Tetrakis(μ-N-acetyl-N-phenyl­glycinato)­bis­[(N-acetyl-N-phenyl­glycinato)(1,10-phenanthroline-κ2N,N′)­lanthanum(III)] dihydrate

Fu, A.-Y.; Wang, D.-Q.; Shen, Q.-J.

doi:10.1107/S1600536804020793

Buy article online - an online subscription or single-article purchase is required to access this article.

Tetrakis(μ-N-acetyl-N-phenylglycinato)bis[(N-acetyl-N-phenylglycinato)(1,10-phenanthroline-κ²N,N′)lanthanum(III)] dihydrate

A.-Y. Fu, D.-Q. Wang and Q.-J. Shen

In the title complex, [La₂(C₁₀H₁₀NO₃)₆(C₁₂H₈N₂)₂]·2H₂O, the La^III atoms are bridged by two terdentate and two bidentate carboxylate groups with an inversion centre between the two La^III ions. Each La atom is nine-coordinated by two N atoms of 1,10-phenanthroline and seven O atoms belonging to N-acetyl-N-phenylglycine molecules, and exhibits distorted tricapped trigonal prismatic geometry. The crystal structure is stabilized by intermolecular O—H

O hydrogen bonds.

Read article Similar articles

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804020793/hb6078sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536804020793/hb6078Isup2.hkl Contains datablock I

CCDC reference: 251625

checkCIF report

Key indicators

Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.006 Å
R factor = 0.025
wR factor = 0.070
Data-to-parameter ratio = 13.4

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT220_ALERT_2_B Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.56 Ratio
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  La1    -   O1      ..      10.11 su

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       3.28 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  La1    -   O2      ..       5.31 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  La1    -   O7      ..       8.16 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  La1    -   O8      ..       6.85 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  La1    -   N4      ..       5.78 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  La1    -   O1_a    ..       5.59 su
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors  for         O8
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors  for        C22
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors  for        C29
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors  for        C25
PLAT380_ALERT_4_C Incorrectly Oriented X(sp2)-Methyl Moiety ......        C14
PLAT380_ALERT_4_C Incorrectly Oriented X(sp2)-Methyl Moiety ......        C24
PLAT731_ALERT_1_C Bond    Calc     0.92(4), Rep   0.912(10) ......       4.00 su-Rat
              O10  -H1      1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.91(3), Rep   0.910(10) ......       3.00 su-Rat
              O10  -H2      1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.92(4), Rep   0.912(10) ......       4.00 su-Rat
              O10  -H1      1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.91(3), Rep   0.910(10) ......       3.00 su-Rat
              O10  -H2      1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     1.95(4), Rep   1.960(14) ......       2.86 su-Rat
              H1   -O3      1.555   1.454
PLAT736_ALERT_1_C H...A   Calc     1.93(3), Rep   1.927(12) ......       2.50 su-Rat
              H2   -O9      1.555   1.455

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

   7 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  12 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Tetrakis(µ-N-acetyl-N-phenylglycinato)bis[(N-acetyl-N-phenylglycinato)(1,10- phenanthroline-κ²N,N')lanthanum(III)] dihydrate top

Crystal data top

[La₂(C₁₀H₁₀NO₃)₆(C₁₂H₈N₂)₂]·2H2O	Z = 1
M_r = 1827.40	F(000) = 928
Triclinic, P1	D_x = 1.496 Mg m⁻³
Hall symbol: -P 1	Melting point: 531.5 K
a = 11.777 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 13.574 (3) Å	Cell parameters from 7895 reflections
c = 14.114 (3) Å	θ = 2.3–28.3°
α = 65.372 (2)°	µ = 1.12 mm⁻¹
β = 86.194 (3)°	T = 298 K
γ = 81.600 (3)°	Block, yellow
V = 2029.0 (8) Å³	0.45 × 0.32 × 0.18 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	7083 independent reflections
Radiation source: fine-focus sealed tube	6303 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.014
φ and ω scans	θ_max = 25.0°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 1999)	h = −11→14
T_min = 0.633, T_max = 0.824	k = −15→16
10710 measured reflections	l = −13→16

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)] = 0.025	Hydrogen site location: difmap and geom
wR(F²) = 0.070	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ²(F_o²) + (0.0402P)² + 1.0763P] where P = (F_o² + 2F_c²)/3
7083 reflections	(Δ/σ)_max = 0.004
529 parameters	Δρ_max = 1.15 e Å⁻³
3 restraints	Δρ_min = −0.57 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	U_iso*/U_eq
La1	1.034103 (13)	0.154924 (11)	0.926361 (11)	0.02832 (6)
N1	0.9110 (2)	0.0678 (2)	1.32144 (18)	0.0414 (6)
N2	0.5950 (2)	0.2062 (2)	0.90618 (19)	0.0410 (6)
N3	1.1874 (3)	0.3758 (3)	0.5559 (2)	0.0577 (8)
N4	0.9836 (2)	0.36825 (19)	0.87479 (19)	0.0420 (6)
N5	1.1822 (2)	0.25640 (19)	0.97731 (19)	0.0389 (5)
O1	1.01965 (17)	−0.00338 (15)	1.10715 (14)	0.0370 (4)
O2	0.98733 (19)	0.15731 (16)	1.11354 (15)	0.0436 (5)
O3	1.0967 (2)	0.0654 (2)	1.3499 (2)	0.0694 (7)
O4	0.82923 (17)	0.14975 (16)	0.95840 (16)	0.0415 (5)
O5	0.79049 (17)	−0.02212 (16)	1.04858 (16)	0.0472 (5)
O6	0.6118 (2)	0.3425 (2)	0.9547 (2)	0.0686 (7)
O7	0.96223 (19)	0.25042 (17)	0.73715 (16)	0.0477 (5)
O8	1.14818 (19)	0.23557 (18)	0.76139 (16)	0.0520 (6)
O9	1.2194 (4)	0.2255 (3)	0.5242 (3)	0.1212 (14)
O10	0.2744 (3)	0.1919 (4)	0.3403 (3)	0.1045 (11)
C1	0.9867 (2)	0.0573 (2)	1.1558 (2)	0.0322 (6)
C2	0.9452 (3)	−0.0020 (2)	1.2664 (2)	0.0423 (7)
H2A	0.8804	−0.0380	1.2649	0.051*
H2B	1.0060	−0.0584	1.3053	0.051*
C3	0.9959 (3)	0.0987 (3)	1.3593 (2)	0.0480 (8)
C4	0.9620 (3)	0.1747 (3)	1.4128 (3)	0.0620 (10)
H4A	0.8800	0.1914	1.4129	0.093*
H4B	0.9955	0.2411	1.3761	0.093*
H4C	0.9892	0.1401	1.4833	0.093*
C5	0.7911 (3)	0.1046 (3)	1.3255 (2)	0.0437 (7)
C6	0.7309 (3)	0.0640 (3)	1.4176 (3)	0.0624 (10)
H6	0.7679	0.0140	1.4784	0.075*
C7	0.6134 (4)	0.0990 (4)	1.4185 (4)	0.0824 (14)
H7	0.5719	0.0719	1.4803	0.099*
C8	0.5587 (4)	0.1732 (4)	1.3288 (4)	0.0833 (14)
H8	0.4807	0.1968	1.3301	0.100*
C9	0.6195 (3)	0.2124 (4)	1.2372 (4)	0.0707 (11)
H9	0.5824	0.2623	1.1765	0.085*
C10	0.7349 (3)	0.1781 (3)	1.2350 (3)	0.0523 (8)
H10	0.7755	0.2043	1.1725	0.063*
C11	0.7624 (2)	0.0798 (2)	1.0037 (2)	0.0348 (6)
C12	0.6358 (2)	0.1222 (2)	1.0064 (2)	0.0393 (7)
H12A	0.5912	0.0618	1.0270	0.047*
H12B	0.6238	0.1520	1.0585	0.047*
C13	0.5904 (3)	0.3134 (3)	0.8872 (3)	0.0522 (8)
C14	0.5586 (4)	0.3945 (3)	0.7777 (4)	0.0859 (14)
H14A	0.5451	0.3560	0.7367	0.129*
H14B	0.6202	0.4373	0.7471	0.129*
H14C	0.4903	0.4419	0.7796	0.129*
C15	0.5711 (3)	0.1653 (2)	0.8319 (2)	0.0445 (7)
C16	0.6613 (4)	0.1231 (3)	0.7855 (3)	0.0613 (9)
H16	0.7367	0.1283	0.7967	0.074*
C17	0.6378 (5)	0.0731 (4)	0.7225 (3)	0.0867 (15)
H17	0.6974	0.0439	0.6913	0.104*
C18	0.5243 (6)	0.0669 (4)	0.7062 (4)	0.0998 (19)
H18	0.5083	0.0327	0.6645	0.120*
C19	0.4366 (5)	0.1102 (5)	0.7506 (3)	0.0944 (17)
H19	0.3610	0.1067	0.7381	0.113*
C20	0.4593 (3)	0.1591 (4)	0.8140 (3)	0.0671 (11)
H20	0.3992	0.1881	0.8448	0.080*
C21	1.0608 (3)	0.2724 (2)	0.7045 (2)	0.0419 (7)
C22	1.0710 (3)	0.3521 (3)	0.5908 (3)	0.0667 (11)
H22A	1.0411	0.3225	0.5472	0.080*
H22B	1.0231	0.4203	0.5804	0.080*
C23	1.2563 (5)	0.3055 (4)	0.5254 (3)	0.0783 (13)
C24	1.3761 (4)	0.3287 (4)	0.4932 (4)	0.0925 (15)
H24A	1.3883	0.3941	0.4997	0.139*
H24B	1.3882	0.3385	0.4221	0.139*
H24C	1.4291	0.2685	0.5372	0.139*
C25	1.2247 (3)	0.4685 (3)	0.5619 (3)	0.0522 (8)
C26	1.2510 (4)	0.4655 (4)	0.6567 (3)	0.0710 (11)
H26	1.2455	0.4027	0.7174	0.085*
C27	1.2857 (4)	0.5567 (5)	0.6614 (5)	0.0903 (14)
H27	1.3034	0.5552	0.7252	0.108*
C28	1.2939 (5)	0.6488 (5)	0.5718 (6)	0.108 (2)
H28	1.3204	0.7086	0.5748	0.130*
C29	1.2638 (5)	0.6539 (4)	0.4788 (6)	0.115 (2)
H29	1.2666	0.7181	0.4189	0.138*
C30	1.2283 (4)	0.5627 (3)	0.4725 (3)	0.0799 (13)
H30	1.2075	0.5657	0.4088	0.096*
C31	0.8868 (3)	0.4238 (3)	0.8250 (3)	0.0551 (9)
H31	0.8360	0.3851	0.8111	0.066*
C32	0.8568 (4)	0.5357 (3)	0.7924 (3)	0.0675 (11)
H32	0.7885	0.5708	0.7572	0.081*
C33	0.9306 (4)	0.5927 (3)	0.8134 (3)	0.0663 (11)
H33	0.9130	0.6678	0.7921	0.080*
C34	1.0322 (3)	0.5387 (3)	0.8667 (3)	0.0531 (9)
C35	1.0572 (3)	0.4250 (2)	0.8951 (2)	0.0404 (7)
C36	1.1610 (3)	0.3661 (2)	0.9500 (2)	0.0417 (7)
C37	1.2360 (3)	0.4229 (3)	0.9760 (3)	0.0537 (9)
C38	1.3328 (3)	0.3615 (4)	1.0346 (3)	0.0699 (11)
H38	1.3843	0.3959	1.0536	0.084*
C39	1.3520 (3)	0.2518 (4)	1.0638 (3)	0.0673 (11)
H39	1.4157	0.2104	1.1037	0.081*
C40	1.2750 (3)	0.2020 (3)	1.0334 (3)	0.0517 (8)
H40	1.2893	0.1268	1.0533	0.062*
C41	1.1107 (4)	0.5933 (3)	0.8943 (3)	0.0697 (11)
H41	1.0940	0.6680	0.8765	0.084*
C42	1.2082 (4)	0.5386 (3)	0.9454 (3)	0.0698 (12)
H42	1.2585	0.5762	0.9614	0.084*
H1	0.221 (3)	0.152 (3)	0.334 (3)	0.084*
H2	0.259 (3)	0.202 (3)	0.400 (2)	0.084*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
La1	0.03187 (10)	0.02192 (9)	0.03154 (9)	−0.00614 (6)	0.00236 (6)	−0.01091 (6)
N1	0.0497 (15)	0.0444 (14)	0.0374 (13)	−0.0081 (12)	0.0048 (11)	−0.0241 (11)
N2	0.0372 (13)	0.0385 (14)	0.0452 (14)	0.0013 (11)	−0.0038 (11)	−0.0167 (11)
N3	0.073 (2)	0.0631 (19)	0.0375 (14)	−0.0294 (16)	0.0094 (14)	−0.0157 (14)
N4	0.0485 (15)	0.0311 (13)	0.0464 (14)	−0.0041 (11)	0.0012 (12)	−0.0168 (11)
N5	0.0393 (14)	0.0370 (13)	0.0457 (14)	−0.0090 (11)	0.0008 (11)	−0.0211 (11)
O1	0.0477 (12)	0.0326 (10)	0.0355 (10)	−0.0034 (9)	0.0013 (9)	−0.0198 (8)
O2	0.0599 (13)	0.0316 (11)	0.0438 (11)	−0.0116 (9)	0.0105 (10)	−0.0199 (9)
O3	0.0521 (16)	0.089 (2)	0.0845 (18)	0.0002 (14)	−0.0054 (13)	−0.0551 (16)
O4	0.0348 (11)	0.0363 (11)	0.0517 (12)	−0.0043 (9)	0.0014 (9)	−0.0168 (9)
O5	0.0409 (12)	0.0332 (11)	0.0569 (13)	−0.0014 (9)	0.0048 (10)	−0.0102 (10)
O6	0.0650 (17)	0.0613 (16)	0.096 (2)	−0.0080 (13)	−0.0019 (15)	−0.0485 (16)
O7	0.0509 (13)	0.0465 (13)	0.0437 (12)	−0.0153 (10)	−0.0015 (10)	−0.0137 (10)
O8	0.0477 (13)	0.0536 (14)	0.0387 (11)	−0.0029 (11)	0.0023 (10)	−0.0050 (10)
O9	0.186 (4)	0.103 (3)	0.113 (3)	−0.071 (3)	0.026 (3)	−0.070 (2)
O10	0.081 (2)	0.133 (3)	0.114 (3)	−0.033 (2)	0.014 (2)	−0.061 (3)
C1	0.0332 (14)	0.0337 (15)	0.0344 (14)	−0.0051 (11)	−0.0031 (11)	−0.0178 (12)
C2	0.060 (2)	0.0330 (15)	0.0372 (15)	−0.0097 (14)	0.0060 (14)	−0.0175 (13)
C3	0.056 (2)	0.0510 (19)	0.0433 (17)	−0.0050 (16)	−0.0004 (15)	−0.0260 (15)
C4	0.069 (2)	0.074 (3)	0.064 (2)	−0.017 (2)	0.0057 (19)	−0.048 (2)
C5	0.0502 (18)	0.0448 (18)	0.0475 (17)	−0.0153 (14)	0.0090 (14)	−0.0287 (15)
C6	0.073 (3)	0.075 (3)	0.052 (2)	−0.032 (2)	0.0218 (18)	−0.0345 (19)
C7	0.072 (3)	0.120 (4)	0.093 (3)	−0.052 (3)	0.044 (3)	−0.074 (3)
C8	0.048 (2)	0.120 (4)	0.126 (4)	−0.019 (2)	0.011 (3)	−0.094 (4)
C9	0.052 (2)	0.086 (3)	0.092 (3)	−0.008 (2)	−0.005 (2)	−0.053 (3)
C10	0.049 (2)	0.056 (2)	0.058 (2)	−0.0118 (16)	0.0026 (16)	−0.0274 (17)
C11	0.0348 (15)	0.0378 (16)	0.0340 (14)	−0.0044 (12)	0.0009 (12)	−0.0174 (12)
C12	0.0337 (15)	0.0412 (16)	0.0393 (15)	−0.0021 (12)	0.0012 (12)	−0.0140 (13)
C13	0.0402 (18)	0.0446 (19)	0.069 (2)	−0.0041 (14)	−0.0020 (16)	−0.0212 (17)
C14	0.100 (3)	0.044 (2)	0.091 (3)	−0.002 (2)	−0.021 (3)	−0.006 (2)
C15	0.0533 (19)	0.0379 (16)	0.0378 (16)	−0.0060 (14)	−0.0043 (14)	−0.0107 (13)
C16	0.070 (2)	0.063 (2)	0.0498 (19)	0.0043 (19)	−0.0079 (17)	−0.0250 (18)
C17	0.138 (5)	0.072 (3)	0.055 (2)	−0.001 (3)	0.000 (3)	−0.035 (2)
C18	0.173 (6)	0.091 (4)	0.054 (3)	−0.064 (4)	−0.004 (3)	−0.032 (2)
C19	0.111 (4)	0.128 (4)	0.055 (2)	−0.074 (4)	0.001 (3)	−0.030 (3)
C20	0.060 (2)	0.089 (3)	0.049 (2)	−0.028 (2)	−0.0022 (17)	−0.0189 (19)
C21	0.055 (2)	0.0337 (16)	0.0361 (15)	−0.0111 (14)	−0.0002 (14)	−0.0120 (13)
C22	0.068 (2)	0.078 (3)	0.0388 (18)	−0.034 (2)	−0.0043 (16)	−0.0007 (17)
C23	0.119 (4)	0.071 (3)	0.051 (2)	−0.031 (3)	0.017 (2)	−0.028 (2)
C24	0.110 (4)	0.080 (3)	0.091 (3)	−0.012 (3)	0.036 (3)	−0.044 (3)
C25	0.0473 (19)	0.053 (2)	0.0514 (19)	−0.0116 (16)	0.0081 (15)	−0.0160 (16)
C26	0.082 (3)	0.071 (3)	0.069 (3)	−0.019 (2)	−0.001 (2)	−0.034 (2)
C27	0.083 (3)	0.096 (4)	0.118 (4)	−0.011 (3)	−0.002 (3)	−0.069 (3)
C28	0.090 (4)	0.078 (4)	0.179 (7)	−0.022 (3)	0.022 (4)	−0.074 (4)
C29	0.128 (5)	0.051 (3)	0.143 (5)	−0.026 (3)	0.036 (4)	−0.018 (3)
C30	0.086 (3)	0.064 (3)	0.068 (3)	−0.014 (2)	0.011 (2)	−0.007 (2)
C31	0.052 (2)	0.0478 (19)	0.063 (2)	0.0087 (16)	−0.0094 (17)	−0.0239 (17)
C32	0.072 (3)	0.049 (2)	0.070 (2)	0.0162 (19)	−0.006 (2)	−0.0203 (19)
C33	0.090 (3)	0.0308 (17)	0.065 (2)	0.0020 (19)	0.015 (2)	−0.0125 (16)
C34	0.073 (2)	0.0331 (16)	0.0558 (19)	−0.0143 (16)	0.0210 (18)	−0.0220 (15)
C35	0.0512 (18)	0.0303 (15)	0.0438 (16)	−0.0106 (13)	0.0107 (14)	−0.0190 (13)
C36	0.0464 (18)	0.0437 (17)	0.0460 (17)	−0.0184 (14)	0.0125 (14)	−0.0270 (14)
C37	0.053 (2)	0.065 (2)	0.065 (2)	−0.0297 (17)	0.0187 (17)	−0.0442 (19)
C38	0.052 (2)	0.095 (3)	0.094 (3)	−0.029 (2)	0.009 (2)	−0.066 (3)
C39	0.041 (2)	0.096 (3)	0.083 (3)	−0.0063 (19)	−0.0087 (18)	−0.055 (2)
C40	0.0412 (18)	0.058 (2)	0.062 (2)	−0.0072 (15)	−0.0010 (16)	−0.0301 (17)
C41	0.086 (3)	0.045 (2)	0.093 (3)	−0.027 (2)	0.031 (2)	−0.042 (2)
C42	0.080 (3)	0.065 (2)	0.094 (3)	−0.045 (2)	0.032 (2)	−0.055 (2)

Geometric parameters (Å, º) top

La1—O4	2.431 (2)	C12—H12A	0.9700
La1—O1ⁱ	2.4672 (19)	C12—H12B	0.9700
La1—O5ⁱ	2.474 (2)	C13—C14	1.510 (5)
La1—O8	2.513 (2)	C14—H14A	0.9600
La1—O7	2.573 (2)	C14—H14B	0.9600
La1—O1	2.5762 (19)	C14—H14C	0.9600
La1—N4	2.658 (2)	C15—C20	1.378 (5)
La1—N5	2.674 (2)	C15—C16	1.388 (5)
La1—O2	2.675 (2)	C16—C17	1.386 (6)
La1—La1ⁱ	4.0167 (9)	C16—H16	0.9300
N1—C3	1.356 (4)	C17—C18	1.391 (7)
N1—C5	1.433 (4)	C17—H17	0.9300
N1—C2	1.458 (4)	C18—C19	1.360 (8)
N2—C13	1.359 (4)	C18—H18	0.9300
N2—C15	1.434 (4)	C19—C20	1.376 (6)
N2—C12	1.455 (4)	C19—H19	0.9300
N3—C23	1.350 (5)	C20—H20	0.9300
N3—C25	1.428 (5)	C21—C22	1.525 (4)
N3—C22	1.460 (5)	C22—H22A	0.9700
N4—C31	1.333 (4)	C22—H22B	0.9700
N4—C35	1.357 (4)	C23—C24	1.491 (7)
N5—C40	1.326 (4)	C24—H24A	0.9600
N5—C36	1.362 (4)	C24—H24B	0.9600
O1—C1	1.281 (3)	C24—H24C	0.9600
O1—La1ⁱ	2.4672 (19)	C25—C30	1.375 (5)
O2—C1	1.235 (3)	C25—C26	1.377 (5)
O3—C3	1.225 (4)	C26—C27	1.386 (6)
O4—C11	1.255 (3)	C26—H26	0.9300
O5—C11	1.260 (3)	C27—C28	1.369 (8)
O5—La1ⁱ	2.474 (2)	C27—H27	0.9300
O6—C13	1.226 (4)	C28—C29	1.353 (8)
O7—C21	1.250 (4)	C28—H28	0.9300
O8—C21	1.257 (4)	C29—C30	1.401 (7)
O9—C23	1.234 (5)	C29—H29	0.9300
O10—H1	0.912 (10)	C30—H30	0.9300
O10—H2	0.910 (10)	C31—C32	1.388 (5)
C1—C2	1.513 (4)	C31—H31	0.9300
C2—H2A	0.9700	C32—C33	1.366 (6)
C2—H2B	0.9700	C32—H32	0.9300
C3—C4	1.512 (4)	C33—C34	1.392 (5)
C4—H4A	0.9600	C33—H33	0.9300
C4—H4B	0.9600	C34—C35	1.413 (4)
C4—H4C	0.9600	C34—C41	1.430 (5)
C5—C6	1.375 (4)	C35—C36	1.435 (4)
C5—C10	1.386 (5)	C36—C37	1.409 (4)
C6—C7	1.397 (6)	C37—C38	1.397 (5)
C6—H6	0.9300	C37—C42	1.436 (5)
C7—C8	1.375 (7)	C38—C39	1.357 (6)
C7—H7	0.9300	C38—H38	0.9300
C8—C9	1.371 (6)	C39—C40	1.391 (5)
C8—H8	0.9300	C39—H39	0.9300
C9—C10	1.374 (5)	C40—H40	0.9300
C9—H9	0.9300	C41—C42	1.343 (6)
C10—H10	0.9300	C41—H41	0.9300
C11—C12	1.522 (4)	C42—H42	0.9300

O4—La1—O1ⁱ	71.81 (7)	C9—C8—C7	119.9 (4)
O4—La1—O5ⁱ	137.42 (7)	C9—C8—H8	120.1
O1ⁱ—La1—O5ⁱ	73.33 (7)	C7—C8—H8	120.1
O4—La1—O8	131.95 (7)	C8—C9—C10	120.2 (4)
O1ⁱ—La1—O8	96.20 (7)	C8—C9—H9	119.9
O5ⁱ—La1—O8	75.30 (7)	C10—C9—H9	119.9
O4—La1—O7	80.62 (7)	C9—C10—C5	120.3 (3)
O1ⁱ—La1—O7	76.90 (6)	C9—C10—H10	119.9
O5ⁱ—La1—O7	114.15 (7)	C5—C10—H10	119.9
O8—La1—O7	51.39 (7)	O4—C11—O5	126.2 (3)
O4—La1—O1	75.37 (6)	O4—C11—C12	116.9 (2)
O1ⁱ—La1—O1	74.44 (7)	O5—C11—C12	116.9 (3)
O5ⁱ—La1—O1	72.34 (6)	N2—C12—C11	112.5 (2)
O8—La1—O1	147.64 (7)	N2—C12—H12A	109.1
O7—La1—O1	147.09 (7)	C11—C12—H12A	109.1
O4—La1—N4	85.07 (7)	N2—C12—H12B	109.1
O1ⁱ—La1—N4	142.77 (7)	C11—C12—H12B	109.1
O5ⁱ—La1—N4	137.09 (7)	H12A—C12—H12B	107.8
O8—La1—N4	77.70 (8)	O6—C13—N2	122.0 (3)
O7—La1—N4	70.70 (7)	O6—C13—C14	122.0 (3)
O1—La1—N4	128.09 (7)	N2—C13—C14	116.0 (3)
O4—La1—N5	131.50 (7)	C13—C14—H14A	109.5
O1ⁱ—La1—N5	153.46 (7)	C13—C14—H14B	109.5
O5ⁱ—La1—N5	80.13 (7)	H14A—C14—H14B	109.5
O8—La1—N5	77.00 (8)	C13—C14—H14C	109.5
O7—La1—N5	115.34 (7)	H14A—C14—H14C	109.5
O1—La1—N5	97.47 (7)	H14B—C14—H14C	109.5
N4—La1—N5	61.59 (8)	C20—C15—C16	120.3 (3)
O4—La1—O2	72.04 (7)	C20—C15—N2	119.8 (3)
O1ⁱ—La1—O2	118.70 (6)	C16—C15—N2	119.6 (3)
O5ⁱ—La1—O2	105.22 (7)	C17—C16—C15	119.4 (4)
O8—La1—O2	144.07 (7)	C17—C16—H16	120.3
O7—La1—O2	140.54 (7)	C15—C16—H16	120.3
O1—La1—O2	49.42 (6)	C16—C17—C18	119.4 (5)
N4—La1—O2	78.95 (7)	C16—C17—H17	120.3
N5—La1—O2	67.94 (7)	C18—C17—H17	120.3
O4—La1—C21	106.15 (8)	C19—C18—C17	120.8 (4)
O1ⁱ—La1—C21	87.97 (7)	C19—C18—H18	119.6
O5ⁱ—La1—C21	96.20 (8)	C17—C18—H18	119.6
O8—La1—C21	25.80 (8)	C18—C19—C20	120.1 (5)
O7—La1—C21	25.72 (8)	C18—C19—H19	119.9
O1—La1—C21	161.05 (7)	C20—C19—H19	119.9
N4—La1—C21	70.55 (8)	C19—C20—C15	120.0 (4)
N5—La1—C21	95.26 (8)	C19—C20—H20	120.0
O2—La1—C21	149.46 (7)	C15—C20—H20	120.0
O4—La1—C1	69.91 (7)	O7—C21—O8	123.3 (3)
O1ⁱ—La1—C1	96.18 (7)	O7—C21—C22	116.7 (3)
O5ⁱ—La1—C1	90.54 (7)	O8—C21—C22	120.0 (3)
O8—La1—C1	157.61 (8)	O7—C21—La1	63.26 (15)
O7—La1—C1	150.37 (7)	O8—C21—La1	60.51 (15)
O1—La1—C1	25.22 (6)	C22—C21—La1	170.1 (2)
N4—La1—C1	102.89 (7)	N3—C22—C21	115.0 (3)
N5—La1—C1	83.62 (7)	N3—C22—H22A	108.5
O2—La1—C1	24.37 (6)	C21—C22—H22A	108.5
C21—La1—C1	172.89 (8)	N3—C22—H22B	108.5
O4—La1—La1ⁱ	69.28 (5)	C21—C22—H22B	108.5
O1ⁱ—La1—La1ⁱ	38.16 (4)	H22A—C22—H22B	107.5
O5ⁱ—La1—La1ⁱ	68.24 (5)	O9—C23—N3	120.1 (5)
O8—La1—La1ⁱ	127.46 (6)	O9—C23—C24	122.0 (5)
O7—La1—La1ⁱ	113.53 (5)	N3—C23—C24	117.9 (4)
O1—La1—La1ⁱ	36.28 (4)	C23—C24—H24A	109.5
N4—La1—La1ⁱ	152.22 (6)	C23—C24—H24B	109.5
N5—La1—La1ⁱ	129.26 (5)	H24A—C24—H24B	109.5
O2—La1—La1ⁱ	82.98 (4)	C23—C24—H24C	109.5
C21—La1—La1ⁱ	125.79 (6)	H24A—C24—H24C	109.5
C1—La1—La1ⁱ	59.06 (5)	H24B—C24—H24C	109.5
C3—N1—C5	124.9 (2)	C30—C25—C26	120.3 (4)
C3—N1—C2	117.2 (3)	C30—C25—N3	119.2 (4)
C5—N1—C2	117.7 (2)	C26—C25—N3	120.4 (3)
C13—N2—C15	125.5 (3)	C25—C26—C27	119.7 (4)
C13—N2—C12	119.8 (3)	C25—C26—H26	120.2
C15—N2—C12	114.6 (2)	C27—C26—H26	120.2
C23—N3—C25	123.3 (3)	C28—C27—C26	119.9 (5)
C23—N3—C22	118.4 (3)	C28—C27—H27	120.1
C25—N3—C22	118.1 (3)	C26—C27—H27	120.1
C31—N4—C35	117.7 (3)	C29—C28—C27	120.8 (5)
C31—N4—La1	121.1 (2)	C29—C28—H28	119.6
C35—N4—La1	121.13 (19)	C27—C28—H28	119.6
C40—N5—C36	117.9 (3)	C28—C29—C30	120.1 (5)
C40—N5—La1	121.8 (2)	C28—C29—H29	120.0
C36—N5—La1	120.32 (19)	C30—C29—H29	120.0
C1—O1—La1ⁱ	142.23 (18)	C25—C30—C29	119.1 (5)
C1—O1—La1	95.85 (16)	C25—C30—H30	120.5
La1ⁱ—O1—La1	105.56 (7)	C29—C30—H30	120.5
C1—O2—La1	92.33 (16)	N4—C31—C32	124.3 (4)
C11—O4—La1	138.17 (18)	N4—C31—H31	117.9
C11—O5—La1ⁱ	137.84 (18)	C32—C31—H31	117.9
C21—O7—La1	91.02 (17)	C33—C32—C31	118.0 (4)
C21—O8—La1	93.69 (18)	C33—C32—H32	121.0
H1—O10—H2	108 (2)	C31—C32—H32	121.0
O2—C1—O1	121.6 (2)	C32—C33—C34	120.3 (3)
O2—C1—C2	123.1 (2)	C32—C33—H33	119.9
O1—C1—C2	115.3 (2)	C34—C33—H33	119.9
O2—C1—La1	63.30 (14)	C33—C34—C35	118.0 (3)
O1—C1—La1	58.93 (13)	C33—C34—C41	122.8 (3)
C2—C1—La1	168.95 (19)	C35—C34—C41	119.2 (4)
N1—C2—C1	114.5 (2)	N4—C35—C34	121.7 (3)
N1—C2—H2A	108.6	N4—C35—C36	118.4 (3)
C1—C2—H2A	108.6	C34—C35—C36	119.9 (3)
N1—C2—H2B	108.6	N5—C36—C37	122.3 (3)
C1—C2—H2B	108.6	N5—C36—C35	118.5 (3)
H2A—C2—H2B	107.6	C37—C36—C35	119.2 (3)
O3—C3—N1	120.5 (3)	C38—C37—C36	117.3 (3)
O3—C3—C4	121.5 (3)	C38—C37—C42	123.2 (3)
N1—C3—C4	117.9 (3)	C36—C37—C42	119.5 (4)
C3—C4—H4A	109.5	C39—C38—C37	120.1 (3)
C3—C4—H4B	109.5	C39—C38—H38	120.0
H4A—C4—H4B	109.5	C37—C38—H38	120.0
C3—C4—H4C	109.5	C38—C39—C40	119.1 (4)
H4A—C4—H4C	109.5	C38—C39—H39	120.4
H4B—C4—H4C	109.5	C40—C39—H39	120.4
C6—C5—C10	120.1 (3)	N5—C40—C39	123.2 (3)
C6—C5—N1	120.3 (3)	N5—C40—H40	118.4
C10—C5—N1	119.6 (3)	C39—C40—H40	118.4
C5—C6—C7	119.0 (4)	C42—C41—C34	121.1 (3)
C5—C6—H6	120.5	C42—C41—H41	119.4
C7—C6—H6	120.5	C34—C41—H41	119.4
C8—C7—C6	120.5 (4)	C41—C42—C37	121.1 (3)
C8—C7—H7	119.7	C41—C42—H42	119.4
C6—C7—H7	119.7	C37—C42—H42	119.4

Symmetry code: (i) −x+2, −y, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O10—H1···O3ⁱⁱ	0.91 (1)	1.96 (1)	2.858 (5)	168 (3)
O10—H2···O9ⁱⁱⁱ	0.91 (1)	1.93 (1)	2.836 (5)	178 (4)

Symmetry codes: (ii) x−1, y, z−1; (iii) x−1, y, z.

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

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

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page