Crystal structure of 4,4'-[(1,3,5,7-tetra-oxo-1,3,3a,4,4a,5,7,7a,8,8a-deca-hydro-4,8-etheno-pyrrolo-[3,4-f]iso-indole-2,6-di-yl)bis-(methyl-ene)]bis-(pyridin-1-ium) dinitrate.

In the title salt, C24H22N4O4 (2+)·2NO3 (-), the cation is U-shaped with the two iso-indole dione rings inclined to one another by 60.41 (13)°, while the two outer pyridine rings are inclined to one another by 2.77 (12)°. The dihedral angles between the pyridine ring and the adjacent iso-indole dione ring are 71.82 (12) and 86.44 (13)°. In the crystal, each nitrate anion is linked to a protonated pyridine ring by N-H⋯O hydrogen bonds. These units are linked by a series of C-H⋯O hydrogen bonds, forming a three-dimensional structure.

Related literature

For the crystal structures of compounds with similar ligands, see: Yu et al. (2012 ▸); Li et al. (2011 ▸, 2012a ▸,b ▸). For the synthetic method used to prepare 2,6-bis­(pyridin-4-ylmeth­yl)-3a,4,4a,7a,8,8a-hexa­hydro-4,8-etheno­pyrrolo­[3,4-f]iso­indole-1,3,5,7(2H,6H)-tetra­one, see: Liu et al. (2007 ▸).

Experimental

Crystal data

C24H22N4O4 2+·2NO3 −

M = 554.48

Monoclinic,

a = 13.0706 (6) Å

b = 14.3587 (5) Å

c = 12.9893 (5) Å

β = 104.861 (4)°

V = 2356.25 (16) Å3

Z = 4

Mo Kα radiation

μ = 0.12 mm−1

T = 153 K

0.30 × 0.25 × 0.20 mm

Data collection

Bruker MWPC diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2004 ▸) T min = 0.963, T max = 0.976

13323 measured reflections

4555 independent reflections

2623 reflections with I > 2σ(I)

R int = 0.031

Refinement

R[F 2 > 2σ(F 2)] = 0.043

wR(F 2) = 0.146

S = 1.00

4555 reflections

361 parameters

8 restraints

H-atom parameters constrained

Δρmax = 0.23 e Å−3

Δρmin = −0.28 e Å−3

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

Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S2056989015022227/su5240sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S2056989015022227/su5240Isup2.hkl

Click here for additional data file.

Supporting information file. DOI: 10.1107/S2056989015022227/su5240Isup3.cml

Click here for additional data file.

. DOI: 10.1107/S2056989015022227/su5240fig1.tif

The mol­ecular structure of the title salt, with atom labelling. Displacement ellipsoids are drawn at the 30% probability level.

Click here for additional data file.

c . DOI: 10.1107/S2056989015022227/su5240fig2.tif

Crystal packing of the title salt, viewed along the c axis. hydrogen bonds are shown as dashed lines (see Table 1).

CCDC reference: 1434635

Additional supporting information: crystallographic information; 3D view; checkCIF report

C24H22N4O42+·2NO3−	F(000) = 1152
Mr = 554.48	Dx = 1.563 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4348 reflections
a = 13.0706 (6) Å	θ = 2.8–29.7°
b = 14.3587 (5) Å	µ = 0.12 mm−1
c = 12.9893 (5) Å	T = 153 K
β = 104.861 (4)°	Block, yellow
V = 2356.25 (16) Å3	0.30 × 0.25 × 0.20 mm
Z = 4

Bruker MWPC diffractometer	4555 independent reflections
Radiation source: fine-focus sealed tube	2623 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
Detector resolution: 16.08 pixels mm-1	θmax = 26.0°, θmin = 2.8°
phi and ω scans	h = −16→12
Absorption correction: multi-scan (SADABS; Bruker, 2004)	k = −17→17
Tmin = 0.963, Tmax = 0.976	l = −15→16
13323 measured reflections

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.146	H-atom parameters constrained
S = 1.00	w = 1/[σ2(Fo2) + (0.0861P)2] where P = (Fo2 + 2Fc2)/3
4555 reflections	(Δ/σ)max < 0.001
361 parameters	Δρmax = 0.23 e Å−3
8 restraints	Δρmin = −0.28 e Å−3

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
O1	0.50387 (14)	0.20676 (12)	0.21910 (13)	0.0393 (5)
O3	0.28425 (13)	0.55976 (12)	0.17390 (13)	0.0359 (4)
O4	0.11752 (14)	0.46314 (12)	0.42145 (14)	0.0405 (5)
N6	0.70026 (17)	0.29400 (14)	0.54704 (17)	0.0345 (5)
O2	0.38605 (14)	0.12774 (12)	0.50720 (13)	0.0383 (4)
N3	0.18131 (15)	0.52033 (12)	0.28596 (15)	0.0274 (5)
N4	−0.16669 (16)	0.40594 (14)	0.05847 (16)	0.0330 (5)
H4A	−0.2196	0.3725	0.0256	0.040*
O10	0.75841 (16)	0.28012 (13)	0.63718 (15)	0.0479 (5)
C7	0.47472 (18)	0.21943 (16)	0.29881 (19)	0.0288 (5)
N2	0.44842 (15)	0.14774 (12)	0.36012 (15)	0.0273 (5)
O9	0.68040 (16)	0.22794 (12)	0.48063 (15)	0.0507 (5)
C20	−0.00046 (18)	0.51242 (16)	0.16821 (19)	0.0281 (5)
C14	0.37646 (18)	0.37073 (15)	0.26654 (17)	0.0256 (5)
H14A	0.4047	0.3876	0.2061	0.031*
C15	0.35286 (18)	0.45870 (16)	0.32628 (17)	0.0265 (5)
H15A	0.4182	0.4932	0.3573	0.032*
O8	0.66218 (15)	0.37204 (12)	0.52061 (15)	0.0505 (5)
C3	0.36003 (19)	0.00449 (16)	0.27263 (18)	0.0292 (6)
C23	−0.0807 (2)	0.36424 (18)	0.1159 (2)	0.0365 (6)
H23A	−0.0773	0.2996	0.1185	0.044*
C10	0.41200 (19)	0.17942 (17)	0.44436 (18)	0.0282 (5)
C9	0.40865 (18)	0.28479 (15)	0.44104 (18)	0.0264 (5)
H9A	0.4514	0.3109	0.5080	0.032*
C4	0.2756 (2)	0.05567 (19)	0.21382 (19)	0.0345 (6)
H4B	0.2780	0.1204	0.2161	0.041*
C6	0.46021 (19)	0.04991 (15)	0.3381 (2)	0.0307 (6)
H6A	0.4835	0.0169	0.4052	0.037*
H6B	0.5151	0.0435	0.3005	0.037*
C11	0.2933 (2)	0.32076 (15)	0.41775 (19)	0.0297 (6)
H11A	0.2586	0.3000	0.4723	0.036*
C18	0.29907 (18)	0.42838 (14)	0.41363 (17)	0.0246 (5)
H18A	0.3379	0.4531	0.4830	0.030*
C2	0.3535 (2)	−0.09187 (16)	0.2683 (2)	0.0348 (6)
H2A	0.4078	−0.1281	0.3092	0.042*
C13	0.27571 (19)	0.31613 (15)	0.23084 (19)	0.0295 (6)
H13A	0.2449	0.3026	0.1596	0.035*
C17	0.1902 (2)	0.47097 (15)	0.37992 (19)	0.0305 (6)
C21	−0.09112 (18)	0.55362 (17)	0.10493 (19)	0.0326 (6)
H21A	−0.0960	0.6181	0.0997	0.039*
C8	0.45595 (18)	0.31102 (16)	0.34811 (18)	0.0262 (5)
H8A	0.5228	0.3446	0.3744	0.031*
N1	0.18676 (18)	−0.08144 (16)	0.14709 (18)	0.0438 (6)
H1A	0.1327	−0.1085	0.1062	0.053*
C16	0.27339 (19)	0.51993 (16)	0.2524 (2)	0.0295 (5)
C12	0.23399 (18)	0.28860 (15)	0.30875 (19)	0.0305 (6)
H12A	0.1731	0.2524	0.2968	0.037*
C24	0.0034 (2)	0.41598 (17)	0.1715 (2)	0.0393 (7)
H24A	0.0636	0.3862	0.2119	0.047*
C5	0.1890 (2)	0.01172 (19)	0.1526 (2)	0.0392 (6)
H5A	0.1315	0.0463	0.1146	0.047*
C19	0.08681 (19)	0.57240 (16)	0.2337 (2)	0.0316 (6)
H19A	0.1056	0.6191	0.1879	0.038*
H19B	0.0606	0.6046	0.2875	0.038*
C22	−0.1736 (2)	0.49923 (17)	0.0501 (2)	0.0365 (6)
H22A	−0.2341	0.5268	0.0074	0.044*
C1	0.2658 (2)	−0.1332 (2)	0.2030 (2)	0.0454 (7)
H1B	0.2618	−0.1977	0.1979	0.055*
N5	0.01934 (18)	0.21064 (14)	0.97829 (19)	0.0381 (5)
O7	−0.03711 (16)	0.15681 (13)	1.01790 (16)	0.0491 (5)
O6	−0.01019 (17)	0.23019 (13)	0.88230 (16)	0.0542 (6)
O5	0.10141 (15)	0.24289 (15)	1.03608 (17)	0.0569 (6)

	U11	U22	U33	U12	U13	U23
O1	0.0449 (11)	0.0410 (10)	0.0353 (10)	0.0081 (9)	0.0161 (9)	0.0021 (8)
O3	0.0375 (10)	0.0340 (9)	0.0353 (10)	0.0000 (8)	0.0075 (8)	0.0069 (8)
O4	0.0428 (11)	0.0357 (10)	0.0486 (11)	0.0037 (9)	0.0220 (9)	−0.0010 (9)
N6	0.0299 (12)	0.0288 (11)	0.0384 (13)	−0.0005 (10)	−0.0030 (10)	−0.0065 (10)
O2	0.0471 (11)	0.0318 (9)	0.0365 (10)	0.0004 (9)	0.0115 (9)	0.0056 (8)
N3	0.0234 (11)	0.0213 (10)	0.0335 (11)	−0.0013 (8)	0.0002 (8)	0.0004 (9)
N4	0.0269 (11)	0.0307 (11)	0.0383 (12)	−0.0027 (9)	0.0028 (10)	−0.0045 (10)
O10	0.0567 (13)	0.0399 (11)	0.0374 (11)	0.0075 (10)	−0.0058 (10)	−0.0023 (9)
C7	0.0241 (13)	0.0294 (13)	0.0296 (13)	0.0005 (11)	0.0009 (11)	0.0015 (11)
N2	0.0266 (11)	0.0220 (10)	0.0308 (11)	−0.0004 (8)	0.0025 (9)	−0.0005 (8)
O9	0.0549 (13)	0.0311 (10)	0.0512 (12)	0.0098 (9)	−0.0139 (10)	−0.0130 (9)
C20	0.0240 (13)	0.0282 (13)	0.0323 (13)	0.0001 (10)	0.0073 (10)	−0.0018 (11)
C14	0.0291 (13)	0.0238 (11)	0.0235 (12)	−0.0006 (10)	0.0059 (10)	−0.0016 (10)
C15	0.0224 (12)	0.0247 (11)	0.0279 (12)	−0.0040 (9)	−0.0014 (9)	0.0011 (10)
O8	0.0499 (12)	0.0259 (10)	0.0589 (13)	0.0104 (9)	−0.0169 (10)	−0.0041 (9)
C3	0.0328 (14)	0.0267 (12)	0.0293 (13)	−0.0033 (11)	0.0101 (11)	−0.0057 (11)
C23	0.0309 (15)	0.0273 (13)	0.0459 (16)	0.0012 (11)	−0.0001 (12)	−0.0039 (12)
C10	0.0266 (13)	0.0311 (13)	0.0245 (13)	0.0029 (11)	0.0022 (11)	0.0040 (11)
C9	0.0302 (14)	0.0238 (12)	0.0242 (12)	−0.0007 (10)	0.0051 (10)	−0.0001 (10)
C4	0.0341 (15)	0.0364 (14)	0.0313 (14)	−0.0014 (12)	0.0051 (12)	−0.0025 (11)
C6	0.0338 (15)	0.0209 (12)	0.0356 (14)	0.0036 (11)	0.0055 (11)	−0.0013 (11)
C11	0.0367 (15)	0.0221 (11)	0.0314 (14)	0.0030 (11)	0.0108 (11)	0.0025 (10)
C18	0.0288 (13)	0.0192 (11)	0.0220 (12)	−0.0012 (10)	−0.0005 (10)	−0.0017 (9)
C2	0.0405 (16)	0.0255 (13)	0.0420 (15)	−0.0034 (12)	0.0171 (13)	−0.0030 (12)
C13	0.0311 (14)	0.0234 (12)	0.0295 (13)	0.0035 (10)	−0.0004 (11)	−0.0051 (10)
C17	0.0372 (15)	0.0212 (12)	0.0322 (13)	−0.0012 (11)	0.0074 (11)	−0.0024 (10)
C21	0.0309 (15)	0.0276 (13)	0.0366 (14)	−0.0014 (11)	0.0038 (12)	−0.0008 (11)
C8	0.0249 (13)	0.0258 (12)	0.0261 (12)	−0.0008 (10)	0.0034 (10)	0.0027 (10)
N1	0.0359 (13)	0.0504 (15)	0.0446 (14)	−0.0157 (11)	0.0093 (11)	−0.0168 (11)
C16	0.0328 (14)	0.0235 (12)	0.0317 (14)	−0.0019 (11)	0.0073 (11)	−0.0012 (11)
C12	0.0221 (13)	0.0216 (12)	0.0451 (15)	0.0014 (10)	0.0037 (11)	−0.0016 (11)
C24	0.0296 (15)	0.0277 (14)	0.0526 (17)	0.0059 (11)	−0.0038 (12)	−0.0004 (12)
C5	0.0379 (16)	0.0446 (16)	0.0337 (15)	−0.0001 (13)	0.0068 (12)	−0.0047 (12)
C19	0.0317 (14)	0.0198 (12)	0.0406 (14)	0.0018 (10)	0.0042 (11)	0.0007 (10)
C22	0.0303 (15)	0.0339 (14)	0.0400 (15)	0.0069 (12)	−0.0005 (12)	0.0008 (12)
C1	0.0553 (19)	0.0345 (15)	0.0539 (18)	−0.0135 (14)	0.0276 (15)	−0.0112 (13)
N5	0.0361 (13)	0.0255 (11)	0.0519 (15)	−0.0037 (10)	0.0099 (11)	−0.0078 (11)
O7	0.0555 (13)	0.0414 (11)	0.0542 (12)	−0.0158 (10)	0.0212 (10)	−0.0075 (9)
O6	0.0622 (14)	0.0435 (12)	0.0481 (13)	−0.0046 (10)	−0.0016 (11)	0.0059 (10)
O5	0.0337 (12)	0.0590 (13)	0.0703 (14)	−0.0121 (10)	−0.0004 (10)	−0.0196 (11)

O1—C7	1.205 (3)	C9—C8	1.537 (3)
O3—C16	1.209 (3)	C9—C11	1.549 (3)
O4—C17	1.212 (3)	C9—H9A	0.9800
N6—O10	1.238 (3)	C4—C5	1.360 (3)
N6—O8	1.238 (3)	C4—H4B	0.9300
N6—O9	1.263 (2)	C6—H6A	0.9700
O2—C10	1.214 (3)	C6—H6B	0.9700
N3—C16	1.381 (3)	C11—C12	1.502 (3)
N3—C17	1.390 (3)	C11—C18	1.549 (3)
N3—C19	1.454 (3)	C11—H11A	0.9800
N4—C23	1.322 (3)	C18—C17	1.507 (3)
N4—C22	1.345 (3)	C18—H18A	0.9800
N4—H4A	0.8600	C2—C1	1.373 (4)
C7—N2	1.397 (3)	C2—H2A	0.9300
C7—C8	1.510 (3)	C13—C12	1.327 (3)
N2—C10	1.378 (3)	C13—H13A	0.9300
N2—C6	1.450 (3)	C21—C22	1.373 (3)
C20—C24	1.386 (3)	C21—H21A	0.9300
C20—C21	1.389 (3)	C8—H8A	0.9800
C20—C19	1.506 (3)	N1—C1	1.328 (4)
C14—C13	1.500 (3)	N1—C5	1.339 (3)
C14—C8	1.540 (3)	N1—H1A	0.8600
C14—C15	1.554 (3)	C12—H12A	0.9300
C14—H14A	0.9800	C24—H24A	0.9300
C15—C16	1.504 (3)	C5—H5A	0.9300
C15—C18	1.543 (3)	C19—H19A	0.9700
C15—H15A	0.9800	C19—H19B	0.9700
C3—C4	1.382 (3)	C22—H22A	0.9300
C3—C2	1.387 (3)	C1—H1B	0.9300
C3—C6	1.514 (3)	N5—O5	1.231 (3)
C23—C24	1.369 (3)	N5—O6	1.239 (3)
C23—H23A	0.9300	N5—O7	1.265 (3)
C10—C9	1.514 (3)
O10—N6—O8	120.9 (2)	C12—C11—H11A	111.4
O10—N6—O9	119.6 (2)	C9—C11—H11A	111.4
O8—N6—O9	119.5 (2)	C18—C11—H11A	111.4
C16—N3—C17	113.1 (2)	C17—C18—C15	104.26 (18)
C16—N3—C19	124.03 (19)	C17—C18—C11	111.34 (19)
C17—N3—C19	122.77 (19)	C15—C18—C11	110.03 (18)
C23—N4—C22	121.7 (2)	C17—C18—H18A	110.4
C23—N4—H4A	119.1	C15—C18—H18A	110.4
C22—N4—H4A	119.1	C11—C18—H18A	110.4
O1—C7—N2	123.8 (2)	C1—C2—C3	119.3 (3)
O1—C7—C8	128.1 (2)	C1—C2—H2A	120.4
N2—C7—C8	108.02 (18)	C3—C2—H2A	120.4
C10—N2—C7	113.26 (19)	C12—C13—C14	114.8 (2)
C10—N2—C6	123.56 (19)	C12—C13—H13A	122.6
C7—N2—C6	123.17 (19)	C14—C13—H13A	122.6
C24—C20—C21	117.6 (2)	O4—C17—N3	122.7 (2)
C24—C20—C19	122.5 (2)	O4—C17—C18	128.5 (2)
C21—C20—C19	119.9 (2)	N3—C17—C18	108.77 (19)
C13—C14—C8	107.79 (18)	C22—C21—C20	120.1 (2)
C13—C14—C15	107.95 (18)	C22—C21—H21A	119.9
C8—C14—C15	107.11 (17)	C20—C21—H21A	119.9
C13—C14—H14A	111.3	C7—C8—C9	105.16 (18)
C8—C14—H14A	111.3	C7—C8—C14	110.32 (19)
C15—C14—H14A	111.3	C9—C8—C14	109.90 (18)
C16—C15—C18	105.29 (18)	C7—C8—H8A	110.4
C16—C15—C14	110.47 (18)	C9—C8—H8A	110.4
C18—C15—C14	108.91 (17)	C14—C8—H8A	110.4
C16—C15—H15A	110.7	C1—N1—C5	121.7 (2)
C18—C15—H15A	110.7	C1—N1—H1A	119.1
C14—C15—H15A	110.7	C5—N1—H1A	119.1
C4—C3—C2	118.4 (2)	O3—C16—N3	124.4 (2)
C4—C3—C6	122.3 (2)	O3—C16—C15	127.1 (2)
C2—C3—C6	119.2 (2)	N3—C16—C15	108.45 (19)
N4—C23—C24	120.2 (2)	C13—C12—C11	114.4 (2)
N4—C23—H23A	119.9	C13—C12—H12A	122.8
C24—C23—H23A	119.9	C11—C12—H12A	122.8
O2—C10—N2	123.0 (2)	C23—C24—C20	120.5 (2)
O2—C10—C9	128.2 (2)	C23—C24—H24A	119.7
N2—C10—C9	108.71 (19)	C20—C24—H24A	119.7
C10—C9—C8	104.63 (18)	N1—C5—C4	119.9 (3)
C10—C9—C11	111.01 (19)	N1—C5—H5A	120.1
C8—C9—C11	109.41 (18)	C4—C5—H5A	120.1
C10—C9—H9A	110.5	N3—C19—C20	113.52 (19)
C8—C9—H9A	110.5	N3—C19—H19A	108.9
C11—C9—H9A	110.5	C20—C19—H19A	108.9
C5—C4—C3	120.2 (2)	N3—C19—H19B	108.9
C5—C4—H4B	119.9	C20—C19—H19B	108.9
C3—C4—H4B	119.9	H19A—C19—H19B	107.7
N2—C6—C3	114.1 (2)	N4—C22—C21	119.8 (2)
N2—C6—H6A	108.7	N4—C22—H22A	120.1
C3—C6—H6A	108.7	C21—C22—H22A	120.1
N2—C6—H6B	108.7	N1—C1—C2	120.4 (3)
C3—C6—H6B	108.7	N1—C1—H1B	119.8
H6A—C6—H6B	107.6	C2—C1—H1B	119.8
C12—C11—C9	108.83 (18)	O5—N5—O6	121.7 (2)
C12—C11—C18	106.99 (19)	O5—N5—O7	119.3 (2)
C9—C11—C18	106.61 (19)	O6—N5—O7	118.9 (2)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O6i	0.86	2.40	3.096 (3)	138
N1—H1A···O7i	0.86	1.90	2.728 (3)	161
N4—H4A···O9ii	0.86	1.93	2.771 (3)	164
C6—H6B···O3iii	0.97	2.57	3.386 (3)	142
C8—H8A···O8	0.98	2.30	3.155 (3)	145
C11—H11A···O5iv	0.98	2.48	3.386 (3)	153
C13—H13A···O5v	0.93	2.30	3.121 (3)	147
C14—H14A···O2iv	0.98	2.54	3.403 (3)	147
C19—H19A···O6vi	0.97	2.55	3.246 (3)	129
C21—H21A···O6vi	0.93	2.56	3.362 (3)	145
C22—H22A···O2vii	0.93	2.43	3.257 (3)	149
C23—H23A···O7v	0.93	2.56	3.345 (3)	143

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯O6i	0.86	2.40	3.096 (3)	138
N1—H1A⋯O7i	0.86	1.90	2.728 (3)	161
N4—H4A⋯O9ii	0.86	1.93	2.771 (3)	164
C6—H6B⋯O3iii	0.97	2.57	3.386 (3)	142
C8—H8A⋯O8	0.98	2.30	3.155 (3)	145
C11—H11A⋯O5iv	0.98	2.48	3.386 (3)	153
C13—H13A⋯O5v	0.93	2.30	3.121 (3)	147
C14—H14A⋯O2iv	0.98	2.54	3.403 (3)	147
C19—H19A⋯O6vi	0.97	2.55	3.246 (3)	129
C21—H21A⋯O6vi	0.93	2.56	3.362 (3)	145
C22—H22A⋯O2vii	0.93	2.43	3.257 (3)	149
C23—H23A⋯O7v	0.93	2.56	3.345 (3)	143

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) .