# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 06:51:41 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: 5-methoxy-2-(1~{H}-pyrazol-3-yl)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(c(O)c1)c2cc[nH]n2
#
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
 GQM  GQM  5-methoxy-2-(1~{H}-pyrazol-3-yl)phenol  ligand  24  14  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GQM
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
 GQM  N1   N  NR15  0  -0.401  -3.8068   0.3427   0.1449
 GQM  C4   C  CR16  0  -0.323   0.4955  -1.2743   0.0144
 GQM  C5   C  CR6   0  -0.112  -0.3277  -0.1537   0.0693
 GQM  C6   C  CR6   0   0.362   0.2946   1.1128   0.1141
 GQM  C7   C  CR16  0  -0.444   1.6798   1.2101   0.1025
 GQM  C8   C  CR5   0   0.393  -1.7826  -0.2897   0.0822
 GQM  C10  C  CR15  0   0.034  -3.8730  -0.9935   0.0762
 GQM  C1   C  CH3   0  -0.437   4.6666  -0.8406   0.0012
 GQM  C2   C  CR6   0   0.389   2.4751   0.0693   0.0489
 GQM  C3   C  CR16  0  -0.392   1.8778  -1.1908   0.0032
 GQM  C9   C  CR15  0  -0.530  -2.5788  -1.4540   0.0326
 GQM  N2   N  N     0  -0.404  -2.5585   0.7870   0.1501
 GQM  O1   O  O2    0  -0.471   3.8033   0.2783   0.0460
 GQM  O2   O  OH1   0  -0.643  -0.4001   2.2567   0.1700
 GQM  H1   H  HNR5  0   0.426  -4.5740   0.9936   0.1931
 GQM  H2   H  HCR6  0   0.254   0.0460  -2.2589  -0.0208
 GQM  H3   H  HCR6  0   0.265   2.1438   2.1888   0.1379
 GQM  H4   H  HCR5  0   0.301  -4.8155  -1.5150   0.0608
 GQM  H5   H  HCH3  0   0.229   4.5289  -1.4983   0.8631
 GQM  H6   H  HCH3  0   0.229   4.5322  -1.4256  -0.9121
 GQM  H7   H  HCH3  0   0.260   5.6802  -0.4481   0.0186
 GQM  H8   H  HCR6  0   0.276   2.4618  -2.0990  -0.0400
 GQM  H9   H  HCR5  0   0.267  -2.2653  -2.4824  -0.0252
 GQM  H10  H  HOH1  0   0.472  -1.3618   2.0536   0.1772

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
 GQM  N1   C10  aromatic  1.340  0.020  1.340
 GQM  N1   N2   aromatic  1.325  0.020  1.325
 GQM  C10  C9   aromatic  1.374  0.020  1.374
 GQM  N2   C8   aromatic  1.329  0.020  1.329
 GQM  C9   C8   aromatic  1.411  0.020  1.411
 GQM  C8   C5   single    1.461  0.020  1.461
 GQM  C5   C4   aromatic  1.391  0.020  1.391
 GQM  C5   C6   aromatic  1.412  0.020  1.412
 GQM  C4   C3   aromatic  1.385  0.020  1.385
 GQM  O2   C6   single    1.340  0.020  1.340
 GQM  C6   C7   aromatic  1.389  0.020  1.389
 GQM  C3   C2   aromatic  1.395  0.020  1.395
 GQM  C7   C2   aromatic  1.392  0.020  1.392
 GQM  C2   O1   single    1.345  0.020  1.345
 GQM  O1   C1   single    1.414  0.020  1.414
 GQM  N1   H1   single    0.860  0.020  1.020
 GQM  C4   H2   single    0.930  0.020  1.080
 GQM  C7   H3   single    0.930  0.020  1.080
 GQM  C10  H4   single    0.930  0.020  1.080
 GQM  C1   H5   single    0.970  0.020  1.090
 GQM  C1   H6   single    0.970  0.020  1.090
 GQM  C1   H7   single    0.970  0.020  1.090
 GQM  C3   H8   single    0.930  0.020  1.080
 GQM  C9   H9   single    0.930  0.020  1.080
 GQM  O2   H10  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
 GQM  H1   N1   N2   120.05  3.000
 GQM  H1   N1   C10  127.55  3.000
 GQM  N2   N1   C10  112.40  3.000
 GQM  H2   C4   C3   117.96  3.000
 GQM  H2   C4   C5   119.20  3.000
 GQM  C3   C4   C5   122.84  3.000
 GQM  C8   C5   C6   121.47  3.000
 GQM  C6   C5   C4   117.57  3.000
 GQM  C8   C5   C4   120.96  3.000
 GQM  O2   C6   C7   117.25  3.000
 GQM  C7   C6   C5   120.15  3.000
 GQM  O2   C6   C5   122.60  3.000
 GQM  H3   C7   C2   119.80  3.000
 GQM  H3   C7   C6   119.35  3.000
 GQM  C2   C7   C6   120.86  3.000
 GQM  N2   C8   C9   109.93  3.000
 GQM  C9   C8   C5   129.65  3.000
 GQM  N2   C8   C5   120.42  3.000
 GQM  H4   C10  C9   131.39  3.000
 GQM  H4   C10  N1   121.79  3.000
 GQM  C9   C10  N1   106.82  3.000
 GQM  H7   C1   H6   108.74  3.000
 GQM  H7   C1   H5   108.80  3.000
 GQM  H6   C1   H5   108.75  3.000
 GQM  H7   C1   O1   106.44  3.000
 GQM  H6   C1   O1   112.02  3.000
 GQM  H5   C1   O1   111.99  3.000
 GQM  O1   C2   C3   124.28  3.000
 GQM  O1   C2   C7   115.92  3.000
 GQM  C3   C2   C7   119.80  3.000
 GQM  H8   C3   C2   121.94  3.000
 GQM  H8   C3   C4   119.28  3.000
 GQM  C2   C3   C4   118.78  3.000
 GQM  H9   C9   C10  126.57  3.000
 GQM  H9   C9   C8   128.73  3.000
 GQM  C10  C9   C8   104.70  3.000
 GQM  C8   N2   N1   106.15  3.000
 GQM  C2   O1   C1   118.70  3.000
 GQM  H10  O2   C6   109.35  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
 GQM  CONST_01  C8   C9   C10  N1     0.00   0.0  0
 GQM  CONST_02  C9   C8   N2   N1     0.00   0.0  0
 GQM  CONST_03  C5   C8   N2   N1   180.00   0.0  0
 GQM  CONST_04  N2   C8   C5   C4   180.00   0.0  0
 GQM  CONST_05  C9   C8   C5   C4     0.00   0.0  0
 GQM  CONST_06  C7   C6   C5   C4     0.00   0.0  0
 GQM  CONST_07  C7   C2   C3   C4     0.00   0.0  0
 GQM  CONST_08  C10  C9   C8   C5   180.00   0.0  0
 GQM  CONST_09  C2   C3   C4   C5     0.00   0.0  0
 GQM  CONST_10  C2   C7   C6   C5     0.00   0.0  0
 GQM  CONST_11  N2   C8   C5   C6     0.00   0.0  0
 GQM  CONST_12  C9   C8   C5   C6   180.00   0.0  0
 GQM  CONST_13  C3   C4   C5   C6     0.00   0.0  0
 GQM  CONST_14  C3   C2   C7   C6     0.00   0.0  0
 GQM  CONST_15  C8   C5   C6   C7   180.00   0.0  0
 GQM  CONST_16  C10  N1   N2   C8     0.00   0.0  0
 GQM  CONST_17  C3   C4   C5   C8   180.00   0.0  0
 GQM  CONST_18  N2   C8   C9   C10    0.00   0.0  0
 GQM  CONST_19  N2   N1   C10  C9     0.00   0.0  0
 GQM  CONST_20  O2   C6   C5   C4   180.00   0.0  0
 GQM  CONST_21  O1   C2   C3   C4   180.00   0.0  0
 GQM  CONST_22  O1   C2   C7   C6   180.00   0.0  0
 GQM  CONST_23  O2   C6   C5   C8     0.00   0.0  0
 GQM  CONST_24  O2   C6   C7   C2   180.00   0.0  0
 GQM  CONST_25  H9   C9   C10  N1   180.00   0.0  0
 GQM  CONST_26  H8   C3   C4   C5   180.00   0.0  0
 GQM  CONST_27  H3   C7   C6   C5   180.00   0.0  0
 GQM  CONST_28  H2   C4   C5   C6   180.00   0.0  0
 GQM  CONST_29  H1   N1   N2   C8   180.00   0.0  0
 GQM  CONST_30  H4   C10  C9   C8   180.00   0.0  0
 GQM  Var_01    C3   C2   O1   C1    -0.35  30.0  2
 GQM  Var_02    H5   C1   O1   C2   -60.58  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
 GQM  plan-1  N1   0.020
 GQM  plan-1  C5   0.020
 GQM  plan-1  C8   0.020
 GQM  plan-1  C10  0.020
 GQM  plan-1  C9   0.020
 GQM  plan-1  N2   0.020
 GQM  plan-1  H1   0.020
 GQM  plan-1  H4   0.020
 GQM  plan-1  H9   0.020
 GQM  plan-2  C4   0.020
 GQM  plan-2  C5   0.020
 GQM  plan-2  C6   0.020
 GQM  plan-2  C7   0.020
 GQM  plan-2  C8   0.020
 GQM  plan-2  C2   0.020
 GQM  plan-2  C3   0.020
 GQM  plan-2  O1   0.020
 GQM  plan-2  O2   0.020
 GQM  plan-2  H2   0.020
 GQM  plan-2  H3   0.020
 GQM  plan-2  H8   0.020

