Di­aqua­bis­(pyridine-2-carboxyl­ato-κ2N,O)zinc di­methyl­formamide hemisolvate

Croitor, L.; Chisca, D.; Coropceanu, E.B.; Fonari, M.S.

doi:10.1107/S1600536813018941

metal-organic compounds

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ISSN: 2056-9890

Volume 69| Part 8| August 2013| Page m454

doi:10.1107/S1600536813018941

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Diaquabis(pyridine-2-carboxylato-κ²N,O)zinc dimethylformamide hemisolvate

Lilia Croitor,^a ^* Diana Chisca,^b Eduard B. Coropceanu ^b and Marina S. Fonari ^a

^aInstitute of Applied Physics, Academy of Sciences of R. Moldova, Academy str. 5, MD2028 Chisinau, Republic of Moldova, and ^bInstitute of Chemistry, Academy of Sciences of R. Moldova, Academy str. 3, MD2028 Chisinau, Republic of Moldova
^*Correspondence e-mail: croitor.lilia@gmail.com

(Received 28 June 2013; accepted 9 July 2013; online 13 July 2013)

In the title compound, [Zn(C₆H₄NO₂)₂(H₂O)₂]·0.5C₃H₇NO, the Zn^II ion is coordinated in a distorted octahedral N₂O₄ environment by two N,O-chelating pyridine-2-carboxylate ligands and two cis water molecules. The chelating pyridine-2-carboxylate ligands create two five-membered Zn/N/C/C/O rings, which form a dihedral angle of 86.4 (2)°. In the crystal, O—H⋯O hydrogen bonds link the complex molecules into a two-dimensional network parallel to (100). The dimethylformamide solvent molecule is disordered about a twofold rotation axis.

Related literature

For background to polydentate ligands, see: Udvardy et al. (2013 ); Groni et al. (2008 ); Golenya et al. (2011 ); Ma et al. (2009 ). For related structures, see: Chen & Hu (2011 ); Li et al. (2008 ); Lumme et al. (1969 ); Takenaka et al. (1970 ); Uggla et al. (1969 ). For hydrogen-bond graph-set motifs, see: Bernstein et al. (1995 ).

Experimental

Crystal data

[Zn(C₆H₄NO₂)₂(H₂O)₂]·0.5C₃H₇NO
M_r = 382.16
Monoclinic, C 2/c
a = 25.777 (3) Å
b = 8.6754 (4) Å
c = 16.7916 (17) Å
β = 125.228 (15)°
V = 3067.4 (5) Å³
Z = 8
Mo Kα radiation
μ = 1.64 mm⁻¹
T = 293 K
0.18 × 0.12 × 0.02 mm

Data collection

Agilent Xcalibur Eos diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011 ) T_min = 0.906, T_max = 1.000
4865 measured reflections
2844 independent reflections
1772 reflections with I > 2σ(I)
R_int = 0.055

Refinement

R[F² > 2σ(F²)] = 0.062
wR(F²) = 0.114
S = 1.00
2844 reflections
244 parameters
162 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.47 e Å⁻³
Δρ_min = −0.44 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1W1⋯O4ⁱ	0.86 (2)	1.86 (2)	2.715 (6)	174 (5)
O1W—H2W1⋯O2ⁱⁱ	0.86 (2)	1.89 (2)	2.723 (5)	163 (5)
O2W—H1W2⋯O2ⁱⁱⁱ	0.86 (2)	1.98 (3)	2.768 (5)	152 (4)
O2W—H2W2⋯O3ⁱ	0.87 (2)	1.85 (2)	2.704 (5)	170 (4)
Symmetry codes: (i) $[-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) $[-x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+2]$ ; (iii) $[x, -y+1, z-{\script{1\over 2}}]$ .

Data collection: CrysAlis PRO (Agilent, 2011); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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 I, New_Global_Publ_Block. DOI: 10.1107/S1600536813018941/lh5630sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536813018941/lh5630Isup2.hkl

checkCIF report

Comment top

Polydentate ligands such as pyridine-2-carboxylic acid (Hpic=picolinic acid) play important role in coordination chemistry and homogeneous catalysis. The combination of pyridyl and carboxyl groups in a single bridge-type ligand results in highly interconnected networks and gives limitless possibilities for increased network stability (Udvardy et al., 2013; Groni et al., 2008; Golenya et al. 2011). The COO^- group and the nitrogen atom in Hpic have strong coordination abilities and multiple coordination modes (Ma et al., 2009). Herein, we report the crystal structure of the title compound.

The molecular structure of the title complex is shown in Fig. 1. The Zn^II ion is coordinated in a distorted octahedral N₂O₄ environment by two pyridine N-atoms, two carboxylate O atoms and two O atoms of two cis-coordinated water molecules. Each of two coordinated pic residues results in the formation of a five-membered chelate ring. The dihedral angle between two chelate rings is 86.4 (2)°. In some similar pyridine-2-carboxylato Zn(II) complexes (Chen & Hu, 2011; Li et al., 2008; Lumme et al., 1969; Takenaka et al., 1970; Uggla et al., 1969) the two pic ligands lie in the equatorial plane, and the water molecules are in a trans-arrangement.

The crystal packing is directed by hydrogen bond interactions with the participation of water H-donor atoms and carboxylic group O atoms acting as acceptors. Complex molecules are combined into ladder-like tapes via alternation of two similar R₂²(8) (Bernstein et al., 1995) graph-set motifs (Table 1, Figs. 2 and 3). The overall hydrogen bond motif is a two-dimensional layer parallel to (100). The title compound is isotypic with [Mn(C₆H₄NO₂)₂(H₂O)₂]^.0.5C₂H₃N (Groni et al., 2008), where the dimethylformamide solvent in the title compound is substituted by the acetonitrile.

Related literature top

For background to polydentate ligands, see: Udvardy et al. (2013); Groni et al. (2008); Golenya et al. (2011); Ma et al. (2009). For related structures, see: Chen & Hu (2011); Li et al. (2008); Lumme et al. (1969); Takenaka et al. (1970); Uggla et al. (1969). For hydrogen-bond graph-set motifs, see: Bernstein et al. (1995).

Experimental top

To Zn(BF₄)₂(240 mg, 1 mmol) dissolved in 15 ml of water was added Hpic(246 mg, 2 mmol) dissolved in 15 ml of mixture methanol/dimethylformamide 1:1 (v/v). The reaction mixture was refluxed for ~ 15 min, and upon cooling to room temperature prism-shape colorless crystals precipitated (yield: 52%).

Computing details top

Data collection: CrysAlis PRO (Agilent, 2011); cell refinement: CrysAlis PRO (Agilent, 2011); data reduction: CrysAlis PRO (Agilent, 2011); 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 [Zn(C₆H₄NO₂)₂(H₂O)₂]. Displacement ellipsoids are shown at the 30% probability level. H atoms are presented as small spheres of arbitrary radius.
	Fig. 2. View along the crystallographic c axis. Solvent molecules are not shown. Hydrogen bonds are shown as dashed lines.
	Fig. 3. Part of the crystal structure showing incorporation of DMF molecules in the crystal. The view is along the crystallographic b axis. Hydrogen bonds are shown as dashed lines.

Diaquabis(pyridine-2-carboxylato-κ²N,O)zinc dimethylformamide hemisolvate top

Crystal data top

[Zn(C₆H₄NO₂)₂(H₂O)₂]·0.5C₃H₇NO	F(000) = 1568
M_r = 382.16	D_x = 1.655 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 957 reflections
a = 25.777 (3) Å	θ = 3.0–28.9°
b = 8.6754 (4) Å	µ = 1.64 mm⁻¹
c = 16.7916 (17) Å	T = 293 K
β = 125.228 (15)°	Prism, colourless
V = 3067.4 (5) Å³	0.18 × 0.12 × 0.02 mm
Z = 8

Data collection top

Agilent Xcalibur Eos diffractometer	2844 independent reflections
Radiation source: Enhance (Mo) X-ray Source	1772 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.055
Detector resolution: 15.9914 pixels mm^-1	θ_max = 25.5°, θ_min = 3.0°
ω scans	h = −31→25
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	k = −10→5
T_min = 0.906, T_max = 1.000	l = −9→20
4865 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)] = 0.062	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.114	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ²(F_o²) + (0.025P)²] where P = (F_o² + 2F_c²)/3
2844 reflections	(Δ/σ)_max = 0.001
244 parameters	Δρ_max = 0.47 e Å⁻³
162 restraints	Δρ_min = −0.44 e Å⁻³

Crystal data top

[Zn(C₆H₄NO₂)₂(H₂O)₂]·0.5C₃H₇NO	V = 3067.4 (5) Å³
M_r = 382.16	Z = 8
Monoclinic, C2/c	Mo Kα radiation
a = 25.777 (3) Å	µ = 1.64 mm⁻¹
b = 8.6754 (4) Å	T = 293 K
c = 16.7916 (17) Å	0.18 × 0.12 × 0.02 mm
β = 125.228 (15)°

Data collection top

Agilent Xcalibur Eos diffractometer	2844 independent reflections
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	1772 reflections with I > 2σ(I)
T_min = 0.906, T_max = 1.000	R_int = 0.055
4865 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.062	162 restraints
wR(F²) = 0.114	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	Δρ_max = 0.47 e Å⁻³
2844 reflections	Δρ_min = −0.44 e Å⁻³
244 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	Occ. (<1)
Zn1	0.18837 (3)	0.40000 (7)	0.78138 (4)	0.0278 (2)
N1	0.18028 (19)	0.6106 (5)	0.8391 (3)	0.0273 (11)
N2	0.08845 (19)	0.3806 (5)	0.6684 (3)	0.0253 (10)
O1	0.17673 (17)	0.3193 (4)	0.8877 (2)	0.0338 (10)
O2	0.17327 (17)	0.3959 (4)	1.0115 (2)	0.0367 (10)
O3	0.18125 (17)	0.1902 (4)	0.7129 (3)	0.0335 (10)
O4	0.11570 (19)	0.0343 (5)	0.5895 (3)	0.0555 (13)
C1	0.1798 (3)	0.7558 (6)	0.8114 (4)	0.0396 (16)
H1	0.1837	0.7722	0.7603	0.048*
C2	0.1738 (3)	0.8813 (6)	0.8553 (4)	0.0433 (16)
H2	0.1739	0.9808	0.8347	0.052*
C3	0.1677 (3)	0.8573 (7)	0.9300 (4)	0.0441 (17)
H3	0.1633	0.9405	0.9606	0.053*
C4	0.1681 (2)	0.7106 (6)	0.9593 (4)	0.0336 (14)
H4	0.1646	0.6931	1.0107	0.040*
C5	0.1738 (2)	0.5873 (6)	0.9120 (3)	0.0256 (13)
C6	0.1751 (2)	0.4195 (6)	0.9396 (4)	0.0279 (13)
C7	0.0422 (3)	0.4729 (6)	0.6531 (4)	0.0364 (15)
H7	0.0529	0.5598	0.6921	0.044*
C8	−0.0215 (3)	0.4441 (7)	0.5811 (4)	0.0461 (17)
H8	−0.0529	0.5086	0.5735	0.055*
C9	−0.0372 (3)	0.3196 (7)	0.5217 (4)	0.0428 (16)
H9	−0.0794	0.2990	0.4717	0.051*
C10	0.0109 (3)	0.2248 (7)	0.5376 (4)	0.0376 (15)
H10	0.0014	0.1393	0.4980	0.045*
C11	0.0729 (3)	0.2570 (6)	0.6122 (4)	0.0268 (13)
C12	0.1270 (3)	0.1516 (6)	0.6384 (4)	0.0326 (14)
O1W	0.28549 (18)	0.3692 (5)	0.8823 (3)	0.0389 (10)
H1W1	0.3148 (18)	0.425 (5)	0.888 (4)	0.05 (2)*
H2W1	0.298 (2)	0.296 (4)	0.924 (3)	0.042 (19)*
O2W	0.2112 (2)	0.5202 (5)	0.6968 (3)	0.0413 (11)
H1W2	0.199 (2)	0.512 (5)	0.6369 (16)	0.031 (16)*
H2W2	0.2454 (17)	0.575 (6)	0.732 (3)	0.05 (2)*
O1X	0.9935 (9)	0.7274 (12)	0.7077 (8)	0.142 (8)	0.50
N1X	0.9961 (14)	0.9688 (8)	0.7567 (15)	0.065 (4)	0.50
C1X	0.9916 (9)	0.8645 (13)	0.6968 (9)	0.093 (8)	0.50
H1X	0.9865	0.8999	0.6404	0.112*	0.50
C2X	1.0023 (11)	0.9255 (17)	0.8428 (12)	0.090 (7)	0.50
H2XA	0.9611	0.9229	0.8307	0.135*	0.50
H2XB	1.0286	0.9990	0.8933	0.135*	0.50
H2XC	1.0214	0.8252	0.8629	0.135*	0.50
C3X	0.996 (3)	1.1310 (9)	0.739 (3)	0.194 (10)	0.50
H3XA	1.0385	1.1673	0.7715	0.292*	0.50
H3XB	0.9750	1.1854	0.7631	0.292*	0.50
H3XC	0.9731	1.1486	0.6700	0.292*	0.50

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0328 (4)	0.0260 (4)	0.0265 (4)	−0.0006 (3)	0.0182 (3)	−0.0013 (3)
N1	0.034 (3)	0.026 (2)	0.026 (2)	0.001 (2)	0.020 (2)	0.002 (2)
N2	0.024 (3)	0.024 (3)	0.028 (3)	0.001 (2)	0.015 (2)	0.000 (2)
O1	0.045 (3)	0.027 (2)	0.032 (2)	−0.002 (2)	0.024 (2)	−0.0019 (18)
O2	0.046 (3)	0.041 (2)	0.032 (2)	0.005 (2)	0.027 (2)	0.0093 (19)
O3	0.024 (2)	0.033 (2)	0.034 (2)	0.0005 (19)	0.011 (2)	−0.0076 (19)
O4	0.039 (3)	0.047 (3)	0.065 (3)	0.000 (2)	0.022 (3)	−0.030 (2)
C1	0.057 (5)	0.029 (3)	0.038 (4)	−0.006 (3)	0.030 (4)	0.004 (3)
C2	0.053 (4)	0.022 (3)	0.053 (4)	−0.008 (3)	0.030 (4)	−0.006 (3)
C3	0.053 (5)	0.032 (4)	0.049 (4)	0.003 (3)	0.030 (4)	−0.011 (3)
C4	0.039 (4)	0.037 (4)	0.031 (3)	−0.002 (3)	0.024 (3)	−0.003 (3)
C5	0.019 (3)	0.029 (3)	0.020 (3)	−0.001 (3)	0.006 (3)	−0.006 (3)
C6	0.021 (3)	0.030 (3)	0.027 (3)	0.000 (3)	0.010 (3)	0.005 (3)
C7	0.039 (4)	0.028 (3)	0.041 (4)	0.008 (3)	0.023 (3)	−0.001 (3)
C8	0.036 (4)	0.045 (4)	0.062 (5)	0.019 (3)	0.031 (4)	0.013 (3)
C9	0.026 (4)	0.050 (4)	0.046 (4)	0.001 (3)	0.017 (3)	0.001 (4)
C10	0.029 (4)	0.036 (4)	0.038 (4)	−0.005 (3)	0.013 (3)	−0.010 (3)
C11	0.032 (3)	0.024 (3)	0.031 (3)	−0.002 (3)	0.021 (3)	0.001 (3)
C12	0.037 (4)	0.025 (3)	0.040 (4)	0.005 (3)	0.025 (3)	0.003 (3)
O1W	0.030 (3)	0.032 (3)	0.041 (3)	−0.005 (2)	0.013 (2)	0.012 (2)
O2W	0.049 (3)	0.049 (3)	0.026 (2)	−0.020 (2)	0.022 (2)	−0.005 (2)
O1X	0.117 (11)	0.095 (9)	0.19 (2)	0.029 (11)	0.074 (17)	−0.078 (9)
N1X	0.123 (11)	0.043 (6)	0.074 (8)	0.023 (15)	0.082 (8)	0.005 (13)
C1X	0.072 (14)	0.13 (2)	0.071 (16)	0.034 (17)	0.040 (14)	−0.035 (15)
C2X	0.132 (18)	0.084 (15)	0.072 (14)	0.015 (12)	0.069 (14)	0.015 (10)
C3X	0.45 (3)	0.055 (9)	0.26 (2)	0.02 (5)	0.31 (3)	0.03 (3)

Geometric parameters (Å, º) top

Zn1—O1W	2.078 (4)	C7—H7	0.9300
Zn1—O1	2.094 (3)	C8—C9	1.363 (7)
Zn1—O2W	2.101 (4)	C8—H8	0.9300
Zn1—O3	2.104 (3)	C9—C10	1.379 (7)
Zn1—N1	2.134 (4)	C9—H9	0.9300
Zn1—N2	2.150 (4)	C10—C11	1.375 (7)
N1—C1	1.341 (6)	C10—H10	0.9300
N1—C5	1.343 (6)	C11—C12	1.506 (7)
N2—C11	1.329 (6)	O1W—H1W1	0.857 (18)
N2—C7	1.333 (6)	O1W—H2W1	0.857 (18)
O1—C6	1.249 (6)	O2W—H1W2	0.863 (18)
O2—C6	1.251 (6)	O2W—H2W2	0.866 (19)
O3—C12	1.271 (6)	O1X—C1X	1.1999
O4—C12	1.233 (6)	N1X—C1X	1.3069
C1—C2	1.373 (7)	N1X—C2X	1.4118
C1—H1	0.9300	N1X—C3X	1.4373
C2—C3	1.368 (7)	C1X—H1X	0.9300
C2—H2	0.9300	C2X—H2XA	0.9600
C3—C4	1.362 (7)	C2X—H2XB	0.9600
C3—H3	0.9300	C2X—H2XC	0.9600
C4—C5	1.390 (7)	C3X—H3XA	0.9600
C4—H4	0.9300	C3X—H3XB	0.9600
C5—C6	1.523 (7)	C3X—H3XC	0.9600
C7—C8	1.389 (7)

O1W—Zn1—O1	87.68 (16)	N1—C5—C6	115.4 (4)
O1W—Zn1—O2W	86.53 (18)	C4—C5—C6	123.6 (5)
O1—Zn1—O2W	167.39 (15)	O1—C6—O2	126.5 (5)
O1W—Zn1—O3	91.07 (15)	O1—C6—C5	117.2 (5)
O1—Zn1—O3	99.57 (14)	O2—C6—C5	116.3 (5)
O2W—Zn1—O3	91.74 (16)	N2—C7—C8	122.5 (5)
O1W—Zn1—N1	97.31 (16)	N2—C7—H7	118.8
O1—Zn1—N1	78.44 (15)	C8—C7—H7	118.8
O2W—Zn1—N1	91.19 (17)	C9—C8—C7	118.9 (5)
O3—Zn1—N1	171.28 (15)	C9—C8—H8	120.6
O1W—Zn1—N2	167.46 (16)	C7—C8—H8	120.6
O1—Zn1—N2	92.17 (15)	C8—C9—C10	118.4 (6)
O2W—Zn1—N2	95.90 (16)	C8—C9—H9	120.8
O3—Zn1—N2	76.58 (15)	C10—C9—H9	120.8
N1—Zn1—N2	94.94 (16)	C11—C10—C9	119.9 (5)
C1—N1—C5	118.5 (5)	C11—C10—H10	120.1
C1—N1—Zn1	129.1 (4)	C9—C10—H10	120.1
C5—N1—Zn1	112.4 (3)	N2—C11—C10	121.8 (5)
C11—N2—C7	118.5 (5)	N2—C11—C12	115.7 (5)
C11—N2—Zn1	114.0 (4)	C10—C11—C12	122.5 (5)
C7—N2—Zn1	127.4 (4)	O4—C12—O3	125.2 (5)
C6—O1—Zn1	116.2 (3)	O4—C12—C11	118.9 (5)
C12—O3—Zn1	117.7 (3)	O3—C12—C11	115.9 (5)
N1—C1—C2	122.7 (5)	Zn1—O1W—H1W1	126 (3)
N1—C1—H1	118.7	Zn1—O1W—H2W1	118 (3)
C2—C1—H1	118.7	H1W1—O1W—H2W1	116 (3)
C3—C2—C1	118.7 (5)	Zn1—O2W—H1W2	133 (3)
C3—C2—H2	120.6	Zn1—O2W—H2W2	113 (3)
C1—C2—H2	120.6	H1W2—O2W—H2W2	113 (3)
C4—C3—C2	119.5 (5)	C1X—N1X—C2X	120.7
C4—C3—H3	120.3	C1X—N1X—C3X	122.1
C2—C3—H3	120.3	C2X—N1X—C3X	117.2
C3—C4—C5	119.7 (5)	O1X—C1X—N1X	126.3
C3—C4—H4	120.2	O1X—C1X—H1X	116.9
C5—C4—H4	120.2	N1X—C1X—H1X	116.9
N1—C5—C4	121.0 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W1···O4ⁱ	0.86 (2)	1.86 (2)	2.715 (6)	174 (5)
O1W—H2W1···O2ⁱⁱ	0.86 (2)	1.89 (2)	2.723 (5)	163 (5)
O2W—H1W2···O2ⁱⁱⁱ	0.86 (2)	1.98 (3)	2.768 (5)	152 (4)
O2W—H2W2···O3ⁱ	0.87 (2)	1.85 (2)	2.704 (5)	170 (4)

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

Experimental details

Crystal data
Chemical formula	[Zn(C₆H₄NO₂)₂(H₂O)₂]·0.5C₃H₇NO
M_r	382.16
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	293
a, b, c (Å)	25.777 (3), 8.6754 (4), 16.7916 (17)
β (°)	125.228 (15)
V (Å³)	3067.4 (5)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	1.64
Crystal size (mm)	0.18 × 0.12 × 0.02

Data collection
Diffractometer	Agilent Xcalibur Eos diffractometer
Absorption correction	Multi-scan (CrysAlis PRO; Agilent, 2011)
T_min, T_max	0.906, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections	4865, 2844, 1772
R_int	0.055
(sin θ/λ)_max (Å⁻¹)	0.606

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.062, 0.114, 1.00
No. of reflections	2844
No. of parameters	244
No. of restraints	162
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.47, −0.44

Computer programs: CrysAlis PRO (Agilent, 2011), 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—H1W1···O4ⁱ	0.857 (18)	1.86 (2)	2.715 (6)	174 (5)
O1W—H2W1···O2ⁱⁱ	0.857 (18)	1.89 (2)	2.723 (5)	163 (5)
O2W—H1W2···O2ⁱⁱⁱ	0.863 (18)	1.98 (3)	2.768 (5)	152 (4)
O2W—H2W2···O3ⁱ	0.866 (19)	1.85 (2)	2.704 (5)	170 (4)

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

References

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Volume 69| Part 8| August 2013| Page m454

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