#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/90/2009019.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_2009019
loop_
_publ_author_name
'Thompson, Hugh W.'
'Lalancette*, Roger A.'
'Brunskill, Andrew P. J.'
_publ_section_title
;
(+)-3-Oxoandrosta-1,4-diene-17\b-carboxylic acid: catemeric hydrogen
bonding in a steroidal keto acid
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1680
_journal_page_last               1682
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C20 H26 O3'
_chemical_formula_sum            'C20 H26 O3'
_chemical_formula_weight         314.41
_chemical_melting_point          554
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 91.900(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.5970(10)
_cell_length_b                   11.4680(10)
_cell_length_c                   11.1030(10)
_cell_measurement_temperature    293(2)
_cell_volume                     839.5(2)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.244
_[local]_cod_cif_authors_sg_H-M  'P 21'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2009019
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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 .4354(4) .1191(2) .4815(2) .0673(8) Uani d . 1 . . O
O2 1.0614(4) .3346(2) 1.4355(2) .0632(7) Uani d . 1 . . O
O3 1.0814(4) .1541(2) 1.3646(2) .0644(7) Uani d . 1 . . O
C1 .8455(5) .1613(3) .6896(2) .0433(8) Uani d . 1 . . C
C2 .7309(5) .1119(3) .6032(2) .0444(9) Uani d . 1 . . C
C3 .5427(5) .1658(3) .5615(3) .0446(8) Uani d . 1 . . C
C4 .4899(5) .2757(3) .6159(2) .0422(8) Uani d . 1 . . C
C5 .6023(4) .3253(3) .7044(2) .0367(8) Uani d . 1 . . C
C6 .5382(5) .4356(3) .7655(3) .0467(9) Uani d . 1 . . C
C7 .5232(5) .4157(3) .9007(3) .0452(8) Uani d . 1 . . C
C8 .7143(4) .3623(3) .9577(2) .0340(7) Uani d . 1 . . C
C9 .7730(5) .2494(3) .8913(2) .0344(7) Uani d . 1 . . C
C10 .7977(4) .2721(3) .7524(2) .0358(7) Uani d . 1 . . C
C11 .9525(5) .1863(3) .9510(2) .0418(8) Uani d . 1 . . C
C12 .9280(5) .1664(3) 1.0866(2) .0414(8) Uani d . 1 . . C
C13 .8854(4) .2806(2) 1.1504(2) .0330(7) Uani d . 1 . . C
C14 .6933(4) .3350(3) 1.0911(2) .0355(7) Uani d . 1 . . C
C15 .6365(5) .4329(3) 1.1782(2) .0433(8) Uani d . 1 . . C
C16 .6869(5) .3806(3) 1.3036(3) .0566(10) Uani d . 1 . . C
C17 .8173(5) .2710(3) 1.2831(3) .0422(8) Uani d . 1 . . C
C18 1.0719(4) .3603(3) 1.1463(3) .0401(8) Uani d . 1 . . C
C19 .9754(5) .3564(3) .7305(3) .0482(8) Uani d . 1 . . C
C20 .9957(5) .2589(3) 1.3703(3) .0469(9) Uani d . 1 . . C
H3 1.1805 .1515 1.4111 .074(13) Uiso calc R 1 . . H
H1A .9654 .1236 .7126 .039(5) Uiso calc R 1 . . H
H2A .7718 .0420 .5692 .039(5) Uiso calc R 1 . . H
H4A .3727 .3136 .5881 .039(5) Uiso calc R 1 . . H
H6A .4077 .4606 .7320 .052(3) Uiso calc R 1 . . H
H6B .6361 .4968 .7511 .052(3) Uiso calc R 1 . . H
H7A .4968 .4896 .9396 .052(3) Uiso calc R 1 . . H
H7B .4093 .3645 .9148 .052(3) Uiso calc R 1 . . H
H8A .8252 .4184 .9501 .025(3) Uiso calc R 1 . . H
H9A .6568 .1967 .8974 .025(3) Uiso calc R 1 . . H
H11A 1.0745 .2315 .9393 .052(3) Uiso calc R 1 . . H
H11B .9693 .1115 .9118 .052(3) Uiso calc R 1 . . H
H12A .8172 .1125 1.0986 .052(3) Uiso calc R 1 . . H
H12B 1.0510 .1318 1.1210 .052(3) Uiso calc R 1 . . H
H14A .5864 .2760 1.0957 .025(3) Uiso calc R 1 . . H
H15A .4936 .4522 1.1693 .052(3) Uiso calc R 1 . . H
H15B .7161 .5025 1.1646 .052(3) Uiso calc R 1 . . H
H16A .5633 .3598 1.3434 .052(3) Uiso calc R 1 . . H
H16B .7613 .4365 1.3535 .052(3) Uiso calc R 1 . . H
H17A .7310 .2019 1.2901 .025(3) Uiso calc R 1 . . H
H18A 1.0528 .4266 1.1975 .058(4) Uiso calc R 1 . . H
H18B 1.0894 .3862 1.0651 .058(4) Uiso calc R 1 . . H
H18C 1.1901 .3179 1.1738 .058(4) Uiso calc R 1 . . H
H19A .9588 .4259 .7773 .058(4) Uiso calc R 1 . . H
H19B .9767 .3763 .6465 .058(4) Uiso calc R 1 . . H
H19C 1.1011 .3193 .7539 .058(4) 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 .0772(19) .0664(18) .0565(15) .0066(15) -.0248(14) -.0186(14)
O2 .0812(18) .0633(16) .0441(13) -.0005(15) -.0152(12) -.0165(14)
O3 .0822(19) .0565(17) .0524(15) .0076(15) -.0288(14) -.0026(13)
C1 .044(2) .050(2) .0352(17) .0125(18) -.0012(15) -.0025(16)
C2 .060(2) .041(2) .0331(17) .0070(18) .0009(16) -.0083(15)
C3 .053(2) .050(2) .0301(16) -.0009(18) -.0023(16) .0002(16)
C4 .044(2) .047(2) .0345(17) .0088(18) -.0051(14) -.0015(17)
C5 .0426(19) .0371(19) .0303(16) .0020(16) .0018(15) .0043(15)
C6 .052(2) .046(2) .0413(19) .0132(19) -.0084(15) .0012(17)
C7 .0432(19) .049(2) .0428(19) .0126(17) -.0002(15) -.0032(17)
C8 .0367(17) .0322(18) .0330(15) -.0014(15) -.0010(13) .0013(14)
C9 .0361(17) .0337(18) .0332(16) -.0006(16) -.0040(13) .0015(14)
C10 .0356(17) .0397(19) .0318(16) .0032(16) -.0027(13) -.0055(15)
C11 .054(2) .036(2) .0355(17) .0129(17) -.0031(16) -.0063(15)
C12 .053(2) .0338(18) .0370(17) .0035(17) -.0093(15) .0016(15)
C13 .0384(18) .0314(18) .0290(16) -.0010(16) -.0010(14) -.0005(14)
C14 .0324(17) .0400(18) .0340(16) -.0052(15) .0008(13) -.0020(15)
C15 .0410(19) .052(2) .0372(18) .0048(18) .0056(14) -.0037(17)
C16 .060(2) .075(3) .0351(19) .006(2) .0085(16) -.0063(17)
C17 .048(2) .045(2) .0329(17) -.0079(18) .0027(14) .0028(17)
C18 .0357(18) .045(2) .0399(17) -.0029(17) .0023(14) -.0018(16)
C19 .047(2) .058(2) .0402(18) -.0032(19) .0043(14) -.0015(18)
C20 .063(2) .049(2) .0290(18) -.004(2) .0032(16) .0054(17)
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 . 1.239(3) y
O2 C20 . 1.202(4) y
O3 C20 . 1.331(4) y
C1 C2 . 1.328(4) ?
C1 C10 . 1.489(4) ?
C2 C3 . 1.449(4) ?
C3 C4 . 1.445(4) ?
C4 C5 . 1.339(4) ?
C5 C6 . 1.502(4) ?
C5 C10 . 1.507(4) ?
C6 C7 . 1.525(4) ?
C7 C8 . 1.520(4) ?
C8 C14 . 1.525(4) ?
C8 C9 . 1.545(4) ?
C9 C11 . 1.521(4) ?
C9 C10 . 1.577(4) ?
C10 C19 . 1.545(4) ?
C11 C12 . 1.536(4) ?
C12 C13 . 1.520(4) ?
C13 C18 . 1.534(4) ?
C13 C14 . 1.540(4) ?
C13 C17 . 1.559(4) ?
C14 C15 . 1.536(4) ?
C15 C16 . 1.543(4) ?
C16 C17 . 1.544(4) ?
C17 C20 . 1.505(4) ?