Tetra­aqua­bis­[4-(4H-1,2,4-triazol-4-yl)benzoato-κN1]manganese(II) deca­hydrate

Piao, Y.-A.; Xuan, Z.-Y.

doi:10.1107/S1600536811025335

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 8| August 2011| Page m1072

doi:10.1107/S1600536811025335

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Tetraaquabis[4-(4H-1,2,4-triazol-4-yl)benzoato-κN¹]manganese(II) decahydrate

Ying-Ai Piao ^a and Zhen-Yu Xuan ^a ^*

^aDepartment of Laboratory and Equipment Management, Yanbian University, Yanbian 133002, People's Republic of China
^*Correspondence e-mail: zyxuan2011@163.com

(Received 21 June 2011; accepted 28 June 2011; online 9 July 2011)

In the title compound, [Mn(C₉H₆N₃O₂)₂(H₂O)₄]·10H₂O, the Mn^II ion is coordinated by two N atoms from two 4-(4H-1,2,4-triazol-4-yl)benzoate ligands and four water molecules in a distorted octahedral geometry. The Mn^II ion and two coordinated water molecules lie on a twofold rotation axis. The water molecules are involved in O—H⋯N and O—H⋯O hydrogen bonds with the triazole N atoms and carboxylate O atoms, yielding a three-dimensional supramolecular network. π–π interactions between the benzene rings [centroid–centroid distance = 3.836 (9) Å] are observed.

Related literature

For general background to the applications of coordination polymers, see: Guo et al. (2009 ); Wang et al. (2009 ); Zang et al. (2006 ). For a related structure, see: Wang (2011 ).

Experimental

Crystal data

[Mn(C₉H₆N₃O₂)₂(H₂O)₄]·10H₂O
M_r = 683.50
Monoclinic, C 2/c
a = 25.9966 (13) Å
b = 7.9393 (4) Å
c = 16.8495 (9) Å
β = 112.214 (1)°
V = 3219.5 (3) Å³
Z = 4
Mo Kα radiation
μ = 0.49 mm⁻¹
T = 76 K
0.28 × 0.23 × 0.20 mm

Data collection

Bruker APEX CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.85, T_max = 0.91
8592 measured reflections
3189 independent reflections
2760 reflections with I > 2σ(I)
R_int = 0.023

Refinement

R[F² > 2σ(F²)] = 0.029
wR(F²) = 0.073
S = 0.99
3189 reflections
238 parameters
14 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.27 e Å⁻³
Δρ_min = −0.22 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1A⋯O4W	0.82 (2)	1.94 (2)	2.7602 (17)	171 (2)
O1W—H1B⋯O5W	0.85 (2)	1.83 (2)	2.6724 (16)	169 (2)
O2W—H2A⋯O1ⁱ	0.84 (1)	1.87 (1)	2.6936 (15)	164 (2)
O3W—H3A⋯O1ⁱⁱ	0.85 (2)	1.91 (2)	2.7445 (15)	166 (2)
O4W—H4A⋯O2ⁱⁱⁱ	0.85 (2)	1.95 (2)	2.7985 (15)	176 (2)
O4W—H4B⋯N2^iv	0.82 (2)	2.17 (2)	2.9369 (17)	154 (2)
O5W—H5A⋯O2^v	0.85 (2)	1.83 (2)	2.6765 (16)	171 (2)
O5W—H5B⋯O8Wⁱⁱ	0.83 (2)	1.90 (2)	2.7299 (18)	172 (2)
O6W—H6A⋯O7W^vi	0.86 (2)	1.89 (2)	2.754 (2)	177 (2)
O6W—H6B⋯O5Wⁱⁱ	0.83 (2)	1.95 (2)	2.7828 (18)	173 (2)
O7W—H7A⋯O6W	0.84 (2)	1.89 (2)	2.7256 (19)	171 (2)
O7W—H7B⋯O8W^vi	0.83 (2)	1.94 (2)	2.7605 (18)	171 (2)
O8W—H8A⋯O1	0.84 (2)	1.92 (2)	2.7564 (16)	173 (2)
O8W—H8B⋯O4Wⁱ	0.86 (2)	1.91 (2)	2.7616 (17)	172 (2)
Symmetry codes: (i) $[-x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z+2]$ ; (ii) $[-x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+2]$ ; (iii) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ ; (iv) $[x, -y+1, z-{\script{1\over 2}}]$ ; (v) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (vi) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{5\over 2}}]$ .

Data collection: SMART (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); 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.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811025335/hy2445sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811025335/hy2445Isup2.hkl

checkCIF report

Comment top

The construction of novel coordination polymers is the current interest in the field of supramolecular chemistry and crystal engineering, not only for their interesting topologies and crystal packing motifs but also for their potential applications as functional materials (Wang et al., 2009; Zang et al., 2006). As an important family of multidentate O-donor ligands, organic aromatic carboxylate ligands have been extensively employed in the preparation of metal-organic complexes (Guo et al., 2009). In this paper, we selected 4-(1,2,4-triazol-4-yl)benzoic acid as an organic carboxylate ligand, generating the title compound, which is reported here.

In the title compound, the Mn^II ions lies on a twofold rotation axis and is approximately octahedrally coordinated by two N atoms from two 4-(1,2,4-triazol-4-yl)benzoate ligands and four water molecules, two of which lie on the twofold rotation axis (Fig. 1). The Mn—N and Mn—O bond lengths and the O—Mn—O and N—Mn—O bond angles are comparable to those found in the other crystallographically characterized Mn(II) complexes (Wang, 2011). The water molecules are involved in O—H···N and O—H···O hydrogen bonds with the triazole N atoms and carboxylate O atoms (Table 1), yielding a three-dimensional supramolecular network (Fig. 2). π–π interactions between the benzene rings [centroid–centroid distance = 3.836 (9) Å] are observed.

Related literature top

For general background to the applications of coordination polymers, see: Guo et al. (2009); Wang et al. (2009); Zang et al. (2006). For a related structure, see: Wang (2011).

Experimental top

The synthesis was performed under hydrothermal conditions. A mixture of Mn(CH₃COO)₂.4H₂O (0.2 mmol, 0.049 g), 4-(1,2,4-triazol-4-yl)benzoic acid (0.4 mmol, 0.075 g), NaOH (0.4 mmol, 0.016 g) and H₂O (15 ml) in a 25 ml stainless steel reactor with a Teflon liner was heated from 293 to 443 K in 2 h and a constant temperature was maintained at 443 K for 72 h. After the mixture was cooled to 298 K, purple crystals of the title compound were obtained from the reaction.

Computing details top

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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).

Figures top

	Fig. 1. The molecular structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry code: (i) -x, y, 3/2-z.]
	Fig. 2. View of the three-dimensional network of the title compound, built by hydrogen bonds (dashed lines).

Tetraaquabis[4-(4H-1,2,4-triazol-4-yl)benzoato- κN¹]manganese(II) decahydrate top

Crystal data top

[Mn(C₉H₆N₃O₂)₂(H₂O)₄]·10H₂O	F(000) = 1436
M_r = 683.50	D_x = 1.410 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3198 reflections
a = 25.9966 (13) Å	θ = 1.0–26.1°
b = 7.9393 (4) Å	µ = 0.49 mm⁻¹
c = 16.8495 (9) Å	T = 76 K
β = 112.214 (1)°	Block, purple
V = 3219.5 (3) Å³	0.28 × 0.23 × 0.20 mm
Z = 4

Data collection top

Bruker APEX CCD diffractometer	3189 independent reflections
Radiation source: fine-focus sealed tube	2760 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.023
ϕ and ω scans	θ_max = 26.1°, θ_min = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −19→32
T_min = 0.85, T_max = 0.91	k = −8→9
8592 measured reflections	l = −20→20

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.073	H atoms treated by a mixture of independent and constrained refinement
S = 0.99	w = 1/[σ²(F_o²) + (0.036P)² + 1.9266P] where P = (F_o² + 2F_c²)/3
3189 reflections	(Δ/σ)_max = 0.008
238 parameters	Δρ_max = 0.27 e Å⁻³
14 restraints	Δρ_min = −0.22 e Å⁻³

Crystal data top

[Mn(C₉H₆N₃O₂)₂(H₂O)₄]·10H₂O	V = 3219.5 (3) Å³
M_r = 683.50	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 25.9966 (13) Å	µ = 0.49 mm⁻¹
b = 7.9393 (4) Å	T = 76 K
c = 16.8495 (9) Å	0.28 × 0.23 × 0.20 mm
β = 112.214 (1)°

Data collection top

Bruker APEX CCD diffractometer	3189 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	2760 reflections with I > 2σ(I)
T_min = 0.85, T_max = 0.91	R_int = 0.023
8592 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.029	14 restraints
wR(F²) = 0.073	H atoms treated by a mixture of independent and constrained refinement
S = 0.99	Δρ_max = 0.27 e Å⁻³
3189 reflections	Δρ_min = −0.22 e Å⁻³
238 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.12836 (6)	0.4382 (2)	0.87216 (9)	0.0226 (3)
H1	0.1368	0.4674	0.8237	0.027*
C2	0.13557 (6)	0.3880 (2)	1.00119 (10)	0.0263 (4)
H2	0.1504	0.3752	1.0617	0.032*
C3	0.22362 (6)	0.48018 (19)	0.98458 (9)	0.0195 (3)
C4	0.24336 (6)	0.5736 (2)	0.93267 (9)	0.0229 (3)
H4	0.2190	0.6071	0.8770	0.027*
C5	0.29901 (6)	0.6175 (2)	0.96291 (10)	0.0232 (3)
H5	0.3129	0.6801	0.9272	0.028*
C6	0.33496 (6)	0.57157 (18)	1.04481 (9)	0.0200 (3)
C7	0.31413 (6)	0.47742 (19)	1.09554 (9)	0.0229 (3)
H7	0.3383	0.4451	1.1515	0.027*
C8	0.25869 (6)	0.42984 (19)	1.06575 (10)	0.0231 (3)
H8	0.2450	0.3638	1.1005	0.028*
C9	0.39483 (6)	0.62809 (19)	1.07889 (10)	0.0210 (3)
N1	0.07926 (5)	0.39357 (16)	0.86873 (8)	0.0218 (3)
N2	0.08381 (5)	0.36106 (18)	0.95205 (8)	0.0266 (3)
N3	0.16569 (5)	0.43720 (16)	0.95412 (8)	0.0203 (3)
O1	0.42246 (4)	0.60776 (13)	1.15861 (7)	0.0245 (2)
O2	0.41384 (4)	0.69525 (16)	1.02887 (7)	0.0324 (3)
Mn1	0.0000	0.39602 (4)	0.7500	0.01689 (10)
O1W	0.05118 (5)	0.41965 (15)	0.67562 (7)	0.0284 (3)
H1A	0.0417 (8)	0.493 (2)	0.6382 (11)	0.043*
H1B	0.0664 (8)	0.341 (2)	0.6578 (12)	0.043*
O2W	0.0000	0.6681 (2)	0.7500	0.0256 (3)
H2A	0.0229 (7)	0.732 (2)	0.7865 (11)	0.038*
O3W	0.0000	0.1260 (2)	0.7500	0.0381 (4)
H3A	0.0248 (8)	0.065 (3)	0.7856 (12)	0.057*
O4W	0.02208 (5)	0.69006 (15)	0.56446 (7)	0.0278 (3)
H4A	−0.0110 (6)	0.724 (2)	0.5514 (12)	0.042*
H4B	0.0298 (8)	0.688 (3)	0.5212 (11)	0.042*
O5W	0.10937 (5)	0.17426 (16)	0.63970 (8)	0.0301 (3)
H5A	0.1048 (8)	0.174 (3)	0.5870 (10)	0.045*
H5B	0.1054 (9)	0.075 (2)	0.6528 (13)	0.045*
O6W	0.29468 (5)	0.16683 (18)	1.25059 (9)	0.0427 (3)
H6A	0.2976 (10)	0.062 (2)	1.2643 (15)	0.064*
H6B	0.3218 (8)	0.217 (3)	1.2862 (13)	0.064*
O7W	0.19555 (5)	0.32849 (17)	1.21048 (8)	0.0363 (3)
H7A	0.2252 (7)	0.272 (3)	1.2263 (14)	0.054*
H7B	0.1697 (8)	0.268 (3)	1.2113 (14)	0.054*
O8W	0.39715 (5)	0.64318 (16)	1.30252 (8)	0.0318 (3)
H8A	0.4037 (8)	0.640 (3)	1.2571 (11)	0.048*
H8B	0.4240 (7)	0.696 (3)	1.3407 (12)	0.048*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0166 (7)	0.0320 (8)	0.0177 (7)	−0.0016 (6)	0.0046 (6)	0.0000 (6)
C2	0.0190 (8)	0.0397 (9)	0.0194 (8)	−0.0045 (7)	0.0061 (6)	0.0039 (7)
C3	0.0131 (7)	0.0232 (8)	0.0205 (7)	−0.0022 (6)	0.0043 (6)	−0.0030 (6)
C4	0.0179 (7)	0.0326 (9)	0.0153 (7)	−0.0009 (6)	0.0030 (6)	0.0011 (6)
C5	0.0192 (8)	0.0307 (9)	0.0202 (8)	−0.0038 (6)	0.0081 (6)	0.0007 (6)
C6	0.0163 (7)	0.0214 (8)	0.0213 (7)	−0.0010 (6)	0.0059 (6)	−0.0036 (6)
C7	0.0181 (7)	0.0271 (8)	0.0187 (7)	−0.0005 (6)	0.0015 (6)	0.0020 (6)
C8	0.0197 (8)	0.0272 (8)	0.0208 (8)	−0.0035 (6)	0.0059 (6)	0.0049 (6)
C9	0.0171 (7)	0.0219 (8)	0.0232 (8)	−0.0008 (6)	0.0065 (6)	−0.0032 (6)
N1	0.0169 (6)	0.0286 (7)	0.0188 (6)	−0.0017 (5)	0.0055 (5)	0.0004 (5)
N2	0.0180 (6)	0.0403 (8)	0.0199 (7)	−0.0037 (6)	0.0054 (5)	0.0032 (6)
N3	0.0145 (6)	0.0272 (7)	0.0174 (6)	−0.0024 (5)	0.0040 (5)	0.0001 (5)
O1	0.0164 (5)	0.0294 (6)	0.0218 (6)	−0.0021 (4)	0.0005 (4)	−0.0002 (5)
O2	0.0201 (6)	0.0497 (8)	0.0257 (6)	−0.0113 (5)	0.0070 (5)	−0.0001 (5)
Mn1	0.01246 (16)	0.01903 (17)	0.01757 (17)	0.000	0.00386 (12)	0.000
O1W	0.0300 (6)	0.0310 (7)	0.0296 (6)	0.0080 (5)	0.0173 (5)	0.0054 (5)
O2W	0.0204 (8)	0.0201 (8)	0.0269 (9)	0.000	−0.0017 (7)	0.000
O3W	0.0310 (10)	0.0205 (9)	0.0420 (11)	0.000	−0.0100 (8)	0.000
O4W	0.0209 (6)	0.0408 (7)	0.0226 (6)	0.0057 (5)	0.0092 (5)	0.0024 (5)
O5W	0.0345 (7)	0.0308 (6)	0.0286 (6)	0.0019 (5)	0.0161 (5)	−0.0011 (5)
O6W	0.0335 (7)	0.0381 (8)	0.0489 (9)	−0.0018 (6)	0.0070 (6)	−0.0009 (7)
O7W	0.0291 (7)	0.0362 (7)	0.0402 (7)	−0.0020 (6)	0.0092 (6)	0.0045 (6)
O8W	0.0277 (7)	0.0374 (7)	0.0319 (7)	−0.0053 (5)	0.0131 (5)	−0.0047 (6)

Geometric parameters (Å, º) top

C1—N1	1.3049 (19)	N1—N2	1.3877 (17)
C1—N3	1.3549 (19)	Mn1—N1	2.2652 (12)
C1—H1	0.9500	Mn1—O3W	2.1438 (17)
C2—N2	1.304 (2)	Mn1—O1W	2.1534 (11)
C2—N3	1.365 (2)	Mn1—O2W	2.1598 (16)
C2—H2	0.9500	O1W—H1A	0.82 (2)
C3—C4	1.385 (2)	O1W—H1B	0.85 (2)
C3—C8	1.385 (2)	O2W—H2A	0.84 (1)
C3—N3	1.4363 (18)	O3W—H3A	0.85 (2)
C4—C5	1.384 (2)	O4W—H4A	0.85 (2)
C4—H4	0.9500	O4W—H4B	0.82 (2)
C5—C6	1.391 (2)	O5W—H5A	0.85 (2)
C5—H5	0.9500	O5W—H5B	0.83 (2)
C6—C7	1.390 (2)	O6W—H6A	0.86 (2)
C6—C9	1.509 (2)	O6W—H6B	0.83 (2)
C7—C8	1.387 (2)	O7W—H7A	0.84 (2)
C7—H7	0.9500	O7W—H7B	0.83 (2)
C8—H8	0.9500	O8W—H8A	0.84 (2)
C9—O2	1.2466 (18)	O8W—H8B	0.86 (2)
C9—O1	1.2715 (18)

N1—C1—N3	110.81 (13)	C2—N2—N1	106.54 (12)
N1—C1—H1	124.6	C1—N3—C2	104.28 (12)
N3—C1—H1	124.6	C1—N3—C3	127.81 (12)
N2—C2—N3	111.04 (14)	C2—N3—C3	127.91 (13)
N2—C2—H2	124.5	O3W—Mn1—O1W	95.00 (3)
N3—C2—H2	124.5	O3W—Mn1—O1Wⁱ	95.00 (3)
C4—C3—C8	121.02 (13)	O1W—Mn1—O1Wⁱ	170.01 (7)
C4—C3—N3	119.36 (13)	O3W—Mn1—O2W	180.000 (1)
C8—C3—N3	119.61 (13)	O1W—Mn1—O2W	85.00 (3)
C5—C4—C3	119.19 (14)	O1Wⁱ—Mn1—O2W	85.00 (3)
C5—C4—H4	120.4	O3W—Mn1—N1	89.51 (3)
C3—C4—H4	120.4	O1W—Mn1—N1	87.64 (4)
C4—C5—C6	121.04 (14)	O1Wⁱ—Mn1—N1	92.44 (4)
C4—C5—H5	119.5	O2W—Mn1—N1	90.49 (3)
C6—C5—H5	119.5	O3W—Mn1—N1ⁱ	89.51 (3)
C7—C6—C5	118.62 (13)	O1W—Mn1—N1ⁱ	92.44 (4)
C7—C6—C9	120.75 (13)	O1Wⁱ—Mn1—N1ⁱ	87.64 (4)
C5—C6—C9	120.59 (13)	O2W—Mn1—N1ⁱ	90.49 (3)
C8—C7—C6	121.12 (14)	N1—Mn1—N1ⁱ	179.02 (7)
C8—C7—H7	119.4	Mn1—O1W—H1A	115.8 (14)
C6—C7—H7	119.4	Mn1—O1W—H1B	127.7 (14)
C3—C8—C7	118.98 (14)	H1A—O1W—H1B	107.0 (19)
C3—C8—H8	120.5	Mn1—O2W—H2A	127.0 (13)
C7—C8—H8	120.5	Mn1—O3W—H3A	125.0 (15)
O2—C9—O1	123.96 (14)	H4A—O4W—H4B	109.8 (19)
O2—C9—C6	119.03 (13)	H5A—O5W—H5B	107 (2)
O1—C9—C6	116.98 (13)	H6A—O6W—H6B	108 (2)
C1—N1—N2	107.33 (12)	H7A—O7W—H7B	110 (2)
C1—N1—Mn1	125.78 (10)	H8A—O8W—H8B	108 (2)
N2—N1—Mn1	126.61 (9)

C8—C3—C4—C5	−0.3 (2)	Mn1—N1—N2—C2	−174.12 (11)
N3—C3—C4—C5	178.76 (14)	N1—C1—N3—C2	0.07 (18)
C3—C4—C5—C6	−1.0 (2)	N1—C1—N3—C3	−179.24 (14)
C4—C5—C6—C7	1.2 (2)	N2—C2—N3—C1	−0.05 (18)
C4—C5—C6—C9	−176.69 (14)	N2—C2—N3—C3	179.26 (14)
C5—C6—C7—C8	−0.1 (2)	C4—C3—N3—C1	18.3 (2)
C9—C6—C7—C8	177.78 (14)	C8—C3—N3—C1	−162.65 (15)
C4—C3—C8—C7	1.3 (2)	C4—C3—N3—C2	−160.86 (16)
N3—C3—C8—C7	−177.70 (14)	C8—C3—N3—C2	18.2 (2)
C6—C7—C8—C3	−1.2 (2)	C1—N1—Mn1—O3W	109.92 (13)
C7—C6—C9—O2	171.81 (15)	N2—N1—Mn1—O3W	−76.98 (12)
C5—C6—C9—O2	−10.4 (2)	C1—N1—Mn1—O1W	14.90 (13)
C7—C6—C9—O1	−10.1 (2)	N2—N1—Mn1—O1W	−172.00 (12)
C5—C6—C9—O1	167.71 (14)	C1—N1—Mn1—O1Wⁱ	−155.10 (13)
N3—C1—N1—N2	−0.06 (18)	N2—N1—Mn1—O1Wⁱ	18.00 (12)
N3—C1—N1—Mn1	174.15 (10)	C1—N1—Mn1—O2W	−70.08 (13)
N3—C2—N2—N1	0.02 (19)	N2—N1—Mn1—O2W	103.02 (12)
C1—N1—N2—C2	0.02 (17)

Symmetry code: (i) −x, y, −z+3/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···O4W	0.82 (2)	1.94 (2)	2.7602 (17)	171 (2)
O1W—H1B···O5W	0.85 (2)	1.83 (2)	2.6724 (16)	169 (2)
O2W—H2A···O1ⁱⁱ	0.84 (1)	1.87 (1)	2.6936 (15)	164 (2)
O3W—H3A···O1ⁱⁱⁱ	0.85 (2)	1.91 (2)	2.7445 (15)	166 (2)
O4W—H4A···O2^iv	0.85 (2)	1.95 (2)	2.7985 (15)	176 (2)
O4W—H4B···N2^v	0.82 (2)	2.17 (2)	2.9369 (17)	154 (2)
O5W—H5A···O2^vi	0.85 (2)	1.83 (2)	2.6765 (16)	171 (2)
O5W—H5B···O8Wⁱⁱⁱ	0.83 (2)	1.90 (2)	2.7299 (18)	172 (2)
O6W—H6A···O7W^vii	0.86 (2)	1.89 (2)	2.754 (2)	177 (2)
O6W—H6B···O5Wⁱⁱⁱ	0.83 (2)	1.95 (2)	2.7828 (18)	173 (2)
O7W—H7A···O6W	0.84 (2)	1.89 (2)	2.7256 (19)	171 (2)
O7W—H7B···O8W^vii	0.83 (2)	1.94 (2)	2.7605 (18)	171 (2)
O8W—H8A···O1	0.84 (2)	1.92 (2)	2.7564 (16)	173 (2)
O8W—H8B···O4Wⁱⁱ	0.86 (2)	1.91 (2)	2.7616 (17)	172 (2)

Symmetry codes: (ii) −x+1/2, −y+3/2, −z+2; (iii) −x+1/2, −y+1/2, −z+2; (iv) x−1/2, −y+3/2, z−1/2; (v) x, −y+1, z−1/2; (vi) −x+1/2, y−1/2, −z+3/2; (vii) −x+1/2, y−1/2, −z+5/2.

Experimental details

Crystal data
Chemical formula	[Mn(C₉H₆N₃O₂)₂(H₂O)₄]·10H₂O
M_r	683.50
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	76
a, b, c (Å)	25.9966 (13), 7.9393 (4), 16.8495 (9)
β (°)	112.214 (1)
V (Å³)	3219.5 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.49
Crystal size (mm)	0.28 × 0.23 × 0.20

Data collection
Diffractometer	Bruker APEX CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.85, 0.91
No. of measured, independent and observed [I > 2σ(I)] reflections	8592, 3189, 2760
R_int	0.023
(sin θ/λ)_max (Å⁻¹)	0.619

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.029, 0.073, 0.99
No. of reflections	3189
No. of parameters	238
No. of restraints	14
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.27, −0.22

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), 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
O1W—H1A···O4W	0.82 (2)	1.94 (2)	2.7602 (17)	171 (2)
O1W—H1B···O5W	0.85 (2)	1.83 (2)	2.6724 (16)	169 (2)
O2W—H2A···O1ⁱ	0.84 (1)	1.87 (1)	2.6936 (15)	164 (2)
O3W—H3A···O1ⁱⁱ	0.85 (2)	1.91 (2)	2.7445 (15)	166 (2)
O4W—H4A···O2ⁱⁱⁱ	0.85 (2)	1.95 (2)	2.7985 (15)	176 (2)
O4W—H4B···N2^iv	0.82 (2)	2.17 (2)	2.9369 (17)	154 (2)
O5W—H5A···O2^v	0.85 (2)	1.83 (2)	2.6765 (16)	171 (2)
O5W—H5B···O8Wⁱⁱ	0.83 (2)	1.90 (2)	2.7299 (18)	172 (2)
O6W—H6A···O7W^vi	0.86 (2)	1.89 (2)	2.754 (2)	177 (2)
O6W—H6B···O5Wⁱⁱ	0.83 (2)	1.95 (2)	2.7828 (18)	173 (2)
O7W—H7A···O6W	0.84 (2)	1.89 (2)	2.7256 (19)	171 (2)
O7W—H7B···O8W^vi	0.83 (2)	1.94 (2)	2.7605 (18)	171 (2)
O8W—H8A···O1	0.84 (2)	1.92 (2)	2.7564 (16)	173 (2)
O8W—H8B···O4Wⁱ	0.86 (2)	1.91 (2)	2.7616 (17)	172 (2)

Symmetry codes: (i) −x+1/2, −y+3/2, −z+2; (ii) −x+1/2, −y+1/2, −z+2; (iii) x−1/2, −y+3/2, z−1/2; (iv) x, −y+1, z−1/2; (v) −x+1/2, y−1/2, −z+3/2; (vi) −x+1/2, y−1/2, −z+5/2.

Acknowledgements

The authors thank Yanbian University for supporting this work.

References

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