catena-Poly[[bis-(2,4-dichloro-benzoato)bis-(methanol-κO)cobalt(II)]-μ-4,4'-bipyridine-κN:N'].

In the title compound, [Co(C(7)H(3)Cl(2)O(2))(2)(C(10)H(8)N(2))(CH(3)OH)(2)](n), the Co(II) ion lies on a twofold rotation axis and is in a slightly distorted octa-hedral CdO(4)N(2) environment, formed by two O atoms from monodentate dichloro-benzoate ligands, two O atoms from methanol ligands, and two N atoms from trans-related 4,4'-bipyridine ligands. The bipyridine ligands also lies on a twofold rotation axis and bridge the Co(II) ions, forming chains extending along [010]. An intra-chain O-H⋯O hydrogen bond is observed.

Related literature

For inter­actions of metal ions with amino acids, see: Stoumpos et al. (2009 ▶). For related complexes, see: Yu et al. (2010 ▶); Hyun et al. (2011 ▶); Kang et al. (2011 ▶); Kim et al. (2011 ▶); Song et al. (2009 ▶).

Experimental

Crystal data

[Co(C7H3Cl2O2)2(C10H8N2)(CH4O)2]

M = 659.19

Monoclinic,

a = 20.8405 (16) Å

b = 11.4228 (9) Å

c = 15.0728 (12) Å

β = 127.479 (1)°

V = 2847.5 (4) Å3

Z = 4

Mo Kα radiation

μ = 1.02 mm−1

T = 288 K

0.10 × 0.08 × 0.03 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1997 ▶) T min = 0.907, T max = 0.970

7806 measured reflections

2801 independent reflections

2178 reflections with I > 2σ(I)

R int = 0.026

Refinement

R[F 2 > 2σ(F 2)] = 0.035

wR(F 2) = 0.092

S = 1.06

2801 reflections

184 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.46 e Å−3

Δρmin = −0.45 e Å−3

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 datablock(s) I, global. DOI: 10.1107/S1600536811046149/lh5365sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811046149/lh5365Isup2.hkl

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

[Co(C7H3Cl2O2)2(C10H8N2)(CH4O)2]	F(000) = 1340
Mr = 659.19	Dx = 1.538 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2248 reflections
a = 20.8405 (16) Å	θ = 2.3–25.2°
b = 11.4228 (9) Å	µ = 1.02 mm−1
c = 15.0728 (12) Å	T = 288 K
β = 127.479 (1)°	Plate, orange
V = 2847.5 (4) Å3	0.10 × 0.08 × 0.03 mm
Z = 4

Bruker SMART CCD diffractometer	2801 independent reflections
Radiation source: fine-focus sealed tube	2178 reflections with I > 2σ(I)
graphite	Rint = 0.026
φ and ω scans	θmax = 26.0°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −25→18
Tmin = 0.907, Tmax = 0.970	k = −11→14
7806 measured reflections	l = −18→18

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)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.092	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	w = 1/[σ2(Fo2) + (0.0539P)2 + 0.195P] where P = (Fo2 + 2Fc2)/3
2801 reflections	(Δ/σ)max < 0.001
184 parameters	Δρmax = 0.46 e Å−3
0 restraints	Δρmin = −0.45 e Å−3

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
Co1	0.0000	0.25358 (3)	0.2500	0.03212 (14)
Cl1	0.14268 (5)	0.07781 (6)	0.63891 (6)	0.0674 (2)
Cl2	0.27648 (5)	0.39785 (8)	0.96582 (5)	0.0778 (3)
N11	0.0000	0.06476 (19)	0.2500	0.0357 (6)
N12	0.0000	0.44441 (19)	0.2500	0.0348 (5)
O1	0.06270 (9)	0.25755 (11)	0.42246 (12)	0.0390 (4)
O2	−0.03520 (12)	0.28061 (19)	0.44020 (14)	0.0718 (6)
O3	0.11240 (11)	0.25907 (14)	0.27604 (15)	0.0460 (4)
H3O	0.1016 (17)	0.262 (2)	0.222 (2)	0.051 (9)*
C1	0.03654 (15)	0.27797 (18)	0.47722 (18)	0.0402 (5)
C2	0.09941 (13)	0.30634 (19)	0.60010 (16)	0.0371 (5)
C3	0.14937 (15)	0.2225 (2)	0.67935 (19)	0.0435 (5)
C4	0.20443 (15)	0.2499 (2)	0.79167 (19)	0.0510 (6)
H4	0.2371	0.1923	0.8439	0.061*
C5	0.20962 (14)	0.3633 (2)	0.82401 (18)	0.0484 (6)
C6	0.16244 (15)	0.4504 (2)	0.74806 (19)	0.0485 (6)
H6	0.1674	0.5274	0.7714	0.058*
C7	0.10782 (15)	0.42101 (19)	0.63699 (18)	0.0444 (5)
H7	0.0757	0.4793	0.5852	0.053*
C11	0.01623 (14)	0.00268 (18)	0.33700 (17)	0.0405 (5)
H11	0.0275	0.0434	0.3985	0.049*
C12	0.01723 (14)	−0.11759 (17)	0.34075 (17)	0.0376 (5)
H12	0.0293	−0.1563	0.4036	0.045*
C13	0.0000	−0.1806 (2)	0.2500	0.0310 (6)
C14	0.0000	0.6896 (2)	0.2500	0.0315 (6)
C15	0.05524 (13)	0.62607 (17)	0.34646 (17)	0.0373 (5)
H15	0.0929	0.6646	0.4135	0.045*
C16	0.05389 (14)	0.50533 (17)	0.34212 (17)	0.0371 (5)
H16	0.0926	0.4643	0.4069	0.045*
C31	0.17939 (16)	0.1836 (3)	0.3450 (2)	0.0693 (8)
H31A	0.1901	0.1756	0.4163	0.104*
H31B	0.2260	0.2159	0.3553	0.104*
H31C	0.1675	0.1081	0.3101	0.104*

	U11	U22	U33	U12	U13	U23
Co1	0.0505 (3)	0.0178 (2)	0.0336 (2)	0.000	0.0284 (2)	0.000
Cl1	0.0934 (6)	0.0445 (4)	0.0610 (4)	0.0235 (3)	0.0453 (4)	0.0071 (3)
Cl2	0.0728 (5)	0.0986 (6)	0.0369 (3)	−0.0283 (4)	0.0205 (3)	−0.0094 (3)
N11	0.0521 (16)	0.0194 (11)	0.0377 (13)	0.000	0.0284 (12)	0.000
N12	0.0500 (15)	0.0205 (11)	0.0388 (13)	0.000	0.0297 (13)	0.000
O1	0.0572 (10)	0.0299 (8)	0.0362 (8)	0.0037 (6)	0.0316 (8)	0.0000 (6)
O2	0.0524 (12)	0.1249 (18)	0.0406 (9)	−0.0081 (11)	0.0295 (9)	−0.0142 (10)
O3	0.0547 (11)	0.0452 (10)	0.0403 (9)	0.0037 (7)	0.0300 (9)	0.0038 (8)
C1	0.0570 (15)	0.0313 (11)	0.0366 (11)	0.0005 (10)	0.0307 (11)	0.0008 (9)
C2	0.0437 (13)	0.0391 (12)	0.0339 (11)	0.0010 (9)	0.0264 (10)	0.0003 (9)
C3	0.0518 (14)	0.0432 (13)	0.0419 (12)	0.0055 (10)	0.0318 (12)	0.0015 (10)
C4	0.0486 (14)	0.0614 (17)	0.0392 (12)	0.0100 (12)	0.0248 (12)	0.0124 (11)
C5	0.0432 (13)	0.0651 (17)	0.0337 (11)	−0.0109 (12)	0.0218 (11)	−0.0053 (11)
C6	0.0557 (15)	0.0466 (14)	0.0466 (13)	−0.0100 (11)	0.0328 (13)	−0.0094 (11)
C7	0.0527 (14)	0.0390 (13)	0.0375 (11)	0.0002 (10)	0.0254 (11)	0.0000 (10)
C11	0.0641 (15)	0.0230 (10)	0.0391 (11)	−0.0017 (10)	0.0339 (11)	−0.0033 (8)
C12	0.0562 (14)	0.0230 (10)	0.0380 (11)	−0.0015 (9)	0.0310 (11)	0.0021 (8)
C13	0.0333 (16)	0.0207 (14)	0.0385 (15)	0.000	0.0216 (14)	0.000
C14	0.0419 (17)	0.0203 (14)	0.0406 (15)	0.000	0.0294 (14)	0.000
C15	0.0468 (13)	0.0254 (10)	0.0363 (11)	−0.0033 (9)	0.0235 (11)	−0.0022 (8)
C16	0.0470 (13)	0.0236 (10)	0.0385 (11)	0.0027 (9)	0.0249 (11)	0.0041 (9)
C31	0.0593 (18)	0.074 (2)	0.0657 (18)	0.0147 (15)	0.0335 (16)	0.0082 (15)

Co1—O1	2.0816 (14)	C4—H4	0.9300
Co1—O1i	2.0816 (14)	C5—C6	1.377 (3)
Co1—O3i	2.1274 (18)	C6—C7	1.375 (3)
Co1—O3	2.1275 (18)	C6—H6	0.9300
Co1—N11	2.157 (2)	C7—H7	0.9300
Co1—N12	2.180 (2)	C11—C12	1.375 (3)
Cl1—C3	1.738 (2)	C11—H11	0.9300
Cl2—C5	1.744 (2)	C12—C13	1.386 (2)
N11—C11	1.341 (2)	C12—H12	0.9300
N11—C11i	1.341 (2)	C13—C12i	1.386 (2)
N12—C16i	1.333 (2)	C13—C14ii	1.484 (4)
N12—C16	1.333 (2)	C14—C15	1.389 (2)
O1—C1	1.257 (3)	C14—C15i	1.389 (2)
O2—C1	1.238 (3)	C14—C13iii	1.484 (4)
O3—C31	1.417 (3)	C15—C16	1.380 (3)
O3—H3O	0.70 (3)	C15—H15	0.9300
C1—C2	1.516 (3)	C16—H16	0.9300
C2—C3	1.384 (3)	C31—H31A	0.9600
C2—C7	1.392 (3)	C31—H31B	0.9600
C3—C4	1.384 (3)	C31—H31C	0.9600
C4—C5	1.366 (3)
O1—Co1—O1i	177.51 (7)	C5—C4—H4	120.7
O1—Co1—O3i	90.79 (6)	C3—C4—H4	120.7
O1i—Co1—O3i	89.13 (6)	C4—C5—C6	121.8 (2)
O1—Co1—O3	89.13 (6)	C4—C5—Cl2	118.86 (19)
O1i—Co1—O3	90.79 (6)	C6—C5—Cl2	119.32 (19)
O3i—Co1—O3	176.63 (9)	C7—C6—C5	118.7 (2)
O1—Co1—N11	91.25 (4)	C7—C6—H6	120.7
O1i—Co1—N11	91.25 (4)	C5—C6—H6	120.7
O3i—Co1—N11	91.69 (4)	C6—C7—C2	121.7 (2)
O3—Co1—N11	91.69 (4)	C6—C7—H7	119.2
O1—Co1—N12	88.75 (4)	C2—C7—H7	119.2
O1i—Co1—N12	88.75 (4)	N11—C11—C12	123.88 (19)
O3i—Co1—N12	88.31 (4)	N11—C11—H11	118.1
O3—Co1—N12	88.31 (4)	C12—C11—H11	118.1
N11—Co1—N12	180.0	C11—C12—C13	119.34 (19)
C11—N11—C11i	116.1 (2)	C11—C12—H12	120.3
C11—N11—Co1	121.94 (12)	C13—C12—H12	120.3
C11i—N11—Co1	121.94 (12)	C12—C13—C12i	117.4 (2)
C16i—N12—C16	117.0 (2)	C12—C13—C14ii	121.28 (12)
C16i—N12—Co1	121.47 (12)	C12i—C13—C14ii	121.28 (12)
C16—N12—Co1	121.48 (12)	C15—C14—C15i	117.0 (2)
C1—O1—Co1	129.08 (15)	C15—C14—C13iii	121.48 (12)
C31—O3—Co1	126.90 (17)	C15i—C14—C13iii	121.48 (12)
C31—O3—H3O	111 (2)	C16—C15—C14	119.49 (19)
Co1—O3—H3O	104 (2)	C16—C15—H15	120.3
O2—C1—O1	126.6 (2)	C14—C15—H15	120.3
O2—C1—C2	117.03 (19)	N12—C16—C15	123.4 (2)
O1—C1—C2	116.4 (2)	N12—C16—H16	118.3
C3—C2—C7	117.4 (2)	C15—C16—H16	118.3
C3—C2—C1	122.9 (2)	O3—C31—H31A	109.5
C7—C2—C1	119.63 (19)	O3—C31—H31B	109.5
C2—C3—C4	121.9 (2)	H31A—C31—H31B	109.5
C2—C3—Cl1	119.86 (18)	O3—C31—H31C	109.5
C4—C3—Cl1	118.28 (18)	H31A—C31—H31C	109.5
C5—C4—C3	118.5 (2)	H31B—C31—H31C	109.5
O1—Co1—N11—C11	16.24 (13)	O1—C1—C2—C3	−74.4 (3)
O1i—Co1—N11—C11	−163.76 (13)	O2—C1—C2—C7	−71.7 (3)
O3i—Co1—N11—C11	−74.59 (13)	O1—C1—C2—C7	106.2 (2)
O3—Co1—N11—C11	105.41 (13)	C7—C2—C3—C4	1.6 (3)
O1—Co1—N11—C11i	−163.75 (13)	C1—C2—C3—C4	−177.7 (2)
O1i—Co1—N11—C11i	16.24 (13)	C7—C2—C3—Cl1	−179.46 (17)
O3i—Co1—N11—C11i	105.41 (13)	C1—C2—C3—Cl1	1.2 (3)
O3—Co1—N11—C11i	−74.58 (13)	C2—C3—C4—C5	−0.7 (4)
O1—Co1—N12—C16i	−158.24 (11)	Cl1—C3—C4—C5	−179.63 (19)
O1i—Co1—N12—C16i	21.76 (11)	C3—C4—C5—C6	−0.7 (4)
O3i—Co1—N12—C16i	−67.41 (12)	C3—C4—C5—Cl2	177.98 (18)
O3—Co1—N12—C16i	112.59 (12)	C4—C5—C6—C7	1.1 (4)
O1—Co1—N12—C16	21.76 (11)	Cl2—C5—C6—C7	−177.58 (18)
O1i—Co1—N12—C16	−158.24 (11)	C5—C6—C7—C2	−0.1 (4)
O3i—Co1—N12—C16	112.59 (12)	C3—C2—C7—C6	−1.2 (3)
O3—Co1—N12—C16	−67.41 (12)	C1—C2—C7—C6	178.2 (2)
O3i—Co1—O1—C1	−11.09 (17)	C11i—N11—C11—C12	0.28 (17)
O3—Co1—O1—C1	165.54 (17)	Co1—N11—C11—C12	−179.71 (17)
N11—Co1—O1—C1	−102.79 (16)	N11—C11—C12—C13	−0.6 (3)
N12—Co1—O1—C1	77.21 (16)	C11—C12—C13—C12i	0.27 (16)
O1—Co1—O3—C31	52.8 (2)	C11—C12—C13—C14ii	−179.74 (16)
O1i—Co1—O3—C31	−129.7 (2)	C15i—C14—C15—C16	1.09 (14)
N11—Co1—O3—C31	−38.4 (2)	C13iii—C14—C15—C16	−178.90 (14)
N12—Co1—O3—C31	141.6 (2)	C16i—N12—C16—C15	1.19 (15)
Co1—O1—C1—O2	13.4 (3)	Co1—N12—C16—C15	−178.81 (15)
Co1—O1—C1—C2	−164.25 (13)	C14—C15—C16—N12	−2.4 (3)
O2—C1—C2—C3	107.7 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3O···O2i	0.70 (3)	1.96 (3)	2.625 (2)	160 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3O⋯O2i	0.70 (3)	1.96 (3)	2.625 (2)	160 (3)

Symmetry code: (i) .