# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 03:41:43 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: 1-methyl-5-phenyl-1H-pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1ncc(C(O)=O)c1c2ccccc2
#
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
 1FF  1FF  '1-methyl-5-phenyl-1H-pyrazole-4-carboxylic acid'  ligand  24  15  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1FF
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
 1FF  O1   O  OC    -1  -0.607  -2.9738  -2.0959  -0.3553
 1FF  C11  C  C      0   0.339  -1.7915  -1.6930  -0.3435
 1FF  O2   O  O      0  -0.588  -0.7667  -2.3793  -0.5185
 1FF  C1   C  CR5    0  -0.396  -1.6108  -0.2239  -0.1006
 1FF  C3   C  CR15   0  -0.083  -2.6344   0.7320   0.0103
 1FF  N2   N  N      0  -0.287  -2.1581   1.9474   0.1913
 1FF  N1   N  NR5    0  -0.327  -0.8328   1.8063   0.2035
 1FF  C4   C  CH3    0  -0.527  -0.0012   2.9709   0.4033
 1FF  C2   C  CR5    0   0.430  -0.4472   0.5217   0.0266
 1FF  C5   C  C      0   0.059   0.9681   0.1306   0.0085
 1FF  C10  C  C1     0  -0.259   1.4516  -0.7994   0.9274
 1FF  C9   C  C1     0  -0.253   2.7923  -1.1506   0.9326
 1FF  C8   C  C1     0  -0.261   3.6676  -0.5860   0.0117
 1FF  C7   C  C1     0  -0.248   3.1936   0.3351  -0.9115
 1FF  C6   C  C1     0  -0.288   1.8515   0.6922  -0.9118
 1FF  H2   H  HCR5   0   0.250  -3.7002   0.5671  -0.0389
 1FF  H3   H  HCH3   0   0.253   0.2688   3.4363  -0.5444
 1FF  H4   H  HCH3   0   0.269  -0.5518   3.6888   1.0045
 1FF  H5   H  HCH3   0   0.259   0.9083   2.6953   0.9300
 1FF  H6   H  H      0   0.245   0.7747  -1.2426   1.6447
 1FF  H7   H  H      0   0.255   3.1567  -1.8686   1.6561
 1FF  H8   H  H      0   0.257   4.7136  -0.8642   0.0147
 1FF  H9   H  H      0   0.256   3.8657   0.7768  -1.6356
 1FF  H10  H  H      0   0.255   1.4899   1.4033  -1.6446

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
 1FF  C4   N1   single    1.445  0.020  1.445
 1FF  C7   C8   aromatic  1.388  0.020  1.388
 1FF  C7   C6   aromatic  1.389  0.020  1.389
 1FF  C8   C9   aromatic  1.390  0.020  1.390
 1FF  C6   C5   aromatic  1.394  0.020  1.394
 1FF  C9   C10  aromatic  1.386  0.020  1.386
 1FF  N1   C2   aromatic  1.353  0.020  1.353
 1FF  N1   N2   aromatic  1.333  0.020  1.333
 1FF  C5   C10  aromatic  1.394  0.020  1.394
 1FF  C5   C2   single    1.468  0.020  1.468
 1FF  C2   C1   aromatic  1.388  0.020  1.388
 1FF  N2   C3   aromatic  1.318  0.020  1.318
 1FF  C1   C3   aromatic  1.405  0.020  1.405
 1FF  C1   C11  single    1.500  0.020  1.500
 1FF  O2   C11  deloc     1.246  0.020  1.246
 1FF  C11  O1   deloc     1.249  0.020  1.249
 1FF  C3   H2   single    0.930  0.020  1.080
 1FF  C4   H3   single    0.970  0.020  1.090
 1FF  C4   H4   single    0.970  0.020  1.090
 1FF  C4   H5   single    0.970  0.020  1.090
 1FF  C10  H6   single    0.930  0.020  1.080
 1FF  C9   H7   single    0.930  0.020  1.080
 1FF  C8   H8   single    0.930  0.020  1.080
 1FF  C7   H9   single    0.930  0.020  1.080
 1FF  C6   H10  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
 1FF  C1   C11  O2   117.60  3.000
 1FF  O2   C11  O1   126.84  3.000
 1FF  C1   C11  O1   115.56  3.000
 1FF  C2   C1   C3   103.77  3.000
 1FF  C3   C1   C11  126.26  3.000
 1FF  C2   C1   C11  129.94  3.000
 1FF  H2   C3   N2   120.26  3.000
 1FF  H2   C3   C1   127.72  3.000
 1FF  N2   C3   C1   112.03  3.000
 1FF  N1   N2   C3   105.25  3.000
 1FF  C2   N1   C4   128.27  3.000
 1FF  C2   N1   N2   112.50  3.000
 1FF  C4   N1   N2   119.22  3.000
 1FF  H5   C4   H4   108.88  3.000
 1FF  H5   C4   H3   108.81  3.000
 1FF  H4   C4   H3   108.95  3.000
 1FF  H5   C4   N1   110.14  3.000
 1FF  H4   C4   N1   108.51  3.000
 1FF  H3   C4   N1   111.50  3.000
 1FF  C5   C2   N1   121.95  3.000
 1FF  C5   C2   C1   131.60  3.000
 1FF  N1   C2   C1   106.45  3.000
 1FF  C6   C5   C10  118.96  3.000
 1FF  C10  C5   C2   120.25  3.000
 1FF  C6   C5   C2   120.78  3.000
 1FF  H6   C10  C9   119.96  3.000
 1FF  H6   C10  C5   119.57  3.000
 1FF  C9   C10  C5   120.47  3.000
 1FF  H7   C9   C8   120.01  3.000
 1FF  H7   C9   C10  119.75  3.000
 1FF  C8   C9   C10  120.24  3.000
 1FF  H8   C8   C7   120.17  3.000
 1FF  H8   C8   C9   120.15  3.000
 1FF  C7   C8   C9   119.68  3.000
 1FF  H9   C7   C6   119.68  3.000
 1FF  H9   C7   C8   120.26  3.000
 1FF  C6   C7   C8   120.06  3.000
 1FF  H10  C6   C7   119.44  3.000
 1FF  H10  C6   C5   119.97  3.000
 1FF  C7   C6   C5   120.59  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
 1FF  CONST_01  N2   N1   C2   C1     0.00   0.0  0
 1FF  CONST_04  N1   N2   C3   C1     0.00   0.0  0
 1FF  CONST_05  C2   N1   N2   C3     0.00   0.0  0
 1FF  CONST_06  N1   C2   C1   C3     0.00   0.0  0
 1FF  CONST_07  C5   C2   C1   C3   180.00   0.0  0
 1FF  CONST_08  C5   C2   N1   N2   180.00   0.0  0
 1FF  CONST_09  C2   C1   C3   N2     0.00   0.0  0
 1FF  CONST_12  C7   C6   C5   C2   180.00   0.0  0
 1FF  CONST_13  C9   C10  C5   C2   180.00   0.0  0
 1FF  CONST_14  C8   C7   C6   C5     0.00   0.0  0
 1FF  CONST_15  C8   C9   C10  C5     0.00   0.0  0
 1FF  CONST_16  C7   C8   C9   C10    0.00   0.0  0
 1FF  CONST_17  C7   C6   C5   C10    0.00   0.0  0
 1FF  CONST_18  C6   C7   C8   C9     0.00   0.0  0
 1FF  CONST_19  C6   C5   C10  C9     0.00   0.0  0
 1FF  CONST_20  N1   C2   C1   C11  180.00   0.0  0
 1FF  CONST_21  C5   C2   C1   C11    0.00   0.0  0
 1FF  CONST_22  N2   C3   C1   C11  180.00   0.0  0
 1FF  CONST_23  C4   N1   C2   C1   180.00   0.0  0
 1FF  CONST_24  C4   N1   N2   C3   180.00   0.0  0
 1FF  CONST_25  C5   C2   N1   C4     0.00   0.0  0
 1FF  CONST_26  H2   C3   N2   N1   180.00   0.0  0
 1FF  CONST_27  H10  C6   C5   C2     0.00   0.0  0
 1FF  CONST_28  H6   C10  C5   C2     0.00   0.0  0
 1FF  CONST_29  H9   C7   C6   C5   180.00   0.0  0
 1FF  CONST_30  H7   C9   C10  C5   180.00   0.0  0
 1FF  CONST_31  H8   C8   C9   C10  180.00   0.0  0
 1FF  Var_01    C2   C1   C11  O1   177.04  30.0  3
 1FF  Var_02    H3   C4   N1   N2   -91.01  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
 1FF  plan-1  C11  0.020
 1FF  plan-1  C1   0.020
 1FF  plan-1  C3   0.020
 1FF  plan-1  N2   0.020
 1FF  plan-1  N1   0.020
 1FF  plan-1  C4   0.020
 1FF  plan-1  C2   0.020
 1FF  plan-1  C5   0.020
 1FF  plan-1  H2   0.020
 1FF  plan-2  C2   0.020
 1FF  plan-2  C5   0.020
 1FF  plan-2  C10  0.020
 1FF  plan-2  C9   0.020
 1FF  plan-2  C8   0.020
 1FF  plan-2  C7   0.020
 1FF  plan-2  C6   0.020
 1FF  plan-2  H6   0.020
 1FF  plan-2  H7   0.020
 1FF  plan-2  H8   0.020
 1FF  plan-2  H9   0.020
 1FF  plan-2  H10  0.020
 1FF  plan-3  O1   0.020
 1FF  plan-3  C11  0.020
 1FF  plan-3  O2   0.020
 1FF  plan-3  C1   0.020

