# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 05:43:01 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: methyl (2~{R})-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-4-oxidanyl-5-oxidanylidene-furan-2-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)[C@]1(Cc2ccc(O)cc2)OC(=O)C(=C1c3ccc(O)cc3)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
 XBU  XBU  'methyl (2~{R})-3-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-4-oxidanyl-5-oxidanylidene-furan-2-carboxylate'  ligand  42  26  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_XBU
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
 XBU  CAI  C  CR16  0  -0.291  -2.6610   1.8419  -0.4161
 XBU  CAJ  C  CR16  0  -0.324  -4.0220   2.0957  -0.3612
 XBU  CAK  C  CR6   0   0.342  -4.9240   1.1642  -0.8684
 XBU  OAN  O  OH1   0  -0.632  -6.2390   1.4519  -0.7948
 XBU  CAL  C  CR16  0  -0.369  -4.4414  -0.0124  -1.4361
 XBU  CAM  C  CR16  0  -0.287  -3.0764  -0.2494  -1.4835
 XBU  CAH  C  CR6   0   0.107  -2.1604   0.6657  -0.9712
 XBU  CAF  C  CH2   0  -0.513  -0.6834   0.3892  -1.0236
 XBU  CAB  C  CR5   0   0.050  -0.1733  -0.4863   0.1235
 XBU  CAX  C  C     0   0.628  -0.3541   0.1903   1.4817
 XBU  OAY  O  O     0  -0.428  -0.1721   1.3685   1.6402
 XBU  OAZ  O  O2    0  -0.433  -0.6529  -0.6642   2.4332
 XBU  CBB  C  CH3   0  -0.429  -0.7490  -0.1549   3.7681
 XBU  OAC  O  O     0  -0.442  -0.8677  -1.7273   0.1268
 XBU  CAD  C  CR5   0   0.495  -0.0136  -2.7458   0.0144
 XBU  OAP  O  O     0  -0.419  -0.3489  -3.8981   0.0098
 XBU  CAE  C  CR5   0   0.160   1.3450  -2.1929  -0.1155
 XBU  OAO  O  OH1   0  -0.590   2.4163  -2.9570  -0.2868
 XBU  CAA  C  CR5   0  -0.022   1.2845  -0.8624  -0.0485
 XBU  CAQ  C  CR6   0   0.066   2.3802   0.0958  -0.2356
 XBU  CAR  C  CR16  0  -0.273   2.9195   0.2727  -1.5108
 XBU  CAS  C  CR16  0  -0.325   3.9528   1.1642  -1.7359
 XBU  CAT  C  CR6   0   0.355   4.4762   1.9015  -0.6755
 XBU  OAW  O  OH1   0  -0.626   5.4788   2.7576  -0.9400
 XBU  CAU  C  CR16  0  -0.372   3.9547   1.7267   0.6042
 XBU  CAV  C  CR16  0  -0.269   2.9177   0.8331   0.8166
 XBU  H1   H  HCR6  0   0.251  -1.9772   2.5837  -0.0226
 XBU  H2   H  HCR6  0   0.262  -4.3873   3.0191   0.0707
 XBU  H3   H  HOH1  0   0.474  -6.7602   0.7341  -1.1711
 XBU  H4   H  HCR6  0   0.270  -5.1281  -0.7445  -1.8464
 XBU  H5   H  HCR6  0   0.251  -2.7261  -1.1655  -1.9428
 XBU  H6   H  HCH2  0   0.279  -0.4221  -0.1180  -1.9556
 XBU  H7   H  HCH2  0   0.281  -0.1160   1.3201  -1.0106
 XBU  H8   H  HCH3  0   0.260  -0.9981  -1.0074   4.3917
 XBU  H9   H  HCH3  0   0.246   0.1986   0.2718   4.0945
 XBU  H10  H  HCH3  0   0.248  -1.5331   0.5967   3.8474
 XBU  H11  H  HOH1  0   0.485   2.1667  -3.8906  -0.3088
 XBU  H12  H  HCR6  0   0.259   2.5181  -0.2904  -2.3442
 XBU  H13  H  HCR6  0   0.269   4.3563   1.2914  -2.7324
 XBU  H14  H  HOH1  0   0.477   5.7457   3.2226  -0.1390
 XBU  H15  H  HCR6  0   0.276   4.3583   2.2871   1.4396
 XBU  H16  H  HCR6  0   0.254   2.5453   0.7029   1.8236

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
 XBU  OAN  CAK  single    1.348  0.020  1.348
 XBU  CBB  OAZ  single    1.432  0.020  1.432
 XBU  CAK  CAJ  aromatic  1.392  0.020  1.392
 XBU  CAK  CAL  aromatic  1.393  0.020  1.393
 XBU  CAJ  CAI  aromatic  1.386  0.020  1.386
 XBU  CAL  CAM  aromatic  1.386  0.020  1.386
 XBU  OAY  CAX  double    1.203  0.020  1.203
 XBU  OAZ  CAX  single    1.313  0.020  1.313
 XBU  CAX  CAB  single    1.528  0.020  1.528
 XBU  CAI  CAH  aromatic  1.394  0.020  1.394
 XBU  CAM  CAH  aromatic  1.392  0.020  1.392
 XBU  CAH  CAF  single    1.504  0.020  1.504
 XBU  OAC  CAB  single    1.422  0.020  1.422
 XBU  OAC  CAD  single    1.334  0.020  1.334
 XBU  CAB  CAF  single    1.531  0.020  1.531
 XBU  CAB  CAA  single    1.515  0.020  1.515
 XBU  CAD  OAP  double    1.200  0.020  1.200
 XBU  CAD  CAE  single    1.473  0.020  1.473
 XBU  CAA  CAE  double    1.334  0.020  1.334
 XBU  CAA  CAQ  single    1.467  0.020  1.467
 XBU  CAV  CAU  aromatic  1.385  0.020  1.385
 XBU  CAV  CAQ  aromatic  1.393  0.020  1.393
 XBU  CAE  OAO  single    1.327  0.020  1.327
 XBU  CAU  CAT  aromatic  1.393  0.020  1.393
 XBU  CAQ  CAR  aromatic  1.396  0.020  1.396
 XBU  CAT  OAW  single    1.345  0.020  1.345
 XBU  CAT  CAS  aromatic  1.394  0.020  1.394
 XBU  CAR  CAS  aromatic  1.383  0.020  1.383
 XBU  CAI  H1   single    0.930  0.020  1.080
 XBU  CAJ  H2   single    0.930  0.020  1.080
 XBU  OAN  H3   single    0.850  0.020  0.980
 XBU  CAL  H4   single    0.930  0.020  1.080
 XBU  CAM  H5   single    0.930  0.020  1.080
 XBU  CAF  H6   single    0.970  0.020  1.090
 XBU  CAF  H7   single    0.970  0.020  1.090
 XBU  CBB  H8   single    0.970  0.020  1.090
 XBU  CBB  H9   single    0.970  0.020  1.090
 XBU  CBB  H10  single    0.970  0.020  1.090
 XBU  OAO  H11  single    0.850  0.020  0.980
 XBU  CAR  H12  single    0.930  0.020  1.080
 XBU  CAS  H13  single    0.930  0.020  1.080
 XBU  OAW  H14  single    0.850  0.020  0.980
 XBU  CAU  H15  single    0.930  0.020  1.080
 XBU  CAV  H16  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
 XBU  H1   CAI  CAH  119.74  3.000
 XBU  H1   CAI  CAJ  118.71  3.000
 XBU  CAH  CAI  CAJ  121.54  3.000
 XBU  H2   CAJ  CAK  119.82  3.000
 XBU  H2   CAJ  CAI  120.22  3.000
 XBU  CAK  CAJ  CAI  119.96  3.000
 XBU  CAL  CAK  OAN  122.72  3.000
 XBU  CAL  CAK  CAJ  119.29  3.000
 XBU  OAN  CAK  CAJ  117.99  3.000
 XBU  H3   OAN  CAK  110.32  3.000
 XBU  H4   CAL  CAM  119.68  3.000
 XBU  H4   CAL  CAK  120.34  3.000
 XBU  CAM  CAL  CAK  119.98  3.000
 XBU  H5   CAM  CAH  119.94  3.000
 XBU  H5   CAM  CAL  118.54  3.000
 XBU  CAH  CAM  CAL  121.52  3.000
 XBU  CAF  CAH  CAM  120.83  3.000
 XBU  CAF  CAH  CAI  121.46  3.000
 XBU  CAM  CAH  CAI  117.71  3.000
 XBU  H7   CAF  H6   106.38  3.000
 XBU  H7   CAF  CAB  107.82  3.000
 XBU  H6   CAF  CAB  107.10  3.000
 XBU  H7   CAF  CAH  110.72  3.000
 XBU  H6   CAF  CAH  110.49  3.000
 XBU  CAB  CAF  CAH  113.99  3.000
 XBU  CAA  CAB  OAC  104.68  3.000
 XBU  CAA  CAB  CAX  108.94  3.000
 XBU  OAC  CAB  CAX  109.06  3.000
 XBU  CAA  CAB  CAF  112.18  3.000
 XBU  OAC  CAB  CAF  109.76  3.000
 XBU  CAX  CAB  CAF  111.93  3.000
 XBU  OAZ  CAX  OAY  125.19  3.000
 XBU  OAZ  CAX  CAB  112.51  3.000
 XBU  OAY  CAX  CAB  122.21  3.000
 XBU  CBB  OAZ  CAX  117.34  3.000
 XBU  H10  CBB  H9   109.52  3.000
 XBU  H10  CBB  H8   109.58  3.000
 XBU  H9   CBB  H8   109.59  3.000
 XBU  H10  CBB  OAZ  111.20  3.000
 XBU  H9   CBB  OAZ  111.11  3.000
 XBU  H8   CBB  OAZ  105.76  3.000
 XBU  CAD  OAC  CAB  110.70  3.000
 XBU  CAE  CAD  OAP  128.17  3.000
 XBU  CAE  CAD  OAC  108.15  3.000
 XBU  OAP  CAD  OAC  123.68  3.000
 XBU  CAA  CAE  OAO  128.15  3.000
 XBU  OAO  CAE  CAD  122.68  3.000
 XBU  CAA  CAE  CAD  109.17  3.000
 XBU  H11  OAO  CAE  110.52  3.000
 XBU  CAQ  CAA  CAE  127.67  3.000
 XBU  CAQ  CAA  CAB  124.80  3.000
 XBU  CAE  CAA  CAB  107.28  3.000
 XBU  CAV  CAQ  CAR  118.29  3.000
 XBU  CAR  CAQ  CAA  119.19  3.000
 XBU  CAV  CAQ  CAA  122.51  3.000
 XBU  H12  CAR  CAS  119.13  3.000
 XBU  H12  CAR  CAQ  119.60  3.000
 XBU  CAS  CAR  CAQ  121.26  3.000
 XBU  H13  CAS  CAT  119.89  3.000
 XBU  H13  CAS  CAR  120.26  3.000
 XBU  CAT  CAS  CAR  119.85  3.000
 XBU  CAU  CAT  OAW  122.67  3.000
 XBU  OAW  CAT  CAS  117.86  3.000
 XBU  CAU  CAT  CAS  119.48  3.000
 XBU  H14  OAW  CAT  110.50  3.000
 XBU  H15  CAU  CAV  119.61  3.000
 XBU  H15  CAU  CAT  120.25  3.000
 XBU  CAV  CAU  CAT  120.14  3.000
 XBU  H16  CAV  CAU  118.56  3.000
 XBU  H16  CAV  CAQ  120.45  3.000
 XBU  CAU  CAV  CAQ  120.97  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
 XBU  CONST_01  CAL  CAK  CAJ  CAI     0.00   0.0  0
 XBU  CONST_02  CAL  CAM  CAH  CAI     0.00   0.0  0
 XBU  CONST_03  CAM  CAL  CAK  CAJ     0.00   0.0  0
 XBU  CONST_04  CAM  CAH  CAI  CAJ     0.00   0.0  0
 XBU  CONST_05  CAH  CAI  CAJ  CAK     0.00   0.0  0
 XBU  CONST_06  CAH  CAM  CAL  CAK     0.00   0.0  0
 XBU  CONST_07  CAT  CAU  CAV  CAQ     0.00   0.0  0
 XBU  CONST_08  CAT  CAS  CAR  CAQ     0.00   0.0  0
 XBU  CONST_09  CAU  CAV  CAQ  CAR     0.00   0.0  0
 XBU  CONST_10  CAU  CAT  CAS  CAR     0.00   0.0  0
 XBU  CONST_11  CAV  CAU  CAT  CAS     0.00   0.0  0
 XBU  CONST_12  CAV  CAQ  CAR  CAS     0.00   0.0  0
 XBU  CONST_13  CAU  CAV  CAQ  CAA   180.00   0.0  0
 XBU  CONST_14  CAS  CAR  CAQ  CAA   180.00   0.0  0
 XBU  CONST_15  OAN  CAK  CAJ  CAI   180.00   0.0  0
 XBU  CONST_16  CAF  CAH  CAI  CAJ   180.00   0.0  0
 XBU  CONST_17  CAM  CAL  CAK  OAN   180.00   0.0  0
 XBU  CONST_18  CAF  CAH  CAM  CAL   180.00   0.0  0
 XBU  CONST_19  OAW  CAT  CAS  CAR   180.00   0.0  0
 XBU  CONST_20  CAV  CAU  CAT  OAW   180.00   0.0  0
 XBU  CONST_21  H5   CAM  CAH  CAI   180.00   0.0  0
 XBU  CONST_22  H4   CAL  CAK  CAJ   180.00   0.0  0
 XBU  CONST_23  H1   CAI  CAJ  CAK   180.00   0.0  0
 XBU  CONST_24  H2   CAJ  CAK  CAL   180.00   0.0  0
 XBU  CONST_25  H16  CAV  CAQ  CAA     0.00   0.0  0
 XBU  CONST_26  H12  CAR  CAQ  CAA     0.00   0.0  0
 XBU  CONST_27  H15  CAU  CAV  CAQ   180.00   0.0  0
 XBU  CONST_28  H13  CAS  CAR  CAQ   180.00   0.0  0
 XBU  Var_01    CAE  CAD  OAC  CAB    -1.78  30.0  1
 XBU  Var_02    CAD  CAE  CAA  CAB    -0.44  30.0  1
 XBU  Var_03    CAV  CAQ  CAA  CAB    77.27  30.0  2
 XBU  Var_04    CAA  CAE  CAD  OAC     1.39  30.0  1
 XBU  Var_05    CAB  CAF  CAH  CAI    96.76  30.0  2
 XBU  Var_06    H8   CBB  OAZ  CAX  -179.89  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
 XBU  chir_01  CAB  OAC  CAF  CAA  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
 XBU  plan-1  CAI  0.020
 XBU  plan-1  CAJ  0.020
 XBU  plan-1  CAK  0.020
 XBU  plan-1  OAN  0.020
 XBU  plan-1  CAL  0.020
 XBU  plan-1  CAM  0.020
 XBU  plan-1  CAH  0.020
 XBU  plan-1  CAF  0.020
 XBU  plan-1  H1   0.020
 XBU  plan-1  H2   0.020
 XBU  plan-1  H4   0.020
 XBU  plan-1  H5   0.020
 XBU  plan-2  OAC  0.020
 XBU  plan-2  CAD  0.020
 XBU  plan-2  OAP  0.020
 XBU  plan-2  CAE  0.020
 XBU  plan-3  CAA  0.020
 XBU  plan-3  CAQ  0.020
 XBU  plan-3  CAR  0.020
 XBU  plan-3  CAS  0.020
 XBU  plan-3  CAT  0.020
 XBU  plan-3  OAW  0.020
 XBU  plan-3  CAU  0.020
 XBU  plan-3  CAV  0.020
 XBU  plan-3  H12  0.020
 XBU  plan-3  H13  0.020
 XBU  plan-3  H15  0.020
 XBU  plan-3  H16  0.020
 XBU  plan-4  CAB  0.020
 XBU  plan-4  CAX  0.020
 XBU  plan-4  OAY  0.020
 XBU  plan-4  OAZ  0.020

