1. CoolMolecules: Teaching Molecular Structure with the Cambridge Structural Database Robert M. Hanson, Melanie Casavant, and Michael McGuan St. Olaf College, Northfield, MN http://www.stolaf.edu/people/hansonr Scot Wherland Washington State University http://www.chem.wsu.edu/Faculty/wherland.html 20 th Biennial Conference on Chemical Education Indiana University July 30, 2008

2. Goals of This Presentation Background: “Data-Driven” Chemistry Origin of the CoolMolecules Project Goals of the Project Project Outcomes Future Directions

3. generate dataanalyze data generate hypothesesextrapolate hypotheses Background: “Data-Driven” Chemistry

4. Start with raw data Transform the data into meaningful information Create actual paper 3D model Background: “Data-Driven Chemistry” R. M. Hanson, S. A. Bergman, "Data-Driven Chemistry: Making Molecular Models (Literally) from Electron Diffraction Data”, J. Chem. Educ. 1994, 150

5. St. Olaf College Chemistry 123 Start with hand- held models Develop concepts as needed Background: “Molecular Origami” http://www.stolaf.edu/people/hansonr/mo/acs2001

6. Background: “Molecular Origami” http://www.stolaf.edu/people/hansonr/mo/acs2001/models.htm normal quartz

7. Background: “Molecular Origami” http://www.stolaf.edu/people/hansonr/mo/acs2001/models.htm

8. Background: “Molecular Origami” http://www.stolaf.edu/people/hansonr/mo/acs2001/models.htm

9. Background: “Molecular Origami” http://www.stolaf.edu/depts/chemistry/mo/struc/data/f-xef8a.mol

10. Background: “Molecular Origami” http://www.stolaf.edu/depts/chemistry/mo/struc/data/f-xef8a.pdf

11. Background: “Molecular Origami” http://www.stolaf.edu/people/hansonr/mo 150,000,000:1 hydrodroxyapatite model (New Museum of Contemporary Art, New York, NY)

12. generate data (experimental) analyze data (identify trends) generate hypothesis (explain shapes and trends) extrapolate hypothesis (predict shapes) Background: focus on analysis

13. Molecular Origami + Crystal Structure Database (Bob Hanson) (Scot Wherland) Origin of the Project: BCCE17 = CoolMolecules: A Molecular Structure Explorer http://www.stolaf.edu/depts/chemistry/mo/struc

14. Expand Scot’s database using CSD Include foldable “Molecular Origami” models Create a widely available, easy interface for searching the experimental data Provide strategies for making the database useful in a classroom setting Goals of the CoolMolecules Project

15. CoolMolecules Project Outcomes: the site http://www.stolaf.edu/depts/chemistry/mo/struc

16. 92electron diffraction (includes all known structures < 1950) 11infrared spectroscopy 39 microwave spectroscopy 29 neutron diffraction 3raman spectroscopy 18ultraviolet spectroscopy 774x-ray diffraction (733 from CSD) ---------------------------- 962total structures CoolMolecules Project Outcomes: methods

17. CoolMolecules Project Outcomes: interface http://www.stolaf.edu/depts/chemistry/mo/struc

18. CoolMolecules Project Outcomes: results http://www.stolaf.edu/depts/chemistry/mo/struc

19. CoolMolecules Project Outcomes: options http://www.stolaf.edu/depts/chemistry/mo/struc

20. CoolMolecules Project Outcomes: selection http://www.stolaf.edu/depts/chemistry/mo/struc

21. CoolMolecules Search Results: tabulation

22. http://www.stolaf.edu/depts/chemistry/mo/struc CoolMolecules Search Results: visualization

23. http://www.stolaf.edu/depts/chemistry/mo/struc CoolMolecules Search Results: all to scale

24. http://www.stolaf.edu/depts/chemistry/mo/struc CoolMolecules Search Results: all H atoms are present

25. http://www.stolaf.edu/depts/chemistry/mo/struc CoolMolecules Search Results: Jmol allows easy exploration

26. http://www.stolaf.edu/depts/chemistry/mo/struc CoolMolecules Search Results: just double-click for distances

27. http://www.stolaf.edu/depts/chemistry/mo/struc CoolMolecules Search Results: …or angles

28. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

29. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

30. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

31. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

32. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

33. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

34. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

35. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

36. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

37. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

38. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

39. Just a few of the “cool” structures: http://www.stolaf.edu/depts/chemistry/mo/struc

40. CoolMolecules Project Outcomes: Activities http://www.stolaf.edu/depts/chemistry/mo/struc

41. Page Activity, 2007/2008 intro explore help Topic 1 Topic 2 Topic 10 http://www.stolaf.edu/depts/chemistry/mo/struc

42. Topic 1 – Uncertainty -- 949 hits http://www.stolaf.edu/depts/chemistry/mo/struc

43. Topic 2 – SHAPES -- 576 hits http://www.stolaf.edu/depts/chemistry/mo/struc

44. Topic 10 – VSEPR -- 290 hits http://www.stolaf.edu/depts/chemistry/mo/struc

45. Month-By-Month http://www.stolaf.edu/depts/chemistry/mo/struc

46. Summary: Close to 1000 “cool” molecules Over 700 from the CSD Moderate activity Fun interface – about 33% of sessions involve Jmol http://www.stolaf.edu/depts/chemistry/mo/struc

47. Acknowledgments: Funding for this project was provided by the Howard Hughes Medical Institute and St. Olaf College Many thanks to CCDC for the permission to use CSD data in this public context http://www.stolaf.edu/depts/chemistry/mo/struc