# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 08:06:18 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: (2~{R})-2-(4-hydroxyphenyl)-5,7-bis(oxidanyl)-2,3-dihydrochromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)[C@H]2CC(=O)c3c(O)cc(O)cc3O2
#
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
 CWE  CWE  (2~{R})-2-(4-hydroxyphenyl)-5,7-bis(oxidanyl)-2,3-dihydrochromen-4-one  ligand  32  20  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CWE
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
 CWE  C1    C  CR16  0  -0.529  -2.1412   1.7799  -0.3182
 CWE  C2    C  CR6   0   0.410  -3.5359   1.7144  -0.3173
 CWE  C3    C  CR16  0  -0.466  -4.2114   0.5042  -0.1684
 CWE  C4    C  CR6   0   0.407  -3.4813  -0.6593  -0.0018
 CWE  C5    C  CR6   0  -0.345  -2.0631  -0.6285   0.0154
 CWE  C6    C  CR6   0   0.444  -1.4190   0.6127  -0.1572
 CWE  C7    C  C     0   0.454  -1.2965  -1.8157   0.3038
 CWE  C8    C  CH2   0  -0.594   0.1870  -1.6195   0.4337
 CWE  C9    C  CH1   0  -0.055   0.6603  -0.4775  -0.4496
 CWE  O1    O  O2    0  -0.475  -0.0839   0.7137  -0.1652
 CWE  O2    O  O     0  -0.467  -1.8188  -2.9170   0.4774
 CWE  C10   C  CR6   0   0.093   2.1142  -0.1619  -0.2697
 CWE  C11   C  CR16  0  -0.307   3.0152  -0.3790  -1.3057
 CWE  C12   C  CR16  0  -0.323   4.3683  -0.1253  -1.1480
 CWE  C13   C  CR6   0   0.349   4.8424   0.3670   0.0650
 CWE  C14   C  CR16  0  -0.370   3.9476   0.5953   1.1100
 CWE  C15   C  CR16  0  -0.279   2.5999   0.3284   0.9394
 CWE  O3    O  OH1   0  -0.628   6.1626   0.6048   0.1749
 CWE  O4    O  OH1   0  -0.613  -4.2849   2.8078  -0.4757
 CWE  O5    O  OH1   0  -0.625  -4.1337  -1.8051   0.1564
 CWE  H11   H  HCR6  0   0.285  -1.6247   2.7216  -0.4606
 CWE  H31   H  HCR6  0   0.277  -5.2932   0.4752  -0.1771
 CWE  H82   H  HCH2  0   0.296   0.4102  -1.4112   1.4865
 CWE  H81   H  HCH2  0   0.295   0.7111  -2.5376   0.1665
 CWE  H9    H  HCH1  0   0.271   0.4777  -0.7469  -1.4973
 CWE  H111  H  HCR6  0   0.259   2.6584  -0.7559  -2.2568
 CWE  H121  H  HCR6  0   0.266   5.0573  -0.3027  -1.9641
 CWE  H141  H  HCR6  0   0.274   4.3039   0.9804   2.0587
 CWE  H151  H  HCR6  0   0.261   1.9251   0.5087   1.7678
 CWE  HO3   H  HOH1  0   0.476   6.3753   0.9350   1.0549
 CWE  H41   H  HOH1  0   0.484  -3.7333   3.5946  -0.5596
 CWE  H51   H  HOH1  0   0.476  -3.4662  -2.5167   0.2936

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
 CWE  O3   C13   single    1.346  0.020  1.346
 CWE  C13  C14   aromatic  1.395  0.020  1.395
 CWE  C13  C12   aromatic  1.392  0.020  1.392
 CWE  C14  C15   aromatic  1.384  0.020  1.384
 CWE  C12  C11   aromatic  1.386  0.020  1.386
 CWE  C15  C10   aromatic  1.392  0.020  1.392
 CWE  C11  C10   aromatic  1.390  0.020  1.390
 CWE  C10  C9    single    1.499  0.020  1.499
 CWE  C8   C9    single    1.519  0.020  1.519
 CWE  C8   C7    single    1.502  0.020  1.502
 CWE  C9   O1    single    1.433  0.020  1.433
 CWE  O1   C6    single    1.339  0.020  1.339
 CWE  C7   O2    double    1.231  0.020  1.231
 CWE  C7   C5    single    1.442  0.020  1.442
 CWE  C6   C5    aromatic  1.409  0.020  1.409
 CWE  C6   C1    aromatic  1.382  0.020  1.382
 CWE  C5   C4    aromatic  1.419  0.020  1.419
 CWE  C1   C2    aromatic  1.396  0.020  1.396
 CWE  C4   O5    single    1.328  0.020  1.328
 CWE  C4   C3    aromatic  1.384  0.020  1.384
 CWE  C2   C3    aromatic  1.394  0.020  1.394
 CWE  C2   O4    single    1.335  0.020  1.335
 CWE  C1   H11   single    0.930  0.020  1.080
 CWE  C3   H31   single    0.930  0.020  1.080
 CWE  C8   H82   single    0.970  0.020  1.090
 CWE  C8   H81   single    0.970  0.020  1.090
 CWE  C9   H9    single    0.970  0.020  1.090
 CWE  C11  H111  single    0.930  0.020  1.080
 CWE  C12  H121  single    0.930  0.020  1.080
 CWE  C14  H141  single    0.930  0.020  1.080
 CWE  C15  H151  single    0.930  0.020  1.080
 CWE  O3   HO3   single    0.850  0.020  0.980
 CWE  O4   H41   single    0.850  0.020  0.980
 CWE  O5   H51   single    0.850  0.020  0.980

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
 CWE  H11   C1   C6   120.01  3.000
 CWE  H11   C1   C2   121.14  3.000
 CWE  C6    C1   C2   118.84  3.000
 CWE  O4    C2   C3   116.87  3.000
 CWE  O4    C2   C1   121.47  3.000
 CWE  C3    C2   C1   121.66  3.000
 CWE  H31   C3   C4   120.39  3.000
 CWE  H31   C3   C2   120.45  3.000
 CWE  C4    C3   C2   119.16  3.000
 CWE  O5    C4   C5   120.56  3.000
 CWE  O5    C4   C3   118.73  3.000
 CWE  C5    C4   C3   120.71  3.000
 CWE  C7    C5   C6   120.44  3.000
 CWE  C6    C5   C4   118.34  3.000
 CWE  C7    C5   C4   121.05  3.000
 CWE  O1    C6   C5   121.53  3.000
 CWE  C5    C6   C1   121.29  3.000
 CWE  O1    C6   C1   117.18  3.000
 CWE  O2    C7   C8   121.57  3.000
 CWE  O2    C7   C5   122.62  3.000
 CWE  C8    C7   C5   115.77  3.000
 CWE  H81   C8   H82  107.31  3.000
 CWE  H81   C8   C9   109.92  3.000
 CWE  H82   C8   C9   110.61  3.000
 CWE  H81   C8   C7   110.10  3.000
 CWE  H82   C8   C7   108.00  3.000
 CWE  C9    C8   C7   110.83  3.000
 CWE  H9    C9   C10  109.14  3.000
 CWE  H9    C9   O1   107.89  3.000
 CWE  C10   C9   O1   107.75  3.000
 CWE  H9    C9   C8   108.58  3.000
 CWE  O1    C9   C8   110.35  3.000
 CWE  C10   C9   C8   113.00  3.000
 CWE  C9    O1   C6   117.15  3.000
 CWE  C15   C10  C11  118.44  3.000
 CWE  C11   C10  C9   120.43  3.000
 CWE  C15   C10  C9   121.12  3.000
 CWE  H111  C11  C12  119.02  3.000
 CWE  H111  C11  C10  119.68  3.000
 CWE  C12   C11  C10  121.30  3.000
 CWE  H121  C12  C13  119.86  3.000
 CWE  H121  C12  C11  120.37  3.000
 CWE  C13   C12  C11  119.76  3.000
 CWE  O3    C13  C14  122.63  3.000
 CWE  C14   C13  C12  119.49  3.000
 CWE  O3    C13  C12  117.88  3.000
 CWE  H141  C14  C15  119.75  3.000
 CWE  H141  C14  C13  120.20  3.000
 CWE  C15   C14  C13  120.05  3.000
 CWE  H151  C15  C14  118.68  3.000
 CWE  H151  C15  C10  120.35  3.000
 CWE  C14   C15  C10  120.97  3.000
 CWE  HO3   O3   C13  110.58  3.000
 CWE  H41   O4   C2   110.95  3.000
 CWE  H51   O5   C4   107.87  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
 CWE  CONST_01  C4    C5   C6   C1      0.00   0.0  0
 CWE  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 CWE  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 CWE  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 CWE  CONST_05  C6    C5   C4   C3      0.00   0.0  0
 CWE  CONST_06  C6    C1   C2   C3      0.00   0.0  0
 CWE  CONST_07  C13   C14  C15  C10     0.00   0.0  0
 CWE  CONST_08  C13   C12  C11  C10     0.00   0.0  0
 CWE  CONST_09  C14   C13  C12  C11     0.00   0.0  0
 CWE  CONST_10  C14   C15  C10  C11     0.00   0.0  0
 CWE  CONST_11  C15   C14  C13  C12     0.00   0.0  0
 CWE  CONST_12  C15   C10  C11  C12     0.00   0.0  0
 CWE  CONST_13  C14   C15  C10  C9    180.00   0.0  0
 CWE  CONST_14  C12   C11  C10  C9    180.00   0.0  0
 CWE  CONST_15  O5    C4   C3   C2    180.00   0.0  0
 CWE  CONST_16  O4    C2   C3   C4    180.00   0.0  0
 CWE  CONST_17  O5    C4   C5   C6    180.00   0.0  0
 CWE  CONST_18  O4    C2   C1   C6    180.00   0.0  0
 CWE  CONST_19  O5    C4   C5   C7      0.00   0.0  0
 CWE  CONST_20  O3    C13  C12  C11   180.00   0.0  0
 CWE  CONST_21  O3    C13  C14  C15   180.00   0.0  0
 CWE  CONST_22  H31   C3   C2   C1    180.00   0.0  0
 CWE  CONST_23  H11   C1   C2   C3    180.00   0.0  0
 CWE  CONST_24  H151  C15  C10  C9      0.00   0.0  0
 CWE  CONST_25  H111  C11  C10  C9      0.00   0.0  0
 CWE  CONST_26  H141  C14  C15  C10   180.00   0.0  0
 CWE  CONST_27  H121  C12  C11  C10   180.00   0.0  0
 CWE  Var_01    C8    C7   C5   C4   -173.80  30.0  1
 CWE  Var_02    C9    C8   C7   C5    -30.66  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
 CWE  chir_01  C9  C10  C8  O1  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
 CWE  plan-1  C9    0.020
 CWE  plan-1  C10   0.020
 CWE  plan-1  C11   0.020
 CWE  plan-1  C12   0.020
 CWE  plan-1  C13   0.020
 CWE  plan-1  C14   0.020
 CWE  plan-1  C15   0.020
 CWE  plan-1  O3    0.020
 CWE  plan-1  H111  0.020
 CWE  plan-1  H121  0.020
 CWE  plan-1  H141  0.020
 CWE  plan-1  H151  0.020
 CWE  plan-2  C1    0.020
 CWE  plan-2  C2    0.020
 CWE  plan-2  C3    0.020
 CWE  plan-2  C4    0.020
 CWE  plan-2  C5    0.020
 CWE  plan-2  C6    0.020
 CWE  plan-2  C7    0.020
 CWE  plan-2  O1    0.020
 CWE  plan-2  O4    0.020
 CWE  plan-2  O5    0.020
 CWE  plan-2  H11   0.020
 CWE  plan-2  H31   0.020
 CWE  plan-3  C5    0.020
 CWE  plan-3  C7    0.020
 CWE  plan-3  C8    0.020
 CWE  plan-3  O2    0.020

