metal-organic compounds
[2-(2,2′:4′,2′′-Terpyridin-6′-yl-κ2N1,N1′)benzoato-κO]manganese(II) trihydrate
aAdvanced Material Institute of Research, Department of Chemistry and Chemical Engineering, Qilu Normal University, Shandong 250013, People's Republic of China
*Correspondence e-mail: xinzhengliu_qlnu@yahoo.com.cn
In the title complex, [Mn(C22H14N3O2)2]·3H2O, the MnII ion is coordinated by two N,N′,O-tridentate 2-(2,2′:4′,2′′-terpyridin-6′-yl-κ2N1,N1′)benzoate ligands in a distorted cis-MnO2N4 octahedral geometry. In one ligand, the dihedral angles between the central pyridine ring, the other bonded pyridine ring, the terminal pyridine ring and the benzene ring are 14.3 (15), 18.3 (18) and 43.9 (16)°, respectively. The equivalent angles in the second ligand are 5.8 (18), 6.3 (18), and 47.0 (17)°, respectively. In the crystal, the complex molecules and lattice water molecules are linked by O—H⋯O and O—H⋯N hydrogen bonds, generating a three-dimensional network.
Related literature
For background to the applications of coordination complexes, see: Fan et al. (2013).
Experimental
Crystal data
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Refinement
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Data collection: APEX2 (Bruker, 2004); cell SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; 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
10.1107/S1600536813006004/hb7038sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536813006004/hb7038Isup2.hkl
A mixture of 6'-(2-carboxylphenyl)-2,2':4',2''-terpyridine (0.10 mmol, 0.035 g), manganese(II) sulfate monohydrate (0.10 mmol, 0.017 g), NaOH (0.20 mmol, 0.008 g) and 12 ml H2O was placed in a Teflon-lined stainless steel vessel, heated to 170°C for 3 days, followed by slow cooling (a descent rate of 10°C/h) to room temperature to yield orange blocks. Anal. Calc. for C44H34MnN6O7: C 64.95, H 4.21, N 10.33%; Found: C 64.91, H 4.16, N 10.28%.
All hydrogen atoms bound to carbon were refined using a riding model with distance C—H = 0.93 Å, Uiso = 1.2Ueq (C) for aromatic atoms. The H atoms of the water molecule were located from difference density maps and were refined with d(O—H) = 0.83 (2) Å, and with a fixed Uiso of 0.80 Å2.
Data collection: APEX2 (Bruker, 2004); cell
SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); 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 (Sheldrick, 2008).[Mn(C22H14N3O2)2]·3H2O | Z = 2 |
Mr = 813.71 | F(000) = 842 |
Triclinic, P1 | Dx = 1.377 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.157 (2) Å | Cell parameters from 6746 reflections |
b = 12.141 (2) Å | θ = 3.0–25.0° |
c = 15.517 (3) Å | µ = 0.40 mm−1 |
α = 82.79 (3)° | T = 293 K |
β = 84.19 (3)° | Block, orange |
γ = 70.59 (3)° | 0.12 × 0.10 × 0.08 mm |
V = 1962.7 (7) Å3 |
Bruker APEXII CCD diffractometer | 6746 independent reflections |
Radiation source: fine-focus sealed tube | 4043 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.098 |
ϕ and ω scans | θmax = 25.0°, θmin = 3.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −13→13 |
Tmin = 0.954, Tmax = 0.969 | k = −14→14 |
16229 measured reflections | l = −18→18 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.093 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.271 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.00 | w = 1/[σ2(Fo2) + (0.139P)2 + 1.6146P] where P = (Fo2 + 2Fc2)/3 |
6746 reflections | (Δ/σ)max = 0.001 |
536 parameters | Δρmax = 0.58 e Å−3 |
9 restraints | Δρmin = −2.70 e Å−3 |
[Mn(C22H14N3O2)2]·3H2O | γ = 70.59 (3)° |
Mr = 813.71 | V = 1962.7 (7) Å3 |
Triclinic, P1 | Z = 2 |
a = 11.157 (2) Å | Mo Kα radiation |
b = 12.141 (2) Å | µ = 0.40 mm−1 |
c = 15.517 (3) Å | T = 293 K |
α = 82.79 (3)° | 0.12 × 0.10 × 0.08 mm |
β = 84.19 (3)° |
Bruker APEXII CCD diffractometer | 6746 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 4043 reflections with I > 2σ(I) |
Tmin = 0.954, Tmax = 0.969 | Rint = 0.098 |
16229 measured reflections |
R[F2 > 2σ(F2)] = 0.093 | 9 restraints |
wR(F2) = 0.271 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.00 | Δρmax = 0.58 e Å−3 |
6746 reflections | Δρmin = −2.70 e Å−3 |
536 parameters |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.728 (3) | 0.730 (3) | 0.6259 (19) | 0.033 (7) | |
C2 | 0.605 (3) | 0.805 (3) | 0.608 (2) | 0.042 (8) | |
H2 | 0.5575 | 0.7851 | 0.5705 | 0.050* | |
C3 | 0.556 (3) | 0.910 (3) | 0.646 (2) | 0.039 (7) | |
C4 | 0.634 (3) | 0.935 (3) | 0.700 (2) | 0.041 (8) | |
H4 | 0.6056 | 1.0058 | 0.7249 | 0.049* | |
C5 | 0.753 (3) | 0.858 (3) | 0.715 (2) | 0.036 (7) | |
C6 | 0.840 (3) | 0.885 (3) | 0.7698 (19) | 0.039 (7) | |
C7 | 0.792 (4) | 0.934 (3) | 0.850 (2) | 0.052 (9) | |
H7 | 0.7068 | 0.9482 | 0.8678 | 0.063* | |
C8 | 0.870 (4) | 0.962 (3) | 0.900 (2) | 0.061 (11) | |
H8 | 0.8378 | 0.9925 | 0.9530 | 0.074* | |
C9 | 0.996 (5) | 0.943 (3) | 0.873 (3) | 0.067 (12) | |
H9 | 1.0486 | 0.9625 | 0.9074 | 0.081* | |
C10 | 1.046 (3) | 0.896 (3) | 0.795 (2) | 0.051 (9) | |
H10 | 1.1310 | 0.8852 | 0.7773 | 0.061* | |
C11 | 0.970 (3) | 0.865 (3) | 0.743 (2) | 0.036 (7) | |
C12 | 1.027 (3) | 0.814 (3) | 0.659 (2) | 0.038 (7) | |
C13 | 0.784 (3) | 0.615 (3) | 0.588 (2) | 0.034 (7) | |
C14 | 0.732 (3) | 0.587 (3) | 0.520 (2) | 0.042 (8) | |
H14 | 0.6611 | 0.6409 | 0.4952 | 0.051* | |
C15 | 0.788 (3) | 0.477 (3) | 0.490 (2) | 0.048 (9) | |
H15 | 0.7549 | 0.4570 | 0.4442 | 0.058* | |
C16 | 0.893 (3) | 0.400 (3) | 0.528 (2) | 0.043 (8) | |
H16 | 0.9304 | 0.3257 | 0.5088 | 0.052* | |
C17 | 0.941 (3) | 0.433 (3) | 0.596 (2) | 0.036 (7) | |
H17 | 1.0134 | 0.3798 | 0.6209 | 0.043* | |
C18 | 0.422 (3) | 0.987 (3) | 0.631 (2) | 0.042 (8) | |
C19 | 0.357 (4) | 1.069 (4) | 0.685 (3) | 0.070 (13) | |
H19 | 0.3948 | 1.0809 | 0.7320 | 0.084* | |
C20 | 0.232 (4) | 1.137 (4) | 0.667 (3) | 0.082 (15) | |
H20 | 0.1865 | 1.1956 | 0.7028 | 0.098* | |
C21 | 0.176 (3) | 1.119 (3) | 0.601 (3) | 0.062 (11) | |
H21 | 0.0916 | 1.1618 | 0.5901 | 0.075* | |
C22 | 0.248 (3) | 1.035 (4) | 0.548 (3) | 0.061 (10) | |
H22 | 0.2125 | 1.0238 | 0.4998 | 0.073* | |
C23 | 0.724 (3) | 0.575 (3) | 0.834 (2) | 0.045 (8) | |
H23 | 0.7145 | 0.5443 | 0.7836 | 0.054* | |
C24 | 0.625 (3) | 0.600 (4) | 0.894 (2) | 0.061 (11) | |
H24 | 0.5496 | 0.5881 | 0.8860 | 0.074* | |
C25 | 0.639 (3) | 0.644 (5) | 0.969 (3) | 0.067 (13) | |
H25 | 0.5725 | 0.6626 | 1.0112 | 0.080* | |
C26 | 0.754 (3) | 0.660 (4) | 0.980 (2) | 0.055 (10) | |
H26 | 0.7636 | 0.6922 | 1.0295 | 0.066* | |
C27 | 0.853 (3) | 0.629 (3) | 0.9173 (19) | 0.037 (7) | |
C28 | 0.982 (3) | 0.637 (3) | 0.9267 (18) | 0.033 (7) | |
C29 | 1.014 (3) | 0.670 (3) | 1.0000 (19) | 0.039 (7) | |
H29 | 0.9530 | 0.6923 | 1.0458 | 0.046* | |
C30 | 1.139 (3) | 0.671 (3) | 1.0061 (19) | 0.038 (7) | |
C31 | 1.225 (3) | 0.636 (3) | 0.937 (2) | 0.041 (8) | |
H31 | 1.3082 | 0.6350 | 0.9382 | 0.049* | |
C32 | 1.189 (3) | 0.600 (3) | 0.8639 (18) | 0.034 (7) | |
C33 | 1.285 (3) | 0.557 (3) | 0.7919 (19) | 0.037 (7) | |
C34 | 1.369 (3) | 0.617 (4) | 0.761 (2) | 0.050 (9) | |
H34 | 1.3612 | 0.6865 | 0.7831 | 0.060* | |
C35 | 1.464 (4) | 0.576 (4) | 0.696 (3) | 0.065 (12) | |
H35 | 1.5175 | 0.6189 | 0.6742 | 0.078* | |
C36 | 1.479 (3) | 0.472 (4) | 0.664 (2) | 0.059 (10) | |
H36 | 1.5450 | 0.4435 | 0.6226 | 0.070* | |
C37 | 1.397 (3) | 0.409 (4) | 0.693 (2) | 0.054 (9) | |
H37 | 1.4077 | 0.3381 | 0.6719 | 0.064* | |
C38 | 1.298 (3) | 0.453 (3) | 0.7553 (19) | 0.036 (7) | |
C39 | 1.210 (3) | 0.382 (3) | 0.7794 (18) | 0.036 (7) | |
C40 | 1.180 (3) | 0.706 (3) | 1.083 (2) | 0.043 (8) | |
C41 | 1.101 (4) | 0.729 (3) | 1.160 (2) | 0.047 (8) | |
H41 | 1.0187 | 0.7253 | 1.1625 | 0.057* | |
C42 | 1.145 (4) | 0.759 (4) | 1.230 (2) | 0.058 (10) | |
H42 | 1.0929 | 0.7774 | 1.2806 | 0.069* | |
C43 | 1.269 (4) | 0.759 (4) | 1.225 (2) | 0.061 (11) | |
H43 | 1.3030 | 0.7746 | 1.2726 | 0.073* | |
C44 | 1.339 (4) | 0.736 (5) | 1.149 (3) | 0.074 (13) | |
H44 | 1.4221 | 0.7383 | 1.1466 | 0.089* | |
Mn1 | 0.9818 (4) | 0.5939 (4) | 0.7297 (3) | 0.0315 (15) | |
N1 | 0.800 (2) | 0.754 (2) | 0.6797 (15) | 0.033 (6) | |
N2 | 0.888 (2) | 0.539 (2) | 0.6268 (15) | 0.034 (6) | |
N3 | 0.370 (3) | 0.968 (3) | 0.564 (2) | 0.052 (7) | |
N4 | 1.068 (2) | 0.604 (2) | 0.8581 (15) | 0.031 (5) | |
N5 | 0.837 (2) | 0.591 (2) | 0.8421 (16) | 0.036 (6) | |
N6 | 1.299 (3) | 0.711 (3) | 1.079 (2) | 0.063 (9) | |
O1 | 1.0765 (19) | 0.7039 (19) | 0.6607 (13) | 0.038 (5) | |
O2 | 1.023 (3) | 0.885 (2) | 0.5930 (17) | 0.066 (7) | |
O3 | 1.104 (2) | 0.4190 (19) | 0.7432 (15) | 0.045 (5) | |
O4 | 1.244 (3) | 0.289 (2) | 0.8273 (15) | 0.058 (7) | |
O1W | 0.867 (3) | 0.128 (2) | 0.5750 (18) | 0.063 (7) | |
O2W | 0.409 (4) | 0.792 (4) | 0.433 (3) | 0.106 (13) | |
H3W | 0.40 (3) | 0.734 (17) | 0.46 (2) | 0.080* | |
H4W | 0.42 (5) | 0.84 (3) | 0.464 (19) | 0.080* | |
H2W | 0.84 (4) | 0.15 (2) | 0.527 (12) | 0.080* | |
H1W | 0.88 (4) | 0.060 (10) | 0.59 (2) | 0.080* | |
O3W | 0.438 (3) | 0.099 (3) | 0.894 (2) | 0.080* | |
H5W | 0.367 (19) | 0.11 (4) | 0.94 (2) | 0.2 (3)* | |
H6W | 0.50 (4) | 0.13 (2) | 0.91 (3) | 0.080* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.031 (15) | 0.033 (16) | 0.033 (16) | −0.005 (13) | −0.007 (12) | −0.009 (12) |
C2 | 0.041 (18) | 0.036 (18) | 0.046 (19) | −0.003 (15) | −0.013 (15) | −0.014 (14) |
C3 | 0.034 (16) | 0.037 (18) | 0.042 (18) | −0.001 (14) | −0.006 (14) | −0.008 (14) |
C4 | 0.035 (16) | 0.031 (17) | 0.05 (2) | −0.001 (14) | −0.006 (14) | −0.016 (14) |
C5 | 0.031 (15) | 0.033 (17) | 0.042 (18) | −0.006 (13) | −0.004 (13) | −0.012 (13) |
C6 | 0.047 (18) | 0.042 (19) | 0.030 (16) | −0.014 (16) | −0.009 (14) | −0.012 (13) |
C7 | 0.06 (2) | 0.05 (2) | 0.05 (2) | −0.003 (18) | −0.007 (17) | −0.024 (16) |
C8 | 0.08 (3) | 0.06 (2) | 0.04 (2) | −0.01 (2) | −0.018 (19) | −0.022 (17) |
C9 | 0.08 (3) | 0.05 (2) | 0.07 (3) | −0.01 (2) | −0.04 (2) | −0.02 (2) |
C10 | 0.048 (19) | 0.05 (2) | 0.06 (2) | −0.019 (17) | −0.024 (17) | −0.007 (17) |
C11 | 0.037 (16) | 0.033 (17) | 0.044 (18) | −0.015 (14) | −0.008 (13) | −0.005 (13) |
C12 | 0.037 (17) | 0.041 (19) | 0.034 (17) | −0.011 (15) | 0.001 (13) | 0.000 (14) |
C13 | 0.030 (15) | 0.029 (16) | 0.039 (17) | −0.004 (13) | −0.002 (13) | −0.004 (13) |
C14 | 0.044 (18) | 0.037 (18) | 0.043 (18) | −0.003 (15) | −0.015 (14) | −0.010 (14) |
C15 | 0.047 (19) | 0.05 (2) | 0.044 (19) | −0.003 (17) | −0.013 (15) | −0.021 (16) |
C16 | 0.06 (2) | 0.033 (17) | 0.037 (18) | −0.006 (16) | −0.005 (15) | −0.012 (13) |
C17 | 0.039 (16) | 0.031 (16) | 0.039 (17) | −0.010 (14) | −0.009 (13) | −0.009 (13) |
C18 | 0.040 (17) | 0.032 (17) | 0.06 (2) | −0.008 (15) | −0.016 (15) | −0.007 (14) |
C19 | 0.05 (2) | 0.08 (3) | 0.07 (3) | 0.01 (2) | −0.018 (19) | −0.05 (2) |
C20 | 0.05 (2) | 0.08 (3) | 0.11 (4) | 0.01 (2) | −0.02 (2) | −0.06 (3) |
C21 | 0.037 (19) | 0.05 (2) | 0.09 (3) | 0.004 (18) | −0.03 (2) | −0.02 (2) |
C22 | 0.042 (19) | 0.06 (3) | 0.07 (3) | −0.005 (19) | −0.018 (18) | −0.02 (2) |
C23 | 0.034 (17) | 0.06 (2) | 0.05 (2) | −0.014 (17) | −0.013 (14) | −0.004 (16) |
C24 | 0.031 (17) | 0.11 (3) | 0.05 (2) | −0.03 (2) | 0.003 (16) | −0.01 (2) |
C25 | 0.031 (18) | 0.12 (4) | 0.05 (2) | −0.02 (2) | 0.004 (16) | −0.01 (2) |
C26 | 0.042 (19) | 0.09 (3) | 0.035 (19) | −0.02 (2) | −0.002 (15) | −0.007 (18) |
C27 | 0.031 (16) | 0.045 (19) | 0.030 (16) | −0.009 (14) | −0.002 (12) | 0.001 (13) |
C28 | 0.034 (15) | 0.038 (17) | 0.028 (15) | −0.011 (14) | −0.001 (12) | −0.004 (12) |
C29 | 0.039 (17) | 0.046 (19) | 0.031 (16) | −0.012 (15) | 0.003 (13) | −0.014 (14) |
C30 | 0.044 (18) | 0.037 (18) | 0.031 (16) | −0.010 (15) | −0.006 (13) | −0.008 (13) |
C31 | 0.035 (16) | 0.05 (2) | 0.041 (18) | −0.020 (16) | −0.007 (14) | −0.006 (15) |
C32 | 0.036 (16) | 0.041 (18) | 0.026 (15) | −0.012 (14) | −0.006 (12) | 0.000 (12) |
C33 | 0.027 (14) | 0.05 (2) | 0.033 (16) | −0.010 (14) | −0.004 (12) | −0.002 (14) |
C34 | 0.048 (19) | 0.07 (2) | 0.04 (2) | −0.025 (19) | −0.002 (16) | −0.003 (17) |
C35 | 0.05 (2) | 0.10 (4) | 0.06 (2) | −0.04 (2) | 0.001 (18) | 0.00 (2) |
C36 | 0.04 (2) | 0.09 (3) | 0.05 (2) | −0.02 (2) | 0.007 (16) | −0.03 (2) |
C37 | 0.043 (19) | 0.07 (3) | 0.04 (2) | −0.001 (19) | −0.010 (15) | −0.014 (17) |
C38 | 0.027 (14) | 0.052 (19) | 0.026 (15) | −0.007 (14) | −0.005 (12) | −0.010 (13) |
C39 | 0.043 (17) | 0.035 (17) | 0.023 (15) | 0.001 (14) | −0.003 (13) | −0.012 (13) |
C40 | 0.05 (2) | 0.05 (2) | 0.032 (17) | −0.021 (17) | −0.011 (15) | −0.007 (14) |
C41 | 0.06 (2) | 0.06 (2) | 0.033 (18) | −0.029 (19) | 0.001 (15) | −0.013 (15) |
C42 | 0.08 (3) | 0.07 (3) | 0.04 (2) | −0.04 (2) | 0.005 (18) | −0.016 (17) |
C43 | 0.08 (3) | 0.07 (3) | 0.04 (2) | −0.02 (2) | −0.021 (19) | −0.021 (18) |
C44 | 0.06 (2) | 0.11 (4) | 0.07 (3) | −0.03 (3) | −0.01 (2) | −0.04 (3) |
Mn1 | 0.032 (2) | 0.035 (3) | 0.027 (2) | −0.009 (2) | −0.0035 (17) | −0.0057 (18) |
N1 | 0.033 (13) | 0.031 (14) | 0.034 (14) | −0.009 (11) | −0.003 (10) | −0.007 (10) |
N2 | 0.041 (14) | 0.029 (13) | 0.031 (13) | −0.007 (11) | −0.005 (11) | −0.010 (10) |
N3 | 0.042 (16) | 0.051 (18) | 0.060 (19) | −0.004 (14) | −0.017 (14) | −0.014 (14) |
N4 | 0.031 (13) | 0.036 (14) | 0.028 (13) | −0.013 (11) | −0.003 (10) | −0.001 (10) |
N5 | 0.032 (13) | 0.043 (15) | 0.035 (14) | −0.013 (12) | −0.006 (10) | −0.007 (11) |
N6 | 0.053 (18) | 0.10 (3) | 0.050 (19) | −0.035 (19) | −0.006 (14) | −0.029 (18) |
O1 | 0.035 (11) | 0.043 (14) | 0.039 (12) | −0.015 (11) | −0.001 (9) | −0.007 (9) |
O2 | 0.082 (19) | 0.052 (16) | 0.048 (16) | −0.010 (14) | 0.010 (13) | 0.014 (12) |
O3 | 0.037 (12) | 0.038 (13) | 0.056 (14) | −0.006 (10) | −0.007 (10) | −0.008 (10) |
O4 | 0.078 (18) | 0.046 (15) | 0.043 (14) | −0.011 (14) | −0.013 (13) | 0.001 (11) |
O1W | 0.076 (19) | 0.057 (17) | 0.056 (17) | −0.015 (16) | −0.012 (14) | −0.011 (13) |
O2W | 0.10 (3) | 0.09 (3) | 0.11 (3) | 0.00 (2) | 0.01 (2) | −0.05 (2) |
C1—N1 | 1.34 (4) | C25—C26 | 1.39 (5) |
C1—C2 | 1.41 (4) | C25—H25 | 0.9300 |
C1—C13 | 1.49 (4) | C26—C27 | 1.39 (5) |
C2—C3 | 1.39 (4) | C26—H26 | 0.9300 |
C2—H2 | 0.9300 | C27—N5 | 1.35 (4) |
C3—C4 | 1.39 (4) | C27—C28 | 1.50 (4) |
C3—C18 | 1.50 (4) | C28—N4 | 1.36 (4) |
C4—C5 | 1.38 (4) | C28—C29 | 1.37 (4) |
C4—H4 | 0.9300 | C29—C30 | 1.42 (4) |
C5—N1 | 1.35 (4) | C29—H29 | 0.9300 |
C5—C6 | 1.49 (4) | C30—C31 | 1.38 (4) |
C6—C11 | 1.41 (4) | C30—C40 | 1.48 (4) |
C6—C7 | 1.42 (4) | C31—C32 | 1.40 (4) |
C7—C8 | 1.37 (5) | C31—H31 | 0.9300 |
C7—H7 | 0.9300 | C32—N4 | 1.35 (4) |
C8—C9 | 1.38 (6) | C32—C33 | 1.49 (4) |
C8—H8 | 0.9300 | C33—C34 | 1.39 (5) |
C9—C10 | 1.39 (6) | C33—C38 | 1.40 (4) |
C9—H9 | 0.9300 | C34—C35 | 1.40 (5) |
C10—C11 | 1.40 (4) | C34—H34 | 0.9300 |
C10—H10 | 0.9300 | C35—C36 | 1.36 (6) |
C11—C12 | 1.50 (4) | C35—H35 | 0.9300 |
C12—O2 | 1.24 (4) | C36—C37 | 1.39 (6) |
C12—O1 | 1.27 (4) | C36—H36 | 0.9300 |
C13—N2 | 1.35 (4) | C37—C38 | 1.39 (5) |
C13—C14 | 1.38 (4) | C37—H37 | 0.9300 |
C14—C15 | 1.39 (4) | C38—C39 | 1.50 (5) |
C14—H14 | 0.9300 | C39—O4 | 1.24 (4) |
C15—C16 | 1.36 (5) | C39—O3 | 1.28 (4) |
C15—H15 | 0.9300 | C40—N6 | 1.34 (4) |
C16—C17 | 1.39 (4) | C40—C41 | 1.40 (5) |
C16—H16 | 0.9300 | C41—C42 | 1.38 (5) |
C17—N2 | 1.36 (4) | C41—H41 | 0.9300 |
C17—H17 | 0.9300 | C42—C43 | 1.37 (6) |
C18—N3 | 1.33 (4) | C42—H42 | 0.9300 |
C18—C19 | 1.35 (5) | C43—C44 | 1.35 (6) |
C19—C20 | 1.40 (5) | C43—H43 | 0.9300 |
C19—H19 | 0.9300 | C44—N6 | 1.33 (5) |
C20—C21 | 1.33 (6) | C44—H44 | 0.9300 |
C20—H20 | 0.9300 | Mn1—O1 | 2.10 (2) |
C21—C22 | 1.37 (5) | Mn1—O3 | 2.11 (2) |
C21—H21 | 0.9300 | Mn1—N5 | 2.26 (2) |
C22—N3 | 1.36 (4) | Mn1—N2 | 2.27 (2) |
C22—H22 | 0.9300 | Mn1—N4 | 2.33 (2) |
C23—N5 | 1.36 (4) | Mn1—N1 | 2.41 (2) |
C23—C24 | 1.36 (5) | O1W—H2W | 0.819 (18) |
C23—H23 | 0.9300 | O1W—H1W | 0.82 (2) |
C24—C25 | 1.37 (5) | O2W—H3W | 0.821 (17) |
C24—H24 | 0.9300 | O2W—H4W | 0.82 (2) |
N1—C1—C2 | 122 (3) | C29—C28—C27 | 123 (3) |
N1—C1—C13 | 116 (2) | C28—C29—C30 | 120 (3) |
C2—C1—C13 | 122 (3) | C28—C29—H29 | 120.0 |
C1—C2—C3 | 120 (3) | C30—C29—H29 | 120.0 |
C1—C2—H2 | 120.3 | C31—C30—C29 | 117 (3) |
C3—C2—H2 | 120.2 | C31—C30—C40 | 120 (3) |
C4—C3—C2 | 117 (3) | C29—C30—C40 | 123 (3) |
C4—C3—C18 | 123 (3) | C30—C31—C32 | 121 (3) |
C2—C3—C18 | 120 (3) | C30—C31—H31 | 119.4 |
C3—C4—C5 | 121 (3) | C32—C31—H31 | 119.6 |
C3—C4—H4 | 119.6 | N4—C32—C31 | 121 (3) |
C5—C4—H4 | 119.5 | N4—C32—C33 | 119 (2) |
N1—C5—C4 | 122 (3) | C31—C32—C33 | 120 (3) |
N1—C5—C6 | 116 (3) | C34—C33—C38 | 118 (3) |
C4—C5—C6 | 122 (3) | C34—C33—C32 | 120 (3) |
C11—C6—C7 | 119 (3) | C38—C33—C32 | 123 (3) |
C11—C6—C5 | 121 (3) | C33—C34—C35 | 121 (4) |
C7—C6—C5 | 120 (3) | C33—C34—H34 | 119.2 |
C8—C7—C6 | 121 (4) | C35—C34—H34 | 119.3 |
C8—C7—H7 | 119.7 | C36—C35—C34 | 120 (4) |
C6—C7—H7 | 119.6 | C36—C35—H35 | 120.0 |
C9—C8—C7 | 120 (4) | C34—C35—H35 | 120.0 |
C9—C8—H8 | 120.2 | C35—C36—C37 | 120 (3) |
C7—C8—H8 | 119.9 | C35—C36—H36 | 119.8 |
C8—C9—C10 | 121 (3) | C37—C36—H36 | 119.9 |
C8—C9—H9 | 119.7 | C36—C37—C38 | 120 (4) |
C10—C9—H9 | 119.5 | C36—C37—H37 | 120.1 |
C9—C10—C11 | 121 (4) | C38—C37—H37 | 120.2 |
C9—C10—H10 | 119.9 | C33—C38—C37 | 121 (3) |
C11—C10—H10 | 119.5 | C33—C38—C39 | 123 (3) |
C6—C11—C10 | 119 (3) | C37—C38—C39 | 116 (3) |
C6—C11—C12 | 122 (3) | O4—C39—O3 | 123 (3) |
C10—C11—C12 | 119 (3) | O4—C39—C38 | 121 (3) |
O2—C12—O1 | 125 (3) | O3—C39—C38 | 116 (3) |
O2—C12—C11 | 117 (3) | N6—C40—C41 | 121 (3) |
O1—C12—C11 | 118 (3) | N6—C40—C30 | 117 (3) |
N2—C13—C14 | 122 (3) | C41—C40—C30 | 122 (3) |
N2—C13—C1 | 115 (3) | C42—C41—C40 | 120 (3) |
C14—C13—C1 | 122 (3) | C42—C41—H41 | 120.3 |
C13—C14—C15 | 119 (3) | C40—C41—H41 | 120.1 |
C13—C14—H14 | 120.5 | C43—C42—C41 | 119 (3) |
C15—C14—H14 | 120.5 | C43—C42—H42 | 120.7 |
C16—C15—C14 | 120 (3) | C41—C42—H42 | 120.7 |
C16—C15—H15 | 120.3 | C42—C43—C44 | 118 (3) |
C14—C15—H15 | 120.2 | C42—C43—H43 | 120.6 |
C15—C16—C17 | 119 (3) | C44—C43—H43 | 121.0 |
C15—C16—H16 | 120.4 | N6—C44—C43 | 125 (4) |
C17—C16—H16 | 120.4 | N6—C44—H44 | 117.5 |
N2—C17—C16 | 122 (3) | C43—C44—H44 | 117.4 |
N2—C17—H17 | 118.9 | O1—Mn1—O3 | 110.7 (9) |
C16—C17—H17 | 118.9 | O1—Mn1—N5 | 141.2 (9) |
N3—C18—C19 | 122 (3) | O3—Mn1—N5 | 100.9 (9) |
N3—C18—C3 | 116 (3) | O1—Mn1—N2 | 104.9 (9) |
C19—C18—C3 | 122 (3) | O3—Mn1—N2 | 87.1 (9) |
C18—C19—C20 | 119 (4) | N5—Mn1—N2 | 98.5 (9) |
C18—C19—H19 | 120.6 | O1—Mn1—N4 | 90.8 (8) |
C20—C19—H19 | 120.7 | O3—Mn1—N4 | 82.7 (9) |
C21—C20—C19 | 121 (4) | N5—Mn1—N4 | 71.0 (8) |
C21—C20—H20 | 119.5 | N2—Mn1—N4 | 163.5 (9) |
C19—C20—H20 | 119.5 | O1—Mn1—N1 | 80.6 (8) |
C22—C21—C20 | 117 (3) | O3—Mn1—N1 | 156.2 (9) |
C22—C21—H21 | 121.3 | N5—Mn1—N1 | 79.2 (9) |
C20—C21—H21 | 121.6 | N2—Mn1—N1 | 69.5 (8) |
C21—C22—N3 | 123 (4) | N4—Mn1—N1 | 119.0 (8) |
C21—C22—H22 | 118.4 | C1—N1—C5 | 118 (2) |
N3—C22—H22 | 118.5 | C1—N1—Mn1 | 116.3 (18) |
N5—C23—C24 | 123 (3) | C5—N1—Mn1 | 124.1 (19) |
N5—C23—H23 | 118.3 | C17—N2—C13 | 118 (2) |
C24—C23—H23 | 118.4 | C17—N2—Mn1 | 120.5 (19) |
C25—C24—C23 | 119 (3) | C13—N2—Mn1 | 121.4 (19) |
C25—C24—H24 | 120.6 | C18—N3—C22 | 118 (3) |
C23—C24—H24 | 120.5 | C32—N4—C28 | 119 (2) |
C24—C25—C26 | 119 (3) | C32—N4—Mn1 | 124.5 (18) |
C24—C25—H25 | 120.3 | C28—N4—Mn1 | 115.6 (18) |
C26—C25—H25 | 120.2 | C23—N5—C27 | 118 (3) |
C25—C26—C27 | 119 (3) | C23—N5—Mn1 | 123 (2) |
C25—C26—H26 | 120.4 | C27—N5—Mn1 | 117.7 (19) |
C27—C26—H26 | 120.4 | C40—N6—C44 | 118 (3) |
N5—C27—C26 | 121 (3) | C12—O1—Mn1 | 120.0 (18) |
N5—C27—C28 | 116 (2) | C39—O3—Mn1 | 126 (2) |
C26—C27—C28 | 123 (3) | H2W—O1W—H1W | 114.5 (16) |
N4—C28—C29 | 122 (3) | H3W—O2W—H4W | 115 (3) |
N4—C28—C27 | 115 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H2W···O2i | 0.82 (1) | 2.23 (8) | 2.768 (8) | 123 (8) |
O1W—H1W···O2ii | 0.82 (1) | 2.27 (7) | 2.881 (8) | 145 (6) |
O2W—H4W···N3 | 0.82 (1) | 2.24 (4) | 3.022 (9) | 159 (9) |
O3W—H5W···O4iii | 0.82 (1) | 2.65 (8) | 2.765 (8) | 89 (6) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) x, y−1, z; (iii) x−1, y, z. |
Experimental details
Crystal data | |
Chemical formula | [Mn(C22H14N3O2)2]·3H2O |
Mr | 813.71 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 11.157 (2), 12.141 (2), 15.517 (3) |
α, β, γ (°) | 82.79 (3), 84.19 (3), 70.59 (3) |
V (Å3) | 1962.7 (7) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.40 |
Crystal size (mm) | 0.12 × 0.10 × 0.08 |
Data collection | |
Diffractometer | Bruker APEXII CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.954, 0.969 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 16229, 6746, 4043 |
Rint | 0.098 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.093, 0.271, 1.00 |
No. of reflections | 6746 |
No. of parameters | 536 |
No. of restraints | 9 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.58, −2.70 |
Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Mn1—O1 | 2.10 (2) | Mn1—N2 | 2.27 (2) |
Mn1—O3 | 2.11 (2) | Mn1—N4 | 2.33 (2) |
Mn1—N5 | 2.26 (2) | Mn1—N1 | 2.41 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H2W···O2i | 0.8199 (15) | 2.23 (8) | 2.768 (8) | 123 (8) |
O1W—H1W···O2ii | 0.821 (3) | 2.27 (7) | 2.881 (8) | 145 (6) |
O2W—H4W···N3 | 0.8201 (12) | 2.24 (4) | 3.022 (9) | 159 (9) |
O3W—H5W···O4iii | 0.818 (2) | 2.65 (8) | 2.765 (8) | 89 (6) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) x, y−1, z; (iii) x−1, y, z. |
References
Bruker (2001). SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Fan, L. M., Zhang, X. T., Li, D. C., Sun, D., Zhang, W. & Dou, J. M. (2013). CrystEngComm, 15, 349–355. Web of Science CSD CrossRef CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
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The design and synthesis of coordination complexes have attracted upsurging research interest not only because of their appealing structural and topological novelty but also owing to their tremendous potential applications in gas storage, microelectronics, ion exchange, chemical separations, nonlinear optics and heterogeneous catalysis (e.g. Fan et al., 2013). Here, we report one new compound: [(C44H28MnN6O4).3(H2O)], obtained from the solvothermal reaction of 6'-(2-carboxylphenyl)-2,2':4',2''-terpyridine and manganese(II) sulfate.
The title compound, [(C44H28MnN6O4).3(H2O)], consists of one Mn(II), two 6'-(2-carboxylphenyl)-2,2':4',2''-terpyridine, and three uncoordinated water molecules. Mn(1) owns a distorted octahedral coordination geometry, completed by four N atoms and two O atoms from two depornated 6'-(2-carboxylphenyl)-2,2':4',2''-terpyridine (Figure 1). The Mn—O and Mn—N distances are in the range of 2.10 (2)–2.11 (2) and 2.26 (2)–2.41 (2) Å, respectively. O—H···O and O—H···N hydrogen bonding in the packing diagram leads to a consolidation of the structure (Fig. 2; Table 2) .