In poly[[μ
3-2,2′-(disulfanediyl)dibenzoato-κ
5O:
O,
O′:
O′′,
O′′′](1,10-phenanthroline-κ
2N,
N′)cadmium(II)], [Cd(C
14H
8O
4S
2)(C
12H
8N
2)]
n, the asymmetric unit contains one Cd
II cation, one 2,2′-(disulfanediyl)dibenzoate anion (denoted dtdb
2−) and one 1,10-phenanthroline ligand (denoted phen). Each Cd
II centre is seven-coordinated by five O atoms of bridging/chelating carboxylate groups from three dtdb
2− ligands and by two N atoms from one phen ligand, forming a distorted pentagonal–bipyramidal geometry. The Cd
II cations are bridged by dtdb
2− anions to give a two-dimensional (4,4) layer. The layers are stacked to generate a three-dimensional supramolecular architecture
via a combination of aromatic C—H
π and π–π interactions. The thermogravimetric and luminescence properties of this compound were also investigated.
Supporting information
CCDC reference: 998714
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXL2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008); molecular graphics: XP (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXL2013 (Sheldrick, 2008) and PLATON (Spek, 2009).
Poly[[µ
3-2,2'-(disulfanediyl)dibenzoato-
κ5O,
O':
O:
O'',
O'''](1,10-phenanthroline-
κ2N,
N')cadmium(II)]
top
Crystal data top
[Cd(C14H8O4S2)(C12H8N2)] | F(000) = 1192 |
Mr = 596.93 | Dx = 1.738 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 12.2769 (18) Å | Cell parameters from 2808 reflections |
b = 12.4664 (18) Å | θ = 2.4–22.6° |
c = 16.5885 (17) Å | µ = 1.18 mm−1 |
β = 116.011 (8)° | T = 296 K |
V = 2281.7 (5) Å3 | Block, yellow |
Z = 4 | 0.35 × 0.32 × 0.26 mm |
Data collection top
Bruker APEXII CCD area-detector diffractometer | 3438 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.065 |
Absorption correction: multi-scan (SADABS; Bruker, 2003) | θmax = 27.5°, θmin = 2.1° |
Tmin = 0.669, Tmax = 0.736 | h = −15→15 |
19431 measured reflections | k = −16→16 |
5170 independent reflections | l = −21→21 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.040 | H-atom parameters constrained |
wR(F2) = 0.079 | w = 1/[σ2(Fo2) + (0.0262P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.001 |
5170 reflections | Δρmax = 1.09 e Å−3 |
316 parameters | Δρmin = −0.76 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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cd1 | 0.56781 (2) | 0.37057 (2) | 0.48691 (2) | 0.03269 (9) | |
C1 | 0.3439 (3) | 0.4225 (3) | 0.3500 (2) | 0.0299 (8) | |
C2 | 0.2331 (3) | 0.4640 (3) | 0.2727 (2) | 0.0302 (8) | |
C3 | 0.2190 (3) | 0.5756 (3) | 0.2595 (3) | 0.0391 (9) | |
H3 | 0.2770 | 0.6211 | 0.3004 | 0.047* | |
C4 | 0.1218 (4) | 0.6191 (3) | 0.1880 (3) | 0.0491 (11) | |
H4 | 0.1136 | 0.6931 | 0.1811 | 0.059* | |
C5 | 0.0369 (4) | 0.5523 (4) | 0.1266 (3) | 0.0536 (12) | |
H5 | −0.0277 | 0.5815 | 0.0770 | 0.064* | |
C6 | 0.0460 (3) | 0.4426 (3) | 0.1373 (3) | 0.0441 (10) | |
H6 | −0.0133 | 0.3987 | 0.0958 | 0.053* | |
C7 | 0.1435 (3) | 0.3968 (3) | 0.2102 (2) | 0.0318 (9) | |
C8 | −0.0050 (3) | 0.1659 (3) | 0.0401 (2) | 0.0336 (9) | |
C9 | 0.0982 (4) | 0.1864 (3) | 0.0278 (3) | 0.0457 (11) | |
H9 | 0.1640 | 0.2201 | 0.0733 | 0.055* | |
C10 | 0.1053 (4) | 0.1581 (3) | −0.0501 (3) | 0.0497 (12) | |
H10 | 0.1750 | 0.1734 | −0.0568 | 0.060* | |
C11 | 0.0093 (4) | 0.1071 (3) | −0.1180 (3) | 0.0477 (11) | |
H11 | 0.0150 | 0.0850 | −0.1695 | 0.057* | |
C12 | −0.0949 (4) | 0.0894 (3) | −0.1086 (3) | 0.0414 (10) | |
H12 | −0.1608 | 0.0575 | −0.1555 | 0.050* | |
C13 | −0.1047 (3) | 0.1176 (3) | −0.0312 (3) | 0.0336 (9) | |
C14 | −0.2222 (4) | 0.0999 (3) | −0.0262 (3) | 0.0372 (9) | |
C15 | 0.4586 (4) | 0.3057 (3) | 0.6277 (3) | 0.0489 (11) | |
H15 | 0.4246 | 0.3739 | 0.6147 | 0.059* | |
C16 | 0.4465 (4) | 0.2447 (4) | 0.6951 (3) | 0.0547 (12) | |
H16 | 0.4059 | 0.2723 | 0.7265 | 0.066* | |
C17 | 0.4955 (4) | 0.1452 (4) | 0.7130 (3) | 0.0587 (13) | |
H17 | 0.4888 | 0.1043 | 0.7576 | 0.070* | |
C18 | 0.5560 (4) | 0.1024 (3) | 0.6655 (3) | 0.0460 (11) | |
C19 | 0.6044 (4) | −0.0029 (4) | 0.6794 (3) | 0.0604 (13) | |
H19 | 0.6019 | −0.0447 | 0.7250 | 0.072* | |
C20 | 0.6535 (4) | −0.0433 (4) | 0.6284 (3) | 0.0607 (13) | |
H20 | 0.6824 | −0.1134 | 0.6380 | 0.073* | |
C21 | 0.6626 (3) | 0.0191 (3) | 0.5590 (3) | 0.0438 (10) | |
C22 | 0.7107 (4) | −0.0205 (3) | 0.5029 (3) | 0.0568 (13) | |
H22 | 0.7382 | −0.0909 | 0.5093 | 0.068* | |
C23 | 0.7178 (4) | 0.0433 (4) | 0.4388 (3) | 0.0561 (12) | |
H23 | 0.7500 | 0.0175 | 0.4012 | 0.067* | |
C24 | 0.6752 (4) | 0.1491 (3) | 0.4307 (3) | 0.0491 (11) | |
H24 | 0.6825 | 0.1935 | 0.3883 | 0.059* | |
C25 | 0.6190 (3) | 0.1250 (3) | 0.5449 (2) | 0.0357 (9) | |
C26 | 0.5633 (3) | 0.1676 (3) | 0.5985 (2) | 0.0350 (9) | |
N1 | 0.5169 (3) | 0.2688 (2) | 0.5820 (2) | 0.0384 (8) | |
N2 | 0.6249 (3) | 0.1888 (2) | 0.4807 (2) | 0.0385 (8) | |
O1 | 0.4166 (2) | 0.48925 (19) | 0.40639 (16) | 0.0376 (6) | |
O2 | 0.3674 (2) | 0.3254 (2) | 0.35609 (17) | 0.0469 (7) | |
O3 | −0.2242 (2) | 0.1116 (2) | 0.04813 (18) | 0.0452 (7) | |
O4 | −0.3168 (2) | 0.0780 (2) | −0.09561 (19) | 0.0539 (8) | |
S1 | 0.15415 (9) | 0.25442 (8) | 0.22761 (7) | 0.0419 (3) | |
S2 | −0.01405 (9) | 0.19553 (8) | 0.14316 (7) | 0.0425 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.02738 (15) | 0.02949 (14) | 0.03658 (17) | 0.00379 (13) | 0.00977 (12) | 0.00325 (13) |
C1 | 0.026 (2) | 0.034 (2) | 0.031 (2) | 0.0005 (17) | 0.0135 (18) | 0.0019 (17) |
C2 | 0.030 (2) | 0.035 (2) | 0.026 (2) | 0.0041 (17) | 0.0124 (17) | 0.0040 (16) |
C3 | 0.035 (2) | 0.035 (2) | 0.040 (2) | 0.0004 (18) | 0.0090 (19) | −0.0019 (18) |
C4 | 0.051 (3) | 0.032 (2) | 0.054 (3) | 0.011 (2) | 0.013 (2) | 0.013 (2) |
C5 | 0.039 (3) | 0.053 (3) | 0.051 (3) | 0.007 (2) | 0.003 (2) | 0.014 (2) |
C6 | 0.031 (2) | 0.048 (3) | 0.036 (2) | −0.0033 (19) | −0.0003 (19) | 0.0026 (19) |
C7 | 0.026 (2) | 0.037 (2) | 0.028 (2) | −0.0023 (16) | 0.0075 (17) | 0.0030 (16) |
C8 | 0.036 (2) | 0.0262 (19) | 0.039 (2) | −0.0013 (17) | 0.0169 (19) | 0.0013 (16) |
C9 | 0.031 (2) | 0.045 (3) | 0.059 (3) | −0.0067 (19) | 0.019 (2) | 0.003 (2) |
C10 | 0.048 (3) | 0.049 (3) | 0.068 (3) | 0.006 (2) | 0.040 (3) | 0.010 (2) |
C11 | 0.057 (3) | 0.043 (3) | 0.053 (3) | 0.005 (2) | 0.034 (3) | 0.001 (2) |
C12 | 0.047 (3) | 0.035 (2) | 0.038 (2) | −0.0004 (19) | 0.015 (2) | 0.0003 (18) |
C13 | 0.034 (2) | 0.026 (2) | 0.040 (2) | 0.0020 (17) | 0.0158 (18) | 0.0047 (17) |
C14 | 0.035 (2) | 0.030 (2) | 0.039 (2) | 0.0009 (17) | 0.009 (2) | −0.0019 (17) |
C15 | 0.046 (3) | 0.046 (3) | 0.061 (3) | −0.010 (2) | 0.029 (2) | −0.014 (2) |
C16 | 0.056 (3) | 0.069 (3) | 0.052 (3) | −0.014 (3) | 0.035 (3) | −0.011 (2) |
C17 | 0.060 (3) | 0.073 (4) | 0.042 (3) | −0.016 (3) | 0.022 (2) | 0.003 (2) |
C18 | 0.049 (3) | 0.045 (3) | 0.037 (2) | −0.006 (2) | 0.012 (2) | 0.0063 (19) |
C19 | 0.069 (3) | 0.044 (3) | 0.053 (3) | −0.001 (2) | 0.012 (3) | 0.018 (2) |
C20 | 0.062 (3) | 0.037 (3) | 0.064 (3) | 0.007 (2) | 0.010 (3) | 0.011 (2) |
C21 | 0.030 (2) | 0.032 (2) | 0.051 (3) | 0.0000 (18) | 0.001 (2) | 0.000 (2) |
C22 | 0.041 (3) | 0.038 (3) | 0.080 (4) | 0.006 (2) | 0.016 (3) | −0.011 (2) |
C23 | 0.050 (3) | 0.056 (3) | 0.069 (3) | 0.002 (2) | 0.033 (3) | −0.011 (3) |
C24 | 0.046 (3) | 0.048 (3) | 0.062 (3) | −0.004 (2) | 0.032 (2) | −0.007 (2) |
C25 | 0.031 (2) | 0.0297 (19) | 0.039 (2) | −0.0044 (18) | 0.0079 (18) | 0.0023 (18) |
C26 | 0.031 (2) | 0.030 (2) | 0.035 (2) | −0.0040 (17) | 0.0065 (18) | 0.0008 (17) |
N1 | 0.039 (2) | 0.0355 (19) | 0.042 (2) | −0.0018 (15) | 0.0191 (17) | 0.0005 (15) |
N2 | 0.038 (2) | 0.0350 (19) | 0.043 (2) | 0.0042 (15) | 0.0178 (17) | 0.0036 (16) |
O1 | 0.0293 (15) | 0.0313 (14) | 0.0378 (15) | 0.0026 (12) | 0.0014 (12) | −0.0058 (12) |
O2 | 0.0407 (17) | 0.0337 (16) | 0.0443 (17) | 0.0033 (13) | −0.0017 (14) | −0.0014 (13) |
O3 | 0.0313 (16) | 0.0643 (19) | 0.0405 (17) | −0.0072 (13) | 0.0164 (14) | −0.0034 (14) |
O4 | 0.0278 (16) | 0.079 (2) | 0.0472 (18) | −0.0076 (15) | 0.0094 (14) | −0.0130 (16) |
S1 | 0.0367 (6) | 0.0339 (6) | 0.0409 (6) | −0.0037 (4) | 0.0039 (5) | 0.0009 (5) |
S2 | 0.0370 (6) | 0.0472 (6) | 0.0416 (6) | −0.0125 (5) | 0.0157 (5) | −0.0083 (5) |
Geometric parameters (Å, º) top
Cd1—O1 | 2.290 (2) | C13—C14 | 1.498 (5) |
Cd1—O3i | 2.308 (3) | C14—O3 | 1.252 (4) |
Cd1—N1 | 2.314 (3) | C14—O4 | 1.256 (4) |
Cd1—N2 | 2.388 (3) | C15—N1 | 1.332 (5) |
Cd1—O1ii | 2.434 (2) | C15—C16 | 1.413 (6) |
Cd1—O4i | 2.448 (3) | C15—H15 | 0.9300 |
Cd1—O2 | 2.529 (3) | C16—C17 | 1.353 (6) |
C1—O2 | 1.237 (4) | C16—H16 | 0.9300 |
C1—O1 | 1.277 (4) | C17—C18 | 1.404 (6) |
C1—C2 | 1.495 (5) | C17—H17 | 0.9300 |
C2—C3 | 1.407 (5) | C18—C26 | 1.411 (5) |
C2—C7 | 1.410 (5) | C18—C19 | 1.418 (6) |
C3—C4 | 1.372 (5) | C19—C20 | 1.334 (6) |
C3—H3 | 0.9300 | C19—H19 | 0.9300 |
C4—C5 | 1.374 (5) | C20—C21 | 1.433 (6) |
C4—H4 | 0.9300 | C20—H20 | 0.9300 |
C5—C6 | 1.377 (5) | C21—C22 | 1.393 (6) |
C5—H5 | 0.9300 | C21—C25 | 1.405 (5) |
C6—C7 | 1.396 (5) | C22—C23 | 1.361 (6) |
C6—H6 | 0.9300 | C22—H22 | 0.9300 |
C7—S1 | 1.794 (4) | C23—C24 | 1.403 (5) |
C8—C9 | 1.392 (5) | C23—H23 | 0.9300 |
C8—C13 | 1.410 (5) | C24—N2 | 1.328 (5) |
C8—S2 | 1.800 (4) | C24—H24 | 0.9300 |
C9—C10 | 1.378 (6) | C25—N2 | 1.356 (5) |
C9—H9 | 0.9300 | C25—C26 | 1.439 (5) |
C10—C11 | 1.377 (6) | C26—N1 | 1.362 (4) |
C10—H10 | 0.9300 | O1—Cd1ii | 2.434 (2) |
C11—C12 | 1.373 (5) | O3—Cd1iii | 2.308 (3) |
C11—H11 | 0.9300 | O4—Cd1iii | 2.448 (3) |
C12—C13 | 1.387 (5) | S1—S2 | 2.0563 (14) |
C12—H12 | 0.9300 | | |
| | | |
O1—Cd1—O3i | 130.69 (9) | C11—C12—H12 | 119.1 |
O1—Cd1—N1 | 111.08 (10) | C13—C12—H12 | 119.1 |
O3i—Cd1—N1 | 109.28 (10) | C12—C13—C8 | 119.3 (4) |
O1—Cd1—N2 | 140.02 (10) | C12—C13—C14 | 119.4 (3) |
O3i—Cd1—N2 | 79.71 (10) | C8—C13—C14 | 121.3 (4) |
N1—Cd1—N2 | 71.40 (11) | O3—C14—O4 | 121.3 (4) |
O1—Cd1—O1ii | 75.26 (9) | O3—C14—C13 | 118.2 (3) |
O3i—Cd1—O1ii | 83.78 (9) | O4—C14—C13 | 120.4 (4) |
N1—Cd1—O1ii | 81.75 (10) | O3—C14—Cd1iii | 58.3 (2) |
N2—Cd1—O1ii | 141.41 (9) | O4—C14—Cd1iii | 64.7 (2) |
O1—Cd1—O4i | 91.41 (9) | C13—C14—Cd1iii | 163.6 (2) |
O3i—Cd1—O4i | 54.61 (9) | N1—C15—C16 | 122.2 (4) |
N1—Cd1—O4i | 157.00 (10) | N1—C15—H15 | 118.9 |
N2—Cd1—O4i | 88.40 (10) | C16—C15—H15 | 118.9 |
O1ii—Cd1—O4i | 109.75 (10) | C17—C16—C15 | 118.4 (4) |
O1—Cd1—O2 | 53.73 (8) | C17—C16—H16 | 120.8 |
O3i—Cd1—O2 | 150.62 (10) | C15—C16—H16 | 120.8 |
N1—Cd1—O2 | 90.64 (10) | C16—C17—C18 | 121.2 (4) |
N2—Cd1—O2 | 86.87 (9) | C16—C17—H17 | 119.4 |
O1ii—Cd1—O2 | 121.35 (8) | C18—C17—H17 | 119.4 |
O4i—Cd1—O2 | 99.35 (9) | C17—C18—C26 | 117.1 (4) |
O1—Cd1—C14i | 115.00 (10) | C17—C18—C19 | 123.2 (4) |
O3i—Cd1—C14i | 27.48 (10) | C26—C18—C19 | 119.6 (4) |
N1—Cd1—C14i | 132.93 (11) | C20—C19—C18 | 121.4 (4) |
N2—Cd1—C14i | 79.51 (11) | C20—C19—H19 | 119.3 |
O1ii—Cd1—C14i | 100.74 (10) | C18—C19—H19 | 119.3 |
O4i—Cd1—C14i | 27.63 (10) | C19—C20—C21 | 121.4 (4) |
O2—Cd1—C14i | 124.36 (11) | C19—C20—H20 | 119.3 |
O2—C1—O1 | 121.0 (3) | C21—C20—H20 | 119.3 |
O2—C1—C2 | 120.0 (3) | C22—C21—C25 | 117.6 (4) |
O1—C1—C2 | 118.9 (3) | C22—C21—C20 | 123.3 (4) |
C3—C2—C7 | 118.0 (3) | C25—C21—C20 | 119.0 (4) |
C3—C2—C1 | 118.7 (3) | C23—C22—C21 | 120.4 (4) |
C7—C2—C1 | 123.3 (3) | C23—C22—H22 | 119.8 |
C4—C3—C2 | 121.8 (4) | C21—C22—H22 | 119.8 |
C4—C3—H3 | 119.1 | C22—C23—C24 | 118.4 (4) |
C2—C3—H3 | 119.1 | C22—C23—H23 | 120.8 |
C3—C4—C5 | 119.4 (4) | C24—C23—H23 | 120.8 |
C3—C4—H4 | 120.3 | N2—C24—C23 | 123.1 (4) |
C5—C4—H4 | 120.3 | N2—C24—H24 | 118.4 |
C4—C5—C6 | 120.9 (4) | C23—C24—H24 | 118.4 |
C4—C5—H5 | 119.5 | N2—C25—C21 | 122.2 (4) |
C6—C5—H5 | 119.5 | N2—C25—C26 | 118.2 (3) |
C5—C6—C7 | 120.6 (4) | C21—C25—C26 | 119.6 (4) |
C5—C6—H6 | 119.7 | N1—C26—C18 | 121.7 (4) |
C7—C6—H6 | 119.7 | N1—C26—C25 | 119.2 (3) |
C6—C7—C2 | 119.3 (3) | C18—C26—C25 | 119.1 (4) |
C6—C7—S1 | 121.2 (3) | C15—N1—C26 | 119.2 (3) |
C2—C7—S1 | 119.4 (3) | C15—N1—Cd1 | 124.9 (3) |
C9—C8—C13 | 117.8 (4) | C26—N1—Cd1 | 115.5 (2) |
C9—C8—S2 | 122.7 (3) | C24—N2—C25 | 118.2 (3) |
C13—C8—S2 | 119.5 (3) | C24—N2—Cd1 | 127.3 (3) |
C10—C9—C8 | 121.7 (4) | C25—N2—Cd1 | 113.9 (2) |
C10—C9—H9 | 119.1 | C1—O1—Cd1 | 97.6 (2) |
C8—C9—H9 | 119.1 | C1—O1—Cd1ii | 143.8 (2) |
C11—C10—C9 | 120.1 (4) | Cd1—O1—Cd1ii | 104.74 (9) |
C11—C10—H10 | 120.0 | C1—O2—Cd1 | 87.5 (2) |
C9—C10—H10 | 120.0 | C14—O3—Cd1iii | 94.2 (2) |
C12—C11—C10 | 119.2 (4) | C14—O4—Cd1iii | 87.6 (2) |
C12—C11—H11 | 120.4 | C7—S1—S2 | 105.25 (12) |
C10—C11—H11 | 120.4 | C8—S2—S1 | 104.99 (13) |
C11—C12—C13 | 121.8 (4) | | |
| | | |
O2—C1—C2—C3 | −169.8 (4) | C20—C21—C22—C23 | −179.4 (4) |
O1—C1—C2—C3 | 6.4 (5) | C21—C22—C23—C24 | −0.2 (7) |
O2—C1—C2—C7 | 8.1 (5) | C22—C23—C24—N2 | −2.2 (7) |
O1—C1—C2—C7 | −175.8 (3) | C22—C21—C25—N2 | −1.4 (6) |
C7—C2—C3—C4 | −0.5 (6) | C20—C21—C25—N2 | 179.8 (4) |
C1—C2—C3—C4 | 177.5 (4) | C22—C21—C25—C26 | 177.1 (4) |
C2—C3—C4—C5 | −1.1 (6) | C20—C21—C25—C26 | −1.7 (5) |
C3—C4—C5—C6 | 2.0 (7) | C17—C18—C26—N1 | 1.8 (6) |
C4—C5—C6—C7 | −1.3 (7) | C19—C18—C26—N1 | 179.2 (4) |
C5—C6—C7—C2 | −0.2 (6) | C17—C18—C26—C25 | −176.7 (4) |
C5—C6—C7—S1 | 177.7 (3) | C19—C18—C26—C25 | 0.6 (6) |
C3—C2—C7—C6 | 1.1 (5) | N2—C25—C26—N1 | 1.2 (5) |
C1—C2—C7—C6 | −176.8 (3) | C21—C25—C26—N1 | −177.4 (3) |
C3—C2—C7—S1 | −176.9 (3) | N2—C25—C26—C18 | 179.8 (3) |
C1—C2—C7—S1 | 5.3 (5) | C21—C25—C26—C18 | 1.3 (5) |
C13—C8—C9—C10 | −1.9 (6) | C16—C15—N1—C26 | 2.2 (6) |
S2—C8—C9—C10 | 176.7 (3) | C16—C15—N1—Cd1 | −169.9 (3) |
C8—C9—C10—C11 | −0.7 (6) | C18—C26—N1—C15 | −2.9 (5) |
C9—C10—C11—C12 | 2.9 (6) | C25—C26—N1—C15 | 175.7 (3) |
C10—C11—C12—C13 | −2.5 (6) | C18—C26—N1—Cd1 | 170.0 (3) |
C11—C12—C13—C8 | −0.1 (6) | C25—C26—N1—Cd1 | −11.5 (4) |
C11—C12—C13—C14 | 177.8 (3) | C23—C24—N2—C25 | 2.7 (6) |
C9—C8—C13—C12 | 2.2 (5) | C23—C24—N2—Cd1 | 172.8 (3) |
S2—C8—C13—C12 | −176.4 (3) | C21—C25—N2—C24 | −0.8 (5) |
C9—C8—C13—C14 | −175.6 (3) | C26—C25—N2—C24 | −179.4 (3) |
S2—C8—C13—C14 | 5.8 (5) | C21—C25—N2—Cd1 | −172.2 (3) |
C12—C13—C14—O3 | 170.1 (3) | C26—C25—N2—Cd1 | 9.2 (4) |
C8—C13—C14—O3 | −12.1 (5) | O2—C1—O1—Cd1 | 3.8 (4) |
C12—C13—C14—O4 | −12.7 (5) | C2—C1—O1—Cd1 | −172.3 (3) |
C8—C13—C14—O4 | 165.2 (3) | O2—C1—O1—Cd1ii | −124.4 (4) |
C12—C13—C14—Cd1iii | −116.7 (10) | C2—C1—O1—Cd1ii | 59.5 (5) |
C8—C13—C14—Cd1iii | 61.2 (11) | O1—C1—O2—Cd1 | −3.4 (3) |
N1—C15—C16—C17 | −0.5 (6) | C2—C1—O2—Cd1 | 172.6 (3) |
C15—C16—C17—C18 | −0.5 (7) | O4—C14—O3—Cd1iii | −15.7 (4) |
C16—C17—C18—C26 | −0.1 (6) | C13—C14—O3—Cd1iii | 161.5 (3) |
C16—C17—C18—C19 | −177.4 (4) | O3—C14—O4—Cd1iii | 14.8 (4) |
C17—C18—C19—C20 | 175.0 (4) | C13—C14—O4—Cd1iii | −162.4 (3) |
C26—C18—C19—C20 | −2.2 (7) | C6—C7—S1—S2 | −13.2 (3) |
C18—C19—C20—C21 | 1.8 (7) | C2—C7—S1—S2 | 164.8 (3) |
C19—C20—C21—C22 | −178.6 (4) | C9—C8—S2—S1 | −2.2 (3) |
C19—C20—C21—C25 | 0.1 (6) | C13—C8—S2—S1 | 176.3 (3) |
C25—C21—C22—C23 | 1.8 (6) | | |
Symmetry codes: (i) x+1, −y+1/2, z+1/2; (ii) −x+1, −y+1, −z+1; (iii) x−1, −y+1/2, z−1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C6—H6···S2 | 0.93 | 2.65 | 3.178 (4) | 117 |
C9—H9···S1 | 0.93 | 2.65 | 3.191 (5) | 118 |