data_2007077
_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 Monohydrate
;
_chemical_formula_moiety  'C22 H36 O4'
_chemical_formula_sum  'C22 H36 O4'
_chemical_formula_structural  'C22 H36 O4'
_chemical_formula_analytical  'C22 H36 O4'
_chemical_formula_iupac  'C22 H34 O3, H2 O1'
_chemical_formula_weight  364.51
_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  12.696(3)
_cell_length_b  6.168(2)
_cell_length_c  26.784(7)
_cell_angle_alpha  90.00
_cell_angle_beta  101.26(2)
_cell_angle_gamma  90.00
_cell_volume  2057.1(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.177
_exptl_crystal_density_meas  1.180(10)
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  .044
_refine_ls_wR_factor_obs  .106
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  .2366(2)  .6425(3)  -.02371(6)  .0609(5) Uani d . 1 . O
  O2  .35908(15)  .2539(3)  .47219(6)  .0543(5) Uani d . 1 . O
  O3  .4071(2)  -.0299(3)  .43141(7)  .0677(6) Uani d . 1 . O
  H3  .3829(9)  -.1047(3)  .4576(10)  .080 Uiso calc R 1 . H
  O4  .3403(3)  -.2997(4)  .49320(11)  .0841(8) Uani d . 1 . O
  HW1  .354(3)  -.413(8)  .486(2)  .101(14) Uiso d . 1 . H
  HW2  .292(3)  -.308(8)  .5070(10)
  .108(16) Uiso d . 1 . H
  C1  .3882(2)  .5468(4)  .10462(8)  .0440(6) Uani d . 1 . C
  C2  .3694(2)  .6513(5)  .05163(9)  .0508(6) Uani d . 1 . C
  C3  .2562(2)  .6460(4)  .02265(9)  .0488(6) Uani d . 1 . C
  C4  .1693(2)  .6577(5)  .05253(8)  .0519(6) Uani d . 1 . C
  C5  .1931(2)  .5473(4)  .10498(8)  .0408(5) Uani d . 1 . C
  C6  .1031(2)  .5825(5)  .13374(9)  .0522(6) Uani d . 1 . C
  C7  .1229(2)  .4626(5)  .18442(9)  .0533(7) Uani d . 1 . C
  C8  .2320(2)  .5167(3)  .21706(8)  .0366(5) Uani d . 1 . C
  C9  .3223(2)  .4786(3)  .18686(8)  .0328(5) Uani d . 1 . C
  C10  .3043(2)  .6119(3)  .13638(8)  .0331(5) Uani d . 1 . C
  C11  .4342(2)  .5042(4)  .22041(8)  .0426(6) Uani d . 1 . C
  C12  .4500(2)  .3778(4)  .27063(8)  .0410(5) Uani d . 1 . C
  C13  .3631(2)  .4322(3)  .30091(8)  .0326(5) Uani d . 1 . C
  C14  .2546(2)  .3846(4)  .26580(8)  .0373(5) Uani d . 1 . C
  C15  .1735(2)  .3946(6)  .30104(9)  .0578(7) Uani d . 1 . C
  C16  .2369(2)  .3105(5)  .35226(10)  .0597(8) Uani d . 1 . C
  C17  .3541(2)  .2821(4)  .34640(8)  .0369(5) Uani d . 1 . C
  C18  .3728(2)  .6699(4)  .31859(9)  .0477(6) Uani d . 1 . C
  C19  .3114(2)  .8570(3)  .14743(9)  .0432(5) Uani d . 1 . C
  C20  .4340(2)  .3141(4)  .39751(8)  .0428(5) Uani d . 1 . C
  C21  .5497(2)  .2569(7)  .39476(10)  .0671(8) Uani d . 1 . C
  C22  .3972(2)  .1791(4)  .43766(8)  .0414(5) Uani d . 1 . C
  H1A  .4589  .5876  .12305  .059(2) Uiso calc R 1 . H
  H1B  .3872  .3904  .10075  .059(2) Uiso calc R 1 . H
  H2A  .3925  .8014  .05540  .059(2) Uiso calc R 1 . H
  H2B  .4146  .5785  .03157  .059(2) Uiso calc R 1 . H
  H4A  .1052  .5924  .03256  .059(2) Uiso calc R 1 . H
  H4B  .1534  .8092  .05734  .059(2) Uiso calc R 1 . H
  H5A  .1960  .3911  .09869  .041(2) Uiso calc R 1 . H
  H6A  .0361  .5328  .11306  .059(2) Uiso calc R 1 . H
  H6B  .0962  .7364  .13986  .059(2) Uiso calc R 1 . H
  H7A  .0670  .5004  .20290  .059(2) Uiso calc R 1 . H
  H7B  .1188  .3077  .17806  .059(2) Uiso calc R 1 . H
  H8A  .2321  .6705  .22624  .041(2) Uiso calc R 1 . H
  H9A  .3166  .3259  .17657  .041(2) Uiso calc R 1 . H
  H11A  .4874  .4560  .20133  .059(2) Uiso calc R 1 . H
  H11B  .4470  .6568  .22802  .059(2) Uiso calc R 1 . H
  H12A  .4483  .2235  .26343  .059(2) Uiso calc R 1 . H
  H12B  .5199  .4121  .29097  .059(2) Uiso calc R 1 . H
  H14A  .2573  .2327  .25539  .041(2) Uiso calc R 1 . H
  H15A  .1119  .3032  .28851  .059(2) Uiso calc R 1 . H
  H15B  .1491  .5421  .30423  .059(2) Uiso calc R 1 . H
  H16A  .2325  .4134  .37919  .059(2) Uiso calc R 1 . H
  H16B  .2076  .1730  .36075  .059(2) Uiso calc R 1 . H
  H17A  .3621  .1325  .33540  .041(2) Uiso calc R 1 . H
  H18A  .3205(8)  .6992(7)  .3392(5)  .064(5) Uiso calc R 1 . H
  H18B  .3604(11)  .7637(4)  .28942(9)  .064(5) Uiso calc R 1 . H
  H18C  .4435(4)  .6953(7)  .3382(4)  .064(5) Uiso calc R 1 . H
  H19A  .2594(9)  .8961(6)  .1675(5)  .073(5) Uiso calc R 1 . H
  H19B  .2972(12)  .9357(4)  .11590(9)  .073(5) Uiso calc R 1 . H
  H19C  .3821(4)  .8921(5)  .1658(5)  .073(5) Uiso calc R 1 . H
  H20A  .4319  .4669  .40733  .041(2) Uiso calc R 1 . H
  H21A  .5759(6)  .357(2)  .3727(7)  .095(7) Uiso calc R 1 . H
  H21B  .5523(3)  .1125(15)  .3817(8)  .095(7) Uiso calc R 1 . H
  H21C  .5937(4)  .265(4)  .4282(2)  .095(7) 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  .1049(14)  .0444(10)  .0291(9)  .0008(10)  .0025(9)  .0020(8)
  O2  .0855(12)  .0425(9)  .0425(10)  .0030(9)  .0313(9)  .0003(8)
  O3  .125(2)  .0358(9)  .0525(12)  .0072(10)  .0433(12)  .0027(8)
  O4  .125(2)  .0394(13)  .107(2)  .0055(12)  .072(2)  .0105(11)
  C1  .0531(14)  .0471(14)  .0329(12)  .0072(11)  .0111(10)  .0028(10)
  C2  .068(2)  .0520(14)  .0355(12)  .0044(13)  .0177(11)  .0042(12)
  C3  .076(2)  .0329(12)  .0347(13)  .0003(12)  .0044(12)  .0025(10)
  C4  .0575(15)  .0547(14)  .0363(13)  -.0030(12)  -.0088(11)  .0056(12)
  C5  .0493(13)  .0337(11)  .0370(12)  -.0036(9)  .0026(10)  .0008(10)
  C6  .0389(12)  .068(2)  .0449(14)  -.0056(12)  -.0030(10)  .0104(13)
  C7  .0423(14)  .072(2)  .0452(15)  -.0078(12)  .0073(11)  .0100(12)
  C8  .0383(12)  .0345(12)  .0370(12)  -.0019(9)  .0074(9)  .0010(9)
  C9  .0423(12)  .0268(9)  .0302(11)  .0003(9)  .0092(9)  -.0009(8)
  C10  .0400(11)  .0294(12)  .0291(11)  .0004(9)  .0049(9)  .0002(9)
  C11  .0367(12)  .0592(15)  .0329(12)  .0026(10)  .0096(9)  .0079(11)
  C12  .0397(12)  .0508(14)  .0327(11)  .0053(10)  .0073(9)  .0078(11)
  C13  .0430(12)  .0273(11)  .0287(11)  -.0028(9)  .0097(9)  .0014(8)
  C14  .0421(12)  .0342(11)  .0359(11)  -.0060(10)  .0086(9)  .0020(10)
  C15  .0435(14)  .086(2)  .0469(14)  -.0044(14)  .0149(11)  .016(2)
  C16  .056(2)  .079(2)  .048(2)  -.0035(14)  .0217(12)  .0189(14)
  C17  .0500(12)  .0303(11)  .0319(11)  -.0046(10)  .0115(9)  -.0010(9)
  C18  .070(2)  .0341(12)  .0383(12)  -.0068(11)  .0093(11)  .0007(10)
  C19  .0587(14)  .0305(12)  .0387(12)  -.0038(10)  .0059(10)  .0031(10)
  C20  .0580(14)  .0393(12)  .0331(11)  -.0048(11)  .0144(10)  -.0010(9)
  C21  .055(2)  .107(2)  .0390(14)  -.003(2)  .0072(11)  .013(2)
  C22  .0587(14)  .0353(12)  .0314(11)  .0040(10)  .0117(11)  .0006(9)
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 . 1.218(2) Y
  O2 C22 . 1.216(3) Y
  O3 C22 . 1.309(3) Y
  C1 C2 . 1.535(3) ?
  C1 C10 . 1.540(3) ?
  C2 C3 . 1.495(4) ?
  C3 C4 . 1.485(4) ?
  C4 C5 . 1.537(3) ?
  C5 C6 . 1.514(3) ?
  C5 C10 . 1.547(3) ?
  C6 C7 . 1.523(3) ?
  C7 C8 . 1.523(3) ?
  C8 C14 . 1.518(3) ?
  C8 C9 . 1.545(3) ?
  C9 C11 . 1.534(3) ?
  C9 C10 . 1.561(3) ?
  C10 C19 . 1.540(3) ?
  C11 C12 . 1.534(3) ?
  C12 C13 . 1.528(3) ?
  C13 C14 . 1.537(3) ?
  C13 C18 . 1.539(3) ?
  C13 C17 . 1.552(3) ?
  C14 C15 . 1.528(3) ?
  C15 C16 . 1.539(4) ?
  C16 C17 . 1.536(3) ?
  C17 C20 . 1.549(3) ?
  C20 C22 . 1.505(3) ?
  C20 C21 . 1.527(4) ?