Bis­(glycolato-κ²O,O′)(1,10-phenanthroline-κ²N,N′)­zinc(II) dihydrate

The Zn atom in the title mononuclear complex, [Zn(C₂H₃O₃)₂(C₁₂H₈N₂)]·2H₂O, exists in an octahedral coord­ination environment defined by two hydroxy O atoms, two carboxyl­ate O atoms from different glycolate (hydroxy­acetate) ligands and two N atoms from one phenanthroline (phen) ligand. The Zn atom occupies a special position with twofold symmetry. A layer structure is formed via O—H...O hydrogen bonds involving the water molecules.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.039
• wR factor = 0.087
• Data-to-parameter ratio = 15.9

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Zn1    -   O3      ..       5.03 su

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Bis(glycolato-κ²O,O')(1,10-phenanthroline-κ²N,N')zinc(II) dihydrate

Crystal data

[Zn(C2H3O3)2(C12H8N2)]·2H2O	F(000) = 888
Mr = 431.71	Dx = 1.648 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 6065 reflections
a = 8.2827 (9) Å	θ = 3.6–27.4°
b = 24.480 (4) Å	µ = 1.46 mm^−1
c = 9.1094 (8) Å	T = 293 K
β = 109.588 (4)°	Prism, colorless
V = 1740.1 (4) Å^3	0.39 × 0.25 × 0.18 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID diffractometer	1999 independent reflections
Radiation source: fine-focus sealed tube	1625 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.043
Detector resolution: 10 pixels mm^-1	θmax = 27.5°, θmin = 3.3°
ω scans	h = −10→10
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −31→31
Tmin = 0.593, Tmax = 0.771	l = −11→11
8212 measured reflections

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.087	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0474P)^2 + 0.5291P] where P = (Fo^2 + 2Fc^2)/3
1999 reflections	(Δ/σ)max = 0.001
126 parameters	Δρmax = 0.41 e Å^−3
4 restraints	Δρmin = −0.31 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Zn1	0.5000	0.350674 (15)	0.7500	0.03140 (14)
N1	0.6293 (3)	0.41833 (8)	0.6921 (2)	0.0366 (5)
O1	0.3222 (2)	0.33661 (7)	0.5358 (2)	0.0402 (4)
O2	0.2569 (3)	0.29526 (8)	0.3085 (2)	0.0539 (5)
O3	0.6282 (2)	0.29339 (7)	0.6466 (2)	0.0423 (4)
O1W	−0.0277 (4)	0.37097 (12)	0.4280 (4)	0.0930 (9)
C1	0.7541 (4)	0.41763 (12)	0.6316 (3)	0.0462 (6)
C2	0.8253 (4)	0.46560 (14)	0.5964 (3)	0.0573 (8)
C3	0.7688 (4)	0.51427 (13)	0.6263 (3)	0.0583 (8)
C4	0.6356 (4)	0.51724 (11)	0.6886 (3)	0.0484 (7)
C5	0.5688 (3)	0.46728 (9)	0.7192 (3)	0.0379 (6)
C6	0.5642 (4)	0.56665 (11)	0.7212 (3)	0.0614 (9)
C7	0.3557 (3)	0.30433 (9)	0.4426 (3)	0.0363 (5)
C8	0.5273 (4)	0.27643 (11)	0.4950 (3)	0.0482 (7)
H1	0.7958	0.3841	0.6119	0.055*
H2	0.9116	0.4637	0.5525	0.069*
H3	0.8181	0.5462	0.6055	0.070*
H6	0.6080	0.5998	0.7018	0.074*
H8A	0.5109	0.2372	0.4944	0.058*
H8B	0.5872	0.2848	0.4226	0.058*
H10	0.681 (4)	0.2675 (9)	0.703 (3)	0.063*
H1W	0.0723	0.3572	0.4616	0.139*
H2W	−0.0927	0.3496	0.3600	0.139*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0344 (2)	0.0296 (2)	0.0273 (2)	0.000	0.00650 (15)	0.000
N1	0.0395 (11)	0.0384 (11)	0.0290 (10)	−0.0045 (9)	0.0078 (9)	0.0002 (8)
O1	0.0355 (9)	0.0442 (10)	0.0352 (9)	0.0037 (7)	0.0043 (8)	−0.0052 (7)
O2	0.0663 (13)	0.0431 (10)	0.0356 (10)	−0.0009 (9)	−0.0048 (9)	−0.0073 (8)
O3	0.0479 (11)	0.0386 (10)	0.0350 (9)	0.0110 (8)	0.0067 (8)	0.0021 (7)
O1W	0.0634 (16)	0.0872 (18)	0.121 (2)	0.0158 (14)	0.0220 (16)	−0.0201 (18)
C1	0.0447 (15)	0.0532 (16)	0.0386 (13)	−0.0087 (12)	0.0109 (12)	−0.0022 (12)
C2	0.0478 (17)	0.080 (2)	0.0429 (16)	−0.0217 (16)	0.0137 (14)	0.0049 (15)
C3	0.064 (2)	0.0555 (19)	0.0454 (16)	−0.0252 (16)	0.0053 (15)	0.0076 (14)
C4	0.0612 (18)	0.0370 (14)	0.0322 (13)	−0.0122 (12)	−0.0040 (13)	0.0049 (11)
C5	0.0471 (14)	0.0325 (12)	0.0238 (11)	−0.0043 (10)	−0.0020 (10)	0.0017 (9)
C6	0.082 (2)	0.0307 (13)	0.0497 (18)	−0.0105 (13)	−0.0071 (16)	0.0054 (12)
C7	0.0460 (14)	0.0261 (11)	0.0338 (12)	−0.0077 (10)	0.0093 (11)	−0.0003 (9)
C8	0.0621 (18)	0.0451 (15)	0.0332 (12)	0.0157 (13)	0.0103 (12)	−0.0006 (11)

Geometric parameters (Å, º)

Zn1—N1	2.132 (2)	C1—C2	1.399 (4)
Zn1—O1	2.042 (2)	C1—H1	0.9300
Zn1—O3	2.157 (2)	C2—C3	1.341 (5)
O1—C7	1.257 (3)	C2—H2	0.9300
O2—C7	1.242 (3)	C3—C4	1.401 (4)
Zn1—N1^i	2.132 (2)	C3—H3	0.9300
Zn1—O1^i	2.042 (2)	C4—C5	1.408 (3)
Zn1—O3^i	2.157 (2)	C4—C6	1.421 (4)
N1—C1	1.324 (3)	C5—C5^i	1.430 (5)
N1—C5	1.353 (3)	C6—C6^i	1.335 (7)
O3—C8	1.416 (3)	C6—H6	0.9300
O3—H10	0.84 (3)	C7—C8	1.504 (4)
O1W—H1W	0.8500	C8—H8A	0.9700
O1W—H2W	0.8500	C8—H8B	0.9700
N1—Zn1—N1^i	78.1 (1)	C1—N1—C5	118.4 (2)
N1—Zn1—O3^i	167.08 (7)	C1—N1—Zn1	128.3 (2)
N1—Zn1—O3	92.02 (8)	C1—C2—H2	120.1
O1^i—Zn1—N1	96.10 (7)	C2—C1—H1	118.9
O1—Zn1—N1^i	96.10 (7)	C2—C3—C4	120.3 (3)
O1—Zn1—O1^i	160.6 (1)	C2—C3—H3	119.9
O1—Zn1—O3	77.06 (7)	C3—C2—C1	119.8 (3)
O1—Zn1—O3^i	90.27 (7)	C3—C2—H2	120.1
O1^i—Zn1—N1^i	98.95 (7)	C3—C4—C5	116.7 (3)
O1^i—Zn1—O3^i	77.06 (7)	C3—C4—C6	124.6 (3)
O1^i—Zn1—O3	90.27 (7)	C4—C3—H3	119.9
O3^i—Zn1—O3	98.9 (1)	C4—C5—C5^i	119.7 (2)
Zn1—O3—H10	117 (2)	C4—C6—H6	119.2
N1^i—Zn1—O3^i	92.02 (8)	C5—N1—Zn1	113.3 (2)
N1^i—Zn1—O3	167.08 (7)	C5—C4—C6	118.6 (3)
N1—C1—C2	122.2 (3)	C6^i—C6—C4	121.6 (2)
N1—C1—H1	118.9	C6^i—C6—H6	119.2
N1—C5—C4	122.6 (3)	C7—O1—Zn1	120.0 (2)
N1—C5—C5^i	117.7 (1)	C7—C8—H8A	109.4
O1—C7—C8	118.1 (2)	C7—C8—H8B	109.4
O2—C7—O1	123.7 (3)	C8—O3—Zn1	113.6 (2)
O2—C7—C8	118.2 (2)	C8—O3—H10	113 (2)
O3—C8—C7	111.2 (2)	H1W—O1W—H2W	108.8
O3—C8—H8A	109.4	H8A—C8—H8B	108.0
O3—C8—H8B	109.4
Zn1—N1—C1—C2	178.69 (19)	O2—C7—C8—O3	176.6 (2)
Zn1—N1—C5—C4	−179.80 (19)	O3^i—Zn1—N1—C1	141.0 (3)
Zn1—N1—C5—C5^i	0.0 (3)	O3—Zn1—N1—C1	−6.7 (2)
Zn1—O1—C7—O2	−177.24 (18)	O3^i—Zn1—N1—C5	−40.7 (4)
Zn1—O1—C7—C8	0.9 (3)	O3—Zn1—N1—C5	171.61 (16)
Zn1—O3—C8—C7	1.5 (3)	O3^i—Zn1—O1—C7	−99.06 (18)
N1^i—Zn1—N1—C1	−178.3 (3)	O3—Zn1—O1—C7	0.00 (17)
N1^i—Zn1—N1—C5	0.00 (12)	O3^i—Zn1—O3—C8	87.31 (18)
N1—Zn1—O1—C7	90.03 (18)	C1—N1—C5—C4	−1.3 (4)
N1^i—Zn1—O1—C7	168.88 (18)	C1—N1—C5—C5^i	178.5 (2)
N1—Zn1—O3—C8	−99.63 (18)	C1—C2—C3—C4	−1.7 (5)
N1^i—Zn1—O3—C8	−60.0 (4)	C2—C3—C4—C5	0.9 (4)
N1—C1—C2—C3	1.1 (4)	C2—C3—C4—C6	−178.6 (3)
O1—Zn1—N1—C1	−83.9 (2)	C3—C4—C5—N1	0.6 (4)
O1^i—Zn1—N1—C1	83.8 (2)	C3—C4—C5—C5^i	−179.2 (3)
O1—Zn1—N1—C5	94.40 (16)	C3—C4—C6—C6^i	179.2 (3)
O1^i—Zn1—N1—C5	−97.90 (16)	C5—N1—C1—C2	0.5 (4)
O1^i—Zn1—O1—C7	−50.39 (17)	C5—C4—C6—C6^i	−0.3 (5)
O1—Zn1—O3—C8	−0.91 (17)	C6—C4—C5—N1	−179.8 (2)
O1^i—Zn1—O3—C8	164.25 (18)	C6—C4—C5—C5^i	0.4 (4)
O1—C7—C8—O3	−1.6 (3)

Symmetry code: (i) −x+1, y, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O1	0.85	2.01	2.857 (3)	171
O1W—H2W···O2^ii	0.85	2.14	2.989 (4)	179
O3—H10···O2^iii	0.84 (3)	1.81 (3)	2.639 (3)	169 (3)

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