Bis[2-(2-pyridylmethyl-eneamino)benzene-sulfonato-κN,N',O]cadmium(II) dihydrate.

The title complex, [Cd(Paba)(2)]·2H(2)O or [Cd(C(12)H(9)N(2)O(3)S)(2)]·2H(2)O, was synthesized by the reaction of the potassium salt of 2-(2-pyridylmethyl-eneamino)benzene-sulfonic acid (PabaK) with CdCl(2)·2.5H(2)O in methanol. The Cd(II) atom lies on a crystallographic twofold axis and is coordinated by four N atoms and two O atoms from two deprotonated tridentate 2-(2-pyridylmethyl-eneamino)benzene-sulfonate ligands in a slightly distorted octa-hedral environment. There are extensive hydrogen bonds of the type O-H⋯O between the uncoordinated water molecules and the sulfonate O atoms, through which the complex forms a layered structure parallel to (001).

Related literature

For the isostructural Zn compound, see: Cai et al. (2008 ▶). For synthesis of the ligand, see: Casella & Gullotti (1986 ▶).

Experimental

Crystal data

[Cd(C12H9N2O3S)2]·2H2O

M = 670.98

Orthorhombic,

a = 20.255 (4) Å

b = 7.8924 (17) Å

c = 16.475 (3) Å

V = 2633.7 (9) Å3

Z = 4

Mo Kα radiation

μ = 1.04 mm−1

T = 291 (2) K

0.23 × 0.08 × 0.05 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.798, T max = 0.950

18106 measured reflections

2443 independent reflections

1672 reflections with I > 2σ(I)

R int = 0.075

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.075

S = 1.04

2443 reflections

177 parameters

H-atom parameters constrained

Δρmax = 0.33 e Å−3

Δρmin = −0.33 e Å−3

Data collection: SMART (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808034387/pk2123sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808034387/pk2123Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cd(C12H9N2O3S)2]·2H2O	F(000) = 1352
Mr = 670.98	Dx = 1.692 Mg m−3
Orthorhombic, Pbcn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2n 2ab	Cell parameters from 2541 reflections
a = 20.255 (4) Å	θ = 2.5–23.2°
b = 7.8924 (17) Å	µ = 1.04 mm−1
c = 16.475 (3) Å	T = 291 K
V = 2633.7 (9) Å3	Block, colourless
Z = 4	0.23 × 0.08 × 0.05 mm

Bruker SMART CCD area-detector diffractometer	2443 independent reflections
Radiation source: fine-focus sealed tube	1672 reflections with I > 2σ(I)
graphite	Rint = 0.075
φ and ω scans	θmax = 25.5°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −24→24
Tmin = 0.798, Tmax = 0.950	k = −9→9
18106 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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.075	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0212P)2 + 3.1957P] where P = (Fo2 + 2Fc2)/3
2443 reflections	(Δ/σ)max = 0.001
177 parameters	Δρmax = 0.33 e Å−3
0 restraints	Δρmin = −0.33 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 takeninto account individually in the estimation of e.s.d.'s in distances, anglesand torsion angles; correlations between e.s.d.'s in cell parameters are onlyused 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 andgoodness of fit S are based on F2, conventional R-factors R are basedon F, with F set to zero for negative F2. The threshold expression ofF2 > σ(F2) is used only for calculating R-factors(gt) etc. and isnot relevant to the choice of reflections for refinement. R-factors basedon 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	0.5000	0.68040 (5)	0.7500	0.03074 (13)
S2	0.62752 (5)	0.83468 (15)	0.66388 (6)	0.0372 (3)
N1	0.59409 (15)	0.7358 (4)	0.83494 (18)	0.0302 (7)
C12	0.60345 (19)	0.6263 (5)	0.8904 (2)	0.0382 (10)
H12	0.6393	0.6381	0.9253	0.046*
N3	0.50869 (16)	0.4691 (4)	0.84673 (18)	0.0373 (8)
O1	0.64757 (15)	0.6598 (4)	0.67446 (17)	0.0523 (8)
O2	0.55529 (12)	0.8506 (4)	0.66248 (15)	0.0413 (7)
O3	0.65696 (14)	0.9203 (4)	0.59556 (16)	0.0509 (8)
O4	0.69916 (18)	0.4179 (6)	0.5615 (2)	0.1121 (17)
H1W	0.6840	0.4904	0.5948	0.168*
H2W	0.7324	0.3778	0.5833	0.168*
C1	0.65210 (16)	0.9451 (5)	0.7530 (3)	0.0342 (9)
C2	0.63521 (18)	0.8827 (5)	0.8292 (2)	0.0319 (9)
C3	0.6563 (2)	0.9697 (6)	0.8973 (3)	0.0455 (11)
H3	0.6462	0.9281	0.9486	0.055*
C4	0.6920 (2)	1.1170 (6)	0.8899 (3)	0.0552 (13)
H4	0.7057	1.1748	0.9361	0.066*
C5	0.7074 (2)	1.1785 (6)	0.8147 (3)	0.0561 (13)
H5	0.7310	1.2790	0.8099	0.067*
C6	0.6880 (2)	1.0922 (5)	0.7457 (3)	0.0481 (11)
H6	0.6992	1.1333	0.6947	0.058*
C7	0.55885 (19)	0.4823 (5)	0.9002 (2)	0.0334 (9)
C8	0.5667 (2)	0.3684 (5)	0.9628 (2)	0.0445 (11)
H8	0.6020	0.3780	0.9985	0.053*
C9	0.5212 (2)	0.2402 (6)	0.9716 (3)	0.0520 (13)
H9	0.5253	0.1625	1.0138	0.062*
C10	0.4700 (2)	0.2279 (5)	0.9178 (3)	0.0491 (12)
H10	0.4387	0.1424	0.9232	0.059*
C11	0.4654 (2)	0.3423 (6)	0.8565 (3)	0.0465 (11)
H11	0.4308	0.3322	0.8197	0.056*

	U11	U22	U33	U12	U13	U23
Cd1	0.0291 (2)	0.0362 (2)	0.0269 (2)	0.000	−0.00588 (19)	0.000
S2	0.0355 (6)	0.0497 (7)	0.0265 (5)	−0.0025 (6)	−0.0008 (4)	0.0002 (5)
N1	0.0246 (16)	0.0403 (19)	0.0257 (17)	−0.0062 (15)	−0.0016 (14)	0.0016 (16)
C12	0.032 (2)	0.055 (3)	0.027 (2)	0.000 (2)	−0.0072 (18)	−0.001 (2)
N3	0.043 (2)	0.0398 (19)	0.0289 (17)	−0.0012 (18)	−0.0090 (17)	0.0029 (15)
O1	0.065 (2)	0.047 (2)	0.0442 (18)	0.0116 (16)	−0.0022 (15)	−0.0107 (15)
O2	0.0329 (15)	0.059 (2)	0.0322 (15)	−0.0061 (14)	−0.0076 (12)	0.0112 (14)
O3	0.0464 (18)	0.077 (2)	0.0296 (16)	−0.0113 (17)	0.0048 (14)	0.0037 (16)
O4	0.066 (2)	0.168 (4)	0.102 (3)	0.043 (3)	−0.025 (2)	−0.068 (3)
C1	0.0245 (18)	0.044 (2)	0.034 (2)	0.0008 (16)	−0.004 (2)	−0.004 (2)
C2	0.024 (2)	0.037 (2)	0.034 (2)	0.0001 (18)	−0.0021 (18)	−0.0005 (19)
C3	0.042 (3)	0.062 (3)	0.032 (2)	−0.007 (2)	0.001 (2)	−0.004 (2)
C4	0.053 (3)	0.070 (3)	0.043 (3)	−0.020 (3)	−0.002 (2)	−0.019 (2)
C5	0.048 (3)	0.058 (3)	0.062 (3)	−0.026 (3)	0.002 (2)	−0.011 (3)
C6	0.042 (2)	0.057 (3)	0.045 (3)	−0.012 (2)	0.001 (2)	0.000 (3)
C7	0.035 (2)	0.036 (2)	0.029 (2)	−0.0003 (19)	−0.0025 (18)	−0.0014 (18)
C8	0.052 (3)	0.047 (3)	0.035 (2)	0.006 (2)	−0.011 (2)	0.005 (2)
C9	0.081 (4)	0.037 (3)	0.038 (3)	0.002 (2)	−0.007 (2)	0.010 (2)
C10	0.071 (3)	0.036 (3)	0.040 (3)	−0.013 (2)	−0.005 (2)	0.001 (2)
C11	0.055 (3)	0.045 (3)	0.039 (3)	−0.013 (2)	−0.010 (2)	0.004 (2)

Cd1—O2i	2.267 (3)	C1—C6	1.375 (5)
Cd1—O2	2.267 (3)	C1—C2	1.390 (5)
Cd1—N3i	2.313 (3)	C2—C3	1.383 (5)
Cd1—N3	2.313 (3)	C3—C4	1.374 (6)
Cd1—N1i	2.405 (3)	C3—H3	0.9300
Cd1—N1	2.405 (3)	C4—C5	1.367 (6)
S2—O3	1.442 (3)	C4—H4	0.9300
S2—O1	1.449 (3)	C5—C6	1.381 (6)
S2—O2	1.469 (3)	C5—H5	0.9300
S2—C1	1.779 (4)	C6—H6	0.9300
N1—C12	1.272 (5)	C7—C8	1.377 (5)
N1—C2	1.431 (5)	C8—C9	1.376 (6)
C12—C7	1.461 (5)	C8—H8	0.9300
C12—H12	0.9300	C9—C10	1.368 (6)
N3—C11	1.340 (5)	C9—H9	0.9300
N3—C7	1.349 (5)	C10—C11	1.359 (6)
O4—H1W	0.8502	C10—H10	0.9300
O4—H2W	0.8263	C11—H11	0.9300
O2i—Cd1—O2	107.31 (15)	C6—C1—S2	119.3 (4)
O2i—Cd1—N3i	145.88 (11)	C2—C1—S2	120.2 (3)
O2—Cd1—N3i	91.52 (11)	C3—C2—C1	118.7 (4)
O2i—Cd1—N3	91.52 (11)	C3—C2—N1	121.9 (4)
O2—Cd1—N3	145.88 (11)	C1—C2—N1	119.3 (3)
N3i—Cd1—N3	87.74 (16)	C4—C3—C2	120.7 (4)
O2i—Cd1—N1i	82.58 (10)	C4—C3—H3	119.6
O2—Cd1—N1i	85.04 (10)	C2—C3—H3	119.6
N3i—Cd1—N1i	70.73 (11)	C5—C4—C3	120.0 (4)
N3—Cd1—N1i	126.32 (11)	C5—C4—H4	120.0
O2i—Cd1—N1	85.04 (10)	C3—C4—H4	120.0
O2—Cd1—N1	82.58 (10)	C4—C5—C6	120.4 (4)
N3i—Cd1—N1	126.32 (11)	C4—C5—H5	119.8
N3—Cd1—N1	70.73 (11)	C6—C5—H5	119.8
N1i—Cd1—N1	159.04 (16)	C1—C6—C5	119.6 (5)
O3—S2—O1	115.11 (19)	C1—C6—H6	120.2
O3—S2—O2	111.07 (17)	C5—C6—H6	120.2
O1—S2—O2	111.26 (18)	N3—C7—C8	121.7 (4)
O3—S2—C1	107.40 (18)	N3—C7—C12	117.0 (4)
O1—S2—C1	106.80 (18)	C8—C7—C12	121.3 (4)
O2—S2—C1	104.47 (17)	C9—C8—C7	118.8 (4)
C12—N1—C2	120.8 (3)	C9—C8—H8	120.6
C12—N1—Cd1	114.4 (3)	C7—C8—H8	120.6
C2—N1—Cd1	124.8 (2)	C10—C9—C8	119.4 (4)
N1—C12—C7	121.1 (4)	C10—C9—H9	120.3
N1—C12—H12	119.5	C8—C9—H9	120.3
C7—C12—H12	119.5	C11—C10—C9	119.2 (4)
C11—N3—C7	118.2 (3)	C11—C10—H10	120.4
C11—N3—Cd1	124.8 (3)	C9—C10—H10	120.4
C7—N3—Cd1	116.9 (3)	N3—C11—C10	122.7 (4)
S2—O2—Cd1	115.56 (15)	N3—C11—H11	118.6
H1W—O4—H2W	105.8	C10—C11—H11	118.6
C6—C1—C2	120.5 (4)
O2i—Cd1—N1—C12	93.5 (3)	O2—S2—C1—C6	−113.1 (3)
O2—Cd1—N1—C12	−158.3 (3)	O3—S2—C1—C2	−174.9 (3)
N3i—Cd1—N1—C12	−71.9 (3)	O1—S2—C1—C2	−50.9 (3)
N3—Cd1—N1—C12	0.1 (3)	O2—S2—C1—C2	67.1 (3)
N1i—Cd1—N1—C12	147.4 (3)	C6—C1—C2—C3	−1.2 (6)
O2i—Cd1—N1—C2	−82.9 (3)	S2—C1—C2—C3	178.6 (3)
O2—Cd1—N1—C2	25.3 (3)	C6—C1—C2—N1	175.8 (3)
N3i—Cd1—N1—C2	111.7 (3)	S2—C1—C2—N1	−4.3 (5)
N3—Cd1—N1—C2	−176.3 (3)	C12—N1—C2—C3	−39.6 (5)
N1i—Cd1—N1—C2	−29.0 (3)	Cd1—N1—C2—C3	136.5 (3)
C2—N1—C12—C7	175.6 (3)	C12—N1—C2—C1	143.4 (4)
Cd1—N1—C12—C7	−0.9 (5)	Cd1—N1—C2—C1	−40.4 (4)
O2i—Cd1—N3—C11	91.9 (3)	C1—C2—C3—C4	1.4 (6)
O2—Cd1—N3—C11	−143.3 (3)	N1—C2—C3—C4	−175.5 (4)
N3i—Cd1—N3—C11	−53.9 (3)	C2—C3—C4—C5	−0.4 (7)
N1i—Cd1—N3—C11	10.0 (4)	C3—C4—C5—C6	−0.9 (7)
N1—Cd1—N3—C11	176.1 (3)	C2—C1—C6—C5	−0.1 (6)
O2i—Cd1—N3—C7	−83.5 (3)	S2—C1—C6—C5	−179.9 (3)
O2—Cd1—N3—C7	41.3 (4)	C4—C5—C6—C1	1.1 (7)
N3i—Cd1—N3—C7	130.7 (3)	C11—N3—C7—C8	0.9 (6)
N1i—Cd1—N3—C7	−165.4 (2)	Cd1—N3—C7—C8	176.6 (3)
N1—Cd1—N3—C7	0.7 (3)	C11—N3—C7—C12	−177.2 (4)
O3—S2—O2—Cd1	168.04 (16)	Cd1—N3—C7—C12	−1.4 (4)
O1—S2—O2—Cd1	38.4 (2)	N1—C12—C7—N3	1.6 (6)
C1—S2—O2—Cd1	−76.5 (2)	N1—C12—C7—C8	−176.5 (4)
O2i—Cd1—O2—S2	118.00 (19)	N3—C7—C8—C9	−1.3 (6)
N3i—Cd1—O2—S2	−90.86 (18)	C12—C7—C8—C9	176.7 (4)
N3—Cd1—O2—S2	−2.6 (3)	C7—C8—C9—C10	0.6 (7)
N1i—Cd1—O2—S2	−161.36 (19)	C8—C9—C10—C11	0.4 (7)
N1—Cd1—O2—S2	35.59 (17)	C7—N3—C11—C10	0.2 (6)
O3—S2—C1—C6	4.9 (4)	Cd1—N3—C11—C10	−175.2 (3)
O1—S2—C1—C6	128.9 (3)	C9—C10—C11—N3	−0.9 (7)

D—H···A	D—H	H···A	D···A	D—H···A
O4—H2W···O3ii	0.83	2.27	2.968 (5)	142
O4—H1W···O1	0.85	2.01	2.863 (5)	179

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H2W⋯O3i	0.83	2.27	2.968 (5)	142
O4—H1W⋯O1	0.85	2.01	2.863 (5)	179

Symmetry code: (i) .