research communications\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 82| Part 9| September 2026|
https://doi.org/10.1107/S2056989026007875

Crystal structure of seladelpar, C21H23F3O5S, from synchrotron powder diffraction data and density functional theory

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Jacob K. Salazar,a James A. Kaduk,b,c* Anja Dosen,d Megan Rostd and Thomas N. Blantond

aNorth Central College, Department of Chemistry, 131 S. Loomis St., Naperville IL 60540, USA, bNorth Central College, Department of Physics, 131 S. Loomis St., Naperville IL 60540, USA, cIllinois Institute of Technology, Department of Chemistry, 3101 S. Dearborn St., Chicago IL 60616, USA, and dICDD, 12 Campus Blvd., Newtown Square PA 19073-3273, USA
*Correspondence e-mail: [email protected]

Edited by W. T. A. Harrison, University of Aberdeen, United Kingdom (Received 27 May 2026; accepted 30 July 2026; online 4 August 2026)

The crystal structure of seladelpar, C21H23F3O5S [systematic name 2-(4-{(2R)-2-ethoxy-3-[4-(trifluoromethyl)phenoxy]propylsulfanyl}-2-methylphenoxy)acetic acid], has been solved and refined using synchrotron X-ray powder diffraction data, and optimized using density functional theory techniques. Seladelpar crystallizes in space group P212121 and the mol­ecule adopts a U-shaped conformation. The crystal structure is characterized by layers lying parallel to the ab plane. One classical O—H⋯O hydrogen bond links the carb­oxy­lic acid group and an ether O into chains propagating along the b-axis direction and the chains are consolidated by a weak C—H⋯S hydrogen bond.

CCDC references: 2577790; 2577791

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1. Chemical context

Seladelpar, C21H23F3O5S (marketed as Livdelzi, as the lysine dihydrate salt), is used to treat primary biliary cholangitis, an autoimmune disease of the liver (Shukla & Misra, 2025View full citation). The systematic name (CAS Registry Number 851528-79-5) is 2-[4-[(2R)-2-eth­oxy-3-[4-(tri­fluoro­meth­yl)phen­oxy]prop­yl]sulfanyl-2-methyl­phen­oxy]acetic acid.

[Scheme 1]

This work was carried out as part of a project (Kaduk et al., 2014View full citation) to determine the crystal structures of large-volume commercial pharmaceuticals, and include high-quality powder diffraction data for them in the Powder Diffraction File (Kabekkodu et al., 2024View full citation).

2. Structural commentary

The mol­ecular structure of seladelpar is illustrated in Fig. 1[link]. The root-mean-square difference of the non-H atoms in the Rietveld-refined and VASP-optimized structures, calculated using the Mercury (Macrae et al., 2020View full citation) CSD-Materials/search/crystal packing similarity tool is 0.139 Å (Fig. 2[link]); the structures are essentially identical. The root-mean-square Cartesian displacement of the non-H atoms in the refined and optimized structures, calculated using the Mercury Calculate/mol­ecule overlay tool, is 0.112 Å (Fig. 3[link]). The agreements are within the normal range for correct structures (van de Streek & Neumann, 2014View full citation). Given the normal representation of the mol­ecule in an extended conformation, the bent solid-state conformation with the phenyl rings approximately parallel may be unexpected. The remaining discussion will emphasize the VASP-optimized structure.

[Figure 1]
Figure 1
The mol­ecular structure of seladelpar, based on the Rietveld refinement, with the atom numbering. The atoms are represented by 50% probability spheroids.
[Figure 2]
Figure 2
Comparison of the Rietveld-refined (colored by atom type) and VASP-optimized (pale green) structures of seladelpar, calculated using the Mercury CSD-Materials/Search/Crystal Packing Similarity tool. The root-mean-square Cartesian displacement is 0.139 Å.
[Figure 3]
Figure 3
Comparison of the refined structure of seladelpar (red) to the VASP-optimized structure (blue). The comparison was generated using the Mercury Calculate/Mol­ecule Overlay tool; the r.m.s. difference is 0.112 Å.

Almost all of the bond distances, bond angles, and torsion angles fall within the normal ranges indicated by a Mercury Mogul geometry check (Macrae et al., 2020View full citation). Only the torsion angles involving rotation about the S1—C13 bond are flagged as unusual. They lie in broad valleys of bimodal 0/180° distributions of similar torsion angles, so the conformation of the mol­ecule is slightly unusual, but not unprecedented. The mean plane of the aromatic ring with the tri­fluoro­methyl substituent corresponds approximately with the (1Mathematical equation2) Miller plane, and the mean plane of the other phenyl ring is approximately (11Mathematical equation). The bent shape of the mol­ecule is reflected in the normal S1—C11—C10—C12 (gauche) and O5—C10—C11—S1(trans) torsion angles (Table 1[link]).

Table 1
Selected torsion angles (°)[link]

C13—S1—C11—C10 −89.2 C11—C10—O5—C14 75.6
S1—C11—C10—C12 60.4 C10—O5—C14—C21 162.4
O5—C10—C11—S1 −177.7 C10—C12—O6—C15 −169.8
C17—C13—S1—C11 125.4 O5—C10—C12—O6 −64.9
C18—C13—S1—C11 −58.4 C19—O7—C29—C30 −82.2
C11—C10—C12—O6 58.8    

Quantum chemical geometry optimization of the isolated seladelpar mol­ecule (DFT/B3LYP/6-31G*/water) using Spartan '24 (Wavefunction, 2025View full citation) indicated that the observed conformation is 3.6 kcal mol−1 higher in energy than a local minimum, which has a similar overall shape (r.m.s. difference = 0.56 Å) but differences at the periphery of the mol­ecule. The global minimum-energy conformation (MMFF force field) is 8.3 kcal mol−1 lower in energy, with a similar overall shape (r.m.s. difference = 1.76 Å) but with differences in the orientations of the carb­oxy­lic acid and tri­fluoro­methyl groups. The conformation of seladelpar in the PDB entry 8HUP is very different from that observed here (Fig. 4[link]; r.m.s. difference = 2.80 Å) and 1.4 kcal mol−1 lower in energy. Apparently, the mol­ecule is flexible, and inter­molecular inter­actions are important in determining the observed conformation.

[Figure 4]
Figure 4
Comparison of the mol­ecular structure of seladelpar determined here (orange) with that in PDB entry 8HUP (green). The root-mean-square difference is 2.801 Å.

3. Supra­molecular features

The crystal structure (Fig. 5[link]) is characterized by layers lying parallel to the ab plane. Parallel stacking of rings is apparent when viewed in different directions. The Mercury aromatics analyser indicates two strong (d = 5.09 Å) inter­actions between phenyl rings, three moderate (d = 5.89, 5.89, and 6.32 Å), and some weaker inter­actions (d > 8.7 Å). Analysis of the contributions to the total crystal energy of the structure using the Forcite module of Materials Studio (Dassault Systèmes, 2025View full citation) indicated that the intra­molecular energy is dominated by angle distortion terms, and that bond and torsion terms are also significant. The inter­molecular energy is dominated by van der Waals attractions, which in this force field-based analysis include hydrogen bonds. The hydrogen bonds are better discussed using the results of the DFT calculation.

[Figure 5]
Figure 5
Crystal structure of seladelpar, viewed down the a-axis direction.

There is one classical O—H⋯O hydrogen bond in the structure (Table 2[link]). The energy of this bond (14.7 kcal mol−1) was calculated using the correlation of Rammohan & Kaduk (2018View full citation). This links the carb­oxy­lic acid and the ether O5 atom into chains propagating along the b-axis direction, with graph-set motif (Etter, 1990View full citation; Bernstein et al., 1995View full citation; Motherwell et al., 2000View full citation) C(13). A less-traditional (and from the overlap population, surprisingly strong) C—H⋯S hydrogen bond links an aromatic ring and the S atom, and reinforces the chains along the b-axis.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
O8—H1⋯O5i 1.01 1.72 2.725 175
C23—H16⋯S1ii 1.09 2.72 3.785 166
Symmetry codes: (i) Mathematical equation; (ii) Mathematical equation.

The volume enclosed by the Hirshfeld surface of seladelpar (Fig. 6[link]; Hirshfeld, 1977View full citation; Spackman et al., 2021View full citation) is 546.7 Å3 or 98.6% of 1/4 of the unit cell volume. The packing density is thus typical. The close contacts (red in Fig. 6[link]) involve the hydrogen bonds. The volume per non-hydrogen atom is normal, at 18.5 Å3.

[Figure 6]
Figure 6
The Hirshfeld surface of seladelpar. Inter­molecular contacts longer than the sums of the van der Waals radii are colored blue, and contacts shorter than the sums of the radii are colored red. Contacts approximately equal to the sums of radii are white.

The Bravais–Friedel–Donnay–Harker (Bravais, 1866View full citation; Friedel, 1907View full citation; Donnay & Harker, 1937View full citation) algorithm suggests that we might expect lozenge morphology for seladelpar, with {001} as the major faces. A second-order spherical harmonic model for preferred orientation was included. The texture index was 1.006, indicating that the preferred orientation was negligible in this rotated capillary specimen.

4. Database survey

Powder diffraction data for anhydrous and dihydrate lysine salts of seladelpar are reported in US Patent US 7,709,682 B2 (Abdel-Magid et al., 2010View full citation; Janssen Pharmaceutical). We are unaware of any published powder diffraction data for seladelpar itself. The structures of several proteins complexed with seladelpar, have been determined (Kamata et al., 2023View full citation; PDB entries 8HUN, 8HUO, and 8HUP). A reduced cell search in the Cambridge Structural Database (Groom et al., 2016View full citation), with the chemistry C, H, F, O and S only, yielded no hits.

5. Synthesis and crystallization

Seladelpar is a commercial reagent, purchased from TargetMol (Batch #225397), and was used as-received.

6. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 3[link]. The white powder was packed into a 1.5 mm diameter Kapton capillary, and rotated during the measurement at 50 Hz. The powder pattern was measured at 295 K at beam line 11-BM (Lee et al., 2008View full citation; Wang et al., 2008View full citation; Antao et al., 2008View full citation) of the Advanced Photon Source at Argonne National Laboratory using a wavelength of 0.4687342 Å from 0.5–50° 2θ with a step size of 0.001° and a counting time of 0.1 sec step−1. The high-resolution powder diffraction data were collected using twelve silicon crystal analyzers that allow for high angular resolution, high precision, and accurate peak positions. A mixture of silicon (NIST SRM 640c) and alumina (NIST SRM 676a) standards (ratio Al2O3:Si = 2:1 by weight) was used to calibrate the instrument and refine the monochromatic wavelength used in the experiment.

Table 3
Experimental details

Crystal data
Chemical formula C21H23F3O5S
Mr 444.46
Crystal system, space group Orthorhombic, P212121
Temperature (K) 295
a, b, c (Å) 8.85689 (7), 10.62563 (8), 23.57851 (14)
V (Å3) 2218.98 (2)
Z 4
Radiation type Synchrotron, λ = 0.46873 Å
μ (mm−1) 0.02
Specimen shape, size (mm) Cylinder, 2.0 × 1.5
 
Data collection
Diffractometer 11-BM, APS
Specimen mounting Kapton capillary
Data collection mode Transmission
Scan method Step
2θ values (°) 2θmin = 0.510, 2θmax = 49.995, 2θstep = 0.001
 
Refinement
R factors and goodness of fit Rp = 0.066, Rwp = 0.088, Rexp = 0.027, R(F2) = 0.06486, χ2 = 11.169
No. of parameters 114
No. of restraints 75
(Δ/σ)max 11.051
Computer programs: GSAS-II (Toby & Von Dreele, 2013View full citation).

The pattern was indexed on a primitive ortho­rhom­bic unit cell with a = 8.87586, b = 10.62254, c = 23.54278 Å, V = 2219.7 Å3, and Z = 4 using N-TREOR as incorporated into EXPO2014 (Altomare et al., 2013View full citation). The suggested space group was P212121, which was confirmed by the successful solution and refinement of the structure. This cell does not account for a few weak peaks, so the sample contains at least one crystalline impurity.

The mol­ecular structure of seladelpar was downloaded from PubChem (Kim et al., 2023View full citation) as Conformer3D_COMPOUND_CID_11236126.sdf. It was converted to a *.mol2 file using Mercury (Macrae et al., 2020View full citation), and to a Fenske–Hall Z-matrix using OpenBabel (O'Boyle et al., 2011View full citation). The structure was solved using parallel tempering techniques as implemented in FOX (Favre-Nicolin & Černý, 2002View full citation).

Rietveld refinement was carried out using GSAS-II (Toby & Von Dreele, 2013View full citation). Only the 1.5–19.0° portion of the pattern was included in the refinements (dmin = 1.420 Å). All non-H bond distances and angles were subjected to restraints, based on a Mercury/Mogul Geometry Check (Sykes et al., 2011View full citation; Bruno et al., 2004View full citation). The Mogul average and standard deviation for each qu­antity were used as the restraint parameters. The aromatic rings were restrained to be planar. The restraints contributed 7.3% to the overall χ2. The hydrogen atoms were included in calculated positions, which were recalculated during the refinement using Mercury. The Uiso values of the non-H atoms were grouped by chemical similarity. The Uiso of the H atoms were fixed at 1.2× the Uiso of the heavy atom to which they are attached. The peak profiles were described using the generalized microstrain model (Stephens, 1999View full citation). The background was modeled using a six-term shifted Chebyshev polynomial, with a peak at 6.08° to model the scattering from the Kapton capillary and any amorphous component of the sample.

The final refinement of 114 variables using 17,501 observations and 75 restraints yielded the residuals Rwp = 0.0914 and GOF = 3.34. The largest peak (1.21 Å from F4) and hole (1.95 Å from S1) in the difference-Fourier map are 0.23 (4) and −0.20 (4) e Å−3, respectively. The final Rietveld plot is shown in Fig. 7[link]. The largest features in the normalized error plot are at the impurity peaks and in the shape of the lowest-angle 002 peak.

[Figure 7]
Figure 7
The Rietveld plot for seladelpar. The blue crosses represent the observed data points, and the green line is the calculated pattern. The cyan curve is the normalized error plot, and the red line is the background curve. The blue tick marks indicate the peak positions. The vertical scale has been multiplied by a factor of 20× for 2θ > 9.0°.

The crystal structure of seladelpar was optimized (fixed experimental unit cell) with density functional theory techniques using VASP (Kresse & Furthmüller, 1996View full citation) through the MedeA graphical inter­face (Materials Design, 2024View full citation). The calculation was carried out on 32 cores of a 144-core (768 Gb memory) HPE Superdome Flex 280 Linux server at North Central College. The calculation used the GGA-PBE functional, a plane wave cutoff energy of 400.0 eV, and a k-point spacing of 0.5 Å−1 leading to a 2 × 2 × 1 mesh, and took ∼11.9 h. Single-point density functional theory calculations (fixed experimental cell) and population analysis were carried out using CRYSTAL23 (Erba et al., 2023View full citation). (fixed experimental cell) and population analysis were carried out using CRYSTAL17 (Dovesi et al., 2018View full citation). The basis sets for the H, C, and O atoms in the calculation were those of Gatti et al. (1994View full citation), and those for F and S were from Peintinger et al. (2013View full citation). The calculations were run on a 3.5 GHz PC using 8 k-points and the B3LYP functional, and took ∼3.2 h. The powder pattern has been submitted to ICDD for inclusion in the Powder Diffraction File (PDF).

Supporting information

CCDC references: 2577790; 2577791

Crystal structure: contains datablocks seladelpar, seladelpar_VASP. DOI: https://doi.org/10.1107/S2056989026007875/hb8227sup1.cif

checkCIF report


Computing details top

2-(4-{(2R)-2-Ethoxy-3-[4-(trifluoromethyl)phenoxy]propylsulfanyl}-2-methylphenoxy)acetic acid (seladelpar) top
Crystal data top
C21H23F3O5SZ = 4
Mr = 444.46Dx = 1.330 Mg m−3
Orthorhombic, P212121Synchrotron radiation, λ = 0.46873 Å
a = 8.85689 (7) ŵ = 0.02 mm−1
b = 10.62563 (8) ÅT = 295 K
c = 23.57851 (14) Åcylinder, 2.0 × 1.5 mm
V = 2218.98 (2) Å3
Data collection top
11-BM, APS
diffractometer		Scan method: step
Specimen mounting: Kapton capillary2θmin = 0.510°, 2θmax = 49.995°, 2θstep = 0.001°
Data collection mode: transmission
Refinement top
Least-squares matrix: full114 parameters
Rp = 0.06675 restraints
Rwp = 0.08825 constraints
Rexp = 0.027Weighting scheme based on measured s.u.'s
R(F2) = 0.06486(Δ/σ)max = 11.051
49486 data pointsBackground function: Background function: "chebyschev-1" function with 6 terms: 83.2(15), 38.6(18), 1.6(7), -42.6(15), 20.8(9), 3.7(4), Background peak parameters: pos, int, sig, gam: 6.080(24), 7.1(3)e4, 3.46(12)e4, 0.100,
Profile function: Finger-Cox-Jephcoat function parameters U, V, W, X, Y, SH/L: peak variance(Gauss) = Utan(Th)2+Vtan(Th)+W: peak HW(Lorentz) = X/cos(Th)+Ytan(Th); SH/L = S/L+H/L U, V, W in (centideg)2, X & Y in centideg 1.163, -0.126, 0.063, 0.000, 0.000, 0.002,Preferred orientation correction: Simple spherical harmonic correction Order = 2 Coefficients: 0:0:C(2,0) = -0.1570; 0:0:C(2,2) = 0.0680
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
S1−0.0693 (5)0.8031 (4)0.2987 (2)0.090 (2)*
F20.7564 (9)0.5457 (7)0.0969 (4)0.110 (2)*
F30.7032 (8)0.7385 (6)0.0780 (3)0.110 (2)*
F40.5772 (9)0.5866 (7)0.0556 (3)0.110 (2)*
O50.2116 (8)0.6317 (8)0.4072 (4)0.074 (2)*
O60.3274 (10)0.6649 (8)0.2992 (4)0.074 (2)*
O70.3205 (9)0.9186 (8)0.0999 (3)0.091 (2)*
O80.4964 (8)1.2284 (8)0.0955 (5)0.091 (2)*
O90.2451 (9)1.1752 (7)0.0908 (5)0.091 (2)*
C100.1126 (10)0.6346 (9)0.3592 (4)0.074 (2)*
C110.0640 (11)0.7684 (10)0.3557 (4)0.074 (2)*
C120.1936 (12)0.5916 (10)0.3060 (4)0.074 (2)*
C130.0490 (9)0.8496 (9)0.2404 (3)0.038 (3)*
C140.1323 (11)0.6125 (11)0.4623 (5)0.074 (2)*
C150.4075 (14)0.6504 (12)0.2525 (4)0.110 (2)*
C160.1267 (10)0.8081 (8)0.1427 (3)0.038 (3)*
C170.0330 (9)0.7833 (8)0.1890 (4)0.038 (3)*
C180.1583 (11)0.9472 (8)0.2440 (3)0.038 (3)*
C190.2459 (13)0.8937 (11)0.1496 (3)0.038 (3)*
C200.2492 (11)0.9734 (9)0.1961 (4)0.038 (3)*
C210.2342 (15)0.5533 (13)0.4997 (5)0.074 (2)*
C220.5226 (13)0.7313 (10)0.2432 (4)0.110 (2)*
C230.3515 (14)0.5777 (12)0.2093 (4)0.110 (2)*
C240.5616 (11)0.6439 (11)0.1505 (4)0.110 (2)*
C250.1227 (10)0.7196 (8)0.0935 (4)0.038 (3)*
C260.5977 (12)0.7303 (11)0.1910 (4)0.110 (2)*
C270.4405 (10)0.5645 (11)0.1606 (3)0.110 (2)*
C280.6537 (8)0.6326 (6)0.0973 (3)0.110 (2)*
C290.4303 (10)1.0128 (8)0.0970 (5)0.091 (2)*
C300.3809 (9)1.1448 (7)0.0919 (8)0.091 (2)*
H10.594041.182580.094060.1095*
H20.015090.574620.367020.0882*
H30.164120.826160.349290.0882*
H40.011010.793510.395810.0882*
H50.223320.492530.309880.0882*
H60.120360.604600.269370.0882*
H70.097370.702910.479650.0882*
H80.033460.553130.456070.0882*
H9−0.054050.711390.185310.0453*
H100.171861.000950.282990.0453*
H110.321731.056160.195770.0453*
H120.332920.613000.505550.0882*
H130.269010.463220.481970.0882*
H140.179380.537960.540460.0882*
H150.556780.797040.276220.1322*
H160.241870.531940.212750.1322*
H170.021540.661620.096210.0453*
H180.222260.659500.094490.0453*
H190.121380.773150.054120.0453*
H200.685900.799270.182650.1322*
H210.414110.490620.130160.1322*
H220.498061.005990.135420.1095*
H230.500630.992350.060250.1095*
Geometric parameters (Å, º) top
S1—C111.826 (6)C21—C141.410 (14)
S1—C131.798 (5)C21—H121.089 (13)
F2—F32.149 (9)C21—H131.088 (13)
F2—F41.912 (9)C21—H141.090 (13)
F2—C281.296 (8)C22—C151.352 (6)
F3—F22.149 (9)C22—C261.399 (6)
F3—F42.032 (9)C22—H151.089 (6)
F3—C281.291 (8)C23—C151.371 (7)
F4—F21.912 (9)C23—C271.399 (7)
F4—F32.032 (9)C23—H161.089 (8)
F4—C281.290 (8)C24—C261.362 (5)
O5—C101.431 (7)C24—C271.385 (5)
O5—C141.491 (9)C24—C281.502 (5)
O6—C121.428 (8)C25—C161.494 (6)
O6—C151.319 (6)C25—H171.089 (9)
O7—C191.370 (6)C25—H181.089 (9)
O7—C291.397 (6)C25—H191.089 (10)
O8—C301.357 (7)C26—C221.399 (6)
O8—H10.993 (7)C26—C241.362 (5)
O9—C301.246 (8)C26—H201.089 (7)
C10—O51.431 (7)C27—C231.399 (7)
C10—C111.488 (7)C27—C241.385 (5)
C10—C121.516 (8)C27—H211.090 (7)
C10—H21.089 (9)C28—F21.296 (8)
C11—S11.826 (6)C28—F31.291 (8)
C11—C101.488 (7)C28—F41.290 (8)
C11—H31.089 (11)C28—C241.502 (5)
C11—H41.088 (10)C29—O71.397 (6)
C12—O61.428 (8)C29—C301.474 (7)
C12—C101.516 (8)C29—H221.089 (12)
C12—H51.089 (11)C29—H231.089 (10)
C12—H61.089 (11)C30—O81.357 (7)
C13—S11.798 (5)C30—O91.246 (8)
C13—C171.409 (5)C30—C291.474 (7)
C13—C181.421 (6)H1—O80.993 (7)
C14—O51.491 (9)H2—C101.089 (9)
C14—C211.410 (14)H3—C111.089 (11)
C14—H71.089 (11)H4—C111.088 (10)
C14—H81.089 (11)H5—C121.089 (11)
C15—O61.319 (6)H6—C121.089 (11)
C15—C221.352 (6)H7—C141.089 (11)
C15—C231.371 (7)H8—C141.089 (11)
C16—C171.396 (4)H9—C171.089 (6)
C16—C191.403 (6)H10—C181.089 (7)
C16—C251.494 (6)H11—C201.089 (7)
C17—C131.409 (5)H12—C211.089 (13)
C17—C161.396 (4)H13—C211.088 (13)
C17—H91.089 (6)H14—C211.090 (13)
C18—C131.421 (6)H15—C221.089 (6)
C18—C201.414 (6)H16—C231.089 (8)
C18—H101.089 (7)H17—C251.089 (9)
C19—O71.370 (6)H18—C251.089 (9)
C19—C161.403 (6)H19—C251.089 (10)
C19—C201.387 (6)H20—C261.089 (7)
C20—C181.414 (6)H21—C271.090 (7)
C20—C191.387 (6)H22—C291.089 (12)
C20—H111.089 (7)H23—C291.089 (10)
C11—S1—C13104.0 (4)C16—C19—C20120.2 (4)
C10—O5—C14113.8 (5)C18—C20—C19120.0 (4)
C12—O6—C15118.4 (6)C18—C20—H11120.1 (7)
C19—O7—C29121.1 (6)C19—C20—H11119.9 (7)
C30—O8—H1109.5 (7)C14—C21—H12109.5 (12)
O5—C10—C11104.0 (6)C14—C21—H13109.5 (11)
O5—C10—C12110.9 (7)H12—C21—H13109.5 (11)
C11—C10—C12112.3 (7)C14—C21—H14109.4 (11)
O5—C10—H2109.9 (7)H12—C21—H14109.4 (11)
C11—C10—H2109.8 (9)H13—C21—H14109.5 (12)
C12—C10—H2109.8 (8)C15—C22—C26119.7 (3)
S1—C11—C10114.9 (6)C15—C22—H15120.1 (7)
S1—C11—H3108.1 (6)C26—C22—H15120.1 (7)
C10—C11—H3108.1 (8)C15—C23—C27117.5 (5)
S1—C11—H4108.1 (7)C15—C23—H16121.3 (8)
C10—C11—H4108.1 (8)C27—C23—H16121.2 (7)
H3—C11—H4109.5 (8)C26—C24—C27118.1 (3)
O6—C12—C10108.8 (6)C26—C24—C28120.8 (4)
O6—C12—H5109.6 (10)C27—C24—C28121.1 (4)
C10—C12—H5109.7 (9)C16—C25—H17109.3 (6)
O6—C12—H6109.6 (10)C16—C25—H18109.4 (9)
C10—C12—H6109.7 (8)H17—C25—H18109.5 (8)
H5—C12—H6109.5 (7)C16—C25—H19109.5 (8)
S1—C13—C17117.5 (5)H17—C25—H19109.7 (8)
S1—C13—C18123.5 (6)H18—C25—H19109.5 (7)
C17—C13—C18119.0 (3)C22—C26—C24120.7 (4)
O5—C14—C21107.7 (8)C22—C26—H20119.7 (6)
O5—C14—H7109.9 (11)C24—C26—H20119.7 (7)
C21—C14—H7109.9 (10)C23—C27—C24121.1 (4)
O5—C14—H8109.9 (8)C23—C27—H21119.5 (6)
C21—C14—H8109.9 (12)C24—C27—H21119.4 (6)
H7—C14—H8109.5 (9)F2—C28—F3112.4 (6)
O6—C15—C22117.8 (6)F2—C28—F495.3 (6)
O6—C15—C23119.5 (7)F3—C28—F4103.8 (6)
C22—C15—C23120.7 (4)F2—C28—C24116.4 (6)
C17—C16—C19118.6 (3)F3—C28—C24114.2 (5)
C17—C16—C25118.3 (4)F4—C28—C24112.4 (5)
C19—C16—C25121.1 (4)O7—C29—C30118.6 (7)
C13—C17—C16121.2 (3)O7—C29—H22107.1 (8)
C13—C17—H9119.3 (6)C30—C29—H22107.1 (11)
C16—C17—H9119.4 (6)O7—C29—H23107.1 (8)
C13—C18—C20118.9 (4)C30—C29—H23107.2 (11)
C13—C18—H10120.6 (7)H22—C29—H23109.5 (8)
C20—C18—H10120.5 (8)O8—C30—O9124.0 (6)
O7—C19—C16112.9 (5)O8—C30—C29113.2 (6)
O7—C19—C20123.2 (6)O9—C30—C29122.3 (6)
(seladelpar_VASP) top
Crystal data top
C21H23F3O5Sb = 10.62563 Å
Mr = 444.46c = 23.57851 Å
Orthorhombic, P212121V = 2218.97 Å3
a = 8.85689 ÅZ = 4
Data collection top
h = →l = →
k = →
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzBiso*/Beq
S1−0.062260.810670.29800
F20.774560.547460.09473
F30.716860.744160.07619
F40.569340.591280.04659
O50.217140.620950.40710
O60.328880.667220.29666
O70.314950.922060.09562
O80.503601.227950.08729
O90.257661.179370.08604
C100.117560.641310.35934
C110.069450.779620.35565
C120.196590.592450.30683
C130.057340.845700.23965
C140.141470.619050.46174
C150.403280.651850.24652
C160.125930.804380.14067
C170.041090.777180.18907
C180.161620.944420.24135
C190.232060.903000.14406
C200.249410.972550.19398
C210.245160.557910.50448
C220.524140.734680.23699
C230.366580.560590.20585
C240.567550.638290.14545
C250.111390.729190.08716
C260.605020.727970.18674
C270.449780.553880.15579
C280.654960.630910.09138
C290.436701.008000.09718
C300.388861.145250.08996
H10.605691.186870.09182
H20.015700.582770.36528
H30.167720.841820.35156
H40.007380.805510.39423
H50.228560.493130.31316
H60.118670.598340.27056
H70.113140.715830.47476
H80.035000.566160.45721
H9−0.038520.698720.18759
H100.174931.000720.27971
H110.327791.051280.19648
H120.351530.610410.50867
H130.269130.459730.49293
H140.191020.559290.54627
H150.551080.804740.26919
H160.272450.495800.21180
H170.028720.653250.09216
H180.220910.687980.07532
H190.076610.788640.05126
H200.697910.793220.17921
H210.421950.481660.12463
H220.503810.998220.13638
H230.510650.981990.06162
Torsion angles (º) top
C13—S1—C11—C10−89.2C11—C10—O5—C1475.6
S1—C11—C10—C1260.4C10—O5—C14—C21162.4
O5—C10—C11—S1−177.7C10—C12—O6—C15−169.8
C17—C13—S1—C11125.4O5—C10—C12—O6−64.9
C18—C13—S1—C11−58.4C19—O7—C29—C30−82.2
C11—C10—C12—O658.8
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O8—H1···O5i1.011.722.725175
C23—H16···S1ii1.092.723.785166
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x, y−1/2, −z+1/2.
 

Acknowledgements

Use of the Advanced Photon Source at Argonne National Laboratory was supported by the US Department of Energy, Office of Science, Office of Basic Energy Sciences, under Contract No. DE-AC02–06CH11357. We thank Saul Lapidus for his assistance in the data collection. We also thank the ICDD team – Steve Trimble, and Dave Bohnenberger – for their contribution to research, sample preparation, and in-house XRD data collection and verification.

Funding information

Funding for this research was provided by: International Centre for Diffraction Data (grant No. 09-03).

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Volume 82| Part 9| September 2026|
https://doi.org/10.1107/S2056989026007875
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