# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 11:59:34 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: 2,6-bis[(2-carboxyphenyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1Nc2cccc(Nc3ccccc3C(O)=O)c2C(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
 644  644  '2,6-bis[(2-carboxyphenyl)amino]benzoic acid'  ligand  42  29  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_644
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
 644  O05  O  O      0  -0.587   3.1596  -2.1639   0.3805
 644  C21  C  C      0   0.387   3.6780  -1.4399   1.2475
 644  O06  O  OC    -1  -0.607   3.8346  -1.7062   2.4555
 644  C15  C  CR6    0  -0.112   4.2570  -0.1151   0.7670
 644  C16  C  CR16   0  -0.297   5.5296   0.2317   1.2185
 644  C17  C  CR16   0  -0.270   6.2250   1.3200   0.7122
 644  C18  C  CR16   0  -0.266   5.6245   2.1122  -0.2571
 644  C19  C  CR16   0  -0.335   4.3362   1.8248  -0.6752
 644  C14  C  CR6    0   0.308   3.6350   0.7195  -0.1775
 644  N02  N  NH1    0  -0.811   2.3557   0.5078  -0.6756
 644  C10  C  C      0   0.382   1.2077   0.2440   0.0214
 644  C09  C  C      0  -0.375   0.0178  -0.0611  -0.6964
 644  C20  C  C      0   0.485   0.0205  -0.1288  -2.2073
 644  O04  O  OC    -1  -0.594  -0.9199  -0.7273  -2.7863
 644  O03  O  O      0  -0.594   0.9626   0.4173  -2.8335
 644  C11  C  C1     0  -0.363   1.1841   0.3262   1.4195
 644  C12  C  C1     0  -0.262   0.0086   0.0765   2.1004
 644  C13  C  C1     0  -0.360  -1.1619  -0.2400   1.4403
 644  C08  C  C      0   0.386  -1.1763  -0.2950   0.0405
 644  N01  N  NH1    0  -0.812  -2.3183  -0.6333  -0.6328
 644  C03  C  CR6    0   0.308  -3.6084  -0.7580  -0.1345
 644  C04  C  CR16   0  -0.336  -4.3338  -1.8905  -0.5250
 644  C05  C  CR16   0  -0.266  -5.6352  -2.0976  -0.0998
 644  C06  C  CR16   0  -0.270  -6.2249  -1.1935   0.7735
 644  C07  C  CR16   0  -0.297  -5.5052  -0.0776   1.1751
 644  C02  C  CR6    0  -0.110  -4.2186   0.1868   0.7084
 644  C01  C  C      0   0.388  -3.6116   1.5415   1.0513
 644  O02  O  O      0  -0.586  -3.0841   2.1617   0.1126
 644  O01  O  OC    -1  -0.608  -3.7569   1.9314   2.2267
 644  H2   H  HCR6   0   0.240   5.9990  -0.3955   1.9664
 644  H3   H  HCR6   0   0.242   7.2231   1.5435   1.0665
 644  H4   H  HCR6   0   0.247   6.1463   2.9660  -0.6709
 644  H5   H  HCR6   0   0.249   3.8486   2.4686  -1.3985
 644  H6   H  HNH1   0   0.396   2.1711   0.6787  -1.6669
 644  H8   H  H      0   0.245   2.0774   0.5844   1.9694
 644  H9   H  H      0   0.235   0.0054   0.1289   3.1830
 644  H10  H  H      0   0.245  -2.0593  -0.4430   2.0066
 644  H11  H  HNH1   0   0.396  -2.1297  -0.8893  -1.6050
 644  H12  H  HCR6   0   0.249  -3.8547  -2.6189  -1.1692
 644  H13  H  HCR6   0   0.246  -6.1756  -2.9752  -0.4322
 644  H14  H  HCR6   0   0.241  -7.2330  -1.3532   1.1340
 644  H15  H  HCR6   0   0.240  -5.9664   0.6343   1.8483

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
 644  O05  C21  deloc     1.243  0.020  1.243
 644  O06  C21  deloc     1.247  0.020  1.247
 644  O03  C20  deloc     1.256  0.020  1.256
 644  C21  C15  single    1.524  0.020  1.524
 644  O04  C20  deloc     1.256  0.020  1.256
 644  O02  C01  deloc     1.243  0.020  1.243
 644  C20  C09  single    1.512  0.020  1.512
 644  C15  C16  aromatic  1.394  0.020  1.394
 644  C15  C14  aromatic  1.406  0.020  1.406
 644  C16  C17  aromatic  1.387  0.020  1.387
 644  O01  C01  deloc     1.247  0.020  1.247
 644  N02  C14  single    1.389  0.020  1.389
 644  N02  C10  single    1.369  0.020  1.369
 644  C14  C19  aromatic  1.400  0.020  1.400
 644  C17  C18  aromatic  1.388  0.020  1.388
 644  C01  C02  single    1.524  0.020  1.524
 644  C09  C10  aromatic  1.423  0.020  1.423
 644  C09  C08  aromatic  1.423  0.020  1.423
 644  C19  C18  aromatic  1.385  0.020  1.385
 644  C10  C11  aromatic  1.401  0.020  1.401
 644  N01  C08  single    1.368  0.020  1.368
 644  N01  C03  single    1.389  0.020  1.389
 644  C02  C03  aromatic  1.405  0.020  1.405
 644  C02  C07  aromatic  1.394  0.020  1.394
 644  C08  C13  aromatic  1.401  0.020  1.401
 644  C03  C04  aromatic  1.400  0.020  1.400
 644  C11  C12  aromatic  1.381  0.020  1.381
 644  C07  C06  aromatic  1.387  0.020  1.387
 644  C13  C12  aromatic  1.381  0.020  1.381
 644  C04  C05  aromatic  1.385  0.020  1.385
 644  C06  C05  aromatic  1.388  0.020  1.388
 644  C16  H2   single    0.930  0.020  1.080
 644  C17  H3   single    0.930  0.020  1.080
 644  C18  H4   single    0.930  0.020  1.080
 644  C19  H5   single    0.930  0.020  1.080
 644  N02  H6   single    0.860  0.020  1.020
 644  C11  H8   single    0.930  0.020  1.080
 644  C12  H9   single    0.930  0.020  1.080
 644  C13  H10  single    0.930  0.020  1.080
 644  N01  H11  single    0.860  0.020  1.020
 644  C04  H12  single    0.930  0.020  1.080
 644  C05  H13  single    0.930  0.020  1.080
 644  C06  H14  single    0.930  0.020  1.080
 644  C07  H15  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
 644  C15  C21  O06  116.33  3.000
 644  C15  C21  O05  116.43  3.000
 644  O06  C21  O05  127.14  3.000
 644  C14  C15  C16  118.28  3.000
 644  C14  C15  C21  124.06  3.000
 644  C16  C15  C21  117.46  3.000
 644  H2   C16  C17  119.28  3.000
 644  H2   C16  C15  118.38  3.000
 644  C17  C16  C15  122.31  3.000
 644  H3   C17  C18  120.64  3.000
 644  H3   C17  C16  120.31  3.000
 644  C18  C17  C16  119.05  3.000
 644  H4   C18  C19  119.78  3.000
 644  H4   C18  C17  120.55  3.000
 644  C19  C18  C17  119.66  3.000
 644  H5   C19  C14  118.73  3.000
 644  H5   C19  C18  119.78  3.000
 644  C14  C19  C18  121.49  3.000
 644  N02  C14  C19  117.00  3.000
 644  C19  C14  C15  119.08  3.000
 644  N02  C14  C15  123.92  3.000
 644  H6   N02  C10  111.99  3.000
 644  H6   N02  C14  119.23  3.000
 644  C10  N02  C14  128.26  3.000
 644  C11  C10  C09  120.14  3.000
 644  C11  C10  N02  120.74  3.000
 644  C09  C10  N02  119.07  3.000
 644  C08  C09  C20  120.77  3.000
 644  C08  C09  C10  118.42  3.000
 644  C20  C09  C10  120.81  3.000
 644  O03  C20  O04  122.60  3.000
 644  O04  C20  C09  118.72  3.000
 644  O03  C20  C09  118.68  3.000
 644  H8   C11  C12  119.74  3.000
 644  H8   C11  C10  120.54  3.000
 644  C12  C11  C10  119.72  3.000
 644  H9   C12  C13  119.09  3.000
 644  H9   C12  C11  119.09  3.000
 644  C13  C12  C11  121.82  3.000
 644  H10  C13  C08  120.51  3.000
 644  H10  C13  C12  119.79  3.000
 644  C08  C13  C12  119.70  3.000
 644  N01  C08  C13  120.66  3.000
 644  C13  C08  C09  120.17  3.000
 644  N01  C08  C09  119.10  3.000
 644  H11  N01  C03  119.33  3.000
 644  H11  N01  C08  112.07  3.000
 644  C03  N01  C08  128.40  3.000
 644  C02  C03  C04  119.08  3.000
 644  C04  C03  N01  116.99  3.000
 644  C02  C03  N01  123.93  3.000
 644  H12  C04  C05  119.82  3.000
 644  H12  C04  C03  118.70  3.000
 644  C05  C04  C03  121.48  3.000
 644  H13  C05  C06  120.59  3.000
 644  H13  C05  C04  119.74  3.000
 644  C06  C05  C04  119.66  3.000
 644  H14  C06  C07  120.36  3.000
 644  H14  C06  C05  120.60  3.000
 644  C07  C06  C05  119.04  3.000
 644  H15  C07  C02  118.46  3.000
 644  H15  C07  C06  119.20  3.000
 644  C02  C07  C06  122.31  3.000
 644  C01  C02  C07  117.45  3.000
 644  C07  C02  C03  118.29  3.000
 644  C01  C02  C03  124.04  3.000
 644  O01  C01  O02  127.27  3.000
 644  O01  C01  C02  116.35  3.000
 644  O02  C01  C02  116.29  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
 644  CONST_01  C18  C17  C16  C15     0.00   0.0  0
 644  CONST_02  C18  C19  C14  C15     0.00   0.0  0
 644  CONST_03  C19  C14  C15  C16     0.00   0.0  0
 644  CONST_04  C19  C18  C17  C16     0.00   0.0  0
 644  CONST_05  C14  C15  C16  C17     0.00   0.0  0
 644  CONST_06  C14  C19  C18  C17     0.00   0.0  0
 644  CONST_07  C13  C08  C09  C10     0.00   0.0  0
 644  CONST_08  C13  C12  C11  C10     0.00   0.0  0
 644  CONST_09  C12  C11  C10  C09     0.00   0.0  0
 644  CONST_10  C12  C13  C08  C09     0.00   0.0  0
 644  CONST_11  C08  C09  C10  C11     0.00   0.0  0
 644  CONST_12  C08  C13  C12  C11     0.00   0.0  0
 644  CONST_13  C06  C07  C02  C03     0.00   0.0  0
 644  CONST_14  C06  C05  C04  C03     0.00   0.0  0
 644  CONST_15  C07  C02  C03  C04     0.00   0.0  0
 644  CONST_16  C07  C06  C05  C04     0.00   0.0  0
 644  CONST_17  C02  C03  C04  C05     0.00   0.0  0
 644  CONST_18  C02  C07  C06  C05     0.00   0.0  0
 644  CONST_19  C17  C16  C15  C21   180.00   0.0  0
 644  CONST_20  C19  C14  C15  C21   180.00   0.0  0
 644  CONST_21  N02  C14  C15  C16   180.00   0.0  0
 644  CONST_22  N02  C14  C19  C18   180.00   0.0  0
 644  CONST_23  C08  C09  C10  N02   180.00   0.0  0
 644  CONST_24  C12  C11  C10  N02   180.00   0.0  0
 644  CONST_25  N01  C08  C09  C10   180.00   0.0  0
 644  CONST_26  C11  C10  C09  C20   180.00   0.0  0
 644  CONST_27  C13  C08  C09  C20   180.00   0.0  0
 644  CONST_28  N01  C08  C13  C12   180.00   0.0  0
 644  CONST_29  C07  C02  C03  N01   180.00   0.0  0
 644  CONST_30  C05  C04  C03  N01   180.00   0.0  0
 644  CONST_31  C01  C02  C03  C04   180.00   0.0  0
 644  CONST_32  C01  C02  C07  C06   180.00   0.0  0
 644  CONST_33  H3   C17  C16  C15   180.00   0.0  0
 644  CONST_34  H5   C19  C14  C15   180.00   0.0  0
 644  CONST_35  H4   C18  C17  C16   180.00   0.0  0
 644  CONST_36  H2   C16  C17  C18   180.00   0.0  0
 644  CONST_37  H9   C12  C11  C10   180.00   0.0  0
 644  CONST_38  H8   C11  C10  C09   180.00   0.0  0
 644  CONST_39  H10  C13  C08  C09   180.00   0.0  0
 644  CONST_40  H15  C07  C02  C03   180.00   0.0  0
 644  CONST_41  H13  C05  C04  C03   180.00   0.0  0
 644  CONST_42  H14  C06  C05  C04   180.00   0.0  0
 644  CONST_43  H12  C04  C05  C06   180.00   0.0  0
 644  Var_01    C10  N02  C14  C15    48.59  30.0  3
 644  Var_02    C09  C10  N02  C14  -174.36  30.0  2
 644  Var_03    C03  N01  C08  C09  -172.19  30.0  1
 644  Var_04    C02  C03  N01  C08    46.74  30.0  2
 644  Var_05    C16  C15  C21  O05  -133.44  30.0  2
 644  Var_06    O03  C20  C09  C10   -18.46  30.0  2
 644  Var_07    O02  C01  C02  C03    42.28  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
 644  plan-1  C21  0.020
 644  plan-1  C15  0.020
 644  plan-1  C16  0.020
 644  plan-1  C17  0.020
 644  plan-1  C18  0.020
 644  plan-1  C19  0.020
 644  plan-1  C14  0.020
 644  plan-1  N02  0.020
 644  plan-1  H2   0.020
 644  plan-1  H3   0.020
 644  plan-1  H4   0.020
 644  plan-1  H5   0.020
 644  plan-2  N02  0.020
 644  plan-2  C10  0.020
 644  plan-2  C09  0.020
 644  plan-2  C20  0.020
 644  plan-2  C11  0.020
 644  plan-2  C12  0.020
 644  plan-2  C13  0.020
 644  plan-2  C08  0.020
 644  plan-2  N01  0.020
 644  plan-2  H8   0.020
 644  plan-2  H9   0.020
 644  plan-2  H10  0.020
 644  plan-3  N01  0.020
 644  plan-3  C03  0.020
 644  plan-3  C04  0.020
 644  plan-3  C05  0.020
 644  plan-3  C06  0.020
 644  plan-3  C07  0.020
 644  plan-3  C02  0.020
 644  plan-3  C01  0.020
 644  plan-3  H12  0.020
 644  plan-3  H13  0.020
 644  plan-3  H14  0.020
 644  plan-3  H15  0.020
 644  plan-4  O05  0.020
 644  plan-4  C21  0.020
 644  plan-4  O06  0.020
 644  plan-4  C15  0.020
 644  plan-5  C09  0.020
 644  plan-5  C20  0.020
 644  plan-5  O04  0.020
 644  plan-5  O03  0.020
 644  plan-6  C02  0.020
 644  plan-6  C01  0.020
 644  plan-6  O02  0.020
 644  plan-6  O01  0.020

