# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 12:58:22 2022
#   Inital geometry file: a 127 line input string
#   Ligand name: (9beta,11alpha)-11,21-dihydroxypregn-4-ene-3,20-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12C[C@H](O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2C(=O)CO
#
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
 C0R  C0R  (9beta,11alpha)-11,21-dihydroxypregn-4-ene-3,20-dione  ligand  55  25  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_C0R
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
 C0R  C1    C  CH2   0  -0.460   2.9078   1.5873   0.6428
 C0R  C2    C  CH2   0  -0.572   4.4246   1.6902   0.6839
 C0R  C3    C  C     0   0.403   5.0441   0.3856   1.1015
 C0R  C4    C  C1    0  -0.464   4.3706  -0.8166   0.6169
 C0R  C5    C  C     0   0.245   3.2083  -0.7951  -0.0571
 C0R  C6    C  CH2   0  -0.507   2.6860  -2.0367  -0.7076
 C0R  C7    C  CH2   0  -0.418   1.2287  -2.3048  -0.3601
 C0R  C8    C  CH1   0  -0.241   0.3318  -1.0912  -0.5865
 C0R  C9    C  CH1   0  -0.214   0.9191   0.1335   0.1380
 C0R  C10   C  CT    0  -0.127   2.3910   0.4641  -0.2675
 C0R  C11   C  CH1   0   0.056  -0.0195   1.3505   0.1693
 C0R  C12   C  CH2   0  -0.472  -1.4408   0.9778   0.6169
 C0R  C13   C  CT    0  -0.045  -2.0323  -0.2020  -0.1472
 C0R  C14   C  CH1   0  -0.179  -1.0499  -1.3713  -0.0143
 C0R  C15   C  CH2   0  -0.449  -1.8350  -2.5814  -0.5107
 C0R  C16   C  CH2   0  -0.430  -3.2840  -2.2927  -0.0576
 C0R  C17   C  CH1   0  -0.367  -3.2776  -0.8610   0.5162
 C0R  C18   C  CH3   0  -0.681  -2.3422   0.1427  -1.6077
 C0R  C19   C  CH3   0  -0.657   2.5727   0.8525  -1.7490
 C0R  C20   C  C     0   0.383  -4.5697  -0.1056   0.3336
 C0R  C21   C  CH2   0  -0.255  -4.8720   0.9054   1.4109
 C0R  O1    O  O     0  -0.442   6.0788   0.3251   1.7443
 C0R  O2    O  OH1   0  -0.657  -0.0172   1.9941  -1.0879
 C0R  O3    O  O     0  -0.398  -5.3246  -0.2857  -0.5933
 C0R  O4    O  OH1   0  -0.659  -6.0380   1.6068   1.1063
 C0R  H11A  H  HCH2  0   0.239   2.5468   1.4189   1.6630
 C0R  H12   H  HCH2  0   0.252   2.4900   2.5424   0.3213
 C0R  H21   H  HCH2  0   0.264   4.7452   2.4861   1.3579
 C0R  H22   H  HCH2  0   0.265   4.8215   1.9387  -0.3073
 C0R  H4    H  H     0   0.247   4.8947  -1.7577   0.7537
 C0R  H61   H  HCH2  0   0.255   3.3080  -2.8932  -0.4422
 C0R  H62   H  HCH2  0   0.255   2.7782  -1.9120  -1.7923
 C0R  H71   H  HCH2  0   0.219   1.1602  -2.6003   0.6930
 C0R  H72   H  HCH2  0   0.246   0.8702  -3.1559  -0.9435
 C0R  H8    H  HCH1  0   0.227   0.2546  -0.8989  -1.6628
 C0R  H9    H  HCH1  0   0.227   0.9849  -0.1697   1.1946
 C0R  H11   H  HCH1  0   0.221   0.3703   2.0387   0.9316
 C0R  H121  H  HCH2  0   0.236  -2.0707   1.8728   0.5447
 C0R  H122  H  HCH2  0   0.232  -1.4031   0.7235   1.6821
 C0R  H14   H  HCH1  0   0.217  -0.9003  -1.5159   1.0671
 C0R  H151  H  HCH2  0   0.225  -1.7701  -2.6714  -1.5979
 C0R  H152  H  HCH2  0   0.238  -1.4578  -3.5154  -0.0941
 C0R  H161  H  HCH2  0   0.237  -3.9801  -2.3725  -0.8919
 C0R  H162  H  HCH2  0   0.243  -3.6214  -3.0004   0.7000
 C0R  H17   H  HCH1  0   0.254  -3.0717  -0.9017   1.5922
 C0R  H181  H  HCH3  0   0.250  -1.4399   0.3483  -2.1760
 C0R  H182  H  HCH3  0   0.232  -2.8757  -0.6621  -2.1136
 C0R  H183  H  HCH3  0   0.226  -2.9700   1.0335  -1.6700
 C0R  H191  H  HCH3  0   0.227   3.6292   0.8260  -2.0238
 C0R  H192  H  HCH3  0   0.235   2.0510   0.1730  -2.4224
 C0R  H193  H  HCH3  0   0.249   2.2012   1.8541  -1.9413
 C0R  H211  H  HCH2  0   0.240  -4.9399   0.3475   2.3574
 C0R  H212  H  HCH2  0   0.236  -3.9937   1.5592   1.5210
 C0R  HO2   H  HOH1  0   0.447  -0.6632   2.7071  -1.0570
 C0R  HO4   H  HOH1  0   0.462  -6.2026   2.2310   1.8188

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
 C0R  C1   C2    single  1.521  0.020  1.521
 C0R  C1   C10   single  1.535  0.020  1.535
 C0R  C1   H11A  single  0.970  0.020  1.090
 C0R  C1   H12   single  0.970  0.020  1.090
 C0R  C2   C3    single  1.503  0.020  1.503
 C0R  C2   H21   single  0.970  0.020  1.090
 C0R  C2   H22   single  0.970  0.020  1.090
 C0R  C3   C4    single  1.461  0.020  1.461
 C0R  C3   O1    double  1.220  0.020  1.220
 C0R  C4   C5    double  1.344  0.020  1.344
 C0R  C4   H4    single  0.930  0.020  1.080
 C0R  C5   C6    single  1.496  0.020  1.496
 C0R  C5   C10   single  1.516  0.020  1.516
 C0R  C6   C7    single  1.522  0.020  1.522
 C0R  C6   H61   single  0.970  0.020  1.090
 C0R  C6   H62   single  0.970  0.020  1.090
 C0R  C7   C8    single  1.526  0.020  1.526
 C0R  C7   H71   single  0.970  0.020  1.090
 C0R  C7   H72   single  0.970  0.020  1.090
 C0R  C8   C9    single  1.539  0.020  1.539
 C0R  C8   C14   single  1.522  0.020  1.522
 C0R  C8   H8    single  0.970  0.020  1.090
 C0R  C9   C10   single  1.562  0.020  1.562
 C0R  C9   C11   single  1.537  0.020  1.537
 C0R  C9   H9    single  0.970  0.020  1.090
 C0R  C10  C19   single  1.542  0.020  1.542
 C0R  C11  C12   single  1.536  0.020  1.536
 C0R  C11  O2    single  1.412  0.020  1.412
 C0R  C11  H11   single  0.970  0.020  1.090
 C0R  C12  C13   single  1.525  0.020  1.525
 C0R  C12  H121  single  0.970  0.020  1.090
 C0R  C12  H122  single  0.970  0.020  1.090
 C0R  C13  C14   single  1.533  0.020  1.533
 C0R  C13  C17   single  1.557  0.020  1.557
 C0R  C13  C18   single  1.532  0.020  1.532
 C0R  C14  C15   single  1.525  0.020  1.525
 C0R  C14  H14   single  0.970  0.020  1.090
 C0R  C15  C16   single  1.545  0.020  1.545
 C0R  C15  H151  single  0.970  0.020  1.090
 C0R  C15  H152  single  0.970  0.020  1.090
 C0R  C16  C17   single  1.542  0.020  1.542
 C0R  C16  H161  single  0.970  0.020  1.090
 C0R  C16  H162  single  0.970  0.020  1.090
 C0R  C17  C20   single  1.508  0.020  1.508
 C0R  C17  H17   single  0.970  0.020  1.090
 C0R  C18  H181  single  0.970  0.020  1.090
 C0R  C18  H182  single  0.970  0.020  1.090
 C0R  C18  H183  single  0.970  0.020  1.090
 C0R  C19  H191  single  0.970  0.020  1.090
 C0R  C19  H192  single  0.970  0.020  1.090
 C0R  C19  H193  single  0.970  0.020  1.090
 C0R  C20  C21   single  1.508  0.020  1.508
 C0R  C20  O3    double  1.209  0.020  1.209
 C0R  C21  O4    single  1.394  0.020  1.394
 C0R  C21  H211  single  0.970  0.020  1.090
 C0R  C21  H212  single  0.970  0.020  1.090
 C0R  O2   HO2   single  0.850  0.020  0.980
 C0R  O4   HO4   single  0.850  0.020  0.980

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
 C0R  H12   C1   H11A  106.43  3.000
 C0R  H12   C1   C10   109.68  3.000
 C0R  H11A  C1   C10   109.20  3.000
 C0R  H12   C1   C2    109.31  3.000
 C0R  H11A  C1   C2    108.30  3.000
 C0R  C10   C1   C2    113.65  3.000
 C0R  H22   C2   H21   106.66  3.000
 C0R  H22   C2   C3    107.38  3.000
 C0R  H21   C2   C3    109.90  3.000
 C0R  H22   C2   C1    110.61  3.000
 C0R  H21   C2   C1    111.04  3.000
 C0R  C3    C2   C1    111.09  3.000
 C0R  O1    C3   C4    121.68  3.000
 C0R  O1    C3   C2    122.62  3.000
 C0R  C4    C3   C2    115.60  3.000
 C0R  H4    C4   C5    119.64  3.000
 C0R  H4    C4   C3    116.68  3.000
 C0R  C5    C4   C3    123.51  3.000
 C0R  C10   C5   C6    116.16  3.000
 C0R  C10   C5   C4    123.32  3.000
 C0R  C6    C5   C4    120.46  3.000
 C0R  H62   C6   H61   106.39  3.000
 C0R  H62   C6   C7    109.06  3.000
 C0R  H61   C6   C7    110.61  3.000
 C0R  H62   C6   C5    107.86  3.000
 C0R  H61   C6   C5    110.29  3.000
 C0R  C7    C6   C5    112.41  3.000
 C0R  H72   C7   H71   106.42  3.000
 C0R  H72   C7   C8    110.34  3.000
 C0R  H71   C7   C8    108.68  3.000
 C0R  H72   C7   C6    109.24  3.000
 C0R  H71   C7   C6    109.07  3.000
 C0R  C8    C7   C6    112.88  3.000
 C0R  H8    C8   C14   109.74  3.000
 C0R  H8    C8   C9    110.45  3.000
 C0R  C14   C8   C9    108.42  3.000
 C0R  H8    C8   C7    109.07  3.000
 C0R  C14   C8   C7    109.36  3.000
 C0R  C9    C8   C7    109.80  3.000
 C0R  H9    C9   C11   103.59  3.000
 C0R  H9    C9   C10   104.54  3.000
 C0R  C11   C9   C10   114.40  3.000
 C0R  H9    C9   C8    104.79  3.000
 C0R  C11   C9   C8    113.99  3.000
 C0R  C10   C9   C8    113.93  3.000
 C0R  C19   C10  C9    114.43  3.000
 C0R  C19   C10  C5    106.20  3.000
 C0R  C9    C10  C5    107.23  3.000
 C0R  C19   C10  C1    110.22  3.000
 C0R  C9    C10  C1    108.55  3.000
 C0R  C5    C10  C1    110.11  3.000
 C0R  H11   C11  O2    109.37  3.000
 C0R  H11   C11  C12   106.15  3.000
 C0R  O2    C11  C12   111.80  3.000
 C0R  H11   C11  C9    107.07  3.000
 C0R  O2    C11  C9    109.98  3.000
 C0R  C12   C11  C9    112.26  3.000
 C0R  H122  C12  H121  105.85  3.000
 C0R  H122  C12  C13   108.71  3.000
 C0R  H121  C12  C13   112.05  3.000
 C0R  H122  C12  C11   107.93  3.000
 C0R  H121  C12  C11   108.32  3.000
 C0R  C13   C12  C11   113.62  3.000
 C0R  C18   C13  C17   109.85  3.000
 C0R  C18   C13  C14   112.57  3.000
 C0R  C17   C13  C14    98.79  3.000
 C0R  C18   C13  C12   112.45  3.000
 C0R  C17   C13  C12   115.09  3.000
 C0R  C14   C13  C12   107.34  3.000
 C0R  H14   C14  C15   106.58  3.000
 C0R  H14   C14  C13   105.80  3.000
 C0R  C15   C14  C13   104.30  3.000
 C0R  H14   C14  C8    105.67  3.000
 C0R  C15   C14  C8    119.41  3.000
 C0R  C13   C14  C8    114.14  3.000
 C0R  H152  C15  H151  106.80  3.000
 C0R  H152  C15  C16   111.87  3.000
 C0R  H151  C15  C16   111.27  3.000
 C0R  H152  C15  C14   112.17  3.000
 C0R  H151  C15  C14   111.01  3.000
 C0R  C16   C15  C14   103.83  3.000
 C0R  H162  C16  H161  106.68  3.000
 C0R  H162  C16  C17   110.20  3.000
 C0R  H161  C16  C17   110.82  3.000
 C0R  H162  C16  C15   111.88  3.000
 C0R  H161  C16  C15   111.15  3.000
 C0R  C17   C16  C15   106.17  3.000
 C0R  H17   C17  C20   107.37  3.000
 C0R  H17   C17  C16   109.35  3.000
 C0R  C20   C17  C16   114.61  3.000
 C0R  H17   C17  C13   106.48  3.000
 C0R  C20   C17  C13   114.94  3.000
 C0R  C16   C17  C13   103.75  3.000
 C0R  H183  C18  H182  107.13  3.000
 C0R  H183  C18  H181  107.07  3.000
 C0R  H182  C18  H181  107.67  3.000
 C0R  H183  C18  C13   110.76  3.000
 C0R  H182  C18  C13   112.04  3.000
 C0R  H181  C18  C13   111.92  3.000
 C0R  H193  C19  H192  107.58  3.000
 C0R  H193  C19  H191  108.00  3.000
 C0R  H192  C19  H191  107.01  3.000
 C0R  H193  C19  C10   111.23  3.000
 C0R  H192  C19  C10   112.35  3.000
 C0R  H191  C19  C10   110.46  3.000
 C0R  O3    C20  C21   121.49  3.000
 C0R  O3    C20  C17   123.60  3.000
 C0R  C21   C20  C17   114.91  3.000
 C0R  H212  C21  H211  105.32  3.000
 C0R  H212  C21  O4    112.98  3.000
 C0R  H211  C21  O4    113.03  3.000
 C0R  H212  C21  C20   108.05  3.000
 C0R  H211  C21  C20   106.67  3.000
 C0R  O4    C21  C20   110.42  3.000
 C0R  HO2   O2   C11   107.93  3.000
 C0R  HO4   O4   C21   107.93  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
 C0R  Var_01  C6   C5   C4   C3   170.35   0.0  0
 C0R  Var_02  C4   C3   C2   C1    36.10  30.0  1
 C0R  Var_03  C5   C4   C3   C2    -5.79  30.0  1
 C0R  Var_04  C10  C1   C2   C3   -56.17  30.0  1
 C0R  Var_05  C7   C6   C5   C4   130.51  30.0  1
 C0R  Var_06  C8   C7   C6   C5    50.78  30.0  1
 C0R  Var_07  C17  C16  C15  C14    6.78  30.0  1
 C0R  Var_08  O4   C21  C20  C17  176.19  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
 C0R  chir_01  C8   C7   C9   C14  positiv
 C0R  chir_02  C9   C11  C10  C8   positiv
 C0R  chir_03  C10  C9   C5   C1   positiv
 C0R  chir_04  C11  O2   C12  C9   negativ
 C0R  chir_05  C13  C14  C17  C12  negativ
 C0R  chir_06  C14  C8   C13  C15  negativ
 C0R  chir_07  C17  C13  C16  C20  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
 C0R  plan-1  C2   0.020
 C0R  plan-1  C3   0.020
 C0R  plan-1  C4   0.020
 C0R  plan-1  O1   0.020
 C0R  plan-2  C17  0.020
 C0R  plan-2  C20  0.020
 C0R  plan-2  C21  0.020
 C0R  plan-2  O3   0.020
 C0R  plan-3  C3   0.020
 C0R  plan-3  C4   0.020
 C0R  plan-3  C5   0.020
 C0R  plan-3  C6   0.020
 C0R  plan-3  C10  0.020
 C0R  plan-3  H4   0.020

