Aqua(2,2′-di­amino-4,4′-bi-1,3-thia­zole)(oxy­diacetato-κ³O,O′,O′′)­cadmium(II) trihydrate

In the title compound, [Cd(C₄H₄O₅)(C₆H₆N₄S₂)(H₂O)]·3H₂O, the Cd^II 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.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](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

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Computing details

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

Crystal data

[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) Å^3

Data collection

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

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.031	Hydrogen site location: difmap (O-H and N-H) and geom (C-H)
wR(F^2) = 0.071	H-atom parameters constrained
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0323P)^2 + 0.7156P] where P = (Fo^2 + 2Fc^2)/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

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 (Ų)

	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 (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

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)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···O2W^i	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···O1W^ii	0.88	1.91	2.781 (4)	169
O3W—H3A···O2	0.83	2.18	2.975 (4)	163
O3W—H3B···O1W^ii	0.82	2.20	3.016 (4)	171
O6—H6A···O5^iii	0.87	1.88	2.742 (3)	170
O6—H6B···O5^iv	0.93	1.81	2.722 (3)	166
N2—H22···O3W^v	0.83	2.42	3.205 (4)	158
N4—H41···O6	0.96	2.01	2.910 (4)	156
N4—H42···O2^vi	0.87	2.07	2.891 (4)	158
C2—H2···O1^vii	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.