Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807023628/bg2052sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807023628/bg2052Isup2.hkl |
CCDC reference: 651362
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.003 Å
- R factor = 0.024
- wR factor = 0.059
- Data-to-parameter ratio = 15.7
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
Alert level G REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 27.46 From the CIF: _reflns_number_total 3853 Count of symmetry unique reflns 2198 Completeness (_total/calc) 175.30% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 1655 Fraction of Friedel pairs measured 0.753 Are heavy atom types Z>Si present yes 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 Cu1 (2) 2.35 PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 5
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 5 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 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 2 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
A mixture of CuCl2.2H2O (0.5 mmol), 1,4-chdc acid (0.5 mmol), and L (0.5 mmol) was adjusted to pH=6 by addition of aqueous NaOH solution. The resulting solution was filtered, the filtrate was allowed to stand in air at room temperature for two weeks, and the blue crystals of (I) were obtained (yield 31% based on Cu).
All H atoms were positioned geometrically (N—H = 0.86 Å and C—H = 0.93–0.98 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; their temperature factors were tied to those of parent atoms by a factor of 1.2.
Rigid spacer ligands such as benzenedi- and tri-carboxylates have successfully produced various extended structures with metal cations (Li et al., 2002). However, the studies on the structures composed of flexible carboxylate ligands still remains undeveloped probably because the low symmetry and the flexibility of the ligand make it difficult to control the final structure. We selected 1,4-cyclohexanedicarboxylic acid (1,4-chdcH2) as a bridging ligand and 2-methyl-1H-imidazole (L) as a secondary ligand, generating a new helical chain coordination polymer, [Cu(1,4-chdc)(L)2].H2O, (I), which is reported here.
Selected bond lengths and angles for (I) are given in Table 1. In compound (I), each Cu(II) atom is four-coordinated by two N atoms from two L ligands, and two O atoms from two 1,4-chdc molecules in a distorted tetrahedral geometry (Fig. 1). The Cu1—O2 and Cu1—O3i distances are 1.9951 (16) and 1.9627 (14) Å, respectively (Table 1). The Cu1—N1 and Cu1—N3 distances are 1.9692 (17) and 1.9976 (18) Å, respectively (Table 1). Each 1,4-chdc ligand bridges two neighboring Cu(II) atoms in a bidentate mode, forming a unique helical chain (Fig. 2). These chains are decorated with L ligands alternately at two sides. In addition, the O—H···O and N—H···O hydrogen bonds complete structure of (I) (Table 2).
The related compound, [Zn(1,4-chdc)(phen)(H2O)]n (1,4-chdc = 1,4-cyclohexanedicarboxylate and phen = 1,10-phenanthroline), also has a chain structure. The central ZnII cation is coordinated by four water and carboxylate O atoms and two N atoms from the phen ligand. Each 1,4-chdc ligand links two ZnII cations in chelating and monodentate modes, forming an infinite helical chain-like structure with 21 helices (Bi et al., 2004).
For related literature, see: Li et al. (2002).
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.
[Cu(C8H10O4)(C4H6N2)2]·H2O | F(000) = 868 |
Mr = 415.93 | Dx = 1.439 Mg m−3 |
Monoclinic, Cc | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: C -2yc | Cell parameters from 8581 reflections |
a = 13.179 (3) Å | θ = 3.2–27.5° |
b = 11.897 (2) Å | µ = 1.17 mm−1 |
c = 12.314 (3) Å | T = 293 K |
β = 96.03 (3)° | Block, blue |
V = 1920.1 (7) Å3 | 0.28 × 0.27 × 0.24 mm |
Z = 4 |
Rigaku R-AXIS RAPID diffractometer | 3853 independent reflections |
Radiation source: rotating anode | 3592 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
Detector resolution: 10.0 pixels mm-1 | θmax = 27.5°, θmin = 3.1° |
ω scan | h = −17→17 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −15→15 |
Tmin = 0.713, Tmax = 0.758 | l = −15→15 |
9070 measured reflections |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.024 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.059 | w = 1/[σ2(Fo2) + (0.0309P)2 + 0.0676P] where P = (Fo2 + 2Fc2)/3 |
S = 1.09 | (Δ/σ)max < 0.001 |
3853 reflections | Δρmax = 0.22 e Å−3 |
245 parameters | Δρmin = −0.21 e Å−3 |
5 restraints | Absolute structure: Flack (1983), 1655 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.011 (10) |
[Cu(C8H10O4)(C4H6N2)2]·H2O | V = 1920.1 (7) Å3 |
Mr = 415.93 | Z = 4 |
Monoclinic, Cc | Mo Kα radiation |
a = 13.179 (3) Å | µ = 1.17 mm−1 |
b = 11.897 (2) Å | T = 293 K |
c = 12.314 (3) Å | 0.28 × 0.27 × 0.24 mm |
β = 96.03 (3)° |
Rigaku R-AXIS RAPID diffractometer | 3853 independent reflections |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 3592 reflections with I > 2σ(I) |
Tmin = 0.713, Tmax = 0.758 | Rint = 0.019 |
9070 measured reflections |
R[F2 > 2σ(F2)] = 0.024 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.059 | Δρmax = 0.22 e Å−3 |
S = 1.09 | Δρmin = −0.21 e Å−3 |
3853 reflections | Absolute structure: Flack (1983), 1655 Friedel pairs |
245 parameters | Absolute structure parameter: 0.011 (10) |
5 restraints |
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 | 0.19772 (16) | 0.23174 (15) | 0.28646 (19) | 0.0282 (4) | |
C2 | 0.30024 (17) | 0.25386 (14) | 0.2433 (2) | 0.0329 (5) | |
H2A | 0.2942 | 0.3261 | 0.2050 | 0.039* | |
C3 | 0.38580 (18) | 0.26687 (17) | 0.3369 (2) | 0.0396 (5) | |
H3A | 0.3637 | 0.3182 | 0.3909 | 0.047* | |
H3B | 0.4453 | 0.2993 | 0.3086 | 0.047* | |
C4 | 0.41519 (17) | 0.15402 (17) | 0.39159 (18) | 0.0373 (5) | |
H4A | 0.4715 | 0.1651 | 0.4479 | 0.045* | |
H4B | 0.3578 | 0.1247 | 0.4260 | 0.045* | |
C5 | 0.44610 (15) | 0.06954 (15) | 0.30770 (16) | 0.0278 (4) | |
H5 | 0.5051 | 0.1011 | 0.2762 | 0.033* | |
C6 | 0.36148 (17) | 0.05469 (16) | 0.21444 (17) | 0.0326 (4) | |
H6A | 0.3029 | 0.0197 | 0.2422 | 0.039* | |
H6B | 0.3850 | 0.0052 | 0.1598 | 0.039* | |
C7 | 0.32944 (18) | 0.16732 (18) | 0.16160 (17) | 0.0370 (5) | |
H7A | 0.3853 | 0.1966 | 0.1246 | 0.044* | |
H7B | 0.2718 | 0.1552 | 0.1071 | 0.044* | |
C8 | 0.47826 (14) | −0.04401 (15) | 0.35574 (16) | 0.0281 (4) | |
C9 | 0.10618 (19) | 0.22595 (19) | 0.6122 (2) | 0.0377 (5) | |
H9 | 0.1056 | 0.3037 | 0.6201 | 0.045* | |
C10 | 0.1344 (2) | 0.1525 (2) | 0.69177 (18) | 0.0445 (6) | |
H10 | 0.1569 | 0.1691 | 0.7641 | 0.053* | |
C11 | 0.09062 (17) | 0.06032 (17) | 0.54026 (17) | 0.0346 (4) | |
C12 | 0.0745 (3) | −0.0340 (2) | 0.4619 (2) | 0.0602 (8) | |
H12A | 0.0586 | −0.1010 | 0.5002 | 0.090* | |
H12B | 0.1354 | −0.0458 | 0.4270 | 0.090* | |
H12C | 0.0190 | −0.0162 | 0.4078 | 0.090* | |
C13 | −0.15859 (19) | 0.1245 (2) | 0.43684 (19) | 0.0414 (5) | |
H13 | −0.1426 | 0.1338 | 0.5117 | 0.050* | |
C14 | −0.23970 (19) | 0.0679 (2) | 0.3894 (2) | 0.0466 (6) | |
H14 | −0.2896 | 0.0317 | 0.4246 | 0.056* | |
C15 | −0.15176 (16) | 0.13368 (17) | 0.26216 (17) | 0.0337 (4) | |
C16 | −0.1217 (2) | 0.1605 (3) | 0.15148 (18) | 0.0561 (7) | |
H16A | −0.1682 | 0.1248 | 0.0969 | 0.084* | |
H16B | −0.0538 | 0.1336 | 0.1459 | 0.084* | |
H16C | −0.1238 | 0.2404 | 0.1405 | 0.084* | |
N1 | 0.07791 (14) | 0.16816 (14) | 0.51644 (14) | 0.0318 (4) | |
N2 | 0.12344 (16) | 0.04764 (15) | 0.64560 (15) | 0.0392 (4) | |
H2 | 0.1356 | −0.0153 | 0.6788 | 0.047* | |
N3 | −0.10236 (13) | 0.16677 (14) | 0.35673 (14) | 0.0316 (4) | |
N4 | −0.23445 (14) | 0.07396 (16) | 0.28022 (16) | 0.0395 (4) | |
H4 | −0.2772 | 0.0444 | 0.2308 | 0.047* | |
O1 | 0.13847 (12) | 0.15720 (12) | 0.24666 (14) | 0.0410 (4) | |
O2 | 0.17380 (11) | 0.29511 (12) | 0.36217 (13) | 0.0352 (3) | |
O1W | 0.61751 (13) | 0.03906 (15) | 0.63232 (14) | 0.0424 (4) | |
O3 | 0.48379 (11) | −0.12457 (11) | 0.28814 (11) | 0.0329 (3) | |
O4 | 0.49861 (13) | −0.05853 (13) | 0.45594 (12) | 0.0434 (4) | |
Cu1 | 0.03143 (3) | 0.246810 (16) | 0.37949 (3) | 0.02601 (6) | |
HW11 | 0.5812 (18) | 0.015 (2) | 0.5807 (15) | 0.034 (6)* | |
HW12 | 0.5816 (18) | 0.0736 (19) | 0.6717 (17) | 0.038 (7)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0256 (10) | 0.0215 (8) | 0.0373 (11) | 0.0054 (7) | 0.0011 (8) | 0.0044 (8) |
C2 | 0.0296 (11) | 0.0242 (9) | 0.0456 (12) | 0.0057 (7) | 0.0081 (9) | 0.0061 (8) |
C3 | 0.0290 (11) | 0.0260 (9) | 0.0640 (16) | −0.0004 (8) | 0.0063 (10) | −0.0086 (10) |
C4 | 0.0340 (12) | 0.0330 (10) | 0.0428 (12) | 0.0073 (8) | −0.0061 (9) | −0.0122 (9) |
C5 | 0.0235 (10) | 0.0260 (8) | 0.0335 (10) | 0.0018 (7) | 0.0009 (8) | −0.0001 (8) |
C6 | 0.0350 (11) | 0.0295 (9) | 0.0321 (10) | 0.0095 (8) | −0.0021 (8) | −0.0033 (8) |
C7 | 0.0375 (12) | 0.0393 (11) | 0.0344 (10) | 0.0117 (9) | 0.0052 (9) | 0.0064 (9) |
C8 | 0.0213 (10) | 0.0298 (9) | 0.0323 (10) | 0.0017 (7) | −0.0013 (8) | 0.0020 (8) |
C9 | 0.0404 (13) | 0.0341 (9) | 0.0370 (12) | −0.0006 (9) | −0.0032 (9) | −0.0015 (9) |
C10 | 0.0533 (15) | 0.0444 (12) | 0.0335 (11) | 0.0018 (10) | −0.0062 (10) | 0.0007 (10) |
C11 | 0.0345 (12) | 0.0303 (10) | 0.0377 (11) | −0.0027 (8) | −0.0016 (9) | 0.0052 (9) |
C12 | 0.087 (2) | 0.0346 (12) | 0.0555 (16) | −0.0004 (13) | −0.0105 (15) | −0.0039 (12) |
C13 | 0.0446 (14) | 0.0477 (12) | 0.0329 (10) | −0.0109 (10) | 0.0085 (9) | 0.0005 (10) |
C14 | 0.0381 (13) | 0.0501 (13) | 0.0522 (14) | −0.0147 (10) | 0.0077 (11) | 0.0042 (12) |
C15 | 0.0295 (11) | 0.0382 (10) | 0.0323 (10) | 0.0006 (8) | −0.0028 (8) | −0.0032 (9) |
C16 | 0.0512 (16) | 0.086 (2) | 0.0310 (11) | −0.0052 (14) | 0.0015 (11) | −0.0031 (13) |
N1 | 0.0335 (9) | 0.0281 (8) | 0.0325 (8) | −0.0024 (7) | −0.0029 (7) | 0.0039 (7) |
N2 | 0.0431 (11) | 0.0339 (9) | 0.0389 (10) | 0.0014 (8) | −0.0041 (8) | 0.0122 (8) |
N3 | 0.0285 (9) | 0.0347 (8) | 0.0311 (9) | −0.0054 (7) | 0.0004 (7) | 0.0009 (7) |
N4 | 0.0316 (10) | 0.0413 (9) | 0.0435 (10) | −0.0056 (7) | −0.0062 (8) | −0.0044 (9) |
O1 | 0.0329 (8) | 0.0346 (7) | 0.0563 (10) | −0.0038 (6) | 0.0080 (7) | −0.0166 (7) |
O2 | 0.0315 (8) | 0.0306 (7) | 0.0444 (9) | −0.0022 (6) | 0.0088 (6) | −0.0087 (7) |
O1W | 0.0373 (9) | 0.0517 (9) | 0.0370 (9) | 0.0068 (8) | −0.0016 (7) | −0.0061 (8) |
O3 | 0.0413 (9) | 0.0244 (6) | 0.0320 (7) | 0.0060 (6) | −0.0015 (6) | 0.0018 (6) |
O4 | 0.0574 (11) | 0.0431 (8) | 0.0283 (7) | 0.0119 (7) | −0.0022 (7) | −0.0007 (7) |
Cu1 | 0.02640 (10) | 0.02329 (9) | 0.02761 (10) | −0.00107 (9) | −0.00064 (7) | 0.00362 (9) |
C1—O1 | 1.247 (2) | C10—H10 | 0.9300 |
C1—O2 | 1.264 (3) | C11—N1 | 1.323 (3) |
C1—C2 | 1.526 (3) | C11—N2 | 1.332 (3) |
C2—C7 | 1.517 (3) | C11—C12 | 1.480 (3) |
C2—C3 | 1.533 (4) | C12—H12A | 0.9600 |
C2—H2A | 0.9800 | C12—H12B | 0.9600 |
C3—C4 | 1.534 (3) | C12—H12C | 0.9600 |
C3—H3A | 0.9700 | C13—C14 | 1.344 (3) |
C3—H3B | 0.9700 | C13—N3 | 1.389 (3) |
C4—C5 | 1.527 (3) | C13—H13 | 0.9300 |
C4—H4A | 0.9700 | C14—N4 | 1.356 (3) |
C4—H4B | 0.9700 | C14—H14 | 0.9300 |
C5—C8 | 1.517 (3) | C15—N3 | 1.333 (3) |
C5—C6 | 1.525 (3) | C15—N4 | 1.339 (3) |
C5—H5 | 0.9800 | C15—C16 | 1.493 (3) |
C6—C7 | 1.530 (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 | Cu1—N1 | 1.9692 (17) |
C7—H7B | 0.9700 | N2—H2 | 0.8600 |
C8—O4 | 1.247 (2) | Cu1—N3 | 1.9976 (18) |
C8—O3 | 1.277 (2) | N4—H4 | 0.8600 |
C9—C10 | 1.336 (3) | Cu1—O2 | 1.9951 (16) |
C9—N1 | 1.382 (3) | O1W—HW11 | 0.807 (16) |
C9—H9 | 0.9300 | O1W—HW12 | 0.822 (16) |
C10—N2 | 1.372 (3) | Cu1—O3i | 1.9627 (14) |
O1—C1—O2 | 121.3 (2) | N2—C10—H10 | 126.8 |
O1—C1—C2 | 121.78 (19) | N1—C11—N2 | 110.27 (19) |
O2—C1—C2 | 116.89 (18) | N1—C11—C12 | 125.7 (2) |
C7—C2—C1 | 114.17 (18) | N2—C11—C12 | 124.0 (2) |
C7—C2—C3 | 110.44 (18) | C11—C12—H12A | 109.5 |
C1—C2—C3 | 111.4 (2) | C11—C12—H12B | 109.5 |
C7—C2—H2A | 106.8 | H12A—C12—H12B | 109.5 |
C1—C2—H2A | 106.8 | C11—C12—H12C | 109.5 |
C3—C2—H2A | 106.8 | H12A—C12—H12C | 109.5 |
C2—C3—C4 | 111.95 (17) | H12B—C12—H12C | 109.5 |
C2—C3—H3A | 109.2 | C14—C13—N3 | 109.4 (2) |
C4—C3—H3A | 109.2 | C14—C13—H13 | 125.3 |
C2—C3—H3B | 109.2 | N3—C13—H13 | 125.3 |
C4—C3—H3B | 109.2 | C13—C14—N4 | 106.5 (2) |
H3A—C3—H3B | 107.9 | C13—C14—H14 | 126.8 |
C5—C4—C3 | 110.6 (2) | N4—C14—H14 | 126.8 |
C5—C4—H4A | 109.5 | N3—C15—N4 | 110.06 (19) |
C3—C4—H4A | 109.5 | N3—C15—C16 | 125.6 (2) |
C5—C4—H4B | 109.5 | N4—C15—C16 | 124.31 (19) |
C3—C4—H4B | 109.5 | C15—C16—H16A | 109.5 |
H4A—C4—H4B | 108.1 | C15—C16—H16B | 109.5 |
C8—C5—C6 | 110.05 (15) | H16A—C16—H16B | 109.5 |
C8—C5—C4 | 113.94 (17) | C15—C16—H16C | 109.5 |
C6—C5—C4 | 111.09 (16) | H16A—C16—H16C | 109.5 |
C8—C5—H5 | 107.1 | H16B—C16—H16C | 109.5 |
C6—C5—H5 | 107.1 | C11—N1—C9 | 106.06 (17) |
C4—C5—H5 | 107.1 | C11—N1—Cu1 | 132.18 (14) |
C5—C6—C7 | 111.49 (17) | C9—N1—Cu1 | 121.75 (14) |
C5—C6—H6A | 109.3 | C11—N2—C10 | 108.04 (18) |
C7—C6—H6A | 109.3 | C11—N2—H2 | 126.0 |
C5—C6—H6B | 109.3 | C10—N2—H2 | 126.0 |
C7—C6—H6B | 109.3 | C15—N3—C13 | 105.40 (18) |
H6A—C6—H6B | 108.0 | C15—N3—Cu1 | 127.33 (15) |
C2—C7—C6 | 112.96 (17) | C13—N3—Cu1 | 127.01 (14) |
C2—C7—H7A | 109.0 | C15—N4—C14 | 108.68 (18) |
C6—C7—H7A | 109.0 | C15—N4—H4 | 125.7 |
C2—C7—H7B | 109.0 | C14—N4—H4 | 125.7 |
C6—C7—H7B | 109.0 | C1—O2—Cu1 | 102.54 (13) |
H7A—C7—H7B | 107.8 | HW11—O1W—HW12 | 108 (2) |
O4—C8—O3 | 121.34 (17) | C8—O3—Cu1ii | 104.38 (12) |
O4—C8—C5 | 122.11 (17) | O3i—Cu1—N1 | 155.96 (6) |
O3—C8—C5 | 116.55 (16) | O3i—Cu1—O2 | 87.82 (7) |
C10—C9—N1 | 109.24 (19) | N1—Cu1—O2 | 90.97 (8) |
C10—C9—H9 | 125.4 | O3i—Cu1—N3 | 93.83 (7) |
N1—C9—H9 | 125.4 | N1—Cu1—N3 | 94.84 (7) |
C9—C10—N2 | 106.37 (19) | O2—Cu1—N3 | 161.53 (7) |
C9—C10—H10 | 126.8 |
Symmetry codes: (i) x−1/2, y+1/2, z; (ii) x+1/2, y−1/2, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—HW11···O4 | 0.81 (2) | 1.99 (2) | 2.794 (2) | 174 (2) |
O1W—HW12···O3iii | 0.82 (2) | 2.12 (2) | 2.921 (2) | 167 (2) |
N2—H2···O1iii | 0.86 | 1.88 | 2.734 (2) | 170 |
N4—H4···O1Wiv | 0.86 | 2.01 | 2.861 (2) | 172 |
Symmetry codes: (iii) x, −y, z+1/2; (iv) x−1, −y, z−1/2. |
Experimental details
Crystal data | |
Chemical formula | [Cu(C8H10O4)(C4H6N2)2]·H2O |
Mr | 415.93 |
Crystal system, space group | Monoclinic, Cc |
Temperature (K) | 293 |
a, b, c (Å) | 13.179 (3), 11.897 (2), 12.314 (3) |
β (°) | 96.03 (3) |
V (Å3) | 1920.1 (7) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.17 |
Crystal size (mm) | 0.28 × 0.27 × 0.24 |
Data collection | |
Diffractometer | Rigaku R-AXIS RAPID |
Absorption correction | Multi-scan (ABSCOR; Higashi, 1995) |
Tmin, Tmax | 0.713, 0.758 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9070, 3853, 3592 |
Rint | 0.019 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.024, 0.059, 1.09 |
No. of reflections | 3853 |
No. of parameters | 245 |
No. of restraints | 5 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.22, −0.21 |
Absolute structure | Flack (1983), 1655 Friedel pairs |
Absolute structure parameter | 0.011 (10) |
Computer programs: PROCESS-AUTO (Rigaku, 1998), PROCESS-AUTO, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL-Plus (Sheldrick, 1990), SHELXL97.
Cu1—N1 | 1.9692 (17) | Cu1—O2 | 1.9951 (16) |
Cu1—N3 | 1.9976 (18) | Cu1—O3i | 1.9627 (14) |
O3i—Cu1—N1 | 155.96 (6) | O3i—Cu1—N3 | 93.83 (7) |
O3i—Cu1—O2 | 87.82 (7) | N1—Cu1—N3 | 94.84 (7) |
N1—Cu1—O2 | 90.97 (8) | O2—Cu1—N3 | 161.53 (7) |
Symmetry code: (i) x−1/2, y+1/2, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—HW11···O4 | 0.807 (16) | 1.989 (16) | 2.794 (2) | 174 (2) |
O1W—HW12···O3ii | 0.822 (16) | 2.115 (17) | 2.921 (2) | 167 (2) |
N2—H2···O1ii | 0.86 | 1.88 | 2.734 (2) | 170.3 |
N4—H4···O1Wiii | 0.86 | 2.01 | 2.861 (2) | 171.8 |
Symmetry codes: (ii) x, −y, z+1/2; (iii) x−1, −y, z−1/2. |
Rigid spacer ligands such as benzenedi- and tri-carboxylates have successfully produced various extended structures with metal cations (Li et al., 2002). However, the studies on the structures composed of flexible carboxylate ligands still remains undeveloped probably because the low symmetry and the flexibility of the ligand make it difficult to control the final structure. We selected 1,4-cyclohexanedicarboxylic acid (1,4-chdcH2) as a bridging ligand and 2-methyl-1H-imidazole (L) as a secondary ligand, generating a new helical chain coordination polymer, [Cu(1,4-chdc)(L)2].H2O, (I), which is reported here.
Selected bond lengths and angles for (I) are given in Table 1. In compound (I), each Cu(II) atom is four-coordinated by two N atoms from two L ligands, and two O atoms from two 1,4-chdc molecules in a distorted tetrahedral geometry (Fig. 1). The Cu1—O2 and Cu1—O3i distances are 1.9951 (16) and 1.9627 (14) Å, respectively (Table 1). The Cu1—N1 and Cu1—N3 distances are 1.9692 (17) and 1.9976 (18) Å, respectively (Table 1). Each 1,4-chdc ligand bridges two neighboring Cu(II) atoms in a bidentate mode, forming a unique helical chain (Fig. 2). These chains are decorated with L ligands alternately at two sides. In addition, the O—H···O and N—H···O hydrogen bonds complete structure of (I) (Table 2).