catena-Poly[[bis-(p-toluene-sulfonato-κO)palladium(II)]bis-(μ-1,3-di-4-pyridylpropane-κN:N')].

In the title compound, [Pd(C(7)H(7)O(3)S)(2)(C(13)H(14)N(2))(2)](n), the metal ion, located on a twofold rotation axis, exhibits a slightly distorted octa-hedral coordination environment, with bond angles that deviate by at most 2.2° from an ideal geometry, completed by two O atoms from two deprotonated p-toluene-sulfonic acid ligands and four N atoms from four 1,3-di-4-pyridylpropane ligands. One of the sulfonate O atoms is disordered over two positions [ratio 0.70 (5):0.30 (5)].

Related literature

For the potential applications of metal-organic frameworks, see: Jia et al. (2007 ▶); Li et al. (1996 ▶); Seo et al. (2000 ▶); Hagrman et al. (1999 ▶); Yaghi et al. (1998 ▶); Kortz et al. (2003 ▶); Liu et al. (2007 ▶); Wang et al. (2007 ▶). 1,3-Di(4-pyrid­yl)propane has versatile coordination modes with transition metal centers, see: Xu et al. (2004 ▶); Zhu et al. (2002 ▶); Mock & Morsch (2001 ▶).

Experimental

Crystal data

[Pd(C7H7O3S)2(C13H14N2)2]

M = 845.3

Orthorhombic,

a = 23.818 (2) Å

b = 17.4359 (10) Å

c = 9.3341 (10) Å

V = 3876.3 (6) Å3

Z = 4

Mo Kα radiation

μ = 0.64 mm−1

T = 273 K

0.12 × 0.08 × 0.01 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.927, T max = 0.994

18799 measured reflections

3374 independent reflections

2761 reflections with I > 2σ(I)

R int = 0.068

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.091

S = 1.08

3374 reflections

251 parameters

H-atom parameters not refined

Δρmax = 0.61 e Å−3

Δρmin = −0.67 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; 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 global, I. DOI: 10.1107/S1600536809032760/bx2229sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809032760/bx2229Isup2.hkl

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

[Pd(C7H7O3S)2(C13H14N2)2]	F(000) = 1744
Mr = 845.3	Dx = 1.448 Mg m−3
Orthorhombic, Pnna	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2a 2bc	Cell parameters from 7795 reflections
a = 23.818 (2) Å	θ = 2.4–28.2°
b = 17.4359 (10) Å	µ = 0.64 mm−1
c = 9.3341 (10) Å	T = 273 K
V = 3876.3 (6) Å3	Block, colorless
Z = 4	0.12 × 0.08 × 0.01 mm

Bruker APEXII CCD area-detector diffractometer	3374 independent reflections
Radiation source: fine-focus sealed tube	2761 reflections with I > 2σ(I)
graphite	Rint = 0.068
φ and ω scans	θmax = 25°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −28→26
Tmin = 0.927, Tmax = 0.994	k = −20→20
18799 measured reflections	l = −11→9

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.091	H-atom parameters not refined
S = 1.08	w = 1/[σ2(Fo2) + (0.0492P)2 + 0.7971P] where P = (Fo2 + 2Fc2)/3
3374 reflections	(Δ/σ)max = 0.047
251 parameters	Δρmax = 0.61 e Å−3
0 restraints	Δρmin = −0.67 e Å−3

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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	Occ. (<1)
Pd1	0.405803 (9)	0.25	0.25	0.02547 (12)
S1	0.38959 (4)	0.12445 (5)	0.56888 (8)	0.0569 (2)
O1A	0.453 (3)	0.1210 (9)	0.624 (7)	0.110 (16)	0.30 (5)
O1B	0.4230 (9)	0.1297 (6)	0.6913 (16)	0.095 (4)	0.70 (5)
O2	0.40587 (9)	0.15978 (13)	0.4355 (3)	0.0623 (6)
O3	0.33358 (13)	0.15336 (15)	0.6086 (3)	0.1029 (11)
N1	0.47636 (8)	0.18031 (12)	0.1367 (2)	0.0352 (5)
N2	0.33394 (8)	0.17892 (12)	0.1424 (3)	0.0383 (5)
C1	0.3609 (3)	−0.2217 (3)	0.4820 (7)	0.144 (2)
H1A	0.3825	−0.2462	0.5559	0.216*
H1B	0.3744	−0.2378	0.3899	0.216*
H1C	0.3221	−0.2357	0.4918	0.216*
C2	0.3669 (2)	−0.1344 (2)	0.4956 (4)	0.0741 (11)
C3	0.32559 (17)	−0.0900 (2)	0.5550 (4)	0.0739 (11)
H3	0.2924	−0.1132	0.5847	0.089*
C4	0.33176 (13)	−0.01173 (19)	0.5722 (3)	0.0561 (8)
H4	0.3027	0.0166	0.6125	0.067*
C5	0.37985 (12)	0.02464 (16)	0.5309 (3)	0.0405 (6)
C6	0.42192 (14)	−0.0190 (2)	0.4681 (3)	0.0520 (8)
H6	0.4549	0.0043	0.4371	0.062*
C7	0.41461 (17)	−0.0978 (2)	0.4516 (4)	0.0663 (10)
H7	0.4431	−0.1264	0.4093	0.08*
C8	0.48162 (10)	0.16862 (16)	−0.0055 (3)	0.0386 (6)
H8	0.4599	0.1982	−0.067	0.046*
C9	0.51733 (10)	0.11541 (16)	−0.0644 (3)	0.0389 (6)
H9	0.519	0.1092	−0.1632	0.047*
C10	0.50992 (12)	0.13828 (18)	0.2226 (3)	0.0408 (7)
H10	0.5079	0.1461	0.321	0.049*
C11	0.54674 (10)	0.08471 (16)	0.1715 (3)	0.0410 (7)
H11	0.5691	0.0572	0.2351	0.049*
C12	0.55099 (10)	0.07100 (14)	0.0245 (3)	0.0339 (6)
C13	0.58962 (10)	0.01068 (17)	−0.0364 (4)	0.0442 (7)
H13A	0.5701	−0.0172	−0.1113	0.053*
H13B	0.5993	−0.0256	0.0385	0.053*
C14	0.64305 (10)	0.04495 (15)	−0.0976 (3)	0.0398 (6)
H14A	0.662	0.0064	−0.1547	0.048*
H14B	0.6332	0.0871	−0.1605	0.048*
C15	0.32321 (11)	0.17269 (16)	0.0008 (3)	0.0402 (6)
H15	0.3494	0.1923	−0.0634	0.048*
C16	0.29563 (12)	0.15034 (19)	0.2325 (3)	0.0423 (7)
H16	0.3019	0.1544	0.3306	0.051*
C17	0.24731 (11)	0.11523 (15)	0.1860 (3)	0.0413 (6)
H17	0.2221	0.0952	0.2523	0.05*
C18	0.27591 (11)	0.13906 (16)	−0.0530 (3)	0.0419 (7)
H18	0.2705	0.136	−0.1516	0.05*
C19	0.23581 (10)	0.10944 (14)	0.0402 (3)	0.0341 (6)
C20	0.18311 (10)	0.07391 (16)	−0.0165 (3)	0.0380 (6)
H20A	0.1932	0.0314	−0.0783	0.046*
H20B	0.1637	0.1115	−0.0748	0.046*

	U11	U22	U33	U12	U13	U23
Pd1	0.01639 (17)	0.02857 (17)	0.03145 (18)	0	0	−0.00186 (10)
S1	0.0873 (6)	0.0455 (4)	0.0379 (4)	−0.0102 (4)	−0.0087 (4)	0.0075 (3)
O1A	0.17 (3)	0.066 (7)	0.09 (3)	−0.003 (9)	−0.09 (2)	0.001 (8)
O1B	0.157 (9)	0.075 (3)	0.051 (5)	−0.031 (4)	−0.053 (6)	−0.004 (4)
O2	0.0648 (14)	0.0570 (14)	0.0652 (15)	−0.0050 (10)	0.0055 (11)	0.0284 (12)
O3	0.131 (3)	0.0669 (17)	0.111 (2)	0.0160 (17)	0.070 (2)	−0.0008 (16)
N1	0.0283 (11)	0.0425 (12)	0.0347 (12)	0.0029 (9)	−0.0016 (9)	−0.0028 (10)
N2	0.0273 (11)	0.0437 (13)	0.0438 (14)	−0.0045 (9)	0.0016 (10)	−0.0048 (11)
C1	0.238 (7)	0.055 (3)	0.139 (5)	−0.016 (4)	−0.024 (5)	−0.015 (3)
C2	0.112 (3)	0.050 (2)	0.060 (2)	−0.011 (2)	−0.016 (2)	0.0012 (18)
C3	0.074 (2)	0.067 (2)	0.081 (3)	−0.027 (2)	−0.007 (2)	0.012 (2)
C4	0.0464 (17)	0.061 (2)	0.061 (2)	−0.0019 (15)	0.0018 (15)	0.0076 (17)
C5	0.0437 (16)	0.0474 (16)	0.0304 (14)	0.0013 (13)	−0.0044 (12)	0.0069 (12)
C6	0.0503 (17)	0.070 (2)	0.0361 (16)	0.0020 (16)	−0.0016 (14)	0.0063 (15)
C7	0.092 (3)	0.065 (2)	0.0421 (19)	0.029 (2)	−0.0071 (19)	−0.0055 (17)
C8	0.0314 (14)	0.0502 (16)	0.0342 (14)	0.0048 (12)	0.0004 (12)	0.0043 (12)
C9	0.0332 (14)	0.0546 (16)	0.0291 (14)	0.0025 (12)	0.0021 (11)	−0.0025 (12)
C10	0.0342 (15)	0.0593 (18)	0.0290 (14)	0.0092 (14)	−0.0006 (11)	−0.0013 (12)
C11	0.0300 (14)	0.0534 (17)	0.0397 (17)	0.0118 (12)	−0.0016 (12)	0.0052 (13)
C12	0.0199 (12)	0.0379 (14)	0.0438 (16)	−0.0053 (10)	0.0046 (11)	−0.0043 (12)
C13	0.0272 (14)	0.0428 (16)	0.063 (2)	−0.0035 (11)	0.0099 (13)	−0.0097 (15)
C14	0.0245 (13)	0.0457 (16)	0.0491 (17)	−0.0017 (11)	0.0087 (12)	−0.0088 (13)
C15	0.0341 (14)	0.0463 (16)	0.0402 (16)	−0.0064 (12)	0.0046 (12)	−0.0023 (13)
C16	0.0328 (15)	0.0582 (19)	0.0359 (16)	−0.0070 (14)	−0.0038 (12)	0.0000 (13)
C17	0.0299 (14)	0.0512 (17)	0.0430 (16)	−0.0085 (12)	−0.0003 (13)	0.0016 (14)
C18	0.0399 (15)	0.0504 (17)	0.0353 (15)	−0.0053 (13)	−0.0007 (12)	−0.0038 (13)
C19	0.0298 (13)	0.0329 (13)	0.0395 (15)	0.0017 (10)	−0.0011 (11)	−0.0022 (11)
C20	0.0276 (14)	0.0416 (15)	0.0448 (16)	−0.0018 (11)	−0.0062 (12)	−0.0023 (13)

Pd1—N1i	2.328 (2)	C7—H7	0.93
Pd1—N1	2.328 (2)	C8—C9	1.373 (4)
Pd1—O2	2.339 (2)	C8—H8	0.93
Pd1—O2i	2.339 (2)	C9—C12	1.389 (4)
Pd1—N2	2.340 (2)	C9—H9	0.93
Pd1—N2i	2.340 (2)	C10—C11	1.367 (4)
S1—O1B	1.396 (6)	C10—H10	0.93
S1—O2	1.442 (2)	C11—C12	1.397 (4)
S1—O3	1.473 (3)	C11—H11	0.93
S1—O1A	1.59 (4)	C12—C13	1.508 (4)
S1—C5	1.791 (3)	C13—C14	1.517 (3)
N1—C8	1.348 (3)	C13—H13A	0.97
N1—C10	1.349 (3)	C13—H13B	0.97
N2—C16	1.338 (3)	C14—C20ii	1.516 (4)
N2—C15	1.350 (4)	C14—H14A	0.97
C1—C2	1.535 (5)	C14—H14B	0.97
C1—H1A	0.96	C15—C18	1.366 (4)
C1—H1B	0.96	C15—H15	0.93
C1—H1C	0.96	C16—C17	1.374 (4)
C2—C7	1.367 (5)	C16—H16	0.93
C2—C3	1.369 (6)	C17—C19	1.392 (4)
C3—C4	1.382 (5)	C17—H17	0.93
C3—H3	0.93	C18—C19	1.392 (4)
C4—C5	1.365 (4)	C18—H18	0.93
C4—H4	0.93	C19—C20	1.496 (3)
C5—C6	1.388 (4)	C20—C14iii	1.516 (4)
C6—C7	1.394 (5)	C20—H20A	0.97
C6—H6	0.93	C20—H20B	0.97
N1i—Pd1—N1	87.57 (10)	C2—C7—C6	122.1 (3)
N1i—Pd1—O2	90.82 (8)	C2—C7—H7	119
N1—Pd1—O2	89.13 (8)	C6—C7—H7	119
N1i—Pd1—O2i	89.13 (8)	N1—C8—C9	123.6 (3)
N1—Pd1—O2i	90.82 (8)	N1—C8—H8	118.2
O2—Pd1—O2i	179.93 (11)	C9—C8—H8	118.2
N1i—Pd1—N2	178.41 (7)	C8—C9—C12	119.7 (3)
N1—Pd1—N2	93.24 (8)	C8—C9—H9	120.2
O2—Pd1—N2	87.83 (8)	C12—C9—H9	120.2
O2i—Pd1—N2	92.23 (8)	N1—C10—C11	123.0 (2)
N1i—Pd1—N2i	93.24 (8)	N1—C10—H10	118.5
N1—Pd1—N2i	178.41 (7)	C11—C10—H10	118.5
O2—Pd1—N2i	92.23 (8)	C10—C11—C12	120.4 (2)
O2i—Pd1—N2i	87.83 (8)	C10—C11—H11	119.8
N2—Pd1—N2i	85.97 (10)	C12—C11—H11	119.8
O1B—S1—O2	121.7 (8)	C9—C12—C11	116.7 (2)
O1B—S1—O3	106.7 (11)	C9—C12—C13	121.1 (3)
O2—S1—O3	108.33 (16)	C11—C12—C13	122.2 (3)
O2—S1—O1A	92 (2)	C12—C13—C14	112.3 (2)
O3—S1—O1A	142 (2)	C12—C13—H13A	109.2
O1B—S1—C5	107.4 (4)	C14—C13—H13A	109.2
O2—S1—C5	106.20 (14)	C12—C13—H13B	109.2
O3—S1—C5	105.37 (15)	C14—C13—H13B	109.2
O1A—S1—C5	98.6 (8)	H13A—C13—H13B	107.9
S1—O2—Pd1	157.82 (15)	C20ii—C14—C13	113.3 (2)
C8—N1—C10	116.6 (2)	C20ii—C14—H14A	108.9
C8—N1—Pd1	126.37 (17)	C13—C14—H14A	108.9
C10—N1—Pd1	116.20 (17)	C20ii—C14—H14B	108.9
C16—N2—C15	117.2 (2)	C13—C14—H14B	108.9
C16—N2—Pd1	115.22 (18)	H14A—C14—H14B	107.7
C15—N2—Pd1	126.96 (18)	N2—C15—C18	123.4 (3)
C2—C1—H1A	109.5	N2—C15—H15	118.3
C2—C1—H1B	109.5	C18—C15—H15	118.3
H1A—C1—H1B	109.5	N2—C16—C17	122.6 (3)
C2—C1—H1C	109.5	N2—C16—H16	118.7
H1A—C1—H1C	109.5	C17—C16—H16	118.7
H1B—C1—H1C	109.5	C16—C17—C19	120.4 (3)
C7—C2—C3	117.1 (3)	C16—C17—H17	119.8
C7—C2—C1	121.0 (5)	C19—C17—H17	119.8
C3—C2—C1	121.9 (5)	C15—C18—C19	119.7 (3)
C2—C3—C4	121.9 (3)	C15—C18—H18	120.2
C2—C3—H3	119	C19—C18—H18	120.2
C4—C3—H3	119	C17—C19—C18	116.7 (2)
C5—C4—C3	121.0 (3)	C17—C19—C20	122.7 (2)
C5—C4—H4	119.5	C18—C19—C20	120.5 (2)
C3—C4—H4	119.5	C19—C20—C14iii	114.7 (2)
C4—C5—C6	118.1 (3)	C19—C20—H20A	108.6
C4—C5—S1	120.3 (2)	C14iii—C20—H20A	108.6
C6—C5—S1	121.5 (2)	C19—C20—H20B	108.6
C5—C6—C7	119.8 (3)	C14iii—C20—H20B	108.6
C5—C6—H6	120.1	H20A—C20—H20B	107.6
C7—C6—H6	120.1
O1B—S1—O2—Pd1	−103.6 (11)	O3—S1—C5—C6	169.7 (2)
O3—S1—O2—Pd1	20.5 (5)	O1A—S1—C5—C6	−40 (3)
O1A—S1—O2—Pd1	−127.1 (14)	C4—C5—C6—C7	−1.3 (4)
C5—S1—O2—Pd1	133.3 (4)	S1—C5—C6—C7	174.4 (2)
N1i—Pd1—O2—S1	91.8 (4)	C3—C2—C7—C6	1.1 (5)
N1—Pd1—O2—S1	179.3 (4)	C1—C2—C7—C6	−177.4 (4)
N2—Pd1—O2—S1	−87.4 (4)	C5—C6—C7—C2	0.0 (5)
N2i—Pd1—O2—S1	−1.5 (4)	C10—N1—C8—C9	2.2 (4)
N1i—Pd1—N1—C8	−127.0 (2)	Pd1—N1—C8—C9	−166.94 (19)
O2—Pd1—N1—C8	142.2 (2)	N1—C8—C9—C12	−0.9 (4)
O2i—Pd1—N1—C8	−37.9 (2)	C8—N1—C10—C11	−1.7 (4)
O2—Pd1—N1—C10	−27.1 (2)	Pd1—N1—C10—C11	168.6 (2)
O2i—Pd1—N1—C10	152.9 (2)	N1—C10—C11—C12	−0.2 (4)
N2—Pd1—N1—C10	−114.83 (19)	C8—C9—C12—C11	−1.0 (4)
N1—Pd1—N2—C16	128.3 (2)	C8—C9—C12—C13	178.5 (2)
O2i—Pd1—N2—C16	−140.8 (2)	C10—C11—C12—C9	1.5 (4)
N2i—Pd1—N2—C16	−53.09 (18)	C10—C11—C12—C13	−178.0 (3)
N1—Pd1—N2—C15	−61.2 (2)	C9—C12—C13—C14	78.7 (3)
O2—Pd1—N2—C15	−150.2 (2)	C11—C12—C13—C14	−101.9 (3)
O2i—Pd1—N2—C15	29.7 (2)	C12—C13—C14—C20ii	72.0 (3)
N2i—Pd1—N2—C15	117.4 (2)	C16—N2—C15—C18	−0.1 (4)
C7—C2—C3—C4	−0.9 (6)	Pd1—N2—C15—C18	−170.4 (2)
C1—C2—C3—C4	177.5 (4)	C15—N2—C16—C17	0.6 (4)
C2—C3—C4—C5	−0.4 (6)	Pd1—N2—C16—C17	172.0 (2)
C3—C4—C5—C6	1.5 (5)	N2—C16—C17—C19	−1.3 (5)
C3—C4—C5—S1	−174.3 (3)	N2—C15—C18—C19	0.3 (4)
O1B—S1—C5—C4	98.9 (12)	C16—C17—C19—C18	1.4 (4)
O2—S1—C5—C4	−129.5 (2)	C16—C17—C19—C20	−178.2 (3)
O3—S1—C5—C4	−14.7 (3)	C15—C18—C19—C17	−0.9 (4)
O1A—S1—C5—C4	136 (3)	C15—C18—C19—C20	178.6 (2)
O1B—S1—C5—C6	−76.7 (12)	C17—C19—C20—C14iii	0.2 (4)
O2—S1—C5—C6	54.9 (3)	C18—C19—C20—C14iii	−179.3 (2)