Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805027224/ac6192sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805027224/ac6192Isup2.hkl |
CCDC reference: 287427
The title compound was prepared from cis-[Pd(en)Cl2] and identified as the desired product by comparison with literature data (Fujita et al., 1996; Tercero-Moreno et al., 1996). Crystals of (I) suitable for the X-ray diffraction study were isolated from methanol after several days of slow evaporation. All reagents were purchased from Sigma–Aldrich.
C-bound H atoms were included in idealized positions and refined using a riding-model approximation, with methylene C—H bond lengths fixed at 0.99 Å. N-bound H atoms were located in the difference Fourier map and refined with bond-length restraints of 0.90(s.u.?) Å. Uiso(H) values were fixed at 1.2Ueq(C) and 1.5Ueq(N).
Data collection: SMART (Bruker, 1995); cell refinement: SAINT (Bruker, 1995); data reduction: SAINT and XPREP (Bruker, 1995); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) and WinGX32 (Farrugia, 1999); software used to prepare material for publication: enCIFer (Allen et al., 2004).
C2H8N4O6Pd | F(000) = 1136 |
Mr = 290.52 | Dx = 2.396 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P2ybc | Cell parameters from 10524 reflections |
a = 16.8478 (6) Å | θ = 2.4–28.3° |
b = 7.7746 (3) Å | µ = 2.32 mm−1 |
c = 13.0702 (5) Å | T = 150 K |
β = 109.816 (1)° | Needle, colourless |
V = 1610.62 (10) Å3 | 0.51 × 0.30 × 0.16 mm |
Z = 8 |
Bruker SMART 1000 CCD area-detector diffractometer | 3881 independent reflections |
Radiation source: sealed tube | 3554 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
ω scans | θmax = 28.3°, θmin = 3.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1999) | h = −22→22 |
Tmin = 0.514, Tmax = 0.690 | k = −10→10 |
15349 measured reflections | l = −17→16 |
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)] = 0.016 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.043 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0236P)2 + 0.7251P] where P = (Fo2 + 2Fc2)/3 |
3881 reflections | (Δ/σ)max = 0.002 |
259 parameters | Δρmax = 1.08 e Å−3 |
8 restraints | Δρmin = −0.40 e Å−3 |
C2H8N4O6Pd | V = 1610.62 (10) Å3 |
Mr = 290.52 | Z = 8 |
Monoclinic, P21/c | Mo Kα radiation |
a = 16.8478 (6) Å | µ = 2.32 mm−1 |
b = 7.7746 (3) Å | T = 150 K |
c = 13.0702 (5) Å | 0.51 × 0.30 × 0.16 mm |
β = 109.816 (1)° |
Bruker SMART 1000 CCD area-detector diffractometer | 3881 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1999) | 3554 reflections with I > 2σ(I) |
Tmin = 0.514, Tmax = 0.690 | Rint = 0.019 |
15349 measured reflections |
R[F2 > 2σ(F2)] = 0.016 | 8 restraints |
wR(F2) = 0.043 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | Δρmax = 1.08 e Å−3 |
3881 reflections | Δρmin = −0.40 e Å−3 |
259 parameters |
Experimental. The crystal was coated in Exxon Paratone N hydrocarbon oil and mounted on a thin mohair fibre attached to a copper pin. Upon mounting on the diffractometer, the crystal was quenched to 150(K) under a cold nitrogen gas stream supplied by an Oxford Cryosystems Crystream and data were collected at this temperature. 234 standard reflections were obtained by recollecting the first 50 CCD frames at the end of data collection. They were then used for a decay correction, giving an overall decay of 0.33%. |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.07726 (11) | 0.4163 (2) | 0.32175 (15) | 0.0241 (4) | |
H2A | 0.0679 | 0.5406 | 0.3055 | 0.029* | |
H2B | 0.0375 | 0.3774 | 0.3580 | 0.029* | |
C2 | 0.06314 (11) | 0.3164 (2) | 0.21841 (14) | 0.0242 (3) | |
H3A | 0.0619 | 0.1916 | 0.2327 | 0.029* | |
H3B | 0.0085 | 0.3493 | 0.1634 | 0.029* | |
C3 | 0.44537 (11) | 0.9163 (2) | 0.33465 (15) | 0.0219 (4) | |
H6A | 0.4990 | 0.8829 | 0.3915 | 0.026* | |
H6B | 0.4496 | 1.0380 | 0.3148 | 0.026* | |
C4 | 0.42840 (10) | 0.8026 (2) | 0.23646 (14) | 0.0201 (3) | |
H7A | 0.4702 | 0.8251 | 0.2000 | 0.024* | |
H7B | 0.4325 | 0.6800 | 0.2582 | 0.024* | |
N1 | 0.16543 (9) | 0.38548 (19) | 0.39314 (12) | 0.0183 (3) | |
H1 | 0.1764 (13) | 0.454 (3) | 0.4501 (15) | 0.027* | |
H2 | 0.1697 (13) | 0.280 (2) | 0.4141 (17) | 0.027* | |
N2 | 0.13345 (9) | 0.35657 (19) | 0.17776 (12) | 0.0196 (3) | |
H3 | 0.1183 (14) | 0.447 (2) | 0.1329 (17) | 0.029* | |
H4 | 0.1420 (13) | 0.265 (2) | 0.1422 (17) | 0.029* | |
N3 | 0.31257 (9) | 0.38063 (18) | 0.13002 (12) | 0.0193 (3) | |
N4 | 0.40206 (9) | 0.39355 (17) | 0.47206 (12) | 0.0189 (3) | |
N5 | 0.37339 (10) | 0.89330 (19) | 0.37507 (12) | 0.0194 (3) | |
H5 | 0.3772 (13) | 0.969 (3) | 0.4257 (16) | 0.029* | |
H6 | 0.3761 (13) | 0.791 (2) | 0.4044 (17) | 0.029* | |
N6 | 0.34149 (9) | 0.84238 (18) | 0.16138 (11) | 0.0180 (3) | |
H7 | 0.3219 (12) | 0.749 (2) | 0.1230 (16) | 0.027* | |
H8 | 0.3493 (14) | 0.919 (2) | 0.1163 (17) | 0.027* | |
N7 | 0.10544 (9) | 0.83412 (18) | 0.08766 (11) | 0.0199 (3) | |
N8 | 0.18726 (9) | 0.92392 (16) | 0.41271 (12) | 0.0186 (3) | |
O1 | 0.28288 (8) | 0.23489 (15) | 0.12090 (11) | 0.0277 (3) | |
O2 | 0.34835 (9) | 0.44032 (19) | 0.06988 (11) | 0.0310 (3) | |
O3 | 0.30658 (8) | 0.48244 (15) | 0.20513 (10) | 0.0236 (3) | |
O4 | 0.33690 (7) | 0.49827 (14) | 0.43624 (9) | 0.0197 (2) | |
O5 | 0.40964 (8) | 0.27554 (15) | 0.41420 (11) | 0.0260 (3) | |
O6 | 0.45183 (8) | 0.42377 (15) | 0.56363 (11) | 0.0270 (3) | |
O7 | 0.10879 (8) | 0.72811 (16) | 0.15929 (11) | 0.0274 (3) | |
O8 | 0.04821 (8) | 0.84143 (17) | 0.00052 (11) | 0.0300 (3) | |
O9 | 0.16642 (7) | 0.94747 (15) | 0.10590 (10) | 0.0196 (2) | |
O10 | 0.21827 (8) | 0.78038 (15) | 0.43498 (11) | 0.0268 (3) | |
O11 | 0.14757 (8) | 0.99788 (17) | 0.46451 (10) | 0.0286 (3) | |
O12 | 0.19575 (7) | 1.00942 (15) | 0.33215 (9) | 0.0209 (2) | |
Pd1 | 0.239096 (8) | 0.419159 (14) | 0.302404 (10) | 0.01465 (4) | |
Pd2 | 0.266618 (7) | 0.911995 (14) | 0.246167 (10) | 0.01437 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0195 (8) | 0.0318 (9) | 0.0225 (9) | 0.0015 (6) | 0.0091 (7) | −0.0010 (7) |
C2 | 0.0182 (8) | 0.0308 (9) | 0.0219 (8) | −0.0041 (7) | 0.0048 (7) | −0.0008 (7) |
C3 | 0.0166 (8) | 0.0205 (8) | 0.0276 (9) | −0.0012 (6) | 0.0062 (7) | −0.0034 (6) |
C4 | 0.0183 (8) | 0.0187 (7) | 0.0238 (8) | 0.0018 (6) | 0.0080 (7) | −0.0003 (6) |
N1 | 0.0208 (7) | 0.0199 (6) | 0.0151 (7) | −0.0003 (5) | 0.0072 (6) | −0.0006 (5) |
N2 | 0.0231 (7) | 0.0202 (7) | 0.0152 (6) | −0.0023 (6) | 0.0059 (6) | −0.0023 (5) |
N3 | 0.0178 (7) | 0.0232 (7) | 0.0174 (7) | 0.0038 (5) | 0.0066 (6) | 0.0037 (5) |
N4 | 0.0183 (7) | 0.0180 (6) | 0.0209 (7) | −0.0011 (5) | 0.0074 (6) | −0.0013 (5) |
N5 | 0.0211 (7) | 0.0199 (7) | 0.0164 (7) | 0.0010 (5) | 0.0053 (6) | −0.0019 (5) |
N6 | 0.0215 (7) | 0.0169 (7) | 0.0166 (6) | 0.0007 (5) | 0.0079 (6) | 0.0012 (5) |
N7 | 0.0187 (7) | 0.0207 (7) | 0.0209 (7) | 0.0025 (5) | 0.0075 (6) | −0.0013 (5) |
N8 | 0.0196 (7) | 0.0197 (7) | 0.0163 (7) | −0.0032 (5) | 0.0059 (6) | −0.0010 (5) |
O1 | 0.0347 (7) | 0.0199 (6) | 0.0305 (7) | −0.0016 (5) | 0.0137 (6) | −0.0052 (5) |
O2 | 0.0287 (7) | 0.0449 (8) | 0.0258 (7) | 0.0027 (6) | 0.0174 (6) | 0.0089 (6) |
O3 | 0.0315 (7) | 0.0203 (6) | 0.0252 (6) | −0.0074 (5) | 0.0177 (5) | −0.0049 (5) |
O4 | 0.0174 (5) | 0.0187 (5) | 0.0206 (6) | 0.0016 (4) | 0.0033 (5) | −0.0043 (4) |
O5 | 0.0310 (7) | 0.0203 (6) | 0.0286 (7) | 0.0035 (5) | 0.0125 (6) | −0.0060 (5) |
O6 | 0.0240 (7) | 0.0294 (7) | 0.0223 (6) | 0.0010 (5) | 0.0008 (5) | −0.0024 (5) |
O7 | 0.0306 (7) | 0.0239 (6) | 0.0277 (7) | −0.0027 (5) | 0.0097 (6) | 0.0063 (5) |
O8 | 0.0239 (7) | 0.0352 (7) | 0.0239 (6) | 0.0011 (5) | −0.0011 (5) | −0.0016 (6) |
O9 | 0.0180 (6) | 0.0219 (5) | 0.0183 (6) | −0.0011 (5) | 0.0055 (5) | 0.0039 (5) |
O10 | 0.0335 (7) | 0.0197 (6) | 0.0281 (6) | 0.0026 (5) | 0.0116 (6) | 0.0069 (5) |
O11 | 0.0320 (7) | 0.0343 (7) | 0.0263 (6) | −0.0002 (6) | 0.0186 (6) | −0.0047 (6) |
O12 | 0.0272 (6) | 0.0196 (6) | 0.0196 (6) | 0.0043 (5) | 0.0129 (5) | 0.0036 (5) |
Pd1 | 0.01615 (7) | 0.01443 (7) | 0.01398 (7) | −0.00212 (4) | 0.00591 (5) | −0.00176 (4) |
Pd2 | 0.01580 (7) | 0.01446 (7) | 0.01336 (7) | 0.00110 (4) | 0.00559 (5) | 0.00127 (4) |
C1—N1 | 1.482 (2) | N3—O2 | 1.2319 (19) |
C1—C2 | 1.505 (2) | N3—O3 | 1.2914 (19) |
C1—H2A | 0.9900 | N4—O5 | 1.2230 (18) |
C1—H2B | 0.9900 | N4—O6 | 1.2289 (19) |
C2—N2 | 1.486 (2) | N4—O4 | 1.3185 (17) |
C2—H3A | 0.9900 | N5—Pd2 | 2.0102 (15) |
C2—H3B | 0.9900 | N5—H5 | 0.873 (15) |
C3—N5 | 1.489 (2) | N5—H6 | 0.875 (15) |
C3—C4 | 1.504 (2) | N6—Pd2 | 2.0150 (14) |
C3—H6A | 0.9900 | N6—H7 | 0.880 (15) |
C3—H6B | 0.9900 | N6—H8 | 0.881 (15) |
C4—N6 | 1.493 (2) | N7—O8 | 1.2189 (19) |
C4—H7A | 0.9900 | N7—O7 | 1.2341 (19) |
C4—H7B | 0.9900 | N7—O9 | 1.3126 (18) |
N1—Pd1 | 2.0032 (14) | N8—O10 | 1.2248 (18) |
N1—H1 | 0.882 (15) | N8—O11 | 1.2422 (19) |
N1—H2 | 0.863 (15) | N8—O12 | 1.2935 (18) |
N2—Pd1 | 2.0231 (14) | O3—Pd1 | 2.0326 (12) |
N2—H3 | 0.897 (15) | O4—Pd1 | 2.0492 (11) |
N2—H4 | 0.886 (15) | O9—Pd2 | 2.0465 (12) |
N3—O1 | 1.2279 (19) | O12—Pd2 | 2.0426 (11) |
N1—C1—C2 | 107.53 (14) | O2—N3—O3 | 115.81 (14) |
N1—C1—H2A | 110.2 | O5—N4—O6 | 124.46 (15) |
C2—C1—H2A | 110.2 | O5—N4—O4 | 119.51 (14) |
N1—C1—H2B | 110.2 | O6—N4—O4 | 116.04 (13) |
C2—C1—H2B | 110.2 | C3—N5—Pd2 | 107.40 (11) |
H2A—C1—H2B | 108.5 | C3—N5—H5 | 109.1 (14) |
N2—C2—C1 | 108.04 (14) | Pd2—N5—H5 | 113.7 (14) |
N2—C2—H3A | 110.1 | C3—N5—H6 | 109.7 (14) |
C1—C2—H3A | 110.1 | Pd2—N5—H6 | 109.3 (14) |
N2—C2—H3B | 110.1 | H5—N5—H6 | 108 (2) |
C1—C2—H3B | 110.1 | C4—N6—Pd2 | 110.58 (10) |
H3A—C2—H3B | 108.4 | C4—N6—H7 | 107.4 (14) |
N5—C3—C4 | 106.87 (13) | Pd2—N6—H7 | 110.6 (14) |
N5—C3—H6A | 110.3 | C4—N6—H8 | 104.2 (14) |
C4—C3—H6A | 110.3 | Pd2—N6—H8 | 116.6 (14) |
N5—C3—H6B | 110.3 | H7—N6—H8 | 106.9 (19) |
C4—C3—H6B | 110.3 | O8—N7—O7 | 123.94 (15) |
H6A—C3—H6B | 108.6 | O8—N7—O9 | 117.45 (14) |
N6—C4—C3 | 107.43 (13) | O7—N7—O9 | 118.61 (14) |
N6—C4—H7A | 110.2 | O10—N8—O11 | 123.87 (15) |
C3—C4—H7A | 110.2 | O10—N8—O12 | 120.38 (14) |
N6—C4—H7B | 110.2 | O11—N8—O12 | 115.74 (13) |
C3—C4—H7B | 110.2 | N3—O3—Pd1 | 122.12 (10) |
H7A—C4—H7B | 108.5 | N4—O4—Pd1 | 116.72 (9) |
C1—N1—Pd1 | 107.22 (11) | N7—O9—Pd2 | 115.43 (9) |
C1—N1—H1 | 108.2 (14) | N8—O12—Pd2 | 120.26 (10) |
Pd1—N1—H1 | 115.3 (14) | N1—Pd1—N2 | 83.84 (6) |
C1—N1—H2 | 108.2 (14) | N1—Pd1—O3 | 172.80 (6) |
Pd1—N1—H2 | 108.1 (14) | N2—Pd1—O3 | 94.62 (5) |
H1—N1—H2 | 110 (2) | N1—Pd1—O4 | 90.81 (5) |
C2—N2—Pd1 | 110.66 (10) | N2—Pd1—O4 | 173.19 (5) |
C2—N2—H3 | 108.3 (14) | O3—Pd1—O4 | 90.16 (5) |
Pd1—N2—H3 | 108.4 (14) | N5—Pd2—N6 | 83.82 (6) |
C2—N2—H4 | 108.0 (14) | N5—Pd2—O12 | 95.14 (5) |
Pd1—N2—H4 | 111.1 (14) | N6—Pd2—O12 | 173.68 (5) |
H3—N2—H4 | 110 (2) | N5—Pd2—O9 | 173.01 (5) |
O1—N3—O2 | 123.85 (15) | N6—Pd2—O9 | 91.35 (5) |
O1—N3—O3 | 120.34 (14) | O12—Pd2—O9 | 89.11 (5) |
N1—C1—C2—N2 | −49.86 (18) | C1—N1—Pd1—O4 | 150.26 (11) |
N5—C3—C4—N6 | 51.84 (17) | C2—N2—Pd1—N1 | −1.67 (12) |
C2—C1—N1—Pd1 | 47.81 (15) | C2—N2—Pd1—O3 | −174.61 (11) |
C1—C2—N2—Pd1 | 28.20 (17) | N3—O3—Pd1—N2 | −51.27 (13) |
C4—C3—N5—Pd2 | −47.52 (14) | N3—O3—Pd1—O4 | 133.58 (12) |
C3—C4—N6—Pd2 | −31.80 (15) | N4—O4—Pd1—N1 | 110.37 (11) |
O1—N3—O3—Pd1 | −6.0 (2) | N4—O4—Pd1—O3 | −76.76 (11) |
O2—N3—O3—Pd1 | 173.27 (11) | C3—N5—Pd2—N6 | 23.81 (10) |
O5—N4—O4—Pd1 | 14.64 (18) | C3—N5—Pd2—O12 | −149.92 (10) |
O6—N4—O4—Pd1 | −165.53 (11) | C4—N6—Pd2—N5 | 4.60 (10) |
O8—N7—O9—Pd2 | −173.58 (11) | C4—N6—Pd2—O9 | 179.53 (10) |
O7—N7—O9—Pd2 | 7.03 (17) | N8—O12—Pd2—N5 | −58.45 (12) |
O10—N8—O12—Pd2 | −3.5 (2) | N8—O12—Pd2—O9 | 127.11 (12) |
O11—N8—O12—Pd2 | 175.60 (11) | N7—O9—Pd2—N6 | 109.89 (11) |
C1—N1—Pd1—N2 | −25.52 (11) | N7—O9—Pd2—O12 | −76.42 (10) |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H3···O7 | 0.90 (2) | 2.23 (2) | 2.9167 (19) | 134 (2) |
N2—H3···O11i | 0.90 (2) | 2.45 (2) | 3.0911 (19) | 129 (2) |
N2—H4···O1 | 0.89 (2) | 2.49 (2) | 3.009 (2) | 118 (2) |
N2—H4···O9ii | 0.89 (2) | 2.58 (2) | 3.415 (2) | 158 (2) |
N5—H6···O4 | 0.88 (2) | 2.45 (2) | 3.2837 (19) | 160 (2) |
N5—H6···O4 | 0.88 (2) | 2.45 (2) | 3.2837 (19) | 160 (2) |
N1—H2···O11ii | 0.86 (2) | 2.35 (2) | 3.199 (2) | 167 (2) |
N1—H2···O12ii | 0.86 (2) | 2.46 (2) | 3.1177 (19) | 133 (2) |
N1—H1···O9iii | 0.88 (2) | 2.24 (2) | 3.0642 (18) | 157 (2) |
N6—H7···O3 | 0.88 (2) | 2.39 (2) | 2.9550 (18) | 122 (2) |
N6—H7···O10i | 0.88 (2) | 2.50 (2) | 3.1324 (19) | 130 (2) |
N6—H7···O2 | 0.88 (2) | 2.58 (2) | 3.363 (2) | 149 (2) |
N6—H8···O4i | 0.88 (2) | 2.38 (2) | 3.1695 (18) | 150 (2) |
N6—H8···O6i | 0.88 (2) | 2.40 (2) | 3.1628 (19) | 145 (2) |
Symmetry codes: (i) x, −y+3/2, z−1/2; (ii) x, y−1, z; (iii) x, −y+3/2, z+1/2. |
Experimental details
Crystal data | |
Chemical formula | C2H8N4O6Pd |
Mr | 290.52 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 150 |
a, b, c (Å) | 16.8478 (6), 7.7746 (3), 13.0702 (5) |
β (°) | 109.816 (1) |
V (Å3) | 1610.62 (10) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 2.32 |
Crystal size (mm) | 0.51 × 0.30 × 0.16 |
Data collection | |
Diffractometer | Bruker SMART 1000 CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1999) |
Tmin, Tmax | 0.514, 0.690 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 15349, 3881, 3554 |
Rint | 0.019 |
(sin θ/λ)max (Å−1) | 0.667 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.016, 0.043, 1.03 |
No. of reflections | 3881 |
No. of parameters | 259 |
No. of restraints | 8 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 1.08, −0.40 |
Computer programs: SMART (Bruker, 1995), SAINT (Bruker, 1995), SAINT and XPREP (Bruker, 1995), SIR97 (Altomare et al., 1999), SHELXL97 (Sheldrick, 1997), ORTEP-3 (Farrugia, 1997) and WinGX32 (Farrugia, 1999), enCIFer (Allen et al., 2004).
N1—Pd1 | 2.0032 (14) | O3—Pd1 | 2.0326 (12) |
N2—Pd1 | 2.0231 (14) | O4—Pd1 | 2.0492 (11) |
N5—Pd2 | 2.0102 (15) | O9—Pd2 | 2.0465 (12) |
N6—Pd2 | 2.0150 (14) | O12—Pd2 | 2.0426 (11) |
N1—Pd1—N2 | 83.84 (6) | N5—Pd2—N6 | 83.82 (6) |
N1—Pd1—O3 | 172.80 (6) | N5—Pd2—O12 | 95.14 (5) |
N2—Pd1—O3 | 94.62 (5) | N6—Pd2—O12 | 173.68 (5) |
N1—Pd1—O4 | 90.81 (5) | N5—Pd2—O9 | 173.01 (5) |
N2—Pd1—O4 | 173.19 (5) | N6—Pd2—O9 | 91.35 (5) |
O3—Pd1—O4 | 90.16 (5) | O12—Pd2—O9 | 89.11 (5) |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H3···O7 | 0.897 (15) | 2.225 (19) | 2.9167 (19) | 133.6 (19) |
N2—H3···O11i | 0.897 (15) | 2.45 (2) | 3.0911 (19) | 128.7 (18) |
N2—H4···O1 | 0.886 (15) | 2.49 (2) | 3.009 (2) | 117.7 (16) |
N2—H4···O9ii | 0.886 (15) | 2.576 (17) | 3.415 (2) | 158.3 (19) |
N5—H6···O4 | 0.875 (15) | 2.446 (16) | 3.2837 (19) | 160.3 (19) |
N5—H6···O4 | 0.875 (15) | 2.446 (16) | 3.2837 (19) | 160.3 (19) |
N1—H2···O11ii | 0.863 (15) | 2.353 (16) | 3.199 (2) | 166.6 (18) |
N1—H2···O12ii | 0.863 (15) | 2.463 (19) | 3.1177 (19) | 133.1 (18) |
N1—H1···O9iii | 0.882 (15) | 2.235 (17) | 3.0642 (18) | 156.6 (19) |
N6—H7···O3 | 0.880 (15) | 2.39 (2) | 2.9550 (18) | 122.3 (17) |
N6—H7···O10i | 0.880 (15) | 2.496 (19) | 3.1324 (19) | 129.8 (17) |
N6—H7···O2 | 0.880 (15) | 2.580 (17) | 3.363 (2) | 148.8 (17) |
N6—H8···O4i | 0.881 (15) | 2.378 (18) | 3.1695 (18) | 149.5 (19) |
N6—H8···O6i | 0.881 (15) | 2.398 (18) | 3.1628 (19) | 145.4 (19) |
Symmetry codes: (i) x, −y+3/2, z−1/2; (ii) x, y−1, z; (iii) x, −y+3/2, z+1/2. |
Our group has long been interested in the use of metal complexes as components for the construction of large supramolecular architectures (Lindoy & Atkinson, 2000). In particular, we are interested in the construction and chemistry of metallocyclic systems (Clegg et al., 2004, 2005). The title compound, (I), has found extensive use as a precursor in the preparation of cyclic metallo-supramolecular structures (Fujita et al., 2005). Crystals suitable for this study were obtained in the course of our investigation into the interactions of N-donor ligand systems (Bray et al., 2005) with (I).
An ORTEP (Farrugia, 1997) representation of (I) is given in Fig. 1. As expected, each PdII ion has a geometry close to an ideal square-plane (Table 1). The N donor atoms of the bidentate ethane-1,2-diamine ligand (en) occupy two coordination sites in a typical five-membered chelate arrangment. The remaining coordination sites are occupied by nitrate O atoms of two nitrate ligands.
The asymmetric unit contains two of these complexes, which pack via intermolecular hydrogen bonds between the NH2 groups of the en ligands and the O atoms of the nitrate ligands. Hydrogen-bond details are provided in Table 2.
The intermolecular hydrogen bonds propagate in two dimensions, forming an infinite sheet-like motif that lies parallel to the bc plane (Fig. 2). Each of the N donor atoms forms hydrogen bonds to (at least) two O acceptor atoms, with only atoms O5 and O8 not involved in close interactions. The sheets stack along the a axis, as shown in the crystal packing diagram (Fig. 3).