Poly[[aqua­[μ3-(2,6-2H2)-isonicotinato-κ3N:O:O′][μ2-(2,6-2H2)-isonicotinato-κ2N:O]manganese(II)] ethanol solvate]

Dai, W.

doi:10.1107/S1600536808016206

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 8| August 2008| Page m1032

doi:10.1107/S1600536808016206

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Poly[[aqua[μ₃-(2,6-²H₂)-isonicotinato-κ³N:O:O′][μ₂-(2,6-²H₂)-isonicotinato-κ²N:O]manganese(II)] ethanol solvate]

Wei Dai ^a ^*

^aOrdered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China
^*Correspondence e-mail: cherrydai01@yahoo.com.cn

(Received 8 May 2008; accepted 28 May 2008; online 16 July 2008)

In the title compound, {[Mn(C₆H₂D₂NO₂)₂(H₂O)]·C₂H₆O}_n, the Mn^II metal centre displays a slightly distorted octahedral coordination geometry, provided by three O and two N atoms of five isonicotinate ligands and one O atom of a water molecule. There are two types of isonicotinate anions, one acting as a bridging tridentate group and the other in a bridging bidentate fashion, to form a polymeric three-dimensional network. The structure is stabilized by intra- and intermolecular O—H⋯O and C—H⋯O hydrogen-bond interactions.

Related literature

For related literature, see: Akutagawa et al. (2004 ); Cova et al. (2001 ); Pavlik & Laohhasurayotin (2005 ); Sekiya & Nishikiori (2001 ).

Experimental

Crystal data

[Mn(C₆H₂D₂NO₂)₂(H₂O)]·C₂H₆O
M_r = 367.24
Monoclinic, P 2₁ /n
a = 10.903 (2) Å
b = 12.180 (2) Å
c = 13.015 (3) Å
β = 110.02 (3)°
V = 1623.9 (6) Å³
Z = 4
Mo Kα radiation
μ = 0.84 mm⁻¹
T = 293 (2) K
0.20 × 0.20 × 0.20 mm

Data collection

Rigaku Mercury2 diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ) T_min = 0.795, T_max = 0.841
16339 measured reflections
3701 independent reflections
3087 reflections with I > 2σ(I)
R_int = 0.042

Refinement

R[F² > 2σ(F²)] = 0.040
wR(F²) = 0.142
S = 1.06
3701 reflections
248 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.52 e Å⁻³
Δρ_min = −0.52 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C11—H11A⋯O5	0.98 (4)	2.44 (3)	2.784 (3)	100 (2)
O4—H2W⋯O6	0.79 (4)	1.90 (4)	2.680 (5)	166 (4)
O6—H6A⋯O3ⁱ	0.85	1.90	2.729 (3)	165
C11—H11A⋯O3ⁱⁱ	0.98 (4)	2.50 (4)	3.404 (4)	153 (3)
O4—H1W⋯O3ⁱⁱ	0.92 (4)	1.89 (4)	2.793 (3)	166 (3)
Symmetry codes: (i) $[x+{\script{1\over 2}}, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ ; (ii) -x+1, -y+1, -z.

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; 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: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808016206/rz2216sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808016206/rz2216Isup2.hkl

checkCIF report

Comment top

Isonicotinic acid is a good mono- or bidentate ligand for the construction of supramolecular complexes with versatile binding modes (Cova et al., 2001; Sekiya & Nishikiori, 2001). Until now, a large number of metal-organic framework structures containing isonicotinic acid ligands have been reported. Investigations on the effect of deuteration onto the physical properties like permittivity has become of increasing interest (Akutagawa et al., 2004).

In the crystal structure of the title compound the manganese atom displays a slightly distorted octahedral geometry provided by two N atoms and three carboxylate O atoms of five different isonicotinato anions and one O atom of a water molecule (Fig. 1). The structure contains two types of isonicotinato ligands, one acting as a bridging trichelate group, the other as bridging bidentate group to form a polymeric three-dimensional network (Fig. 2). The shortest interatomic Mn···Mn separation is 4.9182 (12) Å. The structure is stabilized by intra- and intermolecular O—H···O and C—H···O hydrogen bonds (Table 1).

Related literature top

For related literature, see: Akutagawa et al. (2004); Cova et al. (2001); Pavlik & Laohhasurayotin (2005); Sekiya & Nishikiori (2001).

Experimental top

A mixture of isonicotinic acid N-oxide (21.6 mmol) in deuterium oxide (10.0 mL) and sodium deuteroxide (31.0 mmol) was acidified with concentrated hydrochloric acid. After 4 h isonicotinic acid N-oxide-2,6-D₂ was separated as a white solid. A solution of this compound (9.0 mmol) in dichloromethane (60 mL) was added dropwise to phosphorus trichloride (1.2 mL). The mixture was refluxed for 1 h, mixed with ice–water (30 mL), made alkaline with aqueous NaOH (10 N) and extracted with dichloromethane (5 x 20mL) according to the method reported by Pavlik & Laohhasurayotin (2005). The organic phase was dried over anhydrous sodium sulfate to give isonicotinic acid-2,6-D₂. A mixture of isonicotinic acid-2,6-D₂ (0.1 mmol), manganese(II) acetate (0.2 mmol), ethanol (1 ml) and water (0.1 ml) was then transferred into a sealed Pyrex tube and heated at 100°C for 2 d. Yellow crystals of the title compound suitable for X-ray analysis were obtained on slow cooling to room temperature.

Computing details top

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear (Rigaku, 2005); data reduction: CrystalClear (Rigaku, 2005); 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: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. A view of the title compound showing the coordination around the manganese(II) atom. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (A) 1/2+x, 1/2-y, 1/2+z; (B) 1/2+x, 3/2-y; (C) 1/2+z and 2-x, 1-y, -z]
	Fig. 2. Packing diagram of the title compound viewed along the a axis. Ethanol solvent molecules are omitted for clarity.

Poly[[aqua[µ₃-(2,6-²H₂)-isonicotinato-κ³N:O:O'][µ₂-(2,6-²H₂)- isonicotinato-κ²N:O]manganese(II)] ethanol solvate] top

Crystal data top

[Mn(C₆H₂D₂NO₂)₂(H₂O)]·C₂H₆O	F(000) = 748
M_r = 367.24	D_x = 1.502 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 19580 reflections
a = 10.903 (2) Å	θ = 3.0–27.5°
b = 12.180 (2) Å	µ = 0.84 mm⁻¹
c = 13.015 (3) Å	T = 293 K
β = 110.02 (3)°	Block, yellow
V = 1623.9 (6) Å³	0.20 × 0.20 × 0.20 mm
Z = 4

Data collection top

Rigaku Mercury2 (2x2 bin mode) diffractometer	3701 independent reflections
Radiation source: fine-focus sealed tube	3087 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.042
Detector resolution: 13.6612 pixels mm^-1	θ_max = 27.5°, θ_min = 3.0°
CCD profile fitting scans	h = −14→14
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −15→15
T_min = 0.795, T_max = 0.841	l = −16→16
16339 measured reflections

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.142	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	w = 1/[σ²(F_o²) + (0.1P)²] where P = (F_o² + 2F_c²)/3
3701 reflections	(Δ/σ)_max < 0.001
248 parameters	Δρ_max = 0.52 e Å⁻³
0 restraints	Δρ_min = −0.52 e Å⁻³

Crystal data top

[Mn(C₆H₂D₂NO₂)₂(H₂O)]·C₂H₆O	V = 1623.9 (6) Å³
M_r = 367.24	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.903 (2) Å	µ = 0.84 mm⁻¹
b = 12.180 (2) Å	T = 293 K
c = 13.015 (3) Å	0.20 × 0.20 × 0.20 mm
β = 110.02 (3)°

Data collection top

Rigaku Mercury2 (2x2 bin mode) diffractometer	3701 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	3087 reflections with I > 2σ(I)
T_min = 0.795, T_max = 0.841	R_int = 0.042
16339 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.040	0 restraints
wR(F²) = 0.142	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	Δρ_max = 0.52 e Å⁻³
3701 reflections	Δρ_min = −0.52 e Å⁻³
248 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
Mn1	0.93671 (3)	0.50175 (2)	0.16410 (2)	0.02182 (15)
O5	0.87201 (17)	0.38008 (13)	0.03681 (14)	0.0391 (4)
O4	0.79806 (18)	0.41661 (16)	0.22877 (17)	0.0411 (4)
N1	0.77113 (19)	0.61593 (15)	0.06381 (16)	0.0334 (4)
C7	0.7734 (2)	0.27522 (17)	−0.12181 (17)	0.0260 (4)
C12	0.8682 (2)	0.36318 (16)	−0.05830 (18)	0.0268 (4)
C11	0.6930 (3)	0.2208 (2)	−0.0751 (2)	0.0395 (6)
C5	0.7818 (2)	0.72543 (19)	0.0584 (2)	0.0376 (5)
C8	0.7617 (2)	0.2480 (2)	−0.2283 (2)	0.0353 (5)
C1	0.6582 (2)	0.5717 (2)	0.0011 (2)	0.0404 (6)
C2	0.5536 (2)	0.63237 (19)	−0.0664 (2)	0.0395 (6)
C3	0.5668 (2)	0.74530 (17)	−0.07336 (16)	0.0273 (4)
C4	0.6847 (2)	0.79184 (19)	−0.00909 (19)	0.0358 (5)
C6	0.4577 (2)	0.81308 (17)	−0.15183 (17)	0.0274 (4)
O3	0.34326 (15)	0.77890 (14)	−0.17448 (14)	0.0386 (4)
O2	0.49329 (16)	0.89829 (13)	−0.18801 (14)	0.0385 (4)
O1	0.9325 (2)	0.40991 (17)	−0.10687 (17)	0.0554 (5)
C10	0.6056 (3)	0.1433 (2)	−0.1362 (2)	0.0409 (6)
C9	0.6720 (2)	0.1688 (2)	−0.2837 (2)	0.0355 (5)
N2	0.59483 (18)	0.11618 (15)	−0.23923 (15)	0.0311 (4)
O6	0.6716 (3)	0.5555 (2)	0.3174 (4)	0.1366 (18)
H6A	0.7151 (3)	0.6101 (2)	0.3078 (4)	0.205*
C14	0.5578 (4)	0.5893 (4)	0.3214 (6)	0.118 (2)
H14A	0.5176 (4)	0.6222 (4)	0.2618 (6)	0.142*
H14B	0.5716 (4)	0.6358 (4)	0.3729 (6)	0.142*
C13	0.4751 (7)	0.5076 (5)	0.3359 (7)	0.132 (3)
H13A	0.3950 (7)	0.5394 (5)	0.3370 (7)	0.197*
H13B	0.4566 (7)	0.4556 (5)	0.2771 (7)	0.197*
H13C	0.5183 (7)	0.4711 (5)	0.4041 (7)	0.197*
H8A	0.804 (3)	0.287 (2)	−0.269 (2)	0.038 (7)*
D3	0.662 (2)	0.1472 (19)	−0.355 (2)	0.028 (6)*
D1	0.648 (4)	0.495 (3)	0.008 (3)	0.063 (12)*
D4	0.549 (3)	0.109 (2)	−0.105 (3)	0.044 (7)*
H4A	0.701 (3)	0.872 (2)	−0.015 (2)	0.044 (7)*
D2	0.864 (3)	0.758 (2)	0.109 (2)	0.044 (7)*
H11A	0.708 (3)	0.236 (3)	0.002 (3)	0.065 (10)*
H2A	0.472 (3)	0.591 (3)	−0.105 (3)	0.066 (10)*
H1W	0.758 (4)	0.351 (3)	0.202 (3)	0.069 (10)*
H2W	0.751 (4)	0.450 (3)	0.252 (3)	0.066 (11)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mn1	0.0206 (2)	0.0197 (2)	0.0215 (2)	−0.00130 (10)	0.00247 (15)	−0.00019 (10)
O5	0.0464 (10)	0.0376 (9)	0.0314 (9)	−0.0144 (7)	0.0108 (7)	−0.0118 (7)
O4	0.0420 (10)	0.0345 (9)	0.0554 (11)	−0.0090 (8)	0.0275 (9)	−0.0037 (8)
N1	0.0309 (10)	0.0305 (9)	0.0331 (10)	0.0022 (8)	0.0037 (8)	0.0083 (7)
C7	0.0240 (10)	0.0263 (10)	0.0262 (10)	−0.0052 (8)	0.0067 (8)	−0.0016 (8)
C12	0.0233 (10)	0.0227 (10)	0.0313 (11)	−0.0033 (8)	0.0054 (8)	−0.0014 (8)
C11	0.0475 (14)	0.0470 (13)	0.0266 (12)	−0.0224 (11)	0.0159 (10)	−0.0072 (10)
C5	0.0368 (13)	0.0316 (11)	0.0339 (12)	−0.0019 (10)	−0.0014 (10)	0.0003 (9)
C8	0.0331 (12)	0.0427 (14)	0.0344 (12)	−0.0145 (10)	0.0173 (10)	−0.0070 (10)
C1	0.0309 (12)	0.0290 (12)	0.0532 (15)	−0.0014 (9)	0.0042 (10)	0.0125 (10)
C2	0.0299 (12)	0.0307 (12)	0.0488 (15)	−0.0029 (9)	0.0018 (10)	0.0105 (10)
C3	0.0280 (10)	0.0297 (11)	0.0237 (10)	0.0024 (8)	0.0083 (8)	0.0076 (8)
C4	0.0389 (13)	0.0268 (11)	0.0337 (12)	−0.0038 (10)	0.0022 (10)	0.0015 (9)
C6	0.0308 (11)	0.0272 (10)	0.0228 (10)	0.0021 (8)	0.0074 (8)	0.0046 (8)
O3	0.0279 (8)	0.0365 (9)	0.0472 (10)	0.0006 (7)	0.0074 (7)	0.0112 (7)
O2	0.0381 (9)	0.0329 (8)	0.0362 (9)	−0.0031 (7)	0.0021 (7)	0.0171 (7)
O1	0.0586 (12)	0.0619 (12)	0.0511 (12)	−0.0404 (10)	0.0255 (10)	−0.0110 (9)
C10	0.0474 (14)	0.0483 (14)	0.0303 (12)	−0.0261 (12)	0.0175 (11)	−0.0060 (10)
C9	0.0390 (13)	0.0431 (13)	0.0277 (12)	−0.0136 (10)	0.0157 (10)	−0.0124 (9)
N2	0.0320 (10)	0.0329 (10)	0.0261 (9)	−0.0122 (8)	0.0071 (7)	−0.0055 (7)
O6	0.103 (2)	0.0659 (18)	0.295 (5)	−0.0334 (17)	0.138 (3)	−0.077 (3)
C14	0.064 (3)	0.085 (3)	0.216 (7)	−0.019 (2)	0.062 (3)	−0.044 (3)
C13	0.098 (5)	0.143 (6)	0.184 (8)	−0.016 (3)	0.087 (5)	0.011 (4)

Geometric parameters (Å, º) top

Mn1—O1ⁱ	2.1151 (18)	C2—H2A	1.00 (3)
Mn1—O5	2.1537 (16)	C2—C3	1.389 (3)
Mn1—O2ⁱⁱ	2.1806 (16)	C3—C4	1.392 (3)
Mn1—O4	2.2228 (18)	C3—C6	1.519 (3)
Mn1—N2ⁱⁱⁱ	2.2656 (18)	C4—H4A	1.00 (3)
Mn1—N1	2.2987 (19)	C6—O3	1.251 (3)
O5—C12	1.242 (3)	C6—O2	1.255 (3)
O4—H2W	0.79 (4)	O2—Mn1^iv	2.1806 (16)
O4—H1W	0.92 (4)	O1—Mn1ⁱ	2.1151 (18)
N1—C1	1.336 (3)	C10—N2	1.346 (3)
N1—C5	1.343 (3)	C10—D4	0.95 (3)
C7—C8	1.388 (3)	C9—N2	1.336 (3)
C7—C11	1.393 (3)	C9—D3	0.93 (3)
C7—C12	1.521 (3)	N2—Mn1^v	2.2656 (18)
C12—O1	1.232 (3)	O6—H6A	0.8499
C11—H11A	0.98 (4)	O6—C14	1.325 (5)
C11—C10	1.384 (3)	C14—H14A	0.8499
C5—C4	1.382 (3)	C14—H14B	0.8500
C5—D2	0.99 (3)	C14—C13	1.397 (7)
C8—H8A	0.95 (3)	C13—H13A	0.9599
C8—C9	1.387 (3)	C13—H13C	0.9600
C1—C2	1.390 (3)	C13—H13B	0.9602
C1—D1	0.94 (3)

O1ⁱ—Mn1—O5	99.32 (7)	N1—C1—D1	117 (2)
O1ⁱ—Mn1—O2ⁱⁱ	90.33 (8)	C2—C1—D1	119 (2)
O5—Mn1—O2ⁱⁱ	169.24 (7)	H2A—C2—C3	124.0 (19)
O1ⁱ—Mn1—O4	177.07 (8)	H2A—C2—C1	117 (2)
O5—Mn1—O4	83.34 (7)	C3—C2—C1	119.1 (2)
O2ⁱⁱ—Mn1—O4	87.12 (8)	C2—C3—C4	117.3 (2)
O1ⁱ—Mn1—N2ⁱⁱⁱ	92.38 (8)	C2—C3—C6	120.46 (19)
O5—Mn1—N2ⁱⁱⁱ	88.71 (7)	C4—C3—C6	122.16 (19)
O2ⁱⁱ—Mn1—N2ⁱⁱⁱ	86.11 (7)	H4A—C4—C5	120.1 (17)
O4—Mn1—N2ⁱⁱⁱ	88.90 (7)	H4A—C4—C3	120.4 (17)
O1ⁱ—Mn1—N1	89.17 (8)	C5—C4—C3	119.5 (2)
O5—Mn1—N1	89.58 (7)	O3—C6—O2	126.75 (19)
O2ⁱⁱ—Mn1—N1	95.35 (7)	O3—C6—C3	117.77 (18)
O4—Mn1—N1	89.63 (7)	O2—C6—C3	115.47 (18)
N2ⁱⁱⁱ—Mn1—N1	177.87 (6)	C6—O2—Mn1^iv	139.70 (15)
C12—O5—Mn1	140.47 (14)	C12—O1—Mn1ⁱ	170.48 (18)
H2W—O4—H1W	107 (3)	N2—C10—C11	123.2 (2)
H2W—O4—Mn1	122 (3)	N2—C10—D4	118.4 (18)
H1W—O4—Mn1	124 (2)	C11—C10—D4	118.4 (18)
C1—N1—C5	116.52 (19)	N2—C9—C8	123.0 (2)
C1—N1—Mn1	118.92 (15)	N2—C9—D3	114.5 (15)
C5—N1—Mn1	124.44 (15)	C8—C9—D3	122.4 (15)
C8—C7—C11	117.73 (19)	C9—N2—C10	117.39 (19)
C8—C7—C12	121.61 (18)	C9—N2—Mn1^v	122.39 (15)
C11—C7—C12	120.64 (19)	C10—N2—Mn1^v	119.92 (14)
O1—C12—O5	127.2 (2)	H6A—O6—C14	110
O1—C12—C7	116.5 (2)	H14A—C14—H14B	107.5
O5—C12—C7	116.30 (18)	H14A—C14—O6	108
H11A—C11—C10	124 (2)	H14B—C14—O6	109
H11A—C11—C7	117 (2)	H14A—C14—C13	108
C10—C11—C7	119.1 (2)	H14B—C14—C13	108
N1—C5—C4	123.6 (2)	O6—C14—C13	116.1 (5)
N1—C5—D2	115.9 (16)	H13A—C13—H13C	109.5
C4—C5—D2	120.4 (16)	H13A—C13—H13B	109.5
H8A—C8—C9	116.9 (16)	H13C—C13—H13B	109.5
H8A—C8—C7	123.2 (16)	H13A—C13—C14	110
C9—C8—C7	119.5 (2)	H13C—C13—C14	109
N1—C1—C2	123.9 (2)	H13B—C13—C14	109

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C11—H11A···O5	0.98 (4)	2.44 (3)	2.784 (3)	100 (2)
O4—H2W···O6	0.79 (4)	1.90 (4)	2.680 (5)	166 (4)
O6—H6A···O3ⁱⁱ	0.85	1.90	2.729 (3)	165
C11—H11A···O3^vi	0.98 (4)	2.50 (4)	3.404 (4)	153 (3)
O4—H1W···O3^vi	0.92 (4)	1.89 (4)	2.793 (3)	166 (3)

Symmetry codes: (ii) x+1/2, −y+3/2, z+1/2; (vi) −x+1, −y+1, −z.

Experimental details

Crystal data
Chemical formula	[Mn(C₆H₂D₂NO₂)₂(H₂O)]·C₂H₆O
M_r	367.24
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	293
a, b, c (Å)	10.903 (2), 12.180 (2), 13.015 (3)
β (°)	110.02 (3)
V (Å³)	1623.9 (6)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.84
Crystal size (mm)	0.20 × 0.20 × 0.20

Data collection
Diffractometer	Rigaku Mercury2 (2x2 bin mode) diffractometer
Absorption correction	Multi-scan (CrystalClear; Rigaku, 2005)
T_min, T_max	0.795, 0.841
No. of measured, independent and observed [I > 2σ(I)] reflections	16339, 3701, 3087
R_int	0.042
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.040, 0.142, 1.06
No. of reflections	3701
No. of parameters	248
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.52, −0.52

Computer programs: CrystalClear (Rigaku, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C11—H11A···O5	0.98 (4)	2.44 (3)	2.784 (3)	100 (2)
O4—H2W···O6	0.79 (4)	1.90 (4)	2.680 (5)	166 (4)
O6—H6A···O3ⁱ	0.85	1.90	2.729 (3)	165
C11—H11A···O3ⁱⁱ	0.98 (4)	2.50 (4)	3.404 (4)	153 (3)
O4—H1W···O3ⁱⁱ	0.92 (4)	1.89 (4)	2.793 (3)	166 (3)

Symmetry codes: (i) x+1/2, −y+3/2, z+1/2; (ii) −x+1, −y+1, −z.

Acknowledgements

This work was supported by a Start-up Grant from Southeast University to Professor Ren-Gen Xiong.

References

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