(N,N-Diethyl­ethane-1,2-diamine)dithio­cyanato­zinc(II)

In the title compound, [Zn(NCS)₂(C₆H₁₆N₂)], the Zn^II atom is coordinated by two N atoms of N,N-diethyl­ethane-1,2-diamine and by another two N atoms from two terminal thio­cyanate ligands in a slightly distorted tetra­hedral geometry. In the crystal structure, mol­ecules are linked through inter­molecular N—H...S hydrogen bonds, forming chains running along the b axis.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.033
• wR factor = 0.083
• Data-to-parameter ratio = 21.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.97
PLAT230_ALERT_2_C Hirshfeld Test Diff for    S1     -   C7      ..       5.60 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    S2     -   C8      ..       6.41 su
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C7
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C8

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   1 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, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); 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: SHELXTL.

(N,N-Diethylethane-1,2-diamine)dithiocyanatozinc(II)

Crystal data

[Zn(NCS)2(C6H16N2)]	F(000) = 616
Mr = 297.74	Dx = 1.469 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2929 reflections
a = 9.451 (1) Å	θ = 2.7–24.7°
b = 10.574 (1) Å	µ = 2.11 mm^−1
c = 13.716 (2) Å	T = 298 K
β = 100.869 (2)°	Block, colourless
V = 1346.1 (3) Å^3	0.23 × 0.21 × 0.18 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	3065 independent reflections
Radiation source: fine-focus sealed tube	2319 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
ω scans	θmax = 27.5°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
Tmin = 0.642, Tmax = 0.703	k = −13→13
11271 measured reflections	l = −17→17

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.083	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0383P)^2 + 0.1533P] where P = (Fo^2 + 2Fc^2)/3
3065 reflections	(Δ/σ)max = 0.001
144 parameters	Δρmax = 0.40 e Å^−3
3 restraints	Δρmin = −0.31 e Å^−3

Special details

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
Zn1	0.90861 (3)	0.25448 (2)	0.233353 (19)	0.04124 (11)
S1	1.21730 (8)	0.03393 (7)	0.06362 (6)	0.0620 (2)
S2	0.68739 (10)	0.61238 (8)	0.07329 (7)	0.0889 (3)
N1	0.74173 (19)	0.13947 (17)	0.25878 (13)	0.0405 (4)
N2	0.9787 (3)	0.2639 (2)	0.38192 (17)	0.0536 (6)
N3	1.0371 (2)	0.1717 (2)	0.15975 (15)	0.0538 (5)
N4	0.8354 (3)	0.4115 (2)	0.17236 (16)	0.0564 (6)
C1	0.8947 (3)	0.1672 (3)	0.42433 (18)	0.0632 (8)
H1A	0.8934	0.1875	0.4931	0.076*
H1B	0.9397	0.0851	0.4223	0.076*
C2	0.7438 (3)	0.1629 (3)	0.36648 (18)	0.0580 (7)
H2A	0.6910	0.0962	0.3925	0.070*
H2B	0.6961	0.2425	0.3742	0.070*
C3	0.7721 (3)	0.0043 (2)	0.2396 (2)	0.0519 (6)
H3A	0.8629	−0.0188	0.2816	0.062*
H3B	0.7844	−0.0035	0.1712	0.062*
C4	0.6580 (4)	−0.0906 (3)	0.2572 (3)	0.0824 (10)
H4A	0.6474	−0.0869	0.3254	0.124*
H4B	0.6870	−0.1743	0.2422	0.124*
H4C	0.5677	−0.0704	0.2150	0.124*
C5	0.6009 (3)	0.1817 (3)	0.1991 (2)	0.0573 (7)
H5A	0.5862	0.2701	0.2132	0.069*
H5B	0.5240	0.1336	0.2193	0.069*
C6	0.5919 (3)	0.1658 (3)	0.0889 (2)	0.0719 (8)
H6A	0.6759	0.2020	0.0700	0.108*
H6B	0.5074	0.2079	0.0540	0.108*
H6C	0.5867	0.0774	0.0726	0.108*
C7	1.1128 (3)	0.1139 (2)	0.12074 (17)	0.0422 (5)
C8	0.7729 (3)	0.4954 (2)	0.13182 (19)	0.0495 (6)
H2C	1.0719 (13)	0.247 (2)	0.400 (2)	0.080*
H2D	0.959 (3)	0.3402 (15)	0.402 (2)	0.080*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.04673 (18)	0.04008 (17)	0.03831 (17)	−0.00027 (12)	0.01156 (12)	0.00111 (11)
S1	0.0605 (4)	0.0634 (4)	0.0682 (5)	0.0093 (3)	0.0280 (4)	−0.0024 (4)
S2	0.0917 (6)	0.0588 (5)	0.1005 (7)	0.0167 (4)	−0.0222 (5)	0.0097 (4)
N1	0.0411 (11)	0.0396 (10)	0.0430 (11)	0.0018 (8)	0.0138 (9)	−0.0035 (8)
N2	0.0639 (15)	0.0516 (14)	0.0432 (12)	−0.0035 (11)	0.0047 (11)	−0.0058 (10)
N3	0.0534 (13)	0.0614 (14)	0.0503 (13)	0.0052 (11)	0.0195 (10)	0.0003 (11)
N4	0.0740 (15)	0.0438 (12)	0.0525 (13)	0.0058 (11)	0.0149 (11)	0.0056 (10)
C1	0.092 (2)	0.0640 (18)	0.0338 (14)	−0.0122 (16)	0.0128 (14)	0.0030 (12)
C2	0.0736 (19)	0.0600 (17)	0.0477 (15)	−0.0096 (14)	0.0299 (14)	−0.0067 (13)
C3	0.0519 (16)	0.0409 (13)	0.0630 (17)	0.0012 (11)	0.0114 (13)	−0.0063 (11)
C4	0.090 (2)	0.0518 (18)	0.110 (3)	−0.0218 (16)	0.030 (2)	−0.0035 (17)
C5	0.0425 (14)	0.0589 (17)	0.0723 (19)	0.0099 (13)	0.0155 (13)	0.0025 (14)
C6	0.0520 (17)	0.094 (2)	0.0643 (19)	0.0035 (17)	−0.0023 (14)	0.0088 (17)
C7	0.0409 (13)	0.0458 (13)	0.0398 (13)	−0.0047 (11)	0.0073 (10)	0.0049 (11)
C8	0.0560 (16)	0.0457 (15)	0.0458 (14)	−0.0060 (12)	0.0068 (12)	−0.0045 (11)

Geometric parameters (Å, º)

Zn1—N4	1.928 (2)	C1—H1B	0.97
Zn1—N3	1.929 (2)	C2—H2A	0.97
Zn1—N2	2.023 (2)	C2—H2B	0.97
Zn1—N1	2.0727 (18)	C3—C4	1.525 (4)
S1—C7	1.611 (3)	C3—H3A	0.97
S2—C8	1.607 (3)	C3—H3B	0.97
N1—C3	1.491 (3)	C4—H4A	0.96
N1—C5	1.494 (3)	C4—H4B	0.96
N1—C2	1.494 (3)	C4—H4C	0.96
N2—C1	1.479 (3)	C5—C6	1.507 (4)
N2—H2C	0.887 (10)	C5—H5A	0.97
N2—H2D	0.884 (19)	C5—H5B	0.97
N3—C7	1.147 (3)	C6—H6A	0.96
N4—C8	1.149 (3)	C6—H6B	0.96
C1—C2	1.497 (4)	C6—H6C	0.96
C1—H1A	0.97
N4—Zn1—N3	111.93 (9)	N1—C2—H2B	109.4
N4—Zn1—N2	114.65 (9)	C1—C2—H2B	109.4
N3—Zn1—N2	115.51 (10)	H2A—C2—H2B	108.0
N4—Zn1—N1	110.86 (8)	N1—C3—C4	115.9 (2)
N3—Zn1—N1	113.33 (8)	N1—C3—H3A	108.3
N2—Zn1—N1	88.54 (8)	C4—C3—H3A	108.3
C3—N1—C5	111.79 (19)	N1—C3—H3B	108.3
C3—N1—C2	111.49 (19)	C4—C3—H3B	108.3
C5—N1—C2	109.66 (19)	H3A—C3—H3B	107.4
C3—N1—Zn1	110.78 (14)	C3—C4—H4A	109.5
C5—N1—Zn1	111.11 (15)	C3—C4—H4B	109.5
C2—N1—Zn1	101.57 (14)	H4A—C4—H4B	109.5
C1—N2—Zn1	105.31 (15)	C3—C4—H4C	109.5
C1—N2—H2C	109 (2)	H4A—C4—H4C	109.5
Zn1—N2—H2C	113 (2)	H4B—C4—H4C	109.5
C1—N2—H2D	111 (2)	N1—C5—C6	113.1 (2)
Zn1—N2—H2D	108.3 (19)	N1—C5—H5A	109.0
H2C—N2—H2D	110.1 (19)	C6—C5—H5A	109.0
C7—N3—Zn1	174.4 (2)	N1—C5—H5B	109.0
C8—N4—Zn1	169.8 (2)	C6—C5—H5B	109.0
N2—C1—C2	109.9 (2)	H5A—C5—H5B	107.8
N2—C1—H1A	109.7	C5—C6—H6A	109.5
C2—C1—H1A	109.7	C5—C6—H6B	109.5
N2—C1—H1B	109.7	H6A—C6—H6B	109.5
C2—C1—H1B	109.7	C5—C6—H6C	109.5
H1A—C1—H1B	108.2	H6A—C6—H6C	109.5
N1—C2—C1	111.3 (2)	H6B—C6—H6C	109.5
N1—C2—H2A	109.4	N3—C7—S1	178.7 (2)
C1—C2—H2A	109.4	N4—C8—S2	178.8 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2C···S2^i	0.89 (1)	2.65 (1)	3.489 (3)	158 (2)
N2—H2D···S1^ii	0.88 (2)	2.74 (1)	3.558 (2)	155 (2)

Symmetry codes: (i) −x+2, y−1/2, −z+1/2; (ii) −x+2, y+1/2, −z+1/2.