Bis(2,4,6-tri-amino-1,3,5-triazin-1-ium) 2-[bis-(carboxyl-atometh-yl)aza-nium-yl]acetate trihydrate.

The title compound, 2C3H7N6 (+)·C6H7NO6 (2-)·3H2O, was obtained by mixing melamine and nitrilo-tri-acetic acid in aqueous solution. There is proton transfer from the nitrilo-triacteic acid to melamine to produce two melaminium cations and an inter-nal proton transfer to generate the [HN(CH2COO)](2-) zwitterion. The melaminium cations are arranged in hydrogen-bonded tapes formed by N-H⋯N inter-actions. These tapes extend parallel to the [010] direction and are stacked parallel to the a axis at a mean separation of 3.3559 (11) Å. Between these tapes lie the anions and lattice water mol-ecules. Further O-H⋯O and N-H⋯O hydrogen bonds exist between the water mol-ecules, the anions, and the melaminium cations, generating a three-dimensional array. The crystal examined was found to be twinned by a twofold rotation about the direct lattice direction [100]. The two twin components were present in the ratio 0.5918:0.4082 (14).

Related literature

For compounds of melamine with simple carb­oxy­lic acid, see, for example: Froschauer & Weil (2012 ▶); Eppel & Bernstein (2009 ▶); Perpétuo & Janczak (2002 ▶). For those with tri­carb­oxy­lic acids, see: Eshtiagh-Hosseini et al. (2010 ▶); Huczynski et al. (2009 ▶); Perpetuo & Janczak (2003 ▶). For assignment of protonation on the grounds of bond angle and bond length, see: Childs et al. (2007 ▶) and Hingerty et al. (1981 ▶), respectively. An introduction to graph-set theory may be found in Etter et al. (1990 ▶).

Experimental

Crystal data

2C3H7N6 +·C6H7NO6 2−·3H2O

M = 497.43

Triclinic,

a = 6.7117 (11) Å

b = 12.1495 (19) Å

c = 13.102 (3) Å

α = 82.714 (15)°

β = 89.252 (16)°

γ = 83.238 (13)°

V = 1052.4 (3) Å3

Z = 2

Mo Kα radiation

μ = 0.13 mm−1

T = 150 K

0.36 × 0.16 × 0.04 mm

Data collection

Stoe IPDS2 diffractometer

Absorption correction: analytical (X-RED and X-SHAPE; Stoe & Cie, 2002 ▶) T min = 0.957, T max = 0.994

10946 measured reflections

10946 independent reflections

5515 reflections with I > 2σ(I)

Refinement

R[F 2 > 2σ(F 2)] = 0.084

wR(F 2) = 0.244

S = 0.95

10946 reflections

327 parameters

10 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.40 e Å−3

Δρmin = −0.48 e Å−3

Data collection: X-AREA (Stoe & Cie, 2002 ▶); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2002 ▶); program(s) used to solve structure: SHELXS86 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, New_Global_Publ_Block. DOI: 10.1107/S1600536813028250/zl2565sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813028250/zl2565Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536813028250/zl2565Isup3.cdx

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536813028250/zl2565Isup4.cml

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

2C3H7N6+·C6H7NO62−·3H2O	Z = 2
Mr = 497.43	F(000) = 524
Triclinic, P1	Dx = 1.570 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.7117 (11) Å	Cell parameters from 4000 reflections
b = 12.1495 (19) Å	θ = 1.7–29.5°
c = 13.102 (3) Å	µ = 0.13 mm−1
α = 82.714 (15)°	T = 150 K
β = 89.252 (16)°	Needle, colourless
γ = 83.238 (13)°	0.36 × 0.16 × 0.04 mm
V = 1052.4 (3) Å3

Stoe IPDS2 diffractometer	10946 independent reflections
Radiation source: fine-focus sealed tube	5515 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.000
Detector resolution: 6.67 pixels mm-1	θmax = 25.3°, θmin = 1.7°
ω scans	h = −8→7
Absorption correction: analytical (X-RED and X-SHAPE; Stoe & Cie, 2002)	k = −14→14
Tmin = 0.957, Tmax = 0.994	l = −15→15
10946 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)] = 0.084	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.244	H atoms treated by a mixture of independent and constrained refinement
S = 0.95	w = 1/[σ2(Fo2) + (0.1396P)2] where P = (Fo2 + 2Fc2)/3
10946 reflections	(Δ/σ)max < 0.001
327 parameters	Δρmax = 0.40 e Å−3
10 restraints	Δρmin = −0.48 e Å−3

Experimental. a face indexed abosorption correction was applied. this utilised the Tompa method implmented within Stoe X-Area.

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
C1	0.7947 (5)	0.3396 (3)	−0.0788 (3)	0.0284 (8)
C2	0.7256 (5)	0.4231 (3)	0.0654 (3)	0.0282 (8)
C3	0.7125 (5)	0.2304 (3)	0.0665 (3)	0.0269 (8)
N1	0.7670 (4)	0.2371 (2)	−0.0319 (2)	0.0288 (7)
N2	0.7753 (4)	0.4355 (2)	−0.0339 (2)	0.0283 (7)
N3	0.6891 (4)	0.3237 (2)	0.1167 (2)	0.0308 (7)
H3	0.6508	0.3189	0.1815	0.037*
N11	0.8471 (4)	0.3485 (2)	−0.1770 (2)	0.0312 (7)
H11A	0.8626	0.2887	−0.2093	0.037*
H11B	0.8665	0.4140	−0.2101	0.037*
N12	0.7108 (4)	0.5111 (2)	0.1170 (2)	0.0330 (7)
H12A	0.7337	0.5768	0.0856	0.040*
H12B	0.6781	0.5037	0.1826	0.040*
N13	0.6798 (4)	0.1346 (2)	0.1184 (3)	0.0329 (7)
H13A	0.6939	0.0735	0.0882	0.039*
H13B	0.6438	0.1314	0.1834	0.039*
C21	0.7361 (5)	0.8238 (3)	0.0554 (3)	0.0282 (8)
C22	0.7847 (5)	0.9412 (3)	−0.0907 (3)	0.0284 (8)
C23	0.7972 (5)	0.7470 (3)	−0.0937 (3)	0.0295 (8)
N21	0.7571 (4)	0.7302 (2)	0.0062 (2)	0.0283 (7)
N22	0.7439 (4)	0.9294 (2)	0.0094 (2)	0.0298 (7)
N23	0.8157 (4)	0.8499 (2)	−0.1437 (2)	0.0293 (7)
H23	0.8472	0.8584	−0.2094	0.035*
N31	0.7031 (4)	0.8087 (2)	0.1552 (2)	0.0337 (7)
H31A	0.6869	0.8664	0.1901	0.040*
H31B	0.6974	0.7409	0.1870	0.040*
N32	0.7965 (5)	1.0404 (2)	−0.1423 (2)	0.0348 (7)
H32A	0.7773	1.1004	−0.1106	0.042*
H32B	0.8237	1.0467	−0.2085	0.042*
N33	0.8209 (4)	0.6595 (2)	−0.1465 (2)	0.0309 (7)
H33A	0.8100	0.5920	−0.1150	0.037*
H33B	0.8475	0.6691	−0.2127	0.037*
N50	0.6450 (4)	0.3141 (2)	0.5208 (2)	0.0274 (6)
H50	0.6099	0.3799	0.4771	0.033*
C51	0.5536 (5)	0.3342 (3)	0.6213 (3)	0.0312 (8)
H51A	0.6403	0.3772	0.6577	0.037*
H51B	0.5447	0.2618	0.6641	0.037*
C52	0.3453 (5)	0.3985 (3)	0.6077 (3)	0.0310 (8)
C53	0.8705 (5)	0.2958 (3)	0.5187 (3)	0.0293 (8)
H53A	0.9235	0.3612	0.5418	0.035*
H53B	0.9149	0.2911	0.4469	0.035*
C54	0.9599 (5)	0.1904 (3)	0.5862 (3)	0.0306 (8)
C55	0.5523 (5)	0.2261 (3)	0.4741 (3)	0.0289 (8)
H55A	0.4121	0.2248	0.4983	0.035*
H55B	0.6271	0.1521	0.4970	0.035*
C56	0.5540 (5)	0.2475 (3)	0.3566 (3)	0.0321 (8)
O1	0.2949 (4)	0.4461 (2)	0.5204 (2)	0.0343 (6)
O2	0.2429 (4)	0.4017 (2)	0.6894 (2)	0.0354 (6)
O3	0.8994 (4)	0.1721 (2)	0.6763 (2)	0.0393 (7)
O4	1.0971 (4)	0.1308 (2)	0.5460 (2)	0.0509 (8)
O5	0.4934 (4)	0.1730 (2)	0.3111 (2)	0.0375 (6)
O6	0.6089 (4)	0.3375 (2)	0.3162 (2)	0.0366 (6)
O1W	−0.1047 (4)	0.5512 (2)	0.6739 (2)	0.0350 (6)
H1AW	−0.152 (6)	0.546 (4)	0.616 (2)	0.053*
H1BW	0.012 (4)	0.520 (3)	0.667 (3)	0.053*
O2W	1.0355 (5)	0.0954 (2)	0.3413 (2)	0.0458 (7)
H2AW	1.002 (8)	0.032 (2)	0.355 (4)	0.069*
H2BW	1.087 (7)	0.117 (4)	0.3894 (16)	0.069*
O3W	1.4067 (5)	0.0556 (2)	0.6843 (2)	0.0460 (7)
H3AW	1.302 (5)	0.067 (4)	0.648 (4)	0.069*
H3BW	1.455 (7)	−0.010 (2)	0.679 (4)	0.069*

	U11	U22	U33	U12	U13	U23
C1	0.0177 (17)	0.0277 (19)	0.039 (2)	−0.0022 (13)	−0.0022 (15)	−0.0002 (16)
C2	0.0198 (17)	0.0231 (18)	0.041 (2)	−0.0033 (13)	−0.0019 (15)	−0.0003 (15)
C3	0.0167 (16)	0.0252 (18)	0.038 (2)	−0.0027 (13)	−0.0014 (15)	−0.0003 (16)
N1	0.0241 (15)	0.0238 (15)	0.0374 (18)	−0.0041 (12)	−0.0017 (13)	0.0018 (13)
N2	0.0287 (15)	0.0220 (15)	0.0340 (17)	−0.0041 (12)	−0.0011 (13)	−0.0011 (13)
N3	0.0306 (16)	0.0251 (15)	0.0363 (18)	−0.0063 (12)	0.0025 (13)	0.0000 (13)
N11	0.0342 (16)	0.0253 (15)	0.0340 (18)	−0.0061 (12)	0.0023 (13)	−0.0009 (13)
N12	0.0413 (18)	0.0236 (15)	0.0348 (18)	−0.0078 (12)	0.0050 (14)	−0.0033 (13)
N13	0.0350 (17)	0.0230 (15)	0.0407 (19)	−0.0083 (12)	0.0041 (14)	0.0005 (14)
C21	0.0200 (17)	0.0247 (18)	0.038 (2)	−0.0021 (13)	−0.0007 (15)	0.0027 (16)
C22	0.0236 (18)	0.0228 (18)	0.039 (2)	−0.0023 (13)	−0.0027 (15)	−0.0047 (16)
C23	0.0191 (17)	0.0218 (18)	0.047 (2)	−0.0013 (13)	−0.0018 (15)	−0.0051 (16)
N21	0.0263 (15)	0.0221 (15)	0.0360 (18)	−0.0036 (11)	0.0008 (13)	−0.0011 (13)
N22	0.0281 (15)	0.0254 (16)	0.0353 (18)	−0.0023 (12)	0.0002 (13)	−0.0027 (13)
N23	0.0297 (16)	0.0222 (15)	0.0354 (17)	−0.0043 (12)	−0.0018 (13)	0.0009 (13)
N31	0.0356 (17)	0.0254 (16)	0.0396 (19)	−0.0038 (13)	0.0031 (14)	−0.0029 (14)
N32	0.0462 (18)	0.0241 (16)	0.0337 (18)	−0.0043 (13)	0.0028 (15)	−0.0021 (14)
N33	0.0326 (16)	0.0215 (15)	0.0373 (18)	−0.0020 (12)	0.0022 (13)	0.0000 (13)
N50	0.0253 (15)	0.0250 (15)	0.0314 (16)	−0.0067 (11)	0.0026 (12)	0.0019 (12)
C51	0.0286 (19)	0.0328 (19)	0.032 (2)	−0.0057 (14)	0.0007 (15)	−0.0028 (16)
C52	0.0275 (18)	0.0283 (19)	0.038 (2)	−0.0097 (14)	0.0008 (16)	−0.0031 (17)
C53	0.0252 (18)	0.0302 (19)	0.032 (2)	−0.0037 (14)	0.0039 (15)	−0.0006 (16)
C54	0.0225 (18)	0.0301 (19)	0.040 (2)	−0.0041 (14)	−0.0017 (16)	−0.0066 (17)
C55	0.0293 (18)	0.0261 (18)	0.031 (2)	−0.0056 (14)	0.0010 (15)	−0.0025 (16)
C56	0.0263 (19)	0.029 (2)	0.040 (2)	−0.0057 (15)	−0.0002 (16)	0.0005 (17)
O1	0.0307 (13)	0.0319 (14)	0.0381 (16)	−0.0018 (10)	−0.0008 (11)	0.0028 (12)
O2	0.0302 (14)	0.0356 (14)	0.0395 (15)	−0.0013 (10)	0.0061 (12)	−0.0041 (12)
O3	0.0345 (15)	0.0348 (15)	0.0441 (17)	0.0033 (11)	0.0022 (13)	0.0049 (13)
O4	0.0479 (17)	0.0594 (19)	0.0383 (16)	0.0229 (14)	0.0003 (14)	−0.0058 (14)
O5	0.0387 (15)	0.0350 (14)	0.0406 (15)	−0.0095 (11)	0.0011 (12)	−0.0068 (12)
O6	0.0425 (15)	0.0343 (14)	0.0331 (15)	−0.0087 (12)	−0.0005 (12)	−0.0001 (12)
O1W	0.0300 (14)	0.0362 (15)	0.0379 (15)	−0.0015 (11)	0.0013 (12)	−0.0033 (12)
O2W	0.0554 (18)	0.0409 (17)	0.0435 (17)	−0.0172 (14)	0.0046 (14)	−0.0040 (14)
O3W	0.0483 (18)	0.0360 (15)	0.0522 (19)	0.0020 (13)	−0.0064 (14)	−0.0056 (14)

C1—N11	1.324 (5)	N32—H32B	0.8800
C1—N1	1.350 (4)	N33—H33A	0.8800
C1—N2	1.362 (4)	N33—H33B	0.8800
C2—N12	1.329 (4)	N50—C51	1.482 (4)
C2—N2	1.334 (5)	N50—C55	1.496 (4)
C2—N3	1.353 (4)	N50—C53	1.504 (5)
C3—N13	1.312 (4)	N50—H50	0.9300
C3—N1	1.330 (5)	C51—C52	1.520 (5)
C3—N3	1.373 (4)	C51—H51A	0.9900
N3—H3	0.8800	C51—H51B	0.9900
N11—H11A	0.8800	C52—O1	1.247 (5)
N11—H11B	0.8800	C52—O2	1.267 (4)
N12—H12A	0.8800	C53—C54	1.525 (5)
N12—H12B	0.8800	C53—H53A	0.9900
N13—H13A	0.8800	C53—H53B	0.9900
N13—H13B	0.8800	C54—O3	1.246 (5)
C21—N31	1.317 (5)	C54—O4	1.256 (4)
C21—N22	1.353 (4)	C55—C56	1.528 (5)
C21—N21	1.368 (4)	C55—H55A	0.9900
C22—N32	1.315 (4)	C55—H55B	0.9900
C22—N22	1.329 (5)	C56—O6	1.247 (4)
C22—N23	1.375 (4)	C56—O5	1.253 (4)
C23—N21	1.328 (5)	O1W—H1AW	0.84 (2)
C23—N33	1.333 (4)	O1W—H1BW	0.84 (2)
C23—N23	1.355 (4)	O2W—H2AW	0.83 (2)
N23—H23	0.8800	O2W—H2BW	0.81 (2)
N31—H31A	0.8800	O3W—H3AW	0.84 (2)
N31—H31B	0.8800	O3W—H3BW	0.83 (2)
N32—H32A	0.8800
N11—C1—N1	117.6 (3)	C22—N32—H32B	120.0
N11—C1—N2	116.6 (3)	H32A—N32—H32B	120.0
N1—C1—N2	125.8 (3)	C23—N33—H33A	120.0
N12—C2—N2	119.4 (3)	C23—N33—H33B	120.0
N12—C2—N3	118.1 (3)	H33A—N33—H33B	120.0
N2—C2—N3	122.5 (3)	C51—N50—C55	112.0 (3)
N13—C3—N1	121.0 (3)	C51—N50—C53	115.8 (3)
N13—C3—N3	118.1 (3)	C55—N50—C53	112.2 (3)
N1—C3—N3	120.9 (3)	C51—N50—H50	105.2
C3—N1—C1	116.5 (3)	C55—N50—H50	105.2
C2—N2—C1	115.0 (3)	C53—N50—H50	105.2
C2—N3—C3	119.2 (3)	N50—C51—C52	111.3 (3)
C2—N3—H3	120.4	N50—C51—H51A	109.4
C3—N3—H3	120.4	C52—C51—H51A	109.4
C1—N11—H11A	120.0	N50—C51—H51B	109.4
C1—N11—H11B	120.0	C52—C51—H51B	109.4
H11A—N11—H11B	120.0	H51A—C51—H51B	108.0
C2—N12—H12A	120.0	O1—C52—O2	126.5 (3)
C2—N12—H12B	120.0	O1—C52—C51	118.3 (3)
H12A—N12—H12B	120.0	O2—C52—C51	115.1 (3)
C3—N13—H13A	120.0	N50—C53—C54	113.7 (3)
C3—N13—H13B	120.0	N50—C53—H53A	108.8
H13A—N13—H13B	120.0	C54—C53—H53A	108.8
N31—C21—N22	118.1 (3)	N50—C53—H53B	108.8
N31—C21—N21	116.6 (3)	C54—C53—H53B	108.8
N22—C21—N21	125.2 (3)	H53A—C53—H53B	107.7
N32—C22—N22	121.2 (3)	O3—C54—O4	125.1 (3)
N32—C22—N23	117.8 (3)	O3—C54—C53	118.9 (3)
N22—C22—N23	121.0 (3)	O4—C54—C53	115.9 (3)
N21—C23—N33	118.9 (3)	N50—C55—C56	111.5 (3)
N21—C23—N23	122.2 (3)	N50—C55—H55A	109.3
N33—C23—N23	119.0 (3)	C56—C55—H55A	109.3
C23—N21—C21	115.6 (3)	N50—C55—H55B	109.3
C22—N22—C21	116.5 (3)	C56—C55—H55B	109.3
C23—N23—C22	119.4 (3)	H55A—C55—H55B	108.0
C23—N23—H23	120.3	O6—C56—O5	126.9 (4)
C22—N23—H23	120.3	O6—C56—C55	117.4 (3)
C21—N31—H31A	120.0	O5—C56—C55	115.6 (3)
C21—N31—H31B	120.0	H1AW—O1W—H1BW	100 (4)
H31A—N31—H31B	120.0	H2AW—O2W—H2BW	113 (4)
C22—N32—H32A	120.0	H3AW—O3W—H3BW	105 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3···O5	0.88	2.60	3.296 (4)	136
N3—H3···O6	0.88	1.82	2.684 (4)	166
N11—H11A···O3i	0.88	2.18	3.042 (4)	166
N11—H11B···O1Wii	0.88	2.13	2.989 (4)	164
N12—H12A···N21	0.88	2.04	2.915 (4)	174
N12—H12B···O2iii	0.88	2.25	2.904 (4)	131
N12—H12B···O6	0.88	2.58	3.260 (4)	135
N13—H13A···N22iv	0.88	2.13	3.012 (4)	176
N13—H13B···O5	0.88	2.03	2.870 (4)	159
N23—H23···O2Wv	0.88	1.94	2.793 (4)	164
N31—H31A···O3Wvi	0.88	2.06	2.870 (4)	153
N31—H31B···O2iii	0.88	2.22	3.048 (4)	157
N32—H32A···N1vii	0.88	2.06	2.933 (4)	173
N32—H32B···O3viii	0.88	2.11	2.817 (4)	137
N33—H33A···N2	0.88	2.09	2.973 (4)	177
N33—H33B···O1Wii	0.88	2.19	2.850 (4)	132
N50—H50···O1iii	0.93	2.28	2.969 (4)	130
C55—H55A···O4ix	0.99	2.55	3.470 (5)	154
O1W—H1AW···O1x	0.84 (2)	2.02 (2)	2.856 (4)	172 (4)
O1W—H1BW···O2	0.84 (2)	1.98 (3)	2.775 (3)	157 (4)
O2W—H2AW···O3xi	0.83 (2)	2.57 (3)	3.265 (4)	143 (4)
O2W—H2AW···O4xi	0.83 (2)	2.38 (3)	3.168 (4)	159 (4)
O2W—H2BW···O4	0.81 (2)	2.08 (2)	2.812 (4)	150 (4)
O3W—H3AW···O4	0.84 (2)	1.95 (3)	2.768 (4)	163 (5)
O3W—H3BW···O5xi	0.83 (2)	1.96 (3)	2.773 (4)	165 (5)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3⋯O5	0.88	2.60	3.296 (4)	136
N3—H3⋯O6	0.88	1.82	2.684 (4)	166
N11—H11A⋯O3i	0.88	2.18	3.042 (4)	166
N11—H11B⋯O1W ii	0.88	2.13	2.989 (4)	164
N12—H12A⋯N21	0.88	2.04	2.915 (4)	174
N12—H12B⋯O2iii	0.88	2.25	2.904 (4)	131
N12—H12B⋯O6	0.88	2.58	3.260 (4)	135
N13—H13A⋯N22iv	0.88	2.13	3.012 (4)	176
N13—H13B⋯O5	0.88	2.03	2.870 (4)	159
N23—H23⋯O2W v	0.88	1.94	2.793 (4)	164
N31—H31A⋯O3W vi	0.88	2.06	2.870 (4)	153
N31—H31B⋯O2iii	0.88	2.22	3.048 (4)	157
N32—H32A⋯N1vii	0.88	2.06	2.933 (4)	173
N32—H32B⋯O3viii	0.88	2.11	2.817 (4)	137
N33—H33A⋯N2	0.88	2.09	2.973 (4)	177
N33—H33B⋯O1W ii	0.88	2.19	2.850 (4)	132
N50—H50⋯O1iii	0.93	2.28	2.969 (4)	130
C55—H55A⋯O4ix	0.99	2.55	3.470 (5)	154
O1W—H1AW⋯O1x	0.84 (2)	2.02 (2)	2.856 (4)	172 (4)
O1W—H1BW⋯O2	0.84 (2)	1.98 (3)	2.775 (3)	157 (4)
O2W—H2AW⋯O3xi	0.83 (2)	2.57 (3)	3.265 (4)	143 (4)
O2W—H2AW⋯O4xi	0.83 (2)	2.38 (3)	3.168 (4)	159 (4)
O2W—H2BW⋯O4	0.81 (2)	2.08 (2)	2.812 (4)	150 (4)
O3W—H3AW⋯O4	0.84 (2)	1.95 (3)	2.768 (4)	163 (5)
O3W—H3BW⋯O5xi	0.83 (2)	1.96 (3)	2.773 (4)	165 (5)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) ; (viii) ; (ix) ; (x) ; (xi) .