catena-Poly[[(dimethyl-formamide-κO)cobalt(II)]-bis-[μ-(4-nitro-phenyl)-cyanamido]-κN:N;κN:N].

In the title coordination polymer, [Co(C(7)H(4)N(3)O(2))(2)(C(3)H(7)NO)](n), the Co(II) atom is five-coordinated in a distorted square-pyramidal CoON(4) geometry with the O atom from a dimethyl-formamide mol-ecule in an equatorial position. The bridging phenyl-cyanamide anions generate an infinite chain propagating in [001].

Related literature

For background to models of ligand bonding, see: Storhoff & Lewis (1977 ▶); Chisholm et al. (1987 ▶); Crutchley et al. (1999 ▶). For related structures, see: Escuer et al. (2003a ▶,b ▶, 2004 ▶); Chiniforoshan et al. (2009 ▶). For further synthetic details, see: Crutchley & Naklicki (1989 ▶).

Experimental

Crystal data

[Co(C7H4N3O2)2(C3H7NO)]

M = 456.29

Monoclinic,

a = 21.8692 (16) Å

b = 8.8517 (6) Å

c = 9.9827 (8) Å

β = 100.151 (6)°

V = 1902.2 (2) Å3

Z = 4

Mo Kα radiation

μ = 0.95 mm−1

T = 120 K

0.30 × 0.12 × 0.10 mm

Data collection

STOE IPDS II diffractometer

Absorption correction: numerical [optical; X-RED and X-SHAPE (Stoe & Cie, 2005 ▶)] T min = 0.740, T max = 0.800

22258 measured reflections

5131 independent reflections

4161 reflections with I > 2σ(I)

R int = 0.074

Refinement

R[F 2 > 2σ(F 2)] = 0.052

wR(F 2) = 0.104

S = 1.20

5131 reflections

273 parameters

H-atom parameters constrained

Δρmax = 0.35 e Å−3

Δρmin = −0.70 e Å−3

Data collection: X-AREA (Stoe & Cie, 2005 ▶); 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: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681000557X/hb5302sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681000557X/hb5302Isup2.hkl

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

[Co(C7H4N3O2)2(C3H7NO)]	F(000) = 932
Mr = 456.29	Dx = 1.593 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 987 reflections
a = 21.8692 (16) Å	θ = 1.9–29.3°
b = 8.8517 (6) Å	µ = 0.95 mm−1
c = 9.9827 (8) Å	T = 120 K
β = 100.151 (6)°	Needle, violet
V = 1902.2 (2) Å3	0.3 × 0.12 × 0.1 mm
Z = 4

STOE IPDS II diffractometer	5131 independent reflections
Radiation source: fine-focus sealed tube	4161 reflections with I > 2σ(I)
graphite	Rint = 0.074
rotation method scans	θmax = 29.3°, θmin = 1.9°
Absorption correction: numerical [optical; X-RED and X-SHAPE (Stoe & Cie, 2005)]	h = −30→30
Tmin = 0.740, Tmax = 0.800	k = −12→12
22258 measured reflections	l = −13→13

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)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.104	H-atom parameters constrained
S = 1.20	w = 1/[σ2(Fo2) + (0.0287P)2 + 1.1087P] where P = (Fo2 + 2Fc2)/3
5131 reflections	(Δ/σ)max = 0.023
273 parameters	Δρmax = 0.35 e Å−3
0 restraints	Δρmin = −0.69 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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
C1	0.40669 (12)	0.4544 (3)	0.2890 (2)	0.0367 (5)
H1	0.3765	0.5107	0.2332	0.044*
C2	0.46736 (13)	0.4600 (3)	0.2693 (3)	0.0418 (6)
H2	0.4782	0.5200	0.2007	0.050*
C3	0.51209 (12)	0.3757 (3)	0.3524 (3)	0.0411 (6)
C4	0.49727 (12)	0.2877 (3)	0.4559 (3)	0.0432 (6)
H4	0.5279	0.2326	0.5116	0.052*
C5	0.43659 (12)	0.2821 (3)	0.4759 (2)	0.0392 (6)
H5	0.4264	0.2228	0.5457	0.047*
C6	0.39001 (10)	0.3643 (3)	0.3927 (2)	0.0299 (4)
C7	0.31504 (10)	0.2978 (3)	0.5177 (2)	0.0295 (4)
C8	0.08686 (12)	0.0534 (3)	0.6636 (2)	0.0391 (6)
H8	0.1158	−0.0163	0.7060	0.047*
C9	0.02663 (13)	0.0479 (4)	0.6859 (3)	0.0455 (7)
H9	0.0145	−0.0259	0.7420	0.055*
C10	−0.01572 (12)	0.1535 (4)	0.6238 (3)	0.0457 (7)
C11	0.00043 (13)	0.2613 (4)	0.5372 (3)	0.0479 (7)
H11	−0.0289	0.3300	0.4948	0.057*
C12	0.06063 (13)	0.2663 (3)	0.5141 (3)	0.0421 (6)
H12	0.0720	0.3388	0.4557	0.051*
C13	0.10495 (11)	0.1630 (3)	0.5777 (2)	0.0320 (5)
C14	0.17962 (11)	0.2310 (3)	0.4517 (2)	0.0329 (5)
C15	0.26634 (13)	−0.1792 (3)	0.7963 (3)	0.0404 (6)
H15	0.2886	−0.1460	0.8791	0.049*
C16	0.22430 (18)	−0.3852 (4)	0.6534 (3)	0.0590 (8)
H16A	0.2522	−0.4419	0.6084	0.071*
H16B	0.2065	−0.3041	0.5956	0.071*
H16C	0.1918	−0.4503	0.6726	0.071*
C17	0.28133 (19)	−0.4310 (4)	0.8862 (4)	0.0623 (9)
H17A	0.2471	−0.4804	0.9163	0.075*
H17B	0.3056	−0.3781	0.9612	0.075*
H17C	0.3068	−0.5050	0.8522	0.075*
Co1	0.246533 (14)	0.14018 (3)	0.72734 (3)	0.02718 (9)
N1	0.57585 (12)	0.3801 (4)	0.3298 (3)	0.0590 (7)
N2	0.32762 (9)	0.3587 (2)	0.40707 (17)	0.0315 (4)
N3	0.29935 (9)	0.2463 (2)	0.61327 (19)	0.0341 (4)
N4	−0.07929 (13)	0.1482 (4)	0.6502 (3)	0.0655 (8)
N5	0.16710 (9)	0.1668 (2)	0.56040 (18)	0.0331 (4)
N6	0.19618 (10)	0.2829 (3)	0.3580 (2)	0.0429 (5)
N7	0.25790 (11)	−0.3243 (2)	0.7787 (2)	0.0417 (5)
O1	0.61519 (11)	0.3055 (4)	0.4033 (3)	0.0845 (9)
O2	0.58758 (13)	0.4571 (5)	0.2362 (4)	0.1081 (12)
O3	−0.11534 (13)	0.2481 (5)	0.6018 (3)	0.0965 (11)
O4	−0.09355 (14)	0.0446 (5)	0.7210 (3)	0.1003 (11)
O5	0.24632 (10)	−0.0826 (2)	0.70889 (18)	0.0443 (4)

	U11	U22	U33	U12	U13	U23
C1	0.0355 (12)	0.0426 (14)	0.0319 (12)	−0.0053 (11)	0.0057 (9)	0.0042 (10)
C2	0.0403 (14)	0.0475 (15)	0.0397 (14)	−0.0138 (12)	0.0128 (11)	−0.0023 (11)
C3	0.0308 (12)	0.0495 (15)	0.0439 (14)	−0.0093 (11)	0.0090 (10)	−0.0164 (12)
C4	0.0332 (13)	0.0552 (17)	0.0398 (14)	0.0041 (12)	0.0024 (10)	−0.0030 (12)
C5	0.0384 (13)	0.0484 (15)	0.0308 (12)	0.0026 (11)	0.0063 (10)	0.0051 (11)
C6	0.0299 (10)	0.0337 (11)	0.0258 (10)	−0.0057 (10)	0.0040 (8)	−0.0036 (9)
C7	0.0275 (10)	0.0345 (11)	0.0253 (10)	−0.0014 (9)	0.0014 (8)	−0.0020 (9)
C8	0.0400 (14)	0.0454 (15)	0.0327 (12)	−0.0077 (11)	0.0083 (10)	0.0024 (10)
C9	0.0438 (15)	0.0599 (18)	0.0349 (13)	−0.0200 (13)	0.0126 (11)	−0.0042 (12)
C10	0.0331 (12)	0.071 (2)	0.0344 (12)	−0.0112 (13)	0.0104 (10)	−0.0166 (13)
C11	0.0357 (14)	0.067 (2)	0.0403 (14)	0.0050 (13)	0.0050 (11)	−0.0051 (13)
C12	0.0382 (14)	0.0554 (17)	0.0331 (13)	−0.0019 (12)	0.0073 (10)	0.0057 (11)
C13	0.0306 (11)	0.0429 (14)	0.0223 (10)	−0.0048 (10)	0.0038 (8)	−0.0019 (9)
C14	0.0255 (11)	0.0475 (14)	0.0250 (11)	−0.0020 (10)	0.0021 (8)	0.0006 (9)
C15	0.0488 (15)	0.0371 (13)	0.0353 (13)	−0.0011 (11)	0.0070 (11)	−0.0001 (9)
C16	0.068 (2)	0.0443 (17)	0.065 (2)	−0.0063 (15)	0.0124 (16)	−0.0074 (14)
C17	0.081 (3)	0.0446 (17)	0.063 (2)	−0.0005 (17)	0.0191 (18)	0.0159 (15)
Co1	0.03239 (15)	0.02822 (15)	0.02268 (13)	0.00103 (14)	0.00971 (10)	0.00032 (12)
N1	0.0367 (13)	0.077 (2)	0.0663 (17)	−0.0085 (13)	0.0166 (12)	−0.0189 (15)
N2	0.0314 (9)	0.0402 (10)	0.0232 (8)	−0.0030 (9)	0.0053 (7)	0.0037 (8)
N3	0.0279 (10)	0.0477 (12)	0.0263 (9)	−0.0028 (8)	0.0037 (7)	0.0051 (8)
N4	0.0382 (14)	0.108 (3)	0.0527 (15)	−0.0140 (17)	0.0163 (12)	−0.0224 (17)
N5	0.0303 (9)	0.0470 (12)	0.0226 (9)	−0.0016 (8)	0.0062 (7)	0.0051 (8)
N6	0.0295 (10)	0.0722 (16)	0.0268 (10)	−0.0046 (10)	0.0046 (8)	0.0128 (10)
N7	0.0458 (12)	0.0328 (11)	0.0499 (12)	−0.0012 (10)	0.0180 (10)	0.0008 (9)
O1	0.0370 (12)	0.122 (3)	0.094 (2)	0.0105 (15)	0.0106 (13)	−0.0062 (18)
O2	0.0537 (17)	0.154 (3)	0.128 (3)	−0.0070 (18)	0.0467 (18)	0.039 (2)
O3	0.0409 (14)	0.154 (3)	0.097 (2)	0.0129 (17)	0.0192 (14)	−0.003 (2)
O4	0.0613 (17)	0.146 (3)	0.105 (2)	−0.0246 (19)	0.0463 (16)	0.010 (2)
O5	0.0588 (12)	0.0305 (8)	0.0408 (10)	0.0021 (8)	0.0012 (9)	0.0004 (7)

C1—C2	1.376 (4)	C13—N5	1.400 (3)
C1—C6	1.405 (3)	C14—N6	1.157 (3)
C1—H1	0.9300	C14—N5	1.296 (3)
C2—C3	1.385 (4)	C15—O5	1.245 (3)
C2—H2	0.9300	C15—N7	1.305 (3)
C3—C4	1.377 (4)	C15—H15	0.9300
C3—N1	1.452 (3)	C16—N7	1.440 (4)
C4—C5	1.377 (4)	C16—H16A	0.9600
C4—H4	0.9300	C16—H16B	0.9600
C5—C6	1.400 (3)	C16—H16C	0.9600
C5—H5	0.9300	C17—N7	1.453 (4)
C6—N2	1.398 (3)	C17—H17A	0.9600
C7—N3	1.162 (3)	C17—H17B	0.9600
C7—N2	1.301 (3)	C17—H17C	0.9600
C8—C9	1.375 (4)	Co1—O5	1.9807 (19)
C8—C13	1.397 (3)	Co1—N3	1.994 (2)
C8—H8	0.9300	Co1—N5	2.198 (2)
C9—C10	1.383 (4)	Co1—N6i	1.971 (2)
C9—H9	0.9300	Co1—N2i	2.2896 (19)
C10—C11	1.375 (4)	N1—O2	1.220 (4)
C10—N4	1.461 (3)	N1—O1	1.222 (4)
C11—C12	1.377 (4)	N2—Co1ii	2.2896 (19)
C11—H11	0.9300	N4—O3	1.226 (5)
C12—C13	1.400 (4)	N4—O4	1.231 (4)
C12—H12	0.9300	N6—Co1ii	1.971 (2)
C2—C1—C6	120.5 (2)	N7—C16—H16A	109.5
C2—C1—H1	119.7	N7—C16—H16B	109.5
C6—C1—H1	119.7	H16A—C16—H16B	109.5
C1—C2—C3	119.5 (2)	N7—C16—H16C	109.5
C1—C2—H2	120.3	H16A—C16—H16C	109.5
C3—C2—H2	120.3	H16B—C16—H16C	109.5
C4—C3—C2	121.3 (2)	N7—C17—H17A	109.5
C4—C3—N1	119.4 (3)	N7—C17—H17B	109.5
C2—C3—N1	119.2 (3)	H17A—C17—H17B	109.5
C3—C4—C5	119.3 (3)	N7—C17—H17C	109.5
C3—C4—H4	120.3	H17A—C17—H17C	109.5
C5—C4—H4	120.3	H17B—C17—H17C	109.5
C4—C5—C6	120.9 (2)	N6i—Co1—O5	114.40 (10)
C4—C5—H5	119.5	N6i—Co1—N3	131.52 (10)
C6—C5—H5	119.5	O5—Co1—N3	114.07 (9)
N2—C6—C5	122.8 (2)	N6i—Co1—N5	90.32 (8)
N2—C6—C1	118.7 (2)	O5—Co1—N5	92.72 (8)
C5—C6—C1	118.4 (2)	N3—Co1—N5	88.66 (8)
N3—C7—N2	175.0 (2)	N6i—Co1—N2i	85.75 (8)
C9—C8—C13	120.4 (3)	O5—Co1—N2i	93.78 (8)
C9—C8—H8	119.8	N3—Co1—N2i	89.94 (8)
C13—C8—H8	119.8	N5—Co1—N2i	173.35 (8)
C8—C9—C10	119.3 (3)	O2—N1—O1	122.8 (3)
C8—C9—H9	120.4	O2—N1—C3	118.1 (3)
C10—C9—H9	120.4	O1—N1—C3	119.1 (3)
C11—C10—C9	121.7 (2)	C7—N2—C6	117.25 (19)
C11—C10—N4	119.6 (3)	C7—N2—Co1ii	114.63 (15)
C9—C10—N4	118.7 (3)	C6—N2—Co1ii	123.69 (13)
C10—C11—C12	119.1 (3)	C7—N3—Co1	159.71 (19)
C10—C11—H11	120.4	O3—N4—O4	123.6 (3)
C12—C11—H11	120.4	O3—N4—C10	118.2 (3)
C11—C12—C13	120.6 (3)	O4—N4—C10	118.2 (3)
C11—C12—H12	119.7	C14—N5—C13	117.8 (2)
C13—C12—H12	119.7	C14—N5—Co1	115.24 (16)
C8—C13—C12	118.9 (2)	C13—N5—Co1	123.95 (14)
C8—C13—N5	118.6 (2)	C14—N6—Co1ii	164.6 (2)
C12—C13—N5	122.5 (2)	C15—N7—C16	121.6 (3)
N6—C14—N5	173.8 (3)	C15—N7—C17	121.1 (3)
O5—C15—N7	123.9 (3)	C16—N7—C17	117.3 (3)
O5—C15—H15	118.0	C15—O5—Co1	128.61 (18)
N7—C15—H15	118.0
C6—C1—C2—C3	0.2 (4)	C1—C6—N2—Co1ii	37.3 (3)
C1—C2—C3—C4	−0.9 (4)	N6i—Co1—N3—C7	−104.7 (6)
C1—C2—C3—N1	179.0 (2)	O5—Co1—N3—C7	76.9 (6)
C2—C3—C4—C5	0.8 (4)	N5—Co1—N3—C7	−15.5 (6)
N1—C3—C4—C5	−179.1 (3)	N2i—Co1—N3—C7	171.0 (6)
C3—C4—C5—C6	0.0 (4)	C11—C10—N4—O3	−5.4 (4)
C4—C5—C6—N2	178.2 (2)	C9—C10—N4—O3	175.4 (3)
C4—C5—C6—C1	−0.7 (4)	C11—C10—N4—O4	175.3 (3)
C2—C1—C6—N2	−178.4 (2)	C9—C10—N4—O4	−3.9 (4)
C2—C1—C6—C5	0.7 (4)	C8—C13—N5—C14	157.8 (2)
C13—C8—C9—C10	−0.9 (4)	C12—C13—N5—C14	−23.2 (4)
C8—C9—C10—C11	1.9 (4)	C8—C13—N5—Co1	−42.7 (3)
C8—C9—C10—N4	−178.9 (3)	C12—C13—N5—Co1	136.2 (2)
C9—C10—C11—C12	−1.4 (4)	N6i—Co1—N5—C14	133.7 (2)
N4—C10—C11—C12	179.4 (3)	O5—Co1—N5—C14	−111.83 (19)
C10—C11—C12—C13	0.0 (4)	N3—Co1—N5—C14	2.21 (19)
C9—C8—C13—C12	−0.5 (4)	N6i—Co1—N5—C13	−26.2 (2)
C9—C8—C13—N5	178.5 (2)	O5—Co1—N5—C13	88.3 (2)
C11—C12—C13—C8	0.9 (4)	N3—Co1—N5—C13	−157.7 (2)
C11—C12—C13—N5	−178.0 (2)	O5—C15—N7—C16	0.4 (4)
C4—C3—N1—O2	178.9 (3)	O5—C15—N7—C17	−178.6 (3)
C2—C3—N1—O2	−1.0 (5)	N7—C15—O5—Co1	172.1 (2)
C4—C3—N1—O1	−0.1 (4)	N6i—Co1—O5—C15	−63.6 (3)
C2—C3—N1—O1	−180.0 (3)	N3—Co1—O5—C15	115.0 (2)
C5—C6—N2—C7	13.3 (4)	N5—Co1—O5—C15	−155.2 (2)
C1—C6—N2—C7	−167.7 (2)	N2i—Co1—O5—C15	23.4 (3)
C5—C6—N2—Co1ii	−141.7 (2)

Table 1

Selected bond lengths (Å)

Co1—O5	1.9807 (19)
Co1—N3	1.994 (2)
Co1—N5	2.198 (2)
Co1—N6i	1.971 (2)
Co1—N2i	2.2896 (19)

Symmetry code: (i) .