# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 16:01:50 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: (9beta,13alpha,16beta,17beta)-estra-1(10),2,4-triene-3,16,17-triol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@@H](O)[C@@H]2O
#
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
 ESL  ESL  (9beta,13alpha,16beta,17beta)-estra-1(10),2,4-triene-3,16,17-triol  ligand  45  21  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ESL
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
 ESL  C2    C  CH1   0  -0.260   0.5902   0.4497   0.6060
 ESL  C3    C  CH2   0  -0.455   0.0053   1.8363   0.3015
 ESL  C4    C  CH2   0  -0.404  -1.5031   1.9157   0.5596
 ESL  C5    C  CT    0  -0.111  -2.2505   0.8061  -0.1717
 ESL  C6    C  CH3   0  -0.674  -2.1898   1.0408  -1.6861
 ESL  C7    C  CH1   0   0.079  -3.6957   0.5753   0.2687
 ESL  O1    O  OH1   0  -0.674  -4.5691   1.5715  -0.1971
 ESL  C8    C  CH1   0   0.031  -4.0135  -0.8448  -0.2323
 ESL  O2    O  OH1   0  -0.680  -4.9785  -1.4217   0.6227
 ESL  C9    C  CH2   0  -0.487  -2.6506  -1.5777  -0.2654
 ESL  C10   C  CH1   0  -0.195  -1.6503  -0.5427   0.2527
 ESL  C12   C  CH1   0  -0.237  -0.1839  -0.6678  -0.1117
 ESL  C14   C  CH2   0  -0.429   0.4260  -2.0112   0.2568
 ESL  C15   C  CH2   0  -0.506   1.8405  -2.1082  -0.2914
 ESL  C16   C  CR6   0   0.073   2.6618  -0.8650  -0.0587
 ESL  C17   C  CR16  0  -0.432   4.0371  -0.9434  -0.2724
 ESL  C18   C  CR6   0   0.352   4.8609   0.1583  -0.0941
 ESL  O3    O  OH1   0  -0.639   6.1961   0.1142  -0.2957
 ESL  C19   C  CR16  0  -0.341   4.2972   1.3635   0.3142
 ESL  C20   C  CR16  0  -0.314   2.9313   1.4376   0.5235
 ESL  C21   C  CR6   0   0.098   2.0813   0.3449   0.3385
 ESL  H2    H  HCH1  0   0.226   0.4397   0.2744   1.6829
 ESL  H31   H  HCH2  0   0.222   0.2311   2.1074  -0.7341
 ESL  H32   H  HCH2  0   0.239   0.4935   2.5933   0.9184
 ESL  H41   H  HCH2  0   0.228  -1.8723   2.9017   0.2633
 ESL  H42   H  HCH2  0   0.216  -1.6868   1.8233   1.6363
 ESL  H61   H  HCH3  0   0.233  -1.1643   1.1193  -2.0444
 ESL  H62   H  HCH3  0   0.230  -2.6652   0.2448  -2.2613
 ESL  H63   H  HCH3  0   0.236  -2.6904   1.9742  -1.9455
 ESL  H7    H  HCH1  0   0.200  -3.7066   0.5424   1.3713
 ESL  HO1   H  HOH1  0   0.449  -5.4489   1.3851   0.1445
 ESL  H8    H  HCH1  0   0.204  -4.4158  -0.7706  -1.2510
 ESL  HO2   H  HOH1  0   0.449  -5.2660  -2.2535   0.2350
 ESL  H91   H  HCH2  0   0.227  -2.4002  -1.8984  -1.2797
 ESL  H92   H  HCH2  0   0.239  -2.6722  -2.4756   0.3550
 ESL  H10   H  HCH1  0   0.217  -1.7047  -0.5699   1.3516
 ESL  H12   H  HCH1  0   0.218  -0.0759  -0.5381  -1.1973
 ESL  H141  H  HCH2  0   0.217   0.4289  -2.1205   1.3470
 ESL  H142  H  HCH2  0   0.240  -0.1703  -2.8358  -0.1408
 ESL  H151  H  HCH2  0   0.247   2.3583  -2.9712   0.1346
 ESL  H152  H  HCH2  0   0.243   1.7940  -2.2946  -1.3697
 ESL  H17   H  HCR6  0   0.256   4.4660  -1.8910  -0.5854
 ESL  HO3   H  HOH1  0   0.471   6.4624  -0.7692  -0.5736
 ESL  H19   H  HCR6  0   0.255   4.9240   2.2331   0.4687
 ESL  H20   H  HCR6  0   0.243   2.5257   2.3868   0.8486

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
 ESL  C2   C3    single    1.535  0.020  1.535
 ESL  C2   C12   single    1.537  0.020  1.537
 ESL  C2   C21   single    1.519  0.020  1.519
 ESL  C2   H2    single    0.970  0.020  1.090
 ESL  C3   C4    single    1.532  0.020  1.532
 ESL  C3   H31   single    0.970  0.020  1.090
 ESL  C3   H32   single    0.970  0.020  1.090
 ESL  C4   C5    single    1.525  0.020  1.525
 ESL  C4   H41   single    0.970  0.020  1.090
 ESL  C4   H42   single    0.970  0.020  1.090
 ESL  C5   C6    single    1.534  0.020  1.534
 ESL  C5   C7    single    1.528  0.020  1.528
 ESL  C5   C10   single    1.536  0.020  1.536
 ESL  C6   H61   single    0.970  0.020  1.090
 ESL  C6   H62   single    0.970  0.020  1.090
 ESL  C6   H63   single    0.970  0.020  1.090
 ESL  C7   O1    single    1.404  0.020  1.404
 ESL  C7   C8    single    1.539  0.020  1.539
 ESL  C7   H7    single    0.970  0.020  1.090
 ESL  O1   HO1   single    0.850  0.020  0.980
 ESL  C8   O2    single    1.412  0.020  1.412
 ESL  C8   C9    single    1.548  0.020  1.548
 ESL  C8   H8    single    0.970  0.020  1.090
 ESL  O2   HO2   single    0.850  0.020  0.980
 ESL  C9   C10   single    1.530  0.020  1.530
 ESL  C9   H91   single    0.970  0.020  1.090
 ESL  C9   H92   single    0.970  0.020  1.090
 ESL  C10  C12   single    1.516  0.020  1.516
 ESL  C10  H10   single    0.970  0.020  1.090
 ESL  C12  C14   single    1.521  0.020  1.521
 ESL  C12  H12   single    0.970  0.020  1.090
 ESL  C14  C15   single    1.520  0.020  1.520
 ESL  C14  H141  single    0.970  0.020  1.090
 ESL  C14  H142  single    0.970  0.020  1.090
 ESL  C15  C16   single    1.508  0.020  1.508
 ESL  C15  H151  single    0.970  0.020  1.090
 ESL  C15  H152  single    0.970  0.020  1.090
 ESL  C16  C17   aromatic  1.394  0.020  1.394
 ESL  C16  C21   aromatic  1.399  0.020  1.399
 ESL  C17  C18   aromatic  1.387  0.020  1.387
 ESL  C17  H17   single    0.930  0.020  1.080
 ESL  C18  O3    single    1.351  0.020  1.351
 ESL  C18  C19   aromatic  1.392  0.020  1.392
 ESL  O3   HO3   single    0.850  0.020  0.980
 ESL  C19  C20   aromatic  1.384  0.020  1.384
 ESL  C19  H19   single    0.930  0.020  1.080
 ESL  C20  C21   aromatic  1.397  0.020  1.397
 ESL  C20  H20   single    0.930  0.020  1.080

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
 ESL  H2    C2   C21   107.19  3.000
 ESL  H2    C2   C12   105.78  3.000
 ESL  C21   C2   C12   111.23  3.000
 ESL  H2    C2   C3    106.59  3.000
 ESL  C21   C2   C3    113.67  3.000
 ESL  C12   C2   C3    111.84  3.000
 ESL  H32   C3   H31   105.71  3.000
 ESL  H32   C3   C4    108.01  3.000
 ESL  H31   C3   C4    110.47  3.000
 ESL  H32   C3   C2    110.11  3.000
 ESL  H31   C3   C2    109.44  3.000
 ESL  C4    C3   C2    112.85  3.000
 ESL  H42   C4   H41   106.59  3.000
 ESL  H42   C4   C5    109.12  3.000
 ESL  H41   C4   C5    111.15  3.000
 ESL  H42   C4   C3    109.02  3.000
 ESL  H41   C4   C3    109.47  3.000
 ESL  C5    C4   C3    111.35  3.000
 ESL  C10   C5   C7     99.05  3.000
 ESL  C10   C5   C6    113.06  3.000
 ESL  C7    C5   C6    110.18  3.000
 ESL  C10   C5   C4    108.36  3.000
 ESL  C7    C5   C4    115.80  3.000
 ESL  C6    C5   C4    110.05  3.000
 ESL  H63   C6   H62   107.40  3.000
 ESL  H63   C6   H61   106.99  3.000
 ESL  H62   C6   H61   106.82  3.000
 ESL  H63   C6   C5    110.35  3.000
 ESL  H62   C6   C5    113.06  3.000
 ESL  H61   C6   C5    111.90  3.000
 ESL  H7    C7   C8    107.21  3.000
 ESL  H7    C7   O1    110.28  3.000
 ESL  C8    C7   O1    114.72  3.000
 ESL  H7    C7   C5    107.57  3.000
 ESL  C8    C7   C5    103.93  3.000
 ESL  O1    C7   C5    112.67  3.000
 ESL  HO1   O1   C7    108.27  3.000
 ESL  H8    C8   C9    109.57  3.000
 ESL  H8    C8   O2    109.81  3.000
 ESL  C9    C8   O2    114.91  3.000
 ESL  H8    C8   C7    108.38  3.000
 ESL  C9    C8   C7    105.19  3.000
 ESL  O2    C8   C7    108.72  3.000
 ESL  HO2   O2   C8    108.27  3.000
 ESL  H92   C9   H91   106.89  3.000
 ESL  H92   C9   C10   112.15  3.000
 ESL  H91   C9   C10   111.29  3.000
 ESL  H92   C9   C8    111.09  3.000
 ESL  H91   C9   C8    111.13  3.000
 ESL  C10   C9   C8    104.37  3.000
 ESL  H10   C10  C12   106.60  3.000
 ESL  H10   C10  C9    106.81  3.000
 ESL  C12   C10  C9    119.68  3.000
 ESL  H10   C10  C5    106.16  3.000
 ESL  C12   C10  C5    112.58  3.000
 ESL  C9    C10  C5    104.18  3.000
 ESL  H12   C12  C14   107.71  3.000
 ESL  H12   C12  C10   108.84  3.000
 ESL  C14   C12  C10   113.74  3.000
 ESL  H12   C12  C2    109.02  3.000
 ESL  C14   C12  C2    109.09  3.000
 ESL  C10   C12  C2    108.36  3.000
 ESL  H142  C14  H141  106.76  3.000
 ESL  H142  C14  C15   109.18  3.000
 ESL  H141  C14  C15   110.49  3.000
 ESL  H142  C14  C12   111.07  3.000
 ESL  H141  C14  C12   109.29  3.000
 ESL  C15   C14  C12   110.01  3.000
 ESL  H152  C15  H151  105.63  3.000
 ESL  H152  C15  C16   108.38  3.000
 ESL  H151  C15  C16   109.44  3.000
 ESL  H152  C15  C14   109.05  3.000
 ESL  H151  C15  C14   110.53  3.000
 ESL  C16   C15  C14   113.48  3.000
 ESL  C21   C16  C17   120.09  3.000
 ESL  C21   C16  C15   122.05  3.000
 ESL  C17   C16  C15   117.85  3.000
 ESL  H17   C17  C18   119.70  3.000
 ESL  H17   C17  C16   118.87  3.000
 ESL  C18   C17  C16   121.43  3.000
 ESL  C19   C18  O3    118.18  3.000
 ESL  C19   C18  C17   119.01  3.000
 ESL  O3    C18  C17   122.81  3.000
 ESL  HO3   O3   C18   110.25  3.000
 ESL  H19   C19  C20   120.44  3.000
 ESL  H19   C19  C18   120.19  3.000
 ESL  C20   C19  C18   119.38  3.000
 ESL  H20   C20  C21   119.86  3.000
 ESL  H20   C20  C19   117.54  3.000
 ESL  C21   C20  C19   122.60  3.000
 ESL  C20   C21  C16   117.49  3.000
 ESL  C20   C21  C2    121.35  3.000
 ESL  C16   C21  C2    121.13  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
 ESL  CONST_01  C19  C18  C17  C16    0.00   0.0  0
 ESL  CONST_02  C19  C20  C21  C16    0.00   0.0  0
 ESL  CONST_03  C20  C21  C16  C17    0.00   0.0  0
 ESL  CONST_04  C20  C19  C18  C17    0.00   0.0  0
 ESL  CONST_05  C21  C16  C17  C18    0.00   0.0  0
 ESL  CONST_06  C21  C20  C19  C18    0.00   0.0  0
 ESL  CONST_07  O3   C18  C17  C16  180.00   0.0  0
 ESL  CONST_08  C20  C19  C18  O3   180.00   0.0  0
 ESL  CONST_09  H20  C20  C21  C2     0.00   0.0  0
 ESL  CONST_10  H17  C17  C16  C15    0.00   0.0  0
 ESL  CONST_11  H19  C19  C18  C17  180.00   0.0  0
 ESL  Var_01    C5   C4   C3   C2   -52.98  30.0  1
 ESL  Var_02    C16  C15  C14  C12   45.05  30.0  1
 ESL  Var_03    C17  C16  C15  C14  167.19  30.0  1

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
 ESL  chir_01  C2   C3   C12  C21  negativ
 ESL  chir_02  C5   C7   C10  C4   positiv
 ESL  chir_03  C7   O1   C8   C5   negativ
 ESL  chir_04  C8   O2   C7   C9   negativ
 ESL  chir_05  C10  C12  C9   C5   positiv
 ESL  chir_06  C12  C14  C10  C2   negativ

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
 ESL  plan-1  C2   0.020
 ESL  plan-1  C15  0.020
 ESL  plan-1  C16  0.020
 ESL  plan-1  C17  0.020
 ESL  plan-1  C18  0.020
 ESL  plan-1  O3   0.020
 ESL  plan-1  C19  0.020
 ESL  plan-1  C20  0.020
 ESL  plan-1  C21  0.020
 ESL  plan-1  H17  0.020
 ESL  plan-1  H19  0.020
 ESL  plan-1  H20  0.020

