The title dinuclear CoII complex, [Co2(C8H7O2)4(C12H8N2)2(H2O)], has C2 symmetry with the coordinated water O atom located on a twofold axis. Two CoII ions are bridged by two methylbenzoate (MBZ) anions and one water molecule. Each CoII ion displays a distorted octahedral coordination geometry. π–π Stacking occurs between roughly parallel MBZ and phenanthroline (phen) ligands and between parallel phen ligands.
Supporting information
CCDC reference: 621426
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.004 Å
- R factor = 0.040
- wR factor = 0.096
- Data-to-parameter ratio = 17.0
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.91 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Co - N2 .. 5.28 su
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
2 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC and Rigaku, 2002); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Crystal data top
[Co2(C8H7O2)4(C12H8N2)2(H2O)] | F(000) = 2144 |
Mr = 1036.83 | Dx = 1.430 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 15066 reflections |
a = 23.3452 (15) Å | θ = 2.6–27.0° |
b = 15.5790 (13) Å | µ = 0.75 mm−1 |
c = 15.5765 (12) Å | T = 295 K |
β = 121.746 (12)° | Prism, red |
V = 4817.5 (9) Å3 | 0.32 × 0.24 × 0.20 mm |
Z = 4 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 5479 independent reflections |
Radiation source: fine-focus sealed tube | 4441 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.030 |
Detector resolution: 10.0 pixels mm-1 | θmax = 27.4°, θmin = 1.7° |
ω scans | h = −27→30 |
Absorption correction: multi-scan ABSCOR (Higashi, 1995) | k = −20→20 |
Tmin = 0.778, Tmax = 0.862 | l = −20→18 |
22736 measured reflections | |
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)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.096 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0492P)2 + 2.0407P] where P = (Fo2 + 2Fc2)/3 |
5479 reflections | (Δ/σ)max = 0.001 |
323 parameters | Δρmax = 0.30 e Å−3 |
0 restraints | Δρmin = −0.47 e Å−3 |
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 | |
Co | 0.455281 (11) | 0.356861 (16) | 0.617734 (17) | 0.03308 (9) | |
N1 | 0.37201 (8) | 0.27070 (11) | 0.52761 (12) | 0.0404 (4) | |
N2 | 0.39201 (8) | 0.43248 (11) | 0.48690 (11) | 0.0399 (4) | |
O1 | 0.50903 (7) | 0.29556 (9) | 0.56368 (11) | 0.0481 (3) | |
O2 | 0.54012 (8) | 0.17746 (11) | 0.65852 (11) | 0.0545 (4) | |
O3 | 0.52248 (6) | 0.45866 (8) | 0.67438 (10) | 0.0399 (3) | |
O4 | 0.60078 (6) | 0.40736 (9) | 0.82528 (10) | 0.0423 (3) | |
O5 | 0.5000 | 0.27463 (12) | 0.7500 | 0.0372 (4) | |
H5A | 0.4784 | 0.2389 | 0.7635 | 0.056* | |
C1 | 0.53136 (9) | 0.21996 (13) | 0.58395 (14) | 0.0403 (4) | |
C2 | 0.54884 (9) | 0.17752 (14) | 0.51425 (15) | 0.0419 (4) | |
C3 | 0.55613 (12) | 0.22376 (16) | 0.44502 (18) | 0.0571 (6) | |
H3 | 0.5502 | 0.2830 | 0.4411 | 0.069* | |
C4 | 0.57217 (15) | 0.18284 (19) | 0.3811 (2) | 0.0699 (7) | |
H4 | 0.5776 | 0.2152 | 0.3358 | 0.084* | |
C5 | 0.58013 (13) | 0.09468 (19) | 0.38391 (19) | 0.0647 (7) | |
C6 | 0.57269 (14) | 0.04903 (17) | 0.4530 (2) | 0.0646 (7) | |
H6 | 0.5777 | −0.0103 | 0.4558 | 0.078* | |
C7 | 0.55797 (11) | 0.08925 (15) | 0.51825 (17) | 0.0523 (5) | |
H7 | 0.5542 | 0.0569 | 0.5652 | 0.063* | |
C8 | 0.59632 (19) | 0.0505 (2) | 0.3126 (3) | 0.0977 (11) | |
H8A | 0.5827 | 0.0864 | 0.2549 | 0.147* | |
H8B | 0.5726 | −0.0032 | 0.2910 | 0.147* | |
H8C | 0.6439 | 0.0401 | 0.3467 | 0.147* | |
C11 | 0.57652 (9) | 0.46491 (12) | 0.75822 (14) | 0.0346 (4) | |
C12 | 0.61608 (9) | 0.54635 (12) | 0.78136 (14) | 0.0378 (4) | |
C17 | 0.67810 (11) | 0.55405 (15) | 0.87136 (16) | 0.0515 (5) | |
H17 | 0.6939 | 0.5095 | 0.9181 | 0.062* | |
C16 | 0.71625 (13) | 0.62738 (18) | 0.8916 (2) | 0.0663 (7) | |
H16 | 0.7581 | 0.6308 | 0.9512 | 0.080* | |
C15 | 0.69355 (14) | 0.69570 (17) | 0.8254 (2) | 0.0634 (7) | |
C14 | 0.63152 (14) | 0.68833 (15) | 0.7370 (2) | 0.0603 (6) | |
H14 | 0.6153 | 0.7339 | 0.6916 | 0.072* | |
C13 | 0.59297 (11) | 0.61459 (13) | 0.71430 (16) | 0.0460 (5) | |
H13 | 0.5515 | 0.6109 | 0.6540 | 0.055* | |
C18 | 0.73578 (19) | 0.7762 (2) | 0.8484 (3) | 0.1006 (12) | |
H18A | 0.7820 | 0.7605 | 0.8760 | 0.151* | |
H18B | 0.7321 | 0.8106 | 0.8964 | 0.151* | |
H18C | 0.7199 | 0.8084 | 0.7874 | 0.151* | |
C21 | 0.36430 (11) | 0.18987 (14) | 0.54587 (17) | 0.0505 (5) | |
H21 | 0.3998 | 0.1625 | 0.6015 | 0.061* | |
C22 | 0.30463 (13) | 0.14410 (16) | 0.4845 (2) | 0.0607 (6) | |
H22 | 0.3012 | 0.0870 | 0.4988 | 0.073* | |
C23 | 0.25174 (12) | 0.18376 (18) | 0.40374 (19) | 0.0625 (7) | |
H23 | 0.2115 | 0.1544 | 0.3635 | 0.075* | |
C24 | 0.25825 (10) | 0.26898 (17) | 0.38155 (16) | 0.0529 (6) | |
C25 | 0.20592 (11) | 0.3163 (2) | 0.29897 (18) | 0.0687 (8) | |
H25 | 0.1643 | 0.2904 | 0.2574 | 0.082* | |
C26 | 0.21557 (12) | 0.3975 (2) | 0.27996 (18) | 0.0705 (8) | |
H26 | 0.1803 | 0.4265 | 0.2256 | 0.085* | |
C27 | 0.27869 (11) | 0.44043 (17) | 0.34130 (15) | 0.0544 (6) | |
C28 | 0.29244 (13) | 0.52365 (17) | 0.32317 (18) | 0.0638 (7) | |
H28 | 0.2594 | 0.5548 | 0.2685 | 0.077* | |
C29 | 0.35405 (13) | 0.55897 (16) | 0.38540 (17) | 0.0601 (6) | |
H29 | 0.3636 | 0.6141 | 0.3736 | 0.072* | |
C30 | 0.40295 (12) | 0.51135 (14) | 0.46745 (16) | 0.0488 (5) | |
H30 | 0.4449 | 0.5361 | 0.5101 | 0.059* | |
C31 | 0.33079 (9) | 0.39687 (14) | 0.42504 (14) | 0.0421 (5) | |
C32 | 0.32053 (9) | 0.31031 (14) | 0.44590 (14) | 0.0423 (5) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co | 0.02971 (13) | 0.03184 (14) | 0.03193 (14) | −0.00021 (10) | 0.01225 (10) | −0.00232 (10) |
N1 | 0.0351 (8) | 0.0413 (10) | 0.0402 (8) | −0.0030 (7) | 0.0167 (7) | −0.0082 (7) |
N2 | 0.0394 (8) | 0.0402 (9) | 0.0346 (8) | 0.0054 (7) | 0.0157 (7) | −0.0026 (7) |
O1 | 0.0555 (8) | 0.0401 (8) | 0.0575 (9) | 0.0050 (7) | 0.0356 (8) | −0.0007 (6) |
O2 | 0.0626 (9) | 0.0563 (10) | 0.0480 (8) | 0.0174 (8) | 0.0314 (8) | 0.0065 (7) |
O3 | 0.0362 (7) | 0.0378 (7) | 0.0373 (7) | −0.0048 (5) | 0.0135 (6) | 0.0004 (5) |
O4 | 0.0337 (6) | 0.0430 (8) | 0.0462 (8) | 0.0017 (6) | 0.0184 (6) | 0.0104 (6) |
O5 | 0.0398 (9) | 0.0345 (10) | 0.0360 (9) | 0.000 | 0.0191 (8) | 0.000 |
C1 | 0.0297 (8) | 0.0457 (12) | 0.0428 (10) | −0.0017 (8) | 0.0172 (8) | −0.0072 (8) |
C2 | 0.0350 (9) | 0.0457 (11) | 0.0433 (10) | 0.0014 (8) | 0.0194 (9) | −0.0057 (8) |
C3 | 0.0666 (14) | 0.0501 (14) | 0.0645 (14) | 0.0081 (11) | 0.0413 (13) | 0.0022 (11) |
C4 | 0.0850 (19) | 0.0759 (19) | 0.0692 (16) | 0.0122 (15) | 0.0546 (15) | 0.0068 (14) |
C5 | 0.0674 (15) | 0.0726 (18) | 0.0630 (15) | 0.0133 (13) | 0.0405 (13) | −0.0078 (12) |
C6 | 0.0756 (16) | 0.0520 (15) | 0.0733 (16) | 0.0112 (12) | 0.0440 (14) | −0.0093 (12) |
C7 | 0.0577 (13) | 0.0471 (13) | 0.0561 (13) | 0.0050 (10) | 0.0325 (11) | −0.0013 (10) |
C8 | 0.116 (3) | 0.114 (3) | 0.087 (2) | 0.026 (2) | 0.071 (2) | −0.0149 (19) |
C11 | 0.0312 (8) | 0.0350 (10) | 0.0388 (9) | 0.0003 (7) | 0.0192 (8) | 0.0009 (7) |
C12 | 0.0388 (9) | 0.0369 (10) | 0.0392 (10) | −0.0043 (8) | 0.0215 (8) | −0.0040 (8) |
C17 | 0.0456 (11) | 0.0548 (14) | 0.0466 (11) | −0.0112 (10) | 0.0191 (10) | −0.0082 (10) |
C16 | 0.0581 (14) | 0.0754 (19) | 0.0595 (15) | −0.0287 (13) | 0.0268 (13) | −0.0262 (13) |
C15 | 0.0802 (17) | 0.0532 (15) | 0.0780 (17) | −0.0326 (13) | 0.0562 (15) | −0.0325 (13) |
C14 | 0.0928 (19) | 0.0358 (13) | 0.0744 (16) | −0.0101 (12) | 0.0592 (16) | −0.0062 (11) |
C13 | 0.0544 (12) | 0.0365 (11) | 0.0487 (11) | −0.0037 (9) | 0.0283 (10) | −0.0032 (9) |
C18 | 0.134 (3) | 0.075 (2) | 0.126 (3) | −0.066 (2) | 0.091 (3) | −0.053 (2) |
C21 | 0.0470 (11) | 0.0451 (13) | 0.0549 (12) | −0.0082 (9) | 0.0237 (10) | −0.0101 (10) |
C22 | 0.0583 (14) | 0.0540 (14) | 0.0714 (16) | −0.0192 (11) | 0.0352 (13) | −0.0181 (12) |
C23 | 0.0452 (12) | 0.0792 (19) | 0.0649 (15) | −0.0269 (12) | 0.0302 (12) | −0.0362 (13) |
C24 | 0.0346 (10) | 0.0737 (17) | 0.0456 (11) | −0.0078 (10) | 0.0178 (9) | −0.0233 (11) |
C25 | 0.0336 (11) | 0.103 (2) | 0.0510 (14) | −0.0006 (13) | 0.0098 (10) | −0.0243 (14) |
C26 | 0.0422 (12) | 0.101 (2) | 0.0429 (13) | 0.0239 (14) | 0.0049 (11) | −0.0066 (13) |
C27 | 0.0466 (11) | 0.0707 (16) | 0.0367 (10) | 0.0214 (11) | 0.0155 (9) | −0.0012 (10) |
C28 | 0.0687 (16) | 0.0662 (17) | 0.0441 (12) | 0.0346 (13) | 0.0211 (12) | 0.0096 (11) |
C29 | 0.0776 (17) | 0.0465 (14) | 0.0546 (13) | 0.0207 (12) | 0.0337 (13) | 0.0084 (10) |
C30 | 0.0571 (12) | 0.0402 (12) | 0.0452 (11) | 0.0077 (9) | 0.0243 (10) | 0.0025 (9) |
C31 | 0.0370 (10) | 0.0512 (12) | 0.0331 (9) | 0.0090 (9) | 0.0151 (8) | −0.0055 (8) |
C32 | 0.0314 (9) | 0.0561 (13) | 0.0363 (10) | −0.0014 (8) | 0.0155 (8) | −0.0133 (9) |
Geometric parameters (Å, º) top
Co—N1 | 2.1633 (16) | C17—C16 | 1.379 (3) |
Co—N2 | 2.1342 (16) | C17—H17 | 0.9300 |
Co—O1 | 2.0755 (14) | C16—C15 | 1.380 (4) |
Co—O3 | 2.0732 (13) | C16—H16 | 0.9300 |
Co—O4i | 2.0838 (13) | C15—C14 | 1.381 (4) |
Co—O5 | 2.1708 (11) | C15—C18 | 1.517 (3) |
N1—C21 | 1.324 (3) | C14—C13 | 1.386 (3) |
N1—C32 | 1.355 (3) | C14—H14 | 0.9300 |
N2—C30 | 1.322 (3) | C13—H13 | 0.9300 |
N2—C31 | 1.353 (3) | C18—H18A | 0.9600 |
O1—C1 | 1.259 (2) | C18—H18B | 0.9600 |
O2—C1 | 1.257 (2) | C18—H18C | 0.9600 |
O3—C11 | 1.254 (2) | C21—C22 | 1.401 (3) |
O4—C11 | 1.262 (2) | C21—H21 | 0.9300 |
O5—H5A | 0.8488 | C22—C23 | 1.362 (4) |
C1—C2 | 1.500 (3) | C22—H22 | 0.9300 |
C2—C3 | 1.380 (3) | C23—C24 | 1.400 (4) |
C2—C7 | 1.388 (3) | C23—H23 | 0.9300 |
C3—C4 | 1.389 (3) | C24—C32 | 1.414 (3) |
C3—H3 | 0.9300 | C24—C25 | 1.427 (4) |
C4—C5 | 1.384 (4) | C25—C26 | 1.345 (4) |
C4—H4 | 0.9300 | C25—H25 | 0.9300 |
C5—C6 | 1.375 (4) | C26—C27 | 1.432 (4) |
C5—C8 | 1.514 (3) | C26—H26 | 0.9300 |
C6—C7 | 1.383 (3) | C27—C28 | 1.400 (4) |
C6—H6 | 0.9300 | C27—C31 | 1.404 (3) |
C7—H7 | 0.9300 | C28—C29 | 1.358 (4) |
C8—H8A | 0.9600 | C28—H28 | 0.9300 |
C8—H8B | 0.9600 | C29—C30 | 1.397 (3) |
C8—H8C | 0.9600 | C29—H29 | 0.9300 |
C11—C12 | 1.497 (3) | C30—H30 | 0.9300 |
C12—C13 | 1.385 (3) | C31—C32 | 1.436 (3) |
C12—C17 | 1.393 (3) | | |
| | | |
O3—Co—O1 | 92.36 (6) | C17—C12—C11 | 119.88 (19) |
O3—Co—O4i | 91.95 (5) | C16—C17—C12 | 120.4 (2) |
O1—Co—O4i | 174.78 (6) | C16—C17—H17 | 119.8 |
O3—Co—N2 | 88.44 (6) | C12—C17—H17 | 119.8 |
O1—Co—N2 | 97.41 (6) | C17—C16—C15 | 121.3 (2) |
O4i—Co—N2 | 85.65 (6) | C17—C16—H16 | 119.3 |
O3—Co—N1 | 166.22 (6) | C15—C16—H16 | 119.3 |
O1—Co—N1 | 88.85 (6) | C16—C15—C14 | 118.0 (2) |
O4i—Co—N1 | 87.67 (6) | C16—C15—C18 | 121.0 (3) |
N2—Co—N1 | 77.80 (7) | C14—C15—C18 | 121.0 (3) |
O3—Co—O5 | 99.74 (5) | C15—C14—C13 | 121.5 (2) |
O1—Co—O5 | 91.26 (5) | C15—C14—H14 | 119.2 |
O4i—Co—O5 | 85.11 (5) | C13—C14—H14 | 119.2 |
N2—Co—O5 | 167.85 (5) | C12—C13—C14 | 120.1 (2) |
N1—Co—O5 | 93.96 (6) | C12—C13—H13 | 120.0 |
C21—N1—C32 | 118.78 (17) | C14—C13—H13 | 120.0 |
C21—N1—Co | 128.90 (14) | C15—C18—H18A | 109.5 |
C32—N1—Co | 112.16 (13) | C15—C18—H18B | 109.5 |
C30—N2—C31 | 118.49 (17) | H18A—C18—H18B | 109.5 |
C30—N2—Co | 127.71 (14) | C15—C18—H18C | 109.5 |
C31—N2—Co | 113.26 (14) | H18A—C18—H18C | 109.5 |
C1—O1—Co | 125.99 (13) | H18B—C18—H18C | 109.5 |
C11—O3—Co | 128.60 (12) | N1—C21—C22 | 122.4 (2) |
C11—O4—Coi | 120.79 (11) | N1—C21—H21 | 118.8 |
Coi—O5—Co | 107.67 (8) | C22—C21—H21 | 118.8 |
Coi—O5—H5A | 101.8 | C23—C22—C21 | 119.5 (2) |
Co—O5—H5A | 124.8 | C23—C22—H22 | 120.3 |
O2—C1—O1 | 124.69 (19) | C21—C22—H22 | 120.3 |
O2—C1—C2 | 117.58 (19) | C22—C23—C24 | 119.7 (2) |
O1—C1—C2 | 117.73 (18) | C22—C23—H23 | 120.2 |
C3—C2—C7 | 118.3 (2) | C24—C23—H23 | 120.2 |
C3—C2—C1 | 121.9 (2) | C23—C24—C32 | 117.5 (2) |
C7—C2—C1 | 119.87 (19) | C23—C24—C25 | 124.0 (2) |
C2—C3—C4 | 120.7 (2) | C32—C24—C25 | 118.5 (2) |
C2—C3—H3 | 119.6 | C26—C25—C24 | 121.4 (2) |
C4—C3—H3 | 119.6 | C26—C25—H25 | 119.3 |
C5—C4—C3 | 121.0 (3) | C24—C25—H25 | 119.3 |
C5—C4—H4 | 119.5 | C25—C26—C27 | 121.7 (2) |
C3—C4—H4 | 119.5 | C25—C26—H26 | 119.1 |
C6—C5—C4 | 117.9 (2) | C27—C26—H26 | 119.1 |
C6—C5—C8 | 121.4 (3) | C28—C27—C31 | 117.2 (2) |
C4—C5—C8 | 120.7 (3) | C28—C27—C26 | 124.3 (2) |
C5—C6—C7 | 121.6 (2) | C31—C27—C26 | 118.6 (2) |
C5—C6—H6 | 119.2 | C29—C28—C27 | 120.0 (2) |
C7—C6—H6 | 119.2 | C29—C28—H28 | 120.0 |
C6—C7—C2 | 120.5 (2) | C27—C28—H28 | 120.0 |
C6—C7—H7 | 119.8 | C28—C29—C30 | 119.1 (2) |
C2—C7—H7 | 119.8 | C28—C29—H29 | 120.4 |
C5—C8—H8A | 109.5 | C30—C29—H29 | 120.4 |
C5—C8—H8B | 109.5 | N2—C30—C29 | 122.7 (2) |
H8A—C8—H8B | 109.5 | N2—C30—H30 | 118.7 |
C5—C8—H8C | 109.5 | C29—C30—H30 | 118.7 |
H8A—C8—H8C | 109.5 | N2—C31—C27 | 122.5 (2) |
H8B—C8—H8C | 109.5 | N2—C31—C32 | 117.60 (17) |
O3—C11—O4 | 125.03 (17) | C27—C31—C32 | 119.86 (19) |
O3—C11—C12 | 118.13 (16) | N1—C32—C24 | 122.1 (2) |
O4—C11—C12 | 116.83 (16) | N1—C32—C31 | 117.97 (16) |
C13—C12—C17 | 118.61 (19) | C24—C32—C31 | 119.92 (19) |
C13—C12—C11 | 121.50 (17) | | |
Symmetry code: (i) −x+1, y, −z+3/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O2i | 0.85 | 1.77 | 2.570 (2) | 156 |
Symmetry code: (i) −x+1, y, −z+3/2. |