Experimental
Crystal data
[Mn(C2H8N2)3]SO4 Mr = 331.31 Trigonal, ![[P \overline 31c ]](teximages/hb5060fi4.gif) a = 8.9460 (13) Å c = 9.6230 (19) Å V = 666.96 (19) Å3 Z = 2 Mo Kα radiation μ = 1.17 mm−1 T = 293 K 0.35 × 0.30 × 0.28 mm
|
Data collection
Bruker SMART CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2003 ) Tmin = 0.686, Tmax = 0.736 2640 measured reflections 402 independent reflections 386 reflections with I > 2σ(I) Rint = 0.031
|
N1i—Mn1—N1 | 81.6 (3) | Symmetry code: (i) . | |
D—H⋯A | D—H | H⋯A | D⋯A | D—H⋯A | N1—H1A⋯O1ii | 0.90 | 2.28 | 3.16 (3) | 166 | N1—H1A⋯O1iii | 0.90 | 2.43 | 3.15 (3) | 138 | N1—H1B⋯O1iv | 0.90 | 2.17 | 3.06 (2) | 170 | N1—H1B⋯O2iv | 0.90 | 2.11 | 3.00 (2) | 167 | N1—H1A⋯O2v | 0.90 | 2.14 | 2.95 (5) | 148 | N1—H1A⋯O3ii | 0.90 | 1.92 | 2.80 (3) | 166 | N1—H1B⋯O3iv | 0.90 | 2.15 | 2.96 (3) | 150 | N1—H1B⋯O3vi | 0.90 | 2.36 | 3.18 (3) | 152 | N1—H1B⋯O4vii | 0.90 | 2.15 | 2.94 (7) | 146 | Symmetry codes: (ii) x-y+1, x, -z+1; (iii) ; (iv) -x+y, -x+1, z+1; (v) -x+1, -y+1, -z+1; (vi) -y+1, x-y+1, z+1; (vii) x, y, z+1. | |
Data collection: SMART (Bruker, 2003
); cell refinement: SAINT (Bruker, 2003
); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: SHELXTL (Sheldrick, 2008
); software used to prepare material for publication: SHELXTL.
Supporting information
Manganese sulfate (0.2 mmol) and malic acid (0.4 mmol) were added to water (15 ml). The pH value was adjusted to 9 by en. Violet blocks of (I) were obtained after several days in 30% yield. Elemental analysis, Found:C, 21.73; H, 7.24; N, 25.35%. Calc. for C6H24N6MnSO4: C, 21.20; H, 7.00; N, 24.93%.
All H atoms were positioned geometrically and treated as riding on their parent atoms, with C—H 0.970 and N—H 0.900 Å, and with Uiso(H) = 1.2Ueq(C,N). The O atoms are resolved into four positions by PART instructions. The geometries and anisotropic displacement parameters of disordered atoms were refined with soft restraints using the SHELXL commands SUMP, SIMU and EADP.
Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXS97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
Tris(ethylenediamine)manganese(II) sulfate
top Crystal data top [Mn(C2H8N2)3]SO4 | Dx = 1.650 Mg m−3 |
Mr = 331.31 | Mo Kα radiation, λ = 0.71073 Å |
Trigonal, P31c | Cell parameters from 2640 reflections |
a = 8.9460 (13) Å | θ = 2.6–25.0° |
c = 9.6230 (19) Å | µ = 1.17 mm−1 |
V = 666.96 (19) Å3 | T = 293 K |
Z = 2 | Block, violet |
F(000) = 350 | 0.35 × 0.30 × 0.28 mm |
Data collection top Bruker SMART CCD diffractometer | 402 independent reflections |
Radiation source: fine-focus sealed tube | 386 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.031 |
ω scans | θmax = 25.0°, θmin = 2.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2003) | h = −8→10 |
Tmin = 0.686, Tmax = 0.736 | k = −10→4 |
2640 measured reflections | l = −11→11 |
Refinement top Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.058 | H-atom parameters constrained |
wR(F2) = 0.159 | w = 1/[σ2(Fo2) + (0.0637P)2 + 1.2291P] where P = (Fo2 + 2Fc2)/3 |
S = 1.55 | (Δ/σ)max = 0.001 |
402 reflections | Δρmax = 0.72 e Å−3 |
44 parameters | Δρmin = −0.63 e Å−3 |
2 restraints | Extinction correction: SHELXS97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.051 (15) |
Crystal data top [Mn(C2H8N2)3]SO4 | Z = 2 |
Mr = 331.31 | Mo Kα radiation |
Trigonal, P31c | µ = 1.17 mm−1 |
a = 8.9460 (13) Å | T = 293 K |
c = 9.6230 (19) Å | 0.35 × 0.30 × 0.28 mm |
V = 666.96 (19) Å3 | |
Data collection top Bruker SMART CCD diffractometer | 402 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2003) | 386 reflections with I > 2σ(I) |
Tmin = 0.686, Tmax = 0.736 | Rint = 0.031 |
2640 measured reflections | |
Refinement top R[F2 > 2σ(F2)] = 0.058 | 2 restraints |
wR(F2) = 0.159 | H-atom parameters constrained |
S = 1.55 | Δρmax = 0.72 e Å−3 |
402 reflections | Δρmin = −0.63 e Å−3 |
44 parameters | |
Special details top 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 (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Mn1 | 0.3333 | 0.6667 | 0.7500 | 0.0200 (8) | |
S1 | 0.3333 | 0.6667 | 0.2500 | 0.0332 (10) | |
O1 | 0.489 (3) | 0.813 (4) | 0.186 (2) | 0.051 (4) | 0.220 (12) |
O2 | 0.489 (3) | 0.721 (6) | 0.163 (3) | 0.051 (4) | 0.210 (13) |
O3 | 0.373 (6) | 0.799 (3) | 0.146 (3) | 0.051 (4) | 0.203 (14) |
O4 | 0.3333 | 0.6667 | 0.114 (9) | 0.051 (4) | 0.10 (2) |
N1 | 0.3136 (7) | 0.4590 (8) | 0.8712 (6) | 0.0427 (14) | |
H1A | 0.4072 | 0.4479 | 0.8581 | 0.051* | |
H1B | 0.3070 | 0.4791 | 0.9621 | 0.051* | |
C1 | 0.1570 (9) | 0.3007 (9) | 0.8275 (8) | 0.0491 (18) | |
H1C | 0.0561 | 0.2960 | 0.8692 | 0.059* | |
H1D | 0.1626 | 0.2002 | 0.8578 | 0.059* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.0208 (9) | 0.0208 (9) | 0.0184 (12) | 0.0104 (5) | 0.000 | 0.000 |
S1 | 0.0327 (13) | 0.0327 (13) | 0.034 (2) | 0.0163 (7) | 0.000 | 0.000 |
O1 | 0.045 (8) | 0.042 (12) | 0.047 (7) | 0.008 (10) | 0.007 (6) | 0.000 (8) |
O2 | 0.045 (8) | 0.042 (12) | 0.047 (7) | 0.008 (10) | 0.007 (6) | 0.000 (8) |
O3 | 0.045 (8) | 0.042 (12) | 0.047 (7) | 0.008 (10) | 0.007 (6) | 0.000 (8) |
O4 | 0.045 (8) | 0.042 (12) | 0.047 (7) | 0.008 (10) | 0.007 (6) | 0.000 (8) |
N1 | 0.041 (3) | 0.051 (3) | 0.040 (3) | 0.026 (3) | 0.008 (2) | 0.000 (2) |
C1 | 0.051 (4) | 0.053 (4) | 0.054 (4) | 0.035 (3) | 0.002 (3) | −0.006 (3) |
Geometric parameters (Å, º) top Mn1—N1i | 2.125 (6) | S1—O2iii | 1.48 (3) |
Mn1—N1ii | 2.125 (6) | S1—O2vii | 1.48 (3) |
Mn1—N1iii | 2.125 (6) | S1—O2viii | 1.48 (3) |
Mn1—N1iv | 2.125 (6) | S1—O2ii | 1.48 (3) |
Mn1—N1v | 2.125 (6) | O1—O1viii | 1.74 (5) |
Mn1—N1 | 2.125 (6) | O2—O2viii | 1.72 (6) |
S1—O4 | 1.30 (9) | O3—O3iii | 1.82 (4) |
S1—O4vi | 1.30 (9) | O3—O3ii | 1.82 (4) |
S1—O3vii | 1.45 (3) | N1—C1 | 1.471 (9) |
S1—O3iii | 1.45 (3) | N1—H1A | 0.9000 |
S1—O3 | 1.45 (3) | N1—H1B | 0.9000 |
S1—O3vi | 1.45 (3) | C1—C1iv | 1.496 (15) |
S1—O3ii | 1.45 (3) | C1—H1C | 0.9700 |
S1—O3viii | 1.45 (3) | C1—H1D | 0.9700 |
| | | |
N1i—Mn1—N1ii | 81.6 (3) | O3ii—S1—O2iii | 99.3 (13) |
N1i—Mn1—N1iii | 93.5 (3) | O3viii—S1—O2iii | 170.3 (17) |
N1ii—Mn1—N1iii | 92.7 (2) | O4—S1—O2vii | 124.3 (10) |
N1i—Mn1—N1iv | 92.7 (2) | O4vi—S1—O2vii | 55.7 (10) |
N1ii—Mn1—N1iv | 93.5 (3) | O3vii—S1—O2vii | 62.4 (15) |
N1iii—Mn1—N1iv | 171.8 (3) | O3iii—S1—O2vii | 97 (2) |
N1i—Mn1—N1v | 92.7 (2) | O3—S1—O2vii | 94 (3) |
N1ii—Mn1—N1v | 171.8 (3) | O3vi—S1—O2vii | 30.1 (12) |
N1iii—Mn1—N1v | 81.6 (3) | O3ii—S1—O2vii | 170.3 (17) |
N1iv—Mn1—N1v | 92.7 (2) | O3viii—S1—O2vii | 99.3 (13) |
N1i—Mn1—N1 | 171.8 (3) | O2iii—S1—O2vii | 71 (2) |
N1ii—Mn1—N1 | 92.7 (2) | O4—S1—O2viii | 124.3 (11) |
N1iii—Mn1—N1 | 92.7 (2) | O4vi—S1—O2viii | 55.7 (10) |
N1iv—Mn1—N1 | 81.6 (3) | O3vii—S1—O2viii | 30.1 (12) |
N1v—Mn1—N1 | 93.5 (3) | O3iii—S1—O2viii | 170.3 (18) |
O4—S1—O4vi | 180.000 (19) | O3—S1—O2viii | 97 (2) |
O4—S1—O3vii | 133.7 (10) | O3vi—S1—O2viii | 99.3 (13) |
O4vi—S1—O3vii | 46.3 (10) | O3ii—S1—O2viii | 94 (3) |
O4—S1—O3iii | 46.3 (10) | O3viii—S1—O2viii | 62.4 (15) |
O4vi—S1—O3iii | 133.7 (10) | O2iii—S1—O2viii | 116 (3) |
O3vii—S1—O3iii | 156 (4) | O2vii—S1—O2viii | 91.3 (15) |
O4—S1—O3 | 46.3 (10) | O4—S1—O2ii | 55.7 (10) |
O4vi—S1—O3 | 133.7 (10) | O4vi—S1—O2ii | 124.3 (10) |
O3vii—S1—O3 | 90 (2) | O3vii—S1—O2ii | 170.3 (17) |
O3iii—S1—O3 | 77.5 (15) | O3iii—S1—O2ii | 30.1 (12) |
O4—S1—O3vi | 133.7 (10) | O3—S1—O2ii | 99.3 (13) |
O4vi—S1—O3vi | 46.3 (10) | O3vi—S1—O2ii | 97 (2) |
O3vii—S1—O3vi | 77.5 (15) | O3ii—S1—O2ii | 62.4 (15) |
O3iii—S1—O3vi | 90 (2) | O3viii—S1—O2ii | 94 (3) |
O3—S1—O3vi | 121 (3) | O2iii—S1—O2ii | 91.3 (15) |
O4—S1—O3ii | 46.3 (10) | O2vii—S1—O2ii | 116 (3) |
O4vi—S1—O3ii | 133.7 (10) | O2viii—S1—O2ii | 147 (4) |
O3vii—S1—O3ii | 121 (3) | S1—O1—O1viii | 54.1 (11) |
O3iii—S1—O3ii | 77.5 (15) | S1—O2—O2viii | 54.5 (12) |
O3—S1—O3ii | 77.5 (15) | S1—O3—O3iii | 51.2 (7) |
O3vi—S1—O3ii | 156 (4) | S1—O3—O3ii | 51.2 (7) |
O4—S1—O3viii | 133.7 (10) | O3iii—O3—O3ii | 60.000 (1) |
O4vi—S1—O3viii | 46.3 (10) | C1—N1—Mn1 | 107.9 (4) |
O3vii—S1—O3viii | 77.5 (15) | C1—N1—H1A | 110.1 |
O3iii—S1—O3viii | 121 (3) | Mn1—N1—H1A | 110.1 |
O3—S1—O3viii | 156 (4) | C1—N1—H1B | 110.1 |
O3vi—S1—O3viii | 77.5 (15) | Mn1—N1—H1B | 110.1 |
O3ii—S1—O3viii | 90 (2) | H1A—N1—H1B | 108.4 |
O4—S1—O2iii | 55.7 (10) | N1—C1—C1iv | 108.9 (5) |
O4vi—S1—O2iii | 124.3 (10) | N1—C1—H1C | 109.9 |
O3vii—S1—O2iii | 97 (2) | C1iv—C1—H1C | 109.9 |
O3iii—S1—O2iii | 62.4 (15) | N1—C1—H1D | 109.9 |
O3—S1—O2iii | 30.1 (12) | C1iv—C1—H1D | 109.9 |
O3vi—S1—O2iii | 94 (3) | H1C—C1—H1D | 108.3 |
| | | |
O4—S1—O1—O1viii | −129 (2) | O3vii—S1—O3—O3iii | −159 (3) |
O4vi—S1—O1—O1viii | 51 (2) | O3vi—S1—O3—O3iii | −83 (2) |
O3vii—S1—O1—O1viii | 65.8 (19) | O3ii—S1—O3—O3iii | 79.8 (10) |
O3iii—S1—O1—O1viii | −140 (3) | O3viii—S1—O3—O3iii | 141.8 (18) |
O3—S1—O1—O1viii | 179 (3) | O2iii—S1—O3—O3iii | −55 (3) |
O3vi—S1—O1—O1viii | 100 (3) | O2vii—S1—O3—O3iii | −96 (3) |
O3ii—S1—O1—O1viii | −77 (2) | O2viii—S1—O3—O3iii | 172 (3) |
O3viii—S1—O1—O1viii | 0 (2) | O2ii—S1—O3—O3iii | 20.9 (16) |
O2iii—S1—O1—O1viii | 171 (2) | O4—S1—O3—O3ii | −39.9 (5) |
O2vii—S1—O1—O1viii | 112.2 (18) | O4vi—S1—O3—O3ii | 140.1 (5) |
O2viii—S1—O1—O1viii | 34.5 (19) | O3vii—S1—O3—O3ii | 122 (4) |
O2ii—S1—O1—O1viii | −108 (3) | O3iii—S1—O3—O3ii | −79.8 (10) |
O4—S1—O2—O2viii | 163 (4) | O3vi—S1—O3—O3ii | −163 (2) |
O4vi—S1—O2—O2viii | −17 (4) | O3viii—S1—O3—O3ii | 62 (2) |
O3vii—S1—O2—O2viii | 20 (2) | O2iii—S1—O3—O3ii | −135 (3) |
O3iii—S1—O2—O2viii | 179 (4) | O2vii—S1—O3—O3ii | −176 (3) |
O3—S1—O2—O2viii | 109 (4) | O2viii—S1—O3—O3ii | 92 (3) |
O3vi—S1—O2—O2viii | −3 (22) | O2ii—S1—O3—O3ii | −58.9 (16) |
O3ii—S1—O2—O2viii | −136 (5) | N1i—Mn1—N1—C1 | 32.2 (4) |
O3viii—S1—O2—O2viii | −58 (2) | N1ii—Mn1—N1—C1 | 78.5 (5) |
O2iii—S1—O2—O2viii | 117 (4) | N1iii—Mn1—N1—C1 | 171.4 (4) |
O2vii—S1—O2—O2viii | 61 (2) | N1iv—Mn1—N1—C1 | −14.7 (3) |
O2ii—S1—O2—O2viii | −151 (4) | N1v—Mn1—N1—C1 | −106.9 (4) |
O4—S1—O3—O3iii | 39.9 (5) | Mn1—N1—C1—C1iv | 41.5 (7) |
O4vi—S1—O3—O3iii | −140.1 (5) | | |
Symmetry codes: (i) x, x−y+1, −z+3/2; (ii) −x+y, −x+1, z; (iii) −y+1, x−y+1, z; (iv) −x+y, y, −z+3/2; (v) −y+1, −x+1, −z+3/2; (vi) −y+1, −x+1, −z+1/2; (vii) −x+y, y, −z+1/2; (viii) x, x−y+1, −z+1/2. |
Hydrogen-bond geometry (Å, º) top D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O1ix | 0.90 | 2.28 | 3.16 (3) | 166 |
N1—H1A···O1x | 0.90 | 2.43 | 3.15 (3) | 138 |
N1—H1B···O1xi | 0.90 | 2.17 | 3.06 (2) | 170 |
N1—H1B···O2xi | 0.90 | 2.11 | 3.00 (2) | 167 |
N1—H1A···O2xii | 0.90 | 2.14 | 2.95 (5) | 148 |
N1—H1A···O3ix | 0.90 | 1.92 | 2.80 (3) | 166 |
N1—H1B···O3xi | 0.90 | 2.15 | 2.96 (3) | 150 |
N1—H1B···O3xiii | 0.90 | 2.36 | 3.18 (3) | 152 |
N1—H1B···O4xiv | 0.90 | 2.15 | 2.94 (7) | 146 |
Symmetry codes: (ix) x−y+1, x, −z+1; (x) −x+1, −x+y, z+1/2; (xi) −x+y, −x+1, z+1; (xii) −x+1, −y+1, −z+1; (xiii) −y+1, x−y+1, z+1; (xiv) x, y, z+1. |
Experimental details
Crystal data |
Chemical formula | [Mn(C2H8N2)3]SO4 |
Mr | 331.31 |
Crystal system, space group | Trigonal, P31c |
Temperature (K) | 293 |
a, c (Å) | 8.9460 (13), 9.6230 (19) |
V (Å3) | 666.96 (19) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.17 |
Crystal size (mm) | 0.35 × 0.30 × 0.28 |
|
Data collection |
Diffractometer | Bruker SMART CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2003) |
Tmin, Tmax | 0.686, 0.736 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 2640, 402, 386 |
Rint | 0.031 |
(sin θ/λ)max (Å−1) | 0.594 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.058, 0.159, 1.55 |
No. of reflections | 402 |
No. of parameters | 44 |
No. of restraints | 2 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.72, −0.63 |
Selected geometric parameters (Å, º) topMn1—N1 | 2.125 (6) | | |
| | | |
N1i—Mn1—N1 | 81.6 (3) | | |
Symmetry code: (i) −x+y, y, −z+3/2. |
Hydrogen-bond geometry (Å, º) top D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O1ii | 0.90 | 2.28 | 3.16 (3) | 166 |
N1—H1A···O1iii | 0.90 | 2.43 | 3.15 (3) | 138 |
N1—H1B···O1iv | 0.90 | 2.17 | 3.06 (2) | 170 |
N1—H1B···O2iv | 0.90 | 2.11 | 3.00 (2) | 167 |
N1—H1A···O2v | 0.90 | 2.14 | 2.95 (5) | 148 |
N1—H1A···O3ii | 0.90 | 1.92 | 2.80 (3) | 166 |
N1—H1B···O3iv | 0.90 | 2.15 | 2.96 (3) | 150 |
N1—H1B···O3vi | 0.90 | 2.36 | 3.18 (3) | 152 |
N1—H1B···O4vii | 0.90 | 2.15 | 2.94 (7) | 146 |
Symmetry codes: (ii) x−y+1, x, −z+1; (iii) −x+1, −x+y, z+1/2; (iv) −x+y, −x+1, z+1; (v) −x+1, −y+1, −z+1; (vi) −y+1, x−y+1, z+1; (vii) x, y, z+1. |
Acknowledgements
This work was supported by the National Natural Science Foundation of China (No. 20671048) and the Doctoral Foundation of Liaocheng University (No. 31805).
References
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Ethylenediamine (en) ligand has been seen in a number of coordination compound (Cullen et al., 1970; Daniels et al., 1995 and Jameson et al., 1982), because it can not only chelate metal center by two nitrogen atoms, but also offer hydrogen atoms to form N—H···X hydrogen bonds. In this paper, we report the structure of the title compound, (I).
In the title compound (Fig. 1), [Mn(C2H8N2)3]SO4, the cation and anion are situated on a sixfold rotation axis. The Mn(II) is coordinated by six N atoms from three en ligands in a distorted octahedral geometry. The Mn—N bond length is 2.129 Å, which is shorter than the distance between Mn(II) and aromatic nitrogen atom (Shang et al., 2009). The O atoms of the sulfate anions are disordered. The disordered anions hydrogen bond with the coordination cations by N—H···O hydrogen bonds, forming three-dimensional supramolecular network. The hydrogen bond is listed in table 1.