Poly[[μ-(3-amino-pyridine)-κ(2)N:N'-μ-chlorido-chlorido(N,N'-dimethyl-formamide-κO)nickel(II)] N,N'-dimethyl-formamide monosolvate].

The title compound, {[NiCl(2)(C(5)H(6)N(2))(C(3)H(7)NO)]·C(3)H(7)NO}(n), is a two-dimensional polymer in which the Ni(II) atom is coordinated by two N atoms from two 3-amino-pyridine ligands, one O atom from a dimethyl-formamide (DMF) group, one terminal Cl and two bridging Cl atoms in a distorted octa-hedral geometry. The Ni(II) atoms are bridged by the 3-amino-pyridine ligands [Ni⋯N = 6.7048 (3) Å] and Cl(-) atoms [Ni⋯N = 3.5698 (3) Å], forming (4,4) two-dimensional nets. The DMF solvent mol-ecule and the non-bridged Cl(-) ions participate in N-H⋯O and N-H⋯Cl hydrogen bonds with the amino groups.

Related literature

For background to coordination polymers, see: Kitagawa et al. (2004 ▶); Chiang et al. (2008 ▶); Yeh et al. (2008 ▶, 2009 ▶); Hsu et al. (2009 ▶). For related 3-amino­pyridine complexes, see: Zhu & Kitagawa (2002 ▶); Lah & Leban (2005 ▶, 2006 ▶); Kochel (2006 ▶); Wu et al. (2005 ▶); Qian & Huang (2006 ▶).

Experimental

Crystal data

[NiCl2(C5H6N2)(C3H7NO)]·C3H7NO

M = 369.92

Monoclinic,

a = 10.3684 (2) Å

b = 15.0571 (3) Å

c = 10.0976 (2) Å

β = 103.832 (2)°

V = 1530.70 (5) Å3

Z = 4

Mo Kα radiation

μ = 1.62 mm−1

T = 293 K

0.38 × 0.30 × 0.18 mm

Data collection

Bruker SMART APEXII diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.628, T max = 1.000

6140 measured reflections

2748 independent reflections

2333 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.058

S = 1.04

2748 reflections

193 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.70 e Å−3

Δρmin = −0.34 e Å−3

Data collection: APEX2 (Bruker, 2010 ▶); cell refinement: SAINT (Bruker, 2010 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2010 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812036215/xu5609sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812036215/xu5609Isup2.hkl

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

[NiCl2(C5H6N2)(C3H7NO)]·C3H7NO	F(000) = 768
Mr = 369.92	Dx = 1.605 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4748 reflections
a = 10.3684 (2) Å	θ = 3.2–29.0°
b = 15.0571 (3) Å	µ = 1.62 mm−1
c = 10.0976 (2) Å	T = 293 K
β = 103.832 (2)°	Plate, green
V = 1530.70 (5) Å3	0.38 × 0.30 × 0.18 mm
Z = 4

Bruker SMART APEXII diffractometer	2748 independent reflections
Radiation source: fine-focus sealed tube	2333 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
phi and ω scans	θmax = 25.2°, θmin = 3.4°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −10→12
Tmin = 0.628, Tmax = 1.000	k = −16→18
6140 measured reflections	l = −12→11

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.025	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.058	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ2(Fo2) + (0.0322P)2] where P = (Fo2 + 2Fc2)/3
2748 reflections	(Δ/σ)max = 0.001
193 parameters	Δρmax = 0.70 e Å−3
0 restraints	Δρmin = −0.34 e Å−3

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
Ni	0.41415 (2)	0.603502 (16)	0.48905 (2)	0.00775 (9)
C1	0.38923 (19)	0.80038 (13)	0.50209 (19)	0.0102 (4)
H1A	0.3489	0.7849	0.5718	0.012*
C2	0.4014 (2)	0.88919 (13)	0.4737 (2)	0.0125 (4)
H2A	0.3717	0.9325	0.5251	0.015*
C3	0.4579 (2)	0.91299 (13)	0.3683 (2)	0.0120 (4)
H3A	0.4655	0.9725	0.3466	0.014*
C4	0.50335 (19)	0.84671 (13)	0.29533 (19)	0.0086 (4)
C5	0.49098 (19)	0.75896 (13)	0.33264 (19)	0.0089 (4)
H5A	0.5242	0.7146	0.2860	0.011*
C6	0.1441 (2)	0.62218 (13)	0.5369 (2)	0.0127 (4)
H6A	0.1190	0.5851	0.4614	0.015*
C7	−0.0851 (2)	0.61693 (15)	0.5540 (3)	0.0222 (5)
H7A	−0.0954	0.5838	0.4709	0.033*
H7B	−0.1451	0.6665	0.5390	0.033*
H7C	−0.1045	0.5793	0.6235	0.033*
C8	0.0852 (2)	0.70808 (15)	0.7160 (2)	0.0185 (5)
H8A	0.1524	0.7493	0.7047	0.028*
H8B	0.1179	0.6734	0.7968	0.028*
H8C	0.0074	0.7401	0.7241	0.028*
C9	0.2418 (2)	1.14619 (14)	0.3491 (3)	0.0210 (5)
H9A	0.2665	1.1173	0.2775	0.025*
C10	0.1142 (2)	1.01507 (16)	0.3680 (3)	0.0342 (6)
H10A	0.1512	0.9948	0.2949	0.051*
H10B	0.0196	1.0210	0.3358	0.051*
H10C	0.1338	0.9730	0.4414	0.051*
C11	0.1376 (3)	1.13771 (16)	0.5363 (2)	0.0274 (6)
H11A	0.1539	1.0943	0.6080	0.041*
H11B	0.0455	1.1541	0.5146	0.041*
H11C	0.1913	1.1893	0.5657	0.041*
N1	0.43323 (16)	0.73532 (11)	0.43310 (16)	0.0090 (4)
N2	0.55335 (18)	0.86856 (12)	0.18049 (17)	0.0093 (4)
H2NA	0.596 (2)	0.9204 (15)	0.190 (2)	0.010 (6)*
H2NB	0.600 (2)	0.8292 (16)	0.160 (2)	0.019 (7)*
N3	0.05143 (17)	0.64924 (11)	0.59758 (17)	0.0140 (4)
N4	0.17122 (19)	1.10045 (12)	0.41599 (19)	0.0212 (4)
O1	0.26235 (14)	0.64348 (8)	0.57502 (14)	0.0120 (3)
O2	0.27851 (16)	1.22267 (10)	0.37064 (17)	0.0267 (4)
Cl1	0.60647 (5)	0.54783 (3)	0.42042 (5)	0.00949 (12)
Cl2	0.26678 (5)	0.56642 (3)	0.27259 (5)	0.01240 (12)

	U11	U22	U33	U12	U13	U23
Ni	0.00809 (14)	0.00705 (14)	0.00920 (14)	−0.00007 (11)	0.00421 (10)	−0.00004 (10)
C1	0.0088 (10)	0.0124 (11)	0.0097 (10)	0.0003 (9)	0.0028 (8)	−0.0004 (8)
C2	0.0141 (11)	0.0122 (11)	0.0117 (10)	0.0013 (9)	0.0038 (9)	−0.0035 (9)
C3	0.0148 (11)	0.0082 (10)	0.0124 (10)	−0.0016 (9)	0.0021 (9)	0.0005 (8)
C4	0.0061 (10)	0.0118 (10)	0.0076 (9)	−0.0013 (8)	0.0008 (8)	0.0007 (8)
C5	0.0065 (10)	0.0109 (10)	0.0091 (9)	0.0014 (8)	0.0015 (8)	−0.0007 (8)
C6	0.0148 (11)	0.0097 (10)	0.0144 (10)	−0.0005 (9)	0.0052 (9)	0.0022 (9)
C7	0.0140 (12)	0.0201 (12)	0.0347 (13)	−0.0027 (10)	0.0104 (10)	−0.0025 (11)
C8	0.0163 (12)	0.0195 (12)	0.0228 (12)	0.0017 (10)	0.0110 (10)	−0.0030 (10)
C9	0.0066 (10)	0.0182 (13)	0.0414 (14)	−0.0015 (10)	0.0121 (10)	−0.0117 (11)
C10	0.0259 (14)	0.0224 (14)	0.0514 (17)	−0.0045 (11)	0.0036 (13)	−0.0057 (13)
C11	0.0332 (14)	0.0287 (14)	0.0242 (13)	0.0007 (12)	0.0145 (11)	0.0035 (11)
N1	0.0074 (8)	0.0099 (8)	0.0090 (8)	0.0008 (7)	0.0008 (7)	0.0002 (7)
N2	0.0117 (9)	0.0057 (9)	0.0118 (9)	0.0007 (8)	0.0055 (7)	−0.0001 (7)
N3	0.0098 (9)	0.0136 (9)	0.0208 (10)	−0.0002 (8)	0.0079 (8)	−0.0010 (8)
N4	0.0225 (11)	0.0159 (10)	0.0262 (10)	0.0018 (9)	0.0075 (9)	0.0009 (8)
O1	0.0110 (7)	0.0116 (7)	0.0148 (7)	−0.0002 (6)	0.0059 (6)	0.0004 (6)
O2	0.0270 (10)	0.0195 (9)	0.0385 (10)	−0.0038 (8)	0.0174 (8)	0.0034 (8)
Cl1	0.0099 (2)	0.0079 (2)	0.0125 (2)	−0.0002 (2)	0.00632 (19)	0.00006 (19)
Cl2	0.0128 (3)	0.0128 (3)	0.0116 (2)	−0.0007 (2)	0.0029 (2)	−0.0008 (2)

Ni—O1	2.0607 (13)	C7—H7B	0.9600
Ni—N1	2.0860 (16)	C7—H7C	0.9600
Ni—N2i	2.1593 (17)	C8—N3	1.462 (3)
Ni—Cl1	2.4124 (5)	C8—H8A	0.9600
Ni—Cl2	2.4139 (5)	C8—H8B	0.9600
Ni—Cl1ii	2.4833 (5)	C8—H8C	0.9600
C1—N1	1.343 (2)	C9—O2	1.216 (2)
C1—C2	1.380 (3)	C9—N4	1.305 (3)
C1—H1A	0.9300	C9—H9A	0.9300
C2—C3	1.380 (3)	C10—N4	1.449 (3)
C2—H2A	0.9300	C10—H10A	0.9600
C3—C4	1.388 (3)	C10—H10B	0.9600
C3—H3A	0.9300	C10—H10C	0.9600
C4—C5	1.388 (3)	C11—N4	1.454 (3)
C4—N2	1.417 (2)	C11—H11A	0.9600
C5—N1	1.343 (2)	C11—H11B	0.9600
C5—H5A	0.9300	C11—H11C	0.9600
C6—O1	1.236 (2)	N2—Niiii	2.1593 (17)
C6—N3	1.322 (3)	N2—H2NA	0.89 (2)
C6—H6A	0.9300	N2—H2NB	0.82 (2)
C7—N3	1.462 (3)	Cl1—Niii	2.4833 (5)
C7—H7A	0.9600
O1—Ni—N1	88.14 (6)	N3—C8—H8A	109.5
O1—Ni—N2i	88.87 (6)	N3—C8—H8B	109.5
N1—Ni—N2i	88.32 (7)	H8A—C8—H8B	109.5
O1—Ni—Cl1	171.70 (4)	N3—C8—H8C	109.5
N1—Ni—Cl1	96.57 (5)	H8A—C8—H8C	109.5
N2i—Ni—Cl1	84.46 (5)	H8B—C8—H8C	109.5
O1—Ni—Cl2	93.85 (4)	O2—C9—N4	126.7 (2)
N1—Ni—Cl2	93.17 (5)	O2—C9—H9A	116.7
N2i—Ni—Cl2	176.93 (5)	N4—C9—H9A	116.7
Cl1—Ni—Cl2	92.710 (18)	N4—C10—H10A	109.5
O1—Ni—Cl1ii	88.36 (4)	N4—C10—H10B	109.5
N1—Ni—Cl1ii	174.19 (4)	H10A—C10—H10B	109.5
N2i—Ni—Cl1ii	86.97 (5)	N4—C10—H10C	109.5
Cl1—Ni—Cl1ii	86.372 (17)	H10A—C10—H10C	109.5
Cl2—Ni—Cl1ii	91.690 (18)	H10B—C10—H10C	109.5
N1—C1—C2	122.69 (18)	N4—C11—H11A	109.5
N1—C1—H1A	118.7	N4—C11—H11B	109.5
C2—C1—H1A	118.7	H11A—C11—H11B	109.5
C1—C2—C3	119.24 (19)	N4—C11—H11C	109.5
C1—C2—H2A	120.4	H11A—C11—H11C	109.5
C3—C2—H2A	120.4	H11B—C11—H11C	109.5
C2—C3—C4	118.92 (19)	C5—N1—C1	117.80 (17)
C2—C3—H3A	120.5	C5—N1—Ni	123.02 (13)
C4—C3—H3A	120.5	C1—N1—Ni	119.17 (13)
C3—C4—C5	118.36 (18)	C4—N2—Niiii	118.73 (13)
C3—C4—N2	120.29 (18)	C4—N2—H2NA	112.6 (13)
C5—C4—N2	121.23 (18)	Niiii—N2—H2NA	97.6 (14)
N1—C5—C4	122.94 (18)	C4—N2—H2NB	112.8 (16)
N1—C5—H5A	118.5	Niiii—N2—H2NB	102.9 (16)
C4—C5—H5A	118.5	H2NA—N2—H2NB	111 (2)
O1—C6—N3	123.51 (19)	C6—N3—C7	121.13 (18)
O1—C6—H6A	118.2	C6—N3—C8	120.52 (18)
N3—C6—H6A	118.2	C7—N3—C8	118.24 (17)
N3—C7—H7A	109.5	C9—N4—C10	122.0 (2)
N3—C7—H7B	109.5	C9—N4—C11	120.33 (19)
H7A—C7—H7B	109.5	C10—N4—C11	117.48 (19)
N3—C7—H7C	109.5	C6—O1—Ni	126.39 (13)
H7A—C7—H7C	109.5	Ni—Cl1—Niii	93.628 (17)
H7B—C7—H7C	109.5

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2NA···Cl2iv	0.89 (2)	2.60 (2)	3.4869 (16)	176.4 (1)
N2—H2NB···O2v	0.84 (2)	2.11 (2)	2.925 (2)	173.3 (1)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2NA⋯Cl2i	0.89 (2)	2.60 (2)	3.4869 (16)	176.4 (1)
N2—H2NB⋯O2ii	0.84 (2)	2.11 (2)	2.925 (2)	173.3 (1)

Symmetry codes: (i) ; (ii) .