# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 15:37:42 2022
#   Inital geometry file: a 91 line input string
#   Ligand name: 2-{[(4-chlorophenoxy)acetyl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1NC(=O)COc2ccc(Cl)cc2
#
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
 617  617  '2-{[(4-chlorophenoxy)acetyl]amino}benzoic acid'  ligand  32  21  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_617
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
 617  C7   C   C      0   0.469   3.8540  -1.9315  -0.3138
 617  C1   C   CR16   0  -0.262   6.0305   1.1718  -0.0270
 617  C8   C   C      0   0.500   0.8491   1.0056  -0.0025
 617  O2   O   OC    -1  -0.558   4.7729  -2.7565  -0.3801
 617  O1   O   O      0  -0.606   2.6242  -2.2120  -0.3486
 617  C3   C   CR16   0  -0.323   3.7370   1.9060   0.0499
 617  C2   C   CR16   0  -0.251   5.0932   2.1891   0.0738
 617  O3   O   O      0  -0.462   0.8211   2.2147   0.1292
 617  C4   C   CR6    0   0.351   3.2935   0.5854  -0.0759
 617  C5   C   CR6    0  -0.223   4.2374  -0.4614  -0.1782
 617  C6   C   CR16   0  -0.285   5.5905  -0.1357  -0.1513
 617  C9   C   CH2    0  -0.312  -0.4251   0.1717  -0.0612
 617  O4   O   O2     0  -0.462  -1.5148   1.0509  -0.0091
 617  C10  C   CR6    0   0.395  -2.7600   0.5378  -0.0154
 617  C11  C   CR16   0  -0.379  -3.0557  -0.8199  -0.0988
 617  C12  C   CR16   0  -0.197  -4.3794  -1.2444  -0.0972
 617  C13  C   CR6    0  -0.065  -5.4017  -0.3182  -0.0131
 617  C14  C   CR16   0  -0.197  -5.1181   1.0388   0.0697
 617  C15  C   CR16   0  -0.348  -3.8030   1.4624   0.0682
 617  CL1  CL  CL     0  -0.138  -7.0531  -0.8520  -0.0107
 617  H1   H   HCR6   0   0.248   7.0897   1.3924  -0.0084
 617  H3   H   HCR6   0   0.276   3.0261   2.7117   0.1264
 617  HN1  H   HNH1   0   0.431   1.8590  -0.8012  -0.2117
 617  H2   H   HCR6   0   0.255   5.4129   3.2189   0.1724
 617  H6   H   HCR6   0   0.250   6.3122  -0.9372  -0.2287
 617  H91  H   HCH2   0   0.264  -0.4281  -0.4231  -0.9827
 617  H92  H   HCH2   0   0.267  -0.4319  -0.5304   0.7819
 617  H11  H   HCR6   0   0.292  -2.2797  -1.5696  -0.1653
 617  H12  H   HCR6   0   0.283  -4.5970  -2.3020  -0.1617
 617  H14  H   HCR6   0   0.282  -5.9166   1.7651   0.1353
 617  H15  H   HCR6   0   0.275  -3.5780   2.5193   0.1332
 617  N1   N   NH1    0  -0.771   1.9463   0.2327  -0.1073

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
 617  C7   O1   deloc     1.262  0.020  1.262
 617  C7   C5   single    1.525  0.020  1.525
 617  C7   O2   deloc     1.237  0.020  1.237
 617  C1   C6   aromatic  1.385  0.020  1.385
 617  C1   C2   aromatic  1.387  0.020  1.387
 617  C1   H1   single    0.930  0.020  1.080
 617  C8   N1   single    1.346  0.020  1.346
 617  C8   O3   double    1.217  0.020  1.217
 617  C8   C9   single    1.524  0.020  1.524
 617  C3   C2   aromatic  1.386  0.020  1.386
 617  C3   C4   aromatic  1.399  0.020  1.399
 617  C3   H3   single    0.930  0.020  1.080
 617  N1   C4   single    1.393  0.020  1.393
 617  N1   HN1  single    0.860  0.020  1.020
 617  C2   H2   single    0.930  0.020  1.080
 617  C4   C5   aromatic  1.413  0.020  1.413
 617  C5   C6   aromatic  1.392  0.020  1.392
 617  C6   H6   single    0.930  0.020  1.080
 617  C9   O4   single    1.401  0.020  1.401
 617  C9   H91  single    0.970  0.020  1.090
 617  C9   H92  single    0.970  0.020  1.090
 617  O4   C10  single    1.347  0.020  1.347
 617  C10  C15  aromatic  1.396  0.020  1.396
 617  C10  C11  aromatic  1.392  0.020  1.392
 617  C11  C12  aromatic  1.390  0.020  1.390
 617  C11  H11  single    0.930  0.020  1.080
 617  C12  C13  aromatic  1.382  0.020  1.382
 617  C12  H12  single    0.930  0.020  1.080
 617  C13  C14  aromatic  1.389  0.020  1.389
 617  C13  CL1  single    1.736  0.020  1.736
 617  C14  C15  aromatic  1.382  0.020  1.382
 617  C14  H14  single    0.930  0.020  1.080
 617  C15  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
 617  C5   C7   O1   117.50  3.000
 617  C5   C7   O2   117.44  3.000
 617  O1   C7   O2   125.06  3.000
 617  H1   C1   C6   120.33  3.000
 617  H1   C1   C2   120.71  3.000
 617  C6   C1   C2   118.96  3.000
 617  C9   C8   O3   121.92  3.000
 617  C9   C8   N1   111.37  3.000
 617  O3   C8   N1   126.71  3.000
 617  H3   C3   C4   120.22  3.000
 617  H3   C3   C2   119.46  3.000
 617  C4   C3   C2   120.32  3.000
 617  H2   C2   C3   119.01  3.000
 617  H2   C2   C1   120.31  3.000
 617  C3   C2   C1   120.68  3.000
 617  C5   C4   N1   117.18  3.000
 617  C5   C4   C3   119.61  3.000
 617  N1   C4   C3   123.21  3.000
 617  C6   C5   C4   118.33  3.000
 617  C6   C5   C7   118.14  3.000
 617  C4   C5   C7   123.53  3.000
 617  H6   C6   C5   118.29  3.000
 617  H6   C6   C1   119.61  3.000
 617  C5   C6   C1   122.10  3.000
 617  H92  C9   H91  107.37  3.000
 617  H92  C9   O4   111.60  3.000
 617  H91  C9   O4   111.68  3.000
 617  H92  C9   C8   109.01  3.000
 617  H91  C9   C8   109.35  3.000
 617  O4   C9   C8   107.79  3.000
 617  C10  O4   C9   118.68  3.000
 617  C15  C10  C11  119.39  3.000
 617  C11  C10  O4   124.62  3.000
 617  C15  C10  O4   115.98  3.000
 617  H11  C11  C12  118.16  3.000
 617  H11  C11  C10  121.85  3.000
 617  C12  C11  C10  120.00  3.000
 617  H12  C12  C13  120.67  3.000
 617  H12  C12  C11  119.34  3.000
 617  C13  C12  C11  119.99  3.000
 617  CL1  C13  C14  119.65  3.000
 617  CL1  C13  C12  119.86  3.000
 617  C14  C13  C12  120.49  3.000
 617  H14  C14  C15  119.81  3.000
 617  H14  C14  C13  120.60  3.000
 617  C15  C14  C13  119.59  3.000
 617  H15  C15  C14  119.81  3.000
 617  H15  C15  C10  119.66  3.000
 617  C14  C15  C10  120.54  3.000
 617  HN1  N1   C4   109.52  3.000
 617  HN1  N1   C8   120.59  3.000
 617  C4   N1   C8   129.88  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
 617  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 617  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 617  CONST_03  C6   C1   C2   C3      0.00   0.0  0
 617  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 617  CONST_05  C5   C6   C1   C2      0.00   0.0  0
 617  CONST_06  C5   C4   C3   C2      0.00   0.0  0
 617  CONST_07  C13  C14  C15  C10     0.00   0.0  0
 617  CONST_08  C13  C12  C11  C10     0.00   0.0  0
 617  CONST_09  C14  C15  C10  C11     0.00   0.0  0
 617  CONST_10  C14  C13  C12  C11     0.00   0.0  0
 617  CONST_11  C15  C10  C11  C12     0.00   0.0  0
 617  CONST_12  C15  C14  C13  C12     0.00   0.0  0
 617  CONST_13  C3   C4   C5   C7    180.00   0.0  0
 617  CONST_14  C1   C6   C5   C7    180.00   0.0  0
 617  CONST_15  C2   C3   C4   N1    180.00   0.0  0
 617  CONST_16  C6   C5   C4   N1    180.00   0.0  0
 617  CONST_17  C14  C15  C10  O4    180.00   0.0  0
 617  CONST_18  C12  C11  C10  O4    180.00   0.0  0
 617  CONST_19  CL1  C13  C12  C11   180.00   0.0  0
 617  CONST_20  CL1  C13  C14  C15   180.00   0.0  0
 617  CONST_21  H3   C3   C2   C1    180.00   0.0  0
 617  CONST_22  H1   C1   C2   C3    180.00   0.0  0
 617  CONST_23  H6   C6   C1   C2    180.00   0.0  0
 617  CONST_24  H2   C2   C3   C4    180.00   0.0  0
 617  CONST_25  H14  C14  C15  C10   180.00   0.0  0
 617  CONST_26  H12  C12  C11  C10   180.00   0.0  0
 617  CONST_27  H15  C15  C10  C11   180.00   0.0  0
 617  CONST_28  H11  C11  C12  C13   180.00   0.0  0
 617  CONST_29  C3   C4   N1   C8      0.00   0.0  0
 617  CONST_30  C5   C4   N1   C8    180.00   0.0  0
 617  CONST_31  HN1  N1   C4   C3    180.00   0.0  0
 617  CONST_32  C4   N1   C8   O3      0.00   0.0  0
 617  CONST_33  C9   C8   N1   C4    180.00   0.0  0
 617  Var_01    C4   C5   C7   O2   -179.21  30.0  2
 617  Var_02    C15  C10  O4   C9    178.63  30.0  2
 617  Var_03    H91  C9   O4   C10    61.39  30.0  1
 617  Var_04    O4   C9   C8   N1   -177.28  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
 617  plan-1  C7   0.020
 617  plan-1  C1   0.020
 617  plan-1  C3   0.020
 617  plan-1  C2   0.020
 617  plan-1  C4   0.020
 617  plan-1  C5   0.020
 617  plan-1  C6   0.020
 617  plan-1  H1   0.020
 617  plan-1  H3   0.020
 617  plan-1  H2   0.020
 617  plan-1  H6   0.020
 617  plan-1  N1   0.020
 617  plan-2  O4   0.020
 617  plan-2  C10  0.020
 617  plan-2  C11  0.020
 617  plan-2  C12  0.020
 617  plan-2  C13  0.020
 617  plan-2  C14  0.020
 617  plan-2  C15  0.020
 617  plan-2  CL1  0.020
 617  plan-2  H11  0.020
 617  plan-2  H12  0.020
 617  plan-2  H14  0.020
 617  plan-2  H15  0.020
 617  plan-3  C8   0.020
 617  plan-3  O3   0.020
 617  plan-3  C4   0.020
 617  plan-3  C9   0.020
 617  plan-3  HN1  0.020
 617  plan-3  N1   0.020
 617  plan-4  C7   0.020
 617  plan-4  O2   0.020
 617  plan-4  O1   0.020
 617  plan-4  C5   0.020

