trans-Bis[1-(2-anilino-2-oxoeth­yl)-3-benzyl-1H-imidazol-2-yl]palladium(II) methanol disolvate

Lee, H.M.; Chang, Y.-C.

doi:10.1107/S1600536811007768

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 4| April 2011| Page m467

doi:10.1107/S1600536811007768

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trans-Bis[1-(2-anilino-2-oxoethyl)-3-benzyl-1H-imidazol-2-yl]palladium(II) methanol disolvate

Hon Man Lee ^a ^* and Yu-Chuan Chang ^a

^aNational Changhua University of Education, Department of Chemistry, Changhua, Taiwan 50058
^*Correspondence e-mail: leehm@cc.ncue.edu.tw

(Received 17 February 2011; accepted 1 March 2011; online 19 March 2011)

In the title compound, [Pd(C₁₈H₁₆N₃O)₂]·2CH₃OH, the Pd^II atom is located on a crystallographic inversion center. It has a square-planar coordination geometry, with the two bidentate ligands coordinated in a trans fashion via the carbene C atom and the amido N atoms. The methanol solvent molecules form O—H⋯O hydrogen bonds with the complex. Additional non-classical intermolecular C—H⋯O hydrogen bonds link the complexes into a two-dimensional network parallel to (001).

Related literature

Experimental

Crystal data

[Pd(C₁₈H₁₆N₃O)₂]·2CH₄O
M_r = 751.16
Orthorhombic, P b c a
a = 17.822 (2) Å
b = 9.0616 (11) Å
c = 21.473 (3) Å
V = 3467.8 (7) Å³
Z = 4
Mo Kα radiation
μ = 0.59 mm⁻¹
T = 150 K
0.39 × 0.09 × 0.08 mm

Data collection

Bruker SMART APEXII diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.804, T_max = 0.955
45827 measured reflections
4451 independent reflections
2695 reflections with I > 2σ
R_int = 0.080

Refinement

R[F² > 2σ(F²)] = 0.032
wR(F²) = 0.084
S = 1.00
4451 reflections
224 parameters
H-atom parameters constrained
Δρ_max = 0.39 e Å⁻³
Δρ_min = −0.67 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H1⋯O1ⁱ	0.92	1.81	2.727 (3)	172
C2—H2⋯O1ⁱⁱ	0.95	2.36	3.232 (3)	152
C18—H18⋯O1	0.95	2.32	2.842 (3)	114
Symmetry codes: (i) $[x, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]$ ; (ii) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, z]$ .

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: DIAMOND (Brandenburg, 2006 ).

Supporting information

Crystal structure: contains datablocks I, iupac. DOI: 10.1107/S1600536811007768/fj2398sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811007768/fj2398Isup2.hkl

checkCIF report

Comment top

Palladium complexes with multidentate ligands containing N-heterocyclic carbene and anionic amidate functionalities attract interest because of their effectiveness in catalyzing C—C coupling reactions (Liao et al., 2007 and Sakaguchi et al., 2008). The crystal structure of the title compound consists of such palladium carbene complex with two solvated methanol molecules incorporated. The structure of a DMSO solvate of the same trans compound, C₃₆H₃₂N₆O₂Pd.4C₂H₆SO, was reported by us previously (Liao et al., 2007)

The palladium atom adopts square coordination geometry with two trans coordinated bidentate ligands. The structure of the cis isomer, C₃₆H₃₂N₆O₂Pd.2CH₃OH, was also reported earlier (Liao et al., 2007). A comparison of the geometric parameters of the trans and cis isomers shows that the Pd—C bond distance in the trans isomer is longer than that in the cis isomer [2.014 (2) vs. 1.966 (2) Å]. Contrastingly, the Pd—N bond distance is shorter in the trans isomer [2.051 (2) vs. 2.087 (1) Å].

Related literature top

Experimental top

The title compound was prepared according to the literature procedure (Liao et al., 2007). Colorless crystals suitable for X-ray diffraction analysis were grown by slow evaporation of a methanol solution containing the compound.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: DIAMOND (Brandenburg, 2006).

Figures top

	Fig. 1. The structure of the title complex, showing 50% displacement ellipsoids. H atoms are excluded for clarity. [Symmetry code: (i) 1 - x, 1 - y, 2 - z. (ii) x, 1/2 - y, 1/2 + z.]
	Fig. 2. A view of the crystal packing along the c axis, displaying the hydrogen bonds as dashed lines.

trans-Bis[1-(2-anilino-2-oxoethyl)-3-benzyl-1H- imidazol-2-yl]palladium(II) methanol disolvate top

Crystal data top

[Pd(C₁₈H₁₆N₃O)₂]·2CH₄O	F(000) = 1552
M_r = 751.16	D_x = 1.439 Mg m⁻³
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 3616 reflections
a = 17.822 (2) Å	θ = 2.7–22.4°
b = 9.0616 (11) Å	µ = 0.59 mm⁻¹
c = 21.473 (3) Å	T = 150 K
V = 3467.8 (7) Å³	Parallelpiped, white
Z = 4	0.39 × 0.09 × 0.08 mm

Data collection top

Bruker SMART APEXII diffractometer	4451 independent reflections
Radiation source: fine-focus sealed tube	2695 reflections with I > 2σ
Graphite monochromator	R_int = 0.080
ω scans	θ_max = 28.7°, θ_min = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −21→23
T_min = 0.804, T_max = 0.955	k = −12→12
45827 measured reflections	l = −28→28

Refinement top

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.084	H-atom parameters constrained
S = 1.00	w = 1/[σ²(F_o²) + (0.0273P)² + 3.0876P] where P = (F_o² + 2F_c²)/3
4451 reflections	(Δ/σ)_max = 0.001
224 parameters	Δρ_max = 0.39 e Å⁻³
0 restraints	Δρ_min = −0.67 e Å⁻³

Crystal data top

[Pd(C₁₈H₁₆N₃O)₂]·2CH₄O	V = 3467.8 (7) Å³
M_r = 751.16	Z = 4
Orthorhombic, Pbca	Mo Kα radiation
a = 17.822 (2) Å	µ = 0.59 mm⁻¹
b = 9.0616 (11) Å	T = 150 K
c = 21.473 (3) Å	0.39 × 0.09 × 0.08 mm

Data collection top

Bruker SMART APEXII diffractometer	4451 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	2695 reflections with I > 2σ
T_min = 0.804, T_max = 0.955	R_int = 0.080
45827 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.032	0 restraints
wR(F²) = 0.084	H-atom parameters constrained
S = 1.00	Δρ_max = 0.39 e Å⁻³
4451 reflections	Δρ_min = −0.67 e Å⁻³
224 parameters

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.46400 (13)	0.2896 (2)	0.99551 (11)	0.0171 (5)
C2	0.38152 (15)	0.1075 (3)	1.01712 (12)	0.0228 (6)
H2	0.3418	0.0545	1.0363	0.027*
C3	0.42383 (14)	0.0630 (3)	0.96912 (13)	0.0226 (6)
H3	0.4198	−0.0284	0.9477	0.027*
C4	0.52739 (16)	0.1767 (3)	0.90363 (11)	0.0219 (5)
H4A	0.5339	0.0748	0.8879	0.026*
H4B	0.5769	0.2124	0.9181	0.026*
C5	0.49996 (16)	0.2745 (3)	0.85115 (11)	0.0217 (5)
C6	0.42429 (16)	0.2778 (3)	0.83425 (12)	0.0280 (6)
H6	0.3890	0.2191	0.8563	0.034*
C7	0.40060 (18)	0.3664 (3)	0.78546 (13)	0.0350 (7)
H7	0.3491	0.3676	0.7740	0.042*
C8	0.45124 (19)	0.4528 (3)	0.75345 (14)	0.0385 (8)
H8	0.4347	0.5133	0.7200	0.046*
C9	0.5260 (2)	0.4511 (4)	0.77007 (14)	0.0389 (8)
H9	0.5609	0.5111	0.7482	0.047*
C10	0.55057 (17)	0.3619 (3)	0.81869 (13)	0.0300 (6)
H10	0.6022	0.3608	0.8297	0.036*
C11	0.37610 (15)	0.3458 (3)	1.07994 (11)	0.0211 (6)
H11A	0.4153	0.3697	1.1110	0.025*
H11B	0.3347	0.2947	1.1019	0.025*
C12	0.34608 (14)	0.4900 (3)	1.05140 (11)	0.0181 (5)
C13	0.35913 (13)	0.6589 (2)	0.96519 (11)	0.0165 (5)
C14	0.39053 (15)	0.6620 (3)	0.90513 (12)	0.0222 (6)
H14	0.4311	0.5979	0.8955	0.027*
C15	0.36355 (16)	0.7567 (3)	0.85971 (12)	0.0286 (6)
H15	0.3859	0.7576	0.8195	0.034*
C16	0.30402 (16)	0.8504 (3)	0.87279 (13)	0.0296 (6)
H16	0.2846	0.9140	0.8415	0.036*
C17	0.27323 (16)	0.8499 (3)	0.93189 (13)	0.0279 (6)
H17	0.2327	0.9145	0.9411	0.033*
C18	0.30045 (14)	0.7565 (3)	0.97816 (13)	0.0229 (5)
H18	0.2791	0.7592	1.0187	0.027*
C19	0.2385 (2)	0.1346 (5)	0.70995 (15)	0.0574 (10)
H19A	0.2522	0.2332	0.6950	0.086*
H19B	0.2842	0.0770	0.7175	0.086*
H19C	0.2100	0.1434	0.7488	0.086*
N1	0.40758 (11)	0.2469 (2)	1.03309 (9)	0.0182 (4)
N2	0.47490 (12)	0.1753 (2)	0.95629 (9)	0.0184 (4)
N3	0.38849 (11)	0.5529 (2)	1.00742 (9)	0.0174 (4)
O1	0.28388 (10)	0.5348 (2)	1.07073 (8)	0.0254 (4)
Pd1	0.5000	0.5000	1.0000	0.01396 (7)
O2	0.19462 (14)	0.0636 (3)	0.66513 (12)	0.0650 (8)
H1	0.2245	0.0384	0.6316	0.078*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0130 (12)	0.0172 (11)	0.0210 (11)	0.0014 (9)	0.0003 (11)	0.0020 (10)
C2	0.0202 (13)	0.0146 (12)	0.0335 (14)	−0.0036 (11)	0.0002 (11)	0.0052 (10)
C3	0.0199 (14)	0.0127 (11)	0.0351 (15)	−0.0028 (11)	−0.0030 (12)	−0.0006 (11)
C4	0.0214 (13)	0.0206 (12)	0.0236 (13)	0.0043 (11)	0.0040 (11)	−0.0034 (11)
C5	0.0279 (14)	0.0172 (11)	0.0200 (11)	0.0047 (12)	0.0003 (12)	−0.0033 (9)
C6	0.0303 (16)	0.0269 (15)	0.0268 (14)	−0.0002 (12)	−0.0007 (12)	−0.0009 (12)
C7	0.0358 (18)	0.0377 (17)	0.0314 (15)	0.0086 (14)	−0.0057 (13)	0.0001 (13)
C8	0.051 (2)	0.0376 (16)	0.0266 (15)	0.0098 (16)	−0.0003 (14)	0.0056 (13)
C9	0.049 (2)	0.0359 (16)	0.0319 (16)	0.0023 (15)	0.0117 (15)	0.0086 (14)
C10	0.0300 (16)	0.0317 (15)	0.0282 (14)	−0.0001 (13)	0.0055 (12)	0.0008 (12)
C11	0.0200 (14)	0.0221 (13)	0.0212 (12)	0.0009 (11)	0.0073 (11)	0.0041 (10)
C12	0.0157 (12)	0.0183 (12)	0.0203 (11)	−0.0023 (11)	−0.0004 (9)	−0.0031 (11)
C13	0.0125 (12)	0.0133 (11)	0.0237 (13)	−0.0028 (9)	−0.0009 (10)	−0.0022 (10)
C14	0.0209 (14)	0.0197 (13)	0.0258 (13)	0.0026 (11)	−0.0010 (11)	−0.0041 (11)
C15	0.0343 (17)	0.0304 (15)	0.0212 (13)	0.0010 (13)	−0.0057 (12)	−0.0004 (11)
C16	0.0339 (17)	0.0219 (14)	0.0331 (15)	0.0031 (12)	−0.0119 (13)	0.0043 (12)
C17	0.0205 (15)	0.0213 (13)	0.0418 (16)	0.0038 (11)	−0.0023 (12)	0.0013 (12)
C18	0.0191 (13)	0.0178 (12)	0.0317 (13)	0.0013 (11)	0.0025 (11)	0.0006 (11)
C19	0.053 (2)	0.082 (3)	0.0367 (18)	−0.011 (2)	0.0133 (17)	−0.0195 (19)
N1	0.0152 (10)	0.0156 (10)	0.0238 (11)	−0.0014 (9)	0.0028 (9)	0.0021 (8)
N2	0.0186 (11)	0.0153 (10)	0.0213 (10)	−0.0001 (8)	0.0011 (9)	0.0023 (9)
N3	0.0112 (10)	0.0166 (8)	0.0245 (11)	−0.0006 (8)	0.0019 (8)	0.0005 (8)
O1	0.0169 (10)	0.0312 (10)	0.0279 (9)	0.0047 (8)	0.0069 (8)	0.0044 (8)
Pd1	0.01066 (11)	0.01262 (11)	0.01860 (11)	−0.00022 (11)	0.00200 (11)	0.00015 (11)
O2	0.0374 (15)	0.104 (2)	0.0534 (15)	−0.0128 (15)	0.0180 (12)	−0.0321 (15)

Geometric parameters (Å, º) top

C1—N1	1.346 (3)	C11—H11A	0.9900
C1—N2	1.349 (3)	C11—H11B	0.9900
C1—Pd1	2.014 (2)	C12—O1	1.252 (3)
C2—C3	1.339 (4)	C12—N3	1.337 (3)
C2—N1	1.388 (3)	C13—C18	1.398 (3)
C2—H2	0.9500	C13—C14	1.406 (3)
C3—N2	1.393 (3)	C13—N3	1.421 (3)
C3—H3	0.9500	C14—C15	1.385 (4)
C4—N2	1.468 (3)	C14—H14	0.9500
C4—C5	1.515 (3)	C15—C16	1.387 (4)
C4—H4A	0.9900	C15—H15	0.9500
C4—H4B	0.9900	C16—C17	1.383 (4)
C5—C10	1.388 (4)	C16—H16	0.9500
C5—C6	1.397 (4)	C17—C18	1.392 (4)
C6—C7	1.386 (4)	C17—H17	0.9500
C6—H6	0.9500	C18—H18	0.9500
C7—C8	1.378 (4)	C19—O2	1.397 (4)
C7—H7	0.9500	C19—H19A	0.9800
C8—C9	1.379 (5)	C19—H19B	0.9800
C8—H8	0.9500	C19—H19C	0.9800
C9—C10	1.391 (4)	N3—Pd1	2.050 (2)
C9—H9	0.9500	Pd1—C1ⁱ	2.014 (2)
C10—H10	0.9500	Pd1—N3ⁱ	2.051 (2)
C11—N1	1.460 (3)	O2—H1	0.9244
C11—C12	1.540 (3)

N1—C1—N2	105.1 (2)	N3—C12—C11	116.5 (2)
N1—C1—Pd1	118.80 (17)	C18—C13—C14	117.9 (2)
N2—C1—Pd1	135.30 (18)	C18—C13—N3	125.2 (2)
C3—C2—N1	106.0 (2)	C14—C13—N3	116.9 (2)
C3—C2—H2	127.0	C15—C14—C13	121.3 (2)
N1—C2—H2	127.0	C15—C14—H14	119.3
C2—C3—N2	107.5 (2)	C13—C14—H14	119.3
C2—C3—H3	126.3	C14—C15—C16	120.1 (3)
N2—C3—H3	126.3	C14—C15—H15	119.9
N2—C4—C5	111.9 (2)	C16—C15—H15	119.9
N2—C4—H4A	109.2	C17—C16—C15	119.2 (3)
C5—C4—H4A	109.2	C17—C16—H16	120.4
N2—C4—H4B	109.2	C15—C16—H16	120.4
C5—C4—H4B	109.2	C16—C17—C18	121.2 (3)
H4A—C4—H4B	107.9	C16—C17—H17	119.4
C10—C5—C6	119.0 (2)	C18—C17—H17	119.4
C10—C5—C4	119.9 (3)	C17—C18—C13	120.2 (3)
C6—C5—C4	121.1 (2)	C17—C18—H18	119.9
C7—C6—C5	120.2 (3)	C13—C18—H18	119.9
C7—C6—H6	119.9	O2—C19—H19A	109.5
C5—C6—H6	119.9	O2—C19—H19B	109.5
C8—C7—C6	120.4 (3)	H19A—C19—H19B	109.5
C8—C7—H7	119.8	O2—C19—H19C	109.5
C6—C7—H7	119.8	H19A—C19—H19C	109.5
C7—C8—C9	119.8 (3)	H19B—C19—H19C	109.5
C7—C8—H8	120.1	C1—N1—C2	111.3 (2)
C9—C8—H8	120.1	C1—N1—C11	121.6 (2)
C8—C9—C10	120.3 (3)	C2—N1—C11	126.9 (2)
C8—C9—H9	119.8	C1—N2—C3	110.1 (2)
C10—C9—H9	119.8	C1—N2—C4	124.5 (2)
C5—C10—C9	120.2 (3)	C3—N2—C4	125.1 (2)
C5—C10—H10	119.9	C12—N3—C13	122.0 (2)
C9—C10—H10	119.9	C12—N3—Pd1	120.21 (16)
N1—C11—C12	112.36 (19)	C13—N3—Pd1	117.74 (15)
N1—C11—H11A	109.1	C1ⁱ—Pd1—C1	179.999 (1)
C12—C11—H11A	109.1	C1ⁱ—Pd1—N3	94.81 (9)
N1—C11—H11B	109.1	C1—Pd1—N3	85.19 (9)
C12—C11—H11B	109.1	C1ⁱ—Pd1—N3ⁱ	85.19 (9)
H11A—C11—H11B	107.9	C1—Pd1—N3ⁱ	94.81 (9)
O1—C12—N3	126.6 (2)	N3—Pd1—N3ⁱ	179.999 (1)
O1—C12—C11	116.8 (2)	C19—O2—H1	109.1

N1—C2—C3—N2	−0.1 (3)	C12—C11—N1—C1	57.6 (3)
N2—C4—C5—C10	140.4 (2)	C12—C11—N1—C2	−116.4 (3)
N2—C4—C5—C6	−40.1 (3)	N1—C1—N2—C3	1.2 (3)
C10—C5—C6—C7	0.5 (4)	Pd1—C1—N2—C3	−168.1 (2)
C4—C5—C6—C7	−179.0 (2)	N1—C1—N2—C4	175.0 (2)
C5—C6—C7—C8	−0.4 (4)	Pd1—C1—N2—C4	5.7 (4)
C6—C7—C8—C9	0.0 (5)	C2—C3—N2—C1	−0.7 (3)
C7—C8—C9—C10	0.4 (5)	C2—C3—N2—C4	−174.4 (2)
C6—C5—C10—C9	−0.1 (4)	C5—C4—N2—C1	−71.5 (3)
C4—C5—C10—C9	179.4 (2)	C5—C4—N2—C3	101.4 (3)
C8—C9—C10—C5	−0.4 (4)	O1—C12—N3—C13	−16.9 (4)
N1—C11—C12—O1	136.3 (2)	C11—C12—N3—C13	161.5 (2)
N1—C11—C12—N3	−42.3 (3)	O1—C12—N3—Pd1	162.1 (2)
C18—C13—C14—C15	−1.1 (4)	C11—C12—N3—Pd1	−19.5 (3)
N3—C13—C14—C15	177.1 (2)	C18—C13—N3—C12	30.0 (4)
C13—C14—C15—C16	−0.5 (4)	C14—C13—N3—C12	−148.0 (2)
C14—C15—C16—C17	1.3 (4)	C18—C13—N3—Pd1	−149.0 (2)
C15—C16—C17—C18	−0.5 (4)	C14—C13—N3—Pd1	32.9 (3)
C16—C17—C18—C13	−1.1 (4)	N1—C1—Pd1—N3	−40.62 (19)
C14—C13—C18—C17	1.9 (4)	N2—C1—Pd1—N3	127.6 (3)
N3—C13—C18—C17	−176.1 (2)	N1—C1—Pd1—N3ⁱ	139.37 (19)
N2—C1—N1—C2	−1.3 (3)	N2—C1—Pd1—N3ⁱ	−52.4 (3)
Pd1—C1—N1—C2	170.12 (17)	C12—N3—Pd1—C1ⁱ	−126.10 (19)
N2—C1—N1—C11	−176.1 (2)	C13—N3—Pd1—C1ⁱ	52.97 (18)
Pd1—C1—N1—C11	−4.7 (3)	C12—N3—Pd1—C1	53.90 (19)
C3—C2—N1—C1	0.9 (3)	C13—N3—Pd1—C1	−127.03 (18)
C3—C2—N1—C11	175.4 (2)

Symmetry code: (i) −x+1, −y+1, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2—H1···O1ⁱⁱ	0.92	1.81	2.727 (3)	172
C2—H2···O1ⁱⁱⁱ	0.95	2.36	3.232 (3)	152
C18—H18···O1	0.95	2.32	2.842 (3)	114

Symmetry codes: (ii) x, −y+1/2, z−1/2; (iii) −x+1/2, y−1/2, z.

Experimental details

Crystal data
Chemical formula	[Pd(C₁₈H₁₆N₃O)₂]·2CH₄O
M_r	751.16
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	150
a, b, c (Å)	17.822 (2), 9.0616 (11), 21.473 (3)
V (Å³)	3467.8 (7)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.59
Crystal size (mm)	0.39 × 0.09 × 0.08

Data collection
Diffractometer	Bruker SMART APEXII diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.804, 0.955
No. of measured, independent and observed (I > 2σ) reflections	45827, 4451, 2695
R_int	0.080
(sin θ/λ)_max (Å⁻¹)	0.675

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.032, 0.084, 1.00
No. of reflections	4451
No. of parameters	224
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.39, −0.67

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXTL (Sheldrick, 2008), DIAMOND (Brandenburg, 2006).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2—H1···O1ⁱ	0.92	1.81	2.727 (3)	172
C2—H2···O1ⁱⁱ	0.95	2.36	3.232 (3)	152
C18—H18···O1	0.95	2.32	2.842 (3)	114

Symmetry codes: (i) x, −y+1/2, z−1/2; (ii) −x+1/2, y−1/2, z.

Acknowledgements

We are grateful to the National Science Council of Taiwan for financial support of this work.

References

Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Liao, C.-Y., Chan, K.-T., Zeng, J.-Y., Hu, C.-H., Tu, C.-Y. & Lee, H. M. (2007). Organometallics, 26, 1692–1702. Web of Science CSD CrossRef CAS Google Scholar
Sakaguchi, S., Yoo, K., O'Neill, J., Lee, J., Stewart, T. & Jung, K. (2008). Angew. Chem. Int. Ed. 47, 9326–9329. CrossRef CAS Google Scholar
Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 67| Part 4| April 2011| Page m467

doi:10.1107/S1600536811007768

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

trans-Bis[1-(2-anilino-2-oxoeth­yl)-3-benzyl-1H-imidazol-2-yl]palladium(II) methanol disolvate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

trans-Bis[1-(2-anilino-2-oxoethyl)-3-benzyl-1H-imidazol-2-yl]palladium(II) methanol disolvate