trans-Bis(1-cyclo-hexyl-pyrrolidin-2-one)dinitratopalladium(II).

In the title compound, [Pd(NO(3))(2)(C(10)H(17)NO)(2)], the Pd(II) centre is located on an inversion center and is coordinated in a square-planar geometry by two O atoms of the monodentate nitrate groups and two carbonyl O atoms of the 1-cyclo-hexyl-pyrrolidin-2-one ligands.

Related literature

For general background to ambidentate ligands, see: Fairlie & Taube (1985 ▶); Rack et al. (2003 ▶); Sigel & Martin (1982 ▶). For amide complexes of metal ions, see: Anget et al. (1990 ▶); Curtis et al. (1983 ▶). Pankratov et al. (2004 ▶); Wayland & Schramm (1969 ▶); Rheingold & Staley (1988 ▶). For the structures of ambidentate ligand complexes of PdII, see: Johnson et al. (1981 ▶); Johansson et al. (2001 ▶); Langs et al. (1967 ▶). For the structures of nitrate complexes of PdII, see: Bennett et al. (1967 ▶); Adrian et al. (2006 ▶); Rath et al. (1999 ▶); Bray et al. (2005 ▶); Cerdà et al. (2006 ▶); Gromilov et al. (2008 ▶); Khranenko et al. (2007 ▶); Laligant et al. (1991 ▶). For a discussion on the relationship between bond lengths and ligand donicities, see: Gutmann (1967 ▶, 1968 ▶); Koshino et al. (2005 ▶).

Experimental

Crystal data

[Pd(NO3)2(C10H17NO)2]

M = 564.91

Triclinic,

a = 7.6431 (5) Å

b = 9.8892 (8) Å

c = 10.1118 (7) Å

α = 60.8650 (19)°

β = 66.057 (2)°

γ = 68.845 (2)°

V = 597.24 (7) Å3

Z = 1

Mo Kα radiation

μ = 0.83 mm−1

T = 173 K

0.78 × 0.41 × 0.07 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: numerical (ABSCOR; Higashi, 1999 ▶) T min = 0.754, T max = 0.943

5836 measured reflections

2696 independent reflections

2662 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.020

wR(F 2) = 0.052

S = 1.07

2696 reflections

152 parameters

H-atom parameters constrained

Δρmax = 0.32 e Å−3

Δρmin = −0.93 e Å−3

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2006 ▶); program(s) used to solve structure: SIR92 (Altomare et al., 1994 ▶) and DIRDIF99 (Beurskens et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: CrystalStructure.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809045930/br2124sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809045930/br2124Isup2.hkl

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

[Pd(NO3)2(C10H17NO)2]	Z = 1
Mr = 564.91	F(000) = 292.00
Triclinic, P1	Dx = 1.571 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71075 Å
a = 7.6431 (5) Å	Cell parameters from 5845 reflections
b = 9.8892 (8) Å	θ = 3.3–27.5°
c = 10.1118 (7) Å	µ = 0.83 mm−1
α = 60.8650 (19)°	T = 173 K
β = 66.057 (2)°	Platelet, brown
γ = 68.845 (2)°	0.78 × 0.41 × 0.07 mm
V = 597.24 (7) Å3

Rigaku R-AXIS RAPID diffractometer	2662 reflections with F2 > 2σ(F2)
Detector resolution: 10.00 pixels mm-1	Rint = 0.021
ω scans	θmax = 27.5°
Absorption correction: numerical (ABSCOR; Higashi, 1999)	h = −9→9
Tmin = 0.754, Tmax = 0.943	k = −12→12
5836 measured reflections	l = −11→13
2696 independent reflections

Refinement on F2	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.052	H-atom parameters constrained
S = 1.07	w = 1/[σ2(Fo2) + (0.0294P)2 + 0.1351P] where P = (Fo2 + 2Fc2)/3
2696 reflections	(Δ/σ)max = 0.001
152 parameters	Δρmax = 0.32 e Å−3
Primary atom site location: structure-invariant direct methods	Δρmin = −0.93 e Å−3

	x	y	z	Uiso*/Ueq
Pd(1)	1.0000	1.0000	0.0000	0.02155 (5)
O(1)	0.92669 (15)	0.93354 (13)	0.23446 (12)	0.0268 (2)
O(2)	1.18410 (17)	1.12278 (13)	−0.03171 (13)	0.0308 (2)
O(3)	0.98979 (19)	1.33981 (14)	−0.14453 (18)	0.0454 (3)
O(4)	1.25913 (19)	1.34980 (16)	−0.12849 (17)	0.0447 (3)
N(1)	1.14168 (19)	1.27768 (16)	−0.10479 (15)	0.0289 (2)
N(2)	0.99744 (17)	0.78446 (13)	0.46810 (13)	0.0201 (2)
C(1)	1.04947 (19)	0.84244 (15)	0.31243 (15)	0.0200 (2)
C(2)	1.2637 (2)	0.78476 (17)	0.24741 (16)	0.0246 (2)
C(3)	1.3405 (2)	0.70029 (19)	0.39282 (17)	0.0283 (3)
C(4)	1.1591 (2)	0.6721 (2)	0.53523 (17)	0.0308 (3)
C(5)	0.79357 (19)	0.80910 (15)	0.56480 (15)	0.0197 (2)
C(6)	0.7016 (2)	0.67022 (18)	0.61976 (19)	0.0284 (3)
C(7)	0.4882 (2)	0.6965 (2)	0.7192 (2)	0.0320 (3)
C(8)	0.4713 (2)	0.7307 (2)	0.85611 (18)	0.0331 (3)
C(9)	0.5632 (2)	0.8697 (2)	0.79808 (19)	0.0329 (3)
C(10)	0.7782 (2)	0.8389 (2)	0.70401 (18)	0.0288 (3)
H(1)	1.4309	0.5987	0.3943	0.034*
H(2)	1.4106	0.7671	0.3930	0.034*
H(3)	0.7185	0.9056	0.4966	0.024*
H(4)	1.1427	0.5617	0.5814	0.037*
H(5)	1.1670	0.6947	0.6176	0.037*
H(6)	0.8353	0.9314	0.6650	0.035*
H(7)	0.8527	0.7458	0.7733	0.035*
H(8)	0.5543	0.8869	0.8894	0.040*
H(9)	0.4907	0.9666	0.7304	0.040*
H(10)	0.3316	0.7544	0.9134	0.040*
H(11)	0.5371	0.6359	0.9307	0.040*
H(12)	0.4091	0.7865	0.6515	0.038*
H(13)	0.4353	0.6011	0.7612	0.038*
H(14)	1.3286	0.8742	0.1665	0.030*
H(15)	1.2847	0.7108	0.2003	0.030*
H(16)	0.7772	0.5718	0.6833	0.034*
H(17)	0.7068	0.6578	0.5268	0.034*

	U11	U22	U33	U12	U13	U23
Pd(1)	0.02369 (9)	0.02268 (9)	0.01332 (8)	−0.00108 (5)	−0.00923 (5)	−0.00290 (6)
O(1)	0.0252 (5)	0.0317 (5)	0.0153 (4)	0.0013 (4)	−0.0097 (3)	−0.0052 (4)
O(2)	0.0337 (5)	0.0282 (5)	0.0285 (5)	−0.0043 (4)	−0.0169 (4)	−0.0047 (4)
O(3)	0.0352 (6)	0.0284 (5)	0.0613 (8)	−0.0068 (4)	−0.0266 (6)	0.0010 (5)
O(4)	0.0404 (7)	0.0437 (7)	0.0463 (7)	−0.0220 (5)	−0.0156 (5)	−0.0031 (6)
N(1)	0.0270 (6)	0.0299 (6)	0.0209 (5)	−0.0104 (4)	−0.0063 (4)	−0.0008 (4)
N(2)	0.0224 (5)	0.0203 (5)	0.0152 (5)	−0.0035 (4)	−0.0084 (4)	−0.0035 (4)
C(1)	0.0242 (6)	0.0195 (5)	0.0162 (5)	−0.0047 (4)	−0.0083 (4)	−0.0049 (4)
C(2)	0.0229 (6)	0.0275 (6)	0.0181 (6)	−0.0022 (5)	−0.0075 (5)	−0.0059 (5)
C(3)	0.0241 (7)	0.0327 (7)	0.0221 (6)	−0.0021 (5)	−0.0110 (5)	−0.0055 (5)
C(4)	0.0262 (7)	0.0367 (7)	0.0188 (6)	−0.0018 (5)	−0.0123 (5)	−0.0017 (5)
C(5)	0.0228 (6)	0.0197 (5)	0.0151 (5)	−0.0050 (4)	−0.0067 (4)	−0.0042 (4)
C(6)	0.0278 (7)	0.0286 (7)	0.0356 (8)	−0.0083 (5)	−0.0092 (5)	−0.0160 (6)
C(7)	0.0262 (7)	0.0341 (7)	0.0388 (8)	−0.0127 (5)	−0.0082 (6)	−0.0132 (6)
C(8)	0.0292 (7)	0.0403 (8)	0.0232 (7)	−0.0150 (6)	−0.0022 (5)	−0.0064 (6)
C(9)	0.0331 (8)	0.0436 (8)	0.0268 (7)	−0.0137 (6)	−0.0004 (6)	−0.0199 (7)
C(10)	0.0311 (7)	0.0397 (8)	0.0242 (7)	−0.0169 (6)	−0.0014 (5)	−0.0174 (6)

Pd(1)—O(1)	2.0092 (11)	C(9)—C(10)	1.533 (2)
Pd(1)—O(1)i	2.0092 (11)	C(2)—H(14)	0.990
Pd(1)—O(2)	2.0112 (15)	C(2)—H(15)	0.990
Pd(1)—O(2)i	2.0112 (15)	C(3)—H(1)	0.990
O(1)—C(1)	1.2699 (17)	C(3)—H(2)	0.990
O(2)—N(1)	1.3158 (16)	C(4)—H(4)	0.990
O(3)—N(1)	1.229 (2)	C(4)—H(5)	0.990
O(4)—N(1)	1.222 (2)	C(5)—H(3)	1.000
N(2)—C(1)	1.3200 (17)	C(6)—H(16)	0.990
N(2)—C(4)	1.4754 (19)	C(6)—H(17)	0.990
N(2)—C(5)	1.4713 (15)	C(7)—H(12)	0.990
C(1)—C(2)	1.5020 (17)	C(7)—H(13)	0.990
C(2)—C(3)	1.535 (2)	C(8)—H(10)	0.990
C(3)—C(4)	1.5304 (18)	C(8)—H(11)	0.990
C(5)—C(6)	1.525 (2)	C(9)—H(8)	0.990
C(5)—C(10)	1.525 (2)	C(9)—H(9)	0.990
C(6)—C(7)	1.5351 (19)	C(10)—H(6)	0.990
C(7)—C(8)	1.525 (3)	C(10)—H(7)	0.990
C(8)—C(9)	1.518 (3)
O(1)—Pd(1)—O(1)i	180.00 (7)	C(4)—C(3)—H(2)	110.7
O(1)—Pd(1)—O(2)	89.93 (5)	H(1)—C(3)—H(2)	108.8
O(1)—Pd(1)—O(2)i	90.07 (5)	N(2)—C(4)—H(4)	111.1
O(1)i—Pd(1)—O(2)	90.07 (5)	N(2)—C(4)—H(5)	111.1
O(1)i—Pd(1)—O(2)i	89.93 (5)	C(3)—C(4)—H(4)	111.1
O(2)—Pd(1)—O(2)i	180.00 (6)	C(3)—C(4)—H(5)	111.1
Pd(1)—O(1)—C(1)	121.33 (8)	H(4)—C(4)—H(5)	109.0
Pd(1)—O(2)—N(1)	117.47 (11)	N(2)—C(5)—H(3)	107.6
O(2)—N(1)—O(3)	118.89 (17)	C(6)—C(5)—H(3)	107.7
O(2)—N(1)—O(4)	116.54 (14)	C(10)—C(5)—H(3)	107.6
O(3)—N(1)—O(4)	124.58 (13)	C(5)—C(6)—H(16)	109.5
C(1)—N(2)—C(4)	112.87 (10)	C(5)—C(6)—H(17)	109.5
C(1)—N(2)—C(5)	123.33 (12)	C(7)—C(6)—H(16)	109.5
C(4)—N(2)—C(5)	123.11 (10)	C(7)—C(6)—H(17)	109.5
O(1)—C(1)—N(2)	121.72 (11)	H(16)—C(6)—H(17)	108.1
O(1)—C(1)—C(2)	127.06 (11)	C(6)—C(7)—H(12)	109.4
N(2)—C(1)—C(2)	111.21 (11)	C(6)—C(7)—H(13)	109.4
C(1)—C(2)—C(3)	103.45 (11)	C(8)—C(7)—H(12)	109.4
C(2)—C(3)—C(4)	105.44 (12)	C(8)—C(7)—H(13)	109.4
N(2)—C(4)—C(3)	103.45 (10)	H(12)—C(7)—H(13)	108.0
N(2)—C(5)—C(6)	110.78 (12)	C(7)—C(8)—H(10)	109.4
N(2)—C(5)—C(10)	111.59 (14)	C(7)—C(8)—H(11)	109.4
C(6)—C(5)—C(10)	111.32 (11)	C(9)—C(8)—H(10)	109.4
C(5)—C(6)—C(7)	110.86 (14)	C(9)—C(8)—H(11)	109.4
C(6)—C(7)—C(8)	111.34 (17)	H(10)—C(8)—H(11)	108.0
C(7)—C(8)—C(9)	111.23 (12)	C(8)—C(9)—H(8)	109.5
C(8)—C(9)—C(10)	110.64 (16)	C(8)—C(9)—H(9)	109.5
C(5)—C(10)—C(9)	109.88 (17)	C(10)—C(9)—H(8)	109.5
C(1)—C(2)—H(14)	111.1	C(10)—C(9)—H(9)	109.5
C(1)—C(2)—H(15)	111.1	H(8)—C(9)—H(9)	108.1
C(3)—C(2)—H(14)	111.1	C(5)—C(10)—H(6)	109.7
C(3)—C(2)—H(15)	111.1	C(5)—C(10)—H(7)	109.7
H(14)—C(2)—H(15)	109.0	C(9)—C(10)—H(6)	109.7
C(2)—C(3)—H(1)	110.7	C(9)—C(10)—H(7)	109.7
C(2)—C(3)—H(2)	110.7	H(6)—C(10)—H(7)	108.2
C(4)—C(3)—H(1)	110.7
O(1)—Pd(1)—O(2)—N(1)	−113.91 (10)	C(5)—N(2)—C(1)—O(1)	4.9 (2)
O(2)—Pd(1)—O(1)—C(1)	−66.76 (14)	C(5)—N(2)—C(1)—C(2)	−174.43 (15)
O(1)—Pd(1)—O(2)i—N(1)i	−66.09 (10)	C(4)—N(2)—C(5)—C(6)	−74.5 (2)
O(2)i—Pd(1)—O(1)—C(1)	113.24 (14)	C(4)—N(2)—C(5)—C(10)	50.2 (2)
O(1)i—Pd(1)—O(2)—N(1)	66.09 (10)	C(5)—N(2)—C(4)—C(3)	−174.89 (17)
O(2)—Pd(1)—O(1)i—C(1)i	−113.24 (14)	O(1)—C(1)—C(2)—C(3)	172.09 (18)
O(1)i—Pd(1)—O(2)i—N(1)i	113.91 (10)	N(2)—C(1)—C(2)—C(3)	−8.6 (2)
O(2)i—Pd(1)—O(1)i—C(1)i	66.76 (14)	C(1)—C(2)—C(3)—C(4)	16.71 (19)
Pd(1)—O(1)—C(1)—N(2)	−172.54 (13)	C(2)—C(3)—C(4)—N(2)	−18.6 (2)
Pd(1)—O(1)—C(1)—C(2)	6.7 (2)	N(2)—C(5)—C(6)—C(7)	−179.40 (13)
Pd(1)—O(2)—N(1)—O(3)	2.66 (19)	N(2)—C(5)—C(10)—C(9)	178.01 (11)
Pd(1)—O(2)—N(1)—O(4)	−177.21 (12)	C(6)—C(5)—C(10)—C(9)	−57.65 (14)
C(1)—N(2)—C(4)—C(3)	14.4 (2)	C(10)—C(5)—C(6)—C(7)	55.81 (17)
C(4)—N(2)—C(1)—O(1)	175.65 (17)	C(5)—C(6)—C(7)—C(8)	−54.16 (16)
C(4)—N(2)—C(1)—C(2)	−3.7 (2)	C(6)—C(7)—C(8)—C(9)	55.18 (16)
C(1)—N(2)—C(5)—C(6)	95.31 (17)	C(7)—C(8)—C(9)—C(10)	−57.20 (18)
C(1)—N(2)—C(5)—C(10)	−140.05 (16)	C(8)—C(9)—C(10)—C(5)	58.08 (16)

Table 1

Selected bond lengths (Å)

Pd(1)—O(1)	2.0092 (11)
Pd(1)—O(2)	2.0112 (15)