#------------------------------------------------------------------------------
#$Date: 2009-11-18 16:56:34 +0200 (Wed, 18 Nov 2009) $
#$Revision: 858 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2200140.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_2200140
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o106
_journal_page_last  o107
_publ_section_title
;
3,17-Dioxo-11-fluoroandrosta-4,6-diene
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_[local]_cod_cif_authors_sg_H-M  'P 21'
loop_
_publ_author_name
  'Uerdingen, Marc'
  'Sch\"urmann, Markus'
  'Preut, Hans'
  'Krause, Norbert'
_chemical_formula_moiety  'C18 H21 F1 O2'
_chemical_formula_sum            'C18 H21 F O2'
_[local]_cod_chemical_formula_sum_orig 'C18 H21 F1 O2'
_chemical_formula_iupac  'C18 H21 F1 O2'
_chemical_formula_weight  288.35
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  9.4058(5)
_cell_length_b  7.7654(4)
_cell_length_c  10.2125(6)
_cell_angle_alpha  90.00
_cell_angle_beta  94.349(3)
_cell_angle_gamma  90.00
_cell_volume  743.77(7)
_cell_formula_units_Z  2
_cell_measurement_temperature  291.0(10)
_exptl_crystal_density_diffrn  1.288
_diffrn_ambient_temperature  291.0(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
  F1  .5391(2)  .2418(4)  .6004(2)  .0947(9) Uani d . 1 . . F
  O1  .0109(4)  .3391(5)  .9978(4)  .1056(11) Uani d . 1 . . O
  O2 1.0462(2)  .4745(4)  .6286(2)  .0814(10) Uani d . 1 . . O
  C1  .3359(3)  .2215(6)  .8491(3)  .0584(10) Uani d . 1 . . C
  H1A  .3892  .2069  .9334  .070 Uiso calc R 1 . . H
  H1B  .3643  .1306  .7914  .070 Uiso calc R 1 . . H
  C2  .1765(3)  .2049(5)  .8670(4)  .0642(11) Uani d . 1 . . C
  H2A  .1245  .1988  .7814  .077 Uiso calc R 1 . . H
  H2B  .1596  .0987  .9133  .077 Uiso calc R 1 . . H
  C3  .1217(4)  .3532(6)  .9420(3)  .0683(12) Uani d . 1 . . C
  C4  .1963(4)  .5148(6)  .9382(3)  .0588(10) Uani d . 1 . . C
  H4A  .1649  .6061  .9874  .071 Uiso calc R 1 . . H
  C5  .3089(3)  .5403(5)  .8671(3)  .0489(9) Uani d . 1 . . C
  C6  .3690(3)  .7099(5)  .8550(3)  .0586(11) Uani d . 1 . . C
  H6A  .3278  .8013  .8971  .070 Uiso calc R 1 . . H
  C7  .4800(4)  .7414(5)  .7867(3)  .0595(10) Uani d . 1 . . C
  H7A  .5108  .8547  .7801  .071 Uiso calc R 1 . . H
  C8  .5585(3)  .6031(5)  .7197(3)  .0489(9) Uani d . 1 . . C
  H8A  .5194  .5973  .6281  .059 Uiso calc R 1 . . H
  C9  .5331(3)  .4285(5)  .7837(3)  .0450(9) Uani d . 1 . . C
  H9A  .5741  .4373  .8746  .054 Uiso calc R 1 . . H
  C10  .3730(3)  .3956(5)  .7914(3)  .0460(9) Uani d . 1 . . C
  H10A  .3286  .3997  .7015  .055 Uiso calc R 1 . . H
  C11  .6114(3)  .2810(5)  .7214(4)  .0603(10) Uani d . 1 . . C
  H11A  .6079  .1798  .7785  .072 Uiso calc R 1 . . H
  C12  .7677(4)  .3185(5)  .6999(4)  .0617(10) Uani d . 1 . . C
  H12A  .8236  .3121  .7835  .074 Uiso calc R 1 . . H
  H12B  .8027  .2306  .6430  .074 Uiso calc R 1 . . H
  C13  .7888(3)  .4934(5)  .6394(3)  .0504(10) Uani d . 1 . . C
  C14  .7183(3)  .6309(5)  .7200(3)  .0496(9) Uani d . 1 . . C
  H14A  .7564  .6139  .8110  .060 Uiso calc R 1 . . H
  C15  .7808(4)  .8016(6)  .6759(4)  .0777(13) Uani d . 1 . . C
  H15A  .7726  .8910  .7413  .093 Uiso calc R 1 . . H
  H15B  .7348  .8398  .5928  .093 Uiso calc R 1 . . H
  C16  .9378(4)  .7524(7)  .6625(4)  .0852(14) Uani d . 1 . . C
  H16A  .9740  .8112  .5882  .102 Uiso calc R 1 . . H
  H16B  .9961  .7840  .7413  .102 Uiso calc R 1 . . H
  C17  .9409(4)  .5606(7)  .6425(3)  .0639(11) Uani d . 1 . . C
  C18  .7380(3)  .4975(7)  .4917(3)  .0828(15) Uani d . 1 . . C
  H18A  .7525  .6107  .4573  .124 Uiso calc R 1 . . H
  H18B  .6385  .4690  .4809  .124 Uiso calc R 1 . . H
  H18C  .7916  .4153  .4452  .124 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
  F1  .0588(12)  .109(2)  .1170(17)  -.0086(14)  .0121(11)  -.0693(17)
  O1  .0908(19)  .102(3)  .132(2)  -.019(2)  .0631(16)  -.009(2)
  O2  .0479(14)  .114(3)  .0829(16)  .0106(17)  .0068(11)  .0023(17)
  C1  .055(2)  .047(3)  .074(2)  -.004(2)  .0058(17)  .000(2)
  C2  .057(2)  .055(3)  .082(2)  -.009(2)  .0128(18)  .008(2)
  C3  .063(2)  .079(4)  .064(2)  .001(3)  .0176(18)  .000(2)
  C4  .059(2)  .055(3)  .063(2)  -.003(2)  .0140(17)  -.0066(19)
  C5  .0477(19)  .050(3)  .0487(18)  .0040(19)  .0004(15)  -.0009(17)
  C6  .066(2)  .042(3)  .070(2)  .006(2)  .0178(19)  -.005(2)
  C7  .064(2)  .034(2)  .082(3)  .004(2)  .0132(19)  .004(2)
  C8  .050(2)  .046(3)  .0508(18)  .0034(19)  .0040(14)  .0039(18)
  C9  .0473(19)  .039(3)  .0487(18)  .0021(17)  .0029(14)  -.0032(16)
  C10  .0440(19)  .042(3)  .0517(18)  .0012(17)  .0055(14)  -.0015(18)
  C11  .049(2)  .048(3)  .084(3)  .0005(19)  .0055(18)  -.011(2)
  C12  .049(2)  .049(3)  .088(3)  .0054(19)  .0082(17)  -.008(2)
  C13  .0407(18)  .061(3)  .0488(18)  .004(2)  .0019(14)  -.0020(19)
  C14  .054(2)  .043(3)  .0530(19)  -.0043(19)  .0057(15)  .0074(18)
  C15  .073(3)  .065(3)  .098(3)  -.004(2)  .019(2)  .017(2)
  C16  .067(3)  .087(4)  .104(3)  -.015(3)  .021(2)  .024(3)
  C17  .053(2)  .087(4)  .051(2)  .004(2)  .0027(16)  .013(2)
  C18  .057(2)  .134(5)  .057(2)  .013(3)  .0026(16)  -.008(3)
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
  F1 C11 . 1.399(4) ?
  O1 C3 . 1.230(4) ?
  O2 C17 . 1.212(4) ?
  C1 C10 . 1.526(5) ?
  C1 C2 . 1.529(4) ?
  C1 H1A .  .9700 ?
  C1 H1B .  .9700 ?
  C2 C3 . 1.496(5) ?
  C2 H2A .  .9700 ?
  C2 H2B .  .9700 ?
  C3 C4 . 1.440(6) ?
  C4 C5 . 1.344(4) ?
  C4 H4A .  .9300 ?
  C5 C6 . 1.442(5) ?
  C5 C10 . 1.515(5) ?
  C6 C7 . 1.321(4) ?
  C6 H6A .  .9300 ?
  C7 C8 . 1.498(5) ?
  C7 H7A .  .9300 ?
  C8 C14 . 1.518(4) ?
  C8 C9 . 1.532(5) ?
  C8 H8A .  .9800 ?
  C9 C11 . 1.526(5) ?
  C9 C10 . 1.535(4) ?
  C9 H9A .  .9800 ?
  C10 H10A .  .9800 ?
  C11 C12 . 1.530(4) ?
  C11 H11A .  .9800 ?
  C12 C13 . 1.512(5) ?
  C12 H12A .  .9700 ?
  C12 H12B .  .9700 ?
  C13 C17 . 1.521(5) ?
  C13 C14 . 1.530(5) ?
  C13 C18 . 1.548(4) ?
  C14 C15 . 1.532(6) ?
  C14 H14A .  .9800 ?
  C15 C16 . 1.541(5) ?
  C15 H15A .  .9700 ?
  C15 H15B .  .9700 ?
  C16 C17 . 1.503(7) ?
  C16 H16A .  .9700 ?
  C16 H16B .  .9700 ?
  C18 H18A .  .9600 ?
  C18 H18B .  .9600 ?
  C18 H18C .  .9600 ?