#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007130.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_2007130
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  392
_journal_page_last  398
_publ_section_title
;
Synthesis and Absolute Structure Determination of Camphanoate Derivatives
  of Five Bicyclo[3.1.0]hexane Compounds
;
loop_
_publ_author_name
  'Krief, Alain'
  'Ollevier, Thierry'
  'Swinnen, Dominique'
  'Norberg, Bernadette'
  'Baudoux, Guy'
  'Evrard, Guy'
_chemical_formula_moiety  'C25 H36 O6'
_chemical_formula_sum  'C25 H36 O6'
_chemical_formula_weight  432.54
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21'
_symmetry_space_group_name_Hall  'P 2y1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  15.5800(10)
_cell_length_b  12.8890(10)
_cell_length_c  6.23600(10)
_cell_angle_alpha  90.00
_cell_angle_beta  99.051(4)
_cell_angle_gamma  90.00
_cell_volume  1236.63(13)
_cell_formula_units_Z  2
_cell_measurement_temperature  292(2)
_exptl_crystal_density_diffrn  1.162
_diffrn_ambient_temperature  292(2)
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1  .95158(10)  .27904(15)  .6800(3)  .0551(4) Uani d . 1 . . O
  O2 1.05316(15)  .3374(3)  .9424(4)  .1073(10) Uani d . 1 . . O
  O3  .74841(12)  .04657(14)  .8842(3)  .0620(5) Uani d . 1 . . O
  O4  .73707(19)  .00929(19) 1.2270(3)  .0929(8) Uani d . 1 . . O
  O5  .67627(12)  -.18043(14) 1.1223(3)  .0625(5) Uani d . 1 . . O
  O6  .5944(2)  -.3205(2) 1.1487(4)  .1147(11) Uani d . 1 . . O
  C1  .80165(13)  .2988(2)  .7085(4)  .0502(6) Uani d . 1 . . C
  H1  .7963  .3177  .5547  .060 Uiso calc R 1 . . H
  C2  .89001(14)  .26700(19)  .8283(4)  .0463(5) Uani d . 1 . . C
  H2  .9064  .3113  .9559  .056 Uiso calc R 1 . . H
  C3  .88152(15)  .1523(2)  .8999(4)  .0528(5) Uani d . 1 . . C
  C4  .78490(16)  .1488(2)  .9357(4)  .0522(6) Uani d . 1 . . C
  H4  .7802  .1674 1.0858  .063 Uiso calc R 1 . . H
  C5  .73523(15)  .2258(2)  .7787(4)  .0539(6) Uani d . 1 . . C
  H5  .6886  .1996  .6681  .065 Uiso calc R 1 . . H
  C6  .73458(16)  .3399(2)  .8396(4)  .0574(6) Uani d . 1 . . C
  C7  .9434(2)  .1267(3) 1.1076(6)  .0852(10) Uani d . 1 . . C
  H7A  .9336  .1740 1.2203  .128 Uiso calc R 1 . . H
  H7B 1.0023  .1331 1.0819  .128 Uiso calc R 1 . . H
  H7C  .9332  .0570 1.1514  .128 Uiso calc R 1 . . H
  C8  .8947(2)  .0791(2)  .7157(6)  .0739(8) Uani d . 1 . . C
  H8A  .8547  .0967  .5876  .111 Uiso calc R 1 . . H
  H8B  .8846  .0089  .7570  .111 Uiso calc R 1 . . H
  H8C  .9532  .0855  .6866  .111 Uiso calc R 1 . . H
  C9 1.03040(16)  .3168(2)  .7544(5)  .0626(7) Uani d . 1 . . C
  C10 1.08347(18)  .3294(3)  .5794(6)  .0799(9) Uani d . 1 . . C
  H10A 1.0506  .3070  .4441  .120 Uiso calc R 1 . . H
  H10B 1.1353  .2884  .6119  .120 Uiso calc R 1 . . H
  H10C 1.0989  .4011  .5686  .120 Uiso calc R 1 . . H
  C11  .72595(16)  -.0128(2) 1.0395(4)  .0518(5) Uani d . 1 . . C
  C12  .68689(14)  -.11209(19)  .9431(3)  .0469(5) Uani d . 1 . . C
  C13  .73789(17)  -.1729(3)  .7963(5)  .0662(7) Uani d . 1 . . C
  H13A  .7895  -.2043  .8780  .079 Uiso calc R 1 . . H
  H13B  .7545  -.1294  .6826  .079 Uiso calc R 1 . . H
  C14  .6704(2)  -.2560(2)  .7027(5)  .0689(7) Uani d . 1 . . C
  H14A  .6905  -.3251  .7464  .083 Uiso calc R 1 . . H
  H14B  .6586  -.2526  .5454  .083 Uiso calc R 1 . . H
  C15  .58822(18)  -.2270(2)  .8028(4)  .0571(6) Uani d . 1 . . C
  C16  .6152(2)  -.2515(2) 1.0394(5)  .0696(8) Uani d . 1 . . C
  C17  .5052(2)  -.2792(3)  .6980(6)  .0864(10) Uani d . 1 . . C
  H17A  .4927  -.2596  .5478  .130 Uiso calc R 1 . . H
  H17B  .4582  -.2579  .7707  .130 Uiso calc R 1 . . H
  H17C  .5120  -.3531  .7090  .130 Uiso calc R 1 . . H
  C18  .59363(14)  -.10658(18)  .8120(4)  .0459(5) Uani d . 1 . . C
  C19  .58603(19)  -.0555(2)  .5905(4)  .0635(7) Uani d . 1 . . C
  H19A  .6270  -.0865  .5098  .095 Uiso calc R 1 . . H
  H19B  .5980  .0173  .6082  .095 Uiso calc R 1 . . H
  H19C  .5282  -.0650  .5133  .095 Uiso calc R 1 . . H
  C20  .52891(19)  -.0578(3)  .9426(6)  .0762(8) Uani d . 1 . . C
  H20A  .5339  -.0909 1.0819  .114 Uiso calc R 1 . . H
  H20B  .4709  -.0668  .8660  .114 Uiso calc R 1 . . H
  H20C  .5412  .0149  .9619  .114 Uiso calc R 1 . . H
  C21  .66149(19)  .4020(3)  .7051(6)  .0828(10) Uani d . 1 . . C
  H21A  .6649  .4731  .7516  .124 Uiso calc R 1 . . H
  H21B  .6063  .3736  .7251  .124 Uiso calc R 1 . . H
  H21C  .6674  .3984  .5544  .124 Uiso calc R 1 . . H
  C22  .76066(18)  .3760(2) 1.0678(5)  .0621(6) Uani d . 1 . . C
  H22A  .8019  .3269 1.1438  .075 Uiso calc R 1 . . H
  H22B  .7098  .3764 1.1397  .075 Uiso calc R 1 . . H
  C23  .8018(2)  .4850(3) 1.0857(5)  .0760(8) Uani d . 1 . . C
  H23A  .8468  .4880  .9945  .091 Uiso calc R 1 . . H
  H23B  .7577  .5357 1.0312  .091 Uiso calc R 1 . . H
  C24  .8400(5)  .5131(4) 1.3094(8)  .133(2) Uani d . 1 . . C
  H24  .8870  .4702 1.3580  .160 Uiso calc R 1 . . H
  C25  .8302(6)  .5703(6) 1.4402(10)  .172(3) Uani d . 1 . . C
  H25A  .7854  .6185 1.4152  .206 Uiso calc R 1 . . H
  H25B  .8669  .5692 1.5730  .206 Uiso calc R 1 . . H
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
  O1  .0466(8)  .0661(10)  .0544(9)  -.0153(8)  .0137(7)  -.0038(8)
  O2  .0699(12)  .162(3)  .0883(17)  -.0439(16)  .0059(12)  -.0199(19)
  O3  .0840(12)  .0598(11)  .0441(9)  -.0308(9)  .0162(8)  -.0049(8)
  O4  .146(2)  .0904(15)  .0444(10)  -.0605(15)  .0206(12)  -.0115(10)
  O5  .0829(11)  .0574(10)  .0428(8)  -.0189(9)  -.0036(8)  .0094(8)
  O6  .182(3)  .0863(17)  .0676(14)  -.0656(19)  -.0051(16)  .0247(13)
  C1  .0451(11)  .0619(15)  .0431(11)  -.0088(10)  .0051(9)  .0050(10)
  C2  .0457(10)  .0530(13)  .0402(10)  -.0079(9)  .0069(8)  .0011(10)
  C3  .0544(12)  .0542(13)  .0492(12)  -.0090(11)  .0069(10)  .0060(11)
  C4  .0613(13)  .0546(13)  .0413(11)  -.0195(11)  .0098(10)  -.0053(10)
  C5  .0473(12)  .0659(15)  .0487(12)  -.0159(11)  .0082(10)  -.0014(12)
  C6  .0508(12)  .0657(16)  .0570(14)  -.0026(11)  .0123(10)  .0030(13)
  C7  .0756(18)  .091(2)  .079(2)  -.0133(17)  -.0166(16)  .0332(18)
  C8  .0795(18)  .0610(17)  .088(2)  -.0084(14)  .0323(16)  -.0087(15)
  C9  .0512(12)  .0582(14)  .0780(18)  -.0081(11)  .0090(12)  -.0007(14)
  C10  .0600(15)  .081(2)  .104(2)  -.0149(14)  .0300(16)  .0071(19)
  C11  .0600(13)  .0563(14)  .0398(11)  -.0168(11)  .0095(9)  -.0021(10)
  C12  .0522(11)  .0497(12)  .0378(10)  -.0082(10)  .0038(9)  .0025(10)
  C13  .0589(14)  .0718(17)  .0666(16)  .0080(13)  .0065(12)  -.0128(15)
  C14  .0866(19)  .0524(14)  .0637(16)  .0046(13)  -.0004(14)  -.0115(13)
  C15  .0719(15)  .0497(12)  .0461(12)  -.0158(12)  -.0019(11)  .0024(11)
  C16  .0887(19)  .0596(17)  .0564(15)  -.0269(14)  -.0014(14)  .0090(13)
  C17  .097(2)  .078(2)  .077(2)  -.0405(19)  -.0088(17)  .0001(18)
  C18  .0481(11)  .0474(12)  .0415(11)  -.0078(10)  .0049(9)  .0001(9)
  C19  .0727(16)  .0650(16)  .0474(13)  -.0080(13)  -.0071(11)  .0131(12)
  C20  .0637(16)  .087(2)  .082(2)  -.0029(15)  .0237(15)  -.0122(18)
  C21  .0580(15)  .096(2)  .094(2)  .0097(16)  .0117(15)  .009(2)
  C22  .0642(14)  .0656(15)  .0607(15)  -.0061(12)  .0229(12)  -.0025(13)
  C23  .098(2)  .0588(16)  .0724(18)  -.0039(16)  .0185(16)  .0003(15)
  C24  .232(6)  .082(3)  .089(3)  -.071(3)  .034(3)  -.012(2)
  C25  .269(8)  .148(5)  .106(4)  -.101(6)  .053(5)  -.033(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1 C9 . 1.335(3) ?
  O1 C2 . 1.442(3) ?
  O2 C9 . 1.200(4) ?
  O3 C11 . 1.323(3) ?
  O3 C4 . 1.451(3) ?
  O4 C11 . 1.189(3) ?
  O5 C16 . 1.363(3) ?
  O5 C12 . 1.453(3) ?
  O6 C16 . 1.196(3) ?
  C1 C5 . 1.514(3) ?
  C1 C2 . 1.516(3) ?
  C1 C6 . 1.519(3) ?
  C1 H1 .  .9800 ?
  C2 C3 . 1.556(3) ?
  C2 H2 .  .9800 ?
  C3 C7 . 1.524(4) ?
  C3 C8 . 1.525(4) ?
  C3 C4 . 1.557(3) ?
  C4 C5 . 1.518(4) ?
  C4 H4 .  .9800 ?
  C5 C6 . 1.519(4) ?
  C5 H5 .  .9800 ?
  C6 C22 . 1.492(4) ?
  C6 C21 . 1.530(4) ?
  C7 H7A .  .9600 ?
  C7 H7B .  .9600 ?
  C7 H7C .  .9600 ?
  C8 H8A .  .9600 ?
  C8 H8B .  .9600 ?
  C8 H8C .  .9600 ?
  C9 C10 . 1.478(4) ?
  C10 H10A .  .9600 ?
  C10 H10B .  .9600 ?
  C10 H10C .  .9600 ?
  C11 C12 . 1.502(3) ?
  C12 C13 . 1.521(4) ?
  C12 C18 . 1.553(3) ?
  C13 C14 . 1.549(4) ?
  C13 H13A .  .9700 ?
  C13 H13B .  .9700 ?
  C14 C15 . 1.555(4) ?
  C14 H14A .  .9700 ?
  C14 H14B .  .9700 ?
  C15 C16 . 1.503(4) ?
  C15 C17 . 1.512(4) ?
  C15 C18 . 1.555(3) ?
  C17 H17A .  .9600 ?
  C17 H17B .  .9600 ?
  C17 H17C .  .9600 ?
  C18 C19 . 1.518(3) ?
  C18 C20 . 1.527(4) ?
  C19 H19A .  .9600 ?
  C19 H19B .  .9600 ?
  C19 H19C .  .9600 ?
  C20 H20A .  .9600 ?
  C20 H20B .  .9600 ?
  C20 H20C .  .9600 ?
  C21 H21A .  .9600 ?
  C21 H21B .  .9600 ?
  C21 H21C .  .9600 ?
  C22 C23 . 1.541(4) ?
  C22 H22A .  .9700 ?
  C22 H22B .  .9700 ?
  C23 C24 . 1.473(6) ?
  C23 H23A .  .9700 ?
  C23 H23B .  .9700 ?
  C24 C25 . 1.127(7) ?
  C24 H24 .  .9300 ?
  C25 H25A .  .9300 ?
  C25 H25B .  .9300 ?