# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 11:25:00 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 2-phenyl-4H-benzo[h]chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1C=C(Oc2c1ccc3ccccc23)c4ccccc4
#
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
 BHF  BHF  2-phenyl-4H-benzo[h]chromen-4-one  ligand  33  21  .  2022-07-24  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_BHF
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
 BHF  C8   C  CR16  0  -0.527   1.3016  -1.9409  -0.0020
 BHF  C9   C  CR6   0   0.470   0.0137  -2.5964  -0.0096
 BHF  O2   O  OC    0  -0.447  -0.1200  -3.8142  -0.0291
 BHF  C10  C  CR66  0  -0.149  -1.1297  -1.6786  -0.0061
 BHF  C11  C  CR16  0  -0.308  -2.4637  -2.1586  -0.0329
 BHF  C12  C  CR16  0  -0.313  -3.5116  -1.2938  -0.0359
 BHF  C13  C  CR66  0   0.106  -3.2964   0.1120  -0.0114
 BHF  C14  C  CR16  0  -0.309  -4.3740   1.0224  -0.0150
 BHF  C15  C  CR16  0  -0.243  -4.1477   2.3736   0.0094
 BHF  C16  C  CR16  0  -0.251  -2.8332   2.8732   0.0391
 BHF  C17  C  CR16  0  -0.285  -1.7637   2.0165   0.0435
 BHF  C18  C  CR66  0   0.013  -1.9755   0.6211   0.0172
 BHF  C19  C  CR66  0   0.356  -0.9107  -0.3208   0.0167
 BHF  O1   O  O     0  -0.460   0.3310   0.1965   0.0452
 BHF  C7   C  CR6   0   0.417   1.4114  -0.5959   0.0324
 BHF  C1   C  CR6   0   0.027   2.6686   0.1600   0.0420
 BHF  C2   C  CR16  0  -0.281   2.7169   1.4731  -0.4321
 BHF  C3   C  CR16  0  -0.238   3.9166   2.1673  -0.4387
 BHF  C4   C  CR16  0  -0.250   5.0765   1.5672   0.0324
 BHF  C5   C  CR16  0  -0.237   5.0327   0.2652   0.5145
 BHF  C6   C  CR16  0  -0.302   3.8376  -0.4344   0.5208
 BHF  H8   H  HCR6  0   0.282   2.1933  -2.5501  -0.0435
 BHF  H11  H  HCR6  0   0.267  -2.6286  -3.2271  -0.0520
 BHF  H12  H  HCR6  0   0.263  -4.5283  -1.6663  -0.0574
 BHF  H14  H  HCR6  0   0.264  -5.3860   0.6377  -0.0382
 BHF  H15  H  HCR6  0   0.268  -4.9815   3.0629   0.0058
 BHF  H16  H  HCR6  0   0.268  -2.6668   3.9419   0.0586
 BHF  H17  H  HCR6  0   0.265  -0.7592   2.4163   0.0684
 BHF  H2   H  HCR6  0   0.269   1.8274   1.9551  -0.8146
 BHF  H3   H  HCR6  0   0.267   3.9451   3.1803  -0.8176
 BHF  H4   H  HCR6  0   0.267   6.0108   2.1128   0.0248
 BHF  H5   H  HCR6  0   0.268   5.9305  -0.2051   0.8924
 BHF  H6   H  HCR6  0   0.265   3.8149  -1.4399   0.9204

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
 BHF  C8   C9   aromatic  1.445  0.020  1.445
 BHF  C8   C7   aromatic  1.350  0.020  1.350
 BHF  C8   H8   single    0.930  0.020  1.080
 BHF  C9   O2   double    1.225  0.020  1.225
 BHF  C9   C10  aromatic  1.466  0.020  1.466
 BHF  C10  C11  aromatic  1.418  0.020  1.418
 BHF  C10  C19  aromatic  1.376  0.020  1.376
 BHF  C11  C12  aromatic  1.359  0.020  1.359
 BHF  C11  H11  single    0.930  0.020  1.080
 BHF  C12  C13  aromatic  1.422  0.020  1.422
 BHF  C12  H12  single    0.930  0.020  1.080
 BHF  C13  C14  aromatic  1.411  0.020  1.411
 BHF  C13  C18  aromatic  1.416  0.020  1.416
 BHF  C14  C15  aromatic  1.370  0.020  1.370
 BHF  C14  H14  single    0.930  0.020  1.080
 BHF  C15  C16  aromatic  1.407  0.020  1.407
 BHF  C15  H15  single    0.930  0.020  1.080
 BHF  C16  C17  aromatic  1.370  0.020  1.370
 BHF  C16  H16  single    0.930  0.020  1.080
 BHF  C17  C18  aromatic  1.412  0.020  1.412
 BHF  C17  H17  single    0.930  0.020  1.080
 BHF  C18  C19  aromatic  1.422  0.020  1.422
 BHF  C19  O1   aromatic  1.345  0.020  1.345
 BHF  O1   C7   aromatic  1.340  0.020  1.340
 BHF  C7   C1   single    1.467  0.020  1.467
 BHF  C1   C2   aromatic  1.397  0.020  1.397
 BHF  C1   C6   aromatic  1.396  0.020  1.396
 BHF  C2   C3   aromatic  1.386  0.020  1.386
 BHF  C2   H2   single    0.930  0.020  1.080
 BHF  C3   C4   aromatic  1.388  0.020  1.388
 BHF  C3   H3   single    0.930  0.020  1.080
 BHF  C4   C5   aromatic  1.389  0.020  1.389
 BHF  C4   H4   single    0.930  0.020  1.080
 BHF  C5   C6   aromatic  1.385  0.020  1.385
 BHF  C5   H5   single    0.930  0.020  1.080
 BHF  C6   H6   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
 BHF  H8   C8   C7   119.71  3.000
 BHF  H8   C8   C9   118.65  3.000
 BHF  C7   C8   C9   121.64  3.000
 BHF  C10  C9   O2   122.49  3.000
 BHF  C10  C9   C8   114.27  3.000
 BHF  O2   C9   C8   123.24  3.000
 BHF  C19  C10  C11  118.96  3.000
 BHF  C19  C10  C9   119.59  3.000
 BHF  C11  C10  C9   121.45  3.000
 BHF  H11  C11  C12  120.75  3.000
 BHF  H11  C11  C10  118.57  3.000
 BHF  C12  C11  C10  120.68  3.000
 BHF  H12  C12  C13  118.84  3.000
 BHF  H12  C12  C11  120.35  3.000
 BHF  C13  C12  C11  120.82  3.000
 BHF  C18  C13  C14  118.72  3.000
 BHF  C18  C13  C12  119.79  3.000
 BHF  C14  C13  C12  121.48  3.000
 BHF  H14  C14  C15  120.33  3.000
 BHF  H14  C14  C13  118.99  3.000
 BHF  C15  C14  C13  120.68  3.000
 BHF  H15  C15  C16  119.60  3.000
 BHF  H15  C15  C14  120.07  3.000
 BHF  C16  C15  C14  120.33  3.000
 BHF  H16  C16  C17  119.83  3.000
 BHF  H16  C16  C15  119.67  3.000
 BHF  C17  C16  C15  120.49  3.000
 BHF  H17  C17  C18  120.35  3.000
 BHF  H17  C17  C16  119.60  3.000
 BHF  C18  C17  C16  120.05  3.000
 BHF  C19  C18  C17  122.86  3.000
 BHF  C19  C18  C13  117.42  3.000
 BHF  C17  C18  C13  119.72  3.000
 BHF  O1   C19  C18  115.88  3.000
 BHF  O1   C19  C10  121.79  3.000
 BHF  C18  C19  C10  122.33  3.000
 BHF  C7   O1   C19  121.11  3.000
 BHF  C1   C7   O1   112.72  3.000
 BHF  C1   C7   C8   125.68  3.000
 BHF  O1   C7   C8   121.59  3.000
 BHF  C6   C1   C2   119.19  3.000
 BHF  C6   C1   C7   120.03  3.000
 BHF  C2   C1   C7   120.78  3.000
 BHF  H2   C2   C3   119.14  3.000
 BHF  H2   C2   C1   120.70  3.000
 BHF  C3   C2   C1   120.16  3.000
 BHF  H3   C3   C4   120.10  3.000
 BHF  H3   C3   C2   119.57  3.000
 BHF  C4   C3   C2   120.33  3.000
 BHF  H4   C4   C5   120.16  3.000
 BHF  H4   C4   C3   120.07  3.000
 BHF  C5   C4   C3   119.78  3.000
 BHF  H5   C5   C6   119.67  3.000
 BHF  H5   C5   C4   120.18  3.000
 BHF  C6   C5   C4   120.15  3.000
 BHF  H6   C6   C5   119.29  3.000
 BHF  H6   C6   C1   120.31  3.000
 BHF  C5   C6   C1   120.39  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
 BHF  CONST_01  C11  C10  C9   C8   180.00  0.0  0
 BHF  CONST_02  C19  C10  C9   C8     0.00  0.0  0
 BHF  CONST_03  C19  O1   C7   C8     0.00  0.0  0
 BHF  CONST_06  O1   C7   C8   C9     0.00  0.0  0
 BHF  CONST_07  C1   C7   C8   C9   180.00  0.0  0
 BHF  CONST_08  C12  C11  C10  C9   180.00  0.0  0
 BHF  CONST_09  C18  C19  C10  C9   180.00  0.0  0
 BHF  CONST_10  O1   C19  C10  C9     0.00  0.0  0
 BHF  CONST_11  C7   C8   C9   C10    0.00  0.0  0
 BHF  CONST_12  C13  C12  C11  C10    0.00  0.0  0
 BHF  CONST_13  C13  C18  C19  C10    0.00  0.0  0
 BHF  CONST_14  C17  C18  C19  C10  180.00  0.0  0
 BHF  CONST_15  C7   O1   C19  C10    0.00  0.0  0
 BHF  CONST_16  C18  C19  C10  C11    0.00  0.0  0
 BHF  CONST_17  O1   C19  C10  C11  180.00  0.0  0
 BHF  CONST_18  C14  C13  C12  C11  180.00  0.0  0
 BHF  CONST_19  C18  C13  C12  C11    0.00  0.0  0
 BHF  CONST_20  C19  C10  C11  C12    0.00  0.0  0
 BHF  CONST_21  C15  C14  C13  C12  180.00  0.0  0
 BHF  CONST_22  C17  C18  C13  C12  180.00  0.0  0
 BHF  CONST_23  C19  C18  C13  C12    0.00  0.0  0
 BHF  CONST_24  C16  C15  C14  C13    0.00  0.0  0
 BHF  CONST_25  C16  C17  C18  C13    0.00  0.0  0
 BHF  CONST_26  O1   C19  C18  C13  180.00  0.0  0
 BHF  CONST_27  C17  C18  C13  C14    0.00  0.0  0
 BHF  CONST_28  C19  C18  C13  C14  180.00  0.0  0
 BHF  CONST_29  C17  C16  C15  C14    0.00  0.0  0
 BHF  CONST_30  C18  C13  C14  C15    0.00  0.0  0
 BHF  CONST_31  C18  C17  C16  C15    0.00  0.0  0
 BHF  CONST_32  C19  C18  C17  C16  180.00  0.0  0
 BHF  CONST_33  O1   C19  C18  C17    0.00  0.0  0
 BHF  CONST_34  C7   O1   C19  C18  180.00  0.0  0
 BHF  CONST_35  C1   C7   O1   C19  180.00  0.0  0
 BHF  CONST_38  C3   C2   C1   C7   180.00  0.0  0
 BHF  CONST_39  C5   C6   C1   C7   180.00  0.0  0
 BHF  CONST_40  C4   C3   C2   C1     0.00  0.0  0
 BHF  CONST_41  C4   C5   C6   C1     0.00  0.0  0
 BHF  CONST_42  C5   C6   C1   C2     0.00  0.0  0
 BHF  CONST_43  C5   C4   C3   C2     0.00  0.0  0
 BHF  CONST_44  C6   C1   C2   C3     0.00  0.0  0
 BHF  CONST_45  C6   C5   C4   C3     0.00  0.0  0
 BHF  CONST_46  C7   C8   C9   O2   180.00  0.0  0
 BHF  CONST_47  C11  C10  C9   O2     0.00  0.0  0
 BHF  CONST_48  C19  C10  C9   O2   180.00  0.0  0
 BHF  CONST_49  H11  C11  C10  C9     0.00  0.0  0
 BHF  CONST_50  H8   C8   C9   C10  180.00  0.0  0
 BHF  CONST_51  H12  C12  C11  C10  180.00  0.0  0
 BHF  CONST_52  H14  C14  C13  C12    0.00  0.0  0
 BHF  CONST_53  H15  C15  C14  C13  180.00  0.0  0
 BHF  CONST_54  H17  C17  C18  C13  180.00  0.0  0
 BHF  CONST_55  H16  C16  C15  C14  180.00  0.0  0
 BHF  CONST_56  H2   C2   C1   C7     0.00  0.0  0
 BHF  CONST_57  H6   C6   C1   C7     0.00  0.0  0
 BHF  CONST_58  H3   C3   C2   C1   180.00  0.0  0
 BHF  CONST_59  H5   C5   C6   C1   180.00  0.0  0
 BHF  CONST_60  H4   C4   C3   C2   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
 BHF  plan-1  C7   0.020
 BHF  plan-1  C1   0.020
 BHF  plan-1  C2   0.020
 BHF  plan-1  C3   0.020
 BHF  plan-1  C4   0.020
 BHF  plan-1  C5   0.020
 BHF  plan-1  C6   0.020
 BHF  plan-1  H2   0.020
 BHF  plan-1  H3   0.020
 BHF  plan-1  H4   0.020
 BHF  plan-1  H5   0.020
 BHF  plan-1  H6   0.020
 BHF  plan-2  C9   0.020
 BHF  plan-2  C10  0.020
 BHF  plan-2  C11  0.020
 BHF  plan-2  C12  0.020
 BHF  plan-2  C13  0.020
 BHF  plan-2  C14  0.020
 BHF  plan-2  C15  0.020
 BHF  plan-2  C16  0.020
 BHF  plan-2  C17  0.020
 BHF  plan-2  C18  0.020
 BHF  plan-2  C19  0.020
 BHF  plan-2  O1   0.020
 BHF  plan-2  H11  0.020
 BHF  plan-2  H12  0.020
 BHF  plan-2  H14  0.020
 BHF  plan-2  H15  0.020
 BHF  plan-2  H16  0.020
 BHF  plan-2  H17  0.020
 BHF  plan-3  C8   0.020
 BHF  plan-3  C9   0.020
 BHF  plan-3  O2   0.020
 BHF  plan-3  C10  0.020

