# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 05:54:37 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 2-[3-(4-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl]-1,3-thiazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1csc(n1)n2nc(cc2C(F)(F)F)c3ccc(F)cc3
#
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
 9Y1  9Y1  '2-[3-(4-fluorophenyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl]-1,3-thiazole-4-carboxylic acid'  ligand  30  24  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_9Y1
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
 9Y1  C11  C  CR6    0   0.522  -5.6628   1.2901   0.1740
 9Y1  C13  C  CR16   0  -0.394  -4.5813   2.1473   0.2584
 9Y1  C14  C  CR16   0  -0.266  -3.3047   1.6135   0.2110
 9Y1  N15  N  N      0  -0.277  -0.6903   0.4306   0.2162
 9Y1  C17  C  CR5    0   0.224   1.6486   0.1628   0.2319
 9Y1  C19  C  CR5    0   0.152   3.3275   1.5145  -0.1248
 9Y1  C20  C  C      0   0.376   4.0535   2.6492  -0.8230
 9Y1  C23  C  CR15   0  -0.508   3.8636   0.7752   0.8879
 9Y1  F01  F  F      0  -0.291   0.2956  -3.8309  -0.8798
 9Y1  F03  F  F      0  -0.307   1.5132  -3.1731   0.7682
 9Y1  F04  F  F      0  -0.304   1.9142  -2.4445  -1.2151
 9Y1  C05  C  CR5    0   0.158  -0.0163  -1.6558  -0.1579
 9Y1  C06  C  CR15   0  -0.549  -1.3795  -1.6656  -0.2108
 9Y1  C07  C  CR5    0   0.320  -1.7552  -0.3244   0.0303
 9Y1  C08  C  CR6    0   0.044  -3.1059   0.2379   0.0810
 9Y1  C09  C  CR16   0  -0.310  -4.2211  -0.5942  -0.0005
 9Y1  C10  C  CR16   0  -0.393  -5.5055  -0.0756   0.0444
 9Y1  F12  F  F      0  -0.311  -6.9022   1.8003   0.2167
 9Y1  N16  N  NR5    0  -0.431   0.3617  -0.3757   0.1033
 9Y1  N18  N  N      0  -0.350   2.0617   1.1462  -0.4845
 9Y1  O21  O  OC    -1  -0.586   3.4268   3.2359  -1.7180
 9Y1  O22  O  O      0  -0.589   5.2083   2.8704  -0.4164
 9Y1  S24  S  S2     0   0.264   2.7508  -0.3997   1.4307
 9Y1  H1   H  HCR6   0   0.285  -4.7316   3.2144   0.3558
 9Y1  H2   H  HCR6   0   0.269  -2.4554   2.2803   0.2726
 9Y1  H3   H  HCR5   0   0.311   4.8454   0.8578   1.3254
 9Y1  H4   H  HCR5   0   0.301  -2.0158  -2.5119  -0.4085
 9Y1  H5   H  HCR6   0   0.267  -4.1012  -1.6652  -0.0965
 9Y1  H6   H  HCR6   0   0.285  -6.3667  -0.7269  -0.0201
 9Y1  C02  C  CT     0   1.089   0.9332  -2.7800  -0.3721

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
 9Y1  O22  C20  deloc     1.244  0.020  1.244
 9Y1  O21  C20  deloc     1.240  0.020  1.240
 9Y1  C20  C19  single    1.517  0.020  1.517
 9Y1  C19  C23  aromatic  1.364  0.020  1.364
 9Y1  C19  N18  aromatic  1.366  0.020  1.366
 9Y1  C23  S24  aromatic  1.707  0.020  1.707
 9Y1  N18  C17  aromatic  1.285  0.020  1.285
 9Y1  S24  C17  aromatic  1.723  0.020  1.723
 9Y1  C17  N16  single    1.401  0.020  1.401
 9Y1  N15  N16  aromatic  1.330  0.020  1.330
 9Y1  N15  C07  aromatic  1.318  0.020  1.318
 9Y1  N16  C05  aromatic  1.360  0.020  1.360
 9Y1  C09  C10  aromatic  1.386  0.020  1.386
 9Y1  C09  C08  aromatic  1.394  0.020  1.394
 9Y1  C10  C11  aromatic  1.381  0.020  1.381
 9Y1  F01  C02  single    1.330  0.020  1.330
 9Y1  C07  C08  single    1.464  0.020  1.464
 9Y1  C07  C06  aromatic  1.414  0.020  1.414
 9Y1  C08  C14  aromatic  1.396  0.020  1.396
 9Y1  C11  F12  single    1.341  0.020  1.341
 9Y1  C11  C13  aromatic  1.383  0.020  1.383
 9Y1  C05  C06  aromatic  1.364  0.020  1.364
 9Y1  C05  C02  single    1.487  0.020  1.487
 9Y1  C14  C13  aromatic  1.385  0.020  1.385
 9Y1  C02  F04  single    1.336  0.020  1.336
 9Y1  C02  F03  single    1.338  0.020  1.338
 9Y1  C13  H1   single    0.930  0.020  1.080
 9Y1  C14  H2   single    0.930  0.020  1.080
 9Y1  C23  H3   single    0.930  0.020  1.080
 9Y1  C06  H4   single    0.930  0.020  1.080
 9Y1  C09  H5   single    0.930  0.020  1.080
 9Y1  C10  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
 9Y1  F12  C11  C10  118.98  3.000
 9Y1  F12  C11  C13  119.03  3.000
 9Y1  C10  C11  C13  122.00  3.000
 9Y1  H1   C13  C14  120.76  3.000
 9Y1  H1   C13  C11  120.55  3.000
 9Y1  C14  C13  C11  118.69  3.000
 9Y1  H2   C14  C08  120.07  3.000
 9Y1  H2   C14  C13  118.97  3.000
 9Y1  C08  C14  C13  120.96  3.000
 9Y1  N16  N15  C07  106.24  3.000
 9Y1  S24  C17  N18  115.60  3.000
 9Y1  S24  C17  N16  121.74  3.000
 9Y1  N18  C17  N16  122.57  3.000
 9Y1  N18  C19  C23  114.43  3.000
 9Y1  N18  C19  C20  121.58  3.000
 9Y1  C23  C19  C20  123.99  3.000
 9Y1  O22  C20  O21  128.38  3.000
 9Y1  O21  C20  C19  116.36  3.000
 9Y1  O22  C20  C19  115.26  3.000
 9Y1  H3   C23  S24  121.16  3.000
 9Y1  H3   C23  C19  128.16  3.000
 9Y1  S24  C23  C19  110.67  3.000
 9Y1  N16  C05  C06  106.98  3.000
 9Y1  C06  C05  C02  128.83  3.000
 9Y1  N16  C05  C02  124.17  3.000
 9Y1  H4   C06  C07  128.31  3.000
 9Y1  H4   C06  C05  127.08  3.000
 9Y1  C07  C06  C05  104.60  3.000
 9Y1  C08  C07  C06  127.99  3.000
 9Y1  C06  C07  N15  110.65  3.000
 9Y1  C08  C07  N15  121.36  3.000
 9Y1  C09  C08  C07  120.46  3.000
 9Y1  C07  C08  C14  120.87  3.000
 9Y1  C09  C08  C14  118.67  3.000
 9Y1  H5   C09  C10  118.43  3.000
 9Y1  H5   C09  C08  120.49  3.000
 9Y1  C10  C09  C08  121.08  3.000
 9Y1  H6   C10  C09  120.70  3.000
 9Y1  H6   C10  C11  120.69  3.000
 9Y1  C09  C10  C11  118.60  3.000
 9Y1  C05  N16  C17  129.40  3.000
 9Y1  C05  N16  N15  111.53  3.000
 9Y1  C17  N16  N15  119.06  3.000
 9Y1  C19  N18  C17  110.93  3.000
 9Y1  C23  S24  C17   88.34  3.000
 9Y1  C05  C02  F04  111.71  3.000
 9Y1  F04  C02  F03  107.04  3.000
 9Y1  C05  C02  F03  112.09  3.000
 9Y1  F03  C02  F01  107.51  3.000
 9Y1  F04  C02  F01  108.03  3.000
 9Y1  C05  C02  F01  110.26  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
 9Y1  CONST_01  C08  C09  C10  C11     0.00   0.0  0
 9Y1  CONST_02  C08  C14  C13  C11     0.00   0.0  0
 9Y1  CONST_03  C09  C10  C11  C13     0.00   0.0  0
 9Y1  CONST_04  C09  C08  C14  C13     0.00   0.0  0
 9Y1  CONST_05  C07  C08  C14  C13   180.00   0.0  0
 9Y1  CONST_06  C10  C09  C08  C14     0.00   0.0  0
 9Y1  CONST_07  N15  C07  C08  C14     0.00   0.0  0
 9Y1  CONST_08  C06  C07  C08  C14   180.00   0.0  0
 9Y1  CONST_09  C10  C11  C13  C14     0.00   0.0  0
 9Y1  CONST_12  C06  C05  N16  N15     0.00   0.0  0
 9Y1  CONST_13  C09  C08  C07  N15   180.00   0.0  0
 9Y1  CONST_14  C05  C06  C07  N15     0.00   0.0  0
 9Y1  CONST_15  C23  C19  N18  C17     0.00   0.0  0
 9Y1  CONST_16  C19  C23  S24  C17     0.00   0.0  0
 9Y1  CONST_17  C07  N15  N16  C17   180.00   0.0  0
 9Y1  CONST_18  C06  C05  N16  C17   180.00   0.0  0
 9Y1  CONST_19  S24  C17  N18  C19     0.00   0.0  0
 9Y1  CONST_20  N16  C17  N18  C19   180.00   0.0  0
 9Y1  CONST_21  N18  C17  S24  C23     0.00   0.0  0
 9Y1  CONST_22  N16  C17  S24  C23   180.00   0.0  0
 9Y1  CONST_25  C07  N15  N16  C05     0.00   0.0  0
 9Y1  CONST_26  C08  C07  C06  C05   180.00   0.0  0
 9Y1  CONST_27  N16  N15  C07  C06     0.00   0.0  0
 9Y1  CONST_28  C09  C08  C07  C06     0.00   0.0  0
 9Y1  CONST_29  C10  C09  C08  C07   180.00   0.0  0
 9Y1  CONST_30  N16  C05  C06  C07     0.00   0.0  0
 9Y1  CONST_31  N16  N15  C07  C08   180.00   0.0  0
 9Y1  CONST_32  S24  C23  C19  N18     0.00   0.0  0
 9Y1  CONST_33  F12  C11  C13  C14   180.00   0.0  0
 9Y1  CONST_34  C02  C05  N16  N15   180.00   0.0  0
 9Y1  CONST_35  C20  C19  N18  C17   180.00   0.0  0
 9Y1  CONST_36  C02  C05  N16  C17     0.00   0.0  0
 9Y1  CONST_37  S24  C23  C19  C20   180.00   0.0  0
 9Y1  CONST_38  C07  C06  C05  C02   180.00   0.0  0
 9Y1  CONST_39  F12  C11  C10  C09   180.00   0.0  0
 9Y1  CONST_40  H5   C09  C10  C11   180.00   0.0  0
 9Y1  CONST_41  H2   C14  C13  C11   180.00   0.0  0
 9Y1  CONST_42  H6   C10  C11  C13   180.00   0.0  0
 9Y1  CONST_43  H4   C06  C07  N15   180.00   0.0  0
 9Y1  CONST_44  H3   C23  S24  C17   180.00   0.0  0
 9Y1  CONST_45  H1   C13  C14  C08   180.00   0.0  0
 9Y1  Var_01    O22  C20  C19  C23     0.59  30.0  2
 9Y1  Var_02    N16  C05  C02  F01  -166.86  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
 9Y1  plan-1  N15  0.020
 9Y1  plan-1  C17  0.020
 9Y1  plan-1  C05  0.020
 9Y1  plan-1  C06  0.020
 9Y1  plan-1  C07  0.020
 9Y1  plan-1  C08  0.020
 9Y1  plan-1  N16  0.020
 9Y1  plan-1  H4   0.020
 9Y1  plan-1  C02  0.020
 9Y1  plan-2  C17  0.020
 9Y1  plan-2  C19  0.020
 9Y1  plan-2  C20  0.020
 9Y1  plan-2  C23  0.020
 9Y1  plan-2  N16  0.020
 9Y1  plan-2  N18  0.020
 9Y1  plan-2  S24  0.020
 9Y1  plan-2  H3   0.020
 9Y1  plan-3  C11  0.020
 9Y1  plan-3  C13  0.020
 9Y1  plan-3  C14  0.020
 9Y1  plan-3  C07  0.020
 9Y1  plan-3  C08  0.020
 9Y1  plan-3  C09  0.020
 9Y1  plan-3  C10  0.020
 9Y1  plan-3  F12  0.020
 9Y1  plan-3  H1   0.020
 9Y1  plan-3  H2   0.020
 9Y1  plan-3  H5   0.020
 9Y1  plan-3  H6   0.020
 9Y1  plan-4  C19  0.020
 9Y1  plan-4  C20  0.020
 9Y1  plan-4  O21  0.020
 9Y1  plan-4  O22  0.020

