# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 15:30:23 2022
#   Inital geometry file: a 90 line input string
#   Ligand name: 4-[(3-bromophenyl)methoxy]-2-methoxy-benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(OCc2cccc(Br)c2)ccc1C(N)=O
#
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
 8BE  8BE  "4-[(3-bromophenyl)methoxy]-2-methoxy-benzamide"
  ligand  34  20  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8BE
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
 8BE  C4   C   CR6   0   0.437  13.7443  14.9564   9.5500
 8BE  C14  C   CR6   0  -0.198  16.2126  15.3416  10.8443
 8BE  C5   C   CH2   0  -0.236  11.3706  15.1138   9.4480
 8BE  C6   C   CR6   0   0.080  10.2959  14.9865   8.4071
 8BE  C11  C   CR16  0  -0.270  10.5321  15.3750   7.0911
 8BE  C7   C   CR16  0  -0.294   9.0366  14.5226   8.7677
 8BE  C8   C   CR16  0  -0.233   8.0183  14.4516   7.8280
 8BE  C9   C   CR16  0  -0.241   8.2439  14.8303   6.5129
 8BE  C10  C   CR6   0  -0.089   9.5068  15.2867   6.1635
 8BE  C12  C   CR16  0  -0.364  14.9347  14.7413   8.8565
 8BE  C13  C   CR16  0  -0.252  16.1299  14.9343   9.5101
 8BE  N1   N   NH2   0  -0.832  17.7328  15.9895  12.6434
 8BE  C3   C   CR16  0  -0.535  13.7778  15.3492  10.8828
 8BE  C1   C   CH3   0  -0.439  13.8612  16.1296  13.5518
 8BE  C2   C   CR6   0   0.463  14.9996  15.5424  11.5278
 8BE  O2   O   O2    0  -0.469  12.6095  14.7588   8.8625
 8BE  BR1  BR  BR    0  -0.046   9.8423  15.8028   4.3761
 8BE  C15  C   C     0   0.508  17.5942  15.5215  11.3942
 8BE  O3   O   O     0  -0.488  18.5711  15.2536  10.7015
 8BE  H1   H   HCH2  0   0.256  11.4080  16.1462   9.8153
 8BE  H2   H   HCH2  0   0.254  11.1413  14.4685  10.3022
 8BE  H3   H   HCR6  0   0.276  11.5065  15.7407   6.7954
 8BE  H4   H   HCR6  0   0.263   8.8485  14.2117   9.7880
 8BE  H5   H   HCR6  0   0.270   7.0406  14.0893   8.1168
 8BE  H6   H   HCR6  0   0.280   7.4487  14.7653   5.7826
 8BE  H7   H   HCR6  0   0.262  14.9116  14.4344   7.8193
 8BE  H8   H   HCR6  0   0.264  17.0509  14.7731   8.9678
 8BE  H9   H   HNH2  0   0.393  18.6607  16.1104  13.0143
 8BE  H10  H   HNH2  0   0.415  16.9472  16.2041  13.2312
 8BE  H11  H   HCR6  0   0.316  12.8567  15.5001  11.4258
 8BE  H12  H   HCH3  0   0.269  14.1723  16.4188  14.5517
 8BE  H13  H   HCH3  0   0.238  13.2565  16.9306  13.1217
 8BE  H14  H   HCH3  0   0.239  13.2626  15.2187  13.6159
 8BE  O1   O   O2    0  -0.494  15.0540  15.9208  12.8146

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
 8BE  BR1  C10  single    1.890  0.020  1.890
 8BE  C10  C9   aromatic  1.388  0.020  1.388
 8BE  C10  C11  aromatic  1.385  0.020  1.385
 8BE  C9   C8   aromatic  1.387  0.020  1.387
 8BE  C11  C6   aromatic  1.392  0.020  1.392
 8BE  C8   C7   aromatic  1.387  0.020  1.387
 8BE  C6   C7   aromatic  1.390  0.020  1.390
 8BE  C6   C5   single    1.502  0.020  1.502
 8BE  C12  C13  aromatic  1.376  0.020  1.376
 8BE  C12  C4   aromatic  1.394  0.020  1.394
 8BE  O2   C5   single    1.416  0.020  1.416
 8BE  O2   C4   single    1.341  0.020  1.341
 8BE  C13  C14  aromatic  1.397  0.020  1.397
 8BE  C4   C3   aromatic  1.390  0.020  1.390
 8BE  O3   C15  double    1.227  0.020  1.227
 8BE  C14  C15  single    1.498  0.020  1.498
 8BE  C14  C2   aromatic  1.407  0.020  1.407
 8BE  C3   C2   aromatic  1.395  0.020  1.395
 8BE  C15  N1   single    1.341  0.020  1.341
 8BE  C2   O1   single    1.342  0.020  1.342
 8BE  O1   C1   single    1.418  0.020  1.418
 8BE  C5   H1   single    0.970  0.020  1.090
 8BE  C5   H2   single    0.970  0.020  1.090
 8BE  C11  H3   single    0.930  0.020  1.080
 8BE  C7   H4   single    0.930  0.020  1.080
 8BE  C8   H5   single    0.930  0.020  1.080
 8BE  C9   H6   single    0.930  0.020  1.080
 8BE  C12  H7   single    0.930  0.020  1.080
 8BE  C13  H8   single    0.930  0.020  1.080
 8BE  N1   H9   single    0.860  0.020  1.020
 8BE  N1   H10  single    0.860  0.020  1.020
 8BE  C3   H11  single    0.930  0.020  1.080
 8BE  C1   H12  single    0.970  0.020  1.090
 8BE  C1   H13  single    0.970  0.020  1.090
 8BE  C1   H14  single    0.970  0.020  1.090

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
 8BE  O2   C4   C3   123.60  3.000
 8BE  C3   C4   C12  120.00  3.000
 8BE  O2   C4   C12  116.40  3.000
 8BE  C15  C14  C2   126.85  3.000
 8BE  C2   C14  C13  117.03  3.000
 8BE  C15  C14  C13  116.11  3.000
 8BE  H2   C5   H1   107.51  3.000
 8BE  H2   C5   O2   110.99  3.000
 8BE  H1   C5   O2   110.17  3.000
 8BE  H2   C5   C6   109.94  3.000
 8BE  H1   C5   C6   109.67  3.000
 8BE  O2   C5   C6   108.57  3.000
 8BE  C7   C6   C11  119.48  3.000
 8BE  C7   C6   C5   119.81  3.000
 8BE  C11  C6   C5   120.67  3.000
 8BE  H3   C11  C10  120.34  3.000
 8BE  H3   C11  C6   120.36  3.000
 8BE  C10  C11  C6   119.31  3.000
 8BE  H4   C7   C8   119.73  3.000
 8BE  H4   C7   C6   119.84  3.000
 8BE  C8   C7   C6   120.43  3.000
 8BE  H5   C8   C9   119.44  3.000
 8BE  H5   C8   C7   119.97  3.000
 8BE  C9   C8   C7   120.58  3.000
 8BE  H6   C9   C10  121.26  3.000
 8BE  H6   C9   C8   120.28  3.000
 8BE  C10  C9   C8   118.47  3.000
 8BE  BR1  C10  C9   119.30  3.000
 8BE  C9   C10  C11  121.73  3.000
 8BE  BR1  C10  C11  118.97  3.000
 8BE  H7   C12  C13  120.92  3.000
 8BE  H7   C12  C4   120.16  3.000
 8BE  C13  C12  C4   118.93  3.000
 8BE  H8   C13  C12  118.74  3.000
 8BE  H8   C13  C14  118.17  3.000
 8BE  C12  C13  C14  123.09  3.000
 8BE  H10  N1   H9   118.67  3.000
 8BE  H10  N1   C15  122.60  3.000
 8BE  H9   N1   C15  118.71  3.000
 8BE  H11  C3   C2   119.69  3.000
 8BE  H11  C3   C4   120.08  3.000
 8BE  C2   C3   C4   120.24  3.000
 8BE  H14  C1   H13  109.36  3.000
 8BE  H14  C1   H12  108.97  3.000
 8BE  H13  C1   H12  109.02  3.000
 8BE  H14  C1   O1   111.65  3.000
 8BE  H13  C1   O1   111.67  3.000
 8BE  H12  C1   O1   106.07  3.000
 8BE  O1   C2   C3   121.18  3.000
 8BE  O1   C2   C14  118.10  3.000
 8BE  C3   C2   C14  120.72  3.000
 8BE  C5   O2   C4   119.44  3.000
 8BE  O3   C15  N1   121.31  3.000
 8BE  N1   C15  C14  118.63  3.000
 8BE  O3   C15  C14  120.05  3.000
 8BE  C2   O1   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
 8BE  CONST_01  C14  C13  C12  C4      0.00   0.0  0
 8BE  CONST_02  C14  C2   C3   C4      0.00   0.0  0
 8BE  CONST_03  C9   C10  C11  C6      0.00   0.0  0
 8BE  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 8BE  CONST_05  C8   C9   C10  C11     0.00   0.0  0
 8BE  CONST_06  C8   C7   C6   C11     0.00   0.0  0
 8BE  CONST_07  C10  C9   C8   C7      0.00   0.0  0
 8BE  CONST_08  C10  C11  C6   C7      0.00   0.0  0
 8BE  CONST_09  C2   C14  C13  C12     0.00   0.0  0
 8BE  CONST_10  C2   C3   C4   C12     0.00   0.0  0
 8BE  CONST_11  C3   C4   C12  C13     0.00   0.0  0
 8BE  CONST_12  C3   C2   C14  C13     0.00   0.0  0
 8BE  CONST_13  O1   C2   C3   C4    180.00   0.0  0
 8BE  CONST_14  C10  C11  C6   C5    180.00   0.0  0
 8BE  CONST_15  C8   C7   C6   C5    180.00   0.0  0
 8BE  CONST_16  BR1  C10  C11  C6    180.00   0.0  0
 8BE  CONST_17  BR1  C10  C9   C8    180.00   0.0  0
 8BE  CONST_18  C15  C14  C13  C12   180.00   0.0  0
 8BE  CONST_19  O2   C4   C12  C13   180.00   0.0  0
 8BE  CONST_20  O1   C2   C14  C13   180.00   0.0  0
 8BE  CONST_21  C15  C14  C2   C3    180.00   0.0  0
 8BE  CONST_22  O2   C4   C3   C2    180.00   0.0  0
 8BE  CONST_23  H8   C13  C12  C4    180.00   0.0  0
 8BE  CONST_24  H7   C12  C13  C14   180.00   0.0  0
 8BE  CONST_25  H11  C3   C2   C14   180.00   0.0  0
 8BE  CONST_26  H5   C8   C7   C6    180.00   0.0  0
 8BE  CONST_27  H6   C9   C10  C11   180.00   0.0  0
 8BE  CONST_28  H4   C7   C6   C11   180.00   0.0  0
 8BE  CONST_29  H6   C9   C8   C7    180.00   0.0  0
 8BE  CONST_30  H3   C11  C6   C7    180.00   0.0  0
 8BE  CONST_31  H3   C11  C10  C9    180.00   0.0  0
 8BE  CONST_32  H4   C7   C8   C9    180.00   0.0  0
 8BE  CONST_33  H5   C8   C9   C10   180.00   0.0  0
 8BE  CONST_34  H11  C3   C4   C12   180.00   0.0  0
 8BE  CONST_35  H7   C12  C4   C3    180.00   0.0  0
 8BE  CONST_36  H8   C13  C14  C2    180.00   0.0  0
 8BE  CONST_37  H9   N1   C15  C14   180.00   0.0  0
 8BE  CONST_38  H10  N1   C15  C14     0.00   0.0  0
 8BE  CONST_39  H9   N1   C15  O3      0.00   0.0  0
 8BE  CONST_40  H10  N1   C15  O3    180.00   0.0  0
 8BE  Var_01    C6   C5   O2   C4    171.62  30.0  3
 8BE  Var_02    C1   O1   C2   C14  -179.65  30.0  2
 8BE  Var_03    C12  C4   O2   C5   -172.32  30.0  2
 8BE  Var_04    C3   C4   O2   C5      7.90  30.0  2
 8BE  Var_05    O2   C5   C6   C11   -39.19  30.0  2
 8BE  Var_06    O2   C5   C6   C7    143.18  30.0  2
 8BE  Var_07    O3   C15  C14  C13    -3.39  30.0  2
 8BE  Var_08    N1   C15  C14  C13   175.99  30.0  2
 8BE  Var_09    C2   C14  C15  N1     -3.85  30.0  2
 8BE  Var_10    C1   O1   C2   C3      0.20  30.0  2
 8BE  Var_11    O3   C15  C14  C2    176.78  30.0  2
 8BE  Var_12    H1   C5   C6   C11    81.23  30.0  2
 8BE  Var_13    H2   C5   C6   C11  -160.78  30.0  2
 8BE  Var_14    H1   C5   C6   C7    -96.40  30.0  2
 8BE  Var_15    H2   C5   C6   C7     21.60  30.0  2
 8BE  Var_16    H1   C5   O2   C4     51.51  30.0  3
 8BE  Var_17    H2   C5   O2   C4    -67.44  30.0  3
 8BE  Var_18    H12  C1   O1   C2    179.65  30.0  3
 8BE  Var_19    H13  C1   O1   C2    -61.70  30.0  3
 8BE  Var_20    H14  C1   O1   C2     61.08  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
 8BE  plan-1  C5   0.020
 8BE  plan-1  C6   0.020
 8BE  plan-1  C11  0.020
 8BE  plan-1  C7   0.020
 8BE  plan-1  C8   0.020
 8BE  plan-1  C9   0.020
 8BE  plan-1  C10  0.020
 8BE  plan-1  BR1  0.020
 8BE  plan-1  H3   0.020
 8BE  plan-1  H4   0.020
 8BE  plan-1  H5   0.020
 8BE  plan-1  H6   0.020
 8BE  plan-2  C4   0.020
 8BE  plan-2  C14  0.020
 8BE  plan-2  C12  0.020
 8BE  plan-2  C13  0.020
 8BE  plan-2  C3   0.020
 8BE  plan-2  C2   0.020
 8BE  plan-2  O2   0.020
 8BE  plan-2  C15  0.020
 8BE  plan-2  H7   0.020
 8BE  plan-2  H8   0.020
 8BE  plan-2  H11  0.020
 8BE  plan-2  O1   0.020
 8BE  plan-3  C14  0.020
 8BE  plan-3  N1   0.020
 8BE  plan-3  C15  0.020
 8BE  plan-3  O3   0.020
 8BE  plan-3  H9   0.020
 8BE  plan-3  H10  0.020

