{4-Chloro-2-[(E)-2-(dimethyl­amino)ethyl­imino­meth­yl]phenolato}thio­cyanato­cobalt(II)

In the title compound, [Co(C₁₁H₁₄ClN₂O)(NCS)], the Co^II atom, together with the Schiff base and the thio­cyanate ligands, lie on a crystallographic mirror plane. The Co^II atom is four-coordinated by the imine N, amine N, and phenolate O atoms of the Schiff base ligand, and by the N atom of a thio­cyanate anion, in a distorted square-planar coordination gometry.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• Disorder in main residue
• R factor = 0.041
• wR factor = 0.114
• Data-to-parameter ratio = 16.8

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT241_ALERT_2_B Check High      Ueq as Compared to Neighbors for         C8
PLAT412_ALERT_2_B Short Intra XH3 .. XHn     H9A    ..  H10B    ..       1.74 Ang.

Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.55 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         N3
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Co1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C11
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.31
PLAT301_ALERT_3_C Main Residue  Disorder .........................       5.00 Perc.

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

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

   2 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
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

{4-Chloro-2-[(E)-2- (dimethylamino)ethyliminomethyl]phenolato}thiocyanatocobalt(II)

Crystal data

[Co(C11H14ClN2O)(NCS)]	F(000) = 700
Mr = 342.70	Dx = 1.562 Mg m^−3
Orthorhombic, Pnma	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2n	Cell parameters from 2989 reflections
a = 19.145 (1) Å	θ = 2.4–24.7°
b = 6.732 (1) Å	µ = 1.50 mm^−1
c = 11.310 (2) Å	T = 293 K
V = 1457.7 (3) Å^3	Block, brown
Z = 4	0.16 × 0.11 × 0.08 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer	1930 independent reflections
Radiation source: fine-focus sealed tube	1516 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
ω scans	θmax = 28.5°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −24→24
Tmin = 0.796, Tmax = 0.890	k = −9→8
12369 measured reflections	l = −15→15

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.114	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0546P)^2 + 0.8561P] where P = (Fo^2 + 2Fc^2)/3
1930 reflections	(Δ/σ)max < 0.001
115 parameters	Δρmax = 0.54 e Å^−3
0 restraints	Δρmin = −0.78 e Å^−3

Special details

Experimental. Selected IR data: 3305 (w, b), 2938 (w), 2854 (w), 2789 (w), 2093 (vs), 1623 (s), 1540 (m), 755(m) cm^-1.

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	0.31614 (2)	0.2500	0.13808 (4)	0.04042 (17)
S1	0.08089 (7)	0.2500	0.04153 (15)	0.1212 (8)
Cl1	0.65295 (6)	0.2500	−0.15148 (10)	0.0667 (3)
O1	0.35761 (13)	0.2500	−0.0148 (2)	0.0521 (7)
N1	0.40459 (16)	0.2500	0.2172 (3)	0.0532 (8)
N2	0.27484 (18)	0.2500	0.3063 (3)	0.0688 (10)
N3	0.22356 (18)	0.2500	0.0709 (4)	0.0757 (12)
C1	0.42420 (17)	0.2500	−0.0403 (3)	0.0424 (8)
C2	0.4440 (2)	0.2500	−0.1607 (4)	0.0560 (10)
H2	0.4096	0.2500	−0.2187	0.067*
C3	0.5132 (2)	0.2500	−0.1941 (4)	0.0551 (10)
H3	0.5251	0.2500	−0.2738	0.066*
C4	0.56472 (19)	0.2500	−0.1091 (4)	0.0480 (9)
C5	0.54856 (18)	0.2500	0.0080 (3)	0.0440 (8)
H5	0.5841	0.2500	0.0640	0.053*
C6	0.47843 (17)	0.2500	0.0448 (3)	0.0406 (7)
C7	0.46536 (19)	0.2500	0.1689 (3)	0.0482 (9)
H7	0.5039	0.2500	0.2189	0.058*
C8	0.3991 (3)	0.2500	0.3458 (4)	0.093 (2)
H8A	0.4026	0.3831	0.3747	0.111*	0.50
H8B	0.4370	0.1749	0.3784	0.111*	0.50
C9	0.3345 (3)	0.1692 (12)	0.3815 (5)	0.070 (2)	0.50
H9A	0.3364	0.0280	0.3734	0.084*	0.50
H9B	0.3261	0.1997	0.4630	0.084*	0.50
C10	0.2310 (3)	0.0766 (6)	0.3285 (4)	0.1037 (15)
H10A	0.2170	0.0753	0.4100	0.156*
H10B	0.2568	−0.0420	0.3111	0.156*
H10C	0.1903	0.0825	0.2791	0.156*
C11	0.1645 (2)	0.2500	0.0591 (4)	0.0694 (13)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0273 (2)	0.0557 (3)	0.0383 (3)	0.000	0.00536 (18)	0.000
S1	0.0365 (6)	0.246 (2)	0.0812 (10)	0.000	0.0034 (6)	0.000
Cl1	0.0446 (5)	0.0837 (8)	0.0718 (7)	0.000	0.0212 (5)	0.000
O1	0.0339 (12)	0.0771 (19)	0.0453 (14)	0.000	0.0029 (11)	0.000
N1	0.0411 (16)	0.078 (2)	0.0404 (16)	0.000	0.0046 (13)	0.000
N2	0.0452 (18)	0.111 (3)	0.050 (2)	0.000	0.0141 (16)	0.000
N3	0.0393 (18)	0.123 (4)	0.064 (2)	0.000	0.0031 (17)	0.000
C1	0.0359 (16)	0.0479 (19)	0.0434 (19)	0.000	0.0018 (14)	0.000
C2	0.050 (2)	0.074 (3)	0.044 (2)	0.000	−0.0004 (17)	0.000
C3	0.056 (2)	0.066 (3)	0.042 (2)	0.000	0.0098 (18)	0.000
C4	0.0386 (18)	0.052 (2)	0.053 (2)	0.000	0.0120 (16)	0.000
C5	0.0383 (17)	0.0455 (19)	0.048 (2)	0.000	0.0031 (15)	0.000
C6	0.0367 (16)	0.0417 (18)	0.0433 (18)	0.000	0.0034 (14)	0.000
C7	0.0364 (18)	0.062 (2)	0.046 (2)	0.000	−0.0017 (15)	0.000
C8	0.054 (3)	0.181 (7)	0.043 (2)	0.000	0.006 (2)	0.000
C9	0.053 (3)	0.110 (6)	0.047 (3)	0.001 (3)	0.009 (2)	0.012 (3)
C10	0.133 (4)	0.077 (3)	0.101 (3)	0.017 (3)	0.065 (3)	0.020 (2)
C11	0.040 (2)	0.120 (4)	0.048 (2)	0.000	0.0069 (18)	0.000

Geometric parameters (Å, º)

Co1—O1	1.903 (3)	C3—C4	1.377 (6)
Co1—N1	1.915 (3)	C3—H3	0.9300
Co1—N3	1.929 (4)	C4—C5	1.359 (5)
Co1—N2	2.060 (4)	C5—C6	1.406 (5)
S1—C11	1.614 (4)	C5—H5	0.9300
Cl1—C4	1.756 (4)	C6—C7	1.425 (5)
O1—C1	1.307 (4)	C7—H7	0.9300
N1—C7	1.285 (5)	C8—C9	1.411 (7)
N1—C8	1.458 (5)	C8—C9^i	1.411 (7)
N2—C10	1.460 (4)	C8—H8A	0.9562
N2—C10^i	1.460 (4)	C8—H8B	0.9584
N2—C9^i	1.524 (7)	C9—C9^i	1.088 (16)
N2—C9	1.524 (7)	C9—H9A	0.9558
N3—C11	1.138 (5)	C9—H9B	0.9586
C1—C2	1.414 (5)	C10—H10A	0.9600
C1—C6	1.416 (5)	C10—H10B	0.9600
C2—C3	1.377 (5)	C10—H10C	0.9600
C2—H2	0.9300
O1—Co1—N1	93.20 (12)	C6—C5—H5	119.8
O1—Co1—N3	91.45 (14)	C5—C6—C1	119.9 (3)
N1—Co1—N3	175.36 (14)	C5—C6—C7	117.4 (3)
O1—Co1—N2	177.91 (13)	C1—C6—C7	122.7 (3)
N1—Co1—N2	84.72 (14)	N1—C7—C6	125.3 (3)
N3—Co1—N2	90.64 (15)	N1—C7—H7	117.4
C1—O1—Co1	127.4 (2)	C6—C7—H7	117.4
C7—N1—C8	119.3 (4)	C9—C8—C9^i	45.4 (6)
C7—N1—Co1	127.0 (3)	C9—C8—N1	110.4 (4)
C8—N1—Co1	113.7 (3)	C9^i—C8—N1	110.4 (4)
C10—N2—C10^i	106.2 (4)	C9—C8—H8A	108.9
C10—N2—C9^i	128.3 (4)	C9^i—C8—H8A	66.5
C10^i—N2—C9^i	92.8 (3)	N1—C8—H8A	109.7
C10—N2—C9	92.8 (3)	C9—C8—H8B	110.5
C10^i—N2—C9	128.3 (4)	C9^i—C8—H8B	139.2
C10—N2—Co1	112.3 (2)	N1—C8—H8B	109.3
C10^i—N2—Co1	112.3 (2)	H8A—C8—H8B	108.0
C9^i—N2—Co1	103.2 (3)	C9^i—C9—C8	67.3 (3)
C9—N2—Co1	103.2 (3)	C9^i—C9—N2	69.1 (3)
C11—N3—Co1	163.5 (4)	C8—C9—N2	111.1 (5)
O1—C1—C2	118.3 (3)	C9^i—C9—H9A	174.1
O1—C1—C6	124.4 (3)	C8—C9—H9A	108.8
C2—C1—C6	117.3 (3)	N2—C9—H9A	109.3
C3—C2—C1	121.5 (4)	C9^i—C9—H9B	77.6
C3—C2—H2	119.3	C8—C9—H9B	109.9
C1—C2—H2	119.3	N2—C9—H9B	109.6
C2—C3—C4	119.8 (4)	H9A—C9—H9B	108.1
C2—C3—H3	120.1	N2—C10—H10A	109.5
C4—C3—H3	120.1	N2—C10—H10B	109.5
C5—C4—C3	121.1 (3)	H10A—C10—H10B	109.5
C5—C4—Cl1	119.0 (3)	N2—C10—H10C	109.5
C3—C4—Cl1	119.9 (3)	H10A—C10—H10C	109.5
C4—C5—C6	120.4 (3)	H10B—C10—H10C	109.5
C4—C5—H5	119.8	N3—C11—S1	179.7 (4)

Symmetry code: (i) x, −y+1/2, z.