# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 10:36:51 2022
#   Inital geometry file: a 117 line input string
#   Ligand name: 4-bromanyl-2-[[2-[(~{E})-1-(3-methoxyphenyl)ethylideneamino]propan-2-ylamino]methyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)C(C)=NC(C)(C)NCc2cc(Br)ccc2O
#
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
 H2X  H2X  4-bromanyl-2-[[2-[(~{E})-1-(3-methoxyphenyl)ethylideneamino]propan-2-ylamino]methyl]phenol  ligand  47  24  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_H2X
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
 H2X  C13  C   CR6   0   0.406  -27.1139   5.2436  12.3782
 H2X  C1   C   CH2   0  -0.399  -22.0889   8.5073   9.4769
 H2X  C3   C   CT    0   0.197  -21.9314   8.3720  11.9594
 H2X  C4   C   CH3   0  -0.657  -21.6234   9.3109  13.1286
 H2X  C5   C   CH3   0  -0.695  -20.8747   7.2527  11.9115
 H2X  C7   C   C     0   0.204  -23.7626   6.9678  12.7465
 H2X  C8   C   CH3   0  -0.775  -23.0251   6.0138  13.6526
 H2X  C9   C   CR6   0   0.079  -25.2337   6.7515  12.6149
 H2X  C10  C   CR16  0  -0.300  -26.0975   7.8389  12.4655
 H2X  C11  C   CR16  0  -0.228  -27.4503   7.6188  12.2900
 H2X  C12  C   CR16  0  -0.391  -27.9723   6.3297  12.2351
 H2X  C15  C   CH3   0  -0.435  -28.8652   3.6690  12.0958
 H2X  C16  C   CR16  0  -0.395  -25.7501   5.4636  12.5841
 H2X  C17  C   CR6   0   0.051  -23.5372   8.2021   9.1620
 H2X  C18  C   CR16  0  -0.262  -24.3971   9.2780   8.9581
 H2X  C19  C   CR6   0  -0.123  -25.7295   9.0798   8.6464
 H2X  C21  C   CR16  0  -0.235  -26.2442   7.7971   8.5250
 H2X  C22  C   CR16  0  -0.326  -25.4017   6.7209   8.7281
 H2X  C23  C   CR6   0   0.314  -24.0581   6.9097   9.0514
 H2X  N2   N   NH1   0  -0.585  -21.8997   9.1974  10.7430
 H2X  N6   N   N     0  -0.339  -23.3035   7.9312  12.0688
 H2X  O14  O   O2    0  -0.470  -27.5025   3.9545  12.3332
 H2X  O24  O   OH1   0  -0.628  -23.3407   5.7848   9.2487
 H2X  BR   BR  BR    0  -0.072  -26.8684  10.5706   8.3897
 H2X  H1   H   HCH2  0   0.212  -21.4579   7.6135   9.3728
 H2X  H2   H   HCH2  0   0.268  -21.7229   9.1828   8.7009
 H2X  H3   H   HCH3  0   0.234  -21.6483   8.7736  14.0765
 H2X  H4   H   HCH3  0   0.232  -20.6266   9.7422  13.0184
 H2X  H5   H   HCH3  0   0.236  -22.3474  10.1244  13.1704
 H2X  H6   H   HCH3  0   0.242  -20.6328   6.8722  12.9011
 H2X  H7   H   HCH3  0   0.231  -21.1862   6.4008  11.3072
 H2X  H8   H   HCH3  0   0.242  -19.9496   7.6455  11.4857
 H2X  H9   H   HCH3  0   0.262  -23.7011   5.5702  14.3809
 H2X  H10  H   HCH3  0   0.266  -22.5746   5.1990  13.0833
 H2X  H11  H   HCH3  0   0.268  -22.2294   6.5108  14.2023
 H2X  H12  H   HCR6  0   0.240  -25.7036   8.8453  12.4905
 H2X  H13  H   HCR6  0   0.255  -28.1232   8.4607  12.1879
 H2X  H14  H   HCR6  0   0.277  -29.0352   6.1964  12.0863
 H2X  H15  H   HCH3  0   0.257  -28.9572   2.5856  12.0841
 H2X  H16  H   HCH3  0   0.227  -29.5104   4.0672  12.8834
 H2X  H17  H   HCH3  0   0.227  -29.2040   4.0606  11.1329
 H2X  H18  H   HCR6  0   0.260  -25.1005   4.6030  12.6945
 H2X  H19  H   HCR6  0   0.268  -23.9977  10.2804   9.0539
 H2X  H20  H   HCR6  0   0.273  -27.2841   7.6269   8.2806
 H2X  H21  H   HCR6  0   0.266  -25.7895   5.7131   8.6478
 H2X  H22  H   HNH1  0   0.350  -21.0028   9.6667  10.7066
 H2X  H24  H   HOH1  0   0.472  -22.4201   5.9824   9.4474

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
 H2X  BR   C19  single    1.894  0.020  1.894
 H2X  C21  C19  aromatic  1.387  0.020  1.387
 H2X  C21  C22  aromatic  1.382  0.020  1.382
 H2X  C19  C18  aromatic  1.383  0.020  1.383
 H2X  C22  C23  aromatic  1.395  0.020  1.395
 H2X  C18  C17  aromatic  1.392  0.020  1.392
 H2X  C23  C17  aromatic  1.398  0.020  1.398
 H2X  C23  O24  single    1.349  0.020  1.349
 H2X  C17  C1   single    1.513  0.020  1.513
 H2X  C1   N2   single    1.454  0.020  1.454
 H2X  N2   C3   single    1.470  0.020  1.470
 H2X  O14  C13  single    1.347  0.020  1.347
 H2X  O14  C15  single    1.412  0.020  1.412
 H2X  C13  C16  aromatic  1.397  0.020  1.397
 H2X  C13  C12  aromatic  1.392  0.020  1.392
 H2X  C16  C9   aromatic  1.388  0.020  1.388
 H2X  C12  C11  aromatic  1.392  0.020  1.392
 H2X  C3   N6   single    1.445  0.020  1.445
 H2X  C3   C5   single    1.540  0.020  1.540
 H2X  C3   C4   single    1.531  0.020  1.531
 H2X  N6   C7   double    1.264  0.020  1.264
 H2X  C9   C7   single    1.493  0.020  1.493
 H2X  C9   C10  aromatic  1.397  0.020  1.397
 H2X  C11  C10  aromatic  1.382  0.020  1.382
 H2X  C7   C8   single    1.508  0.020  1.508
 H2X  C1   H1   single    0.970  0.020  1.090
 H2X  C1   H2   single    0.970  0.020  1.090
 H2X  C4   H3   single    0.970  0.020  1.090
 H2X  C4   H4   single    0.970  0.020  1.090
 H2X  C4   H5   single    0.970  0.020  1.090
 H2X  C5   H6   single    0.970  0.020  1.090
 H2X  C5   H7   single    0.970  0.020  1.090
 H2X  C5   H8   single    0.970  0.020  1.090
 H2X  C8   H9   single    0.970  0.020  1.090
 H2X  C8   H10  single    0.970  0.020  1.090
 H2X  C8   H11  single    0.970  0.020  1.090
 H2X  C10  H12  single    0.930  0.020  1.080
 H2X  C11  H13  single    0.930  0.020  1.080
 H2X  C12  H14  single    0.930  0.020  1.080
 H2X  C15  H15  single    0.970  0.020  1.090
 H2X  C15  H16  single    0.970  0.020  1.090
 H2X  C15  H17  single    0.970  0.020  1.090
 H2X  C16  H18  single    0.930  0.020  1.080
 H2X  C18  H19  single    0.930  0.020  1.080
 H2X  C21  H20  single    0.930  0.020  1.080
 H2X  C22  H21  single    0.930  0.020  1.080
 H2X  N2   H22  single    0.890  0.020  1.040
 H2X  O24  H24  single    0.850  0.020  0.980

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
 H2X  O14  C13  C16  115.93  3.000
 H2X  C16  C13  C12  119.64  3.000
 H2X  O14  C13  C12  124.43  3.000
 H2X  H2   C1   H1   104.09  3.000
 H2X  H2   C1   N2   106.35  3.000
 H2X  H1   C1   N2   113.18  3.000
 H2X  H2   C1   C17  107.32  3.000
 H2X  H1   C1   C17  111.45  3.000
 H2X  N2   C1   C17  113.66  3.000
 H2X  N6   C3   N2   104.73  3.000
 H2X  N6   C3   C5   115.60  3.000
 H2X  N2   C3   C5   111.56  3.000
 H2X  C5   C3   C4   109.36  3.000
 H2X  N6   C3   C4   108.68  3.000
 H2X  N2   C3   C4   106.45  3.000
 H2X  H5   C4   H4   108.40  3.000
 H2X  H5   C4   H3   108.63  3.000
 H2X  H4   C4   H3   107.66  3.000
 H2X  H5   C4   C3   110.70  3.000
 H2X  H4   C4   C3   110.42  3.000
 H2X  H3   C4   C3   110.94  3.000
 H2X  H8   C5   H7   107.89  3.000
 H2X  H8   C5   H6   107.00  3.000
 H2X  H7   C5   H6   107.13  3.000
 H2X  H8   C5   C3   109.40  3.000
 H2X  H7   C5   C3   112.91  3.000
 H2X  H6   C5   C3   112.24  3.000
 H2X  N6   C7   C9   114.90  3.000
 H2X  C9   C7   C8   116.31  3.000
 H2X  N6   C7   C8   128.79  3.000
 H2X  H11  C8   H10  107.63  3.000
 H2X  H11  C8   H9   107.61  3.000
 H2X  H10  C8   H9   107.53  3.000
 H2X  H11  C8   C7   111.86  3.000
 H2X  H10  C8   C7   111.14  3.000
 H2X  H9   C8   C7   110.86  3.000
 H2X  C16  C9   C10  119.33  3.000
 H2X  C10  C9   C7   120.41  3.000
 H2X  C16  C9   C7   120.21  3.000
 H2X  H12  C10  C11  120.53  3.000
 H2X  H12  C10  C9   119.80  3.000
 H2X  C11  C10  C9   119.68  3.000
 H2X  H13  C11  C12  118.91  3.000
 H2X  H13  C11  C10  119.78  3.000
 H2X  C12  C11  C10  121.31  3.000
 H2X  H14  C12  C11  119.22  3.000
 H2X  H14  C12  C13  121.61  3.000
 H2X  C11  C12  C13  119.17  3.000
 H2X  H17  C15  H16  108.73  3.000
 H2X  H17  C15  H15  108.73  3.000
 H2X  H16  C15  H15  108.71  3.000
 H2X  H17  C15  O14  112.00  3.000
 H2X  H16  C15  O14  112.01  3.000
 H2X  H15  C15  O14  106.55  3.000
 H2X  H18  C16  C9   120.76  3.000
 H2X  H18  C16  C13  118.37  3.000
 H2X  C9   C16  C13  120.85  3.000
 H2X  C23  C17  C18  118.21  3.000
 H2X  C23  C17  C1   124.03  3.000
 H2X  C18  C17  C1   117.76  3.000
 H2X  H19  C18  C19  120.52  3.000
 H2X  H19  C18  C17  118.32  3.000
 H2X  C19  C18  C17  121.16  3.000
 H2X  BR   C19  C21  119.53  3.000
 H2X  C21  C19  C18  120.65  3.000
 H2X  BR   C19  C18  119.82  3.000
 H2X  H20  C21  C22  119.79  3.000
 H2X  H20  C21  C19  121.46  3.000
 H2X  C22  C21  C19  118.75  3.000
 H2X  H21  C22  C23  119.22  3.000
 H2X  H21  C22  C21  119.71  3.000
 H2X  C23  C22  C21  121.07  3.000
 H2X  O24  C23  C22  115.69  3.000
 H2X  O24  C23  C17  124.15  3.000
 H2X  C22  C23  C17  120.16  3.000
 H2X  H22  N2   C3   107.99  3.000
 H2X  H22  N2   C1   107.68  3.000
 H2X  C3   N2   C1   116.81  3.000
 H2X  C7   N6   C3   128.15  3.000
 H2X  C15  O14  C13  118.51  3.000
 H2X  H24  O24  C23  111.58  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
 H2X  CONST_01  C10  C9   C16  C13     0.00   0.0  0
 H2X  CONST_02  C10  C11  C12  C13     0.00   0.0  0
 H2X  CONST_03  C12  C13  C16  C9      0.00   0.0  0
 H2X  CONST_04  C12  C11  C10  C9      0.00   0.0  0
 H2X  CONST_05  C16  C13  C12  C11     0.00   0.0  0
 H2X  CONST_06  C16  C9   C10  C11     0.00   0.0  0
 H2X  CONST_07  C21  C19  C18  C17     0.00   0.0  0
 H2X  CONST_08  C21  C22  C23  C17     0.00   0.0  0
 H2X  CONST_09  C22  C21  C19  C18     0.00   0.0  0
 H2X  CONST_10  C22  C23  C17  C18     0.00   0.0  0
 H2X  CONST_11  C23  C22  C21  C19     0.00   0.0  0
 H2X  CONST_12  C23  C17  C18  C19     0.00   0.0  0
 H2X  CONST_13  C7   C9   C16  C13   180.00   0.0  0
 H2X  CONST_14  C19  C18  C17  C1    180.00   0.0  0
 H2X  CONST_15  C22  C23  C17  C1    180.00   0.0  0
 H2X  CONST_16  C11  C10  C9   C7    180.00   0.0  0
 H2X  CONST_17  O14  C13  C16  C9    180.00   0.0  0
 H2X  CONST_18  O14  C13  C12  C11   180.00   0.0  0
 H2X  CONST_19  BR   C19  C18  C17   180.00   0.0  0
 H2X  CONST_20  O24  C23  C17  C18   180.00   0.0  0
 H2X  CONST_21  O24  C23  C22  C21   180.00   0.0  0
 H2X  CONST_22  BR   C19  C21  C22   180.00   0.0  0
 H2X  CONST_23  H13  C11  C12  C13   180.00   0.0  0
 H2X  CONST_24  H18  C16  C9   C10   180.00   0.0  0
 H2X  CONST_25  H14  C12  C11  C10   180.00   0.0  0
 H2X  CONST_26  H12  C10  C11  C12   180.00   0.0  0
 H2X  CONST_27  H21  C22  C23  C17   180.00   0.0  0
 H2X  CONST_28  H20  C21  C19  C18   180.00   0.0  0
 H2X  CONST_29  H19  C18  C19  C21   180.00   0.0  0
 H2X  Var_01    C16  C9   C7   C8    -37.50  30.0  2
 H2X  Var_02    C16  C13  O14  C15  -178.52  30.0  2
 H2X  Var_03    N2   C1   C17  C18    64.75  30.0  2
 H2X  Var_04    C9   C7   N6   C3   -178.43   0.0  2
 H2X  Var_05    C17  C1   N2   C3     79.94  30.0  2
 H2X  Var_06    H15  C15  O14  C13   179.15  30.0  3
 H2X  Var_07    H9   C8   C7   C9    -23.17  30.0  3
 H2X  Var_08    N6   C3   N2   C1    -68.45  30.0  3
 H2X  Var_09    N2   C3   N6   C7    161.69  30.0  2
 H2X  Var_10    H6   C5   C3   C4     41.83  30.0  3
 H2X  Var_11    H3   C4   C3   C5    -60.49  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
 H2X  plan-1  C13  0.020
 H2X  plan-1  C7   0.020
 H2X  plan-1  C9   0.020
 H2X  plan-1  C10  0.020
 H2X  plan-1  C11  0.020
 H2X  plan-1  C12  0.020
 H2X  plan-1  C16  0.020
 H2X  plan-1  O14  0.020
 H2X  plan-1  H12  0.020
 H2X  plan-1  H13  0.020
 H2X  plan-1  H14  0.020
 H2X  plan-1  H18  0.020
 H2X  plan-2  C1   0.020
 H2X  plan-2  C17  0.020
 H2X  plan-2  C18  0.020
 H2X  plan-2  C19  0.020
 H2X  plan-2  C21  0.020
 H2X  plan-2  C22  0.020
 H2X  plan-2  C23  0.020
 H2X  plan-2  O24  0.020
 H2X  plan-2  BR   0.020
 H2X  plan-2  H19  0.020
 H2X  plan-2  H20  0.020
 H2X  plan-2  H21  0.020
 H2X  plan-3  C3   0.020
 H2X  plan-3  C7   0.020
 H2X  plan-3  C8   0.020
 H2X  plan-3  C9   0.020
 H2X  plan-3  N6   0.020

