trans-Tetra­aqua­bis(5-fluorouracil-1-acetato-O)­zinc(II) tetrahydrate

In the title complex, [Zn(C₆H₄FN₂O₄)₂(H₂O)₄]·4H₂O, the Zn atom is located at a center of symmetry and has a distorted octahedral geometry, with Zn-O distances in the range 2.052 (2)-2.181 (2) Å. Hydro­gen bonds involving the water mol­ecules make up a three-dimensional network.

Computing details

Data collection: CAD-4 SDP/VAX (Enraf-Nonius, 1989); cell refinement: CAD-4 SDP/VAX; data reduction: TEXSAN (Molecular Structure Corporation, 1989); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: SHELXL97.

Tetraaqua(5-fluoro-uracil-1-acetato-O)-zinc(II) tetrahydrate

Crystal data

[Zn(C6H4FN2O4)2(H2O)4]·4H2O	F(000) = 600
Mr = 583.72	Dx = 1.729 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 8.571 (2) Å	Cell parameters from 25 reflections
b = 12.102 (2) Å	θ = 16.1–16.9°
c = 10.814 (2) Å	µ = 1.20 mm^−1
β = 91.53 (2)°	T = 293 K
V = 1121.3 (4) Å^3	Prismatic, colourless
Z = 2	0.35 × 0.15 × 0.10 mm

Data collection

Enraf-Nonius CAD-4 diffractometer	1804 reflections with I > 2σ(I)'
Radiation source: fine-focus sealed tube	Rint = <0.0001
Graphite monochromator	θmax = 25.0°, θmin = 2.4°
ω/2θ scans	h = 0→10
Absorption correction: ψ scan (North et al., 1968)	k = 0→14
Tmin = 0.856, Tmax = 0.887	l = −12→12
1986 measured reflections	5 standard reflections every 390 reflections
1971 independent reflections	intensity decay: none

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.110	H-atom parameters constrained
S = 0.88	w = 1/[σ^2(Fo^2) + (0.020P)^2 + 0.350P] where P = (Fo^2 + 2Fc^2)/3
1971 reflections	(Δ/σ)max < 0.001
160 parameters	Δρmax = 0.55 e Å^−3
0 restraints	Δρmin = −0.48 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Zn	0.5000	0.0000	0.0000	0.02679 (18)
O1	0.3934 (2)	0.14660 (15)	0.04207 (16)	0.0432 (4)
H1A	0.4217	0.2026	−0.0161	0.080*
H1B	0.2823	0.1366	0.0389	0.080*
O2	0.39370 (19)	−0.08046 (14)	0.15730 (14)	0.0355 (4)
H2A	0.4555	−0.0943	0.2310	0.080*
H2B	0.3055	−0.1280	0.1423	0.080*
O3	0.68485 (17)	0.03750 (15)	0.11931 (14)	0.0324 (4)
O4	0.8557 (2)	0.10744 (16)	−0.01108 (14)	0.0426 (4)
O5	0.9746 (2)	−0.11378 (15)	0.30007 (16)	0.0442 (4)
O6	0.6752 (3)	−0.04443 (16)	0.62989 (17)	0.0526 (5)
N1	0.8739 (2)	0.05929 (16)	0.31804 (17)	0.0316 (4)
N2	0.8268 (2)	−0.07540 (16)	0.46500 (17)	0.0336 (4)
H2	0.8436	−0.1442	0.4939	0.080*
F	0.6286 (3)	0.16990 (16)	0.5513 (2)	0.0841 (7)
C1	0.8130 (2)	0.07815 (17)	0.09320 (18)	0.0276 (5)
C2	0.9324 (3)	0.0932 (2)	0.1989 (2)	0.0353 (5)
H21	1.0205	0.0472	0.1816	0.080*
H22	0.9683	0.1683	0.2027	0.080*
C3	0.8961 (3)	−0.04763 (19)	0.3557 (2)	0.0305 (5)
C4	0.7330 (4)	−0.00951 (19)	0.5357 (3)	0.0378 (6)
C5	0.7160 (3)	0.0995 (2)	0.4867 (2)	0.0453 (6)
C6	0.7807 (3)	0.1302 (2)	0.3822 (2)	0.0414 (6)
H6	0.7568	0.2020	0.3490	0.080*
O7	0.6117 (3)	−0.25260 (17)	0.74034 (18)	0.0570 (5)
H7A	0.6337	−0.1825	0.7031	0.080*
H7B	0.5874	−0.2401	0.8254	0.080*
O8	0.88444 (18)	−0.28662 (13)	0.56606 (14)	0.0361 (4)
H8A	0.8245	−0.2954	0.6391	0.080*
H8B	0.9936	−0.2915	0.5876	0.080*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn	0.0260 (3)	0.0322 (3)	0.0218 (3)	−0.00206 (11)	−0.00574 (16)	−0.00023 (11)
O1	0.0448 (10)	0.0430 (9)	0.0413 (10)	0.0105 (7)	−0.0104 (8)	−0.0098 (7)
O2	0.0373 (9)	0.0448 (9)	0.0243 (8)	−0.0030 (7)	−0.0034 (6)	0.0022 (7)
O3	0.0283 (8)	0.0457 (9)	0.0229 (8)	−0.0083 (7)	−0.0064 (6)	0.0020 (7)
O4	0.0388 (9)	0.0636 (11)	0.0250 (8)	−0.0144 (8)	−0.0062 (7)	0.0077 (8)
O5	0.0515 (11)	0.0480 (10)	0.0331 (9)	0.0094 (8)	0.0035 (8)	−0.0052 (7)
O6	0.0741 (14)	0.0476 (11)	0.0371 (10)	−0.0026 (9)	0.0209 (9)	−0.0039 (8)
N1	0.0357 (10)	0.0371 (10)	0.0214 (9)	−0.0038 (8)	−0.0087 (7)	0.0012 (8)
N2	0.0423 (11)	0.0306 (9)	0.0278 (10)	0.0006 (8)	−0.0013 (8)	−0.0007 (7)
F	0.1155 (17)	0.0577 (11)	0.0816 (14)	0.0374 (11)	0.0485 (13)	0.0043 (10)
C1	0.0308 (11)	0.0282 (10)	0.0234 (11)	−0.0028 (8)	−0.0070 (9)	−0.0011 (8)
C2	0.0315 (12)	0.0482 (13)	0.0255 (11)	−0.0104 (10)	−0.0100 (9)	0.0065 (9)
C3	0.0323 (12)	0.0353 (13)	0.0233 (11)	−0.0028 (9)	−0.0099 (9)	−0.0045 (9)
C4	0.0409 (15)	0.0387 (14)	0.0338 (15)	−0.0032 (9)	−0.0005 (12)	−0.0057 (9)
C5	0.0544 (16)	0.0383 (13)	0.0434 (14)	0.0121 (11)	0.0055 (12)	−0.0064 (11)
C6	0.0482 (14)	0.0342 (12)	0.0413 (13)	0.0044 (10)	−0.0064 (11)	0.0014 (10)
O7	0.0814 (15)	0.0524 (11)	0.0372 (9)	−0.0142 (10)	0.0046 (9)	−0.0089 (9)
O8	0.0326 (9)	0.0423 (9)	0.0334 (8)	0.0027 (6)	−0.0012 (7)	0.0049 (7)

Geometric parameters (Å, º)

Zn—O1	2.0521 (17)	N1—C2	1.454 (3)
Zn—O1^i	2.0521 (17)	N2—C4	1.378 (3)
Zn—O3^i	2.0668 (15)	N2—C3	1.378 (3)
Zn—O3	2.0668 (15)	N2—H2	0.9000
Zn—O2^i	2.1806 (16)	F—C5	1.342 (3)
Zn—O2	2.1806 (16)	C1—C2	1.524 (3)
O1—H1A	0.9600	C2—H21	0.9600
O1—H1B	0.9600	C2—H22	0.9600
O2—H2A	0.9600	C4—C5	1.428 (4)
O2—H2B	0.9600	C5—C6	1.325 (4)
O3—C1	1.243 (3)	C6—H6	0.9600
O4—C1	1.246 (3)	O7—H7A	0.9600
O5—C3	1.216 (3)	O7—H7B	0.9600
O6—C4	1.220 (3)	O8—H8A	0.9599
N1—C3	1.368 (3)	O8—H8B	0.9600
N1—C6	1.373 (3)
O1—Zn—O1^i	180.0	C4—N2—H2	115.7
O1—Zn—O3^i	89.42 (7)	C3—N2—H2	117.1
O1^i—Zn—O3^i	90.58 (7)	O3—C1—O4	126.93 (19)
O1—Zn—O3	90.58 (7)	O3—C1—C2	117.17 (18)
O1^i—Zn—O3	89.42 (7)	O4—C1—C2	115.89 (18)
O3^i—Zn—O3	180.0	N1—C2—C1	112.95 (17)
O1—Zn—O2^i	89.12 (7)	N1—C2—H21	107.5
O1^i—Zn—O2^i	90.88 (7)	C1—C2—H21	107.5
O3^i—Zn—O2^i	86.58 (6)	N1—C2—H22	110.3
O3—Zn—O2^i	93.42 (6)	C1—C2—H22	110.6
O1—Zn—O2	90.88 (7)	H21—C2—H22	107.7
O1^i—Zn—O2	89.12 (7)	O5—C3—N1	123.3 (2)
O3^i—Zn—O2	93.42 (6)	O5—C3—N2	121.4 (2)
O3—Zn—O2	86.58 (6)	N1—C3—N2	115.3 (2)
O2^i—Zn—O2	180.0	O6—C4—N2	121.2 (2)
Zn—O1—H1A	110.0	O6—C4—C5	126.2 (2)
Zn—O1—H1B	109.3	N2—C4—C5	112.6 (2)
H1A—O1—H1B	109.5	C6—C5—F	121.2 (2)
Zn—O2—H2A	119.5	C6—C5—C4	122.3 (2)
Zn—O2—H2B	118.6	F—C5—C4	116.5 (2)
H2A—O2—H2B	116.8	C5—C6—N1	121.3 (2)
C1—O3—Zn	127.76 (13)	C5—C6—H6	118.8
C3—N1—C6	121.2 (2)	N1—C6—H6	119.9
C3—N1—C2	118.82 (19)	H7A—O7—H7B	108.2
C6—N1—C2	119.4 (2)	H8A—O8—H8B	109.5
C4—N2—C3	127.3 (2)
O1—Zn—O3—C1	−97.5 (2)	C2—N1—C3—N2	−175.18 (18)
O1^i—Zn—O3—C1	82.5 (2)	C4—N2—C3—O5	−178.7 (2)
O3^i—Zn—O3—C1	137 (100)	C4—N2—C3—N1	3.4 (3)
O2^i—Zn—O3—C1	−8.4 (2)	C3—N2—C4—O6	178.3 (2)
O2—Zn—O3—C1	171.6 (2)	C3—N2—C4—C5	−2.4 (4)
Zn—O3—C1—O4	1.8 (4)	O6—C4—C5—C6	−178.7 (3)
Zn—O3—C1—C2	−177.48 (15)	N2—C4—C5—C6	2.1 (4)
C3—N1—C2—C1	90.6 (2)	O6—C4—C5—F	0.4 (5)
C6—N1—C2—C1	−80.9 (3)	N2—C4—C5—F	−178.8 (3)
O3—C1—C2—N1	−1.7 (3)	F—C5—C6—N1	178.0 (3)
O4—C1—C2—N1	178.9 (2)	C4—C5—C6—N1	−2.9 (4)
C6—N1—C3—O5	178.2 (2)	C3—N1—C6—C5	3.8 (4)
C2—N1—C3—O5	6.9 (3)	C2—N1—C6—C5	175.1 (2)
C6—N1—C3—N2	−3.8 (3)

Symmetry code: (i) −x+1, −y, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O8	0.90	1.92	2.818 (3)	176
O7—H7A···O6	0.96	1.89	2.847 (3)	180
O8—H8A···O7	0.96	2.21	3.070 (3)	148
O1—H1A···F^ii	0.96	2.45	2.999 (3)	116
O1—H1A···O7^iii	0.96	2.49	3.288 (3)	140
O1—H1B···O8^iii	0.96	2.03	2.747 (2)	130
O2—H2A···O7^iv	0.96	2.29	2.879 (3)	119
O2—H2B···O4^i	0.96	1.97	2.645 (2)	125
O7—H7B···O1^v	0.96	1.83	2.681 (2)	146
O7—H7B···F^vi	0.96	2.55	3.232 (3)	128
O8—H8A···O5^vii	0.96	2.40	2.890 (2)	111
O8—H8B···O4^viii	0.96	1.98	2.651 (2)	125

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