Bis(1,10-phenanthroline-κ²N,N′)(sulfato-κ²O,O′)­manganese(II) ethene-1,2-diol solvate

In the title compound, [Mn(SO₄)(C₁₂H₈N₂)₂]·C₂H₆O₂, the Mn atom has a distorted octa­hedral coordination composed of four N atoms from two phenanthroline groups and two O atoms from a bidentate sulfate ligand. The formula unit lies on a special position of site symmetry 2. Inter­molecular O—H...O hydrogen bonds help to stabilize the structure.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• Disorder in solvent or counterion
• R factor = 0.040
• wR factor = 0.112
• Data-to-parameter ratio = 12.1

checkCIF/PLATON results

No syntax errors found



Alert level C
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
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         O3
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      33.00 Perc.
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ......      27.90 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
   6 ALERT level C = Check and explain
   2 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 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')manganese(II) ethene-1,2-diol solvate

Crystal data

[Mn(SO4)(C12H8N2)2]·C2H6O2	F(000) = 1180
Mr = 573.48	Dx = 1.525 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2145 reflections
a = 18.480 (2) Å	θ = 2.6–26.3°
b = 12.0337 (13) Å	µ = 0.66 mm^−1
c = 12.9824 (14) Å	T = 293 K
β = 120.094 (2)°	Block, pale-red
V = 2497.9 (5) Å^3	0.33 × 0.30 × 0.21 mm
Z = 4

Data collection

Bruker SMART CCD 1K area-detector diffractometer	2204 independent reflections
Radiation source: fine-focus sealed tube	1761 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.034
φ and ω scans	θmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −21→21
Tmin = 0.811, Tmax = 0.873	k = −8→14
6594 measured reflections	l = −15→14

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.112	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0548P)^2 + 2.7949P] where P = (Fo^2 + 2Fc^2)/3
2204 reflections	(Δ/σ)max < 0.001
182 parameters	Δρmax = 0.53 e Å^−3
17 restraints	Δρmin = −0.32 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)
Mn1	0.5000	0.31483 (5)	0.7500	0.0381 (2)
S1	0.5000	0.54570 (8)	0.7500	0.0369 (3)
N2	0.40071 (15)	0.2006 (2)	0.6155 (2)	0.0404 (6)
C11	0.33934 (17)	0.1729 (2)	0.6398 (2)	0.0363 (6)
O2	0.43569 (17)	0.6145 (2)	0.7480 (3)	0.0727 (8)
N1	0.41091 (15)	0.2817 (2)	0.8172 (2)	0.0411 (6)
C12	0.34539 (17)	0.2150 (2)	0.7475 (2)	0.0357 (6)
O1	0.53634 (15)	0.46975 (19)	0.85359 (18)	0.0592 (6)
C1	0.4160 (2)	0.3221 (3)	0.9159 (3)	0.0500 (8)
H1A	0.4604	0.3690	0.9635	0.060*
C7	0.27037 (19)	0.1068 (2)	0.5629 (3)	0.0434 (7)
C8	0.2659 (2)	0.0695 (3)	0.4573 (3)	0.0539 (9)
H8A	0.2211	0.0258	0.4039	0.065*
C10	0.3939 (2)	0.1633 (3)	0.5147 (3)	0.0501 (8)
H10A	0.4354	0.1818	0.4971	0.060*
C6	0.2081 (2)	0.0824 (3)	0.5939 (3)	0.0536 (9)
H6A	0.1623	0.0391	0.5428	0.064*
C3	0.2920 (2)	0.2319 (3)	0.8811 (3)	0.0572 (9)
H3A	0.2524	0.2156	0.9031	0.069*
C5	0.2141 (2)	0.1205 (3)	0.6954 (3)	0.0543 (9)
H5A	0.1729	0.1027	0.7137	0.065*
C4	0.28325 (19)	0.1882 (3)	0.7751 (3)	0.0445 (7)
C2	0.3583 (2)	0.2979 (3)	0.9516 (3)	0.0578 (9)
H2B	0.3649	0.3263	1.0224	0.069*
C9	0.3271 (2)	0.0975 (3)	0.4338 (3)	0.0581 (9)
H9A	0.3248	0.0730	0.3642	0.070*
C13	0.4630 (3)	0.9160 (4)	0.7593 (6)	0.1100 (18)
H13A	0.4607	0.9865	0.7939	0.132*
H13B	0.4121	0.9088	0.6828	0.132*
O3	0.4667 (5)	0.8319 (7)	0.8319 (7)	0.074 (2)	0.50
H3	0.4681	0.7722	0.8026	0.110*	0.50
O3'	0.4278 (6)	0.8308 (6)	0.7881 (10)	0.102 (3)	0.50
H3'	0.4045	0.7881	0.7314	0.153*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0374 (4)	0.0364 (4)	0.0434 (4)	0.000	0.0224 (3)	0.000
S1	0.0356 (5)	0.0357 (6)	0.0432 (6)	0.000	0.0224 (5)	0.000
N2	0.0452 (14)	0.0386 (14)	0.0409 (13)	−0.0016 (11)	0.0243 (12)	−0.0015 (11)
C11	0.0367 (15)	0.0312 (15)	0.0390 (15)	0.0041 (12)	0.0174 (13)	0.0060 (12)
O2	0.0721 (17)	0.0575 (16)	0.118 (2)	0.0113 (14)	0.0693 (17)	0.0051 (15)
N1	0.0421 (14)	0.0410 (14)	0.0430 (14)	−0.0012 (12)	0.0234 (12)	−0.0043 (11)
C12	0.0344 (15)	0.0337 (15)	0.0383 (15)	0.0043 (12)	0.0176 (13)	0.0060 (12)
O1	0.0741 (16)	0.0463 (13)	0.0367 (12)	−0.0049 (12)	0.0124 (11)	−0.0018 (10)
C1	0.0526 (19)	0.054 (2)	0.0478 (18)	−0.0044 (16)	0.0285 (16)	−0.0111 (15)
C7	0.0437 (17)	0.0364 (16)	0.0397 (16)	−0.0001 (14)	0.0131 (13)	0.0062 (13)
C8	0.058 (2)	0.0445 (19)	0.0456 (18)	−0.0080 (16)	0.0155 (16)	−0.0026 (15)
C10	0.060 (2)	0.051 (2)	0.0470 (18)	−0.0036 (16)	0.0325 (16)	−0.0029 (15)
C6	0.0392 (17)	0.051 (2)	0.056 (2)	−0.0076 (15)	0.0133 (15)	0.0094 (16)
C3	0.059 (2)	0.070 (2)	0.061 (2)	0.0040 (19)	0.0429 (19)	0.0056 (19)
C5	0.0412 (18)	0.063 (2)	0.060 (2)	−0.0062 (16)	0.0266 (16)	0.0078 (18)
C4	0.0408 (17)	0.0452 (18)	0.0517 (18)	0.0023 (14)	0.0265 (15)	0.0089 (14)
C2	0.070 (2)	0.063 (2)	0.054 (2)	0.0000 (19)	0.0415 (19)	−0.0058 (17)
C9	0.077 (2)	0.055 (2)	0.0404 (18)	−0.0018 (19)	0.0280 (18)	−0.0067 (16)
C13	0.132 (4)	0.079 (3)	0.126 (4)	0.018 (3)	0.069 (3)	0.003 (3)
O3	0.093 (5)	0.077 (4)	0.068 (3)	0.010 (3)	0.053 (3)	−0.003 (3)
O3'	0.094 (7)	0.064 (5)	0.182 (11)	−0.002 (4)	0.094 (7)	−0.020 (6)

Geometric parameters (Å, º)

Mn1—O1	2.198 (2)	C7—C6	1.427 (5)
Mn1—O1^i	2.198 (2)	C8—C9	1.354 (5)
Mn1—N1^i	2.252 (2)	C8—H8A	0.9300
Mn1—N1	2.252 (2)	C10—C9	1.397 (5)
Mn1—N2	2.257 (2)	C10—H10A	0.9300
Mn1—N2^i	2.257 (2)	C6—C5	1.345 (5)
Mn1—S1	2.7782 (12)	C6—H6A	0.9300
S1—O2^i	1.438 (2)	C3—C2	1.358 (5)
S1—O2	1.438 (2)	C3—C4	1.405 (5)
S1—O1^i	1.480 (2)	C3—H3A	0.9300
S1—O1	1.480 (2)	C5—C4	1.428 (4)
N2—C10	1.328 (4)	C5—H5A	0.9300
N2—C11	1.362 (4)	C2—H2B	0.9300
C11—C7	1.406 (4)	C9—H9A	0.9300
C11—C12	1.438 (4)	C13—O3	1.360 (6)
N1—C1	1.330 (4)	C13—O3'	1.363 (6)
N1—C12	1.353 (4)	C13—C13^i	1.503 (5)
C12—C4	1.401 (4)	C13—H13A	0.9700
C1—C2	1.390 (5)	C13—H13B	0.9700
C1—H1A	0.9300	O3—H3	0.8200
C7—C8	1.405 (5)	O3'—H3'	0.8200
O1—Mn1—O1^i	63.94 (11)	S1—O1—Mn1	96.18 (11)
O1—Mn1—N1^i	109.19 (9)	N1—C1—C2	123.3 (3)
O1^i—Mn1—N1^i	88.37 (9)	N1—C1—H1A	118.3
O1—Mn1—N1	88.37 (9)	C2—C1—H1A	118.3
O1^i—Mn1—N1	109.19 (9)	C8—C7—C11	117.6 (3)
N1^i—Mn1—N1	159.61 (13)	C8—C7—C6	123.2 (3)
O1—Mn1—N2	150.55 (9)	C11—C7—C6	119.2 (3)
O1^i—Mn1—N2	99.37 (9)	C9—C8—C7	119.5 (3)
N1^i—Mn1—N2	93.50 (9)	C9—C8—H8A	120.2
N1—Mn1—N2	73.94 (9)	C7—C8—H8A	120.2
O1—Mn1—N2^i	99.37 (9)	N2—C10—C9	123.0 (3)
O1^i—Mn1—N2^i	150.55 (9)	N2—C10—H10A	118.5
N1^i—Mn1—N2^i	73.94 (9)	C9—C10—H10A	118.5
N1—Mn1—N2^i	93.50 (9)	C5—C6—C7	121.5 (3)
N2—Mn1—N2^i	104.93 (13)	C5—C6—H6A	119.2
O1—Mn1—S1	31.97 (6)	C7—C6—H6A	119.2
O1^i—Mn1—S1	31.97 (6)	C2—C3—C4	120.1 (3)
N1^i—Mn1—S1	100.19 (6)	C2—C3—H3A	120.0
N1—Mn1—S1	100.19 (6)	C4—C3—H3A	120.0
N2—Mn1—S1	127.53 (6)	C6—C5—C4	120.6 (3)
N2^i—Mn1—S1	127.53 (6)	C6—C5—H5A	119.7
O2^i—S1—O2	109.7 (2)	C4—C5—H5A	119.7
O2^i—S1—O1^i	111.51 (15)	C12—C4—C3	117.2 (3)
O2—S1—O1^i	110.16 (15)	C12—C4—C5	119.7 (3)
O2^i—S1—O1	110.16 (15)	C3—C4—C5	123.0 (3)
O2—S1—O1	111.51 (15)	C3—C2—C1	118.8 (3)
O1^i—S1—O1	103.71 (18)	C3—C2—H2B	120.6
O2^i—S1—Mn1	125.16 (11)	C1—C2—H2B	120.6
O2—S1—Mn1	125.16 (11)	C8—C9—C10	119.6 (3)
O1^i—S1—Mn1	51.85 (9)	C8—C9—H9A	120.2
O1—S1—Mn1	51.85 (9)	C10—C9—H9A	120.2
C10—N2—C11	117.8 (3)	O3—C13—O3'	27.9 (5)
C10—N2—Mn1	127.4 (2)	O3—C13—C13^i	112.2 (5)
C11—N2—Mn1	114.69 (18)	O3'—C13—C13^i	129.9 (4)
N2—C11—C7	122.5 (3)	O3—C13—H13A	109.2
N2—C11—C12	118.1 (3)	O3'—C13—H13A	113.2
C7—C11—C12	119.4 (3)	C13^i—C13—H13A	109.2
C1—N1—C12	117.9 (3)	O3—C13—H13B	109.2
C1—N1—Mn1	126.6 (2)	O3'—C13—H13B	82.1
C12—N1—Mn1	115.41 (18)	C13^i—C13—H13B	109.2
N1—C12—C4	122.6 (3)	H13A—C13—H13B	107.9
N1—C12—C11	117.8 (2)	C13—O3—H3	109.5
C4—C12—C11	119.6 (3)	C13—O3'—H3'	109.5
O1—Mn1—S1—O2^i	89.02 (19)	N1^i—Mn1—N1—C12	−54.41 (19)
O1^i—Mn1—S1—O2^i	−90.98 (19)	N2—Mn1—N1—C12	−0.74 (19)
N1^i—Mn1—S1—O2^i	−21.02 (16)	N2^i—Mn1—N1—C12	−105.3 (2)
N1—Mn1—S1—O2^i	158.98 (16)	S1—Mn1—N1—C12	125.59 (19)
N2—Mn1—S1—O2^i	−123.52 (17)	C1—N1—C12—C4	0.5 (4)
N2^i—Mn1—S1—O2^i	56.48 (17)	Mn1—N1—C12—C4	−178.6 (2)
O1—Mn1—S1—O2	−90.98 (19)	C1—N1—C12—C11	179.0 (3)
O1^i—Mn1—S1—O2	89.02 (19)	Mn1—N1—C12—C11	0.0 (3)
N1^i—Mn1—S1—O2	158.98 (16)	N2—C11—C12—N1	1.4 (4)
N1—Mn1—S1—O2	−21.02 (16)	C7—C11—C12—N1	−177.6 (3)
N2—Mn1—S1—O2	56.48 (17)	N2—C11—C12—C4	179.9 (3)
N2^i—Mn1—S1—O2	−123.52 (17)	C7—C11—C12—C4	1.0 (4)
O1—Mn1—S1—O1^i	180.000 (1)	O2^i—S1—O1—Mn1	−119.45 (13)
N1^i—Mn1—S1—O1^i	69.96 (14)	O2—S1—O1—Mn1	118.52 (14)
N1—Mn1—S1—O1^i	−110.04 (14)	O1^i—S1—O1—Mn1	0.0
N2—Mn1—S1—O1^i	−32.54 (15)	O1^i—Mn1—O1—S1	0.0
N2^i—Mn1—S1—O1^i	147.46 (15)	N1^i—Mn1—O1—S1	78.24 (13)
O1^i—Mn1—S1—O1	180.000 (1)	N1—Mn1—O1—S1	−112.33 (13)
N1^i—Mn1—S1—O1	−110.04 (14)	N2—Mn1—O1—S1	−60.2 (2)
N1—Mn1—S1—O1	69.96 (14)	N2^i—Mn1—O1—S1	154.39 (12)
N2—Mn1—S1—O1	147.46 (15)	C12—N1—C1—C2	1.0 (5)
N2^i—Mn1—S1—O1	−32.54 (15)	Mn1—N1—C1—C2	179.9 (3)
O1—Mn1—N2—C10	122.5 (3)	N2—C11—C7—C8	−0.3 (4)
O1^i—Mn1—N2—C10	70.3 (3)	C12—C11—C7—C8	178.6 (3)
N1^i—Mn1—N2—C10	−18.6 (3)	N2—C11—C7—C6	−179.3 (3)
N1—Mn1—N2—C10	177.7 (3)	C12—C11—C7—C6	−0.4 (4)
N2^i—Mn1—N2—C10	−92.9 (3)	C11—C7—C8—C9	0.3 (5)
S1—Mn1—N2—C10	87.1 (3)	C6—C7—C8—C9	179.2 (3)
O1—Mn1—N2—C11	−53.8 (3)	C11—N2—C10—C9	−0.1 (5)
O1^i—Mn1—N2—C11	−106.0 (2)	Mn1—N2—C10—C9	−176.3 (2)
N1^i—Mn1—N2—C11	165.1 (2)	C8—C7—C6—C5	−179.3 (3)
N1—Mn1—N2—C11	1.43 (19)	C11—C7—C6—C5	−0.4 (5)
N2^i—Mn1—N2—C11	90.80 (19)	C7—C6—C5—C4	0.6 (5)
S1—Mn1—N2—C11	−89.20 (19)	N1—C12—C4—C3	−1.2 (4)
C10—N2—C11—C7	0.3 (4)	C11—C12—C4—C3	−179.8 (3)
Mn1—N2—C11—C7	176.9 (2)	N1—C12—C4—C5	177.7 (3)
C10—N2—C11—C12	−178.6 (3)	C11—C12—C4—C5	−0.8 (4)
Mn1—N2—C11—C12	−2.0 (3)	C2—C3—C4—C12	0.5 (5)
O1—Mn1—N1—C1	−23.5 (3)	C2—C3—C4—C5	−178.4 (3)
O1^i—Mn1—N1—C1	−85.1 (3)	C6—C5—C4—C12	0.0 (5)
N1^i—Mn1—N1—C1	126.6 (3)	C6—C5—C4—C3	178.9 (3)
N2—Mn1—N1—C1	−179.7 (3)	C4—C3—C2—C1	0.8 (5)
N2^i—Mn1—N1—C1	75.8 (3)	N1—C1—C2—C3	−1.7 (6)
S1—Mn1—N1—C1	−53.4 (3)	C7—C8—C9—C10	−0.1 (5)
O1—Mn1—N1—C12	155.4 (2)	N2—C10—C9—C8	0.1 (5)
O1^i—Mn1—N1—C12	93.8 (2)

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	0.82	2.01	2.782 (9)	157
O3′—H3′···O2	0.82	2.15	2.673 (9)	122