supplementary materials


HTML versionpdf versioncif file3d viewstructure factorssupplementary materialsCIF check reportcited insimilar papers buy article online

Acta Cryst. (2007). E63, m1714    [ doi:10.1107/S1600536807024373 ]

Poly[hydronium [[mu]-(ethylenediaminetetraacetato-[kappa]8N,N',O,O',O'',O''':O'''',O''''')holmate(III)] monohydrate]

X.-L. You, L.-H. Wang and S. W. Ng

Abstract top

The holmium(III) atom in the title compound, {(H3O)[Ho(C10H12N2O8)]·nH2O}n, is N,N',O,O',O'',O'''-chelated by the ethylenediaminetetraacetate tetraanion. It is also linked to the O atoms of two other tetraaanions in the polyanionic layer. The metal atom, which lies on a special position of site symmetry m, exists in a square-antiprismatic geometry. The tetraanion is disordered across a mirror plane. The oxonium cation and water molecule are disordered in a ratio of 2:1. The title compound is isostructural with the erbium compound reported in the preceding paper.

Comment top

The preceding paper (You et al., 2007) describes the structure of n[H3O][(C10H12N2O8)Er]n.nH2O. The present holmium analogue is isostructural (Table, Fig. 1). The coordination geometry is square-antiprismatic.

Related literature top

For related literature, see: You et al. (2007).

Experimental top

Holmium(III) oxide (0.150 g, 0.5 mmol), edta (0.286 g, 0.8 mol) and perchloric acid (0.385 mmol) were dissolved in methanol (5 ml) and water (5 ml). The solution was sealed in a Teflon-lined, stainless-steel autoclave (20 ml capacity) and heated to 433 K for 4 days. It was cooled to room temperature at 5 K h-1 to obtain colorless block-shaped crystals. The CH&N elemental analysis corresponded to the expected formulation.

Refinement top

The edta tetraanion is disordered across a mirror plane; only atoms O1, O2 and C1 have full site occupany, the other atoms having 0.5 occupancy. For the disordered atoms, the C—O distances were restrained to 1.25±0.01 Å, the C—N distances to 1.45±0.01 Å and the C—C distances to 1.50±0.01 Å. The displacement parameters of the ordered and disordered C, N and O atoms were restrained to be nearly isotropic.

Together with the [(C10H12N2O8)Ho] monoanion, the formula unit has one hydronium ion and one water molecule. Because Z is 4, as well as the fact that O3o and O1w both lie on general positions, these two O atoms are disordered; the sum of their site occupancies should be unity. The occupancies refined to 0.67 (1) and 0.33 (1), and were then fixed at these values. The 'o' and 'w' labels are arbitrary and do not imply that O3o is the hydronium and O1w the water O atoms. Their H atoms could not be placed in any chemically sensible positions.

The carbon-bound H atoms were placed at calculated positions (C–H 0.97 Å), and they were included in the refinement in the riding model approximation with Uiso(H) set equal to 1.2Ueq(C).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).

Figures top
[Figure 1] Fig. 1. A view of a portion of the polyanionic structure (I). Displacement ellipsoids are drawn at the 50% probability level, and H atoms are shown as spheres of arbitrary radius. Symmetry codes are as given in the Table. The disordered hydronium ion and water molecule are not shown.
Poly[hydronium [µ-(ethylenediaminetetraacetato- κ8N,N',O,O',O'',O''':O'''',O''''')holmate(III)] monohydrate] top
Crystal data top
(H3O)[Ho(C10H12N2O8)]·H2OF(000) = 952
Mr = 490.19Dx = 2.087 Mg m−3
Orthorhombic, PbcmMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2c 2bCell parameters from 7966 reflections
a = 6.5924 (1) Åθ = 3.1–27.5°
b = 12.8450 (1) ŵ = 5.13 mm−1
c = 18.4246 (2) ÅT = 295 K
V = 1560.18 (3) Å3Block, colourless
Z = 40.31 × 0.28 × 0.17 mm
Data collection top
Bruker APEXII
diffractometer		1852 independent reflections
Radiation source: medium-focus sealed tube1763 reflections with I > 2σ(I)
graphiteRint = 0.029
φ and ω scansθmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −7→8
Tmin = 0.253, Tmax = 0.475k = −16→16
11214 measured reflectionsl = −19→23
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)] = 0.017Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.045H-atom parameters constrained
S = 0.99 w = 1/[σ2(Fo2) + (0.0285P)2 + 0.6337P]
where P = (Fo2 + 2Fc2)/3
1852 reflections(Δ/σ)max = 0.001
178 parametersΔρmax = 0.59 e Å−3
127 restraintsΔρmin = −0.76 e Å−3
Crystal data top
(H3O)[Ho(C10H12N2O8)]·H2OV = 1560.18 (3) Å3
Mr = 490.19Z = 4
Orthorhombic, PbcmMo Kα radiation
a = 6.5924 (1) ŵ = 5.13 mm−1
b = 12.8450 (1) ÅT = 295 K
c = 18.4246 (2) Å0.31 × 0.28 × 0.17 mm
Data collection top
Bruker APEXII
diffractometer		1763 reflections with I > 2σ(I)
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		Rint = 0.029
Tmin = 0.253, Tmax = 0.475θmax = 27.5°
11214 measured reflectionsStandard reflections: 0
1852 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.017H-atom parameters constrained
wR(F2) = 0.045Δρmax = 0.59 e Å−3
S = 0.99Δρmin = −0.76 e Å−3
1852 reflectionsAbsolute structure: ?
178 parametersFlack parameter: ?
127 restraintsRogers parameter: ?
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Ho10.11085 (2)0.053681 (10)0.25000.01692 (7)
O10.0688 (4)0.03224 (19)0.12617 (13)0.0504 (7)
O20.1161 (4)0.0744 (2)0.01229 (16)0.0700 (10)
O3O−0.2554 (17)0.2003 (8)−0.0534 (5)0.218 (4)0.67
O1W0.471 (3)0.0632 (9)−0.0720 (8)0.129 (5)0.33
C10.1483 (5)0.0865 (3)0.07919 (18)0.0376 (7)
O30.4421 (5)0.0094 (3)0.27598 (19)0.0259 (8)0.50
O40.7705 (4)0.0082 (2)0.2575 (15)0.028 (3)0.50
N10.3678 (6)0.1596 (3)0.1743 (2)0.0214 (8)0.50
C20.290 (3)0.1783 (16)0.1009 (5)0.025 (4)0.50
H2A0.40210.18320.06690.029*0.50
H2B0.21550.24330.09960.029*0.50
C30.426 (3)0.2592 (11)0.2076 (11)0.021 (4)0.50
H3A0.33000.31260.19350.026*0.50
H3B0.55910.27960.18990.026*0.50
C40.5516 (7)0.0943 (4)0.1686 (3)0.0270 (11)0.50
H4A0.66730.13830.15770.032*0.50
H4B0.53530.04540.12900.032*0.50
C50.5927 (6)0.0350 (3)0.2378 (4)0.020 (2)0.50
O3'−0.0522 (5)0.2087 (2)0.22602 (19)0.0278 (10)0.50
O4'−0.1192 (4)0.3749 (2)0.2407 (11)0.029 (3)0.50
N1'0.2545 (6)0.2074 (3)0.3262 (2)0.0212 (8)0.50
C2'0.289 (3)0.1668 (16)0.3990 (6)0.041 (6)0.50
H2'10.42580.13890.40150.049*0.50
H2'20.28050.22380.43330.049*0.50
C3'0.432 (3)0.2508 (14)0.2886 (12)0.029 (5)0.50
H3'10.54850.20880.30160.035*0.50
H3'20.45540.32010.30790.035*0.50
C4'0.0938 (7)0.2875 (4)0.3294 (3)0.0265 (11)0.50
H4'10.15570.35510.33730.032*0.50
H4'20.00580.27310.37040.032*0.50
C5'−0.0318 (7)0.2914 (3)0.2613 (5)0.025 (2)0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ho10.01070 (10)0.01106 (9)0.02899 (11)−0.00052 (4)0.0000.000
O10.0675 (17)0.0506 (13)0.0330 (13)−0.0357 (12)−0.0075 (11)−0.0024 (10)
O20.097 (3)0.0776 (19)0.0349 (15)−0.0431 (15)−0.0163 (13)−0.0033 (13)
O3O0.210 (7)0.216 (8)0.228 (8)0.065 (6)−0.055 (7)0.039 (6)
O1W0.143 (8)0.129 (8)0.116 (8)0.056 (7)0.023 (8)0.015 (6)
C10.0439 (18)0.0377 (15)0.0312 (16)−0.0093 (13)−0.0062 (13)−0.0050 (13)
O30.0157 (16)0.0208 (16)0.041 (2)−0.0004 (13)0.0013 (13)0.0078 (13)
O40.0130 (13)0.0225 (12)0.048 (9)−0.0005 (10)−0.003 (3)0.001 (3)
N10.021 (2)0.0180 (19)0.025 (2)−0.0017 (16)−0.0046 (16)0.0000 (17)
C20.030 (6)0.019 (4)0.025 (7)−0.013 (3)−0.008 (4)0.003 (3)
C30.029 (7)0.017 (5)0.019 (5)−0.004 (4)0.000 (4)0.000 (4)
C40.018 (2)0.029 (2)0.034 (3)0.001 (2)0.007 (2)−0.003 (2)
C50.0125 (19)0.0121 (15)0.036 (7)−0.0026 (12)−0.002 (2)−0.004 (2)
O3'0.0193 (14)0.0155 (15)0.049 (3)0.0024 (12)−0.0107 (14)−0.0044 (12)
O4'0.0245 (15)0.0097 (12)0.052 (9)0.0049 (9)−0.002 (2)0.005 (2)
N1'0.023 (2)0.0176 (18)0.023 (2)−0.0026 (17)0.0023 (17)0.0007 (15)
C2'0.050 (9)0.042 (9)0.030 (8)−0.010 (6)−0.003 (6)0.002 (5)
C3'0.025 (7)0.025 (6)0.036 (7)−0.016 (5)0.000 (5)−0.008 (4)
C4'0.028 (3)0.017 (2)0.035 (3)−0.0004 (17)0.006 (2)−0.005 (2)
C5'0.0141 (17)0.0139 (16)0.048 (6)0.0012 (13)0.006 (3)−0.001 (2)
Geometric parameters (Å, °) top
Ho1—O12.315 (2)C3—C3'1.498 (6)
Ho1—O1i2.315 (2)C3—H3A0.9700
Ho1—O32.307 (3)C3—H3B0.9700
Ho1—O4ii2.322 (3)C4—C51.509 (7)
Ho1—O3'2.306 (3)C4—H4A0.9700
Ho1—O4'iii2.304 (3)C4—H4B0.9700
Ho1—N12.582 (4)O3'—C5'1.253 (6)
Ho1—N1'2.601 (4)O4'—C5'1.275 (7)
O1—C11.229 (4)O4'—Ho1v2.304 (3)
O2—C11.260 (4)N1'—C2'1.458 (9)
C1—C2'i1.44 (2)N1'—C3'1.468 (10)
C1—C21.56 (2)N1'—C4'1.479 (5)
O3—C51.260 (6)C2'—C1i1.44 (2)
O4—C51.275 (8)C2'—H2'10.9700
O4—Ho1iv2.322 (3)C2'—H2'20.9700
N1—C31.470 (9)C3'—H3'10.9700
N1—C21.466 (9)C3'—H3'20.9700
N1—C41.477 (5)C4'—C5'1.504 (8)
C2—H2A0.9700C4'—H4'10.9700
C2—H2B0.9700C4'—H4'20.9700
O3'—Ho1—O3'i22.10 (17)N1i—Ho1—N165.43 (18)
O3'—Ho1—O3i127.93 (12)C1—O1—Ho1125.2 (2)
O3'i—Ho1—O3i133.96 (12)O1—C1—O2123.2 (3)
O3'—Ho1—O3133.96 (12)O1—C1—C2'i118.9 (6)
O3'i—Ho1—O3127.93 (12)O2—C1—C2'i117.9 (6)
O3i—Ho1—O323.95 (17)O1—C1—C2120.3 (5)
O3'—Ho1—O4'iii149.1 (3)O2—C1—C2116.4 (5)
O3'i—Ho1—O4'iii152.43 (17)C5—O3—Ho1124.4 (3)
O3i—Ho1—O4'iii73.50 (14)C5—O4—Ho1iv143.5 (10)
O3—Ho1—O4'iii75.33 (16)C3—N1—C2109.5 (12)
O3'—Ho1—O4'vi152.43 (17)C3—N1—C4107.9 (8)
O3'i—Ho1—O4'vi149.1 (3)C2—N1—C4108.4 (7)
O3i—Ho1—O4'vi75.33 (16)C3—N1—Ho1113.9 (9)
O3—Ho1—O4'vi73.50 (14)C2—N1—Ho1110.9 (9)
O4'iii—Ho1—O4'vi8.5 (10)C4—N1—Ho1106.1 (3)
O3'—Ho1—O181.84 (11)N1—C2—C1108.8 (12)
O3'i—Ho1—O1103.64 (11)N1—C2—H2A109.9
O3i—Ho1—O183.07 (11)C1—C2—H2A109.9
O3—Ho1—O1106.76 (12)N1—C2—H2B109.9
O4'iii—Ho1—O179.1 (5)C1—C2—H2B109.9
O4'vi—Ho1—O187.6 (5)H2A—C2—H2B108.3
O3'—Ho1—O1i103.64 (11)N1—C3—C3'111.1 (18)
O3'i—Ho1—O1i81.84 (11)N1—C3—H3A109.4
O3i—Ho1—O1i106.76 (12)C3'—C3—H3A109.4
O3—Ho1—O1i83.07 (11)N1—C3—H3B109.4
O4'iii—Ho1—O1i87.6 (5)C3'—C3—H3B109.4
O4'vi—Ho1—O1i79.1 (5)H3A—C3—H3B108.0
O1—Ho1—O1i160.57 (11)N1—C4—C5112.0 (4)
O3'—Ho1—O4vii75.83 (17)N1—C4—H4A109.2
O3'i—Ho1—O4vii77.18 (18)C5—C4—H4A109.2
O3i—Ho1—O4vii147.2 (3)N1—C4—H4B109.2
O3—Ho1—O4vii149.9 (2)C5—C4—H4B109.2
O4'iii—Ho1—O4vii76.60 (11)H4A—C4—H4B107.9
O4'vi—Ho1—O4vii77.12 (13)O3—C5—O4119.7 (10)
O1—Ho1—O4vii78.2 (7)O3—C5—C4117.5 (4)
O1i—Ho1—O4vii85.0 (7)O4—C5—C4122.8 (11)
O3'—Ho1—O4ii77.18 (18)C5'—O3'—Ho1125.7 (4)
O3'i—Ho1—O4ii75.83 (17)C5'—O4'—Ho1v143.6 (8)
O3i—Ho1—O4ii149.9 (2)C2'—N1'—C3'116.4 (14)
O3—Ho1—O4ii147.2 (3)C2'—N1'—C4'108.9 (8)
O4'iii—Ho1—O4ii77.12 (13)C3'—N1'—C4'108.9 (8)
O4'vi—Ho1—O4ii76.60 (11)C2'—N1'—Ho1106.4 (9)
O1—Ho1—O4ii85.0 (7)C3'—N1'—Ho1108.9 (9)
O1i—Ho1—O4ii78.2 (7)C4'—N1'—Ho1106.8 (3)
O4vii—Ho1—O4ii6.8 (13)C1i—C2'—N1'114.3 (14)
O3'—Ho1—N1i87.39 (12)C1i—C2'—H2'1108.7
O3'i—Ho1—N1i75.36 (13)N1'—C2'—H2'1108.7
O3i—Ho1—N1i67.74 (12)C1i—C2'—H2'2108.7
O3—Ho1—N1i52.90 (13)N1'—C2'—H2'2108.7
O4'iii—Ho1—N1i123.3 (3)H2'1—C2'—H2'2107.6
O4'vi—Ho1—N1i118.0 (3)N1'—C3'—C3118.5 (19)
O1—Ho1—N1i132.37 (11)N1'—C3'—H3'1107.7
O1i—Ho1—N1i66.95 (11)C3—C3'—H3'1107.7
O4vii—Ho1—N1i143.0 (5)N1'—C3'—H3'2107.7
O4ii—Ho1—N1i137.2 (6)C3—C3'—H3'2107.7
O3'—Ho1—N175.36 (13)H3'1—C3'—H3'2107.1
O3'i—Ho1—N187.39 (12)N1'—C4'—C5'112.6 (4)
O3i—Ho1—N152.90 (13)N1'—C4'—H4'1109.1
O3—Ho1—N167.74 (12)C5'—C4'—H4'1109.1
O4'iii—Ho1—N1118.0 (3)N1'—C4'—H4'2109.1
O4'vi—Ho1—N1123.3 (3)C5'—C4'—H4'2109.1
O1—Ho1—N166.95 (11)H4'1—C4'—H4'2107.8
O1i—Ho1—N1132.37 (11)O3'—C5'—O4'120.7 (9)
O4vii—Ho1—N1137.2 (6)O3'—C5'—C4'117.6 (4)
O4ii—Ho1—N1143.0 (5)O4'—C5'—C4'121.7 (8)
O3'—Ho1—O1—C164.8 (3)Ho1—O3—C5—O4178.7 (8)
O3'i—Ho1—O1—C168.4 (3)Ho1—O3—C5—C4−3.0 (7)
O3i—Ho1—O1—C1−65.2 (3)Ho1iv—O4—C5—O3−153.3 (19)
O3—Ho1—O1—C1−68.7 (3)Ho1iv—O4—C5—C429 (3)
O4'iii—Ho1—O1—C1−139.6 (3)N1—C4—C5—O330.3 (7)
O4'vi—Ho1—O1—C1−140.7 (3)N1—C4—C5—O4−151.5 (8)
O1i—Ho1—O1—C1172.9 (3)O3'i—Ho1—O3'—C5'37.8 (5)
O4vii—Ho1—O1—C1142.0 (3)O3i—Ho1—O3'—C5'−77.1 (5)
O4ii—Ho1—O1—C1142.6 (3)O3—Ho1—O3'—C5'−46.2 (5)
N1i—Ho1—O1—C1−14.0 (4)O4'iii—Ho1—O3'—C5'156.0 (10)
N1—Ho1—O1—C1−12.7 (3)O4'vi—Ho1—O3'—C5'139.9 (11)
Ho1—O1—C1—O2−177.5 (3)O1—Ho1—O3'—C5'−151.6 (5)
Ho1—O1—C1—C2'i3.9 (10)O1i—Ho1—O3'—C5'47.3 (5)
Ho1—O1—C1—C20.0 (8)O4vii—Ho1—O3'—C5'128.5 (8)
O3'—Ho1—O3—C5−52.9 (5)O4ii—Ho1—O3'—C5'121.6 (8)
O3'i—Ho1—O3—C5−81.2 (4)N1i—Ho1—O3'—C5'−18.2 (5)
O3i—Ho1—O3—C533.2 (4)N1—Ho1—O3'—C5'−83.5 (5)
O4'iii—Ho1—O3—C5115.5 (6)O3'—Ho1—N1'—C2'138.7 (9)
O4'vi—Ho1—O3—C5124.1 (7)O3'i—Ho1—N1'—C2'118.7 (9)
O1—Ho1—O3—C541.9 (4)O3i—Ho1—N1'—C2'−88.0 (9)
O1i—Ho1—O3—C5−155.2 (4)O3—Ho1—N1'—C2'−67.6 (9)
O4vii—Ho1—O3—C5137.3 (13)O4'iii—Ho1—N1'—C2'−29.4 (10)
O4ii—Ho1—O3—C5149.3 (12)O4'vi—Ho1—N1'—C2'−21.9 (10)
N1i—Ho1—O3—C5−89.0 (4)O1—Ho1—N1'—C2'−166.4 (9)
N1—Ho1—O3—C5−13.7 (4)O1i—Ho1—N1'—C2'21.5 (9)
O3'—Ho1—N1—C359.7 (8)O4vii—Ho1—N1'—C2'86.6 (11)
O3'i—Ho1—N1—C340.9 (8)O4ii—Ho1—N1'—C2'80.4 (11)
O3i—Ho1—N1—C3−114.0 (8)N1i—Ho1—N1'—C2'−64.9 (9)
O3—Ho1—N1—C3−92.2 (8)N1—Ho1—N1'—C2'−139.2 (9)
O4'iii—Ho1—N1—C3−150.4 (9)O3'—Ho1—N1'—C3'−95.0 (9)
O4'vi—Ho1—N1—C3−142.7 (9)O3'i—Ho1—N1'—C3'−115.1 (9)
O1—Ho1—N1—C3146.9 (8)O3i—Ho1—N1'—C3'38.2 (9)
O1i—Ho1—N1—C3−35.6 (8)O3—Ho1—N1'—C3'58.6 (9)
O4vii—Ho1—N1—C3108.8 (9)O4'iii—Ho1—N1'—C3'96.8 (10)
O4ii—Ho1—N1—C3103.0 (10)O4'vi—Ho1—N1'—C3'104.4 (10)
N1i—Ho1—N1—C3−34.2 (8)O1—Ho1—N1'—C3'−40.1 (9)
O3'—Ho1—N1—C2−64.4 (7)O1i—Ho1—N1'—C3'147.8 (9)
O3'i—Ho1—N1—C2−83.2 (7)O4vii—Ho1—N1'—C3'−147.1 (11)
O3i—Ho1—N1—C2121.9 (8)O4ii—Ho1—N1'—C3'−153.3 (10)
O3—Ho1—N1—C2143.7 (8)N1i—Ho1—N1'—C3'61.4 (9)
O4'iii—Ho1—N1—C285.6 (8)N1—Ho1—N1'—C3'−13.0 (9)
O4'vi—Ho1—N1—C293.3 (9)O3'—Ho1—N1'—C4'22.5 (3)
O1—Ho1—N1—C222.9 (7)O3'i—Ho1—N1'—C4'2.4 (3)
O1i—Ho1—N1—C2−159.6 (7)O3i—Ho1—N1'—C4'155.7 (3)
O4vii—Ho1—N1—C2−15.3 (9)O3—Ho1—N1'—C4'176.1 (3)
O4ii—Ho1—N1—C2−21.0 (10)O4'iii—Ho1—N1'—C4'−145.6 (6)
N1i—Ho1—N1—C2−158.2 (7)O4'vi—Ho1—N1'—C4'−138.1 (5)
O3'—Ho1—N1—C4178.2 (3)O1—Ho1—N1'—C4'77.4 (3)
O3'i—Ho1—N1—C4159.4 (3)O1i—Ho1—N1'—C4'−94.7 (3)
O3i—Ho1—N1—C44.5 (3)O4vii—Ho1—N1'—C4'−29.6 (7)
O3—Ho1—N1—C426.3 (3)O4ii—Ho1—N1'—C4'−35.8 (7)
O4'iii—Ho1—N1—C4−31.9 (5)N1i—Ho1—N1'—C4'178.9 (5)
O4'vi—Ho1—N1—C4−24.1 (6)N1—Ho1—N1'—C4'104.6 (3)
O1—Ho1—N1—C4−94.6 (3)C3'—N1'—C2'—C1i−153.6 (13)
O1i—Ho1—N1—C482.9 (3)C4'—N1'—C2'—C1i82.8 (13)
O4vii—Ho1—N1—C4−132.7 (6)Ho1—N1'—C2'—C1i−32.0 (14)
O4ii—Ho1—N1—C4−138.4 (7)C2'—N1'—C3'—C3159.0 (18)
N1i—Ho1—N1—C484.3 (3)C4'—N1'—C3'—C3−77 (2)
C3—N1—C2—C1−156.1 (11)Ho1—N1'—C3'—C339 (2)
C4—N1—C2—C186.4 (10)N1—C3—C3'—N1'−51 (3)
Ho1—N1—C2—C1−29.6 (11)C2'—N1'—C4'—C5'−148.1 (11)
O1—C1—C2—N122.1 (13)C3'—N1'—C4'—C5'83.9 (11)
O2—C1—C2—N1−160.2 (7)Ho1—N1'—C4'—C5'−33.6 (5)
C2'i—C1—C2—N1−46 (15)Ho1—O3'—C5'—O4'175.5 (6)
C2—N1—C3—C3'158.8 (16)Ho1—O3'—C5'—C4'−6.3 (8)
C4—N1—C3—C3'−83.4 (18)Ho1v—O4'—C5'—O3'−159.0 (13)
Ho1—N1—C3—C3'34.0 (19)Ho1v—O4'—C5'—C4'23 (2)
C3—N1—C4—C585.1 (10)N1'—C4'—C5'—O3'29.5 (7)
C2—N1—C4—C5−156.4 (10)N1'—C4'—C5'—O4'−152.3 (7)
Ho1—N1—C4—C5−37.3 (5)
Symmetry codes: (i) x, y, −z+1/2; (ii) x−1, y, z; (iii) −x, y−1/2, z; (iv) x+1, y, z; (v) −x, y+1/2, z; (vi) −x, y−1/2, −z+1/2; (vii) x−1, y, −z+1/2.
Table 1
Selected geometric parameters (Å) top
Ho1—O12.315 (2)Ho1—O4'ii2.304 (3)
Ho1—O32.307 (3)Ho1—N12.582 (4)
Ho1—O4i2.322 (3)Ho1—N1'2.601 (4)
Ho1—O3'2.306 (3)
Symmetry codes: (i) x−1, y, z; (ii) −x, y−1/2, z.
Acknowledgements top

The authors thank Jiangxi Science and Technology Normal University and the University of Malaya for supporting this study.

references
References top

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.

Bruker (2004). APEX2 software and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.

Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.

Westrip, S. P. (2007). publCIF. In preparation.

You, X.-L., Wang, L.-H. & Ng, S. W. (2007). Acta Cryst. E63, mXXXX–mXXXX. [WN2139].