Bis(dicyanamido-κN)tetra-kis-(pyridine-κN)nickel(II).

In the crystal structure of the title compound, [Ni(C(2)N(3))(2)(C(5)H(5)N)(4)], the Ni(II) cations are coordinated by four pyridine ligands and two dicyanamide anions into discrete complexes. The shortest Ni⋯Ni separation is 8.1068 (10) Å. The structure is pseudo-centrosymmetric and can also be refined in the space group C2/c in which both anionic ligands are strongly disordered and the refinement leads to significantly poorer reliability factors.

Related literature

For related structures, see: Boeckmann & Näther (2010 ▶, 2011 ▶); Wriedt & Näther (2011 ▶); Wu et al. (2004 ▶). For a description of the Cambridge Structural Database, see: Allen (2002 ▶).

Experimental

Crystal data

[Ni(C2N3)2(C5H5N)4]

M = 507.21

Monoclinic,

a = 13.0439 (6) Å

b = 12.8557 (8) Å

c = 15.1294 (7) Å

β = 110.191 (5)°

V = 2381.1 (2) Å3

Z = 4

Mo Kα radiation

μ = 0.85 mm−1

T = 170 K

0.05 × 0.04 × 0.04 mm

Data collection

Stoe IPDS-1 diffractometer

Absorption correction: numerical (X-SHAPE and X-RED32; Stoe & Cie, 2008 ▶) T min = 0.911, T max = 0.973

11154 measured reflections

5386 independent reflections

4554 reflections with I > 2σ(I)

R int = 0.035

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.092

S = 0.98

5386 reflections

318 parameters

2 restraints

H-atom parameters constrained

Δρmax = 0.35 e Å−3

Δρmin = −0.44 e Å−3

Data collection: X-AREA (Stoe & Cie, 2008 ▶); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶) and DIAMOND (Brandenburg, 2011 ▶); software used to prepare material for publication: XCIF in SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812019691/bt5887sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812019691/bt5887Isup2.hkl

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

[Ni(C2N3)2(C5H5N)4]	F(000) = 1048
Mr = 507.21	Dx = 1.415 Mg m−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2yc	Cell parameters from 11154 reflections
a = 13.0439 (6) Å	θ = 3.0–28.1°
b = 12.8557 (8) Å	µ = 0.85 mm−1
c = 15.1294 (7) Å	T = 170 K
β = 110.191 (5)°	Block, light green
V = 2381.1 (2) Å3	0.05 × 0.04 × 0.04 mm
Z = 4

Stoe IPDS-1 diffractometer	5386 independent reflections
Radiation source: fine-focus sealed tube	4554 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
phi scan	θmax = 28.1°, θmin = 3.0°
Absorption correction: numerical (X-SHAPE and X-RED32; Stoe & Cie, 2008)	h = −17→17
Tmin = 0.911, Tmax = 0.973	k = −16→16
11154 measured reflections	l = −19→19

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)] = 0.036	H-atom parameters constrained
wR(F2) = 0.092	w = 1/[σ2(Fo2) + (0.0593P)2] where P = (Fo2 + 2Fc2)/3
S = 0.98	(Δ/σ)max < 0.001
5386 reflections	Δρmax = 0.35 e Å−3
318 parameters	Δρmin = −0.44 e Å−3
2 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0106 (6)

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	0.53427 (5)	0.75512 (3)	0.65840 (5)	0.01803 (10)
N1	0.5772 (2)	0.68096 (18)	0.7947 (2)	0.0204 (6)
C1	0.5414 (3)	0.7163 (3)	0.8622 (3)	0.0254 (7)
H1	0.4997	0.7786	0.8508	0.031*
C2	0.5620 (3)	0.6669 (3)	0.9474 (3)	0.0314 (8)
H2	0.5360	0.6956	0.9935	0.038*
C3	0.6207 (3)	0.5749 (3)	0.9651 (3)	0.0332 (8)
H3	0.6345	0.5385	1.0227	0.040*
C4	0.6587 (3)	0.5376 (3)	0.8962 (3)	0.0338 (8)
H4	0.6992	0.4747	0.9057	0.041*
C5	0.6369 (3)	0.5932 (2)	0.8131 (3)	0.0280 (7)
H5	0.6655	0.5682	0.7672	0.034*
N11	0.6453 (2)	0.88091 (19)	0.7206 (2)	0.0230 (6)
C11	0.7525 (3)	0.8647 (3)	0.7619 (3)	0.0364 (9)
H11	0.7792	0.7954	0.7664	0.044*
C12	0.8266 (4)	0.9446 (3)	0.7983 (4)	0.0512 (12)
H12	0.9024	0.9299	0.8262	0.061*
C13	0.7897 (4)	1.0450 (3)	0.7938 (4)	0.0480 (11)
H13	0.8391	1.1008	0.8188	0.058*
C14	0.6809 (4)	1.0628 (3)	0.7529 (3)	0.0416 (10)
H14	0.6527	1.1315	0.7484	0.050*
C15	0.6115 (3)	0.9793 (2)	0.7179 (3)	0.0331 (8)
H15	0.5355	0.9929	0.6903	0.040*
N21	0.4158 (2)	0.63412 (19)	0.5948 (2)	0.0223 (6)
C21	0.4425 (3)	0.5333 (2)	0.6051 (3)	0.0285 (8)
H21	0.5166	0.5153	0.6378	0.034*
C22	0.3677 (4)	0.4536 (3)	0.5706 (3)	0.0403 (10)
H22	0.3902	0.3829	0.5799	0.048*
C23	0.2604 (4)	0.4788 (3)	0.5226 (3)	0.0419 (10)
H23	0.2071	0.4259	0.4988	0.050*
C24	0.2317 (3)	0.5822 (3)	0.5098 (3)	0.0406 (9)
H24	0.1585	0.6020	0.4756	0.049*
C25	0.3110 (3)	0.6567 (3)	0.5475 (3)	0.0297 (8)
H25	0.2901	0.7279	0.5393	0.036*
N31	0.4925 (2)	0.81948 (19)	0.5191 (2)	0.0228 (6)
C31	0.5106 (3)	0.7632 (3)	0.4508 (3)	0.0269 (7)
H31	0.5396	0.6950	0.4657	0.032*
C32	0.4890 (3)	0.7998 (3)	0.3597 (3)	0.0359 (8)
H32	0.5032	0.7575	0.3138	0.043*
C33	0.4467 (3)	0.8983 (3)	0.3369 (3)	0.0368 (9)
H33	0.4307	0.9249	0.2750	0.044*
C34	0.4282 (4)	0.9574 (3)	0.4057 (3)	0.0384 (9)
H34	0.4000	1.0260	0.3924	0.046*
C35	0.4513 (3)	0.9153 (3)	0.4948 (3)	0.0326 (8)
H35	0.4371	0.9565	0.5414	0.039*
N41	0.6587 (2)	0.67389 (19)	0.6335 (2)	0.0241 (6)
C41	0.7342 (3)	0.6558 (2)	0.6128 (2)	0.0234 (7)
N42	0.8215 (3)	0.6277 (3)	0.5954 (3)	0.0398 (8)
C42	0.8367 (3)	0.6685 (3)	0.5206 (3)	0.0445 (10)
N43	0.8561 (4)	0.6974 (3)	0.4559 (3)	0.0723 (14)
N51	0.4106 (2)	0.8376 (2)	0.6812 (2)	0.0248 (6)
C51	0.3343 (3)	0.8681 (2)	0.6955 (2)	0.0198 (6)
N52	0.2530 (3)	0.9113 (2)	0.7117 (2)	0.0304 (6)
C52	0.1669 (3)	0.8567 (2)	0.7082 (2)	0.0266 (6)
N53	0.0854 (3)	0.8178 (3)	0.7044 (3)	0.0512 (9)

	U11	U22	U33	U12	U13	U23
Ni1	0.01894 (14)	0.01636 (15)	0.02019 (15)	0.00311 (14)	0.00853 (10)	−0.00008 (15)
N1	0.0215 (15)	0.0189 (11)	0.0215 (17)	0.0028 (9)	0.0083 (13)	0.0001 (10)
C1	0.0266 (16)	0.0255 (15)	0.0252 (19)	0.0042 (13)	0.0103 (15)	0.0020 (14)
C2	0.0326 (18)	0.0417 (18)	0.0224 (18)	0.0036 (14)	0.0127 (15)	−0.0012 (14)
C3	0.037 (2)	0.0382 (18)	0.024 (2)	0.0060 (14)	0.0090 (17)	0.0072 (14)
C4	0.043 (2)	0.0283 (15)	0.030 (2)	0.0167 (14)	0.0136 (17)	0.0102 (13)
C5	0.0342 (18)	0.0260 (14)	0.0257 (18)	0.0106 (12)	0.0127 (15)	0.0035 (12)
N11	0.0242 (15)	0.0221 (12)	0.0234 (16)	0.0002 (10)	0.0093 (13)	−0.0014 (10)
C11	0.033 (2)	0.0281 (16)	0.044 (3)	−0.0006 (13)	0.0074 (19)	−0.0027 (14)
C12	0.033 (2)	0.044 (2)	0.061 (3)	−0.0111 (17)	−0.003 (2)	−0.008 (2)
C13	0.051 (3)	0.0321 (18)	0.060 (3)	−0.0195 (17)	0.019 (2)	−0.0114 (18)
C14	0.048 (2)	0.0229 (15)	0.055 (3)	−0.0078 (15)	0.018 (2)	−0.0056 (15)
C15	0.035 (2)	0.0189 (14)	0.047 (2)	−0.0006 (13)	0.0160 (18)	−0.0047 (14)
N21	0.0225 (15)	0.0185 (11)	0.0259 (16)	−0.0004 (9)	0.0084 (13)	−0.0028 (10)
C21	0.0280 (17)	0.0188 (13)	0.038 (2)	0.0029 (12)	0.0106 (16)	−0.0011 (12)
C22	0.048 (2)	0.0187 (15)	0.052 (3)	−0.0014 (14)	0.014 (2)	−0.0050 (14)
C23	0.035 (2)	0.0349 (18)	0.050 (3)	−0.0111 (15)	0.0068 (19)	−0.0073 (16)
C24	0.0274 (19)	0.0347 (18)	0.050 (3)	−0.0043 (14)	0.0009 (18)	−0.0037 (16)
C25	0.0222 (16)	0.0257 (14)	0.034 (2)	0.0013 (12)	0.0006 (15)	−0.0023 (13)
N31	0.0239 (15)	0.0220 (12)	0.0221 (17)	0.0011 (10)	0.0075 (13)	0.0024 (10)
C31	0.0275 (16)	0.0328 (17)	0.0208 (18)	0.0002 (13)	0.0089 (14)	−0.0039 (13)
C32	0.0334 (19)	0.053 (2)	0.023 (2)	−0.0027 (16)	0.0118 (16)	−0.0039 (15)
C33	0.033 (2)	0.051 (2)	0.026 (2)	−0.0024 (15)	0.0106 (17)	0.0107 (15)
C34	0.043 (2)	0.0395 (19)	0.030 (2)	0.0065 (15)	0.0077 (18)	0.0153 (15)
C35	0.040 (2)	0.0297 (15)	0.029 (2)	0.0076 (13)	0.0123 (17)	0.0056 (12)
N41	0.0250 (15)	0.0243 (12)	0.0258 (17)	0.0077 (10)	0.0122 (14)	0.0019 (10)
C41	0.0243 (16)	0.0230 (14)	0.0232 (18)	−0.0021 (11)	0.0085 (14)	−0.0037 (11)
N42	0.0305 (17)	0.0533 (19)	0.045 (2)	0.0087 (14)	0.0245 (15)	−0.0011 (14)
C42	0.048 (2)	0.0416 (18)	0.060 (3)	−0.0219 (16)	0.039 (2)	−0.0256 (17)
N43	0.103 (3)	0.067 (3)	0.082 (3)	−0.046 (2)	0.076 (3)	−0.033 (2)
N51	0.0223 (15)	0.0225 (12)	0.0307 (18)	0.0055 (10)	0.0106 (14)	−0.0014 (10)
C51	0.0244 (15)	0.0164 (12)	0.0168 (15)	0.0023 (10)	0.0048 (12)	−0.0002 (10)
N52	0.0295 (14)	0.0243 (13)	0.0441 (18)	0.0036 (11)	0.0213 (13)	−0.0051 (11)
C52	0.0266 (15)	0.0241 (13)	0.0324 (18)	0.0097 (11)	0.0144 (13)	0.0082 (11)
N53	0.0377 (17)	0.0438 (17)	0.079 (3)	0.0064 (14)	0.0294 (18)	0.0222 (17)

Ni1—N51	2.057 (3)	N21—C25	1.338 (5)
Ni1—N41	2.071 (3)	C21—C22	1.386 (5)
Ni1—N31	2.152 (3)	C21—H21	0.9500
Ni1—N11	2.158 (3)	C22—C23	1.375 (6)
Ni1—N1	2.162 (3)	C22—H22	0.9500
Ni1—N21	2.169 (3)	C23—C24	1.377 (6)
N1—C1	1.341 (4)	C23—H23	0.9500
N1—C5	1.344 (4)	C24—C25	1.381 (5)
C1—C2	1.377 (5)	C24—H24	0.9500
C1—H1	0.9500	C25—H25	0.9500
C2—C3	1.383 (5)	N31—C35	1.343 (4)
C2—H2	0.9500	N31—C31	1.348 (5)
C3—C4	1.385 (5)	C31—C32	1.391 (5)
C3—H3	0.9500	C31—H31	0.9500
C4—C5	1.388 (5)	C32—C33	1.376 (6)
C4—H4	0.9500	C32—H32	0.9500
C5—H5	0.9500	C33—C34	1.376 (6)
N11—C15	1.336 (4)	C33—H33	0.9500
N11—C11	1.337 (5)	C34—C35	1.385 (5)
C11—C12	1.388 (6)	C34—H34	0.9500
C11—H11	0.9500	C35—H35	0.9500
C12—C13	1.371 (6)	N41—C41	1.154 (4)
C12—H12	0.9500	C41—N42	1.306 (4)
C13—C14	1.358 (7)	N42—C42	1.322 (5)
C13—H13	0.9500	C42—N43	1.154 (5)
C14—C15	1.386 (5)	N51—C51	1.157 (4)
C14—H14	0.9500	C51—N52	1.294 (4)
C15—H15	0.9500	N52—C52	1.309 (4)
N21—C21	1.337 (4)	C52—N53	1.159 (4)
N51—Ni1—N41	178.96 (15)	N11—C15—C14	123.8 (4)
N51—Ni1—N31	91.03 (12)	N11—C15—H15	118.1
N41—Ni1—N31	88.00 (11)	C14—C15—H15	118.1
N51—Ni1—N11	89.29 (11)	C21—N21—C25	116.7 (3)
N41—Ni1—N11	90.40 (11)	C21—N21—Ni1	121.8 (3)
N31—Ni1—N11	92.51 (11)	C25—N21—Ni1	121.4 (2)
N51—Ni1—N1	91.56 (11)	N21—C21—C22	123.5 (4)
N41—Ni1—N1	89.43 (11)	N21—C21—H21	118.3
N31—Ni1—N1	176.39 (11)	C22—C21—H21	118.3
N11—Ni1—N1	90.04 (11)	C23—C22—C21	118.7 (3)
N51—Ni1—N21	87.97 (11)	C23—C22—H22	120.6
N41—Ni1—N21	92.33 (11)	C21—C22—H22	120.6
N31—Ni1—N21	86.59 (11)	C22—C23—C24	118.6 (4)
N11—Ni1—N21	177.09 (12)	C22—C23—H23	120.7
N1—Ni1—N21	90.98 (11)	C24—C23—H23	120.7
C1—N1—C5	117.1 (3)	C23—C24—C25	118.9 (4)
C1—N1—Ni1	122.3 (2)	C23—C24—H24	120.5
C5—N1—Ni1	120.5 (2)	C25—C24—H24	120.5
N1—C1—C2	123.3 (3)	N21—C25—C24	123.5 (3)
N1—C1—H1	118.3	N21—C25—H25	118.2
C2—C1—H1	118.3	C24—C25—H25	118.2
C1—C2—C3	119.5 (3)	C35—N31—C31	116.2 (3)
C1—C2—H2	120.3	C35—N31—Ni1	124.3 (2)
C3—C2—H2	120.3	C31—N31—Ni1	119.5 (2)
C2—C3—C4	117.9 (3)	N31—C31—C32	123.3 (4)
C2—C3—H3	121.1	N31—C31—H31	118.3
C4—C3—H3	121.1	C32—C31—H31	118.3
C3—C4—C5	119.3 (3)	C33—C32—C31	119.1 (4)
C3—C4—H4	120.3	C33—C32—H32	120.5
C5—C4—H4	120.3	C31—C32—H32	120.5
N1—C5—C4	122.8 (3)	C32—C33—C34	118.6 (4)
N1—C5—H5	118.6	C32—C33—H33	120.7
C4—C5—H5	118.6	C34—C33—H33	120.7
C15—N11—C11	116.3 (3)	C33—C34—C35	118.9 (4)
C15—N11—Ni1	122.1 (3)	C33—C34—H34	120.5
C11—N11—Ni1	121.6 (2)	C35—C34—H34	120.5
N11—C11—C12	122.9 (4)	N31—C35—C34	123.9 (4)
N11—C11—H11	118.5	N31—C35—H35	118.1
C12—C11—H11	118.5	C34—C35—H35	118.1
C13—C12—C11	119.5 (5)	C41—N41—Ni1	161.0 (3)
C13—C12—H12	120.2	N41—C41—N42	174.3 (4)
C11—C12—H12	120.2	C41—N42—C42	117.5 (4)
C14—C13—C12	118.4 (4)	N43—C42—N42	174.2 (5)
C14—C13—H13	120.8	C51—N51—Ni1	168.7 (3)
C12—C13—H13	120.8	N51—C51—N52	174.3 (3)
C13—C14—C15	119.1 (4)	C51—N52—C52	120.7 (3)
C13—C14—H14	120.5	N53—C52—N52	173.2 (3)
C15—C14—H14	120.5