The title compound, {[Sr2(C5H5O4)3(H2O)4](C5H5O4)}n, crystallizes with three methyl fumarate ions and four water molecules coordinating the two independent strontium(II) ions. The coordination polyhedra are interconnected by edge-sharing to form chains, which are connected by hydrogen bonds into layers. The layers, in turn, are stacked with the fourth methyl fumarate anion intercalated.
Supporting information
CCDC reference: 613614
Key indicators
- Single-crystal X-ray study
- T = 120 K
- Mean (C-C) = 0.005 Å
- R factor = 0.038
- wR factor = 0.095
- Data-to-parameter ratio = 20.7
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.08
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.51 Ratio
PLAT731_ALERT_1_C Bond Calc 0.81(4), Rep 0.809(18) ...... 2.22 su-Rat
O2 -H2A 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.80(4), Rep 0.792(18) ...... 2.22 su-Rat
O3 -H3B 1.555 1.555
PLAT731_ALERT_1_C Bond Calc 0.81(4), Rep 0.807(18) ...... 2.22 su-Rat
O4 -H4B 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.81(4), Rep 0.809(18) ...... 2.22 su-Rat
O2 -H2A 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.80(4), Rep 0.792(18) ...... 2.22 su-Rat
O3 -H3B 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.81(4), Rep 0.807(18) ...... 2.22 su-Rat
O4 -H4B 1.555 1.555
PLAT736_ALERT_1_C H...A Calc 2.01(4), Rep 2.017(19) ...... 2.11 su-Rat
H2A -O21 1.555 2.666
Alert level G
FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and _chemical_formula_moiety. This is
usually due to the moiety formula being in the wrong format.
Atom count from _chemical_formula_sum: C20 H28 O20 Sr2
Atom count from _chemical_formula_moiety:C15 H23 O16 Sr2
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
10 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
9 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1999); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus and SADABS (Sheldrick, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997) and ATOMS (Dowty, 2000); software used to prepare material for publication: SHELXL97.
Poly[[tetraaquatris(monomethyl fumarato)distrontium(II)] monomethyl fumarate] at
120 K
top
Crystal data top
[Sr2(C5H5O4)3(H2O)4](C5H5O4) | Z = 2 |
Mr = 763.66 | F(000) = 768 |
Triclinic, P1 | Dx = 1.713 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.1336 (6) Å | Cell parameters from 5146 reflections |
b = 10.7203 (8) Å | θ = 2.5–30.5° |
c = 20.9384 (17) Å | µ = 3.69 mm−1 |
α = 100.676 (2)° | T = 120 K |
β = 96.322 (2)° | Needle, colorless |
γ = 107.096 (2)° | 0.23 × 0.05 × 0.03 mm |
V = 1480.7 (2) Å3 | |
Data collection top
Bruker SMART APEX diffractometer | 8421 independent reflections |
Radiation source: fine-focus sealed tube | 5753 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.057 |
ω scan, frame data integration | θmax = 30.8°, θmin = 1.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2002) | h = −10→10 |
Tmin = 0.484, Tmax = 0.897 | k = −14→14 |
19750 measured reflections | l = −29→29 |
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)] = 0.038 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.095 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.87 | w = 1/[σ2(Fo2) + (0.0363P)2] where P = (Fo2 + 2Fc2)/3 |
8421 reflections | (Δ/σ)max = 0.001 |
407 parameters | Δρmax = 1.48 e Å−3 |
8 restraints | Δρmin = −0.71 e Å−3 |
Special details top
Experimental. Oxford Cryosystem liquid nitrogen cryostream cooler |
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 >
2σ(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 | |
Sr1 | 0.37047 (4) | 0.78079 (3) | 0.464363 (15) | 0.00913 (8) | |
Sr2 | 0.76100 (5) | 0.60979 (3) | 0.364673 (15) | 0.01050 (8) | |
O1 | 0.9026 (4) | 0.4145 (2) | 0.38735 (12) | 0.0150 (5) | |
H1A | 0.925 (6) | 0.385 (4) | 0.3504 (12) | 0.022* | |
H1B | 0.825 (5) | 0.344 (2) | 0.3907 (19) | 0.022* | |
O2 | 0.4592 (4) | 0.4184 (2) | 0.38307 (12) | 0.0148 (5) | |
H2A | 0.489 (6) | 0.355 (3) | 0.3917 (18) | 0.022* | |
H2B | 0.391 (5) | 0.387 (3) | 0.3452 (11) | 0.022* | |
O3 | 0.2609 (4) | 0.5330 (3) | 0.47479 (13) | 0.0169 (5) | |
H3A | 0.149 (3) | 0.500 (4) | 0.4534 (17) | 0.025* | |
H3B | 0.327 (5) | 0.502 (4) | 0.4525 (17) | 0.025* | |
O4 | 0.6638 (4) | 0.4513 (3) | 0.24953 (13) | 0.0212 (6) | |
H4A | 0.549 (3) | 0.401 (3) | 0.237 (2) | 0.032* | |
H4B | 0.739 (5) | 0.409 (4) | 0.243 (2) | 0.032* | |
O11 | 0.7035 (3) | 0.7471 (2) | 0.47641 (12) | 0.0153 (5) | |
O12 | 1.0237 (3) | 0.7731 (2) | 0.47988 (12) | 0.0167 (5) | |
O13 | 1.1506 (4) | 1.1838 (2) | 0.68818 (12) | 0.0179 (6) | |
O14 | 0.9678 (4) | 0.9913 (2) | 0.71089 (12) | 0.0191 (6) | |
C11 | 0.8803 (5) | 0.7869 (3) | 0.50755 (17) | 0.0122 (7) | |
C12 | 0.9135 (5) | 0.8580 (3) | 0.57931 (17) | 0.0135 (7) | |
H12 | 0.8442 | 0.8137 | 0.6080 | 0.016* | |
C13 | 1.0387 (5) | 0.9820 (3) | 0.60273 (17) | 0.0153 (7) | |
H13 | 1.1189 | 1.0209 | 0.5749 | 0.018* | |
C14 | 1.0590 (5) | 1.0631 (4) | 0.67101 (17) | 0.0140 (7) | |
C15 | 0.9823 (6) | 1.0658 (4) | 0.77825 (18) | 0.0242 (9) | |
H15A | 0.9209 | 1.0050 | 0.8040 | 0.029* | |
H15B | 0.9154 | 1.1314 | 0.7773 | 0.029* | |
H15C | 1.1199 | 1.1101 | 0.7977 | 0.029* | |
O21 | 0.4119 (3) | 0.7955 (2) | 0.59156 (11) | 0.0130 (5) | |
O22 | 0.5072 (4) | 1.0017 (2) | 0.57288 (12) | 0.0153 (5) | |
O23 | 0.4712 (4) | 1.0895 (3) | 0.82092 (13) | 0.0298 (7) | |
O24 | 0.4931 (4) | 0.8917 (3) | 0.83906 (12) | 0.0220 (6) | |
C21 | 0.4659 (5) | 0.9235 (3) | 0.61189 (17) | 0.0125 (7) | |
C22 | 0.4766 (5) | 0.9847 (3) | 0.68341 (16) | 0.0139 (7) | |
H22 | 0.4936 | 1.0757 | 0.6961 | 0.017* | |
C23 | 0.4626 (5) | 0.9124 (4) | 0.72943 (17) | 0.0162 (7) | |
H23 | 0.4445 | 0.8212 | 0.7172 | 0.019* | |
C24 | 0.4756 (5) | 0.9765 (4) | 0.80037 (17) | 0.0163 (8) | |
C25 | 0.5151 (6) | 0.9464 (4) | 0.90965 (18) | 0.0288 (10) | |
H25A | 0.5269 | 0.8798 | 0.9334 | 0.035* | |
H25B | 0.4005 | 0.9717 | 0.9184 | 0.035* | |
H25C | 0.6325 | 1.0237 | 0.9236 | 0.035* | |
O31 | 0.4369 (3) | 0.6700 (2) | 0.34172 (11) | 0.0140 (5) | |
O32 | 0.1293 (3) | 0.6676 (2) | 0.35228 (11) | 0.0147 (5) | |
O33 | 0.0714 (4) | 0.6071 (3) | 0.10776 (13) | 0.0316 (7) | |
O34 | 0.3740 (4) | 0.6000 (3) | 0.08954 (12) | 0.0204 (6) | |
C31 | 0.2594 (5) | 0.6540 (3) | 0.31683 (17) | 0.0116 (7) | |
C32 | 0.1965 (5) | 0.6273 (3) | 0.24360 (17) | 0.0146 (7) | |
H32 | 0.0619 | 0.6083 | 0.2275 | 0.018* | |
C33 | 0.3189 (5) | 0.6288 (3) | 0.19956 (17) | 0.0160 (7) | |
H33 | 0.4528 | 0.6409 | 0.2132 | 0.019* | |
C34 | 0.2388 (6) | 0.6108 (4) | 0.12808 (18) | 0.0185 (8) | |
C35 | 0.3050 (6) | 0.5881 (4) | 0.01948 (18) | 0.0287 (10) | |
H35A | 0.4117 | 0.5863 | −0.0045 | 0.034* | |
H35B | 0.2628 | 0.6635 | 0.0144 | 0.034* | |
H35C | 0.1952 | 0.5068 | 0.0026 | 0.034* | |
O41 | 0.7302 (4) | 0.6780 (2) | 0.74164 (12) | 0.0205 (6) | |
O42 | 1.0410 (4) | 0.6745 (3) | 0.73507 (12) | 0.0228 (6) | |
O43 | 1.0898 (4) | 0.8464 (3) | 0.98108 (13) | 0.0334 (7) | |
O44 | 0.7678 (4) | 0.7697 (3) | 0.98973 (12) | 0.0233 (6) | |
C41 | 0.9075 (6) | 0.6944 (3) | 0.76642 (18) | 0.0174 (8) | |
C42 | 0.9677 (6) | 0.7409 (4) | 0.84034 (18) | 0.0199 (8) | |
H42 | 1.1032 | 0.7698 | 0.8575 | 0.024* | |
C43 | 0.8443 (5) | 0.7441 (4) | 0.88308 (17) | 0.0184 (8) | |
H43 | 0.7080 | 0.7154 | 0.8674 | 0.022* | |
C44 | 0.9180 (6) | 0.7924 (4) | 0.95524 (18) | 0.0196 (8) | |
C45 | 0.8254 (6) | 0.8163 (4) | 1.06102 (18) | 0.0270 (9) | |
H45A | 0.7084 | 0.7990 | 1.0810 | 0.032* | |
H45B | 0.8958 | 0.9108 | 1.0720 | 0.032* | |
H45C | 0.9101 | 0.7697 | 1.0771 | 0.032* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sr1 | 0.00562 (16) | 0.01074 (16) | 0.01153 (16) | 0.00271 (13) | 0.00227 (12) | 0.00316 (13) |
Sr2 | 0.00568 (16) | 0.01159 (16) | 0.01408 (17) | 0.00284 (13) | 0.00240 (13) | 0.00206 (13) |
O1 | 0.0135 (13) | 0.0142 (13) | 0.0175 (13) | 0.0027 (11) | 0.0060 (11) | 0.0052 (11) |
O2 | 0.0132 (13) | 0.0144 (13) | 0.0182 (13) | 0.0052 (11) | 0.0020 (11) | 0.0062 (11) |
O3 | 0.0117 (13) | 0.0164 (13) | 0.0210 (15) | 0.0034 (11) | 0.0025 (11) | 0.0027 (11) |
O4 | 0.0188 (15) | 0.0211 (15) | 0.0202 (15) | 0.0049 (12) | 0.0021 (12) | −0.0007 (12) |
O11 | 0.0074 (12) | 0.0204 (13) | 0.0168 (13) | 0.0058 (11) | 0.0007 (10) | −0.0003 (11) |
O12 | 0.0104 (13) | 0.0213 (13) | 0.0175 (13) | 0.0053 (11) | 0.0054 (10) | 0.0004 (11) |
O13 | 0.0159 (14) | 0.0152 (13) | 0.0227 (14) | 0.0040 (11) | 0.0042 (11) | 0.0055 (11) |
O14 | 0.0213 (15) | 0.0193 (13) | 0.0166 (13) | 0.0044 (11) | 0.0083 (11) | 0.0041 (11) |
C11 | 0.0117 (18) | 0.0077 (16) | 0.0189 (18) | 0.0038 (14) | 0.0030 (14) | 0.0058 (14) |
C12 | 0.0084 (17) | 0.0199 (18) | 0.0145 (18) | 0.0057 (15) | 0.0036 (14) | 0.0064 (15) |
C13 | 0.0116 (18) | 0.0205 (19) | 0.0161 (18) | 0.0057 (15) | 0.0041 (14) | 0.0078 (15) |
C14 | 0.0103 (17) | 0.0202 (19) | 0.0145 (18) | 0.0075 (15) | 0.0021 (14) | 0.0073 (15) |
C15 | 0.026 (2) | 0.029 (2) | 0.017 (2) | 0.0073 (18) | 0.0057 (17) | 0.0043 (17) |
O21 | 0.0142 (13) | 0.0117 (12) | 0.0138 (12) | 0.0048 (10) | 0.0039 (10) | 0.0030 (10) |
O22 | 0.0158 (13) | 0.0130 (12) | 0.0174 (13) | 0.0028 (10) | 0.0038 (11) | 0.0067 (10) |
O23 | 0.047 (2) | 0.0194 (15) | 0.0225 (15) | 0.0100 (14) | 0.0127 (14) | 0.0021 (12) |
O24 | 0.0270 (16) | 0.0303 (15) | 0.0133 (13) | 0.0140 (13) | 0.0043 (11) | 0.0079 (12) |
C21 | 0.0061 (16) | 0.0170 (18) | 0.0169 (18) | 0.0055 (14) | 0.0041 (14) | 0.0063 (15) |
C22 | 0.0126 (18) | 0.0132 (17) | 0.0149 (18) | 0.0038 (14) | 0.0032 (14) | 0.0010 (14) |
C23 | 0.0150 (19) | 0.0179 (18) | 0.0151 (18) | 0.0057 (15) | 0.0018 (15) | 0.0020 (15) |
C24 | 0.0114 (18) | 0.0214 (19) | 0.0151 (18) | 0.0024 (15) | 0.0036 (14) | 0.0055 (15) |
C25 | 0.031 (2) | 0.044 (3) | 0.015 (2) | 0.016 (2) | 0.0041 (17) | 0.0082 (19) |
O31 | 0.0085 (12) | 0.0184 (13) | 0.0160 (13) | 0.0062 (10) | 0.0003 (10) | 0.0044 (10) |
O32 | 0.0099 (12) | 0.0190 (13) | 0.0141 (12) | 0.0050 (11) | 0.0025 (10) | 0.0005 (10) |
O33 | 0.0196 (16) | 0.060 (2) | 0.0185 (15) | 0.0170 (15) | 0.0019 (12) | 0.0107 (14) |
O34 | 0.0203 (14) | 0.0312 (15) | 0.0127 (13) | 0.0113 (12) | 0.0064 (11) | 0.0052 (11) |
C31 | 0.0108 (17) | 0.0075 (16) | 0.0174 (18) | 0.0031 (14) | 0.0037 (14) | 0.0046 (14) |
C32 | 0.0110 (18) | 0.0132 (17) | 0.0192 (19) | 0.0043 (14) | −0.0002 (14) | 0.0034 (15) |
C33 | 0.0132 (18) | 0.0181 (18) | 0.0174 (19) | 0.0060 (15) | 0.0027 (15) | 0.0045 (15) |
C34 | 0.021 (2) | 0.0196 (19) | 0.0173 (19) | 0.0072 (17) | 0.0068 (16) | 0.0063 (16) |
C35 | 0.030 (2) | 0.042 (3) | 0.016 (2) | 0.013 (2) | 0.0060 (18) | 0.0078 (19) |
O41 | 0.0151 (14) | 0.0255 (14) | 0.0196 (14) | 0.0063 (12) | 0.0010 (11) | 0.0036 (12) |
O42 | 0.0196 (15) | 0.0301 (15) | 0.0197 (14) | 0.0099 (12) | 0.0081 (12) | 0.0022 (12) |
O43 | 0.0174 (16) | 0.056 (2) | 0.0187 (15) | 0.0049 (15) | −0.0004 (12) | 0.0020 (14) |
O44 | 0.0187 (14) | 0.0363 (16) | 0.0160 (14) | 0.0096 (13) | 0.0066 (11) | 0.0055 (12) |
C41 | 0.019 (2) | 0.0130 (18) | 0.020 (2) | 0.0040 (15) | 0.0043 (16) | 0.0035 (15) |
C42 | 0.0131 (19) | 0.023 (2) | 0.021 (2) | 0.0042 (16) | 0.0021 (16) | 0.0009 (16) |
C43 | 0.0144 (19) | 0.023 (2) | 0.0182 (19) | 0.0064 (16) | 0.0029 (15) | 0.0051 (16) |
C44 | 0.023 (2) | 0.023 (2) | 0.0160 (19) | 0.0120 (17) | 0.0053 (16) | 0.0040 (16) |
C45 | 0.029 (2) | 0.038 (2) | 0.016 (2) | 0.013 (2) | 0.0070 (17) | 0.0055 (18) |
Geometric parameters (Å, º) top
Sr1—O11 | 2.499 (2) | O22—C21 | 1.272 (4) |
Sr1—O12i | 2.509 (2) | O23—C24 | 1.219 (4) |
Sr1—O22ii | 2.537 (2) | O24—C24 | 1.348 (4) |
Sr1—O3 | 2.598 (3) | O24—C25 | 1.458 (4) |
Sr1—O32 | 2.601 (2) | C21—C22 | 1.503 (5) |
Sr1—O21 | 2.617 (2) | C22—C23 | 1.338 (4) |
Sr1—O31 | 2.775 (2) | C22—H22 | 0.9300 |
Sr1—O22 | 2.807 (2) | C23—C24 | 1.497 (5) |
Sr2—O4 | 2.569 (3) | C23—H23 | 0.9300 |
Sr2—O32iii | 2.571 (2) | C25—H25A | 0.9599 |
Sr2—O31 | 2.597 (2) | C25—H25B | 0.9599 |
Sr2—O13iv | 2.600 (2) | C25—H25C | 0.9599 |
Sr2—O2 | 2.621 (2) | O31—C31 | 1.264 (4) |
Sr2—O11 | 2.664 (2) | O32—C31 | 1.275 (4) |
Sr2—O1 | 2.671 (2) | O33—C34 | 1.209 (4) |
Sr2—O12 | 2.812 (2) | O34—C34 | 1.341 (4) |
O1—H1A | 0.834 (18) | O34—C35 | 1.465 (4) |
O1—H1B | 0.818 (18) | C31—C32 | 1.498 (5) |
O2—H2A | 0.809 (18) | C32—C33 | 1.337 (5) |
O2—H2B | 0.837 (18) | C32—H32 | 0.9300 |
O3—H3A | 0.810 (18) | C33—C34 | 1.498 (5) |
O3—H3B | 0.792 (18) | C33—H33 | 0.9300 |
O4—H4A | 0.821 (19) | C35—H35A | 0.9599 |
O4—H4B | 0.807 (18) | C35—H35B | 0.9599 |
O11—C11 | 1.264 (4) | C35—H35C | 0.9599 |
O12—C11 | 1.262 (4) | O41—C41 | 1.261 (4) |
O13—C14 | 1.229 (4) | O42—C41 | 1.261 (4) |
O14—C14 | 1.333 (4) | O43—C44 | 1.204 (4) |
O14—C15 | 1.463 (4) | O44—C44 | 1.346 (4) |
C11—C12 | 1.512 (5) | O44—C45 | 1.454 (4) |
C12—C13 | 1.330 (5) | C41—C42 | 1.507 (5) |
C12—H12 | 0.9300 | C42—C43 | 1.325 (5) |
C13—C14 | 1.497 (5) | C42—H42 | 0.9300 |
C13—H13 | 0.9300 | C43—C44 | 1.484 (5) |
C15—H15A | 0.9599 | C43—H43 | 0.9300 |
C15—H15B | 0.9599 | C45—H45A | 0.9599 |
C15—H15C | 0.9599 | C45—H45B | 0.9599 |
O21—C21 | 1.284 (4) | C45—H45C | 0.9599 |
| | | |
H1A—O1—H1B | 96 (4) | O23—C24—C23 | 125.3 (3) |
H2A—O2—H2B | 103 (4) | O24—C24—C23 | 110.6 (3) |
H3A—O3—H3B | 104 (4) | C34—O34—C35 | 114.2 (3) |
H4A—O4—H4B | 109 (4) | O31—C31—O32 | 122.2 (3) |
C14—O14—C15 | 115.5 (3) | O31—C31—C32 | 120.9 (3) |
O12—C11—O11 | 122.1 (3) | O32—C31—C32 | 116.8 (3) |
O12—C11—C12 | 121.3 (3) | C33—C32—C31 | 125.0 (3) |
O11—C11—C12 | 116.6 (3) | C32—C33—C34 | 119.5 (3) |
C13—C12—C11 | 122.1 (3) | O33—C34—O34 | 124.1 (3) |
C12—C13—C14 | 124.3 (3) | O33—C34—C33 | 123.6 (3) |
O13—C14—O14 | 123.7 (3) | O34—C34—C33 | 112.3 (3) |
O13—C14—C13 | 123.0 (3) | C44—O44—C45 | 115.6 (3) |
O14—C14—C13 | 113.3 (3) | O42—C41—O41 | 126.1 (3) |
C24—O24—C25 | 115.0 (3) | O42—C41—C42 | 116.1 (3) |
O22—C21—O21 | 122.0 (3) | O41—C41—C42 | 117.9 (3) |
O22—C21—C22 | 118.1 (3) | C43—C42—C41 | 125.7 (4) |
O21—C21—C22 | 119.9 (3) | C42—C43—C44 | 121.8 (4) |
C23—C22—C21 | 122.1 (3) | O43—C44—O44 | 122.9 (3) |
C22—C23—C24 | 120.9 (3) | O43—C44—C43 | 125.4 (3) |
O23—C24—O24 | 124.1 (3) | O44—C44—C43 | 111.7 (3) |
Symmetry codes: (i) x−1, y, z; (ii) −x+1, −y+2, −z+1; (iii) x+1, y, z; (iv) −x+2, −y+2, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1A···O42v | 0.83 (2) | 1.85 (2) | 2.681 (3) | 174 (4) |
O1—H1B···O21vi | 0.82 (2) | 2.02 (2) | 2.813 (3) | 163 (4) |
O2—H2A···O21vi | 0.809 (18) | 2.017 (19) | 2.822 (3) | 174 (4) |
O2—H2B···O41vi | 0.837 (18) | 1.835 (19) | 2.667 (3) | 173 (4) |
O3—H3A···O1i | 0.810 (18) | 1.98 (2) | 2.775 (4) | 169 (4) |
O3—H3B···O2 | 0.792 (18) | 2.03 (2) | 2.819 (4) | 171 (4) |
O4—H4A···O41vi | 0.821 (19) | 2.05 (3) | 2.788 (4) | 149 (4) |
O4—H4B···O42v | 0.807 (18) | 2.07 (2) | 2.835 (4) | 159 (4) |
Symmetry codes: (i) x−1, y, z; (v) −x+2, −y+1, −z+1; (vi) −x+1, −y+1, −z+1. |
Selected methyl fumarate torsion angles (°) topO11—C11—C12—C13 | -122.1 (4) |
O13—C14—C13—C12 | -167.8 (3) |
C15—O14—C14—C13 | -179.7 (3) |
O21—C21—C22—C23 | 10.8 (5) |
O23—C24—C23—C22 | 10.8 (6) |
C25—O24—C24—C23 | 177.6 (3) |
O31—C31—C32—C33 | -5.7 (5) |
O33—C34—C33—C32 | 7.1 (6) |
C35—O34—C34—C33 | -177.5 (3) |
O41—C41—C42—C43 | 12.5 (5) |
O43—C44—C43—C42 | 9.2 (6) |
C45—O44—C44—C43 | -178.8 (3) |