# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 26 08:18:14 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 5-methoxy-2-[(4-phenoxyphenyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Nc2ccc(Oc3ccccc3)cc2)c(c1)C(O)=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
 R2C  R2C  '5-methoxy-2-[(4-phenoxyphenyl)amino]benzoic acid'  ligand  42  25  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_R2C
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
 R2C  C1    C  CR16  0  -0.372   4.2613  -0.0898   0.5786
 R2C  C2    C  CR6   0   0.412   4.6434   1.2024   0.2157
 R2C  C3    C  CR16  0  -0.382   3.9153   1.8794  -0.7567
 R2C  C4    C  CR16  0  -0.256   2.8269   1.2566  -1.3532
 R2C  C5    C  CR6   0   0.205   2.4454  -0.0315  -1.0187
 R2C  C6    C  CR6   0  -0.029   3.1788  -0.7082  -0.0296
 R2C  C7    C  C     0   0.502   2.8374  -2.1085   0.3418
 R2C  O8    O  OH1   0  -0.586   3.0991  -2.3715   1.6142
 R2C  O9    O  O     0  -0.428   2.3878  -2.9239  -0.4248
 R2C  O10   O  O2    0  -0.468   5.7113   1.7043   0.8560
 R2C  C11   C  CH3   0  -0.440   6.1436   3.0113   0.5277
 R2C  N12   N  NH1   0  -0.754   1.3043  -0.5844  -1.6454
 R2C  C13   C  CR6   0   0.337   0.0876  -0.6225  -0.9857
 R2C  C14   C  CR16  0  -0.314  -0.1898   0.1939   0.1149
 R2C  C15   C  CR16  0  -0.294  -1.4369   0.1619   0.7216
 R2C  C16   C  CR6   0   0.270  -2.4234  -0.6850   0.2465
 R2C  C17   C  CR16  0  -0.297  -2.1635  -1.5047  -0.8420
 R2C  C18   C  CR16  0  -0.338  -0.9204  -1.4769  -1.4482
 R2C  O19   O  O2    0  -0.516  -3.6465  -0.7477   0.8760
 R2C  C20   C  CR6   0   0.366  -4.6266   0.1204   0.5039
 R2C  C21   C  CR16  0  -0.344  -4.4899   1.0483  -0.5230
 R2C  C22   C  CR16  0  -0.246  -5.5560   1.8869  -0.8284
 R2C  C23   C  CR16  0  -0.276  -6.7493   1.8106  -0.1260
 R2C  C24   C  CR16  0  -0.246  -6.8731   0.8784   0.8983
 R2C  C25   C  CR16  0  -0.332  -5.8207   0.0361   1.2167
 R2C  H1    H  HCR6  0   0.279   4.8397  -0.6053   1.3347
 R2C  H3    H  HCR6  0   0.291   4.1713   2.8845  -1.0623
 R2C  H4    H  HCR6  0   0.272   2.2526   1.7906  -2.0990
 R2C  HO8   H  HOH1  0   0.489   2.9147  -3.3044   1.8026
 R2C  H111  H  HCH3  0   0.263   7.0110   3.2143   1.1505
 R2C  H112  H  HCH3  0   0.232   6.4365   3.0912  -0.5220
 R2C  H113  H  HCH3  0   0.232   5.3756   3.7590   0.7405
 R2C  HN12  H  HNH1  0   0.387   1.4871  -1.3947  -2.2175
 R2C  H14   H  HCR6  0   0.267   0.5634   0.8634   0.5083
 R2C  H15   H  HCR6  0   0.269  -1.6302   0.8004   1.5749
 R2C  H17   H  HCR6  0   0.269  -2.9285  -2.1744  -1.2152
 R2C  H18   H  HCR6  0   0.263  -0.7279  -2.1265  -2.2937
 R2C  H21   H  HCR6  0   0.275  -3.5697   1.1260  -1.0866
 R2C  H22   H  HCR6  0   0.260  -5.4444   2.6060  -1.6296
 R2C  H23   H  HCR6  0   0.253  -7.5728   2.4676  -0.3721
 R2C  H24   H  HCR6  0   0.259  -7.7971   0.8050   1.4574
 R2C  H25   H  HCR6  0   0.266  -5.9169  -0.6884   2.0158

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
 R2C  C1   C6    aromatic  1.387  0.020  1.387
 R2C  C1   C2    aromatic  1.396  0.020  1.396
 R2C  C1   H1    single    0.930  0.020  1.080
 R2C  C2   C3    aromatic  1.391  0.020  1.391
 R2C  C2   O10   single    1.343  0.020  1.343
 R2C  C3   C4    aromatic  1.389  0.020  1.389
 R2C  C3   H3    single    0.930  0.020  1.080
 R2C  C4   C5    aromatic  1.384  0.020  1.384
 R2C  C4   H4    single    0.930  0.020  1.080
 R2C  C5   N12   single    1.414  0.020  1.414
 R2C  C5   C6    aromatic  1.405  0.020  1.405
 R2C  C6   C7    single    1.488  0.020  1.488
 R2C  C7   O9    double    1.206  0.020  1.206
 R2C  C7   O8    single    1.325  0.020  1.325
 R2C  O8   HO8   single    0.850  0.020  0.980
 R2C  O10  C11   single    1.415  0.020  1.415
 R2C  C11  H111  single    0.970  0.020  1.090
 R2C  C11  H112  single    0.970  0.020  1.090
 R2C  C11  H113  single    0.970  0.020  1.090
 R2C  N12  C13   single    1.385  0.020  1.385
 R2C  N12  HN12  single    0.890  0.020  1.040
 R2C  C13  C18   aromatic  1.400  0.020  1.400
 R2C  C13  C14   aromatic  1.398  0.020  1.398
 R2C  C14  C15   aromatic  1.387  0.020  1.387
 R2C  C14  H14   single    0.930  0.020  1.080
 R2C  C15  C16   aromatic  1.384  0.020  1.384
 R2C  C15  H15   single    0.930  0.020  1.080
 R2C  C16  C17   aromatic  1.387  0.020  1.387
 R2C  C16  O19   single    1.377  0.020  1.377
 R2C  C17  C18   aromatic  1.383  0.020  1.383
 R2C  C17  H17   single    0.930  0.020  1.080
 R2C  C18  H18   single    0.930  0.020  1.080
 R2C  O19  C20   single    1.361  0.020  1.361
 R2C  C20  C21   aromatic  1.391  0.020  1.391
 R2C  C20  C25   aromatic  1.393  0.020  1.393
 R2C  C21  C22   aromatic  1.390  0.020  1.390
 R2C  C21  H21   single    0.930  0.020  1.080
 R2C  C22  C23   aromatic  1.387  0.020  1.387
 R2C  C22  H22   single    0.930  0.020  1.080
 R2C  C23  C24   aromatic  1.391  0.020  1.391
 R2C  C23  H23   single    0.930  0.020  1.080
 R2C  C24  C25   aromatic  1.385  0.020  1.385
 R2C  C24  H24   single    0.930  0.020  1.080
 R2C  C25  H25   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
 R2C  H1    C1   C6    120.73  3.000
 R2C  H1    C1   C2    118.44  3.000
 R2C  C6    C1   C2    120.83  3.000
 R2C  O10   C2   C3    124.61  3.000
 R2C  O10   C2   C1    116.10  3.000
 R2C  C3    C2   C1    119.29  3.000
 R2C  H3    C3   C4    118.76  3.000
 R2C  H3    C3   C2    121.75  3.000
 R2C  C4    C3   C2    119.50  3.000
 R2C  H4    C4   C5    118.65  3.000
 R2C  H4    C4   C3    119.38  3.000
 R2C  C5    C4   C3    121.97  3.000
 R2C  N12   C5   C6    123.00  3.000
 R2C  C6    C5   C4    118.32  3.000
 R2C  N12   C5   C4    118.62  3.000
 R2C  C7    C6   C5    120.60  3.000
 R2C  C7    C6   C1    119.28  3.000
 R2C  C5    C6   C1    120.08  3.000
 R2C  O9    C7   O8    123.35  3.000
 R2C  O8    C7   C6    112.39  3.000
 R2C  O9    C7   C6    124.26  3.000
 R2C  HO8   O8   C7    109.87  3.000
 R2C  C11   O10  C2    118.53  3.000
 R2C  H113  C11  H112  108.99  3.000
 R2C  H113  C11  H111  108.75  3.000
 R2C  H112  C11  H111  108.84  3.000
 R2C  H113  C11  O10   111.84  3.000
 R2C  H112  C11  O10   111.85  3.000
 R2C  H111  C11  O10   106.46  3.000
 R2C  HN12  N12  C13   114.05  3.000
 R2C  HN12  N12  C5    114.78  3.000
 R2C  C13   N12  C5    120.57  3.000
 R2C  C18   C13  C14   118.26  3.000
 R2C  C14   C13  N12   122.24  3.000
 R2C  C18   C13  N12   119.48  3.000
 R2C  H14   C14  C15   118.76  3.000
 R2C  H14   C14  C13   120.63  3.000
 R2C  C15   C14  C13   120.62  3.000
 R2C  H15   C15  C16   120.26  3.000
 R2C  H15   C15  C14   119.44  3.000
 R2C  C16   C15  C14   120.31  3.000
 R2C  O19   C16  C17   119.88  3.000
 R2C  O19   C16  C15   120.26  3.000
 R2C  C17   C16  C15   119.82  3.000
 R2C  H17   C17  C18   119.75  3.000
 R2C  H17   C17  C16   120.22  3.000
 R2C  C18   C17  C16   120.02  3.000
 R2C  H18   C18  C17   119.31  3.000
 R2C  H18   C18  C13   119.72  3.000
 R2C  C17   C18  C13   120.97  3.000
 R2C  C20   O19  C16   119.05  3.000
 R2C  C25   C20  C21   120.16  3.000
 R2C  C25   C20  O19   116.02  3.000
 R2C  C21   C20  O19   123.82  3.000
 R2C  H21   C21  C22   119.64  3.000
 R2C  H21   C21  C20   121.07  3.000
 R2C  C22   C21  C20   119.29  3.000
 R2C  H22   C22  C23   120.02  3.000
 R2C  H22   C22  C21   118.96  3.000
 R2C  C23   C22  C21   121.03  3.000
 R2C  H23   C23  C24   120.45  3.000
 R2C  H23   C23  C22   120.43  3.000
 R2C  C24   C23  C22   119.12  3.000
 R2C  H24   C24  C25   119.24  3.000
 R2C  H24   C24  C23   120.14  3.000
 R2C  C25   C24  C23   120.62  3.000
 R2C  H25   C25  C24   120.60  3.000
 R2C  H25   C25  C20   119.61  3.000
 R2C  C24   C25  C20   119.79  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
 R2C  CONST_01  C4    C5   C6   C1      0.00   0.0  0
 R2C  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 R2C  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 R2C  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 R2C  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 R2C  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 R2C  CONST_07  C16   C17  C18  C13     0.00   0.0  0
 R2C  CONST_08  C16   C15  C14  C13     0.00   0.0  0
 R2C  CONST_09  C17   C18  C13  C14     0.00   0.0  0
 R2C  CONST_10  C17   C16  C15  C14     0.00   0.0  0
 R2C  CONST_11  C18   C13  C14  C15     0.00   0.0  0
 R2C  CONST_12  C18   C17  C16  C15     0.00   0.0  0
 R2C  CONST_13  C23   C22  C21  C20     0.00   0.0  0
 R2C  CONST_14  C23   C24  C25  C20     0.00   0.0  0
 R2C  CONST_15  C24   C25  C20  C21     0.00   0.0  0
 R2C  CONST_16  C24   C23  C22  C21     0.00   0.0  0
 R2C  CONST_17  C25   C20  C21  C22     0.00   0.0  0
 R2C  CONST_18  C25   C24  C23  C22     0.00   0.0  0
 R2C  CONST_19  N12   C5   C6   C1    180.00   0.0  0
 R2C  CONST_20  C7    C6   C1   C2    180.00   0.0  0
 R2C  CONST_21  N12   C5   C4   C3    180.00   0.0  0
 R2C  CONST_22  O10   C2   C3   C4    180.00   0.0  0
 R2C  CONST_23  C7    C6   C5   C4    180.00   0.0  0
 R2C  CONST_24  O10   C2   C1   C6    180.00   0.0  0
 R2C  CONST_25  C17   C18  C13  N12   180.00   0.0  0
 R2C  CONST_26  C15   C14  C13  N12   180.00   0.0  0
 R2C  CONST_27  O19   C16  C15  C14   180.00   0.0  0
 R2C  CONST_28  O19   C16  C17  C18   180.00   0.0  0
 R2C  CONST_29  C22   C21  C20  O19   180.00   0.0  0
 R2C  CONST_30  C24   C25  C20  O19   180.00   0.0  0
 R2C  CONST_31  H3    C3   C2   C1    180.00   0.0  0
 R2C  CONST_32  H4    C4   C3   C2    180.00   0.0  0
 R2C  CONST_33  H1    C1   C2   C3    180.00   0.0  0
 R2C  CONST_34  H17   C17  C18  C13   180.00   0.0  0
 R2C  CONST_35  H15   C15  C14  C13   180.00   0.0  0
 R2C  CONST_36  H18   C18  C13  C14   180.00   0.0  0
 R2C  CONST_37  H14   C14  C15  C16   180.00   0.0  0
 R2C  CONST_38  H22   C22  C21  C20   180.00   0.0  0
 R2C  CONST_39  H24   C24  C25  C20   180.00   0.0  0
 R2C  CONST_40  H25   C25  C20  C21   180.00   0.0  0
 R2C  CONST_41  H23   C23  C22  C21   180.00   0.0  0
 R2C  CONST_42  H21   C21  C22  C23   180.00   0.0  0
 R2C  CONST_43  HO8   O8   C7   C6    180.00   0.0  0
 R2C  Var_01    C13   N12  C5   C4   -100.62  30.0  2
 R2C  Var_02    C18   C13  N12  C5   -162.68  30.0  2
 R2C  Var_03    C21   C20  O19  C16     2.64  30.0  2
 R2C  Var_04    O9    C7   C6   C1   -145.72  30.0  2
 R2C  Var_05    H111  C11  O10  C2   -179.76  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
 R2C  plan-1  C1   0.020
 R2C  plan-1  C2   0.020
 R2C  plan-1  C3   0.020
 R2C  plan-1  C4   0.020
 R2C  plan-1  C5   0.020
 R2C  plan-1  C6   0.020
 R2C  plan-1  C7   0.020
 R2C  plan-1  O10  0.020
 R2C  plan-1  N12  0.020
 R2C  plan-1  H1   0.020
 R2C  plan-1  H3   0.020
 R2C  plan-1  H4   0.020
 R2C  plan-2  N12  0.020
 R2C  plan-2  C13  0.020
 R2C  plan-2  C14  0.020
 R2C  plan-2  C15  0.020
 R2C  plan-2  C16  0.020
 R2C  plan-2  C17  0.020
 R2C  plan-2  C18  0.020
 R2C  plan-2  O19  0.020
 R2C  plan-2  H14  0.020
 R2C  plan-2  H15  0.020
 R2C  plan-2  H17  0.020
 R2C  plan-2  H18  0.020
 R2C  plan-3  O19  0.020
 R2C  plan-3  C20  0.020
 R2C  plan-3  C21  0.020
 R2C  plan-3  C22  0.020
 R2C  plan-3  C23  0.020
 R2C  plan-3  C24  0.020
 R2C  plan-3  C25  0.020
 R2C  plan-3  H21  0.020
 R2C  plan-3  H22  0.020
 R2C  plan-3  H23  0.020
 R2C  plan-3  H24  0.020
 R2C  plan-3  H25  0.020
 R2C  plan-4  C6   0.020
 R2C  plan-4  C7   0.020
 R2C  plan-4  O8   0.020
 R2C  plan-4  O9   0.020
 R2C  plan-4  HO8  0.020

