Poly[[bis-[μ-1,2-bis-(4-pyrid-yl)ethene]bis-(trichloro-acetato)-cadmium(II)] monohydrate].

In the crystal structure of the title compound, {[Cd(C(2)Cl(3)O(2))(2)(C(12)H(10)N(2))(2)]·H(2)O}(n), the Cd(II) ion lies on a twofold rotation axis and 1,2-bis-(4-pyrid-yl)ethene ligands bridge symmetry-related Cd(II) ions, forming a two-dimensional structure. Two trichloro-acetate ligands complete the coordination around the Cd(II )ion, forming a distorted octa-hedral environment. In the crystal, solvent water mol-ecules, which also lie on twofold rotation axes, form inter-molecular O-H⋯O hydrogen bonds, which connect the two-dimensional structure into a three-dimensional network. The crystal studied was an inversion twin, the refined ratio of twin components being 0.75 (4):0.25 (4).

Related literature

For background to self-assembly processes, see: Batten & Robson (1998 ▶); Moler et al. (2001 ▶); Moulton & Zaworotko (2001 ▶); Kim (2002) ▶; Evans & Lin (2002 ▶). For supra­molecular assemblies, see: Sauvage & Hosseini (1995 ▶); Fujita et al. (2001 ▶); Aromí et al. (2006 ▶). For optical sensors and heterogeneous catalysts, see: Yoo et al. (2003 ▶); Takizawa et al. (2003 ▶); Hong et al. (2004 ▶); Kitagawa et al. (2004 ▶); Hong et al. (2005 ▶); Han et al. (2006 ▶).

Experimental

Crystal data

[Cd(C2Cl3O2)2(C12H10N2)2]·H2O

M = 819.60

Orthorhombic,

a = 19.618 (4) Å

b = 9.5760 (19) Å

c = 17.517 (4) Å

V = 3290.8 (11) Å3

Z = 4

Mo Kα radiation

μ = 1.19 mm−1

T = 293 K

0.25 × 0.20 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.751, T max = 0.788

8746 measured reflections

3146 independent reflections

2738 reflections with I > 2σ(I)

R int = 0.025

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.085

S = 1.07

3146 reflections

205 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.69 e Å−3

Δρmin = −0.49 e Å−3

Absolute structure: Flack (1983 ▶), 1477 Friedel pairs

Flack parameter: 0.25 (4)

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/S1600536810049457/lh5170sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810049457/lh5170Isup2.hkl

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

[Cd(C2Cl3O2)2(C12H10N2)2]·H2O	F(000) = 1632
Mr = 819.60	Dx = 1.654 Mg m−3
Orthorhombic, Iba2	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: I 2 -2c	Cell parameters from 3648 reflections
a = 19.618 (4) Å	θ = 2.4–26.3°
b = 9.5760 (19) Å	µ = 1.19 mm−1
c = 17.517 (4) Å	T = 293 K
V = 3290.8 (11) Å3	Block, colorless
Z = 4	0.25 × 0.20 × 0.20 mm

Bruker SMART CCD area-detector diffractometer	3146 independent reflections
Radiation source: fine-focus sealed tube	2738 reflections with I > 2σ(I)
graphite	Rint = 0.025
φ and ω scans	θmax = 26.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −23→24
Tmin = 0.751, Tmax = 0.788	k = −11→8
8746 measured reflections	l = −21→21

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)] = 0.032	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.085	w = 1/[σ2(Fo2) + (0.0561P)2 + 0.189P] where P = (Fo2 + 2Fc2)/3
S = 1.07	(Δ/σ)max < 0.001
3146 reflections	Δρmax = 0.69 e Å−3
205 parameters	Δρmin = −0.49 e Å−3
1 restraint	Absolute structure: Flack (1983), 1477 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.25 (4)

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.

	x	y	z	Uiso*/Ueq
C1	0.1330 (3)	0.5206 (5)	0.3412 (4)	0.0483 (15)
H1	0.1462	0.4440	0.3121	0.058*
C2	0.1778 (2)	0.5728 (5)	0.3947 (3)	0.0452 (10)
H2	0.2203	0.5317	0.4013	0.054*
C3	0.15908 (19)	0.6871 (4)	0.4386 (2)	0.0370 (9)
C4	0.0939 (2)	0.7358 (6)	0.4289 (2)	0.0483 (11)
H4	0.0779	0.8075	0.4598	0.058*
C5	0.0521 (2)	0.6800 (5)	0.3739 (2)	0.0474 (11)
H5	0.0086	0.7171	0.3678	0.057*
C6	0.20672 (19)	0.7556 (5)	0.4922 (2)	0.0454 (12)
H6	0.1884	0.8097	0.5312	0.055*
C7	0.2262 (2)	0.7553 (5)	−0.0119 (3)	0.0496 (12)
H7	0.2086	0.8121	−0.0503	0.060*
C8	0.17672 (19)	0.6860 (5)	0.0386 (2)	0.0437 (10)
C9	0.1933 (2)	0.5842 (5)	0.0904 (2)	0.0509 (12)
H9	0.2381	0.5534	0.0942	0.061*
C10	0.1447 (3)	0.5281 (7)	0.1361 (4)	0.0547 (16)
H10	0.1578	0.4583	0.1700	0.066*
C11	0.0618 (2)	0.6619 (6)	0.0834 (2)	0.0530 (13)
H11	0.0163	0.6882	0.0794	0.064*
C12	0.1090 (2)	0.7238 (7)	0.0345 (3)	0.0576 (14)
H12	0.0949	0.7904	−0.0007	0.069*
C13	0.0825 (2)	0.1977 (4)	0.1993 (3)	0.0433 (9)
C14	0.1275 (2)	0.0920 (5)	0.2461 (3)	0.0567 (12)
Cd1	0.0000	0.5000	0.22812 (5)	0.03111 (11)
Cl1	0.20978 (7)	0.1774 (2)	0.25364 (11)	0.1014 (6)
Cl2	0.09814 (9)	0.0658 (2)	0.33949 (9)	0.0954 (5)
Cl3	0.14021 (12)	−0.06656 (19)	0.19892 (14)	0.1285 (9)
N1	0.07119 (15)	0.5758 (4)	0.32947 (19)	0.0398 (8)
N2	0.07875 (16)	0.5669 (5)	0.13543 (19)	0.0403 (8)
O1	0.05695 (13)	0.2898 (3)	0.23965 (17)	0.0488 (7)
O3	0.08109 (18)	0.1802 (4)	0.13081 (19)	0.0680 (9)
O1S	0.0000	1.0000	0.5313 (4)	0.0764 (17)
H1S	0.021 (3)	0.941 (6)	0.570 (3)	0.059 (14)*

	U11	U22	U33	U12	U13	U23
C1	0.044 (3)	0.044 (3)	0.057 (3)	−0.0035 (19)	−0.009 (3)	−0.013 (2)
C2	0.0299 (19)	0.054 (3)	0.052 (2)	0.0011 (19)	−0.0088 (17)	−0.005 (2)
C3	0.0309 (19)	0.045 (2)	0.0349 (19)	−0.0118 (17)	−0.0088 (15)	−0.0007 (16)
C4	0.042 (2)	0.063 (3)	0.040 (2)	−0.001 (2)	−0.0068 (17)	−0.018 (2)
C5	0.034 (2)	0.060 (3)	0.049 (2)	0.005 (2)	−0.0116 (18)	−0.014 (2)
C6	0.039 (2)	0.056 (2)	0.042 (3)	−0.0081 (18)	−0.0075 (17)	−0.0070 (18)
C7	0.0405 (18)	0.065 (3)	0.044 (3)	−0.0112 (19)	0.010 (2)	0.012 (2)
C8	0.0314 (19)	0.061 (3)	0.039 (2)	−0.0055 (18)	0.0066 (17)	−0.002 (2)
C9	0.033 (2)	0.069 (3)	0.050 (3)	−0.001 (2)	0.0095 (18)	0.017 (2)
C10	0.034 (3)	0.069 (3)	0.062 (4)	−0.004 (2)	0.014 (3)	0.018 (3)
C11	0.029 (2)	0.085 (4)	0.045 (2)	−0.003 (2)	0.0042 (17)	0.015 (2)
C12	0.039 (2)	0.083 (4)	0.051 (3)	−0.003 (2)	0.008 (2)	0.026 (3)
C13	0.040 (2)	0.042 (2)	0.048 (2)	−0.0078 (17)	0.0007 (17)	−0.0015 (17)
C14	0.058 (2)	0.059 (3)	0.054 (3)	0.009 (2)	−0.007 (2)	−0.010 (2)
Cd1	0.02345 (16)	0.04508 (18)	0.02480 (16)	−0.01014 (13)	0.000	0.000
Cl1	0.0462 (6)	0.1336 (14)	0.1242 (14)	0.0178 (7)	−0.0158 (8)	−0.0198 (11)
Cl2	0.1164 (13)	0.0992 (12)	0.0706 (9)	0.0192 (10)	0.0012 (9)	0.0275 (9)
Cl3	0.173 (2)	0.0646 (10)	0.148 (2)	0.0378 (12)	−0.0147 (15)	−0.0328 (11)
N1	0.0336 (18)	0.049 (2)	0.0363 (19)	−0.0101 (16)	−0.0033 (14)	−0.0055 (17)
N2	0.0304 (18)	0.057 (2)	0.0334 (18)	−0.0074 (17)	0.0056 (13)	0.0067 (17)
O1	0.0489 (14)	0.0503 (15)	0.0471 (18)	0.0042 (12)	0.0031 (13)	−0.0007 (14)
O3	0.074 (2)	0.078 (2)	0.051 (2)	0.0024 (18)	−0.0073 (16)	−0.0095 (17)
O1S	0.091 (5)	0.078 (4)	0.060 (4)	0.001 (3)	0.000	0.000

C1—N1	1.338 (7)	C10—N2	1.347 (7)
C1—C2	1.379 (8)	C10—H10	0.9300
C1—H1	0.9300	C11—N2	1.330 (6)
C2—C3	1.387 (6)	C11—C12	1.393 (6)
C2—H2	0.9300	C11—H11	0.9300
C3—C4	1.371 (6)	C12—H12	0.9300
C3—C6	1.479 (5)	C13—O3	1.212 (5)
C4—C5	1.374 (6)	C13—O1	1.236 (5)
C4—H4	0.9300	C13—C14	1.573 (6)
C5—N1	1.320 (6)	C14—Cl3	1.746 (5)
C5—H5	0.9300	C14—Cl2	1.753 (5)
C6—C7i	1.323 (6)	C14—Cl1	1.815 (5)
C6—H6	0.9300	Cd1—O1iii	2.311 (3)
C7—C6ii	1.322 (6)	Cd1—O1	2.311 (3)
C7—C8	1.471 (6)	Cd1—N2	2.331 (3)
C7—H7	0.9300	Cd1—N2iii	2.331 (3)
C8—C9	1.371 (6)	Cd1—N1	2.373 (3)
C8—C12	1.379 (6)	Cd1—N1iii	2.373 (3)
C9—C10	1.356 (7)	O1S—H1S	0.97 (6)
C9—H9	0.9300
N1—C1—C2	122.6 (5)	C8—C12—H12	120.1
N1—C1—H1	118.7	C11—C12—H12	120.1
C2—C1—H1	118.7	O3—C13—O1	131.0 (4)
C1—C2—C3	119.6 (4)	O3—C13—C14	116.0 (4)
C1—C2—H2	120.2	O1—C13—C14	112.9 (4)
C3—C2—H2	120.2	C13—C14—Cl3	113.2 (3)
C4—C3—C2	116.5 (4)	C13—C14—Cl2	113.2 (3)
C4—C3—C6	121.1 (4)	Cl3—C14—Cl2	111.4 (3)
C2—C3—C6	122.3 (4)	C13—C14—Cl1	104.3 (3)
C3—C4—C5	120.8 (4)	Cl3—C14—Cl1	107.4 (3)
C3—C4—H4	119.6	Cl2—C14—Cl1	106.8 (3)
C5—C4—H4	119.6	O1iii—Cd1—O1	169.98 (15)
N1—C5—C4	122.5 (4)	O1iii—Cd1—N2	98.16 (13)
N1—C5—H5	118.8	O1—Cd1—N2	88.84 (13)
C4—C5—H5	118.8	O1iii—Cd1—N2iii	88.85 (13)
C7i—C6—C3	124.0 (4)	O1—Cd1—N2iii	98.16 (13)
C7i—C6—H6	118.0	N2—Cd1—N2iii	91.69 (17)
C3—C6—H6	118.0	O1iii—Cd1—N1	87.28 (12)
C6ii—C7—C8	126.0 (4)	O1—Cd1—N1	85.22 (12)
C6ii—C7—H7	117.0	N2—Cd1—N1	92.69 (10)
C8—C7—H7	117.0	N2iii—Cd1—N1	174.52 (14)
C9—C8—C12	116.7 (4)	O1iii—Cd1—N1iii	85.22 (12)
C9—C8—C7	124.2 (4)	O1—Cd1—N1iii	87.29 (12)
C12—C8—C7	119.1 (4)	N2—Cd1—N1iii	174.52 (14)
C10—C9—C8	120.4 (4)	N2iii—Cd1—N1iii	92.69 (10)
C10—C9—H9	119.8	N1—Cd1—N1iii	83.13 (16)
C8—C9—H9	119.8	C5—N1—C1	117.7 (4)
N2—C10—C9	124.1 (5)	C5—N1—Cd1	120.3 (3)
N2—C10—H10	117.9	C1—N1—Cd1	121.8 (3)
C9—C10—H10	117.9	C11—N2—C10	115.8 (4)
N2—C11—C12	123.1 (4)	C11—N2—Cd1	120.0 (3)
N2—C11—H11	118.5	C10—N2—Cd1	123.7 (3)
C12—C11—H11	118.5	C13—O1—Cd1	140.1 (3)
C8—C12—C11	119.8 (5)
N1—C1—C2—C3	0.0 (8)	O1—Cd1—N1—C5	−156.1 (3)
C1—C2—C3—C4	4.1 (6)	N2—Cd1—N1—C5	115.2 (4)
C1—C2—C3—C6	−174.7 (5)	N1iii—Cd1—N1—C5	−68.3 (3)
C2—C3—C4—C5	−5.0 (7)	O1iii—Cd1—N1—C1	−159.2 (4)
C6—C3—C4—C5	173.9 (4)	O1—Cd1—N1—C1	27.4 (4)
C3—C4—C5—N1	1.8 (8)	N2—Cd1—N1—C1	−61.2 (4)
C4—C3—C6—C7i	−158.2 (5)	N1iii—Cd1—N1—C1	115.3 (4)
C2—C3—C6—C7i	20.6 (7)	C12—C11—N2—C10	−3.0 (8)
C6ii—C7—C8—C9	−9.8 (8)	C12—C11—N2—Cd1	169.0 (4)
C6ii—C7—C8—C12	170.4 (5)	C9—C10—N2—C11	3.2 (9)
C12—C8—C9—C10	−1.8 (8)	C9—C10—N2—Cd1	−168.5 (5)
C7—C8—C9—C10	178.4 (5)	O1iii—Cd1—N2—C11	−31.9 (4)
C8—C9—C10—N2	−0.8 (10)	O1—Cd1—N2—C11	155.3 (4)
C9—C8—C12—C11	1.9 (8)	N2iii—Cd1—N2—C11	57.1 (3)
C7—C8—C12—C11	−178.3 (5)	N1—Cd1—N2—C11	−119.6 (4)
N2—C11—C12—C8	0.5 (9)	O1iii—Cd1—N2—C10	139.4 (4)
O3—C13—C14—Cl3	−23.4 (5)	O1—Cd1—N2—C10	−33.4 (4)
O1—C13—C14—Cl3	159.9 (3)	N2iii—Cd1—N2—C10	−131.5 (5)
O3—C13—C14—Cl2	−151.3 (4)	N1—Cd1—N2—C10	51.8 (4)
O1—C13—C14—Cl2	32.1 (4)	O3—C13—O1—Cd1	−7.5 (7)
O3—C13—C14—Cl1	93.0 (4)	C14—C13—O1—Cd1	168.5 (3)
O1—C13—C14—Cl1	−83.6 (4)	O1iii—Cd1—O1—C13	−179.3 (4)
C4—C5—N1—C1	2.5 (7)	N2—Cd1—O1—C13	−44.8 (4)
C4—C5—N1—Cd1	−174.1 (4)	N2iii—Cd1—O1—C13	46.8 (4)
C2—C1—N1—C5	−3.3 (7)	N1—Cd1—O1—C13	−137.6 (4)
C2—C1—N1—Cd1	173.2 (4)	N1iii—Cd1—O1—C13	139.1 (4)
O1iii—Cd1—N1—C5	17.2 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1S—H1S···O3iv	0.97 (6)	1.97 (6)	2.924 (6)	167 (5)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1S—H1S⋯O3i	0.97 (6)	1.97 (6)	2.924 (6)	167 (5)

Symmetry code: (i) .