Tricarbonyl­(η⁵-cyclo­pentadienyl)(3-iodo­propyl)tungsten(II)

In the title compound, [W(C₅H₅)(C₃H₆I)(CO)₃], the W atom is coordinated by a cyclo­pentadienyl ligand, three carbonyl ligands and an iodo­alkyl chain in a distorted square-pyramidal arrangement. In the crystal structure, the molecules pack with the iodo­alkyl chains in non-interdigitated layers.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.032
• wR factor = 0.078
• Data-to-parameter ratio = 27.1

checkCIF/PLATON results

No syntax errors found



Alert level A
DIFF019_ALERT_1_A  _diffrn_standards_number is missing
            Number of standards used in measurement.
DIFF020_ALERT_1_A  _diffrn_standards_interval_count and
            _diffrn_standards_interval_time are missing. Number of measurements
            between standards or time (min) between standards.

Alert level C
PLAT199_ALERT_1_C Check the Reported cell_measurement_temperature         293

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

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 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
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2003); cell refinement: CrysAlis CCD; data reduction: CrysAlis RED (Oxford Diffraction, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2000).

Tricarbonyl(η⁵-cyclopentadienyl)(3-iodopropyl)tungsten(II)

Crystal data

[W(C5H5)(C3H6I)(CO)3]	F(000) = 912
Mr = 501.95	Dx = 2.602 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 624 reflections
a = 14.509 (5) Å	θ = 2.2–31.4°
b = 6.9285 (19) Å	µ = 11.42 mm^−1
c = 12.806 (3) Å	T = 293 K
β = 95.62 (4)°	Block, yellow
V = 1281.1 (6) Å^3	0.20 × 0.20 × 0.10 mm
Z = 4

Data collection

Oxford Excalibur2 diffractometer	3934 independent reflections
Radiation source: fine-focus sealed tube	3333 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.038
ω/2θ scans	θmax = 31.9°, θmin = 4.4°
Absorption correction: multi-scan (SORTAV; Blessing, 1995)	h = −21→13
Tmin = 0.123, Tmax = 0.319	k = −10→10
8459 measured reflections	l = −18→18

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.078	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.045P)^2] where P = (Fo^2 + 2Fc^2)/3
3934 reflections	(Δ/σ)max = 0.001
145 parameters	Δρmax = 2.13 e Å^−3
0 restraints	Δρmin = −2.58 e Å^−3

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
C3	0.2501 (3)	0.4684 (8)	0.7978 (4)	0.0246 (10)
O2	0.4770 (3)	0.5133 (7)	0.8726 (3)	0.0337 (9)
O1	0.3677 (3)	1.0244 (6)	0.8066 (3)	0.0299 (8)
C1	0.3483 (3)	0.8753 (8)	0.7701 (4)	0.0205 (9)
O3	0.2081 (3)	0.3769 (7)	0.8515 (4)	0.0390 (10)
C4	0.1758 (3)	0.7736 (8)	0.7159 (4)	0.0228 (9)
H4A	0.1270	0.6835	0.6921	0.027*
H4B	0.1709	0.7983	0.7897	0.027*
C5	0.1581 (3)	0.9614 (8)	0.6565 (4)	0.0229 (9)
H5A	0.1616	0.9399	0.5821	0.027*
H5B	0.2048	1.0556	0.6806	0.027*
C6	0.0627 (3)	1.0370 (9)	0.6744 (4)	0.0264 (10)
H6A	0.0626	1.0764	0.7471	0.032*
H6B	0.0176	0.9346	0.6612	0.032*
C10	0.4140 (3)	0.6187 (8)	0.5663 (4)	0.0252 (10)
H10	0.4752	0.6595	0.5789	0.030*
C11	0.3809 (3)	0.4280 (9)	0.5790 (4)	0.0261 (10)
H11	0.4167	0.3224	0.6026	0.031*
C8	0.2569 (3)	0.6158 (9)	0.5205 (3)	0.0277 (12)
H8	0.1969	0.6555	0.4982	0.033*
C9	0.3366 (4)	0.7363 (9)	0.5309 (4)	0.0276 (11)
H9	0.3380	0.8680	0.5171	0.033*
C7	0.2839 (4)	0.4255 (9)	0.5496 (4)	0.0271 (11)
H7	0.2453	0.3184	0.5495	0.033*
I	0.02363 (2)	1.28027 (5)	0.57295 (3)	0.02812 (9)
W	0.317731 (12)	0.62505 (3)	0.699938 (13)	0.01792 (6)
C2	0.4191 (3)	0.5525 (8)	0.8085 (4)	0.0238 (9)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C3	0.024 (2)	0.026 (3)	0.024 (2)	0.0033 (19)	0.0027 (17)	0.0016 (19)
O2	0.0306 (18)	0.042 (3)	0.0266 (17)	0.0074 (17)	−0.0062 (14)	−0.0004 (17)
O1	0.0316 (18)	0.030 (2)	0.0281 (17)	−0.0036 (16)	0.0008 (14)	−0.0054 (16)
C1	0.0166 (19)	0.025 (3)	0.0192 (18)	0.0031 (17)	−0.0003 (15)	0.0001 (18)
O3	0.037 (2)	0.042 (3)	0.039 (2)	−0.0015 (19)	0.0108 (18)	0.0129 (19)
C4	0.019 (2)	0.024 (3)	0.026 (2)	0.0027 (18)	0.0054 (17)	0.0029 (19)
C5	0.0176 (19)	0.024 (3)	0.027 (2)	0.0013 (18)	0.0010 (16)	0.000 (2)
C6	0.023 (2)	0.030 (3)	0.027 (2)	0.006 (2)	0.0035 (17)	0.006 (2)
C10	0.020 (2)	0.035 (3)	0.021 (2)	−0.0001 (19)	0.0048 (16)	−0.0045 (19)
C11	0.023 (2)	0.030 (3)	0.025 (2)	0.011 (2)	0.0000 (17)	−0.007 (2)
C8	0.022 (2)	0.047 (4)	0.0129 (17)	0.005 (2)	−0.0007 (16)	−0.0030 (19)
C9	0.032 (2)	0.032 (3)	0.019 (2)	0.002 (2)	0.0068 (18)	−0.001 (2)
C7	0.024 (2)	0.035 (3)	0.023 (2)	−0.004 (2)	0.0044 (17)	−0.004 (2)
I	0.02348 (15)	0.02695 (19)	0.03341 (16)	0.00486 (13)	0.00015 (12)	0.00506 (14)
W	0.01597 (9)	0.02234 (11)	0.01535 (9)	0.00153 (7)	0.00102 (6)	0.00023 (6)
C2	0.023 (2)	0.024 (3)	0.023 (2)	0.0044 (19)	0.0011 (16)	0.0024 (19)

Geometric parameters (Å, º)

W—C1	1.983 (5)	C5—H5A	0.9700
W—C2	1.987 (5)	C5—H5B	0.9700
W—C3	1.987 (5)	C6—I	2.169 (5)
W—C4	2.329 (5)	C6—H6A	0.9700
W—C7	2.382 (5)	C6—H6B	0.9700
W—C8	2.381 (5)	C10—C11	1.421 (8)
W—C9	2.339 (5)	C10—C9	1.425 (7)
W—C10	2.313 (5)	C10—H10	0.9300
W—C11	2.320 (5)	C11—C7	1.420 (7)
C3—O3	1.154 (6)	C11—H11	0.9300
O2—C2	1.148 (6)	C8—C7	1.415 (8)
O1—C1	1.157 (6)	C8—C9	1.423 (8)
C4—C5	1.516 (7)	C8—H8	0.9300
C4—H4A	0.9700	C9—H9	0.9300
C4—H4B	0.9700	C7—H7	0.9300
C5—C6	1.517 (6)
O3—C3—W	177.3 (5)	C8—C7—C11	107.5 (5)
O1—C1—W	176.7 (4)	C8—C7—W	72.7 (3)
C5—C4—W	116.3 (3)	C11—C7—W	70.0 (3)
C5—C4—H4A	108.2	C8—C7—H7	126.2
W—C4—H4A	108.2	C11—C7—H7	126.2
C5—C4—H4B	108.2	W—C7—H7	122.7
W—C4—H4B	108.2	C1—W—C2	77.7 (2)
H4A—C4—H4B	107.4	C1—W—C3	107.1 (2)
C4—C5—C6	109.4 (4)	C2—W—C3	78.4 (2)
C4—C5—H5A	109.8	C1—W—C10	103.14 (19)
C6—C5—H5A	109.8	C2—W—C10	93.04 (19)
C4—C5—H5B	109.8	C3—W—C10	145.8 (2)
C6—C5—H5B	109.8	C1—W—C11	137.04 (19)
H5A—C5—H5B	108.2	C2—W—C11	90.24 (19)
C5—C6—I	111.5 (3)	C3—W—C11	110.5 (2)
C5—C6—H6A	109.3	C10—W—C11	35.7 (2)
I—C6—H6A	109.3	C1—W—C4	74.60 (19)
C5—C6—H6B	109.3	C2—W—C4	130.62 (18)
I—C6—H6B	109.3	C3—W—C4	71.99 (19)
H6A—C6—H6B	108.0	C10—W—C4	132.58 (18)
C11—C10—C9	107.6 (4)	C11—W—C4	136.81 (18)
C11—C10—W	72.4 (3)	C1—W—C9	95.2 (2)
C9—C10—W	73.2 (3)	C2—W—C9	125.78 (19)
C11—C10—H10	126.2	C3—W—C9	150.8 (2)
C9—C10—H10	126.2	C10—W—C9	35.67 (18)
W—C10—H10	120.1	C11—W—C9	59.1 (2)
C7—C11—C10	108.5 (5)	C4—W—C9	96.91 (18)
C7—C11—W	74.8 (3)	C1—W—C8	120.4 (2)
C10—C11—W	71.9 (3)	C2—W—C8	147.95 (19)
C7—C11—H11	125.7	C3—W—C8	115.8 (2)
C10—C11—H11	125.7	C10—W—C8	58.61 (17)
W—C11—H11	119.4	C11—W—C8	58.21 (18)
C7—C8—C9	108.6 (5)	C4—W—C8	81.31 (18)
C7—C8—W	72.8 (3)	C9—W—C8	35.07 (19)
C9—C8—W	70.9 (3)	C1—W—C7	153.2 (2)
C7—C8—H8	125.7	C2—W—C7	119.9 (2)
C9—C8—H8	125.7	C3—W—C7	96.7 (2)
W—C8—H8	122.3	C10—W—C7	58.83 (18)
C8—C9—C10	107.6 (5)	C11—W—C7	35.14 (17)
C8—C9—W	74.1 (3)	C4—W—C7	102.32 (18)
C10—C9—W	71.2 (3)	C9—W—C7	58.4 (2)
C8—C9—H9	126.2	C8—W—C7	34.6 (2)
C10—C9—H9	126.2	O2—C2—W	178.5 (5)
W—C9—H9	120.4