Literature DB >> 21522260

[N'-(3-Meth-oxy-2-oxidobenzyl-idene-κO)benzohydrazidato-κN',O]tris-(pyridine-κN)cobalt(III) perchlorate.

Gui-Miao Yu1, Xiu-Yun Yang, Yuan Wang, Ya-Juan Xiao, Yun-Hui Li.   

Abstract

In the mononuclear title compound, [Co(III)(C(15)H(12)N(2)O(3))(C(5)H(5)N)(3)]ClO(4), the Co(III) ion is coordinated by three pyridine mol-ecules and one N'-(3-meth-oxy-2-oxidobenzyl-idene)benzohydrazidate Schiff base ligand in an O,N,O'-tridentate manner. The Co(III) ion adopts a distorted CoN(4)O(2) octa-hedral coordination environment.

Entities:  

Year:  2011        PMID: 21522260      PMCID: PMC3051920          DOI: 10.1107/S1600536811004715

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


Related literature

For applications of Schiff base compounds, see: Ando et al. (2004 ▶); Guo et al. (2010 ▶). For the preparation of the Schiff base, see: Pouralimardan et al. (2007 ▶); Sacconi (1954 ▶). For related structures, see: Monfared et al. (2009 ▶); Sun et al. (2008 ▶); Yu, Zhao et al. (2010 ▶); Yu, Li et al. (2010 ▶); Zhang et al. (2004 ▶); Zou et al. (2010 ▶).

Experimental

Crystal data

[Co(C15H12N2O3)(C5H5N)3]ClO4 M = 663.95 Monoclinic, a = 10.7591 (5) Å b = 13.2318 (6) Å c = 21.0558 (10) Å β = 94.610 (1)° V = 2987.9 (2) Å3 Z = 4 Mo Kα radiation μ = 0.72 mm−1 T = 185 K 0.20 × 0.18 × 0.12 mm

Data collection

Bruker APEXII CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.869, T max = 0.919 7543 measured reflections 4991 independent reflections 4431 reflections with I > 2σ(I) R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.036 wR(F 2) = 0.072 S = 1.00 4991 reflections 398 parameters 2 restraints H-atom parameters constrained Δρmax = 0.35 e Å−3 Δρmin = −0.29 e Å−3 Absolute structure: Flack (1983 ▶), 2332 Friedel pairs Flack parameter: 0.011 (12) Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010 ▶). Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811004715/mw2001sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536811004715/mw2001Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[Co(C15H12N2O3)(C5H5N)3]ClO4F(000) = 1368
Mr = 663.95Dx = 1.476 Mg m3
Monoclinic, CcMo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2ycCell parameters from 4029 reflections
a = 10.7591 (5) Åθ = 4.9–50.1°
b = 13.2318 (6) ŵ = 0.72 mm1
c = 21.0558 (10) ÅT = 185 K
β = 94.610 (1)°Block, brown
V = 2987.9 (2) Å30.20 × 0.18 × 0.12 mm
Z = 4
Bruker APEXII CCD area-detector diffractometer4991 independent reflections
Radiation source: fine-focus sealed tube4431 reflections with I > 2σ(I)
graphiteRint = 0.027
φ and ω scansθmax = 25.1°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2004)h = −12→12
Tmin = 0.869, Tmax = 0.919k = −15→10
7543 measured reflectionsl = −24→25
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.036H-atom parameters constrained
wR(F2) = 0.072w = 1/[σ2(Fo2) + (0.0182P)2] where P = (Fo2 + 2Fc2)/3
S = 1.00(Δ/σ)max = 0.001
4991 reflectionsΔρmax = 0.35 e Å3
398 parametersΔρmin = −0.29 e Å3
2 restraintsAbsolute structure: Flack (1983), 2332 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: 0.011 (12)
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 > 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.
xyzUiso*/Ueq
Cl10.16794 (8)0.46289 (8)0.39641 (4)0.0359 (2)
Co10.43297 (3)0.52399 (3)0.15848 (2)0.02070 (11)
C1−0.0228 (3)0.4207 (3)0.15340 (18)0.0328 (9)
H1A0.00040.39670.19520.039*
C2−0.1460 (3)0.4165 (3)0.12945 (19)0.0374 (10)
H2−0.20700.38880.15460.045*
C3−0.1808 (3)0.4523 (3)0.06960 (19)0.0366 (9)
H3−0.26580.44950.05350.044*
C4−0.0923 (3)0.4925 (3)0.03236 (16)0.0299 (8)
H4−0.11620.5174−0.00910.036*
C50.0310 (3)0.4960 (2)0.05629 (16)0.0243 (8)
H50.09170.52380.03090.029*
C60.0675 (3)0.4598 (2)0.11655 (15)0.0203 (7)
C70.1985 (3)0.4645 (2)0.14193 (15)0.0211 (7)
C80.4045 (3)0.3970 (3)0.26468 (16)0.0257 (8)
H80.35630.35000.28630.031*
C90.5224 (3)0.4264 (3)0.29441 (16)0.0272 (8)
C100.6075 (3)0.4826 (2)0.26093 (16)0.0244 (7)
C110.7181 (3)0.5184 (3)0.29505 (18)0.0309 (8)
C120.7422 (4)0.4979 (3)0.35821 (19)0.0405 (10)
H120.81680.52190.38040.049*
C130.6570 (4)0.4416 (3)0.3905 (2)0.0439 (11)
H130.67430.42750.43460.053*
C140.5498 (3)0.4068 (3)0.35949 (17)0.0360 (9)
H140.49280.36880.38210.043*
C150.9083 (4)0.6080 (4)0.2875 (2)0.0614 (14)
H15A0.89390.65100.32410.074*
H15B0.95240.64670.25660.074*
H15C0.95870.54940.30200.074*
C160.5344 (3)0.3336 (3)0.11885 (17)0.0279 (8)
H160.56180.32880.16280.033*
C170.5655 (3)0.2574 (3)0.07847 (18)0.0323 (9)
H170.61230.20080.09460.039*
C180.5280 (4)0.2640 (3)0.01462 (19)0.0400 (10)
H180.54970.2130−0.01420.048*
C190.4576 (3)0.3469 (3)−0.00668 (17)0.0356 (9)
H190.43000.3539−0.05050.043*
C200.4281 (3)0.4198 (3)0.03744 (16)0.0290 (9)
H200.37800.47570.02310.035*
C210.4288 (3)0.6714 (3)0.05572 (16)0.0272 (8)
H210.34160.65920.05390.033*
C220.4729 (4)0.7378 (3)0.01264 (17)0.0346 (9)
H220.41750.7704−0.01820.042*
C230.6008 (4)0.7560 (3)0.01530 (18)0.0342 (9)
H230.63480.8008−0.01400.041*
C240.6760 (4)0.7082 (3)0.06089 (18)0.0346 (9)
H240.76330.72040.06400.041*
C250.6260 (3)0.6423 (3)0.10249 (17)0.0280 (8)
H250.67990.60910.13380.034*
C260.2924 (3)0.6392 (3)0.24550 (17)0.0311 (9)
H260.22490.59710.23030.037*
C270.2755 (4)0.7074 (3)0.29368 (19)0.0407 (10)
H270.19670.71330.31060.049*
C280.3734 (4)0.7665 (3)0.31680 (18)0.0434 (11)
H280.36390.81190.35100.052*
C290.4846 (4)0.7596 (3)0.29042 (17)0.0379 (9)
H290.55280.80120.30530.045*
C300.4966 (3)0.6918 (2)0.24201 (16)0.0293 (8)
H300.57420.68760.22360.035*
N10.2366 (2)0.4037 (2)0.18851 (12)0.0218 (6)
N20.3587 (2)0.4305 (2)0.20981 (13)0.0221 (7)
N30.4673 (2)0.4141 (2)0.09866 (13)0.0236 (7)
N40.5022 (2)0.6234 (2)0.09999 (13)0.0226 (7)
N50.4026 (2)0.6309 (2)0.21957 (12)0.0231 (7)
O10.2693 (2)0.53324 (17)0.11795 (11)0.0231 (6)
O20.5914 (2)0.50462 (18)0.19950 (11)0.0249 (6)
O30.7924 (2)0.5744 (2)0.25842 (12)0.0397 (7)
O40.0449 (2)0.4311 (2)0.40770 (12)0.0444 (7)
O50.1830 (3)0.4614 (2)0.33036 (12)0.0529 (8)
O60.1873 (4)0.5628 (3)0.41864 (19)0.1058 (16)
O70.2518 (3)0.3989 (4)0.4303 (2)0.1226 (19)
U11U22U33U12U13U23
Cl10.0324 (5)0.0473 (6)0.0278 (5)−0.0055 (5)0.0017 (4)−0.0020 (4)
Co10.0196 (2)0.0223 (2)0.0201 (2)0.0008 (2)0.00069 (16)0.0003 (2)
C10.031 (2)0.039 (2)0.029 (2)0.0017 (17)0.0005 (17)0.0075 (18)
C20.0226 (19)0.048 (2)0.042 (2)−0.0104 (19)0.0074 (18)0.001 (2)
C30.0205 (18)0.036 (2)0.053 (3)−0.0018 (17)−0.0017 (18)−0.0009 (19)
C40.0265 (19)0.035 (2)0.027 (2)0.0033 (17)−0.0041 (16)0.0033 (16)
C50.0213 (18)0.0247 (19)0.0279 (19)−0.0019 (15)0.0080 (15)0.0005 (15)
C60.0212 (16)0.0208 (18)0.0190 (17)0.0007 (14)0.0019 (13)−0.0030 (14)
C70.0209 (17)0.0215 (18)0.0212 (18)−0.0024 (14)0.0044 (14)−0.0049 (15)
C80.0300 (19)0.025 (2)0.023 (2)0.0059 (16)0.0062 (16)0.0068 (16)
C90.0233 (18)0.030 (2)0.028 (2)0.0036 (16)−0.0002 (15)0.0020 (16)
C100.0230 (18)0.0251 (18)0.0240 (19)0.0065 (16)−0.0047 (14)0.0001 (16)
C110.0258 (19)0.030 (2)0.036 (2)0.0004 (16)−0.0044 (16)0.0023 (17)
C120.036 (2)0.049 (3)0.034 (2)0.0016 (19)−0.0123 (17)0.0012 (19)
C130.040 (2)0.062 (3)0.028 (2)−0.001 (2)−0.0042 (18)0.003 (2)
C140.033 (2)0.044 (2)0.030 (2)0.0042 (18)−0.0036 (17)0.0096 (18)
C150.042 (3)0.070 (3)0.068 (3)−0.025 (2)−0.017 (2)0.019 (3)
C160.0209 (17)0.029 (2)0.034 (2)0.0002 (16)0.0039 (15)0.0010 (16)
C170.028 (2)0.024 (2)0.045 (2)0.0037 (16)0.0055 (18)−0.0034 (17)
C180.041 (2)0.032 (2)0.048 (3)0.0020 (19)0.015 (2)−0.0157 (19)
C190.043 (2)0.039 (2)0.025 (2)−0.0064 (19)0.0038 (17)−0.0085 (17)
C200.034 (2)0.0222 (19)0.030 (2)−0.0026 (17)0.0018 (17)−0.0033 (16)
C210.0302 (19)0.024 (2)0.027 (2)−0.0002 (16)0.0018 (16)0.0007 (16)
C220.044 (2)0.035 (2)0.024 (2)0.0009 (19)−0.0030 (18)0.0046 (17)
C230.046 (2)0.027 (2)0.031 (2)−0.006 (2)0.0118 (19)0.0030 (18)
C240.032 (2)0.033 (2)0.039 (2)−0.0063 (18)0.0079 (17)−0.0001 (18)
C250.0244 (19)0.030 (2)0.030 (2)−0.0004 (16)0.0044 (16)0.0021 (16)
C260.035 (2)0.030 (2)0.029 (2)0.0049 (17)0.0048 (17)−0.0030 (16)
C270.051 (3)0.032 (2)0.041 (2)0.005 (2)0.021 (2)−0.0032 (19)
C280.071 (3)0.033 (3)0.027 (2)0.000 (2)0.009 (2)−0.0062 (18)
C290.049 (2)0.030 (2)0.033 (2)−0.0051 (19)−0.0034 (19)−0.0027 (17)
C300.034 (2)0.0231 (19)0.030 (2)−0.0036 (17)0.0001 (16)−0.0008 (16)
N10.0174 (14)0.0254 (16)0.0220 (15)−0.0027 (12)−0.0023 (11)0.0008 (12)
N20.0221 (15)0.0241 (17)0.0204 (16)0.0015 (13)0.0032 (12)−0.0018 (13)
N30.0206 (15)0.0267 (17)0.0237 (17)0.0005 (13)0.0039 (13)0.0009 (13)
N40.0235 (15)0.0204 (16)0.0240 (16)−0.0005 (13)0.0023 (13)−0.0032 (12)
N50.0279 (16)0.0214 (16)0.0201 (16)0.0015 (14)0.0022 (13)0.0005 (13)
O10.0204 (13)0.0250 (14)0.0240 (14)−0.0020 (10)0.0016 (11)0.0028 (11)
O20.0183 (12)0.0336 (15)0.0223 (14)−0.0002 (10)−0.0011 (11)0.0032 (11)
O30.0259 (13)0.0492 (18)0.0421 (16)−0.0111 (13)−0.0093 (12)0.0085 (14)
O40.0353 (15)0.0655 (19)0.0331 (15)−0.0087 (14)0.0075 (12)−0.0004 (13)
O50.0571 (18)0.073 (2)0.0310 (16)−0.0146 (16)0.0199 (14)−0.0125 (14)
O60.170 (4)0.074 (3)0.082 (3)−0.071 (3)0.058 (3)−0.050 (2)
O70.052 (2)0.178 (5)0.137 (4)0.029 (3)0.003 (2)0.094 (4)
Cl1—O71.392 (4)C15—O31.416 (4)
Cl1—O51.413 (3)C15—H15A0.9800
Cl1—O61.412 (4)C15—H15B0.9800
Cl1—O41.427 (2)C15—H15C0.9800
Co1—O21.866 (2)C16—N31.338 (4)
Co1—N21.864 (3)C16—C171.377 (5)
Co1—O11.898 (2)C16—H160.9500
Co1—N51.957 (3)C17—C181.375 (5)
Co1—N31.977 (3)C17—H170.9500
Co1—N41.987 (3)C18—C191.387 (5)
C1—C21.381 (5)C18—H180.9500
C1—C61.391 (4)C19—C201.393 (5)
C1—H1A0.9500C19—H190.9500
C2—C31.370 (5)C20—N31.326 (4)
C2—H20.9500C20—H200.9500
C3—C41.388 (5)C21—N41.334 (4)
C3—H30.9500C21—C221.374 (5)
C4—C51.381 (5)C21—H210.9500
C4—H40.9500C22—C231.394 (5)
C5—C61.384 (5)C22—H220.9500
C5—H50.9500C23—C241.361 (5)
C6—C71.468 (4)C23—H230.9500
C7—O11.314 (4)C24—C251.376 (5)
C7—N11.309 (4)C24—H240.9500
C8—N21.297 (4)C25—N41.352 (4)
C8—C91.423 (5)C25—H250.9500
C8—H80.9500C26—N51.349 (4)
C9—C141.402 (5)C26—C271.381 (5)
C9—C101.411 (4)C26—H260.9500
C10—O21.324 (4)C27—C281.369 (5)
C10—C111.422 (4)C27—H270.9500
C11—O31.372 (4)C28—C291.362 (5)
C11—C121.361 (5)C28—H280.9500
C12—C131.400 (5)C29—C301.372 (5)
C12—H120.9500C29—H290.9500
C13—C141.360 (5)C30—N51.349 (4)
C13—H130.9500C30—H300.9500
C14—H140.9500N1—N21.399 (3)
O7—Cl1—O5112.1 (2)H15A—C15—H15B109.5
O7—Cl1—O6109.1 (3)O3—C15—H15C109.5
O5—Cl1—O6108.3 (2)H15A—C15—H15C109.5
O7—Cl1—O4107.9 (2)H15B—C15—H15C109.5
O5—Cl1—O4109.92 (16)N3—C16—C17122.6 (3)
O6—Cl1—O4109.6 (2)N3—C16—H16118.7
O2—Co1—N293.38 (11)C17—C16—H16118.7
O2—Co1—O1175.67 (11)C18—C17—C16119.4 (4)
N2—Co1—O182.99 (11)C18—C17—H17120.3
O2—Co1—N589.42 (11)C16—C17—H17120.3
N2—Co1—N589.80 (12)C17—C18—C19118.4 (3)
O1—Co1—N592.92 (11)C17—C18—H18120.8
O2—Co1—N389.06 (11)C19—C18—H18120.8
N2—Co1—N389.56 (11)C18—C19—C20118.7 (3)
O1—Co1—N388.55 (10)C18—C19—H19120.7
N5—Co1—N3178.31 (13)C20—C19—H19120.7
O2—Co1—N490.21 (11)N3—C20—C19122.5 (3)
N2—Co1—N4176.30 (13)N3—C20—H20118.7
O1—Co1—N493.39 (11)C19—C20—H20118.7
N5—Co1—N491.12 (10)N4—C21—C22123.3 (3)
N3—Co1—N489.61 (12)N4—C21—H21118.3
C2—C1—C6120.3 (3)C22—C21—H21118.3
C2—C1—H1A119.9C21—C22—C23118.5 (4)
C6—C1—H1A119.9C21—C22—H22120.8
C3—C2—C1120.4 (3)C23—C22—H22120.8
C3—C2—H2119.8C24—C23—C22118.5 (4)
C1—C2—H2119.8C24—C23—H23120.8
C2—C3—C4120.2 (3)C22—C23—H23120.8
C2—C3—H3119.9C23—C24—C25120.2 (3)
C4—C3—H3119.9C23—C24—H24119.9
C5—C4—C3119.3 (3)C25—C24—H24119.9
C5—C4—H4120.3N4—C25—C24121.8 (3)
C3—C4—H4120.3N4—C25—H25119.1
C4—C5—C6121.1 (3)C24—C25—H25119.1
C4—C5—H5119.4N5—C26—C27121.4 (4)
C6—C5—H5119.4N5—C26—H26119.3
C5—C6—C1118.7 (3)C27—C26—H26119.3
C5—C6—C7120.9 (3)C28—C27—C26119.5 (4)
C1—C6—C7120.4 (3)C28—C27—H27120.3
O1—C7—N1123.9 (3)C26—C27—H27120.3
O1—C7—C6117.3 (3)C29—C28—C27119.5 (4)
N1—C7—C6118.7 (3)C29—C28—H28120.2
N2—C8—C9124.0 (3)C27—C28—H28120.2
N2—C8—H8118.0C28—C29—C30119.0 (4)
C9—C8—H8118.0C28—C29—H29120.5
C14—C9—C10119.5 (3)C30—C29—H29120.5
C14—C9—C8119.3 (3)N5—C30—C29122.6 (3)
C10—C9—C8121.0 (3)N5—C30—H30118.7
O2—C10—C9124.4 (3)C29—C30—H30118.7
O2—C10—C11117.3 (3)C7—N1—N2108.2 (3)
C9—C10—C11118.3 (3)C8—N2—N1118.6 (3)
O3—C11—C12125.7 (3)C8—N2—Co1126.4 (3)
O3—C11—C10113.5 (3)N1—N2—Co1114.7 (2)
C12—C11—C10120.9 (3)C20—N3—C16118.4 (3)
C11—C12—C13120.0 (4)C20—N3—Co1121.1 (2)
C11—C12—H12120.0C16—N3—Co1120.5 (2)
C13—C12—H12120.0C21—N4—C25117.7 (3)
C14—C13—C12120.7 (4)C21—N4—Co1121.2 (2)
C14—C13—H13119.7C25—N4—Co1121.0 (2)
C12—C13—H13119.7C30—N5—C26118.0 (3)
C13—C14—C9120.7 (4)C30—N5—Co1120.1 (2)
C13—C14—H14119.7C26—N5—Co1121.5 (2)
C9—C14—H14119.7C7—O1—Co1109.2 (2)
O3—C15—H15A109.5C10—O2—Co1121.7 (2)
O3—C15—H15B109.5C11—O3—C15117.3 (3)
Table 1

Selected bond lengths (Å)

Co1—O21.866 (2)
Co1—N21.864 (3)
Co1—O11.898 (2)
Co1—N51.957 (3)
Co1—N31.977 (3)
Co1—N41.987 (3)
  5 in total

1.  Two-step relaxation in a linear tetranuclear dysprosium(III) aggregate showing single-molecule magnet behavior.

Authors:  Yun-Nan Guo; Gong-Feng Xu; Patrick Gamez; Lang Zhao; Shuang-Yan Lin; Ruiping Deng; Jinkui Tang; Hong-Jie Zhang
Journal:  J Am Chem Soc       Date:  2010-06-30       Impact factor: 15.419

2.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

3.  Bis[μ-2-(2-benzoyl-hydrazinylidenemeth-yl)-6-methoxy-phenolato][2-(2-benzoyl-hydrazinylidenemeth-yl)-6-methoxy-phenolato]dimanganese(II) perchlorate methanol solvate.

Authors:  Gui-Miao Yu; Yun-Hui Li; Li-Fei Zou; Jian-Wei Zhu; Xiao-Qiu Liu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-05-22

4.  [3-Hydr-oxy-N'-(2-oxidobenzyl-idene)-2-naphthohydrazidato-κO,N,O']tris-(pyridine-κN)nickel(II) pyridine tris-olvate.

Authors:  Shi-Zhu Sun; Wen-Jun Kang; Da-Cheng Li; Da-Qi Wang; Jian-Min Dou
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-01-30

5.  Bis{2-[(2-benzoyl-hydrazin-1-yl-idene)meth-yl]-6-meth-oxy-phenolato}iron(III) chloride monohydrate.

Authors:  Li-Fei Zou; Yu-Qin Ma; Gui-Miao Yu; Feng-Jiao Gan; Yun-Hui Li
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-06-23
  5 in total

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