metal-organic compounds
Dichlorido(dimethylformamide-κO)[1,4,7-tris(2-cyanoethyl)-1,4,7-triazacyclononane-κ3N1,N4,N7]cobalt(II)
aCoordination Chemistry Institute, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, People's Republic of China
*Correspondence e-mail: zzkltl@yahoo.com.cn
The title compound, [CoCl2(C15H24N6)(C3H7NO)], crystallizes as a monomeric complex. The coordination environment around the CoII center could be described as a distorted octahedron consisting of three N donors from the facially coordinating triaza macrocyclic ligand, one O donor from dimethylformamide and two Cl− ions. Neutral complex molecules are associated via intermolecular C—H⋯Cl hydrogen bonds to form two-dimensional layers. C—H⋯O hydrogen bonds are also present.
Experimental
Crystal data
|
Refinement
|
|
Data collection: SMART (Bruker, 2000); cell SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S160053680802179X/ww2123sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S160053680802179X/ww2123Isup2.hkl
The triazamacrocyclic ligand 1,4,7-tris(2-cyanoethyl)-1,4,7-triazacyclononane was prepared following a literature procedure (Tei et al., 1998). A mixture of the triazamacrocyclic ligand (29 mg, 0.1 mmol) and CoCl2.6H2O (24 mg, 0.1 mmol) in MeOH (10 ml) was stirred under reflux for 2 h. The precipitated pink solid was filtered off and subsequently redissolved in dimethylformamide. Purple single crystals of (I) suitable for X-ray
were obtained by slow diffusion of diethyl ether into the dimethylformamide solution. (yield 23 mg, 46.8%) Elemental analysis found: C 44.13; H 6.41; N 19.81%; calculated for C18H31Cl2CoN7O: C 44.00; H 6.36; N 19.96%.All H atoms were placed in calculated positions and treated in the subsequent
as riding atoms, with C—H distances in the range 0.96 - 0.97 Å and Uiso(H) = 1.2 Ueq(C) or 1.5 Ueq(methyl C).Data collection: SMART (Bruker, 2000); cell
SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).Fig. 1. The molecular structure of the title compound, showing displacement ellipsoids at the 30% probability level (arbitrary sphere for H atoms). | |
Fig. 2. Partial packing diagram of the title compound, showing the two-dimensional network formed through intermolecular C—H···Cl hydrogen bonds (dashed lines). For clarity, H atoms not involved in hydrogen bonding have been omitted. |
[CoCl2(C15H24N6)(C3H7NO)] | F(000) = 1028 |
Mr = 491.33 | Dx = 1.381 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 915 reflections |
a = 9.787 (2) Å | θ = 3.2–26.3° |
b = 19.710 (5) Å | µ = 0.98 mm−1 |
c = 12.370 (3) Å | T = 298 K |
β = 97.936 (4)° | Block, purple |
V = 2363.5 (10) Å3 | 0.32 × 0.26 × 0.24 mm |
Z = 4 |
Bruker SMART APEX CCD area-detector diffractometer | 4630 independent reflections |
Radiation source: sealed tube | 3320 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.052 |
ω and ϕ scans | θmax = 26.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −11→12 |
Tmin = 0.746, Tmax = 0.800 | k = −22→24 |
12542 measured reflections | l = −14→15 |
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)] = 0.067 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.154 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0683P)2 + 1.5989P] where P = (Fo2 + 2Fc2)/3 |
4630 reflections | (Δ/σ)max < 0.001 |
264 parameters | Δρmax = 0.90 e Å−3 |
0 restraints | Δρmin = −0.78 e Å−3 |
[CoCl2(C15H24N6)(C3H7NO)] | V = 2363.5 (10) Å3 |
Mr = 491.33 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 9.787 (2) Å | µ = 0.98 mm−1 |
b = 19.710 (5) Å | T = 298 K |
c = 12.370 (3) Å | 0.32 × 0.26 × 0.24 mm |
β = 97.936 (4)° |
Bruker SMART APEX CCD area-detector diffractometer | 4630 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | 3320 reflections with I > 2σ(I) |
Tmin = 0.746, Tmax = 0.800 | Rint = 0.052 |
12542 measured reflections |
R[F2 > 2σ(F2)] = 0.067 | 0 restraints |
wR(F2) = 0.154 | H-atom parameters constrained |
S = 1.07 | Δρmax = 0.90 e Å−3 |
4630 reflections | Δρmin = −0.78 e Å−3 |
264 parameters |
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 | ||
C1 | 0.2270 (4) | 0.8211 (2) | 0.3872 (3) | 0.0324 (9) | |
H1A | 0.2422 | 0.7803 | 0.4311 | 0.039* | |
H1B | 0.2274 | 0.8595 | 0.4364 | 0.039* | |
C2 | 0.3432 (4) | 0.8292 (2) | 0.3190 (4) | 0.0361 (10) | |
H2A | 0.3394 | 0.8744 | 0.2878 | 0.043* | |
H2B | 0.4308 | 0.8245 | 0.3658 | 0.043* | |
C3 | 0.3572 (5) | 0.7079 (2) | 0.2715 (3) | 0.0379 (10) | |
H3A | 0.3539 | 0.7075 | 0.3495 | 0.046* | |
H3B | 0.4479 | 0.6923 | 0.2594 | 0.046* | |
C4 | 0.2498 (5) | 0.6602 (2) | 0.2164 (4) | 0.0389 (10) | |
H4A | 0.2658 | 0.6531 | 0.1415 | 0.047* | |
H4B | 0.2586 | 0.6167 | 0.2533 | 0.047* | |
C5 | 0.0698 (5) | 0.6922 (2) | 0.3276 (4) | 0.0373 (10) | |
H5A | 0.1510 | 0.6860 | 0.3812 | 0.045* | |
H5B | 0.0049 | 0.6564 | 0.3381 | 0.045* | |
C6 | 0.0060 (4) | 0.7591 (2) | 0.3466 (3) | 0.0303 (9) | |
H6A | −0.0840 | 0.7617 | 0.3028 | 0.036* | |
H6B | −0.0072 | 0.7624 | 0.4227 | 0.036* | |
C7 | 0.0145 (4) | 0.8814 (2) | 0.3205 (3) | 0.0304 (9) | |
H7A | −0.0535 | 0.8830 | 0.2556 | 0.037* | |
H7B | 0.0790 | 0.9182 | 0.3148 | 0.037* | |
C8 | −0.0598 (5) | 0.8954 (3) | 0.4193 (3) | 0.0381 (10) | |
H8A | −0.1046 | 0.9393 | 0.4088 | 0.046* | |
H8B | −0.1318 | 0.8617 | 0.4201 | 0.046* | |
C9 | 0.0240 (6) | 0.8954 (3) | 0.5263 (4) | 0.0466 (12) | |
C10 | 0.4320 (4) | 0.7942 (3) | 0.1517 (3) | 0.0385 (10) | |
H10A | 0.3992 | 0.8346 | 0.1115 | 0.046* | |
H10B | 0.4295 | 0.7572 | 0.0997 | 0.046* | |
C11 | 0.5839 (5) | 0.8060 (3) | 0.2025 (4) | 0.0446 (12) | |
H11A | 0.6046 | 0.7777 | 0.2669 | 0.054* | |
H11B | 0.6442 | 0.7920 | 0.1505 | 0.054* | |
C12 | 0.6122 (6) | 0.8753 (3) | 0.2321 (5) | 0.0509 (13) | |
C13 | 0.0065 (5) | 0.6472 (2) | 0.1419 (4) | 0.0413 (11) | |
H13A | 0.0278 | 0.6533 | 0.0683 | 0.050* | |
H13B | −0.0832 | 0.6675 | 0.1447 | 0.050* | |
C14 | −0.0065 (6) | 0.5711 (2) | 0.1614 (5) | 0.0510 (13) | |
H14A | −0.0061 | 0.5636 | 0.2390 | 0.061* | |
H14B | −0.0950 | 0.5559 | 0.1244 | 0.061* | |
C15 | 0.0989 (6) | 0.5305 (3) | 0.1257 (5) | 0.0522 (13) | |
C16 | 0.1312 (5) | 0.9111 (2) | 0.0171 (4) | 0.0413 (11) | |
H16 | 0.0671 | 0.8850 | −0.0274 | 0.050* | |
C17 | 0.2703 (6) | 1.0089 (3) | 0.0374 (5) | 0.0666 (17) | |
H17A | 0.2868 | 0.9934 | 0.1116 | 0.100* | |
H17B | 0.2374 | 1.0548 | 0.0355 | 0.100* | |
H17C | 0.3546 | 1.0068 | 0.0060 | 0.100* | |
C18 | 0.1187 (6) | 0.9877 (3) | −0.1311 (5) | 0.0618 (16) | |
H18A | 0.0484 | 0.9566 | −0.1617 | 0.093* | |
H18B | 0.1924 | 0.9880 | −0.1749 | 0.093* | |
H18C | 0.0802 | 1.0325 | −0.1296 | 0.093* | |
Cl1 | 0.17722 (12) | 0.74778 (6) | −0.02560 (9) | 0.0444 (3) | |
Cl2 | −0.11597 (11) | 0.80786 (5) | 0.07777 (8) | 0.0339 (2) | |
Co1 | 0.12259 (6) | 0.78880 (3) | 0.14939 (5) | 0.03397 (19) | |
N1 | 0.0910 (4) | 0.81680 (18) | 0.3190 (3) | 0.0329 (8) | |
N2 | 0.3359 (4) | 0.77830 (18) | 0.2297 (3) | 0.0371 (9) | |
N3 | 0.1097 (4) | 0.68609 (18) | 0.2168 (3) | 0.0319 (8) | |
N4 | 0.0843 (4) | 0.8938 (2) | 0.6097 (3) | 0.0441 (10) | |
N5 | 0.6313 (5) | 0.9298 (2) | 0.2543 (4) | 0.0551 (12) | |
N6 | 0.1858 (5) | 0.4987 (2) | 0.0935 (4) | 0.0492 (10) | |
N7 | 0.1708 (4) | 0.9672 (2) | −0.0227 (3) | 0.0470 (10) | |
O1 | 0.1717 (3) | 0.88941 (16) | 0.1096 (2) | 0.0372 (7) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.030 (2) | 0.039 (2) | 0.025 (2) | 0.0038 (18) | −0.0088 (16) | −0.0029 (17) |
C2 | 0.029 (2) | 0.042 (2) | 0.036 (2) | −0.0020 (18) | −0.0027 (17) | 0.0042 (19) |
C3 | 0.039 (2) | 0.049 (3) | 0.024 (2) | 0.014 (2) | −0.0005 (18) | −0.0011 (19) |
C4 | 0.046 (3) | 0.035 (2) | 0.036 (2) | 0.013 (2) | 0.006 (2) | 0.0042 (19) |
C5 | 0.046 (3) | 0.035 (2) | 0.032 (2) | 0.001 (2) | 0.0073 (19) | 0.0015 (19) |
C6 | 0.025 (2) | 0.041 (2) | 0.0255 (19) | 0.0005 (18) | 0.0034 (15) | 0.0055 (17) |
C7 | 0.025 (2) | 0.041 (2) | 0.024 (2) | 0.0045 (17) | −0.0016 (16) | −0.0021 (17) |
C8 | 0.033 (2) | 0.050 (3) | 0.034 (2) | 0.004 (2) | 0.0127 (19) | 0.001 (2) |
C9 | 0.056 (3) | 0.055 (3) | 0.033 (3) | 0.004 (2) | 0.018 (2) | −0.008 (2) |
C10 | 0.032 (2) | 0.056 (3) | 0.026 (2) | 0.001 (2) | −0.0023 (17) | −0.005 (2) |
C11 | 0.023 (2) | 0.065 (3) | 0.045 (3) | 0.000 (2) | 0.0059 (19) | 0.004 (2) |
C12 | 0.042 (3) | 0.044 (3) | 0.069 (4) | −0.005 (2) | 0.016 (3) | 0.001 (3) |
C13 | 0.040 (3) | 0.041 (3) | 0.042 (3) | −0.002 (2) | 0.003 (2) | 0.001 (2) |
C14 | 0.055 (3) | 0.042 (3) | 0.056 (3) | −0.003 (2) | 0.007 (2) | −0.001 (2) |
C15 | 0.045 (3) | 0.048 (3) | 0.061 (3) | 0.006 (2) | −0.002 (2) | −0.010 (3) |
C16 | 0.047 (3) | 0.037 (2) | 0.039 (3) | −0.002 (2) | 0.003 (2) | 0.012 (2) |
C17 | 0.061 (4) | 0.070 (4) | 0.060 (4) | −0.030 (3) | −0.023 (3) | 0.017 (3) |
C18 | 0.061 (4) | 0.063 (3) | 0.062 (4) | −0.003 (3) | 0.009 (3) | 0.038 (3) |
Cl1 | 0.0365 (6) | 0.0568 (7) | 0.0392 (6) | 0.0011 (5) | 0.0027 (4) | −0.0050 (5) |
Cl2 | 0.0330 (6) | 0.0353 (5) | 0.0324 (5) | −0.0002 (4) | 0.0005 (4) | 0.0006 (4) |
Co1 | 0.0342 (3) | 0.0336 (3) | 0.0330 (3) | −0.0002 (2) | 0.0007 (2) | 0.0012 (2) |
N1 | 0.0301 (19) | 0.0342 (18) | 0.0343 (19) | 0.0050 (15) | 0.0037 (15) | 0.0049 (15) |
N2 | 0.035 (2) | 0.0317 (19) | 0.046 (2) | 0.0012 (15) | 0.0081 (17) | 0.0029 (16) |
N3 | 0.034 (2) | 0.0365 (18) | 0.0241 (17) | −0.0024 (16) | 0.0012 (14) | 0.0022 (15) |
N4 | 0.042 (2) | 0.052 (2) | 0.038 (2) | −0.0023 (19) | 0.0052 (18) | −0.0134 (19) |
N5 | 0.050 (3) | 0.060 (3) | 0.060 (3) | −0.011 (2) | 0.024 (2) | −0.011 (2) |
N6 | 0.047 (3) | 0.045 (2) | 0.052 (2) | 0.006 (2) | −0.002 (2) | −0.014 (2) |
N7 | 0.042 (2) | 0.055 (2) | 0.042 (2) | −0.012 (2) | −0.0004 (17) | 0.0153 (19) |
O1 | 0.0345 (17) | 0.0401 (17) | 0.0354 (17) | −0.0036 (14) | −0.0015 (13) | 0.0082 (14) |
C1—N1 | 1.477 (5) | C10—H10A | 0.9700 |
C1—C2 | 1.515 (6) | C10—H10B | 0.9700 |
C1—H1A | 0.9700 | C11—C12 | 1.432 (8) |
C1—H1B | 0.9700 | C11—H11A | 0.9700 |
C2—N2 | 1.487 (6) | C11—H11B | 0.9700 |
C2—H2A | 0.9700 | C12—N5 | 1.119 (6) |
C2—H2B | 0.9700 | C13—N3 | 1.486 (6) |
C3—N2 | 1.486 (6) | C13—C14 | 1.526 (7) |
C3—C4 | 1.501 (7) | C13—H13A | 0.9700 |
C3—H3A | 0.9700 | C13—H13B | 0.9700 |
C3—H3B | 0.9700 | C14—C15 | 1.423 (7) |
C4—N3 | 1.464 (6) | C14—H14A | 0.9700 |
C4—H4A | 0.9700 | C14—H14B | 0.9700 |
C4—H4B | 0.9700 | C15—N6 | 1.170 (6) |
C5—N3 | 1.481 (5) | C16—O1 | 1.235 (5) |
C5—C6 | 1.491 (6) | C16—N7 | 1.291 (6) |
C5—H5A | 0.9700 | C16—H16 | 0.9300 |
C5—H5B | 0.9700 | C17—N7 | 1.405 (6) |
C6—N1 | 1.477 (5) | C17—H17A | 0.9600 |
C6—H6A | 0.9700 | C17—H17B | 0.9600 |
C6—H6B | 0.9700 | C17—H17C | 0.9600 |
C7—N1 | 1.478 (5) | C18—N7 | 1.426 (6) |
C7—C8 | 1.531 (6) | C18—H18A | 0.9600 |
C7—H7A | 0.9700 | C18—H18B | 0.9600 |
C7—H7B | 0.9700 | C18—H18C | 0.9600 |
C8—C9 | 1.458 (7) | Cl1—Co1 | 2.4382 (14) |
C8—H8A | 0.9700 | Cl2—Co1 | 2.4096 (13) |
C8—H8B | 0.9700 | Co1—O1 | 2.114 (3) |
C9—N4 | 1.116 (6) | Co1—N2 | 2.194 (4) |
C10—N2 | 1.470 (6) | Co1—N3 | 2.200 (4) |
C10—C11 | 1.550 (6) | Co1—N1 | 2.232 (4) |
N1—C1—C2 | 112.0 (3) | C14—C13—H13A | 107.8 |
N1—C1—H1A | 109.2 | N3—C13—H13B | 107.8 |
C2—C1—H1A | 109.2 | C14—C13—H13B | 107.8 |
N1—C1—H1B | 109.2 | H13A—C13—H13B | 107.1 |
C2—C1—H1B | 109.2 | C15—C14—C13 | 115.1 (5) |
H1A—C1—H1B | 107.9 | C15—C14—H14A | 108.5 |
N2—C2—C1 | 112.4 (4) | C13—C14—H14A | 108.5 |
N2—C2—H2A | 109.1 | C15—C14—H14B | 108.5 |
C1—C2—H2A | 109.1 | C13—C14—H14B | 108.5 |
N2—C2—H2B | 109.1 | H14A—C14—H14B | 107.5 |
C1—C2—H2B | 109.1 | N6—C15—C14 | 177.6 (6) |
H2A—C2—H2B | 107.9 | O1—C16—N7 | 125.1 (5) |
N2—C3—C4 | 111.7 (3) | O1—C16—H16 | 117.5 |
N2—C3—H3A | 109.3 | N7—C16—H16 | 117.5 |
C4—C3—H3A | 109.3 | N7—C17—H17A | 109.5 |
N2—C3—H3B | 109.3 | N7—C17—H17B | 109.5 |
C4—C3—H3B | 109.3 | H17A—C17—H17B | 109.5 |
H3A—C3—H3B | 107.9 | N7—C17—H17C | 109.5 |
N3—C4—C3 | 112.2 (4) | H17A—C17—H17C | 109.5 |
N3—C4—H4A | 109.2 | H17B—C17—H17C | 109.5 |
C3—C4—H4A | 109.2 | N7—C18—H18A | 109.5 |
N3—C4—H4B | 109.2 | N7—C18—H18B | 109.5 |
C3—C4—H4B | 109.2 | H18A—C18—H18B | 109.5 |
H4A—C4—H4B | 107.9 | N7—C18—H18C | 109.5 |
N3—C5—C6 | 112.8 (3) | H18A—C18—H18C | 109.5 |
N3—C5—H5A | 109.0 | H18B—C18—H18C | 109.5 |
C6—C5—H5A | 109.0 | O1—Co1—N2 | 87.78 (12) |
N3—C5—H5B | 109.0 | O1—Co1—N3 | 168.01 (13) |
C6—C5—H5B | 109.0 | N2—Co1—N3 | 80.93 (13) |
H5A—C5—H5B | 107.8 | O1—Co1—N1 | 93.00 (13) |
N1—C6—C5 | 112.5 (3) | N2—Co1—N1 | 81.07 (14) |
N1—C6—H6A | 109.1 | N3—Co1—N1 | 81.30 (13) |
C5—C6—H6A | 109.1 | O1—Co1—Cl2 | 90.45 (9) |
N1—C6—H6B | 109.1 | N2—Co1—Cl2 | 173.80 (10) |
C5—C6—H6B | 109.1 | N3—Co1—Cl2 | 100.34 (10) |
H6A—C6—H6B | 107.8 | N1—Co1—Cl2 | 93.09 (10) |
N1—C7—C8 | 117.6 (4) | O1—Co1—Cl1 | 91.12 (9) |
N1—C7—H7A | 107.9 | N2—Co1—Cl1 | 93.38 (10) |
C8—C7—H7A | 107.9 | N3—Co1—Cl1 | 93.58 (10) |
N1—C7—H7B | 107.9 | N1—Co1—Cl1 | 172.94 (10) |
C8—C7—H7B | 107.9 | Cl2—Co1—Cl1 | 92.60 (4) |
H7A—C7—H7B | 107.2 | C6—N1—C1 | 113.8 (3) |
C9—C8—C7 | 117.1 (4) | C6—N1—C7 | 111.0 (3) |
C9—C8—H8A | 108.0 | C1—N1—C7 | 111.2 (3) |
C7—C8—H8A | 108.0 | C6—N1—Co1 | 100.5 (2) |
C9—C8—H8B | 108.0 | C1—N1—Co1 | 108.7 (3) |
C7—C8—H8B | 108.0 | C7—N1—Co1 | 111.2 (2) |
H8A—C8—H8B | 107.3 | C10—N2—C3 | 110.8 (3) |
N4—C9—C8 | 177.2 (6) | C10—N2—C2 | 112.0 (3) |
N2—C10—C11 | 115.5 (4) | C3—N2—C2 | 112.4 (3) |
N2—C10—H10A | 108.4 | C10—N2—Co1 | 109.8 (3) |
C11—C10—H10A | 108.4 | C3—N2—Co1 | 109.0 (3) |
N2—C10—H10B | 108.4 | C2—N2—Co1 | 102.6 (3) |
C11—C10—H10B | 108.4 | C4—N3—C5 | 113.5 (3) |
H10A—C10—H10B | 107.5 | C4—N3—C13 | 112.0 (3) |
C12—C11—C10 | 112.8 (4) | C5—N3—C13 | 112.0 (4) |
C12—C11—H11A | 109.0 | C4—N3—Co1 | 102.5 (3) |
C10—C11—H11A | 109.0 | C5—N3—Co1 | 108.2 (3) |
C12—C11—H11B | 109.0 | C13—N3—Co1 | 108.0 (3) |
C10—C11—H11B | 109.0 | C16—N7—C17 | 121.4 (4) |
H11A—C11—H11B | 107.8 | C16—N7—C18 | 120.9 (5) |
N5—C12—C11 | 178.4 (7) | C17—N7—C18 | 117.6 (4) |
N3—C13—C14 | 118.2 (4) | C16—O1—Co1 | 119.1 (3) |
N3—C13—H13A | 107.8 |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1A···Cl2i | 0.97 | 2.75 | 3.658 (4) | 157 |
C2—H2A···O1 | 0.97 | 2.58 | 3.120 (5) | 116 |
C3—H3A···Cl2i | 0.97 | 2.81 | 3.774 (4) | 170 |
C7—H7A···Cl2 | 0.97 | 2.65 | 3.419 (4) | 136 |
C10—H10A···O1 | 0.97 | 2.47 | 3.149 (6) | 127 |
C10—H10B···Cl1 | 0.97 | 2.73 | 3.218 (4) | 111 |
C11—H11A···Cl1i | 0.97 | 2.62 | 3.525 (5) | 156 |
C11—H11B···Cl2ii | 0.97 | 2.65 | 3.502 (5) | 147 |
C13—H13A···Cl1 | 0.97 | 2.72 | 3.460 (5) | 133 |
C16—H16···Cl2 | 0.93 | 2.80 | 3.325 (5) | 117 |
C17—H17A···O1 | 0.96 | 2.34 | 2.741 (7) | 105 |
Symmetry codes: (i) x+1/2, −y+3/2, z+1/2; (ii) x+1, y, z. |
Experimental details
Crystal data | |
Chemical formula | [CoCl2(C15H24N6)(C3H7NO)] |
Mr | 491.33 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 298 |
a, b, c (Å) | 9.787 (2), 19.710 (5), 12.370 (3) |
β (°) | 97.936 (4) |
V (Å3) | 2363.5 (10) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.98 |
Crystal size (mm) | 0.32 × 0.26 × 0.24 |
Data collection | |
Diffractometer | Bruker SMART APEX CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2000) |
Tmin, Tmax | 0.746, 0.800 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 12542, 4630, 3320 |
Rint | 0.052 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.067, 0.154, 1.07 |
No. of reflections | 4630 |
No. of parameters | 264 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.90, −0.78 |
Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXTL (Sheldrick, 2008) and ORTEP-3 (Farrugia, 1997).
Cl1—Co1 | 2.4382 (14) | Co1—N2 | 2.194 (4) |
Cl2—Co1 | 2.4096 (13) | Co1—N3 | 2.200 (4) |
Co1—O1 | 2.114 (3) | Co1—N1 | 2.232 (4) |
O1—Co1—N2 | 87.78 (12) | N3—Co1—Cl2 | 100.34 (10) |
O1—Co1—N3 | 168.01 (13) | N1—Co1—Cl2 | 93.09 (10) |
N2—Co1—N3 | 80.93 (13) | O1—Co1—Cl1 | 91.12 (9) |
O1—Co1—N1 | 93.00 (13) | N2—Co1—Cl1 | 93.38 (10) |
N2—Co1—N1 | 81.07 (14) | N3—Co1—Cl1 | 93.58 (10) |
N3—Co1—N1 | 81.30 (13) | N1—Co1—Cl1 | 172.94 (10) |
O1—Co1—Cl2 | 90.45 (9) | Cl2—Co1—Cl1 | 92.60 (4) |
N2—Co1—Cl2 | 173.80 (10) |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1A···Cl2i | 0.97 | 2.75 | 3.658 (4) | 157 |
C2—H2A···O1 | 0.97 | 2.58 | 3.120 (5) | 116 |
C3—H3A···Cl2i | 0.97 | 2.81 | 3.774 (4) | 170 |
C7—H7A···Cl2 | 0.97 | 2.65 | 3.419 (4) | 136 |
C10—H10A···O1 | 0.97 | 2.47 | 3.149 (6) | 127 |
C10—H10B···Cl1 | 0.97 | 2.73 | 3.218 (4) | 111 |
C11—H11A···Cl1i | 0.97 | 2.62 | 3.525 (5) | 156 |
C11—H11B···Cl2ii | 0.97 | 2.65 | 3.502 (5) | 147 |
C13—H13A···Cl1 | 0.97 | 2.72 | 3.460 (5) | 133 |
C16—H16···Cl2 | 0.93 | 2.80 | 3.325 (5) | 117 |
C17—H17A···O1 | 0.96 | 2.34 | 2.741 (7) | 105 |
Symmetry codes: (i) x+1/2, −y+3/2, z+1/2; (ii) x+1, y, z. |
Acknowledgements
This project was supported by the Natural Science Foundation of China (grant No. 20475026).
References
Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Scarpellini, M., Wu, A. J., Kampf, J. W. & Pecoraro, V. L. (2005). Inorg. Chem. 44, 5001–5010. Web of Science CSD CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Tei, L., Blake, A. J., Lippolis, V., Wilson, C. & Schröder, M. (2003). J. Chem. Soc. Dalton Trans. pp. 304–310. CSD CrossRef Google Scholar
Tei, L., Lippolis, V., Blake, A. J., Cooke, P. A. & Schröder, M. (1998). Chem. Commun. pp. 2633–2634. Web of Science CSD CrossRef Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Structural investigations on metal complexes with nitrile pendant arm derivatives of 1,4,7-triazacyclononane ([9]aneN3) reveal that these triazamacrocyclic ligands can either be used as building-blocks to assemble multi-dimensional polymeric networks (Tei et al., 1998) or only act as tridentate ligands in the formation of mononuclear complexes with the pendant nitrile groups not involved in metal coordination (Tei et al., 2003). In this paper, we report the crystal structure of the title compound, (I), which is a monomeric CoII complex of a [9]aneN3 derivative containing three pendant 2-cyanoethyl arms.
The molecular structure of (I) (Fig. 1) shows the CoII ion is six-coordinated with three tertiary N donors from the nitrile-functionalized [9]aneN3, one O donor from dimethylformamide ligand and two Cl- ions completing an octahedral geometry. All bond distances and angles around the octahedral CoII ion (Table 1) are generally within the normal ranges (Scarpellini et al., 2005). Three pendant 2-cyanoethyl arms attached to the triazamacrocycle adopt different conformations relative to the macrocycle framework and none of them participates in the coordination to the CoII ion.
The crystal packing of (I) is dominated by intermolecular C—H···Cl hydrogen bonds (Table 2), which link the complex molecules to form two-dimensional hydrogen-bonded layers parallel to (010) plane (Fig. 2).