# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 16:04:54 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 4-{1-[2-chloro-6-(trifluoromethyl)benzoyl]-1H-indazol-3-yl}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)c2nn(C(=O)c3c(Cl)cccc3C(F)(F)F)c4ccccc24
#
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
 4F1  4F1  '4-{1-[2-chloro-6-(trifluoromethyl)benzoyl]-1H-indazol-3-yl}benzoic acid'  ligand  42  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_4F1
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
 4F1  N1   N   NR5    0  -0.448  -1.0469   1.2097  -0.0261
 4F1  C4   C   CR16   0  -0.278   3.6473  -1.7391   0.5309
 4F1  C5   C   CR16   0  -0.271   2.4443  -1.0543   0.5511
 4F1  C6   C   CR6    0   0.053   2.3511   0.2242  -0.0003
 4F1  C7   C   CR5    0   0.275   1.0747   0.9389   0.0114
 4F1  C8   C   C      0   0.449  -2.3520   0.8025  -0.1441
 4F1  C10  C   CR6    0  -0.051  -2.3751  -1.0998  -1.7449
 4F1  C13  C   CR16   0  -0.274  -3.2153  -2.8878   0.1817
 4F1  C17  C   CR16   0  -0.290  -1.1820   3.7289   0.2561
 4F1  C20  C   CR16   0  -0.334   1.6494   3.4735   0.3435
 4F1  C21  C   CR56   0  -0.132   0.8378   2.3544   0.1593
 4F1  O2   O   O      0  -0.381  -3.2804   1.5651  -0.0465
 4F1  C9   C   CR6    0   0.080  -2.5393  -0.6574  -0.4400
 4F1  C14  C   CR6    0  -0.232  -2.9684  -1.5664   0.5260
 4F1  F2   F   F      0  -0.295  -3.1618  -2.1331   2.8026
 4F1  F1   F   F      0  -0.312  -2.2532  -0.2418   2.3361
 4F1  F    F   F      0  -0.309  -4.3724  -0.5094   2.0859
 4F1  C12  C   CR16   0  -0.250  -3.0429  -3.3060  -1.1282
 4F1  C11  C   CR16   0  -0.193  -2.6226  -2.4151  -2.1001
 4F1  N    N   N      0  -0.245  -0.0487   0.2964  -0.0930
 4F1  C16  C   CR56   0   0.464  -0.5538   2.4930   0.1293
 4F1  C19  C   CR16   0  -0.256   1.0385   4.7051   0.4697
 4F1  C18  C   CR16   0  -0.254  -0.3569   4.8262   0.4202
 4F1  C3   C   CR16   0  -0.303   3.4867   0.7924  -0.5764
 4F1  C2   C   CR16   0  -0.275   4.6854   0.0972  -0.5956
 4F1  C1   C   CR6    0  -0.100   4.7863  -1.1755  -0.0408
 4F1  C    C   C      0   0.400   6.1084  -1.9352  -0.0619
 4F1  O    O   OC    -1  -0.590   7.0745  -1.3534  -0.5902
 4F1  O1   O   O      0  -0.590   6.1039  -3.0707   0.4491
 4F1  H1   H   HCR6   0   0.248   3.7071  -2.7257   0.9708
 4F1  H2   H   HCR6   0   0.252   1.5729  -1.5052   1.0092
 4F1  H3   H   HCR6   0   0.286  -3.5405  -3.6022   0.9245
 4F1  H4   H   HCR6   0   0.285  -2.2545   3.8396   0.2346
 4F1  H5   H   HCR6   0   0.267   2.7258   3.3866   0.3966
 4F1  H6   H   HCR6   0   0.288  -3.2371  -4.3358  -1.3934
 4F1  H7   H   HCR6   0   0.298  -2.4884  -2.7369  -3.1236
 4F1  H8   H   HCR6   0   0.269   1.6425   5.5905   0.6145
 4F1  H9   H   HCR6   0   0.271  -0.8041   5.8061   0.5228
 4F1  H10  H   HCR6   0   0.254   3.4324   1.7684  -1.0416
 4F1  H11  H   HCR6   0   0.249   5.5549   0.5481  -1.0543
 4F1  C15  C   CT     0   1.070  -3.1885  -1.1163   1.9413
 4F1  CL   CL  CL     0  -0.093  -1.8530   0.0174  -2.9547

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
 4F1  O1   C    deloc     1.245  0.020  1.245
 4F1  O    C    deloc     1.245  0.020  1.245
 4F1  C    C1   single    1.525  0.020  1.525
 4F1  C1   C4   aromatic  1.394  0.020  1.394
 4F1  C1   C2   aromatic  1.392  0.020  1.392
 4F1  C4   C5   aromatic  1.384  0.020  1.384
 4F1  C2   C3   aromatic  1.386  0.020  1.386
 4F1  C5   C6   aromatic  1.396  0.020  1.396
 4F1  C3   C6   aromatic  1.394  0.020  1.394
 4F1  C6   C7   single    1.463  0.020  1.463
 4F1  C12  C11  aromatic  1.384  0.020  1.384
 4F1  C12  C13  aromatic  1.386  0.020  1.386
 4F1  C11  C10  aromatic  1.385  0.020  1.385
 4F1  C7   N    aromatic  1.298  0.020  1.298
 4F1  C7   C21  aromatic  1.443  0.020  1.443
 4F1  C13  C14  aromatic  1.388  0.020  1.388
 4F1  N    N1   aromatic  1.355  0.020  1.355
 4F1  F    C15  single    1.338  0.020  1.338
 4F1  C10  CL   single    1.728  0.020  1.728
 4F1  C10  C9   aromatic  1.388  0.020  1.388
 4F1  C14  C9   aromatic  1.394  0.020  1.394
 4F1  C14  C15  single    1.501  0.020  1.501
 4F1  C9   C8   single    1.501  0.020  1.501
 4F1  C21  C20  aromatic  1.395  0.020  1.395
 4F1  C21  C16  aromatic  1.399  0.020  1.399
 4F1  C15  F2   single    1.333  0.020  1.333
 4F1  C15  F1   single    1.340  0.020  1.340
 4F1  N1   C8   single    1.372  0.020  1.372
 4F1  N1   C16  aromatic  1.383  0.020  1.383
 4F1  C20  C19  aromatic  1.381  0.020  1.381
 4F1  C8   O2   double    1.205  0.020  1.205
 4F1  C16  C17  aromatic  1.392  0.020  1.392
 4F1  C19  C18  aromatic  1.402  0.020  1.402
 4F1  C17  C18  aromatic  1.383  0.020  1.383
 4F1  C4   H1   single    0.930  0.020  1.080
 4F1  C5   H2   single    0.930  0.020  1.080
 4F1  C13  H3   single    0.930  0.020  1.080
 4F1  C17  H4   single    0.930  0.020  1.080
 4F1  C20  H5   single    0.930  0.020  1.080
 4F1  C12  H6   single    0.930  0.020  1.080
 4F1  C11  H7   single    0.930  0.020  1.080
 4F1  C19  H8   single    0.930  0.020  1.080
 4F1  C18  H9   single    0.930  0.020  1.080
 4F1  C3   H10  single    0.930  0.020  1.080
 4F1  C2   H11  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
 4F1  C16  N1   N    111.61  3.000
 4F1  C16  N1   C8   128.60  3.000
 4F1  N    N1   C8   119.76  3.000
 4F1  H1   C4   C1   119.37  3.000
 4F1  H1   C4   C5   119.55  3.000
 4F1  C1   C4   C5   121.08  3.000
 4F1  H2   C5   C6   119.67  3.000
 4F1  H2   C5   C4   119.97  3.000
 4F1  C6   C5   C4   120.36  3.000
 4F1  C3   C6   C7   120.99  3.000
 4F1  C7   C6   C5   120.17  3.000
 4F1  C3   C6   C5   118.83  3.000
 4F1  N    C7   C21  110.59  3.000
 4F1  C21  C7   C6   128.56  3.000
 4F1  N    C7   C6   120.83  3.000
 4F1  C9   C8   O2   122.35  3.000
 4F1  O2   C8   N1   122.53  3.000
 4F1  C9   C8   N1   115.10  3.000
 4F1  CL   C10  C11  119.25  3.000
 4F1  CL   C10  C9   119.22  3.000
 4F1  C11  C10  C9   121.53  3.000
 4F1  H3   C13  C12  119.19  3.000
 4F1  H3   C13  C14  120.83  3.000
 4F1  C12  C13  C14  119.98  3.000
 4F1  H4   C17  C18  120.95  3.000
 4F1  H4   C17  C16  122.56  3.000
 4F1  C18  C17  C16  116.49  3.000
 4F1  H5   C20  C19  120.51  3.000
 4F1  H5   C20  C21  121.43  3.000
 4F1  C19  C20  C21  118.06  3.000
 4F1  C16  C21  C20  120.15  3.000
 4F1  C16  C21  C7   104.97  3.000
 4F1  C20  C21  C7   134.85  3.000
 4F1  C14  C9   C10  118.70  3.000
 4F1  C14  C9   C8   122.40  3.000
 4F1  C10  C9   C8   118.73  3.000
 4F1  C9   C14  C15  120.19  3.000
 4F1  C15  C14  C13  119.55  3.000
 4F1  C9   C14  C13  120.25  3.000
 4F1  H6   C12  C11  119.71  3.000
 4F1  H6   C12  C13  119.80  3.000
 4F1  C11  C12  C13  120.49  3.000
 4F1  H7   C11  C12  120.72  3.000
 4F1  H7   C11  C10  120.22  3.000
 4F1  C12  C11  C10  119.06  3.000
 4F1  C7   N    N1   107.45  3.000
 4F1  C21  C16  C17  122.34  3.000
 4F1  C17  C16  N1   132.29  3.000
 4F1  C21  C16  N1   105.37  3.000
 4F1  H8   C19  C18  119.35  3.000
 4F1  H8   C19  C20  119.69  3.000
 4F1  C18  C19  C20  120.96  3.000
 4F1  H9   C18  C19  119.11  3.000
 4F1  H9   C18  C17  118.90  3.000
 4F1  C19  C18  C17  121.99  3.000
 4F1  H10  C3   C2   119.32  3.000
 4F1  H10  C3   C6   120.27  3.000
 4F1  C2   C3   C6   120.38  3.000
 4F1  H11  C2   C1   119.47  3.000
 4F1  H11  C2   C3   119.48  3.000
 4F1  C1   C2   C3   121.05  3.000
 4F1  C    C1   C2   120.85  3.000
 4F1  C2   C1   C4   118.30  3.000
 4F1  C    C1   C4   120.85  3.000
 4F1  O1   C    O    127.08  3.000
 4F1  O    C    C1   116.47  3.000
 4F1  O1   C    C1   116.45  3.000
 4F1  F    C15  F1   106.84  3.000
 4F1  F1   C15  F2   107.07  3.000
 4F1  F    C15  F2   107.09  3.000
 4F1  F1   C15  C14  111.78  3.000
 4F1  F2   C15  C14  112.18  3.000
 4F1  F    C15  C14  111.56  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
 4F1  CONST_01  C6   C7   N    N1   180.00   0.0  0
 4F1  CONST_02  C21  C7   N    N1     0.00   0.0  0
 4F1  CONST_03  C7   C21  C16  N1     0.00   0.0  0
 4F1  CONST_04  C20  C21  C16  N1   180.00   0.0  0
 4F1  CONST_05  C18  C17  C16  N1   180.00   0.0  0
 4F1  CONST_06  C3   C2   C1   C4     0.00   0.0  0
 4F1  CONST_07  C3   C6   C5   C4     0.00   0.0  0
 4F1  CONST_08  C7   C6   C5   C4   180.00   0.0  0
 4F1  CONST_09  C2   C1   C4   C5     0.00   0.0  0
 4F1  CONST_10  C2   C3   C6   C5     0.00   0.0  0
 4F1  CONST_13  C1   C4   C5   C6     0.00   0.0  0
 4F1  CONST_14  C1   C2   C3   C6     0.00   0.0  0
 4F1  CONST_15  C20  C21  C7   C6     0.00   0.0  0
 4F1  CONST_16  C16  C21  C7   C6   180.00   0.0  0
 4F1  CONST_17  C2   C3   C6   C7   180.00   0.0  0
 4F1  CONST_18  C16  N1   N    C7     0.00   0.0  0
 4F1  CONST_19  C19  C20  C21  C7   180.00   0.0  0
 4F1  CONST_20  C17  C16  C21  C7   180.00   0.0  0
 4F1  CONST_21  C13  C12  C11  C10    0.00   0.0  0
 4F1  CONST_22  C13  C14  C9   C10    0.00   0.0  0
 4F1  CONST_23  C20  C21  C16  C17    0.00   0.0  0
 4F1  CONST_24  N    N1   C16  C17  180.00   0.0  0
 4F1  CONST_25  C20  C19  C18  C17    0.00   0.0  0
 4F1  CONST_26  N    C7   C21  C20  180.00   0.0  0
 4F1  CONST_28  C18  C19  C20  C21    0.00   0.0  0
 4F1  CONST_29  N    N1   C16  C21    0.00   0.0  0
 4F1  CONST_30  C18  C17  C16  C21    0.00   0.0  0
 4F1  CONST_31  C12  C11  C10  C9     0.00   0.0  0
 4F1  CONST_32  C12  C13  C14  C9     0.00   0.0  0
 4F1  CONST_33  C11  C12  C13  C14    0.00   0.0  0
 4F1  CONST_34  C11  C10  C9   C14    0.00   0.0  0
 4F1  CONST_36  C16  C21  C7   N      0.00   0.0  0
 4F1  CONST_37  C19  C20  C21  C16    0.00   0.0  0
 4F1  CONST_38  C19  C18  C17  C16    0.00   0.0  0
 4F1  CONST_39  C    C1   C4   C5   180.00   0.0  0
 4F1  CONST_40  C8   N1   N    C7   180.00   0.0  0
 4F1  CONST_41  C11  C10  C9   C8   180.00   0.0  0
 4F1  CONST_42  C13  C14  C9   C8   180.00   0.0  0
 4F1  CONST_43  C21  C16  N1   C8   180.00   0.0  0
 4F1  CONST_44  C17  C16  N1   C8     0.00   0.0  0
 4F1  CONST_45  C15  C14  C9   C10  180.00   0.0  0
 4F1  CONST_46  C12  C13  C14  C15  180.00   0.0  0
 4F1  CONST_47  CL   C10  C9   C14  180.00   0.0  0
 4F1  CONST_48  CL   C10  C11  C12  180.00   0.0  0
 4F1  CONST_49  C    C1   C2   C3   180.00   0.0  0
 4F1  CONST_50  N    N1   C8   C9     0.00   0.0  0
 4F1  CONST_51  C16  N1   C8   C9   180.00   0.0  0
 4F1  CONST_52  H4   C17  C16  N1     0.00   0.0  0
 4F1  CONST_53  H11  C2   C1   C4   180.00   0.0  0
 4F1  CONST_54  H10  C3   C6   C5   180.00   0.0  0
 4F1  CONST_55  H1   C4   C5   C6   180.00   0.0  0
 4F1  CONST_56  H2   C5   C6   C7     0.00   0.0  0
 4F1  CONST_57  H5   C20  C21  C7     0.00   0.0  0
 4F1  CONST_58  H6   C12  C11  C10  180.00   0.0  0
 4F1  CONST_59  H7   C11  C12  C13  180.00   0.0  0
 4F1  CONST_60  H8   C19  C18  C17  180.00   0.0  0
 4F1  CONST_61  H9   C18  C19  C20  180.00   0.0  0
 4F1  CONST_62  H3   C13  C14  C9   180.00   0.0  0
 4F1  CONST_63  N    N1   C8   O2   180.00   0.0  0
 4F1  CONST_64  C16  N1   C8   O2     0.00   0.0  0
 4F1  Var_01    C10  C9   C8   N1   -79.78  30.0  1
 4F1  Var_02    O1   C    C1   C4     0.28  30.0  3
 4F1  Var_03    F    C15  C14  C13  -98.54  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
 4F1  plan-1  C8   0.020
 4F1  plan-1  C10  0.020
 4F1  plan-1  C13  0.020
 4F1  plan-1  C9   0.020
 4F1  plan-1  C14  0.020
 4F1  plan-1  C12  0.020
 4F1  plan-1  C11  0.020
 4F1  plan-1  H3   0.020
 4F1  plan-1  H6   0.020
 4F1  plan-1  H7   0.020
 4F1  plan-1  C15  0.020
 4F1  plan-1  CL   0.020
 4F1  plan-2  C4   0.020
 4F1  plan-2  C5   0.020
 4F1  plan-2  C6   0.020
 4F1  plan-2  C7   0.020
 4F1  plan-2  C3   0.020
 4F1  plan-2  C2   0.020
 4F1  plan-2  C1   0.020
 4F1  plan-2  C    0.020
 4F1  plan-2  H1   0.020
 4F1  plan-2  H2   0.020
 4F1  plan-2  H10  0.020
 4F1  plan-2  H11  0.020
 4F1  plan-3  N1   0.020
 4F1  plan-3  C6   0.020
 4F1  plan-3  C7   0.020
 4F1  plan-3  C8   0.020
 4F1  plan-3  C17  0.020
 4F1  plan-3  C20  0.020
 4F1  plan-3  C21  0.020
 4F1  plan-3  O2   0.020
 4F1  plan-3  C9   0.020
 4F1  plan-3  N    0.020
 4F1  plan-3  C16  0.020
 4F1  plan-3  C19  0.020
 4F1  plan-3  C18  0.020
 4F1  plan-3  H4   0.020
 4F1  plan-3  H5   0.020
 4F1  plan-3  H8   0.020
 4F1  plan-3  H9   0.020
 4F1  plan-4  C1   0.020
 4F1  plan-4  C    0.020
 4F1  plan-4  O    0.020
 4F1  plan-4  O1   0.020

