Crystal Structures of Tri(o-Tolyl)stibine in Two Crystal Forms

Abstract

The X-ray crystal structure of tri(o-tolyl)stibine has been determined in two different crystal forms namely monoclinic and triclinic. To the best of oui knowledge the work seems to be the first example showing polymorphism in organoantimony compounds. Both the molecules are chiral.

Synthesis and structures of organoantimony compounds containing intramolecular Sb–N interactions

“…The crystal structure of this compound has already been reported in the P2 1 space group [12]. To best of our knowledge, there exist a very few examples in organoantimony compounds showing polymorphism [16]. In the crystal structures of the two polymorphs, three Sb-N intramolecular interactions were observed.…”

Formation of (vinyl-ferrocenyl)stibines involving β-elimination: Hypervalent Sb–N bonding

“…In the same manner the average Sb-C (ferrocenyl) bond distance found in compound 4 is 2.131(6) Å is slightly longer than the Sb-C (ferrocenyl) bond distance observed in stibine (3). In compound 2, geometry around antimony is pyramidal and the average C-Sb-C angle is 96.02(2), which is not very different from the bond angles found in other tertiary stibines [21][22][23][24]. The vinyl group is directed toward the diphenylstibino substituent while remaining parallel with the parent cyclopentadienyl ring, which allows an efficient conjugation that is demonstrated by the angles by C@C bond and the Cp1 planes [À11.51(6)°].…”

First synthesis and structural report on selenophen-2-yl containing pnictogens: Biological activities of tris(selenophen-2-yl)stibine

“…The average Sb-C bond length found in 1 is 2.127 Å , which is slightly shorter than that found in other known tertiary stibines [28][29][30][31], e.g., Ph 3 Sb 2.155; 2.190 in tris(2,6-dimethylphenyl)stibine; 2.158 in tris(2-methylphenyl)stibine. This may be due to the pp-dp* bonding to a greater extent and thus shortening of Sb-C bond length and is similar to (C 4 H 3 S) 3 Sb where C-Sb (av) is 2.129 Å [5].…”

“…In all the cases, assigning individual protonic signal was based on J HH coupling constant values and was confirmed by COSY. 31 P NMR chemical shifts of (3) (d = 21.8) show an upfield shift in comparison to Ph 3 P@O (d = 29.3) which is because of less aromatic and sterically demanding (bulky) character of selenophene ring.…”