[N-(8-Quinolylmeth-yl)imino-diethanol-κN,N',O,O']bis-(thio-cyanato-κN)nickel(II) monohydrate.

In the neutral title complex, [Ni(NCS)(2)(C(14)H(18)N(2)O(2))]·H(2)O, the Ni(II) ion has a distorted octa-hedral geometry with cis-isothio-cyanate ligands.

Related literature

For diethano­lamine and N-substituted diethano­lamine transition metal coordination compounds, see: Saalfrank et al. (2001 ▶); Yilmaz et al. (2000 ▶).

Experimental

Crystal data

[Ni(NCS)2(C14H18N2O2)]·H2O

M = 439.19

Monoclinic,

a = 14.693 (6) Å

b = 10.142 (4) Å

c = 13.965 (6) Å

β = 115.460 (6)°

V = 1878.9 (13) Å3

Z = 4

Mo Kα radiation

μ = 1.28 mm−1

T = 293 (2) K

0.15 × 0.10 × 0.08 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1998 ▶) T min = 0.800, T max = 1.000 (expected range = 0.722–0.903)

8517 measured reflections

3783 independent reflections

2673 reflections with I > 2σ(I)

R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.043

wR(F 2) = 0.097

S = 1.08

3783 reflections

235 parameters

H-atom parameters constrained

Δρmax = 0.50 e Å−3

Δρmin = −0.40 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SMART; data reduction: SAINT (Bruker, 1999 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ▶); molecular graphics: SHELXTL (Bruker, 1998 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536807062526/sg2198sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807062526/sg2198Isup2.hkl

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

[Ni(NCS)2(C14H18N2O2)]·H2O	F000 = 912
Mr = 439.19	Dx = 1.553 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
a = 14.693 (6) Å	Cell parameters from 783 reflections
b = 10.142 (4) Å	θ = 2.6–25.0º
c = 13.965 (6) Å	µ = 1.28 mm−1
β = 115.460 (6)º	T = 293 (2) K
V = 1878.9 (13) Å3	Block, green
Z = 4	0.15 × 0.10 × 0.08 mm

Bruker SMART CCD area-detector diffractometer	3783 independent reflections
Radiation source: fine-focus sealed tube	2673 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.033
T = 293(2) K	θmax = 26.3º
φ and ω scans	θmin = 2.5º
Absorption correction: multi-scan(SADABS; Sheldrick, 1998)	h = −18→13
Tmin = 0.800, Tmax = 1.000	k = −11→12
8517 measured reflections	l = −6→17

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)] = 0.043	H-atom parameters constrained
wR(F2) = 0.097	w = 1/[σ2(Fo2) + (0.0367P)2 + 0.8315P] where P = (Fo2 + 2Fc2)/3
S = 1.08	(Δ/σ)max = 0.001
3783 reflections	Δρmax = 0.50 e Å−3
235 parameters	Δρmin = −0.40 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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
Ni1	0.20147 (3)	0.81623 (4)	0.28870 (3)	0.03578 (13)
O1	0.15578 (17)	0.7221 (2)	0.39381 (17)	0.0461 (6)
H1A	0.1344	0.6349	0.3868	0.055*
O2	0.05232 (18)	0.8491 (2)	0.1858 (2)	0.0596 (7)
H2A	0.0136	0.7863	0.1366	0.072*
O3	0.9140 (3)	0.7780 (4)	1.0013 (3)	0.1413 (18)
H31	0.9448	0.8434	0.9906	0.212*
H32	0.8905	0.7275	0.9473	0.212*
N1	0.35206 (19)	0.8079 (3)	0.4011 (2)	0.0399 (6)
N2	0.1710 (2)	0.9792 (2)	0.3581 (2)	0.0391 (6)
N3	0.2430 (2)	0.9143 (3)	0.1887 (2)	0.0513 (8)
N4	0.1975 (2)	0.6352 (3)	0.2271 (2)	0.0500 (7)
S1	0.27361 (8)	1.03083 (10)	0.02603 (8)	0.0606 (3)
S2	0.20208 (9)	0.36476 (10)	0.22047 (9)	0.0679 (3)
C1	0.4045 (3)	0.7104 (4)	0.3897 (3)	0.0561 (10)
H1	0.3790	0.6661	0.3251	0.067*
C2	0.4961 (3)	0.6688 (4)	0.4681 (4)	0.0707 (12)
H2	0.5323	0.6018	0.4549	0.085*
C3	0.5309 (3)	0.7265 (4)	0.5624 (4)	0.0699 (13)
H3	0.5896	0.6954	0.6175	0.084*
C4	0.4804 (3)	0.8329 (4)	0.5791 (3)	0.0558 (10)
C5	0.5166 (3)	0.9007 (5)	0.6756 (3)	0.0753 (13)
H5	0.5740	0.8707	0.7330	0.090*
C6	0.4696 (4)	1.0072 (6)	0.6857 (3)	0.0832 (15)
H6	0.4936	1.0506	0.7507	0.100*
C7	0.3841 (3)	1.0554 (4)	0.6000 (3)	0.0627 (11)
H7	0.3535	1.1319	0.6086	0.075*
C8	0.3448 (3)	0.9931 (3)	0.5044 (3)	0.0453 (8)
C9	0.3920 (2)	0.8769 (3)	0.4943 (3)	0.0418 (8)
C10	0.2622 (3)	1.0574 (3)	0.4120 (3)	0.0457 (8)
H10A	0.2442	1.1388	0.4361	0.055*
H10B	0.2879	1.0807	0.3609	0.055*
C11	0.1257 (3)	0.9385 (3)	0.4299 (3)	0.0528 (9)
H11A	0.0529	0.9372	0.3907	0.063*
H11B	0.1429	1.0026	0.4866	0.063*
C12	0.1611 (3)	0.8060 (4)	0.4765 (3)	0.0543 (9)
H12A	0.2299	0.8110	0.5309	0.065*
H12B	0.1187	0.7724	0.5085	0.065*
C13	0.0982 (3)	1.0567 (3)	0.2689 (3)	0.0522 (9)
H13A	0.1325	1.0963	0.2302	0.063*
H13B	0.0715	1.1272	0.2962	0.063*
C14	0.0131 (3)	0.9727 (4)	0.1949 (3)	0.0636 (11)
H14A	−0.0369	0.9617	0.2224	0.076*
H14B	−0.0191	1.0145	0.1259	0.076*
C15	0.2565 (2)	0.9625 (3)	0.1223 (3)	0.0412 (8)
C16	0.1984 (2)	0.5241 (4)	0.2227 (2)	0.0410 (8)

	U11	U22	U33	U12	U13	U23
Ni1	0.0407 (2)	0.0316 (2)	0.0351 (2)	0.00054 (19)	0.01630 (17)	0.00133 (19)
O1	0.0596 (15)	0.0355 (12)	0.0487 (13)	−0.0080 (11)	0.0285 (12)	−0.0020 (11)
O2	0.0500 (15)	0.0436 (15)	0.0632 (16)	0.0030 (12)	0.0033 (13)	−0.0080 (13)
O3	0.129 (3)	0.119 (3)	0.089 (3)	0.042 (3)	−0.034 (2)	−0.044 (2)
N1	0.0388 (15)	0.0357 (15)	0.0473 (15)	0.0007 (13)	0.0204 (13)	0.0018 (13)
N2	0.0401 (15)	0.0323 (14)	0.0452 (15)	0.0015 (12)	0.0185 (13)	0.0009 (12)
N3	0.066 (2)	0.0496 (18)	0.0418 (16)	−0.0036 (15)	0.0270 (16)	0.0034 (15)
N4	0.068 (2)	0.0354 (16)	0.0477 (17)	0.0002 (15)	0.0261 (16)	−0.0028 (14)
S1	0.0704 (7)	0.0682 (7)	0.0519 (6)	−0.0214 (5)	0.0346 (5)	0.0013 (5)
S2	0.0805 (8)	0.0359 (5)	0.0753 (7)	−0.0001 (5)	0.0221 (6)	−0.0013 (5)
C1	0.043 (2)	0.051 (2)	0.077 (3)	0.0035 (18)	0.028 (2)	−0.002 (2)
C2	0.041 (2)	0.053 (3)	0.116 (4)	0.0086 (19)	0.031 (3)	0.011 (3)
C3	0.034 (2)	0.066 (3)	0.093 (3)	0.000 (2)	0.012 (2)	0.028 (3)
C4	0.037 (2)	0.064 (3)	0.059 (2)	−0.0102 (19)	0.0132 (18)	0.011 (2)
C5	0.052 (3)	0.100 (4)	0.052 (3)	−0.017 (3)	0.001 (2)	0.013 (3)
C6	0.074 (3)	0.116 (4)	0.047 (3)	−0.037 (3)	0.015 (2)	−0.020 (3)
C7	0.064 (3)	0.065 (3)	0.059 (2)	−0.015 (2)	0.026 (2)	−0.018 (2)
C8	0.044 (2)	0.047 (2)	0.046 (2)	−0.0124 (17)	0.0198 (16)	−0.0067 (17)
C9	0.0385 (19)	0.0432 (19)	0.0433 (19)	−0.0064 (16)	0.0173 (16)	0.0044 (16)
C10	0.051 (2)	0.0290 (17)	0.057 (2)	−0.0036 (16)	0.0235 (18)	−0.0068 (16)
C11	0.059 (2)	0.050 (2)	0.061 (2)	0.0010 (18)	0.036 (2)	−0.0048 (19)
C12	0.072 (3)	0.051 (2)	0.054 (2)	0.000 (2)	0.039 (2)	0.0027 (19)
C13	0.053 (2)	0.0356 (19)	0.063 (2)	0.0103 (17)	0.0205 (19)	0.0040 (18)
C14	0.052 (2)	0.058 (3)	0.067 (3)	0.013 (2)	0.012 (2)	0.003 (2)
C15	0.0418 (19)	0.0401 (19)	0.0387 (18)	−0.0025 (15)	0.0143 (15)	−0.0036 (15)
C16	0.043 (2)	0.048 (2)	0.0321 (17)	−0.0027 (16)	0.0161 (15)	−0.0015 (16)

Ni1—N3	2.011 (3)	C3—C4	1.385 (6)
Ni1—N4	2.018 (3)	C3—H3	0.9300
Ni1—N2	2.061 (3)	C4—C5	1.398 (6)
Ni1—O2	2.067 (2)	C4—C9	1.403 (5)
Ni1—O1	2.089 (2)	C5—C6	1.322 (7)
Ni1—N1	2.093 (3)	C5—H5	0.9300
O1—C12	1.409 (4)	C6—C7	1.399 (6)
O1—H1A	0.9300	C6—H6	0.9300
O2—C14	1.408 (4)	C7—C8	1.362 (5)
O2—H2A	0.9300	C7—H7	0.9300
O3—H31	0.8520	C8—C9	1.406 (5)
O3—H32	0.8520	C8—C10	1.488 (5)
N1—C1	1.305 (4)	C10—H10A	0.9700
N1—C9	1.368 (4)	C10—H10B	0.9700
N2—C10	1.457 (4)	C11—C12	1.486 (5)
N2—C13	1.472 (4)	C11—H11A	0.9700
N2—C11	1.481 (4)	C11—H11B	0.9700
N3—C15	1.139 (4)	C12—H12A	0.9700
N4—C16	1.129 (4)	C12—H12B	0.9700
S1—C15	1.625 (3)	C13—C14	1.499 (5)
S2—C16	1.617 (4)	C13—H13A	0.9700
C1—C2	1.385 (6)	C13—H13B	0.9700
C1—H1	0.9300	C14—H14A	0.9700
C2—C3	1.326 (6)	C14—H14B	0.9700
C2—H2	0.9300
N3—Ni1—N4	96.64 (12)	C6—C5—H5	119.8
N3—Ni1—N2	97.00 (11)	C4—C5—H5	119.8
N4—Ni1—N2	163.40 (11)	C5—C6—C7	120.8 (4)
N3—Ni1—O2	89.15 (12)	C5—C6—H6	119.6
N4—Ni1—O2	91.29 (11)	C7—C6—H6	119.6
N2—Ni1—O2	79.51 (10)	C8—C7—C6	121.6 (4)
N3—Ni1—O1	177.48 (10)	C8—C7—H7	119.2
N4—Ni1—O1	85.70 (10)	C6—C7—H7	119.2
N2—Ni1—O1	80.54 (10)	C7—C8—C9	117.9 (4)
O2—Ni1—O1	89.84 (10)	C7—C8—C10	119.4 (3)
N3—Ni1—N1	90.10 (12)	C9—C8—C10	122.3 (3)
N4—Ni1—N1	96.35 (11)	N1—C9—C4	120.3 (3)
N2—Ni1—N1	93.04 (10)	N1—C9—C8	119.7 (3)
O2—Ni1—N1	172.36 (10)	C4—C9—C8	120.0 (3)
O1—Ni1—N1	90.59 (10)	N2—C10—C8	115.8 (3)
C12—O1—Ni1	112.29 (19)	N2—C10—H10A	108.3
C12—O1—H1A	123.9	C8—C10—H10A	108.3
Ni1—O1—H1A	123.9	N2—C10—H10B	108.3
C14—O2—Ni1	115.7 (2)	C8—C10—H10B	108.3
C14—O2—H2A	122.1	H10A—C10—H10B	107.4
Ni1—O2—H2A	122.1	N2—C11—C12	112.0 (3)
H31—O3—H32	110.9	N2—C11—H11A	109.2
C1—N1—C9	118.0 (3)	C12—C11—H11A	109.2
C1—N1—Ni1	115.4 (2)	N2—C11—H11B	109.2
C9—N1—Ni1	125.2 (2)	C12—C11—H11B	109.2
C10—N2—C13	108.6 (3)	H11A—C11—H11B	107.9
C10—N2—C11	112.5 (3)	O1—C12—C11	107.5 (3)
C13—N2—C11	110.3 (3)	O1—C12—H12A	110.2
C10—N2—Ni1	110.02 (19)	C11—C12—H12A	110.2
C13—N2—Ni1	104.8 (2)	O1—C12—H12B	110.2
C11—N2—Ni1	110.26 (19)	C11—C12—H12B	110.2
C15—N3—Ni1	171.5 (3)	H12A—C12—H12B	108.5
C16—N4—Ni1	158.8 (3)	N2—C13—C14	111.6 (3)
N1—C1—C2	123.9 (4)	N2—C13—H13A	109.3
N1—C1—H1	118.0	C14—C13—H13A	109.3
C2—C1—H1	118.0	N2—C13—H13B	109.3
C3—C2—C1	118.7 (4)	C14—C13—H13B	109.3
C3—C2—H2	120.7	H13A—C13—H13B	108.0
C1—C2—H2	120.7	O2—C14—C13	108.4 (3)
C2—C3—C4	120.3 (4)	O2—C14—H14A	110.0
C2—C3—H3	119.8	C13—C14—H14A	110.0
C4—C3—H3	119.8	O2—C14—H14B	110.0
C3—C4—C5	122.5 (4)	C13—C14—H14B	110.0
C3—C4—C9	118.3 (4)	H14A—C14—H14B	108.4
C5—C4—C9	119.2 (4)	N3—C15—S1	178.9 (3)
C6—C5—C4	120.3 (4)	N4—C16—S2	178.2 (4)
N3—Ni1—O1—C12	−32 (3)	O1—Ni1—N4—C16	−22.4 (8)
N4—Ni1—O1—C12	169.9 (2)	N1—Ni1—N4—C16	67.7 (8)
N2—Ni1—O1—C12	−19.4 (2)	C9—N1—C1—C2	3.0 (5)
O2—Ni1—O1—C12	−98.8 (2)	Ni1—N1—C1—C2	−163.8 (3)
N1—Ni1—O1—C12	73.5 (2)	N1—C1—C2—C3	3.4 (6)
N3—Ni1—O2—C14	−82.8 (3)	C1—C2—C3—C4	−4.9 (6)
N4—Ni1—O2—C14	−179.4 (3)	C2—C3—C4—C5	−177.1 (4)
N2—Ni1—O2—C14	14.5 (3)	C2—C3—C4—C9	0.2 (6)
O1—Ni1—O2—C14	94.9 (3)	C3—C4—C5—C6	175.3 (4)
N1—Ni1—O2—C14	1.6 (9)	C9—C4—C5—C6	−1.9 (6)
N3—Ni1—N1—C1	−84.8 (3)	C4—C5—C6—C7	−1.1 (7)
N4—Ni1—N1—C1	11.9 (3)	C5—C6—C7—C8	1.7 (7)
N2—Ni1—N1—C1	178.2 (3)	C6—C7—C8—C9	0.8 (6)
O2—Ni1—N1—C1	−169.2 (7)	C6—C7—C8—C10	−172.1 (4)
O1—Ni1—N1—C1	97.6 (3)	C1—N1—C9—C4	−7.9 (5)
N3—Ni1—N1—C9	109.5 (3)	Ni1—N1—C9—C4	157.5 (2)
N4—Ni1—N1—C9	−153.9 (2)	C1—N1—C9—C8	171.4 (3)
N2—Ni1—N1—C9	12.4 (3)	Ni1—N1—C9—C8	−23.2 (4)
O2—Ni1—N1—C9	25.1 (9)	C3—C4—C9—N1	6.4 (5)
O1—Ni1—N1—C9	−68.1 (2)	C5—C4—C9—N1	−176.3 (3)
N3—Ni1—N2—C10	−62.0 (2)	C3—C4—C9—C8	−172.9 (3)
N4—Ni1—N2—C10	153.0 (4)	C5—C4—C9—C8	4.4 (5)
O2—Ni1—N2—C10	−149.8 (2)	C7—C8—C9—N1	176.9 (3)
O1—Ni1—N2—C10	118.6 (2)	C10—C8—C9—N1	−10.4 (5)
N1—Ni1—N2—C10	28.5 (2)	C7—C8—C9—C4	−3.8 (5)
N3—Ni1—N2—C13	54.6 (2)	C10—C8—C9—C4	168.9 (3)
N4—Ni1—N2—C13	−90.4 (4)	C13—N2—C10—C8	−179.4 (3)
O2—Ni1—N2—C13	−33.2 (2)	C11—N2—C10—C8	58.1 (4)
O1—Ni1—N2—C13	−124.8 (2)	Ni1—N2—C10—C8	−65.3 (3)
N1—Ni1—N2—C13	145.1 (2)	C7—C8—C10—N2	−125.4 (3)
N3—Ni1—N2—C11	173.3 (2)	C9—C8—C10—N2	62.1 (4)
N4—Ni1—N2—C11	28.3 (5)	C10—N2—C11—C12	−93.4 (3)
O2—Ni1—N2—C11	85.5 (2)	C13—N2—C11—C12	145.1 (3)
O1—Ni1—N2—C11	−6.1 (2)	Ni1—N2—C11—C12	29.8 (4)
N1—Ni1—N2—C11	−96.2 (2)	Ni1—O1—C12—C11	39.9 (3)
N4—Ni1—N3—C15	53 (2)	N2—C11—C12—O1	−45.8 (4)
N2—Ni1—N3—C15	−117 (2)	C10—N2—C13—C14	166.7 (3)
O2—Ni1—N3—C15	−38 (2)	C11—N2—C13—C14	−69.5 (4)
O1—Ni1—N3—C15	−104 (3)	Ni1—N2—C13—C14	49.1 (3)
N1—Ni1—N3—C15	150 (2)	Ni1—O2—C14—C13	8.5 (4)
N3—Ni1—N4—C16	158.5 (8)	N2—C13—C14—O2	−38.5 (4)
N2—Ni1—N4—C16	−56.4 (10)	Ni1—N3—C15—S1	20 (20)
O2—Ni1—N4—C16	−112.2 (8)	Ni1—N4—C16—S2	−31 (11)

Ni1—N3	2.011 (3)
Ni1—N4	2.018 (3)
Ni1—N2	2.061 (3)
Ni1—O2	2.067 (2)
Ni1—O1	2.089 (2)
Ni1—N1	2.093 (3)

N3—Ni1—N4	96.64 (12)
N3—Ni1—N2	97.00 (11)
N3—Ni1—O2	89.15 (12)
N4—Ni1—O2	91.29 (11)
N2—Ni1—O2	79.51 (10)
N4—Ni1—O1	85.70 (10)
N2—Ni1—O1	80.54 (10)
O2—Ni1—O1	89.84 (10)
N3—Ni1—N1	90.10 (12)
N4—Ni1—N1	96.35 (11)
N2—Ni1—N1	93.04 (10)
O1—Ni1—N1	90.59 (10)