Buy article online - an online subscription or single-article purchase is required to access this article.
Download citation
Download citation
link to html
The coordination of [Ti(hfaa)2Cl2] (hfaa = hexa­fluoro­acetyl­acetonate) with the hydroxyl-containing bidentate ligand 2,2′-biphenol yielded the title compound, [{Ti(hfaa)2}2(μ-2,2′-biphenolato)(μ-oxo)] or [Ti2(C5HF6O2)4(C12H8O2)O]. The molecule has crystallographic twofold rotation symmetry. The biphenolate ligand bridges the two Ti atoms.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807004588/hg2178sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807004588/hg2178Isup2.hkl
Contains datablock I

CCDC reference: 640356

Key indicators

  • Single-crystal X-ray study
  • T = 100 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.042
  • wR factor = 0.110
  • Data-to-parameter ratio = 15.7

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C10
Alert level C PLAT213_ALERT_2_C Atom F12 has ADP max/min Ratio ............. 3.50 prola
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 1 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 2 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

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus and XPREP (Bruker 2004); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: WinGX (Farrugia, 1999).

µ-2,2'-Biphenolato-κ2O:O'-µ-oxido-κ2O:O- bis[bis(hexafluoroacetylacetonato-κ2O,O')titanium(IV)] top
Crystal data top
[Ti2(C5HF6O2)4(C12H8O2)O]F(000) = 2208
Mr = 1124.22Dx = 1.887 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 4854 reflections
a = 20.742 (2) Åθ = 2.6–28.1°
b = 8.5997 (12) ŵ = 0.58 mm1
c = 23.463 (3) ÅT = 100 K
β = 108.969 (4)°Needle, red
V = 3957.9 (8) Å30.46 × 0.16 × 0.14 mm
Z = 4
Data collection top
Bruker X8 APEXII 4K KappaCCD
diffractometer
4902 independent reflections
Radiation source: fine-focus sealed tube3851 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.035
Detector resolution: 512 pixels mm-1θmax = 28.3°, θmin = 2.1°
ω and φ scansh = 2723
Absorption correction: multi-scan
(SADABS; Bruker, 2004)
k = 1111
Tmin = 0.778, Tmax = 0.924l = 2831
18134 measured reflections
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.042 w = 1/[σ2(Fo2) + (0.0469P)2 + 8.6008P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.110(Δ/σ)max = 0.001
S = 1.02Δρmax = 0.87 e Å3
4902 reflectionsΔρmin = 0.68 e Å3
312 parameters
Special details top

Experimental. The intensity data was collected on a Bruker X8 Apex II 4 K Kappa CCD diffractometer using an exposure time of 20 s/frame. A total of 949 frames were collected with a frame width of 0.5° covering up to θ = 28.31° with 99.5% completeness accomplished.

1H NMR (CDCl3) monomer: δ 7.56 (d, 2H), 7.35 (t, 2H), 7.22 (t, 2H), 6.89 (d, 2H), 6.60 (s, 2H, hfaa H), dimer: 7.38–7.28 (m, 4H), 7.21–7.05 (m, 4H), 6.51 (s, 1H, hfaa H), 6.47 (s, 1H, hfaa H), 6.42 (s, 1H, hfaa H), 6.39 (s, 1H, hfaa H) at 50 °C.

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ti10.021507 (18)0.71418 (5)0.186850 (17)0.01550 (11)
O100.7937 (3)0.250.0187 (4)
O20.00481 (7)0.51837 (19)0.18872 (7)0.0197 (3)
O30.06622 (7)0.76272 (18)0.12215 (7)0.0189 (3)
O40.04780 (7)0.93193 (19)0.16156 (7)0.0190 (3)
O50.06038 (7)0.6575 (2)0.11637 (7)0.0200 (3)
O60.11845 (7)0.6902 (2)0.23734 (7)0.0209 (3)
C10.15817 (11)0.8494 (3)0.04127 (11)0.0245 (5)
C20.08420 (10)0.8682 (3)0.08268 (10)0.0182 (4)
C30.04500 (11)0.9899 (3)0.07399 (10)0.0234 (5)
H30.06191.05690.04020.028*
C40.01965 (10)1.0128 (3)0.11543 (10)0.0188 (4)
C50.06330 (12)1.1475 (3)0.10572 (11)0.0272 (5)
C60.12949 (12)0.6138 (3)0.05621 (11)0.0250 (5)
C70.12026 (11)0.6328 (3)0.11825 (10)0.0200 (5)
C80.17793 (11)0.6260 (3)0.16968 (11)0.0288 (6)
H80.22120.60230.16620.035*
C90.17177 (10)0.6538 (3)0.22545 (10)0.0232 (5)
C100.23510 (11)0.6404 (4)0.28211 (11)0.0338 (6)
C110.04752 (10)0.3946 (3)0.18076 (10)0.0187 (4)
C120.10559 (11)0.3899 (3)0.12999 (10)0.0231 (5)
H120.11510.47250.10160.028*
C130.14924 (12)0.2641 (3)0.12121 (11)0.0262 (5)
H130.18940.26110.08710.031*
C140.13452 (11)0.1423 (3)0.16219 (11)0.0248 (5)
H140.16440.05560.15590.03*
C150.07616 (11)0.1470 (3)0.21230 (10)0.0198 (4)
H150.06640.06260.23990.024*
C160.03130 (10)0.2738 (3)0.22303 (9)0.0181 (4)
F10.16264 (8)0.7276 (2)0.00544 (8)0.0468 (5)
F20.19900 (7)0.8248 (2)0.07356 (7)0.0390 (4)
F30.18102 (7)0.9726 (2)0.00685 (7)0.0410 (4)
F40.03086 (9)1.2322 (2)0.05767 (9)0.0574 (6)
F50.11898 (8)1.0904 (2)0.09672 (7)0.0387 (4)
F60.08322 (8)1.24078 (18)0.15284 (7)0.0363 (4)
F70.08027 (8)0.5312 (2)0.01897 (7)0.0381 (4)
F80.18856 (7)0.5504 (2)0.05953 (7)0.0417 (4)
F90.12835 (10)0.7546 (2)0.03165 (8)0.0473 (5)
F100.24775 (10)0.7728 (3)0.31080 (10)0.0731 (7)
F110.22527 (9)0.5388 (3)0.31979 (10)0.0793 (8)
F120.28911 (8)0.5952 (4)0.26949 (8)0.0838 (9)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ti10.01379 (17)0.0171 (2)0.01523 (18)0.00061 (14)0.00423 (13)0.00141 (16)
O10.0176 (9)0.0188 (11)0.0212 (10)00.0081 (8)0
O20.0221 (7)0.0184 (8)0.0177 (7)0.0006 (6)0.0054 (6)0.0013 (6)
O30.0150 (6)0.0196 (8)0.0209 (8)0.0005 (6)0.0041 (6)0.0017 (6)
O40.0172 (7)0.0202 (8)0.0188 (7)0.0009 (6)0.0049 (6)0.0027 (6)
O50.0177 (7)0.0244 (8)0.0183 (7)0.0027 (6)0.0066 (6)0.0010 (7)
O60.0156 (7)0.0286 (9)0.0173 (7)0.0013 (6)0.0038 (6)0.0013 (7)
C10.0187 (10)0.0255 (12)0.0242 (11)0.0013 (9)0.0001 (8)0.0003 (10)
C20.0149 (9)0.0210 (11)0.0176 (10)0.0024 (8)0.0036 (8)0.0004 (9)
C30.0213 (10)0.0267 (13)0.0194 (11)0.0014 (9)0.0029 (8)0.0055 (10)
C40.0189 (9)0.0188 (11)0.0204 (10)0.0006 (8)0.0087 (8)0.0017 (9)
C50.0247 (11)0.0287 (13)0.0267 (12)0.0023 (10)0.0064 (9)0.0079 (11)
C60.0261 (11)0.0277 (13)0.0238 (11)0.0048 (10)0.0115 (9)0.0005 (10)
C70.0219 (10)0.0186 (11)0.0212 (11)0.0026 (8)0.0093 (8)0.0027 (9)
C80.0164 (10)0.0469 (17)0.0235 (12)0.0059 (10)0.0070 (9)0.0017 (11)
C90.0157 (9)0.0293 (13)0.0233 (11)0.0008 (9)0.0043 (8)0.0024 (10)
C100.0168 (10)0.0576 (19)0.0241 (12)0.0031 (11)0.0028 (9)0.0014 (13)
C110.0204 (9)0.0161 (11)0.0207 (10)0.0008 (8)0.0082 (8)0.0030 (9)
C120.0255 (10)0.0221 (12)0.0192 (11)0.0030 (9)0.0039 (9)0.0000 (9)
C130.0224 (10)0.0294 (13)0.0246 (12)0.0018 (9)0.0044 (9)0.0082 (10)
C140.0226 (10)0.0238 (12)0.0298 (12)0.0052 (9)0.0110 (9)0.0092 (10)
C150.0263 (10)0.0166 (11)0.0200 (10)0.0002 (9)0.0123 (9)0.0016 (9)
C160.0189 (9)0.0170 (11)0.0191 (10)0.0000 (8)0.0069 (8)0.0036 (9)
F10.0314 (8)0.0468 (11)0.0473 (10)0.0034 (7)0.0076 (7)0.0236 (9)
F20.0164 (6)0.0602 (11)0.0381 (9)0.0027 (7)0.0056 (6)0.0055 (8)
F30.0273 (7)0.0400 (10)0.0415 (9)0.0015 (7)0.0083 (6)0.0151 (8)
F40.0418 (9)0.0582 (12)0.0572 (11)0.0175 (9)0.0047 (8)0.0394 (10)
F50.0339 (8)0.0436 (10)0.0490 (10)0.0096 (7)0.0279 (7)0.0040 (8)
F60.0402 (8)0.0264 (8)0.0471 (9)0.0115 (7)0.0210 (7)0.0071 (7)
F70.0350 (8)0.0546 (11)0.0259 (7)0.0062 (7)0.0117 (6)0.0128 (8)
F80.0304 (8)0.0639 (12)0.0348 (8)0.0106 (8)0.0159 (6)0.0092 (8)
F90.0791 (13)0.0378 (10)0.0348 (9)0.0024 (9)0.0320 (9)0.0098 (8)
F100.0552 (12)0.0681 (15)0.0616 (13)0.0004 (10)0.0285 (10)0.0181 (12)
F110.0437 (10)0.112 (2)0.0588 (13)0.0090 (11)0.0149 (9)0.0532 (14)
F120.0211 (8)0.186 (3)0.0370 (10)0.0279 (12)0.0006 (7)0.0115 (14)
Geometric parameters (Å, º) top
Ti1—O21.7751 (17)C5—F51.334 (3)
Ti1—O11.8144 (10)C6—F71.316 (3)
Ti1—O61.9851 (14)C6—F81.320 (3)
Ti1—O31.9985 (14)C6—F91.338 (3)
Ti1—O42.0896 (16)C6—C71.537 (3)
Ti1—O52.1187 (16)C7—C81.397 (3)
Ti1—Ti1i3.3610 (9)C8—C91.376 (3)
O1—Ti1i1.8144 (10)C8—H80.95
O2—C111.358 (3)C9—C101.540 (3)
O3—C21.263 (3)C10—F111.305 (3)
O4—C41.259 (3)C10—F101.306 (4)
O5—C71.247 (3)C10—F121.307 (3)
O6—C91.265 (3)C11—C121.392 (3)
C1—F31.323 (3)C11—C161.400 (3)
C1—F21.324 (3)C12—C131.382 (3)
C1—F11.328 (3)C12—H120.95
C1—C21.535 (3)C13—C141.387 (4)
C2—C31.380 (3)C13—H130.95
C3—C41.391 (3)C14—C151.387 (3)
C3—H30.95C14—H140.95
C4—C51.533 (3)C15—C161.402 (3)
C5—F61.319 (3)C15—H150.95
C5—F41.327 (3)C16—C16i1.490 (4)
O2—Ti1—O1100.27 (8)F4—C5—F5107.1 (2)
O2—Ti1—O698.43 (7)F6—C5—C4112.0 (2)
O1—Ti1—O691.27 (5)F4—C5—C4112.35 (19)
O2—Ti1—O390.32 (7)F5—C5—C4109.2 (2)
O1—Ti1—O397.86 (5)F7—C6—F8108.7 (2)
O6—Ti1—O3166.06 (7)F7—C6—F9107.5 (2)
O2—Ti1—O4165.43 (7)F8—C6—F9106.6 (2)
O1—Ti1—O492.87 (8)F7—C6—C7112.17 (19)
O6—Ti1—O487.45 (6)F8—C6—C7112.76 (19)
O3—Ti1—O481.62 (6)F9—C6—C7108.8 (2)
O2—Ti1—O589.96 (7)O5—C7—C8127.0 (2)
O1—Ti1—O5168.82 (7)O5—C7—C6114.46 (19)
O6—Ti1—O582.71 (6)C8—C7—C6118.6 (2)
O3—Ti1—O586.48 (6)C9—C8—C7119.7 (2)
O4—Ti1—O577.51 (6)C9—C8—H8120.1
O2—Ti1—Ti1i78.83 (5)C7—C8—H8120.1
O1—Ti1—Ti1i22.15 (7)O6—C9—C8127.6 (2)
O6—Ti1—Ti1i88.95 (5)O6—C9—C10112.9 (2)
O3—Ti1—Ti1i103.45 (5)C8—C9—C10119.4 (2)
O4—Ti1—Ti1i114.77 (4)F11—C10—F10106.5 (3)
O5—Ti1—Ti1i164.93 (5)F11—C10—F12106.8 (3)
Ti1i—O1—Ti1135.70 (13)F10—C10—F12109.4 (3)
C11—O2—Ti1158.75 (14)F11—C10—C9111.0 (2)
C2—O3—Ti1133.30 (14)F10—C10—C9110.6 (2)
C4—O4—Ti1130.40 (14)F12—C10—C9112.3 (2)
C7—O5—Ti1129.73 (14)O2—C11—C12119.0 (2)
C9—O6—Ti1133.08 (14)O2—C11—C16119.24 (18)
F3—C1—F2108.0 (2)C12—C11—C16121.8 (2)
F3—C1—F1107.9 (2)C13—C12—C11119.5 (2)
F2—C1—F1108.0 (2)C13—C12—H12120.2
F3—C1—C2112.8 (2)C11—C12—H12120.2
F2—C1—C2110.40 (19)C12—C13—C14120.1 (2)
F1—C1—C2109.49 (19)C12—C13—H13119.9
O3—C2—C3127.24 (19)C14—C13—H13119.9
O3—C2—C1112.62 (19)C13—C14—C15120.0 (2)
C3—C2—C1120.1 (2)C13—C14—H14120
C2—C3—C4119.0 (2)C15—C14—H14120
C2—C3—H3120.5C14—C15—C16121.3 (2)
C4—C3—H3120.5C14—C15—H15119.3
O4—C4—C3126.5 (2)C16—C15—H15119.3
O4—C4—C5114.46 (18)C11—C16—C15117.22 (19)
C3—C4—C5119.0 (2)C11—C16—C16i122.98 (15)
F6—C5—F4108.2 (2)C15—C16—C16i119.78 (16)
F6—C5—F5107.78 (19)
O2—Ti1—O1—Ti1i14.73 (5)C1—C2—C3—C4174.1 (2)
O6—Ti1—O1—Ti1i84.07 (5)Ti1—O4—C4—C313.4 (3)
O3—Ti1—O1—Ti1i106.49 (5)Ti1—O4—C4—C5166.07 (15)
O4—Ti1—O1—Ti1i171.58 (4)C2—C3—C4—O40.4 (4)
O5—Ti1—O1—Ti1i141.2 (3)C2—C3—C4—C5179.8 (2)
O1—Ti1—O2—C1176.9 (4)O4—C4—C5—F656.1 (3)
O6—Ti1—O2—C11169.7 (4)C3—C4—C5—F6124.4 (2)
O3—Ti1—O2—C1121.2 (4)O4—C4—C5—F4178.1 (2)
O4—Ti1—O2—C1177.3 (5)C3—C4—C5—F42.4 (3)
O5—Ti1—O2—C11107.7 (4)O4—C4—C5—F563.2 (3)
Ti1i—Ti1—O2—C1182.5 (4)C3—C4—C5—F5116.3 (2)
O2—Ti1—O3—C2158.3 (2)Ti1—O5—C7—C84.8 (4)
O1—Ti1—O3—C2101.3 (2)Ti1—O5—C7—C6173.09 (15)
O6—Ti1—O3—C229.2 (4)F7—C6—C7—O540.9 (3)
O4—Ti1—O3—C29.6 (2)F8—C6—C7—O5164.1 (2)
O5—Ti1—O3—C268.3 (2)F9—C6—C7—O577.9 (3)
Ti1i—Ti1—O3—C2123.15 (19)F7—C6—C7—C8141.0 (2)
O2—Ti1—O4—C441.9 (4)F8—C6—C7—C817.9 (3)
O1—Ti1—O4—C4112.65 (18)F9—C6—C7—C8100.2 (3)
O6—Ti1—O4—C4156.20 (19)O5—C7—C8—C92.4 (4)
O3—Ti1—O4—C415.13 (19)C6—C7—C8—C9175.3 (2)
O5—Ti1—O4—C473.10 (19)Ti1—O6—C9—C83.6 (4)
Ti1i—Ti1—O4—C4116.14 (18)Ti1—O6—C9—C10176.13 (18)
O2—Ti1—O5—C7101.1 (2)C7—C8—C9—O61.9 (4)
O1—Ti1—O5—C755.2 (4)C7—C8—C9—C10177.9 (2)
O6—Ti1—O5—C72.6 (2)O6—C9—C10—F1157.4 (3)
O3—Ti1—O5—C7168.5 (2)C8—C9—C10—F11122.4 (3)
O4—Ti1—O5—C786.3 (2)O6—C9—C10—F1060.6 (3)
Ti1i—Ti1—O5—C759.5 (3)C8—C9—C10—F10119.7 (3)
O2—Ti1—O6—C987.5 (2)O6—C9—C10—F12176.8 (3)
O1—Ti1—O6—C9171.9 (2)C8—C9—C10—F122.9 (4)
O3—Ti1—O6—C940.8 (4)Ti1—O2—C11—C1235.7 (5)
O4—Ti1—O6—C979.1 (2)Ti1—O2—C11—C16145.7 (3)
O5—Ti1—O6—C91.4 (2)O2—C11—C12—C13179.6 (2)
Ti1i—Ti1—O6—C9166.1 (2)C16—C11—C12—C131.1 (3)
Ti1—O3—C2—C31.6 (4)C11—C12—C13—C141.2 (4)
Ti1—O3—C2—C1177.64 (15)C12—C13—C14—C150.4 (4)
F3—C1—C2—O3169.1 (2)C13—C14—C15—C160.5 (3)
F2—C1—C2—O348.1 (3)O2—C11—C16—C15178.73 (19)
F1—C1—C2—O370.7 (3)C12—C11—C16—C150.2 (3)
F3—C1—C2—C311.6 (3)O2—C11—C16—C16i0.1 (4)
F2—C1—C2—C3132.5 (2)C12—C11—C16—C16i178.5 (2)
F1—C1—C2—C3108.6 (3)C14—C15—C16—C110.6 (3)
O3—C2—C3—C46.7 (4)C14—C15—C16—C16i179.3 (2)
Symmetry code: (i) x, y, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C3—H3···F40.952.372.713 (3)101
C3—H3···F9ii0.952.423.343 (3)164
C8—H8···F80.952.412.742 (3)100
C8—H8···F120.952.382.713 (3)100
C15—H15···O4iii0.952.483.375 (3)156
Symmetry codes: (ii) x, y+2, z; (iii) x, y1, z+1/2.
 

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

The full text of this article is available to subscribers to the journal.

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.
E-mail address* 
Repeat e-mail address* 
(for error checking) 

Format*   PDF (US $40)
   HTML (US $40)
   PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number 
(non-UK EC countries only) 
Country* 
 

Terms and conditions of use
Contact us

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds