Lamivudine hemihydrate

A new lamivudine hydrate, namely, cis-4-amino-1-(2-hydroxy­methyl-1,3-oxathio­lan-5-yl)pyrimidin-2(1H)-one hemi­hy­drate, C₈H₁₁N₃O₃S·0.5H₂O, has been synthesized and structurally characterized by both powder and single-crystal X-ray diffraction studies. The hemihydrate crystallizes in the Sohnke space group P2₁, with the asymmetric unit comprising four lamivudine and two water mol­ecules. An extensive network of inter­molecular hydrogen bonds involving both lamivudine and solvent water mol­ecules generates a three-dimensional supra­molecular architecture. The structural data and crystal packing of the present lamivudine hemihydrate are compared with those of other hydrated and anhydrous forms of lamivudine.

Computing details

Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2 (Bruker, 2007) and SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007) and XPREP (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Macrae et al., 2006); software used to prepare material for publication: PLATON (Spek, 2009).

cis-4-amino-1-(2-hydroxymethyl-1,3-oxathiolan-5-yl)pyrimidin- 2(1H)-one hemihydrate

Crystal data

C8H11N3O3S·0.5H2O	F(000) = 1000
Mr = 238.27	Dx = 1.523 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 1512 reflections
a = 11.5729 (4) Å	θ = 2.2–27.5°
b = 11.2385 (4) Å	µ = 0.31 mm^−1
c = 16.0232 (6) Å	T = 120 K
β = 94.329 (1)°	Plate, colourless
V = 2078.06 (13) Å^3	0.35 × 0.25 × 0.08 mm
Z = 8

Data collection

Bruker Kappa APEXII CCD area-detector diffractometer	9309 independent reflections
Radiation source: fine-focus sealed tube	8846 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
ω and φ scans	θmax = 27.5°, θmin = 1.3°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −14→14
Tmin = 0.931, Tmax = 0.975	k = −14→14
28475 measured reflections	l = −20→20

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.028	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.071	w = 1/[σ^2(Fo^2) + (0.0415P)^2 + 0.2602P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max = 0.001
9309 reflections	Δρmax = 0.43 e Å^−3
748 parameters	Δρmin = −0.24 e Å^−3
3 restraints	Absolute structure: Flack (1983), with 4338 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.00 (3)

Special details

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.

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

	x	y	z	Uiso*/Ueq
S1A	0.10264 (4)	0.99878 (4)	0.51702 (3)	0.02383 (10)
O1A	−0.18027 (10)	0.83126 (11)	0.30053 (7)	0.0187 (2)
O2A	−0.03607 (10)	0.81794 (12)	0.53267 (7)	0.0193 (2)
O3A	0.19455 (12)	0.76690 (12)	0.60179 (8)	0.0232 (3)
H3A	0.232 (2)	0.723 (3)	0.6356 (17)	0.044 (7)*
N1A	−0.02189 (12)	0.79105 (12)	0.38895 (9)	0.0150 (3)
N2A	−0.04858 (12)	0.70140 (13)	0.25447 (9)	0.0166 (3)
N3A	0.09050 (14)	0.57422 (14)	0.21169 (10)	0.0196 (3)
H3A1	0.055 (2)	0.573 (2)	0.1641 (16)	0.030 (6)*
H3A2	0.154 (2)	0.541 (2)	0.2211 (13)	0.020 (5)*
C1A	−0.08709 (14)	0.77570 (15)	0.31283 (10)	0.0153 (3)
C2A	0.05402 (14)	0.64681 (15)	0.26937 (10)	0.0156 (3)
C3A	0.12318 (15)	0.66234 (16)	0.34615 (11)	0.0175 (3)
H3A3	0.1925 (19)	0.6261 (19)	0.3538 (13)	0.018 (5)*
C4A	0.08182 (14)	0.73352 (15)	0.40436 (10)	0.0160 (3)
H4A	0.1192 (16)	0.7476 (17)	0.4568 (12)	0.011 (4)*
C5A	−0.07077 (15)	0.86636 (16)	0.45351 (10)	0.0183 (3)
H5A	−0.1529 (19)	0.857 (2)	0.4432 (13)	0.022*
C6A	−0.03015 (17)	0.99557 (18)	0.45002 (12)	0.0242 (4)
H6A1	−0.082 (2)	1.046 (2)	0.4704 (16)	0.038 (7)*
H6A2	−0.015 (2)	1.023 (2)	0.3959 (16)	0.033 (6)*
C7A	0.03189 (16)	0.89922 (17)	0.58589 (11)	0.0200 (4)
H7A	−0.0200 (17)	0.9431 (18)	0.6172 (12)	0.014 (5)*
C8A	0.11294 (16)	0.82985 (18)	0.64642 (11)	0.0212 (4)
H8A1	0.1476 (19)	0.886 (2)	0.6835 (14)	0.024 (6)*
H8A2	0.061 (2)	0.774 (2)	0.6779 (15)	0.031 (6)*
S1B	0.38412 (4)	0.72885 (4)	0.78680 (3)	0.02408 (10)
O1B	0.19325 (11)	0.67658 (11)	1.02569 (8)	0.0191 (3)
O2B	0.33542 (10)	0.51109 (11)	0.83702 (8)	0.0204 (3)
O3B	0.29406 (12)	0.53746 (13)	0.65782 (8)	0.0224 (3)
H3B	0.257 (2)	0.487 (2)	0.6647 (15)	0.030 (7)*
N1B	0.18991 (12)	0.53273 (13)	0.92645 (9)	0.0159 (3)
N2B	0.04800 (13)	0.54011 (13)	1.02543 (9)	0.0174 (3)
N3B	−0.09715 (14)	0.40253 (15)	1.02130 (10)	0.0222 (3)
H3B1	−0.1188 (19)	0.437 (2)	1.0633 (15)	0.022 (6)*
H3B2	−0.1313 (19)	0.337 (2)	1.0040 (14)	0.026 (6)*
C1B	0.14338 (15)	0.58613 (15)	0.99512 (10)	0.0160 (3)
C2B	−0.00193 (15)	0.44333 (15)	0.99010 (10)	0.0165 (3)
C3B	0.04578 (15)	0.38470 (16)	0.92072 (11)	0.0187 (3)
H3B3	0.0127 (17)	0.3146 (19)	0.8969 (12)	0.015 (5)*
C4B	0.13993 (16)	0.43262 (16)	0.89091 (11)	0.0184 (3)
H4B	0.1738 (18)	0.3992 (19)	0.8460 (14)	0.019 (5)*
C5B	0.29260 (15)	0.59020 (15)	0.89509 (10)	0.0165 (3)
H5B	0.3447 (17)	0.6025 (18)	0.9431 (13)	0.015 (5)*
C6B	0.26319 (18)	0.70661 (18)	0.84944 (13)	0.0241 (4)
H6B1	0.256 (2)	0.767 (3)	0.8847 (17)	0.042 (7)*
H6B2	0.192 (2)	0.6965 (19)	0.8143 (14)	0.023 (5)*
C7B	0.41645 (15)	0.56786 (15)	0.78702 (11)	0.0176 (3)
H7B	0.4936 (17)	0.5593 (17)	0.8109 (12)	0.011 (5)*
C8B	0.40431 (15)	0.51356 (16)	0.70081 (10)	0.0171 (3)
H8B1	0.464 (2)	0.545 (2)	0.6667 (14)	0.025 (5)*
H8B2	0.4155 (17)	0.430 (2)	0.7074 (12)	0.016 (5)*
S1C	0.92498 (4)	0.64953 (5)	0.79447 (3)	0.02907 (11)
O1C	0.67611 (11)	0.60436 (11)	1.03407 (8)	0.0218 (3)
O2C	0.71321 (10)	0.61562 (11)	0.83935 (8)	0.0216 (3)
O3C	0.65946 (13)	0.42960 (14)	0.71609 (9)	0.0311 (3)
H3C	0.682 (2)	0.367 (3)	0.7498 (19)	0.057 (9)*
N1C	0.68448 (13)	0.75748 (13)	0.94189 (9)	0.0191 (3)
N2C	0.55084 (13)	0.75620 (13)	1.04791 (9)	0.0199 (3)
N3C	0.41698 (14)	0.90387 (15)	1.05374 (11)	0.0228 (3)
H3C1	0.3903 (19)	0.860 (2)	1.0912 (14)	0.026 (6)*
H3C2	0.383 (2)	0.968 (2)	1.0325 (14)	0.027 (6)*
C1C	0.63674 (15)	0.70238 (15)	1.01073 (10)	0.0183 (4)
C2C	0.50664 (16)	0.85927 (16)	1.01747 (11)	0.0191 (3)
C3C	0.55421 (16)	0.91914 (17)	0.94919 (11)	0.0205 (4)
H3C3	0.5253 (18)	0.992 (2)	0.9266 (13)	0.020 (5)*
C4C	0.64158 (16)	0.86522 (16)	0.91354 (11)	0.0203 (4)
H4C	0.681 (2)	0.899 (2)	0.8669 (14)	0.027 (6)*
C5C	0.77192 (15)	0.69137 (16)	0.90115 (11)	0.0200 (4)
H5C	0.8062 (18)	0.640 (2)	0.9427 (14)	0.023 (5)*
C6C	0.85694 (17)	0.76322 (18)	0.85408 (13)	0.0251 (4)
H6C1	0.910 (2)	0.798 (2)	0.8893 (15)	0.035 (6)*
H6C2	0.8204 (19)	0.819 (2)	0.8144 (14)	0.028 (6)*
C7C	0.79932 (15)	0.54894 (17)	0.80164 (12)	0.0216 (4)
H7C	0.8256 (17)	0.484 (2)	0.8361 (12)	0.017 (5)*
C8C	0.75462 (18)	0.50669 (18)	0.71542 (12)	0.0263 (4)
H8C1	0.7348 (19)	0.570 (2)	0.6794 (13)	0.021 (5)*
H8C2	0.8122 (16)	0.4414 (16)	0.6949 (12)	0.018 (5)*
S1D	0.58590 (4)	0.82818 (4)	0.46753 (3)	0.02604 (11)
O1D	0.69460 (10)	0.95563 (11)	0.73429 (7)	0.0183 (3)
O2D	0.49066 (10)	0.73334 (11)	0.59391 (7)	0.0183 (2)
O3D	0.32097 (12)	0.59891 (12)	0.48440 (9)	0.0251 (3)
H3D	0.317 (2)	0.594 (3)	0.539 (2)	0.051 (8)*
N1D	0.52631 (12)	0.91979 (13)	0.65703 (9)	0.0151 (3)
N2D	0.54373 (13)	1.08002 (13)	0.75296 (9)	0.0170 (3)
N3D	0.39039 (14)	1.20452 (14)	0.76809 (10)	0.0197 (3)
H3D1	0.423 (2)	1.223 (2)	0.8170 (15)	0.025 (6)*
H3D2	0.322 (2)	1.229 (2)	0.7506 (14)	0.030 (6)*
C1D	0.59221 (14)	0.98640 (15)	0.71644 (10)	0.0159 (3)
C2D	0.43511 (15)	1.11399 (16)	0.72838 (10)	0.0171 (3)
C3D	0.37021 (15)	1.05367 (16)	0.66130 (11)	0.0180 (3)
H3D3	0.297 (2)	1.077 (2)	0.6427 (14)	0.025 (6)*
C4D	0.41738 (15)	0.95566 (16)	0.62999 (10)	0.0175 (3)
H4D	0.3789 (17)	0.9051 (17)	0.5924 (12)	0.021 (5)*
C5D	0.57911 (15)	0.80682 (15)	0.63029 (10)	0.0164 (3)
H5D	0.6174 (18)	0.7733 (19)	0.6790 (13)	0.020*
C6D	0.66983 (16)	0.82753 (18)	0.56750 (11)	0.0210 (4)
H6D1	0.725 (2)	0.763 (2)	0.5697 (14)	0.030 (6)*
H6D2	0.7126 (18)	0.902 (2)	0.5753 (13)	0.020 (5)*
C7D	0.50145 (16)	0.70805 (17)	0.50656 (11)	0.0194 (3)
H7D	0.5392 (18)	0.631 (2)	0.5046 (13)	0.023*
C8D	0.38183 (17)	0.70200 (17)	0.46208 (12)	0.0228 (4)
H8D1	0.3382 (18)	0.771 (2)	0.4734 (13)	0.021 (5)*
H8D2	0.3934 (19)	0.695 (2)	0.4010 (15)	0.026 (6)*
O1W	0.30651 (13)	0.74973 (12)	1.17322 (9)	0.0232 (3)
H11W	0.352 (2)	0.698 (2)	1.1904 (16)	0.036 (7)*
H12W	0.258 (2)	0.725 (2)	1.1381 (16)	0.033 (6)*
O2W	0.80960 (13)	0.51185 (13)	1.16824 (9)	0.0234 (3)
H21W	0.759 (3)	0.541 (3)	1.136 (2)	0.056 (9)*
H22W	0.846 (2)	0.564 (2)	1.1899 (16)	0.033 (7)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
S1A	0.0265 (2)	0.0188 (2)	0.0250 (2)	−0.00173 (18)	−0.00551 (17)	0.00009 (18)
O1A	0.0148 (6)	0.0213 (6)	0.0193 (6)	0.0044 (5)	−0.0023 (4)	−0.0006 (5)
O2A	0.0186 (6)	0.0253 (6)	0.0138 (5)	−0.0013 (5)	0.0000 (4)	−0.0010 (5)
O3A	0.0237 (7)	0.0278 (7)	0.0177 (6)	0.0082 (5)	−0.0005 (5)	0.0023 (5)
N1A	0.0147 (7)	0.0170 (7)	0.0132 (6)	0.0011 (5)	−0.0004 (5)	−0.0016 (5)
N2A	0.0155 (7)	0.0181 (7)	0.0159 (7)	0.0011 (5)	−0.0010 (5)	−0.0007 (5)
N3A	0.0162 (8)	0.0255 (8)	0.0165 (7)	0.0057 (6)	−0.0027 (6)	−0.0028 (6)
C1A	0.0143 (8)	0.0169 (8)	0.0146 (8)	−0.0028 (6)	0.0002 (6)	0.0012 (6)
C2A	0.0162 (8)	0.0166 (8)	0.0141 (8)	−0.0008 (6)	0.0021 (6)	0.0008 (6)
C3A	0.0145 (8)	0.0199 (8)	0.0178 (8)	0.0034 (7)	−0.0008 (6)	0.0004 (7)
C4A	0.0149 (8)	0.0172 (8)	0.0156 (8)	−0.0002 (6)	−0.0017 (6)	0.0000 (6)
C5A	0.0163 (8)	0.0231 (9)	0.0153 (8)	0.0039 (7)	0.0005 (6)	−0.0020 (6)
C6A	0.0286 (10)	0.0203 (9)	0.0224 (9)	0.0077 (8)	−0.0058 (7)	−0.0027 (8)
C7A	0.0202 (9)	0.0237 (9)	0.0159 (8)	0.0015 (7)	0.0006 (7)	−0.0053 (7)
C8A	0.0222 (9)	0.0264 (10)	0.0147 (8)	0.0002 (7)	−0.0014 (7)	−0.0010 (7)
S1B	0.0299 (2)	0.0170 (2)	0.0270 (2)	−0.00575 (18)	0.01265 (18)	−0.00229 (18)
O1B	0.0235 (6)	0.0172 (6)	0.0165 (6)	−0.0029 (5)	0.0009 (5)	−0.0019 (5)
O2B	0.0223 (6)	0.0174 (6)	0.0227 (6)	−0.0013 (5)	0.0104 (5)	−0.0002 (5)
O3B	0.0206 (7)	0.0217 (7)	0.0238 (7)	−0.0051 (6)	−0.0052 (5)	0.0055 (5)
N1B	0.0172 (7)	0.0173 (7)	0.0134 (6)	−0.0005 (5)	0.0031 (5)	0.0007 (5)
N2B	0.0196 (7)	0.0189 (7)	0.0139 (7)	0.0008 (6)	0.0029 (5)	−0.0001 (6)
N3B	0.0236 (8)	0.0216 (8)	0.0221 (8)	−0.0034 (6)	0.0064 (6)	−0.0055 (7)
C1B	0.0192 (8)	0.0163 (8)	0.0121 (7)	0.0017 (6)	−0.0010 (6)	0.0013 (6)
C2B	0.0177 (8)	0.0166 (8)	0.0150 (8)	0.0020 (6)	−0.0004 (6)	0.0024 (6)
C3B	0.0202 (9)	0.0179 (9)	0.0178 (8)	−0.0019 (7)	0.0001 (7)	−0.0034 (7)
C4B	0.0217 (9)	0.0191 (9)	0.0145 (8)	0.0013 (7)	0.0015 (7)	−0.0019 (6)
C5B	0.0156 (8)	0.0189 (8)	0.0152 (8)	−0.0018 (6)	0.0024 (6)	0.0010 (6)
C6B	0.0258 (10)	0.0207 (9)	0.0274 (10)	0.0028 (7)	0.0125 (8)	0.0054 (8)
C7B	0.0155 (8)	0.0183 (9)	0.0195 (8)	−0.0010 (6)	0.0033 (6)	0.0015 (6)
C8B	0.0169 (8)	0.0160 (9)	0.0184 (8)	0.0002 (6)	0.0013 (6)	0.0012 (6)
S1C	0.0221 (2)	0.0265 (2)	0.0401 (3)	−0.00417 (19)	0.01204 (19)	−0.0019 (2)
O1C	0.0280 (7)	0.0174 (6)	0.0195 (6)	0.0009 (5)	−0.0015 (5)	0.0012 (5)
O2C	0.0168 (6)	0.0215 (7)	0.0269 (7)	−0.0036 (5)	0.0049 (5)	−0.0058 (5)
O3C	0.0295 (8)	0.0293 (8)	0.0336 (8)	0.0003 (6)	−0.0040 (6)	0.0007 (6)
N1C	0.0224 (8)	0.0187 (8)	0.0159 (7)	0.0004 (6)	−0.0008 (6)	0.0012 (6)
N2C	0.0240 (8)	0.0185 (7)	0.0168 (7)	−0.0011 (6)	−0.0004 (6)	0.0009 (6)
N3C	0.0260 (8)	0.0195 (8)	0.0232 (8)	0.0042 (7)	0.0039 (7)	0.0044 (7)
C1C	0.0236 (9)	0.0168 (8)	0.0137 (8)	−0.0049 (7)	−0.0042 (6)	−0.0006 (6)
C2C	0.0228 (9)	0.0176 (8)	0.0162 (8)	−0.0021 (7)	−0.0037 (6)	−0.0018 (6)
C3C	0.0262 (10)	0.0173 (9)	0.0174 (8)	−0.0001 (7)	−0.0026 (7)	0.0018 (7)
C4C	0.0242 (9)	0.0203 (9)	0.0158 (8)	−0.0016 (7)	−0.0027 (7)	0.0019 (7)
C5C	0.0201 (9)	0.0207 (9)	0.0186 (9)	0.0005 (7)	−0.0020 (7)	0.0008 (7)
C6C	0.0217 (9)	0.0244 (10)	0.0295 (10)	−0.0055 (8)	0.0036 (8)	−0.0023 (8)
C7C	0.0179 (9)	0.0188 (8)	0.0288 (9)	−0.0025 (7)	0.0053 (7)	0.0010 (7)
C8C	0.0322 (10)	0.0209 (9)	0.0255 (9)	0.0028 (8)	0.0016 (8)	0.0008 (8)
S1D	0.0290 (2)	0.0316 (3)	0.0181 (2)	−0.0064 (2)	0.00526 (17)	0.00166 (18)
O1D	0.0134 (6)	0.0225 (6)	0.0184 (6)	−0.0008 (5)	−0.0021 (5)	0.0012 (5)
O2D	0.0215 (6)	0.0188 (6)	0.0151 (6)	−0.0048 (5)	0.0038 (4)	−0.0012 (5)
O3D	0.0287 (7)	0.0237 (7)	0.0223 (7)	−0.0045 (6)	−0.0032 (5)	−0.0011 (5)
N1D	0.0144 (7)	0.0159 (7)	0.0151 (6)	−0.0016 (5)	0.0021 (5)	0.0002 (5)
N2D	0.0186 (7)	0.0164 (7)	0.0158 (7)	−0.0017 (5)	−0.0010 (5)	0.0003 (5)
N3D	0.0196 (8)	0.0197 (8)	0.0193 (8)	0.0012 (6)	−0.0015 (6)	−0.0019 (6)
C1D	0.0171 (8)	0.0176 (8)	0.0131 (7)	−0.0033 (6)	0.0016 (6)	0.0039 (6)
C2D	0.0178 (8)	0.0193 (8)	0.0141 (8)	−0.0034 (6)	0.0010 (6)	0.0033 (6)
C3D	0.0144 (8)	0.0217 (9)	0.0174 (8)	−0.0012 (7)	−0.0019 (6)	0.0006 (7)
C4D	0.0159 (8)	0.0210 (8)	0.0154 (8)	−0.0038 (6)	−0.0006 (6)	−0.0002 (6)
C5D	0.0181 (8)	0.0151 (8)	0.0158 (8)	−0.0007 (6)	0.0007 (6)	0.0011 (6)
C6D	0.0189 (9)	0.0235 (9)	0.0210 (9)	−0.0007 (8)	0.0044 (7)	−0.0016 (7)
C7D	0.0245 (9)	0.0185 (9)	0.0157 (8)	−0.0014 (7)	0.0041 (6)	−0.0009 (6)
C8D	0.0278 (10)	0.0215 (9)	0.0186 (9)	−0.0011 (7)	−0.0011 (7)	−0.0008 (7)
O1W	0.0258 (7)	0.0200 (7)	0.0225 (7)	0.0033 (6)	−0.0063 (6)	0.0009 (5)
O2W	0.0226 (7)	0.0250 (7)	0.0221 (6)	0.0022 (6)	−0.0016 (5)	−0.0006 (6)

Geometric parameters (Å, º)

S1A—C6A	1.8073 (19)	O2C—C5C	1.437 (2)
S1A—C7A	1.810 (2)	O3C—C8C	1.402 (3)
O1A—C1A	1.249 (2)	O3C—H3C	0.91 (3)
O2A—C5A	1.410 (2)	N1C—C4C	1.373 (2)
O2A—C7A	1.442 (2)	N1C—C1C	1.413 (2)
O3A—C8A	1.416 (2)	N1C—C5C	1.450 (2)
O3A—H3A	0.83 (3)	N2C—C1C	1.341 (2)
N1A—C4A	1.369 (2)	N2C—C2C	1.343 (2)
N1A—C1A	1.396 (2)	N3C—C2C	1.325 (3)
N1A—C5A	1.481 (2)	N3C—H3C1	0.85 (2)
N2A—C2A	1.342 (2)	N3C—H3C2	0.87 (3)
N2A—C1A	1.354 (2)	C1C—O1C	1.239 (2)
N3A—C2A	1.325 (2)	C2C—C3C	1.430 (3)
N3A—H3A1	0.84 (2)	C3C—C4C	1.343 (3)
N3A—H3A2	0.82 (2)	C3C—H3C3	0.95 (2)
C2A—C3A	1.427 (2)	C4C—H4C	0.98 (2)
C3A—C4A	1.344 (2)	C5C—C6C	1.517 (3)
C3A—H3A3	0.90 (2)	C5C—H5C	0.95 (2)
C4A—H4A	0.929 (19)	C6C—H6C1	0.89 (3)
C5A—C6A	1.529 (3)	C6C—H6C2	0.97 (2)
C5A—H5A	0.96 (2)	C7C—C8C	1.514 (3)
C6A—H6A1	0.90 (3)	C7C—H7C	0.96 (2)
C6A—H6A2	0.95 (3)	C8C—H8C1	0.94 (2)
C7A—C8A	1.514 (2)	C8C—H8C2	1.060 (15)
C7A—H7A	0.95 (2)	S1D—C7D	1.8059 (19)
C8A—H8A1	0.94 (2)	S1D—C6D	1.8095 (19)
C8A—H8A2	1.02 (2)	O1D—C1D	1.247 (2)
S1B—C6B	1.800 (2)	O2D—C5D	1.407 (2)
S1B—C7B	1.8475 (18)	O2D—C7D	1.443 (2)
O1B—C1B	1.250 (2)	O3D—C8D	1.416 (2)
O2B—C5B	1.404 (2)	O3D—H3D	0.88 (3)
O2B—C7B	1.429 (2)	N1D—C4D	1.363 (2)
O3B—C8B	1.429 (2)	N1D—C1D	1.392 (2)
O3B—H3B	0.73 (3)	N1D—C5D	1.486 (2)
N1B—C4B	1.369 (2)	N2D—C2D	1.344 (2)
N1B—C1B	1.397 (2)	N2D—C1D	1.347 (2)
N1B—C5B	1.474 (2)	N3D—C2D	1.326 (2)
N2B—C2B	1.337 (2)	N3D—H3D1	0.87 (2)
N2B—C1B	1.343 (2)	N3D—H3D2	0.86 (2)
N3B—C2B	1.326 (2)	C1D—O1D	1.247 (2)
N3B—H3B1	0.83 (2)	C2D—C3D	1.434 (2)
N3B—H3B2	0.87 (3)	C3D—C4D	1.343 (3)
C1B—O1B	1.250 (2)	C3D—H3D3	0.92 (2)
C2B—C3B	1.438 (2)	C4D—H4D	0.918 (15)
C3B—C4B	1.336 (3)	C5D—O2D	1.407 (2)
C3B—H3B3	0.94 (2)	C5D—C6D	1.526 (2)
C4B—H4B	0.93 (2)	C5D—H5D	0.95 (2)
C5B—C6B	1.525 (2)	C6D—H6D1	0.96 (3)
C5B—H5B	0.95 (2)	C6D—H6D2	0.97 (2)
C6B—H6B1	0.89 (3)	C7D—O2D	1.443 (2)
C6B—H6B2	0.97 (2)	C7D—C8D	1.510 (3)
C7B—C8B	1.507 (2)	C7D—H7D	0.97 (2)
C7B—H7B	0.95 (2)	C8D—O3D	1.416 (2)
C8B—O3B	1.429 (2)	C8D—H8D1	0.95 (2)
C8B—H8B1	0.98 (2)	C8D—H8D2	1.00 (2)
C8B—H8B2	0.95 (2)	O1W—H11W	0.82 (3)
S1C—C6C	1.811 (2)	O1W—H12W	0.81 (3)
S1C—C7C	1.8524 (19)	O2W—H21W	0.82 (3)
O1C—C1C	1.239 (2)	O2W—H22W	0.79 (3)
O2C—C7C	1.418 (2)
C6A—S1A—C7A	86.93 (9)	C1C—N1C—C5C	117.01 (14)
C5A—O2A—C7A	113.15 (14)	C1C—N2C—C2C	120.16 (16)
C8A—O3A—H3A	108 (2)	C2C—N3C—H3C1	115.5 (16)
C4A—N1A—C1A	120.52 (14)	C2C—N3C—H3C2	119.0 (15)
C4A—N1A—C5A	121.30 (13)	H3C1—N3C—H3C2	125 (2)
C1A—N1A—C5A	118.11 (13)	O1C—C1C—N2C	122.34 (17)
C2A—N2A—C1A	119.48 (14)	O1C—C1C—N2C	122.34 (17)
C2A—N3A—H3A1	119.0 (17)	O1C—C1C—N1C	117.95 (17)
C2A—N3A—H3A2	118.2 (15)	O1C—C1C—N1C	117.95 (17)
H3A1—N3A—H3A2	122 (2)	N2C—C1C—N1C	119.71 (15)
O1A—C1A—N2A	121.65 (14)	N3C—C2C—N2C	117.15 (17)
O1A—C1A—N1A	118.65 (15)	N3C—C2C—C3C	121.13 (17)
N2A—C1A—N1A	119.70 (15)	N2C—C2C—C3C	121.72 (17)
N3A—C2A—N2A	118.78 (15)	C4C—C3C—C2C	117.32 (17)
N3A—C2A—C3A	119.27 (16)	C4C—C3C—H3C3	119.0 (13)
N2A—C2A—C3A	121.92 (16)	C2C—C3C—H3C3	123.7 (13)
C4A—C3A—C2A	117.72 (16)	C3C—C4C—N1C	121.49 (17)
C4A—C3A—H3A3	122.3 (13)	C3C—C4C—H4C	123.9 (14)
C2A—C3A—H3A3	119.9 (13)	N1C—C4C—H4C	114.6 (14)
C3A—C4A—N1A	120.61 (15)	O2C—C5C—N1C	107.70 (13)
C3A—C4A—H4A	124.3 (12)	O2C—C5C—C6C	105.27 (15)
N1A—C4A—H4A	115.1 (12)	N1C—C5C—C6C	116.88 (15)
O2A—C5A—N1A	108.05 (13)	O2C—C5C—H5C	105.9 (14)
O2A—C5A—C6A	109.38 (14)	N1C—C5C—H5C	105.5 (14)
N1A—C5A—C6A	112.49 (15)	C6C—C5C—H5C	115.0 (13)
O2A—C5A—H5A	109.1 (13)	C5C—C6C—S1C	102.18 (13)
N1A—C5A—H5A	104.2 (13)	C5C—C6C—H6C1	111.1 (16)
C6A—C5A—H5A	113.4 (14)	S1C—C6C—H6C1	109.7 (16)
C5A—C6A—S1A	104.31 (12)	C5C—C6C—H6C2	113.8 (14)
C5A—C6A—H6A1	111.6 (17)	S1C—C6C—H6C2	107.2 (13)
S1A—C6A—H6A1	109.3 (16)	H6C1—C6C—H6C2	112 (2)
C5A—C6A—H6A2	114.6 (15)	O2C—C7C—C8C	110.59 (15)
S1A—C6A—H6A2	109.3 (14)	O2C—C7C—S1C	106.51 (12)
H6A1—C6A—H6A2	108 (2)	C8C—C7C—S1C	110.51 (14)
O2A—C7A—C8A	109.68 (15)	O2C—C7C—H7C	111.4 (12)
O2A—C7A—S1A	106.42 (11)	C8C—C7C—H7C	111.0 (12)
C8A—C7A—S1A	114.97 (13)	S1C—C7C—H7C	106.7 (12)
O2A—C7A—H7A	107.7 (12)	O3C—C8C—C7C	113.65 (16)
C8A—C7A—H7A	108.3 (12)	O3C—C8C—H8C1	108.6 (13)
S1A—C7A—H7A	109.5 (12)	C7C—C8C—H8C1	112.0 (13)
O3A—C8A—C7A	109.77 (14)	O3C—C8C—H8C2	95.0 (11)
O3A—C8A—H8A1	112.8 (14)	C7C—C8C—H8C2	108.7 (11)
C7A—C8A—H8A1	106.0 (13)	H8C1—C8C—H8C2	117.9 (17)
O3A—C8A—H8A2	112.4 (14)	C7D—S1D—C6D	87.64 (9)
C7A—C8A—H8A2	105.9 (13)	C5D—O2D—C7D	113.83 (13)
H8A1—C8A—H8A2	109.6 (19)	C8D—O3D—H3D	111.5 (19)
C6B—S1B—C7B	91.65 (9)	C4D—N1D—C1D	120.27 (15)
C5B—O2B—C7B	111.61 (13)	C4D—N1D—C5D	123.48 (14)
C8B—O3B—H3B	107 (2)	C1D—N1D—C5D	116.14 (13)
C4B—N1B—C1B	120.32 (15)	C2D—N2D—C1D	120.38 (14)
C4B—N1B—C5B	122.99 (14)	C2D—N3D—H3D1	117.3 (16)
C1B—N1B—C5B	116.69 (14)	C2D—N3D—H3D2	118.1 (16)
C2B—N2B—C1B	120.06 (15)	H3D1—N3D—H3D2	123 (2)
C2B—N3B—H3B1	117.1 (16)	O1D—C1D—N2D	122.48 (15)
C2B—N3B—H3B2	122.8 (15)	O1D—C1D—N2D	122.48 (15)
H3B1—N3B—H3B2	120 (2)	O1D—C1D—N1D	118.02 (15)
O1B—C1B—N2B	122.63 (16)	O1D—C1D—N1D	118.02 (15)
O1B—C1B—N2B	122.63 (16)	N2D—C1D—N1D	119.50 (15)
O1B—C1B—N1B	117.65 (15)	N3D—C2D—N2D	117.89 (15)
O1B—C1B—N1B	117.65 (15)	N3D—C2D—C3D	121.40 (16)
N2B—C1B—N1B	119.73 (15)	N2D—C2D—C3D	120.71 (16)
N3B—C2B—N2B	117.81 (16)	C4D—C3D—C2D	117.57 (16)
N3B—C2B—C3B	120.78 (16)	C4D—C3D—H3D3	120.3 (14)
N2B—C2B—C3B	121.41 (16)	C2D—C3D—H3D3	122.0 (14)
C4B—C3B—C2B	117.58 (16)	C3D—C4D—N1D	121.07 (15)
C4B—C3B—H3B3	120.6 (12)	C3D—C4D—H4D	124.2 (14)
C2B—C3B—H3B3	121.9 (12)	N1D—C4D—H4D	114.6 (13)
C3B—C4B—N1B	120.86 (16)	O2D—C5D—N1D	108.59 (13)
C3B—C4B—H4B	121.3 (13)	O2D—C5D—N1D	108.59 (13)
N1B—C4B—H4B	117.8 (14)	O2D—C5D—C6D	109.37 (14)
O2B—C5B—N1B	106.41 (13)	O2D—C5D—C6D	109.37 (14)
O2B—C5B—C6B	107.61 (14)	N1D—C5D—C6D	112.22 (14)
N1B—C5B—C6B	112.52 (14)	O2D—C5D—H5D	112.9 (13)
O2B—C5B—H5B	113.2 (12)	O2D—C5D—H5D	112.9 (13)
N1B—C5B—H5B	105.4 (12)	N1D—C5D—H5D	106.2 (13)
C6B—C5B—H5B	111.6 (13)	C6D—C5D—H5D	107.6 (13)
C5B—C6B—S1B	103.40 (13)	C5D—C6D—S1D	103.54 (12)
C5B—C6B—H6B1	111.9 (17)	C5D—C6D—H6D1	110.4 (14)
S1B—C6B—H6B1	111.3 (17)	S1D—C6D—H6D1	110.3 (14)
C5B—C6B—H6B2	109.1 (13)	C5D—C6D—H6D2	114.5 (12)
S1B—C6B—H6B2	110.8 (13)	S1D—C6D—H6D2	110.1 (12)
H6B1—C6B—H6B2	110 (2)	H6D1—C6D—H6D2	107.9 (18)
O2B—C7B—C8B	108.26 (14)	O2D—C7D—C8D	108.87 (15)
O2B—C7B—S1B	107.27 (11)	O2D—C7D—C8D	108.87 (15)
C8B—C7B—S1B	112.95 (12)	O2D—C7D—S1D	106.10 (12)
O2B—C7B—H7B	111.5 (12)	O2D—C7D—S1D	106.10 (12)
C8B—C7B—H7B	110.4 (12)	C8D—C7D—S1D	111.78 (13)
S1B—C7B—H7B	106.5 (12)	O2D—C7D—H7D	106.2 (13)
O3B—C8B—C7B	112.57 (14)	O2D—C7D—H7D	106.2 (13)
O3B—C8B—C7B	112.57 (14)	C8D—C7D—H7D	110.1 (12)
O3B—C8B—H8B1	107.8 (13)	S1D—C7D—H7D	113.5 (13)
O3B—C8B—H8B1	107.8 (13)	O3D—C8D—C7D	111.93 (15)
C7B—C8B—H8B1	110.0 (13)	O3D—C8D—C7D	111.93 (15)
O3B—C8B—H8B2	110.4 (12)	O3D—C8D—H8D1	109.9 (13)
O3B—C8B—H8B2	110.4 (12)	O3D—C8D—H8D1	109.9 (13)
C7B—C8B—H8B2	107.1 (12)	C7D—C8D—H8D1	110.7 (13)
H8B1—C8B—H8B2	108.8 (19)	O3D—C8D—H8D2	106.5 (13)
C6C—S1C—C7C	91.33 (9)	O3D—C8D—H8D2	106.5 (13)
C7C—O2C—C5C	107.20 (13)	C7D—C8D—H8D2	106.3 (13)
C8C—O3C—H3C	107.1 (19)	H8D1—C8D—H8D2	111.4 (18)
C4C—N1C—C1C	119.45 (15)	H11W—O1W—H12W	112 (3)
C4C—N1C—C5C	123.39 (15)	H21W—O2W—H22W	108 (3)
C2A—N2A—C1A—O1A	177.71 (16)	C4C—N1C—C1C—N2C	−0.5 (2)
C2A—N2A—C1A—N1A	−2.5 (2)	C5C—N1C—C1C—N2C	−176.19 (15)
C4A—N1A—C1A—O1A	−178.79 (15)	C1C—N2C—C2C—N3C	175.73 (16)
C5A—N1A—C1A—O1A	4.1 (2)	C1C—N2C—C2C—C3C	−4.6 (3)
C4A—N1A—C1A—N2A	1.4 (2)	N3C—C2C—C3C—C4C	−177.03 (17)
C5A—N1A—C1A—N2A	−175.76 (15)	N2C—C2C—C3C—C4C	3.3 (3)
C1A—N2A—C2A—N3A	179.93 (16)	C2C—C3C—C4C—N1C	−0.6 (3)
C1A—N2A—C2A—C3A	1.6 (3)	C1C—N1C—C4C—C3C	−0.7 (3)
N3A—C2A—C3A—C4A	−177.86 (17)	C5C—N1C—C4C—C3C	174.69 (16)
N2A—C2A—C3A—C4A	0.5 (3)	C7C—O2C—C5C—N1C	−178.33 (14)
C2A—C3A—C4A—N1A	−1.6 (3)	C7C—O2C—C5C—C6C	56.28 (17)
C1A—N1A—C4A—C3A	0.7 (3)	C4C—N1C—C5C—O2C	−89.05 (19)
C5A—N1A—C4A—C3A	177.77 (16)	C1C—N1C—C5C—O2C	86.47 (17)
C7A—O2A—C5A—N1A	119.70 (15)	C4C—N1C—C5C—C6C	29.1 (2)
C7A—O2A—C5A—C6A	−3.05 (19)	C1C—N1C—C5C—C6C	−155.38 (16)
C4A—N1A—C5A—O2A	−31.7 (2)	O2C—C5C—C6C—S1C	−47.65 (15)
C1A—N1A—C5A—O2A	145.45 (14)	N1C—C5C—C6C—S1C	−167.11 (12)
C4A—N1A—C5A—C6A	89.18 (19)	C7C—S1C—C6C—C5C	22.58 (13)
C1A—N1A—C5A—C6A	−93.70 (17)	C5C—O2C—C7C—C8C	−156.71 (15)
O2A—C5A—C6A—S1A	31.40 (17)	C5C—O2C—C7C—S1C	−36.59 (16)
N1A—C5A—C6A—S1A	−88.67 (15)	C6C—S1C—C7C—O2C	6.72 (13)
C7A—S1A—C6A—C5A	−39.11 (13)	C6C—S1C—C7C—C8C	126.89 (15)
C5A—O2A—C7A—C8A	−151.83 (14)	O2C—C7C—C8C—O3C	−62.5 (2)
C5A—O2A—C7A—S1A	−26.89 (16)	S1C—C7C—C8C—O3C	179.77 (13)
C6A—S1A—C7A—O2A	38.45 (12)	O1D—O1D—C1D—N2D	0.00 (19)
C6A—S1A—C7A—C8A	160.07 (14)	O1D—O1D—C1D—N1D	0.00 (17)
O2A—C7A—C8A—O3A	65.01 (19)	C2D—N2D—C1D—O1D	176.25 (16)
S1A—C7A—C8A—O3A	−54.83 (19)	C2D—N2D—C1D—O1D	176.25 (16)
O1B—O1B—C1B—N2B	0.0 (2)	C2D—N2D—C1D—N1D	−4.4 (2)
O1B—O1B—C1B—N1B	0.0 (3)	C4D—N1D—C1D—O1D	−174.27 (15)
C2B—N2B—C1B—O1B	179.83 (15)	C5D—N1D—C1D—O1D	9.3 (2)
C2B—N2B—C1B—O1B	179.83 (15)	C4D—N1D—C1D—O1D	−174.27 (15)
C2B—N2B—C1B—N1B	0.2 (2)	C5D—N1D—C1D—O1D	9.3 (2)
C4B—N1B—C1B—O1B	179.21 (15)	C4D—N1D—C1D—N2D	6.4 (2)
C5B—N1B—C1B—O1B	−1.4 (2)	C5D—N1D—C1D—N2D	−170.07 (14)
C4B—N1B—C1B—O1B	179.21 (15)	C1D—N2D—C2D—N3D	178.06 (15)
C5B—N1B—C1B—O1B	−1.4 (2)	C1D—N2D—C2D—C3D	−1.9 (2)
C4B—N1B—C1B—N2B	−1.2 (2)	N3D—C2D—C3D—C4D	−173.54 (17)
C5B—N1B—C1B—N2B	178.25 (14)	N2D—C2D—C3D—C4D	6.4 (3)
C1B—N2B—C2B—N3B	−178.79 (16)	C2D—C3D—C4D—N1D	−4.5 (3)
C1B—N2B—C2B—C3B	1.4 (2)	C1D—N1D—C4D—C3D	−1.7 (2)
N3B—C2B—C3B—C4B	178.10 (16)	C5D—N1D—C4D—C3D	174.48 (16)
N2B—C2B—C3B—C4B	−2.1 (3)	C7D—O2D—C5D—O2D	0 (10)
C2B—C3B—C4B—N1B	1.2 (3)	O2D—O2D—C5D—N1D	0.00 (11)
C1B—N1B—C4B—C3B	0.4 (2)	C7D—O2D—C5D—N1D	116.50 (15)
C5B—N1B—C4B—C3B	−178.96 (16)	O2D—O2D—C5D—C6D	0.00 (13)
C7B—O2B—C5B—N1B	165.39 (13)	C7D—O2D—C5D—C6D	−6.26 (19)
C7B—O2B—C5B—C6B	44.57 (18)	C4D—N1D—C5D—O2D	−15.8 (2)
C4B—N1B—C5B—O2B	−10.7 (2)	C1D—N1D—C5D—O2D	160.53 (13)
C1B—N1B—C5B—O2B	169.88 (13)	C4D—N1D—C5D—O2D	−15.8 (2)
C4B—N1B—C5B—C6B	106.88 (19)	C1D—N1D—C5D—O2D	160.53 (13)
C1B—N1B—C5B—C6B	−72.51 (19)	C4D—N1D—C5D—C6D	105.22 (18)
O2B—C5B—C6B—S1B	−42.84 (16)	C1D—N1D—C5D—C6D	−78.45 (17)
N1B—C5B—C6B—S1B	−159.74 (12)	O2D—C5D—C6D—S1D	33.23 (16)
C7B—S1B—C6B—C5B	24.37 (14)	O2D—C5D—C6D—S1D	33.23 (16)
C5B—O2B—C7B—C8B	−146.39 (14)	N1D—C5D—C6D—S1D	−87.35 (15)
C5B—O2B—C7B—S1B	−24.21 (16)	C7D—S1D—C6D—C5D	−39.45 (13)
C6B—S1B—C7B—O2B	−2.00 (13)	C5D—O2D—C7D—O2D	0 (5)
C6B—S1B—C7B—C8B	117.22 (14)	O2D—O2D—C7D—C8D	0.0 (4)
O3B—O3B—C8B—C7B	0.0 (2)	C5D—O2D—C7D—C8D	−144.39 (15)
O2B—C7B—C8B—O3B	65.33 (18)	O2D—O2D—C7D—S1D	0.0 (4)
S1B—C7B—C8B—O3B	−53.31 (18)	C5D—O2D—C7D—S1D	−23.95 (17)
O2B—C7B—C8B—O3B	65.33 (18)	C6D—S1D—C7D—O2D	37.02 (13)
S1B—C7B—C8B—O3B	−53.31 (18)	C6D—S1D—C7D—O2D	37.02 (13)
O1C—O1C—C1C—N2C	0.0 (3)	C6D—S1D—C7D—C8D	155.56 (14)
O1C—O1C—C1C—N1C	0.0 (3)	O3D—O3D—C8D—C7D	0.00 (13)
C2C—N2C—C1C—O1C	−176.28 (15)	O2D—C7D—C8D—O3D	−71.00 (19)
C2C—N2C—C1C—O1C	−176.28 (15)	O2D—C7D—C8D—O3D	−71.00 (19)
C2C—N2C—C1C—N1C	3.1 (2)	S1D—C7D—C8D—O3D	172.11 (13)
C4C—N1C—C1C—O1C	178.95 (15)	O2D—C7D—C8D—O3D	−71.00 (19)
C5C—N1C—C1C—O1C	3.2 (2)	O2D—C7D—C8D—O3D	−71.00 (19)
C4C—N1C—C1C—O1C	178.95 (15)	S1D—C7D—C8D—O3D	172.11 (13)
C5C—N1C—C1C—O1C	3.2 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3A—H3A···O3B	0.83 (3)	2.22 (3)	2.9368 (19)	144 (3)
N3A—H3A1···N2B^i	0.84 (2)	2.25 (3)	3.012 (2)	151 (2)
N3B—H3B2···O1B^ii	0.87 (3)	1.98 (3)	2.851 (2)	173 (2)
O3B—H3B···O1A^iii	0.73 (3)	2.05 (3)	2.7717 (19)	168 (3)
N3C—H3C2···O1C^iv	0.87 (3)	1.96 (3)	2.826 (2)	169 (2)
C6D—H6D2···O3D^v	0.97 (2)	2.43 (2)	3.165 (2)	131.8 (16)
C4C—H4C···O1D	0.98 (2)	2.24 (2)	3.150 (2)	155.2 (19)
N3D—H3D1···N2C^iv	0.87 (2)	2.20 (2)	3.031 (2)	162 (2)
C6C—H6C2···O1D	0.97 (2)	2.42 (2)	3.368 (2)	167.6 (18)
C4B—H4B···O1A^iii	0.93 (2)	2.48 (2)	3.338 (2)	155.3 (17)
O3D—H3D···O3B	0.88 (3)	2.04 (3)	2.903 (2)	165 (3)
C8B—H8B1···O2D	0.98 (2)	2.44 (2)	3.208 (2)	134.3 (17)
N3A—H3A2···O1D^vi	0.82 (2)	2.08 (2)	2.896 (2)	170 (2)
N3D—H3D2···O1A^vii	0.86 (2)	2.12 (3)	2.958 (2)	164 (2)
C3A—H3A3···O3D	0.90 (2)	2.49 (2)	3.145 (2)	129.7 (17)
O1W—H12W···O1B	0.81 (3)	1.98 (3)	2.7411 (18)	157 (3)
O1W—H11W···N2D^viii	0.82 (3)	1.97 (3)	2.781 (2)	172 (3)
O2W—H21W···O1C	0.82 (3)	1.96 (3)	2.7546 (19)	161 (3)
O2W—H22W···N2A^ix	0.79 (3)	2.18 (3)	2.966 (2)	177 (3)
N3C—H3C1···O1W	0.85 (2)	2.10 (3)	2.944 (2)	173 (2)
O3C—H3C···O1W^viii	0.91 (3)	1.80 (3)	2.698 (2)	166 (3)
N3B—H3B1···O2W^x	0.83 (2)	2.11 (2)	2.933 (2)	174 (2)

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