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Acta Cryst. (2007). E63, m2413    [ doi:10.1107/S1600536807040913 ]

Tetraaquabis(4,4'-bipyridine)cobalt(II) 2-aminonaphthalene-1-sulfonate hexahydrate

M.-J. Wu, P.-X. Dai, X.-G. Wang, E.-C. Yang and X.-J. Zhao

Abstract top

The title compound, [Co(C10H8N2)2(H2O)4](C10H8NO3S)2·6H2O, contains a tetraaquabis(4,4'-bipyridine)cobalt(II) cation, two ANS- anions (HANS = 2-aminonaphthalene-1-sulfonic acid) and six solvent water molecules. The CoII atom lies on an inversion centre and is coordinated octahedrally by two mutually trans 4,4'-bipyridine molecules bound in a monodentate fashion and by four water molecules in the equatorial plane. The cations and water molecules are arranged into infinite two-dimensional layers by an extensive network of hydrogen bonds. The ANS- anions are trapped between these layers via N-H...O interactions between the amino groups and the solvent and coordinated water molecules. Adjacent layers are stacked via weak [pi]-[pi] interactions between 4,4'-bipyridine molecules [nearest centroid-to-centroid distance 3.662 (0) Å].

Comment top

The asymmetric unit of the title complex (Fig. 1) contains half of a CoII center, one monodentate 4,4'-bipyridine ligand, one free ANS− anion, two coordinated water (O1 and O2) and three lattice water molecules (O6, O7 and O8). The CoII atom, which lies on an inversion center, is six-coordinated to four oxygen atoms from four coordinated water molecules and two nitrogen atoms from two 4,4'-bipyridine ligands, exhibiting a nearly ideal octahedral coordination geometry. The isolated cations are connected to three lattice water molecules by extensive O—H···O hydrogen bonds interactions to generate a two-dimensional CoII–H2O layer (Fig. 2 and Table 1). And these adjacent two-dimensional layers are further stacked together by weak π–π interactions between interlayer 4,4'-bipy, exhibiting three-dimensional interdigitated supramoleuclar architectures. The nearest centroid-to-centroid distance is 3.662 (0) Å. Free ANS anions are tightly encapsulated in the channels of the three-dimensional packing structure via N—H···O interactions between amino groups and the lattice as well as coordinated water molecules (Fig. 3 and Table 2).

Related literature top

For details of the role of water molecules in self-assembly processes, see Tajkhorshid et al. (2002). For investigations of water-based clusters assembled by hydrogen bonds, see: Yoshizawa et al. (2005); Sreenivasulu & Vittal (2004).

Experimental top

The title complex was synthesized by dissolving Co(CH3COO)24H2O (99.6 mg, 0.4 mmol), 4,4'-bipyridine (38.4 mg, 0.2 mmol), HANS (89.3 mg, 0.4 mmol), NaOH (24 mg, 0.6 mmol), and H2O (15 ml) in a 23 ml Teflon lined autoclave under autogenous pressure at 140°C for 2 days. The mixture was slowly cooled to room temperature at a rate of 5 K h−1, pale-red block-shaped crystals suitable for X-ray analysis were obtained in 33% yield. Analysis calculated for C40H52CoN6O16S2: C 48.24, H 5.26, N 8.44%; found: C 48.20, H 5.38, N 8.62%.

Refinement top

H atoms were initially located in difference maps, but were subsequently introduced in calculated positions and treated as riding, with C—H = 0.93, O—H = 0.85 and N—H = 0.86 Å. All H atoms were allocated displacement parameters related to those of their parent atoms [Uiso(H) = 1.2Ueq(C, N), or 1.5Ueq(O)].

Computing details top

Data collection: APEX2 (Bruker, 2003); cell refinement: APEX2; data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2003); software used to prepare material for publication: SHELXTL and DIAMOND (Brandenburg & Berndt, 1999).

Figures top
[Figure 1] Fig. 1. The structure of the title compound with thermal ellipsoids drawn at the 30% probability level.
[Figure 2] Fig. 2. The two dimensional layer structure formed by O—H···O hydrogen bonds (dashed lines) between the complex molecules and the water solvates.
[Figure 3] Fig. 3. Packing diagram for the title complex.
Tetraaquabis(4,4'-bipyridine)cobalt(II) 2-aminonaphthalene-1-sulfonate hexahydrate top
Crystal data top
[Co(C10H8N2)2(H2O)4](C10H8NO3S)2·6H2OF(000) = 1042
Mr = 995.93Dx = 1.450 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 3808 reflections
a = 12.4737 (14) Åθ = 2.3–25.1°
b = 18.358 (2) ŵ = 0.54 mm−1
c = 10.9196 (13) ÅT = 293 K
β = 114.148 (1)°Block, pale red
V = 2281.7 (5) Å30.32 × 0.28 × 0.22 mm
Z = 2
Data collection top
Bruker APEXII CCD area-detector
diffractometer		4021 independent reflections
Radiation source: fine-focus sealed tube3270 reflections with I > 2σ(I)
graphiteRint = 0.019
φ and ω scansθmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −14→12
Tmin = 0.840, Tmax = 0.887k = −19→21
12190 measured reflectionsl = −12→13
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)] = 0.039Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.109H-atom parameters constrained
S = 1.05 w = 1/[σ2(Fo2) + (0.0583P)2 + 1.0964P]
where P = (Fo2 + 2Fc2)/3
4021 reflections(Δ/σ)max = 0.001
295 parametersΔρmax = 0.48 e Å−3
0 restraintsΔρmin = −0.29 e Å−3
Crystal data top
[Co(C10H8N2)2(H2O)4](C10H8NO3S)2·6H2OV = 2281.7 (5) Å3
Mr = 995.93Z = 2
Monoclinic, P21/cMo Kα radiation
a = 12.4737 (14) ŵ = 0.54 mm−1
b = 18.358 (2) ÅT = 293 K
c = 10.9196 (13) Å0.32 × 0.28 × 0.22 mm
β = 114.148 (1)°
Data collection top
Bruker APEXII CCD area-detector
diffractometer		4021 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		3270 reflections with I > 2σ(I)
Tmin = 0.840, Tmax = 0.887Rint = 0.019
12190 measured reflectionsθmax = 25.0°
Refinement top
R[F2 > 2σ(F2)] = 0.039H-atom parameters constrained
wR(F2) = 0.109Δρmax = 0.48 e Å−3
S = 1.05Δρmin = −0.29 e Å−3
4021 reflectionsAbsolute structure: ?
295 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
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
Co10.50000.50000.50000.03414 (14)
S10.68106 (5)0.61872 (4)−0.02091 (6)0.04513 (18)
O10.44371 (14)0.57897 (9)0.34621 (16)0.0459 (4)
H1A0.43930.56950.26810.069*
H1B0.44800.62390.36680.069*
O20.48301 (14)0.57884 (10)0.62652 (17)0.0498 (4)
H2A0.41840.58720.63260.075*
H2B0.54420.59390.69190.075*
O30.7056 (2)0.54311 (11)0.0094 (2)0.0897 (8)
O40.67303 (18)0.63600 (12)−0.15273 (18)0.0664 (6)
O50.57611 (19)0.64226 (16)−0.0080 (3)0.0948 (8)
N10.31765 (16)0.46586 (11)0.44211 (19)0.0387 (4)
N2−0.27372 (18)0.40516 (14)0.3473 (2)0.0551 (6)
N30.6869 (3)0.73128 (17)0.1974 (3)0.0915 (10)
H3A0.62340.70880.14810.110*
H3B0.68620.76290.25510.110*
C10.1718 (2)0.39321 (19)0.4720 (4)0.0805 (11)
H10.15580.35210.51150.097*
C20.2858 (2)0.40909 (18)0.4935 (4)0.0777 (11)
H20.34440.37770.54790.093*
C30.2301 (2)0.50586 (18)0.3617 (3)0.0679 (9)
H30.24790.54510.31930.081*
C40.1139 (2)0.49405 (18)0.3355 (3)0.0661 (9)
H40.05670.52510.27770.079*
C50.08187 (19)0.43739 (13)0.3932 (2)0.0378 (5)
C6−0.04222 (19)0.42505 (13)0.3733 (2)0.0388 (5)
C7−0.1325 (2)0.4684 (2)0.2911 (3)0.0686 (9)
H7−0.11810.50560.24210.082*
C8−0.2450 (2)0.4563 (2)0.2816 (3)0.0740 (10)
H8−0.30460.48650.22500.089*
C9−0.1865 (3)0.36315 (18)0.4241 (4)0.0726 (9)
H9−0.20350.32590.47110.087*
C10−0.0719 (2)0.37078 (16)0.4394 (4)0.0661 (9)
H10−0.01460.33890.49480.079*
C110.8024 (2)0.66754 (12)0.0958 (2)0.0384 (5)
C120.9161 (2)0.65456 (12)0.0952 (2)0.0389 (5)
C130.9385 (2)0.60407 (14)0.0116 (3)0.0482 (6)
H130.87730.5756−0.04680.058*
C141.0489 (3)0.59610 (18)0.0148 (3)0.0685 (9)
H141.06110.5625−0.04210.082*
C151.1428 (3)0.6372 (2)0.1010 (4)0.0785 (11)
H151.21720.63130.10200.094*
C161.1250 (3)0.6855 (2)0.1833 (4)0.0723 (10)
H161.18800.71300.24130.087*
C171.0133 (2)0.69561 (15)0.1836 (3)0.0525 (7)
C180.9945 (3)0.74661 (16)0.2700 (3)0.0676 (9)
H181.05750.77420.32770.081*
C190.8892 (3)0.75618 (16)0.2710 (3)0.0695 (9)
H190.88110.78970.33040.083*
C200.7885 (3)0.71681 (15)0.1840 (3)0.0544 (7)
O60.4298 (2)0.57428 (12)0.0930 (2)0.0804 (7)
H6A0.49920.56250.10420.121*
H6B0.37810.54190.05520.121*
O70.4464 (2)0.73225 (13)0.3298 (3)0.0924 (8)
H7A0.42820.73340.24580.139*
H7B0.50770.75540.37980.139*
O80.3637 (3)0.72911 (17)0.0418 (3)0.1175 (11)
H8A0.36430.68690.01000.176*
H8B0.40630.76110.02720.176*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0231 (2)0.0467 (3)0.0319 (2)−0.00243 (18)0.01052 (17)−0.00211 (18)
S10.0398 (3)0.0500 (4)0.0410 (3)−0.0111 (3)0.0118 (3)0.0024 (3)
O10.0433 (10)0.0538 (10)0.0381 (9)−0.0024 (8)0.0142 (8)0.0024 (7)
O20.0274 (8)0.0727 (12)0.0491 (10)−0.0074 (8)0.0156 (7)−0.0223 (9)
O30.0922 (17)0.0486 (12)0.0858 (16)−0.0270 (12)−0.0068 (13)0.0134 (11)
O40.0602 (12)0.0839 (14)0.0397 (10)−0.0284 (11)0.0045 (9)0.0050 (9)
O50.0512 (13)0.140 (2)0.0998 (18)−0.0185 (14)0.0372 (13)−0.0230 (17)
N10.0286 (10)0.0476 (12)0.0395 (10)−0.0019 (9)0.0137 (8)−0.0020 (9)
N20.0327 (12)0.0803 (16)0.0553 (13)−0.0074 (11)0.0210 (10)−0.0121 (12)
N30.088 (2)0.096 (2)0.108 (2)0.0034 (17)0.0578 (19)−0.0365 (19)
C10.0311 (14)0.081 (2)0.118 (3)0.0009 (14)0.0194 (16)0.052 (2)
C20.0289 (14)0.073 (2)0.119 (3)0.0047 (14)0.0177 (16)0.042 (2)
C30.0308 (14)0.094 (2)0.0695 (19)−0.0048 (14)0.0112 (13)0.0424 (17)
C40.0277 (13)0.088 (2)0.0715 (19)0.0032 (13)0.0088 (13)0.0391 (17)
C50.0274 (11)0.0475 (13)0.0384 (12)−0.0032 (10)0.0134 (10)−0.0062 (10)
C60.0286 (11)0.0496 (14)0.0386 (12)−0.0023 (10)0.0141 (10)−0.0088 (10)
C70.0346 (14)0.116 (3)0.0572 (17)0.0102 (16)0.0207 (13)0.0350 (18)
C80.0301 (14)0.134 (3)0.0538 (17)0.0148 (17)0.0131 (13)0.0266 (19)
C90.0471 (17)0.0645 (19)0.119 (3)−0.0043 (15)0.0465 (19)0.0164 (19)
C100.0398 (15)0.0577 (17)0.106 (2)0.0045 (13)0.0355 (16)0.0215 (17)
C110.0403 (13)0.0358 (12)0.0348 (12)−0.0024 (10)0.0110 (10)0.0018 (10)
C120.0398 (13)0.0364 (12)0.0350 (12)−0.0005 (10)0.0095 (10)0.0108 (10)
C130.0502 (15)0.0450 (14)0.0478 (14)0.0072 (12)0.0186 (12)0.0082 (11)
C140.072 (2)0.072 (2)0.073 (2)0.0298 (18)0.0413 (18)0.0262 (17)
C150.0443 (18)0.097 (3)0.096 (3)0.0162 (18)0.0308 (19)0.047 (2)
C160.0393 (16)0.081 (2)0.079 (2)−0.0086 (15)0.0064 (15)0.0287 (19)
C170.0467 (16)0.0482 (15)0.0477 (14)−0.0069 (12)0.0043 (12)0.0140 (12)
C180.073 (2)0.0526 (18)0.0506 (16)−0.0213 (15)−0.0014 (15)−0.0064 (14)
C190.093 (3)0.0526 (18)0.0548 (17)−0.0071 (17)0.0224 (17)−0.0175 (14)
C200.0661 (18)0.0461 (15)0.0519 (15)0.0029 (13)0.0252 (14)−0.0023 (12)
O60.1082 (18)0.0777 (15)0.0730 (14)−0.0410 (13)0.0551 (14)−0.0252 (12)
O70.1018 (19)0.0765 (16)0.1005 (19)−0.0156 (14)0.0430 (16)−0.0103 (14)
O80.127 (3)0.102 (2)0.161 (3)0.0241 (18)0.098 (2)0.018 (2)
Geometric parameters (Å, °) top
Co1—O2i2.0708 (16)C6—C71.371 (4)
Co1—O22.0708 (16)C7—C81.382 (4)
Co1—O1i2.1096 (16)C7—H70.9300
Co1—O12.1096 (16)C8—H80.9300
Co1—N1i2.1885 (18)C9—C101.377 (4)
Co1—N12.1885 (18)C9—H90.9300
S1—O31.431 (2)C10—H100.9300
S1—O41.4369 (19)C11—C201.383 (3)
S1—O51.439 (2)C11—C121.441 (3)
S1—C111.772 (2)C12—C131.406 (4)
O1—H1A0.8499C12—C171.419 (3)
O1—H1B0.8500C13—C141.372 (4)
O2—H2A0.8501C13—H130.9300
O2—H2B0.8500C14—C151.387 (5)
N1—C31.311 (3)C14—H140.9300
N1—C21.320 (3)C15—C161.345 (5)
N2—C91.317 (4)C15—H150.9300
N2—C81.318 (4)C16—C171.406 (4)
N3—C201.360 (4)C16—H160.9300
N3—H3A0.8600C17—C181.416 (4)
N3—H3B0.8600C18—C191.329 (5)
C1—C51.367 (4)C18—H180.9300
C1—C21.374 (4)C19—C201.424 (4)
C1—H10.9300C19—H190.9300
C2—H20.9300O6—H6A0.8505
C3—C41.375 (4)O6—H6B0.8502
C3—H30.9300O7—H7A0.8501
C4—C51.358 (4)O7—H7B0.8500
C4—H40.9300O8—H8A0.8501
C5—C61.490 (3)O8—H8B0.8501
C6—C101.368 (4)
O2i—Co1—O2180.0C10—C6—C7116.2 (2)
O2i—Co1—O1i87.66 (7)C10—C6—C5121.6 (2)
O2—Co1—O1i92.34 (7)C7—C6—C5122.2 (2)
O2i—Co1—O192.34 (7)C6—C7—C8119.6 (3)
O2—Co1—O187.66 (7)C6—C7—H7120.2
O1i—Co1—O1180.0C8—C7—H7120.2
O2i—Co1—N1i90.85 (7)N2—C8—C7124.6 (3)
O2—Co1—N1i89.15 (7)N2—C8—H8117.7
O1i—Co1—N1i89.93 (7)C7—C8—H8117.7
O1—Co1—N1i90.07 (7)N2—C9—C10124.3 (3)
O2i—Co1—N189.15 (7)N2—C9—H9117.9
O2—Co1—N190.85 (7)C10—C9—H9117.9
O1i—Co1—N190.07 (7)C6—C10—C9120.2 (3)
O1—Co1—N189.93 (7)C6—C10—H10119.9
N1i—Co1—N1180.00 (11)C9—C10—H10119.9
O3—S1—O4111.52 (15)C20—C11—C12121.0 (2)
O3—S1—O5112.69 (17)C20—C11—S1121.2 (2)
O4—S1—O5109.78 (15)C12—C11—S1117.77 (17)
O3—S1—C11106.57 (12)C13—C12—C17116.8 (2)
O4—S1—C11107.32 (11)C13—C12—C11124.6 (2)
O5—S1—C11108.73 (13)C17—C12—C11118.6 (2)
Co1—O1—H1A121.5C14—C13—C12121.2 (3)
Co1—O1—H1B119.4C14—C13—H13119.4
H1A—O1—H1B115.7C12—C13—H13119.4
Co1—O2—H2A122.6C13—C14—C15121.3 (3)
Co1—O2—H2B119.1C13—C14—H14119.4
H2A—O2—H2B115.5C15—C14—H14119.4
C3—N1—C2114.4 (2)C16—C15—C14119.2 (3)
C3—N1—Co1121.05 (17)C16—C15—H15120.4
C2—N1—Co1124.17 (17)C14—C15—H15120.4
C9—N2—C8115.3 (2)C15—C16—C17121.5 (3)
C20—N3—H3A120.0C15—C16—H16119.2
C20—N3—H3B120.0C17—C16—H16119.2
H3A—N3—H3B120.0C16—C17—C18121.5 (3)
C5—C1—C2120.5 (3)C16—C17—C12120.0 (3)
C5—C1—H1119.8C18—C17—C12118.4 (3)
C2—C1—H1119.8C19—C18—C17121.8 (3)
N1—C2—C1124.4 (3)C19—C18—H18119.1
N1—C2—H2117.8C17—C18—H18119.1
C1—C2—H2117.8C18—C19—C20122.2 (3)
N1—C3—C4124.7 (2)C18—C19—H19118.9
N1—C3—H3117.6C20—C19—H19118.9
C4—C3—H3117.6N3—C20—C11126.2 (3)
C5—C4—C3120.6 (2)N3—C20—C19115.8 (3)
C5—C4—H4119.7C11—C20—C19118.0 (3)
C3—C4—H4119.7H6A—O6—H6B114.7
C4—C5—C1115.2 (2)H7A—O7—H7B116.9
C4—C5—C6122.3 (2)H8A—O8—H8B116.3
C1—C5—C6122.5 (2)
O2i—Co1—N1—C3−106.1 (2)N2—C9—C10—C60.5 (6)
O2—Co1—N1—C373.9 (2)O3—S1—C11—C20−119.3 (2)
O1i—Co1—N1—C3166.3 (2)O4—S1—C11—C20121.1 (2)
O1—Co1—N1—C3−13.7 (2)O5—S1—C11—C202.4 (3)
N1i—Co1—N1—C394 (100)O3—S1—C11—C1261.1 (2)
O2i—Co1—N1—C281.0 (3)O4—S1—C11—C12−58.5 (2)
O2—Co1—N1—C2−99.0 (3)O5—S1—C11—C12−177.19 (19)
O1i—Co1—N1—C2−6.7 (3)C20—C11—C12—C13178.2 (2)
O1—Co1—N1—C2173.3 (3)S1—C11—C12—C13−2.2 (3)
N1i—Co1—N1—C2−79 (100)C20—C11—C12—C17−2.5 (3)
C3—N1—C2—C1−2.9 (5)S1—C11—C12—C17177.12 (17)
Co1—N1—C2—C1170.4 (3)C17—C12—C13—C14−1.0 (3)
C5—C1—C2—N1−0.1 (6)C11—C12—C13—C14178.4 (2)
C2—N1—C3—C43.3 (5)C12—C13—C14—C150.4 (4)
Co1—N1—C3—C4−170.3 (3)C13—C14—C15—C160.2 (5)
N1—C3—C4—C5−0.6 (6)C14—C15—C16—C17−0.2 (5)
C3—C4—C5—C1−2.5 (5)C15—C16—C17—C18−179.9 (3)
C3—C4—C5—C6176.6 (3)C15—C16—C17—C12−0.4 (4)
C2—C1—C5—C42.8 (5)C13—C12—C17—C160.9 (3)
C2—C1—C5—C6−176.3 (3)C11—C12—C17—C16−178.5 (2)
C4—C5—C6—C10−175.4 (3)C13—C12—C17—C18−179.5 (2)
C1—C5—C6—C103.7 (4)C11—C12—C17—C181.1 (3)
C4—C5—C6—C72.7 (4)C16—C17—C18—C19−179.8 (3)
C1—C5—C6—C7−178.2 (3)C12—C17—C18—C190.7 (4)
C10—C6—C7—C81.3 (5)C17—C18—C19—C20−1.0 (5)
C5—C6—C7—C8−176.9 (3)C12—C11—C20—N3−177.1 (3)
C9—N2—C8—C7−1.3 (5)S1—C11—C20—N33.3 (4)
C6—C7—C8—N20.2 (6)C12—C11—C20—C192.1 (4)
C8—N2—C9—C100.9 (5)S1—C11—C20—C19−177.4 (2)
C7—C6—C10—C9−1.6 (5)C18—C19—C20—N3179.0 (3)
C5—C6—C10—C9176.6 (3)C18—C19—C20—C11−0.4 (4)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1—H1A···O60.851.872.700 (3)166
O1—H1B···O70.852.032.821 (3)155
O2—H2A···N2ii0.851.912.756 (3)174
O2—H2B···O4iii0.851.962.803 (2)173
O2—H2B···S1iii0.852.933.6985 (18)152
N3—H3A···O50.861.982.660 (4)135
N3—H3B···O4iv0.862.152.980 (3)162
O6—H6A···O50.852.352.784 (3)112
O6—H6B···O3v0.851.852.684 (3)167
O6—H6B···S1v0.853.033.768 (2)147
O7—H7A···O80.852.042.881 (5)172
O7—H7B···O5iv0.852.212.953 (4)145
O8—H8A···O60.852.272.949 (4)137
O8—H8B···O7vi0.852.412.980 (4)125
Symmetry codes: (ii) −x, −y+1, −z+1; (iii) x, y, z+1; (iv) x, −y+3/2, z+1/2; (v) −x+1, −y+1, −z; (vi) x, −y+3/2, z−1/2.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1—H1A···O60.851.872.700 (3)166
O1—H1B···O70.852.032.821 (3)155
O2—H2A···N2i0.851.912.756 (3)174
O2—H2B···O4ii0.851.962.803 (2)173
O2—H2B···S1ii0.852.933.6985 (18)152
N3—H3A···O50.861.982.660 (4)135
N3—H3B···O4iii0.862.152.980 (3)162
O6—H6A···O50.852.352.784 (3)112
O6—H6B···O3iv0.851.852.684 (3)167
O6—H6B···S1iv0.853.033.768 (2)147
O7—H7A···O80.852.042.881 (5)172
O7—H7B···O5iii0.852.212.953 (4)145
O8—H8A···O60.852.272.949 (4)137
O8—H8B···O7v0.852.412.980 (4)125
Symmetry codes: (i) −x, −y+1, −z+1; (ii) x, y, z+1; (iii) x, −y+3/2, z+1/2; (iv) −x+1, −y+1, −z; (v) x, −y+3/2, z−1/2.
Acknowledgements top

The authors gratefully acknowledge financial support from the Youth Fund of Tianjin Normal University (grant No. 52 L J71).

references
References top

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