# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 16:19:39 2020
#   Inital geometry file: a 146 line input string
#   Ligand name: (3beta,5beta,9beta,12alpha,14beta,17alpha)-3,12-dihydroxycholan-24-oic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 DHO  DHO  '(3beta,5beta,9beta,12alpha,14beta,17alpha)-3,12-dihydroxycholan-24-oic acid'  ligand  67  28  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_DHO
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 DHO  C1    C  CH2    0  -0.426   1.3934   0.9566  -4.3688
 DHO  C2    C  CH2    0  -0.476   1.8821  -0.4661  -4.6039
 DHO  C3    C  CH1    0   0.086   0.8524  -1.2497  -5.4030
 DHO  O3    O  OH1    0  -0.680   1.2205  -2.6040  -5.5857
 DHO  C4    C  CH2    0  -0.453  -0.4943  -1.2186  -4.7049
 DHO  C5    C  CH1    0  -0.210  -0.9859   0.2085  -4.4380
 DHO  C6    C  CH2    0  -0.431  -2.3530   0.1850  -3.7548
 DHO  C7    C  CH2    0  -0.426  -2.2705  -0.3080  -2.3158
 DHO  C8    C  CH1    0  -0.221  -1.2544   0.4834  -1.4953
 DHO  C9    C  CH1    0  -0.183   0.1182   0.5229  -2.1926
 DHO  C10   C  CT     0  -0.065   0.0383   1.0570  -3.6454
 DHO  C11   C  CH2    0  -0.492   1.1423   1.2498  -1.3182
 DHO  C12   C  CH1    0   0.093   1.2862   0.6569   0.0889
 DHO  O12   O  OH1    0  -0.674   1.8189  -0.6528   0.0458
 DHO  C13   C  CT     0  -0.083  -0.0748   0.6236   0.7977
 DHO  C14   C  CH1    0  -0.178  -1.0763  -0.1188  -0.1091
 DHO  C15   C  CH2    0  -0.443  -2.3098  -0.2698   0.7727
 DHO  C16   C  CH2    0  -0.448  -1.7273  -0.4896   2.1828
 DHO  C17   C  CH1    0  -0.164  -0.2007  -0.2188   2.0954
 DHO  C18   C  CH3    0  -0.696  -0.5161   2.0659   1.0836
 DHO  C19   C  CH3    0  -0.665  -0.3744   2.5322  -3.6901
 DHO  C20   C  CH1    0  -0.227   0.3693   0.3264   3.4124
 DHO  C21   C  CH3    0  -0.673   1.8480   0.6932   3.3133
 DHO  C22   C  CH2    0  -0.393   0.1363  -0.7002   4.5312
 DHO  C23   C  CH2    0  -0.597   0.5502  -0.2362   5.9191
 DHO  O25   O  O      0  -0.609  -0.6143  -2.1183   6.8412
 DHO  C24   C  C      0   0.415   0.1344  -1.1517   7.0864
 DHO  O26   O  OC    -1  -0.635   0.5843  -0.8366   8.2093
 DHO  H11   H  HCH2   0   0.231   2.1566   1.5292  -3.8380
 DHO  H12A  H  HCH2   0   0.217   1.2853   1.4487  -5.3431
 DHO  H21   H  HCH2   0   0.215   2.0808  -0.9777  -3.6564
 DHO  H22   H  HCH2   0   0.230   2.8341  -0.4366  -5.1445
 DHO  H3    H  HCH1   0   0.178   0.7407  -0.7543  -6.3815
 DHO  HO3   H  HOH1   0   0.444   2.0633  -2.6233  -6.0499
 DHO  H41   H  HCH2   0   0.219  -0.4224  -1.7860  -3.7718
 DHO  H42   H  HCH2   0   0.230  -1.2374  -1.7347  -5.3213
 DHO  H5    H  HCH1   0   0.211  -1.1089   0.6927  -5.4164
 DHO  H61   H  HCH2   0   0.222  -3.0384  -0.4452  -4.3300
 DHO  H62   H  HCH2   0   0.221  -2.7872   1.1885  -3.7658
 DHO  HC7   H  HCH2   0   0.205  -1.9969  -1.3694  -2.2936
 DHO  H7    H  HCH2   0   0.229  -3.2576  -0.2433  -1.8508
 DHO  H8    H  HCH1   0   0.202  -1.6370   1.5072  -1.3862
 DHO  H9    H  HCH1   0   0.210   0.4523  -0.5205  -2.2593
 DHO  H111  H  HCH2   0   0.233   2.1310   1.2399  -1.7891
 DHO  H112  H  HCH2   0   0.228   0.8824   2.3068  -1.2169
 DHO  H12   H  HCH1   0   0.198   1.9719   1.3136   0.6410
 DHO  HO12  H  HOH1   0   0.443   2.6139  -0.6324  -0.4958
 DHO  H14   H  HCH1   0   0.210  -0.6681  -1.1282  -0.2622
 DHO  H151  H  HCH2   0   0.226  -2.9526  -1.0924   0.4563
 DHO  H152  H  HCH2   0   0.213  -2.9203   0.6371   0.7346
 DHO  H161  H  HCH2   0   0.228  -1.9217  -1.5021   2.5386
 DHO  H162  H  HCH2   0   0.215  -2.1981   0.1809   2.9069
 DHO  H17   H  HCH1   0   0.210   0.2966  -1.1772   1.9080
 DHO  H181  H  HCH3   0   0.235  -0.7810   2.6168   0.1817
 DHO  H182  H  HCH3   0   0.237  -1.3831   2.1012   1.7432
 DHO  H183  H  HCH3   0   0.230   0.2791   2.6252   1.5808
 DHO  H191  H  HCH3   0   0.222  -0.4711   2.8587  -4.7289
 DHO  H192  H  HCH3   0   0.229  -1.3257   2.7392  -3.2004
 DHO  H193  H  HCH3   0   0.227   0.3763   3.1730  -3.2244
 DHO  H20   H  HCH1   0   0.194  -0.1893   1.2331   3.6836
 DHO  H211  H  HCH3   0   0.209   2.4394  -0.1561   2.9630
 DHO  H212  H  HCH3   0   0.224   2.0182   1.5192   2.6249
 DHO  H213  H  HCH3   0   0.233   2.2483   1.0021   4.2789
 DHO  H221  H  HCH2   0   0.221  -0.9221  -0.9639   4.5632
 DHO  H222  H  HCH2   0   0.192   0.6654  -1.6248   4.2698
 DHO  H231  H  HCH2   0   0.218   1.6335  -0.0962   5.9820
 DHO  H232  H  HCH2   0   0.215   0.1265   0.7586   6.1107

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 DHO  C1   C2    single  1.523  0.020  1.523
 DHO  C1   C10   single  1.539  0.020  1.539
 DHO  C1   H11   single  0.970  0.020  1.090
 DHO  C1   H12A  single  0.970  0.020  1.090
 DHO  C2   C3    single  1.521  0.020  1.521
 DHO  C2   H21   single  0.970  0.020  1.090
 DHO  C2   H22   single  0.970  0.020  1.090
 DHO  C3   O3    single  1.415  0.020  1.415
 DHO  C3   C4    single  1.517  0.020  1.517
 DHO  C3   H3    single  0.970  0.020  1.090
 DHO  O3   HO3   single  0.850  0.020  0.980
 DHO  C4   C5    single  1.533  0.020  1.533
 DHO  C4   H41   single  0.970  0.020  1.090
 DHO  C4   H42   single  0.970  0.020  1.090
 DHO  C5   C6    single  1.529  0.020  1.529
 DHO  C5   C10   single  1.548  0.020  1.548
 DHO  C5   H5    single  0.970  0.020  1.090
 DHO  C6   C7    single  1.523  0.020  1.523
 DHO  C6   H61   single  0.970  0.020  1.090
 DHO  C6   H62   single  0.970  0.020  1.090
 DHO  C7   C8    single  1.527  0.020  1.527
 DHO  C7   HC7   single  0.970  0.020  1.090
 DHO  C7   H7    single  0.970  0.020  1.090
 DHO  C8   C9    single  1.540  0.020  1.540
 DHO  C8   C14   single  1.522  0.020  1.522
 DHO  C8   H8    single  0.970  0.020  1.090
 DHO  C9   C10   single  1.550  0.020  1.550
 DHO  C9   C11   single  1.530  0.020  1.530
 DHO  C9   H9    single  0.970  0.020  1.090
 DHO  C10  C19   single  1.533  0.020  1.533
 DHO  C11  C12   single  1.534  0.020  1.534
 DHO  C11  H111  single  0.970  0.020  1.090
 DHO  C11  H112  single  0.970  0.020  1.090
 DHO  C12  O12   single  1.415  0.020  1.415
 DHO  C12  C13   single  1.535  0.020  1.535
 DHO  C12  H12   single  0.970  0.020  1.090
 DHO  O12  HO12  single  0.850  0.020  0.980
 DHO  C13  C14   single  1.542  0.020  1.542
 DHO  C13  C17   single  1.552  0.020  1.552
 DHO  C13  C18   single  1.535  0.020  1.535
 DHO  C14  C15   single  1.524  0.020  1.524
 DHO  C14  H14   single  0.970  0.020  1.090
 DHO  C15  C16   single  1.541  0.020  1.541
 DHO  C15  H151  single  0.970  0.020  1.090
 DHO  C15  H152  single  0.970  0.020  1.090
 DHO  C16  C17   single  1.553  0.020  1.553
 DHO  C16  H161  single  0.970  0.020  1.090
 DHO  C16  H162  single  0.970  0.020  1.090
 DHO  C17  C20   single  1.535  0.020  1.535
 DHO  C17  H17   single  0.970  0.020  1.090
 DHO  C18  H181  single  0.970  0.020  1.090
 DHO  C18  H182  single  0.970  0.020  1.090
 DHO  C18  H183  single  0.970  0.020  1.090
 DHO  C19  H191  single  0.970  0.020  1.090
 DHO  C19  H192  single  0.970  0.020  1.090
 DHO  C19  H193  single  0.970  0.020  1.090
 DHO  C20  C21   single  1.527  0.020  1.527
 DHO  C20  C22   single  1.536  0.020  1.536
 DHO  C20  H20   single  0.970  0.020  1.090
 DHO  C21  H211  single  0.970  0.020  1.090
 DHO  C21  H212  single  0.970  0.020  1.090
 DHO  C21  H213  single  0.970  0.020  1.090
 DHO  C22  C23   single  1.521  0.020  1.521
 DHO  C22  H221  single  0.970  0.020  1.090
 DHO  C22  H222  single  0.970  0.020  1.090
 DHO  C23  C24   single  1.541  0.020  1.541
 DHO  C23  H231  single  0.970  0.020  1.090
 DHO  C23  H232  single  0.970  0.020  1.090
 DHO  O25  C24   deloc   1.247  0.020  1.247
 DHO  C24  O26   deloc   1.250  0.020  1.250

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 DHO  H12A  C1   H11   105.39  3.000
 DHO  H12A  C1   C10   107.54  3.000
 DHO  H11   C1   C10   110.65  3.000
 DHO  H12A  C1   C2    108.28  3.000
 DHO  H11   C1   C2    109.92  3.000
 DHO  C10   C1   C2    114.58  3.000
 DHO  H22   C2   H21   106.38  3.000
 DHO  H22   C2   C3    110.07  3.000
 DHO  H21   C2   C3    109.68  3.000
 DHO  H22   C2   C1    109.27  3.000
 DHO  H21   C2   C1    111.17  3.000
 DHO  C3    C2   C1    110.20  3.000
 DHO  H3    C3   C4    108.02  3.000
 DHO  H3    C3   O3    109.99  3.000
 DHO  C4    C3   O3    108.05  3.000
 DHO  H3    C3   C2    107.66  3.000
 DHO  C4    C3   C2    110.41  3.000
 DHO  O3    C3   C2    112.63  3.000
 DHO  HO3   O3   C3    108.01  3.000
 DHO  H42   C4   H41   106.27  3.000
 DHO  H42   C4   C5    108.62  3.000
 DHO  H41   C4   C5    110.81  3.000
 DHO  H42   C4   C3    109.50  3.000
 DHO  H41   C4   C3    108.87  3.000
 DHO  C5    C4   C3    112.57  3.000
 DHO  H5    C5   C10   106.77  3.000
 DHO  H5    C5   C6    107.74  3.000
 DHO  C10   C5   C6    111.80  3.000
 DHO  H5    C5   C4    106.93  3.000
 DHO  C10   C5   C4    112.78  3.000
 DHO  C6    C5   C4    110.51  3.000
 DHO  H62   C6   H61   105.93  3.000
 DHO  H62   C6   C7    109.15  3.000
 DHO  H61   C6   C7    110.12  3.000
 DHO  H62   C6   C5    109.67  3.000
 DHO  H61   C6   C5    109.51  3.000
 DHO  C7    C6   C5    112.25  3.000
 DHO  H7    C7   HC7   105.90  3.000
 DHO  H7    C7   C8    109.97  3.000
 DHO  HC7   C7   C8    108.95  3.000
 DHO  H7    C7   C6    109.50  3.000
 DHO  HC7   C7   C6    110.25  3.000
 DHO  C8    C7   C6    112.08  3.000
 DHO  H8    C8   C14   108.61  3.000
 DHO  H8    C8   C9    109.36  3.000
 DHO  C14   C8   C9    108.56  3.000
 DHO  H8    C8   C7    107.74  3.000
 DHO  C14   C8   C7    111.24  3.000
 DHO  C9    C8   C7    111.28  3.000
 DHO  H9    C9   C11   106.41  3.000
 DHO  H9    C9   C10   106.64  3.000
 DHO  C11   C9   C10   113.98  3.000
 DHO  H9    C9   C8    105.93  3.000
 DHO  C11   C9   C8    110.48  3.000
 DHO  C10   C9   C8    112.79  3.000
 DHO  C19   C10  C9    111.89  3.000
 DHO  C19   C10  C5    109.54  3.000
 DHO  C9    C10  C5    108.97  3.000
 DHO  C19   C10  C1    106.62  3.000
 DHO  C9    C10  C1    111.88  3.000
 DHO  C5    C10  C1    107.82  3.000
 DHO  H112  C11  H111  105.26  3.000
 DHO  H112  C11  C12   108.12  3.000
 DHO  H111  C11  C12   107.83  3.000
 DHO  H112  C11  C9    110.68  3.000
 DHO  H111  C11  C9    110.74  3.000
 DHO  C12   C11  C9    113.79  3.000
 DHO  H12   C12  C13   109.54  3.000
 DHO  H12   C12  O12   109.50  3.000
 DHO  C13   C12  O12   109.14  3.000
 DHO  H12   C12  C11   106.78  3.000
 DHO  C13   C12  C11   110.42  3.000
 DHO  O12   C12  C11   111.43  3.000
 DHO  HO12  O12  C12   107.98  3.000
 DHO  C18   C13  C17   109.32  3.000
 DHO  C18   C13  C14   112.04  3.000
 DHO  C17   C13  C14   100.24  3.000
 DHO  C18   C13  C12   108.69  3.000
 DHO  C17   C13  C12   118.02  3.000
 DHO  C14   C13  C12   108.36  3.000
 DHO  H14   C14  C15   106.86  3.000
 DHO  H14   C14  C13   106.43  3.000
 DHO  C15   C14  C13   103.49  3.000
 DHO  H14   C14  C8    106.26  3.000
 DHO  C15   C14  C8    118.14  3.000
 DHO  C13   C14  C8    114.91  3.000
 DHO  H152  C15  H151  106.64  3.000
 DHO  H152  C15  C16   111.16  3.000
 DHO  H151  C15  C16   112.36  3.000
 DHO  H152  C15  C14   110.45  3.000
 DHO  H151  C15  C14   112.58  3.000
 DHO  C16   C15  C14   103.74  3.000
 DHO  H162  C16  H161  106.05  3.000
 DHO  H162  C16  C17   110.71  3.000
 DHO  H161  C16  C17   110.82  3.000
 DHO  H162  C16  C15   110.83  3.000
 DHO  H161  C16  C15   111.31  3.000
 DHO  C17   C16  C15   107.16  3.000
 DHO  H17   C17  C20   106.78  3.000
 DHO  H17   C17  C16   107.65  3.000
 DHO  C20   C17  C16   112.25  3.000
 DHO  H17   C17  C13   107.15  3.000
 DHO  C20   C17  C13   119.62  3.000
 DHO  C16   C17  C13   102.80  3.000
 DHO  H183  C18  H182  106.69  3.000
 DHO  H183  C18  H181  107.16  3.000
 DHO  H182  C18  H181  106.93  3.000
 DHO  H183  C18  C13   110.90  3.000
 DHO  H182  C18  C13   111.83  3.000
 DHO  H181  C18  C13   113.00  3.000
 DHO  H193  C19  H192  107.29  3.000
 DHO  H193  C19  H191  106.92  3.000
 DHO  H192  C19  H191  107.04  3.000
 DHO  H193  C19  C10   111.56  3.000
 DHO  H192  C19  C10   113.88  3.000
 DHO  H191  C19  C10   109.81  3.000
 DHO  H20   C20  C22   107.13  3.000
 DHO  H20   C20  C21   108.07  3.000
 DHO  C22   C20  C21   110.78  3.000
 DHO  H20   C20  C17   108.42  3.000
 DHO  C22   C20  C17   109.33  3.000
 DHO  C21   C20  C17   112.91  3.000
 DHO  H213  C21  H212  106.72  3.000
 DHO  H213  C21  H211  107.79  3.000
 DHO  H212  C21  H211  107.60  3.000
 DHO  H213  C21  C20   111.49  3.000
 DHO  H212  C21  C20   112.01  3.000
 DHO  H211  C21  C20   111.00  3.000
 DHO  H222  C22  H221  105.73  3.000
 DHO  H222  C22  C23   110.08  3.000
 DHO  H221  C22  C23   108.12  3.000
 DHO  H222  C22  C20   108.46  3.000
 DHO  H221  C22  C20   109.27  3.000
 DHO  C23   C22  C20   114.80  3.000
 DHO  H232  C23  H231  104.84  3.000
 DHO  H232  C23  C24   107.58  3.000
 DHO  H231  C23  C24   107.45  3.000
 DHO  H232  C23  C22   109.30  3.000
 DHO  H231  C23  C22   111.16  3.000
 DHO  C24   C23  C22   115.89  3.000
 DHO  O26   C24  O25   126.03  3.000
 DHO  O26   C24  C23   115.70  3.000
 DHO  O25   C24  C23   118.28  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 DHO  Var_01  C10  C1   C2   C3    57.45  30.0  1
 DHO  Var_02  C8   C7   C6   C5    53.90  30.0  1
 DHO  Var_03  C17  C16  C15  C14    9.34  30.0  1
 DHO  Var_04  C24  C23  C22  C20  171.04  30.0  3
 DHO  Var_05  O25  C24  C23  C22   -7.11  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 DHO  chir_01  C3   C2   O3   C4   negativ
 DHO  chir_02  C5   C4   C6   C10  negativ
 DHO  chir_03  C8   C14  C9   C7   negativ
 DHO  chir_04  C9   C11  C10  C8   positiv
 DHO  chir_05  C10  C5   C9   C1   negativ
 DHO  chir_06  C12  O12  C13  C11  positiv
 DHO  chir_07  C13  C17  C14  C12  positiv
 DHO  chir_08  C14  C8   C13  C15  negativ
 DHO  chir_09  C17  C20  C16  C13  negativ
 DHO  chir_10  C20  C17  C21  C22  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 DHO  plan-1  C23  0.020
 DHO  plan-1  O25  0.020
 DHO  plan-1  C24  0.020
 DHO  plan-1  O26  0.020

