Reaction of alkaline earth metal salts with diphenylphosphinic acid in dimethylformamide solvent afforded four coordination polymers: [Mg3(O2PPh2)6(DMF)2]·2DMF (I), [Ca(O2PPh2)2(DMF)2] (II), [Sr(O2PPh2)2(DMF)2] (III) and [Ba(O2PPh2)2(DMF)2] (IV) (where DMF is N,N-dimethylformamide). Single-crystal X-ray diffraction revealed that all four compounds produce linear chain structures in the solid state, with the Ca, Sr and Ba forming isostructural crystals. The bulk materials were characterized by FT-IR and 1H NMR spectroscopy and elemental analyses.
Supporting information
CCDC references: 956948; 956949; 956950; 956951
Data collection: APEX2 (Bruker, 2004) for jre01_0m, jr65b; CrysAlis PRO, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) for jret56; Bruker APEX2 v2010.3.0 for etc013. Cell refinement: APEX2/SAINT (Bruker, 2004) for jre01_0m, jr65b; CrysAlis PRO, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) for jret56; Bruker SAINT v7.60A for etc013. Data reduction: SAINT/XPREP (Bruker, 2004; Sheldrick, 2003) for jre01_0m, jr65b; CrysAlis PRO, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:0 for jret56; Bruker SAINT v7.60A for etc013. Program(s) used to solve structure: XS (Sheldrick, 2001) for jre01_0m, jret56, jr65b; Bruker SHELXTL v6.14 for etc013. Program(s) used to refine structure: XL (Sheldrick, 2001) for jre01_0m, jret56, jr65b; SHELXL2012 for etc013. Molecular graphics: XP (Sheldrick, 1998) for jre01_0m, jret56, jr65b; Bruker SHELXTL v6.14 for etc013. Software used to prepare material for publication: XCIF (Sheldrick, 2001)/enCIFer (CCDC, 2004) for jre01_0m, jret56, jr65b; Bruker SHELXTL v6.14 for etc013.
Crystal data top
C78H74Mg3N2O14P6·2(C3H7NO) | F(000) = 1748 |
Mr = 1668.33 | Dx = 1.331 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 9929 reflections |
a = 12.7538 (5) Å | θ = 2.3–26.3° |
b = 22.3294 (9) Å | µ = 0.22 mm−1 |
c = 15.0157 (6) Å | T = 150 K |
β = 103.175 (2)° | Plate, colorless |
V = 4163.7 (3) Å3 | 0.34 × 0.15 × 0.14 mm |
Z = 2 | |
Data collection top
Bruker X8 - ApexII CCD Diffractometer | 8517 independent reflections |
Radiation source: fine-focus sealed tube | 6996 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.038 |
Detector resolution: 8.33 pixels mm-1 | θmax = 26.4°, θmin = 1.7° |
φ and ω scans | h = −15→15 |
Absorption correction: multi-scan Blessing, R.H. (1995) Acta Cryst. A51, 33-38. Sheldrick, G.M. (2004) SADABS, University of G\:ottingen, Germany | k = −27→27 |
Tmin = 0.96, Tmax = 0.97 | l = −18→17 |
57065 measured reflections | |
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)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.095 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0431P)2 + 2.5214P] where P = (Fo2 + 2Fc2)/3 |
8517 reflections | (Δ/σ)max = 0.001 |
515 parameters | Δρmax = 0.69 e Å−3 |
0 restraints | Δρmin = −0.43 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 | |
Mg1 | 0.99869 (4) | −0.00794 (2) | 0.16290 (4) | 0.01457 (12) | |
Mg2 | 1.0000 | 0.0000 | 0.5000 | 0.01783 (17) | |
O1 | 1.09739 (10) | 0.02028 (6) | 0.41398 (8) | 0.0225 (3) | |
O2 | 1.13107 (9) | 0.00336 (5) | 0.25361 (8) | 0.0197 (3) | |
O3 | 0.88239 (10) | −0.02296 (6) | 0.39026 (9) | 0.0283 (3) | |
O4 | 0.88641 (10) | −0.03338 (6) | 0.22003 (8) | 0.0246 (3) | |
O5 | 0.95821 (10) | 0.06232 (5) | 0.08776 (8) | 0.0218 (3) | |
O6 | 0.97650 (10) | 0.06932 (5) | −0.07971 (8) | 0.0212 (3) | |
O7 | 0.94997 (11) | 0.09176 (6) | 0.49545 (9) | 0.0286 (3) | |
P1 | 0.94361 (3) | 0.097757 (19) | 0.00052 (3) | 0.01614 (10) | |
P2 | 1.17315 (3) | 0.023039 (19) | 0.35201 (3) | 0.01561 (10) | |
P3 | 0.82370 (4) | −0.03419 (2) | 0.29418 (3) | 0.02022 (11) | |
N1 | 0.95680 (15) | 0.17377 (8) | 0.58609 (14) | 0.0381 (4) | |
C1 | 1.01919 (14) | 0.16639 (8) | 0.02643 (13) | 0.0223 (4) | |
C2 | 1.04539 (17) | 0.18888 (9) | 0.11533 (16) | 0.0350 (5) | |
H2 | 1.0237 | 0.1679 | 0.1632 | 0.042* | |
C3 | 1.10332 (19) | 0.24203 (11) | 0.1342 (2) | 0.0510 (7) | |
H3 | 1.1212 | 0.2571 | 0.1949 | 0.061* | |
C4 | 1.13479 (19) | 0.27277 (10) | 0.0655 (2) | 0.0535 (8) | |
H4 | 1.1735 | 0.3093 | 0.0787 | 0.064* | |
C5 | 1.11031 (19) | 0.25081 (11) | −0.0225 (2) | 0.0514 (7) | |
H5 | 1.1326 | 0.2721 | −0.0698 | 0.062* | |
C6 | 1.05285 (17) | 0.19741 (9) | −0.04236 (16) | 0.0359 (5) | |
H6 | 1.0367 | 0.1822 | −0.1031 | 0.043* | |
C7 | 0.80305 (13) | 0.11749 (7) | −0.03526 (12) | 0.0169 (3) | |
C8 | 0.75298 (14) | 0.12187 (8) | −0.12785 (12) | 0.0209 (4) | |
H8 | 0.7935 | 0.1152 | −0.1727 | 0.025* | |
C9 | 0.64410 (15) | 0.13586 (8) | −0.15485 (13) | 0.0245 (4) | |
H9 | 0.6107 | 0.1392 | −0.2180 | 0.029* | |
C10 | 0.58410 (15) | 0.14499 (8) | −0.08968 (14) | 0.0249 (4) | |
H10 | 0.5097 | 0.1544 | −0.1082 | 0.030* | |
C11 | 0.63287 (15) | 0.14033 (8) | 0.00225 (14) | 0.0269 (4) | |
H11 | 0.5917 | 0.1464 | 0.0468 | 0.032* | |
C12 | 0.74190 (15) | 0.12677 (8) | 0.02984 (13) | 0.0229 (4) | |
H12 | 0.7749 | 0.1238 | 0.0931 | 0.028* | |
C13 | 1.22130 (14) | 0.09937 (8) | 0.35160 (12) | 0.0202 (4) | |
C14 | 1.1696 (2) | 0.14429 (10) | 0.38895 (19) | 0.0471 (6) | |
H14 | 1.1083 | 0.1350 | 0.4123 | 0.056* | |
C15 | 1.2073 (3) | 0.20293 (10) | 0.3923 (2) | 0.0680 (10) | |
H15 | 1.1710 | 0.2335 | 0.4176 | 0.082* | |
C16 | 1.2963 (2) | 0.21716 (10) | 0.35961 (18) | 0.0473 (6) | |
H16 | 1.3216 | 0.2573 | 0.3624 | 0.057* | |
C17 | 1.34815 (17) | 0.17336 (9) | 0.32300 (14) | 0.0309 (4) | |
H17 | 1.4098 | 0.1830 | 0.3003 | 0.037* | |
C18 | 1.31117 (15) | 0.11474 (8) | 0.31882 (13) | 0.0243 (4) | |
H18 | 1.3479 | 0.0846 | 0.2931 | 0.029* | |
C19 | 1.29135 (13) | −0.02099 (7) | 0.39901 (11) | 0.0159 (3) | |
C20 | 1.31658 (14) | −0.03485 (8) | 0.49216 (12) | 0.0200 (4) | |
H20 | 1.2694 | −0.0229 | 0.5295 | 0.024* | |
C21 | 1.41057 (15) | −0.06608 (8) | 0.53055 (12) | 0.0233 (4) | |
H21 | 1.4271 | −0.0756 | 0.5939 | 0.028* | |
C22 | 1.48013 (14) | −0.08324 (8) | 0.47623 (13) | 0.0227 (4) | |
H22 | 1.5447 | −0.1041 | 0.5026 | 0.027* | |
C23 | 1.45542 (14) | −0.06998 (8) | 0.38358 (12) | 0.0218 (4) | |
H23 | 1.5030 | −0.0818 | 0.3465 | 0.026* | |
C24 | 1.36133 (14) | −0.03940 (7) | 0.34483 (12) | 0.0186 (3) | |
H24 | 1.3443 | −0.0309 | 0.2812 | 0.022* | |
C25 | 0.71970 (14) | 0.02247 (8) | 0.26557 (11) | 0.0211 (4) | |
C26 | 0.61237 (15) | 0.01006 (9) | 0.22486 (12) | 0.0241 (4) | |
H26 | 0.5896 | −0.0302 | 0.2127 | 0.029* | |
C27 | 0.53852 (16) | 0.05658 (10) | 0.20208 (13) | 0.0317 (5) | |
H27 | 0.4654 | 0.0479 | 0.1744 | 0.038* | |
C28 | 0.57063 (18) | 0.11505 (10) | 0.21929 (14) | 0.0360 (5) | |
H28 | 0.5201 | 0.1466 | 0.2023 | 0.043* | |
C29 | 0.67656 (19) | 0.12803 (10) | 0.26134 (14) | 0.0355 (5) | |
H29 | 0.6984 | 0.1684 | 0.2738 | 0.043* | |
C30 | 0.75092 (17) | 0.08200 (9) | 0.28527 (13) | 0.0292 (4) | |
H30 | 0.8232 | 0.0910 | 0.3151 | 0.035* | |
C31 | 0.75918 (14) | −0.10653 (9) | 0.28811 (13) | 0.0249 (4) | |
C32 | 0.74700 (16) | −0.14253 (9) | 0.21063 (14) | 0.0314 (4) | |
H32 | 0.7719 | −0.1286 | 0.1593 | 0.038* | |
C33 | 0.69879 (18) | −0.19871 (10) | 0.20749 (18) | 0.0419 (6) | |
H33 | 0.6909 | −0.2229 | 0.1543 | 0.050* | |
C34 | 0.66265 (19) | −0.21911 (11) | 0.2816 (2) | 0.0490 (7) | |
H34 | 0.6297 | −0.2574 | 0.2794 | 0.059* | |
C35 | 0.6741 (2) | −0.18437 (11) | 0.3587 (2) | 0.0510 (7) | |
H35 | 0.6486 | −0.1988 | 0.4095 | 0.061* | |
C36 | 0.72264 (18) | −0.12813 (10) | 0.36308 (17) | 0.0384 (5) | |
H36 | 0.7309 | −0.1045 | 0.4169 | 0.046* | |
C37 | 0.94214 (16) | 0.11632 (9) | 0.56687 (14) | 0.0278 (4) | |
H37 | 0.9238 | 0.0916 | 0.6125 | 0.033* | |
C38 | 0.9992 (4) | 0.21335 (12) | 0.5266 (3) | 0.1033 (16) | |
H38A | 1.0781 | 0.2132 | 0.5445 | 0.155* | |
H38B | 0.9727 | 0.2541 | 0.5318 | 0.155* | |
H38C | 0.9757 | 0.1996 | 0.4632 | 0.155* | |
C39 | 0.9491 (2) | 0.19871 (11) | 0.67293 (19) | 0.0534 (7) | |
H39A | 0.9268 | 0.1674 | 0.7105 | 0.080* | |
H39B | 0.8958 | 0.2311 | 0.6629 | 0.080* | |
H39C | 1.0194 | 0.2146 | 0.7045 | 0.080* | |
O1S | 0.87614 (12) | 0.33669 (6) | 0.51849 (12) | 0.0409 (4) | |
N1S | 0.79771 (11) | 0.42513 (7) | 0.54072 (10) | 0.0203 (3) | |
C1S | 0.81493 (14) | 0.36639 (8) | 0.55259 (13) | 0.0250 (4) | |
H1S | 0.7764 | 0.3460 | 0.5906 | 0.030* | |
C2S | 0.72425 (15) | 0.45667 (8) | 0.58514 (13) | 0.0255 (4) | |
H2S1 | 0.6946 | 0.4286 | 0.6232 | 0.038* | |
H2S2 | 0.6655 | 0.4740 | 0.5386 | 0.038* | |
H2S3 | 0.7631 | 0.4887 | 0.6236 | 0.038* | |
C3S | 0.85001 (17) | 0.46022 (9) | 0.48178 (14) | 0.0307 (4) | |
H3S1 | 0.9000 | 0.4347 | 0.4582 | 0.046* | |
H3S2 | 0.8898 | 0.4933 | 0.5168 | 0.046* | |
H3S3 | 0.7955 | 0.4763 | 0.4306 | 0.046* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mg1 | 0.0124 (3) | 0.0183 (3) | 0.0129 (3) | 0.0007 (2) | 0.0029 (2) | 0.0007 (2) |
Mg2 | 0.0118 (4) | 0.0294 (4) | 0.0131 (4) | 0.0015 (3) | 0.0043 (3) | 0.0013 (3) |
O1 | 0.0183 (6) | 0.0308 (7) | 0.0204 (7) | 0.0001 (5) | 0.0086 (5) | 0.0011 (5) |
O2 | 0.0148 (6) | 0.0284 (7) | 0.0154 (6) | 0.0002 (5) | 0.0021 (5) | −0.0008 (5) |
O3 | 0.0165 (6) | 0.0497 (8) | 0.0183 (7) | 0.0014 (6) | 0.0032 (5) | −0.0006 (6) |
O4 | 0.0187 (6) | 0.0373 (7) | 0.0194 (7) | −0.0049 (5) | 0.0079 (5) | −0.0026 (6) |
O5 | 0.0221 (7) | 0.0222 (6) | 0.0203 (7) | 0.0049 (5) | 0.0036 (5) | 0.0037 (5) |
O6 | 0.0203 (6) | 0.0232 (6) | 0.0206 (7) | 0.0022 (5) | 0.0061 (5) | −0.0039 (5) |
O7 | 0.0285 (7) | 0.0362 (8) | 0.0226 (7) | 0.0076 (6) | 0.0093 (6) | 0.0032 (6) |
P1 | 0.0165 (2) | 0.0158 (2) | 0.0157 (2) | 0.00207 (16) | 0.00290 (16) | −0.00014 (16) |
P2 | 0.0127 (2) | 0.0205 (2) | 0.0140 (2) | 0.00007 (16) | 0.00391 (16) | 0.00070 (17) |
P3 | 0.0124 (2) | 0.0328 (3) | 0.0160 (2) | −0.00171 (18) | 0.00432 (17) | 0.00138 (19) |
N1 | 0.0441 (11) | 0.0255 (9) | 0.0522 (12) | 0.0078 (8) | 0.0267 (9) | 0.0038 (8) |
C1 | 0.0162 (9) | 0.0173 (8) | 0.0309 (10) | 0.0040 (7) | 0.0001 (7) | −0.0002 (7) |
C2 | 0.0287 (11) | 0.0337 (11) | 0.0419 (13) | 0.0001 (9) | 0.0068 (9) | −0.0166 (9) |
C3 | 0.0352 (13) | 0.0399 (13) | 0.0735 (19) | −0.0007 (10) | 0.0033 (12) | −0.0329 (13) |
C4 | 0.0290 (12) | 0.0214 (11) | 0.100 (2) | −0.0004 (9) | −0.0063 (13) | −0.0073 (13) |
C5 | 0.0335 (13) | 0.0343 (12) | 0.079 (2) | −0.0069 (10) | −0.0027 (12) | 0.0246 (13) |
C6 | 0.0303 (11) | 0.0329 (11) | 0.0384 (12) | −0.0059 (9) | −0.0044 (9) | 0.0119 (9) |
C7 | 0.0170 (8) | 0.0137 (8) | 0.0198 (9) | 0.0010 (6) | 0.0040 (7) | 0.0008 (6) |
C8 | 0.0217 (9) | 0.0213 (9) | 0.0199 (9) | 0.0017 (7) | 0.0051 (7) | −0.0009 (7) |
C9 | 0.0243 (10) | 0.0225 (9) | 0.0234 (10) | 0.0023 (7) | −0.0017 (7) | 0.0003 (7) |
C10 | 0.0175 (9) | 0.0200 (9) | 0.0363 (11) | 0.0020 (7) | 0.0040 (8) | 0.0030 (8) |
C11 | 0.0233 (10) | 0.0286 (10) | 0.0322 (11) | 0.0039 (8) | 0.0133 (8) | 0.0032 (8) |
C12 | 0.0232 (9) | 0.0263 (9) | 0.0198 (9) | 0.0032 (7) | 0.0063 (7) | 0.0032 (7) |
C13 | 0.0211 (9) | 0.0212 (9) | 0.0175 (9) | 0.0030 (7) | 0.0027 (7) | 0.0022 (7) |
C14 | 0.0573 (15) | 0.0259 (11) | 0.0722 (18) | 0.0074 (10) | 0.0443 (14) | 0.0048 (11) |
C15 | 0.101 (2) | 0.0220 (12) | 0.104 (3) | 0.0085 (13) | 0.071 (2) | −0.0022 (13) |
C16 | 0.0677 (17) | 0.0193 (10) | 0.0618 (17) | −0.0062 (10) | 0.0287 (14) | −0.0004 (10) |
C17 | 0.0303 (11) | 0.0254 (10) | 0.0369 (12) | −0.0041 (8) | 0.0074 (9) | 0.0045 (8) |
C18 | 0.0229 (10) | 0.0212 (9) | 0.0283 (10) | −0.0004 (7) | 0.0051 (8) | −0.0002 (7) |
C19 | 0.0130 (8) | 0.0167 (8) | 0.0170 (9) | −0.0032 (6) | 0.0014 (6) | −0.0004 (6) |
C20 | 0.0197 (9) | 0.0232 (9) | 0.0175 (9) | −0.0026 (7) | 0.0048 (7) | −0.0008 (7) |
C21 | 0.0245 (10) | 0.0270 (9) | 0.0159 (9) | −0.0023 (7) | −0.0002 (7) | 0.0030 (7) |
C22 | 0.0184 (9) | 0.0207 (9) | 0.0256 (10) | 0.0021 (7) | −0.0016 (7) | 0.0022 (7) |
C23 | 0.0192 (9) | 0.0236 (9) | 0.0228 (10) | 0.0018 (7) | 0.0054 (7) | −0.0022 (7) |
C24 | 0.0202 (9) | 0.0200 (8) | 0.0154 (9) | −0.0009 (7) | 0.0039 (7) | −0.0001 (7) |
C25 | 0.0194 (9) | 0.0331 (10) | 0.0114 (8) | −0.0001 (7) | 0.0050 (7) | 0.0033 (7) |
C26 | 0.0214 (9) | 0.0369 (10) | 0.0147 (9) | 0.0021 (8) | 0.0051 (7) | 0.0005 (8) |
C27 | 0.0257 (10) | 0.0522 (13) | 0.0167 (10) | 0.0094 (9) | 0.0037 (8) | 0.0032 (9) |
C28 | 0.0455 (13) | 0.0421 (12) | 0.0224 (11) | 0.0186 (10) | 0.0117 (9) | 0.0095 (9) |
C29 | 0.0533 (14) | 0.0305 (11) | 0.0264 (11) | 0.0011 (10) | 0.0165 (10) | 0.0030 (9) |
C30 | 0.0314 (11) | 0.0354 (11) | 0.0215 (10) | −0.0061 (9) | 0.0077 (8) | 0.0009 (8) |
C31 | 0.0123 (9) | 0.0317 (10) | 0.0310 (11) | 0.0035 (7) | 0.0057 (7) | 0.0081 (8) |
C32 | 0.0256 (10) | 0.0331 (11) | 0.0312 (11) | 0.0008 (8) | −0.0026 (8) | 0.0064 (9) |
C33 | 0.0362 (13) | 0.0296 (11) | 0.0533 (15) | 0.0012 (9) | −0.0038 (11) | 0.0022 (10) |
C34 | 0.0335 (13) | 0.0296 (12) | 0.084 (2) | 0.0008 (9) | 0.0147 (13) | 0.0132 (12) |
C35 | 0.0461 (15) | 0.0392 (13) | 0.079 (2) | 0.0053 (11) | 0.0381 (14) | 0.0209 (13) |
C36 | 0.0364 (12) | 0.0360 (12) | 0.0500 (14) | 0.0068 (9) | 0.0249 (11) | 0.0106 (10) |
C37 | 0.0275 (10) | 0.0309 (10) | 0.0257 (11) | −0.0028 (8) | 0.0073 (8) | 0.0021 (8) |
C38 | 0.175 (4) | 0.0287 (14) | 0.150 (4) | 0.0251 (19) | 0.128 (3) | 0.0228 (18) |
C39 | 0.0628 (17) | 0.0410 (14) | 0.0567 (17) | −0.0056 (12) | 0.0144 (13) | −0.0172 (12) |
O1S | 0.0317 (8) | 0.0315 (8) | 0.0612 (11) | 0.0085 (6) | 0.0140 (7) | −0.0092 (7) |
N1S | 0.0175 (7) | 0.0236 (8) | 0.0204 (8) | 0.0009 (6) | 0.0057 (6) | −0.0015 (6) |
C1S | 0.0191 (9) | 0.0257 (9) | 0.0285 (10) | 0.0007 (7) | 0.0021 (7) | −0.0020 (8) |
C2S | 0.0214 (9) | 0.0282 (10) | 0.0275 (10) | 0.0045 (8) | 0.0069 (8) | −0.0049 (8) |
C3S | 0.0321 (11) | 0.0345 (11) | 0.0273 (11) | −0.0023 (9) | 0.0104 (8) | 0.0027 (8) |
Geometric parameters (Å, º) top
Mg1—O4 | 1.9155 (13) | C7—C12 | 1.398 (2) |
Mg1—O6i | 1.9286 (13) | C8—C9 | 1.391 (2) |
Mg1—O2 | 1.9290 (13) | C9—C10 | 1.388 (3) |
Mg1—O5 | 1.9327 (13) | C10—C11 | 1.383 (3) |
Mg2—O3ii | 2.0252 (13) | C11—C12 | 1.391 (3) |
Mg2—O3 | 2.0252 (13) | C13—C14 | 1.387 (3) |
Mg2—O1ii | 2.0365 (11) | C13—C18 | 1.390 (2) |
Mg2—O1 | 2.0365 (11) | C14—C15 | 1.392 (3) |
Mg2—O7 | 2.1424 (13) | C15—C16 | 1.373 (4) |
Mg2—O7ii | 2.1424 (13) | C16—C17 | 1.365 (3) |
O1—P2 | 1.4877 (12) | C17—C18 | 1.388 (3) |
O2—P2 | 1.5175 (12) | C19—C20 | 1.397 (2) |
O3—P3 | 1.4873 (13) | C19—C24 | 1.399 (2) |
O4—P3 | 1.5118 (12) | C20—C21 | 1.393 (3) |
O5—P1 | 1.5052 (13) | C21—C22 | 1.389 (3) |
O6—P1 | 1.5035 (12) | C22—C23 | 1.387 (3) |
O6—Mg1i | 1.9286 (13) | C23—C24 | 1.388 (2) |
O7—C37 | 1.229 (2) | C25—C26 | 1.394 (3) |
P1—C1 | 1.8049 (18) | C25—C30 | 1.400 (3) |
P1—C7 | 1.8048 (17) | C26—C27 | 1.391 (3) |
P2—C19 | 1.8034 (17) | C27—C28 | 1.375 (3) |
P2—C13 | 1.8121 (18) | C28—C29 | 1.385 (3) |
P3—C31 | 1.8057 (19) | C29—C30 | 1.389 (3) |
P3—C25 | 1.8124 (19) | C31—C32 | 1.393 (3) |
N1—C37 | 1.319 (3) | C31—C36 | 1.399 (3) |
N1—C38 | 1.446 (3) | C32—C33 | 1.393 (3) |
N1—C39 | 1.442 (3) | C33—C34 | 1.375 (4) |
C1—C2 | 1.394 (3) | C34—C35 | 1.374 (4) |
C1—C6 | 1.391 (3) | C35—C36 | 1.395 (3) |
C2—C3 | 1.393 (3) | O1S—C1S | 1.222 (2) |
C3—C4 | 1.373 (4) | N1S—C1S | 1.335 (2) |
C4—C5 | 1.376 (4) | N1S—C2S | 1.450 (2) |
C5—C6 | 1.396 (3) | N1S—C3S | 1.453 (2) |
C7—C8 | 1.395 (2) | | |
| | | |
O4—Mg1—O6i | 109.21 (6) | C6—C1—P1 | 120.19 (15) |
O4—Mg1—O2 | 110.24 (6) | C1—C2—C3 | 120.1 (2) |
O6i—Mg1—O2 | 107.69 (6) | C4—C3—C2 | 120.4 (2) |
O4—Mg1—O5 | 112.01 (6) | C3—C4—C5 | 120.1 (2) |
O6i—Mg1—O5 | 105.08 (6) | C4—C5—C6 | 120.2 (2) |
O2—Mg1—O5 | 112.36 (6) | C1—C6—C5 | 120.2 (2) |
O3ii—Mg2—O3 | 180.0 | C8—C7—C12 | 119.01 (16) |
O3ii—Mg2—O1ii | 89.19 (5) | C8—C7—P1 | 120.79 (13) |
O3—Mg2—O1ii | 90.81 (5) | C12—C7—P1 | 120.17 (13) |
O3ii—Mg2—O1 | 90.81 (5) | C7—C8—C9 | 120.42 (16) |
O3—Mg2—O1 | 89.19 (5) | C10—C9—C8 | 120.12 (17) |
O1ii—Mg2—O1 | 180.0 | C11—C10—C9 | 119.87 (17) |
O3ii—Mg2—O7 | 86.78 (5) | C10—C11—C12 | 120.36 (17) |
O3—Mg2—O7 | 93.22 (5) | C11—C12—C7 | 120.21 (17) |
O1ii—Mg2—O7 | 90.72 (5) | C14—C13—C18 | 118.10 (18) |
O1—Mg2—O7 | 89.28 (5) | C14—C13—P2 | 119.09 (15) |
O3ii—Mg2—O7ii | 93.22 (5) | C18—C13—P2 | 122.75 (13) |
O3—Mg2—O7ii | 86.78 (5) | C13—C14—C15 | 120.2 (2) |
O1ii—Mg2—O7ii | 89.28 (5) | C16—C15—C14 | 120.8 (2) |
O1—Mg2—O7ii | 90.72 (5) | C17—C16—C15 | 119.6 (2) |
O7—Mg2—O7ii | 180.0 | C16—C17—C18 | 120.20 (19) |
P2—O1—Mg2 | 169.39 (9) | C17—C18—C13 | 121.07 (18) |
P2—O2—Mg1 | 141.60 (8) | C20—C19—C24 | 119.03 (15) |
P3—O3—Mg2 | 161.36 (8) | C20—C19—P2 | 119.60 (13) |
P3—O4—Mg1 | 155.27 (9) | C24—C19—P2 | 121.31 (13) |
P1—O5—Mg1 | 153.95 (8) | C19—C20—C21 | 120.36 (16) |
P1—O6—Mg1i | 159.39 (8) | C22—C21—C20 | 119.98 (17) |
C37—O7—Mg2 | 118.81 (13) | C23—C22—C21 | 120.05 (16) |
O5—P1—O6 | 118.26 (7) | C22—C23—C24 | 120.18 (16) |
O5—P1—C1 | 107.74 (8) | C23—C24—C19 | 120.38 (16) |
O6—P1—C1 | 107.37 (8) | C26—C25—C30 | 119.01 (18) |
O5—P1—C7 | 107.75 (7) | C26—C25—P3 | 123.90 (15) |
O6—P1—C7 | 107.71 (8) | C30—C25—P3 | 117.08 (14) |
C1—P1—C7 | 107.59 (8) | C27—C26—C25 | 120.10 (19) |
O1—P2—O2 | 117.45 (7) | C28—C27—C26 | 120.44 (19) |
O1—P2—C19 | 109.68 (8) | C27—C28—C29 | 120.13 (19) |
O2—P2—C19 | 107.56 (7) | C28—C29—C30 | 120.0 (2) |
O1—P2—C13 | 108.06 (8) | C29—C30—C25 | 120.23 (19) |
O2—P2—C13 | 108.30 (8) | C32—C31—C36 | 118.61 (19) |
C19—P2—C13 | 105.10 (8) | C32—C31—P3 | 121.40 (14) |
O3—P3—O4 | 118.60 (7) | C36—C31—P3 | 119.97 (16) |
O3—P3—C31 | 108.82 (9) | C31—C32—C33 | 120.8 (2) |
O4—P3—C31 | 106.56 (8) | C34—C33—C32 | 119.8 (2) |
O3—P3—C25 | 106.96 (8) | C33—C34—C35 | 120.3 (2) |
O4—P3—C25 | 107.37 (8) | C34—C35—C36 | 120.5 (2) |
C31—P3—C25 | 108.18 (8) | C35—C36—C31 | 119.9 (2) |
C37—N1—C38 | 120.9 (2) | O7—C37—N1 | 126.11 (19) |
C37—N1—C39 | 122.56 (19) | C1S—N1S—C2S | 121.30 (16) |
C38—N1—C39 | 115.8 (2) | C1S—N1S—C3S | 121.78 (16) |
C2—C1—C6 | 118.99 (18) | C2S—N1S—C3S | 116.91 (15) |
C2—C1—P1 | 120.81 (15) | O1S—C1S—N1S | 125.34 (19) |
Symmetry codes: (i) −x+2, −y, −z; (ii) −x+2, −y, −z+1. |
Crystal data top
C30H34CaN2O6P2 | F(000) = 652 |
Mr = 620.61 | Dx = 1.425 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.7107 Å |
a = 9.7975 (2) Å | Cell parameters from 3858 reflections |
b = 5.79149 (16) Å | θ = 3.2–29.3° |
c = 25.7052 (7) Å | µ = 0.38 mm−1 |
β = 97.272 (3)° | T = 120 K |
V = 1446.84 (7) Å3 | Plate, colorless |
Z = 2 | 0.38 × 0.21 × 0.19 mm |
Data collection top
SuperNova, Dual, Cu at zero, Atlas diffractometer | 3496 independent reflections |
Radiation source: SuperNova (Mo) X-ray Source | 2745 reflections with I > 2σ(I) |
Mirror monochromator | Rint = 0.033 |
Detector resolution: 10.3875 pixels mm-1 | θmax = 29.3°, θmin = 3.2° |
ω scans | h = −9→13 |
Absorption correction: multi-scan Blessing, R.H. (1995) Acta Cryst. A51, 33-38. Sheldrick, G.M. (2004) SADABS, University of G\:ottingen, Germany | k = −7→7 |
Tmin = 0.98, Tmax = 1.00 | l = −34→33 |
9758 measured reflections | |
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)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.095 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0307P)2 + 1.1211P]
where P = (Fo2 + 2Fc2)/3 |
3496 reflections | (Δ/σ)max = 0.002 |
189 parameters | Δρmax = 0.45 e Å−3 |
0 restraints | Δρmin = −0.35 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 | |
Ca1 | 0.5000 | 0.5000 | 0.0000 | 0.01064 (13) | |
O1 | 0.56664 (13) | 0.2130 (2) | 0.06063 (5) | 0.0159 (3) | |
O2 | 0.50062 (13) | −0.2178 (2) | 0.06460 (5) | 0.0154 (3) | |
O3 | 0.26819 (13) | 0.3792 (2) | 0.00791 (5) | 0.0182 (3) | |
N1 | 0.14769 (16) | 0.0960 (3) | 0.04314 (6) | 0.0167 (4) | |
P1 | 0.55442 (5) | −0.00177 (8) | 0.09251 (2) | 0.01133 (12) | |
C1 | 0.72208 (18) | −0.0666 (3) | 0.12838 (7) | 0.0136 (4) | |
C2 | 0.78373 (19) | −0.2812 (4) | 0.12452 (7) | 0.0166 (4) | |
H2 | 0.7382 | −0.3961 | 0.1038 | 0.020* | |
C3 | 0.9136 (2) | −0.3246 (4) | 0.15161 (8) | 0.0198 (4) | |
H3 | 0.9546 | −0.4680 | 0.1487 | 0.024* | |
C4 | 0.9816 (2) | −0.1552 (4) | 0.18272 (8) | 0.0205 (4) | |
H4 | 1.0686 | −0.1846 | 0.2005 | 0.025* | |
C5 | 0.9205 (2) | 0.0581 (4) | 0.18743 (8) | 0.0205 (4) | |
H5 | 0.9659 | 0.1715 | 0.2086 | 0.025* | |
C6 | 0.79095 (19) | 0.1024 (4) | 0.16042 (7) | 0.0179 (4) | |
H6 | 0.7499 | 0.2455 | 0.1637 | 0.021* | |
C7 | 0.45072 (18) | 0.0660 (3) | 0.14430 (7) | 0.0133 (4) | |
C8 | 0.43920 (19) | −0.0978 (4) | 0.18341 (7) | 0.0180 (4) | |
H8 | 0.4817 | −0.2408 | 0.1819 | 0.022* | |
C9 | 0.3647 (2) | −0.0481 (4) | 0.22449 (8) | 0.0223 (5) | |
H9 | 0.3591 | −0.1568 | 0.2508 | 0.027* | |
C10 | 0.2986 (2) | 0.1621 (4) | 0.22651 (8) | 0.0222 (5) | |
H10 | 0.2475 | 0.1941 | 0.2538 | 0.027* | |
C11 | 0.3087 (2) | 0.3244 (4) | 0.18779 (8) | 0.0235 (5) | |
H11 | 0.2637 | 0.4653 | 0.1889 | 0.028* | |
C12 | 0.3862 (2) | 0.2784 (4) | 0.14701 (8) | 0.0186 (4) | |
H12 | 0.3946 | 0.3900 | 0.1216 | 0.022* | |
C13 | 0.24714 (19) | 0.1720 (4) | 0.01700 (7) | 0.0160 (4) | |
H13 | 0.3050 | 0.0632 | 0.0046 | 0.019* | |
C14 | 0.0570 (2) | 0.2556 (4) | 0.06567 (9) | 0.0249 (5) | |
H14A | 0.0918 | 0.2839 | 0.1017 | 0.037* | |
H14B | −0.0335 | 0.1900 | 0.0636 | 0.037* | |
H14C | 0.0528 | 0.3984 | 0.0466 | 0.037* | |
C15 | 0.1415 (2) | −0.1445 (4) | 0.05827 (9) | 0.0237 (5) | |
H15A | 0.2018 | −0.2338 | 0.0395 | 0.036* | |
H15B | 0.0490 | −0.2000 | 0.0501 | 0.036* | |
H15C | 0.1698 | −0.1590 | 0.0953 | 0.036* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ca1 | 0.0140 (2) | 0.0094 (3) | 0.0088 (2) | 0.0000 (2) | 0.00239 (19) | 0.0003 (2) |
O1 | 0.0216 (7) | 0.0140 (7) | 0.0123 (6) | 0.0010 (6) | 0.0028 (5) | 0.0022 (5) |
O2 | 0.0194 (7) | 0.0144 (7) | 0.0122 (6) | 0.0002 (6) | 0.0013 (5) | −0.0018 (5) |
O3 | 0.0178 (7) | 0.0178 (8) | 0.0196 (7) | −0.0009 (6) | 0.0048 (6) | 0.0009 (6) |
N1 | 0.0174 (8) | 0.0144 (9) | 0.0195 (8) | −0.0001 (7) | 0.0068 (7) | 0.0004 (7) |
P1 | 0.0150 (2) | 0.0104 (2) | 0.0086 (2) | 0.00131 (19) | 0.00170 (18) | −0.00010 (18) |
C1 | 0.0152 (9) | 0.0160 (10) | 0.0102 (9) | 0.0001 (8) | 0.0040 (7) | 0.0025 (7) |
C2 | 0.0193 (9) | 0.0161 (10) | 0.0148 (9) | −0.0008 (8) | 0.0033 (8) | −0.0007 (8) |
C3 | 0.0194 (9) | 0.0208 (11) | 0.0201 (10) | 0.0064 (9) | 0.0055 (8) | 0.0037 (8) |
C4 | 0.0148 (9) | 0.0288 (12) | 0.0179 (10) | −0.0024 (9) | 0.0020 (8) | 0.0050 (9) |
C5 | 0.0211 (10) | 0.0246 (12) | 0.0155 (10) | −0.0069 (9) | 0.0015 (8) | −0.0011 (8) |
C6 | 0.0200 (9) | 0.0168 (10) | 0.0173 (10) | −0.0014 (8) | 0.0041 (8) | −0.0005 (8) |
C7 | 0.0133 (8) | 0.0160 (10) | 0.0104 (9) | −0.0012 (7) | 0.0008 (7) | −0.0030 (7) |
C8 | 0.0186 (9) | 0.0188 (11) | 0.0167 (10) | 0.0003 (8) | 0.0023 (8) | −0.0008 (8) |
C9 | 0.0211 (10) | 0.0314 (13) | 0.0150 (10) | −0.0053 (9) | 0.0052 (8) | 0.0023 (9) |
C10 | 0.0168 (9) | 0.0330 (13) | 0.0180 (10) | −0.0052 (9) | 0.0071 (8) | −0.0094 (9) |
C11 | 0.0222 (10) | 0.0242 (12) | 0.0248 (11) | 0.0034 (9) | 0.0055 (9) | −0.0076 (9) |
C12 | 0.0216 (10) | 0.0176 (11) | 0.0169 (10) | 0.0006 (8) | 0.0035 (8) | −0.0013 (8) |
C13 | 0.0155 (9) | 0.0182 (10) | 0.0140 (9) | −0.0004 (8) | 0.0004 (7) | −0.0020 (8) |
C14 | 0.0253 (11) | 0.0219 (12) | 0.0299 (12) | 0.0016 (9) | 0.0133 (9) | −0.0023 (9) |
C15 | 0.0235 (10) | 0.0178 (11) | 0.0309 (12) | −0.0020 (9) | 0.0073 (9) | 0.0027 (9) |
Geometric parameters (Å, º) top
Ca1—O1 | 2.3152 (13) | P1—C7 | 1.8168 (19) |
Ca1—O1i | 2.3152 (13) | P1—C1 | 1.8182 (19) |
Ca1—O2ii | 2.3294 (13) | C1—C2 | 1.391 (3) |
Ca1—O2iii | 2.3294 (13) | C1—C6 | 1.396 (3) |
Ca1—O3 | 2.4095 (13) | C2—C3 | 1.393 (3) |
Ca1—O3i | 2.4095 (13) | C3—C4 | 1.382 (3) |
Ca1—C13i | 3.1955 (19) | C4—C5 | 1.385 (3) |
O1—P1 | 1.5027 (14) | C5—C6 | 1.391 (3) |
O2—P1 | 1.5041 (14) | C7—C12 | 1.389 (3) |
O2—Ca1iv | 2.3294 (13) | C7—C8 | 1.397 (3) |
O3—C13 | 1.245 (2) | C8—C9 | 1.388 (3) |
N1—C13 | 1.327 (2) | C9—C10 | 1.383 (3) |
N1—C15 | 1.449 (3) | C10—C11 | 1.382 (3) |
N1—C14 | 1.453 (3) | C11—C12 | 1.395 (3) |
| | | |
O1—Ca1—O1i | 180.0 | C13—N1—C14 | 121.09 (17) |
O1—Ca1—O2ii | 87.21 (5) | C15—N1—C14 | 117.14 (16) |
O1i—Ca1—O2ii | 92.79 (5) | O1—P1—O2 | 118.42 (7) |
O1—Ca1—O2iii | 92.79 (5) | O1—P1—C7 | 108.14 (8) |
O1i—Ca1—O2iii | 87.21 (5) | O2—P1—C7 | 109.53 (8) |
O2ii—Ca1—O2iii | 180.00 (6) | O1—P1—C1 | 108.55 (8) |
O1—Ca1—O3 | 85.60 (5) | O2—P1—C1 | 108.04 (8) |
O1i—Ca1—O3 | 94.40 (5) | C7—P1—C1 | 103.07 (8) |
O2ii—Ca1—O3 | 86.50 (5) | C2—C1—C6 | 119.10 (17) |
O2iii—Ca1—O3 | 93.50 (5) | C2—C1—P1 | 121.39 (15) |
O1—Ca1—O3i | 94.40 (5) | C6—C1—P1 | 119.51 (15) |
O1i—Ca1—O3i | 85.60 (5) | C1—C2—C3 | 120.17 (18) |
O2ii—Ca1—O3i | 93.50 (5) | C4—C3—C2 | 120.28 (19) |
O2iii—Ca1—O3i | 86.50 (5) | C3—C4—C5 | 120.07 (18) |
O3—Ca1—O3i | 180.00 (6) | C4—C5—C6 | 119.88 (19) |
O1—Ca1—C13i | 111.19 (5) | C5—C6—C1 | 120.49 (19) |
O1i—Ca1—C13i | 68.81 (5) | C12—C7—C8 | 119.10 (17) |
O2ii—Ca1—C13i | 104.58 (5) | C12—C7—P1 | 121.90 (15) |
O2iii—Ca1—C13i | 75.42 (5) | C8—C7—P1 | 118.97 (15) |
O3—Ca1—C13i | 159.96 (5) | C9—C8—C7 | 120.3 (2) |
O3i—Ca1—C13i | 20.04 (5) | C10—C9—C8 | 120.3 (2) |
P1—O1—Ca1 | 157.86 (8) | C11—C10—C9 | 119.68 (19) |
P1—O2—Ca1iv | 153.22 (8) | C10—C11—C12 | 120.4 (2) |
C13—O3—Ca1 | 118.43 (12) | C7—C12—C11 | 120.09 (19) |
C13—N1—C15 | 120.85 (17) | O3—C13—N1 | 124.37 (18) |
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+1, −y, −z; (iii) x, y+1, z; (iv) x, y−1, z. |
Crystal data top
2(C12H10O2P)·2(C3H7NO)·Sr | F(000) = 688 |
Mr = 668.15 | Dx = 1.495 Mg m−3 |
Monoclinic, P21/c | Synchrotron radiation, λ = 0.77490 Å |
a = 9.7098 (17) Å | Cell parameters from 4537 reflections |
b = 5.8964 (10) Å | θ = 2.7–28.9° |
c = 26.165 (5) Å | µ = 0.57 mm−1 |
β = 97.635 (2)° | T = 150 K |
V = 1484.8 (4) Å3 | Needle, colorless |
Z = 2 | 0.16 × 0.01 × 0.01 mm |
Data collection top
Bruker APEXII diffractometer | 2425 reflections with I > 2σ(I) |
Radiation source: synchrotron | Rint = 0.054 |
Si-<111> channel cut crystal monochromator | θmax = 29.0°, θmin = 2.7° |
Detector resolution: 8.33 pixels mm-1 | h = −12→12 |
phi and ω scans | k = −7→7 |
15927 measured reflections | l = −32→32 |
3020 independent reflections | |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.079 | w = 1/[σ2(Fo2) + (0.0296P)2 + 0.9012P]
where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max < 0.001 |
3020 reflections | Δρmax = 0.40 e Å−3 |
189 parameters | Δρmin = −0.36 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 | |
Sr1 | 0.5000 | 0.0000 | 0.0000 | 0.01534 (10) | |
O1 | 0.49628 (14) | 0.2850 (2) | 0.06866 (5) | 0.0210 (3) | |
O2 | 0.57151 (15) | 0.7032 (2) | 0.06358 (5) | 0.0229 (3) | |
O3 | 0.25372 (14) | −0.1420 (2) | 0.00668 (6) | 0.0261 (3) | |
N1 | 0.14066 (18) | −0.4196 (3) | 0.04423 (7) | 0.0239 (4) | |
P1 | 0.55495 (5) | 0.49567 (8) | 0.09551 (2) | 0.01602 (13) | |
C1 | 0.7825 (2) | 0.2127 (4) | 0.12778 (8) | 0.0223 (4) | |
H1 | 0.7337 | 0.0981 | 0.1072 | 0.027* | |
C2 | 0.9134 (2) | 0.1666 (4) | 0.15441 (8) | 0.0258 (5) | |
H2 | 0.9533 | 0.0206 | 0.1519 | 0.031* | |
C3 | 0.9855 (2) | 0.3309 (4) | 0.18441 (8) | 0.0267 (5) | |
H3 | 1.0753 | 0.2991 | 0.2021 | 0.032* | |
C4 | 0.9263 (2) | 0.5430 (4) | 0.18873 (8) | 0.0263 (5) | |
H4 | 0.9751 | 0.6560 | 0.2098 | 0.032* | |
C5 | 0.7956 (2) | 0.5903 (4) | 0.16221 (8) | 0.0226 (4) | |
H5 | 0.7555 | 0.7358 | 0.1653 | 0.027* | |
C6 | 0.7230 (2) | 0.4254 (3) | 0.13116 (7) | 0.0176 (4) | |
C7 | 0.4513 (2) | 0.5714 (4) | 0.14590 (7) | 0.0190 (4) | |
C8 | 0.4369 (2) | 0.4144 (4) | 0.18473 (8) | 0.0239 (4) | |
H8 | 0.4788 | 0.2691 | 0.1838 | 0.029* | |
C9 | 0.3618 (2) | 0.4685 (4) | 0.22470 (9) | 0.0302 (5) | |
H9 | 0.3539 | 0.3613 | 0.2513 | 0.036* | |
C10 | 0.2988 (2) | 0.6779 (4) | 0.22584 (8) | 0.0310 (5) | |
H10 | 0.2466 | 0.7143 | 0.2530 | 0.037* | |
C11 | 0.3116 (2) | 0.8341 (4) | 0.18755 (9) | 0.0313 (5) | |
H11 | 0.2673 | 0.9775 | 0.1882 | 0.038* | |
C12 | 0.3894 (2) | 0.7829 (4) | 0.14791 (8) | 0.0250 (5) | |
H12 | 0.3999 | 0.8929 | 0.1222 | 0.030* | |
C13 | 0.2360 (2) | −0.3441 (4) | 0.01668 (8) | 0.0223 (4) | |
H13 | 0.2948 | −0.4525 | 0.0037 | 0.027* | |
C14 | 0.1366 (2) | −0.6570 (4) | 0.05934 (10) | 0.0336 (5) | |
H14A | 0.1964 | −0.7462 | 0.0396 | 0.050* | |
H14B | 0.0409 | −0.7132 | 0.0523 | 0.050* | |
H14C | 0.1697 | −0.6714 | 0.0962 | 0.050* | |
C15 | 0.0501 (2) | −0.2637 (4) | 0.06691 (10) | 0.0335 (5) | |
H15A | 0.0883 | −0.2339 | 0.1029 | 0.050* | |
H15B | −0.0426 | −0.3309 | 0.0657 | 0.050* | |
H15C | 0.0435 | −0.1210 | 0.0475 | 0.050* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sr1 | 0.01987 (17) | 0.01225 (16) | 0.01414 (16) | −0.00024 (12) | 0.00317 (11) | 0.00011 (12) |
O1 | 0.0260 (7) | 0.0184 (7) | 0.0177 (7) | 0.0006 (6) | −0.0001 (6) | −0.0037 (6) |
O2 | 0.0319 (8) | 0.0186 (7) | 0.0184 (7) | 0.0026 (6) | 0.0034 (6) | 0.0035 (6) |
O3 | 0.0239 (8) | 0.0240 (8) | 0.0312 (8) | −0.0033 (6) | 0.0066 (6) | 0.0027 (6) |
N1 | 0.0258 (9) | 0.0202 (9) | 0.0273 (9) | −0.0010 (7) | 0.0093 (7) | 0.0002 (8) |
P1 | 0.0210 (3) | 0.0140 (3) | 0.0130 (2) | 0.00167 (19) | 0.00185 (19) | −0.00028 (19) |
C1 | 0.0254 (10) | 0.0201 (10) | 0.0215 (10) | 0.0013 (8) | 0.0029 (8) | −0.0001 (8) |
C2 | 0.0244 (11) | 0.0241 (11) | 0.0298 (11) | 0.0062 (9) | 0.0063 (9) | 0.0038 (9) |
C3 | 0.0181 (10) | 0.0381 (13) | 0.0236 (11) | 0.0006 (9) | 0.0016 (8) | 0.0062 (10) |
C4 | 0.0255 (11) | 0.0292 (12) | 0.0238 (11) | −0.0060 (9) | 0.0019 (9) | −0.0022 (9) |
C5 | 0.0263 (11) | 0.0199 (10) | 0.0219 (10) | 0.0007 (8) | 0.0047 (8) | −0.0011 (8) |
C6 | 0.0214 (10) | 0.0177 (9) | 0.0140 (9) | −0.0009 (8) | 0.0040 (7) | 0.0012 (8) |
C7 | 0.0189 (10) | 0.0212 (10) | 0.0162 (9) | −0.0008 (8) | 0.0000 (7) | −0.0034 (8) |
C8 | 0.0228 (10) | 0.0261 (11) | 0.0230 (11) | −0.0006 (9) | 0.0041 (8) | 0.0011 (9) |
C9 | 0.0273 (11) | 0.0439 (15) | 0.0199 (11) | −0.0068 (10) | 0.0054 (9) | 0.0013 (10) |
C10 | 0.0231 (11) | 0.0467 (15) | 0.0245 (11) | −0.0068 (10) | 0.0081 (9) | −0.0144 (10) |
C11 | 0.0286 (12) | 0.0287 (12) | 0.0377 (13) | 0.0038 (10) | 0.0082 (10) | −0.0129 (10) |
C12 | 0.0282 (11) | 0.0232 (11) | 0.0240 (11) | 0.0032 (9) | 0.0046 (9) | −0.0025 (9) |
C13 | 0.0212 (10) | 0.0243 (11) | 0.0214 (10) | −0.0002 (8) | 0.0024 (8) | −0.0010 (8) |
C14 | 0.0319 (12) | 0.0238 (12) | 0.0457 (14) | −0.0037 (10) | 0.0071 (11) | 0.0086 (10) |
C15 | 0.0347 (12) | 0.0295 (13) | 0.0403 (13) | −0.0035 (10) | 0.0191 (11) | −0.0058 (10) |
Geometric parameters (Å, º) top
Sr1—O2i | 2.4505 (14) | C4—C5 | 1.392 (3) |
Sr1—O2ii | 2.4505 (14) | C4—H4 | 0.9500 |
Sr1—O1 | 2.4637 (14) | C5—C6 | 1.396 (3) |
Sr1—O1iii | 2.4637 (14) | C5—H5 | 0.9500 |
Sr1—O3iii | 2.5614 (14) | C7—C12 | 1.388 (3) |
Sr1—O3 | 2.5615 (14) | C7—C8 | 1.395 (3) |
Sr1—C13iii | 3.343 (2) | C8—C9 | 1.389 (3) |
O1—P1 | 1.5018 (14) | C8—H8 | 0.9500 |
O2—P1 | 1.5025 (14) | C9—C10 | 1.380 (3) |
O2—Sr1iv | 2.4505 (14) | C9—H9 | 0.9500 |
O3—C13 | 1.237 (2) | C10—C11 | 1.379 (3) |
N1—C13 | 1.324 (3) | C10—H10 | 0.9500 |
N1—C15 | 1.452 (3) | C11—C12 | 1.394 (3) |
N1—C14 | 1.457 (3) | C11—H11 | 0.9500 |
P1—C6 | 1.816 (2) | C12—H12 | 0.9500 |
P1—C7 | 1.817 (2) | C13—H13 | 0.9500 |
C1—C6 | 1.389 (3) | C14—H14A | 0.9800 |
C1—C2 | 1.392 (3) | C14—H14B | 0.9800 |
C1—H1 | 0.9500 | C14—H14C | 0.9800 |
C2—C3 | 1.378 (3) | C15—H15A | 0.9800 |
C2—H2 | 0.9500 | C15—H15B | 0.9800 |
C3—C4 | 1.387 (3) | C15—H15C | 0.9800 |
C3—H3 | 0.9500 | | |
| | | |
O2i—Sr1—O2ii | 180.00 (10) | C3—C4—C5 | 120.0 (2) |
O2i—Sr1—O1 | 88.73 (5) | C3—C4—H4 | 120.0 |
O2ii—Sr1—O1 | 91.27 (5) | C5—C4—H4 | 120.0 |
O2i—Sr1—O1iii | 91.27 (5) | C4—C5—C6 | 120.5 (2) |
O2ii—Sr1—O1iii | 88.73 (5) | C4—C5—H5 | 119.8 |
O1—Sr1—O1iii | 180.0 | C6—C5—H5 | 119.8 |
O2i—Sr1—O3iii | 84.44 (5) | C1—C6—C5 | 118.92 (19) |
O2ii—Sr1—O3iii | 95.56 (5) | C1—C6—P1 | 121.74 (15) |
O1—Sr1—O3iii | 86.05 (5) | C5—C6—P1 | 119.33 (16) |
O1iii—Sr1—O3iii | 93.95 (5) | C12—C7—C8 | 118.84 (19) |
O2i—Sr1—O3 | 95.56 (5) | C12—C7—P1 | 122.19 (16) |
O2ii—Sr1—O3 | 84.44 (5) | C8—C7—P1 | 118.95 (16) |
O1—Sr1—O3 | 93.95 (5) | C9—C8—C7 | 120.6 (2) |
O1iii—Sr1—O3 | 86.05 (5) | C9—C8—H8 | 119.7 |
O3iii—Sr1—O3 | 180.0 | C7—C8—H8 | 119.7 |
O2i—Sr1—C13iii | 68.35 (5) | C10—C9—C8 | 120.0 (2) |
O2ii—Sr1—C13iii | 111.65 (5) | C10—C9—H9 | 120.0 |
O1—Sr1—C13iii | 76.54 (5) | C8—C9—H9 | 120.0 |
O1iii—Sr1—C13iii | 103.46 (5) | C11—C10—C9 | 119.9 (2) |
O3iii—Sr1—C13iii | 18.85 (5) | C11—C10—H10 | 120.0 |
O3—Sr1—C13iii | 161.15 (5) | C9—C10—H10 | 120.0 |
P1—O1—Sr1 | 149.77 (8) | C10—C11—C12 | 120.4 (2) |
P1—O2—Sr1iv | 156.57 (9) | C10—C11—H11 | 119.8 |
C13—O3—Sr1 | 119.14 (13) | C12—C11—H11 | 119.8 |
C13—N1—C15 | 120.96 (19) | C7—C12—C11 | 120.2 (2) |
C13—N1—C14 | 121.16 (18) | C7—C12—H12 | 119.9 |
C15—N1—C14 | 117.25 (18) | C11—C12—H12 | 119.9 |
O1—P1—O2 | 118.40 (8) | O3—C13—N1 | 124.5 (2) |
O1—P1—C6 | 108.10 (9) | O3—C13—H13 | 117.7 |
O2—P1—C6 | 108.42 (9) | N1—C13—H13 | 117.7 |
O1—P1—C7 | 109.30 (9) | N1—C14—H14A | 109.5 |
O2—P1—C7 | 108.28 (9) | N1—C14—H14B | 109.5 |
C6—P1—C7 | 103.28 (9) | H14A—C14—H14B | 109.5 |
C6—C1—C2 | 120.26 (19) | N1—C14—H14C | 109.5 |
C6—C1—H1 | 119.9 | H14A—C14—H14C | 109.5 |
C2—C1—H1 | 119.9 | H14B—C14—H14C | 109.5 |
C3—C2—C1 | 120.6 (2) | N1—C15—H15A | 109.5 |
C3—C2—H2 | 119.7 | N1—C15—H15B | 109.5 |
C1—C2—H2 | 119.7 | H15A—C15—H15B | 109.5 |
C2—C3—C4 | 119.7 (2) | N1—C15—H15C | 109.5 |
C2—C3—H3 | 120.1 | H15A—C15—H15C | 109.5 |
C4—C3—H3 | 120.1 | H15B—C15—H15C | 109.5 |
| | | |
Sr1—O1—P1—O2 | 51.79 (19) | C7—P1—C6—C5 | −60.31 (17) |
Sr1—O1—P1—C6 | −71.90 (17) | O1—P1—C7—C12 | −123.87 (17) |
Sr1—O1—P1—C7 | 176.35 (15) | O2—P1—C7—C12 | 6.4 (2) |
Sr1iv—O2—P1—O1 | 51.2 (2) | C6—P1—C7—C12 | 121.24 (18) |
Sr1iv—O2—P1—C6 | 174.8 (2) | O1—P1—C7—C8 | 58.08 (18) |
Sr1iv—O2—P1—C7 | −73.8 (2) | O2—P1—C7—C8 | −171.65 (16) |
C6—C1—C2—C3 | 0.0 (3) | C6—P1—C7—C8 | −56.82 (18) |
C1—C2—C3—C4 | 1.0 (3) | C12—C7—C8—C9 | 0.0 (3) |
C2—C3—C4—C5 | −1.0 (3) | P1—C7—C8—C9 | 178.15 (16) |
C3—C4—C5—C6 | 0.0 (3) | C7—C8—C9—C10 | 1.0 (3) |
C2—C1—C6—C5 | −0.9 (3) | C8—C9—C10—C11 | −0.7 (3) |
C2—C1—C6—P1 | 178.06 (15) | C9—C10—C11—C12 | −0.7 (3) |
C4—C5—C6—C1 | 0.9 (3) | C8—C7—C12—C11 | −1.4 (3) |
C4—C5—C6—P1 | −178.11 (16) | P1—C7—C12—C11 | −179.48 (16) |
O1—P1—C6—C1 | 4.94 (19) | C10—C11—C12—C7 | 1.8 (3) |
O2—P1—C6—C1 | −124.58 (17) | Sr1—O3—C13—N1 | 146.19 (17) |
C7—P1—C6—C1 | 120.69 (17) | C15—N1—C13—O3 | −2.2 (3) |
O1—P1—C6—C5 | −176.06 (15) | C14—N1—C13—O3 | −172.9 (2) |
O2—P1—C6—C5 | 54.42 (17) | | |
Symmetry codes: (i) −x+1, −y+1, −z; (ii) x, y−1, z; (iii) −x+1, −y, −z; (iv) x, y+1, z. |
Crystal data top
C30H34BaN2O6P2 | F(000) = 724 |
Mr = 717.85 | Dx = 1.565 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 9198 reflections |
a = 9.6068 (7) Å | θ = 2.5–26.5° |
b = 6.0118 (4) Å | µ = 1.45 mm−1 |
c = 26.6405 (19) Å | T = 120 K |
β = 98.033 (1)° | Rod, colorless |
V = 1523.50 (19) Å3 | 0.67 × 0.12 × 0.05 mm |
Z = 2 | |
Data collection top
Bruker X8 - ApexII CCD Diffractometer | 3153 independent reflections |
Radiation source: fine-focus sealed tube | 2694 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
Detector resolution: 8.33 pixels mm-1 | θmax = 26.5°, θmin = 1.5° |
φ and ω scans | h = −11→12 |
Absorption correction: multi-scan Blessing, R.H. (1995) Acta Cryst. A51, 33-38. Sheldrick, G.M. (2004) SADABS, University of G\:ottingen, Germany | k = −7→7 |
Tmin = 0.811, Tmax = 0.930 | l = −33→33 |
22314 measured reflections | |
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)] = 0.018 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.041 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0159P)2 + 1.3613P] where P = (Fo2 + 2Fc2)/3 |
3153 reflections | (Δ/σ)max < 0.001 |
189 parameters | Δρmax = 0.44 e Å−3 |
0 restraints | Δρmin = −0.38 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 | |
Ba1 | 0.5000 | 0.0000 | 0.0000 | 0.00985 (5) | |
P1 | 0.55484 (4) | 0.49164 (8) | 0.099263 (16) | 0.01148 (9) | |
O2 | 0.57640 (14) | −0.3101 (2) | 0.06681 (5) | 0.0188 (3) | |
O1 | 0.23805 (14) | −0.1655 (2) | 0.00507 (5) | 0.0229 (3) | |
C15 | 0.43435 (19) | 0.4291 (3) | 0.18693 (7) | 0.0175 (4) | |
H15 | 0.4743 | 0.2846 | 0.1869 | 0.021* | |
C9 | 0.78006 (19) | 0.2039 (3) | 0.13199 (7) | 0.0167 (4) | |
H9 | 0.7277 | 0.0920 | 0.1125 | 0.020* | |
C3 | 0.1305 (2) | −0.6693 (4) | 0.06122 (9) | 0.0321 (5) | |
H3A | 0.1895 | −0.7573 | 0.0415 | 0.048* | |
H3B | 0.0338 | −0.7254 | 0.0553 | 0.048* | |
H3C | 0.1669 | −0.6814 | 0.0974 | 0.048* | |
C1 | 0.22361 (19) | −0.3630 (3) | 0.01658 (7) | 0.0195 (4) | |
H1 | 0.2823 | −0.4694 | 0.0036 | 0.023* | |
C2 | 0.0430 (2) | −0.2832 (4) | 0.06845 (9) | 0.0323 (5) | |
H2A | 0.0854 | −0.2501 | 0.1033 | 0.049* | |
H2B | −0.0498 | −0.3505 | 0.0688 | 0.049* | |
H2C | 0.0330 | −0.1453 | 0.0487 | 0.049* | |
N1 | 0.13248 (17) | −0.4370 (3) | 0.04566 (6) | 0.0199 (4) | |
C4 | 0.72381 (18) | 0.4165 (3) | 0.13468 (6) | 0.0117 (3) | |
C7 | 0.9891 (2) | 0.3164 (3) | 0.18651 (7) | 0.0200 (4) | |
H7 | 1.0799 | 0.2826 | 0.2039 | 0.024* | |
C5 | 0.80156 (19) | 0.5770 (3) | 0.16431 (7) | 0.0161 (4) | |
H5 | 0.7635 | 0.7217 | 0.1669 | 0.019* | |
C6 | 0.9337 (2) | 0.5282 (3) | 0.19005 (7) | 0.0201 (4) | |
H6 | 0.9858 | 0.6390 | 0.2100 | 0.024* | |
C8 | 0.9130 (2) | 0.1547 (3) | 0.15783 (7) | 0.0209 (4) | |
H8 | 0.9512 | 0.0098 | 0.1557 | 0.025* | |
C10 | 0.45226 (18) | 0.5782 (3) | 0.14816 (7) | 0.0131 (4) | |
C13 | 0.2986 (2) | 0.7000 (4) | 0.22532 (7) | 0.0248 (5) | |
H13 | 0.2464 | 0.7420 | 0.2516 | 0.030* | |
C14 | 0.3584 (2) | 0.4906 (4) | 0.22559 (7) | 0.0243 (4) | |
H14 | 0.3476 | 0.3890 | 0.2521 | 0.029* | |
C11 | 0.3928 (2) | 0.7891 (3) | 0.14870 (7) | 0.0190 (4) | |
H11 | 0.4056 | 0.8933 | 0.1229 | 0.023* | |
C12 | 0.3146 (2) | 0.8479 (4) | 0.18695 (8) | 0.0258 (5) | |
H12 | 0.2720 | 0.9907 | 0.1866 | 0.031* | |
O3 | 0.49009 (13) | 0.2861 (2) | 0.07381 (5) | 0.0166 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ba1 | 0.01305 (7) | 0.00808 (7) | 0.00865 (7) | −0.00054 (6) | 0.00230 (5) | 0.00008 (6) |
P1 | 0.0144 (2) | 0.0111 (2) | 0.00871 (19) | 0.00202 (19) | 0.00078 (16) | −0.00049 (19) |
O2 | 0.0242 (7) | 0.0178 (7) | 0.0151 (7) | 0.0047 (6) | 0.0048 (5) | 0.0054 (5) |
O1 | 0.0186 (7) | 0.0231 (7) | 0.0277 (8) | −0.0049 (6) | 0.0056 (6) | 0.0043 (6) |
C15 | 0.0155 (9) | 0.0207 (9) | 0.0161 (9) | −0.0010 (7) | 0.0017 (7) | 0.0004 (8) |
C9 | 0.0176 (9) | 0.0153 (9) | 0.0172 (9) | 0.0004 (7) | 0.0019 (8) | −0.0014 (8) |
C3 | 0.0262 (12) | 0.0269 (12) | 0.0429 (14) | −0.0065 (9) | 0.0040 (10) | 0.0143 (10) |
C1 | 0.0122 (9) | 0.0260 (11) | 0.0197 (10) | −0.0018 (8) | 0.0006 (8) | 0.0001 (8) |
C2 | 0.0335 (13) | 0.0344 (12) | 0.0330 (13) | −0.0076 (10) | 0.0183 (10) | −0.0102 (10) |
N1 | 0.0183 (8) | 0.0202 (8) | 0.0219 (9) | −0.0050 (6) | 0.0051 (7) | 0.0006 (7) |
C4 | 0.0123 (8) | 0.0140 (8) | 0.0095 (8) | 0.0008 (7) | 0.0042 (7) | 0.0032 (7) |
C7 | 0.0118 (9) | 0.0287 (11) | 0.0194 (10) | 0.0017 (8) | 0.0015 (8) | 0.0058 (9) |
C5 | 0.0180 (9) | 0.0144 (8) | 0.0164 (9) | −0.0010 (7) | 0.0043 (8) | −0.0007 (7) |
C6 | 0.0169 (9) | 0.0252 (11) | 0.0180 (9) | −0.0064 (8) | 0.0022 (7) | −0.0022 (8) |
C8 | 0.0192 (10) | 0.0181 (9) | 0.0257 (11) | 0.0052 (8) | 0.0045 (8) | 0.0029 (8) |
C10 | 0.0110 (8) | 0.0158 (8) | 0.0117 (9) | −0.0011 (7) | −0.0004 (7) | −0.0038 (7) |
C13 | 0.0133 (9) | 0.0418 (13) | 0.0202 (10) | −0.0069 (9) | 0.0060 (8) | −0.0154 (9) |
C14 | 0.0184 (9) | 0.0391 (12) | 0.0158 (9) | −0.0070 (10) | 0.0035 (7) | 0.0004 (10) |
C11 | 0.0197 (10) | 0.0169 (9) | 0.0204 (10) | 0.0024 (8) | 0.0026 (8) | −0.0027 (8) |
C12 | 0.0210 (10) | 0.0253 (11) | 0.0316 (12) | 0.0020 (9) | 0.0056 (9) | −0.0127 (9) |
O3 | 0.0178 (7) | 0.0168 (7) | 0.0145 (6) | 0.0017 (5) | −0.0004 (5) | −0.0054 (5) |
Geometric parameters (Å, º) top
Ba1—O2i | 2.6111 (12) | C9—C4 | 1.393 (3) |
Ba1—O2 | 2.6111 (12) | C9—C8 | 1.395 (3) |
Ba1—O3i | 2.6241 (12) | C3—N1 | 1.458 (3) |
Ba1—O3 | 2.6241 (12) | C1—N1 | 1.324 (2) |
Ba1—O1 | 2.7268 (13) | C2—N1 | 1.452 (3) |
Ba1—O1i | 2.7268 (13) | C4—C5 | 1.395 (3) |
P1—O3 | 1.5019 (13) | C7—C8 | 1.381 (3) |
P1—O2ii | 1.5035 (13) | C7—C6 | 1.388 (3) |
P1—C10 | 1.8160 (18) | C5—C6 | 1.387 (3) |
P1—C4 | 1.8168 (18) | C10—C11 | 1.391 (3) |
O2—P1iii | 1.5035 (13) | C13—C12 | 1.380 (3) |
O1—C1 | 1.239 (2) | C13—C14 | 1.383 (3) |
C15—C14 | 1.393 (3) | C11—C12 | 1.394 (3) |
C15—C10 | 1.396 (3) | | |
| | | |
O2i—Ba1—O2 | 180.00 (8) | C1—O1—Ba1 | 119.86 (12) |
O2i—Ba1—O3i | 89.62 (4) | C14—C15—C10 | 120.55 (19) |
O2—Ba1—O3i | 90.38 (4) | C4—C9—C8 | 120.26 (18) |
O2i—Ba1—O3 | 90.38 (4) | O1—C1—N1 | 124.94 (19) |
O2—Ba1—O3 | 89.62 (4) | C1—N1—C2 | 120.61 (17) |
O3i—Ba1—O3 | 180.00 (6) | C1—N1—C3 | 121.60 (18) |
O2i—Ba1—O1 | 96.94 (4) | C2—N1—C3 | 117.33 (17) |
O2—Ba1—O1 | 83.06 (4) | C9—C4—C5 | 118.84 (17) |
O3i—Ba1—O1 | 85.89 (4) | C9—C4—P1 | 121.74 (14) |
O3—Ba1—O1 | 94.11 (4) | C5—C4—P1 | 119.40 (14) |
O2i—Ba1—O1i | 83.06 (4) | C8—C7—C6 | 120.29 (18) |
O2—Ba1—O1i | 96.94 (4) | C6—C5—C4 | 120.94 (18) |
O3i—Ba1—O1i | 94.11 (4) | C5—C6—C7 | 119.59 (18) |
O3—Ba1—O1i | 85.89 (4) | C7—C8—C9 | 120.07 (18) |
O1—Ba1—O1i | 180.00 (8) | C11—C10—C15 | 118.96 (17) |
O3—P1—O2ii | 118.30 (8) | C11—C10—P1 | 122.21 (14) |
O3—P1—C10 | 109.13 (8) | C15—C10—P1 | 118.82 (14) |
O2ii—P1—C10 | 108.51 (8) | C12—C13—C14 | 120.08 (18) |
O3—P1—C4 | 108.28 (8) | C13—C14—C15 | 119.85 (19) |
O2ii—P1—C4 | 108.10 (8) | C10—C11—C12 | 120.17 (19) |
C10—P1—C4 | 103.52 (8) | C13—C12—C11 | 120.37 (19) |
P1iii—O2—Ba1 | 155.47 (8) | P1—O3—Ba1 | 145.23 (7) |
Symmetry codes: (i) −x+1, −y, −z; (ii) x, y+1, z; (iii) x, y−1, z. |