metal-organic compounds
In the title compound, (C4H12N2)[Ti(C7H4O3)3]·H2O·C3H7NO, the TiIV atom is chelated by three salicylate ligands in an octahedral geometry, the complex anion being the fac isomer. The cations, complex anions and solvent molecules are linked by hydrogen bonds into a layer structure.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805024761/ob6557sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805024761/ob6557Isup2.hkl |
CCDC reference: 283971
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.007 Å
- R factor = 0.076
- wR factor = 0.234
- Data-to-parameter ratio = 16.2
checkCIF/PLATON results
No syntax errors found
Alert level A ABSTM02_ALERT_3_A The ratio of expected to reported Tmax/Tmin(RR') is < 0.50 Tmin and Tmax reported: 0.383 0.972 Tmin(prime) and Tmax expected: 0.926 0.972 RR(prime) = 0.414 Please check that your absorption correction is appropriate.
Author Response: The range is given by SADABS. |
PLAT061_ALERT_3_A Tmax/Tmin Range Test RR' too Large ............. 0.41
Author Response: The range is given by SADABS. |
Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97 PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT230_ALERT_2_C Hirshfeld Test Diff for O6 - C21 .. 5.58 su PLAT230_ALERT_2_C Hirshfeld Test Diff for C17 - C18 .. 5.34 su PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for N3 PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7 PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C20 - C21 ... 1.54 Ang. PLAT432_ALERT_2_C Short Inter X...Y Contact O10 .. C22 .. 2.99 Ang. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2 PLAT726_ALERT_1_C H...A Calc 2.03000, Rep 2.05000 Dev... 0.02 Ang. H1# -O9 1.555 1.555 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 4 H2 O
2 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 11 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 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 3 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Crystal data top
(C4H12N2)[Ti(C7H4O3)3]·H2O·C3H7NO | Z = 2 |
Mr = 635.47 | F(000) = 664 |
Triclinic, P1 | Dx = 1.455 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.021 (1) Å | Cell parameters from 1049 reflections |
b = 11.072 (1) Å | θ = 2.3–20.1° |
c = 15.067 (2) Å | µ = 0.36 mm−1 |
α = 75.545 (2)° | T = 295 K |
β = 84.830 (2)° | Rod, yellow |
γ = 87.146 (3)° | 0.21 × 0.13 × 0.08 mm |
V = 1450.8 (3) Å3 |
Data collection top
Bruker APEX area-detector diffractometer | 5700 independent reflections |
Radiation source: fine-focus sealed tube | 3379 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.033 |
φ and ω scans | θmax = 26.3°, θmin = 1.4° |
Absorption correction: multi-scan SADABS (Sheldrick, 1996) | h = −9→11 |
Tmin = 0.383, Tmax = 0.972 | k = −13→11 |
8209 measured reflections | l = −18→18 |
Refinement top
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)] = 0.076 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.234 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.1201P)2] where P = (Fo2 + 2Fc2)/3 |
5700 reflections | (Δ/σ)max = 0.001 |
351 parameters | Δρmax = 0.40 e Å−3 |
0 restraints | Δρmin = −0.34 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Ti1 | 0.68425 (10) | 0.70907 (8) | 0.76743 (5) | 0.0373 (3) | |
O1 | 0.8372 (4) | 0.5901 (3) | 0.7973 (2) | 0.043 (1) | |
O2 | 0.6641 (4) | 0.6313 (3) | 0.6624 (2) | 0.043 (1) | |
O3 | 0.7000 (4) | 0.5208 (3) | 0.5595 (2) | 0.052 (1) | |
O4 | 0.5342 (3) | 0.6200 (3) | 0.8461 (2) | 0.042 (1) | |
O5 | 0.5203 (4) | 0.8248 (3) | 0.7118 (2) | 0.052 (1) | |
O6 | 0.3011 (4) | 0.9165 (3) | 0.6881 (2) | 0.059 (1) | |
O7 | 0.7228 (4) | 0.8041 (3) | 0.8496 (2) | 0.047 (1) | |
O8 | 0.8203 (4) | 0.8280 (3) | 0.6757 (2) | 0.046 (1) | |
O9 | 0.9521 (4) | 0.9901 (3) | 0.6038 (2) | 0.051 (1) | |
O10 | 0.5505 (7) | 0.2756 (5) | 0.6833 (3) | 0.110 (2) | |
O1w | 1.1510 (5) | 1.1854 (4) | 0.5174 (3) | 0.080 (1) | |
N1 | 0.4565 (5) | 0.6807 (4) | 0.5027 (3) | 0.043 (1) | |
N2 | 0.2382 (5) | 0.8687 (4) | 0.5268 (3) | 0.048 (1) | |
N3 | 0.5014 (6) | 0.2220 (4) | 0.8347 (3) | 0.057 (1) | |
C1 | 0.9257 (3) | 0.5253 (3) | 0.7478 (2) | 0.037 (1) | |
C2 | 1.0602 (3) | 0.4776 (3) | 0.7823 (2) | 0.045 (1) | |
C3 | 1.1540 (3) | 0.4060 (3) | 0.7361 (2) | 0.054 (1) | |
C4 | 1.1133 (3) | 0.3820 (3) | 0.6555 (2) | 0.053 (1) | |
C5 | 0.9788 (4) | 0.4297 (3) | 0.6210 (2) | 0.045 (1) | |
C6 | 0.8851 (3) | 0.5013 (3) | 0.6672 (2) | 0.036 (1) | |
C7 | 0.7427 (6) | 0.5520 (4) | 0.6271 (3) | 0.040 (1) | |
C8 | 0.7951 (4) | 0.9103 (3) | 0.8413 (2) | 0.041 (1) | |
C9 | 0.7931 (4) | 0.9542 (3) | 0.9202 (2) | 0.059 (3) | |
C10 | 0.8613 (5) | 1.0652 (4) | 0.9169 (2) | 0.078 (2) | |
C11 | 0.9316 (5) | 1.1324 (3) | 0.8348 (3) | 0.076 (2) | |
C12 | 0.9336 (4) | 1.0885 (3) | 0.7559 (2) | 0.059 (2) | |
C13 | 0.8653 (4) | 0.9775 (3) | 0.7592 (2) | 0.036 (1) | |
C14 | 0.8822 (5) | 0.9296 (4) | 0.6756 (3) | 0.036 (1) | |
C15 | 0.3928 (2) | 0.6491 (2) | 0.8723 (2) | 0.035 (1) | |
C16 | 0.3235 (3) | 0.5711 (2) | 0.9503 (2) | 0.043 (1) | |
C17 | 0.1786 (3) | 0.5984 (3) | 0.9807 (2) | 0.057 (2) | |
C18 | 0.1030 (3) | 0.7038 (3) | 0.9331 (2) | 0.058 (2) | |
C19 | 0.1722 (3) | 0.7818 (3) | 0.8551 (2) | 0.058 (2) | |
C20 | 0.3171 (3) | 0.7544 (2) | 0.8247 (2) | 0.038 (1) | |
C21 | 0.3818 (4) | 0.8408 (3) | 0.7344 (2) | 0.045 (1) | |
C22 | 0.4950 (6) | 0.8129 (5) | 0.4840 (4) | 0.049 (1) | |
C23 | 0.3621 (6) | 0.8941 (5) | 0.4549 (3) | 0.050 (1) | |
C24 | 0.1994 (6) | 0.7356 (5) | 0.5508 (4) | 0.057 (2) | |
C25 | 0.3340 (6) | 0.6516 (5) | 0.5759 (3) | 0.052 (1) | |
C26 | 0.5546 (8) | 0.2947 (6) | 0.7591 (4) | 0.078 (2) | |
C27 | 0.4252 (9) | 0.1120 (6) | 0.8325 (5) | 0.089 (2) | |
C28 | 0.5131 (10) | 0.2510 (7) | 0.9218 (4) | 0.100 (3) | |
H1w1 | 1.0761 | 1.1396 | 0.5379 | 0.096* | |
H1w2 | 1.1952 | 1.1623 | 0.4715 | 0.096* | |
H1a | 0.5369 | 0.6320 | 0.5200 | 0.051* | |
H1b | 0.4288 | 0.6644 | 0.4510 | 0.051* | |
H2a | 0.1581 | 0.9160 | 0.5069 | 0.057* | |
H2b | 0.2639 | 0.8894 | 0.5773 | 0.057* | |
H2 | 1.0874 | 0.4937 | 0.8362 | 0.054* | |
H3 | 1.2439 | 0.3741 | 0.7591 | 0.065* | |
H4 | 1.1761 | 0.3341 | 0.6246 | 0.064* | |
H5 | 0.9516 | 0.4136 | 0.5671 | 0.054* | |
H9 | 0.7461 | 0.9092 | 0.9752 | 0.071* | |
H10 | 0.8600 | 1.0945 | 0.9697 | 0.093* | |
H11 | 0.9772 | 1.2066 | 0.8326 | 0.091* | |
H12 | 0.9805 | 1.1334 | 0.7010 | 0.071* | |
H16 | 0.3742 | 0.5006 | 0.9821 | 0.052* | |
H17 | 0.1323 | 0.5462 | 1.0329 | 0.068* | |
H18 | 0.0060 | 0.7221 | 0.9535 | 0.070* | |
H19 | 0.1216 | 0.8523 | 0.8233 | 0.069* | |
H22a | 0.5755 | 0.8307 | 0.4358 | 0.058* | |
H22b | 0.5284 | 0.8300 | 0.5389 | 0.058* | |
H23a | 0.3881 | 0.9811 | 0.4425 | 0.060* | |
H23b | 0.3314 | 0.8792 | 0.3986 | 0.060* | |
H24a | 0.1578 | 0.7162 | 0.4990 | 0.068* | |
H24b | 0.1242 | 0.7201 | 0.6023 | 0.068* | |
H25a | 0.3670 | 0.6622 | 0.6329 | 0.062* | |
H25b | 0.3072 | 0.5653 | 0.5855 | 0.062* | |
H26 | 0.5994 | 0.3671 | 0.7627 | 0.094* | |
H27a | 0.3268 | 0.1350 | 0.8134 | 0.133* | |
H27b | 0.4186 | 0.0563 | 0.8927 | 0.133* | |
H27c | 0.4793 | 0.0712 | 0.7898 | 0.133* | |
H28a | 0.5753 | 0.3216 | 0.9130 | 0.150* | |
H28b | 0.5560 | 0.1805 | 0.9634 | 0.150* | |
H28c | 0.4158 | 0.2703 | 0.9470 | 0.150* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Ti1 | 0.0443 (6) | 0.0359 (5) | 0.0300 (5) | −0.0038 (4) | −0.0002 (4) | −0.0056 (4) |
O1 | 0.044 (2) | 0.053 (2) | 0.035 (2) | 0.005 (2) | −0.009 (2) | −0.013 (2) |
O2 | 0.053 (2) | 0.040 (2) | 0.039 (2) | −0.001 (2) | −0.011 (2) | −0.011 (2) |
O3 | 0.070 (3) | 0.050 (2) | 0.043 (2) | −0.005 (2) | −0.018 (2) | −0.018 (2) |
O4 | 0.038 (2) | 0.041 (2) | 0.041 (2) | −0.001 (2) | 0.001 (2) | 0.001 (2) |
O5 | 0.065 (3) | 0.038 (2) | 0.042 (2) | 0.010 (2) | 0.002 (2) | 0.003 (2) |
O6 | 0.082 (3) | 0.055 (2) | 0.040 (2) | 0.028 (2) | −0.028 (2) | −0.005 (2) |
O7 | 0.059 (2) | 0.050 (2) | 0.033 (2) | −0.015 (2) | 0.013 (2) | −0.015 (2) |
O8 | 0.062 (2) | 0.047 (2) | 0.029 (2) | −0.016 (2) | 0.007 (2) | −0.011 (2) |
O9 | 0.050 (2) | 0.064 (2) | 0.035 (2) | −0.020 (2) | 0.008 (2) | −0.007 (2) |
O10 | 0.164 (6) | 0.130 (4) | 0.034 (2) | −0.048 (4) | 0.002 (3) | −0.011 (3) |
O1w | 0.088 (3) | 0.096 (3) | 0.061 (3) | −0.042 (3) | 0.011 (2) | −0.030 (2) |
N1 | 0.049 (3) | 0.045 (2) | 0.037 (2) | 0.0035 (19) | −0.014 (2) | −0.011 (2) |
N2 | 0.043 (3) | 0.055 (3) | 0.047 (3) | 0.006 (2) | −0.013 (2) | −0.013 (2) |
N3 | 0.075 (3) | 0.056 (3) | 0.041 (3) | −0.012 (3) | −0.001 (2) | −0.013 (2) |
C1 | 0.041 (3) | 0.036 (3) | 0.034 (3) | −0.004 (2) | 0.003 (2) | −0.008 (2) |
C2 | 0.040 (3) | 0.051 (3) | 0.043 (3) | −0.004 (2) | −0.003 (2) | −0.009 (2) |
C3 | 0.041 (3) | 0.055 (4) | 0.060 (4) | 0.004 (3) | −0.001 (3) | −0.005 (3) |
C4 | 0.062 (4) | 0.043 (3) | 0.053 (3) | −0.003 (3) | 0.014 (3) | −0.015 (3) |
C5 | 0.057 (3) | 0.041 (3) | 0.036 (3) | −0.013 (2) | 0.004 (2) | −0.009 (2) |
C6 | 0.046 (3) | 0.032 (3) | 0.029 (2) | −0.012 (2) | −0.001 (2) | −0.003 (2) |
C7 | 0.058 (3) | 0.030 (3) | 0.032 (3) | −0.016 (2) | −0.001 (2) | −0.004 (2) |
C8 | 0.042 (3) | 0.045 (3) | 0.041 (3) | 0.001 (2) | 0.004 (2) | −0.021 (2) |
C9 | 0.073 (4) | 0.066 (4) | 0.041 (3) | −0.010 (3) | 0.010 (3) | −0.021 (3) |
C10 | 0.095 (5) | 0.080 (5) | 0.075 (4) | −0.018 (4) | 0.006 (4) | −0.052 (4) |
C11 | 0.103 (6) | 0.057 (4) | 0.073 (4) | −0.026 (4) | 0.009 (4) | −0.028 (3) |
C12 | 0.076 (4) | 0.053 (4) | 0.046 (3) | −0.017 (3) | 0.005 (3) | −0.010 (3) |
C13 | 0.040 (3) | 0.039 (3) | 0.027 (2) | 0.002 (2) | −0.004 (2) | −0.003 (2) |
C14 | 0.031 (3) | 0.040 (3) | 0.030 (2) | 0.003 (2) | −0.004 (2) | 0.002 (2) |
C15 | 0.036 (3) | 0.040 (3) | 0.033 (2) | −0.007 (2) | −0.008 (2) | −0.012 (2) |
C16 | 0.039 (3) | 0.049 (3) | 0.041 (3) | −0.006 (2) | −0.007 (2) | −0.008 (2) |
C17 | 0.045 (3) | 0.081 (4) | 0.048 (3) | −0.017 (3) | 0.004 (3) | −0.021 (3) |
C18 | 0.042 (3) | 0.081 (4) | 0.049 (3) | 0.009 (3) | −0.003 (3) | −0.014 (3) |
C19 | 0.055 (4) | 0.056 (4) | 0.063 (4) | 0.019 (3) | −0.017 (3) | −0.016 (3) |
C20 | 0.044 (3) | 0.035 (3) | 0.037 (3) | 0.007 (2) | −0.014 (2) | −0.010 (2) |
C21 | 0.070 (4) | 0.032 (3) | 0.037 (3) | 0.001 (3) | −0.010 (3) | −0.017 (2) |
C22 | 0.048 (3) | 0.052 (3) | 0.044 (3) | −0.007 (3) | −0.008 (2) | −0.007 (2) |
C23 | 0.057 (3) | 0.051 (3) | 0.040 (3) | −0.004 (3) | −0.006 (3) | −0.005 (2) |
C24 | 0.049 (3) | 0.068 (4) | 0.053 (3) | −0.012 (3) | −0.003 (3) | −0.015 (3) |
C25 | 0.073 (4) | 0.038 (3) | 0.044 (3) | −0.018 (3) | −0.003 (3) | −0.009 (2) |
C26 | 0.091 (5) | 0.088 (5) | 0.056 (4) | −0.039 (4) | 0.010 (4) | −0.018 (4) |
C27 | 0.119 (6) | 0.065 (4) | 0.082 (5) | −0.021 (4) | 0.007 (5) | −0.022 (4) |
C28 | 0.147 (8) | 0.104 (6) | 0.060 (4) | −0.023 (5) | 0.001 (5) | −0.040 (4) |
Geometric parameters (Å, º) top
Ti1—O1 | 1.864 (3) | C17—C18 | 1.3900 |
Ti1—O2 | 2.007 (3) | C18—C19 | 1.3900 |
Ti1—O4 | 1.863 (3) | C19—C20 | 1.3900 |
Ti1—O5 | 2.008 (4) | C20—C21 | 1.5390 |
Ti1—O7 | 1.878 (3) | C22—C23 | 1.494 (7) |
Ti1—O8 | 2.024 (3) | C24—C25 | 1.508 (8) |
O1—C1 | 1.345 (4) | O1w—H1w1 | 0.85 |
O2—C7 | 1.288 (5) | O1w—H1w2 | 0.86 |
O3—C7 | 1.251 (5) | N1—H1a | 0.90 |
O4—C15 | 1.348 (4) | N1—H1b | 0.90 |
O5—C21 | 1.280 (5) | N2—H2a | 0.90 |
O6—C21 | 1.207 (5) | N2—H2b | 0.90 |
O7—C8 | 1.346 (4) | C2—H2 | 0.93 |
O8—C14 | 1.279 (5) | C3—H3 | 0.93 |
O9—C14 | 1.254 (5) | C4—H4 | 0.93 |
O10—C26 | 1.215 (7) | C5—H5 | 0.93 |
N1—C22 | 1.473 (6) | C9—H9 | 0.93 |
N1—C25 | 1.477 (6) | C10—H10 | 0.93 |
N2—C23 | 1.471 (6) | C11—H11 | 0.93 |
N2—C24 | 1.479 (7) | C12—H12 | 0.93 |
N3—C26 | 1.288 (7) | C16—H16 | 0.93 |
N3—C27 | 1.437 (7) | C17—H17 | 0.93 |
N3—C28 | 1.441 (7) | C18—H18 | 0.93 |
C1—C2 | 1.3900 | C19—H19 | 0.93 |
C1—C6 | 1.3900 | C22—H22a | 0.97 |
C2—C3 | 1.3900 | C22—H22b | 0.97 |
C3—C4 | 1.3900 | C23—H23a | 0.97 |
C4—C5 | 1.3900 | C23—H23b | 0.97 |
C5—C6 | 1.3900 | C24—H24a | 0.97 |
C6—C7 | 1.493 (6) | C24—H24b | 0.97 |
C8—C9 | 1.3900 | C25—H25a | 0.97 |
C8—C13 | 1.3900 | C25—H25b | 0.97 |
C9—C10 | 1.3900 | C26—H26 | 0.93 |
C10—C11 | 1.3900 | C27—H27a | 0.96 |
C11—C12 | 1.3900 | C27—H27b | 0.96 |
C12—C13 | 1.3900 | C27—H27c | 0.96 |
C13—C14 | 1.477 (5) | C28—H28a | 0.96 |
C15—C16 | 1.3900 | C28—H28b | 0.96 |
C15—C20 | 1.3900 | C28—H28c | 0.96 |
C16—C17 | 1.3900 | ||
O1—Ti1—O2 | 84.7 (1) | H1w1—O1w—H1w2 | 108.7 |
O1—Ti1—O4 | 97.0 (1) | C22—N1—H1a | 109.5 |
O1—Ti1—O5 | 168.3 (1) | C25—N1—H1a | 109.5 |
O1—Ti1—O7 | 96.9 (2) | C22—N1—H1b | 109.5 |
O1—Ti1—O8 | 92.6 (2) | C25—N1—H1b | 109.5 |
O2—Ti1—O4 | 96.2 (1) | H1a—N1—H1b | 108.1 |
O2—Ti1—O5 | 83.7 (1) | C23—N2—H2a | 109.4 |
O2—Ti1—O7 | 169.5 (1) | C24—N2—H2a | 109.4 |
O2—Ti1—O8 | 84.5 (1) | C23—N2—H2b | 109.4 |
O4—Ti1—O5 | 86.0 (1) | C24—N2—H2b | 109.4 |
O4—Ti1—O7 | 93.9 (1) | H2a—N2—H2b | 108.0 |
O4—Ti1—O8 | 170.4 (2) | C1—C2—H2 | 120.0 |
O5—Ti1—O7 | 94.2 (2) | C3—C2—H2 | 120.0 |
O5—Ti1—O8 | 84.6 (1) | C4—C3—H3 | 120.0 |
O7—Ti1—O8 | 85.1 (1) | C2—C3—H3 | 120.0 |
C1—O1—Ti1 | 133.1 (2) | C5—C4—H4 | 120.0 |
C7—O2—Ti1 | 134.6 (3) | C3—C4—H4 | 120.0 |
C15—O4—Ti1 | 133.6 (2) | C4—C5—H5 | 120.0 |
C21—O5—Ti1 | 135.0 (2) | C6—C5—H5 | 120.0 |
C8—O7—Ti1 | 134.2 (2) | C10—C9—H9 | 120.0 |
C14—O8—Ti1 | 134.6 (3) | C8—C9—H9 | 120.0 |
C22—N1—C25 | 110.6 (4) | C11—C10—H10 | 120.0 |
C23—N2—C24 | 111.3 (4) | C9—C10—H10 | 120.0 |
C26—N3—C27 | 119.8 (5) | C10—C11—H11 | 120.0 |
C26—N3—C28 | 121.0 (5) | C12—C11—H11 | 120.0 |
C27—N3—C28 | 119.2 (5) | C13—C12—H12 | 120.0 |
O1—C1—C2 | 117.3 (2) | C11—C12—H12 | 120.0 |
O1—C1—C6 | 122.6 (2) | C17—C16—H16 | 120.0 |
C2—C1—C6 | 120.0 | C15—C16—H16 | 120.0 |
C1—C2—C3 | 120.0 | C16—C17—H17 | 120.0 |
C4—C3—C2 | 120.0 | C18—C17—H17 | 120.0 |
C5—C4—C3 | 120.0 | C17—C18—H18 | 120.0 |
C4—C5—C6 | 120.0 | C19—C18—H18 | 120.0 |
C5—C6—C1 | 120.0 | C20—C19—H19 | 120.0 |
C5—C6—C7 | 118.2 (3) | C18—C19—H19 | 120.0 |
C1—C6—C7 | 121.8 (3) | N1—C22—H22a | 109.7 |
O3—C7—O2 | 119.7 (5) | C23—C22—H22a | 109.7 |
O3—C7—C6 | 121.5 (4) | N1—C22—H22b | 109.7 |
O2—C7—C6 | 118.7 (4) | C23—C22—H22b | 109.7 |
O7—C8—C9 | 116.3 (2) | H22a—C22—H22b | 108.2 |
O7—C8—C13 | 123.7 (2) | N2—C23—H23a | 109.5 |
C9—C8—C13 | 120.0 | C22—C23—H23a | 109.5 |
C10—C9—C8 | 120.0 | N2—C23—H23b | 109.5 |
C11—C10—C9 | 120.0 | C22—C23—H23b | 109.5 |
C10—C11—C12 | 120.0 | H23a—C23—H23b | 108.1 |
C13—C12—C11 | 120.0 | N2—C24—H24a | 109.4 |
C12—C13—C8 | 120.0 | C25—C24—H24a | 109.4 |
C12—C13—C14 | 117.7 (3) | N2—C24—H24b | 109.4 |
C8—C13—C14 | 122.1 (3) | C25—C24—H24b | 109.4 |
O9—C14—O8 | 120.1 (4) | H24a—C24—H24b | 108.0 |
O9—C14—C13 | 120.4 (4) | N1—C25—H25a | 109.4 |
O8—C14—C13 | 119.5 (4) | C24—C25—H25a | 109.4 |
O4—C15—C16 | 118.0 (2) | N1—C25—H25b | 109.4 |
O4—C15—C20 | 122.0 (2) | C24—C25—H25b | 109.4 |
C16—C15—C20 | 120.0 | H25a—C25—H25b | 108.0 |
C17—C16—C15 | 120.0 | O10—C26—H26 | 117.7 |
C16—C17—C18 | 120.0 | N3—C26—H26 | 117.7 |
C17—C18—C19 | 120.0 | N3—C27—H27a | 109.5 |
C20—C19—C18 | 120.0 | N3—C27—H27b | 109.5 |
C19—C20—C15 | 120.0 | H27a—C27—H27b | 109.5 |
C19—C20—C21 | 116.6 | N3—C27—H27c | 109.5 |
C15—C20—C21 | 123.2 | H27a—C27—H27c | 109.5 |
O6—C21—O5 | 123.7 (3) | H27b—C27—H27c | 109.5 |
O6—C21—C20 | 119.6 (3) | N3—C28—H28a | 109.5 |
O5—C21—C20 | 116.7 (2) | N3—C28—H28b | 109.5 |
N1—C22—C23 | 109.8 (4) | H28a—C28—H28b | 109.5 |
N2—C23—C22 | 110.8 (4) | N3—C28—H28c | 109.5 |
N2—C24—C25 | 111.4 (4) | H28a—C28—H28c | 109.5 |
N1—C25—C24 | 111.0 (4) | H28b—C28—H28c | 109.5 |
O10—C26—N3 | 124.7 (6) | ||
O4—Ti1—O1—C1 | 119.4 (3) | C1—C6—C7—O3 | −173.3 (3) |
O7—Ti1—O1—C1 | −145.8 (3) | C5—C6—C7—O2 | −171.2 (3) |
O2—Ti1—O1—C1 | 23.8 (3) | C1—C6—C7—O2 | 8.0 (5) |
O5—Ti1—O1—C1 | 15.2 (9) | Ti1—O7—C8—C9 | 177.2 (3) |
O8—Ti1—O1—C1 | −60.5 (3) | Ti1—O7—C8—C13 | −0.8 (6) |
O4—Ti1—O2—C7 | −107.4 (4) | O7—C8—C9—C10 | −178.1 (4) |
O1—Ti1—O2—C7 | −10.9 (4) | C11—C12—C13—C14 | −174.7 (3) |
O7—Ti1—O2—C7 | 88.6 (9) | O7—C8—C13—C12 | 178.0 (4) |
O5—Ti1—O2—C7 | 167.4 (4) | O7—C8—C13—C14 | −7.6 (4) |
O8—Ti1—O2—C7 | 82.3 (4) | C9—C8—C13—C14 | 174.5 (4) |
O1—Ti1—O4—C15 | 171.2 (3) | Ti1—O8—C14—O9 | −173.5 (3) |
O7—Ti1—O4—C15 | 73.7 (4) | Ti1—O8—C14—C13 | 3.9 (7) |
O2—Ti1—O4—C15 | −103.4 (3) | C12—C13—C14—O9 | −2.2 (5) |
O5—Ti1—O4—C15 | −20.2 (4) | C8—C13—C14—O9 | −176.8 (3) |
O4—Ti1—O5—C21 | 12.0 (4) | C12—C13—C14—O8 | −179.6 (3) |
O1—Ti1—O5—C21 | 117.3 (7) | C8—C13—C14—O8 | 5.8 (6) |
O7—Ti1—O5—C21 | −81.6 (4) | Ti1—O4—C15—C16 | −163.3 (2) |
O2—Ti1—O5—C21 | 108.7 (4) | Ti1—O4—C15—C20 | 15.6 (5) |
O8—Ti1—O5—C21 | −166.2 (4) | O4—C15—C16—C17 | 179.0 (3) |
O4—Ti1—O7—C8 | −163.7 (4) | C18—C19—C20—C21 | 176.2 |
O1—Ti1—O7—C8 | 98.8 (4) | O4—C15—C20—C19 | −178.9 (3) |
O2—Ti1—O7—C8 | 0.5 (11) | O4—C15—C20—C21 | 5.2 (3) |
O5—Ti1—O7—C8 | −77.4 (4) | C16—C15—C20—C21 | −175.9 |
O8—Ti1—O7—C8 | 6.7 (4) | Ti1—O5—C21—O6 | −178.2 (3) |
O1—Ti1—O8—C14 | −105.2 (5) | Ti1—O5—C21—C20 | 0.0 (5) |
O7—Ti1—O8—C14 | −8.5 (5) | C19—C20—C21—O6 | −9.6 (3) |
O2—Ti1—O8—C14 | 170.4 (5) | C15—C20—C21—O6 | 166.5 (3) |
O5—Ti1—O8—C14 | 86.2 (5) | C19—C20—C21—O5 | 172.1 (3) |
Ti1—O1—C1—C2 | 157.9 (2) | C15—C20—C21—O5 | −11.9 (3) |
Ti1—O1—C1—C6 | −24.5 (4) | C25—N1—C22—C23 | −59.4 (5) |
O1—C1—C2—C3 | 177.7 (3) | C24—N2—C23—C22 | −56.6 (6) |
C4—C5—C6—C7 | 179.2 (3) | N1—C22—C23—N2 | 59.3 (5) |
O1—C1—C6—C5 | −177.5 (3) | C23—N2—C24—C25 | 53.6 (6) |
O1—C1—C6—C7 | 3.3 (4) | C22—N1—C25—C24 | 56.7 (5) |
C2—C1—C6—C7 | −179.2 (3) | N2—C24—C25—N1 | −53.6 (6) |
Ti1—O2—C7—O3 | −179.8 (3) | C27—N3—C26—O10 | −2.8 (12) |
Ti1—O2—C7—C6 | −1.0 (6) | C28—N3—C26—O10 | 179.1 (7) |
C5—C6—C7—O3 | 7.5 (5) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w1···O9 | 0.85 | 2.05 | 2.855 (5) | 161 |
O1w—H1w2···O8i | 0.86 | 2.21 | 2.939 (5) | 144 |
N1—H1a···O3 | 0.90 | 1.91 | 2.808 (5) | 177 |
N1—H1b···O10ii | 0.90 | 1.96 | 2.728 (6) | 142 |
N2—H2b···O6 | 0.90 | 1.83 | 2.726 (5) | 174 |
N2—H2a···O9iii | 0.90 | 2.04 | 2.840 (6) | 147 |
Symmetry codes: (i) −x+2, −y+2, −z+1; (ii) −x+1, −y+1, −z+1; (iii) −x+1, −y+2, −z+1. |