# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 12:25:51 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)C[C@@H](c1ccccc1)C2=C(O)c3ccccc3OC2=O
#
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
 SWF  SWF  4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one  ligand  39  23  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_SWF
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
 SWF  C1    C  CH3   0  -0.772   3.6090  -0.6506   3.3790
 SWF  C2    C  C     0   0.404   2.2076  -0.9904   2.9566
 SWF  O3    O  O     0  -0.399   1.4090  -1.5034   3.7071
 SWF  C4    C  CH2   0  -0.596   1.8693  -0.6566   1.5235
 SWF  C5    C  CH1   0  -0.360   0.3791  -0.7006   1.1961
 SWF  C6    C  CR6   0   0.182  -0.4624   0.3600   1.8824
 SWF  C7    C  CR16  0  -0.296  -1.8485   0.2059   1.8706
 SWF  C8    C  CR16  0  -0.243  -2.6808   1.1350   2.4757
 SWF  C9    C  CR16  0  -0.276  -2.1373   2.2439   3.1133
 SWF  C10   C  CR16  0  -0.242  -0.7600   2.4056   3.1365
 SWF  C11   C  CR16  0  -0.316   0.0689   1.4722   2.5246
 SWF  C12   C  CR6   0  -0.241   0.1504  -0.7048  -0.2989
 SWF  C13   C  CR6   0   0.461   0.4028   0.3771  -1.0874
 SWF  O14   O  OH1   0  -0.578   0.8656   1.4769  -0.5150
 SWF  C15   C  CR66  0  -0.052   0.1756   0.3254  -2.5165
 SWF  C16   C  CR16  0  -0.323   0.3969   1.3914  -3.3968
 SWF  C17   C  CR16  0  -0.246   0.1617   1.2467  -4.7477
 SWF  C18   C  CR16  0  -0.253  -0.3024   0.0303  -5.2475
 SWF  C19   C  CR16  0  -0.320  -0.5319  -1.0348  -4.3989
 SWF  C20   C  CR66  0   0.356  -0.2913  -0.8782  -3.0400
 SWF  O21   O  O     0  -0.465  -0.5248  -1.9403  -2.2453
 SWF  C22   C  CR6   0   0.519  -0.3304  -1.9245  -0.8982
 SWF  O23   O  OC    0  -0.440  -0.5796  -2.9543  -0.3144
 SWF  H1C1  H  HCH3  0   0.261   3.8777  -1.1376   4.3139
 SWF  H1C2  H  HCH3  0   0.261   4.3280  -0.9184   2.6041
 SWF  H1C3  H  HCH3  0   0.269   3.6849   0.4314   3.5144
 SWF  H4C1  H  HCH2  0   0.277   2.3348   0.2938   1.2534
 SWF  H4C2  H  HCH2  0   0.305   2.3899  -1.4030   0.9114
 SWF  H5    H  HCH1  0   0.281   0.0087  -1.6596   1.5628
 SWF  H7    H  HCR6  0   0.246  -2.2831  -0.6595   1.3828
 SWF  H8    H  HCR6  0   0.252  -3.7535   0.9906   2.4535
 SWF  H9    H  HCR6  0   0.252  -2.7812   2.9725   3.5889
 SWF  H10   H  HCR6  0   0.253  -0.3226   3.2648   3.6289
 SWF  H11   H  HCR6  0   0.239   1.1386   1.6375   2.5520
 SWF  H14   H  HOH1  0   0.495   1.0400   2.1873  -1.1426
 SWF  H16   H  HCR6  0   0.264   0.7541   2.3505  -3.0427
 SWF  H17   H  HCR6  0   0.274   0.3385   2.0771  -5.4167
 SWF  H18   H  HCR6  0   0.277  -0.4850  -0.0843  -6.3074
 SWF  H19   H  HCR6  0   0.287  -0.8933  -1.9824  -4.7757

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
 SWF  C1   C2    single    1.503  0.020  1.503
 SWF  C1   H1C1  single    0.970  0.020  1.090
 SWF  C1   H1C2  single    0.970  0.020  1.090
 SWF  C1   H1C3  single    0.970  0.020  1.090
 SWF  C2   O3    double    1.210  0.020  1.210
 SWF  C2   C4    single    1.510  0.020  1.510
 SWF  C4   C5    single    1.526  0.020  1.526
 SWF  C4   H4C1  single    0.970  0.020  1.090
 SWF  C4   H4C2  single    0.970  0.020  1.090
 SWF  C5   C6    single    1.518  0.020  1.518
 SWF  C5   C12   single    1.512  0.020  1.512
 SWF  C5   H5    single    0.970  0.020  1.090
 SWF  C6   C7    aromatic  1.395  0.020  1.395
 SWF  C6   C11   aromatic  1.390  0.020  1.390
 SWF  C7   C8    aromatic  1.386  0.020  1.386
 SWF  C7   H7    single    0.930  0.020  1.080
 SWF  C8   C9    aromatic  1.390  0.020  1.390
 SWF  C8   H8    single    0.930  0.020  1.080
 SWF  C9   C10   aromatic  1.387  0.020  1.387
 SWF  C9   H9    single    0.930  0.020  1.080
 SWF  C10  C11   aromatic  1.390  0.020  1.390
 SWF  C10  H10   single    0.930  0.020  1.080
 SWF  C11  H11   single    0.930  0.020  1.080
 SWF  C12  C13   aromatic  1.362  0.020  1.362
 SWF  C12  C22   aromatic  1.442  0.020  1.442
 SWF  C13  O14   single    1.323  0.020  1.323
 SWF  C13  C15   aromatic  1.448  0.020  1.448
 SWF  O14  H14   single    0.850  0.020  0.980
 SWF  C15  C16   aromatic  1.400  0.020  1.400
 SWF  C15  C20   aromatic  1.393  0.020  1.393
 SWF  C16  C17   aromatic  1.379  0.020  1.379
 SWF  C16  H16   single    0.930  0.020  1.080
 SWF  C17  C18   aromatic  1.395  0.020  1.395
 SWF  C17  H17   single    0.930  0.020  1.080
 SWF  C18  C19   aromatic  1.381  0.020  1.381
 SWF  C18  H18   single    0.930  0.020  1.080
 SWF  C19  C20   aromatic  1.389  0.020  1.389
 SWF  C19  H19   single    0.930  0.020  1.080
 SWF  C20  O21   aromatic  1.347  0.020  1.347
 SWF  O21  C22   aromatic  1.361  0.020  1.361
 SWF  C22  O23   double    1.210  0.020  1.210

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
 SWF  H1C3  C1   H1C2  106.58  3.000
 SWF  H1C3  C1   H1C1  108.64  3.000
 SWF  H1C2  C1   H1C1  109.74  3.000
 SWF  H1C3  C1   C2    108.87  3.000
 SWF  H1C2  C1   C2    111.08  3.000
 SWF  H1C1  C1   C2    111.76  3.000
 SWF  C4    C2   O3    122.31  3.000
 SWF  C4    C2   C1    115.20  3.000
 SWF  O3    C2   C1    122.48  3.000
 SWF  H4C2  C4   H4C1  104.59  3.000
 SWF  H4C2  C4   C5    108.92  3.000
 SWF  H4C1  C4   C5    112.83  3.000
 SWF  H4C2  C4   C2    105.84  3.000
 SWF  H4C1  C4   C2    109.37  3.000
 SWF  C5    C4   C2    114.58  3.000
 SWF  H5    C5   C12   106.16  3.000
 SWF  H5    C5   C6    105.89  3.000
 SWF  C12   C5   C6    111.41  3.000
 SWF  H5    C5   C4    106.53  3.000
 SWF  C12   C5   C4    111.09  3.000
 SWF  C6    C5   C4    115.10  3.000
 SWF  C11   C6   C7    118.18  3.000
 SWF  C11   C6   C5    123.79  3.000
 SWF  C7    C6   C5    118.03  3.000
 SWF  H7    C7   C8    119.38  3.000
 SWF  H7    C7   C6    119.36  3.000
 SWF  C8    C7   C6    121.26  3.000
 SWF  H8    C8   C9    120.22  3.000
 SWF  H8    C8   C7    119.77  3.000
 SWF  C9    C8   C7    120.01  3.000
 SWF  H9    C9   C10   120.33  3.000
 SWF  H9    C9   C8    120.40  3.000
 SWF  C10   C9   C8    119.28  3.000
 SWF  H10   C10  C11   119.49  3.000
 SWF  H10   C10  C9    120.09  3.000
 SWF  C11   C10  C9    120.42  3.000
 SWF  H11   C11  C10   118.38  3.000
 SWF  H11   C11  C6    120.76  3.000
 SWF  C10   C11  C6    120.85  3.000
 SWF  C22   C12  C13   119.54  3.000
 SWF  C22   C12  C5    117.63  3.000
 SWF  C13   C12  C5    122.82  3.000
 SWF  C15   C13  O14   120.76  3.000
 SWF  C15   C13  C12   120.92  3.000
 SWF  O14   C13  C12   118.32  3.000
 SWF  H14   O14  C13   113.21  3.000
 SWF  C20   C15  C16   118.33  3.000
 SWF  C20   C15  C13   117.02  3.000
 SWF  C16   C15  C13   124.65  3.000
 SWF  H16   C16  C17   118.00  3.000
 SWF  H16   C16  C15   121.39  3.000
 SWF  C17   C16  C15   120.60  3.000
 SWF  H17   C17  C18   120.18  3.000
 SWF  H17   C17  C16   119.86  3.000
 SWF  C18   C17  C16   119.96  3.000
 SWF  H18   C18  C19   119.49  3.000
 SWF  H18   C18  C17   119.99  3.000
 SWF  C19   C18  C17   120.52  3.000
 SWF  H19   C19  C20   119.83  3.000
 SWF  H19   C19  C18   121.13  3.000
 SWF  C20   C19  C18   119.04  3.000
 SWF  O21   C20  C19   117.28  3.000
 SWF  O21   C20  C15   121.18  3.000
 SWF  C19   C20  C15   121.55  3.000
 SWF  C22   O21  C20   123.37  3.000
 SWF  O23   C22  O21   116.00  3.000
 SWF  O23   C22  C12   126.04  3.000
 SWF  O21   C22  C12   117.96  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
 SWF  CONST_01  C9    C8   C7   C6      0.00   0.0  0
 SWF  CONST_02  C9    C10  C11  C6      0.00   0.0  0
 SWF  CONST_03  C10   C11  C6   C7      0.00   0.0  0
 SWF  CONST_04  C10   C9   C8   C7      0.00   0.0  0
 SWF  CONST_05  C11   C6   C7   C8      0.00   0.0  0
 SWF  CONST_06  C11   C10  C9   C8      0.00   0.0  0
 SWF  CONST_07  C16   C15  C13  C12   180.00   0.0  0
 SWF  CONST_08  C20   C15  C13  C12     0.00   0.0  0
 SWF  CONST_09  C20   O21  C22  C12     0.00   0.0  0
 SWF  CONST_10  O21   C22  C12  C13     0.00   0.0  0
 SWF  CONST_11  C17   C16  C15  C13   180.00   0.0  0
 SWF  CONST_12  C19   C20  C15  C13   180.00   0.0  0
 SWF  CONST_13  O21   C20  C15  C13     0.00   0.0  0
 SWF  CONST_14  C22   C12  C13  C15     0.00   0.0  0
 SWF  CONST_15  C18   C17  C16  C15     0.00   0.0  0
 SWF  CONST_16  C18   C19  C20  C15     0.00   0.0  0
 SWF  CONST_17  C22   O21  C20  C15     0.00   0.0  0
 SWF  CONST_18  C19   C20  C15  C16     0.00   0.0  0
 SWF  CONST_19  O21   C20  C15  C16   180.00   0.0  0
 SWF  CONST_20  C19   C18  C17  C16     0.00   0.0  0
 SWF  CONST_21  C20   C15  C16  C17     0.00   0.0  0
 SWF  CONST_22  C20   C19  C18  C17     0.00   0.0  0
 SWF  CONST_23  O21   C20  C19  C18   180.00   0.0  0
 SWF  CONST_24  C22   O21  C20  C19   180.00   0.0  0
 SWF  CONST_25  C8    C7   C6   C5    180.00   0.0  0
 SWF  CONST_26  C10   C11  C6   C5    180.00   0.0  0
 SWF  CONST_27  C15   C13  C12  C5    180.00   0.0  0
 SWF  CONST_28  O21   C22  C12  C5    180.00   0.0  0
 SWF  CONST_29  O23   C22  C12  C13   180.00   0.0  0
 SWF  CONST_30  C22   C12  C13  O14   180.00   0.0  0
 SWF  CONST_31  C16   C15  C13  O14     0.00   0.0  0
 SWF  CONST_32  C20   C15  C13  O14   180.00   0.0  0
 SWF  CONST_33  O23   C22  O21  C20   180.00   0.0  0
 SWF  CONST_34  H8    C8   C7   C6    180.00   0.0  0
 SWF  CONST_35  H10   C10  C11  C6    180.00   0.0  0
 SWF  CONST_36  H11   C11  C6   C7    180.00   0.0  0
 SWF  CONST_37  H9    C9   C8   C7    180.00   0.0  0
 SWF  CONST_38  H7    C7   C8   C9    180.00   0.0  0
 SWF  CONST_39  H16   C16  C15  C13     0.00   0.0  0
 SWF  CONST_40  H17   C17  C16  C15   180.00   0.0  0
 SWF  CONST_41  H19   C19  C20  C15   180.00   0.0  0
 SWF  CONST_42  H18   C18  C17  C16   180.00   0.0  0
 SWF  Var_01    C5    C4   C2   C1   -166.54  30.0  3
 SWF  Var_02    H1C1  C1   C2   O3     14.39  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
 SWF  chir_01  C5  C4  C6  C12  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
 SWF  plan-1  C5   0.020
 SWF  plan-1  C6   0.020
 SWF  plan-1  C7   0.020
 SWF  plan-1  C8   0.020
 SWF  plan-1  C9   0.020
 SWF  plan-1  C10  0.020
 SWF  plan-1  C11  0.020
 SWF  plan-1  H7   0.020
 SWF  plan-1  H8   0.020
 SWF  plan-1  H9   0.020
 SWF  plan-1  H10  0.020
 SWF  plan-1  H11  0.020
 SWF  plan-2  C13  0.020
 SWF  plan-2  C15  0.020
 SWF  plan-2  C16  0.020
 SWF  plan-2  C17  0.020
 SWF  plan-2  C18  0.020
 SWF  plan-2  C19  0.020
 SWF  plan-2  C20  0.020
 SWF  plan-2  O21  0.020
 SWF  plan-2  H16  0.020
 SWF  plan-2  H17  0.020
 SWF  plan-2  H18  0.020
 SWF  plan-2  H19  0.020
 SWF  plan-3  C1   0.020
 SWF  plan-3  C2   0.020
 SWF  plan-3  O3   0.020
 SWF  plan-3  C4   0.020
 SWF  plan-4  C12  0.020
 SWF  plan-4  O21  0.020
 SWF  plan-4  C22  0.020
 SWF  plan-4  O23  0.020

