[1,2-Bis(diphenyl­phosphino)ethane]dinitratopalladium(II)

The Pd atom in the title complex, [Pd(C₂₆H₂₄P₂)(NO₃)₂], exists in a distorted square-planar geometry defined by an O₂P₂ donor set provided by the bidentate phosphine ligand and two monodentate nitrate groups.

Key indicators

• Single-crystal X-ray study
• T = 113 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.018
• wR factor = 0.046
• Data-to-parameter ratio = 14.6

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       3.04 Ratio
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C1     -   C2      ..       5.19 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C4     -   C5      ..       5.18 su

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           26.00
           From the CIF: _reflns_number_total               4840
           Count of symmetry unique reflns         2518
           Completeness (_total/calc)            192.22%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      2322
           Fraction of Friedel pairs measured     0.922
           Are heavy atom types Z>Si present        yes

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976) and DIAMOND (Crystal Impact, 2006; software used to prepare material for publication: SHELXL97.

[1,2-Bis(diphenylphosphino)ethane]dinitratopalladium(II)

Crystal data

[Pd(C26H24P2)(NO3)2]	F(000) = 1272
Mr = 628.81	Dx = 1.631 Mg m^−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2yc	Cell parameters from 13265 reflections
a = 10.383 (5) Å	θ = 3.2–26.0°
b = 15.442 (5) Å	µ = 0.90 mm^−1
c = 16.278 (5) Å	T = 113 K
β = 101.135 (16)°	Plate, yellow
V = 2560.7 (16) Å^3	0.35 × 0.31 × 0.14 mm
Z = 4

Data collection

Rigaku R-AXIS SPIDER diffractometer	4845 independent reflections
Radiation source: fine-focus sealed tube	4791 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.025
Detector resolution: 0.10 pixels mm^-1	θmax = 26.0°, θmin = 3.2°
ω scans	h = −12→12
Absorption correction: numerical (Katayama, 1986; Paturle & Coppens, 1988)	k = −19→19
Tmin = 0.745, Tmax = 0.885	l = −20→19
13230 measured reflections

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.018	H-atom parameters constrained
wR(F^2) = 0.046	w = 1/[σ^2(Fo^2) + (0.0095P)^2 + 3.1937P] where P = (Fo^2 + 2Fc^2)/3
S = 1.08	(Δ/σ)max < 0.001
4845 reflections	Δρmax = 0.24 e Å^−3
332 parameters	Δρmin = −0.21 e Å^−3
0 restraints	Absolute structure: Flack (1983), 0000 Friedel reflections
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.003 (15)

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
Pd	0.000000 (13)	0.160708 (10)	0.500000 (11)	0.01267 (5)
P1	−0.06915 (6)	0.23974 (4)	0.38651 (4)	0.01334 (13)
P2	−0.15179 (6)	0.23197 (4)	0.55250 (4)	0.01450 (13)
O1	0.15248 (17)	0.11078 (11)	0.44566 (11)	0.0174 (4)
O2	0.03329 (19)	−0.00649 (13)	0.42721 (13)	0.0303 (5)
O3	0.2234 (2)	−0.00246 (12)	0.39024 (13)	0.0298 (5)
O4	0.06658 (17)	0.07675 (12)	0.60191 (11)	0.0209 (4)
O5	0.20620 (19)	0.18079 (13)	0.64082 (13)	0.0288 (5)
O6	0.2404 (2)	0.05370 (18)	0.69542 (16)	0.0529 (7)
N1	0.1353 (2)	0.03154 (14)	0.42035 (13)	0.0195 (5)
N2	0.1740 (2)	0.10473 (15)	0.64750 (14)	0.0226 (5)
C1	0.0526 (2)	0.31922 (16)	0.37439 (15)	0.0151 (5)
C2	0.0271 (3)	0.37340 (19)	0.30459 (17)	0.0240 (6)
H2	−0.0535	0.3689	0.2656	0.029*
C3	0.1206 (3)	0.43397 (18)	0.29257 (18)	0.0256 (6)
H3	0.1039	0.4711	0.2451	0.031*
C4	0.2382 (3)	0.44051 (17)	0.34950 (17)	0.0224 (6)
H4	0.3019	0.4819	0.3408	0.027*
C5	0.2630 (3)	0.38707 (17)	0.41886 (17)	0.0210 (6)
H5	0.3435	0.3921	0.4579	0.025*
C6	0.1704 (2)	0.32577 (17)	0.43181 (16)	0.0183 (5)
H6	0.1875	0.2888	0.4793	0.022*
C7	−0.1003 (2)	0.17781 (16)	0.29084 (16)	0.0154 (5)
C8	0.0089 (3)	0.14758 (17)	0.26067 (16)	0.0196 (5)
H8	0.0950	0.1635	0.2878	0.024*
C9	−0.0097 (3)	0.09402 (17)	0.19068 (17)	0.0240 (6)
H9	0.0639	0.0719	0.1707	0.029*
C10	−0.1354 (3)	0.07297 (18)	0.15028 (17)	0.0259 (6)
H10	−0.1476	0.0366	0.1023	0.031*
C11	−0.2430 (3)	0.10413 (18)	0.17877 (17)	0.0244 (6)
H11	−0.3289	0.0900	0.1498	0.029*
C12	−0.2265 (3)	0.15638 (16)	0.25016 (16)	0.0185 (5)
H12	−0.3006	0.1770	0.2706	0.022*
C13	−0.2177 (2)	0.29835 (17)	0.39654 (16)	0.0180 (5)
H13A	−0.2304	0.3489	0.3584	0.022*
H13B	−0.2954	0.2601	0.3823	0.022*
C14	−0.1998 (3)	0.32815 (16)	0.48775 (16)	0.0177 (5)
H14A	−0.2827	0.3525	0.4992	0.021*
H14B	−0.1307	0.3731	0.4997	0.021*
C15	−0.1113 (2)	0.26475 (18)	0.66132 (16)	0.0185 (5)
C16	−0.0724 (2)	0.2012 (2)	0.72089 (17)	0.0231 (6)
H16	−0.0594	0.1435	0.7039	0.028*
C17	−0.0526 (3)	0.2215 (2)	0.80509 (17)	0.0261 (6)
H17	−0.0247	0.1780	0.8459	0.031*
C18	−0.0731 (3)	0.3045 (2)	0.82964 (18)	0.0318 (7)
H18	−0.0609	0.3179	0.8876	0.038*
C19	−0.1112 (3)	0.3690 (2)	0.77121 (19)	0.0318 (7)
H19	−0.1248	0.4263	0.7888	0.038*
C20	−0.1298 (3)	0.34916 (18)	0.68610 (18)	0.0235 (6)
H20	−0.1549	0.3932	0.6454	0.028*
C21	−0.3017 (2)	0.17016 (16)	0.54590 (16)	0.0160 (5)
C22	−0.3192 (2)	0.09198 (18)	0.50356 (17)	0.0210 (5)
H22	−0.2516	0.0695	0.4778	0.025*
C23	−0.4360 (3)	0.04653 (18)	0.49876 (18)	0.0243 (6)
H23	−0.4488	−0.0070	0.4695	0.029*
C24	−0.5335 (3)	0.07969 (19)	0.53690 (18)	0.0253 (6)
H24	−0.6128	0.0482	0.5343	0.030*
C25	−0.5170 (3)	0.1574 (2)	0.57836 (18)	0.0302 (7)
H25	−0.5853	0.1801	0.6034	0.036*
C26	−0.4011 (3)	0.20255 (19)	0.58364 (17)	0.0239 (6)
H26	−0.3891	0.2559	0.6131	0.029*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd	0.01151 (7)	0.01208 (8)	0.01466 (8)	0.00019 (8)	0.00309 (5)	0.00078 (9)
P1	0.0134 (3)	0.0119 (3)	0.0148 (3)	0.0000 (2)	0.0031 (2)	−0.0003 (2)
P2	0.0140 (3)	0.0150 (3)	0.0151 (3)	−0.0009 (2)	0.0043 (2)	−0.0018 (3)
O1	0.0157 (8)	0.0127 (8)	0.0244 (9)	0.0020 (7)	0.0057 (7)	−0.0017 (8)
O2	0.0287 (11)	0.0251 (11)	0.0372 (12)	−0.0099 (9)	0.0062 (9)	−0.0031 (9)
O3	0.0373 (12)	0.0208 (10)	0.0344 (12)	0.0104 (9)	0.0149 (9)	−0.0049 (9)
O4	0.0189 (9)	0.0212 (10)	0.0201 (10)	−0.0035 (8)	−0.0023 (7)	0.0054 (8)
O5	0.0201 (10)	0.0273 (11)	0.0394 (12)	−0.0058 (8)	0.0064 (9)	−0.0072 (9)
O6	0.0333 (13)	0.0599 (17)	0.0548 (16)	−0.0079 (11)	−0.0183 (11)	0.0327 (14)
N1	0.0225 (11)	0.0161 (11)	0.0195 (11)	0.0013 (9)	0.0027 (9)	−0.0032 (9)
N2	0.0174 (11)	0.0303 (14)	0.0189 (11)	−0.0023 (10)	0.0007 (9)	0.0056 (10)
C1	0.0192 (12)	0.0110 (11)	0.0157 (12)	−0.0009 (9)	0.0050 (10)	0.0013 (10)
C2	0.0211 (14)	0.0260 (15)	0.0239 (14)	−0.0054 (11)	0.0019 (11)	0.0026 (12)
C3	0.0309 (15)	0.0193 (14)	0.0269 (15)	−0.0072 (11)	0.0062 (12)	0.0013 (12)
C4	0.0247 (13)	0.0181 (13)	0.0258 (14)	−0.0045 (11)	0.0084 (11)	0.0002 (12)
C5	0.0188 (13)	0.0199 (13)	0.0247 (14)	−0.0033 (10)	0.0053 (10)	−0.0104 (11)
C6	0.0178 (12)	0.0200 (13)	0.0173 (13)	−0.0002 (10)	0.0042 (10)	−0.0040 (10)
C7	0.0218 (13)	0.0097 (11)	0.0145 (12)	−0.0001 (9)	0.0029 (10)	0.0066 (9)
C8	0.0234 (13)	0.0163 (13)	0.0199 (13)	−0.0007 (10)	0.0062 (10)	0.0025 (11)
C9	0.0350 (16)	0.0172 (13)	0.0221 (14)	0.0015 (12)	0.0110 (12)	−0.0020 (11)
C10	0.0417 (17)	0.0202 (14)	0.0154 (13)	−0.0031 (12)	0.0043 (11)	0.0030 (11)
C11	0.0291 (15)	0.0209 (14)	0.0207 (14)	−0.0081 (11)	−0.0016 (11)	0.0017 (12)
C12	0.0229 (13)	0.0153 (12)	0.0166 (13)	0.0001 (10)	0.0021 (10)	0.0018 (10)
C13	0.0140 (12)	0.0184 (13)	0.0221 (13)	0.0041 (10)	0.0047 (10)	0.0001 (11)
C14	0.0211 (13)	0.0130 (12)	0.0198 (13)	0.0019 (10)	0.0061 (10)	0.0009 (10)
C15	0.0130 (12)	0.0264 (14)	0.0169 (13)	−0.0031 (10)	0.0051 (10)	−0.0034 (11)
C16	0.0155 (12)	0.0309 (16)	0.0242 (14)	−0.0066 (11)	0.0072 (10)	−0.0030 (12)
C17	0.0197 (13)	0.0391 (18)	0.0191 (13)	−0.0100 (12)	0.0031 (11)	−0.0005 (13)
C18	0.0236 (14)	0.054 (2)	0.0185 (14)	−0.0120 (14)	0.0057 (11)	−0.0123 (14)
C19	0.0250 (15)	0.0408 (18)	0.0306 (16)	−0.0072 (13)	0.0076 (12)	−0.0154 (14)
C20	0.0241 (14)	0.0238 (14)	0.0236 (14)	−0.0023 (11)	0.0072 (11)	−0.0065 (11)
C21	0.0147 (12)	0.0164 (12)	0.0164 (12)	−0.0020 (9)	0.0016 (9)	0.0030 (10)
C22	0.0157 (12)	0.0229 (14)	0.0242 (14)	0.0015 (10)	0.0033 (10)	0.0008 (12)
C23	0.0234 (14)	0.0151 (13)	0.0320 (16)	−0.0042 (11)	−0.0003 (11)	−0.0009 (12)
C24	0.0160 (13)	0.0309 (16)	0.0272 (15)	−0.0078 (12)	−0.0004 (11)	0.0073 (13)
C25	0.0158 (13)	0.050 (2)	0.0265 (16)	−0.0016 (13)	0.0082 (11)	−0.0010 (14)
C26	0.0219 (13)	0.0271 (15)	0.0242 (14)	−0.0042 (11)	0.0083 (11)	−0.0076 (12)

Geometric parameters (Å, º)

Pd—P1	2.2148 (8)	C10—C11	1.377 (4)
Pd—P2	2.2239 (9)	C10—H10	0.9500
Pd—O1	2.1034 (18)	C11—C12	1.398 (4)
Pd—O4	2.1137 (18)	C11—H11	0.9500
P1—C1	1.800 (3)	C12—H12	0.9500
P1—C7	1.803 (3)	C13—C14	1.531 (4)
P1—C13	1.823 (2)	C13—H13A	0.9900
P2—C15	1.812 (3)	C13—H13B	0.9900
P2—C21	1.811 (3)	C14—H14A	0.9900
P2—C14	1.834 (3)	C14—H14B	0.9900
O1—N1	1.293 (3)	C15—C20	1.389 (4)
O2—N1	1.234 (3)	C15—C16	1.384 (4)
O3—N1	1.235 (3)	C16—C17	1.382 (4)
O4—N2	1.289 (3)	C16—H16	0.9500
O5—N2	1.232 (3)	C17—C18	1.372 (5)
O6—N2	1.224 (3)	C17—H17	0.9500
C1—C2	1.394 (4)	C18—C19	1.380 (5)
C1—C6	1.392 (4)	C18—H18	0.9500
C2—C3	1.389 (4)	C19—C20	1.395 (4)
C2—H2	0.9500	C19—H19	0.9500
C3—C4	1.386 (4)	C20—H20	0.9500
C3—H3	0.9500	C21—C26	1.392 (4)
C4—C5	1.382 (4)	C21—C22	1.385 (4)
C4—H4	0.9500	C22—C23	1.390 (4)
C5—C6	1.394 (4)	C22—H22	0.9500
C5—H5	0.9500	C23—C24	1.384 (4)
C6—H6	0.9500	C23—H23	0.9500
C7—C8	1.400 (4)	C24—C25	1.371 (4)
C7—C12	1.389 (4)	C24—H24	0.9500
C8—C9	1.391 (4)	C25—C26	1.379 (4)
C8—H8	0.9500	C25—H25	0.9500
C9—C10	1.381 (4)	C26—H26	0.9500
C9—H9	0.9500
P1—Pd—P2	84.73 (3)	C9—C10—H10	119.6
P1—Pd—O1	90.02 (6)	C10—C11—C12	120.3 (3)
P1—Pd—O4	175.42 (6)	C10—C11—H11	119.9
P2—Pd—O1	171.82 (5)	C12—C11—H11	119.9
P2—Pd—O4	98.66 (6)	C7—C12—C11	119.1 (3)
O1—Pd—O4	86.94 (7)	C7—C12—H12	120.4
C1—P1—C7	106.25 (11)	C11—C12—H12	120.4
C1—P1—C13	107.21 (12)	C14—C13—P1	106.82 (17)
C7—P1—C13	109.08 (12)	C14—C13—H13A	110.4
C1—P1—Pd	110.22 (9)	P1—C13—H13A	110.4
C7—P1—Pd	113.79 (8)	C14—C13—H13B	110.4
Pd—P1—C13	110.03 (9)	P1—C13—H13B	110.4
C15—P2—C21	103.85 (12)	H13A—C13—H13B	108.6
C15—P2—C14	108.76 (12)	C13—C14—P2	106.42 (17)
C21—P2—C14	104.94 (12)	C13—C14—H14A	110.4
C15—P2—Pd	117.79 (9)	P2—C14—H14A	110.4
C21—P2—Pd	112.41 (9)	C13—C14—H14B	110.4
Pd—P2—C14	108.30 (9)	P2—C14—H14B	110.4
Pd—O1—N1	114.33 (14)	H14A—C14—H14B	108.6
Pd—O4—N2	111.20 (15)	C20—C15—C16	120.0 (2)
O2—N1—O3	123.2 (2)	C20—C15—P2	121.8 (2)
O2—N1—O1	119.3 (2)	C16—C15—P2	117.9 (2)
O3—N1—O1	117.5 (2)	C17—C16—C15	120.0 (3)
O6—N2—O5	122.7 (2)	C17—C16—H16	120.0
O6—N2—O4	118.0 (2)	C15—C16—H16	120.0
O5—N2—O4	119.2 (2)	C18—C17—C16	120.0 (3)
C2—C1—C6	120.5 (2)	C18—C17—H17	120.0
C2—C1—P1	118.13 (19)	C16—C17—H17	120.0
C6—C1—P1	121.37 (19)	C17—C18—C19	120.9 (3)
C1—C2—C3	119.4 (3)	C17—C18—H18	119.6
C1—C2—H2	120.3	C19—C18—H18	119.6
C3—C2—H2	120.3	C18—C19—C20	119.5 (3)
C2—C3—C4	120.3 (3)	C18—C19—H19	120.2
C2—C3—H3	119.9	C20—C19—H19	120.2
C4—C3—H3	119.9	C15—C20—C19	119.6 (3)
C5—C4—C3	120.3 (2)	C15—C20—H20	120.2
C5—C4—H4	119.9	C19—C20—H20	120.2
C3—C4—H4	119.9	C26—C21—C22	119.7 (2)
C4—C5—C6	120.2 (2)	C26—C21—P2	119.1 (2)
C4—C5—H5	119.9	C22—C21—P2	121.17 (19)
C6—C5—H5	119.9	C21—C22—C23	119.8 (2)
C5—C6—C1	119.3 (2)	C21—C22—H22	120.1
C5—C6—H6	120.3	C23—C22—H22	120.1
C1—C6—H6	120.3	C24—C23—C22	119.6 (3)
C8—C7—C12	120.4 (2)	C24—C23—H23	120.2
C8—C7—P1	117.21 (19)	C22—C23—H23	120.2
C12—C7—P1	122.3 (2)	C23—C24—C25	120.8 (2)
C7—C8—C9	119.4 (3)	C23—C24—H24	119.6
C7—C8—H8	120.3	C25—C24—H24	119.6
C9—C8—H8	120.3	C26—C25—C24	119.8 (3)
C10—C9—C8	119.9 (3)	C26—C25—H25	120.1
C10—C9—H9	120.0	C24—C25—H25	120.1
C8—C9—H9	120.0	C25—C26—C21	120.2 (3)
C11—C10—C9	120.7 (3)	C25—C26—H26	119.9
C11—C10—H10	119.6	C21—C26—H26	119.9