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The title compound, [Cr2(C16H18P2)(CO)10]·CDCl3, crystallizes with one CDCl3 solvent mol­ecule per formula unit, with the solvent mol­ecule residing in a niche between the two phenyl rings. The crystal studied was an inversion twin. The crystal packing shows secondary C—H...O inter­actions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807057182/gg3122sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807057182/gg3122Isup2.hkl
Contains datablock I

CCDC reference: 672657

Key indicators

  • Single-crystal X-ray study
  • T = 133 K
  • Mean [sigma](C-C) = 0.006 Å
  • Some non-H atoms missing
  • R factor = 0.052
  • wR factor = 0.115
  • Data-to-parameter ratio = 23.6

checkCIF/PLATON results

No syntax errors found



Alert level C STRVA01_ALERT_4_C Flack test results are ambiguous. From the CIF: _refine_ls_abs_structure_Flack 0.480 From the CIF: _refine_ls_abs_structure_Flack_su 0.020 PLAT033_ALERT_2_C Flack Parameter Value Deviates 2 * su from zero. 0.48 PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.90 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.57 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for C33 - C34 .. 5.34 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cr1 - C7 .. 5.48 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cr2 - C14 .. 5.50 su PLAT431_ALERT_2_C Short Inter HL..A Contact Cl2 .. O14 .. 3.19 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H36 .. CL3 .. 2.97 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H23 .. O12 .. 2.66 Ang.
Alert level G FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the _chemical_formula_sum and the formula from the _atom_site* data. Atom count from _chemical_formula_sum:C27 H18 Cl3 Cr2 D1 O10 P2 Atom count from the _atom_site data: C27 H19 Cl3 Cr2 O10 P2 CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected. CELLZ01_ALERT_1_G ALERT: Large difference may be due to a symmetry error - see SYMMG tests From the CIF: _cell_formula_units_Z 4 From the CIF: _chemical_formula_sum C27 H18 Cl3 Cr2 D O10 P2 TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 108.00 108.00 0.00 H 72.00 76.00 -4.00 Cl 12.00 12.00 0.00 Cr 8.00 8.00 0.00 D 4.00 0.00 4.00 O 40.00 40.00 0.00 P 8.00 8.00 0.00 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 30.04 From the CIF: _reflns_number_total 9399 Count of symmetry unique reflns 5238 Completeness (_total/calc) 179.44% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 4161 Fraction of Friedel pairs measured 0.794 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 12 ALERT level C = Check and explain 4 ALERT level G = General alerts; check 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 7 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 4 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Comment top

We are interested in configuration and conformation of various heterocyclic phosphorus ring systems and report herein the first structure of a transition metal carbonyl complex of the liugand 1,4-diphenyl-1,4-diphosphorinane (II). For the parent compound (II), prepared according to Hinton and Mann (Hinton & Mann, 1959), the structure of the trans-isomer has been reported (Brooks et al., 1989). There are only two structures of cationic Ni complexes of (II) known, both of them are chelates (Clemente, 2005; Cucciolito et al., 2003). The disulfide (Issleib & Standtke, 1963) and the dioxide (Gallagher & Rae, 1979; Gallagher et al., 1979) derivatives of (II) have been obtained as cis/trans mixture. In the case of the dioxide, both cis- and trans-isomers, have been analysed by X-ray diffraction (Gallagher & Rae, 1979; Gallagher et al., 1979). 1,4-Dipheny-1,4-diphosphorinane (II) reacts with acetonitrilepentacarbonylchromium(0) to give a mixture of cis- and trans-isomers in solution. The 31P NMR spectrum shows two singlets very close to one another (30.8 p.p.m., 86%, and 31.7 p.p.m., 14%). Suitable single crystals were obtained only for the cis-isomer (I) from CDCl3 by slow evaporation at room temperature. The crystal is a twinned as indicated by the Flack parameter of 0.48 (2) and was treated using a BASF value of 0.482 and TWIN command in the refinement.

The molecular structure of (I) is shown in Fig. 1. The six-membered diphosphorinane ring adopts a chair conformation with corresponding torsion angles 52.2 (3)° (C3—P4—C5—C6), -59.4 (3)° (C6—P1—C2—C3) and 66.6 (3)° (P1—C2—C3—P4). The substituents Ph and Cr(CO)5 at P atoms are in a cis-arrangement. The geometry around phosphorus is distorted tetrahedral with angles ranging from 100.69 (16)° (C21—P1—C6) to 117.82 (12)° (C6—P1—Cr1) (Table 1). The P1—Cr1 and P4—Cr2 bond distances of 2,3786 (11) Å and 2.3695 (11) Å are similar to the P—Cr bond length of 2.3664 (5) Å in Me3PCr(CO)5 (Lee & Brown, 1992) and slightly shorter than the P—Cr bond length of 2.422 (1) Å in Ph3PCr(CO)5 (Plastas et al., 1973). The trans-Cr1—C11 and trans-Cr2—C16 bond distances are correspondingly longer [1.860 (4) Å and 1.876 (4) Å cf. 1.850 (2) Å in Me3PCr(CO)5 and 1.845 (4) Å in Ph3PCr(CO)5].

Related literature top

For related literature, see: Brooks et al. (1989); Clemente (2005); Cucciolito et al. (2003); Gallagher & Rae (1979); Gallagher, Peterson & Rae (1979); Hinton & Mann (1959); Issleib & Standtke (1963); Lee & Brown (1992); Plastas et al. (1973).

Experimental top

A mixture of 40 ml pentane, 0.63 g (2.314 mmol) of (II) and 1.58 g (6.778 mmol) Cr(CO)5(CH3CN) was stirred at room temperature under exclusion of light. The reaction mixture was monitored by 31P NMR spectroscopy (C6D6 capillary). The reaction was complete after 2 days of stirring. The precipitate was filtered off and washed with 20 ml pentane and 20 ml hexane. After drying in vacuo, 1.08 g of a yellowish solid was obtained. Crystallization from CDCl3 gave (I). Yield: 71%; Mp = 165–168°C. Elemental analysis calculated: C 47.58, H 2.76%; found: C 47.88, H 2.95%. IR (KBr, ν, cm-1): 2065 (versus), 1920 (versus, br), 1437 (m), 1410 (m), 1131 (m), 845 (m), 743 (m), 695 (s), 673 (versus), 552 (s), 494 (m), 465 (m); 1H NMR (400 MHz, CDCl3): δ 2.67 (br, 8H, CH2) 7,42 (br, 10H, Ph); 13C NMR (100.61 MHz, CDCl3): δ 23.7 (pseudo-d, N = 1JCP + 2JCP = 17.7 Hz, CH2) 127.9–135.9 (m, Ph) 216.1 (pseudo-d, N = 2JCP + 5JCP= 13.2 Hz, CO–cis) 220.5 (s, CO–trans); 31P NMR (81 MHz, CDCl3): δ 30.8.

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens, 1994); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Figures top
[Figure 1] Fig. 1. The independent components of I, showing the atom-labelling scheme. Displacement ellipsoids are drawn at the 50% probability level.
cis-µ-1,4-Diphenyl-1,4-diphosphorinane-κ2P:P'- bis[pentacarbonylchromium(0)] deuterochloroform solvate top
Crystal data top
[Cr2(C16H18P2)(CO)10]·CDCl3Dx = 1.603 Mg m3
Mr = 776.72Melting point: 440 K
Orthorhombic, P212121Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2abCell parameters from 9963 reflections
a = 10.7040 (12) Åθ = 2.4–30.5°
b = 11.6806 (12) ŵ = 1.08 mm1
c = 25.7328 (16) ÅT = 133 K
V = 3217.3 (5) Å3Tablet, colourless
Z = 40.18 × 0.11 × 0.09 mm
F(000) = 1560
Data collection top
Bruker SMART 1000CCD
diffractometer
9399 independent reflections
Radiation source: fine-focus sealed tube7487 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.084
Detector resolution: 8.192 pixels mm-1θmax = 30.0°, θmin = 1.6°
ω– and ϕ–scansh = 1514
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 1616
Tmin = 0.742, Tmax = 0.909l = 3436
53237 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.052H-atom parameters constrained
wR(F2) = 0.115 w = 1/[σ2(Fo2) + (0.0495P)2 + 3.2419P]
where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max < 0.001
9399 reflectionsΔρmax = 0.69 e Å3
398 parametersΔρmin = 0.44 e Å3
0 restraintsAbsolute structure: (Flack, 1983), 4161 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.48 (2)
Crystal data top
[Cr2(C16H18P2)(CO)10]·CDCl3V = 3217.3 (5) Å3
Mr = 776.72Z = 4
Orthorhombic, P212121Mo Kα radiation
a = 10.7040 (12) ŵ = 1.08 mm1
b = 11.6806 (12) ÅT = 133 K
c = 25.7328 (16) Å0.18 × 0.11 × 0.09 mm
Data collection top
Bruker SMART 1000CCD
diffractometer
9399 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
7487 reflections with I > 2σ(I)
Tmin = 0.742, Tmax = 0.909Rint = 0.084
53237 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.052H-atom parameters constrained
wR(F2) = 0.115Δρmax = 0.69 e Å3
S = 1.06Δρmin = 0.44 e Å3
9399 reflectionsAbsolute structure: (Flack, 1983), 4161 Friedel pairs
398 parametersAbsolute structure parameter: 0.48 (2)
0 restraints
Special details top

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 (Å2) top
xyzUiso*/Ueq
Cr10.16969 (5)0.33718 (5)0.19889 (2)0.01353 (12)
Cr20.11283 (6)0.19314 (5)0.10201 (2)0.01561 (12)
P10.33788 (9)0.23062 (7)0.16269 (3)0.01228 (16)
C20.3798 (4)0.0946 (3)0.19392 (13)0.0139 (6)
H2A0.46060.06750.17980.017*
H2B0.39030.10710.23170.017*
C30.2795 (4)0.0023 (3)0.18494 (14)0.0181 (7)
H3A0.19820.03270.19710.022*
H3B0.30000.06490.20680.022*
P40.26110 (9)0.04632 (7)0.11728 (3)0.01291 (18)
C50.2301 (4)0.0904 (3)0.08382 (14)0.0161 (7)
H5A0.22740.07580.04590.019*
H5B0.14650.11800.09440.019*
C60.3251 (3)0.1858 (3)0.09415 (12)0.0161 (7)
H6A0.30190.25330.07300.019*
H6B0.40820.15960.08220.019*
C70.1770 (4)0.2498 (3)0.26106 (14)0.0211 (8)
C80.0434 (4)0.2358 (3)0.17539 (13)0.0164 (7)
C90.1597 (4)0.4160 (3)0.13461 (15)0.0193 (8)
C100.2871 (4)0.4425 (3)0.22772 (17)0.0228 (8)
C110.0446 (4)0.4309 (3)0.22544 (15)0.0201 (8)
C120.1400 (4)0.2533 (3)0.16923 (15)0.0237 (9)
C130.2427 (4)0.2886 (3)0.07611 (17)0.0255 (9)
C140.0897 (4)0.1326 (3)0.03402 (16)0.0212 (8)
C150.0192 (4)0.1020 (3)0.12905 (16)0.0207 (8)
C160.0069 (4)0.3069 (3)0.08905 (14)0.0207 (8)
O70.1768 (3)0.1983 (2)0.29885 (11)0.0316 (7)
O80.0389 (3)0.1801 (2)0.16324 (12)0.0277 (6)
O90.1520 (3)0.4601 (3)0.09523 (12)0.0334 (7)
O100.3554 (3)0.5059 (3)0.24578 (14)0.0439 (9)
O110.0331 (3)0.4897 (3)0.24092 (13)0.0330 (7)
O120.1572 (4)0.2922 (3)0.20938 (12)0.0444 (9)
O130.3198 (3)0.3462 (3)0.06057 (14)0.0388 (8)
O140.0782 (3)0.0974 (3)0.00664 (12)0.0358 (8)
O150.1029 (3)0.0537 (3)0.14483 (12)0.0318 (7)
O160.0825 (3)0.3745 (3)0.08212 (13)0.0331 (7)
C210.4838 (3)0.3107 (3)0.16091 (13)0.0136 (6)
C220.5888 (3)0.2797 (3)0.18981 (14)0.0186 (7)
H220.58650.21310.21100.022*
C230.6971 (4)0.3460 (3)0.18781 (14)0.0214 (8)
H230.76860.32350.20720.026*
C240.7013 (4)0.4445 (4)0.15782 (17)0.0263 (9)
H240.77490.49000.15690.032*
C250.5973 (4)0.4760 (3)0.12927 (16)0.0255 (9)
H250.59970.54300.10830.031*
C260.4891 (4)0.4101 (3)0.13107 (15)0.0219 (8)
H260.41790.43310.11170.026*
C310.4194 (3)0.0828 (3)0.09818 (15)0.0156 (7)
C320.4960 (4)0.1476 (4)0.13037 (15)0.0254 (9)
H320.46690.16880.16390.030*
C330.6136 (4)0.1820 (4)0.11458 (19)0.0350 (10)
H330.66420.22680.13700.042*
C340.6580 (4)0.1504 (4)0.06531 (17)0.0306 (10)
H340.73920.17270.05450.037*
C350.5841 (4)0.0878 (3)0.03317 (18)0.0288 (10)
H350.61410.06580.00010.035*
C360.4645 (4)0.0556 (3)0.04871 (15)0.0210 (8)
H360.41270.01440.02530.025*
C990.8007 (4)0.2053 (4)0.05647 (15)0.0260 (9)
H990.79080.18060.09350.031*
Cl10.65207 (10)0.22884 (10)0.02999 (4)0.0332 (2)
Cl20.87929 (12)0.09637 (10)0.02228 (5)0.0383 (3)
Cl30.88993 (12)0.33268 (10)0.05508 (4)0.0375 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cr10.0121 (3)0.0124 (2)0.0161 (3)0.0000 (2)0.0004 (2)0.0022 (2)
Cr20.0157 (3)0.0123 (3)0.0188 (3)0.0028 (2)0.0007 (2)0.0002 (2)
P10.0126 (4)0.0114 (4)0.0128 (4)0.0005 (3)0.0001 (3)0.0002 (3)
C20.0185 (18)0.0106 (14)0.0125 (15)0.0001 (13)0.0010 (13)0.0002 (12)
C30.020 (2)0.0190 (18)0.0158 (17)0.0020 (14)0.0029 (14)0.0035 (14)
P40.0138 (5)0.0112 (4)0.0137 (4)0.0013 (3)0.0005 (3)0.0004 (3)
C50.0169 (19)0.0137 (16)0.0176 (17)0.0029 (14)0.0027 (14)0.0003 (13)
C60.0176 (18)0.0165 (16)0.0141 (15)0.0007 (14)0.0018 (13)0.0004 (13)
C70.023 (2)0.0169 (18)0.0236 (19)0.0048 (15)0.0017 (15)0.0067 (15)
C80.0155 (19)0.0156 (16)0.0181 (17)0.0013 (14)0.0002 (13)0.0032 (13)
C90.019 (2)0.0151 (17)0.0238 (19)0.0000 (15)0.0041 (15)0.0046 (14)
C100.017 (2)0.0193 (19)0.032 (2)0.0049 (15)0.0028 (16)0.0102 (17)
C110.020 (2)0.0235 (19)0.0171 (17)0.0023 (15)0.0003 (15)0.0019 (15)
C120.032 (2)0.0119 (17)0.027 (2)0.0042 (14)0.0012 (16)0.0034 (15)
C130.023 (2)0.0172 (19)0.036 (2)0.0084 (16)0.0004 (17)0.0076 (16)
C140.021 (2)0.0172 (18)0.025 (2)0.0036 (14)0.0013 (15)0.0076 (15)
C150.018 (2)0.0156 (17)0.028 (2)0.0061 (15)0.0019 (15)0.0003 (15)
C160.021 (2)0.0200 (18)0.0208 (18)0.0047 (15)0.0015 (14)0.0011 (15)
O70.046 (2)0.0285 (15)0.0199 (13)0.0021 (14)0.0069 (13)0.0045 (12)
O80.0219 (16)0.0235 (15)0.0378 (16)0.0063 (12)0.0058 (12)0.0014 (13)
O90.0368 (19)0.0271 (15)0.0362 (17)0.0004 (13)0.0040 (14)0.0111 (13)
O100.035 (2)0.0392 (19)0.058 (2)0.0085 (15)0.0069 (16)0.0282 (17)
O110.0267 (19)0.0329 (17)0.0395 (18)0.0107 (14)0.0113 (14)0.0043 (14)
O120.065 (3)0.0329 (17)0.0349 (17)0.0079 (17)0.0119 (17)0.0115 (14)
O130.0254 (18)0.0287 (16)0.062 (2)0.0015 (14)0.0034 (16)0.0145 (16)
O140.050 (2)0.0360 (17)0.0212 (15)0.0045 (15)0.0064 (14)0.0005 (13)
O150.0254 (17)0.0264 (15)0.0435 (18)0.0017 (13)0.0053 (14)0.0047 (13)
O160.0289 (18)0.0267 (16)0.0436 (18)0.0133 (13)0.0064 (14)0.0090 (13)
C210.0102 (17)0.0135 (15)0.0172 (16)0.0029 (12)0.0014 (12)0.0019 (13)
C220.016 (2)0.0180 (17)0.0217 (18)0.0005 (13)0.0013 (14)0.0008 (14)
C230.019 (2)0.0244 (19)0.0211 (18)0.0030 (15)0.0017 (13)0.0027 (16)
C240.016 (2)0.031 (2)0.032 (2)0.0107 (16)0.0026 (16)0.0065 (18)
C250.032 (3)0.0193 (19)0.026 (2)0.0077 (16)0.0026 (17)0.0029 (15)
C260.018 (2)0.025 (2)0.0230 (19)0.0028 (15)0.0003 (15)0.0087 (16)
C310.0120 (18)0.0103 (15)0.0245 (18)0.0039 (12)0.0037 (14)0.0012 (14)
C320.023 (2)0.031 (2)0.0223 (19)0.0051 (17)0.0070 (15)0.0078 (16)
C330.018 (2)0.038 (2)0.049 (3)0.0115 (19)0.016 (2)0.009 (2)
C340.014 (2)0.037 (2)0.040 (2)0.0004 (18)0.0027 (17)0.019 (2)
C350.029 (3)0.024 (2)0.033 (2)0.0049 (17)0.0140 (18)0.0107 (18)
C360.027 (2)0.0147 (17)0.0218 (19)0.0029 (15)0.0038 (15)0.0021 (15)
C990.019 (2)0.036 (2)0.0230 (19)0.0050 (16)0.0010 (15)0.0022 (17)
Cl10.0193 (5)0.0412 (6)0.0391 (6)0.0010 (4)0.0013 (4)0.0050 (5)
Cl20.0322 (6)0.0342 (6)0.0485 (7)0.0081 (5)0.0022 (5)0.0083 (5)
Cl30.0374 (6)0.0414 (6)0.0338 (5)0.0186 (5)0.0011 (5)0.0006 (5)
Geometric parameters (Å, º) top
Cr1—C71.899 (4)C22—C231.396 (5)
Cr1—C81.896 (4)C23—C241.386 (6)
Cr1—C91.896 (4)C24—C251.384 (6)
Cr1—C101.909 (4)C25—C261.392 (6)
Cr1—C111.860 (4)C31—C321.390 (5)
Cr1—P12.3786 (11)C31—C361.398 (5)
Cr2—C121.890 (4)C32—C331.382 (6)
Cr2—C131.903 (4)C33—C341.403 (7)
Cr2—C141.903 (4)C34—C351.358 (7)
Cr2—C151.901 (4)C35—C361.393 (6)
Cr2—C161.876 (4)C99—Cl11.753 (4)
Cr2—P42.3695 (11)C99—Cl21.761 (4)
P1—C21.836 (3)C99—Cl31.769 (4)
P1—C61.845 (3)C2—H2A0.9900
P1—C211.821 (4)C2—H2B0.9900
P4—C311.815 (4)C3—H3A0.9900
P4—C51.844 (4)C3—H3B0.9900
C2—C31.539 (5)C5—H5A0.9900
C3—P41.842 (4)C5—H5B0.9900
C5—C61.531 (5)C6—H6A0.9900
C7—O71.144 (5)C6—H6B0.9900
C8—O81.139 (4)C22—H220.9500
C9—O91.140 (5)C23—H230.9500
C10—O101.140 (5)C24—H240.9500
C11—O111.150 (5)C25—H250.9500
C12—O121.144 (5)C26—H260.9500
C13—O131.137 (5)C32—H320.9500
C14—O141.131 (5)C33—H330.9500
C15—O151.135 (5)C34—H340.9500
C16—O161.144 (5)C35—H350.9500
C21—C261.393 (5)C36—H360.9500
C21—C221.396 (5)C99—H991.0000
C11—Cr1—C888.37 (17)C21—C22—C23120.4 (3)
C11—Cr1—C989.64 (17)C24—C23—C22120.5 (4)
C8—Cr1—C989.13 (16)C25—C24—C23119.4 (4)
C11—Cr1—C792.11 (17)C24—C25—C26120.3 (4)
C8—Cr1—C787.85 (16)C25—C26—C21120.9 (4)
C9—Cr1—C7176.46 (15)C32—C31—C36117.6 (4)
C11—Cr1—C1087.21 (16)C32—C31—P4121.2 (3)
C8—Cr1—C10174.78 (17)C36—C31—P4121.0 (3)
C9—Cr1—C1093.62 (17)C33—C32—C31121.3 (4)
C7—Cr1—C1089.54 (18)C32—C33—C34119.9 (4)
C11—Cr1—P1175.46 (13)C35—C34—C33119.6 (4)
C8—Cr1—P195.06 (11)C34—C35—C36120.4 (4)
C9—Cr1—P187.44 (12)C35—C36—C31121.2 (4)
C7—Cr1—P191.00 (12)Cl1—C99—Cl2110.7 (2)
C10—Cr1—P189.50 (12)Cl1—C99—Cl3110.5 (2)
C16—Cr2—C1290.26 (16)Cl2—C99—Cl3109.9 (2)
C16—Cr2—C1587.37 (17)C3—C2—H2A109.3
C12—Cr2—C1589.28 (18)P1—C2—H2A109.3
C16—Cr2—C1391.25 (17)C3—C2—H2B109.3
C12—Cr2—C1389.44 (19)P1—C2—H2B109.3
C15—Cr2—C13178.12 (17)H2A—C2—H2B107.9
C16—Cr2—C1490.63 (16)C2—C3—H3A108.4
C12—Cr2—C14178.62 (19)P4—C3—H3A108.4
C15—Cr2—C1491.82 (17)C2—C3—H3B108.4
C13—Cr2—C1489.47 (18)P4—C3—H3B108.4
C16—Cr2—P4178.66 (13)H3A—C3—H3B107.4
C12—Cr2—P490.81 (12)C6—C5—H5A108.4
C15—Cr2—P491.83 (11)P4—C5—H5A108.4
C13—Cr2—P489.58 (12)C6—C5—H5B108.4
C14—Cr2—P488.33 (12)P4—C5—H5B108.4
C21—P1—C2104.25 (16)H5A—C5—H5B107.5
C21—P1—C6100.69 (16)C5—C6—H6A108.5
C2—P1—C6101.02 (15)P1—C6—H6A108.5
C21—P1—Cr1112.96 (11)C5—C6—H6B108.5
C2—P1—Cr1117.78 (12)P1—C6—H6B108.5
C6—P1—Cr1117.82 (12)H6A—C6—H6B107.5
C3—C2—P1111.7 (3)C21—C22—H22119.8
C2—C3—P4115.6 (2)C23—C22—H22119.8
C31—P4—C3103.24 (18)C24—C23—H23119.7
C31—P4—C5104.17 (17)C22—C23—H23119.7
C3—P4—C5101.13 (17)C25—C24—H24120.3
C31—P4—Cr2114.21 (11)C23—C24—H24120.3
C3—P4—Cr2116.85 (12)C24—C25—H25119.8
C5—P4—Cr2115.40 (12)C26—C25—H25119.8
C6—C5—P4115.5 (3)C25—C26—H26119.5
C5—C6—P1114.9 (2)C21—C26—H26119.5
O7—C7—Cr1177.4 (4)C33—C32—H32119.3
O8—C8—Cr1174.8 (3)C31—C32—H32119.3
O9—C9—Cr1177.6 (3)C32—C33—H33120.1
O10—C10—Cr1178.5 (4)C34—C33—H33120.1
O11—C11—Cr1178.7 (4)C35—C34—H34120.2
O12—C12—Cr2178.3 (4)C33—C34—H34120.2
O13—C13—Cr2179.5 (4)C34—C35—H35119.8
O14—C14—Cr2178.7 (4)C36—C35—H35119.8
O15—C15—Cr2175.5 (3)C35—C36—H36119.4
O16—C16—Cr2177.8 (4)C31—C36—H36119.4
C26—C21—C22118.5 (3)Cl1—C99—H99108.6
C26—C21—P1118.5 (3)Cl2—C99—H99108.6
C22—C21—P1123.0 (3)Cl3—C99—H99108.6
C8—Cr1—P1—C21165.99 (16)Cr2—P4—C5—C6179.3 (2)
C9—Cr1—P1—C2177.09 (17)P4—C5—C6—P161.1 (3)
C7—Cr1—P1—C21106.08 (17)C21—P1—C6—C5164.9 (3)
C10—Cr1—P1—C2116.55 (18)C2—P1—C6—C558.0 (3)
C8—Cr1—P1—C272.33 (17)Cr1—P1—C6—C571.8 (3)
C9—Cr1—P1—C2161.22 (17)C2—P1—C21—C26168.6 (3)
C7—Cr1—P1—C215.60 (17)C6—P1—C21—C2664.2 (3)
C10—Cr1—P1—C2105.13 (19)Cr1—P1—C21—C2662.4 (3)
C8—Cr1—P1—C649.16 (17)C2—P1—C21—C2214.2 (3)
C9—Cr1—P1—C639.73 (17)C6—P1—C21—C22118.6 (3)
C7—Cr1—P1—C6137.09 (17)Cr1—P1—C21—C22114.8 (3)
C10—Cr1—P1—C6133.38 (18)C26—C21—C22—C231.3 (5)
C21—P1—C2—C3163.5 (2)P1—C21—C22—C23178.5 (3)
C6—P1—C2—C359.4 (3)C21—C22—C23—C241.1 (6)
Cr1—P1—C2—C370.4 (3)C22—C23—C24—C250.8 (6)
P1—C2—C3—P466.6 (3)C23—C24—C25—C260.7 (6)
C2—C3—P4—C3151.6 (3)C24—C25—C26—C210.9 (6)
C2—C3—P4—C556.0 (3)C22—C21—C26—C251.2 (6)
C2—C3—P4—Cr2177.9 (2)P1—C21—C26—C25178.5 (3)
C12—Cr2—P4—C3190.69 (19)C3—P4—C31—C3246.2 (3)
C15—Cr2—P4—C31180.00 (18)C5—P4—C31—C32151.5 (3)
C13—Cr2—P4—C311.25 (19)Cr2—P4—C31—C3281.7 (3)
C14—Cr2—P4—C3188.23 (18)C3—P4—C31—C36139.6 (3)
C12—Cr2—P4—C329.91 (19)C5—P4—C31—C3634.3 (3)
C15—Cr2—P4—C359.40 (19)Cr2—P4—C31—C3692.5 (3)
C13—Cr2—P4—C3119.3 (2)C36—C31—C32—C331.3 (6)
C14—Cr2—P4—C3151.17 (19)P4—C31—C32—C33175.7 (3)
C12—Cr2—P4—C5148.59 (19)C31—C32—C33—C340.6 (6)
C15—Cr2—P4—C559.29 (18)C32—C33—C34—C351.0 (6)
C13—Cr2—P4—C5121.97 (19)C33—C34—C35—C360.5 (6)
C14—Cr2—P4—C532.48 (18)C34—C35—C36—C312.5 (6)
C31—P4—C5—C654.6 (3)C32—C31—C36—C352.8 (6)
C3—P4—C5—C652.2 (3)P4—C31—C36—C35177.3 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C36—H36···Cl3i0.952.973.814 (4)148
C23—H23···O12ii0.952.663.470 (5)144
C3—H3A···O11iii0.992.433.258 (5)141
C33—H33···O7iv0.952.533.458 (5)167
Symmetry codes: (i) x1/2, y+1/2, z; (ii) x+1, y+1/2, z+1/2; (iii) x, y1/2, z+1/2; (iv) x+1, y1/2, z+1/2.

Experimental details

Crystal data
Chemical formula[Cr2(C16H18P2)(CO)10]·CDCl3
Mr776.72
Crystal system, space groupOrthorhombic, P212121
Temperature (K)133
a, b, c (Å)10.7040 (12), 11.6806 (12), 25.7328 (16)
V3)3217.3 (5)
Z4
Radiation typeMo Kα
µ (mm1)1.08
Crystal size (mm)0.18 × 0.11 × 0.09
Data collection
DiffractometerBruker SMART 1000CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.742, 0.909
No. of measured, independent and
observed [I > 2σ(I)] reflections
53237, 9399, 7487
Rint0.084
(sin θ/λ)max1)0.704
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.052, 0.115, 1.06
No. of reflections9399
No. of parameters398
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.69, 0.44
Absolute structure(Flack, 1983), 4161 Friedel pairs
Absolute structure parameter0.48 (2)

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), XP (Siemens, 1994).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C36—H36···Cl3i0.952.973.814 (4)148
C23—H23···O12ii0.952.663.470 (5)144
C3—H3A···O11iii0.992.433.258 (5)141
C33—H33···O7iv0.952.533.458 (5)167
Symmetry codes: (i) x1/2, y+1/2, z; (ii) x+1, y+1/2, z+1/2; (iii) x, y1/2, z+1/2; (iv) x+1, y1/2, z+1/2.
 

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