cis-Bis[2-(cyclo-propyl-imino-meth-yl)-6-methoxy-phenolato]bis-(thio-cyanato)cobalt(II).

In the title compound, [Co(NCS)(2)(C(11)H(13)NO(2))(2)], a mononuclear Schiff base cobalt(II) complex, the Co atom is six-coordinated by four O atoms from two Schiff base ligands, and by two N atoms from two thio-cyanate ligands, forming a distorted octa-hedral geometry. The central Co atom lies on a twofold rotation axis. An intramolecular N-H⋯O hydrogen bond is present.

Related literature

For related literature, see: Di Bella et al. (1997 ▶); Kraihanzel et al. (1981 ▶); Loeb et al. (1984 ▶); Mukhopadhyay et al. (2003 ▶); Wang (2007a ▶,b ▶).

Experimental

Crystal data

[Co(NCS)2(C11H13NO2)2]

M = 557.54

Monoclinic,

a = 21.851 (3) Å

b = 7.6424 (11) Å

c = 16.073 (2) Å

β = 103.196 (3)°

V = 2613.2 (6) Å3

Z = 4

Mo Kα radiation

μ = 0.85 mm−1

T = 298 (2) K

0.23 × 0.20 × 0.17 mm

Data collection

Bruker SMART APEX area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.828, T max = 0.869

10900 measured reflections

2962 independent reflections

1960 reflections with I > 2σ(I)

R int = 0.055

Refinement

R[F 2 > 2σ(F 2)] = 0.053

wR(F 2) = 0.130

S = 1.05

2962 reflections

163 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.39 e Å−3

Δρmin = −0.25 e Å−3

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1996 ▶); data reduction: SAINT; 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: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536807062186/gd2028sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807062186/gd2028Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Co(NCS)2(C11H13NO2)2]	F000 = 1156
Mr = 557.54	Dx = 1.417 Mg m−3
Monoclinic, C2/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1290 reflections
a = 21.851 (3) Å	θ = 2.5–24.3º
b = 7.6424 (11) Å	µ = 0.85 mm−1
c = 16.073 (2) Å	T = 298 (2) K
β = 103.196 (3)º	Block, brown
V = 2613.2 (6) Å3	0.23 × 0.20 × 0.17 mm
Z = 4

Bruker SMART APEX area-detector diffractometer	2962 independent reflections
Radiation source: fine-focus sealed tube	1960 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.055
T = 298(2) K	θmax = 27.5º
ω scans	θmin = 1.9º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)	h = −27→28
Tmin = 0.828, Tmax = 0.869	k = −9→9
10900 measured reflections	l = −20→20

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)] = 0.053	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.130	w = 1/[σ2(Fo2) + (0.0516P)2 + 0.3065P] where P = (Fo2 + 2Fc2)/3
S = 1.05	(Δ/σ)max < 0.001
2962 reflections	Δρmax = 0.39 e Å−3
163 parameters	Δρmin = −0.24 e Å−3
1 restraint	Extinction correction: none
Primary atom site location: structure-invariant direct methods

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.

	x	y	z	Uiso*/Ueq
Co1	0.5000	0.87110 (8)	0.2500	0.0439 (2)
N1	0.41206 (13)	0.8517 (4)	−0.02768 (16)	0.0525 (7)
N2	0.42546 (13)	1.0362 (4)	0.23494 (17)	0.0583 (7)
O1	0.47825 (9)	0.7998 (3)	0.12725 (12)	0.0507 (5)
O2	0.57533 (10)	0.6595 (3)	0.22880 (14)	0.0590 (6)
S1	0.30172 (5)	1.14011 (15)	0.17478 (7)	0.0854 (4)
C1	0.51623 (15)	0.7354 (4)	0.00295 (19)	0.0491 (8)
C2	0.52171 (13)	0.7346 (4)	0.09220 (18)	0.0437 (7)
C3	0.57669 (14)	0.6617 (4)	0.1437 (2)	0.0485 (8)
C4	0.62403 (15)	0.6003 (4)	0.1085 (2)	0.0621 (9)
H4	0.6601	0.5533	0.1435	0.075*
C5	0.61837 (18)	0.6079 (5)	0.0207 (3)	0.0704 (11)
H5	0.6511	0.5680	−0.0025	0.085*
C6	0.56587 (17)	0.6727 (4)	−0.0313 (2)	0.0626 (9)
H6	0.5625	0.6760	−0.0900	0.075*
C7	0.46021 (15)	0.7952 (4)	−0.0526 (2)	0.0529 (8)
H7	0.4582	0.7934	−0.1110	0.063*
C8	0.35288 (18)	0.8950 (6)	−0.0835 (2)	0.0759 (11)
H8	0.3544	0.9178	−0.1429	0.091*
C9	0.29577 (17)	0.8083 (6)	−0.0720 (3)	0.0946 (14)
H9A	0.2646	0.7756	−0.1228	0.114*
H9B	0.2995	0.7282	−0.0242	0.114*
C10	0.30497 (19)	0.9911 (6)	−0.0532 (3)	0.0912 (13)
H10A	0.3144	1.0262	0.0064	0.109*
H10B	0.2795	1.0735	−0.0922	0.109*
C11	0.63187 (18)	0.6133 (5)	0.2889 (3)	0.0874 (13)
H11A	0.6403	0.4911	0.2835	0.131*
H11B	0.6271	0.6368	0.3458	0.131*
H11C	0.6662	0.6810	0.2779	0.131*
C12	0.37396 (16)	1.0796 (4)	0.2087 (2)	0.0510 (8)
H1	0.4126 (16)	0.857 (4)	0.0285 (8)	0.080*

	U11	U22	U33	U12	U13	U23
Co1	0.0370 (3)	0.0611 (4)	0.0314 (3)	0.000	0.0029 (2)	0.000
N1	0.0502 (16)	0.0656 (18)	0.0380 (14)	−0.0084 (13)	0.0025 (13)	0.0051 (13)
N2	0.0484 (16)	0.0724 (19)	0.0538 (16)	0.0111 (14)	0.0109 (13)	−0.0032 (14)
O1	0.0378 (11)	0.0764 (14)	0.0359 (11)	0.0060 (10)	0.0045 (9)	−0.0060 (10)
O2	0.0489 (13)	0.0754 (16)	0.0477 (13)	0.0137 (11)	0.0003 (10)	0.0001 (11)
S1	0.0532 (6)	0.0992 (8)	0.0930 (8)	0.0165 (5)	−0.0054 (5)	0.0037 (6)
C1	0.0559 (19)	0.0499 (19)	0.0434 (18)	−0.0123 (15)	0.0151 (15)	−0.0048 (14)
C2	0.0393 (16)	0.0477 (18)	0.0439 (17)	−0.0078 (13)	0.0094 (13)	−0.0066 (14)
C3	0.0420 (18)	0.0489 (18)	0.0534 (19)	−0.0044 (13)	0.0085 (15)	−0.0040 (14)
C4	0.0458 (19)	0.062 (2)	0.079 (3)	0.0045 (16)	0.0149 (18)	−0.0026 (18)
C5	0.061 (2)	0.075 (3)	0.087 (3)	−0.0018 (19)	0.040 (2)	−0.012 (2)
C6	0.069 (2)	0.071 (2)	0.056 (2)	−0.0079 (19)	0.0313 (19)	−0.0101 (17)
C7	0.062 (2)	0.062 (2)	0.0357 (17)	−0.0158 (17)	0.0126 (16)	−0.0028 (15)
C8	0.059 (2)	0.118 (3)	0.0442 (19)	−0.004 (2)	0.0002 (17)	0.012 (2)
C9	0.051 (2)	0.090 (3)	0.131 (4)	−0.004 (2)	−0.006 (2)	0.001 (3)
C10	0.076 (3)	0.081 (3)	0.104 (3)	0.019 (2)	−0.006 (2)	0.010 (3)
C11	0.069 (3)	0.112 (3)	0.069 (3)	0.035 (2)	−0.009 (2)	0.014 (2)
C12	0.059 (2)	0.0513 (19)	0.0439 (18)	0.0003 (16)	0.0133 (15)	−0.0017 (15)

Co1—O1i	1.997 (2)	C3—C4	1.371 (4)
Co1—O1	1.997 (2)	C4—C5	1.389 (5)
Co1—N2i	2.031 (3)	C4—H4	0.9300
Co1—N2	2.031 (3)	C5—C6	1.350 (5)
Co1—O2	2.387 (2)	C5—H5	0.9300
Co1—O2i	2.387 (2)	C6—H6	0.9300
N1—C7	1.283 (4)	C7—H7	0.9300
N1—C8	1.434 (4)	C8—C10	1.451 (5)
N1—H1	0.901 (10)	C8—C9	1.461 (5)
N2—C12	1.157 (4)	C8—H8	0.9800
O1—C2	1.308 (3)	C9—C10	1.434 (6)
O2—C3	1.375 (4)	C9—H9A	0.9700
O2—C11	1.428 (4)	C9—H9B	0.9700
S1—C12	1.615 (4)	C10—H10A	0.9700
C1—C6	1.408 (4)	C10—H10B	0.9700
C1—C2	1.412 (4)	C11—H11A	0.9600
C1—C7	1.416 (4)	C11—H11B	0.9600
C2—C3	1.409 (4)	C11—H11C	0.9600
O1i—Co1—O1	148.34 (13)	C6—C5—C4	120.7 (3)
O1i—Co1—N2i	92.76 (9)	C6—C5—H5	119.6
O1—Co1—N2i	106.91 (9)	C4—C5—H5	119.6
O1i—Co1—N2	106.91 (9)	C5—C6—C1	120.3 (3)
O1—Co1—N2	92.76 (9)	C5—C6—H6	119.9
N2i—Co1—N2	103.17 (16)	C1—C6—H6	119.9
O1i—Co1—O2	86.55 (8)	N1—C7—C1	124.3 (3)
O1—Co1—O2	71.97 (8)	N1—C7—H7	117.8
N2i—Co1—O2	82.96 (10)	C1—C7—H7	117.8
N2—Co1—O2	164.69 (9)	N1—C8—C10	121.6 (3)
O1i—Co1—O2i	71.97 (8)	N1—C8—C9	119.4 (3)
O1—Co1—O2i	86.55 (8)	C10—C8—C9	59.0 (3)
N2i—Co1—O2i	164.69 (9)	N1—C8—H8	115.1
N2—Co1—O2i	82.96 (10)	C10—C8—H8	115.1
O2—Co1—O2i	94.69 (11)	C9—C8—H8	115.1
C7—N1—C8	124.7 (3)	C10—C9—C8	60.1 (3)
C7—N1—H1	120 (2)	C10—C9—H9A	117.8
C8—N1—H1	115 (2)	C8—C9—H9A	117.8
C12—N2—Co1	155.4 (3)	C10—C9—H9B	117.8
C2—O1—Co1	119.80 (17)	C8—C9—H9B	117.8
C3—O2—C11	117.7 (3)	H9A—C9—H9B	114.9
C3—O2—Co1	107.81 (17)	C9—C10—C8	60.9 (3)
C11—O2—Co1	126.1 (2)	C9—C10—H10A	117.7
C6—C1—C2	120.1 (3)	C8—C10—H10A	117.7
C6—C1—C7	119.7 (3)	C9—C10—H10B	117.7
C2—C1—C7	120.2 (3)	C8—C10—H10B	117.7
O1—C2—C3	120.2 (3)	H10A—C10—H10B	114.8
O1—C2—C1	122.3 (3)	O2—C11—H11A	109.5
C3—C2—C1	117.5 (3)	O2—C11—H11B	109.5
C4—C3—O2	126.6 (3)	H11A—C11—H11B	109.5
C4—C3—C2	121.0 (3)	O2—C11—H11C	109.5
O2—C3—C2	112.3 (3)	H11A—C11—H11C	109.5
C3—C4—C5	120.3 (3)	H11B—C11—H11C	109.5
C3—C4—H4	119.8	N2—C12—S1	178.3 (3)
C5—C4—H4	119.8

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O1	0.901 (10)	1.93 (3)	2.609 (3)	131 (3)

Co1—O1	1.997 (2)
Co1—N2	2.031 (3)
Co1—O2	2.387 (2)

O1i—Co1—O1	148.34 (13)
O1i—Co1—N2	106.91 (9)
O1—Co1—N2	92.76 (9)
N2i—Co1—N2	103.17 (16)
O1i—Co1—O2	86.55 (8)
O1—Co1—O2	71.97 (8)
N2i—Co1—O2	82.96 (10)
N2—Co1—O2	164.69 (9)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯O1	0.901 (10)	1.93 (3)	2.609 (3)	131 (3)