Buy article online - an online subscription or single-article purchase is required to access this article.
Download citation
Download citation
link to html
In the title compound, {[Co(C16H17FN3O3)2]·2H2O}n, the Co atom exists in a distorted trans-CoN2O4 octa­hedral geometry that is defined by two monodentate N-bonded and two bidentate O,O′-bonded 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazin­yl)-3-quinoline carboxyl­ate ligands. The extended two-dimensional structure exhibits a 13.33 × 16.19 Å square grid. The Co atom lies on a center of inversion.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806056510/hy2041sup1.cif
Contains datablocks CoNorf, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806056510/hy2041Isup2.hkl
Contains datablock I

CCDC reference: 636699

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.003 Å
  • H-atom completeness 90%
  • Disorder in solvent or counterion
  • R factor = 0.043
  • wR factor = 0.142
  • Data-to-parameter ratio = 15.9

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT430_ALERT_2_B Short Inter D...A Contact O1W .. O2W .. 2.80 Ang.
Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 1.05 PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ? PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.13 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.67 Ratio PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.17 PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 50.00 Perc. PLAT411_ALERT_2_C Short Inter H...H Contact H5 .. H13B .. 2.11 Ang. PLAT430_ALERT_2_C Short Inter D...A Contact O1W .. O2 .. 2.85 Ang.
Alert level G FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C32 H38 Co1 F2 N6 O8 Atom count from _chemical_formula_moiety:C32 H38 Co2 F2 N6 O8 FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the _chemical_formula_sum and the formula from the _atom_site* data. Atom count from _chemical_formula_sum:C32 H38 Co1 F2 N6 O8 Atom count from the _atom_site data: C32 H34 Co1 F2 N6 O8 CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected. CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional? From the CIF: _cell_formula_units_Z 2 From the CIF: _chemical_formula_sum C32 H38 Co F2 N6 O8 TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 64.00 64.00 0.00 H 76.00 68.00 8.00 Co 2.00 2.00 0.00 F 4.00 4.00 0.00 N 12.00 12.00 0.00 O 16.00 16.00 0.00
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 11 ALERT level C = Check and explain 4 ALERT level G = General alerts; check 7 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 7 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 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg, 2001); software used to prepare material for publication: SHELXL97.

Poly[bis[1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl) -3-quinoline carboxylato-κ3O,O':N]cobalt(II) dihydrate] top
Crystal data top
[Co(C16H17FN3O3)2]·2H2OF(000) = 762
Mr = 731.61Dx = 1.468 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 11845 reflections
a = 5.8530 (12) Åθ = 3.1–27.5°
b = 21.587 (4) ŵ = 0.59 mm1
c = 13.278 (3) ÅT = 295 K
β = 99.48 (3)°Prism, pink
V = 1654.8 (6) Å30.35 × 0.28 × 0.19 mm
Z = 2
Data collection top
Rigaku RAXIS-RAPID
diffractometer
3779 independent reflections
Radiation source: fine-focus sealed tube2889 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.038
Detector resolution: 10.000 pixels mm-1θmax = 27.5°, θmin = 3.1°
ω scansh = 77
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
k = 2728
Tmin = 0.790, Tmax = 0.854l = 1617
15910 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)] = 0.043Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.142H atoms treated by a mixture of independent and constrained refinement
S = 1.07 w = 1/[σ2(Fo2) + (0.0884P)2 + 0.3041P]
where P = (Fo2 + 2Fc2)/3
3779 reflections(Δ/σ)max < 0.001
237 parametersΔρmax = 0.72 e Å3
1 restraintΔρmin = 0.34 e Å3
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)
Co10.50000.50000.50000.02283 (15)
F10.1962 (3)0.74691 (7)0.33781 (13)0.0462 (4)
O1W1.0997 (10)0.5341 (4)0.0898 (5)0.104 (2)0.50
O10.7273 (3)0.49334 (6)0.39703 (13)0.0294 (4)
O2W0.413 (3)0.5156 (4)0.0457 (7)0.205 (7)0.50
O20.8587 (4)0.49909 (8)0.25081 (17)0.0530 (6)
O30.3365 (3)0.57024 (7)0.40732 (12)0.0285 (3)
N10.5171 (3)0.65720 (8)0.15665 (15)0.0288 (4)
N20.0740 (3)0.81431 (8)0.17408 (14)0.0288 (4)
N30.2557 (3)0.93372 (8)0.09296 (15)0.0278 (4)
H30.132 (3)0.9545 (11)0.111 (2)0.042*
C10.7305 (4)0.51738 (10)0.31034 (18)0.0288 (5)
C20.5787 (4)0.57278 (9)0.27819 (17)0.0266 (5)
C30.3966 (4)0.59435 (9)0.32955 (16)0.0242 (4)
C40.2793 (4)0.65040 (9)0.28696 (16)0.0244 (4)
C50.0973 (4)0.67497 (10)0.33117 (17)0.0279 (5)
H50.05060.65460.38600.034*
C60.0117 (4)0.72786 (10)0.29546 (18)0.0278 (5)
C70.0519 (4)0.76241 (9)0.21338 (17)0.0260 (5)
C80.2319 (4)0.73774 (10)0.16988 (18)0.0290 (5)
H80.28120.75910.11650.035*
C90.3428 (4)0.68188 (10)0.20324 (17)0.0260 (5)
C100.6247 (4)0.60485 (10)0.19444 (18)0.0296 (5)
H100.73980.58920.16090.035*
C110.1160 (5)0.86511 (10)0.24306 (18)0.0354 (5)
H11B0.02610.88820.26370.042*
H11A0.16380.84810.30390.042*
C120.3044 (4)0.90854 (11)0.18944 (19)0.0350 (5)
H12B0.45000.88610.17640.042*
H12A0.32320.94260.23490.042*
C130.2069 (5)0.88196 (12)0.02852 (19)0.0434 (7)
H13B0.16290.89840.03350.052*
H13A0.34770.85810.00920.052*
C140.0156 (5)0.83878 (12)0.0795 (2)0.0453 (7)
H14B0.00390.80490.03370.054*
H14A0.12960.86130.09380.054*
C150.5813 (4)0.68515 (12)0.0633 (2)0.0385 (6)
H15B0.73080.66900.05340.046*
H15A0.59680.72960.07280.046*
C160.4073 (7)0.67244 (18)0.0311 (2)0.0646 (9)
H16C0.39970.62870.04390.097*
H16B0.45340.69340.08830.097*
H16A0.25790.68720.02120.097*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0300 (2)0.0138 (2)0.0229 (2)0.00070 (15)0.00093 (17)0.00282 (14)
F10.0507 (8)0.0386 (8)0.0561 (10)0.0183 (7)0.0291 (8)0.0176 (7)
O1W0.078 (4)0.164 (6)0.071 (4)0.025 (4)0.021 (3)0.005 (4)
O10.0345 (8)0.0222 (8)0.0296 (9)0.0042 (6)0.0004 (7)0.0053 (6)
O2W0.381 (19)0.094 (5)0.111 (7)0.052 (8)0.047 (10)0.053 (6)
O20.0707 (14)0.0496 (12)0.0436 (12)0.0357 (10)0.0241 (11)0.0148 (9)
O30.0343 (8)0.0215 (7)0.0295 (8)0.0034 (6)0.0043 (6)0.0086 (6)
N10.0324 (9)0.0261 (9)0.0292 (10)0.0066 (8)0.0089 (8)0.0086 (8)
N20.0399 (10)0.0210 (9)0.0261 (9)0.0104 (8)0.0071 (8)0.0055 (7)
N30.0334 (9)0.0187 (9)0.0300 (10)0.0016 (7)0.0011 (8)0.0009 (7)
C10.0337 (11)0.0211 (10)0.0302 (12)0.0053 (9)0.0006 (9)0.0025 (9)
C20.0318 (10)0.0199 (10)0.0265 (11)0.0030 (9)0.0002 (9)0.0005 (8)
C30.0297 (10)0.0180 (9)0.0228 (10)0.0015 (8)0.0020 (8)0.0018 (8)
C40.0297 (10)0.0182 (9)0.0244 (10)0.0020 (8)0.0013 (8)0.0025 (8)
C50.0353 (11)0.0244 (10)0.0251 (11)0.0000 (9)0.0077 (9)0.0055 (9)
C60.0308 (11)0.0240 (10)0.0299 (11)0.0052 (9)0.0090 (9)0.0036 (9)
C70.0315 (10)0.0181 (9)0.0271 (11)0.0025 (8)0.0012 (9)0.0037 (8)
C80.0353 (11)0.0234 (10)0.0292 (11)0.0044 (9)0.0076 (9)0.0096 (9)
C90.0290 (10)0.0218 (10)0.0271 (11)0.0037 (8)0.0044 (9)0.0040 (8)
C100.0330 (11)0.0244 (10)0.0312 (12)0.0070 (9)0.0050 (9)0.0032 (9)
C110.0516 (14)0.0255 (11)0.0277 (12)0.0082 (10)0.0024 (11)0.0006 (9)
C120.0477 (13)0.0278 (11)0.0305 (12)0.0112 (10)0.0096 (10)0.0018 (10)
C130.0703 (17)0.0334 (13)0.0272 (12)0.0279 (13)0.0101 (12)0.0075 (10)
C140.0646 (17)0.0401 (14)0.0354 (14)0.0306 (13)0.0206 (13)0.0180 (11)
C150.0448 (13)0.0374 (13)0.0372 (14)0.0097 (11)0.0184 (11)0.0156 (11)
C160.081 (2)0.078 (2)0.0355 (16)0.009 (2)0.0105 (16)0.0108 (16)
Geometric parameters (Å, º) top
Co1—O12.0635 (19)C4—C51.402 (3)
Co1—O1i2.0635 (19)C4—C91.404 (3)
Co1—O32.0837 (15)C5—C61.355 (3)
Co1—O3i2.0837 (15)C5—H50.9300
Co1—N3ii2.2436 (18)C6—C71.420 (3)
Co1—N3iii2.2436 (18)C7—C81.388 (3)
F1—C61.361 (3)C8—C91.406 (3)
O1—C11.266 (3)C8—H80.9300
O2W—O2Wiv1.60 (2)C10—H100.9300
O2—C11.241 (3)C11—C121.531 (3)
O3—C31.257 (3)C11—H11B0.9700
N1—C101.350 (3)C11—H11A0.9700
N1—C91.384 (3)C12—H12B0.9700
N1—C151.482 (3)C12—H12A0.9700
N2—C71.394 (3)C13—C141.527 (3)
N2—C141.454 (3)C13—H13B0.9700
N2—C111.475 (3)C13—H13A0.9700
N3—C121.462 (3)C14—H14B0.9700
N3—C131.464 (3)C14—H14A0.9700
N3—Co1v2.2436 (18)C15—C161.503 (5)
N3—H30.853 (10)C15—H15B0.9700
C1—C21.509 (3)C15—H15A0.9700
C2—C101.374 (3)C16—H16C0.9600
C2—C31.435 (3)C16—H16B0.9600
C3—C41.458 (3)C16—H16A0.9600
O1—Co1—O1i180.0C8—C7—C6115.5 (2)
O1—Co1—O386.72 (6)N2—C7—C6121.3 (2)
O1i—Co1—O393.28 (6)C7—C8—C9122.7 (2)
O1—Co1—O3i93.28 (6)C7—C8—H8118.6
O1i—Co1—O3i86.72 (6)C9—C8—H8118.6
O3—Co1—O3i180.0N1—C9—C4118.57 (19)
O1—Co1—N3ii89.26 (7)N1—C9—C8121.7 (2)
O1i—Co1—N3ii90.74 (7)C4—C9—C8119.7 (2)
O3—Co1—N3ii92.87 (7)N1—C10—C2125.6 (2)
O3i—Co1—N3ii87.13 (7)N1—C10—H10117.2
O1—Co1—N3iii90.74 (7)C2—C10—H10117.2
O1i—Co1—N3iii89.26 (7)N2—C11—C12110.32 (19)
O3—Co1—N3iii87.13 (7)N2—C11—H11B109.6
O3i—Co1—N3iii92.87 (7)C12—C11—H11B109.6
N3ii—Co1—N3iii180.0N2—C11—H11A109.6
C1—O1—Co1132.98 (15)C12—C11—H11A109.6
C3—O3—Co1128.53 (14)H11B—C11—H11A108.1
C10—N1—C9119.29 (19)N3—C12—C11113.9 (2)
C10—N1—C15119.01 (19)N3—C12—H12B108.8
C9—N1—C15121.63 (18)C11—C12—H12B108.8
C7—N2—C14115.47 (19)N3—C12—H12A108.8
C7—N2—C11119.79 (18)C11—C12—H12A108.8
C14—N2—C11110.67 (19)H12B—C12—H12A107.7
C12—N3—C13108.25 (18)N3—C13—C14114.0 (2)
C12—N3—Co1v121.36 (14)N3—C13—H13B108.8
C13—N3—Co1v109.46 (14)C14—C13—H13B108.8
C12—N3—H3103 (2)N3—C13—H13A108.8
C13—N3—H3109.0 (19)C14—C13—H13A108.8
Co1v—N3—H3104.8 (19)H13B—C13—H13A107.7
O2—C1—O1123.4 (2)N2—C14—C13110.2 (2)
O2—C1—C2117.5 (2)N2—C14—H14B109.6
O1—C1—C2119.1 (2)C13—C14—H14B109.6
C10—C2—C3118.77 (19)N2—C14—H14A109.6
C10—C2—C1116.4 (2)C13—C14—H14A109.6
C3—C2—C1124.9 (2)H14B—C14—H14A108.1
O3—C3—C2125.91 (19)N1—C15—C16113.1 (2)
O3—C3—C4119.0 (2)N1—C15—H15B109.0
C2—C3—C4115.09 (19)C16—C15—H15B109.0
C5—C4—C9117.82 (19)N1—C15—H15A109.0
C5—C4—C3119.5 (2)C16—C15—H15A109.0
C9—C4—C3122.6 (2)H15B—C15—H15A107.8
C6—C5—C4121.2 (2)C15—C16—H16C109.5
C6—C5—H5119.4C15—C16—H16B109.5
C4—C5—H5119.4H16C—C16—H16B109.5
C5—C6—F1118.0 (2)C15—C16—H16A109.5
C5—C6—C7122.9 (2)H16C—C16—H16A109.5
F1—C6—C7119.00 (19)H16B—C16—H16A109.5
C8—C7—N2122.9 (2)
O3—Co1—O1—C18.5 (2)C5—C6—C7—C81.3 (4)
O3i—Co1—O1—C1171.5 (2)F1—C6—C7—C8175.87 (19)
N3ii—Co1—O1—C1101.4 (2)C5—C6—C7—N2175.6 (2)
N3iii—Co1—O1—C178.6 (2)F1—C6—C7—N21.6 (3)
O1—Co1—O3—C35.15 (17)N2—C7—C8—C9173.3 (2)
O1i—Co1—O3—C3174.85 (17)C6—C7—C8—C90.9 (3)
N3ii—Co1—O3—C383.94 (18)C10—N1—C9—C41.8 (3)
N3iii—Co1—O3—C396.06 (18)C15—N1—C9—C4175.3 (2)
Co1—O1—C1—O2166.00 (19)C10—N1—C9—C8177.2 (2)
Co1—O1—C1—C216.6 (3)C15—N1—C9—C85.8 (3)
O2—C1—C2—C1011.1 (3)C5—C4—C9—N1177.99 (19)
O1—C1—C2—C10166.5 (2)C3—C4—C9—N12.8 (3)
O2—C1—C2—C3170.2 (2)C5—C4—C9—C83.1 (3)
O1—C1—C2—C312.2 (3)C3—C4—C9—C8176.1 (2)
Co1—O3—C3—C29.0 (3)C7—C8—C9—N1178.0 (2)
Co1—O3—C3—C4169.10 (14)C7—C8—C9—C43.1 (3)
C10—C2—C3—O3179.3 (2)C9—N1—C10—C20.8 (3)
C1—C2—C3—O30.6 (3)C15—N1—C10—C2177.9 (2)
C10—C2—C3—C41.1 (3)C3—C2—C10—N12.3 (3)
C1—C2—C3—C4177.59 (19)C1—C2—C10—N1176.5 (2)
O3—C3—C4—C52.2 (3)C7—N2—C11—C12166.0 (2)
C2—C3—C4—C5179.47 (19)C14—N2—C11—C1255.8 (3)
O3—C3—C4—C9176.98 (19)C13—N3—C12—C1153.4 (3)
C2—C3—C4—C91.3 (3)Co1v—N3—C12—C11178.87 (15)
C9—C4—C5—C61.0 (3)N2—C11—C12—N355.6 (3)
C3—C4—C5—C6178.2 (2)C12—N3—C13—C1454.2 (3)
C4—C5—C6—F1175.9 (2)Co1v—N3—C13—C14171.57 (19)
C4—C5—C6—C71.2 (4)C7—N2—C14—C13163.4 (2)
C14—N2—C7—C84.2 (3)C11—N2—C14—C1356.5 (3)
C11—N2—C7—C8132.1 (2)N3—C13—C14—N257.3 (3)
C14—N2—C7—C6169.7 (2)C10—N1—C15—C16102.7 (3)
C11—N2—C7—C654.0 (3)C9—N1—C15—C1674.3 (3)
Symmetry codes: (i) x+1, y+1, z+1; (ii) x+1, y+3/2, z+1/2; (iii) x, y1/2, z+1/2; (iv) x+1, y+1, z; (v) x, y+1/2, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N3—H3···O2vi0.85 (1)2.43 (2)3.179 (3)148 (3)
Symmetry code: (vi) x+1, y+1/2, z+1/2.
 

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

The full text of this article is available to subscribers to the journal.

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.
E-mail address* 
Repeat e-mail address* 
(for error checking) 

Format*   PDF (US $40)
   HTML (US $40)
   PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number 
(non-UK EC countries only) 
Country* 
 

Terms and conditions of use
Contact us

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds