






Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807060047/om2178sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536807060047/om2178Isup2.hkl |
CCDC reference: 649971
The proton transfer compound of (phenH)2(pydc) was prepared according to our reported procedure. A solution of YCl3 (0.05 mmol, 11 mg) in dimethylsulfoxide (DMSO) (5 ml) was added to a stirring solution of (phenH)2(pydc) (0.095 mmol, 50 mg) in DMSO (5 ml). The volume of the resulting suspension was increased by adding 5 ml H2O at room temperature. Due to the high viscosity of DMSO solvent, the crystallization time for the title complex was very long, so that it took about nine months for the colorless crystals to be obtained from the solution.
Hydrogen atoms were positioned geometrically and refined with a riding model (including torsional freedom for methyl groups), with C—H = 0.95–0.98 Å, and with U(H) constrained to be 1.2 (1.5 for methyl groups) times Ueq of the carrier atom. Hydrogen atoms on phen were initially found in a difference Fourier map and placed with no ambiguity.
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2005); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).
(C12H9N2)3[Y(C7H3NO4)3]·C2H6OS·5H2O | Z = 1 |
Mr = 1296.08 | F(000) = 668 |
Triclinic, P1 | Dx = 1.554 Mg m−3 |
a = 10.4185 (14) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.9689 (14) Å | Cell parameters from 5015 reflections |
c = 14.3844 (19) Å | θ = 2.2–26.9° |
α = 70.599 (2)° | µ = 1.18 mm−1 |
β = 81.174 (2)° | T = 150 K |
γ = 63.298 (2)° | Block, colourless |
V = 1385.1 (3) Å3 | 0.30 × 0.20 × 0.17 mm |
Bruker SMART 1000 diffractometer | 11832 independent reflections |
Radiation source: fine-focus sealed tube | 8989 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.045 |
Detector resolution: 8.3 pixels mm-1 | θmax = 27.6°, θmin = 1.5° |
ω scans | h = −13→13 |
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) | k = −14→14 |
Tmin = 0.719, Tmax = 0.825 | l = −18→18 |
15984 measured reflections |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.054 | H-atom parameters constrained |
wR(F2) = 0.131 | w = 1/[σ2(Fo2) + (0.0623P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max < 0.001 |
11832 reflections | Δρmax = 0.70 e Å−3 |
795 parameters | Δρmin = −0.85 e Å−3 |
3 restraints | Absolute structure: Flack (1983), 5621 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.004 (4) |
(C12H9N2)3[Y(C7H3NO4)3]·C2H6OS·5H2O | γ = 63.298 (2)° |
Mr = 1296.08 | V = 1385.1 (3) Å3 |
Triclinic, P1 | Z = 1 |
a = 10.4185 (14) Å | Mo Kα radiation |
b = 10.9689 (14) Å | µ = 1.18 mm−1 |
c = 14.3844 (19) Å | T = 150 K |
α = 70.599 (2)° | 0.30 × 0.20 × 0.17 mm |
β = 81.174 (2)° |
Bruker SMART 1000 diffractometer | 11832 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) | 8989 reflections with I > 2σ(I) |
Tmin = 0.719, Tmax = 0.825 | Rint = 0.045 |
15984 measured reflections |
R[F2 > 2σ(F2)] = 0.054 | H-atom parameters constrained |
wR(F2) = 0.131 | Δρmax = 0.70 e Å−3 |
S = 1.00 | Δρmin = −0.85 e Å−3 |
11832 reflections | Absolute structure: Flack (1983), 5621 Friedel pairs |
795 parameters | Absolute structure parameter: −0.004 (4) |
3 restraints |
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 | ||
Y1 | −0.11333 (4) | 1.34289 (4) | 0.10288 (3) | 0.01762 (11) | |
S1 | 0.57322 (16) | 0.90591 (15) | 0.26814 (10) | 0.0275 (3) | |
C1 | 0.1728 (5) | 1.2743 (5) | −0.0431 (4) | 0.0211 (11) | |
C2 | 0.2177 (5) | 1.3214 (5) | 0.0298 (3) | 0.0201 (10) | |
C3 | 0.3466 (5) | 1.3313 (5) | 0.0244 (3) | 0.0233 (11) | |
H3 | 0.4166 | 1.3018 | −0.0239 | 0.028* | |
C4 | 0.3713 (6) | 1.3855 (6) | 0.0914 (4) | 0.0285 (13) | |
H4 | 0.4582 | 1.3950 | 0.0883 | 0.034* | |
C5 | 0.2700 (6) | 1.4250 (6) | 0.1616 (4) | 0.0267 (11) | |
H5 | 0.2849 | 1.4628 | 0.2075 | 0.032* | |
C6 | 0.1447 (5) | 1.4084 (5) | 0.1641 (3) | 0.0191 (10) | |
C7 | 0.0253 (6) | 1.4468 (5) | 0.2388 (4) | 0.0210 (12) | |
C8 | −0.4004 (6) | 1.3917 (6) | 0.2435 (4) | 0.0210 (12) | |
C9 | −0.4383 (5) | 1.5452 (5) | 0.1780 (3) | 0.0200 (10) | |
C10 | −0.5669 (6) | 1.6627 (6) | 0.1831 (4) | 0.0257 (11) | |
H10 | −0.6392 | 1.6518 | 0.2296 | 0.031* | |
C11 | −0.5869 (5) | 1.7963 (6) | 0.1186 (4) | 0.0258 (12) | |
H11 | −0.6740 | 1.8780 | 0.1198 | 0.031* | |
C12 | −0.4786 (6) | 1.8093 (5) | 0.0525 (3) | 0.0253 (11) | |
H12 | −0.4895 | 1.9003 | 0.0092 | 0.030* | |
C13 | −0.3546 (5) | 1.6882 (5) | 0.0505 (3) | 0.0208 (10) | |
C14 | −0.2305 (5) | 1.6851 (5) | −0.0200 (3) | 0.0171 (10) | |
C15 | 0.0479 (5) | 1.0031 (5) | 0.2240 (4) | 0.0191 (11) | |
C16 | −0.0399 (5) | 0.9977 (5) | 0.1514 (3) | 0.0197 (10) | |
C17 | −0.0407 (5) | 0.8733 (5) | 0.1476 (4) | 0.0249 (11) | |
H17 | 0.0158 | 0.7833 | 0.1920 | 0.030* | |
C18 | −0.1265 (6) | 0.8829 (6) | 0.0769 (4) | 0.0315 (13) | |
H18 | −0.1305 | 0.7997 | 0.0735 | 0.038* | |
C19 | −0.2050 (6) | 1.0148 (5) | 0.0123 (4) | 0.0239 (11) | |
H19 | −0.2605 | 1.0233 | −0.0381 | 0.029* | |
C20 | −0.2014 (5) | 1.1354 (5) | 0.0223 (3) | 0.0182 (10) | |
C21 | −0.2849 (5) | 1.2869 (5) | −0.0419 (4) | 0.0195 (11) | |
C22 | −0.0197 (6) | 1.6003 (6) | −0.2235 (4) | 0.0274 (12) | |
H22 | 0.0015 | 1.5435 | −0.1568 | 0.033* | |
C23 | 0.0303 (6) | 1.5373 (6) | −0.2976 (4) | 0.0300 (12) | |
H23 | 0.0865 | 1.4369 | −0.2820 | 0.036* | |
C24 | 0.0000 (6) | 1.6179 (6) | −0.3936 (4) | 0.0271 (11) | |
H24 | 0.0349 | 1.5734 | −0.4445 | 0.033* | |
C25 | −0.0831 (5) | 1.7670 (6) | −0.4174 (4) | 0.0240 (11) | |
C26 | −0.1224 (5) | 1.8588 (6) | −0.5159 (4) | 0.0250 (11) | |
H26 | −0.0943 | 1.8187 | −0.5691 | 0.030* | |
C27 | −0.1994 (6) | 2.0022 (6) | −0.5345 (4) | 0.0274 (12) | |
H27 | −0.2254 | 2.0611 | −0.6003 | 0.033* | |
C28 | −0.2424 (5) | 2.0666 (5) | −0.4547 (4) | 0.0218 (10) | |
C29 | −0.3192 (6) | 2.2141 (6) | −0.4711 (4) | 0.0277 (12) | |
H29 | −0.3473 | 2.2770 | −0.5358 | 0.033* | |
C30 | −0.3530 (6) | 2.2658 (6) | −0.3917 (4) | 0.0290 (12) | |
H30 | −0.4074 | 2.3652 | −0.4003 | 0.035* | |
C31 | −0.3064 (6) | 2.1705 (6) | −0.2977 (4) | 0.0260 (11) | |
H31 | −0.3282 | 2.2087 | −0.2439 | 0.031* | |
C32 | −0.2051 (5) | 1.9802 (6) | −0.3578 (3) | 0.0215 (11) | |
C33 | −0.1271 (5) | 1.8279 (5) | −0.3387 (3) | 0.0210 (10) | |
C34 | 0.6437 (6) | 0.6252 (6) | 0.5886 (4) | 0.0276 (12) | |
H34 | 0.6778 | 0.5757 | 0.5404 | 0.033* | |
C35 | 0.6634 (6) | 0.5496 (6) | 0.6878 (4) | 0.0294 (12) | |
H35 | 0.7084 | 0.4481 | 0.7080 | 0.035* | |
C36 | 0.6179 (6) | 0.6217 (6) | 0.7562 (4) | 0.0268 (11) | |
H36 | 0.6337 | 0.5698 | 0.8242 | 0.032* | |
C37 | 0.5478 (5) | 0.7724 (5) | 0.7274 (4) | 0.0238 (11) | |
C38 | 0.4972 (6) | 0.8541 (6) | 0.7952 (4) | 0.0269 (11) | |
H38 | 0.5084 | 0.8062 | 0.8639 | 0.032* | |
C39 | 0.4333 (6) | 0.9990 (6) | 0.7635 (4) | 0.0275 (12) | |
H39 | 0.4031 | 1.0514 | 0.8098 | 0.033* | |
C40 | 0.4112 (5) | 1.0732 (6) | 0.6606 (4) | 0.0235 (11) | |
C41 | 0.3423 (6) | 1.2238 (6) | 0.6245 (4) | 0.0298 (12) | |
H41 | 0.3114 | 1.2796 | 0.6688 | 0.036* | |
C42 | 0.3207 (6) | 1.2879 (6) | 0.5268 (4) | 0.0322 (13) | |
H42 | 0.2775 | 1.3893 | 0.5014 | 0.039* | |
C43 | 0.3627 (5) | 1.2033 (6) | 0.4629 (4) | 0.0280 (12) | |
H43 | 0.3421 | 1.2502 | 0.3947 | 0.034* | |
C44 | 0.4522 (5) | 0.9982 (6) | 0.5910 (4) | 0.0198 (11) | |
C45 | 0.5276 (5) | 0.8437 (6) | 0.6255 (3) | 0.0231 (11) | |
C46 | 0.2254 (6) | 0.7322 (6) | 0.8653 (4) | 0.0370 (14) | |
H46 | 0.2690 | 0.6307 | 0.8882 | 0.044* | |
C47 | 0.1944 (7) | 0.8066 (7) | 0.9344 (4) | 0.0343 (15) | |
H47 | 0.2178 | 0.7564 | 1.0019 | 0.041* | |
C48 | 0.1301 (6) | 0.9523 (6) | 0.9030 (4) | 0.0316 (13) | |
H48 | 0.1078 | 1.0047 | 0.9488 | 0.038* | |
C49 | 0.0967 (5) | 1.0254 (6) | 0.8022 (4) | 0.0255 (11) | |
C50 | 0.0286 (5) | 1.1781 (6) | 0.7624 (4) | 0.0255 (11) | |
H50 | 0.0019 | 1.2362 | 0.8048 | 0.031* | |
C51 | 0.0026 (5) | 1.2391 (6) | 0.6651 (4) | 0.0260 (11) | |
H51 | −0.0429 | 1.3405 | 0.6402 | 0.031* | |
C52 | 0.0411 (5) | 1.1570 (6) | 0.5982 (4) | 0.0253 (11) | |
C53 | 0.0167 (6) | 1.2180 (6) | 0.4955 (4) | 0.0287 (12) | |
H53 | −0.0267 | 1.3189 | 0.4675 | 0.034* | |
C54 | 0.0557 (6) | 1.1312 (6) | 0.4368 (4) | 0.0270 (12) | |
H54 | 0.0347 | 1.1715 | 0.3684 | 0.032* | |
C55 | 0.1259 (6) | 0.9844 (6) | 0.4771 (4) | 0.0262 (11) | |
H55 | 0.1571 | 0.9246 | 0.4356 | 0.031* | |
C56 | 0.1094 (5) | 1.0079 (5) | 0.6353 (3) | 0.0205 (10) | |
C57 | 0.1364 (5) | 0.9385 (5) | 0.7395 (3) | 0.0235 (11) | |
C58 | 0.6083 (6) | 1.0556 (6) | 0.2559 (4) | 0.0354 (13) | |
H58A | 0.5611 | 1.0964 | 0.3099 | 0.053* | |
H58B | 0.5708 | 1.1281 | 0.1928 | 0.053* | |
H58C | 0.7122 | 1.0245 | 0.2584 | 0.053* | |
C59 | 0.3837 (6) | 0.9890 (8) | 0.2812 (5) | 0.0442 (16) | |
H59A | 0.3456 | 0.9176 | 0.2952 | 0.066* | |
H59B | 0.3416 | 1.0644 | 0.2200 | 0.066* | |
H59C | 0.3591 | 1.0308 | 0.3357 | 0.066* | |
O1 | 0.0544 (4) | 1.2653 (4) | −0.0241 (2) | 0.0232 (7) | |
O2 | 0.2516 (4) | 1.2526 (4) | −0.1156 (3) | 0.0313 (9) | |
O3 | 0.0386 (4) | 1.4951 (5) | 0.3015 (3) | 0.0365 (10) | |
O4 | −0.0820 (4) | 1.4254 (3) | 0.2307 (2) | 0.0224 (7) | |
O5 | −0.2825 (4) | 1.2997 (4) | 0.2228 (2) | 0.0237 (8) | |
O6 | −0.4872 (4) | 1.3728 (4) | 0.3087 (2) | 0.0279 (8) | |
O7 | −0.2408 (4) | 1.7992 (3) | −0.0822 (2) | 0.0246 (8) | |
O8 | −0.1265 (4) | 1.5639 (4) | −0.0103 (2) | 0.0236 (7) | |
O9 | 0.0411 (3) | 1.1243 (3) | 0.2129 (2) | 0.0203 (7) | |
O10 | 0.1179 (4) | 0.8896 (4) | 0.2879 (2) | 0.0265 (8) | |
O11 | −0.3584 (4) | 1.3055 (4) | −0.1099 (2) | 0.0259 (8) | |
O12 | −0.2730 (4) | 1.3829 (3) | −0.0188 (2) | 0.0237 (7) | |
O13 | 0.6314 (4) | 0.8034 (4) | 0.3684 (3) | 0.0361 (9) | |
O14 | 1.1684 (4) | 0.6103 (4) | 0.3790 (3) | 0.0316 (9) | |
H14A | 1.1241 | 0.7112 | 0.3509 | 0.038* | |
H14B | 1.1132 | 0.5811 | 0.3518 | 0.038* | |
O15 | 0.3899 (4) | 1.4263 (4) | −0.2256 (3) | 0.0348 (9) | |
H15A | 0.4473 | 1.4139 | −0.1748 | 0.042* | |
H15B | 0.3575 | 1.3589 | −0.1823 | 0.042* | |
O16 | 0.3079 (5) | 0.6530 (4) | 0.6028 (3) | 0.0427 (11) | |
H16A | 0.3558 | 0.6304 | 0.5450 | 0.051* | |
H16B | 0.3491 | 0.5671 | 0.6552 | 0.051* | |
O17 | 0.4315 (4) | 1.5831 (4) | 0.4392 (3) | 0.0385 (10) | |
H17A | 0.3441 | 1.5920 | 0.4192 | 0.046* | |
H17B | 0.5123 | 1.5408 | 0.4010 | 0.046* | |
O18 | 0.7177 (4) | 0.5189 (4) | 0.3788 (3) | 0.0319 (9) | |
H18A | 0.6773 | 0.6181 | 0.3723 | 0.038* | |
H18B | 0.7830 | 0.4854 | 0.3294 | 0.038* | |
N1 | 0.1196 (4) | 1.3584 (4) | 0.0993 (3) | 0.0173 (8) | |
N2 | −0.3370 (4) | 1.5585 (4) | 0.1120 (3) | 0.0195 (8) | |
N3 | −0.1199 (4) | 1.1258 (4) | 0.0899 (3) | 0.0173 (8) | |
N4 | −0.0982 (4) | 1.7415 (4) | −0.2452 (3) | 0.0210 (9) | |
H4A | −0.1184 | 1.7820 | −0.1927 | 0.025* | |
N5 | −0.2338 (4) | 2.0302 (4) | −0.2794 (3) | 0.0230 (9) | |
N6 | 0.5770 (4) | 0.7673 (4) | 0.5610 (3) | 0.0223 (9) | |
H6A | 0.5711 | 0.8177 | 0.4927 | 0.027* | |
N7 | 0.4295 (4) | 1.0614 (4) | 0.4924 (3) | 0.0240 (9) | |
N8 | 0.1977 (5) | 0.7944 (5) | 0.7706 (3) | 0.0279 (10) | |
N9 | 0.1502 (4) | 0.9265 (5) | 0.5734 (3) | 0.0235 (9) | |
H9 | 0.2104 | 0.8272 | 0.5973 | 0.028* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Y1 | 0.0206 (2) | 0.0181 (2) | 0.0154 (2) | −0.0093 (2) | −0.00083 (17) | −0.00465 (17) |
S1 | 0.0338 (8) | 0.0343 (8) | 0.0200 (7) | −0.0186 (7) | 0.0039 (6) | −0.0110 (6) |
C1 | 0.015 (3) | 0.017 (3) | 0.028 (3) | −0.005 (2) | 0.003 (2) | −0.007 (2) |
C2 | 0.021 (3) | 0.017 (2) | 0.018 (2) | −0.007 (2) | −0.0003 (19) | −0.003 (2) |
C3 | 0.020 (2) | 0.031 (3) | 0.018 (2) | −0.012 (2) | 0.0012 (19) | −0.005 (2) |
C4 | 0.028 (3) | 0.039 (3) | 0.023 (3) | −0.020 (3) | −0.005 (2) | −0.005 (3) |
C5 | 0.034 (3) | 0.034 (3) | 0.020 (2) | −0.021 (3) | −0.005 (2) | −0.007 (2) |
C6 | 0.023 (2) | 0.018 (2) | 0.018 (2) | −0.009 (2) | −0.0027 (19) | −0.005 (2) |
C7 | 0.030 (3) | 0.023 (3) | 0.017 (2) | −0.016 (3) | 0.000 (2) | −0.008 (2) |
C8 | 0.036 (3) | 0.021 (3) | 0.009 (2) | −0.013 (3) | −0.005 (2) | −0.004 (2) |
C9 | 0.023 (3) | 0.028 (3) | 0.013 (2) | −0.014 (2) | −0.0002 (19) | −0.008 (2) |
C10 | 0.026 (3) | 0.032 (3) | 0.018 (2) | −0.010 (2) | −0.002 (2) | −0.009 (2) |
C11 | 0.022 (3) | 0.029 (3) | 0.021 (3) | −0.004 (2) | 0.001 (2) | −0.012 (2) |
C12 | 0.032 (3) | 0.021 (3) | 0.019 (2) | −0.005 (2) | −0.008 (2) | −0.006 (2) |
C13 | 0.031 (3) | 0.022 (3) | 0.012 (2) | −0.011 (2) | −0.0037 (19) | −0.0079 (19) |
C14 | 0.024 (3) | 0.019 (3) | 0.014 (2) | −0.013 (2) | −0.0023 (19) | −0.005 (2) |
C15 | 0.018 (3) | 0.022 (3) | 0.019 (2) | −0.010 (2) | 0.000 (2) | −0.006 (2) |
C16 | 0.023 (2) | 0.023 (3) | 0.016 (2) | −0.014 (2) | −0.0001 (19) | −0.003 (2) |
C17 | 0.031 (3) | 0.018 (3) | 0.024 (3) | −0.010 (2) | −0.008 (2) | −0.003 (2) |
C18 | 0.040 (3) | 0.023 (3) | 0.035 (3) | −0.012 (3) | −0.010 (3) | −0.010 (2) |
C19 | 0.033 (3) | 0.026 (3) | 0.020 (2) | −0.016 (2) | −0.007 (2) | −0.008 (2) |
C20 | 0.017 (2) | 0.019 (2) | 0.019 (2) | −0.007 (2) | −0.0017 (19) | −0.007 (2) |
C21 | 0.017 (2) | 0.027 (3) | 0.019 (2) | −0.011 (2) | −0.0014 (19) | −0.007 (2) |
C22 | 0.027 (3) | 0.025 (3) | 0.026 (3) | −0.011 (2) | 0.001 (2) | −0.003 (2) |
C23 | 0.033 (3) | 0.026 (3) | 0.032 (3) | −0.012 (3) | 0.003 (2) | −0.012 (2) |
C24 | 0.029 (3) | 0.032 (3) | 0.025 (3) | −0.015 (3) | 0.006 (2) | −0.014 (2) |
C25 | 0.022 (3) | 0.029 (3) | 0.026 (3) | −0.015 (2) | 0.006 (2) | −0.011 (2) |
C26 | 0.027 (3) | 0.036 (3) | 0.022 (3) | −0.018 (3) | 0.006 (2) | −0.016 (2) |
C27 | 0.029 (3) | 0.037 (3) | 0.015 (2) | −0.016 (3) | −0.001 (2) | −0.005 (2) |
C28 | 0.023 (3) | 0.025 (3) | 0.019 (2) | −0.013 (2) | −0.003 (2) | −0.004 (2) |
C29 | 0.026 (3) | 0.032 (3) | 0.023 (3) | −0.013 (3) | −0.004 (2) | −0.003 (2) |
C30 | 0.031 (3) | 0.018 (3) | 0.036 (3) | −0.009 (2) | −0.005 (2) | −0.005 (2) |
C31 | 0.030 (3) | 0.026 (3) | 0.024 (3) | −0.010 (2) | 0.002 (2) | −0.013 (2) |
C32 | 0.020 (3) | 0.027 (3) | 0.019 (2) | −0.011 (2) | −0.001 (2) | −0.007 (2) |
C33 | 0.024 (3) | 0.027 (3) | 0.019 (2) | −0.016 (2) | −0.002 (2) | −0.007 (2) |
C34 | 0.030 (3) | 0.021 (3) | 0.028 (3) | −0.006 (2) | 0.000 (2) | −0.010 (2) |
C35 | 0.033 (3) | 0.022 (3) | 0.024 (3) | −0.010 (2) | −0.001 (2) | 0.000 (2) |
C36 | 0.027 (3) | 0.028 (3) | 0.019 (3) | −0.010 (2) | −0.004 (2) | 0.002 (2) |
C37 | 0.021 (3) | 0.025 (3) | 0.024 (3) | −0.009 (2) | 0.000 (2) | −0.007 (2) |
C38 | 0.031 (3) | 0.031 (3) | 0.013 (2) | −0.011 (3) | −0.002 (2) | −0.003 (2) |
C39 | 0.030 (3) | 0.038 (3) | 0.022 (3) | −0.017 (3) | 0.001 (2) | −0.013 (2) |
C40 | 0.020 (3) | 0.030 (3) | 0.025 (3) | −0.012 (2) | −0.001 (2) | −0.011 (2) |
C41 | 0.028 (3) | 0.026 (3) | 0.038 (3) | −0.011 (2) | 0.004 (2) | −0.014 (3) |
C42 | 0.026 (3) | 0.020 (3) | 0.047 (3) | −0.008 (2) | −0.004 (3) | −0.006 (3) |
C43 | 0.024 (3) | 0.026 (3) | 0.029 (3) | −0.011 (2) | −0.003 (2) | −0.001 (2) |
C44 | 0.018 (2) | 0.025 (3) | 0.017 (2) | −0.010 (2) | 0.0005 (19) | −0.005 (2) |
C45 | 0.022 (3) | 0.030 (3) | 0.020 (2) | −0.014 (2) | 0.000 (2) | −0.006 (2) |
C46 | 0.046 (4) | 0.028 (3) | 0.025 (3) | −0.009 (3) | −0.006 (3) | 0.000 (2) |
C47 | 0.037 (4) | 0.042 (4) | 0.014 (3) | −0.012 (3) | −0.002 (2) | −0.002 (3) |
C48 | 0.031 (3) | 0.047 (4) | 0.021 (3) | −0.017 (3) | 0.002 (2) | −0.016 (3) |
C49 | 0.024 (3) | 0.037 (3) | 0.024 (3) | −0.016 (3) | 0.003 (2) | −0.016 (2) |
C50 | 0.023 (3) | 0.027 (3) | 0.029 (3) | −0.007 (2) | 0.000 (2) | −0.017 (2) |
C51 | 0.026 (3) | 0.021 (3) | 0.030 (3) | −0.008 (2) | −0.002 (2) | −0.011 (2) |
C52 | 0.025 (3) | 0.030 (3) | 0.025 (3) | −0.014 (2) | −0.002 (2) | −0.009 (2) |
C53 | 0.032 (3) | 0.026 (3) | 0.026 (3) | −0.014 (3) | −0.008 (2) | 0.000 (2) |
C54 | 0.031 (3) | 0.033 (3) | 0.019 (2) | −0.018 (3) | −0.004 (2) | −0.003 (2) |
C55 | 0.030 (3) | 0.034 (3) | 0.019 (3) | −0.017 (3) | 0.004 (2) | −0.011 (2) |
C56 | 0.019 (2) | 0.027 (3) | 0.019 (2) | −0.011 (2) | 0.001 (2) | −0.009 (2) |
C57 | 0.025 (3) | 0.029 (3) | 0.019 (2) | −0.013 (2) | 0.003 (2) | −0.009 (2) |
C58 | 0.044 (3) | 0.032 (3) | 0.035 (3) | −0.023 (3) | 0.005 (3) | −0.009 (3) |
C59 | 0.041 (4) | 0.070 (5) | 0.042 (4) | −0.034 (4) | 0.006 (3) | −0.028 (3) |
O1 | 0.0274 (19) | 0.0265 (19) | 0.0204 (17) | −0.0142 (16) | 0.0033 (14) | −0.0104 (15) |
O2 | 0.031 (2) | 0.043 (2) | 0.028 (2) | −0.018 (2) | 0.0092 (17) | −0.0211 (19) |
O3 | 0.041 (2) | 0.058 (3) | 0.034 (2) | −0.030 (2) | 0.0090 (18) | −0.033 (2) |
O4 | 0.0299 (19) | 0.0225 (18) | 0.0167 (16) | −0.0108 (16) | −0.0029 (14) | −0.0076 (14) |
O5 | 0.028 (2) | 0.0233 (19) | 0.0205 (17) | −0.0120 (17) | 0.0043 (15) | −0.0079 (15) |
O6 | 0.029 (2) | 0.036 (2) | 0.0180 (18) | −0.0179 (19) | 0.0040 (15) | −0.0045 (16) |
O7 | 0.035 (2) | 0.0182 (18) | 0.0184 (17) | −0.0110 (17) | −0.0005 (15) | −0.0025 (14) |
O8 | 0.0233 (19) | 0.0223 (19) | 0.0205 (17) | −0.0085 (17) | 0.0006 (14) | −0.0028 (14) |
O9 | 0.0236 (18) | 0.0159 (17) | 0.0204 (17) | −0.0075 (15) | −0.0049 (14) | −0.0032 (14) |
O10 | 0.031 (2) | 0.0187 (19) | 0.0239 (19) | −0.0076 (17) | −0.0105 (16) | 0.0004 (15) |
O11 | 0.027 (2) | 0.031 (2) | 0.0206 (18) | −0.0103 (18) | −0.0087 (15) | −0.0080 (16) |
O12 | 0.0256 (19) | 0.0220 (18) | 0.0216 (17) | −0.0085 (16) | −0.0068 (14) | −0.0036 (14) |
O13 | 0.052 (3) | 0.026 (2) | 0.0247 (19) | −0.0127 (19) | 0.0007 (18) | −0.0055 (16) |
O14 | 0.040 (2) | 0.0213 (19) | 0.035 (2) | −0.0134 (18) | −0.0141 (17) | −0.0036 (16) |
O15 | 0.035 (2) | 0.038 (2) | 0.0256 (19) | −0.0154 (19) | −0.0090 (17) | 0.0014 (17) |
O16 | 0.058 (3) | 0.028 (2) | 0.025 (2) | −0.003 (2) | 0.0015 (19) | −0.0096 (18) |
O17 | 0.035 (2) | 0.054 (3) | 0.031 (2) | −0.018 (2) | 0.0026 (17) | −0.021 (2) |
O18 | 0.034 (2) | 0.025 (2) | 0.030 (2) | −0.0073 (18) | 0.0042 (17) | −0.0099 (17) |
N1 | 0.0173 (19) | 0.017 (2) | 0.0138 (18) | −0.0063 (17) | 0.0002 (15) | −0.0022 (15) |
N2 | 0.024 (2) | 0.020 (2) | 0.0183 (19) | −0.0097 (18) | 0.0009 (16) | −0.0095 (16) |
N3 | 0.0168 (19) | 0.018 (2) | 0.0181 (19) | −0.0070 (17) | 0.0006 (15) | −0.0076 (16) |
N4 | 0.020 (2) | 0.021 (2) | 0.021 (2) | −0.0089 (19) | 0.0018 (17) | −0.0063 (18) |
N5 | 0.028 (2) | 0.024 (2) | 0.019 (2) | −0.011 (2) | −0.0001 (18) | −0.0082 (18) |
N6 | 0.023 (2) | 0.023 (2) | 0.017 (2) | −0.0074 (19) | −0.0015 (17) | −0.0042 (18) |
N7 | 0.024 (2) | 0.024 (2) | 0.019 (2) | −0.009 (2) | −0.0005 (17) | −0.0032 (18) |
N8 | 0.036 (3) | 0.026 (2) | 0.021 (2) | −0.013 (2) | −0.0019 (19) | −0.0062 (19) |
N9 | 0.025 (2) | 0.027 (2) | 0.019 (2) | −0.013 (2) | 0.0031 (17) | −0.0066 (18) |
Y1—O5 | 2.362 (3) | C30—C31 | 1.401 (7) |
Y1—O9 | 2.374 (3) | C30—H30 | 0.9500 |
Y1—O8 | 2.386 (3) | C31—N5 | 1.325 (6) |
Y1—O12 | 2.398 (3) | C31—H31 | 0.9500 |
Y1—O1 | 2.415 (3) | C32—N5 | 1.350 (6) |
Y1—O4 | 2.421 (3) | C32—C33 | 1.438 (7) |
Y1—N3 | 2.481 (4) | C33—N4 | 1.348 (6) |
Y1—N2 | 2.490 (4) | C34—N6 | 1.331 (6) |
Y1—N1 | 2.500 (4) | C34—C35 | 1.384 (7) |
S1—O13 | 1.513 (4) | C34—H34 | 0.9500 |
S1—C59 | 1.774 (6) | C35—C36 | 1.362 (7) |
S1—C58 | 1.786 (5) | C35—H35 | 0.9500 |
C1—O2 | 1.244 (6) | C36—C37 | 1.410 (7) |
C1—O1 | 1.263 (6) | C36—H36 | 0.9500 |
C1—C2 | 1.520 (7) | C37—C45 | 1.411 (7) |
C2—N1 | 1.339 (6) | C37—C38 | 1.425 (7) |
C2—C3 | 1.384 (6) | C38—C39 | 1.355 (7) |
C3—C4 | 1.394 (7) | C38—H38 | 0.9500 |
C3—H3 | 0.9500 | C39—C40 | 1.428 (7) |
C4—C5 | 1.369 (7) | C39—H39 | 0.9500 |
C4—H4 | 0.9500 | C40—C44 | 1.401 (7) |
C5—C6 | 1.392 (7) | C40—C41 | 1.411 (7) |
C5—H5 | 0.9500 | C41—C42 | 1.349 (8) |
C6—N1 | 1.333 (6) | C41—H41 | 0.9500 |
C6—C7 | 1.516 (7) | C42—C43 | 1.407 (8) |
C7—O3 | 1.240 (6) | C42—H42 | 0.9500 |
C7—O4 | 1.269 (6) | C43—N7 | 1.328 (6) |
C8—O6 | 1.233 (6) | C43—H43 | 0.9500 |
C8—O5 | 1.261 (6) | C44—N7 | 1.360 (6) |
C8—C9 | 1.530 (7) | C44—C45 | 1.449 (7) |
C9—N2 | 1.332 (6) | C45—N6 | 1.345 (6) |
C9—C10 | 1.394 (7) | C46—N8 | 1.316 (6) |
C10—C11 | 1.390 (7) | C46—C47 | 1.400 (8) |
C10—H10 | 0.9500 | C46—H46 | 0.9500 |
C11—C12 | 1.387 (7) | C47—C48 | 1.363 (8) |
C11—H11 | 0.9500 | C47—H47 | 0.9500 |
C12—C13 | 1.381 (7) | C48—C49 | 1.414 (7) |
C12—H12 | 0.9500 | C48—H48 | 0.9500 |
C13—N2 | 1.348 (6) | C49—C57 | 1.411 (7) |
C13—C14 | 1.511 (7) | C49—C50 | 1.434 (7) |
C14—O7 | 1.243 (5) | C50—C51 | 1.346 (7) |
C14—O8 | 1.260 (6) | C50—H50 | 0.9500 |
C15—O10 | 1.247 (6) | C51—C52 | 1.425 (7) |
C15—O9 | 1.255 (6) | C51—H51 | 0.9500 |
C15—C16 | 1.522 (6) | C52—C56 | 1.399 (7) |
C16—N3 | 1.341 (6) | C52—C53 | 1.414 (7) |
C16—C17 | 1.387 (6) | C53—C54 | 1.366 (7) |
C17—C18 | 1.403 (7) | C53—H53 | 0.9500 |
C17—H17 | 0.9500 | C54—C55 | 1.383 (7) |
C18—C19 | 1.379 (7) | C54—H54 | 0.9500 |
C18—H18 | 0.9500 | C55—N9 | 1.328 (6) |
C19—C20 | 1.395 (6) | C55—H55 | 0.9500 |
C19—H19 | 0.9500 | C56—N9 | 1.356 (6) |
C20—N3 | 1.336 (6) | C56—C57 | 1.445 (7) |
C20—C21 | 1.516 (7) | C57—N8 | 1.348 (6) |
C21—O11 | 1.242 (6) | C58—H58A | 0.9800 |
C21—O12 | 1.264 (6) | C58—H58B | 0.9800 |
C22—N4 | 1.335 (6) | C58—H58C | 0.9800 |
C22—C23 | 1.371 (7) | C59—H59A | 0.9800 |
C22—H22 | 0.9500 | C59—H59B | 0.9800 |
C23—C24 | 1.364 (7) | C59—H59C | 0.9800 |
C23—H23 | 0.9500 | O14—H14A | 0.9499 |
C24—C25 | 1.410 (7) | O14—H14B | 0.9500 |
C24—H24 | 0.9500 | O15—H15A | 0.9501 |
C25—C33 | 1.417 (7) | O15—H15B | 0.9501 |
C25—C26 | 1.432 (7) | O16—H16A | 0.9499 |
C26—C27 | 1.357 (8) | O16—H16B | 0.9501 |
C26—H26 | 0.9500 | O17—H17A | 0.9500 |
C27—C28 | 1.453 (7) | O17—H17B | 0.9499 |
C27—H27 | 0.9500 | O18—H18A | 0.9499 |
C28—C32 | 1.396 (7) | O18—H18B | 0.9502 |
C28—C29 | 1.398 (7) | N4—H4A | 0.9499 |
C29—C30 | 1.370 (7) | N6—H6A | 0.9501 |
C29—H29 | 0.9500 | N9—H9 | 0.9500 |
O5—Y1—O9 | 80.12 (11) | C29—C30—H30 | 120.3 |
O5—Y1—O8 | 129.11 (11) | C31—C30—H30 | 120.3 |
O9—Y1—O8 | 143.86 (11) | N5—C31—C30 | 123.9 (5) |
O5—Y1—O12 | 87.24 (11) | N5—C31—H31 | 118.1 |
O9—Y1—O12 | 129.23 (11) | C30—C31—H31 | 118.1 |
O8—Y1—O12 | 78.83 (11) | N5—C32—C28 | 124.3 (5) |
O5—Y1—O1 | 146.72 (11) | N5—C32—C33 | 116.6 (4) |
O9—Y1—O1 | 85.57 (11) | C28—C32—C33 | 119.1 (5) |
O8—Y1—O1 | 77.80 (11) | N4—C33—C25 | 119.3 (5) |
O12—Y1—O1 | 78.82 (11) | N4—C33—C32 | 120.2 (4) |
O5—Y1—O4 | 77.91 (11) | C25—C33—C32 | 120.5 (5) |
O9—Y1—O4 | 78.84 (11) | N6—C34—C35 | 119.8 (5) |
O8—Y1—O4 | 86.76 (11) | N6—C34—H34 | 120.1 |
O12—Y1—O4 | 145.62 (11) | C35—C34—H34 | 120.1 |
O1—Y1—O4 | 128.50 (11) | C36—C35—C34 | 119.7 (5) |
O5—Y1—N3 | 74.91 (12) | C36—C35—H35 | 120.2 |
O9—Y1—N3 | 64.97 (11) | C34—C35—H35 | 120.2 |
O8—Y1—N3 | 135.60 (12) | C35—C36—C37 | 120.8 (5) |
O12—Y1—N3 | 64.26 (12) | C35—C36—H36 | 119.6 |
O1—Y1—N3 | 71.81 (11) | C37—C36—H36 | 119.6 |
O4—Y1—N3 | 137.61 (12) | C36—C37—C45 | 117.1 (5) |
O5—Y1—N2 | 64.65 (12) | C36—C37—C38 | 123.6 (5) |
O9—Y1—N2 | 137.89 (12) | C45—C37—C38 | 119.3 (5) |
O8—Y1—N2 | 64.46 (12) | C39—C38—C37 | 121.3 (4) |
O12—Y1—N2 | 73.53 (12) | C39—C38—H38 | 119.4 |
O1—Y1—N2 | 136.49 (12) | C37—C38—H38 | 119.4 |
O4—Y1—N2 | 72.09 (12) | C38—C39—C40 | 120.3 (5) |
N3—Y1—N2 | 121.88 (12) | C38—C39—H39 | 119.8 |
O5—Y1—N1 | 137.25 (12) | C40—C39—H39 | 119.8 |
O9—Y1—N1 | 74.06 (11) | C44—C40—C41 | 116.9 (5) |
O8—Y1—N1 | 69.83 (12) | C44—C40—C39 | 120.9 (5) |
O12—Y1—N1 | 135.39 (11) | C41—C40—C39 | 122.2 (5) |
O1—Y1—N1 | 64.36 (11) | C42—C41—C40 | 119.6 (5) |
O4—Y1—N1 | 64.18 (12) | C42—C41—H41 | 120.2 |
N3—Y1—N1 | 121.09 (13) | C40—C41—H41 | 120.2 |
N2—Y1—N1 | 116.97 (12) | C41—C42—C43 | 119.3 (5) |
O13—S1—C59 | 106.4 (3) | C41—C42—H42 | 120.3 |
O13—S1—C58 | 105.0 (3) | C43—C42—H42 | 120.3 |
C59—S1—C58 | 98.2 (3) | N7—C43—C42 | 123.7 (5) |
O2—C1—O1 | 126.5 (5) | N7—C43—H43 | 118.1 |
O2—C1—C2 | 118.4 (4) | C42—C43—H43 | 118.1 |
O1—C1—C2 | 115.1 (4) | N7—C44—C40 | 124.1 (5) |
N1—C2—C3 | 121.5 (4) | N7—C44—C45 | 117.7 (4) |
N1—C2—C1 | 114.7 (4) | C40—C44—C45 | 118.2 (4) |
C3—C2—C1 | 123.8 (4) | N6—C45—C37 | 119.6 (5) |
C2—C3—C4 | 118.5 (5) | N6—C45—C44 | 120.5 (4) |
C2—C3—H3 | 120.7 | C37—C45—C44 | 119.9 (4) |
C4—C3—H3 | 120.7 | N8—C46—C47 | 124.0 (5) |
C5—C4—C3 | 119.8 (5) | N8—C46—H46 | 118.0 |
C5—C4—H4 | 120.1 | C47—C46—H46 | 118.0 |
C3—C4—H4 | 120.1 | C48—C47—C46 | 118.8 (5) |
C4—C5—C6 | 118.3 (4) | C48—C47—H47 | 120.6 |
C4—C5—H5 | 120.9 | C46—C47—H47 | 120.6 |
C6—C5—H5 | 120.9 | C47—C48—C49 | 119.9 (5) |
N1—C6—C5 | 122.1 (4) | C47—C48—H48 | 120.1 |
N1—C6—C7 | 114.6 (4) | C49—C48—H48 | 120.1 |
C5—C6—C7 | 123.3 (4) | C57—C49—C48 | 115.9 (5) |
O3—C7—O4 | 125.5 (5) | C57—C49—C50 | 120.2 (5) |
O3—C7—C6 | 119.1 (4) | C48—C49—C50 | 123.9 (5) |
O4—C7—C6 | 115.4 (4) | C51—C50—C49 | 120.1 (5) |
O6—C8—O5 | 128.2 (5) | C51—C50—H50 | 120.0 |
O6—C8—C9 | 117.1 (5) | C49—C50—H50 | 120.0 |
O5—C8—C9 | 114.7 (4) | C50—C51—C52 | 122.3 (5) |
N2—C9—C10 | 121.4 (5) | C50—C51—H51 | 118.9 |
N2—C9—C8 | 113.8 (4) | C52—C51—H51 | 118.9 |
C10—C9—C8 | 124.7 (4) | C56—C52—C53 | 117.8 (5) |
C11—C10—C9 | 118.4 (5) | C56—C52—C51 | 118.6 (4) |
C11—C10—H10 | 120.8 | C53—C52—C51 | 123.6 (5) |
C9—C10—H10 | 120.8 | C54—C53—C52 | 119.7 (5) |
C12—C11—C10 | 119.5 (5) | C54—C53—H53 | 120.1 |
C12—C11—H11 | 120.2 | C52—C53—H53 | 120.1 |
C10—C11—H11 | 120.2 | C53—C54—C55 | 119.9 (5) |
C13—C12—C11 | 119.0 (5) | C53—C54—H54 | 120.0 |
C13—C12—H12 | 120.5 | C55—C54—H54 | 120.0 |
C11—C12—H12 | 120.5 | N9—C55—C54 | 120.5 (5) |
N2—C13—C12 | 121.2 (5) | N9—C55—H55 | 119.7 |
N2—C13—C14 | 113.9 (4) | C54—C55—H55 | 119.7 |
C12—C13—C14 | 124.9 (4) | N9—C56—C52 | 120.2 (4) |
O7—C14—O8 | 126.4 (4) | N9—C56—C57 | 119.2 (5) |
O7—C14—C13 | 118.1 (4) | C52—C56—C57 | 120.6 (4) |
O8—C14—C13 | 115.5 (4) | N8—C57—C49 | 124.3 (5) |
O10—C15—O9 | 126.7 (4) | N8—C57—C56 | 117.5 (4) |
O10—C15—C16 | 118.0 (4) | C49—C57—C56 | 118.2 (5) |
O9—C15—C16 | 115.3 (4) | S1—C58—H58A | 109.5 |
N3—C16—C17 | 121.6 (4) | S1—C58—H58B | 109.5 |
N3—C16—C15 | 114.1 (4) | H58A—C58—H58B | 109.5 |
C17—C16—C15 | 124.3 (4) | S1—C58—H58C | 109.5 |
C16—C17—C18 | 118.7 (4) | H58A—C58—H58C | 109.5 |
C16—C17—H17 | 120.7 | H58B—C58—H58C | 109.5 |
C18—C17—H17 | 120.7 | S1—C59—H59A | 109.5 |
C19—C18—C17 | 119.2 (5) | S1—C59—H59B | 109.5 |
C19—C18—H18 | 120.4 | H59A—C59—H59B | 109.5 |
C17—C18—H18 | 120.4 | S1—C59—H59C | 109.5 |
C18—C19—C20 | 118.8 (4) | H59A—C59—H59C | 109.5 |
C18—C19—H19 | 120.6 | H59B—C59—H59C | 109.5 |
C20—C19—H19 | 120.6 | C1—O1—Y1 | 125.6 (3) |
N3—C20—C19 | 121.8 (4) | C7—O4—Y1 | 125.4 (3) |
N3—C20—C21 | 113.9 (4) | C8—O5—Y1 | 126.9 (3) |
C19—C20—C21 | 124.3 (4) | C14—O8—Y1 | 126.2 (3) |
O11—C21—O12 | 126.5 (5) | C15—O9—Y1 | 125.9 (3) |
O11—C21—C20 | 118.3 (4) | C21—O12—Y1 | 125.8 (3) |
O12—C21—C20 | 115.1 (4) | H14A—O14—H14B | 102.1 |
N4—C22—C23 | 119.9 (5) | H15A—O15—H15B | 90.8 |
N4—C22—H22 | 120.0 | H16A—O16—H16B | 105.2 |
C23—C22—H22 | 120.0 | H17A—O17—H17B | 113.6 |
C24—C23—C22 | 120.4 (5) | H18A—O18—H18B | 118.2 |
C24—C23—H23 | 119.8 | C6—N1—C2 | 119.7 (4) |
C22—C23—H23 | 119.8 | C6—N1—Y1 | 120.4 (3) |
C23—C24—C25 | 120.1 (5) | C2—N1—Y1 | 119.9 (3) |
C23—C24—H24 | 119.9 | C9—N2—C13 | 120.4 (4) |
C25—C24—H24 | 119.9 | C9—N2—Y1 | 119.8 (3) |
C24—C25—C33 | 117.4 (5) | C13—N2—Y1 | 119.8 (3) |
C24—C25—C26 | 123.7 (5) | C20—N3—C16 | 120.0 (4) |
C33—C25—C26 | 118.9 (5) | C20—N3—Y1 | 120.7 (3) |
C27—C26—C25 | 121.0 (5) | C16—N3—Y1 | 119.4 (3) |
C27—C26—H26 | 119.5 | C22—N4—C33 | 122.6 (5) |
C25—C26—H26 | 119.5 | C22—N4—H4A | 116.8 |
C26—C27—C28 | 120.7 (5) | C33—N4—H4A | 119.6 |
C26—C27—H27 | 119.7 | C31—N5—C32 | 116.2 (4) |
C28—C27—H27 | 119.7 | C34—N6—C45 | 123.1 (4) |
C32—C28—C29 | 117.8 (5) | C34—N6—H6A | 118.6 |
C32—C28—C27 | 119.8 (5) | C45—N6—H6A | 118.1 |
C29—C28—C27 | 122.4 (5) | C43—N7—C44 | 116.3 (4) |
C30—C29—C28 | 118.4 (5) | C46—N8—C57 | 117.1 (5) |
C30—C29—H29 | 120.8 | C55—N9—C56 | 121.8 (5) |
C28—C29—H29 | 120.8 | C55—N9—H9 | 118.2 |
C29—C30—C31 | 119.3 (5) | C56—N9—H9 | 119.3 |
O2—C1—C2—N1 | 172.6 (4) | N3—Y1—O4—C7 | 112.1 (4) |
O1—C1—C2—N1 | −5.4 (6) | N2—Y1—O4—C7 | −129.9 (4) |
O2—C1—C2—C3 | −5.0 (8) | N1—Y1—O4—C7 | 3.4 (4) |
O1—C1—C2—C3 | 176.9 (5) | O6—C8—O5—Y1 | −176.2 (4) |
N1—C2—C3—C4 | −2.0 (7) | C9—C8—O5—Y1 | 4.1 (6) |
C1—C2—C3—C4 | 175.5 (5) | O9—Y1—O5—C8 | 153.6 (4) |
C2—C3—C4—C5 | 1.2 (7) | O8—Y1—O5—C8 | −2.6 (4) |
C3—C4—C5—C6 | 0.5 (7) | O12—Y1—O5—C8 | −75.8 (4) |
C4—C5—C6—N1 | −1.4 (7) | O1—Y1—O5—C8 | −140.5 (4) |
C4—C5—C6—C7 | 179.4 (5) | O4—Y1—O5—C8 | 73.0 (4) |
N1—C6—C7—O3 | −179.5 (5) | N3—Y1—O5—C8 | −139.9 (4) |
C5—C6—C7—O3 | −0.2 (7) | N2—Y1—O5—C8 | −2.7 (4) |
N1—C6—C7—O4 | 0.6 (6) | N1—Y1—O5—C8 | 100.4 (4) |
C5—C6—C7—O4 | 179.8 (5) | O7—C14—O8—Y1 | −176.1 (3) |
O6—C8—C9—N2 | 177.3 (4) | C13—C14—O8—Y1 | 2.6 (5) |
O5—C8—C9—N2 | −3.0 (6) | O5—Y1—O8—C14 | −1.9 (4) |
O6—C8—C9—C10 | −4.1 (7) | O9—Y1—O8—C14 | −139.5 (3) |
O5—C8—C9—C10 | 175.6 (4) | O12—Y1—O8—C14 | 75.2 (4) |
N2—C9—C10—C11 | −1.2 (7) | O1—Y1—O8—C14 | 156.0 (4) |
C8—C9—C10—C11 | −179.8 (4) | O4—Y1—O8—C14 | −73.4 (4) |
C9—C10—C11—C12 | −0.9 (7) | N3—Y1—O8—C14 | 108.7 (4) |
C10—C11—C12—C13 | 1.8 (7) | N2—Y1—O8—C14 | −1.7 (3) |
C11—C12—C13—N2 | −0.6 (7) | N1—Y1—O8—C14 | −137.1 (4) |
C11—C12—C13—C14 | 177.4 (4) | O10—C15—O9—Y1 | −172.5 (4) |
N2—C13—C14—O7 | 177.0 (4) | C16—C15—O9—Y1 | 7.1 (6) |
C12—C13—C14—O7 | −1.2 (7) | O5—Y1—O9—C15 | 72.6 (4) |
N2—C13—C14—O8 | −1.9 (6) | O8—Y1—O9—C15 | −139.5 (3) |
C12—C13—C14—O8 | 179.9 (4) | O12—Y1—O9—C15 | −5.6 (4) |
O10—C15—C16—N3 | 175.4 (4) | O1—Y1—O9—C15 | −77.3 (4) |
O9—C15—C16—N3 | −4.2 (6) | O4—Y1—O9—C15 | 152.1 (4) |
O10—C15—C16—C17 | −4.1 (7) | N3—Y1—O9—C15 | −5.3 (4) |
O9—C15—C16—C17 | 176.3 (4) | N2—Y1—O9—C15 | 105.4 (4) |
N3—C16—C17—C18 | 0.6 (7) | N1—Y1—O9—C15 | −141.8 (4) |
C15—C16—C17—C18 | −179.9 (5) | O11—C21—O12—Y1 | −173.9 (4) |
C16—C17—C18—C19 | 1.2 (8) | C20—C21—O12—Y1 | 7.1 (6) |
C17—C18—C19—C20 | −2.8 (8) | O5—Y1—O12—C21 | −79.9 (4) |
C18—C19—C20—N3 | 2.6 (8) | O9—Y1—O12—C21 | −5.0 (4) |
C18—C19—C20—C21 | −178.5 (5) | O8—Y1—O12—C21 | 149.4 (4) |
N3—C20—C21—O11 | 176.7 (4) | O1—Y1—O12—C21 | 69.8 (4) |
C19—C20—C21—O11 | −2.2 (7) | O4—Y1—O12—C21 | −143.6 (3) |
N3—C20—C21—O12 | −4.2 (6) | N3—Y1—O12—C21 | −5.3 (4) |
C19—C20—C21—O12 | 176.9 (5) | N2—Y1—O12—C21 | −144.2 (4) |
N4—C22—C23—C24 | −0.2 (8) | N1—Y1—O12—C21 | 103.8 (4) |
C22—C23—C24—C25 | 0.1 (8) | C5—C6—N1—C2 | 0.6 (7) |
C23—C24—C25—C33 | 2.5 (7) | C7—C6—N1—C2 | 179.9 (4) |
C23—C24—C25—C26 | −178.6 (5) | C5—C6—N1—Y1 | −176.9 (4) |
C24—C25—C26—C27 | −178.2 (5) | C7—C6—N1—Y1 | 2.3 (5) |
C33—C25—C26—C27 | 0.7 (7) | C3—C2—N1—C6 | 1.2 (7) |
C25—C26—C27—C28 | 0.7 (8) | C1—C2—N1—C6 | −176.6 (4) |
C26—C27—C28—C32 | −0.4 (7) | C3—C2—N1—Y1 | 178.7 (3) |
C26—C27—C28—C29 | 178.7 (5) | C1—C2—N1—Y1 | 1.0 (5) |
C32—C28—C29—C30 | 0.3 (7) | O5—Y1—N1—C6 | −32.8 (4) |
C27—C28—C29—C30 | −178.8 (5) | O9—Y1—N1—C6 | −87.9 (3) |
C28—C29—C30—C31 | 1.8 (7) | O8—Y1—N1—C6 | 93.5 (3) |
C29—C30—C31—N5 | −2.1 (8) | O12—Y1—N1—C6 | 141.7 (3) |
C29—C28—C32—N5 | −2.4 (7) | O1—Y1—N1—C6 | 179.3 (4) |
C27—C28—C32—N5 | 176.7 (5) | O4—Y1—N1—C6 | −2.8 (3) |
C29—C28—C32—C33 | 179.5 (4) | N3—Y1—N1—C6 | −134.6 (3) |
C27—C28—C32—C33 | −1.4 (7) | N2—Y1—N1—C6 | 48.1 (4) |
C24—C25—C33—N4 | −5.1 (7) | O5—Y1—N1—C2 | 149.7 (3) |
C26—C25—C33—N4 | 175.9 (4) | O9—Y1—N1—C2 | 94.5 (3) |
C24—C25—C33—C32 | 176.4 (4) | O8—Y1—N1—C2 | −84.0 (3) |
C26—C25—C33—C32 | −2.5 (7) | O12—Y1—N1—C2 | −35.8 (4) |
N5—C32—C33—N4 | 6.2 (7) | O1—Y1—N1—C2 | 1.8 (3) |
C28—C32—C33—N4 | −175.6 (4) | O4—Y1—N1—C2 | 179.6 (4) |
N5—C32—C33—C25 | −175.4 (4) | N3—Y1—N1—C2 | 47.9 (4) |
C28—C32—C33—C25 | 2.9 (7) | N2—Y1—N1—C2 | −129.4 (3) |
N6—C34—C35—C36 | −1.9 (8) | C10—C9—N2—C13 | 2.5 (7) |
C34—C35—C36—C37 | 1.6 (8) | C8—C9—N2—C13 | −178.8 (4) |
C35—C36—C37—C45 | −0.1 (7) | C10—C9—N2—Y1 | −177.8 (3) |
C35—C36—C37—C38 | 179.8 (5) | C8—C9—N2—Y1 | 0.8 (5) |
C36—C37—C38—C39 | 178.5 (5) | C12—C13—N2—C9 | −1.6 (7) |
C45—C37—C38—C39 | −1.6 (8) | C14—C13—N2—C9 | −179.8 (4) |
C37—C38—C39—C40 | 2.0 (8) | C12—C13—N2—Y1 | 178.7 (3) |
C38—C39—C40—C44 | 1.3 (7) | C14—C13—N2—Y1 | 0.5 (5) |
C38—C39—C40—C41 | 178.6 (5) | O5—Y1—N2—C9 | 0.7 (3) |
C44—C40—C41—C42 | −0.7 (7) | O9—Y1—N2—C9 | −35.5 (4) |
C39—C40—C41—C42 | −178.1 (5) | O8—Y1—N2—C9 | −179.2 (4) |
C40—C41—C42—C43 | 2.2 (8) | O12—Y1—N2—C9 | 95.5 (3) |
C41—C42—C43—N7 | −3.2 (8) | O1—Y1—N2—C9 | 148.3 (3) |
C41—C40—C44—N7 | −0.1 (7) | O4—Y1—N2—C9 | −84.1 (3) |
C39—C40—C44—N7 | 177.3 (5) | N3—Y1—N2—C9 | 51.3 (4) |
C41—C40—C44—C45 | 177.8 (4) | N1—Y1—N2—C9 | −131.5 (3) |
C39—C40—C44—C45 | −4.8 (7) | O5—Y1—N2—C13 | −179.7 (4) |
C36—C37—C45—N6 | −1.0 (7) | O9—Y1—N2—C13 | 144.2 (3) |
C38—C37—C45—N6 | 179.0 (4) | O8—Y1—N2—C13 | 0.4 (3) |
C36—C37—C45—C44 | 178.0 (4) | O12—Y1—N2—C13 | −84.8 (3) |
C38—C37—C45—C44 | −2.0 (7) | O1—Y1—N2—C13 | −32.0 (4) |
N7—C44—C45—N6 | 2.1 (7) | O4—Y1—N2—C13 | 95.5 (3) |
C40—C44—C45—N6 | −175.9 (4) | N3—Y1—N2—C13 | −129.0 (3) |
N7—C44—C45—C37 | −176.9 (4) | N1—Y1—N2—C13 | 48.2 (4) |
C40—C44—C45—C37 | 5.1 (7) | C19—C20—N3—C16 | −0.8 (7) |
N8—C46—C47—C48 | 0.9 (10) | C21—C20—N3—C16 | −179.7 (4) |
C46—C47—C48—C49 | −0.3 (9) | C19—C20—N3—Y1 | 178.8 (3) |
C47—C48—C49—C57 | −1.2 (7) | C21—C20—N3—Y1 | −0.1 (5) |
C47—C48—C49—C50 | 179.7 (5) | C17—C16—N3—C20 | −0.8 (7) |
C57—C49—C50—C51 | −0.1 (7) | C15—C16—N3—C20 | 179.6 (4) |
C48—C49—C50—C51 | 179.0 (5) | C17—C16—N3—Y1 | 179.5 (3) |
C49—C50—C51—C52 | −0.3 (8) | C15—C16—N3—Y1 | 0.0 (5) |
C50—C51—C52—C56 | −0.6 (8) | O5—Y1—N3—C20 | 96.6 (3) |
C50—C51—C52—C53 | −179.3 (5) | O9—Y1—N3—C20 | −177.4 (4) |
C56—C52—C53—C54 | 2.0 (7) | O8—Y1—N3—C20 | −34.6 (4) |
C51—C52—C53—C54 | −179.4 (5) | O12—Y1—N3—C20 | 2.3 (3) |
C52—C53—C54—C55 | −3.5 (8) | O1—Y1—N3—C20 | −83.8 (3) |
C53—C54—C55—N9 | 3.0 (8) | O4—Y1—N3—C20 | 148.5 (3) |
C53—C52—C56—N9 | 0.1 (7) | N2—Y1—N3—C20 | 50.2 (4) |
C51—C52—C56—N9 | −178.6 (4) | N1—Y1—N3—C20 | −126.9 (3) |
C53—C52—C56—C57 | −179.4 (4) | O5—Y1—N3—C16 | −83.7 (3) |
C51—C52—C56—C57 | 1.9 (7) | O9—Y1—N3—C16 | 2.2 (3) |
C48—C49—C57—N8 | 2.4 (7) | O8—Y1—N3—C16 | 145.1 (3) |
C50—C49—C57—N8 | −178.4 (4) | O12—Y1—N3—C16 | −178.0 (4) |
C48—C49—C57—C56 | −177.8 (4) | O1—Y1—N3—C16 | 95.9 (3) |
C50—C49—C57—C56 | 1.3 (7) | O4—Y1—N3—C16 | −31.8 (4) |
N9—C56—C57—N8 | −2.0 (7) | N2—Y1—N3—C16 | −130.1 (3) |
C52—C56—C57—N8 | 177.6 (4) | N1—Y1—N3—C16 | 52.8 (4) |
N9—C56—C57—C49 | 178.2 (4) | C23—C22—N4—C33 | −2.5 (7) |
C52—C56—C57—C49 | −2.2 (7) | C25—C33—N4—C22 | 5.3 (7) |
O2—C1—O1—Y1 | −169.9 (4) | C32—C33—N4—C22 | −176.3 (4) |
C2—C1—O1—Y1 | 7.9 (6) | C30—C31—N5—C32 | 0.0 (7) |
O5—Y1—O1—C1 | −144.4 (4) | C28—C32—N5—C31 | 2.2 (7) |
O9—Y1—O1—C1 | −79.9 (4) | C33—C32—N5—C31 | −179.6 (4) |
O8—Y1—O1—C1 | 67.8 (4) | C35—C34—N6—C45 | 0.7 (8) |
O12—Y1—O1—C1 | 148.6 (4) | C37—C45—N6—C34 | 0.7 (7) |
O4—Y1—O1—C1 | −8.0 (4) | C44—C45—N6—C34 | −178.2 (5) |
N3—Y1—O1—C1 | −145.0 (4) | C42—C43—N7—C44 | 2.3 (7) |
N2—Y1—O1—C1 | 97.5 (4) | C40—C44—N7—C43 | −0.7 (7) |
N1—Y1—O1—C1 | −5.5 (4) | C45—C44—N7—C43 | −178.6 (4) |
O3—C7—O4—Y1 | 176.5 (4) | C47—C46—N8—C57 | 0.3 (9) |
C6—C7—O4—Y1 | −3.5 (6) | C49—C57—N8—C46 | −2.0 (8) |
O5—Y1—O4—C7 | 163.1 (4) | C56—C57—N8—C46 | 178.3 (5) |
O9—Y1—O4—C7 | 81.0 (4) | C54—C55—N9—C56 | −0.9 (7) |
O8—Y1—O4—C7 | −65.7 (4) | C52—C56—N9—C55 | −0.7 (7) |
O12—Y1—O4—C7 | −130.5 (4) | C57—C56—N9—C55 | 178.9 (4) |
O1—Y1—O4—C7 | 5.9 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
O14—H14A···O10i | 0.95 | 1.84 | 2.734 (5) | 156 |
O14—H14B···O3ii | 0.95 | 1.82 | 2.757 (5) | 169 |
O15—H15A···O11i | 0.95 | 2.02 | 2.854 (5) | 146 |
O15—H15B···O2 | 0.95 | 1.89 | 2.824 (5) | 166 |
O16—H16A···O17iii | 0.95 | 1.73 | 2.678 (5) | 175 |
O16—H16B···O15iv | 0.95 | 1.84 | 2.769 (5) | 165 |
O17—H17A···O14v | 0.95 | 1.91 | 2.859 (5) | 180 |
O17—H17B···O18vi | 0.95 | 2.03 | 2.804 (5) | 138 |
O17—H17B···O6i | 0.95 | 2.60 | 3.192 (5) | 121 |
O18—H18A···O13 | 0.95 | 1.85 | 2.789 (5) | 169 |
O18—H18A···S1 | 0.95 | 2.77 | 3.650 (4) | 155 |
O18—H18B···O4ii | 0.95 | 1.90 | 2.849 (5) | 177 |
N4—H4A···O7 | 0.95 | 1.88 | 2.680 (5) | 140 |
N6—H6A···O13 | 0.95 | 1.84 | 2.673 (5) | 146 |
N9—H9···O16 | 0.95 | 1.69 | 2.612 (6) | 161 |
C3—H3···O11i | 0.95 | 2.49 | 3.319 (7) | 146 |
C5—H5···O6i | 0.95 | 2.59 | 3.277 (8) | 129 |
C22—H22···O8 | 0.95 | 2.33 | 3.056 (6) | 132 |
C29—H29···O6vii | 0.95 | 2.51 | 3.380 (7) | 152 |
C31—H31···O11vi | 0.95 | 2.41 | 3.357 (7) | 174 |
C34—H34···O18 | 0.95 | 2.53 | 3.446 (7) | 162 |
C36—H36···O12viii | 0.95 | 2.46 | 3.384 (6) | 164 |
C39—H39···O2ix | 0.95 | 2.54 | 3.438 (7) | 159 |
C42—H42···O14v | 0.95 | 2.36 | 3.247 (7) | 155 |
C54—H54···O9 | 0.95 | 2.44 | 3.275 (6) | 146 |
C55—H55···O10 | 0.95 | 2.40 | 3.244 (7) | 147 |
C59—H59A···O10 | 0.98 | 2.55 | 3.381 (9) | 143 |
C58—H58C···Cg1 (N3,C16-C20)i | 0.98 | 2.84 | 3.424 (7) | 119 |
Symmetry codes: (i) x+1, y, z; (ii) x+1, y−1, z; (iii) x, y−1, z; (iv) x, y−1, z+1; (v) x−1, y+1, z; (vi) x, y+1, z; (vii) x, y+1, z−1; (viii) x+1, y−1, z+1; (ix) x, y, z+1. |
Experimental details
Crystal data | |
Chemical formula | (C12H9N2)3[Y(C7H3NO4)3]·C2H6OS·5H2O |
Mr | 1296.08 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 150 |
a, b, c (Å) | 10.4185 (14), 10.9689 (14), 14.3844 (19) |
α, β, γ (°) | 70.599 (2), 81.174 (2), 63.298 (2) |
V (Å3) | 1385.1 (3) |
Z | 1 |
Radiation type | Mo Kα |
µ (mm−1) | 1.18 |
Crystal size (mm) | 0.30 × 0.20 × 0.17 |
Data collection | |
Diffractometer | Bruker SMART 1000 diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 2003) |
Tmin, Tmax | 0.719, 0.825 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 15984, 11832, 8989 |
Rint | 0.045 |
(sin θ/λ)max (Å−1) | 0.652 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.054, 0.131, 1.00 |
No. of reflections | 11832 |
No. of parameters | 795 |
No. of restraints | 3 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.70, −0.85 |
Absolute structure | Flack (1983), 5621 Friedel pairs |
Absolute structure parameter | −0.004 (4) |
Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2005).
Y1—O5 | 2.362 (3) | Y1—O4 | 2.421 (3) |
Y1—O9 | 2.374 (3) | Y1—N3 | 2.481 (4) |
Y1—O8 | 2.386 (3) | Y1—N2 | 2.490 (4) |
Y1—O12 | 2.398 (3) | Y1—N1 | 2.500 (4) |
Y1—O1 | 2.415 (3) | ||
O5—Y1—O9 | 80.12 (11) | O9—Y1—O4 | 78.84 (11) |
O8—Y1—O12 | 78.83 (11) | N3—Y1—N2 | 121.88 (12) |
O8—Y1—O1 | 77.80 (11) | N3—Y1—N1 | 121.09 (13) |
O12—Y1—O1 | 78.82 (11) | N2—Y1—N1 | 116.97 (12) |
O5—Y1—O4 | 77.91 (11) |
D—H···A | D—H | H···A | D···A | D—H···A |
O14—H14A···O10i | 0.95 | 1.84 | 2.734 (5) | 156.0 |
O14—H14B···O3ii | 0.95 | 1.82 | 2.757 (5) | 169.3 |
O15—H15A···O11i | 0.95 | 2.02 | 2.854 (5) | 146.2 |
O15—H15B···O2 | 0.95 | 1.89 | 2.824 (5) | 165.8 |
O16—H16A···O17iii | 0.95 | 1.73 | 2.678 (5) | 174.6 |
O16—H16B···O15iv | 0.95 | 1.84 | 2.769 (5) | 165.2 |
O17—H17A···O14v | 0.95 | 1.91 | 2.859 (5) | 179.9 |
O17—H17B···O18vi | 0.95 | 2.03 | 2.804 (5) | 137.6 |
O17—H17B···O6i | 0.95 | 2.60 | 3.192 (5) | 120.6 |
O18—H18A···O13 | 0.95 | 1.85 | 2.789 (5) | 169.3 |
O18—H18A···S1 | 0.95 | 2.77 | 3.650 (4) | 154.6 |
O18—H18B···O4ii | 0.95 | 1.90 | 2.849 (5) | 176.8 |
N4—H4A···O7 | 0.95 | 1.88 | 2.680 (5) | 139.7 |
N6—H6A···O13 | 0.95 | 1.84 | 2.673 (5) | 145.5 |
N9—H9···O16 | 0.95 | 1.69 | 2.612 (6) | 161.4 |
C3—H3···O11i | 0.95 | 2.49 | 3.319 (7) | 146 |
C5—H5···O6i | 0.95 | 2.59 | 3.277 (8) | 129 |
C22—H22···O8 | 0.95 | 2.33 | 3.056 (6) | 132 |
C29—H29···O6vii | 0.95 | 2.51 | 3.380 (7) | 152 |
C31—H31···O11vi | 0.95 | 2.41 | 3.357 (7) | 174 |
C34—H34···O18 | 0.95 | 2.53 | 3.446 (7) | 162 |
C36—H36···O12viii | 0.95 | 2.46 | 3.384 (6) | 164 |
C39—H39···O2ix | 0.95 | 2.54 | 3.438 (7) | 159 |
C42—H42···O14v | 0.95 | 2.36 | 3.247 (7) | 155 |
C54—H54···O9 | 0.95 | 2.44 | 3.275 (6) | 146 |
C55—H55···O10 | 0.95 | 2.40 | 3.244 (7) | 147 |
C59—H59A···O10 | 0.98 | 2.55 | 3.381 (9) | 143 |
C58—H58C···Cg1 (N3,C16-C20)i | 0.98 | 2.84 | 3.424 (7) | 119 |
Symmetry codes: (i) x+1, y, z; (ii) x+1, y−1, z; (iii) x, y−1, z; (iv) x, y−1, z+1; (v) x−1, y+1, z; (vi) x, y+1, z; (vii) x, y+1, z−1; (viii) x+1, y−1, z+1; (ix) x, y, z+1. |
Just as there is a field of molecular chemistry based on the covalent bond, there is a field of supramolecular chemistry, the chemistry of molecular assemblies and of the intermolecular bond. The non-covalent interactions such as ion pairing, hydrogen bonding and π–π stacking are observed in these ionic compounds. The importance of weak hydrogen bonds in the context of crystal engineering, molecular recognition and supramolecular chemistry has been well recognized in recent years. Recently, we have defined a plan to prepare water soluble proton transfer compounds as novel self-assembled systems that can function as suitable ligands in the synthesis of metal complexes. In this regard, we have reported cases in which proton transfer from pyridine-2,6-dicarboxylic acid, pydcH2, and benzene-1,2,4,5-tetracarboxylicacid, btcH4, to propane-1,3-diamine (pn) and 1,10-phenanthroline, (phen), results in the formation of self-assembled (pnH2)(pydc).(pydcH2)·2.5H2O, (pnH2)2(btc)·2H2O and (phenH)4(btcH3)2(btcH2) systems, respectively. Our attempts to obtain single crystals of the proton transfer compound (phenH)2(pydc) were not successful. The resulting compounds with some remaining sites as electron donors can coordinate to metal ions (Aghabozorg, Attar Gharamaleki Ghadermazi et al., 2007; Aghabozorg, Attar Gharamaleki, Ghasemikhah et al., 2007; Aghabozorg, Daneshvar et al., 2007, and references therein).
The molecular structure of the anion of the title compound, (phenH)3[Y(pydc)3].DMSO.5H2O is presented in Fig. 1, while its disposition with respect to the remaining constituents is illustrated in Fig. 2. Bond lengths and angles are presented in Table 1. Fig. 3 presents the hydrogen bonding between its components. Also hydrogen bond lengths are given separately in Table 2.
In the structure, YIII is coordinated by three pydc2- groups as tridentate ligands, and a nine coordinate complex results. For balancing the charge, three protonated 1,10-phenanthrolines, (phenH)+, exist.
The sum of the bond angles, N1—Y1—N2, N1—Y1—N3 and N2—Y1—N3 equals to 359.94° and indicates that YIII is located in the center of N1N2N3 plane. The three O atoms O1, O8 and O12 form a triangle and the other three, O4, O5 and O9 form another triangle around the YIII. Considering the angles between the oxygen atoms, a prismatic geometry consisting of the six O atoms and three nitrogen caps on its faces is proposed (Fig. 4). This anion has been previously reported to have a tricapped prismatic geometry (Tancrez et al., 2005; Brayshaw, et al., 2005).
In the structure of the (phenH)3[Y(pydc)3]·DMSO·5H2O complex, the spaces between two layers of [Y(pydc)3]3– anions are filled with (phenH)+ cations, DMSO and water molecules (Fig. 5). A noticeable feature of the title compound is the presence of a C–H···π stacking interactions between a C—H group of DMSO molecules with an aromatic ring of a pydc2- unit. The C—H···π distance (measured to the centre of phenyl ring) is 2.84 Å for C58—H58C···Cg(1) (1 + x, y, z) with the angles of 119°, [Cg(1) is the centroid of N3,C16—C20] (Fig. 6). Also a considerable π-π stacking interactions between aromatic rings of pyridine-2,6-dicarboxylate fragments with distances of 3.659 (4) Å for X1B···X1A (x, y, z) and 3.662 (4) Å for X1A···X1C (1 + x, -1 + y, 1 + z) are observed (Fig. 7). A wide range of non-covalent interactions consisting of hydrogen bonding (of the type O—H···O, O—H···S, N—H···O and C—H···O with D···A ranging from 2.612 (6) Å to 3.650 (4) Å, ion pairing, π–π and C—H···π stacking connect the various components into a supramolecular structure (Table 2, Fig. 2 and Fig. 3).