# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 01:58:31 2022
#   Inital geometry file: a 70 line input string
#   Ligand name: 1-phenyl-5-(trifluoromethyl)pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cnn(c2ccccc2)c1C(F)(F)F
#
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
 0IM  0IM  "1-phenyl-5-(trifluoromethyl)pyrazole-4-carboxylic acid"  ligand  24  18  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0IM
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
 0IM  C03  C  CR16   0  -0.258  -45.8310  3.0638  1.5578
 0IM  C04  C  CR16   0  -0.264  -46.2457  3.8552  2.6186
 0IM  C05  C  CR6    0   0.309  -45.3003  4.5560  3.3525
 0IM  C08  C  CR5    0   0.138  -46.5616  6.3846  4.5618
 0IM  C10  C  CR15   0  -0.054  -45.8051  5.7954  6.5273
 0IM  C01  C  CR16   0  -0.256  -43.5426  3.6577  1.9973
 0IM  C02  C  CR16   0  -0.244  -44.4813  2.9628  1.2463
 0IM  C06  C  CR16   0  -0.265  -43.9493  4.4608  3.0527
 0IM  C09  C  CR5    0  -0.348  -46.6650  6.7114  5.8997
 0IM  C12  C  C      0   0.368  -47.5092  7.7472  6.6071
 0IM  C15  C  CT     0   1.075  -47.1606  7.0815  3.3849
 0IM  F16  F  F      0  -0.308  -46.5801  6.7223  2.2322
 0IM  F17  F  F      0  -0.300  -47.0139  8.4025  3.4766
 0IM  F18  F  F      0  -0.311  -48.4656  6.8255  3.2519
 0IM  N07  N  NR5    0  -0.454  -45.7008  5.3357  4.4707
 0IM  N11  N  N      0  -0.265  -45.2416  4.9755  5.6669
 0IM  O13  O  OC    -1  -0.586  -47.2080  7.9445  7.7988
 0IM  O14  O  O      0  -0.583  -48.4234  8.2740  5.9503
 0IM  H1   H  HCR6   0   0.265  -46.5648  2.5164  0.9814
 0IM  H2   H  HCR6   0   0.277  -47.2949  3.9160  2.8790
 0IM  H3   H  HCR5   0   0.266  -45.5943  5.7077  7.5819
 0IM  H4   H  HCR6   0   0.265  -42.4899  3.5798  1.7597
 0IM  H5   H  HCR6   0   0.263  -44.1612  2.3396  0.4218
 0IM  H6   H  HCR6   0   0.272  -43.2240  5.0105  3.6382

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
 0IM  C02  C03  aromatic  1.389  0.020  1.389
 0IM  C02  C01  aromatic  1.388  0.020  1.388
 0IM  C03  C04  aromatic  1.387  0.020  1.387
 0IM  C01  C06  aromatic  1.387  0.020  1.387
 0IM  F16  C15  single    1.340  0.020  1.340
 0IM  C04  C05  aromatic  1.387  0.020  1.387
 0IM  C06  C05  aromatic  1.387  0.020  1.387
 0IM  F18  C15  single    1.336  0.020  1.336
 0IM  C15  F17  single    1.332  0.020  1.332
 0IM  C15  C08  single    1.493  0.020  1.493
 0IM  C05  N07  single    1.421  0.020  1.421
 0IM  N07  C08  aromatic  1.360  0.020  1.360
 0IM  N07  N11  aromatic  1.331  0.020  1.331
 0IM  C08  C09  aromatic  1.381  0.020  1.381
 0IM  O14  C12  deloc     1.243  0.020  1.243
 0IM  N11  C10  aromatic  1.315  0.020  1.315
 0IM  C09  C12  single    1.512  0.020  1.512
 0IM  C09  C10  aromatic  1.404  0.020  1.404
 0IM  C12  O13  deloc     1.245  0.020  1.245
 0IM  C03  H1   single    0.930  0.020  1.080
 0IM  C04  H2   single    0.930  0.020  1.080
 0IM  C10  H3   single    0.930  0.020  1.080
 0IM  C01  H4   single    0.930  0.020  1.080
 0IM  C02  H5   single    0.930  0.020  1.080
 0IM  C06  H6   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
 0IM  H1   C03  C02  120.19  3.000
 0IM  H1   C03  C04  119.57  3.000
 0IM  C02  C03  C04  120.24  3.000
 0IM  H2   C04  C05  120.32  3.000
 0IM  H2   C04  C03  120.38  3.000
 0IM  C05  C04  C03  119.29  3.000
 0IM  N07  C05  C06  118.83  3.000
 0IM  N07  C05  C04  120.11  3.000
 0IM  C06  C05  C04  120.99  3.000
 0IM  N07  C08  C15  124.13  3.000
 0IM  N07  C08  C09  107.14  3.000
 0IM  C15  C08  C09  128.54  3.000
 0IM  H3   C10  N11  120.33  3.000
 0IM  H3   C10  C09  127.54  3.000
 0IM  N11  C10  C09  112.12  3.000
 0IM  H4   C01  C06  119.60  3.000
 0IM  H4   C01  C02  120.20  3.000
 0IM  C06  C01  C02  120.20  3.000
 0IM  H5   C02  C01  120.03  3.000
 0IM  H5   C02  C03  120.02  3.000
 0IM  C01  C02  C03  119.96  3.000
 0IM  H6   C06  C01  120.61  3.000
 0IM  H6   C06  C05  120.07  3.000
 0IM  C01  C06  C05  119.32  3.000
 0IM  C12  C09  C10  125.43  3.000
 0IM  C10  C09  C08  103.46  3.000
 0IM  C12  C09  C08  131.08  3.000
 0IM  O14  C12  O13  128.07  3.000
 0IM  O13  C12  C09  114.92  3.000
 0IM  O14  C12  C09  116.99  3.000
 0IM  F18  C15  F17  107.72  3.000
 0IM  F17  C15  F16  106.10  3.000
 0IM  F18  C15  F16  106.63  3.000
 0IM  F17  C15  C08  111.37  3.000
 0IM  F18  C15  C08  112.38  3.000
 0IM  F16  C15  C08  112.28  3.000
 0IM  N11  N07  C08  111.53  3.000
 0IM  N11  N07  C05  117.49  3.000
 0IM  C08  N07  C05  130.87  3.000
 0IM  N07  N11  C10  105.75  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
 0IM  CONST_01  C06  C01  C02  C03     0.00   0.0  0
 0IM  CONST_02  C06  C05  C04  C03     0.00   0.0  0
 0IM  CONST_03  N07  C05  C04  C03   180.00   0.0  0
 0IM  CONST_04  C01  C02  C03  C04     0.00   0.0  0
 0IM  CONST_05  C01  C06  C05  C04     0.00   0.0  0
 0IM  CONST_08  C02  C03  C04  C05     0.00   0.0  0
 0IM  CONST_09  C02  C01  C06  C05     0.00   0.0  0
 0IM  CONST_10  C09  C08  N07  C05   180.00   0.0  0
 0IM  CONST_11  C10  N11  N07  C05   180.00   0.0  0
 0IM  CONST_13  C10  N11  N07  C08     0.00   0.0  0
 0IM  CONST_14  N11  C10  C09  C08     0.00   0.0  0
 0IM  CONST_15  N07  C08  C09  C10     0.00   0.0  0
 0IM  CONST_16  N07  C05  C06  C01   180.00   0.0  0
 0IM  CONST_18  N11  N07  C08  C09     0.00   0.0  0
 0IM  CONST_19  N07  N11  C10  C09     0.00   0.0  0
 0IM  CONST_20  C15  C08  N07  C05     0.00   0.0  0
 0IM  CONST_21  C15  C08  C09  C10   180.00   0.0  0
 0IM  CONST_22  N07  C08  C09  C12   180.00   0.0  0
 0IM  CONST_23  N11  C10  C09  C12   180.00   0.0  0
 0IM  CONST_24  N11  N07  C08  C15   180.00   0.0  0
 0IM  CONST_25  H4   C01  C02  C03   180.00   0.0  0
 0IM  CONST_26  H5   C02  C03  C04   180.00   0.0  0
 0IM  CONST_27  H6   C06  C05  C04   180.00   0.0  0
 0IM  CONST_28  H1   C03  C04  C05   180.00   0.0  0
 0IM  CONST_29  H4   C01  C06  C05   180.00   0.0  0
 0IM  CONST_30  H3   C10  C09  C08   180.00   0.0  0
 0IM  CONST_31  H1   C03  C02  C01   180.00   0.0  0
 0IM  CONST_32  H2   C04  C03  C02   180.00   0.0  0
 0IM  CONST_33  H6   C06  C01  C02   180.00   0.0  0
 0IM  CONST_34  H5   C02  C01  C06   180.00   0.0  0
 0IM  CONST_35  H2   C04  C05  C06   180.00   0.0  0
 0IM  CONST_36  H2   C04  C05  N07     0.00   0.0  0
 0IM  CONST_37  H6   C06  C05  N07     0.00   0.0  0
 0IM  CONST_38  H3   C10  N11  N07   180.00   0.0  0
 0IM  Var_01    O14  C12  C09  C08    12.87  30.0  2
 0IM  Var_02    O13  C12  C09  C08  -168.47  30.0  2
 0IM  Var_03    O14  C12  C09  C10  -164.56  30.0  2
 0IM  Var_04    O13  C12  C09  C10    14.10  30.0  2
 0IM  Var_05    F16  C15  C08  C09   163.27  30.0  2
 0IM  Var_06    F18  C15  C08  C09   -76.52  30.0  2
 0IM  Var_07    F17  C15  C08  C09    44.44  30.0  2
 0IM  Var_08    N07  C08  C15  F16   -11.14  30.0  2
 0IM  Var_09    N07  C08  C15  F17  -129.97  30.0  2
 0IM  Var_10    N07  C08  C15  F18   109.07  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
 0IM  plan-1  C05  0.020
 0IM  plan-1  C08  0.020
 0IM  plan-1  C10  0.020
 0IM  plan-1  C09  0.020
 0IM  plan-1  C12  0.020
 0IM  plan-1  C15  0.020
 0IM  plan-1  N07  0.020
 0IM  plan-1  N11  0.020
 0IM  plan-1  H3   0.020
 0IM  plan-2  C03  0.020
 0IM  plan-2  C04  0.020
 0IM  plan-2  C05  0.020
 0IM  plan-2  C01  0.020
 0IM  plan-2  C02  0.020
 0IM  plan-2  C06  0.020
 0IM  plan-2  N07  0.020
 0IM  plan-2  H1   0.020
 0IM  plan-2  H2   0.020
 0IM  plan-2  H4   0.020
 0IM  plan-2  H5   0.020
 0IM  plan-2  H6   0.020
 0IM  plan-3  C09  0.020
 0IM  plan-3  C12  0.020
 0IM  plan-3  O13  0.020
 0IM  plan-3  O14  0.020

