Aqua-(hexa-methyl-enetetra-mine-κN)bis-(methanol-κO)bis-(thio-cyanato-κN)cobalt(II).

In the title complex, [Co(NCS)(2)(C(6)H(12)N(4))(CH(4)O)(2)(H(2)O)], the six-coordinated Co atom has a slightly distorted octa-hedral geometry. The molecules are linked by intermolecular O-H⋯S and O-H⋯N hydrogen bonds, forming a three- dimensional crystal structure. Intramolecular C-H⋯N and C-H⋯O hydrogen bonds are also present.

Related literature

For information on the self-assembly of transition-metal complexes, see: Guo et al. (2002 ▶); Kumar et al. (2007 ▶); Venkateswaran et al. (2007 ▶); Chi et al. (2008 ▶). For complexes including hexa­methyl­enetetra­mine (n class="Chemical">hmt) as ligand, see: Liu et al. (2006 ▶); Zhang et al. (1999 ▶); Meng et al. (2001 ▶); Li et al. (2002 ▶, 2007 ▶); Banerjee et al. (2007 ▶).

Experimental

Crystal data

[Co(NCS)2(n class="CellLine">C6H12N4)(CH4O)2(H2O)]

M = 397.39

Orthorhombic,

a = 14.1128 (8) Å

b = 15.3684 (9) Å

c = 15.9839 (9) Å

V = 3466.8 (3) Å3

Z = 8

Mo Kα radiation

μ = 1.25 mm−1

T = 296 (2) K

0.30 × 0.30 × 0.25 mm

Data collection

Bruker APEXII diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.691, T max = 0.730

20785 measured reflections

4287 independent reflections

3528 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.075

S = 1.04

4287 reflections

217 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.64 e Å−3

Δρmin = −0.61 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAIn class="Chemical">NT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680802357X/bh2177sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680802357X/bh2177Isup2.hkl

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

[Co(NCS)2(C6H12N4)(CH4O)2(H2O)]	F000 = 1656
Mr = 397.39	Dx = 1.523 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 7990 reflections
a = 14.1128 (8) Å	θ = 2.3–28.3º
b = 15.3684 (9) Å	µ = 1.25 mm−1
c = 15.9839 (9) Å	T = 296 (2) K
V = 3466.8 (3) Å3	Block, purple
Z = 8	0.30 × 0.30 × 0.25 mm

Bruker APEXII diffractometer	4287 independent reflections
Radiation source: sealed tube	3528 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.022
T = 296(2) K	θmax = 28.3º
φ and ω scans	θmin = 2.3º
Absorption correction: multi-scan(SADABS; Bruker, 2000)	h = −14→18
Tmin = 0.691, Tmax = 0.730	k = −19→20
20785 measured reflections	l = −18→21

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)] = 0.029	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.075	w = 1/[σ2(Fo2) + (0.0359P)2 + 1.3724P] where P = (Fo2 + 2Fc2)/3
S = 1.05	(Δ/σ)max = 0.001
4287 reflections	Δρmax = 0.64 e Å−3
217 parameters	Δρmin = −0.61 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

	x	y	z	Uiso*/Ueq
Co1	0.553065 (15)	1.038335 (14)	0.283547 (14)	0.02795 (7)
N1	0.65439 (11)	0.97495 (10)	0.35331 (10)	0.0373 (3)
C1	0.71280 (12)	0.94096 (11)	0.39145 (11)	0.0309 (3)
S1	0.79561 (4)	0.89311 (4)	0.44512 (4)	0.05772 (17)
N2	0.45742 (11)	1.10745 (11)	0.21469 (10)	0.0412 (4)
C2	0.40515 (12)	1.14790 (11)	0.17538 (10)	0.0318 (3)
S2	0.33147 (4)	1.20788 (3)	0.12175 (3)	0.04690 (13)
N3	0.43978 (9)	0.94296 (9)	0.32720 (8)	0.0262 (3)
N4	0.27067 (9)	0.91344 (9)	0.34713 (9)	0.0310 (3)
N5	0.38399 (10)	0.86701 (9)	0.45350 (9)	0.0329 (3)
N6	0.37919 (10)	0.79376 (9)	0.31828 (9)	0.0320 (3)
C3	0.34122 (11)	0.97472 (10)	0.31390 (11)	0.0295 (3)
H3A	0.3336	1.0306	0.3412	0.035*
H3B	0.3304	0.9829	0.2545	0.035*
C4	0.45227 (12)	0.92901 (11)	0.41871 (10)	0.0311 (3)
H4A	0.5159	0.9078	0.4291	0.037*
H4B	0.4455	0.9843	0.4473	0.037*
C5	0.44845 (11)	0.85686 (11)	0.28545 (10)	0.0301 (3)
H5A	0.4387	0.8639	0.2258	0.036*
H5B	0.5120	0.8344	0.2939	0.036*
C6	0.28784 (12)	0.90063 (12)	0.43761 (10)	0.0359 (4)
H6A	0.2798	0.9556	0.4665	0.043*
H6B	0.2416	0.8600	0.4597	0.043*
C7	0.28332 (12)	0.82913 (11)	0.30472 (11)	0.0341 (4)
H7A	0.2726	0.8364	0.2452	0.041*
H7B	0.2368	0.7881	0.3257	0.041*
C8	0.39459 (13)	0.78357 (11)	0.40908 (11)	0.0355 (4)
H8A	0.3493	0.7420	0.4312	0.043*
H8B	0.4577	0.7607	0.4188	0.043*
O1	0.52358 (11)	1.12213 (8)	0.39015 (8)	0.0416 (3)
H1	0.5632 (16)	1.1230 (15)	0.4256 (16)	0.054 (7)*
C9	0.4697 (2)	1.19973 (17)	0.39250 (16)	0.0775 (9)
H9A	0.4301	1.1996	0.4413	0.116*
H9D	0.4308	1.2033	0.3433	0.116*
H9B	0.5116	1.2489	0.3945	0.116*
O2	0.58559 (9)	0.95999 (9)	0.17962 (8)	0.0368 (3)
H2	0.6396 (16)	0.9493 (13)	0.1762 (13)	0.039 (6)*
C10	0.54971 (15)	0.97087 (17)	0.09672 (13)	0.0556 (6)
H10D	0.5700	0.9230	0.0625	0.083*
H10A	0.5733	1.0243	0.0737	0.083*
H10B	0.4817	0.9726	0.0983	0.083*
O1W	0.66088 (11)	1.12763 (9)	0.24788 (10)	0.0439 (3)
H1WA	0.6425 (17)	1.1713 (16)	0.2319 (16)	0.054 (7)*
H1WB	0.7014 (18)	1.1426 (16)	0.2873 (16)	0.063 (8)*

	U11	U22	U33	U12	U13	U23
Co1	0.02528 (12)	0.02913 (12)	0.02945 (12)	0.00166 (8)	−0.00442 (8)	0.00671 (8)
N1	0.0328 (8)	0.0382 (8)	0.0408 (8)	0.0019 (6)	−0.0058 (6)	0.0072 (6)
C1	0.0299 (8)	0.0296 (8)	0.0333 (8)	−0.0020 (6)	−0.0040 (7)	−0.0008 (6)
S1	0.0564 (3)	0.0461 (3)	0.0707 (4)	0.0114 (2)	−0.0366 (3)	−0.0015 (3)
N2	0.0362 (8)	0.0436 (9)	0.0437 (9)	0.0042 (7)	−0.0059 (7)	0.0111 (7)
C2	0.0306 (8)	0.0336 (8)	0.0314 (8)	−0.0002 (7)	−0.0020 (7)	0.0022 (7)
S2	0.0437 (3)	0.0503 (3)	0.0468 (3)	0.0126 (2)	−0.0123 (2)	0.0089 (2)
N3	0.0253 (6)	0.0283 (7)	0.0251 (6)	−0.0001 (5)	−0.0025 (5)	0.0014 (5)
N4	0.0265 (7)	0.0330 (7)	0.0336 (7)	0.0002 (5)	0.0006 (6)	−0.0010 (6)
N5	0.0338 (7)	0.0373 (8)	0.0277 (7)	−0.0022 (6)	0.0008 (6)	0.0043 (6)
N6	0.0356 (7)	0.0268 (7)	0.0336 (7)	−0.0008 (6)	0.0021 (6)	−0.0015 (6)
C3	0.0284 (8)	0.0286 (8)	0.0314 (8)	0.0024 (6)	−0.0020 (6)	0.0011 (6)
C4	0.0327 (9)	0.0363 (9)	0.0243 (7)	−0.0034 (7)	−0.0044 (6)	0.0020 (6)
C5	0.0307 (8)	0.0299 (8)	0.0297 (8)	0.0017 (6)	0.0031 (6)	−0.0018 (6)
C6	0.0335 (9)	0.0435 (10)	0.0308 (8)	0.0009 (7)	0.0065 (7)	−0.0010 (7)
C7	0.0314 (9)	0.0346 (9)	0.0364 (9)	−0.0058 (7)	−0.0025 (7)	−0.0032 (7)
C8	0.0379 (9)	0.0310 (8)	0.0377 (9)	−0.0003 (7)	0.0013 (7)	0.0075 (7)
O1	0.0519 (8)	0.0371 (7)	0.0358 (7)	0.0080 (6)	−0.0109 (6)	−0.0021 (5)
C9	0.116 (2)	0.0597 (15)	0.0565 (15)	0.0428 (15)	−0.0207 (15)	−0.0112 (12)
O2	0.0253 (6)	0.0531 (8)	0.0319 (6)	0.0018 (5)	−0.0003 (5)	0.0017 (5)
C10	0.0418 (12)	0.0907 (18)	0.0343 (10)	0.0045 (11)	−0.0045 (8)	0.0006 (10)
O1W	0.0411 (8)	0.0344 (7)	0.0562 (9)	−0.0044 (6)	−0.0076 (7)	0.0132 (7)

Co1—N2	2.0400 (15)	C3—H3B	0.9700
Co1—N1	2.0585 (15)	C4—H4A	0.9700
Co1—O2	2.1024 (13)	C4—H4B	0.9700
Co1—O1W	2.1268 (14)	C5—H5A	0.9700
Co1—O1	2.1760 (13)	C5—H5B	0.9700
Co1—N3	2.2785 (13)	C6—H6A	0.9700
N1—C1	1.151 (2)	C6—H6B	0.9700
C1—S1	1.6256 (17)	C7—H7A	0.9700
N2—C2	1.151 (2)	C7—H7B	0.9700
C2—S2	1.6327 (17)	C8—H8A	0.9700
N3—C5	1.487 (2)	C8—H8B	0.9700
N3—C4	1.489 (2)	O1—C9	1.415 (2)
N3—C3	1.489 (2)	O1—H1	0.80 (2)
N4—C3	1.470 (2)	C9—H9A	0.9600
N4—C7	1.473 (2)	C9—H9D	0.9600
N4—C6	1.480 (2)	C9—H9B	0.9600
N5—C4	1.465 (2)	O2—C10	1.428 (2)
N5—C8	1.473 (2)	O2—H2	0.78 (2)
N5—C6	1.474 (2)	C10—H10D	0.9600
N6—C5	1.473 (2)	C10—H10A	0.9600
N6—C7	1.474 (2)	C10—H10B	0.9600
N6—C8	1.476 (2)	O1W—H1WA	0.76 (3)
C3—H3A	0.9700	O1W—H1WB	0.88 (3)
N2—Co1—N1	176.69 (6)	N6—C5—N3	111.79 (12)
N2—Co1—O2	90.94 (6)	N6—C5—H5A	109.3
N1—Co1—O2	90.31 (6)	N3—C5—H5A	109.3
N2—Co1—O1W	89.59 (6)	N6—C5—H5B	109.3
N1—Co1—O1W	87.34 (6)	N3—C5—H5B	109.3
O2—Co1—O1W	90.09 (6)	H5A—C5—H5B	107.9
N2—Co1—O1	89.30 (6)	N5—C6—N4	111.46 (13)
N1—Co1—O1	89.35 (6)	N5—C6—H6A	109.3
O2—Co1—O1	178.06 (6)	N4—C6—H6A	109.3
O1W—Co1—O1	87.99 (6)	N5—C6—H6B	109.3
N2—Co1—N3	92.06 (6)	N4—C6—H6B	109.3
N1—Co1—N3	90.98 (5)	H6A—C6—H6B	108.0
O2—Co1—N3	91.53 (5)	N4—C7—N6	111.58 (13)
O1W—Co1—N3	177.67 (6)	N4—C7—H7A	109.3
O1—Co1—N3	90.39 (5)	N6—C7—H7A	109.3
C1—N1—Co1	178.20 (15)	N4—C7—H7B	109.3
N1—C1—S1	179.8 (2)	N6—C7—H7B	109.3
C2—N2—Co1	178.33 (16)	H7A—C7—H7B	108.0
N2—C2—S2	178.14 (17)	N5—C8—N6	111.51 (13)
C5—N3—C4	107.64 (13)	N5—C8—H8A	109.3
C5—N3—C3	107.72 (12)	N6—C8—H8A	109.3
C4—N3—C3	107.34 (12)	N5—C8—H8B	109.3
C5—N3—Co1	112.16 (9)	N6—C8—H8B	109.3
C4—N3—Co1	108.08 (9)	H8A—C8—H8B	108.0
C3—N3—Co1	113.63 (9)	C9—O1—Co1	128.49 (13)
C3—N4—C7	108.37 (13)	C9—O1—H1	110.2 (17)
C3—N4—C6	109.12 (13)	Co1—O1—H1	115.6 (17)
C7—N4—C6	108.23 (13)	O1—C9—H9A	109.5
C4—N5—C8	108.45 (13)	O1—C9—H9D	109.5
C4—N5—C6	108.18 (13)	H9A—C9—H9D	109.5
C8—N5—C6	108.39 (14)	O1—C9—H9B	109.5
C5—N6—C7	108.29 (13)	H9A—C9—H9B	109.5
C5—N6—C8	108.81 (13)	H9D—C9—H9B	109.5
C7—N6—C8	108.60 (13)	C10—O2—Co1	126.06 (13)
N4—C3—N3	111.79 (12)	C10—O2—H2	107.8 (16)
N4—C3—H3A	109.3	Co1—O2—H2	112.9 (16)
N3—C3—H3A	109.3	O2—C10—H10D	109.5
N4—C3—H3B	109.3	O2—C10—H10A	109.5
N3—C3—H3B	109.3	H10D—C10—H10A	109.5
H3A—C3—H3B	107.9	O2—C10—H10B	109.5
N5—C4—N3	112.87 (13)	H10D—C10—H10B	109.5
N5—C4—H4A	109.0	H10A—C10—H10B	109.5
N3—C4—H4A	109.0	Co1—O1W—H1WA	114.4 (19)
N5—C4—H4B	109.0	Co1—O1W—H1WB	116.1 (16)
N3—C4—H4B	109.0	H1WA—O1W—H1WB	103 (2)
H4A—C4—H4B	107.8

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4A···N1	0.97	2.52	3.119 (2)	120
C4—H4B···O1	0.97	2.56	3.167 (2)	121
C9—H9D···N2	0.96	2.56	3.181 (3)	123
O1—H1···N5i	0.80 (2)	2.08 (3)	2.824 (2)	156 (2)
O1W—H1WA···N6ii	0.76 (2)	2.07 (2)	2.821 (2)	168 (3)
O2—H2···N4iii	0.78 (2)	1.97 (2)	2.7417 (18)	172 (2)
O1W—H1WB···S2iii	0.88 (3)	2.55 (3)	3.4146 (16)	168 (2)

Co1—N2	2.0400 (15)
Co1—N1	2.0585 (15)
Co1—O2	2.1024 (13)
Co1—O1W	2.1268 (14)
Co1—O1	2.1760 (13)
Co1—N3	2.2785 (13)

N2—Co1—N1	176.69 (6)
N2—Co1—O2	90.94 (6)
N1—Co1—O2	90.31 (6)
N2—Co1—O1W	89.59 (6)
N1—Co1—O1W	87.34 (6)
O2—Co1—O1W	90.09 (6)
N2—Co1—O1	89.30 (6)
N1—Co1—O1	89.35 (6)
O2—Co1—O1	178.06 (6)
O1W—Co1—O1	87.99 (6)
N2—Co1—N3	92.06 (6)
N1—Co1—N3	90.98 (5)
O2—Co1—N3	91.53 (5)
O1W—Co1—N3	177.67 (6)
O1—Co1—N3	90.39 (5)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C4—H4A⋯N1	0.97	2.52	3.119 (2)	120
C4—H4B⋯O1	0.97	2.56	3.167 (2)	121
C9—H9D⋯N2	0.96	2.56	3.181 (3)	123
O1—H1⋯N5i	0.80 (2)	2.08 (3)	2.824 (2)	156 (2)
O1W—H1WA⋯N6ii	0.76 (2)	2.07 (2)	2.821 (2)	168 (3)
O2—H2⋯N4iii	0.78 (2)	1.97 (2)	2.7417 (18)	172 (2)
O1W—H1WB⋯S2iii	0.88 (3)	2.55 (3)	3.4146 (16)	168 (2)

Symmetry codes: (i) ; (ii) ; (iii) .