# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 09:06:39 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: 2-[[3-chloranyl-2-(2,3-dihydro-1-benzofuran-5-yl)phenyl]amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1Nc2cccc(Cl)c2c3ccc4OCCc4c3
#
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
 EHC  EHC  '2-[[3-chloranyl-2-(2,3-dihydro-1-benzofuran-5-yl)phenyl]amino]benzoic acid'  ligand  41  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EHC
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
 EHC  C4   C   CR16   0  -0.253   7.7775  -8.9678  -16.9379
 EHC  C14  C   C      0   0.005   3.1616  -5.9814  -19.9665
 EHC  C5   C   CR16   0  -0.338   7.0277  -8.3690  -17.9338
 EHC  C6   C   CR6    0   0.349   6.3392  -7.1688  -17.6989
 EHC  C11  C   CR6    0  -0.104   4.3390  -6.5902  -22.0958
 EHC  C7   C   CR6    0   0.314   5.5512  -6.7354  -20.0226
 EHC  C8   C   CR16   0  -0.316   6.6788  -7.1295  -20.7526
 EHC  C9   C   CR16   0  -0.269   6.6163  -7.2670  -22.1278
 EHC  C10  C   CR16   0  -0.237   5.4449  -7.0067  -22.8210
 EHC  C12  C   CR6    0   0.057   4.3553  -6.4414  -20.7139
 EHC  N1   N   NH1    0  -0.821   5.5601  -6.5607  -18.6565
 EHC  C3   C   CR16   0  -0.277   7.8611  -8.3958  -15.6753
 EHC  C1   C   CR6    0  -0.228   6.3932  -6.5940  -16.4044
 EHC  C15  C   C1     0  -0.327   2.4162  -6.8847  -19.2025
 EHC  C16  C   CR5    0  -0.022   1.3189  -6.4341  -18.5002
 EHC  C17  C   CR5    0   0.405   0.9629  -5.0919  -18.5499
 EHC  C18  C   C1     0  -0.347   1.6796  -4.1733  -19.2943
 EHC  C19  C   C1     0  -0.266   2.7822  -4.6424  -20.0027
 EHC  C2   C   CR16   0  -0.281   7.1610  -7.2259  -15.4299
 EHC  C20  C   CH2    0  -0.522   0.3036  -7.1503  -17.6581
 EHC  C21  C   CH2    0  -0.186  -0.4454  -5.9683  -17.0245
 EHC  O1   O   OC    -1  -0.563   5.8561  -4.8492  -14.8994
 EHC  O2   O   O      0  -0.597   4.7848  -4.8940  -16.8439
 EHC  O3   O   O      0  -0.487  -0.1296  -4.8064  -17.8151
 EHC  H1   H   HCR6   0   0.248   8.2921  -9.8961  -17.1536
 EHC  H2   H   HCR6   0   0.266   6.9558  -8.8579  -18.8952
 EHC  H3   H   HCR6   0   0.276   7.6192  -7.3011  -20.2486
 EHC  H4   H   HCR6   0   0.261   7.5009  -7.5709  -22.6722
 EHC  H5   H   HCR6   0   0.269   5.3933  -7.1182  -23.8949
 EHC  H6   H   HNH1   0   0.426   4.9730  -5.8258  -18.2323
 EHC  H7   H   HCR6   0   0.239   8.4500  -8.8596  -14.8950
 EHC  H8   H   H      0   0.248   2.7017  -7.9295  -19.1694
 EHC  H9   H   H      0   0.260   1.4008  -3.1281  -19.3262
 EHC  H10  H   H      0   0.251   3.3653  -3.9421  -20.5878
 EHC  H11  H   HCR6   0   0.242   7.2022  -6.7758  -14.4471
 EHC  H12  H   HCH2   0   0.265  -0.3533  -7.7660  -18.2772
 EHC  H13  H   HCH2   0   0.268   0.7454  -7.8001  -16.9031
 EHC  H14  H   HCH2   0   0.236  -0.1082  -5.7905  -16.0004
 EHC  H15  H   HCH2   0   0.244  -1.5269  -6.0925  -17.0171
 EHC  C13  C   C      0   0.448   5.6215  -5.3394  -16.0135
 EHC  CL1  CL  CL     0  -0.134   2.8668  -6.2807  -22.9639

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
 EHC  CL1  C11  single    1.737  0.020  1.737
 EHC  C10  C11  aromatic  1.387  0.020  1.387
 EHC  C10  C9   aromatic  1.386  0.020  1.386
 EHC  C11  C12  aromatic  1.390  0.020  1.390
 EHC  C9   C8   aromatic  1.384  0.020  1.384
 EHC  C12  C7   aromatic  1.412  0.020  1.412
 EHC  C12  C14  single    1.482  0.020  1.482
 EHC  C8   C7   aromatic  1.400  0.020  1.400
 EHC  C19  C14  aromatic  1.392  0.020  1.392
 EHC  C19  C18  aromatic  1.392  0.020  1.392
 EHC  C7   N1   single    1.377  0.020  1.377
 EHC  C14  C15  aromatic  1.398  0.020  1.398
 EHC  C18  C17  aromatic  1.383  0.020  1.383
 EHC  C15  C16  aromatic  1.378  0.020  1.378
 EHC  N1   C6   single    1.376  0.020  1.376
 EHC  C17  C16  aromatic  1.390  0.020  1.390
 EHC  C17  O3   single    1.347  0.020  1.347
 EHC  C16  C20  single    1.501  0.020  1.501
 EHC  C5   C6   aromatic  1.403  0.020  1.403
 EHC  C5   C4   aromatic  1.383  0.020  1.383
 EHC  O3   C21  single    1.440  0.020  1.440
 EHC  C20  C21  single    1.536  0.020  1.536
 EHC  C6   C1   aromatic  1.417  0.020  1.417
 EHC  C4   C3   aromatic  1.389  0.020  1.389
 EHC  O2   C13  deloc     1.260  0.020  1.260
 EHC  C1   C13  single    1.524  0.020  1.524
 EHC  C1   C2   aromatic  1.392  0.020  1.392
 EHC  C13  O1   deloc     1.240  0.020  1.240
 EHC  C3   C2   aromatic  1.385  0.020  1.385
 EHC  C4   H1   single    0.930  0.020  1.080
 EHC  C5   H2   single    0.930  0.020  1.080
 EHC  C8   H3   single    0.930  0.020  1.080
 EHC  C9   H4   single    0.930  0.020  1.080
 EHC  C10  H5   single    0.930  0.020  1.080
 EHC  N1   H6   single    0.860  0.020  1.020
 EHC  C3   H7   single    0.930  0.020  1.080
 EHC  C15  H8   single    0.930  0.020  1.080
 EHC  C18  H9   single    0.930  0.020  1.080
 EHC  C19  H10  single    0.930  0.020  1.080
 EHC  C2   H11  single    0.930  0.020  1.080
 EHC  C20  H12  single    0.970  0.020  1.090
 EHC  C20  H13  single    0.970  0.020  1.090
 EHC  C21  H14  single    0.970  0.020  1.090
 EHC  C21  H15  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
 EHC  H1   C4   C3   120.37  3.000
 EHC  H1   C4   C5   119.03  3.000
 EHC  C3   C4   C5   120.60  3.000
 EHC  C19  C14  C15  119.35  3.000
 EHC  C15  C14  C12  120.30  3.000
 EHC  C19  C14  C12  120.34  3.000
 EHC  H2   C5   C6   120.20  3.000
 EHC  H2   C5   C4   118.73  3.000
 EHC  C6   C5   C4   121.04  3.000
 EHC  C1   C6   N1   118.55  3.000
 EHC  C1   C6   C5   118.75  3.000
 EHC  N1   C6   C5   122.62  3.000
 EHC  CL1  C11  C12  119.19  3.000
 EHC  C12  C11  C10  122.88  3.000
 EHC  CL1  C11  C10  117.91  3.000
 EHC  N1   C7   C12  117.68  3.000
 EHC  N1   C7   C8   123.22  3.000
 EHC  C12  C7   C8   119.04  3.000
 EHC  H3   C8   C9   119.15  3.000
 EHC  H3   C8   C7   120.16  3.000
 EHC  C9   C8   C7   120.66  3.000
 EHC  H4   C9   C10  119.48  3.000
 EHC  H4   C9   C8   119.41  3.000
 EHC  C10  C9   C8   121.11  3.000
 EHC  H5   C10  C9   121.20  3.000
 EHC  H5   C10  C11  120.84  3.000
 EHC  C9   C10  C11  117.97  3.000
 EHC  C7   C12  C11  118.31  3.000
 EHC  C7   C12  C14  120.00  3.000
 EHC  C11  C12  C14  121.70  3.000
 EHC  H6   N1   C7   119.64  3.000
 EHC  H6   N1   C6   110.53  3.000
 EHC  C7   N1   C6   129.63  3.000
 EHC  H7   C3   C2   120.62  3.000
 EHC  H7   C3   C4   120.78  3.000
 EHC  C2   C3   C4   118.59  3.000
 EHC  C2   C1   C13  118.25  3.000
 EHC  C2   C1   C6   118.44  3.000
 EHC  C13  C1   C6   123.29  3.000
 EHC  H8   C15  C16  120.62  3.000
 EHC  H8   C15  C14  119.94  3.000
 EHC  C16  C15  C14  119.44  3.000
 EHC  C20  C16  C17  107.92  3.000
 EHC  C20  C16  C15  131.94  3.000
 EHC  C17  C16  C15  120.10  3.000
 EHC  O3   C17  C18  124.98  3.000
 EHC  O3   C17  C16  113.14  3.000
 EHC  C18  C17  C16  121.88  3.000
 EHC  H9   C18  C19  120.96  3.000
 EHC  H9   C18  C17  121.60  3.000
 EHC  C19  C18  C17  117.44  3.000
 EHC  H10  C19  C18  118.93  3.000
 EHC  H10  C19  C14  119.28  3.000
 EHC  C18  C19  C14  121.79  3.000
 EHC  H11  C2   C1   117.91  3.000
 EHC  H11  C2   C3   119.54  3.000
 EHC  C1   C2   C3   122.54  3.000
 EHC  H13  C20  H12  107.47  3.000
 EHC  H13  C20  C21  111.76  3.000
 EHC  H12  C20  C21  111.97  3.000
 EHC  H13  C20  C16  113.51  3.000
 EHC  H12  C20  C16  110.96  3.000
 EHC  C21  C20  C16  101.19  3.000
 EHC  H15  C21  H14  108.58  3.000
 EHC  H15  C21  O3   108.27  3.000
 EHC  H14  C21  O3   108.39  3.000
 EHC  H15  C21  C20  113.54  3.000
 EHC  H14  C21  C20  111.18  3.000
 EHC  O3   C21  C20  106.70  3.000
 EHC  C21  O3   C17  107.83  3.000
 EHC  O2   C13  O1   125.32  3.000
 EHC  O1   C13  C1   117.41  3.000
 EHC  O2   C13  C1   117.26  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
 EHC  CONST_01  C1   C6   C5   C4     0.00   0.0  0
 EHC  CONST_02  C1   C2   C3   C4     0.00   0.0  0
 EHC  CONST_03  C10  C11  C12  C14  180.00   0.0  0
 EHC  CONST_04  C8   C7   C12  C14  180.00   0.0  0
 EHC  CONST_05  C17  C18  C19  C14    0.00   0.0  0
 EHC  CONST_06  C17  C16  C15  C14    0.00   0.0  0
 EHC  CONST_07  C2   C1   C6   C5     0.00   0.0  0
 EHC  CONST_08  C2   C3   C4   C5     0.00   0.0  0
 EHC  CONST_09  C3   C4   C5   C6     0.00   0.0  0
 EHC  CONST_10  C3   C2   C1   C6     0.00   0.0  0
 EHC  CONST_11  C8   C9   C10  C11    0.00   0.0  0
 EHC  CONST_12  C8   C7   C12  C11    0.00   0.0  0
 EHC  CONST_15  C10  C11  C12  C7     0.00   0.0  0
 EHC  CONST_18  C10  C9   C8   C7     0.00   0.0  0
 EHC  CONST_19  C12  C11  C10  C9     0.00   0.0  0
 EHC  CONST_20  C12  C7   C8   C9     0.00   0.0  0
 EHC  CONST_21  C18  C19  C14  C12  180.00   0.0  0
 EHC  CONST_22  C16  C15  C14  C12  180.00   0.0  0
 EHC  CONST_23  C18  C19  C14  C15    0.00   0.0  0
 EHC  CONST_24  C18  C17  C16  C15    0.00   0.0  0
 EHC  CONST_25  C19  C14  C15  C16    0.00   0.0  0
 EHC  CONST_26  C19  C18  C17  C16    0.00   0.0  0
 EHC  CONST_27  N1   C6   C5   C4   180.00   0.0  0
 EHC  CONST_28  CL1  C11  C12  C14    0.00   0.0  0
 EHC  CONST_29  N1   C7   C12  C14    0.00   0.0  0
 EHC  CONST_30  C13  C1   C6   C5   180.00   0.0  0
 EHC  CONST_31  N1   C7   C12  C11  180.00   0.0  0
 EHC  CONST_32  CL1  C11  C12  C7   180.00   0.0  0
 EHC  CONST_33  CL1  C11  C10  C9   180.00   0.0  0
 EHC  CONST_34  N1   C7   C8   C9   180.00   0.0  0
 EHC  CONST_35  C3   C2   C1   C13  180.00   0.0  0
 EHC  CONST_36  C2   C1   C6   N1   180.00   0.0  0
 EHC  CONST_37  H11  C2   C3   C4   180.00   0.0  0
 EHC  CONST_38  H9   C18  C19  C14  180.00   0.0  0
 EHC  CONST_39  H7   C3   C4   C5   180.00   0.0  0
 EHC  CONST_40  H1   C4   C5   C6   180.00   0.0  0
 EHC  CONST_41  H4   C9   C10  C11  180.00   0.0  0
 EHC  CONST_42  H5   C10  C9   C8   180.00   0.0  0
 EHC  CONST_43  H3   C8   C9   C10  180.00   0.0  0
 EHC  CONST_44  H10  C19  C14  C12    0.00   0.0  0
 EHC  CONST_45  H8   C15  C14  C12    0.00   0.0  0
 EHC  CONST_46  H2   C5   C4   C3   180.00   0.0  0
 EHC  Var_01    C21  C20  C16  C15  170.67  30.0  1
 EHC  Var_02    O3   C21  C20  C16   17.34  30.0  1
 EHC  Var_03    C20  C21  O3   C17  -17.11  30.0  1
 EHC  Var_04    C7   N1   C6   C5   -18.47  30.0  3
 EHC  Var_05    C12  C7   N1   C6   154.52  30.0  2
 EHC  Var_06    O2   C13  C1   C6     8.30  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
 EHC  plan-1  C4   0.020
 EHC  plan-1  C5   0.020
 EHC  plan-1  C6   0.020
 EHC  plan-1  N1   0.020
 EHC  plan-1  C3   0.020
 EHC  plan-1  C1   0.020
 EHC  plan-1  C2   0.020
 EHC  plan-1  H1   0.020
 EHC  plan-1  H2   0.020
 EHC  plan-1  H7   0.020
 EHC  plan-1  H11  0.020
 EHC  plan-1  C13  0.020
 EHC  plan-2  C14  0.020
 EHC  plan-2  C11  0.020
 EHC  plan-2  C7   0.020
 EHC  plan-2  C8   0.020
 EHC  plan-2  C9   0.020
 EHC  plan-2  C10  0.020
 EHC  plan-2  C12  0.020
 EHC  plan-2  N1   0.020
 EHC  plan-2  H3   0.020
 EHC  plan-2  H4   0.020
 EHC  plan-2  H5   0.020
 EHC  plan-2  CL1  0.020
 EHC  plan-3  C14  0.020
 EHC  plan-3  C12  0.020
 EHC  plan-3  C15  0.020
 EHC  plan-3  C16  0.020
 EHC  plan-3  C17  0.020
 EHC  plan-3  C18  0.020
 EHC  plan-3  C19  0.020
 EHC  plan-3  C20  0.020
 EHC  plan-3  O3   0.020
 EHC  plan-3  H8   0.020
 EHC  plan-3  H9   0.020
 EHC  plan-3  H10  0.020
 EHC  plan-4  C1   0.020
 EHC  plan-4  O1   0.020
 EHC  plan-4  O2   0.020
 EHC  plan-4  C13  0.020

