Dichlorido(4,5-diaza-fluoren-9-one-κN,N')palladium(II).

The structure of the title compound, [PdCl(2)(C(11)H(6)N(2)O)], shows a nearly square-planar geometry for the Pd(II) atom within a Cl(2)N(2) donor set.

Related literature

For related palladium complexes, see: Klein et al. (1998 ▶).

Experimental

Crystal data

[PdCl2(C11H6N2O)]

M = 359.48

Monoclinic,

a = 5.131 (5) Å

b = 17.105 (5) Å

c = 12.763 (5) Å

β = 99.183 (5)°

V = 1105.8 (12) Å3

Z = 4

Mo Kα radiation

μ = 2.14 mm−1

T = 293 K

0.35 × 0.33 × 0.25 mm

Data collection

Bruker SMART APEXII diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.477, T max = 0.586

6785 measured reflections

2703 independent reflections

2198 reflections with I > 2σ(I)

R int = 0.028

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.058

S = 1.04

2703 reflections

178 parameters

All H-atom parameters refined

Δρmax = 0.37 e Å−3

Δρmin = −0.54 e Å−3

Data collection: 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: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809035272/tk2532sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809035272/tk2532Isup2.hkl

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

[PdCl2(C11H6N2O)]	F(000) = 696
Mr = 359.48	Dx = 2.159 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2ybc	Cell parameters from 13853 reflections
a = 5.131 (5) Å	θ = 1.8–28.2°
b = 17.105 (5) Å	µ = 2.14 mm−1
c = 12.763 (5) Å	T = 293 K
β = 99.183 (5)°	Block, yellow
V = 1105.8 (12) Å3	0.35 × 0.33 × 0.25 mm
Z = 4

Bruker SMART APEXII CCD area-detector diffractometer	2703 independent reflections
Radiation source: fine-focus sealed tube	2198 reflections with I > 2σ(I)
graphite	Rint = 0.028
Detector resolution: 10 pixels mm-1	θmax = 28.4°, θmin = 2.0°
ω scans	h = −6→6
Absorption correction: multi-scan (SADABS; Bruker, 2005)	k = −22→13
Tmin = 0.477, Tmax = 0.586	l = −16→16
6785 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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.058	All H-atom parameters refined
S = 1.04	w = 1/[σ2(Fo2) + (0.0199P)2 + 0.6053P] where P = (Fo2 + 2Fc2)/3
2703 reflections	(Δ/σ)max < 0.001
178 parameters	Δρmax = 0.37 e Å−3
0 restraints	Δρmin = −0.54 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 Rfactors(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	0.08571 (4)	0.152850 (13)	0.283179 (18)	0.03075 (8)
N2	0.2819 (5)	0.16090 (14)	0.15176 (19)	0.0336 (6)
N1	0.2865 (4)	0.04745 (13)	0.30833 (19)	0.0303 (5)
C6	0.6231 (5)	0.08217 (18)	0.0892 (2)	0.0343 (7)
C4	0.6221 (6)	−0.01682 (17)	0.2253 (2)	0.0322 (6)
C5	0.7568 (6)	0.00609 (19)	0.1320 (2)	0.0378 (7)
O1	0.9357 (5)	−0.02803 (14)	0.10159 (19)	0.0532 (6)
C11	0.4449 (5)	0.04170 (17)	0.2364 (2)	0.0319 (6)
C10	0.4439 (5)	0.10020 (17)	0.1557 (2)	0.0317 (6)
C3	0.6398 (6)	−0.0784 (2)	0.2962 (3)	0.0402 (8)
C8	0.4677 (7)	0.1976 (2)	−0.0016 (3)	0.0434 (8)
C1	0.3028 (6)	−0.01242 (19)	0.3780 (3)	0.0367 (7)
C9	0.2942 (6)	0.2103 (2)	0.0695 (3)	0.0397 (7)
C7	0.6379 (7)	0.1337 (2)	0.0064 (3)	0.0414 (8)
C2	0.4742 (6)	−0.0747 (2)	0.3724 (3)	0.0413 (8)
Cl1	−0.10542 (16)	0.13410 (5)	0.42956 (7)	0.0445 (2)
Cl2	−0.11747 (16)	0.26981 (5)	0.24949 (7)	0.0479 (2)
H1	0.187 (6)	−0.0098 (17)	0.429 (2)	0.038 (9)*
H3	0.762 (7)	−0.123 (2)	0.295 (3)	0.052 (10)*
H4	0.753 (6)	0.1289 (19)	−0.038 (3)	0.048 (10)*
H2	0.477 (6)	−0.115 (2)	0.420 (3)	0.046 (9)*
H5	0.465 (6)	0.2338 (19)	−0.055 (3)	0.043 (9)*
H6	0.181 (6)	0.2543 (19)	0.064 (2)	0.046 (9)*

	U11	U22	U33	U12	U13	U23
Pd1	0.02879 (12)	0.02863 (13)	0.03619 (14)	−0.00123 (9)	0.00940 (9)	−0.00117 (10)
N2	0.0321 (13)	0.0332 (14)	0.0364 (14)	−0.0019 (11)	0.0084 (10)	0.0016 (11)
N1	0.0293 (12)	0.0303 (13)	0.0328 (14)	−0.0010 (10)	0.0097 (10)	0.0015 (10)
C6	0.0300 (15)	0.0392 (18)	0.0341 (17)	−0.0042 (13)	0.0070 (12)	−0.0008 (13)
C4	0.0306 (15)	0.0341 (16)	0.0330 (17)	−0.0017 (12)	0.0086 (12)	−0.0034 (13)
C5	0.0351 (16)	0.0419 (18)	0.0373 (18)	−0.0013 (14)	0.0093 (14)	−0.0042 (14)
O1	0.0540 (14)	0.0596 (16)	0.0516 (15)	0.0154 (12)	0.0258 (12)	0.0029 (12)
C11	0.0281 (15)	0.0337 (16)	0.0340 (17)	−0.0032 (12)	0.0056 (12)	−0.0019 (12)
C10	0.0279 (14)	0.0343 (17)	0.0329 (16)	−0.0027 (12)	0.0049 (12)	0.0010 (13)
C3	0.0390 (18)	0.0366 (18)	0.046 (2)	0.0071 (14)	0.0092 (15)	0.0012 (15)
C8	0.051 (2)	0.045 (2)	0.0340 (19)	−0.0075 (16)	0.0075 (15)	0.0118 (15)
C1	0.0366 (17)	0.0387 (18)	0.0366 (18)	−0.0027 (14)	0.0112 (14)	0.0016 (14)
C9	0.0401 (18)	0.0362 (18)	0.043 (2)	0.0004 (15)	0.0070 (14)	0.0079 (14)
C7	0.0427 (19)	0.049 (2)	0.0345 (19)	−0.0075 (15)	0.0114 (15)	−0.0019 (15)
C2	0.0461 (19)	0.0348 (18)	0.044 (2)	0.0026 (15)	0.0122 (15)	0.0084 (15)
Cl1	0.0490 (5)	0.0435 (5)	0.0461 (5)	−0.0033 (4)	0.0235 (4)	−0.0035 (4)
Cl2	0.0470 (5)	0.0334 (4)	0.0651 (6)	0.0065 (4)	0.0147 (4)	0.0033 (4)

Pd1—N1	2.076 (2)	C4—C5	1.521 (4)
Pd1—N2	2.094 (3)	C5—O1	1.203 (4)
Pd1—Cl2	2.2652 (11)	C11—C10	1.436 (4)
Pd1—Cl1	2.2672 (12)	C3—C2	1.391 (5)
N2—C10	1.326 (4)	C8—C9	1.387 (5)
N2—C9	1.356 (4)	C8—C7	1.392 (5)
N1—C11	1.323 (4)	C1—C2	1.390 (5)
N1—C1	1.350 (4)	H3—C3	0.99 (4)
C6—C10	1.382 (4)	H1—C1	0.95 (3)
C6—C7	1.387 (4)	H2—C2	0.92 (4)
C6—C5	1.531 (4)	H5—C8	0.92 (4)
C4—C11	1.375 (4)	H6—C9	0.95 (3)
C4—C3	1.382 (4)	H4—C7	0.89 (3)
N1—Pd1—N2	83.74 (10)	C4—C11—C10	111.1 (3)
N1—Pd1—Cl2	176.78 (7)	N2—C10—C6	128.8 (3)
N2—Pd1—Cl2	93.17 (8)	N2—C10—C11	120.2 (3)
N1—Pd1—Cl1	91.09 (7)	C6—C10—C11	111.0 (3)
N2—Pd1—Cl1	174.80 (7)	C4—C3—C2	116.1 (3)
Cl2—Pd1—Cl1	92.00 (4)	C9—C8—C7	122.3 (3)
C10—N2—C9	114.2 (3)	N1—C1—C2	121.3 (3)
C10—N2—Pd1	107.26 (19)	N2—C9—C8	121.6 (3)
C9—N2—Pd1	138.5 (2)	C6—C7—C8	116.4 (3)
C11—N1—C1	114.8 (3)	C1—C2—C3	122.2 (3)
C11—N1—Pd1	107.58 (19)	C7—C8—H5	121.(2)
C1—N1—Pd1	137.5 (2)	C9—C8—H5	116.(2)
C10—C6—C7	116.7 (3)	N1—C1—H1	115.8 (18)
C10—C6—C5	106.0 (3)	C2—C1—H1	122.8 (18)
C7—C6—C5	137.4 (3)	C1—C2—H2	119.(2)
C11—C4—C3	117.6 (3)	C3—C2—H2	119.(2)
C11—C4—C5	106.5 (3)	N2—C9—H6	116.7 (17)
C3—C4—C5	135.9 (3)	C8—C9—H6	121.8 (17)
O1—C5—C4	126.4 (3)	C4—C3—H3	124.(2)
O1—C5—C6	128.2 (3)	C2—C3—H3	120.(2)
C4—C5—C6	105.3 (2)	C6—C7—H4	124.(2)
N1—C11—C4	128.0 (3)	C8—C7—H4	120.(2)
N1—C11—C10	120.9 (3)