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Crystals of 4,2′-an­hydro-5-(β-D-arabino­furan­osyl)­uracil, (I), obtained from an aqueous solution, were characterized as the dihydrate, C9H10N2O5·2H2O, (Ia). In air, these crystals slowly transform to the mono­hydrate, C9H10N2O5·H2O, (Ib), but remain crystalline. The solid-state transformation proceeds with the loss of one water mol­ecule and a rearrangement of hydrogen-bonded layers of mol­ecules. The furan­ose ring in (I) has an approximate C4′-exo,O4′-endo twist conformation. The central five-membered ring is slightly puckered. The uracil group is planar within experimental uncertainty.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270100007794/av1044sup1.cif
Contains datablocks default, Ia, Ib

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270100007794/av1044Iasup2.hkl
Contains datablock Ia

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270100007794/av1044Ibsup3.hkl
Contains datablock Ib

CCDC references: 150846; 150847

Computing details top

For both compounds, data collection: SMART (Siemens, 1995); cell refinement: SMART; data reduction: SAINT (Siemens, 1995); program(s) used to solve structure: SHELXTL (Sheldrick, 1996); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL; software used to prepare material for publication: CIF in SHELXL97.

(Ia) 4,2'-Anhydro-5-(β-D-arabinofuranosyl)-uracil dihydrate top
Crystal data top
C9H10N2O5·2H2OF(000) = 276
Mr = 262.22Dx = 1.549 Mg m3
Monoclinic, P21Mo Kα radiation, λ = 0.71073 Å
a = 6.0315 (7) ÅCell parameters from 207 reflections
b = 7.2490 (8) Åθ = 3–23°
c = 12.8693 (19) ŵ = 0.14 mm1
β = 91.921 (9)°T = 135 K
V = 562.36 (12) Å3Block, colorless
Z = 20.60 × 0.54 × 0.34 mm
Data collection top
Siemens_SMART
diffractometer
1970 independent reflections
Radiation source: normal-focus sealed tube1942 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.039
ω scansθmax = 32.3°, θmin = 1.6°
Absorption correction: numerical (SHELXTL; sheldrick, 1996)h = 88
Tmin = 0.916, Tmax = 0.961k = 910
10536 measured reflectionsl = 1719
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.025All H-atom parameters refined
wR(F2) = 0.076 w = 1/[σ2(Fo2) + (0.05P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.38(Δ/σ)max < 0.001
1970 reflectionsΔρmax = 0.31 e Å3
220 parametersΔρmin = 0.27 e Å3
1 restraintExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.31 (2)
Special details top

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 (Å2) top
xyzUiso*/Ueq
O40.51583 (11)0.04216 (15)0.12081 (5)0.01925 (17)
O3'0.54763 (12)0.07751 (11)0.38795 (6)0.01560 (16)
O20.32296 (12)0.08300 (12)0.22573 (6)0.01750 (17)
O4'0.07803 (12)0.20057 (12)0.22666 (6)0.01488 (16)
O5'0.24383 (11)0.55290 (11)0.26988 (6)0.01481 (15)
O70.73319 (15)0.33605 (14)0.50065 (7)0.0237 (2)
O80.87328 (15)0.19923 (15)0.38915 (8)0.0269 (2)
N30.43995 (13)0.06573 (16)0.05461 (6)0.01728 (19)
N10.05786 (12)0.05147 (15)0.10669 (6)0.01471 (17)
C50.14705 (14)0.03136 (15)0.07033 (7)0.01359 (18)
C1'0.14462 (15)0.02506 (15)0.18590 (7)0.01374 (18)
C2'0.39391 (16)0.00618 (14)0.21572 (7)0.01415 (18)
C40.36934 (14)0.04718 (16)0.03989 (7)0.01440 (18)
C3'0.44064 (15)0.15504 (14)0.29785 (7)0.01272 (17)
C20.27836 (15)0.06767 (15)0.13220 (7)0.01375 (18)
C4'0.20713 (15)0.22824 (14)0.32095 (7)0.01268 (17)
C5'0.19396 (17)0.42956 (15)0.35201 (7)0.01447 (18)
C60.00968 (16)0.03286 (17)0.00785 (8)0.01563 (19)
H1'0.068 (3)0.071 (3)0.2142 (15)0.024 (4)*
H2'0.434 (3)0.120 (3)0.2418 (13)0.015 (4)*
H3'0.534 (2)0.251 (3)0.2706 (12)0.012 (3)*
H03'0.607 (3)0.166 (4)0.4247 (14)0.035 (5)*
H4'0.149 (3)0.152 (3)0.3787 (15)0.028 (5)*
H010.035 (2)0.049 (3)0.1579 (12)0.015 (3)*
H5'B0.045 (3)0.460 (3)0.3735 (13)0.018 (4)*
H5'A0.290 (2)0.452 (2)0.4128 (12)0.010 (3)*
H05'0.394 (3)0.548 (4)0.2608 (14)0.028 (4)*
H60.156 (3)0.023 (3)0.0006 (13)0.020 (4)*
H07B0.655 (4)0.403 (4)0.5295 (17)0.041 (6)*
H07A0.845 (5)0.329 (5)0.530 (2)0.060 (7)*
H08A0.785 (4)0.112 (4)0.3901 (15)0.033 (5)*
H08B0.839 (3)0.275 (3)0.3434 (16)0.027 (5)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O40.0105 (3)0.0353 (4)0.0118 (3)0.0043 (3)0.0006 (2)0.0022 (3)
O3'0.0172 (3)0.0148 (4)0.0144 (3)0.0023 (3)0.0051 (2)0.0010 (3)
O20.0154 (3)0.0248 (4)0.0123 (3)0.0006 (3)0.0006 (2)0.0004 (3)
O4'0.0133 (3)0.0167 (3)0.0144 (3)0.0036 (3)0.0021 (2)0.0034 (3)
O5'0.0133 (3)0.0154 (3)0.0156 (3)0.0013 (3)0.0008 (2)0.0035 (3)
O70.0205 (4)0.0246 (4)0.0255 (4)0.0018 (3)0.0065 (3)0.0094 (4)
O80.0211 (4)0.0255 (5)0.0333 (4)0.0097 (3)0.0091 (3)0.0103 (4)
N30.0109 (3)0.0286 (5)0.0123 (3)0.0004 (3)0.0003 (2)0.0008 (4)
N10.0109 (3)0.0195 (4)0.0136 (3)0.0006 (3)0.0015 (2)0.0026 (3)
C50.0115 (3)0.0169 (4)0.0124 (3)0.0017 (3)0.0005 (3)0.0022 (3)
C1'0.0139 (3)0.0146 (4)0.0127 (3)0.0008 (3)0.0007 (3)0.0015 (3)
C2'0.0149 (4)0.0155 (4)0.0120 (3)0.0033 (3)0.0002 (3)0.0008 (3)
C40.0101 (3)0.0193 (4)0.0137 (4)0.0021 (3)0.0011 (3)0.0021 (4)
C3'0.0131 (4)0.0120 (4)0.0129 (3)0.0019 (3)0.0009 (3)0.0002 (3)
C20.0114 (3)0.0161 (5)0.0137 (4)0.0005 (3)0.0005 (3)0.0015 (4)
C4'0.0123 (3)0.0140 (4)0.0117 (4)0.0022 (3)0.0006 (3)0.0004 (3)
C5'0.0175 (4)0.0136 (4)0.0124 (4)0.0032 (3)0.0008 (3)0.0001 (3)
C60.0107 (3)0.0207 (5)0.0155 (4)0.0022 (4)0.0009 (3)0.0035 (4)
Geometric parameters (Å, º) top
O4—C41.3434 (11)N1—C61.3554 (12)
O4—C2'1.4699 (11)N1—C21.3855 (11)
O3'—C3'1.4237 (11)C5—C61.3573 (12)
O2—C21.2470 (11)C5—C41.4140 (12)
O4'—C4'1.4338 (11)C5—C1'1.4886 (13)
O4'—C1'1.4384 (13)C1'—C2'1.5453 (14)
O5'—C5'1.4243 (12)C2'—C3'1.5301 (14)
N3—C41.3089 (12)C3'—C4'1.5433 (13)
N3—C21.3719 (11)C4'—C5'1.5159 (14)
C4—O4—C2'108.33 (7)N3—C4—C5127.36 (8)
C4'—O4'—C1'106.38 (7)O4—C4—C5112.84 (8)
C4—N3—C2115.60 (8)O3'—C3'—C2'110.62 (8)
C6—N1—C2123.50 (8)O3'—C3'—C4'111.75 (8)
C6—C5—C4115.93 (8)C2'—C3'—C4'103.15 (8)
C6—C5—C1'135.31 (8)O2—C2—N3122.17 (8)
C4—C5—C1'108.69 (8)O2—C2—N1118.43 (8)
O4'—C1'—C5110.45 (8)N3—C2—N1119.40 (8)
O4'—C1'—C2'105.61 (8)O4'—C4'—C5'109.03 (8)
C5—C1'—C2'102.04 (7)O4'—C4'—C3'105.19 (7)
O4—C2'—C3'111.29 (8)C5'—C4'—C3'115.98 (8)
O4—C2'—C1'106.72 (7)O5'—C5'—C4'113.23 (8)
C3'—C2'—C1'105.32 (8)N1—C6—C5118.21 (8)
N3—C4—O4119.80 (8)
C4'—O4'—C1'—C5143.17 (8)O4—C2'—C3'—O3'116.80 (8)
C4'—O4'—C1'—C2'33.57 (10)C1'—C2'—C3'—O3'127.93 (8)
C6—C5—C1'—O4'74.03 (16)O4—C2'—C3'—C4'123.57 (8)
C4—C5—C1'—O4'102.78 (10)C1'—C2'—C3'—C4'8.30 (9)
C6—C5—C1'—C2'174.06 (13)C4—N3—C2—O2179.41 (11)
C4—C5—C1'—C2'9.14 (11)C4—N3—C2—N10.34 (16)
C4—O4—C2'—C3'124.69 (9)C6—N1—C2—O2179.55 (11)
C4—O4—C2'—C1'10.29 (12)C6—N1—C2—N30.21 (17)
O4'—C1'—C2'—O4103.94 (9)C1'—O4'—C4'—C5'164.36 (8)
C5—C1'—C2'—O411.57 (11)C1'—O4'—C4'—C3'39.35 (9)
O4'—C1'—C2'—C3'14.45 (10)O3'—C3'—C4'—O4'147.44 (8)
C5—C1'—C2'—C3'129.95 (8)C2'—C3'—C4'—O4'28.59 (9)
C2—N3—C4—O4179.41 (10)O3'—C3'—C4'—C5'92.01 (10)
C2—N3—C4—C50.82 (19)C2'—C3'—C4'—C5'149.14 (8)
C2'—O4—C4—N3175.65 (11)O4'—C4'—C5'—O5'51.00 (10)
C2'—O4—C4—C54.55 (13)C3'—C4'—C5'—O5'67.46 (10)
C6—C5—C4—N31.09 (19)C2—N1—C6—C50.49 (18)
C1'—C5—C4—N3176.41 (12)C4—C5—C6—N10.84 (16)
C6—C5—C4—O4179.13 (10)C1'—C5—C6—N1175.80 (12)
C1'—C5—C4—O43.37 (13)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H03···O70.87 (2)1.73 (2)2.600 (1)178 (2)
O5—H05···O2i0.92 (2)1.80 (2)2.701 (1)167 (2)
N1—H01···O5ii0.85 (2)1.88 (2)2.732 (1)178 (2)
O7—H07A···O8iii0.76 (3)1.97 (3)2.736 (1)177 (3)
O7—H07B···O3iv0.78 (3)2.08 (3)2.855 (1)178 (2)
O8—H08A···O30.83 (3)1.98 (3)2.807 (1)174 (3)
O8—H08B···O2v0.83 (2)2.05 (2)2.855 (1)164 (2)
C2—H2···O2v1.00 (2)2.62 (2)3.511 (1)149 (2)
C3—H3···O2i0.97 (2)2.63 (2)3.551 (1)159 (2)
C6—H6···O4vi0.89 (2)2.57 (2)3.355 (1)148 (2)
C6—H6···N3vi0.89 (2)2.53 (2)3.362 (1)155 (2)
Symmetry codes: (i) x+1, y+1/2, z; (ii) x, y1/2, z; (iii) x+2, y+1/2, z+1; (iv) x+1, y+1/2, z+1; (v) x+1, y1/2, z; (vi) x1, y, z.
(Ib) 4,2'-Anhydro-5-(β-D-arabinofuranosyl)-uracil monohydrate top
Crystal data top
C9H10N2O5·H2OF(000) = 256
Mr = 244.21Dx = 1.540 Mg m3
Monoclinic, P21Mo Kα radiation, λ = 0.71073 Å
a = 6.024 (2) ÅCell parameters from 54 reflections
b = 7.218 (3) Åθ = 3–23°
c = 12.357 (4) ŵ = 0.13 mm1
β = 101.40 (4)°T = 137 K
V = 526.7 (3) Å3Rod, colorless
Z = 20.56 × 0.35 × 0.07 mm
Data collection top
Siemens_SMART
diffractometer
1808 independent reflections
Radiation source: normal-focus sealed tube1443 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.109
ω scansθmax = 32.0°, θmin = 1.7°
Absorption correction: numerical (SHELXTL; sheldrick, 1996)h = 88
Tmin = 0.946, Tmax = 0.991k = 1010
10608 measured reflectionsl = 1817
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.054Hydrogen site location: difference Fourier map
wR(F2) = 0.110All H atom parameters refined
S = 1.38 w = 1/[σ2(Fo2) + (0.04P)2]
where P = (Fo2 + 2Fc2)/3
1808 reflections(Δ/σ)max = 0.001
202 parametersΔρmax = 0.43 e Å3
1 restraintΔρmin = 0.34 e Å3
Special details top

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 (Å2) top
xyzUiso*/Ueq
O40.4691 (3)0.9064 (3)0.87753 (14)0.0244 (4)
O4'0.0308 (4)0.7577 (2)0.76255 (15)0.0211 (4)
O20.4446 (3)0.8582 (3)1.24412 (14)0.0221 (4)
N10.1218 (4)0.8988 (3)1.11709 (18)0.0194 (4)
C40.3619 (4)0.9015 (4)0.96299 (19)0.0182 (5)
O5'0.0949 (3)0.3985 (3)0.70732 (14)0.0218 (4)
O3'0.3844 (4)0.8541 (3)0.59891 (16)0.0281 (5)
N30.4782 (4)0.8798 (3)1.06380 (17)0.0216 (5)
C50.1256 (4)0.9224 (3)0.9298 (2)0.0182 (5)
C20.3536 (4)0.8776 (3)1.1454 (2)0.0187 (5)
C60.0065 (5)0.9211 (4)1.0125 (2)0.0208 (5)
C1'0.0657 (5)0.9306 (3)0.8067 (2)0.0198 (5)
C2'0.3013 (5)0.9414 (4)0.7758 (2)0.0205 (5)
C5'0.0051 (5)0.5322 (4)0.6246 (2)0.0229 (6)
C4'0.0512 (5)0.7293 (4)0.6625 (2)0.0208 (5)
C3'0.3020 (5)0.7879 (3)0.6914 (2)0.0189 (5)
O80.3314 (4)0.6415 (3)1.41947 (17)0.0277 (5)
H4'0.031 (6)0.802 (5)0.603 (2)0.021 (8)*
H5B'0.062 (6)0.505 (5)0.554 (2)0.025 (8)*
H3'0.396 (6)0.692 (4)0.729 (2)0.013 (7)*
H03'0.359 (8)0.783 (7)0.540 (3)0.050 (12)*
H2'0.346 (6)1.048 (6)0.747 (3)0.030 (9)*
H60.156 (6)0.943 (4)1.002 (2)0.016 (7)*
H05'0.252 (8)0.401 (7)0.723 (3)0.049 (11)*
H5A'0.164 (7)0.515 (5)0.606 (3)0.031 (9)*
H010.062 (7)0.903 (6)1.173 (3)0.036 (10)*
H1'0.029 (6)1.029 (5)0.774 (3)0.026 (9)*
H08B0.333 (8)0.707 (7)1.364 (4)0.045 (12)*
H08A0.436 (12)0.565 (11)1.421 (4)0.09 (2)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O40.0174 (9)0.0357 (11)0.0210 (8)0.0051 (9)0.0058 (7)0.0036 (9)
O4'0.0213 (10)0.0189 (9)0.0242 (10)0.0045 (7)0.0072 (8)0.0027 (7)
O20.0222 (10)0.0220 (10)0.0233 (9)0.0008 (8)0.0072 (8)0.0003 (7)
N10.0164 (10)0.0189 (10)0.0239 (10)0.0010 (9)0.0062 (8)0.0026 (9)
C40.0170 (12)0.0152 (11)0.0234 (11)0.0018 (10)0.0066 (9)0.0026 (10)
O5'0.0224 (10)0.0160 (8)0.0286 (9)0.0029 (8)0.0089 (8)0.0003 (7)
O3'0.0390 (13)0.0229 (10)0.0256 (10)0.0133 (9)0.0143 (9)0.0039 (8)
N30.0161 (11)0.0255 (12)0.0238 (10)0.0008 (9)0.0055 (8)0.0027 (9)
C50.0178 (12)0.0134 (11)0.0236 (11)0.0013 (10)0.0045 (9)0.0013 (9)
C20.0182 (12)0.0127 (11)0.0264 (12)0.0006 (10)0.0075 (10)0.0018 (10)
C60.0172 (12)0.0170 (11)0.0285 (13)0.0016 (10)0.0055 (10)0.0042 (10)
C1'0.0204 (13)0.0130 (11)0.0251 (12)0.0008 (10)0.0018 (10)0.0012 (10)
C2'0.0220 (14)0.0174 (12)0.0221 (12)0.0043 (10)0.0044 (10)0.0015 (10)
C5'0.0263 (16)0.0222 (13)0.0201 (13)0.0074 (11)0.0041 (11)0.0016 (10)
C4'0.0220 (14)0.0203 (12)0.0195 (12)0.0015 (10)0.0023 (10)0.0007 (10)
C3'0.0224 (14)0.0148 (11)0.0195 (12)0.0043 (10)0.0039 (10)0.0008 (9)
O80.0368 (13)0.0220 (10)0.0269 (11)0.0082 (9)0.0128 (10)0.0011 (8)
Geometric parameters (Å, º) top
O4—C41.343 (3)O5'—C5'1.432 (3)
O4—C2'1.471 (3)O3'—C3'1.416 (3)
O4'—C4'1.434 (3)N3—C21.371 (3)
O4'—C1'1.438 (3)C5—C61.360 (4)
O2—C21.242 (3)C5—C1'1.494 (4)
N1—C61.350 (4)C1'—C2'1.543 (4)
N1—C21.379 (3)C2'—C3'1.522 (4)
C4—N31.313 (3)C5'—C4'1.506 (4)
C4—C51.409 (4)C4'—C3'1.542 (4)
C4—O4—C2'108.67 (19)O4'—C1'—C5110.5 (2)
C4'—O4'—C1'105.6 (2)O4'—C1'—C2'105.8 (2)
C6—N1—C2124.0 (2)C5—C1'—C2'101.8 (2)
N3—C4—O4120.0 (2)O4—C2'—C3'111.5 (2)
N3—C4—C5127.4 (2)O4—C2'—C1'106.9 (2)
O4—C4—C5112.6 (2)C3'—C2'—C1'105.1 (2)
C4—N3—C2115.6 (2)O5'—C5'—C4'113.2 (2)
C6—C5—C4115.7 (2)O4'—C4'—C5'109.2 (2)
C6—C5—C1'135.1 (3)O4'—C4'—C3'104.5 (2)
C4—C5—C1'109.1 (2)C5'—C4'—C3'116.3 (2)
O2—C2—N3121.6 (2)O3'—C3'—C2'110.9 (2)
O2—C2—N1119.3 (2)O3'—C3'—C4'112.9 (2)
N3—C2—N1119.1 (2)C2'—C3'—C4'102.9 (2)
N1—C6—C5118.2 (3)
C2'—O4—C4—N3177.1 (2)C4—C5—C1'—C2'8.2 (2)
C2'—O4—C4—C52.7 (3)C4—O4—C2'—C3'122.2 (2)
O4—C4—N3—C2179.7 (2)C4—O4—C2'—C1'7.9 (3)
C5—C4—N3—C20.1 (4)O4'—C1'—C2'—O4106.0 (2)
N3—C4—C5—C60.6 (4)C5—C1'—C2'—O49.5 (2)
O4—C4—C5—C6179.2 (2)O4'—C1'—C2'—C3'12.6 (3)
N3—C4—C5—C1'176.3 (3)C5—C1'—C2'—C3'128.1 (2)
O4—C4—C5—C1'3.9 (3)C1'—O4'—C4'—C5'166.7 (2)
C4—N3—C2—O2179.9 (2)C1'—O4'—C4'—C3'41.6 (2)
C4—N3—C2—N10.4 (3)O5'—C5'—C4'—O4'54.6 (3)
C6—N1—C2—O2179.9 (2)O5'—C5'—C4'—C3'63.3 (3)
C6—N1—C2—N30.3 (4)O4—C2'—C3'—O3'112.0 (2)
C2—N1—C6—C50.2 (4)C1'—C2'—C3'—O3'132.6 (2)
C4—C5—C6—N10.6 (3)O4—C2'—C3'—C4'127.0 (2)
C1'—C5—C6—N1175.3 (3)C1'—C2'—C3'—C4'11.6 (3)
C4'—O4'—C1'—C5143.3 (2)O4'—C4'—C3'—O3'151.8 (2)
C4'—O4'—C1'—C2'33.8 (3)C5'—C4'—C3'—O3'87.7 (3)
C6—C5—C1'—O4'72.2 (4)O4'—C4'—C3'—C2'32.2 (2)
C4—C5—C1'—O4'103.9 (2)C5'—C4'—C3'—C2'152.7 (2)
C6—C5—C1'—C2'175.7 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H03···O8i0.88 (4)1.79 (4)2.663 (3)175 (5)
O5—H05···O2ii0.93 (5)1.82 (5)2.735 (3)169 (5)
N1—H01···O5iii0.84 (4)1.91 (4)2.744 (3)175 (4)
O8—H08B···O20.83 (5)2.06 (5)2.862 (3)162 (5)
O8—H08A···O3ii0.84 (8)1.91 (8)2.728 (3)165 (7)
C2—H2···O2iv0.91 (4)2.56 (4)3.406 (4)155 (3)
C3—H3···O2ii0.95 (3)2.59 (3)3.479 (3)155 (2)
C6—H6···O4v0.97 (4)2.48 (3)3.337 (4)146 (2)
C6—H6···N3v0.97 (4)2.51 (4)3.379 (4)148 (2)
Symmetry codes: (i) x, y, z1; (ii) x+1, y1/2, z+2; (iii) x, y+1/2, z+2; (iv) x+1, y+1/2, z+2; (v) x1, y, z.
 

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