trans-Dichloridobis[(pyridin-4-yl)boronic acid-κN]palladium(II) dimethyl sulfoxide disolvate.

In the title compound, [PdCl(2)(C(5)H(6)BNO(2))(2)]·2C(2)H(6)OS, the Pd(II) ion is located on an inversion centre and is four-coordinated in a trans square-planar geometry by two chloride ions and two (pyridin-4-yl)boronic acid ligands. The Pd-N and Pd-Cl distances are 2.023 (2) and 2.2977 (7) Å, respectively, and the average N-Pd-Cl angle is 90°. The dimethyl sulfoxide solvent mol-ecules play a key role in the crystal structure by bridging the complex mol-ecules via O-H⋯O hydrogen bonds, forming tapes running along the b axis. C-H⋯O inter-actions also contribute to the cohesion of the crystal.

Related literature

For other PdII complexes with n class="Chemical">chloride and pyridine ligands, see: Qin et al. (2002 ▶); Viossat et al. (1993 ▶); Zordan & Brammer (2006 ▶).

Experimental

Crystal data

[PdCl2(C5H6BNO2)2]·2C2n class="CellLine">H6OS

M = 579.39

Triclinic,

a = 6.2629 (4) Å

b = 8.1515 (5) Å

c = 11.7761 (7) Å

α = 80.687 (3)°

β = 82.248 (3)°

γ = 77.456 (3)°

V = 576.00 (6) Å3

Z = 1

Cu Kα radiation

μ = 10.62 mm−1

T = 150 K

0.12 × 0.09 × 0.08 mm

Data collection

Bruker SMART 6000 diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ▶) T min = 0.252, T max = 0.428

6942 measured reflections

2135 independent reflections

2031 reflections with I > 2σ(I)

R int = 0.041

Refinement

R[F 2 > 2σ(F 2)] = 0.031

wR(F 2) = 0.082

S = 1.07

2135 reflections

136 parameters

H-atom parameters constrained

Δρmax = 0.68 e Å−3

Δρmin = −0.87 e Å−3

Data collection: SMART (Bruker, 2003 ▶); cell refinement: SAINT (Bruker, 2003 ▶); 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 ▶) and Materials Studio (Accelrys, 2002 ▶); software used to prepare material for publication: UdMX (Maris, 2004 ▶) and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811010713/kp2316sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811010713/kp2316Isup2.hkl

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

[PdCl2(C5H6BNO2)2]·2C2H6OS	Z = 1
Mr = 579.39	F(000) = 292
Triclinic, P1	Dx = 1.670 Mg m−3
Hall symbol: -P 1	Cu Kα radiation, λ = 1.54178 Å
a = 6.2629 (4) Å	Cell parameters from 4582 reflections
b = 8.1515 (5) Å	θ = 3.8–72.2°
c = 11.7761 (7) Å	µ = 10.62 mm−1
α = 80.687 (3)°	T = 150 K
β = 82.248 (3)°	Block, yellow
γ = 77.456 (3)°	0.12 × 0.09 × 0.08 mm
V = 576.00 (6) Å3

Bruker SMART 6000 diffractometer	2135 independent reflections
Radiation source: Rotating Anode	2031 reflections with I > 2σ(I)
Montel 200 optics	Rint = 0.041
Detector resolution: 5.5 pixels mm-1	θmax = 72.2°, θmin = 3.8°
ω scans	h = −7→7
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	k = −10→9
Tmin = 0.252, Tmax = 0.428	l = −14→14
6942 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.031	H-atom parameters constrained
wR(F2) = 0.082	w = 1/[σ2(Fo2) + (0.0545P)2 + 0.0938P] where P = (Fo2 + 2Fc2)/3
S = 1.07	(Δ/σ)max < 0.001
2135 reflections	Δρmax = 0.68 e Å−3
136 parameters	Δρmin = −0.87 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0025 (5)

Experimental. X-ray crystallographic data for I were collected from a single-crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker Platform diffractometer, equipped with a Bruker SMART 4 K Charged-Coupled Device (CCD) Area Detector using the program APEX2 and a Nonius FR591 rotating anode equiped with Montel 200 optics The crystal-to-detector distance was 5.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit-cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 10.0 degree scan in 33 frames over four different parts of the reciprocal space (132 frames total). One complete sphere of data was collected to better than 0.80 Å resolution.

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) were estimated using the full covariance matrix. The cell e.s.d.'s were 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 were only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s was 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
Pd1	0.0000	0.0000	1.0000	0.01847 (14)
Cl1	0.11789 (13)	−0.28133 (9)	0.97775 (6)	0.02895 (19)
N1	0.2223 (4)	0.0656 (3)	0.86854 (18)	0.0200 (5)
C2	0.3867 (5)	0.1387 (4)	0.8834 (2)	0.0236 (6)
H2	0.4017	0.1599	0.9586	0.028*
C3	0.5340 (5)	0.1837 (4)	0.7926 (2)	0.0233 (6)
H3	0.6538	0.2292	0.8067	0.028*
C4	0.5097 (5)	0.1633 (4)	0.6795 (2)	0.0203 (6)
C5	0.3368 (5)	0.0875 (4)	0.6668 (2)	0.0217 (6)
H5	0.3141	0.0695	0.5920	0.026*
C6	0.1981 (5)	0.0384 (4)	0.7615 (2)	0.0223 (6)
H6	0.0835	−0.0156	0.7511	0.027*
B7	0.6709 (6)	0.2213 (5)	0.5709 (3)	0.0233 (7)
O8	0.8706 (4)	0.2330 (3)	0.59305 (17)	0.0353 (6)
H8	0.9476	0.2547	0.5305	0.042*
O9	0.6102 (4)	0.2582 (3)	0.46159 (16)	0.0296 (5)
H9	0.4748	0.2611	0.4638	0.036*
O10	0.1939 (4)	0.2593 (3)	0.41211 (16)	0.0306 (5)
S10	0.13090 (13)	0.28540 (10)	0.28929 (6)	0.02519 (19)
C11	0.3559 (6)	0.3547 (5)	0.1998 (3)	0.0399 (9)
H11A	0.4844	0.2613	0.2002	0.060*
H11B	0.3909	0.4503	0.2294	0.060*
H11C	0.3164	0.3905	0.1205	0.060*
C12	−0.0641 (5)	0.4798 (4)	0.2747 (3)	0.0318 (7)
H12A	−0.0058	0.5685	0.3002	0.048*
H12B	−0.2015	0.4657	0.3223	0.048*
H12C	−0.0925	0.5125	0.1935	0.048*

	U11	U22	U33	U12	U13	U23
Pd1	0.01890 (19)	0.0231 (2)	0.01229 (16)	−0.00496 (12)	0.00089 (10)	−0.00004 (11)
Cl1	0.0351 (4)	0.0237 (4)	0.0244 (3)	−0.0038 (3)	0.0060 (3)	−0.0028 (3)
N1	0.0230 (13)	0.0214 (12)	0.0139 (10)	−0.0032 (10)	−0.0004 (9)	−0.0006 (9)
C2	0.0244 (16)	0.0282 (16)	0.0172 (12)	−0.0038 (13)	−0.0012 (11)	−0.0028 (11)
C3	0.0199 (15)	0.0288 (16)	0.0215 (12)	−0.0057 (13)	−0.0036 (11)	−0.0016 (11)
C4	0.0164 (14)	0.0251 (15)	0.0165 (11)	−0.0021 (12)	0.0020 (10)	−0.0002 (10)
C5	0.0232 (15)	0.0258 (15)	0.0157 (11)	−0.0036 (12)	−0.0027 (10)	−0.0029 (10)
C6	0.0230 (15)	0.0238 (15)	0.0195 (12)	−0.0045 (12)	−0.0038 (11)	−0.0006 (11)
B7	0.0205 (17)	0.0310 (18)	0.0180 (13)	−0.0067 (14)	0.0005 (12)	−0.0026 (12)
O8	0.0205 (12)	0.0661 (17)	0.0194 (9)	−0.0150 (12)	−0.0018 (8)	0.0021 (10)
O9	0.0208 (11)	0.0519 (15)	0.0173 (9)	−0.0140 (10)	0.0004 (8)	−0.0007 (9)
O10	0.0199 (11)	0.0520 (15)	0.0180 (9)	−0.0087 (10)	−0.0045 (8)	0.0051 (9)
S10	0.0271 (4)	0.0280 (4)	0.0205 (3)	−0.0054 (3)	−0.0063 (3)	−0.0003 (3)
C11	0.0300 (19)	0.051 (2)	0.0259 (15)	0.0031 (17)	0.0088 (13)	0.0087 (15)
C12	0.0251 (17)	0.0374 (19)	0.0289 (14)	−0.0008 (14)	−0.0010 (12)	−0.0011 (13)

Pd1—N1i	2.023 (2)	C6—H6	0.9500
Pd1—N1	2.023 (2)	B7—O8	1.338 (4)
Pd1—Cl1i	2.2977 (7)	B7—O9	1.360 (4)
Pd1—Cl1	2.2977 (7)	O8—H8	0.8400
N1—C2	1.340 (4)	O9—H9	0.8400
N1—C6	1.348 (3)	O10—S10	1.5201 (19)
C2—C3	1.372 (4)	S10—C12	1.778 (3)
C2—H2	0.9500	S10—C11	1.780 (3)
C3—C4	1.401 (4)	C11—H11a	0.9800
C3—H3	0.9500	C11—H11b	0.9800
C4—C5	1.393 (4)	C11—H11c	0.9800
C4—B7	1.594 (4)	C12—H12a	0.9800
C5—C6	1.380 (4)	C12—H12b	0.9800
C5—H5	0.9500	C12—H12c	0.9800
N1i—Pd1—N1	180.0	N1—C6—H6	119.4
N1i—Pd1—Cl1i	90.64 (7)	C5—C6—H6	119.4
N1—Pd1—Cl1i	89.36 (7)	O8—B7—O9	121.3 (3)
N1i—Pd1—Cl1	89.36 (7)	O8—B7—C4	116.3 (3)
N1—Pd1—Cl1	90.64 (7)	O9—B7—C4	122.4 (3)
Cl1i—Pd1—Cl1	180.0	B7—O8—H8	109.5
C2—N1—C6	119.3 (2)	B7—O9—H9	109.5
C2—N1—Pd1	122.71 (17)	O10—S10—C12	106.02 (14)
C6—N1—Pd1	117.96 (19)	O10—S10—C11	105.38 (15)
N1—C2—C3	121.6 (2)	C12—S10—C11	98.27 (17)
N1—C2—H2	119.2	S10—C11—H11A	109.5
C3—C2—H2	119.2	S10—C11—H11B	109.5
C2—C3—C4	120.8 (3)	H11A—C11—H11B	109.5
C2—C3—H3	119.6	S10—C11—H11C	109.5
C4—C3—H3	119.6	H11A—C11—H11C	109.5
C5—C4—C3	116.2 (2)	H11B—C11—H11C	109.5
C5—C4—B7	121.4 (2)	S10—C12—H12A	109.5
C3—C4—B7	122.4 (3)	S10—C12—H12B	109.5
C6—C5—C4	120.8 (2)	H12A—C12—H12B	109.5
C6—C5—H5	119.6	S10—C12—H12C	109.5
C4—C5—H5	119.6	H12A—C12—H12C	109.5
N1—C6—C5	121.2 (3)	H12B—C12—H12C	109.5
Cl1i—Pd1—N1—C2	63.4 (2)	C3—C4—C5—C6	0.7 (4)
Cl1—Pd1—N1—C2	−116.6 (2)	B7—C4—C5—C6	−179.8 (3)
Cl1i—Pd1—N1—C6	−114.6 (2)	C2—N1—C6—C5	−1.3 (5)
Cl1—Pd1—N1—C6	65.4 (2)	Pd1—N1—C6—C5	176.8 (2)
C6—N1—C2—C3	−1.3 (5)	C4—C5—C6—N1	1.6 (5)
Pd1—N1—C2—C3	−179.3 (2)	C5—C4—B7—O8	−156.2 (3)
N1—C2—C3—C4	3.7 (5)	C3—C4—B7—O8	23.2 (5)
C2—C3—C4—C5	−3.3 (5)	C5—C4—B7—O9	24.3 (5)
C2—C3—C4—B7	177.3 (3)	C3—C4—B7—O9	−156.3 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O8—H8···O10ii	0.84	1.94	2.750 (3)	163
O9—H9···O10	0.84	1.94	2.745 (3)	160
C5—H5···O10	0.95	2.51	3.253 (3)	135
C12—H12A···O8iii	0.98	2.54	3.506 (4)	169
C12—H12B···O9iv	0.98	2.53	3.372 (4)	144

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O8—H8⋯O10i	0.84	1.94	2.750 (3)	163
O9—H9⋯O10	0.84	1.94	2.745 (3)	160
C5—H5⋯O10	0.95	2.51	3.253 (3)	135
C12—H12A⋯O8ii	0.98	2.54	3.506 (4)	169
C12—H12B⋯O9iii	0.98	2.53	3.372 (4)	144

Symmetry codes: (i) ; (ii) ; (iii) .