Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270106029854/av3025sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270106029854/av3025Isup2.hkl |
CCDC reference: 621268
Ethylenediamine (0.06 g, 1 mmol) was added to an aqueous solution (20 ml) of Cd(OAc)2·2H2O(0.133 g, 0.5 mmol). After the mixture had been stirred for 2 h at room temperature, the solution was treated with 4-aminonaphthalene-1-sulfonic acid sodium salt tetrahydrate [correct name?] (0.32 g, 1 mmol) in ethanol (10 ml). After filtration, the colorless solution was allowed to stand at room temperature. Well shaped colorless block crystals of the title complex were obtained by slow evaporation of the solvent about one week.
The water and amine H atoms were located in a difference Fourier map and refined with the restraints O—H = 0.73 (4)–0.80 (3) Å, N—H = 0.77 (2)–0.871 (18) Å, and Uiso(H) = 1.5Ueq(O,N). H atoms on C atoms were placed in geometrically idealized positions and refined as riding [C—H = 0.93 or 0.97 Å and Uiso(H) = 1.2Ueq(C)].
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL.
[Cd(C2H8N2)2(H2O)2](C10H8NO3S)2·2H2O | F(000) = 772 |
Mr = 749.14 | Dx = 1.651 Mg m−3 |
MonoclinicP21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P2ybc | Cell parameters from 5197 reflections |
a = 12.4386 (8) Å | θ = 2.3–28.3° |
b = 9.8579 (7) Å | µ = 0.93 mm−1 |
c = 12.2872 (8) Å | T = 292 K |
β = 90.604 (1)° | Block, colorless |
V = 1506.55 (17) Å3 | 0.48 × 0.40 × 0.40 mm |
Z = 2 |
Bruker SMART CCD area-detector diffractometer | 3590 independent reflections |
Radiation source: fine-focus sealed tube | 3254 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.059 |
φ and ω scans | θmax = 28.0°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −16→16 |
Tmin = 0.664, Tmax = 0.708 | k = −12→12 |
17152 measured reflections | l = −15→16 |
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)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.118 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0764P)2 + 0.5785P] where P = (Fo2 + 2Fc2)/3 |
3590 reflections | (Δ/σ)max = 0.019 |
226 parameters | Δρmax = 0.57 e Å−3 |
10 restraints | Δρmin = −0.92 e Å−3 |
[Cd(C2H8N2)2(H2O)2](C10H8NO3S)2·2H2O | V = 1506.55 (17) Å3 |
Mr = 749.14 | Z = 2 |
MonoclinicP21/c | Mo Kα radiation |
a = 12.4386 (8) Å | µ = 0.93 mm−1 |
b = 9.8579 (7) Å | T = 292 K |
c = 12.2872 (8) Å | 0.48 × 0.40 × 0.40 mm |
β = 90.604 (1)° |
Bruker SMART CCD area-detector diffractometer | 3590 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | 3254 reflections with I > 2σ(I) |
Tmin = 0.664, Tmax = 0.708 | Rint = 0.059 |
17152 measured reflections |
R[F2 > 2σ(F2)] = 0.038 | 10 restraints |
wR(F2) = 0.118 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.11 | Δρmax = 0.57 e Å−3 |
3590 reflections | Δρmin = −0.92 e Å−3 |
226 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 | ||
Cd1 | 0.0000 | 0.0000 | 0.0000 | 0.03321 (12) | |
O1 | 0.18904 (19) | 0.0114 (2) | 0.0164 (2) | 0.0431 (5) | |
H1E | 0.217 (4) | 0.021 (4) | −0.035 (3) | 0.065* | |
H1F | 0.214 (3) | 0.065 (4) | 0.055 (3) | 0.065* | |
N1 | −0.01716 (17) | 0.1785 (3) | 0.11124 (18) | 0.0347 (5) | |
H1A | −0.069 (2) | 0.159 (4) | 0.152 (2) | 0.052* | |
H1B | 0.0416 (19) | 0.176 (4) | 0.148 (3) | 0.052* | |
N2 | 0.00161 (19) | 0.1750 (3) | −0.12128 (19) | 0.0403 (5) | |
H2A | 0.051 (2) | 0.146 (4) | −0.165 (3) | 0.060* | |
H2B | −0.0612 (19) | 0.174 (4) | −0.152 (3) | 0.060* | |
C1 | −0.0352 (3) | 0.3006 (3) | 0.0462 (3) | 0.0493 (7) | |
H1C | −0.0140 | 0.3798 | 0.0882 | 0.059* | |
H1D | −0.1111 | 0.3087 | 0.0286 | 0.059* | |
C2 | 0.0297 (2) | 0.2955 (3) | −0.0594 (3) | 0.0471 (7) | |
H2C | 0.0147 | 0.3757 | −0.1027 | 0.057* | |
H2D | 0.1060 | 0.2944 | −0.0421 | 0.057* | |
C3 | 0.61490 (16) | 0.0511 (2) | 0.31294 (16) | 0.0237 (4) | |
C4 | 0.55554 (18) | −0.0461 (3) | 0.25856 (18) | 0.0292 (4) | |
H4 | 0.5888 | −0.1006 | 0.2071 | 0.035* | |
C5 | 0.44641 (19) | −0.0641 (2) | 0.27948 (18) | 0.0309 (5) | |
H5 | 0.4082 | −0.1307 | 0.2419 | 0.037* | |
C6 | 0.39453 (19) | 0.0145 (2) | 0.3543 (2) | 0.0250 (4) | |
C7 | 0.45213 (16) | 0.1200 (2) | 0.41015 (16) | 0.0227 (4) | |
C8 | 0.40059 (17) | 0.2063 (2) | 0.48591 (17) | 0.0294 (5) | |
H8 | 0.3276 | 0.1954 | 0.4992 | 0.035* | |
C9 | 0.4572 (2) | 0.3057 (3) | 0.53985 (19) | 0.0346 (5) | |
H9 | 0.4225 | 0.3617 | 0.5892 | 0.042* | |
C10 | 0.5668 (2) | 0.3228 (2) | 0.52067 (19) | 0.0329 (5) | |
H10 | 0.6044 | 0.3906 | 0.5573 | 0.039* | |
C11 | 0.61959 (17) | 0.2411 (2) | 0.44860 (17) | 0.0265 (4) | |
H11 | 0.6928 | 0.2536 | 0.4376 | 0.032* | |
C12 | 0.56407 (16) | 0.1376 (2) | 0.39045 (15) | 0.0217 (4) | |
N3 | 0.28367 (18) | −0.0042 (2) | 0.3723 (2) | 0.0319 (5) | |
H3B | 0.269 (3) | −0.072 (3) | 0.345 (3) | 0.048* | |
H3A | 0.259 (3) | 0.003 (3) | 0.435 (2) | 0.048* | |
S1 | 0.75534 (4) | 0.05403 (6) | 0.29272 (4) | 0.02834 (15) | |
O2 | 0.78563 (14) | 0.19069 (19) | 0.25948 (16) | 0.0413 (4) | |
O3 | 0.80473 (17) | 0.0134 (2) | 0.39521 (18) | 0.0423 (5) | |
O4 | 0.77605 (15) | −0.0464 (2) | 0.20777 (15) | 0.0401 (4) | |
O5 | 0.20737 (17) | 0.1804 (2) | 0.20477 (18) | 0.0466 (5) | |
H5A | 0.224 (3) | 0.255 (3) | 0.222 (3) | 0.070* | |
H5B | 0.227 (3) | 0.134 (4) | 0.251 (3) | 0.070* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.03856 (18) | 0.02844 (18) | 0.03269 (18) | 0.00107 (8) | 0.00342 (11) | −0.00024 (8) |
O1 | 0.0330 (11) | 0.0535 (14) | 0.0428 (12) | 0.0000 (8) | 0.0044 (9) | 0.0001 (8) |
N1 | 0.0284 (10) | 0.0421 (12) | 0.0337 (10) | 0.0006 (9) | 0.0061 (8) | −0.0050 (9) |
N2 | 0.0359 (11) | 0.0507 (14) | 0.0344 (11) | 0.0026 (10) | 0.0064 (9) | 0.0104 (10) |
C1 | 0.0505 (16) | 0.0338 (14) | 0.0638 (19) | 0.0073 (12) | 0.0131 (14) | −0.0053 (13) |
C2 | 0.0469 (15) | 0.0344 (14) | 0.0603 (18) | −0.0006 (11) | 0.0118 (13) | 0.0127 (13) |
C3 | 0.0242 (9) | 0.0251 (10) | 0.0219 (9) | −0.0006 (8) | 0.0043 (7) | 0.0033 (8) |
C4 | 0.0319 (11) | 0.0305 (11) | 0.0254 (10) | −0.0009 (9) | 0.0051 (8) | −0.0053 (9) |
C5 | 0.0320 (11) | 0.0314 (12) | 0.0293 (10) | −0.0064 (9) | −0.0012 (8) | −0.0046 (9) |
C6 | 0.0226 (10) | 0.0278 (10) | 0.0247 (11) | −0.0016 (7) | 0.0012 (8) | 0.0055 (8) |
C7 | 0.0241 (9) | 0.0237 (9) | 0.0203 (9) | 0.0015 (7) | 0.0018 (7) | 0.0040 (7) |
C8 | 0.0272 (10) | 0.0326 (11) | 0.0285 (10) | 0.0045 (8) | 0.0061 (8) | 0.0004 (9) |
C9 | 0.0388 (12) | 0.0332 (12) | 0.0319 (11) | 0.0043 (10) | 0.0087 (9) | −0.0071 (9) |
C10 | 0.0402 (12) | 0.0280 (11) | 0.0305 (11) | −0.0040 (9) | 0.0013 (9) | −0.0055 (9) |
C11 | 0.0259 (9) | 0.0278 (10) | 0.0258 (9) | −0.0028 (8) | 0.0029 (8) | 0.0003 (8) |
C12 | 0.0243 (9) | 0.0216 (9) | 0.0192 (8) | 0.0002 (7) | 0.0031 (7) | 0.0040 (7) |
N3 | 0.0232 (10) | 0.0381 (12) | 0.0344 (12) | −0.0056 (7) | 0.0007 (8) | 0.0014 (8) |
S1 | 0.0243 (3) | 0.0338 (3) | 0.0271 (3) | −0.0003 (2) | 0.00891 (19) | −0.0006 (2) |
O2 | 0.0357 (9) | 0.0367 (9) | 0.0519 (11) | −0.0077 (7) | 0.0186 (8) | 0.0020 (8) |
O3 | 0.0286 (9) | 0.0644 (14) | 0.0338 (10) | 0.0056 (7) | −0.0006 (8) | 0.0039 (8) |
O4 | 0.0382 (10) | 0.0432 (10) | 0.0394 (10) | 0.0036 (8) | 0.0156 (7) | −0.0092 (9) |
O5 | 0.0469 (11) | 0.0451 (11) | 0.0476 (11) | −0.0014 (9) | −0.0122 (8) | 0.0021 (9) |
Cd1—N1 | 2.240 (2) | C5—C6 | 1.369 (3) |
Cd1—N2 | 2.280 (2) | C5—H5 | 0.9300 |
Cd1—O1 | 2.361 (2) | C6—N3 | 1.411 (3) |
O1—H1E | 0.73 (4) | C6—C7 | 1.434 (3) |
O1—H1F | 0.78 (3) | C7—C8 | 1.419 (3) |
N1—C1 | 1.461 (4) | C7—C12 | 1.426 (3) |
N1—H1A | 0.840 (18) | C8—C9 | 1.373 (3) |
N1—H1B | 0.858 (18) | C8—H8 | 0.9300 |
N2—C2 | 1.451 (4) | C9—C10 | 1.396 (3) |
N2—H2A | 0.871 (18) | C9—H9 | 0.9300 |
N2—H2B | 0.866 (18) | C10—C11 | 1.370 (3) |
C1—C2 | 1.537 (5) | C10—H10 | 0.9300 |
C1—H1C | 0.9700 | C11—C12 | 1.421 (3) |
C1—H1D | 0.9700 | C11—H11 | 0.9300 |
C2—H2C | 0.9700 | N3—H3B | 0.77 (2) |
C2—H2D | 0.9700 | N3—H3A | 0.84 (3) |
C3—C4 | 1.378 (3) | S1—O3 | 1.452 (2) |
C3—C12 | 1.431 (3) | S1—O2 | 1.4584 (19) |
C3—S1 | 1.767 (2) | S1—O4 | 1.4637 (19) |
C4—C5 | 1.396 (3) | O5—H5A | 0.80 (3) |
C4—H4 | 0.9300 | O5—H5B | 0.77 (3) |
N1i—Cd1—N1 | 180.0 | H2C—C2—H2D | 108.2 |
N1i—Cd1—N2 | 101.19 (10) | C4—C3—C12 | 119.92 (19) |
N1—Cd1—N2 | 78.81 (10) | C4—C3—S1 | 117.94 (17) |
N1i—Cd1—N2i | 78.81 (10) | C12—C3—S1 | 121.89 (16) |
N1—Cd1—N2i | 101.19 (10) | C3—C4—C5 | 121.1 (2) |
N2—Cd1—N2i | 180.00 (12) | C3—C4—H4 | 119.5 |
N1i—Cd1—O1 | 89.33 (8) | C5—C4—H4 | 119.5 |
N1—Cd1—O1 | 90.67 (8) | C6—C5—C4 | 121.2 (2) |
N2—Cd1—O1 | 90.25 (8) | C6—C5—H5 | 119.4 |
N2i—Cd1—O1 | 89.75 (8) | C4—C5—H5 | 119.4 |
N1i—Cd1—O1i | 90.67 (8) | C5—C6—N3 | 120.0 (2) |
N1—Cd1—O1i | 89.33 (8) | C5—C6—C7 | 119.7 (2) |
N2—Cd1—O1i | 89.75 (8) | N3—C6—C7 | 120.2 (2) |
N2i—Cd1—O1i | 90.25 (8) | C8—C7—C12 | 119.15 (19) |
O1—Cd1—O1i | 180.0 | C8—C7—C6 | 121.47 (19) |
Cd1—O1—H1E | 114 (4) | C12—C7—C6 | 119.38 (19) |
Cd1—O1—H1F | 118 (3) | C9—C8—C7 | 120.8 (2) |
H1E—O1—H1F | 105 (4) | C9—C8—H8 | 119.6 |
C1—N1—Cd1 | 109.20 (17) | C7—C8—H8 | 119.6 |
C1—N1—H1A | 114 (3) | C8—C9—C10 | 120.1 (2) |
Cd1—N1—H1A | 105 (3) | C8—C9—H9 | 120.0 |
C1—N1—H1B | 116 (3) | C10—C9—H9 | 120.0 |
Cd1—N1—H1B | 103 (3) | C11—C10—C9 | 121.0 (2) |
H1A—N1—H1B | 109 (3) | C11—C10—H10 | 119.5 |
C2—N2—Cd1 | 106.29 (17) | C9—C10—H10 | 119.5 |
C2—N2—H2A | 115 (3) | C10—C11—C12 | 120.9 (2) |
Cd1—N2—H2A | 100 (3) | C10—C11—H11 | 119.6 |
C2—N2—H2B | 117 (3) | C12—C11—H11 | 119.6 |
Cd1—N2—H2B | 106 (3) | C11—C12—C7 | 118.17 (18) |
H2A—N2—H2B | 112 (4) | C11—C12—C3 | 123.16 (18) |
N1—C1—C2 | 110.8 (2) | C7—C12—C3 | 118.67 (18) |
N1—C1—H1C | 109.5 | C6—N3—H3B | 106 (3) |
C2—C1—H1C | 109.5 | C6—N3—H3A | 120 (3) |
N1—C1—H1D | 109.5 | H3B—N3—H3A | 113 (3) |
C2—C1—H1D | 109.5 | O3—S1—O2 | 112.92 (12) |
H1C—C1—H1D | 108.1 | O3—S1—O4 | 110.86 (12) |
N2—C2—C1 | 110.1 (2) | O2—S1—O4 | 112.17 (12) |
N2—C2—H2C | 109.6 | O3—S1—C3 | 106.46 (11) |
C1—C2—H2C | 109.6 | O2—S1—C3 | 108.25 (10) |
N2—C2—H2D | 109.6 | O4—S1—C3 | 105.71 (11) |
C1—C2—H2D | 109.6 | H5A—O5—H5B | 106 (4) |
N1i—Cd1—N1—C1 | −157 (19) | C12—C7—C8—C9 | 0.0 (3) |
N2—Cd1—N1—C1 | 9.07 (17) | C6—C7—C8—C9 | 179.1 (2) |
N2i—Cd1—N1—C1 | −170.93 (17) | C7—C8—C9—C10 | −0.1 (3) |
O1—Cd1—N1—C1 | 99.19 (19) | C8—C9—C10—C11 | −0.2 (4) |
O1i—Cd1—N1—C1 | −80.81 (19) | C9—C10—C11—C12 | 0.7 (3) |
N1i—Cd1—N2—C2 | −159.95 (17) | C10—C11—C12—C7 | −0.7 (3) |
N1—Cd1—N2—C2 | 20.05 (17) | C10—C11—C12—C3 | 178.9 (2) |
N2i—Cd1—N2—C2 | 78.08 (18) | C8—C7—C12—C11 | 0.4 (3) |
O1—Cd1—N2—C2 | −70.58 (18) | C6—C7—C12—C11 | −178.73 (19) |
O1i—Cd1—N2—C2 | 109.42 (18) | C8—C7—C12—C3 | −179.26 (19) |
Cd1—N1—C1—C2 | −36.1 (3) | C6—C7—C12—C3 | 1.6 (3) |
Cd1—N2—C2—C1 | −45.5 (3) | C4—C3—C12—C11 | −179.2 (2) |
N1—C1—C2—N2 | 57.2 (4) | S1—C3—C12—C11 | 6.6 (3) |
C12—C3—C4—C5 | −1.5 (3) | C4—C3—C12—C7 | 0.5 (3) |
S1—C3—C4—C5 | 172.97 (18) | S1—C3—C12—C7 | −173.75 (14) |
C3—C4—C5—C6 | 0.3 (4) | C4—C3—S1—O3 | −111.89 (19) |
C4—C5—C6—N3 | 178.8 (2) | C12—C3—S1—O3 | 62.4 (2) |
C4—C5—C6—C7 | 1.8 (3) | C4—C3—S1—O2 | 126.44 (19) |
C5—C6—C7—C8 | 178.1 (2) | C12—C3—S1—O2 | −59.2 (2) |
N3—C6—C7—C8 | 1.2 (3) | C4—C3—S1—O4 | 6.1 (2) |
C5—C6—C7—C12 | −2.8 (3) | C12—C3—S1—O4 | −179.62 (17) |
N3—C6—C7—C12 | −179.75 (19) |
Symmetry code: (i) −x, −y, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5B···N3 | 0.77 (3) | 2.13 (3) | 2.900 (3) | 177 (4) |
O5—H5A···O4ii | 0.80 (3) | 2.13 (3) | 2.906 (3) | 163 (4) |
O1—H1F···O5 | 0.78 (3) | 2.16 (3) | 2.858 (3) | 150 (4) |
O1—H1E···O4iii | 0.73 (4) | 2.14 (4) | 2.815 (3) | 154 (5) |
N3—H3A···O3iv | 0.84 (3) | 2.24 (3) | 3.073 (3) | 171 (3) |
N1—H1B···O5 | 0.86 (2) | 2.17 (2) | 3.009 (3) | 166 (3) |
N1—H1A···O2v | 0.84 (2) | 2.27 (2) | 3.073 (3) | 159 (4) |
N2—H2B···O2vi | 0.87 (2) | 2.56 (3) | 3.322 (3) | 148 (4) |
N2—H2A···O4iii | 0.87 (2) | 2.42 (2) | 3.232 (3) | 154 (3) |
Symmetry codes: (ii) −x+1, y+1/2, −z+1/2; (iii) −x+1, −y, −z; (iv) −x+1, −y, −z+1; (v) x−1, y, z; (vi) x−1, −y+1/2, z−1/2. |
Experimental details
Crystal data | |
Chemical formula | [Cd(C2H8N2)2(H2O)2](C10H8NO3S)2·2H2O |
Mr | 749.14 |
Crystal system, space group | MonoclinicP21/c |
Temperature (K) | 292 |
a, b, c (Å) | 12.4386 (8), 9.8579 (7), 12.2872 (8) |
β (°) | 90.604 (1) |
V (Å3) | 1506.55 (17) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.93 |
Crystal size (mm) | 0.48 × 0.40 × 0.40 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2000) |
Tmin, Tmax | 0.664, 0.708 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 17152, 3590, 3254 |
Rint | 0.059 |
(sin θ/λ)max (Å−1) | 0.660 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.038, 0.118, 1.11 |
No. of reflections | 3590 |
No. of parameters | 226 |
No. of restraints | 10 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.57, −0.92 |
Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2000), SHELXTL.
Cd1—N1 | 2.240 (2) | Cd1—O1 | 2.361 (2) |
Cd1—N2 | 2.280 (2) | ||
N1—Cd1—N2 | 78.81 (10) | N1—Cd1—O1 | 90.67 (8) |
N1—Cd1—N2i | 101.19 (10) | N2—Cd1—O1 | 90.25 (8) |
Symmetry code: (i) −x, −y, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5B···N3 | 0.77 (3) | 2.13 (3) | 2.900 (3) | 177 (4) |
O5—H5A···O4ii | 0.80 (3) | 2.13 (3) | 2.906 (3) | 163 (4) |
O1—H1F···O5 | 0.78 (3) | 2.16 (3) | 2.858 (3) | 150 (4) |
O1—H1E···O4iii | 0.73 (4) | 2.14 (4) | 2.815 (3) | 154 (5) |
N3—H3A···O3iv | 0.84 (3) | 2.24 (3) | 3.073 (3) | 171 (3) |
N1—H1B···O5 | 0.86 (2) | 2.17 (2) | 3.009 (3) | 166 (3) |
N1—H1A···O2v | 0.84 (2) | 2.27 (2) | 3.073 (3) | 159 (4) |
N2—H2B···O2vi | 0.87 (2) | 2.56 (3) | 3.322 (3) | 148 (4) |
N2—H2A···O4iii | 0.87 (2) | 2.42 (2) | 3.232 (3) | 154 (3) |
Symmetry codes: (ii) −x+1, y+1/2, −z+1/2; (iii) −x+1, −y, −z; (iv) −x+1, −y, −z+1; (v) x−1, y, z; (vi) x−1, −y+1/2, z−1/2. |
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Organosulfonates are widely used industrially as surfactants and dyes. Recently, they have been studied as potential liquid crystalline (Huo et al., 1994) and nonlinear optical materials (Marder et al., 1994; Russell et al., 1994), and as complexing agents in the form of sufonated macrocycles (Steed et al., 1995). However, because of their weak coordination abilities with transition metal ions, most of the reported complexes containing sulfonate were aqua–metal salts and the sulfonate only acted as counter-anion to balance the charge (Kosnic et al., 1992; Shubnell et al., 1994; Gunderman et al.,1997). As the part of an investigation of the coordination behaviour of the sulfonate anion, we present here the crystal structure of the title compound, [Cd(en)2(H2O)2](ans)2·2H2O, (I) (en is ethylenediamine and ans is 4-aminonaphthalene-1-sulfonate). The crystal structure of (I) consists of CdII complex cations, 4-aminonaphthalene-1-sulfonate anions and solvent water molecules. The molecular structure of (I) is shown in Fig. 1. The Cd atom, lying on an inversion center, has a distorted octahedral environment and is coordinated by four N atoms from two diethylenediamine ligands, which lie in the equatorial plane, and by two water O atoms occupying the axial sites. The distances of Cd—N (Table 1) and the average Cd—N bond length is 2.259 (11) Å, which is slightly shorter than the Cd—N distances in [Cd(en)3](NO3) [Cd—N = 2.355 (3)–2.400 (3) Å; Prior, 2006]. The Cd—O distance is 2.361 (2) Å, which is longer than the equivalent Cd—O distances in the complex [Cd(hmt)2(H2O)4][Cd(H2O)6](ans)4·6H2O [Cd—O = 2.2804 (18)–2.3025 (19) Å; hmt is hexamethylenetetramine; Zhou et al., 2005]. The naphthalene ring is essentially planar (the r.m.s. deviation is 0.002 Å), the greatest deviation from the mean plane being 0.024 (2) Å for atom C6. The S and N atoms are deviate slightly [0.1730 (5) and 0.012 (2) Å, respectively] from the naphthalene plane. The centroid–centroid distance [3.5384 (13) Å] between the C3–C7/C12 phenyl ring (centroid Cg1) belonging to the naphthalene ring in one molecule and the C7–C12 phenyl ring (Cg2) of the neighboring naphthalene ring (symmetry code: 1 - x, -y, 1 - z), and the dihedral angles α (between planes Cg1 and Cg1) and β (between the Cg1—Cg2 vector and the normal to the C3–C7/C12 ring) are 1.03 and 15.94°, respectively; these values indicate the existence of significant π–π stacking interactions between adjacent 4-aminonaphthalene-1-sulfonate ions. Two antiparallel 4-aminonaphthalene-1-sulfonate anions are linked by paired N–H···O(sulfonate) hydrogen bonds into an isolated R22(16) dimer (Bernstein et al., 1995). Two adjacent anionic dimers are vertical, which is different from the packing mode within the complex [Zn(en)2(H2O)2](ans)2·2H2O (Li & Wang, 2006). Within the latter, four parallel dimers encircle one dimer with a different direction. The cations and anionic dimers in (I) are linked by intra- and intermolecular hydrogen bonds formed by O atoms from the dimers and H atoms belonging to the en ligands and water molecules, thus forming a one-dimension infinite chain along the [001] direction (Fig. 2). As shown in Fig. 3, a cationic layer is linked to an anionic layer through a series of N—H···O, O—H···O and O—H···N hydrogen bonds. The extensive hydrogen bonds together with the strong π–π stacking interaction stabilize the crystal structure, showing a three-dimensional network (Table 2).