# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 12:58:28 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  41  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  -0.385   4.8101  -0.2328  -0.2778
 R2C  C2    C  CR6    0   0.376   4.8028   1.1376  -0.0445
 R2C  C3    C  CR16   0  -0.381   3.5874   1.8111  -0.0722
 R2C  C4    C  CR16   0  -0.324   2.4145   1.1117  -0.3179
 R2C  C5    C  CR6    0   0.317   2.4079  -0.2678  -0.5264
 R2C  C6    C  CR6    0  -0.196   3.6469  -0.9506  -0.5212
 R2C  C7    C  C      0   0.451   3.7794  -2.4431  -0.8044
 R2C  O8    O  OC    -1  -0.568   4.8803  -2.9688  -0.5851
 R2C  O9    O  O      0  -0.601   2.7673  -3.0370  -1.2589
 R2C  O10   O  O2     0  -0.480   6.0025   1.7226   0.1878
 R2C  C11   C  CH3    0  -0.434   6.0341   3.1209   0.3678
 R2C  N12   N  NH1    0  -0.809   1.2463  -0.9695  -0.8056
 R2C  C13   C  CR6    0   0.349  -0.0212  -0.7685  -0.3035
 R2C  C14   C  CR16   0  -0.332  -0.3380   0.1008   0.7472
 R2C  C15   C  CR16   0  -0.299  -1.6446   0.2245   1.1983
 R2C  C16   C  CR6    0   0.268  -2.6572  -0.5282   0.6308
 R2C  C17   C  CR16   0  -0.289  -2.3628  -1.4122  -0.3982
 R2C  C18   C  CR16   0  -0.355  -1.0657  -1.5234  -0.8613
 R2C  O19   O  O2     0  -0.516  -3.9416  -0.4289   1.1168
 R2C  C20   C  CR6    0   0.366  -4.8405   0.3500   0.4555
 R2C  C21   C  CR16   0  -0.346  -4.5177   1.1458  -0.6386
 R2C  C22   C  CR16   0  -0.246  -5.5107   1.9112  -1.2396
 R2C  C23   C  CR16   0  -0.276  -6.8130   1.8939  -0.7635
 R2C  C24   C  CR16   0  -0.246  -7.1221   1.0959   0.3323
 R2C  C25   C  CR16   0  -0.331  -6.1456   0.3255   0.9421
 R2C  H1    H  HCR6   0   0.252   5.7532  -0.7647  -0.2693
 R2C  H3    H  HCR6   0   0.276   3.5240   2.8803   0.0802
 R2C  H4    H  HCR6   0   0.271   1.4913   1.6732  -0.3699
 R2C  H111  H  HCH3   0   0.255   7.0760   3.3931   0.5208
 R2C  H112  H  HCH3   0   0.222   5.6585   3.6580  -0.5083
 R2C  H113  H  HCH3   0   0.222   5.4596   3.4387   1.2429
 R2C  HN12  H  HNH1   0   0.402   1.4758  -1.9096  -1.1467
 R2C  H14   H  HCR6   0   0.273   0.4303   0.6776   1.2412
 R2C  H15   H  HCR6   0   0.266  -1.8630   0.9028   2.0140
 R2C  H17   H  HCR6   0   0.269  -3.1454  -2.0132  -0.8448
 R2C  H18   H  HCR6   0   0.263  -0.8515  -2.2097  -1.6719
 R2C  H21   H  HCR6   0   0.277  -3.5085   1.1801  -1.0270
 R2C  H22   H  HCR6   0   0.260  -5.2536   2.5271  -2.0918
 R2C  H23   H  HCR6   0   0.254  -7.5771   2.4955  -1.2369
 R2C  H24   H  HCR6   0   0.259  -8.1334   1.0699   0.7172
 R2C  H25   H  HCR6   0   0.265  -6.3877  -0.2943   1.7965

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  1.388  0.020  1.388
 R2C  C1   C2    aromatic  1.390  0.020  1.390
 R2C  C1   H1    single    0.930  0.020  1.080
 R2C  C2   C3    aromatic  1.390  0.020  1.390
 R2C  C2   O10   single    1.355  0.020  1.355
 R2C  C3   C4    aromatic  1.387  0.020  1.387
 R2C  C3   H3    single    0.930  0.020  1.080
 R2C  C4   C5    aromatic  1.395  0.020  1.395
 R2C  C4   H4    single    0.930  0.020  1.080
 R2C  C5   N12   single    1.385  0.020  1.385
 R2C  C5   C6    aromatic  1.415  0.020  1.415
 R2C  C6   C7    single    1.525  0.020  1.525
 R2C  C7   O9    deloc     1.258  0.020  1.258
 R2C  C7   O8    deloc     1.240  0.020  1.240
 R2C  O10  C11   single    1.410  0.020  1.410
 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    1.378  0.020  1.378
 R2C  N12  HN12  single    0.890  0.020  1.040
 R2C  C13  C18   aromatic  1.404  0.020  1.404
 R2C  C13  C14   aromatic  1.400  0.020  1.400
 R2C  C14  C15   aromatic  1.388  0.020  1.388
 R2C  C14  H14   single    0.930  0.020  1.080
 R2C  C15  C16   aromatic  1.383  0.020  1.383
 R2C  C15  H15   single    0.930  0.020  1.080
 R2C  C16  C17   aromatic  1.388  0.020  1.388
 R2C  C16  O19   single    1.377  0.020  1.377
 R2C  C17  C18   aromatic  1.382  0.020  1.382
 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  1.390  0.020  1.390
 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    118.50  3.000
 R2C  H1    C1   C2    119.18  3.000
 R2C  C6    C1   C2    122.32  3.000
 R2C  O10   C2   C3    124.65  3.000
 R2C  O10   C2   C1    116.73  3.000
 R2C  C3    C2   C1    118.62  3.000
 R2C  H3    C3   C4    118.27  3.000
 R2C  H3    C3   C2    121.82  3.000
 R2C  C4    C3   C2    119.90  3.000
 R2C  H4    C4   C5    120.13  3.000
 R2C  H4    C4   C3    117.93  3.000
 R2C  C5    C4   C3    121.93  3.000
 R2C  N12   C5   C6    119.38  3.000
 R2C  C6    C5   C4    118.20  3.000
 R2C  N12   C5   C4    122.33  3.000
 R2C  C7    C6   C5    123.22  3.000
 R2C  C7    C6   C1    117.76  3.000
 R2C  C5    C6   C1    119.00  3.000
 R2C  O9    C7   O8    125.31  3.000
 R2C  O8    C7   C6    117.35  3.000
 R2C  O9    C7   C6    117.33  3.000
 R2C  C11   O10  C2    118.03  3.000
 R2C  H113  C11  H112  108.52  3.000
 R2C  H113  C11  H111  108.53  3.000
 R2C  H112  C11  H111  108.58  3.000
 R2C  H113  C11  O10   112.23  3.000
 R2C  H112  C11  O10   112.14  3.000
 R2C  H111  C11  O10   106.71  3.000
 R2C  HN12  N12  C13   117.41  3.000
 R2C  HN12  N12  C5    110.09  3.000
 R2C  C13   N12  C5    128.60  3.000
 R2C  C18   C13  C14   117.62  3.000
 R2C  C14   C13  N12   124.90  3.000
 R2C  C18   C13  N12   117.45  3.000
 R2C  H14   C14  C15   118.26  3.000
 R2C  H14   C14  C13   120.92  3.000
 R2C  C15   C14  C13   120.81  3.000
 R2C  H15   C15  C16   120.14  3.000
 R2C  H15   C15  C14   119.36  3.000
 R2C  C16   C15  C14   120.49  3.000
 R2C  O19   C16  C17   120.36  3.000
 R2C  O19   C16  C15   119.92  3.000
 R2C  C17   C16  C15   119.69  3.000
 R2C  H17   C17  C18   119.69  3.000
 R2C  H17   C17  C16   120.39  3.000
 R2C  C18   C17  C16   119.92  3.000
 R2C  H18   C18  C17   119.17  3.000
 R2C  H18   C18  C13   119.38  3.000
 R2C  C17   C18  C13   121.45  3.000
 R2C  C20   O19  C16   119.07  3.000
 R2C  C25   C20  C21   120.15  3.000
 R2C  C25   C20  O19   116.04  3.000
 R2C  C21   C20  O19   123.81  3.000
 R2C  H21   C21  C22   119.58  3.000
 R2C  H21   C21  C20   121.13  3.000
 R2C  C22   C21  C20   119.29  3.000
 R2C  H22   C22  C23   120.03  3.000
 R2C  H22   C22  C21   118.94  3.000
 R2C  C23   C22  C21   121.03  3.000
 R2C  H23   C23  C24   120.47  3.000
 R2C  H23   C23  C22   120.42  3.000
 R2C  C24   C23  C22   119.11  3.000
 R2C  H24   C24  C25   119.26  3.000
 R2C  H24   C24  C23   120.12  3.000
 R2C  C25   C24  C23   120.62  3.000
 R2C  H25   C25  C24   120.53  3.000
 R2C  H25   C25  C20   119.68  3.000
 R2C  C24   C25  C20   119.80  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  Var_01    C13   N12  C5   C4    -36.92  30.0  2
 R2C  Var_02    C18   C13  N12  C5    172.95  30.0  2
 R2C  Var_03    C21   C20  O19  C16    -5.15  30.0  2
 R2C  Var_04    O9    C7   C6   C1   -167.44  30.0  2
 R2C  Var_05    H111  C11  O10  C2   -178.97  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

