Crystal structure, spectroscopic studies and conformational analyses of 5-chloro-6-nitro-2-cyclohexylmethylbenzoxazole

Unver H., Arpaci O., Zengin D., Durlu T.

JOURNAL OF MOLECULAR STRUCTURE, vol.609, no.1-3, pp.205-212, 2002 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 609 Issue: 1-3
  • Publication Date: 2002
  • Doi Number: 10.1016/s0022-2860(01)00975-9
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.205-212
  • Keywords: crystal structure, spectroscopy, antibacterial, antifungal, conformation analyses, REVERSE-TRANSCRIPTASE INHIBITORS, 2-PYRIDINONE DERIVATIVES, ANTIMICROBIAL ACTIVITIES, MICROBIOLOGICAL ACTIVITY, BENZIMIDAZOLES, BENZOTHIAZOLES, BENZOXAZOLES, ANALOGS, UK-1, OXAZOLO(4,5-B)PYRIDINES
  • Ankara University Affiliated: No

Abstract

5-Chloro-6-nitro-2-cyclohexylmethylbenzoxazole (1) (C14H15O3N2Cl) has been studied by using an elemental analysis, IR, 5-Chloro-6-nitro-2-cyclohexylmethylbenzoxazole (1) ( H-1 NMR, X-ray analysis and AMI semi-empirical quantum mechanical methods. It crystallizes in the monoclinic space group P2(1)/c with a = 8.6844(1), b = 5.7169(1), c = 28.8156(1) Angstrom, beta = 92.063(1)degrees, V= 1429.70(3) Angstrom(3), Z = 4, D-c 1.369 g cm(-3), mu(Mo K-alpha) = 0.276 mm(-1) and F(000) = 616. The structure was solved by direct methods and refined to R = 0.0542 for 953 reflections [I > 2sigma-(I)]. The title compound is not planar. Minimum energy conformations from AM1 were calculated as a function of theta(1)(O1-C7-C8-C9), theta(2)(N2-C7-C8-C9), theta3(C7-C8-C9-C10) and theta4(C7-C8-C9-C14) varied every 5degrees. The optimized geometry of the crystal structure corresponding to the non-planar conformation is the most stable conformation in all calculations. (C) 2002 Elsevier Science B.V. All rights reserved.