In the title compound, [Cd(C4H4O5)(C6H6N4S2)(H2O)]·3H2O, the CdII cation assumes a distorted octahedral CdO4N2 coordination formed by a tridentate oxydiacetate (ODA) dianion, a bidentate diaminobithizole (DABT) molecule and a water molecule. ODA chelates to the Cd atom in a meridional configuration, while the two rings of DABT are coplanar. Interplanar distances of 3.438 (4) and 3.382 (10) Å suggest the presence of π–π stacking interactions between adjacent thiazole rings.
Supporting information
CCDC reference: 252779
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.005 Å
- R factor = 0.031
- wR factor = 0.071
- Data-to-parameter ratio = 13.4
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cd - O6 .. 5.42 su
PLAT322_ALERT_2_C Check Hybridisation of S1 in Main Residue . ?
PLAT322_ALERT_2_C Check Hybridisation of S2 in Main Residue . ?
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and XP (Siemens, 1994); software used to prepare material for publication: WinGX (Farrugia, 1999).
Aqua(2,2'-diamino-4,4'-bi-1,3-thiazole)(oxydiacetato-
κ3O,
O',
O'')cadmium(II) trihydrate
top
Crystal data top
[Cd(C4H4O5)(C6H6N4S2)(H2O)]·3H2O | Z = 2 |
Mr = 514.80 | F(000) = 516 |
Triclinic, P1 | Dx = 1.945 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.1804 (9) Å | Cell parameters from 5208 reflections |
b = 9.8372 (12) Å | θ = 2.5–24.0° |
c = 12.6069 (15) Å | µ = 1.53 mm−1 |
α = 81.478 (2)° | T = 295 K |
β = 86.528 (2)° | Prism, yellow |
γ = 89.760 (2)° | 0.30 × 0.25 × 0.10 mm |
V = 879.03 (19) Å3 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 3159 independent reflections |
Radiation source: fine-focus sealed tube | 2923 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.022 |
Detector resolution: 10.00 pixels mm-1 | θmax = 25.2°, θmin = 1.6° |
ω scans | h = −8→8 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −11→11 |
Tmin = 0.632, Tmax = 0.855 | l = −14→15 |
6520 measured reflections | |
Refinement top
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)] = 0.031 | Hydrogen site location: difmap (O-H and N-H) and geom (C-H) |
wR(F2) = 0.071 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0323P)2 + 0.7156P] where P = (Fo2 + 2Fc2)/3 |
3159 reflections | (Δ/σ)max = 0.001 |
235 parameters | Δρmax = 0.51 e Å−3 |
0 restraints | Δρmin = −0.36 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cd | 0.29333 (3) | 0.50930 (2) | 0.241391 (19) | 0.02688 (10) | |
S1 | 0.16192 (13) | 0.66764 (9) | −0.12986 (7) | 0.0329 (2) | |
S2 | 0.42030 (14) | 0.08422 (9) | 0.10543 (8) | 0.0360 (2) | |
O1 | 0.5041 (3) | 0.6777 (2) | 0.2471 (2) | 0.0357 (6) | |
O2 | 0.5793 (3) | 0.8722 (2) | 0.3032 (2) | 0.0387 (6) | |
O3 | 0.1500 (3) | 0.6956 (2) | 0.3109 (2) | 0.0338 (6) | |
O4 | 0.0098 (3) | 0.4447 (2) | 0.32908 (19) | 0.0344 (6) | |
O5 | −0.2319 (3) | 0.4921 (3) | 0.4356 (2) | 0.0397 (6) | |
O6 | 0.4195 (3) | 0.4003 (2) | 0.40221 (19) | 0.0357 (6) | |
H6A | 0.5342 | 0.4257 | 0.4060 | 0.060* | |
H6B | 0.3521 | 0.4228 | 0.4622 | 0.050* | |
O1W | −0.0017 (4) | 0.1455 (3) | 0.3612 (2) | 0.0547 (8) | |
H1A | 0.0956 | 0.1298 | 0.4020 | 0.060* | |
H1B | 0.0076 | 0.2378 | 0.3434 | 0.060* | |
O2W | 0.7473 (5) | 0.9632 (3) | 0.4842 (2) | 0.0624 (9) | |
H2A | 0.7155 | 0.9057 | 0.4416 | 0.060* | |
H2B | 0.8160 | 1.0222 | 0.4389 | 0.060* | |
O3W | 0.9186 (4) | 0.9934 (3) | 0.1779 (2) | 0.0579 (8) | |
H3A | 0.8227 | 0.9504 | 0.2017 | 0.060* | |
H3B | 0.9482 | 1.0410 | 0.2229 | 0.060* | |
N1 | 0.2301 (4) | 0.5703 (3) | 0.0642 (2) | 0.0255 (6) | |
N2 | 0.1325 (5) | 0.8017 (3) | 0.0409 (3) | 0.0414 (8) | |
H21 | 0.1140 | 0.7987 | 0.1106 | 0.060* | |
H22 | 0.1117 | 0.8699 | −0.0037 | 0.060* | |
N3 | 0.3540 (4) | 0.3194 (3) | 0.1646 (2) | 0.0245 (6) | |
N4 | 0.4572 (5) | 0.1529 (3) | 0.3017 (2) | 0.0391 (8) | |
H41 | 0.4433 | 0.2152 | 0.3533 | 0.060* | |
H42 | 0.4812 | 0.0660 | 0.3202 | 0.060* | |
C1 | 0.1762 (5) | 0.6826 (4) | 0.0046 (3) | 0.0291 (8) | |
C2 | 0.2349 (5) | 0.4998 (3) | −0.1031 (3) | 0.0294 (8) | |
H2 | 0.2524 | 0.4409 | −0.1541 | 0.035* | |
C3 | 0.2631 (4) | 0.4659 (3) | 0.0022 (3) | 0.0252 (7) | |
C4 | 0.4094 (5) | 0.1940 (3) | 0.2014 (3) | 0.0278 (7) | |
C5 | 0.3486 (5) | 0.2168 (4) | 0.0115 (3) | 0.0341 (8) | |
H5 | 0.3308 | 0.2095 | −0.0599 | 0.041* | |
C6 | 0.3223 (4) | 0.3314 (3) | 0.0557 (3) | 0.0255 (7) | |
C11 | 0.4668 (5) | 0.7791 (3) | 0.2934 (3) | 0.0283 (8) | |
C12 | 0.2718 (5) | 0.7933 (4) | 0.3438 (3) | 0.0369 (9) | |
H12A | 0.2749 | 0.7782 | 0.4215 | 0.044* | |
H12B | 0.2261 | 0.8855 | 0.3220 | 0.044* | |
C13 | −0.0226 (5) | 0.6721 (4) | 0.3730 (3) | 0.0352 (8) | |
H13A | −0.1169 | 0.7330 | 0.3407 | 0.042* | |
H13B | −0.0079 | 0.6926 | 0.4450 | 0.042* | |
C14 | −0.0856 (5) | 0.5247 (4) | 0.3791 (3) | 0.0287 (8) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd | 0.03095 (16) | 0.02449 (15) | 0.02687 (15) | −0.00057 (10) | −0.00018 (10) | −0.00995 (10) |
S1 | 0.0344 (5) | 0.0340 (5) | 0.0294 (5) | 0.0022 (4) | −0.0034 (4) | −0.0017 (4) |
S2 | 0.0490 (6) | 0.0245 (5) | 0.0364 (5) | 0.0033 (4) | −0.0021 (4) | −0.0116 (4) |
O1 | 0.0334 (14) | 0.0306 (14) | 0.0461 (15) | −0.0019 (11) | 0.0040 (12) | −0.0176 (12) |
O2 | 0.0337 (14) | 0.0305 (14) | 0.0536 (17) | −0.0061 (11) | −0.0018 (12) | −0.0123 (12) |
O3 | 0.0293 (13) | 0.0316 (13) | 0.0424 (15) | −0.0058 (10) | 0.0059 (11) | −0.0150 (11) |
O4 | 0.0352 (14) | 0.0316 (13) | 0.0375 (14) | −0.0057 (11) | 0.0055 (11) | −0.0115 (11) |
O5 | 0.0277 (14) | 0.0521 (17) | 0.0388 (15) | −0.0089 (12) | 0.0053 (12) | −0.0084 (13) |
O6 | 0.0335 (14) | 0.0418 (15) | 0.0344 (14) | −0.0027 (11) | −0.0035 (11) | −0.0136 (12) |
O1W | 0.0604 (19) | 0.0415 (17) | 0.0599 (19) | −0.0116 (14) | −0.0164 (16) | 0.0056 (14) |
O2W | 0.073 (2) | 0.069 (2) | 0.0445 (18) | −0.0220 (17) | −0.0074 (16) | −0.0049 (16) |
O3W | 0.0544 (19) | 0.058 (2) | 0.062 (2) | −0.0020 (15) | 0.0046 (16) | −0.0140 (16) |
N1 | 0.0261 (15) | 0.0242 (15) | 0.0276 (15) | 0.0001 (12) | −0.0028 (12) | −0.0081 (12) |
N2 | 0.056 (2) | 0.0272 (17) | 0.0418 (19) | 0.0094 (15) | −0.0031 (16) | −0.0096 (14) |
N3 | 0.0265 (15) | 0.0205 (14) | 0.0271 (15) | −0.0009 (11) | −0.0016 (12) | −0.0061 (12) |
N4 | 0.060 (2) | 0.0258 (16) | 0.0320 (17) | 0.0061 (15) | −0.0074 (15) | −0.0037 (13) |
C1 | 0.0235 (17) | 0.0314 (19) | 0.034 (2) | −0.0020 (14) | −0.0002 (15) | −0.0093 (16) |
C2 | 0.0291 (18) | 0.0317 (19) | 0.0283 (19) | 0.0011 (15) | 0.0006 (15) | −0.0084 (15) |
C3 | 0.0191 (16) | 0.0269 (17) | 0.0306 (19) | −0.0036 (13) | 0.0024 (14) | −0.0096 (14) |
C4 | 0.0280 (18) | 0.0247 (18) | 0.0317 (19) | −0.0017 (14) | 0.0027 (15) | −0.0092 (15) |
C5 | 0.044 (2) | 0.032 (2) | 0.0279 (19) | 0.0029 (16) | −0.0047 (16) | −0.0095 (16) |
C6 | 0.0223 (17) | 0.0288 (18) | 0.0255 (18) | −0.0005 (14) | 0.0008 (14) | −0.0055 (14) |
C11 | 0.0308 (19) | 0.0261 (18) | 0.0281 (18) | −0.0010 (15) | −0.0059 (15) | −0.0027 (15) |
C12 | 0.036 (2) | 0.030 (2) | 0.048 (2) | −0.0025 (16) | 0.0043 (17) | −0.0162 (17) |
C13 | 0.0272 (19) | 0.035 (2) | 0.044 (2) | 0.0044 (15) | 0.0055 (16) | −0.0101 (17) |
C14 | 0.0277 (18) | 0.036 (2) | 0.0227 (18) | −0.0038 (15) | −0.0081 (15) | −0.0039 (15) |
Geometric parameters (Å, º) top
Cd—N1 | 2.298 (3) | O3W—H3B | 0.8248 |
Cd—N3 | 2.258 (3) | N1—C1 | 1.311 (4) |
Cd—O1 | 2.260 (2) | N1—C3 | 1.391 (4) |
Cd—O3 | 2.353 (2) | N2—C1 | 1.349 (4) |
Cd—O4 | 2.302 (2) | N2—H21 | 0.8759 |
Cd—O6 | 2.377 (2) | N2—H22 | 0.8289 |
S1—C1 | 1.733 (4) | N3—C4 | 1.320 (4) |
S1—C2 | 1.722 (3) | N3—C6 | 1.393 (4) |
S2—C4 | 1.735 (3) | N4—C4 | 1.334 (4) |
S2—C5 | 1.726 (4) | N4—H41 | 0.9585 |
O1—C11 | 1.249 (4) | N4—H42 | 0.8717 |
O2—C11 | 1.249 (4) | C2—C3 | 1.348 (5) |
O3—C12 | 1.425 (4) | C2—H2 | 0.9300 |
O3—C13 | 1.426 (4) | C3—C6 | 1.467 (5) |
O4—C14 | 1.256 (4) | C5—C6 | 1.338 (5) |
O5—C14 | 1.249 (4) | C5—H5 | 0.9300 |
O6—H6A | 0.8684 | C11—C12 | 1.517 (5) |
O6—H6B | 0.9270 | C12—H12A | 0.9700 |
O1W—H1A | 0.8912 | C12—H12B | 0.9700 |
O1W—H1B | 0.9045 | C13—C14 | 1.510 (5) |
O2W—H2A | 0.8755 | C13—H13A | 0.9700 |
O2W—H2B | 0.8805 | C13—H13B | 0.9700 |
O3W—H3A | 0.8265 | | |
| | | |
N1—Cd—N3 | 74.92 (9) | C4—N4—H42 | 117.8 |
N1—Cd—O1 | 96.65 (9) | H41—N4—H42 | 122.1 |
N1—Cd—O3 | 98.62 (9) | N1—C1—N2 | 125.1 (3) |
N1—Cd—O4 | 105.08 (9) | N1—C1—S1 | 114.3 (2) |
N1—Cd—O6 | 162.96 (9) | N2—C1—S1 | 120.7 (3) |
N3—Cd—O1 | 124.07 (9) | C3—C2—S1 | 110.3 (3) |
N3—Cd—O3 | 165.02 (9) | C3—C2—H2 | 124.8 |
N3—Cd—O4 | 99.09 (9) | S1—C2—H2 | 124.8 |
N3—Cd—O6 | 89.80 (9) | C2—C3—N1 | 115.4 (3) |
O1—Cd—O3 | 69.58 (8) | C2—C3—C6 | 126.3 (3) |
O1—Cd—O4 | 135.57 (8) | N1—C3—C6 | 118.4 (3) |
O1—Cd—O6 | 85.57 (9) | N3—C4—N4 | 124.6 (3) |
O3—Cd—O4 | 69.16 (8) | N3—C4—S2 | 113.7 (3) |
O3—Cd—O6 | 97.98 (8) | N4—C4—S2 | 121.7 (3) |
O4—Cd—O6 | 84.44 (9) | C6—C5—S2 | 110.6 (3) |
C1—S1—C2 | 89.42 (17) | C6—C5—H5 | 124.7 |
C4—S2—C5 | 89.51 (17) | S2—C5—H5 | 124.7 |
C11—O1—Cd | 122.1 (2) | C5—C6—N3 | 115.4 (3) |
C12—O3—Cd | 116.28 (19) | C5—C6—C3 | 127.1 (3) |
C13—O3—Cd | 118.42 (19) | N3—C6—C3 | 117.4 (3) |
C12—O3—C13 | 115.7 (3) | O2—C11—O1 | 125.1 (3) |
C14—O4—Cd | 122.0 (2) | O2—C11—C12 | 115.7 (3) |
Cd—O6—H6A | 111.1 | O1—C11—C12 | 119.2 (3) |
Cd—O6—H6B | 111.0 | O3—C12—C11 | 109.9 (3) |
H6A—O6—H6B | 107.4 | O3—C12—H12A | 109.7 |
H1A—O1W—H1B | 100.0 | C11—C12—H12A | 109.7 |
H2A—O2W—H2B | 100.7 | O3—C12—H12B | 109.7 |
H3A—O3W—H3B | 107.9 | C11—C12—H12B | 109.7 |
C1—N1—C3 | 110.6 (3) | H12A—C12—H12B | 108.2 |
C1—N1—Cd | 135.6 (2) | O3—C13—C14 | 110.8 (3) |
C3—N1—Cd | 113.7 (2) | O3—C13—H13A | 109.5 |
C1—N2—H21 | 117.1 | C14—C13—H13A | 109.5 |
C1—N2—H22 | 118.2 | O3—C13—H13B | 109.5 |
H21—N2—H22 | 124.2 | C14—C13—H13B | 109.5 |
C4—N3—C6 | 110.8 (3) | H13A—C13—H13B | 108.1 |
C4—N3—Cd | 133.7 (2) | O5—C14—O4 | 124.9 (3) |
C6—N3—Cd | 115.4 (2) | O5—C14—C13 | 115.8 (3) |
C4—N4—H41 | 119.2 | O4—C14—C13 | 119.3 (3) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1A···O2Wi | 0.89 | 1.99 | 2.842 (4) | 159 |
O1W—H1B···O4 | 0.90 | 2.02 | 2.912 (4) | 170 |
O2W—H2A···O2 | 0.88 | 2.12 | 2.900 (4) | 148 |
O2W—H2B···O1Wii | 0.88 | 1.91 | 2.781 (4) | 169 |
O3W—H3A···O2 | 0.83 | 2.18 | 2.975 (4) | 163 |
O3W—H3B···O1Wii | 0.82 | 2.20 | 3.016 (4) | 171 |
O6—H6A···O5iii | 0.87 | 1.88 | 2.742 (3) | 170 |
O6—H6B···O5iv | 0.93 | 1.81 | 2.722 (3) | 166 |
N2—H22···O3Wv | 0.83 | 2.42 | 3.205 (4) | 158 |
N4—H41···O6 | 0.96 | 2.01 | 2.910 (4) | 156 |
N4—H42···O2vi | 0.87 | 2.07 | 2.891 (4) | 158 |
C2—H2···O1vii | 0.93 | 2.44 | 3.218 (4) | 142 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x+1, y+1, z; (iii) x+1, y, z; (iv) −x, −y+1, −z+1; (v) −x+1, −y+2, −z; (vi) x, y−1, z; (vii) −x+1, −y+1, −z. |