CCL:G: About optical rotation calculation



Dear CCLers

First it all, thanks to Dr. Borsosy and to Richard J. Wood for their replies.

Unfortunately, I do not have access to Turbomole suite. In my case, the molecule that I am interested carries 4 optical active centres (2 of them are fixed), so Dr. Borosy confirmed what I suspected: algoritms were implemented aiming simple enantiomeric molecules (only one optical active center).

Please, I would like to know if is there some program, free to academics, which should be able to calculate optical rotation for not too small (40 heavy atoms) molecules.

Thank you in advance

Yours

Eduardo



07:00, Andras Borosy andras.borosy_+_givaudan.com wrote:

Dear Eduardo,

My experience is that Gaussian is not a very reliable application in general. I do not know what its OR module is like in particular but I would try the same computation by using Turbomole. It has a decent OR calculation algorithm: Chemical Physics Letters 361 (2002) 321â328.

If the molecule has too many rotatable bonds, these OR calculation algorithms do not work: Current Organic Chemistry, 2010, 14, 1612-1628.

Best wishes,


Dr. AndrÃs PÃter Borosy
Scientific Modelling Expert

Fragrance Research
Givaudan Schweiz AG Â- ÂUeberlandstrasse 138 Â- ÂCH-8600 Â- ÂDÃbendorf Â- ÂSwitzerland
T:+41-44-824 2164 Â- ÂF:+41-44-8242926 Â Â- Âhttp://www.givaudan.com






"Eduardo edulsa^_^ufpr.br" <owner-chemistry[a]ccl.net>
Sent by: owner-chemistry+andras.borosy==givaudan.com[a]ccl.net

28.03.2011 20:18

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CCL:G: About optical rotation calculation








Sent to CCL by: Eduardo [edulsa|a|ufpr.br]
Dear CCLers

I am performing some calculations (g03) aiming the optical rotation
properties. My first test was a s-valinol molecule (CAS 2026-48-4).
After a geometry optimization step (opt=tight), I got a value for
Alpha-D equals to -158.98 deg. The experimental value is + 16.9 deg. I
am get confuse because, unless I was strongly wrong, they are not the
same despite -160 and +20 be complementary angles. So please, could
anyone help me to explain and understand what is happening?

My best wishes

Eduardo

--
Eduardo Lemos de Sa
Associated Professor at Chemistry Department
Universidade Federal do Parana
Dep. Quimica, P. Box 19081, 81531-990 Curitiba PR / Brazil
phone: +55(41)33613300
fax Â: +55(41)33613186



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--
 Eduardo Lemos de Sa
 Associated Professor at Chemistry Department
 Universidade Federal do Parana
 Dep. Quimica, P. Box 19081, 81531-990 Curitiba PR / Brazil
 phone: +55(41)33613300
 fax  : +55(41)33613186