Trichlorido(η⁵-1,2,4-triphenyl­cyclopenta­dien­yl)titanium(IV)

The title compound, [Ti(C₂₃H₁₅)Cl₃], has the triphenyl-substituted cyclo­penta­diene ring π-bonded to the TiCl₃ fragment. The phenyl rings subtend dihedral angles in the range 10.8 (2)–40.2 (3)° with the cyclo­penta­diene ring.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.054
• wR factor = 0.142
• Data-to-parameter ratio = 19.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Ti1

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 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
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003) and Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97.

Trichlorido(η⁵-1,2,4-triphenylcyclopentadienyl)titanium(IV)

Crystal data

[Ti(C23H15)Cl3]	F(000) = 904
Mr = 445.60	Dx = 1.430 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 12742 reflections
a = 11.298 (2) Å	θ = 6.2–54.9°
b = 16.340 (3) Å	µ = 0.81 mm^−1
c = 12.481 (3) Å	T = 295 K
β = 116.08 (3)°	Block, red
V = 2069.6 (7) Å^3	0.25 × 0.19 × 0.17 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID CCD area-detector diffractometer	2948 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.061
Graphite monochromator	θmax = 27.5°, θmin = 3.1°
ω scans	h = −14→14
20121 measured reflections	k = −21→21
4723 independent reflections	l = −16→16

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)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.143	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0592P)^2 + 1.089P] where P = (Fo^2 + 2Fc^2)/3
4723 reflections	(Δ/σ)max < 0.001
244 parameters	Δρmax = 0.64 e Å^−3
0 restraints	Δρmin = −0.46 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
Ti1	0.28742 (6)	0.15816 (3)	0.47112 (5)	0.04088 (18)
Cl1	0.49158 (11)	0.12463 (7)	0.50419 (15)	0.0912 (4)
Cl2	0.32108 (11)	0.27815 (5)	0.56202 (10)	0.0649 (3)
Cl3	0.19358 (15)	0.18915 (9)	0.27884 (10)	0.1084 (6)
C1	0.0855 (3)	0.10811 (18)	0.4651 (3)	0.0380 (7)
C2	0.1408 (3)	0.04402 (18)	0.4236 (3)	0.0398 (7)
C3	0.2640 (3)	0.02262 (19)	0.5172 (3)	0.0418 (7)
C4	0.2864 (3)	0.07119 (18)	0.6187 (3)	0.0395 (7)
C5	0.1770 (3)	0.12494 (18)	0.5856 (3)	0.0391 (7)
C6	−0.0444 (3)	0.14989 (19)	0.4061 (3)	0.0437 (7)
C7	−0.1085 (4)	0.1694 (2)	0.4752 (4)	0.0583 (10)
H7	−0.0688	0.1582	0.5565	0.070*
C8	−0.2317 (4)	0.2055 (3)	0.4229 (5)	0.0777 (13)
H8	−0.2753	0.2170	0.4693	0.093*
C9	−0.2904 (4)	0.2244 (3)	0.3046 (5)	0.0876 (16)
H9	−0.3726	0.2495	0.2707	0.105*
C10	−0.2271 (5)	0.2060 (3)	0.2366 (4)	0.0816 (14)
H10	−0.2665	0.2190	0.1558	0.098*
C11	−0.1053 (4)	0.1683 (2)	0.2860 (3)	0.0637 (11)
H11	−0.0641	0.1552	0.2381	0.076*
C12	0.0831 (3)	−0.00116 (19)	0.3079 (3)	0.0434 (8)
C13	−0.0495 (3)	−0.02247 (19)	0.2552 (3)	0.0483 (8)
H13	−0.1045	−0.0040	0.2878	0.058*
C14	−0.0998 (4)	−0.0712 (2)	0.1542 (4)	0.0606 (10)
H14	−0.1882	−0.0860	0.1200	0.073*
C15	−0.0207 (5)	−0.0978 (3)	0.1044 (4)	0.0749 (12)
H15	−0.0554	−0.1299	0.0359	0.090*
C16	0.1104 (5)	−0.0768 (3)	0.1560 (4)	0.0817 (14)
H16	0.1648	−0.0948	0.1225	0.098*
C17	0.1616 (4)	−0.0288 (3)	0.2578 (4)	0.0660 (11)
H17	0.2505	−0.0151	0.2925	0.079*
C18	0.4014 (3)	0.06772 (19)	0.7364 (3)	0.0423 (7)
C19	0.4919 (4)	0.0041 (2)	0.7654 (4)	0.0583 (10)
H19	0.4810	−0.0368	0.7099	0.070*
C20	0.5976 (4)	0.0017 (3)	0.8765 (4)	0.0718 (12)
H20	0.6579	−0.0410	0.8950	0.086*
C21	0.6160 (4)	0.0600 (3)	0.9599 (4)	0.0635 (10)
H21	0.6877	0.0571	1.0347	0.076*
C22	0.5276 (4)	0.1235 (2)	0.9325 (3)	0.0618 (10)
H22	0.5394	0.1639	0.9887	0.074*
C23	0.4215 (3)	0.1272 (2)	0.8216 (3)	0.0530 (9)
H23	0.3624	0.1705	0.8037	0.064*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ti1	0.0409 (3)	0.0406 (3)	0.0462 (3)	−0.0042 (2)	0.0238 (3)	−0.0001 (2)
Cl1	0.0661 (7)	0.0696 (7)	0.1698 (13)	−0.0001 (5)	0.0812 (8)	−0.0071 (7)
Cl2	0.0860 (7)	0.0384 (4)	0.0839 (7)	−0.0041 (4)	0.0498 (6)	−0.0040 (4)
Cl3	0.1267 (11)	0.1341 (11)	0.0489 (6)	−0.0746 (9)	0.0242 (7)	0.0129 (6)
C1	0.0334 (16)	0.0417 (16)	0.0400 (17)	0.0003 (12)	0.0173 (14)	0.0061 (13)
C2	0.0364 (17)	0.0405 (16)	0.0459 (18)	−0.0036 (12)	0.0212 (14)	0.0017 (13)
C3	0.0361 (17)	0.0382 (16)	0.0476 (19)	−0.0012 (13)	0.0152 (15)	0.0014 (13)
C4	0.0354 (16)	0.0390 (16)	0.0456 (18)	0.0004 (13)	0.0192 (14)	0.0071 (13)
C5	0.0343 (16)	0.0433 (16)	0.0421 (17)	0.0027 (13)	0.0191 (14)	0.0095 (13)
C6	0.0355 (17)	0.0412 (16)	0.051 (2)	0.0011 (13)	0.0157 (15)	0.0035 (14)
C7	0.045 (2)	0.069 (2)	0.063 (2)	0.0107 (17)	0.0262 (19)	0.0091 (18)
C8	0.052 (2)	0.090 (3)	0.091 (3)	0.024 (2)	0.031 (2)	0.005 (3)
C9	0.047 (2)	0.094 (3)	0.091 (4)	0.025 (2)	0.002 (3)	0.000 (3)
C10	0.073 (3)	0.087 (3)	0.057 (3)	0.025 (2)	0.003 (2)	0.002 (2)
C11	0.059 (2)	0.071 (2)	0.048 (2)	0.0157 (19)	0.0110 (18)	0.0014 (18)
C12	0.0427 (19)	0.0403 (16)	0.0457 (19)	−0.0046 (13)	0.0180 (15)	−0.0012 (13)
C13	0.0423 (19)	0.0450 (17)	0.053 (2)	−0.0042 (15)	0.0166 (16)	0.0022 (15)
C14	0.049 (2)	0.058 (2)	0.061 (2)	−0.0120 (17)	0.0109 (19)	−0.0052 (18)
C15	0.080 (3)	0.069 (3)	0.067 (3)	−0.015 (2)	0.024 (2)	−0.025 (2)
C16	0.071 (3)	0.097 (3)	0.085 (3)	−0.013 (2)	0.041 (3)	−0.041 (3)
C17	0.050 (2)	0.076 (3)	0.075 (3)	−0.0107 (19)	0.030 (2)	−0.025 (2)
C18	0.0374 (17)	0.0449 (17)	0.0436 (18)	0.0041 (13)	0.0169 (15)	0.0083 (14)
C19	0.053 (2)	0.053 (2)	0.058 (2)	0.0127 (17)	0.0142 (18)	−0.0004 (17)
C20	0.058 (3)	0.063 (2)	0.074 (3)	0.0240 (19)	0.010 (2)	0.012 (2)
C21	0.049 (2)	0.076 (3)	0.051 (2)	0.0077 (19)	0.0089 (18)	0.0055 (19)
C22	0.049 (2)	0.073 (2)	0.052 (2)	0.0064 (19)	0.0121 (18)	−0.0079 (19)
C23	0.0418 (19)	0.059 (2)	0.052 (2)	0.0098 (16)	0.0150 (17)	−0.0002 (16)

Geometric parameters (Å, º)

Ti1—Cl2	2.2129 (11)	C10—H10	0.9300
Ti1—Cl3	2.2142 (15)	C11—H11	0.9300
Ti1—Cl1	2.2258 (13)	C12—C17	1.366 (5)
Ti1—C4	2.331 (3)	C12—C13	1.391 (5)
Ti1—C3	2.332 (3)	C13—C14	1.384 (5)
Ti1—C5	2.337 (3)	C13—H13	0.9300
Ti1—C2	2.390 (3)	C14—C15	1.364 (6)
Ti1—C1	2.393 (3)	C14—H14	0.9300
C1—C5	1.428 (4)	C15—C16	1.375 (6)
C1—C2	1.428 (4)	C15—H15	0.9300
C1—C6	1.488 (4)	C16—C17	1.385 (5)
C2—C3	1.412 (4)	C16—H16	0.9300
C2—C12	1.493 (4)	C17—H17	0.9300
C3—C4	1.421 (5)	C18—C23	1.384 (5)
C4—C5	1.422 (4)	C18—C19	1.390 (5)
C4—C18	1.474 (4)	C19—C20	1.377 (5)
C6—C11	1.380 (5)	C19—H19	0.9300
C6—C7	1.385 (5)	C20—C21	1.358 (6)
C7—C8	1.383 (5)	C20—H20	0.9300
C7—H7	0.9300	C21—C22	1.375 (5)
C8—C9	1.362 (7)	C21—H21	0.9300
C8—H8	0.9300	C22—C23	1.377 (5)
C9—C10	1.362 (7)	C22—H22	0.9300
C9—H9	0.9300	C23—H23	0.9300
C10—C11	1.381 (6)
Cl2—Ti1—Cl3	104.21 (6)	C11—C6—C1	123.4 (3)
Cl2—Ti1—Cl1	101.10 (5)	C7—C6—C1	118.0 (3)
Cl3—Ti1—Cl1	102.75 (7)	C8—C7—C6	119.9 (4)
Cl2—Ti1—C4	101.21 (9)	C8—C7—H7	120.1
Cl3—Ti1—C4	146.07 (9)	C6—C7—H7	120.1
Cl1—Ti1—C4	93.92 (9)	C9—C8—C7	121.2 (5)
Cl2—Ti1—C3	136.69 (9)	C9—C8—H8	119.4
Cl3—Ti1—C3	115.61 (9)	C7—C8—H8	119.4
Cl1—Ti1—C3	86.62 (9)	C8—C9—C10	119.1 (4)
C4—Ti1—C3	35.48 (11)	C8—C9—H9	120.4
Cl2—Ti1—C5	84.83 (9)	C10—C9—H9	120.4
Cl3—Ti1—C5	125.86 (9)	C9—C10—C11	120.9 (4)
Cl1—Ti1—C5	128.16 (9)	C9—C10—H10	119.6
C4—Ti1—C5	35.46 (10)	C11—C10—H10	119.6
C3—Ti1—C5	58.66 (11)	C6—C11—C10	120.4 (4)
Cl2—Ti1—C2	139.73 (9)	C6—C11—H11	119.8
Cl3—Ti1—C2	87.71 (9)	C10—C11—H11	119.8
Cl1—Ti1—C2	113.75 (8)	C17—C12—C13	118.8 (3)
C4—Ti1—C2	58.44 (11)	C17—C12—C2	120.7 (3)
C3—Ti1—C2	34.78 (10)	C13—C12—C2	120.2 (3)
C5—Ti1—C2	58.15 (11)	C14—C13—C12	120.0 (4)
Cl2—Ti1—C1	105.39 (8)	C14—C13—H13	120.0
Cl3—Ti1—C1	92.78 (9)	C12—C13—H13	120.0
Cl1—Ti1—C1	144.84 (8)	C15—C14—C13	120.6 (4)
C4—Ti1—C1	58.70 (11)	C15—C14—H14	119.7
C3—Ti1—C1	58.23 (11)	C13—C14—H14	119.7
C5—Ti1—C1	35.11 (11)	C14—C15—C16	119.6 (4)
C2—Ti1—C1	34.75 (10)	C14—C15—H15	120.2
C5—C1—C2	107.1 (3)	C16—C15—H15	120.2
C5—C1—C6	122.2 (3)	C15—C16—C17	120.0 (4)
C2—C1—C6	130.6 (3)	C15—C16—H16	120.0
C5—C1—Ti1	70.30 (17)	C17—C16—H16	120.0
C2—C1—Ti1	72.48 (17)	C12—C17—C16	120.9 (4)
C6—C1—Ti1	125.3 (2)	C12—C17—H17	119.5
C3—C2—C1	108.1 (3)	C16—C17—H17	119.5
C3—C2—C12	122.0 (3)	C23—C18—C19	118.2 (3)
C1—C2—C12	129.7 (3)	C23—C18—C4	120.9 (3)
C3—C2—Ti1	70.38 (17)	C19—C18—C4	120.9 (3)
C1—C2—Ti1	72.76 (17)	C20—C19—C18	119.8 (4)
C12—C2—Ti1	125.9 (2)	C20—C19—H19	120.1
C2—C3—C4	108.9 (3)	C18—C19—H19	120.1
C2—C3—Ti1	74.83 (17)	C21—C20—C19	121.6 (4)
C4—C3—Ti1	72.21 (17)	C21—C20—H20	119.2
C3—C4—C5	107.1 (3)	C19—C20—H20	119.2
C3—C4—C18	126.9 (3)	C20—C21—C22	119.3 (4)
C5—C4—C18	125.9 (3)	C20—C21—H21	120.4
C3—C4—Ti1	72.30 (18)	C22—C21—H21	120.4
C5—C4—Ti1	72.51 (17)	C21—C22—C23	120.0 (4)
C18—C4—Ti1	120.2 (2)	C21—C22—H22	120.0
C4—C5—C1	108.7 (3)	C23—C22—H22	120.0
C4—C5—Ti1	72.03 (18)	C22—C23—C18	121.1 (3)
C1—C5—Ti1	74.59 (18)	C22—C23—H23	119.4
C11—C6—C7	118.6 (3)	C18—C23—H23	119.4