# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 00:41:56 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 4,4'-(1H-pyrazole-3,4-diyl)diphenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)c2c[nH]nc2c3ccc(O)cc3
#
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
 583  583  4,4'-(1H-pyrazole-3,4-diyl)diphenol  ligand  31  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_583
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
 583  C1   C  CR5   0  -0.155   0.6895   1.6174  -0.0341
 583  C2   C  CR5   0   0.244  -0.7299   1.6323  -0.0445
 583  C3   C  CR6   0   0.017   1.6169   0.4848   0.0486
 583  C11  C  CR16  0  -0.322   2.2983  -1.6185   1.0469
 583  C12  C  CR16  0  -0.370  -2.3202  -1.7067  -0.7827
 583  C13  C  CR16  0  -0.327  -3.7681  -0.4683   0.6849
 583  C14  C  CR6   0   0.339   3.4337  -1.6521   0.2390
 583  C15  C  CR6   0   0.345  -3.5018  -1.6216  -0.0505
 583  C4   C  CR15  0   0.001   1.0355   2.9524  -0.0733
 583  C5   C  CR6   0   0.018  -1.6688   0.5046  -0.0368
 583  N1   N  N     0  -0.292  -1.1866   2.8757  -0.0797
 583  C6   C  CR16  0  -0.306   2.7565   0.4338  -0.7516
 583  C7   C  CR16  0  -0.296   1.4111  -0.5614   0.9510
 583  N2   N  NR15  0  -0.427  -0.1098   3.6468  -0.0942
 583  C8   C  CR16  0  -0.285  -1.4201  -0.6532  -0.7721
 583  C9   C  CR16  0  -0.281  -2.8603   0.5763   0.6859
 583  C10  C  CR16  0  -0.370   3.6597  -0.6149  -0.6607
 583  H1   H  HOH1  0   0.474   5.0164  -2.6113  -0.2342
 583  H2   H  HOH1  0   0.475  -4.1185  -3.3589  -0.5534
 583  H3   H  HCR6  0   0.262   2.1198  -2.4169   1.7566
 583  H4   H  HCR6  0   0.271  -2.1033  -2.5910  -1.3717
 583  H5   H  HCR6  0   0.263  -4.6841  -0.3963   1.2584
 583  H6   H  HCR5  0   0.290   1.9993   3.4356  -0.0593
 583  H8   H  HCR6  0   0.251   2.9419   1.2223  -1.4708
 583  H9   H  HCR6  0   0.249   0.5447  -0.5459   1.6000
 583  H10  H  HCR6  0   0.256  -0.5151  -0.7354  -1.3603
 583  H11  H  HCR6  0   0.249  -3.0798   1.4616   1.2693
 583  H12  H  HCR6  0   0.270   4.5364  -0.6263  -1.2987
 583  H7   H  HNR5  0   0.422  -0.2116   4.6486  -0.1223
 583  O1   O  OH1   0  -0.632   4.2702  -2.7017   0.3689
 583  O2   O  OH1   0  -0.631  -4.4144  -2.6124  -0.0207

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
 583  O1   C14  single    1.348  0.020  1.348
 583  C11  C14  aromatic  1.394  0.020  1.394
 583  C11  C7   aromatic  1.383  0.020  1.383
 583  C14  C10  aromatic  1.392  0.020  1.392
 583  C7   C3   aromatic  1.397  0.020  1.397
 583  C10  C6   aromatic  1.387  0.020  1.387
 583  C3   C6   aromatic  1.393  0.020  1.393
 583  C3   C1   single    1.466  0.020  1.466
 583  O2   C15  single    1.347  0.020  1.347
 583  C12  C15  aromatic  1.393  0.020  1.393
 583  C12  C8   aromatic  1.386  0.020  1.386
 583  C15  C13  aromatic  1.393  0.020  1.393
 583  C8   C5   aromatic  1.394  0.020  1.394
 583  C13  C9   aromatic  1.384  0.020  1.384
 583  C1   C2   aromatic  1.420  0.020  1.420
 583  C1   C4   aromatic  1.380  0.020  1.380
 583  C5   C9   aromatic  1.396  0.020  1.396
 583  C5   C2   single    1.467  0.020  1.467
 583  C2   N1   aromatic  1.325  0.020  1.325
 583  C4   N2   aromatic  1.340  0.020  1.340
 583  N1   N2   aromatic  1.324  0.020  1.324
 583  O1   H1   single    0.850  0.020  0.980
 583  O2   H2   single    0.850  0.020  0.980
 583  C11  H3   single    0.930  0.020  1.080
 583  C12  H4   single    0.930  0.020  1.080
 583  C13  H5   single    0.930  0.020  1.080
 583  C4   H6   single    0.930  0.020  1.080
 583  C6   H8   single    0.930  0.020  1.080
 583  C7   H9   single    0.930  0.020  1.080
 583  C8   H10  single    0.930  0.020  1.080
 583  C9   H11  single    0.930  0.020  1.080
 583  C10  H12  single    0.930  0.020  1.080
 583  N2   H7   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
 583  C4   C1   C3   126.19  3.000
 583  C4   C1   C2   103.91  3.000
 583  C3   C1   C2   129.87  3.000
 583  N1   C2   C5   120.05  3.000
 583  N1   C2   C1   110.78  3.000
 583  C5   C2   C1   129.17  3.000
 583  C7   C3   C6   117.65  3.000
 583  C6   C3   C1   120.88  3.000
 583  C7   C3   C1   121.46  3.000
 583  H3   C11  C7   120.20  3.000
 583  H3   C11  C14  119.75  3.000
 583  C7   C11  C14  120.04  3.000
 583  H4   C12  C8   119.62  3.000
 583  H4   C12  C15  120.34  3.000
 583  C8   C12  C15  120.04  3.000
 583  H5   C13  C9   120.27  3.000
 583  H5   C13  C15  119.74  3.000
 583  C9   C13  C15  119.98  3.000
 583  C10  C14  C11  119.28  3.000
 583  C10  C14  O1   122.80  3.000
 583  C11  C14  O1   117.92  3.000
 583  C13  C15  C12  119.35  3.000
 583  C13  C15  O2   117.87  3.000
 583  C12  C15  O2   122.78  3.000
 583  H6   C4   N2   122.16  3.000
 583  H6   C4   C1   131.10  3.000
 583  N2   C4   C1   106.71  3.000
 583  C9   C5   C8   117.92  3.000
 583  C9   C5   C2   120.63  3.000
 583  C8   C5   C2   121.43  3.000
 583  N2   N1   C2   105.45  3.000
 583  H8   C6   C10  118.85  3.000
 583  H8   C6   C3   119.64  3.000
 583  C10  C6   C3   121.51  3.000
 583  H9   C7   C11  118.86  3.000
 583  H9   C7   C3   119.63  3.000
 583  C11  C7   C3   121.51  3.000
 583  H7   N2   N1   119.81  3.000
 583  H7   N2   C4   127.03  3.000
 583  N1   N2   C4   113.15  3.000
 583  H10  C8   C5   119.93  3.000
 583  H10  C8   C12  118.76  3.000
 583  C5   C8   C12  121.31  3.000
 583  H11  C9   C5   119.61  3.000
 583  H11  C9   C13  118.99  3.000
 583  C5   C9   C13  121.39  3.000
 583  H12  C10  C6   119.73  3.000
 583  H12  C10  C14  120.26  3.000
 583  C6   C10  C14  120.01  3.000
 583  H1   O1   C14  110.31  3.000
 583  H2   O2   C15  110.45  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
 583  CONST_01  C11  C7   C3   C1   180.00  0.0  0
 583  CONST_02  C10  C6   C3   C1   180.00  0.0  0
 583  CONST_05  N2   N1   C2   C1     0.00  0.0  0
 583  CONST_06  N1   N2   C4   C1     0.00  0.0  0
 583  CONST_09  N2   C4   C1   C2     0.00  0.0  0
 583  CONST_10  C12  C8   C5   C2   180.00  0.0  0
 583  CONST_11  C13  C9   C5   C2   180.00  0.0  0
 583  CONST_12  C4   N2   N1   C2     0.00  0.0  0
 583  CONST_13  C14  C11  C7   C3     0.00  0.0  0
 583  CONST_14  C14  C10  C6   C3     0.00  0.0  0
 583  CONST_15  C5   C2   C1   C3     0.00  0.0  0
 583  CONST_16  N1   C2   C1   C3   180.00  0.0  0
 583  CONST_17  N2   C4   C1   C3   180.00  0.0  0
 583  CONST_18  C6   C10  C14  C11    0.00  0.0  0
 583  CONST_19  C6   C3   C7   C11    0.00  0.0  0
 583  CONST_20  C9   C13  C15  C12    0.00  0.0  0
 583  CONST_21  C9   C5   C8   C12    0.00  0.0  0
 583  CONST_22  C8   C12  C15  C13    0.00  0.0  0
 583  CONST_23  C8   C5   C9   C13    0.00  0.0  0
 583  CONST_24  C5   C8   C12  C15    0.00  0.0  0
 583  CONST_25  C5   C9   C13  C15    0.00  0.0  0
 583  CONST_28  C5   C2   C1   C4   180.00  0.0  0
 583  CONST_29  N1   C2   C1   C4     0.00  0.0  0
 583  CONST_30  N2   N1   C2   C5   180.00  0.0  0
 583  CONST_33  C10  C14  C11  C7     0.00  0.0  0
 583  CONST_34  C10  C6   C3   C7     0.00  0.0  0
 583  CONST_35  C7   C11  C14  O1   180.00  0.0  0
 583  CONST_36  C6   C10  C14  O1   180.00  0.0  0
 583  CONST_37  C8   C12  C15  O2   180.00  0.0  0
 583  CONST_38  C9   C13  C15  O2   180.00  0.0  0
 583  CONST_39  H9   C7   C3   C1     0.00  0.0  0
 583  CONST_40  H8   C6   C3   C1     0.00  0.0  0
 583  CONST_41  H7   N2   C4   C1   180.00  0.0  0
 583  CONST_42  H6   C4   C1   C2   180.00  0.0  0
 583  CONST_43  H10  C8   C5   C2     0.00  0.0  0
 583  CONST_44  H11  C9   C5   C2     0.00  0.0  0
 583  CONST_45  H3   C11  C7   C3   180.00  0.0  0
 583  CONST_46  H12  C10  C6   C3   180.00  0.0  0
 583  CONST_47  H5   C13  C15  C12  180.00  0.0  0
 583  CONST_48  H4   C12  C15  C13  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
 583  plan-1  C1   0.020
 583  plan-1  C2   0.020
 583  plan-1  C3   0.020
 583  plan-1  C4   0.020
 583  plan-1  C5   0.020
 583  plan-1  N1   0.020
 583  plan-1  N2   0.020
 583  plan-1  H6   0.020
 583  plan-1  H7   0.020
 583  plan-2  C1   0.020
 583  plan-2  C3   0.020
 583  plan-2  C11  0.020
 583  plan-2  C14  0.020
 583  plan-2  C6   0.020
 583  plan-2  C7   0.020
 583  plan-2  C10  0.020
 583  plan-2  H3   0.020
 583  plan-2  H8   0.020
 583  plan-2  H9   0.020
 583  plan-2  H12  0.020
 583  plan-2  O1   0.020
 583  plan-3  C2   0.020
 583  plan-3  C12  0.020
 583  plan-3  C13  0.020
 583  plan-3  C15  0.020
 583  plan-3  C5   0.020
 583  plan-3  C8   0.020
 583  plan-3  C9   0.020
 583  plan-3  H4   0.020
 583  plan-3  H5   0.020
 583  plan-3  H10  0.020
 583  plan-3  H11  0.020
 583  plan-3  O2   0.020

