# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 14:49:47 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: [1-(4-fluorophenyl)-5-methyl-1H-pyrazol-4-yl]methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1n(ncc1CO)c2ccc(F)cc2
#
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
 FMQ  FMQ  '[1-(4-fluorophenyl)-5-methyl-1H-pyrazol-4-yl]methanol'  ligand  26  15  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FMQ
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
 FMQ  F12  F  F     0  -0.311   4.9307  -0.1049  -0.0919
 FMQ  C9   C  CR6   0   0.532   3.5948  -0.0129  -0.0231
 FMQ  C8   C  CR16  0  -0.410   2.9688   1.0751  -0.6022
 FMQ  C7   C  CR16  0  -0.260   1.5873   1.1591  -0.5420
 FMQ  C10  C  CR16  0  -0.411   2.8890  -1.0071   0.6254
 FMQ  C11  C  CR16  0  -0.257   1.5080  -0.9053   0.6973
 FMQ  C6   C  CR6   0   0.308   0.8571   0.1698   0.1060
 FMQ  N3   N  NR5   0  -0.436  -0.5487   0.2749   0.1709
 FMQ  C2   C  CR5   0   0.392  -1.4727  -0.6646  -0.1639
 FMQ  C13  C  CH3   0  -0.746  -1.1355  -2.0087  -0.7033
 FMQ  N4   N  N     0  -0.285  -1.1043   1.4167   0.5903
 FMQ  C5   C  CR15  0  -0.061  -2.4018   1.2054   0.5422
 FMQ  C1   C  CR5   0  -0.226  -2.7015  -0.0888   0.0773
 FMQ  C14  C  CH2   0  -0.228  -4.0482  -0.7052  -0.0831
 FMQ  O15  O  OH1   0  -0.669  -4.9536   0.2892  -0.5078
 FMQ  H1   H  HCR6  0   0.289   3.5466   1.8404  -1.1031
 FMQ  H2   H  HCR6  0   0.282   1.0781   1.9959  -0.9996
 FMQ  H3   H  HCR6  0   0.289   3.4042  -1.8424   1.0801
 FMQ  H4   H  HCR6  0   0.285   0.9462  -1.6659   1.2223
 FMQ  H5   H  HCH3  0   0.263  -0.9844  -2.7443   0.0884
 FMQ  H6   H  HCH3  0   0.265  -1.9516  -2.3715  -1.3269
 FMQ  H7   H  HCH3  0   0.262  -0.2348  -1.9883  -1.3160
 FMQ  H8   H  HCR5  0   0.259  -3.0884   1.9850   0.8362
 FMQ  H9   H  HCH2  0   0.203  -3.9924  -1.5369  -0.7989
 FMQ  H10  H  HCH2  0   0.217  -4.3687  -1.1466   0.8692
 FMQ  H11  H  HOH1  0   0.457  -5.8444  -0.0591  -0.4101

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
 FMQ  O15  C14  single    1.410  0.020  1.410
 FMQ  C14  C1   single    1.490  0.020  1.490
 FMQ  C13  C2   single    1.487  0.020  1.487
 FMQ  C1   C2   aromatic  1.378  0.020  1.378
 FMQ  C1   C5   aromatic  1.407  0.020  1.407
 FMQ  C2   N3   aromatic  1.360  0.020  1.360
 FMQ  C5   N4   aromatic  1.316  0.020  1.316
 FMQ  N3   N4   aromatic  1.337  0.020  1.337
 FMQ  N3   C6   single    1.411  0.020  1.411
 FMQ  C7   C6   aromatic  1.390  0.020  1.390
 FMQ  C7   C8   aromatic  1.385  0.020  1.385
 FMQ  C6   C11  aromatic  1.389  0.020  1.389
 FMQ  C8   C9   aromatic  1.382  0.020  1.382
 FMQ  C11  C10  aromatic  1.387  0.020  1.387
 FMQ  C9   C10  aromatic  1.381  0.020  1.381
 FMQ  C9   F12  single    1.341  0.020  1.341
 FMQ  C8   H1   single    0.930  0.020  1.080
 FMQ  C7   H2   single    0.930  0.020  1.080
 FMQ  C10  H3   single    0.930  0.020  1.080
 FMQ  C11  H4   single    0.930  0.020  1.080
 FMQ  C13  H5   single    0.970  0.020  1.090
 FMQ  C13  H6   single    0.970  0.020  1.090
 FMQ  C13  H7   single    0.970  0.020  1.090
 FMQ  C5   H8   single    0.930  0.020  1.080
 FMQ  C14  H9   single    0.970  0.020  1.090
 FMQ  C14  H10  single    0.970  0.020  1.090
 FMQ  O15  H11  single    0.850  0.020  0.980

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
 FMQ  C10  C9   C8   122.14  3.000
 FMQ  C10  C9   F12  118.93  3.000
 FMQ  C8   C9   F12  118.93  3.000
 FMQ  H1   C8   C7   120.66  3.000
 FMQ  H1   C8   C9   120.59  3.000
 FMQ  C7   C8   C9   118.75  3.000
 FMQ  H2   C7   C6   120.05  3.000
 FMQ  H2   C7   C8   119.88  3.000
 FMQ  C6   C7   C8   120.07  3.000
 FMQ  H3   C10  C11  120.62  3.000
 FMQ  H3   C10  C9   120.66  3.000
 FMQ  C11  C10  C9   118.71  3.000
 FMQ  H4   C11  C6   120.50  3.000
 FMQ  H4   C11  C10  119.39  3.000
 FMQ  C6   C11  C10  120.10  3.000
 FMQ  N3   C6   C11  120.33  3.000
 FMQ  C11  C6   C7   120.21  3.000
 FMQ  N3   C6   C7   119.46  3.000
 FMQ  N4   N3   C2   112.63  3.000
 FMQ  N4   N3   C6   119.47  3.000
 FMQ  C2   N3   C6   127.89  3.000
 FMQ  C1   C2   C13  130.04  3.000
 FMQ  C1   C2   N3   105.91  3.000
 FMQ  C13  C2   N3   124.04  3.000
 FMQ  H7   C13  H6   107.68  3.000
 FMQ  H7   C13  H5   107.83  3.000
 FMQ  H6   C13  H5   107.13  3.000
 FMQ  H7   C13  C2   112.00  3.000
 FMQ  H6   C13  C2   109.80  3.000
 FMQ  H5   C13  C2   112.18  3.000
 FMQ  C5   N4   N3   105.14  3.000
 FMQ  H8   C5   C1   128.21  3.000
 FMQ  H8   C5   N4   120.09  3.000
 FMQ  C1   C5   N4   111.70  3.000
 FMQ  C14  C1   C5   127.48  3.000
 FMQ  C5   C1   C2   104.60  3.000
 FMQ  C14  C1   C2   127.90  3.000
 FMQ  H10  C14  H9   106.00  3.000
 FMQ  H10  C14  O15  110.94  3.000
 FMQ  H9   C14  O15  111.72  3.000
 FMQ  H10  C14  C1   109.69  3.000
 FMQ  H9   C14  C1   109.72  3.000
 FMQ  O15  C14  C1   108.72  3.000
 FMQ  H11  O15  C14  107.98  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
 FMQ  CONST_01  C6   C7   C8   C9      0.00   0.0  0
 FMQ  CONST_02  C6   C11  C10  C9      0.00   0.0  0
 FMQ  CONST_03  N3   C6   C7   C8    180.00   0.0  0
 FMQ  CONST_04  C11  C6   C7   C8      0.00   0.0  0
 FMQ  CONST_05  C11  C10  C9   C8      0.00   0.0  0
 FMQ  CONST_08  C10  C11  C6   C7      0.00   0.0  0
 FMQ  CONST_09  C10  C9   C8   C7      0.00   0.0  0
 FMQ  CONST_10  N3   C6   C11  C10   180.00   0.0  0
 FMQ  CONST_13  C1   C2   N3   C6    180.00   0.0  0
 FMQ  CONST_14  C5   N4   N3   C6    180.00   0.0  0
 FMQ  CONST_15  C5   C1   C2   N3      0.00   0.0  0
 FMQ  CONST_16  C1   C5   N4   N3      0.00   0.0  0
 FMQ  CONST_17  N4   C5   C1   C2      0.00   0.0  0
 FMQ  CONST_18  C5   N4   N3   C2      0.00   0.0  0
 FMQ  CONST_19  C1   C2   N3   N4      0.00   0.0  0
 FMQ  CONST_20  C7   C8   C9   F12   180.00   0.0  0
 FMQ  CONST_21  C11  C10  C9   F12   180.00   0.0  0
 FMQ  CONST_22  C13  C2   N3   C6      0.00   0.0  0
 FMQ  CONST_23  C14  C1   C2   N3    180.00   0.0  0
 FMQ  CONST_24  C5   C1   C2   C13   180.00   0.0  0
 FMQ  CONST_25  N4   N3   C2   C13   180.00   0.0  0
 FMQ  CONST_26  C14  C1   C5   N4    180.00   0.0  0
 FMQ  CONST_27  H2   C7   C8   C9    180.00   0.0  0
 FMQ  CONST_28  H4   C11  C10  C9    180.00   0.0  0
 FMQ  CONST_29  H3   C10  C9   C8    180.00   0.0  0
 FMQ  CONST_30  H1   C8   C9   C10   180.00   0.0  0
 FMQ  CONST_31  H8   C5   N4   N3    180.00   0.0  0
 FMQ  Var_01    O15  C14  C1   C2   -145.65  30.0  1
 FMQ  Var_02    H5   C13  C2   N3     88.64  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
 FMQ  plan-1  C6   0.020
 FMQ  plan-1  N3   0.020
 FMQ  plan-1  C2   0.020
 FMQ  plan-1  C13  0.020
 FMQ  plan-1  N4   0.020
 FMQ  plan-1  C5   0.020
 FMQ  plan-1  C1   0.020
 FMQ  plan-1  C14  0.020
 FMQ  plan-1  H8   0.020
 FMQ  plan-2  F12  0.020
 FMQ  plan-2  C9   0.020
 FMQ  plan-2  C8   0.020
 FMQ  plan-2  C7   0.020
 FMQ  plan-2  C10  0.020
 FMQ  plan-2  C11  0.020
 FMQ  plan-2  C6   0.020
 FMQ  plan-2  N3   0.020
 FMQ  plan-2  H1   0.020
 FMQ  plan-2  H2   0.020
 FMQ  plan-2  H3   0.020
 FMQ  plan-2  H4   0.020

