Accession Number : AD0699016

Title :   CRYSTAL STRUCTURE AND ABSOLUTE CONFIGURATION OF AN ANILIDE HYDROBROMIDE: (+)-N-((2-BENZYLMETHYLAMINO)PROPIONANILIDE HYDROBROMIDE,

Corporate Author : NATIONAL RESEARCH COUNCIL OF CANADA OTTAWA (ONTARIO) DIV OF PURE PHYSICS

Personal Author(s) : Singh,P. ; Ahmed,F. R.

Report Date : 14 OCT 1968

Pagination or Media Count : 10

Abstract : The crystal structure of (+)-N-((2-benzylmethylamino)propyl)propionanilide hydrobromide, C20H27N2OBr, has been determined by the heavy atom method and refined by block-diagonal least-squares to an R index of 0.049 for the 1569 observed reflexions. The unit cell is monoclinic, space group P2(1), with a=9.487, b=12.071, c=9.247 A, beta=107 deg 32 min, Z=2. Ths six atoms of the amide group are slightly nonplanar with a maximum deviation of 0.07 A occurring at N, but the four atoms identified with letters are planar. The s-methyl is well removed from the phenyl rings and is not shielded by either of them. There is strong evidence in support of a hydrogen bond between N(+) and Br(-), which are 3.23 A apart. The absolute configuration of the molecule in this hydrobromide derivative is found to be R in terms of the sequence rule nomenclature, thus confirming the absolute configuration determined chemically for the free base. (Author)

Descriptors :   (*AMIDES, *CRYSTAL STRUCTURE), X RAY DIFFRACTION, STEREOCHEMISTRY, CHEMICAL BONDS, SALTS, CANADA

Subject Categories : Physical Chemistry
      Crystallography

Distribution Statement : APPROVED FOR PUBLIC RELEASE