Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807024063/om2125sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807024063/om2125Isup2.hkl |
CCDC reference: 651355
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.041
- wR factor = 0.094
- Data-to-parameter ratio = 17.5
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C1 PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K PLAT794_ALERT_5_G Check Predicted Bond Valency for Co1 (2) 1.63 PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 3
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 3 ALERT level C = Check and explain 4 ALERT level G = General alerts; check 2 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 1 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
A mixture of CoCl2.2H2O (0.5 mmol), 1,4-chdc acid (0.5 mmol), and L (0.5 mmol) was adjusted to pH=6.5 by addition of aqueous NaOH solution. The resulting solution was filtered, the filtrate was allowed to stand in air at room temperature for one week, and the pink crystals of (I) were obtained (yield 39% based on Co).
All H atoms on C and N atoms were positioned geometrically (N—H = 0.86 Å and C—H = 0.93 Å) and refined as riding, with Uiso(H)=1.2Ueq(carrier). The water H-atoms were located in a difference Fourier map, and were refined with distance restraints of O–H = 0.85 Å.
Helical structures have received much attention in coordination chemistry (Chen & Liu, 2002). The flexible bidentate organic acid may be useful in the generation of helical chains in the presence of secondary ligands (Zhang et al., 2007). The N atoms from the secondary ligand may occupy one or two coordination positions of metal ions. The rest of the coordination positions are available for other carboxylate ligands to allow the formation of a helical structure. Here, we selected cyclohexane-1,4-dicarboxylic acid (1,4-chdcH2) as a organic acid ligand and 2-methyl-1H-imidazole (L) as a secondary ligand, resulting in a new helical chain structure, [Co(1,4-chdc)(L)2].H2O, (I), which is reported.
Selected bond lengths and angles for (I) are given in Table 1. In compound (I), each Co(II) atom is four-coordinated by two O atoms from two 1,4-chdc ligands, and two N atoms from two L molecules in a distorted tetrahedral geometry (Fig. 1). The Co1—O1 and Co1—O3i distances are 1.955 (2) and 2.0042 (16) Å, respectively (Table 1). The Co1—N1 and Co1—N4 distances are 2.0460 (19) and 2.024 (2) Å, respectively (Table 1). Each 1,4-chdc ligand links two neighboring Co(II) atoms in a bidentate mode, generating a unique helical chain (Fig. 2). These chains are decorated with L ligands alternately at two sides. Finally, the O—H···O and N—H···O hydrogen bonds complete the structure of (I).
Two isomorphous structures (Qi et al., 2003) of coordination polymers with cyclohexane-1,4-dicarboxylate (1,4-chdc) have been reported, viz. [Co2(phen)2(1,4-chdc)2(H2O)2]n and [Ni2(phen)2(1,4-chdc)2(H2O)2]n (phen is 1,10-phenanthroline). The striking feature of the two compounds is that they both exhibit an infinite helical chain-like structure with 21 helices.
For related literature, see: Chen & Liu (2002); Zhang et al. (2007).
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.
[Co(C8H10O4)(C4H6N2)2]·H2O | F(000) = 860 |
Mr = 411.32 | Dx = 1.450 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 11934 reflections |
a = 13.300 (3) Å | θ = 3.2–27.5° |
b = 11.075 (2) Å | µ = 0.95 mm−1 |
c = 14.334 (3) Å | T = 293 K |
β = 116.82 (3)° | Block, pink |
V = 1884.2 (8) Å3 | 0.29 × 0.27 × 0.24 mm |
Z = 4 |
Rigaku R-AXIS RAPID diffractometer | 4295 independent reflections |
Radiation source: rotating anode | 3311 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.046 |
Detector resolution: 10.0 pixels mm-1 | θmax = 27.5°, θmin = 3.2° |
ω scan | h = −15→17 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −14→14 |
Tmin = 0.752, Tmax = 0.798 | l = −18→16 |
15286 measured reflections |
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)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.094 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | w = 1/[σ2(Fo2) + (0.039P)2 + 0.6548P] where P = (Fo2 + 2Fc2)/3 |
4295 reflections | (Δ/σ)max = 0.001 |
245 parameters | Δρmax = 0.37 e Å−3 |
3 restraints | Δρmin = −0.25 e Å−3 |
[Co(C8H10O4)(C4H6N2)2]·H2O | V = 1884.2 (8) Å3 |
Mr = 411.32 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 13.300 (3) Å | µ = 0.95 mm−1 |
b = 11.075 (2) Å | T = 293 K |
c = 14.334 (3) Å | 0.29 × 0.27 × 0.24 mm |
β = 116.82 (3)° |
Rigaku R-AXIS RAPID diffractometer | 4295 independent reflections |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 3311 reflections with I > 2σ(I) |
Tmin = 0.752, Tmax = 0.798 | Rint = 0.046 |
15286 measured reflections |
R[F2 > 2σ(F2)] = 0.041 | 3 restraints |
wR(F2) = 0.094 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | Δρmax = 0.37 e Å−3 |
4295 reflections | Δρmin = −0.25 e Å−3 |
245 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.4008 (2) | 0.2780 (2) | 0.71383 (18) | 0.0401 (6) | |
C2 | 0.4978 (2) | 0.2657 (2) | 0.68613 (18) | 0.0360 (5) | |
H2A | 0.4889 | 0.1873 | 0.6516 | 0.043* | |
C3 | 0.6113 (2) | 0.2625 (2) | 0.78389 (18) | 0.0410 (6) | |
H3A | 0.6228 | 0.3382 | 0.8214 | 0.049* | |
H3B | 0.6109 | 0.1981 | 0.8295 | 0.049* | |
C4 | 0.7079 (2) | 0.2425 (2) | 0.7561 (2) | 0.0432 (6) | |
H4A | 0.7022 | 0.1617 | 0.7280 | 0.052* | |
H4B | 0.7788 | 0.2479 | 0.8192 | 0.052* | |
C5 | 0.7085 (2) | 0.3338 (2) | 0.67631 (17) | 0.0327 (5) | |
H5 | 0.7632 | 0.3054 | 0.6529 | 0.039* | |
C6 | 0.5928 (2) | 0.3373 (2) | 0.58001 (17) | 0.0386 (6) | |
H6A | 0.5928 | 0.4003 | 0.5330 | 0.046* | |
H6B | 0.5796 | 0.2609 | 0.5433 | 0.046* | |
C7 | 0.4978 (2) | 0.3608 (2) | 0.60950 (17) | 0.0374 (5) | |
H7A | 0.5072 | 0.4402 | 0.6409 | 0.045* | |
H7B | 0.4261 | 0.3593 | 0.5471 | 0.045* | |
C8 | 0.74491 (19) | 0.4602 (2) | 0.72160 (17) | 0.0319 (5) | |
C9 | 0.3517 (2) | 0.4190 (2) | 0.92264 (19) | 0.0464 (6) | |
H9 | 0.4015 | 0.4346 | 0.8948 | 0.056* | |
C10 | 0.3467 (3) | 0.4798 (3) | 1.0017 (2) | 0.0540 (8) | |
H10 | 0.3919 | 0.5445 | 1.0383 | 0.065* | |
C11 | 0.2184 (2) | 0.3384 (2) | 0.94879 (17) | 0.0397 (6) | |
C12 | 0.1208 (3) | 0.2644 (3) | 0.9383 (3) | 0.0629 (8) | |
H12A | 0.0613 | 0.3166 | 0.9342 | 0.094* | |
H12B | 0.1434 | 0.2123 | 0.9979 | 0.094* | |
H12C | 0.0946 | 0.2165 | 0.8759 | 0.094* | |
C13 | 0.0093 (2) | 0.1407 (2) | 0.6170 (2) | 0.0453 (6) | |
H13 | 0.0239 | 0.0583 | 0.6269 | 0.054* | |
C14 | −0.0897 (2) | 0.1900 (3) | 0.5501 (2) | 0.0553 (7) | |
H14 | −0.1549 | 0.1491 | 0.5056 | 0.066* | |
C15 | 0.0311 (2) | 0.3347 (2) | 0.63310 (17) | 0.0347 (5) | |
C16 | 0.0767 (2) | 0.4585 (2) | 0.6651 (2) | 0.0508 (7) | |
H16A | 0.0327 | 0.5147 | 0.6110 | 0.076* | |
H16B | 0.1535 | 0.4609 | 0.6766 | 0.076* | |
H16C | 0.0732 | 0.4800 | 0.7285 | 0.076* | |
N1 | 0.27049 (17) | 0.32969 (17) | 0.88959 (14) | 0.0362 (5) | |
N2 | 0.2633 (2) | 0.42856 (19) | 1.01784 (15) | 0.0485 (6) | |
H2 | 0.2427 | 0.4501 | 1.0643 | 0.058* | |
N3 | 0.08621 (16) | 0.23135 (16) | 0.66915 (14) | 0.0338 (4) | |
N4 | −0.07494 (17) | 0.3123 (2) | 0.56069 (16) | 0.0445 (5) | |
H4 | −0.1250 | 0.3658 | 0.5268 | 0.053* | |
O1 | 0.3881 (2) | 0.19246 (18) | 0.76549 (19) | 0.0648 (6) | |
O2 | 0.33529 (19) | 0.3642 (2) | 0.68658 (16) | 0.0742 (7) | |
O1W | −0.23698 (18) | 0.48020 (19) | 0.47705 (16) | 0.0562 (5) | |
O3 | 0.74594 (15) | 0.54197 (14) | 0.65811 (12) | 0.0387 (4) | |
O4 | 0.77284 (16) | 0.48266 (16) | 0.81481 (13) | 0.0480 (5) | |
Co1 | 0.24756 (3) | 0.20400 (3) | 0.77712 (2) | 0.03035 (10) | |
HW12 | −0.249 (2) | 0.503 (2) | 0.5266 (16) | 0.054 (9)* | |
HW11 | −0.271 (3) | 0.521 (3) | 0.4237 (16) | 0.077 (11)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0397 (14) | 0.0493 (15) | 0.0358 (12) | −0.0085 (12) | 0.0209 (11) | −0.0083 (11) |
C2 | 0.0381 (13) | 0.0353 (12) | 0.0393 (12) | −0.0057 (10) | 0.0216 (10) | −0.0058 (10) |
C3 | 0.0417 (14) | 0.0449 (14) | 0.0376 (13) | 0.0004 (11) | 0.0190 (11) | 0.0097 (11) |
C4 | 0.0386 (14) | 0.0353 (12) | 0.0543 (15) | 0.0063 (11) | 0.0198 (12) | 0.0078 (11) |
C5 | 0.0336 (12) | 0.0315 (11) | 0.0394 (12) | −0.0013 (9) | 0.0221 (10) | −0.0063 (9) |
C6 | 0.0436 (15) | 0.0450 (13) | 0.0310 (11) | −0.0108 (11) | 0.0203 (11) | −0.0070 (10) |
C7 | 0.0322 (13) | 0.0462 (14) | 0.0306 (11) | −0.0018 (11) | 0.0112 (10) | 0.0010 (10) |
C8 | 0.0304 (12) | 0.0341 (12) | 0.0344 (11) | −0.0029 (10) | 0.0175 (9) | −0.0047 (9) |
C9 | 0.0522 (17) | 0.0449 (15) | 0.0409 (13) | −0.0072 (12) | 0.0201 (12) | −0.0042 (11) |
C10 | 0.069 (2) | 0.0444 (15) | 0.0386 (14) | −0.0037 (14) | 0.0160 (13) | −0.0106 (11) |
C11 | 0.0526 (16) | 0.0381 (13) | 0.0303 (11) | 0.0099 (11) | 0.0205 (11) | 0.0046 (10) |
C12 | 0.077 (2) | 0.066 (2) | 0.0678 (19) | −0.0042 (17) | 0.0528 (18) | −0.0046 (15) |
C13 | 0.0416 (15) | 0.0364 (14) | 0.0538 (15) | −0.0033 (11) | 0.0178 (12) | 0.0026 (11) |
C14 | 0.0375 (15) | 0.0544 (18) | 0.0625 (17) | −0.0095 (13) | 0.0125 (13) | −0.0024 (14) |
C15 | 0.0363 (13) | 0.0384 (12) | 0.0335 (11) | 0.0039 (10) | 0.0195 (10) | 0.0020 (9) |
C16 | 0.0540 (17) | 0.0361 (14) | 0.0571 (16) | 0.0071 (12) | 0.0206 (13) | 0.0013 (12) |
N1 | 0.0447 (12) | 0.0351 (10) | 0.0295 (10) | 0.0014 (9) | 0.0174 (9) | −0.0018 (8) |
N2 | 0.0738 (17) | 0.0435 (12) | 0.0314 (10) | 0.0133 (12) | 0.0264 (11) | −0.0012 (9) |
N3 | 0.0343 (10) | 0.0319 (10) | 0.0345 (10) | 0.0025 (8) | 0.0149 (8) | 0.0012 (8) |
N4 | 0.0337 (11) | 0.0502 (13) | 0.0471 (12) | 0.0109 (10) | 0.0160 (9) | 0.0083 (10) |
O1 | 0.0752 (15) | 0.0534 (12) | 0.0987 (16) | −0.0031 (11) | 0.0682 (14) | 0.0062 (11) |
O2 | 0.0662 (14) | 0.1131 (19) | 0.0603 (12) | 0.0437 (14) | 0.0436 (11) | 0.0330 (13) |
O1W | 0.0605 (13) | 0.0701 (14) | 0.0449 (11) | 0.0277 (11) | 0.0298 (10) | 0.0136 (10) |
O3 | 0.0531 (11) | 0.0310 (8) | 0.0398 (9) | −0.0039 (7) | 0.0279 (8) | −0.0035 (7) |
O4 | 0.0548 (12) | 0.0573 (11) | 0.0340 (9) | −0.0179 (9) | 0.0219 (8) | −0.0143 (8) |
Co1 | 0.03402 (18) | 0.03078 (16) | 0.02738 (16) | 0.00234 (13) | 0.01485 (12) | 0.00074 (12) |
C1—O2 | 1.231 (3) | C10—H10 | 0.9300 |
C1—O1 | 1.260 (3) | C11—N1 | 1.319 (3) |
C1—C2 | 1.518 (4) | C11—N2 | 1.342 (3) |
C2—C7 | 1.521 (3) | C11—C12 | 1.484 (4) |
C2—C3 | 1.528 (3) | C12—H12A | 0.9600 |
C2—H2A | 0.9800 | C12—H12B | 0.9600 |
C3—C4 | 1.523 (4) | C12—H12C | 0.9600 |
C3—H3A | 0.9700 | C13—C14 | 1.346 (4) |
C3—H3B | 0.9700 | C13—N3 | 1.387 (3) |
C4—C5 | 1.530 (3) | C13—H13 | 0.9300 |
C4—H4A | 0.9700 | C14—N4 | 1.367 (3) |
C4—H4B | 0.9700 | C14—H14 | 0.9300 |
C5—C8 | 1.526 (3) | C15—N3 | 1.332 (3) |
C5—C6 | 1.536 (3) | C15—N4 | 1.344 (3) |
C5—H5 | 0.9800 | C15—C16 | 1.486 (3) |
C6—C7 | 1.524 (3) | C16—H16A | 0.9600 |
C6—H6A | 0.9700 | C16—H16B | 0.9600 |
C6—H6B | 0.9700 | C16—H16C | 0.9600 |
C7—H7A | 0.9700 | Co1—N1 | 2.0460 (19) |
C7—H7B | 0.9700 | N2—H2 | 0.8600 |
C8—O4 | 1.240 (3) | Co1—N3 | 2.024 (2) |
C8—O3 | 1.289 (3) | N4—H4 | 0.8600 |
C9—C10 | 1.346 (4) | Co1—O1 | 1.955 (2) |
C9—N1 | 1.382 (3) | O1W—HW12 | 0.837 (16) |
C9—H9 | 0.9300 | O1W—HW11 | 0.826 (17) |
C10—N2 | 1.356 (4) | Co1—O3i | 2.0042 (16) |
O2—C1—O1 | 120.4 (3) | N2—C10—H10 | 126.6 |
O2—C1—C2 | 123.4 (2) | N1—C11—N2 | 110.0 (2) |
O1—C1—C2 | 116.2 (2) | N1—C11—C12 | 125.7 (2) |
C1—C2—C7 | 113.8 (2) | N2—C11—C12 | 124.3 (2) |
C1—C2—C3 | 111.52 (19) | C11—C12—H12A | 109.5 |
C7—C2—C3 | 110.88 (19) | C11—C12—H12B | 109.5 |
C1—C2—H2A | 106.7 | H12A—C12—H12B | 109.5 |
C7—C2—H2A | 106.7 | C11—C12—H12C | 109.5 |
C3—C2—H2A | 106.7 | H12A—C12—H12C | 109.5 |
C4—C3—C2 | 111.4 (2) | H12B—C12—H12C | 109.5 |
C4—C3—H3A | 109.4 | C14—C13—N3 | 109.7 (2) |
C2—C3—H3A | 109.4 | C14—C13—H13 | 125.2 |
C4—C3—H3B | 109.4 | N3—C13—H13 | 125.2 |
C2—C3—H3B | 109.4 | C13—C14—N4 | 106.1 (2) |
H3A—C3—H3B | 108.0 | C13—C14—H14 | 126.9 |
C3—C4—C5 | 112.9 (2) | N4—C14—H14 | 126.9 |
C3—C4—H4A | 109.0 | N3—C15—N4 | 110.0 (2) |
C5—C4—H4A | 109.0 | N3—C15—C16 | 126.6 (2) |
C3—C4—H4B | 109.0 | N4—C15—C16 | 123.3 (2) |
C5—C4—H4B | 109.0 | C15—C16—H16A | 109.5 |
H4A—C4—H4B | 107.8 | C15—C16—H16B | 109.5 |
C8—C5—C4 | 113.31 (19) | H16A—C16—H16B | 109.5 |
C8—C5—C6 | 110.85 (19) | C15—C16—H16C | 109.5 |
C4—C5—C6 | 110.3 (2) | H16A—C16—H16C | 109.5 |
C8—C5—H5 | 107.4 | H16B—C16—H16C | 109.5 |
C4—C5—H5 | 107.4 | C11—N1—C9 | 106.5 (2) |
C6—C5—H5 | 107.4 | C11—N1—Co1 | 128.45 (18) |
C7—C6—C5 | 112.02 (18) | C9—N1—Co1 | 124.96 (18) |
C7—C6—H6A | 109.2 | C11—N2—C10 | 108.2 (2) |
C5—C6—H6A | 109.2 | C11—N2—H2 | 125.9 |
C7—C6—H6B | 109.2 | C10—N2—H2 | 125.9 |
C5—C6—H6B | 109.2 | C15—N3—C13 | 105.7 (2) |
H6A—C6—H6B | 107.9 | C15—N3—Co1 | 129.33 (16) |
C2—C7—C6 | 110.6 (2) | C13—N3—Co1 | 125.00 (16) |
C2—C7—H7A | 109.5 | C15—N4—C14 | 108.5 (2) |
C6—C7—H7A | 109.5 | C15—N4—H4 | 125.8 |
C2—C7—H7B | 109.5 | C14—N4—H4 | 125.8 |
C6—C7—H7B | 109.5 | C1—O1—Co1 | 112.82 (19) |
H7A—C7—H7B | 108.1 | HW12—O1W—HW11 | 113 (2) |
O4—C8—O3 | 121.7 (2) | C8—O3—Co1ii | 108.32 (14) |
O4—C8—C5 | 121.7 (2) | O1—Co1—O3i | 97.93 (8) |
O3—C8—C5 | 116.51 (18) | O1—Co1—N3 | 132.04 (9) |
C10—C9—N1 | 108.6 (3) | O3i—Co1—N3 | 107.31 (8) |
C10—C9—H9 | 125.7 | O1—Co1—N1 | 107.66 (9) |
N1—C9—H9 | 125.7 | O3i—Co1—N1 | 106.51 (7) |
C9—C10—N2 | 106.8 (2) | N3—Co1—N1 | 103.32 (8) |
C9—C10—H10 | 126.6 | ||
O2—C1—C2—C7 | −7.7 (3) | N4—C15—N3—C13 | −0.9 (3) |
O1—C1—C2—C7 | 170.7 (2) | C16—C15—N3—C13 | 179.6 (3) |
O2—C1—C2—C3 | 118.6 (3) | N4—C15—N3—Co1 | 179.31 (16) |
O1—C1—C2—C3 | −63.0 (3) | C16—C15—N3—Co1 | −0.2 (4) |
C1—C2—C3—C4 | 176.5 (2) | C14—C13—N3—C15 | 0.7 (3) |
C7—C2—C3—C4 | −55.5 (3) | C14—C13—N3—Co1 | −179.42 (19) |
C2—C3—C4—C5 | 53.8 (3) | N3—C15—N4—C14 | 0.7 (3) |
C3—C4—C5—C8 | 72.4 (3) | C16—C15—N4—C14 | −179.8 (3) |
C3—C4—C5—C6 | −52.6 (3) | C13—C14—N4—C15 | −0.2 (3) |
C8—C5—C6—C7 | −72.2 (2) | O2—C1—O1—Co1 | 8.0 (3) |
C4—C5—C6—C7 | 54.1 (3) | C2—C1—O1—Co1 | −170.51 (16) |
C1—C2—C7—C6 | −176.17 (19) | O4—C8—O3—Co1ii | −16.5 (3) |
C3—C2—C7—C6 | 57.1 (3) | C5—C8—O3—Co1ii | 164.01 (15) |
C5—C6—C7—C2 | −57.0 (3) | C1—O1—Co1—O3i | 171.49 (18) |
C4—C5—C8—O4 | 1.4 (3) | C1—O1—Co1—N3 | 49.5 (2) |
C6—C5—C8—O4 | 126.1 (2) | C1—O1—Co1—N1 | −78.3 (2) |
C4—C5—C8—O3 | −179.2 (2) | C15—N3—Co1—O1 | −87.9 (2) |
C6—C5—C8—O3 | −54.5 (3) | C13—N3—Co1—O1 | 92.3 (2) |
N1—C9—C10—N2 | 0.1 (3) | C15—N3—Co1—O3i | 153.67 (19) |
N3—C13—C14—N4 | −0.3 (3) | C13—N3—Co1—O3i | −26.1 (2) |
N2—C11—N1—C9 | −0.3 (3) | C15—N3—Co1—N1 | 41.4 (2) |
C12—C11—N1—C9 | 176.8 (3) | C13—N3—Co1—N1 | −138.4 (2) |
N2—C11—N1—Co1 | 175.74 (15) | C11—N1—Co1—O1 | −154.1 (2) |
C12—C11—N1—Co1 | −7.1 (4) | C9—N1—Co1—O1 | 21.3 (2) |
C10—C9—N1—C11 | 0.1 (3) | C11—N1—Co1—O3i | −49.9 (2) |
C10—C9—N1—Co1 | −176.08 (18) | C9—N1—Co1—O3i | 125.47 (19) |
N1—C11—N2—C10 | 0.3 (3) | C11—N1—Co1—N3 | 63.0 (2) |
C12—C11—N2—C10 | −176.8 (3) | C9—N1—Co1—N3 | −121.63 (19) |
C9—C10—N2—C11 | −0.3 (3) |
Symmetry codes: (i) −x+1, y−1/2, −z+3/2; (ii) −x+1, y+1/2, −z+3/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—HW11···O2iii | 0.83 (2) | 1.90 (2) | 2.723 (3) | 171 (3) |
O1W—HW12···O3iv | 0.84 (2) | 1.96 (2) | 2.790 (3) | 170 (3) |
N2—H2···O4v | 0.86 | 1.98 | 2.827 (3) | 168 |
N4—H4···O1W | 0.86 | 1.84 | 2.685 (3) | 169 |
Symmetry codes: (iii) −x, −y+1, −z+1; (iv) x−1, y, z; (v) −x+1, −y+1, −z+2. |
Experimental details
Crystal data | |
Chemical formula | [Co(C8H10O4)(C4H6N2)2]·H2O |
Mr | 411.32 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 13.300 (3), 11.075 (2), 14.334 (3) |
β (°) | 116.82 (3) |
V (Å3) | 1884.2 (8) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.95 |
Crystal size (mm) | 0.29 × 0.27 × 0.24 |
Data collection | |
Diffractometer | Rigaku R-AXIS RAPID |
Absorption correction | Multi-scan (ABSCOR; Higashi, 1995) |
Tmin, Tmax | 0.752, 0.798 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 15286, 4295, 3311 |
Rint | 0.046 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.041, 0.094, 1.06 |
No. of reflections | 4295 |
No. of parameters | 245 |
No. of restraints | 3 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.37, −0.25 |
Computer programs: PROCESS-AUTO (Rigaku, 1998), PROCESS-AUTO, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL-Plus (Sheldrick, 1990), SHELXL97.
Co1—N1 | 2.0460 (19) | Co1—O1 | 1.955 (2) |
Co1—N3 | 2.024 (2) | Co1—O3i | 2.0042 (16) |
O1—Co1—O3i | 97.93 (8) | O1—Co1—N1 | 107.66 (9) |
O1—Co1—N3 | 132.04 (9) | O3i—Co1—N1 | 106.51 (7) |
O3i—Co1—N3 | 107.31 (8) | N3—Co1—N1 | 103.32 (8) |
Symmetry code: (i) −x+1, y−1/2, −z+3/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—HW11···O2ii | 0.826 (17) | 1.904 (18) | 2.723 (3) | 171 (3) |
O1W—HW12···O3iii | 0.837 (16) | 1.962 (16) | 2.790 (3) | 170 (3) |
N2—H2···O4iv | 0.86 | 1.98 | 2.827 (3) | 167.6 |
N4—H4···O1W | 0.86 | 1.84 | 2.685 (3) | 168.7 |
Symmetry codes: (ii) −x, −y+1, −z+1; (iii) x−1, y, z; (iv) −x+1, −y+1, −z+2. |
Helical structures have received much attention in coordination chemistry (Chen & Liu, 2002). The flexible bidentate organic acid may be useful in the generation of helical chains in the presence of secondary ligands (Zhang et al., 2007). The N atoms from the secondary ligand may occupy one or two coordination positions of metal ions. The rest of the coordination positions are available for other carboxylate ligands to allow the formation of a helical structure. Here, we selected cyclohexane-1,4-dicarboxylic acid (1,4-chdcH2) as a organic acid ligand and 2-methyl-1H-imidazole (L) as a secondary ligand, resulting in a new helical chain structure, [Co(1,4-chdc)(L)2].H2O, (I), which is reported.
Selected bond lengths and angles for (I) are given in Table 1. In compound (I), each Co(II) atom is four-coordinated by two O atoms from two 1,4-chdc ligands, and two N atoms from two L molecules in a distorted tetrahedral geometry (Fig. 1). The Co1—O1 and Co1—O3i distances are 1.955 (2) and 2.0042 (16) Å, respectively (Table 1). The Co1—N1 and Co1—N4 distances are 2.0460 (19) and 2.024 (2) Å, respectively (Table 1). Each 1,4-chdc ligand links two neighboring Co(II) atoms in a bidentate mode, generating a unique helical chain (Fig. 2). These chains are decorated with L ligands alternately at two sides. Finally, the O—H···O and N—H···O hydrogen bonds complete the structure of (I).