The title compound, [Co(C14H8O5)(C10H8N2)], forms a polymeric chain via bidentate coordination of the carboxylate ligands from μ-4,4′-oxydibenzoate to the Co atoms. The chelating bipyridyl ligands stack with inverted forms along the [100] direction and are separated by 3.7952 (16) Å. The Co atom has a distorted octahedral geometry.
Supporting information
CCDC reference: 162806
Key indicators
- Single-crystal X-ray study
- T = 302 K
- Mean (C-C) = 0.004 Å
- R factor = 0.042
- wR factor = 0.135
- Data-to-parameter ratio = 21.0
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Cobalt acetate tetrahydrate (102 mg, 0.410 mmol), 2,2'-bipyridyl (63 mg, 0.403 mmol), 4,4'-oxydibenzoic acid (105 mg, 0.407 mmol) and water (20 ml) were
placed in a 45 ml bomb. After sealing, the bomb was heated at 100 K h-1 to
503 K; this temperature was maintained for 2 h, after which the bomb was
cooled at 5 K h-1 to 453 K. After a further 6 h, the bomb was cooled at 5 K h-1 to 293 K. The bomb was opened and the resultant solid collected by
filtration, washed with water and dried in air. Red needle-shaped crystals
were selected for analysis.
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2000); software used to prepare material for publication: SHELXL97.
catena-Poly[[(2,2'-bipyridine-N,
N')cobalt(II)]-
µ-4,4'-oxydibenzoato-O,
O':
O'',
O''']
top
Crystal data top
[Co(C14H8O5)(C10H8N2)] | F(000) = 964 |
Mr = 471.32 | Dx = 1.497 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 7.8975 (4) Å | Cell parameters from 18261 reflections |
b = 17.6323 (8) Å | θ = 2.3–30.0° |
c = 15.1057 (7) Å | µ = 0.86 mm−1 |
β = 96.360 (1)° | T = 302 K |
V = 2090.54 (17) Å3 | Needle, red |
Z = 4 | 0.4 × 0.1 × 0.1 mm |
Data collection top
Bruker SMART 1000 area CCD diffractometer | 6071 independent reflections |
Radiation source: fine-focus sealed tube | 3584 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.050 |
ϕ–ω scans | θmax = 30.0°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Bruker, 1999) | h = −10→11 |
Tmin = 0.816, Tmax = 0.928 | k = −24→22 |
18261 measured reflections | l = −21→21 |
Refinement top
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)] = 0.042 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.135 | H-atom parameters constrained |
S = 0.94 | w = 1/[σ2(Fo2) + (0.075P)2] where P = (Fo2 + 2Fc2)/3 |
6071 reflections | (Δ/σ)max = 0.001 |
289 parameters | Δρmax = 0.30 e Å−3 |
0 restraints | Δρmin = −0.34 e Å−3 |
Crystal data top
[Co(C14H8O5)(C10H8N2)] | V = 2090.54 (17) Å3 |
Mr = 471.32 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 7.8975 (4) Å | µ = 0.86 mm−1 |
b = 17.6323 (8) Å | T = 302 K |
c = 15.1057 (7) Å | 0.4 × 0.1 × 0.1 mm |
β = 96.360 (1)° | |
Data collection top
Bruker SMART 1000 area CCD diffractometer | 6071 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1999) | 3584 reflections with I > 2σ(I) |
Tmin = 0.816, Tmax = 0.928 | Rint = 0.050 |
18261 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.042 | 0 restraints |
wR(F2) = 0.135 | H-atom parameters constrained |
S = 0.94 | Δρmax = 0.30 e Å−3 |
6071 reflections | Δρmin = −0.34 e Å−3 |
289 parameters | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.71362 (4) | 0.112194 (19) | 0.66625 (2) | 0.04221 (12) | |
N1 | 0.6977 (2) | −0.00583 (12) | 0.65353 (13) | 0.0471 (5) | |
C1 | 0.6777 (4) | −0.05433 (17) | 0.72072 (19) | 0.0605 (7) | |
H1 | 0.6596 | −0.0346 | 0.7760 | 0.073* | |
C2 | 0.6829 (4) | −0.13155 (19) | 0.7107 (2) | 0.0754 (9) | |
H2 | 0.6713 | −0.1637 | 0.7585 | 0.090* | |
C3 | 0.7059 (4) | −0.16034 (19) | 0.6280 (3) | 0.0839 (10) | |
H3 | 0.7059 | −0.2124 | 0.6185 | 0.101* | |
C4 | 0.7285 (4) | −0.11147 (17) | 0.5602 (2) | 0.0727 (9) | |
H4 | 0.7459 | −0.1302 | 0.5044 | 0.087* | |
C5 | 0.7256 (3) | −0.03433 (14) | 0.57465 (16) | 0.0468 (6) | |
C6 | 0.7472 (3) | 0.02364 (16) | 0.50406 (16) | 0.0499 (6) | |
C7 | 0.7806 (4) | 0.0048 (2) | 0.41884 (18) | 0.0687 (8) | |
H7 | 0.7901 | −0.0457 | 0.4024 | 0.082* | |
C8 | 0.7995 (5) | 0.0616 (2) | 0.3590 (2) | 0.0903 (12) | |
H8 | 0.8218 | 0.0499 | 0.3014 | 0.108* | |
C9 | 0.7856 (5) | 0.1354 (2) | 0.3841 (2) | 0.0831 (11) | |
H9 | 0.7983 | 0.1744 | 0.3440 | 0.100* | |
C10 | 0.7523 (4) | 0.15140 (19) | 0.46979 (18) | 0.0630 (7) | |
H10 | 0.7396 | 0.2017 | 0.4863 | 0.076* | |
N2 | 0.7377 (3) | 0.09658 (12) | 0.53017 (13) | 0.0487 (5) | |
O1 | 0.4563 (2) | 0.14167 (10) | 0.65881 (11) | 0.0475 (4) | |
O2 | 0.6458 (2) | 0.23221 (10) | 0.65684 (13) | 0.0548 (4) | |
C11 | 0.4927 (3) | 0.21155 (13) | 0.65381 (14) | 0.0401 (5) | |
C12 | 0.3518 (3) | 0.26841 (13) | 0.63932 (14) | 0.0378 (5) | |
C13 | 0.1832 (3) | 0.24523 (13) | 0.62057 (16) | 0.0448 (5) | |
H13 | 0.1560 | 0.1941 | 0.6240 | 0.054* | |
C14 | 0.0562 (3) | 0.29751 (14) | 0.59699 (17) | 0.0487 (6) | |
H14 | −0.0564 | 0.2818 | 0.5846 | 0.058* | |
C15 | 0.0976 (3) | 0.37312 (13) | 0.59204 (14) | 0.0403 (5) | |
C16 | 0.2609 (3) | 0.39787 (13) | 0.61628 (16) | 0.0458 (6) | |
H16 | 0.2861 | 0.4494 | 0.6171 | 0.055* | |
C17 | 0.3870 (3) | 0.34521 (14) | 0.63931 (16) | 0.0474 (6) | |
H17 | 0.4981 | 0.3617 | 0.6552 | 0.057* | |
O3 | −0.0255 (2) | 0.42793 (10) | 0.56850 (12) | 0.0547 (5) | |
C18 | −0.1506 (3) | 0.41133 (14) | 0.49901 (15) | 0.0439 (5) | |
C19 | −0.1116 (3) | 0.39169 (14) | 0.41517 (17) | 0.0511 (6) | |
H19 | 0.0011 | 0.3841 | 0.4048 | 0.061* | |
C20 | −0.2422 (3) | 0.38335 (14) | 0.34665 (16) | 0.0476 (6) | |
H20 | −0.2169 | 0.3714 | 0.2896 | 0.057* | |
C21 | −0.4106 (3) | 0.39274 (13) | 0.36270 (14) | 0.0407 (5) | |
C22 | −0.4461 (3) | 0.41129 (18) | 0.44726 (16) | 0.0586 (7) | |
H22 | −0.5588 | 0.4168 | 0.4587 | 0.070* | |
C23 | −0.3167 (3) | 0.42171 (19) | 0.51502 (17) | 0.0607 (7) | |
H23 | −0.3417 | 0.4357 | 0.5715 | 0.073* | |
C24 | −0.5535 (3) | 0.38767 (13) | 0.28909 (15) | 0.0430 (5) | |
O4 | −0.5215 (2) | 0.38604 (10) | 0.20919 (11) | 0.0517 (4) | |
O5 | −0.7061 (2) | 0.38766 (11) | 0.30707 (12) | 0.0588 (5) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.04066 (19) | 0.0474 (2) | 0.03707 (17) | 0.00332 (14) | −0.00244 (13) | −0.00178 (13) |
N1 | 0.0463 (11) | 0.0497 (12) | 0.0436 (11) | 0.0024 (9) | −0.0025 (9) | 0.0029 (9) |
C1 | 0.0633 (17) | 0.0649 (19) | 0.0511 (15) | −0.0015 (14) | −0.0036 (13) | 0.0127 (13) |
C2 | 0.082 (2) | 0.065 (2) | 0.076 (2) | −0.0029 (17) | −0.0067 (18) | 0.0238 (17) |
C3 | 0.092 (2) | 0.0482 (19) | 0.107 (3) | −0.0022 (17) | −0.010 (2) | 0.0057 (19) |
C4 | 0.084 (2) | 0.0584 (19) | 0.075 (2) | −0.0015 (15) | 0.0040 (18) | −0.0141 (16) |
C5 | 0.0384 (13) | 0.0521 (15) | 0.0462 (13) | 0.0011 (10) | −0.0114 (10) | −0.0055 (11) |
C6 | 0.0454 (14) | 0.0604 (16) | 0.0433 (12) | −0.0066 (11) | 0.0027 (11) | −0.0076 (11) |
C7 | 0.078 (2) | 0.082 (2) | 0.0453 (15) | −0.0068 (17) | 0.0029 (14) | −0.0142 (14) |
C8 | 0.116 (3) | 0.112 (3) | 0.0458 (16) | −0.021 (2) | 0.0222 (18) | −0.0096 (18) |
C9 | 0.098 (3) | 0.101 (3) | 0.0497 (17) | −0.024 (2) | 0.0075 (17) | 0.0176 (17) |
C10 | 0.0684 (18) | 0.069 (2) | 0.0489 (15) | −0.0109 (15) | −0.0066 (14) | 0.0080 (13) |
N2 | 0.0516 (12) | 0.0532 (13) | 0.0407 (10) | −0.0041 (9) | 0.0028 (9) | 0.0012 (9) |
O1 | 0.0433 (9) | 0.0404 (9) | 0.0585 (10) | 0.0006 (7) | 0.0042 (8) | 0.0032 (8) |
O2 | 0.0372 (9) | 0.0490 (10) | 0.0758 (12) | −0.0008 (8) | −0.0045 (8) | −0.0028 (9) |
C11 | 0.0384 (12) | 0.0445 (14) | 0.0361 (11) | −0.0016 (10) | −0.0010 (9) | −0.0009 (9) |
C12 | 0.0387 (12) | 0.0405 (12) | 0.0330 (10) | −0.0021 (9) | −0.0012 (9) | 0.0013 (9) |
C13 | 0.0414 (12) | 0.0390 (13) | 0.0534 (14) | −0.0068 (10) | 0.0024 (11) | −0.0032 (10) |
C14 | 0.0342 (12) | 0.0468 (14) | 0.0627 (15) | −0.0020 (10) | −0.0060 (11) | −0.0044 (11) |
C15 | 0.0417 (12) | 0.0428 (13) | 0.0346 (10) | 0.0033 (9) | −0.0041 (9) | −0.0029 (9) |
C16 | 0.0464 (14) | 0.0384 (13) | 0.0507 (13) | −0.0049 (10) | −0.0033 (11) | 0.0019 (10) |
C17 | 0.0374 (12) | 0.0456 (14) | 0.0566 (14) | −0.0060 (10) | −0.0060 (11) | 0.0023 (11) |
O3 | 0.0555 (11) | 0.0465 (10) | 0.0567 (10) | 0.0110 (8) | −0.0180 (8) | −0.0110 (8) |
C18 | 0.0426 (13) | 0.0432 (13) | 0.0422 (12) | 0.0032 (10) | −0.0113 (10) | −0.0004 (10) |
C19 | 0.0375 (13) | 0.0591 (16) | 0.0555 (14) | 0.0110 (11) | 0.0000 (11) | −0.0107 (12) |
C20 | 0.0429 (13) | 0.0572 (16) | 0.0413 (12) | 0.0081 (11) | −0.0011 (10) | −0.0104 (11) |
C21 | 0.0387 (12) | 0.0457 (13) | 0.0362 (11) | 0.0021 (10) | −0.0024 (9) | 0.0028 (9) |
C22 | 0.0401 (14) | 0.097 (2) | 0.0387 (13) | 0.0008 (13) | 0.0053 (11) | −0.0037 (13) |
C23 | 0.0468 (15) | 0.099 (2) | 0.0356 (12) | 0.0005 (15) | 0.0005 (11) | −0.0046 (13) |
C24 | 0.0429 (13) | 0.0441 (13) | 0.0409 (11) | 0.0017 (10) | −0.0014 (10) | 0.0012 (10) |
O4 | 0.0438 (9) | 0.0734 (13) | 0.0361 (8) | 0.0046 (8) | −0.0038 (7) | −0.0067 (8) |
O5 | 0.0360 (9) | 0.0953 (16) | 0.0434 (9) | −0.0022 (9) | −0.0027 (8) | 0.0034 (9) |
Geometric parameters (Å, º) top
Co1—O1 | 2.0885 (16) | O2—C11 | 1.258 (3) |
Co1—N1 | 2.092 (2) | C11—C12 | 1.496 (3) |
Co1—N2 | 2.103 (2) | C12—C17 | 1.382 (3) |
Co1—O4i | 2.1203 (17) | C12—C13 | 1.392 (3) |
Co1—O5i | 2.1513 (18) | C13—C14 | 1.380 (3) |
Co1—O2 | 2.1837 (18) | C13—H13 | 0.9300 |
N1—C5 | 1.334 (3) | C14—C15 | 1.377 (3) |
N1—C1 | 1.350 (3) | C14—H14 | 0.9300 |
C1—C2 | 1.371 (4) | C15—C16 | 1.372 (3) |
C1—H1 | 0.9300 | C15—O3 | 1.389 (3) |
C2—C3 | 1.380 (5) | C16—C17 | 1.378 (3) |
C2—H2 | 0.9300 | C16—H16 | 0.9300 |
C3—C4 | 1.365 (5) | C17—H17 | 0.9300 |
C3—H3 | 0.9300 | O3—C18 | 1.391 (3) |
C4—C5 | 1.378 (4) | C18—C23 | 1.372 (3) |
C4—H4 | 0.9300 | C18—C19 | 1.380 (3) |
C5—C6 | 1.500 (4) | C19—C20 | 1.386 (3) |
C6—N2 | 1.350 (3) | C19—H19 | 0.9300 |
C6—C7 | 1.383 (3) | C20—C21 | 1.388 (3) |
C7—C8 | 1.368 (5) | C20—H20 | 0.9300 |
C7—H7 | 0.9300 | C21—C22 | 1.377 (3) |
C8—C9 | 1.363 (5) | C21—C24 | 1.496 (3) |
C8—H8 | 0.9300 | C22—C23 | 1.377 (3) |
C9—C10 | 1.378 (4) | C22—H22 | 0.9300 |
C9—H9 | 0.9300 | C23—H23 | 0.9300 |
C10—N2 | 1.343 (3) | C24—O4 | 1.260 (3) |
C10—H10 | 0.9300 | C24—O5 | 1.264 (3) |
O1—C11 | 1.269 (3) | | |
| | | |
O1—Co1—N1 | 101.21 (7) | C10—N2—Co1 | 126.4 (2) |
O1—Co1—N2 | 99.95 (8) | C6—N2—Co1 | 115.10 (16) |
N1—Co1—N2 | 77.94 (8) | C11—O1—Co1 | 91.10 (13) |
O1—Co1—O4i | 159.03 (7) | C11—O2—Co1 | 87.11 (14) |
N1—Co1—O4i | 95.15 (7) | O2—C11—O1 | 120.1 (2) |
N2—Co1—O4i | 96.20 (7) | O2—C11—C12 | 120.5 (2) |
O1—Co1—O5i | 103.38 (7) | O1—C11—C12 | 119.3 (2) |
N1—Co1—O5i | 95.75 (8) | C17—C12—C13 | 118.4 (2) |
N2—Co1—O5i | 156.61 (8) | C17—C12—C11 | 120.7 (2) |
O4i—Co1—O5i | 61.62 (6) | C13—C12—C11 | 120.8 (2) |
O1—Co1—O2 | 61.65 (6) | C14—C13—C12 | 120.5 (2) |
N1—Co1—O2 | 161.10 (7) | C14—C13—H13 | 119.7 |
N2—Co1—O2 | 96.39 (8) | C12—C13—H13 | 119.7 |
O4i—Co1—O2 | 103.43 (6) | C15—C14—C13 | 119.4 (2) |
O5i—Co1—O2 | 96.11 (7) | C15—C14—H14 | 120.3 |
C5—N1—C1 | 118.5 (2) | C13—C14—H14 | 120.3 |
C5—N1—Co1 | 116.28 (17) | C16—C15—C14 | 121.0 (2) |
C1—N1—Co1 | 124.88 (19) | C16—C15—O3 | 117.2 (2) |
N1—C1—C2 | 122.6 (3) | C14—C15—O3 | 121.6 (2) |
N1—C1—H1 | 118.7 | C15—C16—C17 | 119.0 (2) |
C2—C1—H1 | 118.7 | C15—C16—H16 | 120.5 |
C1—C2—C3 | 118.3 (3) | C17—C16—H16 | 120.5 |
C1—C2—H2 | 120.9 | C16—C17—C12 | 121.4 (2) |
C3—C2—H2 | 120.9 | C16—C17—H17 | 119.3 |
C4—C3—C2 | 119.2 (3) | C12—C17—H17 | 119.3 |
C4—C3—H3 | 120.4 | C15—O3—C18 | 117.73 (18) |
C2—C3—H3 | 120.4 | C23—C18—C19 | 120.7 (2) |
C3—C4—C5 | 119.9 (3) | C23—C18—O3 | 116.9 (2) |
C3—C4—H4 | 120.0 | C19—C18—O3 | 122.2 (2) |
C5—C4—H4 | 120.0 | C18—C19—C20 | 119.3 (2) |
N1—C5—C4 | 121.4 (3) | C18—C19—H19 | 120.4 |
N1—C5—C6 | 114.9 (2) | C20—C19—H19 | 120.4 |
C4—C5—C6 | 123.7 (3) | C19—C20—C21 | 120.3 (2) |
N2—C6—C7 | 121.6 (3) | C19—C20—H20 | 119.8 |
N2—C6—C5 | 115.3 (2) | C21—C20—H20 | 119.8 |
C7—C6—C5 | 123.1 (3) | C22—C21—C20 | 119.2 (2) |
C8—C7—C6 | 119.0 (3) | C22—C21—C24 | 119.3 (2) |
C8—C7—H7 | 120.5 | C20—C21—C24 | 121.4 (2) |
C6—C7—H7 | 120.5 | C23—C22—C21 | 120.7 (2) |
C9—C8—C7 | 119.8 (3) | C23—C22—H22 | 119.7 |
C9—C8—H8 | 120.1 | C21—C22—H22 | 119.7 |
C7—C8—H8 | 120.1 | C18—C23—C22 | 119.8 (2) |
C8—C9—C10 | 119.1 (3) | C18—C23—H23 | 120.1 |
C8—C9—H9 | 120.4 | C22—C23—H23 | 120.1 |
C10—C9—H9 | 120.4 | O4—C24—O5 | 120.2 (2) |
N2—C10—C9 | 122.0 (3) | O4—C24—C21 | 119.9 (2) |
N2—C10—H10 | 119.0 | O5—C24—C21 | 119.9 (2) |
C9—C10—H10 | 119.0 | C24—O4—Co1ii | 89.85 (14) |
C10—N2—C6 | 118.4 (2) | C24—O5—Co1ii | 88.35 (14) |
| | | |
O1—Co1—N1—C5 | 104.17 (17) | O4i—Co1—O1—C11 | 48.7 (2) |
N2—Co1—N1—C5 | 6.25 (16) | O5i—Co1—O1—C11 | 90.54 (14) |
O4i—Co1—N1—C5 | −89.00 (17) | O2—Co1—O1—C11 | 0.77 (12) |
O5i—Co1—N1—C5 | −150.93 (17) | O1—Co1—O2—C11 | −0.78 (13) |
O2—Co1—N1—C5 | 80.4 (3) | N1—Co1—O2—C11 | 25.9 (3) |
O1—Co1—N1—C1 | −82.3 (2) | N2—Co1—O2—C11 | 97.10 (15) |
N2—Co1—N1—C1 | 179.8 (2) | O4i—Co1—O2—C11 | −164.94 (13) |
O4i—Co1—N1—C1 | 84.5 (2) | O5i—Co1—O2—C11 | −102.71 (14) |
O5i—Co1—N1—C1 | 22.6 (2) | Co1—O2—C11—O1 | 1.3 (2) |
O2—Co1—N1—C1 | −106.0 (3) | Co1—O2—C11—C12 | −175.33 (18) |
C5—N1—C1—C2 | −0.7 (4) | Co1—O1—C11—O2 | −1.4 (2) |
Co1—N1—C1—C2 | −174.1 (2) | Co1—O1—C11—C12 | 175.31 (17) |
N1—C1—C2—C3 | −1.5 (5) | O2—C11—C12—C17 | −7.5 (3) |
C1—C2—C3—C4 | 2.3 (5) | O1—C11—C12—C17 | 175.8 (2) |
C2—C3—C4—C5 | −1.0 (5) | O2—C11—C12—C13 | 168.8 (2) |
C1—N1—C5—C4 | 2.1 (4) | O1—C11—C12—C13 | −7.8 (3) |
Co1—N1—C5—C4 | 176.1 (2) | C17—C12—C13—C14 | 4.1 (3) |
C1—N1—C5—C6 | −179.7 (2) | C11—C12—C13—C14 | −172.3 (2) |
Co1—N1—C5—C6 | −5.8 (3) | C12—C13—C14—C15 | 0.1 (4) |
C3—C4—C5—N1 | −1.3 (5) | C13—C14—C15—C16 | −4.7 (4) |
C3—C4—C5—C6 | −179.2 (3) | C13—C14—C15—O3 | 179.9 (2) |
N1—C5—C6—N2 | 0.8 (3) | C14—C15—C16—C17 | 5.0 (4) |
C4—C5—C6—N2 | 178.9 (3) | O3—C15—C16—C17 | −179.4 (2) |
N1—C5—C6—C7 | 178.6 (2) | C15—C16—C17—C12 | −0.7 (4) |
C4—C5—C6—C7 | −3.3 (4) | C13—C12—C17—C16 | −3.8 (3) |
N2—C6—C7—C8 | −2.0 (4) | C11—C12—C17—C16 | 172.6 (2) |
C5—C6—C7—C8 | −179.6 (3) | C16—C15—O3—C18 | 142.4 (2) |
C6—C7—C8—C9 | 0.1 (5) | C14—C15—O3—C18 | −42.1 (3) |
C7—C8—C9—C10 | −0.1 (6) | C15—O3—C18—C23 | 128.7 (3) |
C8—C9—C10—N2 | 1.8 (5) | C15—O3—C18—C19 | −56.9 (3) |
C9—C10—N2—C6 | −3.6 (4) | C23—C18—C19—C20 | 0.7 (4) |
C9—C10—N2—Co1 | 173.0 (2) | O3—C18—C19—C20 | −173.5 (2) |
C7—C6—N2—C10 | 3.6 (4) | C18—C19—C20—C21 | −1.6 (4) |
C5—C6—N2—C10 | −178.6 (2) | C19—C20—C21—C22 | 0.8 (4) |
C7—C6—N2—Co1 | −173.3 (2) | C19—C20—C21—C24 | 177.1 (2) |
C5—C6—N2—Co1 | 4.5 (3) | C20—C21—C22—C23 | 1.1 (4) |
O1—Co1—N2—C10 | 78.2 (2) | C24—C21—C22—C23 | −175.3 (3) |
N1—Co1—N2—C10 | 177.7 (2) | C19—C18—C23—C22 | 1.0 (5) |
O4i—Co1—N2—C10 | −88.4 (2) | O3—C18—C23—C22 | 175.6 (2) |
O5i—Co1—N2—C10 | −106.0 (3) | C21—C22—C23—C18 | −2.0 (5) |
O2—Co1—N2—C10 | 15.9 (2) | C22—C21—C24—O4 | 165.7 (2) |
O1—Co1—N2—C6 | −105.15 (18) | C20—C21—C24—O4 | −10.6 (4) |
N1—Co1—N2—C6 | −5.68 (17) | C22—C21—C24—O5 | −11.9 (4) |
O4i—Co1—N2—C6 | 88.28 (18) | C20—C21—C24—O5 | 171.8 (2) |
O5i—Co1—N2—C6 | 70.7 (3) | O5—C24—O4—Co1ii | 1.6 (2) |
O2—Co1—N2—C6 | −167.40 (17) | C21—C24—O4—Co1ii | −175.97 (19) |
N1—Co1—O1—C11 | −170.71 (13) | O4—C24—O5—Co1ii | −1.6 (2) |
N2—Co1—O1—C11 | −91.16 (14) | C21—C24—O5—Co1ii | 175.99 (19) |
Symmetry codes: (i) x+3/2, −y+1/2, z+1/2; (ii) x−3/2, −y+1/2, z−1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C2—H2···O2iii | 0.93 | 2.58 | 3.317 (4) | 136 |
C13—H13···O4iv | 0.93 | 2.45 | 3.201 (3) | 137 |
C20—H20···O1v | 0.93 | 2.53 | 3.419 (3) | 159 |
Symmetry codes: (iii) −x+3/2, y−1/2, −z+3/2; (iv) x+1/2, −y+1/2, z+1/2; (v) x−1/2, −y+1/2, z−1/2. |
Experimental details
Crystal data |
Chemical formula | [Co(C14H8O5)(C10H8N2)] |
Mr | 471.32 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 302 |
a, b, c (Å) | 7.8975 (4), 17.6323 (8), 15.1057 (7) |
β (°) | 96.360 (1) |
V (Å3) | 2090.54 (17) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.86 |
Crystal size (mm) | 0.4 × 0.1 × 0.1 |
|
Data collection |
Diffractometer | Bruker SMART 1000 area CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 1999) |
Tmin, Tmax | 0.816, 0.928 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 18261, 6071, 3584 |
Rint | 0.050 |
(sin θ/λ)max (Å−1) | 0.703 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.042, 0.135, 0.94 |
No. of reflections | 6071 |
No. of parameters | 289 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.30, −0.34 |
Selected geometric parameters (Å, º) topCo1—O1 | 2.0885 (16) | Co1—O4i | 2.1203 (17) |
Co1—N1 | 2.092 (2) | Co1—O5i | 2.1513 (18) |
Co1—N2 | 2.103 (2) | Co1—O2 | 2.1837 (18) |
| | | |
O1—Co1—N1 | 101.21 (7) | N2—Co1—O5i | 156.61 (8) |
O1—Co1—N2 | 99.95 (8) | O4i—Co1—O5i | 61.62 (6) |
N1—Co1—N2 | 77.94 (8) | O1—Co1—O2 | 61.65 (6) |
O1—Co1—O4i | 159.03 (7) | N1—Co1—O2 | 161.10 (7) |
N1—Co1—O4i | 95.15 (7) | N2—Co1—O2 | 96.39 (8) |
N2—Co1—O4i | 96.20 (7) | O4i—Co1—O2 | 103.43 (6) |
O1—Co1—O5i | 103.38 (7) | O5i—Co1—O2 | 96.11 (7) |
N1—Co1—O5i | 95.75 (8) | | |
Symmetry code: (i) x+3/2, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C2—H2···O2ii | 0.93 | 2.58 | 3.317 (4) | 136.0 |
C13—H13···O4iii | 0.93 | 2.45 | 3.201 (3) | 137.4 |
C20—H20···O1iv | 0.93 | 2.53 | 3.419 (3) | 158.9 |
Symmetry codes: (ii) −x+3/2, y−1/2, −z+3/2; (iii) x+1/2, −y+1/2, z+1/2; (iv) x−1/2, −y+1/2, z−1/2. |
Coordination compounds crystallized from polyaromatic acids and metal ions are of interest for their polymeric network structures and their magnetic and porous properties (Yaghi et al., 1995, 1996; Plater, Roberts & Howie, 1998; Plater, Roberts, Marr et al., 1998; Plater et al., 1999; Kepert & Rosseinsky, 1999). The title compound, (I) (Fig. 1), synthesized from cobalt acetate tetrahydrate, 4,4'-oxydibenzoic acid and 2,2-bipyridyl, forms such a one-dimensional polymer containing chains of Co atoms linked together by the carboxylate ligands (Fig. 2). These chains interact via π–π interactions between adjacent, inverted bipyridyl ligands stacking along 100.
The Co atom has a distorted octahedral environment (Table 1) formed from two N atoms from the chelating bipyridyl and four carboxylate O atoms (two bidentate ligands). The aromatic rings in the diacid are oriented at 80.79 (9)° to one another, giving a `square wave' shape to the chain (Fig. 3).