Diaqua-bis(5-fluoro-2-hydroxy-benzoato-κO)zinc(II).

The title compound, [Zn(C(7)H(4)FO(3))(2)(H(2)O)(2)], is a monomeric Zn(II) complex. The Zn(II) atom, which lies on a twofold rotation axis, is situated in a distorted tetra-hedral environment composed of two monodentate carboxlyate O atoms and two water O atoms. O-H⋯O hydrogen bonds link these units, forming sheets that are stacked along the c axis.

Related literature

For general background, see: Ellsworth & zur Loye (2008 ▶); Janiak (2003 ▶); Mehrotra & Bohra (1983 ▶); Wasuke et al. (2005 ▶). For related structures, see: Brownless et al. (1999 ▶); Wang et al. (2006 ▶).

Experimental

Crystal data

[Zn(C7H4FO3)2(H2O)2]

M = 411.61

Monoclinic,

a = 15.3096 (10) Å

b = 5.4706 (4) Å

c = 17.7741 (12) Å

β = 91.674 (1)°

V = 1487.99 (18) Å3

Z = 4

Mo Kα radiation

μ = 1.72 mm−1

T = 150 K

0.16 × 0.12 × 0.05 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.893, T max = 1.000 (expected range = 0.820–0.918)

8435 measured reflections

1520 independent reflections

1341 reflections with I > 2σ(I)

R int = 0.053

Refinement

R[F 2 > 2σ(F 2)] = 0.035

wR(F 2) = 0.081

S = 1.09

1520 reflections

126 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.43 e Å−3

Δρmin = −0.27 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT-Plus (Bruker, 2007 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809005716/hy2183sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809005716/hy2183Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Zn(C7H4FO3)2(H2O)2]	F(000) = 832
Mr = 411.61	Dx = 1.837 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2066 reflections
a = 15.3096 (10) Å	θ = 2.7–24.1°
b = 5.4706 (4) Å	µ = 1.72 mm−1
c = 17.7741 (12) Å	T = 150 K
β = 91.674 (1)°	Plate, colorless
V = 1487.99 (18) Å3	0.16 × 0.12 × 0.05 mm
Z = 4

Bruker SMART APEX CCD diffractometer	1520 independent reflections
Radiation source: fine-focus sealed tube	1341 reflections with I > 2σ(I)
graphite	Rint = 0.053
φ and ω scans	θmax = 26.4°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −18→18
Tmin = 0.893, Tmax = 1.000	k = −6→6
8435 measured reflections	l = −22→22

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)] = 0.035	Hydrogen site location: mixed
wR(F2) = 0.081	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ2(Fo2) + (0.0397P)2 + 0.7409P] where P = (Fo2 + 2Fc2)/3
1520 reflections	(Δ/σ)max < 0.001
126 parameters	Δρmax = 0.43 e Å−3
3 restraints	Δρmin = −0.27 e Å−3

	x	y	z	Uiso*/Ueq
Zn1	0.5000	0.08063 (8)	0.7500	0.01954 (15)
C1	0.56321 (16)	0.4151 (5)	0.65619 (14)	0.0204 (5)
C2	0.62447 (16)	0.5945 (5)	0.62352 (14)	0.0199 (5)
C3	0.71316 (16)	0.6031 (5)	0.64632 (14)	0.0191 (5)
C4	0.76803 (16)	0.7820 (5)	0.61874 (14)	0.0221 (6)
H4	0.8278	0.7864	0.6346	0.026*
C5	0.73553 (18)	0.9533 (5)	0.56829 (15)	0.0246 (6)
H5	0.7724	1.0775	0.5495	0.029*
C6	0.64862 (18)	0.9416 (5)	0.54547 (15)	0.0248 (6)
C7	0.59321 (16)	0.7666 (5)	0.57150 (14)	0.0223 (6)
H7	0.5339	0.7624	0.5543	0.027*
O1	0.59620 (11)	0.2481 (3)	0.69963 (10)	0.0233 (4)
O2	0.48283 (11)	0.4310 (3)	0.64435 (11)	0.0265 (4)
F1	0.61747 (11)	1.1088 (3)	0.49488 (10)	0.0391 (5)
O3	0.74885 (12)	0.4400 (4)	0.69676 (11)	0.0266 (4)
H3	0.7120 (18)	0.341 (5)	0.7060 (18)	0.044 (10)*
O4	0.42296 (13)	−0.1489 (4)	0.69475 (13)	0.0305 (5)
H4A	0.437 (2)	−0.271 (5)	0.6700 (16)	0.039 (10)*
H4B	0.3689 (13)	−0.132 (8)	0.691 (2)	0.068 (14)*

	U11	U22	U33	U12	U13	U23
Zn1	0.0113 (2)	0.0184 (2)	0.0290 (3)	0.000	0.00249 (16)	0.000
C1	0.0169 (13)	0.0199 (13)	0.0245 (14)	0.0015 (10)	0.0036 (10)	−0.0063 (11)
C2	0.0174 (12)	0.0209 (13)	0.0214 (13)	−0.0025 (11)	0.0021 (10)	−0.0012 (11)
C3	0.0149 (12)	0.0239 (14)	0.0186 (13)	0.0015 (10)	0.0019 (10)	−0.0007 (11)
C4	0.0118 (12)	0.0293 (15)	0.0252 (14)	−0.0026 (11)	0.0016 (10)	−0.0009 (12)
C5	0.0224 (14)	0.0238 (15)	0.0277 (14)	−0.0068 (11)	0.0065 (11)	0.0003 (12)
C6	0.0233 (14)	0.0255 (15)	0.0256 (14)	0.0021 (12)	0.0000 (11)	0.0056 (12)
C7	0.0151 (13)	0.0263 (14)	0.0253 (14)	−0.0005 (11)	−0.0013 (10)	0.0008 (12)
O1	0.0150 (9)	0.0239 (10)	0.0312 (10)	0.0009 (8)	0.0054 (7)	0.0060 (8)
O2	0.0121 (9)	0.0233 (10)	0.0443 (12)	−0.0014 (8)	0.0025 (8)	−0.0025 (9)
F1	0.0282 (9)	0.0390 (10)	0.0500 (11)	0.0008 (8)	−0.0028 (8)	0.0232 (9)
O3	0.0132 (9)	0.0315 (11)	0.0350 (11)	−0.0020 (8)	−0.0020 (8)	0.0111 (9)
O4	0.0139 (10)	0.0277 (11)	0.0497 (13)	0.0020 (8)	−0.0017 (9)	−0.0155 (10)

Zn1—O4	1.966 (2)	C4—C5	1.380 (4)
Zn1—O4i	1.966 (2)	C4—H4	0.9500
Zn1—O1	1.9716 (17)	C5—C6	1.381 (4)
Zn1—O1i	1.9717 (17)	C5—H5	0.9500
C1—O2	1.246 (3)	C6—F1	1.359 (3)
C1—O1	1.289 (3)	C6—C7	1.369 (4)
C1—C2	1.487 (4)	C7—H7	0.9500
C2—C7	1.394 (4)	O3—H3	0.803 (18)
C2—C3	1.406 (4)	O4—H4A	0.834 (18)
C3—O3	1.367 (3)	O4—H4B	0.834 (19)
C3—C4	1.388 (4)
O4—Zn1—O4i	100.61 (13)	C5—C4—H4	120.1
O4—Zn1—O1	121.01 (8)	C3—C4—H4	120.1
O4i—Zn1—O1	94.50 (8)	C4—C5—C6	119.0 (2)
O4—Zn1—O1i	94.50 (8)	C4—C5—H5	120.5
O4i—Zn1—O1i	121.01 (8)	C6—C5—H5	120.5
O1—Zn1—O1i	124.62 (11)	F1—C6—C7	119.0 (2)
O2—C1—O1	121.2 (2)	F1—C6—C5	118.7 (2)
O2—C1—C2	121.3 (2)	C7—C6—C5	122.3 (2)
O1—C1—C2	117.4 (2)	C6—C7—C2	119.5 (2)
C7—C2—C3	118.6 (2)	C6—C7—H7	120.3
C7—C2—C1	119.8 (2)	C2—C7—H7	120.3
C3—C2—C1	121.6 (2)	C1—O1—Zn1	108.44 (15)
O3—C3—C4	117.2 (2)	C3—O3—H3	108 (2)
O3—C3—C2	122.1 (2)	Zn1—O4—H4A	128 (2)
C4—C3—C2	120.7 (2)	Zn1—O4—H4B	123 (3)
C5—C4—C3	119.9 (2)	H4A—O4—H4B	109 (4)
O2—C1—C2—C7	−7.8 (4)	C4—C5—C6—F1	−179.0 (2)
O1—C1—C2—C7	174.9 (2)	C4—C5—C6—C7	0.4 (4)
O2—C1—C2—C3	169.2 (2)	F1—C6—C7—C2	−179.9 (2)
O1—C1—C2—C3	−8.1 (4)	C5—C6—C7—C2	0.7 (4)
C7—C2—C3—O3	−179.6 (2)	C3—C2—C7—C6	−1.5 (4)
C1—C2—C3—O3	3.3 (4)	C1—C2—C7—C6	175.6 (2)
C7—C2—C3—C4	1.2 (4)	O2—C1—O1—Zn1	−8.5 (3)
C1—C2—C3—C4	−175.8 (2)	C2—C1—O1—Zn1	168.89 (17)
O3—C3—C4—C5	−179.3 (2)	O4—Zn1—O1—C1	73.68 (18)
C2—C3—C4—C5	−0.1 (4)	O4i—Zn1—O1—C1	178.91 (17)
C3—C4—C5—C6	−0.7 (4)	O1i—Zn1—O1—C1	−48.07 (15)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O1	0.80 (2)	1.84 (2)	2.564 (3)	149 (3)
O4—H4A···O2ii	0.83 (2)	1.83 (2)	2.641 (3)	162 (3)
O4—H4B···O3iii	0.83 (2)	1.89 (2)	2.711 (3)	170 (4)

Zn1—O4	1.966 (2)
Zn1—O1	1.9716 (17)

O4—Zn1—O4i	100.61 (13)
O4—Zn1—O1	121.01 (8)
O4—Zn1—O1i	94.50 (8)
O1—Zn1—O1i	124.62 (11)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O1	0.803 (18)	1.84 (2)	2.564 (3)	149 (3)
O4—H4A⋯O2ii	0.834 (18)	1.83 (2)	2.641 (3)	162 (3)
O4—H4B⋯O3iii	0.834 (19)	1.89 (2)	2.711 (3)	170 (4)

Symmetry codes: (ii) ; (iii) .