#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010186.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2010186
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1994
_journal_volume 50
_journal_page_first  1734
_journal_page_last  1738
_publ_section_title
;
Two Nitrogen-Containing Analogues of Chorismic Acid
;
loop_
_publ_author_name
  'Mackay, M.F.'
  'McLeish, M.J.'
  'Campbell, M.'
_chemical_formula_moiety  'C13 H23 N1 O5'
_chemical_formula_sum  'C13 H23 N1 O5'
_chemical_formula_weight  273.3
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '-x,-y,-z'
_cell_length_a  6.8430(10)
_cell_length_b  10.2050(10)
_cell_length_c  11.6420(10)
_cell_angle_alpha  94.810(10)
_cell_angle_beta  100.100(10)
_cell_angle_gamma  105.960(10)
_cell_volume  762.0(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  291.0(10)
_exptl_crystal_density_diffrn  1.191
_exptl_crystal_density_meas  1.201(5)
_diffrn_ambient_temperature  291.0(10)
_refine_ls_R_factor_obs  .054
_refine_ls_wR_factor_obs  .075
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
  C1 0.3680(4) 0.7188(2) 0.2063(2)
  C2 0.4667(4) 0.8588(2) 0.1668(2)
  C3 0.3083(4) 0.9366(2) 0.1425(2)
  C4 0.1132(4) 0.8544(2) 0.0519(2)
  C5 0.0174(4) 0.7168(2) 0.0922(2)
  C6 0.1751(4) 0.6353(2) 0.1156(2)
  C1' 0.5302(4) 0.6460(3) 0.2360(2)
  O1' 0.6871(4) 0.6929(3) 0.3094(2)
  O2' 0.4875(3) 0.5266(2) 0.1691(2)
  C2' 0.6265(5) 0.4443(3) 0.1954(4)
  O3 0.4055(3) 1.0649(2) 0.1073(2)
  N4 0.1670(3) 0.8380(2) -0.0634(2)
  C7' 0.0185(4) 0.8009(2) -0.1630(2)
  O7' -0.1670(3) 0.7744(2) -0.16640(10)
  O8' 0.1054(3) 0.7943(2) -0.25700(10)
  C9' -0.0221(4) 0.7599(3) -0.3780(2)
  C10' -0.1440(6) 0.8619(3) -0.4016(3)
  C11' -0.1609(6) 0.6132(3) -0.3962(3)
  C12' 0.1406(6) 0.7761(4) -0.4533(3)
  H2'a 0.5730 0.3501 0.1342
  H2'b 0.7810 0.5011 0.1877
  H2'c 0.6296 0.4200 0.2841
  H10'a -0.2359 0.8351 -0.4903
  H10'b -0.2454 0.8587 -0.3398
  H10'c -0.0380 0.9644 -0.3917
  H11'a -0.2539 0.5881 -0.4846
  H11'b -0.0664 0.5444 -0.3832
  H11'c -0.2615 0.6022 -0.3335
  H12'a 0.0649 0.7533 -0.5453
  H12'b 0.2421 0.8806 -0.4351
  H12'c 0.2307 0.7060 -0.4332
  H1 0.332(5) 0.736(3) 0.280(3)
  H2a 0.522(4) 0.844(3) 0.093(2)
  H2b 0.588(4) 0.913(3) 0.221(2)
  H3 0.261(4) 0.957(3) 0.204(2)
  H4 0.014(4) 0.902(2) 0.054(2)
  H5a -0.029(4) 0.735(3) 0.176(2)
  H5b -0.105(4) 0.666(3) 0.026(2)
  H6a 0.111(4) 0.550(3) 0.142(2)
  H6b 0.226(4) 0.611(3) 0.037(3)
  HO3 0.336(5) 1.127(4) 0.134(3)
  HN4 0.302(6) 0.874(4) -0.072(3)
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  C1 0.059(2) 0.0470(10)
  0.0400(10)
  0.0170(10)
  0.0120(10)
  0.0090(10)
  C2 0.0500(10)
  0.0410(10)
  0.0460(10)
  0.0090(10)
  0.0050(10)
  0.0010(10)
  C3 0.0510(10)
  0.0360(10)
  0.0420(10)
  0.0090(10)
  0.0140(10)
  0.0020(10)
  C4 0.0460(10)
  0.0390(10)
  0.0440(10)
  0.0130(10)
  0.0140(10)
  0.0060(10)
  C5 0.0480(10)
  0.0430(10)
  0.0530(10)
  0.0080(10)
  0.0120(10)
  0.0100(10)
  C6 0.058(2) 0.0350(10)
  0.0560(10)
  0.0100(10)
  0.0110(10)
  0.0100(10)
  C1' 0.069(2) 0.057(2) 0.0450(10)
  0.0220(10)
  0.0120(10)
  0.0140(10)
  O1' 0.109(2) 0.127(2) 0.0740(10)
  0.0680(10)
  -0.0280(10)
  -0.0180(10)
  O2' 0.066(3) 0.0490(10)
  0.1070(10)
  0.0230(10)
  0.0110(10)
  0.0080(10)
  C2' 0.076(2) 0.060(2) 0.152(3) 0.0360(10)
  0.035(2) 0.031(2)
  O3 0.0550(10)
  0.0340(10)
  0.0670(10)
  0.0080(10)
  0.0190(10)
  0.0040(10)
  N4 0.0430(10)
  0.0450(10)
  0.0420(10)
  0.0070(10)
  0.0090(10)
  0.0040(10)
  C7' 0.051(2) 0.0360(10)
  0.0450(10)
  0.0120(10)
  0.0110(10)
  0.0030(10)
  O7' 0.0470(10)
  0.0530(10)
  0.0540(10)
  0.0140(10)
  0.0070(10)
  0.0000(10)
  O8' 0.0570(10)
  0.0760(10)
  0.0390(10)
  0.0170(10)
  0.0100(10)
  0.0000(10)
  C9' 0.072(2) 0.061(2) 0.0380(10)
  0.0250(10)
  0.0070(10)
  0.0010(10)
  C10' 0.113(3) 0.076(2) 0.0560(10)
  0.048(2) 0.0100(10)
  0.0120(10)
  C11' 0.101(2) 0.058(2) 0.0620(10)
  0.0170(10)
  0.0060(10)
  -0.0060(10)
  C12' 0.103(3) 0.108(3) 0.0510(10)
  0.036(2) 0.0270(10)
  0.0060(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  C1 C2 1.548(3) yes
  C1 C6 1.525(3) yes
  C1 C1' 1.505(4) yes
  C2 C3 1.513(4) yes
  C3 C4 1.530(3) yes
  C3 O3 1.425(3) yes
  C4 C5 1.528(3) yes
  C4 N4 1.461(4) yes
  C5 C6 1.536(4) yes
  C1' O1' 1.200(3) yes
  C1' O2' 1.320(3) yes
  O2' C2' 1.444(4) yes
  N4 C7' 1.350(3) yes
  C7' O7' 1.216(3) yes
  C7' O8' 1.339(3) yes
  O8' C9' 1.479(2) yes
  C9' C10' 1.517(5) yes
  C9' C11' 1.511(5) yes
  C9' C12' 1.517(4) yes