data_2200487
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o574
_journal_page_last  o575
_publ_section_title
;
(20S)-Methyl-3-oxochola-1,4,22-trien-24-oate
;
loop_
_publ_author_name
  'Linker, Manuela'
  'Sch\"urmann, Markus'
  'Preut, Hans'
  'Kreiser, Wolfgang'
_chemical_formula_moiety  'C25 H34 O3'
_chemical_formula_sum  'C25 H34 O3'
_chemical_formula_iupac  'C25 H34 O3'
_chemical_formula_weight  382.52
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
_cell_length_a  10.0940(2)
_cell_length_b  13.5844(3)
_cell_length_c  16.1679(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2216.96(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  293.0(10)
_exptl_crystal_density_diffrn  1.146
_diffrn_ambient_temperature  293.0(10)
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  -.3780(3)  .0350(3)  .9852(2)  .1478(13) Uani d . 1 . . O
  O2  .6597(2)  .33181(17)  .91519(13)  .0832(7) Uani d . 1 . . O
  O3  .8506(2)  .26059(16)  .87948(13)  .0860(7) Uani d . 1 . . O
  C1  -.0315(4)  .0102(2)  .96027(17)  .0675(8) Uani d . 1 . . C
  H1  .0447  .0165  .9921  .081 Uiso calc R 1 . . H
  C2  -.1463(4)  .0267(3)  .9966(2)  .0823(10) Uani d . 1 . . C
  H2  -.1480  .0428 1.0525  .099 Uiso calc R 1 . . H
  C3  -.2704(4)  .0204(3)  .9511(3)  .0922(12) Uani d . 1 . . C
  C4  -.2614(3)  -.0032(3)  .8649(2)  .0802(10) Uani d . 1 . . C
  H4  -.3393  -.0063  .8343  .096 Uiso calc R 1 . . H
  C5  -.1465(3)  -.0210(2)  .82625(18)  .0622(8) Uani d . 1 . . C
  C6  -.1397(3)  -.0397(3)  .73515(19)  .0882(11) Uani d . 1 . . C
  H6A  -.1119  -.1072  .7259  .106 Uiso calc R 1 . . H
  H6B  -.2275  -.0321  .7117  .106 Uiso calc R 1 . . H
  C7  -.0485(3)  .0263(3)  .69234(18)  .0720(9) Uani d . 1 . . C
  H7A  -.0891  .0908  .6888  .086 Uiso calc R 1 . . H
  H7B  -.0363  .0024  .6363  .086 Uiso calc R 1 . . H
  C8  .0870(3)  .03722(19)  .73251(15)  .0495(7) Uani d . 1 . . C
  H8  .1349  -.0251  .7262  .059 Uiso calc R 1 . . H
  C9  .0742(3)  .05968(17)  .82519(15)  .0471(6) Uani d . 1 . . C
  H9  .0272  .1226  .8291  .057 Uiso calc R 1 . . H
  C10  -.0151(3)  -.0180(2)  .87078(16)  .0558(7) Uani d . 1 . . C
  C11  .2094(3)  .0760(2)  .86592(16)  .0591(7) Uani d . 1 . . C
  H11A  .2576  .0142  .8666  .071 Uiso calc R 1 . . H
  H11B  .1962  .0964  .9228  .071 Uiso calc R 1 . . H
  C12  .2931(3)  .1541(2)  .82087(15)  .0564(7) Uani d . 1 . . C
  H12A  .2514  .2180  .8271  .068 Uiso calc R 1 . . H
  H12B  .3802  .1574  .8460  .068 Uiso calc R 1 . . H
  C13  .3077(3)  .13053(18)  .72875(14)  .0460(6) Uani d . 1 . . C
  C14  .1683(3)  .11778(18)  .69291(14)  .0478(7) Uani d . 1 . . C
  H14  .1213  .1795  .7042  .057 Uiso calc R 1 . . H
  C15  .1920(3)  .1153(2)  .59950(16)  .0670(8) Uani d . 1 . . C
  H15A  .1140  .1371  .5697  .080 Uiso calc R 1 . . H
  H15B  .2150  .0495  .5813  .080 Uiso calc R 1 . . H
  C16  .3083(3)  .1869(2)  .58619(16)  .0638(8) Uani d . 1 . . C
  H16A  .2785  .2453  .5572  .077 Uiso calc R 1 . . H
  H16B  .3774  .1557  .5537  .077 Uiso calc R 1 . . H
  C17  .3614(3)  .21452(19)  .67315(14)  .0508(7) Uani d . 1 . . C
  H17  .3170  .2754  .6901  .061 Uiso calc R 1 . . H
  C18  .3932(3)  .0375(2)  .71815(18)  .0617(8) Uani d . 1 . . C
  H18A  .4782  .0478  .7434  .092 Uiso calc R 1 . . H
  H18B  .4048  .0240  .6603  .092 Uiso calc R 1 . . H
  H18C  .3500  -.0174  .7441  .092 Uiso calc R 1 . . H
  C19  .0467(3)  -.1221(2)  .8698(2)  .0732(9) Uani d . 1 . . C
  H19A  .1273  -.1219  .9013  .110 Uiso calc R 1 . . H
  H19B  .0656  -.1409  .8138  .110 Uiso calc R 1 . . H
  H19C  -.0144  -.1683  .8936  .110 Uiso calc R 1 . . H
  C20  .5110(3)  .2347(2)  .67331(16)  .0579(7) Uani d . 1 . . C
  H20  .5565  .1736  .6584  .069 Uiso calc R 1 . . H
  C21  .5478(4)  .3133(2)  .60891(19)  .0865(10) Uani d . 1 . . C
  H21A  .5047  .3742  .6225  .130 Uiso calc R 1 . . H
  H21B  .5197  .2920  .5551  .130 Uiso calc R 1 . . H
  H21C  .6421  .3228  .6089  .130 Uiso calc R 1 . . H
  C22  .5610(3)  .26675(19)  .75581(16)  .0556(7) Uani d . 1 . . C
  H22  .5055  .3070  .7869  .067 Uiso calc R 1 . . H
  C23  .6756(3)  .24362(19)  .78871(17)  .0618(8) Uani d . 1 . . C
  H23  .7296  .1996  .7603  .074 Uiso calc R 1 . . H
  C24  .7234(3)  .2829(2)  .86745(18)  .0621(8) Uani d . 1 . . C
  C25  .9105(4)  .2956(3)  .9551(2)  .1067(14) Uani d . 1 . . C
  H25A  .9068  .3662  .9565  .160 Uiso calc R 1 . . H
  H25B 1.0013  .2746  .9573  .160 Uiso calc R 1 . . H
  H25C  .8634  .2693 1.0016  .160 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  .090(2)  .211(3)  .142(3)  .035(2)  .051(2)  .007(2)
  O2  .0802(17)  .0985(16)  .0709(14)  .0082(13)  .0011(13)  -.0184(13)
  O3  .0720(16)  .0994(16)  .0865(15)  .0183(13)  -.0187(13)  -.0262(13)
  C1  .072(2)  .080(2)  .0506(18)  -.0087(18)  .0058(16)  .0079(14)
  C2  .087(3)  .096(2)  .064(2)  -.009(2)  .023(2)  .0050(17)
  C3  .080(3)  .099(3)  .098(3)  .008(2)  .030(2)  .010(2)
  C4  .055(2)  .099(2)  .087(3)  -.0021(18)  .0062(18)  .027(2)
  C5  .055(2)  .0693(17)  .0623(19)  -.0077(16)  -.0010(16)  .0128(15)
  C6  .063(2)  .135(3)  .067(2)  -.035(2)  -.0122(17)  .018(2)
  C7  .061(2)  .102(2)  .0527(17)  -.0136(19)  -.0058(16)  .0042(16)
  C8  .0476(17)  .0571(15)  .0437(15)  .0000(13)  -.0030(12)  -.0024(12)
  C9  .0454(16)  .0508(15)  .0450(14)  -.0002(12)  -.0001(13)  .0017(11)
  C10  .0527(17)  .0647(17)  .0500(16)  -.0030(14)  .0036(13)  .0072(14)
  C11  .0570(18)  .0812(18)  .0392(14)  -.0095(15)  -.0037(14)  .0037(13)
  C12  .0581(17)  .0702(17)  .0407(14)  -.0128(15)  -.0014(14)  -.0027(13)
  C13  .0483(16)  .0516(14)  .0382(13)  .0015(13)  -.0013(13)  -.0008(11)
  C14  .0499(17)  .0557(15)  .0377(14)  .0062(13)  -.0026(13)  .0008(11)
  C15  .066(2)  .092(2)  .0432(15)  -.0110(17)  -.0040(16)  .0071(14)
  C16  .0703(19)  .0759(18)  .0454(16)  -.0047(16)  .0012(16)  .0079(13)
  C17  .0539(17)  .0542(15)  .0443(14)  .0039(14)  .0035(13)  .0017(12)
  C18  .0563(19)  .0620(17)  .0666(18)  .0036(15)  -.0007(15)  .0015(14)
  C19  .081(2)  .0635(18)  .075(2)  -.0005(17)  .0028(19)  .0148(15)
  C20  .0570(18)  .0641(17)  .0526(16)  -.0019(14)  .0084(14)  -.0032(14)
  C21  .084(2)  .107(3)  .0688(19)  -.030(2)  .0133(19)  .0122(18)
  C22  .0536(18)  .0555(16)  .0576(16)  -.0050(15)  .0090(15)  -.0013(13)
  C23  .065(2)  .0567(16)  .0636(17)  .0020(16)  .0039(16)  -.0085(14)
  C24  .066(2)  .0566(17)  .0637(19)  .0024(16)  .0023(17)  -.0024(15)
  C25  .100(3)  .119(3)  .101(3)  .014(3)  -.040(2)  -.039(2)
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 C3 . 1.234(4) ?
  O2 C24 . 1.205(3) ?
  O3 C24 . 1.333(4) ?
  O3 C25 . 1.444(4) ?
  C1 C2 . 1.318(4) ?
  C1 C10 . 1.506(4) ?
  C1 H1 .  .9300 ?
  C2 C3 . 1.455(5) ?
  C2 H2 .  .9300 ?
  C3 C4 . 1.433(5) ?
  C4 C5 . 1.340(4) ?
  C4 H4 .  .9300 ?
  C5 C6 . 1.496(4) ?
  C5 C10 . 1.510(4) ?
  C6 C7 . 1.459(4) ?
  C6 H6A .  .9700 ?
  C6 H6B .  .9700 ?
  C7 C8 . 1.522(4) ?
  C7 H7A .  .9700 ?
  C7 H7B .  .9700 ?
  C8 C14 . 1.510(4) ?
  C8 C9 . 1.535(3) ?
  C8 H8 .  .9800 ?
  C9 C11 . 1.531(4) ?
  C9 C10 . 1.572(4) ?
  C9 H9 .  .9800 ?
  C10 C19 . 1.546(4) ?
  C11 C12 . 1.540(4) ?
  C11 H11A .  .9700 ?
  C11 H11B .  .9700 ?
  C12 C13 . 1.531(3) ?
  C12 H12A .  .9700 ?
  C12 H12B .  .9700 ?
  C13 C14 . 1.532(4) ?
  C13 C18 . 1.540(4) ?
  C13 C17 . 1.550(3) ?
  C14 C15 . 1.529(3) ?
  C14 H14 .  .9800 ?
  C15 C16 . 1.540(4) ?
  C15 H15A .  .9700 ?
  C15 H15B .  .9700 ?
  C16 C17 . 1.551(4) ?
  C16 H16A .  .9700 ?
  C16 H16B .  .9700 ?
  C17 C20 . 1.535(4) ?
  C17 H17 .  .9800 ?
  C18 H18A .  .9600 ?
  C18 H18B .  .9600 ?
  C18 H18C .  .9600 ?
  C19 H19A .  .9600 ?
  C19 H19B .  .9600 ?
  C19 H19C .  .9600 ?
  C20 C22 . 1.491(4) ?
  C20 C21 . 1.536(4) ?
  C20 H20 .  .9800 ?
  C21 H21A .  .9600 ?
  C21 H21B .  .9600 ?
  C21 H21C .  .9600 ?
  C22 C23 . 1.311(4) ?
  C22 H22 .  .9300 ?
  C23 C24 . 1.463(4) ?
  C23 H23 .  .9300 ?
  C25 H25A .  .9600 ?
  C25 H25B .  .9600 ?
  C25 H25C .  .9600 ?