(Last updated May 2026)
Figure . The molecular diagram of Caffeine.
| REFCODE | NIWFEE |
|---|---|
| Formula | C8 H10 N4 O2 |
| Common Name | Caffeine |
| IUPAC Systematic Name | 1,3,7-trimethyl-2,6-dioxypurine |
| Other Names | |
| CSD Refcodes | NIWFEE02, NIWFEE05 |
| Search Identifier | A |
| Scientist | Matthew Habgood |
| Date | 2011 |
| Publication | Habgood M 2011. Cryst Growth Des 11, 3600-3608. DOI: Open paper (10.1021/cg2005612) |
| Energy model | 1 |
| Study_ID | 11 |
| Programs | CrystalPredictor, CrystalOptimizer, DMACRYS (2.0.4) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\Caffeine\\Caffeine_disorder |
| Potential Description | DMA + FIT |
| Intramolecular Description | SCF |
| Search Identifier | B |
| Scientist | Nizar Issa |
| Date | pre-2010 |
| Publication | No publication planned |
| Energy model | 2 |
| Study_ID | 10 |
| Programs | Study_ID=20, dmaflex, DMAREL (4.1.1) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\0-EarlySearches\\home\\louise_price.eminerals\\caffeine_dmaflex |
| Potential Description | DMAflex DMA + FIT |
| Intramolecular Description | MP2/6-31G(d,p) |
| Energy model | 1 |
| Study_ID | 20 |
| Programs | Rigid CrystalPredictor, DMAREL (4.1.1) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\0-EarlySearches\\home\\louise_price.eminerals\\caffeine |
| Potential Description | Crystal Predictor |
| Intramolecular Description | MP2/6-31G(d,p) |
| Search Identifier | C |
| Scientist | Louise Price |
| Date | July 2019 |
| Publication | Possible Caffeine-Paracetamol cocrystal paper with Kreso |
| Energy model | 1 |
| Study_ID | 60 |
| Programs | Rigid CrystalPredictor, DFTB3-D3, DMACRYS (2.3.0) |
| Location on S Drive | \\CHEMISTRY_CPOSS\\Caffeine\\Caffeine_DFTB |
| Potential Description | CrystalPredictor, followed by DFTB3-D3 refinement, followed by DMACRYS with GDMA2.2(PBE0/6-31G(d,p)) + FIT |
| Intramolecular Description | PBE0/6-31G(d,p) |
Figure . Crystal energy landscape of Caffeine from previous work. Left: Energy model A1. Right: Energy model C1.
Table . Crystallographic information for CSD entries for Caffeine. Different polymorphs are coloured differently.
| REFCODE | space group | Z’ | a / Å | b / Å | c / Å | α / ° | β / ° | γ / ° | density / g cm-3 | Form |
|---|---|---|---|---|---|---|---|---|---|---|
| NIWFEE02 | R3c | 0.33 | 14.9372 | 14.9372 | 6.89800 | 90.0 | 90.0 | 119.99999 | 4.3546 | alpha polymorph |
| NIWFEE03 | Cc | 5.0 | 43.039 | 15.0675 | 6.95314 | 90.0 | 99.0274 | 90.0 | 1.4482 | beta polymorph |
| NIWFEE04 | R-3c | 0.17 | 14.831 | 14.831 | 6.7648 | 90.0 | 90.0 | 119.99999 | 1.5314 | alpha polymorph |
| NIWFEE05 | C2/c | 2.5 | 42.521 | 14.948 | 6.7923 | 90.0 | 97.825 | 90.0 | 1.2565 | beta polymorph |
| NIWFEE06 | C2/c | 2.5 | 42.6545 | 14.9676 | 6.81980 | 90.0 | 98.358 | 90.0 | 1.2475 | beta polymorph |
The alpha polymorph has whole molecule disorder. Structure matching is not possible for our group.
Table . Experimental information for CSD entries for Caffeine.
| REFCODE | space group | R factor | T / K | Year | Comments |
|---|---|---|---|---|---|
| NIWFEE02 | R3c | 2.25 | at 278 K | 2005 | dynamically orientationally disordered, powder data, 10.1107/S010876810500546X |
| NIWFEE03 | Cc | 4.33 | at 298 K | 2007 | powder data, 10.1002/chem.200600973 |
| NIWFEE04 | R-3c | 5.69 | at 125 K | 2007 | disordered by symmetry, 10.1021/cg070291o |
| NIWFEE05 | C2/c | 5.84 | at 100 K | 2007 | disordered, 10.1021/cg070291o |
| NIWFEE06 | C2/c | 5.41 | 150 K | 2020 | disordered, 10.1016/j.chempr.2020.04.009 |
Make this table include whether polymorphs are solution-grown, sublimation grown, templated or otherwise. Add references.