{2,2'-[6,6'-Dimethoxy-cyclo-hexane-1,2-diylbis(nitrilo-methyl-idyne)]diphenolato-κO,N,N',O}cobalt(II) monohydrate.

In the title complex, [Co(C(22)H(24)N(2)O(4))]·H(2)O, the Co(II) atom is in an almost square-planar coordination environment involv-ing two O and two N atoms from the Schiff base ligand. A water mol-ecule cocrystallizes with the coordination compound and may be held in the crystal by O-H⋯O hydrogen bonds. Heteroatomic π-π ring inter-actions may be present between symmetry-related complexes, with centroid-centroid distances of 3.5661 (8) Å.

Related literature

For related platinum complexes of a similar Schiff base, see: Lu et al. (2008 ▶).

Experimental

Crystal data

[Co(C22H24N2O4)]·H2O

M = 457.38

Monoclinic,

a = 11.241 (3) Å

b = 10.605 (3) Å

c = 17.864 (7) Å

β = 107.158 (14)°

V = 2034.9 (12) Å3

Z = 4

Mo Kα radiation

μ = 0.88 mm−1

T = 291 K

0.20 × 0.19 × 0.17 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.826, T max = 0.851

19221 measured reflections

4647 independent reflections

3840 reflections with I > 2σ(I)

R int = 0.034

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.069

S = 1.04

4647 reflections

373 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.36 e Å−3

Δρmin = −0.24 e Å−3

Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809021540/cs2106sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809021540/cs2106Isup2.hkl

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

[Co(C22H24N2O4)]·H2O	F(000) = 956
Mr = 457.38	Dx = 1.493 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 15295 reflections
a = 11.241 (3) Å	θ = 3.1–27.5°
b = 10.605 (3) Å	µ = 0.88 mm−1
c = 17.864 (7) Å	T = 291 K
β = 107.158 (14)°	Block, red
V = 2034.9 (12) Å3	0.20 × 0.19 × 0.17 mm
Z = 4

Rigaku R-AXIS RAPID diffractometer	4647 independent reflections
Radiation source: fine-focus sealed tube	3840 reflections with I > 2σ(I)
graphite	Rint = 0.034
ω scans	θmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −14→14
Tmin = 0.826, Tmax = 0.851	k = −11→13
19221 measured reflections	l = −23→23

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.069	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0317P)2 + 0.4P] where P = (Fo2 + 2Fc2)/3
4647 reflections	(Δ/σ)max = 0.001
373 parameters	Δρmax = 0.36 e Å−3
0 restraints	Δρmin = −0.24 e Å−3

	x	y	z	Uiso*/Ueq
C1	0.55207 (14)	0.17711 (15)	0.02619 (9)	0.0336 (3)
C2	0.47583 (15)	0.27964 (16)	−0.01173 (10)	0.0397 (4)
C3	0.46233 (17)	0.30829 (18)	−0.08877 (11)	0.0450 (4)
C4	0.52295 (17)	0.23721 (19)	−0.13239 (11)	0.0476 (4)
C5	0.59830 (16)	0.13964 (19)	−0.09779 (10)	0.0427 (4)
C6	0.61536 (14)	0.10945 (15)	−0.01824 (9)	0.0336 (3)
C7	0.69932 (14)	0.00941 (16)	0.01550 (10)	0.0346 (3)
C8	0.81705 (14)	−0.13254 (16)	0.11525 (10)	0.0349 (3)
C9	0.91820 (16)	−0.1510 (2)	0.07467 (11)	0.0448 (4)
C10	1.01669 (18)	−0.0482 (2)	0.09542 (13)	0.0548 (5)
C11	1.07198 (18)	−0.0338 (3)	0.18328 (13)	0.0588 (6)
C12	0.97012 (17)	−0.0087 (2)	0.22218 (12)	0.0462 (4)
C13	0.87250 (15)	−0.11292 (17)	0.20283 (10)	0.0364 (4)
C14	0.75527 (16)	−0.12574 (16)	0.29443 (10)	0.0385 (4)
C15	0.65495 (15)	−0.09883 (17)	0.32630 (10)	0.0386 (4)
C16	0.6452 (2)	−0.1711 (2)	0.39057 (12)	0.0509 (5)
C17	0.5519 (2)	−0.1499 (2)	0.42283 (13)	0.0629 (6)
C18	0.4652 (2)	−0.0550 (2)	0.39271 (13)	0.0602 (6)
C19	0.47299 (17)	0.01755 (19)	0.33093 (11)	0.0447 (4)
C20	0.56884 (15)	−0.00204 (16)	0.29425 (10)	0.0365 (4)
C21	0.2944 (2)	0.1401 (3)	0.33174 (16)	0.0633 (6)
C22	0.3317 (2)	0.4392 (2)	0.00145 (17)	0.0610 (6)
N1	0.73023 (11)	−0.02450 (13)	0.08792 (8)	0.0322 (3)
N2	0.76520 (12)	−0.07817 (13)	0.23028 (8)	0.0351 (3)
Co1	0.656300 (17)	0.030194 (19)	0.162807 (12)	0.02751 (7)
O1	0.55821 (10)	0.15217 (11)	0.09913 (7)	0.0371 (3)
O2	0.42054 (14)	0.34365 (13)	0.03579 (9)	0.0586 (4)
O3	0.57104 (11)	0.06922 (11)	0.23491 (7)	0.0400 (3)
O4	0.39176 (12)	0.11321 (15)	0.29806 (8)	0.0559 (4)
O5	0.30979 (18)	0.1993 (3)	0.13719 (12)	0.0994 (7)
H25	0.370 (4)	0.239 (4)	0.122 (2)	0.149*
H26	0.354 (4)	0.176 (4)	0.185 (2)	0.149*
H5	0.7650 (15)	−0.2112 (17)	0.1078 (10)	0.034 (4)*
H4	0.7370 (17)	−0.0353 (16)	−0.0216 (11)	0.042 (5)*
H15	0.8198 (16)	−0.1865 (17)	0.3229 (10)	0.038 (5)*
H14	0.9086 (16)	−0.1919 (17)	0.2269 (11)	0.039 (5)*
H6	0.8798 (17)	−0.1612 (17)	0.0162 (12)	0.047 (5)*
H1	0.4088 (17)	0.3782 (18)	−0.1147 (11)	0.047 (5)*
H13	0.9278 (18)	0.077 (2)	0.2029 (12)	0.053 (6)*
H12	1.0042 (19)	−0.0036 (18)	0.2804 (13)	0.051 (6)*
H2	0.5101 (18)	0.2573 (19)	−0.1860 (13)	0.057 (6)*
H23	0.261 (2)	0.402 (2)	−0.0407 (14)	0.062 (6)*
H16	0.704 (2)	−0.237 (2)	0.4099 (13)	0.060 (6)*
H3	0.6401 (19)	0.087 (2)	−0.1280 (12)	0.058 (6)*
H7	0.9564 (18)	−0.235 (2)	0.0946 (12)	0.054 (6)*
H9	0.978 (2)	0.038 (2)	0.0714 (14)	0.065 (7)*
H19	0.329 (2)	0.168 (2)	0.3868 (16)	0.077 (7)*
H18	0.396 (2)	−0.039 (2)	0.4151 (15)	0.079 (8)*
H11	1.132 (2)	0.044 (2)	0.1943 (14)	0.071 (7)*
H17	0.541 (2)	−0.207 (2)	0.4636 (15)	0.078 (7)*
H20	0.247 (2)	0.060 (2)	0.3337 (14)	0.068 (7)*
H22	0.301 (2)	0.471 (2)	0.0463 (17)	0.087 (9)*
H8	1.082 (2)	−0.065 (2)	0.0701 (13)	0.063 (6)*
H10	1.116 (2)	−0.111 (2)	0.2077 (14)	0.064 (7)*
H24	0.368 (2)	0.504 (3)	−0.0252 (16)	0.087 (9)*
H21	0.245 (2)	0.210 (2)	0.2927 (16)	0.083 (8)*

	U11	U22	U33	U12	U13	U23
C1	0.0289 (7)	0.0366 (8)	0.0335 (9)	−0.0053 (6)	0.0065 (6)	0.0020 (7)
C2	0.0366 (8)	0.0387 (9)	0.0430 (10)	−0.0011 (7)	0.0104 (7)	0.0043 (8)
C3	0.0400 (9)	0.0438 (10)	0.0466 (11)	−0.0021 (8)	0.0054 (8)	0.0121 (8)
C4	0.0482 (10)	0.0565 (12)	0.0349 (10)	−0.0083 (9)	0.0072 (8)	0.0100 (9)
C5	0.0422 (9)	0.0514 (11)	0.0341 (9)	−0.0054 (8)	0.0105 (8)	−0.0002 (8)
C6	0.0292 (7)	0.0386 (9)	0.0319 (8)	−0.0049 (7)	0.0074 (6)	0.0008 (7)
C7	0.0323 (7)	0.0409 (9)	0.0315 (8)	−0.0029 (7)	0.0110 (7)	−0.0045 (7)
C8	0.0307 (7)	0.0358 (9)	0.0381 (9)	0.0020 (7)	0.0099 (7)	−0.0035 (7)
C9	0.0385 (9)	0.0572 (12)	0.0393 (10)	0.0107 (8)	0.0125 (8)	−0.0032 (9)
C10	0.0384 (9)	0.0813 (16)	0.0489 (12)	−0.0047 (10)	0.0194 (9)	0.0004 (11)
C11	0.0355 (9)	0.0888 (17)	0.0521 (13)	−0.0097 (11)	0.0130 (9)	−0.0079 (12)
C12	0.0381 (9)	0.0593 (12)	0.0386 (10)	−0.0060 (8)	0.0075 (8)	−0.0066 (9)
C13	0.0319 (8)	0.0415 (9)	0.0360 (9)	0.0060 (7)	0.0105 (7)	0.0040 (7)
C14	0.0409 (9)	0.0395 (9)	0.0337 (9)	0.0009 (7)	0.0092 (7)	0.0034 (7)
C15	0.0404 (8)	0.0454 (10)	0.0303 (8)	−0.0045 (8)	0.0111 (7)	−0.0004 (7)
C16	0.0575 (11)	0.0561 (12)	0.0401 (11)	−0.0021 (10)	0.0162 (9)	0.0087 (9)
C17	0.0711 (14)	0.0784 (16)	0.0467 (12)	−0.0038 (12)	0.0292 (11)	0.0157 (11)
C18	0.0566 (12)	0.0860 (17)	0.0480 (12)	−0.0035 (11)	0.0309 (10)	0.0033 (11)
C19	0.0411 (9)	0.0589 (11)	0.0367 (9)	−0.0019 (8)	0.0157 (8)	−0.0045 (8)
C20	0.0385 (8)	0.0438 (9)	0.0280 (8)	−0.0046 (7)	0.0109 (7)	−0.0039 (7)
C21	0.0442 (11)	0.0938 (19)	0.0601 (15)	−0.0018 (13)	0.0281 (11)	−0.0154 (14)
C22	0.0524 (12)	0.0483 (12)	0.0757 (17)	0.0146 (10)	0.0088 (12)	0.0001 (12)
N1	0.0286 (6)	0.0357 (7)	0.0324 (7)	−0.0002 (6)	0.0091 (5)	−0.0018 (6)
N2	0.0345 (7)	0.0380 (7)	0.0335 (7)	0.0013 (6)	0.0112 (6)	0.0013 (6)
Co1	0.02730 (10)	0.03082 (12)	0.02579 (11)	0.00243 (8)	0.00995 (8)	0.00088 (8)
O1	0.0373 (6)	0.0411 (6)	0.0344 (6)	0.0063 (5)	0.0128 (5)	0.0035 (5)
O2	0.0652 (8)	0.0561 (8)	0.0584 (9)	0.0267 (7)	0.0244 (7)	0.0140 (7)
O3	0.0448 (6)	0.0445 (7)	0.0350 (6)	0.0063 (5)	0.0186 (5)	0.0036 (5)
O4	0.0476 (7)	0.0772 (10)	0.0513 (8)	0.0127 (7)	0.0277 (6)	0.0003 (7)
O5	0.0700 (12)	0.161 (2)	0.0736 (13)	0.0206 (13)	0.0315 (10)	0.0263 (14)

C1—O1	1.3112 (19)	C13—N2	1.477 (2)
C1—C6	1.409 (2)	C13—H14	0.974 (18)
C1—C2	1.426 (2)	C14—N2	1.287 (2)
C2—O2	1.371 (2)	C14—C15	1.434 (2)
C2—C3	1.373 (3)	C14—H15	0.991 (18)
C3—C4	1.398 (3)	C15—C20	1.411 (2)
C3—H1	0.980 (19)	C15—C16	1.411 (2)
C4—C5	1.364 (3)	C16—C17	1.356 (3)
C4—H2	0.95 (2)	C16—H16	0.96 (2)
C5—C6	1.413 (2)	C17—C18	1.394 (3)
C5—H3	0.99 (2)	C17—H17	0.98 (2)
C6—C7	1.430 (2)	C18—C19	1.369 (3)
C7—N1	1.288 (2)	C18—H18	0.99 (3)
C7—H4	1.005 (19)	C19—O4	1.375 (2)
C8—N1	1.491 (2)	C19—C20	1.432 (2)
C8—C13	1.518 (2)	C20—O3	1.308 (2)
C8—C9	1.531 (2)	C21—O4	1.425 (2)
C8—H5	1.005 (17)	C21—H19	0.99 (3)
C9—C10	1.519 (3)	C21—H20	1.01 (2)
C9—H6	1.01 (2)	C21—H21	1.06 (3)
C9—H7	1.01 (2)	C22—O2	1.427 (2)
C10—C11	1.516 (3)	C22—H23	1.00 (2)
C10—H9	1.05 (2)	C22—H22	1.02 (3)
C10—H8	0.98 (2)	C22—H24	0.99 (3)
C11—C12	1.528 (3)	N1—Co1	1.8635 (14)
C11—H11	1.04 (2)	N2—Co1	1.8443 (14)
C11—H10	0.99 (2)	Co1—O1	1.8556 (12)
C12—C13	1.524 (3)	Co1—O3	1.8647 (12)
C12—H13	1.04 (2)	O5—H25	0.90 (4)
C12—H12	1.00 (2)	O5—H26	0.89 (4)
O1—C1—C6	124.74 (15)	N2—C13—H14	110.1 (10)
O1—C1—C2	118.30 (15)	C8—C13—H14	109.1 (11)
C6—C1—C2	116.96 (15)	C12—C13—H14	110.2 (10)
O2—C2—C3	125.08 (16)	N2—C14—C15	124.09 (16)
O2—C2—C1	113.72 (15)	N2—C14—H15	118.0 (10)
C3—C2—C1	121.20 (16)	C15—C14—H15	117.9 (10)
C2—C3—C4	120.77 (17)	C20—C15—C16	121.09 (16)
C2—C3—H1	120.7 (11)	C20—C15—C14	120.62 (15)
C4—C3—H1	118.5 (11)	C16—C15—C14	118.29 (17)
C5—C4—C3	119.74 (18)	C17—C16—C15	120.7 (2)
C5—C4—H2	121.1 (12)	C17—C16—H16	120.3 (13)
C3—C4—H2	119.2 (12)	C15—C16—H16	118.9 (13)
C4—C5—C6	120.62 (17)	C16—C17—C18	119.7 (2)
C4—C5—H3	121.0 (12)	C16—C17—H17	119.7 (14)
C6—C5—H3	118.3 (12)	C18—C17—H17	120.3 (14)
C1—C6—C5	120.65 (16)	C19—C18—C17	120.92 (18)
C1—C6—C7	121.38 (15)	C19—C18—H18	118.5 (15)
C5—C6—C7	117.96 (15)	C17—C18—H18	120.6 (14)
N1—C7—C6	125.43 (15)	C18—C19—O4	124.51 (17)
N1—C7—H4	119.3 (11)	C18—C19—C20	121.53 (19)
C6—C7—H4	115.2 (11)	O4—C19—C20	113.96 (16)
N1—C8—C13	105.21 (13)	O3—C20—C15	125.06 (14)
N1—C8—C9	116.68 (14)	O3—C20—C19	118.93 (16)
C13—C8—C9	111.66 (14)	C15—C20—C19	116.01 (15)
N1—C8—H5	107.2 (9)	O4—C21—H19	110.8 (14)
C13—C8—H5	107.2 (10)	O4—C21—H20	108.8 (13)
C9—C8—H5	108.5 (9)	H19—C21—H20	105.9 (19)
C10—C9—C8	112.49 (16)	O4—C21—H21	100.6 (14)
C10—C9—H6	112.8 (11)	H19—C21—H21	115 (2)
C8—C9—H6	110.6 (10)	H20—C21—H21	115.9 (19)
C10—C9—H7	110.1 (11)	O2—C22—H23	109.8 (13)
C8—C9—H7	104.1 (11)	O2—C22—H22	104.5 (15)
H6—C9—H7	106.1 (16)	H23—C22—H22	110.4 (19)
C11—C10—C9	111.82 (18)	O2—C22—H24	111.5 (15)
C11—C10—H9	109.3 (13)	H23—C22—H24	105 (2)
C9—C10—H9	110.1 (12)	H22—C22—H24	116 (2)
C11—C10—H8	111.3 (13)	C7—N1—C8	120.01 (13)
C9—C10—H8	110.0 (13)	C7—N1—Co1	126.08 (11)
H9—C10—H8	104.2 (17)	C8—N1—Co1	113.06 (10)
C10—C11—C12	110.80 (17)	C14—N2—C13	119.46 (14)
C10—C11—H11	108.6 (13)	C14—N2—Co1	127.67 (12)
C12—C11—H11	108.0 (13)	C13—N2—Co1	112.85 (11)
C10—C11—H10	111.9 (14)	N2—Co1—O1	174.19 (6)
C12—C11—H10	106.9 (13)	N2—Co1—N1	85.67 (6)
H11—C11—H10	110.6 (18)	O1—Co1—N1	95.00 (6)
C13—C12—C11	110.88 (17)	N2—Co1—O3	93.68 (6)
C13—C12—H13	109.3 (11)	O1—Co1—O3	86.28 (5)
C11—C12—H13	109.5 (11)	N1—Co1—O3	173.66 (5)
C13—C12—H12	107.7 (11)	C1—O1—Co1	126.68 (10)
C11—C12—H12	112.0 (12)	C2—O2—C22	118.21 (17)
H13—C12—H12	107.3 (16)	C20—O3—Co1	124.61 (11)
N2—C13—C8	104.42 (13)	C19—O4—C21	117.60 (18)
N2—C13—C12	110.35 (14)	H25—O5—H26	99 (3)
C8—C13—C12	112.49 (15)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H25···O2	0.90 (4)	2.11 (4)	2.916 (3)	149 (3)
O5—H25···O1	0.90 (4)	2.45 (4)	3.103 (2)	129 (3)
O5—H26···O4	0.89 (4)	2.05 (4)	2.895 (3)	159 (4)
O5—H26···O3	0.89 (4)	2.59 (4)	3.248 (2)	131 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H25⋯O2	0.90 (4)	2.11 (4)	2.916 (3)	149 (3)
O5—H25⋯O1	0.90 (4)	2.45 (4)	3.103 (2)	129 (3)
O5—H26⋯O4	0.89 (4)	2.05 (4)	2.895 (3)	159 (4)
O5—H26⋯O3	0.89 (4)	2.59 (4)	3.248 (2)	131 (3)