metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890

(η4-Cyclo­octa­tetra­ene)(η8-cyclo­octa­tetra­ene)iodido­tantalum(V)

aDepartment of Chemistry, 207 Pleasant Street SE, University of Minnesota, Minneapolis, MN 55455, USA
*Correspondence e-mail: brennessel@chem.rochester.edu

(Received 15 May 2014; accepted 27 May 2014; online 7 June 2014)

The title complex, [Ta(η4-C8H8)(η8-C8H8)I], lies across a crystallographic mirror plane that includes the TaV atom and the iodide ligand. One cyclo­octa­tetra­ene (cot) ring is η4-coordinating and is bis­ected by the mirror plane. The fold angle between the plane of the coordinating butadiene portion and the middle plane of the ring is 27.4 (4)°. An additional minor fold angle of 9.3 (7)° exists between the final plane in the ring and the middle plane. The other cot ring is η8-coordinating and is also cut by the mirror plane. In this case, the ring is disordered over the mirror plane, and one position is modeled with appropriate restraints and constraints with respect to distances, angles and displacement parameters (the second position is generated by symmetry). This ring is nearly planar, with an r.m.s. deviation of only 0.05 Å when all eight C atoms are included in the calculation. Pairs of inter­molecular η8-cot rings are parallel stacked and slightly off center, with a centroid–centroid distance of 3.652 Å. No other significant inter­molecular inter­actions are observed. The compound is of inter­est as the first structurally characterized mixed halogen–cot complex of the group 5 metals and contains the longest terminal Ta—I distance [3.0107 (5) Å] reported to date.

Related literature

For synthesis of the precursor tris­(naphthalene)­tantalate, see: Brennessel et al. (2002[Brennessel, W. W., Ellis, J. E., Pomije, M. K., Sussman, V. J., Urnezius, E. & Young, V. G. Jr (2002). J. Am. Chem. Soc. 124, 10258-10259.]). For related MX(cot)2, M = Nb, Ta, X = Cl, Me, Ph, see: Schrock et al. (1976[Schrock, R. R., Guggenberger, L. J. & English, A. D. (1976). J. Am. Chem. Soc. 98, 903-913.]). For the only other structurally characterized η8-coordinated cyclo­octa­tetra­ene­tantalum species to date, (η-1,4-bis­(tri­methyl­sil­yl)cot)Me3Ta, see: Clegg & McCamley (2005[Clegg, W. & McCamley, A. (2005). Private communication (refcode: SAWWAP). CCDC, Cambridge, England.]). For the compound containing the previous longest terminal Ta—I distance, see: Berneri et al. (1998[Berneri, P., Calderazzo, F., Englert, U. & Pampaloni, G. (1998). J. Organomet. Chem. 562, 61-69.]). For Zr(cot)2, which also contains both η4-cot and η8-cot units, see: Cloke et al. (1994[Cloke, F. G. N., Green, J. C., Hitchcock, P. B., Joseph, S. C. P., Mountford, P., Kaltsoyannis, N. & McCamley, A. (1994). J. Chem. Soc. Dalton Trans. pp. 2867-2874.]). For a description of the Cambridge Structural Database, see: Allen (2002[Allen, F. H. (2002). Acta Cryst. B58, 380-388.]).

[Scheme 1]

Experimental

Crystal data
  • [Ta(C8H8)2I]

  • Mr = 516.14

  • Monoclinic, C 2/m

  • a = 14.3626 (14) Å

  • b = 11.0200 (11) Å

  • c = 9.3467 (9) Å

  • β = 113.522 (2)°

  • V = 1356.4 (2) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 10.36 mm−1

  • T = 173 K

  • 0.10 × 0.10 × 0.10 mm

Data collection
  • Siemens SMART CCD platform diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2012[Sheldrick, G. M. (2012). SADABS. University of Göttingen, Germany.]) Tmin = 0.318, Tmax = 0.431

  • 8110 measured reflections

  • 1636 independent reflections

  • 1520 reflections with I > 2σ(I)

  • Rint = 0.020

Refinement
  • R[F2 > 2σ(F2)] = 0.017

  • wR(F2) = 0.040

  • S = 1.08

  • 1636 reflections

  • 97 parameters

  • 96 restraints

  • H-atom parameters constrained

  • Δρmax = 1.04 e Å−3

  • Δρmin = −0.72 e Å−3

Data collection: SMART (Bruker, 2003[Bruker (2003). SAINT and SMART. Bruker AXS, Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2003[Bruker (2003). SAINT and SMART. Bruker AXS, Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

Bis(cyclooctatetraene)iodotantalum, TaI(cot)2, is the first structurally authenticated mixed halogen-cot complex of a group 5 metal (Fig. 1). In prior work, reaction of MCl5, M = Nb, Ta, with two equivalents of K2[cot] was suggested to afford the chloro analogs, MCl(cot)2 (Schrock et al., 1976). Although these compounds were not isolated or fully characterized in solution, the 1H NMR spectrum of the niobium complex in CD2Cl2 at 273 K showed two singlets in a 1:1 ratio at δ 5.49 and 6.24 p.p.m., in excellent agreement with those observed for TaI(cot)2 in THF-d8, see below. Thus, our study provides additional support for the existence of NbCl(cot)2 and TaCl(cot)2 and suggests that the latter contain η4– and η8-cot groups, as observed in TaI(cot)2. Structural features of the η4-cot group in TaI(cot)2 are nearly identical to the one present in [Ta(cot)3]1- (Brennessel et al., 2002). For example, the η4-cot-(centroid)-Ta distances in these two species are 2.023 and 2.025 Å, respectively. The only other structurally characterized η8-cot-Nb or –Ta complex for comparison is TaMe3(cot") (Clegg & McCamley, 2005), where cot" = 1,4-bis(trimethylsilyl)cyclooctatetraene, in which the η8-cot"-(centroid)-Ta distance, 1.627 Å, is slightly longer than the corresponding distance in TaI(cot)2, 1.606 Å, likely owing to the more bulky nature of cot" versus cot. The only surprising feature in the structure of TaI(cot)2 is the unusually long Ta–I distance of 3.0108 (5) Å, which exceeds the prior "record" value of 2.9621 (7) Å, observed in the 7-coordinate complex, TaI(CO)4(tmen), tmen = 1,2-bis(dimethylamino)ethane (Berneri et al., 1998). Because the η4 and η8 units in the formally Zr(IV) complex, Zr(cot)2 (Cloke et al., 1994) and TaI(cot)2 are quite analogous in structure and binding to the respective metals, the tantalum complex is best formulated to contain Ta(V).

Related literature top

For synthesis of the precursor tris(naphthalene)tantalate, see: Brennessel et al. (2002). For related MX(cot)2, M = Nb, Ta, X = Cl, Me, Ph, see: Schrock et al. (1976). For the only other structurally characterized octahapto-coordinated cyclooctatetraenetantalum species to date, (η-1,4-bis(trimethylsilyl)cot)Me3Ta, see: Clegg & McCamley (2005). For the compound containing the previous longest terminal Ta—I distance, see: Berneri et al. (1998). For Zr(cot)2, which also contains both η4-cot and η8-cot units, see: Cloke et al. (1994). For a description of the Cambridge Structural Database, see: Allen (2002).

Experimental top

Under argon, a yellow-orange solution of [Na(THF)6][Ta(η4-C10H8)3] (Brennessel et al., 2002) in tetrahydrofuran (THF) was combined with three equiv. of 1,3,5,7-cyclooctatetraene (cot) at room temperature and stirred for 24 h to provide a deep purple solution of [Na(THF)x][Ta(cot)3]. Cation exchange of the latter (Brennessel et al., 2002) with bis(triphenylphosphine)iminium chloride, PPN+Cl-, in ethanol under argon, provided a purple-brown precipitate of [PPN][Ta(cot)3] in 67% yield. The latter was reacted with one equiv. of elemental iodine in THF at 205 K, followed by warming to room temperature over a four hour period. Following filtration to remove poorly soluble PPN+I-, a deep red-purple solid of composition TaI(cot)2 was isolated in 49% yield. 1H NMR (300 MHz, 298 K, THF-d8, δ, p.p.m.) 5.53 (s, 8H, cot), 6.27 (s, 8H, cot). Suitable single crystals of the product were grown from a pentane-layered THF solution over a period of several days at 273 K.

Refinement top

The η8-cot ligand is modeled as disordered over a crystallographic mirror plane (50:50). Bond lengths and angles in the η8-cot ligand were restrained to be similar to those of their neighbors. Anisotropic displacement parameters for pairs of atoms opposite to each other were constrained to be equivalent, and those of symmetry-related atom pair C11 and C12 were heavily restrained to be similar. H atoms were placed geometrically and treated as riding atoms: C—H = 0.95 Å with Uiso(H) = 1.2Ueq(C).

Structure description top

Bis(cyclooctatetraene)iodotantalum, TaI(cot)2, is the first structurally authenticated mixed halogen-cot complex of a group 5 metal (Fig. 1). In prior work, reaction of MCl5, M = Nb, Ta, with two equivalents of K2[cot] was suggested to afford the chloro analogs, MCl(cot)2 (Schrock et al., 1976). Although these compounds were not isolated or fully characterized in solution, the 1H NMR spectrum of the niobium complex in CD2Cl2 at 273 K showed two singlets in a 1:1 ratio at δ 5.49 and 6.24 p.p.m., in excellent agreement with those observed for TaI(cot)2 in THF-d8, see below. Thus, our study provides additional support for the existence of NbCl(cot)2 and TaCl(cot)2 and suggests that the latter contain η4– and η8-cot groups, as observed in TaI(cot)2. Structural features of the η4-cot group in TaI(cot)2 are nearly identical to the one present in [Ta(cot)3]1- (Brennessel et al., 2002). For example, the η4-cot-(centroid)-Ta distances in these two species are 2.023 and 2.025 Å, respectively. The only other structurally characterized η8-cot-Nb or –Ta complex for comparison is TaMe3(cot") (Clegg & McCamley, 2005), where cot" = 1,4-bis(trimethylsilyl)cyclooctatetraene, in which the η8-cot"-(centroid)-Ta distance, 1.627 Å, is slightly longer than the corresponding distance in TaI(cot)2, 1.606 Å, likely owing to the more bulky nature of cot" versus cot. The only surprising feature in the structure of TaI(cot)2 is the unusually long Ta–I distance of 3.0108 (5) Å, which exceeds the prior "record" value of 2.9621 (7) Å, observed in the 7-coordinate complex, TaI(CO)4(tmen), tmen = 1,2-bis(dimethylamino)ethane (Berneri et al., 1998). Because the η4 and η8 units in the formally Zr(IV) complex, Zr(cot)2 (Cloke et al., 1994) and TaI(cot)2 are quite analogous in structure and binding to the respective metals, the tantalum complex is best formulated to contain Ta(V).

For synthesis of the precursor tris(naphthalene)tantalate, see: Brennessel et al. (2002). For related MX(cot)2, M = Nb, Ta, X = Cl, Me, Ph, see: Schrock et al. (1976). For the only other structurally characterized octahapto-coordinated cyclooctatetraenetantalum species to date, (η-1,4-bis(trimethylsilyl)cot)Me3Ta, see: Clegg & McCamley (2005). For the compound containing the previous longest terminal Ta—I distance, see: Berneri et al. (1998). For Zr(cot)2, which also contains both η4-cot and η8-cot units, see: Cloke et al. (1994). For a description of the Cambridge Structural Database, see: Allen (2002).

Computing details top

Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The structure of the molecule without hydrogen atoms, showing the atom numbering. Only one of the two positions of the disordered ligand is shown. Displacement ellipsoids are drawn at the 50% probability level.
(η4-Cyclooctatetraene)(η8-cyclooctatetraene)iodidotantalum(V) top
Crystal data top
[Ta(C8H8)2I]F(000) = 952
Mr = 516.14Dx = 2.527 Mg m3
Monoclinic, C2/mMo Kα radiation, λ = 0.71073 Å
a = 14.3626 (14) ÅCell parameters from 937 reflections
b = 11.0200 (11) Åθ = 2.4–27.5°
c = 9.3467 (9) ŵ = 10.36 mm1
β = 113.522 (2)°T = 173 K
V = 1356.4 (2) Å3Block, red-purple
Z = 40.10 × 0.10 × 0.10 mm
Data collection top
Siemens SMART CCD platform
diffractometer
1520 reflections with I > 2σ(I)
Radiation source: normal-focus sealed tubeRint = 0.020
ω scansθmax = 27.5°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2012)
h = 1818
Tmin = 0.318, Tmax = 0.431k = 1414
8110 measured reflectionsl = 1212
1636 independent reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.017Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.040H-atom parameters constrained
S = 1.08 w = 1/[σ2(Fo2) + (0.018P)2 + 5.3173P]
where P = (Fo2 + 2Fc2)/3
1636 reflections(Δ/σ)max = 0.003
97 parametersΔρmax = 1.04 e Å3
96 restraintsΔρmin = 0.72 e Å3
Crystal data top
[Ta(C8H8)2I]V = 1356.4 (2) Å3
Mr = 516.14Z = 4
Monoclinic, C2/mMo Kα radiation
a = 14.3626 (14) ŵ = 10.36 mm1
b = 11.0200 (11) ÅT = 173 K
c = 9.3467 (9) Å0.10 × 0.10 × 0.10 mm
β = 113.522 (2)°
Data collection top
Siemens SMART CCD platform
diffractometer
1636 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2012)
1520 reflections with I > 2σ(I)
Tmin = 0.318, Tmax = 0.431Rint = 0.020
8110 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.01796 restraints
wR(F2) = 0.040H-atom parameters constrained
S = 1.08Δρmax = 1.04 e Å3
1636 reflectionsΔρmin = 0.72 e Å3
97 parameters
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. The η8-cot ligand is modeled as disordered over a crystallographic mirror plane (50:50). Bond lengths and angles in the η8-cot ligand were restrained to be similar to those of their neighbors. Anisotropic displacement parameters for pairs of atoms opposite to each other were constrained to be equivalent, and those of symmetry-related atom pair C11 and C12 were heavily restrained to be similar.

H atoms were placed geometrically and treated as riding atoms: C—H = 0.95 Å with Uiso(H) = 1.2Ueq(C).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Ta10.28337 (2)0.50000.16766 (2)0.01915 (6)
I10.26793 (2)0.50000.16320 (4)0.02953 (8)
C10.1203 (2)0.4365 (4)0.0278 (4)0.0312 (8)
H10.10430.40030.07150.037*
C20.1398 (3)0.3549 (3)0.1493 (5)0.0356 (9)
H20.17700.28590.14130.043*
C30.1160 (3)0.3522 (4)0.2844 (5)0.0455 (11)
H30.12140.27290.32710.055*
C40.0875 (3)0.4358 (5)0.3660 (5)0.0531 (13)
H40.06260.40120.43710.064*
C50.4245 (10)0.3628 (8)0.2362 (15)0.039 (3)0.5
H50.43960.28960.19620.047*0.5
C60.3753 (8)0.3428 (9)0.3361 (12)0.038 (4)0.5
H60.35740.26020.33980.046*0.5
C70.3473 (7)0.4163 (9)0.4297 (10)0.042 (2)0.5
H70.32980.37030.50130.050*0.5
C80.3375 (6)0.5382 (8)0.4486 (9)0.042 (3)0.5
H80.31270.55600.52660.051*0.5
C90.3558 (12)0.6407 (8)0.3790 (17)0.039 (3)0.5
H90.33180.71230.40970.047*0.5
C100.4007 (7)0.6649 (8)0.2747 (12)0.038 (4)0.5
H100.40110.74880.25180.046*0.5
C110.4453 (7)0.5925 (8)0.1965 (11)0.042 (2)0.5
H110.47490.63930.14000.050*0.5
C120.4570 (5)0.4667 (6)0.1811 (8)0.042 (3)0.5
H120.49490.44810.12080.051*0.5
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ta10.01532 (9)0.02046 (10)0.01810 (10)0.0000.00291 (7)0.000
I10.03124 (17)0.03438 (18)0.02409 (16)0.0000.01224 (13)0.000
C10.0182 (15)0.045 (2)0.0268 (17)0.0062 (15)0.0053 (13)0.0106 (16)
C20.0215 (17)0.0272 (18)0.049 (2)0.0006 (14)0.0037 (16)0.0047 (16)
C30.0277 (19)0.047 (2)0.047 (2)0.0136 (18)0.0006 (18)0.020 (2)
C40.0250 (18)0.105 (4)0.027 (2)0.011 (2)0.0080 (16)0.017 (2)
C50.024 (6)0.055 (6)0.029 (6)0.012 (5)0.001 (3)0.019 (5)
C60.027 (9)0.027 (3)0.045 (13)0.007 (3)0.002 (5)0.008 (3)
C70.0205 (16)0.079 (8)0.0247 (18)0.008 (2)0.0078 (14)0.001 (2)
C80.0210 (15)0.079 (8)0.0248 (17)0.008 (2)0.0071 (13)0.000 (2)
C90.024 (6)0.055 (6)0.029 (6)0.012 (5)0.001 (3)0.019 (5)
C100.027 (9)0.027 (3)0.045 (13)0.007 (3)0.002 (5)0.008 (3)
C110.0205 (16)0.079 (8)0.0247 (18)0.008 (2)0.0078 (14)0.001 (2)
C120.0210 (15)0.079 (8)0.0248 (17)0.008 (2)0.0071 (13)0.000 (2)
Geometric parameters (Å, º) top
Ta1—C12.290 (3)C3—H30.9500
Ta1—C1i2.290 (3)C4—C4i1.416 (11)
Ta1—C62.359 (10)C4—H40.9500
Ta1—C92.397 (13)C5—C61.396 (9)
Ta1—C52.402 (12)C5—C121.410 (9)
Ta1—C102.408 (9)C5—H50.9500
Ta1—C72.429 (9)C6—C71.365 (9)
Ta1—C112.454 (9)C6—H60.9500
Ta1—C82.459 (8)C7—C81.369 (9)
Ta1—C122.474 (7)C7—H70.9500
Ta1—C22.560 (4)C8—C91.381 (9)
Ta1—C2i2.560 (4)C8—H80.9500
Ta1—I13.0107 (5)C9—C101.392 (9)
C1—C21.386 (5)C9—H90.9500
C1—C1i1.400 (8)C10—C111.399 (9)
C1—H10.9500C10—H100.9500
C2—C31.435 (6)C11—C121.410 (9)
C2—H20.9500C11—H110.9500
C3—C41.359 (7)C12—H120.9500
C1—Ta1—C1i35.6 (2)C7—Ta1—I1151.54 (19)
C1—Ta1—C6109.2 (3)C11—Ta1—I177.9 (2)
C1i—Ta1—C6141.1 (2)C8—Ta1—I1163.56 (16)
C1—Ta1—C9132.6 (3)C12—Ta1—I173.25 (16)
C1i—Ta1—C9106.3 (3)C2—Ta1—I1101.77 (9)
C6—Ta1—C989.0 (3)C2i—Ta1—I1101.77 (9)
C1—Ta1—C5121.5 (3)C2—C1—C1i130.4 (2)
C1i—Ta1—C5155.1 (3)C2—C1—Ta184.5 (2)
C6—Ta1—C534.1 (2)C1i—C1—Ta172.20 (10)
C9—Ta1—C598.3 (3)C2—C1—H1114.8
C1—Ta1—C10148.7 (2)C1i—C1—H1114.8
C1i—Ta1—C10113.2 (2)Ta1—C1—H1118.6
C6—Ta1—C1099.5 (3)C1—C2—C3133.9 (4)
C9—Ta1—C1033.7 (2)C1—C2—Ta162.89 (19)
C5—Ta1—C1089.3 (3)C3—C2—Ta1115.0 (2)
C1—Ta1—C7110.4 (3)C1—C2—H2113.0
C1i—Ta1—C7125.5 (2)C3—C2—H2113.0
C6—Ta1—C733.1 (2)Ta1—C2—H292.4
C9—Ta1—C763.2 (3)C4—C3—C2135.3 (4)
C5—Ta1—C763.4 (3)C4—C3—H3112.4
C10—Ta1—C787.0 (3)C2—C3—H3112.4
C1—Ta1—C11154.0 (2)C3—C4—C4i132.7 (3)
C1i—Ta1—C11130.1 (2)C3—C4—H4113.7
C6—Ta1—C1188.8 (3)C4i—C4—H4113.7
C9—Ta1—C1163.9 (3)C6—C5—C12134.7 (8)
C5—Ta1—C1164.5 (3)C6—C5—Ta171.3 (5)
C10—Ta1—C1133.4 (2)C12—C5—Ta176.0 (6)
C7—Ta1—C1195.0 (3)C6—C5—H5112.7
C1—Ta1—C8118.50 (19)C12—C5—H5112.7
C1i—Ta1—C8111.9 (2)Ta1—C5—H5136.9
C6—Ta1—C863.8 (3)C7—C6—C5133.8 (8)
C9—Ta1—C833.0 (2)C7—C6—Ta176.2 (6)
C5—Ta1—C887.1 (3)C5—C6—Ta174.6 (6)
C10—Ta1—C863.7 (3)C7—C6—H6113.1
C7—Ta1—C832.5 (2)C5—C6—H6113.1
C11—Ta1—C886.0 (3)Ta1—C6—H6129.8
C1—Ta1—C12139.89 (19)C6—C7—C8137.5 (9)
C1i—Ta1—C12148.81 (18)C6—C7—Ta170.7 (6)
C6—Ta1—C1264.7 (2)C8—C7—Ta175.0 (6)
C9—Ta1—C1287.5 (4)C6—C7—H7111.3
C5—Ta1—C1233.6 (2)C8—C7—H7111.3
C10—Ta1—C1264.3 (3)Ta1—C7—H7144.5
C7—Ta1—C1285.7 (3)C7—C8—C9133.9 (9)
C11—Ta1—C1233.2 (2)C7—C8—Ta172.5 (6)
C8—Ta1—C1295.1 (2)C9—C8—Ta171.0 (6)
C1—Ta1—C232.60 (13)C7—C8—H8113.1
C1i—Ta1—C262.58 (13)C9—C8—H8113.1
C6—Ta1—C278.9 (2)Ta1—C8—H8143.0
C9—Ta1—C2122.1 (2)C8—C9—C10135.7 (8)
C5—Ta1—C2101.3 (2)C8—C9—Ta176.0 (6)
C10—Ta1—C2155.6 (2)C10—C9—Ta173.6 (6)
C7—Ta1—C278.5 (3)C8—C9—H9112.2
C11—Ta1—C2165.8 (2)C10—C9—H9112.2
C8—Ta1—C294.66 (19)Ta1—C9—H9134.1
C12—Ta1—C2132.81 (18)C9—C10—C11133.9 (9)
C1—Ta1—C2i62.58 (13)C9—C10—Ta172.7 (6)
C1i—Ta1—C2i32.60 (13)C11—C10—Ta175.1 (6)
C6—Ta1—C2i136.4 (2)C9—C10—H10113.0
C9—Ta1—C2i74.0 (3)C11—C10—H10113.0
C5—Ta1—C2i169.2 (3)Ta1—C10—H10135.0
C10—Ta1—C2i88.2 (2)C10—C11—C12135.4 (8)
C7—Ta1—C2i106.0 (2)C10—C11—Ta171.5 (5)
C11—Ta1—C2i116.8 (2)C12—C11—Ta174.2 (5)
C8—Ta1—C2i82.4 (2)C10—C11—H11112.3
C12—Ta1—C2i149.84 (18)C12—C11—H11112.3
C2—Ta1—C2i77.28 (17)Ta1—C11—H11141.1
C1—Ta1—I176.97 (9)C11—C12—C5133.7 (8)
C1i—Ta1—I176.97 (9)C11—C12—Ta172.6 (5)
C6—Ta1—I1118.5 (2)C5—C12—Ta170.4 (6)
C9—Ta1—I1132.5 (2)C11—C12—H12113.1
C5—Ta1—I189.0 (3)C5—C12—H12113.1
C10—Ta1—I1100.3 (2)Ta1—C12—H12143.8
C1i—C1—C2—C338.6 (5)C7—C8—C9—C108 (3)
Ta1—C1—C2—C399.6 (4)Ta1—C8—C9—C1047.7 (16)
C1i—C1—C2—Ta160.97 (17)C7—C8—C9—Ta139.5 (14)
C1—C2—C3—C418.5 (8)C8—C9—C10—C111 (2)
Ta1—C2—C3—C457.1 (5)Ta1—C9—C10—C1147.7 (12)
C2—C3—C4—C4i13.5 (6)C8—C9—C10—Ta148.4 (16)
C12—C5—C6—C77 (2)C9—C10—C11—C126 (2)
Ta1—C5—C6—C752.8 (12)Ta1—C10—C11—C1241.4 (14)
C12—C5—C6—Ta146.1 (13)C9—C10—C11—Ta147.0 (12)
C5—C6—C7—C814 (2)C10—C11—C12—C53 (2)
Ta1—C6—C7—C837.9 (15)Ta1—C11—C12—C538.2 (13)
C5—C6—C7—Ta152.2 (12)C10—C11—C12—Ta140.7 (14)
C6—C7—C8—C92 (3)C6—C5—C12—C116 (2)
Ta1—C7—C8—C939.1 (15)Ta1—C5—C12—C1138.8 (13)
C6—C7—C8—Ta136.9 (15)C6—C5—C12—Ta144.7 (13)
Symmetry code: (i) x, y+1, z.

Experimental details

Crystal data
Chemical formula[Ta(C8H8)2I]
Mr516.14
Crystal system, space groupMonoclinic, C2/m
Temperature (K)173
a, b, c (Å)14.3626 (14), 11.0200 (11), 9.3467 (9)
β (°) 113.522 (2)
V3)1356.4 (2)
Z4
Radiation typeMo Kα
µ (mm1)10.36
Crystal size (mm)0.10 × 0.10 × 0.10
Data collection
DiffractometerSiemens SMART CCD platform
Absorption correctionMulti-scan
(SADABS; Sheldrick, 2012)
Tmin, Tmax0.318, 0.431
No. of measured, independent and
observed [I > 2σ(I)] reflections
8110, 1636, 1520
Rint0.020
(sin θ/λ)max1)0.649
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.017, 0.040, 1.08
No. of reflections1636
No. of parameters97
No. of restraints96
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.04, 0.72

Computer programs: SMART (Bruker, 2003), SAINT (Bruker, 2003), SHELXS97 (Sheldrick, 2008), SHELXL2014 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

 

Acknowledgements

This research was supported by the US National Science Foundation and the donors of the Petroleum Research Fund, administered by the American Chemical Society. PV thanks the University of Minnesota for an undergraduate research opportunity program (UROP) award.

References

First citationAllen, F. H. (2002). Acta Cryst. B58, 380–388.  Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
First citationBerneri, P., Calderazzo, F., Englert, U. & Pampaloni, G. (1998). J. Organomet. Chem. 562, 61–69.  Web of Science CSD CrossRef Google Scholar
First citationBrennessel, W. W., Ellis, J. E., Pomije, M. K., Sussman, V. J., Urnezius, E. & Young, V. G. Jr (2002). J. Am. Chem. Soc. 124, 10258–10259.  Web of Science CSD CrossRef PubMed CAS Google Scholar
First citationBruker (2003). SAINT and SMART. Bruker AXS, Inc., Madison, Wisconsin, USA.  Google Scholar
First citationClegg, W. & McCamley, A. (2005). Private communication (refcode: SAWWAP). CCDC, Cambridge, England.  Google Scholar
First citationCloke, F. G. N., Green, J. C., Hitchcock, P. B., Joseph, S. C. P., Mountford, P., Kaltsoyannis, N. & McCamley, A. (1994). J. Chem. Soc. Dalton Trans. pp. 2867–2874.  CSD CrossRef Web of Science Google Scholar
First citationSchrock, R. R., Guggenberger, L. J. & English, A. D. (1976). J. Am. Chem. Soc. 98, 903–913.  CSD CrossRef CAS Web of Science Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationSheldrick, G. M. (2012). SADABS. University of Göttingen, Germany.  Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds