Acta Cryst. (2010). E66, m1219 [ doi:10.1107/S1600536810035336 ]
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O]bis(pyridine-N)copper(II)In the title molecule, [Cu(C8H7O2S)2(C5H5N)2(H2O)], the CuII ion is pentacoordinated in a distorted square-pyramidal geometry by two O atoms of two 4-(methylsulfanyl)benzoate anions and two N atoms of two pyridine ligands and a water O atom situated at the apical site. In the crystal structure, O-H
O hydrogen bonds link molecules into chains along the b axis.
4-(methylsulfanyl) benzoic acid (0.35 g, 2 mmol) was dissolved in pydine (5 ml) and then Cu(NO3)2.3H2O (0.240 g, 1 mmol) was added. After refluxing for 2 h, the solvent was removed in vacuo. The resulting mixture was dissolved in CH2Cl2 and single crystals were obtained by diffusion ethyl ether into the filtrate.
Carbon-bound H atoms were positioned geometrically, with C—H = 0.96Å for methyl groups and 0.93 Å for aromatic rings, and refined using a riding model, with Uiso (H) = 1.2-1.5 Ueq (C). The water' H atoms were located on a difference map and isotropically refined.
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
![[Figure 1]](./cv2757fig1thm.gif)
| Fig. 1. View of (I) with the atomic numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. |
![[Figure 2]](./cv2757fig2thm.gif)
| Fig. 2. A portion of the crystal packing showing a hydrogen-bonded (dashed lones) chain. |
| [Cu(C8H7O2S)2(C5H5N)2(H2O)] | F(000) = 1188 |
| Mr = 574.15 | Dx = 1.467 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: -P 2ybc | Cell parameters from 4039 reflections |
| a = 25.676 (5) Å | θ = 2.4–27.2° |
| b = 6.0030 (11) Å | µ = 1.04 mm−1 |
| c = 17.026 (3) Å | T = 293 K |
| β = 97.753 (4)° | Prism, blue |
| V = 2600.3 (8) Å3 | 0.22 × 0.16 × 0.10 mm |
| Z = 4 |
| Bruker SMART APEX CCD area-detector diffractometer | 4822 independent reflections |
| Radiation source: fine-focus sealed tube | 3640 reflections with I > 2σ(I) |
| graphite | Rint = 0.034 |
| phi and ω scans | θmax = 25.5°, θmin = 1.6° |
| Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −30→31 |
| Tmin = 0.885, Tmax = 0.903 | k = −5→7 |
| 14401 measured reflections | l = −20→20 |
| 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)] = 0.035 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.106 | H atoms treated by a mixture of independent and constrained refinement |
| S = 1.00 | w = 1/[σ2(Fo2) + (0.0646P)2] where P = (Fo2 + 2Fc2)/3 |
| 4822 reflections | (Δ/σ)max = 0.003 |
| 332 parameters | Δρmax = 0.28 e Å−3 |
| 20 restraints | Δρmin = −0.32 e Å−3 |
| [Cu(C8H7O2S)2(C5H5N)2(H2O)] | V = 2600.3 (8) Å3 |
| Mr = 574.15 | Z = 4 |
| Monoclinic, P21/c | Mo Kα radiation |
| a = 25.676 (5) Å | µ = 1.04 mm−1 |
| b = 6.0030 (11) Å | T = 293 K |
| c = 17.026 (3) Å | 0.22 × 0.16 × 0.10 mm |
| β = 97.753 (4)° |
| Bruker SMART APEX CCD area-detector diffractometer | 4822 independent reflections |
| Absorption correction: multi-scan (SADABS; Bruker, 2000) | 3640 reflections with I > 2σ(I) |
| Tmin = 0.885, Tmax = 0.903 | Rint = 0.034 |
| 14401 measured reflections | θmax = 25.5° |
| R[F2 > 2σ(F2)] = 0.035 | H atoms treated by a mixture of independent and constrained refinement |
| wR(F2) = 0.106 | Δρmax = 0.28 e Å−3 |
| S = 1.00 | Δρmin = −0.32 e Å−3 |
| 4822 reflections | Absolute structure: ? |
| 332 parameters | Flack parameter: ? |
| 20 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 > 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 | ||
| Cu1 | 0.743521 (11) | 0.02678 (5) | 0.137765 (17) | 0.03387 (12) | |
| S1 | 0.45561 (3) | −0.03164 (14) | −0.19282 (5) | 0.0620 (2) | |
| S2 | 1.05166 (4) | −0.0851 (2) | 0.41678 (7) | 0.0901 (4) | |
| C1 | 0.50925 (10) | −0.0745 (5) | −0.11836 (15) | 0.0409 (6) | |
| C2 | 0.51918 (10) | −0.2719 (5) | −0.07666 (17) | 0.0464 (7) | |
| H2 | 0.4961 | −0.3912 | −0.0864 | 0.056* | |
| C3 | 0.56350 (10) | −0.2922 (4) | −0.02033 (15) | 0.0415 (6) | |
| H3 | 0.5699 | −0.4262 | 0.0066 | 0.050* | |
| C4 | 0.59820 (9) | −0.1168 (4) | −0.00363 (14) | 0.0341 (5) | |
| C5 | 0.58709 (10) | 0.0812 (5) | −0.04404 (16) | 0.0434 (6) | |
| H5 | 0.6094 | 0.2023 | −0.0327 | 0.052* | |
| C6 | 0.54381 (11) | 0.1033 (5) | −0.10060 (16) | 0.0475 (7) | |
| H6 | 0.5375 | 0.2379 | −0.1272 | 0.057* | |
| C7 | 0.41908 (12) | −0.2863 (6) | −0.1935 (2) | 0.0723 (10) | |
| H7A | 0.3887 | −0.2776 | −0.2329 | 0.108* | |
| H7B | 0.4082 | −0.3094 | −0.1423 | 0.108* | |
| H7C | 0.4408 | −0.4084 | −0.2056 | 0.108* | |
| C8 | 0.64799 (9) | −0.1484 (5) | 0.05272 (14) | 0.0371 (6) | |
| C9 | 0.98963 (11) | −0.0843 (5) | 0.35707 (17) | 0.0519 (7) | |
| C10 | 0.97517 (11) | −0.2785 (5) | 0.31685 (18) | 0.0564 (8) | |
| H10 | 0.9984 | −0.3980 | 0.3200 | 0.068* | |
| C11 | 0.92676 (10) | −0.2969 (5) | 0.27216 (17) | 0.0493 (7) | |
| H11 | 0.9171 | −0.4307 | 0.2468 | 0.059* | |
| C12 | 0.89200 (9) | −0.1183 (5) | 0.26422 (15) | 0.0378 (6) | |
| C13 | 0.90713 (11) | 0.0767 (5) | 0.30264 (16) | 0.0447 (6) | |
| H13 | 0.8845 | 0.1984 | 0.2976 | 0.054* | |
| C14 | 0.95556 (11) | 0.0948 (5) | 0.34880 (17) | 0.0539 (8) | |
| H14 | 0.9652 | 0.2283 | 0.3744 | 0.065* | |
| C15 | 1.06228 (15) | 0.1976 (8) | 0.4476 (3) | 0.1061 (16) | |
| H15A | 1.0967 | 0.2120 | 0.4772 | 0.159* | |
| H15B | 1.0363 | 0.2403 | 0.4803 | 0.159* | |
| H15C | 1.0596 | 0.2924 | 0.4018 | 0.159* | |
| C16 | 0.83848 (10) | −0.1431 (5) | 0.21525 (16) | 0.0440 (6) | |
| C17 | 0.77130 (11) | −0.1691 (5) | −0.01263 (17) | 0.0519 (6) | |
| H17A | 0.7478 | −0.2801 | −0.0025 | 0.062* | |
| C18 | 0.79446 (12) | −0.1837 (5) | −0.08029 (17) | 0.0555 (6) | |
| H18A | 0.7870 | −0.3029 | −0.1148 | 0.067* | |
| C19 | 0.82878 (12) | −0.0210 (5) | −0.09659 (18) | 0.0556 (6) | |
| H19A | 0.8443 | −0.0257 | −0.1428 | 0.067* | |
| C20 | 0.83972 (12) | 0.1497 (6) | −0.04289 (17) | 0.0590 (8) | |
| H20 | 0.8634 | 0.2614 | −0.0517 | 0.071* | |
| C21 | 0.81514 (11) | 0.1524 (5) | 0.02388 (17) | 0.0533 (8) | |
| H21 | 0.8228 | 0.2682 | 0.0599 | 0.064* | |
| C22 | 0.67778 (10) | −0.1574 (5) | 0.25511 (15) | 0.0442 (6) | |
| H22 | 0.6689 | −0.2670 | 0.2171 | 0.053* | |
| C23 | 0.65702 (11) | −0.1699 (5) | 0.32568 (17) | 0.0507 (7) | |
| H23 | 0.6349 | −0.2870 | 0.3349 | 0.061* | |
| C24 | 0.66933 (12) | −0.0074 (5) | 0.38224 (17) | 0.0513 (7) | |
| H24 | 0.6559 | −0.0130 | 0.4302 | 0.062* | |
| C25 | 0.70184 (12) | 0.1627 (5) | 0.36627 (17) | 0.0535 (8) | |
| H25 | 0.7105 | 0.2757 | 0.4031 | 0.064* | |
| C26 | 0.72176 (11) | 0.1645 (5) | 0.29452 (15) | 0.0462 (7) | |
| H26 | 0.7440 | 0.2799 | 0.2842 | 0.055* | |
| N1 | 0.78083 (8) | −0.0024 (3) | 0.03984 (13) | 0.0399 (5) | |
| N2 | 0.71013 (8) | 0.0062 (3) | 0.23945 (12) | 0.0381 (5) | |
| O1 | 0.66052 (7) | −0.3399 (3) | 0.07546 (11) | 0.0523 (5) | |
| O2 | 0.67505 (7) | 0.0256 (3) | 0.07148 (11) | 0.0448 (5) | |
| O3 | 0.82353 (9) | −0.3270 (4) | 0.19108 (17) | 0.0859 (8) | |
| O4 | 0.81221 (7) | 0.0363 (3) | 0.20312 (11) | 0.0444 (5) | |
| O1W | 0.74339 (8) | 0.4003 (4) | 0.13501 (13) | 0.0558 (6) | |
| H1WA | 0.7665 (10) | 0.495 (4) | 0.148 (2) | 0.067* | |
| H1WB | 0.7188 (10) | 0.478 (5) | 0.1131 (18) | 0.067* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Cu1 | 0.02653 (17) | 0.0401 (2) | 0.03353 (19) | −0.00232 (12) | −0.00137 (12) | 0.00054 (13) |
| S1 | 0.0502 (5) | 0.0705 (6) | 0.0579 (5) | 0.0065 (4) | −0.0202 (4) | 0.0042 (4) |
| S2 | 0.0474 (5) | 0.1133 (9) | 0.0982 (8) | −0.0033 (5) | −0.0316 (5) | 0.0246 (6) |
| C1 | 0.0335 (13) | 0.0487 (17) | 0.0383 (14) | 0.0056 (12) | −0.0030 (11) | −0.0035 (12) |
| C2 | 0.0362 (14) | 0.0432 (16) | 0.0563 (17) | −0.0065 (12) | −0.0066 (12) | −0.0001 (13) |
| C3 | 0.0377 (14) | 0.0403 (15) | 0.0449 (15) | −0.0017 (12) | −0.0007 (11) | 0.0066 (12) |
| C4 | 0.0277 (12) | 0.0388 (15) | 0.0357 (13) | 0.0005 (11) | 0.0033 (10) | −0.0010 (11) |
| C5 | 0.0412 (15) | 0.0377 (16) | 0.0491 (16) | −0.0042 (12) | −0.0020 (12) | −0.0006 (12) |
| C6 | 0.0491 (17) | 0.0372 (16) | 0.0541 (17) | 0.0052 (13) | −0.0004 (13) | 0.0070 (12) |
| C7 | 0.0495 (18) | 0.091 (3) | 0.070 (2) | −0.0060 (18) | −0.0178 (16) | −0.0078 (18) |
| C8 | 0.0288 (12) | 0.0525 (18) | 0.0295 (13) | 0.0012 (12) | 0.0020 (10) | −0.0004 (11) |
| C9 | 0.0363 (15) | 0.068 (2) | 0.0481 (17) | −0.0031 (14) | −0.0054 (12) | 0.0142 (15) |
| C10 | 0.0419 (16) | 0.060 (2) | 0.065 (2) | 0.0138 (14) | 0.0010 (14) | 0.0139 (16) |
| C11 | 0.0425 (15) | 0.0414 (17) | 0.0617 (19) | 0.0044 (13) | −0.0017 (13) | 0.0033 (13) |
| C12 | 0.0308 (13) | 0.0425 (15) | 0.0397 (14) | −0.0015 (11) | 0.0029 (11) | 0.0050 (11) |
| C13 | 0.0395 (15) | 0.0477 (17) | 0.0451 (16) | 0.0044 (13) | −0.0012 (12) | −0.0029 (12) |
| C14 | 0.0459 (17) | 0.058 (2) | 0.0548 (18) | −0.0042 (14) | −0.0053 (14) | −0.0064 (14) |
| C15 | 0.069 (3) | 0.121 (4) | 0.116 (4) | −0.032 (3) | −0.032 (2) | 0.003 (3) |
| C16 | 0.0338 (14) | 0.0492 (18) | 0.0476 (16) | −0.0039 (13) | −0.0003 (12) | 0.0055 (13) |
| C17 | 0.0516 (13) | 0.0577 (15) | 0.0475 (13) | −0.0102 (11) | 0.0108 (11) | −0.0042 (11) |
| C18 | 0.0569 (13) | 0.0613 (15) | 0.0499 (13) | −0.0086 (11) | 0.0129 (11) | −0.0094 (11) |
| C19 | 0.0542 (13) | 0.0644 (15) | 0.0506 (13) | −0.0081 (11) | 0.0157 (11) | −0.0053 (11) |
| C20 | 0.0530 (18) | 0.074 (2) | 0.0526 (18) | −0.0221 (16) | 0.0170 (15) | −0.0016 (15) |
| C21 | 0.0448 (16) | 0.060 (2) | 0.0546 (18) | −0.0162 (14) | 0.0063 (14) | −0.0073 (14) |
| C22 | 0.0423 (15) | 0.0474 (17) | 0.0421 (15) | −0.0053 (13) | 0.0028 (12) | 0.0003 (12) |
| C23 | 0.0491 (17) | 0.0527 (19) | 0.0514 (18) | −0.0027 (14) | 0.0108 (14) | 0.0084 (14) |
| C24 | 0.0525 (17) | 0.063 (2) | 0.0395 (15) | 0.0116 (15) | 0.0114 (13) | 0.0025 (13) |
| C25 | 0.0577 (18) | 0.058 (2) | 0.0436 (17) | 0.0038 (15) | 0.0017 (14) | −0.0129 (13) |
| C26 | 0.0455 (16) | 0.0506 (18) | 0.0409 (16) | −0.0058 (13) | 0.0000 (12) | −0.0047 (12) |
| N1 | 0.0318 (11) | 0.0475 (14) | 0.0391 (12) | −0.0038 (9) | −0.0001 (9) | 0.0010 (9) |
| N2 | 0.0329 (11) | 0.0453 (14) | 0.0348 (11) | −0.0004 (9) | 0.0003 (9) | −0.0005 (9) |
| O1 | 0.0463 (11) | 0.0509 (13) | 0.0545 (12) | 0.0128 (9) | −0.0120 (9) | 0.0022 (9) |
| O2 | 0.0319 (9) | 0.0566 (12) | 0.0432 (11) | −0.0077 (8) | −0.0049 (8) | −0.0044 (8) |
| O3 | 0.0617 (15) | 0.0459 (15) | 0.136 (2) | −0.0108 (11) | −0.0391 (15) | −0.0075 (13) |
| O4 | 0.0307 (9) | 0.0524 (12) | 0.0477 (11) | 0.0057 (8) | −0.0039 (8) | −0.0022 (8) |
| O1W | 0.0399 (11) | 0.0351 (12) | 0.0856 (16) | −0.0016 (8) | −0.0157 (11) | 0.0048 (10) |
| Cu1—O4 | 1.9550 (18) | C13—C14 | 1.383 (4) |
| Cu1—O2 | 1.9567 (18) | C13—H13 | 0.9300 |
| Cu1—N2 | 2.037 (2) | C14—H14 | 0.9300 |
| Cu1—N1 | 2.039 (2) | C15—H15A | 0.9600 |
| Cu1—O1W | 2.243 (2) | C15—H15B | 0.9600 |
| S1—C1 | 1.761 (3) | C15—H15C | 0.9600 |
| S1—C7 | 1.793 (4) | C16—O3 | 1.222 (3) |
| S2—C9 | 1.770 (3) | C16—O4 | 1.272 (3) |
| S2—C15 | 1.786 (5) | C17—N1 | 1.342 (3) |
| C1—C2 | 1.387 (4) | C17—C18 | 1.369 (4) |
| C1—C6 | 1.395 (4) | C17—H17A | 0.9300 |
| C2—C3 | 1.391 (3) | C18—C19 | 1.368 (4) |
| C2—H2 | 0.9300 | C18—H18A | 0.9300 |
| C3—C4 | 1.384 (3) | C19—C20 | 1.377 (4) |
| C3—H3 | 0.9300 | C19—H19A | 0.9300 |
| C4—C5 | 1.384 (4) | C20—C21 | 1.373 (4) |
| C4—C8 | 1.503 (3) | C20—H20 | 0.9300 |
| C5—C6 | 1.375 (4) | C21—N1 | 1.333 (3) |
| C5—H5 | 0.9300 | C21—H21 | 0.9300 |
| C6—H6 | 0.9300 | C22—N2 | 1.336 (3) |
| C7—H7A | 0.9600 | C22—C23 | 1.381 (4) |
| C7—H7B | 0.9600 | C22—H22 | 0.9300 |
| C7—H7C | 0.9600 | C23—C24 | 1.377 (4) |
| C8—O1 | 1.241 (3) | C23—H23 | 0.9300 |
| C8—O2 | 1.271 (3) | C24—C25 | 1.369 (4) |
| C9—C10 | 1.377 (4) | C24—H24 | 0.9300 |
| C9—C14 | 1.381 (4) | C25—C26 | 1.387 (4) |
| C10—C11 | 1.371 (4) | C25—H25 | 0.9300 |
| C10—H10 | 0.9300 | C26—N2 | 1.340 (3) |
| C11—C12 | 1.390 (4) | C26—H26 | 0.9300 |
| C11—H11 | 0.9300 | O1W—H1WA | 0.826 (18) |
| C12—C13 | 1.371 (4) | O1W—H1WB | 0.832 (18) |
| C12—C16 | 1.515 (3) | ||
| O4—Cu1—O2 | 178.45 (8) | C9—C14—C13 | 120.3 (3) |
| O4—Cu1—N2 | 88.21 (8) | C9—C14—H14 | 119.8 |
| O2—Cu1—N2 | 92.39 (8) | C13—C14—H14 | 119.8 |
| O4—Cu1—N1 | 88.89 (8) | S2—C15—H15A | 109.5 |
| O2—Cu1—N1 | 90.73 (8) | S2—C15—H15B | 109.5 |
| N2—Cu1—N1 | 171.03 (8) | H15A—C15—H15B | 109.5 |
| O4—Cu1—O1W | 88.93 (7) | S2—C15—H15C | 109.5 |
| O2—Cu1—O1W | 89.59 (7) | H15A—C15—H15C | 109.5 |
| N2—Cu1—O1W | 94.51 (8) | H15B—C15—H15C | 109.5 |
| N1—Cu1—O1W | 93.91 (8) | O3—C16—O4 | 125.0 (3) |
| C1—S1—C7 | 103.76 (14) | O3—C16—C12 | 119.6 (3) |
| C9—S2—C15 | 104.84 (17) | O4—C16—C12 | 115.3 (2) |
| C2—C1—C6 | 118.4 (2) | N1—C17—C18 | 123.2 (3) |
| C2—C1—S1 | 124.4 (2) | N1—C17—H17A | 118.4 |
| C6—C1—S1 | 117.2 (2) | C18—C17—H17A | 118.4 |
| C1—C2—C3 | 120.3 (2) | C17—C18—C19 | 119.3 (3) |
| C1—C2—H2 | 119.9 | C17—C18—H18A | 120.3 |
| C3—C2—H2 | 119.9 | C19—C18—H18A | 120.3 |
| C4—C3—C2 | 121.3 (2) | C18—C19—C20 | 118.4 (3) |
| C4—C3—H3 | 119.4 | C18—C19—H19A | 120.8 |
| C2—C3—H3 | 119.4 | C20—C19—H19A | 120.8 |
| C3—C4—C5 | 117.9 (2) | C21—C20—C19 | 118.9 (3) |
| C3—C4—C8 | 120.2 (2) | C21—C20—H20 | 120.6 |
| C5—C4—C8 | 121.8 (2) | C19—C20—H20 | 120.6 |
| C6—C5—C4 | 121.6 (3) | N1—C21—C20 | 123.4 (3) |
| C6—C5—H5 | 119.2 | N1—C21—H21 | 118.3 |
| C4—C5—H5 | 119.2 | C20—C21—H21 | 118.3 |
| C5—C6—C1 | 120.6 (3) | N2—C22—C23 | 122.5 (3) |
| C5—C6—H6 | 119.7 | N2—C22—H22 | 118.8 |
| C1—C6—H6 | 119.7 | C23—C22—H22 | 118.8 |
| S1—C7—H7A | 109.5 | C24—C23—C22 | 119.4 (3) |
| S1—C7—H7B | 109.5 | C24—C23—H23 | 120.3 |
| H7A—C7—H7B | 109.5 | C22—C23—H23 | 120.3 |
| S1—C7—H7C | 109.5 | C25—C24—C23 | 118.5 (3) |
| H7A—C7—H7C | 109.5 | C25—C24—H24 | 120.7 |
| H7B—C7—H7C | 109.5 | C23—C24—H24 | 120.7 |
| O1—C8—O2 | 124.9 (2) | C24—C25—C26 | 119.2 (3) |
| O1—C8—C4 | 118.6 (2) | C24—C25—H25 | 120.4 |
| O2—C8—C4 | 116.4 (2) | C26—C25—H25 | 120.4 |
| C10—C9—C14 | 118.9 (3) | N2—C26—C25 | 122.5 (3) |
| C10—C9—S2 | 116.4 (2) | N2—C26—H26 | 118.8 |
| C14—C9—S2 | 124.7 (3) | C25—C26—H26 | 118.8 |
| C11—C10—C9 | 120.5 (3) | C21—N1—C17 | 116.7 (2) |
| C11—C10—H10 | 119.8 | C21—N1—Cu1 | 120.20 (19) |
| C9—C10—H10 | 119.8 | C17—N1—Cu1 | 123.01 (18) |
| C10—C11—C12 | 120.9 (3) | C22—N2—C26 | 117.9 (2) |
| C10—C11—H11 | 119.5 | C22—N2—Cu1 | 123.94 (18) |
| C12—C11—H11 | 119.5 | C26—N2—Cu1 | 118.18 (18) |
| C13—C12—C11 | 118.4 (2) | C8—O2—Cu1 | 124.47 (17) |
| C13—C12—C16 | 121.6 (2) | C16—O4—Cu1 | 119.04 (17) |
| C11—C12—C16 | 120.0 (2) | Cu1—O1W—H1WA | 133 (2) |
| C12—C13—C14 | 120.9 (3) | Cu1—O1W—H1WB | 125 (2) |
| C12—C13—H13 | 119.5 | H1WA—O1W—H1WB | 102 (3) |
| C14—C13—H13 | 119.5 | ||
| C7—S1—C1—C2 | 3.5 (3) | C23—C24—C25—C26 | −0.8 (4) |
| C7—S1—C1—C6 | −176.4 (2) | C24—C25—C26—N2 | 0.5 (4) |
| C6—C1—C2—C3 | −1.9 (4) | C20—C21—N1—C17 | 1.1 (4) |
| S1—C1—C2—C3 | 178.1 (2) | C20—C21—N1—Cu1 | −176.6 (2) |
| C1—C2—C3—C4 | 0.9 (4) | C18—C17—N1—C21 | −0.7 (4) |
| C2—C3—C4—C5 | 0.9 (4) | C18—C17—N1—Cu1 | 176.9 (2) |
| C2—C3—C4—C8 | −175.2 (2) | O4—Cu1—N1—C21 | −57.5 (2) |
| C3—C4—C5—C6 | −1.7 (4) | O2—Cu1—N1—C21 | 121.0 (2) |
| C8—C4—C5—C6 | 174.3 (2) | N2—Cu1—N1—C21 | −128.6 (5) |
| C4—C5—C6—C1 | 0.7 (4) | O1W—Cu1—N1—C21 | 31.4 (2) |
| C2—C1—C6—C5 | 1.1 (4) | O4—Cu1—N1—C17 | 125.0 (2) |
| S1—C1—C6—C5 | −178.9 (2) | O2—Cu1—N1—C17 | −56.5 (2) |
| C3—C4—C8—O1 | 9.3 (4) | N2—Cu1—N1—C17 | 53.8 (6) |
| C5—C4—C8—O1 | −166.5 (2) | O1W—Cu1—N1—C17 | −146.2 (2) |
| C3—C4—C8—O2 | −172.8 (2) | C23—C22—N2—C26 | −1.0 (4) |
| C5—C4—C8—O2 | 11.3 (3) | C23—C22—N2—Cu1 | 178.0 (2) |
| C15—S2—C9—C10 | 171.5 (3) | C25—C26—N2—C22 | 0.4 (4) |
| C15—S2—C9—C14 | −8.7 (3) | C25—C26—N2—Cu1 | −178.7 (2) |
| C14—C9—C10—C11 | −2.9 (5) | O4—Cu1—N2—C22 | −123.9 (2) |
| S2—C9—C10—C11 | 176.9 (2) | O2—Cu1—N2—C22 | 57.5 (2) |
| C9—C10—C11—C12 | 2.2 (4) | N1—Cu1—N2—C22 | −52.7 (6) |
| C10—C11—C12—C13 | −0.4 (4) | O1W—Cu1—N2—C22 | 147.3 (2) |
| C10—C11—C12—C16 | −179.4 (3) | O4—Cu1—N2—C26 | 55.2 (2) |
| C11—C12—C13—C14 | −0.6 (4) | O2—Cu1—N2—C26 | −123.38 (19) |
| C16—C12—C13—C14 | 178.3 (2) | N1—Cu1—N2—C26 | 126.4 (5) |
| C10—C9—C14—C13 | 1.8 (4) | O1W—Cu1—N2—C26 | −33.6 (2) |
| S2—C9—C14—C13 | −177.9 (2) | O1—C8—O2—Cu1 | 2.0 (4) |
| C12—C13—C14—C9 | −0.1 (4) | C4—C8—O2—Cu1 | −175.66 (15) |
| C13—C12—C16—O3 | −169.9 (3) | O4—Cu1—O2—C8 | 167 (3) |
| C11—C12—C16—O3 | 9.0 (4) | N2—Cu1—O2—C8 | −80.3 (2) |
| C13—C12—C16—O4 | 9.7 (4) | N1—Cu1—O2—C8 | 91.3 (2) |
| C11—C12—C16—O4 | −171.4 (2) | O1W—Cu1—O2—C8 | −174.8 (2) |
| N1—C17—C18—C19 | −0.6 (5) | O3—C16—O4—Cu1 | −2.5 (4) |
| C17—C18—C19—C20 | 1.5 (5) | C12—C16—O4—Cu1 | 178.00 (16) |
| C18—C19—C20—C21 | −1.2 (5) | O2—Cu1—O4—C16 | −151 (3) |
| C19—C20—C21—N1 | −0.1 (5) | N2—Cu1—O4—C16 | 96.6 (2) |
| N2—C22—C23—C24 | 0.7 (4) | N1—Cu1—O4—C16 | −74.9 (2) |
| C22—C23—C24—C25 | 0.2 (4) | O1W—Cu1—O4—C16 | −168.8 (2) |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H1WA···O3i | 0.83 (2) | 1.88 (2) | 2.701 (3) | 170 (3) |
| O1W—H1WB···O1i | 0.83 (2) | 1.89 (2) | 2.721 (3) | 173 (3) |
| Symmetry codes: (i) x, y+1, z. |
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1W—H1WA···O3i | 0.83 (2) | 1.88 (2) | 2.701 (3) | 170 (3) |
| O1W—H1WB···O1i | 0.83 (2) | 1.89 (2) | 2.721 (3) | 173 (3) |
| Symmetry codes: (i) x, y+1, z. |
This work was supported by the Natural Science Fund for Colleges and Universities in Jiangsu Province (grant No. 08KJB430012) and the Science and Technology Projects Fund of Nantong City (grant No. K2008001).
Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Kawasaki, K. & Katsuki, T. (1997). Tetrahedron, 53, 6337–6350.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
Tran-Ho, L.-C., May, P. M. & Hefter, G. T. (1997). J. Inorg. Biochem. 68, 225–231.
The design and synthesis of metal-organic complexes have attracted intense attention in recent years owing to their potential practical applications, such as biological activities, magnetism and catalysis (for the catalytic properties of copper (II) complexes, see Kawasaki et al. (1997)). Also the pharmacological properties of thioamino acid derivatives for treating copper intoxication are well-known (Tran-Ho et al., 1997). In order to achieve supramolecular transition metal complexes by self-assembly, and to explore the relationship between the structure and the biological properties, as one part of our systematic work, in this paper, we report on the synthesis and crystal structure of the title compound, (I) (Fig. 1).
In (I), the CuII ion has a square- pyramidal environment being coordinated by two carboxylate O atoms from the two coordinating 4-(methylsulfanyl)benzoate ligands and two N atoms from the two pyridine ligands, and an O atom from the water molecule. A long apical Cu—OH2 bond of 2.243 (2) Å is due to the Jahn-Teller effect. In the crystal structure, intermolecular O—H···O hydrogen bonds (Table 1) link the molecules translated along axis b into chains (Fig. 2).