catena-Poly[[bis­(1H-benzimidazole-κN3)palladium(II)]-μ-benzene-1,4-dicarboxyl­ato-κ2O1:O4]

Meng, Q.; Wang, L.; Liu, Y.; Pang, Y.

doi:10.1107/S1600536807065051

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 1| January 2008| Page m133

https://doi.org/10.1107/S1600536807065051

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RETRACTED ARTICLE

This article has been retracted. To view the retraction notice, click here.

Retracted: catena-Poly[[bis(1H-benzimidazole-κN³)palladium(II)]-μ-benzene-1,4-dicarboxylato-κ²O¹:O⁴]

Qingguo Meng,^a ^* Lintong Wang,^a Yanzhen Liu ^a and Yan Pang ^a

^aCollege of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, People's Republic of China
^*Correspondence e-mail: qgmeng_weifang@yahoo.cn

(Received 28 November 2007; accepted 2 December 2007; online 6 December 2007)

In the title compound, [Pd(C₈H₄O₄)(C₇H₆N₂)₂]_n, the Pd atom is tetracoordinated by two carboxylate O atoms from two benzene-1,4-dicarboxylate (bdc) dianions and two N atoms from two benzimidazole ligands, resulting in a slightly distorted tetrahedral PdO₂N₂ geometry. The bdc ligand acts as a bridge, linking the Pd atoms into a chain. Inter-chain N—H⋯O hydrogen bonds help to stabilize the crystal structure.

Related literature

For background, see: Okabe & Oya (2000 ).

Experimental

Crystal data

[Pd(C₈H₄O₄)(C₇H₆N₂)₂]
M_r = 506.79
Monoclinic, P 2₁ /n
a = 17.0627 (5) Å
b = 7.3612 (10) Å
c = 18.0210 (5) Å
β = 114.362 (3)°
V = 2061.9 (3) Å³
Z = 4
Mo Kα radiation
μ = 0.94 mm⁻¹
T = 273 (2) K
0.43 × 0.28 × 0.22 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.689, T_max = 0.820
10244 measured reflections
3763 independent reflections
3136 reflections with I > 2σ(I)
R_int = 0.021

Refinement

R[F² > 2σ(F²)] = 0.021
wR(F²) = 0.044
S = 1.00
3763 reflections
280 parameters
H-atom parameters constrained
Δρ_max = 0.25 e Å⁻³
Δρ_min = −0.30 e Å⁻³

Table 1
Selected bond lengths (Å)

Pd1—O4	2.1945 (13)
Pd1—N2	2.1987 (17)
Pd1—N4	2.2355 (17)
Pd1—O3ⁱ	2.2382 (13)
Symmetry code: (i) $[x-{\script{1\over 2}}, -y+{\script{5\over 2}}, z-{\script{1\over 2}}]$ .

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3A⋯O3ⁱⁱ	0.86	2.04	2.762 (2)	142
N1—H1A⋯O2ⁱⁱⁱ	0.86	1.91	2.699 (2)	152
Symmetry codes: (ii) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ ; (iii) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536807065051/hb2670sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807065051/hb2670Isup2.hkl

checkCIF report

Comment top

Dicarboxylic acids are key components in the synthesis of coordination polymers (e.g. Okabe & Oya, 2000). In this paper, we report the structure of the title compound, (I).

In compound (I) the Pd atom is tetra-coordinated by two oxygen atoms from two benzene-1,4-dicarboxylate (bdc) dianions and two nitrogen atoms from two benzimidazole ligands, resulting in a slightly distorterd tetrahedral PdO₄N₂ geometry for the metal (Fig. 1, Table 1). Two short Pd···O contacts arise from this arrangement [Pd1···O2 = 2.7015 (15)Å and Pd1···O1ⁱ = 2.5324 (14) Å; i = x - 1/2,-y + 5/2,z - 1/2] The bdc acts as a bridge to link Pd atoms into a chain (Fig. 2).

Two N—H···O hydrogen bonds (Table 2) help to link the chains into a three-dimensional structure.

Related literature top

For background, see: Okabe & Oya (2000).

Experimental top

A mixture of palladium acetate (1 mmol), benzene-1,4-dicarboxylic acid (1 mmol), benzimidazole (2 mmol), and 8 ml H₂O was sealed in a 25 ml autoclave and heated to 413 K for 2 days. On cooling to room temperature, colourless blocks of (I) were obtained with a yield of 12%. Anal. Calc. for C₂₂H₁₆N₄O₄Pd: C 60.77, H 3.16, N 11.05%; Found: C 60.71, H 3.22, N 47.01%.

Structure description top

Dicarboxylic acids are key components in the synthesis of coordination polymers (e.g. Okabe & Oya, 2000). In this paper, we report the structure of the title compound, (I).

Two N—H···O hydrogen bonds (Table 2) help to link the chains into a three-dimensional structure.

For background, see: Okabe & Oya (2000).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL (Bruker, 2001).

Figures top

	Fig. 1. The molecular structure of (I), drawn with 30% probability displacement ellipsoids for the non-hydrogen atoms. The unlabelled O3 atom is at the symmetry position (x - 1/2, -y + 5/2, z - 1/2).
	Fig. 2. Fragment of a one dimensional chain in (I).

catena-Poly[[bis(1H-benzimidazole-κN³)palladium(II)]- µ-benzene-1,4-dicarboxylato-κ²O¹:O⁴] top

Crystal data top

[Pd(C₈H₄O₄)(C₇H₆N₂)₂]	F(000) = 1016
M_r = 506.79	D_x = 1.633 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 3823 reflections
a = 17.0627 (5) Å	θ = 2.5–25.5°
b = 7.3612 (10) Å	µ = 0.94 mm⁻¹
c = 18.0210 (5) Å	T = 273 K
β = 114.362 (3)°	Block, colourless
V = 2061.9 (3) Å³	0.43 × 0.28 × 0.22 mm
Z = 4

Data collection top

Bruker APEXII CCD diffractometer	3763 independent reflections
Radiation source: fine-focus sealed tube	3136 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.021
φ and ω scans	θ_max = 25.5°, θ_min = 2.5°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −20→18
T_min = 0.689, T_max = 0.820	k = −8→8
10244 measured reflections	l = −16→21

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)] = 0.021	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.044	H-atom parameters constrained
S = 1.00	w = 1/[σ²(F_o²) + (0.0204P)² + 0.1114P] where P = (F_o² + 2F_c²)/3
3763 reflections	(Δ/σ)_max = 0.007
280 parameters	Δρ_max = 0.25 e Å⁻³
0 restraints	Δρ_min = −0.30 e Å⁻³

Crystal data top

[Pd(C₈H₄O₄)(C₇H₆N₂)₂]	V = 2061.9 (3) Å³
M_r = 506.79	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 17.0627 (5) Å	µ = 0.94 mm⁻¹
b = 7.3612 (10) Å	T = 273 K
c = 18.0210 (5) Å	0.43 × 0.28 × 0.22 mm
β = 114.362 (3)°

Data collection top

Bruker APEXII CCD diffractometer	3763 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	3136 reflections with I > 2σ(I)
T_min = 0.689, T_max = 0.820	R_int = 0.021
10244 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.021	0 restraints
wR(F²) = 0.044	H-atom parameters constrained
S = 1.00	Δρ_max = 0.25 e Å⁻³
3763 reflections	Δρ_min = −0.30 e Å⁻³
280 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
Pd1	0.386453 (9)	0.87505 (2)	0.131047 (8)	0.03602 (6)
C1	0.38692 (14)	0.4922 (3)	0.05522 (12)	0.0501 (5)
H1	0.3273	0.5028	0.0320	0.060*
C2	0.51274 (14)	0.3771 (3)	0.08708 (12)	0.0465 (5)
C3	0.51865 (12)	0.5488 (3)	0.12239 (11)	0.0414 (5)
C4	0.58302 (16)	0.2724 (3)	0.09742 (14)	0.0600 (6)
H4	0.5781	0.1595	0.0727	0.072*
C5	0.59695 (13)	0.6213 (3)	0.17173 (13)	0.0514 (5)
H5	0.6021	0.7348	0.1959	0.062*
C6	0.66649 (15)	0.5167 (4)	0.18295 (14)	0.0642 (6)
H6	0.7208	0.5601	0.2164	0.077*
C7	0.65997 (17)	0.3453 (4)	0.14617 (15)	0.0677 (7)
H7	0.7100	0.2803	0.1556	0.081*
C8	0.23606 (14)	0.7875 (3)	0.18459 (14)	0.0558 (6)
H8	0.1970	0.7811	0.1303	0.067*
C9	0.35186 (13)	0.8107 (3)	0.29148 (12)	0.0442 (5)
C10	0.28633 (14)	0.7875 (3)	0.31634 (13)	0.0498 (5)
C11	0.30073 (17)	0.7824 (4)	0.39652 (15)	0.0698 (7)
H11	0.2559	0.7668	0.4126	0.084*
C12	0.43443 (14)	0.8292 (3)	0.34715 (13)	0.0549 (6)
H12	0.4793	0.8457	0.3312	0.066*
C13	0.44869 (17)	0.8227 (4)	0.42700 (15)	0.0749 (8)
H13	0.5047	0.8334	0.4665	0.090*
C14	0.3826 (2)	0.8007 (4)	0.45121 (16)	0.0843 (8)
H14	0.3948	0.7985	0.5065	0.101*
C15	0.49046 (12)	1.1428 (3)	0.23451 (11)	0.0402 (5)
C16	0.56002 (11)	1.2527 (3)	0.29649 (11)	0.0381 (4)
C17	0.64130 (13)	1.1842 (3)	0.32852 (12)	0.0508 (5)
H17	0.6528	1.0730	0.3107	0.061*
C18	0.54456 (13)	1.4201 (3)	0.32342 (12)	0.0500 (5)
H18	0.4893	1.4683	0.3010	0.060*
C19	0.60938 (13)	1.5157 (3)	0.38254 (12)	0.0517 (6)
H19	0.5980	1.6274	0.4001	0.062*
C20	0.70605 (13)	1.2803 (3)	0.38725 (12)	0.0512 (5)
H20	0.7617	1.2338	0.4088	0.061*
C21	0.68998 (12)	1.4463 (3)	0.41515 (11)	0.0392 (4)
C22	0.75824 (12)	1.5416 (3)	0.48470 (11)	0.0423 (5)
N1	0.21398 (12)	0.7742 (3)	0.24689 (12)	0.0596 (5)
H1A	0.1627	0.7596	0.2436	0.072*
N2	0.31782 (11)	0.8103 (2)	0.20759 (10)	0.0477 (4)
N3	0.42774 (12)	0.3463 (2)	0.04448 (10)	0.0527 (5)
H3A	0.4045	0.2514	0.0160	0.063*
N4	0.43772 (11)	0.6190 (2)	0.10114 (10)	0.0456 (4)
O1	0.74180 (9)	1.6814 (2)	0.51415 (9)	0.0616 (4)
O2	0.41604 (8)	1.1972 (2)	0.20972 (8)	0.0517 (4)
O3	0.83114 (8)	1.46812 (19)	0.51434 (8)	0.0510 (4)
O4	0.51057 (8)	0.99635 (19)	0.20976 (8)	0.0516 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pd1	0.02818 (8)	0.04723 (9)	0.02930 (9)	−0.00258 (7)	0.00849 (6)	0.00106 (6)
C1	0.0435 (12)	0.0563 (13)	0.0459 (12)	−0.0098 (10)	0.0138 (10)	−0.0010 (10)
C2	0.0561 (13)	0.0490 (12)	0.0371 (11)	−0.0015 (11)	0.0221 (10)	0.0066 (10)
C3	0.0410 (12)	0.0494 (12)	0.0360 (11)	−0.0018 (9)	0.0180 (9)	0.0026 (9)
C4	0.0762 (18)	0.0561 (14)	0.0552 (14)	0.0118 (13)	0.0348 (13)	0.0061 (11)
C5	0.0415 (12)	0.0627 (13)	0.0506 (13)	−0.0062 (11)	0.0196 (10)	−0.0052 (11)
C6	0.0425 (14)	0.0929 (19)	0.0581 (15)	−0.0005 (13)	0.0217 (11)	0.0025 (14)
C7	0.0602 (17)	0.090 (2)	0.0626 (16)	0.0250 (14)	0.0351 (14)	0.0149 (14)
C8	0.0415 (13)	0.0714 (15)	0.0541 (14)	−0.0101 (11)	0.0194 (11)	0.0052 (12)
C9	0.0449 (12)	0.0463 (11)	0.0448 (12)	0.0012 (9)	0.0219 (10)	0.0057 (9)
C10	0.0491 (13)	0.0530 (12)	0.0538 (14)	−0.0008 (10)	0.0277 (11)	0.0044 (11)
C11	0.0730 (18)	0.0872 (18)	0.0654 (17)	−0.0066 (15)	0.0448 (15)	0.0048 (14)
C12	0.0468 (13)	0.0694 (15)	0.0496 (13)	0.0032 (11)	0.0210 (11)	0.0093 (11)
C13	0.0617 (16)	0.108 (2)	0.0487 (15)	−0.0052 (14)	0.0164 (13)	0.0122 (14)
C14	0.094 (2)	0.115 (2)	0.0515 (16)	−0.0136 (18)	0.0375 (16)	0.0058 (15)
C15	0.0316 (11)	0.0570 (13)	0.0334 (10)	−0.0034 (9)	0.0148 (8)	0.0020 (9)
C16	0.0337 (10)	0.0493 (12)	0.0310 (10)	−0.0023 (9)	0.0128 (8)	−0.0015 (8)
C17	0.0377 (12)	0.0596 (13)	0.0492 (13)	0.0047 (10)	0.0120 (10)	−0.0170 (10)
C18	0.0344 (11)	0.0571 (13)	0.0470 (12)	0.0087 (9)	0.0053 (9)	−0.0043 (10)
C19	0.0425 (12)	0.0527 (13)	0.0475 (13)	0.0081 (10)	0.0060 (10)	−0.0107 (10)
C20	0.0320 (11)	0.0648 (14)	0.0487 (13)	0.0076 (10)	0.0084 (9)	−0.0102 (11)
C21	0.0361 (11)	0.0482 (11)	0.0311 (10)	0.0000 (9)	0.0117 (8)	−0.0008 (9)
C22	0.0386 (12)	0.0510 (12)	0.0335 (11)	−0.0001 (10)	0.0110 (9)	0.0021 (9)
N1	0.0430 (11)	0.0751 (13)	0.0693 (13)	−0.0076 (10)	0.0317 (10)	0.0075 (11)
N2	0.0404 (10)	0.0595 (11)	0.0452 (10)	−0.0043 (8)	0.0196 (8)	0.0014 (8)
N3	0.0598 (12)	0.0479 (11)	0.0458 (10)	−0.0114 (9)	0.0171 (9)	−0.0077 (8)
N4	0.0412 (10)	0.0491 (10)	0.0432 (10)	−0.0059 (8)	0.0141 (8)	−0.0053 (8)
O1	0.0449 (9)	0.0736 (10)	0.0552 (10)	0.0035 (7)	0.0097 (7)	−0.0251 (8)
O2	0.0290 (8)	0.0759 (10)	0.0461 (8)	−0.0005 (7)	0.0114 (6)	−0.0057 (7)
O3	0.0378 (8)	0.0546 (9)	0.0441 (8)	0.0077 (7)	0.0002 (6)	−0.0024 (7)
O4	0.0390 (8)	0.0575 (9)	0.0528 (9)	−0.0046 (7)	0.0134 (7)	−0.0161 (7)

Geometric parameters (Å, º) top

Pd1—O4	2.1945 (13)	C11—C14	1.343 (3)
Pd1—N2	2.1987 (17)	C11—H11	0.9300
Pd1—N4	2.2355 (17)	C12—C13	1.358 (3)
Pd1—O3ⁱ	2.2382 (13)	C12—H12	0.9300
Pd1—O1ⁱ	2.5324 (14)	C13—C14	1.377 (4)
C1—N4	1.310 (2)	C13—H13	0.9300
C1—N3	1.337 (3)	C14—H14	0.9300
C1—H1	0.9300	C15—O2	1.227 (2)
C2—N3	1.351 (3)	C15—O4	1.267 (2)
C2—C4	1.372 (3)	C15—C16	1.489 (3)
C2—C3	1.400 (3)	C16—C17	1.360 (3)
C3—C5	1.371 (3)	C16—C18	1.389 (3)
C3—N4	1.373 (2)	C17—C20	1.370 (3)
C4—C7	1.354 (3)	C17—H17	0.9300
C4—H4	0.9300	C18—C19	1.372 (3)
C5—C6	1.358 (3)	C18—H18	0.9300
C5—H5	0.9300	C19—C21	1.353 (3)
C6—C7	1.408 (3)	C19—H19	0.9300
C6—H6	0.9300	C20—C21	1.391 (3)
C7—H7	0.9300	C20—H20	0.9300
C8—N2	1.292 (2)	C21—C22	1.488 (3)
C8—N1	1.327 (3)	C22—O1	1.242 (2)
C8—H8	0.9300	C22—O3	1.256 (2)
C9—C12	1.358 (3)	N1—H1A	0.8600
C9—C10	1.376 (3)	N3—H3A	0.8600
C9—N2	1.378 (2)	O1—Pd1ⁱⁱ	2.5324 (14)
C10—N1	1.351 (3)	O3—Pd1ⁱⁱ	2.2382 (13)
C10—C11	1.363 (3)

O4—Pd1—N2	107.72 (6)	C14—C13—H13	119.1
O4—Pd1—N4	97.45 (6)	C11—C14—C13	121.3 (2)
N2—Pd1—N4	109.34 (6)	C11—C14—H14	119.4
O4—Pd1—O3ⁱ	108.54 (5)	C13—C14—H14	119.4
N2—Pd1—O3ⁱ	125.04 (6)	O2—C15—O4	122.67 (18)
N4—Pd1—O3ⁱ	105.28 (6)	O2—C15—C16	118.73 (19)
N4—C1—N3	114.5 (2)	O4—C15—C16	118.60 (17)
N4—C1—H1	122.7	C17—C16—C18	119.19 (18)
N3—C1—H1	122.7	C17—C16—C15	118.35 (18)
N3—C2—C4	131.0 (2)	C18—C16—C15	122.46 (17)
N3—C2—C3	105.61 (18)	C16—C17—C20	119.53 (19)
C4—C2—C3	123.4 (2)	C16—C17—H17	120.2
C5—C3—N4	129.27 (19)	C20—C17—H17	120.2
C5—C3—C2	121.0 (2)	C19—C18—C16	121.20 (18)
N4—C3—C2	109.73 (17)	C19—C18—H18	119.4
C7—C4—C2	115.1 (2)	C16—C18—H18	119.4
C7—C4—H4	122.4	C21—C19—C18	119.55 (19)
C2—C4—H4	122.4	C21—C19—H19	120.2
C6—C5—C3	115.7 (2)	C18—C19—H19	120.2
C6—C5—H5	122.2	C17—C20—C21	121.10 (18)
C3—C5—H5	122.2	C17—C20—H20	119.4
C5—C6—C7	122.9 (2)	C21—C20—H20	119.4
C5—C6—H6	118.5	C19—C21—C20	119.41 (18)
C7—C6—H6	118.5	C19—C21—C22	119.34 (18)
C4—C7—C6	121.9 (2)	C20—C21—C22	121.06 (17)
C4—C7—H7	119.1	O1—C22—O3	122.26 (18)
C6—C7—H7	119.1	O1—C22—C21	120.94 (18)
N2—C8—N1	112.6 (2)	O3—C22—C21	116.68 (18)
N2—C8—H8	123.7	C8—N1—C10	107.97 (19)
N1—C8—H8	123.7	C8—N1—H1A	126.0
C12—C9—C10	120.5 (2)	C10—N1—H1A	126.0
C12—C9—N2	130.5 (2)	C8—N2—C9	105.25 (18)
C10—C9—N2	109.00 (18)	C8—N2—Pd1	127.66 (15)
N1—C10—C11	132.6 (2)	C9—N2—Pd1	126.54 (13)
N1—C10—C9	105.20 (19)	C1—N3—C2	106.50 (17)
C11—C10—C9	122.2 (2)	C1—N3—H3A	126.7
C14—C11—C10	117.0 (2)	C2—N3—H3A	126.7
C14—C11—H11	121.5	C1—N4—C3	103.61 (17)
C10—C11—H11	121.5	C1—N4—Pd1	122.03 (15)
C9—C12—C13	117.2 (2)	C3—N4—Pd1	134.34 (13)
C9—C12—H12	121.4	C22—O1—Pd1ⁱⁱ	84.55 (11)
C13—C12—H12	121.4	C22—O3—Pd1ⁱⁱ	97.89 (12)
C12—C13—C14	121.9 (2)	C15—O4—Pd1	104.15 (12)
C12—C13—H13	119.1

Symmetry codes: (i) x−1/2, −y+5/2, z−1/2; (ii) x+1/2, −y+5/2, z+1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3A···O3ⁱⁱⁱ	0.86	2.04	2.762 (2)	142
N1—H1A···O2^iv	0.86	1.91	2.699 (2)	152

Symmetry codes: (iii) x−1/2, −y+3/2, z−1/2; (iv) −x+1/2, y−1/2, −z+1/2.

Experimental details

Crystal data
Chemical formula	[Pd(C₈H₄O₄)(C₇H₆N₂)₂]
M_r	506.79
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	273
a, b, c (Å)	17.0627 (5), 7.3612 (10), 18.0210 (5)
β (°)	114.362 (3)
V (Å³)	2061.9 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.94
Crystal size (mm)	0.43 × 0.28 × 0.22

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.689, 0.820
No. of measured, independent and observed [I > 2σ(I)] reflections	10244, 3763, 3136
R_int	0.021
(sin θ/λ)_max (Å⁻¹)	0.606

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.021, 0.044, 1.00
No. of reflections	3763
No. of parameters	280
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.25, −0.30

Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2001).

Selected bond lengths (Å) top

Pd1—O4	2.1945 (13)	Pd1—N4	2.2355 (17)
Pd1—N2	2.1987 (17)	Pd1—O3ⁱ	2.2382 (13)

Symmetry code: (i) x−1/2, −y+5/2, z−1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3A···O3ⁱⁱ	0.86	2.04	2.762 (2)	142
N1—H1A···O2ⁱⁱⁱ	0.86	1.91	2.699 (2)	152

Symmetry codes: (ii) x−1/2, −y+3/2, z−1/2; (iii) −x+1/2, y−1/2, −z+1/2.

Acknowledgements

The authors thank the Education Department of Shandong Province for research and development projects (J06A55).

References

Bruker (2001). SADABS, SAINT-Plus and SHELXTL. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Okabe, N. & Oya, N. (2000). Acta Cryst. C56, 1416–1417. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany. Google Scholar

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