# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jul 20 23:44:30 2021
#   Inital geometry file: a 102 line input string
#   Ligand name: 2-[(3-chloranyl-2-phenyl-phenyl)amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1Nc2cccc(Cl)c2c3ccccc3
#
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
 EH6  EH6  '2-[(3-chloranyl-2-phenyl-phenyl)amino]benzoic acid'  ligand  37  23  .  2022-08-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EH6
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
 EH6  C13  C   CR16  0  -0.273  6.6393   -7.7197  -21.8495
 EH6  C15  C   CR6   0  -0.114  4.4303   -6.8447  -22.0253
 EH6  C17  C   CR6   0   0.089  4.4100   -6.5118  -20.6737
 EH6  C20  C   CR16  0  -0.242  1.8117   -3.9638  -19.6776
 EH6  C21  C   CR16  0  -0.260  1.0291   -4.6986  -18.7971
 EH6  C22  C   CR16  0  -0.243  1.3474   -6.0246  -18.5332
 EH6  C04  C   CR6   0  -0.187  6.2706   -6.4335  -16.2556
 EH6  C05  C   CR16  0  -0.260  6.7996   -7.1621  -15.1817
 EH6  C06  C   CR16  0  -0.274  7.1457   -8.4898  -15.3056
 EH6  C07  C   CR16  0  -0.236  6.9476   -9.1208  -16.5318
 EH6  C08  C   CR16  0  -0.333  6.4295   -8.4339  -17.6078
 EH6  C09  C   CR6   0   0.385  6.0890   -7.0741  -17.5084
 EH6  C11  C   CR6   0   0.287  5.5554   -6.7903  -19.9095
 EH6  C12  C   CR16  0  -0.287  6.6668   -7.3837  -20.5080
 EH6  C14  C   CR16  0  -0.220  5.5211   -7.4531  -22.6247
 EH6  C18  C   CR6   0   0.023  3.2299   -5.8823  -20.0358
 EH6  C19  C   CR16  0  -0.267  2.9063   -4.5532  -20.2949
 EH6  C23  C   CR16  0  -0.266  2.4443   -6.6121  -19.1466
 EH6  N10  N   NH1   0  -0.807  5.5662   -6.3959  -18.5748
 EH6  O01  O   O     0  -0.464  5.2860   -4.3501  -16.8741
 EH6  O03  O   OH1   0  -0.592  6.2802   -4.5255  -14.8968
 EH6  CL1  CL  CL    0  -0.124  3.0289   -6.5330  -22.9982
 EH6  H1   H   HCR6  0   0.271  7.5065   -8.1794  -22.3038
 EH6  H2   H   HCR6  0   0.258  1.5713   -2.9292  -19.8850
 EH6  H3   H   HCR6  0   0.258  0.1749   -4.2390  -18.3171
 EH6  H4   H   HCR6  0   0.258  0.7419   -6.6036  -17.8482
 EH6  H5   H   HCR6  0   0.269  6.9366   -6.6756  -14.2262
 EH6  H6   H   HCR6  0   0.258  7.5508   -9.0311  -14.4623
 EH6  H7   H   HCR6  0   0.267  7.1886  -10.1696  -16.6484
 EH6  H8   H   HCR6  0   0.285  6.2616   -8.9628  -18.5352
 EH6  H9   H   HCR6  0   0.285  7.5629   -7.5624  -19.9290
 EH6  H10  H   HCR6  0   0.279  5.5005   -7.7084  -23.6748
 EH6  H11  H   HCR6  0   0.255  3.5167   -3.9750  -20.9773
 EH6  H12  H   HCR6  0   0.252  2.6913   -7.6455  -18.9369
 EH6  H13  H   HNH1  0   0.421  5.1119   -5.5205  -18.3466
 EH6  H14  H   HOH1  0   0.488  5.9871   -3.6053  -14.8222
 EH6  C02  C   C     0   0.563  5.8949   -5.0228  -16.0638

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
 EH6  CL1  C15  single    1.734  0.020  1.734
 EH6  C14  C15  aromatic  1.385  0.020  1.385
 EH6  C14  C13  aromatic  1.386  0.020  1.386
 EH6  C15  C17  aromatic  1.392  0.020  1.392
 EH6  C13  C12  aromatic  1.383  0.020  1.383
 EH6  C17  C18  single    1.482  0.020  1.482
 EH6  C17  C11  aromatic  1.405  0.020  1.405
 EH6  C12  C11  aromatic  1.395  0.020  1.395
 EH6  C19  C18  aromatic  1.392  0.020  1.392
 EH6  C19  C20  aromatic  1.388  0.020  1.388
 EH6  C18  C23  aromatic  1.393  0.020  1.393
 EH6  C11  N10  single    1.392  0.020  1.392
 EH6  C20  C21  aromatic  1.388  0.020  1.388
 EH6  C23  C22  aromatic  1.387  0.020  1.387
 EH6  C21  C22  aromatic  1.389  0.020  1.389
 EH6  N10  C09  single    1.368  0.020  1.368
 EH6  C08  C09  aromatic  1.405  0.020  1.405
 EH6  C08  C07  aromatic  1.378  0.020  1.378
 EH6  C09  C04  aromatic  1.419  0.020  1.419
 EH6  O01  C02  double    1.217  0.020  1.217
 EH6  C07  C06  aromatic  1.393  0.020  1.393
 EH6  C04  C02  single    1.472  0.020  1.472
 EH6  C04  C05  aromatic  1.401  0.020  1.401
 EH6  C02  O03  single    1.326  0.020  1.326
 EH6  C06  C05  aromatic  1.378  0.020  1.378
 EH6  C13  H1   single    0.930  0.020  1.080
 EH6  C20  H2   single    0.930  0.020  1.080
 EH6  C21  H3   single    0.930  0.020  1.080
 EH6  C22  H4   single    0.930  0.020  1.080
 EH6  C05  H5   single    0.930  0.020  1.080
 EH6  C06  H6   single    0.930  0.020  1.080
 EH6  C07  H7   single    0.930  0.020  1.080
 EH6  C08  H8   single    0.930  0.020  1.080
 EH6  C12  H9   single    0.930  0.020  1.080
 EH6  C14  H10  single    0.930  0.020  1.080
 EH6  C19  H11  single    0.930  0.020  1.080
 EH6  C23  H12  single    0.930  0.020  1.080
 EH6  N10  H13  single    0.860  0.020  1.020
 EH6  O03  H14  single    0.850  0.020  0.980

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
 EH6  H1   C13  C14  119.58  3.000
 EH6  H1   C13  C12  119.64  3.000
 EH6  C14  C13  C12  120.77  3.000
 EH6  CL1  C15  C14  118.19  3.000
 EH6  C14  C15  C17  122.45  3.000
 EH6  CL1  C15  C17  119.33  3.000
 EH6  C18  C17  C11  119.96  3.000
 EH6  C11  C17  C15  117.96  3.000
 EH6  C18  C17  C15  122.08  3.000
 EH6  H2   C20  C19  119.72  3.000
 EH6  H2   C20  C21  120.16  3.000
 EH6  C19  C20  C21  120.12  3.000
 EH6  H3   C21  C22  120.14  3.000
 EH6  H3   C21  C20  120.09  3.000
 EH6  C22  C21  C20  119.77  3.000
 EH6  H4   C22  C23  119.71  3.000
 EH6  H4   C22  C21  120.19  3.000
 EH6  C23  C22  C21  120.10  3.000
 EH6  C09  C04  C05  119.36  3.000
 EH6  C05  C04  C02  119.64  3.000
 EH6  C09  C04  C02  120.99  3.000
 EH6  H5   C05  C06  118.77  3.000
 EH6  H5   C05  C04  119.42  3.000
 EH6  C06  C05  C04  121.80  3.000
 EH6  H6   C06  C07  120.87  3.000
 EH6  H6   C06  C05  120.44  3.000
 EH6  C07  C06  C05  118.68  3.000
 EH6  H7   C07  C08  118.86  3.000
 EH6  H7   C07  C06  120.14  3.000
 EH6  C08  C07  C06  121.00  3.000
 EH6  H8   C08  C09  119.78  3.000
 EH6  H8   C08  C07  118.99  3.000
 EH6  C09  C08  C07  121.22  3.000
 EH6  N10  C09  C08  121.15  3.000
 EH6  C08  C09  C04  117.93  3.000
 EH6  N10  C09  C04  120.90  3.000
 EH6  N10  C11  C12  121.72  3.000
 EH6  N10  C11  C17  118.16  3.000
 EH6  C12  C11  C17  120.04  3.000
 EH6  H9   C12  C11  120.04  3.000
 EH6  H9   C12  C13  119.70  3.000
 EH6  C11  C12  C13  120.24  3.000
 EH6  H10  C14  C15  120.60  3.000
 EH6  H10  C14  C13  120.87  3.000
 EH6  C15  C14  C13  118.52  3.000
 EH6  C23  C18  C19  119.20  3.000
 EH6  C23  C18  C17  120.09  3.000
 EH6  C19  C18  C17  120.70  3.000
 EH6  H11  C19  C18  119.74  3.000
 EH6  H11  C19  C20  119.87  3.000
 EH6  C18  C19  C20  120.39  3.000
 EH6  H12  C23  C18  119.66  3.000
 EH6  H12  C23  C22  119.92  3.000
 EH6  C18  C23  C22  120.41  3.000
 EH6  H13  N10  C11  117.24  3.000
 EH6  H13  N10  C09  115.12  3.000
 EH6  C11  N10  C09  127.60  3.000
 EH6  H14  O03  C02  109.64  3.000
 EH6  O03  C02  O01  121.63  3.000
 EH6  O03  C02  C04  113.57  3.000
 EH6  O01  C02  C04  124.80  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
 EH6  CONST_01  C17  C15  C14  C13     0.00   0.0  0
 EH6  CONST_02  C17  C11  C12  C13     0.00   0.0  0
 EH6  CONST_03  C12  C13  C14  C15     0.00   0.0  0
 EH6  CONST_06  C12  C11  C17  C15     0.00   0.0  0
 EH6  CONST_07  C20  C19  C18  C17   180.00   0.0  0
 EH6  CONST_08  C22  C23  C18  C17   180.00   0.0  0
 EH6  CONST_09  C23  C18  C19  C20     0.00   0.0  0
 EH6  CONST_10  C23  C22  C21  C20     0.00   0.0  0
 EH6  CONST_11  C18  C19  C20  C21     0.00   0.0  0
 EH6  CONST_12  C18  C23  C22  C21     0.00   0.0  0
 EH6  CONST_13  C19  C18  C23  C22     0.00   0.0  0
 EH6  CONST_14  C19  C20  C21  C22     0.00   0.0  0
 EH6  CONST_15  C07  C08  C09  C04     0.00   0.0  0
 EH6  CONST_16  C07  C06  C05  C04     0.00   0.0  0
 EH6  CONST_17  C08  C09  C04  C05     0.00   0.0  0
 EH6  CONST_18  C08  C07  C06  C05     0.00   0.0  0
 EH6  CONST_19  C09  C08  C07  C06     0.00   0.0  0
 EH6  CONST_20  C09  C04  C05  C06     0.00   0.0  0
 EH6  CONST_21  C14  C15  C17  C11     0.00   0.0  0
 EH6  CONST_24  C14  C13  C12  C11     0.00   0.0  0
 EH6  CONST_25  C18  C17  C11  C12   180.00   0.0  0
 EH6  CONST_26  C18  C17  C15  C14   180.00   0.0  0
 EH6  CONST_27  CL1  C15  C14  C13   180.00   0.0  0
 EH6  CONST_28  N10  C11  C12  C13   180.00   0.0  0
 EH6  CONST_29  N10  C11  C17  C15   180.00   0.0  0
 EH6  CONST_30  C08  C09  C04  C02   180.00   0.0  0
 EH6  CONST_31  C06  C05  C04  C02   180.00   0.0  0
 EH6  CONST_32  N10  C09  C04  C05   180.00   0.0  0
 EH6  CONST_33  N10  C09  C08  C07   180.00   0.0  0
 EH6  CONST_34  CL1  C15  C17  C11   180.00   0.0  0
 EH6  CONST_35  CL1  C15  C17  C18     0.00   0.0  0
 EH6  CONST_36  N10  C11  C17  C18     0.00   0.0  0
 EH6  CONST_37  H1   C13  C14  C15   180.00   0.0  0
 EH6  CONST_38  H10  C14  C15  C17   180.00   0.0  0
 EH6  CONST_39  H11  C19  C18  C17     0.00   0.0  0
 EH6  CONST_40  H12  C23  C18  C17     0.00   0.0  0
 EH6  CONST_41  H9   C12  C11  C17   180.00   0.0  0
 EH6  CONST_42  H4   C22  C21  C20   180.00   0.0  0
 EH6  CONST_43  H2   C20  C21  C22   180.00   0.0  0
 EH6  CONST_44  H8   C08  C09  C04   180.00   0.0  0
 EH6  CONST_45  H6   C06  C05  C04   180.00   0.0  0
 EH6  CONST_46  H7   C07  C06  C05   180.00   0.0  0
 EH6  CONST_47  H5   C05  C06  C07   180.00   0.0  0
 EH6  CONST_48  H3   C21  C20  C19   180.00   0.0  0
 EH6  CONST_49  H14  O03  C02  C04   180.00   0.0  0
 EH6  Var_01    C09  N10  C11  C17   141.44  30.0  2
 EH6  Var_02    C11  N10  C09  C04   167.01  30.0  3
 EH6  Var_03    O01  C02  C04  C05  -170.85  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
 EH6  plan-1  C04  0.020
 EH6  plan-1  C05  0.020
 EH6  plan-1  C06  0.020
 EH6  plan-1  C07  0.020
 EH6  plan-1  C08  0.020
 EH6  plan-1  C09  0.020
 EH6  plan-1  N10  0.020
 EH6  plan-1  H5   0.020
 EH6  plan-1  H6   0.020
 EH6  plan-1  H7   0.020
 EH6  plan-1  H8   0.020
 EH6  plan-1  C02  0.020
 EH6  plan-2  C13  0.020
 EH6  plan-2  C15  0.020
 EH6  plan-2  C17  0.020
 EH6  plan-2  C11  0.020
 EH6  plan-2  C12  0.020
 EH6  plan-2  C14  0.020
 EH6  plan-2  C18  0.020
 EH6  plan-2  N10  0.020
 EH6  plan-2  CL1  0.020
 EH6  plan-2  H1   0.020
 EH6  plan-2  H9   0.020
 EH6  plan-2  H10  0.020
 EH6  plan-3  C17  0.020
 EH6  plan-3  C20  0.020
 EH6  plan-3  C21  0.020
 EH6  plan-3  C22  0.020
 EH6  plan-3  C18  0.020
 EH6  plan-3  C19  0.020
 EH6  plan-3  C23  0.020
 EH6  plan-3  H2   0.020
 EH6  plan-3  H3   0.020
 EH6  plan-3  H4   0.020
 EH6  plan-3  H11  0.020
 EH6  plan-3  H12  0.020
 EH6  plan-4  C04  0.020
 EH6  plan-4  O01  0.020
 EH6  plan-4  O03  0.020
 EH6  plan-4  H14  0.020
 EH6  plan-4  C02  0.020

