cis-Dichloridobis(2-isocyano-phenyl 4-meth-oxy-benzoate)palladium(II) chloro-form monosolvate.

In the title compound, [PdCl2(C15H11NO3)2]·CHCl3, the Pd(II) atom adopts a slightly distorted square-planar coordination geometry composed of two Cl atoms in cis positions and two C atoms from isocyano-phenyl ligands. The mol-ecular conformation is stabilized by π-π stacking inter-actions [shortest centroid-centroid distance = 3.600 (1) Å] between substituted benzene rings of different ligands. The crystal packing is characterized by C-H⋯O and C-H⋯Cl inter-actions involving the chloro-form solvent mol-ecules.

Related literature

For further information on acyclic diamino­carbenes, see: Slaughter (2012 ▶); Boyarskiy et al. (2012 ▶). For background to the Passerini reaction, see: Banfi & Riva (2005 ▶). For novel metal-mediated coupling as a route to cyclic carbenes and amino­carbene complexes, see: Luzyanin et al. (2009a ▶,b ▶); Tskhovrebov et al. (2011 ▶); Chay et al. (2012 ▶). For related structures, see: Davies et al. (1996 ▶); Bertani et al. (1991 ▶); Bonati & Minghetti (1970 ▶); Luzyanin et al. (2009a ▶,b ▶); Michelin et al. (1988a ▶,b ▶); Rourke (2007 ▶). For bond lengths in coordin­ation complexes, see: Orpen et al. (1989 ▶).

Experimental

Crystal data

[PdCl2(C15H11NO3)2]·CHCl3

M = 803.16

Orthorhombic,

a = 7.4457 (1) Å

b = 12.1352 (4) Å

c = 36.1109 (11) Å

V = 3262.80 (15) Å3

Z = 4

Mo Kα radiation

μ = 1.02 mm−1

T = 100 K

0.35 × 0.23 × 0.10 mm

Data collection

Nonius KappaCCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2008 ▶)T min = 0.717, T max = 0.903

24908 measured reflections

9228 independent reflections

7397 reflections with I > 2σ(I)

R int = 0.046

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.067

S = 1.01

9228 reflections

408 parameters

H-atom parameters constrained

Δρmax = 0.61 e Å−3

Δρmin = −0.79 e Å−3

Absolute structure: Flack (1983 ▶), 3936 Friedel pairs

Flack parameter: −0.011 (17)

Data collection: COLLECT (Nonius, 1997 ▶); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997 ▶); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2009 ▶); software used to prepare material for publication: SHELXL97.

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812045801/zq2184sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812045801/zq2184Isup2.hkl

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

[PdCl2(C15H11NO3)2]·CHCl3	F(000) = 1608
Mr = 803.16	Dx = 1.635 Mg m−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 24908 reflections
a = 7.4457 (1) Å	θ = 3.2–30.0°
b = 12.1352 (4) Å	µ = 1.02 mm−1
c = 36.1109 (11) Å	T = 100 K
V = 3262.80 (15) Å3	Block, colourless
Z = 4	0.35 × 0.23 × 0.10 mm

Nonius KappaCCD diffractometer	9228 independent reflections
Radiation source: fine-focus sealed tube	7397 reflections with I > 2σ(I)
Horizontally mounted graphite crystal monochromator	Rint = 0.046
Detector resolution: 9 pixels mm-1	θmax = 30.0°, θmin = 3.2°
φ scans and ω scans with κ offset	h = −10→10
Absorption correction: multi-scan (SADABS; Sheldrick, 2008)	k = −17→15
Tmin = 0.717, Tmax = 0.903	l = −50→41
24908 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)] = 0.037	H-atom parameters constrained
wR(F2) = 0.067	w = 1/[σ2(Fo2) + (0.0262P)2] where P = (Fo2 + 2Fc2)/3
S = 1.01	(Δ/σ)max = 0.004
9228 reflections	Δρmax = 0.61 e Å−3
408 parameters	Δρmin = −0.79 e Å−3
0 restraints	Absolute structure: Flack (1983), 3936 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: −0.011 (17)

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	0.70069 (3)	0.468290 (17)	0.888077 (5)	0.01742 (5)
Cl1	0.77179 (10)	0.36814 (6)	0.940105 (18)	0.02588 (17)
Cl2	0.78655 (11)	0.32749 (5)	0.849385 (18)	0.02437 (15)
Cl3	0.19677 (12)	1.19482 (6)	0.947449 (18)	0.02811 (16)
Cl4	0.16546 (10)	1.10483 (7)	0.873361 (19)	0.03021 (18)
Cl5	0.30198 (14)	1.32462 (7)	0.88439 (2)	0.0512 (2)
O1	0.7349 (2)	0.81404 (15)	0.82187 (5)	0.0201 (4)
O2	0.5584 (2)	0.96590 (18)	0.81736 (5)	0.0243 (4)
O3	0.8859 (2)	0.99125 (16)	0.98090 (5)	0.0236 (5)
O4	0.3493 (2)	0.79408 (15)	0.89629 (5)	0.0176 (4)
O5	0.1775 (3)	0.65489 (16)	0.91802 (5)	0.0243 (5)
O6	0.0757 (3)	0.58547 (17)	0.74567 (5)	0.0231 (5)
N1	0.6421 (3)	0.60184 (19)	0.81643 (6)	0.0197 (5)
N2	0.5755 (3)	0.66170 (19)	0.93709 (6)	0.0181 (5)
C1	0.6542 (3)	0.5533 (2)	0.84336 (8)	0.0202 (6)
C2	0.6443 (3)	0.6656 (2)	0.78406 (7)	0.0181 (6)
C3	0.6047 (4)	0.6183 (3)	0.75010 (7)	0.0213 (6)
H3	0.5760	0.5422	0.7484	0.026*
C4	0.6076 (4)	0.6834 (3)	0.71872 (8)	0.0242 (7)
H4	0.5802	0.6522	0.6953	0.029*
C5	0.6502 (4)	0.7939 (3)	0.72142 (8)	0.0246 (7)
H5	0.6505	0.8383	0.6997	0.030*
C6	0.6925 (4)	0.8410 (2)	0.75529 (7)	0.0220 (6)
H6	0.7245	0.9166	0.7567	0.026*
C7	0.6877 (4)	0.7772 (2)	0.78685 (7)	0.0175 (6)
C8	0.6627 (4)	0.9124 (2)	0.83496 (7)	0.0175 (6)
C9	0.7281 (3)	0.9349 (2)	0.87254 (7)	0.0158 (6)
C10	0.6814 (3)	1.0340 (2)	0.88931 (7)	0.0187 (5)
H10	0.6137	1.0867	0.8758	0.022*
C11	0.7323 (3)	1.0570 (2)	0.92547 (7)	0.0186 (6)
H11	0.7003	1.1252	0.9366	0.022*
C12	0.8307 (3)	0.9794 (2)	0.94535 (7)	0.0185 (6)
C13	0.8259 (4)	1.0869 (2)	1.00095 (7)	0.0293 (7)
H13A	0.8686	1.1536	0.9884	0.044*
H13B	0.8739	1.0847	1.0262	0.044*
H13C	0.6944	1.0875	1.0019	0.044*
C14	0.8794 (3)	0.8798 (2)	0.92857 (7)	0.0176 (6)
H14	0.9465	0.8267	0.9421	0.021*
C15	0.8303 (3)	0.8586 (2)	0.89253 (7)	0.0173 (6)
H15	0.8662	0.7916	0.8811	0.021*
C16	0.6242 (4)	0.5885 (2)	0.91953 (7)	0.0194 (6)
C17	0.5048 (4)	0.7558 (2)	0.95387 (7)	0.0165 (6)
C18	0.5512 (3)	0.7851 (2)	0.98970 (7)	0.0176 (6)
H18	0.6306	0.7403	1.0038	0.021*
C19	0.4803 (3)	0.8805 (2)	1.00472 (7)	0.0173 (6)
H19	0.5105	0.9015	1.0293	0.021*
C20	0.3652 (3)	0.9456 (2)	0.98394 (7)	0.0176 (6)
H20	0.3170	1.0110	0.9944	0.021*
C21	0.3197 (4)	0.9165 (2)	0.94812 (7)	0.0171 (6)
H21	0.2407	0.9617	0.9341	0.021*
C22	0.3893 (3)	0.8223 (2)	0.93303 (7)	0.0152 (6)
C23	0.2352 (3)	0.7055 (2)	0.89214 (8)	0.0182 (6)
C24	0.1980 (4)	0.6801 (2)	0.85274 (7)	0.0153 (5)
C25	0.1211 (4)	0.5787 (2)	0.84476 (7)	0.0198 (6)
H25	0.0940	0.5293	0.8644	0.024*
C26	0.0834 (3)	0.5485 (2)	0.80881 (7)	0.0203 (6)
H26	0.0349	0.4778	0.8035	0.024*
C27	0.1174 (3)	0.6232 (2)	0.78018 (7)	0.0185 (6)
C28	0.1047 (4)	0.6582 (3)	0.71486 (7)	0.0269 (7)
H28A	0.0354	0.7260	0.7185	0.040*
H28B	0.0658	0.6221	0.6920	0.040*
H28C	0.2327	0.6763	0.7131	0.040*
C29	0.1902 (4)	0.7258 (2)	0.78777 (7)	0.0185 (6)
H29	0.2117	0.7765	0.7682	0.022*
C30	0.2316 (3)	0.7546 (2)	0.82398 (7)	0.0182 (6)
H30	0.2825	0.8247	0.8292	0.022*
C31	0.1513 (4)	1.2255 (2)	0.90068 (7)	0.0237 (7)
H31	0.0267	1.2557	0.8988	0.028*

	U11	U22	U33	U12	U13	U23
Pd1	0.02268 (10)	0.01504 (10)	0.01454 (9)	0.00299 (10)	0.00058 (9)	−0.00068 (9)
Cl1	0.0409 (4)	0.0209 (4)	0.0159 (3)	0.0074 (3)	−0.0020 (3)	−0.0008 (3)
Cl2	0.0353 (4)	0.0195 (3)	0.0184 (3)	0.0051 (4)	0.0003 (3)	−0.0039 (3)
Cl3	0.0448 (4)	0.0220 (4)	0.0175 (3)	0.0023 (4)	−0.0028 (4)	0.0009 (3)
Cl4	0.0401 (4)	0.0340 (4)	0.0165 (3)	0.0044 (4)	−0.0049 (3)	−0.0018 (3)
Cl5	0.0628 (5)	0.0512 (6)	0.0397 (5)	−0.0301 (5)	−0.0031 (6)	0.0165 (4)
O1	0.0291 (11)	0.0193 (10)	0.0119 (9)	0.0024 (9)	−0.0041 (8)	−0.0030 (8)
O2	0.0310 (11)	0.0232 (11)	0.0186 (11)	0.0062 (11)	−0.0058 (8)	0.0005 (10)
O3	0.0283 (10)	0.0287 (13)	0.0139 (10)	0.0011 (9)	−0.0028 (8)	−0.0068 (9)
O4	0.0247 (10)	0.0177 (10)	0.0104 (10)	−0.0043 (8)	−0.0010 (7)	0.0006 (7)
O5	0.0324 (11)	0.0296 (12)	0.0109 (9)	−0.0083 (10)	0.0024 (9)	−0.0012 (8)
O6	0.0312 (11)	0.0284 (12)	0.0097 (10)	−0.0021 (10)	−0.0025 (8)	−0.0009 (9)
N1	0.0214 (12)	0.0170 (13)	0.0207 (13)	0.0035 (10)	0.0028 (10)	0.0013 (10)
N2	0.0240 (12)	0.0146 (13)	0.0157 (12)	0.0036 (10)	0.0030 (10)	0.0016 (10)
C1	0.0197 (14)	0.0167 (16)	0.0240 (15)	0.0023 (11)	0.0033 (11)	−0.0053 (12)
C2	0.0170 (13)	0.0228 (16)	0.0145 (14)	0.0005 (12)	0.0000 (11)	0.0000 (12)
C3	0.0226 (14)	0.0219 (16)	0.0194 (15)	−0.0021 (13)	0.0001 (12)	−0.0042 (13)
C4	0.0263 (15)	0.0324 (19)	0.0138 (15)	−0.0011 (14)	0.0004 (12)	−0.0041 (13)
C5	0.0286 (16)	0.0288 (17)	0.0165 (15)	−0.0035 (14)	0.0008 (12)	0.0008 (13)
C6	0.0283 (14)	0.0202 (15)	0.0176 (14)	−0.0023 (15)	0.0017 (14)	−0.0017 (11)
C7	0.0188 (13)	0.0208 (14)	0.0128 (12)	0.0011 (13)	−0.0010 (12)	−0.0037 (11)
C8	0.0210 (15)	0.0163 (14)	0.0150 (13)	−0.0017 (12)	0.0016 (11)	0.0010 (11)
C9	0.0185 (13)	0.0153 (13)	0.0137 (12)	−0.0027 (11)	0.0008 (11)	−0.0002 (10)
C10	0.0196 (12)	0.0157 (12)	0.0207 (13)	0.0019 (13)	−0.0011 (13)	0.0053 (13)
C11	0.0232 (14)	0.0135 (14)	0.0190 (13)	−0.0018 (11)	0.0029 (11)	−0.0015 (10)
C12	0.0182 (13)	0.0235 (15)	0.0138 (13)	−0.0040 (13)	−0.0001 (10)	−0.0022 (12)
C13	0.0363 (18)	0.0322 (18)	0.0192 (15)	−0.0030 (16)	0.0014 (14)	−0.0105 (13)
C14	0.0184 (13)	0.0176 (15)	0.0169 (14)	0.0011 (12)	−0.0009 (11)	0.0029 (12)
C15	0.0167 (13)	0.0175 (14)	0.0177 (14)	−0.0002 (11)	0.0003 (11)	−0.0001 (11)
C16	0.0210 (14)	0.0214 (16)	0.0158 (14)	0.0002 (13)	0.0001 (11)	0.0043 (12)
C17	0.0188 (13)	0.0155 (14)	0.0152 (14)	0.0003 (12)	0.0039 (11)	0.0017 (12)
C18	0.0159 (13)	0.0190 (15)	0.0180 (15)	0.0010 (12)	0.0002 (11)	0.0040 (12)
C19	0.0202 (14)	0.0214 (16)	0.0103 (13)	−0.0052 (13)	0.0006 (11)	−0.0004 (12)
C20	0.0220 (13)	0.0147 (15)	0.0160 (13)	0.0004 (11)	0.0026 (11)	−0.0011 (11)
C21	0.0196 (13)	0.0166 (14)	0.0153 (13)	0.0003 (12)	0.0002 (11)	0.0005 (11)
C22	0.0204 (13)	0.0166 (15)	0.0087 (13)	−0.0034 (12)	0.0002 (10)	0.0009 (11)
C23	0.0189 (13)	0.0194 (14)	0.0162 (14)	0.0025 (11)	0.0020 (11)	0.0006 (12)
C24	0.0158 (12)	0.0183 (13)	0.0118 (12)	−0.0001 (13)	−0.0002 (12)	0.0015 (10)
C25	0.0218 (14)	0.0222 (16)	0.0154 (14)	−0.0002 (12)	0.0018 (11)	0.0032 (12)
C26	0.0214 (13)	0.0196 (17)	0.0198 (14)	−0.0043 (13)	0.0008 (11)	0.0002 (13)
C27	0.0157 (13)	0.0248 (16)	0.0151 (14)	0.0033 (13)	−0.0006 (11)	−0.0011 (12)
C28	0.0300 (16)	0.038 (2)	0.0127 (14)	0.0025 (15)	−0.0032 (13)	0.0035 (13)
C29	0.0196 (13)	0.0231 (15)	0.0128 (12)	0.0003 (14)	−0.0006 (12)	0.0032 (11)
C30	0.0205 (14)	0.0184 (14)	0.0157 (13)	−0.0004 (12)	0.0012 (11)	−0.0024 (11)
C31	0.0267 (15)	0.0252 (17)	0.0192 (15)	0.0005 (13)	−0.0039 (12)	0.0044 (12)

Pd1—C16	1.935 (3)	C10—H10	0.9500
Pd1—C1	1.947 (3)	C11—C12	1.393 (4)
Pd1—Cl2	2.2979 (7)	C11—H11	0.9500
Pd1—Cl1	2.2994 (7)	C12—C14	1.400 (4)
Cl3—C31	1.762 (3)	C13—H13A	0.9800
Cl4—C31	1.768 (3)	C13—H13B	0.9800
Cl5—C31	1.747 (3)	C13—H13C	0.9800
O1—C7	1.387 (3)	C14—C15	1.376 (4)
O1—C8	1.392 (3)	C14—H14	0.9500
O2—C8	1.195 (3)	C15—H15	0.9500
O3—C12	1.356 (3)	C17—C18	1.386 (4)
O3—C13	1.439 (3)	C17—C22	1.400 (4)
O4—C23	1.379 (3)	C18—C19	1.383 (4)
O4—C22	1.402 (3)	C18—H18	0.9500
O5—C23	1.198 (3)	C19—C20	1.386 (4)
O6—C27	1.364 (3)	C19—H19	0.9500
O6—C28	1.437 (3)	C20—C21	1.383 (3)
N1—C1	1.141 (3)	C20—H20	0.9500
N1—C2	1.402 (3)	C21—C22	1.368 (3)
N2—C16	1.150 (3)	C21—H21	0.9500
N2—C17	1.395 (3)	C23—C24	1.482 (3)
C2—C3	1.386 (4)	C24—C25	1.387 (4)
C2—C7	1.396 (4)	C24—C30	1.400 (3)
C3—C4	1.382 (4)	C25—C26	1.378 (3)
C3—H3	0.9500	C25—H25	0.9500
C4—C5	1.381 (4)	C26—C27	1.398 (4)
C4—H4	0.9500	C26—H26	0.9500
C5—C6	1.386 (4)	C27—C29	1.385 (4)
C5—H5	0.9500	C28—H28A	0.9800
C6—C7	1.378 (3)	C28—H28B	0.9800
C6—H6	0.9500	C28—H28C	0.9800
C8—C9	1.467 (3)	C29—C30	1.388 (3)
C9—C10	1.391 (3)	C29—H29	0.9500
C9—C15	1.399 (4)	C30—H30	0.9500
C10—C11	1.388 (3)	C31—H31	1.0000
C16—Pd1—C1	92.00 (12)	C14—C15—C9	120.6 (3)
C16—Pd1—Cl2	178.37 (8)	C14—C15—H15	119.7
C1—Pd1—Cl2	86.52 (8)	C9—C15—H15	119.7
C16—Pd1—Cl1	89.24 (8)	N2—C16—Pd1	177.4 (3)
C1—Pd1—Cl1	176.91 (8)	C18—C17—N2	121.4 (2)
Cl2—Pd1—Cl1	92.28 (3)	C18—C17—C22	120.5 (3)
C7—O1—C8	119.2 (2)	N2—C17—C22	118.1 (2)
C12—O3—C13	117.9 (2)	C19—C18—C17	119.1 (3)
C23—O4—C22	115.11 (19)	C19—C18—H18	120.5
C27—O6—C28	117.8 (2)	C17—C18—H18	120.5
C1—N1—C2	174.3 (3)	C18—C19—C20	120.0 (3)
C16—N2—C17	172.0 (3)	C18—C19—H19	120.0
N1—C1—Pd1	174.2 (2)	C20—C19—H19	120.0
C3—C2—C7	121.0 (3)	C21—C20—C19	120.8 (3)
C3—C2—N1	120.5 (3)	C21—C20—H20	119.6
C7—C2—N1	118.5 (2)	C19—C20—H20	119.6
C4—C3—C2	119.1 (3)	C22—C21—C20	119.5 (2)
C4—C3—H3	120.5	C22—C21—H21	120.2
C2—C3—H3	120.5	C20—C21—H21	120.2
C5—C4—C3	120.1 (3)	C21—C22—C17	120.0 (2)
C5—C4—H4	120.0	C21—C22—O4	120.1 (2)
C3—C4—H4	120.0	C17—C22—O4	119.9 (2)
C4—C5—C6	120.9 (3)	O5—C23—O4	122.4 (3)
C4—C5—H5	119.5	O5—C23—C24	125.2 (2)
C6—C5—H5	119.5	O4—C23—C24	112.4 (2)
C7—C6—C5	119.5 (3)	C25—C24—C30	119.5 (2)
C7—C6—H6	120.2	C25—C24—C23	117.4 (2)
C5—C6—H6	120.2	C30—C24—C23	123.0 (2)
C6—C7—O1	124.5 (2)	C26—C25—C24	121.1 (3)
C6—C7—C2	119.4 (2)	C26—C25—H25	119.5
O1—C7—C2	115.9 (2)	C24—C25—H25	119.5
O2—C8—O1	122.4 (2)	C25—C26—C27	119.1 (3)
O2—C8—C9	127.3 (3)	C25—C26—H26	120.4
O1—C8—C9	110.2 (2)	C27—C26—H26	120.4
C10—C9—C15	118.9 (2)	O6—C27—C29	124.9 (2)
C10—C9—C8	118.7 (2)	O6—C27—C26	114.6 (2)
C15—C9—C8	122.3 (2)	C29—C27—C26	120.5 (2)
C11—C10—C9	121.0 (2)	O6—C28—H28A	109.5
C11—C10—H10	119.5	O6—C28—H28B	109.5
C9—C10—H10	119.5	H28A—C28—H28B	109.5
C10—C11—C12	119.5 (2)	O6—C28—H28C	109.5
C10—C11—H11	120.3	H28A—C28—H28C	109.5
C12—C11—H11	120.3	H28B—C28—H28C	109.5
O3—C12—C11	125.1 (2)	C27—C29—C30	120.0 (2)
O3—C12—C14	115.0 (2)	C27—C29—H29	120.0
C11—C12—C14	119.8 (2)	C30—C29—H29	120.0
O3—C13—H13A	109.5	C29—C30—C24	119.8 (3)
O3—C13—H13B	109.5	C29—C30—H30	120.1
H13A—C13—H13B	109.5	C24—C30—H30	120.1
O3—C13—H13C	109.5	Cl5—C31—Cl3	110.17 (15)
H13A—C13—H13C	109.5	Cl5—C31—Cl4	110.14 (15)
H13B—C13—H13C	109.5	Cl3—C31—Cl4	110.39 (16)
C15—C14—C12	120.1 (3)	Cl5—C31—H31	108.7
C15—C14—H14	119.9	Cl3—C31—H31	108.7
C12—C14—H14	119.9	Cl4—C31—H31	108.7

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4···O2i	0.95	2.53	3.193 (4)	127
C6—H6···O6ii	0.95	2.53	3.433 (4)	158
C19—H19···O5iii	0.95	2.37	3.182 (3)	143
C20—H20···Cl1iv	0.95	2.80	3.622 (3)	145
C31—H31···Cl1v	1.00	2.77	3.607 (3)	141
C31—H31···Cl2v	1.00	2.67	3.513 (3)	142

Table 1

Selected bond lengths (Å)

Pd1—C16	1.935 (3)
Pd1—C1	1.947 (3)
Pd1—Cl2	2.2979 (7)
Pd1—Cl1	2.2994 (7)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C4—H4⋯O2i	0.95	2.53	3.193 (4)	127
C6—H6⋯O6ii	0.95	2.53	3.433 (4)	158
C19—H19⋯O5iii	0.95	2.37	3.182 (3)	143
C20—H20⋯Cl1iv	0.95	2.80	3.622 (3)	145
C31—H31⋯Cl1v	1.00	2.77	3.607 (3)	141
C31—H31⋯Cl2v	1.00	2.67	3.513 (3)	142

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