

Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536808035460/tk2320sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536808035460/tk2320Isup2.hkl |
CCDC reference: 712277
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean
(C-C)= 0.002 Å
- R factor = 0.032
- wR factor = 0.088
- Data-to-parameter ratio = 18.0
checkCIF/PLATON results
No syntax errors found No errors found in this datablock
8-Hydroxy-2-methylquinoline (1.59 g, 10 mmol) was added to the titanium isopropoxide (2.84 g, 10 mmol) in toluene (20 ml) at room temperature. The mixture was stirred for a day and than solvent was removed under reduced pressure to furnish an orange solid. The solid was crystallized from dichloromethane and n-hexane (1:1) to give yellow crystals, m.p. 445 K. IR (KBr, cm-1): 1575 (C═C, C═N), 1236 (C—O). 1H NMR (CDCl3, p.p.m.): 0.94 (CH3, doublet), 1.14 (CH3, doublet), 2.83 (CH3, singlet), 4.61 (CH, quartet), 6.9–8.58 (aromatic H atoms).
Hydrogen atoms were placed in their calculated positions (C—H 0.95–0.98 Å) and were treated as riding on their parent atoms, with U(H) set to 1.2–1.5 times Ueq(C).
Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2 (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2008).
![]() | Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of Ti(C10H8NO)2(C3H7O)2 at the 70% probability level showing atom labelling. Hydrogen atoms are drawn as spheres of arbitrary radius. |
[Ti(C10H8NO)2(C3H7O)2] | F(000) = 1016 |
Mr = 482.42 | Dx = 1.343 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 6457 reflections |
a = 9.5851 (2) Å | θ = 2.2–28.3° |
b = 13.5768 (2) Å | µ = 0.39 mm−1 |
c = 18.7779 (3) Å | T = 100 K |
β = 102.559 (1)° | Irregular chip, yellow |
V = 2385.19 (7) Å3 | 0.35 × 0.25 × 0.15 mm |
Z = 4 |
Bruker SMART APEX diffractometer | 5467 independent reflections |
Radiation source: fine-focus sealed tube | 4651 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.025 |
ω scans | θmax = 27.5°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→11 |
Tmin = 0.875, Tmax = 0.943 | k = −17→17 |
16391 measured reflections | l = −24→24 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.088 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0394P)2 + 1.3426P] where P = (Fo2 + 2Fc2)/3 |
5467 reflections | (Δ/σ)max = 0.001 |
304 parameters | Δρmax = 0.39 e Å−3 |
0 restraints | Δρmin = −0.39 e Å−3 |
[Ti(C10H8NO)2(C3H7O)2] | V = 2385.19 (7) Å3 |
Mr = 482.42 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 9.5851 (2) Å | µ = 0.39 mm−1 |
b = 13.5768 (2) Å | T = 100 K |
c = 18.7779 (3) Å | 0.35 × 0.25 × 0.15 mm |
β = 102.559 (1)° |
Bruker SMART APEX diffractometer | 5467 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4651 reflections with I > 2σ(I) |
Tmin = 0.875, Tmax = 0.943 | Rint = 0.025 |
16391 measured reflections |
R[F2 > 2σ(F2)] = 0.032 | 0 restraints |
wR(F2) = 0.088 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.39 e Å−3 |
5467 reflections | Δρmin = −0.39 e Å−3 |
304 parameters |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
x | y | z | Uiso*/Ueq | ||
Ti1 | 0.36712 (3) | 0.433571 (18) | 0.241664 (14) | 0.01288 (8) | |
O1 | 0.26537 (11) | 0.55637 (7) | 0.23824 (6) | 0.0166 (2) | |
O2 | 0.46090 (11) | 0.31617 (7) | 0.28355 (5) | 0.0153 (2) | |
O3 | 0.49414 (11) | 0.48288 (8) | 0.19514 (6) | 0.0187 (2) | |
O4 | 0.24248 (11) | 0.37144 (8) | 0.16802 (5) | 0.0171 (2) | |
N1 | 0.19366 (13) | 0.41035 (9) | 0.31601 (6) | 0.0142 (2) | |
N2 | 0.51257 (13) | 0.48222 (9) | 0.35581 (6) | 0.0145 (2) | |
C1 | 0.16171 (16) | 0.57482 (11) | 0.27306 (8) | 0.0169 (3) | |
C2 | 0.09311 (17) | 0.66473 (12) | 0.27024 (9) | 0.0219 (3) | |
H2 | 0.1206 | 0.7172 | 0.2427 | 0.026* | |
C3 | −0.01715 (18) | 0.67913 (12) | 0.30789 (9) | 0.0261 (4) | |
H3 | −0.0628 | 0.7415 | 0.3055 | 0.031* | |
C4 | −0.05984 (17) | 0.60535 (13) | 0.34771 (9) | 0.0259 (4) | |
H4 | −0.1351 | 0.6164 | 0.3724 | 0.031* | |
C5 | 0.00847 (16) | 0.51221 (12) | 0.35212 (8) | 0.0204 (3) | |
C6 | 0.12004 (15) | 0.49752 (11) | 0.31484 (8) | 0.0155 (3) | |
C7 | −0.02862 (17) | 0.43106 (13) | 0.39098 (9) | 0.0244 (3) | |
H7 | −0.1022 | 0.4370 | 0.4174 | 0.029* | |
C8 | 0.04179 (17) | 0.34421 (13) | 0.39039 (9) | 0.0228 (3) | |
H8 | 0.0155 | 0.2890 | 0.4157 | 0.027* | |
C9 | 0.15426 (16) | 0.33490 (11) | 0.35243 (8) | 0.0170 (3) | |
C10 | 0.22910 (17) | 0.23783 (11) | 0.35446 (9) | 0.0210 (3) | |
H10A | 0.2668 | 0.2303 | 0.3102 | 0.032* | |
H10B | 0.1615 | 0.1845 | 0.3570 | 0.032* | |
H10C | 0.3081 | 0.2352 | 0.3975 | 0.032* | |
C11 | 0.54608 (15) | 0.31020 (11) | 0.34980 (8) | 0.0151 (3) | |
C12 | 0.60985 (17) | 0.22382 (12) | 0.37911 (8) | 0.0197 (3) | |
H12 | 0.5961 | 0.1647 | 0.3514 | 0.024* | |
C13 | 0.69565 (17) | 0.22374 (12) | 0.45060 (9) | 0.0226 (3) | |
H13 | 0.7381 | 0.1638 | 0.4706 | 0.027* | |
C14 | 0.71930 (17) | 0.30763 (12) | 0.49184 (9) | 0.0215 (3) | |
H14 | 0.7760 | 0.3054 | 0.5401 | 0.026* | |
C15 | 0.65868 (16) | 0.39776 (12) | 0.46212 (8) | 0.0170 (3) | |
C16 | 0.57156 (15) | 0.39851 (11) | 0.39100 (8) | 0.0145 (3) | |
C17 | 0.68312 (16) | 0.49006 (12) | 0.49736 (8) | 0.0199 (3) | |
H17 | 0.7367 | 0.4940 | 0.5462 | 0.024* | |
C18 | 0.62969 (17) | 0.57309 (11) | 0.46108 (8) | 0.0197 (3) | |
H18 | 0.6493 | 0.6353 | 0.4842 | 0.024* | |
C19 | 0.54487 (16) | 0.56820 (11) | 0.38889 (8) | 0.0171 (3) | |
C20 | 0.49429 (18) | 0.66222 (11) | 0.35024 (9) | 0.0235 (3) | |
H20A | 0.4595 | 0.6491 | 0.2981 | 0.035* | |
H20B | 0.5736 | 0.7093 | 0.3570 | 0.035* | |
H20C | 0.4166 | 0.6899 | 0.3704 | 0.035* | |
C21 | 0.63093 (17) | 0.48966 (12) | 0.17852 (9) | 0.0199 (3) | |
H21 | 0.6754 | 0.5535 | 0.1980 | 0.024* | |
C22 | 0.6130 (2) | 0.48986 (15) | 0.09632 (9) | 0.0321 (4) | |
H22A | 0.5505 | 0.5445 | 0.0754 | 0.048* | |
H22B | 0.5703 | 0.4274 | 0.0764 | 0.048* | |
H22C | 0.7066 | 0.4978 | 0.0840 | 0.048* | |
C23 | 0.72535 (18) | 0.40664 (13) | 0.21459 (10) | 0.0274 (4) | |
H23A | 0.7328 | 0.4091 | 0.2674 | 0.041* | |
H23B | 0.8207 | 0.4135 | 0.2042 | 0.041* | |
H23C | 0.6838 | 0.3434 | 0.1956 | 0.041* | |
C24 | 0.17566 (17) | 0.41249 (11) | 0.09929 (8) | 0.0181 (3) | |
H24 | 0.2249 | 0.4755 | 0.0922 | 0.022* | |
C25 | 0.1915 (2) | 0.34129 (13) | 0.03960 (9) | 0.0308 (4) | |
H25A | 0.2932 | 0.3306 | 0.0411 | 0.046* | |
H25B | 0.1451 | 0.3687 | −0.0079 | 0.046* | |
H25C | 0.1464 | 0.2784 | 0.0470 | 0.046* | |
C26 | 0.02027 (18) | 0.43437 (14) | 0.09889 (10) | 0.0279 (4) | |
H26A | 0.0150 | 0.4809 | 0.1381 | 0.042* | |
H26B | −0.0286 | 0.3731 | 0.1065 | 0.042* | |
H26C | −0.0259 | 0.4632 | 0.0518 | 0.042* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ti1 | 0.01437 (14) | 0.01316 (13) | 0.01128 (13) | 0.00042 (10) | 0.00319 (9) | 0.00035 (9) |
O1 | 0.0175 (5) | 0.0147 (5) | 0.0178 (5) | 0.0012 (4) | 0.0042 (4) | 0.0013 (4) |
O2 | 0.0170 (5) | 0.0156 (5) | 0.0125 (5) | 0.0015 (4) | 0.0016 (4) | −0.0008 (4) |
O3 | 0.0177 (5) | 0.0219 (5) | 0.0178 (5) | 0.0005 (4) | 0.0068 (4) | 0.0032 (4) |
O4 | 0.0201 (5) | 0.0170 (5) | 0.0130 (5) | −0.0005 (4) | 0.0013 (4) | 0.0005 (4) |
N1 | 0.0133 (6) | 0.0169 (6) | 0.0119 (6) | −0.0007 (5) | 0.0017 (5) | −0.0018 (4) |
N2 | 0.0132 (6) | 0.0164 (6) | 0.0144 (6) | −0.0013 (5) | 0.0041 (5) | 0.0001 (5) |
C1 | 0.0155 (7) | 0.0176 (7) | 0.0158 (7) | −0.0004 (6) | −0.0006 (5) | −0.0037 (5) |
C2 | 0.0216 (8) | 0.0172 (7) | 0.0240 (8) | 0.0025 (6) | −0.0016 (6) | −0.0030 (6) |
C3 | 0.0224 (8) | 0.0231 (8) | 0.0296 (9) | 0.0087 (7) | −0.0013 (7) | −0.0095 (7) |
C4 | 0.0170 (8) | 0.0343 (9) | 0.0262 (8) | 0.0060 (7) | 0.0039 (6) | −0.0099 (7) |
C5 | 0.0136 (7) | 0.0289 (8) | 0.0177 (7) | 0.0009 (6) | 0.0011 (6) | −0.0054 (6) |
C6 | 0.0131 (7) | 0.0185 (7) | 0.0133 (7) | 0.0000 (6) | −0.0005 (5) | −0.0034 (5) |
C7 | 0.0162 (8) | 0.0388 (10) | 0.0197 (8) | −0.0011 (7) | 0.0071 (6) | −0.0023 (7) |
C8 | 0.0192 (8) | 0.0305 (9) | 0.0189 (8) | −0.0048 (7) | 0.0049 (6) | 0.0035 (6) |
C9 | 0.0154 (7) | 0.0214 (7) | 0.0129 (7) | −0.0034 (6) | 0.0003 (5) | 0.0001 (5) |
C10 | 0.0216 (8) | 0.0205 (8) | 0.0214 (8) | −0.0019 (6) | 0.0056 (6) | 0.0045 (6) |
C11 | 0.0128 (7) | 0.0189 (7) | 0.0139 (7) | 0.0002 (5) | 0.0034 (5) | 0.0007 (5) |
C12 | 0.0196 (8) | 0.0188 (7) | 0.0205 (8) | 0.0022 (6) | 0.0042 (6) | 0.0016 (6) |
C13 | 0.0208 (8) | 0.0237 (8) | 0.0223 (8) | 0.0055 (6) | 0.0025 (6) | 0.0077 (6) |
C14 | 0.0173 (8) | 0.0296 (8) | 0.0164 (7) | 0.0009 (6) | 0.0010 (6) | 0.0047 (6) |
C15 | 0.0136 (7) | 0.0240 (8) | 0.0140 (7) | −0.0016 (6) | 0.0042 (6) | 0.0013 (6) |
C16 | 0.0122 (7) | 0.0182 (7) | 0.0141 (7) | −0.0002 (5) | 0.0049 (5) | 0.0014 (5) |
C17 | 0.0152 (7) | 0.0301 (8) | 0.0142 (7) | −0.0047 (6) | 0.0030 (6) | −0.0032 (6) |
C18 | 0.0183 (8) | 0.0221 (8) | 0.0191 (7) | −0.0062 (6) | 0.0052 (6) | −0.0061 (6) |
C19 | 0.0151 (7) | 0.0188 (7) | 0.0182 (7) | −0.0037 (6) | 0.0057 (6) | −0.0018 (6) |
C20 | 0.0278 (9) | 0.0167 (7) | 0.0238 (8) | −0.0025 (6) | 0.0009 (7) | −0.0008 (6) |
C21 | 0.0189 (8) | 0.0216 (8) | 0.0210 (8) | −0.0041 (6) | 0.0081 (6) | −0.0003 (6) |
C22 | 0.0325 (10) | 0.0447 (11) | 0.0233 (9) | 0.0086 (8) | 0.0156 (7) | 0.0071 (8) |
C23 | 0.0180 (8) | 0.0340 (9) | 0.0305 (9) | 0.0017 (7) | 0.0059 (7) | 0.0053 (7) |
C24 | 0.0218 (8) | 0.0189 (7) | 0.0130 (7) | 0.0004 (6) | 0.0024 (6) | 0.0019 (5) |
C25 | 0.0447 (11) | 0.0302 (9) | 0.0160 (8) | 0.0091 (8) | 0.0031 (7) | −0.0011 (7) |
C26 | 0.0225 (9) | 0.0362 (10) | 0.0245 (8) | 0.0057 (7) | 0.0037 (7) | 0.0071 (7) |
Ti1—O3 | 1.7766 (11) | C12—C13 | 1.414 (2) |
Ti1—O4 | 1.8255 (10) | C12—H12 | 0.9500 |
Ti1—O2 | 1.9130 (10) | C13—C14 | 1.368 (2) |
Ti1—O1 | 1.9255 (10) | C13—H13 | 0.9500 |
Ti1—N2 | 2.3822 (12) | C14—C15 | 1.416 (2) |
Ti1—N1 | 2.4130 (12) | C14—H14 | 0.9500 |
O1—C1 | 1.3266 (18) | C15—C16 | 1.413 (2) |
O2—C11 | 1.3338 (17) | C15—C17 | 1.413 (2) |
O3—C21 | 1.4153 (18) | C17—C18 | 1.359 (2) |
O4—C24 | 1.4239 (17) | C17—H17 | 0.9500 |
N1—C9 | 1.3311 (19) | C18—C19 | 1.422 (2) |
N1—C6 | 1.3756 (19) | C18—H18 | 0.9500 |
N2—C19 | 1.3270 (19) | C19—C20 | 1.496 (2) |
N2—C16 | 1.3731 (19) | C20—H20A | 0.9800 |
C1—C2 | 1.382 (2) | C20—H20B | 0.9800 |
C1—C6 | 1.419 (2) | C20—H20C | 0.9800 |
C2—C3 | 1.407 (2) | C21—C23 | 1.511 (2) |
C2—H2 | 0.9500 | C21—C22 | 1.515 (2) |
C3—C4 | 1.365 (3) | C21—H21 | 1.0000 |
C3—H3 | 0.9500 | C22—H22A | 0.9800 |
C4—C5 | 1.418 (2) | C22—H22B | 0.9800 |
C4—H4 | 0.9500 | C22—H22C | 0.9800 |
C5—C7 | 1.409 (2) | C23—H23A | 0.9800 |
C5—C6 | 1.414 (2) | C23—H23B | 0.9800 |
C7—C8 | 1.360 (2) | C23—H23C | 0.9800 |
C7—H7 | 0.9500 | C24—C25 | 1.512 (2) |
C8—C9 | 1.421 (2) | C24—C26 | 1.517 (2) |
C8—H8 | 0.9500 | C24—H24 | 1.0000 |
C9—C10 | 1.497 (2) | C25—H25A | 0.9800 |
C10—H10A | 0.9800 | C25—H25B | 0.9800 |
C10—H10B | 0.9800 | C25—H25C | 0.9800 |
C10—H10C | 0.9800 | C26—H26A | 0.9800 |
C11—C12 | 1.380 (2) | C26—H26B | 0.9800 |
C11—C16 | 1.419 (2) | C26—H26C | 0.9800 |
O3—Ti1—O4 | 101.96 (5) | C14—C13—C12 | 121.83 (15) |
O3—Ti1—O2 | 101.84 (5) | C14—C13—H13 | 119.1 |
O4—Ti1—O2 | 95.62 (4) | C12—C13—H13 | 119.1 |
O3—Ti1—O1 | 93.07 (5) | C13—C14—C15 | 119.54 (14) |
O4—Ti1—O1 | 97.56 (5) | C13—C14—H14 | 120.2 |
O2—Ti1—O1 | 157.58 (4) | C15—C14—H14 | 120.2 |
O3—Ti1—N2 | 90.48 (5) | C16—C15—C17 | 116.11 (14) |
O4—Ti1—N2 | 165.52 (4) | C16—C15—C14 | 119.09 (14) |
O2—Ti1—N2 | 74.36 (4) | C17—C15—C14 | 124.74 (14) |
O1—Ti1—N2 | 89.03 (4) | N2—C16—C15 | 123.90 (14) |
O3—Ti1—N1 | 164.98 (5) | N2—C16—C11 | 115.65 (13) |
O4—Ti1—N1 | 87.60 (4) | C15—C16—C11 | 120.37 (14) |
O2—Ti1—N1 | 88.54 (4) | C18—C17—C15 | 119.67 (14) |
O1—Ti1—N1 | 74.02 (4) | C18—C17—H17 | 120.2 |
N2—Ti1—N1 | 81.82 (4) | C15—C17—H17 | 120.2 |
C1—O1—Ti1 | 125.12 (9) | C17—C18—C19 | 120.95 (14) |
C11—O2—Ti1 | 124.87 (9) | C17—C18—H18 | 119.5 |
C21—O3—Ti1 | 154.13 (10) | C19—C18—H18 | 119.5 |
C24—O4—Ti1 | 126.66 (9) | N2—C19—C18 | 120.93 (14) |
C9—N1—C6 | 117.94 (13) | N2—C19—C20 | 120.36 (14) |
C9—N1—Ti1 | 134.90 (10) | C18—C19—C20 | 118.70 (13) |
C6—N1—Ti1 | 107.09 (9) | C19—C20—H20A | 109.5 |
C19—N2—C16 | 118.24 (13) | C19—C20—H20B | 109.5 |
C19—N2—Ti1 | 134.14 (10) | H20A—C20—H20B | 109.5 |
C16—N2—Ti1 | 107.62 (9) | C19—C20—H20C | 109.5 |
O1—C1—C2 | 123.29 (14) | H20A—C20—H20C | 109.5 |
O1—C1—C6 | 117.65 (13) | H20B—C20—H20C | 109.5 |
C2—C1—C6 | 119.06 (14) | O3—C21—C23 | 110.24 (12) |
C1—C2—C3 | 120.43 (15) | O3—C21—C22 | 108.63 (13) |
C1—C2—H2 | 119.8 | C23—C21—C22 | 112.47 (14) |
C3—C2—H2 | 119.8 | O3—C21—H21 | 108.5 |
C4—C3—C2 | 121.38 (15) | C23—C21—H21 | 108.5 |
C4—C3—H3 | 119.3 | C22—C21—H21 | 108.5 |
C2—C3—H3 | 119.3 | C21—C22—H22A | 109.5 |
C3—C4—C5 | 119.79 (15) | C21—C22—H22B | 109.5 |
C3—C4—H4 | 120.1 | H22A—C22—H22B | 109.5 |
C5—C4—H4 | 120.1 | C21—C22—H22C | 109.5 |
C7—C5—C6 | 116.69 (14) | H22A—C22—H22C | 109.5 |
C7—C5—C4 | 124.21 (15) | H22B—C22—H22C | 109.5 |
C6—C5—C4 | 119.09 (15) | C21—C23—H23A | 109.5 |
N1—C6—C5 | 123.64 (14) | C21—C23—H23B | 109.5 |
N1—C6—C1 | 116.11 (13) | H23A—C23—H23B | 109.5 |
C5—C6—C1 | 120.24 (14) | C21—C23—H23C | 109.5 |
C8—C7—C5 | 119.49 (15) | H23A—C23—H23C | 109.5 |
C8—C7—H7 | 120.3 | H23B—C23—H23C | 109.5 |
C5—C7—H7 | 120.3 | O4—C24—C25 | 108.89 (12) |
C7—C8—C9 | 120.86 (15) | O4—C24—C26 | 109.19 (12) |
C7—C8—H8 | 119.6 | C25—C24—C26 | 112.20 (14) |
C9—C8—H8 | 119.6 | O4—C24—H24 | 108.8 |
N1—C9—C8 | 121.34 (14) | C25—C24—H24 | 108.8 |
N1—C9—C10 | 120.18 (13) | C26—C24—H24 | 108.8 |
C8—C9—C10 | 118.48 (13) | C24—C25—H25A | 109.5 |
C9—C10—H10A | 109.5 | C24—C25—H25B | 109.5 |
C9—C10—H10B | 109.5 | H25A—C25—H25B | 109.5 |
H10A—C10—H10B | 109.5 | C24—C25—H25C | 109.5 |
C9—C10—H10C | 109.5 | H25A—C25—H25C | 109.5 |
H10A—C10—H10C | 109.5 | H25B—C25—H25C | 109.5 |
H10B—C10—H10C | 109.5 | C24—C26—H26A | 109.5 |
O2—C11—C12 | 123.48 (13) | C24—C26—H26B | 109.5 |
O2—C11—C16 | 117.07 (13) | H26A—C26—H26B | 109.5 |
C12—C11—C16 | 119.45 (13) | C24—C26—H26C | 109.5 |
C11—C12—C13 | 119.68 (15) | H26A—C26—H26C | 109.5 |
C11—C12—H12 | 120.2 | H26B—C26—H26C | 109.5 |
C13—C12—H12 | 120.2 | ||
O3—Ti1—O1—C1 | −171.18 (11) | Ti1—N1—C6—C1 | −0.15 (14) |
O4—Ti1—O1—C1 | 86.32 (11) | C7—C5—C6—N1 | −1.2 (2) |
O2—Ti1—O1—C1 | −39.19 (19) | C4—C5—C6—N1 | 179.55 (14) |
N2—Ti1—O1—C1 | −80.75 (11) | C7—C5—C6—C1 | 178.57 (14) |
N1—Ti1—O1—C1 | 1.02 (11) | C4—C5—C6—C1 | −0.6 (2) |
O3—Ti1—O2—C11 | 91.30 (11) | O1—C1—C6—N1 | 0.93 (19) |
O4—Ti1—O2—C11 | −165.20 (11) | C2—C1—C6—N1 | −179.29 (13) |
O1—Ti1—O2—C11 | −39.37 (18) | O1—C1—C6—C5 | −178.89 (13) |
N2—Ti1—O2—C11 | 4.16 (10) | C2—C1—C6—C5 | 0.9 (2) |
N1—Ti1—O2—C11 | −77.75 (11) | C6—C5—C7—C8 | −0.6 (2) |
O4—Ti1—O3—C21 | −112.2 (2) | C4—C5—C7—C8 | 178.58 (15) |
O2—Ti1—O3—C21 | −13.8 (2) | C5—C7—C8—C9 | 1.4 (2) |
O1—Ti1—O3—C21 | 149.4 (2) | C6—N1—C9—C8 | −1.4 (2) |
N2—Ti1—O3—C21 | 60.3 (2) | Ti1—N1—C9—C8 | −177.92 (10) |
N1—Ti1—O3—C21 | 119.1 (2) | C6—N1—C9—C10 | 178.99 (13) |
O3—Ti1—O4—C24 | −50.83 (12) | Ti1—N1—C9—C10 | 2.4 (2) |
O2—Ti1—O4—C24 | −154.22 (11) | C7—C8—C9—N1 | −0.4 (2) |
O1—Ti1—O4—C24 | 43.96 (12) | C7—C8—C9—C10 | 179.26 (15) |
N2—Ti1—O4—C24 | 160.41 (16) | Ti1—O2—C11—C12 | 178.57 (11) |
N1—Ti1—O4—C24 | 117.49 (11) | Ti1—O2—C11—C16 | −1.88 (18) |
O3—Ti1—N1—C9 | −152.04 (17) | O2—C11—C12—C13 | −178.34 (14) |
O4—Ti1—N1—C9 | 77.85 (14) | C16—C11—C12—C13 | 2.1 (2) |
O2—Ti1—N1—C9 | −17.84 (14) | C11—C12—C13—C14 | −0.8 (2) |
O1—Ti1—N1—C9 | 176.41 (14) | C12—C13—C14—C15 | −1.1 (2) |
N2—Ti1—N1—C9 | −92.25 (14) | C13—C14—C15—C16 | 1.7 (2) |
O3—Ti1—N1—C6 | 31.1 (2) | C13—C14—C15—C17 | −175.58 (15) |
O4—Ti1—N1—C6 | −98.96 (9) | C19—N2—C16—C15 | 3.5 (2) |
O2—Ti1—N1—C6 | 165.34 (9) | Ti1—N2—C16—C15 | −176.65 (11) |
O1—Ti1—N1—C6 | −0.40 (9) | C19—N2—C16—C11 | −173.27 (13) |
N2—Ti1—N1—C6 | 90.94 (9) | Ti1—N2—C16—C11 | 6.53 (14) |
O3—Ti1—N2—C19 | 71.95 (14) | C17—C15—C16—N2 | 0.4 (2) |
O4—Ti1—N2—C19 | −138.53 (18) | C14—C15—C16—N2 | −177.12 (13) |
O2—Ti1—N2—C19 | 174.12 (14) | C17—C15—C16—C11 | 177.10 (13) |
O1—Ti1—N2—C19 | −21.11 (14) | C14—C15—C16—C11 | −0.4 (2) |
N1—Ti1—N2—C19 | −95.11 (14) | O2—C11—C16—N2 | −4.13 (19) |
O3—Ti1—N2—C16 | −107.81 (9) | C12—C11—C16—N2 | 175.45 (13) |
O4—Ti1—N2—C16 | 41.7 (2) | O2—C11—C16—C15 | 178.93 (12) |
O2—Ti1—N2—C16 | −5.64 (9) | C12—C11—C16—C15 | −1.5 (2) |
O1—Ti1—N2—C16 | 159.13 (9) | C16—C15—C17—C18 | −3.3 (2) |
N1—Ti1—N2—C16 | 85.13 (9) | C14—C15—C17—C18 | 174.09 (15) |
Ti1—O1—C1—C2 | 178.74 (11) | C15—C17—C18—C19 | 2.3 (2) |
Ti1—O1—C1—C6 | −1.49 (18) | C16—N2—C19—C18 | −4.6 (2) |
O1—C1—C2—C3 | 179.34 (14) | Ti1—N2—C19—C18 | 175.66 (10) |
C6—C1—C2—C3 | −0.4 (2) | C16—N2—C19—C20 | 174.44 (13) |
C1—C2—C3—C4 | −0.3 (2) | Ti1—N2—C19—C20 | −5.3 (2) |
C2—C3—C4—C5 | 0.6 (2) | C17—C18—C19—N2 | 1.8 (2) |
C3—C4—C5—C7 | −179.23 (16) | C17—C18—C19—C20 | −177.27 (14) |
C3—C4—C5—C6 | −0.1 (2) | Ti1—O3—C21—C23 | 8.2 (3) |
C9—N1—C6—C5 | 2.2 (2) | Ti1—O3—C21—C22 | 131.9 (2) |
Ti1—N1—C6—C5 | 179.66 (12) | Ti1—O4—C24—C25 | 132.10 (12) |
C9—N1—C6—C1 | −177.60 (13) | Ti1—O4—C24—C26 | −105.08 (14) |
Experimental details
Crystal data | |
Chemical formula | [Ti(C10H8NO)2(C3H7O)2] |
Mr | 482.42 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 100 |
a, b, c (Å) | 9.5851 (2), 13.5768 (2), 18.7779 (3) |
β (°) | 102.559 (1) |
V (Å3) | 2385.19 (7) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.39 |
Crystal size (mm) | 0.35 × 0.25 × 0.15 |
Data collection | |
Diffractometer | Bruker SMART APEX diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.875, 0.943 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 16391, 5467, 4651 |
Rint | 0.025 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.032, 0.088, 1.03 |
No. of reflections | 5467 |
No. of parameters | 304 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.39, −0.39 |
Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2008).