Bis(dicyanamido-κN)(di-2-pyridylamine-κ²N,N′)zinc(II)

The title mononuclear Zn^II complex, [Zn(C₂N₃)₂(C₁₀H₉N₃)₂], is isostructural with its Mn^II, Co^II and Ni^II analogues. The Zn^II atom lies on a crystallographic twofold rotation axis and is coordinated by two bidentate di-2-pyridylamine ligands and by two dicyanamide ligands in a cis orientation.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.044
• wR factor = 0.108
• Data-to-parameter ratio = 16.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT241_ALERT_2_B Check High      Ueq as Compared to Neighbors for         N5
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for        C12

Alert level C
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C11
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.15

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

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

   2 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
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; 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.

Bis(dicyanamidato-κN)(di-2-pyridylamine-κ²N,N')zinc(II)

Crystal data

[Zn(C2N3)2(C10H9N3)2]	F(000) = 1104
Mr = 539.89	Dx = 1.414 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3872 reflections
a = 8.6474 (11) Å	θ = 1.0–27.2°
b = 13.5964 (18) Å	µ = 1.01 mm^−1
c = 21.632 (3) Å	T = 293 K
β = 94.549 (2)°	Block, colourless
V = 2535.3 (6) Å^3	0.30 × 0.30 × 0.10 mm
Z = 4

Data collection

Bruker APEX2 CCD diffractometer	2836 independent reflections
Radiation source: fine-focus sealed tube	1840 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.045
ω scans	θmax = 27.3°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −10→11
Tmin = 0.752, Tmax = 0.906	k = −11→17
7391 measured reflections	l = −23→27

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.108	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0478P)^2] where P = (Fo^2 + 2Fc^2)/3
2836 reflections	(Δ/σ)max < 0.001
168 parameters	Δρmax = 0.31 e Å^−3
0 restraints	Δρmin = −0.26 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	0.0000	0.36207 (4)	0.2500	0.04165 (18)
N1	−0.1186 (3)	0.46817 (18)	0.19043 (10)	0.0444 (6)
N2	−0.0311 (3)	0.39874 (19)	0.09911 (10)	0.0506 (7)
H2B	−0.0667	0.3766	0.0635	0.061*
N3	0.1637 (3)	0.36217 (18)	0.17850 (10)	0.0459 (6)
N4	0.1350 (3)	0.2507 (2)	0.30072 (11)	0.0524 (7)
N5	0.2619 (5)	0.1225 (2)	0.36359 (15)	0.0952 (12)
N6	0.3854 (4)	0.1240 (3)	0.46720 (14)	0.0980 (12)
C1	−0.1317 (3)	0.4580 (2)	0.12882 (13)	0.0451 (7)
C2	−0.2484 (4)	0.5057 (3)	0.09182 (14)	0.0625 (9)
H2A	−0.2589	0.4948	0.0493	0.075*
C3	−0.3458 (5)	0.5678 (3)	0.11817 (18)	0.0815 (12)
H3A	−0.4235	0.6002	0.0939	0.098*
C4	−0.3286 (4)	0.5826 (3)	0.18223 (17)	0.0735 (11)
H4A	−0.3928	0.6258	0.2015	0.088*
C5	−0.2155 (4)	0.5319 (2)	0.21532 (14)	0.0591 (9)
H5A	−0.2040	0.5417	0.2580	0.071*
C6	0.1178 (3)	0.3700 (2)	0.11811 (13)	0.0468 (7)
C7	0.2145 (4)	0.3473 (3)	0.07186 (15)	0.0661 (10)
H7A	0.1775	0.3499	0.0303	0.079*
C8	0.3649 (5)	0.3212 (3)	0.08821 (18)	0.0867 (13)
H8A	0.4316	0.3056	0.0580	0.104*
C9	0.4165 (4)	0.3185 (4)	0.15046 (18)	0.0866 (13)
H9A	0.5193	0.3036	0.1628	0.104*
C10	0.3140 (4)	0.3378 (3)	0.19263 (15)	0.0664 (10)
H10A	0.3490	0.3342	0.2343	0.080*
C11	0.1953 (4)	0.1947 (2)	0.33352 (14)	0.0492 (8)
C12	0.3235 (4)	0.1290 (3)	0.41984 (15)	0.0613 (9)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0459 (3)	0.0480 (3)	0.0297 (3)	0.000	−0.00548 (19)	0.000
N1	0.0548 (15)	0.0473 (15)	0.0301 (13)	0.0090 (12)	−0.0028 (10)	−0.0050 (11)
N2	0.0597 (16)	0.0650 (17)	0.0259 (13)	0.0128 (14)	−0.0051 (11)	−0.0065 (12)
N3	0.0457 (14)	0.0584 (15)	0.0327 (13)	0.0076 (13)	−0.0025 (10)	0.0002 (12)
N4	0.0573 (16)	0.0557 (16)	0.0421 (15)	0.0017 (14)	−0.0088 (12)	0.0038 (13)
N5	0.147 (3)	0.068 (2)	0.062 (2)	0.019 (2)	−0.044 (2)	0.0027 (17)
N6	0.120 (3)	0.124 (3)	0.0455 (19)	−0.005 (2)	−0.0237 (19)	0.0165 (19)
C1	0.0531 (18)	0.0470 (18)	0.0343 (16)	0.0060 (15)	−0.0025 (13)	0.0022 (14)
C2	0.070 (2)	0.079 (2)	0.0362 (18)	0.021 (2)	−0.0090 (15)	0.0052 (17)
C3	0.082 (3)	0.094 (3)	0.066 (3)	0.042 (2)	−0.009 (2)	0.012 (2)
C4	0.086 (3)	0.073 (2)	0.060 (2)	0.038 (2)	−0.003 (2)	−0.003 (2)
C5	0.077 (2)	0.059 (2)	0.0410 (18)	0.0159 (19)	−0.0003 (16)	−0.0076 (16)
C6	0.0499 (18)	0.0529 (19)	0.0372 (16)	0.0058 (15)	0.0010 (13)	−0.0032 (14)
C7	0.071 (2)	0.092 (3)	0.0358 (18)	0.014 (2)	0.0069 (16)	−0.0036 (18)
C8	0.068 (3)	0.131 (4)	0.063 (3)	0.026 (3)	0.020 (2)	−0.008 (3)
C9	0.054 (2)	0.138 (4)	0.067 (3)	0.025 (2)	0.002 (2)	−0.002 (3)
C10	0.050 (2)	0.103 (3)	0.0449 (19)	0.012 (2)	−0.0026 (15)	0.0012 (19)
C11	0.0553 (19)	0.0493 (19)	0.0411 (17)	−0.0020 (16)	−0.0090 (15)	−0.0032 (16)
C12	0.072 (2)	0.067 (2)	0.044 (2)	−0.0005 (19)	−0.0038 (17)	0.0112 (18)

Geometric parameters (Å, º)

Zn1—N1^i	2.141 (2)	C1—C2	1.397 (4)
Zn1—N1	2.141 (2)	C2—C3	1.350 (5)
Zn1—N4^i	2.157 (3)	C2—H2A	0.930
Zn1—N4	2.157 (3)	C3—C4	1.397 (5)
Zn1—N3	2.178 (2)	C3—H3A	0.930
Zn1—N3^i	2.178 (2)	C4—C5	1.354 (4)
N1—C1	1.336 (3)	C4—H4A	0.930
N1—C5	1.347 (4)	C5—H5A	0.930
N2—C6	1.377 (4)	C6—C7	1.389 (4)
N2—C1	1.381 (4)	C7—C8	1.367 (5)
N2—H2B	0.860	C7—H7A	0.930
N3—C6	1.339 (3)	C8—C9	1.385 (5)
N3—C10	1.353 (4)	C8—H8A	0.930
N4—C11	1.139 (4)	C9—C10	1.348 (5)
N5—C11	1.288 (4)	C9—H9A	0.930
N5—C12	1.292 (4)	C10—H10A	0.930
N6—C12	1.120 (4)
N1^i—Zn1—N1	95.27 (12)	C3—C2—C1	119.7 (3)
N1^i—Zn1—N4^i	173.16 (9)	C3—C2—H2A	120.2
N1—Zn1—N4^i	87.30 (9)	C1—C2—H2A	120.2
N1^i—Zn1—N4	87.30 (9)	C2—C3—C4	119.2 (3)
N1—Zn1—N4	173.16 (9)	C2—C3—H3A	120.4
N4^i—Zn1—N4	90.88 (13)	C4—C3—H3A	120.4
N1^i—Zn1—N3	96.89 (9)	C5—C4—C3	117.8 (3)
N1—Zn1—N3	83.07 (9)	C5—C4—H4A	121.1
N4^i—Zn1—N3	89.72 (9)	C3—C4—H4A	121.1
N4—Zn1—N3	90.33 (9)	N1—C5—C4	124.2 (3)
N1^i—Zn1—N3^i	83.07 (9)	N1—C5—H5A	117.9
N1—Zn1—N3^i	96.89 (9)	C4—C5—H5A	117.9
N4^i—Zn1—N3^i	90.33 (9)	N3—C6—N2	120.8 (3)
N4—Zn1—N3^i	89.72 (9)	N3—C6—C7	122.4 (3)
N3—Zn1—N3^i	179.93 (13)	N2—C6—C7	116.8 (3)
C1—N1—C5	117.3 (2)	C8—C7—C6	119.1 (3)
C1—N1—Zn1	121.98 (19)	C8—C7—H7A	120.5
C5—N1—Zn1	118.43 (19)	C6—C7—H7A	120.5
C6—N2—C1	129.4 (2)	C7—C8—C9	119.0 (3)
C6—N2—H2B	115.3	C7—C8—H8A	120.5
C1—N2—H2B	115.3	C9—C8—H8A	120.5
C6—N3—C10	116.4 (3)	C10—C9—C8	118.3 (3)
C6—N3—Zn1	122.27 (19)	C10—C9—H9A	120.8
C10—N3—Zn1	120.4 (2)	C8—C9—H9A	120.8
C11—N4—Zn1	171.4 (3)	C9—C10—N3	124.5 (3)
C11—N5—C12	123.9 (3)	C9—C10—H10A	117.7
N1—C1—N2	121.2 (2)	N3—C10—H10A	117.7
N1—C1—C2	121.6 (3)	N4—C11—N5	171.4 (3)
N2—C1—C2	117.2 (3)	N6—C12—N5	171.5 (4)

Symmetry code: (i) −x, y, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2B···N6^ii	0.86	2.09	2.904 (4)	157

Symmetry code: (ii) x−1/2, −y+1/2, z−1/2.