catena-Poly[[aqua-(1,10-phenanthroline)cobalt(II)]-μ-4,4'-(propane-1,3-diyldi-oxy)dibenzoato].

In the title compound, [Co(C(17)H(14)O(6))(C(12)H(8)N(2))(H(2)O)](n), the Co(II) atom is coordinated by a monodentate 4,4'-(propane-1,3-diyldi-oxy)dibenzoate (cpp) dianion, a water mol-ecule and a chelating 1,10-phenanthroline (phen) ligand. A symmetry-generated cpp ligand completes the CoN(2)O(3) trigonal-bipyramidal geometry for the metal ion, with the N atoms occupying both equatorial and axial sites. The bridging cpp ligands form chains propagating in [110] and O-H⋯O hydrogen bonds consolidate the packing.

Related literature

For a related structure, see: Chen & Liu (2002 ▶). For background to metal-organic frameworks, see: Kitagawa et al. (2004 ▶); Liu et al. (2009 ▶); Schokecht & Kempe (2004 ▶).

Experimental

Crystal data

[Co(C17H14O6)(C12H8N2)(H2O)]

M = 571.43

Triclinic,

a = 8.5967 (17) Å

b = 11.432 (2) Å

c = 14.423 (3) Å

α = 68.433 (3)°

β = 87.673 (4)°

γ = 74.635 (4)°

V = 1268.5 (4) Å3

Z = 2

Mo Kα radiation

μ = 0.73 mm−1

T = 298 K

0.23 × 0.14 × 0.11 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.850, T max = 0.924

6503 measured reflections

4499 independent reflections

2242 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.063

S = 0.91

4499 reflections

358 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.19 e Å−3

Δρmin = −0.21 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ▶), ORTEP-3 for Windows (Farrugia, 1997 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809035089/hb5085sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809035089/hb5085Isup2.hkl

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

[Co(C17H14O6)(C12H8N2)(H2O)]	Z = 2
Mr = 571.43	F(000) = 590
Triclinic, P1	Dx = 1.496 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.5967 (17) Å	Cell parameters from 4499 reflections
b = 11.432 (2) Å	θ = 1.5–25.2°
c = 14.423 (3) Å	µ = 0.73 mm−1
α = 68.433 (3)°	T = 298 K
β = 87.673 (4)°	Block, pink
γ = 74.635 (4)°	0.23 × 0.14 × 0.11 mm
V = 1268.5 (4) Å3

Bruker APEXII area-detector diffractometer	4499 independent reflections
Radiation source: fine-focus sealed tube	2242 reflections with I > 2σ(I)
graphite	Rint = 0.032
φ and ω scans	θmax = 25.2°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −10→8
Tmin = 0.850, Tmax = 0.924	k = −11→13
6503 measured reflections	l = −17→17

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.063	H atoms treated by a mixture of independent and constrained refinement
S = 0.91	w = 1/[σ2(Fo2) + (0.01P)2 + 0.001P] where P = (Fo2 + 2Fc2)/3
4499 reflections	(Δ/σ)max < 0.001
358 parameters	Δρmax = 0.19 e Å−3
3 restraints	Δρmin = −0.21 e Å−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
Co1	0.63053 (6)	−0.14519 (4)	0.37254 (3)	0.04796 (15)
O1	0.6918 (3)	0.01199 (17)	0.26875 (13)	0.0552 (6)
O2	0.5285 (3)	0.08365 (17)	0.36879 (14)	0.0568 (6)
O6	1.4634 (3)	0.84914 (19)	0.28126 (14)	0.0557 (6)
O5	1.2435 (3)	0.91935 (18)	0.35373 (14)	0.0599 (6)
O3	0.6256 (3)	0.62108 (18)	0.06262 (15)	0.0663 (7)
O4	0.9367 (3)	0.79789 (19)	0.01759 (15)	0.0645 (7)
O1W	0.4880 (3)	−0.19495 (18)	0.49172 (15)	0.0547 (6)
N3	0.8001 (3)	−0.2965 (2)	0.34395 (17)	0.0459 (7)
N4	0.8312 (3)	−0.1855 (2)	0.47342 (16)	0.0479 (7)
C5	0.6272 (4)	0.4931 (3)	0.1143 (2)	0.0478 (9)
C15	1.2806 (4)	0.8073 (2)	0.14796 (19)	0.0446 (8)
H15	1.3926	0.7800	0.1481	0.053*
C2	0.6156 (4)	0.2400 (3)	0.23088 (19)	0.0372 (8)
C17	1.3121 (5)	0.8825 (3)	0.2871 (2)	0.0442 (9)
C14	1.2101 (4)	0.8686 (2)	0.21218 (19)	0.0388 (8)
C11	1.0202 (5)	0.8281 (3)	0.0810 (2)	0.0466 (9)
C22	0.9490 (4)	−0.3320 (3)	0.3897 (2)	0.0431 (8)
C1	0.6105 (4)	0.1044 (3)	0.2937 (2)	0.0449 (9)
C16	1.1861 (5)	0.7864 (3)	0.0841 (2)	0.0513 (9)
H16	1.2349	0.7435	0.0424	0.062*
C13	1.0445 (4)	0.9135 (2)	0.2059 (2)	0.0428 (8)
H13	0.9959	0.9574	0.2469	0.051*
C23	0.9660 (4)	−0.2726 (3)	0.4596 (2)	0.0427 (8)
C20	1.0562 (5)	−0.4759 (3)	0.3037 (2)	0.0574 (10)
H20	1.1410	−0.5348	0.2888	0.069*
C12	0.9468 (4)	0.8959 (2)	0.1406 (2)	0.0462 (8)
H12	0.8350	0.9287	0.1370	0.055*
C7	0.7238 (4)	0.2625 (3)	0.1578 (2)	0.0491 (9)
H7	0.7939	0.1918	0.1473	0.059*
C18	0.7807 (4)	−0.3527 (3)	0.2806 (2)	0.0516 (9)
H18	0.6787	−0.3314	0.2498	0.062*
C4	0.5183 (4)	0.4717 (3)	0.1876 (2)	0.0517 (9)
H4	0.4480	0.5422	0.1983	0.062*
C6	0.7314 (4)	0.3883 (3)	0.0993 (2)	0.0536 (10)
H6	0.8061	0.4013	0.0506	0.064*
C3	0.5132 (4)	0.3464 (3)	0.2450 (2)	0.0473 (9)
H3	0.4393	0.3334	0.2941	0.057*
C21	1.0827 (4)	−0.4225 (3)	0.3726 (2)	0.0454 (8)
C29	0.8459 (4)	−0.1330 (3)	0.5391 (2)	0.0566 (10)
H29	0.7556	−0.0737	0.5489	0.068*
C26	1.1150 (4)	−0.3060 (3)	0.5110 (2)	0.0494 (9)
C24	1.2331 (4)	−0.4527 (3)	0.4262 (2)	0.0606 (10)
H24	1.3225	−0.5120	0.4154	0.073*
C9	0.7016 (4)	0.7961 (3)	−0.0633 (2)	0.0729 (12)
H9A	0.5869	0.8383	−0.0787	0.088*
H9B	0.7551	0.8191	−0.1255	0.088*
C19	0.9069 (5)	−0.4420 (3)	0.2586 (2)	0.0596 (10)
H19	0.8888	−0.4781	0.2132	0.072*
C8	0.7272 (4)	0.6493 (3)	−0.0194 (2)	0.0680 (11)
H8A	0.6989	0.6191	−0.0695	0.082*
H8B	0.8396	0.6056	0.0035	0.082*
C27	1.1243 (4)	−0.2470 (3)	0.5802 (2)	0.0615 (10)
H27	1.2213	−0.2661	0.6159	0.074*
C28	0.9895 (5)	−0.1616 (3)	0.5944 (2)	0.0635 (10)
H28	0.9935	−0.1229	0.6405	0.076*
C25	1.2484 (4)	−0.3972 (3)	0.4922 (2)	0.0581 (9)
H25	1.3481	−0.4189	0.5259	0.070*
C10	0.7656 (5)	0.8476 (3)	0.0062 (2)	0.0634 (10)
H10A	0.7359	0.9423	−0.0217	0.076*
H10B	0.7196	0.8195	0.0706	0.076*
H1WA	0.399 (3)	−0.145 (3)	0.453 (2)	0.095*
H1WB	0.482 (4)	−0.163 (3)	0.5397 (16)	0.095*

	U11	U22	U33	U12	U13	U23
Co1	0.0490 (4)	0.0497 (3)	0.0462 (3)	−0.0154 (2)	−0.0012 (2)	−0.0169 (2)
O1	0.0598 (18)	0.0395 (13)	0.0671 (15)	−0.0094 (11)	0.0061 (12)	−0.0235 (11)
O2	0.072 (2)	0.0588 (14)	0.0454 (14)	−0.0295 (12)	0.0080 (12)	−0.0181 (11)
O6	0.0438 (18)	0.0788 (16)	0.0523 (14)	−0.0163 (13)	−0.0046 (13)	−0.0324 (12)
O5	0.0539 (18)	0.0800 (16)	0.0604 (15)	−0.0118 (12)	−0.0031 (12)	−0.0462 (13)
O3	0.085 (2)	0.0444 (14)	0.0696 (16)	−0.0252 (13)	−0.0050 (14)	−0.0151 (12)
O4	0.079 (2)	0.0670 (15)	0.0612 (15)	−0.0276 (15)	−0.0163 (14)	−0.0321 (12)
O1W	0.064 (2)	0.0617 (15)	0.0437 (14)	−0.0218 (12)	0.0013 (11)	−0.0222 (12)
N3	0.053 (2)	0.0458 (16)	0.0438 (16)	−0.0165 (14)	−0.0043 (15)	−0.0190 (13)
N4	0.057 (2)	0.0510 (16)	0.0426 (16)	−0.0185 (15)	−0.0054 (14)	−0.0218 (13)
C5	0.062 (3)	0.036 (2)	0.047 (2)	−0.0167 (19)	−0.0113 (19)	−0.0136 (17)
C15	0.048 (3)	0.0424 (18)	0.0453 (19)	−0.0145 (16)	0.0018 (18)	−0.0170 (16)
C2	0.044 (2)	0.0402 (19)	0.0331 (18)	−0.0136 (17)	−0.0008 (16)	−0.0176 (15)
C17	0.053 (3)	0.0387 (19)	0.043 (2)	−0.0141 (18)	0.000 (2)	−0.0160 (16)
C14	0.051 (3)	0.0331 (17)	0.0341 (18)	−0.0136 (17)	0.0003 (17)	−0.0125 (14)
C11	0.063 (3)	0.0393 (19)	0.042 (2)	−0.0215 (19)	−0.0062 (19)	−0.0131 (16)
C22	0.049 (3)	0.0407 (19)	0.040 (2)	−0.0205 (18)	0.0011 (18)	−0.0100 (16)
C1	0.048 (3)	0.045 (2)	0.048 (2)	−0.0173 (18)	−0.0128 (18)	−0.0192 (18)
C16	0.061 (3)	0.049 (2)	0.052 (2)	−0.012 (2)	0.001 (2)	−0.0296 (17)
C13	0.049 (3)	0.0384 (18)	0.045 (2)	−0.0107 (17)	0.0005 (18)	−0.0202 (15)
C23	0.045 (3)	0.046 (2)	0.038 (2)	−0.0179 (18)	−0.0025 (18)	−0.0128 (16)
C20	0.060 (3)	0.052 (2)	0.058 (2)	−0.008 (2)	0.001 (2)	−0.0235 (18)
C12	0.047 (3)	0.0418 (19)	0.049 (2)	−0.0120 (16)	−0.0071 (18)	−0.0146 (16)
C7	0.067 (3)	0.043 (2)	0.047 (2)	−0.0169 (18)	0.0029 (19)	−0.0259 (17)
C18	0.063 (3)	0.051 (2)	0.046 (2)	−0.0232 (19)	−0.0024 (18)	−0.0167 (17)
C4	0.049 (3)	0.040 (2)	0.067 (2)	−0.0037 (17)	−0.0044 (19)	−0.0248 (18)
C6	0.080 (3)	0.049 (2)	0.043 (2)	−0.030 (2)	0.0109 (19)	−0.0209 (17)
C3	0.047 (3)	0.048 (2)	0.047 (2)	−0.0140 (18)	−0.0013 (17)	−0.0169 (17)
C21	0.045 (3)	0.044 (2)	0.048 (2)	−0.0119 (18)	0.0055 (19)	−0.0169 (16)
C29	0.062 (3)	0.056 (2)	0.059 (2)	−0.0123 (19)	−0.003 (2)	−0.0311 (18)
C26	0.044 (3)	0.048 (2)	0.056 (2)	−0.0140 (18)	−0.0012 (19)	−0.0179 (17)
C24	0.048 (3)	0.051 (2)	0.078 (3)	−0.0065 (18)	0.001 (2)	−0.0237 (19)
C9	0.110 (4)	0.060 (2)	0.051 (2)	−0.047 (2)	−0.029 (2)	−0.0032 (18)
C19	0.071 (3)	0.060 (2)	0.056 (2)	−0.016 (2)	−0.001 (2)	−0.0324 (19)
C8	0.107 (4)	0.056 (2)	0.051 (2)	−0.044 (2)	−0.010 (2)	−0.0138 (18)
C27	0.062 (3)	0.071 (2)	0.059 (2)	−0.025 (2)	−0.015 (2)	−0.024 (2)
C28	0.061 (3)	0.071 (3)	0.070 (3)	−0.016 (2)	−0.015 (2)	−0.040 (2)
C25	0.042 (3)	0.062 (2)	0.071 (2)	−0.0132 (19)	−0.0098 (19)	−0.024 (2)
C10	0.082 (4)	0.050 (2)	0.055 (2)	−0.026 (2)	−0.023 (2)	−0.0072 (17)

Co1—O6i	2.017 (2)	C13—C12	1.387 (4)
Co1—O1	2.0511 (17)	C13—H13	0.9300
Co1—O1W	2.063 (2)	C23—C26	1.395 (4)
Co1—N3	2.104 (2)	C20—C19	1.357 (4)
Co1—N4	2.143 (2)	C20—C21	1.396 (4)
O1—C1	1.265 (3)	C20—H20	0.9300
O2—C1	1.251 (3)	C12—H12	0.9300
O6—C17	1.263 (3)	C7—C6	1.392 (3)
O6—Co1ii	2.017 (2)	C7—H7	0.9300
O5—C17	1.253 (3)	C18—C19	1.394 (4)
O3—C5	1.373 (3)	C18—H18	0.9300
O3—C8	1.432 (3)	C4—C3	1.377 (3)
O4—C11	1.374 (3)	C4—H4	0.9300
O4—C10	1.421 (4)	C6—H6	0.9300
O1W—H1WA	0.885 (17)	C3—H3	0.9300
O1W—H1WB	0.885 (15)	C21—C24	1.427 (4)
N3—C18	1.332 (3)	C29—C28	1.393 (4)
N3—C22	1.354 (4)	C29—H29	0.9300
N4—C29	1.319 (3)	C26—C27	1.409 (3)
N4—C23	1.374 (3)	C26—C25	1.423 (4)
C5—C6	1.375 (4)	C24—C25	1.352 (3)
C5—C4	1.381 (3)	C24—H24	0.9300
C15—C16	1.376 (4)	C9—C8	1.517 (3)
C15—C14	1.387 (3)	C9—C10	1.518 (3)
C15—H15	0.9300	C9—H9A	0.9700
C2—C7	1.374 (3)	C9—H9B	0.9700
C2—C3	1.376 (3)	C19—H19	0.9300
C2—C1	1.493 (3)	C8—H8A	0.9700
C17—C14	1.496 (4)	C8—H8B	0.9700
C14—C13	1.374 (4)	C27—C28	1.366 (4)
C11—C16	1.375 (4)	C27—H27	0.9300
C11—C12	1.388 (3)	C28—H28	0.9300
C22—C21	1.409 (4)	C25—H25	0.9300
C22—C23	1.439 (3)	C10—H10A	0.9700
C16—H16	0.9300	C10—H10B	0.9700
O6i—Co1—O1	95.13 (8)	C13—C12—H12	120.9
O6i—Co1—O1W	90.40 (9)	C11—C12—H12	120.9
O1—Co1—O1W	142.18 (7)	C2—C7—C6	121.8 (3)
O6i—Co1—N3	90.17 (10)	C2—C7—H7	119.1
O1—Co1—N3	99.18 (8)	C6—C7—H7	119.1
O1W—Co1—N3	118.22 (8)	N3—C18—C19	122.8 (3)
O6i—Co1—N4	166.69 (9)	N3—C18—H18	118.6
O1—Co1—N4	92.61 (8)	C19—C18—H18	118.6
O1W—Co1—N4	90.10 (9)	C3—C4—C5	120.3 (3)
N3—Co1—N4	77.90 (10)	C3—C4—H4	119.8
C1—O1—Co1	101.40 (18)	C5—C4—H4	119.8
C17—O6—Co1ii	125.76 (19)	C5—C6—C7	119.2 (3)
C5—O3—C8	118.2 (2)	C5—C6—H6	120.4
C11—O4—C10	118.3 (2)	C7—C6—H6	120.4
Co1—O1W—H1WA	91 (2)	C2—C3—C4	121.2 (3)
Co1—O1W—H1WB	122.6 (19)	C2—C3—H3	119.4
H1WA—O1W—H1WB	103 (2)	C4—C3—H3	119.4
C18—N3—C22	117.3 (3)	C20—C21—C22	116.5 (3)
C18—N3—Co1	127.3 (2)	C20—C21—C24	125.1 (3)
C22—N3—Co1	115.16 (19)	C22—C21—C24	118.3 (3)
C29—N4—C23	117.4 (3)	N4—C29—C28	123.5 (3)
C29—N4—Co1	129.9 (2)	N4—C29—H29	118.3
C23—N4—Co1	112.55 (19)	C28—C29—H29	118.3
O3—C5—C6	124.4 (3)	C23—C26—C27	117.3 (3)
O3—C5—C4	116.0 (3)	C23—C26—C25	119.3 (3)
C6—C5—C4	119.5 (3)	C27—C26—C25	123.4 (4)
C16—C15—C14	120.5 (3)	C25—C24—C21	121.4 (3)
C16—C15—H15	119.8	C25—C24—H24	119.3
C14—C15—H15	119.8	C21—C24—H24	119.3
C7—C2—C3	118.0 (3)	C8—C9—C10	113.0 (2)
C7—C2—C1	121.0 (3)	C8—C9—H9A	109.0
C3—C2—C1	121.0 (3)	C10—C9—H9A	109.0
O5—C17—O6	124.6 (3)	C8—C9—H9B	109.0
O5—C17—C14	118.5 (3)	C10—C9—H9B	109.0
O6—C17—C14	116.8 (3)	H9A—C9—H9B	107.8
C13—C14—C15	117.9 (3)	C20—C19—C18	119.7 (3)
C13—C14—C17	121.5 (3)	C20—C19—H19	120.2
C15—C14—C17	120.6 (3)	C18—C19—H19	120.2
O4—C11—C16	116.4 (3)	O3—C8—C9	107.4 (3)
O4—C11—C12	123.8 (3)	O3—C8—H8A	110.2
C16—C11—C12	119.8 (3)	C9—C8—H8A	110.2
N3—C22—C21	123.7 (3)	O3—C8—H8B	110.2
N3—C22—C23	116.3 (3)	C9—C8—H8B	110.2
C21—C22—C23	120.1 (3)	H8A—C8—H8B	108.5
O2—C1—O1	121.5 (3)	C28—C27—C26	119.4 (3)
O2—C1—C2	120.5 (3)	C28—C27—H27	120.3
O1—C1—C2	118.0 (3)	C26—C27—H27	120.3
C11—C16—C15	120.9 (3)	C27—C28—C29	119.3 (3)
C11—C16—H16	119.6	C27—C28—H28	120.3
C15—C16—H16	119.6	C29—C28—H28	120.3
C14—C13—C12	122.6 (3)	C24—C25—C26	121.3 (3)
C14—C13—H13	118.7	C24—C25—H25	119.4
C12—C13—H13	118.7	C26—C25—H25	119.4
N4—C23—C26	123.0 (3)	O4—C10—C9	108.3 (3)
N4—C23—C22	117.4 (3)	O4—C10—H10A	110.0
C26—C23—C22	119.6 (3)	C9—C10—H10A	110.0
C19—C20—C21	120.1 (3)	O4—C10—H10B	110.0
C19—C20—H20	120.0	C9—C10—H10B	110.0
C21—C20—H20	120.0	H10A—C10—H10B	108.4
C13—C12—C11	118.2 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WB···O2iii	0.89 (2)	1.85 (2)	2.729 (3)	175 (3)
O1W—H1WA···O5i	0.89 (2)	1.80 (2)	2.657 (3)	161 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WB⋯O2i	0.885 (15)	1.847 (16)	2.729 (3)	175 (3)
O1W—H1WA⋯O5ii	0.885 (17)	1.804 (17)	2.657 (3)	161 (3)

Symmetry codes: (i) ; (ii) .