# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 23:53:38 2020
#   Inital geometry file: a 61 line input string
#   Ligand name: 3-methyl-5-phenyl-1H-pyrazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc([nH]n1)c2ccccc2
#
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
 H3R  H3R  3-methyl-5-phenyl-1H-pyrazole  ligand  22  12  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_H3R
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
 H3R  C1    C  CR5   0   0.241  -2.7890   0.2493   0.0151
 H3R  C2    C  CH3   0  -0.738  -4.1594   0.8199   0.1443
 H3R  C3    C  CR15  0  -0.546  -1.5572   0.9179   0.1425
 H3R  C7    C  CR16  0  -0.304   1.6489  -1.1032   0.2363
 H3R  C8    C  CR16  0  -0.317   1.4964   1.2437  -0.2560
 H3R  C9    C  CR16  0  -0.238   3.0324  -1.0073   0.2538
 H3R  C10   C  CR16  0  -0.236   2.8786   1.3386  -0.2290
 H3R  C11   C  CR16  0  -0.263   3.6531   0.2130   0.0230
 H3R  C12   C  CR5   0   0.425  -0.5954  -0.0545  -0.0479
 H3R  N13   N  NR15  0  -0.515  -1.2785  -1.1965  -0.2669
 H3R  C4    C  CR6   0   0.073   0.8629   0.0212  -0.0239
 H3R  N3    N  N     0  -0.285  -2.5975  -1.0344  -0.2391
 H3R  H21C  H  HCH3  0   0.245  -4.3109   1.6483  -0.5483
 H3R  H22C  H  HCH3  0   0.245  -4.9151   0.0635  -0.0621
 H3R  H23C  H  HCH3  0   0.246  -4.3346   1.2045   1.1499
 H3R  H3    H  HCR5  0   0.261  -1.3967   1.9608   0.3631
 H3R  H9    H  HCR6  0   0.262   3.6258  -1.8887   0.4588
 H3R  H8    H  HCR6  0   0.256   0.9049   2.1244  -0.4719
 H3R  H10   H  HCR6  0   0.261   3.3522   2.2940  -0.4135
 H3R  H11   H  HCR6  0   0.261   4.7324   0.2869   0.0403
 H3R  H13   H  HNR5  0   0.416  -0.8997  -2.1023  -0.4923
 H3R  H7    H  HCR6  0   0.250   1.1887  -2.0608   0.4473

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
 H3R  C1   C2    single    1.490  0.020  1.490
 H3R  C1   C3    aromatic  1.407  0.020  1.407
 H3R  C1   N3    aromatic  1.323  0.020  1.323
 H3R  C3   C12   aromatic  1.381  0.020  1.381
 H3R  C7   C9    aromatic  1.387  0.020  1.387
 H3R  C7   C4    aromatic  1.396  0.020  1.396
 H3R  C8   C10   aromatic  1.386  0.020  1.386
 H3R  C8   C4    aromatic  1.396  0.020  1.396
 H3R  C9   C11   aromatic  1.388  0.020  1.388
 H3R  C10  C11   aromatic  1.389  0.020  1.389
 H3R  C12  N13   aromatic  1.349  0.020  1.349
 H3R  C12  C4    single    1.460  0.020  1.460
 H3R  N13  N3    aromatic  1.329  0.020  1.329
 H3R  C2   H21C  single    0.970  0.020  1.090
 H3R  C2   H22C  single    0.970  0.020  1.090
 H3R  C2   H23C  single    0.970  0.020  1.090
 H3R  C3   H3    single    0.930  0.020  1.080
 H3R  C7   H7    single    0.930  0.020  1.080
 H3R  C9   H9    single    0.930  0.020  1.080
 H3R  C8   H8    single    0.930  0.020  1.080
 H3R  C10  H10   single    0.930  0.020  1.080
 H3R  C11  H11   single    0.930  0.020  1.080
 H3R  N13  H13   single    0.860  0.020  1.020

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
 H3R  N3    C1   C3    110.60  3.000
 H3R  N3    C1   C2    121.43  3.000
 H3R  C3    C1   C2    127.97  3.000
 H3R  H23C  C2   H22C  107.95  3.000
 H3R  H23C  C2   H21C  107.18  3.000
 H3R  H22C  C2   H21C  108.12  3.000
 H3R  H23C  C2   C1    111.26  3.000
 H3R  H22C  C2   C1    110.85  3.000
 H3R  H21C  C2   C1    111.32  3.000
 H3R  H3    C3   C12   127.28  3.000
 H3R  H3    C3   C1    127.48  3.000
 H3R  C12   C3   C1    105.22  3.000
 H3R  H7    C7   C4    120.60  3.000
 H3R  H7    C7   C9    118.84  3.000
 H3R  C4    C7   C9    120.54  3.000
 H3R  H8    C8   C4    119.83  3.000
 H3R  H8    C8   C10   119.55  3.000
 H3R  C4    C8   C10   120.62  3.000
 H3R  H9    C9   C11   120.15  3.000
 H3R  H9    C9   C7    119.54  3.000
 H3R  C11   C9   C7    120.30  3.000
 H3R  H10   C10  C11   120.15  3.000
 H3R  H10   C10  C8    119.58  3.000
 H3R  C11   C10  C8    120.27  3.000
 H3R  H11   C11  C10   120.24  3.000
 H3R  H11   C11  C9    120.22  3.000
 H3R  C10   C11  C9    119.54  3.000
 H3R  C4    C12  N13   123.53  3.000
 H3R  C4    C12  C3    131.05  3.000
 H3R  N13   C12  C3    105.42  3.000
 H3R  H13   N13  N3    119.18  3.000
 H3R  H13   N13  C12   127.39  3.000
 H3R  N3    N13  C12   113.32  3.000
 H3R  C12   C4   C8    119.71  3.000
 H3R  C12   C4   C7    121.56  3.000
 H3R  C8    C4   C7    118.73  3.000
 H3R  N13   N3   C1    105.43  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
 H3R  CONST_01  N13   C12  C3   C1     0.00   0.0  0
 H3R  CONST_02  C4    C12  C3   C1   180.00   0.0  0
 H3R  CONST_03  C12   N13  N3   C1     0.00   0.0  0
 H3R  CONST_04  N13   N3   C1   C3     0.00   0.0  0
 H3R  CONST_05  N3    N13  C12  C3     0.00   0.0  0
 H3R  CONST_08  C10   C11  C9   C7     0.00   0.0  0
 H3R  CONST_09  C10   C8   C4   C7     0.00   0.0  0
 H3R  CONST_11  C9    C11  C10  C8     0.00   0.0  0
 H3R  CONST_12  C9    C7   C4   C8     0.00   0.0  0
 H3R  CONST_14  C12   C4   C7   C9   180.00   0.0  0
 H3R  CONST_15  C12   C4   C8   C10  180.00   0.0  0
 H3R  CONST_16  C4    C7   C9   C11    0.00   0.0  0
 H3R  CONST_17  C4    C8   C10  C11    0.00   0.0  0
 H3R  CONST_18  N3    C1   C3   C12    0.00   0.0  0
 H3R  CONST_19  N3    N13  C12  C4   180.00   0.0  0
 H3R  CONST_20  C12   C3   C1   C2   180.00   0.0  0
 H3R  CONST_21  N13   N3   C1   C2   180.00   0.0  0
 H3R  CONST_22  H13   N13  N3   C1   180.00   0.0  0
 H3R  CONST_23  H11   C11  C9   C7   180.00   0.0  0
 H3R  CONST_24  H8    C8   C4   C7   180.00   0.0  0
 H3R  CONST_25  H7    C7   C4   C8   180.00   0.0  0
 H3R  CONST_26  H10   C10  C11  C9   180.00   0.0  0
 H3R  CONST_27  H9    C9   C11  C10  180.00   0.0  0
 H3R  CONST_28  H3    C3   C12  N13  180.00   0.0  0
 H3R  Var_01    H21C  C2   C1   C3    56.47  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
 H3R  plan-1  C1   0.020
 H3R  plan-1  C2   0.020
 H3R  plan-1  C3   0.020
 H3R  plan-1  C12  0.020
 H3R  plan-1  N13  0.020
 H3R  plan-1  C4   0.020
 H3R  plan-1  N3   0.020
 H3R  plan-1  H3   0.020
 H3R  plan-1  H13  0.020
 H3R  plan-2  C7   0.020
 H3R  plan-2  C8   0.020
 H3R  plan-2  C9   0.020
 H3R  plan-2  C10  0.020
 H3R  plan-2  C11  0.020
 H3R  plan-2  C12  0.020
 H3R  plan-2  C4   0.020
 H3R  plan-2  H9   0.020
 H3R  plan-2  H8   0.020
 H3R  plan-2  H10  0.020
 H3R  plan-2  H11  0.020
 H3R  plan-2  H7   0.020

