# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 00:10:21 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: 2-[(dibenzo[b,d]furan-2-yl)oxy]ethan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCCOc1ccc2oc3ccccc3c2c1
#
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
 HLV  HLV  2-[(dibenzo[b,d]furan-2-yl)oxy]ethan-1-amine  ligand  30  17  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HLV
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
 HLV  C1   C  CR56  0   0.100   0.7038  -0.0648  -0.0589
 HLV  C2   C  CR56  0   0.064   2.0492  -0.5895  -0.0253
 HLV  C3   C  CR56  0   0.328   0.8484   1.3197   0.0502
 HLV  C4   C  CR56  0   0.353   2.8783   0.5287   0.0999
 HLV  C5   C  CR16  0  -0.482  -0.5593  -0.6261  -0.1656
 HLV  C6   C  CR6   0   0.407  -1.6656   0.2210  -0.1627
 HLV  O2   O  O2    0  -0.484  -2.8685  -0.3800  -0.2706
 HLV  C10  C  CR16  0  -0.343   4.2562   0.4403   0.1668
 HLV  C11  C  CR16  0  -0.259   3.9943  -1.9699  -0.0254
 HLV  C12  C  CR16  0  -0.267   4.8010  -0.8349   0.1012
 HLV  C13  C  CH2   0  -0.184  -4.0497   0.4058  -0.2343
 HLV  C14  C  CH2   0  -0.318  -5.2316  -0.5331  -0.2968
 HLV  C7   C  CR16  0  -0.328  -0.2313   2.1745   0.0531
 HLV  C8   C  CR16  0  -0.367   2.6144  -1.8590  -0.0899
 HLV  C9   C  CR16  0  -0.396  -1.4970   1.6088  -0.0547
 HLV  N1   N  NH2   0  -0.799  -5.3007  -1.3780   0.8838
 HLV  O1   O  O     0  -0.486   2.1605   1.6803   0.1462
 HLV  H1   H  HCR6  0   0.260  -0.6958  -1.6974  -0.2481
 HLV  H2   H  HCR6  0   0.273   4.8808   1.3179   0.2653
 HLV  H3   H  HCR6  0   0.260   4.4565  -2.9469  -0.0737
 HLV  H4   H  HCR6  0   0.265   5.8757  -0.9506   0.1487
 HLV  H5   H  HCH2  0   0.221  -4.0914   0.9954   0.6882
 HLV  H6   H  HCH2  0   0.226  -4.0796   1.0972  -1.0837
 HLV  H7   H  HCH2  0   0.235  -6.1286   0.0885  -0.3330
 HLV  H8   H  HCH2  0   0.207  -5.1998  -1.0853  -1.2466
 HLV  H9   H  HCR6  0   0.276  -0.1137   3.2468   0.1351
 HLV  H10  H  HCR6  0   0.257   1.9931  -2.7398  -0.1899
 HLV  H11  H  HCR6  0   0.286  -2.3497   2.2727  -0.0546
 HLV  H12  H  HNH2  0   0.352  -6.1499  -1.9266   0.8532
 HLV  H13  H  HNH2  0   0.343  -4.5419  -2.0469   0.8685

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
 HLV  C12  C11  aromatic  1.398  0.020  1.398
 HLV  C12  C10  aromatic  1.388  0.020  1.388
 HLV  C11  C8   aromatic  1.386  0.020  1.386
 HLV  C10  C4   aromatic  1.382  0.020  1.382
 HLV  C8   C2   aromatic  1.391  0.020  1.391
 HLV  C4   C2   aromatic  1.398  0.020  1.398
 HLV  C4   O1   aromatic  1.358  0.020  1.358
 HLV  C2   C1   aromatic  1.444  0.020  1.444
 HLV  O1   C3   aromatic  1.364  0.020  1.364
 HLV  C1   C5   aromatic  1.386  0.020  1.386
 HLV  C1   C3   aromatic  1.396  0.020  1.396
 HLV  C5   C6   aromatic  1.393  0.020  1.393
 HLV  C3   C7   aromatic  1.377  0.020  1.377
 HLV  C13  C14  single    1.511  0.020  1.511
 HLV  C13  O2   single    1.419  0.020  1.419
 HLV  C7   C9   aromatic  1.391  0.020  1.391
 HLV  C6   C9   aromatic  1.402  0.020  1.402
 HLV  C6   O2   single    1.349  0.020  1.349
 HLV  C14  N1   single    1.453  0.020  1.453
 HLV  C5   H1   single    0.930  0.020  1.080
 HLV  C10  H2   single    0.930  0.020  1.080
 HLV  C11  H3   single    0.930  0.020  1.080
 HLV  C12  H4   single    0.930  0.020  1.080
 HLV  C13  H5   single    0.970  0.020  1.090
 HLV  C13  H6   single    0.970  0.020  1.090
 HLV  C14  H7   single    0.970  0.020  1.090
 HLV  C14  H8   single    0.970  0.020  1.090
 HLV  C7   H9   single    0.930  0.020  1.080
 HLV  C8   H10  single    0.930  0.020  1.080
 HLV  C9   H11  single    0.930  0.020  1.080
 HLV  N1   H12  single    0.890  0.020  1.040
 HLV  N1   H13  single    0.890  0.020  1.040

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
 HLV  C5   C1   C3   120.12  3.000
 HLV  C3   C1   C2   105.18  3.000
 HLV  C5   C1   C2   134.70  3.000
 HLV  C8   C2   C4   119.56  3.000
 HLV  C4   C2   C1   105.31  3.000
 HLV  C8   C2   C1   135.13  3.000
 HLV  O1   C3   C7   126.15  3.000
 HLV  C7   C3   C1   122.31  3.000
 HLV  O1   C3   C1   111.54  3.000
 HLV  O1   C4   C10  125.42  3.000
 HLV  O1   C4   C2   111.59  3.000
 HLV  C10  C4   C2   122.99  3.000
 HLV  H1   C5   C6   120.10  3.000
 HLV  H1   C5   C1   121.41  3.000
 HLV  C6   C5   C1   118.50  3.000
 HLV  C9   C6   O2   123.67  3.000
 HLV  O2   C6   C5   115.91  3.000
 HLV  C9   C6   C5   120.43  3.000
 HLV  C13  O2   C6   119.57  3.000
 HLV  H2   C10  C12  121.53  3.000
 HLV  H2   C10  C4   121.88  3.000
 HLV  C12  C10  C4   116.59  3.000
 HLV  H3   C11  C8   119.70  3.000
 HLV  H3   C11  C12  119.38  3.000
 HLV  C8   C11  C12  120.92  3.000
 HLV  H4   C12  C11  119.36  3.000
 HLV  H4   C12  C10  119.07  3.000
 HLV  C11  C12  C10  121.56  3.000
 HLV  H6   C13  H5   108.19  3.000
 HLV  H6   C13  C14  109.80  3.000
 HLV  H5   C13  C14  109.85  3.000
 HLV  H6   C13  O2   110.63  3.000
 HLV  H5   C13  O2   110.56  3.000
 HLV  C14  C13  O2   107.82  3.000
 HLV  H8   C14  H7   106.33  3.000
 HLV  H8   C14  N1   114.28  3.000
 HLV  H7   C14  N1   108.59  3.000
 HLV  H8   C14  C13  108.99  3.000
 HLV  H7   C14  C13  106.87  3.000
 HLV  N1   C14  C13  111.40  3.000
 HLV  H9   C7   C9   120.54  3.000
 HLV  H9   C7   C3   122.02  3.000
 HLV  C9   C7   C3   117.45  3.000
 HLV  H10  C8   C11  120.71  3.000
 HLV  H10  C8   C2   120.91  3.000
 HLV  C11  C8   C2   118.38  3.000
 HLV  H11  C9   C7   117.92  3.000
 HLV  H11  C9   C6   120.87  3.000
 HLV  C7   C9   C6   121.21  3.000
 HLV  H13  N1   H12  105.70  3.000
 HLV  H13  N1   C14  109.66  3.000
 HLV  H12  N1   C14  109.31  3.000
 HLV  C4   O1   C3   106.37  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
 HLV  CONST_01  C11  C8   C2   C1    180.00   0.0  0
 HLV  CONST_02  C10  C4   C2   C1    180.00   0.0  0
 HLV  CONST_03  O1   C4   C2   C1      0.00   0.0  0
 HLV  CONST_04  C9   C6   C5   C1      0.00   0.0  0
 HLV  CONST_05  C4   O1   C3   C1      0.00   0.0  0
 HLV  CONST_06  C9   C7   C3   C1      0.00   0.0  0
 HLV  CONST_07  C12  C11  C8   C2      0.00   0.0  0
 HLV  CONST_08  C12  C10  C4   C2      0.00   0.0  0
 HLV  CONST_09  C3   O1   C4   C2      0.00   0.0  0
 HLV  CONST_10  C6   C5   C1   C2    180.00   0.0  0
 HLV  CONST_11  O1   C3   C1   C2      0.00   0.0  0
 HLV  CONST_12  C7   C3   C1   C2    180.00   0.0  0
 HLV  CONST_13  C10  C4   O1   C3    180.00   0.0  0
 HLV  CONST_14  C8   C2   C1   C3    180.00   0.0  0
 HLV  CONST_15  C4   C2   C1   C3      0.00   0.0  0
 HLV  CONST_16  C6   C5   C1   C3      0.00   0.0  0
 HLV  CONST_17  C6   C9   C7   C3      0.00   0.0  0
 HLV  CONST_18  C11  C12  C10  C4      0.00   0.0  0
 HLV  CONST_19  C11  C8   C2   C4      0.00   0.0  0
 HLV  CONST_20  C5   C1   C2   C4    180.00   0.0  0
 HLV  CONST_21  C7   C3   O1   C4    180.00   0.0  0
 HLV  CONST_22  C8   C2   C1   C5      0.00   0.0  0
 HLV  CONST_23  O1   C3   C1   C5    180.00   0.0  0
 HLV  CONST_24  C7   C3   C1   C5      0.00   0.0  0
 HLV  CONST_25  C7   C9   C6   C5      0.00   0.0  0
 HLV  CONST_26  C8   C11  C12  C10     0.00   0.0  0
 HLV  CONST_27  C8   C2   C4   C10     0.00   0.0  0
 HLV  CONST_28  O1   C4   C10  C12   180.00   0.0  0
 HLV  CONST_29  O1   C4   C2   C8    180.00   0.0  0
 HLV  CONST_30  O1   C3   C7   C9    180.00   0.0  0
 HLV  CONST_31  O2   C6   C5   C1    180.00   0.0  0
 HLV  CONST_32  C7   C9   C6   O2    180.00   0.0  0
 HLV  CONST_33  H10  C8   C2   C1      0.00   0.0  0
 HLV  CONST_34  H9   C7   C3   C1    180.00   0.0  0
 HLV  CONST_35  H3   C11  C8   C2    180.00   0.0  0
 HLV  CONST_36  H2   C10  C4   C2    180.00   0.0  0
 HLV  CONST_37  H1   C5   C1   C2      0.00   0.0  0
 HLV  CONST_38  H11  C9   C7   C3    180.00   0.0  0
 HLV  CONST_39  H4   C12  C10  C4    180.00   0.0  0
 HLV  Var_01    C9   C6   O2   C13    -2.05  30.0  1
 HLV  Var_02    C14  C13  O2   C6   -176.85  30.0  1
 HLV  Var_03    N1   C14  C13  O2     65.10  30.0  3
 HLV  Var_04    H12  N1   C14  C13   174.42  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
 HLV  plan-1  C1   0.020
 HLV  plan-1  C2   0.020
 HLV  plan-1  C3   0.020
 HLV  plan-1  C4   0.020
 HLV  plan-1  C5   0.020
 HLV  plan-1  C6   0.020
 HLV  plan-1  O2   0.020
 HLV  plan-1  C10  0.020
 HLV  plan-1  C11  0.020
 HLV  plan-1  C12  0.020
 HLV  plan-1  C7   0.020
 HLV  plan-1  C8   0.020
 HLV  plan-1  C9   0.020
 HLV  plan-1  O1   0.020
 HLV  plan-1  H1   0.020
 HLV  plan-1  H2   0.020
 HLV  plan-1  H3   0.020
 HLV  plan-1  H4   0.020
 HLV  plan-1  H9   0.020
 HLV  plan-1  H10  0.020
 HLV  plan-1  H11  0.020

