The title compound, [Co(C10H8N2)2(H2O)4](C12H6O4)·2H2O (where C10H8N2 is 4,4'-bipyridine, BPY, and C12H6O4 is 2,6-naphthalenedicarboxylate, NDC2-), (CUmof-6), was synthesized under mild hydrothermal conditions. The structure contains [Co(BPY)2(H2O)4]2+ complex cations, which stack along the a axis through close face-to-face contacts. Uncoordinated NDC2- anions are strongly hydrogen bonded to the complex cations. The Co2+ cation and the centre of gravity of NDC2- are located on crystallographic centres of symmetry.
Supporting information
CCDC reference: 202968
Key indicators
- Single-crystal X-ray study
- T = 180 K
- Mean (C-C) = 0.005 Å
- R factor = 0.046
- wR factor = 0.121
- Data-to-parameter ratio = 11.0
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Alert Level C:
PLAT_369 Alert C Long C(sp2)-C(sp2) Bond C(31) - C(32) = 1.53 Ang.
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
1 Alert Level C = Please check
Data collection: COLLECT (Nonius 1998); cell refinement: HKL SCALEPACK (Otwinowski & Minor 1997); data reduction: HKL DENZO and SCALEPACK (Otwinowski & Minor 1997); program(s) used to solve structure: SIR92 (Altomare at al., 1994); program(s) used to refine structure: SHELXTL (Bruker, 2001); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Bis(4,4'-bipyridine)-tetraaquacobalt(II) 2,6-naphathalenedicarboxylate dihydrate
top
Crystal data top
C20H24CoN4O4·C12H6O4·2H2O | Z = 1 |
Mr = 693.56 | F(000) = 361 |
Triclinic, P1 | Dx = 1.528 Mg m−3 |
a = 6.9856 (5) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.2926 (11) Å | Cell parameters from 5738 reflections |
c = 12.3538 (14) Å | θ = 1.0–25.0° |
α = 78.585 (5)° | µ = 0.64 mm−1 |
β = 84.015 (7)° | T = 180 K |
γ = 73.740 (7)° | Needle, colourless |
V = 753.62 (13) Å3 | 0.10 × 0.05 × 0.05 mm |
Data collection top
Nonius KappaCCD diffractometer | 2574 independent reflections |
Radiation source: fine-focus sealed tube | 2083 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.059 |
Thin–slice ω and φ scans | θmax = 24.9°, θmin = 3.6° |
Absorption correction: multi-scan (SORTAV; Blessing, 1995) | h = −7→8 |
Tmin = 0.839, Tmax = 0.955 | k = −10→10 |
5657 measured reflections | l = −13→14 |
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)] = 0.046 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.121 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0493P)2 + 0.2073P] where P = (Fo2 + 2Fc2)/3 |
2574 reflections | (Δ/σ)max = 0.009 |
234 parameters | Δρmax = 0.34 e Å−3 |
9 restraints | Δρmin = −0.64 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 | 0.0000 | 0.0000 | 0.0000 | 0.0208 (2) | |
O11 | 0.0282 (3) | 0.2253 (3) | −0.0172 (2) | 0.0274 (6) | |
H11A | 0.140 (3) | 0.243 (4) | −0.022 (3) | 0.043 (5)* | |
H11B | −0.054 (4) | 0.305 (3) | −0.045 (3) | 0.043 (5)* | |
O12 | −0.2876 (3) | 0.0816 (3) | −0.05407 (19) | 0.0299 (6) | |
H12A | −0.380 (4) | 0.150 (3) | −0.033 (3) | 0.043 (5)* | |
H12B | −0.315 (5) | 0.060 (4) | −0.111 (2) | 0.043 (5)* | |
O311 | 0.2499 (3) | 0.5218 (3) | 0.11565 (19) | 0.0291 (6) | |
O312 | 0.4913 (3) | 0.5177 (3) | 0.22336 (18) | 0.0284 (6) | |
N21 | −0.1176 (4) | 0.0191 (3) | 0.1663 (2) | 0.0204 (6) | |
N22 | −0.3546 (4) | 0.0322 (3) | 0.7407 (2) | 0.0265 (7) | |
C21 | −0.2266 (4) | 0.1472 (4) | 0.2008 (3) | 0.0247 (8) | |
H21A | −0.2658 | 0.2373 | 0.1473 | 0.030* | |
C22 | −0.2844 (5) | 0.1540 (4) | 0.3105 (3) | 0.0247 (8) | |
H22B | −0.3623 | 0.2473 | 0.3306 | 0.030* | |
C23 | −0.2292 (4) | 0.0252 (3) | 0.3918 (3) | 0.0206 (7) | |
C24 | −0.1193 (5) | −0.1075 (4) | 0.3548 (3) | 0.0252 (8) | |
H24A | −0.0794 | −0.1997 | 0.4062 | 0.030* | |
C25 | −0.0687 (5) | −0.1053 (4) | 0.2447 (3) | 0.0250 (8) | |
H25A | 0.0059 | −0.1980 | 0.2223 | 0.030* | |
C26 | −0.2590 (5) | −0.0958 (4) | 0.7025 (3) | 0.0292 (8) | |
H26A | −0.2170 | −0.1869 | 0.7547 | 0.035* | |
C27 | −0.2179 (5) | −0.1029 (4) | 0.5913 (3) | 0.0257 (8) | |
H27A | −0.1485 | −0.1969 | 0.5692 | 0.031* | |
C28 | −0.2778 (4) | 0.0269 (4) | 0.5120 (3) | 0.0204 (7) | |
C29 | −0.3809 (5) | 0.1597 (4) | 0.5512 (3) | 0.0267 (8) | |
H29A | −0.4276 | 0.2518 | 0.5007 | 0.032* | |
C210 | −0.4155 (5) | 0.1574 (4) | 0.6640 (3) | 0.0288 (8) | |
H21B | −0.4862 | 0.2495 | 0.6884 | 0.035* | |
C31 | 0.3174 (5) | 0.5157 (3) | 0.2074 (3) | 0.0235 (7) | |
C32 | 0.1736 (4) | 0.5057 (3) | 0.3090 (3) | 0.0214 (7) | |
C33 | 0.2309 (4) | 0.5086 (3) | 0.4112 (3) | 0.0218 (7) | |
H33A | 0.3627 | 0.5136 | 0.4187 | 0.026* | |
C34 | 0.0979 (4) | 0.5043 (3) | 0.5060 (3) | 0.0197 (7) | |
C35 | 0.1538 (4) | 0.5079 (3) | 0.6127 (3) | 0.0231 (7) | |
H35A | 0.2848 | 0.5136 | 0.6217 | 0.028* | |
C36 | 0.0226 (4) | 0.5031 (3) | 0.7024 (3) | 0.0228 (7) | |
H36A | 0.0629 | 0.5058 | 0.7730 | 0.027* | |
O4W | 0.3739 (3) | 0.3226 (3) | −0.0310 (2) | 0.0286 (6) | |
H4A | 0.398 (5) | 0.374 (3) | −0.0914 (18) | 0.043 (5)* | |
H4B | 0.348 (5) | 0.375 (3) | 0.018 (2) | 0.043 (5)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0230 (3) | 0.0211 (4) | 0.0169 (4) | −0.0046 (2) | −0.0009 (2) | −0.0017 (3) |
O11 | 0.0271 (13) | 0.0221 (13) | 0.0323 (14) | −0.0069 (10) | −0.0026 (10) | −0.0019 (11) |
O12 | 0.0288 (13) | 0.0363 (16) | 0.0228 (14) | 0.0012 (10) | −0.0046 (10) | −0.0132 (12) |
O311 | 0.0297 (12) | 0.0347 (15) | 0.0214 (13) | −0.0049 (10) | −0.0025 (10) | −0.0066 (11) |
O312 | 0.0227 (12) | 0.0354 (14) | 0.0246 (13) | −0.0062 (10) | 0.0005 (9) | −0.0023 (11) |
N21 | 0.0231 (13) | 0.0184 (15) | 0.0194 (15) | −0.0064 (11) | −0.0003 (11) | −0.0021 (12) |
N22 | 0.0289 (15) | 0.0308 (17) | 0.0214 (15) | −0.0093 (12) | −0.0024 (12) | −0.0061 (13) |
C21 | 0.0281 (17) | 0.0236 (19) | 0.0197 (18) | −0.0052 (14) | −0.0021 (13) | 0.0001 (15) |
C22 | 0.0270 (17) | 0.0203 (19) | 0.0242 (19) | −0.0021 (13) | −0.0001 (14) | −0.0043 (15) |
C23 | 0.0215 (16) | 0.0215 (19) | 0.0218 (18) | −0.0103 (13) | −0.0011 (13) | −0.0042 (15) |
C24 | 0.0336 (18) | 0.0197 (18) | 0.0191 (18) | −0.0056 (14) | −0.0003 (14) | 0.0013 (14) |
C25 | 0.0312 (18) | 0.0212 (19) | 0.0199 (18) | −0.0036 (14) | −0.0007 (14) | −0.0022 (15) |
C26 | 0.0336 (19) | 0.029 (2) | 0.023 (2) | −0.0074 (15) | −0.0033 (14) | −0.0014 (16) |
C27 | 0.0287 (17) | 0.0218 (19) | 0.0252 (19) | −0.0047 (13) | −0.0011 (14) | −0.0038 (15) |
C28 | 0.0216 (15) | 0.0218 (18) | 0.0194 (17) | −0.0096 (13) | −0.0013 (13) | −0.0018 (14) |
C29 | 0.0333 (19) | 0.020 (2) | 0.0242 (19) | −0.0039 (14) | −0.0043 (14) | −0.0022 (15) |
C210 | 0.0333 (19) | 0.027 (2) | 0.0247 (19) | −0.0033 (15) | −0.0025 (15) | −0.0080 (16) |
C31 | 0.0300 (18) | 0.0143 (17) | 0.0228 (19) | −0.0019 (13) | −0.0016 (14) | −0.0006 (14) |
C32 | 0.0245 (17) | 0.0157 (17) | 0.0232 (18) | −0.0047 (13) | −0.0013 (13) | −0.0021 (14) |
C33 | 0.0228 (16) | 0.0145 (17) | 0.0257 (19) | −0.0043 (12) | −0.0029 (13) | 0.0017 (14) |
C34 | 0.0243 (15) | 0.0136 (17) | 0.0206 (17) | −0.0060 (12) | −0.0047 (13) | 0.0015 (13) |
C35 | 0.0228 (16) | 0.0180 (18) | 0.0289 (19) | −0.0068 (13) | −0.0010 (14) | −0.0030 (15) |
C36 | 0.0289 (17) | 0.0181 (18) | 0.0198 (18) | −0.0040 (13) | −0.0063 (14) | −0.0005 (14) |
O4W | 0.0328 (13) | 0.0295 (15) | 0.0241 (14) | −0.0097 (11) | 0.0056 (11) | −0.0076 (11) |
Geometric parameters (Å, º) top
Co1—O12 | 2.070 (2) | C25—H25A | 0.9500 |
Co1—O11 | 2.124 (2) | C26—C27 | 1.385 (5) |
Co1—N21 | 2.153 (3) | C26—H26A | 0.9500 |
O11—H11A | 0.837 (17) | C27—C28 | 1.388 (4) |
O11—H11B | 0.835 (17) | C27—H27A | 0.9500 |
O12—H12A | 0.832 (17) | C28—C29 | 1.394 (4) |
O12—H12B | 0.829 (18) | C29—C210 | 1.386 (5) |
O311—C31 | 1.257 (4) | C29—H29A | 0.9500 |
O312—C31 | 1.256 (4) | C210—H21B | 0.9500 |
N21—C25 | 1.340 (4) | C31—C32 | 1.529 (4) |
N21—C21 | 1.343 (4) | C32—C33 | 1.371 (5) |
N22—C26 | 1.340 (4) | C32—C36i | 1.419 (4) |
N22—C210 | 1.343 (4) | C33—C34 | 1.418 (4) |
C21—C22 | 1.382 (4) | C33—H33A | 0.9500 |
C21—H21A | 0.9500 | C34—C34i | 1.416 (6) |
C22—C23 | 1.392 (4) | C34—C35 | 1.423 (4) |
C22—H22B | 0.9500 | C35—C36 | 1.365 (4) |
C23—C24 | 1.392 (4) | C35—H35A | 0.9500 |
C23—C28 | 1.490 (4) | C36—H36A | 0.9500 |
C24—C25 | 1.368 (4) | O4W—H4A | 0.833 (18) |
C24—H24A | 0.9500 | O4W—H4B | 0.828 (18) |
| | | |
O12—Co1—O12ii | 180.0 | N21—C25—C24 | 124.2 (3) |
O12—Co1—O11 | 91.04 (9) | N21—C25—H25A | 117.9 |
O12ii—Co1—O11 | 88.96 (9) | C24—C25—H25A | 117.9 |
O12—Co1—O11ii | 88.96 (9) | N22—C26—C27 | 123.7 (3) |
O12ii—Co1—O11ii | 91.04 (9) | N22—C26—H26A | 118.1 |
O11—Co1—O11ii | 180.0 | C27—C26—H26A | 118.1 |
O12—Co1—N21 | 89.34 (9) | C26—C27—C28 | 120.2 (3) |
O12ii—Co1—N21 | 90.66 (9) | C26—C27—H27A | 119.9 |
O11—Co1—N21 | 87.41 (9) | C28—C27—H27A | 119.9 |
O11ii—Co1—N21 | 92.59 (9) | C27—C28—C29 | 116.3 (3) |
O12—Co1—N21ii | 90.66 (9) | C27—C28—C23 | 121.7 (3) |
O12ii—Co1—N21ii | 89.34 (9) | C29—C28—C23 | 122.0 (3) |
O11—Co1—N21ii | 92.59 (9) | C210—C29—C28 | 120.0 (3) |
O11ii—Co1—N21ii | 87.41 (9) | C210—C29—H29A | 120.0 |
N21—Co1—N21ii | 180.00 (13) | C28—C29—H29A | 120.0 |
Co1—O11—H11A | 121 (2) | N22—C210—C29 | 123.7 (3) |
Co1—O11—H11B | 126 (2) | N22—C210—H21B | 118.2 |
H11A—O11—H11B | 108 (2) | C29—C210—H21B | 118.2 |
Co1—O12—H12A | 128 (2) | O312—C31—O311 | 126.3 (3) |
Co1—O12—H12B | 120 (2) | O312—C31—C32 | 117.0 (3) |
H12A—O12—H12B | 111 (2) | O311—C31—C32 | 116.8 (3) |
C25—N21—C21 | 116.2 (3) | C33—C32—C36i | 119.4 (3) |
C25—N21—Co1 | 117.7 (2) | C33—C32—C31 | 120.6 (3) |
C21—N21—Co1 | 126.0 (2) | C36i—C32—C31 | 120.0 (3) |
C26—N22—C210 | 116.1 (3) | C32—C33—C34 | 121.5 (3) |
N21—C21—C22 | 123.0 (3) | C32—C33—H33A | 119.2 |
N21—C21—H21A | 118.5 | C34—C33—H33A | 119.2 |
C22—C21—H21A | 118.5 | C34i—C34—C33 | 118.8 (4) |
C21—C22—C23 | 120.5 (3) | C34i—C34—C35 | 118.7 (3) |
C21—C22—H22B | 119.7 | C33—C34—C35 | 122.5 (3) |
C23—C22—H22B | 119.7 | C36—C35—C34 | 121.1 (3) |
C24—C23—C22 | 115.9 (3) | C36—C35—H35A | 119.4 |
C24—C23—C28 | 121.0 (3) | C34—C35—H35A | 119.4 |
C22—C23—C28 | 123.1 (3) | C35—C36—C32i | 120.4 (3) |
C25—C24—C23 | 120.1 (3) | C35—C36—H36A | 119.8 |
C25—C24—H24A | 119.9 | C32i—C36—H36A | 119.8 |
C23—C24—H24A | 119.9 | H4A—O4W—H4B | 110 (2) |
| | | |
O12—Co1—N21—C25 | 125.6 (2) | C26—C27—C28—C23 | 177.5 (3) |
O12ii—Co1—N21—C25 | −54.4 (2) | C24—C23—C28—C27 | −0.7 (4) |
O11—Co1—N21—C25 | −143.3 (2) | C22—C23—C28—C27 | −179.0 (3) |
O11ii—Co1—N21—C25 | 36.7 (2) | C24—C23—C28—C29 | 177.5 (3) |
O12—Co1—N21—C21 | −58.7 (2) | C22—C23—C28—C29 | −0.8 (4) |
O12ii—Co1—N21—C21 | 121.3 (2) | C27—C28—C29—C210 | 1.0 (4) |
O11—Co1—N21—C21 | 32.4 (2) | C23—C28—C29—C210 | −177.3 (3) |
O11ii—Co1—N21—C21 | −147.6 (2) | C26—N22—C210—C29 | −1.3 (5) |
C25—N21—C21—C22 | 1.0 (4) | C28—C29—C210—N22 | 0.0 (5) |
Co1—N21—C21—C22 | −174.8 (2) | O312—C31—C32—C33 | 4.0 (4) |
N21—C21—C22—C23 | 0.5 (5) | O311—C31—C32—C33 | −175.7 (3) |
C21—C22—C23—C24 | −1.5 (4) | O312—C31—C32—C36i | −177.5 (3) |
C21—C22—C23—C28 | 176.8 (3) | O311—C31—C32—C36i | 2.8 (4) |
C22—C23—C24—C25 | 1.2 (5) | C36i—C32—C33—C34 | −0.5 (5) |
C28—C23—C24—C25 | −177.2 (3) | C31—C32—C33—C34 | 178.0 (3) |
C21—N21—C25—C24 | −1.3 (5) | C32—C33—C34—C34i | 0.4 (5) |
Co1—N21—C25—C24 | 174.8 (2) | C32—C33—C34—C35 | −179.7 (3) |
C23—C24—C25—N21 | 0.2 (5) | C34i—C34—C35—C36 | 0.0 (5) |
C210—N22—C26—C27 | 1.6 (5) | C33—C34—C35—C36 | −179.8 (3) |
N22—C26—C27—C28 | −0.5 (5) | C34—C35—C36—C32i | 0.1 (5) |
C26—C27—C28—C29 | −0.8 (4) | | |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x, −y, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O11—H11A···O4W | 0.84 (2) | 1.96 (2) | 2.785 (3) | 169 (3) |
O11—H11B···O311iii | 0.84 (2) | 1.92 (2) | 2.754 (3) | 175 (4) |
O12—H12A···O4Wiv | 0.83 (2) | 2.00 (2) | 2.798 (3) | 162 (3) |
O12—H12B···N22v | 0.83 (2) | 1.95 (2) | 2.772 (4) | 170 (4) |
O4W—H4A···O312vi | 0.83 (2) | 1.95 (2) | 2.767 (3) | 169 (4) |
O4W—H4B···O311 | 0.83 (2) | 1.93 (2) | 2.750 (3) | 170 (4) |
Symmetry codes: (iii) −x, −y+1, −z; (iv) x−1, y, z; (v) x, y, z−1; (vi) −x+1, −y+1, −z. |