# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 26 11:21:05 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: 3-{[(4-chlorophenyl)carbamoyl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(NC(=O)Nc2ccc(Cl)cc2)c1
#
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
 S16  S16  '3-{[(4-chlorophenyl)carbamoyl]amino}benzoic acid'  ligand  31  20  .  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_S16
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
 S16  OAA  O   OH1   0  -0.594  -6.0200  -2.1208  -0.0130
 S16  CAO  C   C     0   0.537  -4.7056  -1.9574  -0.0599
 S16  OAC  O   O     0  -0.438  -3.9303  -2.8785  -0.1572
 S16  CAT  C   CR6   0  -0.067  -4.2937  -0.5314   0.0175
 S16  CAL  C   CR16  0  -0.331  -2.9293  -0.2587  -0.0597
 S16  CAG  C   CR16  0  -0.287  -5.2218   0.4959   0.1548
 S16  CAE  C   CR16  0  -0.230  -4.7664   1.8043   0.2139
 S16  CAF  C   CR16  0  -0.335  -3.4143   2.0847   0.1432
 S16  CAS  C   CR6   0   0.402  -2.4767   1.0563   0.0063
 S16  NAN  N   NH1   0  -0.796  -1.1381   1.4354  -0.0843
 S16  CAP  C   C     0   0.743  -0.0300   0.6427   0.0520
 S16  OAB  O   O     0  -0.491  -0.0736  -0.5554   0.2622
 S16  NAM  N   NH1   0  -0.790   1.1358   1.3501  -0.0729
 S16  CAR  C   CR6   0   0.381   2.4343   0.8407  -0.0393
 S16  CAJ  C   CR16  0  -0.347   3.4307   1.5970  -0.6606
 S16  CAH  C   CR16  0  -0.202   4.7520   1.1877  -0.6513
 S16  CAQ  C   CR6   0  -0.058   5.0906   0.0015  -0.0204
 S16  CL   CL  CL    0  -0.136   6.7419  -0.5295  -0.0107
 S16  CAI  C   CR16  0  -0.205   4.1189  -0.7597   0.6061
 S16  CAK  C   CR16  0  -0.306   2.7958  -0.3434   0.6051
 S16  H1   H   HOH1  0   0.488  -6.2366  -3.0636  -0.0669
 S16  H2   H   HCR6  0   0.286  -2.2356  -1.0745  -0.1740
 S16  H3   H   HCR6  0   0.267  -6.2818   0.2959   0.2153
 S16  H4   H   HCR6  0   0.270  -5.4718   2.6172   0.3200
 S16  H5   H   HCR6  0   0.280  -3.0786   3.1137   0.1959
 S16  H6   H   HNH1  0   0.417  -0.9907   2.4285  -0.1830
 S16  H7   H   HNH1  0   0.416   1.0681   2.3154  -0.3584
 S16  H8   H   HCR6  0   0.280   3.1715   2.5206  -1.1636
 S16  H9   H   HCR6  0   0.282   5.5046   1.7901  -1.1413
 S16  H10  H   HCR6  0   0.281   4.3835  -1.6805   1.1080
 S16  H11  H   HCR6  0   0.283   2.0653  -0.9477   1.1171

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
 S16  OAC  CAO  double    1.208  0.020  1.208
 S16  CAG  CAE  aromatic  1.387  0.020  1.387
 S16  CAG  CAT  aromatic  1.391  0.020  1.391
 S16  CAO  OAA  single    1.325  0.020  1.325
 S16  CAO  CAT  single    1.486  0.020  1.486
 S16  CAE  CAF  aromatic  1.383  0.020  1.383
 S16  CAT  CAL  aromatic  1.394  0.020  1.394
 S16  CAF  CAS  aromatic  1.398  0.020  1.398
 S16  CAL  CAS  aromatic  1.392  0.020  1.392
 S16  CAS  NAN  single    1.394  0.020  1.394
 S16  NAN  CAP  single    1.369  0.020  1.369
 S16  OAB  CAP  double    1.217  0.020  1.217
 S16  CAP  NAM  single    1.369  0.020  1.369
 S16  NAM  CAR  single    1.395  0.020  1.395
 S16  CAK  CAR  aromatic  1.396  0.020  1.396
 S16  CAK  CAI  aromatic  1.387  0.020  1.387
 S16  CAR  CAJ  aromatic  1.397  0.020  1.397
 S16  CAI  CAQ  aromatic  1.384  0.020  1.384
 S16  CAJ  CAH  aromatic  1.383  0.020  1.383
 S16  CAQ  CAH  aromatic  1.386  0.020  1.386
 S16  CAQ  CL   single    1.735  0.020  1.735
 S16  OAA  H1   single    0.850  0.020  0.980
 S16  CAL  H2   single    0.930  0.020  1.080
 S16  CAG  H3   single    0.930  0.020  1.080
 S16  CAE  H4   single    0.930  0.020  1.080
 S16  CAF  H5   single    0.930  0.020  1.080
 S16  NAN  H6   single    0.860  0.020  1.020
 S16  NAM  H7   single    0.860  0.020  1.020
 S16  CAJ  H8   single    0.930  0.020  1.080
 S16  CAH  H9   single    0.930  0.020  1.080
 S16  CAI  H10  single    0.930  0.020  1.080
 S16  CAK  H11  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
 S16  H1   OAA  CAO  109.86  3.000
 S16  CAT  CAO  OAC  123.92  3.000
 S16  CAT  CAO  OAA  113.03  3.000
 S16  OAC  CAO  OAA  123.05  3.000
 S16  CAG  CAT  CAL  120.94  3.000
 S16  CAL  CAT  CAO  117.14  3.000
 S16  CAG  CAT  CAO  121.92  3.000
 S16  H2   CAL  CAS  120.74  3.000
 S16  H2   CAL  CAT  119.23  3.000
 S16  CAS  CAL  CAT  120.03  3.000
 S16  H3   CAG  CAE  119.63  3.000
 S16  H3   CAG  CAT  121.56  3.000
 S16  CAE  CAG  CAT  118.81  3.000
 S16  H4   CAE  CAF  119.36  3.000
 S16  H4   CAE  CAG  119.95  3.000
 S16  CAF  CAE  CAG  120.68  3.000
 S16  H5   CAF  CAS  119.69  3.000
 S16  H5   CAF  CAE  119.54  3.000
 S16  CAS  CAF  CAE  120.77  3.000
 S16  NAN  CAS  CAF  116.76  3.000
 S16  NAN  CAS  CAL  124.46  3.000
 S16  CAF  CAS  CAL  118.77  3.000
 S16  H6   NAN  CAP  117.48  3.000
 S16  H6   NAN  CAS  114.47  3.000
 S16  CAP  NAN  CAS  127.81  3.000
 S16  NAM  CAP  OAB  123.70  3.000
 S16  NAM  CAP  NAN  112.38  3.000
 S16  OAB  CAP  NAN  123.92  3.000
 S16  H7   NAM  CAR  114.74  3.000
 S16  H7   NAM  CAP  117.58  3.000
 S16  CAR  NAM  CAP  126.98  3.000
 S16  CAK  CAR  CAJ  118.69  3.000
 S16  CAJ  CAR  NAM  117.10  3.000
 S16  CAK  CAR  NAM  124.19  3.000
 S16  H8   CAJ  CAH  118.94  3.000
 S16  H8   CAJ  CAR  119.84  3.000
 S16  CAH  CAJ  CAR  121.21  3.000
 S16  H9   CAH  CAQ  120.88  3.000
 S16  H9   CAH  CAJ  119.79  3.000
 S16  CAQ  CAH  CAJ  119.33  3.000
 S16  CAI  CAQ  CL   119.83  3.000
 S16  CL   CAQ  CAH  119.82  3.000
 S16  CAI  CAQ  CAH  120.35  3.000
 S16  H10  CAI  CAK  119.28  3.000
 S16  H10  CAI  CAQ  120.43  3.000
 S16  CAK  CAI  CAQ  120.28  3.000
 S16  H11  CAK  CAI  118.56  3.000
 S16  H11  CAK  CAR  121.31  3.000
 S16  CAI  CAK  CAR  120.13  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
 S16  CONST_01  CAF  CAE  CAG  CAT    0.00   0.0  0
 S16  CONST_02  CAF  CAS  CAL  CAT    0.00   0.0  0
 S16  CONST_03  CAE  CAG  CAT  CAL    0.00   0.0  0
 S16  CONST_04  CAE  CAF  CAS  CAL    0.00   0.0  0
 S16  CONST_05  CAS  CAF  CAE  CAG    0.00   0.0  0
 S16  CONST_06  CAS  CAL  CAT  CAG    0.00   0.0  0
 S16  CONST_07  CAQ  CAI  CAK  CAR    0.00   0.0  0
 S16  CONST_08  CAQ  CAH  CAJ  CAR    0.00   0.0  0
 S16  CONST_09  CAI  CAK  CAR  CAJ    0.00   0.0  0
 S16  CONST_10  CAI  CAQ  CAH  CAJ    0.00   0.0  0
 S16  CONST_11  CAK  CAR  CAJ  CAH    0.00   0.0  0
 S16  CONST_12  CAK  CAI  CAQ  CAH    0.00   0.0  0
 S16  CONST_13  CAE  CAG  CAT  CAO  180.00   0.0  0
 S16  CONST_14  CAS  CAL  CAT  CAO  180.00   0.0  0
 S16  CONST_15  NAN  CAS  CAL  CAT  180.00   0.0  0
 S16  CONST_16  NAN  CAS  CAF  CAE  180.00   0.0  0
 S16  CONST_17  CAI  CAK  CAR  NAM  180.00   0.0  0
 S16  CONST_18  CAH  CAJ  CAR  NAM  180.00   0.0  0
 S16  CONST_19  CL   CAQ  CAH  CAJ  180.00   0.0  0
 S16  CONST_20  CAK  CAI  CAQ  CL   180.00   0.0  0
 S16  CONST_21  H4   CAE  CAG  CAT  180.00   0.0  0
 S16  CONST_22  H3   CAG  CAT  CAL  180.00   0.0  0
 S16  CONST_23  H5   CAF  CAS  CAL  180.00   0.0  0
 S16  CONST_24  H2   CAL  CAT  CAG  180.00   0.0  0
 S16  CONST_25  H10  CAI  CAK  CAR  180.00   0.0  0
 S16  CONST_26  H9   CAH  CAJ  CAR  180.00   0.0  0
 S16  CONST_27  H11  CAK  CAR  CAJ  180.00   0.0  0
 S16  CONST_28  H8   CAJ  CAH  CAQ  180.00   0.0  0
 S16  CONST_30  CAP  NAN  CAS  CAF  180.00   0.0  0
 S16  CONST_33  H6   NAN  CAS  CAL  180.00   0.0  0
 S16  CONST_34  H7   NAM  CAR  CAJ    0.00   0.0  0
 S16  CONST_35  OAB  CAP  NAN  CAS    0.00   0.0  0
 S16  CONST_36  CAR  NAM  CAP  OAB    0.00   0.0  0
 S16  CONST_37  NAM  CAP  NAN  CAS  180.00   0.0  0
 S16  CONST_38  CAR  NAM  CAP  NAN  180.00   0.0  0
 S16  CONST_39  H1   OAA  CAO  CAT  180.00   0.0  0
 S16  Var_01    CAG  CAT  CAO  OAA    1.33  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
 S16  plan-1  CAO  0.020
 S16  plan-1  CAT  0.020
 S16  plan-1  CAL  0.020
 S16  plan-1  CAG  0.020
 S16  plan-1  CAE  0.020
 S16  plan-1  CAF  0.020
 S16  plan-1  CAS  0.020
 S16  plan-1  NAN  0.020
 S16  plan-1  H2   0.020
 S16  plan-1  H3   0.020
 S16  plan-1  H4   0.020
 S16  plan-1  H5   0.020
 S16  plan-2  NAM  0.020
 S16  plan-2  CAR  0.020
 S16  plan-2  CAJ  0.020
 S16  plan-2  CAH  0.020
 S16  plan-2  CAQ  0.020
 S16  plan-2  CL   0.020
 S16  plan-2  CAI  0.020
 S16  plan-2  CAK  0.020
 S16  plan-2  H8   0.020
 S16  plan-2  H9   0.020
 S16  plan-2  H10  0.020
 S16  plan-2  H11  0.020
 S16  plan-3  CAS  0.020
 S16  plan-3  NAN  0.020
 S16  plan-3  CAP  0.020
 S16  plan-3  OAB  0.020
 S16  plan-3  NAM  0.020
 S16  plan-3  CAR  0.020
 S16  plan-3  H6   0.020
 S16  plan-3  H7   0.020
 S16  plan-4  OAA  0.020
 S16  plan-4  CAO  0.020
 S16  plan-4  OAC  0.020
 S16  plan-4  CAT  0.020
 S16  plan-4  H1   0.020

