catena-Poly[[bis-(acetato-κO)aqua-copper(II)]-μ-5-(pyridin-3-yl)pyrimidine-κN:N].

In the title compound, [Cu(CH(3)CO(2))(2)(C(9)H(7)N(3))(H(2)O)](n), the Cu(II) ion is penta-coordinated in a square-pyramidal geometry. The N atoms of the two chelating symmetry-related 5-(pyridin-3-yl)pyrimidine ligands and the O atoms of the two monodentate acetate anions are nearly coplanar, with a mean deviation from the least-squares plane of 0.157 (2) Å and the Cu(II) ion is displaced by 0.050 (3) Å from this plane towards the apical water O atom. Bridging through the bis-monodentate 5-(pyridin-3-yl)pyrimidine ligand forms a one-dimensional coordination polymer extending parallel to [010]. In the crystal, O-H⋯O hydrogen bonds link the mol-ecules into a two-dimensional supra-molecular structure parallel to (100). The crystal studied was an inversion twin with a 0.57 (3):0.43 (3) domain ratio.

Related literature

For background to the network topologies and applications of coordination polymers, see: Allendorf et al. (2009 ▶); Evans & Lin (2002 ▶); Fujita et al. (2005 ▶); He et al. (2006 ▶); Hou et al. (2010 ▶). For complexes with 5-(4-pyrid­yl)pyrimidine, see: Thébault et al. (2006 ▶).

Experimental

Crystal data

[Cu(C2H3O2)2(C9H7N3)(H2O)]

M = 356.82

Monoclinic,

a = 9.154 (2) Å

b = 7.9940 (19) Å

c = 10.590 (2) Å

β = 106.040 (3)°

V = 744.8 (3) Å3

Z = 2

Mo Kα radiation

μ = 1.49 mm−1

T = 298 K

0.12 × 0.10 × 0.10 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2003 ▶) T min = 0.841, T max = 0.865

3778 measured reflections

2305 independent reflections

2226 reflections with I > 2σ(I)

R int = 0.028

Refinement

R[F 2 > 2σ(F 2)] = 0.050

wR(F 2) = 0.118

S = 1.10

2305 reflections

203 parameters

2 restraints

H-atom parameters constrained

Δρmax = 1.20 e Å−3

Δρmin = −0.57 e Å−3

Absolute structure: Flack (1983 ▶), 912 Friedel pairs

Flack parameter: 0.43 (3)

Data collection: SMART (Bruker, 2003 ▶); cell refinement: SAINT (Bruker, 2003 ▶); data reduction: SAINT (Bruker, 2003 ▶); 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 datablock(s) global, I. DOI: 10.1107/S160053681105481X/lx2203sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681105481X/lx2203Isup2.hkl

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

[Cu(C2H3O2)2(C9H7N3)(H2O)]	F(000) = 366
Mr = 356.82	Dx = 1.591 Mg m−3
Monoclinic, Pc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P -2yc	Cell parameters from 1345 reflections
a = 9.154 (2) Å	θ = 2.3–23.5°
b = 7.9940 (19) Å	µ = 1.49 mm−1
c = 10.590 (2) Å	T = 298 K
β = 106.040 (3)°	Block, blue
V = 744.8 (3) Å3	0.12 × 0.10 × 0.10 mm
Z = 2

Bruker SMART APEX CCD diffractometer	2305 independent reflections
Radiation source: fine-focus sealed tube	2226 reflections with I > 2σ(I)
graphite	Rint = 0.028
φ and ω scans	θmax = 25.5°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2003)	h = −11→7
Tmin = 0.841, Tmax = 0.865	k = −9→9
3778 measured reflections	l = −12→12

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.050	H-atom parameters constrained
wR(F2) = 0.118	w = 1/[σ2(Fo2) + (0.0642P)2 + 0.3262P] where P = (Fo2 + 2Fc2)/3
S = 1.10	(Δ/σ)max < 0.001
2305 reflections	Δρmax = 1.20 e Å−3
203 parameters	Δρmin = −0.57 e Å−3
2 restraints	Absolute structure: Flack (1983), 912 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.43 (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
Cu1	0.61030 (11)	0.52089 (7)	0.66628 (10)	0.0291 (2)
N1	−0.1787 (6)	0.3833 (6)	0.1934 (5)	0.0305 (12)
N2	0.4051 (5)	0.4089 (6)	0.6244 (4)	0.0268 (11)
N3	0.2208 (7)	0.2714 (9)	0.7028 (5)	0.0482 (16)
O1	0.5280 (5)	0.7024 (5)	0.5469 (4)	0.0314 (10)
O2	0.4417 (8)	0.8581 (8)	0.6826 (5)	0.0735 (19)
O3	0.7014 (5)	0.3218 (5)	0.7628 (4)	0.0334 (10)
O4	0.7659 (6)	0.2455 (7)	0.5853 (4)	0.0545 (14)
O5	0.5716 (6)	0.6364 (6)	0.8582 (4)	0.0468 (12)
H5A	0.6520	0.6362	0.9166	0.070*
H5B	0.5193	0.7202	0.8342	0.070*
C1	−0.1278 (8)	0.3318 (7)	0.0925 (6)	0.0324 (14)
H1	−0.1942	0.3295	0.0084	0.039*
C2	0.0175 (9)	0.2835 (9)	0.1108 (6)	0.0374 (16)
H2	0.0487	0.2476	0.0388	0.045*
C3	0.1209 (9)	0.2859 (8)	0.2328 (6)	0.0370 (16)
H3	0.2219	0.2558	0.2442	0.044*
C4	0.0683 (7)	0.3352 (7)	0.3387 (6)	0.0266 (13)
C5	−0.0823 (7)	0.3815 (7)	0.3133 (6)	0.0268 (13)
H5	−0.1184	0.4131	0.3838	0.032*
C6	0.3104 (7)	0.4091 (7)	0.5014 (6)	0.0277 (13)
H6	0.3416	0.4589	0.4338	0.033*
C7	0.1690 (7)	0.3374 (7)	0.4744 (6)	0.0264 (12)
C8	0.1251 (8)	0.2725 (8)	0.5788 (6)	0.0377 (15)
H8	0.0278	0.2284	0.5643	0.045*
C9	0.3576 (8)	0.3358 (8)	0.7159 (6)	0.0348 (15)
H9	0.4267	0.3281	0.7987	0.042*
C10	0.4699 (8)	0.8334 (8)	0.5766 (5)	0.0347 (15)
C11	0.4311 (13)	0.9693 (10)	0.4751 (9)	0.070 (3)
H11A	0.4048	1.0693	0.5140	0.105*
H11B	0.3465	0.9346	0.4040	0.105*
H11C	0.5172	0.9909	0.4424	0.105*
C12	0.7641 (8)	0.2209 (9)	0.6993 (6)	0.0362 (14)
C13	0.8361 (11)	0.0699 (10)	0.7730 (8)	0.063 (2)
H13A	0.9396	0.0946	0.8194	0.095*
H13B	0.8337	−0.0202	0.7125	0.095*
H13C	0.7814	0.0379	0.8345	0.095*

	U11	U22	U33	U12	U13	U23
Cu1	0.0200 (3)	0.0287 (3)	0.0328 (3)	−0.0013 (5)	−0.0025 (2)	0.0095 (5)
N1	0.025 (3)	0.032 (3)	0.029 (3)	0.001 (2)	−0.003 (2)	−0.003 (2)
N2	0.018 (3)	0.031 (2)	0.030 (3)	−0.003 (2)	0.005 (2)	0.001 (2)
N3	0.029 (4)	0.075 (4)	0.039 (3)	−0.011 (3)	0.006 (3)	0.008 (3)
O1	0.034 (3)	0.032 (2)	0.025 (2)	0.0038 (18)	0.0027 (18)	0.0034 (17)
O2	0.083 (5)	0.091 (5)	0.049 (3)	0.036 (4)	0.023 (3)	−0.002 (3)
O3	0.028 (3)	0.036 (2)	0.033 (2)	0.0060 (18)	0.0029 (19)	0.0076 (18)
O4	0.057 (4)	0.072 (3)	0.032 (3)	0.004 (3)	0.009 (2)	−0.002 (2)
O5	0.048 (3)	0.052 (3)	0.044 (3)	−0.004 (2)	0.019 (2)	−0.012 (2)
C1	0.037 (4)	0.040 (3)	0.020 (3)	−0.005 (3)	0.006 (3)	−0.006 (2)
C2	0.031 (4)	0.056 (4)	0.029 (3)	−0.003 (3)	0.015 (3)	−0.007 (3)
C3	0.034 (4)	0.047 (4)	0.035 (3)	0.003 (3)	0.019 (3)	−0.003 (3)
C4	0.017 (3)	0.026 (3)	0.033 (3)	0.002 (2)	0.002 (2)	0.002 (2)
C5	0.026 (3)	0.028 (3)	0.025 (3)	0.004 (2)	0.005 (2)	−0.007 (2)
C6	0.022 (3)	0.033 (3)	0.026 (3)	0.000 (2)	0.003 (2)	−0.002 (2)
C7	0.021 (3)	0.031 (3)	0.026 (3)	0.004 (2)	0.005 (2)	0.002 (2)
C8	0.017 (3)	0.055 (4)	0.038 (3)	−0.005 (3)	0.003 (3)	0.002 (3)
C9	0.031 (4)	0.042 (4)	0.028 (3)	0.000 (3)	0.003 (3)	0.000 (3)
C10	0.035 (4)	0.044 (3)	0.023 (3)	0.000 (3)	0.005 (3)	−0.006 (2)
C11	0.084 (7)	0.041 (4)	0.073 (6)	0.009 (4)	0.002 (5)	0.012 (4)
C12	0.023 (3)	0.053 (4)	0.028 (3)	−0.004 (3)	−0.001 (3)	−0.003 (3)
C13	0.074 (6)	0.046 (4)	0.063 (5)	0.022 (4)	0.008 (4)	0.004 (4)

Cu1—O1	1.935 (4)	C2—C3	1.375 (9)
Cu1—O3	1.950 (4)	C2—H2	0.9300
Cu1—N2	2.016 (5)	C3—C4	1.395 (9)
Cu1—N1i	2.023 (5)	C3—H3	0.9300
Cu1—O5	2.347 (4)	C4—C5	1.380 (8)
N1—C5	1.332 (7)	C4—C7	1.478 (7)
N1—C1	1.343 (8)	C5—H5	0.9300
N1—Cu1ii	2.023 (5)	C6—C7	1.372 (8)
N2—C9	1.306 (8)	C6—H6	0.9300
N2—C6	1.350 (7)	C7—C8	1.378 (9)
N3—C9	1.325 (9)	C8—H8	0.9300
N3—C8	1.362 (8)	C9—H9	0.9300
O1—C10	1.253 (7)	C10—C11	1.500 (10)
O2—C10	1.236 (8)	C11—H11A	0.9600
O3—C12	1.283 (8)	C11—H11B	0.9600
O4—C12	1.228 (8)	C11—H11C	0.9600
O5—H5A	0.8200	C12—C13	1.488 (10)
O5—H5B	0.8218	C13—H13A	0.9600
C1—C2	1.346 (10)	C13—H13B	0.9600
C1—H1	0.9300	C13—H13C	0.9600
O1—Cu1—O3	170.9 (2)	N1—C5—C4	123.5 (6)
O1—Cu1—N2	91.05 (19)	N1—C5—H5	118.3
O3—Cu1—N2	89.44 (19)	C4—C5—H5	118.3
O1—Cu1—N1i	89.60 (19)	N2—C6—C7	121.2 (6)
O3—Cu1—N1i	88.9 (2)	N2—C6—H6	119.4
N2—Cu1—N1i	173.7 (2)	C7—C6—H6	119.4
O1—Cu1—O5	98.41 (17)	C6—C7—C8	117.3 (5)
O3—Cu1—O5	90.70 (18)	C6—C7—C4	120.4 (5)
N2—Cu1—O5	90.64 (19)	C8—C7—C4	122.3 (5)
N1i—Cu1—O5	95.44 (19)	N3—C8—C7	121.5 (6)
C5—N1—C1	118.1 (5)	N3—C8—H8	119.2
C5—N1—Cu1ii	119.6 (4)	C7—C8—H8	119.2
C1—N1—Cu1ii	122.1 (4)	N2—C9—N3	126.5 (6)
C9—N2—C6	117.4 (5)	N2—C9—H9	116.8
C9—N2—Cu1	121.1 (4)	N3—C9—H9	116.8
C6—N2—Cu1	121.5 (4)	O2—C10—O1	124.8 (6)
C9—N3—C8	115.9 (6)	O2—C10—C11	117.9 (7)
C10—O1—Cu1	125.3 (4)	O1—C10—C11	117.3 (6)
C12—O3—Cu1	115.3 (4)	C10—C11—H11A	109.5
Cu1—O5—H5A	109.5	C10—C11—H11B	109.5
Cu1—O5—H5B	105.5	H11A—C11—H11B	109.5
H5A—O5—H5B	124.0	C10—C11—H11C	109.5
N1—C1—C2	121.3 (6)	H11A—C11—H11C	109.5
N1—C1—H1	119.3	H11B—C11—H11C	109.5
C2—C1—H1	119.3	O4—C12—O3	123.0 (6)
C1—C2—C3	121.8 (7)	O4—C12—C13	121.4 (7)
C1—C2—H2	119.1	O3—C12—C13	115.6 (6)
C3—C2—H2	119.1	C12—C13—H13A	109.5
C2—C3—C4	117.3 (7)	C12—C13—H13B	109.5
C2—C3—H3	121.4	H13A—C13—H13B	109.5
C4—C3—H3	121.4	C12—C13—H13C	109.5
C5—C4—C3	117.9 (5)	H13A—C13—H13C	109.5
C5—C4—C7	120.5 (5)	H13B—C13—H13C	109.5
C3—C4—C7	121.6 (5)
O1—Cu1—N2—C9	−140.6 (5)	C1—N1—C5—C4	2.4 (8)
O3—Cu1—N2—C9	48.5 (5)	Cu1ii—N1—C5—C4	−172.9 (4)
N1i—Cu1—N2—C9	123.5 (18)	C3—C4—C5—N1	−0.8 (9)
O5—Cu1—N2—C9	−42.2 (5)	C7—C4—C5—N1	179.5 (5)
O1—Cu1—N2—C6	38.1 (4)	C9—N2—C6—C7	0.9 (8)
O3—Cu1—N2—C6	−132.8 (4)	Cu1—N2—C6—C7	−177.9 (4)
N1i—Cu1—N2—C6	−58 (2)	N2—C6—C7—C8	3.0 (8)
O5—Cu1—N2—C6	136.5 (4)	N2—C6—C7—C4	−178.5 (5)
O3—Cu1—O1—C10	−178.3 (11)	C5—C4—C7—C6	−132.9 (6)
N2—Cu1—O1—C10	88.7 (5)	C3—C4—C7—C6	47.5 (8)
N1i—Cu1—O1—C10	−97.5 (5)	C5—C4—C7—C8	45.5 (8)
O5—Cu1—O1—C10	−2.1 (5)	C3—C4—C7—C8	−134.1 (6)
O1—Cu1—O3—C12	5.4 (16)	C9—N3—C8—C7	−0.2 (10)
N2—Cu1—O3—C12	98.5 (5)	C6—C7—C8—N3	−3.4 (9)
N1i—Cu1—O3—C12	−75.4 (5)	C4—C7—C8—N3	178.2 (6)
O5—Cu1—O3—C12	−170.9 (4)	C6—N2—C9—N3	−5.1 (10)
C5—N1—C1—C2	−1.7 (9)	Cu1—N2—C9—N3	173.6 (6)
Cu1ii—N1—C1—C2	173.5 (5)	C8—N3—C9—N2	4.8 (10)
N1—C1—C2—C3	−0.6 (11)	Cu1—O1—C10—O2	−8.3 (10)
C1—C2—C3—C4	2.1 (11)	Cu1—O1—C10—C11	172.2 (5)
C2—C3—C4—C5	−1.4 (9)	Cu1—O3—C12—O4	−0.8 (9)
C2—C3—C4—C7	178.2 (6)	Cu1—O3—C12—C13	179.0 (5)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O4iii	0.82	2.04	2.734 (7)	143.
O5—H5B···O2	0.82	1.92	2.606 (7)	141.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5A⋯O4i	0.82	2.04	2.734 (7)	143
O5—H5B⋯O2	0.82	1.92	2.606 (7)	141

Symmetry code: (i) .