# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 20:34:12 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 7-hydroxy-3-[(E)-2-(4-hydroxy-3,5-dimethylphenyl)ethenyl]-4-methyl-2H-chromen-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(\C=C\C2=C(C)c3ccc(O)cc3OC2=O)cc(C)c1O
#
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
 1W3  1W3  7-hydroxy-3-[(E)-2-(4-hydroxy-3,5-dimethylphenyl)ethenyl]-4-methyl-2H-chromen-2-one  ligand  42  24  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1W3
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
 1W3  CAC  C  CH3   0  -0.764   1.6095   2.3471   0.5688
 1W3  CAR  C  CR6   0   0.199   1.9888   0.9461   0.2048
 1W3  CAX  C  CR66  0  -0.023   3.3941   0.6416   0.1119
 1W3  CAJ  C  CR16  0  -0.314   4.4248   1.5775   0.2849
 1W3  CAI  C  CR16  0  -0.371   5.7495   1.2209   0.1736
 1W3  CAQ  C  CR6   0   0.364   6.0948  -0.1065  -0.1136
 1W3  OAE  O  OH1   0  -0.617   7.3642  -0.5136  -0.2315
 1W3  CAM  C  CR16  0  -0.419   5.0997  -1.0575  -0.2904
 1W3  CAW  C  CR66  0   0.382   3.7776  -0.6670  -0.1794
 1W3  OAN  O  O     0  -0.464   2.8453  -1.6219  -0.3664
 1W3  CAV  C  CR6   0   0.529   1.5101  -1.3914  -0.3271
 1W3  OAD  O  O     0  -0.424   0.8091  -2.3486  -0.5445
 1W3  CAU  C  CR6   0  -0.190   1.0589  -0.0326  -0.0363
 1W3  CAH  C  C1    0  -0.339  -0.3718   0.2610  -0.0644
 1W3  CAG  C  C1    0  -0.285  -1.4003  -0.5833   0.1172
 1W3  CAS  C  CR6   0   0.180  -2.8159  -0.2273   0.0623
 1W3  CAK  C  CR16  0  -0.388  -3.7619  -1.2369   0.2398
 1W3  CAO  C  CR6   0   0.017  -5.1284  -0.9940   0.1940
 1W3  CAA  C  CH3   0  -0.774  -6.1213  -2.1058   0.3786
 1W3  CAT  C  CR6   0   0.264  -5.5586   0.3148  -0.0358
 1W3  OAF  O  OH1   0  -0.616  -6.8657   0.6432  -0.0959
 1W3  CAP  C  CR6   0   0.042  -4.6417   1.3598  -0.2152
 1W3  CAB  C  CH3   0  -0.710  -5.1291   2.7575  -0.4586
 1W3  CAL  C  CR16  0  -0.395  -3.2896   1.0691  -0.1637
 1W3  H1   H  HCH3  0   0.272   1.7797   3.0251  -0.2703
 1W3  H2   H  HCH3  0   0.266   0.5719   2.4425   0.8707
 1W3  H3   H  HCH3  0   0.267   2.2171   2.7049   1.3993
 1W3  H4   H  HCR6  0   0.275   4.1873   2.6089   0.5044
 1W3  H5   H  HCR6  0   0.284   6.5220   1.9683   0.3082
 1W3  H6   H  HOH1  0   0.482   7.9743   0.2204  -0.0944
 1W3  H7   H  HCR6  0   0.289   5.3508  -2.0863  -0.5157
 1W3  H8   H  H     0   0.253  -0.6061   1.2983  -0.2693
 1W3  H9   H  H     0   0.251  -1.2111  -1.6265   0.3310
 1W3  H10  H  HCR6  0   0.247  -3.4227  -2.2512   0.4206
 1W3  H11  H  HCH3  0   0.251  -6.7903  -1.9289   1.2249
 1W3  H12  H  HCH3  0   0.255  -6.7458  -2.2493  -0.5071
 1W3  H13  H  HCH3  0   0.267  -5.6136  -3.0498   0.5668
 1W3  H14  H  HOH1  0   0.483  -7.4264  -0.1272   0.0464
 1W3  H15  H  HCH3  0   0.243  -5.7410   3.1234   0.3678
 1W3  H16  H  HCH3  0   0.243  -4.2910   3.4421  -0.5782
 1W3  H17  H  HCH3  0   0.243  -5.7415   2.8206  -1.3597
 1W3  H18  H  HCR6  0   0.243  -2.5917   1.8870  -0.2993

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
 1W3  OAF  CAT  single    1.349  0.020  1.349
 1W3  CAA  CAO  single    1.502  0.020  1.502
 1W3  CAT  CAO  aromatic  1.397  0.020  1.397
 1W3  CAT  CAP  aromatic  1.402  0.020  1.402
 1W3  CAB  CAP  single    1.500  0.020  1.500
 1W3  CAO  CAK  aromatic  1.389  0.020  1.389
 1W3  CAP  CAL  aromatic  1.384  0.020  1.384
 1W3  CAK  CAS  aromatic  1.395  0.020  1.395
 1W3  CAL  CAS  aromatic  1.399  0.020  1.399
 1W3  CAS  CAG  single    1.461  0.020  1.461
 1W3  CAG  CAH  double    1.343  0.020  1.343
 1W3  CAH  CAU  single    1.461  0.020  1.461
 1W3  CAC  CAR  single    1.496  0.020  1.496
 1W3  CAU  CAR  double    1.371  0.020  1.371
 1W3  CAU  CAV  single    1.461  0.020  1.461
 1W3  OAD  CAV  double    1.206  0.020  1.206
 1W3  CAR  CAX  single    1.441  0.020  1.441
 1W3  CAV  OAN  single    1.356  0.020  1.356
 1W3  CAX  CAJ  aromatic  1.403  0.020  1.403
 1W3  CAX  CAW  aromatic  1.394  0.020  1.394
 1W3  OAN  CAW  single    1.348  0.020  1.348
 1W3  CAJ  CAI  aromatic  1.376  0.020  1.376
 1W3  CAW  CAM  aromatic  1.383  0.020  1.383
 1W3  CAI  CAQ  aromatic  1.401  0.020  1.401
 1W3  CAM  CAQ  aromatic  1.388  0.020  1.388
 1W3  CAQ  OAE  single    1.338  0.020  1.338
 1W3  CAC  H1   single    0.970  0.020  1.090
 1W3  CAC  H2   single    0.970  0.020  1.090
 1W3  CAC  H3   single    0.970  0.020  1.090
 1W3  CAJ  H4   single    0.930  0.020  1.080
 1W3  CAI  H5   single    0.930  0.020  1.080
 1W3  OAE  H6   single    0.850  0.020  0.980
 1W3  CAM  H7   single    0.930  0.020  1.080
 1W3  CAH  H8   single    0.930  0.020  1.080
 1W3  CAG  H9   single    0.930  0.020  1.080
 1W3  CAK  H10  single    0.930  0.020  1.080
 1W3  CAA  H11  single    0.970  0.020  1.090
 1W3  CAA  H12  single    0.970  0.020  1.090
 1W3  CAA  H13  single    0.970  0.020  1.090
 1W3  OAF  H14  single    0.850  0.020  0.980
 1W3  CAB  H15  single    0.970  0.020  1.090
 1W3  CAB  H16  single    0.970  0.020  1.090
 1W3  CAB  H17  single    0.970  0.020  1.090
 1W3  CAL  H18  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
 1W3  H3   CAC  H2   107.01  3.000
 1W3  H3   CAC  H1   107.15  3.000
 1W3  H2   CAC  H1   107.95  3.000
 1W3  H3   CAC  CAR  110.58  3.000
 1W3  H2   CAC  CAR  113.11  3.000
 1W3  H1   CAC  CAR  110.78  3.000
 1W3  CAU  CAR  CAX  119.95  3.000
 1W3  CAX  CAR  CAC  117.43  3.000
 1W3  CAU  CAR  CAC  122.62  3.000
 1W3  CAW  CAX  CAJ  116.73  3.000
 1W3  CAW  CAX  CAR  118.68  3.000
 1W3  CAJ  CAX  CAR  124.58  3.000
 1W3  H4   CAJ  CAI  118.36  3.000
 1W3  H4   CAJ  CAX  120.02  3.000
 1W3  CAI  CAJ  CAX  121.62  3.000
 1W3  H5   CAI  CAQ  120.22  3.000
 1W3  H5   CAI  CAJ  119.84  3.000
 1W3  CAQ  CAI  CAJ  119.94  3.000
 1W3  CAM  CAQ  OAE  117.42  3.000
 1W3  OAE  CAQ  CAI  122.67  3.000
 1W3  CAM  CAQ  CAI  119.91  3.000
 1W3  H6   OAE  CAQ  110.86  3.000
 1W3  H7   CAM  CAW  120.45  3.000
 1W3  H7   CAM  CAQ  120.76  3.000
 1W3  CAW  CAM  CAQ  118.80  3.000
 1W3  OAN  CAW  CAM  116.75  3.000
 1W3  CAM  CAW  CAX  123.00  3.000
 1W3  OAN  CAW  CAX  120.25  3.000
 1W3  CAV  OAN  CAW  123.84  3.000
 1W3  CAU  CAV  OAD  126.47  3.000
 1W3  OAD  CAV  OAN  115.61  3.000
 1W3  CAU  CAV  OAN  117.91  3.000
 1W3  CAH  CAU  CAV  119.05  3.000
 1W3  CAV  CAU  CAR  119.29  3.000
 1W3  CAH  CAU  CAR  121.60  3.000
 1W3  H8   CAH  CAG  117.52  3.000
 1W3  H8   CAH  CAU  114.09  3.000
 1W3  CAG  CAH  CAU  128.39  3.000
 1W3  H9   CAG  CAS  114.33  3.000
 1W3  H9   CAG  CAH  119.95  3.000
 1W3  CAS  CAG  CAH  125.72  3.000
 1W3  CAL  CAS  CAK  117.50  3.000
 1W3  CAL  CAS  CAG  124.06  3.000
 1W3  CAK  CAS  CAG  118.43  3.000
 1W3  H10  CAK  CAO  118.48  3.000
 1W3  H10  CAK  CAS  119.07  3.000
 1W3  CAO  CAK  CAS  122.45  3.000
 1W3  CAT  CAO  CAA  120.68  3.000
 1W3  CAT  CAO  CAK  118.19  3.000
 1W3  CAA  CAO  CAK  121.13  3.000
 1W3  H13  CAA  H12  107.03  3.000
 1W3  H13  CAA  H11  106.98  3.000
 1W3  H12  CAA  H11  107.39  3.000
 1W3  H13  CAA  CAO  110.78  3.000
 1W3  H12  CAA  CAO  112.04  3.000
 1W3  H11  CAA  CAO  112.33  3.000
 1W3  CAP  CAT  OAF  116.52  3.000
 1W3  CAP  CAT  CAO  121.21  3.000
 1W3  OAF  CAT  CAO  122.27  3.000
 1W3  H14  OAF  CAT  111.26  3.000
 1W3  CAL  CAP  CAB  121.27  3.000
 1W3  CAL  CAP  CAT  118.54  3.000
 1W3  CAB  CAP  CAT  120.19  3.000
 1W3  H17  CAB  H16  107.75  3.000
 1W3  H17  CAB  H15  106.92  3.000
 1W3  H16  CAB  H15  107.69  3.000
 1W3  H17  CAB  CAP  111.73  3.000
 1W3  H16  CAB  CAP  110.71  3.000
 1W3  H15  CAB  CAP  111.82  3.000
 1W3  H18  CAL  CAP  117.78  3.000
 1W3  H18  CAL  CAS  120.12  3.000
 1W3  CAP  CAL  CAS  122.11  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
 1W3  CONST_01  CAQ  CAI  CAJ  CAX     0.00   0.0  0
 1W3  CONST_02  CAQ  CAM  CAW  CAX     0.00   0.0  0
 1W3  CONST_03  CAM  CAW  CAX  CAJ     0.00   0.0  0
 1W3  CONST_04  CAM  CAQ  CAI  CAJ     0.00   0.0  0
 1W3  CONST_05  CAW  CAX  CAJ  CAI     0.00   0.0  0
 1W3  CONST_06  CAW  CAM  CAQ  CAI     0.00   0.0  0
 1W3  CONST_07  CAT  CAO  CAK  CAS     0.00   0.0  0
 1W3  CONST_08  CAT  CAP  CAL  CAS     0.00   0.0  0
 1W3  CONST_09  CAP  CAT  CAO  CAK     0.00   0.0  0
 1W3  CONST_10  CAP  CAL  CAS  CAK     0.00   0.0  0
 1W3  CONST_11  CAL  CAP  CAT  CAO     0.00   0.0  0
 1W3  CONST_12  CAL  CAS  CAK  CAO     0.00   0.0  0
 1W3  CONST_13  OAE  CAQ  CAI  CAJ   180.00   0.0  0
 1W3  CONST_14  CAW  CAM  CAQ  OAE   180.00   0.0  0
 1W3  CONST_15  CAO  CAK  CAS  CAG   180.00   0.0  0
 1W3  CONST_16  CAP  CAL  CAS  CAG   180.00   0.0  0
 1W3  CONST_17  CAA  CAO  CAK  CAS   180.00   0.0  0
 1W3  CONST_18  CAB  CAP  CAL  CAS   180.00   0.0  0
 1W3  CONST_19  OAF  CAT  CAO  CAK   180.00   0.0  0
 1W3  CONST_20  CAB  CAP  CAT  CAO   180.00   0.0  0
 1W3  CONST_21  CAP  CAT  CAO  CAA   180.00   0.0  0
 1W3  CONST_22  CAL  CAP  CAT  OAF   180.00   0.0  0
 1W3  CONST_23  H4   CAJ  CAX  CAR     0.00   0.0  0
 1W3  CONST_24  H5   CAI  CAJ  CAX   180.00   0.0  0
 1W3  CONST_25  H7   CAM  CAW  CAX   180.00   0.0  0
 1W3  CONST_26  H18  CAL  CAS  CAK   180.00   0.0  0
 1W3  CONST_27  H10  CAK  CAO  CAT   180.00   0.0  0
 1W3  Var_01    OAN  CAV  CAU  CAR    -1.02  30.0  1
 1W3  Var_02    CAV  CAU  CAR  CAX     2.72  30.0  1
 1W3  Var_03    CAU  CAR  CAX  CAJ   177.31  30.0  1
 1W3  Var_04    CAU  CAV  OAN  CAW    -1.36  30.0  1
 1W3  Var_05    CAS  CAG  CAH  CAU  -179.31   0.0  2
 1W3  Var_06    CAG  CAH  CAU  CAR  -157.95  30.0  3
 1W3  Var_07    CAK  CAS  CAG  CAH   178.33  30.0  3
 1W3  Var_08    H1   CAC  CAR  CAX    73.63  30.0  3
 1W3  Var_09    H11  CAA  CAO  CAK   121.06  30.0  2
 1W3  Var_10    H15  CAB  CAP  CAT    60.05  30.0  2

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
 1W3  plan-1  CAG  0.020
 1W3  plan-1  CAS  0.020
 1W3  plan-1  CAK  0.020
 1W3  plan-1  CAO  0.020
 1W3  plan-1  CAA  0.020
 1W3  plan-1  CAT  0.020
 1W3  plan-1  OAF  0.020
 1W3  plan-1  CAP  0.020
 1W3  plan-1  CAB  0.020
 1W3  plan-1  CAL  0.020
 1W3  plan-1  H10  0.020
 1W3  plan-1  H18  0.020
 1W3  plan-2  CAR  0.020
 1W3  plan-2  CAX  0.020
 1W3  plan-2  CAJ  0.020
 1W3  plan-2  CAI  0.020
 1W3  plan-2  CAQ  0.020
 1W3  plan-2  OAE  0.020
 1W3  plan-2  CAM  0.020
 1W3  plan-2  CAW  0.020
 1W3  plan-2  OAN  0.020
 1W3  plan-2  H4   0.020
 1W3  plan-2  H5   0.020
 1W3  plan-2  H7   0.020
 1W3  plan-3  OAN  0.020
 1W3  plan-3  CAV  0.020
 1W3  plan-3  OAD  0.020
 1W3  plan-3  CAU  0.020
 1W3  plan-4  CAU  0.020
 1W3  plan-4  CAH  0.020
 1W3  plan-4  CAG  0.020
 1W3  plan-4  CAS  0.020
 1W3  plan-4  H8   0.020
 1W3  plan-4  H9   0.020

