[μ-N,N,N',N'-Tetra-kis(diphenyl-phosphino-meth-yl)benzene-1,4-diamine-κP,P':P'',P''']bis-[bis-(nitrato-κO)palladium(II)].

The asymmetric unit of the title complex, [Pd(2)(NO(3))(4)(C(58)H(52)N(2)P(4))], contains one half-mol-ecule, in which the central benzene ring is located on a crystallographic centre of inversion. The Pd atom has a distorted square-planar coordination consisting of two P and two O atoms. In the crystal structure, inter-molecular C-H⋯O inter-actions link the mol-ecules into chains, and π-π contacts between the phenyl rings [centroid-centroid distance = 3.928 (3) Å] may further stabilize the structure.

Related literature

For related structures, see: Aucott et al. (2002 ▶); Ganesamoorthy et al. (2008 ▶); Wang et al. (2008 ▶). For bond-length data, see: Allen et al. (1987 ▶). For ring-puckering parameters, see: Cremer & Pople (1975 ▶).

Experimental

Crystal data

[Pd2(NO3)4(C58H52N2P4)]

M = 1361.74

Monoclinic,

a = 8.0715 (2) Å

b = 21.3419 (7) Å

c = 16.0283 (5) Å

β = 92.937 (3)°

V = 2757.43 (14) Å3

Z = 2

Mo Kα radiation

μ = 0.84 mm−1

T = 294 K

0.40 × 0.15 × 0.15 mm

Data collection

Oxford Diffraction Gemini S Untra diffractometer

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2007 ▶) T min = 0.773, T max = 0.882

13871 measured reflections

6838 independent reflections

3511 reflections with I > 2σ(I)

R int = 0.035

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.072

S = 0.80

6838 reflections

370 parameters

H-atom parameters constrained

Δρmax = 1.04 e Å−3

Δρmin = −0.37 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2007 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2007 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680901486X/hk2653sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680901486X/hk2653Isup2.hkl

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

[Pd2(NO3)4(C58H52N2P4)]	F(000) = 1380
Mr = 1361.74	Dx = 1.640 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 4249 reflections
a = 8.0715 (2) Å	θ = 11.3–28.6°
b = 21.3419 (7) Å	µ = 0.84 mm−1
c = 16.0283 (5) Å	T = 294 K
β = 92.937 (3)°	Block, yellow
V = 2757.43 (14) Å3	0.4 × 0.15 × 0.15 mm
Z = 2

Gemini S Untra diffractometer	6838 independent reflections
Radiation source: Enhance (Mo) X-ray Source	3511 reflections with I > 2σ(I)
graphite	Rint = 0.035
Detector resolution: 16.0855 pixels mm-1	θmax = 30.2°, θmin = 2.8°
ω scans	h = −11→9
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2007)	k = −28→27
Tmin = 0.773, Tmax = 0.882	l = −22→21
13871 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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072	H-atom parameters constrained
S = 0.80	w = 1/[σ2(Fo2) + (0.0313P)2] where P = (Fo2 + 2Fc2)/3
6838 reflections	(Δ/σ)max = 0.004
370 parameters	Δρmax = 1.04 e Å−3
0 restraints	Δρmin = −0.37 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 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	1.39486 (3)	1.789182 (12)	0.214196 (13)	0.02504 (8)
P1	1.22599 (9)	1.78487 (4)	0.10059 (4)	0.02366 (18)
P2	1.30017 (9)	1.88209 (4)	0.24940 (5)	0.02471 (19)
O1	1.4811 (3)	1.60188 (12)	0.22173 (15)	0.0613 (8)
O2	1.3721 (3)	1.67330 (12)	0.29761 (14)	0.0461 (6)
O3	1.4938 (2)	1.69934 (10)	0.18353 (12)	0.0311 (5)
O4	1.8332 (3)	1.83114 (12)	0.33338 (14)	0.0518 (7)
O5	1.7301 (3)	1.81444 (13)	0.20792 (14)	0.0486 (7)
O6	1.5755 (2)	1.80091 (10)	0.31524 (11)	0.0298 (5)
N1	1.0910 (3)	1.90013 (12)	0.11125 (14)	0.0271 (6)
N2	1.4459 (3)	1.65651 (15)	0.23480 (18)	0.0391 (7)
N3	1.7185 (3)	1.81587 (13)	0.28399 (18)	0.0372 (7)
C1	0.9830 (3)	1.93941 (14)	−0.02623 (17)	0.0299 (8)
H1A	0.9729	1.8985	−0.0457	0.036*
C2	1.0433 (3)	1.94993 (14)	0.05573 (16)	0.0240 (7)
C3	1.0617 (3)	2.01198 (14)	0.07878 (18)	0.0286 (8)
H3A	1.1061	2.0212	0.1320	0.034*
C4	1.0437 (3)	1.83578 (14)	0.09201 (17)	0.0264 (7)
H4A	0.9936	1.8335	0.0358	0.032*
H4B	0.9624	1.8217	0.1304	0.032*
C5	1.3384 (3)	1.80561 (14)	0.00986 (17)	0.0264 (7)
C6	1.5000 (4)	1.82739 (15)	0.0189 (2)	0.0352 (8)
H6A	1.5527	1.8304	0.0717	0.042*
C7	1.5828 (4)	1.84462 (17)	−0.0511 (2)	0.0417 (9)
H7A	1.6916	1.8589	−0.0451	0.050*
C8	1.5067 (4)	1.84081 (16)	−0.1282 (2)	0.0390 (8)
H8A	1.5637	1.8523	−0.1748	0.047*
C9	1.3461 (4)	1.82008 (16)	−0.1380 (2)	0.0378 (9)
H9A	1.2945	1.8180	−0.1911	0.045*
C10	1.2609 (4)	1.80238 (15)	−0.06993 (18)	0.0321 (8)
H10A	1.1520	1.7883	−0.0769	0.039*
C11	1.1447 (3)	1.70636 (15)	0.08770 (17)	0.0249 (7)
C12	1.2026 (4)	1.66574 (15)	0.02931 (19)	0.0305 (8)
H12A	1.2794	1.6793	−0.0081	0.037*
C13	1.1461 (5)	1.60480 (16)	0.0265 (2)	0.0422 (9)
H13A	1.1848	1.5774	−0.0132	0.051*
C14	1.0363 (4)	1.58451 (16)	0.0802 (2)	0.0438 (9)
H14A	0.9999	1.5432	0.0776	0.053*
C15	0.9767 (5)	1.62465 (18)	0.1396 (2)	0.0497 (10)
H15A	0.8998	1.6104	0.1765	0.060*
C16	1.0314 (4)	1.68549 (16)	0.1437 (2)	0.0387 (9)
H16A	0.9928	1.7126	0.1839	0.046*
C17	1.1050 (3)	1.91098 (15)	0.20009 (16)	0.0267 (7)
H17A	1.0131	1.8906	0.2258	0.032*
H17B	1.0963	1.9556	0.2105	0.032*
C18	1.4595 (4)	1.93885 (15)	0.23045 (18)	0.0279 (7)
C19	1.4731 (4)	1.96391 (15)	0.15109 (19)	0.0353 (8)
H19A	1.3939	1.9545	0.1088	0.042*
C20	1.6040 (4)	2.00260 (17)	0.1352 (2)	0.0411 (9)
H20A	1.6123	2.0196	0.0822	0.049*
C21	1.7229 (4)	2.01633 (16)	0.1973 (2)	0.0404 (9)
H21A	1.8105	2.0429	0.1863	0.048*
C22	1.7118 (4)	1.99062 (17)	0.2755 (2)	0.0398 (9)
H22A	1.7926	1.9995	0.3172	0.048*
C23	1.5816 (4)	1.95192 (15)	0.29200 (19)	0.0348 (8)
H23A	1.5752	1.9344	0.3448	0.042*
C24	1.2525 (3)	1.88447 (15)	0.35784 (17)	0.0258 (7)
C25	1.2340 (4)	1.83006 (16)	0.40314 (18)	0.0320 (8)
H25A	1.2617	1.7917	0.3802	0.038*
C26	1.1751 (4)	1.83253 (18)	0.4817 (2)	0.0410 (9)
H26A	1.1623	1.7957	0.5117	0.049*
C27	1.1346 (4)	1.8891 (2)	0.5166 (2)	0.0490 (10)
H27A	1.0932	1.8903	0.5696	0.059*
C28	1.1551 (4)	1.9432 (2)	0.4734 (2)	0.0479 (10)
H28A	1.1301	1.9814	0.4976	0.058*
C29	1.2133 (4)	1.94164 (17)	0.39349 (19)	0.0374 (8)
H29A	1.2260	1.9787	0.3639	0.045*

	U11	U22	U33	U12	U13	U23
Pd1	0.02445 (13)	0.02725 (13)	0.02345 (13)	0.00320 (13)	0.00145 (9)	0.00167 (13)
P1	0.0258 (4)	0.0238 (4)	0.0215 (4)	0.0005 (4)	0.0019 (3)	0.0011 (4)
P2	0.0240 (4)	0.0260 (5)	0.0242 (4)	0.0002 (4)	0.0017 (3)	0.0016 (4)
O1	0.092 (2)	0.0341 (16)	0.0588 (17)	0.0263 (16)	0.0099 (14)	0.0110 (14)
O2	0.0473 (15)	0.0508 (17)	0.0411 (15)	0.0053 (13)	0.0123 (12)	0.0066 (13)
O3	0.0336 (12)	0.0306 (13)	0.0294 (12)	0.0073 (11)	0.0068 (9)	0.0021 (11)
O4	0.0329 (14)	0.0729 (19)	0.0481 (15)	−0.0094 (14)	−0.0126 (11)	0.0088 (14)
O5	0.0395 (14)	0.078 (2)	0.0293 (13)	−0.0059 (14)	0.0083 (10)	0.0091 (13)
O6	0.0195 (11)	0.0434 (15)	0.0266 (11)	0.0012 (11)	0.0019 (8)	0.0020 (10)
N1	0.0311 (15)	0.0222 (14)	0.0275 (14)	0.0011 (13)	−0.0017 (11)	−0.0015 (12)
N2	0.0383 (17)	0.044 (2)	0.0356 (18)	0.0165 (16)	0.0058 (13)	0.0134 (17)
N3	0.0301 (17)	0.0392 (17)	0.0421 (18)	0.0000 (14)	−0.0012 (14)	0.0075 (15)
C1	0.0334 (18)	0.0218 (17)	0.0339 (18)	0.0022 (15)	−0.0028 (14)	−0.0037 (15)
C2	0.0243 (17)	0.0253 (17)	0.0226 (17)	0.0047 (15)	0.0042 (13)	0.0035 (15)
C3	0.0331 (18)	0.0288 (19)	0.0235 (16)	0.0015 (16)	−0.0044 (13)	−0.0022 (15)
C4	0.0241 (17)	0.0296 (18)	0.0258 (17)	0.0001 (15)	0.0036 (13)	0.0042 (15)
C5	0.0266 (17)	0.0259 (18)	0.0268 (17)	0.0001 (14)	0.0038 (13)	0.0016 (14)
C6	0.035 (2)	0.035 (2)	0.0363 (19)	0.0006 (18)	0.0026 (15)	0.0065 (17)
C7	0.035 (2)	0.050 (2)	0.040 (2)	−0.0088 (19)	0.0065 (16)	0.0088 (19)
C8	0.042 (2)	0.044 (2)	0.0331 (19)	−0.0032 (19)	0.0169 (15)	0.0040 (17)
C9	0.048 (2)	0.034 (2)	0.0313 (19)	0.0001 (19)	0.0014 (16)	0.0023 (17)
C10	0.0289 (17)	0.036 (2)	0.0320 (18)	−0.0045 (16)	0.0041 (14)	0.0015 (16)
C11	0.0276 (17)	0.0246 (17)	0.0222 (15)	0.0014 (16)	−0.0017 (13)	0.0026 (16)
C12	0.0293 (18)	0.0280 (19)	0.0346 (18)	0.0013 (16)	0.0043 (14)	0.0048 (17)
C13	0.063 (3)	0.024 (2)	0.039 (2)	0.0072 (19)	0.0000 (18)	−0.0046 (18)
C14	0.064 (3)	0.0213 (19)	0.045 (2)	−0.0073 (19)	−0.0067 (19)	0.0044 (18)
C15	0.066 (3)	0.043 (2)	0.042 (2)	−0.018 (2)	0.0138 (18)	0.008 (2)
C16	0.049 (2)	0.032 (2)	0.035 (2)	−0.0066 (18)	0.0085 (16)	0.0010 (17)
C17	0.0216 (16)	0.0277 (18)	0.0310 (18)	0.0059 (15)	0.0035 (13)	0.0050 (15)
C18	0.0253 (17)	0.0257 (18)	0.0328 (18)	0.0046 (15)	0.0016 (13)	−0.0034 (15)
C19	0.0320 (19)	0.033 (2)	0.041 (2)	−0.0028 (17)	0.0057 (15)	0.0012 (17)
C20	0.038 (2)	0.041 (2)	0.045 (2)	0.0015 (19)	0.0106 (16)	0.0052 (18)
C21	0.037 (2)	0.029 (2)	0.056 (2)	−0.0055 (17)	0.0153 (17)	−0.0056 (19)
C22	0.0274 (19)	0.039 (2)	0.054 (2)	−0.0034 (17)	0.0044 (15)	−0.0153 (19)
C23	0.040 (2)	0.034 (2)	0.0301 (18)	0.0011 (17)	0.0053 (15)	−0.0023 (17)
C24	0.0182 (16)	0.0330 (19)	0.0260 (16)	−0.0040 (15)	0.0005 (12)	0.0046 (16)
C25	0.0304 (18)	0.039 (2)	0.0266 (18)	−0.0057 (17)	0.0020 (14)	−0.0024 (17)
C26	0.042 (2)	0.048 (3)	0.032 (2)	−0.017 (2)	0.0028 (16)	0.0041 (19)
C27	0.044 (2)	0.072 (3)	0.032 (2)	−0.018 (2)	0.0144 (16)	−0.014 (2)
C28	0.044 (2)	0.055 (3)	0.046 (2)	−0.002 (2)	0.0145 (17)	−0.013 (2)
C29	0.038 (2)	0.039 (2)	0.036 (2)	−0.0014 (18)	0.0014 (15)	0.0011 (18)

Pd1—P1	2.2198 (7)	C10—H10A	0.9300
Pd1—P2	2.2087 (9)	C11—C12	1.375 (4)
Pd1—O3	2.144 (2)	C11—C16	1.388 (4)
Pd1—O6	2.1377 (17)	C12—C13	1.378 (4)
P1—C4	1.829 (3)	C12—H12A	0.9300
P1—C5	1.808 (3)	C13—C14	1.338 (5)
P1—C11	1.807 (3)	C13—H13A	0.9300
P2—C17	1.833 (3)	C14—C15	1.385 (5)
P2—C18	1.803 (3)	C14—H14A	0.9300
P2—C24	1.800 (3)	C15—C16	1.372 (5)
O1—N2	1.221 (4)	C15—H15A	0.9300
O2—N2	1.248 (3)	C16—H16A	0.9300
O3—N2	1.301 (3)	C17—H17A	0.9700
O4—N3	1.231 (3)	C17—H17B	0.9700
O5—N3	1.228 (3)	C18—C19	1.389 (4)
O6—N3	1.320 (3)	C18—C23	1.387 (4)
N1—C2	1.426 (3)	C19—C20	1.375 (4)
N1—C4	1.454 (4)	C19—H19A	0.9300
N1—C17	1.441 (3)	C20—C21	1.378 (4)
C1—C2	1.396 (4)	C20—H20A	0.9300
C1—C3i	1.373 (4)	C21—C22	1.376 (4)
C1—H1A	0.9300	C21—H21A	0.9300
C2—C3	1.381 (4)	C22—C23	1.373 (4)
C3—C1i	1.373 (4)	C22—H22A	0.9300
C3—H3A	0.9300	C23—H23A	0.9300
C4—H4A	0.9700	C24—C25	1.381 (4)
C4—H4B	0.9700	C24—C29	1.391 (4)
C5—C6	1.386 (4)	C25—C26	1.370 (4)
C5—C10	1.396 (4)	C25—H25A	0.9300
C6—C7	1.384 (4)	C26—C27	1.376 (5)
C6—H6A	0.9300	C26—H26A	0.9300
C7—C8	1.354 (4)	C27—C28	1.360 (5)
C7—H7A	0.9300	C27—H27A	0.9300
C8—C9	1.371 (4)	C28—C29	1.387 (4)
C8—H8A	0.9300	C28—H28A	0.9300
C9—C10	1.372 (4)	C29—H29A	0.9300
C9—H9A	0.9300
P2—Pd1—P1	92.34 (3)	C9—C10—H10A	120.2
O3—Pd1—P1	89.72 (5)	C12—C11—P1	121.9 (2)
O3—Pd1—P2	177.92 (5)	C12—C11—C16	119.8 (3)
O3—Pd1—O6	91.77 (8)	C16—C11—P1	118.1 (2)
O6—Pd1—P1	173.04 (6)	C11—C12—C13	119.6 (3)
O6—Pd1—P2	86.15 (6)	C11—C12—H12A	120.2
C4—P1—Pd1	119.67 (10)	C13—C12—H12A	120.2
C5—P1—Pd1	109.72 (9)	C12—C13—H13A	119.5
C5—P1—C4	103.24 (13)	C14—C13—C12	120.9 (3)
C11—P1—Pd1	109.65 (9)	C14—C13—H13A	119.5
C11—P1—C4	104.84 (13)	C13—C14—C15	120.4 (3)
C11—P1—C5	109.21 (14)	C13—C14—H14A	119.8
C17—P2—Pd1	119.53 (10)	C15—C14—H14A	119.8
C18—P2—Pd1	107.51 (10)	C14—C15—H15A	120.1
C18—P2—C17	107.81 (14)	C16—C15—C14	119.8 (3)
C24—P2—Pd1	111.46 (11)	C16—C15—H15A	120.1
C24—P2—C17	100.67 (13)	C11—C16—H16A	120.2
C24—P2—C18	109.47 (14)	C15—C16—C11	119.6 (3)
N2—O3—Pd1	110.94 (18)	C15—C16—H16A	120.2
N3—O6—Pd1	108.45 (16)	P2—C17—H17A	108.9
C2—N1—C4	120.8 (2)	P2—C17—H17B	108.9
C2—N1—C17	120.1 (2)	N1—C17—P2	113.2 (2)
C17—N1—C4	111.6 (2)	N1—C17—H17A	108.9
O1—N2—O2	122.5 (3)	N1—C17—H17B	108.9
O1—N2—O3	118.9 (3)	H17A—C17—H17B	107.7
O2—N2—O3	118.5 (3)	C19—C18—P2	120.2 (2)
O4—N3—O5	123.5 (3)	C23—C18—P2	120.1 (2)
O4—N3—O6	117.6 (3)	C23—C18—C19	119.1 (3)
O5—N3—O6	118.9 (2)	C18—C19—H19A	120.0
C2—C1—H1A	119.2	C20—C19—C18	119.9 (3)
C3i—C1—C2	121.6 (3)	C20—C19—H19A	120.0
C3i—C1—H1A	119.2	C19—C20—C21	120.5 (3)
C1—C2—N1	122.5 (3)	C19—C20—H20A	119.8
C3—C2—C1	115.7 (3)	C21—C20—H20A	119.8
C3—C2—N1	121.7 (2)	C20—C21—H21A	120.1
C1i—C3—C2	122.6 (3)	C22—C21—C20	119.8 (3)
C1i—C3—H3A	118.7	C22—C21—H21A	120.1
C2—C3—H3A	118.7	C21—C22—H22A	119.9
P1—C4—H4A	109.6	C23—C22—C21	120.1 (3)
P1—C4—H4B	109.6	C23—C22—H22A	119.9
N1—C4—P1	110.08 (19)	C18—C23—H23A	119.8
N1—C4—H4A	109.6	C22—C23—C18	120.5 (3)
N1—C4—H4B	109.6	C22—C23—H23A	119.8
H4A—C4—H4B	108.2	C25—C24—C29	119.3 (3)
C6—C5—P1	120.5 (2)	C25—C24—P2	121.2 (2)
C6—C5—C10	119.2 (3)	C29—C24—P2	119.1 (2)
C10—C5—P1	120.3 (2)	C24—C25—H25A	119.9
C5—C6—H6A	120.1	C26—C25—C24	120.2 (3)
C7—C6—C5	119.7 (3)	C26—C25—H25A	119.9
C7—C6—H6A	120.1	C25—C26—C27	120.5 (4)
C6—C7—H7A	119.7	C25—C26—H26A	119.8
C8—C7—C6	120.5 (3)	C27—C26—H26A	119.8
C8—C7—H7A	119.7	C26—C27—H27A	120.0
C7—C8—C9	120.4 (3)	C28—C27—C26	120.0 (3)
C7—C8—H8A	119.8	C28—C27—H27A	120.0
C9—C8—H8A	119.8	C27—C28—C29	120.4 (4)
C8—C9—C10	120.5 (3)	C27—C28—H28A	119.8
C8—C9—H9A	119.7	C29—C28—H28A	119.8
C10—C9—H9A	119.7	C24—C29—H29A	120.2
C5—C10—H10A	120.2	C28—C29—C24	119.7 (3)
C9—C10—C5	119.7 (3)	C28—C29—H29A	120.2

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4B···O5ii	0.97	2.31	3.248 (3)	163

Pd1—P1	2.2198 (7)
Pd1—P2	2.2087 (9)
Pd1—O3	2.144 (2)
Pd1—O6	2.1377 (17)

P2—Pd1—P1	92.34 (3)
O3—Pd1—P1	89.72 (5)
O3—Pd1—P2	177.92 (5)
O3—Pd1—O6	91.77 (8)
O6—Pd1—P1	173.04 (6)
O6—Pd1—P2	86.15 (6)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C4—H4B⋯O5i	0.97	2.31	3.248 (3)	163

Symmetry code: (i) .