3)	0.32235 (17)	0.0628 (8)
H21	0.5282	0.3508	0.3645	0.075*
C22	0.3765 (3)	0.2714 (3)	0.31919 (18)	0.0635 (9)
H22	0.3767	0.2127	0.3589	0.076*
C23	0.2850 (3)	0.2767 (3)	0.25660 (17)	0.0519 (7)
H23	0.2236	0.2213	0.2552	0.062*
C24	0.2821 (2)	0.3629 (2)	0.19543 (14)	0.0383 (5)
Cd1	0.495536 (15)	0.710476 (16)	0.035750 (10)	0.03941 (8)
N1	0.5558 (2)	0.8693 (2)	0.12699 (13)	0.0474 (5)
N2	0.36180 (19)	0.87021 (19)	0.01676 (13)	0.0437 (5)
O1	0.62029 (16)	0.71087 (16)	−0.05533 (11)	0.0462 (4)
O2	0.71202 (18)	0.6405 (2)	0.05848 (11)	0.0609 (5)
O3	0.29828 (17)	0.58894 (17)	0.09796 (11)	0.0519 (5)
O4	0.49025 (16)	0.56627 (16)	0.12540 (11)	0.0494 (4)
O5	0.37320 (18)	0.60995 (18)	−0.07047 (13)	0.0514 (5)
H1W	0.417 (3)	0.566 (3)	−0.091 (2)	0.080*
H2W	0.330 (3)	0.563 (3)	−0.053 (2)	0.080*

	U11	U22	U33	U12	U13	U23
C1	0.0421 (15)	0.0358 (12)	0.0425 (15)	−0.0027 (11)	0.0129 (12)	−0.0079 (11)
C2	0.0344 (13)	0.0329 (12)	0.0377 (13)	−0.0020 (10)	0.0088 (10)	−0.0028 (10)
C3	0.0428 (15)	0.0466 (14)	0.0400 (14)	−0.0024 (12)	0.0056 (11)	−0.0080 (12)
C4	0.0339 (15)	0.0671 (19)	0.0553 (17)	−0.0017 (13)	−0.0031 (12)	−0.0098 (15)
C5	0.0313 (15)	0.094 (2)	0.0616 (18)	−0.0063 (15)	0.0133 (13)	−0.0190 (18)
C6	0.0382 (15)	0.082 (2)	0.0422 (14)	−0.0055 (14)	0.0144 (12)	−0.0101 (15)
C7	0.0350 (13)	0.0397 (13)	0.0385 (13)	−0.0046 (11)	0.0084 (10)	−0.0027 (11)
C8	0.0521 (19)	0.078 (2)	0.0586 (18)	0.0112 (16)	−0.0011 (15)	−0.0007 (17)
C9	0.056 (2)	0.102 (3)	0.0561 (19)	−0.014 (2)	−0.0035 (15)	−0.0080 (19)
C10	0.076 (2)	0.073 (2)	0.070 (2)	−0.016 (2)	0.0110 (19)	−0.0173 (18)
C11	0.063 (2)	0.0493 (16)	0.070 (2)	−0.0067 (14)	0.0148 (16)	−0.0082 (15)
C12	0.0482 (16)	0.0409 (14)	0.0443 (14)	−0.0029 (12)	0.0174 (12)	0.0052 (12)
C13	0.0433 (15)	0.0298 (12)	0.0543 (15)	0.0016 (11)	0.0168 (12)	0.0089 (12)
C14	0.056 (2)	0.0354 (14)	0.087 (2)	0.0062 (13)	0.0204 (17)	−0.0016 (14)
C15	0.0437 (19)	0.0454 (17)	0.122 (3)	0.0111 (14)	0.0120 (18)	0.0057 (19)
C16	0.0488 (19)	0.0480 (17)	0.106 (3)	0.0099 (14)	−0.0086 (17)	0.0095 (18)
C17	0.0501 (18)	0.0490 (16)	0.0695 (19)	0.0062 (14)	−0.0026 (15)	0.0035 (15)
C18	0.0421 (15)	0.0355 (12)	0.0373 (13)	−0.0017 (11)	0.0103 (11)	−0.0066 (11)
C19	0.0373 (14)	0.0421 (13)	0.0329 (12)	−0.0012 (11)	0.0066 (10)	−0.0024 (11)
C20	0.0454 (16)	0.0560 (16)	0.0446 (15)	−0.0121 (13)	−0.0019 (12)	0.0008 (13)
C21	0.064 (2)	0.072 (2)	0.0460 (16)	−0.0134 (17)	−0.0120 (14)	0.0123 (16)
C22	0.075 (2)	0.070 (2)	0.0425 (16)	−0.0123 (17)	−0.0016 (15)	0.0205 (15)
C23	0.0537 (18)	0.0588 (17)	0.0431 (15)	−0.0147 (14)	0.0068 (13)	0.0064 (13)
C24	0.0354 (13)	0.0469 (14)	0.0339 (12)	−0.0030 (11)	0.0093 (10)	−0.0009 (11)
Cd1	0.03751 (12)	0.04095 (12)	0.04107 (12)	0.00950 (8)	0.01014 (8)	0.00319 (8)
N1	0.0439 (13)	0.0520 (13)	0.0469 (12)	0.0065 (11)	0.0083 (10)	0.0021 (11)
N2	0.0412 (12)	0.0378 (11)	0.0520 (13)	0.0066 (9)	0.0073 (10)	0.0055 (10)
O1	0.0362 (10)	0.0566 (11)	0.0475 (10)	0.0040 (8)	0.0119 (8)	−0.0030 (9)
O2	0.0582 (13)	0.0849 (15)	0.0443 (11)	0.0056 (11)	0.0225 (9)	0.0077 (11)
O3	0.0480 (12)	0.0506 (11)	0.0569 (11)	0.0086 (9)	0.0069 (9)	0.0115 (9)
O4	0.0416 (11)	0.0511 (10)	0.0575 (11)	−0.0050 (9)	0.0132 (9)	0.0107 (9)
O5	0.0435 (12)	0.0496 (12)	0.0609 (13)	−0.0003 (9)	0.0073 (9)	0.0015 (10)

C1—O2	1.252 (3)	C15—C16	1.363 (5)
C1—O1	1.259 (3)	C15—H15	0.9300
C1—C2	1.505 (3)	C16—C17	1.370 (4)
C2—C3	1.388 (3)	C16—H16	0.9300
C2—C7	1.404 (3)	C17—N2	1.337 (4)
C3—C4	1.375 (3)	C17—H17	0.9300
C3—H3	0.9300	C18—O3	1.219 (3)
C4—C5	1.371 (4)	C18—O4	1.289 (3)
C4—H4	0.9300	C18—C19	1.513 (3)
C5—C6	1.371 (4)	C19—C20	1.385 (4)
C5—H5	0.9300	C19—C24	1.397 (3)
C6—C7	1.394 (3)	C20—C21	1.375 (4)
C6—H6	0.9300	C20—H20	0.9300
C7—C24i	1.493 (3)	C21—C22	1.367 (4)
C8—N1	1.334 (4)	C21—H21	0.9300
C8—C9	1.375 (5)	C22—C23	1.382 (4)
C8—H8	0.9300	C22—H22	0.9300
C9—C10	1.366 (5)	C23—C24	1.397 (4)
C9—H9	0.9300	C23—H23	0.9300
C10—C11	1.369 (5)	C24—C7i	1.493 (3)
C10—H10	0.9300	Cd1—O4	2.1960 (18)
C11—C12	1.389 (4)	Cd1—O1	2.2540 (18)
C11—H11	0.9300	Cd1—N2	2.324 (2)
C12—N1	1.343 (3)	Cd1—N1	2.362 (2)
C12—C13	1.481 (4)	Cd1—O5	2.385 (2)
C13—N2	1.342 (3)	Cd1—O2	2.586 (2)
C13—C14	1.391 (4)	O5—H1W	0.81 (4)
C14—C15	1.372 (5)	O5—H2W	0.80 (4)
C14—H14	0.9300
O2—C1—O1	121.9 (2)	C16—C17—H17	118.5
O2—C1—C2	118.4 (2)	O3—C18—O4	123.4 (2)
O1—C1—C2	119.7 (2)	O3—C18—C19	122.4 (2)
C3—C2—C7	119.2 (2)	O4—C18—C19	114.2 (2)
C3—C2—C1	117.3 (2)	C20—C19—C24	119.2 (2)
C7—C2—C1	123.5 (2)	C20—C19—C18	117.6 (2)
C4—C3—C2	122.1 (2)	C24—C19—C18	123.2 (2)
C4—C3—H3	119.0	C21—C20—C19	122.0 (3)
C2—C3—H3	119.0	C21—C20—H20	119.0
C5—C4—C3	118.8 (3)	C19—C20—H20	119.0
C5—C4—H4	120.6	C22—C21—C20	119.5 (3)
C3—C4—H4	120.6	C22—C21—H21	120.3
C6—C5—C4	120.1 (2)	C20—C21—H21	120.3
C6—C5—H5	119.9	C21—C22—C23	119.6 (3)
C4—C5—H5	119.9	C21—C22—H22	120.2
C5—C6—C7	122.3 (2)	C23—C22—H22	120.2
C5—C6—H6	118.8	C22—C23—C24	121.8 (3)
C7—C6—H6	118.8	C22—C23—H23	119.1
C6—C7—C2	117.4 (2)	C24—C23—H23	119.1
C6—C7—C24i	116.8 (2)	C23—C24—C19	117.9 (2)
C2—C7—C24i	125.8 (2)	C23—C24—C7i	116.5 (2)
N1—C8—C9	123.2 (3)	C19—C24—C7i	125.5 (2)
N1—C8—H8	118.4	O4—Cd1—O1	123.82 (7)
C9—C8—H8	118.4	O4—Cd1—N2	123.57 (7)
C10—C9—C8	118.2 (3)	O1—Cd1—N2	112.39 (7)
C10—C9—H9	120.9	O4—Cd1—N1	96.65 (8)
C8—C9—H9	120.9	O1—Cd1—N1	106.70 (7)
C9—C10—C11	120.0 (3)	N2—Cd1—N1	70.19 (8)
C9—C10—H10	120.0	O4—Cd1—O5	96.51 (7)
C11—C10—H10	120.0	O1—Cd1—O5	81.60 (7)
C10—C11—C12	118.7 (3)	N2—Cd1—O5	86.34 (8)
C10—C11—H11	120.6	N1—Cd1—O5	156.53 (7)
C12—C11—H11	120.6	O4—Cd1—O2	78.88 (7)
N1—C12—C11	121.6 (3)	O1—Cd1—O2	53.40 (6)
N1—C12—C13	116.3 (2)	N2—Cd1—O2	148.28 (7)
C11—C12—C13	122.1 (3)	N1—Cd1—O2	86.32 (8)
N2—C13—C14	120.5 (3)	O5—Cd1—O2	115.29 (7)
N2—C13—C12	116.7 (2)	C8—N1—C12	118.2 (3)
C14—C13—C12	122.8 (3)	C8—N1—Cd1	124.6 (2)
C15—C14—C13	119.7 (3)	C12—N1—Cd1	117.16 (18)
C15—C14—H14	120.2	C17—N2—C13	118.8 (2)
C13—C14—H14	120.2	C17—N2—Cd1	121.77 (18)
C16—C15—C14	119.4 (3)	C13—N2—Cd1	117.42 (17)
C16—C15—H15	120.3	C1—O1—Cd1	100.02 (15)
C14—C15—H15	120.3	C1—O2—Cd1	84.66 (16)
C15—C16—C17	118.7 (3)	C18—O4—Cd1	111.79 (16)
C15—C16—H16	120.7	Cd1—O5—H1W	105 (3)
C17—C16—H16	120.7	Cd1—O5—H2W	110 (3)
N2—C17—C16	122.9 (3)	H1W—O5—H2W	104 (4)
N2—C17—H17	118.5

D—H···A	D—H	H···A	D···A	D—H···A
O5—H1W···O4i	0.81 (4)	1.94 (4)	2.738 (3)	168 (4)
O5—H2W···O2i	0.80 (4)	2.28 (4)	2.932 (3)	138 (3)

Table 1

Selected bond lengths (Å)

Cd1—O4	2.1960 (18)
Cd1—O1	2.2540 (18)
Cd1—N2	2.324 (2)
Cd1—N1	2.362 (2)
Cd1—O5	2.385 (2)
Cd1—O2	2.586 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H1W⋯O4i	0.81 (4)	1.94 (4)	2.738 (3)	168 (4)
O5—H2W⋯O2i	0.80 (4)	2.28 (4)	2.932 (3)	138 (3)

Symmetry code: (i) .