# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 20:12:41 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: (2Z)-2-(2,4-dihydroxybenzylidene)-3-oxo-2,3-dihydro-1-benzofuran-7-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1cccc2C(=O)\C(Oc12)=C\c3ccc(O)cc3O
#
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
 2US  2US  (2Z)-2-(2,4-dihydroxybenzylidene)-3-oxo-2,3-dihydro-1-benzofuran-7-carboxamide  ligand  33  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_2US
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
 2US  O4   O  O     0  -0.402  -1.1349  -3.4262   0.0296
 2US  C11  C  CR5   0   0.335  -1.2668  -2.2180   0.0298
 2US  C12  C  CR56  0  -0.128  -2.4899  -1.4188   0.0617
 2US  C2   C  CR56  0   0.447  -2.0968  -0.0874   0.0541
 2US  C13  C  CR16  0  -0.286  -3.8330  -1.7681   0.0941
 2US  C14  C  CR16  0  -0.259  -4.7669  -0.7471   0.1097
 2US  C15  C  CR16  0  -0.271  -4.3552   0.5859   0.0876
 2US  C1   C  CR6   0  -0.155  -3.0119   0.9587   0.0563
 2US  C    C  C     0   0.493  -2.5609   2.3828   0.0870
 2US  O    O  O     0  -0.465  -1.5254   2.7048   0.6494
 2US  N    N  NH2   0  -0.805  -3.3736   3.2575  -0.5220
 2US  C3   C  CR5   0   0.260  -0.1960  -1.2009  -0.0057
 2US  O1   O  O     0  -0.482  -0.7549   0.0513   0.0095
 2US  C4   C  C1    0  -0.416   1.1233  -1.4365  -0.0565
 2US  C5   C  CR6   0   0.027   2.2329  -0.5130  -0.0680
 2US  C10  C  CR6   0   0.343   3.5340  -0.9747  -0.3753
 2US  O3   O  OH1   0  -0.614   3.8049  -2.2407  -0.7313
 2US  C9   C  CR16  0  -0.431   4.6269  -0.1209  -0.3195
 2US  C8   C  CR6   0   0.378   4.4574   1.2117   0.0285
 2US  O2   O  OH1   0  -0.617   5.5468   1.9881   0.0626
 2US  C7   C  CR16  0  -0.385   3.1789   1.6998   0.3182
 2US  C6   C  CR16  0  -0.305   2.1011   0.8471   0.2656
 2US  H1   H  HCR6  0   0.279  -4.1354  -2.8071   0.1086
 2US  H2   H  HCR6  0   0.275  -5.8234  -0.9726   0.1431
 2US  H3   H  HCR6  0   0.281  -5.1167   1.3547   0.1167
 2US  H4   H  HNH2  0   0.415  -4.1500   2.9695  -1.0915
 2US  H5   H  HNH2  0   0.409  -3.1315   4.2352  -0.5380
 2US  H6   H  H     0   0.273   1.3364  -2.5012  -0.0697
 2US  H7   H  HOH1  0   0.484   3.0138  -2.7311  -0.9755
 2US  H8   H  HCR6  0   0.279   5.6119  -0.4989  -0.5638
 2US  H9   H  HOH1  0   0.481   5.3131   2.8921   0.3037
 2US  H10  H  HCR6  0   0.279   3.0343   2.7393   0.5872
 2US  H11  H  HCR6  0   0.282   1.1294   1.2483   0.5121

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
 2US  C15  C14  aromatic  1.395  0.020  1.395
 2US  C15  C1   aromatic  1.394  0.020  1.394
 2US  C14  C13  aromatic  1.384  0.020  1.384
 2US  O    C    double    1.222  0.020  1.222
 2US  C    C1   single    1.494  0.020  1.494
 2US  C    N    single    1.340  0.020  1.340
 2US  C1   C2   aromatic  1.390  0.020  1.390
 2US  C13  C12  aromatic  1.388  0.020  1.388
 2US  C2   C12  aromatic  1.388  0.020  1.388
 2US  C2   O1   single    1.350  0.020  1.350
 2US  C12  C11  single    1.461  0.020  1.461
 2US  O1   C3   single    1.371  0.020  1.371
 2US  C11  O4   double    1.215  0.020  1.215
 2US  C11  C3   single    1.477  0.020  1.477
 2US  C3   C4   double    1.341  0.020  1.341
 2US  O3   C10  single    1.343  0.020  1.343
 2US  C4   C5   single    1.444  0.020  1.444
 2US  C10  C5   aromatic  1.414  0.020  1.414
 2US  C10  C9   aromatic  1.388  0.020  1.388
 2US  C5   C6   aromatic  1.407  0.020  1.407
 2US  C9   C8   aromatic  1.388  0.020  1.388
 2US  C6   C7   aromatic  1.375  0.020  1.375
 2US  C8   C7   aromatic  1.399  0.020  1.399
 2US  C8   O2   single    1.338  0.020  1.338
 2US  C13  H1   single    0.930  0.020  1.080
 2US  C14  H2   single    0.930  0.020  1.080
 2US  C15  H3   single    0.930  0.020  1.080
 2US  N    H4   single    0.860  0.020  1.020
 2US  N    H5   single    0.860  0.020  1.020
 2US  C4   H6   single    0.930  0.020  1.080
 2US  O3   H7   single    0.850  0.020  0.980
 2US  C9   H8   single    0.930  0.020  1.080
 2US  O2   H9   single    0.850  0.020  0.980
 2US  C7   H10  single    0.930  0.020  1.080
 2US  C6   H11  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
 2US  C3   C11  C12  103.34  3.000
 2US  C3   C11  O4   127.29  3.000
 2US  C12  C11  O4   129.38  3.000
 2US  C13  C12  C2   121.02  3.000
 2US  C2   C12  C11  106.70  3.000
 2US  C13  C12  C11  132.28  3.000
 2US  O1   C2   C1   125.26  3.000
 2US  O1   C2   C12  112.35  3.000
 2US  C1   C2   C12  122.37  3.000
 2US  H1   C13  C14  121.30  3.000
 2US  H1   C13  C12  120.81  3.000
 2US  C14  C13  C12  117.88  3.000
 2US  H2   C14  C15  119.22  3.000
 2US  H2   C14  C13  120.41  3.000
 2US  C15  C14  C13  120.37  3.000
 2US  H3   C15  C1   119.24  3.000
 2US  H3   C15  C14  118.07  3.000
 2US  C1   C15  C14  122.68  3.000
 2US  C    C1   C15  123.03  3.000
 2US  C    C1   C2   121.25  3.000
 2US  C15  C1   C2   115.66  3.000
 2US  N    C    O    123.45  3.000
 2US  N    C    C1   115.45  3.000
 2US  O    C    C1   121.10  3.000
 2US  H5   N    H4   117.05  3.000
 2US  H5   N    C    119.66  3.000
 2US  H4   N    C    122.61  3.000
 2US  C4   C3   O1   124.18  3.000
 2US  C4   C3   C11  126.37  3.000
 2US  O1   C3   C11  109.45  3.000
 2US  C3   O1   C2   108.17  3.000
 2US  H6   C4   C5   118.44  3.000
 2US  H6   C4   C3   111.45  3.000
 2US  C5   C4   C3   130.09  3.000
 2US  C6   C5   C10  116.96  3.000
 2US  C6   C5   C4   123.00  3.000
 2US  C10  C5   C4   120.00  3.000
 2US  C9   C10  O3   115.58  3.000
 2US  C9   C10  C5   120.99  3.000
 2US  O3   C10  C5   123.44  3.000
 2US  H7   O3   C10  112.45  3.000
 2US  H8   C9   C8   120.19  3.000
 2US  H8   C9   C10  119.50  3.000
 2US  C8   C9   C10  120.31  3.000
 2US  C7   C8   O2   122.44  3.000
 2US  O2   C8   C9   117.65  3.000
 2US  C7   C8   C9   119.91  3.000
 2US  H9   O2   C8   110.67  3.000
 2US  H10  C7   C6   119.99  3.000
 2US  H10  C7   C8   120.54  3.000
 2US  C6   C7   C8   119.48  3.000
 2US  H11  C6   C7   117.78  3.000
 2US  H11  C6   C5   119.85  3.000
 2US  C7   C6   C5   122.35  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
 2US  CONST_01  C15  C14  C13  C12     0.00   0.0  0
 2US  CONST_02  C15  C1   C2   C12     0.00   0.0  0
 2US  CONST_03  C14  C15  C1   C2      0.00   0.0  0
 2US  CONST_04  C14  C13  C12  C2      0.00   0.0  0
 2US  CONST_05  C1   C15  C14  C13     0.00   0.0  0
 2US  CONST_06  C1   C2   C12  C13     0.00   0.0  0
 2US  CONST_07  C8   C9   C10  C5      0.00   0.0  0
 2US  CONST_08  C8   C7   C6   C5      0.00   0.0  0
 2US  CONST_09  C7   C6   C5   C10     0.00   0.0  0
 2US  CONST_10  C7   C8   C9   C10     0.00   0.0  0
 2US  CONST_11  C6   C5   C10  C9      0.00   0.0  0
 2US  CONST_12  C6   C7   C8   C9      0.00   0.0  0
 2US  CONST_13  C    C1   C2   C12   180.00   0.0  0
 2US  CONST_14  C    C1   C15  C14   180.00   0.0  0
 2US  CONST_15  O1   C2   C1   C       0.00   0.0  0
 2US  CONST_16  C9   C10  C5   C4    180.00   0.0  0
 2US  CONST_17  C7   C6   C5   C4    180.00   0.0  0
 2US  CONST_18  O2   C8   C9   C10   180.00   0.0  0
 2US  CONST_19  C6   C5   C10  O3    180.00   0.0  0
 2US  CONST_20  C8   C9   C10  O3    180.00   0.0  0
 2US  CONST_21  C6   C7   C8   O2    180.00   0.0  0
 2US  CONST_22  H1   C13  C12  C11     0.00   0.0  0
 2US  CONST_23  H2   C14  C13  C12   180.00   0.0  0
 2US  CONST_24  H3   C15  C1   C2    180.00   0.0  0
 2US  CONST_25  H8   C9   C10  C5    180.00   0.0  0
 2US  CONST_26  H10  C7   C6   C5    180.00   0.0  0
 2US  CONST_27  H11  C6   C5   C10   180.00   0.0  0
 2US  CONST_28  H4   N    C    C1      0.00   0.0  0
 2US  CONST_29  H5   N    C    C1    180.00   0.0  0
 2US  Var_01    C5   C4   C3   C11  -178.66  30.0  2
 2US  Var_02    C10  C5   C4   C3   -168.20  30.0  2
 2US  Var_03    O    C    C1   C2    -31.09  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
 2US  plan-1  C4   0.020
 2US  plan-1  C5   0.020
 2US  plan-1  C10  0.020
 2US  plan-1  O3   0.020
 2US  plan-1  C9   0.020
 2US  plan-1  C8   0.020
 2US  plan-1  O2   0.020
 2US  plan-1  C7   0.020
 2US  plan-1  C6   0.020
 2US  plan-1  H8   0.020
 2US  plan-1  H10  0.020
 2US  plan-1  H11  0.020
 2US  plan-2  O4   0.020
 2US  plan-2  C11  0.020
 2US  plan-2  C12  0.020
 2US  plan-2  C2   0.020
 2US  plan-2  C13  0.020
 2US  plan-2  C14  0.020
 2US  plan-2  C15  0.020
 2US  plan-2  C1   0.020
 2US  plan-2  C    0.020
 2US  plan-2  C3   0.020
 2US  plan-2  O1   0.020
 2US  plan-2  C4   0.020
 2US  plan-2  H1   0.020
 2US  plan-2  H2   0.020
 2US  plan-2  H3   0.020
 2US  plan-3  C1   0.020
 2US  plan-3  C    0.020
 2US  plan-3  O    0.020
 2US  plan-3  N    0.020
 2US  plan-3  H4   0.020
 2US  plan-3  H5   0.020

