# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 20:21:15 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  30  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 GRAND
;

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   OC    -1  -0.594  -6.0274  -2.0896  -0.1664
 S16  CAO  C   C      0   0.402  -4.8058  -1.8936  -0.3109
 S16  OAC  O   O      0  -0.592  -3.9476  -2.7393  -0.6282
 S16  CAT  C   CR6    0  -0.095  -4.3115  -0.4689  -0.0761
 S16  CAL  C   CR16   0  -0.346  -2.9588  -0.1728  -0.2184
 S16  CAG  C   CR16   0  -0.312  -5.2031   0.5442   0.2642
 S16  CAE  C   CR16   0  -0.236  -4.7417   1.8379   0.4584
 S16  CAF  C   CR16   0  -0.343  -3.3932   2.1294   0.3306
 S16  CAS  C   CR6    0   0.384  -2.4896   1.1220  -0.0084
 S16  NAN  N   NH1    0  -0.787  -1.1472   1.4899  -0.1729
 S16  CAP  C   C      0   0.722  -0.0533   0.7048   0.0566
 S16  OAB  O   O      0  -0.494  -0.1101  -0.4421   0.4606
 S16  NAM  N   NH1    0  -0.788   1.1236   1.3562  -0.2185
 S16  CAR  C   CR6    0   0.383   2.4119   0.8363  -0.1084
 S16  CAJ  C   CR16   0  -0.348   3.4110   1.4321  -0.8816
 S16  CAH  C   CR16   0  -0.203   4.7237   1.0011  -0.8132
 S16  CAQ  C   CR6    0  -0.060   5.0525  -0.0454   0.0331
 S16  CL   CL  CL     0  -0.138   6.6934  -0.6026   0.1170
 S16  CAI  C   CR16   0  -0.204   4.0788  -0.6450   0.8131
 S16  CAK  C   CR16   0  -0.308   2.7646  -0.2059   0.7510
 S16  H2   H   HCR6   0   0.256  -2.2837  -0.9650  -0.5018
 S16  H3   H   HCR6   0   0.242  -6.2560   0.3216   0.3707
 S16  H4   H   HCR6   0   0.251  -5.4330   2.6297   0.7181
 S16  H5   H   HCR6   0   0.264  -3.0382   3.1402   0.4953
 S16  H6   H   HNH1   0   0.409  -0.9896   2.4711  -0.3434
 S16  H7   H   HNH1   0   0.413   1.0628   2.2346  -0.7121
 S16  H8   H   HCR6   0   0.279   3.1617   2.2461  -1.5515
 S16  H9   H   HCR6   0   0.281   5.4772   1.4774  -1.4253
 S16  H10  H   HCR6   0   0.280   4.3330  -1.4561   1.4822
 S16  H11  H   HCR6   0   0.282   2.0330  -0.6820   1.3827

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  deloc     1.246  0.020  1.246
 S16  CAG  CAE  aromatic  1.387  0.020  1.387
 S16  CAG  CAT  aromatic  1.392  0.020  1.392
 S16  CAO  OAA  deloc     1.246  0.020  1.246
 S16  CAO  CAT  single    1.526  0.020  1.526
 S16  CAE  CAF  aromatic  1.386  0.020  1.386
 S16  CAT  CAL  aromatic  1.392  0.020  1.392
 S16  CAF  CAS  aromatic  1.395  0.020  1.395
 S16  CAL  CAS  aromatic  1.393  0.020  1.393
 S16  CAS  NAN  single    1.402  0.020  1.402
 S16  NAN  CAP  single    1.366  0.020  1.366
 S16  OAB  CAP  double    1.217  0.020  1.217
 S16  CAP  NAM  single    1.373  0.020  1.373
 S16  NAM  CAR  single    1.394  0.020  1.394
 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  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  CAT  CAO  OAC  116.73  3.000
 S16  CAT  CAO  OAA  116.53  3.000
 S16  OAC  CAO  OAA  126.74  3.000
 S16  CAG  CAT  CAL  119.52  3.000
 S16  CAL  CAT  CAO  119.84  3.000
 S16  CAG  CAT  CAO  120.64  3.000
 S16  H2   CAL  CAS  120.76  3.000
 S16  H2   CAL  CAT  118.61  3.000
 S16  CAS  CAL  CAT  120.63  3.000
 S16  H3   CAG  CAE  120.14  3.000
 S16  H3   CAG  CAT  119.86  3.000
 S16  CAE  CAG  CAT  119.99  3.000
 S16  H4   CAE  CAF  119.32  3.000
 S16  H4   CAE  CAG  120.21  3.000
 S16  CAF  CAE  CAG  120.47  3.000
 S16  H5   CAF  CAS  119.88  3.000
 S16  H5   CAF  CAE  120.07  3.000
 S16  CAS  CAF  CAE  120.05  3.000
 S16  NAN  CAS  CAF  117.35  3.000
 S16  NAN  CAS  CAL  123.28  3.000
 S16  CAF  CAS  CAL  119.32  3.000
 S16  H6   NAN  CAP  117.56  3.000
 S16  H6   NAN  CAS  115.15  3.000
 S16  CAP  NAN  CAS  126.62  3.000
 S16  NAM  CAP  OAB  123.61  3.000
 S16  NAM  CAP  NAN  112.34  3.000
 S16  OAB  CAP  NAN  124.05  3.000
 S16  H7   NAM  CAR  114.77  3.000
 S16  H7   NAM  CAP  117.34  3.000
 S16  CAR  NAM  CAP  126.84  3.000
 S16  CAK  CAR  CAJ  118.58  3.000
 S16  CAJ  CAR  NAM  117.28  3.000
 S16  CAK  CAR  NAM  124.11  3.000
 S16  H8   CAJ  CAH  118.88  3.000
 S16  H8   CAJ  CAR  119.88  3.000
 S16  CAH  CAJ  CAR  121.23  3.000
 S16  H9   CAH  CAQ  120.87  3.000
 S16  H9   CAH  CAJ  119.74  3.000
 S16  CAQ  CAH  CAJ  119.39  3.000
 S16  CAI  CAQ  CL   119.93  3.000
 S16  CL   CAQ  CAH  119.77  3.000
 S16  CAI  CAQ  CAH  120.29  3.000
 S16  H10  CAI  CAK  119.19  3.000
 S16  H10  CAI  CAQ  120.53  3.000
 S16  CAK  CAI  CAQ  120.27  3.000
 S16  H11  CAK  CAI  118.50  3.000
 S16  H11  CAK  CAR  121.27  3.000
 S16  CAI  CAK  CAR  120.22  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_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  Var_01    CAG  CAT  CAO  OAA   -0.80  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

