(Last updated May 2026)
Figure . The molecular diagram of (S)-3-Chloromandelic Acid.
| REFCODE | TUYBIA |
|---|---|
| Formula | C8 H7 O3 Cl1 |
| Common Name | S-3-Chloromandelic Acid |
| IUPAC Systematic Name | S-(3-chlorophenyl)(hydroxy)acetic acid |
| Other Names | |
| CSD Refcodes | FIZPEL, FIZPEL01, FIZPEL03, FIZPEL04, TUYBIA, TUYBIA01 |
| Search Identifier | A |
| Scientist | Rebecca Hylton |
| Date | 2015 |
| Publication | Hylton RK, Tizzard GJ, Threlfall TL, Ellis AL, Coles SJ, Seaton CC, Schulze E, Lorenz H, Seidel-Morgenstern A, Stein M, Price SL, Journal of the American Chemical Society 2015, 137, 11095-11104. DOI: Open paper (10.1021/jacs.5b05938) |
| Energy model | 3 |
| Study_ID | 30 |
| Programs | Study_ID=10, DMACRYS (2.0.8beta4) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\3chloromandelicacid\\3ChloromandelicAcid_PCM |
| Potential Description | GDMA2.2(PCMdielectric3(MP2/6-31G(d,p))) + FIT |
| Intramolecular Description | PCMdielectric=3(MP2/6-31G(d,p)) |
| Energy model | 2 |
| Study_ID | 10 |
| Programs | Study_ID=20, CrystalOptimizer, DMACRYS (2.0.8beta3) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\3chloromandelicacid\\3ChloromandelicAcid_co |
| Potential Description | CrystalOptimizer with GDMA2.2(MP2/6-31G(d,p)) + FIT |
| Intramolecular Description | MP2/6-31G(d,p) |
| Energy model | 1 |
| Study_ID | 20 |
| Programs | Flexible CrystalPredictor, limited CrystalOptimizer, DMACRYS (2.0.8beta3) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\3chloromandelicacid\\3ChloromandelicAcid_cp |
| Potential Description | CrystalPredictor / Single step CrystalOptimizer with GDMA2.2(MP2/6-31G(d,p)) + FIT |
| Intramolecular Description | MP2/6-31G(d,p) |
| Search Identifier | B |
| Scientist | Rebecca Hylton |
| Date | 2015 |
| Publication | See Study_ID=30 |
| Energy model | 1 |
| Study_ID | 0 |
| Programs | MOLPAK, DMACRYS (2.0.8beta3) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\3chloromandelicacid\\3ChloromandelicAcid_molpak |
| Potential Description | GDMA2.2(MP2/6-31G(d,p)) + FIT |
| Intramolecular Description | MP2/6-31G(d,p) |
Figure . Crystal energy landscape of 3-Chloromandelic Acid from previous work.
FIZPEL are the racemic structures and TUYBIA the enantiopure.
Table . Crystallographic information for CSD entries for 3-Chloromandelic Acid. Different polymorphs are coloured differently.
| REFCODE | space group | Z’ | a / Å | b / Å | c / Å | α / ° | β / ° | γ / ° | density / g cm-3 | Form |
|---|---|---|---|---|---|---|---|---|---|---|
| FIZPEL | P-1 | 2.0 | 8.571 | 9.23730 | 10.3612 | 91.818 | 90.226 | 93.118 | 1.5138 | triclinic polymorph |
| FIZPEL01 | P21/c | 1.0 | 8.61010 | 10.4552 | 9.3914 | 90.0 | 93.69 | 90.0 | 1.4690 | monoclinic polymorph |
| FIZPEL02 | P21/c | 1.0 | 8.6521 | 8.91950 | 10.7309 | 90.0 | 90.9 | 90.0 | 1.4967 | polymorph 3 |
| FIZPEL03 | P21/c | 1.0 | 8.675 | 8.9404 | 10.7831 | 90.0 | 90.99 | 90.0 | 1.4821 | None |
| FIZPEL04 | P21/c | 2.0 | 16.6605 | 9.1572 | 11.4407 | 90.0 | 109.81 | 90.0 | 1.5094 | None |
| TUYBIA | P21 | 2.0 | 8.316 | 11.855 | 8.4526 | 90.0 | 93.82 | 90.0 | 1.4906 | None |
| TUYBIA01 | P21 | 4.0 | 9.8701 | 5.4344 | 30.6560 | 90.0 | 95.26 | 90.0 | 1.5138 | None |
Although FIZPEL and FIZPEL01 are different polymorphs, they overlay 20 out of 20 molecules in Mercury. FIZPEL01 is higher temperature and higher symmetry.
Table . Experimental information for CSD entries for 3-Chloromandelic Acid.
| REFCODE | space group | R factor | T / K | Year | Comments |
|---|---|---|---|---|---|
| FIZPEL | P-1 | 3.81 | 100 K | 2014 | 10.1021/cg401655h |
| FIZPEL01 | P21/c | 6.76 | 293 K | 2014 | 10.1021/cg401655h |
| FIZPEL02 | P21/c | 5.54 | 100 K | 2014 | 10.1039/C4CE01832J |
| FIZPEL03 | P21/c | 3.280 | 100 K | 2015 | 10.1021/jacs.5b05938 |
| FIZPEL04 | P21/c | 6.850 | 297 K | 2023 | 10.1039/D3CE00226H |
| TUYBIA | P21 | 5.600 | 293 K | 2015 | 10.1021/jacs.5b05938 |
| TUYBIA01 | P21 | 4.34 | 100 K | 2015 | 10.1021/jacs.5b05938 |
Make this table include whether polymorphs are solution-grown, sublimation grown, templated or otherwise. Add references.