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Acta Cryst. (2009). E65, m654    [ doi:10.1107/S1600536809017668 ]

Bis([mu]-5-carboxylato-1-carboxylatomethyl-2-oxidopyridinium)-[kappa]2O5:O1;[kappa]2O1:O5-[diaqua(phenanthroline-[kappa]2N,N')manganese(II)] dihydrate

M.-X. Jiang and Y.-L. Feng

Abstract top

The centrosymmetric binuclear title complex, [Mn2(C8H5NO5)2(C12H8N2)2(H2O)4]·2H2O, was obtained by the reaction of manganese chloride with 5-carboxy-1-carboxymethyl-2-oxidopyridinium and 1,10-phenanthroline. The MnII atom is coordinated by two N atoms from the 1,10-phenanthroline ligand, two O atoms from two 5-carboxylato-1-carboxylatomethyl-2-oxidopyridinium ligands and two water molecules, leading to a distorted octahedral MnN2O4 environment. Intermolecular O-H...O hydrogen bonds link neighbouring molecules into a layer structure parallel to (001).

Comment top

There is intensely research on the synthesis of compounds with multicarboxylate ligands and metal centers for their potential applications and coloful coordination methods. A large number of these compounds have been synthesized (He et al., 2008; Huang et al., 2008; Jiang et al.,2009; Tong et al., 2005). As illustrated in Fig. 1, the MnII atom is coordinated by two nitrogen atoms from one 1,10-phenanthroline molecule, two oxygen atoms from two 5-carboxyl-1-carboxymethyl-2-oxidopyridinium ligands and two wate molecules. Four coordinated atoms of N2, N3, O5 and O2A constitute the base of the octahedral, whereas O1W and O2W atoms occupy the apical position. The intermolecular hydrogen bonds play an important role in the formation of the one-dimensional chain. As shown in Fig. 2. The intermolecular O—H···O hydrogen bonds link the neibouring molecules to a one-dimensional chain.

Related literature top

For the synthesis of compounds with multicarboxylate ligands and metal centers, see: He et al. (2008); Huang et al. (2008); Jiang et al. (2009); Tong et al. (2005).

Experimental top

A mixture of 0.5 mmol 5-carboxyl-1-carboxymethyl-2-oxidopyridinium, 0.5 mmol 1,10-phenanthroline and 0.5 mmol of manganese chloride in 10 ml distilled water was stirred for 30 min at 323 K, then the reaction mixture was filtered and well shaped yellow crystals of the title compound was obtained from the mother liquor by slow evaporation at room temperature for several days.

Refinement top

The H atoms bonded to C atoms were positioned geometrically [aromatic C—H 0.93 Å and aliphatic C—H = 0.97 Å, Uiso(H) = 1.2Ueq(C)]. The H atoms bonded to O atoms were located in a difference Fourier maps and refined with O—H distance restraints of 0.85 and Uiso(H) = 1.5Ueq(O).

Computing details top

Data collection: APEX2 (Bruker, 2006); cell refinement: SAINT (Bruker, 2006); data reduction: SAINT (Bruker, 2006); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. A view of the molecule of (I), showing the atom-labelling scheme. Displacement ellipsoids are shown at the 30% probability level [Symmetry code: (A) -x + 1, -y + 1, -z + 1].
[Figure 2] Fig. 2. A view of the one-dimensional chain of the title compound. The O—H···O interactions are depicted by dashed lines.
Bis(µ-5-carboxylato-1-carboxylatomethyl-2-oxidopyridinium)- κ2O5:O1;κ2O1:O5- [diaqua(phenanthroline-κ2N,N')manganese(II)] dihydrate top
Crystal data top
[Mn2(C8H5NO5)2(C12H8N2)2(H2O)4]·2H2OV = 1051.1 (3) Å3
Mr = 968.64Z = 1
Triclinic, P1F000 = 498
Hall symbol: -P 1Dx = 1.530 Mg m−3
a = 7.7726 (11) ÅMo Kα radiation
λ = 0.71073 Å
b = 9.9519 (14) Åθ = 2.8–27.5º
c = 15.411 (3) ŵ = 0.68 mm−1
α = 98.744 (10)ºT = 293 K
β = 103.553 (10)ºBlock, yellow
γ = 110.252 (7)º0.60 × 0.15 × 0.10 mm
Data collection top
Bruker APEXII area-detector
diffractometer		4779 independent reflections
Radiation source: fine-focus sealed tube3675 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.171
T = 293 Kθmax = 27.5º
ω scansθmin = 2.8º
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −10→10
Tmin = 0.885, Tmax = 0.934k = −12→12
19359 measured reflectionsl = −19→20
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.051H atoms treated by a mixture of
independent and constrained refinement
wR(F2) = 0.141  w = 1/[σ2(Fo2) + (0.083P)2 + 0.0025P]
where P = (Fo2 + 2Fc2)/3
S = 1.00(Δ/σ)max = 0.001
4779 reflectionsΔρmax = 0.81 e Å−3
307 parametersΔρmin = −0.79 e Å−3
9 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods
Crystal data top
[Mn2(C8H5NO5)2(C12H8N2)2(H2O)4]·2H2Oγ = 110.252 (7)º
Mr = 968.64V = 1051.1 (3) Å3
Triclinic, P1Z = 1
a = 7.7726 (11) ÅMo Kα
b = 9.9519 (14) ŵ = 0.68 mm−1
c = 15.411 (3) ÅT = 293 K
α = 98.744 (10)º0.60 × 0.15 × 0.10 mm
β = 103.553 (10)º
Data collection top
Bruker APEXII area-detector
diffractometer		4779 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		3675 reflections with I > 2σ(I)
Tmin = 0.885, Tmax = 0.934Rint = 0.171
19359 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0519 restraints
wR(F2) = 0.141H atoms treated by a mixture of
independent and constrained refinement
S = 1.00Δρmax = 0.81 e Å−3
4779 reflectionsΔρmin = −0.79 e Å−3
307 parameters
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
Mn10.34180 (4)0.38197 (3)0.24659 (2)0.03192 (14)
C10.8430 (3)0.9583 (2)0.60141 (17)0.0399 (5)
H1A0.73650.95750.55330.048*
H1B0.93351.06050.62840.048*
C20.7670 (3)0.89610 (18)0.67529 (14)0.0334 (4)
C31.1327 (3)0.9121 (2)0.60386 (16)0.0416 (5)
C41.2123 (3)0.8185 (2)0.56435 (17)0.0447 (5)
H41.34210.83880.59050.054*
C51.1068 (3)0.7009 (2)0.49014 (16)0.0397 (5)
H51.16400.64230.46630.048*
C60.9079 (3)0.66801 (19)0.44911 (15)0.0350 (5)
C70.8321 (3)0.75625 (19)0.48720 (15)0.0358 (5)
H70.70160.73440.46200.043*
C80.7808 (3)0.5421 (2)0.36561 (15)0.0363 (5)
C9−0.0500 (3)0.1365 (2)0.09487 (19)0.0561 (7)
H9−0.06410.09260.14330.067*
C10−0.1881 (4)0.0671 (3)0.0077 (2)0.0672 (9)
H10−0.2900−0.0226−0.00120.081*
C11−0.1736 (3)0.1298 (2)−0.06335 (19)0.0565 (7)
H11−0.26540.0839−0.12120.068*
C12−0.0184 (3)0.2654 (2)−0.04935 (16)0.0413 (5)
C130.0048 (3)0.3422 (3)−0.11964 (18)0.0506 (6)
H13−0.08210.2997−0.17890.061*
C140.1498 (3)0.4747 (3)−0.10162 (17)0.0495 (6)
H140.16070.5238−0.14810.059*
C150.2884 (3)0.5414 (2)−0.01126 (16)0.0405 (5)
C160.4418 (4)0.6812 (2)0.01077 (19)0.0509 (6)
H160.45840.7336−0.03380.061*
C170.5659 (3)0.7382 (2)0.09913 (19)0.0509 (6)
H170.66600.83120.11560.061*
C180.5416 (3)0.6564 (2)0.16410 (17)0.0429 (5)
H180.62890.69620.22340.051*
C190.2732 (3)0.46827 (18)0.05867 (14)0.0331 (4)
C200.1150 (3)0.32712 (18)0.04029 (14)0.0338 (4)
O1W0.2082 (2)0.51934 (15)0.30069 (13)0.0469 (4)
H1WA0.107 (3)0.494 (3)0.3146 (19)0.056*
H1WB0.262 (3)0.6101 (18)0.3185 (18)0.056*
O10.6879 (2)0.96382 (15)0.71523 (12)0.0473 (4)
O2W0.5101 (2)0.24567 (16)0.20164 (12)0.0439 (4)
H2WA0.612 (3)0.297 (2)0.2403 (16)0.053*
H2WB0.459 (3)0.177 (2)0.2261 (16)0.053*
O20.7879 (2)0.78107 (15)0.68951 (12)0.0440 (4)
O31.2212 (2)1.02222 (18)0.67190 (14)0.0640 (6)
O3W0.5827 (3)1.18225 (16)0.65623 (18)0.0688 (6)
H3WA0.632 (4)1.129 (3)0.680 (2)0.083*
H3WB0.471 (3)1.149 (3)0.659 (2)0.083*
O40.84928 (19)0.46805 (15)0.32338 (12)0.0449 (4)
O50.6043 (2)0.52140 (18)0.34392 (12)0.0526 (5)
N10.9381 (2)0.87521 (16)0.56051 (13)0.0361 (4)
N20.3998 (2)0.52424 (16)0.14566 (13)0.0351 (4)
N30.0999 (2)0.26257 (16)0.11052 (13)0.0390 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mn10.03112 (19)0.02749 (17)0.0329 (2)0.00883 (12)0.00698 (15)0.00713 (12)
C10.0513 (11)0.0308 (8)0.0417 (13)0.0170 (8)0.0180 (10)0.0135 (8)
C20.0322 (9)0.0295 (8)0.0345 (12)0.0102 (7)0.0072 (8)0.0069 (7)
C30.0390 (10)0.0365 (9)0.0403 (13)0.0071 (8)0.0112 (9)0.0057 (8)
C40.0306 (9)0.0466 (10)0.0455 (14)0.0107 (8)0.0024 (9)0.0055 (9)
C50.0340 (9)0.0377 (9)0.0433 (13)0.0132 (8)0.0079 (9)0.0079 (8)
C60.0318 (9)0.0330 (8)0.0348 (12)0.0092 (7)0.0055 (8)0.0098 (8)
C70.0331 (9)0.0334 (8)0.0360 (12)0.0088 (7)0.0066 (8)0.0118 (8)
C80.0336 (9)0.0343 (8)0.0361 (12)0.0094 (7)0.0079 (8)0.0094 (8)
C90.0537 (13)0.0374 (10)0.0535 (17)−0.0012 (9)0.0010 (12)0.0158 (10)
C100.0565 (14)0.0399 (11)0.066 (2)−0.0090 (10)−0.0065 (13)0.0106 (12)
C110.0491 (12)0.0441 (11)0.0491 (17)0.0073 (9)−0.0067 (11)−0.0029 (10)
C120.0399 (10)0.0406 (9)0.0383 (13)0.0177 (8)0.0041 (9)0.0038 (8)
C130.0523 (12)0.0593 (13)0.0370 (14)0.0270 (11)0.0037 (10)0.0076 (10)
C140.0587 (13)0.0624 (13)0.0383 (14)0.0315 (11)0.0165 (11)0.0235 (11)
C150.0467 (11)0.0407 (9)0.0425 (13)0.0223 (9)0.0184 (10)0.0151 (9)
C160.0622 (14)0.0437 (11)0.0559 (16)0.0202 (10)0.0270 (12)0.0265 (10)
C170.0540 (13)0.0328 (9)0.0608 (18)0.0071 (9)0.0225 (12)0.0149 (10)
C180.0422 (10)0.0306 (8)0.0455 (15)0.0061 (8)0.0113 (10)0.0039 (8)
C190.0364 (9)0.0291 (8)0.0360 (12)0.0156 (7)0.0120 (8)0.0068 (7)
C200.0350 (9)0.0301 (8)0.0347 (12)0.0144 (7)0.0076 (8)0.0050 (7)
O1W0.0401 (8)0.0323 (6)0.0712 (13)0.0146 (6)0.0243 (8)0.0096 (7)
O10.0589 (9)0.0417 (7)0.0532 (11)0.0275 (7)0.0266 (8)0.0131 (7)
O2W0.0446 (8)0.0401 (7)0.0439 (11)0.0140 (6)0.0143 (7)0.0084 (7)
O20.0562 (9)0.0403 (7)0.0529 (11)0.0258 (6)0.0295 (8)0.0251 (7)
O30.0481 (9)0.0496 (9)0.0649 (14)0.0037 (7)0.0082 (8)−0.0152 (8)
O3W0.0591 (10)0.0344 (7)0.1180 (19)0.0198 (7)0.0337 (12)0.0212 (9)
O40.0352 (7)0.0413 (7)0.0505 (11)0.0110 (6)0.0120 (7)0.0020 (7)
O50.0323 (7)0.0601 (9)0.0504 (11)0.0180 (7)0.0006 (7)−0.0080 (8)
N10.0384 (8)0.0304 (7)0.0386 (11)0.0108 (6)0.0135 (7)0.0104 (7)
N20.0344 (8)0.0282 (7)0.0383 (11)0.0085 (6)0.0113 (7)0.0058 (6)
N30.0376 (8)0.0286 (7)0.0411 (11)0.0059 (6)0.0063 (8)0.0085 (7)
Geometric parameters (Å, °) top
Mn1—O52.0761 (14)C10—C111.348 (4)
Mn1—O2i2.1066 (15)C10—H100.9300
Mn1—O1W2.1643 (15)C11—C121.409 (3)
Mn1—N22.2768 (18)C11—H110.9300
Mn1—N32.2788 (17)C12—C201.411 (3)
Mn1—O2W2.3237 (17)C12—C131.428 (3)
C1—N11.454 (3)C13—C141.341 (3)
C1—C21.518 (3)C13—H130.9300
C1—H1A0.9700C14—C151.436 (3)
C1—H1B0.9700C14—H140.9300
C2—O11.245 (2)C15—C191.394 (3)
C2—O21.254 (2)C15—C161.411 (3)
C3—O31.251 (2)C16—C171.370 (4)
C3—N11.391 (3)C16—H160.9300
C3—C41.423 (3)C17—C181.390 (3)
C4—C51.356 (3)C17—H170.9300
C4—H40.9300C18—N21.327 (2)
C5—C61.423 (3)C18—H180.9300
C5—H50.9300C19—N21.361 (3)
C6—C71.352 (3)C19—C201.444 (2)
C6—C81.503 (3)C20—N31.348 (3)
C7—N11.356 (2)O1W—H1WA0.831 (16)
C7—H70.9300O1W—H1WB0.822 (15)
C8—O41.240 (3)O2W—H2WA0.807 (16)
C8—O51.267 (2)O2W—H2WB0.856 (16)
C9—N31.324 (2)O2—Mn1i2.1066 (15)
C9—C101.401 (3)O3W—H3WA0.833 (17)
C9—H90.9300O3W—H3WB0.833 (17)
O5—Mn1—O2i105.32 (7)C10—C11—C12119.5 (2)
O5—Mn1—O1W89.47 (6)C10—C11—H11120.2
O2i—Mn1—O1W90.24 (6)C12—C11—H11120.2
O5—Mn1—N290.90 (7)C11—C12—C20116.6 (2)
O2i—Mn1—N2163.71 (6)C11—C12—C13123.4 (2)
O1W—Mn1—N288.34 (7)C20—C12—C13120.00 (19)
O5—Mn1—N3162.47 (8)C14—C13—C12121.1 (2)
O2i—Mn1—N391.35 (6)C14—C13—H13119.5
O1W—Mn1—N395.98 (7)C12—C13—H13119.5
N2—Mn1—N372.68 (6)C13—C14—C15120.6 (2)
O5—Mn1—O2W85.20 (6)C13—C14—H14119.7
O2i—Mn1—O2W89.67 (6)C15—C14—H14119.7
O1W—Mn1—O2W174.44 (6)C19—C15—C16117.6 (2)
N2—Mn1—O2W93.29 (6)C19—C15—C14120.02 (19)
N3—Mn1—O2W89.58 (6)C16—C15—C14122.4 (2)
N1—C1—C2112.73 (16)C17—C16—C15118.7 (2)
N1—C1—H1A109.0C17—C16—H16120.7
C2—C1—H1A109.0C15—C16—H16120.7
N1—C1—H1B109.0C16—C17—C18119.7 (2)
C2—C1—H1B109.0C16—C17—H17120.1
H1A—C1—H1B107.8C18—C17—H17120.1
O1—C2—O2126.3 (2)N2—C18—C17123.2 (2)
O1—C2—C1116.48 (17)N2—C18—H18118.4
O2—C2—C1117.18 (19)C17—C18—H18118.4
O3—C3—N1118.6 (2)N2—C19—C15123.24 (17)
O3—C3—C4126.2 (2)N2—C19—C20117.09 (18)
N1—C3—C4115.20 (17)C15—C19—C20119.66 (18)
C5—C4—C3122.79 (19)N3—C20—C12123.26 (18)
C5—C4—H4118.6N3—C20—C19118.13 (17)
C3—C4—H4118.6C12—C20—C19118.59 (19)
C4—C5—C6119.4 (2)Mn1—O1W—H1WA128.8 (17)
C4—C5—H5120.3Mn1—O1W—H1WB122.9 (17)
C6—C5—H5120.3H1WA—O1W—H1WB108 (2)
C7—C6—C5117.71 (18)Mn1—O2W—H2WA96 (2)
C7—C6—C8119.05 (17)Mn1—O2W—H2WB93.0 (18)
C5—C6—C8123.23 (19)H2WA—O2W—H2WB104 (2)
C6—C7—N1122.87 (18)C2—O2—Mn1i134.18 (16)
C6—C7—H7118.6H3WA—O3W—H3WB104 (2)
N1—C7—H7118.6C8—O5—Mn1140.26 (15)
O4—C8—O5124.86 (19)C7—N1—C3121.96 (18)
O4—C8—C6120.83 (18)C7—N1—C1119.42 (17)
O5—C8—C6114.31 (19)C3—N1—C1118.32 (17)
N3—C9—C10122.1 (2)C18—N2—C19117.50 (19)
N3—C9—H9118.9C18—N2—Mn1126.40 (15)
C10—C9—H9118.9C19—N2—Mn1116.08 (12)
C11—C10—C9120.2 (2)C9—N3—C20118.22 (18)
C11—C10—H10119.9C9—N3—Mn1125.89 (16)
C9—C10—H10119.9C20—N3—Mn1115.89 (12)
N1—C1—C2—O1178.22 (17)N2—Mn1—O5—C8−84.9 (3)
N1—C1—C2—O2−2.5 (3)N3—Mn1—O5—C8−64.8 (4)
O3—C3—C4—C5−179.9 (3)O2W—Mn1—O5—C88.3 (3)
N1—C3—C4—C5−0.4 (3)C6—C7—N1—C3−2.2 (3)
C3—C4—C5—C60.0 (4)C6—C7—N1—C1−175.7 (2)
C4—C5—C6—C7−0.6 (3)O3—C3—N1—C7−179.1 (2)
C4—C5—C6—C8178.7 (2)C4—C3—N1—C71.5 (3)
C5—C6—C7—N11.6 (3)O3—C3—N1—C1−5.4 (3)
C8—C6—C7—N1−177.63 (18)C4—C3—N1—C1175.09 (19)
C7—C6—C8—O4172.8 (2)C2—C1—N1—C787.7 (2)
C5—C6—C8—O4−6.4 (3)C2—C1—N1—C3−86.1 (2)
C7—C6—C8—O5−6.9 (3)C17—C18—N2—C19−0.3 (3)
C5—C6—C8—O5173.9 (2)C17—C18—N2—Mn1−178.77 (18)
N3—C9—C10—C11−1.5 (5)C15—C19—N2—C181.4 (3)
C9—C10—C11—C120.2 (5)C20—C19—N2—C18−177.59 (18)
C10—C11—C12—C200.3 (4)C15—C19—N2—Mn1−179.97 (16)
C10—C11—C12—C13−177.8 (3)C20—C19—N2—Mn11.1 (2)
C11—C12—C13—C14176.6 (2)O5—Mn1—N2—C18−9.93 (18)
C20—C12—C13—C14−1.5 (4)O2i—Mn1—N2—C18164.7 (2)
C12—C13—C14—C151.3 (4)O1W—Mn1—N2—C1879.51 (18)
C13—C14—C15—C190.2 (3)N3—Mn1—N2—C18176.30 (19)
C13—C14—C15—C16−179.3 (2)O2W—Mn1—N2—C18−95.17 (18)
C19—C15—C16—C17−0.7 (3)O5—Mn1—N2—C19171.54 (14)
C14—C15—C16—C17178.9 (2)O2i—Mn1—N2—C19−13.9 (3)
C15—C16—C17—C181.7 (4)O1W—Mn1—N2—C19−99.02 (14)
C16—C17—C18—N2−1.3 (4)N3—Mn1—N2—C19−2.23 (13)
C16—C15—C19—N2−0.9 (3)O2W—Mn1—N2—C1986.30 (14)
C14—C15—C19—N2179.6 (2)C10—C9—N3—C202.0 (4)
C16—C15—C19—C20178.02 (19)C10—C9—N3—Mn1−177.0 (2)
C14—C15—C19—C20−1.5 (3)C12—C20—N3—C9−1.4 (3)
C11—C12—C20—N30.2 (3)C19—C20—N3—C9176.9 (2)
C13—C12—C20—N3178.5 (2)C12—C20—N3—Mn1177.73 (16)
C11—C12—C20—C19−178.11 (19)C19—C20—N3—Mn1−3.9 (2)
C13—C12—C20—C190.1 (3)O5—Mn1—N3—C9161.2 (2)
N2—C19—C20—N31.9 (3)O2i—Mn1—N3—C9−0.9 (2)
C15—C19—C20—N3−177.08 (18)O1W—Mn1—N3—C9−91.3 (2)
N2—C19—C20—C12−179.65 (18)N2—Mn1—N3—C9−177.7 (2)
C15—C19—C20—C121.4 (3)O2W—Mn1—N3—C988.7 (2)
O1—C2—O2—Mn1i17.7 (3)O5—Mn1—N3—C20−17.9 (3)
C1—C2—O2—Mn1i−161.47 (15)O2i—Mn1—N3—C20179.98 (15)
O4—C8—O5—Mn11.0 (4)O1W—Mn1—N3—C2089.60 (15)
C6—C8—O5—Mn1−179.30 (18)N2—Mn1—N3—C203.23 (14)
O2i—Mn1—O5—C896.6 (3)O2W—Mn1—N3—C20−90.35 (15)
O1W—Mn1—O5—C8−173.3 (3)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O4ii0.831 (16)1.967 (18)2.773 (2)163 (3)
O1W—H1WB···O3Wiii0.822 (15)1.920 (15)2.730 (2)169 (3)
O2W—H2WA···O40.807 (16)1.998 (15)2.783 (2)164 (2)
O2W—H2WA···O50.807 (16)2.57 (3)2.984 (2)114 (2)
O2W—H2WB···O1i0.856 (16)1.959 (16)2.806 (2)170 (3)
O3W—H3WA···O10.833 (17)1.962 (19)2.775 (2)165 (3)
Symmetry codes: (ii) x−1, y, z; (iii) −x+1, −y+2, −z+1; (i) −x+1, −y+1, −z+1.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WA···O4i0.831 (16)1.967 (18)2.773 (2)163 (3)
O1W—H1WB···O3Wii0.822 (15)1.920 (15)2.730 (2)169 (3)
O2W—H2WA···O40.807 (16)1.998 (15)2.783 (2)164 (2)
O2W—H2WA···O50.807 (16)2.57 (3)2.984 (2)114 (2)
O2W—H2WB···O1iii0.856 (16)1.959 (16)2.806 (2)170 (3)
O3W—H3WA···O10.833 (17)1.962 (19)2.775 (2)165 (3)
Symmetry codes: (i) x−1, y, z; (ii) −x+1, −y+2, −z+1; (iii) −x+1, −y+1, −z+1.
references
References top

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