catena-Poly[{μ3-3,3'-[(1,7-dioxa-4,10-di-aza-cyclo-dodecane-4,10-di-yl)bis-(methyl-ene)]dibenzoato}cobalt(II)].

The title compound, [Co(C24H28N2O6)] n , crystallizes as infinite chains related to one another by inversion centers, giving a centrosymmetric coordination polymer. The Co(II) ion, situated on a twofold rotation axis, forms a complex with the crown-4 moiety of the 3,3'-[(1,7-dioxa-4,10-di-aza-cyclo-do-decane-4,10-di-yl)bis-(meth-ylene)]dibenzoate anion. The dis-torted octahedral coordination sphere of the Co(II) ion is completed by two carboxyl-ate O atoms from two bridging intra-chain ligands. Metallomacrocyclic rings of 16 atoms are present, with each ring containing two Co(II) ions and 14 atoms from the bridging ligands. These units repeat as infinite zigzag chains along [101].

Related literature

For the structures of coordination polymers (n class="Chemical">CPs) or compounds with metal-organic frameworks including one-dimensional CPs or MOFs, see: Du et al. (2013 ▶); Ingram et al. (2012 ▶, 2013 ▶); Janiak (2013 ▶); Leong & Vittal (2011 ▶).

Experimental

Crystal data

[Co(C24H28N2O6)]

M = 499.41

Monoclinic,

a = 20.626 (2) Å

b = 8.9778 (10) Å

c = 13.9263 (16) Å

β = 127.051 (1)°

V = 2058.2 (4) Å3

Z = 4

Mo Kα radiation

μ = 0.88 mm−1

T = 173 K

0.40 × 0.14 × 0.14 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2012) ▶ T min = 0.606, T max = 0.746

3614 measured reflections

2930 independent reflections

2290 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.125

S = 1.02

2930 reflections

150 parameters

H-atom parameters constrained

Δρmax = 0.80 e Å−3

Δρmin = −0.47 e Å−3

Data collection: APEX2 (Bruker, 2011 ▶); cell refinement: SAINT (Bruker, 2009 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: OLEX2 (Dolomanov et al., 2009 ▶); software used to prepare material for publication: OLEX2.

Crystal structure: contains datablock(s) I. DOI: 10.1107/S1600536813032832/gg2131sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813032832/gg2131Isup2.hkl

Click here for additional data file.

Supporting information file. DOI: 10.1107/S1600536813032832/gg2131Isup3.cdx

Additional supporting information: crystallographic information; 3D view; checkCIF report

[Co(C24H28N2O6)]	F(000) = 1044
Mr = 499.41	Dx = 1.612 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 20.626 (2) Å	Cell parameters from 4901 reflections
b = 8.9778 (10) Å	θ = 2.5–31.0°
c = 13.9263 (16) Å	µ = 0.88 mm−1
β = 127.051 (1)°	T = 173 K
V = 2058.2 (4) Å3	Needle, red
Z = 4	0.40 × 0.14 × 0.14 mm

Bruker D8 diffractometer with a APEXII detector	2930 independent reflections
Radiation source: fine-focus sealed tube	2290 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.018
Detector resolution: 512 pixels mm-1	θmax = 31.2°, θmin = 2.6°
φ and ω scans with a narrow frame width	h = −28→18
Absorption correction: multi-scan (SADABS; Bruker, 2012)	k = −12→4
Tmin = 0.606, Tmax = 0.746	l = −20→19
3614 measured reflections

Refinement on F2	Primary atom site location: iterative
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.049	Hydrogen site location: difference Fourier map
wR(F2) = 0.125	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.073P)2] where P = (Fo2 + 2Fc2)/3
2930 reflections	(Δ/σ)max < 0.001
150 parameters	Δρmax = 0.80 e Å−3
0 restraints	Δρmin = −0.47 e Å−3

Experimental. Absorption correction: SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0566 before and 0.0407 after correction. The Ratio of minimum to maximum transmission is 0.8118. The λ/2 correction factor is 0.0015.

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.

	x	y	z	Uiso*/Ueq
H3	0.2131	−0.1861	0.3961	0.018*
H5	0.3214	0.0551	0.2858	0.021*
H6	0.1962	0.0922	0.1030	0.020*
H7	0.0799	−0.0063	0.0656	0.017*
H8a	0.3537	−0.1744	0.5242	0.018*
H8b	0.3996	−0.1315	0.4708	0.018*
H9a	0.3126	0.0166	0.5936	0.022*
H9b	0.2955	0.1475	0.5068	0.022*
H10a	0.3343	0.2306	0.6986	0.025*
H10b	0.3890	0.2984	0.6656	0.025*
H11a	0.4755	0.2883	0.9128	0.023*
H11b	0.5171	0.3117	0.8492	0.023*
H12a	0.3833	0.2132	0.4673	0.022*
H12b	0.4423	0.0940	0.4768	0.022*
C1	0.06017 (14)	−0.1928 (2)	0.19467 (19)	0.0158 (4)
C2	0.13474 (13)	−0.1115 (2)	0.22645 (18)	0.0134 (4)
C3	0.20986 (14)	−0.1300 (2)	0.33718 (19)	0.0148 (4)
C4	0.28076 (14)	−0.0671 (2)	0.36296 (18)	0.0139 (4)
C5	0.27494 (14)	0.0150 (3)	0.27221 (19)	0.0174 (5)
C6	0.19972 (15)	0.0363 (2)	0.16222 (19)	0.0171 (4)
C7	0.12995 (14)	−0.0239 (2)	0.13905 (19)	0.0143 (4)
C8	0.36136 (14)	−0.0955 (2)	0.48429 (19)	0.0153 (4)
C9	0.33771 (14)	0.0978 (3)	0.5810 (2)	0.0185 (5)
C10	0.37353 (14)	0.2069 (3)	0.6840 (2)	0.0205 (5)
C11	0.50015 (14)	0.2376 (2)	0.8806 (2)	0.0194 (5)
C12	0.42768 (14)	0.1462 (2)	0.52219 (19)	0.0184 (5)
N1	0.39880 (11)	0.03569 (18)	0.56797 (16)	0.0130 (4)
O1	0.07535 (10)	−0.31870 (17)	0.24829 (14)	0.0177 (3)
O2	−0.00750 (10)	−0.1403 (2)	0.11880 (15)	0.0266 (4)
O3	0.44337 (10)	0.13620 (18)	0.78732 (13)	0.0184 (3)
Co1	0.0000	−0.45483 (4)	0.2500	0.01262 (13)

	U11	U22	U33	U12	U13	U23
C1	0.0172 (12)	0.0174 (10)	0.0141 (9)	−0.0039 (8)	0.0102 (9)	−0.0025 (8)
C2	0.0121 (11)	0.0108 (9)	0.0152 (9)	−0.0006 (7)	0.0070 (8)	−0.0018 (7)
C3	0.0175 (11)	0.0117 (9)	0.0141 (9)	0.0000 (8)	0.0090 (9)	0.0014 (7)
C4	0.0128 (11)	0.0142 (10)	0.0121 (9)	0.0002 (7)	0.0062 (8)	−0.0003 (7)
C5	0.0153 (12)	0.0193 (11)	0.0161 (10)	−0.0031 (8)	0.0086 (9)	−0.0003 (8)
C6	0.0205 (12)	0.0151 (10)	0.0148 (9)	−0.0033 (8)	0.0103 (9)	0.0013 (8)
C7	0.0138 (11)	0.0138 (10)	0.0120 (9)	0.0012 (8)	0.0060 (8)	0.0005 (7)
C8	0.0132 (11)	0.0135 (9)	0.0154 (9)	0.0002 (8)	0.0066 (9)	−0.0007 (7)
C9	0.0120 (11)	0.0204 (11)	0.0165 (10)	0.0034 (8)	0.0052 (9)	0.0006 (8)
C10	0.0167 (12)	0.0202 (11)	0.0181 (10)	0.0061 (9)	0.0071 (9)	0.0003 (8)
C11	0.0162 (12)	0.0169 (11)	0.0178 (10)	0.0027 (8)	0.0064 (9)	−0.0049 (8)
C12	0.0178 (12)	0.0175 (10)	0.0153 (9)	−0.0032 (8)	0.0075 (9)	0.0035 (8)
N1	0.0104 (9)	0.0122 (8)	0.0139 (8)	−0.0011 (6)	0.0059 (7)	−0.0004 (6)
O1	0.0156 (8)	0.0148 (7)	0.0219 (8)	0.0001 (6)	0.0110 (7)	0.0024 (6)
O2	0.0132 (9)	0.0302 (10)	0.0244 (8)	−0.0007 (7)	0.0049 (7)	0.0103 (7)
O3	0.0140 (8)	0.0165 (7)	0.0152 (7)	0.0027 (6)	0.0037 (6)	−0.0016 (6)
Co1	0.0105 (2)	0.0114 (2)	0.0141 (2)	0.000	0.00639 (17)	0.000

C1—C2	1.508 (3)	C11—H11b	0.9700
C2—C3	1.388 (3)	C11—C12i	1.515 (3)
C2—C7	1.402 (3)	C12—H12a	0.9700
C3—H3	0.9300	C12—H12b	0.9700
C4—C3	1.398 (3)	C12—C11i	1.515 (3)
C4—C8	1.516 (3)	N1—C8	1.502 (3)
C5—H5	0.9300	N1—C9	1.486 (3)
C5—C4	1.404 (3)	N1—C12	1.484 (3)
C6—H6	0.9300	N1—Co1ii	2.2212 (17)
C6—C5	1.388 (3)	O1—C1	1.285 (3)
C7—H7	0.9300	O2—C1	1.229 (3)
C7—C6	1.381 (3)	O3—C10	1.432 (3)
C8—H8a	0.9700	O3—C11	1.433 (3)
C8—H8b	0.9700	O3—Co1ii	2.2400 (16)
C9—H9a	0.9700	Co1—N1iii	2.2213 (17)
C9—H9b	0.9700	Co1—N1ii	2.2213 (17)
C9—C10	1.511 (3)	Co1—O1	1.9886 (16)
C10—H10a	0.9700	Co1—O1iv	1.9886 (16)
C10—H10b	0.9700	Co1—O3iii	2.2399 (16)
C11—H11a	0.9700	Co1—O3ii	2.2399 (16)
O1—C1—C2	114.0 (2)	O3—C10—C9	106.67 (18)
O2—C1—C2	119.75 (19)	H11a—C11—H11b	108.6
O2—C1—O1	126.2 (2)	C12i—C11—H11a	110.3
C3—C2—C1	121.76 (19)	C12i—C11—H11b	110.3
C3—C2—C7	118.7 (2)	O3—C11—H11a	110.3
C7—C2—C1	119.40 (19)	O3—C11—H11b	110.3
C2—C3—H3	118.9	O3—C11—C12i	107.00 (17)
C2—C3—C4	122.10 (19)	H12a—C12—H12b	107.6
C4—C3—H3	118.9	C11i—C12—H12a	108.7
C3—C4—C5	118.2 (2)	C11i—C12—H12b	108.7
C3—C4—C8	119.56 (19)	N1—C12—H12a	108.7
C5—C4—C8	122.2 (2)	N1—C12—H12b	108.7
C4—C5—H5	120.1	N1—C12—C11i	114.25 (17)
C6—C5—H5	120.1	C8—N1—Co1ii	108.63 (12)
C6—C5—C4	119.9 (2)	C9—N1—C8	108.17 (17)
C5—C6—H6	119.4	C9—N1—Co1ii	105.43 (12)
C7—C6—H6	119.4	C12—N1—C8	110.02 (17)
C7—C6—C5	121.2 (2)	C12—N1—C9	113.03 (17)
C2—C7—H7	120.1	C12—N1—Co1ii	111.36 (13)
C6—C7—H7	120.1	C1—O1—Co1	128.97 (15)
C6—C7—C2	119.9 (2)	C10—O3—C11	114.03 (17)
H8a—C8—H8b	107.4	C10—O3—Co1ii	116.01 (13)
C4—C8—H8a	108.3	C11—O3—Co1ii	114.60 (13)
C4—C8—H8b	108.3	N1iii—Co1—N1ii	141.85 (9)
N1—C8—H8a	108.3	N1iii—Co1—O3iii	76.37 (6)
N1—C8—H8b	108.3	N1ii—Co1—O3iii	76.14 (6)
N1—C8—C4	116.03 (17)	N1ii—Co1—O3ii	76.37 (6)
H9a—C9—H9b	107.8	N1iii—Co1—O3ii	76.14 (6)
C10—C9—H9a	108.9	O1—Co1—N1ii	90.61 (7)
C10—C9—H9b	108.9	O1iv—Co1—N1ii	113.02 (7)
N1—C9—H9a	108.9	O1iv—Co1—N1iii	90.61 (7)
N1—C9—H9b	108.9	O1—Co1—N1iii	113.02 (7)
N1—C9—C10	113.18 (19)	O1iv—Co1—O1	104.15 (9)
H10b—C10—H10a	108.6	O1—Co1—O3ii	85.61 (6)
C9—C10—H10a	110.4	O1iv—Co1—O3iii	85.61 (6)
C9—C10—H10b	110.4	O1—Co1—O3iii	165.96 (6)
O3—C10—H10a	110.4	O1iv—Co1—O3ii	165.96 (6)
O3—C10—H10b	110.4	O3iii—Co1—O3ii	86.74 (9)
C1—C2—C3—C4	173.4 (2)	C10—O3—C11—C12i	−175.92 (19)
C1—C2—C7—C6	−172.2 (2)	C11—O3—C10—C9	159.56 (19)
C2—C7—C6—C5	−1.7 (3)	C12—N1—C8—C4	−70.1 (2)
C3—C2—C7—C6	2.9 (3)	C12—N1—C9—C10	−71.2 (2)
C3—C4—C8—N1	−110.1 (2)	N1—C9—C10—O3	−49.7 (3)
C5—C4—C3—C2	−1.1 (3)	O1—C1—C2—C3	−28.4 (3)
C5—C4—C8—N1	73.0 (3)	O1—C1—C2—C7	146.5 (2)
C6—C5—C4—C3	2.4 (3)	O2—C1—C2—C3	155.1 (2)
C6—C5—C4—C8	179.3 (2)	O2—C1—C2—C7	−30.0 (3)
C7—C2—C3—C4	−1.5 (3)	Co1ii—N1—C8—C4	167.72 (15)
C7—C6—C5—C4	−1.0 (3)	Co1ii—N1—C9—C10	50.7 (2)
C8—C4—C3—C2	−178.10 (19)	Co1ii—N1—C12—C11i	−30.1 (2)
C8—N1—C9—C10	166.73 (18)	Co1—O1—C1—C2	172.68 (13)
C8—N1—C12—C11i	−150.6 (2)	Co1—O1—C1—O2	−11.1 (3)
C9—N1—C8—C4	53.8 (2)	Co1ii—O3—C10—C9	23.1 (2)
C9—N1—C12—C11i	88.3 (2)	Co1ii—O3—C11—C12i	−38.8 (2)