# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 20:53:55 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: 3-(4-hydroxyphenyl)-1H-indazol-6-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)c2n[nH]c3cc(O)ccc23
#
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
 HH6  HH6  3-(4-hydroxyphenyl)-1H-indazol-6-ol  ligand  27  17  .  2021-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HH6
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
 HH6  C1   C  CR56  0  -0.131   1.1523   0.0127   0.0960
 HH6  C2   C  CR5   0   0.214  -0.0445   0.7790   0.2681
 HH6  C3   C  CR56  0   0.439   2.1932   0.9391   0.2865
 HH6  C4   C  CR16  0  -0.324   1.4832  -1.3104  -0.2249
 HH6  C5   C  CR6   0   0.047  -1.4399   0.3490   0.1691
 HH6  N6   N  N     0  -0.266   0.2581   2.0299   0.5286
 HH6  N7   N  NR15  0  -0.551   1.5915   2.1220   0.5356
 HH6  C8   C  CR16  0  -0.410   3.5456   0.6001   0.1988
 HH6  C9   C  CR16  0  -0.394   2.8078  -1.6640  -0.3170
 HH6  C10  C  CR16  0  -0.316  -1.8214  -0.9601   0.4578
 HH6  C11  C  CR16  0  -0.278  -2.4392   1.2511  -0.2071
 HH6  C12  C  CR6   0   0.361   3.8360  -0.7159  -0.1002
 HH6  C13  C  CR16  0  -0.368  -3.1446  -1.3627   0.3655
 HH6  C14  C  CR16  0  -0.325  -3.7625   0.8634  -0.2995
 HH6  O15  O  OH1   0  -0.633   5.1332  -1.0683  -0.1866
 HH6  C16  C  CR6   0   0.347  -4.1259  -0.4534  -0.0175
 HH6  O17  O  OH1   0  -0.629  -5.4258  -0.7859  -0.1295
 HH6  H1   H  HCR6  0   0.258   0.7211  -2.0553  -0.4095
 HH6  H3   H  HCR6  0   0.274   4.3319   1.3281   0.3519
 HH6  H4   H  HCR6  0   0.273   3.0728  -2.6850  -0.5656
 HH6  H5   H  HCR6  0   0.254  -1.0866  -1.6843   0.7839
 HH6  H6   H  HCR6  0   0.252  -2.1744   2.2736  -0.4430
 HH6  H7   H  HCR6  0   0.273  -3.4098  -2.3866   0.6027
 HH6  H8   H  HCR6  0   0.265  -4.5201   1.5776  -0.5985
 HH6  H9   H  HOH1  0   0.476   5.2167  -2.0058  -0.3926
 HH6  H10  H  HOH1  0   0.475  -5.5531  -1.7207   0.0676
 HH6  H2   H  HNR5  0   0.415   2.0272   3.0073   0.7343

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
 HH6  O17  C16  single    1.346  0.020  1.346
 HH6  C13  C16  aromatic  1.392  0.020  1.392
 HH6  C13  C10  aromatic  1.386  0.020  1.386
 HH6  C16  C14  aromatic  1.395  0.020  1.395
 HH6  C10  C5   aromatic  1.394  0.020  1.394
 HH6  C14  C11  aromatic  1.382  0.020  1.382
 HH6  C5   C11  aromatic  1.398  0.020  1.398
 HH6  C5   C2   single    1.463  0.020  1.463
 HH6  N6   C2   aromatic  1.313  0.020  1.313
 HH6  N6   N7   aromatic  1.337  0.020  1.337
 HH6  C2   C1   aromatic  1.432  0.020  1.432
 HH6  N7   C3   aromatic  1.350  0.020  1.350
 HH6  C1   C4   aromatic  1.401  0.020  1.401
 HH6  C1   C3   aromatic  1.406  0.020  1.406
 HH6  C4   C9   aromatic  1.374  0.020  1.374
 HH6  C3   C8   aromatic  1.397  0.020  1.397
 HH6  C9   C12  aromatic  1.415  0.020  1.415
 HH6  C8   C12  aromatic  1.380  0.020  1.380
 HH6  C12  O15  single    1.347  0.020  1.347
 HH6  C4   H1   single    0.930  0.020  1.080
 HH6  C8   H3   single    0.930  0.020  1.080
 HH6  C9   H4   single    0.930  0.020  1.080
 HH6  C10  H5   single    0.930  0.020  1.080
 HH6  C11  H6   single    0.930  0.020  1.080
 HH6  C13  H7   single    0.930  0.020  1.080
 HH6  C14  H8   single    0.930  0.020  1.080
 HH6  O15  H9   single    0.850  0.020  0.980
 HH6  O17  H10  single    0.850  0.020  0.980
 HH6  N7   H2   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
 HH6  C4   C1   C3   118.57  3.000
 HH6  C3   C1   C2   104.47  3.000
 HH6  C4   C1   C2   136.93  3.000
 HH6  N6   C2   C5   120.87  3.000
 HH6  N6   C2   C1   109.94  3.000
 HH6  C5   C2   C1   129.18  3.000
 HH6  C8   C3   N7   130.96  3.000
 HH6  C8   C3   C1   123.24  3.000
 HH6  N7   C3   C1   105.79  3.000
 HH6  H1   C4   C9   119.37  3.000
 HH6  H1   C4   C1   121.54  3.000
 HH6  C9   C4   C1   119.08  3.000
 HH6  C11  C5   C10  117.78  3.000
 HH6  C11  C5   C2   120.68  3.000
 HH6  C10  C5   C2   121.53  3.000
 HH6  N7   N6   C2   107.25  3.000
 HH6  H2   N7   N6   119.57  3.000
 HH6  H2   N7   C3   127.88  3.000
 HH6  N6   N7   C3   112.53  3.000
 HH6  H3   C8   C12  121.27  3.000
 HH6  H3   C8   C3   122.08  3.000
 HH6  C12  C8   C3   116.65  3.000
 HH6  H4   C9   C12  119.24  3.000
 HH6  H4   C9   C4   119.58  3.000
 HH6  C12  C9   C4   121.18  3.000
 HH6  H5   C10  C13  118.29  3.000
 HH6  H5   C10  C5   120.34  3.000
 HH6  C13  C10  C5   121.36  3.000
 HH6  H6   C11  C14  118.99  3.000
 HH6  H6   C11  C5   119.57  3.000
 HH6  C14  C11  C5   121.44  3.000
 HH6  O15  C12  C9   120.97  3.000
 HH6  O15  C12  C8   117.77  3.000
 HH6  C9   C12  C8   121.26  3.000
 HH6  H7   C13  C16  120.33  3.000
 HH6  H7   C13  C10  119.56  3.000
 HH6  C16  C13  C10  120.11  3.000
 HH6  H8   C14  C16  119.74  3.000
 HH6  H8   C14  C11  120.21  3.000
 HH6  C16  C14  C11  120.05  3.000
 HH6  H9   O15  C12  110.59  3.000
 HH6  O17  C16  C14  117.89  3.000
 HH6  C14  C16  C13  119.26  3.000
 HH6  O17  C16  C13  122.84  3.000
 HH6  H10  O17  C16  110.49  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
 HH6  CONST_03  N7   N6   C2   C1     0.00  0.0  0
 HH6  CONST_04  C12  C9   C4   C1     0.00  0.0  0
 HH6  CONST_05  N6   N7   C3   C1     0.00  0.0  0
 HH6  CONST_06  C12  C8   C3   C1     0.00  0.0  0
 HH6  CONST_07  C13  C10  C5   C2   180.00  0.0  0
 HH6  CONST_08  C14  C11  C5   C2   180.00  0.0  0
 HH6  CONST_09  C3   N7   N6   C2     0.00  0.0  0
 HH6  CONST_10  C9   C4   C1   C2   180.00  0.0  0
 HH6  CONST_11  N7   C3   C1   C2     0.00  0.0  0
 HH6  CONST_12  C8   C3   C1   C2   180.00  0.0  0
 HH6  CONST_13  C5   C2   C1   C3   180.00  0.0  0
 HH6  CONST_14  N6   C2   C1   C3     0.00  0.0  0
 HH6  CONST_15  C9   C4   C1   C3     0.00  0.0  0
 HH6  CONST_16  C9   C12  C8   C3     0.00  0.0  0
 HH6  CONST_17  C5   C2   C1   C4     0.00  0.0  0
 HH6  CONST_18  N6   C2   C1   C4   180.00  0.0  0
 HH6  CONST_19  N7   C3   C1   C4   180.00  0.0  0
 HH6  CONST_20  C8   C3   C1   C4     0.00  0.0  0
 HH6  CONST_21  C8   C12  C9   C4     0.00  0.0  0
 HH6  CONST_22  C16  C13  C10  C5     0.00  0.0  0
 HH6  CONST_23  C16  C14  C11  C5     0.00  0.0  0
 HH6  CONST_24  N7   N6   C2   C5   180.00  0.0  0
 HH6  CONST_27  C8   C3   N7   N6   180.00  0.0  0
 HH6  CONST_28  C12  C8   C3   N7   180.00  0.0  0
 HH6  CONST_29  C14  C16  C13  C10    0.00  0.0  0
 HH6  CONST_30  C14  C11  C5   C10    0.00  0.0  0
 HH6  CONST_31  C13  C16  C14  C11    0.00  0.0  0
 HH6  CONST_32  C13  C10  C5   C11    0.00  0.0  0
 HH6  CONST_33  O15  C12  C8   C3   180.00  0.0  0
 HH6  CONST_34  O15  C12  C9   C4   180.00  0.0  0
 HH6  CONST_35  O17  C16  C13  C10  180.00  0.0  0
 HH6  CONST_36  O17  C16  C14  C11  180.00  0.0  0
 HH6  CONST_37  H4   C9   C4   C1   180.00  0.0  0
 HH6  CONST_38  H2   N7   C3   C1   180.00  0.0  0
 HH6  CONST_39  H3   C8   C3   C1   180.00  0.0  0
 HH6  CONST_40  H5   C10  C5   C2     0.00  0.0  0
 HH6  CONST_41  H6   C11  C5   C2     0.00  0.0  0
 HH6  CONST_42  H1   C4   C1   C2     0.00  0.0  0
 HH6  CONST_43  H7   C13  C10  C5   180.00  0.0  0
 HH6  CONST_44  H8   C14  C11  C5   180.00  0.0  0

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
 HH6  plan-1  C2   0.020
 HH6  plan-1  C5   0.020
 HH6  plan-1  C10  0.020
 HH6  plan-1  C11  0.020
 HH6  plan-1  C13  0.020
 HH6  plan-1  C14  0.020
 HH6  plan-1  C16  0.020
 HH6  plan-1  O17  0.020
 HH6  plan-1  H5   0.020
 HH6  plan-1  H6   0.020
 HH6  plan-1  H7   0.020
 HH6  plan-1  H8   0.020
 HH6  plan-2  C1   0.020
 HH6  plan-2  C2   0.020
 HH6  plan-2  C3   0.020
 HH6  plan-2  C4   0.020
 HH6  plan-2  C5   0.020
 HH6  plan-2  N6   0.020
 HH6  plan-2  N7   0.020
 HH6  plan-2  C8   0.020
 HH6  plan-2  C9   0.020
 HH6  plan-2  C12  0.020
 HH6  plan-2  O15  0.020
 HH6  plan-2  H1   0.020
 HH6  plan-2  H3   0.020
 HH6  plan-2  H4   0.020
 HH6  plan-2  H2   0.020

