(Last updated 22 February 2023)
Figure . The molecular diagram of Oxcarbazepine.
| REFCODE | CANDUR |
|---|---|
| Formula | C15 H12 N2 O2 |
| Common Name | oxcarbazepine |
| IUPAC Systematic Name | 10-oxo-10,11-dihydro-5H-dibenzo(b,f)azepine-5-carboxamide |
| Other Names | |
| CSD Refcodes | CANDUR01, CANDUR02, CANDUR03 |
| Search Identifier | A |
| Scientist | Rui Guo |
| Date | 2017 |
| Publication | Polyzois, H.; Guo, R.; Srirambhatla, V. K.; Warzecha, M.; Prasad, E.; Turner, A.; Halbert, G. W.; Keating, P.; Price, S. L.; Florence, A. J. Crystal Structure and Twisted Aggregates of Oxcarbazepine Form III. Crystal Growth & Design 2022. DOI 10.1021/acs.cgd.2c00152. |
| Energy model | 1 |
| Study_ID | 10 |
| Programs | flexible CrystalPredictor (2.1.01), CrystalOptimizer (2.2), DMACRYS (2.2.0.1) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\CarbamazepineSeries\\Oxcarbazepine_CO |
| Potential Description | CrystalOptimizer with GDMA2.2(PBE1PBE/6-31G(d,p)) + FIT |
| Energy model | 2 |
| Study_ID | 30 |
| Programs | Study_ID=10, DMACRYS (2.2.0.1) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\CarbamazepineSeries\\Oxcarbazepine_PCM |
| Potential Description | GDMA2.2(PCMdielectric3(PBE1PBE/6-31G(d,p))) + FIT |
Figure . (Top) crystal energy landscape of Oxcarbazepine from Study_ID=10. (Bottom left) crystal energy landscape of Oxcarbazepine from Study_ID=30. (Bottom right) relative energies by method of key structures.
Table . Crystallographic information for CSD entries for Oxcarbazepine. Different polymorphs are coloured differently.
| REFCODE | space group | Z’ | a / Å | b / Å | c / Å | α / ° | β / ° | γ / ° | density / g cm-3 | Form |
|---|---|---|---|---|---|---|---|---|---|---|
| CANDUR | P21/c | 1 | 5.276 | 9.307 | 24.841 | 90 | 95.64 | 90 | 1.38 | I |
| CANDUR01 | P21/c | 1 | 5.20194 | 9.2638 | 24.7989 | 90 | 95.234 | 90 | 1.408 | I |
| CANDUR02 | P21 | 1 | 5.1606 | 9.4057 | 12.5984 | 90 | 92.72 | 90 | 1.372 | II |
| CANDUR03 | R-3 | 1 | 35.975 | 35.975 | 5.291 | 90 | 90 | 120 | 1.271 | III |
Table . Experimental information for CSD entries for Oxcarbazepine.
| REFCODE | space group | R factor | T / K | Year | Comments |
|---|---|---|---|---|---|
| CANDUR | P21/c | 3.73 | 294 | 2005 | Dissolved in a 1:1 mixture of boiling distilled water and methanol and the solution allowed to stand for slow evaporation. Crystals grew in 14 days.1 |
| CANDUR01 | P21/c | 4.04 | 95 | 2010 | Directly from the bottle, or evaporation of methanol solution.2 |
| CANDUR02 | P21 | 12.8 | 95 | 2010 | Dissolved in toluene, heated to 115°C, cooled to RT or placed in an ice bath2 |
| A different Form III | Evaporation of methanol solutions (5 mg/mL) in the presence of ethylene/vinyl acetate copolymers or high-density polyethylene at room temperature.2 | ||||
| CANDUR03 | R-3 | 3.4 | 293 | 2022 | From the vapour phase (all substrates – Au, Ag and Cu foils; Ag-coated glass) or solution (binary solvent mixtures of ethanol and toluene). Determination from powder diffraction.3 |
Form I (CANDUR01) is isostructural with dihydrocarbamazepine form I.
1. A. Hempel, N. Camerman, A. Camerman and D. Mastropaolo, Acta Crystallographica Section E, 2005, 61, o1313-o1315.
2. K. M. Lutker and A. J. Matzger, Journal of Pharmaceutical Sciences, 2010, 99, 794-803.
3. H. Polyzois, R. Guo, V. K. Srirambhatla, M. Warzecha, E. Prasad, A. Turner, G. W. Halbert, P. Keating, S. L. Price and A. J. Florence, Crystal Growth & Design, 2022.