trans-Dichloridobis(4-methoxy-aniline-κN)palladium(II).

In the title compound, [PdCl(2)(C(7)H(9)NO)(2)], the Pd atom is situated on a crystallographic centre of inversion. The coordination environment of the Pd atom shows a slightly distorted square-planar geometry. The crystal structure exhibits weak inter-molecular Pd⋯Cl inter-actions, with Pd⋯Cl distances of 3.6912 (6) Å. A chain-like arrangement of mol-ecules realized by inter-molecular N-H⋯Cl hydrogen bonds is observed along [010].

Related literature

For catalytic activity of Pd complex compounds, see: Ojwach et al. (2007 ▶). For anti­tumoral properties of Pd compounds, see: Casas et al. (2008 ▶). For related structures, see: Bon et al. (2009 ▶); Pan et al. (2006 ▶).

Experimental

Crystal data

[pan class="Gene">PdCl2(pan class="CellLine">C7H9NO)2]

M = 423.60

Monoclinic,

a = 4.7333 (1) Å

b = 6.0071 (1) Å

c = 27.6918 (5) Å

β = 94.806 (1)°

V = 784.60 (3) Å3

Z = 2

Mo Kα radiation

μ = 1.53 mm−1

T = 173 K

0.25 × 0.08 × 0.04 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: numerical (SADABS; Bruker, 2005 ▶) T min = 0.701, T max = 0.941

4837 measured reflections

1577 independent reflections

1326 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.049

S = 1.04

1577 reflections

106 parameters

pan class="Disease">H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.31 e Å−3

Δρmin = −0.39 e Å−3

Data collection: pan class="Gene">APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); 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: publCIF (Westrip, 2009 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809018509/im2115sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809018509/im2115Isup2.hkl

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

[PdCl2(C7H9NO)2]	F(000) = 424
Mr = 423.60	Dx = 1.793 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2257 reflections
a = 4.7333 (1) Å	θ = 3.0–26.4°
b = 6.0071 (1) Å	µ = 1.53 mm−1
c = 27.6918 (5) Å	T = 173 K
β = 94.806 (1)°	Plate, yellow
V = 784.60 (3) Å3	0.25 × 0.08 × 0.04 mm
Z = 2

Bruker APEXII CCD diffractometer	1577 independent reflections
Radiation source: fine-focus sealed tube	1326 reflections with I > 2σ(I)
graphite	Rint = 0.024
Detector resolution: 8.26 pixels mm-1	θmax = 26.4°, θmin = 1.5°
φ and ω scans	h = −2→5
Absorption correction: numerical (SADABS; Bruker, 2005)	k = −7→7
Tmin = 0.701, Tmax = 0.941	l = −34→34
4837 measured reflections

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.049	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0205P)2 + 0.3835P] where P = (Fo2 + 2Fc2)/3
1577 reflections	(Δ/σ)max < 0.001
106 parameters	Δρmax = 0.31 e Å−3
0 restraints	Δρmin = −0.39 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 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.

	x	y	z	Uiso*/Ueq
Pd1	0.0000	0.0000	0.0000	0.01570 (9)
Cl1	−0.30064 (12)	−0.26378 (11)	0.02745 (2)	0.02254 (15)
N1	−0.1173 (4)	0.2075 (4)	0.05318 (8)	0.0188 (5)
H1A	−0.162 (5)	0.332 (5)	0.0398 (9)	0.019 (7)*
H1B	−0.282 (6)	0.151 (5)	0.0615 (10)	0.029 (8)*
O1	0.6985 (4)	0.2939 (4)	0.21008 (7)	0.0347 (5)
C1	0.0967 (5)	0.2336 (4)	0.09336 (9)	0.0191 (5)
C2	0.2570 (5)	0.4248 (4)	0.09767 (9)	0.0202 (6)
H2	0.2259	0.5402	0.0744	0.024*
C3	0.4636 (5)	0.4498 (4)	0.13583 (9)	0.0231 (6)
H3	0.5742	0.5818	0.1387	0.028*
C4	0.5079 (5)	0.2813 (5)	0.16982 (9)	0.0251 (6)
C5	0.3517 (6)	0.0864 (5)	0.16452 (10)	0.0290 (6)
H5	0.3861	−0.0310	0.1872	0.035*
C6	0.1466 (6)	0.0617 (4)	0.12644 (10)	0.0256 (6)
H6	0.0401	−0.0722	0.1229	0.031*
C7	0.8612 (6)	0.4926 (6)	0.21595 (11)	0.0395 (7)
H7A	0.9714	0.5130	0.1879	0.059*
H7B	0.9903	0.4817	0.2454	0.059*
H7C	0.7340	0.6199	0.2186	0.059*

	U11	U22	U33	U12	U13	U23
Pd1	0.01623 (13)	0.01298 (15)	0.01751 (14)	−0.00122 (12)	−0.00092 (9)	−0.00012 (13)
Cl1	0.0220 (3)	0.0164 (3)	0.0292 (3)	−0.0035 (3)	0.0023 (2)	0.0032 (3)
N1	0.0196 (11)	0.0148 (12)	0.0217 (12)	0.0004 (10)	−0.0008 (9)	0.0007 (10)
O1	0.0334 (10)	0.0448 (14)	0.0237 (10)	0.0059 (10)	−0.0100 (8)	−0.0007 (10)
C1	0.0191 (12)	0.0210 (14)	0.0173 (12)	0.0030 (11)	0.0029 (10)	−0.0047 (12)
C2	0.0245 (13)	0.0187 (14)	0.0177 (13)	0.0003 (11)	0.0040 (10)	0.0011 (11)
C3	0.0221 (12)	0.0239 (16)	0.0230 (14)	−0.0030 (11)	0.0009 (10)	−0.0037 (12)
C4	0.0222 (13)	0.0359 (18)	0.0171 (13)	0.0067 (13)	0.0000 (10)	−0.0053 (13)
C5	0.0380 (16)	0.0260 (15)	0.0226 (15)	0.0066 (13)	−0.0005 (12)	0.0049 (13)
C6	0.0329 (14)	0.0191 (15)	0.0245 (14)	0.0004 (12)	0.0013 (11)	−0.0004 (12)
C7	0.0320 (15)	0.055 (2)	0.0303 (15)	−0.0001 (17)	−0.0054 (12)	−0.0113 (17)

Pd1—N1	2.042 (2)	C2—C3	1.387 (3)
Pd1—N1i	2.042 (2)	C2—H2	0.9500
Pd1—Cl1	2.3010 (6)	C3—C4	1.387 (4)
Pd1—Cl1i	2.3010 (6)	C3—H3	0.9500
N1—C1	1.449 (3)	C4—C5	1.386 (4)
N1—H1A	0.85 (3)	C5—C6	1.380 (4)
N1—H1B	0.90 (3)	C5—H5	0.9500
O1—C4	1.376 (3)	C6—H6	0.9500
O1—C7	1.422 (4)	C7—H7A	0.9800
C1—C2	1.376 (4)	C7—H7B	0.9800
C1—C6	1.387 (4)	C7—H7C	0.9800
N1—Pd1—N1i	180.00 (8)	C2—C3—C4	119.7 (2)
N1—Pd1—Cl1	88.23 (7)	C2—C3—H3	120.2
N1i—Pd1—Cl1	91.77 (7)	C4—C3—H3	120.2
N1—Pd1—Cl1i	91.77 (7)	O1—C4—C5	116.1 (3)
N1i—Pd1—Cl1i	88.23 (7)	O1—C4—C3	124.1 (3)
Cl1—Pd1—Cl1i	180.0	C5—C4—C3	119.7 (2)
C1—N1—Pd1	113.89 (15)	C6—C5—C4	120.4 (3)
C1—N1—H1A	111.6 (18)	C6—C5—H5	119.8
Pd1—N1—H1A	107.2 (17)	C4—C5—H5	119.8
C1—N1—H1B	114.1 (17)	C5—C6—C1	119.6 (3)
Pd1—N1—H1B	104.4 (18)	C5—C6—H6	120.2
H1A—N1—H1B	105 (2)	C1—C6—H6	120.2
C4—O1—C7	116.8 (2)	O1—C7—H7A	109.5
C2—C1—C6	120.1 (2)	O1—C7—H7B	109.5
C2—C1—N1	120.1 (2)	H7A—C7—H7B	109.5
C6—C1—N1	119.7 (2)	O1—C7—H7C	109.5
C1—C2—C3	120.3 (2)	H7A—C7—H7C	109.5
C1—C2—H2	119.8	H7B—C7—H7C	109.5
C3—C2—H2	119.8
Cl1—Pd1—N1—C1	105.56 (18)	C7—O1—C4—C3	−1.1 (4)
Cl1i—Pd1—N1—C1	−74.44 (18)	C2—C3—C4—O1	−177.0 (2)
Pd1—N1—C1—C2	103.7 (2)	C2—C3—C4—C5	2.0 (4)
Pd1—N1—C1—C6	−73.9 (2)	O1—C4—C5—C6	177.2 (2)
C6—C1—C2—C3	−1.9 (4)	C3—C4—C5—C6	−1.9 (4)
N1—C1—C2—C3	−179.5 (2)	C4—C5—C6—C1	−0.1 (4)
C1—C2—C3—C4	−0.2 (4)	C2—C1—C6—C5	2.0 (4)
C7—O1—C4—C5	179.8 (2)	N1—C1—C6—C5	179.6 (2)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl1ii	0.85 (3)	2.53 (3)	3.353 (2)	162 (2)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯Cl1i	0.85 (3)	2.53 (3)	3.353 (2)	162 (2)

Symmetry code: (i) .