[N,N'-Dimethyl-N''-(2-pyridylmethyl­ene)ethane-1,2-diamine]dithio­cyanato­zinc(II)

The title compound, [Zn(NCS)₂(C₁₀H₁₅N₃)], is a mononuclear zinc(II) complex. The mol­ecule is isostructural with the analogous copper(II) compound [Yue, Xu, Shi & Feng (2005). Acta Cryst. E61, m693-m694]. The Zn atom exhibits a square pyramidal geometry.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.039
• wR factor = 0.117
• Data-to-parameter ratio = 20.4

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT094_ALERT_2_B Ratio of Maximum / Minimum Residual Density ....       6.48

Alert level C
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         N4
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         N5
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N3
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C11
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C12
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         58
            ZN1 -N4  -C11 -S1     18.00  0.00   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         59
            ZN1 -N5  -C12 -S2      7.00  0.00   1.555   1.555   1.555   1.555

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   7 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
   6 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

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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.

(I)

Crystal data

[Zn(C10H15N3)(NCS)2]	F(000) = 736
Mr = 358.78	Dx = 1.461 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 5567 reflections
a = 10.221 (1) Å	θ = 2.4–25.1°
b = 15.054 (2) Å	µ = 1.76 mm^−1
c = 10.600 (1) Å	T = 295 K
β = 91.190 (1)°	Block, yellow
V = 1630.6 (3) Å^3	0.22 × 0.13 × 0.11 mm
Z = 4

Data collection

Bruker APEX SMART CCD area-detector diffractometer	3732 independent reflections
Radiation source: fine-focus sealed tube	2795 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.028
ω scans	θmax = 27.5°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.698, Tmax = 0.830	k = −19→19
18260 measured reflections	l = −13→13

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.117	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0616P)^2 + 0.5292P] where P = (Fo^2 + 2Fc^2)/3
3732 reflections	(Δ/σ)max < 0.001
183 parameters	Δρmax = 1.07 e Å^−3
0 restraints	Δρmin = −0.17 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	0.41925 (3)	0.58512 (2)	0.21473 (3)	0.05834 (14)
S1	0.40355 (11)	0.78489 (7)	0.55360 (10)	0.0904 (3)
S2	0.82910 (9)	0.45718 (7)	0.27213 (11)	0.0936 (3)
N1	0.4421 (2)	0.69445 (17)	0.0782 (2)	0.0630 (6)
N2	0.2540 (2)	0.57844 (16)	0.1004 (2)	0.0651 (6)
N3	0.3291 (2)	0.45855 (16)	0.2775 (2)	0.0645 (6)
N4	0.3971 (3)	0.66032 (19)	0.3642 (3)	0.0820 (8)
N5	0.5992 (3)	0.5405 (2)	0.2057 (3)	0.0881 (9)
C1	0.5402 (4)	0.7506 (2)	0.0660 (3)	0.0816 (9)
H1	0.6118	0.7458	0.1212	0.098*
C2	0.5409 (5)	0.8157 (3)	−0.0246 (4)	0.0947 (11)
H2	0.6119	0.8541	−0.0301	0.114*
C3	0.4385 (5)	0.8237 (3)	−0.1052 (4)	0.0939 (11)
H3	0.4379	0.8670	−0.1677	0.113*
C4	0.3339 (4)	0.7662 (2)	−0.0936 (3)	0.0845 (10)
H4	0.2611	0.7707	−0.1474	0.101*
C5	0.3397 (3)	0.70239 (19)	−0.0013 (3)	0.0616 (7)
C6	0.2368 (3)	0.6369 (2)	0.0180 (3)	0.0699 (8)
H6	0.1598	0.6386	−0.0301	0.084*
C7	0.1603 (3)	0.5087 (3)	0.1248 (4)	0.0865 (10)
H7A	0.1682	0.4618	0.0626	0.104*
H7B	0.0721	0.5322	0.1193	0.104*
C8	0.1876 (3)	0.4721 (2)	0.2555 (4)	0.0856 (10)
H8A	0.1546	0.5131	0.3179	0.103*
H8B	0.1422	0.4160	0.2650	0.103*
C9	0.3763 (4)	0.3838 (3)	0.2012 (4)	0.1017 (12)
H9A	0.4661	0.3716	0.2234	0.153*
H9B	0.3695	0.3989	0.1133	0.153*
H9C	0.3241	0.3321	0.2171	0.153*
C10	0.3579 (5)	0.4398 (3)	0.4101 (4)	0.1070 (13)
H10A	0.3274	0.4881	0.4609	0.160*
H10B	0.4507	0.4331	0.4227	0.160*
H10C	0.3146	0.3860	0.4341	0.160*
C11	0.4013 (3)	0.7125 (2)	0.4416 (3)	0.0626 (7)
C12	0.6948 (3)	0.5066 (2)	0.2332 (3)	0.0643 (7)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0497 (2)	0.0671 (2)	0.0579 (2)	0.00443 (14)	−0.00659 (13)	−0.00208 (14)
S1	0.1009 (7)	0.0841 (6)	0.0860 (6)	−0.0044 (5)	−0.0045 (5)	−0.0265 (5)
S2	0.0648 (5)	0.0947 (7)	0.1204 (8)	0.0217 (5)	−0.0197 (5)	−0.0157 (6)
N1	0.0597 (14)	0.0684 (15)	0.0608 (14)	0.0014 (11)	−0.0018 (11)	−0.0030 (11)
N2	0.0554 (13)	0.0710 (15)	0.0684 (15)	0.0007 (11)	−0.0104 (11)	−0.0061 (12)
N3	0.0626 (14)	0.0590 (13)	0.0720 (15)	0.0058 (11)	0.0039 (11)	−0.0006 (11)
N4	0.105 (2)	0.0787 (17)	0.0622 (16)	0.0043 (16)	−0.0100 (14)	−0.0096 (14)
N5	0.0506 (15)	0.100 (2)	0.113 (2)	0.0132 (14)	−0.0013 (14)	0.0179 (18)
C1	0.079 (2)	0.086 (2)	0.080 (2)	−0.0099 (18)	−0.0037 (17)	0.0055 (18)
C2	0.117 (3)	0.080 (2)	0.087 (3)	−0.019 (2)	0.011 (2)	0.006 (2)
C3	0.133 (4)	0.075 (2)	0.075 (2)	0.008 (2)	0.013 (2)	0.0113 (18)
C4	0.102 (3)	0.086 (2)	0.0645 (19)	0.023 (2)	−0.0112 (17)	0.0028 (17)
C5	0.0675 (17)	0.0657 (16)	0.0516 (15)	0.0151 (14)	−0.0014 (12)	−0.0063 (13)
C6	0.0602 (17)	0.084 (2)	0.0643 (18)	0.0126 (15)	−0.0168 (13)	−0.0107 (16)
C7	0.0602 (18)	0.087 (2)	0.112 (3)	−0.0105 (17)	−0.0185 (18)	0.000 (2)
C8	0.064 (2)	0.080 (2)	0.113 (3)	−0.0038 (16)	0.0166 (18)	0.000 (2)
C9	0.095 (3)	0.076 (2)	0.134 (4)	0.010 (2)	0.009 (2)	−0.026 (2)
C10	0.131 (4)	0.098 (3)	0.092 (3)	−0.008 (3)	0.000 (3)	0.026 (2)
C11	0.0666 (17)	0.0619 (16)	0.0589 (16)	0.0010 (13)	−0.0081 (13)	0.0021 (14)
C12	0.0512 (15)	0.0676 (17)	0.0742 (19)	−0.0040 (13)	0.0023 (13)	−0.0011 (14)

Geometric parameters (Å, º)

Zn1—N5	1.962 (3)	C2—H2	0.9300
Zn1—N4	1.964 (3)	C3—C4	1.383 (6)
Zn1—N2	2.061 (2)	C3—H3	0.9300
Zn1—N1	2.207 (3)	C4—C5	1.371 (5)
Zn1—N3	2.224 (3)	C4—H4	0.9300
S1—C11	1.611 (3)	C5—C6	1.459 (4)
S2—C12	1.608 (3)	C6—H6	0.9300
N1—C1	1.320 (4)	C7—C8	1.511 (5)
N1—C5	1.335 (4)	C7—H7A	0.9700
N2—C6	1.250 (4)	C7—H7B	0.9700
N2—C7	1.448 (4)	C8—H8A	0.9700
N3—C10	1.458 (5)	C8—H8B	0.9700
N3—C9	1.473 (4)	C9—H9A	0.9600
N3—C8	1.475 (4)	C9—H9B	0.9600
N4—C11	1.136 (4)	C9—H9C	0.9600
N5—C12	1.135 (4)	C10—H10A	0.9600
C1—C2	1.373 (5)	C10—H10B	0.9600
C1—H1	0.9300	C10—H10C	0.9600
C2—C3	1.343 (6)
N5—Zn1—N4	111.14 (14)	C5—C4—H4	120.7
N5—Zn1—N2	135.41 (13)	C3—C4—H4	120.7
N4—Zn1—N2	113.31 (12)	N1—C5—C4	122.3 (3)
N5—Zn1—N1	96.39 (11)	N1—C5—C6	114.1 (3)
N4—Zn1—N1	96.59 (11)	C4—C5—C6	123.6 (3)
N2—Zn1—N1	75.35 (10)	N2—C6—C5	118.9 (3)
N5—Zn1—N3	96.65 (11)	N2—C6—H6	120.6
N4—Zn1—N3	101.36 (11)	C5—C6—H6	120.6
N2—Zn1—N3	78.16 (10)	N2—C7—C8	108.6 (3)
N1—Zn1—N3	152.25 (9)	N2—C7—H7A	110.0
C1—N1—C5	117.9 (3)	C8—C7—H7A	110.0
C1—N1—Zn1	129.2 (2)	N2—C7—H7B	110.0
C5—N1—Zn1	112.9 (2)	C8—C7—H7B	110.0
C6—N2—C7	123.5 (3)	H7A—C7—H7B	108.4
C6—N2—Zn1	118.6 (2)	N3—C8—C7	110.9 (3)
C7—N2—Zn1	117.8 (2)	N3—C8—H8A	109.5
C10—N3—C9	108.7 (3)	C7—C8—H8A	109.5
C10—N3—C8	110.9 (3)	N3—C8—H8B	109.5
C9—N3—C8	110.5 (3)	C7—C8—H8B	109.5
C10—N3—Zn1	112.2 (2)	H8A—C8—H8B	108.0
C9—N3—Zn1	110.4 (2)	N3—C9—H9A	109.5
C8—N3—Zn1	104.19 (19)	N3—C9—H9B	109.5
C11—N4—Zn1	167.9 (3)	H9A—C9—H9B	109.5
C12—N5—Zn1	160.7 (3)	N3—C9—H9C	109.5
N1—C1—C2	122.7 (4)	H9A—C9—H9C	109.5
N1—C1—H1	118.6	H9B—C9—H9C	109.5
C2—C1—H1	118.6	N3—C10—H10A	109.5
C3—C2—C1	119.6 (4)	N3—C10—H10B	109.5
C3—C2—H2	120.2	H10A—C10—H10B	109.5
C1—C2—H2	120.2	N3—C10—H10C	109.5
C2—C3—C4	118.8 (3)	H10A—C10—H10C	109.5
C2—C3—H3	120.6	H10B—C10—H10C	109.5
C4—C3—H3	120.6	N4—C11—S1	178.2 (3)
C5—C4—C3	118.7 (3)	N5—C12—S2	179.2 (3)
N5—Zn1—N1—C1	−42.1 (3)	N1—Zn1—N4—C11	−40.8 (13)
N4—Zn1—N1—C1	70.1 (3)	N3—Zn1—N4—C11	160.4 (13)
N2—Zn1—N1—C1	−177.5 (3)	N4—Zn1—N5—C12	55.3 (10)
N3—Zn1—N1—C1	−159.7 (3)	N2—Zn1—N5—C12	−129.5 (9)
N5—Zn1—N1—C5	137.9 (2)	N1—Zn1—N5—C12	155.0 (10)
N4—Zn1—N1—C5	−109.9 (2)	N3—Zn1—N5—C12	−49.6 (10)
N2—Zn1—N1—C5	2.56 (19)	C5—N1—C1—C2	−0.3 (5)
N3—Zn1—N1—C5	20.3 (3)	Zn1—N1—C1—C2	179.8 (3)
N5—Zn1—N2—C6	−88.6 (3)	N1—C1—C2—C3	−0.1 (6)
N4—Zn1—N2—C6	86.6 (3)	C1—C2—C3—C4	0.7 (6)
N1—Zn1—N2—C6	−4.4 (2)	C2—C3—C4—C5	−0.9 (5)
N3—Zn1—N2—C6	−176.0 (3)	C1—N1—C5—C4	0.0 (4)
N5—Zn1—N2—C7	94.8 (3)	Zn1—N1—C5—C4	180.0 (2)
N4—Zn1—N2—C7	−90.1 (3)	C1—N1—C5—C6	179.2 (3)
N1—Zn1—N2—C7	179.0 (3)	Zn1—N1—C5—C6	−0.8 (3)
N3—Zn1—N2—C7	7.3 (2)	C3—C4—C5—N1	0.6 (5)
N5—Zn1—N3—C10	75.3 (3)	C3—C4—C5—C6	−178.6 (3)
N4—Zn1—N3—C10	−37.9 (3)	C7—N2—C6—C5	−178.0 (3)
N2—Zn1—N3—C10	−149.6 (3)	Zn1—N2—C6—C5	5.5 (4)
N1—Zn1—N3—C10	−167.2 (3)	N1—C5—C6—N2	−3.0 (4)
N5—Zn1—N3—C9	−46.0 (3)	C4—C5—C6—N2	176.3 (3)
N4—Zn1—N3—C9	−159.2 (3)	C6—N2—C7—C8	−159.8 (3)
N2—Zn1—N3—C9	89.0 (2)	Zn1—N2—C7—C8	16.6 (4)
N1—Zn1—N3—C9	71.5 (3)	C10—N3—C8—C7	169.0 (3)
N5—Zn1—N3—C8	−164.6 (2)	C9—N3—C8—C7	−70.4 (4)
N4—Zn1—N3—C8	82.2 (2)	Zn1—N3—C8—C7	48.1 (3)
N2—Zn1—N3—C8	−29.6 (2)	N2—C7—C8—N3	−44.2 (4)
N1—Zn1—N3—C8	−47.1 (3)	Zn1—N4—C11—S1	−180 (100)
N5—Zn1—N4—C11	58.7 (13)	Zn1—N5—C12—S2	66 (24)
N2—Zn1—N4—C11	−117.7 (13)