Bis{6-meth­oxy-2-[(4-methyl­phenyl­imino)meth­yl]­phenol-κ²O,O′}tris(nitrato-κ²O,O′)terbium(III) monohydrate

The Tb atom in the title compound, [Tb(NO₃)₃(C₁₅H₁₅NO₂)₂]·H₂O, is coordinated by ten O atoms in a bicapped square-anti­prismatic environment. The organic ligand assumes a zwitterionic form in chelating to the metal atom through two O atoms; the three nitrate groups also exhibit chelating behavior.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.030
• wR factor = 0.081
• Data-to-parameter ratio = 16.1

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT731_ALERT_1_A Bond    Calc     0.86(9), Rep   0.861(10) ......       9.00 su-Ra
              O1W  -H1W     1.555   1.555

Author Response: Artifact of rounding up the standard deviations.

PLAT735_ALERT_1_A D-H     Calc     0.86(9), Rep   0.860(10) ......       9.00 su-Ra
              O1W  -H1W     1.555   1.555

Author Response: Artifact of rounding up the standard deviations.

Alert level B
PLAT731_ALERT_1_B Bond    Calc     0.88(7), Rep   0.874(11) ......       6.36 su-Ra
              O1W  -H2W     1.555   1.555

Author Response: Artifact of rounding up the standard deviations.

PLAT732_ALERT_1_B Angle   Calc      107(8), Rep   107.0(17) ......       4.71 su-Ra
              H1W  -O1W  -H2W     1.555   1.555   1.555
PLAT735_ALERT_1_B D-H     Calc     0.88(7), Rep   0.870(10) ......       7.00 su-Ra
              O1W  -H2W     1.555   1.555

Author Response: Artifact of rounding up the standard deviations.

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000)        3000 Deg.
PLAT230_ALERT_2_C Hirshfeld Test Diff for    O2     -   N1      ..       6.40 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    O4     -   N3      ..       5.50 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Tb1    -   O13     ..       6.98 su
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Tb1
PLAT731_ALERT_1_C Bond    Calc     0.85(3), Rep   0.846(10) ......       3.00 su-Ra
              N4   -H4N     1.555   1.555

Author Response: Artifact of rounding up the standard deviations.

PLAT731_ALERT_1_C Bond    Calc     0.84(3), Rep   0.842(10) ......       3.00 su-Ra
              N5   -H5N     1.555   1.555

Author Response: Artifact of rounding up the standard deviations.

PLAT735_ALERT_1_C D-H     Calc     0.85(3), Rep   0.850(10) ......       3.00 su-Ra
              N4   -H4N     1.555   1.555

Author Response: Artifact of rounding up the standard deviations.

PLAT735_ALERT_1_C D-H     Calc     0.84(3), Rep   0.840(10) ......       3.00 su-Ra
              N5   -H5N     1.555   1.555

Author Response: Artifact of rounding up the standard deviations.

Alert level G
FORMU01_ALERT_1_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and _chemical_formula_moiety. This is
            usually due to the moiety formula being in the wrong format.
            Atom count from _chemical_formula_sum:   C30 H32 N5 O14 Tb1
            Atom count from _chemical_formula_moiety:C300 H302 N20 O461 Tb20
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

   2 ALERT level A = In general: serious problem
   3 ALERT level B = Potentially serious problem
  11 ALERT level C = Check and explain
   3 ALERT level G = General alerts; check

  15 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
   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

Data collection: APEXII (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2006).

Bis{6-methoxy-2-[(4-methylphenylimino)methyl]phenol-κ²O,O'}tri(nitrato- κ²O,O')terbium(III) monohydrate

Crystal data

[Tb(NO3)3(C15H15NO2)2]·H2O	Z = 2
Mr = 845.53	F(000) = 848
Triclinic, P1	Dx = 1.686 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.811 (2) Å	Cell parameters from 6072 reflections
b = 9.976 (2) Å	θ = 2.2–27.1°
c = 18.482 (4) Å	µ = 2.20 mm^−1
α = 98.42 (3)°	T = 293 K
β = 101.54 (3)°	Block, red
γ = 105.90 (3)°	0.35 × 0.09 × 0.08 mm
V = 1665.1 (6) Å^3

Data collection

Bruker APEX-II area-detector diffractometer	7537 independent reflections
Radiation source: fine-focus sealed tube	6796 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.025
φ and ω scans	θmax = 27.5°, θmin = 1.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
Tmin = 0.513, Tmax = 0.844	k = −12→12
25200 measured reflections	l = −24→23

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.081	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ^2(Fo^2) + (0.0453P)^2 + 0.6317P] where P = (Fo^2 + 2Fc^2)/3
7537 reflections	(Δ/σ)max = 0.001
469 parameters	Δρmax = 0.64 e Å^−3
11 restraints	Δρmin = −0.82 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Tb1	0.465548 (14)	0.311716 (14)	0.750465 (8)	0.03934 (6)
O1	0.5526 (3)	0.5692 (3)	0.75946 (16)	0.0601 (7)
O2	0.3203 (3)	0.4746 (3)	0.71015 (17)	0.0653 (7)
O3	0.4186 (5)	0.6991 (4)	0.7206 (2)	0.1059 (13)
O4	0.4625 (3)	0.3325 (3)	0.61795 (14)	0.0531 (6)
O5	0.2773 (2)	0.1728 (3)	0.63302 (14)	0.0551 (6)
O6	0.3018 (4)	0.1884 (4)	0.52020 (16)	0.0872 (10)
O7	0.5423 (3)	0.1639 (3)	0.83680 (16)	0.0608 (6)
O8	0.6399 (3)	0.3878 (3)	0.88454 (15)	0.0613 (7)
O9	0.6825 (4)	0.2350 (4)	0.95022 (16)	0.0784 (9)
O13	0.5397 (2)	0.0995 (2)	0.67245 (14)	0.0494 (5)
O12	0.7076 (2)	0.3565 (2)	0.74320 (13)	0.0448 (5)
O11	0.3783 (2)	0.4457 (3)	0.86504 (14)	0.0532 (6)
O10	0.2472 (2)	0.1936 (2)	0.77615 (13)	0.0458 (5)
O1W	0.6590 (7)	0.9150 (8)	0.8209 (5)	0.166 (2)
H1W	0.618 (9)	0.961 (8)	0.848 (5)	0.199*
H2W	0.592 (7)	0.835 (6)	0.796 (5)	0.199*
N1	0.4282 (4)	0.5828 (4)	0.7291 (2)	0.0632 (9)
N2	0.6239 (3)	0.2628 (4)	0.89266 (17)	0.0534 (7)
N3	0.3455 (3)	0.2296 (3)	0.58766 (17)	0.0518 (7)
N4	0.0092 (3)	−0.0305 (3)	0.72147 (15)	0.0419 (6)
H4N	0.089 (2)	0.021 (3)	0.716 (2)	0.053 (10)*
N5	0.9582 (3)	0.5539 (3)	0.77825 (15)	0.0426 (6)
H5N	0.8738 (19)	0.522 (4)	0.785 (2)	0.049 (10)*
C1	1.2972 (6)	1.0817 (5)	0.9801 (3)	0.0852 (14)
H1A	1.3988	1.0875	0.9909	0.128*
H1B	1.2656	1.0858	1.0260	0.128*
H1C	1.2844	1.1602	0.9580	0.128*
C2	1.2081 (4)	0.9442 (4)	0.9259 (2)	0.0589 (9)
C3	1.0750 (5)	0.8660 (4)	0.9336 (2)	0.0689 (11)
H3	1.0394	0.9000	0.9731	0.083*
C4	0.9922 (4)	0.7376 (4)	0.8843 (2)	0.0609 (9)
H4	0.9022	0.6868	0.8907	0.073*
C5	1.0441 (3)	0.6861 (3)	0.82598 (18)	0.0423 (7)
C6	1.1767 (4)	0.7639 (4)	0.8164 (2)	0.0530 (8)
H6	1.2115	0.7306	0.7764	0.064*
C7	1.2575 (4)	0.8911 (4)	0.8662 (2)	0.0595 (9)
H7	1.3472	0.9424	0.8596	0.071*
C8	0.9944 (3)	0.4752 (3)	0.72781 (18)	0.0428 (7)
H8	1.0870	0.5088	0.7196	0.051*
C9	0.9000 (3)	0.3405 (3)	0.68465 (17)	0.0394 (6)
C10	0.9492 (4)	0.2600 (4)	0.63224 (19)	0.0499 (8)
H10	1.0421	0.2970	0.6249	0.060*
C11	0.8622 (4)	0.1294 (4)	0.5928 (2)	0.0543 (8)
H11	0.8947	0.0779	0.5576	0.065*
C12	0.7228 (4)	0.0707 (4)	0.60436 (19)	0.0503 (8)
H12	0.6645	−0.0200	0.5774	0.060*
C13	0.6726 (3)	0.1457 (3)	0.65492 (18)	0.0405 (6)
C14	0.7587 (3)	0.2851 (3)	0.69617 (17)	0.0376 (6)
C15	0.4519 (5)	−0.0444 (4)	0.6395 (3)	0.0753 (13)
H15A	0.5093	−0.1068	0.6492	0.113*
H15B	0.4178	−0.0548	0.5859	0.113*
H15C	0.3696	−0.0685	0.6611	0.113*
C16	−0.2717 (5)	−0.5512 (5)	0.5012 (3)	0.0758 (12)
H16A	−0.3739	−0.5612	0.4849	0.114*
H16B	−0.2607	−0.6314	0.5220	0.114*
H16C	−0.2289	−0.5470	0.4589	0.114*
C17	−0.1960 (4)	−0.4162 (4)	0.5605 (2)	0.0541 (8)
C18	−0.0620 (5)	−0.3225 (5)	0.5597 (2)	0.0679 (11)
H18	−0.0161	−0.3462	0.5225	0.082*
C19	0.0048 (4)	−0.1956 (4)	0.6123 (2)	0.0603 (9)
H19	0.0935	−0.1340	0.6100	0.072*
C20	−0.0620 (3)	−0.1616 (3)	0.66825 (19)	0.0435 (7)
C21	−0.1941 (4)	−0.2532 (4)	0.6712 (2)	0.0512 (8)
H21	−0.2385	−0.2308	0.7093	0.061*
C22	−0.2594 (4)	−0.3782 (4)	0.6172 (2)	0.0538 (8)
H22	−0.3489	−0.4387	0.6191	0.065*
C23	−0.0423 (3)	0.0287 (4)	0.77273 (19)	0.0463 (7)
H23	−0.1351	−0.0197	0.7768	0.056*
C24	0.0339 (3)	0.1618 (3)	0.82257 (18)	0.0420 (7)
C25	−0.0379 (4)	0.2176 (4)	0.8729 (2)	0.0602 (10)
H25	−0.1313	0.1646	0.8741	0.072*
C26	0.0284 (4)	0.3479 (5)	0.9196 (2)	0.0659 (11)
H26	−0.0201	0.3837	0.9523	0.079*
C27	0.1683 (4)	0.4287 (4)	0.9188 (2)	0.0539 (8)
H27	0.2132	0.5178	0.9511	0.065*
C28	0.2395 (3)	0.3765 (3)	0.87062 (18)	0.0423 (7)
C29	0.1761 (3)	0.2417 (3)	0.82120 (17)	0.0380 (6)
C30	0.4524 (4)	0.5847 (4)	0.9127 (2)	0.0582 (9)
H30A	0.4664	0.5774	0.9647	0.087*
H30B	0.3945	0.6466	0.9029	0.087*
H30C	0.5459	0.6230	0.9024	0.087*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Tb1	0.03028 (8)	0.03759 (9)	0.04522 (10)	0.00399 (6)	0.01102 (6)	0.00445 (6)
O1	0.0642 (16)	0.0408 (13)	0.0778 (18)	0.0082 (12)	0.0363 (14)	0.0108 (12)
O2	0.0548 (15)	0.0690 (18)	0.083 (2)	0.0278 (14)	0.0254 (14)	0.0236 (15)
O3	0.158 (4)	0.065 (2)	0.137 (3)	0.062 (2)	0.076 (3)	0.049 (2)
O4	0.0545 (14)	0.0509 (14)	0.0519 (14)	0.0103 (11)	0.0178 (11)	0.0110 (11)
O5	0.0387 (12)	0.0581 (15)	0.0553 (14)	0.0039 (11)	0.0085 (11)	−0.0014 (12)
O6	0.122 (3)	0.086 (2)	0.0425 (16)	0.039 (2)	0.0001 (16)	−0.0043 (15)
O7	0.0572 (15)	0.0584 (16)	0.0616 (16)	0.0092 (12)	0.0108 (13)	0.0196 (13)
O8	0.0640 (16)	0.0652 (18)	0.0509 (15)	0.0266 (14)	0.0067 (12)	−0.0010 (13)
O9	0.080 (2)	0.114 (3)	0.0531 (16)	0.0470 (19)	0.0125 (14)	0.0279 (17)
O13	0.0399 (12)	0.0398 (12)	0.0596 (14)	0.0017 (9)	0.0129 (10)	0.0034 (10)
O12	0.0313 (10)	0.0461 (12)	0.0501 (13)	0.0073 (9)	0.0121 (9)	−0.0036 (10)
O11	0.0409 (12)	0.0490 (13)	0.0589 (14)	0.0019 (10)	0.0186 (11)	−0.0067 (11)
O10	0.0369 (11)	0.0433 (12)	0.0545 (13)	0.0059 (9)	0.0208 (10)	0.0022 (10)
O1W	0.137 (4)	0.158 (5)	0.190 (6)	0.024 (4)	0.058 (4)	0.015 (4)
N1	0.088 (3)	0.059 (2)	0.071 (2)	0.0422 (19)	0.048 (2)	0.0276 (17)
N2	0.0436 (15)	0.078 (2)	0.0450 (16)	0.0268 (15)	0.0160 (13)	0.0127 (16)
N3	0.0602 (18)	0.0531 (17)	0.0440 (16)	0.0290 (15)	0.0070 (14)	0.0032 (13)
N4	0.0323 (13)	0.0441 (14)	0.0471 (15)	0.0065 (11)	0.0117 (11)	0.0105 (12)
N5	0.0298 (12)	0.0455 (15)	0.0475 (15)	0.0073 (11)	0.0080 (11)	0.0059 (12)
C1	0.093 (3)	0.053 (2)	0.075 (3)	0.000 (2)	−0.009 (3)	−0.002 (2)
C2	0.063 (2)	0.0406 (18)	0.057 (2)	0.0062 (16)	−0.0054 (18)	0.0083 (16)
C3	0.079 (3)	0.055 (2)	0.064 (2)	0.011 (2)	0.023 (2)	−0.0046 (19)
C4	0.051 (2)	0.054 (2)	0.066 (2)	0.0017 (17)	0.0195 (18)	−0.0007 (18)
C5	0.0378 (15)	0.0390 (16)	0.0443 (17)	0.0091 (13)	0.0036 (13)	0.0061 (13)
C6	0.0421 (17)	0.050 (2)	0.062 (2)	0.0072 (15)	0.0143 (15)	0.0094 (17)
C7	0.0443 (19)	0.047 (2)	0.074 (3)	0.0004 (15)	0.0044 (17)	0.0145 (18)
C8	0.0307 (14)	0.0494 (18)	0.0479 (18)	0.0122 (13)	0.0091 (13)	0.0107 (14)
C9	0.0332 (14)	0.0457 (17)	0.0407 (16)	0.0152 (12)	0.0094 (12)	0.0074 (13)
C10	0.0444 (17)	0.061 (2)	0.0488 (19)	0.0210 (16)	0.0179 (15)	0.0078 (16)
C11	0.061 (2)	0.057 (2)	0.054 (2)	0.0286 (18)	0.0249 (17)	0.0040 (17)
C12	0.056 (2)	0.0410 (17)	0.0489 (19)	0.0157 (15)	0.0076 (15)	0.0014 (14)
C13	0.0371 (15)	0.0397 (16)	0.0432 (16)	0.0122 (12)	0.0078 (12)	0.0070 (13)
C14	0.0346 (14)	0.0399 (15)	0.0389 (15)	0.0142 (12)	0.0078 (12)	0.0070 (12)
C15	0.064 (3)	0.0376 (19)	0.112 (4)	−0.0007 (18)	0.022 (2)	0.013 (2)
C16	0.080 (3)	0.063 (3)	0.066 (3)	0.013 (2)	0.006 (2)	−0.007 (2)
C17	0.054 (2)	0.0493 (19)	0.054 (2)	0.0159 (16)	0.0038 (16)	0.0089 (16)
C18	0.059 (2)	0.079 (3)	0.063 (2)	0.021 (2)	0.0228 (19)	0.000 (2)
C19	0.0432 (18)	0.066 (2)	0.064 (2)	0.0067 (17)	0.0201 (17)	0.0034 (19)
C20	0.0371 (15)	0.0436 (17)	0.0485 (18)	0.0094 (13)	0.0097 (13)	0.0135 (14)
C21	0.0451 (18)	0.0494 (19)	0.055 (2)	0.0054 (15)	0.0178 (15)	0.0108 (16)
C22	0.0476 (18)	0.0473 (19)	0.058 (2)	0.0015 (15)	0.0110 (16)	0.0134 (16)
C23	0.0344 (15)	0.0517 (19)	0.0545 (19)	0.0095 (13)	0.0156 (14)	0.0179 (15)
C24	0.0366 (15)	0.0458 (17)	0.0472 (17)	0.0126 (13)	0.0159 (13)	0.0141 (14)
C25	0.0470 (19)	0.065 (2)	0.072 (2)	0.0131 (17)	0.0333 (18)	0.0069 (19)
C26	0.064 (2)	0.070 (3)	0.072 (3)	0.024 (2)	0.040 (2)	0.003 (2)
C27	0.056 (2)	0.054 (2)	0.054 (2)	0.0194 (17)	0.0216 (17)	0.0031 (16)
C28	0.0387 (15)	0.0471 (17)	0.0419 (17)	0.0125 (13)	0.0122 (13)	0.0104 (14)
C29	0.0356 (14)	0.0426 (16)	0.0397 (15)	0.0137 (12)	0.0130 (12)	0.0134 (13)
C30	0.057 (2)	0.0451 (19)	0.059 (2)	0.0053 (16)	0.0103 (17)	−0.0055 (16)

Geometric parameters (Å, º)

Tb1—O1	2.444 (3)	C6—H6	0.9300
Tb1—O2	2.535 (3)	C7—H7	0.9300
Tb1—O4	2.483 (2)	C8—C9	1.417 (5)
Tb1—O5	2.481 (3)	C8—H8	0.9300
Tb1—O7	2.471 (3)	C9—C10	1.411 (4)
Tb1—O8	2.586 (3)	C9—C14	1.415 (4)
Tb1—O10	2.322 (2)	C10—C11	1.349 (5)
Tb1—O11	2.744 (2)	C10—H10	0.9300
Tb1—O12	2.328 (2)	C11—C12	1.404 (5)
Tb1—O13	2.731 (2)	C11—H11	0.9300
O1—N1	1.289 (4)	C12—C13	1.363 (5)
O2—N1	1.234 (5)	C12—H12	0.9300
O3—N1	1.219 (4)	C13—C14	1.420 (4)
O4—N3	1.271 (4)	C15—H15A	0.9600
O5—N3	1.276 (4)	C15—H15B	0.9600
O6—N3	1.203 (4)	C15—H15C	0.9600
O7—N2	1.272 (4)	C16—C17	1.503 (5)
O8—N2	1.248 (4)	C16—H16A	0.9600
O9—N2	1.212 (4)	C16—H16B	0.9600
O13—C13	1.379 (4)	C16—H16C	0.9600
O13—C15	1.425 (4)	C17—C22	1.379 (5)
O12—C14	1.305 (4)	C17—C18	1.393 (6)
O11—C28	1.380 (4)	C18—C19	1.381 (6)
O11—C30	1.435 (4)	C18—H18	0.9300
O10—C29	1.307 (4)	C19—C20	1.380 (5)
O1W—H1W	0.861 (10)	C19—H19	0.9300
O1W—H2W	0.874 (11)	C20—C21	1.383 (4)
N4—C23	1.301 (4)	C21—C22	1.379 (5)
N4—C20	1.419 (4)	C21—H21	0.9300
N4—H4N	0.846 (10)	C22—H22	0.9300
N5—C8	1.298 (4)	C23—C24	1.411 (5)
N5—C5	1.407 (4)	C23—H23	0.9300
N5—H5N	0.842 (10)	C24—C29	1.412 (4)
C1—C2	1.497 (5)	C24—C25	1.414 (5)
C1—H1A	0.9600	C25—C26	1.356 (6)
C1—H1B	0.9600	C25—H25	0.9300
C1—H1C	0.9600	C26—C27	1.393 (5)
C2—C3	1.372 (6)	C26—H26	0.9300
C2—C7	1.383 (6)	C27—C28	1.366 (5)
C3—C4	1.386 (5)	C27—H27	0.9300
C3—H3	0.9300	C28—C29	1.408 (4)
C4—C5	1.373 (5)	C30—H30A	0.9600
C4—H4	0.9300	C30—H30B	0.9600
C5—C6	1.380 (4)	C30—H30C	0.9600
C6—C7	1.379 (5)
O10—Tb1—O12	157.27 (9)	C3—C4—H4	120.2
O10—Tb1—O1	123.77 (9)	C4—C5—C6	119.6 (3)
O12—Tb1—O1	76.16 (9)	C4—C5—N5	117.7 (3)
O10—Tb1—O7	77.42 (9)	C6—C5—N5	122.7 (3)
O12—Tb1—O7	80.88 (9)	C7—C6—C5	119.9 (4)
O1—Tb1—O7	130.57 (10)	C7—C6—H6	120.1
O10—Tb1—O5	68.44 (9)	C5—C6—H6	120.1
O12—Tb1—O5	115.53 (8)	C6—C7—C2	121.4 (3)
O1—Tb1—O5	115.29 (10)	C6—C7—H7	119.3
O7—Tb1—O5	114.07 (9)	C2—C7—H7	119.3
O10—Tb1—O4	118.10 (9)	N5—C8—C9	123.3 (3)
O12—Tb1—O4	74.48 (9)	N5—C8—H8	118.3
O1—Tb1—O4	76.57 (9)	C9—C8—H8	118.3
O7—Tb1—O4	137.05 (9)	C10—C9—C14	120.3 (3)
O5—Tb1—O4	51.58 (8)	C10—C9—C8	119.7 (3)
O10—Tb1—O2	81.69 (9)	C14—C9—C8	120.0 (3)
O12—Tb1—O2	121.05 (9)	C11—C10—C9	120.2 (3)
O1—Tb1—O2	51.30 (10)	C11—C10—H10	119.9
O7—Tb1—O2	152.27 (10)	C9—C10—H10	119.9
O5—Tb1—O2	73.84 (10)	C10—C11—C12	120.6 (3)
O4—Tb1—O2	69.52 (9)	C10—C11—H11	119.7
O10—Tb1—O8	100.66 (9)	C12—C11—H11	119.7
O12—Tb1—O8	69.71 (9)	C13—C12—C11	120.4 (3)
O1—Tb1—O8	80.81 (11)	C13—C12—H12	119.8
O7—Tb1—O8	50.10 (9)	C11—C12—H12	119.8
O5—Tb1—O8	163.60 (10)	C12—C13—O13	126.1 (3)
O4—Tb1—O8	141.20 (9)	C12—C13—C14	120.9 (3)
O2—Tb1—O8	117.86 (10)	O13—C13—C14	112.9 (3)
O10—Tb1—O13	104.10 (8)	O12—C14—C9	122.5 (3)
O12—Tb1—O13	61.63 (8)	O12—C14—C13	120.1 (3)
O1—Tb1—O13	129.63 (8)	C9—C14—C13	117.5 (3)
O7—Tb1—O13	70.36 (9)	O13—C15—H15A	109.5
O5—Tb1—O13	66.13 (8)	O13—C15—H15B	109.5
O4—Tb1—O13	67.06 (8)	H15A—C15—H15B	109.5
O2—Tb1—O13	133.24 (9)	O13—C15—H15C	109.5
O8—Tb1—O13	106.72 (8)	H15A—C15—H15C	109.5
O10—Tb1—O11	61.57 (8)	H15B—C15—H15C	109.5
O12—Tb1—O11	124.59 (8)	C17—C16—H16A	109.5
O1—Tb1—O11	71.00 (8)	C17—C16—H16B	109.5
O7—Tb1—O11	87.97 (9)	H16A—C16—H16B	109.5
O5—Tb1—O11	118.52 (8)	C17—C16—H16C	109.5
O4—Tb1—O11	134.98 (8)	H16A—C16—H16C	109.5
O2—Tb1—O11	65.94 (9)	H16B—C16—H16C	109.5
O8—Tb1—O11	62.03 (8)	C22—C17—C18	117.2 (3)
O13—Tb1—O11	156.76 (8)	C22—C17—C16	120.8 (4)
N1—O1—Tb1	97.0 (2)	C18—C17—C16	122.0 (4)
N1—O2—Tb1	94.2 (2)	C19—C18—C17	122.1 (4)
N3—O4—Tb1	96.03 (19)	C19—C18—H18	118.9
N3—O5—Tb1	95.99 (18)	C17—C18—H18	118.9
N2—O7—Tb1	99.1 (2)	C20—C19—C18	119.0 (3)
N2—O8—Tb1	94.2 (2)	C20—C19—H19	120.5
C13—O13—C15	116.9 (3)	C18—C19—H19	120.5
C13—O13—Tb1	113.88 (18)	C19—C20—C21	120.3 (3)
C15—O13—Tb1	128.6 (2)	C19—C20—N4	117.7 (3)
C14—O12—Tb1	127.78 (19)	C21—C20—N4	122.0 (3)
C28—O11—C30	117.3 (3)	C22—C21—C20	119.4 (3)
C28—O11—Tb1	114.76 (19)	C22—C21—H21	120.3
C30—O11—Tb1	127.5 (2)	C20—C21—H21	120.3
C29—O10—Tb1	129.08 (19)	C17—C22—C21	122.0 (3)
H1W—O1W—H2W	107.0 (17)	C17—C22—H22	119.0
O3—N1—O2	121.9 (4)	C21—C22—H22	119.0
O3—N1—O1	120.6 (4)	N4—C23—C24	124.1 (3)
O2—N1—O1	117.5 (3)	N4—C23—H23	117.9
O9—N2—O8	122.6 (4)	C24—C23—H23	117.9
O9—N2—O7	120.8 (4)	C23—C24—C29	121.8 (3)
O8—N2—O7	116.6 (3)	C23—C24—C25	118.3 (3)
O6—N3—O4	121.9 (4)	C29—C24—C25	119.8 (3)
O6—N3—O5	122.1 (3)	C26—C25—C24	120.5 (3)
O4—N3—O5	116.0 (3)	C26—C25—H25	119.8
C23—N4—C20	127.3 (3)	C24—C25—H25	119.8
C23—N4—H4N	115 (3)	C25—C26—C27	120.6 (3)
C20—N4—H4N	117 (3)	C25—C26—H26	119.7
C8—N5—C5	128.2 (3)	C27—C26—H26	119.7
C8—N5—H5N	117 (3)	C28—C27—C26	119.8 (4)
C5—N5—H5N	115 (3)	C28—C27—H27	120.1
C2—C1—H1A	109.5	C26—C27—H27	120.1
C2—C1—H1B	109.5	C27—C28—O11	125.1 (3)
H1A—C1—H1B	109.5	C27—C28—C29	122.0 (3)
C2—C1—H1C	109.5	O11—C28—C29	112.9 (3)
H1A—C1—H1C	109.5	O10—C29—C28	120.8 (3)
H1B—C1—H1C	109.5	O10—C29—C24	121.8 (3)
C3—C2—C7	117.6 (3)	C28—C29—C24	117.4 (3)
C3—C2—C1	121.3 (4)	O11—C30—H30A	109.5
C7—C2—C1	121.0 (4)	O11—C30—H30B	109.5
C2—C3—C4	121.9 (4)	H30A—C30—H30B	109.5
C2—C3—H3	119.1	O11—C30—H30C	109.5
C4—C3—H3	119.1	H30A—C30—H30C	109.5
C5—C4—C3	119.5 (4)	H30B—C30—H30C	109.5
C5—C4—H4	120.2
O10—Tb1—O1—N1	−41.6 (2)	O4—Tb1—O11—C30	−77.2 (3)
O12—Tb1—O1—N1	150.4 (2)	O2—Tb1—O11—C30	−86.2 (3)
O7—Tb1—O1—N1	−144.76 (19)	O8—Tb1—O11—C30	58.6 (3)
O5—Tb1—O1—N1	38.4 (2)	O13—Tb1—O11—C30	124.3 (3)
O4—Tb1—O1—N1	73.4 (2)	O12—Tb1—O10—C29	121.0 (3)
O2—Tb1—O1—N1	−0.95 (18)	O1—Tb1—O10—C29	−27.4 (3)
O8—Tb1—O1—N1	−138.4 (2)	O7—Tb1—O10—C29	103.4 (3)
O13—Tb1—O1—N1	117.50 (19)	O5—Tb1—O10—C29	−134.1 (3)
O11—Tb1—O1—N1	−74.9 (2)	O4—Tb1—O10—C29	−119.7 (2)
O10—Tb1—O2—N1	147.8 (2)	O2—Tb1—O10—C29	−58.3 (3)
O12—Tb1—O2—N1	−31.9 (2)	O8—Tb1—O10—C29	58.6 (3)
O1—Tb1—O2—N1	0.98 (19)	O13—Tb1—O10—C29	169.1 (2)
O7—Tb1—O2—N1	106.5 (3)	O11—Tb1—O10—C29	8.8 (2)
O5—Tb1—O2—N1	−142.3 (2)	Tb1—O2—N1—O3	179.2 (3)
O4—Tb1—O2—N1	−88.0 (2)	Tb1—O2—N1—O1	−1.6 (3)
O8—Tb1—O2—N1	50.1 (2)	Tb1—O1—N1—O3	−179.1 (3)
O13—Tb1—O2—N1	−110.6 (2)	Tb1—O1—N1—O2	1.7 (3)
O11—Tb1—O2—N1	85.3 (2)	Tb1—O8—N2—O9	−178.1 (3)
O10—Tb1—O4—N3	−20.7 (2)	Tb1—O8—N2—O7	2.2 (3)
O12—Tb1—O4—N3	138.8 (2)	Tb1—O7—N2—O9	177.9 (3)
O1—Tb1—O4—N3	−142.1 (2)	Tb1—O7—N2—O8	−2.3 (3)
O7—Tb1—O4—N3	81.5 (2)	Tb1—O4—N3—O6	−174.1 (3)
O5—Tb1—O4—N3	−3.46 (17)	Tb1—O4—N3—O5	5.9 (3)
O2—Tb1—O4—N3	−88.71 (19)	Tb1—O5—N3—O6	174.1 (3)
O8—Tb1—O4—N3	161.93 (17)	Tb1—O5—N3—O4	−5.9 (3)
O13—Tb1—O4—N3	73.53 (18)	C7—C2—C3—C4	0.5 (6)
O11—Tb1—O4—N3	−97.43 (19)	C1—C2—C3—C4	−179.3 (4)
O10—Tb1—O5—N3	167.1 (2)	C2—C3—C4—C5	0.2 (7)
O12—Tb1—O5—N3	−37.3 (2)	C3—C4—C5—C6	−1.2 (6)
O1—Tb1—O5—N3	48.8 (2)	C3—C4—C5—N5	178.6 (4)
O7—Tb1—O5—N3	−128.53 (19)	C8—N5—C5—C4	−168.4 (4)
O4—Tb1—O5—N3	3.45 (17)	C8—N5—C5—C6	11.3 (5)
O2—Tb1—O5—N3	79.85 (19)	C4—C5—C6—C7	1.4 (5)
O8—Tb1—O5—N3	−142.5 (3)	N5—C5—C6—C7	−178.4 (3)
O13—Tb1—O5—N3	−75.41 (18)	C5—C6—C7—C2	−0.6 (6)
O11—Tb1—O5—N3	130.01 (18)	C3—C2—C7—C6	−0.3 (6)
O10—Tb1—O7—N2	−114.4 (2)	C1—C2—C7—C6	179.5 (4)
O12—Tb1—O7—N2	72.44 (19)	C5—N5—C8—C9	177.6 (3)
O1—Tb1—O7—N2	9.6 (2)	N5—C8—C9—C10	−178.4 (3)
O5—Tb1—O7—N2	−173.58 (17)	N5—C8—C9—C14	−0.7 (5)
O4—Tb1—O7—N2	127.68 (19)	C14—C9—C10—C11	−0.1 (5)
O2—Tb1—O7—N2	−72.4 (3)	C8—C9—C10—C11	177.6 (3)
O8—Tb1—O7—N2	1.32 (17)	C9—C10—C11—C12	−1.4 (6)
O13—Tb1—O7—N2	135.5 (2)	C10—C11—C12—C13	1.0 (5)
O11—Tb1—O7—N2	−53.08 (19)	C11—C12—C13—O13	−178.8 (3)
O10—Tb1—O8—N2	62.2 (2)	C11—C12—C13—C14	0.8 (5)
O12—Tb1—O8—N2	−96.4 (2)	C15—O13—C13—C12	5.7 (5)
O1—Tb1—O8—N2	−175.0 (2)	Tb1—O13—C13—C12	−166.0 (3)
O7—Tb1—O8—N2	−1.33 (17)	C15—O13—C13—C14	−174.0 (3)
O5—Tb1—O8—N2	15.4 (4)	Tb1—O13—C13—C14	14.4 (3)
O4—Tb1—O8—N2	−120.2 (2)	Tb1—O12—C14—C9	164.3 (2)
O2—Tb1—O8—N2	148.32 (18)	Tb1—O12—C14—C13	−16.4 (4)
O13—Tb1—O8—N2	−46.2 (2)	C10—C9—C14—O12	−179.0 (3)
O11—Tb1—O8—N2	111.7 (2)	C8—C9—C14—O12	3.3 (5)
O10—Tb1—O13—C13	−176.50 (19)	C10—C9—C14—C13	1.8 (4)
O12—Tb1—O13—C13	−15.57 (19)	C8—C9—C14—C13	−175.9 (3)
O1—Tb1—O13—C13	21.3 (2)	C12—C13—C14—O12	178.6 (3)
O7—Tb1—O13—C13	−105.6 (2)	O13—C13—C14—O12	−1.8 (4)
O5—Tb1—O13—C13	125.2 (2)	C12—C13—C14—C9	−2.1 (4)
O4—Tb1—O13—C13	68.6 (2)	O13—C13—C14—C9	177.5 (3)
O2—Tb1—O13—C13	91.7 (2)	C22—C17—C18—C19	−0.9 (6)
O8—Tb1—O13—C13	−70.6 (2)	C16—C17—C18—C19	177.2 (4)
O11—Tb1—O13—C13	−127.8 (2)	C17—C18—C19—C20	1.1 (7)
O10—Tb1—O13—C15	13.0 (3)	C18—C19—C20—C21	−0.3 (6)
O12—Tb1—O13—C15	174.0 (3)	C18—C19—C20—N4	180.0 (4)
O1—Tb1—O13—C15	−149.2 (3)	C23—N4—C20—C19	171.6 (3)
O7—Tb1—O13—C15	83.9 (3)	C23—N4—C20—C21	−8.2 (5)
O5—Tb1—O13—C15	−45.3 (3)	C19—C20—C21—C22	−0.7 (5)
O4—Tb1—O13—C15	−101.9 (3)	N4—C20—C21—C22	179.0 (3)
O2—Tb1—O13—C15	−78.8 (3)	C18—C17—C22—C21	−0.1 (6)
O8—Tb1—O13—C15	119.0 (3)	C16—C17—C22—C21	−178.3 (4)
O11—Tb1—O13—C15	61.8 (4)	C20—C21—C22—C17	0.9 (6)
O10—Tb1—O12—C14	71.9 (3)	C20—N4—C23—C24	−178.2 (3)
O1—Tb1—O12—C14	−134.7 (3)	N4—C23—C24—C29	−0.9 (5)
O7—Tb1—O12—C14	89.4 (3)	N4—C23—C24—C25	176.6 (3)
O5—Tb1—O12—C14	−23.0 (3)	C23—C24—C25—C26	−177.1 (4)
O4—Tb1—O12—C14	−55.1 (2)	C29—C24—C25—C26	0.5 (6)
O2—Tb1—O12—C14	−108.9 (3)	C24—C25—C26—C27	−0.3 (7)
O8—Tb1—O12—C14	140.1 (3)	C25—C26—C27—C28	0.2 (6)
O13—Tb1—O12—C14	16.8 (2)	C26—C27—C28—O11	−179.6 (4)
O11—Tb1—O12—C14	170.5 (2)	C26—C27—C28—C29	−0.4 (5)
O10—Tb1—O11—C28	−7.6 (2)	C30—O11—C28—C27	−1.2 (5)
O12—Tb1—O11—C28	−161.8 (2)	Tb1—O11—C28—C27	−174.2 (3)
O1—Tb1—O11—C28	141.2 (2)	C30—O11—C28—C29	179.5 (3)
O7—Tb1—O11—C28	−84.4 (2)	Tb1—O11—C28—C29	6.6 (3)
O5—Tb1—O11—C28	32.1 (2)	Tb1—O10—C29—C28	−9.1 (4)
O4—Tb1—O11—C28	94.9 (2)	Tb1—O10—C29—C24	171.0 (2)
O2—Tb1—O11—C28	85.9 (2)	C27—C28—C29—O10	−179.3 (3)
O8—Tb1—O11—C28	−129.3 (2)	O11—C28—C29—O10	0.0 (4)
O13—Tb1—O11—C28	−63.6 (3)	C27—C28—C29—C24	0.6 (5)
O10—Tb1—O11—C30	−179.7 (3)	O11—C28—C29—C24	179.9 (3)
O12—Tb1—O11—C30	26.1 (3)	C23—C24—C29—O10	−3.3 (5)
O1—Tb1—O11—C30	−30.9 (3)	C25—C24—C29—O10	179.2 (3)
O7—Tb1—O11—C30	103.5 (3)	C23—C24—C29—C28	176.8 (3)
O5—Tb1—O11—C30	−140.0 (3)	C25—C24—C29—C28	−0.7 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H2w···O3	0.87 (1)	1.98 (4)	2.817 (8)	161 (10)
O1W—H1w···O7^i	0.86 (1)	2.36 (8)	3.007 (9)	132 (9)
N4—H4n···O10	0.85 (1)	1.97 (3)	2.647 (4)	136 (3)
N5—H5n···O12	0.84 (1)	1.90 (3)	2.584 (3)	137 (3)

Symmetry code: (i) x, y+1, z.