# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 00:44:52 2020
#   Inital geometry file: a 103 line input string
#   Ligand name: 2-[[2,6-bis(chloranyl)-4-(3,5-dimethyl-1,2-oxazol-4-yl)phenyl]amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(C)c1c2cc(Cl)c(Nc3ccccc3C(O)=O)c(Cl)c2
#
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
 8S3  8S3  '2-[[2,6-bis(chloranyl)-4-(3,5-dimethyl-1,2-oxazol-4-yl)phenyl]amino]benzoic acid'  ligand  39  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8S3
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
 8S3  C10  C   CR16  0  -0.272   1.2467   1.1753   0.0711
 8S3  C11  C   CR6   0  -0.091  -0.0680   1.0991  -0.3543
 8S3  C13  C   CR6   0   0.457  -0.5877  -0.0505  -0.9573
 8S3  C15  C   CR6   0   0.370  -3.0471   0.1653  -0.6762
 8S3  C16  C   CR16  0  -0.339  -4.1675   0.5440  -1.4242
 8S3  C17  C   CR16  0  -0.244  -5.3438   0.9206  -0.8081
 8S3  C18  C   CR16  0  -0.269  -5.4285   0.9639   0.5796
 8S3  C19  C   CR16  0  -0.260  -4.3307   0.5873   1.3293
 8S3  C20  C   CR6   0  -0.087  -3.1480   0.1524   0.7250
 8S3  C21  C   C     0   0.490  -2.0972  -0.4398   1.5869
 8S3  O23  O   OH1   0  -0.588  -1.9543   0.2121   2.7350
 8S3  O22  O   O     0  -0.420  -1.4663  -1.4297   1.3071
 8S3  N14  N   NH1   0  -0.788  -1.9013  -0.1633  -1.3744
 8S3  C02  C   CR6   0  -0.089   0.3158  -1.0966  -1.1694
 8S3  CL1  CL  CL    0  -0.102  -0.2571  -2.5442  -1.9158
 8S3  CL2  CL  CL    0  -0.087  -1.0710   2.4901  -0.1482
 8S3  C04  C   CR6   0   0.031   2.1219   0.1167  -0.1480
 8S3  C03  C   CR16  0  -0.291   1.6432  -1.0177  -0.8001
 8S3  C05  C   CR5   0  -0.182   3.5157   0.1929   0.2879
 8S3  C09  C   CR5   0   0.426   4.2463  -0.7503   0.9426
 8S3  C24  C   CH3   0  -0.763   3.9254  -2.0995   1.4582
 8S3  O08  O   O     0  -0.343   5.4825  -0.2894   1.1330
 8S3  N07  N   N     0  -0.178   5.6003   0.9656   0.6081
 8S3  C06  C   CR5   0   0.254   4.4390   1.2669   0.1083
 8S3  C25  C   CH3   0  -0.753   4.2108   2.5747  -0.5615
 8S3  H1   H   HCR6  0   0.276   1.5872   2.0737   0.5680
 8S3  H2   H   HCR6  0   0.271  -4.0948   0.5599  -2.5049
 8S3  H3   H   HCR6  0   0.265  -6.1937   1.2051  -1.4147
 8S3  H4   H   HCR6  0   0.259  -6.3402   1.2791   1.0678
 8S3  H5   H   HCR6  0   0.268  -4.4039   0.5936   2.4086
 8S3  H6   H   HOH1  0   0.484  -1.3224  -0.2566   3.3009
 8S3  H7   H   HNH1  0   0.403  -2.0423  -0.4987  -2.3148
 8S3  H8   H   HCR6  0   0.285   2.3065  -1.8451  -1.0133
 8S3  H9   H   HCH3  0   0.275   4.3868  -2.8779   0.8482
 8S3  H10  H   HCH3  0   0.277   4.2828  -2.2237   2.4804
 8S3  H11  H   HCH3  0   0.264   2.8495  -2.2595   1.4514
 8S3  H12  H   HCH3  0   0.262   3.5979   3.2327   0.0548
 8S3  H13  H   HCH3  0   0.268   5.1557   3.0795  -0.7526
 8S3  H14  H   HCH3  0   0.259   3.6915   2.4370  -1.5097

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
 8S3  C18  C19  aromatic  1.382  0.020  1.382
 8S3  C18  C17  aromatic  1.391  0.020  1.391
 8S3  C19  C20  aromatic  1.398  0.020  1.398
 8S3  C17  C16  aromatic  1.380  0.020  1.380
 8S3  C20  C21  single    1.482  0.020  1.482
 8S3  C20  C15  aromatic  1.405  0.020  1.405
 8S3  O22  C21  double    1.207  0.020  1.207
 8S3  C16  C15  aromatic  1.399  0.020  1.399
 8S3  C21  O23  single    1.328  0.020  1.328
 8S3  C15  N14  single    1.381  0.020  1.381
 8S3  CL1  C02  single    1.726  0.020  1.726
 8S3  N14  C13  single    1.383  0.020  1.383
 8S3  C13  C02  aromatic  1.398  0.020  1.398
 8S3  C13  C11  aromatic  1.398  0.020  1.398
 8S3  C02  C03  aromatic  1.380  0.020  1.380
 8S3  CL2  C11  single    1.727  0.020  1.727
 8S3  C11  C10  aromatic  1.384  0.020  1.384
 8S3  C25  C06  single    1.487  0.020  1.487
 8S3  C03  C04  aromatic  1.393  0.020  1.393
 8S3  C10  C04  aromatic  1.391  0.020  1.391
 8S3  C04  C05  single    1.462  0.020  1.462
 8S3  C06  C05  aromatic  1.428  0.020  1.428
 8S3  C06  N07  aromatic  1.300  0.020  1.300
 8S3  C05  C09  aromatic  1.361  0.020  1.361
 8S3  N07  O08  aromatic  1.365  0.020  1.365
 8S3  C09  O08  aromatic  1.333  0.020  1.333
 8S3  C09  C24  single    1.480  0.020  1.480
 8S3  C10  H1   single    0.930  0.020  1.080
 8S3  C16  H2   single    0.930  0.020  1.080
 8S3  C17  H3   single    0.930  0.020  1.080
 8S3  C18  H4   single    0.930  0.020  1.080
 8S3  C19  H5   single    0.930  0.020  1.080
 8S3  O23  H6   single    0.850  0.020  0.980
 8S3  N14  H7   single    0.860  0.020  1.020
 8S3  C03  H8   single    0.930  0.020  1.080
 8S3  C24  H9   single    0.970  0.020  1.090
 8S3  C24  H10  single    0.970  0.020  1.090
 8S3  C24  H11  single    0.970  0.020  1.090
 8S3  C25  H12  single    0.970  0.020  1.090
 8S3  C25  H13  single    0.970  0.020  1.090
 8S3  C25  H14  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
 8S3  H1   C10  C04  120.43  3.000
 8S3  H1   C10  C11  119.08  3.000
 8S3  C04  C10  C11  120.49  3.000
 8S3  CL2  C11  C13  119.85  3.000
 8S3  CL2  C11  C10  118.07  3.000
 8S3  C13  C11  C10  122.07  3.000
 8S3  C02  C13  N14  120.46  3.000
 8S3  C02  C13  C11  116.12  3.000
 8S3  N14  C13  C11  123.38  3.000
 8S3  N14  C15  C20  124.16  3.000
 8S3  N14  C15  C16  117.28  3.000
 8S3  C20  C15  C16  118.56  3.000
 8S3  H2   C16  C17  119.90  3.000
 8S3  H2   C16  C15  118.91  3.000
 8S3  C17  C16  C15  121.17  3.000
 8S3  H3   C17  C18  120.21  3.000
 8S3  H3   C17  C16  119.39  3.000
 8S3  C18  C17  C16  120.38  3.000
 8S3  H4   C18  C19  120.29  3.000
 8S3  H4   C18  C17  120.73  3.000
 8S3  C19  C18  C17  118.98  3.000
 8S3  H5   C19  C20  119.37  3.000
 8S3  H5   C19  C18  119.08  3.000
 8S3  C20  C19  C18  121.51  3.000
 8S3  C21  C20  C19  118.22  3.000
 8S3  C21  C20  C15  122.18  3.000
 8S3  C19  C20  C15  119.29  3.000
 8S3  O22  C21  O23  123.15  3.000
 8S3  O23  C21  C20  112.51  3.000
 8S3  O22  C21  C20  124.30  3.000
 8S3  H6   O23  C21  109.73  3.000
 8S3  H7   N14  C15  115.75  3.000
 8S3  H7   N14  C13  116.18  3.000
 8S3  C15  N14  C13  128.03  3.000
 8S3  C03  C02  CL1  118.87  3.000
 8S3  C03  C02  C13  122.55  3.000
 8S3  CL1  C02  C13  118.58  3.000
 8S3  C05  C04  C03  120.62  3.000
 8S3  C05  C04  C10  120.87  3.000
 8S3  C03  C04  C10  118.50  3.000
 8S3  H8   C03  C04  120.29  3.000
 8S3  H8   C03  C02  119.56  3.000
 8S3  C04  C03  C02  120.15  3.000
 8S3  C06  C05  C09  103.57  3.000
 8S3  C09  C05  C04  128.24  3.000
 8S3  C06  C05  C04  128.18  3.000
 8S3  O08  C09  C24  117.81  3.000
 8S3  C24  C09  C05  133.10  3.000
 8S3  O08  C09  C05  109.08  3.000
 8S3  H11  C24  H10  108.27  3.000
 8S3  H11  C24  H9   108.05  3.000
 8S3  H10  C24  H9   107.72  3.000
 8S3  H11  C24  C09  110.27  3.000
 8S3  H10  C24  C09  111.08  3.000
 8S3  H9   C24  C09  111.34  3.000
 8S3  N07  O08  C09  110.05  3.000
 8S3  C06  N07  O08  106.49  3.000
 8S3  C25  C06  N07  120.95  3.000
 8S3  N07  C06  C05  110.80  3.000
 8S3  C25  C06  C05  128.25  3.000
 8S3  H14  C25  H13  108.64  3.000
 8S3  H14  C25  H12  107.47  3.000
 8S3  H13  C25  H12  107.91  3.000
 8S3  H14  C25  C06  110.73  3.000
 8S3  H13  C25  C06  110.72  3.000
 8S3  H12  C25  C06  111.25  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
 8S3  CONST_01  C02  C13  C11  C10    0.00   0.0  0
 8S3  CONST_02  C02  C03  C04  C10    0.00   0.0  0
 8S3  CONST_05  C03  C02  C13  C11    0.00   0.0  0
 8S3  CONST_06  C03  C04  C10  C11    0.00   0.0  0
 8S3  CONST_07  C05  C04  C10  C11  180.00   0.0  0
 8S3  CONST_08  C04  C03  C02  C13    0.00   0.0  0
 8S3  CONST_09  C04  C10  C11  C13    0.00   0.0  0
 8S3  CONST_10  C18  C19  C20  C15    0.00   0.0  0
 8S3  CONST_11  C18  C17  C16  C15    0.00   0.0  0
 8S3  CONST_12  C19  C18  C17  C16    0.00   0.0  0
 8S3  CONST_13  C19  C20  C15  C16    0.00   0.0  0
 8S3  CONST_14  C20  C19  C18  C17    0.00   0.0  0
 8S3  CONST_15  C20  C15  C16  C17    0.00   0.0  0
 8S3  CONST_16  C05  C04  C03  C02  180.00   0.0  0
 8S3  CONST_17  N07  C06  C05  C04  180.00   0.0  0
 8S3  CONST_18  O08  C09  C05  C04  180.00   0.0  0
 8S3  CONST_21  O08  N07  C06  C05    0.00   0.0  0
 8S3  CONST_22  N07  O08  C09  C05    0.00   0.0  0
 8S3  CONST_23  N07  C06  C05  C09    0.00   0.0  0
 8S3  CONST_24  C06  N07  O08  C09    0.00   0.0  0
 8S3  CONST_25  C06  C05  C09  O08    0.00   0.0  0
 8S3  CONST_26  N14  C13  C11  C10  180.00   0.0  0
 8S3  CONST_27  CL1  C02  C13  C11  180.00   0.0  0
 8S3  CONST_28  C21  C20  C15  C16  180.00   0.0  0
 8S3  CONST_29  N14  C15  C16  C17  180.00   0.0  0
 8S3  CONST_30  C21  C20  C19  C18  180.00   0.0  0
 8S3  CONST_31  N14  C15  C20  C19  180.00   0.0  0
 8S3  CONST_32  C03  C02  C13  N14  180.00   0.0  0
 8S3  CONST_33  CL2  C11  C13  C02  180.00   0.0  0
 8S3  CONST_34  C04  C03  C02  CL1  180.00   0.0  0
 8S3  CONST_35  C04  C10  C11  CL2  180.00   0.0  0
 8S3  CONST_36  C25  C06  C05  C04    0.00   0.0  0
 8S3  CONST_37  C24  C09  C05  C04    0.00   0.0  0
 8S3  CONST_38  C25  C06  C05  C09  180.00   0.0  0
 8S3  CONST_39  C06  C05  C09  C24  180.00   0.0  0
 8S3  CONST_40  N07  O08  C09  C24  180.00   0.0  0
 8S3  CONST_41  C25  C06  N07  O08  180.00   0.0  0
 8S3  CONST_42  H8   C03  C04  C10  180.00   0.0  0
 8S3  CONST_43  H1   C10  C11  C13  180.00   0.0  0
 8S3  CONST_44  H5   C19  C20  C15  180.00   0.0  0
 8S3  CONST_45  H3   C17  C16  C15  180.00   0.0  0
 8S3  CONST_46  H4   C18  C17  C16  180.00   0.0  0
 8S3  CONST_47  H2   C16  C17  C18  180.00   0.0  0
 8S3  CONST_48  H6   O23  C21  C20  180.00   0.0  0
 8S3  Var_01    C15  N14  C13  C11  -47.52  30.0  1
 8S3  Var_02    C20  C15  N14  C13  -27.58  30.0  2
 8S3  Var_03    O22  C21  C20  C15  -36.60  30.0  2
 8S3  Var_04    H12  C25  C06  C05   73.73  30.0  2
 8S3  Var_05    H9   C24  C09  C05  107.43  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
 8S3  plan-1  C04  0.020
 8S3  plan-1  C05  0.020
 8S3  plan-1  C09  0.020
 8S3  plan-1  C24  0.020
 8S3  plan-1  O08  0.020
 8S3  plan-1  N07  0.020
 8S3  plan-1  C06  0.020
 8S3  plan-1  C25  0.020
 8S3  plan-2  C10  0.020
 8S3  plan-2  C11  0.020
 8S3  plan-2  C13  0.020
 8S3  plan-2  N14  0.020
 8S3  plan-2  C02  0.020
 8S3  plan-2  CL1  0.020
 8S3  plan-2  CL2  0.020
 8S3  plan-2  C04  0.020
 8S3  plan-2  C03  0.020
 8S3  plan-2  C05  0.020
 8S3  plan-2  H1   0.020
 8S3  plan-2  H8   0.020
 8S3  plan-3  C15  0.020
 8S3  plan-3  C16  0.020
 8S3  plan-3  C17  0.020
 8S3  plan-3  C18  0.020
 8S3  plan-3  C19  0.020
 8S3  plan-3  C20  0.020
 8S3  plan-3  C21  0.020
 8S3  plan-3  N14  0.020
 8S3  plan-3  H2   0.020
 8S3  plan-3  H3   0.020
 8S3  plan-3  H4   0.020
 8S3  plan-3  H5   0.020
 8S3  plan-4  C20  0.020
 8S3  plan-4  C21  0.020
 8S3  plan-4  O23  0.020
 8S3  plan-4  O22  0.020
 8S3  plan-4  H6   0.020

