Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804013017/ob6375sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804013017/ob6375Isup2.hkl |
CCDC reference: 245113
Key indicators
- Single-crystal X-ray study
- T = 298 K
- H-atom completeness 98%
- R factor = 0.027
- wR factor = 0.079
- Data-to-parameter ratio = 8.3
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.94
Alert level B PLAT027_ALERT_3_B _diffrn_reflns_theta_full (too) Low ............ 24.96 Deg.
Alert level C REFLT03_ALERT_1_C Reflection count < 95% complete From the CIF: _diffrn_reflns_theta_max 24.96 From the CIF: _diffrn_reflns_theta_full 0.00 From the CIF: _reflns_number_total 1744 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 1861 Completeness (_total/calc) 93.71% PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low .... 0.94 PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ? PLAT165_ALERT_3_C Nr. of Status R Flagged Non-Hydrogen Atoms ..... 1 PLAT301_ALERT_3_C Main Residue Disorder ......................... 1.00 Perc. PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7 PLAT380_ALERT_4_C Incorrectly Oriented X(sp2)-Methyl Moiety ...... C14 PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.19 Ratio
Alert level G 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:C15 H21.6 K1 Ni1 O6.3 Atom count from the _atom_site data: C15 H21 K1 Ni1 O6.3 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 4 From the CIF: _chemical_formula_sum C15 H21.6 K Ni O6.3 TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 60.00 60.00 0.00 H 86.40 84.00 2.40 K 4.00 4.00 0.00 Ni 4.00 4.00 0.00 O 25.20 25.20 0.00 REFLT03_ALERT_4_G WARNING: Large fraction of Friedel related reflns may be needed to determine absolute structure From the CIF: _diffrn_reflns_theta_max 24.96 From the CIF: _reflns_number_total 1744 Count of symmetry unique reflns 1861 Completeness (_total/calc) 93.71% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 0 Fraction of Friedel pairs measured 0.000 Are heavy atom types Z>Si present yes
1 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 10 ALERT level C = Check and explain 4 ALERT level G = General alerts; check 6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 1 ALERT type 2 Indicator that the structure model may be wrong or deficient 6 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1993); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 1999); program(s) used to solve structure: SHELXTL-NT (Bruker, 1998); program(s) used to refine structure: SHELXTL-NT; molecular graphics: SHELXTL-NT and DIAMOND (Brandenburg, 1998); software used to prepare material for publication: SHELXTL-NT.
K[Ni(C5H7O2)3]·0.3H2O | F(000) = 836 |
Mr = 400.53 | Dx = 1.303 Mg m−3 |
Orthorhombic, Pna21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2c -2n | Cell parameters from 10 reflections |
a = 13.272 (3) Å | θ = 23.3–31.0° |
b = 9.905 (2) Å | µ = 1.18 mm−1 |
c = 15.533 (3) Å | T = 298 K |
V = 2042.0 (7) Å3 | Needle, pale green |
Z = 4 | 0.42 × 0.22 × 0.20 mm |
Rigaku AFC7S diffractometer | 1582 reflections with I > 2σ(I) |
Radiation source: Normal-focus sealed tube | Rint = 0.006 |
Graphite monochromator | θmax = 25.0°, θmin = 2.6° |
ω–2θ scans | h = 0→15 |
Absorption correction: psi scan (North et al., 1968) | k = −11→2 |
Tmin = 0.638, Tmax = 0.799 | l = −1→17 |
1789 measured reflections | 3 standard reflections every 150 reflections |
1744 independent reflections | intensity decay: none |
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)] = 0.028 | H-atom parameters constrained |
wR(F2) = 0.079 | w = 1/[σ2(Fo2) + (0.0519P)2 + 0.3003P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
1744 reflections | Δρmax = 0.16 e Å−3 |
209 parameters | Δρmin = −0.18 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 1 Friedel pair |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.05 (3) |
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. The coordinates of a centrosymmetrical model were also refined, which yielded to larger final R-factors in comparison with the original model. 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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Ni1 | 0.25114 (3) | 0.23367 (4) | 0.22656 (8) | 0.05069 (16) | |
K1 | 0.50360 (5) | 0.17937 (10) | 0.22630 (15) | 0.0754 (3) | |
O3 | 0.33998 (19) | 0.2025 (3) | 0.3395 (2) | 0.0620 (8) | |
O6 | 0.16423 (19) | 0.2633 (3) | 0.1134 (2) | 0.0657 (9) | |
O1 | 0.32063 (19) | 0.0674 (3) | 0.1746 (2) | 0.0641 (8) | |
O2 | 0.13588 (18) | 0.1208 (3) | 0.2776 (2) | 0.0611 (7) | |
O4 | 0.18795 (19) | 0.3979 (3) | 0.2900 (2) | 0.0683 (8) | |
O5 | 0.36043 (18) | 0.3504 (3) | 0.1705 (2) | 0.0617 (8) | |
C12 | 0.2787 (4) | 0.3987 (6) | 0.0290 (4) | 0.0637 (12) | |
H12A | 0.2880 | 0.4421 | −0.0234 | 0.076* | |
C7 | 0.2814 (4) | 0.3879 (6) | 0.4267 (4) | 0.0730 (14) | |
H7A | 0.2900 | 0.4324 | 0.4790 | 0.088* | |
C11 | 0.3571 (3) | 0.4086 (4) | 0.0927 (3) | 0.0577 (11) | |
C3 | 0.1284 (3) | −0.0061 (4) | 0.2691 (3) | 0.0569 (10) | |
C15 | 0.1158 (4) | 0.3229 (7) | −0.0373 (4) | 0.0951 (18) | |
H15A | 0.0567 | 0.2721 | −0.0223 | 0.143* | |
H15B | 0.1489 | 0.2806 | −0.0852 | 0.143* | |
H15C | 0.0966 | 0.4131 | −0.0528 | 0.143* | |
C10 | 0.1567 (4) | 0.5687 (6) | 0.3986 (5) | 0.108 (2) | |
H10A | 0.1119 | 0.5981 | 0.3538 | 0.161* | |
H10B | 0.2047 | 0.6387 | 0.4107 | 0.161* | |
H10C | 0.1186 | 0.5492 | 0.4496 | 0.161* | |
C1 | 0.2889 (3) | −0.0524 (5) | 0.1869 (3) | 0.0628 (11) | |
C13 | 0.1897 (3) | 0.3275 (5) | 0.0420 (3) | 0.0615 (11) | |
C2 | 0.1983 (3) | −0.0899 (4) | 0.2275 (4) | 0.0700 (10) | |
H2A | 0.1830 | −0.1815 | 0.2267 | 0.084* | |
C9 | 0.4079 (5) | 0.2233 (6) | 0.4876 (5) | 0.103 (2) | |
H9A | 0.4442 | 0.1440 | 0.4702 | 0.155* | |
H9B | 0.3668 | 0.2026 | 0.5367 | 0.155* | |
H9C | 0.4548 | 0.2934 | 0.5022 | 0.155* | |
C6 | 0.3396 (3) | 0.2717 (4) | 0.4121 (3) | 0.0648 (12) | |
C14 | 0.4474 (4) | 0.4927 (5) | 0.0687 (3) | 0.0757 (13) | |
H14A | 0.4948 | 0.4925 | 0.1154 | 0.114* | |
H14B | 0.4263 | 0.5837 | 0.0573 | 0.114* | |
H14C | 0.4786 | 0.4557 | 0.0182 | 0.114* | |
C8 | 0.2123 (3) | 0.4414 (5) | 0.3693 (4) | 0.0684 (13) | |
C5 | 0.0335 (4) | −0.0685 (5) | 0.3082 (4) | 0.0811 (14) | |
H5A | −0.0070 | 0.0013 | 0.3337 | 0.122* | |
H5B | 0.0522 | −0.1328 | 0.3516 | 0.122* | |
H5C | −0.0044 | −0.1131 | 0.2639 | 0.122* | |
C4 | 0.3588 (4) | −0.1622 (6) | 0.1521 (5) | 0.1000 (19) | |
H4A | 0.4167 | −0.1211 | 0.1260 | 0.150* | |
H4B | 0.3235 | −0.2150 | 0.1099 | 0.150* | |
H4C | 0.3800 | −0.2195 | 0.1985 | 0.150* | |
O1W | 0.6063 (4) | −0.0740 (6) | 0.1814 (5) | 0.149 (7)* | 0.30 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0288 (2) | 0.0535 (3) | 0.0698 (3) | −0.00048 (16) | 0.0000 (2) | −0.0045 (4) |
K1 | 0.0291 (3) | 0.0831 (6) | 0.1140 (7) | 0.0000 (3) | −0.0017 (5) | 0.0033 (11) |
O3 | 0.0440 (14) | 0.0633 (17) | 0.079 (2) | 0.0016 (13) | −0.0057 (15) | −0.0075 (17) |
O6 | 0.0361 (15) | 0.079 (2) | 0.082 (2) | −0.0022 (13) | −0.0087 (15) | −0.0021 (17) |
O1 | 0.0427 (14) | 0.0646 (18) | 0.085 (2) | 0.0041 (13) | 0.0041 (14) | −0.0154 (16) |
O2 | 0.0379 (13) | 0.0623 (16) | 0.083 (2) | −0.0045 (12) | 0.0027 (13) | −0.0049 (15) |
O4 | 0.0406 (14) | 0.0591 (16) | 0.105 (3) | 0.0039 (13) | 0.0034 (16) | −0.0120 (17) |
O5 | 0.0362 (13) | 0.0668 (17) | 0.082 (2) | −0.0085 (12) | −0.0002 (14) | 0.0042 (16) |
C12 | 0.059 (2) | 0.065 (3) | 0.068 (3) | −0.004 (3) | 0.002 (2) | 0.000 (3) |
C7 | 0.073 (3) | 0.068 (3) | 0.078 (4) | −0.010 (3) | 0.003 (3) | −0.020 (3) |
C11 | 0.047 (2) | 0.052 (2) | 0.075 (3) | 0.0027 (17) | 0.0086 (19) | −0.008 (2) |
C3 | 0.052 (2) | 0.062 (2) | 0.057 (2) | −0.0086 (19) | −0.0111 (18) | 0.007 (2) |
C15 | 0.070 (3) | 0.114 (5) | 0.102 (4) | −0.010 (3) | −0.031 (3) | 0.007 (4) |
C10 | 0.091 (4) | 0.073 (3) | 0.159 (6) | 0.017 (3) | 0.015 (4) | −0.035 (4) |
C1 | 0.067 (3) | 0.061 (2) | 0.061 (2) | 0.012 (2) | −0.005 (2) | −0.011 (2) |
C13 | 0.055 (2) | 0.062 (2) | 0.068 (3) | 0.010 (2) | −0.008 (2) | −0.007 (2) |
C2 | 0.076 (3) | 0.0521 (19) | 0.082 (3) | −0.0003 (19) | −0.006 (3) | 0.000 (3) |
C9 | 0.115 (5) | 0.089 (4) | 0.105 (5) | −0.010 (3) | −0.045 (4) | −0.004 (3) |
C6 | 0.056 (2) | 0.062 (3) | 0.076 (3) | −0.018 (2) | −0.007 (2) | −0.004 (2) |
C14 | 0.064 (3) | 0.078 (3) | 0.085 (3) | −0.020 (2) | 0.010 (2) | −0.005 (3) |
C8 | 0.054 (2) | 0.054 (2) | 0.097 (4) | −0.012 (2) | 0.014 (3) | −0.020 (2) |
C5 | 0.078 (3) | 0.080 (3) | 0.084 (3) | −0.029 (3) | 0.007 (3) | 0.008 (3) |
C4 | 0.090 (4) | 0.076 (3) | 0.134 (5) | 0.032 (3) | 0.008 (4) | −0.014 (4) |
Ni1—O5 | 2.049 (3) | C7—C6 | 1.404 (7) |
Ni1—O1 | 2.053 (3) | C7—H7A | 0.9300 |
Ni1—O2 | 2.054 (3) | C11—C14 | 1.506 (6) |
Ni1—O4 | 2.079 (3) | C3—C2 | 1.402 (6) |
Ni1—O6 | 2.123 (3) | C3—C5 | 1.529 (6) |
Ni1—O3 | 2.137 (3) | C15—C13 | 1.576 (7) |
Ni1—K1 | 3.3936 (11) | C15—H15A | 0.9600 |
Ni1—K1i | 3.3963 (10) | C15—H15B | 0.9600 |
K1—O5 | 2.689 (3) | C15—H15C | 0.9600 |
K1—O4ii | 2.748 (3) | C10—C8 | 1.530 (7) |
K1—O2ii | 2.763 (3) | C10—H10A | 0.9600 |
K1—O1 | 2.788 (3) | C10—H10B | 0.9600 |
K1—O3 | 2.804 (3) | C10—H10C | 0.9600 |
K1—O6ii | 2.819 (4) | C1—C2 | 1.409 (7) |
K1—O1W | 2.940 (5) | C1—C4 | 1.528 (6) |
K1—Ni1ii | 3.3963 (10) | C2—H2A | 0.9300 |
O3—C6 | 1.320 (6) | C9—C6 | 1.557 (8) |
O6—C13 | 1.323 (6) | C9—H9A | 0.9600 |
O6—K1i | 2.819 (4) | C9—H9B | 0.9600 |
O1—C1 | 1.273 (6) | C9—H9C | 0.9600 |
O2—C3 | 1.268 (5) | C14—H14A | 0.9600 |
O2—K1i | 2.763 (3) | C14—H14B | 0.9600 |
O4—C8 | 1.344 (6) | C14—H14C | 0.9600 |
O4—K1i | 2.748 (3) | C5—H5A | 0.9600 |
O5—C11 | 1.340 (5) | C5—H5B | 0.9600 |
C12—C13 | 1.390 (7) | C5—H5C | 0.9600 |
C12—C11 | 1.439 (7) | C4—H4A | 0.9600 |
C12—H12A | 0.9300 | C4—H4B | 0.9600 |
C7—C8 | 1.385 (8) | C4—H4C | 0.9600 |
O5—Ni1—O1 | 88.16 (12) | C3—O2—Ni1 | 123.9 (3) |
O5—Ni1—O2 | 176.74 (14) | C3—O2—K1i | 129.1 (3) |
O1—Ni1—O2 | 92.83 (11) | Ni1—O2—K1i | 88.38 (11) |
O5—Ni1—O4 | 92.61 (12) | C8—O4—Ni1 | 126.0 (3) |
O1—Ni1—O4 | 174.52 (16) | C8—O4—K1i | 129.3 (2) |
O2—Ni1—O4 | 86.69 (12) | Ni1—O4—K1i | 88.31 (11) |
O5—Ni1—O6 | 87.41 (13) | C11—O5—Ni1 | 127.1 (3) |
O1—Ni1—O6 | 91.71 (14) | C11—O5—K1 | 125.8 (2) |
O2—Ni1—O6 | 89.46 (13) | Ni1—O5—K1 | 90.46 (11) |
O4—Ni1—O6 | 93.75 (13) | C13—C12—C11 | 123.4 (5) |
O5—Ni1—O3 | 92.28 (12) | C13—C12—H12A | 118.3 |
O1—Ni1—O3 | 87.63 (12) | C11—C12—H12A | 118.3 |
O2—Ni1—O3 | 90.86 (13) | C8—C7—C6 | 125.0 (5) |
O4—Ni1—O3 | 86.92 (13) | C8—C7—H7A | 117.5 |
O6—Ni1—O3 | 179.28 (13) | C6—C7—H7A | 117.5 |
O5—Ni1—K1 | 52.40 (8) | O5—C11—C12 | 127.9 (4) |
O1—Ni1—K1 | 55.17 (8) | O5—C11—C14 | 115.8 (4) |
O2—Ni1—K1 | 130.50 (9) | C12—C11—C14 | 116.3 (4) |
O4—Ni1—K1 | 121.53 (8) | O2—C3—C2 | 125.6 (4) |
O6—Ni1—K1 | 123.87 (10) | O2—C3—C5 | 115.1 (4) |
O3—Ni1—K1 | 55.47 (8) | C2—C3—C5 | 119.3 (4) |
O5—Ni1—K1i | 122.77 (9) | C13—C15—H15A | 109.5 |
O1—Ni1—K1i | 129.61 (8) | C13—C15—H15B | 109.5 |
O2—Ni1—K1i | 54.42 (8) | H15A—C15—H15B | 109.5 |
O4—Ni1—K1i | 53.97 (8) | C13—C15—H15C | 109.5 |
O6—Ni1—K1i | 55.84 (9) | H15A—C15—H15C | 109.5 |
O3—Ni1—K1i | 124.85 (10) | H15B—C15—H15C | 109.5 |
K1—Ni1—K1i | 174.427 (15) | C8—C10—H10A | 109.5 |
O5—K1—O4ii | 157.02 (9) | C8—C10—H10B | 109.5 |
O5—K1—O2ii | 95.20 (9) | H10A—C10—H10B | 109.5 |
O4ii—K1—O2ii | 61.96 (8) | C8—C10—H10C | 109.5 |
O5—K1—O1 | 62.77 (9) | H10A—C10—H10C | 109.5 |
O4ii—K1—O1 | 140.21 (9) | H10B—C10—H10C | 109.5 |
O2ii—K1—O1 | 157.15 (9) | O1—C1—C2 | 126.5 (4) |
O5—K1—O3 | 66.63 (9) | O1—C1—C4 | 114.2 (4) |
O4ii—K1—O3 | 119.10 (13) | C2—C1—C4 | 119.3 (4) |
O2ii—K1—O3 | 104.63 (11) | O6—C13—C12 | 125.6 (4) |
O1—K1—O3 | 62.51 (9) | O6—C13—C15 | 118.8 (4) |
O5—K1—O6ii | 101.95 (11) | C12—C13—C15 | 115.6 (5) |
O4ii—K1—O6ii | 66.85 (9) | C3—C2—C1 | 128.0 (4) |
O2ii—K1—O6ii | 63.56 (10) | C3—C2—H2A | 116.0 |
O1—K1—O6ii | 124.05 (13) | C1—C2—H2A | 116.0 |
O3—K1—O6ii | 163.69 (9) | C6—C9—H9A | 109.5 |
O5—K1—O1W | 142.07 (17) | C6—C9—H9B | 109.5 |
O4ii—K1—O1W | 55.61 (14) | H9A—C9—H9B | 109.5 |
O2ii—K1—O1W | 112.68 (12) | C6—C9—H9C | 109.5 |
O1—K1—O1W | 89.75 (13) | H9A—C9—H9C | 109.5 |
O3—K1—O1W | 125.28 (15) | H9B—C9—H9C | 109.5 |
O6ii—K1—O1W | 70.95 (15) | O3—C6—C7 | 124.5 (5) |
O5—K1—Ni1 | 37.14 (6) | O3—C6—C9 | 118.7 (4) |
O4ii—K1—Ni1 | 157.34 (11) | C7—C6—C9 | 116.8 (5) |
O2ii—K1—Ni1 | 120.89 (7) | C11—C14—H14A | 109.5 |
O1—K1—Ni1 | 37.19 (6) | C11—C14—H14B | 109.5 |
O3—K1—Ni1 | 38.89 (7) | H14A—C14—H14B | 109.5 |
O6ii—K1—Ni1 | 135.69 (9) | C11—C14—H14C | 109.5 |
O1W—K1—Ni1 | 126.39 (11) | H14A—C14—H14C | 109.5 |
O5—K1—Ni1ii | 121.61 (7) | H14B—C14—H14C | 109.5 |
O4ii—K1—Ni1ii | 37.72 (6) | O4—C8—C7 | 128.8 (4) |
O2ii—K1—Ni1ii | 37.20 (6) | O4—C8—C10 | 114.9 (5) |
O1—K1—Ni1ii | 160.71 (10) | C7—C8—C10 | 116.3 (5) |
O3—K1—Ni1ii | 136.70 (9) | C3—C5—H5A | 109.5 |
O6ii—K1—Ni1ii | 38.56 (7) | C3—C5—H5B | 109.5 |
O1W—K1—Ni1ii | 76.61 (11) | H5A—C5—H5B | 109.5 |
Ni1—K1—Ni1ii | 156.19 (3) | C3—C5—H5C | 109.5 |
C6—O3—Ni1 | 128.6 (3) | H5A—C5—H5C | 109.5 |
C6—O3—K1 | 125.6 (2) | H5B—C5—H5C | 109.5 |
Ni1—O3—K1 | 85.64 (11) | C1—C4—H4A | 109.5 |
C13—O6—Ni1 | 128.5 (2) | C1—C4—H4B | 109.5 |
C13—O6—K1i | 128.2 (3) | H4A—C4—H4B | 109.5 |
Ni1—O6—K1i | 85.60 (13) | C1—C4—H4C | 109.5 |
C1—O1—Ni1 | 122.7 (3) | H4A—C4—H4C | 109.5 |
C1—O1—K1 | 128.0 (3) | H4B—C4—H4C | 109.5 |
Ni1—O1—K1 | 87.65 (11) |
Symmetry codes: (i) x−1/2, −y+1/2, z; (ii) x+1/2, −y+1/2, z. |