Synthesis, crystal structure and hydrogen-bonding patterns in (RS)-1-carbamoyl pyrrolidine-2-carboxylic acid Academic Article

journal

  • Journal of Chemical Crystallography

abstract

  • The title compound, N-carbamoyl-DL-proline, C 6H 10N 2O 3, crystallizes in the triclinic P-1 space group with unit cell parameters a = 7.610 (4) ampersand-flag-changeAring;, b = 9.259 (5) ampersand-flag-changeAring;, c = 11.749 (7) ampersand-flag-changeAring;, Α = 110.294 (11)ampersand-flag-changedeg;, B = 101.304 (13)ampersand-flag-changedeg;, ampersand-flag-changegamma; = 91.391 (16)ampersand-flag-changedeg;, with two crystallographically independent molecules in the asymmetric unit. The ureido and carboxyl groups are equatorial and axial to the pyrrolidine rings, respectively. The pyrrolidine rings adopt envelope and twisted conformations in the residue A and B, respectively. The molecules are joined by N-H...O and O-H...O hydrogen bonds into cyclic structures with graph set R 2 2(8), forming infinite chains parallel to the cb plane with graph set C 2 2(14), that are further connected via N-H...O hydrogen bonds into a three-dimensional network.

publication date

  • 2012-4-1

edition

  • 42

keywords

  • Acid
  • Asymmetric Unit
  • Carboxylic Acids
  • Crystal Structure
  • Cyclic Structure
  • Hydrogen Bond
  • Hydrogen Bonding
  • Molecule
  • Proline
  • Pyrrolidine
  • Space Group
  • Triclinic Space Group
  • Unit Cell Parameter
  • carboxyl group
  • carboxylic acids
  • cells
  • crystal structure
  • envelopes
  • hydrogen
  • hydrogen bonds
  • molecules
  • pyrrolidine
  • rings
  • synthesis

International Standard Serial Number (ISSN)

  • 1074-1542

number of pages

  • 6

start page

  • 388

end page

  • 393