# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 01:59:28 2022
#   Inital geometry file: a 137 line input string
#   Ligand name: 2-[4-[(~{Z})-1,2-diphenylbut-1-enyl]phenoxy]-~{N}-methyl-ethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(\c1ccccc1)=C(/c2ccccc2)c3ccc(OCCNC)cc3
#
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
 QBN  QBN  2-[4-[(~{Z})-1,2-diphenylbut-1-enyl]phenoxy]-~{N}-methyl-ethanamine  ligand  54  27  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QBN
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
 QBN  N1   N  NH1   0  -0.588  16.9384  -7.4726  44.4693
 QBN  C5   C  CR6   0   0.029  12.4809  -0.7236  46.3483
 QBN  C6   C  CR16  0  -0.294  12.0181  -0.4468  47.6341
 QBN  C7   C  CR16  0  -0.239  10.7017  -0.0596  47.8477
 QBN  C8   C  CR16  0  -0.266   9.8258   0.0549  46.7771
 QBN  C10  C  CR16  0  -0.292  11.5850  -0.6249  45.2824
 QBN  C13  C  CR16  0  -0.349  14.9341  -3.8524  43.6523
 QBN  C15  C  CR16  0  -0.333  13.5098  -4.8394  45.3177
 QBN  C17  C  CH2   0  -0.227  15.4504  -6.5356  42.7554
 QBN  C20  C  CR6   0   0.039  16.3249  -0.9789  46.3498
 QBN  C21  C  CR16  0  -0.278  16.6658  -2.1796  46.9743
 QBN  C22  C  CR16  0  -0.239  17.9493  -2.6951  46.8753
 QBN  C24  C  CR16  0  -0.238  18.5989  -0.8123  45.5382
 QBN  C1   C  CH3   0  -0.658  15.3320   1.0658  48.4742
 QBN  C2   C  CH2   0  -0.515  14.8634   0.9647  47.0246
 QBN  C3   C  C     0   0.073  14.9490  -0.4327  46.4682
 QBN  C9   C  CR16  0  -0.238  10.2723  -0.2301  45.4921
 QBN  C11  C  CR6   0   0.005  14.0068  -2.4718  45.4211
 QBN  C12  C  CR16  0  -0.277  14.7748  -2.6207  44.2710
 QBN  C14  C  CR6   0   0.372  14.3168  -4.9806  44.1877
 QBN  C16  C  CR16  0  -0.273  13.3505  -3.6017  45.9121
 QBN  O1   O  O2    0  -0.486  14.4141  -6.2273  43.6785
 QBN  C18  C  CH2   0  -0.309  16.8315  -6.5224  43.3821
 QBN  C19  C  CH3   0  -0.515  18.2545  -7.4598  45.0746
 QBN  C23  C  CR16  0  -0.269  18.9213  -2.0153  46.1516
 QBN  C25  C  CR16  0  -0.304  17.3145  -0.2954  45.6439
 QBN  H1   H  HNH1  0   0.346  16.2541  -7.2447  45.1796
 QBN  H3   H  HCR6  0   0.255  12.6916  -0.5483  48.4761
 QBN  H4   H  HCR6  0   0.253  10.3601   0.1473  48.8539
 QBN  H5   H  HCR6  0   0.254   8.7995   0.3564  46.9424
 QBN  H6   H  HCR6  0   0.247  11.9232  -0.8533  44.2788
 QBN  H7   H  HCR6  0   0.274  15.5385  -3.9080  42.7570
 QBN  H8   H  HCR6  0   0.258  13.0158  -5.7105  45.7305
 QBN  H9   H  HCH2  0   0.233  15.4221  -5.8708  41.8866
 QBN  H10  H  HCH2  0   0.253  15.2183  -7.5405  42.4024
 QBN  H11  H  HCR6  0   0.249  15.9160  -2.7152  47.5430
 QBN  H12  H  HCR6  0   0.251  18.1921  -3.6290  47.3665
 QBN  H13  H  HCR6  0   0.252  19.3484  -0.2738  44.9723
 QBN  H14  H  HCH3  0   0.232  15.2732   2.0963  48.8250
 QBN  H15  H  HCH3  0   0.227  14.7154   0.4532  49.1328
 QBN  H16  H  HCH3  0   0.226  16.3656   0.7370  48.5879
 QBN  H17  H  HCH2  0   0.244  15.4886   1.6204  46.4099
 QBN  H18  H  HCH2  0   0.245  13.8481   1.3498  46.9354
 QBN  H19  H  HCR6  0   0.253   9.5953  -0.1471  44.6515
 QBN  H20  H  HCR6  0   0.253  15.2687  -1.7574  43.8437
 QBN  H21  H  HCR6  0   0.247  12.7248  -3.5195  46.7929
 QBN  H22  H  HCH2  0   0.238  17.5375  -6.8066  42.5955
 QBN  H23  H  HCH2  0   0.208  17.1104  -5.5004  43.6830
 QBN  H24  H  HCH3  0   0.231  18.2749  -8.1340  45.9308
 QBN  H25  H  HCH3  0   0.221  18.9974  -7.8153  44.3580
 QBN  H26  H  HCH3  0   0.192  18.5804  -6.4677  45.4187
 QBN  H27  H  HCR6  0   0.252  19.9227  -2.4179  46.0706
 QBN  H28  H  HCR6  0   0.250  17.0768   0.6399  45.1515
 QBN  C4   C  C     0   0.026  13.8771  -1.1645  46.1072

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
 QBN  C17  C18  single    1.517  0.020  1.517
 QBN  C17  O1   single    1.422  0.020  1.422
 QBN  C18  N1   single    1.448  0.020  1.448
 QBN  C13  C12  aromatic  1.387  0.020  1.387
 QBN  C13  C14  aromatic  1.393  0.020  1.393
 QBN  O1   C14  single    1.350  0.020  1.350
 QBN  C12  C11  aromatic  1.391  0.020  1.391
 QBN  C14  C15  aromatic  1.396  0.020  1.396
 QBN  N1   C19  single    1.449  0.020  1.449
 QBN  C10  C9   aromatic  1.387  0.020  1.387
 QBN  C10  C5   aromatic  1.396  0.020  1.396
 QBN  C24  C25  aromatic  1.389  0.020  1.389
 QBN  C24  C23  aromatic  1.388  0.020  1.388
 QBN  C11  C4   single    1.482  0.020  1.482
 QBN  C11  C16  aromatic  1.396  0.020  1.396
 QBN  C9   C8   aromatic  1.390  0.020  1.390
 QBN  C25  C20  aromatic  1.395  0.020  1.395
 QBN  C15  C16  aromatic  1.382  0.020  1.382
 QBN  C23  C22  aromatic  1.389  0.020  1.389
 QBN  C4   C5   single    1.484  0.020  1.484
 QBN  C4   C3   double    1.347  0.020  1.347
 QBN  C5   C6   aromatic  1.394  0.020  1.394
 QBN  C20  C3   single    1.485  0.020  1.485
 QBN  C20  C21  aromatic  1.396  0.020  1.396
 QBN  C3   C2   single    1.506  0.020  1.506
 QBN  C8   C7   aromatic  1.388  0.020  1.388
 QBN  C22  C21  aromatic  1.387  0.020  1.387
 QBN  C2   C1   single    1.527  0.020  1.527
 QBN  C6   C7   aromatic  1.389  0.020  1.389
 QBN  N1   H1   single    0.890  0.020  1.040
 QBN  C6   H3   single    0.930  0.020  1.080
 QBN  C7   H4   single    0.930  0.020  1.080
 QBN  C8   H5   single    0.930  0.020  1.080
 QBN  C10  H6   single    0.930  0.020  1.080
 QBN  C13  H7   single    0.930  0.020  1.080
 QBN  C15  H8   single    0.930  0.020  1.080
 QBN  C17  H9   single    0.970  0.020  1.090
 QBN  C17  H10  single    0.970  0.020  1.090
 QBN  C21  H11  single    0.930  0.020  1.080
 QBN  C22  H12  single    0.930  0.020  1.080
 QBN  C24  H13  single    0.930  0.020  1.080
 QBN  C1   H14  single    0.970  0.020  1.090
 QBN  C1   H15  single    0.970  0.020  1.090
 QBN  C1   H16  single    0.970  0.020  1.090
 QBN  C2   H17  single    0.970  0.020  1.090
 QBN  C2   H18  single    0.970  0.020  1.090
 QBN  C9   H19  single    0.930  0.020  1.080
 QBN  C12  H20  single    0.930  0.020  1.080
 QBN  C16  H21  single    0.930  0.020  1.080
 QBN  C18  H22  single    0.970  0.020  1.090
 QBN  C18  H23  single    0.970  0.020  1.090
 QBN  C19  H24  single    0.970  0.020  1.090
 QBN  C19  H25  single    0.970  0.020  1.090
 QBN  C19  H26  single    0.970  0.020  1.090
 QBN  C23  H27  single    0.930  0.020  1.080
 QBN  C25  H28  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
 QBN  H1   N1   C19  108.60  3.000
 QBN  H1   N1   C18  109.22  3.000
 QBN  C19  N1   C18  112.03  3.000
 QBN  C10  C5   C6   118.49  3.000
 QBN  C6   C5   C4   121.41  3.000
 QBN  C10  C5   C4   120.06  3.000
 QBN  H3   C6   C7   119.74  3.000
 QBN  H3   C6   C5   119.47  3.000
 QBN  C7   C6   C5   120.79  3.000
 QBN  H4   C7   C8   120.14  3.000
 QBN  H4   C7   C6   119.69  3.000
 QBN  C8   C7   C6   120.17  3.000
 QBN  H5   C8   C9   120.19  3.000
 QBN  H5   C8   C7   120.24  3.000
 QBN  C9   C8   C7   119.57  3.000
 QBN  H6   C10  C9   119.71  3.000
 QBN  H6   C10  C5   119.47  3.000
 QBN  C9   C10  C5   120.81  3.000
 QBN  H7   C13  C14  121.61  3.000
 QBN  H7   C13  C12  118.61  3.000
 QBN  C14  C13  C12  119.78  3.000
 QBN  H8   C15  C16  120.25  3.000
 QBN  H8   C15  C14  119.40  3.000
 QBN  C16  C15  C14  120.35  3.000
 QBN  H10  C17  H9   107.30  3.000
 QBN  H10  C17  C18  109.61  3.000
 QBN  H9   C17  C18  110.26  3.000
 QBN  H10  C17  O1   104.77  3.000
 QBN  H9   C17  O1   111.41  3.000
 QBN  C18  C17  O1   113.18  3.000
 QBN  C25  C20  C3   121.16  3.000
 QBN  C3   C20  C21  120.47  3.000
 QBN  C25  C20  C21  118.35  3.000
 QBN  H11  C21  C22  119.64  3.000
 QBN  H11  C21  C20  119.44  3.000
 QBN  C22  C21  C20  120.93  3.000
 QBN  H12  C22  C23  120.10  3.000
 QBN  H12  C22  C21  119.72  3.000
 QBN  C23  C22  C21  120.18  3.000
 QBN  H13  C24  C25  119.68  3.000
 QBN  H13  C24  C23  120.08  3.000
 QBN  C25  C24  C23  120.25  3.000
 QBN  H16  C1   H15  107.67  3.000
 QBN  H16  C1   H14  107.62  3.000
 QBN  H15  C1   H14  107.83  3.000
 QBN  H16  C1   C2   111.71  3.000
 QBN  H15  C1   C2   111.26  3.000
 QBN  H14  C1   C2   110.58  3.000
 QBN  H18  C2   H17  105.93  3.000
 QBN  H18  C2   C3   110.52  3.000
 QBN  H17  C2   C3   108.40  3.000
 QBN  H18  C2   C1   109.90  3.000
 QBN  H17  C2   C1   108.55  3.000
 QBN  C3   C2   C1   113.24  3.000
 QBN  C2   C3   C20  115.04  3.000
 QBN  C2   C3   C4   123.89  3.000
 QBN  C20  C3   C4   121.06  3.000
 QBN  H19  C9   C10  119.76  3.000
 QBN  H19  C9   C8   120.09  3.000
 QBN  C10  C9   C8   120.15  3.000
 QBN  C16  C11  C12  117.63  3.000
 QBN  C16  C11  C4   120.67  3.000
 QBN  C12  C11  C4   121.70  3.000
 QBN  H20  C12  C11  119.53  3.000
 QBN  H20  C12  C13  118.66  3.000
 QBN  C11  C12  C13  121.81  3.000
 QBN  O1   C14  C15  116.13  3.000
 QBN  C15  C14  C13  119.04  3.000
 QBN  O1   C14  C13  124.82  3.000
 QBN  H21  C16  C11  119.74  3.000
 QBN  H21  C16  C15  118.94  3.000
 QBN  C11  C16  C15  121.29  3.000
 QBN  C14  O1   C17  119.84  3.000
 QBN  H23  C18  H22  105.90  3.000
 QBN  H23  C18  C17  110.58  3.000
 QBN  H22  C18  C17  106.75  3.000
 QBN  H23  C18  N1   112.66  3.000
 QBN  H22  C18  N1   108.76  3.000
 QBN  C17  C18  N1   111.82  3.000
 QBN  H26  C19  H25  107.31  3.000
 QBN  H26  C19  H24  107.86  3.000
 QBN  H25  C19  H24  107.55  3.000
 QBN  H26  C19  N1   114.08  3.000
 QBN  H25  C19  N1   109.94  3.000
 QBN  H24  C19  N1   109.86  3.000
 QBN  H27  C23  C24  120.27  3.000
 QBN  H27  C23  C22  120.28  3.000
 QBN  C24  C23  C22  119.45  3.000
 QBN  H28  C25  C24  119.32  3.000
 QBN  H28  C25  C20  119.83  3.000
 QBN  C24  C25  C20  120.83  3.000
 QBN  C11  C4   C3   122.25  3.000
 QBN  C3   C4   C5   122.94  3.000
 QBN  C11  C4   C5   114.81  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
 QBN  CONST_01  C8   C9   C10  C5      0.00   0.0  0
 QBN  CONST_02  C8   C7   C6   C5      0.00   0.0  0
 QBN  CONST_03  C9   C10  C5   C6      0.00   0.0  0
 QBN  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 QBN  CONST_05  C10  C9   C8   C7      0.00   0.0  0
 QBN  CONST_06  C10  C5   C6   C7      0.00   0.0  0
 QBN  CONST_07  C16  C11  C12  C13     0.00   0.0  0
 QBN  CONST_08  C16  C15  C14  C13     0.00   0.0  0
 QBN  CONST_09  C12  C13  C14  C15     0.00   0.0  0
 QBN  CONST_10  C12  C11  C16  C15     0.00   0.0  0
 QBN  CONST_11  C23  C24  C25  C20     0.00   0.0  0
 QBN  CONST_12  C23  C22  C21  C20     0.00   0.0  0
 QBN  CONST_13  C24  C25  C20  C21     0.00   0.0  0
 QBN  CONST_14  C24  C23  C22  C21     0.00   0.0  0
 QBN  CONST_15  C25  C24  C23  C22     0.00   0.0  0
 QBN  CONST_16  C25  C20  C21  C22     0.00   0.0  0
 QBN  CONST_17  C14  C13  C12  C11     0.00   0.0  0
 QBN  CONST_18  C14  C15  C16  C11     0.00   0.0  0
 QBN  CONST_19  C13  C12  C11  C4    180.00   0.0  0
 QBN  CONST_20  C15  C16  C11  C4    180.00   0.0  0
 QBN  CONST_21  C9   C10  C5   C4    180.00   0.0  0
 QBN  CONST_22  C7   C6   C5   C4    180.00   0.0  0
 QBN  CONST_23  C3   C20  C21  C22   180.00   0.0  0
 QBN  CONST_24  C3   C20  C25  C24   180.00   0.0  0
 QBN  CONST_25  O1   C14  C13  C12   180.00   0.0  0
 QBN  CONST_26  O1   C14  C15  C16   180.00   0.0  0
 QBN  CONST_27  H19  C9   C10  C5    180.00   0.0  0
 QBN  CONST_28  H4   C7   C6   C5    180.00   0.0  0
 QBN  CONST_29  H6   C10  C5   C6    180.00   0.0  0
 QBN  CONST_30  H5   C8   C7   C6    180.00   0.0  0
 QBN  CONST_31  H3   C6   C7   C8    180.00   0.0  0
 QBN  CONST_32  H8   C15  C14  C13   180.00   0.0  0
 QBN  CONST_33  H7   C13  C14  C15   180.00   0.0  0
 QBN  CONST_34  H13  C24  C25  C20   180.00   0.0  0
 QBN  CONST_35  H12  C22  C21  C20   180.00   0.0  0
 QBN  CONST_36  H28  C25  C20  C21   180.00   0.0  0
 QBN  CONST_37  H27  C23  C22  C21   180.00   0.0  0
 QBN  CONST_38  H21  C16  C11  C12   180.00   0.0  0
 QBN  CONST_39  H20  C12  C13  C14   180.00   0.0  0
 QBN  CONST_40  H11  C21  C22  C23   180.00   0.0  0
 QBN  Var_01    C12  C11  C4   C5    127.03  30.0  2
 QBN  Var_02    C11  C4   C5   C6    122.16  30.0  2
 QBN  Var_03    C20  C3   C4   C5    172.91   0.0  2
 QBN  Var_04    C25  C20  C3   C4    125.75  30.0  2
 QBN  Var_05    C1   C2   C3   C20   -65.03  30.0  3
 QBN  Var_06    C18  C17  O1   C14    68.36  30.0  2
 QBN  Var_07    O1   C17  C18  N1     59.14  30.0  1
 QBN  Var_08    C19  N1   C18  C17  -179.77  30.0  3
 QBN  Var_09    H14  C1   C2   C3    178.73  30.0  3
 QBN  Var_10    H24  C19  N1   C18   176.00  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
 QBN  plan-1  C5   0.020
 QBN  plan-1  C6   0.020
 QBN  plan-1  C7   0.020
 QBN  plan-1  C8   0.020
 QBN  plan-1  C10  0.020
 QBN  plan-1  C9   0.020
 QBN  plan-1  H3   0.020
 QBN  plan-1  H4   0.020
 QBN  plan-1  H5   0.020
 QBN  plan-1  H6   0.020
 QBN  plan-1  H19  0.020
 QBN  plan-1  C4   0.020
 QBN  plan-2  C13  0.020
 QBN  plan-2  C15  0.020
 QBN  plan-2  C11  0.020
 QBN  plan-2  C12  0.020
 QBN  plan-2  C14  0.020
 QBN  plan-2  C16  0.020
 QBN  plan-2  O1   0.020
 QBN  plan-2  H7   0.020
 QBN  plan-2  H8   0.020
 QBN  plan-2  H20  0.020
 QBN  plan-2  H21  0.020
 QBN  plan-2  C4   0.020
 QBN  plan-3  C20  0.020
 QBN  plan-3  C21  0.020
 QBN  plan-3  C22  0.020
 QBN  plan-3  C24  0.020
 QBN  plan-3  C3   0.020
 QBN  plan-3  C23  0.020
 QBN  plan-3  C25  0.020
 QBN  plan-3  H11  0.020
 QBN  plan-3  H12  0.020
 QBN  plan-3  H13  0.020
 QBN  plan-3  H27  0.020
 QBN  plan-3  H28  0.020
 QBN  plan-4  C5   0.020
 QBN  plan-4  C20  0.020
 QBN  plan-4  C2   0.020
 QBN  plan-4  C3   0.020
 QBN  plan-4  C11  0.020
 QBN  plan-4  C4   0.020

