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The title compound, [Ti(C5H5)2(C15H15N)], displays an iminoacyl fragment in an N-outside conformation, indicating that the C=N vector points away from the σ-bonded C atom. Considering only the geometrical centres of all η-coordinated groups, the TiIV ion adopts a severely distorted tetra­hedral configuration. The crystal packing displays a short C—H...π contact linking the mol­ecules into an infinite chain running along the b-axis direction.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806021726/is2052sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806021726/is2052Isup2.hkl
Contains datablock I

CCDC reference: 613740

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.006 Å
  • R factor = 0.056
  • wR factor = 0.131
  • Data-to-parameter ratio = 18.4

checkCIF/PLATON results

No syntax errors found



Alert level B RINTA01_ALERT_3_B The value of Rint is greater than 0.15 Rint given 0.199 PLAT020_ALERT_3_B The value of Rint is greater than 0.10 ......... 0.20
Alert level C ABSTM02_ALERT_3_C The ratio of Tmax/Tmin expected RT(exp) is > 1.10 Absorption corrections should be applied. Tmin and Tmax expected: 0.814 0.916 RT(exp) = 1.125 PLAT057_ALERT_3_C Correction for Absorption Required RT(exp) ... 1.13 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.71 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for C22 - C23 .. 5.05 su PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C22 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C23 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Ti1 PLAT480_ALERT_4_C Long H...A H-Bond Reported H4 .. CG4 .. 2.98 Ang.
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 8 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 4 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: locally modified CAD-4 Software (Enraf–Nonius, 1989); cell refinement: SET4 (de Boer & Duisenberg, 1984); data reduction: HELENA (Spek, 1997); program(s) used to solve structure: SHELXS86 (Sheldrick, 1985); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.

[η2-8-(tert-Butylimino)-1-naphthyl]bis(η5-cyclopentadienyl)titanium(IV) top
Crystal data top
[Ti(C5H5)2(C15H15N)]F(000) = 816
Mr = 387.33Least Squares Treatment of 25 SET4 setting angles.
Monoclinic, P21/cDx = 1.297 Mg m3
Hall symbol: -P 2ybcMo Kα radiation, λ = 0.71073 Å
a = 15.0891 (12) ÅCell parameters from 25 reflections
b = 8.4475 (12) Åθ = 9.3–16.2°
c = 15.6025 (18) ŵ = 0.44 mm1
β = 94.200 (13)°T = 298 K
V = 1983.4 (4) Å3Block, brown
Z = 40.5 × 0.4 × 0.2 mm
Data collection top
Enraf–Nonius CAD-4
diffractometer
Rint = 0.200
Radiation source: Sealed tubeθmax = 27.5°, θmin = 1.4°
Zr filter monochromatorh = 1919
ω/2θ scans, Δω = 0.70+0.35tanθ °k = 010
5661 measured reflectionsl = 2020
4533 independent reflections3 standard reflections every 60 min
2344 reflections with I > 2σ(I) intensity decay: 1.5%
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)] = 0.056Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.131H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.0508P)2]
where P = (Fo2 + 2Fc2)/3
4533 reflections(Δ/σ)max < 0.001
247 parametersΔρmax = 0.28 e Å3
0 restraintsΔρmin = 0.29 e Å3
Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The observed criterion of F2 > σ(F2) is used only for calculating -R-factor-obs 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
Ti10.19486 (4)0.36897 (7)0.22771 (4)0.0305 (2)
N110.20838 (18)0.5247 (3)0.11669 (16)0.0328 (9)
C10.3699 (2)0.2230 (4)0.1572 (2)0.0341 (11)
C20.3151 (2)0.2031 (4)0.2282 (2)0.0355 (11)
C30.3410 (3)0.0829 (5)0.2831 (2)0.0520 (14)
C40.4146 (3)0.0168 (5)0.2721 (3)0.0620 (17)
C50.4648 (3)0.0031 (5)0.2040 (3)0.0589 (16)
C60.4442 (2)0.1245 (5)0.1445 (2)0.0419 (11)
C70.4922 (2)0.1557 (5)0.0718 (2)0.0487 (14)
C80.4690 (2)0.2763 (5)0.0160 (2)0.0489 (14)
C90.3964 (2)0.3733 (5)0.0289 (2)0.0438 (11)
C100.3470 (2)0.3477 (4)0.0989 (2)0.0340 (10)
C110.2684 (2)0.4252 (4)0.12715 (19)0.0328 (10)
C120.1886 (2)0.6488 (4)0.0497 (2)0.0402 (11)
C130.1754 (3)0.5669 (5)0.0370 (2)0.0647 (16)
C140.2655 (3)0.7649 (5)0.0549 (3)0.0696 (17)
C150.1025 (3)0.7305 (5)0.0696 (2)0.0549 (16)
C160.1990 (3)0.6212 (5)0.2961 (2)0.0608 (14)
C170.2860 (3)0.5632 (5)0.3042 (2)0.0539 (16)
C180.2854 (3)0.4321 (5)0.3575 (2)0.0513 (16)
C190.2008 (3)0.4076 (5)0.3807 (2)0.0598 (16)
C200.1466 (3)0.5257 (6)0.3432 (3)0.0648 (19)
C210.1283 (3)0.1679 (7)0.1338 (3)0.0747 (19)
C220.0703 (4)0.2900 (7)0.1311 (4)0.089 (2)
C230.0402 (3)0.3085 (6)0.2116 (5)0.082 (2)
C240.0790 (3)0.1943 (6)0.2623 (3)0.0688 (17)
C250.1329 (3)0.1076 (5)0.2160 (4)0.0702 (18)
H30.308400.065700.330600.0630*
H40.428700.096700.311700.0740*
H50.512800.063500.197000.0710*
H70.540900.092600.061700.0580*
H80.502000.293700.031200.0590*
H90.381300.454900.009400.0530*
H13A0.228800.511800.048700.0980*
H13B0.161700.644300.081000.0980*
H13C0.127300.492700.036000.0980*
H14A0.270900.812600.110800.1040*
H14B0.254800.845600.012000.1040*
H14C0.319500.709800.045000.1040*
H15A0.055900.653400.070500.0820*
H15B0.087100.808300.026200.0820*
H15C0.110400.781200.124700.0820*
H160.179700.709500.264300.0730*
H170.334800.604700.278800.0640*
H180.334600.370600.374700.0610*
H190.182700.326100.415400.0720*
H200.086000.538000.348900.0780*
H210.159300.131300.088400.0900*
H220.053600.351200.083100.1070*
H230.000700.385100.228100.0980*
H240.069800.178300.319900.0820*
H250.167300.022100.235900.0840*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ti10.0313 (3)0.0306 (3)0.0299 (3)0.0002 (3)0.0040 (2)0.0012 (3)
N110.0392 (16)0.0295 (16)0.0300 (14)0.0031 (13)0.0039 (12)0.0009 (13)
C10.0333 (17)0.036 (2)0.0326 (18)0.0002 (16)0.0005 (14)0.0048 (16)
C20.0337 (18)0.035 (2)0.0378 (19)0.0003 (16)0.0027 (15)0.0044 (17)
C30.052 (2)0.053 (3)0.052 (2)0.011 (2)0.0105 (19)0.018 (2)
C40.061 (3)0.055 (3)0.069 (3)0.016 (2)0.001 (2)0.022 (2)
C50.048 (2)0.050 (3)0.078 (3)0.021 (2)0.000 (2)0.007 (2)
C60.0334 (17)0.040 (2)0.052 (2)0.0036 (18)0.0009 (15)0.005 (2)
C70.0346 (19)0.056 (3)0.056 (2)0.0038 (19)0.0059 (17)0.020 (2)
C80.041 (2)0.065 (3)0.043 (2)0.003 (2)0.0178 (17)0.008 (2)
C90.0445 (19)0.052 (2)0.0358 (18)0.001 (2)0.0091 (15)0.003 (2)
C100.0348 (17)0.033 (2)0.0346 (17)0.0002 (16)0.0052 (14)0.0031 (16)
C110.0353 (18)0.0336 (19)0.0295 (17)0.0011 (15)0.0028 (14)0.0020 (15)
C120.050 (2)0.033 (2)0.0379 (19)0.0104 (18)0.0056 (16)0.0078 (17)
C130.097 (3)0.063 (3)0.034 (2)0.023 (3)0.005 (2)0.009 (2)
C140.064 (3)0.050 (3)0.096 (3)0.005 (2)0.014 (3)0.026 (3)
C150.059 (3)0.049 (3)0.056 (2)0.019 (2)0.000 (2)0.005 (2)
C160.102 (3)0.036 (2)0.042 (2)0.011 (3)0.011 (2)0.017 (2)
C170.058 (3)0.056 (3)0.048 (2)0.017 (2)0.0052 (19)0.017 (2)
C180.057 (3)0.056 (3)0.039 (2)0.008 (2)0.0097 (19)0.0109 (19)
C190.089 (3)0.061 (3)0.030 (2)0.019 (3)0.008 (2)0.0061 (19)
C200.056 (3)0.084 (4)0.055 (3)0.008 (3)0.008 (2)0.038 (3)
C210.073 (3)0.090 (4)0.064 (3)0.045 (3)0.025 (3)0.040 (3)
C220.073 (4)0.079 (4)0.105 (4)0.040 (3)0.051 (3)0.048 (4)
C230.031 (2)0.056 (3)0.158 (6)0.007 (2)0.011 (3)0.035 (4)
C240.072 (3)0.077 (3)0.059 (3)0.040 (3)0.016 (2)0.003 (3)
C250.047 (2)0.037 (3)0.124 (4)0.003 (2)0.011 (3)0.002 (3)
Geometric parameters (Å, º) top
Ti1—N112.197 (3)C18—C191.368 (6)
Ti1—C22.292 (3)C19—C201.392 (6)
Ti1—C112.043 (3)C21—C221.351 (8)
Ti1—C162.382 (4)C21—C251.377 (8)
Ti1—C172.402 (4)C22—C231.375 (10)
Ti1—C182.418 (4)C23—C241.353 (8)
Ti1—C192.404 (3)C24—C251.344 (7)
Ti1—C202.392 (5)C3—H30.9300
Ti1—C212.414 (5)C4—H40.9300
Ti1—C222.416 (6)C5—H50.9300
Ti1—C232.384 (5)C7—H70.9300
Ti1—C242.380 (5)C8—H80.9300
Ti1—C252.400 (4)C9—H90.9300
N11—C111.238 (4)C13—H13A0.9600
N11—C121.495 (4)C13—H13B0.9600
C1—C21.440 (4)C13—H13C0.9600
C1—C61.422 (5)C14—H14A0.9600
C1—C101.418 (5)C14—H14B0.9600
C2—C31.367 (5)C14—H14C0.9600
C3—C41.414 (6)C15—H15A0.9600
C4—C51.360 (7)C15—H15B0.9600
C5—C61.403 (6)C15—H15C0.9600
C6—C71.415 (4)C16—H160.9300
C7—C81.369 (5)C17—H170.9300
C8—C91.394 (5)C18—H180.9300
C9—C101.384 (4)C19—H190.9300
C10—C111.451 (4)C20—H200.9300
C12—C131.520 (5)C21—H210.9300
C12—C141.517 (5)C22—H220.9300
C12—C151.523 (5)C23—H230.9300
C16—C171.398 (6)C24—H240.9300
C16—C201.379 (6)C25—H250.9300
C17—C181.385 (5)
Ti1···H232.9300C18···H192.0600
Ti1···H242.9400C18···H172.0800
N11···C102.602 (4)C19···H242.8800
N11···C162.929 (4)C19···H14Biii2.9900
N11···C173.088 (4)C19···H182.0500
N11···C213.266 (6)C19···H202.0800
N11···C222.897 (7)C20···H192.0800
N11···H162.8400C20···H13Biii3.0300
N11···H222.7700C20···H162.0700
C2···C102.436 (5)C20···H232.9800
C2···C112.518 (5)C21···H243.1000
C2···C173.306 (5)C21···H222.0400
C2···C182.854 (5)C21···H252.0600
C2···C193.496 (5)C22···H243.0900
C2···C213.098 (6)C22···H212.0400
C2···C252.858 (5)C22···H253.1000
C7···C7i3.475 (5)C22···H232.0700
C11···C213.039 (6)C23···H20iv3.0800
C11···C223.205 (7)C23···H222.0600
C11···C183.585 (4)C23···H242.0400
C11···C22.518 (5)C23···H253.0900
C11···C122.503 (5)C23···H202.9300
C11···C12.319 (5)C24···H252.0400
C11···C172.992 (5)C24···H23iv2.8800
C11···C163.345 (5)C24···H232.0500
C16···C113.345 (5)C24···H192.9700
C16···C182.233 (6)C24···H213.1000
C16···C192.235 (5)C24···H223.0900
C16···N112.929 (4)C25···H212.0700
C17···C112.992 (5)C25···H223.1000
C17···C202.254 (6)C25···H233.0900
C17···C192.243 (6)C25···H242.0300
C17···C23.306 (5)C25···H23iv2.9400
C17···N113.088 (4)H3···H252.5300
C18···C22.854 (5)H3···H13Av2.4000
C18···C162.233 (6)H4···C6vi3.0800
C18···C202.235 (6)H4···C7vi2.9600
C18···C33.301 (6)H5···H72.5500
C18···C113.585 (4)H7···H52.5500
C19···C243.089 (6)H7···C7i2.9700
C19···C23.496 (5)H9···H13A2.3900
C19···C172.243 (6)H9···H14C2.5200
C19···C162.235 (5)H13A···C92.9600
C19···C233.549 (8)H13A···C112.8600
C20···C243.207 (7)H13A···H92.3900
C20···C182.235 (6)H13A···H14C2.5500
C20···C233.111 (8)H13A···H3vii2.4000
C20···C172.254 (6)H13B···H14B2.5800
C21···C23.098 (6)H13B···H15B2.5000
C21···C113.039 (6)H13B···C16viii2.8400
C21···N113.266 (6)H13B···C20viii3.0300
C21···C242.200 (7)H13C···H15A2.4500
C21···C232.211 (8)H13C···H222.5300
C22···C113.205 (7)H14A···H15C2.4600
C22···C252.200 (8)H14B···H13B2.5800
C22···N112.897 (7)H14B···H15B2.5800
C22···C242.196 (8)H14B···C19viii2.9900
C23···C203.111 (8)H14C···C93.0900
C23···C252.197 (7)H14C···C112.8600
C23···C193.549 (8)H14C···H92.5200
C23···C212.211 (8)H14C···H13A2.5500
C24···C203.207 (7)H15A···H13C2.4500
C24···C212.200 (7)H15A···H222.5600
C24···C193.089 (6)H15B···H13B2.5000
C24···C222.196 (8)H15B···H14B2.5800
C25···C22.858 (5)H15C···H14A2.4600
C25···C222.200 (8)H15C···H162.4200
C25···C33.243 (6)H16···H15C2.4200
C25···C232.197 (7)H18···C32.8200
C2···H182.6900H19···H242.5100
C2···H252.7100H20···H232.5500
C3···H182.8200H20···C23ix3.0800
C3···H252.7200H22···N112.7700
C6···H4ii3.0800H22···H13C2.5300
C7···H4ii2.9600H22···H15A2.5600
C7···H7i2.9700H23···Ti12.9300
C9···H13A2.9600H23···C202.9800
C9···H14C3.0900H23···H202.5500
C11···H213.0200H23···C24ix2.8800
C11···H13A2.8600H23···C25ix2.9400
C11···H14C2.8600H24···Ti12.9400
C11···H172.9200H24···C192.8800
C16···H13Biii2.8400H24···H192.5100
C16···H202.0700H25···C22.7100
C16···H172.0900H25···C32.7200
C17···H162.0800H25···H32.5300
C17···H182.0700
N11—Ti1—C2104.45 (11)Ti1—C11—N1179.97 (19)
N11—Ti1—C1133.70 (12)Ti1—C11—C10129.1 (2)
N11—Ti1—C1679.43 (11)N11—C11—C10150.8 (3)
N11—Ti1—C1784.25 (11)N11—C12—C13108.0 (3)
N11—Ti1—C18116.68 (12)N11—C12—C14107.7 (3)
N11—Ti1—C19134.65 (12)N11—C12—C15107.8 (3)
N11—Ti1—C20108.27 (14)C13—C12—C14113.1 (3)
N11—Ti1—C2190.07 (14)C13—C12—C15109.3 (3)
N11—Ti1—C2277.66 (16)C14—C12—C15110.9 (3)
N11—Ti1—C23101.06 (18)Ti1—C16—C1773.8 (2)
N11—Ti1—C24131.49 (14)Ti1—C16—C2073.6 (3)
N11—Ti1—C25123.32 (16)C17—C16—C20108.5 (4)
C2—Ti1—C1170.75 (12)Ti1—C17—C1672.2 (2)
C2—Ti1—C16123.41 (14)Ti1—C17—C1874.0 (2)
C2—Ti1—C1789.52 (13)C16—C17—C18106.7 (4)
C2—Ti1—C1874.54 (13)Ti1—C18—C1772.6 (2)
C2—Ti1—C1996.18 (13)Ti1—C18—C1973.0 (2)
C2—Ti1—C20128.35 (14)C17—C18—C19109.1 (4)
C2—Ti1—C2182.29 (14)Ti1—C19—C1874.1 (2)
C2—Ti1—C22114.38 (17)Ti1—C19—C2072.7 (2)
C2—Ti1—C23129.63 (15)C18—C19—C20108.1 (4)
C2—Ti1—C24102.40 (14)Ti1—C20—C1672.8 (3)
C2—Ti1—C2575.03 (14)Ti1—C20—C1973.6 (2)
C11—Ti1—C1697.94 (13)C16—C20—C19107.5 (4)
C11—Ti1—C1784.22 (13)Ti1—C21—C2273.8 (4)
C11—Ti1—C18106.65 (13)Ti1—C21—C2572.8 (3)
C11—Ti1—C19138.42 (14)C22—C21—C25107.4 (5)
C11—Ti1—C20131.47 (15)Ti1—C22—C2173.7 (3)
C11—Ti1—C2185.56 (15)Ti1—C22—C2372.1 (3)
C11—Ti1—C2291.52 (17)C21—C22—C23108.3 (5)
C11—Ti1—C23123.5 (2)Ti1—C23—C2274.6 (3)
C11—Ti1—C24140.15 (15)Ti1—C23—C2473.3 (3)
C11—Ti1—C25112.71 (17)C22—C23—C24107.2 (5)
C16—Ti1—C1733.99 (15)Ti1—C24—C2373.7 (3)
C16—Ti1—C1855.45 (14)Ti1—C24—C2574.5 (3)
C16—Ti1—C1955.66 (13)C23—C24—C25109.1 (5)
C16—Ti1—C2033.57 (15)Ti1—C25—C2173.9 (3)
C16—Ti1—C21153.85 (16)Ti1—C25—C2472.9 (3)
C16—Ti1—C22121.35 (18)C21—C25—C24107.9 (4)
C16—Ti1—C23103.43 (18)C2—C3—H3118.00
C16—Ti1—C24116.66 (16)C4—C3—H3118.00
C16—Ti1—C25148.72 (17)C3—C4—H4120.00
C17—Ti1—C1833.41 (13)C5—C4—H4120.00
C17—Ti1—C1955.64 (13)C4—C5—H5120.00
C17—Ti1—C2056.11 (15)C6—C5—H5120.00
C17—Ti1—C21168.58 (15)C6—C7—H7119.00
C17—Ti1—C22152.86 (17)C8—C7—H7119.00
C17—Ti1—C23135.99 (18)C7—C8—H8120.00
C17—Ti1—C24135.59 (15)C9—C8—H8120.00
C17—Ti1—C25150.73 (17)C8—C9—H9120.00
C18—Ti1—C1932.96 (15)C10—C9—H9120.00
C18—Ti1—C2055.36 (15)C12—C13—H13A109.00
C18—Ti1—C21148.01 (16)C12—C13—H13B110.00
C18—Ti1—C22161.74 (18)C12—C13—H13C109.00
C18—Ti1—C23128.6 (2)H13A—C13—H13B110.00
C18—Ti1—C24109.04 (15)H13A—C13—H13C109.00
C18—Ti1—C25117.38 (17)H13B—C13—H13C109.00
C19—Ti1—C2033.73 (15)C12—C14—H14A110.00
C19—Ti1—C21132.99 (16)C12—C14—H14B109.00
C19—Ti1—C22128.88 (18)C12—C14—H14C109.00
C19—Ti1—C2395.7 (2)H14A—C14—H14B110.00
C19—Ti1—C2480.42 (16)H14A—C14—H14C109.00
C19—Ti1—C25100.75 (18)H14B—C14—H14C109.00
C20—Ti1—C21135.29 (16)C12—C15—H15A109.00
C20—Ti1—C22110.92 (18)C12—C15—H15B109.00
C20—Ti1—C2381.3 (2)C12—C15—H15C109.00
C20—Ti1—C2484.44 (16)H15A—C15—H15B110.00
C20—Ti1—C25115.36 (18)H15A—C15—H15C109.00
C21—Ti1—C2232.50 (19)H15B—C15—H15C110.00
C21—Ti1—C2354.87 (19)Ti1—C16—H16119.00
C21—Ti1—C2454.65 (16)C17—C16—H16126.00
C21—Ti1—C2533.25 (19)C20—C16—H16126.00
C22—Ti1—C2333.3 (2)Ti1—C17—H17119.00
C22—Ti1—C2454.50 (18)C16—C17—H17127.00
C22—Ti1—C2554.36 (19)C18—C17—H17127.00
C23—Ti1—C2433.01 (19)Ti1—C18—H18121.00
C23—Ti1—C2554.68 (16)C17—C18—H18125.00
C24—Ti1—C2532.66 (17)C19—C18—H18125.00
Ti1—N11—C1166.33 (18)Ti1—C19—H19119.00
Ti1—N11—C12161.1 (2)C18—C19—H19126.00
C11—N11—C12132.5 (3)C20—C19—H19126.00
C2—C1—C6122.8 (3)Ti1—C20—H20119.00
C2—C1—C10117.0 (3)C16—C20—H20126.00
C6—C1—C10120.2 (3)C19—C20—H20126.00
Ti1—C2—C1115.2 (2)Ti1—C21—H21119.00
Ti1—C2—C3130.3 (3)C22—C21—H21126.00
C1—C2—C3114.5 (3)C25—C21—H21126.00
C2—C3—C4123.9 (4)Ti1—C22—H22120.00
C3—C4—C5120.6 (4)C21—C22—H22126.00
C4—C5—C6119.9 (4)C23—C22—H22126.00
C1—C6—C5118.3 (3)Ti1—C23—H23118.00
C1—C6—C7117.3 (3)C22—C23—H23126.00
C5—C6—C7124.4 (3)C24—C23—H23126.00
C6—C7—C8121.8 (3)Ti1—C24—H24118.00
C7—C8—C9120.8 (3)C23—C24—H24125.00
C8—C9—C10119.8 (3)C25—C24—H24125.00
C1—C10—C9120.2 (3)Ti1—C25—H25119.00
C1—C10—C11107.9 (3)C21—C25—H25126.00
C9—C10—C11132.0 (3)C24—C25—H25126.00
C2—Ti1—N11—C110.2 (2)C2—Ti1—C21—C2574.4 (3)
C16—Ti1—N11—C11122.2 (2)C11—Ti1—C21—C2299.9 (3)
C17—Ti1—N11—C1188.2 (2)C11—Ti1—C21—C25145.5 (3)
C18—Ti1—N11—C1179.9 (2)C16—Ti1—C21—C220.9 (5)
C19—Ti1—N11—C11114.5 (2)C16—Ti1—C21—C25115.5 (4)
C20—Ti1—N11—C11139.6 (2)C18—Ti1—C21—C22145.4 (4)
C21—Ti1—N11—C1181.9 (2)C18—Ti1—C21—C2530.8 (4)
C22—Ti1—N11—C11112.2 (2)C19—Ti1—C21—C2297.7 (4)
C23—Ti1—N11—C11136.0 (2)C19—Ti1—C21—C2516.9 (4)
C24—Ti1—N11—C11121.4 (2)C20—Ti1—C21—C2250.1 (4)
C25—Ti1—N11—C1181.2 (2)C20—Ti1—C21—C2564.5 (4)
N11—Ti1—C2—C13.9 (3)C22—Ti1—C21—C25114.6 (4)
N11—Ti1—C2—C3179.5 (3)C23—Ti1—C21—C2237.1 (4)
C11—Ti1—C2—C13.8 (2)C23—Ti1—C21—C2577.5 (3)
C11—Ti1—C2—C3179.6 (4)C24—Ti1—C21—C2277.8 (4)
C16—Ti1—C2—C190.6 (3)C24—Ti1—C21—C2536.8 (3)
C16—Ti1—C2—C392.8 (3)C25—Ti1—C21—C22114.6 (4)
C17—Ti1—C2—C187.8 (2)N11—Ti1—C22—C21110.2 (3)
C17—Ti1—C2—C395.6 (3)N11—Ti1—C22—C23133.7 (3)
C18—Ti1—C2—C1118.1 (3)C2—Ti1—C22—C219.8 (4)
C18—Ti1—C2—C365.4 (3)C2—Ti1—C22—C23125.8 (3)
C19—Ti1—C2—C1143.2 (2)C11—Ti1—C22—C2179.3 (3)
C19—Ti1—C2—C340.3 (3)C11—Ti1—C22—C23164.6 (3)
C20—Ti1—C2—C1132.0 (3)C16—Ti1—C22—C21179.6 (3)
C20—Ti1—C2—C351.5 (4)C16—Ti1—C22—C2364.4 (4)
C21—Ti1—C2—C184.2 (3)C17—Ti1—C22—C21159.6 (3)
C21—Ti1—C2—C392.4 (3)C17—Ti1—C22—C2384.4 (5)
C22—Ti1—C2—C178.9 (3)C19—Ti1—C22—C21111.4 (3)
C22—Ti1—C2—C397.7 (4)C19—Ti1—C22—C234.7 (4)
C23—Ti1—C2—C1114.2 (3)C20—Ti1—C22—C21144.7 (3)
C23—Ti1—C2—C362.4 (4)C20—Ti1—C22—C2328.6 (4)
C24—Ti1—C2—C1135.3 (2)C21—Ti1—C22—C23116.1 (5)
C24—Ti1—C2—C341.3 (4)C23—Ti1—C22—C21116.1 (5)
C25—Ti1—C2—C1117.3 (3)C24—Ti1—C22—C2178.3 (3)
C25—Ti1—C2—C359.3 (4)C24—Ti1—C22—C2337.8 (3)
N11—Ti1—C11—C10176.4 (4)C25—Ti1—C22—C2137.8 (3)
C2—Ti1—C11—N11179.8 (2)C25—Ti1—C22—C2378.2 (4)
C2—Ti1—C11—C103.8 (3)N11—Ti1—C23—C2246.0 (3)
C16—Ti1—C11—N1157.1 (2)N11—Ti1—C23—C24159.7 (3)
C16—Ti1—C11—C10126.5 (3)C2—Ti1—C23—C2273.5 (4)
C17—Ti1—C11—N1188.3 (2)C2—Ti1—C23—C2440.3 (5)
C17—Ti1—C11—C1095.3 (3)C11—Ti1—C23—C2218.5 (4)
C18—Ti1—C11—N11113.3 (2)C11—Ti1—C23—C24132.2 (3)
C18—Ti1—C11—C1070.3 (3)C16—Ti1—C23—C22127.7 (3)
C19—Ti1—C11—N11102.6 (2)C16—Ti1—C23—C24118.6 (3)
C19—Ti1—C11—C1081.0 (4)C17—Ti1—C23—C22139.2 (3)
C20—Ti1—C11—N1155.2 (3)C17—Ti1—C23—C24107.1 (3)
C20—Ti1—C11—C10128.5 (3)C18—Ti1—C23—C22176.1 (3)
C21—Ti1—C11—N1196.8 (2)C18—Ti1—C23—C2462.4 (4)
C21—Ti1—C11—C1079.6 (3)C19—Ti1—C23—C22176.3 (3)
C22—Ti1—C11—N1164.8 (2)C19—Ti1—C23—C2462.6 (4)
C22—Ti1—C11—C10111.6 (3)C20—Ti1—C23—C22153.1 (4)
C23—Ti1—C11—N1154.8 (3)C20—Ti1—C23—C2493.2 (4)
C23—Ti1—C11—C10121.6 (3)C21—Ti1—C23—C2236.2 (3)
C24—Ti1—C11—N1193.8 (3)C21—Ti1—C23—C2477.5 (3)
C24—Ti1—C11—C1082.6 (4)C22—Ti1—C23—C24113.7 (5)
C25—Ti1—C11—N11116.5 (2)C24—Ti1—C23—C22113.7 (5)
C25—Ti1—C11—C1059.9 (3)C25—Ti1—C23—C2277.2 (4)
N11—Ti1—C16—C1795.4 (2)C25—Ti1—C23—C2436.5 (3)
N11—Ti1—C16—C20149.1 (3)N11—Ti1—C24—C2327.0 (4)
C2—Ti1—C16—C175.0 (3)N11—Ti1—C24—C2588.8 (3)
C2—Ti1—C16—C20110.5 (3)C2—Ti1—C24—C23149.4 (4)
C11—Ti1—C16—C1767.1 (2)C2—Ti1—C24—C2533.6 (3)
C11—Ti1—C16—C20177.4 (3)C11—Ti1—C24—C2374.6 (4)
C17—Ti1—C16—C20115.5 (3)C11—Ti1—C24—C2541.2 (4)
C18—Ti1—C16—C1737.7 (2)C16—Ti1—C24—C2372.8 (4)
C18—Ti1—C16—C2077.9 (3)C16—Ti1—C24—C25171.4 (3)
C19—Ti1—C16—C1777.9 (2)C17—Ti1—C24—C23108.4 (4)
C19—Ti1—C16—C2037.6 (3)C17—Ti1—C24—C25135.8 (3)
C20—Ti1—C16—C17115.5 (3)C18—Ti1—C24—C23132.9 (4)
C21—Ti1—C16—C17163.3 (3)C18—Ti1—C24—C25111.3 (3)
C21—Ti1—C16—C2081.2 (4)C19—Ti1—C24—C23116.3 (4)
C22—Ti1—C16—C17163.8 (2)C19—Ti1—C24—C25127.9 (3)
C22—Ti1—C16—C2080.7 (3)C20—Ti1—C24—C2382.5 (4)
C23—Ti1—C16—C17165.6 (3)C20—Ti1—C24—C25161.7 (3)
C23—Ti1—C16—C2050.1 (3)C21—Ti1—C24—C2378.3 (4)
C24—Ti1—C16—C17133.3 (2)C21—Ti1—C24—C2537.5 (3)
C24—Ti1—C16—C2017.7 (3)C22—Ti1—C24—C2338.1 (4)
C25—Ti1—C16—C17124.3 (3)C22—Ti1—C24—C2577.7 (4)
C25—Ti1—C16—C208.8 (4)C23—Ti1—C24—C25115.8 (5)
N11—Ti1—C17—C1679.6 (2)C25—Ti1—C24—C23115.8 (5)
N11—Ti1—C17—C18166.5 (3)N11—Ti1—C25—C211.2 (3)
C2—Ti1—C17—C16175.8 (2)N11—Ti1—C25—C24116.3 (3)
C2—Ti1—C17—C1861.9 (3)C2—Ti1—C25—C2198.9 (3)
C11—Ti1—C17—C16113.5 (2)C2—Ti1—C25—C24146.0 (3)
C11—Ti1—C17—C18132.6 (3)C11—Ti1—C25—C2137.7 (3)
C16—Ti1—C17—C18113.9 (3)C11—Ti1—C25—C24152.8 (3)
C18—Ti1—C17—C16113.9 (3)C16—Ti1—C25—C21130.0 (3)
C19—Ti1—C17—C1678.0 (2)C16—Ti1—C25—C2414.9 (5)
C19—Ti1—C17—C1836.0 (2)C17—Ti1—C25—C21159.3 (3)
C20—Ti1—C17—C1637.0 (2)C17—Ti1—C25—C2485.7 (4)
C20—Ti1—C17—C1877.0 (3)C18—Ti1—C25—C21162.2 (3)
C22—Ti1—C17—C1631.5 (5)C18—Ti1—C25—C2482.7 (3)
C22—Ti1—C17—C18145.4 (4)C19—Ti1—C25—C21167.5 (3)
C23—Ti1—C17—C1620.4 (3)C19—Ti1—C25—C2452.4 (3)
C23—Ti1—C17—C1893.6 (4)C20—Ti1—C25—C21135.4 (3)
C24—Ti1—C17—C1668.5 (3)C20—Ti1—C25—C2420.3 (4)
C24—Ti1—C17—C1845.5 (4)C21—Ti1—C25—C24115.1 (4)
C25—Ti1—C17—C16118.7 (3)C22—Ti1—C25—C2137.0 (3)
C25—Ti1—C17—C184.8 (5)C22—Ti1—C25—C2478.1 (3)
N11—Ti1—C18—C1715.1 (3)C23—Ti1—C25—C2178.2 (4)
N11—Ti1—C18—C19132.1 (2)C23—Ti1—C25—C2437.0 (3)
C2—Ti1—C18—C17113.8 (3)C24—Ti1—C25—C21115.1 (4)
C2—Ti1—C18—C19129.2 (3)Ti1—N11—C11—C10174.2 (7)
C11—Ti1—C18—C1749.9 (3)C12—N11—C11—Ti1177.6 (3)
C11—Ti1—C18—C19166.9 (2)C12—N11—C11—C103.4 (9)
C16—Ti1—C18—C1738.4 (2)C11—N11—C12—C1359.7 (4)
C16—Ti1—C18—C1978.7 (3)C11—N11—C12—C1462.7 (4)
C17—Ti1—C18—C19117.0 (4)C11—N11—C12—C15177.6 (3)
C19—Ti1—C18—C17117.0 (4)C6—C1—C2—Ti1176.3 (3)
C20—Ti1—C18—C1779.4 (3)C6—C1—C2—C30.8 (5)
C20—Ti1—C18—C1937.6 (3)C10—C1—C2—Ti13.9 (4)
C21—Ti1—C18—C17158.9 (3)C10—C1—C2—C3179.0 (3)
C21—Ti1—C18—C1984.1 (4)C2—C1—C6—C50.1 (5)
C23—Ti1—C18—C17117.4 (3)C2—C1—C6—C7179.5 (3)
C23—Ti1—C18—C190.4 (3)C10—C1—C6—C5179.6 (3)
C24—Ti1—C18—C17148.1 (3)C10—C1—C6—C70.7 (5)
C24—Ti1—C18—C1931.1 (3)C2—C1—C10—C9179.7 (3)
C25—Ti1—C18—C17177.4 (3)C2—C1—C10—C111.1 (4)
C25—Ti1—C18—C1965.6 (3)C6—C1—C10—C90.6 (5)
N11—Ti1—C19—C1868.7 (3)C6—C1—C10—C11179.1 (3)
N11—Ti1—C19—C2046.7 (3)Ti1—C2—C3—C4175.8 (3)
C2—Ti1—C19—C1848.7 (3)C1—C2—C3—C40.7 (5)
C2—Ti1—C19—C20164.1 (3)C2—C3—C4—C50.1 (7)
C11—Ti1—C19—C1819.1 (4)C3—C4—C5—C60.7 (7)
C11—Ti1—C19—C2096.3 (3)C4—C5—C6—C10.6 (6)
C16—Ti1—C19—C1877.9 (3)C4—C5—C6—C7179.8 (4)
C16—Ti1—C19—C2037.4 (3)C1—C6—C7—C80.5 (5)
C17—Ti1—C19—C1836.5 (2)C5—C6—C7—C8179.9 (4)
C17—Ti1—C19—C2078.9 (3)C6—C7—C8—C90.2 (6)
C18—Ti1—C19—C20115.4 (4)C7—C8—C9—C100.0 (5)
C20—Ti1—C19—C18115.4 (4)C8—C9—C10—C10.2 (5)
C21—Ti1—C19—C18133.9 (3)C8—C9—C10—C11178.3 (3)
C21—Ti1—C19—C20110.7 (3)C1—C10—C11—Ti12.9 (4)
C22—Ti1—C19—C18177.1 (3)C1—C10—C11—N11175.6 (6)
C22—Ti1—C19—C2067.6 (3)C9—C10—C11—Ti1175.4 (3)
C23—Ti1—C19—C18179.7 (3)C9—C10—C11—N112.7 (9)
C23—Ti1—C19—C2065.0 (3)Ti1—C16—C17—C1866.5 (3)
C24—Ti1—C19—C18150.3 (3)C20—C16—C17—Ti166.0 (3)
C24—Ti1—C19—C2094.4 (3)C20—C16—C17—C180.5 (4)
C25—Ti1—C19—C18124.6 (3)Ti1—C16—C20—C1966.0 (3)
C25—Ti1—C19—C20120.1 (3)C17—C16—C20—Ti166.1 (3)
N11—Ti1—C20—C1632.2 (3)C17—C16—C20—C190.1 (5)
N11—Ti1—C20—C19147.0 (2)Ti1—C17—C18—C1964.4 (3)
C2—Ti1—C20—C1694.5 (3)C16—C17—C18—Ti165.3 (3)
C2—Ti1—C20—C1920.4 (3)C16—C17—C18—C191.0 (4)
C11—Ti1—C20—C163.5 (3)Ti1—C18—C19—C2065.2 (3)
C11—Ti1—C20—C19118.3 (3)C17—C18—C19—Ti164.2 (3)
C16—Ti1—C20—C19114.8 (4)C17—C18—C19—C201.0 (4)
C17—Ti1—C20—C1637.4 (2)Ti1—C19—C20—C1665.4 (3)
C17—Ti1—C20—C1977.4 (3)C18—C19—C20—Ti166.1 (3)
C18—Ti1—C20—C1678.1 (3)C18—C19—C20—C160.7 (5)
C18—Ti1—C20—C1936.7 (3)Ti1—C21—C22—C2364.2 (4)
C19—Ti1—C20—C16114.8 (4)C25—C21—C22—Ti165.6 (4)
C21—Ti1—C20—C16141.8 (3)C25—C21—C22—C231.3 (6)
C21—Ti1—C20—C19103.4 (3)Ti1—C21—C25—C2465.5 (3)
C22—Ti1—C20—C16115.6 (3)C22—C21—C25—Ti166.3 (4)
C22—Ti1—C20—C19129.6 (3)C22—C21—C25—C240.8 (6)
C23—Ti1—C20—C16131.0 (3)Ti1—C22—C23—C2466.6 (4)
C23—Ti1—C20—C19114.2 (3)C21—C22—C23—Ti165.3 (4)
C24—Ti1—C20—C16164.1 (3)C21—C22—C23—C241.4 (6)
C24—Ti1—C20—C1981.1 (3)Ti1—C23—C24—C2566.6 (4)
C25—Ti1—C20—C16175.0 (3)C22—C23—C24—Ti167.5 (4)
C25—Ti1—C20—C1970.2 (3)C22—C23—C24—C250.9 (6)
N11—Ti1—C21—C2266.4 (3)Ti1—C24—C25—C2166.2 (3)
N11—Ti1—C21—C25179.0 (3)C23—C24—C25—Ti166.1 (4)
C2—Ti1—C21—C22171.0 (3)C23—C24—C25—C210.0 (6)
Symmetry codes: (i) x+1, y, z; (ii) x+1, y+1/2, z+1/2; (iii) x, y+3/2, z+1/2; (iv) x, y1/2, z+1/2; (v) x, y+1/2, z+1/2; (vi) x+1, y1/2, z+1/2; (vii) x, y+1/2, z1/2; (viii) x, y+3/2, z1/2; (ix) x, y+1/2, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C4—H4···Cg4vi0.932.983.768 (5)143
Symmetry code: (vi) x+1, y1/2, z+1/2.
Tetrahedral geometry of Ti1 (angles in °). Cg1 represents the geometrical centre of the Cp ring C16–C20; Cg2 represents the geometrical centre of the Cp ring C21–C25; Cg3 represents the mid-point of the NC bond. top
C2—Ti1—Cg1103.22 (10)
C2—Ti1—Cg2101.46 (11)
C2—Ti1—Cg388.24 (11)
Cg1—Ti1—Cg2133.16 (9)
Cg1—Ti1—Cg3110.35 (9)
Cg2—Ti1—Cg3109.60 (10)
 

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