Hydro­gen-bonded supramolecular motifs in trimethoprim–terephthalate–terephthalic acid (2/1/1)

In the title compound [2,4-di­amino-5-(3,4,5-tri­methoxy­benzyl)­pyrimidin-1-ium terephthalate terephthalic acid], 2C₁₄H₁₉N₄O₃⁺·C₈H₄O₄²⁻·C₈H₆O₄, the trimethoprim mol­ecule is protonated at one of the pyrimidine N atoms. The terephthalate anion and terephthalic acid mol­ecule are centrosymmetric. The carboxyl­ate groups of the terephthalate anion form double hydrogen bonds of type N—H...O, resulting in a fork-like interaction with the protonated di­amino­pyrimidine rings.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.045
• wR factor = 0.136
• Data-to-parameter ratio = 17.1

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level A:



DIFF_019  Alert A _diffrn_standards_number is missing
          Number of standards used in measurement.

DIFF_020  Alert A _diffrn_standards_interval_count and
          _diffrn_standards_interval_time are missing. Number of measurements
          between standards or time (min) between standards.


 Alert Level B:



REFLT_03
         From the CIF: _diffrn_reflns_theta_max           32.41
         From the CIF: _reflns_number_total               6741
         TEST2: Reflns within _diffrn_reflns_theta_max
         Count of symmetry unique reflns         7602
         Completeness (_total/calc)             88.67%
          Alert B: < 90% complete (theta max?)


 Alert Level C:



PLAT_420  Alert C D-H Without Acceptor       N(2)   -   H(2B)             ?


 2 Alert Level A = Potentially serious problem

 1 Alert Level B = Potential problem

 1 Alert Level C = Please check

---

Computing details

Data collection: SMART (Bruker, 1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 1997) and ORTEPII (Johnson, 1976); software used to prepare material for publication: PLATON.

2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidin-1-ium terephthalate terephthalic acid

Crystal data

2C14H19N4O3^+·C8H4O4^2^−·C8H6O4	Z = 1
Mr = 912.90	F(000) = 480
Triclinic, P1	Dx = 1.430 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71069 Å
a = 8.438 (2) Å	Cell parameters from 1010 reflections
b = 10.760 (3) Å	θ = 1.6–32.0°
c = 12.538 (3) Å	µ = 0.11 mm^−1
α = 90.26 (3)°	T = 293 K
β = 98.22 (2)°	Plate, colourless
γ = 109.54 (3)°	0.22 × 0.22 × 0.14 mm
V = 1060.1 (5) Å^3

Data collection

Bruker SMART diffractometer	4992 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.019
Graphite monochromator	θmax = 32.4°, θmin = 1.6°
ω scans	h = −12→12
16182 measured reflections	k = −15→15
6741 independent reflections	l = −18→18

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.045	Hydrogen site location: located from difmap
wR(F^2) = 0.136	All H-atom parameters refined
S = 1.04	w = 1/[σ^2(Fo^2) + (0.084P)^2] where P = (Fo^2 + 2Fc^2)/3
6741 reflections	(Δ/σ)max < 0.001
395 parameters	Δρmax = 0.29 e Å^−3
0 restraints	Δρmin = −0.24 e Å^−3
0 constraints

Special details

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All e.s.d.'s are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F² for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating -R-factor-obs 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 (Ų)

	x	y	z	Uiso*/Ueq
O1	1.00440 (13)	0.79830 (10)	−0.18758 (6)	0.0507 (3)
O2	0.74369 (12)	0.88198 (9)	−0.17815 (7)	0.0490 (3)
O3	0.63677 (12)	0.90440 (10)	0.01253 (7)	0.0490 (3)
N1	0.88613 (12)	0.58973 (9)	0.41553 (7)	0.0346 (3)
N2	0.80617 (19)	0.64306 (12)	0.57152 (11)	0.0585 (4)
N3	0.93818 (13)	0.81242 (9)	0.46848 (7)	0.0363 (3)
N4	1.06430 (15)	0.97817 (9)	0.36357 (8)	0.0400 (3)
C1'	1.01150 (14)	0.80973 (10)	0.10758 (8)	0.0299 (3)
C2	0.87713 (15)	0.68364 (11)	0.48445 (9)	0.0359 (3)
C2'	1.05884 (15)	0.79090 (11)	0.00852 (8)	0.0337 (3)
C3'	0.96597 (15)	0.81236 (11)	−0.08673 (8)	0.0360 (3)
C4	1.01079 (14)	0.84885 (10)	0.37984 (8)	0.0303 (3)
C4'	0.82701 (15)	0.85270 (11)	−0.08314 (8)	0.0367 (3)
C5	1.03176 (13)	0.75525 (10)	0.30621 (7)	0.0289 (3)
C5'	0.77713 (14)	0.86766 (11)	0.01569 (9)	0.0349 (3)
C6	0.96769 (14)	0.62701 (10)	0.32926 (8)	0.0329 (3)
C6'	0.86970 (14)	0.84624 (11)	0.11112 (8)	0.0330 (3)
C7	1.12145 (14)	0.79363 (11)	0.21017 (8)	0.0331 (3)
C8	1.1259 (2)	0.73478 (18)	−0.19545 (13)	0.0597 (5)
C9	0.5900 (2)	0.78103 (17)	−0.22205 (13)	0.0564 (5)
C10	0.5755 (2)	0.91176 (17)	0.11107 (13)	0.0538 (5)
O6	0.23344 (14)	0.52107 (11)	0.20026 (9)	0.0623 (4)
O7	0.50441 (14)	0.61545 (12)	0.27364 (9)	0.0615 (3)
C15	0.44560 (15)	0.52733 (11)	0.09379 (10)	0.0380 (3)
C16	0.33209 (17)	0.49069 (13)	−0.00236 (11)	0.0438 (4)
C17	0.61367 (16)	0.53640 (13)	0.09574 (11)	0.0440 (3)
C18	0.38252 (17)	0.55372 (11)	0.19391 (11)	0.0430 (4)
O4	0.37808 (14)	0.63900 (8)	0.44246 (8)	0.0528 (3)
O5	0.24182 (12)	0.67291 (8)	0.57057 (7)	0.0422 (3)
C11	0.42420 (13)	0.86223 (9)	0.50146 (8)	0.0296 (3)
C12	0.37825 (15)	0.94741 (11)	0.56479 (9)	0.0363 (3)
C13	0.54704 (15)	0.91618 (11)	0.43632 (9)	0.0367 (3)
C14	0.34234 (14)	0.71427 (10)	0.50504 (8)	0.0311 (3)
H1	0.835 (2)	0.4948 (17)	0.4289 (13)	0.061 (5)*
H6	0.9727 (16)	0.5556 (13)	0.2855 (11)	0.034 (3)*
H2	1.1545 (18)	0.7642 (14)	0.0086 (11)	0.041 (3)*
H2A	0.747 (2)	0.5557 (19)	0.5743 (14)	0.063 (5)*
H2B	0.809 (2)	0.7030 (19)	0.6193 (15)	0.066 (5)*
H4A	1.108 (2)	1.0058 (16)	0.3073 (14)	0.052 (4)*
H4B	1.0494 (19)	1.0341 (16)	0.4098 (13)	0.049 (4)*
H6'	0.8349 (18)	0.8617 (14)	0.1816 (12)	0.045 (4)*
H7A	1.167 (2)	0.7250 (16)	0.1934 (12)	0.052 (4)*
H7B	1.224 (2)	0.8833 (16)	0.2283 (12)	0.049 (4)*
H8A	1.242 (2)	0.7897 (18)	−0.1523 (15)	0.063 (5)*
H8B	1.136 (2)	0.7296 (18)	−0.2665 (16)	0.069 (5)*
H8C	1.085 (2)	0.645 (2)	−0.1632 (15)	0.074 (5)*
H9A	0.618 (3)	0.706 (3)	−0.2490 (19)	0.105 (8)*
H9B	0.533 (3)	0.810 (2)	−0.2799 (19)	0.091 (6)*
H9C	0.514 (3)	0.746 (2)	−0.1731 (17)	0.079 (6)*
H10A	0.482 (3)	0.9395 (19)	0.0951 (15)	0.072 (5)*
H10B	0.543 (2)	0.8251 (19)	0.1458 (14)	0.066 (5)*
H10C	0.665 (2)	0.9792 (19)	0.1656 (15)	0.070 (5)*
H7	0.456 (3)	0.627 (2)	0.3339 (18)	0.084 (6)*
H16	0.214 (2)	0.4824 (17)	−0.0032 (13)	0.061 (5)*
H17	0.699 (2)	0.5659 (17)	0.1654 (14)	0.057 (4)*
H12	0.2941 (19)	0.9110 (15)	0.6108 (12)	0.050 (4)*
H13	0.5841 (19)	0.8611 (16)	0.3918 (13)	0.052 (4)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0658 (6)	0.0602 (6)	0.0249 (4)	0.0167 (5)	0.0144 (4)	0.0045 (4)
O2	0.0536 (5)	0.0474 (5)	0.0341 (4)	0.0064 (4)	−0.0054 (4)	0.0164 (4)
O3	0.0479 (5)	0.0623 (6)	0.0454 (5)	0.0304 (5)	0.0053 (4)	0.0136 (4)
N1	0.0435 (5)	0.0234 (4)	0.0325 (4)	0.0064 (4)	0.0042 (4)	0.0023 (3)
N2	0.0859 (9)	0.0355 (6)	0.0567 (7)	0.0108 (6)	0.0429 (7)	0.0092 (5)
N3	0.0497 (5)	0.0264 (4)	0.0329 (4)	0.0097 (4)	0.0149 (4)	0.0030 (3)
N4	0.0632 (7)	0.0246 (4)	0.0318 (5)	0.0109 (4)	0.0157 (4)	0.0044 (4)
C1'	0.0372 (5)	0.0281 (4)	0.0242 (4)	0.0104 (4)	0.0053 (4)	0.0030 (3)
C2	0.0422 (6)	0.0288 (5)	0.0358 (5)	0.0087 (4)	0.0114 (4)	0.0040 (4)
C2'	0.0394 (6)	0.0359 (5)	0.0273 (5)	0.0130 (4)	0.0088 (4)	0.0031 (4)
C3'	0.0452 (6)	0.0339 (5)	0.0240 (4)	0.0057 (4)	0.0084 (4)	0.0038 (4)
C4	0.0372 (5)	0.0263 (4)	0.0261 (4)	0.0092 (4)	0.0042 (4)	0.0027 (3)
C4'	0.0429 (6)	0.0338 (5)	0.0265 (5)	0.0059 (4)	0.0000 (4)	0.0094 (4)
C5	0.0352 (5)	0.0291 (4)	0.0223 (4)	0.0121 (4)	0.0011 (4)	0.0018 (3)
C5'	0.0372 (5)	0.0335 (5)	0.0337 (5)	0.0124 (4)	0.0035 (4)	0.0074 (4)
C6	0.0430 (6)	0.0278 (5)	0.0264 (4)	0.0122 (4)	0.0002 (4)	−0.0011 (4)
C6'	0.0397 (5)	0.0353 (5)	0.0262 (4)	0.0151 (4)	0.0059 (4)	0.0036 (4)
C7	0.0381 (5)	0.0382 (5)	0.0272 (5)	0.0179 (5)	0.0060 (4)	0.0043 (4)
C8	0.0701 (10)	0.0680 (10)	0.0420 (7)	0.0178 (8)	0.0255 (7)	−0.0056 (7)
C9	0.0531 (8)	0.0599 (9)	0.0433 (7)	0.0091 (7)	−0.0093 (6)	0.0067 (7)
C10	0.0532 (8)	0.0615 (9)	0.0598 (8)	0.0328 (7)	0.0175 (7)	0.0168 (7)
O6	0.0544 (6)	0.0666 (7)	0.0680 (7)	0.0153 (5)	0.0290 (5)	−0.0085 (5)
O7	0.0623 (6)	0.0695 (7)	0.0452 (5)	0.0069 (5)	0.0220 (5)	−0.0099 (5)
C15	0.0431 (6)	0.0291 (5)	0.0418 (6)	0.0079 (4)	0.0170 (5)	0.0028 (4)
C16	0.0382 (6)	0.0446 (6)	0.0486 (7)	0.0107 (5)	0.0146 (5)	0.0020 (5)
C17	0.0412 (6)	0.0451 (6)	0.0418 (6)	0.0086 (5)	0.0089 (5)	−0.0006 (5)
C18	0.0529 (7)	0.0306 (5)	0.0475 (7)	0.0112 (5)	0.0218 (6)	0.0031 (5)
O4	0.0794 (7)	0.0289 (4)	0.0510 (5)	0.0093 (4)	0.0355 (5)	−0.0005 (4)
O5	0.0549 (5)	0.0273 (4)	0.0410 (4)	0.0038 (3)	0.0215 (4)	0.0022 (3)
C11	0.0340 (5)	0.0246 (4)	0.0257 (4)	0.0048 (4)	0.0029 (4)	0.0019 (3)
C12	0.0414 (6)	0.0291 (5)	0.0362 (5)	0.0053 (4)	0.0150 (5)	0.0030 (4)
C13	0.0446 (6)	0.0275 (5)	0.0375 (5)	0.0078 (4)	0.0154 (5)	0.0008 (4)
C14	0.0380 (5)	0.0265 (4)	0.0251 (4)	0.0063 (4)	0.0040 (4)	0.0006 (3)

Geometric parameters (Å, º)

O1—C3'	1.3694 (14)	C5—C7	1.4998 (15)
O1—C8	1.423 (2)	C5—C6	1.3524 (15)
O2—C4'	1.3873 (15)	C5'—C6'	1.3966 (16)
O2—C9	1.419 (2)	C2'—H2	0.943 (16)
O3—C5'	1.3640 (17)	C6—H6	0.958 (14)
O3—C10	1.4174 (19)	C6'—H6'	1.000 (15)
O6—C18	1.202 (2)	C7—H7B	1.056 (17)
O7—C18	1.3196 (18)	C7—H7A	0.974 (17)
O7—H7	0.94 (2)	C8—H8A	1.030 (19)
O4—C14	1.2601 (15)	C8—H8C	1.02 (2)
O5—C14	1.2420 (15)	C8—H8B	0.91 (2)
N1—C6	1.3552 (15)	C9—H9C	0.94 (2)
N1—C2	1.3549 (15)	C9—H9B	0.93 (2)
N2—C2	1.3256 (19)	C9—H9A	0.98 (3)
N3—C2	1.3342 (15)	C10—H10B	1.001 (19)
N3—C4	1.3425 (15)	C10—H10A	0.93 (3)
N4—C4	1.3380 (14)	C10—H10C	1.023 (19)
N1—H1	0.992 (17)	C15—C18	1.4929 (19)
N2—H2B	0.870 (19)	C15—C17	1.385 (2)
N2—H2A	0.909 (19)	C15—C16	1.3925 (19)
N4—H4A	0.852 (17)	C16—C17^i	1.380 (2)
N4—H4B	0.884 (16)	C16—H16	0.969 (18)
C1'—C6'	1.3847 (18)	C17—H17	1.023 (18)
C1'—C2'	1.3917 (16)	C11—C12	1.3928 (16)
C1'—C7	1.5210 (16)	C11—C13	1.3865 (17)
C2'—C3'	1.3963 (16)	C11—C14	1.5125 (14)
C3'—C4'	1.3859 (19)	C12—C13^ii	1.3913 (16)
C4—C5	1.4337 (15)	C12—H12	0.961 (16)
C4'—C5'	1.3897 (16)	C13—H13	0.965 (17)
C3'—O1—C8	116.60 (11)	C5—C7—H7A	108.3 (9)
C4'—O2—C9	114.79 (11)	C5—C7—H7B	110.1 (8)
C5'—O3—C10	117.69 (11)	H7A—C7—H7B	108.3 (14)
C18—O7—H7	109.4 (15)	C1'—C7—H7A	106.7 (9)
C2—N1—C6	119.26 (10)	O1—C8—H8A	110.2 (10)
C2—N3—C4	117.84 (10)	O1—C8—H8C	108.3 (11)
C6—N1—H1	120.5 (10)	H8A—C8—H8B	109.3 (16)
C2—N1—H1	120.2 (10)	O1—C8—H8B	107.1 (12)
C2—N2—H2A	118.4 (11)	H8B—C8—H8C	113.4 (16)
H2A—N2—H2B	123.5 (17)	H8A—C8—H8C	108.6 (15)
C2—N2—H2B	117.7 (12)	O2—C9—H9A	108.5 (16)
C4—N4—H4A	119.9 (11)	O2—C9—H9B	111.0 (14)
H4A—N4—H4B	120.3 (15)	H9A—C9—H9B	108 (2)
C4—N4—H4B	119.7 (11)	H9A—C9—H9C	106 (2)
C2'—C1'—C6'	119.84 (10)	O2—C9—H9C	115.4 (13)
C2'—C1'—C7	118.63 (11)	H9B—C9—H9C	108 (2)
C6'—C1'—C7	121.50 (10)	O3—C10—H10B	112.3 (10)
N2—C2—N3	119.99 (11)	O3—C10—H10C	111.4 (10)
N1—C2—N3	122.78 (11)	H10A—C10—H10B	110.6 (16)
N1—C2—N2	117.22 (11)	H10A—C10—H10C	108.5 (16)
C1'—C2'—C3'	119.90 (12)	H10B—C10—H10C	107.2 (15)
O1—C3'—C4'	115.62 (10)	O3—C10—H10A	106.7 (12)
C2'—C3'—C4'	120.32 (11)	C16—C15—C17	119.84 (13)
O1—C3'—C2'	124.05 (12)	C17—C15—C18	121.06 (12)
N3—C4—C5	122.30 (10)	C16—C15—C18	119.09 (13)
N4—C4—C5	121.20 (10)	C15—C16—C17^i	120.31 (14)
N3—C4—N4	116.50 (10)	C15—C17—C16^i	119.86 (13)
O2—C4'—C5'	121.08 (12)	O6—C18—C15	122.35 (13)
C3'—C4'—C5'	119.60 (11)	O7—C18—C15	114.06 (13)
O2—C4'—C3'	119.28 (10)	O6—C18—O7	123.59 (14)
C6—C5—C7	120.70 (10)	C15—C16—H16	119.7 (10)
C4—C5—C7	123.50 (10)	C17^i—C16—H16	120.0 (10)
C4—C5—C6	115.79 (10)	C15—C17—H17	120.5 (10)
O3—C5'—C6'	123.57 (11)	C16^i—C17—H17	119.6 (10)
O3—C5'—C4'	116.23 (11)	C12—C11—C13	118.53 (10)
C4'—C5'—C6'	120.20 (12)	C12—C11—C14	120.33 (10)
N1—C6—C5	121.86 (10)	C13—C11—C14	121.13 (10)
C1'—C6'—C5'	120.08 (10)	C11—C12—C13^ii	121.39 (11)
C1'—C7—C5	115.59 (10)	C11—C13—C12^ii	120.08 (11)
C3'—C2'—H2	122.2 (8)	O4—C14—O5	123.07 (10)
C1'—C2'—H2	117.9 (8)	O4—C14—C11	119.36 (10)
N1—C6—H6	114.7 (8)	O5—C14—C11	117.57 (10)
C5—C6—H6	123.4 (8)	C11—C12—H12	119.2 (9)
C1'—C6'—H6'	121.0 (9)	C13^ii—C12—H12	119.4 (9)
C5'—C6'—H6'	118.9 (9)	C11—C13—H13	121.5 (10)
C1'—C7—H7B	107.5 (8)	C12^ii—C13—H13	118.4 (10)
C8—O1—C3'—C4'	−169.05 (12)	O2—C4'—C5'—C6'	−175.67 (11)
C8—O1—C3'—C2'	12.08 (18)	C3'—C4'—C5'—O3	−178.40 (11)
C9—O2—C4'—C5'	−81.16 (15)	C3'—C4'—C5'—C6'	2.03 (17)
C9—O2—C4'—C3'	101.14 (14)	O2—C4'—C5'—O3	3.90 (17)
C10—O3—C5'—C6'	−4.67 (18)	C7—C5—C6—N1	180.00 (11)
C10—O3—C5'—C4'	175.77 (12)	C6—C5—C7—C1'	94.38 (13)
C6—N1—C2—N2	−175.64 (13)	C4—C5—C6—N1	1.18 (17)
C2—N1—C6—C5	−4.03 (18)	C4—C5—C7—C1'	−86.89 (13)
C6—N1—C2—N3	3.39 (19)	C4'—C5'—C6'—C1'	−0.12 (17)
C2—N3—C4—C5	−3.18 (18)	O3—C5'—C6'—C1'	−179.66 (11)
C4—N3—C2—N1	0.19 (18)	C17—C15—C16—C17^i	−0.11 (18)
C2—N3—C4—N4	177.24 (12)	C18—C15—C17—C16^i	178.91 (12)
C4—N3—C2—N2	179.19 (13)	C16—C15—C18—O6	14.45 (18)
C6'—C1'—C2'—C3'	1.74 (17)	C16—C15—C18—O7	−165.56 (12)
C2'—C1'—C7—C5	−153.81 (10)	C17—C15—C18—O6	−164.36 (13)
C6'—C1'—C7—C5	28.14 (15)	C17—C15—C18—O7	15.64 (17)
C2'—C1'—C6'—C5'	−1.76 (17)	C18—C15—C16—C17^i	−178.93 (12)
C7—C1'—C2'—C3'	−176.35 (11)	C16—C15—C17—C16^i	0.1 (2)
C7—C1'—C6'—C5'	176.27 (11)	C15—C16—C17^i—C15^i	0.11 (19)
C1'—C2'—C3'—C4'	0.17 (17)	C13—C11—C12—C13^ii	−0.08 (17)
C1'—C2'—C3'—O1	178.99 (11)	C14—C11—C12—C13^ii	179.36 (11)
O1—C3'—C4'—O2	−3.22 (16)	C12—C11—C13—C12^ii	0.08 (19)
C2'—C3'—C4'—C5'	−2.05 (17)	C14—C11—C13—C12^ii	−179.35 (11)
C2'—C3'—C4'—O2	175.69 (11)	C12—C11—C14—O4	175.79 (12)
O1—C3'—C4'—C5'	179.04 (11)	C12—C11—C14—O5	−4.18 (16)
N4—C4—C5—C7	3.29 (18)	C13—C11—C14—O4	−4.79 (17)
N4—C4—C5—C6	−177.93 (12)	C13—C11—C14—O5	175.24 (11)
N3—C4—C5—C6	2.51 (17)	C11—C12—C13^ii—C11^ii	0.08 (18)
N3—C4—C5—C7	−176.27 (11)

Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y+2, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O5^iii	0.992 (17)	1.702 (17)	2.6832 (14)	169.3 (15)
N2—H2A···O4^iii	0.909 (19)	2.000 (19)	2.9017 (17)	171.4 (16)
N4—H4A···O2^iv	0.852 (17)	2.287 (17)	3.1260 (17)	168.3 (15)
N4—H4B···N3^v	0.884 (16)	2.210 (16)	3.0843 (16)	169.9 (15)
O7—H7···O4	0.94 (2)	1.62 (2)	2.5499 (17)	176 (2)
C7—H7A···O6^vi	0.974 (17)	2.439 (17)	3.3754 (19)	161.2 (13)
C7—H7B···O2^iv	1.056 (17)	2.540 (16)	3.3355 (17)	131.6 (12)
C8—H8B···O5^vii	0.91 (2)	2.493 (19)	3.353 (2)	157.7 (16)
C10—H10A···O3^viii	0.93 (3)	2.53 (2)	3.336 (2)	145.0 (17)

Symmetry codes: (iii) −x+1, −y+1, −z+1; (iv) −x+2, −y+2, −z; (v) −x+2, −y+2, −z+1; (vi) x+1, y, z; (vii) x+1, y, z−1; (viii) −x+1, −y+2, −z.