Download citation
Download citation
link to html
In the structure of sodium D-glycero-D-gulo-heptonate dihydrate, Na+·C7H13O8·2H2O, the glucoheptonate anion has a bent carbon chain conformation. There are extensive intermolecular hydrogen bonds involving all the hydroxy and water H atoms. The Na+ cation has a distorted octahedral coordination to six O atoms, with Na+...O distances ranging from 2.316 (2) to 2.645 (2) Å.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S010827010001355X/bk1543sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010827010001355X/bk1543Isup2.hkl
Contains datablock I

CCDC reference: 158224

Comment top

The primary aim of this study was to examine the acyclic carbon chain conformation in the D-glycero-D-gulo-heptonate anion of the title compound, (I). Crystal structure studies of meso-L-glycero-L-gulo-heptitol (Nimgirawath et al., 1976) and of other alditols (Park et al., 1971, 1989; Panagiotopoulos et al., 1974) led to the expectation that, because of its DDLDD configuration, the D-glycero-D-gulo-heptonate anion should exist as the bent conformer. This conformational preference has its origin in the repulsion of syn-axially related hydroxyl groups, parallel to C3—OH and C5—OH, in the straight-chain conformer. \sch

The anion of (I) has a bent-chain conformation. This conformation can be derived from the zigzag planar conformation by two consecutive rotations around the C3—C4 and C2—C3 bonds. This bent-chain conformation was predicted for the polyhydroxy alkyl chain of D-glycero-D-gulo-heptitol by Jeffrey & Kim (1970). In the bent conformer of (I) the C atoms lie in two planes, C1—C3 and C3—C7, with an interplanar angle of 71.2 (2)°.

The Na+ cations occupy the voids between the hydrogen-bonded anions. The sixfold coordination of each Na+ cation consists of O2, O3, O5, O7, O12 and OW1, with Na+···O distances ranging from 2.316 (2) to 2.645 (2) Å, making a distorted octahedral geometry.

The molecular packing in the crystal of (I) appears to be determined mainly by hydrogen bonds, since there are ten hydrogen bonds per asymmetric unit. The hydrogen bond distances and angles are listed in Table 2. The molecular packing projected down the b axis is shown in Fig. 2. A l l six hydroxy groups and the water molecules act as hydrogen-bond donors. Atoms O2, O4 and O6 are hydrogen-bond acceptors; O3, O5 and O7 do not accept any hydrogen bonds. Atom OW2 accepts two hydrogen bonds, while OW1 accepts one. The O11 carboxylate accepts three hydrogen bonds and O12 one. This may account for the small difference in bond length of 0.037 Å by which the C1—O11 distance is longer than C1—O12. Each molecule is linked by two kinds of hydrogen bonds, one donor-acceptor hydrogen bond and one branched hydrogen bond.

Experimental top

Crystals of (I) (m.p. 437 K) were obtained from Aldrich Chemical Company, Inc. and no further recrystallization was carried out.

Refinement top

The coordinates and isotropic displacement parameters of all H atoms were refined. We did not determine the absolute configuration but assumed the D-form, corresponding to the configuration as supplied by Aldrich Chemical Company, Inc. The C—H and O—H bond distances range from 0.92 (4) to 1.00 (4) Å and from 0.73 (5) to 0.85 (4) Å, respectively.

Computing details top

Data collection: CAD-4-PC Software (Enraf-Nonius, 1992); cell refinement: SET4 and CELDIM in CAD-4-PC Software; data reduction: WinGX (Farrugia, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. A view of the glucoheptonate anion of (I) showing the atomic numbering. Displacement ellipsoids are drawn at the 50% probablity level and H atoms are shown as small spheres of arbitrary radii.
[Figure 2] Fig. 2. The crystal packing of (I) projected down the b axis, with the c axis horizontal. Hydrogen bonds are shown as thin dashed lines.
Sodium D-glycero-D-gulo-heptonate dihydrate top
Crystal data top
[Na(C7H13O8)]·2H2ODx = 1.593 Mg m3
Mr = 284.20Melting point: 437 K
Monoclinic, P21Mo Kα radiation, λ = 0.71070 Å
a = 6.181 (1) ÅCell parameters from 25 reflections
b = 9.200 (1) Åθ = 15.7–24.7°
c = 10.691 (1) ŵ = 0.18 mm1
β = 102.94 (1)°T = 292 K
V = 592.4 (1) Å3Prism, colourless
Z = 20.65 × 0.50 × 0.28 mm
F(000) = 300
Data collection top
Enraf-Nonius CAD-4
diffractometer
Rint = 0.024
Radiation source: fine-focus sealed tubeθmax = 26.0°, θmin = 2.0°
Graphite monochromatorh = 07
ω/2θ scansk = 011
1359 measured reflectionsl = 1312
1243 independent reflections3 standard reflections every 60 min
1206 reflections with I > 2σ(I) intensity decay: 2.2%
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)] = 0.032Hydrogen site location: difference Fourier map
wR(F2) = 0.090All H-atom parameters refined
S = 1.28Calculated w = 1/[σ2(Fo2) + (0.0568P)2 + 0.0911P]
where P = (Fo2 + 2Fc2)/3
1243 reflections(Δ/σ)max < 0.001
231 parametersΔρmax = 0.32 e Å3
1 restraintΔρmin = 0.25 e Å3
Crystal data top
[Na(C7H13O8)]·2H2OV = 592.4 (1) Å3
Mr = 284.20Z = 2
Monoclinic, P21Mo Kα radiation
a = 6.181 (1) ŵ = 0.18 mm1
b = 9.200 (1) ÅT = 292 K
c = 10.691 (1) Å0.65 × 0.50 × 0.28 mm
β = 102.94 (1)°
Data collection top
Enraf-Nonius CAD-4
diffractometer
Rint = 0.024
1359 measured reflections3 standard reflections every 60 min
1243 independent reflections intensity decay: 2.2%
1206 reflections with I > 2σ(I)
Refinement top
R[F2 > 2σ(F2)] = 0.0321 restraint
wR(F2) = 0.090All H-atom parameters refined
S = 1.28Δρmax = 0.32 e Å3
1243 reflectionsΔρmin = 0.25 e Å3
231 parameters
Special details top

Experimental. ω/2θ scan width (1.20 + 0.35tanθ)°, background counts for 2 s on each side of every scan.

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
Na0.50300 (17)0.82914 (14)0.30397 (11)0.0284 (3)
C10.8619 (4)0.7430 (3)0.5456 (2)0.0193 (5)
O110.9570 (3)0.6907 (2)0.65415 (19)0.0268 (5)
O120.7452 (3)0.6739 (2)0.45629 (19)0.0250 (4)
C20.8989 (4)0.9062 (3)0.5270 (2)0.0179 (5)
O20.8659 (3)0.9316 (2)0.39176 (18)0.0219 (4)
C30.7325 (4)0.9961 (3)0.5813 (2)0.0194 (5)
O30.5194 (3)0.9323 (2)0.53688 (19)0.0255 (5)
C40.7964 (4)1.0098 (3)0.7290 (2)0.0194 (5)
O40.6066 (4)1.0484 (3)0.7767 (2)0.0260 (4)
C50.9674 (4)1.1298 (3)0.7684 (2)0.0196 (5)
O50.8656 (3)1.2633 (2)0.7196 (2)0.0249 (4)
C61.0565 (5)1.1453 (3)0.9139 (2)0.0235 (6)
O61.1765 (4)1.0152 (3)0.9563 (2)0.0325 (5)
C71.2053 (5)1.2773 (4)0.9474 (3)0.0272 (6)
O71.3955 (3)1.2710 (3)0.8923 (2)0.0331 (5)
OW10.3615 (5)1.0636 (3)0.2207 (2)0.0345 (5)
OW21.3424 (4)0.7989 (3)0.8050 (3)0.0412 (6)
H21.046 (5)0.936 (4)0.568 (3)0.016 (7)*
H30.739 (5)1.093 (4)0.547 (3)0.017 (7)*
H40.854 (5)0.920 (4)0.763 (3)0.011 (6)*
H51.092 (5)1.109 (4)0.729 (3)0.017 (7)*
H60.929 (5)1.159 (4)0.954 (3)0.017 (7)*
H711.254 (6)1.290 (5)1.043 (4)0.037 (10)*
H721.121 (6)1.357 (5)0.918 (4)0.037 (11)*
H2O0.922 (8)1.007 (6)0.385 (4)0.047 (12)*
H3O0.440 (7)0.991 (6)0.536 (4)0.041 (12)*
H4O0.522 (6)0.984 (5)0.771 (4)0.022 (9)*
H5O0.946 (7)1.303 (5)0.692 (4)0.032 (11)*
H6O1.232 (7)1.025 (6)1.032 (5)0.045 (12)*
H7O1.450 (7)1.187 (5)0.914 (4)0.031 (9)*
H11W0.268 (10)1.084 (7)0.257 (6)0.074 (18)*
H12W0.440 (12)1.135 (9)0.212 (7)0.09 (2)*
H21W1.221 (7)0.768 (5)0.759 (4)0.038 (10)*
H22W1.312 (8)0.840 (6)0.856 (5)0.047 (14)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Na0.0229 (5)0.0321 (6)0.0288 (6)0.0010 (5)0.0026 (4)0.0036 (5)
C10.0161 (10)0.0199 (13)0.0224 (12)0.0018 (10)0.0056 (9)0.0017 (10)
O110.0321 (10)0.0213 (10)0.0247 (10)0.0029 (8)0.0016 (8)0.0010 (8)
O120.0282 (9)0.0160 (9)0.0290 (10)0.0034 (8)0.0025 (8)0.0007 (8)
C20.0167 (11)0.0187 (12)0.0176 (11)0.0014 (10)0.0022 (9)0.0010 (10)
O20.0296 (10)0.0162 (9)0.0209 (9)0.0036 (8)0.0078 (7)0.0013 (7)
C30.0196 (12)0.0168 (12)0.0202 (12)0.0004 (10)0.0012 (9)0.0014 (10)
O30.0174 (9)0.0250 (10)0.0323 (10)0.0035 (9)0.0014 (8)0.0059 (8)
C40.0201 (11)0.0189 (13)0.0196 (12)0.0012 (10)0.0053 (9)0.0010 (10)
O40.0226 (9)0.0291 (11)0.0288 (10)0.0034 (9)0.0110 (8)0.0060 (9)
C50.0187 (11)0.0202 (13)0.0192 (11)0.0001 (10)0.0030 (9)0.0019 (11)
O50.0232 (9)0.0207 (10)0.0305 (10)0.0013 (8)0.0056 (8)0.0038 (9)
C60.0249 (12)0.0266 (14)0.0185 (11)0.0012 (11)0.0042 (10)0.0030 (11)
O60.0426 (12)0.0279 (11)0.0219 (11)0.0032 (10)0.0036 (9)0.0010 (9)
C70.0287 (14)0.0282 (15)0.0235 (13)0.0011 (13)0.0030 (11)0.0070 (12)
O70.0298 (10)0.0303 (12)0.0396 (12)0.0027 (10)0.0086 (9)0.0006 (10)
OW10.0396 (13)0.0327 (13)0.0312 (12)0.0002 (11)0.0082 (10)0.0009 (10)
OW20.0292 (12)0.0514 (16)0.0403 (13)0.0014 (12)0.0024 (10)0.0120 (13)
Geometric parameters (Å, º) top
Na—O5i2.316 (2)C2—C31.532 (3)
Na—O7ii2.382 (3)C3—O31.423 (3)
Na—O122.416 (2)C3—C41.545 (4)
Na—O22.420 (2)C4—O41.425 (3)
Na—OW12.421 (3)C4—C51.521 (4)
Na—O32.645 (2)O4—Naiii2.759 (3)
Na—O4i2.759 (3)C5—O51.425 (3)
Na—C23.093 (3)C5—C61.537 (3)
Na—C13.107 (3)O5—Naiii2.316 (2)
C1—O121.235 (3)C6—O61.428 (4)
C1—O111.272 (3)C6—C71.517 (4)
C1—C21.538 (4)C7—O71.429 (4)
C2—O21.434 (3)O7—Naiv2.382 (3)
O5i—Na—O7ii106.99 (9)O4i—Na—C195.77 (8)
O5i—Na—O12111.38 (8)C2—Na—C128.73 (7)
O7ii—Na—O12102.43 (8)O12—C1—O11125.5 (3)
O5i—Na—O2161.39 (9)O12—C1—C2118.7 (2)
O7ii—Na—O291.43 (8)O11—C1—C2115.8 (2)
O12—Na—O265.68 (7)O12—C1—Na45.92 (14)
O5i—Na—OW185.84 (9)O11—C1—Na162.32 (18)
O7ii—Na—OW191.21 (9)C2—C1—Na75.12 (15)
O12—Na—OW1153.18 (9)C1—O12—Na112.53 (18)
O2—Na—OW191.31 (9)O2—C2—C3109.7 (2)
O5i—Na—O391.47 (8)O2—C2—C1107.3 (2)
O7ii—Na—O3161.39 (9)C3—C2—C1110.3 (2)
O12—Na—O371.95 (8)O2—C2—Na49.47 (11)
O2—Na—O370.02 (7)C3—C2—Na86.16 (14)
OW1—Na—O387.76 (9)C1—C2—Na76.16 (15)
O5i—Na—O4i63.54 (8)C2—O2—Na103.77 (14)
O7ii—Na—O4i66.99 (8)O3—C3—C2107.5 (2)
O12—Na—O4i74.28 (7)O3—C3—C4112.4 (2)
O2—Na—O4i128.83 (8)C2—C3—C4113.0 (2)
OW1—Na—O4i132.54 (8)C3—O3—Na107.44 (15)
O3—Na—O4i125.80 (8)O4—C4—C5107.3 (2)
O5i—Na—C2137.14 (8)O4—C4—C3110.1 (2)
O7ii—Na—C2114.31 (8)C5—C4—C3110.1 (2)
O12—Na—C249.60 (7)C4—O4—Naiii106.62 (16)
O2—Na—C226.76 (6)O5—C5—C4107.6 (2)
OW1—Na—C2103.75 (9)O5—C5—C6108.6 (2)
O3—Na—C248.32 (6)C4—C5—C6114.6 (2)
O4i—Na—C2123.50 (8)C5—O5—Naiii127.48 (17)
O5i—Na—C1121.70 (8)O6—C6—C7110.6 (2)
O7ii—Na—C1113.27 (8)O6—C6—C5106.6 (2)
O12—Na—C121.55 (7)C7—C6—C5112.0 (2)
O2—Na—C149.44 (7)O7—C7—C6112.5 (2)
OW1—Na—C1131.66 (9)C7—O7—Naiv139.22 (19)
O3—Na—C155.90 (7)
O5i—Na—C1—O1266.6 (2)C1—Na—C2—C3112.0 (2)
O7ii—Na—C1—O1263.18 (19)O5i—Na—C2—C168.97 (17)
O2—Na—C1—O12133.8 (2)O7ii—Na—C2—C194.45 (15)
OW1—Na—C1—O12177.61 (19)O12—Na—C2—C18.71 (12)
O3—Na—C1—O12134.1 (2)O2—Na—C2—C1127.8 (2)
O4i—Na—C1—O124.22 (18)OW1—Na—C2—C1167.82 (14)
C2—Na—C1—O12161.7 (3)O3—Na—C2—C193.59 (15)
O5i—Na—C1—O111.4 (7)O4i—Na—C2—C116.89 (16)
O7ii—Na—C1—O11131.1 (6)C3—C2—O2—Na66.4 (2)
O12—Na—C1—O1167.9 (6)C1—C2—O2—Na53.4 (2)
O2—Na—C1—O11158.3 (7)O5i—Na—O2—C238.0 (3)
OW1—Na—C1—O11114.5 (6)O7ii—Na—O2—C2149.89 (15)
O3—Na—C1—O1166.2 (6)O12—Na—O2—C246.89 (15)
O4i—Na—C1—O1163.7 (6)OW1—Na—O2—C2118.86 (15)
C2—Na—C1—O11130.4 (7)O3—Na—O2—C231.72 (15)
O5i—Na—C1—C2131.74 (14)O4i—Na—O2—C288.70 (16)
O7ii—Na—C1—C298.50 (15)C1—Na—O2—C229.98 (14)
O12—Na—C1—C2161.7 (3)O2—C2—C3—O371.6 (3)
O2—Na—C1—C227.91 (12)C1—C2—C3—O346.3 (3)
OW1—Na—C1—C215.92 (18)Na—C2—C3—O327.37 (18)
O3—Na—C1—C264.18 (13)O2—C2—C3—C4163.8 (2)
O4i—Na—C1—C2165.91 (13)C1—C2—C3—C478.2 (3)
O11—C1—O12—Na159.8 (2)Na—C2—C3—C4151.9 (2)
C2—C1—O12—Na20.3 (3)C2—C3—O3—Na34.2 (2)
O5i—Na—O12—C1123.03 (18)C4—C3—O3—Na159.15 (17)
O7ii—Na—O12—C1122.91 (18)O5i—Na—O3—C3175.64 (17)
O2—Na—O12—C137.01 (17)O7ii—Na—O3—C32.7 (4)
OW1—Na—O12—C14.0 (3)O12—Na—O3—C372.33 (17)
O3—Na—O12—C138.69 (17)O2—Na—O3—C32.35 (16)
O4i—Na—O12—C1175.64 (19)OW1—Na—O3—C389.86 (18)
C2—Na—O12—C111.44 (16)O4i—Na—O3—C3126.44 (17)
O12—C1—C2—O224.0 (3)C2—Na—O3—C320.83 (15)
O11—C1—C2—O2155.9 (2)C1—Na—O3—C356.23 (16)
Na—C1—C2—O238.95 (15)O3—C3—C4—O438.2 (3)
O12—C1—C2—C395.4 (3)C2—C3—C4—O4160.0 (2)
O11—C1—C2—C384.6 (3)O3—C3—C4—C5156.3 (2)
Na—C1—C2—C380.52 (17)C2—C3—C4—C581.9 (3)
O12—C1—C2—Na14.9 (2)C5—C4—O4—Naiii51.4 (2)
O11—C1—C2—Na165.1 (2)C3—C4—O4—Naiii68.5 (2)
O5i—Na—C2—O2163.19 (16)O4—C4—C5—O556.3 (3)
O7ii—Na—C2—O233.39 (17)C3—C4—C5—O563.5 (3)
O12—Na—C2—O2119.12 (17)O4—C4—C5—C664.6 (3)
OW1—Na—C2—O264.34 (16)C3—C4—C5—C6175.6 (2)
O3—Na—C2—O2138.57 (19)C4—C5—O5—Naiii33.7 (3)
O4i—Na—C2—O2110.95 (16)C6—C5—O5—Naiii90.9 (2)
C1—Na—C2—O2127.8 (2)O5—C5—C6—O6174.1 (2)
O5i—Na—C2—C343.0 (2)C4—C5—C6—O665.6 (3)
O7ii—Na—C2—C3153.56 (15)O5—C5—C6—C753.1 (3)
O12—Na—C2—C3120.71 (17)C4—C5—C6—C7173.4 (2)
O2—Na—C2—C3120.2 (2)O6—C6—C7—O758.3 (3)
OW1—Na—C2—C355.83 (16)C5—C6—C7—O760.4 (3)
O3—Na—C2—C318.40 (14)C6—C7—O7—Naiv85.1 (4)
O4i—Na—C2—C3128.88 (14)
Symmetry codes: (i) x+1, y+1/2, z+1; (ii) x+2, y+1/2, z+1; (iii) x+1, y1/2, z+1; (iv) x+2, y1/2, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H2O···O11iv0.79 (5)1.93 (5)2.714 (4)173 (4)
O3—H3O···O12iii0.73 (5)2.04 (5)2.771 (4)172 (5)
O4—H4O···OW2v0.78 (5)2.11 (5)2.872 (4)165 (4)
O5—H5O···O2iv0.73 (3)2.01 (3)2.730 (3)172 (4)
O6—H6O···OW1vi0.82 (4)2.02 (4)2.837 (3)176 (3)
O7—H7O···O4vii0.85 (6)2.31 (5)2.854 (4)122 (4)
OW1—H11W···O11iii0.79 (4)2.09 (4)2.865 (3)166 (4)
OW1—H12W···OW2iv0.83 (5)2.06 (5)2.887 (3)175 (4)
OW2—H21W···O110.85 (4)1.90 (5)2.747 (3)177 (5)
OW2—H22W···O60.73 (5)2.20 (5)2.893 (4)160 (5)
Symmetry codes: (iii) x+1, y1/2, z+1; (iv) x+2, y1/2, z+1; (v) x1, y, z; (vi) x+1, y, z+1; (vii) x+1, y, z.

Experimental details

Crystal data
Chemical formula[Na(C7H13O8)]·2H2O
Mr284.20
Crystal system, space groupMonoclinic, P21
Temperature (K)292
a, b, c (Å)6.181 (1), 9.200 (1), 10.691 (1)
β (°) 102.94 (1)
V3)592.4 (1)
Z2
Radiation typeMo Kα
µ (mm1)0.18
Crystal size (mm)0.65 × 0.50 × 0.28
Data collection
DiffractometerEnraf-Nonius CAD-4
diffractometer
Absorption correction
No. of measured, independent and
observed [I > 2σ(I)] reflections
1359, 1243, 1206
Rint0.024
(sin θ/λ)max1)0.616
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.032, 0.090, 1.28
No. of reflections1243
No. of parameters231
No. of restraints1
H-atom treatmentAll H-atom parameters refined
Δρmax, Δρmin (e Å3)0.32, 0.25

Computer programs: CAD-4-PC Software (Enraf-Nonius, 1992), SET4 and CELDIM in CAD-4-PC Software, WinGX (Farrugia, 1999), SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), ORTEPIII (Burnett & Johnson, 1996), SHELXL97.

Selected geometric parameters (Å, º) top
Na—O5i2.316 (2)C2—C31.532 (3)
Na—O7ii2.382 (3)C3—O31.423 (3)
Na—O122.416 (2)C3—C41.545 (4)
Na—O22.420 (2)C4—O41.425 (3)
Na—OW12.421 (3)C4—C51.521 (4)
Na—O32.645 (2)C5—O51.425 (3)
C1—O121.235 (3)C5—C61.537 (3)
C1—O111.272 (3)C6—O61.428 (4)
C1—C21.538 (4)C6—C71.517 (4)
C2—O21.434 (3)C7—O71.429 (4)
O12—C1—O11125.5 (3)O4—C4—C3110.1 (2)
O12—C1—C2118.7 (2)C5—C4—C3110.1 (2)
O11—C1—C2115.8 (2)O5—C5—C4107.6 (2)
O2—C2—C3109.7 (2)O5—C5—C6108.6 (2)
O2—C2—C1107.3 (2)C4—C5—C6114.6 (2)
C3—C2—C1110.3 (2)O6—C6—C7110.6 (2)
O3—C3—C2107.5 (2)O6—C6—C5106.6 (2)
O3—C3—C4112.4 (2)C7—C6—C5112.0 (2)
C2—C3—C4113.0 (2)O7—C7—C6112.5 (2)
O4—C4—C5107.3 (2)
O12—C1—C2—C395.4 (3)C3—C4—C5—C6175.6 (2)
O11—C1—C2—C384.6 (3)C4—C5—C6—C7173.4 (2)
C1—C2—C3—C478.2 (3)C5—C6—C7—O760.4 (3)
C2—C3—C4—C581.9 (3)
Symmetry codes: (i) x+1, y+1/2, z+1; (ii) x+2, y+1/2, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H2O···O11iii0.79 (5)1.93 (5)2.714 (4)173 (4)
O3—H3O···O12iv0.73 (5)2.04 (5)2.771 (4)172 (5)
O4—H4O···OW2v0.78 (5)2.11 (5)2.872 (4)165 (4)
O5—H5O···O2iii0.73 (3)2.01 (3)2.730 (3)172 (4)
O6—H6O···OW1vi0.82 (4)2.02 (4)2.837 (3)176 (3)
O7—H7O···O4vii0.85 (6)2.31 (5)2.854 (4)122 (4)
OW1—H11W···O11iv0.79 (4)2.09 (4)2.865 (3)166 (4)
OW1—H12W···OW2iii0.83 (5)2.06 (5)2.887 (3)175 (4)
OW2—H21W···O110.85 (4)1.90 (5)2.747 (3)177 (5)
OW2—H22W···O60.73 (5)2.20 (5)2.893 (4)160 (5)
Symmetry codes: (iii) x+2, y1/2, z+1; (iv) x+1, y1/2, z+1; (v) x1, y, z; (vi) x+1, y, z+1; (vii) x+1, y, z.
 

Follow Acta Cryst. C
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds