# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  2 05:15:25 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: 7-oxidanyl-2-oxidanylidene-6-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)chromene-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc2c(cc1c3cc4C=C(C(O)=O)C(=O)Oc4cc3O)C(C)(C)CCC2(C)C
#
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
 WY5  WY5  '7-oxidanyl-2-oxidanylidene-6-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)chromene-3-carboxylic acid'  ligand  56  30  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_WY5
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
 WY5  OAC  O  O     0  -0.403  -6.4923  -0.7486   0.5563
 WY5  CAD  C  CR6   0   0.567  -5.3595  -0.4528   0.2888
 WY5  CAC  C  CR6   0  -0.366  -4.8863   0.6921  -0.4764
 WY5  CAJ  C  C     0   0.553  -5.7971   1.7055  -1.0551
 WY5  OAD  O  O     0  -0.444  -5.3932   2.6533  -1.6888
 WY5  OAE  O  OH1   0  -0.582  -7.0790   1.4878  -0.8230
 WY5  OAA  O  O     0  -0.467  -4.3939  -1.2999   0.7604
 WY5  CAI  C  CR66  0   0.406  -3.0731  -1.1393   0.5645
 WY5  CAH  C  CR16  0  -0.462  -2.2150  -2.0755   1.1090
 WY5  CAG  C  CR6   0   0.376  -0.8471  -1.9232   0.9106
 WY5  OAB  O  OH1   0  -0.596   0.0360  -2.7737   1.4291
 WY5  CAF  C  CR6   0  -0.091  -0.3278  -0.8473   0.1540
 WY5  CAE  C  CR16  0  -0.328  -1.2128   0.0725  -0.3572
 WY5  CAA  C  CR66  0   0.022  -2.5975  -0.0509  -0.1673
 WY5  CAB  C  CR16  0  -0.128  -3.5508   0.8593  -0.6784
 WY5  CAV  C  CR6   0   0.075   1.1303  -0.6929  -0.0604
 WY5  CAU  C  CR16  0  -0.344   1.7879   0.3728   0.5346
 WY5  CAT  C  CR6   0   0.137   3.1496   0.6241   0.3566
 WY5  CAO  C  CT    0  -0.170   3.7657   1.8240   1.0657
 WY5  CAP  C  CH3   0  -0.637   3.2395   3.1109   0.4146
 WY5  CAQ  C  CH3   0  -0.646   3.3866   1.8369   2.5519
 WY5  CAN  C  CH2   0  -0.427   5.2948   1.7805   0.9745
 WY5  CAM  C  CH2   0  -0.420   5.7793   1.3890  -0.4057
 WY5  CAL  C  CT    0  -0.170   5.3496  -0.0289  -0.7935
 WY5  CAS  C  CH3   0  -0.639   6.1545  -1.0668   0.0016
 WY5  CAR  C  CH3   0  -0.649   5.6478  -0.2137  -2.2856
 WY5  CAK  C  CR6   0   0.141   3.8680  -0.2232  -0.4942
 WY5  CAY  C  CR16  0  -0.360   3.1979  -1.3018  -1.0776
 WY5  CAW  C  CR6   0   0.085   1.8506  -1.5652  -0.8853
 WY5  CAX  C  CH3   0  -0.750   1.2045  -2.7343  -1.5699
 WY5  H1   H  HOH1  0   0.486  -7.6002   2.1965  -1.2301
 WY5  H2   H  HCR6  0   0.302  -2.6048  -2.9061   1.6857
 WY5  H3   H  HOH1  0   0.488  -0.4053  -3.4854   1.9090
 WY5  H4   H  HCR6  0   0.275  -0.8378   0.9121  -0.9300
 WY5  H5   H  HCR6  0   0.299  -3.1996   1.7137  -1.2444
 WY5  H6   H  HCR6  0   0.237   1.2046   1.0367   1.1622
 WY5  H7   H  HCH3  0   0.228   2.1532   3.1793   0.4982
 WY5  H8   H  HCH3  0   0.225   3.6677   3.9872   0.9068
 WY5  H9   H  HCH3  0   0.230   3.4879   3.1658  -0.6463
 WY5  H10  H  HCH3  0   0.228   3.6625   0.8998   3.0382
 WY5  H11  H  HCH3  0   0.229   3.9150   2.6471   3.0597
 WY5  H12  H  HCH3  0   0.228   2.3204   1.9989   2.7131
 WY5  H13  H  HCH2  0   0.232   5.6930   2.7603   1.2537
 WY5  H14  H  HCH2  0   0.228   5.6867   1.0767   1.7153
 WY5  H15  H  HCH2  0   0.226   5.3916   2.0959  -1.1465
 WY5  H16  H  HCH2  0   0.230   6.8695   1.4574  -0.4614
 WY5  H17  H  HCH3  0   0.231   5.8802  -2.0820  -0.2898
 WY5  H18  H  HCH3  0   0.225   7.2248  -0.9440  -0.1809
 WY5  H19  H  HCH3  0   0.230   5.9874  -0.9794   1.0759
 WY5  H20  H  HCH3  0   0.230   5.4825  -1.2357  -2.6280
 WY5  H21  H  HCH3  0   0.228   5.0338   0.4493  -2.8975
 WY5  H22  H  HCH3  0   0.230   6.6951   0.0247  -2.4819
 WY5  H23  H  HCR6  0   0.234   3.7488  -1.9713  -1.7284
 WY5  H24  H  HCH3  0   0.249   1.0687  -3.5733  -0.8858
 WY5  H25  H  HCH3  0   0.240   0.2206  -2.4815  -1.9668
 WY5  H26  H  HCH3  0   0.248   1.8163  -3.0866  -2.3997

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
 WY5  CAR  CAL  single    1.533  0.020  1.533
 WY5  CAX  CAW  single    1.501  0.020  1.501
 WY5  CAY  CAW  aromatic  1.386  0.020  1.386
 WY5  CAY  CAK  aromatic  1.397  0.020  1.397
 WY5  CAL  CAS  single    1.535  0.020  1.535
 WY5  CAL  CAK  single    1.524  0.020  1.524
 WY5  CAL  CAM  single    1.531  0.020  1.531
 WY5  CAW  CAV  aromatic  1.400  0.020  1.400
 WY5  CAK  CAT  aromatic  1.399  0.020  1.399
 WY5  CAM  CAN  single    1.514  0.020  1.514
 WY5  CAN  CAO  single    1.532  0.020  1.532
 WY5  CAV  CAF  single    1.482  0.020  1.482
 WY5  CAV  CAU  aromatic  1.386  0.020  1.386
 WY5  CAT  CAU  aromatic  1.396  0.020  1.396
 WY5  CAT  CAO  single    1.524  0.020  1.524
 WY5  OAB  CAG  single    1.331  0.020  1.331
 WY5  CAF  CAG  aromatic  1.414  0.020  1.414
 WY5  CAF  CAE  aromatic  1.375  0.020  1.375
 WY5  CAG  CAH  aromatic  1.391  0.020  1.391
 WY5  CAE  CAA  aromatic  1.403  0.020  1.403
 WY5  CAO  CAP  single    1.535  0.020  1.535
 WY5  CAO  CAQ  single    1.534  0.020  1.534
 WY5  OAD  CAJ  double    1.210  0.020  1.210
 WY5  CAH  CAI  aromatic  1.382  0.020  1.382
 WY5  CAA  CAI  aromatic  1.395  0.020  1.395
 WY5  CAA  CAB  single    1.414  0.020  1.414
 WY5  CAI  OAA  single    1.345  0.020  1.345
 WY5  CAB  CAC  double    1.361  0.020  1.361
 WY5  OAA  CAD  single    1.368  0.020  1.368
 WY5  CAC  CAD  single    1.456  0.020  1.456
 WY5  CAC  CAJ  single    1.480  0.020  1.480
 WY5  CAD  OAC  double    1.201  0.020  1.201
 WY5  CAJ  OAE  single    1.321  0.020  1.321
 WY5  OAE  H1   single    0.850  0.020  0.980
 WY5  CAH  H2   single    0.930  0.020  1.080
 WY5  OAB  H3   single    0.850  0.020  0.980
 WY5  CAE  H4   single    0.930  0.020  1.080
 WY5  CAB  H5   single    0.930  0.020  1.080
 WY5  CAU  H6   single    0.930  0.020  1.080
 WY5  CAP  H7   single    0.970  0.020  1.090
 WY5  CAP  H8   single    0.970  0.020  1.090
 WY5  CAP  H9   single    0.970  0.020  1.090
 WY5  CAQ  H10  single    0.970  0.020  1.090
 WY5  CAQ  H11  single    0.970  0.020  1.090
 WY5  CAQ  H12  single    0.970  0.020  1.090
 WY5  CAN  H13  single    0.970  0.020  1.090
 WY5  CAN  H14  single    0.970  0.020  1.090
 WY5  CAM  H15  single    0.970  0.020  1.090
 WY5  CAM  H16  single    0.970  0.020  1.090
 WY5  CAS  H17  single    0.970  0.020  1.090
 WY5  CAS  H18  single    0.970  0.020  1.090
 WY5  CAS  H19  single    0.970  0.020  1.090
 WY5  CAR  H20  single    0.970  0.020  1.090
 WY5  CAR  H21  single    0.970  0.020  1.090
 WY5  CAR  H22  single    0.970  0.020  1.090
 WY5  CAY  H23  single    0.930  0.020  1.080
 WY5  CAX  H24  single    0.970  0.020  1.090
 WY5  CAX  H25  single    0.970  0.020  1.090
 WY5  CAX  H26  single    0.970  0.020  1.090

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
 WY5  OAA  CAD  CAC  116.01  3.000
 WY5  CAC  CAD  OAC  128.11  3.000
 WY5  OAA  CAD  OAC  115.87  3.000
 WY5  CAB  CAC  CAJ  117.49  3.000
 WY5  CAJ  CAC  CAD  122.94  3.000
 WY5  CAB  CAC  CAD  119.57  3.000
 WY5  OAE  CAJ  OAD  123.05  3.000
 WY5  OAE  CAJ  CAC  114.56  3.000
 WY5  OAD  CAJ  CAC  122.40  3.000
 WY5  H1   OAE  CAJ  109.12  3.000
 WY5  CAI  OAA  CAD  124.68  3.000
 WY5  CAA  CAI  CAH  121.57  3.000
 WY5  CAA  CAI  OAA  120.29  3.000
 WY5  CAH  CAI  OAA  118.14  3.000
 WY5  H2   CAH  CAG  120.91  3.000
 WY5  H2   CAH  CAI  120.37  3.000
 WY5  CAG  CAH  CAI  118.72  3.000
 WY5  CAF  CAG  OAB  116.80  3.000
 WY5  CAF  CAG  CAH  121.39  3.000
 WY5  OAB  CAG  CAH  121.81  3.000
 WY5  H3   OAB  CAG  111.19  3.000
 WY5  CAV  CAF  CAE  120.65  3.000
 WY5  CAE  CAF  CAG  118.13  3.000
 WY5  CAV  CAF  CAG  121.20  3.000
 WY5  H4   CAE  CAA  118.77  3.000
 WY5  H4   CAE  CAF  119.49  3.000
 WY5  CAA  CAE  CAF  121.74  3.000
 WY5  CAB  CAA  CAE  124.06  3.000
 WY5  CAB  CAA  CAI  117.52  3.000
 WY5  CAE  CAA  CAI  118.43  3.000
 WY5  H5   CAB  CAA  118.56  3.000
 WY5  H5   CAB  CAC  119.50  3.000
 WY5  CAA  CAB  CAC  121.94  3.000
 WY5  CAW  CAV  CAU  119.19  3.000
 WY5  CAU  CAV  CAF  118.99  3.000
 WY5  CAW  CAV  CAF  121.77  3.000
 WY5  H6   CAU  CAT  119.23  3.000
 WY5  H6   CAU  CAV  117.65  3.000
 WY5  CAT  CAU  CAV  123.12  3.000
 WY5  CAK  CAT  CAO  123.52  3.000
 WY5  CAO  CAT  CAU  118.48  3.000
 WY5  CAK  CAT  CAU  117.98  3.000
 WY5  CAN  CAO  CAQ  107.73  3.000
 WY5  CAQ  CAO  CAP  108.61  3.000
 WY5  CAN  CAO  CAP  109.91  3.000
 WY5  CAQ  CAO  CAT  110.95  3.000
 WY5  CAP  CAO  CAT  108.91  3.000
 WY5  CAN  CAO  CAT  110.70  3.000
 WY5  H9   CAP  H8   107.97  3.000
 WY5  H9   CAP  H7   107.33  3.000
 WY5  H8   CAP  H7   107.78  3.000
 WY5  H9   CAP  CAO  112.11  3.000
 WY5  H8   CAP  CAO  110.30  3.000
 WY5  H7   CAP  CAO  111.17  3.000
 WY5  H12  CAQ  H11  107.10  3.000
 WY5  H12  CAQ  H10  108.00  3.000
 WY5  H11  CAQ  H10  107.90  3.000
 WY5  H12  CAQ  CAO  112.72  3.000
 WY5  H11  CAQ  CAO  109.70  3.000
 WY5  H10  CAQ  CAO  111.23  3.000
 WY5  H14  CAN  H13  105.84  3.000
 WY5  H14  CAN  CAM  109.64  3.000
 WY5  H13  CAN  CAM  110.35  3.000
 WY5  H14  CAN  CAO  109.59  3.000
 WY5  H13  CAN  CAO  108.82  3.000
 WY5  CAM  CAN  CAO  112.38  3.000
 WY5  H16  CAM  H15  106.15  3.000
 WY5  H16  CAM  CAL  108.95  3.000
 WY5  H15  CAM  CAL  109.09  3.000
 WY5  H16  CAM  CAN  110.44  3.000
 WY5  H15  CAM  CAN  109.66  3.000
 WY5  CAL  CAM  CAN  112.36  3.000
 WY5  CAK  CAL  CAR  111.40  3.000
 WY5  CAK  CAL  CAS  108.77  3.000
 WY5  CAR  CAL  CAS  108.70  3.000
 WY5  CAK  CAL  CAM  109.95  3.000
 WY5  CAS  CAL  CAM  110.34  3.000
 WY5  CAR  CAL  CAM  107.67  3.000
 WY5  H19  CAS  H18  107.79  3.000
 WY5  H19  CAS  H17  107.40  3.000
 WY5  H18  CAS  H17  107.83  3.000
 WY5  H19  CAS  CAL  112.06  3.000
 WY5  H18  CAS  CAL  110.55  3.000
 WY5  H17  CAS  CAL  111.03  3.000
 WY5  H22  CAR  H21  107.83  3.000
 WY5  H22  CAR  H20  107.07  3.000
 WY5  H21  CAR  H20  107.94  3.000
 WY5  H22  CAR  CAL  109.59  3.000
 WY5  H21  CAR  CAL  111.29  3.000
 WY5  H20  CAR  CAL  112.91  3.000
 WY5  CAY  CAK  CAL  118.85  3.000
 WY5  CAL  CAK  CAT  122.77  3.000
 WY5  CAY  CAK  CAT  118.37  3.000
 WY5  H23  CAY  CAW  117.37  3.000
 WY5  H23  CAY  CAK  118.93  3.000
 WY5  CAW  CAY  CAK  123.70  3.000
 WY5  CAX  CAW  CAY  120.21  3.000
 WY5  CAY  CAW  CAV  117.60  3.000
 WY5  CAX  CAW  CAV  122.18  3.000
 WY5  H26  CAX  H25  107.72  3.000
 WY5  H26  CAX  H24  107.38  3.000
 WY5  H25  CAX  H24  107.11  3.000
 WY5  H26  CAX  CAW  110.95  3.000
 WY5  H25  CAX  CAW  111.94  3.000
 WY5  H24  CAX  CAW  111.51  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
 WY5  CONST_01  CAF  CAG  CAH  CAI     0.00   0.0  0
 WY5  CONST_02  CAF  CAE  CAA  CAI     0.00   0.0  0
 WY5  CONST_03  CAV  CAF  CAG  CAH   180.00   0.0  0
 WY5  CONST_04  CAE  CAF  CAG  CAH     0.00   0.0  0
 WY5  CONST_05  CAE  CAA  CAI  CAH     0.00   0.0  0
 WY5  CONST_08  CAA  CAE  CAF  CAG     0.00   0.0  0
 WY5  CONST_09  CAA  CAI  CAH  CAG     0.00   0.0  0
 WY5  CONST_10  CAY  CAW  CAV  CAF   180.00   0.0  0
 WY5  CONST_11  CAT  CAU  CAV  CAF   180.00   0.0  0
 WY5  CONST_14  CAV  CAF  CAE  CAA   180.00   0.0  0
 WY5  CONST_15  CAK  CAY  CAW  CAV     0.00   0.0  0
 WY5  CONST_16  CAK  CAT  CAU  CAV     0.00   0.0  0
 WY5  CONST_17  CAY  CAW  CAV  CAU     0.00   0.0  0
 WY5  CONST_18  CAY  CAK  CAT  CAU     0.00   0.0  0
 WY5  CONST_19  CAW  CAY  CAK  CAT     0.00   0.0  0
 WY5  CONST_20  CAW  CAV  CAU  CAT     0.00   0.0  0
 WY5  CONST_21  OAB  CAG  CAH  CAI   180.00   0.0  0
 WY5  CONST_22  CAV  CAF  CAG  OAB     0.00   0.0  0
 WY5  CONST_23  CAE  CAF  CAG  OAB   180.00   0.0  0
 WY5  CONST_24  CAX  CAW  CAV  CAF     0.00   0.0  0
 WY5  CONST_25  CAX  CAW  CAV  CAU   180.00   0.0  0
 WY5  CONST_26  CAX  CAW  CAY  CAK   180.00   0.0  0
 WY5  CONST_27  H2   CAH  CAI  OAA     0.00   0.0  0
 WY5  CONST_28  H4   CAE  CAA  CAI   180.00   0.0  0
 WY5  CONST_29  H6   CAU  CAV  CAF     0.00   0.0  0
 WY5  CONST_30  H23  CAY  CAW  CAV   180.00   0.0  0
 WY5  CONST_31  H1   OAE  CAJ  CAC   180.00   0.0  0
 WY5  Var_01    CAH  CAI  OAA  CAD   179.67  30.0  1
 WY5  Var_02    CAA  CAB  CAC  CAD     0.09  30.0  1
 WY5  Var_03    CAE  CAA  CAB  CAC   179.49  30.0  1
 WY5  Var_04    CAB  CAC  CAD  OAA    -0.02  30.0  1
 WY5  Var_05    CAN  CAO  CAT  CAU   169.01  30.0  1
 WY5  Var_06    CAM  CAL  CAK  CAT   -17.16  30.0  1
 WY5  Var_07    CAM  CAN  CAO  CAT    42.97  30.0  1
 WY5  Var_08    CAL  CAM  CAN  CAO   -63.35  30.0  1
 WY5  Var_09    CAK  CAL  CAM  CAN    47.54  30.0  1
 WY5  Var_10    OAD  CAJ  CAC  CAD   179.97  30.0  2
 WY5  Var_11    H24  CAX  CAW  CAV   -79.05  30.0  2
 WY5  Var_12    H7   CAP  CAO  CAT    60.49  30.0  3
 WY5  Var_13    H10  CAQ  CAO  CAT    55.27  30.0  3
 WY5  Var_14    H20  CAR  CAL  CAM   173.26  30.0  3
 WY5  Var_15    H17  CAS  CAL  CAM  -178.14  30.0  3

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
 WY5  plan-1  OAA  0.020
 WY5  plan-1  CAI  0.020
 WY5  plan-1  CAH  0.020
 WY5  plan-1  CAG  0.020
 WY5  plan-1  OAB  0.020
 WY5  plan-1  CAF  0.020
 WY5  plan-1  CAE  0.020
 WY5  plan-1  CAA  0.020
 WY5  plan-1  CAB  0.020
 WY5  plan-1  CAV  0.020
 WY5  plan-1  H2   0.020
 WY5  plan-1  H4   0.020
 WY5  plan-2  CAF  0.020
 WY5  plan-2  CAV  0.020
 WY5  plan-2  CAU  0.020
 WY5  plan-2  CAT  0.020
 WY5  plan-2  CAO  0.020
 WY5  plan-2  CAL  0.020
 WY5  plan-2  CAK  0.020
 WY5  plan-2  CAY  0.020
 WY5  plan-2  CAW  0.020
 WY5  plan-2  CAX  0.020
 WY5  plan-2  H6   0.020
 WY5  plan-2  H23  0.020
 WY5  plan-3  CAC  0.020
 WY5  plan-3  CAJ  0.020
 WY5  plan-3  OAD  0.020
 WY5  plan-3  OAE  0.020
 WY5  plan-3  H1   0.020
 WY5  plan-4  OAC  0.020
 WY5  plan-4  CAD  0.020
 WY5  plan-4  CAC  0.020
 WY5  plan-4  OAA  0.020

