Bis(acetato-κO)bis-[2-(pyridin-2-yl)ethanol-κ(2)N,O]copper(II).

The title compound, [Cu(CH(3)COO)(2)(C(7)H(9)NO)(2)], is a monomeric complex with an octa-hedral geometry. The Cu(II) atom is located on an inversion center and is coordinated by acetate and 2-(pyridin-2-yl)ethanol ligands. The acetate group is coordinated in a monodentate manner, while the 2-(pyridin-2-yl)ethanol is coordinated as a bidentate ligand involving the endocyclic N atom and the hy-droxy O atom of the ligand side chain. An intra-molecular hydrogen bond is observed between the hy-droxy O atom and the non-coordinated acetate O atom. No classical inter-molecular hydrogen-bond contacts were observed. However, the crystal packing is effected by C-H⋯O inter-actions, which link the mononuclear entities into layers parallel to the bc plane.

Related literature

For related structures, see: Pothiraja et al. (2011 ▶); Yilmaz et al. (2003 ▶). For copper halogenido complexes with 2-(pyridin-2-yl)ethanol, see: Hamamci et al. (2004 ▶); Lah & Leban (2010 ▶). For copper complexes with acetate and 2-(pyridin-2-yl)ethanol in its deprotonated form, see, for example: Mobin et al. (2010 ▶).

Experimental

Crystal data

[Cu(C2H3O2)2(C7H9NO)2]

M = 427.93

Monoclinic,

a = 8.3521 (3) Å

b = 7.7547 (2) Å

c = 15.1953 (5) Å

β = 104.447 (3)°

V = 953.05 (5) Å3

Z = 2

Mo Kα radiation

μ = 1.18 mm−1

T = 150 K

0.2 × 0.18 × 0.15 mm

Data collection

Agilent SuperNova Dual/Cu at zero/Atlas diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011 ▶) T min = 0.792, T max = 1.0

5287 measured reflections

2178 independent reflections

1867 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.028

wR(F 2) = 0.072

S = 1.05

2178 reflections

126 parameters

H-atom parameters constrained

Δρmax = 0.35 e Å−3

Δρmin = −0.40 e Å−3

Data collection: CrysAlis PRO (Agilent, 2011 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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: SHELXL97.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812015747/bq2349sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812015747/bq2349Isup2.hkl

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

[Cu(C2H3O2)2(C7H9NO)2]	F(000) = 446
Mr = 427.93	Dx = 1.491 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3095 reflections
a = 8.3521 (3) Å	θ = 3.0–30.6°
b = 7.7547 (2) Å	µ = 1.18 mm−1
c = 15.1953 (5) Å	T = 150 K
β = 104.447 (3)°	Prismatic, blue
V = 953.05 (5) Å3	0.2 × 0.18 × 0.15 mm
Z = 2

Agilent SuperNova Dual/Cu at zero/Atlas diffractometer	2178 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	1867 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.024
Detector resolution: 10.4933 pixels mm-1	θmax = 27.5°, θmin = 3.0°
ω–scans	h = −8→10
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	k = −9→10
Tmin = 0.792, Tmax = 1.0	l = −19→10
5287 measured reflections

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0265P)2 + 0.6754P] where P = (Fo2 + 2Fc2)/3
2178 reflections	(Δ/σ)max < 0.001
126 parameters	Δρmax = 0.35 e Å−3
0 restraints	Δρmin = −0.40 e Å−3

Experimental. Absorption correction: CrysAlisPro, Agilent Technologies, Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

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

	x	y	z	Uiso*/Ueq
Cu1	1.0000	0.0000	1.0000	0.01445 (10)
N11	0.85389 (18)	0.16632 (18)	0.91187 (10)	0.0167 (3)
C12	0.8605 (2)	0.3316 (2)	0.94034 (13)	0.0192 (4)
H12	0.9201	0.3564	0.9993	0.023*
C13	0.7832 (2)	0.4656 (2)	0.88638 (13)	0.0211 (4)
H13	0.7895	0.5777	0.9087	0.025*
C14	0.6963 (2)	0.4293 (3)	0.79849 (13)	0.0224 (4)
H14	0.6442	0.5168	0.7601	0.027*
C15	0.6882 (2)	0.2599 (2)	0.76858 (13)	0.0214 (4)
H15	0.6300	0.2333	0.7096	0.026*
C16	0.7665 (2)	0.1294 (2)	0.82624 (12)	0.0175 (4)
C1A	0.7575 (2)	−0.0547 (2)	0.79380 (12)	0.0210 (4)
H1A1	0.6764	−0.0622	0.7358	0.025*
H1A2	0.7190	−0.1263	0.8367	0.025*
C2A	0.9212 (2)	−0.1272 (2)	0.78271 (12)	0.0223 (4)
H2A1	0.9008	−0.2326	0.7473	0.027*
H2A2	0.9722	−0.0448	0.7500	0.027*
O3A	1.03055 (16)	−0.16208 (17)	0.86893 (9)	0.0223 (3)
H3A	1.1191	−0.1133	0.8724	0.033*
O1	1.19060 (15)	0.15137 (15)	0.99881 (9)	0.0192 (3)
C2	1.4324 (3)	0.2700 (3)	0.96919 (16)	0.0338 (5)
H2A	1.5099	0.2478	1.0263	0.051*
H2B	1.3846	0.3823	0.9706	0.051*
H2C	1.4885	0.2656	0.9212	0.051*
C1	1.2976 (2)	0.1355 (2)	0.95261 (12)	0.0217 (4)
O2	1.2994 (2)	0.0195 (2)	0.89625 (11)	0.0378 (4)

	U11	U22	U33	U12	U13	U23
Cu1	0.01415 (16)	0.01239 (16)	0.01711 (16)	−0.00139 (11)	0.00446 (11)	−0.00008 (11)
N11	0.0160 (7)	0.0153 (7)	0.0190 (7)	−0.0021 (6)	0.0047 (6)	−0.0003 (6)
C12	0.0192 (9)	0.0174 (9)	0.0210 (9)	−0.0027 (7)	0.0050 (7)	−0.0019 (7)
C13	0.0201 (9)	0.0169 (9)	0.0280 (10)	−0.0006 (7)	0.0090 (8)	0.0011 (7)
C14	0.0201 (10)	0.0233 (9)	0.0254 (9)	0.0025 (8)	0.0085 (8)	0.0078 (7)
C15	0.0184 (9)	0.0275 (10)	0.0179 (9)	−0.0005 (8)	0.0036 (7)	0.0024 (7)
C16	0.0135 (8)	0.0208 (9)	0.0196 (8)	−0.0021 (7)	0.0069 (7)	−0.0004 (7)
C1A	0.0206 (9)	0.0215 (9)	0.0193 (9)	−0.0031 (8)	0.0020 (7)	−0.0032 (7)
C2A	0.0245 (10)	0.0232 (9)	0.0191 (9)	−0.0007 (8)	0.0050 (8)	−0.0049 (7)
O3A	0.0200 (7)	0.0248 (7)	0.0221 (7)	−0.0007 (6)	0.0052 (5)	−0.0005 (5)
O1	0.0183 (6)	0.0168 (6)	0.0240 (6)	−0.0035 (5)	0.0081 (5)	−0.0016 (5)
C2	0.0280 (11)	0.0401 (12)	0.0374 (12)	−0.0155 (10)	0.0156 (10)	−0.0041 (10)
C1	0.0188 (9)	0.0278 (10)	0.0184 (9)	−0.0030 (8)	0.0046 (7)	0.0021 (7)
O2	0.0285 (8)	0.0553 (10)	0.0339 (8)	−0.0153 (7)	0.0159 (7)	−0.0229 (7)

Cu1—O1i	1.9816 (12)	C16—C1A	1.506 (3)
Cu1—O1	1.9816 (12)	C1A—C2A	1.526 (3)
Cu1—N11	2.0324 (14)	C1A—H1A1	0.9700
Cu1—N11i	2.0324 (14)	C1A—H1A2	0.9700
Cu1—O3A	2.4218 (13)	C2A—O3A	1.424 (2)
N11—C12	1.349 (2)	C2A—H2A1	0.9700
N11—C16	1.354 (2)	C2A—H2A2	0.9700
C12—C13	1.380 (3)	O3A—H3A	0.8200
C12—H12	0.9300	O1—C1	1.273 (2)
C13—C14	1.381 (3)	C2—C1	1.509 (3)
C13—H13	0.9300	C2—H2A	0.9600
C14—C15	1.386 (3)	C2—H2B	0.9600
C14—H14	0.9300	C2—H2C	0.9600
C15—C16	1.390 (3)	C1—O2	1.245 (2)
C15—H15	0.9300
O1i—Cu1—O1	180.0	N11—C16—C1A	119.08 (15)
O1i—Cu1—N11	91.73 (5)	C15—C16—C1A	120.42 (16)
O1—Cu1—N11	88.27 (5)	C16—C1A—C2A	114.37 (15)
O1i—Cu1—N11i	88.27 (5)	C16—C1A—H1A1	108.7
O1—Cu1—N11i	91.73 (5)	C2A—C1A—H1A1	108.7
N11—Cu1—N11i	180.00 (7)	C16—C1A—H1A2	108.7
O1i—Cu1—O3Ai	92.88 (5)	C2A—C1A—H1A2	108.7
O1—Cu1—O3Ai	87.12 (5)	H1A1—C1A—H1A2	107.6
N11—Cu1—O3Ai	92.49 (5)	O3A—C2A—C1A	110.80 (15)
N11i—Cu1—O3Ai	87.51 (5)	O3A—C2A—H2A1	109.5
C12—N11—C16	118.56 (15)	C1A—C2A—H2A1	109.5
C12—N11—Cu1	114.94 (12)	O3A—C2A—H2A2	109.5
C16—N11—Cu1	126.15 (12)	C1A—C2A—H2A2	109.5
N11—C12—C13	123.31 (17)	H2A1—C2A—H2A2	108.1
N11—C12—H12	118.3	C2A—O3A—H3A	109.5
C13—C12—H12	118.3	C1—O1—Cu1	128.62 (12)
C12—C13—C14	118.42 (17)	C1—C2—H2A	109.5
C12—C13—H13	120.8	C1—C2—H2B	109.5
C14—C13—H13	120.8	H2A—C2—H2B	109.5
C13—C14—C15	118.79 (17)	C1—C2—H2C	109.5
C13—C14—H14	120.6	H2A—C2—H2C	109.5
C15—C14—H14	120.6	H2B—C2—H2C	109.5
C14—C15—C16	120.41 (17)	O2—C1—O1	125.43 (18)
C14—C15—H15	119.8	O2—C1—C2	118.56 (18)
C16—C15—H15	119.8	O1—C1—C2	116.01 (17)
N11—C16—C15	120.49 (16)

D—H···A	D—H	H···A	D···A	D—H···A
C12—H12···O3Ai	0.93	2.46	3.105 (2)	127
C13—H13···O1ii	0.93	2.51	3.424 (2)	168
C14—H14···O2iii	0.93	2.53	3.050 (2)	115
O3A—H3A···O2	0.82	1.79	2.595 (2)	169

Table 1

Selected bond lengths (Å)

Cu1—O1	1.9816 (12)
Cu1—N11	2.0324 (14)
Cu1—O3A	2.4218 (13)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C12—H12⋯O3Ai	0.93	2.46	3.105 (2)	127
C13—H13⋯O1ii	0.93	2.51	3.424 (2)	168
C14—H14⋯O2iii	0.93	2.53	3.050 (2)	115
O3A—H3A⋯O2	0.82	1.79	2.595 (2)	169

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