In the title compound, [Co(C5H3O4)2(H2O)2]·2C3H7NO, the octahedrally coordinated CoII atom lies on an inversion centre. The equatorial plane of the octahedron comprises two bidentate 1H-imidazole-4,5-dicarboxylate monoanions, coordinated through the N-3 atoms, and one carboxylate O atom, with two water molecules in the axial coordination sites. A one-dimensional chain structure is formed by intermolecular hydrogen bonds in the equatorial plane, between the uncoordinated N atom in the imidazole ring and an uncoordinated carboxyl O atom. The two O atoms of the coordinated water molecules in each chain are engaged in two hydrogen bonds with the uncoordinated carboxyl O atoms of two adjacent chains, forming a two-dimensional network structure.
Supporting information
CCDC reference: 252949
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean
(C-C) = 0.005 Å
- R factor = 0.051
- wR factor = 0.115
- Data-to-parameter ratio = 11.7
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Co1 - O6 .. 5.17 su
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors for N3
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.67
PLAT731_ALERT_1_C Bond Calc 0.84(4), Rep 0.841(19) ...... 2.11 su-Rat
O3 -H3A 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.84(4), Rep 0.841(19) ...... 2.11 su-Rat
O3 -H3A 1.555 1.555
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 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
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Diaquabis(1
H-imidazole-4,5-dicarboxylato-
κN3)cobalt(II)
N,
N-dimethylformamide disolvate
top
Crystal data top
[Co(C5H3O4)2(H2O)2]·2C3H7NO | Z = 1 |
Mr = 551.34 | F(000) = 285 |
Triclinic, P1 | Dx = 1.594 Mg m−3 |
Hall symbol: -P1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.9316 (9) Å | Cell parameters from 985 reflections |
b = 9.1453 (11) Å | θ = 2.3–23.3° |
c = 9.3055 (11) Å | µ = 0.82 mm−1 |
α = 87.093 (2)° | T = 298 K |
β = 77.229 (2)° | Prism, red |
γ = 87.885 (2)° | 0.21 × 0.12 × 0.08 mm |
V = 574.36 (12) Å3 | |
Data collection top
Bruker APEX area-detector diffractometer | 2039 independent reflections |
Radiation source: fine-focus sealed tube | 1618 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.030 |
φ and ω scans | θmax = 25.2°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −8→8 |
Tmin = 0.847, Tmax = 0.937 | k = −10→10 |
4178 measured reflections | l = −11→11 |
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)] = 0.051 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.115 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | w = 1/[σ2(Fo2) + (0.054P)2 + 0.2338P] where P = (Fo2 + 2Fc2)/3 |
2039 reflections | (Δ/σ)max < 0.001 |
174 parameters | Δρmax = 0.40 e Å−3 |
5 restraints | Δρmin = −0.26 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 | |
Co1 | 1.0000 | 1.0000 | 1.0000 | 0.0329 (2) | |
O1 | 1.1743 (3) | 0.8581 (3) | 0.8416 (3) | 0.0416 (7) | |
O2 | 1.1832 (4) | 0.7549 (3) | 0.6285 (3) | 0.0476 (7) | |
O3 | 0.9680 (4) | 0.7550 (3) | 0.4499 (3) | 0.0481 (7) | |
O4 | 0.6946 (4) | 0.8630 (3) | 0.4084 (3) | 0.0430 (7) | |
O5 | 0.4006 (4) | 0.3070 (3) | 0.0134 (3) | 0.0595 (8) | |
O6 | 0.8597 (4) | 0.8178 (3) | 1.1102 (3) | 0.0482 (7) | |
N1 | 0.6363 (4) | 1.0044 (3) | 0.6815 (3) | 0.0341 (7) | |
N2 | 0.8260 (4) | 0.9985 (3) | 0.8418 (3) | 0.0310 (7) | |
N3 | 0.3280 (5) | 0.4522 (3) | 0.2082 (3) | 0.0465 (8) | |
C1 | 1.1018 (5) | 0.8361 (4) | 0.7340 (4) | 0.0349 (8) | |
C2 | 0.9096 (5) | 0.9101 (4) | 0.7271 (3) | 0.0279 (8) | |
C3 | 0.7931 (5) | 0.9132 (4) | 0.6266 (3) | 0.0286 (8) | |
C4 | 0.8169 (5) | 0.8389 (4) | 0.4853 (4) | 0.0330 (8) | |
C5 | 0.6614 (5) | 1.0532 (4) | 0.8103 (4) | 0.0342 (9) | |
H5 | 0.5740 | 1.1169 | 0.8690 | 0.041* | |
C6 | 0.1552 (6) | 0.5205 (5) | 0.1690 (6) | 0.0704 (14) | |
H6A | 0.1214 | 0.4688 | 0.0912 | 0.106* | |
H6B | 0.1821 | 0.6204 | 0.1363 | 0.106* | |
H6C | 0.0467 | 0.5179 | 0.2535 | 0.106* | |
C7 | 0.3906 (8) | 0.5069 (6) | 0.3350 (5) | 0.0771 (15) | |
H7A | 0.5121 | 0.4580 | 0.3452 | 0.116* | |
H7B | 0.2904 | 0.4882 | 0.4226 | 0.116* | |
H7C | 0.4105 | 0.6103 | 0.3204 | 0.116* | |
C8 | 0.4370 (6) | 0.3541 (4) | 0.1252 (5) | 0.0453 (10) | |
H8 | 0.5505 | 0.3177 | 0.1537 | 0.054* | |
H6D | 0.794 (5) | 0.772 (4) | 1.067 (3) | 0.054* | |
H6E | 0.814 (5) | 0.830 (4) | 1.197 (2) | 0.054* | |
H3A | 1.049 (5) | 0.752 (4) | 0.505 (4) | 0.054* | |
H1A | 0.540 (4) | 1.026 (4) | 0.642 (4) | 0.054* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0327 (4) | 0.0459 (5) | 0.0240 (4) | 0.0098 (3) | −0.0139 (3) | −0.0115 (3) |
O1 | 0.0360 (14) | 0.0592 (17) | 0.0352 (14) | 0.0191 (12) | −0.0201 (12) | −0.0150 (12) |
O2 | 0.0451 (16) | 0.0616 (18) | 0.0397 (15) | 0.0277 (14) | −0.0164 (13) | −0.0255 (13) |
O3 | 0.0518 (17) | 0.0604 (18) | 0.0389 (16) | 0.0206 (15) | −0.0231 (13) | −0.0256 (14) |
O4 | 0.0435 (15) | 0.0594 (17) | 0.0323 (14) | 0.0108 (13) | −0.0199 (12) | −0.0170 (12) |
O5 | 0.0570 (19) | 0.068 (2) | 0.0587 (19) | 0.0013 (16) | −0.0172 (15) | −0.0326 (16) |
O6 | 0.0543 (18) | 0.066 (2) | 0.0293 (14) | −0.0040 (15) | −0.0175 (13) | −0.0117 (14) |
N1 | 0.0285 (17) | 0.0479 (19) | 0.0298 (16) | 0.0110 (14) | −0.0148 (13) | −0.0096 (14) |
N2 | 0.0313 (16) | 0.0405 (17) | 0.0234 (14) | 0.0086 (13) | −0.0108 (12) | −0.0085 (12) |
N3 | 0.053 (2) | 0.043 (2) | 0.046 (2) | 0.0104 (17) | −0.0160 (16) | −0.0123 (16) |
C1 | 0.033 (2) | 0.042 (2) | 0.031 (2) | 0.0066 (17) | −0.0096 (16) | −0.0089 (17) |
C2 | 0.0292 (18) | 0.0352 (19) | 0.0215 (17) | 0.0047 (15) | −0.0096 (14) | −0.0083 (14) |
C3 | 0.0283 (18) | 0.036 (2) | 0.0229 (17) | 0.0030 (15) | −0.0083 (14) | −0.0045 (15) |
C4 | 0.038 (2) | 0.038 (2) | 0.0234 (18) | 0.0001 (17) | −0.0066 (16) | −0.0067 (15) |
C5 | 0.034 (2) | 0.045 (2) | 0.0260 (18) | 0.0131 (17) | −0.0111 (15) | −0.0125 (16) |
C6 | 0.055 (3) | 0.073 (3) | 0.084 (4) | 0.022 (3) | −0.017 (3) | −0.018 (3) |
C7 | 0.106 (4) | 0.076 (3) | 0.057 (3) | 0.004 (3) | −0.031 (3) | −0.030 (3) |
C8 | 0.041 (2) | 0.039 (2) | 0.056 (3) | 0.0046 (18) | −0.011 (2) | −0.008 (2) |
Geometric parameters (Å, º) top
Co1—O6 | 2.069 (3) | N2—C5 | 1.315 (4) |
Co1—O6i | 2.069 (3) | N2—C2 | 1.381 (4) |
Co1—N2 | 2.100 (3) | N3—C8 | 1.317 (5) |
Co1—N2i | 2.100 (3) | N3—C6 | 1.440 (5) |
Co1—O1 | 2.146 (2) | N3—C7 | 1.460 (5) |
Co1—O1i | 2.146 (2) | C1—C2 | 1.484 (5) |
O1—C1 | 1.244 (4) | C2—C3 | 1.363 (4) |
O2—C1 | 1.277 (4) | C3—C4 | 1.485 (4) |
O3—C4 | 1.269 (4) | C5—H5 | 0.9300 |
O3—H3A | 0.841 (19) | C6—H6A | 0.9600 |
O4—C4 | 1.231 (4) | C6—H6B | 0.9600 |
O5—C8 | 1.225 (4) | C6—H6C | 0.9600 |
O6—H6D | 0.813 (17) | C7—H7A | 0.9600 |
O6—H6E | 0.811 (17) | C7—H7B | 0.9600 |
N1—C5 | 1.348 (4) | C7—H7C | 0.9600 |
N1—C3 | 1.367 (4) | C8—H8 | 0.9300 |
N1—H1A | 0.841 (19) | | |
| | | |
O6—Co1—O6i | 180.000 (1) | O1—C1—C2 | 117.9 (3) |
O6—Co1—N2 | 90.97 (11) | O2—C1—C2 | 118.1 (3) |
O6i—Co1—N2 | 89.03 (10) | C3—C2—N2 | 109.8 (3) |
O6—Co1—N2i | 89.03 (10) | C3—C2—C1 | 133.3 (3) |
O6i—Co1—N2i | 90.97 (11) | N2—C2—C1 | 116.8 (3) |
N2—Co1—N2i | 180.000 (1) | C2—C3—N1 | 105.4 (3) |
O6—Co1—O1 | 88.77 (11) | C2—C3—C4 | 131.1 (3) |
O6i—Co1—O1 | 91.23 (11) | N1—C3—C4 | 123.6 (3) |
N2—Co1—O1 | 78.68 (9) | O4—C4—O3 | 123.8 (3) |
N2i—Co1—O1 | 101.32 (9) | O4—C4—C3 | 119.7 (3) |
O6—Co1—O1i | 91.23 (11) | O3—C4—C3 | 116.6 (3) |
O6i—Co1—O1i | 88.77 (11) | N2—C5—N1 | 110.9 (3) |
N2—Co1—O1i | 101.32 (9) | N2—C5—H5 | 124.6 |
N2i—Co1—O1i | 78.68 (9) | N1—C5—H5 | 124.6 |
O1—Co1—O1i | 180.000 (1) | N3—C6—H6A | 109.5 |
C1—O1—Co1 | 114.9 (2) | N3—C6—H6B | 109.5 |
C4—O3—H3A | 117 (3) | H6A—C6—H6B | 109.5 |
Co1—O6—H6D | 117 (3) | N3—C6—H6C | 109.5 |
Co1—O6—H6E | 113 (3) | H6A—C6—H6C | 109.5 |
H6D—O6—H6E | 117 (3) | H6B—C6—H6C | 109.5 |
C5—N1—C3 | 108.2 (3) | N3—C7—H7A | 109.5 |
C5—N1—H1A | 126 (3) | N3—C7—H7B | 109.5 |
C3—N1—H1A | 126 (3) | H7A—C7—H7B | 109.5 |
C5—N2—C2 | 105.7 (3) | N3—C7—H7C | 109.5 |
C5—N2—Co1 | 142.5 (2) | H7A—C7—H7C | 109.5 |
C2—N2—Co1 | 111.7 (2) | H7B—C7—H7C | 109.5 |
C8—N3—C6 | 121.5 (4) | O5—C8—N3 | 125.2 (4) |
C8—N3—C7 | 120.7 (4) | O5—C8—H8 | 117.4 |
C6—N3—C7 | 117.5 (4) | N3—C8—H8 | 117.4 |
O1—C1—O2 | 124.1 (3) | | |
Symmetry code: (i) −x+2, −y+2, −z+2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H6D···O5ii | 0.81 (2) | 1.86 (2) | 2.661 (4) | 167 (4) |
O6—H6E···O4iii | 0.81 (2) | 1.99 (2) | 2.804 (3) | 178 (4) |
O3—H3A···O2 | 0.84 (2) | 1.63 (2) | 2.467 (3) | 173 (4) |
N1—H1A···O4iv | 0.84 (2) | 2.02 (2) | 2.824 (4) | 160 (4) |
Symmetry codes: (ii) −x+1, −y+1, −z+1; (iii) x, y, z+1; (iv) −x+1, −y+2, −z+1. |