# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 17:11:19 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: (3aS,4R,9bR)-4-(4-hydroxyphenyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-9-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)[C@@H]2Oc3cccc(O)c3[C@@H]4CCC[C@H]24
#
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
 WST  WST  (3aS,4R,9bR)-4-(4-hydroxyphenyl)-1,2,3,3a,4,9b-hexahydrocyclopenta[c]chromen-9-ol  ligand  39  21  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WST
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
 WST  C1    C  CR6   0  -0.093   2.3176   0.1281   0.3320
 WST  C2    C  CR6   0   0.330   3.6955   0.3222   0.4940
 WST  O3    O  OH1   0  -0.631   4.4982  -0.6507   0.9787
 WST  C4    C  CR16  0  -0.363   4.3049   1.5208   0.1404
 WST  C5    C  CR16  0  -0.251   3.5319   2.5489  -0.3776
 WST  C6    C  CR16  0  -0.381   2.1626   2.4056  -0.5160
 WST  C7    C  CR6   0   0.357   1.5681   1.2006  -0.1504
 WST  O8    O  O2    0  -0.499   0.2253   1.1149  -0.2918
 WST  C9    C  CH1   0   0.001  -0.4235   0.1879   0.5643
 WST  C11   C  CH1   0  -0.271   0.1605  -1.2039   0.3855
 WST  C13   C  CH1   0  -0.325   1.6914  -1.2177   0.6029
 WST  C15   C  CH2   0  -0.443   2.2222  -2.3135  -0.3707
 WST  C16   C  CH2   0  -0.443   0.9800  -2.9713  -0.9746
 WST  C17   C  CH2   0  -0.426  -0.0548  -1.8543  -0.9789
 WST  C18   C  CR6   0   0.064  -1.9009   0.2407   0.2894
 WST  C19   C  CR16  0  -0.291  -2.4242   0.5909  -0.9523
 WST  C20   C  CR16  0  -0.324  -3.7914   0.5857  -1.1797
 WST  C21   C  CR6   0   0.341  -4.6701   0.2225  -0.1622
 WST  O22   O  OH1   0  -0.633  -5.9915   0.2361  -0.4323
 WST  C23   C  CR16  0  -0.370  -4.1591  -0.1317   1.0833
 WST  C24   C  CR16  0  -0.289  -2.7893  -0.1156   1.2973
 WST  HO3   H  HOH1  0   0.481   3.9872  -1.3962   1.3116
 WST  H4    H  HCR6  0   0.256   5.3732   1.6387   0.2702
 WST  H5    H  HCR6  0   0.256   4.0035   3.4808  -0.6612
 WST  H6    H  HCR6  0   0.255   1.5516   3.2143  -0.8961
 WST  H9    H  HCH1  0   0.245  -0.2506   0.4960   1.6060
 WST  H11   H  HCH1  0   0.261  -0.2992  -1.8437   1.1449
 WST  H13   H  HCH1  0   0.272   1.8904  -1.5082   1.6405
 WST  H151  H  HCH2  0   0.239   2.8162  -1.8534  -1.1629
 WST  H152  H  HCH2  0   0.240   2.8664  -3.0377   0.1304
 WST  H161  H  HCH2  0   0.237   1.1709  -3.3895  -1.9637
 WST  H162  H  HCH2  0   0.224   0.6333  -3.7902  -0.3385
 WST  H171  H  HCH2  0   0.242  -1.0758  -2.2122  -1.1157
 WST  H172  H  HCH2  0   0.226   0.1544  -1.1458  -1.7864
 WST  H19   H  HCR6  0   0.250  -1.7690   0.8788  -1.7637
 WST  H20   H  HCR6  0   0.262  -4.1809   0.8675  -2.1501
 WST  HO22  H  HOH1  0   0.474  -6.4945  -0.0335   0.3440
 WST  H23   H  HCR6  0   0.270  -4.8261  -0.4098   1.8916
 WST  H24   H  HCR6  0   0.254  -2.4113  -0.3865   2.2766

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
 WST  C1   C13   single    1.509  0.020  1.509
 WST  C1   C2    aromatic  1.401  0.020  1.401
 WST  C1   C7    aromatic  1.394  0.020  1.394
 WST  C2   O3    single    1.351  0.020  1.351
 WST  C2   C4    aromatic  1.390  0.020  1.390
 WST  O3   HO3   single    0.850  0.020  0.980
 WST  C4   C5    aromatic  1.387  0.020  1.387
 WST  C4   H4    single    0.930  0.020  1.080
 WST  C5   C6    aromatic  1.384  0.020  1.384
 WST  C5   H5    single    0.930  0.020  1.080
 WST  C6   C7    aromatic  1.393  0.020  1.393
 WST  C6   H6    single    0.930  0.020  1.080
 WST  C7   O8    single    1.353  0.020  1.353
 WST  O8   C9    single    1.419  0.020  1.419
 WST  C9   C11   single    1.520  0.020  1.520
 WST  C9   C18   single    1.504  0.020  1.504
 WST  C9   H9    single    0.970  0.020  1.090
 WST  C11  C17   single    1.527  0.020  1.527
 WST  C11  C13   single    1.546  0.020  1.546
 WST  C11  H11   single    0.970  0.020  1.090
 WST  C13  C15   single    1.559  0.020  1.559
 WST  C13  H13   single    0.970  0.020  1.090
 WST  C15  C16   single    1.530  0.020  1.530
 WST  C15  H151  single    0.970  0.020  1.090
 WST  C15  H152  single    0.970  0.020  1.090
 WST  C16  C17   single    1.523  0.020  1.523
 WST  C16  H161  single    0.970  0.020  1.090
 WST  C16  H162  single    0.970  0.020  1.090
 WST  C17  H171  single    0.970  0.020  1.090
 WST  C17  H172  single    0.970  0.020  1.090
 WST  C18  C24   aromatic  1.390  0.020  1.390
 WST  C18  C19   aromatic  1.392  0.020  1.392
 WST  C19  C20   aromatic  1.386  0.020  1.386
 WST  C19  H19   single    0.930  0.020  1.080
 WST  C20  C21   aromatic  1.393  0.020  1.393
 WST  C20  H20   single    0.930  0.020  1.080
 WST  C21  O22   single    1.349  0.020  1.349
 WST  C21  C23   aromatic  1.392  0.020  1.392
 WST  O22  HO22  single    0.850  0.020  0.980
 WST  C23  C24   aromatic  1.386  0.020  1.386
 WST  C23  H23   single    0.930  0.020  1.080
 WST  C24  H24   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
 WST  C13   C1   C7    121.67  3.000
 WST  C7    C1   C2    117.53  3.000
 WST  C13   C1   C2    120.73  3.000
 WST  C4    C2   O3    116.85  3.000
 WST  C4    C2   C1    121.41  3.000
 WST  O3    C2   C1    121.74  3.000
 WST  HO3   O3   C2    111.48  3.000
 WST  H4    C4   C5    120.93  3.000
 WST  H4    C4   C2    119.73  3.000
 WST  C5    C4   C2    119.33  3.000
 WST  H5    C5   C6    119.61  3.000
 WST  H5    C5   C4    119.57  3.000
 WST  C6    C5   C4    120.81  3.000
 WST  H6    C6   C7    119.85  3.000
 WST  H6    C6   C5    121.09  3.000
 WST  C7    C6   C5    119.06  3.000
 WST  O8    C7   C6    116.81  3.000
 WST  O8    C7   C1    121.39  3.000
 WST  C6    C7   C1    121.79  3.000
 WST  C9    O8   C7    115.60  3.000
 WST  H9    C9   C18   108.53  3.000
 WST  H9    C9   C11   107.91  3.000
 WST  C18   C9   C11   112.84  3.000
 WST  H9    C9   O8    108.45  3.000
 WST  C18   C9   O8    108.42  3.000
 WST  C11   C9   O8    110.58  3.000
 WST  H11   C11  C17   108.17  3.000
 WST  H11   C11  C13   108.25  3.000
 WST  C17   C11  C13   105.16  3.000
 WST  H11   C11  C9    107.00  3.000
 WST  C13   C11  C9    111.84  3.000
 WST  C17   C11  C9    116.17  3.000
 WST  H13   C13  C15   110.07  3.000
 WST  H13   C13  C11   108.38  3.000
 WST  C15   C13  C11   104.81  3.000
 WST  H13   C13  C1    109.34  3.000
 WST  C15   C13  C1    111.93  3.000
 WST  C11   C13  C1    112.19  3.000
 WST  H152  C15  H151  106.96  3.000
 WST  H152  C15  C16   112.04  3.000
 WST  H151  C15  C16   109.66  3.000
 WST  H152  C15  C13   112.38  3.000
 WST  H151  C15  C13   110.01  3.000
 WST  C16   C15  C13   105.80  3.000
 WST  H162  C16  H161  107.21  3.000
 WST  H162  C16  C17   109.61  3.000
 WST  H161  C16  C17   113.43  3.000
 WST  H162  C16  C15   110.48  3.000
 WST  H161  C16  C15   112.38  3.000
 WST  C17   C16  C15   103.74  3.000
 WST  H172  C17  H171  107.39  3.000
 WST  H172  C17  C16   110.31  3.000
 WST  H171  C17  C16   113.32  3.000
 WST  H172  C17  C11   110.89  3.000
 WST  H171  C17  C11   112.58  3.000
 WST  C16   C17  C11   102.37  3.000
 WST  C24   C18  C19   118.09  3.000
 WST  C19   C18  C9    122.77  3.000
 WST  C24   C18  C9    119.10  3.000
 WST  H19   C19  C20   118.39  3.000
 WST  H19   C19  C18   120.54  3.000
 WST  C20   C19  C18   121.07  3.000
 WST  H20   C20  C21   119.71  3.000
 WST  H20   C20  C19   120.05  3.000
 WST  C21   C20  C19   120.23  3.000
 WST  C23   C21  O22   122.77  3.000
 WST  C23   C21  C20   119.24  3.000
 WST  O22   C21  C20   117.99  3.000
 WST  HO22  O22  C21   110.32  3.000
 WST  H23   C23  C24   119.71  3.000
 WST  H23   C23  C21   120.43  3.000
 WST  C24   C23  C21   119.85  3.000
 WST  H24   C24  C23   118.75  3.000
 WST  H24   C24  C18   119.75  3.000
 WST  C23   C24  C18   121.50  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
 WST  CONST_01  C5   C4   C2   C1     0.00   0.0  0
 WST  CONST_02  C5   C6   C7   C1     0.00   0.0  0
 WST  CONST_03  C6   C7   C1   C2     0.00   0.0  0
 WST  CONST_04  C6   C5   C4   C2     0.00   0.0  0
 WST  CONST_05  C7   C1   C2   C4     0.00   0.0  0
 WST  CONST_06  C7   C6   C5   C4     0.00   0.0  0
 WST  CONST_07  C21  C23  C24  C18    0.00   0.0  0
 WST  CONST_08  C21  C20  C19  C18    0.00   0.0  0
 WST  CONST_09  C23  C24  C18  C19    0.00   0.0  0
 WST  CONST_10  C23  C21  C20  C19    0.00   0.0  0
 WST  CONST_11  C24  C18  C19  C20    0.00   0.0  0
 WST  CONST_12  C24  C23  C21  C20    0.00   0.0  0
 WST  CONST_13  C23  C24  C18  C9   180.00   0.0  0
 WST  CONST_14  C20  C19  C18  C9   180.00   0.0  0
 WST  CONST_15  C13  C1   C2   O3     0.00   0.0  0
 WST  CONST_16  C7   C1   C2   O3   180.00   0.0  0
 WST  CONST_17  C5   C4   C2   O3   180.00   0.0  0
 WST  CONST_18  O22  C21  C20  C19  180.00   0.0  0
 WST  CONST_19  C24  C23  C21  O22  180.00   0.0  0
 WST  CONST_20  H4   C4   C2   C1   180.00   0.0  0
 WST  CONST_21  H6   C6   C7   C1   180.00   0.0  0
 WST  CONST_22  H5   C5   C4   C2   180.00   0.0  0
 WST  CONST_23  H24  C24  C18  C9     0.00   0.0  0
 WST  CONST_24  H19  C19  C18  C9     0.00   0.0  0
 WST  CONST_25  H23  C23  C24  C18  180.00   0.0  0
 WST  CONST_26  H20  C20  C19  C18  180.00   0.0  0
 WST  Var_01    C15  C16  C17  C11  -42.34  30.0  1
 WST  Var_02    C17  C16  C15  C13   29.94  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
 WST  chir_01  C9   O8   C11  C18  positiv
 WST  chir_02  C11  C9   C17  C13  negativ
 WST  chir_03  C13  C15  C11  C1   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
 WST  plan-1  C9   0.020
 WST  plan-1  C18  0.020
 WST  plan-1  C19  0.020
 WST  plan-1  C20  0.020
 WST  plan-1  C21  0.020
 WST  plan-1  O22  0.020
 WST  plan-1  C23  0.020
 WST  plan-1  C24  0.020
 WST  plan-1  H19  0.020
 WST  plan-1  H20  0.020
 WST  plan-1  H23  0.020
 WST  plan-1  H24  0.020
 WST  plan-2  C1   0.020
 WST  plan-2  C2   0.020
 WST  plan-2  O3   0.020
 WST  plan-2  C4   0.020
 WST  plan-2  C5   0.020
 WST  plan-2  C6   0.020
 WST  plan-2  C7   0.020
 WST  plan-2  O8   0.020
 WST  plan-2  C13  0.020
 WST  plan-2  H4   0.020
 WST  plan-2  H5   0.020
 WST  plan-2  H6   0.020

