Bis­[2-oxo­pyridine N-oxide(1–)-κ²O,O′]­palladium(II)

In the title palladium complex, [Pd(C₅H₄NO₂)₂] or [Pd(opo)₂] [opo = 2-oxo­pyridine N-oxide(1−)], the Pd atom is in a square-planar environment of two opo ligands in a trans configuration.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.038
• wR factor = 0.080
• Data-to-parameter ratio = 13.4

checkCIF/PLATON results

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Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and Mercury (Version 1.2.1; Bruno et al., 2002); software used to prepare material for publication: SHELXTL.

Bis[2-oxopyridine N-oxide(1-)-κ²O,O']palladium(II)

Crystal data

[Pd(C5H4NO2)2]	F(000) = 640
Mr = 326.58	Dx = 2.069 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 789 reflections
a = 6.937 (2) Å	θ = 3.4–23.6°
b = 8.674 (2) Å	µ = 1.77 mm^−1
c = 17.491 (4) Å	T = 298 K
β = 94.94 (1)°	Block, brown
V = 1048.6 (5) Å^3	0.25 × 0.20 × 0.15 mm
Z = 4

Data collection

Bruker SMART APEX CCD area-detector diffractometer	2065 independent reflections
Radiation source: fine-focus sealed tube	1403 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.042
φ and ω scans	θmax = 26.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −8→8
Tmin = 0.664, Tmax = 0.765	k = −10→10
4617 measured reflections	l = −21→13

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.080	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.03P)^2] where P = (Fo^2 + 2Fc^2)/3
2065 reflections	(Δ/σ)max < 0.001
154 parameters	Δρmax = 0.87 e Å^−3
0 restraints	Δρmin = −0.77 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Pd1	0.87171 (6)	0.61251 (5)	0.08094 (2)	0.03904 (15)
N1	1.1500 (7)	0.7597 (5)	0.0067 (3)	0.0488 (12)
N2	0.5909 (6)	0.4618 (5)	0.1522 (3)	0.0440 (11)
O1	1.1430 (5)	0.6755 (4)	0.0708 (2)	0.0513 (10)
O2	0.8194 (5)	0.7406 (4)	−0.0123 (2)	0.0479 (9)
O3	0.6010 (5)	0.5486 (4)	0.0886 (2)	0.0487 (10)
O4	0.9183 (5)	0.4879 (4)	0.1768 (2)	0.0492 (10)
C1	0.9824 (8)	0.7945 (6)	−0.0350 (3)	0.0455 (14)
C2	0.9901 (8)	0.8817 (7)	−0.1005 (3)	0.0556 (15)
H2	0.8768	0.9053	−0.1243	0.067*
C3	1.1607 (9)	0.9330 (7)	−0.1214 (4)	0.0606 (17)
H3	1.1553	0.9850	−0.1646	0.073*
C4	1.3336 (9)	0.8935 (7)	−0.0803 (4)	0.0583 (16)
H4	1.4416	0.9244	−0.0950	0.070*
C5	1.3259 (8)	0.8070 (7)	−0.0160 (4)	0.0535 (15)
H5	1.4252	0.7764	0.0133	0.064*
C6	0.7556 (8)	0.4307 (6)	0.1975 (3)	0.0391 (13)
C7	0.7419 (8)	0.3463 (6)	0.2628 (3)	0.0518 (15)
H7	0.8550	0.3255	0.2950	0.062*
C8	0.5638 (9)	0.2963 (6)	0.2819 (3)	0.0554 (16)
H8	0.5552	0.2388	0.3257	0.066*
C9	0.3991 (9)	0.3238 (7)	0.2339 (3)	0.0523 (15)
H9	0.2746	0.2895	0.2467	0.063*
C10	0.4137 (8)	0.4081 (6)	0.1695 (3)	0.0501 (15)
H10	0.3037	0.4297	0.1370	0.060*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd1	0.0369 (2)	0.0444 (3)	0.0357 (2)	0.0021 (2)	0.00218 (16)	0.0003 (3)
N1	0.055 (3)	0.044 (3)	0.049 (3)	−0.003 (2)	0.010 (3)	−0.005 (3)
N2	0.046 (3)	0.041 (3)	0.045 (3)	0.002 (2)	0.007 (2)	0.004 (2)
O1	0.043 (2)	0.065 (2)	0.044 (2)	−0.0013 (19)	−0.0018 (19)	0.014 (2)
O2	0.035 (2)	0.058 (2)	0.050 (2)	0.0008 (18)	−0.0005 (18)	0.011 (2)
O3	0.040 (2)	0.061 (2)	0.045 (2)	0.0005 (19)	−0.0001 (19)	0.012 (2)
O4	0.037 (2)	0.062 (2)	0.049 (2)	−0.0016 (18)	0.0002 (18)	0.013 (2)
C1	0.051 (4)	0.042 (3)	0.044 (3)	0.000 (3)	0.006 (3)	−0.004 (3)
C2	0.052 (4)	0.056 (4)	0.057 (4)	0.006 (3)	0.000 (3)	0.012 (4)
C3	0.074 (5)	0.049 (4)	0.059 (4)	−0.004 (3)	0.014 (4)	0.018 (3)
C4	0.057 (4)	0.057 (4)	0.064 (4)	−0.006 (3)	0.022 (3)	−0.001 (4)
C5	0.041 (3)	0.063 (4)	0.057 (4)	−0.001 (3)	0.006 (3)	−0.002 (4)
C6	0.047 (3)	0.034 (3)	0.035 (3)	0.002 (2)	−0.002 (3)	0.002 (2)
C7	0.051 (4)	0.058 (4)	0.044 (3)	−0.004 (3)	−0.004 (3)	0.005 (3)
C8	0.078 (5)	0.046 (4)	0.042 (4)	−0.005 (3)	0.012 (3)	0.006 (3)
C9	0.059 (4)	0.049 (3)	0.051 (4)	−0.009 (3)	0.017 (3)	0.003 (3)
C10	0.037 (3)	0.055 (4)	0.057 (4)	−0.002 (3)	−0.003 (3)	−0.004 (3)

Geometric parameters (Å, º)

Pd1—O3	1.974 (3)	C2—H2	0.8813
Pd1—O2	1.981 (4)	C3—C4	1.387 (8)
Pd1—O1	1.982 (4)	C3—H3	0.8792
Pd1—O4	1.997 (4)	C4—C5	1.357 (8)
Pd1—N1^i	3.572 (4)	C4—H4	0.8560
N1—O1	1.342 (5)	C5—H5	0.8644
N1—C1	1.353 (7)	C6—C7	1.367 (7)
N1—C5	1.379 (7)	C7—C8	1.377 (7)
N2—O3	1.350 (5)	C7—H7	0.9435
N2—C6	1.360 (6)	C8—C9	1.379 (8)
N2—C10	1.372 (6)	C8—H8	0.9204
O2—C1	1.317 (6)	C9—C10	1.354 (8)
O4—C6	1.312 (6)	C9—H9	0.9580
C1—C2	1.377 (7)	C10—H10	0.9300
C2—C3	1.344 (8)
O3—Pd1—O2	96.05 (14)	C1—C2—H2	115.0
O3—Pd1—O1	178.73 (15)	C2—C3—C4	121.3 (6)
O2—Pd1—O1	83.11 (14)	C2—C3—H3	115.5
O3—Pd1—O4	82.94 (14)	C4—C3—H3	122.9
O2—Pd1—O4	178.06 (15)	C5—C4—C3	118.1 (6)
O1—Pd1—O4	97.93 (14)	C5—C4—H4	121.3
O3—Pd1—N1^i	76.72 (13)	C3—C4—H4	120.5
O2—Pd1—N1^i	98.94 (13)	C4—C5—N1	120.2 (5)
O1—Pd1—N1^i	102.46 (14)	C4—C5—H5	125.2
O4—Pd1—N1^i	82.46 (14)	N1—C5—H5	114.6
O1—N1—C1	118.8 (5)	O4—C6—N2	117.6 (5)
O1—N1—C5	120.0 (5)	O4—C6—C7	123.8 (5)
C1—N1—C5	121.2 (5)	N2—C6—C7	118.5 (5)
O3—N2—C6	119.3 (4)	C6—C7—C8	120.0 (5)
O3—N2—C10	118.8 (4)	C6—C7—H7	119.1
C6—N2—C10	121.9 (5)	C8—C7—H7	120.9
N1—O1—Pd1	109.1 (3)	C7—C8—C9	120.8 (5)
C1—O2—Pd1	110.3 (3)	C7—C8—H8	119.7
N2—O3—Pd1	109.3 (3)	C9—C8—H8	119.4
C6—O4—Pd1	110.8 (3)	C10—C9—C8	118.8 (5)
O2—C1—N1	118.6 (5)	C10—C9—H9	119.7
O2—C1—C2	122.8 (5)	C8—C9—H9	121.4
N1—C1—C2	118.6 (5)	C9—C10—N2	119.9 (5)
C3—C2—C1	120.4 (6)	C9—C10—H10	120.0
C3—C2—H2	124.4	N2—C10—H10	120.0

Symmetry code: (i) −x+2, −y+1, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C8—H8···O3^ii	0.92	2.53	3.391 (7)	155

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