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The title compound, [Er(Dmp)(C5H4Me)2] (Dmp = 2,6-Mes2C6H3, with Mes = 2,4,6-Me3C6H2) or [Er(C6H7)2(C24H25)], was obtained by the reaction of LiDmp with Er(C5H4Me)3. The Er atom is η5-coordinated by two methyl­cyclo­penta­dienyl ligands (average Er...centroid distance = 2.341 Å) and η1-coordinated by the ipso-C atom of the aryl substituent [Er—C = 2.434 (4) Å]. An additional π-arene contact with one of the Mes groups [Er...C = 3.077 (4) Å] gives rise to the pyramidalization of the metal-atom environment.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807034575/ya2055sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807034575/ya2055Isup2.hkl
Contains datablock I

CCDC reference: 657611

Key indicators

  • Single-crystal X-ray study
  • T = 173 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.040
  • wR factor = 0.095
  • Data-to-parameter ratio = 21.6

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT222_ALERT_3_B Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.24 Ratio
Alert level C PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.94
Alert level G ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be replaced by the scaled T values. Since the ratio of scaled T's is identical to the ratio of reported T values, the scaling does not imply a change to the absorption corrections used in the study. Ratio of Tmax expected/reported 0.935 Tmax scaled 0.471 Tmin scaled 0.313
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 1 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 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Comment top

Although base-stabilized bis(cyclopentadienyl)lanthanide aryls of the composition ArLnCp'2(thf) (Cp' =Cp, Cp*) have been known for more than three decades and were extensively studied (Tsutsui & Ely, 1975; Schumann et al., 1995), the corresponding Lewis-donor-free systems received much less attention. Earlier we have reported the first structurally characterized examples of this type, which are kinetically stabilized by the bulky Dmp ligand (Niemeyer & Hauber, 1999).

The crystal structure of the title compound, (I), is made up of monomeric units (Fig.1). The erbium atom is coordinated by two η5-bonded methylcyclopentadienyl ligands (their centroids are X5 and X5') and the ipso carbon atom C11 of the Dmp substituent. With 2.434 (4) Å the Er—C11 bond length is practically identical to the average Er—C distance of 2.431 Å in the solvated erbium organyl [Er(Ph)3(thf)3] (Bochkarev et al.,1995). The metal-carbon distances to the η5-coordinated methylcyclopentadienyl rings [average Er–C = 2.629 Å] are typical for other bis(cyclopentadienyl) complexes (Schumann et al., 1995).

The most interesting aspect of the solid-state structure of (I) is additional metal-π-arene interaction (Bochkarev, 2002) involving the Er atom and one of the mesityl rings of the terphenyl substituent, which is reflected in dramatically different Er···C21 and Er···C61 distances [Er···C21 = 3.077 (4) Å; Er···C61 = 3.945 (4) Å] as well as quite different Er—C11—C12 and Er—C11—C16 angles [136.0 (3)° and 108.4 (3)° respectively]. This interaction also causes a noticeable pyramidalization of the metal coordination: taking the centroids of the methylcyclopentadienyl rings and C11 as a reference, the sum of the angles around Er is calculated to be 353.6°. Alternatively, the degree of pyramidalization may be characterized by the displacement of the metal atom from the least-squares plane defined by X5, X5' and C11, which amounts to 0.348 (4) Å.

Related literature top

For other structurally characterized bis(cyclopentadienyl)lanthanide aryls, see Niemeyer & Hauber(1999). For a review of lanthanide···π-arene interactions, see Bochkarev (2002). For related literature, see: Bochkarev et al. (1995); Schumann et al. (1995); Tsutsui & Ely (1975).

Experimental top

A solution of LiDmp (0.81 g, 2.54 mmol) and Er(C5H4Me)3 (1.03 g, 2.54 mmol) in 20 ml of toluene was stirred for 14 h under an atmosphere of purified argon, after which all volatile materials were removed under reduced pressure. The remaining solid was extracted with a 1:4 mixture of toluene and n-heptane (ca 15 ml) and solid by-products were separated by filtration. Storage of the resulting pink solution in a 248 K freezer overnight afforded pale pink crystals of (I) (yield 61%), which were suitable for X-ray study.

m.p. 427–428 K (dec); EI—MS (70 eV, 420 K): m/z (%) 314.2 (100) [Dmp+], 324.0 (13) [{Er(C5H4Me)2}+], 558.2 (4.1)[{DmpErC5H4Me}+], 639.2 (2.6) [M+]. Anal. Calcd for C36H39Er: C, 67.67; H, 6.15. Found: C, 67.65; H, 6.30.

Refinement top

The H atoms were positioned geometrically at distances of 0.95 (Aryl-H), 0.98 (CH3) and 1.00 Å (MeC5H3—H) and refined in a riding model approximation, including free rotation for methyl groups. A common isotropic displacement parameter was refined for H atoms belonging to the CH (aryl), CH (C5H4Me) CH3 (Mes) and CH3 (C5H4Me) groups. The highest residual density of 1.05 e A°-3 and the deepest hole of -1.52 e A°-3 are located near the Er atom.

Structure description top

Although base-stabilized bis(cyclopentadienyl)lanthanide aryls of the composition ArLnCp'2(thf) (Cp' =Cp, Cp*) have been known for more than three decades and were extensively studied (Tsutsui & Ely, 1975; Schumann et al., 1995), the corresponding Lewis-donor-free systems received much less attention. Earlier we have reported the first structurally characterized examples of this type, which are kinetically stabilized by the bulky Dmp ligand (Niemeyer & Hauber, 1999).

The crystal structure of the title compound, (I), is made up of monomeric units (Fig.1). The erbium atom is coordinated by two η5-bonded methylcyclopentadienyl ligands (their centroids are X5 and X5') and the ipso carbon atom C11 of the Dmp substituent. With 2.434 (4) Å the Er—C11 bond length is practically identical to the average Er—C distance of 2.431 Å in the solvated erbium organyl [Er(Ph)3(thf)3] (Bochkarev et al.,1995). The metal-carbon distances to the η5-coordinated methylcyclopentadienyl rings [average Er–C = 2.629 Å] are typical for other bis(cyclopentadienyl) complexes (Schumann et al., 1995).

The most interesting aspect of the solid-state structure of (I) is additional metal-π-arene interaction (Bochkarev, 2002) involving the Er atom and one of the mesityl rings of the terphenyl substituent, which is reflected in dramatically different Er···C21 and Er···C61 distances [Er···C21 = 3.077 (4) Å; Er···C61 = 3.945 (4) Å] as well as quite different Er—C11—C12 and Er—C11—C16 angles [136.0 (3)° and 108.4 (3)° respectively]. This interaction also causes a noticeable pyramidalization of the metal coordination: taking the centroids of the methylcyclopentadienyl rings and C11 as a reference, the sum of the angles around Er is calculated to be 353.6°. Alternatively, the degree of pyramidalization may be characterized by the displacement of the metal atom from the least-squares plane defined by X5, X5' and C11, which amounts to 0.348 (4) Å.

For other structurally characterized bis(cyclopentadienyl)lanthanide aryls, see Niemeyer & Hauber(1999). For a review of lanthanide···π-arene interactions, see Bochkarev (2002). For related literature, see: Bochkarev et al. (1995); Schumann et al. (1995); Tsutsui & Ely (1975).

Computing details top

Data collection: XSCANS (Siemens, 1994); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg, 2005) and SHELXTL (Sheldrick, 1998)'; software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), with atom labels and 30% probability displacement ellipsoids. H atoms have been omitted.
(2,4,6,2'',4'',6''-hexamethyl-1,1':3';1''-terphenyl-2'-yl)βis(methylcyclopentadienyl)erbium(III) top
Crystal data top
[Er(C6H7)2(C24H25)]F(000) = 1292
Mr = 638.93Dx = 1.510 Mg m3
Monoclinic, P21/cMelting point: 428 K
Hall symbol: -P 2ybcMo Kα radiation, λ = 0.71069 Å
a = 9.6758 (9) ÅCell parameters from 48 reflections
b = 18.126 (1) Åθ = 6.0–12.5°
c = 16.248 (2) ŵ = 3.01 mm1
β = 99.428 (7)°T = 173 K
V = 2811.1 (5) Å3Prism, pale pink
Z = 40.50 × 0.30 × 0.25 mm
Data collection top
Siemens P4
diffractometer
5572 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.071
Graphite monochromatorθmax = 29.0°, θmin = 2.1°
ω scansh = 1313
Absorption correction: ψ scan
(North et al., 1968)
k = 024
Tmin = 0.335, Tmax = 0.504l = 022
8124 measured reflections2 standard reflections every 298 reflections
7465 independent reflections intensity decay: none
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)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.095Only H-atom displacement parameters refined
S = 1.07 w = 1/[σ2(Fo2) + (0.0351P)2]
where P = (Fo2 + 2Fc2)/3
7465 reflections(Δ/σ)max = 0.001
346 parametersΔρmax = 1.05 e Å3
0 restraintsΔρmin = 1.52 e Å3
Crystal data top
[Er(C6H7)2(C24H25)]V = 2811.1 (5) Å3
Mr = 638.93Z = 4
Monoclinic, P21/cMo Kα radiation
a = 9.6758 (9) ŵ = 3.01 mm1
b = 18.126 (1) ÅT = 173 K
c = 16.248 (2) Å0.50 × 0.30 × 0.25 mm
β = 99.428 (7)°
Data collection top
Siemens P4
diffractometer
5572 reflections with I > 2σ(I)
Absorption correction: ψ scan
(North et al., 1968)
Rint = 0.071
Tmin = 0.335, Tmax = 0.5042 standard reflections every 298 reflections
8124 measured reflections intensity decay: none
7465 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0400 restraints
wR(F2) = 0.095Only H-atom displacement parameters refined
S = 1.07Δρmax = 1.05 e Å3
7465 reflectionsΔρmin = 1.52 e Å3
346 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. 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
Er0.78480 (2)0.160221 (10)0.337742 (12)0.02371 (6)
C110.5701 (4)0.0878 (2)0.3177 (3)0.0220 (8)
C120.5970 (4)0.0191 (2)0.2803 (2)0.0203 (7)
C130.5040 (5)0.0397 (2)0.2735 (3)0.0272 (9)
H13A0.52750.08480.24940.034 (5)*
C140.3776 (5)0.0330 (2)0.3016 (3)0.0281 (9)
H14A0.31410.07330.29750.034 (5)*
C150.3442 (5)0.0339 (2)0.3362 (3)0.0266 (9)
H15A0.25690.03930.35510.034 (5)*
C160.4383 (4)0.0931 (2)0.3432 (2)0.0207 (8)
C210.7283 (4)0.0143 (2)0.2413 (2)0.0211 (8)
C220.7303 (5)0.0528 (2)0.1659 (3)0.0260 (9)
C230.8529 (5)0.0517 (2)0.1304 (3)0.0304 (10)
H23A0.85580.07930.08100.034 (5)*
C240.9699 (5)0.0117 (2)0.1648 (3)0.0277 (9)
C250.9613 (4)0.0306 (2)0.2358 (3)0.0260 (9)
H25A1.03910.06010.25890.034 (5)*
C260.8426 (5)0.0307 (2)0.2736 (2)0.0234 (8)
C310.9460 (5)0.1945 (3)0.4850 (3)0.0296 (9)
C321.0263 (5)0.1502 (2)0.4400 (3)0.0291 (9)
H32A1.11980.16370.42580.045 (6)*
C330.9663 (5)0.0792 (3)0.4322 (3)0.0307 (10)
H33A1.01210.03400.41400.045 (6)*
C340.8454 (5)0.0800 (3)0.4707 (3)0.0297 (9)
H34A0.79220.03540.48400.045 (6)*
C350.8312 (5)0.1508 (3)0.5022 (3)0.0302 (9)
H35A0.76360.16540.53970.045 (6)*
C410.7264 (6)0.3005 (2)0.3245 (3)0.0317 (10)
C420.8693 (5)0.2952 (2)0.3166 (3)0.0316 (10)
H42A0.94800.32070.35330.045 (6)*
C430.8798 (6)0.2591 (3)0.2417 (3)0.0378 (11)
H43A0.96680.25440.21640.045 (6)*
C440.7445 (6)0.2425 (3)0.2023 (3)0.0397 (12)
H44A0.71930.22340.14400.045 (6)*
C450.6479 (5)0.2677 (3)0.2522 (3)0.0358 (11)
H45A0.54400.27080.23490.045 (6)*
C610.3927 (4)0.1652 (2)0.3759 (2)0.0220 (7)
C620.3219 (5)0.2171 (2)0.3206 (3)0.0257 (9)
C630.2844 (5)0.2850 (2)0.3510 (3)0.0280 (9)
H63A0.23750.32020.31300.034 (5)*
C640.3137 (5)0.3025 (3)0.4350 (3)0.0301 (9)
C650.3779 (5)0.2494 (3)0.4898 (3)0.0291 (9)
H65A0.39590.26030.54780.034 (5)*
C660.4170 (4)0.1805 (2)0.4627 (3)0.0251 (9)
C2210.5983 (5)0.0849 (3)0.1176 (3)0.0344 (10)
H22A0.62030.11110.06850.064 (5)*
H22B0.55710.11950.15310.064 (5)*
H22C0.53150.04520.09960.064 (5)*
C2411.0993 (5)0.0103 (3)0.1238 (3)0.0390 (11)
H24A1.11330.05900.10040.064 (5)*
H24B1.08740.02660.07910.064 (5)*
H24C1.18110.00250.16540.064 (5)*
C2610.8379 (5)0.0808 (2)0.3474 (3)0.0291 (9)
H26A0.93340.09530.37180.064 (5)*
H26B0.78290.12490.32890.064 (5)*
H26C0.79420.05460.38930.064 (5)*
C3110.9865 (7)0.2687 (3)0.5224 (4)0.0454 (13)
H31A1.03070.26250.58070.144 (17)*
H31B0.90260.29950.51980.144 (17)*
H31C1.05260.29250.49110.144 (17)*
C4110.6647 (6)0.3360 (3)0.3947 (4)0.0454 (12)
H41A0.65830.38940.38600.144 (17)*
H41B0.72490.32560.44810.144 (17)*
H41C0.57090.31590.39560.144 (17)*
C6210.2827 (6)0.1990 (3)0.2291 (3)0.0356 (11)
H62A0.25700.24450.19760.064 (5)*
H62B0.20300.16490.22100.064 (5)*
H62C0.36270.17600.20910.064 (5)*
C6410.2815 (6)0.3791 (3)0.4654 (3)0.0434 (13)
H64A0.18650.39350.43980.064 (5)*
H64B0.34900.41460.44980.064 (5)*
H64C0.28810.37840.52630.064 (5)*
C6610.4763 (5)0.1222 (3)0.5246 (3)0.0349 (10)
H66A0.50960.14530.57880.064 (5)*
H66B0.55450.09730.50480.064 (5)*
H66C0.40320.08610.53060.064 (5)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Er0.02356 (9)0.02370 (9)0.02381 (9)0.00197 (9)0.00372 (6)0.00470 (8)
C110.024 (2)0.0229 (18)0.0203 (19)0.0004 (16)0.0064 (16)0.0027 (15)
C120.0199 (18)0.0242 (18)0.0165 (17)0.0038 (15)0.0024 (14)0.0027 (15)
C130.029 (2)0.024 (2)0.028 (2)0.0015 (17)0.0027 (18)0.0004 (16)
C140.024 (2)0.026 (2)0.035 (2)0.0014 (17)0.0031 (18)0.0007 (17)
C150.0185 (19)0.029 (2)0.033 (2)0.0001 (17)0.0067 (17)0.0016 (17)
C160.0192 (18)0.0269 (19)0.0162 (17)0.0022 (15)0.0034 (15)0.0028 (15)
C210.0239 (19)0.0208 (17)0.0191 (18)0.0002 (15)0.0047 (15)0.0009 (15)
C220.029 (2)0.0266 (19)0.0231 (19)0.0033 (17)0.0057 (17)0.0013 (17)
C230.040 (3)0.029 (2)0.024 (2)0.0041 (19)0.0121 (19)0.0057 (17)
C240.026 (2)0.030 (2)0.030 (2)0.0007 (18)0.0121 (18)0.0058 (18)
C250.0197 (19)0.028 (2)0.031 (2)0.0051 (16)0.0049 (17)0.0051 (17)
C260.029 (2)0.025 (2)0.0170 (18)0.0031 (17)0.0075 (16)0.0025 (15)
C310.030 (2)0.030 (2)0.028 (2)0.0001 (19)0.0023 (18)0.0002 (18)
C320.0214 (19)0.036 (2)0.028 (2)0.0030 (18)0.0008 (16)0.0011 (18)
C330.033 (2)0.030 (2)0.027 (2)0.0061 (19)0.0002 (19)0.0020 (18)
C340.031 (2)0.032 (2)0.025 (2)0.0036 (18)0.0003 (18)0.0075 (18)
C350.026 (2)0.040 (3)0.025 (2)0.0020 (19)0.0072 (17)0.0000 (18)
C410.042 (3)0.021 (2)0.033 (2)0.0034 (19)0.009 (2)0.0077 (17)
C420.034 (2)0.026 (2)0.035 (2)0.0040 (19)0.009 (2)0.0056 (18)
C430.044 (3)0.034 (2)0.040 (3)0.002 (2)0.021 (2)0.006 (2)
C440.055 (3)0.039 (3)0.026 (2)0.003 (2)0.008 (2)0.006 (2)
C450.037 (3)0.030 (2)0.040 (3)0.002 (2)0.003 (2)0.018 (2)
C610.0174 (17)0.0259 (19)0.0238 (18)0.0000 (16)0.0067 (14)0.0015 (16)
C620.028 (2)0.028 (2)0.022 (2)0.0033 (17)0.0074 (16)0.0003 (16)
C630.027 (2)0.027 (2)0.030 (2)0.0081 (18)0.0054 (19)0.0019 (17)
C640.027 (2)0.032 (2)0.032 (2)0.0030 (18)0.0086 (19)0.0054 (19)
C650.026 (2)0.038 (2)0.025 (2)0.0007 (19)0.0102 (18)0.0052 (18)
C660.0171 (18)0.035 (2)0.024 (2)0.0003 (16)0.0060 (16)0.0032 (16)
C2210.037 (3)0.037 (2)0.028 (2)0.009 (2)0.001 (2)0.0080 (19)
C2410.040 (3)0.047 (3)0.035 (3)0.000 (2)0.019 (2)0.000 (2)
C2610.035 (2)0.029 (2)0.024 (2)0.0021 (19)0.0050 (18)0.0021 (17)
C3110.053 (3)0.039 (3)0.045 (3)0.002 (3)0.007 (3)0.006 (2)
C4110.052 (3)0.044 (3)0.042 (3)0.008 (3)0.014 (2)0.001 (2)
C6210.045 (3)0.039 (3)0.022 (2)0.008 (2)0.001 (2)0.0015 (19)
C6410.050 (3)0.039 (3)0.042 (3)0.006 (2)0.010 (3)0.012 (2)
C6610.035 (3)0.047 (3)0.024 (2)0.001 (2)0.0079 (19)0.005 (2)
Geometric parameters (Å, º) top
Er—C112.434 (4)C41—C451.420 (7)
Er—C312.706 (5)C41—C4111.516 (7)
Er—C322.642 (4)C42—C431.400 (7)
Er—C332.591 (4)C42—H42A1.0000
Er—C342.591 (4)C43—C441.393 (8)
Er—C352.641 (4)C43—H43A1.0000
Er—C412.606 (4)C44—C451.410 (7)
Er—C422.620 (4)C44—H44A1.0000
Er—C432.639 (5)C45—H45A1.0000
Er—C442.635 (5)C61—C621.400 (6)
Er—C452.623 (4)C61—C661.419 (6)
C11—C161.407 (6)C62—C631.398 (6)
C11—C121.427 (5)C62—C6211.509 (6)
C12—C131.388 (6)C63—C641.384 (6)
C12—C211.512 (5)C63—H63A0.9500
C13—C141.379 (6)C64—C651.387 (7)
C13—H13A0.9500C64—C6411.523 (7)
C14—C151.396 (6)C65—C661.397 (6)
C14—H14A0.9500C65—H65A0.9500
C15—C161.399 (6)C66—C6611.506 (6)
C15—H15A0.9500C221—H22A0.9800
C16—C611.505 (6)C221—H22B0.9800
C21—C261.406 (6)C221—H22C0.9800
C21—C221.413 (6)C241—H24A0.9800
C22—C231.402 (6)C241—H24B0.9800
C22—C2211.502 (6)C241—H24C0.9800
C23—C241.383 (6)C261—H26A0.9800
C23—H23A0.9500C261—H26B0.9800
C24—C251.398 (6)C261—H26C0.9800
C24—C2411.512 (6)C311—H31A0.9800
C25—C261.388 (6)C311—H31B0.9800
C25—H25A0.9500C311—H31C0.9800
C26—C2611.509 (6)C411—H41A0.9800
C31—C321.403 (6)C411—H41B0.9800
C31—C351.429 (6)C411—H41C0.9800
C31—C3111.501 (7)C621—H62A0.9800
C32—C331.409 (6)C621—H62B0.9800
C32—H32A1.0000C621—H62C0.9800
C33—C341.414 (7)C641—H64A0.9800
C33—H33A1.0000C641—H64B0.9800
C34—C351.396 (6)C641—H64C0.9800
C34—H34A1.0000C661—H66A0.9800
C35—H35A1.0000C661—H66B0.9800
C41—C421.412 (7)C661—H66C0.9800
C11—Er—C3483.11 (14)C35—C34—C33108.0 (4)
C11—Er—C33104.71 (14)C35—C34—Er76.5 (3)
C34—Er—C3331.67 (15)C33—C34—Er74.2 (2)
C11—Er—C41110.29 (15)C35—C34—H34A125.4
C34—Er—C41129.28 (15)C33—C34—H34A125.4
C33—Er—C41135.95 (16)Er—C34—H34A125.4
C11—Er—C42139.83 (14)C34—C35—C31108.2 (4)
C34—Er—C42126.92 (15)C34—C35—Er72.5 (3)
C33—Er—C42114.29 (15)C31—C35—Er77.0 (3)
C41—Er—C4231.35 (15)C34—C35—H35A125.4
C11—Er—C4589.10 (15)C31—C35—H35A125.4
C34—Er—C45152.19 (16)Er—C35—H35A125.4
C33—Er—C45165.78 (16)C42—C41—C45107.2 (4)
C41—Er—C4531.51 (15)C42—C41—C411127.5 (5)
C42—Er—C4551.54 (16)C45—C41—C411125.2 (5)
C11—Er—C44100.81 (15)C42—C41—Er74.9 (3)
C34—Er—C44175.50 (16)C45—C41—Er74.9 (3)
C33—Er—C44144.02 (16)C411—C41—Er117.3 (3)
C41—Er—C4451.54 (16)C43—C42—C41108.8 (5)
C42—Er—C4450.84 (16)C43—C42—Er75.3 (3)
C45—Er—C4431.11 (16)C41—C42—Er73.8 (3)
C11—Er—C43131.29 (16)C43—C42—H42A125.2
C34—Er—C43145.23 (16)C41—C42—H42A125.2
C33—Er—C43117.89 (17)Er—C42—H42A125.2
C41—Er—C4351.68 (15)C44—C43—C42107.7 (5)
C42—Er—C4330.87 (15)C44—C43—Er74.5 (3)
C45—Er—C4351.42 (16)C42—C43—Er73.8 (3)
C44—Er—C4330.63 (17)C44—C43—H43A125.7
C11—Er—C3595.75 (14)C42—C43—H43A125.7
C34—Er—C3530.93 (14)Er—C43—H43A125.7
C33—Er—C3551.49 (15)C43—C44—C45109.1 (5)
C41—Er—C3598.37 (15)C43—C44—Er74.9 (3)
C42—Er—C35100.84 (15)C45—C44—Er74.0 (3)
C45—Er—C35124.86 (16)C43—C44—H44A125.1
C44—Er—C35149.23 (16)C45—C44—H44A125.1
C43—Er—C35128.62 (16)Er—C44—H44A125.1
C11—Er—C32133.97 (14)C44—C45—C41107.2 (5)
C34—Er—C3251.76 (14)C44—C45—Er74.9 (3)
C33—Er—C3231.22 (14)C41—C45—Er73.6 (3)
C41—Er—C32106.06 (15)C44—C45—H45A125.9
C42—Er—C3283.34 (15)C41—C45—H45A125.9
C45—Er—C32134.59 (15)Er—C45—H45A125.9
C44—Er—C32123.99 (16)C62—C61—C66119.4 (4)
C43—Er—C3293.49 (16)C62—C61—C16119.8 (4)
C35—Er—C3251.18 (14)C66—C61—C16120.7 (4)
C11—Er—C31126.72 (14)C63—C62—C61119.5 (4)
C34—Er—C3151.14 (14)C63—C62—C621120.1 (4)
C33—Er—C3150.93 (14)C61—C62—C621120.4 (4)
C41—Er—C3186.26 (15)C64—C63—C62121.8 (4)
C42—Er—C3175.78 (15)C64—C63—H63A119.1
C45—Er—C31117.76 (15)C62—C63—H63A119.1
C44—Er—C31126.43 (16)C63—C64—C65118.2 (4)
C43—Er—C3199.25 (16)C63—C64—C641120.5 (4)
C35—Er—C3130.97 (14)C65—C64—C641121.2 (4)
C32—Er—C3130.40 (14)C64—C65—C66122.2 (4)
C16—C11—C12114.9 (4)C64—C65—H65A118.9
C12—C11—Er108.4 (3)C66—C65—H65A118.9
C16—C11—Er136.0 (3)C65—C66—C61118.6 (4)
C13—C12—C11122.9 (4)C65—C66—C661120.6 (4)
C13—C12—C21120.0 (4)C61—C66—C661120.7 (4)
C11—C12—C21116.9 (4)C22—C221—H22A109.5
C14—C13—C12120.2 (4)C22—C221—H22B109.5
C14—C13—H13A119.9H22A—C221—H22B109.5
C12—C13—H13A119.9C22—C221—H22C109.5
C13—C14—C15119.1 (4)H22A—C221—H22C109.5
C13—C14—H14A120.4H22B—C221—H22C109.5
C15—C14—H14A120.4C24—C241—H24A109.5
C14—C15—C16120.5 (4)C24—C241—H24B109.5
C14—C15—H15A119.8H24A—C241—H24B109.5
C16—C15—H15A119.8C24—C241—H24C109.5
C15—C16—C11122.2 (4)H24A—C241—H24C109.5
C15—C16—C61118.0 (4)H24B—C241—H24C109.5
C11—C16—C61119.7 (4)C26—C261—H26A109.5
C26—C21—C22119.3 (4)C26—C261—H26B109.5
C26—C21—C12122.7 (3)H26A—C261—H26B109.5
C22—C21—C12117.8 (4)C26—C261—H26C109.5
C23—C22—C21118.8 (4)H26A—C261—H26C109.5
C23—C22—C221119.7 (4)H26B—C261—H26C109.5
C21—C22—C221120.9 (4)C31—C311—H31A109.5
C24—C23—C22122.2 (4)C31—C311—H31B109.5
C24—C23—H23A118.9H31A—C311—H31B109.5
C22—C23—H23A118.9C31—C311—H31C109.5
C23—C24—C25117.8 (4)H31A—C311—H31C109.5
C23—C24—C241120.8 (4)H31B—C311—H31C109.5
C25—C24—C241121.3 (4)C41—C411—H41A109.5
C26—C25—C24122.1 (4)C41—C411—H41B109.5
C26—C25—H25A118.9H41A—C411—H41B109.5
C24—C25—H25A118.9C41—C411—H41C109.5
C25—C26—C21119.4 (4)H41A—C411—H41C109.5
C25—C26—C261119.2 (4)H41B—C411—H41C109.5
C21—C26—C261121.4 (4)C62—C621—H62A109.5
C32—C31—C35107.4 (4)C62—C621—H62B109.5
C32—C31—C311126.4 (5)H62A—C621—H62B109.5
C35—C31—C311125.3 (4)C62—C621—H62C109.5
C32—C31—Er72.3 (3)H62A—C621—H62C109.5
C35—C31—Er72.0 (3)H62B—C621—H62C109.5
C311—C31—Er129.7 (3)C64—C641—H64A109.5
C31—C32—C33108.3 (4)C64—C641—H64B109.5
C31—C32—Er77.3 (3)H64A—C641—H64B109.5
C33—C32—Er72.4 (3)C64—C641—H64C109.5
C31—C32—H32A125.3H64A—C641—H64C109.5
C33—C32—H32A125.3H64B—C641—H64C109.5
Er—C32—H32A125.3C66—C661—H66A109.5
C32—C33—C34108.1 (4)C66—C661—H66B109.5
C32—C33—Er76.4 (3)H66A—C661—H66B109.5
C34—C33—Er74.2 (3)C66—C661—H66C109.5
C32—C33—H33A125.4H66A—C661—H66C109.5
C34—C33—H33A125.4H66B—C661—H66C109.5
Er—C33—H33A125.4

Experimental details

Crystal data
Chemical formula[Er(C6H7)2(C24H25)]
Mr638.93
Crystal system, space groupMonoclinic, P21/c
Temperature (K)173
a, b, c (Å)9.6758 (9), 18.126 (1), 16.248 (2)
β (°) 99.428 (7)
V3)2811.1 (5)
Z4
Radiation typeMo Kα
µ (mm1)3.01
Crystal size (mm)0.50 × 0.30 × 0.25
Data collection
DiffractometerSiemens P4
Absorption correctionψ scan
(North et al., 1968)
Tmin, Tmax0.335, 0.504
No. of measured, independent and
observed [I > 2σ(I)] reflections
8124, 7465, 5572
Rint0.071
(sin θ/λ)max1)0.682
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.040, 0.095, 1.07
No. of reflections7465
No. of parameters346
H-atom treatmentOnly H-atom displacement parameters refined
Δρmax, Δρmin (e Å3)1.05, 1.52

Computer programs: XSCANS (Siemens, 1994), XSCANS, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), DIAMOND (Brandenburg, 2005) and SHELXTL (Sheldrick, 1998)', SHELXTL.

Selected geometric parameters (Å, º) top
Er—C112.434 (4)Er—C412.606 (4)
Er—C312.706 (5)Er—C422.620 (4)
Er—C322.642 (4)Er—C432.639 (5)
Er—C332.591 (4)Er—C442.635 (5)
Er—C342.591 (4)Er—C452.623 (4)
Er—C352.641 (4)
C12—C11—Er108.4 (3)C16—C11—Er136.0 (3)
 

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