#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007076.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_2007076
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_journal_page_first  421
_journal_page_last  424
_publ_section_title
;
(+)-3-Oxo-23,24-dinor-5\a-cholan-22-oic Acid:
Hydrogen-Bonding Patterns in a Steroidal Keto Acid and its Monohydrate
;
loop_
_publ_author_name
  'Lalancette*, Roger A.'
  'Thompson, Hugh W.'
  'Brunskill, Andrew P. J.'
_chemical_name_common
;
22,23-Bisnor-5\a-cholanic acid-3-one
;
_chemical_formula_moiety  'C22 H34 O3'
_chemical_formula_sum  'C22 H34 O3'
_chemical_formula_structural  'C22 H34 O3'
_chemical_formula_analytical  'C22 H34 O3'
_chemical_formula_weight  346.49
_chemical_melting_point  526K
_symmetry_cell_setting  'Monoclinic'
_symmetry_space_group_name_H-M  'C 2'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z'
_cell_length_a  12.433(2)
_cell_length_b  6.6290(10)
_cell_length_c  24.559(4)
_cell_angle_alpha  90.00
_cell_angle_beta  93.380(10)
_cell_angle_gamma  90.00
_cell_volume  2020.6(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.143
_exptl_crystal_density_meas  1.140(10)
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  .073
_refine_ls_wR_factor_obs  .109
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  O1  .2417(4)  .6178(6)  -.02824(15)  .0943(14) Uani d . 1 . O
  O2  .2549(4)  .1306(6)  .4972(2)  .104(2) Uani d . 1 . O
  O3  .3257(4)  -.0853(7)  .4442(2)  .125(2) Uani d . 1 . O
  H3  .2989(15)  -.181(5)  .4725(15)  .080 Uiso calc R 1 . H
  C1  .3655(4)  .5407(8)  .1068(2)  .065(2) Uani d . 1 . C
  C2  .3575(4)  .6472(10)  .0512(2)  .077(2) Uani d . 1 . C
  C3  .2495(6)  .6302(9)  .0215(2)  .076(2) Uani d . 1 . C
  C4  .1532(4)  .6427(10)  .0546(2)  .076(2) Uani d . 1 . C
  C5  .1660(4)  .5286(8)  .1092(2)  .061(2) Uani d . 1 . C
  C6  .0665(4)  .5512(10)  .1411(2)  .083(2) Uani d . 1 . C
  C7  .0765(4)  .4269(11)  .1935(2)  .086(2) Uani d . 1 . C
  C8  .1785(4)  .4735(9)  .2283(2)  .060(2) Uani d . 1 . C
  C9  .2785(4)  .4531(8)  .1948(2)  .0499(14) Uani d . 1 . C
  C10  .2710(4)  .5886(8)  .1425(2)  .0487(13) Uani d . 1 . C
  C11  .3827(4)  .4808(9)  .2305(2)  .065(2) Uani d . 1 . C
  C12  .3887(4)  .3498(9)  .2825(2)  .065(2) Uani d . 1 . C
  C13  .2913(4)  .3818(8)  .3159(2)  .0518(14) Uani d . 1 . C
  C14  .1915(4)  .3362(8)  .2782(2)  .060(2) Uani d . 1 . C
  C15  .0998(4)  .3267(11)  .3168(2)  .093(2) Uani d . 1 . C
  C16  .1522(5)  .2329(11)  .3691(2)  .095(2) Uani d . 1 . C
  C17  .2745(5)  .2253(8)  .3625(2)  .061(2) Uani d . 1 . C
  C18  .2913(4)  .5964(9)  .3390(2)  .074(2) Uani d . 1 . C
  C19  .2710(4)  .8132(8)  .1579(2)  .064(2) Uani d . 1 . C
  C20  .3386(5)  .2510(8)  .4181(2)  .067(2) Uani d . 1 . C
  C21  .4600(6)  .2389(11)  .4140(2)  .110(2) Uani d . 1 . C
  C22  .3023(5)  .0983(10)  .4573(2)  .073(2) Uani d . 1 . C
  H1A  .4323  .5803  .1263  .083 Uiso calc R 1 . H
  H1B  .3683  .3962  .1009  .083 Uiso calc R 1 . H
  H2A  .3744  .7889  .0566  .083(4) Uiso calc R 1 . H
  H2B  .4113  .5906  .0286  .083(4) Uiso calc R 1 . H
  H4A  .0915  .5883  .0334  .083(4) Uiso calc R 1 . H
  H4B  .1384  .7835  .0619  .083(4) Uiso calc R 1 . H
  H5A  .1723  .3851  .1004  .063(6) Uiso calc R 1 . H
  H6A  .0038  .5069  .1189  .083(4) Uiso calc R 1 . H
  H6B  .0564  .6922  .1501  .083(4) Uiso calc R 1 . H
  H7A  .0145  .4533  .2146  .083(4) Uiso calc R 1 . H
  H7B  .0758  .2847  .1842  .083(4) Uiso calc R 1 . H
  H8A  .1743  .6133  .2410  .063(6) Uiso calc R 1 . H
  H9A  .2790  .3132  .1819  .063(6) Uiso calc R 1 . H
  H11A  .3893  .6215  .2410  .083(4) Uiso calc R 1 . H
  H11B  .4435  .4481  .2091  .083(4) Uiso calc R 1 . H
  H12A  .3929  .2087  .2723  .083(4) Uiso calc R 1 . H
  H12B  .4536  .3832  .3045  .083(4) Uiso calc R 1 . H
  H14A  .2007  .1990  .2644  .063(6) Uiso calc R 1 . H
  H15A  .0413  .2431  .3018  .083(4) Uiso calc R 1 . H
  H15B  .0722  .4605  .3239  .083(4) Uiso calc R 1 . H
  H16A  .1244  .0979  .3742  .083(4) Uiso calc R 1 . H
  H16B  .1367  .3140  .4005  .083(4) Uiso calc R 1 . H
  H17A  .2915  .0914  .3484  .063(6) Uiso calc R 1 . H
  H18A  .2311(15)  .6128(17)  .3613(11)  .107(12) Uiso calc R 1 . H
  H18B  .286(3)  .6916(9)  .3095(2)  .107(12) Uiso calc R 1 . H
  H18C  .3570(12)  .6194(18)  .3606(11)  .107(12) Uiso calc R 1 . H
  H19A  .2142(15)  .8391(11)  .1817(10)  .096(12) Uiso calc R 1 . H
  H19B  .260(2)  .8931(8)  .1254(2)  .096(12) Uiso calc R 1 . H
  H19C  .3390(9)  .8479(13)  .1760(11)  .096(12) Uiso calc R 1 . H
  H20A  .3218(5)  .3846(8)  .4324(2)  .063(6) Uiso calc R 1 . H
  H21A  .4839(7)  .352(3)  .3936(14)  .121(14) Uiso calc R 1 . H
  H21B  .4779(6)  .116(3)  .3960(14)  .121(14) Uiso calc R 1 . H
  H21C  .4947(6)  .241(6)  .4500(2)  .121(14) 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  .152(4)  .086(3)  .044(2)  -.002(3)  -.004(2)  .004(3)
  O2  .199(4)  .055(2)  .066(2)  -.010(3)  .069(3)  -.004(2)
  O3  .253(6)  .055(3)  .074(3)  .001(4)  .072(3)  .007(3)
  C1  .073(4)  .082(5)  .042(3)  .006(3)  .010(3)  .006(3)
  C2  .083(5)  .099(5)  .049(3)  -.001(4)  .013(3)  .009(3)
  C3  .118(6)  .057(4)  .051(4)  -.008(4)  -.009(4)  .006(3)
  C4  .078(5)  .084(5)  .063(4)  -.021(4)  -.015(4)  .000(4)
  C5  .076(5)  .059(4)  .047(3)  -.016(3)  -.010(3)  -.001(3)
  C6  .060(4)  .117(6)  .070(4)  -.020(4)  -.014(3)  .009(4)
  C7  .069(5)  .123(6)  .066(4)  -.028(4)  .003(3)  .007(4)
  C8  .053(4)  .072(4)  .054(3)  -.012(3)  .002(3)  .001(3)
  C9  .057(4)  .053(4)  .040(3)  -.012(3)  .000(3)  -.004(2)
  C10  .045(4)  .059(4)  .042(3)  .000(3)  .003(3)  -.007(3)
  C11  .053(4)  .097(4)  .045(3)  -.006(3)  .003(3)  .014(3)
  C12  .071(4)  .078(4)  .046(3)  .001(3)  .007(3)  .014(3)
  C13  .065(4)  .055(3)  .036(3)  -.014(3)  .010(3)  -.005(3)
  C14  .066(4)  .066(4)  .050(3)  -.024(3)  .009(3)  -.001(3)
  C15  .078(5)  .135(6)  .066(4)  -.034(5)  .009(4)  .018(4)
  C16  .091(5)  .117(6)  .077(4)  -.039(5)  .012(4)  .027(4)
  C17  .093(5)  .048(3)  .044(3)  -.028(3)  .008(3)  -.005(3)
  C18  .114(5)  .055(4)  .053(3)  -.022(4)  .011(3)  -.002(3)
  C19  .084(5)  .057(4)  .051(3)  -.022(3)  -.005(3)  -.003(3)
  C20  .096(5)  .057(4)  .048(3)  -.017(4)  .009(3)  -.005(3)
  C21  .125(7)  .151(7)  .052(4)  -.019(6)  -.005(4)  .026(4)
  C22  .126(6)  .052(4)  .042(3)  -.022(4)  .016(3)  -.010(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
  O1 C3 . 1.222(5) Y
  O2 C22 . 1.192(6) Y
  O3 C22 . 1.297(7) Y
  O3 H3 . 1.01(5) Y
  C1 C2 . 1.534(6) ?
  C1 C10 . 1.541(6) ?
  C2 C3 . 1.495(7) ?
  C3 C4 . 1.488(7) ?
  C4 C5 . 1.540(6) ?
  C5 C6 . 1.510(7) ?
  C5 C10 . 1.551(6) ?
  C6 C7 . 1.527(7) ?
  C7 C8 . 1.519(6) ?
  C8 C14 . 1.529(6) ?
  C8 C9 . 1.537(6) ?
  C9 C11 . 1.532(6) ?
  C9 C10 . 1.566(6) ?
  C10 C19 . 1.536(7) ?
  C11 C12 . 1.542(6) ?
  C12 C13 . 1.518(6) ?
  C13 C18 . 1.531(7) ?
  C13 C14 . 1.535(6) ?
  C13 C17 . 1.567(7) ?
  C14 C15 . 1.526(6) ?
  C15 C16 . 1.536(7) ?
  C16 C17 . 1.539(7) ?
  C17 C20 . 1.549(6) ?
  C20 C22 . 1.485(7) ?
  C20 C21 . 1.520(8) ?