Hydro­gen bonding patterns in trimethoprim sulfate trihydrate [trimethoprim = 2,4-di­amino-5-(3,4,5-methoxy­benzyl)­pyrimidine]

Trimethoprim sulfate trihydrate, 2C₁₄H₁₉N₄O₃⁺·SO₄²⁻·3H₂O [(TMPH⁺)₂(SO₄)²⁻·3H₂O, TMPH⁺ = 2,4-di­amino-5-(3,4,5-methoxy­benzyl)­pyrimidin-1-ium], is an antibacterial agent. In its N1-protonated form, it inhibits the bacterial di­hydro­folate reductase enzyme. The asymmetric unit contains two TMPH cations, a sulfate anion and three water mol­ecules. The TMPH cations are each paired about their respective inversion centres via N—H...N hydrogen bonds. These pairs are further bridged by a network of hydrogen bonds involving the sulfate anion and water mol­ecules. Both the TMPH cations make hydrogen bonds with water mol­ecules through the 2-amino groups, reminiscent of TMP-di­hydro­folate reductase complexes. The pyrimidine plane makes a dihedral angle of 75.89 (8)° with the phenyl ring in one TMPH cation, the corresponding angle in the other moiety being 69.96 (8)°.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.036
• wR factor = 0.092
• Data-to-parameter ratio = 9.5

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

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Computing details

Data collection: MolEN (Fair, 1990); cell refinement: MolEN; data reduction: MolEN; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP (Johnson, 1976); software used to prepare material for publication: PLATON (Spek, 1997).

(I)

Crystal data

2C14H19N4O3^+·SO4^−·3H2O	F(000) = 1552
Mr = 732.78	Dx = 1.438 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71069 Å
a = 7.229 (1) Å	Cell parameters from 35 reflections
b = 23.242 (1) Å	θ = 3–70.8°
c = 20.373 (1) Å	µ = 0.17 mm^−1
β = 98.59 (1)°	T = 293 K
V = 3384.6 (5) Å^3	Needle, colourless
Z = 4	0.3 × 0.2 × 0.2 mm

Data collection

Enraf-Nonius CAD-4 diffractometer	Rint = 0.014
Radiation source: fine-focus sealed tube	θmax = 25.0°, θmin = 1.3°
Graphite monochromator	h = 0→8
ω–2θ scans	k = 0→27
6445 measured reflections	l = −24→23
5951 independent reflections	4 standard reflections every 60 min
5134 reflections with I > 2σ(I)	intensity decay: none

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.092	See text
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0402P)^2 + 1.9477P] where P = (Fo^2 + 2Fc^2)/3
5951 reflections	(Δ/σ)max < 0.001
627 parameters	Δρmax = 0.40 e Å^−3
0 restraints	Δρmin = −0.34 e Å^−3

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

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O3	0.2086 (2)	0.25126 (6)	0.31273 (6)	0.0388 (5)
O4	0.15474 (18)	0.16421 (5)	0.39394 (6)	0.0310 (4)
O5	0.12160 (19)	0.18298 (5)	0.52203 (6)	0.0317 (4)
N1	−0.1165 (2)	0.44433 (7)	0.60943 (8)	0.0269 (5)
N2	−0.4164 (2)	0.48104 (8)	0.59187 (9)	0.0317 (5)
N3	−0.2813 (2)	0.45343 (6)	0.50171 (7)	0.0243 (4)
N4	−0.1480 (3)	0.42782 (7)	0.41176 (8)	0.0294 (5)
C2	−0.2703 (3)	0.45939 (7)	0.56726 (8)	0.0244 (5)
C4	−0.1318 (2)	0.43258 (7)	0.47728 (8)	0.0231 (5)
C5	0.0373 (2)	0.41617 (7)	0.51969 (8)	0.0239 (5)
C6	0.0351 (3)	0.42325 (8)	0.58539 (9)	0.0269 (5)
C7	0.2069 (3)	0.39311 (8)	0.49325 (10)	0.0280 (6)
C8	0.1871 (2)	0.33190 (8)	0.46688 (9)	0.0241 (5)
C9	0.2058 (2)	0.32122 (8)	0.40121 (9)	0.0262 (5)
C10	0.1928 (2)	0.26531 (8)	0.37706 (8)	0.0267 (5)
C11	0.1632 (2)	0.21970 (7)	0.41838 (9)	0.0249 (5)
C12	0.1480 (2)	0.23072 (8)	0.48494 (9)	0.0250 (5)
C13	0.1592 (2)	0.28677 (8)	0.50898 (9)	0.0248 (5)
C14	0.2066 (4)	0.29777 (11)	0.26603 (11)	0.0447 (8)
C15	−0.0336 (3)	0.14312 (10)	0.37733 (13)	0.0415 (7)
C16	0.1226 (3)	0.19124 (10)	0.59154 (10)	0.0324 (6)
O3A	0.7323 (2)	0.25401 (6)	0.27892 (6)	0.0419 (5)
O4A	0.73218 (18)	0.17080 (5)	0.18802 (6)	0.0320 (4)
O5A	0.6587 (2)	0.19370 (6)	0.05887 (6)	0.0350 (4)
N1A	0.4728 (2)	0.42514 (7)	−0.07646 (7)	0.0262 (5)
N2A	0.6395 (3)	0.46965 (8)	−0.14905 (8)	0.0328 (5)
N3A	0.7644 (2)	0.46739 (6)	−0.03793 (7)	0.0247 (4)
N4A	0.8883 (2)	0.46221 (8)	0.07139 (8)	0.0326 (5)
C2A	0.6277 (2)	0.45456 (7)	−0.08727 (8)	0.0237 (5)
C4A	0.7473 (2)	0.44981 (7)	0.02405 (8)	0.0230 (5)
C5A	0.5838 (2)	0.41962 (7)	0.03831 (8)	0.0223 (5)
C6A	0.4510 (3)	0.40909 (7)	−0.01403 (9)	0.0248 (5)
C7A	0.5570 (3)	0.40095 (8)	0.10692 (9)	0.0251 (5)
C8A	0.6161 (2)	0.33949 (7)	0.12627 (8)	0.0226 (5)
C9A	0.6548 (3)	0.32691 (8)	0.19363 (9)	0.0281 (6)
C10A	0.6911 (3)	0.27082 (8)	0.21422 (8)	0.0281 (5)
C11A	0.6890 (2)	0.22668 (8)	0.16779 (9)	0.0258 (5)
C12A	0.6538 (2)	0.23953 (8)	0.10047 (8)	0.0240 (5)
C13A	0.6173 (2)	0.29617 (8)	0.07973 (8)	0.0234 (5)
C14A	0.7351 (4)	0.29752 (12)	0.32819 (10)	0.0469 (8)
C15A	0.5799 (4)	0.14029 (11)	0.20911 (14)	0.0456 (8)
C16A	0.6522 (3)	0.20627 (9)	−0.00964 (9)	0.0317 (6)
S1	0.06550 (6)	0.46246 (2)	0.25336 (2)	0.0243 (1)
O6	0.1140 (2)	0.52387 (6)	0.26534 (6)	0.0347 (4)
O7	0.0962 (2)	0.43137 (6)	0.31571 (7)	0.0426 (5)
O8	−0.1317 (2)	0.45910 (7)	0.22252 (8)	0.0479 (5)
O9	0.1836 (2)	0.43906 (6)	0.20703 (7)	0.0447 (5)
O1'	0.2813 (2)	0.06925 (8)	0.29492 (8)	0.0446 (5)
O2'	0.5571 (3)	0.45244 (8)	0.29707 (8)	0.0487 (6)
O3'	0.1171 (2)	0.15968 (7)	0.22232 (8)	0.0468 (5)
H1	−0.114 (3)	0.4514 (10)	0.6511 (12)	0.047 (7)*
H2	0.147 (3)	0.2944 (8)	0.5538 (10)	0.024 (5)*
H6	0.021 (3)	0.2149 (9)	0.5999 (10)	0.037 (6)*
H10	0.142 (3)	0.4145 (9)	0.6172 (10)	0.032 (5)*
H11	0.242 (3)	0.2074 (9)	0.6132 (10)	0.038 (6)*
H12	0.312 (3)	0.3934 (8)	0.5302 (10)	0.030 (5)*
H14	0.236 (3)	0.4178 (9)	0.4593 (10)	0.029 (5)*
H15	0.225 (3)	0.3521 (9)	0.3736 (10)	0.030 (5)*
H21	−0.252 (4)	0.4383 (10)	0.3872 (12)	0.045 (7)*
H24	−0.025 (3)	0.1062 (12)	0.3600 (12)	0.053 (7)*
H26	0.108 (3)	0.1545 (10)	0.6097 (11)	0.041 (6)*
H30	−0.052 (3)	0.4219 (10)	0.3905 (12)	0.046 (7)*
H32	−0.096 (4)	0.1425 (12)	0.4169 (14)	0.067 (8)*
H33	−0.101 (3)	0.1687 (11)	0.3447 (12)	0.050 (7)*
H34	0.087 (4)	0.3192 (11)	0.2638 (12)	0.057 (7)*
H35	0.317 (4)	0.3246 (13)	0.2777 (13)	0.069 (8)*
H39	0.219 (4)	0.2776 (14)	0.2271 (15)	0.078 (9)*
H40	−0.502 (3)	0.4976 (10)	0.5649 (12)	0.041 (6)*
H41	−0.405 (3)	0.4915 (10)	0.6324 (12)	0.042 (6)*
H3	0.623 (3)	0.4259 (8)	0.1399 (10)	0.026 (5)*
H4	0.424 (3)	0.4034 (9)	0.1095 (10)	0.032 (5)*
H5	0.654 (3)	0.1703 (10)	−0.0320 (11)	0.040 (6)*
H7	0.336 (3)	0.3901 (9)	−0.0112 (9)	0.028 (5)*
H8	0.551 (3)	0.4600 (8)	−0.1774 (10)	0.023 (5)*
H13	0.651 (3)	0.3576 (9)	0.2248 (10)	0.032 (5)*
H17	0.758 (3)	0.2311 (10)	−0.0165 (11)	0.046 (6)*
H18	0.627 (3)	0.1044 (12)	0.2217 (12)	0.052 (7)*
H19	0.535 (3)	0.2244 (9)	−0.0269 (10)	0.034 (5)*
H20	0.542 (4)	0.1595 (13)	0.2462 (14)	0.071 (9)*
H22	0.989 (3)	0.4805 (10)	0.0587 (11)	0.042 (6)*
H23	0.726 (4)	0.4948 (11)	−0.1610 (12)	0.056 (7)*
H27	0.885 (3)	0.4524 (10)	0.1137 (12)	0.041 (6)*
H28	0.617 (4)	0.3126 (11)	0.3286 (12)	0.054 (7)*
H29	0.776 (3)	0.2781 (10)	0.3695 (13)	0.051 (7)*
H31	0.590 (3)	0.3050 (8)	0.0338 (10)	0.027 (5)*
H36	0.474 (4)	0.1388 (12)	0.1740 (15)	0.073 (9)*
H37	0.391 (3)	0.4184 (10)	−0.1098 (12)	0.043 (6)*
H38	0.830 (4)	0.3295 (13)	0.3197 (14)	0.072 (9)*
H1'	0.230 (3)	0.1004 (9)	0.2760 (9)	0.016 (4)*
H2'	0.207 (4)	0.0376 (14)	0.2864 (14)	0.075 (9)*
H3'	0.467 (4)	0.4452 (11)	0.2783 (13)	0.046 (8)*
H4'	0.639 (4)	0.4542 (12)	0.2687 (15)	0.070 (9)*
H5'	0.143 (5)	0.1885 (16)	0.2604 (18)	0.103 (12)*
H6'	−0.030 (7)	0.158 (2)	0.217 (2)	0.169 (19)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O3	0.0575 (9)	0.0392 (8)	0.0199 (7)	0.0030 (7)	0.0063 (6)	−0.0029 (6)
O4	0.0333 (7)	0.0257 (7)	0.0320 (7)	0.0040 (5)	−0.0015 (5)	−0.0060 (5)
O5	0.0431 (8)	0.0262 (7)	0.0266 (7)	0.0013 (6)	0.0078 (6)	0.0039 (5)
N1	0.0348 (9)	0.0278 (8)	0.0172 (8)	0.0011 (7)	0.0009 (6)	−0.0027 (6)
N2	0.0359 (9)	0.0393 (10)	0.0201 (8)	0.0059 (8)	0.0051 (7)	−0.0042 (7)
N3	0.0289 (8)	0.0240 (8)	0.0195 (7)	0.0007 (6)	0.0021 (6)	−0.0018 (6)
N4	0.0316 (9)	0.0370 (9)	0.0196 (8)	0.0052 (7)	0.0036 (7)	−0.0017 (7)
C2	0.0319 (9)	0.0201 (8)	0.0210 (8)	−0.0030 (7)	0.0032 (7)	−0.0007 (7)
C4	0.0301 (9)	0.0172 (8)	0.0218 (9)	−0.0030 (7)	0.0031 (7)	−0.0009 (7)
C5	0.0276 (9)	0.0177 (8)	0.0258 (9)	−0.0024 (7)	0.0017 (7)	−0.0019 (7)
C6	0.0314 (10)	0.0220 (9)	0.0253 (9)	0.0004 (7)	−0.0028 (8)	−0.0005 (7)
C7	0.0261 (9)	0.0264 (10)	0.0307 (10)	−0.0025 (7)	0.0020 (8)	−0.0017 (8)
C8	0.0187 (8)	0.0271 (9)	0.0257 (9)	0.0026 (7)	0.0003 (7)	−0.0009 (7)
C9	0.0257 (9)	0.0275 (10)	0.0245 (9)	0.0012 (7)	0.0012 (7)	0.0051 (8)
C10	0.0262 (9)	0.0349 (10)	0.0182 (8)	0.0039 (8)	0.0004 (7)	−0.0003 (7)
C11	0.0223 (8)	0.0242 (9)	0.0270 (9)	0.0043 (7)	−0.0003 (7)	−0.0043 (7)
C12	0.0226 (9)	0.0274 (9)	0.0248 (9)	0.0034 (7)	0.0031 (7)	0.0036 (7)
C13	0.0236 (9)	0.0289 (10)	0.0221 (9)	0.0032 (7)	0.0041 (7)	−0.0024 (7)
C14	0.0615 (16)	0.0503 (14)	0.0232 (11)	−0.0020 (12)	0.0089 (10)	0.0047 (10)
C15	0.0429 (12)	0.0337 (12)	0.0478 (13)	−0.0099 (10)	0.0061 (11)	−0.0068 (11)
C16	0.0335 (11)	0.0377 (11)	0.0276 (10)	0.0047 (9)	0.0098 (8)	0.0055 (9)
O3A	0.0645 (10)	0.0408 (8)	0.0181 (7)	0.0053 (7)	−0.0012 (6)	0.0052 (6)
O4A	0.0336 (7)	0.0297 (7)	0.0330 (7)	0.0064 (6)	0.0058 (6)	0.0093 (6)
O5A	0.0539 (9)	0.0268 (7)	0.0240 (7)	0.0087 (6)	0.0051 (6)	−0.0016 (5)
N1A	0.0273 (8)	0.0286 (8)	0.0208 (8)	−0.0032 (6)	−0.0026 (6)	0.0009 (6)
N2A	0.0366 (10)	0.0387 (10)	0.0226 (8)	−0.0048 (8)	0.0029 (7)	0.0046 (7)
N3A	0.0246 (7)	0.0256 (8)	0.0239 (8)	−0.0017 (6)	0.0036 (6)	−0.0006 (6)
N4A	0.0297 (9)	0.0412 (10)	0.0253 (9)	−0.0093 (7)	−0.0008 (7)	0.0009 (7)
C2A	0.0279 (9)	0.0200 (8)	0.0237 (9)	0.0024 (7)	0.0051 (7)	0.0016 (7)
C4A	0.0252 (9)	0.0193 (8)	0.0243 (9)	0.0014 (7)	0.0027 (7)	−0.0012 (7)
C5A	0.0259 (9)	0.0179 (8)	0.0228 (9)	−0.0003 (7)	0.0031 (7)	0.0001 (7)
C6A	0.0272 (9)	0.0215 (9)	0.0257 (9)	−0.0027 (7)	0.0035 (7)	0.0016 (7)
C7A	0.0295 (10)	0.0240 (9)	0.0221 (9)	−0.0025 (8)	0.0045 (7)	−0.0010 (7)
C8A	0.0190 (8)	0.0266 (9)	0.0224 (9)	−0.0019 (7)	0.0039 (6)	0.0023 (7)
C9A	0.0330 (10)	0.0300 (10)	0.0212 (9)	−0.0019 (8)	0.0034 (7)	−0.0030 (8)
C10A	0.0295 (9)	0.0358 (10)	0.0183 (9)	0.0002 (8)	0.0012 (7)	0.0043 (7)
C11A	0.0232 (9)	0.0275 (9)	0.0265 (9)	0.0024 (7)	0.0028 (7)	0.0058 (7)
C12A	0.0218 (8)	0.0274 (9)	0.0227 (9)	0.0008 (7)	0.0034 (7)	−0.0008 (7)
C13A	0.0230 (9)	0.0279 (9)	0.0190 (9)	−0.0003 (7)	0.0022 (7)	0.0025 (7)
C14A	0.0536 (14)	0.0671 (16)	0.0175 (10)	0.0191 (13)	−0.0028 (10)	−0.0026 (10)
C15A	0.0494 (14)	0.0316 (12)	0.0571 (15)	−0.0006 (10)	0.0121 (12)	0.0112 (11)
C16A	0.0352 (11)	0.0367 (11)	0.0226 (9)	0.0064 (9)	0.0028 (8)	−0.0045 (8)
S1	0.0301 (2)	0.0267 (2)	0.0162 (2)	−0.0033 (2)	0.0037 (2)	0.0009 (2)
O6	0.0503 (8)	0.0314 (7)	0.0229 (7)	−0.0094 (6)	0.0068 (6)	−0.0036 (5)
O7	0.0601 (10)	0.0434 (9)	0.0257 (7)	0.0091 (7)	0.0106 (7)	0.0121 (6)
O8	0.0363 (8)	0.0499 (9)	0.0532 (9)	−0.0071 (7)	−0.0074 (7)	−0.0013 (7)
O9	0.0654 (10)	0.0383 (8)	0.0364 (8)	−0.0052 (7)	0.0275 (7)	−0.0052 (6)
O1'	0.0429 (9)	0.0411 (9)	0.0443 (9)	−0.0021 (8)	−0.0111 (7)	−0.0043 (7)
O2'	0.0396 (9)	0.0735 (12)	0.0321 (8)	0.0057 (9)	0.0026 (8)	−0.0048 (8)
O3'	0.0428 (9)	0.0461 (9)	0.0493 (9)	0.0063 (7)	0.0000 (7)	−0.0085 (7)

Geometric parameters (Å, º)

S1—O9	1.4684 (15)	C5—C6	1.351 (2)
S1—O6	1.4812 (15)	C7—C8	1.520 (3)
S1—O7	1.4494 (15)	C8—C9	1.387 (3)
S1—O8	1.4716 (16)	C8—C13	1.389 (3)
O3—C14	1.439 (3)	C9—C10	1.388 (3)
O3—C10	1.372 (2)	C10—C11	1.390 (2)
O4—C11	1.381 (2)	C11—C12	1.400 (3)
O4—C15	1.439 (3)	C12—C13	1.390 (3)
O5—C12	1.372 (2)	C6—H10	0.95 (2)
O5—C16	1.428 (2)	C7—H12	0.99 (2)
O3A—C14A	1.423 (3)	C7—H14	0.95 (2)
O3A—C10A	1.364 (2)	C9—H15	0.93 (2)
O4A—C15A	1.428 (3)	C13—H2	0.95 (2)
O4A—C11A	1.384 (2)	C14—H35	1.01 (3)
O5A—C16A	1.420 (2)	C14—H34	0.99 (3)
O5A—C12A	1.365 (2)	C14—H39	0.94 (3)
O1'—H2'	0.91 (3)	C15—H33	0.97 (2)
O1'—H1'	0.88 (2)	C15—H32	0.98 (3)
O2'—H3'	0.72 (3)	C15—H24	0.93 (3)
O2'—H4'	0.89 (3)	C16—H26	0.94 (2)
N1—C6	1.357 (3)	C16—H6	0.95 (2)
N1—C2	1.346 (2)	C16—H11	0.98 (2)
N2—C2	1.334 (3)	C4A—C5A	1.441 (2)
N3—C2	1.333 (2)	C5A—C6A	1.346 (3)
N3—C4	1.346 (2)	C5A—C7A	1.504 (2)
N4—C4	1.327 (2)	C7A—C8A	1.526 (2)
N1—H1	0.86 (2)	C8A—C9A	1.390 (2)
N2—H40	0.86 (2)	C8A—C13A	1.384 (2)
N2—H41	0.85 (2)	C9A—C10A	1.383 (3)
O3'—H6'	1.05 (5)	C10A—C11A	1.394 (3)
O3'—H5'	1.02 (4)	C11A—C12A	1.390 (2)
N4—H30	0.88 (2)	C12A—C13A	1.396 (3)
N4—H21	0.87 (3)	C6A—H7	0.95 (2)
N1A—C2A	1.358 (2)	C7A—H4	0.97 (2)
N1A—C6A	1.357 (2)	C7A—H3	0.96 (2)
N2A—C2A	1.322 (2)	C9A—H13	0.96 (2)
N3A—C4A	1.350 (2)	C13A—H31	0.95 (2)
N3A—C2A	1.334 (2)	C14A—H28	0.92 (3)
N4A—C4A	1.326 (2)	C14A—H38	1.04 (3)
N1A—H37	0.85 (2)	C14A—H29	0.96 (3)
N2A—H23	0.92 (3)	C15A—H36	0.97 (3)
N2A—H8	0.83 (2)	C15A—H20	0.95 (3)
N4A—H22	0.91 (2)	C15A—H18	0.92 (3)
N4A—H27	0.90 (2)	C16A—H5	0.95 (2)
C4—C5	1.439 (2)	C16A—H17	0.98 (2)
C5—C7	1.509 (3)	C16A—H19	0.96 (2)
S1···N1^i	3.5122 (17)	C13···H6	2.79 (2)
S1···H2'^ii	2.67 (3)	C13A···H11^viii	2.90 (2)
S1···H1^i	2.78 (2)	C13A···H6^xii	2.90 (2)
S1···H23^iii	2.77 (3)	C13A···H17	2.79 (2)
S1···H3'	2.90 (3)	C13A···H19	2.73 (2)
S1···H4'^iv	3.15 (3)	C14···H15	2.52 (2)
S1···H27^iv	2.96 (2)	C14···H5'	2.58 (4)
S1···H30	3.18 (2)	C14···H28	3.07 (3)
O1'···O6^v	3.121 (2)	C14A···H5^vi	3.08 (2)
O1'···O8^v	2.781 (2)	C14A···H34^vii	3.07 (3)
O1'···N1A^vi	2.778 (2)	C14A···H13	2.52 (2)
O1'···O3'	2.737 (2)	C15···H5'	3.05 (4)
O1'···O4	3.214 (2)	C15A···H6'^vii	2.83 (5)
O1'···C15A	3.401 (3)	C16···H4^vi	3.08 (2)
O1'···C2A^vi	3.247 (2)	C16···H2	2.532 (19)
O1'···N2A^vi	2.818 (3)	C16···H39^vi	2.84 (3)
O2'···N2^i	3.038 (3)	C16A···H31	2.524 (19)
O2'···O9	3.045 (2)	C16A···H29^viii	2.77 (3)
O2'···N4^vii	2.974 (3)	H1···H41	2.28 (3)
O2'···O8^vii	2.900 (3)	H1···O6^i	1.80 (2)
O3···O4	2.6786 (18)	H1···S1^i	2.78 (2)
O3···O3'	2.828 (2)	H1···O7^i	2.81 (2)
O3'···C14	3.368 (3)	H1'···H37^vi	2.48 (3)
O3'···O4A^iv	2.778 (2)	H1'···H5'	2.15 (4)
O3'···O1'	2.737 (2)	H1'···O3'	1.87 (2)
O3'···C6^viii	3.370 (2)	H1'···H6'	2.47 (5)
O3'···O3	2.828 (2)	H2···H6	2.32 (3)
O3A···C15A	3.123 (3)	H2···C5	2.993 (19)
O3A···O4A	2.6776 (18)	H2···H11	2.40 (3)
O4···O1'	3.214 (2)	H2···C16	2.532 (19)
O4···N1A^vi	3.090 (2)	H2'···H37^vi	2.54 (4)
O4···O5	2.6915 (18)	H2'···H8^vi	2.49 (4)
O4···C6A^vi	3.131 (2)	H2'···O8^v	1.90 (3)
O4···O3	2.6786 (18)	H2'···O6^v	2.42 (3)
O4A···O3A	2.6776 (18)	H2'···H4'^xiv	2.57 (4)
O4A···O3'^vii	2.778 (2)	H2'···S1^v	2.67 (3)
O4A···O5A	2.6591 (18)	H3···N4A	2.67 (2)
O5···C15	3.134 (3)	H3···H27	2.13 (3)
O5···O4	2.6915 (18)	H3···O8^vii	2.38 (2)
O5···C6A^vi	3.363 (2)	H3···H13	2.33 (3)
O5A···O4A	2.6591 (18)	H3'···O9	2.33 (3)
O6···N1^i	2.654 (2)	H3'···H41^i	2.43 (4)
O6···N2A^iii	3.174 (2)	H3'···S1	2.90 (3)
O6···O1'^ii	3.121 (2)	H3'···O7	2.91 (3)
O7···N4	2.826 (2)	H4···H7	2.47 (3)
O7···C14	3.398 (3)	H4···C16^viii	3.08 (2)
O7···C9	3.131 (2)	H4'···H2'^ix	2.57 (4)
O7···N1^i	3.260 (2)	H4'···S1^vii	3.15 (3)
O8···C7A^iv	3.295 (3)	H4'···H13	2.42 (4)
O8···O2'^iv	2.900 (3)	H4'···O8^vii	2.03 (3)
O8···O1'^ii	2.781 (2)	H4'···H21^vii	2.45 (4)
O8···N4A^iv	3.105 (2)	H5···C14A^viii	3.08 (2)
O9···O2'	3.045 (2)	H5···C4^xii	2.84 (2)
O9···N2A^iii	2.826 (2)	H5'···O3	1.83 (4)
O1'···H8^vi	2.06 (2)	H5'···H39	2.27 (5)
O1'···H24	2.88 (2)	H5'···C14	2.58 (4)
O1'···H37^vi	2.00 (2)	H5'···C15	3.05 (4)
O2'···H21^vii	2.15 (3)	H5'···C10	2.95 (4)
O2'···H41^i	2.33 (2)	H5'···O4	2.77 (4)
O2'···H13	2.79 (2)	H5'···H1'	2.15 (4)
O3···H5'	1.83 (4)	H6···C12A^xiii	2.86 (2)
O3'···H39	2.84 (3)	H6···H2	2.32 (3)
O3'···H1'	1.87 (2)	H6···C13A^xiii	2.90 (2)
O3'···H10^viii	2.78 (2)	H6···C13	2.79 (2)
O3A···H33^vii	2.59 (2)	H6'···C11A^iv	2.66 (5)
O3A···H20	2.62 (3)	H6'···O4A^iv	1.76 (5)
O4···H5'	2.77 (4)	H6'···H1'	2.47 (5)
O4···H7^vi	2.51 (2)	H6'···C15A^iv	2.83 (5)
O4···H37^vi	2.58 (2)	H7···O5^viii	2.46 (2)
O4A···H6'^vii	1.76 (5)	H7···H4	2.47 (3)
O5···H32	2.63 (3)	H7···O4^viii	2.51 (2)
O5···H7^vi	2.46 (2)	H7···C11^viii	3.10 (2)
O6···H2'^ii	2.42 (3)	H8···H37	2.16 (3)
O6···H1^i	1.80 (2)	H8···O1'^viii	2.06 (2)
O6···H41^i	2.75 (2)	H8···H2'^viii	2.49 (4)
O6···H23^iii	2.60 (3)	H10···O3'^vi	2.78 (2)
O6···H18^ix	2.63 (3)	H10···H12	2.35 (3)
O7···H15	2.31 (2)	H11···H2	2.40 (3)
O7···H34	2.81 (3)	H11···C8A^vi	2.89 (2)
O7···H1^i	2.81 (2)	H11···C13A^vi	2.90 (2)
O7···H3'	2.91 (3)	H11···H39^vi	2.38 (4)
O7···H30	2.00 (2)	H11···C13	2.81 (2)
O8···H3^iv	2.38 (2)	H12···H10	2.35 (3)
O8···H4'^iv	2.03 (3)	H13···H4'	2.42 (4)
O8···H2'^ii	1.90 (3)	H13···H28	2.40 (3)
O8···H27^iv	2.24 (2)	H13···H3	2.33 (3)
O8···H13^iv	2.84 (2)	H13···O2'	2.79 (2)
O9···H3'	2.33 (3)	H13···O8^vii	2.84 (2)
O9···H27^iv	2.67 (2)	H13···H38	2.26 (4)
O9···H23^iii	1.96 (3)	H13···C14A	2.52 (2)
N1···O6^i	2.654 (2)	H14···H15	2.31 (3)
N1···S1^i	3.5122 (17)	H14···H30	2.33 (3)
N1···O7^i	3.260 (2)	H14···C2^i	2.92 (2)
N1A···O1'^viii	2.778 (2)	H14···N4	2.81 (2)
N1A···O4^viii	3.090 (2)	H15···C14	2.52 (2)
N2···O2'^i	3.038 (3)	H15···H14	2.31 (3)
N2···N3^x	3.080 (2)	H15···O7	2.31 (2)
N2A···O1'^viii	2.818 (3)	H15···H35	2.25 (3)
N2A···O9^iii	2.826 (2)	H15···H34	2.43 (3)
N2A···O6^iii	3.174 (2)	H17···H31	2.42 (3)
N3···N2^x	3.080 (2)	H17···C12^xii	2.95 (2)
N3A···N4A^xi	3.155 (2)	H17···C13A	2.79 (2)
N4···O2'^iv	2.974 (3)	H17···H29^viii	2.36 (3)
N4···O7	2.826 (2)	H17···C13^xii	2.90 (2)
N4···C8	3.360 (3)	H18···O6^xiv	2.63 (3)
N4A···N3A^xi	3.155 (2)	H19···C13A	2.73 (2)
N4A···O8^vii	3.105 (2)	H19···C12^viii	3.03 (2)
N3···H40^x	2.23 (2)	H19···C11^viii	3.04 (2)
N3A···H22^xi	2.25 (2)	H19···H31	2.25 (3)
N3A···H32^xii	2.94 (3)	H19···C8^viii	2.82 (2)
N4···H14	2.81 (2)	H19···C9^viii	2.81 (2)
N4···H38^iv	2.95 (3)	H19···C10^viii	2.93 (2)
N4A···H3	2.67 (2)	H19···C13^viii	2.93 (2)
C2A···O1'^viii	3.247 (2)	H20···O3A	2.62 (3)
C2A···C15^xii	3.492 (3)	H20···C10A	2.91 (3)
C2A···C5A^iii	3.513 (2)	H21···H4'^iv	2.45 (4)
C4···C5^i	3.580 (2)	H21···O2'^iv	2.15 (3)
C4A···C6A^iii	3.573 (2)	H22···H22^xi	2.58 (3)
C5···C4^i	3.580 (2)	H22···N3A^xi	2.25 (2)
C5A···C2A^iii	3.513 (2)	H23···O9^iii	1.96 (3)
C6···O3'^vi	3.370 (2)	H23···O6^iii	2.60 (3)
C6A···C13A	3.361 (3)	H23···S1^iii	2.77 (3)
C6A···O5^viii	3.363 (2)	H24···O1'	2.88 (2)
C6A···O4^viii	3.131 (2)	H27···O8^vii	2.24 (2)
C6A···C4A^iii	3.573 (2)	H27···O9^vii	2.67 (2)
C7A···O8^vii	3.295 (3)	H27···S1^vii	2.96 (2)
C8···N4	3.360 (3)	H27···H3	2.13 (3)
C8···C16A^vi	3.441 (3)	H27···C7A	2.64 (2)
C9···C16A^vi	3.517 (3)	H28···C9A	2.82 (2)
C9···O7	3.131 (2)	H28···H35	2.28 (4)
C9···C14A^iv	3.547 (3)	H28···C14	3.07 (3)
C10···C14A^iv	3.393 (3)	H28···H13	2.40 (3)
C13A···C6A	3.361 (3)	H29···C10^vii	3.01 (2)
C14···O7	3.398 (3)	H29···C16A^vi	2.77 (3)
C14···O3'	3.368 (3)	H29···H17^vi	2.36 (3)
C14···C16^viii	3.525 (3)	H30···C8	3.00 (2)
C14A···C9^vii	3.547 (3)	H30···O7	2.00 (2)
C14A···C10^vii	3.393 (3)	H30···C7	2.68 (2)
C14A···C16A^vi	3.446 (3)	H30···H14	2.33 (3)
C15···C2A^xiii	3.492 (3)	H30···S1	3.18 (2)
C15···O5	3.134 (3)	H30···C9	2.98 (2)
C15A···O1'	3.401 (3)	H31···C5A	2.666 (19)
C15A···O3A	3.123 (3)	H31···C6A	2.742 (19)
C16···C14^vi	3.525 (3)	H31···C16A	2.524 (19)
C16A···C14A^viii	3.446 (3)	H31···H17	2.42 (3)
C16A···C8^viii	3.441 (3)	H31···H19	2.25 (3)
C16A···C9^viii	3.517 (3)	H32···O5	2.63 (3)
C2···H14^i	2.92 (2)	H32···C12	2.92 (3)
C2A···H32^xii	3.01 (3)	H32···C2A^xiii	3.01 (3)
C4···H5^xiii	2.84 (2)	H32···N3A^xiii	2.94 (3)
C5···H2	2.993 (19)	H33···O3A^iv	2.59 (2)
C5A···H31	2.666 (19)	H33···C10	3.09 (2)
C6A···H31	2.742 (19)	H34···O7	2.81 (3)
C7···H30	2.68 (2)	H34···C9	2.80 (2)
C7A···H27	2.64 (2)	H34···C14A^iv	3.07 (3)
C8···H19^vi	2.82 (2)	H34···H15	2.43 (3)
C8···H30	3.00 (2)	H34···H38^iv	2.33 (4)
C8A···H11^viii	2.89 (2)	H35···H28	2.28 (4)
C9···H38^iv	2.97 (3)	H35···H15	2.25 (3)
C9···H19^vi	2.81 (2)	H35···C9	2.75 (3)
C9···H34	2.80 (2)	H37···H1'^viii	2.48 (3)
C9···H35	2.75 (3)	H37···H2'^viii	2.54 (4)
C9···H30	2.98 (2)	H37···O4^viii	2.58 (2)
C9A···H38	2.69 (3)	H37···H8	2.16 (3)
C9A···H28	2.82 (2)	H37···O1'^viii	2.00 (2)
C10···H33	3.09 (2)	H38···C9A	2.69 (3)
C10···H29^iv	3.01 (2)	H38···N4^vii	2.95 (3)
C10···H38^iv	3.09 (3)	H38···H13	2.26 (4)
C10···H19^vi	2.93 (2)	H38···H34^vii	2.33 (4)
C10···H5'	2.95 (4)	H38···C9^vii	2.97 (3)
C10A···H20	2.91 (3)	H38···C10^vii	3.09 (3)
C11···H7^vi	3.10 (2)	H39···O3'	2.84 (3)
C11···H19^vi	3.04 (2)	H39···H5'	2.27 (5)
C11A···H6'^vii	2.66 (5)	H39···C16^viii	2.84 (3)
C12···H17^xiii	2.95 (2)	H39···H11^viii	2.38 (4)
C12···H32	2.92 (3)	H40···N3^x	2.23 (2)
C12···H19^vi	3.03 (2)	H41···O2'^i	2.33 (2)
C12A···H6^xii	2.86 (2)	H41···O6^i	2.75 (2)
C13···H17^xiii	2.90 (2)	H41···H3'^i	2.43 (4)
C13···H19^vi	2.93 (2)	H41···H1	2.28 (3)
C13···H11	2.81 (2)
O6—S1—O7	109.54 (8)	O3—C14—H34	109.3 (15)
O6—S1—O8	108.17 (9)	O3—C14—H39	101 (2)
O6—S1—O9	108.47 (8)	H34—C14—H35	111 (2)
O7—S1—O8	111.07 (9)	H34—C14—H39	114 (2)
O7—S1—O9	110.55 (8)	H35—C14—H39	110 (2)
O8—S1—O9	108.97 (9)	O4—C15—H32	110.3 (17)
C10—O3—C14	117.31 (16)	O4—C15—H24	106.7 (14)
C11—O4—C15	113.10 (14)	H32—C15—H33	109 (2)
C12—O5—C16	117.19 (15)	O4—C15—H33	108.3 (14)
C10A—O3A—C14A	117.13 (16)	H24—C15—H32	111 (2)
C11A—O4A—C15A	113.94 (15)	H24—C15—H33	111 (2)
C12A—O5A—C16A	116.72 (15)	H6—C16—H26	108.5 (19)
H1'—O1'—H2'	113 (2)	O5—C16—H11	111.7 (12)
H3'—O2'—H4'	108 (3)	O5—C16—H26	106.4 (14)
C2—N1—C6	119.88 (16)	H6—C16—H11	110.3 (18)
C2—N3—C4	118.48 (16)	O5—C16—H6	111.4 (12)
C6—N1—H1	121.7 (15)	H11—C16—H26	108.2 (18)
C2—N1—H1	118.2 (15)	N2A—C2A—N3A	120.83 (16)
C2—N2—H40	117.8 (16)	N1A—C2A—N3A	121.77 (15)
H40—N2—H41	117 (2)	N1A—C2A—N2A	117.40 (16)
C2—N2—H41	120.3 (15)	N4A—C4A—C5A	121.58 (15)
H5'—O3'—H6'	100 (3)	N3A—C4A—C5A	121.89 (14)
H21—N4—H30	116 (2)	N3A—C4A—N4A	116.52 (14)
C4—N4—H21	119.5 (17)	C4A—C5A—C7A	123.47 (15)
C4—N4—H30	123.3 (16)	C6A—C5A—C7A	120.54 (16)
C2A—N1A—C6A	120.30 (15)	C4A—C5A—C6A	115.99 (15)
C2A—N3A—C4A	118.43 (14)	N1A—C6A—C5A	121.56 (18)
C2A—N1A—H37	117.2 (16)	C5A—C7A—C8A	116.13 (15)
C6A—N1A—H37	122.4 (16)	C7A—C8A—C13A	122.29 (15)
C2A—N2A—H23	124.5 (16)	C9A—C8A—C13A	120.16 (16)
C2A—N2A—H8	116.1 (15)	C7A—C8A—C9A	117.34 (15)
H8—N2A—H23	118 (2)	C8A—C9A—C10A	119.93 (16)
H22—N4A—H27	122 (2)	O3A—C10A—C11A	115.06 (16)
C4A—N4A—H27	121.1 (14)	O3A—C10A—C9A	124.56 (16)
C4A—N4A—H22	117.0 (14)	C9A—C10A—C11A	120.38 (16)
N2—C2—N3	118.93 (18)	C10A—C11A—C12A	119.57 (17)
N1—C2—N3	122.17 (18)	O4A—C11A—C12A	119.70 (16)
N1—C2—N2	118.90 (16)	O4A—C11A—C10A	120.62 (16)
N3—C4—C5	122.04 (15)	O5A—C12A—C11A	115.29 (16)
N3—C4—N4	116.55 (16)	O5A—C12A—C13A	124.71 (15)
N4—C4—C5	121.42 (16)	C11A—C12A—C13A	120.00 (16)
C6—C5—C7	121.82 (16)	C8A—C13A—C12A	119.94 (15)
C4—C5—C7	122.84 (15)	N1A—C6A—H7	114.2 (11)
C4—C5—C6	115.34 (15)	C5A—C6A—H7	124.3 (11)
N1—C6—C5	122.09 (18)	C5A—C7A—H3	110.9 (12)
C5—C7—C8	114.83 (16)	C5A—C7A—H4	107.4 (12)
C7—C8—C9	119.40 (16)	C8A—C7A—H3	107.1 (12)
C9—C8—C13	120.31 (17)	H3—C7A—H4	108.6 (18)
C7—C8—C13	120.23 (16)	C8A—C7A—H4	106.4 (12)
C8—C9—C10	119.89 (17)	C8A—C9A—H13	118.4 (12)
O3—C10—C11	116.06 (16)	C10A—C9A—H13	121.6 (12)
O3—C10—C9	123.42 (16)	C12A—C13A—H31	120.3 (11)
C9—C10—C11	120.52 (16)	C8A—C13A—H31	119.8 (11)
O4—C11—C12	120.96 (15)	O3A—C14A—H38	109.3 (16)
C10—C11—C12	119.24 (16)	O3A—C14A—H28	111.1 (16)
O4—C11—C10	119.77 (15)	O3A—C14A—H29	104.7 (14)
C11—C12—C13	120.25 (16)	H28—C14A—H38	111 (2)
O5—C12—C13	124.72 (16)	H29—C14A—H38	111 (2)
O5—C12—C11	115.02 (15)	H28—C14A—H29	109 (2)
C8—C13—C12	119.77 (17)	O4A—C15A—H18	105.3 (14)
N1—C6—H10	116.6 (13)	O4A—C15A—H36	110.8 (18)
C5—C6—H10	121.3 (13)	H18—C15A—H20	110 (2)
H12—C7—H14	108.9 (17)	O4A—C15A—H20	109.4 (18)
C8—C7—H12	107.3 (11)	H20—C15A—H36	108 (3)
C5—C7—H14	109.1 (13)	H18—C15A—H36	113 (2)
C8—C7—H14	109.2 (13)	O5A—C16A—H17	110.4 (13)
C5—C7—H12	107.4 (12)	O5A—C16A—H19	110.3 (12)
C10—C9—H15	120.9 (13)	H5—C16A—H19	106.4 (18)
C8—C9—H15	119.2 (13)	H17—C16A—H19	110.5 (18)
C8—C13—H2	119.8 (11)	H5—C16A—H17	112.3 (19)
C12—C13—H2	120.4 (11)	O5A—C16A—H5	106.8 (14)
O3—C14—H35	112.2 (16)
C14—O3—C10—C9	−10.8 (2)	C13—C8—C9—C10	1.3 (2)
C14—O3—C10—C11	169.46 (17)	C8—C9—C10—O3	179.60 (15)
C15—O4—C11—C10	−100.71 (18)	C8—C9—C10—C11	−0.7 (2)
C15—O4—C11—C12	81.2 (2)	C9—C10—C11—C12	−0.5 (2)
C16—O5—C12—C11	174.34 (15)	C9—C10—C11—O4	−178.57 (14)
C16—O5—C12—C13	−5.9 (2)	O3—C10—C11—C12	179.22 (14)
C14A—O3A—C10A—C11A	−179.66 (19)	O3—C10—C11—O4	1.1 (2)
C14A—O3A—C10A—C9A	0.9 (3)	O4—C11—C12—C13	179.17 (14)
C15A—O4A—C11A—C12A	−102.13 (19)	C10—C11—C12—O5	−179.11 (14)
C15A—O4A—C11A—C10A	81.6 (2)	O4—C11—C12—O5	−1.0 (2)
C16A—O5A—C12A—C11A	−170.57 (15)	C10—C11—C12—C13	1.1 (2)
C16A—O5A—C12A—C13A	9.3 (2)	O5—C12—C13—C8	179.71 (15)
C6—N1—C2—N3	1.2 (3)	C11—C12—C13—C8	−0.5 (2)
C6—N1—C2—N2	−178.73 (17)	N4A—C4A—C5A—C6A	−179.40 (17)
C2—N1—C6—C5	−0.6 (3)	N3A—C4A—C5A—C7A	−178.07 (16)
C2—N3—C4—C5	0.6 (2)	N3A—C4A—C5A—C6A	1.2 (2)
C4—N3—C2—N2	178.73 (16)	N4A—C4A—C5A—C7A	1.3 (3)
C2—N3—C4—N4	−179.41 (16)	C7A—C5A—C6A—N1A	−179.47 (16)
C4—N3—C2—N1	−1.2 (2)	C4A—C5A—C6A—N1A	1.2 (2)
C6A—N1A—C2A—N2A	−179.09 (17)	C4A—C5A—C7A—C8A	−94.5 (2)
C2A—N1A—C6A—C5A	−2.7 (3)	C6A—C5A—C7A—C8A	86.3 (2)
C6A—N1A—C2A—N3A	1.6 (3)	C5A—C7A—C8A—C13A	−26.8 (2)
C2A—N3A—C4A—N4A	178.40 (16)	C5A—C7A—C8A—C9A	158.37 (17)
C2A—N3A—C4A—C5A	−2.2 (2)	C13A—C8A—C9A—C10A	−1.2 (3)
C4A—N3A—C2A—N1A	0.7 (2)	C7A—C8A—C13A—C12A	−173.37 (15)
C4A—N3A—C2A—N2A	−178.49 (16)	C7A—C8A—C9A—C10A	173.67 (19)
N3—C4—C5—C7	−179.55 (16)	C9A—C8A—C13A—C12A	1.3 (2)
N3—C4—C5—C6	−0.1 (2)	C8A—C9A—C10A—C11A	−0.1 (3)
N4—C4—C5—C6	179.96 (17)	C8A—C9A—C10A—O3A	179.34 (18)
N4—C4—C5—C7	0.5 (3)	C9A—C10A—C11A—O4A	177.54 (18)
C6—C5—C7—C8	107.2 (2)	O3A—C10A—C11A—C12A	−178.17 (15)
C4—C5—C6—N1	0.1 (3)	O3A—C10A—C11A—O4A	−1.9 (3)
C7—C5—C6—N1	179.54 (17)	C9A—C10A—C11A—C12A	1.3 (3)
C4—C5—C7—C8	−73.3 (2)	O4A—C11A—C12A—O5A	2.3 (2)
C5—C7—C8—C9	120.65 (17)	O4A—C11A—C12A—C13A	−177.52 (14)
C5—C7—C8—C13	−62.3 (2)	C10A—C11A—C12A—O5A	178.62 (16)
C9—C8—C13—C12	−0.7 (2)	C10A—C11A—C12A—C13A	−1.2 (2)
C7—C8—C13—C12	−177.69 (15)	O5A—C12A—C13A—C8A	−179.87 (15)
C7—C8—C9—C10	178.34 (15)	C11A—C12A—C13A—C8A	0.0 (2)

Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x, y+1/2, −z+1/2; (iii) −x+1, −y+1, −z; (iv) x−1, y, z; (v) −x, y−1/2, −z+1/2; (vi) x, −y+1/2, z+1/2; (vii) x+1, y, z; (viii) x, −y+1/2, z−1/2; (ix) −x+1, y+1/2, −z+1/2; (x) −x−1, −y+1, −z+1; (xi) −x+2, −y+1, −z; (xii) x+1, −y+1/2, z−1/2; (xiii) x−1, −y+1/2, z+1/2; (xiv) −x+1, y−1/2, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O6^i	0.86 (2)	1.80 (2)	2.654 (2)	172 (2)
O1′—H1′···O3′	0.88 (2)	1.87 (2)	2.737 (2)	170.3 (18)
O1′—H2′···O6^v	0.91 (3)	2.42 (3)	3.121 (2)	133 (3)
O1′—H2′···O8^v	0.91 (3)	1.90 (3)	2.781 (2)	160 (3)
O2′—H3′···O9	0.72 (3)	2.33 (3)	3.045 (2)	169 (3)
O2′—H4′···O8^vii	0.89 (3)	2.03 (3)	2.900 (3)	167 (3)
O3′—H5′···O3	1.02 (4)	1.83 (4)	2.828 (2)	166 (3)
O3′—H6′···O4A^iv	1.05 (5)	1.76 (5)	2.778 (2)	162 (4)
N2A—H8···O1′^viii	0.83 (2)	2.06 (2)	2.818 (3)	152 (2)
N4—H21···O2′^iv	0.87 (3)	2.15 (3)	2.974 (3)	157 (2)
N4A—H22···N3A^xi	0.91 (2)	2.25 (2)	3.155 (2)	173.1 (18)
N2A—H23···O9^iii	0.92 (3)	1.96 (3)	2.826 (2)	156 (2)
N4A—H27···O8^vii	0.90 (2)	2.24 (2)	3.105 (2)	161 (2)
N4—H30···O7	0.88 (2)	2.00 (2)	2.826 (2)	155 (2)
N1A—H37···O1′^viii	0.85 (2)	2.00 (2)	2.778 (2)	152 (2)
N1A—H37···O4^viii	0.85 (2)	2.58 (2)	3.090 (2)	120.1 (19)
N2—H40···N3^x	0.86 (2)	2.23 (2)	3.080 (2)	176 (2)
N2—H41···O2′^i	0.85 (2)	2.33 (2)	3.038 (3)	140 (2)
C7A—H3···O8^vii	0.96 (2)	2.38 (2)	3.295 (3)	158.5 (17)
C6A—H7···O4^viii	0.95 (2)	2.51 (2)	3.131 (2)	123.2 (14)
C6A—H7···O5^viii	0.95 (2)	2.46 (2)	3.363 (2)	158.3 (17)
C9—H15···O7	0.93 (2)	2.31 (2)	3.131 (2)	146.7 (18)
C15—H33···O3A^iv	0.97 (2)	2.59 (2)	3.537 (3)	167 (2)

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