{μ-6,6'-Dimeth-oxy-2,2'-[ethane-1,2-diylbis(nitrilo-methyl-idyne)]diphenolato}-μ-nitrato-dinitratoterbium(III)zinc(II).

In the title heteronuclear Zn(II)-Tb(III) complex (systematic name: {6,6'-dimeth-oxy-2,2'-[ethane-1,2-diylbis(nitrilo-methyl-id-yne)]diphenolato-1κ(4)O(6),O(1),O(1'),O(6')}:2κ(4)O(1),N,N',O(1')-μ-nitrato-1:2κ(2)O:O'-dinitrato-1κ(4)O,O'-terbium(III)zinc(II)), [TbZn(C(18)H(18)N(2)O(4))(NO(3))(3)], with the hexa-dentate Schiff base compartmental ligand N,N'-bis-(3-methoxy-salicyl-idene)ethyl-enediamine (H(2)L), the Tb and Zn atoms are triply bridged by two phenolate O atoms of the Schiff base ligand and one nitrate ion. The five-coordinate Zn atom is in a square-pyramidal geometry with the donor centers of two imine N atoms, two phenolate O atoms and one of the bridging nitrate O atoms. The Tb(III) center has a ninefold coordination environment of O atoms, involving the phenolate O atoms, two meth-oxy O atoms, two O atoms from two nitrate ions and one from the bridging nitrate ion. Weak inter-molecular C-H⋯O inter-actions generate a two-dimensional layer structure.

Related literature

For related literature, see: Baggio et al. (2000 ▶); Caravan et al. (1999 ▶); Edder et al. (2000 ▶); Knoer et al. (2005 ▶); Sui et al. (2006 ▶, 2007 ▶).

Experimental

Crystal data

[TbZn(C18H18N2O4)(NO3)3]

M = 736.66

Monoclinic,

a = 10.6818 (4) Å

b = 16.5022 (6) Å

c = 14.9546 (6) Å

β = 99.618 (1)°

V = 2599.04 (17) Å3

Z = 4

Mo Kα radiation

μ = 3.69 mm−1

T = 293 (2) K

0.33 × 0.22 × 0.12 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.375, T max = 0.666

15507 measured reflections

4431 independent reflections

3722 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.068

S = 1.00

4431 reflections

345 parameters

2 restraints

H-atom parameters constrained

Δρmax = 0.56 e Å−3

Δρmin = −0.52 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: APEX2; data reduction: APEX2; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: APEX2; software used to prepare material for publication: APEX2 and publCIF (Westrip, 2008 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808006958/at2549sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808006958/at2549Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[TbZn(C18H18N2O4)(NO3)3]	F000 = 1440
Mr = 736.66	Dx = 1.883 Mg m−3
Monoclinic, P21/n	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 8984 reflections
a = 10.6818 (4) Å	θ = 1.9–25.0º
b = 16.5022 (6) Å	µ = 3.69 mm−1
c = 14.9546 (6) Å	T = 293 (2) K
β = 99.6180 (10)º	Block, yellow
V = 2599.04 (17) Å3	0.33 × 0.22 × 0.12 mm
Z = 4

Bruker APEXII area-detector diffractometer	4431 independent reflections
Radiation source: fine-focus sealed tube	3722 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.022
T = 293(2) K	θmax = 25.0º
φ and ω scan	θmin = 1.9º
Absorption correction: multi-scan(SADABS; Bruker, 2004)	h = −12→12
Tmin = 0.375, Tmax = 0.666	k = −19→18
15507 measured reflections	l = −17→16

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.023	H-atom parameters constrained
wR(F2) = 0.068	w = 1/[σ2(Fo2) + (0.044P)2 + 0.9659P] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max = 0.001
4431 reflections	Δρmax = 0.56 e Å−3
345 parameters	Δρmin = −0.52 e Å−3
2 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

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.

	x	y	z	Uiso*/Ueq
Tb1	0.637703 (16)	0.109788 (10)	0.776551 (11)	0.04217 (8)
Zn1	0.77995 (4)	0.03607 (2)	0.61063 (3)	0.04267 (12)
C1	0.7286 (3)	0.2144 (2)	0.6077 (2)	0.0439 (8)
O3	0.6387 (3)	0.26176 (14)	0.72934 (18)	0.0516 (6)
O2	0.7099 (2)	0.14261 (15)	0.64411 (17)	0.0503 (6)
N2	0.8021 (3)	0.0844 (2)	0.4882 (2)	0.0527 (8)
O12	0.4281 (3)	0.12967 (19)	0.6805 (2)	0.0638 (8)
O4	0.5108 (2)	−0.02009 (15)	0.80424 (17)	0.0504 (6)
C16	0.5882 (3)	−0.0716 (2)	0.6797 (2)	0.0422 (8)
O11	0.4437 (3)	0.16395 (19)	0.8203 (2)	0.0628 (7)
O6	0.9420 (2)	0.02850 (16)	0.69642 (19)	0.0533 (6)
O1	0.6478 (2)	−0.00117 (14)	0.68386 (17)	0.0494 (6)
N1	0.7505 (3)	−0.06699 (19)	0.5360 (2)	0.0488 (7)
C15	0.5114 (3)	−0.0853 (2)	0.7453 (3)	0.0455 (8)
N3	0.3756 (3)	0.1600 (2)	0.7427 (3)	0.0645 (10)
C11	0.5965 (3)	−0.1320 (2)	0.6144 (3)	0.0473 (9)
C7	0.8020 (4)	0.1592 (3)	0.4688 (3)	0.0543 (10)
H7	0.8186	0.1729	0.4116	0.065*
N4	0.9460 (3)	0.0491 (2)	0.7789 (3)	0.0664 (9)
O5	0.8517 (3)	0.07391 (19)	0.81165 (19)	0.0608 (7)
C6	0.7784 (4)	0.2255 (2)	0.5279 (3)	0.0505 (9)
C10	0.6736 (4)	−0.1246 (2)	0.5428 (3)	0.0514 (10)
H10	0.6658	−0.1650	0.4988	0.062*
O13	0.2669 (3)	0.1838 (3)	0.7280 (3)	0.1126 (15)
O7	1.0729 (4)	0.0402 (3)	0.8425 (4)	0.1448 (19)
C12	0.5286 (4)	−0.2039 (2)	0.6189 (3)	0.0612 (11)
H12	0.5315	−0.2438	0.5754	0.073*
O8	0.6731 (3)	0.07585 (17)	0.94168 (19)	0.0623 (7)
O9	0.7154 (3)	0.19769 (16)	0.90722 (18)	0.0606 (7)
N5	0.7195 (4)	0.1437 (2)	0.9680 (2)	0.0634 (9)
C2	0.6904 (3)	0.2826 (2)	0.6531 (2)	0.0457 (8)
C17	0.4344 (4)	−0.0290 (3)	0.8748 (3)	0.0648 (12)
H17A	0.3470	−0.0361	0.8478	0.097*
H17B	0.4427	0.0187	0.9122	0.097*
H17C	0.4627	−0.0754	0.9113	0.097*
C9	0.8243 (4)	−0.0616 (3)	0.4619 (3)	0.0580 (11)
H9A	0.7976	−0.1036	0.4175	0.070*
H9B	0.9138	−0.0692	0.4854	0.070*
C3	0.7059 (4)	0.3594 (2)	0.6228 (3)	0.0563 (10)
H3	0.6813	0.4038	0.6540	0.068*
C5	0.7933 (4)	0.3058 (3)	0.4989 (3)	0.0651 (12)
H5	0.8278	0.3147	0.4466	0.078*
C14	0.4478 (4)	−0.1572 (2)	0.7495 (3)	0.0594 (11)
H14	0.3985	−0.1658	0.7943	0.071*
C13	0.4583 (4)	−0.2167 (3)	0.6858 (4)	0.0724 (13)
H13	0.4169	−0.2659	0.6886	0.087*
C8	0.8030 (4)	0.0213 (3)	0.4178 (3)	0.0604 (11)
H8A	0.8700	0.0327	0.3831	0.073*
H8B	0.7227	0.0218	0.3764	0.073*
C4	0.7583 (4)	0.3706 (3)	0.5456 (3)	0.0631 (12)
H4	0.7699	0.4228	0.5251	0.076*
C18	0.5764 (5)	0.3264 (2)	0.7697 (3)	0.0668 (12)
H18A	0.6343	0.3708	0.7842	0.100*
H18B	0.5497	0.3071	0.8241	0.100*
H18C	0.5037	0.3443	0.7277	0.100*
O10	0.7648 (4)	0.1569 (2)	1.0465 (2)	0.1072 (14)

	U11	U22	U33	U12	U13	U23
Tb1	0.04948 (12)	0.04348 (12)	0.03743 (12)	−0.00214 (7)	0.01852 (8)	−0.00262 (7)
Zn1	0.0471 (2)	0.0457 (2)	0.0388 (2)	0.00041 (18)	0.01728 (18)	−0.00323 (17)
C1	0.0430 (19)	0.048 (2)	0.042 (2)	−0.0022 (16)	0.0099 (16)	0.0065 (16)
O3	0.0677 (16)	0.0417 (14)	0.0496 (16)	0.0050 (12)	0.0221 (13)	−0.0013 (11)
O2	0.0664 (17)	0.0405 (13)	0.0517 (16)	0.0042 (12)	0.0320 (13)	0.0052 (12)
N2	0.0564 (19)	0.066 (2)	0.0399 (19)	0.0074 (16)	0.0209 (15)	−0.0010 (15)
O12	0.0532 (16)	0.092 (2)	0.0479 (18)	0.0077 (15)	0.0122 (14)	−0.0148 (15)
O4	0.0574 (15)	0.0521 (15)	0.0474 (16)	−0.0096 (12)	0.0253 (12)	−0.0004 (12)
C16	0.0383 (18)	0.0426 (19)	0.046 (2)	−0.0018 (15)	0.0084 (16)	−0.0010 (16)
O11	0.0608 (17)	0.085 (2)	0.0482 (18)	0.0038 (15)	0.0240 (15)	−0.0143 (14)
O6	0.0474 (14)	0.0574 (15)	0.0565 (15)	0.0035 (12)	0.0126 (12)	−0.0068 (12)
O1	0.0631 (16)	0.0427 (14)	0.0500 (16)	−0.0133 (11)	0.0315 (13)	−0.0112 (11)
N1	0.0485 (17)	0.0564 (19)	0.0447 (19)	0.0008 (15)	0.0172 (14)	−0.0107 (15)
C15	0.045 (2)	0.0453 (19)	0.047 (2)	−0.0030 (16)	0.0111 (17)	0.0012 (16)
N3	0.053 (2)	0.076 (3)	0.069 (3)	0.0059 (18)	0.022 (2)	−0.0088 (19)
C11	0.045 (2)	0.044 (2)	0.054 (2)	−0.0018 (16)	0.0091 (18)	−0.0069 (17)
C7	0.054 (2)	0.071 (3)	0.043 (2)	−0.002 (2)	0.0225 (18)	0.0113 (19)
N4	0.062 (2)	0.067 (2)	0.071 (2)	0.0024 (17)	0.0139 (18)	−0.0074 (18)
O5	0.0519 (15)	0.081 (2)	0.0492 (17)	0.0075 (14)	0.0077 (12)	−0.0072 (14)
C6	0.052 (2)	0.056 (2)	0.044 (2)	−0.0040 (18)	0.0114 (18)	0.0131 (17)
C10	0.052 (2)	0.052 (2)	0.050 (2)	0.0066 (18)	0.0060 (18)	−0.0182 (17)
O13	0.059 (2)	0.178 (4)	0.103 (3)	0.033 (2)	0.020 (2)	−0.033 (3)
O7	0.105 (3)	0.164 (5)	0.147 (4)	0.014 (3)	−0.031 (3)	−0.013 (4)
C12	0.057 (2)	0.049 (2)	0.078 (3)	−0.0045 (19)	0.013 (2)	−0.016 (2)
O8	0.087 (2)	0.0564 (17)	0.0460 (17)	−0.0187 (15)	0.0187 (15)	−0.0008 (13)
O9	0.085 (2)	0.0527 (16)	0.0463 (17)	−0.0165 (14)	0.0161 (14)	−0.0020 (13)
N5	0.077 (2)	0.072 (2)	0.045 (2)	−0.023 (2)	0.0195 (18)	−0.0063 (18)
C2	0.051 (2)	0.0432 (19)	0.043 (2)	−0.0007 (16)	0.0092 (17)	0.0035 (16)
C17	0.070 (3)	0.074 (3)	0.061 (3)	−0.014 (2)	0.039 (2)	0.001 (2)
C9	0.050 (2)	0.073 (3)	0.053 (3)	0.003 (2)	0.0170 (19)	−0.022 (2)
C3	0.065 (3)	0.045 (2)	0.056 (3)	−0.0018 (19)	0.001 (2)	0.0043 (18)
C5	0.068 (3)	0.077 (3)	0.051 (3)	−0.013 (2)	0.012 (2)	0.022 (2)
C14	0.053 (2)	0.058 (2)	0.071 (3)	−0.0129 (19)	0.021 (2)	0.007 (2)
C13	0.070 (3)	0.051 (2)	0.101 (4)	−0.023 (2)	0.025 (3)	−0.008 (2)
C8	0.065 (3)	0.081 (3)	0.040 (2)	0.005 (2)	0.0209 (19)	−0.010 (2)
C4	0.080 (3)	0.052 (2)	0.056 (3)	−0.011 (2)	0.006 (2)	0.016 (2)
C18	0.088 (3)	0.048 (2)	0.069 (3)	0.012 (2)	0.029 (2)	−0.008 (2)
O10	0.156 (4)	0.118 (3)	0.043 (2)	−0.058 (3)	0.005 (2)	−0.0054 (19)

Tb1—O1	2.310 (2)	C11—C12	1.398 (5)
Tb1—O2	2.307 (2)	C11—C10	1.462 (5)
Tb1—O3	2.606 (2)	C7—C6	1.456 (6)
Tb1—O4	2.606 (2)	C7—H7	0.9300
Tb1—O5	2.335 (3)	N4—O5	1.260 (4)
Tb1—O8	2.498 (3)	N4—O7	1.528 (5)
Tb1—O9	2.464 (3)	C6—C5	1.411 (5)
Tb1—O11	2.444 (3)	C10—H10	0.9300
Tb1—O12	2.472 (3)	C12—C13	1.363 (6)
Zn1—O1	2.021 (2)	C12—H12	0.9300
Zn1—O2	2.007 (2)	O8—N5	1.261 (4)
Zn1—O6	1.978 (3)	O9—N5	1.269 (4)
Zn1—N1	2.030 (3)	N5—O10	1.212 (5)
Zn1—N2	2.046 (3)	C2—C3	1.367 (5)
C1—O2	1.333 (4)	C17—H17A	0.9600
C1—C6	1.398 (5)	C17—H17B	0.9600
C1—C2	1.409 (5)	C17—H17C	0.9600
O3—C2	1.390 (4)	C9—C8	1.520 (6)
O3—C18	1.442 (4)	C9—H9A	0.9700
N2—C7	1.267 (5)	C9—H9B	0.9700
N2—C8	1.483 (5)	C3—C4	1.377 (6)
O12—N3	1.266 (4)	C3—H3	0.9300
O4—C15	1.391 (4)	C5—C4	1.363 (6)
O4—C17	1.446 (4)	C5—H5	0.9300
C16—O1	1.322 (4)	C14—C13	1.386 (6)
C16—C15	1.399 (5)	C14—H14	0.9300
C16—C11	1.408 (5)	C13—H13	0.9300
O11—N3	1.264 (4)	C8—H8A	0.9700
O6—N4	1.273 (4)	C8—H8B	0.9700
N1—C10	1.271 (5)	C4—H4	0.9300
N1—C9	1.466 (5)	C18—H18A	0.9600
C15—C14	1.373 (5)	C18—H18B	0.9600
N3—O13	1.211 (5)	C18—H18C	0.9600
O2—Tb1—O1	67.35 (9)	C14—C15—O4	125.8 (3)
O2—Tb1—O5	78.32 (10)	C14—C15—C16	121.6 (4)
O1—Tb1—O5	77.97 (10)	O4—C15—C16	112.6 (3)
O2—Tb1—O11	124.32 (10)	O13—N3—O11	122.5 (4)
O1—Tb1—O11	125.26 (9)	O13—N3—O12	121.6 (4)
O5—Tb1—O11	151.00 (10)	O11—N3—O12	116.0 (3)
O2—Tb1—O9	115.22 (9)	C12—C11—C16	118.3 (4)
O1—Tb1—O9	154.06 (10)	C12—C11—C10	117.8 (3)
O5—Tb1—O9	77.49 (10)	C16—C11—C10	123.8 (3)
O11—Tb1—O9	76.16 (10)	N2—C7—C6	125.9 (3)
O2—Tb1—O12	82.53 (10)	N2—C7—H7	117.0
O1—Tb1—O12	83.41 (10)	C6—C7—H7	117.0
O5—Tb1—O12	157.24 (10)	O5—N4—O6	124.3 (3)
O11—Tb1—O12	51.74 (9)	O5—N4—O7	118.2 (4)
O9—Tb1—O12	122.37 (10)	O6—N4—O7	117.4 (4)
O2—Tb1—O8	152.16 (10)	N4—O5—Tb1	144.2 (3)
O1—Tb1—O8	113.64 (9)	C1—C6—C5	117.7 (4)
O5—Tb1—O8	74.94 (10)	C1—C6—C7	123.3 (3)
O11—Tb1—O8	79.19 (10)	C5—C6—C7	118.6 (4)
O9—Tb1—O8	51.15 (9)	N1—C10—C11	124.9 (3)
O12—Tb1—O8	125.24 (10)	N1—C10—H10	117.6
O2—Tb1—O4	125.94 (9)	C11—C10—H10	117.6
O1—Tb1—O4	61.39 (8)	C13—C12—C11	121.4 (4)
O5—Tb1—O4	105.75 (10)	C13—C12—H12	119.3
O11—Tb1—O4	76.80 (9)	C11—C12—H12	119.3
O9—Tb1—O4	118.27 (8)	N5—O8—Tb1	95.5 (2)
O12—Tb1—O4	75.93 (10)	N5—O9—Tb1	97.0 (2)
O8—Tb1—O4	69.84 (8)	O10—N5—O8	122.4 (4)
O2—Tb1—O3	61.59 (8)	O10—N5—O9	121.9 (4)
O1—Tb1—O3	126.69 (8)	O8—N5—O9	115.8 (3)
O5—Tb1—O3	104.88 (10)	C3—C2—O3	126.0 (4)
O11—Tb1—O3	76.27 (9)	C3—C2—C1	121.4 (4)
O9—Tb1—O3	68.42 (9)	O3—C2—C1	112.6 (3)
O12—Tb1—O3	76.06 (10)	O4—C17—H17A	109.5
O8—Tb1—O3	118.47 (9)	O4—C17—H17B	109.5
O4—Tb1—O3	149.37 (8)	H17A—C17—H17B	109.5
O6—Zn1—O2	102.47 (11)	O4—C17—H17C	109.5
O6—Zn1—O1	104.10 (11)	H17A—C17—H17C	109.5
O2—Zn1—O1	78.92 (10)	H17B—C17—H17C	109.5
O6—Zn1—N1	110.00 (12)	N1—C9—C8	108.8 (3)
O2—Zn1—N1	147.27 (12)	N1—C9—H9A	109.9
O1—Zn1—N1	89.14 (11)	C8—C9—H9A	109.9
O6—Zn1—N2	112.68 (12)	N1—C9—H9B	109.9
O2—Zn1—N2	89.16 (12)	C8—C9—H9B	109.9
O1—Zn1—N2	143.00 (12)	H9A—C9—H9B	108.3
N1—Zn1—N2	82.26 (13)	C2—C3—C4	119.4 (4)
O2—C1—C6	124.7 (3)	C2—C3—H3	120.3
O2—C1—C2	116.0 (3)	C4—C3—H3	120.3
C6—C1—C2	119.2 (3)	C4—C5—C6	121.6 (4)
C2—O3—C18	115.8 (3)	C4—C5—H5	119.2
C2—O3—Tb1	118.7 (2)	C6—C5—H5	119.2
C18—O3—Tb1	125.1 (2)	C15—C14—C13	118.9 (4)
C1—O2—Zn1	126.1 (2)	C15—C14—H14	120.6
C1—O2—Tb1	130.8 (2)	C13—C14—H14	120.6
Zn1—O2—Tb1	101.57 (10)	C12—C13—C14	120.8 (4)
C7—N2—C8	121.4 (3)	C12—C13—H13	119.6
C7—N2—Zn1	126.1 (3)	C14—C13—H13	119.6
C8—N2—Zn1	112.2 (3)	N2—C8—C9	110.0 (3)
N3—O12—Tb1	95.4 (2)	N2—C8—H8A	109.7
C15—O4—C17	116.5 (3)	C9—C8—H8A	109.7
C15—O4—Tb1	118.6 (2)	N2—C8—H8B	109.7
C17—O4—Tb1	124.9 (2)	C9—C8—H8B	109.7
O1—C16—C15	116.3 (3)	H8A—C8—H8B	108.2
O1—C16—C11	124.7 (3)	C5—C4—C3	120.7 (4)
C15—C16—C11	119.0 (3)	C5—C4—H4	119.7
N3—O11—Tb1	96.8 (2)	C3—C4—H4	119.7
N4—O6—Zn1	119.7 (2)	O3—C18—H18A	109.5
C16—O1—Zn1	128.1 (2)	O3—C18—H18B	109.5
C16—O1—Tb1	130.9 (2)	H18A—C18—H18B	109.5
Zn1—O1—Tb1	101.02 (9)	O3—C18—H18C	109.5
C10—N1—C9	122.8 (3)	H18A—C18—H18C	109.5
C10—N1—Zn1	128.7 (3)	H18B—C18—H18C	109.5
C9—N1—Zn1	108.1 (2)

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5···O11i	0.93	2.45	3.376 (5)	173
C9—H9A···O13ii	0.97	2.54	3.487 (6)	165

Table 1

Selected bond lengths (Å)

Tb1—O1	2.310 (2)
Tb1—O2	2.307 (2)
Tb1—O3	2.606 (2)
Tb1—O4	2.606 (2)
Tb1—O5	2.335 (3)
Tb1—O8	2.498 (3)
Tb1—O9	2.464 (3)
Tb1—O11	2.444 (3)
Tb1—O12	2.472 (3)
Zn1—O1	2.021 (2)
Zn1—O2	2.007 (2)
Zn1—O6	1.978 (3)
Zn1—N1	2.030 (3)
Zn1—N2	2.046 (3)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C5—H5⋯O11i	0.93	2.45	3.376 (5)	173
C9—H9A⋯O13ii	0.97	2.54	3.487 (6)	165

Symmetry codes: (i) ; (ii) .