Buy article online - an online subscription or single-article purchase is required to access this article.
In the title centrosymmetric mononuclear cobalt(II) complex, [Co(C20H25N2O)2]·4H2O, the CoII atom is six-coordinated by two O and four N atoms from the two Schiff base ligands, forming a very slightly disorted octahedral coordination.
Supporting information
CCDC reference: 608459
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.007 Å
Some non-H atoms missing
- R factor = 0.069
- wR factor = 0.188
- Data-to-parameter ratio = 16.1
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT094_ALERT_2_B Ratio of Maximum / Minimum Residual Density .... 4.88
PLAT420_ALERT_2_B D-H Without Acceptor O3 - H3A ... ?
PLAT420_ALERT_2_B D-H Without Acceptor O3 - H3B ... ?
Alert level C
CHEMW03_ALERT_2_C The ratio of given/expected molecular weight as
calculated from the _atom_site* data lies outside
the range 0.99 <> 1.01
From the CIF: _cell_formula_units_Z 4
From the CIF: _chemical_formula_weight 749.83
TEST: Calculate formula weight from _atom_site_*
atom mass num sum
C 12.01 40.00 480.44
H 1.01 56.00 56.45
N 14.01 4.00 56.03
O 16.00 5.00 79.99
Co 58.93 1.00 58.93
Calculated formula weight 731.84
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.96
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT043_ALERT_1_C Check Reported Molecular Weight ................ 749.83
PLAT044_ALERT_1_C Calculated and Reported Dx Differ .............. ?
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... ?
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C13
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
PLAT420_ALERT_2_C D-H Without Acceptor N2 - H2 ... ?
PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of . 46.00 A 3
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:C40 H58 Co1 N4 O6
Atom count from the _atom_site data: C40 H56 Co1 N4 O5
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G ALERT: Large difference may be due to a
symmetry error - see SYMMG tests
From the CIF: _cell_formula_units_Z 4
From the CIF: _chemical_formula_sum C40 H58 Co N4 O6
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 160.00 160.00 0.00
H 232.00 224.00 8.00
Co 4.00 4.00 0.00
N 16.00 16.00 0.00
O 24.00 20.00 4.00
0 ALERT level A = In general: serious problem
3 ALERT level B = Potentially serious problem
11 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
7 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
8 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
Bis{1-[3-(cyclohexylamino)propyliminomethyl]naphth-2-olato}cobalt(II)
tetrahydrate
top
Crystal data top
[Co(C20H25N2O)2]·4H2O | F(000) = 1604 |
Mr = 749.83 | Dx = 1.290 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 1775 reflections |
a = 21.192 (4) Å | θ = 2.4–24.9° |
b = 9.115 (2) Å | µ = 0.50 mm−1 |
c = 22.426 (5) Å | T = 298 K |
β = 116.939 (4)° | Block, red |
V = 3861.9 (14) Å3 | 0.23 × 0.21 × 0.20 mm |
Z = 4 | |
Data collection top
Bruker SMART 1000 CCD area-detector diffractometer | 3871 independent reflections |
Radiation source: fine-focus sealed tube | 2573 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.046 |
ω scans | θmax = 26.5°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −23→26 |
Tmin = 0.895, Tmax = 0.908 | k = −11→10 |
10625 measured reflections | l = −28→25 |
Refinement top
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)] = 0.069 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.188 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.1043P)2] where P = (Fo2 + 2Fc2)/3 |
3871 reflections | (Δ/σ)max < 0.001 |
241 parameters | Δρmax = 1.47 e Å−3 |
7 restraints | Δρmin = −0.30 e Å−3 |
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 | x | y | z | Uiso*/Ueq | |
Co1 | 0.2500 | 0.2500 | 0.0000 | 0.0382 (2) | |
O1 | 0.22707 (14) | 0.3377 (3) | 0.06384 (11) | 0.0478 (6) | |
O2 | 0.5000 | 0.1135 (6) | 0.2500 | 0.0813 (15) | |
O3 | 0.9267 (3) | 0.1624 (14) | 0.7950 (3) | 0.226 (5) | |
N1 | 0.15202 (16) | 0.2537 (3) | −0.06473 (14) | 0.0453 (7) | |
N2 | 0.23559 (18) | 0.0495 (3) | 0.02947 (16) | 0.0531 (8) | |
C1 | 0.12014 (19) | 0.4565 (4) | −0.01392 (19) | 0.0468 (9) | |
C2 | 0.1771 (2) | 0.4339 (4) | 0.05013 (18) | 0.0448 (9) | |
C3 | 0.1796 (2) | 0.5188 (5) | 0.1047 (2) | 0.0558 (10) | |
H3 | 0.2155 | 0.5022 | 0.1476 | 0.067* | |
C4 | 0.1307 (3) | 0.6225 (5) | 0.0947 (2) | 0.0631 (12) | |
H4 | 0.1329 | 0.6740 | 0.1314 | 0.076* | |
C5 | 0.0764 (2) | 0.6559 (4) | 0.0309 (2) | 0.0570 (11) | |
C6 | 0.0290 (3) | 0.7734 (5) | 0.0203 (3) | 0.0742 (14) | |
H6 | 0.0325 | 0.8283 | 0.0566 | 0.089* | |
C7 | −0.0212 (3) | 0.8072 (6) | −0.0416 (4) | 0.0886 (17) | |
H7 | −0.0524 | 0.8842 | −0.0477 | 0.106* | |
C8 | −0.0263 (3) | 0.7266 (5) | −0.0963 (3) | 0.0834 (17) | |
H8 | −0.0608 | 0.7510 | −0.1389 | 0.100* | |
C9 | 0.0185 (2) | 0.6122 (5) | −0.0884 (3) | 0.0643 (12) | |
H9 | 0.0142 | 0.5600 | −0.1257 | 0.077* | |
C10 | 0.0709 (2) | 0.5727 (4) | −0.0248 (2) | 0.0504 (9) | |
C11 | 0.1069 (2) | 0.3502 (4) | −0.06489 (18) | 0.0455 (9) | |
H11 | 0.0622 | 0.3500 | −0.1013 | 0.055* | |
C12 | 0.1255 (2) | 0.1371 (4) | −0.11548 (19) | 0.0526 (10) | |
H12A | 0.1468 | 0.1478 | −0.1455 | 0.063* | |
H12B | 0.0747 | 0.1472 | −0.1417 | 0.063* | |
C13 | 0.1420 (3) | −0.0128 (5) | −0.0844 (2) | 0.0743 (14) | |
H13A | 0.0995 | −0.0719 | −0.1053 | 0.089* | |
H13B | 0.1772 | −0.0574 | −0.0951 | 0.089* | |
C14 | 0.1683 (2) | −0.0206 (5) | −0.0113 (2) | 0.0628 (12) | |
H14A | 0.1330 | 0.0233 | −0.0006 | 0.075* | |
H14B | 0.1722 | −0.1232 | 0.0013 | 0.075* | |
C15 | 0.2650 (2) | 0.0227 (4) | 0.10389 (17) | 0.0444 (8) | |
H15 | 0.3015 | 0.0971 | 0.1263 | 0.053* | |
C16 | 0.2125 (2) | 0.0370 (5) | 0.1314 (2) | 0.0592 (11) | |
H16A | 0.1755 | −0.0361 | 0.1112 | 0.071* | |
H16B | 0.1907 | 0.1334 | 0.1210 | 0.071* | |
C17 | 0.2508 (3) | 0.0154 (6) | 0.2069 (2) | 0.0718 (13) | |
H17A | 0.2854 | 0.0929 | 0.2269 | 0.086* | |
H17B | 0.2169 | 0.0225 | 0.2248 | 0.086* | |
C18 | 0.2877 (3) | −0.1321 (5) | 0.2258 (2) | 0.0778 (15) | |
H18A | 0.3136 | −0.1397 | 0.2741 | 0.093* | |
H18B | 0.2527 | −0.2099 | 0.2099 | 0.093* | |
C19 | 0.3380 (3) | −0.1500 (5) | 0.1958 (2) | 0.0783 (15) | |
H19A | 0.3578 | −0.2483 | 0.2050 | 0.094* | |
H19B | 0.3768 | −0.0810 | 0.2167 | 0.094* | |
C20 | 0.3018 (2) | −0.1246 (4) | 0.1205 (2) | 0.0580 (11) | |
H20A | 0.3366 | −0.1283 | 0.1038 | 0.070* | |
H20B | 0.2674 | −0.2018 | 0.0988 | 0.070* | |
H2 | 0.256 (2) | −0.019 (4) | 0.015 (2) | 0.080* | |
H3B | 0.8826 (8) | 0.146 (5) | 0.7747 (18) | 0.080* | |
H3A | 0.944 (2) | 0.132 (5) | 0.8347 (10) | 0.080* | |
H2A | 0.5250 (12) | 0.159 (2) | 0.2362 (14) | 0.010 (7)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0468 (4) | 0.0252 (4) | 0.0331 (3) | 0.0028 (3) | 0.0096 (3) | −0.0017 (3) |
O1 | 0.0590 (16) | 0.0380 (14) | 0.0393 (13) | 0.0079 (12) | 0.0159 (11) | −0.0010 (11) |
O2 | 0.075 (3) | 0.089 (4) | 0.042 (2) | 0.000 | −0.007 (2) | 0.000 |
O3 | 0.104 (4) | 0.484 (15) | 0.084 (3) | 0.038 (6) | 0.039 (3) | −0.003 (6) |
N1 | 0.0531 (17) | 0.0359 (16) | 0.0370 (15) | 0.0000 (14) | 0.0117 (13) | −0.0047 (12) |
N2 | 0.070 (2) | 0.0320 (17) | 0.0476 (17) | −0.0073 (15) | 0.0176 (16) | 0.0002 (14) |
C1 | 0.046 (2) | 0.0344 (19) | 0.055 (2) | −0.0020 (16) | 0.0192 (17) | −0.0022 (16) |
C2 | 0.054 (2) | 0.0330 (19) | 0.0478 (19) | −0.0066 (16) | 0.0233 (17) | −0.0043 (15) |
C3 | 0.070 (3) | 0.053 (2) | 0.050 (2) | −0.002 (2) | 0.032 (2) | −0.0034 (18) |
C4 | 0.076 (3) | 0.056 (3) | 0.076 (3) | −0.010 (2) | 0.051 (3) | −0.013 (2) |
C5 | 0.053 (2) | 0.043 (2) | 0.089 (3) | −0.0067 (18) | 0.045 (2) | −0.009 (2) |
C6 | 0.057 (3) | 0.061 (3) | 0.115 (4) | −0.001 (2) | 0.048 (3) | −0.018 (3) |
C7 | 0.063 (3) | 0.062 (3) | 0.144 (5) | 0.010 (3) | 0.049 (4) | −0.019 (4) |
C8 | 0.052 (3) | 0.058 (3) | 0.123 (5) | 0.010 (2) | 0.025 (3) | 0.000 (3) |
C9 | 0.050 (2) | 0.051 (3) | 0.087 (3) | 0.0047 (19) | 0.027 (2) | −0.010 (2) |
C10 | 0.045 (2) | 0.039 (2) | 0.071 (3) | −0.0040 (16) | 0.030 (2) | −0.0036 (19) |
C11 | 0.043 (2) | 0.038 (2) | 0.0453 (19) | 0.0013 (16) | 0.0116 (16) | −0.0038 (16) |
C12 | 0.057 (2) | 0.043 (2) | 0.0422 (19) | 0.0031 (17) | 0.0086 (16) | −0.0093 (16) |
C13 | 0.090 (3) | 0.045 (2) | 0.059 (3) | −0.015 (2) | 0.008 (2) | −0.009 (2) |
C14 | 0.070 (3) | 0.044 (2) | 0.054 (2) | −0.019 (2) | 0.010 (2) | 0.0036 (18) |
C15 | 0.056 (2) | 0.0342 (19) | 0.0403 (18) | 0.0045 (16) | 0.0195 (16) | 0.0035 (15) |
C16 | 0.066 (3) | 0.050 (2) | 0.059 (2) | 0.013 (2) | 0.026 (2) | 0.0002 (19) |
C17 | 0.091 (3) | 0.069 (3) | 0.061 (3) | 0.006 (3) | 0.040 (3) | −0.002 (2) |
C18 | 0.114 (4) | 0.066 (3) | 0.044 (2) | −0.001 (3) | 0.028 (2) | 0.009 (2) |
C19 | 0.094 (4) | 0.059 (3) | 0.067 (3) | 0.029 (3) | 0.024 (3) | 0.018 (2) |
C20 | 0.068 (3) | 0.042 (2) | 0.064 (2) | 0.0150 (19) | 0.030 (2) | 0.0101 (18) |
Geometric parameters (Å, º) top
Co1—O1i | 1.886 (2) | C8—H8 | 0.9300 |
Co1—O1 | 1.886 (2) | C9—C10 | 1.401 (6) |
Co1—N1i | 1.921 (3) | C9—H9 | 0.9300 |
Co1—N1 | 1.921 (3) | C11—H11 | 0.9300 |
Co1—N2i | 2.013 (3) | C12—C13 | 1.501 (6) |
Co1—N2 | 2.013 (3) | C12—H12A | 0.9700 |
O1—C2 | 1.300 (4) | C12—H12B | 0.9700 |
O2—H2A | 0.84 (3) | C13—C14 | 1.474 (6) |
O3—H3B | 0.85 (3) | C13—H13A | 0.9700 |
O3—H3A | 0.843 (10) | C13—H13B | 0.9700 |
N1—C11 | 1.298 (5) | C14—H14A | 0.9700 |
N1—C12 | 1.471 (4) | C14—H14B | 0.9700 |
N2—C14 | 1.449 (5) | C15—C16 | 1.501 (6) |
N2—C15 | 1.514 (5) | C15—C20 | 1.512 (5) |
N2—H2 | 0.90 (4) | C15—H15 | 0.9800 |
C1—C2 | 1.411 (5) | C16—C17 | 1.524 (6) |
C1—C11 | 1.426 (5) | C16—H16A | 0.9700 |
C1—C10 | 1.428 (5) | C16—H16B | 0.9700 |
C2—C3 | 1.427 (5) | C17—C18 | 1.516 (7) |
C3—C4 | 1.346 (6) | C17—H17A | 0.9700 |
C3—H3 | 0.9300 | C17—H17B | 0.9700 |
C4—C5 | 1.404 (7) | C18—C19 | 1.506 (8) |
C4—H4 | 0.9300 | C18—H18A | 0.9700 |
C5—C6 | 1.413 (6) | C18—H18B | 0.9700 |
C5—C10 | 1.420 (6) | C19—C20 | 1.523 (7) |
C6—C7 | 1.347 (9) | C19—H19A | 0.9700 |
C6—H6 | 0.9300 | C19—H19B | 0.9700 |
C7—C8 | 1.390 (9) | C20—H20A | 0.9700 |
C7—H7 | 0.9300 | C20—H20B | 0.9700 |
C8—C9 | 1.368 (6) | | |
| | | |
O1i—Co1—O1 | 180 | N1—C11—H11 | 117.2 |
O1i—Co1—N1i | 90.23 (12) | C1—C11—H11 | 117.2 |
O1—Co1—N1i | 89.77 (12) | N1—C12—C13 | 111.8 (3) |
O1i—Co1—N1 | 89.77 (12) | N1—C12—H12A | 109.3 |
O1—Co1—N1 | 90.23 (12) | C13—C12—H12A | 109.3 |
N1i—Co1—N1 | 180 | N1—C12—H12B | 109.3 |
O1i—Co1—N2i | 90.35 (12) | C13—C12—H12B | 109.3 |
O1—Co1—N2i | 89.65 (12) | H12A—C12—H12B | 107.9 |
N1i—Co1—N2i | 89.50 (13) | C14—C13—C12 | 116.8 (4) |
N1—Co1—N2i | 90.50 (13) | C14—C13—H13A | 108.1 |
O1i—Co1—N2 | 89.65 (12) | C12—C13—H13A | 108.1 |
O1—Co1—N2 | 90.35 (12) | C14—C13—H13B | 108.1 |
N1i—Co1—N2 | 90.50 (13) | C12—C13—H13B | 108.1 |
N1—Co1—N2 | 89.50 (13) | H13A—C13—H13B | 107.3 |
N2i—Co1—N2 | 180.0 | N2—C14—C13 | 116.6 (4) |
C2—O1—Co1 | 124.7 (2) | N2—C14—H14A | 108.1 |
H3B—O3—H3A | 111 (3) | C13—C14—H14A | 108.1 |
C11—N1—C12 | 117.7 (3) | N2—C14—H14B | 108.1 |
C11—N1—Co1 | 123.8 (2) | C13—C14—H14B | 108.1 |
C12—N1—Co1 | 118.4 (2) | H14A—C14—H14B | 107.3 |
C14—N2—C15 | 114.9 (3) | C16—C15—C20 | 111.8 (3) |
C14—N2—Co1 | 116.5 (2) | C16—C15—N2 | 115.3 (3) |
C15—N2—Co1 | 117.5 (2) | C20—C15—N2 | 108.9 (3) |
C14—N2—H2 | 88 (3) | C16—C15—H15 | 106.8 |
C15—N2—H2 | 105 (3) | C20—C15—H15 | 106.8 |
Co1—N2—H2 | 110 (3) | N2—C15—H15 | 106.8 |
C2—C1—C11 | 118.9 (3) | C15—C16—C17 | 108.9 (4) |
C2—C1—C10 | 120.2 (3) | C15—C16—H16A | 109.9 |
C11—C1—C10 | 120.3 (3) | C17—C16—H16A | 109.9 |
O1—C2—C1 | 124.6 (3) | C15—C16—H16B | 109.9 |
O1—C2—C3 | 116.9 (3) | C17—C16—H16B | 109.9 |
C1—C2—C3 | 118.5 (4) | H16A—C16—H16B | 108.3 |
C4—C3—C2 | 120.7 (4) | C18—C17—C16 | 111.9 (4) |
C4—C3—H3 | 119.6 | C18—C17—H17A | 109.2 |
C2—C3—H3 | 119.6 | C16—C17—H17A | 109.2 |
C3—C4—C5 | 122.4 (4) | C18—C17—H17B | 109.2 |
C3—C4—H4 | 118.8 | C16—C17—H17B | 109.2 |
C5—C4—H4 | 118.8 | H17A—C17—H17B | 107.9 |
C4—C5—C6 | 121.9 (4) | C19—C18—C17 | 110.6 (4) |
C4—C5—C10 | 118.9 (4) | C19—C18—H18A | 109.5 |
C6—C5—C10 | 119.2 (4) | C17—C18—H18A | 109.5 |
C7—C6—C5 | 121.1 (5) | C19—C18—H18B | 109.5 |
C7—C6—H6 | 119.4 | C17—C18—H18B | 109.5 |
C5—C6—H6 | 119.4 | H18A—C18—H18B | 108.1 |
C6—C7—C8 | 119.8 (5) | C18—C19—C20 | 112.0 (4) |
C6—C7—H7 | 120.1 | C18—C19—H19A | 109.2 |
C8—C7—H7 | 120.1 | C20—C19—H19A | 109.2 |
C9—C8—C7 | 121.2 (6) | C18—C19—H19B | 109.2 |
C9—C8—H8 | 119.4 | C20—C19—H19B | 109.2 |
C7—C8—H8 | 119.4 | H19A—C19—H19B | 107.9 |
C8—C9—C10 | 120.7 (5) | C15—C20—C19 | 110.7 (3) |
C8—C9—H9 | 119.6 | C15—C20—H20A | 109.5 |
C10—C9—H9 | 119.6 | C19—C20—H20A | 109.5 |
C9—C10—C5 | 118.0 (4) | C15—C20—H20B | 109.5 |
C9—C10—C1 | 123.0 (4) | C19—C20—H20B | 109.5 |
C5—C10—C1 | 119.0 (4) | H20A—C20—H20B | 108.1 |
N1—C11—C1 | 125.5 (3) | | |
Symmetry code: (i) −x+1/2, −y+1/2, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2A···O3ii | 0.84 (3) | 2.20 (2) | 3.003 (11) | 162 (2) |
Symmetry code: (ii) −x+3/2, −y+1/2, −z+1. |
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.