Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807027948/bi2187sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807027948/bi2187Isup2.hkl |
CCDC reference: 654749
A solution of 2-aminobenzothiazole (2 mmol) in butanol (10 ml) was added dropwise to Cu(OAc)2.2H2O (1 mmol in 10 ml of butanol) with stirring. The resulting solution was left to stand at room temperature and black crystals were obtained after several days.
All H atoms were visible in a difference Fourier map. The methyl H atoms were constrained to an ideal geometry with C—H distances of 0.96 Å and Uiso(H) = 1.5Ueq(C). The hydroxyl H atoms were treated as riding atoms with O—H distances normalized to 0.85 Å and with Uiso(H) = 1.5Ueq(O). All other H atoms were placed geometrically and constrained to ride on their parent atoms with C—H distances of 0.93–0.97 Å and N—H distances of 0.90 Å, and with Uiso(H) = 1.2Ueq(C/N). The C—C bonds and 1,3-distances in the butanol molecule were restrained to 1.50 (1) and 2.45 (2) Å, respectively.
Interest in the study of compounds containing the benzothiazole group has increased on account of their broad spectrum of biological activities (Rana et al., 2007), and also their potential applications in the areas of sensors (Kim et al., 2005), non-linear optics, laser dyes, electroluminescent devices (Costa et al., 2006) and as chelating agents (Usman et al., 2003). A large number of copper compounds with diverse ligands have been synthesized and studied as potential therapeutic agents (Wu et al., 2003) and catalysts (Marko et al., 1996).
In the title compound (Fig. 1), each CuII ion is five-coordinated, with a coordination geometry that is best described as distorted square pyramidal. Four O atoms of bridging acetate ligands construct the basal plane of the square pyramid. The 2-aminobenzothiazole molecules are coordinated to CuII through their thiazole N atom and occupy the axial position. Four acetate ligands act as bridges to connect the two CuII centers into a dinuclear complex across a crystallographic centre of inversion. All the geometrical parameters lie within expected ranges.
The complexes are linked into one-dimensional chains by a combination of intermolecular O—H···O and N—H···O hydrogen bonds involving the butane solvent molecules (Fig. 2).
For general literature concerning applications of benzothiazole compounds, see: Rana et al. (2007); Kim et al. (2005); Costa et al. (2006); Wu et al. (2003); Marko et al. (1996). Similar coordination geometry has been observed for a related dinuclear CuII complex containing 2-amino-5-chloropyridine (Liu et al., 2003). Other reported 2-aminobenzothiazole complexes with CuII contain either six-coordinate (Sieroń & Bukowska-Strżyzewska, 1999, 2000; Sieroń, 2007) or four-coordinate CuII (Usman et al., 2003).
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
[Cu2(C2H3O2)4(C7H6N2S)2]·2C4H10O | F(000) = 844 |
Mr = 811.89 | Dx = 1.410 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 8320 reflections |
a = 10.0998 (17) Å | θ = 2.2–25.7° |
b = 11.465 (2) Å | µ = 1.28 mm−1 |
c = 16.514 (3) Å | T = 273 K |
β = 91.242 (7)° | Block, black |
V = 1911.8 (6) Å3 | 0.32 × 0.21 × 0.12 mm |
Z = 2 |
Bruker SMART CCD area-detector diffractometer | 3353 independent reflections |
Radiation source: fine-focus sealed tube | 3000 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.044 |
φ and ω scans | θmax = 25.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→11 |
Tmin = 0.686, Tmax = 0.862 | k = −13→13 |
20441 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)] = 0.084 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.249 | H-atom parameters constrained |
S = 1.15 | w = 1/[σ2(Fo2) + (0.0643P)2 + 21.2639P] where P = (Fo2 + 2Fc2)/3 |
3353 reflections | (Δ/σ)max = 0.001 |
217 parameters | Δρmax = 0.97 e Å−3 |
5 restraints | Δρmin = −1.00 e Å−3 |
[Cu2(C2H3O2)4(C7H6N2S)2]·2C4H10O | V = 1911.8 (6) Å3 |
Mr = 811.89 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.0998 (17) Å | µ = 1.28 mm−1 |
b = 11.465 (2) Å | T = 273 K |
c = 16.514 (3) Å | 0.32 × 0.21 × 0.12 mm |
β = 91.242 (7)° |
Bruker SMART CCD area-detector diffractometer | 3353 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3000 reflections with I > 2σ(I) |
Tmin = 0.686, Tmax = 0.862 | Rint = 0.044 |
20441 measured reflections |
R[F2 > 2σ(F2)] = 0.084 | 5 restraints |
wR(F2) = 0.249 | H-atom parameters constrained |
S = 1.15 | w = 1/[σ2(Fo2) + (0.0643P)2 + 21.2639P] where P = (Fo2 + 2Fc2)/3 |
3353 reflections | Δρmax = 0.97 e Å−3 |
217 parameters | Δρmin = −1.00 e Å−3 |
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 | 0.93063 (11) | 0.90286 (8) | 0.98271 (6) | 0.0418 (4) | |
S1 | 0.7442 (3) | 0.5375 (2) | 0.9140 (2) | 0.0706 (8) | |
O1 | 1.0552 (7) | 0.8231 (6) | 1.0602 (4) | 0.0611 (18) | |
O2 | 1.0644 (7) | 0.8793 (6) | 0.8988 (4) | 0.0616 (18) | |
O3 | 0.8344 (7) | 1.0149 (6) | 0.9128 (4) | 0.0620 (18) | |
O4 | 0.8287 (7) | 0.9547 (6) | 1.0754 (4) | 0.0624 (18) | |
O5 | 0.0282 (10) | 0.3940 (7) | 0.8688 (6) | 0.088 (3) | |
H5 | 0.0037 | 0.3299 | 0.8896 | 0.131* | |
N1 | 0.9877 (9) | 0.6283 (8) | 0.9201 (7) | 0.074 (3) | |
H1A | 1.0440 | 0.6891 | 0.9240 | 0.111* | |
H1B | 1.0208 | 0.5571 | 0.9100 | 0.111* | |
N2 | 0.8107 (7) | 0.7502 (6) | 0.9518 (5) | 0.0491 (18) | |
C1 | 0.8607 (10) | 0.6475 (8) | 0.9296 (6) | 0.050 (2) | |
C2 | 0.6731 (9) | 0.7435 (8) | 0.9545 (6) | 0.051 (2) | |
C3 | 0.6197 (11) | 0.6342 (9) | 0.9356 (7) | 0.060 (3) | |
C4 | 0.4832 (12) | 0.6167 (12) | 0.9369 (9) | 0.085 (4) | |
H4A | 0.4472 | 0.5442 | 0.9239 | 0.102* | |
C5 | 0.4020 (12) | 0.7085 (12) | 0.9576 (10) | 0.092 (4) | |
H5A | 0.3108 | 0.6977 | 0.9596 | 0.110* | |
C6 | 0.4558 (12) | 0.8154 (11) | 0.9753 (9) | 0.081 (4) | |
H6A | 0.3999 | 0.8771 | 0.9875 | 0.097* | |
C7 | 0.5897 (11) | 0.8339 (9) | 0.9754 (7) | 0.063 (3) | |
H7A | 0.6243 | 0.9065 | 0.9893 | 0.076* | |
C8 | 0.8556 (10) | 1.1205 (8) | 0.9024 (6) | 0.051 (2) | |
C9 | 0.7718 (14) | 1.1838 (11) | 0.8413 (9) | 0.093 (5) | |
H9A | 0.7082 | 1.1310 | 0.8176 | 0.139* | |
H9B | 0.8268 | 1.2147 | 0.7998 | 0.139* | |
H9C | 0.7263 | 1.2466 | 0.8673 | 0.139* | |
C10 | 0.8488 (10) | 1.0437 (9) | 1.1167 (6) | 0.054 (2) | |
C11 | 0.7607 (14) | 1.0663 (13) | 1.1869 (8) | 0.089 (4) | |
H11A | 0.6998 | 1.0027 | 1.1923 | 0.134* | |
H11B | 0.7121 | 1.1373 | 1.1777 | 0.134* | |
H11C | 0.8136 | 1.0736 | 1.2356 | 0.134* | |
C12 | 0.0949 (18) | 0.3587 (19) | 0.7984 (11) | 0.129 (6) | |
H12A | 0.0785 | 0.4125 | 0.7540 | 0.154* | |
H12B | 0.0684 | 0.2809 | 0.7817 | 0.154* | |
C13 | 0.236 (2) | 0.361 (3) | 0.8257 (12) | 0.220 (15) | |
H13A | 0.2570 | 0.4376 | 0.8482 | 0.264* | |
H13B | 0.2509 | 0.3038 | 0.8678 | 0.264* | |
C14 | 0.325 (2) | 0.337 (3) | 0.7572 (13) | 0.30 (3) | |
H14A | 0.3449 | 0.4091 | 0.7293 | 0.359* | |
H14B | 0.2805 | 0.2851 | 0.7189 | 0.359* | |
C15 | 0.449 (2) | 0.282 (3) | 0.7884 (18) | 0.27 (2) | |
H15A | 0.5061 | 0.2671 | 0.7442 | 0.410* | |
H15B | 0.4279 | 0.2104 | 0.8151 | 0.410* | |
H15C | 0.4918 | 0.3342 | 0.8262 | 0.410* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0566 (7) | 0.0260 (5) | 0.0427 (6) | −0.0058 (4) | −0.0026 (4) | −0.0019 (4) |
S1 | 0.0751 (18) | 0.0379 (13) | 0.099 (2) | −0.0159 (12) | 0.0041 (15) | −0.0175 (13) |
O1 | 0.079 (5) | 0.036 (3) | 0.067 (4) | −0.003 (3) | −0.016 (4) | 0.011 (3) |
O2 | 0.078 (5) | 0.049 (4) | 0.059 (4) | −0.011 (3) | 0.015 (3) | −0.013 (3) |
O3 | 0.070 (4) | 0.046 (4) | 0.069 (4) | −0.005 (3) | −0.020 (4) | 0.009 (3) |
O4 | 0.068 (4) | 0.057 (4) | 0.063 (4) | −0.016 (3) | 0.011 (3) | −0.006 (4) |
O5 | 0.127 (7) | 0.041 (4) | 0.095 (6) | 0.004 (4) | 0.022 (6) | −0.004 (4) |
N1 | 0.065 (6) | 0.039 (5) | 0.117 (8) | −0.001 (4) | 0.014 (5) | −0.014 (5) |
N2 | 0.052 (4) | 0.032 (4) | 0.063 (5) | −0.004 (3) | −0.002 (4) | −0.001 (3) |
C1 | 0.064 (6) | 0.032 (4) | 0.054 (5) | −0.004 (4) | 0.003 (4) | −0.006 (4) |
C2 | 0.055 (5) | 0.038 (5) | 0.058 (5) | −0.007 (4) | −0.006 (4) | 0.007 (4) |
C3 | 0.068 (6) | 0.042 (5) | 0.069 (6) | −0.016 (5) | −0.005 (5) | 0.006 (5) |
C4 | 0.072 (8) | 0.068 (8) | 0.112 (11) | −0.027 (7) | −0.015 (7) | 0.002 (7) |
C5 | 0.056 (7) | 0.080 (9) | 0.139 (13) | −0.008 (6) | −0.004 (7) | 0.014 (9) |
C6 | 0.067 (7) | 0.054 (7) | 0.123 (11) | 0.000 (6) | 0.002 (7) | 0.003 (7) |
C7 | 0.072 (7) | 0.033 (5) | 0.086 (8) | −0.003 (5) | −0.001 (6) | −0.007 (5) |
C8 | 0.062 (6) | 0.039 (5) | 0.051 (5) | 0.001 (4) | −0.006 (4) | 0.011 (4) |
C9 | 0.110 (10) | 0.059 (7) | 0.107 (10) | 0.002 (7) | −0.048 (8) | 0.026 (7) |
C10 | 0.061 (6) | 0.054 (6) | 0.048 (5) | −0.003 (5) | 0.003 (4) | −0.008 (4) |
C11 | 0.101 (10) | 0.103 (10) | 0.066 (7) | −0.016 (8) | 0.030 (7) | −0.013 (7) |
C12 | 0.145 (16) | 0.131 (16) | 0.111 (13) | −0.019 (13) | 0.019 (12) | −0.008 (12) |
C13 | 0.20 (3) | 0.31 (4) | 0.15 (2) | 0.05 (3) | 0.02 (2) | 0.09 (3) |
C14 | 0.38 (5) | 0.37 (6) | 0.14 (2) | 0.19 (5) | −0.06 (3) | −0.06 (3) |
C15 | 0.14 (2) | 0.44 (6) | 0.24 (4) | 0.03 (3) | 0.00 (2) | 0.12 (4) |
Cu1—O4 | 1.956 (7) | C6—C7 | 1.369 (15) |
Cu1—O3 | 1.970 (7) | C6—H6A | 0.930 |
Cu1—O2 | 1.975 (7) | C7—H7A | 0.930 |
Cu1—O1 | 1.996 (7) | C8—O1i | 1.260 (11) |
Cu1—N2 | 2.183 (7) | C8—C9 | 1.491 (13) |
Cu1—Cu1i | 2.6862 (19) | C9—H9A | 0.960 |
S1—C3 | 1.720 (12) | C9—H9B | 0.960 |
S1—C1 | 1.740 (9) | C9—H9C | 0.960 |
O1—C8i | 1.260 (11) | C10—O2i | 1.274 (12) |
O2—C10i | 1.274 (12) | C10—C11 | 1.499 (15) |
O3—C8 | 1.242 (11) | C11—H11A | 0.960 |
O4—C10 | 1.241 (12) | C11—H11B | 0.960 |
O5—C12 | 1.415 (18) | C11—H11C | 0.960 |
O5—H5 | 0.850 | C12—C13 | 1.487 (10) |
N1—C1 | 1.314 (12) | C12—H12A | 0.970 |
N1—H1A | 0.900 | C12—H12B | 0.970 |
N1—H1B | 0.900 | C13—C14 | 1.482 (10) |
N2—C1 | 1.336 (11) | C13—H13A | 0.970 |
N2—C2 | 1.394 (12) | C13—H13B | 0.970 |
C2—C7 | 1.383 (14) | C14—C15 | 1.483 (10) |
C2—C3 | 1.397 (13) | C14—H14A | 0.970 |
C3—C4 | 1.394 (15) | C14—H14B | 0.970 |
C4—C5 | 1.383 (19) | C15—H15A | 0.960 |
C4—H4A | 0.930 | C15—H15B | 0.960 |
C5—C6 | 1.370 (18) | C15—H15C | 0.960 |
C5—H5A | 0.930 | ||
O4—Cu1—O3 | 90.0 (3) | C6—C7—C2 | 119.4 (10) |
O4—Cu1—O2 | 166.1 (3) | C6—C7—H7A | 120.3 |
O3—Cu1—O2 | 90.8 (3) | C2—C7—H7A | 120.3 |
O4—Cu1—O1 | 88.4 (3) | O3—C8—O1i | 123.8 (8) |
O3—Cu1—O1 | 166.1 (3) | O3—C8—C9 | 118.1 (9) |
O2—Cu1—O1 | 87.4 (3) | O1i—C8—C9 | 118.1 (9) |
O4—Cu1—N2 | 97.4 (3) | C8—C9—H9A | 109.5 |
O3—Cu1—N2 | 97.0 (3) | C8—C9—H9B | 109.5 |
O2—Cu1—N2 | 96.4 (3) | H9A—C9—H9B | 109.5 |
O1—Cu1—N2 | 97.0 (3) | C8—C9—H9C | 109.5 |
O4—Cu1—Cu1i | 82.1 (2) | H9A—C9—H9C | 109.5 |
O3—Cu1—Cu1i | 80.4 (2) | H9B—C9—H9C | 109.5 |
O2—Cu1—Cu1i | 84.3 (2) | O4—C10—O2i | 124.3 (9) |
O1—Cu1—Cu1i | 85.7 (2) | O4—C10—C11 | 118.3 (10) |
N2—Cu1—Cu1i | 177.3 (2) | O2i—C10—C11 | 117.3 (9) |
C3—S1—C1 | 89.8 (5) | C10—C11—H11A | 109.5 |
C8i—O1—Cu1 | 120.9 (6) | C10—C11—H11B | 109.5 |
C10i—O2—Cu1 | 122.0 (6) | H11A—C11—H11B | 109.5 |
C8—O3—Cu1 | 129.2 (6) | C10—C11—H11C | 109.5 |
C10—O4—Cu1 | 126.7 (7) | H11A—C11—H11C | 109.5 |
C12—O5—H5 | 103.5 | H11B—C11—H11C | 109.5 |
C1—N1—H1A | 118.6 | O5—C12—C13 | 102.5 (14) |
C1—N1—H1B | 122.8 | O5—C12—H12A | 111.3 |
H1A—N1—H1B | 118.6 | C13—C12—H12A | 111.3 |
C1—N2—C2 | 110.1 (8) | O5—C12—H12B | 111.3 |
C1—N2—Cu1 | 124.0 (6) | C13—C12—H12B | 111.3 |
C2—N2—Cu1 | 125.8 (6) | H12A—C12—H12B | 109.2 |
N1—C1—N2 | 123.8 (8) | C14—C13—C12 | 110.8 (14) |
N1—C1—S1 | 121.3 (7) | C14—C13—H13A | 109.5 |
N2—C1—S1 | 114.9 (7) | C12—C13—H13A | 109.5 |
C7—C2—N2 | 125.4 (8) | C14—C13—H13B | 109.5 |
C7—C2—C3 | 119.6 (9) | C12—C13—H13B | 109.5 |
N2—C2—C3 | 115.0 (9) | H13A—C13—H13B | 108.1 |
C4—C3—C2 | 120.2 (11) | C13—C14—C15 | 109.4 (14) |
C4—C3—S1 | 129.6 (9) | C13—C14—H14A | 109.8 |
C2—C3—S1 | 110.1 (8) | C15—C14—H14A | 109.8 |
C5—C4—C3 | 119.1 (11) | C13—C14—H14B | 109.8 |
C5—C4—H4A | 120.5 | C15—C14—H14B | 109.8 |
C3—C4—H4A | 120.5 | H14A—C14—H14B | 108.2 |
C6—C5—C4 | 120.0 (11) | C14—C15—H15A | 109.5 |
C6—C5—H5A | 120.0 | C14—C15—H15B | 109.5 |
C4—C5—H5A | 120.0 | H15A—C15—H15B | 109.5 |
C7—C6—C5 | 121.7 (12) | C14—C15—H15C | 109.5 |
C7—C6—H6A | 119.1 | H15A—C15—H15C | 109.5 |
C5—C6—H6A | 119.1 | H15B—C15—H15C | 109.5 |
O4—Cu1—O1—C8i | −80.3 (8) | C2—N2—C1—N1 | 178.5 (10) |
O3—Cu1—O1—C8i | 3.3 (18) | Cu1—N2—C1—N1 | −3.5 (14) |
O2—Cu1—O1—C8i | 86.3 (8) | C2—N2—C1—S1 | −1.7 (10) |
N2—Cu1—O1—C8i | −177.6 (8) | Cu1—N2—C1—S1 | 176.4 (4) |
Cu1i—Cu1—O1—C8i | 1.9 (8) | C3—S1—C1—N1 | −178.7 (10) |
O4—Cu1—O2—C10i | −20.0 (18) | C3—S1—C1—N2 | 1.5 (8) |
O3—Cu1—O2—C10i | 73.2 (8) | C1—N2—C2—C7 | 179.9 (10) |
O1—Cu1—O2—C10i | −92.9 (8) | Cu1—N2—C2—C7 | 1.9 (14) |
N2—Cu1—O2—C10i | 170.3 (8) | C1—N2—C2—C3 | 1.0 (12) |
Cu1i—Cu1—O2—C10i | −7.0 (8) | Cu1—N2—C2—C3 | −177.0 (7) |
O4—Cu1—O3—C8 | 83.1 (9) | C7—C2—C3—C4 | 0.7 (16) |
O2—Cu1—O3—C8 | −82.9 (9) | N2—C2—C3—C4 | 179.6 (10) |
O1—Cu1—O3—C8 | 0 (2) | C7—C2—C3—S1 | −178.8 (8) |
N2—Cu1—O3—C8 | −179.4 (9) | N2—C2—C3—S1 | 0.1 (11) |
Cu1i—Cu1—O3—C8 | 1.2 (9) | C1—S1—C3—C4 | 179.7 (12) |
O3—Cu1—O4—C10 | −79.9 (9) | C1—S1—C3—C2 | −0.8 (8) |
O2—Cu1—O4—C10 | 13.4 (19) | C2—C3—C4—C5 | −0.5 (19) |
O1—Cu1—O4—C10 | 86.3 (9) | S1—C3—C4—C5 | 179.0 (11) |
N2—Cu1—O4—C10 | −176.9 (9) | C3—C4—C5—C6 | 1 (2) |
Cu1i—Cu1—O4—C10 | 0.4 (8) | C4—C5—C6—C7 | −2 (2) |
O4—Cu1—N2—C1 | −138.9 (8) | C5—C6—C7—C2 | 2 (2) |
O3—Cu1—N2—C1 | 130.2 (8) | N2—C2—C7—C6 | 179.7 (11) |
O2—Cu1—N2—C1 | 38.6 (8) | C3—C2—C7—C6 | −1.5 (17) |
O1—Cu1—N2—C1 | −49.6 (8) | Cu1—O3—C8—O1i | −3.1 (16) |
Cu1i—Cu1—N2—C1 | 143 (4) | Cu1—O3—C8—C9 | 176.2 (9) |
O4—Cu1—N2—C2 | 38.9 (8) | Cu1—O4—C10—O2i | 5.0 (16) |
O3—Cu1—N2—C2 | −52.0 (8) | Cu1—O4—C10—C11 | −178.6 (8) |
O2—Cu1—N2—C2 | −143.6 (7) | O5—C12—C13—C14 | −175 (2) |
O1—Cu1—N2—C2 | 128.2 (7) | C12—C13—C14—C15 | −152 (3) |
Cu1i—Cu1—N2—C2 | −40 (5) |
Symmetry code: (i) −x+2, −y+2, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O2 | 0.90 | 2.23 | 3.002 (11) | 144 |
N1—H1B···O5ii | 0.90 | 1.99 | 2.850 (12) | 159 |
O5—H5···O1iii | 0.85 | 2.04 | 2.885 (10) | 180 |
Symmetry codes: (ii) x+1, y, z; (iii) −x+1, −y+1, −z+2. |
Experimental details
Crystal data | |
Chemical formula | [Cu2(C2H3O2)4(C7H6N2S)2]·2C4H10O |
Mr | 811.89 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 273 |
a, b, c (Å) | 10.0998 (17), 11.465 (2), 16.514 (3) |
β (°) | 91.242 (7) |
V (Å3) | 1911.8 (6) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.28 |
Crystal size (mm) | 0.32 × 0.21 × 0.12 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.686, 0.862 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 20441, 3353, 3000 |
Rint | 0.044 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.084, 0.249, 1.15 |
No. of reflections | 3353 |
No. of parameters | 217 |
No. of restraints | 5 |
H-atom treatment | H-atom parameters constrained |
w = 1/[σ2(Fo2) + (0.0643P)2 + 21.2639P] where P = (Fo2 + 2Fc2)/3 | |
Δρmax, Δρmin (e Å−3) | 0.97, −1.00 |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1997), SHELXTL.
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O2 | 0.90 | 2.23 | 3.002 (11) | 143.5 |
N1—H1B···O5i | 0.90 | 1.99 | 2.850 (12) | 158.8 |
O5—H5···O1ii | 0.85 | 2.04 | 2.885 (10) | 179.8 |
Symmetry codes: (i) x+1, y, z; (ii) −x+1, −y+1, −z+2. |
Interest in the study of compounds containing the benzothiazole group has increased on account of their broad spectrum of biological activities (Rana et al., 2007), and also their potential applications in the areas of sensors (Kim et al., 2005), non-linear optics, laser dyes, electroluminescent devices (Costa et al., 2006) and as chelating agents (Usman et al., 2003). A large number of copper compounds with diverse ligands have been synthesized and studied as potential therapeutic agents (Wu et al., 2003) and catalysts (Marko et al., 1996).
In the title compound (Fig. 1), each CuII ion is five-coordinated, with a coordination geometry that is best described as distorted square pyramidal. Four O atoms of bridging acetate ligands construct the basal plane of the square pyramid. The 2-aminobenzothiazole molecules are coordinated to CuII through their thiazole N atom and occupy the axial position. Four acetate ligands act as bridges to connect the two CuII centers into a dinuclear complex across a crystallographic centre of inversion. All the geometrical parameters lie within expected ranges.
The complexes are linked into one-dimensional chains by a combination of intermolecular O—H···O and N—H···O hydrogen bonds involving the butane solvent molecules (Fig. 2).