# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 04:47:38 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 4-[2-(2-chlorophenyl)pyrazol-3-yl]benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(c(O)c1)c2ccnn2c3ccccc3Cl
#
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
 D4W  D4W  4-[2-(2-chlorophenyl)pyrazol-3-yl]benzene-1,3-diol  ligand  31  20  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_D4W
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
 D4W  C1   C   CR5   0   0.398   0.2732   1.5025   0.0323
 D4W  C3   C   CR6   0   0.021   1.3971   0.5970  -0.2161
 D4W  N6   N   N     0  -0.244  -1.8620   2.0491   0.4470
 D4W  C7   C   CR16  0  -0.315   1.3214  -0.3775  -1.2112
 D4W  C8   C   CR6   0   0.295   2.5741   0.7047   0.5331
 D4W  C9   C   CR15  0  -0.147  -1.1762   3.1521   0.2388
 D4W  C10  C   CR16  0  -0.134  -0.8584  -0.9523   1.6639
 D4W  C11  C   CR6   0   0.058  -2.2429  -0.9285  -0.2990
 D4W  C12  C   CR16  0  -0.348   2.3698  -1.2410  -1.4606
 D4W  C13  C   CR16  0  -0.342   3.6397  -0.1563   0.2821
 D4W  C14  C   CR16  0  -0.319  -1.2275  -2.2651   1.9078
 D4W  C15  C   CR16  0  -0.260  -2.6332  -2.2344  -0.0470
 D4W  C16  C   CR6   0   0.298   3.5345  -1.1252  -0.7031
 D4W  N2   N   NR5   0  -0.460  -0.9782   1.0576   0.3231
 D4W  C4   C   CR15  0  -0.403   0.1731   2.8753  -0.0427
 D4W  C5   C   CR6   0   0.182  -1.3654  -0.2784   0.5620
 D4W  C17  C   CR16  0  -0.204  -2.1223  -2.8998   1.0573
 D4W  O19  O   OH1   0  -0.691   2.7276   1.5983   1.5259
 D4W  O20  O   OH1   0  -0.664   4.5725  -1.9889  -0.8877
 D4W  H1   H   HCR6  0   0.282   0.4190  -0.4470  -1.8057
 D4W  H2   H   HCR5  0   0.260  -1.6651   4.1134   0.2776
 D4W  H3   H   HCR6  0   0.294  -0.1784  -0.4368   2.3292
 D4W  H4   H   HCR6  0   0.274   2.2888  -2.0006  -2.2270
 D4W  H5   H   HCR6  0   0.290   4.5461  -0.0763   0.8699
 D4W  H6   H   HCR6  0   0.235  -0.8215  -2.7883   2.7625
 D4W  H7   H   HCR6  0   0.254  -3.3319  -2.7271  -0.7092
 D4W  H8   H   HCR5  0   0.261   0.9654   3.5771  -0.2477
 D4W  H9   H   HCR6  0   0.278  -2.4269  -3.9197   1.2490
 D4W  H10  H   HOH1  0   0.467   1.9518   2.1694   1.6013
 D4W  H11  H   HOH1  0   0.464   4.9919  -1.8235  -1.7394
 D4W  CL1  CL  CL    0  -0.081  -2.8129  -0.1260  -1.7149

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
 D4W  C9   N6   aromatic  1.315  0.020  1.315
 D4W  C9   C4   aromatic  1.406  0.020  1.406
 D4W  N6   N2   aromatic  1.334  0.020  1.334
 D4W  C4   C1   aromatic  1.378  0.020  1.378
 D4W  N2   C1   aromatic  1.360  0.020  1.360
 D4W  N2   C5   single    1.411  0.020  1.411
 D4W  C1   C3   single    1.465  0.020  1.465
 D4W  C10  C5   aromatic  1.388  0.020  1.388
 D4W  C10  C14  aromatic  1.385  0.020  1.385
 D4W  C5   C11  aromatic  1.391  0.020  1.391
 D4W  C3   C7   aromatic  1.395  0.020  1.395
 D4W  C3   C8   aromatic  1.399  0.020  1.399
 D4W  O19  C8   single    1.344  0.020  1.344
 D4W  C7   C12  aromatic  1.381  0.020  1.381
 D4W  C14  C17  aromatic  1.388  0.020  1.388
 D4W  C11  CL1  single    1.724  0.020  1.724
 D4W  C11  C15  aromatic  1.386  0.020  1.386
 D4W  C8   C13  aromatic  1.393  0.020  1.393
 D4W  C17  C15  aromatic  1.387  0.020  1.387
 D4W  C12  C16  aromatic  1.394  0.020  1.394
 D4W  C13  C16  aromatic  1.386  0.020  1.386
 D4W  C16  O20  single    1.363  0.020  1.363
 D4W  C7   H1   single    0.930  0.020  1.080
 D4W  C9   H2   single    0.930  0.020  1.080
 D4W  C10  H3   single    0.930  0.020  1.080
 D4W  C12  H4   single    0.930  0.020  1.080
 D4W  C13  H5   single    0.930  0.020  1.080
 D4W  C14  H6   single    0.930  0.020  1.080
 D4W  C15  H7   single    0.930  0.020  1.080
 D4W  C4   H8   single    0.930  0.020  1.080
 D4W  C17  H9   single    0.930  0.020  1.080
 D4W  O19  H10  single    0.850  0.020  0.980
 D4W  O20  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
 D4W  C4   C1   N2   105.71  3.000
 D4W  N2   C1   C3   122.70  3.000
 D4W  C4   C1   C3   131.47  3.000
 D4W  C8   C3   C7   118.77  3.000
 D4W  C8   C3   C1   120.47  3.000
 D4W  C7   C3   C1   120.76  3.000
 D4W  N2   N6   C9   105.25  3.000
 D4W  H1   C7   C12  119.56  3.000
 D4W  H1   C7   C3   118.80  3.000
 D4W  C12  C7   C3   121.64  3.000
 D4W  O19  C8   C13  117.17  3.000
 D4W  C13  C8   C3   119.96  3.000
 D4W  O19  C8   C3   122.86  3.000
 D4W  H2   C9   C4   128.13  3.000
 D4W  H2   C9   N6   120.33  3.000
 D4W  C4   C9   N6   111.53  3.000
 D4W  H3   C10  C5   119.11  3.000
 D4W  H3   C10  C14  120.71  3.000
 D4W  C5   C10  C14  120.18  3.000
 D4W  CL1  C11  C5   119.96  3.000
 D4W  CL1  C11  C15  119.65  3.000
 D4W  C5   C11  C15  120.36  3.000
 D4W  H4   C12  C16  120.38  3.000
 D4W  H4   C12  C7   120.66  3.000
 D4W  C16  C12  C7   118.96  3.000
 D4W  H5   C13  C16  120.06  3.000
 D4W  H5   C13  C8   119.78  3.000
 D4W  C16  C13  C8   120.15  3.000
 D4W  H6   C14  C17  120.34  3.000
 D4W  H6   C14  C10  119.85  3.000
 D4W  C17  C14  C10  119.81  3.000
 D4W  H7   C15  C17  120.47  3.000
 D4W  H7   C15  C11  119.99  3.000
 D4W  C17  C15  C11  119.54  3.000
 D4W  O20  C16  C13  118.79  3.000
 D4W  O20  C16  C12  120.66  3.000
 D4W  C13  C16  C12  120.51  3.000
 D4W  C5   N2   N6   120.41  3.000
 D4W  C5   N2   C1   126.76  3.000
 D4W  N6   N2   C1   112.73  3.000
 D4W  H8   C4   C9   127.97  3.000
 D4W  H8   C4   C1   127.25  3.000
 D4W  C9   C4   C1   104.76  3.000
 D4W  N2   C5   C11  120.72  3.000
 D4W  C11  C5   C10  119.68  3.000
 D4W  N2   C5   C10  119.60  3.000
 D4W  H9   C17  C15  119.33  3.000
 D4W  H9   C17  C14  120.27  3.000
 D4W  C15  C17  C14  120.40  3.000
 D4W  H10  O19  C8   111.03  3.000
 D4W  H11  O20  C16  110.03  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
 D4W  CONST_01  N6   C9   C4   C1     0.00  0.0  0
 D4W  CONST_02  C9   N6   N2   C1     0.00  0.0  0
 D4W  CONST_05  C12  C7   C3   C1   180.00  0.0  0
 D4W  CONST_06  C13  C8   C3   C1   180.00  0.0  0
 D4W  CONST_07  C9   C4   C1   C3   180.00  0.0  0
 D4W  CONST_08  N6   N2   C1   C3   180.00  0.0  0
 D4W  CONST_09  C5   N2   C1   C3     0.00  0.0  0
 D4W  CONST_10  C16  C12  C7   C3     0.00  0.0  0
 D4W  CONST_11  C16  C13  C8   C3     0.00  0.0  0
 D4W  CONST_12  C4   C1   N2   N6     0.00  0.0  0
 D4W  CONST_17  C13  C8   C3   C7     0.00  0.0  0
 D4W  CONST_18  C13  C16  C12  C7     0.00  0.0  0
 D4W  CONST_21  C12  C7   C3   C8     0.00  0.0  0
 D4W  CONST_22  C12  C16  C13  C8     0.00  0.0  0
 D4W  CONST_23  C5   N2   N6   C9   180.00  0.0  0
 D4W  CONST_24  N2   C1   C4   C9     0.00  0.0  0
 D4W  CONST_25  C15  C11  C5   C10    0.00  0.0  0
 D4W  CONST_26  C15  C17  C14  C10    0.00  0.0  0
 D4W  CONST_27  C14  C10  C5   C11    0.00  0.0  0
 D4W  CONST_28  C14  C17  C15  C11    0.00  0.0  0
 D4W  CONST_29  N2   C5   C10  C14  180.00  0.0  0
 D4W  CONST_30  N2   C5   C11  C15  180.00  0.0  0
 D4W  CONST_31  C4   C9   N6   N2     0.00  0.0  0
 D4W  CONST_32  C5   N2   C1   C4   180.00  0.0  0
 D4W  CONST_33  C17  C14  C10  C5     0.00  0.0  0
 D4W  CONST_34  C17  C15  C11  C5     0.00  0.0  0
 D4W  CONST_35  O19  C8   C3   C1     0.00  0.0  0
 D4W  CONST_36  O19  C8   C3   C7   180.00  0.0  0
 D4W  CONST_37  O20  C16  C12  C7   180.00  0.0  0
 D4W  CONST_38  O20  C16  C13  C8   180.00  0.0  0
 D4W  CONST_39  CL1  C11  C5   C10  180.00  0.0  0
 D4W  CONST_40  O19  C8   C13  C16  180.00  0.0  0
 D4W  CONST_41  CL1  C11  C5   N2     0.00  0.0  0
 D4W  CONST_42  CL1  C11  C15  C17  180.00  0.0  0
 D4W  CONST_43  H2   C9   C4   C1   180.00  0.0  0
 D4W  CONST_44  H1   C7   C3   C1     0.00  0.0  0
 D4W  CONST_45  H8   C4   C1   C3     0.00  0.0  0
 D4W  CONST_46  H4   C12  C7   C3   180.00  0.0  0
 D4W  CONST_47  H5   C13  C8   C3   180.00  0.0  0
 D4W  CONST_48  H9   C17  C14  C10  180.00  0.0  0
 D4W  CONST_49  H3   C10  C5   C11  180.00  0.0  0
 D4W  CONST_50  H7   C15  C17  C14  180.00  0.0  0
 D4W  CONST_51  H6   C14  C17  C15  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
 D4W  plan-1  C1   0.020
 D4W  plan-1  C3   0.020
 D4W  plan-1  N6   0.020
 D4W  plan-1  C9   0.020
 D4W  plan-1  N2   0.020
 D4W  plan-1  C4   0.020
 D4W  plan-1  C5   0.020
 D4W  plan-1  H2   0.020
 D4W  plan-1  H8   0.020
 D4W  plan-2  C1   0.020
 D4W  plan-2  C3   0.020
 D4W  plan-2  C7   0.020
 D4W  plan-2  C8   0.020
 D4W  plan-2  C12  0.020
 D4W  plan-2  C13  0.020
 D4W  plan-2  C16  0.020
 D4W  plan-2  O19  0.020
 D4W  plan-2  O20  0.020
 D4W  plan-2  H1   0.020
 D4W  plan-2  H4   0.020
 D4W  plan-2  H5   0.020
 D4W  plan-3  C10  0.020
 D4W  plan-3  C11  0.020
 D4W  plan-3  C14  0.020
 D4W  plan-3  C15  0.020
 D4W  plan-3  N2   0.020
 D4W  plan-3  C5   0.020
 D4W  plan-3  C17  0.020
 D4W  plan-3  H3   0.020
 D4W  plan-3  H6   0.020
 D4W  plan-3  H7   0.020
 D4W  plan-3  H9   0.020
 D4W  plan-3  CL1  0.020

