Structure of poly[di­aqua­[μ-1,2-bis­(pyri­din-4-yl)ethane-κ2N:N′]bis­(μ3-cyclo­butane-1,1-di­carboxyl­ato-κ3O,O′:O′′:O′′′)dimanganese(II)]

Lee, D.N.; Kim, Y.

doi:10.1107/S2056989015013791

metal-organic compounds

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ISSN: 2056-9890

Volume 71| Part 8| August 2015| Pages m150-m151

https://doi.org/10.1107/S2056989015013791

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Structure of poly[diaqua[μ-1,2-bis(pyridin-4-yl)ethane-κ²N:N′]bis(μ₃-cyclobutane-1,1-dicarboxylato-κ³O,O′:O′′:O′′′)dimanganese(II)]

Do Nam Lee ^a and Youngmee Kim ^b ^*

^aDivision of General Education (Chemistry), Kwangwoon Univeristy, Seoul 139-701, Republic of Korea, and ^bDepartment of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Republic of Korea
^*Correspondence e-mail: ymeekim@ewha.ac.kr

Edited by W. Imhof, University Koblenz-Landau, Germany (Received 30 June 2015; accepted 21 July 2015; online 25 July 2015)

In the title compound, [Mn(C₆H₆O₄)(C₁₂H₁₂N₂)(H₂O)]_n, the cyclobutane-1,1-dicarboxylate (cbdc) ligands bridge three Mn^II ions, forming layers parallel to the ac plane. These layers are additionally connected by 1,2-bis(pyridin-4-yl)ethane ligands to form a three-dimensional polymeric framework. An inversion centre is located at the mid-point of the central C—C bond of the 1,2-bis(pyridin-4-yl)ethane ligand. The coordination geometry of the Mn^II ion is distorted octahedral and is built up by four carboxylate O atoms, one water O atom and a pyridyl N atom. The pyridine ligand and the coordinating water molecule are in a trans configuration. One carboxylate group of the cbdc ligand acts as a chelating ligand towards one Mn^II atom, whereas the second carboxylate group coordinates two different Mn^II atoms.

Keywords: crystal structure; α,ω-alkanedicarboxylate; manganese(II); cyclobutane-1,1-dicarboxylate (cbdc) ligand.

CCDC reference: 1414117

1. Related literature

For rigid aromatic dicarboxylate ligands for MOFs, see: Sumida et al. (2012 ). For flexible cyclohexanedicarboxylate ligands for MOFs, see: Lee et al. (2011 ); Kim et al. (2011 ). For flexible α,ω-alkanedicarboxylate ligands for MOFs, see: Hwang et al. (2012 , 2013 ).

2. Experimental

2.1. Crystal data

[Mn(C₆H₆O₄)(C₁₂H₁₂N₂)(H₂O)]
M_r = 307.18
Monoclinic, P 2₁ /n
a = 7.4300 (15) Å
b = 24.095 (5) Å
c = 7.5930 (15) Å
β = 91.27 (3)°
V = 1359.0 (5) Å³
Z = 4
Mo Kα radiation
μ = 0.99 mm⁻¹
T = 293 K
0.13 × 0.08 × 0.05 mm

2.2. Data collection

Bruker APEX CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1997 ) T_min = 0.88, T_max = 0.95
7527 measured reflections
2662 independent reflections
2125 reflections with I > 2σ(I)
R_int = 0.034

2.3. Refinement

R[F² > 2σ(F²)] = 0.037
wR(F²) = 0.097
S = 1.06
2662 reflections
178 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.39 e Å⁻³
Δρ_min = −0.29 e Å⁻³

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2015 ); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supporting information

CCDC reference: 1414117

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S2056989015013791/im2468sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2056989015013791/im2468Isup2.hkl

checkCIF report

Comment top

Rigid, aromatic dicarboxylates (Sumida, et al., 2012) or flexible cyclohexanedicarboxylates (Lee, et al., 2011; Kim, et al., 2011) have been primarily selected as the dicarboxylate ligands in coordination polymers. Flexible α,ω-alkane-dicarboxylates can also be suitable ligands for coordination polymers with different topologies. In contrast to metal complexes with aromatic dicarboxylates, few metal complexes with flexible α,ω-alkane dicarboxylates have been reported in the literature. Recently, we reported Cu-MOFs with flexible α,ω-alkane-dicarboxylate, glutarate and bipyridyl ligands (Hwang, et al., 2012) and Zn-MOFs containing flexible α,ω-alkane-dicarboxylate, malonate and bipyridyl pillars (Hwang, et al., 2013). Two Cu-MOFs possessed very similar pore shapes with controllable pore dimensions and exhibited good selectivity for CO₂ over N₂ and H₂, and one MOF appeared to be an efficient, mild, and easily recyclable heterogeneous catalyst for the transesterification of esters (Hwang, et al., 2012). A series of Zn-MOFs containing malonates and bipyridyl pillars formed three-dimensional (3-D) frameworks, and they catalyzed a heterogeneous transesterification reaction of phenyl acetate (Hwang, et al., 2013). We report here on new structure of poly{[µ₂-1,2-di(pyridin-4-yl)ethane]-bis[aqua-(µ₃-cyclobutane-1,1-dicarboxylato)]manganese(II)}, [Mn(H₂O)(µ₃-C₆H₆O₄)(µ₂-C₁₂H₁₂N₂)]_n.

One of the repeating units of the polymeric title compound is shown in Fig. 1 and the three-dimensional packing of the title compound is presented in Fig. 2. In the title compound, [Mn(H₂O)(µ₃-C₆H₆O₄)(µ₂-C₁₂H₁₂N₂)]_n, the cbdc ligands bridge three manganese(II) ions to form two-dimensional layers. These layers are additionally connected by dipyridyl-ethane ligands to form a three-dimensional polymeric framework. The central C—C bond of the dipyridyl-ethane ligand represents a crystallographic centre of inversion. The coordination geometry of each manganese(II) ion is distorted octahedral and is built up by four carboxylate oxygen atoms, one water oxygen atom, and a pyridyl nitrogen atom. The pyridine ligand and the coordinated water molecule are in a trans-configuration. The cyclobutane-1,1-dicarboxylate ligands bridge three manganese atoms. One carboxylate unit acts as a chelating ligand towards one manganese, whereas the second carboxylate group coordinates two different manganese atoms.

Related literature top

For rigid aromatic dicarboxylate ligands for MOFs, see: Sumida et al. (2012). For flexible cyclohexanedicarboxylate ligands for MOFs, see: Lee et al. (2011); Kim et al. (2011). For flexible α,ω-alkanedicarboxylate ligands for MOFs, see: Hwang et al. (2012, 2013).

Experimental top

Cyclobutane-1,1-dicarboxylic acid (0.08 mmol, 11.6 mg) and Mn(NO₃)₂.H₂O (0.08 mmol) were dissolved in 4 ml H₂O and carefully layered by 4 ml of an ethanolic solution of 1,2-di(pyridin-4-yl)ethane (104.22 mg, 0.08 mmol). Suitable crystals of the title compound were obtained in a few weeks (yield: 18.5 mg, 75.3%).

Structure description top

For rigid aromatic dicarboxylate ligands for MOFs, see: Sumida et al. (2012). For flexible cyclohexanedicarboxylate ligands for MOFs, see: Lee et al. (2011); Kim et al. (2011). For flexible α,ω-alkanedicarboxylate ligands for MOFs, see: Hwang et al. (2012, 2013).

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. A fragment of the three-dimensional structure of the title compound showing displacement ellipsoids at the 50% probability level. Symmetry codes: (i) 1/2 + x, 1/2 - y, 1/2 + z; (ii) 1/2 + x, 1/2 - y, 1/2 + z); (iii) -x, -y, 2 - z.
	Fig. 2. The three-dimensional framework of the title compound. All hydrogen atoms were omitted for clarity.

Poly[diaqua[µ-1,2-bis(pyridin-4-yl)ethane-κ²N:N']bis(µ₃-cyclobutane-1,1-dicarboxylato-κ³O,O':O'':O''')dimanganese(II)] top

Crystal data top

[Mn(C₆H₆O₄)(C₁₂H₁₂N₂)(H₂O)]	Z = 4
M_r = 307.18	F(000) = 632
Monoclinic, P2₁/n	D_x = 1.501 Mg m⁻³
a = 7.4300 (15) Å	Mo Kα radiation, λ = 0.71073 Å
b = 24.095 (5) Å	µ = 0.99 mm⁻¹
c = 7.5930 (15) Å	T = 293 K
β = 91.27 (3)°	Block, colorless
V = 1359.0 (5) Å³	0.13 × 0.08 × 0.05 mm

Data collection top

Bruker APEX CCD diffractometer	2125 reflections with I > 2σ(I)
φ and ω scans	R_int = 0.034
Absorption correction: multi-scan (SADABS; Bruker, 1997)	θ_max = 26.0°, θ_min = 1.7°
T_min = 0.88, T_max = 0.95	h = −8→9
7527 measured reflections	k = −21→29
2662 independent reflections	l = −9→9

Refinement top

Refinement on F²	2 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F² > 2σ(F²)] = 0.037	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.097	w = 1/[σ²(F_o²) + (0.0463P)² + 0.1811P] where P = (F_o² + 2F_c²)/3
S = 1.06	(Δ/σ)_max = 0.001
2662 reflections	Δρ_max = 0.39 e Å⁻³
178 parameters	Δρ_min = −0.29 e Å⁻³

Crystal data top

[Mn(C₆H₆O₄)(C₁₂H₁₂N₂)(H₂O)]	V = 1359.0 (5) Å³
M_r = 307.18	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 7.4300 (15) Å	µ = 0.99 mm⁻¹
b = 24.095 (5) Å	T = 293 K
c = 7.5930 (15) Å	0.13 × 0.08 × 0.05 mm
β = 91.27 (3)°

Data collection top

Bruker APEX CCD diffractometer	2662 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1997)	2125 reflections with I > 2σ(I)
T_min = 0.88, T_max = 0.95	R_int = 0.034
7527 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.037	2 restraints
wR(F²) = 0.097	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	Δρ_max = 0.39 e Å⁻³
2662 reflections	Δρ_min = −0.29 e Å⁻³
178 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.

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

	x	y	z	U_iso*/U_eq
Mn1	0.56903 (5)	0.22314 (2)	0.89895 (4)	0.02572 (14)
O1	0.7988 (3)	0.28188 (7)	0.9016 (2)	0.0376 (4)
H1A	0.862 (3)	0.2740 (10)	0.990 (2)	0.045*
H1B	0.845 (4)	0.2733 (10)	0.8068 (19)	0.045*
O11	0.4039 (2)	0.26636 (7)	1.0848 (2)	0.0349 (4)
O12	0.1878 (2)	0.32060 (7)	1.1812 (2)	0.0391 (4)
O13	0.4141 (2)	0.27030 (7)	0.7117 (2)	0.0365 (4)
O14	0.1867 (2)	0.32247 (7)	0.6172 (2)	0.0384 (4)
N21	0.3644 (3)	0.15190 (8)	0.8880 (3)	0.0340 (5)
C11	0.2977 (3)	0.30685 (9)	1.0674 (3)	0.0275 (5)
C12	0.3020 (3)	0.30895 (9)	0.7320 (3)	0.0269 (5)
C13	0.3075 (3)	0.34313 (9)	0.9013 (3)	0.0288 (5)
C14	0.1857 (4)	0.39463 (11)	0.9051 (3)	0.0446 (7)
H14A	0.1467	0.4074	0.7893	0.053*
H14B	0.0844	0.391	0.9826	0.053*
C15	0.3422 (5)	0.42786 (12)	0.9847 (4)	0.0629 (9)
H15A	0.3388	0.4313	1.1118	0.075*
H15B	0.3588	0.4638	0.9299	0.075*
C16	0.4729 (4)	0.38341 (11)	0.9212 (3)	0.0437 (7)
H16A	0.5613	0.3719	1.0097	0.052*
H16B	0.5294	0.3923	0.8109	0.052*
C21	0.1888 (4)	0.15938 (11)	0.9101 (3)	0.0403 (6)
H21	0.1467	0.1955	0.9207	0.048*
C22	0.0664 (4)	0.11689 (12)	0.9181 (3)	0.0440 (7)
H22	−0.0548	0.1246	0.9338	0.053*
C23	0.1237 (4)	0.06274 (12)	0.9029 (4)	0.0469 (7)
C24	0.3048 (4)	0.05483 (12)	0.8781 (5)	0.0596 (9)
H24	0.35	0.0191	0.8663	0.072*
C25	0.4190 (4)	0.09962 (12)	0.8707 (4)	0.0535 (8)
H25	0.5406	0.093	0.8527	0.064*
C26	−0.0063 (5)	0.01499 (14)	0.9168 (4)	0.0657 (10)
H26A	−0.1279	0.0291	0.9013	0.079*
H26B	0.0152	−0.0108	0.8215	0.079*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mn1	0.0270 (2)	0.0301 (2)	0.0201 (2)	−0.00067 (14)	0.00202 (14)	0.00066 (14)
O1	0.0372 (11)	0.0463 (11)	0.0294 (10)	−0.0050 (8)	0.0007 (8)	0.0017 (9)
O11	0.0431 (11)	0.0388 (10)	0.0232 (9)	0.0110 (8)	0.0089 (8)	0.0047 (7)
O12	0.0472 (11)	0.0397 (10)	0.0310 (9)	0.0081 (8)	0.0183 (8)	0.0036 (8)
O13	0.0450 (11)	0.0422 (11)	0.0219 (8)	0.0107 (8)	−0.0043 (7)	−0.0054 (7)
O14	0.0417 (10)	0.0422 (10)	0.0308 (9)	0.0082 (8)	−0.0114 (8)	−0.0067 (8)
N21	0.0326 (12)	0.0349 (12)	0.0344 (12)	−0.0048 (9)	0.0026 (9)	−0.0005 (9)
C11	0.0328 (13)	0.0282 (13)	0.0215 (11)	−0.0059 (10)	0.0009 (10)	−0.0027 (9)
C12	0.0314 (13)	0.0286 (13)	0.0208 (11)	−0.0061 (10)	0.0025 (10)	0.0018 (9)
C13	0.0371 (14)	0.0269 (13)	0.0227 (12)	−0.0027 (10)	0.0033 (10)	−0.0017 (10)
C14	0.067 (2)	0.0358 (15)	0.0306 (14)	0.0140 (14)	−0.0014 (13)	−0.0004 (11)
C15	0.103 (3)	0.0377 (17)	0.0479 (19)	−0.0099 (17)	0.0024 (18)	−0.0060 (14)
C16	0.0573 (18)	0.0441 (16)	0.0300 (14)	−0.0205 (14)	0.0047 (13)	0.0004 (12)
C21	0.0338 (14)	0.0409 (16)	0.0463 (16)	−0.0045 (12)	0.0022 (12)	−0.0035 (12)
C22	0.0344 (15)	0.0556 (18)	0.0422 (16)	−0.0112 (13)	0.0041 (12)	−0.0015 (13)
C23	0.0491 (17)	0.0491 (18)	0.0425 (16)	−0.0197 (14)	0.0015 (13)	0.0086 (13)
C24	0.060 (2)	0.0306 (16)	0.088 (3)	−0.0046 (14)	0.0037 (18)	0.0042 (15)
C25	0.0392 (16)	0.0377 (17)	0.084 (2)	−0.0003 (13)	0.0101 (16)	0.0048 (15)
C26	0.074 (2)	0.064 (2)	0.059 (2)	−0.0362 (18)	−0.0118 (18)	0.0165 (16)

Geometric parameters (Å, º) top

Mn1—O13	2.1369 (18)	C14—C15	1.525 (4)
Mn1—O14ⁱ	2.1571 (17)	C14—H14A	0.97
Mn1—O11	2.1583 (16)	C14—H14B	0.97
Mn1—O12ⁱⁱ	2.1650 (17)	C15—C16	1.531 (4)
Mn1—O1	2.2175 (19)	C15—H15A	0.97
Mn1—N21	2.293 (2)	C15—H15B	0.97
O1—H1A	0.830 (2)	C16—H16A	0.97
O1—H1B	0.830 (2)	C16—H16B	0.97
O11—C11	1.260 (3)	C21—C22	1.372 (4)
O12—C11	1.247 (3)	C21—H21	0.93
O12—Mn1ⁱⁱⁱ	2.1650 (17)	C22—C23	1.378 (4)
O13—C12	1.261 (3)	C22—H22	0.93
O14—C12	1.252 (3)	C23—C24	1.376 (4)
O14—Mn1^iv	2.1570 (17)	C23—C26	1.507 (4)
N21—C25	1.331 (3)	C24—C25	1.375 (4)
N21—C21	1.331 (3)	C24—H24	0.93
C11—C13	1.538 (3)	C25—H25	0.93
C12—C13	1.526 (3)	C26—C26^v	1.457 (6)
C13—C14	1.537 (3)	C26—H26A	0.97
C13—C16	1.570 (3)	C26—H26B	0.97

O13—Mn1—O14ⁱ	170.14 (7)	C15—C14—H14A	113.8
O13—Mn1—O11	82.69 (6)	C13—C14—H14A	113.8
O14ⁱ—Mn1—O11	88.28 (7)	C15—C14—H14B	113.8
O13—Mn1—O12ⁱⁱ	88.48 (7)	C13—C14—H14B	113.8
O14ⁱ—Mn1—O12ⁱⁱ	99.99 (7)	H14A—C14—H14B	111.0
O11—Mn1—O12ⁱⁱ	168.94 (7)	C14—C15—C16	89.5 (2)
O13—Mn1—O1	94.01 (7)	C14—C15—H15A	113.7
O14ⁱ—Mn1—O1	91.12 (7)	C16—C15—H15A	113.7
O11—Mn1—O1	97.75 (7)	C14—C15—H15B	113.7
O12ⁱⁱ—Mn1—O1	89.47 (7)	C16—C15—H15B	113.7
O13—Mn1—N21	91.54 (7)	H15A—C15—H15B	111.0
O14ⁱ—Mn1—N21	84.46 (7)	C15—C16—C13	87.8 (2)
O11—Mn1—N21	89.93 (7)	C15—C16—H16A	114.0
O12ⁱⁱ—Mn1—N21	83.63 (7)	C13—C16—H16A	114.0
O1—Mn1—N21	171.03 (7)	C15—C16—H16B	114.0
Mn1—O1—H1A	106.3 (19)	C13—C16—H16B	114.0
Mn1—O1—H1B	100 (2)	H16A—C16—H16B	111.2
H1A—O1—H1B	114 (3)	N21—C21—C22	123.9 (3)
C11—O11—Mn1	131.98 (14)	N21—C21—H21	118.1
C11—O12—Mn1ⁱⁱⁱ	133.16 (16)	C22—C21—H21	118.1
C12—O13—Mn1	131.20 (15)	C21—C22—C23	119.8 (3)
C12—O14—Mn1^iv	131.45 (16)	C21—C22—H22	120.1
C25—N21—C21	116.3 (2)	C23—C22—H22	120.1
C25—N21—Mn1	120.58 (17)	C24—C23—C22	116.6 (2)
C21—N21—Mn1	123.01 (17)	C24—C23—C26	122.3 (3)
O12—C11—O11	123.5 (2)	C22—C23—C26	121.1 (3)
O12—C11—C13	117.4 (2)	C25—C24—C23	120.2 (3)
O11—C11—C13	119.0 (2)	C25—C24—H24	119.9
O14—C12—O13	123.4 (2)	C23—C24—H24	119.9
O14—C12—C13	116.8 (2)	N21—C25—C24	123.3 (3)
O13—C12—C13	119.7 (2)	N21—C25—H25	118.3
C12—C13—C14	116.5 (2)	C24—C25—H25	118.3
C12—C13—C11	112.53 (18)	C26^v—C26—C23	114.2 (3)
C14—C13—C11	113.9 (2)	C26^v—C26—H26A	108.7
C12—C13—C16	114.90 (19)	C23—C26—H26A	108.7
C14—C13—C16	87.64 (19)	C26^v—C26—H26B	108.7
C11—C13—C16	108.9 (2)	C23—C26—H26B	108.7
C15—C14—C13	89.3 (2)	H26A—C26—H26B	107.6

Mn1ⁱⁱⁱ—O12—C11—O11	−20.6 (4)	C12—C13—C14—C15	−134.6 (2)
Mn1ⁱⁱⁱ—O12—C11—C13	161.91 (16)	C11—C13—C14—C15	91.8 (2)
Mn1—O11—C11—O12	166.53 (16)	C16—C13—C14—C15	−17.9 (2)
Mn1—O11—C11—C13	−16.1 (3)	C13—C14—C15—C16	18.3 (2)
Mn1^iv—O14—C12—O13	22.8 (4)	C14—C15—C16—C13	−17.9 (2)
Mn1^iv—O14—C12—C13	−159.34 (15)	C12—C13—C16—C15	136.1 (2)
Mn1—O13—C12—O14	−159.83 (17)	C14—C13—C16—C15	17.8 (2)
Mn1—O13—C12—C13	22.4 (3)	C11—C13—C16—C15	−96.7 (2)
O14—C12—C13—C14	−6.7 (3)	C25—N21—C21—C22	1.0 (4)
O13—C12—C13—C14	171.3 (2)	Mn1—N21—C21—C22	−174.6 (2)
O14—C12—C13—C11	127.5 (2)	N21—C21—C22—C23	0.0 (4)
O13—C12—C13—C11	−54.5 (3)	C21—C22—C23—C24	−0.7 (4)
O14—C12—C13—C16	−107.1 (3)	C21—C22—C23—C26	178.1 (3)
O13—C12—C13—C16	70.9 (3)	C22—C23—C24—C25	0.4 (5)
O12—C11—C13—C12	−131.6 (2)	C26—C23—C24—C25	−178.4 (3)
O11—C11—C13—C12	50.8 (3)	C21—N21—C25—C24	−1.3 (4)
O12—C11—C13—C14	3.8 (3)	Mn1—N21—C25—C24	174.4 (3)
O11—C11—C13—C14	−173.7 (2)	C23—C24—C25—N21	0.6 (5)
O12—C11—C13—C16	99.8 (2)	C24—C23—C26—C26^v	74.0 (5)
O11—C11—C13—C16	−77.8 (3)	C22—C23—C26—C26^v	−104.7 (5)

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

Experimental details

Crystal data
Chemical formula	[Mn(C₆H₆O₄)(C₁₂H₁₂N₂)(H₂O)]
M_r	307.18
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	293
a, b, c (Å)	7.4300 (15), 24.095 (5), 7.5930 (15)
β (°)	91.27 (3)
V (Å³)	1359.0 (5)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.99
Crystal size (mm)	0.13 × 0.08 × 0.05

Data collection
Diffractometer	Bruker APEX CCD
Absorption correction	Multi-scan (SADABS; Bruker, 1997)
T_min, T_max	0.88, 0.95
No. of measured, independent and observed [I > 2σ(I)] reflections	7527, 2662, 2125
R_int	0.034
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.037, 0.097, 1.06
No. of reflections	2662
No. of parameters	178
No. of restraints	2
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.39, −0.29

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 2008), SHELXL2013 (Sheldrick, 2015), SHELXTL (Sheldrick, 2008).

Acknowledgements

Financial support from Kwangwoon University in the year 2015 is gratefully acknowledged.

References

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