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Acta Cryst. (2007). E63, m2299    [ doi:10.1107/S1600536807038421 ]

Diacetato(1,4,8,11-tetraazacyclotetradecane)manganese(III) perchlorate monohydrate

I.-C. Hwang and K. Ha

Abstract top

The title compound, [Mn(CH3COO)2(C10H24N4)]ClO4·H2O, contains two crystallographically independent cationic complexes, each located with their central MnIII atom on a centre of inversion. Each MnIII atom is six-coordinated in a distorted octahedral geometry by two O atoms from acetate anions occupying axial positions and four N atoms from 1,4,8,11-tetraazacyclotetradecane (cyclam) occupying equatorial positions. The compound displays intra- and intermolecular N-H...O and O-H...O hydrogen bonding.

Comment top

The structure of the title compound contains two chemically equivalent, but crystallographically independent, cationic complexes, both located with their central MnIII atom on a centre of inversion (Fig. 1). In both cations, the MnIII atom is six-coordinated in a distorted octahedral geometry by two O atoms from acetato anions occupying axial positions and four N atoms from 1,4,8,11-tetraazacyclotetradecane (cyclam) occupying equatorial positions (mean lengths: Mn—N 2.036 Å, Mn—O 2.123 Å). The compound displays intra- and intermolecular hydrogen bonding (Fig. 2 & Table 1).

Related literature top

For some related MnIII cyclam complexes, see: Mossin et al. (2005).

Experimental top

To a solution of Mn(CH3COO)3·2H2O (0.55 g, 2.05 mmol) and 1,4,8,11-tetraazacyclotetradecane (0.40 g, 2.00 mmol) in EtOH (30 ml) were added 20 drops of perchloric acid (60%) and the mixture was stirred for 8 h at room temparature. The resulting precipitate was separated by filtration, washed with EtOH and diethyl ether, then dried to give a yellow powder (0.72 g). Crystals suitable for X-ray analysis were obtained by slow evaporation from a MeOH solution.

Refinement top

H atoms on N and C atoms were positioned geometrically and allowed to ride on their respective carrier atoms [N—H = 0.91 Å, C—H = 0.97 or 0.96 Å and Uiso(H) = 1.2Ueq(N or C) or 1.5Ueq(methyl C)]. The H atoms of the water were located from difference maps then allowed to ride on their parent O atom in the final cycles of refinement.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. The structure of the title compound with two crystallographically independent cations [Symmetry codes: (a) −x, 2 − y, −z; (b) 1 − x, −y, −z]. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity.
[Figure 2] Fig. 2. View of the unit-cell contents of the title compound. Hydrogen-bond interactions are drawn with dashed lines.
Diacetato(1,4,8,11-tetraazacyclotetradecane)manganese(III) perchlorate monohydrate top
Crystal data top
[Mn(C2H3O2)2(C10H24N4)]ClO4·H2OF000 = 1032
Mr = 490.83Dx = 1.497 Mg m−3
Monoclinic, P21/cMo Kα radiation
λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 2981 reflections
a = 16.0734 (17) Åθ = 2.4–24.9º
b = 8.5147 (9) ŵ = 0.78 mm−1
c = 17.3393 (18) ÅT = 293 (2) K
β = 113.446 (2)ºPrism, yellow
V = 2177.1 (4) Å30.26 × 0.25 × 0.15 mm
Z = 4
Data collection top
Bruker SMART 1000 CCD
diffractometer		4452 independent reflections
Radiation source: fine-focus sealed tube3154 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.029
T = 293(2) Kθmax = 26.4º
φ and ω scansθmin = 1.4º
Absorption correction: multi-scan
(SADABS; Bruker, 2000)		h = −20→19
Tmin = 0.747, Tmax = 0.889k = −7→10
12476 measured reflectionsl = −15→21
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)] = 0.058H-atom parameters constrained
wR(F2) = 0.172  w = 1/[σ2(Fo2) + (0.082P)2 + 1.5997P]
where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max < 0.001
4452 reflectionsΔρmax = 1.20 e Å−3
269 parametersΔρmin = −0.66 e Å−3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
[Mn(C2H3O2)2(C10H24N4)]ClO4·H2OV = 2177.1 (4) Å3
Mr = 490.83Z = 4
Monoclinic, P21/cMo Kα
a = 16.0734 (17) ŵ = 0.78 mm−1
b = 8.5147 (9) ÅT = 293 (2) K
c = 17.3393 (18) Å0.26 × 0.25 × 0.15 mm
β = 113.446 (2)º
Data collection top
Bruker SMART 1000 CCD
diffractometer		4452 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2000)		3154 reflections with I > 2σ(I)
Tmin = 0.747, Tmax = 0.889Rint = 0.029
12476 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.058269 parameters
wR(F2) = 0.172H-atom parameters constrained
S = 1.06Δρmax = 1.20 e Å−3
4452 reflectionsΔρmin = −0.66 e Å−3
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 > 2sigma(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
Mn10.00001.00000.00000.0269 (2)
O1−0.07775 (17)0.8393 (3)0.03744 (17)0.0394 (6)
O20.0207 (2)0.6979 (4)0.1400 (2)0.0601 (9)
N10.0091 (2)1.1441 (3)0.09685 (19)0.0374 (7)
H1−0.01101.08820.13080.045*
N20.11842 (19)0.8864 (4)0.06720 (19)0.0356 (7)
H20.10570.81230.09870.043*
C1−0.0573 (3)1.2712 (5)0.0589 (3)0.0525 (12)
H1A−0.03301.34670.03150.063*
H1B−0.07021.32540.10210.063*
C20.1008 (3)1.2034 (5)0.1507 (3)0.0510 (11)
H2A0.09701.26590.19600.061*
H2B0.12251.27090.11760.061*
C30.1673 (3)1.0717 (6)0.1874 (3)0.0556 (12)
H3A0.14180.99870.21500.067*
H3B0.22221.11490.23010.067*
C40.1927 (3)0.9818 (5)0.1251 (3)0.0533 (12)
H4A0.21201.05560.09280.064*
H4B0.24380.91390.15550.064*
C50.1431 (3)0.8011 (5)0.0045 (3)0.0499 (11)
H5A0.18740.71990.03200.060*
H5B0.16910.8731−0.02320.060*
C6−0.0578 (3)0.7385 (4)0.0952 (3)0.0364 (9)
C7−0.1366 (3)0.6656 (5)0.1080 (3)0.0509 (11)
H7A−0.11440.59870.15660.076*
H7B−0.17190.60460.05940.076*
H7C−0.17370.74680.11620.076*
Mn20.50000.00000.00000.0314 (2)
O30.39455 (17)−0.1607 (3)−0.06614 (18)0.0443 (7)
O40.26686 (18)−0.0244 (3)−0.1028 (2)0.0506 (8)
N30.4109 (2)0.1552 (4)0.0126 (2)0.0403 (8)
H30.35460.1194−0.02070.048*
N40.5073 (2)−0.0929 (4)0.1113 (2)0.0420 (8)
H40.5579−0.05220.15230.050*
C80.4055 (3)0.3291 (5)−0.1034 (3)0.0600 (13)
H8A0.39620.4382−0.12100.072*
H8B0.35160.2714−0.13820.072*
C90.4157 (3)0.3193 (5)−0.0138 (3)0.0526 (12)
H9A0.47350.36450.02230.063*
H9B0.36820.3806−0.00710.063*
C100.4189 (3)0.1401 (6)0.1013 (3)0.0557 (12)
H10A0.47140.19800.13870.067*
H10B0.36540.18340.10620.067*
C110.4283 (3)−0.0287 (6)0.1249 (3)0.0565 (12)
H11A0.4377−0.04030.18340.068*
H11B0.3737−0.08520.09060.068*
C120.5150 (3)−0.2662 (5)0.1197 (3)0.0545 (12)
H12A0.4595−0.31370.08020.065*
H12B0.5219−0.29580.17590.065*
C130.3090 (2)−0.1448 (4)−0.1038 (2)0.0366 (9)
C140.2588 (3)−0.2852 (5)−0.1506 (3)0.0576 (13)
H14A0.1997−0.2540−0.18990.086*
H14B0.2527−0.3599−0.11170.086*
H14C0.2916−0.3321−0.18040.086*
Cl0.31158 (9)0.51504 (14)0.17560 (8)0.0584 (3)
O50.3699 (4)0.6269 (7)0.2282 (4)0.135 (2)
O60.3098 (4)0.5158 (6)0.0945 (3)0.1171 (18)
O70.2216 (3)0.5651 (6)0.1679 (3)0.1184 (17)
O80.3259 (3)0.3683 (5)0.2134 (3)0.1128 (16)
O90.0709 (2)0.5285 (3)0.28972 (19)0.0508 (8)
H9WA0.06130.58290.24340.073 (16)*
H9WB0.13070.51670.31840.10 (2)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mn10.0259 (4)0.0280 (4)0.0273 (4)0.0048 (3)0.0111 (3)0.0044 (3)
O10.0397 (15)0.0389 (15)0.0398 (15)−0.0022 (12)0.0162 (13)0.0127 (12)
O20.0449 (18)0.074 (2)0.067 (2)0.0167 (15)0.0273 (16)0.0418 (17)
N10.049 (2)0.0316 (17)0.0346 (18)0.0024 (14)0.0195 (15)0.0019 (13)
N20.0284 (16)0.0414 (18)0.0381 (18)0.0093 (13)0.0143 (14)0.0161 (14)
C10.077 (3)0.039 (2)0.053 (3)0.020 (2)0.038 (3)0.004 (2)
C20.059 (3)0.047 (3)0.042 (2)−0.015 (2)0.016 (2)−0.009 (2)
C30.043 (3)0.071 (3)0.037 (2)−0.012 (2)−0.002 (2)0.002 (2)
C40.031 (2)0.073 (3)0.050 (3)0.002 (2)0.010 (2)0.019 (2)
C50.048 (3)0.059 (3)0.051 (3)0.030 (2)0.029 (2)0.020 (2)
C60.046 (2)0.030 (2)0.041 (2)−0.0015 (17)0.0254 (19)0.0028 (17)
C70.054 (3)0.048 (3)0.060 (3)−0.006 (2)0.032 (2)0.008 (2)
Mn20.0239 (4)0.0317 (4)0.0368 (5)0.0003 (3)0.0103 (3)−0.0059 (3)
O30.0288 (14)0.0404 (16)0.0572 (19)−0.0048 (11)0.0104 (13)−0.0111 (13)
O40.0306 (15)0.0455 (18)0.068 (2)−0.0027 (12)0.0112 (14)−0.0175 (14)
N30.0263 (16)0.0394 (19)0.051 (2)0.0003 (14)0.0104 (15)−0.0141 (15)
N40.0379 (18)0.046 (2)0.0399 (19)−0.0079 (15)0.0129 (15)−0.0059 (15)
C80.053 (3)0.038 (2)0.072 (3)0.007 (2)0.007 (2)0.009 (2)
C90.036 (2)0.035 (2)0.078 (3)0.0042 (18)0.014 (2)−0.012 (2)
C100.047 (3)0.064 (3)0.064 (3)0.001 (2)0.031 (2)−0.022 (2)
C110.054 (3)0.074 (3)0.053 (3)−0.007 (2)0.034 (2)−0.008 (2)
C120.052 (3)0.048 (3)0.056 (3)−0.004 (2)0.013 (2)0.010 (2)
C130.031 (2)0.037 (2)0.043 (2)−0.0075 (17)0.0159 (18)−0.0045 (17)
C140.035 (2)0.045 (3)0.082 (4)−0.0107 (19)0.013 (2)−0.016 (2)
Cl0.0691 (8)0.0525 (7)0.0457 (6)0.0054 (6)0.0145 (6)0.0030 (5)
O50.131 (4)0.141 (5)0.128 (5)−0.054 (4)0.047 (4)−0.053 (4)
O60.146 (4)0.147 (4)0.059 (3)0.073 (3)0.042 (3)0.010 (3)
O70.092 (3)0.142 (4)0.137 (4)0.043 (3)0.062 (3)0.036 (4)
O80.128 (4)0.089 (3)0.113 (4)0.017 (3)0.038 (3)0.035 (3)
O90.0491 (19)0.062 (2)0.0436 (17)0.0016 (14)0.0206 (15)0.0116 (15)
Geometric parameters (Å, °) top
Mn1—N1i2.037 (3)Mn2—N42.045 (3)
Mn1—N12.037 (3)Mn2—O3ii2.124 (2)
Mn1—N22.038 (3)Mn2—O32.124 (2)
Mn1—N2i2.038 (3)O3—C131.274 (4)
Mn1—O1i2.122 (2)O4—C131.232 (4)
Mn1—O12.122 (2)N3—C91.482 (5)
O1—C61.260 (4)N3—C101.497 (6)
O2—C61.239 (5)N3—H30.910
N1—C11.478 (5)N4—C121.483 (5)
N1—C21.485 (5)N4—C111.485 (5)
N1—H10.910N4—H40.910
N2—C41.463 (5)C8—C91.498 (7)
N2—C51.487 (5)C8—C12ii1.511 (6)
N2—H20.910C8—H8A0.970
C1—C5i1.511 (6)C8—H8B0.970
C1—H1A0.970C9—H9A0.970
C1—H1B0.970C9—H9B0.970
C2—C31.505 (6)C10—C111.486 (6)
C2—H2A0.970C10—H10A0.970
C2—H2B0.970C10—H10B0.970
C3—C41.507 (7)C11—H11A0.970
C3—H3A0.970C11—H11B0.970
C3—H3B0.970C12—C8ii1.511 (6)
C4—H4A0.970C12—H12A0.970
C4—H4B0.970C12—H12B0.970
C5—C1i1.511 (6)C13—C141.490 (5)
C5—H5A0.970C14—H14A0.960
C5—H5B0.970C14—H14B0.960
C6—C71.503 (5)C14—H14C0.960
C7—H7A0.960Cl—O81.386 (4)
C7—H7B0.960Cl—O51.391 (5)
C7—H7C0.960Cl—O61.395 (5)
Mn2—N3ii2.023 (3)Cl—O71.462 (4)
Mn2—N32.023 (3)O9—H9WA0.89
Mn2—N4ii2.045 (3)O9—H9WB0.90
N1i—Mn1—N1180.00 (18)N3—Mn2—N485.90 (14)
N1i—Mn1—N285.98 (13)N4ii—Mn2—N4180.0 (2)
N1—Mn1—N294.02 (13)N3ii—Mn2—O3ii91.82 (11)
N1i—Mn1—N2i94.02 (13)N3—Mn2—O3ii88.18 (11)
N1—Mn1—N2i85.98 (13)N4ii—Mn2—O3ii89.66 (12)
N2—Mn1—N2i180.00 (12)N4—Mn2—O3ii90.34 (12)
N1i—Mn1—O1i89.66 (12)N3ii—Mn2—O388.18 (11)
N1—Mn1—O1i90.34 (12)N3—Mn2—O391.82 (11)
N2—Mn1—O1i87.21 (11)N4ii—Mn2—O390.34 (12)
N2i—Mn1—O1i92.79 (11)N4—Mn2—O389.66 (12)
N1i—Mn1—O190.34 (12)O3ii—Mn2—O3180.0
N1—Mn1—O189.66 (12)C13—O3—Mn2132.5 (2)
N2—Mn1—O192.79 (11)C9—N3—C10113.8 (3)
N2i—Mn1—O187.21 (11)C9—N3—Mn2117.2 (3)
O1i—Mn1—O1180.00 (13)C10—N3—Mn2106.2 (2)
C6—O1—Mn1133.5 (3)C9—N3—H3106.3
C1—N1—C2113.0 (3)C10—N3—H3106.3
C1—N1—Mn1105.8 (2)Mn2—N3—H3106.3
C2—N1—Mn1116.8 (2)C12—N4—C11113.2 (3)
C1—N1—H1106.9C12—N4—Mn2116.7 (3)
C2—N1—H1106.9C11—N4—Mn2106.0 (3)
Mn1—N1—H1106.9C12—N4—H4106.8
C4—N2—C5113.0 (3)C11—N4—H4106.8
C4—N2—Mn1116.8 (2)Mn2—N4—H4106.8
C5—N2—Mn1105.9 (2)C9—C8—C12ii114.9 (4)
C4—N2—H2106.9C9—C8—H8A108.5
C5—N2—H2106.9C12ii—C8—H8A108.5
Mn1—N2—H2106.9C9—C8—H8B108.5
N1—C1—C5i108.3 (3)C12ii—C8—H8B108.5
N1—C1—H1A110.0H8A—C8—H8B107.5
C5i—C1—H1A110.0N3—C9—C8112.0 (3)
N1—C1—H1B110.0N3—C9—H9A109.2
C5i—C1—H1B110.0C8—C9—H9A109.2
H1A—C1—H1B108.4N3—C9—H9B109.2
N1—C2—C3111.9 (3)C8—C9—H9B109.2
N1—C2—H2A109.2H9A—C9—H9B107.9
C3—C2—H2A109.2C11—C10—N3108.9 (3)
N1—C2—H2B109.2C11—C10—H10A109.9
C3—C2—H2B109.2N3—C10—H10A109.9
H2A—C2—H2B107.9C11—C10—H10B109.9
C2—C3—C4115.2 (4)N3—C10—H10B109.9
C2—C3—H3A108.5H10A—C10—H10B108.3
C4—C3—H3A108.5N4—C11—C10108.2 (4)
C2—C3—H3B108.5N4—C11—H11A110.1
C4—C3—H3B108.5C10—C11—H11A110.1
H3A—C3—H3B107.5N4—C11—H11B110.1
N2—C4—C3113.2 (3)C10—C11—H11B110.1
N2—C4—H4A108.9H11A—C11—H11B108.4
C3—C4—H4A108.9N4—C12—C8ii112.2 (4)
N2—C4—H4B108.9N4—C12—H12A109.2
C3—C4—H4B108.9C8ii—C12—H12A109.2
H4A—C4—H4B107.8N4—C12—H12B109.2
N2—C5—C1i107.4 (3)C8ii—C12—H12B109.2
N2—C5—H5A110.2H12A—C12—H12B107.9
C1i—C5—H5A110.2O4—C13—O3124.7 (3)
N2—C5—H5B110.2O4—C13—C14119.6 (3)
C1i—C5—H5B110.2O3—C13—C14115.7 (3)
H5A—C5—H5B108.5C13—C14—H14A109.5
O2—C6—O1124.1 (3)C13—C14—H14B109.5
O2—C6—C7120.0 (3)H14A—C14—H14B109.5
O1—C6—C7115.9 (4)C13—C14—H14C109.5
C6—C7—H7A109.5H14A—C14—H14C109.5
C6—C7—H7B109.5H14B—C14—H14C109.5
H7A—C7—H7B109.5O8—Cl—O5111.4 (4)
C6—C7—H7C109.5O8—Cl—O6114.4 (3)
H7A—C7—H7C109.5O5—Cl—O6113.3 (4)
H7B—C7—H7C109.5O8—Cl—O7106.1 (3)
N3ii—Mn2—N3180.00 (19)O5—Cl—O7104.2 (4)
N3ii—Mn2—N4ii85.90 (14)O6—Cl—O7106.5 (3)
N3—Mn2—N4ii94.10 (14)H9WA—O9—H9WB108.9
N3ii—Mn2—N494.10 (14)
N1i—Mn1—O1—C6102.2 (4)N3ii—Mn2—O3—C13−162.3 (4)
N1—Mn1—O1—C6−77.8 (4)N3—Mn2—O3—C1317.7 (4)
N2—Mn1—O1—C616.2 (4)N4ii—Mn2—O3—C13−76.4 (4)
N2i—Mn1—O1—C6−163.8 (4)N4—Mn2—O3—C13103.6 (4)
N2—Mn1—N1—C1165.2 (3)N4ii—Mn2—N3—C9−38.1 (3)
N2i—Mn1—N1—C1−14.8 (3)N4—Mn2—N3—C9141.9 (3)
O1i—Mn1—N1—C177.9 (3)O3ii—Mn2—N3—C951.4 (3)
O1—Mn1—N1—C1−102.1 (3)O3—Mn2—N3—C9−128.6 (3)
N2—Mn1—N1—C238.4 (3)N4ii—Mn2—N3—C10−166.6 (3)
N2i—Mn1—N1—C2−141.6 (3)N4—Mn2—N3—C1013.4 (3)
O1i—Mn1—N1—C2−48.8 (3)O3ii—Mn2—N3—C10−77.1 (3)
O1—Mn1—N1—C2131.2 (3)O3—Mn2—N3—C10102.9 (3)
N1i—Mn1—N2—C4142.1 (3)N3ii—Mn2—N4—C12−37.6 (3)
N1—Mn1—N2—C4−37.9 (3)N3—Mn2—N4—C12142.4 (3)
O1i—Mn1—N2—C452.2 (3)O3ii—Mn2—N4—C12−129.4 (3)
O1—Mn1—N2—C4−127.8 (3)O3—Mn2—N4—C1250.6 (3)
N1i—Mn1—N2—C515.3 (3)N3ii—Mn2—N4—C11−164.7 (3)
N1—Mn1—N2—C5−164.7 (3)N3—Mn2—N4—C1115.3 (3)
O1i—Mn1—N2—C5−74.5 (3)O3ii—Mn2—N4—C11103.5 (3)
O1—Mn1—N2—C5105.5 (3)O3—Mn2—N4—C11−76.5 (3)
C2—N1—C1—C5i171.3 (3)C10—N3—C9—C8−178.8 (3)
Mn1—N1—C1—C5i42.3 (4)Mn2—N3—C9—C856.4 (4)
C1—N1—C2—C3−179.1 (4)C12ii—C8—C9—N3−70.3 (5)
Mn1—N1—C2—C3−56.0 (4)C9—N3—C10—C11−170.8 (3)
N1—C2—C3—C469.2 (5)Mn2—N3—C10—C11−40.4 (4)
C5—N2—C4—C3178.6 (3)C12—N4—C11—C10−170.8 (4)
Mn1—N2—C4—C355.4 (4)Mn2—N4—C11—C10−41.7 (4)
C2—C3—C4—N2−69.4 (5)N3—C10—C11—N455.9 (5)
C4—N2—C5—C1i−171.3 (3)C11—N4—C12—C8ii178.6 (4)
Mn1—N2—C5—C1i−42.3 (3)Mn2—N4—C12—C8ii55.2 (4)
Mn1—O1—C6—O2−9.6 (6)Mn2—O3—C13—O4−6.9 (6)
Mn1—O1—C6—C7170.8 (3)Mn2—O3—C13—C14174.0 (3)
Symmetry codes: (i) −x, −y+2, −z; (ii) −x+1, −y, −z.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O9iii0.912.042.916 (4)163
N2—H2···O20.912.032.865 (4)153
N3—H3···O40.911.982.831 (4)155
N4—H4···O5iv0.912.463.283 (7)151
N4—H4···O8iv0.912.433.171 (6)139
O9—H9WA···O20.891.922.794 (4)171
O9—H9WB···O4v0.902.072.954 (4)170
Symmetry codes: (iii) −x, y+1/2, −z+1/2; (iv) −x+1, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O9i0.912.042.916 (4)163
N2—H2···O20.912.032.865 (4)153
N3—H3···O40.911.982.831 (4)155
N4—H4···O5ii0.912.463.283 (7)151
N4—H4···O8ii0.912.433.171 (6)139
O9—H9WA···O20.891.922.794 (4)171
O9—H9WB···O4iii0.902.072.954 (4)170
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) −x+1, y−1/2, −z+1/2; (iii) x, −y+1/2, z+1/2.
Acknowledgements top

This study was financially supported by Chonnam National University in 2006.

references
References top

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