# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 10:17:41 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 5-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-7-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)c2oc3c(cc(O)cc3C#N)c2
#
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
 697  697  5-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-7-carbonitrile  ligand  28  19  .  2022-07-23  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_697
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
 697  C1   C  CR6   0   0.355   0.0223   0.0805   4.7716
 697  C2   C  CR16  0  -0.315  -1.2546  -0.0178   4.2166
 697  C3   C  CR16  0  -0.302  -1.4135  -0.0269   2.8465
 697  C4   C  CR6   0  -0.037  -0.3128   0.0626   1.9879
 697  C5   C  CR16  0  -0.279   0.9594   0.1557   2.5556
 697  C6   C  CR16  0  -0.368   1.1282   0.1649   3.9292
 697  O11  O  OH1   0  -0.622   0.1238   0.0879   6.1103
 697  C12  C  CR5   0   0.436  -0.5075   0.0647   0.5510
 697  C13  C  CR15  0  -0.427  -1.6219   0.1088  -0.2254
 697  C14  C  CR56  0   0.106  -1.1685   0.0914  -1.5840
 697  C15  C  CR56  0   0.383   0.2202   0.0380  -1.5006
 697  O16  O  O     0  -0.464   0.6191   0.0211  -0.2184
 697  C17  C  CR16  0  -0.475  -1.7853   0.1203  -2.8327
 697  C18  C  CR6   0   0.379  -0.9867   0.0938  -3.9704
 697  C19  C  CR16  0  -0.366   0.4083   0.0375  -3.8719
 697  C20  C  CR6   0  -0.062   1.0292   0.0093  -2.6254
 697  O23  O  OH1   0  -0.633  -1.4991   0.1196  -5.2164
 697  C7   C  CSP   0   0.048   2.4465  -0.0474  -2.5093
 697  N27  N  NS    0  -0.238   3.5930  -0.0943  -2.4088
 697  H2   H  HCR6  0   0.273  -2.1180  -0.0890   4.8654
 697  H3   H  HCR6  0   0.258  -2.4151  -0.1103   2.4442
 697  H5   H  HCR6  0   0.265   1.8387   0.2281   1.9298
 697  H6   H  HCR6  0   0.279   2.1273   0.2410   4.3429
 697  H11  H  HOH1  0   0.478   1.0447   0.1772   6.3800
 697  H13  H  HCR5  0   0.270  -2.6436   0.1572   0.1137
 697  H17  H  HCR6  0   0.287  -2.8652   0.1625  -2.9145
 697  H19  H  HCR6  0   0.293   1.0086   0.0156  -4.7713
 697  H23  H  HOH1  0   0.479  -2.4614   0.1525  -5.1869

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
 697  C1   C2   aromatic  1.396  0.020  1.396
 697  C1   C6   aromatic  1.393  0.020  1.393
 697  C1   O11  single    1.343  0.020  1.343
 697  C2   C3   aromatic  1.379  0.020  1.379
 697  C2   H2   single    0.930  0.020  1.080
 697  C3   C4   aromatic  1.399  0.020  1.399
 697  C3   H3   single    0.930  0.020  1.080
 697  C4   C5   aromatic  1.396  0.020  1.396
 697  C4   C12  single    1.450  0.020  1.450
 697  C5   C6   aromatic  1.384  0.020  1.384
 697  C5   H5   single    0.930  0.020  1.080
 697  C6   H6   single    0.930  0.020  1.080
 697  O11  H11  single    0.850  0.020  0.980
 697  C12  C13  aromatic  1.359  0.020  1.359
 697  C12  O16  aromatic  1.365  0.020  1.365
 697  C13  C14  aromatic  1.432  0.020  1.432
 697  C13  H13  single    0.930  0.020  1.080
 697  C14  C15  aromatic  1.392  0.020  1.392
 697  C14  C17  aromatic  1.393  0.020  1.393
 697  C15  O16  aromatic  1.343  0.020  1.343
 697  C15  C20  aromatic  1.386  0.020  1.386
 697  C17  C18  aromatic  1.390  0.020  1.390
 697  C17  H17  single    0.930  0.020  1.080
 697  C18  C19  aromatic  1.400  0.020  1.400
 697  C18  O23  single    1.347  0.020  1.347
 697  C19  C20  aromatic  1.393  0.020  1.393
 697  C19  H19  single    0.930  0.020  1.080
 697  C20  C7   single    1.423  0.020  1.423
 697  O23  H23  single    0.850  0.020  0.980
 697  C7   N27  triple    1.152  0.020  1.152

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
 697  O11  C1   C6   122.88  3.000
 697  O11  C1   C2   117.77  3.000
 697  C6   C1   C2   119.35  3.000
 697  H2   C2   C3   120.21  3.000
 697  H2   C2   C1   119.74  3.000
 697  C3   C2   C1   120.05  3.000
 697  H3   C3   C4   120.32  3.000
 697  H3   C3   C2   118.44  3.000
 697  C4   C3   C2   121.24  3.000
 697  C12  C4   C5   121.68  3.000
 697  C12  C4   C3   120.18  3.000
 697  C5   C4   C3   118.14  3.000
 697  H5   C5   C6   118.34  3.000
 697  H5   C5   C4   120.66  3.000
 697  C6   C5   C4   121.00  3.000
 697  H6   C6   C5   119.45  3.000
 697  H6   C6   C1   120.34  3.000
 697  C5   C6   C1   120.21  3.000
 697  H11  O11  C1   110.59  3.000
 697  O16  C12  C13  110.84  3.000
 697  O16  C12  C4   116.60  3.000
 697  C13  C12  C4   132.56  3.000
 697  H13  C13  C14  126.81  3.000
 697  H13  C13  C12  126.81  3.000
 697  C14  C13  C12  106.38  3.000
 697  C17  C14  C15  119.75  3.000
 697  C17  C14  C13  135.22  3.000
 697  C15  C14  C13  105.03  3.000
 697  C20  C15  O16  126.96  3.000
 697  C20  C15  C14  122.31  3.000
 697  O16  C15  C14  110.73  3.000
 697  C15  O16  C12  107.01  3.000
 697  H17  C17  C18  120.75  3.000
 697  H17  C17  C14  120.64  3.000
 697  C18  C17  C14  118.61  3.000
 697  O23  C18  C19  116.41  3.000
 697  O23  C18  C17  122.54  3.000
 697  C19  C18  C17  121.04  3.000
 697  H19  C19  C20  119.76  3.000
 697  H19  C19  C18  119.70  3.000
 697  C20  C19  C18  120.54  3.000
 697  C7   C20  C19  121.18  3.000
 697  C7   C20  C15  121.06  3.000
 697  C19  C20  C15  117.76  3.000
 697  H23  O23  C18  110.62  3.000
 697  N27  C7   C20  180.00  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
 697  CONST_01  C4   C3   C2   C1     0.00  0.0  0
 697  CONST_02  C4   C5   C6   C1     0.00  0.0  0
 697  CONST_03  C5   C6   C1   C2     0.00  0.0  0
 697  CONST_04  C5   C4   C3   C2     0.00  0.0  0
 697  CONST_05  C12  C4   C3   C2   180.00  0.0  0
 697  CONST_06  C6   C1   C2   C3     0.00  0.0  0
 697  CONST_07  C6   C5   C4   C3     0.00  0.0  0
 697  CONST_08  C13  C12  C4   C3     0.00  0.0  0
 697  CONST_09  O16  C12  C4   C3   180.00  0.0  0
 697  CONST_10  C14  C13  C12  C4   180.00  0.0  0
 697  CONST_11  C15  O16  C12  C4   180.00  0.0  0
 697  CONST_12  C13  C12  C4   C5   180.00  0.0  0
 697  CONST_13  O16  C12  C4   C5     0.00  0.0  0
 697  CONST_14  C12  C4   C5   C6   180.00  0.0  0
 697  CONST_15  C15  C14  C13  C12    0.00  0.0  0
 697  CONST_16  C17  C14  C13  C12  180.00  0.0  0
 697  CONST_17  C14  C15  O16  C12    0.00  0.0  0
 697  CONST_18  C20  C15  O16  C12  180.00  0.0  0
 697  CONST_19  C15  O16  C12  C13    0.00  0.0  0
 697  CONST_20  O16  C15  C14  C13    0.00  0.0  0
 697  CONST_21  C20  C15  C14  C13  180.00  0.0  0
 697  CONST_22  C18  C17  C14  C13  180.00  0.0  0
 697  CONST_23  O16  C12  C13  C14    0.00  0.0  0
 697  CONST_24  C19  C20  C15  C14    0.00  0.0  0
 697  CONST_25  C19  C18  C17  C14    0.00  0.0  0
 697  CONST_26  C18  C17  C14  C15    0.00  0.0  0
 697  CONST_27  C18  C19  C20  C15    0.00  0.0  0
 697  CONST_28  C17  C14  C15  O16  180.00  0.0  0
 697  CONST_29  C19  C20  C15  O16  180.00  0.0  0
 697  CONST_30  C20  C15  C14  C17    0.00  0.0  0
 697  CONST_31  C20  C19  C18  C17    0.00  0.0  0
 697  CONST_32  O11  C1   C2   C3   180.00  0.0  0
 697  CONST_33  O11  C1   C6   C5   180.00  0.0  0
 697  CONST_34  C7   C20  C15  C14  180.00  0.0  0
 697  CONST_35  O23  C18  C17  C14  180.00  0.0  0
 697  CONST_36  C7   C20  C15  O16    0.00  0.0  0
 697  CONST_37  C7   C20  C19  C18  180.00  0.0  0
 697  CONST_38  O23  C18  C19  C20  180.00  0.0  0
 697  CONST_39  H3   C3   C2   C1   180.00  0.0  0
 697  CONST_40  H5   C5   C6   C1   180.00  0.0  0
 697  CONST_41  H6   C6   C1   C2   180.00  0.0  0
 697  CONST_42  H2   C2   C3   C4   180.00  0.0  0
 697  CONST_43  H13  C13  C12  C4     0.00  0.0  0
 697  CONST_44  H17  C17  C14  C13    0.00  0.0  0
 697  CONST_45  H19  C19  C20  C15  180.00  0.0  0

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
 697  plan-1  C1   0.020
 697  plan-1  C2   0.020
 697  plan-1  C3   0.020
 697  plan-1  C4   0.020
 697  plan-1  C5   0.020
 697  plan-1  C6   0.020
 697  plan-1  O11  0.020
 697  plan-1  C12  0.020
 697  plan-1  H2   0.020
 697  plan-1  H3   0.020
 697  plan-1  H5   0.020
 697  plan-1  H6   0.020
 697  plan-2  C4   0.020
 697  plan-2  C12  0.020
 697  plan-2  C13  0.020
 697  plan-2  C14  0.020
 697  plan-2  C15  0.020
 697  plan-2  O16  0.020
 697  plan-2  C17  0.020
 697  plan-2  C18  0.020
 697  plan-2  C19  0.020
 697  plan-2  C20  0.020
 697  plan-2  O23  0.020
 697  plan-2  C7   0.020
 697  plan-2  N27  0.020
 697  plan-2  H13  0.020
 697  plan-2  H17  0.020
 697  plan-2  H19  0.020

