Aqua­tris[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato]-κ6N,N′,O;κO-dysprosium(III) trihydrate

Kai, Z.; Yu, F.; Yin, X.-H.; Jie, Z.; Lin, C.-W.

doi:10.1107/S1600536808001943

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 2| February 2008| Pages m408-m409

doi:10.1107/S1600536808001943

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Aquatris[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato]-κ⁶N,N′,O;κO-dysprosium(III) trihydrate

Zhao Kai,^a,^b Feng Yu,^a Xian-Hong Yin,^a ^* Zhu Jie ^b and Cui-Wu Lin ^b

^aCollege of Chemistry and Ecological Engineering, Guangxi University for Nationalities, Nanning 530006, People's Republic of China, and ^bCollege of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, People's Republic of China
^*Correspondence e-mail: yxhphd@163.com

(Received 4 January 2008; accepted 18 January 2008; online 25 January 2008)

In the title complex, [Dy(C₁₁H₁₀N₃O₂)₃(H₂O)]·3H₂O, the Dy^III atom is coordinated by four N atoms and four O atoms derived from three tridentate deprotonated 6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinate ligands and one water molecule. The complex and solvent water molecules are linked together via O—H⋯O, O—H⋯N, C—H⋯O and C—H⋯π hydrogen-bonding interactions, forming a three-dimensional network structure.

Related literature

For related literature, see: Zhao et al. (2008 ); Yin et al. (2007 ); Baggio et al. (2003 ).

Experimental

Crystal data

[Dy(C₁₁H₁₀N₃O₂)₃(H₂O)]·3H₂O
M_r = 883.22
Monoclinic, P 2₁ /n
a = 15.4709 (18) Å
b = 12.8466 (12) Å
c = 18.543 (2) Å
β = 99.741 (2)°
V = 3632.3 (7) Å³
Z = 4
Mo Kα radiation
μ = 2.13 mm⁻¹
T = 298 (2) K
0.30 × 0.24 × 0.17 mm

Data collection

Siemens SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.568, T_max = 0.714
17074 measured reflections
6277 independent reflections
4009 reflections with I > 2σ(I)
R_int = 0.063

Refinement

R[F² > 2σ(F²)] = 0.050
wR(F²) = 0.118
S = 1.04
6277 reflections
478 parameters
H-atom parameters constrained
Δρ_max = 1.45 e Å⁻³
Δρ_min = −0.93 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O7—H7D⋯O8ⁱ	0.85	2.04	2.754 (6)	141
O7—H7E⋯O9ⁱⁱ	0.85	1.90	2.670 (9)	150
O8—H8A⋯O2ⁱⁱⁱ	0.85	1.88	2.728 (8)	172
O8—H8B⋯N9^iv	0.85	2.00	2.847 (10)	173
O9—H9A⋯O6^v	0.85	1.82	2.665 (8)	170
O9—H9B⋯O10^vi	0.85	2.02	2.858 (9)	171
O10—H10A⋯O8^vii	0.85	2.07	2.915 (9)	175
O10—H10B⋯O2ⁱⁱⁱ	0.85	2.14	2.988 (10)	175
C27—H27⋯O8^iv	0.93	2.59	3.406 (11)	147
C29—H29B⋯O4ⁱ	0.96	2.57	3.363 (12)	140
C22—H22A⋯O7	0.96	2.52	3.147 (11)	123
C29—H29C⋯N7	0.96	2.49	2.874 (10)	104
C33—H33B⋯Cg^viii	0.96	2.97	3.893	161
Symmetry codes: (i) $[-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) x, y+1, z+1; (iii) x, y, z-1; (iv) -x+2, -y+1, -z+1; (v) x, y-1, z-1; (vi) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (vii) $[-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (viii) $[x-{\script{1\over 2}}, -y+{\script{1\over 2}}, z-{\script{3\over 2}}]$ . Cg is the centroid of the N2,N3,C8–C10 ring.

Data collection: SMART (Siemens, 1996 ); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; 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 and PLATON (Spek, 2003 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808001943/si2070sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808001943/si2070Isup2.hkl

checkCIF report

Comment top

Recently we reported the crystal structures of bis[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato]zinc(II) trihydrate (Yin et al., 2007) and bis[3-chloro-6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato]nickel(II) tetrahydrate (Zhao et al., 2008). The title compound consists of the central asymmetric mononuclear dysprosium(III) complex and three uncoordinated water molecules. The Dy atom is eight-coordinated by four N atoms and four O atoms derived from three tridentate, deprotonated 6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinate ligands (DPP) and one water molecule, that define a pseudo-tricapped trigonal environment for the dysprosium atom. The angles around the Dy(III) atom range from 61.39 (18) to 155.29 (19)°, the Dy—O distances range between 2.235 (5) and 2.368 (5) Å, and the Dy—N distances range between 2.511 (6) and 2.598 (6) Å, i.e. normal values. The C1—C2, C12—C13 and C23—C24 bond lengths range between 1.515 (11) and 1.518 (10) Å, being in the normal C—C ranges found in dysprosium carboxylate complexes (Baggio et al. (2003) and literature cited therein).

In the crystal structure, the oxygen atoms contribute to the formation of intermolecular hydrogen bonds involving the solvate water molecules. Four water molecules, two DDP O atoms and one DDP N atom form rings via intermolecular H···O—H···O and H···O—H···N hydrogen bonds (Fig. 2). These interactions and two intermolecular C—H···O hydrogen bonds and a C—H···π contact (Cg^viii is the centroid of ring atoms N2, N3, C8, C9, C10) link the complexes into a three-dimensional network (Table 1). Two weak intramolecular C_methyl—H···O/N hydrogen bonds contribute to the conformational stability of the title complex.

Related literature top

For related literature, see: Zhao et al. (2008); Yin et al. (2007); Baggio et al. (2003).

Experimental top

6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinic acid, and Dy(NO₃)₃. 6H₂O were available commercially and were used without further purification. Equimolar 6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinic acid (1 mmol, 217 mg) was dissolved in anhydrous ethyl alcohol (AR,99.9%) (15 ml). The mixture was stirred to give a clear solution. To this solution was added Dy(NO₃)₃. 6H₂O (0.33 mmol,151 mg) in anhydrous alcohol (10 ml). After keeping the resulting solution in air to evaporate about half of the solvents, colorless blocks of the title complex were formed. The crystals were isolated and washed with alcohol three times (Yield75%). Elemental analysis: found: C, 44.63; H, 4.42; N, 14.18; calc. for C₃₃H₃₈DyN₉O₁₀: C, 44.88; H, 4.34; N, 14.27.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SMART (Siemens, 1996); data reduction: SAINT (Siemens, 1996); 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) and PLATON (Spek, 2003).

Figures top

	Fig. 1. The molecular structure of the title compound showing 50% probability displacement ellipsoids and the atom-numbering scheme.
	Fig. 2. Crystal packing of the title compound showing the hydrogen bonding interactions as dashed lines.

Aquatris[6-(3,5-dimethyl-1H-pyrazol-1-yl)picolinato]- κ⁶N,N',O;κO-dysprosium(III) trihydrate top

Crystal data top

[Dy(C₁₁H₁₀N₃O₂)₃(H₂O)]·3H₂O	F(000) = 1780
M_r = 883.22	D_x = 1.615 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 5527 reflections
a = 15.4709 (18) Å	θ = 2.2–27.0°
b = 12.8466 (12) Å	µ = 2.13 mm⁻¹
c = 18.543 (2) Å	T = 298 K
β = 99.741 (2)°	Block, colorless
V = 3632.3 (7) Å³	0.30 × 0.24 × 0.17 mm
Z = 4

Data collection top

Siemens CCD area-detector diffractometer	6277 independent reflections
Radiation source: fine-focus sealed tube	4009 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.063
ϕ and ω scans	θ_max = 25.0°, θ_min = 1.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −17→18
T_min = 0.568, T_max = 0.714	k = −15→11
17074 measured reflections	l = −20→22

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.118	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0405P)² + 8.4683P] where P = (F_o² + 2F_c²)/3
6277 reflections	(Δ/σ)_max = 0.001
478 parameters	Δρ_max = 1.45 e Å⁻³
0 restraints	Δρ_min = −0.93 e Å⁻³

Crystal data top

[Dy(C₁₁H₁₀N₃O₂)₃(H₂O)]·3H₂O	V = 3632.3 (7) Å³
M_r = 883.22	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 15.4709 (18) Å	µ = 2.13 mm⁻¹
b = 12.8466 (12) Å	T = 298 K
c = 18.543 (2) Å	0.30 × 0.24 × 0.17 mm
β = 99.741 (2)°

Data collection top

Siemens CCD area-detector diffractometer	6277 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	4009 reflections with I > 2σ(I)
T_min = 0.568, T_max = 0.714	R_int = 0.063
17074 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.050	0 restraints
wR(F²) = 0.118	H-atom parameters constrained
S = 1.04	Δρ_max = 1.45 e Å⁻³
6277 reflections	Δρ_min = −0.93 e Å⁻³
478 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

	x	y	z	U_iso*/U_eq
Dy1	0.75071 (2)	0.66687 (2)	1.003769 (16)	0.03410 (12)
N1	0.6309 (4)	0.5937 (4)	1.0664 (3)	0.0361 (14)
N2	0.5241 (4)	0.6864 (5)	0.9895 (3)	0.0396 (15)
N3	0.5898 (4)	0.7133 (5)	0.9520 (3)	0.0386 (14)
N4	0.8662 (4)	0.5887 (5)	0.9402 (3)	0.0414 (15)
N5	0.9742 (4)	0.6866 (5)	1.0092 (4)	0.0506 (17)
N6	0.9143 (4)	0.7066 (5)	1.0545 (3)	0.0485 (17)
N7	0.8795 (4)	0.8013 (5)	0.8338 (3)	0.0455 (16)
N8	0.9188 (4)	0.7169 (5)	0.7327 (3)	0.0485 (16)
N9	0.9861 (5)	0.6876 (5)	0.6967 (3)	0.0524 (18)
O1	0.7997 (4)	0.5476 (5)	1.0950 (3)	0.0616 (16)
O2	0.7858 (4)	0.4614 (5)	1.1964 (3)	0.084 (2)
O3	0.7008 (3)	0.5403 (4)	0.9230 (3)	0.0567 (15)
O4	0.7111 (5)	0.4224 (6)	0.8381 (4)	0.094 (2)
O5	0.7797 (3)	0.8105 (4)	0.9442 (2)	0.0444 (13)
O6	0.8256 (5)	0.9737 (5)	0.9672 (4)	0.087 (2)
O7	0.7206 (3)	0.7929 (4)	1.0893 (2)	0.0492 (13)
H7D	0.6888	0.7698	1.1189	0.059*
H7E	0.6992	0.8488	1.0692	0.059*
O8	0.8288 (4)	0.2837 (4)	0.2749 (3)	0.0619 (15)
H8A	0.8104	0.3374	0.2502	0.074*
H8B	0.8844	0.2873	0.2855	0.074*
O9	0.7072 (5)	−0.0051 (5)	0.0552 (3)	0.094 (3)
H9A	0.7490	−0.0074	0.0308	0.113*
H9B	0.7232	0.0315	0.0933	0.113*
O10	0.7578 (5)	0.6130 (6)	0.3125 (3)	0.099 (2)
H10A	0.7319	0.6644	0.2894	0.119*
H10B	0.7670	0.5674	0.2814	0.119*
C1	0.7554 (6)	0.5094 (7)	1.1399 (4)	0.054 (2)
C2	0.6573 (5)	0.5279 (6)	1.1235 (4)	0.0439 (19)
C3	0.6000 (6)	0.4839 (7)	1.1636 (4)	0.055 (2)
H3	0.6197	0.4401	1.2029	0.066*
C4	0.5124 (6)	0.5070 (7)	1.1436 (4)	0.059 (2)
H4	0.4716	0.4759	1.1683	0.071*
C5	0.4849 (5)	0.5744 (7)	1.0883 (4)	0.052 (2)
H5	0.4259	0.5921	1.0761	0.063*
C6	0.5470 (5)	0.6171 (6)	1.0500 (4)	0.0406 (18)
C7	0.3586 (5)	0.7125 (8)	0.9814 (5)	0.069 (3)
H7A	0.3401	0.6412	0.9763	0.103*
H7B	0.3158	0.7560	0.9522	0.103*
H7C	0.3644	0.7329	1.0318	0.103*
C8	0.4452 (5)	0.7243 (7)	0.9564 (4)	0.049 (2)
C9	0.4607 (5)	0.7774 (7)	0.8958 (4)	0.053 (2)
H9	0.4196	0.8126	0.8621	0.064*
C10	0.5501 (5)	0.7684 (6)	0.8948 (4)	0.047 (2)
C11	0.5989 (6)	0.8110 (7)	0.8377 (4)	0.060 (2)
H11A	0.6177	0.8808	0.8505	0.090*
H11B	0.5610	0.8113	0.7910	0.090*
H11C	0.6491	0.7682	0.8351	0.090*
C12	0.7414 (6)	0.4911 (7)	0.8808 (4)	0.052 (2)
C13	0.8373 (5)	0.5204 (6)	0.8873 (4)	0.048 (2)
C14	0.8902 (6)	0.4777 (7)	0.8429 (4)	0.059 (2)
H14	0.8681	0.4303	0.8065	0.071*
C15	0.9773 (6)	0.5071 (7)	0.8537 (5)	0.063 (2)
H15	1.0145	0.4802	0.8239	0.075*
C16	1.0093 (6)	0.5766 (7)	0.9088 (5)	0.060 (2)
H16	1.0680	0.5961	0.9174	0.072*
C17	0.9503 (5)	0.6165 (6)	0.9511 (4)	0.046 (2)
C18	1.1332 (6)	0.7357 (9)	0.9999 (6)	0.094 (4)
H18A	1.1539	0.6657	0.9966	0.142*
H18B	1.1781	0.7769	1.0288	0.142*
H18C	1.1189	0.7649	0.9517	0.142*
C19	1.0545 (6)	0.7351 (8)	1.0347 (5)	0.068 (3)
C20	1.0409 (7)	0.7832 (8)	1.0969 (6)	0.080 (3)
H20	1.0822	0.8231	1.1272	0.096*
C21	0.9556 (6)	0.7636 (8)	1.1085 (5)	0.065 (3)
C22	0.9154 (7)	0.7962 (9)	1.1728 (5)	0.091 (4)
H22A	0.8691	0.8451	1.1573	0.136*
H22B	0.9593	0.8280	1.2088	0.136*
H22C	0.8919	0.7362	1.1937	0.136*
C23	0.8286 (5)	0.8888 (7)	0.9366 (4)	0.0481 (19)
C24	0.8961 (5)	0.8752 (6)	0.8868 (4)	0.0472 (19)
C25	0.9700 (6)	0.9355 (7)	0.8983 (4)	0.060 (2)
H25	0.9788	0.9847	0.9356	0.073*
C26	1.0319 (6)	0.9207 (7)	0.8524 (5)	0.066 (3)
H26	1.0837	0.9590	0.8592	0.080*
C27	1.0154 (6)	0.8492 (7)	0.7972 (4)	0.060 (2)
H27	1.0554	0.8389	0.7656	0.072*
C28	0.9382 (5)	0.7923 (6)	0.7890 (4)	0.0464 (19)
C29	0.7571 (6)	0.6856 (7)	0.7301 (4)	0.062 (2)
H29A	0.7139	0.6385	0.7052	0.092*
H29B	0.7382	0.7560	0.7195	0.092*
H29C	0.7642	0.6737	0.7818	0.092*
C30	0.8417 (6)	0.6681 (7)	0.7049 (4)	0.051 (2)
C31	0.8611 (6)	0.6068 (7)	0.6500 (4)	0.062 (2)
H31	0.8221	0.5636	0.6202	0.074*
C32	0.9491 (6)	0.6201 (7)	0.6464 (4)	0.058 (2)
C33	1.0021 (7)	0.5682 (8)	0.5948 (5)	0.081 (3)
H33A	1.0631	0.5689	0.6163	0.121*
H33B	0.9941	0.6054	0.5493	0.121*
H33C	0.9828	0.4976	0.5862	0.121*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Dy1	0.02830 (17)	0.03581 (18)	0.03982 (18)	−0.0007 (2)	0.01043 (12)	0.00066 (18)
N1	0.035 (4)	0.035 (4)	0.042 (3)	−0.007 (3)	0.015 (3)	0.001 (3)
N2	0.028 (3)	0.048 (4)	0.045 (3)	−0.004 (3)	0.013 (3)	−0.004 (3)
N3	0.024 (3)	0.045 (4)	0.048 (3)	0.003 (3)	0.009 (3)	−0.002 (3)
N4	0.041 (4)	0.041 (4)	0.046 (3)	0.002 (3)	0.016 (3)	0.003 (3)
N5	0.033 (4)	0.052 (5)	0.066 (4)	−0.006 (3)	0.005 (3)	0.005 (3)
N6	0.033 (4)	0.057 (5)	0.052 (4)	0.000 (3)	−0.003 (3)	0.003 (3)
N7	0.048 (4)	0.047 (4)	0.044 (3)	0.005 (3)	0.016 (3)	0.006 (3)
N8	0.051 (4)	0.050 (4)	0.046 (3)	0.006 (3)	0.015 (3)	0.001 (3)
N9	0.054 (5)	0.050 (5)	0.058 (4)	0.003 (3)	0.024 (3)	−0.002 (3)
O1	0.045 (4)	0.074 (4)	0.068 (3)	0.012 (3)	0.015 (3)	0.023 (3)
O2	0.077 (5)	0.092 (5)	0.082 (4)	0.023 (4)	0.011 (4)	0.050 (4)
O3	0.042 (4)	0.063 (4)	0.069 (3)	−0.011 (3)	0.019 (3)	−0.027 (3)
O4	0.070 (5)	0.096 (6)	0.121 (5)	−0.017 (4)	0.025 (4)	−0.061 (5)
O5	0.043 (3)	0.049 (3)	0.044 (3)	−0.007 (2)	0.013 (2)	0.003 (2)
O6	0.102 (6)	0.070 (5)	0.104 (5)	−0.026 (4)	0.061 (4)	−0.037 (4)
O7	0.055 (4)	0.052 (3)	0.046 (3)	−0.003 (3)	0.022 (2)	−0.003 (2)
O8	0.062 (4)	0.066 (4)	0.060 (3)	0.012 (3)	0.020 (3)	0.013 (3)
O9	0.135 (7)	0.073 (5)	0.093 (4)	−0.003 (4)	0.069 (5)	−0.015 (4)
O10	0.107 (7)	0.105 (6)	0.077 (4)	0.014 (5)	−0.007 (4)	0.001 (4)
C1	0.051 (6)	0.059 (6)	0.052 (4)	0.004 (4)	0.011 (4)	0.017 (4)
C2	0.044 (5)	0.043 (5)	0.045 (4)	−0.005 (4)	0.012 (3)	0.004 (3)
C3	0.062 (6)	0.060 (6)	0.046 (4)	−0.010 (5)	0.019 (4)	0.010 (4)
C4	0.058 (6)	0.069 (6)	0.056 (5)	−0.020 (5)	0.026 (4)	0.004 (5)
C5	0.037 (5)	0.066 (6)	0.057 (5)	−0.015 (4)	0.017 (4)	−0.002 (4)
C6	0.032 (5)	0.045 (5)	0.046 (4)	−0.007 (4)	0.010 (3)	−0.010 (3)
C7	0.035 (5)	0.081 (7)	0.093 (6)	0.013 (5)	0.017 (4)	−0.002 (5)
C8	0.032 (5)	0.053 (5)	0.062 (5)	0.000 (4)	0.008 (4)	−0.006 (4)
C9	0.033 (5)	0.056 (6)	0.068 (5)	0.004 (4)	0.001 (4)	0.005 (4)
C10	0.036 (5)	0.050 (5)	0.054 (4)	0.002 (4)	0.006 (4)	0.009 (4)
C11	0.050 (5)	0.067 (6)	0.061 (5)	0.003 (5)	0.002 (4)	0.020 (4)
C12	0.052 (5)	0.049 (5)	0.057 (4)	−0.002 (4)	0.015 (4)	−0.018 (4)
C13	0.044 (5)	0.052 (6)	0.053 (4)	0.008 (4)	0.019 (4)	−0.001 (4)
C14	0.060 (6)	0.060 (6)	0.062 (5)	0.012 (5)	0.025 (4)	−0.006 (4)
C15	0.056 (6)	0.069 (7)	0.069 (5)	0.017 (5)	0.026 (5)	0.002 (5)
C16	0.044 (6)	0.067 (7)	0.071 (5)	0.006 (5)	0.019 (4)	0.012 (5)
C17	0.036 (5)	0.049 (5)	0.056 (4)	0.001 (4)	0.014 (4)	0.018 (4)
C18	0.047 (7)	0.100 (9)	0.135 (9)	−0.011 (6)	0.013 (6)	0.012 (7)
C19	0.035 (6)	0.073 (7)	0.092 (7)	−0.009 (5)	0.000 (5)	0.007 (6)
C20	0.052 (7)	0.075 (8)	0.103 (8)	−0.007 (6)	−0.017 (6)	−0.004 (6)
C21	0.045 (6)	0.068 (7)	0.075 (6)	−0.005 (5)	−0.013 (5)	0.000 (5)
C22	0.077 (8)	0.107 (9)	0.077 (6)	0.013 (7)	−0.018 (6)	−0.029 (6)
C23	0.046 (5)	0.053 (5)	0.047 (4)	−0.004 (4)	0.015 (4)	−0.002 (4)
C24	0.052 (5)	0.047 (5)	0.043 (4)	−0.004 (4)	0.011 (4)	0.004 (4)
C25	0.059 (6)	0.064 (6)	0.061 (5)	−0.011 (5)	0.019 (4)	−0.005 (4)
C26	0.062 (6)	0.066 (7)	0.075 (6)	−0.013 (5)	0.022 (5)	−0.008 (5)
C27	0.060 (6)	0.065 (6)	0.062 (5)	−0.008 (5)	0.028 (4)	−0.006 (4)
C28	0.049 (5)	0.048 (5)	0.045 (4)	0.003 (4)	0.015 (4)	0.005 (3)
C29	0.051 (5)	0.073 (7)	0.060 (5)	0.001 (5)	0.008 (4)	0.000 (4)
C30	0.058 (5)	0.054 (5)	0.042 (4)	0.008 (4)	0.011 (3)	0.006 (4)
C31	0.073 (7)	0.055 (6)	0.055 (5)	0.004 (5)	0.009 (4)	−0.001 (4)
C32	0.067 (6)	0.051 (6)	0.059 (5)	0.007 (5)	0.022 (5)	−0.001 (4)
C33	0.093 (8)	0.070 (7)	0.088 (6)	0.001 (6)	0.041 (6)	−0.023 (6)

Geometric parameters (Å, º) top

Dy1—O5	2.235 (5)	C7—H7A	0.9600
Dy1—O3	2.256 (5)	C7—H7B	0.9600
Dy1—O1	2.313 (5)	C7—H7C	0.9600
Dy1—O7	2.368 (5)	C8—C9	1.370 (11)
Dy1—N4	2.511 (6)	C9—C10	1.391 (11)
Dy1—N1	2.530 (5)	C9—H9	0.9300
Dy1—N3	2.582 (6)	C10—C11	1.504 (10)
Dy1—N6	2.598 (6)	C11—H11A	0.9600
N1—C6	1.317 (9)	C11—H11B	0.9600
N1—C2	1.362 (8)	C11—H11C	0.9600
N2—C8	1.360 (9)	C12—C13	1.515 (11)
N2—N3	1.369 (7)	C13—C14	1.371 (10)
N2—C6	1.429 (9)	C14—C15	1.380 (12)
N3—C10	1.335 (9)	C14—H14	0.9300
N4—C17	1.331 (9)	C15—C16	1.384 (12)
N4—C13	1.337 (9)	C15—H15	0.9300
N5—N6	1.375 (8)	C16—C17	1.396 (11)
N5—C19	1.399 (11)	C16—H16	0.9300
N5—C17	1.405 (10)	C18—C19	1.470 (12)
N6—C21	1.315 (10)	C18—H18A	0.9600
N7—C28	1.335 (9)	C18—H18B	0.9600
N7—C24	1.358 (9)	C18—H18C	0.9600
N8—C30	1.369 (10)	C19—C20	1.356 (13)
N8—N9	1.380 (8)	C20—C21	1.395 (13)
N8—C28	1.418 (9)	C20—H20	0.9300
N9—C32	1.331 (10)	C21—C22	1.496 (12)
O1—C1	1.262 (9)	C22—H22A	0.9600
O2—C1	1.239 (9)	C22—H22B	0.9600
O3—C12	1.254 (8)	C22—H22C	0.9600
O4—C12	1.226 (9)	C23—C24	1.518 (10)
O5—C23	1.280 (9)	C24—C25	1.368 (11)
O6—C23	1.233 (9)	C25—C26	1.399 (11)
O7—H7D	0.8499	C25—H25	0.9300
O7—H7E	0.8501	C26—C27	1.365 (11)
O8—H8A	0.8500	C26—H26	0.9300
O8—H8B	0.8500	C27—C28	1.388 (11)
O9—H9A	0.8499	C27—H27	0.9300
O9—H9B	0.8500	C29—C30	1.479 (11)
O10—H10A	0.8500	C29—H29A	0.9600
O10—H10B	0.8499	C29—H29B	0.9600
C1—C2	1.515 (11)	C29—H29C	0.9600
C2—C3	1.371 (10)	C30—C31	1.361 (10)
C3—C4	1.377 (12)	C31—C32	1.385 (12)
C3—H3	0.9300	C31—H31	0.9300
C4—C5	1.355 (11)	C32—C33	1.516 (11)
C4—H4	0.9300	C33—H33A	0.9600
C5—C6	1.399 (10)	C33—H33B	0.9600
C5—H5	0.9300	C33—H33C	0.9600
C7—C8	1.498 (10)

O5—Dy1—O3	109.97 (18)	C10—C9—H9	126.8
O5—Dy1—O1	147.2 (2)	N3—C10—C9	111.0 (7)
O3—Dy1—O1	92.3 (2)	N3—C10—C11	122.3 (7)
O5—Dy1—O7	81.11 (18)	C9—C10—C11	126.7 (7)
O3—Dy1—O7	148.61 (19)	C10—C11—H11A	109.5
O1—Dy1—O7	92.30 (19)	C10—C11—H11B	109.5
O5—Dy1—N4	83.08 (18)	H11A—C11—H11B	109.5
O3—Dy1—N4	65.86 (19)	C10—C11—H11C	109.5
O1—Dy1—N4	84.69 (19)	H11A—C11—H11C	109.5
O7—Dy1—N4	145.5 (2)	H11B—C11—H11C	109.5
O5—Dy1—N1	139.29 (19)	O4—C12—O3	126.1 (8)
O3—Dy1—N1	80.91 (18)	O4—C12—C13	119.5 (7)
O1—Dy1—N1	65.95 (19)	O3—C12—C13	114.3 (7)
O7—Dy1—N1	72.77 (17)	N4—C13—C14	123.0 (8)
N4—Dy1—N1	134.60 (18)	N4—C13—C12	115.0 (6)
O5—Dy1—N3	83.51 (18)	C14—C13—C12	122.0 (8)
O3—Dy1—N3	73.73 (19)	C13—C14—C15	118.0 (9)
O1—Dy1—N3	126.92 (19)	C13—C14—H14	121.0
O7—Dy1—N3	78.72 (18)	C15—C14—H14	121.0
N4—Dy1—N3	129.51 (18)	C14—C15—C16	120.2 (8)
N1—Dy1—N3	61.39 (18)	C14—C15—H15	119.9
O5—Dy1—N6	75.63 (19)	C16—C15—H15	119.9
O3—Dy1—N6	125.8 (2)	C15—C16—C17	117.7 (8)
O1—Dy1—N6	71.8 (2)	C15—C16—H16	121.2
O7—Dy1—N6	85.02 (19)	C17—C16—H16	121.2
N4—Dy1—N6	61.4 (2)	N4—C17—C16	122.1 (8)
N1—Dy1—N6	130.68 (19)	N4—C17—N5	114.2 (7)
N3—Dy1—N6	155.29 (19)	C16—C17—N5	123.6 (8)
C6—N1—C2	118.4 (6)	C19—C18—H18A	109.5
C6—N1—Dy1	125.4 (5)	C19—C18—H18B	109.5
C2—N1—Dy1	116.1 (5)	H18A—C18—H18B	109.5
C8—N2—N3	111.6 (6)	C19—C18—H18C	109.5
C8—N2—C6	131.4 (6)	H18A—C18—H18C	109.5
N3—N2—C6	116.7 (6)	H18B—C18—H18C	109.5
C10—N3—N2	104.8 (6)	C20—C19—N5	103.5 (8)
C10—N3—Dy1	134.6 (5)	C20—C19—C18	129.0 (10)
N2—N3—Dy1	120.3 (4)	N5—C19—C18	127.5 (9)
C17—N4—C13	119.0 (6)	C19—C20—C21	109.6 (9)
C17—N4—Dy1	125.3 (5)	C19—C20—H20	125.2
C13—N4—Dy1	115.5 (5)	C21—C20—H20	125.2
N6—N5—C19	111.2 (7)	N6—C21—C20	109.5 (9)
N6—N5—C17	118.1 (6)	N6—C21—C22	123.3 (9)
C19—N5—C17	130.3 (8)	C20—C21—C22	127.2 (9)
C21—N6—N5	106.2 (7)	C21—C22—H22A	109.5
C21—N6—Dy1	134.6 (6)	C21—C22—H22B	109.5
N5—N6—Dy1	117.3 (4)	H22A—C22—H22B	109.5
C28—N7—C24	116.5 (7)	C21—C22—H22C	109.5
C30—N8—N9	112.0 (6)	H22A—C22—H22C	109.5
C30—N8—C28	130.6 (7)	H22B—C22—H22C	109.5
N9—N8—C28	117.4 (7)	O6—C23—O5	125.2 (7)
C32—N9—N8	104.3 (7)	O6—C23—C24	117.7 (7)
C1—O1—Dy1	126.3 (5)	O5—C23—C24	117.1 (7)
C12—O3—Dy1	128.8 (5)	N7—C24—C25	124.0 (7)
C23—O5—Dy1	151.0 (5)	N7—C24—C23	117.1 (7)
Dy1—O7—H7D	113.2	C25—C24—C23	118.8 (7)
Dy1—O7—H7E	112.9	C24—C25—C26	117.9 (8)
H7D—O7—H7E	110.6	C24—C25—H25	121.0
H8A—O8—H8B	108.2	C26—C25—H25	121.0
H9A—O9—H9B	108.6	C27—C26—C25	119.1 (9)
H10A—O10—H10B	108.3	C27—C26—H26	120.4
O2—C1—O1	125.5 (8)	C25—C26—H26	120.4
O2—C1—C2	118.1 (7)	C26—C27—C28	119.0 (8)
O1—C1—C2	116.4 (7)	C26—C27—H27	120.5
N1—C2—C3	122.7 (8)	C28—C27—H27	120.5
N1—C2—C1	114.3 (6)	N7—C28—C27	123.3 (7)
C3—C2—C1	123.0 (7)	N7—C28—N8	115.9 (7)
C2—C3—C4	117.6 (8)	C27—C28—N8	120.8 (7)
C2—C3—H3	121.2	C30—C29—H29A	109.5
C4—C3—H3	121.2	C30—C29—H29B	109.5
C5—C4—C3	120.7 (7)	H29A—C29—H29B	109.5
C5—C4—H4	119.7	C30—C29—H29C	109.5
C3—C4—H4	119.7	H29A—C29—H29C	109.5
C4—C5—C6	118.7 (8)	H29B—C29—H29C	109.5
C4—C5—H5	120.6	C31—C30—N8	104.9 (8)
C6—C5—H5	120.6	C31—C30—C29	130.0 (9)
N1—C6—C5	121.8 (7)	N8—C30—C29	125.0 (7)
N1—C6—N2	115.3 (6)	C30—C31—C32	107.9 (8)
C5—C6—N2	122.8 (7)	C30—C31—H31	126.0
C8—C7—H7A	109.5	C32—C31—H31	126.0
C8—C7—H7B	109.5	N9—C32—C31	110.9 (7)
H7A—C7—H7B	109.5	N9—C32—C33	120.9 (9)
C8—C7—H7C	109.5	C31—C32—C33	128.2 (9)
H7A—C7—H7C	109.5	C32—C33—H33A	109.5
H7B—C7—H7C	109.5	C32—C33—H33B	109.5
N2—C8—C9	106.2 (7)	H33A—C33—H33B	109.5
N2—C8—C7	127.3 (7)	C32—C33—H33C	109.5
C9—C8—C7	126.5 (8)	H33A—C33—H33C	109.5
C8—C9—C10	106.4 (7)	H33B—C33—H33C	109.5
C8—C9—H9	126.8

O5—Dy1—N1—C6	28.1 (7)	O2—C1—C2—C3	−7.8 (13)
O3—Dy1—N1—C6	−82.1 (6)	O1—C1—C2—C3	174.3 (8)
O1—Dy1—N1—C6	−178.8 (6)	N1—C2—C3—C4	1.1 (12)
O7—Dy1—N1—C6	80.6 (6)	C1—C2—C3—C4	179.8 (8)
N4—Dy1—N1—C6	−124.4 (5)	C2—C3—C4—C5	−2.9 (13)
N3—Dy1—N1—C6	−5.7 (5)	C3—C4—C5—C6	2.6 (13)
N6—Dy1—N1—C6	147.9 (5)	C2—N1—C6—C5	−1.5 (11)
O5—Dy1—N1—C2	−149.3 (4)	Dy1—N1—C6—C5	−178.8 (5)
O3—Dy1—N1—C2	100.5 (5)	C2—N1—C6—N2	−180.0 (6)
O1—Dy1—N1—C2	3.9 (5)	Dy1—N1—C6—N2	2.7 (9)
O7—Dy1—N1—C2	−96.8 (5)	C4—C5—C6—N1	−0.3 (12)
N4—Dy1—N1—C2	58.2 (6)	C4—C5—C6—N2	178.0 (7)
N3—Dy1—N1—C2	176.9 (5)	C8—N2—C6—N1	177.8 (7)
N6—Dy1—N1—C2	−29.5 (6)	N3—N2—C6—N1	5.3 (9)
C8—N2—N3—C10	−0.3 (8)	C8—N2—C6—C5	−0.6 (12)
C6—N2—N3—C10	173.7 (6)	N3—N2—C6—C5	−173.1 (6)
C8—N2—N3—Dy1	175.3 (5)	N3—N2—C8—C9	−0.1 (9)
C6—N2—N3—Dy1	−10.7 (8)	C6—N2—C8—C9	−172.9 (7)
O5—Dy1—N3—C10	23.7 (7)	N3—N2—C8—C7	−179.1 (8)
O3—Dy1—N3—C10	−89.3 (7)	C6—N2—C8—C7	8.1 (14)
O1—Dy1—N3—C10	−169.7 (7)	N2—C8—C9—C10	0.4 (9)
O7—Dy1—N3—C10	105.9 (7)	C7—C8—C9—C10	179.4 (8)
N4—Dy1—N3—C10	−51.7 (8)	N2—N3—C10—C9	0.5 (9)
N1—Dy1—N3—C10	−177.7 (8)	Dy1—N3—C10—C9	−174.2 (5)
N6—Dy1—N3—C10	56.1 (9)	N2—N3—C10—C11	−178.3 (7)
O5—Dy1—N3—N2	−150.3 (5)	Dy1—N3—C10—C11	7.0 (12)
O3—Dy1—N3—N2	96.7 (5)	C8—C9—C10—N3	−0.6 (10)
O1—Dy1—N3—N2	16.2 (6)	C8—C9—C10—C11	178.2 (8)
O7—Dy1—N3—N2	−68.1 (5)	Dy1—O3—C12—O4	179.7 (7)
N4—Dy1—N3—N2	134.2 (4)	Dy1—O3—C12—C13	1.6 (11)
N1—Dy1—N3—N2	8.3 (4)	C17—N4—C13—C14	−0.5 (12)
N6—Dy1—N3—N2	−117.9 (6)	Dy1—N4—C13—C14	174.0 (6)
O5—Dy1—N4—C17	64.5 (6)	C17—N4—C13—C12	178.1 (7)
O3—Dy1—N4—C17	−180.0 (6)	Dy1—N4—C13—C12	−7.4 (8)
O1—Dy1—N4—C17	−85.0 (6)	O4—C12—C13—N4	−173.8 (8)
O7—Dy1—N4—C17	1.3 (7)	O3—C12—C13—N4	4.4 (11)
N1—Dy1—N4—C17	−133.2 (5)	O4—C12—C13—C14	4.8 (13)
N3—Dy1—N4—C17	140.1 (5)	O3—C12—C13—C14	−177.0 (8)
N6—Dy1—N4—C17	−12.9 (5)	N4—C13—C14—C15	0.0 (13)
O5—Dy1—N4—C13	−109.6 (5)	C12—C13—C14—C15	−178.5 (8)
O3—Dy1—N4—C13	5.9 (5)	C13—C14—C15—C16	1.0 (13)
O1—Dy1—N4—C13	100.9 (5)	C14—C15—C16—C17	−1.3 (13)
O7—Dy1—N4—C13	−172.8 (5)	C13—N4—C17—C16	0.1 (11)
N1—Dy1—N4—C13	52.7 (6)	Dy1—N4—C17—C16	−173.8 (5)
N3—Dy1—N4—C13	−34.0 (6)	C13—N4—C17—N5	−178.5 (6)
N6—Dy1—N4—C13	173.0 (6)	Dy1—N4—C17—N5	7.6 (9)
C19—N5—N6—C21	−1.7 (9)	C15—C16—C17—N4	0.8 (12)
C17—N5—N6—C21	172.6 (7)	C15—C16—C17—N5	179.3 (7)
C19—N5—N6—Dy1	164.8 (5)	N6—N5—C17—N4	9.5 (10)
C17—N5—N6—Dy1	−20.8 (8)	C19—N5—C17—N4	−177.4 (8)
O5—Dy1—N6—C21	88.3 (8)	N6—N5—C17—C16	−169.1 (7)
O3—Dy1—N6—C21	−167.2 (8)	C19—N5—C17—C16	3.9 (13)
O1—Dy1—N6—C21	−87.9 (8)	N6—N5—C19—C20	0.8 (10)
O7—Dy1—N6—C21	6.2 (8)	C17—N5—C19—C20	−172.6 (8)
N4—Dy1—N6—C21	178.2 (9)	N6—N5—C19—C18	−177.3 (9)
N1—Dy1—N6—C21	−55.9 (9)	C17—N5—C19—C18	9.3 (16)
N3—Dy1—N6—C21	55.0 (10)	N5—C19—C20—C21	0.4 (11)
O5—Dy1—N6—N5	−73.4 (5)	C18—C19—C20—C21	178.4 (10)
O3—Dy1—N6—N5	31.1 (6)	N5—N6—C21—C20	1.9 (10)
O1—Dy1—N6—N5	110.5 (5)	Dy1—N6—C21—C20	−161.2 (6)
O7—Dy1—N6—N5	−155.5 (5)	N5—N6—C21—C22	−175.6 (9)
N4—Dy1—N6—N5	16.5 (5)	Dy1—N6—C21—C22	21.3 (14)
N1—Dy1—N6—N5	142.4 (5)	C19—C20—C21—N6	−1.5 (12)
N3—Dy1—N6—N5	−106.7 (6)	C19—C20—C21—C22	175.9 (10)
C30—N8—N9—C32	0.1 (8)	Dy1—O5—C23—O6	−86.0 (14)
C28—N8—N9—C32	−178.2 (7)	Dy1—O5—C23—C24	93.2 (10)
O5—Dy1—O1—C1	138.2 (6)	C28—N7—C24—C25	−3.3 (12)
O3—Dy1—O1—C1	−87.9 (7)	C28—N7—C24—C23	178.1 (7)
O7—Dy1—O1—C1	61.1 (7)	O6—C23—C24—N7	−156.2 (8)
N4—Dy1—O1—C1	−153.4 (7)	O5—C23—C24—N7	24.5 (10)
N1—Dy1—O1—C1	−8.9 (7)	O6—C23—C24—C25	25.1 (12)
N3—Dy1—O1—C1	−16.5 (8)	O5—C23—C24—C25	−154.1 (8)
N6—Dy1—O1—C1	145.1 (7)	N7—C24—C25—C26	0.6 (13)
O5—Dy1—O3—C12	68.4 (7)	C23—C24—C25—C26	179.2 (8)
O1—Dy1—O3—C12	−87.1 (7)	C24—C25—C26—C27	1.5 (14)
O7—Dy1—O3—C12	174.6 (6)	C25—C26—C27—C28	−0.9 (14)
N4—Dy1—O3—C12	−4.0 (7)	C24—N7—C28—C27	4.1 (11)
N1—Dy1—O3—C12	−152.3 (7)	C24—N7—C28—N8	−178.2 (6)
N3—Dy1—O3—C12	145.0 (7)	C26—C27—C28—N7	−2.1 (13)
N6—Dy1—O3—C12	−18.0 (8)	C26—C27—C28—N8	−179.7 (8)
O3—Dy1—O5—C23	−137.7 (10)	C30—N8—C28—N7	17.3 (12)
O1—Dy1—O5—C23	−7.7 (12)	N9—N8—C28—N7	−164.8 (6)
O7—Dy1—O5—C23	72.7 (10)	C30—N8—C28—C27	−164.9 (8)
N4—Dy1—O5—C23	−76.6 (10)	N9—N8—C28—C27	13.0 (11)
N1—Dy1—O5—C23	122.8 (10)	N9—N8—C30—C31	−0.2 (9)
N3—Dy1—O5—C23	152.2 (10)	C28—N8—C30—C31	177.8 (7)
N6—Dy1—O5—C23	−14.4 (10)	N9—N8—C30—C29	−177.9 (7)
Dy1—O1—C1—O2	−165.7 (7)	C28—N8—C30—C29	0.0 (13)
Dy1—O1—C1—C2	12.1 (11)	N8—C30—C31—C32	0.2 (9)
C6—N1—C2—C3	1.1 (11)	C29—C30—C31—C32	177.8 (8)
Dy1—N1—C2—C3	178.7 (6)	N8—N9—C32—C31	0.0 (9)
C6—N1—C2—C1	−177.7 (7)	N8—N9—C32—C33	−179.6 (7)
Dy1—N1—C2—C1	−0.1 (8)	C30—C31—C32—N9	−0.2 (10)
O2—C1—C2—N1	171.0 (8)	C30—C31—C32—C33	179.5 (8)
O1—C1—C2—N1	−6.9 (11)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7D···O8ⁱ	0.85	2.04	2.754 (6)	141
O7—H7E···O9ⁱⁱ	0.85	1.90	2.670 (9)	150
O8—H8A···O2ⁱⁱⁱ	0.85	1.88	2.728 (8)	172
O8—H8B···N9^iv	0.85	2.00	2.847 (10)	173
O9—H9A···O6^v	0.85	1.82	2.665 (8)	170
O9—H9B···O10^vi	0.85	2.02	2.858 (9)	171
O10—H10A···O8^vii	0.85	2.07	2.915 (9)	175
O10—H10B···O2ⁱⁱⁱ	0.85	2.14	2.988 (10)	175
C27—H27···O8^iv	0.93	2.59	3.406 (11)	147
C29—H29B···O4ⁱ	0.96	2.57	3.363 (12)	140
C22—H22A···O7	0.96	2.52	3.147 (11)	123
C29—H29C···N7	0.96	2.49	2.874 (10)	104
C33—H33B···Cg^viii	0.96	2.97	3.893	161

Symmetry codes: (i) −x+3/2, y+1/2, −z+3/2; (ii) x, y+1, z+1; (iii) x, y, z−1; (iv) −x+2, −y+1, −z+1; (v) x, y−1, z−1; (vi) −x+3/2, y−1/2, −z+1/2; (vii) −x+3/2, y+1/2, −z+1/2; (viii) x−1/2, −y+1/2, z−3/2.

Experimental details

Crystal data
Chemical formula	[Dy(C₁₁H₁₀N₃O₂)₃(H₂O)]·3H₂O
M_r	883.22
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	298
a, b, c (Å)	15.4709 (18), 12.8466 (12), 18.543 (2)
β (°)	99.741 (2)
V (Å³)	3632.3 (7)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	2.13
Crystal size (mm)	0.30 × 0.24 × 0.17

Data collection
Diffractometer	Siemens CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.568, 0.714
No. of measured, independent and observed [I > 2σ(I)] reflections	17074, 6277, 4009
R_int	0.063
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.050, 0.118, 1.04
No. of reflections	6277
No. of parameters	478
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.45, −0.93

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2003).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7D···O8ⁱ	0.85	2.04	2.754 (6)	141
O7—H7E···O9ⁱⁱ	0.85	1.90	2.670 (9)	150
O8—H8A···O2ⁱⁱⁱ	0.85	1.88	2.728 (8)	172
O8—H8B···N9^iv	0.85	2.00	2.847 (10)	173
O9—H9A···O6^v	0.85	1.82	2.665 (8)	170
O9—H9B···O10^vi	0.85	2.02	2.858 (9)	171
O10—H10A···O8^vii	0.85	2.07	2.915 (9)	175
O10—H10B···O2ⁱⁱⁱ	0.85	2.14	2.988 (10)	175
C27—H27···O8^iv	0.93	2.59	3.406 (11)	147
C29—H29B···O4ⁱ	0.96	2.57	3.363 (12)	140
C22—H22A···O7	0.96	2.52	3.147 (11)	123
C29—H29C···N7	0.96	2.49	2.874 (10)	104
C33—H33B···Cg^viii	0.96	2.97	3.893	161

Acknowledgements

The authors thank the National Natural Science Foundation of China (grant No. 20761002). This research was sponsored by the Fund of the Talented Highland Research Programme of Guangxi University (grant No. 205121), the Science Foundation of the State Ethnic Affairs Commission (grant No. 07GX05), the Ministry of Education Science and Technology Key Projects (grant No. 205121), the Development Foundation of Guangxi Research Institute of Chemical Industry and the Science Foundation of Guangxi University for Nationalities (grant Nos. 0409032, 0409012 and 0509ZD047).

References

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