The title compound, [Cu2Cl2(C14H15N3O2)2](ClO4)2·4C2H3N, contains dichloro-bridged dicopper(II) complexes lying on centres of inversion. The crystal examined was twinned by a 180° rotation about c*.
Supporting information
CCDC reference: 624928
Key indicators
- Single-crystal X-ray study
- T = 180 K
- Mean (C-C) = 0.010 Å
- R factor = 0.073
- wR factor = 0.191
- Data-to-parameter ratio = 28.9
checkCIF/PLATON results
No syntax errors found
Alert level A
REFLT03_ALERT_3_A Reflection count > 15% excess reflns - sys abs data present?
From the CIF: _diffrn_reflns_theta_max 26.64
From the CIF: _diffrn_reflns_theta_full 26.64
From the CIF: _reflns_number_total 8342
TEST2: Reflns within _diffrn_reflns_theta_max
Count of symmetry unique reflns 4726
Completeness (_total/calc) 176.51%
| Author Response: This is a 2-component twin refinement (HKLF5). See the text
for details.
|
Alert level B
PLAT021_ALERT_1_B Ratio Unique / Expected Reflections too High ... 1.76
Alert level C
CRYSC01_ALERT_1_C The word below has not been recognised as a standard
identifier.
turquoise
CRYSC01_ALERT_1_C No recognised colour has been given for crystal colour.
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.98
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C1S
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C3S
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for Cl2
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 10
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 6
1 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
9 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
4 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: APEX2 (Bruker–Nonius, 2004); cell refinement: SAINT-Plus (Bruker, 2003); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Sheldrick, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Di-µ-chloro-bis{[
N,
N-bis(2-pyridylmethyl)glycine-
κ4N,
N',
N'',
O]copper(II)] diperchlorate acetonitrile
tetrasolvate
top
Crystal data top
[Cu2Cl2(C14H15N3O2)2](ClO4)2·4C2H3N | Z = 1 |
Mr = 1075.68 | F(000) = 550 |
Triclinic, P1 | Dx = 1.584 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.1238 (6) Å | Cell parameters from 2878 reflections |
b = 10.6609 (10) Å | θ = 2.3–21.0° |
c = 14.9894 (13) Å | µ = 1.25 mm−1 |
α = 92.919 (4)° | T = 180 K |
β = 91.266 (4)° | Plate, turquoise |
γ = 97.159 (4)° | 0.24 × 0.20 × 0.05 mm |
V = 1127.58 (17) Å3 | |
Data collection top
Bruker–Nonius X8APEX-II CCD diffractometer | 8342 independent reflections |
Radiation source: fine-focus sealed tube | 4142 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.076 |
thin–slice ω and φ scans | θmax = 26.6°, θmin = 3.5° |
Absorption correction: multi-scan (TWINABS; Sheldrick, 2004) | h = −8→8 |
Tmin = 0.768, Tmax = 0.940 | k = −13→13 |
26597 measured reflections | l = 0→18 |
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)] = 0.073 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.191 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0828P)2] where P = (Fo2 + 2Fc2)/3 |
8342 reflections | (Δ/σ)max < 0.001 |
289 parameters | Δρmax = 1.11 e Å−3 |
0 restraints | Δρmin = −0.65 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 | |
Cu1 | 0.42767 (10) | 0.37182 (7) | 0.41444 (5) | 0.0218 (3) | |
Cl1 | 0.2439 (2) | 0.41709 (15) | 0.52801 (11) | 0.0292 (5) | |
O1 | 0.2305 (5) | 0.2095 (4) | 0.3392 (3) | 0.0290 (11) | |
O2 | 0.2394 (7) | 0.0856 (5) | 0.2135 (3) | 0.0542 (15) | |
H2 | 0.1276 | 0.0586 | 0.2258 | 0.081* | |
N1 | 0.3488 (7) | 0.4963 (4) | 0.3332 (3) | 0.0204 (12) | |
N2 | 0.6012 (7) | 0.3314 (5) | 0.3101 (4) | 0.0289 (14) | |
N3 | 0.5673 (6) | 0.2499 (4) | 0.4749 (4) | 0.0213 (12) | |
C1 | 0.1958 (8) | 0.5590 (6) | 0.3398 (4) | 0.0253 (16) | |
H1A | 0.1169 | 0.5453 | 0.3895 | 0.030* | |
C2 | 0.1491 (9) | 0.6412 (6) | 0.2783 (5) | 0.0297 (17) | |
H2A | 0.0410 | 0.6841 | 0.2861 | 0.036* | |
C3 | 0.2597 (10) | 0.6612 (6) | 0.2052 (5) | 0.041 (2) | |
H3A | 0.2319 | 0.7198 | 0.1625 | 0.050* | |
C4 | 0.4147 (10) | 0.5932 (6) | 0.1950 (5) | 0.0352 (18) | |
H4A | 0.4892 | 0.6008 | 0.1433 | 0.042* | |
C5 | 0.4578 (8) | 0.5151 (6) | 0.2609 (4) | 0.0247 (16) | |
C6 | 0.6344 (8) | 0.4497 (5) | 0.2592 (4) | 0.0251 (16) | |
H6A | 0.6650 | 0.4278 | 0.1967 | 0.030* | |
H6B | 0.7426 | 0.5069 | 0.2868 | 0.030* | |
C7 | 0.7790 (8) | 0.3016 (6) | 0.3560 (4) | 0.0257 (16) | |
H7A | 0.8602 | 0.3812 | 0.3747 | 0.031* | |
H7B | 0.8504 | 0.2519 | 0.3142 | 0.031* | |
C8 | 0.7288 (8) | 0.2269 (5) | 0.4366 (4) | 0.0250 (16) | |
C9 | 0.8453 (9) | 0.1511 (6) | 0.4729 (5) | 0.0371 (19) | |
H9A | 0.9591 | 0.1369 | 0.4444 | 0.044* | |
C10 | 0.7980 (10) | 0.0943 (7) | 0.5514 (5) | 0.045 (2) | |
H10A | 0.8813 | 0.0434 | 0.5784 | 0.054* | |
C11 | 0.6273 (9) | 0.1121 (6) | 0.5910 (5) | 0.0322 (17) | |
H11A | 0.5878 | 0.0711 | 0.6434 | 0.039* | |
C12 | 0.5204 (9) | 0.1912 (6) | 0.5506 (4) | 0.0271 (17) | |
H12A | 0.4051 | 0.2063 | 0.5774 | 0.033* | |
C13 | 0.5127 (8) | 0.2235 (6) | 0.2515 (5) | 0.0312 (18) | |
H13A | 0.5907 | 0.1531 | 0.2551 | 0.037* | |
H13B | 0.5139 | 0.2494 | 0.1890 | 0.037* | |
C14 | 0.3092 (9) | 0.1747 (6) | 0.2742 (5) | 0.0281 (17) | |
Cl2 | 0.2168 (2) | 0.10340 (16) | 0.78249 (12) | 0.0333 (5) | |
O2A | 0.4008 (6) | 0.0842 (5) | 0.8139 (4) | 0.0628 (17) | |
O2B | 0.1079 (8) | 0.1460 (5) | 0.8525 (4) | 0.0686 (18) | |
O2C | 0.2316 (8) | 0.1957 (7) | 0.7176 (4) | 0.101 (3) | |
O2D | 0.1254 (7) | −0.0110 (6) | 0.7441 (5) | 0.101 (3) | |
N1S | 0.6069 (12) | 0.2854 (7) | 0.0246 (5) | 0.080 (3) | |
C1S | 0.6682 (11) | 0.1934 (10) | 0.0083 (5) | 0.053 (2) | |
C2S | 0.7474 (13) | 0.0751 (8) | −0.0114 (6) | 0.073 (3) | |
H2S1 | 0.8845 | 0.0878 | 0.0006 | 0.110* | |
H2S2 | 0.7217 | 0.0477 | −0.0744 | 0.110* | |
H2S3 | 0.6881 | 0.0100 | 0.0266 | 0.110* | |
C4S | 0.1761 (12) | 0.3861 (8) | 0.0051 (7) | 0.076 (3) | |
H4S1 | 0.0797 | 0.4144 | −0.0342 | 0.114* | |
H4S2 | 0.2226 | 0.3112 | −0.0230 | 0.114* | |
H4S3 | 0.2816 | 0.4541 | 0.0150 | 0.114* | |
C3S | 0.0933 (12) | 0.3558 (8) | 0.0901 (7) | 0.053 (2) | |
N2S | 0.0250 (13) | 0.3353 (8) | 0.1540 (6) | 0.088 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0184 (4) | 0.0197 (5) | 0.0282 (5) | 0.0045 (3) | 0.0059 (4) | 0.0023 (4) |
Cl1 | 0.0257 (9) | 0.0310 (11) | 0.0326 (11) | 0.0094 (8) | 0.0101 (8) | 0.0009 (9) |
O1 | 0.019 (2) | 0.031 (3) | 0.036 (3) | −0.001 (2) | 0.007 (2) | −0.006 (2) |
O2 | 0.038 (3) | 0.057 (4) | 0.059 (4) | −0.011 (3) | 0.001 (3) | −0.034 (3) |
N1 | 0.021 (3) | 0.015 (3) | 0.025 (3) | 0.000 (2) | 0.004 (3) | −0.003 (2) |
N2 | 0.026 (3) | 0.035 (4) | 0.027 (4) | 0.010 (3) | 0.004 (3) | −0.007 (3) |
N3 | 0.020 (3) | 0.018 (3) | 0.029 (3) | 0.008 (2) | 0.013 (3) | 0.003 (3) |
C1 | 0.022 (4) | 0.020 (4) | 0.034 (4) | 0.004 (3) | 0.003 (3) | −0.004 (3) |
C2 | 0.026 (4) | 0.016 (4) | 0.048 (5) | 0.006 (3) | −0.003 (4) | 0.006 (4) |
C3 | 0.046 (5) | 0.032 (5) | 0.048 (5) | 0.008 (4) | −0.001 (4) | 0.017 (4) |
C4 | 0.043 (5) | 0.033 (5) | 0.029 (5) | 0.000 (4) | 0.001 (4) | 0.009 (4) |
C5 | 0.025 (4) | 0.019 (4) | 0.028 (4) | −0.001 (3) | −0.008 (3) | 0.000 (3) |
C6 | 0.027 (4) | 0.018 (4) | 0.031 (4) | 0.004 (3) | 0.006 (3) | 0.004 (3) |
C7 | 0.017 (3) | 0.030 (4) | 0.032 (4) | 0.007 (3) | 0.009 (3) | 0.007 (3) |
C8 | 0.021 (4) | 0.011 (4) | 0.043 (5) | −0.001 (3) | 0.007 (3) | −0.001 (3) |
C9 | 0.030 (4) | 0.036 (5) | 0.049 (5) | 0.008 (3) | 0.017 (4) | 0.019 (4) |
C10 | 0.037 (5) | 0.035 (5) | 0.067 (6) | 0.019 (4) | −0.003 (4) | 0.005 (4) |
C11 | 0.043 (4) | 0.024 (4) | 0.033 (5) | 0.010 (3) | 0.008 (4) | 0.007 (4) |
C12 | 0.024 (4) | 0.025 (4) | 0.033 (5) | 0.004 (3) | 0.003 (3) | −0.002 (3) |
C13 | 0.024 (4) | 0.028 (4) | 0.039 (5) | −0.003 (3) | 0.009 (3) | −0.017 (4) |
C14 | 0.027 (4) | 0.015 (4) | 0.042 (5) | 0.004 (3) | −0.011 (4) | 0.001 (4) |
Cl2 | 0.0282 (10) | 0.0325 (11) | 0.0394 (12) | 0.0036 (8) | 0.0058 (9) | 0.0007 (10) |
O2A | 0.028 (3) | 0.059 (4) | 0.101 (5) | 0.005 (3) | −0.021 (3) | 0.013 (3) |
O2B | 0.076 (4) | 0.075 (4) | 0.058 (4) | 0.022 (3) | 0.033 (3) | −0.010 (3) |
O2C | 0.071 (4) | 0.161 (7) | 0.095 (5) | 0.066 (4) | 0.043 (4) | 0.086 (5) |
O2D | 0.034 (3) | 0.066 (5) | 0.192 (8) | −0.008 (3) | 0.001 (4) | −0.074 (5) |
N1S | 0.109 (7) | 0.066 (6) | 0.067 (6) | 0.023 (5) | 0.036 (5) | −0.006 (5) |
C1S | 0.043 (5) | 0.083 (8) | 0.024 (5) | −0.022 (5) | 0.003 (4) | 0.008 (5) |
C2S | 0.082 (7) | 0.065 (7) | 0.069 (7) | −0.001 (5) | 0.022 (6) | −0.009 (5) |
C4S | 0.068 (6) | 0.075 (7) | 0.084 (8) | 0.008 (5) | 0.000 (6) | −0.016 (6) |
C3S | 0.045 (6) | 0.051 (6) | 0.060 (7) | 0.010 (5) | −0.013 (5) | −0.016 (6) |
N2S | 0.112 (8) | 0.079 (7) | 0.073 (7) | 0.005 (6) | 0.006 (6) | 0.007 (6) |
Geometric parameters (Å, º) top
Cu1—N1 | 1.970 (5) | C7—H7A | 0.990 |
Cu1—N2 | 2.076 (5) | C7—H7B | 0.990 |
Cu1—N3 | 1.976 (5) | C8—C9 | 1.353 (8) |
Cu1—O1 | 2.316 (4) | C9—C10 | 1.380 (9) |
Cu1—Cl1 | 2.2397 (17) | C9—H9A | 0.950 |
Cu1—Cl1i | 3.1116 (18) | C10—C11 | 1.394 (8) |
O1—C14 | 1.200 (7) | C10—H10A | 0.950 |
O2—C14 | 1.323 (8) | C11—C12 | 1.360 (8) |
O2—H2 | 0.840 | C11—H11A | 0.950 |
N1—C1 | 1.350 (7) | C12—H12A | 0.950 |
N1—C5 | 1.355 (7) | C13—C14 | 1.530 (8) |
N2—C13 | 1.478 (7) | C13—H13A | 0.990 |
N2—C6 | 1.503 (7) | C13—H13B | 0.990 |
N2—C7 | 1.504 (7) | Cl2—O2D | 1.398 (5) |
N3—C8 | 1.341 (7) | Cl2—O2B | 1.408 (5) |
N3—C12 | 1.351 (7) | Cl2—O2C | 1.415 (6) |
C1—C2 | 1.368 (8) | Cl2—O2A | 1.425 (5) |
C1—H1A | 0.950 | N1S—C1S | 1.140 (10) |
C2—C3 | 1.375 (9) | C1S—C2S | 1.465 (12) |
C2—H2A | 0.950 | C2S—H2S1 | 0.980 |
C3—C4 | 1.401 (9) | C2S—H2S2 | 0.980 |
C3—H3A | 0.950 | C2S—H2S3 | 0.980 |
C4—C5 | 1.377 (8) | C4S—C3S | 1.451 (12) |
C4—H4A | 0.950 | C4S—H4S1 | 0.980 |
C5—C6 | 1.513 (8) | C4S—H4S2 | 0.980 |
C6—H6A | 0.990 | C4S—H4S3 | 0.980 |
C6—H6B | 0.990 | C3S—N2S | 1.103 (10) |
C7—C8 | 1.506 (8) | | |
| | | |
N1—Cu1—N2 | 83.0 (2) | N2—C7—C8 | 109.7 (5) |
N1—Cu1—N3 | 164.4 (2) | N2—C7—H7A | 109.7 |
N2—Cu1—N3 | 82.3 (2) | C8—C7—H7A | 109.7 |
N1—Cu1—Cl1 | 97.10 (15) | N2—C7—H7B | 109.7 |
N2—Cu1—Cl1 | 179.18 (17) | C8—C7—H7B | 109.7 |
N3—Cu1—Cl1 | 97.50 (15) | H7A—C7—H7B | 108.2 |
N1—Cu1—O1 | 91.33 (17) | N3—C8—C9 | 122.0 (6) |
N2—Cu1—O1 | 80.62 (18) | N3—C8—C7 | 114.9 (5) |
N3—Cu1—O1 | 91.58 (18) | C9—C8—C7 | 122.8 (6) |
Cl1—Cu1—O1 | 100.18 (12) | C8—C9—C10 | 119.7 (6) |
N1—Cu1—Cl1i | 84.87 (14) | C8—C9—H9A | 120.1 |
N2—Cu1—Cl1i | 84.60 (15) | C10—C9—H9A | 120.1 |
N3—Cu1—Cl1i | 88.40 (14) | C9—C10—C11 | 119.6 (6) |
Cl1—Cu1—Cl1i | 94.61 (5) | C9—C10—H10A | 120.2 |
O1—Cu1—Cl1i | 165.08 (11) | C11—C10—H10A | 120.2 |
C14—O1—Cu1 | 108.6 (4) | C12—C11—C10 | 116.5 (6) |
C14—O2—H2 | 109.5 | C12—C11—H11A | 121.7 |
C1—N1—C5 | 117.6 (5) | C10—C11—H11A | 121.7 |
C1—N1—Cu1 | 127.3 (4) | N3—C12—C11 | 124.4 (6) |
C5—N1—Cu1 | 115.0 (4) | N3—C12—H12A | 117.8 |
C13—N2—C6 | 110.8 (5) | C11—C12—H12A | 117.8 |
C13—N2—C7 | 111.6 (5) | N2—C13—C14 | 114.5 (5) |
C6—N2—C7 | 112.2 (5) | N2—C13—H13A | 108.6 |
C13—N2—Cu1 | 111.5 (4) | C14—C13—H13A | 108.6 |
C6—N2—Cu1 | 106.2 (3) | N2—C13—H13B | 108.6 |
C7—N2—Cu1 | 104.1 (4) | C14—C13—H13B | 108.6 |
C8—N3—C12 | 117.6 (5) | H13A—C13—H13B | 107.6 |
C8—N3—Cu1 | 115.0 (4) | O1—C14—O2 | 126.3 (6) |
C12—N3—Cu1 | 127.3 (4) | O1—C14—C13 | 124.4 (6) |
N1—C1—C2 | 123.1 (6) | O2—C14—C13 | 109.3 (6) |
N1—C1—H1A | 118.4 | O2D—Cl2—O2B | 109.2 (4) |
C2—C1—H1A | 118.4 | O2D—Cl2—O2C | 109.4 (5) |
C1—C2—C3 | 119.5 (6) | O2B—Cl2—O2C | 108.0 (4) |
C1—C2—H2A | 120.3 | O2D—Cl2—O2A | 108.9 (3) |
C3—C2—H2A | 120.3 | O2B—Cl2—O2A | 111.4 (4) |
C2—C3—C4 | 118.3 (7) | O2C—Cl2—O2A | 109.9 (3) |
C2—C3—H3A | 120.8 | N1S—C1S—C2S | 179.3 (10) |
C4—C3—H3A | 120.8 | C1S—C2S—H2S1 | 109.8 |
C5—C4—C3 | 119.2 (6) | C1S—C2S—H2S2 | 109.6 |
C5—C4—H4A | 120.4 | H2S1—C2S—H2S2 | 109.5 |
C3—C4—H4A | 120.4 | C1S—C2S—H2S3 | 109.0 |
N1—C5—C4 | 122.1 (6) | H2S1—C2S—H2S3 | 109.5 |
N1—C5—C6 | 115.8 (5) | H2S2—C2S—H2S3 | 109.5 |
C4—C5—C6 | 122.0 (6) | C3S—C4S—H4S1 | 109.1 |
N2—C6—C5 | 109.1 (5) | C3S—C4S—H4S2 | 110.1 |
N2—C6—H6A | 109.9 | H4S1—C4S—H4S2 | 109.5 |
C5—C6—H6A | 109.9 | C3S—C4S—H4S3 | 109.2 |
N2—C6—H6B | 109.9 | H4S1—C4S—H4S3 | 109.4 |
C5—C6—H6B | 109.9 | H4S2—C4S—H4S3 | 109.5 |
H6A—C6—H6B | 108.3 | N2S—C3S—C4S | 177.3 (11) |
| | | |
N1—Cu1—O1—C14 | 81.7 (4) | Cu1—N1—C1—C2 | −177.9 (5) |
N3—Cu1—O1—C14 | −82.9 (4) | N1—C1—C2—C3 | 0.9 (10) |
N2—Cu1—O1—C14 | −1.0 (4) | C1—C2—C3—C4 | 1.8 (10) |
Cl1—Cu1—O1—C14 | 179.2 (4) | C2—C3—C4—C5 | −4.0 (10) |
Cl1i—Cu1—O1—C14 | 6.8 (7) | C1—N1—C5—C4 | −1.1 (8) |
N3—Cu1—N1—C1 | −174.2 (7) | Cu1—N1—C5—C4 | 175.9 (5) |
N2—Cu1—N1—C1 | 165.5 (5) | C1—N1—C5—C6 | 176.3 (5) |
Cl1—Cu1—N1—C1 | −15.3 (5) | Cu1—N1—C5—C6 | −6.7 (6) |
O1—Cu1—N1—C1 | 85.1 (5) | C3—C4—C5—N1 | 3.8 (10) |
Cl1i—Cu1—N1—C1 | −109.4 (5) | C3—C4—C5—C6 | −173.4 (6) |
N3—Cu1—N1—C5 | 9.1 (10) | C13—N2—C6—C5 | 86.8 (6) |
N2—Cu1—N1—C5 | −11.2 (4) | C7—N2—C6—C5 | −147.6 (5) |
Cl1—Cu1—N1—C5 | 168.0 (4) | Cu1—N2—C6—C5 | −34.5 (6) |
O1—Cu1—N1—C5 | −91.6 (4) | N1—C5—C6—N2 | 28.6 (7) |
Cl1i—Cu1—N1—C5 | 73.9 (4) | C4—C5—C6—N2 | −154.0 (6) |
N1—Cu1—N2—C13 | −95.3 (4) | C13—N2—C7—C8 | −81.5 (6) |
N3—Cu1—N2—C13 | 90.1 (4) | C6—N2—C7—C8 | 153.3 (5) |
O1—Cu1—N2—C13 | −2.8 (4) | Cu1—N2—C7—C8 | 38.9 (6) |
Cl1i—Cu1—N2—C13 | 179.2 (4) | C12—N3—C8—C9 | −2.0 (9) |
N1—Cu1—N2—C6 | 25.6 (4) | Cu1—N3—C8—C9 | 176.3 (5) |
N3—Cu1—N2—C6 | −149.0 (4) | C12—N3—C8—C7 | −176.2 (5) |
O1—Cu1—N2—C6 | 118.1 (4) | Cu1—N3—C8—C7 | 2.1 (7) |
Cl1i—Cu1—N2—C6 | −59.9 (4) | N2—C7—C8—N3 | −28.9 (7) |
N1—Cu1—N2—C7 | 144.2 (4) | N2—C7—C8—C9 | 156.8 (6) |
N3—Cu1—N2—C7 | −30.4 (4) | N3—C8—C9—C10 | 0.4 (10) |
O1—Cu1—N2—C7 | −123.3 (4) | C7—C8—C9—C10 | 174.2 (6) |
Cl1i—Cu1—N2—C7 | 58.7 (3) | C8—C9—C10—C11 | 2.3 (11) |
N1—Cu1—N3—C8 | −3.4 (10) | C9—C10—C11—C12 | −3.1 (10) |
N2—Cu1—N3—C8 | 17.0 (4) | C8—N3—C12—C11 | 1.0 (9) |
Cl1—Cu1—N3—C8 | −162.2 (4) | Cu1—N3—C12—C11 | −177.1 (5) |
O1—Cu1—N3—C8 | 97.3 (4) | C10—C11—C12—N3 | 1.5 (10) |
Cl1i—Cu1—N3—C8 | −67.8 (4) | C6—N2—C13—C14 | −112.4 (6) |
N1—Cu1—N3—C12 | 174.7 (6) | C7—N2—C13—C14 | 121.7 (5) |
N2—Cu1—N3—C12 | −164.9 (5) | Cu1—N2—C13—C14 | 5.8 (7) |
Cl1—Cu1—N3—C12 | 15.9 (5) | Cu1—O1—C14—O2 | −178.2 (5) |
O1—Cu1—N3—C12 | −84.6 (5) | Cu1—O1—C14—C13 | 4.9 (7) |
Cl1i—Cu1—N3—C12 | 110.3 (5) | N2—C13—C14—O1 | −7.7 (9) |
C5—N1—C1—C2 | −1.3 (9) | N2—C13—C14—O2 | 175.0 (6) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2···O2Dii | 0.84 | 1.88 | 2.720 (7) | 176 |
Symmetry code: (ii) −x, −y, −z+1. |