# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 12:00:59 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: 2-[[3-chloranyl-4-(methylamino)-2-phenyl-phenyl]amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNc1ccc(Nc2ccccc2C(O)=O)c(c1Cl)c3ccccc3
#
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
 EHU  EHU  '2-[[3-chloranyl-4-(methylamino)-2-phenyl-phenyl]amino]benzoic acid'  ligand  41  25  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EHU
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
 EHU  C4   C   CR16   0  -0.254  6.5195   -9.1067  -16.3413
 EHU  C14  C   CR6    0   0.041  3.5381   -5.8278  -19.6987
 EHU  C5   C   CR16   0  -0.330  6.4169   -8.2562  -17.4270
 EHU  C6   C   CR6    0   0.326  6.0719   -6.9050  -17.2592
 EHU  C11  C   CR6    0  -0.236  4.7465   -6.6385  -21.7426
 EHU  C7   C   CR6    0   0.199  5.9498   -6.4295  -19.6684
 EHU  C8   C   CR16   0  -0.271  7.0843   -6.8879  -20.3271
 EHU  C9   C   CR16   0  -0.378  7.0535   -7.2360  -21.6648
 EHU  C10  C   CR6    0   0.449  5.8793   -7.1224  -22.4201
 EHU  C12  C   CR6    0   0.134  4.7560   -6.3082  -20.3934
 EHU  N1   N   NH1    0  -0.793  5.9959   -6.0395  -18.3225
 EHU  N2   N   NH1    0  -0.676  5.8256   -7.4918  -23.7353
 EHU  C3   C   CR16   0  -0.282  6.2805   -8.6430  -15.0534
 EHU  C1   C   CR6    0  -0.213  5.7991   -6.4278  -15.9513
 EHU  C15  C   CH3    0  -0.535  7.0223   -7.7765  -24.4864
 EHU  C16  C   CR16   0  -0.270  2.9046   -6.6430  -18.7639
 EHU  C17  C   CR16   0  -0.245  1.7924   -6.1869  -18.0707
 EHU  C18  C   CR16   0  -0.261  1.3020   -4.9084  -18.3039
 EHU  C19  C   CR16   0  -0.242  1.9266   -4.0917  -19.2371
 EHU  C2   C   CR16   0  -0.287  5.9225   -7.3149  -14.8847
 EHU  C20  C   CR16   0  -0.275  3.0382   -4.5494  -19.9315
 EHU  O1   O   OC    -1  -0.569  5.2027   -4.6801  -14.4716
 EHU  O2   O   O      0  -0.599  5.1034   -4.2596  -16.6495
 EHU  H1   H   HCR6   0   0.243  6.7862  -10.1434  -16.5075
 EHU  H2   H   HCR6   0   0.252  6.6063   -8.6446  -18.4190
 EHU  H3   H   HCR6   0   0.262  8.0186   -6.9615  -19.7847
 EHU  H4   H   HCR6   0   0.273  7.9626   -7.5879  -22.1329
 EHU  H5   H   HNH1   0   0.402  5.5437   -5.1632  -18.0370
 EHU  H6   H   HNH1   0   0.378  5.0647   -7.1104  -24.2718
 EHU  H7   H   HCR6   0   0.234  6.3639   -9.3043  -14.2011
 EHU  H8   H   HCH3   0   0.258  6.7413   -7.9656  -25.5192
 EHU  H9   H   HCH3   0   0.223  7.7474   -6.9556  -24.4747
 EHU  H10  H   HCH3   0   0.234  7.5227   -8.6717  -24.1128
 EHU  H11  H   HCR6   0   0.250  3.2880   -7.6382  -18.5745
 EHU  H12  H   HCR6   0   0.254  1.3104   -6.8302  -17.3459
 EHU  H13  H   HCR6   0   0.254  0.4373   -4.5500  -17.7604
 EHU  H14  H   HCR6   0   0.254  1.5505   -3.0939  -19.4232
 EHU  H15  H   HCR6   0   0.237  5.7172   -6.9421  -13.8900
 EHU  H16  H   HCR6   0   0.251  3.5269   -3.9053  -20.6520
 EHU  C13  C   C      0   0.442  5.3360   -5.0063  -15.6617
 EHU  CL1  CL  CL     0  -0.129  3.2614   -6.4894  -22.6384

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
 EHU  C15  N2   single    1.441  0.020  1.441
 EHU  N2   C10  single    1.367  0.020  1.367
 EHU  CL1  C11  single    1.741  0.020  1.741
 EHU  C10  C11  aromatic  1.406  0.020  1.406
 EHU  C10  C9   aromatic  1.401  0.020  1.401
 EHU  C11  C12  aromatic  1.389  0.020  1.389
 EHU  C9   C8   aromatic  1.383  0.020  1.383
 EHU  C12  C14  single    1.482  0.020  1.482
 EHU  C12  C7   aromatic  1.402  0.020  1.402
 EHU  C8   C7   aromatic  1.390  0.020  1.390
 EHU  C20  C14  aromatic  1.392  0.020  1.392
 EHU  C20  C19  aromatic  1.388  0.020  1.388
 EHU  C14  C16  aromatic  1.393  0.020  1.393
 EHU  C7   N1   single    1.402  0.020  1.402
 EHU  C19  C18  aromatic  1.389  0.020  1.389
 EHU  C16  C17  aromatic  1.388  0.020  1.388
 EHU  C18  C17  aromatic  1.389  0.020  1.389
 EHU  N1   C6   single    1.373  0.020  1.373
 EHU  C5   C6   aromatic  1.405  0.020  1.405
 EHU  C5   C4   aromatic  1.383  0.020  1.383
 EHU  C6   C1   aromatic  1.419  0.020  1.419
 EHU  O2   C13  deloc     1.260  0.020  1.260
 EHU  C4   C3   aromatic  1.390  0.020  1.390
 EHU  C1   C13  single    1.523  0.020  1.523
 EHU  C1   C2   aromatic  1.393  0.020  1.393
 EHU  C13  O1   deloc     1.241  0.020  1.241
 EHU  C3   C2   aromatic  1.386  0.020  1.386
 EHU  C4   H1   single    0.930  0.020  1.080
 EHU  C5   H2   single    0.930  0.020  1.080
 EHU  C8   H3   single    0.930  0.020  1.080
 EHU  C9   H4   single    0.930  0.020  1.080
 EHU  N1   H5   single    0.890  0.020  1.040
 EHU  N2   H6   single    0.890  0.020  1.040
 EHU  C3   H7   single    0.930  0.020  1.080
 EHU  C15  H8   single    0.970  0.020  1.090
 EHU  C15  H9   single    0.970  0.020  1.090
 EHU  C15  H10  single    0.970  0.020  1.090
 EHU  C16  H11  single    0.930  0.020  1.080
 EHU  C17  H12  single    0.930  0.020  1.080
 EHU  C18  H13  single    0.930  0.020  1.080
 EHU  C19  H14  single    0.930  0.020  1.080
 EHU  C2   H15  single    0.930  0.020  1.080
 EHU  C20  H16  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
 EHU  H1   C4   C3   120.26  3.000
 EHU  H1   C4   C5   119.10  3.000
 EHU  C3   C4   C5   120.64  3.000
 EHU  C20  C14  C16  119.10  3.000
 EHU  C16  C14  C12  119.91  3.000
 EHU  C20  C14  C12  120.95  3.000
 EHU  H2   C5   C6   119.86  3.000
 EHU  H2   C5   C4   119.07  3.000
 EHU  C6   C5   C4   121.07  3.000
 EHU  C1   C6   N1   119.42  3.000
 EHU  C1   C6   C5   118.74  3.000
 EHU  N1   C6   C5   121.83  3.000
 EHU  CL1  C11  C12  119.03  3.000
 EHU  C12  C11  C10  122.98  3.000
 EHU  CL1  C11  C10  117.97  3.000
 EHU  N1   C7   C12  120.02  3.000
 EHU  N1   C7   C8   121.33  3.000
 EHU  C12  C7   C8   118.60  3.000
 EHU  H3   C8   C9   119.12  3.000
 EHU  H3   C8   C7   119.31  3.000
 EHU  C9   C8   C7   121.57  3.000
 EHU  H4   C9   C10  119.85  3.000
 EHU  H4   C9   C8   118.82  3.000
 EHU  C10  C9   C8   121.33  3.000
 EHU  N2   C10  C9   121.99  3.000
 EHU  C9   C10  C11  116.33  3.000
 EHU  N2   C10  C11  121.66  3.000
 EHU  C7   C12  C11  119.17  3.000
 EHU  C7   C12  C14  119.04  3.000
 EHU  C11  C12  C14  121.79  3.000
 EHU  H5   N1   C7   119.34  3.000
 EHU  H5   N1   C6   110.31  3.000
 EHU  C7   N1   C6   124.74  3.000
 EHU  H6   N2   C15  115.15  3.000
 EHU  H6   N2   C10  116.12  3.000
 EHU  C15  N2   C10  121.47  3.000
 EHU  H7   C3   C2   120.65  3.000
 EHU  H7   C3   C4   120.85  3.000
 EHU  C2   C3   C4   118.50  3.000
 EHU  C2   C1   C13  118.42  3.000
 EHU  C2   C1   C6   118.34  3.000
 EHU  C13  C1   C6   123.21  3.000
 EHU  H10  C15  H9   107.91  3.000
 EHU  H10  C15  H8   107.52  3.000
 EHU  H9   C15  H8   108.16  3.000
 EHU  H10  C15  N2   111.36  3.000
 EHU  H9   C15  N2   113.33  3.000
 EHU  H8   C15  N2   108.35  3.000
 EHU  H11  C16  C17  119.89  3.000
 EHU  H11  C16  C14  119.61  3.000
 EHU  C17  C16  C14  120.49  3.000
 EHU  H12  C17  C18  120.14  3.000
 EHU  H12  C17  C16  119.75  3.000
 EHU  C18  C17  C16  120.11  3.000
 EHU  H13  C18  C19  120.13  3.000
 EHU  H13  C18  C17  120.17  3.000
 EHU  C19  C18  C17  119.69  3.000
 EHU  H14  C19  C20  119.75  3.000
 EHU  H14  C19  C18  120.09  3.000
 EHU  C20  C19  C18  120.16  3.000
 EHU  H15  C2   C1   117.89  3.000
 EHU  H15  C2   C3   119.42  3.000
 EHU  C1   C2   C3   122.69  3.000
 EHU  H16  C20  C19  119.87  3.000
 EHU  H16  C20  C14  119.69  3.000
 EHU  C19  C20  C14  120.44  3.000
 EHU  O2   C13  O1   125.18  3.000
 EHU  O1   C13  C1   117.41  3.000
 EHU  O2   C13  C1   117.41  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
 EHU  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 EHU  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 EHU  CONST_03  C10  C11  C12  C14   180.00   0.0  0
 EHU  CONST_04  C8   C7   C12  C14   180.00   0.0  0
 EHU  CONST_05  C18  C19  C20  C14     0.00   0.0  0
 EHU  CONST_06  C18  C17  C16  C14     0.00   0.0  0
 EHU  CONST_07  C2   C1   C6   C5      0.00   0.0  0
 EHU  CONST_08  C2   C3   C4   C5      0.00   0.0  0
 EHU  CONST_09  C3   C4   C5   C6      0.00   0.0  0
 EHU  CONST_10  C3   C2   C1   C6      0.00   0.0  0
 EHU  CONST_11  C8   C9   C10  C11     0.00   0.0  0
 EHU  CONST_14  C8   C7   C12  C11     0.00   0.0  0
 EHU  CONST_15  C10  C11  C12  C7      0.00   0.0  0
 EHU  CONST_18  C10  C9   C8   C7      0.00   0.0  0
 EHU  CONST_19  C12  C11  C10  C9      0.00   0.0  0
 EHU  CONST_20  C12  C7   C8   C9      0.00   0.0  0
 EHU  CONST_21  C19  C20  C14  C12   180.00   0.0  0
 EHU  CONST_22  C17  C16  C14  C12   180.00   0.0  0
 EHU  CONST_23  C19  C20  C14  C16     0.00   0.0  0
 EHU  CONST_24  C19  C18  C17  C16     0.00   0.0  0
 EHU  CONST_25  C20  C14  C16  C17     0.00   0.0  0
 EHU  CONST_26  C20  C19  C18  C17     0.00   0.0  0
 EHU  CONST_27  N1   C6   C5   C4    180.00   0.0  0
 EHU  CONST_28  CL1  C11  C12  C14     0.00   0.0  0
 EHU  CONST_29  N1   C7   C12  C14     0.00   0.0  0
 EHU  CONST_30  C13  C1   C6   C5    180.00   0.0  0
 EHU  CONST_31  N1   C7   C12  C11   180.00   0.0  0
 EHU  CONST_32  CL1  C11  C12  C7    180.00   0.0  0
 EHU  CONST_33  N2   C10  C9   C8    180.00   0.0  0
 EHU  CONST_34  CL1  C11  C10  C9    180.00   0.0  0
 EHU  CONST_35  N1   C7   C8   C9    180.00   0.0  0
 EHU  CONST_36  N2   C10  C11  C12   180.00   0.0  0
 EHU  CONST_37  C3   C2   C1   C13   180.00   0.0  0
 EHU  CONST_38  C2   C1   C6   N1    180.00   0.0  0
 EHU  CONST_39  H15  C2   C3   C4    180.00   0.0  0
 EHU  CONST_40  H14  C19  C20  C14   180.00   0.0  0
 EHU  CONST_41  H12  C17  C16  C14   180.00   0.0  0
 EHU  CONST_42  H7   C3   C4   C5    180.00   0.0  0
 EHU  CONST_43  H1   C4   C5   C6    180.00   0.0  0
 EHU  CONST_44  H4   C9   C10  C11   180.00   0.0  0
 EHU  CONST_45  H3   C8   C9   C10   180.00   0.0  0
 EHU  CONST_46  H16  C20  C14  C12     0.00   0.0  0
 EHU  CONST_47  H11  C16  C14  C12     0.00   0.0  0
 EHU  CONST_48  H2   C5   C4   C3    180.00   0.0  0
 EHU  CONST_49  H13  C18  C17  C16   180.00   0.0  0
 EHU  CONST_50  C15  N2   C10  C11   180.00   0.0  0
 EHU  CONST_51  C15  N2   C10  C9      0.00   0.0  0
 EHU  Var_01    C7   N1   C6   C5     14.88  30.0  2
 EHU  Var_02    C12  C7   N1   C6    107.76  30.0  2
 EHU  Var_03    O2   C13  C1   C6      4.87  30.0  2
 EHU  Var_04    H8   C15  N2   C10  -175.37  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
 EHU  plan-1  C4   0.020
 EHU  plan-1  C5   0.020
 EHU  plan-1  C6   0.020
 EHU  plan-1  N1   0.020
 EHU  plan-1  C3   0.020
 EHU  plan-1  C1   0.020
 EHU  plan-1  C2   0.020
 EHU  plan-1  H1   0.020
 EHU  plan-1  H2   0.020
 EHU  plan-1  H7   0.020
 EHU  plan-1  H15  0.020
 EHU  plan-1  C13  0.020
 EHU  plan-2  C14  0.020
 EHU  plan-2  C11  0.020
 EHU  plan-2  C7   0.020
 EHU  plan-2  C8   0.020
 EHU  plan-2  C9   0.020
 EHU  plan-2  C10  0.020
 EHU  plan-2  C12  0.020
 EHU  plan-2  N1   0.020
 EHU  plan-2  N2   0.020
 EHU  plan-2  H3   0.020
 EHU  plan-2  H4   0.020
 EHU  plan-2  CL1  0.020
 EHU  plan-3  C14  0.020
 EHU  plan-3  C12  0.020
 EHU  plan-3  C16  0.020
 EHU  plan-3  C17  0.020
 EHU  plan-3  C18  0.020
 EHU  plan-3  C19  0.020
 EHU  plan-3  C20  0.020
 EHU  plan-3  H11  0.020
 EHU  plan-3  H12  0.020
 EHU  plan-3  H13  0.020
 EHU  plan-3  H14  0.020
 EHU  plan-3  H16  0.020
 EHU  plan-4  C10  0.020
 EHU  plan-4  N2   0.020
 EHU  plan-4  C15  0.020
 EHU  plan-4  H6   0.020
 EHU  plan-5  C1   0.020
 EHU  plan-5  O1   0.020
 EHU  plan-5  O2   0.020
 EHU  plan-5  C13  0.020

