. Author manuscript; available in PMC: 2010 Oct 28.

Published in final edited form as: J Am Chem Soc. 2009 Oct 28;131(42):15160–15169. doi: 10.1021/ja9034768

Table 3.

¹³C chemical shifts of the all-trans retinal SB in Meta II and comparison with the model compound N-all-trans-retinylidene-tert-butylimine in a nonpolar (M_NP) and in a polar solvent (M_P).

Carbon	Meta II (ppm)	SB^A CDCl₃ (ppm)	M_NP CDCl₃ (ppm)	M_P CD₃OH (ppm)	△MII_NP (ppm)	△MII_P (ppm)

5	126.0	129.9	130.4	129.3	−4.3	−3.3
6	139.5	137.4	138.5	138.2	1.0	1.3
7	127.6	127.4	128.5	128.2	−0.8	−0.6
8	139.6	137.3	138.2	138.2	1.5	1.4
9	139.6	138.0	138.6	138.2	1.0	1.4
10	131.4	129.8	130.7	130.5	0.8	1.0
11	127.8	127.8	128.5	128.2	−0.6	−0.4
12	137.9	135.8	136.8	136.1	1.2	1.9
13	148.2	144.4	144.6	146.9	3.7	1.4
14	126.9	129.0	130.2	129.3	−3.2	−2.4
15	163.1	159.7	160.0	161.5	3.2	1.7
16	28.6	28.8	29.7	28.7	−1.0	0.0
17	33.4	28.8	29.7	28.7	3.8	4.8
18	20.9	21.9	22.4	21.2	−1.4	−0.2
19	13.8	12.9	13.5	12.0	0.4	1.9
20	13.7	13.1	13.7	12.2	0.1	1.5

Data from Shriver et al.⁴⁵