In the title compound, [Cu3(C10H13N2O2)2Cl(ClO4)3(H2O)3]·2H2O, the Cu atoms exhibit octahedral, square-pyramidal and square-planar coordination environments, and they are linked by carboxylate groups to form a trinuclear structure. The five water molecules participate in intra- and intermolecular hydrogen bonding.
Supporting information
CCDC reference: 605165
Key indicators
- Single-crystal X-ray study
- T = 233 K
- Mean (C-C) = 0.005 Å
- Disorder in main residue
- R factor = 0.040
- wR factor = 0.103
- Data-to-parameter ratio = 17.8
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT093_ALERT_1_A No su's on H-atoms, but refinement reported as . mixed
PLAT220_ALERT_2_A Large Non-Solvent O Ueq(max)/Ueq(min) ... 5.39 Ratio
| Author Response: maybe due to the librational and rotational behavior of the
perpheral perchlorate molecules. In fact, O14 atom in a perchlorate molecule
is disordered over two positions with site-occupation factors 0.36 and 0.64,
respectively.
|
Alert level B
PLAT222_ALERT_3_B Large Non-Solvent H Ueq(max)/Ueq(min) ... 5.00 Ratio
PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for O13
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for Cl4
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 3.37
PLAT223_ALERT_4_C Large Solvent/Anion H Ueq(max)/Ueq(min) ... 3.33 Ratio
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O8
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O11
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Cl2
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Cl3
PLAT301_ALERT_3_C Main Residue Disorder ......................... 2.00 Perc.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 17
2 ALERT level A = In general: serious problem
3 ALERT level B = Potentially serious problem
9 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
8 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1999); cell refinement: SMART; data reduction: SAINT-Plus (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
triaquachlorotriperchloratobis[µ
2-3-
(2-pyridylmethylamino)butyrato]tricopper(II) dihydrate
top
Crystal data top
[Cu3(C10H13N2O2)2Cl(ClO4)3(H2O)3]·2H2O | Z = 2 |
Mr = 1000.95 | F(000) = 1014 |
Triclinic, P1 | Dx = 1.895 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.2569 (7) Å | Cell parameters from 6978 reflections |
b = 12.6338 (9) Å | θ = 2.2–27.9° |
c = 15.3446 (11) Å | µ = 2.20 mm−1 |
α = 82.383 (1)° | T = 233 K |
β = 82.779 (1)° | Rod, blue |
γ = 82.824 (1)° | 0.36 × 0.15 × 0.09 mm |
V = 1753.9 (2) Å3 | |
Data collection top
Bruker SMART 1000 CCD area-detector diffractometer | 8694 independent reflections |
Radiation source: fine-focus sealed tube | 6333 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.031 |
φ and ω scans | θmax = 28.3°, θmin = 1.4° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→12 |
Tmin = 0.504, Tmax = 0.825 | k = −16→16 |
23452 measured reflections | l = −20→20 |
Refinement top
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)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.103 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0429P)2 + 2.5286P] where P = (Fo2 + 2Fc2)/3 |
8694 reflections | (Δ/σ)max = 0.001 |
488 parameters | Δρmax = 1.87 e Å−3 |
0 restraints | Δρmin = −0.55 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Cu1 | 0.01298 (4) | 0.25583 (3) | 0.30367 (2) | 0.02148 (10) | |
Cu2 | 0.28690 (5) | 0.50620 (3) | 0.13620 (3) | 0.02696 (11) | |
Cu3 | 0.41825 (4) | 0.67191 (3) | 0.26064 (3) | 0.02440 (10) | |
Cl1 | 0.27862 (11) | 0.53820 (8) | 0.31867 (6) | 0.0384 (2) | |
Cl2 | 0.37478 (9) | 0.12005 (7) | 0.24899 (5) | 0.03195 (19) | |
Cl3 | −0.23333 (10) | 0.49732 (7) | 0.31085 (6) | 0.0338 (2) | |
Cl4 | 0.07536 (11) | 0.86811 (8) | 0.21656 (7) | 0.0446 (2) | |
O1 | 0.1168 (2) | 0.34406 (18) | 0.20973 (14) | 0.0247 (5) | |
O2 | 0.2097 (3) | 0.40104 (19) | 0.07644 (15) | 0.0288 (5) | |
O3 | 0.3864 (3) | 0.63512 (19) | 0.14574 (15) | 0.0291 (5) | |
O4 | 0.4077 (3) | 0.6307 (2) | 0.00336 (16) | 0.0397 (6) | |
O5 | 0.4656 (3) | 0.0235 (2) | 0.2764 (2) | 0.0482 (7) | |
O6 | 0.3726 (4) | 0.1346 (3) | 0.15626 (19) | 0.0658 (10) | |
O7 | 0.4325 (3) | 0.2125 (3) | 0.2735 (2) | 0.0537 (8) | |
O8 | 0.2301 (3) | 0.1156 (2) | 0.29352 (19) | 0.0447 (7) | |
O9 | −0.2907 (4) | 0.5127 (3) | 0.3993 (2) | 0.0609 (9) | |
O10 | −0.0971 (3) | 0.5411 (3) | 0.2912 (2) | 0.0587 (8) | |
O11 | −0.2125 (3) | 0.3854 (2) | 0.2997 (2) | 0.0481 (7) | |
O12 | −0.3342 (3) | 0.5502 (2) | 0.24989 (19) | 0.0453 (7) | |
O13 | 0.2030 (4) | 0.8240 (3) | 0.2558 (3) | 0.0762 (12) | |
O14 | 0.005 (3) | 0.774 (2) | 0.2154 (13) | 0.079 (7) | 0.36 |
O14' | 0.0127 (16) | 0.7968 (12) | 0.1721 (6) | 0.069 (3) | 0.64 |
O15 | 0.1210 (7) | 0.9443 (5) | 0.1427 (4) | 0.133 (2) | |
O16 | −0.0238 (4) | 0.9254 (3) | 0.2757 (3) | 0.0683 (10) | |
N1 | −0.0976 (3) | 0.1651 (2) | 0.39768 (18) | 0.0246 (6) | |
N2 | −0.0742 (3) | 0.1762 (2) | 0.22308 (17) | 0.0219 (5) | |
HN2 | −0.0143 | 0.1130 | 0.2181 | 0.026* | |
N3 | 0.5349 (3) | 0.7939 (2) | 0.20661 (19) | 0.0300 (6) | |
HN3 | 0.4699 | 0.8547 | 0.2117 | 0.036* | |
N4 | 0.4762 (3) | 0.7073 (2) | 0.37173 (18) | 0.0253 (6) | |
C1 | −0.0831 (4) | 0.1465 (3) | 0.4845 (2) | 0.0306 (8) | |
H1 | −0.0089 | 0.1768 | 0.5060 | 0.037* | |
C2 | −0.1720 (5) | 0.0853 (3) | 0.5432 (2) | 0.0384 (9) | |
H2 | −0.1591 | 0.0738 | 0.6036 | 0.046* | |
C3 | −0.2817 (4) | 0.0405 (3) | 0.5115 (3) | 0.0388 (9) | |
H3 | −0.3443 | −0.0020 | 0.5502 | 0.047* | |
C4 | −0.2975 (4) | 0.0591 (3) | 0.4227 (3) | 0.0349 (8) | |
H4 | −0.3715 | 0.0297 | 0.4001 | 0.042* | |
C5 | −0.2034 (3) | 0.1217 (3) | 0.3666 (2) | 0.0244 (7) | |
C6 | −0.2156 (4) | 0.1467 (3) | 0.2698 (2) | 0.0266 (7) | |
H6A | −0.2424 | 0.0839 | 0.2469 | 0.032* | |
H6B | −0.2924 | 0.2063 | 0.2595 | 0.032* | |
C7 | −0.0862 (4) | 0.2297 (3) | 0.1312 (2) | 0.0268 (7) | |
H7 | −0.1516 | 0.2976 | 0.1348 | 0.032* | |
C8 | −0.1514 (5) | 0.1611 (3) | 0.0749 (2) | 0.0405 (9) | |
H8A | −0.2471 | 0.1446 | 0.1030 | 0.061* | |
H8B | −0.0875 | 0.0948 | 0.0692 | 0.061* | |
H8C | −0.1609 | 0.2002 | 0.0168 | 0.061* | |
C9 | 0.0635 (4) | 0.2573 (3) | 0.0877 (2) | 0.0291 (7) | |
H9A | 0.1307 | 0.1909 | 0.0887 | 0.035* | |
H9B | 0.0547 | 0.2846 | 0.0256 | 0.035* | |
C10 | 0.1312 (3) | 0.3379 (2) | 0.1283 (2) | 0.0222 (6) | |
C11 | 0.4256 (4) | 0.6776 (3) | 0.0656 (2) | 0.0309 (8) | |
C12 | 0.4780 (5) | 0.7874 (4) | 0.0546 (3) | 0.0460 (10) | |
H12A | 0.5178 | 0.8039 | −0.0073 | 0.055* | |
H12B | 0.3930 | 0.8401 | 0.0662 | 0.055* | |
C13 | 0.5914 (5) | 0.8023 (3) | 0.1118 (2) | 0.0395 (9) | |
H13 | 0.6704 | 0.7425 | 0.1049 | 0.047* | |
C14 | 0.6606 (5) | 0.9063 (3) | 0.0802 (3) | 0.0424 (10) | |
H14A | 0.7355 | 0.9128 | 0.1174 | 0.064* | |
H14B | 0.5857 | 0.9670 | 0.0836 | 0.064* | |
H14C | 0.7043 | 0.9049 | 0.0194 | 0.064* | |
C15 | 0.6440 (4) | 0.8024 (3) | 0.2651 (2) | 0.0334 (8) | |
H15A | 0.6655 | 0.8771 | 0.2600 | 0.040* | |
H15B | 0.7348 | 0.7580 | 0.2474 | 0.040* | |
C16 | 0.5898 (4) | 0.7661 (3) | 0.3588 (2) | 0.0275 (7) | |
C17 | 0.6580 (4) | 0.7878 (3) | 0.4288 (3) | 0.0365 (9) | |
H17 | 0.7381 | 0.8286 | 0.4186 | 0.044* | |
C18 | 0.6069 (5) | 0.7487 (3) | 0.5135 (3) | 0.0434 (10) | |
H18 | 0.6518 | 0.7626 | 0.5617 | 0.052* | |
C19 | 0.4907 (5) | 0.6897 (3) | 0.5272 (3) | 0.0411 (9) | |
H19 | 0.4543 | 0.6631 | 0.5848 | 0.049* | |
C20 | 0.4269 (4) | 0.6693 (3) | 0.4545 (2) | 0.0342 (8) | |
H20 | 0.3475 | 0.6280 | 0.4636 | 0.041* | |
OW1 | 0.0964 (3) | 0.3344 (2) | 0.38428 (16) | 0.0325 (6) | |
HW1A | 0.0690 | 0.3420 | 0.4372 | 0.055 (14)* | |
HW1B | 0.1519 | 0.3817 | 0.3649 | 0.085 (19)* | |
OW2 | 0.4638 (3) | 0.4089 (2) | 0.15559 (16) | 0.0330 (6) | |
HW2A | 0.5119 | 0.3824 | 0.1134 | 0.043 (12)* | |
HW2B | 0.4448 | 0.3475 | 0.2005 | 0.13 (3)* | |
OW3 | 0.1073 (3) | 0.5997 (2) | 0.12169 (17) | 0.0351 (6) | |
HW3A | 0.0958 | 0.6594 | 0.1454 | 0.071 (17)* | |
HW3B | 0.0267 | 0.5646 | 0.1232 | 0.075 (17)* | |
OW4 | −0.1294 (3) | 0.5147 (3) | 0.09029 (19) | 0.0514 (8) | |
HW4A | −0.1928 | 0.5132 | 0.1432 | 0.055 (14)* | |
HW4B | −0.1658 | 0.5357 | 0.0331 | 0.14 (3)* | |
OW5 | 0.0121 (4) | 0.3673 (3) | 0.5520 (2) | 0.0634 (9) | |
HW5A | 0.0806 | 0.3990 | 0.5665 | 0.069 (17)* | |
HW5B | −0.0733 | 0.4156 | 0.5567 | 0.23 (5)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0228 (2) | 0.0224 (2) | 0.02024 (19) | −0.00696 (15) | −0.00332 (15) | −0.00104 (15) |
Cu2 | 0.0277 (2) | 0.0269 (2) | 0.0279 (2) | −0.00982 (17) | −0.00084 (16) | −0.00493 (17) |
Cu3 | 0.0260 (2) | 0.0264 (2) | 0.0221 (2) | −0.01029 (16) | −0.00086 (15) | −0.00269 (15) |
Cl1 | 0.0457 (5) | 0.0399 (5) | 0.0319 (5) | −0.0242 (4) | 0.0033 (4) | −0.0019 (4) |
Cl2 | 0.0230 (4) | 0.0416 (5) | 0.0273 (4) | 0.0026 (3) | −0.0017 (3) | 0.0035 (4) |
Cl3 | 0.0333 (5) | 0.0258 (4) | 0.0410 (5) | 0.0013 (3) | −0.0033 (4) | −0.0046 (4) |
Cl4 | 0.0353 (5) | 0.0421 (5) | 0.0602 (6) | 0.0057 (4) | −0.0119 (4) | −0.0227 (5) |
O1 | 0.0278 (12) | 0.0261 (12) | 0.0215 (11) | −0.0100 (10) | −0.0029 (9) | −0.0013 (9) |
O2 | 0.0353 (13) | 0.0296 (13) | 0.0228 (12) | −0.0136 (10) | −0.0011 (10) | −0.0004 (10) |
O3 | 0.0364 (13) | 0.0299 (13) | 0.0240 (12) | −0.0155 (11) | −0.0030 (10) | −0.0032 (10) |
O4 | 0.0473 (16) | 0.0497 (16) | 0.0250 (13) | −0.0175 (13) | 0.0025 (11) | −0.0097 (12) |
O5 | 0.0344 (15) | 0.0472 (17) | 0.0564 (18) | 0.0165 (13) | −0.0082 (13) | 0.0007 (14) |
O6 | 0.069 (2) | 0.096 (3) | 0.0287 (16) | 0.001 (2) | −0.0077 (15) | −0.0014 (16) |
O7 | 0.0440 (17) | 0.0532 (19) | 0.065 (2) | −0.0082 (14) | −0.0128 (15) | −0.0007 (16) |
O8 | 0.0260 (13) | 0.0406 (16) | 0.0581 (18) | 0.0032 (12) | 0.0066 (12) | 0.0110 (13) |
O9 | 0.085 (2) | 0.054 (2) | 0.0380 (17) | 0.0081 (18) | 0.0027 (16) | −0.0069 (14) |
O10 | 0.0516 (19) | 0.062 (2) | 0.068 (2) | −0.0243 (16) | −0.0123 (16) | −0.0036 (17) |
O11 | 0.0443 (16) | 0.0267 (14) | 0.072 (2) | 0.0053 (12) | −0.0042 (14) | −0.0137 (14) |
O12 | 0.0467 (17) | 0.0444 (16) | 0.0437 (16) | 0.0098 (13) | −0.0127 (13) | −0.0078 (13) |
O13 | 0.048 (2) | 0.087 (3) | 0.095 (3) | 0.0313 (19) | −0.0294 (19) | −0.036 (2) |
O14 | 0.037 (6) | 0.070 (13) | 0.142 (19) | −0.011 (7) | 0.007 (13) | −0.070 (14) |
O14' | 0.059 (6) | 0.067 (6) | 0.092 (7) | 0.000 (4) | −0.026 (6) | −0.043 (6) |
O15 | 0.165 (5) | 0.127 (5) | 0.095 (4) | −0.023 (4) | 0.002 (4) | 0.025 (3) |
O16 | 0.0444 (18) | 0.067 (2) | 0.097 (3) | 0.0159 (16) | −0.0073 (18) | −0.044 (2) |
N1 | 0.0263 (14) | 0.0227 (14) | 0.0242 (14) | −0.0040 (11) | −0.0012 (11) | −0.0004 (11) |
N2 | 0.0200 (13) | 0.0207 (13) | 0.0253 (14) | −0.0034 (10) | −0.0041 (10) | −0.0009 (10) |
N3 | 0.0301 (15) | 0.0330 (16) | 0.0278 (15) | −0.0124 (13) | −0.0032 (12) | 0.0011 (12) |
N4 | 0.0242 (14) | 0.0249 (14) | 0.0268 (14) | −0.0001 (11) | −0.0028 (11) | −0.0049 (11) |
C1 | 0.038 (2) | 0.0267 (18) | 0.0275 (18) | −0.0063 (15) | −0.0061 (15) | 0.0002 (14) |
C2 | 0.051 (2) | 0.037 (2) | 0.0238 (18) | −0.0038 (18) | 0.0015 (16) | 0.0012 (15) |
C3 | 0.042 (2) | 0.037 (2) | 0.035 (2) | −0.0115 (17) | 0.0058 (17) | 0.0045 (16) |
C4 | 0.0289 (19) | 0.034 (2) | 0.041 (2) | −0.0088 (15) | 0.0000 (15) | 0.0011 (16) |
C5 | 0.0209 (16) | 0.0202 (16) | 0.0308 (17) | −0.0016 (12) | 0.0002 (13) | −0.0020 (13) |
C6 | 0.0218 (16) | 0.0269 (17) | 0.0319 (18) | −0.0074 (13) | −0.0024 (13) | −0.0022 (14) |
C7 | 0.0305 (18) | 0.0264 (17) | 0.0252 (16) | −0.0097 (14) | −0.0085 (13) | 0.0019 (13) |
C8 | 0.051 (2) | 0.045 (2) | 0.032 (2) | −0.0250 (19) | −0.0139 (17) | −0.0002 (17) |
C9 | 0.0369 (19) | 0.0309 (18) | 0.0220 (16) | −0.0137 (15) | −0.0030 (14) | −0.0039 (14) |
C10 | 0.0219 (15) | 0.0195 (15) | 0.0248 (16) | −0.0020 (12) | −0.0037 (12) | −0.0010 (12) |
C11 | 0.0297 (18) | 0.039 (2) | 0.0256 (17) | −0.0112 (15) | 0.0005 (14) | −0.0046 (15) |
C12 | 0.056 (3) | 0.051 (3) | 0.033 (2) | −0.028 (2) | −0.0023 (18) | 0.0039 (18) |
C13 | 0.051 (2) | 0.038 (2) | 0.0306 (19) | −0.0202 (18) | 0.0040 (17) | −0.0018 (16) |
C14 | 0.054 (3) | 0.035 (2) | 0.040 (2) | −0.0235 (19) | 0.0048 (18) | −0.0003 (17) |
C15 | 0.0323 (19) | 0.0313 (19) | 0.039 (2) | −0.0133 (15) | −0.0043 (15) | −0.0040 (15) |
C16 | 0.0260 (17) | 0.0218 (16) | 0.0354 (19) | 0.0011 (13) | −0.0061 (14) | −0.0069 (14) |
C17 | 0.036 (2) | 0.032 (2) | 0.047 (2) | −0.0020 (16) | −0.0160 (17) | −0.0129 (17) |
C18 | 0.046 (2) | 0.051 (2) | 0.037 (2) | 0.003 (2) | −0.0176 (18) | −0.0138 (19) |
C19 | 0.051 (2) | 0.046 (2) | 0.0279 (19) | −0.0005 (19) | −0.0076 (17) | −0.0080 (17) |
C20 | 0.0326 (19) | 0.040 (2) | 0.0293 (19) | −0.0053 (16) | −0.0030 (15) | −0.0029 (16) |
OW1 | 0.0382 (14) | 0.0392 (14) | 0.0239 (13) | −0.0193 (12) | −0.0024 (10) | −0.0049 (10) |
OW2 | 0.0314 (13) | 0.0397 (15) | 0.0284 (13) | −0.0027 (11) | −0.0012 (10) | −0.0087 (11) |
OW3 | 0.0323 (14) | 0.0291 (13) | 0.0448 (15) | −0.0048 (11) | −0.0035 (11) | −0.0075 (11) |
OW4 | 0.0509 (18) | 0.070 (2) | 0.0358 (16) | −0.0132 (16) | −0.0133 (14) | −0.0005 (14) |
OW5 | 0.062 (2) | 0.085 (3) | 0.050 (2) | −0.017 (2) | 0.0038 (16) | −0.0364 (18) |
Geometric parameters (Å, º) top
Cu1—O1 | 1.933 (2) | C2—C3 | 1.389 (6) |
Cu1—OW1 | 1.967 (2) | C2—H2 | 0.9400 |
Cu1—N1 | 1.981 (3) | C3—C4 | 1.375 (5) |
Cu1—N2 | 1.994 (3) | C3—H3 | 0.9400 |
Cu1—O8 | 2.511 (3) | C4—C5 | 1.389 (5) |
Cu1—O11 | 2.488 (3) | C4—H4 | 0.9400 |
Cu2—OW3 | 1.935 (3) | C5—C6 | 1.493 (5) |
Cu2—OW2 | 1.951 (3) | C6—H6A | 0.9800 |
Cu2—O2 | 1.960 (2) | C6—H6B | 0.9800 |
Cu2—O3 | 1.998 (2) | C7—C9 | 1.521 (5) |
Cu3—O3 | 1.948 (2) | C7—C8 | 1.523 (5) |
Cu3—N4 | 1.971 (3) | C7—H7 | 0.9900 |
Cu3—N3 | 2.020 (3) | C8—H8A | 0.9700 |
Cu3—Cl1 | 2.2747 (9) | C8—H8B | 0.9700 |
Cu3—O13 | 2.591 (3) | C8—H8C | 0.9700 |
Cu1—Cu2 | 4.6097 (6) | C9—C10 | 1.498 (4) |
Cu2—Cu3 | 3.4332 (6) | C9—H9A | 0.9800 |
Cu1—Cu3 | 6.7474 (6) | C9—H9B | 0.9800 |
Cl2—O6 | 1.413 (3) | C11—C12 | 1.508 (5) |
Cl2—O8 | 1.429 (3) | C12—C13 | 1.494 (6) |
Cl2—O5 | 1.438 (3) | C12—H12A | 0.9800 |
Cl2—O7 | 1.454 (3) | C12—H12B | 0.9800 |
Cl3—O10 | 1.422 (3) | C13—C14 | 1.528 (5) |
Cl3—O9 | 1.422 (3) | C13—H13 | 0.9900 |
Cl3—O11 | 1.432 (3) | C14—H14A | 0.9700 |
Cl3—O12 | 1.446 (3) | C14—H14B | 0.9700 |
Cl4—O16 | 1.410 (3) | C14—H14C | 0.9700 |
Cl4—O13 | 1.412 (3) | C15—C16 | 1.493 (5) |
Cl4—O14' | 1.417 (14) | C15—H15A | 0.9800 |
Cl4—O14 | 1.42 (2) | C15—H15B | 0.9800 |
Cl4—O15 | 1.442 (5) | C16—C17 | 1.386 (5) |
O1—C10 | 1.252 (4) | C17—C18 | 1.375 (6) |
O2—C10 | 1.276 (4) | C17—H17 | 0.9400 |
O3—C11 | 1.301 (4) | C18—C19 | 1.363 (6) |
O4—C11 | 1.227 (4) | C18—H18 | 0.9400 |
O14—O14' | 0.69 (2) | C19—C20 | 1.393 (5) |
N1—C1 | 1.343 (4) | C19—H19 | 0.9400 |
N1—C5 | 1.345 (4) | C20—H20 | 0.9400 |
N2—C6 | 1.477 (4) | OW1—HW1A | 0.834 |
N2—C7 | 1.491 (4) | OW1—HW1B | 0.837 |
N2—HN2 | 0.9200 | OW2—HW2A | 0.823 |
N3—C15 | 1.455 (5) | OW2—HW2B | 0.984 |
N3—C13 | 1.477 (5) | OW3—HW3A | 0.869 |
N3—HN3 | 0.9200 | OW3—HW3B | 0.911 |
N4—C20 | 1.341 (4) | OW4—HW4A | 0.940 |
N4—C16 | 1.343 (4) | OW4—HW4B | 0.972 |
C1—C2 | 1.369 (5) | OW5—HW5A | 0.858 |
C1—H1 | 0.9400 | OW5—HW5B | 0.938 |
| | | |
O1—Cu1—OW1 | 85.55 (10) | N2—C7—H7 | 108.1 |
O1—Cu1—N1 | 178.40 (10) | C9—C7—H7 | 108.1 |
OW1—Cu1—N1 | 95.86 (11) | C8—C7—H7 | 108.1 |
O1—Cu1—N2 | 95.08 (10) | C7—C8—H8A | 109.5 |
OW1—Cu1—N2 | 179.19 (11) | C7—C8—H8B | 109.5 |
N1—Cu1—N2 | 83.51 (11) | H8A—C8—H8B | 109.5 |
OW3—Cu2—OW2 | 177.50 (11) | C7—C8—H8C | 109.5 |
OW3—Cu2—O2 | 88.47 (11) | H8A—C8—H8C | 109.5 |
OW2—Cu2—O2 | 91.36 (10) | H8B—C8—H8C | 109.5 |
OW3—Cu2—O3 | 88.85 (10) | C10—C9—C7 | 116.2 (3) |
OW2—Cu2—O3 | 92.28 (10) | C10—C9—H9A | 108.2 |
O2—Cu2—O3 | 156.69 (9) | C7—C9—H9A | 108.2 |
O3—Cu3—N4 | 173.02 (11) | C10—C9—H9B | 108.2 |
O3—Cu3—N3 | 93.07 (11) | C7—C9—H9B | 108.2 |
N4—Cu3—N3 | 82.90 (12) | H9A—C9—H9B | 107.4 |
O3—Cu3—Cl1 | 85.76 (7) | O1—C10—O2 | 119.4 (3) |
N4—Cu3—Cl1 | 98.48 (9) | O1—C10—C9 | 123.2 (3) |
N3—Cu3—Cl1 | 177.56 (9) | O2—C10—C9 | 117.4 (3) |
O6—Cl2—O8 | 110.9 (2) | O4—C11—O3 | 118.8 (3) |
O6—Cl2—O5 | 111.0 (2) | O4—C11—C12 | 123.6 (3) |
O8—Cl2—O5 | 109.44 (17) | O3—C11—C12 | 117.4 (3) |
O6—Cl2—O7 | 107.9 (2) | C13—C12—C11 | 116.5 (4) |
O8—Cl2—O7 | 107.90 (19) | C13—C12—H12A | 108.2 |
O5—Cl2—O7 | 109.66 (18) | C11—C12—H12A | 108.2 |
O10—Cl3—O9 | 108.7 (2) | C13—C12—H12B | 108.2 |
O10—Cl3—O11 | 109.72 (19) | C11—C12—H12B | 108.2 |
O9—Cl3—O11 | 110.82 (19) | H12A—C12—H12B | 107.3 |
O10—Cl3—O12 | 109.72 (19) | N3—C13—C12 | 112.4 (3) |
O9—Cl3—O12 | 110.24 (19) | N3—C13—C14 | 112.5 (3) |
O11—Cl3—O12 | 107.59 (18) | C12—C13—C14 | 111.2 (3) |
O16—Cl4—O13 | 111.0 (2) | N3—C13—H13 | 106.7 |
O16—Cl4—O14' | 115.2 (6) | C12—C13—H13 | 106.7 |
O13—Cl4—O14' | 115.3 (6) | C14—C13—H13 | 106.7 |
O16—Cl4—O14 | 102.0 (9) | C13—C14—H14A | 109.5 |
O13—Cl4—O14 | 101.3 (10) | C13—C14—H14B | 109.5 |
O16—Cl4—O15 | 107.3 (3) | H14A—C14—H14B | 109.5 |
O13—Cl4—O15 | 106.6 (3) | C13—C14—H14C | 109.5 |
O14'—Cl4—O15 | 100.2 (5) | H14A—C14—H14C | 109.5 |
O14—Cl4—O15 | 128.1 (8) | H14B—C14—H14C | 109.5 |
C10—O1—Cu1 | 128.5 (2) | N3—C15—C16 | 110.5 (3) |
C10—O2—Cu2 | 113.8 (2) | N3—C15—H15A | 109.5 |
C11—O3—Cu3 | 131.7 (2) | C16—C15—H15A | 109.5 |
C11—O3—Cu2 | 107.3 (2) | N3—C15—H15B | 109.5 |
Cu3—O3—Cu2 | 120.91 (11) | C16—C15—H15B | 109.5 |
C1—N1—C5 | 118.9 (3) | H15A—C15—H15B | 108.1 |
C1—N1—Cu1 | 128.9 (2) | N4—C16—C17 | 121.6 (3) |
C5—N1—Cu1 | 112.1 (2) | N4—C16—C15 | 116.8 (3) |
C6—N2—C7 | 113.2 (2) | C17—C16—C15 | 121.6 (3) |
C6—N2—Cu1 | 106.6 (2) | C18—C17—C16 | 118.9 (4) |
C7—N2—Cu1 | 116.73 (19) | C18—C17—H17 | 120.5 |
C6—N2—HN2 | 106.6 | C16—C17—H17 | 120.5 |
C7—N2—HN2 | 106.6 | C19—C18—C17 | 119.8 (4) |
Cu1—N2—HN2 | 106.6 | C19—C18—H18 | 120.1 |
C15—N3—C13 | 114.1 (3) | C17—C18—H18 | 120.1 |
C15—N3—Cu3 | 108.0 (2) | C18—C19—C20 | 119.0 (4) |
C13—N3—Cu3 | 119.9 (2) | C18—C19—H19 | 120.5 |
C15—N3—HN3 | 104.4 | C20—C19—H19 | 120.5 |
C13—N3—HN3 | 104.4 | N4—C20—C19 | 121.5 (4) |
Cu3—N3—HN3 | 104.4 | N4—C20—H20 | 119.2 |
C20—N4—C16 | 119.2 (3) | C19—C20—H20 | 119.2 |
C20—N4—Cu3 | 127.3 (2) | Cu1—OW1—HW1A | 129.5 |
C16—N4—Cu3 | 113.0 (2) | Cu1—OW1—HW1B | 121.2 |
N1—C1—C2 | 122.8 (3) | HW1A—OW1—HW1B | 107.1 |
N1—C1—H1 | 118.6 | Cu2—OW2—HW2A | 119.3 |
C2—C1—H1 | 118.6 | Cu2—OW2—HW2B | 112.37 |
C1—C2—C3 | 118.6 (3) | HW2A—OW2—HW2B | 105.2 |
C1—C2—H2 | 120.7 | Cu2—OW3—HW3A | 117.5 |
C3—C2—H2 | 120.7 | Cu2—OW3—HW3B | 114.3 |
C4—C3—C2 | 119.1 (3) | HW3A—OW3—HW3B | 117.4 |
C4—C3—H3 | 120.5 | HW4A—OW4—HW4B | 121.5 |
C2—C3—H3 | 120.5 | HW5A—OW5—HW5B | 106.3 |
C3—C4—C5 | 119.5 (4) | OW1—Cu1—O8 | 93.9 (1) |
C3—C4—H4 | 120.3 | O1—Cu1—O8 | 87.9 (1) |
C5—C4—H4 | 120.3 | N1—Cu1—O8 | 92.8 (1) |
N1—C5—C4 | 121.2 (3) | N2—Cu1—O8 | 86.6 (1) |
N1—C5—C6 | 116.4 (3) | OW1—Cu1—O11 | 92.7 (1) |
C4—C5—C6 | 122.4 (3) | O1—Cu1—O11 | 91.7 (1) |
N2—C6—C5 | 109.7 (3) | N1—Cu1—O11 | 87.5 (1) |
N2—C6—H6A | 109.7 | N2—Cu1—O11 | 86.8 (1) |
C5—C6—H6A | 109.7 | OW3—Cu2—OW2 | 177.5 (1) |
N2—C6—H6B | 109.7 | O2—Cu2—OW2 | 91.4 (1) |
C5—C6—H6B | 109.7 | Cl1—Cu3—O13 | 95.8 (1) |
H6A—C6—H6B | 108.2 | O3—Cu3—O13 | 91.5 (1) |
N2—C7—C9 | 110.0 (3) | N3—Cu3—O13 | 82.1 (1) |
N2—C7—C8 | 112.4 (3) | N4—Cu3—O13 | 93.6 (1) |
C9—C7—C8 | 110.2 (3) | | |
| | | |
OW1—Cu1—O1—C10 | 173.4 (3) | C7—N2—C6—C5 | −164.8 (3) |
OW3—Cu2—O2—C10 | −86.9 (2) | C4—C5—C6—N2 | −158.2 (3) |
OW2—Cu2—O2—C10 | 90.6 (2) | C6—N2—C7—C9 | −179.9 (3) |
O3—Cu2—O2—C10 | −170.4 (2) | Cu1—N2—C7—C8 | 178.9 (2) |
Cl1—Cu3—O3—C11 | 176.6 (3) | N2—C7—C9—C10 | −64.5 (4) |
N3—Cu3—O3—Cu2 | 174.71 (15) | C8—C7—C9—C10 | 171.1 (3) |
OW3—Cu2—O3—C11 | −83.5 (2) | Cu1—O1—C10—O2 | −177.1 (2) |
OW2—Cu2—O3—C11 | 98.7 (2) | Cu2—O2—C10—C9 | 178.0 (2) |
OW3—Cu2—O3—Cu3 | 99.62 (15) | C7—C9—C10—O1 | 35.4 (5) |
OW2—Cu2—O3—Cu3 | −78.15 (15) | C7—C9—C10—O2 | −146.2 (3) |
O2—Cu2—O3—Cu3 | −176.91 (19) | Cu3—O3—C11—O4 | 170.8 (3) |
O16—Cl4—O14—O14' | 122 (3) | Cu2—O3—C11—C12 | 169.0 (3) |
O15—Cl4—O14'—O14 | 179 (3) | O4—C11—C12—C13 | −136.4 (4) |
N2—Cu1—N1—C1 | 164.9 (3) | C15—N3—C13—C12 | 176.9 (3) |
OW1—Cu1—N1—C5 | 161.7 (2) | Cu3—N3—C13—C14 | 173.1 (3) |
O1—Cu1—N2—C6 | −150.0 (2) | C11—C12—C13—N3 | −65.9 (5) |
N1—Cu1—N2—C7 | 156.8 (2) | C11—C12—C13—C14 | 166.8 (3) |
O3—Cu3—N3—C15 | −148.0 (2) | C13—N3—C15—C16 | −165.8 (3) |
N4—Cu3—N3—C13 | 159.3 (3) | Cu3—N4—C16—C17 | −171.9 (3) |
N3—Cu3—N4—C20 | 170.5 (3) | C20—N4—C16—C15 | 177.5 (3) |
Cl1—Cu3—N4—C16 | 164.3 (2) | N3—C15—C16—C17 | −165.8 (3) |
Cu1—N1—C1—C2 | 177.0 (3) | N4—C16—C17—C18 | −0.6 (5) |
Cu1—N1—C5—C4 | −177.2 (3) | C15—C16—C17—C18 | −177.4 (3) |
C1—N1—C5—C6 | 179.0 (3) | Cu3—N4—C20—C19 | 171.4 (3) |
C3—C4—C5—C6 | −179.0 (3) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
OW1—HW1A···OW5 | 0.83 | 1.83 | 2.665 (4) | 176 |
OW1—HW1B···Cl1 | 0.84 | 2.41 | 3.234 (3) | 170 |
OW2—HW2A···O4i | 0.82 | 1.87 | 2.657 (3) | 159 |
OW2—HW2B···O7 | 0.98 | 1.92 | 2.894 (4) | 169 |
OW3—HW3B···OW4 | 0.91 | 1.80 | 2.679 (4) | 162 |
OW3—HW3A···O14 | 0.87 | 1.96 | 2.79 (2) | 160 |
OW3—HW3A···O14′ | 0.87 | 1.88 | 2.713 (15) | 159 |
OW4—HW4A···O12 | 0.94 | 2.03 | 2.950 (4) | 166 |
OW4—HW4B···O2ii | 0.97 | 1.83 | 2.791 (4) | 168 |
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y+1, −z. |