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Acta Cryst. (2009). E65, m1387-m1388    [ doi:10.1107/S1600536809037490 ]

Tetraethylammonium hexacyanidoferrate(III) bis(diaqua{6,6'-dimethoxy-2,2'-[o-phenylenebis(nitrilomethylidyne)]diphenolato}manganese(III))-methanol-ethanol (1/2/2)

T.-T. Wang and J.-M. Xie

Abstract top

In the title compound, (C8H20N)[Mn(C22H18N2O4)(H2O)2][Fe(CN)6]·2CH3OH·2C2H5OH or [NEt4][Mn(3-Meosalophen)(H2O)2]2[Fe(CN)6]·2CH3OH·2C2H5OH, the asymmetric unit consists of one half of an [NEt4]+ cation disordered around a twofold axis, the [Mn(3-Meosalophen)(H2O)2]+ coordination cation, one half of a C2 symmetric [Fe(CN)6]3- anion and disordered methanol and ethanol solvent molecules that are equally populated at two different sites. The MnIII atom chelated by the 3-Meosalophen ligand adopts a slightly distorted MnN2O4 octahedral geometry with the coordination completed by two water molecules. The [Mn(3-Meosalophen)(H2O)2]+ cations, [Fe(CN)6]3- anions and solvent molecules are connected into a zigzag chain through hydrogen-bonding interactions.

Comment top

Manganese(III) Schiff base complexes and [NEt4]3[Fe(CN)6] are often used as precursors to construct magnetic compounds, which demonstrate various networks and topologies. The asymmetric unit of of the title compound comprises one half of [NEt4]+ cation (disordered), one [Mn(3-Meosalophen)(H2O)2]+ cation, one half of [Fe(CN)6]3- anion and two halves of methanol and ethanol solvent molecules. Both the Mn(III) atom and Fe(III) atom exhibit a slightly distorted octahedral coordination geometry (Fig.1). Adjacent [Mn(3-Meosalophen)(H2O)2]+ units are aggregated into a dimer through O—H···O hydrogen bonding interactions as well as π-π interactions (Fig.2). These dimers and coordination anions are further connected into a one-dimensional zigzag chain through O—H···N hydrogen bonds involving solvent molecules (Fig.3). The chains are further packed into a three-dimensional framework through weak intermolecular interactions.

Related literature top

For related structures, see: Li et al. (2001). For the preparation of the precursors, [Mn(3-Meosalphen)(H2O)(CH3OH)]ClO4 and [NEt4]3[Fe(CN)6], see: Matsumoto et al. (1988); Mascharak et al.(1986).

Experimental top

A solution of [Mn(3-Meosalphen)(H2O)(CH3OH)]ClO4 (0.1094 g) in 1:1 (v/v) methanol-acetonitrile (30 ml) was added to a solution of [NEt4]3[Fe(CN)6] (0.1205 g) in ethanol (30 ml) at room temperature. The resulting solution was filtered and the filtrate was kept in the dark. Black block crystals of the title compound were obtained after a week (yield 85%).

Refinement top

All the H atoms were placed at calculated positions (C—H 0.93–0.98 Å, O—H 0.85-0.87 Å), and treated as riding atoms with Uiso(H)=1.2Ueq(C), Uiso(H)=1.5Ueq(O).

Computing details top

Data collection: CrystalClear (Rigaku, 2002); cell refinement: CrystalClear (Rigaku, 2002); data reduction: CrystalClear (Rigaku, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2006) and SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The structure of the title compound with the atomic labels and 30% probability displacement ellipsoids for non-hydrogen atoms. Disorder of the [NEt4]+ cation is not shown. Symmetry code: (i) 1 - x,y, 1.5 - z.
[Figure 2] Fig. 2. The intermolecular O—H··· O hydrogen bonding interactions connecting the [Mn(3-Meosalophen)(H2O)2]+ units into a dimer. H atoms have been omitted for clarity and hydrogen bonds are shown as dashed line.
[Figure 3] Fig. 3. A view of a one-dimensional zigzag chain. H atoms have been omitted for clarity and hydrogen bonds are shown as dashed line.
Tetraethylammonium hexacyanidoferrate(III) bis(diaqua{6,6'-dimethoxy-2,2'- [o-phenylenebis(nitrilomethylidyne)]diphenolato}manganese(III))– methanol–ethanol (1/2/2) top
Crystal data top
(C8H20N)[Mn(C22H18N2O4)(H2O)2][Fe(CN)6]·2CH4O·2C2H6OF(000) = 2996
Mr = 1429.15Dx = 1.351 Mg m−3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 6244 reflections
a = 24.83 (2) Åθ = 2.3–27.5°
b = 12.467 (11) ŵ = 0.63 mm−1
c = 22.915 (19) ÅT = 296 K
β = 98.077 (12)°Prism, black
V = 7024 (10) Å30.22 × 0.22 × 0.15 mm
Z = 4
Data collection top
Rigaku Mercury CCD
diffractometer		8077 independent reflections
Radiation source: fine-focus sealed tube4987 reflections with I > 2σ(I)
graphiteRint = 0.077
Detector resolution: 0 pixels mm-1θmax = 27.6°, θmin = 2.3°
ω scansh = −32→32
Absorption correction: multi-scan
(CrystalClear; Rigaku, 2002)		k = −15→16
Tmin = 0.871, Tmax = 0.910l = −29→29
29161 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.048Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.129H-atom parameters constrained
S = 1.05 w = 1/[σ2(Fo2) + (0.05P)2 + 6P]
where P = (Fo2 + 2Fc2)/3
8077 reflections(Δ/σ)max = 0.001
483 parametersΔρmax = 0.68 e Å−3
7 restraintsΔρmin = −0.61 e Å−3
Crystal data top
(C8H20N)[Mn(C22H18N2O4)(H2O)2][Fe(CN)6]·2CH4O·2C2H6OV = 7024 (10) Å3
Mr = 1429.15Z = 4
Monoclinic, C2/cMo Kα radiation
a = 24.83 (2) ŵ = 0.63 mm−1
b = 12.467 (11) ÅT = 296 K
c = 22.915 (19) Å0.22 × 0.22 × 0.15 mm
β = 98.077 (12)°
Data collection top
Rigaku Mercury CCD
diffractometer		8077 independent reflections
Absorption correction: multi-scan
(CrystalClear; Rigaku, 2002)		4987 reflections with I > 2σ(I)
Tmin = 0.871, Tmax = 0.910Rint = 0.077
29161 measured reflectionsθmax = 27.6°
Refinement top
R[F2 > 2σ(F2)] = 0.048H-atom parameters constrained
wR(F2) = 0.129Δρmax = 0.68 e Å−3
S = 1.05Δρmin = −0.61 e Å−3
8077 reflectionsAbsolute structure: ?
483 parametersFlack parameter: ?
7 restraintsRogers parameter: ?
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
xyzUiso*/UeqOcc. (<1)
Mn10.225696 (15)0.19335 (4)0.900599 (18)0.02057 (13)
N40.19214 (9)0.2894 (2)0.83582 (10)0.0222 (6)
N50.28072 (8)0.17122 (19)0.84607 (10)0.0200 (5)
O10.17142 (7)0.22371 (17)0.94799 (8)0.0257 (5)
O1W0.27767 (7)0.33754 (17)0.93263 (9)0.0270 (5)
H1C0.30720.31030.94950.041*
H1D0.25830.38110.94920.041*
O20.26287 (7)0.10405 (17)0.95897 (8)0.0242 (5)
O2W0.17979 (9)0.05630 (19)0.85739 (10)0.0389 (6)
H2C0.18060.04530.82090.058*
H2D0.17100.00780.88030.058*
O30.10898 (8)0.23257 (19)1.02928 (9)0.0335 (6)
O40.29094 (8)−0.02186 (18)1.04843 (9)0.0334 (6)
C10.12920 (10)0.2894 (2)0.93726 (13)0.0237 (7)
C20.09377 (11)0.2957 (3)0.98106 (13)0.0281 (7)
C30.04880 (12)0.3622 (3)0.97292 (15)0.0364 (8)
H3A0.02540.36441.00120.044*
C40.03832 (12)0.4260 (3)0.92262 (15)0.0397 (9)
H4A0.00830.47140.91800.048*
C50.07180 (12)0.4224 (3)0.87996 (15)0.0352 (8)
H5A0.06470.46600.84680.042*
C60.11749 (11)0.3522 (3)0.88629 (13)0.0258 (7)
C70.14969 (11)0.3500 (3)0.83889 (13)0.0262 (7)
H7A0.13940.39620.80740.031*
C80.22164 (11)0.2927 (2)0.78637 (12)0.0222 (6)
C90.20642 (12)0.3505 (3)0.73467 (13)0.0302 (7)
H9A0.17430.38990.72970.036*
C100.23945 (13)0.3492 (3)0.69047 (14)0.0337 (8)
H10A0.22880.38640.65560.040*
C110.28830 (12)0.2927 (3)0.69809 (13)0.0293 (7)
H11A0.31090.29480.66900.035*
C120.30333 (11)0.2338 (3)0.74860 (13)0.0254 (7)
H12A0.33570.19530.75320.030*
C130.26995 (10)0.2317 (2)0.79300 (12)0.0210 (6)
C140.32186 (10)0.1053 (2)0.85617 (12)0.0231 (7)
H14A0.34470.10060.82740.028*
C150.33504 (11)0.0397 (2)0.90729 (13)0.0235 (7)
C160.37990 (11)−0.0311 (3)0.90782 (14)0.0312 (8)
H16A0.3998−0.03130.87630.037*
C170.39398 (12)−0.0988 (3)0.95406 (15)0.0370 (9)
H17A0.4230−0.14590.95360.044*
C180.36498 (12)−0.0981 (3)1.00261 (15)0.0342 (8)
H18A0.3752−0.14381.03430.041*
C190.32150 (11)−0.0299 (3)1.00317 (13)0.0256 (7)
C200.30518 (10)0.0404 (2)0.95564 (12)0.0208 (6)
C210.07320 (14)0.2277 (3)1.07371 (16)0.0481 (10)
H21A0.08860.18121.10510.072*
H21B0.03840.20031.05650.072*
H21C0.06880.29831.08910.072*
C220.30130 (15)−0.0992 (3)1.09498 (16)0.0485 (10)
H22A0.2775−0.08601.12380.073*
H22B0.3384−0.09331.11320.073*
H22C0.2949−0.17001.07910.073*
Fe10.50000.20032 (5)0.75000.02048 (15)
N10.41520 (11)0.0258 (2)0.76940 (13)0.0398 (7)
N20.41795 (11)0.3708 (2)0.78020 (13)0.0413 (8)
N30.55820 (12)0.2277 (3)0.87850 (13)0.0478 (8)
C230.44759 (11)0.0900 (3)0.76426 (13)0.0268 (7)
C240.44855 (11)0.3079 (3)0.76920 (14)0.0270 (7)
C250.53541 (12)0.2119 (3)0.83165 (15)0.0312 (8)
O50.64242 (12)0.3872 (2)0.91758 (12)0.0636 (8)
H5B0.61440.34420.91070.076*
C26A0.6553 (5)0.3967 (12)0.9782 (6)0.068 (3)0.50
H26A0.68420.44820.98900.082*0.50
H26B0.66550.32820.99660.082*0.50
C270.5956 (4)0.4407 (8)0.9956 (3)0.100 (4)0.50
H27A0.59870.45171.03740.120*0.50
H27B0.56780.38840.98370.120*0.50
H27C0.58620.50720.97560.120*0.50
C26B0.6324 (4)0.4138 (8)0.9832 (3)0.068 (3)0.50
H26C0.59540.43650.98300.102*0.50
H26D0.65650.47000.99900.102*0.50
H26E0.63910.35081.00720.102*0.50
O60.34304 (10)0.5328 (2)0.76054 (11)0.0492 (7)
H6B0.36790.48400.76430.059*
C28A0.3171 (8)0.5434 (18)0.8071 (9)0.066 (7)0.50
H28A0.28660.59120.79600.080*0.50
H28B0.30280.47230.81280.080*0.50
C290.3422 (5)0.5759 (10)0.8626 (4)0.101 (4)0.50
H29A0.31620.57490.88990.152*0.50
H29B0.35620.64730.86010.152*0.50
H29C0.37160.52790.87610.152*0.50
C28B0.3076 (8)0.5330 (15)0.8069 (7)0.035 (4)0.50
H28C0.28220.47460.80050.053*0.50
H28D0.28800.59960.80570.053*0.50
H28E0.32930.52510.84470.053*0.50
N6−0.0021 (11)0.1619 (5)0.7622 (8)0.047 (4)0.50
C30−0.0566 (3)0.1690 (8)0.7791 (5)0.083 (3)0.50
H30A−0.08150.19090.74520.100*0.50
H30B−0.06730.09850.78990.100*0.50
C31−0.0630 (7)0.2493 (14)0.8296 (6)0.080 (4)0.50
H31A−0.09990.24830.83770.120*0.50
H31B−0.03900.22870.86440.120*0.50
H31C−0.05390.32030.81810.120*0.50
C320.0420 (3)0.1427 (8)0.8130 (5)0.065 (3)0.50
H32A0.07620.13280.79870.078*0.50
H32B0.04520.20580.83720.078*0.50
C330.0319 (11)0.0444 (18)0.8536 (11)0.086 (6)0.50
H33A0.06150.03900.88530.129*0.50
H33B0.0299−0.02010.83050.129*0.50
H33C−0.00150.05390.86950.129*0.50
C340.0129 (4)0.2695 (7)0.7327 (7)0.087 (5)0.50
H34A−0.01770.29250.70530.104*0.50
H34B0.01890.32240.76340.104*0.50
C350.0620 (6)0.2682 (14)0.7047 (6)0.076 (4)0.50
H35A0.06790.33800.68910.114*0.50
H35B0.05620.21720.67300.114*0.50
H35C0.09330.24750.73180.114*0.50
C360.0001 (3)0.0690 (7)0.7169 (4)0.063 (3)0.50
H36A0.03700.06390.70900.075*0.50
H36B−0.00800.00320.73560.075*0.50
C37−0.0355 (8)0.0791 (14)0.6618 (8)0.072 (5)0.50
H37A−0.02990.01750.63820.107*0.50
H37B−0.02710.14300.64160.107*0.50
H37C−0.07280.08140.66860.107*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mn10.0194 (2)0.0256 (3)0.0178 (2)0.00585 (18)0.00654 (16)0.0020 (2)
N40.0220 (11)0.0259 (16)0.0192 (13)0.0031 (10)0.0042 (9)−0.0006 (11)
N50.0212 (10)0.0234 (15)0.0159 (12)0.0017 (10)0.0045 (9)−0.0002 (11)
O10.0235 (9)0.0327 (14)0.0225 (11)0.0096 (9)0.0088 (8)0.0039 (10)
O1W0.0277 (10)0.0267 (13)0.0274 (12)0.0059 (9)0.0064 (9)−0.0024 (10)
O20.0259 (9)0.0271 (13)0.0208 (11)0.0100 (9)0.0080 (8)0.0017 (9)
O2W0.0513 (13)0.0386 (15)0.0287 (13)−0.0140 (11)0.0126 (11)−0.0040 (11)
O30.0313 (11)0.0445 (16)0.0281 (13)0.0057 (10)0.0161 (9)0.0062 (11)
O40.0388 (11)0.0376 (15)0.0264 (12)0.0155 (10)0.0138 (10)0.0135 (11)
C10.0197 (12)0.0272 (19)0.0248 (16)0.0023 (12)0.0047 (11)−0.0058 (14)
C20.0246 (13)0.035 (2)0.0266 (17)0.0023 (13)0.0090 (12)−0.0002 (15)
C30.0261 (15)0.051 (2)0.035 (2)0.0054 (15)0.0142 (14)−0.0018 (18)
C40.0307 (16)0.048 (2)0.041 (2)0.0207 (16)0.0088 (14)−0.0003 (18)
C50.0339 (16)0.039 (2)0.0325 (19)0.0133 (15)0.0064 (14)0.0043 (16)
C60.0236 (13)0.0289 (19)0.0252 (17)0.0069 (13)0.0045 (12)0.0012 (14)
C70.0258 (14)0.0297 (19)0.0229 (16)0.0050 (13)0.0029 (12)0.0035 (14)
C80.0242 (13)0.0249 (18)0.0187 (15)−0.0015 (12)0.0073 (11)−0.0006 (13)
C90.0287 (14)0.035 (2)0.0276 (18)0.0065 (14)0.0072 (13)0.0059 (15)
C100.0444 (18)0.036 (2)0.0214 (17)0.0023 (16)0.0092 (14)0.0069 (16)
C110.0357 (16)0.031 (2)0.0240 (17)−0.0041 (14)0.0141 (13)0.0004 (15)
C120.0244 (13)0.0280 (19)0.0250 (17)0.0000 (13)0.0080 (12)−0.0006 (14)
C130.0232 (13)0.0204 (17)0.0200 (15)−0.0018 (12)0.0049 (11)−0.0003 (13)
C140.0219 (13)0.0284 (19)0.0207 (16)0.0004 (12)0.0086 (11)−0.0032 (14)
C150.0231 (13)0.0247 (18)0.0229 (16)0.0036 (12)0.0035 (11)−0.0002 (13)
C160.0281 (14)0.041 (2)0.0266 (17)0.0130 (14)0.0113 (13)0.0017 (16)
C170.0327 (16)0.039 (2)0.041 (2)0.0195 (15)0.0107 (15)0.0094 (18)
C180.0375 (16)0.033 (2)0.0331 (19)0.0111 (15)0.0084 (14)0.0120 (16)
C190.0281 (14)0.0280 (19)0.0218 (16)0.0046 (13)0.0073 (12)0.0026 (14)
C200.0201 (13)0.0224 (18)0.0203 (15)0.0015 (12)0.0038 (11)−0.0012 (13)
C210.048 (2)0.063 (3)0.040 (2)0.0018 (18)0.0297 (17)0.010 (2)
C220.062 (2)0.051 (3)0.038 (2)0.020 (2)0.0258 (18)0.0244 (19)
Fe10.0182 (3)0.0211 (4)0.0228 (3)0.0000.0049 (2)0.000
N10.0449 (16)0.040 (2)0.0385 (17)−0.0147 (14)0.0206 (14)−0.0062 (14)
N20.0348 (15)0.0362 (19)0.055 (2)0.0074 (13)0.0125 (14)−0.0030 (16)
N30.0594 (19)0.048 (2)0.0325 (18)0.0101 (16)−0.0060 (15)−0.0024 (16)
C230.0257 (14)0.031 (2)0.0262 (17)0.0000 (14)0.0114 (12)−0.0040 (14)
C240.0217 (13)0.0251 (19)0.0347 (18)−0.0002 (14)0.0057 (12)0.0000 (15)
C250.0299 (15)0.027 (2)0.037 (2)0.0068 (14)0.0062 (14)0.0025 (16)
O50.092 (2)0.056 (2)0.0462 (18)−0.0256 (16)0.0231 (15)−0.0015 (15)
C26A0.093 (9)0.059 (5)0.058 (4)−0.022 (6)0.034 (5)−0.011 (3)
C270.130 (7)0.105 (7)0.079 (6)0.012 (6)0.066 (6)−0.042 (5)
C26B0.093 (9)0.059 (5)0.058 (4)−0.022 (6)0.034 (5)−0.011 (3)
O60.0588 (15)0.0536 (19)0.0352 (15)0.0273 (13)0.0070 (13)0.0013 (13)
C28A0.042 (8)0.074 (12)0.080 (12)0.023 (8)−0.002 (7)0.036 (8)
C290.105 (8)0.145 (12)0.052 (7)−0.009 (8)0.006 (6)−0.035 (7)
C28B0.041 (6)0.038 (7)0.031 (6)−0.005 (5)0.023 (5)−0.020 (5)
N60.024 (4)0.029 (3)0.086 (15)0.003 (4)0.002 (9)−0.004 (4)
C300.029 (4)0.059 (7)0.157 (11)0.014 (4)0.000 (5)−0.003 (7)
C310.067 (7)0.062 (9)0.111 (12)0.018 (6)0.014 (9)−0.021 (11)
C320.032 (4)0.048 (7)0.111 (10)0.001 (4)−0.007 (5)−0.003 (6)
C330.070 (7)0.068 (11)0.118 (16)0.002 (7)0.010 (8)0.057 (9)
C340.056 (8)0.032 (5)0.163 (16)0.000 (4)−0.018 (7)0.015 (7)
C350.070 (7)0.063 (9)0.089 (11)−0.031 (6)−0.007 (8)0.020 (9)
C360.051 (4)0.028 (5)0.107 (8)−0.005 (4)0.001 (5)−0.003 (5)
C370.067 (9)0.074 (16)0.073 (11)−0.019 (11)0.006 (7)−0.027 (10)
Geometric parameters (Å, °) top
Mn1—O21.880 (2)Fe1—C231.953 (3)
Mn1—O11.884 (2)Fe1—C251.958 (4)
Mn1—N51.996 (2)Fe1—C25i1.958 (4)
Mn1—N41.996 (3)N1—C231.152 (4)
Mn1—O2W2.210 (3)N2—C241.145 (4)
Mn1—O1W2.274 (2)N3—C251.158 (4)
N4—C71.307 (4)O5—C26A1.386 (13)
N4—C81.434 (3)O5—C26B1.594 (7)
N5—C141.306 (4)O5—H5B0.8747
N5—C131.424 (4)C26A—C271.679 (13)
O1—C11.326 (3)C26A—H26A0.9700
O1W—H1C0.8500C26A—H26B0.9700
O1W—H1D0.8500C27—H27A0.9600
O2—C201.328 (3)C27—H27B0.9600
O2W—H2C0.8501C27—H27C0.9600
O2W—H2D0.8499C26B—H26C0.9600
O3—C21.366 (4)C26B—H26D0.9600
O3—C211.444 (3)C26B—H26E0.9600
O4—C191.372 (3)O6—C28A1.33 (2)
O4—C221.434 (4)O6—C28B1.472 (16)
C1—C61.402 (4)O6—H6B0.8619
C1—C21.427 (4)C28A—C291.40 (2)
C2—C31.382 (4)C28A—H28A0.9700
C3—C41.395 (5)C28A—H28B0.9700
C3—H3A0.9300C29—H29A0.9600
C4—C51.370 (4)C29—H29B0.9600
C4—H4A0.9300C29—H29C0.9600
C5—C61.425 (4)C28B—H28C0.9600
C5—H5A0.9300C28B—H28D0.9600
C6—C71.437 (4)C28B—H28E0.9600
C7—H7A0.9300N6—N6ii0.58 (3)
C8—C91.393 (4)N6—C36ii1.252 (11)
C8—C131.410 (4)N6—C34ii1.377 (11)
C9—C101.390 (4)N6—C301.46 (2)
C9—H9A0.9300N6—C321.50 (3)
C10—C111.392 (4)N6—C361.561 (15)
C10—H10A0.9300N6—C341.571 (12)
C11—C121.378 (4)C30—C311.556 (18)
C11—H11A0.9300C30—H30A0.9600
C12—C131.400 (4)C30—H30B0.9600
C12—H12A0.9300C31—H31A0.9600
C14—C151.428 (4)C31—H31B0.9600
C14—H14A0.9300C31—H31C0.9599
C15—C201.417 (4)C32—C331.581 (14)
C15—C161.420 (4)C32—H32A0.9598
C16—C171.361 (4)C32—H32B0.9600
C16—H16A0.9300C33—H33A0.9600
C17—C181.408 (4)C33—H33B0.9601
C17—H17A0.9300C33—H33C0.9598
C18—C191.376 (4)C34—C351.455 (16)
C18—H18A0.9300C34—H34A0.9598
C19—C201.412 (4)C34—H34B0.9600
C21—H21A0.9600C35—H35A0.9601
C21—H21B0.9600C35—H35B0.9600
C21—H21C0.9600C35—H35C0.9600
C22—H22A0.9600C36—C371.44 (2)
C22—H22B0.9600C36—H36A0.9602
C22—H22C0.9600C36—H36B0.9599
Fe1—C24i1.945 (3)C37—H37A0.9601
Fe1—C241.945 (3)C37—H37B0.9600
Fe1—C23i1.953 (3)C37—H37C0.9599
O2—Mn1—O191.62 (10)C23i—Fe1—C2390.40 (19)
O2—Mn1—N593.02 (10)C24i—Fe1—C2586.79 (14)
O1—Mn1—N5175.24 (9)C24—Fe1—C2587.36 (13)
O2—Mn1—N4175.15 (8)C23i—Fe1—C2589.52 (13)
O1—Mn1—N492.89 (10)C23—Fe1—C2596.47 (13)
N5—Mn1—N482.44 (10)C24i—Fe1—C25i87.36 (13)
O2—Mn1—O2W91.82 (11)C24—Fe1—C25i86.79 (14)
O1—Mn1—O2W92.74 (10)C23i—Fe1—C25i96.47 (13)
N5—Mn1—O2W88.17 (10)C23—Fe1—C25i89.52 (13)
N4—Mn1—O2W89.75 (11)C25—Fe1—C25i171.5 (2)
O2—Mn1—O1W92.23 (10)N1—C23—Fe1176.0 (3)
O1—Mn1—O1W94.28 (9)N2—C24—Fe1179.4 (3)
N5—Mn1—O1W84.49 (9)N3—C25—Fe1173.8 (3)
N4—Mn1—O1W85.66 (10)C26A—O5—H5B107.4
O2W—Mn1—O1W171.79 (8)C26B—O5—H5B94.1
C7—N4—C8122.1 (3)O5—C26A—C27100.3 (10)
C7—N4—Mn1124.2 (2)O5—C26A—H26A111.7
C8—N4—Mn1113.49 (18)C27—C26A—H26A111.7
C14—N5—C13122.2 (2)O5—C26A—H26B111.7
C14—N5—Mn1124.3 (2)C27—C26A—H26B111.7
C13—N5—Mn1113.47 (17)H26A—C26A—H26B109.5
C1—O1—Mn1128.92 (19)C26A—C27—H27A109.5
Mn1—O1W—H1C104.2C26A—C27—H27B109.5
Mn1—O1W—H1D108.6H27A—C27—H27B109.5
H1C—O1W—H1D123.9C26A—C27—H27C109.5
C20—O2—Mn1128.80 (18)H27A—C27—H27C109.5
Mn1—O2W—H2C118.9H27B—C27—H27C109.5
Mn1—O2W—H2D115.8O5—C26B—H26C109.5
H2C—O2W—H2D122.5O5—C26B—H26D109.5
C2—O3—C21117.9 (2)H26C—C26B—H26D109.5
C19—O4—C22116.9 (2)O5—C26B—H26E109.5
O1—C1—C6124.4 (2)H26C—C26B—H26E109.5
O1—C1—C2116.9 (3)H26D—C26B—H26E109.5
C6—C1—C2118.7 (3)C28A—O6—H6B114.3
O3—C2—C3125.5 (3)C28B—O6—H6B115.0
O3—C2—C1114.2 (3)O6—C28A—C29123.8 (17)
C3—C2—C1120.3 (3)O6—C28A—H28A107.4
C2—C3—C4120.5 (3)C29—C28A—H28A107.1
C2—C3—H3A119.8O6—C28A—H28B104.2
C4—C3—H3A119.8C29—C28A—H28B105.6
C5—C4—C3120.6 (3)H28A—C28A—H28B107.9
C5—C4—H4A119.7C28A—C29—H29A109.5
C3—C4—H4A119.7C28A—C29—H29B109.5
C4—C5—C6120.1 (3)H29A—C29—H29B109.5
C4—C5—H5A119.9C28A—C29—H29C109.5
C6—C5—H5A119.9H29A—C29—H29C109.5
C1—C6—C5119.8 (3)H29B—C29—H29C109.5
C1—C6—C7123.2 (3)O6—C28B—H28C109.5
C5—C6—C7117.0 (3)O6—C28B—H28D109.5
N4—C7—C6126.2 (3)H28C—C28B—H28D109.5
N4—C7—H7A116.9O6—C28B—H28E109.5
C6—C7—H7A116.9H28C—C28B—H28E109.5
C9—C8—C13119.7 (2)H28D—C28B—H28E109.5
C9—C8—N4125.4 (3)C30—N6—C32114.0 (11)
C13—C8—N4114.9 (2)C30—N6—C36109.9 (16)
C10—C9—C8119.8 (3)C32—N6—C36107.9 (12)
C10—C9—H9A120.1C30—N6—C34110.3 (12)
C8—C9—H9A120.1C32—N6—C34106.2 (15)
C9—C10—C11120.5 (3)C36—N6—C34108.4 (10)
C9—C10—H10A119.8N6—C30—C31115.5 (11)
C11—C10—H10A119.8N6—C30—H30A108.5
C12—C11—C10120.2 (3)C31—C30—H30A107.3
C12—C11—H11A119.9N6—C30—H30B108.1
C10—C11—H11A119.9C31—C30—H30B109.6
C11—C12—C13120.2 (3)H30A—C30—H30B107.5
C11—C12—H12A119.9C30—C31—H31A109.6
C13—C12—H12A119.9C30—C31—H31B109.3
C12—C13—C8119.6 (3)H31A—C31—H31B109.5
C12—C13—N5124.8 (3)C30—C31—H31C109.6
C8—C13—N5115.6 (2)H31A—C31—H31C109.5
N5—C14—C15126.1 (2)H31B—C31—H31C109.5
N5—C14—H14A117.0N6—C32—C33115.0 (14)
C15—C14—H14A117.0N6—C32—H32A109.9
C20—C15—C16119.5 (3)C33—C32—H32A108.8
C20—C15—C14123.6 (3)N6—C32—H32B108.0
C16—C15—C14116.9 (3)C33—C32—H32B107.5
C17—C16—C15120.5 (3)H32A—C32—H32B107.3
C17—C16—H16A119.8C32—C33—H33A109.4
C15—C16—H16A119.8C32—C33—H33B108.8
C16—C17—C18120.5 (3)H33A—C33—H33B109.5
C16—C17—H17A119.8C32—C33—H33C110.2
C18—C17—H17A119.8H33A—C33—H33C109.5
C19—C18—C17120.0 (3)H33B—C33—H33C109.5
C19—C18—H18A120.0C35—C34—N6116.3 (11)
C17—C18—H18A120.0C35—C34—H34A110.6
O4—C19—C18124.8 (3)N6—C34—H34A108.8
O4—C19—C20114.1 (2)C35—C34—H34B106.2
C18—C19—C20121.1 (3)N6—C34—H34B107.1
O2—C20—C19118.0 (2)H34A—C34—H34B107.5
O2—C20—C15123.6 (3)C34—C35—H35A109.5
C19—C20—C15118.3 (3)C34—C35—H35B107.2
O3—C21—H21A109.5H35A—C35—H35B109.5
O3—C21—H21B109.5C34—C35—H35C111.7
H21A—C21—H21B109.5H35A—C35—H35C109.5
O3—C21—H21C109.5H35B—C35—H35C109.5
H21A—C21—H21C109.5C37—C36—N6116.3 (13)
H21B—C21—H21C109.5C37—C36—H36A108.9
O4—C22—H22A109.5N6—C36—H36A107.4
O4—C22—H22B109.5C37—C36—H36B108.9
H22A—C22—H22B109.5N6—C36—H36B107.9
O4—C22—H22C109.5H36A—C36—H36B107.2
H22A—C22—H22C109.5C36—C37—H37A107.7
H22B—C22—H22C109.5C36—C37—H37B110.3
C24i—Fe1—C2492.78 (19)H37A—C37—H37B109.5
C24i—Fe1—C23i88.50 (14)C36—C37—H37C110.4
C24—Fe1—C23i176.55 (13)H37A—C37—H37C109.5
C24i—Fe1—C23176.55 (13)H37B—C37—H37C109.5
C24—Fe1—C2388.50 (14)
Symmetry codes: (i) −x+1, y, −z+3/2; (ii) −x, y, −z+3/2.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1C···O3iii0.852.142.959 (4)162
O1W—H1C···O1iii0.852.372.948 (3)125
O1W—H1D···O4iii0.852.142.929 (3)153
O1W—H1D···O2iii0.852.252.901 (3)134
O2W—H2C···O6iv0.851.882.698 (4)160
O2W—H2D···O5v0.851.912.751 (4)168
O5—H5B···N30.872.082.934 (5)166
O6—H6B···N20.861.882.739 (4)173
Symmetry codes: (iii) −x+1/2, −y+1/2, −z+2; (iv) −x+1/2, y−1/2, −z+3/2; (v) x−1/2, y−1/2, z.
Table 1
Selected geometric parameters (Å) top
Mn1—O21.880 (2)Mn1—O1W2.274 (2)
Mn1—O11.884 (2)Fe1—C241.945 (3)
Mn1—N51.996 (2)Fe1—C231.953 (3)
Mn1—N41.996 (3)Fe1—C251.958 (4)
Mn1—O2W2.210 (3)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1C···O3i0.852.142.959 (4)162
O1W—H1C···O1i0.852.372.948 (3)125
O1W—H1D···O4i0.852.142.929 (3)153
O1W—H1D···O2i0.852.252.901 (3)134
O2W—H2C···O6ii0.851.882.698 (4)160
O2W—H2D···O5iii0.851.912.751 (4)168
O5—H5B···N30.872.082.934 (5)166
O6—H6B···N20.861.882.739 (4)173
Symmetry codes: (i) −x+1/2, −y+1/2, −z+2; (ii) −x+1/2, y−1/2, −z+3/2; (iii) x−1/2, y−1/2, z.
Acknowledgements top

We thank the Social Development Foundation of Jiangsu Province of China (BS2006038) and the Social Development Foundation of Zhenjiang, Jiangsu Province of China (SH2006057).

references
References top

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