Di­chloro­[N,N-di­methyl-N'-(pyridin-2-yl­methyl­idene)­ethane-1,2-di­amine]­zinc(II)

The title compound, [ZnCl₂(C₁₀H₁₅N₃)], is a mononuclear zinc(II) complex in which the Zn^II atom is five-coordinated by three N atoms of the Schiff base ligand, and two Cl^- anions, forming a distorted square-pyramidal coordination geometry.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.031
• wR factor = 0.070
• Data-to-parameter ratio = 20.2

checkCIF/PLATON results

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Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SMART; data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2002); software used to prepare material for publication: SHELXTL.

Dichloro[N,N-dimethyl-N'-(pyridin-2-ylmethylidene)ethane-1,2-diamine]zinc(II)

Crystal data

[ZnCl2(C10H15N3)]	Z = 2
Mr = 313.52	F(000) = 320
Triclinic, P1	Dx = 1.589 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.298 (1) Å	Cell parameters from 3473 reflections
b = 8.003 (1) Å	θ = 2.7–27.1°
c = 11.985 (2) Å	µ = 2.26 mm^−1
α = 100.18 (1)°	T = 295 K
β = 101.95 (1)°	Block, colorless
γ = 100.86 (1)°	0.21 × 0.07 × 0.07 mm
V = 655.4 (2) Å^3

Data collection

Bruker APEX area-detector diffractometer	2965 independent reflections
Radiation source: fine-focus sealed tube	2681 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.023
ω scans	θmax = 27.5°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
Tmin = 0.649, Tmax = 0.858	k = −10→10
7557 measured reflections	l = −15→15

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.070	H-atom parameters constrained
S = 1.09	w = 1/[σ^2(Fo^2) + (0.0288P)^2 + 0.1151P] where P = (Fo^2 + 2Fc^2)/3
2965 reflections	(Δ/σ)max < 0.001
147 parameters	Δρmax = 0.34 e Å^−3
0 restraints	Δρmin = −0.24 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	0.26688 (3)	0.10910 (3)	0.73769 (2)	0.03830 (9)
Cl1	0.49548 (9)	0.26199 (9)	0.89921 (5)	0.05831 (18)
Cl2	0.36120 (9)	−0.10011 (8)	0.62632 (5)	0.05117 (16)
N1	0.0966 (3)	−0.0714 (3)	0.82166 (16)	0.0432 (4)
N2	0.0004 (3)	0.1791 (3)	0.72480 (16)	0.0429 (4)
N3	0.2829 (3)	0.3093 (2)	0.62513 (17)	0.0429 (4)
C1	0.1505 (4)	−0.1942 (3)	0.8726 (2)	0.0518 (6)
H1	0.2737	−0.2117	0.8753	0.062*
C2	0.0307 (4)	−0.2974 (4)	0.9217 (2)	0.0607 (7)
H2	0.0725	−0.3833	0.9563	0.073*
C3	−0.1508 (4)	−0.2717 (4)	0.9191 (2)	0.0634 (8)
H3	−0.2342	−0.3405	0.9510	0.076*
C4	−0.2067 (4)	−0.1424 (4)	0.8684 (2)	0.0588 (7)
H4	−0.3280	−0.1209	0.8667	0.071*
C5	−0.0806 (3)	−0.0448 (3)	0.8201 (2)	0.0463 (6)
C6	−0.1241 (3)	0.0983 (3)	0.7669 (2)	0.0492 (6)
H6	−0.2414	0.1290	0.7642	0.059*
C7	−0.0266 (4)	0.3251 (3)	0.6705 (2)	0.0530 (6)
H7A	−0.0904	0.3994	0.7143	0.064*
H7B	−0.1056	0.2823	0.5910	0.064*
C8	0.1702 (4)	0.4266 (3)	0.6706 (2)	0.0536 (6)
H8A	0.1562	0.5114	0.6226	0.064*
H8B	0.2379	0.4896	0.7498	0.064*
C9	0.2021 (4)	0.2323 (4)	0.4995 (2)	0.0572 (7)
H9A	0.0749	0.1614	0.4874	0.086*
H9B	0.2827	0.1616	0.4713	0.086*
H9C	0.1959	0.3239	0.4577	0.086*
C10	0.4826 (4)	0.4090 (4)	0.6424 (3)	0.0640 (8)
H10A	0.4814	0.5062	0.6055	0.096*
H10B	0.5548	0.3346	0.6082	0.096*
H10C	0.5413	0.4511	0.7246	0.096*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.03050 (14)	0.04114 (16)	0.04328 (16)	0.00896 (10)	0.01186 (11)	0.00568 (11)
Cl1	0.0473 (3)	0.0709 (4)	0.0450 (3)	0.0011 (3)	0.0056 (3)	0.0033 (3)
Cl2	0.0503 (3)	0.0487 (3)	0.0577 (4)	0.0173 (3)	0.0221 (3)	0.0037 (3)
N1	0.0371 (10)	0.0456 (11)	0.0446 (11)	0.0040 (8)	0.0158 (8)	0.0034 (9)
N2	0.0333 (10)	0.0480 (11)	0.0457 (11)	0.0098 (8)	0.0114 (8)	0.0037 (9)
N3	0.0364 (10)	0.0439 (11)	0.0486 (11)	0.0079 (8)	0.0118 (8)	0.0109 (9)
C1	0.0492 (14)	0.0524 (15)	0.0518 (14)	0.0054 (12)	0.0171 (12)	0.0086 (12)
C2	0.0740 (19)	0.0539 (16)	0.0521 (15)	0.0023 (14)	0.0212 (14)	0.0132 (12)
C3	0.0618 (17)	0.0670 (18)	0.0520 (15)	−0.0129 (14)	0.0248 (13)	0.0069 (14)
C4	0.0431 (14)	0.0690 (18)	0.0592 (16)	−0.0024 (13)	0.0221 (12)	0.0068 (14)
C5	0.0363 (12)	0.0549 (14)	0.0416 (12)	0.0009 (10)	0.0149 (10)	−0.0009 (11)
C6	0.0317 (12)	0.0607 (15)	0.0513 (14)	0.0085 (11)	0.0125 (10)	0.0027 (12)
C7	0.0463 (14)	0.0581 (15)	0.0597 (16)	0.0248 (12)	0.0136 (12)	0.0128 (12)
C8	0.0545 (15)	0.0419 (13)	0.0655 (16)	0.0152 (11)	0.0143 (13)	0.0115 (12)
C9	0.0535 (15)	0.0692 (18)	0.0485 (14)	0.0132 (13)	0.0126 (12)	0.0136 (13)
C10	0.0424 (14)	0.0726 (19)	0.0749 (19)	−0.0020 (13)	0.0148 (13)	0.0275 (16)

Geometric parameters (Å, º)

Zn1—N2	2.106 (2)	C3—H3	0.9300
Zn1—N1	2.236 (2)	C4—C5	1.379 (3)
Zn1—Cl2	2.255 (1)	C4—H4	0.9300
Zn1—Cl1	2.255 (1)	C5—C6	1.460 (4)
Zn1—N3	2.271 (2)	C6—H6	0.9300
N1—C1	1.324 (3)	C7—C8	1.511 (4)
N1—C5	1.346 (3)	C7—H7A	0.9700
N2—C6	1.258 (3)	C7—H7B	0.9700
N2—C7	1.460 (3)	C8—H8A	0.9700
N3—C8	1.467 (3)	C8—H8B	0.9700
N3—C9	1.470 (3)	C9—H9A	0.9600
N3—C10	1.477 (3)	C9—H9B	0.9600
C1—C2	1.381 (3)	C9—H9C	0.9600
C1—H1	0.9300	C10—H10A	0.9600
C2—C3	1.373 (4)	C10—H10B	0.9600
C2—H2	0.9300	C10—H10C	0.9600
C3—C4	1.373 (4)
N2—Zn1—N1	74.21 (8)	C3—C4—H4	120.5
N2—Zn1—Cl2	132.12 (6)	C5—C4—H4	120.5
N1—Zn1—Cl2	95.87 (5)	N1—C5—C4	122.2 (3)
N2—Zn1—Cl1	113.73 (6)	N1—C5—C6	114.4 (2)
N1—Zn1—Cl1	98.27 (5)	C4—C5—C6	123.4 (2)
Cl2—Zn1—Cl1	114.03 (3)	N2—C6—C5	118.6 (2)
N2—Zn1—N3	76.82 (7)	N2—C6—H6	120.7
N1—Zn1—N3	150.29 (7)	C5—C6—H6	120.7
Cl2—Zn1—N3	98.64 (5)	N2—C7—C8	107.59 (19)
Cl1—Zn1—N3	99.26 (5)	N2—C7—H7A	110.2
C1—N1—C5	118.3 (2)	C8—C7—H7A	110.2
C1—N1—Zn1	128.13 (16)	N2—C7—H7B	110.2
C5—N1—Zn1	113.54 (16)	C8—C7—H7B	110.2
C6—N2—C7	123.3 (2)	H7A—C7—H7B	108.5
C6—N2—Zn1	119.21 (17)	N3—C8—C7	110.8 (2)
C7—N2—Zn1	117.42 (14)	N3—C8—H8A	109.5
C8—N3—C9	111.4 (2)	C7—C8—H8A	109.5
C8—N3—C10	109.2 (2)	N3—C8—H8B	109.5
C9—N3—C10	108.5 (2)	C7—C8—H8B	109.5
C8—N3—Zn1	102.61 (14)	H8A—C8—H8B	108.1
C9—N3—Zn1	113.25 (15)	N3—C9—H9A	109.5
C10—N3—Zn1	111.82 (15)	N3—C9—H9B	109.5
N1—C1—C2	122.4 (3)	H9A—C9—H9B	109.5
N1—C1—H1	118.8	N3—C9—H9C	109.5
C2—C1—H1	118.8	H9A—C9—H9C	109.5
C3—C2—C1	119.3 (3)	H9B—C9—H9C	109.5
C3—C2—H2	120.4	N3—C10—H10A	109.5
C1—C2—H2	120.4	N3—C10—H10B	109.5
C4—C3—C2	118.7 (2)	H10A—C10—H10B	109.5
C4—C3—H3	120.6	N3—C10—H10C	109.5
C2—C3—H3	120.6	H10A—C10—H10C	109.5
C3—C4—C5	119.1 (3)	H10B—C10—H10C	109.5
N2—Zn1—N1—C1	−178.2 (2)	N1—Zn1—N3—C10	162.13 (17)
Cl2—Zn1—N1—C1	49.6 (2)	Cl2—Zn1—N3—C10	−79.52 (17)
Cl1—Zn1—N1—C1	−65.7 (2)	Cl1—Zn1—N3—C10	36.71 (17)
N3—Zn1—N1—C1	168.62 (18)	C5—N1—C1—C2	1.3 (4)
N2—Zn1—N1—C5	0.45 (15)	Zn1—N1—C1—C2	179.86 (18)
Cl2—Zn1—N1—C5	−131.74 (15)	N1—C1—C2—C3	−0.6 (4)
Cl1—Zn1—N1—C5	112.88 (15)	C1—C2—C3—C4	−0.7 (4)
N3—Zn1—N1—C5	−12.8 (2)	C2—C3—C4—C5	1.1 (4)
N1—Zn1—N2—C6	0.75 (18)	C1—N1—C5—C4	−0.8 (3)
Cl2—Zn1—N2—C6	84.29 (19)	Zn1—N1—C5—C4	−179.55 (19)
Cl1—Zn1—N2—C6	−91.48 (18)	C1—N1—C5—C6	177.4 (2)
N3—Zn1—N2—C6	174.1 (2)	Zn1—N1—C5—C6	−1.4 (2)
N1—Zn1—N2—C7	178.49 (18)	C3—C4—C5—N1	−0.5 (4)
Cl2—Zn1—N2—C7	−97.97 (17)	C3—C4—C5—C6	−178.4 (2)
Cl1—Zn1—N2—C7	86.26 (17)	C7—N2—C6—C5	−179.4 (2)
N3—Zn1—N2—C7	−8.18 (16)	Zn1—N2—C6—C5	−1.8 (3)
N2—Zn1—N3—C8	32.23 (14)	N1—C5—C6—N2	2.2 (3)
N1—Zn1—N3—C8	45.3 (2)	C4—C5—C6—N2	−179.7 (2)
Cl2—Zn1—N3—C8	163.62 (14)	C6—N2—C7—C8	160.0 (2)
Cl1—Zn1—N3—C8	−80.15 (14)	Zn1—N2—C7—C8	−17.6 (3)
N2—Zn1—N3—C9	−87.95 (16)	C9—N3—C8—C7	68.3 (3)
N1—Zn1—N3—C9	−74.9 (2)	C10—N3—C8—C7	−171.9 (2)
Cl2—Zn1—N3—C9	43.44 (16)	Zn1—N3—C8—C7	−53.2 (2)
Cl1—Zn1—N3—C9	159.67 (15)	N2—C7—C8—N3	48.8 (3)
N2—Zn1—N3—C10	149.09 (18)