# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 04:01:23 2021
#   Inital geometry file: a 76 line input string
#   Ligand name: 2-phenylazanylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1Nc2ccccc2
#
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
 EHO  EHO  '2-phenylazanylbenzoic acid'  ligand  27  16  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EHO
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
 EHO  C4   C  CR16  0  -0.261   7.5979  -6.9415  -17.0955
 EHO  C5   C  CR6   0  -0.189   6.4035  -6.3750  -16.6284
 EHO  C6   C  CR6   0   0.383   5.2897  -6.2774  -17.5040
 EHO  C11  C  CR16  0  -0.246   0.6160  -5.1286  -18.0441
 EHO  C7   C  CR6   0   0.336   3.0137  -5.3486  -17.8555
 EHO  C8   C  CR16  0  -0.311   3.1522  -4.7046  -19.0865
 EHO  C9   C  CR16  0  -0.249   2.0285  -4.3048  -19.7942
 EHO  C10  C  CR16  0  -0.272   0.7547  -4.5140  -19.2817
 EHO  C12  C  CR16  0  -0.332   1.7326  -5.5509  -17.3392
 EHO  C13  C  C     0   0.565   6.3201  -5.9051  -15.2361
 EHO  N1   N  NH1   0  -0.803   4.1085  -5.7389  -17.0819
 EHO  C3   C  CR16  0  -0.275   7.7241  -7.4148  -18.3825
 EHO  C1   C  CR16  0  -0.336   5.4337  -6.7886  -18.8069
 EHO  C2   C  CR16  0  -0.236   6.6221  -7.3393  -19.2323
 EHO  O1   O  OH1   0  -0.592   7.4765  -5.9541  -14.5890
 EHO  O2   O  O     0  -0.470   5.3057  -5.5062  -14.6941
 EHO  H1   H  HCR6  0   0.269   8.4455  -7.0142  -16.4293
 EHO  H3   H  HCR6  0   0.277   4.1354  -4.4974  -19.4875
 EHO  H4   H  HCR6  0   0.258   2.1555  -3.8088  -20.7479
 EHO  H5   H  HCR6  0   0.255  -0.1184  -4.1978  -19.8369
 EHO  H6   H  HCR6  0   0.265   1.6143  -6.0457  -16.3828
 EHO  H7   H  HNH1  0   0.414   4.0298  -5.6062  -16.0828
 EHO  H8   H  HCR6  0   0.257   8.6555  -7.8472  -18.7198
 EHO  H9   H  HCR6  0   0.283   4.5925  -6.7730  -19.4843
 EHO  H10  H  HCR6  0   0.266   6.6868  -7.7285  -20.2404
 EHO  H11  H  HOH1  0   0.488   7.3507  -5.6532  -13.6771
 EHO  H2   H  HCR6  0   0.259  -0.3687  -5.2935  -17.6264

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
 EHO  C9   C10  aromatic  1.389  0.020  1.389
 EHO  C9   C8   aromatic  1.387  0.020  1.387
 EHO  C10  C11  aromatic  1.389  0.020  1.389
 EHO  C2   C1   aromatic  1.377  0.020  1.377
 EHO  C2   C3   aromatic  1.394  0.020  1.394
 EHO  C8   C7   aromatic  1.396  0.020  1.396
 EHO  C1   C6   aromatic  1.407  0.020  1.407
 EHO  C3   C4   aromatic  1.377  0.020  1.377
 EHO  C11  C12  aromatic  1.386  0.020  1.386
 EHO  C7   C12  aromatic  1.396  0.020  1.396
 EHO  C7   N1   single    1.396  0.020  1.396
 EHO  C6   N1   single    1.365  0.020  1.365
 EHO  C6   C5   aromatic  1.420  0.020  1.420
 EHO  C4   C5   aromatic  1.402  0.020  1.402
 EHO  C5   C13  single    1.472  0.020  1.472
 EHO  C13  O2   double    1.217  0.020  1.217
 EHO  C13  O1   single    1.326  0.020  1.326
 EHO  C4   H1   single    0.930  0.020  1.080
 EHO  C11  H2   single    0.930  0.020  1.080
 EHO  C8   H3   single    0.930  0.020  1.080
 EHO  C9   H4   single    0.930  0.020  1.080
 EHO  C10  H5   single    0.930  0.020  1.080
 EHO  C12  H6   single    0.930  0.020  1.080
 EHO  N1   H7   single    0.860  0.020  1.020
 EHO  C3   H8   single    0.930  0.020  1.080
 EHO  C1   H9   single    0.930  0.020  1.080
 EHO  C2   H10  single    0.930  0.020  1.080
 EHO  O1   H11  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
 EHO  H1   C4   C3   118.77  3.000
 EHO  H1   C4   C5   119.34  3.000
 EHO  C3   C4   C5   121.89  3.000
 EHO  C13  C5   C6   121.12  3.000
 EHO  C13  C5   C4   119.50  3.000
 EHO  C6   C5   C4   119.37  3.000
 EHO  C1   C6   N1   121.21  3.000
 EHO  N1   C6   C5   121.01  3.000
 EHO  C1   C6   C5   117.76  3.000
 EHO  H2   C11  C12  119.35  3.000
 EHO  H2   C11  C10  120.15  3.000
 EHO  C12  C11  C10  120.50  3.000
 EHO  N1   C7   C12  118.31  3.000
 EHO  N1   C7   C8   122.66  3.000
 EHO  C12  C7   C8   118.94  3.000
 EHO  H3   C8   C9   119.48  3.000
 EHO  H3   C8   C7   120.35  3.000
 EHO  C9   C8   C7   120.17  3.000
 EHO  H4   C9   C10  120.12  3.000
 EHO  H4   C9   C8   119.12  3.000
 EHO  C10  C9   C8   120.76  3.000
 EHO  H5   C10  C9   120.45  3.000
 EHO  H5   C10  C11  120.40  3.000
 EHO  C9   C10  C11  119.15  3.000
 EHO  H6   C12  C7   119.53  3.000
 EHO  H6   C12  C11  120.01  3.000
 EHO  C7   C12  C11  120.46  3.000
 EHO  O2   C13  O1   121.43  3.000
 EHO  O1   C13  C5   113.60  3.000
 EHO  O2   C13  C5   124.96  3.000
 EHO  H7   N1   C7   116.73  3.000
 EHO  H7   N1   C6   115.13  3.000
 EHO  C7   N1   C6   128.13  3.000
 EHO  H8   C3   C2   120.85  3.000
 EHO  H8   C3   C4   120.54  3.000
 EHO  C2   C3   C4   118.61  3.000
 EHO  H9   C1   C2   118.95  3.000
 EHO  H9   C1   C6   119.72  3.000
 EHO  C2   C1   C6   121.31  3.000
 EHO  H10  C2   C1   118.89  3.000
 EHO  H10  C2   C3   120.07  3.000
 EHO  C1   C2   C3   121.04  3.000
 EHO  H11  O1   C13  109.56  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
 EHO  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 EHO  CONST_02  C1   C6   C5   C4      0.00   0.0  0
 EHO  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 EHO  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 EHO  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 EHO  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 EHO  CONST_07  C8   C9   C10  C11     0.00   0.0  0
 EHO  CONST_08  C8   C7   C12  C11     0.00   0.0  0
 EHO  CONST_09  C10  C9   C8   C7      0.00   0.0  0
 EHO  CONST_10  C10  C11  C12  C7      0.00   0.0  0
 EHO  CONST_11  C12  C11  C10  C9      0.00   0.0  0
 EHO  CONST_12  C12  C7   C8   C9      0.00   0.0  0
 EHO  CONST_13  N1   C6   C5   C4    180.00   0.0  0
 EHO  CONST_14  N1   C7   C12  C11   180.00   0.0  0
 EHO  CONST_15  N1   C7   C8   C9    180.00   0.0  0
 EHO  CONST_16  C1   C6   C5   C13   180.00   0.0  0
 EHO  CONST_17  C3   C4   C5   C13   180.00   0.0  0
 EHO  CONST_18  C2   C1   C6   N1    180.00   0.0  0
 EHO  CONST_19  H10  C2   C3   C4    180.00   0.0  0
 EHO  CONST_20  H9   C1   C6   C5    180.00   0.0  0
 EHO  CONST_21  H8   C3   C4   C5    180.00   0.0  0
 EHO  CONST_22  H1   C4   C5   C6    180.00   0.0  0
 EHO  CONST_23  H4   C9   C10  C11   180.00   0.0  0
 EHO  CONST_24  H2   C11  C12  C7    180.00   0.0  0
 EHO  CONST_25  H5   C10  C9   C8    180.00   0.0  0
 EHO  CONST_26  H6   C12  C7   C8    180.00   0.0  0
 EHO  CONST_27  H3   C8   C9   C10   180.00   0.0  0
 EHO  CONST_28  H11  O1   C13  C5    180.00   0.0  0
 EHO  Var_01    C7   N1   C6   C5    167.32  30.0  2
 EHO  Var_02    C8   C7   N1   C6    -39.67  30.0  2
 EHO  Var_03    O2   C13  C5   C4   -173.32  30.0  2

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
 EHO  plan-1  C11  0.020
 EHO  plan-1  C7   0.020
 EHO  plan-1  C8   0.020
 EHO  plan-1  C9   0.020
 EHO  plan-1  C10  0.020
 EHO  plan-1  C12  0.020
 EHO  plan-1  N1   0.020
 EHO  plan-1  H3   0.020
 EHO  plan-1  H4   0.020
 EHO  plan-1  H5   0.020
 EHO  plan-1  H6   0.020
 EHO  plan-1  H2   0.020
 EHO  plan-2  C4   0.020
 EHO  plan-2  C5   0.020
 EHO  plan-2  C6   0.020
 EHO  plan-2  C13  0.020
 EHO  plan-2  N1   0.020
 EHO  plan-2  C3   0.020
 EHO  plan-2  C1   0.020
 EHO  plan-2  C2   0.020
 EHO  plan-2  H1   0.020
 EHO  plan-2  H8   0.020
 EHO  plan-2  H9   0.020
 EHO  plan-2  H10  0.020
 EHO  plan-3  C5   0.020
 EHO  plan-3  C13  0.020
 EHO  plan-3  O1   0.020
 EHO  plan-3  O2   0.020
 EHO  plan-3  H11  0.020

