Acta Cryst. (2009). E65, m486 [ doi:10.1107/S1600536809011337 ]
![[mu]](/logos/entities/mu_rmgif.gif)
-dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarboxylato-![[kappa]](/logos/entities/kappa_rmgif.gif)
2O2:O6)bis[bis(1,10-phenanthroline-2N,N')cobalt(II)] dimethylformamide disolvateThe asymmetric unit of the title compound, [Co2(C10H2O4S3)2(C12H8N2)4]·2C3H7NO, contains one half of the formula unit, with the rest generated by inversion. The cobalt ion sits in a slightly distorted octahedral environment and is ligated to four N atoms of two 1,10-phenanthroline molecules and to two O atoms of two dithieno[3,2-b:2',3'-d]thiophene-2,6-dicarboxylate anions. The anions act as bridges between the CoII centers.
The title compound was prepared using a hydrothermal method. A mixture of cobalt nitrate pentahydrate (1.7 mmol), dithieno[3,2 - b:2',3'-d]thiophene-2,6-dicarboxylic acid (1.8 mmol) and 1,10-phenanthroline (5 mmol) were added to a vial containing DMF (1 ml) and EtOH (0.2 ml). The vial was capped and set in an oven at 105°C for 2 d. The vial was slowly cooled to room temperature to yield pink gem-like crystals.
Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXTL (Sheldrick, 2008b); program(s) used to refine structure: SHELXTL (Sheldrick, 2008b); molecular graphics: SHELXTL (Sheldrick, 2008b); software used to prepare material for publication: SHELXTL (Sheldrick, 2008b).
![[Figure 1]](./pk2151fig1thm.gif)
| Fig. 1. A perspective drawing of the contents of the asymmetric unit for [Co(C12H8N2)2(C10H2O4S3)]2 -2 DMF. Non-hydrogen atoms are represented by 50% probability ellipsoids. |
![[Figure 2]](./pk2151fig2thm.gif)
| Fig. 2. A perspective drawing of the dimeric unit for [Co(C12H8N2)2(C10H2O4S3)]2 -2 DMF. Cobalt and sulfur atoms are represented by large shaded and dotted spheres, oxygen and nitrogen atoms by medium-sized shaded spheres and carbon and hydrogen atoms by medium and small open spheres, respectively. |
![[Figure 3]](./pk2151fig3thm.gif)
| Fig. 3. A projection down the a-axis of the unit cell in crystalline [Co(C12H8N2)2(C10H2O4S3)]2 – 2 DMF with atoms represented as in Figure 2. Hydrogen atoms have been omitted for clarity. |
| [Co2(C10H2O4S3)2(C12H8N2)4]·2C3H7NO | Z = 1 |
| Mr = 1549.52 | F(000) = 794 |
| Triclinic, P1 | Dx = 1.545 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
| a = 9.884 (3) Å | Cell parameters from 2172 reflections |
| b = 11.492 (3) Å | θ = 3.9–22.9° |
| c = 15.215 (4) Å | µ = 0.76 mm−1 |
| α = 91.173 (3)° | T = 193 K |
| β = 105.065 (3)° | Gem, pink |
| γ = 93.057 (3)° | 0.12 × 0.10 × 0.04 mm |
| V = 1665.4 (7) Å3 |
| Bruker APEX CCD diffractometer | 7532 independent reflections |
| Radiation source: fine-focus sealed tube | 5496 reflections with I > 2σ(I) |
| graphite | Rint = 0.045 |
| φ and ω scans | θmax = 27.5°, θmin = 3.9° |
| Absorption correction: multi-scan (SADABS; Sheldrick, 2008a) | h = −12→12 |
| Tmin = 0.828, Tmax = 0.970 | k = −14→14 |
| 15360 measured reflections | l = −19→19 |
| 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)] = 0.062 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.133 | H-atom parameters constrained |
| S = 1.06 | w = 1/[σ2(Fo2) + (0.0536P)2 + 0.6813P] where P = (Fo2 + 2Fc2)/3 |
| 7532 reflections | (Δ/σ)max = 0.001 |
| 462 parameters | Δρmax = 0.62 e Å−3 |
| 0 restraints | Δρmin = −0.44 e Å−3 |
| [Co2(C10H2O4S3)2(C12H8N2)4]·2C3H7NO | γ = 93.057 (3)° |
| Mr = 1549.52 | V = 1665.4 (7) Å3 |
| Triclinic, P1 | Z = 1 |
| a = 9.884 (3) Å | Mo Kα radiation |
| b = 11.492 (3) Å | µ = 0.76 mm−1 |
| c = 15.215 (4) Å | T = 193 K |
| α = 91.173 (3)° | 0.12 × 0.10 × 0.04 mm |
| β = 105.065 (3)° |
| Bruker APEX CCD diffractometer | 7532 independent reflections |
| Absorption correction: multi-scan (SADABS; Sheldrick, 2008a) | 5496 reflections with I > 2σ(I) |
| Tmin = 0.828, Tmax = 0.970 | Rint = 0.045 |
| 15360 measured reflections | θmax = 27.5° |
| R[F2 > 2σ(F2)] = 0.062 | H-atom parameters constrained |
| wR(F2) = 0.133 | Δρmax = 0.62 e Å−3 |
| S = 1.06 | Δρmin = −0.44 e Å−3 |
| 7532 reflections | Absolute structure: ? |
| 462 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
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 > 2σ(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 | −0.34999 (5) | −0.24482 (4) | 0.79340 (3) | 0.02013 (13) | |
| S1 | −0.04501 (10) | −0.25459 (8) | 0.52827 (6) | 0.0281 (2) | |
| S2 | 0.25186 (10) | 0.02620 (8) | 0.60913 (6) | 0.0299 (2) | |
| S3 | 0.14365 (9) | −0.13442 (8) | 0.34898 (6) | 0.0240 (2) | |
| O1 | −0.1611 (2) | −0.2315 (2) | 0.75483 (15) | 0.0264 (6) | |
| O2 | −0.2189 (3) | −0.3579 (3) | 0.63494 (19) | 0.0516 (9) | |
| O3 | 0.2470 (3) | −0.0587 (2) | 0.19493 (16) | 0.0291 (6) | |
| O4 | 0.3956 (2) | 0.0885 (2) | 0.26610 (16) | 0.0257 (5) | |
| N1 | −0.5146 (3) | −0.2245 (3) | 0.86423 (19) | 0.0248 (6) | |
| N2 | −0.2355 (3) | −0.1859 (2) | 0.92703 (18) | 0.0238 (6) | |
| N3 | −0.4950 (3) | −0.3311 (2) | 0.67959 (19) | 0.0227 (6) | |
| N4 | −0.3249 (3) | −0.4266 (3) | 0.82227 (19) | 0.0249 (6) | |
| C1 | −0.1500 (4) | −0.2735 (3) | 0.6790 (2) | 0.0279 (8) | |
| C2 | −0.0441 (4) | −0.2122 (3) | 0.6389 (2) | 0.0239 (7) | |
| C3 | 0.0813 (3) | −0.1463 (3) | 0.5260 (2) | 0.0233 (7) | |
| C4 | 0.1506 (3) | −0.1030 (3) | 0.4618 (2) | 0.0217 (7) | |
| C5 | 0.2701 (3) | −0.0221 (3) | 0.3501 (2) | 0.0223 (7) | |
| C6 | 0.3144 (4) | 0.0356 (3) | 0.4327 (2) | 0.0256 (8) | |
| H6 | 0.3829 | 0.0992 | 0.4458 | 0.031* | |
| C7 | 0.2462 (4) | −0.0108 (3) | 0.4965 (2) | 0.0247 (8) | |
| C8 | 0.1232 (4) | −0.0842 (3) | 0.6088 (2) | 0.0238 (7) | |
| C9 | 0.0504 (4) | −0.1213 (3) | 0.6728 (2) | 0.0246 (8) | |
| H9 | 0.0655 | −0.0870 | 0.7321 | 0.030* | |
| C10 | 0.3060 (4) | 0.0040 (3) | 0.2626 (2) | 0.0222 (7) | |
| C11 | −0.6518 (4) | −0.2416 (3) | 0.8323 (3) | 0.0340 (9) | |
| H11 | −0.6881 | −0.2719 | 0.7717 | 0.041* | |
| C12 | −0.7471 (4) | −0.2171 (4) | 0.8838 (3) | 0.0442 (11) | |
| H12 | −0.8453 | −0.2314 | 0.8588 | 0.053* | |
| C13 | −0.6955 (4) | −0.1725 (4) | 0.9702 (3) | 0.0467 (11) | |
| H13 | −0.7585 | −0.1541 | 1.0054 | 0.056* | |
| C14 | −0.5511 (4) | −0.1535 (4) | 1.0079 (3) | 0.0367 (10) | |
| C15 | −0.4884 (5) | −0.1077 (4) | 1.0981 (3) | 0.0436 (11) | |
| H15 | −0.5470 | −0.0860 | 1.1355 | 0.052* | |
| C16 | −0.3495 (5) | −0.0947 (4) | 1.1308 (3) | 0.0426 (11) | |
| H16 | −0.3112 | −0.0672 | 1.1920 | 0.051* | |
| C17 | −0.2559 (4) | −0.1213 (3) | 1.0757 (2) | 0.0293 (8) | |
| C18 | −0.1105 (4) | −0.1083 (4) | 1.1059 (3) | 0.0380 (10) | |
| H18 | −0.0664 | −0.0832 | 1.1670 | 0.046* | |
| C19 | −0.0319 (4) | −0.1316 (4) | 1.0472 (3) | 0.0466 (11) | |
| H19 | 0.0676 | −0.1220 | 1.0669 | 0.056* | |
| C20 | −0.0977 (4) | −0.1699 (4) | 0.9581 (3) | 0.0387 (10) | |
| H20 | −0.0411 | −0.1851 | 0.9179 | 0.046* | |
| C21 | −0.3148 (4) | −0.1624 (3) | 0.9851 (2) | 0.0227 (7) | |
| C22 | −0.4630 (4) | −0.1814 (3) | 0.9514 (2) | 0.0260 (8) | |
| C23 | −0.5794 (4) | −0.2829 (3) | 0.6092 (2) | 0.0286 (8) | |
| H23 | −0.5839 | −0.2005 | 0.6101 | 0.034* | |
| C24 | −0.6620 (4) | −0.3476 (3) | 0.5338 (3) | 0.0336 (9) | |
| H24 | −0.7200 | −0.3093 | 0.4845 | 0.040* | |
| C25 | −0.6588 (4) | −0.4672 (3) | 0.5312 (3) | 0.0334 (9) | |
| H25 | −0.7151 | −0.5124 | 0.4806 | 0.040* | |
| C26 | −0.5707 (4) | −0.5212 (3) | 0.6049 (2) | 0.0280 (8) | |
| C27 | −0.5593 (4) | −0.6450 (3) | 0.6079 (3) | 0.0334 (9) | |
| H27 | −0.6145 | −0.6943 | 0.5594 | 0.040* | |
| C28 | −0.4704 (4) | −0.6915 (3) | 0.6793 (3) | 0.0372 (9) | |
| H28 | −0.4630 | −0.7736 | 0.6798 | 0.045* | |
| C29 | −0.3870 (4) | −0.6208 (3) | 0.7541 (3) | 0.0304 (8) | |
| C30 | −0.2932 (5) | −0.6661 (4) | 0.8302 (3) | 0.0419 (10) | |
| H30 | −0.2806 | −0.7474 | 0.8334 | 0.050* | |
| C31 | −0.2213 (5) | −0.5919 (4) | 0.8988 (3) | 0.0447 (11) | |
| H31 | −0.1583 | −0.6211 | 0.9507 | 0.054* | |
| C32 | −0.2397 (4) | −0.4726 (3) | 0.8932 (3) | 0.0338 (9) | |
| H32 | −0.1890 | −0.4222 | 0.9424 | 0.041* | |
| C33 | −0.3986 (3) | −0.5003 (3) | 0.7537 (2) | 0.0238 (7) | |
| C34 | −0.4911 (3) | −0.4491 (3) | 0.6776 (2) | 0.0233 (7) | |
| O5 | −0.0843 (5) | −0.5229 (5) | 1.1015 (3) | 0.1188 (19) | |
| N5 | −0.1221 (5) | −0.4568 (4) | 1.2325 (3) | 0.0676 (13) | |
| C35 | −0.0501 (6) | −0.5057 (5) | 1.1833 (4) | 0.0686 (16) | |
| H35 | 0.0390 | −0.5308 | 1.2149 | 0.082* | |
| C36 | −0.0661 (9) | −0.4434 (7) | 1.3303 (5) | 0.124 (3) | |
| H36A | 0.0319 | −0.4643 | 1.3471 | 0.186* | |
| H36B | −0.1212 | −0.4946 | 1.3604 | 0.186* | |
| H36C | −0.0712 | −0.3622 | 1.3495 | 0.186* | |
| C37 | −0.2573 (9) | −0.4182 (8) | 1.1872 (7) | 0.170 (5) | |
| H37A | −0.2657 | −0.4150 | 1.1217 | 0.255* | |
| H37B | −0.2679 | −0.3404 | 1.2112 | 0.255* | |
| H37C | −0.3307 | −0.4727 | 1.1976 | 0.255* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Co1 | 0.0232 (2) | 0.0210 (2) | 0.0178 (2) | −0.00021 (18) | 0.00842 (19) | −0.00068 (18) |
| S1 | 0.0325 (5) | 0.0338 (5) | 0.0213 (4) | −0.0060 (4) | 0.0147 (4) | −0.0054 (4) |
| S2 | 0.0367 (5) | 0.0334 (5) | 0.0198 (4) | −0.0072 (4) | 0.0100 (4) | −0.0036 (4) |
| S3 | 0.0295 (5) | 0.0259 (5) | 0.0189 (4) | −0.0025 (4) | 0.0112 (4) | −0.0011 (3) |
| O1 | 0.0304 (14) | 0.0321 (14) | 0.0205 (12) | 0.0009 (11) | 0.0143 (10) | −0.0038 (10) |
| O2 | 0.0568 (19) | 0.061 (2) | 0.0436 (17) | −0.0321 (16) | 0.0342 (15) | −0.0298 (15) |
| O3 | 0.0367 (15) | 0.0282 (14) | 0.0248 (13) | −0.0034 (11) | 0.0138 (11) | −0.0016 (11) |
| O4 | 0.0277 (13) | 0.0236 (13) | 0.0267 (13) | −0.0027 (10) | 0.0100 (11) | 0.0006 (10) |
| N1 | 0.0247 (16) | 0.0279 (16) | 0.0238 (15) | 0.0022 (13) | 0.0097 (12) | 0.0041 (13) |
| N2 | 0.0271 (16) | 0.0276 (16) | 0.0195 (14) | 0.0024 (13) | 0.0110 (12) | −0.0021 (12) |
| N3 | 0.0243 (15) | 0.0230 (15) | 0.0233 (15) | 0.0036 (12) | 0.0099 (12) | 0.0011 (12) |
| N4 | 0.0266 (16) | 0.0265 (16) | 0.0220 (15) | 0.0010 (13) | 0.0074 (13) | 0.0016 (12) |
| C1 | 0.0288 (19) | 0.033 (2) | 0.0245 (18) | 0.0010 (16) | 0.0126 (15) | −0.0031 (16) |
| C2 | 0.0273 (19) | 0.0296 (19) | 0.0173 (17) | 0.0050 (15) | 0.0099 (14) | −0.0002 (14) |
| C3 | 0.0249 (18) | 0.0282 (19) | 0.0182 (17) | 0.0029 (15) | 0.0080 (14) | −0.0008 (14) |
| C4 | 0.0257 (18) | 0.0251 (18) | 0.0160 (16) | 0.0022 (14) | 0.0083 (14) | −0.0010 (14) |
| C5 | 0.0243 (18) | 0.0214 (18) | 0.0236 (18) | 0.0006 (14) | 0.0106 (14) | 0.0033 (14) |
| C6 | 0.0278 (19) | 0.0266 (19) | 0.0241 (18) | −0.0002 (15) | 0.0102 (15) | 0.0007 (15) |
| C7 | 0.0301 (19) | 0.0272 (19) | 0.0171 (17) | 0.0013 (15) | 0.0068 (15) | 0.0013 (14) |
| C8 | 0.0265 (18) | 0.0259 (19) | 0.0209 (17) | 0.0024 (15) | 0.0094 (14) | 0.0006 (14) |
| C9 | 0.0304 (19) | 0.029 (2) | 0.0172 (17) | 0.0053 (15) | 0.0101 (15) | −0.0002 (14) |
| C10 | 0.0259 (18) | 0.0206 (18) | 0.0224 (17) | 0.0062 (14) | 0.0096 (14) | 0.0022 (14) |
| C11 | 0.028 (2) | 0.043 (2) | 0.032 (2) | 0.0019 (17) | 0.0105 (17) | 0.0071 (18) |
| C12 | 0.023 (2) | 0.066 (3) | 0.050 (3) | 0.005 (2) | 0.0181 (19) | 0.015 (2) |
| C13 | 0.041 (3) | 0.067 (3) | 0.043 (3) | 0.014 (2) | 0.029 (2) | 0.015 (2) |
| C14 | 0.038 (2) | 0.049 (3) | 0.032 (2) | 0.0103 (19) | 0.0219 (18) | 0.0091 (19) |
| C15 | 0.050 (3) | 0.058 (3) | 0.034 (2) | 0.013 (2) | 0.029 (2) | 0.001 (2) |
| C16 | 0.061 (3) | 0.052 (3) | 0.021 (2) | 0.007 (2) | 0.022 (2) | −0.0047 (19) |
| C17 | 0.041 (2) | 0.029 (2) | 0.0204 (18) | 0.0060 (17) | 0.0119 (16) | 0.0000 (15) |
| C18 | 0.044 (2) | 0.047 (3) | 0.0199 (19) | 0.000 (2) | 0.0032 (17) | −0.0091 (17) |
| C19 | 0.028 (2) | 0.069 (3) | 0.038 (2) | 0.000 (2) | 0.0030 (18) | −0.015 (2) |
| C20 | 0.026 (2) | 0.062 (3) | 0.029 (2) | 0.0007 (19) | 0.0116 (17) | −0.0158 (19) |
| C21 | 0.0307 (19) | 0.0239 (18) | 0.0172 (16) | 0.0051 (15) | 0.0122 (14) | 0.0034 (14) |
| C22 | 0.036 (2) | 0.0265 (19) | 0.0222 (18) | 0.0059 (16) | 0.0177 (16) | 0.0047 (15) |
| C23 | 0.027 (2) | 0.031 (2) | 0.0272 (19) | 0.0044 (16) | 0.0061 (16) | 0.0001 (16) |
| C24 | 0.031 (2) | 0.041 (2) | 0.027 (2) | 0.0062 (17) | 0.0031 (16) | −0.0017 (17) |
| C25 | 0.029 (2) | 0.040 (2) | 0.028 (2) | 0.0009 (17) | 0.0030 (16) | −0.0128 (17) |
| C26 | 0.0243 (19) | 0.030 (2) | 0.030 (2) | −0.0011 (15) | 0.0083 (16) | −0.0049 (16) |
| C27 | 0.033 (2) | 0.029 (2) | 0.037 (2) | −0.0042 (17) | 0.0096 (18) | −0.0117 (17) |
| C28 | 0.042 (2) | 0.023 (2) | 0.047 (3) | 0.0001 (17) | 0.015 (2) | −0.0041 (18) |
| C29 | 0.035 (2) | 0.0230 (19) | 0.035 (2) | −0.0001 (16) | 0.0111 (17) | −0.0020 (16) |
| C30 | 0.051 (3) | 0.026 (2) | 0.046 (3) | 0.0064 (19) | 0.006 (2) | 0.0097 (19) |
| C31 | 0.052 (3) | 0.034 (2) | 0.041 (2) | 0.010 (2) | −0.004 (2) | 0.0101 (19) |
| C32 | 0.039 (2) | 0.033 (2) | 0.026 (2) | 0.0019 (18) | 0.0020 (17) | 0.0033 (17) |
| C33 | 0.0207 (17) | 0.0244 (19) | 0.0270 (18) | −0.0025 (14) | 0.0086 (14) | 0.0006 (15) |
| C34 | 0.0222 (18) | 0.0282 (19) | 0.0221 (18) | 0.0018 (14) | 0.0102 (14) | −0.0005 (15) |
| O5 | 0.089 (3) | 0.206 (6) | 0.052 (3) | −0.016 (3) | 0.009 (2) | −0.025 (3) |
| N5 | 0.074 (3) | 0.068 (3) | 0.079 (3) | 0.007 (2) | 0.051 (3) | 0.009 (3) |
| C35 | 0.058 (3) | 0.099 (5) | 0.047 (3) | −0.001 (3) | 0.013 (3) | −0.003 (3) |
| C36 | 0.173 (8) | 0.134 (7) | 0.085 (5) | −0.032 (6) | 0.080 (5) | −0.041 (5) |
| C37 | 0.134 (7) | 0.193 (10) | 0.247 (11) | 0.103 (7) | 0.136 (8) | 0.151 (9) |
| Co1—O4i | 2.047 (2) | C15—C16 | 1.332 (6) |
| Co1—O1 | 2.097 (2) | C15—H15 | 0.9500 |
| Co1—N3 | 2.127 (3) | C16—C17 | 1.440 (5) |
| Co1—N2 | 2.130 (3) | C16—H16 | 0.9500 |
| Co1—N4 | 2.158 (3) | C17—C18 | 1.389 (5) |
| Co1—N1 | 2.192 (3) | C17—C21 | 1.411 (5) |
| S1—C3 | 1.722 (3) | C18—C19 | 1.359 (6) |
| S1—C2 | 1.740 (3) | C18—H18 | 0.9500 |
| S2—C7 | 1.743 (3) | C19—C20 | 1.393 (5) |
| S2—C8 | 1.747 (4) | C19—H19 | 0.9500 |
| S3—C4 | 1.730 (3) | C20—H20 | 0.9500 |
| S3—C5 | 1.744 (3) | C21—C22 | 1.424 (5) |
| O1—C1 | 1.274 (4) | C23—C24 | 1.396 (5) |
| O2—C1 | 1.233 (4) | C23—H23 | 0.9500 |
| O3—C10 | 1.238 (4) | C24—C25 | 1.376 (5) |
| O4—C10 | 1.270 (4) | C24—H24 | 0.9500 |
| O4—Co1i | 2.047 (2) | C25—C26 | 1.407 (5) |
| N1—C11 | 1.319 (5) | C25—H25 | 0.9500 |
| N1—C22 | 1.363 (4) | C26—C34 | 1.403 (5) |
| N2—C20 | 1.322 (5) | C26—C27 | 1.434 (5) |
| N2—C21 | 1.356 (4) | C27—C28 | 1.347 (6) |
| N3—C23 | 1.327 (4) | C27—H27 | 0.9500 |
| N3—C34 | 1.359 (4) | C28—C29 | 1.428 (5) |
| N4—C32 | 1.323 (5) | C28—H28 | 0.9500 |
| N4—C33 | 1.356 (4) | C29—C33 | 1.395 (5) |
| C1—C2 | 1.496 (5) | C29—C30 | 1.411 (5) |
| C2—C9 | 1.361 (5) | C30—C31 | 1.354 (6) |
| C3—C8 | 1.390 (4) | C30—H30 | 0.9500 |
| C3—C4 | 1.415 (4) | C31—C32 | 1.394 (5) |
| C4—C7 | 1.380 (5) | C31—H31 | 0.9500 |
| C5—C6 | 1.363 (5) | C32—H32 | 0.9500 |
| C5—C10 | 1.496 (4) | C33—C34 | 1.435 (5) |
| C6—C7 | 1.415 (5) | O5—C35 | 1.212 (6) |
| C6—H6 | 0.9500 | N5—C35 | 1.297 (6) |
| C8—C9 | 1.412 (4) | N5—C37 | 1.434 (9) |
| C9—H9 | 0.9500 | N5—C36 | 1.448 (8) |
| C11—C12 | 1.409 (5) | C35—H35 | 0.9500 |
| C11—H11 | 0.9500 | C36—H36A | 0.9800 |
| C12—C13 | 1.358 (6) | C36—H36B | 0.9800 |
| C12—H12 | 0.9500 | C36—H36C | 0.9800 |
| C13—C14 | 1.397 (6) | C37—H37A | 0.9800 |
| C13—H13 | 0.9500 | C37—H37B | 0.9800 |
| C14—C22 | 1.417 (5) | C37—H37C | 0.9800 |
| C14—C15 | 1.427 (6) | ||
| O4i—Co1—O1 | 87.55 (9) | C14—C15—H15 | 119.3 |
| O4i—Co1—N3 | 89.33 (10) | C15—C16—C17 | 121.6 (4) |
| O1—Co1—N3 | 104.10 (10) | C15—C16—H16 | 119.2 |
| O4i—Co1—N2 | 100.37 (10) | C17—C16—H16 | 119.2 |
| O1—Co1—N2 | 88.27 (10) | C18—C17—C21 | 117.5 (3) |
| N3—Co1—N2 | 164.68 (11) | C18—C17—C16 | 124.2 (4) |
| O4i—Co1—N4 | 165.78 (10) | C21—C17—C16 | 118.3 (4) |
| O1—Co1—N4 | 91.40 (10) | C19—C18—C17 | 119.5 (4) |
| N3—Co1—N4 | 77.16 (11) | C19—C18—H18 | 120.3 |
| N2—Co1—N4 | 93.77 (11) | C17—C18—H18 | 120.3 |
| O4i—Co1—N1 | 89.40 (10) | C18—C19—C20 | 119.7 (4) |
| O1—Co1—N1 | 163.91 (10) | C18—C19—H19 | 120.1 |
| N3—Co1—N1 | 91.65 (11) | C20—C19—H19 | 120.1 |
| N2—Co1—N1 | 76.75 (11) | N2—C20—C19 | 122.9 (3) |
| N4—Co1—N1 | 95.35 (11) | N2—C20—H20 | 118.5 |
| C3—S1—C2 | 91.21 (16) | C19—C20—H20 | 118.5 |
| C7—S2—C8 | 90.49 (16) | N2—C21—C17 | 122.7 (3) |
| C4—S3—C5 | 90.95 (16) | N2—C21—C22 | 117.4 (3) |
| C1—O1—Co1 | 122.3 (2) | C17—C21—C22 | 120.0 (3) |
| C10—O4—Co1i | 124.4 (2) | N1—C22—C14 | 122.5 (3) |
| C11—N1—C22 | 118.2 (3) | N1—C22—C21 | 117.8 (3) |
| C11—N1—Co1 | 129.0 (2) | C14—C22—C21 | 119.7 (3) |
| C22—N1—Co1 | 112.7 (2) | N3—C23—C24 | 123.1 (4) |
| C20—N2—C21 | 117.7 (3) | N3—C23—H23 | 118.5 |
| C20—N2—Co1 | 127.0 (2) | C24—C23—H23 | 118.5 |
| C21—N2—Co1 | 115.3 (2) | C25—C24—C23 | 119.7 (4) |
| C23—N3—C34 | 117.7 (3) | C25—C24—H24 | 120.2 |
| C23—N3—Co1 | 127.6 (2) | C23—C24—H24 | 120.2 |
| C34—N3—Co1 | 114.5 (2) | C24—C25—C26 | 118.8 (3) |
| C32—N4—C33 | 117.7 (3) | C24—C25—H25 | 120.6 |
| C32—N4—Co1 | 128.3 (3) | C26—C25—H25 | 120.6 |
| C33—N4—Co1 | 113.7 (2) | C34—C26—C25 | 117.6 (3) |
| O2—C1—O1 | 126.8 (3) | C34—C26—C27 | 119.7 (3) |
| O2—C1—C2 | 116.9 (3) | C25—C26—C27 | 122.8 (3) |
| O1—C1—C2 | 116.3 (3) | C28—C27—C26 | 120.1 (4) |
| C9—C2—C1 | 130.4 (3) | C28—C27—H27 | 120.0 |
| C9—C2—S1 | 112.5 (2) | C26—C27—H27 | 120.0 |
| C1—C2—S1 | 116.9 (2) | C27—C28—C29 | 121.8 (4) |
| C8—C3—C4 | 112.3 (3) | C27—C28—H28 | 119.1 |
| C8—C3—S1 | 110.8 (2) | C29—C28—H28 | 119.1 |
| C4—C3—S1 | 136.9 (3) | C33—C29—C30 | 117.3 (3) |
| C7—C4—C3 | 112.8 (3) | C33—C29—C28 | 119.2 (3) |
| C7—C4—S3 | 111.1 (2) | C30—C29—C28 | 123.6 (4) |
| C3—C4—S3 | 136.1 (3) | C31—C30—C29 | 119.0 (4) |
| C6—C5—C10 | 129.3 (3) | C31—C30—H30 | 120.5 |
| C6—C5—S3 | 112.4 (2) | C29—C30—H30 | 120.5 |
| C10—C5—S3 | 118.1 (2) | C30—C31—C32 | 120.0 (4) |
| C5—C6—C7 | 111.8 (3) | C30—C31—H31 | 120.0 |
| C5—C6—H6 | 124.1 | C32—C31—H31 | 120.0 |
| C7—C6—H6 | 124.1 | N4—C32—C31 | 122.7 (4) |
| C4—C7—C6 | 113.7 (3) | N4—C32—H32 | 118.6 |
| C4—C7—S2 | 112.3 (2) | C31—C32—H32 | 118.6 |
| C6—C7—S2 | 134.0 (3) | N4—C33—C29 | 123.2 (3) |
| C3—C8—C9 | 113.7 (3) | N4—C33—C34 | 117.0 (3) |
| C3—C8—S2 | 112.1 (2) | C29—C33—C34 | 119.8 (3) |
| C9—C8—S2 | 134.2 (3) | N3—C34—C26 | 123.3 (3) |
| C2—C9—C8 | 111.7 (3) | N3—C34—C33 | 117.2 (3) |
| C2—C9—H9 | 124.1 | C26—C34—C33 | 119.5 (3) |
| C8—C9—H9 | 124.1 | C35—N5—C37 | 118.1 (6) |
| O3—C10—O4 | 126.7 (3) | C35—N5—C36 | 120.1 (6) |
| O3—C10—C5 | 117.4 (3) | C37—N5—C36 | 121.8 (6) |
| O4—C10—C5 | 115.9 (3) | O5—C35—N5 | 127.0 (6) |
| N1—C11—C12 | 123.1 (4) | O5—C35—H35 | 116.5 |
| N1—C11—H11 | 118.4 | N5—C35—H35 | 116.5 |
| C12—C11—H11 | 118.4 | N5—C36—H36A | 109.5 |
| C13—C12—C11 | 118.5 (4) | N5—C36—H36B | 109.5 |
| C13—C12—H12 | 120.7 | H36A—C36—H36B | 109.5 |
| C11—C12—H12 | 120.7 | N5—C36—H36C | 109.5 |
| C12—C13—C14 | 120.9 (4) | H36A—C36—H36C | 109.5 |
| C12—C13—H13 | 119.6 | H36B—C36—H36C | 109.5 |
| C14—C13—H13 | 119.6 | N5—C37—H37A | 109.5 |
| C13—C14—C22 | 116.7 (4) | N5—C37—H37B | 109.5 |
| C13—C14—C15 | 124.4 (4) | H37A—C37—H37B | 109.5 |
| C22—C14—C15 | 118.9 (4) | N5—C37—H37C | 109.5 |
| C16—C15—C14 | 121.4 (4) | H37A—C37—H37C | 109.5 |
| C16—C15—H15 | 119.3 | H37B—C37—H37C | 109.5 |
| O4i—Co1—O1—C1 | −90.8 (3) | Co1i—O4—C10—O3 | 70.5 (4) |
| N3—Co1—O1—C1 | −2.1 (3) | Co1i—O4—C10—C5 | −110.2 (3) |
| N2—Co1—O1—C1 | 168.8 (3) | C6—C5—C10—O3 | −176.8 (3) |
| N4—Co1—O1—C1 | 75.0 (3) | S3—C5—C10—O3 | −2.5 (4) |
| N1—Co1—O1—C1 | −170.0 (4) | C6—C5—C10—O4 | 3.7 (5) |
| O4i—Co1—N1—C11 | 77.8 (3) | S3—C5—C10—O4 | 178.1 (2) |
| O1—Co1—N1—C11 | 156.8 (4) | C22—N1—C11—C12 | 0.2 (6) |
| N3—Co1—N1—C11 | −11.5 (3) | Co1—N1—C11—C12 | −175.2 (3) |
| N2—Co1—N1—C11 | 178.6 (3) | N1—C11—C12—C13 | 0.7 (6) |
| N4—Co1—N1—C11 | −88.8 (3) | C11—C12—C13—C14 | −1.3 (7) |
| O4i—Co1—N1—C22 | −97.9 (2) | C12—C13—C14—C22 | 0.9 (6) |
| O1—Co1—N1—C22 | −18.9 (5) | C12—C13—C14—C15 | −179.7 (4) |
| N3—Co1—N1—C22 | 172.8 (2) | C13—C14—C15—C16 | 178.1 (4) |
| N2—Co1—N1—C22 | 2.9 (2) | C22—C14—C15—C16 | −2.4 (6) |
| N4—Co1—N1—C22 | 95.5 (2) | C14—C15—C16—C17 | 2.8 (7) |
| O4i—Co1—N2—C20 | −94.9 (3) | C15—C16—C17—C18 | 179.3 (4) |
| O1—Co1—N2—C20 | −7.7 (3) | C15—C16—C17—C21 | −0.2 (6) |
| N3—Co1—N2—C20 | 136.6 (4) | C21—C17—C18—C19 | 2.1 (6) |
| N4—Co1—N2—C20 | 83.6 (3) | C16—C17—C18—C19 | −177.5 (4) |
| N1—Co1—N2—C20 | 178.2 (4) | C17—C18—C19—C20 | −0.9 (7) |
| O4i—Co1—N2—C21 | 84.7 (2) | C21—N2—C20—C19 | 0.8 (6) |
| O1—Co1—N2—C21 | 171.9 (2) | Co1—N2—C20—C19 | −179.6 (3) |
| N3—Co1—N2—C21 | −43.8 (5) | C18—C19—C20—N2 | −0.6 (7) |
| N4—Co1—N2—C21 | −96.8 (2) | C20—N2—C21—C17 | 0.5 (5) |
| N1—Co1—N2—C21 | −2.2 (2) | Co1—N2—C21—C17 | −179.2 (3) |
| O4i—Co1—N3—C23 | −4.7 (3) | C20—N2—C21—C22 | −179.2 (3) |
| O1—Co1—N3—C23 | −92.0 (3) | Co1—N2—C21—C22 | 1.1 (4) |
| N2—Co1—N3—C23 | 124.9 (4) | C18—C17—C21—N2 | −1.9 (5) |
| N4—Co1—N3—C23 | 179.7 (3) | C16—C17—C21—N2 | 177.7 (3) |
| N1—Co1—N3—C23 | 84.6 (3) | C18—C17—C21—C22 | 177.8 (3) |
| O4i—Co1—N3—C34 | 170.2 (2) | C16—C17—C21—C22 | −2.7 (5) |
| O1—Co1—N3—C34 | 82.9 (2) | C11—N1—C22—C14 | −0.7 (5) |
| N2—Co1—N3—C34 | −60.1 (5) | Co1—N1—C22—C14 | 175.5 (3) |
| N4—Co1—N3—C34 | −5.3 (2) | C11—N1—C22—C21 | −179.5 (3) |
| N1—Co1—N3—C34 | −100.4 (2) | Co1—N1—C22—C21 | −3.4 (4) |
| O4i—Co1—N4—C32 | 161.2 (4) | C13—C14—C22—N1 | 0.1 (6) |
| O1—Co1—N4—C32 | 75.6 (3) | C15—C14—C22—N1 | −179.4 (3) |
| N3—Co1—N4—C32 | 179.7 (3) | C13—C14—C22—C21 | 179.0 (4) |
| N2—Co1—N4—C32 | −12.8 (3) | C15—C14—C22—C21 | −0.5 (6) |
| N1—Co1—N4—C32 | −89.8 (3) | N2—C21—C22—N1 | 1.6 (5) |
| O4i—Co1—N4—C33 | −12.6 (5) | C17—C21—C22—N1 | −178.1 (3) |
| O1—Co1—N4—C33 | −98.2 (2) | N2—C21—C22—C14 | −177.3 (3) |
| N3—Co1—N4—C33 | 5.9 (2) | C17—C21—C22—C14 | 3.0 (5) |
| N2—Co1—N4—C33 | 173.4 (2) | C34—N3—C23—C24 | −0.7 (5) |
| N1—Co1—N4—C33 | 96.4 (2) | Co1—N3—C23—C24 | 174.1 (3) |
| Co1—O1—C1—O2 | −28.4 (5) | N3—C23—C24—C25 | 0.8 (6) |
| Co1—O1—C1—C2 | 150.4 (2) | C23—C24—C25—C26 | −0.6 (5) |
| O2—C1—C2—C9 | −176.7 (4) | C24—C25—C26—C34 | 0.4 (5) |
| O1—C1—C2—C9 | 4.4 (6) | C24—C25—C26—C27 | −179.3 (3) |
| O2—C1—C2—S1 | 8.0 (5) | C34—C26—C27—C28 | −1.4 (5) |
| O1—C1—C2—S1 | −170.9 (3) | C25—C26—C27—C28 | 178.3 (4) |
| C3—S1—C2—C9 | −1.2 (3) | C26—C27—C28—C29 | 0.9 (6) |
| C3—S1—C2—C1 | 174.9 (3) | C27—C28—C29—C33 | 0.5 (6) |
| C2—S1—C3—C8 | 1.8 (3) | C27—C28—C29—C30 | 179.7 (4) |
| C2—S1—C3—C4 | −176.5 (4) | C33—C29—C30—C31 | 0.8 (6) |
| C8—C3—C4—C7 | 1.4 (4) | C28—C29—C30—C31 | −178.4 (4) |
| S1—C3—C4—C7 | 179.6 (3) | C29—C30—C31—C32 | −0.5 (7) |
| C8—C3—C4—S3 | −177.0 (3) | C33—N4—C32—C31 | 1.4 (6) |
| S1—C3—C4—S3 | 1.2 (6) | Co1—N4—C32—C31 | −172.2 (3) |
| C5—S3—C4—C7 | −0.1 (3) | C30—C31—C32—N4 | −0.7 (7) |
| C5—S3—C4—C3 | 178.4 (4) | C32—N4—C33—C29 | −1.0 (5) |
| C4—S3—C5—C6 | 0.0 (3) | Co1—N4—C33—C29 | 173.5 (3) |
| C4—S3—C5—C10 | −175.2 (3) | C32—N4—C33—C34 | 179.6 (3) |
| C10—C5—C6—C7 | 174.6 (3) | Co1—N4—C33—C34 | −5.9 (4) |
| S3—C5—C6—C7 | 0.0 (4) | C30—C29—C33—N4 | −0.1 (5) |
| C3—C4—C7—C6 | −178.7 (3) | C28—C29—C33—N4 | 179.2 (3) |
| S3—C4—C7—C6 | 0.1 (4) | C30—C29—C33—C34 | 179.3 (3) |
| C3—C4—C7—S2 | −0.7 (4) | C28—C29—C33—C34 | −1.5 (5) |
| S3—C4—C7—S2 | 178.14 (18) | C23—N3—C34—C26 | 0.5 (5) |
| C5—C6—C7—C4 | −0.1 (5) | Co1—N3—C34—C26 | −175.0 (3) |
| C5—C6—C7—S2 | −177.5 (3) | C23—N3—C34—C33 | 179.5 (3) |
| C8—S2—C7—C4 | −0.1 (3) | Co1—N3—C34—C33 | 4.0 (4) |
| C8—S2—C7—C6 | 177.4 (4) | C25—C26—C34—N3 | −0.3 (5) |
| C4—C3—C8—C9 | 176.7 (3) | C27—C26—C34—N3 | 179.4 (3) |
| S1—C3—C8—C9 | −2.0 (4) | C25—C26—C34—C33 | −179.3 (3) |
| C4—C3—C8—S2 | −1.5 (4) | C27—C26—C34—C33 | 0.4 (5) |
| S1—C3—C8—S2 | 179.82 (18) | N4—C33—C34—N3 | 1.3 (4) |
| C7—S2—C8—C3 | 0.9 (3) | C29—C33—C34—N3 | −178.0 (3) |
| C7—S2—C8—C9 | −176.8 (4) | N4—C33—C34—C26 | −179.6 (3) |
| C1—C2—C9—C8 | −175.2 (4) | C29—C33—C34—C26 | 1.0 (5) |
| S1—C2—C9—C8 | 0.3 (4) | C37—N5—C35—O5 | 0.1 (10) |
| C3—C8—C9—C2 | 1.1 (4) | C36—N5—C35—O5 | 179.7 (6) |
| S2—C8—C9—C2 | 178.8 (3) |
| Symmetry codes: (i) −x, −y, −z+1. |
The authors thank the National Science Foundation (grant CHE-0234489) for funds to purchase the X-ray instrument and computers. We also thank the Wake Forest University Science Research Fund for the partial support of this project.
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We obtained the title compound during the course of our studies while forming CoII/1,10 phen/DTTH based coordination polymers. The asymmetric unit of the compound contains one cobalt ion along with one DTTH molecule, two 1,10-phen molecules and one lattice dimethylformamide (DMF) solvent molecule. The dimer consists of two Co(1,10-phen)22+ cations linked by two bis-monodentate DTTH linkers. Each cobalt(II) ion is six-coordinate, forming a distorted octahedral geometry with the angles around Co1 ranging from 76.8 (1)°-104.1 (1)° and 163.9 (1)° -165.8 (1)°, respectively. Co1 is coordinated by four nitrogen atoms from two 1,10-phen moieties and two oxygen atoms from two bis-monodentate DTTH molecules. The Co—N bond lengths range from 2.127 (3)–2.192 (3)Å while the Co—O bond lengths range from 2.047 (2)–2.097 (2) Å. The angle between planes formed by the two 1,10-phen rings is 76.69 (6)°.