Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807038202/gk2091sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807038202/gk2091Isup2.hkl |
CCDC reference: 660074
5,6:19,20-Dibenzo-1,4,11,14-tetraoxa-8,17-diazacycloeicosane (L2) was synthesized according to the reported method (López-Deber et al., 2005). An anhydrous toluene solution (200 ml) containing L2 (0.76 g, 2.00 mmol), paraformaldehyde (0.15 g, 5.00 mmol), and 4-nitrophenol (0.56 g, 4.00 mmol) was refluxed for 24 h. The solvent was evaporated by rotatory evaporation, and the yellow solid consisting of the title ligand H2L was obtained.
A solution of Cu(NO3)2.3H2O (0.024 g, 0.10 mmol) in 5 ml e thanol was added dropwise to a solution of H2L (0.068 g, 0.10 mmol) in 6 ml chloroform. After stirring for 30 min, the mixture was filtered. Green crystals of of the title compound were obtained by evaporating the filtrate at room temperature (yield 50%).
The H atoms bonded C atoms were placed at their idealized positions and constrained to ride on their parent atoms, with C—H distances in the range 0.93–0.97Å and Uiso(H) = 1.2Ueq(C) for methylene and aromatic H atoms. The chloroform molecule is disordered over two positions. It was refined with no restraints imposed on the molecular geometry and with the assumed occupancy factor of 0.5. The high residual peak on the final differnce map is located 0.70 Å from Cl2' atom. The H atom of the chloroform molecule was not localized and is not included in the structural model.
In the last few decades, the modification of the macrocycles to control and tune properties of coordinated metal centers has been the subject of much interest (Meyerstein, 1990). We are involved in studies of oxaaza-macrocycles and their metal coordination compounds (Ma et al., 2005). In this paper, we report the preparation and crystal structure of the title macrocyclic complex of CuII.
In the reported crystal structure, the CuII atom is four-coordinated by two phenolate O atoms and two N atoms from the macrocyclic ligand forming a distorted square planar coordination geometry (Fig. 1). The title molecule has an approximate C2 symmetry. The geometry around the Cu atom is normal (Ma & Zhu, 2002). The chloroform molecule is disordered.
For related literature, see: Ma et al. (2005); Ma & Zhu (2002); Meyerstein (1990). For synthesis, see: López-Deber et al. (2005).
Data collection: PROCESS-AUTO (Rigaku Corporation, 1998); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.
Fig. 1. A view of the molecule the title molecule. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity, Only one orintation of CHCl3 is shown. |
C36H38CuN4O10·CHCl3 | Z = 2 |
Mr = 869.61 | F(000) = 898 |
Triclinic, P1 | Dx = 1.490 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71069 Å |
a = 12.055 (3) Å | Cell parameters from 13446 reflections |
b = 12.819 (4) Å | θ = 3.1–27.4° |
c = 13.409 (4) Å | µ = 0.83 mm−1 |
α = 82.532 (12)° | T = 293 K |
β = 82.378 (11)° | Block, green |
γ = 71.364 (9)° | 0.23 × 0.22 × 0.15 mm |
V = 1937.7 (10) Å3 |
Rigaku R-AXIS RAPID diffractometer | 8707 independent reflections |
Radiation source: rotor target | 6756 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.027 |
Detector resolution: 10.0 pixels mm-1 | θmax = 27.4°, θmin = 3.1° |
ω scans | h = −15→15 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −16→16 |
Tmin = 0.826, Tmax = 0.883 | l = −17→17 |
18759 measured reflections |
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)] = 0.056 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.148 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0646P)2 + 1.7805P] where P = (Fo2 + 2Fc2)/3 |
8707 reflections | (Δ/σ)max = 0.001 |
527 parameters | Δρmax = 1.33 e Å−3 |
0 restraints | Δρmin = −1.04 e Å−3 |
C36H38CuN4O10·CHCl3 | γ = 71.364 (9)° |
Mr = 869.61 | V = 1937.7 (10) Å3 |
Triclinic, P1 | Z = 2 |
a = 12.055 (3) Å | Mo Kα radiation |
b = 12.819 (4) Å | µ = 0.83 mm−1 |
c = 13.409 (4) Å | T = 293 K |
α = 82.532 (12)° | 0.23 × 0.22 × 0.15 mm |
β = 82.378 (11)° |
Rigaku R-AXIS RAPID diffractometer | 8707 independent reflections |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 6756 reflections with I > 2σ(I) |
Tmin = 0.826, Tmax = 0.883 | Rint = 0.027 |
18759 measured reflections |
R[F2 > 2σ(F2)] = 0.056 | 0 restraints |
wR(F2) = 0.148 | H-atom parameters constrained |
S = 1.07 | Δρmax = 1.33 e Å−3 |
8707 reflections | Δρmin = −1.04 e Å−3 |
527 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 | Occ. (<1) | |
Cu1 | 0.71823 (3) | 0.20288 (3) | 0.27584 (3) | 0.03486 (12) | |
C1 | 0.3790 (3) | 0.3280 (4) | 0.6013 (3) | 0.0620 (10) | |
H1 | 0.2997 | 0.3450 | 0.6247 | 0.074* | |
C2 | 0.4616 (4) | 0.2550 (4) | 0.6590 (3) | 0.0695 (11) | |
H2 | 0.4386 | 0.2238 | 0.7217 | 0.083* | |
C3 | 0.5793 (3) | 0.2283 (3) | 0.6231 (3) | 0.0554 (9) | |
H3 | 0.6352 | 0.1792 | 0.6625 | 0.067* | |
C4 | 0.6155 (3) | 0.2732 (3) | 0.5297 (2) | 0.0411 (7) | |
C5 | 0.5300 (3) | 0.3481 (3) | 0.4729 (2) | 0.0405 (7) | |
C6 | 0.4121 (3) | 0.3763 (3) | 0.5092 (3) | 0.0514 (8) | |
H6 | 0.3557 | 0.4274 | 0.4716 | 0.062* | |
C7 | 0.4897 (3) | 0.4700 (3) | 0.3214 (3) | 0.0495 (8) | |
H7A | 0.4518 | 0.5357 | 0.3566 | 0.059* | |
H7B | 0.4296 | 0.4399 | 0.3076 | 0.059* | |
C8 | 0.5560 (3) | 0.4981 (3) | 0.2251 (3) | 0.0503 (8) | |
H8A | 0.5076 | 0.5633 | 0.1883 | 0.060* | |
H8B | 0.6264 | 0.5126 | 0.2389 | 0.060* | |
C9 | 0.6373 (3) | 0.4149 (3) | 0.0713 (2) | 0.0443 (7) | |
C10 | 0.6663 (4) | 0.5075 (3) | 0.0251 (3) | 0.0596 (9) | |
H10 | 0.6535 | 0.5686 | 0.0606 | 0.072* | |
C11 | 0.7148 (4) | 0.5071 (4) | −0.0752 (3) | 0.0704 (12) | |
H11 | 0.7342 | 0.5690 | −0.1063 | 0.084* | |
C12 | 0.7345 (3) | 0.4184 (4) | −0.1290 (3) | 0.0633 (10) | |
H12 | 0.7668 | 0.4196 | −0.1959 | 0.076* | |
C13 | 0.7055 (3) | 0.3267 (3) | −0.0819 (3) | 0.0519 (8) | |
H13 | 0.7185 | 0.2660 | −0.1181 | 0.062* | |
C14 | 0.6576 (3) | 0.3229 (3) | 0.0180 (2) | 0.0399 (7) | |
C15 | 0.6212 (2) | 0.2252 (3) | 0.0668 (2) | 0.0375 (6) | |
H15A | 0.6106 | 0.1853 | 0.0140 | 0.045* | |
H15B | 0.5455 | 0.2522 | 0.1055 | 0.045* | |
C16 | 0.7440 (3) | 0.2485 (3) | 0.4927 (2) | 0.0395 (6) | |
H16A | 0.7571 | 0.3168 | 0.4617 | 0.047* | |
H16B | 0.7891 | 0.2244 | 0.5508 | 0.047* | |
C17 | 0.8248 (2) | 0.1088 (3) | 0.0779 (2) | 0.0395 (7) | |
H17A | 0.8463 | 0.1743 | 0.0506 | 0.047* | |
H17B | 0.8190 | 0.0716 | 0.0211 | 0.047* | |
C18 | 0.9229 (3) | 0.0329 (3) | 0.1370 (2) | 0.0429 (7) | |
H18A | 0.9980 | 0.0336 | 0.1008 | 0.052* | |
H18B | 0.9176 | 0.0604 | 0.2021 | 0.052* | |
C19 | 1.0058 (3) | −0.1512 (3) | 0.2126 (3) | 0.0511 (8) | |
H19A | 1.0679 | −0.1186 | 0.2143 | 0.061* | |
H19B | 1.0402 | −0.2198 | 0.1811 | 0.061* | |
C20 | 0.9581 (4) | −0.1763 (3) | 0.3186 (3) | 0.0608 (10) | |
H20A | 0.8890 | −0.1990 | 0.3170 | 0.073* | |
H20B | 1.0166 | −0.2376 | 0.3510 | 0.073* | |
C21 | 0.8062 (3) | −0.0388 (3) | 0.4051 (3) | 0.0487 (8) | |
H21A | 0.7770 | −0.0964 | 0.4420 | 0.058* | |
H21B | 0.7656 | −0.0134 | 0.3445 | 0.058* | |
C22 | 0.7783 (3) | 0.0561 (3) | 0.4694 (2) | 0.0430 (7) | |
H22A | 0.6977 | 0.0702 | 0.4994 | 0.052* | |
H22B | 0.8285 | 0.0327 | 0.5242 | 0.052* | |
C23 | 0.5085 (2) | 0.1334 (3) | 0.3020 (2) | 0.0370 (6) | |
C24 | 0.3935 (3) | 0.1536 (3) | 0.3514 (2) | 0.0470 (8) | |
H24 | 0.3720 | 0.1949 | 0.4069 | 0.056* | |
C25 | 0.3129 (3) | 0.1135 (3) | 0.3194 (2) | 0.0455 (7) | |
H25 | 0.2374 | 0.1277 | 0.3523 | 0.055* | |
C26 | 0.3459 (3) | 0.0513 (3) | 0.2372 (2) | 0.0417 (7) | |
C27 | 0.4568 (3) | 0.0326 (2) | 0.1851 (2) | 0.0389 (6) | |
H27 | 0.4761 | −0.0075 | 0.1288 | 0.047* | |
C28 | 0.5387 (2) | 0.0730 (2) | 0.2159 (2) | 0.0347 (6) | |
C29 | 0.9426 (2) | 0.2571 (2) | 0.3520 (2) | 0.0371 (6) | |
C30 | 0.8940 (2) | 0.3123 (3) | 0.2616 (2) | 0.0375 (6) | |
C31 | 0.9198 (3) | 0.4091 (3) | 0.2205 (3) | 0.0506 (8) | |
H31 | 0.8890 | 0.4459 | 0.1611 | 0.061* | |
C32 | 0.9903 (3) | 0.4512 (3) | 0.2668 (3) | 0.0547 (9) | |
H32 | 1.0078 | 0.5149 | 0.2382 | 0.066* | |
C33 | 1.0340 (3) | 0.3977 (3) | 0.3554 (3) | 0.0476 (8) | |
C34 | 1.0106 (2) | 0.3018 (3) | 0.3984 (2) | 0.0427 (7) | |
H34 | 1.0407 | 0.2673 | 0.4588 | 0.051* | |
C35 | 0.9206 (2) | 0.1509 (2) | 0.3955 (2) | 0.0376 (6) | |
H35A | 0.9589 | 0.1250 | 0.4572 | 0.045* | |
H35B | 0.9556 | 0.0955 | 0.3480 | 0.045* | |
C36 | 0.6608 (2) | 0.0469 (2) | 0.1620 (2) | 0.0358 (6) | |
H36A | 0.7145 | −0.0084 | 0.2042 | 0.043* | |
H36B | 0.6615 | 0.0148 | 0.1001 | 0.043* | |
C37 | 0.8037 (11) | −0.2229 (8) | 0.0476 (7) | 0.056 (3) | 0.50 |
C37' | 0.8568 (17) | −0.239 (2) | 0.0380 (19) | 0.161 (12) | 0.50 |
N1 | 0.70559 (19) | 0.1447 (2) | 0.13594 (17) | 0.0332 (5) | |
N2 | 0.79173 (19) | 0.16288 (19) | 0.41818 (17) | 0.0339 (5) | |
N3 | 1.1055 (3) | 0.4422 (3) | 0.4063 (3) | 0.0629 (9) | |
N4 | 0.2629 (3) | 0.0064 (3) | 0.2054 (2) | 0.0550 (7) | |
O1 | 0.57237 (18) | 0.38994 (18) | 0.38185 (16) | 0.0439 (5) | |
O2 | 0.5863 (2) | 0.40529 (18) | 0.16771 (16) | 0.0485 (5) | |
O3 | 0.9184 (2) | −0.07739 (19) | 0.1522 (2) | 0.0542 (6) | |
O4 | 0.9275 (2) | −0.0835 (2) | 0.3771 (2) | 0.0641 (7) | |
O5 | 0.58314 (18) | 0.1697 (2) | 0.33764 (16) | 0.0462 (5) | |
O6 | 0.82833 (19) | 0.27311 (19) | 0.21482 (15) | 0.0439 (5) | |
O7 | 0.1678 (2) | 0.0182 (3) | 0.2558 (2) | 0.0804 (9) | |
O8 | 0.2898 (3) | −0.0447 (3) | 0.1304 (2) | 0.0853 (10) | |
O9 | 1.1372 (3) | 0.3971 (3) | 0.4884 (3) | 0.0845 (10) | |
O10 | 1.1309 (3) | 0.5246 (3) | 0.3661 (3) | 0.0926 (11) | |
Cl1 | 0.8225 (5) | −0.3148 (4) | 0.1526 (4) | 0.1063 (18) | 0.50 |
Cl1' | 0.9885 (4) | −0.3439 (4) | 0.0298 (3) | 0.1373 (14) | 0.50 |
Cl2 | 0.6560 (2) | −0.19588 (18) | 0.0184 (2) | 0.0889 (8) | 0.50 |
Cl2' | 0.7794 (7) | −0.2300 (6) | −0.0623 (6) | 0.209 (2)* | 0.50 |
Cl3 | 0.8917 (5) | −0.2601 (4) | −0.0603 (4) | 0.177 (2) | 0.50 |
Cl3' | 0.7727 (5) | −0.2745 (5) | 0.1465 (5) | 0.147 (2) | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0335 (2) | 0.0416 (2) | 0.03340 (19) | −0.01475 (15) | −0.00599 (13) | −0.00648 (14) |
C1 | 0.046 (2) | 0.074 (3) | 0.064 (2) | −0.0170 (18) | 0.0112 (17) | −0.023 (2) |
C2 | 0.074 (3) | 0.071 (3) | 0.057 (2) | −0.024 (2) | 0.021 (2) | −0.007 (2) |
C3 | 0.058 (2) | 0.052 (2) | 0.0466 (19) | −0.0075 (16) | 0.0037 (15) | −0.0049 (16) |
C4 | 0.0439 (17) | 0.0411 (16) | 0.0385 (16) | −0.0113 (13) | −0.0002 (12) | −0.0127 (13) |
C5 | 0.0388 (16) | 0.0427 (17) | 0.0411 (16) | −0.0096 (13) | −0.0046 (12) | −0.0147 (13) |
C6 | 0.0414 (18) | 0.060 (2) | 0.053 (2) | −0.0092 (15) | −0.0051 (14) | −0.0194 (16) |
C7 | 0.0468 (18) | 0.0446 (18) | 0.0496 (19) | 0.0039 (14) | −0.0150 (14) | −0.0130 (15) |
C8 | 0.064 (2) | 0.0349 (16) | 0.0484 (19) | −0.0048 (14) | −0.0174 (16) | −0.0056 (14) |
C9 | 0.0452 (17) | 0.0453 (18) | 0.0415 (17) | −0.0124 (14) | −0.0113 (13) | 0.0021 (14) |
C10 | 0.072 (2) | 0.048 (2) | 0.063 (2) | −0.0260 (18) | −0.0138 (19) | 0.0038 (18) |
C11 | 0.078 (3) | 0.064 (3) | 0.068 (3) | −0.032 (2) | −0.007 (2) | 0.025 (2) |
C12 | 0.059 (2) | 0.073 (3) | 0.050 (2) | −0.0189 (19) | −0.0008 (17) | 0.0120 (19) |
C13 | 0.0490 (19) | 0.059 (2) | 0.0424 (18) | −0.0105 (16) | −0.0049 (14) | 0.0011 (15) |
C14 | 0.0354 (15) | 0.0438 (17) | 0.0380 (16) | −0.0089 (12) | −0.0086 (12) | 0.0018 (13) |
C15 | 0.0340 (15) | 0.0454 (17) | 0.0348 (15) | −0.0117 (12) | −0.0080 (11) | −0.0060 (12) |
C16 | 0.0381 (16) | 0.0432 (16) | 0.0372 (15) | −0.0089 (12) | −0.0069 (12) | −0.0099 (13) |
C17 | 0.0337 (15) | 0.0486 (18) | 0.0362 (15) | −0.0124 (13) | 0.0015 (11) | −0.0088 (13) |
C18 | 0.0362 (16) | 0.0467 (18) | 0.0481 (18) | −0.0134 (13) | −0.0041 (13) | −0.0105 (14) |
C19 | 0.0394 (18) | 0.0458 (19) | 0.064 (2) | −0.0026 (14) | −0.0097 (15) | −0.0117 (16) |
C20 | 0.076 (3) | 0.045 (2) | 0.062 (2) | −0.0166 (18) | −0.0013 (19) | −0.0196 (17) |
C21 | 0.0496 (19) | 0.0390 (17) | 0.057 (2) | −0.0115 (14) | −0.0107 (15) | −0.0037 (15) |
C22 | 0.0452 (17) | 0.0409 (17) | 0.0412 (17) | −0.0126 (13) | −0.0030 (13) | −0.0006 (13) |
C23 | 0.0345 (15) | 0.0444 (16) | 0.0371 (15) | −0.0179 (12) | −0.0021 (11) | −0.0082 (12) |
C24 | 0.0417 (17) | 0.061 (2) | 0.0436 (17) | −0.0217 (15) | 0.0056 (13) | −0.0199 (15) |
C25 | 0.0344 (16) | 0.057 (2) | 0.0483 (18) | −0.0198 (14) | 0.0020 (13) | −0.0085 (15) |
C26 | 0.0410 (16) | 0.0474 (18) | 0.0447 (17) | −0.0232 (14) | −0.0071 (13) | −0.0049 (14) |
C27 | 0.0435 (16) | 0.0413 (16) | 0.0368 (15) | −0.0183 (13) | −0.0042 (12) | −0.0077 (13) |
C28 | 0.0353 (15) | 0.0355 (15) | 0.0350 (15) | −0.0132 (12) | −0.0027 (11) | −0.0045 (12) |
C29 | 0.0305 (14) | 0.0424 (16) | 0.0386 (15) | −0.0096 (12) | −0.0058 (11) | −0.0063 (12) |
C30 | 0.0333 (15) | 0.0445 (16) | 0.0374 (15) | −0.0146 (12) | −0.0034 (11) | −0.0065 (12) |
C31 | 0.060 (2) | 0.055 (2) | 0.0447 (18) | −0.0293 (17) | −0.0127 (15) | 0.0052 (15) |
C32 | 0.060 (2) | 0.061 (2) | 0.056 (2) | −0.0377 (18) | −0.0046 (16) | −0.0030 (17) |
C33 | 0.0377 (17) | 0.064 (2) | 0.0500 (19) | −0.0253 (15) | −0.0017 (13) | −0.0161 (16) |
C34 | 0.0305 (15) | 0.0555 (19) | 0.0436 (17) | −0.0121 (13) | −0.0069 (12) | −0.0096 (14) |
C35 | 0.0289 (14) | 0.0417 (16) | 0.0412 (16) | −0.0070 (12) | −0.0078 (11) | −0.0057 (13) |
C36 | 0.0366 (15) | 0.0363 (15) | 0.0368 (15) | −0.0129 (12) | −0.0005 (11) | −0.0100 (12) |
C37 | 0.101 (9) | 0.042 (4) | 0.041 (4) | −0.044 (5) | −0.014 (5) | −0.001 (3) |
C37' | 0.134 (17) | 0.22 (2) | 0.168 (19) | −0.111 (17) | −0.097 (15) | 0.076 (16) |
N1 | 0.0304 (12) | 0.0388 (13) | 0.0323 (12) | −0.0122 (10) | −0.0023 (9) | −0.0064 (10) |
N2 | 0.0313 (12) | 0.0359 (13) | 0.0335 (12) | −0.0082 (9) | −0.0053 (9) | −0.0035 (10) |
N3 | 0.0547 (18) | 0.091 (3) | 0.060 (2) | −0.0433 (18) | 0.0025 (15) | −0.0228 (18) |
N4 | 0.0504 (17) | 0.070 (2) | 0.0574 (18) | −0.0332 (15) | −0.0080 (13) | −0.0104 (15) |
O1 | 0.0414 (12) | 0.0473 (12) | 0.0393 (12) | −0.0066 (9) | −0.0080 (9) | −0.0048 (9) |
O2 | 0.0642 (15) | 0.0424 (12) | 0.0399 (12) | −0.0164 (11) | −0.0056 (10) | −0.0066 (10) |
O3 | 0.0479 (13) | 0.0438 (13) | 0.0744 (17) | −0.0114 (10) | −0.0230 (11) | −0.0069 (11) |
O4 | 0.0591 (16) | 0.0587 (16) | 0.0785 (18) | −0.0153 (12) | −0.0020 (13) | −0.0331 (14) |
O5 | 0.0412 (12) | 0.0688 (15) | 0.0393 (11) | −0.0275 (11) | 0.0017 (9) | −0.0220 (11) |
O6 | 0.0500 (12) | 0.0559 (13) | 0.0354 (11) | −0.0286 (10) | −0.0116 (9) | 0.0009 (10) |
O7 | 0.0516 (16) | 0.124 (3) | 0.088 (2) | −0.0548 (17) | 0.0049 (14) | −0.0307 (19) |
O8 | 0.080 (2) | 0.122 (3) | 0.085 (2) | −0.063 (2) | 0.0053 (16) | −0.052 (2) |
O9 | 0.081 (2) | 0.122 (3) | 0.076 (2) | −0.058 (2) | −0.0289 (16) | −0.0100 (19) |
O10 | 0.112 (3) | 0.123 (3) | 0.081 (2) | −0.091 (2) | −0.0047 (18) | −0.015 (2) |
Cl1 | 0.145 (4) | 0.089 (3) | 0.103 (3) | −0.058 (3) | −0.064 (3) | 0.034 (2) |
Cl1' | 0.136 (3) | 0.143 (3) | 0.107 (3) | −0.010 (2) | 0.020 (2) | −0.035 (2) |
Cl2 | 0.1068 (19) | 0.0546 (12) | 0.114 (2) | −0.0205 (12) | −0.0597 (16) | 0.0009 (12) |
Cl3 | 0.186 (5) | 0.160 (4) | 0.168 (4) | −0.063 (3) | 0.127 (4) | −0.076 (3) |
Cl3' | 0.138 (5) | 0.117 (4) | 0.192 (6) | −0.070 (3) | 0.070 (4) | −0.048 (4) |
Cu1—O5 | 1.874 (2) | C20—H20B | 0.9700 |
Cu1—O6 | 1.878 (2) | C21—O4 | 1.407 (4) |
Cu1—N2 | 2.144 (2) | C21—C22 | 1.507 (5) |
Cu1—N1 | 2.147 (2) | C21—H21A | 0.9700 |
C1—C2 | 1.374 (6) | C21—H21B | 0.9700 |
C1—C6 | 1.377 (5) | C22—N2 | 1.497 (4) |
C1—H1 | 0.9300 | C22—H22A | 0.9700 |
C2—C3 | 1.383 (5) | C22—H22B | 0.9700 |
C2—H2 | 0.9300 | C23—O5 | 1.301 (3) |
C3—C4 | 1.386 (5) | C23—C24 | 1.414 (4) |
C3—H3 | 0.9300 | C23—C28 | 1.416 (4) |
C4—C5 | 1.397 (4) | C24—C25 | 1.371 (4) |
C4—C16 | 1.506 (4) | C24—H24 | 0.9300 |
C5—O1 | 1.371 (4) | C25—C26 | 1.384 (5) |
C5—C6 | 1.386 (4) | C25—H25 | 0.9300 |
C6—H6 | 0.9300 | C26—C27 | 1.387 (4) |
C7—O1 | 1.431 (4) | C26—N4 | 1.436 (4) |
C7—C8 | 1.491 (5) | C27—C28 | 1.381 (4) |
C7—H7A | 0.9700 | C27—H27 | 0.9300 |
C7—H7B | 0.9700 | C28—C36 | 1.506 (4) |
C8—O2 | 1.424 (4) | C29—C34 | 1.384 (4) |
C8—H8A | 0.9700 | C29—C30 | 1.419 (4) |
C8—H8B | 0.9700 | C29—C35 | 1.499 (4) |
C9—O2 | 1.365 (4) | C30—O6 | 1.318 (3) |
C9—C10 | 1.389 (5) | C30—C31 | 1.402 (4) |
C9—C14 | 1.396 (5) | C31—C32 | 1.385 (5) |
C10—C11 | 1.394 (6) | C31—H31 | 0.9300 |
C10—H10 | 0.9300 | C32—C33 | 1.373 (5) |
C11—C12 | 1.366 (6) | C32—H32 | 0.9300 |
C11—H11 | 0.9300 | C33—C34 | 1.384 (5) |
C12—C13 | 1.384 (5) | C33—N3 | 1.452 (4) |
C12—H12 | 0.9300 | C34—H34 | 0.9300 |
C13—C14 | 1.389 (5) | C35—N2 | 1.505 (3) |
C13—H13 | 0.9300 | C35—H35A | 0.9700 |
C14—C15 | 1.500 (4) | C35—H35B | 0.9700 |
C15—N1 | 1.512 (4) | C36—N1 | 1.502 (4) |
C15—H15A | 0.9700 | C36—H36A | 0.9700 |
C15—H15B | 0.9700 | C36—H36B | 0.9700 |
C16—N2 | 1.504 (4) | C37—C37' | 0.61 (2) |
C16—H16A | 0.9700 | C37—Cl3' | 1.460 (12) |
C16—H16B | 0.9700 | C37—Cl2' | 1.560 (12) |
C17—N1 | 1.503 (3) | C37—Cl3 | 1.702 (11) |
C17—C18 | 1.512 (4) | C37—Cl1 | 1.705 (11) |
C17—H17A | 0.9700 | C37—Cl2 | 1.788 (12) |
C17—H17B | 0.9700 | C37'—Cl3 | 1.36 (3) |
C18—O3 | 1.420 (4) | C37'—Cl2' | 1.71 (2) |
C18—H18A | 0.9700 | C37'—Cl1' | 1.72 (2) |
C18—H18B | 0.9700 | C37'—Cl3' | 1.75 (2) |
C19—O3 | 1.432 (4) | C37'—Cl1 | 1.78 (2) |
C19—C20 | 1.495 (5) | N3—O9 | 1.223 (4) |
C19—H19A | 0.9700 | N3—O10 | 1.231 (4) |
C19—H19B | 0.9700 | N4—O8 | 1.223 (4) |
C20—O4 | 1.433 (4) | N4—O7 | 1.226 (4) |
C20—H20A | 0.9700 | ||
O5—Cu1—O6 | 165.47 (10) | C25—C24—C23 | 121.5 (3) |
O5—Cu1—N2 | 89.60 (9) | C25—C24—H24 | 119.3 |
O6—Cu1—N2 | 94.16 (9) | C23—C24—H24 | 119.3 |
O5—Cu1—N1 | 92.40 (9) | C24—C25—C26 | 118.8 (3) |
O6—Cu1—N1 | 92.16 (9) | C24—C25—H25 | 120.6 |
N2—Cu1—N1 | 146.51 (9) | C26—C25—H25 | 120.6 |
C2—C1—C6 | 120.8 (3) | C25—C26—C27 | 121.3 (3) |
C2—C1—H1 | 119.6 | C25—C26—N4 | 119.0 (3) |
C6—C1—H1 | 119.6 | C27—C26—N4 | 119.7 (3) |
C1—C2—C3 | 119.5 (4) | C28—C27—C26 | 120.5 (3) |
C1—C2—H2 | 120.3 | C28—C27—H27 | 119.7 |
C3—C2—H2 | 120.3 | C26—C27—H27 | 119.7 |
C2—C3—C4 | 121.2 (4) | C27—C28—C23 | 119.2 (3) |
C2—C3—H3 | 119.4 | C27—C28—C36 | 119.9 (3) |
C4—C3—H3 | 119.4 | C23—C28—C36 | 120.8 (2) |
C3—C4—C5 | 118.2 (3) | C34—C29—C30 | 119.5 (3) |
C3—C4—C16 | 121.3 (3) | C34—C29—C35 | 120.9 (3) |
C5—C4—C16 | 120.3 (3) | C30—C29—C35 | 119.7 (3) |
O1—C5—C6 | 124.3 (3) | O6—C30—C31 | 119.9 (3) |
O1—C5—C4 | 114.9 (3) | O6—C30—C29 | 121.7 (3) |
C6—C5—C4 | 120.7 (3) | C31—C30—C29 | 118.4 (3) |
C1—C6—C5 | 119.5 (3) | C32—C31—C30 | 121.3 (3) |
C1—C6—H6 | 120.3 | C32—C31—H31 | 119.3 |
C5—C6—H6 | 120.3 | C30—C31—H31 | 119.3 |
O1—C7—C8 | 107.5 (3) | C33—C32—C31 | 119.1 (3) |
O1—C7—H7A | 110.2 | C33—C32—H32 | 120.5 |
C8—C7—H7A | 110.2 | C31—C32—H32 | 120.5 |
O1—C7—H7B | 110.2 | C32—C33—C34 | 121.4 (3) |
C8—C7—H7B | 110.2 | C32—C33—N3 | 119.8 (3) |
H7A—C7—H7B | 108.5 | C34—C33—N3 | 118.8 (3) |
O2—C8—C7 | 106.8 (3) | C33—C34—C29 | 120.3 (3) |
O2—C8—H8A | 110.4 | C33—C34—H34 | 119.9 |
C7—C8—H8A | 110.4 | C29—C34—H34 | 119.9 |
O2—C8—H8B | 110.4 | C29—C35—N2 | 112.7 (2) |
C7—C8—H8B | 110.4 | C29—C35—H35A | 109.1 |
H8A—C8—H8B | 108.6 | N2—C35—H35A | 109.1 |
O2—C9—C10 | 125.1 (3) | C29—C35—H35B | 109.1 |
O2—C9—C14 | 114.6 (3) | N2—C35—H35B | 109.1 |
C10—C9—C14 | 120.4 (3) | H35A—C35—H35B | 107.8 |
C9—C10—C11 | 118.9 (4) | N1—C36—C28 | 114.4 (2) |
C9—C10—H10 | 120.5 | N1—C36—H36A | 108.7 |
C11—C10—H10 | 120.5 | C28—C36—H36A | 108.7 |
C12—C11—C10 | 121.8 (4) | N1—C36—H36B | 108.7 |
C12—C11—H11 | 119.1 | C28—C36—H36B | 108.7 |
C10—C11—H11 | 119.1 | H36A—C36—H36B | 107.6 |
C11—C12—C13 | 118.7 (4) | C37'—C37—Cl3' | 109 (3) |
C11—C12—H12 | 120.7 | C37'—C37—Cl2' | 93 (3) |
C13—C12—H12 | 120.7 | Cl3'—C37—Cl2' | 133.9 (8) |
C12—C13—C14 | 121.6 (4) | C37'—C37—Cl3 | 47 (3) |
C12—C13—H13 | 119.2 | Cl3'—C37—Cl3 | 138.6 (8) |
C14—C13—H13 | 119.2 | Cl2'—C37—Cl3 | 46.2 (4) |
C13—C14—C9 | 118.6 (3) | C37'—C37—Cl1 | 87 (3) |
C13—C14—C15 | 121.2 (3) | Cl2'—C37—Cl1 | 133.2 (6) |
C9—C14—C15 | 120.1 (3) | Cl3—C37—Cl1 | 118.4 (7) |
C14—C15—N1 | 115.7 (2) | C37'—C37—Cl2 | 153 (3) |
C14—C15—H15A | 108.3 | Cl3'—C37—Cl2 | 88.9 (7) |
N1—C15—H15A | 108.3 | Cl2'—C37—Cl2 | 60.2 (5) |
C14—C15—H15B | 108.3 | Cl3—C37—Cl2 | 106.3 (6) |
N1—C15—H15B | 108.3 | Cl1—C37—Cl2 | 107.0 (6) |
H15A—C15—H15B | 107.4 | C37—C37'—Cl3 | 114 (3) |
N2—C16—C4 | 116.3 (2) | C37—C37'—Cl2' | 66 (2) |
N2—C16—H16A | 108.2 | Cl3—C37'—Cl2' | 48.0 (7) |
C4—C16—H16A | 108.2 | C37—C37'—Cl1' | 152 (3) |
N2—C16—H16B | 108.2 | Cl3—C37'—Cl1' | 70.0 (13) |
C4—C16—H16B | 108.2 | Cl2'—C37'—Cl1' | 111.5 (16) |
H16A—C16—H16B | 107.4 | C37—C37'—Cl3' | 52 (2) |
N1—C17—C18 | 115.9 (2) | Cl3—C37'—Cl3' | 143.3 (15) |
N1—C17—H17A | 108.3 | Cl2'—C37'—Cl3' | 106.9 (10) |
C18—C17—H17A | 108.3 | Cl1'—C37'—Cl3' | 107.1 (12) |
N1—C17—H17B | 108.3 | C37—C37'—Cl1 | 73 (3) |
C18—C17—H17B | 108.3 | Cl3—C37'—Cl1 | 136.9 (18) |
H17A—C17—H17B | 107.4 | Cl2'—C37'—Cl1 | 118.6 (10) |
O3—C18—C17 | 112.2 (2) | Cl1'—C37'—Cl1 | 85.7 (10) |
O3—C18—H18A | 109.2 | C36—N1—C17 | 109.0 (2) |
C17—C18—H18A | 109.2 | C36—N1—C15 | 105.9 (2) |
O3—C18—H18B | 109.2 | C17—N1—C15 | 108.3 (2) |
C17—C18—H18B | 109.2 | C36—N1—Cu1 | 107.17 (16) |
H18A—C18—H18B | 107.9 | C17—N1—Cu1 | 110.15 (16) |
O3—C19—C20 | 113.2 (3) | C15—N1—Cu1 | 116.07 (17) |
O3—C19—H19A | 108.9 | C22—N2—C16 | 107.6 (2) |
C20—C19—H19A | 108.9 | C22—N2—C35 | 109.0 (2) |
O3—C19—H19B | 108.9 | C16—N2—C35 | 106.1 (2) |
C20—C19—H19B | 108.9 | C22—N2—Cu1 | 111.25 (18) |
H19A—C19—H19B | 107.8 | C16—N2—Cu1 | 116.04 (17) |
O4—C20—C19 | 112.6 (3) | C35—N2—Cu1 | 106.49 (17) |
O4—C20—H20A | 109.1 | O9—N3—O10 | 122.4 (3) |
C19—C20—H20A | 109.1 | O9—N3—C33 | 118.7 (3) |
O4—C20—H20B | 109.1 | O10—N3—C33 | 119.0 (3) |
C19—C20—H20B | 109.1 | O8—N4—O7 | 121.9 (3) |
H20A—C20—H20B | 107.8 | O8—N4—C26 | 119.2 (3) |
O4—C21—C22 | 112.8 (3) | O7—N4—C26 | 118.8 (3) |
O4—C21—H21A | 109.0 | C5—O1—C7 | 117.8 (2) |
C22—C21—H21A | 109.0 | C9—O2—C8 | 118.1 (3) |
O4—C21—H21B | 109.0 | C18—O3—C19 | 114.2 (2) |
C22—C21—H21B | 109.0 | C21—O4—C20 | 114.6 (3) |
H21A—C21—H21B | 107.8 | C23—O5—Cu1 | 131.38 (19) |
N2—C22—C21 | 117.1 (3) | C30—O6—Cu1 | 126.55 (19) |
N2—C22—H22A | 108.0 | Cl3'—Cl1—C37 | 57.5 (9) |
C21—C22—H22A | 108.0 | Cl3'—Cl1—C37' | 77.0 (11) |
N2—C22—H22B | 108.0 | Cl3'—Cl1—Cl1' | 122.8 (10) |
C21—C22—H22B | 108.0 | C37—Cl1—Cl1' | 65.3 (5) |
H22A—C22—H22B | 107.3 | C37'—Cl1—Cl1' | 46.1 (8) |
O5—C23—C24 | 119.1 (3) | C37'—Cl1'—Cl3 | 45.6 (8) |
O5—C23—C28 | 122.3 (3) | C37'—Cl1'—Cl1 | 48.2 (8) |
C24—C23—C28 | 118.6 (3) | ||
C6—C1—C2—C3 | −1.2 (6) | Cl2'—C37—C37'—Cl3' | −138.8 (15) |
C1—C2—C3—C4 | −0.4 (6) | Cl3—C37—C37'—Cl3' | −140.0 (16) |
C2—C3—C4—C5 | 1.1 (5) | Cl1—C37—C37'—Cl3' | −5.6 (12) |
C2—C3—C4—C16 | 177.0 (3) | Cl2—C37—C37'—Cl3' | −128 (7) |
C3—C4—C5—O1 | 179.4 (3) | Cl3'—C37—C37'—Cl1 | 5.6 (12) |
C16—C4—C5—O1 | 3.4 (4) | Cl2'—C37—C37'—Cl1 | −133.1 (6) |
C3—C4—C5—C6 | −0.2 (5) | Cl3—C37—C37'—Cl1 | −134 (2) |
C16—C4—C5—C6 | −176.2 (3) | Cl2—C37—C37'—Cl1 | −123 (6) |
C2—C1—C6—C5 | 2.1 (6) | C28—C36—N1—C17 | −177.0 (2) |
O1—C5—C6—C1 | 179.1 (3) | C28—C36—N1—C15 | −60.7 (3) |
C4—C5—C6—C1 | −1.4 (5) | C28—C36—N1—Cu1 | 63.8 (3) |
O1—C7—C8—O2 | 72.7 (3) | C18—C17—N1—C36 | −68.8 (3) |
O2—C9—C10—C11 | −178.0 (3) | C18—C17—N1—C15 | 176.5 (2) |
C14—C9—C10—C11 | 0.5 (5) | C18—C17—N1—Cu1 | 48.6 (3) |
C9—C10—C11—C12 | 0.0 (6) | C14—C15—N1—C36 | −171.3 (2) |
C10—C11—C12—C13 | −0.1 (6) | C14—C15—N1—C17 | −54.4 (3) |
C11—C12—C13—C14 | −0.2 (6) | C14—C15—N1—Cu1 | 70.0 (3) |
C12—C13—C14—C9 | 0.7 (5) | O5—Cu1—N1—C36 | −36.01 (18) |
C12—C13—C14—C15 | 177.1 (3) | O6—Cu1—N1—C36 | 157.78 (17) |
O2—C9—C14—C13 | 177.8 (3) | N2—Cu1—N1—C36 | 56.9 (2) |
C10—C9—C14—C13 | −0.9 (5) | O5—Cu1—N1—C17 | −154.52 (19) |
O2—C9—C14—C15 | 1.4 (4) | O6—Cu1—N1—C17 | 39.28 (19) |
C10—C9—C14—C15 | −177.3 (3) | N2—Cu1—N1—C17 | −61.6 (3) |
C13—C14—C15—N1 | 101.8 (3) | O5—Cu1—N1—C15 | 82.01 (19) |
C9—C14—C15—N1 | −81.9 (3) | O6—Cu1—N1—C15 | −84.20 (19) |
C3—C4—C16—N2 | 100.6 (3) | N2—Cu1—N1—C15 | 174.92 (17) |
C5—C4—C16—N2 | −83.6 (4) | C21—C22—N2—C16 | 172.5 (3) |
N1—C17—C18—O3 | 76.9 (3) | C21—C22—N2—C35 | −72.8 (3) |
O3—C19—C20—O4 | −70.6 (4) | C21—C22—N2—Cu1 | 44.3 (3) |
O4—C21—C22—N2 | 72.0 (4) | C4—C16—N2—C22 | −61.8 (3) |
O5—C23—C24—C25 | −177.4 (3) | C4—C16—N2—C35 | −178.4 (3) |
C28—C23—C24—C25 | 1.8 (5) | C4—C16—N2—Cu1 | 63.5 (3) |
C23—C24—C25—C26 | 0.4 (5) | C29—C35—N2—C22 | −175.1 (2) |
C24—C25—C26—C27 | −2.4 (5) | C29—C35—N2—C16 | −59.4 (3) |
C24—C25—C26—N4 | 178.1 (3) | C29—C35—N2—Cu1 | 64.8 (3) |
C25—C26—C27—C28 | 2.0 (5) | O5—Cu1—N2—C22 | 46.72 (19) |
N4—C26—C27—C28 | −178.5 (3) | O6—Cu1—N2—C22 | −147.32 (19) |
C26—C27—C28—C23 | 0.3 (4) | N1—Cu1—N2—C22 | −47.0 (3) |
C26—C27—C28—C36 | 176.7 (3) | O5—Cu1—N2—C16 | −76.8 (2) |
O5—C23—C28—C27 | 177.0 (3) | O6—Cu1—N2—C16 | 89.2 (2) |
C24—C23—C28—C27 | −2.2 (4) | N1—Cu1—N2—C16 | −170.52 (18) |
O5—C23—C28—C36 | 0.6 (4) | O5—Cu1—N2—C35 | 165.42 (18) |
C24—C23—C28—C36 | −178.5 (3) | O6—Cu1—N2—C35 | −28.63 (18) |
C34—C29—C30—O6 | −179.8 (3) | N1—Cu1—N2—C35 | 71.7 (2) |
C35—C29—C30—O6 | 0.7 (4) | C32—C33—N3—O9 | 175.3 (4) |
C34—C29—C30—C31 | 2.0 (4) | C34—C33—N3—O9 | −4.1 (5) |
C35—C29—C30—C31 | −177.5 (3) | C32—C33—N3—O10 | −3.8 (5) |
O6—C30—C31—C32 | −178.8 (3) | C34—C33—N3—O10 | 176.8 (4) |
C29—C30—C31—C32 | −0.5 (5) | C25—C26—N4—O8 | 177.0 (4) |
C30—C31—C32—C33 | −1.0 (6) | C27—C26—N4—O8 | −2.5 (5) |
C31—C32—C33—C34 | 1.0 (6) | C25—C26—N4—O7 | −4.7 (5) |
C31—C32—C33—N3 | −178.4 (3) | C27—C26—N4—O7 | 175.8 (3) |
C32—C33—C34—C29 | 0.5 (5) | C6—C5—O1—C7 | 1.6 (4) |
N3—C33—C34—C29 | 179.9 (3) | C4—C5—O1—C7 | −178.0 (3) |
C30—C29—C34—C33 | −2.0 (4) | C8—C7—O1—C5 | −177.3 (3) |
C35—C29—C34—C33 | 177.5 (3) | C10—C9—O2—C8 | 2.4 (5) |
C34—C29—C35—N2 | 122.6 (3) | C14—C9—O2—C8 | −176.2 (3) |
C30—C29—C35—N2 | −57.9 (4) | C7—C8—O2—C9 | 173.4 (3) |
C27—C28—C36—N1 | 133.4 (3) | C17—C18—O3—C19 | −176.8 (3) |
C23—C28—C36—N1 | −50.3 (4) | C20—C19—O3—C18 | 103.1 (3) |
Cl3'—C37—C37'—Cl3 | 140.0 (16) | C22—C21—O4—C20 | 178.1 (3) |
Cl2'—C37—C37'—Cl3 | 1 (3) | C19—C20—O4—C21 | 112.7 (4) |
Cl1—C37—C37'—Cl3 | 134 (2) | C24—C23—O5—Cu1 | −156.6 (2) |
Cl2—C37—C37'—Cl3 | 12 (8) | C28—C23—O5—Cu1 | 24.3 (5) |
Cl3'—C37—C37'—Cl2' | 138.8 (15) | O6—Cu1—O5—C23 | 103.5 (4) |
Cl3—C37—C37'—Cl2' | −1 (3) | N2—Cu1—O5—C23 | −151.3 (3) |
Cl1—C37—C37'—Cl2' | 133.1 (6) | N1—Cu1—O5—C23 | −4.7 (3) |
Cl2—C37—C37'—Cl2' | 11 (5) | C31—C30—O6—Cu1 | −144.3 (3) |
Cl3'—C37—C37'—Cl1' | 48 (8) | C29—C30—O6—Cu1 | 37.4 (4) |
Cl2'—C37—C37'—Cl1' | −91 (7) | O5—Cu1—O6—C30 | 84.9 (4) |
Cl3—C37—C37'—Cl1' | −92 (7) | N2—Cu1—O6—C30 | −19.7 (3) |
Cl1—C37—C37'—Cl1' | 42 (7) | N1—Cu1—O6—C30 | −166.8 (3) |
Cl2—C37—C37'—Cl1' | −80 (10) |
Experimental details
Crystal data | |
Chemical formula | C36H38CuN4O10·CHCl3 |
Mr | 869.61 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 12.055 (3), 12.819 (4), 13.409 (4) |
α, β, γ (°) | 82.532 (12), 82.378 (11), 71.364 (9) |
V (Å3) | 1937.7 (10) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.83 |
Crystal size (mm) | 0.23 × 0.22 × 0.15 |
Data collection | |
Diffractometer | Rigaku R-AXIS RAPID |
Absorption correction | Multi-scan (ABSCOR; Higashi, 1995) |
Tmin, Tmax | 0.826, 0.883 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 18759, 8707, 6756 |
Rint | 0.027 |
(sin θ/λ)max (Å−1) | 0.648 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.056, 0.148, 1.07 |
No. of reflections | 8707 |
No. of parameters | 527 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.33, −1.04 |
Computer programs: PROCESS-AUTO (Rigaku Corporation, 1998), PROCESS-AUTO, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL-Plus (Sheldrick, 1990), SHELXL97.
Cu1—O5 | 1.874 (2) | Cu1—N2 | 2.144 (2) |
Cu1—O6 | 1.878 (2) | Cu1—N1 | 2.147 (2) |
O5—Cu1—O6 | 165.47 (10) | O5—Cu1—N1 | 92.40 (9) |
O5—Cu1—N2 | 89.60 (9) | O6—Cu1—N1 | 92.16 (9) |
O6—Cu1—N2 | 94.16 (9) | N2—Cu1—N1 | 146.51 (9) |
In the last few decades, the modification of the macrocycles to control and tune properties of coordinated metal centers has been the subject of much interest (Meyerstein, 1990). We are involved in studies of oxaaza-macrocycles and their metal coordination compounds (Ma et al., 2005). In this paper, we report the preparation and crystal structure of the title macrocyclic complex of CuII.
In the reported crystal structure, the CuII atom is four-coordinated by two phenolate O atoms and two N atoms from the macrocyclic ligand forming a distorted square planar coordination geometry (Fig. 1). The title molecule has an approximate C2 symmetry. The geometry around the Cu atom is normal (Ma & Zhu, 2002). The chloroform molecule is disordered.