Tetrakis(2,6-di-methyl-pyridinium) di-hydrogen deca-vanadate dihydrate.

The structure of the title compound, (C7H10N)4[H2V10O28]·2H2O, was solved from a non-merohedrally twinned crystal (ratio of twin components ∼0.6:0.4). The asymmetric unit consists of one-half deca-vanadate anion (the other half completed by inversion symmetry), two 2,6-di-methyl-pyridinium cations and one water mol-ecule of crystallization. In the crystal, the components are connected by strong N-H⋯O and O-H⋯O hydrogen bonds, forming a supra-molecular chain along the b-axis direction. There are weak C-H⋯O inter-actions between the chains.

Related literature

For our previously published research on polyoxidovanadates, see: Rakovský & Gyepes (2006 ▶); Pacigová et al. (2007 ▶); Klištincová et al. (2008 ▶, 2010 ▶); Bartošová et al. (2012 ▶). For more general background to their applications, see: Crans (1998 ▶); Hagrman et al. (2001 ▶). Other deca­vanadates with pyridinium derivatives as the cations have been reported by Asgedom et al. (1996 ▶); Arrieta et al. (1988 ▶); Santi­ago et al. (1988 ▶). For IR spectra inter­pretation, see: Ban-Oganowska et al. (2002 ▶); Elassal et al. (2011 ▶); Medhi & Mukherjee (1965 ▶). For hydrogen-bond criteria, see: Jeffrey (1997 ▶).

Experimental

Crystal data

(C7H10N)4[H2V10O28]·2H2O

M = 1428.09

Monoclinic,

a = 24.7777 (5) Å

b = 8.35654 (16) Å

c = 25.0089 (6) Å

β = 113.878 (3)°

V = 4735.0 (2) Å3

Z = 4

Mo Kα radiation

μ = 1.98 mm−1

T = 293 K

0.41 × 0.22 × 0.08 mm

Data collection

Oxford Diffraction Gemini R diffractometer

Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014 ▶) T min = 0.575, T max = 0.873

59285 measured reflections

5867 independent reflections

5086 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.031

wR(F 2) = 0.084

S = 1.08

5867 reflections

344 parameters

6 restraints

H atoms treated by a mixture of constrained and restrained refinement

Δρmax = 0.77 e Å−3

Δρmin = −0.39 e Å−3

Data collection: CrysAlis PRO (Agilent, 2014 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR2004 (Burla et al., 2005 ▶); program(s) used to refine structure: SHELXL2014/1 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2010 ▶); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009 ▶) and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, Ie. DOI: 10.1107/S1600536814011118/gk2606sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814011118/gk2606Isup2.hkl

CCDC reference: 1003037

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

(C7H10N)4[H2V10O28]·2H2O	F(000) = 2848
Mr = 1428.09	Dx = 2.003 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 27323 reflections
a = 24.7777 (5) Å	θ = 3.6–28.7°
b = 8.35654 (16) Å	µ = 1.98 mm−1
c = 25.0089 (6) Å	T = 293 K
β = 113.878 (3)°	Plate, orange
V = 4735.0 (2) Å3	0.41 × 0.22 × 0.08 mm
Z = 4

Oxford Diffraction Gemini R diffractometer	5867 independent reflections
Radiation source: Enhance (Mo) X-ray Source	5086 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.032
Detector resolution: 10.4340 pixels mm-1	θmax = 28.9°, θmin = 3.5°
ω–scans	h = −33→33
Absorption correction: gaussian (CrysAlis PRO; Agilent, 2014)	k = −11→11
Tmin = 0.575, Tmax = 0.873	l = −33→33
59285 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)] = 0.031	Hydrogen site location: difference Fourier map
wR(F2) = 0.084	H atoms treated by a mixture of independent and constrained refinement
S = 1.08	w = 1/[σ2(Fo2) + (0.0401P)2 + 8.437P] where P = (Fo2 + 2Fc2)/3
5867 reflections	(Δ/σ)max = 0.001
344 parameters	Δρmax = 0.77 e Å−3
6 restraints	Δρmin = −0.39 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.

	x	y	z	Uiso*/Ueq
V1	0.81781 (2)	0.47465 (4)	0.51737 (2)	0.02165 (9)
V2	0.70304 (2)	0.55586 (4)	0.40183 (2)	0.02228 (9)
V3	0.60060 (2)	0.74652 (5)	0.41309 (2)	0.02433 (9)
V4	0.68019 (2)	0.91657 (5)	0.36342 (2)	0.02475 (9)
V5	0.79281 (2)	0.82080 (4)	0.47073 (2)	0.01834 (8)
O1	0.82181 (7)	0.30171 (19)	0.49035 (7)	0.0303 (3)
O2	0.70776 (8)	0.3908 (2)	0.37228 (7)	0.0342 (4)
O3	0.53181 (7)	0.7150 (2)	0.39512 (8)	0.0374 (4)
O4	0.67212 (8)	1.0004 (2)	0.30321 (7)	0.0371 (4)
O5	0.60486 (6)	0.8555 (2)	0.35266 (6)	0.0281 (3)
O6	0.76907 (6)	0.91441 (18)	0.40574 (6)	0.0237 (3)
O7	0.86611 (6)	0.84722 (18)	0.50288 (6)	0.0238 (3)
O8	0.62630 (6)	0.55718 (18)	0.39335 (6)	0.0254 (3)
O9	0.69435 (7)	0.69902 (19)	0.34630 (6)	0.0258 (3)
O10	0.88874 (6)	0.55388 (19)	0.54352 (7)	0.0254 (3)
O11	0.81944 (7)	0.41941 (18)	0.58919 (7)	0.0261 (3)
O12	0.78823 (6)	0.60759 (17)	0.44582 (6)	0.0204 (3)
O13	0.72489 (6)	0.48316 (17)	0.48854 (6)	0.0203 (3)
O14	0.70334 (6)	0.78365 (17)	0.45323 (6)	0.0192 (3)
H13	0.7096 (11)	0.407 (3)	0.4957 (11)	0.029*
N1	0.66681 (9)	0.6432 (3)	0.23502 (8)	0.0326 (4)
H1	0.6763 (13)	0.660 (4)	0.2699 (8)	0.049*
C11	0.57585 (15)	0.5319 (5)	0.23387 (15)	0.0640 (10)
H11A	0.5905	0.4366	0.2566	0.096*
H11B	0.5364	0.5137	0.2055	0.096*
H11C	0.5758	0.6181	0.2592	0.096*
C12	0.61462 (12)	0.5743 (3)	0.20330 (11)	0.0395 (6)
C13	0.60049 (13)	0.5490 (4)	0.14473 (12)	0.0488 (7)
H13A	0.5644	0.5035	0.1212	0.059*
C14	0.63984 (13)	0.5913 (4)	0.12099 (11)	0.0498 (8)
H14	0.6309	0.5702	0.0818	0.060*
C15	0.69227 (13)	0.6644 (3)	0.15484 (12)	0.0420 (6)
H15	0.7182	0.6963	0.1385	0.050*
C16	0.70592 (11)	0.6900 (3)	0.21315 (11)	0.0344 (5)
C17	0.76196 (14)	0.7645 (4)	0.25454 (15)	0.0542 (8)
H17A	0.7806	0.6952	0.2876	0.081*
H17B	0.7535	0.8656	0.2676	0.081*
H17C	0.7879	0.7806	0.2351	0.081*
N2	0.49294 (9)	0.1465 (3)	0.38718 (9)	0.0333 (4)
H2	0.5234 (10)	0.170 (4)	0.3827 (13)	0.050*
C21	0.46457 (12)	0.0171 (4)	0.29325 (12)	0.0489 (7)
H21A	0.4366	−0.0615	0.2702	0.073*
H21B	0.5038	−0.0253	0.3058	0.073*
H21C	0.4610	0.1115	0.2702	0.073*
C22	0.45261 (10)	0.0582 (3)	0.34534 (11)	0.0353 (5)
C23	0.40287 (13)	0.0113 (4)	0.35294 (15)	0.0536 (8)
H23	0.3737	−0.0482	0.3242	0.064*
C24	0.39681 (16)	0.0534 (5)	0.40350 (18)	0.0674 (10)
H24	0.3634	0.0221	0.4091	0.081*
C25	0.43990 (16)	0.1415 (5)	0.44557 (15)	0.0629 (10)
H25	0.4361	0.1680	0.4800	0.075*
C26	0.48857 (13)	0.1904 (4)	0.43713 (12)	0.0453 (7)
C27	0.53721 (15)	0.2890 (5)	0.47929 (15)	0.0758 (12)
H27A	0.5409	0.3863	0.4606	0.114*
H27B	0.5736	0.2303	0.4920	0.114*
H27C	0.5286	0.3140	0.5125	0.114*
O1W	0.57679 (8)	0.2656 (2)	0.35592 (9)	0.0425 (4)
H1W	0.6068 (11)	0.208 (3)	0.3669 (15)	0.064*
H2W	0.5882 (14)	0.357 (2)	0.3674 (15)	0.064*

	U11	U22	U33	U12	U13	U23
V1	0.02131 (17)	0.01978 (18)	0.02536 (18)	0.00097 (13)	0.01099 (14)	0.00127 (13)
V2	0.02531 (18)	0.02300 (18)	0.01948 (17)	−0.00306 (14)	0.01005 (14)	−0.00278 (13)
V3	0.01854 (17)	0.0285 (2)	0.02501 (19)	−0.00254 (13)	0.00786 (14)	0.00077 (14)
V4	0.02526 (18)	0.0288 (2)	0.02013 (18)	−0.00009 (14)	0.00916 (14)	0.00546 (14)
V5	0.01910 (16)	0.01996 (17)	0.01882 (17)	−0.00175 (12)	0.01063 (13)	0.00133 (12)
O1	0.0325 (8)	0.0226 (8)	0.0393 (9)	0.0017 (6)	0.0182 (7)	−0.0010 (7)
O2	0.0425 (9)	0.0288 (9)	0.0352 (9)	−0.0049 (7)	0.0196 (8)	−0.0096 (7)
O3	0.0220 (8)	0.0459 (10)	0.0418 (10)	−0.0054 (7)	0.0104 (7)	0.0006 (8)
O4	0.0378 (9)	0.0459 (10)	0.0265 (8)	−0.0009 (8)	0.0119 (7)	0.0116 (8)
O5	0.0229 (7)	0.0341 (9)	0.0238 (7)	−0.0007 (6)	0.0058 (6)	0.0046 (6)
O6	0.0256 (7)	0.0263 (8)	0.0223 (7)	−0.0023 (6)	0.0130 (6)	0.0047 (6)
O7	0.0211 (7)	0.0271 (8)	0.0261 (7)	−0.0026 (6)	0.0125 (6)	−0.0002 (6)
O8	0.0244 (7)	0.0260 (8)	0.0249 (7)	−0.0059 (6)	0.0089 (6)	−0.0028 (6)
O9	0.0289 (8)	0.0316 (8)	0.0180 (7)	−0.0034 (6)	0.0107 (6)	−0.0008 (6)
O10	0.0208 (7)	0.0278 (8)	0.0297 (8)	0.0021 (6)	0.0122 (6)	0.0019 (6)
O11	0.0263 (7)	0.0243 (8)	0.0279 (8)	0.0011 (6)	0.0113 (6)	0.0064 (6)
O12	0.0230 (7)	0.0214 (7)	0.0203 (7)	−0.0012 (5)	0.0125 (5)	−0.0010 (5)
O13	0.0226 (7)	0.0181 (7)	0.0225 (7)	−0.0039 (5)	0.0117 (6)	−0.0003 (5)
O14	0.0201 (6)	0.0216 (7)	0.0179 (6)	−0.0006 (5)	0.0097 (5)	0.0013 (5)
N1	0.0405 (11)	0.0356 (11)	0.0211 (9)	0.0010 (9)	0.0118 (8)	−0.0025 (8)
C11	0.0545 (19)	0.087 (3)	0.0526 (19)	−0.0222 (18)	0.0243 (15)	−0.0066 (18)
C12	0.0385 (13)	0.0433 (15)	0.0332 (13)	−0.0004 (11)	0.0109 (10)	−0.0037 (11)
C13	0.0405 (15)	0.063 (2)	0.0323 (14)	0.0043 (13)	0.0034 (11)	−0.0131 (13)
C14	0.0530 (16)	0.069 (2)	0.0234 (12)	0.0252 (15)	0.0117 (11)	−0.0029 (12)
C15	0.0517 (16)	0.0445 (15)	0.0386 (14)	0.0181 (12)	0.0275 (12)	0.0038 (12)
C16	0.0406 (13)	0.0294 (12)	0.0362 (13)	0.0050 (10)	0.0186 (10)	−0.0030 (10)
C17	0.0502 (17)	0.0553 (19)	0.063 (2)	−0.0145 (14)	0.0293 (15)	−0.0199 (16)
N2	0.0273 (10)	0.0437 (12)	0.0305 (10)	0.0029 (9)	0.0134 (8)	−0.0008 (9)
C21	0.0386 (14)	0.075 (2)	0.0339 (14)	−0.0052 (14)	0.0153 (11)	−0.0131 (14)
C22	0.0291 (11)	0.0425 (14)	0.0365 (13)	−0.0005 (10)	0.0155 (10)	−0.0022 (11)
C23	0.0396 (15)	0.0593 (19)	0.070 (2)	−0.0120 (14)	0.0303 (15)	−0.0107 (16)
C24	0.057 (2)	0.083 (3)	0.087 (3)	−0.0003 (19)	0.056 (2)	0.004 (2)
C25	0.069 (2)	0.087 (3)	0.0500 (18)	0.023 (2)	0.0415 (17)	0.0048 (18)
C26	0.0453 (15)	0.0560 (18)	0.0327 (13)	0.0176 (13)	0.0139 (11)	−0.0036 (12)
C27	0.057 (2)	0.100 (3)	0.053 (2)	0.016 (2)	0.0038 (16)	−0.038 (2)
O1W	0.0294 (9)	0.0320 (10)	0.0617 (13)	−0.0050 (7)	0.0139 (9)	−0.0002 (9)

V1—O1	1.6153 (16)	C11—H11B	0.9600
V1—O10	1.7390 (15)	C11—H11C	0.9600
V1—O11	1.8391 (15)	C11—C12	1.492 (4)
V1—O12	1.9776 (14)	C12—C13	1.378 (4)
V1—O13	2.1170 (14)	C13—H13A	0.9300
V1—O14i	2.2818 (14)	C13—C14	1.377 (4)
V2—O2	1.5916 (17)	C14—H14	0.9300
V2—O8	1.8261 (15)	C14—C15	1.374 (4)
V2—O9	1.7788 (15)	C15—H15	0.9300
V2—O12	1.9931 (14)	C15—C16	1.374 (3)
V2—O13	2.1009 (15)	C16—C17	1.491 (4)
V2—O14	2.2952 (14)	C17—H17A	0.9600
V3—O3	1.5990 (16)	C17—H17B	0.9600
V3—O5	1.8035 (16)	C17—H17C	0.9600
V3—O7i	2.0752 (15)	N2—H2	0.830 (17)
V3—O8	1.8458 (16)	N2—C22	1.338 (3)
V3—O10i	1.9487 (16)	N2—C26	1.348 (3)
V3—O14	2.3486 (14)	C21—H21A	0.9600
V4—O4	1.5983 (16)	C21—H21B	0.9600
V4—O5	1.8468 (15)	C21—H21C	0.9600
V4—O6	2.0208 (15)	C21—C22	1.488 (3)
V4—O9	1.9321 (16)	C22—C23	1.378 (4)
V4—O11i	1.8097 (16)	C23—H23	0.9300
V4—O14	2.3588 (14)	C23—C24	1.378 (5)
V5—O6	1.6810 (14)	C24—H24	0.9300
V5—O7	1.6768 (14)	C24—C25	1.371 (5)
V5—O12	1.8757 (15)	C25—H25	0.9300
V5—O13i	2.0678 (15)	C25—C26	1.368 (5)
V5—O14i	2.0592 (13)	C26—C27	1.488 (5)
V5—O14	2.1015 (13)	C27—H27A	0.9600
O13—H13	0.796 (17)	C27—H27B	0.9600
N1—H1	0.817 (17)	C27—H27C	0.9600
N1—C12	1.343 (3)	O1W—H1W	0.832 (17)
N1—C16	1.349 (3)	O1W—H2W	0.825 (17)
C11—H11A	0.9600
O1—V1—O10	105.91 (8)	V5—O12—V2	107.31 (7)
O1—V1—O11	101.72 (8)	V1—O13—H13	116.6 (19)
O1—V1—O12	100.78 (7)	V2—O13—V1	98.72 (6)
O1—V1—O13	97.47 (7)	V2—O13—H13	121.1 (19)
O1—V1—O14i	171.01 (7)	V5i—O13—V1	106.09 (6)
O10—V1—O11	96.25 (7)	V5i—O13—V2	105.18 (6)
O10—V1—O12	94.27 (7)	V5i—O13—H13	107.7 (19)
O10—V1—O13	155.43 (7)	V1i—O14—V2	164.90 (7)
O10—V1—O14i	82.58 (6)	V1i—O14—V3	84.49 (5)
O11—V1—O12	151.43 (6)	V1i—O14—V4	83.74 (5)
O11—V1—O13	86.10 (6)	V2—O14—V3	83.90 (5)
O11—V1—O14i	79.89 (6)	V2—O14—V4	85.00 (5)
O12—V1—O13	73.70 (6)	V3—O14—V4	81.46 (4)
O12—V1—O14i	75.23 (5)	V5—O14—V1i	99.36 (6)
O13—V1—O14i	73.74 (5)	V5i—O14—V1i	90.48 (5)
O2—V2—O8	102.71 (8)	V5i—O14—V2	98.86 (6)
O2—V2—O9	103.22 (8)	V5—O14—V2	90.18 (5)
O2—V2—O12	100.59 (8)	V5—O14—V3	167.97 (7)
O2—V2—O13	101.07 (8)	V5i—O14—V3	88.61 (5)
O2—V2—O14	174.13 (8)	V5—O14—V4	87.61 (5)
O8—V2—O12	152.03 (6)	V5i—O14—V4	168.93 (7)
O8—V2—O13	86.72 (6)	V5i—O14—V5	102.69 (6)
O8—V2—O14	80.05 (6)	C12—N1—H1	120 (2)
O9—V2—O8	96.54 (7)	C12—N1—C16	124.2 (2)
O9—V2—O12	92.96 (6)	C16—N1—H1	116 (2)
O9—V2—O13	154.09 (7)	H11A—C11—H11B	109.5
O9—V2—O14	81.46 (6)	H11A—C11—H11C	109.5
O12—V2—O13	73.75 (6)	H11B—C11—H11C	109.5
O12—V2—O14	75.43 (5)	C12—C11—H11A	109.5
O13—V2—O14	73.78 (5)	C12—C11—H11B	109.5
O3—V3—O5	105.36 (8)	C12—C11—H11C	109.5
O3—V3—O7i	99.44 (8)	N1—C12—C11	117.7 (2)
O3—V3—O8	103.16 (8)	N1—C12—C13	117.6 (3)
O3—V3—O10i	100.73 (8)	C13—C12—C11	124.7 (3)
O3—V3—O14	171.75 (7)	C12—C13—H13A	120.0
O5—V3—O7i	154.82 (6)	C14—C13—C12	120.0 (3)
O5—V3—O8	93.73 (7)	C14—C13—H13A	120.0
O5—V3—O10i	89.65 (7)	C13—C14—H14	119.8
O5—V3—O14	82.56 (6)	C15—C14—C13	120.4 (2)
O7i—V3—O14	72.50 (5)	C15—C14—H14	119.8
O8—V3—O7i	84.75 (6)	C14—C15—H15	120.4
O8—V3—O10i	154.02 (6)	C16—C15—C14	119.2 (3)
O8—V3—O14	78.23 (6)	C16—C15—H15	120.4
O10i—V3—O7i	81.40 (6)	N1—C16—C15	118.5 (2)
O10i—V3—O14	76.69 (6)	N1—C16—C17	117.3 (2)
O4—V4—O5	104.49 (8)	C15—C16—C17	124.2 (3)
O4—V4—O6	101.04 (8)	C16—C17—H17A	109.5
O4—V4—O9	99.69 (8)	C16—C17—H17B	109.5
O4—V4—O11i	104.52 (9)	C16—C17—H17C	109.5
O4—V4—O14	173.18 (8)	H17A—C17—H17B	109.5
O5—V4—O6	153.74 (6)	H17A—C17—H17C	109.5
O5—V4—O9	88.34 (7)	H17B—C17—H17C	109.5
O5—V4—O14	81.40 (6)	C22—N2—H2	117 (2)
O6—V4—O14	72.76 (5)	C22—N2—C26	124.0 (2)
O9—V4—O6	81.40 (6)	C26—N2—H2	119 (2)
O9—V4—O14	76.82 (6)	H21A—C21—H21B	109.5
O11i—V4—O5	92.39 (7)	H21A—C21—H21C	109.5
O11i—V4—O6	87.03 (7)	H21B—C21—H21C	109.5
O11i—V4—O9	154.77 (7)	C22—C21—H21A	109.5
O11i—V4—O14	78.36 (6)	C22—C21—H21B	109.5
O6—V5—O12	99.81 (7)	C22—C21—H21C	109.5
O6—V5—O13i	92.68 (7)	N2—C22—C21	117.5 (2)
O6—V5—O14i	163.23 (6)	N2—C22—C23	118.4 (2)
O6—V5—O14	86.60 (6)	C23—C22—C21	124.1 (3)
O7—V5—O6	106.83 (7)	C22—C23—H23	120.3
O7—V5—O12	101.10 (7)	C22—C23—C24	119.3 (3)
O7—V5—O13i	93.67 (7)	C24—C23—H23	120.3
O7—V5—O14i	88.66 (6)	C23—C24—H24	120.0
O7—V5—O14	164.97 (6)	C25—C24—C23	120.1 (3)
O12—V5—O13i	156.90 (6)	C25—C24—H24	120.0
O12—V5—O14i	83.00 (6)	C24—C25—H25	119.9
O12—V5—O14	82.74 (6)	C26—C25—C24	120.2 (3)
O13i—V5—O14	78.66 (6)	C26—C25—H25	119.9
O14i—V5—O13i	79.67 (6)	N2—C26—C25	117.9 (3)
O14i—V5—O14	77.31 (6)	N2—C26—C27	117.5 (3)
V3—O5—V4	114.58 (8)	C25—C26—C27	124.6 (3)
V5—O6—V4	113.02 (7)	C26—C27—H27A	109.5
V5—O7—V3i	110.20 (7)	C26—C27—H27B	109.5
V2—O8—V3	115.45 (8)	C26—C27—H27C	109.5
V2—O9—V4	115.80 (8)	H27A—C27—H27B	109.5
V1—O10—V3i	115.08 (8)	H27A—C27—H27C	109.5
V4i—O11—V1	116.22 (8)	H27B—C27—H27C	109.5
V1—O12—V2	107.42 (7)	H1W—O1W—H2W	107 (2)
V5—O12—V1	106.42 (7)

D—H···A	D—H	H···A	D···A	D—H···A
O13—H13···O1ii	0.80 (2)	2.00 (2)	2.789 (2)	172 (3)
N1—H1···O9	0.82 (2)	1.81 (2)	2.625 (2)	178 (3)
C15—H15···O2iii	0.93	2.54	3.396 (3)	152
N2—H2···O1W	0.83 (2)	1.89 (2)	2.689 (3)	163 (3)
C21—H21A···O4iv	0.96	2.62	3.270 (3)	125
C21—H21B···O5v	0.96	2.50	3.454 (3)	171
C24—H24···O12vi	0.93	2.49	3.297 (3)	145
C25—H25···O7vi	0.93	2.53	3.237 (3)	134
C25—H25···O10vi	0.93	2.51	3.264 (3)	138
C27—H27B···O1ii	0.96	2.46	3.347 (4)	153
O1W—H1W···O11ii	0.83 (2)	2.02 (2)	2.833 (2)	168 (3)
O1W—H2W···O8	0.83 (2)	1.90 (2)	2.718 (2)	171 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O13—H13⋯O1i	0.80 (2)	2.00 (2)	2.789 (2)	172 (3)
N1—H1⋯O9	0.82 (2)	1.81 (2)	2.625 (2)	178 (3)
C15—H15⋯O2ii	0.93	2.54	3.396 (3)	152
N2—H2⋯O1W	0.83 (2)	1.89 (2)	2.689 (3)	163 (3)
C21—H21A⋯O4iii	0.96	2.62	3.270 (3)	125
C21—H21B⋯O5iv	0.96	2.50	3.454 (3)	171
C24—H24⋯O12v	0.93	2.49	3.297 (3)	145
C25—H25⋯O7v	0.93	2.53	3.237 (3)	134
C25—H25⋯O10v	0.93	2.51	3.264 (3)	138
C27—H27B⋯O1i	0.96	2.46	3.347 (4)	153
O1W—H1W⋯O11i	0.83 (2)	2.02 (2)	2.833 (2)	168 (3)
O1W—H2W⋯O8	0.83 (2)	1.90 (2)	2.718 (2)	171 (3)

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