# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 10:59:44 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  33  23  .  2021-08-07  2021-08-07  
;
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   OC    -1  -0.565  -2.9413   2.6466   2.6628
 CF1  C23  C   C      0   0.456  -2.0391   2.3976   1.8517
 CF1  O24  O   O      0  -0.597  -0.9295   2.9883   1.7889
 CF1  C21  C   CR6    0  -0.198  -2.2989   1.2999   0.8260
 CF1  C5   C   CR16   0  -0.386  -3.5876   0.7948   0.7224
 CF1  C4   C   CR6    0   0.380  -3.9326  -0.1728  -0.2149
 CF1  O1   O   O2     0  -0.479  -5.2190  -0.5936  -0.2089
 CF1  C2   C   CH3    0  -0.434  -5.6103  -1.5507  -1.1690
 CF1  C3   C   CR16   0  -0.379  -2.9555  -0.6309  -1.0915
 CF1  C8   C   CR16   0  -0.319  -1.6631  -0.1345  -1.0043
 CF1  C7   C   CR6    0   0.317  -1.3004   0.8082  -0.0436
 CF1  N1   N   NH1    0  -0.809  -0.0151   1.3321   0.0315
 CF1  C9   C   C      0   0.445   1.1643   0.6787  -0.2027
 CF1  C10  C   C      0  -0.151   2.3534   1.4218  -0.3341
 CF1  CL1  CL  CL     0  -0.112   2.2825   3.1479  -0.2151
 CF1  C11  C   C1     0  -0.193   3.5749   0.8210  -0.5604
 CF1  C12  C   C1     0  -0.338   3.6688  -0.5579  -0.6782
 CF1  C15  C   C1     0  -0.367   1.2888  -0.7115  -0.2939
 CF1  C13  C   C      0  -0.167   2.5145  -1.3134  -0.5412
 CF1  C14  C   CT     0   1.048   2.5540  -2.8075  -0.6249
 CF1  F1   F   F      0  -0.302   3.7588  -3.2723  -0.9662
 CF1  F3   F   F      0  -0.315   2.2316  -3.3800   0.5451
 CF1  F2   F   F      0  -0.314   1.6820  -3.2781  -1.5285
 CF1  H5   H   HCR6   0   0.254  -4.3478   1.1700   1.3957
 CF1  H2   H   HCH3   0   0.223  -5.4901  -1.1803  -2.1913
 CF1  H2A  H   HCH3   0   0.224  -5.0523  -2.4863  -1.0694
 CF1  H2B  H   HCH3   0   0.256  -6.6642  -1.7547  -0.9944
 CF1  H3   H   HCR6   0   0.278  -3.1723  -1.3626  -1.8582
 CF1  H8   H   HCR6   0   0.276  -0.9354  -0.4851  -1.7242
 CF1  HN1  H   HNH1   0   0.412  -0.0099   2.1647   0.6429
 CF1  H11  H   H      0   0.285   4.4617   1.4319  -0.6587
 CF1  H12  H   H      0   0.272   4.6311  -1.0071  -0.8748
 CF1  H15  H   H      0   0.297   0.4092  -1.3243  -0.1513

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  deloc     1.239  0.020  1.239
 CF1  O24  C23  deloc     1.259  0.020  1.259
 CF1  C23  C21  single    1.525  0.020  1.525
 CF1  C5   C21  aromatic  1.388  0.020  1.388
 CF1  C21  C7   aromatic  1.412  0.020  1.412
 CF1  C5   C4   aromatic  1.391  0.020  1.391
 CF1  C5   H5   single    0.930  0.020  1.080
 CF1  O1   C4   single    1.353  0.020  1.353
 CF1  C4   C3   aromatic  1.390  0.020  1.390
 CF1  O1   C2   single    1.411  0.020  1.411
 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  1.387  0.020  1.387
 CF1  C3   H3   single    0.930  0.020  1.080
 CF1  C7   C8   aromatic  1.394  0.020  1.394
 CF1  C8   H8   single    0.930  0.020  1.080
 CF1  C7   N1   single    1.390  0.020  1.390
 CF1  N1   C9   single    1.369  0.020  1.369
 CF1  N1   HN1  single    0.890  0.020  1.040
 CF1  C9   C15  aromatic  1.399  0.020  1.399
 CF1  C9   C10  aromatic  1.408  0.020  1.408
 CF1  CL1  C10  single    1.732  0.020  1.732
 CF1  C10  C11  aromatic  1.380  0.020  1.380
 CF1  C11  C12  aromatic  1.387  0.020  1.387
 CF1  C11  H11  single    0.930  0.020  1.080
 CF1  C13  C12  aromatic  1.386  0.020  1.386
 CF1  C12  H12  single    0.930  0.020  1.080
 CF1  C15  C13  aromatic  1.388  0.020  1.388
 CF1  C15  H15  single    0.930  0.020  1.080
 CF1  C13  C14  single    1.497  0.020  1.497
 CF1  F3   C14  single    1.342  0.020  1.342
 CF1  F2   C14  single    1.341  0.020  1.341
 CF1  C14  F1   single    1.336  0.020  1.336

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  C21  C23  O24  117.04  3.000
 CF1  C21  C23  O23  117.46  3.000
 CF1  O24  C23  O23  125.49  3.000
 CF1  C7   C21  C5   118.93  3.000
 CF1  C7   C21  C23  122.98  3.000
 CF1  C5   C21  C23  118.06  3.000
 CF1  H5   C5   C4   119.08  3.000
 CF1  H5   C5   C21  118.65  3.000
 CF1  C4   C5   C21  122.27  3.000
 CF1  C3   C4   O1   124.63  3.000
 CF1  C3   C4   C5   118.67  3.000
 CF1  O1   C4   C5   116.69  3.000
 CF1  C2   O1   C4   118.13  3.000
 CF1  H2B  C2   H2A  108.62  3.000
 CF1  H2B  C2   H2   108.66  3.000
 CF1  H2A  C2   H2   108.58  3.000
 CF1  H2B  C2   O1   106.66  3.000
 CF1  H2A  C2   O1   112.13  3.000
 CF1  H2   C2   O1   112.07  3.000
 CF1  H3   C3   C8   118.25  3.000
 CF1  H3   C3   C4   121.93  3.000
 CF1  C8   C3   C4   119.82  3.000
 CF1  H8   C8   C7   120.17  3.000
 CF1  H8   C8   C3   117.96  3.000
 CF1  C7   C8   C3   121.85  3.000
 CF1  N1   C7   C8   122.19  3.000
 CF1  N1   C7   C21  119.28  3.000
 CF1  C8   C7   C21  118.41  3.000
 CF1  HN1  N1   C9   118.80  3.000
 CF1  HN1  N1   C7   109.91  3.000
 CF1  C9   N1   C7   127.42  3.000
 CF1  C15  C9   C10  116.31  3.000
 CF1  C10  C9   N1   119.45  3.000
 CF1  C15  C9   N1   124.23  3.000
 CF1  C11  C10  CL1  118.79  3.000
 CF1  C11  C10  C9   122.20  3.000
 CF1  CL1  C10  C9   119.01  3.000
 CF1  H11  C11  C12  119.90  3.000
 CF1  H11  C11  C10  119.66  3.000
 CF1  C12  C11  C10  120.44  3.000
 CF1  H12  C12  C13  122.22  3.000
 CF1  H12  C12  C11  119.29  3.000
 CF1  C13  C12  C11  118.49  3.000
 CF1  H15  C15  C13  119.74  3.000
 CF1  H15  C15  C9   118.83  3.000
 CF1  C13  C15  C9   121.42  3.000
 CF1  C14  C13  C15  117.79  3.000
 CF1  C14  C13  C12  121.09  3.000
 CF1  C15  C13  C12  121.11  3.000
 CF1  F2   C14  F3   106.35  3.000
 CF1  F2   C14  F1   106.99  3.000
 CF1  F3   C14  F1   106.92  3.000
 CF1  F1   C14  C13  112.67  3.000
 CF1  F2   C14  C13  111.76  3.000
 CF1  F3   C14  C13  111.76  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  Var_01    C9   N1   C7   C21  147.41  30.0  2
 CF1  Var_02    C15  C9   N1   C7   -13.83  30.0  2
 CF1  Var_03    C5   C21  C23  O23    9.93  30.0  2
 CF1  Var_04    C3   C4   O1   C2    -0.96  30.0  2
 CF1  Var_05    F3   C14  C13  C12  114.30  30.0  2
 CF1  Var_06    H2   C2   O1   C4   -61.42  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

