# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 11:29:50 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 2-{[2-chloro-5-(trifluoromethyl)phenyl]amino}-5-methoxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Nc2cc(ccc2Cl)C(F)(F)F)c(c1)C(O)=O
#
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
 CF1  CF1  '2-{[2-chloro-5-(trifluoromethyl)phenyl]amino}-5-methoxybenzoic acid'  ligand  34  23  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CF1
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
 CF1  O23   O   OH1   0  -0.587  -3.0576   2.1273   2.9700
 CF1  C23   C   C     0   0.566  -2.0692   2.0864   2.0914
 CF1  O24   O   O     0  -0.458  -1.0675   2.7619   2.2152
 CF1  C21   C   CR6   0  -0.157  -2.3157   1.1527   0.9721
 CF1  C5    C   CR16  0  -0.365  -3.5991   0.6370   0.7860
 CF1  C4    C   CR6   0   0.393  -3.8912  -0.2321  -0.2530
 CF1  O1    O   O2    0  -0.474  -5.1625  -0.6755  -0.3327
 CF1  C2    C   CH3   0  -0.438  -5.5076  -1.5344  -1.4005
 CF1  C3    C   CR16  0  -0.359  -2.8722  -0.5776  -1.1390
 CF1  C8    C   CR16  0  -0.309  -1.6004  -0.0634  -0.9717
 CF1  C7    C   CR6   0   0.351  -1.2792   0.7945   0.0821
 CF1  N1    N   NH1   0  -0.803  -0.0005   1.3045   0.2115
 CF1  C9    C   CR6   0   0.452   1.1720   0.6785  -0.1579
 CF1  C10   C   CR6   0  -0.148   2.3056   1.4422  -0.4604
 CF1  CL1   CL  CL    0  -0.103   2.2030   3.1671  -0.3963
 CF1  C11   C   CR16  0  -0.194   3.5090   0.8521  -0.8065
 CF1  C12   C   CR16  0  -0.306   3.6135  -0.5250  -0.8716
 CF1  C15   C   CR16  0  -0.359   1.3048  -0.7126  -0.1994
 CF1  C13   C   CR6   0  -0.177   2.5033  -1.3024  -0.5601
 CF1  C14   C   CT    0   1.055   2.6213  -2.7933  -0.6354
 CF1  F1    F   F     0  -0.314   2.6475  -3.2199  -1.9070
 CF1  F3    F   F     0  -0.310   3.7500  -3.2306  -0.0634
 CF1  F2    F   F     0  -0.301   1.6072  -3.4231  -0.0360
 CF1  HO23  H   HOH1  0   0.491  -2.8531   2.7694   3.6664
 CF1  H5    H   HCR6  0   0.278  -4.3981   0.9163   1.4594
 CF1  H2    H   HCH3  0   0.229  -5.3584  -1.0584  -2.3736
 CF1  H2A   H   HCH3  0   0.228  -4.9412  -2.4694  -1.3748
 CF1  H2B   H   HCH3  0   0.261  -6.5636  -1.7646  -1.2831
 CF1  H3    H   HCR6  0   0.292  -3.0508  -1.2340  -1.9797
 CF1  H8    H   HCR6  0   0.291  -0.8430  -0.3260  -1.6977
 CF1  HN1   H   HNH1  0   0.406   0.0792   2.1284   0.7919
 CF1  H11   H   HCR6  0   0.291   4.3639   1.4720  -1.0382
 CF1  H12   H   HCR6  0   0.281   4.5560  -0.9700  -1.1595
 CF1  H15   H   HCR6  0   0.300   0.4546  -1.3205   0.0767

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
 CF1  C23  O23   single    1.323  0.020  1.323
 CF1  O23  HO23  single    0.850  0.020  0.980
 CF1  O24  C23   double    1.214  0.020  1.214
 CF1  C23  C21   single    1.478  0.020  1.478
 CF1  C5   C21   aromatic  1.396  0.020  1.396
 CF1  C21  C7    aromatic  1.412  0.020  1.412
 CF1  C5   C4    aromatic  1.386  0.020  1.386
 CF1  C5   H5    single    0.930  0.020  1.080
 CF1  O1   C4    single    1.349  0.020  1.349
 CF1  C4   C3    aromatic  1.394  0.020  1.394
 CF1  O1   C2    single    1.413  0.020  1.413
 CF1  C2   H2    single    0.970  0.020  1.090
 CF1  C2   H2A   single    0.970  0.020  1.090
 CF1  C2   H2B   single    0.970  0.020  1.090
 CF1  C3   C8    aromatic  1.382  0.020  1.382
 CF1  C3   H3    single    0.930  0.020  1.080
 CF1  C7   C8    aromatic  1.396  0.020  1.396
 CF1  C8   H8    single    0.930  0.020  1.080
 CF1  C7   N1    single    1.383  0.020  1.383
 CF1  N1   C9    single    1.380  0.020  1.380
 CF1  N1   HN1   single    0.860  0.020  1.020
 CF1  C9   C15   aromatic  1.398  0.020  1.398
 CF1  C9   C10   aromatic  1.400  0.020  1.400
 CF1  CL1  C10   single    1.729  0.020  1.729
 CF1  C10  C11   aromatic  1.384  0.020  1.384
 CF1  C11  C12   aromatic  1.383  0.020  1.383
 CF1  C11  H11   single    0.930  0.020  1.080
 CF1  C13  C12   aromatic  1.391  0.020  1.391
 CF1  C12  H12   single    0.930  0.020  1.080
 CF1  C15  C13   aromatic  1.384  0.020  1.384
 CF1  C15  H15   single    0.930  0.020  1.080
 CF1  C13  C14   single    1.497  0.020  1.497
 CF1  F3   C14   single    1.339  0.020  1.339
 CF1  F2   C14   single    1.336  0.020  1.336
 CF1  C14  F1    single    1.341  0.020  1.341

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
 CF1  HO23  O23  C23  109.88  3.000
 CF1  C21   C23  O24  124.47  3.000
 CF1  C21   C23  O23  113.43  3.000
 CF1  O24   C23  O23  122.09  3.000
 CF1  C7    C21  C5   119.81  3.000
 CF1  C7    C21  C23  121.00  3.000
 CF1  C5    C21  C23  119.19  3.000
 CF1  H5    C5   C4   118.23  3.000
 CF1  H5    C5   C21  120.06  3.000
 CF1  C4    C5   C21  121.71  3.000
 CF1  C3    C4   O1   124.75  3.000
 CF1  C3    C4   C5   118.55  3.000
 CF1  O1    C4   C5   116.70  3.000
 CF1  C2    O1   C4   118.34  3.000
 CF1  H2B   C2   H2A  108.63  3.000
 CF1  H2B   C2   H2   108.71  3.000
 CF1  H2A   C2   H2   108.81  3.000
 CF1  H2B   C2   O1   106.52  3.000
 CF1  H2A   C2   O1   112.05  3.000
 CF1  H2    C2   O1   111.99  3.000
 CF1  H3    C3   C8   118.16  3.000
 CF1  H3    C3   C4   121.59  3.000
 CF1  C8    C3   C4   120.24  3.000
 CF1  H8    C8   C7   119.65  3.000
 CF1  H8    C8   C3   118.22  3.000
 CF1  C7    C8   C3   122.12  3.000
 CF1  N1    C7   C8   120.66  3.000
 CF1  N1    C7   C21  121.74  3.000
 CF1  C8    C7   C21  117.56  3.000
 CF1  HN1   N1   C9   117.16  3.000
 CF1  HN1   N1   C7   115.29  3.000
 CF1  C9    N1   C7   126.41  3.000
 CF1  C15   C9   C10  117.35  3.000
 CF1  C10   C9   N1   119.90  3.000
 CF1  C15   C9   N1   122.70  3.000
 CF1  C11   C10  CL1  119.08  3.000
 CF1  C11   C10  C9   121.70  3.000
 CF1  CL1   C10  C9   119.22  3.000
 CF1  H11   C11  C12  120.08  3.000
 CF1  H11   C11  C10  119.78  3.000
 CF1  C12   C11  C10  120.14  3.000
 CF1  H12   C12  C13  121.70  3.000
 CF1  H12   C12  C11  119.23  3.000
 CF1  C13   C12  C11  119.07  3.000
 CF1  H15   C15  C13  120.53  3.000
 CF1  H15   C15  C9   118.50  3.000
 CF1  C13   C15  C9   120.95  3.000
 CF1  C14   C13  C15  120.39  3.000
 CF1  C14   C13  C12  118.84  3.000
 CF1  C15   C13  C12  120.77  3.000
 CF1  F2    C14  F3   107.11  3.000
 CF1  F2    C14  F1   106.87  3.000
 CF1  F3    C14  F1   106.54  3.000
 CF1  F1    C14  C13  111.46  3.000
 CF1  F2    C14  C13  112.77  3.000
 CF1  F3    C14  C13  111.73  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
 CF1  CONST_01  C3    C4   C5   C21    0.00   0.0  0
 CF1  CONST_02  C3    C8   C7   C21    0.00   0.0  0
 CF1  CONST_03  C8    C7   C21  C5     0.00   0.0  0
 CF1  CONST_04  C8    C3   C4   C5     0.00   0.0  0
 CF1  CONST_05  C7    C21  C5   C4     0.00   0.0  0
 CF1  CONST_06  C7    C8   C3   C4     0.00   0.0  0
 CF1  CONST_07  C12   C13  C15  C9     0.00   0.0  0
 CF1  CONST_08  C12   C11  C10  C9     0.00   0.0  0
 CF1  CONST_09  C13   C15  C9   C10    0.00   0.0  0
 CF1  CONST_10  C13   C12  C11  C10    0.00   0.0  0
 CF1  CONST_11  C15   C9   C10  C11    0.00   0.0  0
 CF1  CONST_12  C15   C13  C12  C11    0.00   0.0  0
 CF1  CONST_13  C4    C5   C21  C23  180.00   0.0  0
 CF1  CONST_14  C8    C7   C21  C23  180.00   0.0  0
 CF1  CONST_15  O1    C4   C5   C21  180.00   0.0  0
 CF1  CONST_16  N1    C7   C21  C5   180.00   0.0  0
 CF1  CONST_17  C8    C3   C4   O1   180.00   0.0  0
 CF1  CONST_18  N1    C7   C8   C3   180.00   0.0  0
 CF1  CONST_19  C13   C15  C9   N1   180.00   0.0  0
 CF1  CONST_20  C11   C10  C9   N1   180.00   0.0  0
 CF1  CONST_21  C14   C13  C15  C9   180.00   0.0  0
 CF1  CONST_22  C15   C9   C10  CL1  180.00   0.0  0
 CF1  CONST_23  C12   C11  C10  CL1  180.00   0.0  0
 CF1  CONST_24  C14   C13  C12  C11  180.00   0.0  0
 CF1  CONST_25  H8    C8   C7   C21  180.00   0.0  0
 CF1  CONST_26  H3    C3   C4   C5   180.00   0.0  0
 CF1  CONST_27  H5    C5   C4   C3   180.00   0.0  0
 CF1  CONST_28  H11   C11  C10  C9   180.00   0.0  0
 CF1  CONST_29  H15   C15  C9   C10  180.00   0.0  0
 CF1  CONST_30  H12   C12  C11  C10  180.00   0.0  0
 CF1  CONST_31  HO23  O23  C23  C21  180.00   0.0  0
 CF1  Var_01    C9    N1   C7   C21  150.44  30.0  2
 CF1  Var_02    C15   C9   N1   C7   -27.16  30.0  2
 CF1  Var_03    C5    C21  C23  O23   12.83  30.0  2
 CF1  Var_04    C3    C4   O1   C2    -1.20  30.0  2
 CF1  Var_05    F3    C14  C13  C12   45.21  30.0  2
 CF1  Var_06    H2    C2   O1   C4   -60.90  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
 CF1  plan-1  C23   0.020
 CF1  plan-1  C21   0.020
 CF1  plan-1  C5    0.020
 CF1  plan-1  C4    0.020
 CF1  plan-1  O1    0.020
 CF1  plan-1  C3    0.020
 CF1  plan-1  C8    0.020
 CF1  plan-1  C7    0.020
 CF1  plan-1  N1    0.020
 CF1  plan-1  H5    0.020
 CF1  plan-1  H3    0.020
 CF1  plan-1  H8    0.020
 CF1  plan-2  N1    0.020
 CF1  plan-2  C9    0.020
 CF1  plan-2  C10   0.020
 CF1  plan-2  CL1   0.020
 CF1  plan-2  C11   0.020
 CF1  plan-2  C12   0.020
 CF1  plan-2  C15   0.020
 CF1  plan-2  C13   0.020
 CF1  plan-2  C14   0.020
 CF1  plan-2  H11   0.020
 CF1  plan-2  H12   0.020
 CF1  plan-2  H15   0.020
 CF1  plan-3  O23   0.020
 CF1  plan-3  C23   0.020
 CF1  plan-3  O24   0.020
 CF1  plan-3  C21   0.020
 CF1  plan-3  HO23  0.020

