#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202625.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_2202625
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1867
_journal_page_last  o1868
_publ_section_title
;
Conformation of (-)-Membrenone-C
;
loop_
_publ_author_name
  'Sampson, Rebecca A.'
  'Perkins, Michael V.'
  'Taylor, Max R.'
_chemical_name_common  '(-)-Membrenone C'
_chemical_formula_moiety  'C20 H30 O4'
_chemical_formula_sum  'C20 H30 O4'
_chemical_formula_iupac  'C20 H30 O4'
_chemical_formula_weight  334.46
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  p_2ac_2ab
loop_
_symmetry_equiv_pos_as_xyz
  +x,+y,+z
  1/2-x,-y,1/2+z
  1/2+x,1/2-y,-z
  -x,1/2+y,1/2-z
_cell_length_a  9.836(3)
_cell_length_b  13.065(4)
_cell_length_c  14.391(4)
_cell_angle_alpha  90.00000
_cell_angle_beta  90.00000
_cell_angle_gamma  90.00000
_cell_volume  1849.3(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  123(2)
_exptl_crystal_density_diffrn  1.201
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
  C1 .7737(3) .97960(17) .70830(14) .0241(13) Uani ? ? 1.00000 ? ?
  C2 .7805(3) 1.08753(18) .66693(14) .0229(13) Uani ? ? 1.00000 ? ?
  C2' .7483(3) .89901(17) .63256(14) .0226(13) Uani ? ? 1.00000 ? ?
  C3 .7927(2) 1.17478(18) .73629(14) .0248(14) Uani ? ? 1.00000 ? ?
  C3' .6243(3) .91530(17) .57182(13) .0221(13) Uani ? ? 1.00000 ? ?
  C4 .8026(3) 1.2748(2) .68225(15) .0255(14) Uani ? ? 1.00000 ? ?
  C4' .6040(3) .82316(19) .50883(14) .0260(14) Uani ? ? 1.00000 ? ?
  C5 .8773(3) 1.26960(18) .59387(14) .0239(14) Uani ? ? 1.00000 ? ?
  C5' .6524(3) .72541(19) .54290(14) .0252(14) Uani ? ? 1.00000 ? ?
  C6 .9264(2) 1.17911(19) .56446(13) .0244(14) Uani ? ? 1.00000 ? ?
  C6' .7073(3) .71902(19) .62872(15) .0247(14) Uani ? ? 1.00000 ? ?
  C7 .6755(3) 1.1768(2) .80563(15) .0348(16) Uani ? ? 1.00000 ? ?
  C7' .4931(3) .93527(19) .62545(15) .0306(15) Uani ? ? 1.00000 ? ?
  C8 .9024(3) 1.36845(18) .54250(16) .0349(16) Uani ? ? 1.00000 ? ?
  C8' .6251(3) .63131(19) .48516(16) .0360(16) Uani ? ? 1.00000 ? ?
  C9 1.0178(3) 1.16186(19) .48291(15) .0300(15) Uani ? ? 1.00000 ? ?
  C9' .7450(3) .62110(17) .67683(15) .0305(15) Uani ? ? 1.00000 ? ?
  C10 .9428(3) 1.1174(2) .39987(16) .0407(17) Uani ? ? 1.00000 ? ?
  C10' .7649(3) .62845(18) .78042(17) .0388(16) Uani ? ? 1.00000 ? ?
  C11 .8992(3) .95350(18) .76603(15) .0315(15) Uani ? ? 1.00000 ? ?
  O1 .89603(17) 1.08727(12) .60472(9) .0239(9) Uani ? ? 1.00000 ? ?
  O1' .73589(17) .80256(11) .68176(9) .0246(9) Uani ? ? 1.00000 ? ?
  O4 .7559(2) 1.35533(12) .71207(11) .0355(11) Uani ? ? 1.00000 ? ?
  O4' .54170(18) .83307(14) .43506(10) .0369(11) Uani ? ? 1.00000 ? ?
  H2 .69634 1.10126 .63704 .02900 Uiso ? ? 1.00000 ? ?
  H2' .82189 .90175 .58980 .02900 Uiso ? ? 1.00000 ? ?
  H3 .87252 1.16517 .77258 .03200 Uiso ? ? 1.00000 ? ?
  H3' .64284 .97538 .53690 .02800 Uiso ? ? 1.00000 ? ?
  H7a .68755 1.23257 .84726 .05200 Uiso ? ? 1.00000 ? ?
  H7b .67375 1.11461 .83928 .05200 Uiso ? ? 1.00000 ? ?
  H7c .59224 1.18522 .77289 .05200 Uiso ? ? 1.00000 ? ?
  H7'a .42032 .94509 .58291 .04600 Uiso ? ? 1.00000 ? ?
  H7'b .50349 .99545 .66228 .04600 Uiso ? ? 1.00000 ? ?
  H7'c .47368 .87888 .66462 .04600 Uiso ? ? 1.00000 ? ?
  H9a 1.08761 1.11532 .50063 .03700 Uiso ? ? 1.00000 ? ?
  H9b 1.05719 1.22521 .46548 .03700 Uiso ? ? 1.00000 ? ?
  H9'a .82733 .59700 .65037 .03800 Uiso ? ? 1.00000 ? ?
  H9'b .67459 .57270 .66575 .03800 Uiso ? ? 1.00000 ? ?
  H10a 1.00447 1.10793 .34993 .06200 Uiso ? ? 1.00000 ? ?
  H10b .87291 1.16360 .38124 .06200 Uiso ? ? 1.00000 ? ?
  H10c .90333 1.05371 .41639 .06200 Uiso ? ? 1.00000 ? ?
  H10'a .78858 .56316 .80435 .05900 Uiso ? ? 1.00000 ? ?
  H10'b .68328 .65144 .80868 .05900 Uiso ? ? 1.00000 ? ?
  H10'c .83602 .67575 .79330 .05900 Uiso ? ? 1.00000 ? ?
  H1 .69787 .97880 .74954 .03000 Uiso ? ? 1.00000 ? ?
  H11a .89020 .88609 .79014 .04800 Uiso ? ? 1.00000 ? ?
  H11b .90722 1.00071 .81578 .04800 Uiso ? ? 1.00000 ? ?
  H11c .97757 .95717 .72777 .04800 Uiso ? ? 1.00000 ? ?
  H8a .86329 1.36752 .48239 .05300 Uiso ? ? 1.00000 ? ?
  H8b .99815 1.38100 .53693 .05300 Uiso ? ? 1.00000 ? ?
  H8c .86381 1.42533 .57655 .05300 Uiso ? ? 1.00000 ? ?
  H8'a .69304 .57924 .49619 .05200 Uiso ? ? 1.00000 ? ?
  H8'b .62681 .64629 .41960 .05200 Uiso ? ? 1.00000 ? ?
  H8'c .53836 .60220 .49937 .05200 Uiso ? ? 1.00000 ? ?
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 .0325(16) .0227(13) .0170(11) -.0013(12) -.0022(11) .0019(10)
  C2 .0226(15) .0225(13) .0234(12) .0007(12) .0019(11) .0026(10)
  C2' .0284(15) .0186(13) .0209(11) -.0030(12) .0020(11) .0036(10)
  C3 .0300(15) .0244(14) .0200(11) -.0009(12) -.0008(10) -.0015(11)
  C3' .0281(15) .0175(13) .0207(11) -.0034(12) -.0005(11) .0070(10)
  C4 .0250(16) .0250(15) .0265(12) -.0020(12) -.0063(11) .0001(11)
  C4' .0250(15) .0309(15) .0222(12) -.0059(13) .0023(11)  .0000(11)
  C5 .0296(15) .0209(14) .0213(11) -.0014(12) -.0069(11) .0020(10)
  C5' .0274(16) .0235(15) .0247(12) -.0045(12) .0006(11) -.0042(11)
  C6 .0240(14) .0284(15) .0208(12) -.0048(13) -.0037(10) .0024(11)
  C6' .0234(15) .0225(14) .0282(13) -.0031(12) .0045(10) .0005(11)
  C7 .0431(18) .0277(15) .0335(14) .0001(13) .0107(12) -.0012(13)
  C7' .0302(16) .0316(16) .0300(13) .0005(13) -.0028(12) .0034(12)
  C8 .0457(19) .0313(17) .0276(13) -.0063(14) -.0015(13) .0007(11)
  C8' .0419(19) .0326(17) .0335(14) -.0065(14) -.0008(13) -.0094(11)
  C9 .0360(17) .0291(15) .0250(12) -.0074(13) .0046(11) -.0016(11)
  C9' .0342(17) .0225(14) .0347(13) -.0014(13) .0035(13) .0025(11)
  C10 .055(2) .0424(18) .0251(12) -.0006(15) .0001(13) -.0043(12)
  C10' .055(2) .0273(15) .0340(13) .0028(15) -.0055(14) .0092(11)
  C11 .0410(18) .0259(15) .0277(13) -.0002(13) -.0092(13) .0021(11)
  O1 .0302(11) .0203(9) .0213(8) .0006(8) .0043(7) .0018(7)
  O1' .0355(11) .0177(9) .0207(8) -.0001(8) -.0021(7) .0022(6)
  O4 .0465(12) .0196(10) .0402(10) .0049(10) .0059(10) -.0036(8)
  O4' .0452(12) .0415(11) .0239(9) -.0006(10) -.0091(8) -.0004(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  C2 C3 . . 1.520(3) ?
  C2 C1 . . 1.532(3) ?
  C2 O1 . . 1.447(3) ?
  C2 H2 . . .950 ?
  C2' C3' . . 1.516(3) ?
  C2' C1 . . 1.536(3) ?
  C2' O1' . . 1.451(3) ?
  C2' H2' . . .950 ?
  C3 C4 . . 1.524(3) ?
  C3 C7 . . 1.525(3) ?
  C3 H3 . . .952 ?
  C3' C4' . . 1.520(3) ?
  C3' C7' . . 1.527(4) ?
  C3' H3' . . .950 ?
  C4 C5 . . 1.470(3) ?
  C4 O4 . . 1.226(3) ?
  C4' C5' . . 1.448(3) ?
  C4' O4' . . 1.233(3) ?
  C5 C6 . . 1.346(3) ?
  C5 C8 . . 1.508(3) ?
  C5' C6' . . 1.351(3) ?
  C5' C8' . . 1.508(3) ?
  C6 C9 . . 1.495(3) ?
  C6 O1 . . 1.366(3) ?
  C6' C9' . . 1.501(3) ?
  C6' O1' . . 1.361(3) ?
  C7 H7a . . .951 ?
  C7 H7b . . .946 ?
  C7 H7c . . .951 ?
  C7' H7'a . . .951 ?
  C7' H7'b . . .954 ?
  C7' H7'c . . .947 ?
  C8 H8a . . .947 ?
  C8 H8b . . .959 ?
  C8 H8c . . .968 ?
  C8' H8'a . . .967 ?
  C8' H8'b . . .964 ?
  C8' H8'c . . .956 ?
  C9 C10 . . 1.520(3) ?
  C9 H9a . . .952 ?
  C9 H9b . . .948 ?
  C9' C10' . . 1.507(3) ?
  C9' H9'a . . .948 ?
  C9' H9'b . . .952 ?
  C10 H10a . . .948 ?
  C10 H10b . . .954 ?
  C10 H10c . . .948 ?
  C10' H10'a . . .949 ?
  C10' H10'b . . .949 ?
  C10' H10'c . . .952 ?
  C1 C11 . . 1.527(4) ?
  C1 H1 . . .953 ?
  C11 H11a . . .951 ?
  C11 H11b . . .948 ?
  C11 H11c . . .948 ?