Bis(1,10-phenanthroline-κ²N,N′)(sulfato-κ²O,O′)zinc(II) 1,2-ethenediol solvate

In the title compound, [Zn(SO₄)(C₁₂H₈N₂)₂]·C₂H₆O₂, the Zn atom shows an octa­hedral geometry, composed of four N atoms from two phenanthroline groups and two O atoms from a bidentate sulfate ligand. It lies on a special position of site symmetry 2. The solvate features a pair of O—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• Disorder in solvent or counterion
• R factor = 0.038
• wR factor = 0.109
• Data-to-parameter ratio = 16.9

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         S1
PLAT243_ALERT_4_C High  'Solvent' Ueq as Compared to Neighbors for        C13
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      33.00 Perc.
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........        O3'
PLAT731_ALERT_1_C Bond    Calc    1.506(9), Rep    1.508(4) ......       2.25 su-Ra
              C13  -C13     1.555   2.656
PLAT733_ALERT_1_C Torsion Calc     54.9(5), Rep   54.92(16) ......       3.12 su-Ra
              N1  -ZN1 -N1  -C12    2.656   1.555   1.555   1.555
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ......      36.90 Deg.
              O3   -C13  -O3'     1.555   1.555   1.555

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

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

   5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 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
   3 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

Bis(1,10-phenanthroline-κ²N,N')(sulfato-κ²O,O')zinc(II) 1,2-ethenediol solvate

Crystal data

[Zn(SO4)(C12H8N2)2]·C2H6O2	F(000) = 1200
Mr = 583.91	Dx = 1.572 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 18.519 (4) Å	Cell parameters from 3315 reflections
b = 11.879 (3) Å	θ = 3.2–27.1°
c = 12.840 (3) Å	µ = 1.13 mm^−1
β = 119.121 (4)°	T = 293 K
V = 2467.6 (9) Å^3	Block, yellow
Z = 4	0.35 × 0.30 × 0.21 mm

Data collection

Bruker SMART CCD 1K area-detector diffractometer	3069 independent reflections
Radiation source: fine-focus sealed tube	2505 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.028
φ and ω scans	θmax = 28.3°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −24→16
Tmin = 0.693, Tmax = 0.797	k = −15→15
8471 measured reflections	l = −10→17

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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.109	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0569P)^2 + 2.3359P] where P = (Fo^2 + 2Fc^2)/3
3069 reflections	(Δ/σ)max < 0.001
182 parameters	Δρmax = 0.57 e Å^−3
23 restraints	Δρmin = −0.49 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	Occ. (<1)
Zn1	0.5000	0.69754 (3)	0.7500	0.03533 (14)
S1	0.5000	0.46608 (7)	0.7500	0.03280 (19)
N1	0.41770 (12)	0.71617 (17)	0.82176 (19)	0.0365 (4)
N2	0.40510 (13)	0.80438 (16)	0.61970 (19)	0.0366 (4)
C1	0.42447 (17)	0.6718 (2)	0.9214 (2)	0.0443 (6)
H1A	0.4700	0.6267	0.9681	0.053*
C2	0.3661 (2)	0.6903 (3)	0.9583 (3)	0.0539 (7)
H2B	0.3735	0.6597	1.0296	0.065*
C3	0.29837 (18)	0.7534 (3)	0.8893 (3)	0.0523 (7)
H3A	0.2586	0.7650	0.9125	0.063*
C4	0.28817 (15)	0.8012 (2)	0.7827 (2)	0.0405 (5)
C5	0.21761 (16)	0.8662 (2)	0.7043 (3)	0.0491 (7)
H5A	0.1764	0.8804	0.7242	0.059*
C6	0.21026 (16)	0.9073 (2)	0.6014 (3)	0.0480 (7)
H6A	0.1635	0.9487	0.5509	0.058*
C7	0.27250 (15)	0.8885 (2)	0.5686 (2)	0.0402 (6)
C8	0.26724 (18)	0.9286 (2)	0.4617 (2)	0.0492 (7)
H8A	0.2216	0.9702	0.4084	0.059*
C9	0.3291 (2)	0.9060 (2)	0.4372 (3)	0.0545 (7)
H9A	0.3261	0.9320	0.3669	0.065*
C10	0.39763 (18)	0.8434 (2)	0.5183 (2)	0.0472 (6)
H10A	0.4396	0.8285	0.5002	0.057*
C11	0.34339 (14)	0.82595 (19)	0.6446 (2)	0.0328 (5)
C12	0.35059 (14)	0.78067 (19)	0.7536 (2)	0.0323 (5)
O1	0.44878 (12)	0.54324 (16)	0.65041 (17)	0.0524 (5)
O2	0.55218 (14)	0.39616 (19)	0.7216 (2)	0.0636 (6)
C13	0.4674 (3)	0.0892 (4)	0.7690 (5)	0.1030 (15)
H13A	0.4303	0.0278	0.7255	0.124*
H13B	0.4957	0.0664	0.8521	0.124*
O3	0.4191 (3)	0.1733 (4)	0.7627 (6)	0.0919 (17)	0.60
H3	0.4476	0.2263	0.8024	0.138*	0.60
O3'	0.4602 (5)	0.1731 (5)	0.8307 (6)	0.0677 (18)	0.40
H3'	0.4151	0.2034	0.7915	0.102*	0.40

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0312 (2)	0.0346 (2)	0.0399 (2)	0.000	0.01711 (17)	0.000
S1	0.0270 (4)	0.0324 (4)	0.0378 (4)	0.000	0.0149 (3)	0.000
N1	0.0332 (10)	0.0372 (10)	0.0372 (11)	0.0029 (8)	0.0155 (9)	0.0052 (8)
N2	0.0390 (11)	0.0351 (10)	0.0362 (11)	0.0027 (8)	0.0187 (9)	0.0021 (8)
C1	0.0438 (14)	0.0482 (14)	0.0393 (14)	0.0049 (11)	0.0190 (11)	0.0090 (11)
C2	0.0596 (18)	0.0638 (19)	0.0449 (16)	−0.0004 (14)	0.0305 (15)	0.0087 (13)
C3	0.0500 (16)	0.0657 (19)	0.0527 (17)	0.0026 (14)	0.0340 (14)	0.0013 (14)
C4	0.0352 (12)	0.0437 (13)	0.0426 (14)	−0.0006 (10)	0.0190 (11)	−0.0039 (10)
C5	0.0336 (12)	0.0581 (17)	0.0535 (16)	0.0065 (12)	0.0195 (12)	−0.0053 (14)
C6	0.0325 (12)	0.0490 (15)	0.0490 (15)	0.0091 (11)	0.0092 (11)	−0.0030 (12)
C7	0.0389 (12)	0.0355 (12)	0.0362 (12)	0.0023 (10)	0.0104 (10)	−0.0013 (10)
C8	0.0514 (15)	0.0447 (14)	0.0376 (14)	0.0076 (12)	0.0108 (12)	0.0052 (11)
C9	0.071 (2)	0.0531 (17)	0.0359 (14)	0.0040 (14)	0.0233 (14)	0.0102 (12)
C10	0.0563 (16)	0.0479 (14)	0.0437 (15)	0.0044 (13)	0.0294 (13)	0.0056 (12)
C11	0.0323 (11)	0.0299 (11)	0.0310 (11)	0.0005 (8)	0.0114 (9)	−0.0027 (8)
C12	0.0287 (10)	0.0330 (11)	0.0323 (11)	−0.0023 (8)	0.0126 (9)	−0.0034 (9)
O1	0.0481 (11)	0.0456 (10)	0.0407 (10)	−0.0010 (9)	0.0037 (9)	0.0028 (8)
O2	0.0618 (13)	0.0545 (12)	0.0966 (18)	0.0088 (10)	0.0558 (13)	−0.0036 (12)
C13	0.125 (4)	0.069 (2)	0.135 (4)	−0.012 (2)	0.079 (3)	−0.003 (2)
O3	0.082 (3)	0.073 (3)	0.132 (4)	−0.007 (2)	0.062 (3)	−0.007 (3)
O3'	0.094 (4)	0.061 (3)	0.068 (3)	−0.001 (3)	0.055 (3)	0.005 (3)

Geometric parameters (Å, º)

Zn1—N1	2.142 (2)	C4—C12	1.398 (3)
Zn1—N1^i	2.142 (2)	C4—C5	1.427 (4)
Zn1—N2^i	2.153 (2)	C5—C6	1.352 (4)
Zn1—N2	2.153 (2)	C5—H5A	0.9300
Zn1—O1	2.171 (2)	C6—C7	1.424 (4)
Zn1—O1^i	2.171 (2)	C6—H6A	0.9300
Zn1—S1	2.7496 (11)	C7—C11	1.408 (3)
S1—O2^i	1.449 (2)	C7—C8	1.411 (4)
S1—O2	1.449 (2)	C8—C9	1.354 (4)
S1—O1^i	1.4814 (19)	C8—H8A	0.9300
S1—O1	1.4814 (19)	C9—C10	1.401 (4)
N1—C1	1.332 (3)	C9—H9A	0.9300
N1—C12	1.356 (3)	C10—H10A	0.9300
N2—C10	1.324 (3)	C11—C12	1.444 (3)
N2—C11	1.353 (3)	C13—O3	1.317 (5)
C1—C2	1.393 (4)	C13—O3'	1.319 (5)
C1—H1A	0.9300	C13—C13^i	1.508 (4)
C2—C3	1.356 (4)	C13—H13A	0.9700
C2—H2B	0.9300	C13—H13B	0.9700
C3—C4	1.407 (4)	O3—H3	0.8200
C3—H3A	0.9300	O3'—H3'	0.8200
N1—Zn1—N1^i	168.13 (11)	C2—C3—C4	120.2 (3)
N1—Zn1—N2^i	95.01 (8)	C2—C3—H3A	119.9
N1^i—Zn1—N2^i	77.92 (8)	C4—C3—H3A	119.9
N1—Zn1—N2	77.92 (8)	C12—C4—C3	116.9 (2)
N1^i—Zn1—N2	95.01 (8)	C12—C4—C5	119.9 (3)
N2^i—Zn1—N2	107.77 (11)	C3—C4—C5	123.2 (2)
N1—Zn1—O1	98.18 (8)	C6—C5—C4	120.4 (2)
N1^i—Zn1—O1	91.85 (8)	C6—C5—H5A	119.8
N2^i—Zn1—O1	155.87 (8)	C4—C5—H5A	119.8
N2—Zn1—O1	94.74 (7)	C5—C6—C7	121.4 (2)
N1—Zn1—O1^i	91.85 (8)	C5—C6—H6A	119.3
N1^i—Zn1—O1^i	98.18 (8)	C7—C6—H6A	119.3
N2^i—Zn1—O1^i	94.74 (7)	C11—C7—C8	116.9 (2)
N2—Zn1—O1^i	155.87 (8)	C11—C7—C6	119.6 (2)
O1—Zn1—O1^i	64.83 (10)	C8—C7—C6	123.5 (2)
N1—Zn1—S1	95.93 (5)	C9—C8—C7	119.6 (3)
N1^i—Zn1—S1	95.93 (5)	C9—C8—H8A	120.2
N2^i—Zn1—S1	126.12 (5)	C7—C8—H8A	120.2
N2—Zn1—S1	126.12 (6)	C8—C9—C10	119.7 (3)
O1—Zn1—S1	32.41 (5)	C8—C9—H9A	120.2
O1^i—Zn1—S1	32.41 (5)	C10—C9—H9A	120.2
O2^i—S1—O2	110.05 (19)	N2—C10—C9	122.7 (3)
O2^i—S1—O1^i	111.27 (13)	N2—C10—H10A	118.6
O2—S1—O1^i	110.28 (13)	C9—C10—H10A	118.6
O2^i—S1—O1	110.28 (13)	N2—C11—C7	123.1 (2)
O2—S1—O1	111.27 (13)	N2—C11—C12	118.0 (2)
O1^i—S1—O1	103.55 (16)	C7—C11—C12	118.9 (2)
O2^i—S1—Zn1	124.98 (10)	N1—C12—C4	122.9 (2)
O2—S1—Zn1	124.98 (10)	N1—C12—C11	117.3 (2)
O1^i—S1—Zn1	51.77 (8)	C4—C12—C11	119.7 (2)
O1—S1—Zn1	51.77 (8)	S1—O1—Zn1	95.81 (9)
C1—N1—C12	118.1 (2)	O3—C13—O3'	36.9 (4)
C1—N1—Zn1	128.18 (17)	O3—C13—C13^i	127.4 (4)
C12—N1—Zn1	113.67 (16)	O3'—C13—C13^i	121.7 (5)
C10—N2—C11	118.1 (2)	O3—C13—H13A	105.5
C10—N2—Zn1	128.71 (18)	O3'—C13—H13A	131.6
C11—N2—Zn1	113.06 (16)	C13^i—C13—H13A	105.5
N1—C1—C2	122.6 (3)	O3—C13—H13B	105.5
N1—C1—H1A	118.7	O3'—C13—H13B	73.1
C2—C1—H1A	118.7	C13^i—C13—H13B	105.5
C3—C2—C1	119.3 (3)	H13A—C13—H13B	106.0
C3—C2—H2B	120.4	C13—O3—H3	109.5
C1—C2—H2B	120.4	C13—O3'—H3'	109.5
N1—Zn1—S1—O2^i	6.64 (13)	C12—N1—C1—C2	−0.8 (4)
N1^i—Zn1—S1—O2^i	−173.36 (13)	Zn1—N1—C1—C2	−179.8 (2)
N2^i—Zn1—S1—O2^i	107.28 (14)	N1—C1—C2—C3	1.8 (5)
N2—Zn1—S1—O2^i	−72.72 (14)	C1—C2—C3—C4	−1.2 (5)
O1—Zn1—S1—O2^i	−89.28 (17)	C2—C3—C4—C12	−0.3 (4)
O1^i—Zn1—S1—O2^i	90.72 (17)	C2—C3—C4—C5	178.5 (3)
N1—Zn1—S1—O2	−173.36 (13)	C12—C4—C5—C6	0.6 (4)
N1^i—Zn1—S1—O2	6.64 (13)	C3—C4—C5—C6	−178.1 (3)
N2^i—Zn1—S1—O2	−72.72 (14)	C4—C5—C6—C7	−0.8 (4)
N2—Zn1—S1—O2	107.28 (14)	C5—C6—C7—C11	0.0 (4)
O1—Zn1—S1—O2	90.72 (17)	C5—C6—C7—C8	179.3 (3)
O1^i—Zn1—S1—O2	−89.28 (17)	C11—C7—C8—C9	−0.2 (4)
N1—Zn1—S1—O1^i	−84.08 (13)	C6—C7—C8—C9	−179.5 (3)
N1^i—Zn1—S1—O1^i	95.92 (13)	C7—C8—C9—C10	−0.1 (4)
N2^i—Zn1—S1—O1^i	16.56 (13)	C11—N2—C10—C9	0.4 (4)
N2—Zn1—S1—O1^i	−163.44 (13)	Zn1—N2—C10—C9	175.3 (2)
O1—Zn1—S1—O1^i	180.0	C8—C9—C10—N2	0.0 (5)
N1—Zn1—S1—O1	95.92 (13)	C10—N2—C11—C7	−0.7 (4)
N1^i—Zn1—S1—O1	−84.08 (13)	Zn1—N2—C11—C7	−176.32 (18)
N2^i—Zn1—S1—O1	−163.44 (13)	C10—N2—C11—C12	178.3 (2)
N2—Zn1—S1—O1	16.56 (13)	Zn1—N2—C11—C12	2.6 (3)
O1^i—Zn1—S1—O1	180.0	C8—C7—C11—N2	0.5 (4)
N1^i—Zn1—N1—C1	−126.0 (2)	C6—C7—C11—N2	179.9 (2)
N2^i—Zn1—N1—C1	−73.2 (2)	C8—C7—C11—C12	−178.4 (2)
N2—Zn1—N1—C1	179.7 (2)	C6—C7—C11—C12	0.9 (3)
O1—Zn1—N1—C1	86.6 (2)	C1—N1—C12—C4	−0.8 (4)
O1^i—Zn1—N1—C1	21.8 (2)	Zn1—N1—C12—C4	178.36 (18)
S1—Zn1—N1—C1	54.0 (2)	C1—N1—C12—C11	−178.6 (2)
N1^i—Zn1—N1—C12	54.92 (16)	Zn1—N1—C12—C11	0.5 (3)
N2^i—Zn1—N1—C12	107.76 (17)	C3—C4—C12—N1	1.3 (4)
N2—Zn1—N1—C12	0.63 (16)	C5—C4—C12—N1	−177.5 (2)
O1—Zn1—N1—C12	−92.49 (17)	C3—C4—C12—C11	179.1 (2)
O1^i—Zn1—N1—C12	−157.32 (16)	C5—C4—C12—C11	0.3 (4)
S1—Zn1—N1—C12	−125.08 (16)	N2—C11—C12—N1	−2.2 (3)
N1—Zn1—N2—C10	−176.8 (2)	C7—C11—C12—N1	176.8 (2)
N1^i—Zn1—N2—C10	12.8 (2)	N2—C11—C12—C4	179.9 (2)
N2^i—Zn1—N2—C10	91.7 (2)	C7—C11—C12—C4	−1.1 (3)
O1—Zn1—N2—C10	−79.5 (2)	O2^i—S1—O1—Zn1	119.13 (12)
O1^i—Zn1—N2—C10	−110.2 (3)	O2—S1—O1—Zn1	−118.45 (12)
S1—Zn1—N2—C10	−88.3 (2)	O1^i—S1—O1—Zn1	0.0
N1—Zn1—N2—C11	−1.76 (16)	N1—Zn1—O1—S1	−88.19 (11)
N1^i—Zn1—N2—C11	−172.11 (16)	N1^i—Zn1—O1—S1	98.17 (11)
N2^i—Zn1—N2—C11	−93.20 (16)	N2^i—Zn1—O1—S1	34.3 (3)
O1—Zn1—N2—C11	95.61 (17)	N2—Zn1—O1—S1	−166.64 (11)
O1^i—Zn1—N2—C11	64.9 (3)	O1^i—Zn1—O1—S1	0.0
S1—Zn1—N2—C11	86.80 (16)

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
O3—H3···O2^i	0.82	2.04	2.688 (6)	136
O3′—H3′···O2^i	0.82	2.38	2.715 (6)	105

Symmetry code: (i) −x+1, y, −z+3/2.