The asymmetric unit of the title compound, (C2H10N2)2[Ti4O4(C6H6NO6)4], consists of halves of two centrosymmetric tetrameric [Ti4O4{N(CH2COO)3}4]4− anions, two [H3N(CH2)2NH3]2+ cations and a disordered molecule of water of crystallization. In the [Ti4O4{N(CH2COO)3}4]4− tetramer, each Ti atom is coordinated by one nitrilotriacetate ligand and two μ-oxo ligands, so that four titanium and four μ-O atoms form an eight-membered ring. The tetramers are connected by hydrogen bonds with [H3N(CH2)2NH3]2+ cations and with water molecules, leading to an intricate three-dimensional network.
Supporting information
CCDC reference: 248722
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.006 Å
- Disorder in solvent or counterion
- R factor = 0.050
- wR factor = 0.124
- Data-to-parameter ratio = 15.7
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT432_ALERT_2_B Short Inter X...Y Contact C4 .. O300 .. 2.74 Ang.
PLAT432_ALERT_2_B Short Inter X...Y Contact C26 .. O100 .. 2.88 Ang.
Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.98
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT213_ALERT_2_C Atom O15 has ADP max/min Ratio ............. 3.40 prolat
PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 2.61 Ratio
PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 3.38 Ratio
PLAT243_ALERT_4_C High Solvent U(eq) as Compared to Neighbors .... C26
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... C25
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 9.00 Perc.
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
1 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
1 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: TEXRAY (Molecular Structure Corporation, 1999); cell refinement: TEXRAY; data reduction: TEXSAN (Molecular Structure Corporation, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEX (McArdle, 1995) and CAMERON (Watkin et al., 1993); software used to prepare material for publication: SHELXL97.
Bis(ethylenediammonium) tetra-µ-oxo-tetrakis[(nitrilotriacetato)titanate]
monohydrate
top
Crystal data top
(C2H10N2)2[Ti4O4(C6H6NO6)4]·H2O | Z = 2 |
Mr = 1150.33 | F(000) = 1180 |
Triclinic, P1 | Dx = 1.697 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.8082 (10) Å | Cell parameters from 25 reflections |
b = 10.9099 (11) Å | θ = 12–18° |
c = 19.6832 (15) Å | µ = 0.79 mm−1 |
α = 91.483 (5)° | T = 293 K |
β = 90.796 (3)° | Block, colourless |
γ = 104.374 (5)° | 0.46 × 0.42 × 0.40 mm |
V = 2247.1 (4) Å3 | |
Data collection top
Rigaku Weissenberg IP diffractometer | 7090 reflections with I > 2σ(I) |
Radiation source: rotor target | Rint = 0.039 |
Graphite monochromator | θmax = 27.5°, θmin = 1.9° |
scintillation counter scans | h = −14→13 |
20995 measured reflections | k = 0→14 |
10124 independent reflections | l = −25→25 |
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)] = 0.050 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.124 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0528P)2 + 2.7799P] where P = (Fo2 + 2Fc2)/3 |
10120 reflections | (Δ/σ)max = 0.002 |
644 parameters | Δρmax = 0.91 e Å−3 |
0 restraints | Δρmin = −0.55 e Å−3 |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ti1 | 0.36201 (6) | 0.28848 (5) | 0.95177 (3) | 0.02277 (13) | |
Ti2 | 0.43714 (5) | 0.42907 (5) | 1.11896 (3) | 0.02071 (13) | |
Ti3 | 0.13032 (5) | 0.85902 (5) | 0.54886 (3) | 0.02267 (13) | |
Ti4 | −0.05249 (5) | 1.06278 (5) | 0.62183 (3) | 0.02150 (13) | |
O1 | 0.1049 (3) | 0.4002 (3) | 0.83621 (17) | 0.0659 (10) | |
O2 | 0.2076 (2) | 0.3368 (3) | 0.92170 (13) | 0.0386 (6) | |
O3 | 0.1484 (3) | −0.0781 (3) | 0.93518 (15) | 0.0560 (9) | |
O4 | 0.2496 (3) | 0.1163 (2) | 0.97213 (12) | 0.0405 (7) | |
O5 | 0.6363 (3) | 0.1516 (3) | 0.86376 (15) | 0.0460 (7) | |
O6 | 0.5013 (2) | 0.2019 (2) | 0.93719 (12) | 0.0344 (6) | |
O7 | 0.0586 (3) | 0.3843 (3) | 1.1196 (2) | 0.0753 (11) | |
O8 | 0.2675 (2) | 0.4628 (2) | 1.12545 (13) | 0.0345 (6) | |
O9 | 0.5938 (3) | 0.1390 (4) | 1.1639 (2) | 0.0869 (14) | |
O10 | 0.5581 (2) | 0.3228 (2) | 1.13637 (14) | 0.0375 (6) | |
O11 | 0.4501 (4) | 0.4362 (3) | 1.32604 (13) | 0.0751 (12) | |
O12 | 0.4694 (2) | 0.4851 (2) | 1.21778 (11) | 0.0333 (6) | |
O13 | 0.3711 (3) | 1.1282 (3) | 0.66016 (18) | 0.0657 (10) | |
O14 | 0.2848 (2) | 0.9933 (2) | 0.57538 (13) | 0.0374 (6) | |
O15 | 0.3808 (5) | 0.6378 (5) | 0.55212 (19) | 0.1084 (18) | |
O16 | 0.2434 (3) | 0.7473 (3) | 0.52373 (13) | 0.0451 (7) | |
O17 | −0.1318 (3) | 0.6111 (3) | 0.6489 (2) | 0.0650 (10) | |
O18 | −0.0044 (3) | 0.7086 (2) | 0.56898 (14) | 0.0412 (6) | |
O19 | −0.4316 (3) | 0.9373 (3) | 0.6544 (3) | 0.0865 (14) | |
O20 | −0.2278 (2) | 0.9564 (2) | 0.63282 (13) | 0.0358 (6) | |
O21 | 0.1197 (3) | 1.4351 (3) | 0.6334 (2) | 0.0642 (10) | |
O22 | 0.0766 (2) | 1.2263 (2) | 0.63284 (13) | 0.0322 (5) | |
O23 | −0.0584 (3) | 1.0870 (3) | 0.82981 (12) | 0.0455 (7) | |
O24 | −0.0268 (2) | 1.0397 (2) | 0.72245 (11) | 0.0331 (6) | |
O25 | 0.3827 (2) | 0.3353 (2) | 1.03778 (11) | 0.0344 (6) | |
O26 | 0.4629 (2) | 0.4301 (2) | 0.90892 (11) | 0.0335 (6) | |
O27 | 0.0351 (2) | 0.9545 (2) | 0.59874 (11) | 0.0330 (6) | |
O28 | 0.1008 (2) | 0.8887 (2) | 0.46404 (11) | 0.0349 (6) | |
N1 | 0.3199 (2) | 0.1971 (2) | 0.84546 (13) | 0.0219 (5) | |
N2 | 0.3177 (2) | 0.2590 (2) | 1.17354 (13) | 0.0235 (5) | |
N3 | 0.1933 (3) | 0.8014 (3) | 0.65276 (14) | 0.0287 (6) | |
N4 | −0.1600 (2) | 1.1977 (2) | 0.67040 (13) | 0.0238 (6) | |
N5 | 0.3320 (4) | 0.2798 (4) | 0.43429 (19) | 0.0676 (12) | |
H5A | 0.3189 | 0.3496 | 0.4162 | 0.101* | |
H5B | 0.2856 | 0.2121 | 0.4114 | 0.101* | |
H5C | 0.4144 | 0.2807 | 0.4320 | 0.101* | |
N6 | 0.3594 (3) | 0.3660 (3) | 0.61761 (18) | 0.0484 (9) | |
H6A | 0.2845 | 0.3857 | 0.6205 | 0.073* | |
H6B | 0.4193 | 0.4252 | 0.6394 | 0.073* | |
H6C | 0.3541 | 0.2915 | 0.6364 | 0.073* | |
N7 | 0.1948 (3) | 0.6737 (3) | 0.91657 (16) | 0.0397 (7) | |
H7A | 0.1204 | 0.6308 | 0.8982 | 0.060* | |
H7B | 0.2584 | 0.6581 | 0.8924 | 0.060* | |
H7C | 0.1989 | 0.7562 | 0.9166 | 0.060* | |
N8 | 0.1440 (3) | 0.8023 (3) | 1.05629 (15) | 0.0392 (8) | |
H8A | 0.2228 | 0.8232 | 1.0742 | 0.059* | |
H8B | 0.0891 | 0.8155 | 1.0873 | 0.059* | |
H8C | 0.1401 | 0.8496 | 1.0205 | 0.059* | |
C1 | 0.2556 (3) | 0.2809 (3) | 0.80863 (16) | 0.0283 (7) | |
H1A | 0.1977 | 0.2317 | 0.7742 | 0.034* | |
H1B | 0.3187 | 0.3450 | 0.7860 | 0.034* | |
C2 | 0.1812 (4) | 0.3443 (4) | 0.8574 (2) | 0.0367 (8) | |
C3 | 0.2375 (3) | 0.0683 (3) | 0.85269 (16) | 0.0267 (7) | |
H3A | 0.2785 | 0.0081 | 0.8312 | 0.032* | |
H3B | 0.1573 | 0.0622 | 0.8285 | 0.032* | |
C4 | 0.2094 (4) | 0.0313 (3) | 0.92524 (18) | 0.0352 (8) | |
C5 | 0.4471 (3) | 0.1948 (3) | 0.81881 (17) | 0.0289 (7) | |
H5D | 0.4829 | 0.2729 | 0.7958 | 0.035* | |
H5E | 0.4379 | 0.1251 | 0.7860 | 0.035* | |
C6 | 0.5365 (3) | 0.1798 (3) | 0.87612 (18) | 0.0313 (7) | |
C7 | 0.1871 (3) | 0.2425 (3) | 1.14460 (18) | 0.0321 (8) | |
H7D | 0.1246 | 0.2005 | 1.1768 | 0.039* | |
H7E | 0.1769 | 0.1904 | 1.1032 | 0.039* | |
C8 | 0.1661 (4) | 0.3713 (4) | 1.1292 (2) | 0.0388 (9) | |
C9 | 0.3770 (4) | 0.1540 (3) | 1.1573 (2) | 0.0370 (9) | |
H9A | 0.3434 | 0.1137 | 1.1141 | 0.044* | |
H9B | 0.3571 | 0.0911 | 1.1921 | 0.044* | |
C10 | 0.5202 (4) | 0.2050 (4) | 1.1537 (2) | 0.0441 (10) | |
C11 | 0.3246 (4) | 0.2908 (4) | 1.24682 (17) | 0.0342 (8) | |
H11A | 0.3454 | 0.2221 | 1.2711 | 0.041* | |
H11B | 0.2412 | 0.2978 | 1.2614 | 0.041* | |
C12 | 0.4224 (4) | 0.4128 (4) | 1.26608 (17) | 0.0371 (9) | |
C13 | 0.2506 (4) | 0.9235 (4) | 0.68858 (18) | 0.0401 (9) | |
H13A | 0.3161 | 0.9128 | 0.7205 | 0.048* | |
H13B | 0.1854 | 0.9503 | 0.7142 | 0.048* | |
C14 | 0.3086 (4) | 1.0240 (4) | 0.6393 (2) | 0.0390 (9) | |
C15 | 0.2877 (4) | 0.7254 (3) | 0.64089 (19) | 0.0349 (8) | |
H15A | 0.2592 | 0.6451 | 0.6630 | 0.042* | |
H15B | 0.3689 | 0.7696 | 0.6617 | 0.042* | |
C16 | 0.3069 (4) | 0.7007 (4) | 0.5675 (2) | 0.0494 (11) | |
C17 | 0.0749 (4) | 0.7292 (4) | 0.6838 (2) | 0.0481 (10) | |
H17A | 0.0449 | 0.7841 | 0.7157 | 0.058* | |
H17B | 0.0932 | 0.6602 | 0.7089 | 0.058* | |
C18 | −0.0296 (4) | 0.6758 (3) | 0.6310 (2) | 0.0413 (9) | |
C19 | −0.2953 (3) | 1.1470 (3) | 0.64885 (19) | 0.0319 (8) | |
H19A | −0.3100 | 1.1781 | 0.6045 | 0.038* | |
H19B | −0.3507 | 1.1749 | 0.6809 | 0.038* | |
C20 | −0.3251 (3) | 1.0036 (4) | 0.6459 (2) | 0.0407 (9) | |
C21 | −0.0984 (3) | 1.3218 (3) | 0.64294 (19) | 0.0312 (7) | |
H21A | −0.1123 | 1.3889 | 0.6729 | 0.037* | |
H21B | −0.1355 | 1.3302 | 0.5987 | 0.037* | |
C22 | 0.0434 (4) | 1.3331 (3) | 0.6367 (2) | 0.0365 (8) | |
C23 | −0.1423 (4) | 1.1962 (4) | 0.74541 (17) | 0.0355 (8) | |
H23A | −0.2255 | 1.1781 | 0.7661 | 0.043* | |
H23B | −0.0953 | 1.2797 | 0.7615 | 0.043* | |
C24 | −0.0723 (3) | 1.1005 (3) | 0.76866 (16) | 0.0291 (7) | |
C25 | 0.2947 (4) | 0.2750 (4) | 0.5043 (2) | 0.0526 (11) | |
H25A | 0.2809 | 0.1887 | 0.5193 | 0.063* | |
H25B | 0.2146 | 0.2994 | 0.5080 | 0.063* | |
C26 | 0.3913 (6) | 0.3588 (6) | 0.5492 (3) | 0.0787 (18) | |
H26A | 0.4695 | 0.3306 | 0.5469 | 0.094* | |
H26B | 0.4093 | 0.4435 | 0.5315 | 0.094* | |
C27 | 0.2060 (4) | 0.6337 (4) | 0.9878 (2) | 0.0404 (9) | |
H27A | 0.2914 | 0.6728 | 1.0053 | 0.048* | |
H27B | 0.1950 | 0.5427 | 0.9875 | 0.048* | |
C28 | 0.1108 (4) | 0.6676 (4) | 1.0347 (2) | 0.0441 (9) | |
H28A | 0.0277 | 0.6473 | 1.0120 | 0.053* | |
H28B | 0.1045 | 0.6164 | 1.0746 | 0.053* | |
O100 | 0.3410 (11) | 0.5492 (12) | 0.4179 (5) | 0.082 (4) | 0.35 |
H10A | 0.3075 | 0.5801 | 0.4505 | 0.050* | 0.35 |
H10B | 0.3226 | 0.5822 | 0.3813 | 0.050* | 0.35 |
O200 | 0.4848 (10) | 0.0809 (11) | 0.4897 (6) | 0.077 (3) | 0.35 |
H20A | 0.4473 | 0.1089 | 0.5235 | 0.050* | 0.35 |
H20B | 0.5499 | 0.1418 | 0.4816 | 0.050* | 0.35 |
O300 | 0.6040 (14) | 0.0751 (15) | 1.0255 (8) | 0.098 (5) | 0.30 |
H30A | 0.6642 | 0.0377 | 1.0135 | 0.050* | 0.30 |
H30B | 0.5945 | 0.1191 | 0.9916 | 0.050* | 0.30 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ti1 | 0.0276 (3) | 0.0201 (3) | 0.0183 (3) | 0.0016 (2) | 0.0021 (2) | −0.0021 (2) |
Ti2 | 0.0240 (3) | 0.0194 (3) | 0.0176 (3) | 0.0032 (2) | 0.0014 (2) | 0.0009 (2) |
Ti3 | 0.0255 (3) | 0.0243 (3) | 0.0196 (3) | 0.0091 (2) | −0.0005 (2) | −0.0014 (2) |
Ti4 | 0.0235 (3) | 0.0228 (3) | 0.0190 (3) | 0.0077 (2) | 0.0005 (2) | −0.0028 (2) |
O1 | 0.072 (2) | 0.079 (2) | 0.065 (2) | 0.055 (2) | −0.0148 (18) | −0.0091 (18) |
O2 | 0.0362 (14) | 0.0457 (16) | 0.0372 (14) | 0.0174 (12) | 0.0004 (12) | −0.0098 (12) |
O3 | 0.083 (2) | 0.0258 (14) | 0.0450 (16) | −0.0139 (15) | 0.0071 (16) | 0.0011 (12) |
O4 | 0.0576 (17) | 0.0270 (13) | 0.0268 (12) | −0.0088 (12) | 0.0068 (12) | −0.0018 (10) |
O5 | 0.0305 (14) | 0.0612 (19) | 0.0507 (17) | 0.0207 (13) | −0.0008 (13) | −0.0083 (14) |
O6 | 0.0383 (14) | 0.0409 (15) | 0.0274 (12) | 0.0172 (12) | −0.0050 (11) | −0.0028 (10) |
O7 | 0.0304 (16) | 0.066 (2) | 0.134 (3) | 0.0205 (16) | −0.0176 (19) | 0.009 (2) |
O8 | 0.0337 (13) | 0.0293 (13) | 0.0430 (14) | 0.0125 (11) | 0.0010 (11) | 0.0033 (11) |
O9 | 0.052 (2) | 0.065 (2) | 0.160 (4) | 0.0401 (19) | 0.025 (2) | 0.042 (2) |
O10 | 0.0272 (13) | 0.0355 (14) | 0.0522 (16) | 0.0112 (11) | 0.0095 (12) | 0.0105 (12) |
O11 | 0.085 (2) | 0.084 (2) | 0.0221 (14) | −0.045 (2) | −0.0118 (15) | 0.0073 (14) |
O12 | 0.0379 (14) | 0.0337 (14) | 0.0206 (11) | −0.0056 (11) | 0.0000 (10) | 0.0009 (9) |
O13 | 0.083 (2) | 0.0288 (15) | 0.077 (2) | 0.0011 (16) | −0.0449 (19) | −0.0064 (15) |
O14 | 0.0344 (14) | 0.0358 (14) | 0.0360 (14) | −0.0027 (11) | −0.0056 (11) | 0.0056 (11) |
O15 | 0.137 (4) | 0.180 (5) | 0.062 (2) | 0.141 (4) | 0.001 (2) | −0.005 (3) |
O16 | 0.0572 (18) | 0.0621 (19) | 0.0294 (13) | 0.0408 (15) | 0.0016 (13) | −0.0044 (12) |
O17 | 0.0487 (18) | 0.0420 (18) | 0.101 (3) | 0.0023 (15) | 0.0320 (18) | 0.0082 (17) |
O18 | 0.0368 (14) | 0.0323 (14) | 0.0494 (16) | −0.0005 (12) | −0.0019 (13) | −0.0029 (12) |
O19 | 0.0285 (16) | 0.046 (2) | 0.178 (4) | −0.0048 (14) | 0.019 (2) | 0.009 (2) |
O20 | 0.0309 (13) | 0.0250 (13) | 0.0482 (15) | 0.0012 (10) | 0.0005 (12) | −0.0038 (11) |
O21 | 0.0428 (17) | 0.0282 (15) | 0.114 (3) | −0.0055 (13) | 0.0178 (18) | −0.0041 (17) |
O22 | 0.0236 (12) | 0.0288 (13) | 0.0431 (14) | 0.0046 (10) | 0.0041 (11) | −0.0032 (10) |
O23 | 0.0570 (18) | 0.068 (2) | 0.0189 (12) | 0.0305 (16) | 0.0021 (12) | −0.0013 (12) |
O24 | 0.0423 (14) | 0.0413 (15) | 0.0218 (11) | 0.0221 (12) | 0.0019 (10) | 0.0000 (10) |
O25 | 0.0472 (15) | 0.0298 (13) | 0.0207 (11) | −0.0009 (11) | 0.0036 (11) | −0.0021 (9) |
O26 | 0.0424 (14) | 0.0237 (12) | 0.0275 (12) | −0.0050 (10) | 0.0031 (11) | 0.0019 (9) |
O27 | 0.0423 (14) | 0.0351 (14) | 0.0272 (12) | 0.0203 (12) | 0.0023 (11) | −0.0037 (10) |
O28 | 0.0427 (15) | 0.0424 (15) | 0.0240 (12) | 0.0192 (12) | −0.0023 (11) | −0.0021 (10) |
N1 | 0.0215 (13) | 0.0218 (13) | 0.0216 (12) | 0.0041 (10) | 0.0008 (10) | −0.0027 (10) |
N2 | 0.0219 (13) | 0.0235 (14) | 0.0246 (13) | 0.0045 (11) | 0.0022 (11) | 0.0017 (10) |
N3 | 0.0371 (16) | 0.0270 (15) | 0.0239 (13) | 0.0112 (12) | 0.0016 (12) | 0.0016 (11) |
N4 | 0.0220 (13) | 0.0226 (13) | 0.0260 (13) | 0.0045 (11) | 0.0007 (11) | −0.0006 (10) |
N5 | 0.078 (3) | 0.062 (3) | 0.046 (2) | −0.014 (2) | 0.010 (2) | −0.0033 (19) |
N6 | 0.0413 (19) | 0.041 (2) | 0.058 (2) | 0.0011 (16) | −0.0025 (17) | 0.0016 (16) |
N7 | 0.0280 (16) | 0.049 (2) | 0.0415 (18) | 0.0092 (14) | 0.0062 (14) | −0.0011 (15) |
N8 | 0.0404 (18) | 0.055 (2) | 0.0269 (15) | 0.0215 (16) | 0.0010 (14) | −0.0034 (14) |
C1 | 0.0296 (17) | 0.0286 (17) | 0.0269 (16) | 0.0075 (14) | −0.0042 (14) | 0.0021 (13) |
C2 | 0.0327 (19) | 0.035 (2) | 0.044 (2) | 0.0137 (16) | −0.0092 (17) | −0.0067 (16) |
C3 | 0.0283 (17) | 0.0221 (16) | 0.0270 (16) | 0.0021 (13) | −0.0048 (14) | −0.0032 (12) |
C4 | 0.045 (2) | 0.0214 (17) | 0.0348 (19) | −0.0005 (15) | 0.0020 (16) | −0.0019 (14) |
C5 | 0.0250 (16) | 0.0356 (19) | 0.0259 (16) | 0.0075 (14) | 0.0031 (13) | −0.0040 (14) |
C6 | 0.0279 (17) | 0.0296 (18) | 0.0353 (19) | 0.0060 (14) | −0.0010 (15) | −0.0044 (14) |
C7 | 0.0205 (16) | 0.0345 (19) | 0.0370 (19) | −0.0011 (14) | −0.0033 (14) | 0.0000 (15) |
C8 | 0.0290 (19) | 0.040 (2) | 0.049 (2) | 0.0122 (16) | −0.0076 (17) | −0.0018 (17) |
C9 | 0.040 (2) | 0.0236 (18) | 0.052 (2) | 0.0140 (16) | 0.0127 (18) | 0.0093 (16) |
C10 | 0.038 (2) | 0.038 (2) | 0.062 (3) | 0.0192 (18) | 0.0111 (19) | 0.0122 (19) |
C11 | 0.0349 (19) | 0.037 (2) | 0.0250 (17) | −0.0026 (16) | 0.0025 (15) | 0.0056 (14) |
C12 | 0.0343 (19) | 0.046 (2) | 0.0228 (17) | −0.0044 (17) | −0.0028 (15) | 0.0018 (15) |
C13 | 0.061 (3) | 0.036 (2) | 0.0272 (17) | 0.0203 (19) | −0.0135 (18) | −0.0070 (15) |
C14 | 0.044 (2) | 0.030 (2) | 0.042 (2) | 0.0116 (17) | −0.0178 (18) | −0.0018 (16) |
C15 | 0.037 (2) | 0.0295 (19) | 0.041 (2) | 0.0128 (16) | −0.0059 (16) | 0.0026 (15) |
C16 | 0.054 (3) | 0.064 (3) | 0.044 (2) | 0.041 (2) | −0.003 (2) | −0.005 (2) |
C17 | 0.051 (2) | 0.058 (3) | 0.039 (2) | 0.017 (2) | 0.0174 (19) | 0.0172 (19) |
C18 | 0.039 (2) | 0.0230 (18) | 0.064 (3) | 0.0093 (16) | 0.015 (2) | 0.0059 (17) |
C19 | 0.0209 (16) | 0.0329 (19) | 0.043 (2) | 0.0084 (14) | −0.0005 (15) | 0.0016 (15) |
C20 | 0.0253 (18) | 0.036 (2) | 0.059 (3) | 0.0037 (16) | 0.0019 (18) | 0.0030 (18) |
C21 | 0.0304 (18) | 0.0225 (17) | 0.042 (2) | 0.0093 (14) | 0.0034 (15) | 0.0000 (14) |
C22 | 0.0340 (19) | 0.0274 (19) | 0.046 (2) | 0.0034 (15) | 0.0047 (17) | −0.0030 (15) |
C23 | 0.043 (2) | 0.044 (2) | 0.0261 (17) | 0.0236 (18) | 0.0012 (15) | −0.0050 (15) |
C24 | 0.0275 (17) | 0.0381 (19) | 0.0235 (16) | 0.0112 (15) | 0.0043 (14) | −0.0011 (14) |
C25 | 0.055 (3) | 0.047 (3) | 0.048 (2) | −0.002 (2) | 0.014 (2) | −0.006 (2) |
C26 | 0.075 (4) | 0.078 (4) | 0.063 (3) | −0.018 (3) | 0.018 (3) | −0.006 (3) |
C27 | 0.042 (2) | 0.037 (2) | 0.045 (2) | 0.0145 (17) | −0.0049 (18) | −0.0035 (17) |
C28 | 0.043 (2) | 0.046 (2) | 0.041 (2) | 0.0060 (19) | 0.0055 (18) | 0.0076 (18) |
O100 | 0.086 (8) | 0.127 (10) | 0.049 (6) | 0.062 (8) | −0.006 (5) | −0.024 (6) |
O200 | 0.065 (6) | 0.095 (8) | 0.078 (7) | 0.027 (6) | 0.038 (6) | 0.028 (6) |
O300 | 0.084 (10) | 0.109 (12) | 0.108 (11) | 0.034 (9) | −0.023 (9) | 0.040 (9) |
Geometric parameters (Å, º) top
Ti1—O25 | 1.751 (2) | N5—H5C | 0.8900 |
Ti1—O26 | 1.882 (2) | N6—C26 | 1.399 (6) |
Ti1—O2 | 1.959 (3) | N6—H6A | 0.8900 |
Ti1—O6 | 1.986 (2) | N6—H6B | 0.8900 |
Ti1—O4 | 2.021 (3) | N6—H6C | 0.8900 |
Ti1—N1 | 2.285 (2) | N7—C27 | 1.491 (5) |
Ti2—O26i | 1.751 (2) | N7—H7A | 0.8900 |
Ti2—O25 | 1.881 (2) | N7—H7B | 0.8900 |
Ti2—O8 | 1.962 (2) | N7—H7C | 0.8900 |
Ti2—O10 | 1.983 (3) | N8—C28 | 1.473 (5) |
Ti2—O12 | 2.023 (2) | N8—H8A | 0.8900 |
Ti2—N2 | 2.284 (3) | N8—H8B | 0.8900 |
Ti3—O28 | 1.749 (2) | N8—H8C | 0.8900 |
Ti3—O27 | 1.902 (2) | C1—C2 | 1.520 (5) |
Ti3—O18 | 1.958 (3) | C1—H1A | 0.9700 |
Ti3—O14 | 1.982 (3) | C1—H1B | 0.9700 |
Ti3—O16 | 1.988 (3) | C3—C4 | 1.509 (5) |
Ti3—N3 | 2.298 (3) | C3—H3A | 0.9700 |
Ti4—O27 | 1.742 (2) | C3—H3B | 0.9700 |
Ti4—O28ii | 1.889 (2) | C5—C6 | 1.514 (5) |
Ti4—O22 | 1.978 (2) | C5—H5D | 0.9700 |
Ti4—O20 | 1.979 (3) | C5—H5E | 0.9700 |
Ti4—O24 | 2.027 (2) | C7—C8 | 1.516 (5) |
Ti4—N4 | 2.289 (3) | C7—H7D | 0.9700 |
O1—C2 | 1.216 (4) | C7—H7E | 0.9700 |
O2—C2 | 1.302 (4) | C9—C10 | 1.513 (5) |
O3—C4 | 1.233 (4) | C9—H9A | 0.9700 |
O4—C4 | 1.283 (4) | C9—H9B | 0.9700 |
O5—C6 | 1.219 (4) | C11—C12 | 1.516 (5) |
O6—C6 | 1.300 (4) | C11—H11A | 0.9700 |
O7—C8 | 1.218 (5) | C11—H11B | 0.9700 |
O8—C8 | 1.291 (5) | C13—C14 | 1.505 (6) |
O9—C10 | 1.215 (5) | C13—H13A | 0.9700 |
O10—C10 | 1.304 (5) | C13—H13B | 0.9700 |
O11—C12 | 1.218 (4) | C15—C16 | 1.490 (5) |
O12—C12 | 1.280 (4) | C15—H15A | 0.9700 |
O13—C14 | 1.226 (4) | C15—H15B | 0.9700 |
O14—C14 | 1.299 (4) | C17—C18 | 1.518 (6) |
O15—C16 | 1.212 (5) | C17—H17A | 0.9700 |
O16—C16 | 1.284 (5) | C17—H17B | 0.9700 |
O17—C18 | 1.216 (5) | C19—C20 | 1.516 (5) |
O18—C18 | 1.294 (5) | C19—H19A | 0.9700 |
O19—C20 | 1.214 (5) | C19—H19B | 0.9700 |
O20—C20 | 1.307 (4) | C21—C22 | 1.514 (5) |
O21—C22 | 1.213 (4) | C21—H21A | 0.9700 |
O22—C22 | 1.303 (4) | C21—H21B | 0.9700 |
O23—C24 | 1.228 (4) | C23—C24 | 1.510 (5) |
O24—C24 | 1.285 (4) | C23—H23A | 0.9700 |
O26—Ti2i | 1.751 (2) | C23—H23B | 0.9700 |
O28—Ti4ii | 1.889 (2) | C25—C26 | 1.471 (6) |
N1—C1 | 1.476 (4) | C25—H25A | 0.9700 |
N1—C3 | 1.477 (4) | C25—H25B | 0.9700 |
N1—C5 | 1.483 (4) | C26—H26A | 0.9700 |
N2—C11 | 1.471 (4) | C26—H26B | 0.9700 |
N2—C9 | 1.475 (4) | C27—C28 | 1.498 (5) |
N2—C7 | 1.482 (4) | C27—H27A | 0.9700 |
N3—C17 | 1.475 (5) | C27—H27B | 0.9700 |
N3—C13 | 1.478 (4) | C28—H28A | 0.9700 |
N3—C15 | 1.483 (4) | C28—H28B | 0.9700 |
N4—C21 | 1.473 (4) | O100—H10A | 0.8440 |
N4—C19 | 1.481 (4) | O100—H10B | 0.8557 |
N4—C23 | 1.487 (4) | O200—H20A | 0.8721 |
N5—C25 | 1.440 (5) | O200—H20B | 0.8594 |
N5—H5A | 0.8900 | O300—H30A | 0.8808 |
N5—H5B | 0.8900 | O300—H30B | 0.8519 |
| | | |
O25—Ti1—O26 | 102.25 (11) | O1—C2—O2 | 123.7 (4) |
O25—Ti1—O2 | 105.18 (12) | O1—C2—C1 | 120.8 (4) |
O26—Ti1—O2 | 89.75 (12) | O2—C2—C1 | 115.5 (3) |
O25—Ti1—O6 | 102.62 (11) | N1—C3—C4 | 114.3 (3) |
O26—Ti1—O6 | 88.24 (11) | N1—C3—H3A | 108.7 |
O2—Ti1—O6 | 151.92 (10) | C4—C3—H3A | 108.7 |
O25—Ti1—O4 | 93.07 (11) | N1—C3—H3B | 108.7 |
O26—Ti1—O4 | 164.58 (10) | C4—C3—H3B | 108.7 |
O2—Ti1—O4 | 87.87 (12) | H3A—C3—H3B | 107.6 |
O6—Ti1—O4 | 86.72 (12) | O3—C4—O4 | 124.7 (3) |
O25—Ti1—N1 | 171.11 (11) | O3—C4—C3 | 117.7 (3) |
O26—Ti1—N1 | 86.51 (10) | O4—C4—C3 | 117.6 (3) |
O2—Ti1—N1 | 76.04 (10) | N1—C5—C6 | 110.5 (3) |
O6—Ti1—N1 | 75.88 (9) | N1—C5—H5D | 109.6 |
O4—Ti1—N1 | 78.13 (10) | C6—C5—H5D | 109.6 |
O26i—Ti2—O25 | 103.42 (11) | N1—C5—H5E | 109.6 |
O26i—Ti2—O8 | 105.21 (12) | C6—C5—H5E | 109.6 |
O25—Ti2—O8 | 88.98 (11) | H5D—C5—H5E | 108.1 |
O26i—Ti2—O10 | 102.80 (12) | O5—C6—O6 | 123.7 (3) |
O25—Ti2—O10 | 89.62 (12) | O5—C6—C5 | 120.3 (3) |
O8—Ti2—O10 | 151.50 (11) | O6—C6—C5 | 116.0 (3) |
O26i—Ti2—O12 | 92.31 (10) | N2—C7—C8 | 109.1 (3) |
O25—Ti2—O12 | 164.18 (10) | N2—C7—H7D | 109.9 |
O8—Ti2—O12 | 88.42 (11) | C8—C7—H7D | 109.9 |
O10—Ti2—O12 | 85.27 (11) | N2—C7—H7E | 109.9 |
O26i—Ti2—N2 | 170.20 (10) | C8—C7—H7E | 109.9 |
O25—Ti2—N2 | 86.33 (10) | H7D—C7—H7E | 108.3 |
O8—Ti2—N2 | 75.52 (10) | O7—C8—O8 | 123.3 (4) |
O10—Ti2—N2 | 75.97 (10) | O7—C8—C7 | 120.5 (4) |
O12—Ti2—N2 | 77.92 (10) | O8—C8—C7 | 116.2 (3) |
O28—Ti3—O27 | 103.75 (11) | N2—C9—C10 | 109.3 (3) |
O28—Ti3—O18 | 104.31 (12) | N2—C9—H9A | 109.8 |
O27—Ti3—O18 | 87.05 (12) | C10—C9—H9A | 109.8 |
O28—Ti3—O14 | 104.18 (12) | N2—C9—H9B | 109.8 |
O27—Ti3—O14 | 87.02 (11) | C10—C9—H9B | 109.8 |
O18—Ti3—O14 | 151.50 (11) | H9A—C9—H9B | 108.3 |
O28—Ti3—O16 | 92.91 (11) | O9—C10—O10 | 122.8 (4) |
O27—Ti3—O16 | 163.34 (11) | O9—C10—C9 | 122.0 (4) |
O18—Ti3—O16 | 89.16 (13) | O10—C10—C9 | 115.1 (3) |
O14—Ti3—O16 | 88.62 (12) | N2—C11—C12 | 113.7 (3) |
O28—Ti3—N3 | 170.08 (11) | N2—C11—H11A | 108.8 |
O27—Ti3—N3 | 86.13 (10) | C12—C11—H11A | 108.8 |
O18—Ti3—N3 | 76.75 (11) | N2—C11—H11B | 108.8 |
O14—Ti3—N3 | 75.05 (10) | C12—C11—H11B | 108.8 |
O16—Ti3—N3 | 77.22 (10) | H11A—C11—H11B | 107.7 |
O27—Ti4—O28ii | 101.47 (11) | O11—C12—O12 | 124.4 (3) |
O27—Ti4—O22 | 104.46 (11) | O11—C12—C11 | 118.3 (3) |
O28ii—Ti4—O22 | 89.88 (11) | O12—C12—C11 | 117.3 (3) |
O27—Ti4—O20 | 103.84 (12) | N3—C13—C14 | 111.2 (3) |
O28ii—Ti4—O20 | 89.85 (11) | N3—C13—H13A | 109.4 |
O22—Ti4—O20 | 151.17 (10) | C14—C13—H13A | 109.4 |
O27—Ti4—O24 | 92.70 (10) | N3—C13—H13B | 109.4 |
O28ii—Ti4—O24 | 165.82 (10) | C14—C13—H13B | 109.4 |
O22—Ti4—O24 | 87.10 (11) | H13A—C13—H13B | 108.0 |
O20—Ti4—O24 | 86.17 (11) | O13—C14—O14 | 123.9 (4) |
O27—Ti4—N4 | 170.45 (11) | O13—C14—C13 | 120.4 (4) |
O28ii—Ti4—N4 | 88.08 (10) | O14—C14—C13 | 115.7 (3) |
O22—Ti4—N4 | 75.31 (9) | N3—C15—C16 | 113.2 (3) |
O20—Ti4—N4 | 75.87 (10) | N3—C15—H15A | 108.9 |
O24—Ti4—N4 | 77.75 (9) | C16—C15—H15A | 108.9 |
C2—O2—Ti1 | 121.3 (2) | N3—C15—H15B | 108.9 |
C4—O4—Ti1 | 121.9 (2) | C16—C15—H15B | 108.9 |
C6—O6—Ti1 | 120.8 (2) | H15A—C15—H15B | 107.7 |
C8—O8—Ti2 | 121.0 (2) | O15—C16—O16 | 123.5 (4) |
C10—O10—Ti2 | 122.5 (2) | O15—C16—C15 | 118.6 (4) |
C12—O12—Ti2 | 121.9 (2) | O16—C16—C15 | 117.9 (3) |
C14—O14—Ti3 | 119.4 (2) | N3—C17—C18 | 112.1 (3) |
C16—O16—Ti3 | 123.4 (2) | N3—C17—H17A | 109.2 |
C18—O18—Ti3 | 121.1 (2) | C18—C17—H17A | 109.2 |
C20—O20—Ti4 | 122.9 (2) | N3—C17—H17B | 109.2 |
C22—O22—Ti4 | 121.3 (2) | C18—C17—H17B | 109.2 |
C24—O24—Ti4 | 122.6 (2) | H17A—C17—H17B | 107.9 |
Ti1—O25—Ti2 | 162.66 (15) | O17—C18—O18 | 124.2 (4) |
Ti2i—O26—Ti1 | 171.64 (14) | O17—C18—C17 | 119.5 (4) |
Ti4—O27—Ti3 | 163.35 (15) | O18—C18—C17 | 116.2 (3) |
Ti3—O28—Ti4ii | 170.80 (15) | N4—C19—C20 | 108.9 (3) |
C1—N1—C3 | 112.8 (3) | N4—C19—H19A | 109.9 |
C1—N1—C5 | 114.1 (3) | C20—C19—H19A | 109.9 |
C3—N1—C5 | 111.9 (3) | N4—C19—H19B | 109.9 |
C1—N1—Ti1 | 104.76 (18) | C20—C19—H19B | 109.9 |
C3—N1—Ti1 | 107.80 (18) | H19A—C19—H19B | 108.3 |
C5—N1—Ti1 | 104.65 (18) | O19—C20—O20 | 122.3 (4) |
C11—N2—C9 | 111.9 (3) | O19—C20—C19 | 122.7 (4) |
C11—N2—C7 | 112.2 (3) | O20—C20—C19 | 115.1 (3) |
C9—N2—C7 | 114.6 (3) | N4—C21—C22 | 109.3 (3) |
C11—N2—Ti2 | 108.01 (19) | N4—C21—H21A | 109.8 |
C9—N2—Ti2 | 105.2 (2) | C22—C21—H21A | 109.8 |
C7—N2—Ti2 | 104.1 (2) | N4—C21—H21B | 109.8 |
C17—N3—C13 | 113.4 (3) | C22—C21—H21B | 109.8 |
C17—N3—C15 | 113.2 (3) | H21A—C21—H21B | 108.3 |
C13—N3—C15 | 112.3 (3) | O21—C22—O22 | 122.8 (4) |
C17—N3—Ti3 | 105.2 (2) | O21—C22—C21 | 121.7 (3) |
C13—N3—Ti3 | 103.9 (2) | O22—C22—C21 | 115.4 (3) |
C15—N3—Ti3 | 108.0 (2) | N4—C23—C24 | 114.0 (3) |
C21—N4—C19 | 114.7 (3) | N4—C23—H23A | 108.7 |
C21—N4—C23 | 112.0 (3) | C24—C23—H23A | 108.7 |
C19—N4—C23 | 112.0 (3) | N4—C23—H23B | 108.7 |
C21—N4—Ti4 | 104.06 (19) | C24—C23—H23B | 108.7 |
C19—N4—Ti4 | 105.34 (19) | H23A—C23—H23B | 107.6 |
C23—N4—Ti4 | 108.03 (19) | O23—C24—O24 | 123.4 (3) |
C25—N5—H5A | 109.5 | O23—C24—C23 | 119.2 (3) |
C25—N5—H5B | 109.5 | O24—C24—C23 | 117.3 (3) |
H5A—N5—H5B | 109.5 | N5—C25—C26 | 112.4 (4) |
C25—N5—H5C | 109.5 | N5—C25—H25A | 109.1 |
H5A—N5—H5C | 109.5 | C26—C25—H25A | 109.1 |
H5B—N5—H5C | 109.5 | N5—C25—H25B | 109.1 |
C26—N6—H6A | 109.5 | C26—C25—H25B | 109.1 |
C26—N6—H6B | 109.5 | H25A—C25—H25B | 107.9 |
H6A—N6—H6B | 109.5 | N6—C26—C25 | 116.2 (4) |
C26—N6—H6C | 109.5 | N6—C26—H26A | 108.2 |
H6A—N6—H6C | 109.5 | C25—C26—H26A | 108.2 |
H6B—N6—H6C | 109.5 | N6—C26—H26B | 108.2 |
C27—N7—H7A | 109.5 | C25—C26—H26B | 108.2 |
C27—N7—H7B | 109.5 | H26A—C26—H26B | 107.4 |
H7A—N7—H7B | 109.5 | N7—C27—C28 | 113.8 (3) |
C27—N7—H7C | 109.5 | N7—C27—H27A | 108.8 |
H7A—N7—H7C | 109.5 | C28—C27—H27A | 108.8 |
H7B—N7—H7C | 109.5 | N7—C27—H27B | 108.8 |
C28—N8—H8A | 109.5 | C28—C27—H27B | 108.8 |
C28—N8—H8B | 109.5 | H27A—C27—H27B | 107.7 |
H8A—N8—H8B | 109.5 | N8—C28—C27 | 113.3 (3) |
C28—N8—H8C | 109.5 | N8—C28—H28A | 108.9 |
H8A—N8—H8C | 109.5 | C27—C28—H28A | 108.9 |
H8B—N8—H8C | 109.5 | N8—C28—H28B | 108.9 |
N1—C1—C2 | 110.6 (3) | C27—C28—H28B | 108.9 |
N1—C1—H1A | 109.5 | H28A—C28—H28B | 107.7 |
C2—C1—H1A | 109.5 | H10A—O100—H10B | 107.7 |
N1—C1—H1B | 109.5 | H20A—O200—H20B | 104.9 |
C2—C1—H1B | 109.5 | H30A—O300—H30B | 104.8 |
H1A—C1—H1B | 108.1 | | |
Symmetry codes: (i) −x+1, −y+1, −z+2; (ii) −x, −y+2, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N5—H5A···O100 | 0.89 | 2.13 | 2.942 (13) | 151 |
N5—H5A···O11iii | 0.89 | 2.35 | 2.875 (5) | 117 |
N5—H5A···O17iv | 0.89 | 2.51 | 3.172 (6) | 132 |
N5—H5B···O20iv | 0.89 | 1.96 | 2.827 (5) | 163 |
N5—H5C···O15v | 0.89 | 2.19 | 3.016 (7) | 155 |
N6—H6A···O21vi | 0.89 | 2.00 | 2.891 (5) | 176 |
N6—H6A···O22vi | 0.89 | 2.50 | 3.080 (4) | 124 |
N6—H6B···O11i | 0.89 | 1.90 | 2.781 (4) | 172 |
N6—H6C···O13vi | 0.89 | 1.91 | 2.778 (5) | 166 |
N7—H7A···O7vii | 0.89 | 1.93 | 2.733 (4) | 150 |
N7—H7B···O10i | 0.89 | 2.03 | 2.872 (4) | 157 |
N7—H7C···O3viii | 0.89 | 2.04 | 2.889 (5) | 159 |
N8—H8A···O5i | 0.89 | 1.90 | 2.762 (4) | 163 |
N8—H8B···O23ix | 0.89 | 2.00 | 2.795 (4) | 148 |
N8—H8C···O3viii | 0.89 | 1.87 | 2.743 (4) | 167 |
O100—H10A···O15 | 0.84 | 2.16 | 2.781 (10) | 130 |
O100—H10A···O16 | 0.84 | 2.53 | 3.329 (10) | 158 |
O200—H20A···O14vi | 0.87 | 2.18 | 2.755 (10) | 124 |
O200—H20B···O16v | 0.86 | 2.27 | 3.087 (11) | 160 |
O200—H20B···O15v | 0.86 | 2.45 | 3.187 (12) | 145 |
O300—H30A···O4x | 0.88 | 2.14 | 2.917 (15) | 147 |
O300—H30A···O3x | 0.88 | 2.19 | 2.767 (14) | 123 |
O300—H30B···O6 | 0.85 | 1.86 | 2.647 (13) | 153 |
O300—H30B···O5 | 0.85 | 2.58 | 3.314 (15) | 145 |
Symmetry codes: (i) −x+1, −y+1, −z+2; (iii) x, y, z−1; (iv) −x, −y+1, −z+1; (v) −x+1, −y+1, −z+1; (vi) x, y−1, z; (vii) −x, −y+1, −z+2; (viii) x, y+1, z; (ix) −x, −y+2, −z+2; (x) −x+1, −y, −z+2. |