catena-Poly[[(dipyrido[3,2-a:2',3'-c]phenazine)cobalt(II)]-μ-biphenyl-2,2'-dicarboxyl-ato].

In the title compound, [Co(C(14)H(8)O(4))(C(18)H(10)N(4))](n), the Co(II) atom is six-coordinated by four O atoms from two different biphenyl-2,2'-dicarboxyl-ate ligands and two N atoms from the bidentate dipyrido[3,2-a:2',3'-c]phenazine ligand in a distorted octa-hedral geometry. The Co(II) atoms are bridged by the biphenyl-2,2'-dicarboxyl-ate ligands to form a one-dimensional chain structure. π-π inter-actions between neighbouring chains result in a two-dimensional supra-molecular network (centroid-to-centroid separation = 3.381 Å).

Related literature

For related literature, see: Hao et al. (2004 ▶); Li et al. (2006 ▶); Noveron et al. (2002 ▶); Dickeson & Summers (1970 ▶); Li et al. (2007 ▶); Zhang et al. (2001 ▶).

Experimental

Crystal data

[Co(C14H8O4)(C18H10N4)]

M = 581.43

Monoclinic,

a = 9.311 (4) Å

b = 12.521 (5) Å

c = 21.831 (10) Å

β = 102.31°

V = 2486.5 (19) Å3

Z = 4

Mo Kα radiation

μ = 0.74 mm−1

T = 293 (2) K

0.43 × 0.11 × 0.07 mm

Data collection

Bruker APEXII diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2002 ▶) T min = 0.904, T max = 0.951

13141 measured reflections

5022 independent reflections

1796 reflections with I > 2σ(I)

R int = 0.085

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.085

S = 0.87

5022 reflections

370 parameters

H-atom parameters constrained

Δρmax = 0.92 e Å−3

Δρmin = −0.30 e Å−3

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2002 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL-Plus (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL-Plus.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808001827/at2538sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808001827/at2538Isup2.hkl

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

[Co(C14H8O4)(C18H10N4)]	F000 = 1188.0
Mr = 581.43	Dx = 1.553 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2096 reflections
a = 9.311 (4) Å	θ = 2.3–26.0º
b = 12.521 (5) Å	µ = 0.74 mm−1
c = 21.831 (10) Å	T = 293 (2) K
β = 102.31º	Block, amethyst
V = 2486.5 (19) Å3	0.44 × 0.11 × 0.07 mm
Z = 4

Bruker APEXII diffractometer	5022 independent reflections
Radiation source: fine-focus sealed tube	1796 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.085
Detector resolution: 0 pixels mm-1	θmax = 26.2º
T = 292(2) K	θmin = 1.9º
not measured scans	h = −9→11
Absorption correction: multi-scan(SADABS; Bruker, 2002)	k = −15→15
Tmin = 0.904, Tmax = 0.951	l = −27→18
13141 measured reflections

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)] = 0.048	H-atom parameters constrained
wR(F2) = 0.085	w = 1/[σ2(Fo2) + (0.002P)2] where P = (Fo2 + 2Fc2)/3
S = 0.87	(Δ/σ)max = 0.001
5022 reflections	Δρmax = 0.92 e Å−3
370 parameters	Δρmin = −0.30 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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
Co1	0.02037 (7)	0.27680 (5)	0.19183 (3)	0.0511 (2)
O1	0.1414 (3)	0.2191 (3)	0.27808 (13)	0.0644 (10)
O2	−0.0977 (3)	0.2343 (2)	0.26292 (13)	0.0526 (9)
N2	0.0064 (4)	0.1293 (3)	0.14589 (18)	0.0486 (11)
C5	−0.3420 (5)	0.1185 (4)	−0.0118 (2)	0.0458 (13)
N1	−0.1583 (4)	0.3017 (3)	0.11521 (17)	0.0496 (11)
C4	−0.3106 (5)	0.2151 (4)	0.0256 (2)	0.0455 (13)
C12	−0.2475 (5)	0.0282 (4)	0.0016 (2)	0.0449 (13)
N4	−0.4625 (4)	0.1169 (3)	−0.05836 (18)	0.0521 (12)
C13	−0.1245 (5)	0.0309 (4)	0.0561 (2)	0.0454 (13)
N3	−0.2692 (4)	−0.0605 (3)	−0.03208 (19)	0.0512 (11)
C18	−0.1927 (5)	0.2156 (4)	0.0769 (2)	0.0436 (12)
C17	−0.1001 (5)	0.1222 (4)	0.0925 (2)	0.0422 (13)
C19	0.0254 (5)	0.2107 (4)	0.2984 (2)	0.0457 (13)
C6	−0.4883 (5)	0.0253 (5)	−0.0920 (2)	0.0519 (14)
C20	0.0350 (5)	0.1783 (3)	0.3653 (2)	0.0395 (12)
C31	−0.2806 (5)	0.0171 (4)	0.3290 (2)	0.0454 (13)
C26	−0.2356 (5)	0.1185 (4)	0.3516 (2)	0.0461 (13)
C11	−0.3907 (6)	−0.0624 (4)	−0.0800 (2)	0.0526 (14)
C23	0.0737 (5)	0.1393 (4)	0.4925 (2)	0.0661 (16)
H23A	0.0846	0.1279	0.5354	0.079*
C21	0.1700 (5)	0.1932 (3)	0.4056 (2)	0.0498 (14)
H21A	0.2490	0.2170	0.3894	0.060*
C3	−0.3955 (5)	0.3080 (4)	0.0141 (2)	0.0569 (15)
H3B	−0.4744	0.3108	−0.0201	0.068*
C25	−0.0827 (5)	0.1402 (4)	0.3883 (2)	0.0454 (13)
C24	−0.0610 (5)	0.1215 (4)	0.4522 (2)	0.0587 (15)
H24A	−0.1390	0.0963	0.4686	0.070*
C30	−0.4302 (6)	−0.0057 (4)	0.3079 (2)	0.0628 (16)
H30A	−0.4597	−0.0743	0.2944	0.075*
C7	−0.6179 (5)	0.0173 (4)	−0.1408 (2)	0.0602 (16)
H7A	−0.6833	0.0743	−0.1490	0.072*
C14	−0.0337 (5)	−0.0574 (4)	0.0756 (2)	0.0569 (15)
H14A	−0.0458	−0.1199	0.0520	0.068*
C27	−0.3441 (6)	0.1970 (4)	0.3493 (2)	0.0624 (15)
H27A	−0.3163	0.2656	0.3634	0.075*
C2	−0.3632 (5)	0.3954 (4)	0.0528 (2)	0.0692 (17)
H2B	−0.4201	0.4570	0.0460	0.083*
C16	0.0876 (5)	0.0434 (5)	0.1629 (2)	0.0578 (15)
H16A	0.1594	0.0471	0.1997	0.069*
C1	−0.2411 (5)	0.3880 (4)	0.1032 (2)	0.0574 (15)
H1B	−0.2174	0.4469	0.1294	0.069*
C10	−0.4203 (6)	−0.1538 (4)	−0.1182 (3)	0.0649 (16)
H10A	−0.3551	−0.2110	−0.1123	0.078*
C15	0.0737 (5)	−0.0517 (4)	0.1299 (3)	0.0635 (16)
H15A	0.1344	−0.1097	0.1438	0.076*
C22	0.1907 (5)	0.1739 (4)	0.4688 (2)	0.0571 (15)
H22A	0.2823	0.1840	0.4951	0.069*
C29	−0.5345 (6)	0.0734 (5)	0.3071 (2)	0.0678 (16)
H29A	−0.6337	0.0578	0.2932	0.081*
C28	−0.4916 (6)	0.1750 (5)	0.3267 (2)	0.0697 (17)
H28A	−0.5613	0.2287	0.3248	0.084*
C8	−0.6444 (6)	−0.0731 (5)	−0.1747 (2)	0.0716 (18)
H8A	−0.7299	−0.0790	−0.2055	0.086*
C9	−0.5458 (7)	−0.1579 (5)	−0.1642 (2)	0.0695 (17)
H9A	−0.5655	−0.2188	−0.1890	0.083*
C32	−0.1725 (6)	−0.0692 (4)	0.3244 (2)	0.0483 (14)
O3	−0.1965 (3)	−0.1613 (3)	0.34207 (15)	0.0616 (10)
O4	−0.0650 (3)	−0.0519 (2)	0.30026 (15)	0.0594 (10)

	U11	U22	U33	U12	U13	U23
Co1	0.0506 (4)	0.0622 (5)	0.0386 (4)	−0.0010 (4)	0.0055 (3)	0.0012 (4)
O1	0.0366 (19)	0.114 (3)	0.044 (2)	0.004 (2)	0.0134 (17)	0.015 (2)
O2	0.0424 (19)	0.076 (2)	0.038 (2)	0.0024 (18)	0.0062 (16)	0.0077 (18)
N2	0.050 (3)	0.051 (3)	0.043 (3)	0.000 (2)	0.004 (2)	0.005 (2)
C5	0.039 (3)	0.064 (4)	0.036 (3)	−0.006 (3)	0.013 (3)	0.007 (3)
N1	0.048 (3)	0.059 (3)	0.040 (3)	0.005 (2)	0.006 (2)	0.000 (2)
C4	0.036 (3)	0.060 (4)	0.040 (3)	−0.003 (3)	0.006 (2)	0.002 (3)
C12	0.043 (3)	0.056 (4)	0.038 (3)	−0.008 (3)	0.013 (3)	0.004 (3)
N4	0.046 (3)	0.072 (3)	0.039 (3)	−0.008 (2)	0.009 (2)	0.001 (2)
C13	0.042 (3)	0.054 (4)	0.042 (3)	−0.003 (3)	0.014 (3)	0.006 (3)
N3	0.051 (3)	0.060 (3)	0.045 (3)	−0.013 (2)	0.015 (2)	−0.006 (2)
C18	0.040 (3)	0.056 (4)	0.036 (3)	−0.005 (3)	0.012 (2)	0.001 (3)
C17	0.039 (3)	0.051 (4)	0.039 (3)	−0.005 (3)	0.014 (3)	0.007 (3)
C19	0.047 (3)	0.046 (3)	0.043 (3)	−0.002 (3)	0.007 (3)	−0.005 (3)
C6	0.051 (4)	0.066 (4)	0.040 (4)	−0.015 (3)	0.014 (3)	−0.002 (3)
C20	0.038 (3)	0.047 (3)	0.031 (3)	0.001 (3)	0.001 (2)	0.000 (2)
C31	0.039 (3)	0.062 (4)	0.035 (3)	−0.001 (3)	0.008 (3)	0.002 (3)
C26	0.039 (3)	0.066 (4)	0.037 (3)	0.003 (3)	0.014 (3)	0.009 (3)
C11	0.060 (4)	0.063 (4)	0.041 (4)	−0.022 (3)	0.025 (3)	−0.004 (3)
C23	0.063 (4)	0.097 (5)	0.035 (3)	0.011 (4)	0.003 (3)	0.007 (3)
C21	0.049 (3)	0.060 (4)	0.041 (3)	−0.003 (3)	0.012 (3)	−0.005 (3)
C3	0.042 (3)	0.072 (4)	0.052 (4)	0.004 (3)	0.001 (3)	0.004 (3)
C25	0.040 (3)	0.055 (3)	0.041 (3)	0.003 (3)	0.005 (3)	0.001 (3)
C24	0.049 (3)	0.084 (4)	0.043 (4)	−0.005 (3)	0.011 (3)	0.004 (3)
C30	0.056 (4)	0.076 (4)	0.056 (4)	−0.003 (3)	0.010 (3)	0.004 (3)
C7	0.052 (4)	0.084 (5)	0.043 (4)	−0.016 (3)	0.009 (3)	0.004 (3)
C14	0.053 (3)	0.062 (4)	0.060 (4)	−0.010 (3)	0.022 (3)	−0.002 (3)
C27	0.053 (4)	0.069 (4)	0.067 (4)	0.003 (3)	0.018 (3)	0.002 (3)
C2	0.066 (4)	0.069 (4)	0.065 (4)	−0.002 (3)	−0.003 (3)	−0.011 (4)
C16	0.051 (3)	0.072 (4)	0.048 (4)	0.005 (3)	0.007 (3)	0.008 (4)
C1	0.058 (4)	0.057 (4)	0.055 (4)	0.011 (3)	0.009 (3)	−0.014 (3)
C10	0.076 (4)	0.068 (4)	0.058 (4)	−0.015 (3)	0.029 (3)	−0.010 (3)
C15	0.062 (4)	0.061 (4)	0.068 (4)	0.001 (3)	0.016 (3)	0.001 (4)
C22	0.047 (3)	0.074 (4)	0.046 (4)	0.002 (3)	−0.001 (3)	−0.002 (3)
C29	0.037 (3)	0.103 (5)	0.062 (4)	−0.004 (4)	0.006 (3)	0.006 (4)
C28	0.048 (4)	0.091 (5)	0.073 (4)	0.011 (4)	0.019 (3)	0.007 (4)
C8	0.074 (5)	0.097 (5)	0.044 (4)	−0.028 (4)	0.011 (3)	0.004 (4)
C9	0.090 (5)	0.079 (5)	0.042 (4)	−0.034 (4)	0.019 (4)	−0.016 (3)
C32	0.052 (4)	0.056 (4)	0.032 (3)	−0.001 (4)	−0.002 (3)	−0.007 (3)
O3	0.066 (2)	0.057 (2)	0.070 (3)	0.004 (2)	0.032 (2)	0.006 (2)
O4	0.050 (2)	0.068 (3)	0.063 (2)	0.003 (2)	0.019 (2)	0.004 (2)

Co1—O3i	2.087 (3)	C23—C22	1.372 (5)
Co1—N2	2.093 (4)	C23—C24	1.388 (5)
Co1—O1	2.105 (3)	C23—H23A	0.9300
Co1—N1	2.115 (4)	C21—C22	1.374 (5)
Co1—O2	2.151 (3)	C21—H21A	0.9300
Co1—O4i	2.185 (3)	C3—C2	1.376 (5)
Co1—C19	2.460 (5)	C3—H3B	0.9300
Co1—C32i	2.463 (6)	C25—C24	1.386 (5)
O1—C19	1.256 (4)	C24—H24A	0.9300
O2—C19	1.274 (4)	C30—C29	1.384 (6)
N2—C16	1.322 (5)	C30—H30A	0.9300
N2—C17	1.363 (5)	C7—C8	1.346 (6)
C5—N4	1.344 (5)	C7—H7A	0.9300
C5—C12	1.424 (6)	C14—C15	1.381 (6)
C5—C4	1.454 (6)	C14—H14A	0.9300
N1—C1	1.322 (5)	C27—C28	1.384 (6)
N1—C18	1.360 (5)	C27—H27A	0.9300
C4—C18	1.391 (5)	C2—C1	1.406 (5)
C4—C3	1.398 (5)	C2—H2B	0.9300
C12—N3	1.323 (5)	C16—C15	1.383 (5)
C12—C13	1.465 (5)	C16—H16A	0.9300
N4—C6	1.355 (5)	C1—H1B	0.9300
C13—C17	1.384 (6)	C10—C9	1.369 (6)
C13—C14	1.402 (6)	C10—H10A	0.9300
N3—C11	1.367 (5)	C15—H15A	0.9300
C18—C17	1.450 (6)	C22—H22A	0.9300
C19—C20	1.501 (6)	C29—C28	1.374 (6)
C6—C11	1.414 (6)	C29—H29A	0.9300
C6—C7	1.432 (6)	C28—H28A	0.9300
C20—C25	1.384 (5)	C8—C9	1.390 (6)
C20—C21	1.385 (5)	C8—H8A	0.9300
C31—C26	1.394 (6)	C9—H9A	0.9300
C31—C30	1.400 (5)	C32—O4	1.246 (5)
C31—C32	1.494 (6)	C32—O3	1.252 (5)
C26—C27	1.403 (5)	C32—Co1ii	2.463 (6)
C26—C25	1.502 (5)	O3—Co1ii	2.087 (3)
C11—C10	1.409 (6)	O4—Co1ii	2.185 (3)
O3i—Co1—N2	97.50 (14)	C31—C26—C27	117.8 (5)
O3i—Co1—O1	97.66 (12)	C31—C26—C25	122.2 (5)
N2—Co1—O1	95.31 (15)	C27—C26—C25	119.0 (5)
O3i—Co1—N1	102.12 (13)	N3—C11—C10	119.5 (6)
N2—Co1—N1	78.05 (16)	N3—C11—C6	121.5 (5)
O1—Co1—N1	159.78 (13)	C10—C11—C6	119.0 (5)
O3i—Co1—O2	155.35 (12)	C22—C23—C24	119.6 (5)
N2—Co1—O2	97.96 (13)	C22—C23—H23A	120.2
O1—Co1—O2	61.86 (10)	C24—C23—H23A	120.2
N1—Co1—O2	99.79 (13)	C22—C21—C20	121.8 (5)
O3i—Co1—O4i	60.87 (12)	C22—C21—H21A	119.1
N2—Co1—O4i	153.61 (14)	C20—C21—H21A	119.1
O1—Co1—O4i	102.11 (12)	C2—C3—C4	120.6 (5)
N1—Co1—O4i	91.27 (14)	C2—C3—H3B	119.7
O2—Co1—O4i	107.67 (12)	C4—C3—H3B	119.7
O3i—Co1—C19	127.04 (14)	C20—C25—C24	117.8 (4)
N2—Co1—C19	98.21 (15)	C20—C25—C26	127.0 (4)
O1—Co1—C19	30.71 (11)	C24—C25—C26	115.1 (4)
N1—Co1—C19	130.56 (15)	C25—C24—C23	121.9 (5)
O2—Co1—C19	31.16 (11)	C25—C24—H24A	119.0
O4i—Co1—C19	106.91 (14)	C23—C24—H24A	119.0
O3i—Co1—C32i	30.54 (13)	C29—C30—C31	120.3 (5)
N2—Co1—C32i	126.93 (16)	C29—C30—H30A	119.9
O1—Co1—C32i	100.54 (13)	C31—C30—H30A	119.9
N1—Co1—C32i	98.65 (15)	C8—C7—C6	119.6 (5)
O2—Co1—C32i	134.08 (15)	C8—C7—H7A	120.2
O4i—Co1—C32i	30.36 (12)	C6—C7—H7A	120.2
C19—Co1—C32i	120.29 (15)	C15—C14—C13	120.0 (5)
C19—O1—Co1	90.5 (3)	C15—C14—H14A	120.0
C19—O2—Co1	87.9 (3)	C13—C14—H14A	120.0
C16—N2—C17	117.1 (4)	C28—C27—C26	121.7 (5)
C16—N2—Co1	127.6 (4)	C28—C27—H27A	119.2
C17—N2—Co1	115.3 (3)	C26—C27—H27A	119.2
N4—C5—C12	121.5 (5)	C3—C2—C1	117.6 (5)
N4—C5—C4	118.2 (5)	C3—C2—H2B	121.2
C12—C5—C4	120.3 (5)	C1—C2—H2B	121.2
C1—N1—C18	118.4 (4)	N2—C16—C15	124.8 (5)
C1—N1—Co1	127.2 (4)	N2—C16—H16A	117.6
C18—N1—Co1	114.3 (3)	C15—C16—H16A	117.6
C18—C4—C3	117.4 (5)	N1—C1—C2	123.3 (5)
C18—C4—C5	119.0 (5)	N1—C1—H1B	118.3
C3—C4—C5	123.5 (4)	C2—C1—H1B	118.3
N3—C12—C5	122.5 (5)	C9—C10—C11	119.5 (5)
N3—C12—C13	118.1 (5)	C9—C10—H10A	120.2
C5—C12—C13	119.3 (5)	C11—C10—H10A	120.2
C5—N4—C6	116.5 (4)	C14—C15—C16	117.5 (5)
C17—C13—C14	117.5 (5)	C14—C15—H15A	121.2
C17—C13—C12	119.3 (5)	C16—C15—H15A	121.2
C14—C13—C12	123.0 (5)	C23—C22—C21	118.9 (4)
C12—N3—C11	116.3 (4)	C23—C22—H22A	120.6
N1—C18—C4	122.7 (5)	C21—C22—H22A	120.6
N1—C18—C17	116.4 (4)	C28—C29—C30	120.1 (5)
C4—C18—C17	120.9 (5)	C28—C29—H29A	119.9
N2—C17—C13	123.1 (5)	C30—C29—H29A	119.9
N2—C17—C18	115.9 (5)	C29—C28—C27	119.7 (5)
C13—C17—C18	121.0 (5)	C29—C28—H28A	120.1
O1—C19—O2	119.7 (4)	C27—C28—H28A	120.1
O1—C19—C20	119.3 (4)	C7—C8—C9	121.0 (6)
O2—C19—C20	120.9 (4)	C7—C8—H8A	119.5
O1—C19—Co1	58.8 (2)	C9—C8—H8A	119.5
O2—C19—Co1	60.9 (2)	C10—C9—C8	121.5 (6)
C20—C19—Co1	175.4 (3)	C10—C9—H9A	119.2
N4—C6—C11	121.6 (5)	C8—C9—H9A	119.2
N4—C6—C7	119.1 (5)	O4—C32—O3	120.2 (5)
C11—C6—C7	119.3 (5)	O4—C32—C31	121.1 (5)
C25—C20—C21	119.9 (4)	O3—C32—C31	118.6 (5)
C25—C20—C19	124.0 (4)	O4—C32—Co1ii	62.4 (3)
C21—C20—C19	116.0 (4)	O3—C32—Co1ii	57.9 (3)
C26—C31—C30	120.3 (5)	C31—C32—Co1ii	172.7 (3)
C26—C31—C32	121.8 (5)	C32—O3—Co1ii	91.6 (3)
C30—C31—C32	117.9 (5)	C32—O4—Co1ii	87.3 (3)

Co1—O3i	2.087 (3)
Co1—N2	2.093 (4)
Co1—O1	2.105 (3)
Co1—N1	2.115 (4)
Co1—O2	2.151 (3)
Co1—O4i	2.185 (3)

N2—Co1—O1	95.31 (15)
N2—Co1—N1	78.05 (16)
O1—Co1—N1	159.78 (13)
N2—Co1—O2	97.96 (13)
O1—Co1—O2	61.86 (10)
N1—Co1—O2	99.79 (13)

Symmetry code: (i) .