Bis(2-hy-droxy-ethanaminium) tetra-chloridopalladate(II).

In the title compound, (C(2)H(8)NO)(2)[PdCl(4)], 2-hy-droxy-ethanaminium cations and tetra-chloridopalladate(II) dianions crystallize in a 2:1 ratio with the anion residing on a crystallographic inversion center. The cations and anions are linked in a complex three-dimensional framework by three types of strong hydrogen bonds (N-H⋯O, N-H⋯Cl, and O-H⋯Cl), which form various ring and chain patterns of up to the ternary graph-set level.

Related literature

For the hydrolysis of imines in Schiff base first-row transition metal complexes, see: Chattopadhyay et al. (2007 ▶); Czaun et al. (2010 ▶); Guzei et al. (2010 ▶); Lee et al. (1948 ▶). For the use of Schiff base first-row transition metal complexes as amine protecting groups, see: Deng et al. (2002 ▶); Kurita (2001 ▶); Shelley et al. (1999 ▶). For geometrical parameter checks, see: Bruno et al. (2004 ▶). For R factor comparisons, see: Allen (2002 ▶). For graph-set notation, see: Bernstein et al. (1995 ▶).

Experimental

Crystal data

(C2H8NO)2[PdCl4]

M = 372.39

Monoclinic,

a = 8.9401 (4) Å

b = 8.1621 (4) Å

c = 8.5921 (4) Å

β = 103.445 (2)°

V = 609.78 (5) Å3

Z = 2

Mo Kα radiation

μ = 2.37 mm−1

T = 100 K

0.30 × 0.10 × 0.06 mm

Data collection

Bruker SMART APEXII area-detector diffractometer

Absorption correction: analytical (SADABS; Bruker, 2001 ▶) T min = 0.536, T max = 0.871

14744 measured reflections

1851 independent reflections

1769 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.012

wR(F 2) = 0.028

S = 0.98

1851 reflections

62 parameters

H-atom parameters constrained

Δρmax = 0.43 e Å−3

Δρmin = −0.50 e Å−3

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, OLEX2 (Dolomanov et al., 2009 ▶) and FCF_filter (Guzei 2007 ▶); molecular graphics: SHELXTL and DIAMOND (Brandenburg, 2009 ▶); software used to prepare material for publication: SHELXTL, publCIF (Westrip, 2010 ▶) and modiCIFer (Guzei, 2007 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810045435/nk2068sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810045435/nk2068Isup2.hkl

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

(C2H8NO)2[PdCl4]	F(000) = 368
Mr = 372.39	Dx = 2.028 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9951 reflections
a = 8.9401 (4) Å	θ = 3.4–30.6°
b = 8.1621 (4) Å	µ = 2.37 mm−1
c = 8.5921 (4) Å	T = 100 K
β = 103.445 (2)°	Block, orange
V = 609.78 (5) Å3	0.30 × 0.10 × 0.06 mm
Z = 2

Bruker SMART APEXII area-detector diffractometer	1769 reflections with I > 2σ(I)
mirror optics	Rint = 0.024
0.60° ω and 0.6° φ scans	θmax = 30.6°, θmin = 3.4°
Absorption correction: analytical (SADABS; Bruker, 2001)	h = −12→12
Tmin = 0.536, Tmax = 0.871	k = −11→11
14744 measured reflections	l = −12→12
1851 independent 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)] = 0.012	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.028	H-atom parameters constrained
S = 0.98	w = 1/[σ2(Fo2) + (0.0111P)2 + 0.3119P] where P = (Fo2 + 2Fc2)/3
1851 reflections	(Δ/σ)max = 0.001
62 parameters	Δρmax = 0.43 e Å−3
0 restraints	Δρmin = −0.50 e Å−3

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.

	x	y	z	Uiso*/Ueq
Pd1	1.0000	1.0000	0.5000	0.00979 (3)
Cl1	0.73683 (3)	0.96899 (3)	0.46100 (3)	0.01355 (5)
Cl2	1.04022 (3)	0.81392 (3)	0.70777 (3)	0.01331 (5)
O1	0.57008 (9)	0.31533 (9)	0.44982 (9)	0.01677 (15)
H1	0.6147	0.2245	0.4527	0.025*
N1	0.74116 (10)	0.59194 (11)	0.58009 (10)	0.01328 (16)
H1A	0.6491	0.6449	0.5570	0.016*
H1C	0.8177	0.6650	0.6185	0.016*
H1B	0.7404	0.5135	0.6552	0.016*
C1	0.62509 (12)	0.42371 (14)	0.34444 (12)	0.01645 (19)
H1E	0.5438	0.5041	0.2987	0.020*
H1D	0.6487	0.3600	0.2551	0.020*
C2	0.76792 (13)	0.51374 (13)	0.43181 (13)	0.01585 (19)
H2A	0.8549	0.4359	0.4604	0.019*
H2B	0.7951	0.5988	0.3610	0.019*

	U11	U22	U33	U12	U13	U23
Pd1	0.00874 (5)	0.00986 (5)	0.01049 (5)	0.00005 (3)	0.00164 (3)	−0.00051 (3)
Cl1	0.01008 (10)	0.01379 (10)	0.01650 (11)	0.00018 (8)	0.00250 (8)	0.00104 (8)
Cl2	0.01270 (10)	0.01301 (10)	0.01342 (10)	−0.00109 (8)	0.00143 (8)	0.00129 (7)
O1	0.0146 (3)	0.0126 (3)	0.0239 (4)	0.0011 (3)	0.0062 (3)	0.0002 (3)
N1	0.0124 (4)	0.0126 (4)	0.0146 (4)	−0.0007 (3)	0.0028 (3)	0.0006 (3)
C1	0.0148 (4)	0.0202 (5)	0.0141 (4)	0.0002 (4)	0.0029 (4)	−0.0009 (4)
C2	0.0136 (4)	0.0199 (5)	0.0153 (4)	−0.0011 (4)	0.0059 (4)	−0.0009 (4)

Pd1—Cl2	2.3074 (2)	N1—H1B	0.9100
Pd1—Cl1	2.3119 (3)	C1—C2	1.5127 (15)
O1—C1	1.4322 (13)	C1—H1E	0.9900
O1—H1	0.8400	C1—H1D	0.9900
N1—C2	1.4932 (13)	C2—H2A	0.9900
N1—H1A	0.9100	C2—H2B	0.9900
N1—H1C	0.9100
Cl2i—Pd1—Cl1	89.409 (8)	C2—C1—H1E	109.4
Cl2—Pd1—Cl1	90.591 (9)	O1—C1—H1D	109.4
C1—O1—H1	109.5	C2—C1—H1D	109.4
C2—N1—H1A	109.5	H1E—C1—H1D	108.0
C2—N1—H1C	109.5	N1—C2—C1	110.29 (8)
H1A—N1—H1C	109.5	N1—C2—H2A	109.6
C2—N1—H1B	109.5	C1—C2—H2A	109.6
H1A—N1—H1B	109.5	N1—C2—H2B	109.6
H1C—N1—H1B	109.5	C1—C2—H2B	109.6
O1—C1—C2	111.14 (8)	H2A—C2—H2B	108.1
O1—C1—H1E	109.4
O1—C1—C2—N1	−51.28 (11)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O1ii	0.91	1.97	2.8370 (12)	158
O1—H1···Cl1iii	0.84	2.35	3.1869 (8)	179
N1—H1C···Cl2	0.91	2.30	3.2048 (9)	170

Pd1—Cl2	2.3074 (2)
Pd1—Cl1	2.3119 (3)

Cl2i—Pd1—Cl1	89.409 (8)
Cl2—Pd1—Cl1	90.591 (9)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯O1ii	0.91	1.97	2.8370 (12)	158
O1—H1⋯Cl1iii	0.84	2.35	3.1869 (8)	179
N1—H1C⋯Cl2	0.91	2.30	3.2048 (9)	170

Symmetry codes: (ii) ; (iii) .