Bis{1-[(1H-benzotriazol-1-yl)meth-yl]-2-methyl-1H-imidazole-κN(3)}dichlorido-cobalt(II).

In the title mononuclear complex, [CoCl(2)(C(11)H(11)N(5))(2)], the Co(II) atom is four-coordinated by two ligand N atoms and two Cl atoms in a distorted tetra-hedral geometry. In the crystal, mol-ecules are stacked through π-π inter-actions [centroid-centroid distances = 3.473 (2), 3.807 (3), 3.883 (2) and 3.676 (2) Å], forming a three-dimensional supra-molecular network.

Related literature

For background to complexes constructed from N-heterocyclic ligands, see: Yang et al. (2009 ▶); Meng et al. (2009 ▶); Mu et al. (2011 ▶); Zhao et al. (2012 ▶).

Experimental

Crystal data

[CoCl2(C11H11N5)2]

M = 556.33

Triclinic,

a = 8.1684 (16) Å

b = 12.691 (3) Å

c = 13.289 (3) Å

α = 65.48 (3)°

β = 79.66 (3)°

γ = 84.30 (3)°

V = 1232.5 (6) Å3

Z = 2

Mo Kα radiation

μ = 0.95 mm−1

T = 293 K

0.22 × 0.21 × 0.18 mm

Data collection

Rigaku Saturn diffractometer

Absorption correction: numerical (CrystalClear; Rigaku/MSC, 2006 ▶) T min = 0.819, T max = 0.848

12593 measured reflections

4330 independent reflections

3512 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.101

S = 1.08

4330 reflections

318 parameters

H-atom parameters constrained

Δρmax = 0.27 e Å−3

Δρmin = −0.23 e Å−3

Data collection: CrystalClear (Rigaku/MSC, 2006 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812026712/vm2178sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812026712/vm2178Isup2.hkl

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

[CoCl2(C11H11N5)2]	Z = 2
Mr = 556.33	F(000) = 570
Triclinic, P1	Dx = 1.499 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.1684 (16) Å	Cell parameters from 3451 reflections
b = 12.691 (3) Å	θ = 2.5–29.2°
c = 13.289 (3) Å	µ = 0.95 mm−1
α = 65.48 (3)°	T = 293 K
β = 79.66 (3)°	Prism, blue
γ = 84.30 (3)°	0.22 × 0.21 × 0.18 mm
V = 1232.5 (6) Å3

Rigaku Saturn diffractometer	4330 independent reflections
Radiation source: fine-focus sealed tube	3512 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.039
Detector resolution: 28.5714 pixels mm-1	θmax = 25.0°, θmin = 2.5°
ω scans	h = −9→9
Absorption correction: numerical (CrystalClear; Rigaku/MSC, 2006)	k = −15→15
Tmin = 0.819, Tmax = 0.848	l = −15→15
12593 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)] = 0.049	H-atom parameters constrained
wR(F2) = 0.101	w = 1/[σ2(Fo2) + (0.0391P)2 + 0.5956P] where P = (Fo2 + 2Fc2)/3
S = 1.08	(Δ/σ)max = 0.001
4330 reflections	Δρmax = 0.27 e Å−3
318 parameters	Δρmin = −0.23 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008)
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0016 (4)

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	0.74031 (5)	0.25471 (4)	1.02928 (4)	0.03397 (15)
Cl2	0.96039 (10)	0.29359 (8)	1.08673 (7)	0.0442 (2)
Cl1	0.54177 (11)	0.15986 (8)	1.17231 (7)	0.0499 (3)
N10	0.8046 (3)	0.1424 (2)	0.9553 (2)	0.0355 (6)
N9	0.9277 (3)	0.0521 (2)	0.8515 (2)	0.0361 (6)
N8	0.5347 (3)	0.5454 (2)	0.7929 (2)	0.0347 (6)
N7	0.6681 (3)	0.4063 (2)	0.9140 (2)	0.0356 (6)
N6	0.3355 (3)	0.5794 (2)	0.6656 (2)	0.0366 (6)
N5	1.0308 (3)	0.0933 (2)	0.6572 (2)	0.0355 (6)
N4	0.1979 (4)	0.5126 (3)	0.7064 (2)	0.0506 (8)
C22	0.5192 (4)	0.4454 (3)	0.8859 (3)	0.0341 (7)
C21	0.3696 (4)	0.6166 (3)	0.5519 (3)	0.0351 (8)
C20	1.0485 (4)	0.0219 (3)	0.7720 (3)	0.0402 (8)
H20A	1.1599	0.0296	0.7836	0.048*
H20B	1.0357	−0.0585	0.7865	0.048*
C19	0.9193 (4)	0.0867 (3)	0.5953 (3)	0.0355 (8)
C18	0.7811 (4)	0.4857 (3)	0.8355 (3)	0.0412 (8)
H18	0.8957	0.4805	0.8347	0.049*
C17	1.0626 (4)	0.2316 (3)	0.8261 (3)	0.0518 (10)
H17A	1.0585	0.2762	0.8698	0.078*
H17B	1.0434	0.2820	0.7517	0.078*
H17C	1.1701	0.1939	0.8228	0.078*
N3	1.1490 (4)	0.1713 (3)	0.5909 (3)	0.0506 (8)
C16	0.7157 (4)	0.0454 (3)	0.9789 (3)	0.0458 (9)
H16	0.6192	0.0222	1.0307	0.055*
C15	0.9326 (4)	0.1432 (3)	0.8783 (3)	0.0336 (7)
C14	0.7008 (4)	0.5706 (3)	0.7612 (3)	0.0431 (9)
H14	0.7478	0.6343	0.7001	0.052*
C13	0.3999 (4)	0.6178 (3)	0.7388 (3)	0.0412 (8)
H13A	0.3096	0.6206	0.7962	0.049*
H13B	0.4391	0.6960	0.6957	0.049*
N2	0.1465 (4)	0.5038 (3)	0.6233 (3)	0.0545 (8)
C12	0.9755 (4)	0.1649 (3)	0.4876 (3)	0.0429 (9)
N1	1.1164 (4)	0.2153 (3)	0.4899 (3)	0.0561 (9)
C11	0.4878 (4)	0.6888 (3)	0.4702 (3)	0.0516 (10)
H11	0.5704	0.7210	0.4876	0.062*
C10	0.2473 (4)	0.5673 (3)	0.5262 (3)	0.0409 (8)
C9	0.3583 (4)	0.3907 (3)	0.9458 (3)	0.0548 (10)
H9A	0.3199	0.3536	0.9047	0.082*
H9B	0.2778	0.4489	0.9524	0.082*
H9C	0.3727	0.3341	1.0190	0.082*
C8	0.7901 (4)	−0.0098 (3)	0.9155 (3)	0.0477 (9)
H8	0.7552	−0.0771	0.9150	0.057*
C7	0.7637 (6)	0.1099 (4)	0.4233 (4)	0.0684 (13)
H7	0.7086	0.1153	0.3658	0.082*
C6	0.7829 (4)	0.0189 (3)	0.6201 (3)	0.0506 (9)
H6	0.7453	−0.0331	0.6926	0.061*
C5	0.7071 (5)	0.0326 (4)	0.5325 (4)	0.0657 (12)
H5	0.6143	−0.0109	0.5456	0.079*
C4	0.2367 (5)	0.5902 (4)	0.4153 (3)	0.0541 (10)
H4	0.1549	0.5580	0.3973	0.065*
C3	0.8964 (6)	0.1772 (4)	0.3983 (3)	0.0606 (11)
H3	0.9330	0.2290	0.3255	0.073*
C2	0.3513 (5)	0.6615 (4)	0.3352 (3)	0.0623 (11)
H2	0.3476	0.6788	0.2604	0.075*
C1	0.4746 (5)	0.7095 (4)	0.3621 (3)	0.0645 (12)
H1	0.5510	0.7575	0.3043	0.077*

	U11	U22	U33	U12	U13	U23
Co1	0.0345 (3)	0.0377 (3)	0.0270 (2)	−0.00561 (19)	−0.00427 (19)	−0.0096 (2)
Cl2	0.0399 (5)	0.0547 (5)	0.0383 (5)	−0.0103 (4)	−0.0084 (4)	−0.0162 (4)
Cl1	0.0476 (5)	0.0608 (6)	0.0335 (5)	−0.0190 (4)	0.0048 (4)	−0.0121 (4)
N10	0.0339 (15)	0.0412 (16)	0.0308 (15)	−0.0087 (12)	−0.0017 (13)	−0.0135 (13)
N9	0.0444 (16)	0.0333 (15)	0.0281 (15)	−0.0064 (13)	−0.0051 (13)	−0.0090 (12)
N8	0.0347 (15)	0.0357 (15)	0.0331 (15)	−0.0004 (12)	−0.0090 (12)	−0.0121 (13)
N7	0.0327 (15)	0.0389 (16)	0.0318 (15)	−0.0045 (12)	−0.0031 (12)	−0.0109 (13)
N6	0.0350 (15)	0.0396 (16)	0.0366 (16)	−0.0028 (12)	−0.0104 (13)	−0.0144 (13)
N5	0.0402 (16)	0.0354 (15)	0.0287 (15)	−0.0065 (12)	−0.0038 (13)	−0.0102 (12)
N4	0.0496 (19)	0.056 (2)	0.0401 (18)	−0.0179 (15)	−0.0051 (15)	−0.0106 (15)
C22	0.0317 (18)	0.0379 (19)	0.0318 (18)	−0.0050 (14)	−0.0030 (15)	−0.0130 (15)
C21	0.0297 (18)	0.0391 (19)	0.0383 (19)	0.0046 (15)	−0.0070 (15)	−0.0178 (16)
C20	0.047 (2)	0.041 (2)	0.0327 (19)	0.0042 (16)	−0.0083 (16)	−0.0154 (16)
C19	0.0361 (18)	0.0365 (19)	0.0354 (19)	0.0007 (15)	−0.0055 (15)	−0.0164 (16)
C18	0.0285 (18)	0.050 (2)	0.039 (2)	−0.0075 (16)	−0.0031 (16)	−0.0114 (17)
C17	0.055 (2)	0.054 (2)	0.048 (2)	−0.0167 (19)	0.0076 (19)	−0.0263 (19)
N3	0.058 (2)	0.0488 (18)	0.0410 (18)	−0.0219 (16)	0.0027 (16)	−0.0144 (15)
C16	0.044 (2)	0.053 (2)	0.042 (2)	−0.0197 (18)	0.0044 (17)	−0.0209 (18)
C15	0.0377 (18)	0.0326 (18)	0.0294 (17)	−0.0040 (14)	−0.0092 (15)	−0.0092 (15)
C14	0.040 (2)	0.041 (2)	0.038 (2)	−0.0114 (16)	−0.0046 (16)	−0.0040 (16)
C13	0.045 (2)	0.040 (2)	0.043 (2)	0.0046 (16)	−0.0163 (17)	−0.0192 (17)
N2	0.0509 (19)	0.065 (2)	0.048 (2)	−0.0192 (16)	−0.0110 (16)	−0.0184 (17)
C12	0.055 (2)	0.038 (2)	0.033 (2)	0.0056 (17)	−0.0085 (17)	−0.0136 (16)
N1	0.074 (2)	0.0477 (19)	0.0361 (18)	−0.0151 (17)	0.0057 (16)	−0.0091 (15)
C11	0.036 (2)	0.061 (2)	0.055 (2)	−0.0104 (18)	−0.0029 (18)	−0.021 (2)
C10	0.0387 (19)	0.046 (2)	0.042 (2)	−0.0005 (16)	−0.0097 (17)	−0.0205 (17)
C9	0.036 (2)	0.065 (3)	0.048 (2)	−0.0130 (18)	−0.0003 (18)	−0.009 (2)
C8	0.058 (2)	0.046 (2)	0.040 (2)	−0.0248 (19)	0.0001 (18)	−0.0167 (18)
C7	0.074 (3)	0.084 (3)	0.073 (3)	0.040 (3)	−0.048 (3)	−0.051 (3)
C6	0.044 (2)	0.056 (2)	0.053 (2)	−0.0062 (18)	−0.0097 (19)	−0.022 (2)
C5	0.046 (2)	0.082 (3)	0.084 (3)	0.009 (2)	−0.026 (2)	−0.044 (3)
C4	0.053 (2)	0.071 (3)	0.049 (2)	0.000 (2)	−0.015 (2)	−0.032 (2)
C3	0.084 (3)	0.059 (3)	0.038 (2)	0.028 (2)	−0.020 (2)	−0.022 (2)
C2	0.065 (3)	0.085 (3)	0.043 (2)	0.002 (2)	−0.009 (2)	−0.032 (2)
C1	0.057 (3)	0.083 (3)	0.041 (2)	−0.015 (2)	0.010 (2)	−0.018 (2)

Co1—N7	2.012 (3)	C17—H17A	0.9600
Co1—N10	2.026 (3)	C17—H17B	0.9600
Co1—Cl2	2.2449 (10)	C17—H17C	0.9600
Co1—Cl1	2.2527 (14)	N3—N1	1.289 (4)
N10—C15	1.323 (4)	C16—C8	1.339 (5)
N10—C16	1.385 (4)	C16—H16	0.9300
N9—C15	1.350 (4)	C14—H14	0.9300
N9—C8	1.372 (4)	C13—H13A	0.9700
N9—C20	1.457 (4)	C13—H13B	0.9700
N8—C22	1.351 (4)	N2—C10	1.371 (4)
N8—C14	1.375 (4)	C12—N1	1.381 (5)
N8—C13	1.452 (4)	C12—C3	1.396 (5)
N7—C22	1.324 (4)	C11—C1	1.372 (5)
N7—C18	1.387 (4)	C11—H11	0.9300
N6—N4	1.365 (4)	C10—C4	1.396 (5)
N6—C21	1.366 (4)	C9—H9A	0.9600
N6—C13	1.446 (4)	C9—H9B	0.9600
N5—N3	1.360 (4)	C9—H9C	0.9600
N5—C19	1.361 (4)	C8—H8	0.9300
N5—C20	1.441 (4)	C7—C3	1.355 (6)
N4—N2	1.298 (4)	C7—C5	1.397 (6)
C22—C9	1.480 (4)	C7—H7	0.9300
C21—C10	1.390 (4)	C6—C5	1.355 (5)
C21—C11	1.387 (5)	C6—H6	0.9300
C20—H20A	0.9700	C5—H5	0.9300
C20—H20B	0.9700	C4—C2	1.357 (5)
C19—C6	1.383 (4)	C4—H4	0.9300
C19—C12	1.386 (4)	C3—H3	0.9300
C18—C14	1.332 (5)	C2—C1	1.395 (6)
C18—H18	0.9300	C2—H2	0.9300
C17—C15	1.480 (4)	C1—H1	0.9300
N7—Co1—N10	108.31 (11)	N10—C15—N9	110.3 (3)
N7—Co1—Cl2	106.00 (8)	N10—C15—C17	125.8 (3)
N10—Co1—Cl2	111.09 (8)	N9—C15—C17	123.9 (3)
N7—Co1—Cl1	115.96 (8)	C18—C14—N8	106.3 (3)
N10—Co1—Cl1	102.74 (8)	C18—C14—H14	126.8
Cl2—Co1—Cl1	112.73 (4)	N8—C14—H14	126.8
C15—N10—C16	106.0 (3)	N6—C13—N8	114.5 (3)
C15—N10—Co1	129.7 (2)	N6—C13—H13A	108.6
C16—N10—Co1	124.2 (2)	N8—C13—H13A	108.6
C15—N9—C8	107.5 (3)	N6—C13—H13B	108.6
C15—N9—C20	126.7 (3)	N8—C13—H13B	108.6
C8—N9—C20	125.7 (3)	H13A—C13—H13B	107.6
C22—N8—C14	108.1 (3)	N4—N2—C10	108.7 (3)
C22—N8—C13	126.5 (3)	N1—C12—C19	108.3 (3)
C14—N8—C13	125.4 (3)	N1—C12—C3	130.9 (4)
C22—N7—C18	106.3 (3)	C19—C12—C3	120.7 (4)
C22—N7—Co1	130.8 (2)	N3—N1—C12	108.7 (3)
C18—N7—Co1	122.4 (2)	C1—C11—C21	115.5 (3)
N4—N6—C21	110.0 (3)	C1—C11—H11	122.2
N4—N6—C13	118.9 (3)	C21—C11—H11	122.2
C21—N6—C13	129.8 (3)	N2—C10—C21	108.9 (3)
N3—N5—C19	110.3 (3)	N2—C10—C4	130.2 (3)
N3—N5—C20	119.8 (3)	C21—C10—C4	120.9 (3)
C19—N5—C20	129.4 (3)	C22—C9—H9A	109.5
N2—N4—N6	108.5 (3)	C22—C9—H9B	109.5
N7—C22—N8	109.6 (3)	H9A—C9—H9B	109.5
N7—C22—C9	126.4 (3)	C22—C9—H9C	109.5
N8—C22—C9	124.0 (3)	H9A—C9—H9C	109.5
N6—C21—C10	103.9 (3)	H9B—C9—H9C	109.5
N6—C21—C11	133.7 (3)	C16—C8—N9	106.7 (3)
C10—C21—C11	122.3 (3)	C16—C8—H8	126.6
N5—C20—N9	112.9 (3)	N9—C8—H8	126.6
N5—C20—H20A	109.0	C3—C7—C5	122.1 (4)
N9—C20—H20A	109.0	C3—C7—H7	119.0
N5—C20—H20B	109.0	C5—C7—H7	119.0
N9—C20—H20B	109.0	C5—C6—C19	116.2 (4)
H20A—C20—H20B	107.8	C5—C6—H6	121.9
N5—C19—C6	133.5 (3)	C19—C6—H6	121.9
N5—C19—C12	104.1 (3)	C6—C5—C7	122.2 (4)
C6—C19—C12	122.3 (3)	C6—C5—H5	118.9
C14—C18—N7	109.7 (3)	C7—C5—H5	118.9
C14—C18—H18	125.1	C2—C4—C10	117.0 (3)
N7—C18—H18	125.1	C2—C4—H4	121.5
C15—C17—H17A	109.5	C10—C4—H4	121.5
C15—C17—H17B	109.5	C7—C3—C12	116.6 (4)
H17A—C17—H17B	109.5	C7—C3—H3	121.7
C15—C17—H17C	109.5	C12—C3—H3	121.7
H17A—C17—H17C	109.5	C4—C2—C1	121.6 (4)
H17B—C17—H17C	109.5	C4—C2—H2	119.2
N1—N3—N5	108.6 (3)	C1—C2—H2	119.2
C8—C16—N10	109.4 (3)	C11—C1—C2	122.7 (4)
C8—C16—H16	125.3	C11—C1—H1	118.7
N10—C16—H16	125.3	C2—C1—H1	118.7
N7—Co1—N10—C15	68.8 (3)	Co1—N10—C15—C17	−0.5 (5)
Cl2—Co1—N10—C15	−47.3 (3)	C8—N9—C15—N10	−0.4 (4)
Cl1—Co1—N10—C15	−168.0 (3)	C20—N9—C15—N10	−178.6 (3)
N7—Co1—N10—C16	−111.3 (3)	C8—N9—C15—C17	−179.4 (3)
Cl2—Co1—N10—C16	132.7 (2)	C20—N9—C15—C17	2.4 (5)
Cl1—Co1—N10—C16	11.9 (3)	N7—C18—C14—N8	0.2 (4)
N10—Co1—N7—C22	91.0 (3)	C22—N8—C14—C18	0.0 (4)
Cl2—Co1—N7—C22	−149.7 (3)	C13—N8—C14—C18	176.8 (3)
Cl1—Co1—N7—C22	−23.8 (3)	N4—N6—C13—N8	95.8 (4)
N10—Co1—N7—C18	−79.4 (3)	C21—N6—C13—N8	−98.6 (4)
Cl2—Co1—N7—C18	39.9 (3)	C22—N8—C13—N6	−81.8 (4)
Cl1—Co1—N7—C18	165.8 (2)	C14—N8—C13—N6	102.0 (4)
C21—N6—N4—N2	1.7 (4)	N6—N4—N2—C10	−1.6 (4)
C13—N6—N4—N2	169.9 (3)	N5—C19—C12—N1	−0.5 (4)
C18—N7—C22—N8	0.4 (4)	C6—C19—C12—N1	−177.7 (3)
Co1—N7—C22—N8	−171.2 (2)	N5—C19—C12—C3	176.2 (3)
C18—N7—C22—C9	−179.2 (3)	C6—C19—C12—C3	−0.9 (5)
Co1—N7—C22—C9	9.2 (5)	N5—N3—N1—C12	−0.9 (4)
C14—N8—C22—N7	−0.3 (4)	C19—C12—N1—N3	0.9 (4)
C13—N8—C22—N7	−177.0 (3)	C3—C12—N1—N3	−175.4 (4)
C14—N8—C22—C9	179.3 (3)	N6—C21—C11—C1	−176.7 (4)
C13—N8—C22—C9	2.7 (5)	C10—C21—C11—C1	0.8 (5)
N4—N6—C21—C10	−1.0 (3)	N4—N2—C10—C21	0.9 (4)
C13—N6—C21—C10	−167.6 (3)	N4—N2—C10—C4	−175.8 (4)
N4—N6—C21—C11	176.8 (4)	N6—C21—C10—N2	0.1 (4)
C13—N6—C21—C11	10.2 (6)	C11—C21—C10—N2	−178.1 (3)
N3—N5—C20—N9	110.2 (3)	N6—C21—C10—C4	177.2 (3)
C19—N5—C20—N9	−79.0 (4)	C11—C21—C10—C4	−1.0 (5)
C15—N9—C20—N5	−77.1 (4)	N10—C16—C8—N9	0.2 (4)
C8—N9—C20—N5	105.0 (4)	C15—N9—C8—C16	0.1 (4)
N3—N5—C19—C6	176.6 (4)	C20—N9—C8—C16	178.3 (3)
C20—N5—C19—C6	5.1 (6)	N5—C19—C6—C5	−175.7 (4)
N3—N5—C19—C12	0.0 (3)	C12—C19—C6—C5	0.4 (5)
C20—N5—C19—C12	−171.5 (3)	C19—C6—C5—C7	0.5 (6)
C22—N7—C18—C14	−0.4 (4)	C3—C7—C5—C6	−1.0 (7)
Co1—N7—C18—C14	172.1 (2)	N2—C10—C4—C2	176.8 (4)
C19—N5—N3—N1	0.6 (4)	C21—C10—C4—C2	0.4 (6)
C20—N5—N3—N1	173.0 (3)	C5—C7—C3—C12	0.5 (6)
C15—N10—C16—C8	−0.5 (4)	N1—C12—C3—C7	176.3 (4)
Co1—N10—C16—C8	179.6 (2)	C19—C12—C3—C7	0.4 (5)
C16—N10—C15—N9	0.5 (4)	C10—C4—C2—C1	0.3 (6)
Co1—N10—C15—N9	−179.5 (2)	C21—C11—C1—C2	−0.1 (6)
C16—N10—C15—C17	179.5 (3)	C4—C2—C1—C11	−0.4 (7)