#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/70/2007077.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2007077
loop_
_publ_author_name
'Lalancette, Roger A.'
'Thompson, Hugh W.'
'Brunskill, Andrew P. J.'
_publ_section_title
;
 (+)-3-Oxo-23,24-dinor-5α-cholan-22-oic Acid: Hydrogen-Bonding
 Patterns in a Steroidal Keto Acid and its Monohydrate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              421
_journal_page_last               424
_journal_paper_doi               10.1107/S0108270197016296
_journal_volume                  54
_journal_year                    1998
_chemical_formula_analytical     'C22 H36 O4'
_chemical_formula_iupac          'C22 H34 O3, H2 O1'
_chemical_formula_moiety         'C22 H36 O4'
_chemical_formula_structural     'C22 H36 O4'
_chemical_formula_sum            'C22 H36 O4'
_chemical_formula_weight         364.51
_chemical_melting_point          526
_chemical_name_common
;
22,23-Bisnor-5α-cholanic acid-3-one Monohydrate
;
_chemical_name_systematic
;
(+)-22,23-Bisnor-3-oxo-5α-cholanic Acid Monohydrate
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_audit_creation_method           SHELXTL/PC
_cell_angle_alpha                90.00
_cell_angle_beta                 101.26(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.696(3)
_cell_length_b                   6.168(2)
_cell_length_c                   26.784(7)
_cell_measurement_reflns_used    28
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16.74
_cell_measurement_theta_min      10.07
_cell_volume                     2057.1(10)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Fait, 1991)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXTL/PC
_computing_structure_refinement  SHELXTL/PC
_computing_structure_solution    'SHELXTL/PC (Sheldrick, 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       '2θ/θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.047
_diffrn_reflns_av_sigmaI/netI    0.057
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            7240
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.55
_diffrn_standards_decay_%        0.4
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_correction_T_min  0.958
_exptl_absorpt_correction_type   'Face-indexed numerical'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_density_meas      1.180(10)
_exptl_crystal_density_method    'flotation in hexane/CCl~4~'
_exptl_crystal_description       plate
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.88
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.146
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -1.0(10)
_refine_ls_goodness_of_fit_all   1.05
_refine_ls_goodness_of_fit_obs   1.09
_refine_ls_hydrogen_treatment    'H atoms: see below'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         3598
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.20
_refine_ls_restrained_S_obs      1.09
_refine_ls_R_factor_all          0.062
_refine_ls_R_factor_obs          .044
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0608P)²+0.0737P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.131
_refine_ls_wR_factor_obs         .106
_reflns_number_observed          2910
_reflns_number_total             3624
_reflns_observed_criterion       >4sigma(F)
_cod_data_source_file            fg1381.cif
_cod_data_source_block           II
_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.

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (3 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '526K' was changed to '526' - the
value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '526K' was changed to '526' - the
value should be numeric and without a unit
designator.

'_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_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0608P)^2^+0.0737P] where P = (Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0608P)^2^+0.0737P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               2007077
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'
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_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C22 O3 H3 109.47(14) ?
HW1 O4 HW2 108(4) ?
C2 C1 C10 113.7(2) ?
C3 C2 C1 115.5(2) ?
O1 C3 C4 121.7(2) ?
O1 C3 C2 120.9(2) ?
C4 C3 C2 117.3(2) ?
C3 C4 C5 115.9(2) ?
C6 C5 C4 111.6(2) ?
C6 C5 C10 112.7(2) ?
C4 C5 C10 112.2(2) ?
C5 C6 C7 112.0(2) ?
C8 C7 C6 112.3(2) ?
C14 C8 C7 112.0(2) ?
C14 C8 C9 109.5(2) ?
C7 C8 C9 110.5(2) ?
C11 C9 C8 112.0(2) ?
C11 C9 C10 114.5(2) ?
C8 C9 C10 112.1(2) ?
C1 C10 C19 109.9(2) ?
C1 C10 C5 106.8(2) ?
C19 C10 C5 111.7(2) ?
C1 C10 C9 110.0(2) ?
C19 C10 C9 110.9(2) ?
C5 C10 C9 107.4(2) ?
C12 C11 C9 114.1(2) ?
C13 C12 C11 111.7(2) ?
C12 C13 C14 106.7(2) ?
C12 C13 C18 110.5(2) ?
C14 C13 C18 112.3(2) ?
C12 C13 C17 117.2(2) ?
C14 C13 C17 99.9(2) ?
C18 C13 C17 109.9(2) ?
C8 C14 C15 118.2(2) ?
C8 C14 C13 114.9(2) ?
C15 C14 C13 104.2(2) ?
C14 C15 C16 103.8(2) ?
C17 C16 C15 107.2(2) ?
C16 C17 C20 112.1(2) ?
C16 C17 C13 103.5(2) ?
C20 C17 C13 118.8(2) ?
C22 C20 C21 110.0(2) ?
C22 C20 C17 108.7(2) ?
C21 C20 C17 113.5(2) ?
O2 C22 O3 122.2(2) ?
O2 C22 C20 124.0(2) y
O3 C22 C20 113.8(2) y
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) ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C10 C1 C2 C3 -45.5(3) ?
C1 C2 C3 O1 -151.1(2) ?
C1 C2 C3 C4 32.2(3) ?
O1 C3 C4 C5 149.4(2) ?
C2 C3 C4 C5 -34.0(4) ?
C3 C4 C5 C6 175.9(2) ?
C3 C4 C5 C10 48.3(3) ?
C4 C5 C6 C7 176.6(2) ?
C10 C5 C6 C7 -56.0(3) ?
C5 C6 C7 C8 53.5(3) ?
C6 C7 C8 C14 -175.9(2) ?
C6 C7 C8 C9 -53.5(3) ?
C14 C8 C9 C11 -49.1(2) ?
C7 C8 C9 C11 -172.9(2) ?
C14 C8 C9 C10 -179.5(2) ?
C7 C8 C9 C10 56.7(2) ?
C2 C1 C10 C19 -63.9(3) ?
C2 C1 C10 C5 57.5(3) ?
C2 C1 C10 C9 173.7(2) ?
C6 C5 C10 C1 174.6(2) ?
C4 C5 C10 C1 -58.4(2) ?
C6 C5 C10 C19 -65.2(3) ?
C4 C5 C10 C19 61.8(2) ?
C6 C5 C10 C9 56.7(2) ?
C4 C5 C10 C9 -176.3(2) ?
C11 C9 C10 C1 58.0(2) ?
C8 C9 C10 C1 -172.9(2) ?
C11 C9 C10 C19 -63.8(2) ?
C8 C9 C10 C19 65.2(2) ?
C11 C9 C10 C5 173.8(2) ?
C8 C9 C10 C5 -57.1(2) ?
C8 C9 C11 C12 49.3(3) ?
C10 C9 C11 C12 178.3(2) ?
C9 C11 C12 C13 -53.9(3) ?
C11 C12 C13 C14 56.3(2) ?
C11 C12 C13 C18 -65.9(3) ?
C11 C12 C13 C17 167.1(2) ?
C7 C8 C14 C15 -55.8(3) ?
C9 C8 C14 C15 -178.7(2) ?
C7 C8 C14 C13 -179.5(2) ?
C9 C8 C14 C13 57.6(2) ?
C12 C13 C14 C8 -60.8(2) ?
C18 C13 C14 C8 60.3(2) ?
C17 C13 C14 C8 176.7(2) ?
C12 C13 C14 C15 168.3(2) ?
C18 C13 C14 C15 -70.5(2) ?
C17 C13 C14 C15 45.9(2) ?
C8 C14 C15 C16 -161.8(2) ?
C13 C14 C15 C16 -32.9(3) ?
C14 C15 C16 C17 6.7(3) ?
C15 C16 C17 C20 150.7(2) ?
C15 C16 C17 C13 21.5(3) ?
C12 C13 C17 C16 -155.3(2) ?
C14 C13 C17 C16 -40.7(2) ?
C18 C13 C17 C16 77.4(2) ?
C12 C13 C17 C20 79.7(2) ?
C14 C13 C17 C20 -165.7(2) ?
C18 C13 C17 C20 -47.5(3) ?
C16 C17 C20 C22 49.4(2) ?
C13 C17 C20 C22 170.1(2) ?
C16 C17 C20 C21 172.1(2) y
C13 C17 C20 C21 -67.2(3) ?
C21 C20 C22 O2 126.5(3) ?
C17 C20 C22 O2 -108.7(3) y
C21 C20 C22 O3 -55.4(3) ?
C17 C20 C22 O3 69.4(3) ?
H17A C17 C20 H20A 174.609(5) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21186061
