In the title compound, which was prepared using a hydrothermal reaction between 2,2′-bipyridine, cadmium(II) chloride and potassium 1,1,3,3-tetracyano-2-ethoxypropenide, the complex cations are linked into sheets by C—H
Cl hydrogen bonds.
Supporting information
CCDC reference: 1521824
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- H-atom completeness 97%
- Disorder in solvent or counterion
- R factor = 0.043
- wR factor = 0.131
- Data-to-parameter ratio = 30.2
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT041_ALERT_1_C Calc. and Reported SumFormula Strings Differ Please Check
PLAT043_ALERT_1_C Calculated and Reported Mol. Weight Differ by .. 1.60 Check
PLAT068_ALERT_1_C Reported F000 Differs from Calcd (or Missing)... Please Check
PLAT077_ALERT_4_C Unitcell contains non-integer number of atoms .. Please Check
PLAT905_ALERT_3_C Negative K value in the Analysis of Variance ... -0.894 Report
PLAT910_ALERT_3_C Missing # of FCF Reflection(s) Below Theta(Min) 6 Note
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 3 Report
PLAT971_ALERT_2_C Check Calcd Residual Density 0.94A From Cd1 1.58 eA-3
PLAT973_ALERT_2_C Check Calcd Positive Residual Density on Cd1 1.25 eA-3
PLAT975_ALERT_2_C Check Calcd Residual Density 0.93A From O71 0.84 eA-3
PLAT975_ALERT_2_C Check Calcd Residual Density 0.82A From O71 0.72 eA-3
PLAT975_ALERT_2_C Check Calcd Residual Density 0.49A From O71 0.61 eA-3
PLAT975_ALERT_2_C Check Calcd Residual Density 0.71A From O71 0.55 eA-3
Alert level G
FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C58 H43.62 Cd2 Cl2 N16 O2.81
Atom count from the _atom_site data: C58 H42 Cd2 Cl2 N16 O2.806
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
From the CIF: _cell_formula_units_Z 2
From the CIF: _chemical_formula_sum C58 H43.62 Cd2 Cl2 N16 O2.81
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 116.00 116.00 0.00
H 87.24 84.00 3.24
Cd 4.00 4.00 0.00
Cl 4.00 4.00 0.00
N 32.00 32.00 0.00
O 5.62 5.61 0.01
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 10 Note
PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ... 1 Report
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings Differ Please Check
PLAT171_ALERT_4_G The CIF-Embedded .res File Contains EADP Records 5 Report
PLAT175_ALERT_4_G The CIF-Embedded .res File Contains SAME Records 1 Report
PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K) 293 Check
PLAT200_ALERT_1_G Reported _diffrn_ambient_temperature ..... (K) 293 Check
PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd 2).. 36 % Note
PLAT302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd 3).. 100 % Note
PLAT304_ALERT_4_G Non-Integer Number of Atoms ( 0.40) in Resd. # 3 Check
PLAT311_ALERT_2_G Isolated Disordered Oxygen Atom (No H's ?) ..... O71 Check
PLAT789_ALERT_4_G Atoms with Negative _atom_site_disorder_group # 10 Check
PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 7 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 15 Note
PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF .... 3 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ... 3 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 3 Note
0 ALERT level A = Most likely a serious problem - resolve or explain
0 ALERT level B = A potentially serious problem, consider carefully
13 ALERT level C = Check. Ensure it is not caused by an omission or oversight
20 ALERT level G = General information/check it is not something unexpected
8 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
12 ALERT type 2 Indicator that the structure model may be wrong or deficient
5 ALERT type 3 Indicator that the structure quality may be low
8 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
checkCIF publication errors
Alert level A
PUBL024_ALERT_1_A The number of authors is greater than 5.
Please specify the role of each of the co-authors
for your paper.
1 ALERT level A = Data missing that is essential or data in wrong format
0 ALERT level G = General alerts. Data that may be required is missing
Data collection: APEX2 (Bruker, 2009); cell refinement: APEX2 and SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL2014 and PLATON (Spek, 2009).
meso-Di-µ-chlorido-bis[bis(2,2'-bipyridine)cadmium]
bis(1,1,3,3-tetracyano-2-ethoxypropenide) 0.81-hydrate
top
Crystal data top
[Cd2Cl2(C10H8N2)4](C9H5N4O)2·0.806H2O | F(000) = 1312 |
Mr = 1305.29 | Dx = 1.490 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 12.425 (5) Å | Cell parameters from 13115 reflections |
b = 13.912 (5) Å | θ = 1.7–35.4° |
c = 17.382 (5) Å | µ = 0.88 mm−1 |
β = 104.395 (5)° | T = 293 K |
V = 2910.3 (18) Å3 | Prism, colourless |
Z = 2 | 0.56 × 0.22 × 0.19 mm |
Data collection top
Bruker APEXII CCD diffractometer | 8506 reflections with I > 2σ(I) |
Radiation source: fine focus sealed tube | Rint = 0.020 |
φ and ω scans | θmax = 33.6°, θmin = 2.7° |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | h = −17→19 |
Tmin = 0.805, Tmax = 0.846 | k = −18→21 |
44121 measured reflections | l = −27→26 |
11429 independent reflections | |
Refinement top
Refinement on F2 | 7 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.043 | H-atom parameters constrained |
wR(F2) = 0.131 | w = 1/[σ2(Fo2) + (0.0611P)2 + 2.0973P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max = 0.003 |
11429 reflections | Δρmax = 1.54 e Å−3 |
379 parameters | Δρmin = −0.79 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Cd1 | 0.48583 (2) | 0.63830 (2) | 0.50037 (2) | 0.03951 (6) | |
Cl1 | 0.45118 (7) | 0.49495 (4) | 0.58640 (4) | 0.04984 (15) | |
N11 | 0.4782 (2) | 0.75528 (15) | 0.59703 (11) | 0.0475 (5) | |
C12 | 0.5745 (2) | 0.77979 (18) | 0.64804 (13) | 0.0492 (6) | |
C13 | 0.5741 (4) | 0.8450 (2) | 0.70916 (18) | 0.0701 (10) | |
H13 | 0.6406 | 0.8625 | 0.7444 | 0.084* | |
C14 | 0.4754 (4) | 0.8833 (2) | 0.7174 (2) | 0.0754 (11) | |
H14 | 0.4749 | 0.9259 | 0.7585 | 0.090* | |
C15 | 0.3781 (4) | 0.8584 (2) | 0.6645 (2) | 0.0698 (10) | |
H15 | 0.3105 | 0.8840 | 0.6685 | 0.084* | |
C16 | 0.3835 (3) | 0.7944 (2) | 0.60539 (17) | 0.0599 (7) | |
H16 | 0.3177 | 0.7773 | 0.5692 | 0.072* | |
N21 | 0.66628 (18) | 0.67905 (16) | 0.57084 (13) | 0.0499 (5) | |
C22 | 0.6771 (2) | 0.73550 (19) | 0.63481 (14) | 0.0508 (6) | |
C23 | 0.7818 (3) | 0.7514 (3) | 0.6852 (2) | 0.0857 (12) | |
H23 | 0.7896 | 0.7898 | 0.7300 | 0.103* | |
C24 | 0.8734 (3) | 0.7099 (4) | 0.6682 (3) | 0.0975 (14) | |
H24 | 0.9435 | 0.7204 | 0.7015 | 0.117* | |
C25 | 0.8622 (3) | 0.6539 (3) | 0.6032 (3) | 0.0804 (11) | |
H25 | 0.9236 | 0.6258 | 0.5907 | 0.096* | |
C26 | 0.7561 (3) | 0.6397 (2) | 0.5559 (2) | 0.0618 (8) | |
H26 | 0.7474 | 0.6006 | 0.5113 | 0.074* | |
N31 | 0.46705 (18) | 0.74567 (14) | 0.39413 (11) | 0.0433 (4) | |
C32 | 0.3644 (2) | 0.76034 (16) | 0.34772 (13) | 0.0429 (5) | |
C33 | 0.3454 (3) | 0.8242 (2) | 0.28427 (16) | 0.0615 (7) | |
H33 | 0.2737 | 0.8342 | 0.2532 | 0.074* | |
C34 | 0.4343 (4) | 0.8727 (2) | 0.2680 (2) | 0.0743 (11) | |
H34 | 0.4231 | 0.9153 | 0.2256 | 0.089* | |
C35 | 0.5395 (4) | 0.8574 (2) | 0.3153 (2) | 0.0707 (10) | |
H35 | 0.6005 | 0.8894 | 0.3055 | 0.085* | |
C36 | 0.5519 (3) | 0.7931 (2) | 0.37774 (18) | 0.0575 (6) | |
H36 | 0.6229 | 0.7826 | 0.4098 | 0.069* | |
N41 | 0.29665 (17) | 0.65857 (15) | 0.43755 (12) | 0.0440 (4) | |
C42 | 0.2726 (2) | 0.70543 (17) | 0.36817 (13) | 0.0430 (5) | |
C43 | 0.1653 (3) | 0.7022 (3) | 0.31844 (19) | 0.0650 (8) | |
H43 | 0.1496 | 0.7327 | 0.2693 | 0.078* | |
C44 | 0.0835 (3) | 0.6536 (3) | 0.3426 (2) | 0.0775 (11) | |
H44 | 0.0118 | 0.6511 | 0.3100 | 0.093* | |
C45 | 0.1075 (3) | 0.6094 (3) | 0.4144 (3) | 0.0710 (9) | |
H45 | 0.0525 | 0.5777 | 0.4324 | 0.085* | |
C46 | 0.2157 (2) | 0.6125 (2) | 0.4601 (2) | 0.0580 (7) | |
H46 | 0.2327 | 0.5809 | 0.5088 | 0.070* | |
C52 | −0.0654 (3) | 1.0993 (2) | 0.5745 (2) | 0.0675 (8) | |
C53 | −0.0125 (3) | 1.1611 (3) | 0.5323 (2) | 0.0673 (8) | |
C51 | −0.0135 (3) | 1.0558 (3) | 0.6467 (2) | 0.0742 (9) | 0.75 (2) |
C511 | −0.0821 (7) | 1.0188 (7) | 0.6947 (6) | 0.0706 (19) | 0.75 (2) |
N511 | −0.1340 (8) | 0.9934 (8) | 0.7366 (7) | 0.093 (3) | 0.75 (2) |
C512 | 0.1033 (4) | 1.0422 (18) | 0.6761 (8) | 0.0773 (16) | 0.75 (2) |
N512 | 0.1970 (5) | 1.0327 (16) | 0.6983 (9) | 0.096 (3) | 0.75 (2) |
C61 | −0.0135 (3) | 1.0558 (3) | 0.6467 (2) | 0.0742 (9) | 0.25 (2) |
C611 | −0.062 (2) | 1.041 (2) | 0.7125 (12) | 0.0706 (19) | 0.25 (2) |
N611 | −0.105 (2) | 1.025 (2) | 0.7621 (13) | 0.093 (3) | 0.25 (2) |
C612 | 0.1045 (9) | 1.046 (6) | 0.664 (2) | 0.0773 (16) | 0.25 (2) |
N612 | 0.1961 (12) | 1.026 (5) | 0.676 (3) | 0.096 (3) | 0.25 (2) |
C531 | −0.0659 (3) | 1.1915 (3) | 0.4536 (2) | 0.0764 (10) | |
N531 | −0.1062 (3) | 1.2178 (4) | 0.3913 (2) | 0.1098 (14) | |
C532 | 0.0883 (3) | 1.2078 (3) | 0.5690 (2) | 0.0710 (8) | |
N532 | 0.1683 (3) | 1.2487 (3) | 0.5991 (2) | 0.0916 (10) | |
O521 | −0.1747 (2) | 1.08810 (18) | 0.54269 (17) | 0.0796 (7) | |
C521 | −0.2240 (4) | 0.9924 (3) | 0.5284 (4) | 0.0941 (14) | |
H52A | −0.2230 | 0.9709 | 0.4754 | 0.113* | |
H52B | −0.1811 | 0.9472 | 0.5664 | 0.113* | |
C522 | −0.3369 (4) | 0.9956 (3) | 0.5360 (4) | 0.1013 (16) | |
H52C | −0.3801 | 1.0371 | 0.4959 | 0.152* | |
H52D | −0.3377 | 1.0198 | 0.5876 | 0.152* | |
H52E | −0.3679 | 0.9321 | 0.5297 | 0.152* | |
O71 | 0.1575 (6) | 0.4775 (5) | 0.6000 (4) | 0.080* | 0.403 (6) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.04263 (10) | 0.03855 (9) | 0.03202 (8) | 0.00263 (6) | −0.00077 (6) | −0.00296 (5) |
Cl1 | 0.0755 (4) | 0.0419 (3) | 0.0324 (2) | 0.0095 (3) | 0.0140 (3) | 0.00108 (18) |
N11 | 0.0640 (13) | 0.0446 (10) | 0.0315 (8) | −0.0059 (9) | 0.0077 (8) | −0.0059 (7) |
C12 | 0.0719 (16) | 0.0405 (11) | 0.0315 (10) | −0.0138 (11) | 0.0061 (10) | −0.0023 (8) |
C13 | 0.107 (3) | 0.0564 (16) | 0.0434 (14) | −0.0262 (17) | 0.0129 (16) | −0.0149 (12) |
C14 | 0.131 (4) | 0.0483 (15) | 0.0536 (17) | −0.0131 (19) | 0.036 (2) | −0.0152 (13) |
C15 | 0.109 (3) | 0.0493 (15) | 0.0586 (18) | 0.0133 (16) | 0.0361 (19) | −0.0042 (12) |
C16 | 0.0737 (19) | 0.0552 (15) | 0.0513 (14) | 0.0131 (14) | 0.0165 (13) | −0.0078 (12) |
N21 | 0.0456 (11) | 0.0494 (11) | 0.0476 (11) | −0.0068 (9) | −0.0017 (8) | −0.0015 (9) |
C22 | 0.0561 (14) | 0.0506 (13) | 0.0377 (11) | −0.0178 (11) | −0.0036 (10) | 0.0038 (9) |
C23 | 0.073 (2) | 0.103 (3) | 0.064 (2) | −0.027 (2) | −0.0153 (17) | −0.0182 (19) |
C24 | 0.0536 (19) | 0.118 (3) | 0.100 (3) | −0.019 (2) | −0.0207 (19) | −0.014 (3) |
C25 | 0.0421 (15) | 0.090 (3) | 0.100 (3) | −0.0078 (15) | −0.0002 (17) | 0.003 (2) |
C26 | 0.0429 (14) | 0.0633 (18) | 0.074 (2) | −0.0022 (12) | 0.0044 (13) | −0.0077 (14) |
N31 | 0.0502 (11) | 0.0402 (9) | 0.0388 (9) | 0.0033 (8) | 0.0095 (8) | 0.0002 (7) |
C32 | 0.0561 (13) | 0.0382 (10) | 0.0325 (9) | 0.0085 (9) | 0.0073 (9) | −0.0023 (8) |
C33 | 0.087 (2) | 0.0510 (14) | 0.0423 (13) | 0.0154 (14) | 0.0079 (13) | 0.0107 (11) |
C34 | 0.122 (3) | 0.0496 (16) | 0.0569 (18) | 0.0046 (17) | 0.032 (2) | 0.0134 (13) |
C35 | 0.098 (3) | 0.0522 (16) | 0.074 (2) | −0.0134 (16) | 0.044 (2) | −0.0017 (14) |
C36 | 0.0599 (16) | 0.0516 (14) | 0.0630 (17) | −0.0032 (12) | 0.0191 (13) | −0.0037 (12) |
N41 | 0.0390 (9) | 0.0473 (10) | 0.0422 (10) | 0.0034 (8) | 0.0035 (8) | 0.0000 (8) |
C42 | 0.0447 (11) | 0.0423 (11) | 0.0366 (10) | 0.0085 (9) | 0.0001 (8) | −0.0053 (8) |
C43 | 0.0530 (15) | 0.074 (2) | 0.0545 (15) | 0.0074 (14) | −0.0115 (12) | −0.0021 (14) |
C44 | 0.0452 (16) | 0.080 (2) | 0.091 (3) | 0.0009 (14) | −0.0145 (16) | −0.0062 (19) |
C45 | 0.0438 (14) | 0.0609 (17) | 0.105 (3) | −0.0066 (13) | 0.0133 (16) | −0.0030 (18) |
C46 | 0.0479 (14) | 0.0564 (15) | 0.0678 (18) | 0.0018 (12) | 0.0106 (13) | 0.0056 (13) |
C52 | 0.0609 (18) | 0.0577 (17) | 0.087 (2) | 0.0086 (14) | 0.0240 (16) | −0.0011 (15) |
C53 | 0.0604 (18) | 0.0683 (18) | 0.076 (2) | −0.0002 (15) | 0.0214 (16) | −0.0062 (16) |
C51 | 0.0657 (19) | 0.0659 (19) | 0.097 (3) | 0.0163 (16) | 0.0318 (18) | 0.0096 (18) |
C511 | 0.066 (4) | 0.060 (4) | 0.084 (4) | 0.009 (3) | 0.016 (4) | 0.008 (3) |
N511 | 0.086 (4) | 0.095 (6) | 0.101 (5) | 0.015 (3) | 0.029 (4) | 0.025 (4) |
C512 | 0.073 (2) | 0.070 (3) | 0.093 (5) | 0.0224 (18) | 0.028 (2) | 0.011 (4) |
N512 | 0.074 (2) | 0.099 (4) | 0.116 (9) | 0.032 (2) | 0.026 (3) | 0.009 (7) |
C61 | 0.0657 (19) | 0.0659 (19) | 0.097 (3) | 0.0163 (16) | 0.0318 (18) | 0.0096 (18) |
C611 | 0.066 (4) | 0.060 (4) | 0.084 (4) | 0.009 (3) | 0.016 (4) | 0.008 (3) |
N611 | 0.086 (4) | 0.095 (6) | 0.101 (5) | 0.015 (3) | 0.029 (4) | 0.025 (4) |
C612 | 0.073 (2) | 0.070 (3) | 0.093 (5) | 0.0224 (18) | 0.028 (2) | 0.011 (4) |
N612 | 0.074 (2) | 0.099 (4) | 0.116 (9) | 0.032 (2) | 0.026 (3) | 0.009 (7) |
C531 | 0.065 (2) | 0.090 (3) | 0.074 (2) | −0.0169 (18) | 0.0172 (17) | −0.0067 (19) |
N531 | 0.094 (3) | 0.154 (4) | 0.072 (2) | −0.035 (3) | 0.0030 (19) | 0.009 (2) |
C532 | 0.0626 (19) | 0.076 (2) | 0.076 (2) | 0.0026 (16) | 0.0196 (16) | 0.0064 (17) |
N532 | 0.0658 (19) | 0.107 (3) | 0.095 (2) | −0.0156 (18) | 0.0062 (17) | 0.007 (2) |
O521 | 0.0581 (13) | 0.0659 (14) | 0.113 (2) | −0.0043 (11) | 0.0186 (13) | 0.0077 (13) |
C521 | 0.098 (3) | 0.073 (3) | 0.114 (4) | −0.011 (2) | 0.031 (3) | −0.012 (2) |
C522 | 0.093 (3) | 0.089 (3) | 0.122 (4) | −0.025 (2) | 0.027 (3) | 0.009 (2) |
Geometric parameters (Å, º) top
Cd1—N31 | 2.341 (2) | C34—H34 | 0.9300 |
Cd1—N21 | 2.342 (2) | C35—C36 | 1.385 (5) |
Cd1—N41 | 2.350 (2) | C35—H35 | 0.9300 |
Cd1—N11 | 2.358 (2) | C36—H36 | 0.9300 |
Cd1—Cl1 | 2.5920 (9) | N41—C46 | 1.332 (4) |
Cd1—Cl1i | 2.6289 (8) | N41—C42 | 1.338 (3) |
Cl1—Cd1i | 2.6289 (8) | C42—C43 | 1.397 (3) |
N11—C16 | 1.337 (4) | C43—C44 | 1.371 (5) |
N11—C12 | 1.344 (3) | C43—H43 | 0.9300 |
C12—C13 | 1.398 (4) | C44—C45 | 1.356 (6) |
C12—C22 | 1.485 (4) | C44—H44 | 0.9300 |
C13—C14 | 1.376 (6) | C45—C46 | 1.382 (4) |
C13—H13 | 0.9300 | C45—H45 | 0.9300 |
C14—C15 | 1.369 (6) | C46—H46 | 0.9300 |
C14—H14 | 0.9300 | C52—O521 | 1.343 (4) |
C15—C16 | 1.375 (4) | C52—C53 | 1.397 (5) |
C15—H15 | 0.9300 | C52—C51 | 1.398 (5) |
C16—H16 | 0.9300 | C53—C532 | 1.414 (5) |
N21—C26 | 1.326 (4) | C53—C531 | 1.428 (6) |
N21—C22 | 1.340 (3) | C51—C512 | 1.425 (6) |
C22—C23 | 1.393 (4) | C51—C511 | 1.428 (6) |
C23—C24 | 1.372 (6) | C511—N511 | 1.143 (6) |
C23—H23 | 0.9300 | C512—N512 | 1.139 (6) |
C24—C25 | 1.351 (6) | C611—N611 | 1.145 (7) |
C24—H24 | 0.9300 | C612—N612 | 1.140 (8) |
C25—C26 | 1.383 (4) | C531—N531 | 1.135 (5) |
C25—H25 | 0.9300 | C532—N532 | 1.152 (5) |
C26—H26 | 0.9300 | O521—C521 | 1.461 (4) |
N31—C36 | 1.333 (4) | C521—C522 | 1.442 (7) |
N31—C32 | 1.344 (3) | C521—H52A | 0.9700 |
C32—C33 | 1.390 (3) | C521—H52B | 0.9700 |
C32—C42 | 1.488 (4) | C522—H52C | 0.9600 |
C33—C34 | 1.382 (6) | C522—H52D | 0.9600 |
C33—H33 | 0.9300 | C522—H52E | 0.9600 |
C34—C35 | 1.377 (6) | | |
| | | |
N31—Cd1—N21 | 98.79 (8) | C33—C32—C42 | 121.9 (2) |
N31—Cd1—N41 | 70.42 (8) | C34—C33—C32 | 119.1 (3) |
N21—Cd1—N41 | 158.62 (8) | C34—C33—H33 | 120.4 |
N31—Cd1—N11 | 96.20 (8) | C32—C33—H33 | 120.4 |
N21—Cd1—N11 | 70.30 (8) | C35—C34—C33 | 119.5 (3) |
N41—Cd1—N11 | 92.04 (8) | C35—C34—H34 | 120.3 |
N31—Cd1—Cl1 | 161.37 (6) | C33—C34—H34 | 120.3 |
N21—Cd1—Cl1 | 99.17 (6) | C34—C35—C36 | 118.1 (3) |
N41—Cd1—Cl1 | 94.01 (6) | C34—C35—H35 | 120.9 |
N11—Cd1—Cl1 | 94.48 (6) | C36—C35—H35 | 120.9 |
N31—Cd1—Cl1i | 89.01 (5) | N31—C36—C35 | 123.2 (3) |
N21—Cd1—Cl1i | 95.04 (6) | N31—C36—H36 | 118.4 |
N41—Cd1—Cl1i | 102.95 (6) | C35—C36—H36 | 118.4 |
N11—Cd1—Cl1i | 165.01 (6) | C46—N41—C42 | 119.0 (2) |
Cl1—Cd1—Cl1i | 84.51 (3) | C46—N41—Cd1 | 123.16 (18) |
Cd1—Cl1—Cd1i | 95.49 (3) | C42—N41—Cd1 | 116.81 (17) |
C16—N11—C12 | 119.2 (2) | N41—C42—C43 | 120.5 (3) |
C16—N11—Cd1 | 123.40 (18) | N41—C42—C32 | 116.9 (2) |
C12—N11—Cd1 | 117.30 (18) | C43—C42—C32 | 122.6 (2) |
N11—C12—C13 | 119.7 (3) | C44—C43—C42 | 119.5 (3) |
N11—C12—C22 | 116.8 (2) | C44—C43—H43 | 120.2 |
C13—C12—C22 | 123.6 (3) | C42—C43—H43 | 120.2 |
C14—C13—C12 | 120.1 (3) | C45—C44—C43 | 119.7 (3) |
C14—C13—H13 | 119.9 | C45—C44—H44 | 120.2 |
C12—C13—H13 | 119.9 | C43—C44—H44 | 120.2 |
C15—C14—C13 | 119.6 (3) | C44—C45—C46 | 118.4 (3) |
C15—C14—H14 | 120.2 | C44—C45—H45 | 120.8 |
C13—C14—H14 | 120.2 | C46—C45—H45 | 120.8 |
C14—C15—C16 | 117.8 (4) | N41—C46—C45 | 122.9 (3) |
C14—C15—H15 | 121.1 | N41—C46—H46 | 118.5 |
C16—C15—H15 | 121.1 | C45—C46—H46 | 118.5 |
N11—C16—C15 | 123.6 (3) | O521—C52—C53 | 114.5 (3) |
N11—C16—H16 | 118.2 | O521—C52—C51 | 120.9 (3) |
C15—C16—H16 | 118.2 | C53—C52—C51 | 124.5 (3) |
C26—N21—C22 | 119.3 (2) | C52—C53—C532 | 121.6 (4) |
C26—N21—Cd1 | 122.74 (19) | C52—C53—C531 | 121.2 (3) |
C22—N21—Cd1 | 117.49 (18) | C532—C53—C531 | 116.5 (3) |
N21—C22—C23 | 120.0 (3) | C52—C51—C512 | 125.5 (6) |
N21—C22—C12 | 117.3 (2) | C52—C51—C511 | 118.1 (5) |
C23—C22—C12 | 122.7 (3) | C512—C51—C511 | 116.4 (5) |
C24—C23—C22 | 119.5 (3) | N511—C511—C51 | 175.7 (7) |
C24—C23—H23 | 120.2 | N512—C512—C51 | 178.4 (15) |
C22—C23—H23 | 120.2 | N531—C531—C53 | 177.9 (4) |
C25—C24—C23 | 120.2 (3) | N532—C532—C53 | 177.7 (4) |
C25—C24—H24 | 119.9 | C52—O521—C521 | 120.9 (3) |
C23—C24—H24 | 119.9 | C522—C521—O521 | 109.4 (4) |
C24—C25—C26 | 117.7 (4) | C522—C521—H52A | 109.8 |
C24—C25—H25 | 121.1 | O521—C521—H52A | 109.8 |
C26—C25—H25 | 121.1 | C522—C521—H52B | 109.8 |
N21—C26—C25 | 123.3 (3) | O521—C521—H52B | 109.8 |
N21—C26—H26 | 118.4 | H52A—C521—H52B | 108.3 |
C25—C26—H26 | 118.4 | C521—C522—H52C | 109.5 |
C36—N31—C32 | 118.6 (2) | C521—C522—H52D | 109.5 |
C36—N31—Cd1 | 123.74 (19) | H52C—C522—H52D | 109.5 |
C32—N31—Cd1 | 117.64 (16) | C521—C522—H52E | 109.5 |
N31—C32—C33 | 121.5 (3) | H52C—C522—H52E | 109.5 |
N31—C32—C42 | 116.6 (2) | H52D—C522—H52E | 109.5 |
| | | |
C16—N11—C12—C13 | 0.5 (4) | C32—C33—C34—C35 | −0.5 (5) |
Cd1—N11—C12—C13 | −176.6 (2) | C33—C34—C35—C36 | 0.2 (5) |
C16—N11—C12—C22 | −178.8 (2) | C32—N31—C36—C35 | 0.3 (4) |
Cd1—N11—C12—C22 | 4.1 (3) | Cd1—N31—C36—C35 | −179.1 (2) |
N11—C12—C13—C14 | 0.5 (4) | C34—C35—C36—N31 | 0.0 (5) |
C22—C12—C13—C14 | 179.7 (3) | C46—N41—C42—C43 | −3.1 (4) |
C12—C13—C14—C15 | −1.1 (5) | Cd1—N41—C42—C43 | 165.6 (2) |
C13—C14—C15—C16 | 0.8 (5) | C46—N41—C42—C32 | 176.7 (2) |
C12—N11—C16—C15 | −0.8 (4) | Cd1—N41—C42—C32 | −14.7 (3) |
Cd1—N11—C16—C15 | 176.1 (2) | N31—C32—C42—N41 | 10.4 (3) |
C14—C15—C16—N11 | 0.1 (5) | C33—C32—C42—N41 | −169.1 (2) |
C26—N21—C22—C23 | −0.7 (4) | N31—C32—C42—C43 | −169.9 (2) |
Cd1—N21—C22—C23 | 171.2 (2) | C33—C32—C42—C43 | 10.6 (4) |
C26—N21—C22—C12 | 178.6 (3) | N41—C42—C43—C44 | 2.6 (4) |
Cd1—N21—C22—C12 | −9.5 (3) | C32—C42—C43—C44 | −177.1 (3) |
N11—C12—C22—N21 | 3.6 (3) | C42—C43—C44—C45 | 0.0 (5) |
C13—C12—C22—N21 | −175.7 (3) | C43—C44—C45—C46 | −1.9 (6) |
N11—C12—C22—C23 | −177.2 (3) | C42—N41—C46—C45 | 1.1 (4) |
C13—C12—C22—C23 | 3.6 (4) | Cd1—N41—C46—C45 | −166.8 (3) |
N21—C22—C23—C24 | 0.8 (6) | C44—C45—C46—N41 | 1.4 (5) |
C12—C22—C23—C24 | −178.4 (4) | O521—C52—C53—C532 | 157.0 (3) |
C22—C23—C24—C25 | −0.2 (7) | C51—C52—C53—C532 | −19.1 (6) |
C23—C24—C25—C26 | −0.6 (7) | O521—C52—C53—C531 | −13.2 (5) |
C22—N21—C26—C25 | −0.1 (5) | C51—C52—C53—C531 | 170.6 (4) |
Cd1—N21—C26—C25 | −171.6 (3) | O521—C52—C51—C512 | 163.4 (13) |
C24—C25—C26—N21 | 0.7 (6) | C53—C52—C51—C512 | −20.7 (14) |
C36—N31—C32—C33 | −0.7 (3) | O521—C52—C51—C511 | −14.6 (7) |
Cd1—N31—C32—C33 | 178.77 (19) | C53—C52—C51—C511 | 161.4 (6) |
C36—N31—C32—C42 | 179.7 (2) | C53—C52—O521—C521 | 128.9 (4) |
Cd1—N31—C32—C42 | −0.8 (3) | C51—C52—O521—C521 | −54.7 (5) |
N31—C32—C33—C34 | 0.9 (4) | C52—O521—C521—C522 | 149.3 (4) |
C42—C32—C33—C34 | −179.7 (3) | | |
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 |
C14—H14···Cl1ii | 0.93 | 2.79 | 3.651 (4) | 154 |
C15—H15···N512 | 0.93 | 2.63 | 3.456 (17) | 149 |
C15—H15···N612 | 0.93 | 2.46 | 3.29 (5) | 149 |
C34—H34···Cl1iii | 0.93 | 2.82 | 3.705 (4) | 160 |
C46—H46···O71 | 0.93 | 2.49 | 3.292 (8) | 145 |
Symmetry codes: (ii) −x+1, y+1/2, −z+3/2; (iii) x, −y+3/2, z−1/2. |