# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 23:49:16 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: ethyl 4-azanyl-3-bromanyl-benzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1ccc(N)c(Br)c1
#
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
 H4E  H4E  'ethyl 4-azanyl-3-bromanyl-benzoate'  ligand  23  13  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_H4E
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
 H4E  C2   C   CR6   0   0.390  -1.6531  -1.4268   0.0248
 H4E  C3   C   CR16  0  -0.323  -0.7385  -2.4974   0.0235
 H4E  C4   C   CR16  0  -0.251   0.6192  -2.2858   0.0210
 H4E  C5   C   CR6   0  -0.117   1.1469  -0.9923   0.0169
 H4E  C6   C   CR16  0  -0.250   0.2618   0.0838   0.0204
 H4E  C7   C   CR6   0  -0.170  -1.1022  -0.1315   0.0268
 H4E  C12  C   CH2   0  -0.178   4.3777   0.7623  -0.0207
 H4E  N1   N   NH2   0  -0.848  -2.9849  -1.6701   0.0661
 H4E  BR8  BR  BR    0  -0.042  -2.2534   1.3697   0.0478
 H4E  C9   C   C     0   0.600   2.6105  -0.8148   0.0060
 H4E  O10  O   O     0  -0.462   3.3995  -1.7330   0.0043
 H4E  O11  O   O2    0  -0.464   2.9751   0.4588  -0.0029
 H4E  C13  C   CH3   0  -0.687   4.5226   2.2646  -0.0293
 H4E  H1   H   HCR6  0   0.275  -1.1246  -3.5094   0.0223
 H4E  H2   H   HCR6  0   0.266   1.2835  -3.1396   0.0169
 H4E  H3   H   HCR6  0   0.279   0.6367   1.0984   0.0186
 H4E  H4   H   HCH2  0   0.235   4.8597   0.3297   0.8586
 H4E  H5   H   HCH2  0   0.235   4.8379   0.3218  -0.9077
 H4E  H6   H   HNH2  0   0.401  -3.2899  -2.6076  -0.1357
 H4E  H7   H   HNH2  0   0.397  -3.6356  -0.9588  -0.2221
 H4E  H8   H   HCH3  0   0.236   4.0560   2.7078  -0.9090
 H4E  H9   H   HCH3  0   0.236   4.0868   2.7155   0.8623
 H4E  H10  H   HCH3  0   0.239   5.5818   2.5201  -0.0486

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
 H4E  BR8  C7   single    1.892  0.020  1.892
 H4E  C13  C12  single    1.509  0.020  1.509
 H4E  C7   C6   aromatic  1.381  0.020  1.381
 H4E  C7   C2   aromatic  1.408  0.020  1.408
 H4E  C6   C5   aromatic  1.393  0.020  1.393
 H4E  C12  O11  single    1.435  0.020  1.435
 H4E  O11  C9   single    1.325  0.020  1.325
 H4E  N1   C2   single    1.354  0.020  1.354
 H4E  C2   C3   aromatic  1.408  0.020  1.408
 H4E  C5   C9   single    1.474  0.020  1.474
 H4E  C5   C4   aromatic  1.397  0.020  1.397
 H4E  C9   O10  double    1.211  0.020  1.211
 H4E  C3   C4   aromatic  1.374  0.020  1.374
 H4E  C3   H1   single    0.930  0.020  1.080
 H4E  C4   H2   single    0.930  0.020  1.080
 H4E  C6   H3   single    0.930  0.020  1.080
 H4E  C12  H4   single    0.970  0.020  1.090
 H4E  C12  H5   single    0.970  0.020  1.090
 H4E  N1   H6   single    0.890  0.020  1.040
 H4E  N1   H7   single    0.890  0.020  1.040
 H4E  C13  H8   single    0.970  0.020  1.090
 H4E  C13  H9   single    0.970  0.020  1.090
 H4E  C13  H10  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
 H4E  N1   C2   C7   123.37  3.000
 H4E  N1   C2   C3   120.15  3.000
 H4E  C7   C2   C3   116.45  3.000
 H4E  H1   C3   C4   119.74  3.000
 H4E  H1   C3   C2   118.60  3.000
 H4E  C4   C3   C2   121.65  3.000
 H4E  H2   C4   C5   119.92  3.000
 H4E  H2   C4   C3   119.03  3.000
 H4E  C5   C4   C3   121.05  3.000
 H4E  C9   C5   C6   122.52  3.000
 H4E  C9   C5   C4   119.11  3.000
 H4E  C6   C5   C4   118.37  3.000
 H4E  H3   C6   C7   119.25  3.000
 H4E  H3   C6   C5   120.28  3.000
 H4E  C7   C6   C5   120.46  3.000
 H4E  BR8  C7   C6   118.52  3.000
 H4E  C6   C7   C2   122.01  3.000
 H4E  BR8  C7   C2   119.47  3.000
 H4E  H5   C12  H4   107.95  3.000
 H4E  H5   C12  C13  110.88  3.000
 H4E  H4   C12  C13  110.89  3.000
 H4E  H5   C12  O11  109.67  3.000
 H4E  H4   C12  O11  109.73  3.000
 H4E  C13  C12  O11  107.72  3.000
 H4E  H7   N1   H6   113.89  3.000
 H4E  H7   N1   C2   120.02  3.000
 H4E  H6   N1   C2   117.34  3.000
 H4E  O11  C9   O10  123.35  3.000
 H4E  O10  C9   C5   123.76  3.000
 H4E  O11  C9   C5   112.89  3.000
 H4E  C9   O11  C12  118.19  3.000
 H4E  H10  C13  H9   107.83  3.000
 H4E  H10  C13  H8   107.85  3.000
 H4E  H9   C13  H8   108.71  3.000
 H4E  H10  C13  C12  109.07  3.000
 H4E  H9   C13  C12  111.64  3.000
 H4E  H8   C13  C12  111.60  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
 H4E  CONST_01  C5   C6   C7   C2     0.00   0.0  0
 H4E  CONST_02  C5   C4   C3   C2     0.00   0.0  0
 H4E  CONST_03  C6   C7   C2   C3     0.00   0.0  0
 H4E  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 H4E  CONST_05  C7   C6   C5   C4     0.00   0.0  0
 H4E  CONST_06  C7   C2   C3   C4     0.00   0.0  0
 H4E  CONST_07  BR8  C7   C2   C3   180.00   0.0  0
 H4E  CONST_08  C9   C5   C4   C3   180.00   0.0  0
 H4E  CONST_09  N1   C2   C3   C4   180.00   0.0  0
 H4E  CONST_10  BR8  C7   C6   C5   180.00   0.0  0
 H4E  CONST_11  N1   C2   C7   C6   180.00   0.0  0
 H4E  CONST_12  C9   C5   C6   C7   180.00   0.0  0
 H4E  CONST_13  H3   C6   C7   C2   180.00   0.0  0
 H4E  CONST_14  H2   C4   C3   C2   180.00   0.0  0
 H4E  CONST_15  H1   C3   C4   C5   180.00   0.0  0
 H4E  CONST_16  H6   N1   C2   C3     0.00   0.0  0
 H4E  Var_01    O11  C9   C5   C4   179.72  30.0  2
 H4E  Var_02    C13  C12  O11  C9   179.94  30.0  2
 H4E  Var_03    H8   C13  C12  O11  -60.62  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
 H4E  plan-1  C2   0.020
 H4E  plan-1  C3   0.020
 H4E  plan-1  C4   0.020
 H4E  plan-1  C5   0.020
 H4E  plan-1  C6   0.020
 H4E  plan-1  C7   0.020
 H4E  plan-1  N1   0.020
 H4E  plan-1  BR8  0.020
 H4E  plan-1  C9   0.020
 H4E  plan-1  H1   0.020
 H4E  plan-1  H2   0.020
 H4E  plan-1  H3   0.020
 H4E  plan-2  C2   0.020
 H4E  plan-2  N1   0.020
 H4E  plan-2  H6   0.020
 H4E  plan-2  H7   0.020
 H4E  plan-3  C5   0.020
 H4E  plan-3  C9   0.020
 H4E  plan-3  O10  0.020
 H4E  plan-3  O11  0.020

