trans-Bis{2-[3-(cyclo­hexyl­amino)­propyl­imino­methyl]­phenolato-κ³O,N,N′}cobalt(III) perchlorate

The title compound, [Co(C₁₆H₂₃N₂O)₂]ClO₄, has been synthesized and characterized. The crystal structure was determined by X-ray crystallography from single-crystal data. It is a mononuclear compound, and the central Co^III atom, lying on an inversion center, is coordinated by four N atoms and two O atoms from two Schiff bases, giving an approximately octahedral coordination environment.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.007 Å
• Disorder in solvent or counterion
• R factor = 0.066
• wR factor = 0.149
• Data-to-parameter ratio = 13.7

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low .......       0.97

Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....        Cl1
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      44.00 Perc.
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     ...          ?

   1 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 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
   2 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); 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.

Trans-bis{2-[(3-cyclohexylaminopropylimino)methyl]}cobalt(III) chlorate

Crystal data

[Co(C16H23N2O)2]ClO4	Z = 1
Mr = 677.11	F(000) = 358
Triclinic, P1	Dx = 1.417 Mg m^−3
a = 8.547 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 9.431 (6) Å	Cell parameters from 822 reflections
c = 10.222 (6) Å	θ = 2.5–22.1°
α = 96.143 (10)°	µ = 0.68 mm^−1
β = 94.232 (9)°	T = 298 K
γ = 103.217 (9)°	Block, brown
V = 793.4 (8) Å^3	0.22 × 0.15 × 0.13 mm

Data collection

Bruker SMART CCD area-detector diffractometer	2732 independent reflections
Radiation source: fine-focus sealed tube	1653 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.045
φ and ω scans	θmax = 25.0°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→9
Tmin = 0.866, Tmax = 0.917	k = −7→11
4017 measured reflections	l = −11→12

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.066	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.149	H-atom parameters constrained
S = 0.90	w = 1/[σ^2(Fo^2) + (0.0674P)^2] where P = (Fo^2 + 2Fc^2)/3
2732 reflections	(Δ/σ)max < 0.001
200 parameters	Δρmax = 0.47 e Å^−3
8 restraints	Δρmin = −0.34 e Å^−3

Special details

Experimental. C, H and N elemental analyses were performed on a Perkin-Elmer elemental analyser. The IR spectra were recorded in the 4000–600 cm^-1 region using a Smart OMNI-Sampler spectrophotometer.

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	1.0000	1.0000	0.0000	0.0385 (3)
Cl1	1.0000	0.5000	0.5000	0.0832 (7)
N1	1.0069 (4)	0.8041 (4)	−0.0741 (3)	0.0410 (9)
N2	0.9874 (4)	0.9328 (4)	0.1815 (3)	0.0403 (9)
H2	1.0346	1.0178	0.2349	0.048*
O1	0.7746 (3)	0.9567 (3)	−0.0367 (3)	0.0400 (7)
O2	1.1381 (11)	0.5758 (10)	0.4375 (9)	0.110 (3)*	0.50
O3	0.8632 (15)	0.5495 (19)	0.4658 (16)	0.215 (7)*	0.50
O4	1.0488 (13)	0.4996 (11)	0.6319 (9)	0.122 (3)*	0.50
O5	0.9773 (14)	0.3416 (11)	0.4360 (10)	0.138 (4)*	0.50
C1	0.8975 (5)	0.7203 (5)	−0.1588 (4)	0.0429 (11)
H1	0.9196	0.6339	−0.1969	0.051*
C2	0.7440 (5)	0.7475 (5)	−0.2003 (4)	0.0395 (11)
C3	0.6405 (6)	0.6461 (5)	−0.2984 (4)	0.0543 (13)
H3	0.6790	0.5726	−0.3441	0.065*
C4	0.4850 (6)	0.6539 (6)	−0.3272 (5)	0.0537 (13)
H4	0.4175	0.5863	−0.3922	0.064*
C5	0.4287 (6)	0.7625 (5)	−0.2595 (5)	0.0521 (13)
H5	0.3223	0.7677	−0.2790	0.063*
C6	0.5262 (5)	0.8633 (5)	−0.1638 (4)	0.0457 (12)
H6	0.4852	0.9358	−0.1192	0.055*
C7	0.6869 (5)	0.8585 (5)	−0.1322 (4)	0.0384 (11)
C8	1.1320 (6)	0.7389 (5)	−0.0170 (5)	0.0492 (12)
H8A	1.2369	0.8071	−0.0110	0.059*
H8B	1.1356	0.6498	−0.0724	0.059*
C9	1.0909 (6)	0.7040 (5)	0.1203 (5)	0.0553 (13)
H9A	0.9842	0.6385	0.1120	0.066*
H9B	1.1670	0.6518	0.1549	0.066*
C10	1.0934 (6)	0.8353 (5)	0.2193 (5)	0.0529 (13)
H10A	1.0627	0.8003	0.3017	0.063*
H10B	1.2037	0.8940	0.2361	0.063*
C11	0.8212 (5)	0.8976 (5)	0.2272 (4)	0.0453 (12)
H11	0.7620	0.9632	0.1885	0.054*
C12	0.7255 (6)	0.7406 (5)	0.1780 (4)	0.0503 (13)
H12A	0.7275	0.7201	0.0832	0.060*
H12B	0.7734	0.6712	0.2204	0.060*
C13	0.5524 (6)	0.7248 (6)	0.2110 (5)	0.0615 (15)
H13A	0.5042	0.7925	0.1662	0.074*
H13B	0.4901	0.6259	0.1798	0.074*
C14	0.5469 (6)	0.7565 (7)	0.3587 (5)	0.0689 (16)
H14A	0.5842	0.6820	0.4022	0.083*
H14B	0.4361	0.7512	0.3769	0.083*
C15	0.6509 (7)	0.9069 (6)	0.4151 (5)	0.0694 (16)
H15A	0.6031	0.9821	0.3829	0.083*
H15B	0.6537	0.9183	0.5108	0.083*
C16	0.8209 (6)	0.9276 (6)	0.3768 (4)	0.0556 (14)
H16A	0.8740	0.8614	0.4191	0.067*
H16B	0.8812	1.0274	0.4076	0.067*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0395 (5)	0.0310 (5)	0.0443 (5)	0.0068 (4)	0.0056 (4)	0.0042 (4)
Cl1	0.0609 (13)	0.124 (2)	0.0680 (14)	0.0309 (13)	0.0058 (11)	0.0085 (14)
N1	0.047 (2)	0.032 (2)	0.044 (2)	0.0118 (18)	0.0086 (18)	−0.0021 (18)
N2	0.037 (2)	0.032 (2)	0.051 (2)	0.0068 (16)	0.0035 (17)	0.0085 (18)
O1	0.0393 (17)	0.0310 (16)	0.0473 (17)	0.0065 (13)	0.0009 (13)	0.0014 (14)
C1	0.051 (3)	0.030 (2)	0.049 (3)	0.012 (2)	0.010 (2)	0.002 (2)
C2	0.039 (3)	0.034 (2)	0.042 (3)	0.002 (2)	0.008 (2)	0.005 (2)
C3	0.069 (4)	0.041 (3)	0.047 (3)	0.006 (3)	−0.001 (3)	0.000 (2)
C4	0.054 (3)	0.052 (3)	0.047 (3)	0.000 (3)	−0.004 (2)	0.003 (3)
C5	0.043 (3)	0.056 (3)	0.057 (3)	0.010 (3)	0.002 (2)	0.010 (3)
C6	0.039 (3)	0.042 (3)	0.054 (3)	0.010 (2)	0.001 (2)	0.000 (2)
C7	0.042 (3)	0.034 (3)	0.038 (2)	0.005 (2)	0.007 (2)	0.008 (2)
C8	0.049 (3)	0.035 (3)	0.064 (3)	0.010 (2)	0.008 (2)	0.002 (2)
C9	0.053 (3)	0.041 (3)	0.074 (3)	0.011 (2)	0.004 (3)	0.021 (3)
C10	0.053 (3)	0.044 (3)	0.061 (3)	0.005 (2)	0.006 (2)	0.020 (3)
C11	0.046 (3)	0.047 (3)	0.046 (3)	0.013 (2)	0.012 (2)	0.009 (2)
C12	0.051 (3)	0.049 (3)	0.048 (3)	0.004 (2)	0.011 (2)	0.009 (2)
C13	0.052 (3)	0.058 (3)	0.069 (3)	0.000 (3)	0.007 (3)	0.015 (3)
C14	0.058 (3)	0.080 (4)	0.072 (4)	0.011 (3)	0.025 (3)	0.022 (3)
C15	0.081 (4)	0.078 (4)	0.055 (3)	0.024 (3)	0.022 (3)	0.015 (3)
C16	0.067 (3)	0.051 (3)	0.046 (3)	0.009 (3)	0.009 (2)	0.003 (2)

Geometric parameters (Å, º)

Co1—O1^i	1.876 (3)	C6—H6	0.930
Co1—O1	1.876 (3)	C8—C9	1.522 (6)
Co1—N1	1.936 (4)	C8—H8A	0.970
Co1—N1^i	1.936 (4)	C8—H8B	0.970
Co1—N2	2.026 (3)	C9—C10	1.508 (7)
Co1—N2^i	2.026 (4)	C9—H9A	0.970
Cl1—O4	1.383 (9)	C9—H9B	0.970
Cl1—O3	1.390 (12)	C10—H10A	0.970
Cl1—O2	1.462 (8)	C10—H10B	0.970
Cl1—O5	1.529 (10)	C11—C16	1.525 (6)
N1—C1	1.283 (5)	C11—C12	1.530 (6)
N1—C8	1.465 (6)	C11—H11	0.980
N2—C10	1.490 (6)	C12—C13	1.519 (6)
N2—C11	1.503 (5)	C12—H12A	0.970
N2—H2	0.910	C12—H12B	0.970
O1—C7	1.324 (5)	C13—C14	1.514 (7)
C1—C2	1.436 (6)	C13—H13A	0.970
C1—H1	0.930	C13—H13B	0.970
C2—C7	1.395 (6)	C14—C15	1.519 (7)
C2—C3	1.407 (6)	C14—H14A	0.970
C3—C4	1.360 (7)	C14—H14B	0.970
C3—H3	0.930	C15—C16	1.508 (7)
C4—C5	1.372 (7)	C15—H15A	0.970
C4—H4	0.930	C15—H15B	0.970
C5—C6	1.369 (6)	C16—H16A	0.970
C5—H5	0.930	C16—H16B	0.970
C6—C7	1.400 (6)
O1^i—Co1—O1	180.0	N1—C8—H8A	110.1
O1^i—Co1—N1	88.48 (14)	C9—C8—H8A	110.1
O1—Co1—N1	91.52 (14)	N1—C8—H8B	110.1
O1^i—Co1—N1^i	91.52 (14)	C9—C8—H8B	110.1
O1—Co1—N1^i	88.48 (14)	H8A—C8—H8B	108.4
N1—Co1—N1^i	180.0	C10—C9—C8	115.2 (4)
O1^i—Co1—N2	86.94 (13)	C10—C9—H9A	108.5
O1—Co1—N2	93.06 (13)	C8—C9—H9A	108.5
N1—Co1—N2	89.66 (15)	C10—C9—H9B	108.5
N1^i—Co1—N2	90.34 (15)	C8—C9—H9B	108.5
O1^i—Co1—N2^i	93.06 (13)	H9A—C9—H9B	107.5
O1—Co1—N2^i	86.94 (13)	N2—C10—C9	116.5 (4)
N1—Co1—N2^i	90.34 (15)	N2—C10—H10A	108.2
N1^i—Co1—N2^i	89.66 (15)	C9—C10—H10A	108.2
N2—Co1—N2^i	180.0	N2—C10—H10B	108.2
O4—Cl1—O3	119.5 (7)	C9—C10—H10B	108.2
O4—Cl1—O2	108.5 (5)	H10A—C10—H10B	107.3
O3—Cl1—O2	110.9 (7)	N2—C11—C16	113.5 (4)
O4—Cl1—O5	105.4 (5)	N2—C11—C12	113.2 (4)
O3—Cl1—O5	109.4 (8)	C16—C11—C12	109.6 (4)
O2—Cl1—O5	101.6 (5)	N2—C11—H11	106.7
C1—N1—C8	117.1 (4)	C16—C11—H11	106.7
C1—N1—Co1	124.1 (3)	C12—C11—H11	106.7
C8—N1—Co1	118.2 (3)	C13—C12—C11	108.7 (4)
C10—N2—C11	115.5 (3)	C13—C12—H12A	110.0
C10—N2—Co1	117.5 (3)	C11—C12—H12A	110.0
C11—N2—Co1	115.5 (3)	C13—C12—H12B	110.0
C10—N2—H2	101.4	C11—C12—H12B	110.0
C11—N2—H2	101.4	H12A—C12—H12B	108.3
Co1—N2—H2	101.4	C14—C13—C12	110.7 (4)
C7—O1—Co1	126.3 (3)	C14—C13—H13A	109.5
N1—C1—C2	126.1 (4)	C12—C13—H13A	109.5
N1—C1—H1	117.0	C14—C13—H13B	109.5
C2—C1—H1	117.0	C12—C13—H13B	109.5
C7—C2—C3	119.6 (4)	H13A—C13—H13B	108.1
C7—C2—C1	121.2 (4)	C13—C14—C15	112.0 (4)
C3—C2—C1	118.5 (4)	C13—C14—H14A	109.2
C4—C3—C2	121.0 (5)	C15—C14—H14A	109.2
C4—C3—H3	119.5	C13—C14—H14B	109.2
C2—C3—H3	119.5	C15—C14—H14B	109.2
C3—C4—C5	119.3 (4)	H14A—C14—H14B	107.9
C3—C4—H4	120.3	C16—C15—C14	111.6 (5)
C5—C4—H4	120.3	C16—C15—H15A	109.3
C6—C5—C4	121.2 (5)	C14—C15—H15A	109.3
C6—C5—H5	119.4	C16—C15—H15B	109.3
C4—C5—H5	119.4	C14—C15—H15B	109.3
C5—C6—C7	120.8 (5)	H15A—C15—H15B	108.0
C5—C6—H6	119.6	C15—C16—C11	111.0 (4)
C7—C6—H6	119.6	C15—C16—H16A	109.4
O1—C7—C2	123.7 (4)	C11—C16—H16A	109.4
O1—C7—C6	118.2 (4)	C15—C16—H16B	109.4
C2—C7—C6	118.1 (4)	C11—C16—H16B	109.4
N1—C8—C9	108.2 (4)	H16A—C16—H16B	108.0
O1^i—Co1—N1—C1	−156.9 (3)	C4—C5—C6—C7	0.0 (7)
O1—Co1—N1—C1	23.1 (3)	Co1—O1—C7—C2	16.1 (5)
N2—Co1—N1—C1	116.2 (4)	Co1—O1—C7—C6	−166.0 (3)
N2^i—Co1—N1—C1	−63.8 (4)	C3—C2—C7—O1	178.6 (4)
O1^i—Co1—N1—C8	32.2 (3)	C1—C2—C7—O1	8.4 (6)
O1—Co1—N1—C8	−147.8 (3)	C3—C2—C7—C6	0.7 (6)
N2—Co1—N1—C8	−54.8 (3)	C1—C2—C7—C6	−169.5 (4)
N2^i—Co1—N1—C8	125.2 (3)	C5—C6—C7—O1	−178.5 (4)
O1^i—Co1—N2—C10	−46.4 (3)	C5—C6—C7—C2	−0.5 (6)
O1—Co1—N2—C10	133.6 (3)	C1—N1—C8—C9	−101.2 (4)
N1—Co1—N2—C10	42.1 (3)	Co1—N1—C8—C9	70.4 (4)
N1^i—Co1—N2—C10	−137.9 (3)	N1—C8—C9—C10	−64.0 (5)
O1^i—Co1—N2—C11	171.8 (3)	C11—N2—C10—C9	92.5 (5)
O1—Co1—N2—C11	−8.2 (3)	Co1—N2—C10—C9	−49.3 (5)
N1—Co1—N2—C11	−99.7 (3)	C8—C9—C10—N2	56.3 (6)
N1^i—Co1—N2—C11	80.3 (3)	C10—N2—C11—C16	68.3 (5)
N1—Co1—O1—C7	−27.2 (3)	Co1—N2—C11—C16	−149.1 (3)
N1^i—Co1—O1—C7	152.8 (3)	C10—N2—C11—C12	−57.5 (5)
N2—Co1—O1—C7	−116.9 (3)	Co1—N2—C11—C12	85.1 (4)
N2^i—Co1—O1—C7	63.1 (3)	N2—C11—C12—C13	−171.1 (4)
C8—N1—C1—C2	162.6 (4)	C16—C11—C12—C13	61.0 (5)
Co1—N1—C1—C2	−8.5 (6)	C11—C12—C13—C14	−59.6 (6)
N1—C1—C2—C7	−12.2 (7)	C12—C13—C14—C15	55.7 (7)
N1—C1—C2—C3	177.6 (4)	C13—C14—C15—C16	−52.6 (7)
C7—C2—C3—C4	−0.5 (7)	C14—C15—C16—C11	54.1 (6)
C1—C2—C3—C4	170.0 (4)	N2—C11—C16—C15	173.5 (4)
C2—C3—C4—C5	0.0 (7)	C12—C11—C16—C15	−58.8 (6)
C3—C4—C5—C6	0.2 (7)

Symmetry code: (i) −x+2, −y+2, −z.